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#\#CIF_1.0 ################################################################################ # # # This CIF is a part of the B-IncStrDB # # (Bilbao Incommensurate Structures Database) # # http://www.cryst.ehu.eus/bincstrdb/ # # # # Please note that the structure of the CIF file may differ from the one # # deposited, as it may have been modified to comply with the standard. The # # file has been validated against official dictionaries as well as local # # dictionaries including non-standard data names used by SHELXL (Sheldrick, # # G. M. (2008). Acta Cryst. A 64, 112-122) and JANA (Petricek, V., Dusek, M. # # and Palatinus, L. (2014), Z. Kristallogr. 229, 345-352). # # # # For comments and/or criticisms, please e-mail to administrador-bcs@ehu.es # # # ################################################################################ data_global _publ_contact_author_name 'Budzikur, Daria' _publ_contact_author_address ;Faculty of Chemistry, University of Wroclaw, 14 F. Joliot-Curie, Wroclaw, 30-383, Poland ; _publ_contact_author_email daria.budzikur@chem.uni.wroc.pl loop_ _publ_author_name _publ_author_address 'Budzikur, Daria' ;Faculty of Chemistry, University of Wroclaw, 14 F. Joliot-Curie, Wroclaw, 30-383, Poland ; 'Szklarz, Przemyslaw' ;Faculty of Chemistry, University of Wroclaw, 14 F. Joliot-Curie, Wroclaw, 30-383, Poland ; 'Kinzhybalo, Vasyl' ;Institute of Low Temperature and Structure Research, Polish Academy of Sciences, 2 Okolna, Wroclaw, 50-422, Poland ; 'Slepokura, Katarzyna A.' ;Faculty of Chemistry, University of Wroclaw, 14 F. Joliot-Curie, Wroclaw, 30-383, Poland ; _publ_section_title ;Crystal structures and phase transitions of imidazolium hypodiphosphates ; _journal_date_recd_electronic 2020-06-23 _journal_coeditor_code YB5027 _journal_paper_category FA _iucr_compatibility_tag ACTA95 _journal_name_full 'Acta Crystallographica Section B' _journal_volume 76 _journal_year 2020 _journal_page_first 939 _journal_page_last 947 _journal_paper_doi https://doi.org/10.1107/S2052520620011439 data_I-HTP _audit_creation_method SHELXL-2014/7 _shelx_SHELXL_version_number 2014/7 _chemical_formula_moiety '(C3 H5 N2), (H3 O6 P2)' _chemical_formula_sum 'C3 H8 N2 O6 P2' _chemical_formula_weight 230.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system orthorhombic _space_group_IT_number 52 _space_group_name_H-M_alt 'P n n a' _space_group_name_Hall '-P 2a 2bc' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, -y, z' 3 '-x+1/2, y+1/2, -z+1/2' 4 'x, -y+1/2, -z+1/2' 5 '-x, -y, -z' 6 'x-1/2, y, -z' 7 'x-1/2, -y-1/2, z-1/2' 8 '-x, y-1/2, z-1/2' _cell_length_a 7.014(3) _cell_length_b 8.361(3) _cell_length_c 14.389(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 843.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 326(2) _cell_measurement_reflns_used 4207 _cell_measurement_theta_min 4.70 _cell_measurement_theta_max 29.04 _exptl_crystal_type_of_structure cryst _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.811 _exptl_crystal_F_000 472 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.10 _exptl_absorpt_coefficient_mu 0.518 _shelx_estimated_absorpt_T_min 0.839 _shelx_estimated_absorpt_T_max 0.950 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.879 _exptl_absorpt_correction_T_max 0.960 _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 326(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Agilent Technologies, Xcalibur R' _diffrn_detector 'CCD plate' _diffrn_detector_type Atlas _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 10.6249 _diffrn_reflns_number 12181 _diffrn_reflns_av_unetI/netI 0.0145 _diffrn_reflns_av_R_equivalents 0.0273 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.818 _diffrn_reflns_theta_max 29.463 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.966 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.966 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.966 _diffrn_reflns_point_group_measured_fraction_full 1.000 _reflns_number_total 1134 _reflns_number_gt 863 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max ? _reflns_Friedel_fraction_full ? _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_structure_solution 'SHELXT-2014/7 (Sheldrick, 2015)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2015)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0507P)^2^+0.2662P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_extinction_coef 0.065(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1134 _refine_ls_number_parameters 101 _refine_ls_number_restraints 64 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.1039 _refine_ls_wR_factor_gt 0.0950 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.59456(8) -0.00006(5) 0.33491(3) 0.0431(2) Uani 1 1 d ? ? ? ? ? O1 O 0.5287(3) 0.07335(14) 0.42605(9) 0.0594(4) Uani 1 1 d ? ? ? ? ? H1 H 0.4973 0.0021 0.4620 0.089 Uiso 0.5 1 calc R U P ? ? O2 O 0.5307(2) -0.17364(15) 0.32531(8) 0.0555(4) Uani 1 1 d ? ? ? ? ? H2 H 0.5169 -0.1954 0.2702 0.083 Uiso 0.5 1 calc R U P ? ? O3 O 0.5315(2) 0.09995(15) 0.25206(9) 0.0539(4) Uani 1 1 d ? ? ? ? ? H3 H 0.5339 0.1950 0.2661 0.081 Uiso 0.5 1 calc R U P ? ? N1A N 0.318(3) 0.3850(17) 0.4513(12) 0.019(4) Uiso 0.1 1 d D U P A -1 H1NA H 0.3469 0.2880 0.4373 0.023 Uiso 0.1 1 calc R U P A -1 C2A C 0.276(3) 0.497(2) 0.3892(10) 0.023(4) Uiso 0.1 1 d D U P A -1 H2A H 0.2699 0.4846 0.3250 0.028 Uiso 0.1 1 calc R U P A -1 N3A N 0.245(4) 0.630(2) 0.4369(12) 0.035(6) Uiso 0.1 1 d D U P A -1 H3NA H 0.2140 0.7215 0.4135 0.042 Uiso 0.1 1 calc R U P A -1 C4A C 0.270(3) 0.5991(19) 0.5292(11) 0.037(5) Uiso 0.1 1 d D U P A -1 H4A H 0.2621 0.6739 0.5769 0.045 Uiso 0.1 1 calc R U P A -1 C5A C 0.309(4) 0.442(2) 0.5402(11) 0.033(6) Uiso 0.1 1 d D U P A -1 H5A H 0.3258 0.3862 0.5954 0.039 Uiso 0.1 1 calc R U P A -1 N1B N 0.3068(14) 0.3895(9) 0.5180(6) 0.038(2) Uiso 0.2 1 d D U P B -2 H1NB H 0.3314 0.3065 0.5512 0.045 Uiso 0.2 1 calc R U P B -2 C2B C 0.2987(17) 0.3952(10) 0.4260(6) 0.039(3) Uiso 0.2 1 d D U P B -2 H2B H 0.3185 0.3097 0.3859 0.047 Uiso 0.2 1 calc R U P B -2 N3B N 0.2573(15) 0.5438(10) 0.4012(6) 0.034(2) Uiso 0.2 1 d D U P B -2 H3NB H 0.2395 0.5753 0.3450 0.041 Uiso 0.2 1 calc R U P B -2 C4B C 0.247(2) 0.6397(12) 0.4777(6) 0.058(4) Uiso 0.2 1 d D U P B -2 H4B H 0.2295 0.7499 0.4794 0.069 Uiso 0.2 1 calc R U P B -2 C5B C 0.2687(15) 0.5398(10) 0.5504(6) 0.033(3) Uiso 0.2 1 d D U P B -2 H5B H 0.2591 0.5685 0.6127 0.039 Uiso 0.2 1 calc R U P B -2 N1C N 0.212(2) 0.5834(16) 0.5399(7) 0.021(2) Uiso 0.2 1 d D U P C -3 H1NC H 0.1745 0.6461 0.5836 0.025 Uiso 0.2 1 calc R U P C -3 C2C C 0.254(2) 0.4299(17) 0.5503(8) 0.045(5) Uiso 0.2 1 d D U P C -3 H2C H 0.2476 0.3719 0.6054 0.054 Uiso 0.2 1 calc R U P C -3 N3C N 0.3059(18) 0.3738(11) 0.4679(7) 0.027(2) Uiso 0.2 1 d D U P C -3 H3NC H 0.3395 0.2769 0.4564 0.032 Uiso 0.2 1 calc R U P C -3 C4C C 0.2976(15) 0.4949(13) 0.4046(7) 0.025(2) Uiso 0.2 1 d D U P C -3 H4C H 0.3281 0.4874 0.3418 0.031 Uiso 0.2 1 calc R U P C -3 C5C C 0.237(3) 0.6272(14) 0.4492(9) 0.034(4) Uiso 0.2 1 d D U P C -3 H5C H 0.2172 0.7279 0.4235 0.041 Uiso 0.2 1 calc R U P C -3 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0726(4) 0.0295(3) 0.0271(3) -0.00153(16) 0.00558(18) -0.00982(19) O1 0.1093(12) 0.0349(7) 0.0339(7) -0.0041(5) 0.0159(7) 0.0028(7) O2 0.0904(10) 0.0317(7) 0.0444(7) -0.0047(5) 0.0149(7) -0.0191(7) O3 0.0817(9) 0.0471(7) 0.0328(6) 0.0053(5) -0.0079(6) -0.0095(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.5198(13) ? yes P1 O3 1.5219(13) ? yes P1 O2 1.5252(14) ? yes P1 P1 2.1805(14) 2_655 yes O1 H1 0.8200 ? ? O2 H2 0.8200 ? ? O3 H3 0.8200 ? ? N1A C2A 1.327(2) ? ? N1A C5A 1.368(2) ? ? N1A H1NA 0.8600 ? ? C2A N3A 1.327(2) ? ? C2A H2A 0.9300 ? ? N3A C4A 1.366(2) ? ? N3A H3NA 0.8600 ? ? C4A C5A 1.348(2) ? ? C4A H4A 0.9300 ? ? C5A H5A 0.9300 ? ? N1B C2B 1.326(3) ? ? N1B C5B 1.367(3) ? ? N1B H1NB 0.8600 ? ? C2B N3B 1.325(3) ? ? C2B H2B 0.9300 ? ? N3B C4B 1.364(3) ? ? N3B H3NB 0.8600 ? ? C4B C5B 1.347(3) ? ? C4B H4B 0.9300 ? ? C5B H5B 0.9300 ? ? N1C C2C 1.326(3) ? ? N1C C5C 1.368(3) ? ? N1C H1NC 0.8600 ? ? C2C N3C 1.326(3) ? ? C2C H2C 0.9300 ? ? N3C C4C 1.363(3) ? ? N3C H3NC 0.8600 ? ? C4C C5C 1.347(3) ? ? C4C H4C 0.9300 ? ? C5C H5C 0.9300 ? ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 P1 O3 111.45(9) ? ? yes O1 P1 O2 111.91(7) ? ? yes O3 P1 O2 111.50(8) ? ? yes O1 P1 P1 107.67(7) ? 2_655 yes O3 P1 P1 106.89(6) ? 2_655 yes O2 P1 P1 107.11(7) ? 2_655 yes P1 O1 H1 109.5 ? ? ? P1 O2 H2 109.5 ? ? ? P1 O3 H3 109.5 ? ? ? C2A N1A C5A 111.8(12) ? ? ? C2A N1A H1NA 124.1 ? ? ? C5A N1A H1NA 124.1 ? ? ? N3A C2A N1A 106.4(12) ? ? ? N3A C2A H2A 126.8 ? ? ? N1A C2A H2A 126.8 ? ? ? C2A N3A C4A 108.7(11) ? ? ? C2A N3A H3NA 125.7 ? ? ? C4A N3A H3NA 125.7 ? ? ? C5A C4A N3A 109.1(11) ? ? ? C5A C4A H4A 125.5 ? ? ? N3A C4A H4A 125.5 ? ? ? C4A C5A N1A 103.9(11) ? ? ? C4A C5A H5A 128.1 ? ? ? N1A C5A H5A 128.1 ? ? ? C2B N1B C5B 107.4(7) ? ? ? C2B N1B H1NB 126.3 ? ? ? C5B N1B H1NB 126.3 ? ? ? N3B C2B N1B 108.2(8) ? ? ? N3B C2B H2B 125.9 ? ? ? N1B C2B H2B 125.9 ? ? ? C2B N3B C4B 110.2(9) ? ? ? C2B N3B H3NB 124.9 ? ? ? C4B N3B H3NB 124.9 ? ? ? C5B C4B N3B 104.9(8) ? ? ? C5B C4B H4B 127.6 ? ? ? N3B C4B H4B 127.6 ? ? ? C4B C5B N1B 109.1(7) ? ? ? C4B C5B H5B 125.5 ? ? ? N1B C5B H5B 125.5 ? ? ? C2C N1C C5C 109.8(10) ? ? ? C2C N1C H1NC 125.1 ? ? ? C5C N1C H1NC 125.1 ? ? ? N1C C2C N3C 107.6(10) ? ? ? N1C C2C H2C 126.2 ? ? ? N3C C2C H2C 126.2 ? ? ? C2C N3C C4C 108.9(8) ? ? ? C2C N3C H3NC 125.6 ? ? ? C4C N3C H3NC 125.6 ? ? ? C5C C4C N3C 107.8(8) ? ? ? C5C C4C H4C 126.1 ? ? ? N3C C4C H4C 126.1 ? ? ? C4C C5C N1C 106.0(9) ? ? ? C4C C5C H5C 127.0 ? ? ? N1C C5C H5C 127.0 ? ? ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5A N1A C2A N3A 1.8(10) ? ? ? ? ? N1A C2A N3A C4A 0.7(10) ? ? ? ? ? C2A N3A C4A C5A -2.9(16) ? ? ? ? ? N3A C4A C5A N1A 3.8(18) ? ? ? ? ? C2A N1A C5A C4A -3.5(15) ? ? ? ? ? C5B N1B C2B N3B 0.1(8) ? ? ? ? ? N1B C2B N3B C4B 3.0(8) ? ? ? ? ? C2B N3B C4B C5B -4.9(11) ? ? ? ? ? N3B C4B C5B N1B 4.9(12) ? ? ? ? ? C2B N1B C5B C4B -3.3(11) ? ? ? ? ? C5C N1C C2C N3C 0.1(9) ? ? ? ? ? N1C C2C N3C C4C 0.3(9) ? ? ? ? ? C2C N3C C4C C5C -0.6(14) ? ? ? ? ? N3C C4C C5C N1C 0.6(15) ? ? ? ? ? C2C N1C C5C C4C -0.4(13) ? ? ? ? ? O1 P1 P1 O1 50.17(11) ? ? 2_655 2_655 yes O2 P1 P1 O1 -70.35(7) ? ? 2_655 2_655 yes O3 P1 P1 O1 170.03(7) ? ? 2_655 2_655 yes O1 P1 P1 O2 -70.35(7) ? ? 2_655 2_655 yes O2 P1 P1 O2 169.13(10) ? ? 2_655 2_655 yes O3 P1 P1 O2 49.51(7) ? ? 2_655 2_655 yes O1 P1 P1 O3 170.03(7) ? ? 2_655 2_655 yes O2 P1 P1 O3 49.51(7) ? ? 2_655 2_655 yes O3 P1 P1 O3 -70.11(11) ? ? 2_655 2_655 yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O1 0.82 1.74 2.489(3) 151.3 5_656 O2 H2 O2 0.82 1.76 2.516(2) 152.5 4_545 O3 H3 O3 0.82 1.73 2.510(3) 157.0 4 N1A H1NA O1 0.86 2.21 3.018(14) 157.0 ? N3A H3NA O1 0.86 2.42 3.138(18) 140.8 2_565 N1B H1NB O2 0.86 2.31 3.105(8) 154.2 5_656 N3B H3NB O3 0.86 2.37 3.031(9) 134.3 3 N1C H1NC O2 0.86 2.24 3.083(11) 167.6 6_566 N3C H3NC O1 0.86 2.20 3.019(10) 158.7 ? C2A H2A O3 0.93 2.26 2.828(19) 119.0 4 C4A H4A O1 0.93 2.57 3.147(17) 120.4 5_666 C4A H4A O2 0.93 2.50 3.289(17) 143.0 6_566 C5A H5A O2 0.93 2.34 3.171(18) 148.7 5_656 C2B H2B O1 0.93 2.53 3.138(9) 123.0 ? C4B H4B O1 0.93 2.46 3.171(12) 133.3 2_565 C5B H5B O3 0.93 2.50 3.261(9) 139.3 8_666 C2C H2C O2 0.93 2.48 3.175(13) 131.4 5_656 C2C H2C O3 0.93 2.61 3.305(12) 132.0 7_566 C4C H4C O3 0.93 2.10 2.898(10) 143.7 4 C5C H5C O1 0.93 2.40 3.141(13) 137.0 2_565 _refine_diff_density_max 0.221 _refine_diff_density_min -0.315 _refine_diff_density_rms 0.057 _shelx_res_file ; imip2_326ab.res created by SHELXL-2014/7 TITL imidhypo310_a.res in Pnna CELL 0.71073 7.014 8.361 14.389 90.00 90.00 90.00 ZERR 4 0.003 0.003 0.005 0.00 0.00 0.00 LATT 1 SYMM 0.5-X,-Y,+Z SYMM 0.5-X,0.5+Y,0.5-Z SYMM +X,0.5-Y,0.5-Z SFAC C H N O P UNIT 12 32 8 24 8 L.S. 4 PLAN 20 TEMP 53 SIZE 0.35 0.21 0.1 BOND $H htab CONF 2.3 fmap 2 acta EQIV $1 -x+1, -y, -z+1 EQIV $2 x, -y-1/2, -z+1/2 EQIV $3 x, -y+1/2, -z+1/2 EQIV $4 -x+1/2, y+1/2, -z+1/2 EQIV $5 -x+1/2, -y+1, z EQIV $6 -x+1, -y+1, -z+1 EQIV $7 x-1/2, y+1, -z+1 EQIV $8 -x+1, y+1/2, z+1/2 EQIV $9 x-1/2, -y+1/2, z+1/2 EQIV $10 x, y+1, z eqiv $11 -x+3/2, -y, z conf O1 P1 P1_$11 O1_$11 2.3 conf O2 P1 P1_$11 O1_$11 2.3 conf O3 P1 P1_$11 O1_$11 2.3 conf O1 P1 P1_$11 O2_$11 2.3 conf O2 P1 P1_$11 O2_$11 2.3 conf O3 P1 P1_$11 O2_$11 2.3 conf O1 P1 P1_$11 O3_$11 2.3 conf O2 P1 P1_$11 O3_$11 2.3 conf O3 P1 P1_$11 O3_$11 2.3 HTAB O1 O1_$1 HTAB O2 O2_$2 HTAB O3 O3_$3 HTAB N1A O1 HTAB N3A O1_$5 HTAB N1B O2_$1 HTAB N3B O3_$4 HTAB N1C O2_$7 HTAB N3C O1 HTAB C2A O3_$4 HTAB C2A O3_$3 HTAB C4A O1_$6 HTAB C4A O2_$7 HTAB C5A O2_$1 HTAB C2B O1 HTAB C4B O1_$6 HTAB C4B O1_$5 HTAB C5B O3_$8 HTAB C2C O2_$1 HTAB C2C O3_$9 HTAB C4C O3_$3 HTAB C5C O1_$5 FLAT 0.04 N1B C2B N3B C4B C5B FLAT 0.04 N1A C2A N3A C4A C5A FLAT 0.04 N1C C2C N3C C4C C5C DFIX 1.33 0.002 C2A N1A C2A N3A DFIX 1.37 0.002 N1A C5A N3A C4A DFIX 1.35 0.002 C4A C5A SIMU 0.02 0.02 1 N1A > C5C WGHT 0.050700 0.266200 EXTI 0.064687 FVAR 9.37608 P1 5 0.594560 -0.000058 0.334906 11.00000 0.07264 0.02951 = 0.02708 -0.00153 0.00558 -0.00982 O1 4 0.528749 0.073349 0.426050 11.00000 0.10928 0.03490 = 0.03395 -0.00415 0.01587 0.00276 AFIX 147 H1 2 0.497269 0.002055 0.462050 10.50000 -1.50000 AFIX 0 O2 4 0.530673 -0.173642 0.325315 11.00000 0.09045 0.03172 = 0.04444 -0.00475 0.01488 -0.01915 AFIX 147 H2 2 0.516890 -0.195401 0.270154 10.50000 -1.50000 AFIX 0 O3 4 0.531452 0.099951 0.252060 11.00000 0.08172 0.04710 = 0.03282 0.00534 -0.00795 -0.00948 AFIX 147 H3 2 0.533944 0.194983 0.266091 10.50000 -1.50000 AFIX 0 PART -1 N1A 3 0.317833 0.384970 0.451275 10.10000 0.01929 AFIX 43 H1NA 2 0.346921 0.287998 0.437272 10.10000 -1.20000 AFIX 0 C2A 1 0.276102 0.497052 0.389205 10.10000 0.02349 AFIX 43 H2A 2 0.269895 0.484603 0.325050 10.10000 -1.20000 AFIX 0 N3A 3 0.244988 0.630420 0.436866 10.10000 0.03481 AFIX 43 H3NA 2 0.214035 0.721453 0.413488 10.10000 -1.20000 AFIX 0 C4A 1 0.270295 0.599089 0.529234 10.10000 0.03722 AFIX 43 H4A 2 0.262130 0.673934 0.576880 10.10000 -1.20000 AFIX 0 C5A 1 0.308990 0.442323 0.540238 10.10000 0.03290 AFIX 43 H5A 2 0.325771 0.386205 0.595440 10.10000 -1.20000 AFIX 0 SAME 0.002 0.04 N1A > C5A PART 0 PART -2 N1B 3 0.306762 0.389518 0.518014 10.20000 0.03783 AFIX 43 H1NB 2 0.331434 0.306517 0.551203 10.20000 -1.20000 AFIX 0 C2B 1 0.298664 0.395191 0.426020 10.20000 0.03938 AFIX 43 H2B 2 0.318546 0.309659 0.385853 10.20000 -1.20000 AFIX 0 N3B 3 0.257336 0.543832 0.401210 10.20000 0.03429 AFIX 43 H3NB 2 0.239453 0.575300 0.344980 10.20000 -1.20000 AFIX 0 C4B 1 0.247259 0.639688 0.477736 10.20000 0.05762 AFIX 43 H4B 2 0.229481 0.749878 0.479375 10.20000 -1.20000 AFIX 0 C5B 1 0.268695 0.539817 0.550404 10.20000 0.03283 AFIX 43 H5B 2 0.259126 0.568527 0.612673 10.20000 -1.20000 AFIX 0 SAME 0.002 0.04 N1A > C5A PART 0 PART -3 N1C 3 0.211930 0.583440 0.539886 10.20000 0.02110 AFIX 43 H1NC 2 0.174457 0.646116 0.583616 10.20000 -1.20000 AFIX 0 C2C 1 0.253716 0.429859 0.550281 10.20000 0.04461 AFIX 43 H2C 2 0.247553 0.371924 0.605373 10.20000 -1.20000 AFIX 0 N3C 3 0.305879 0.373794 0.467942 10.20000 0.02692 AFIX 43 H3NC 2 0.339456 0.276891 0.456375 10.20000 -1.20000 AFIX 0 C4C 1 0.297599 0.494862 0.404588 10.20000 0.02546 AFIX 43 H4C 2 0.328075 0.487394 0.341836 10.20000 -1.20000 AFIX 0 C5C 1 0.237379 0.627214 0.449155 10.20000 0.03438 AFIX 43 H5C 2 0.217214 0.727865 0.423460 10.20000 -1.20000 AFIX 0 HKLF 4 REM imidhypo310_a.res in Pnna REM R1 = 0.0350 for 863 Fo > 4sig(Fo) and 0.0480 for all 1134 data REM 101 parameters refined using 64 restraints END WGHT 0.0507 0.2662 REM Instructions for potential hydrogen bonds HTAB O1 O1_$1 HTAB O2 O2_$2 HTAB O3 O3_$3 HTAB N1A O1 HTAB C2A O3_$4 HTAB C2A O3_$3 HTAB N3A O1_$5 HTAB C4A O1_$6 HTAB C4A O2_$7 HTAB C5A O2_$1 HTAB N1B O2_$1 HTAB C2B O1 HTAB N3B O3_$4 HTAB C4B O1_$6 HTAB C4B O1_$5 HTAB C5B O3_$8 HTAB N1C O2_$7 HTAB C2C O2_$1 HTAB C2C O3_$9 HTAB N3C O1 HTAB C4C O3_$3 HTAB C5C O1_$5 REM Highest difference peak 0.221, deepest hole -0.315, 1-sigma level 0.057 Q1 1 0.5985 0.0408 0.4581 11.00000 0.05 0.22 Q2 1 0.3331 0.4511 0.4175 11.00000 0.05 0.22 Q3 1 0.5578 -0.2071 0.3361 11.00000 0.05 0.21 Q4 1 0.5843 0.1074 0.2877 11.00000 0.05 0.18 Q5 1 0.5057 0.1267 0.4297 11.00000 0.05 0.18 Q6 1 0.4507 0.0231 0.4160 11.00000 0.05 0.17 Q7 1 0.3444 0.5687 0.4202 11.00000 0.05 0.17 Q8 1 0.5104 0.1014 0.2970 11.00000 0.05 0.17 Q9 1 0.4777 -0.1240 0.3212 11.00000 0.05 0.16 Q10 1 0.5441 -0.2414 0.2689 11.00000 0.05 0.16 Q11 1 0.6027 -0.1469 0.3235 11.00000 0.05 0.16 Q12 1 0.5844 -0.1190 0.3386 11.00000 0.05 0.15 Q13 1 0.5096 0.0401 0.2695 11.00000 0.05 0.14 Q14 1 0.6211 0.1863 0.4736 11.00000 0.05 0.14 Q15 1 0.5352 0.0783 0.3781 11.00000 0.05 0.14 Q16 1 0.3934 0.2603 0.4322 11.00000 0.05 0.13 Q17 1 0.4477 0.1924 0.4832 11.00000 0.05 0.13 Q18 1 0.4167 0.2611 0.5980 11.00000 0.05 0.12 Q19 1 0.3970 0.7813 0.6011 11.00000 0.05 0.11 Q20 1 0.5071 -0.0157 0.4943 11.00000 0.05 0.11 ; _shelx_res_checksum 19990 _shelx_hkl_file ; 0 0 -2 52819.0 758.078 1 0 0 -2 52233.1 817.493 7 0 0 -3-30.2106 56.4822 6 0 0 3-9.32155 55.2566 6 0 0 3-5.50735 110.636 7 0 0 -3 41.1808 92.7409 1 0 0 3 57.2280 77.7841 1 0 0 -3 10.6782 96.5872 7 0 0 4 6106.56 299.498 6 0 0 4 5868.37 407.844 7 0 0 -4 5725.10 395.983 7 0 0 4 6461.80 390.636 1 0 0 -4 6104.68 306.655 6 0 0 -4 6511.70 384.315 1 0 0 -5-35.0202 120.811 7 0 0 -5 87.3331 76.5663 6 0 0 5 447.420 134.662 1 0 0 5 161.240 159.631 7 0 0 -5 151.767 105.721 1 0 0 -6 21254.5 693.186 6 0 0 6 22120.0 929.735 7 0 0 6 21589.6 857.345 1 0 0 -6 20951.7 839.251 1 0 0 -6 23703.8 967.343 7 0 0 -7 45.7519 119.056 1 0 0 7 202.116 184.404 7 0 0 -7 67.2105 164.925 7 0 0 7 158.893 125.735 1 0 0 -7-51.4249 93.4578 6 0 0 -8 240306. 2670.32 6 0 0 8 252125. 3443.23 1 0 0 -8 242480. 2642.79 4 0 0 8 246219. 3575.24 7 0 0 -8 253091. 3662.13 7 0 0 -8 248153. 3377.24 1 0 0 9-305.008 294.316 7 0 0 -9-61.7403 106.301 6 0 0 -9-109.191 168.246 1 0 0 -9 3.18992 127.506 4 0 0 9-67.5823 133.780 1 0 0 -9-250.199 231.713 7 0 0 -10 284121. 3199.68 4 0 0 10 287223. 4378.12 7 0 0 10 296097. 4247.00 1 0 0 -10 297287. 4146.66 1 0 0 -10 277676. 3205.78 6 0 0 -11 92.1268 161.049 1 0 0 -11 145.432 133.505 4 0 0 11 7.43516 234.735 7 0 0 -11 34.7175 100.623 6 0 0 12 386327. 5687.79 7 0 0 -12 387434. 4098.80 4 0 0 -12 392549. 5320.09 1 0 0 -13 6.76108 96.9708 6 0 0 -13 86.0534 137.182 4 0 0 -13 117.529 216.090 1 0 0 -14 74331.3 1924.41 4 0 0 14 70601.5 2705.35 7 0 0 -14 68683.5 2455.06 1 0 0 15 309.236 317.345 7 0 0 -15 255.469 254.724 1 0 0 -15-24.6680 272.235 2 0 0 -15 22.8090 134.222 4 0 0 -16 7353.05 938.453 2 0 0 -16 6646.56 853.287 1 0 0 16 6149.63 884.645 7 0 0 -17-110.014 318.451 2 0 0 17-18.4941 332.855 7 0 0 -17 116.913 245.446 1 0 0 -18 15486.1 1473.20 2 0 0 -18 13433.1 1286.33 1 0 0 -19 515.305 305.528 1 0 0 -19 441.661 422.551 2 0 -1 0 406.414 80.3729 3 0 -1 0 359.466 78.8118 6 0 -1 0 402.030 82.2663 2 0 -1 1 55336.5 875.111 6 0 -1 1 55887.9 749.040 3 0 -1 1 55613.6 867.392 2 0 -1 -1 56319.8 767.570 2 0 -1 -1 53629.6 831.212 7 0 1 2 2.72002 41.7138 1 0 -1 -2 57.1750 79.1740 2 0 -1 2 76.8900 80.3759 1 0 -1 2-71.5803 99.0715 7 0 -1 2 106.438 82.7046 3 0 -1 2 113.835 103.018 6 0 1 -2 170.527 104.707 6 0 -1 -2 78.8754 62.8151 4 0 -1 -2 96.1932 58.4109 1 0 -1 -2 9.34374 76.7787 7 0 1 2 49.2053 95.8727 7 0 1 -2 60.1734 90.5286 1 0 1 2 26.8538 45.2274 4 0 1 2 142.215 71.4138 2 0 1 -2 103.954 79.8907 7 0 -1 -3 853338. 4364.31 7 0 -1 -3 913468. 3122.48 4 0 -1 3 890114. 4521.50 1 0 1 -3 830234. 4335.93 7 0 1 3 855362. 4021.58 2 0 1 -3 899528. 4500.52 1 0 -1 -3 843377. 3948.72 2 0 -1 3 880241. 4256.31 6 0 -1 3 851302. 4375.47 7 0 1 -3 854875. 4335.41 6 0 1 3 852334. 4323.54 7 0 -1 4 197.858 190.686 7 0 1 4 78.9961 72.2504 1 0 1 4 67.5137 149.120 7 0 -1 -4 22.1500 74.3783 4 0 1 4 11.5475 67.4666 4 0 -1 -4 19.8433 112.933 2 0 1 -4 200.511 125.300 6 0 1 -4 218.298 167.290 7 0 -1 -4 56.9789 113.533 7 0 -1 4 41.5441 133.076 6 0 -1 -4 6.65911 88.1531 1 0 1 -4-67.3096 133.176 1 0 -1 4 197.367 154.011 1 0 -1 -5 103445. 1762.12 2 0 -1 5 103954. 1884.13 1 0 1 -5 104315. 1883.58 7 0 -1 5 104798. 1895.11 7 0 -1 5 104138. 1702.10 6 0 -1 -5 105187. 1894.20 7 0 -1 -5 103942. 1554.82 1 0 1 -5 105909. 1753.64 6 0 1 5 106292. 1893.90 7 0 1 5 102918. 1284.17 4 0 1 -5 104639. 1886.45 1 0 1 5 100158. 1546.92 1 0 -1 -5 104370. 1290.00 4 0 -1 -6 64.4953 66.6892 6 0 -1 -6-26.9747 87.5501 4 0 1 -6 231.970 120.480 1 0 -1 -6 213.789 146.270 7 0 -1 -6-111.642 119.339 2 0 1 6 378.919 227.566 7 0 1 6 165.638 123.080 1 0 -1 -6 54.8310 108.220 1 0 -1 6 94.5492 160.398 1 0 -1 6 42.8321 108.944 6 0 -1 6 414.363 211.830 7 0 1 -6 51.4145 140.996 7 0 1 -6 133.768 118.500 6 0 1 7 31355.6 1220.71 7 0 -1 -7 30493.8 834.068 4 0 -1 -7 30598.9 668.581 6 0 1 -7 31342.9 1068.21 6 0 -1 7 32188.3 1230.57 1 0 1 -7 31781.1 1226.38 7 0 -1 -7 31862.8 1159.36 2 0 -1 -7 32788.5 1252.75 7 0 1 -7 31048.4 1189.16 1 0 -1 7 31173.8 1057.73 6 0 1 7 30573.9 1041.91 1 0 -1 7 30868.2 1235.23 7 0 -1 -7 31248.2 1040.30 1 0 1 8-350.358 250.563 7 0 -1 -8 163.737 190.216 2 0 1 -8 186.468 164.205 1 0 -1 -8 96.5742 163.632 1 0 -1 8-124.679 111.759 1 0 -1 -8 252.240 134.427 4 0 -1 8-67.7153 115.682 6 0 1 -8-14.8242 152.773 7 0 1 -8 96.8472 137.154 6 0 -1 8 36.5760 194.715 7 0 -1 -8-347.691 217.691 7 0 -1 -8-9.51663 59.2275 6 0 1 8 232.974 139.237 1 0 -1 -9 332772. 3084.66 4 0 1 -9 341115. 4447.54 1 0 1 -9 333414. 3843.42 6 0 -1 -9 344885. 4353.49 2 0 -1 9 337465. 4586.51 7 0 1 9 337947. 4529.87 7 0 -1 -9 328104. 2599.33 6 0 1 9 346532. 4089.57 1 0 -1 -9 342984. 3998.66 1 0 -1 9 343532. 4513.64 1 0 -1 -10 112.047 167.777 2 0 -1 10-110.740 208.032 7 0 1 -10-226.237 193.791 1 0 1 -10-72.3593 147.747 6 0 1 10-228.079 245.981 7 0 1 10 33.1768 138.799 1 0 -1 -10-22.0551 68.4030 6 0 -1 -10 27.7490 121.856 4 0 -1 -10-47.8559 153.989 1 0 -1 -11 91450.0 2331.83 1 0 1 -11 92688.2 2199.39 6 0 -1 -11 92471.2 2544.43 2 0 -1 11 100477. 2805.91 7 0 -1 -11 91017.5 1513.72 6 0 -1 -11 95770.7 1820.77 4 0 1 -11 93547.2 2587.61 1 0 1 11 92796.5 2663.75 7 0 -1 -12 362.094 233.307 1 0 1 12-27.1312 271.301 7 0 -1 -12 15.0027 126.528 4 0 -1 -12 39.9288 92.5728 6 0 -1 12 217.716 290.314 7 0 1 -12 256.921 201.027 1 0 -1 -12 167.797 212.936 2 0 1 -12-42.8487 129.061 6 0 -1 -13 136528. 1972.51 6 0 1 -13 142231. 2788.17 4 0 -1 13 140840. 3656.64 7 0 1 -13 137327. 3443.00 1 0 -1 -13 140168. 3210.10 1 0 -1 -13 142140. 2402.49 4 0 -1 -13 137967. 3425.37 2 0 1 -13 137514. 2869.48 6 0 1 13 133431. 3515.44 7 0 -1 -14-135.379 145.069 4 0 1 -14-70.4927 154.346 4 0 -1 14 399.141 318.069 7 0 1 14 149.545 293.801 7 0 1 -14-12.8418 176.711 1 0 -1 -14 56.8571 196.375 2 0 -1 -14-122.363 181.151 1 0 1 -15 37880.9 1535.21 4 0 1 -15 36615.9 1951.69 1 0 -1 -15 35834.6 1786.92 1 0 -1 -15 36875.8 1958.07 2 0 1 15 35973.0 2014.99 7 0 -1 15 38700.8 2108.38 7 0 -1 16 1031.17 412.390 7 0 -1 -16 390.498 289.731 2 0 1 16 245.581 310.796 7 0 -1 -16 110.283 197.981 1 0 1 -16 87.5969 205.208 1 0 1 17 12951.7 1347.76 7 0 -1 17 12422.5 1311.10 7 0 -1 -17 10716.9 1073.78 1 0 -1 -17 12608.8 1257.90 2 0 1 -17 13147.9 1266.07 1 0 1 -18-174.703 321.449 2 0 1 -18-37.4896 321.068 1 0 -1 -18 96.2954 281.955 2 0 -1 -18 178.932 223.536 1 0 1 18-118.466 314.257 7 0 -1 18 120.686 251.707 7 0 -1 -19 2214.40 597.775 2 0 1 -19 2420.91 588.068 1 0 -1 -19 1791.28 510.362 1 0 -2 0 836302. 4109.21 3 0 2 0 845844. 4198.16 2 0 2 0 836295. 4131.04 3 0 2 1-75.5059 106.852 2 0 2 -1 39.0791 105.957 6 0 2 -1-71.4404 118.494 2 0 2 -1-46.1807 89.9855 3 0 2 1 199.979 107.633 6 0 2 1-18.0520 64.4699 1 0 2 -1-22.8659 62.8942 5 0 -2 1-49.9683 112.686 2 0 -2 1 75.6390 95.0081 3 0 -2 -1-0.24796 100.217 2 0 -2 1 67.9826 128.658 6 0 2 1 100.741 125.739 7 0 -2 -1-95.0089 110.220 6 0 2 -2 712.268 139.050 5 0 -2 2 488.051 142.716 3 0 -2 -2 578.630 111.869 6 0 -2 -2 389.160 107.298 7 0 2 2 383.109 101.609 6 0 2 2 408.626 153.879 7 0 2 -2 573.208 169.200 6 0 -2 -2 481.745 155.906 2 0 -2 2 255.056 148.219 6 0 2 2 473.950 127.641 2 0 2 -2 248.717 93.4036 3 0 -2 -2 396.896 95.0657 1 0 -2 2 421.270 102.698 5 0 2 -2 541.848 169.029 1 0 2 -2 323.729 133.316 2 0 2 2 433.764 132.662 4 0 2 2 514.937 99.3622 1 0 -2 -3-38.0162 97.3708 2 0 2 3 218.658 129.730 2 0 2 3 123.216 87.1168 4 0 2 3 169.316 67.9319 1 0 -2 -3 96.3464 73.5902 1 0 2 -3-43.4560 132.928 1 0 -2 -3 78.6751 64.4057 6 0 -2 3 74.7163 160.094 6 0 2 -3 71.7914 104.198 2 0 -2 -3 170.991 135.368 7 0 2 3 42.4192 146.957 7 0 2 -3 267.743 140.256 3 0 2 -3 97.2429 127.110 6 0 -2 3 242.009 143.769 3 0 -2 3 200.621 106.651 5 0 2 -3 324.405 153.176 7 0 2 4 108466. 1363.17 1 0 -2 -4 106859. 1476.75 4 0 2 -4 105931. 1937.30 1 0 2 4 110724. 1763.98 2 0 2 -4 109066. 1951.60 6 0 2 4 105386. 1436.37 4 0 2 -4 112174. 2001.49 7 0 -2 -4 103733. 1344.94 1 0 -2 4 109835. 1660.19 3 0 -2 -4 102171. 1706.13 2 0 -2 -4 106870. 1908.66 7 0 -2 -4 108883. 869.833 6 0 2 4 108086. 1937.27 7 0 -2 4 107029. 1941.00 6 0 -2 5 75.5763 117.653 1 0 2 5 12.4759 80.6834 4 0 -2 -5 44.5922 114.658 2 0 -2 -5-7.73338 74.1144 4 0 2 -5-172.238 147.661 1 0 -2 5 15.6002 128.040 6 0 2 -5 266.146 205.732 7 0 2 5 0.78997 68.5437 1 0 -2 -5 165.207 107.745 1 0 2 5 199.920 137.607 2 0 2 5-24.6348 148.055 7 0 -2 5-265.347 225.453 7 0 2 -5-29.2551 140.137 6 0 -2 -5-81.0139 131.040 7 0 -2 5 222.666 167.227 3 0 2 -6 12189.3 760.800 1 0 -2 -6 11768.3 524.691 4 0 -2 6 12803.9 784.941 1 0 -2 -6 13230.5 709.795 2 0 -2 -6 11297.1 551.707 1 0 2 6 11949.6 528.020 4 0 -2 6 12190.5 659.245 3 0 2 6 12468.9 764.358 7 0 -2 6 11974.8 726.746 6 0 2 6 11954.3 568.462 1 0 -2 -6 12220.9 754.527 7 0 2 -6 12714.3 779.533 7 0 -2 6 13053.5 805.751 7 0 2 -6 11660.6 713.954 6 0 2 -7 270.683 188.251 7 0 2 7 145.852 204.608 7 0 2 -7 102.778 153.513 6 0 2 7 57.8200 94.0878 4 0 -2 7 7.93252 154.425 1 0 -2 7-277.090 238.317 7 0 -2 7 102.435 152.216 6 0 -2 -7-232.292 185.271 2 0 -2 -7-179.947 121.617 7 0 -2 -7 13.8633 109.208 1 0 -2 -7 6.01520 93.5092 4 0 2 -7 240.075 164.244 1 0 2 7-2.76264 107.870 1 0 -2 8 44538.6 1626.21 7 0 -2 8 45299.2 1641.74 1 0 -2 8 42883.8 1473.76 6 0 -2 -8 44440.5 1276.03 1 0 2 8 41465.0 1251.36 1 0 -2 -8 41339.4 1043.47 4 0 2 -8 44377.8 1503.89 6 0 2 -8 42274.6 1569.11 1 0 -2 -8 43151.2 1468.10 2 0 -2 -8 46169.8 1634.25 7 0 2 -8 46029.2 1648.86 7 0 2 8 42557.1 1595.06 7 0 -2 9 77.6790 261.865 7 0 2 -9-208.823 169.530 1 0 -2 9 21.1884 159.850 6 0 -2 -9 160.258 149.808 2 0 2 -9-21.1098 140.712 6 0 -2 -9 37.0729 90.7634 4 0 2 9-48.9665 116.004 1 0 2 9 102.585 226.639 7 0 -2 -9 29.4643 124.450 1 0 -2 -10 92174.6 1685.75 4 0 -2 -10 94050.1 2144.26 1 0 -2 10 94492.9 2643.78 7 0 2 10 90438.0 2568.62 7 0 2 -10 95628.1 2619.29 1 0 2 -10 96769.5 2411.23 6 0 -2 -10 96194.8 2460.05 2 0 2 10 94123.2 2186.19 1 0 -2 -11-48.2240 213.381 2 0 -2 11 108.908 286.386 7 0 2 -11 437.996 235.100 1 0 2 11-55.8536 114.895 1 0 -2 -11 69.3584 106.113 4 0 -2 -11 69.3041 151.767 1 0 2 11-517.709 387.898 7 0 -2 -12 144205. 3319.13 2 0 2 12 137082. 3485.24 7 0 -2 -12 139556. 2939.26 1 0 -2 12 144841. 3619.12 7 0 2 -12 143070. 3517.57 1 0 -2 -12 139546. 2228.69 4 0 -2 -13 84.0284 91.1447 4 0 2 13 354.666 362.883 7 0 -2 -13 15.8835 183.816 2 0 -2 13-211.478 347.734 7 0 -2 -13 217.942 193.837 1 0 2 -13-332.056 255.790 1 0 2 -14 6121.58 791.285 1 0 -2 -14 7099.87 743.124 1 0 2 14 9127.34 1003.66 7 0 -2 -14 7848.34 560.926 4 0 -2 -14 7400.56 833.756 2 0 -2 14 7705.32 920.928 7 0 -2 15-201.770 333.889 7 0 -2 -15-8.90902 220.337 2 0 -2 -15-255.419 229.696 1 0 2 15-87.1769 299.752 7 0 2 -15 107.272 220.035 1 0 -2 -16 18699.9 1303.05 1 0 2 16 19892.4 1606.89 7 0 2 -16 19493.9 1548.60 1 0 -2 16 21785.3 1701.99 7 0 -2 -16 20702.3 1525.03 2 0 2 17 586.584 428.194 7 0 -2 -17 63.4293 190.904 1 0 2 -17 17.7555 230.131 1 0 -2 17 621.836 409.520 7 0 -2 -17 109.697 263.980 2 0 2 -18 13417.1 1383.44 1 0 -2 -18 20529.7 1484.09 1 0 -2 18 20258.2 1774.44 7 0 -2 -18 16101.0 1456.88 2 0 -2 -19 54.3590 257.069 2 0 -3 0-155.384 154.352 6 0 -3 0 8.13004 123.797 2 0 3 0 89.1004 96.6485 2 0 3 0 91.4223 114.895 6 0 3 0-96.4217 116.299 3 0 -3 1 118832. 1872.55 3 0 3 1 118191. 1538.74 1 0 3 1 121983. 2056.67 7 0 3 1 120747. 1970.39 3 0 3 -1 116597. 1999.32 6 0 3 1 120406. 1901.17 2 0 -3 -1 118310. 1833.40 6 0 -3 1 119766. 2050.69 6 0 3 -1 119388. 1558.30 5 0 3 -1 119046. 1873.13 3 0 3 -1 119401. 2007.54 2 0 3 1 111751. 1739.90 6 0 -3 1 120912. 2041.32 2 0 -3 -1 120433. 1905.02 2 0 3 -2-89.3620 116.715 2 0 3 -2 183.174 108.454 3 0 -3 2 117.892 182.466 2 0 -3 -2-66.5147 126.466 2 0 -3 -2 60.6613 104.918 6 0 -3 2-131.088 151.113 6 0 3 -2 6.06952 97.4258 5 0 3 -2 21.9626 137.445 1 0 3 2 94.5138 75.9462 1 0 -3 2 17.5850 126.491 3 0 3 2 60.6710 83.6227 6 0 3 -2 230.543 142.229 6 0 3 2 169.588 116.690 2 0 3 2 134.566 153.428 7 0 3 3 13878.4 755.253 7 0 -3 3 13137.2 517.926 5 0 3 -3 13235.5 750.266 6 0 -3 -3 12470.1 478.403 1 0 -3 -3 13938.5 549.053 6 0 3 3 12138.8 492.851 6 0 3 3 13139.4 501.613 1 0 3 -3 14497.5 673.538 3 0 3 -3 14419.2 783.285 2 0 3 3 13165.6 630.152 4 0 -3 -3 12305.2 630.822 2 0 -3 -3 13431.7 731.190 7 0 -3 3 13789.2 650.337 3 0 3 -3 12688.0 697.017 1 0 -3 3 14428.7 796.848 6 0 3 3 13323.7 659.387 2 0 -3 -4-87.2083 116.490 2 0 3 -4 64.8789 125.562 3 0 3 -4-168.393 162.383 7 0 3 4 26.4061 91.8658 2 0 -3 -4-2.58119 66.5752 6 0 -3 4 77.7011 140.283 3 0 3 -4 43.5798 135.767 2 0 3 -4 76.3627 128.703 1 0 3 4 84.6693 155.001 7 0 -3 4 107.753 209.735 6 0 -3 -4 133.677 161.007 7 0 -3 -4-94.9909 78.1508 1 0 3 -4-35.8532 132.903 6 0 3 4 57.5358 71.0350 1 0 3 4 37.7776 105.329 4 0 -3 4 126.065 80.4066 5 0 -3 -5 16710.3 599.556 1 0 -3 5 17092.5 920.210 6 0 3 5 16024.4 804.547 2 0 -3 5 16667.3 680.991 5 0 3 5 16444.3 609.332 1 0 3 -5 16514.2 927.323 2 0 -3 -5 16596.0 801.693 2 0 3 -5 16370.3 907.092 6 0 3 5 14869.4 654.626 4 0 -3 -5 16656.5 888.773 7 0 3 -5 17871.1 951.814 7 0 3 5 16854.9 909.438 7 0 3 -5 16234.2 899.491 1 0 -3 -5 16397.1 465.445 6 0 -3 5 15421.7 737.990 3 0 -3 -6-99.2288 139.508 7 0 3 6-22.0520 109.927 4 0 3 -6-3.30270 159.560 6 0 -3 6-199.802 169.261 3 0 3 -6-108.410 153.166 7 0 3 -6 0.67291 163.839 1 0 3 6 24.0086 82.8793 1 0 3 6-120.850 219.735 7 0 -3 6-87.6290 186.026 6 0 -3 -6-38.1102 134.426 2 0 -3 -6 82.5731 90.5201 1 0 3 6-42.6433 112.325 2 0 3 7 63538.7 1768.54 2 0 3 7 61302.6 1368.14 1 0 3 7 62135.9 1914.87 7 0 -3 -7 62520.5 1369.66 1 0 -3 7 63199.3 1903.85 6 0 3 -7 64023.2 1976.73 1 0 3 -7 67913.5 2037.49 7 0 -3 -7 63993.7 1916.35 7 0 -3 -7 61807.5 1712.53 2 0 3 -7 63668.7 1925.35 6 0 3 7 60492.6 1387.00 4 0 -3 7 65131.7 1670.16 3 0 3 8 80.2860 109.887 4 0 -3 -8 230.214 133.768 1 0 -3 -8 109.028 123.760 4 0 -3 8 34.9245 183.116 6 0 3 8-2.61637 78.9035 1 0 -3 -8-6.51428 150.682 2 0 3 -8-44.6719 180.271 1 0 3 -8 0.76688 170.566 6 0 -3 8-159.763 190.162 3 0 3 8-86.5321 235.417 7 0 -3 -9 147629. 2936.67 2 0 3 9 150517. 3285.24 7 0 3 -9 150255. 3309.95 1 0 -3 -9 149090. 2244.60 4 0 3 9 145026. 2221.13 4 0 -3 9 151114. 3158.59 6 0 -3 9 152318. 2823.17 3 0 -3 -9 145480. 2409.08 1 0 3 10-200.549 272.125 7 0 -3 -10 123.049 148.367 1 0 3 -10-156.966 259.535 1 0 -3 10 169.321 225.274 6 0 -3 10-130.012 179.607 3 0 3 10 79.4975 123.124 1 0 -3 -10-165.735 253.218 2 0 -3 10-371.867 400.587 7 0 -3 -10 65.2262 101.034 4 0 -3 11 1017.97 308.033 3 0 3 -11 1142.41 385.132 1 0 -3 -11 986.283 251.770 1 0 -3 11 653.740 219.505 6 0 -3 11 350.583 261.305 7 0 -3 -11 885.667 210.528 4 0 3 11 735.772 304.546 7 0 3 11 779.616 227.146 1 0 -3 -11 478.867 239.786 2 0 3 12-6.98132 292.047 7 0 -3 -12-10.7824 181.423 2 0 -3 12-80.3013 178.926 3 0 3 -12 294.159 284.531 1 0 -3 -12-94.9546 118.946 1 0 -3 -12-37.7256 101.412 4 0 3 12 110.342 160.687 1 0 -3 12-236.885 289.494 7 0 3 13 44428.9 2143.09 7 0 -3 -13 42348.9 1916.75 2 0 -3 -13 43510.7 1667.48 1 0 -3 13 46486.5 2219.11 7 0 -3 13 42385.5 1787.76 3 0 3 -13 43060.8 2119.70 1 0 -3 -13 43162.6 1301.93 4 0 -3 14 344.989 287.010 7 0 3 14-238.823 273.785 7 0 3 -14 381.878 357.681 1 0 -3 -14 111.571 193.176 1 0 -3 -14 5.87071 179.045 2 0 -3 14 298.376 263.906 3 0 -3 -15 26449.9 1669.26 2 0 -3 15 27072.4 1566.79 3 0 -3 -15 28228.5 1482.05 1 0 -3 15 29040.7 1908.46 7 0 3 15 29048.9 1893.43 7 0 3 -15 28294.9 1854.78 1 0 -3 16-151.558 250.418 7 0 3 -16-17.7934 277.272 1 0 -3 -16 351.754 245.147 1 0 -3 -16-216.851 286.111 2 0 -3 16 30.2621 227.659 3 0 3 16-149.297 247.468 7 0 3 -17 890.150 443.209 1 0 3 17 366.967 383.284 7 0 -3 -17 134.067 198.748 2 0 -3 17 845.982 328.127 3 0 -3 17 273.870 295.882 7 0 -3 -18 69.9613 268.969 2 0 -3 -19 8619.94 1110.71 2 0 -4 0 144.686 157.345 6 0 4 0 309.565 169.927 6 0 4 0 465.633 196.579 2 0 -4 0 241.829 153.957 2 0 4 0 314.235 152.251 3 0 -4 1-49.9801 121.314 3 0 4 1 185.080 147.833 3 0 -4 1 32.6920 165.641 6 0 4 1 37.1171 117.741 6 0 4 -1 21.8074 84.4843 5 0 -4 -1 52.3186 139.481 2 0 4 -1 21.2682 136.786 3 0 -4 -1-82.7744 140.111 6 0 4 -1 38.3812 137.003 6 0 4 1 28.8697 154.199 7 0 -4 1 214.928 178.307 2 0 4 -1 2.77506 122.906 2 0 4 1 140.576 144.835 2 0 4 1-15.9570 84.6905 1 0 4 2 50860.2 1534.52 3 0 4 -2 49930.3 1416.27 3 0 4 -2 52211.8 1471.84 1 0 -4 2 53344.3 1449.73 3 0 -4 2 53279.1 1609.32 2 0 -4 -2 50176.3 1437.68 2 0 4 -2 50230.1 1557.11 2 0 4 -2 51348.3 1161.67 5 0 4 2 48817.2 1280.47 6 0 -4 -2 50966.5 1338.97 6 0 -4 2 51047.6 1586.61 6 0 4 2 47966.3 1115.65 1 0 4 2 49456.3 1443.29 2 0 4 2 48548.6 1538.85 7 0 4 -2 50118.0 1570.27 6 0 4 3-27.5419 95.2167 6 0 4 3-31.6402 168.308 7 0 -4 -3-39.3707 112.172 6 0 4 -3 499.898 195.037 1 0 4 3 83.5457 122.442 2 0 4 3 69.8862 95.3482 4 0 4 -3-2.55615 113.438 2 0 -4 3 141.659 155.116 3 0 -4 3 48.3015 183.296 6 0 4 -3 149.800 117.065 5 0 4 -3-269.940 163.575 3 0 4 -3 72.6001 162.514 6 0 4 3 14.7746 86.5111 1 0 -4 -3 201.349 178.737 2 0 -4 4 343328. 3729.07 3 0 -4 -4 338093. 3098.06 6 0 -4 -4 350526. 4336.48 7 0 -4 4 338003. 4375.24 6 0 4 4 349564. 3767.40 4 0 4 4 348051. 4301.47 7 0 4 -4 328955. 3737.41 3 0 4 4 328186. 2822.98 1 0 4 4 337113. 2942.59 6 0 4 -4 335373. 4380.77 6 0 4 4 336888. 3913.29 2 0 -4 4 337671. 3025.25 5 0 4 -4 334149. 4148.38 1 0 -4 -4 344407. 3880.29 2 0 4 -4 361097. 4496.84 2 0 -4 -4 333523. 2809.60 1 0 4 5 13.3922 178.164 7 0 -4 -5 5.19058 92.5356 6 0 4 -5 203.504 192.021 7 0 -4 -5 97.0435 162.896 7 0 4 5 88.2312 92.1720 1 0 4 -5 151.818 204.936 6 0 -4 -5 111.776 211.919 2 0 4 -5-124.751 163.913 1 0 4 5-73.0273 108.529 4 0 -4 -5 80.8515 98.5736 1 0 4 5 402.932 197.825 2 0 -4 5 118.380 241.988 6 0 -4 5 105.162 104.037 5 0 -4 5 84.7935 139.844 3 0 4 -5 92.1917 183.606 2 0 4 -5 301.814 180.840 3 0 -4 -6 331588. 2441.29 6 0 -4 6 324935. 4581.83 6 0 -4 -6 330870. 4053.31 2 0 -4 6 330296. 3859.63 3 0 4 6 334446. 4583.11 7 0 -4 6 318963. 3229.88 5 0 4 6 312269. 3534.13 4 0 4 6 327324. 4127.59 2 0 -4 -6 321999. 2904.86 1 0 4 6 327480. 2963.22 1 0 4 -6 324070. 4490.64 1 0 -4 7-21.5205 141.892 3 0 -4 7 64.8165 111.649 5 0 -4 7-134.606 224.990 6 0 -4 -7-90.3417 104.732 1 0 4 7 79.9524 114.130 2 0 4 -7 68.8814 211.978 1 0 4 7 74.5241 84.6138 1 0 4 7-92.3937 121.983 4 0 -4 -7 100.586 187.347 2 0 4 7 389.052 269.350 7 0 4 8 35503.9 1099.06 1 0 -4 -8 34452.9 1074.49 1 0 -4 -8 34999.4 1447.03 2 0 4 8 36728.7 1637.77 7 0 -4 8 38751.0 1427.76 3 0 4 -8 35786.7 1664.35 1 0 -4 8 36499.8 1635.13 6 0 4 8 36750.2 1229.99 4 0 -4 -9 49.4214 200.950 2 0 -4 9-287.291 230.893 3 0 4 9-18.7149 101.879 1 0 -4 9 51.5985 185.346 5 0 4 -9 204.180 233.810 1 0 4 9 26.2575 105.971 4 0 -4 -9-41.8716 102.185 1 0 -4 9 202.228 262.797 6 0 4 9 129.146 278.225 7 0 4 10 3290.64 384.285 1 0 4 10 3485.80 579.166 7 0 -4 -10 3616.44 400.439 1 0 -4 10 3081.51 441.645 3 0 -4 -10 4003.16 544.623 2 0 4 10 3303.49 389.993 4 0 -4 10 3844.07 466.502 5 0 4 -10 3162.49 537.341 1 0 -4 10 3025.74 526.107 6 0 -4 11-96.9899 214.566 3 0 -4 -11-122.102 165.447 2 0 -4 -11 122.043 128.193 1 0 -4 11-57.6007 213.555 6 0 4 -11-142.013 233.400 1 0 4 11-55.4992 125.850 1 0 4 11-421.756 288.016 7 0 4 11 486.654 195.703 4 0 4 12 50762.2 2287.97 7 0 -4 12 54340.4 1975.88 3 0 -4 -12 54413.5 2121.59 2 0 -4 -12 54261.4 1711.41 1 0 4 -12 53670.9 2380.10 1 0 -4 13 78.2059 167.542 3 0 4 -13-151.398 280.786 1 0 -4 -13-110.712 179.865 2 0 -4 -13 108.248 149.503 1 0 -4 14 1690.80 433.720 3 0 -4 -14 1919.94 354.051 1 0 4 -14 460.711 300.845 1 0 -4 -14 1463.38 403.867 2 0 4 14 2464.19 608.354 7 0 -4 -15-198.279 250.243 2 0 4 15-247.201 377.476 7 0 4 -15-475.384 334.335 1 0 -4 15 12.4090 170.974 3 0 -4 -16 35001.1 2014.91 2 0 4 -16 37059.8 2294.04 1 0 4 16 35031.5 2212.46 7 0 -4 16 34950.3 1850.24 3 0 -4 -17 185.311 189.985 2 0 -4 -18 39791.9 2316.40 2 0 -5 0-148.549 224.748 2 0 5 0-122.822 158.141 3 0 5 0 159.555 137.045 1 0 5 0 78.4797 108.103 6 0 -5 0 67.2821 179.830 6 0 5 0-123.569 154.535 2 0 -5 -1 124664. 2486.90 6 0 5 -1 128074. 2710.72 2 0 5 1 122592. 2447.63 6 0 -5 -1 126060. 2595.12 2 0 5 1 121590. 2116.52 1 0 5 -1 129787. 2150.17 5 0 -5 1 124341. 2670.54 6 0 5 -1 125620. 2548.98 3 0 5 -1 125996. 2669.32 6 0 5 1 129800. 2670.19 3 0 -5 1 128613. 2707.11 2 0 5 1 124333. 2735.91 7 0 5 1 123434. 2575.30 2 0 -5 -2 95.8794 199.490 2 0 5 -2 38.9627 123.324 3 0 -5 2 82.4158 217.558 6 0 5 2-78.7366 138.007 6 0 -5 -2 197.053 176.491 6 0 5 -2 390.334 266.692 6 0 5 2 267.698 180.730 2 0 5 2-130.772 210.508 7 0 5 -2 49.5027 208.821 2 0 5 2-21.9769 120.867 3 0 5 -2 20.7700 129.595 5 0 5 -2 327.829 155.017 1 0 5 2-9.80736 106.066 1 0 -5 2 219.163 153.668 3 0 -5 2 10.4921 185.220 2 0 5 3 243865. 2756.34 1 0 -5 -3 244949. 3234.46 6 0 -5 3 242222. 3970.77 6 0 5 3 236941. 3115.59 6 0 -5 -3 246727. 3626.55 2 0 -5 3 252737. 4000.56 2 0 5 3 248589. 3674.81 2 0 5 -3 241004. 2815.74 5 0 5 -3 244470. 3566.86 3 0 -5 3 247773. 3521.69 3 0 5 3 245979. 3929.07 7 0 5 3 250043. 3670.38 4 0 5 -3 238530. 3628.88 1 0 -5 4 246.590 185.984 3 0 5 4 628.187 272.271 7 0 5 -4-1.28458 139.925 3 0 5 4-5.37450 102.933 6 0 -5 4-55.7598 222.961 6 0 -5 -4-49.7013 109.348 6 0 -5 -4-121.497 182.575 2 0 5 4-162.655 145.730 2 0 5 4 181.172 167.294 4 0 5 4 7.74049 79.4678 1 0 5 -4 119.580 205.001 1 0 5 -5 202072. 3644.54 1 0 -5 5 207727. 3871.41 6 0 5 5 209361. 3301.09 4 0 -5 -5 202394. 3380.77 2 0 5 -5 207044. 3345.11 3 0 5 5 196389. 2425.65 1 0 5 5 209248. 3477.30 2 0 -5 -5 209131. 2659.80 6 0 -5 5 211267. 3276.18 3 0 5 5 210070. 3780.47 7 0 5 6-11.9437 132.786 4 0 5 6 207.512 205.873 7 0 -5 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-6 628.004 236.900 7 1 -2 -6 646.741 189.798 1 -1 2 6 474.414 167.019 2 1 2 -6 478.453 215.904 1 -1 -2 6 366.751 231.467 3 -1 -2 -6 323.746 145.725 7 -1 2 -6 631.219 219.592 7 -1 2 7 138060. 2413.73 1 -1 -2 7 143487. 2645.39 3 -1 2 -7 140815. 2567.14 6 -1 -2 7 143992. 2864.83 7 -1 -2 -7 138387. 2237.85 2 -1 2 -7 145762. 2666.40 7 -1 -2 -7 142715. 1864.45 1 1 -2 -7 142616. 2702.61 2 -1 -2 7 141881. 2795.79 1 -1 2 7 139000. 2737.49 7 1 2 -7 149411. 2891.78 7 1 -2 -7 140539. 2398.29 1 1 2 -7 140092. 2772.58 1 1 2 -7 145477. 2704.93 6 -1 -2 -7 144748. 2677.25 7 1 -2 -7 145438. 2822.02 7 -1 2 -7 140547. 2778.85 1 1 2 7 136500. 2262.80 4 1 2 7 134217. 1887.21 1 1 -2 7 145025. 2656.43 7 1 -2 7 143816. 2645.44 6 -1 -2 -7 137519. 2232.17 4 1 2 7 142372. 2640.85 7 -1 2 -8 51896.3 1765.50 1 1 2 -8 53837.5 1726.89 6 -1 2 8 52869.4 1574.56 1 -1 -2 -8 52733.4 1492.45 2 -1 2 -8 55544.9 1753.54 7 -1 -2 -8 51377.2 1250.68 1 1 2 8 53689.4 1729.98 7 1 -2 -8 51432.4 1537.51 1 1 2 8 49791.7 1426.24 4 -1 -2 8 54643.0 1868.64 7 1 -2 -8 52365.5 1733.34 2 1 -2 8 53983.4 1668.35 6 1 2 8 49590.6 1261.77 1 -1 -2 -8 52494.2 1443.39 4 -1 2 -8 53201.7 1643.41 6 -1 -2 -8 51110.0 1696.57 7 1 2 -8 51115.4 1769.79 1 1 -2 8 54432.0 1731.78 7 -1 2 8 51758.3 1781.88 7 -1 -2 -9 15240.7 748.923 1 1 2 9 15478.2 774.111 1 1 -2 -9 16059.5 913.313 1 1 -2 9 17165.6 1053.30 7 1 2 -9 15026.0 1016.02 1 -1 -2 -9 16242.8 890.875 2 1 2 -9 15496.6 963.616 6 -1 -2 -9 15216.5 804.604 4 1 -2 -9 15548.5 998.624 2 1 2 9 15636.8 1014.74 7 -1 2 -9 15695.3 934.468 6 1 -2 9 15567.9 932.941 6 -1 2 9 15938.9 1054.60 7 -1 -2 9 15351.0 1053.72 7 -1 2 9 15813.9 915.016 1 -1 2 -9 15269.9 1018.09 1 1 -2 10 565.577 252.027 6 -1 2 -10 251.062 179.771 1 -1 2 -10 636.163 222.893 6 1 2 10 504.309 176.023 1 -1 2 10 735.424 240.026 1 1 -2 -10 338.065 192.493 2 1 -2 -10 455.752 200.186 1 1 -2 10 456.985 245.748 7 -1 -2 -10 988.297 249.917 4 -1 2 10 692.335 323.851 7 -1 -2 -10 614.246 215.730 1 1 2 10 1573.47 409.258 7 1 -2 -10 487.774 132.932 6 1 2 -10 347.071 227.425 1 1 2 -10 365.760 199.500 6 -1 -2 -10 417.025 191.298 2 -1 -2 10 731.148 288.524 7 1 2 11 48711.4 1603.66 1 -1 2 -11 47512.3 1733.05 6 1 2 11 49370.1 1956.66 7 -1 2 11 52920.6 2094.79 7 -1 2 -11 48652.5 1963.07 1 1 -2 -11 49053.1 1956.99 2 1 -2 -11 50734.9 1146.67 6 1 -2 11 49332.8 1959.72 7 -1 -2 -11 50506.2 1765.43 2 1 2 -11 47518.1 1975.98 1 -1 -2 -11 50072.7 1568.67 4 1 -2 -11 48307.7 1767.77 1 -1 -2 -11 50792.2 1577.11 1 1 -2 11 50749.6 1777.67 6 -1 -2 11 49354.4 2081.69 7 1 -2 -12 13535.5 978.076 1 -1 -2 -12 13512.2 842.480 4 -1 2 12 13777.9 1141.47 7 -1 2 -12 13509.1 1079.22 1 1 -2 -12 13262.9 1086.91 2 1 -2 12 14133.8 1114.55 7 1 2 12 13334.3 1082.50 7 1 -2 -12 13997.7 616.306 6 -1 -2 12 13217.2 1132.21 7 1 -2 12 11989.1 910.463 6 -1 -2 -12 14404.7 890.018 1 -1 -2 -12 13144.8 953.714 2 1 2 -12 13099.8 1085.67 1 1 2 13 6056.46 766.605 7 1 2 -13 7667.62 873.166 1 1 -2 13 6824.05 831.700 7 -1 -2 -13 5650.65 679.910 2 -1 -2 13 5582.20 790.615 7 -1 2 -13 6232.42 789.783 1 1 -2 13 5149.42 613.687 6 1 -2 -13 6425.72 772.073 2 -1 -2 -13 6160.75 592.815 4 1 -2 -13 5424.27 644.530 1 -1 -2 -13 6588.39 663.058 1 -1 2 13 6744.15 878.873 7 1 -2 -14 15.6907 179.541 1 1 -2 -14 255.463 193.426 2 1 2 14 235.675 263.570 7 1 2 -14 272.150 184.581 1 -1 -2 -14 207.099 182.256 1 -1 2 14 298.547 258.220 7 -1 -2 -14 43.4785 188.012 2 -1 2 -14 364.364 292.949 1 1 -2 14 586.991 265.652 7 -1 -2 -14 64.4061 153.761 4 -1 -2 14 103.424 250.452 7 1 2 15 198.093 263.100 7 -1 -2 15-239.109 320.858 7 1 2 -15-361.794 332.010 1 1 -2 -15-53.6235 226.783 1 1 -2 15 106.584 266.330 7 -1 2 -15 101.702 240.581 1 -1 -2 -15-141.928 186.835 4 -1 2 15 406.914 354.198 7 -1 2 -15 30.2816 181.153 4 1 -2 -15-275.435 252.265 2 -1 -2 -15-146.984 269.537 2 -1 -2 -15-67.0605 190.152 1 -1 2 -16 5620.85 733.343 4 -1 -2 16 4684.69 809.584 7 -1 -2 -16 5579.94 690.977 1 1 2 -16 4828.21 798.017 1 1 -2 -16 5667.12 849.267 2 1 2 16 4631.35 795.919 7 1 -2 16 4543.60 780.120 7 -1 2 16 5066.48 851.236 7 -1 -2 -16 5626.13 781.887 2 1 -2 -16 5163.00 717.372 1 -1 2 -16 5026.88 819.639 1 1 -2 -17 6071.21 911.578 2 1 2 17 9787.27 1165.22 7 -1 -2 -17 9430.09 1061.63 2 1 -2 -17 8125.19 942.147 1 -1 2 17 10228.0 1231.76 7 1 2 -17 8232.57 1072.52 1 -1 -2 17 7294.82 1058.27 7 1 -2 17 9136.78 1156.04 7 -1 2 -17 6958.95 984.294 1 1 -2 18 157.264 296.998 7 1 2 18-228.618 227.222 7 -1 -2 -18-45.1173 288.046 2 1 2 -18 609.857 376.254 1 1 -2 -18 825.863 384.831 2 -1 2 -18-75.0180 221.831 1 -1 -2 18 974.954 429.656 3 1 -2 -18 890.171 394.637 1 -1 -2 19 3771.90 746.287 3 -1 -2 -19 3214.33 687.092 2 -1 3 0-8.03022 118.109 2 -1 -3 0-195.275 161.093 3 -1 3 0 131.629 113.345 1 1 3 0 258.646 137.214 3 1 3 0 60.3093 90.2062 1 1 3 0-80.6287 133.238 5 1 -3 0 17.5051 131.100 6 1 3 0 152.503 98.3498 2 -1 3 0 169.141 150.301 6 1 -3 0 79.4722 131.756 2 -1 3 0-12.5599 79.1742 3 1 3 0 111.207 121.031 6 -1 -3 0 15.5370 106.452 2 1 3 0 134.768 128.963 4 1 -3 -1 282778. 2908.37 1 1 3 -1 277009. 2648.13 1 -1 -3 -1 286810. 2732.16 2 -1 3 1 280496. 2902.11 1 1 3 -1 280307. 2980.42 5 1 -3 -1 292099. 3290.53 2 -1 3 -1 289228. 3318.32 2 1 3 1 285419. 1996.43 1 -1 3 -1 284531. 2575.89 3 1 3 1 280628. 2700.07 2 1 -3 1 292880. 3323.74 2 1 -3 1 294822. 3311.25 6 -1 3 1 287332. 3251.55 2 -1 3 -1 286587. 3148.91 1 1 3 1 282224. 2842.37 6 1 3 -1 289295. 3047.10 2 1 3 -1 277001. 3160.71 6 -1 3 1 289849. 3151.51 7 1 3 1 293920. 3250.33 4 1 3 1 293043. 3332.07 3 -1 -3 1 293199. 3293.35 3 1 3 -1 288706. 3321.74 3 -1 -3 -1 292357. 3346.53 3 -1 3 -1 290986. 3267.19 6 1 -3 -1 284057. 2984.12 6 1 -3 -2 87051.8 1799.17 7 1 3 2 86938.5 855.011 1 1 3 -2 89939.3 1875.39 3 1 -3 -2 84188.8 1560.59 6 1 -3 -2 84633.4 1588.14 1 1 3 -2 87181.6 1793.93 2 -1 -3 -2 84476.7 1438.00 2 -1 -3 2 88503.0 1844.02 3 1 3 2 84581.8 1448.03 2 -1 3 2 87899.8 1801.18 7 1 3 2 85519.3 1476.25 6 -1 3 2 87870.1 1627.99 1 1 3 -2 85621.7 1858.07 6 -1 3 -2 86730.5 1370.75 3 1 -3 2 89978.4 1899.30 6 -1 3 -2 87267.9 1865.51 2 -1 3 -2 87341.7 1878.20 6 1 -3 2 85773.9 1874.05 2 1 -3 -2 87161.4 1812.78 2 -1 -3 2 85903.8 1635.28 1 1 3 2 89178.3 1792.56 4 -1 3 2 87878.7 1833.05 2 1 3 -2 90027.7 1698.79 5 1 3 2 84143.9 851.444 1 -1 -3 2 86862.2 1669.30 5 1 3 2 88707.0 1871.47 3 1 3 -2 86280.3 1632.97 1 1 3 2 89881.7 18 ; _shelx_hkl_checksum 33273 data_I_RTP _audit_creation_method SHELXL-2014/7 _shelx_SHELXL_version_number 2014/7 _chemical_formula_moiety '(C3 H5 N2), (H3 O6 P2)' _chemical_formula_sum 'C3 H8 N2 O6 P2' _chemical_formula_weight 230.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system orthorhombic _space_group_IT_number 52 _space_group_name_H-M_alt 'P n n a' _space_group_name_Hall '-P 2a 2bc' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, -y, z' 3 '-x+1/2, y+1/2, -z+1/2' 4 'x, -y+1/2, -z+1/2' 5 '-x, -y, -z' 6 'x-1/2, y, -z' 7 'x-1/2, -y-1/2, z-1/2' 8 '-x, y-1/2, z-1/2' _cell_length_a 6.962(3) _cell_length_b 8.368(3) _cell_length_c 14.388(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 838.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4526 _cell_measurement_theta_min 4.7210 _cell_measurement_theta_max 29.0850 _exptl_crystal_type_of_structure cryst _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.823 _exptl_crystal_F_000 472 _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.210 _exptl_crystal_size_min 0.100 _exptl_absorpt_coefficient_mu 0.522 _shelx_estimated_absorpt_T_min 0.838 _shelx_estimated_absorpt_T_max 0.950 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.868 _exptl_absorpt_correction_T_max 0.957 _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Agilent Technologies, Xcalibur R' _diffrn_detector 'CCD plate' _diffrn_detector_type Atlas _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 10.6249 _diffrn_reflns_number 12065 _diffrn_reflns_av_unetI/netI 0.0142 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.816 _diffrn_reflns_theta_max 29.226 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.984 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.984 _diffrn_reflns_point_group_measured_fraction_full 1.000 _reflns_number_total 1128 _reflns_number_gt 901 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max ? _reflns_Friedel_fraction_full ? _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2015)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0419P)^2^+0.4756P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary isomor _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2015)' _refine_ls_extinction_coef 0.065(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1128 _refine_ls_number_parameters 101 _refine_ls_number_restraints 35 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0949 _refine_ls_wR_factor_gt 0.0865 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.59322(8) 0.00009(5) 0.33478(3) 0.0410(2) Uani 1 1 d ? ? ? ? ? O1 O 0.5268(3) 0.07328(15) 0.42589(9) 0.0537(4) Uani 1 1 d ? ? ? ? ? H1 H 0.514694 0.002730 0.465006 0.081 Uiso 0.5 1 calc R U P ? ? O2 O 0.5286(3) -0.17341(16) 0.32510(9) 0.0524(4) Uani 1 1 d ? ? ? ? ? H2 H 0.522141 -0.196980 0.269866 0.079 Uiso 0.5 1 calc R U P ? ? O3 O 0.5298(2) 0.10050(16) 0.25196(9) 0.0509(4) Uani 1 1 d ? ? ? ? ? H3 H 0.536109 0.195536 0.265515 0.076 Uiso 0.5 1 calc R U P ? ? N1A N 0.315(4) 0.3899(19) 0.4357(10) 0.018(5) Uiso 0.1 1 d D ? P A -1 H1A H 0.341530 0.301228 0.408235 0.022 Uiso 0.1 1 calc R U P A -1 C2A C 0.262(4) 0.519(2) 0.3881(10) 0.014(4) Uiso 0.1 1 d D ? P A -1 H2A H 0.240136 0.530347 0.324739 0.017 Uiso 0.1 1 calc R U P A -1 N3A N 0.249(5) 0.626(2) 0.4558(12) 0.042(11) Uiso 0.1 1 d D ? P A -1 H3A H 0.222872 0.725672 0.446907 0.051 Uiso 0.1 1 calc R U P A -1 C4A C 0.282(4) 0.5602(19) 0.5414(12) 0.027(6) Uiso 0.1 1 d D ? P A -1 H4A H 0.273958 0.613810 0.597862 0.033 Uiso 0.1 1 calc R U P A -1 C5A C 0.327(3) 0.405(2) 0.5304(10) 0.010(3) Uiso 0.1 1 d D ? P A -1 H5A H 0.357571 0.328163 0.574925 0.012 Uiso 0.1 1 calc R U P A -1 N1B N 0.285(2) 0.3941(11) 0.5211(7) 0.036(3) Uiso 0.2 1 d D ? P B -2 H1B H 0.309717 0.313912 0.556397 0.044 Uiso 0.2 1 calc R U P B -2 C2B C 0.268(2) 0.3814(9) 0.4293(7) 0.029(3) Uiso 0.2 1 d D ? P B -2 H2B H 0.286994 0.292095 0.391904 0.035 Uiso 0.2 1 calc R U P B -2 N3B N 0.2177(18) 0.5286(9) 0.4046(6) 0.024(3) Uiso 0.2 1 d D ? P B -2 H3B H 0.201627 0.558654 0.348010 0.028 Uiso 0.2 1 calc R U P B -2 C4B C 0.194(2) 0.6268(14) 0.4798(7) 0.036(3) Uiso 0.2 1 d D ? P B -2 H4B H 0.143740 0.729692 0.479366 0.043 Uiso 0.2 1 calc R U P B -2 C5B C 0.259(3) 0.5459(12) 0.5546(8) 0.038(4) Uiso 0.2 1 d D ? P B -2 H5B H 0.280296 0.583857 0.614431 0.046 Uiso 0.2 1 calc R U P B -2 N1C N 0.212(3) 0.5622(16) 0.5424(8) 0.027(3) Uiso 0.2 1 d D ? P C -3 H1C H 0.165905 0.609116 0.590781 0.033 Uiso 0.2 1 calc R U P C -3 C2C C 0.274(2) 0.4121(16) 0.5447(8) 0.018(3) Uiso 0.2 1 d D ? P C -3 H2C H 0.288262 0.344285 0.595466 0.022 Uiso 0.2 1 calc R U P C -3 N3C N 0.311(3) 0.3842(15) 0.4554(8) 0.022(3) Uiso 0.2 1 d D ? P C -3 H3C H 0.343391 0.292508 0.433545 0.026 Uiso 0.2 1 calc R U P C -3 C4C C 0.290(2) 0.5190(15) 0.4027(8) 0.027(3) Uiso 0.2 1 d D ? P C -3 H4C H 0.315575 0.527623 0.339451 0.032 Uiso 0.2 1 calc R U P C -3 C5C C 0.225(3) 0.6374(14) 0.4580(10) 0.021(4) Uiso 0.2 1 d D ? P C -3 H5C H 0.196349 0.742762 0.442819 0.025 Uiso 0.2 1 calc R U P C -3 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0685(4) 0.0304(3) 0.0240(3) -0.00231(17) 0.00466(19) -0.0146(2) O1 0.1012(12) 0.0316(7) 0.0283(7) -0.0036(5) 0.0124(7) -0.0010(7) O2 0.0860(11) 0.0316(7) 0.0394(7) -0.0052(5) 0.0148(7) -0.0218(7) O3 0.0763(9) 0.0488(8) 0.0276(6) 0.0044(5) -0.0064(6) -0.0128(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.5190(13) ? ? P1 O3 1.5234(14) ? ? P1 O2 1.5263(14) ? ? P1 P1 2.1831(15) 2_655 ? O1 H1 0.8200 ? ? O2 H2 0.8200 ? ? O3 H3 0.8200 ? ? N1A C2A 1.330(2) ? ? N1A C5A 1.370(2) ? ? N1A H1A 0.8600 ? ? C2A N3A 1.330(2) ? ? C2A H2A 0.9300 ? ? N3A C4A 1.369(2) ? ? N3A H3A 0.8600 ? ? C4A C5A 1.349(2) ? ? C4A H4A 0.9300 ? ? C5A H5A 0.9300 ? ? N1B C2B 1.329(3) ? ? N1B C5B 1.370(3) ? ? N1B H1B 0.8600 ? ? C2B N3B 1.330(3) ? ? C2B H2B 0.9300 ? ? N3B C4B 1.368(3) ? ? N3B H3B 0.8600 ? ? C4B C5B 1.348(3) ? ? C4B H4B 0.9300 ? ? C5B H5B 0.9300 ? ? N1C C2C 1.330(3) ? ? N1C C5C 1.371(3) ? ? N1C H1C 0.8600 ? ? C2C N3C 1.330(3) ? ? C2C H2C 0.9300 ? ? N3C C4C 1.368(3) ? ? N3C H3C 0.8600 ? ? C4C C5C 1.348(3) ? ? C4C H4C 0.9300 ? ? C5C H5C 0.9300 ? ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 P1 O3 111.37(9) ? ? ? O1 P1 O2 111.87(8) ? ? ? O3 P1 O2 111.58(8) ? ? ? O1 P1 P1 107.74(7) ? 2_655 ? O3 P1 P1 106.87(6) ? 2_655 ? O2 P1 P1 107.10(8) ? 2_655 ? P1 O1 H1 109.5 ? ? ? P1 O2 H2 109.5 ? ? ? P1 O3 H3 109.5 ? ? ? C2A N1A C5A 117.1(12) ? ? ? C2A N1A H1A 121.5 ? ? ? C5A N1A H1A 121.5 ? ? ? N1A C2A N3A 101.1(12) ? ? ? N1A C2A H2A 129.5 ? ? ? N3A C2A H2A 129.5 ? ? ? C2A N3A C4A 111.9(13) ? ? ? C2A N3A H3A 124.1 ? ? ? C4A N3A H3A 124.1 ? ? ? C5A C4A N3A 108.9(13) ? ? ? C5A C4A H4A 125.5 ? ? ? N3A C4A H4A 125.5 ? ? ? C4A C5A N1A 100.9(12) ? ? ? C4A C5A H5A 129.5 ? ? ? N1A C5A H5A 129.5 ? ? ? C2B N1B C5B 114.4(9) ? ? ? C2B N1B H1B 122.8 ? ? ? C5B N1B H1B 122.8 ? ? ? N1B C2B N3B 102.3(9) ? ? ? N1B C2B H2B 128.8 ? ? ? N3B C2B H2B 128.8 ? ? ? C2B N3B C4B 112.2(10) ? ? ? C2B N3B H3B 123.9 ? ? ? C4B N3B H3B 123.9 ? ? ? C5B C4B N3B 106.8(10) ? ? ? C5B C4B H4B 126.6 ? ? ? N3B C4B H4B 126.6 ? ? ? C4B C5B N1B 103.2(10) ? ? ? C4B C5B H5B 128.4 ? ? ? N1B C5B H5B 128.4 ? ? ? C2C N1C C5C 115.7(12) ? ? ? C2C N1C H1C 122.2 ? ? ? C5C N1C H1C 122.2 ? ? ? N1C C2C N3C 101.8(11) ? ? ? N1C C2C H2C 129.1 ? ? ? N3C C2C H2C 129.1 ? ? ? C2C N3C C4C 111.8(9) ? ? ? C2C N3C H3C 124.1 ? ? ? C4C N3C H3C 124.1 ? ? ? C5C C4C N3C 108.3(9) ? ? ? C5C C4C H4C 125.9 ? ? ? N3C C4C H4C 125.9 ? ? ? C4C C5C N1C 102.0(10) ? ? ? C4C C5C H5C 129.0 ? ? ? N1C C5C H5C 129.0 ? ? ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5A N1A C2A N3A 4(3) ? ? ? ? ? N1A C2A N3A C4A -4(4) ? ? ? ? ? C2A N3A C4A C5A 3(4) ? ? ? ? ? N3A C4A C5A N1A -1(3) ? ? ? ? ? C2A N1A C5A C4A -2(3) ? ? ? ? ? C5B N1B C2B N3B -3.9(16) ? ? ? ? ? N1B C2B N3B C4B -3.1(14) ? ? ? ? ? C2B N3B C4B C5B 8.9(18) ? ? ? ? ? N3B C4B C5B N1B -10.3(19) ? ? ? ? ? C2B N1B C5B C4B 9(2) ? ? ? ? ? C5C N1C C2C N3C -6.4(19) ? ? ? ? ? N1C C2C N3C C4C 6.2(18) ? ? ? ? ? C2C N3C C4C C5C -4(2) ? ? ? ? ? N3C C4C C5C N1C 0.1(18) ? ? ? ? ? C2C N1C C5C C4C 4.1(19) ? ? ? ? ? O1 P1 P1 O1 50.06(11) ? ? 2_655 2_655 ? O2 P1 P1 O1 -70.45(7) ? ? 2_655 2_655 ? O3 P1 P1 O1 169.85(8) ? ? 2_655 2_655 ? O1 P1 P1 O2 -70.45(7) ? ? 2_655 2_655 ? O2 P1 P1 O2 169.04(10) ? ? 2_655 2_655 ? O3 P1 P1 O2 49.34(8) ? ? 2_655 2_655 ? O1 P1 P1 O3 169.85(8) ? ? 2_655 2_655 ? O2 P1 P1 O3 49.34(8) ? ? 2_655 2_655 ? O3 P1 P1 O3 -70.36(12) ? ? 2_655 2_655 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 O1 0.82 1.72 2.488(3) 155.6 5_656 O2 H2 O2 0.82 1.75 2.513(2) 155.1 4_545 O3 H3 O3 0.82 1.73 2.503(3) 157.4 4 N1A H1A O1 0.86 2.32 3.034(17) 141.0 ? N3A H3A O1 0.86 2.44 3.19(2) 146.7 2_565 N1B H1B O2 0.86 2.36 3.162(11) 156.0 5_656 N3B H3B O3 0.86 2.19 2.900(9) 139.9 3 N1C H1C O2 0.86 2.39 3.186(13) 155.1 6_566 N3C H3C O1 0.86 2.24 3.036(12) 154.3 ? C2A H2A O3 0.93 2.26 2.94(2) 130.1 3 C4A H4A O3 0.93 2.61 3.32(2) 133.8 8_666 C5A H5A O2 0.93 2.09 3.013(14) 170.6 5_656 C2B H2B O1 0.93 2.53 3.145(9) 124.3 ? C4B H4B O1 0.93 2.17 3.044(12) 155.7 2_565 C5B H5B O3 0.93 2.38 3.231(13) 151.4 8_666 C2C H2C O2 0.93 2.23 3.064(14) 148.7 5_656 C4C H4C O3 0.93 2.26 2.957(14) 131.4 4 C5C H5C O1 0.93 2.20 3.024(15) 147.1 2_565 _refine_diff_density_max 0.235 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.057 _shelx_res_file ; TITL imidhypo310_a.res in Pnna imiP2_291ab.res created by SHELXL-2016/6 at 19:38:53 on 11-May-2020 rem SIMU 0.02 0.02 1 N1A > C5C rem FLAT 0.04 N1B C2B N3B C4B C5B rem FLAT 0.04 N1A C2A N3A C4A C5A rem FLAT 0.04 N1C C2C N3C C4C C5C CELL 0.71073 6.962 8.368 14.388 90.00 90.00 90.00 ZERR 4 0.003 0.003 0.004 0.00 0.00 0.00 LATT 1 SYMM 0.5-X,-Y,+Z SYMM 0.5-X,0.5+Y,0.5-Z SYMM +X,0.5-Y,0.5-Z SFAC C H N O P UNIT 12 32 8 24 8 L.S. 4 PLAN 5 SIZE 0.35 0.21 0.1 TEMP 18 BOND $H htab list 4 CONF 2.3 fmap 2 acta EQIV $1 -x+1, -y, -z+1 EQIV $2 x, -y-1/2, -z+1/2 EQIV $3 x, -y+1/2, -z+1/2 EQIV $4 -x+1/2, y+1/2, -z+1/2 EQIV $5 -x+1/2, -y+1, z EQIV $6 -x+1, y+1/2, z+1/2 EQIV $7 -x+1/2, -y, z EQIV $8 x-1/2, y+1, -z+1 EQIV $9 -x+3/2,-y,z conf O1 P1 P1_$9 O1_$9 2.3 conf O2 P1 P1_$9 O1_$9 2.3 conf O3 P1 P1_$9 O1_$9 2.3 conf O1 P1 P1_$9 O2_$9 2.3 conf O2 P1 P1_$9 O2_$9 2.3 conf O3 P1 P1_$9 O2_$9 2.3 conf O1 P1 P1_$9 O3_$9 2.3 conf O2 P1 P1_$9 O3_$9 2.3 conf O3 P1 P1_$9 O3_$9 2.3 HTAB O1 O1_$1 HTAB O2 O2_$2 HTAB O3 O3_$3 HTAB N1A O1 HTAB N3A O1_$5 HTAB N1B O2_$1 HTAB N3B O3_$4 HTAB N1C O2_$8 HTAB N3C O1 HTAB C2A O3_$4 HTAB C4A O3_$6 HTAB C5A O2_$1 HTAB C2B O1 HTAB C2B O2_$7 HTAB C4B O1_$5 HTAB C5B O3_$6 HTAB C2C O2_$1 HTAB C4C O3_$3 HTAB C5C O1_$5 DFIX 1.33 0.002 C2A N1A C2A N3A DFIX 1.37 0.002 N1A C5A N3A C4A DFIX 1.35 0.002 C4A C5A WGHT 0.041900 0.475600 EXTI 0.065379 FVAR 9.18961 P1 5 0.593215 0.000088 0.334776 11.00000 0.06851 0.03042 = 0.02403 -0.00231 0.00466 -0.01457 O1 4 0.526804 0.073281 0.425889 11.00000 0.10123 0.03161 = 0.02831 -0.00365 0.01244 -0.00098 AFIX 147 H1 2 0.514694 0.002730 0.465006 10.50000 -1.50000 AFIX 0 O2 4 0.528599 -0.173414 0.325097 11.00000 0.08601 0.03164 = 0.03944 -0.00520 0.01481 -0.02184 AFIX 147 H2 2 0.522141 -0.196980 0.269866 10.50000 -1.50000 AFIX 0 O3 4 0.529782 0.100501 0.251961 11.00000 0.07628 0.04882 = 0.02760 0.00442 -0.00643 -0.01283 AFIX 147 H3 2 0.536109 0.195536 0.265515 10.50000 -1.50000 AFIX 0 PART -1 N1A 3 0.315430 0.389890 0.435698 10.10000 0.01846 AFIX 43 H1A 2 0.341530 0.301228 0.408235 10.10000 -1.20000 AFIX 0 C2A 1 0.262155 0.518703 0.388132 10.10000 0.01447 AFIX 43 H2A 2 0.240136 0.530347 0.324739 10.10000 -1.20000 AFIX 0 N3A 3 0.248900 0.626382 0.455817 10.10000 0.04241 AFIX 43 H3A 2 0.222872 0.725672 0.446907 10.10000 -1.20000 AFIX 0 C4A 1 0.281658 0.560207 0.541363 10.10000 0.02749 AFIX 43 H4A 2 0.273958 0.613810 0.597862 10.10000 -1.20000 AFIX 0 C5A 1 0.326933 0.404579 0.530394 10.10000 0.01016 AFIX 43 H5A 2 0.357571 0.328163 0.574925 10.10000 -1.20000 AFIX 0 SAME 0.002 0.04 N1A > C5A PART 0 PART -2 N1B 3 0.284745 0.394144 0.521051 10.20000 0.03643 AFIX 43 H1B 2 0.309717 0.313912 0.556397 10.20000 -1.20000 AFIX 0 C2B 1 0.268134 0.381354 0.429318 10.20000 0.02923 AFIX 43 H2B 2 0.286994 0.292095 0.391904 10.20000 -1.20000 AFIX 0 N3B 3 0.217695 0.528636 0.404644 10.20000 0.02352 AFIX 43 H3B 2 0.201627 0.558654 0.348010 10.20000 -1.20000 AFIX 0 C4B 1 0.194335 0.626837 0.479783 10.20000 0.03568 AFIX 43 H4B 2 0.143740 0.729692 0.479366 10.20000 -1.20000 AFIX 0 C5B 1 0.258741 0.545898 0.554583 10.20000 0.03846 AFIX 43 H5B 2 0.280296 0.583857 0.614431 10.20000 -1.20000 AFIX 0 SAME 0.002 0.04 N1A > C5A PART 0 PART -3 N1C 3 0.211585 0.562185 0.542417 10.20000 0.02749 AFIX 43 H1C 2 0.165905 0.609116 0.590781 10.20000 -1.20000 AFIX 0 C2C 1 0.273957 0.412065 0.544712 10.20000 0.01806 AFIX 43 H2C 2 0.288262 0.344285 0.595466 10.20000 -1.20000 AFIX 0 N3C 3 0.310553 0.384162 0.455425 10.20000 0.02194 AFIX 43 H3C 2 0.343391 0.292508 0.433545 10.20000 -1.20000 AFIX 0 C4C 1 0.289585 0.519025 0.402656 10.20000 0.02677 AFIX 43 H4C 2 0.315575 0.527623 0.339451 10.20000 -1.20000 AFIX 0 C5C 1 0.224772 0.637353 0.457999 10.20000 0.02077 AFIX 43 H5C 2 0.196349 0.742762 0.442819 10.20000 -1.20000 AFIX 0 HKLF 4 REM imidhypo310_a.res in Pnna REM R1 = 0.0351 for 901 Fo > 4sig(Fo) and 0.0456 for all 1128 data REM 101 parameters refined using 35 restraints END WGHT 0.0419 0.4756 REM Instructions for potential hydrogen bonds HTAB O1 O1_$1 HTAB O2 O2_$2 HTAB O3 O3_$3 HTAB N1A O1 HTAB C2A O3_$4 HTAB N3A O1_$5 HTAB C4A O3_$6 HTAB C5A O2_$1 HTAB N1B O2_$1 HTAB C2B O1 HTAB C2B O2_$7 HTAB N3B O3_$4 HTAB C4B O1_$5 HTAB C5B O3_$6 HTAB N1C O2_$8 HTAB C2C O2_$1 HTAB N3C O1 HTAB C4C O3_$3 HTAB C5C O1_$5 REM Highest difference peak 0.235, deepest hole -0.395, 1-sigma level 0.057 Q1 1 0.5852 0.0450 0.4590 11.00000 0.05 0.24 Q2 1 0.4994 0.1113 0.4289 11.00000 0.05 0.20 Q3 1 0.4950 -0.1116 0.3134 11.00000 0.05 0.20 Q4 1 0.5401 -0.2355 0.2739 11.00000 0.05 0.18 Q5 1 0.5634 -0.2079 0.3325 11.00000 0.05 0.18 ; _shelx_res_checksum 75603 _shelx_hkl_file ; 0 0 -2 51963.7 781.661 7 0 0 -2 52844.9 736.505 1 0 0 3-16.7091 51.2136 6 0 0 -3 84.2085 53.6492 6 0 0 3 72.3347 93.2261 7 0 0 -3 82.0106 68.0839 7 0 0 -3-8.04326 72.4433 1 0 0 3 12.7996 76.9361 1 0 0 -4 6107.62 394.182 7 0 0 4 5710.79 275.327 6 0 0 4 6039.50 389.279 7 0 0 4 5528.64 354.626 1 0 0 -4 6023.52 289.923 6 0 0 -4 5799.75 354.375 1 0 0 -5 78.6653 101.599 7 0 0 5 84.4163 137.909 7 0 0 5 173.096 123.773 1 0 0 -5 178.276 128.774 1 0 0 -5 72.0092 61.5722 6 0 0 -6 14666.9 678.747 1 0 0 6 16222.7 775.470 7 0 0 -6 16233.0 770.450 7 0 0 -6 16333.7 589.445 6 0 0 6 16453.5 730.994 1 0 0 -7 71.2730 92.0252 6 0 0 7 3.13478 165.522 7 0 0 7-77.5651 117.381 1 0 0 -7-68.8091 109.069 7 0 0 -7 131.957 149.554 1 0 0 -8 275066. 2692.65 4 0 0 -8 264591. 2720.14 6 0 0 8 271124. 3650.04 7 0 0 -8 273028. 3659.62 7 0 0 8 274724. 3472.96 1 0 0 -8 275566. 3454.02 1 0 0 -9-209.511 177.951 7 0 0 9 32.3621 148.228 1 0 0 9-178.724 205.002 7 0 0 -9 117.145 93.4575 4 0 0 -9 26.3558 96.9932 6 0 0 -9 47.8030 141.185 1 0 0 -10 315051. 4143.99 1 0 0 10 314449. 4246.91 1 0 0 10 311457. 4438.23 7 0 0 -10 316380. 3237.62 4 0 0 11 74.7364 214.852 7 0 0 -11-30.4520 96.7146 6 0 0 -11 113.927 131.916 4 0 0 -11-22.7696 197.819 1 0 0 -12 390540. 3994.92 6 0 0 -12 403099. 5205.95 1 0 0 -12 400405. 3986.89 4 0 0 12 394648. 5592.27 7 0 0 13 45.3767 284.444 7 0 0 -13 114.635 127.449 6 0 0 -13-162.572 210.132 1 0 0 -13-155.851 155.370 4 0 0 14 87028.7 2881.82 7 0 0 -14 80359.8 2560.65 1 0 0 -14 85916.9 1985.65 4 0 0 15 368.399 362.699 7 0 0 -15 10.0991 206.309 1 0 0 -15-139.949 291.563 2 0 0 -15-154.093 164.591 4 0 0 -16 6344.97 838.576 2 0 0 -16 5289.28 742.916 1 0 0 16 5926.38 838.298 7 0 0 -17 17.1199 251.288 2 0 0 -17-176.931 256.903 1 0 0 17 572.810 352.611 7 0 0 -18 14104.7 1286.79 1 0 0 -18 16482.6 1435.01 2 0 0 -19 643.628 379.777 2 0 0 -19 373.811 313.129 1 0 -1 0 503.566 79.1520 2 0 -1 0 410.383 73.2670 3 0 -1 0 403.366 74.8388 6 0 -1 -1 51449.9 703.599 2 0 -1 -1 48212.0 755.449 7 0 -1 1 52100.1 805.317 2 0 -1 1 51210.6 682.379 3 0 -1 1 51077.5 810.918 6 0 -1 2-33.4858 80.3735 6 0 1 2-16.2095 39.0406 1 0 1 -2 147.927 102.400 1 0 -1 -2 29.3813 71.7572 2 0 1 2-1.89906 63.5401 2 0 -1 2 15.0570 69.2596 1 0 -1 -2 38.9764 45.3259 4 0 1 2 15.9712 39.1818 4 0 -1 -2 12.9786 67.3186 7 0 1 -2 0.78686 74.6651 7 0 -1 -2 43.4374 42.1756 1 0 1 -2 154.773 100.407 6 0 -1 2 57.4911 60.4908 3 0 1 3 864625. 3860.56 2 0 -1 3 805037. 3927.18 6 0 1 -3 896073. 4356.62 1 0 -1 -3 821423. 3744.47 2 0 1 3 824282. 2883.04 4 0 -1 3 809394. 4064.24 7 0 -1 4 56.6427 113.316 6 0 -1 -4-85.6800 110.001 7 0 1 4 36.4478 123.029 7 0 -1 4 100.538 142.871 7 0 1 -4 170.636 129.953 6 0 -1 -4 105.245 69.4722 4 0 1 4-40.0143 65.1775 4 0 -1 4 126.572 151.144 1 0 1 4 109.707 76.1392 1 0 1 -4-1.31182 113.923 1 0 -1 -4-101.260 75.3454 1 0 -1 -4 4.35449 91.4683 2 0 1 -4 0.64773 89.3383 7 0 1 -5 101654. 1802.78 7 0 -1 5 106012. 1837.25 7 0 1 5 104578. 1527.31 1 0 -1 -5 101349. 1214.97 4 0 1 5 103376. 1799.92 7 0 1 -5 105897. 1822.25 1 0 -1 -5 103664. 1794.49 7 0 -1 5 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1 0 -8 -2 17642.1 1244.51 2 0 -8 2 18028.0 1275.84 6 0 -8 2 18351.2 1314.98 2 0 -8 3 301.084 230.744 6 0 8 3-214.606 245.461 7 0 8 -3-220.659 143.499 5 0 8 -3-163.619 234.526 1 0 -8 -3 65.0266 191.687 2 0 -8 -3-266.920 201.478 6 0 8 4 5531.54 762.559 7 0 8 -4 7179.87 575.085 5 0 8 -4 5338.48 690.708 1 0 -8 -4 5664.81 725.338 2 0 -8 -4 5127.98 585.458 6 0 -8 4 5609.32 767.763 6 0 -8 5-311.872 299.999 6 0 8 -5 59.2789 172.839 1 0 -8 -5 237.491 169.988 6 0 8 5 117.266 236.201 7 0 -8 -5 186.739 218.417 2 0 8 -6 52784.7 2245.88 1 0 -8 -6 56025.8 2221.35 2 0 -8 -6 58406.0 1823.02 6 0 -8 6 52036.6 2365.62 6 0 -8 6 58794.2 2145.30 3 0 8 6 56745.0 2456.36 7 0 -8 -7-120.315 172.927 2 0 8 7 97.0672 221.783 7 0 -8 7 80.4493 202.691 6 0 8 -7-107.347 311.934 1 0 -8 7 85.4377 210.100 3 0 -8 8 244.776 206.158 3 0 8 8 428.550 301.683 7 0 8 -8-112.975 239.339 1 0 -8 8 368.393 298.179 6 0 -8 -8-57.2872 188.693 2 0 8 -9 173.385 199.234 1 0 -8 9 292.535 236.560 6 0 8 9 30.1570 192.084 7 0 -8 9 46.1587 175.774 3 0 -8 -9 311.430 212.955 2 0 8 -10 11239.9 1193.79 1 0 8 10 11820.2 1236.71 7 0 -8 10 12619.0 1032.86 3 0 -8 10 12439.8 1281.12 6 0 -8 -10 10887.3 1046.42 2 0 8 -11 135.027 253.349 1 0 8 11-302.381 309.260 7 0 -8 11 443.712 404.471 6 0 -8 -11 263.033 268.068 2 0 -8 -12 11556.7 1135.83 2 0 8 -12 14921.9 1459.69 1 0 -8 -13-51.4803 211.429 2 0 -8 -14 7405.16 944.568 2 0 9 0 26.3061 121.738 5 0 9 0-329.340 321.821 7 0 -9 0-242.397 302.558 2 0 -9 0-322.520 288.137 6 0 9 0 34.6622 135.164 1 0 9 1-69.0791 121.749 5 0 9 1-414.386 367.356 7 0 9 -1 191.080 189.818 5 0 9 -1-51.6187 246.439 7 0 -9 -1-214.677 222.452 2 0 -9 -1 162.239 199.756 6 0 -9 1-130.901 298.410 6 0 9 -1-60.2763 194.415 1 0 9 1 337.603 211.620 1 0 -9 1 276.449 241.202 2 0 -9 2-134.491 220.347 2 0 -9 -2-312.977 266.750 2 0 9 -2-135.042 276.242 7 0 -9 2-270.326 264.256 6 0 -9 -2 86.4400 187.898 6 0 9 2 267.568 210.349 5 0 9 2-16.6996 133.893 1 0 9 2 558.951 368.137 7 0 9 -2-103.697 161.224 5 0 9 -2-201.977 172.081 1 0 9 3 42419.2 2243.72 7 0 -9 3 39211.5 2065.96 6 0 -9 -3 37498.5 1953.06 2 0 -9 -3 37454.2 1775.63 6 0 9 -3 38960.1 1867.53 1 0 9 -4-177.688 220.081 1 0 -9 4-346.818 318.214 6 0 9 4-261.741 248.931 7 0 -9 -4-85.5744 215.717 2 0 -9 -4 331.980 232.399 6 0 -9 -5 7866.49 774.659 6 0 -9 5 7227.14 925.605 6 0 9 5 6572.36 882.436 7 0 -9 -5 7326.55 887.052 2 0 9 -5 8374.69 921.554 1 0 9 6 300.292 359.206 7 0 -9 -6 162.026 267.436 2 0 -9 6 138.141 183.082 6 0 9 -6-109.462 187.346 1 0 -9 -7 16399.1 1329.44 2 0 9 -7 18223.0 1454.16 1 0 -9 7 19332.6 1583.60 6 0 9 7 18009.3 1525.56 7 0 -9 8-217.607 196.602 3 0 9 -8-172.990 202.852 1 0 -9 -8 497.621 313.279 2 0 9 8 779.704 433.316 7 0 -9 8 66.6248 217.217 6 0 9 9 14634.5 1437.52 7 0 -9 9 12918.8 1348.59 6 0 9 -9 13894.0 1323.58 1 0 9 -10-82.3053 186.579 1 0 -9 -10-122.957 210.812 2 0 -9 -11 159.382 197.207 2 0 -9 -12-136.464 273.600 2 0 -10 0 57567.7 2541.76 6 0 10 0 56917.9 2781.12 7 0 -10 0 56246.3 2612.04 2 0 10 -1 109.757 194.246 1 0 10 1 356.129 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115.946 3 -1 -2 0-35.6658 91.7899 2 1 2 0 224.111 109.934 4 1 2 0-20.8783 100.375 3 1 2 0-45.6719 71.9366 2 1 2 0-19.4907 95.7881 6 1 2 0-7.98127 103.904 5 -1 2 -1 96386.3 1089.16 3 1 2 -1 95220.4 1294.58 1 1 2 -1 96608.6 1525.11 6 1 2 1 99492.3 813.077 1 -1 2 -1 98226.6 1580.07 6 -1 -2 -1 99453.0 1597.49 3 -1 2 1 96975.2 1455.75 7 -1 -2 1 95371.2 1296.96 1 1 -2 -1 97302.9 1542.65 2 1 2 1 98366.9 1568.91 3 -1 2 1 99433.6 1477.43 1 -1 2 1 101343. 1569.28 2 1 2 -1 98494.3 1405.62 2 1 -2 -1 99346.1 1466.21 1 -1 -2 1 99673.4 1603.56 3 1 2 1 99726.3 1164.48 2 -1 -2 -1 98245.1 1172.13 2 1 2 -1 99639.3 1638.31 3 1 -2 1 97923.8 1561.24 2 1 -2 -1 96785.8 1442.36 7 -1 -2 1 96991.1 1497.82 5 1 2 -1 99029.1 1493.47 5 1 2 1 97072.9 1525.35 4 1 -2 1 100303. 1585.97 6 -1 2 -1 96546.4 1549.17 2 -1 2 -1 100187. 1566.65 1 1 2 1 97111.6 1313.37 6 1 -2 -1 99681.9 1440.36 6 -1 -2 -1 98876.1 1525.22 4 1 -2 -2 419.762 147.425 2 -1 2 -2 303.978 137.653 6 1 -2 2 143.748 146.416 2 1 2 2 242.081 85.1995 6 -1 2 -2 323.318 72.5036 3 -1 -2 2 660.575 179.522 3 1 2 2 399.592 148.188 7 -1 2 2 344.093 112.275 1 1 2 -2 467.702 135.630 1 1 2 -2 389.535 155.959 3 1 -2 2 157.908 128.581 6 1 2 2 270.148 125.529 3 -1 2 2 565.634 142.313 7 1 -2 -2 325.884 126.699 1 -1 -2 2 354.376 122.704 1 -1 -2 -2 480.531 158.336 4 -1 2 2 371.555 155.881 2 1 2 2 346.382 90.3005 2 -1 2 -2 277.218 129.560 2 1 2 -2 210.144 132.320 5 -1 -2 -2 347.194 88.6862 2 -1 -2 2 387.474 130.565 5 1 -2 -2 310.348 123.676 7 1 2 -2 254.224 139.955 6 -1 -2 3 417.941 143.455 3 1 -2 -3 466.360 145.250 1 -1 -2 -3 489.145 106.896 2 1 2 3 508.851 137.535 7 -1 -2 -3 495.010 147.058 4 1 2 3 488.967 150.737 4 -1 -2 3 667.780 162.008 1 1 2 -3 759.846 199.992 3 1 2 3 775.748 124.592 2 -1 -2 -3 413.896 115.309 7 -1 2 -3 648.200 169.648 6 1 -2 -3 340.639 139.747 7 -1 2 -3 722.585 106.877 3 1 -2 3 601.970 197.584 2 -1 2 3 629.679 180.717 7 1 2 3 735.919 165.299 3 1 -2 3 596.196 87.0578 3 1 -2 3 398.666 179.211 6 1 2 -3 631.022 164.696 7 -1 2 3 532.836 147.092 2 1 2 3 537.684 90.4462 6 -1 2 -3 618.226 175.998 2 1 2 -3 571.489 169.596 1 1 -2 -3 700.247 184.804 2 1 2 -3 451.771 148.372 6 -1 -2 3 528.294 138.856 5 -1 2 -3 500.408 130.943 7 -1 2 3 850.781 161.866 1 1 -2 4 245105. 1816.22 3 1 -2 -4 244248. 2873.95 7 -1 -2 4 250275. 2907.57 1 -1 -2 -4 250146. 1317.90 1 1 2 4 251442. 1378.60 6 -1 -2 4 248112. 2866.87 3 -1 2 -4 251263. 2915.14 6 -1 2 -4 250565. 2934.24 2 1 2 4 243305. 2705.58 7 -1 2 4 241664. 2550.15 1 -1 -2 -4 251135. 2620.42 4 -1 -2 -4 248027. 2755.44 7 1 -2 -4 246440. 2863.32 2 1 2 -4 248836. 2926.22 6 -1 2 4 243268. 2830.51 7 1 2 4 245982. 2171.41 2 1 2 4 245510. 2584.31 4 1 -2 -4 247448. 2557.25 1 -1 2 4 240873. 2851.39 2 -1 -2 -4 238924. 2119.84 2 -1 2 4 250560. 1680.96 4 -1 2 -4 248018. 2690.53 7 1 2 -4 252009. 2915.65 1 1 2 -4 251512. 2982.32 7 1 -2 4 254275. 2948.13 6 1 2 5 10183.0 552.006 4 -1 2 -5 11349.9 630.196 7 -1 -2 -5 11168.0 574.367 4 -1 2 -5 12134.9 721.595 1 1 2 5 10880.1 387.740 1 -1 -2 -5 10373.1 371.019 1 -1 2 5 10166.5 323.205 4 -1 -2 -5 10981.4 507.907 2 -1 2 -5 11373.0 674.705 2 -1 -2 5 10849.1 682.225 7 -1 2 5 11316.5 664.279 2 1 -2 5 11274.2 661.331 6 -1 -2 5 11415.6 655.061 3 -1 -2 -5 11163.6 635.616 7 -1 2 -5 11667.9 662.990 6 1 -2 -5 10904.6 655.137 2 1 2 5 10618.0 610.783 7 -1 -2 5 10667.8 659.695 1 1 -2 5 11293.4 446.023 3 1 2 -5 11530.2 698.183 7 -1 2 5 10481.8 570.116 1 -1 2 5 10450.0 649.186 7 1 2 -5 11425.0 669.625 6 1 -2 -5 9626.22 541.355 1 1 -2 -5 10525.7 637.426 7 1 2 -5 11679.6 682.801 1 1 2 -6 169.115 113.772 6 1 -2 -6 154.268 160.694 2 -1 -2 -6 85.9068 105.496 4 1 2 6 133.707 108.930 4 1 2 -6 254.261 191.387 1 -1 2 6 43.2993 43.4496 4 -1 2 6 311.417 184.784 7 -1 -2 6 105.327 105.964 1 1 2 -6 250.724 131.969 7 -1 2 -6 65.9901 153.410 1 1 -2 -6 256.683 129.415 1 1 -2 -6-58.8450 114.385 7 -1 -2 6 188.789 186.841 3 -1 -2 -6 110.057 78.7633 1 -1 -2 6 58.2226 153.372 7 1 -2 6 248.942 132.971 3 -1 2 6 125.084 108.583 1 -1 2 -6-39.7805 107.809 6 -1 2 6 203.732 131.909 2 -1 2 -6 88.3122 110.502 2 1 -2 6 108.067 139.992 7 -1 -2 -6 100.572 94.0996 7 1 -2 6 80.0546 136.879 6 1 2 6 392.184 175.720 7 -1 2 -6 126.786 126.583 7 1 2 6 45.1977 56.5145 1 -1 -2 -6 176.546 123.463 2 1 -2 -7 141754. 2580.96 2 1 2 7 135012. 1825.69 1 1 2 7 133450. 2157.29 4 1 2 7 135015. 2481.78 7 1 -2 7 136148. 2464.46 7 -1 -2 -7 135551. 2145.62 4 -1 2 7 136845. 2317.39 1 -1 2 -7 138866. 2485.05 6 1 2 -7 142051. 2720.99 7 -1 -2 -7 136692. 2127.42 2 -1 -2 -7 140652. 2531.01 7 -1 -2 7 141210. 2697.35 7 1 -2 7 139067. 2488.72 6 -1 -2 7 139562. 2683.43 1 1 2 -7 139933. 2684.91 1 1 2 -7 141674. 2569.11 6 -1 -2 7 137818. 2483.20 3 1 -2 -7 139710. 2658.29 7 -1 2 -7 138222. 2503.57 7 -1 2 -7 139047. 2666.13 1 -1 -2 -7 137257. 1793.23 1 -1 2 7 139100. 2637.40 7 1 -2 -7 136857. 2286.88 1 -1 2 -8 51928.9 1639.81 7 1 -2 -8 49913.9 1628.82 2 -1 -2 -8 51319.0 1229.98 1 1 2 8 50864.9 1377.48 4 -1 2 -8 49377.9 1544.23 6 1 -2 8 52447.5 1637.35 7 1 2 -8 52322.9 1638.89 6 -1 2 8 50774.4 1493.89 1 1 -2 8 51828.0 1571.43 6 -1 -2 -8 53147.5 1655.23 7 -1 -2 -8 49348.5 1386.26 2 1 -2 -8 52027.0 1498.81 1 -1 -2 -8 51773.1 1366.59 4 1 2 8 51861.4 1260.40 1 -1 2 8 52192.0 1727.84 7 1 2 8 54133.3 1673.50 7 -1 2 -8 52651.0 1732.35 1 1 2 -8 53481.2 1743.04 1 -1 -2 8 54138.2 1777.65 7 -1 2 9 15053.2 985.258 7 -1 2 -9 14805.1 885.411 6 1 2 -9 14512.2 903.467 6 1 -2 9 15278.9 950.961 7 1 -2 -9 13365.2 812.380 1 1 -2 9 13139.4 818.938 6 -1 2 -9 15742.7 993.765 1 -1 -2 -9 14717.7 821.273 2 -1 -2 9 13548.6 941.202 7 -1 -2 -9 14028.1 697.277 1 1 2 9 13821.9 711.574 1 1 2 -9 14281.2 954.268 1 1 2 9 14620.5 936.552 7 1 -2 -9 12839.9 877.107 2 -1 2 9 12967.6 806.191 1 -1 -2 -9 13759.9 739.538 4 1 -2 -10 193.259 160.977 1 1 -2 10 700.254 297.941 7 1 -2 -10 343.241 104.164 6 -1 -2 10 421.430 266.104 7 1 -2 10 204.113 143.791 6 -1 2 10 73.6069 214.123 7 1 2 -10 530.120 276.334 1 -1 2 -10 390.737 177.686 6 -1 -2 -10 557.178 209.444 4 -1 2 10 355.080 173.270 1 1 2 10 436.744 177.211 1 1 2 10 423.902 316.747 7 -1 -2 -10 374.940 137.526 1 -1 2 -10 516.350 211.048 1 -1 -2 -10 391.433 188.360 2 1 -2 -10 259.194 179.237 2 1 2 11 50751.8 1916.95 7 1 -2 -11 48929.8 1709.14 1 1 -2 11 48477.2 1670.87 6 1 -2 -11 54135.7 1955.41 2 1 2 11 49031.6 1564.75 1 -1 -2 -11 52071.8 1725.91 2 1 2 -11 54073.6 2033.14 1 -1 2 -11 48747.0 1702.93 6 -1 2 -11 51487.7 1948.49 1 -1 2 11 52145.2 2026.04 7 -1 -2 -11 51134.0 1534.61 1 -1 -2 -11 50912.2 1506.01 4 1 -2 11 53245.1 1948.10 7 1 -2 -11 51266.3 1132.04 6 -1 -2 11 53394.1 2047.58 7 1 2 12 14648.5 1102.93 7 1 2 -12 14338.2 1114.33 1 -1 2 12 15497.8 1161.26 7 -1 -2 12 15203.9 1136.94 7 -1 -2 -12 14557.9 966.137 2 -1 -2 -12 13318.5 801.097 4 1 -2 -12 14578.8 621.988 6 1 -2 -12 14700.4 983.780 1 1 -2 12 13563.6 916.817 6 1 -2 12 16112.0 1135.45 7 -1 2 -12 13877.1 1049.96 1 -1 -2 -12 14379.8 866.156 1 1 2 12 13287.7 865.248 1 1 -2 -12 14233.5 1058.41 2 -1 2 -13 6811.01 785.449 1 1 2 13 6520.01 761.756 7 -1 -2 -13 6578.43 685.496 2 1 -2 13 6285.89 641.968 6 -1 -2 -13 6387.97 586.739 4 -1 2 13 6044.57 763.506 7 -1 -2 -13 5781.57 583.449 1 -1 -2 13 6550.57 816.465 7 1 -2 -13 6670.92 701.976 1 1 -2 13 6648.11 782.364 7 1 -2 -13 6361.58 744.443 2 1 2 -13 7447.67 842.694 1 -1 2 14 1284.83 390.880 7 -1 -2 -14 374.699 228.245 2 -1 -2 -14 254.677 130.293 4 1 -2 -14 395.258 258.664 2 1 2 -14 713.990 379.105 1 1 -2 14 230.184 189.191 7 1 2 14 259.511 303.774 7 -1 2 -14 766.226 306.733 1 -1 -2 14 139.756 233.183 7 1 -2 -14-66.2442 220.665 1 -1 -2 -14 740.726 252.016 1 -1 -2 15-61.6687 333.888 7 1 -2 -15-63.6063 169.046 1 1 -2 15-328.470 276.055 7 -1 -2 -15-162.686 148.822 2 1 2 -15 9.45260 204.133 1 1 2 15 57.5807 226.788 7 -1 2 -15-34.9726 209.067 1 -1 2 15-59.9541 203.029 7 -1 2 -15 155.497 239.880 4 -1 -2 -15 135.342 146.034 4 -1 -2 -15-44.7718 140.089 1 1 -2 -15 130.941 233.645 2 1 2 -16 5085.74 778.595 1 -1 -2 -16 5772.84 679.494 1 1 -2 -16 5318.46 709.656 1 -1 -2 16 6700.13 933.506 7 -1 -2 -16 6449.12 803.639 2 1 -2 16 5825.88 843.351 7 1 2 16 5151.64 811.268 7 -1 2 16 5844.21 871.041 7 -1 2 -16 7159.17 915.837 1 1 -2 -16 4818.90 748.793 2 -1 2 -16 5869.52 715.063 4 -1 -2 -17 9663.52 1019.71 2 -1 2 -17 7251.61 942.346 1 1 2 -17 9849.71 1140.41 1 -1 -2 -17 9651.74 921.125 1 1 -2 -17 7146.93 933.474 2 1 -2 -17 11314.1 1087.18 1 -1 -2 17 10239.3 1186.64 7 -1 2 17 10906.4 1206.80 7 1 -2 17 9112.92 1064.47 7 1 2 17 10650.4 1179.80 7 1 2 -18 1053.99 416.288 1 1 -2 -18 236.197 219.551 1 1 -2 -18 560.494 284.192 2 1 2 18-57.4716 242.457 7 -1 2 -18 446.311 328.540 1 -1 -2 -18 747.954 375.836 2 -1 -2 18 1382.31 484.020 3 1 -2 18 296.965 238.152 7 -1 -2 19 4421.08 762.240 3 1 -2 -19 3951.37 686.729 1 -1 -2 -19 3277.73 650.434 2 1 3 0 181.061 139.777 6 -1 3 0 13.7342 113.273 6 1 -3 0-122.479 138.144 6 1 3 0 6.84172 73.8116 1 -1 3 0-89.3753 132.682 2 1 -3 0 329.182 158.349 2 1 3 0 65.4375 118.849 5 1 3 0-56.4431 89.3046 4 -1 3 0 138.273 95.1349 1 -1 -3 0-51.7671 137.998 3 -1 -3 0-72.3460 92.5920 2 1 3 0 249.552 120.539 3 1 3 0 120.643 107.870 2 1 3 1 279637. 3116.04 3 1 3 1 271641. 2665.27 6 1 -3 -1 280884. 3074.84 2 -1 3 -1 281871. 3017.32 1 1 3 1 279334. 2566.29 2 1 3 -1 270724. 3016.49 6 -1 -3 1 280895. 3086.04 3 -1 3 -1 266519. 3036.00 6 1 -3 -1 274696. 2835.96 6 -1 3 1 273564. 2765.58 1 1 3 -1 275746. 2853.60 2 1 -3 -1 275602. 2798.27 1 1 -3 1 280825. 3123.72 6 1 -3 1 283662. 3158.02 2 1 3 -1 266352. 2514.64 1 -1 3 1 286151. 2992.89 7 1 3 1 273888. 1888.53 1 1 3 1 278306. 3037.55 4 -1 3 -1 281801. 2455.91 3 -1 3 1 278334. 3086.00 2 1 3 -1 279886. 3128.20 3 1 3 -1 277132. 2806.09 5 -1 -3 -1 282526. 3154.70 3 -1 3 -1 272299. 3104.96 2 -1 -3 -1 283543. 2616.16 2 1 -3 -2 84482.0 1706.33 2 -1 3 -2 87979.9 1308.47 3 1 -3 2 88835.2 1826.06 2 -1 -3 2 89592.5 1775.08 3 -1 -3 2 87771.4 1605.74 1 1 3 2 90413.1 1743.85 7 -1 -3 2 87962.2 1788.93 6 1 -3 -2 89141.9 1540.85 6 -1 3 -2 88455.0 1803.82 2 -1 3 -2 87329.2 1815.68 6 1 3 2 87760.1 832.612 1 -1 -3 -2 88394.9 1423.12 2 -1 -3 2 88459.9 1621.56 5 1 3 2 88418.9 1712.43 4 -1 3 2 86339.8 1715.94 7 1 3 2 86757.1 1409.56 2 -1 3 2 85826.1 1546.90 1 1 3 2 88225.7 1811.75 3 1 3 2 88857.4 843.771 1 -1 3 2 88738.7 1768.98 2 1 -3 -2 86746.0 1715.42 7 1 3 -2 87025.7 1592.19 5 1 3 -2 88856.0 1791.67 3 1 -3 -2 89269.2 1564.89 1 1 3 2 83603.0 1395.06 6 1 3 -2 85050.2 1569.60 1 1 -3 2 90983.0 1847.58 6 1 3 -2 88092.0 1795.38 6 1 3 -2 88785.1 1719.51 2 1 3 3 620.073 140.179 2 1 -3 -3 304.703 141. ; _shelx_hkl_checksum 72095 data_I_LTP _audit_creation_method SHELXL-2014/7 _shelx_SHELXL_version_number 2014/7 _chemical_formula_moiety '(C3 H5 N2), (H3 O6 P2)' _chemical_formula_sum 'C3 H8 N2 O6 P2' _chemical_formula_weight 230.05 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 21/n 1 1' _space_group_name_Hall '-P 2xn' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 'x+1/2, -y+1/2, -z+1/2' 3 '-x, -y, -z' 4 '-x-1/2, y-1/2, z-1/2' _cell_length_a 13.673(2) _cell_length_b 8.396(2) _cell_length_c 14.317(3) _cell_angle_alpha 90.57(2) _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1643.5(6) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6843 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 29.26 _exptl_crystal_type_of_structure cryst _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.860 _exptl_crystal_F_000 944 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.10 _exptl_absorpt_coefficient_mu 0.532 _shelx_estimated_absorpt_T_min 0.836 _shelx_estimated_absorpt_T_max 0.949 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.868 _exptl_absorpt_correction_T_max 0.952 _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Agilent Technologies, Xcalibur R' _diffrn_detector 'CCD plate' _diffrn_detector_type Atlas _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 10.6249 _diffrn_reflns_number 14185 _diffrn_reflns_av_unetI/netI 0.0311 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.800 _diffrn_reflns_theta_max 29.538 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.871 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.871 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.871 _diffrn_reflns_point_group_measured_fraction_full 0.999 _reflns_number_total 4008 _reflns_number_gt 3358 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max ? _reflns_Friedel_fraction_full ? _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_structure_solution 'SHELXT-2014/7 (Sheldrick, 2015)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2015)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0355P)^2^+1.1991P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2015)' _refine_ls_extinction_coef 0.0049(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4008 _refine_ls_number_parameters 245 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0411 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0833 _refine_ls_wR_factor_gt 0.0774 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P1A P 0.28745(3) 0.01736(5) 0.33674(3) 0.00790(11) Uani 1 1 d ? ? ? ? ? P2A P 0.44733(3) 0.01986(5) 0.33894(3) 0.00804(11) Uani 1 1 d ? ? ? ? ? O1A O 0.25123(9) 0.09237(13) 0.42644(8) 0.0109(3) Uani 1 1 d ? ? ? ? ? O2A O 0.25705(9) 0.10470(14) 0.24807(8) 0.0108(3) Uani 1 1 d ? ? ? ? ? O3A O 0.25329(9) -0.15954(13) 0.33107(9) 0.0120(3) Uani 1 1 d D ? ? ? ? H3A H 0.2625 -0.2064 0.2797 0.066(10) Uiso 1 1 d DR ? ? ? ? O4A O 0.47699(9) 0.19232(13) 0.33225(8) 0.0107(3) Uani 1 1 d ? ? ? ? ? O5A O 0.48196(9) -0.06658(14) 0.42585(8) 0.0122(3) Uani 1 1 d ? ? ? ? ? H5A H 0.5000 0.0000 0.5000 0.082(16) Uiso 1 2 d S ? P ? ? O6A O 0.48091(9) -0.07278(14) 0.24998(8) 0.0117(3) Uani 1 1 d D ? ? ? ? H6A H 0.4847 -0.1724 0.2537 0.069(10) Uiso 1 1 d DR ? ? ? ? P1B P 0.31216(3) 0.50861(5) 0.16782(3) 0.00846(11) Uani 1 1 d ? ? ? ? ? P2B P 0.47219(3) 0.51986(5) 0.16949(3) 0.00814(11) Uani 1 1 d ? ? ? ? ? O1B O 0.27275(9) 0.67343(13) 0.18213(8) 0.0114(3) Uani 1 1 d ? ? ? ? ? O2B O 0.28276(9) 0.39351(14) 0.24509(8) 0.0121(3) Uani 1 1 d ? ? ? ? ? H2B H 0.275(3) 0.263(4) 0.242(2) 0.079(11) Uiso 1 1 d ? ? ? ? ? O3B O 0.28407(9) 0.43198(14) 0.07219(8) 0.0124(3) Uani 1 1 d D ? ? ? ? H3B H 0.2763 0.4955 0.0279 0.057(9) Uiso 1 1 d DR ? ? ? ? O4B O 0.50262(9) 0.62797(14) 0.24819(8) 0.0114(3) Uani 1 1 d ? ? ? ? ? O5B O 0.50603(9) 0.57711(14) 0.07341(8) 0.0113(3) Uani 1 1 d D ? ? ? ? H5B H 0.5088 0.5162 0.0266 0.017 Uiso 0.5 1 d DR U P ? ? O6B O 0.50977(9) 0.34540(14) 0.18031(9) 0.0117(3) Uani 1 1 d D ? ? ? ? H6B H 0.5014 0.3034 0.2327 0.074(11) Uiso 1 1 d DR ? ? ? ? N1A N 0.15762(11) 0.38999(17) 0.45119(10) 0.0123(3) Uani 1 1 d ? ? ? ? ? H1NA H 0.1801 0.2971 0.4318 0.015 Uiso 1 1 calc R U ? ? ? N3A N 0.10820(11) 0.63204(17) 0.45115(11) 0.0125(3) Uani 1 1 d ? ? ? ? ? H3NA H 0.0923 0.7277 0.4318 0.015 Uiso 1 1 calc R U ? ? ? C2A C 0.14201(13) 0.5153(2) 0.39745(13) 0.0136(4) Uani 1 1 d ? ? ? ? ? H2AA H 0.1531 0.5203 0.3320 0.016 Uiso 1 1 calc R U ? ? ? C4A C 0.10181(13) 0.5810(2) 0.54167(12) 0.0121(4) Uani 1 1 d ? ? ? ? ? H4A H 0.0797 0.6414 0.5940 0.015 Uiso 1 1 calc R U ? ? ? C5A C 0.13314(13) 0.4282(2) 0.54205(13) 0.0127(4) Uani 1 1 d ? ? ? ? ? H5AA H 0.1374 0.3604 0.5946 0.015 Uiso 1 1 calc R U ? ? ? N1B N 0.40281(11) 0.40332(17) 0.46499(10) 0.0119(3) Uani 1 1 d ? ? ? ? ? H1NB H 0.4246 0.3331 0.4239 0.014 Uiso 1 1 calc R U ? ? ? N3B N 0.35492(11) 0.50904(17) 0.59381(11) 0.0137(3) Uani 1 1 d ? ? ? ? ? H3NB H 0.3394 0.5212 0.6531 0.016 Uiso 1 1 calc R U ? ? ? C2B C 0.38577(13) 0.3749(2) 0.55451(13) 0.0141(4) Uani 1 1 d ? ? ? ? ? H2BA H 0.3942 0.2758 0.5850 0.017 Uiso 1 1 calc R U ? ? ? C4B C 0.35081(13) 0.6264(2) 0.52792(13) 0.0127(4) Uani 1 1 d ? ? ? ? ? H4B H 0.3306 0.7335 0.5376 0.015 Uiso 1 1 calc R U ? ? ? C5B C 0.38112(13) 0.5599(2) 0.44651(13) 0.0128(4) Uani 1 1 d ? ? ? ? ? H5BA H 0.3864 0.6114 0.3879 0.015 Uiso 1 1 calc R U ? ? ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1A 0.0103(2) 0.0068(2) 0.0067(2) 0.00033(14) 0.00073(17) -0.00010(16) P2A 0.0102(2) 0.0067(2) 0.0072(2) 0.00017(15) 0.00022(17) 0.00057(15) O1A 0.0137(6) 0.0100(6) 0.0091(6) -0.0007(4) 0.0026(5) 0.0018(5) O2A 0.0140(7) 0.0102(6) 0.0082(6) 0.0019(4) -0.0019(5) -0.0020(5) O3A 0.0164(7) 0.0081(6) 0.0117(6) 0.0000(4) 0.0024(5) -0.0023(5) O4A 0.0134(6) 0.0081(6) 0.0107(6) -0.0007(4) 0.0003(5) -0.0011(5) O5A 0.0172(7) 0.0104(6) 0.0091(6) 0.0002(4) -0.0032(5) 0.0022(5) O6A 0.0167(7) 0.0088(6) 0.0096(6) -0.0014(4) 0.0022(5) 0.0014(5) P1B 0.0107(2) 0.0068(2) 0.0079(2) -0.00017(15) 0.00009(17) -0.00058(16) P2B 0.0108(2) 0.0068(2) 0.0069(2) -0.00094(15) 0.00065(17) -0.00064(16) O1B 0.0145(6) 0.0083(6) 0.0114(6) -0.0002(4) -0.0005(5) 0.0014(5) O2B 0.0162(7) 0.0099(6) 0.0103(6) 0.0010(4) 0.0025(5) -0.0013(5) O3B 0.0186(7) 0.0095(6) 0.0089(6) -0.0005(4) -0.0030(5) -0.0018(5) O4B 0.0147(6) 0.0095(6) 0.0101(6) -0.0022(4) -0.0015(5) -0.0011(5) O5B 0.0165(7) 0.0096(6) 0.0078(6) -0.0001(4) 0.0023(5) -0.0029(5) O6B 0.0151(7) 0.0084(6) 0.0117(6) 0.0005(5) 0.0022(5) 0.0010(5) N1A 0.0116(7) 0.0094(7) 0.0160(8) -0.0032(5) -0.0008(6) 0.0021(6) N3A 0.0122(8) 0.0092(7) 0.0164(8) 0.0030(5) -0.0004(6) 0.0013(6) C2A 0.0112(9) 0.0177(9) 0.0119(9) 0.0000(7) 0.0005(7) 0.0002(7) C4A 0.0126(9) 0.0137(8) 0.0100(9) -0.0021(6) 0.0014(7) -0.0009(7) C5A 0.0126(9) 0.0136(8) 0.0119(9) 0.0029(6) -0.0020(7) -0.0007(7) N1B 0.0120(8) 0.0105(7) 0.0130(8) -0.0042(5) 0.0013(6) 0.0005(6) N3B 0.0160(8) 0.0161(8) 0.0089(7) -0.0014(6) 0.0030(6) 0.0000(6) C2B 0.0132(9) 0.0122(8) 0.0170(9) 0.0020(7) -0.0012(7) 0.0003(7) C4B 0.0121(9) 0.0101(8) 0.0159(9) -0.0008(6) -0.0014(7) 0.0012(7) C5B 0.0148(9) 0.0128(8) 0.0109(9) 0.0024(6) -0.0009(7) -0.0012(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1A O1A 1.5083(12) ? yes P1A O2A 1.5299(13) ? yes P1A O3A 1.5583(12) ? yes P1A P2A 2.1863(7) ? yes P2A O4A 1.5077(12) ? yes P2A O5A 1.5222(13) ? yes P2A O6A 1.5551(12) ? yes O2A H2B 1.35(3) ? ? O3A H3A 0.8403 ? ? O5A H5A 1.220(2) ? ? O6A H6A 0.8404 ? ? P1B O1B 1.4972(12) ? yes P1B O2B 1.5299(13) ? yes P1B O3B 1.5551(12) ? yes P1B P2B 2.1902(7) ? yes P2B O4B 1.4987(12) ? yes P2B O5B 1.5331(13) ? yes P2B O6B 1.5614(13) ? yes O2B H2B 1.10(3) ? ? O3B H3B 0.8402 ? ? O5B H5B 0.8400 ? ? O6B H6B 0.8400 ? ? N1A C2A 1.327(2) ? ? N1A C5A 1.378(2) ? ? N1A H1NA 0.8800 ? ? N3A C2A 1.323(2) ? ? N3A C4A 1.372(2) ? ? N3A H3NA 0.8800 ? ? C2A H2AA 0.9500 ? ? C4A C5A 1.353(2) ? ? C4A H4A 0.9500 ? ? C5A H5AA 0.9500 ? ? N1B C2B 1.327(2) ? ? N1B C5B 1.376(2) ? ? N1B H1NB 0.8800 ? ? N3B C2B 1.323(2) ? ? N3B C4B 1.372(2) ? ? N3B H3NB 0.8800 ? ? C2B H2BA 0.9500 ? ? C4B C5B 1.352(2) ? ? C4B H4B 0.9500 ? ? C5B H5BA 0.9500 ? ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1A P1A O2A 114.69(7) ? ? yes O1A P1A O3A 109.61(7) ? ? yes O2A P1A O3A 109.86(7) ? ? yes O1A P1A P2A 108.19(5) ? ? yes O2A P1A P2A 106.20(5) ? ? yes O3A P1A P2A 108.03(5) ? ? yes O4A P2A O5A 115.74(7) ? ? yes O4A P2A O6A 109.96(7) ? ? yes O5A P2A O6A 109.81(7) ? ? yes O4A P2A P1A 106.09(5) ? ? yes O5A P2A P1A 108.55(6) ? ? yes O6A P2A P1A 106.19(5) ? ? yes P1A O2A H2B 118.9(13) ? ? ? P1A O3A H3A 116.0 ? ? ? P2A O5A H5A 123.79(9) ? ? ? P2A O6A H6A 117.1 ? ? ? O1B P1B O2B 113.34(7) ? ? yes O1B P1B O3B 113.91(7) ? ? yes O2B P1B O3B 108.24(7) ? ? yes O1B P1B P2B 108.56(5) ? ? yes O2B P1B P2B 106.38(5) ? ? yes O3B P1B P2B 105.89(5) ? ? yes O4B P2B O5B 113.44(7) ? ? yes O4B P2B O6B 113.32(7) ? ? yes O5B P2B O6B 107.01(7) ? ? yes O4B P2B P1B 108.13(5) ? ? yes O5B P2B P1B 107.79(5) ? ? yes O6B P2B P1B 106.82(5) ? ? yes P1B O2B H2B 129.2(16) ? ? ? P1B O3B H3B 115.9 ? ? ? P2B O5B H5B 122.4 ? ? ? P2B O6B H6B 116.5 ? ? ? C2A N1A C5A 109.27(15) ? ? ? C2A N1A H1NA 125.4 ? ? ? C5A N1A H1NA 125.4 ? ? ? C2A N3A C4A 109.56(15) ? ? ? C2A N3A H3NA 125.2 ? ? ? C4A N3A H3NA 125.2 ? ? ? N3A C2A N1A 107.85(16) ? ? ? N3A C2A H2AA 126.1 ? ? ? N1A C2A H2AA 126.1 ? ? ? C5A C4A N3A 106.77(15) ? ? ? C5A C4A H4A 126.6 ? ? ? N3A C4A H4A 126.6 ? ? ? C4A C5A N1A 106.55(16) ? ? ? C4A C5A H5AA 126.7 ? ? ? N1A C5A H5AA 126.7 ? ? ? C2B N1B C5B 109.23(15) ? ? ? C2B N1B H1NB 125.4 ? ? ? C5B N1B H1NB 125.4 ? ? ? C2B N3B C4B 109.55(15) ? ? ? C2B N3B H3NB 125.2 ? ? ? C4B N3B H3NB 125.2 ? ? ? N3B C2B N1B 107.83(16) ? ? ? N3B C2B H2BA 126.1 ? ? ? N1B C2B H2BA 126.1 ? ? ? C5B C4B N3B 106.70(15) ? ? ? C5B C4B H4B 126.7 ? ? ? N3B C4B H4B 126.7 ? ? ? C4B C5B N1B 106.69(16) ? ? ? C4B C5B H5BA 126.7 ? ? ? N1B C5B H5BA 126.7 ? ? ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1A P1A P2A O4A -68.32(7) ? ? ? ? yes O2A P1A P2A O4A 55.28(7) ? ? ? ? yes O3A P1A P2A O4A 173.10(7) ? ? ? ? yes O1A P1A P2A O5A 56.68(7) ? ? ? ? yes O2A P1A P2A O5A -179.72(7) ? ? ? ? yes O3A P1A P2A O5A -61.90(7) ? ? ? ? yes O1A P1A P2A O6A 174.70(7) ? ? ? ? yes O2A P1A P2A O6A -61.70(7) ? ? ? ? yes O3A P1A P2A O6A 56.11(7) ? ? ? ? yes O1B P1B P2B O4B 43.44(8) ? ? ? ? yes O2B P1B P2B O4B -78.85(8) ? ? ? ? yes O3B P1B P2B O4B 166.13(7) ? ? ? ? yes O1B P1B P2B O5B -79.56(7) ? ? ? ? yes O2B P1B P2B O5B 158.14(7) ? ? ? ? yes O3B P1B P2B O5B 43.13(7) ? ? ? ? yes O1B P1B P2B O6B 165.73(7) ? ? ? ? yes O2B P1B P2B O6B 43.43(7) ? ? ? ? yes O3B P1B P2B O6B -71.58(7) ? ? ? ? yes C4A N3A C2A N1A 0.0(2) ? ? ? ? ? C5A N1A C2A N3A -0.1(2) ? ? ? ? ? C2A N3A C4A C5A 0.1(2) ? ? ? ? ? N3A C4A C5A N1A -0.2(2) ? ? ? ? ? C2A N1A C5A C4A 0.2(2) ? ? ? ? ? C4B N3B C2B N1B 0.7(2) ? ? ? ? ? C5B N1B C2B N3B -0.7(2) ? ? ? ? ? C2B N3B C4B C5B -0.5(2) ? ? ? ? ? N3B C4B C5B N1B 0.1(2) ? ? ? ? ? C2B N1B C5B C4B 0.4(2) ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3A H3A O1B 0.84 1.72 2.5544(18) 171.3 1_545 O5A H5A O5A 1.220(2) 1.220(2) 2.440(2) 180 3_656 O6A H6A O4B 0.84 1.69 2.5298(18) 172.1 1_545 O2B H2B O2A 1.10(3) 1.35(3) 2.4510(18) 172(3) ? O3B H3B O1A 0.84 1.71 2.5410(19) 168.2 4_665 O5B H5B O5B 0.84 1.64 2.463(2) 166.9 3_665 O6B H6B O4A 0.84 1.74 2.5769(19) 171.5 ? N1A H1NA O1A 0.88 1.98 2.8267(19) 162.1 ? N3A H3NA O5B 0.88 2.02 2.8382(19) 154.1 2_465 N1B H1NB O4A 0.88 1.90 2.7770(19) 176.2 ? N3B H3NB O2A 0.88 2.02 2.7985(19) 147.6 4_666 C2A H2AA O2B 0.95 2.41 3.076(2) 127.1 ? C4A H4A O6B 0.95 2.43 3.333(2) 158.2 4_666 C5A H5AA O1B 0.95 2.36 3.215(2) 149.1 4_656 C2B H2BA O5A 0.95 2.44 3.173(2) 133.4 3_656 C4B H4B O3B 0.95 2.34 3.218(2) 153.9 4_666 C5B H5BA O4B 0.95 2.56 3.344(2) 140.0 ? _refine_diff_density_max 0.430 _refine_diff_density_min -0.472 _refine_diff_density_rms 0.081 _shelx_res_file ; imip2_100ab.res created by SHELXL-2014/7 TITL imidhypo100_a.res in P2(1)/n CELL 0.71073 13.673 8.396 14.317 90.57 90.00 90.00 ZERR 8 0.002 0.002 0.003 0.02 0.00 0.00 LATT 1 SYMM 0.5+X,0.5-Y,0.5-Z SFAC C H N O P UNIT 24 64 16 48 16 L.S. 8 PLAN 10 SIZE 0.35 0.21 0.1 TEMP -173 htab BOND $H conf 2.3 fmap 2 acta EQIV $1 +X,-1+Y,+Z EQIV $2 1-X,-Y,1-Z EQIV $3 0.5-X,0.5+Y,-0.5+Z EQIV $4 1-X,1-Y,-Z EQIV $5 -0.5+X,1.5-Y,0.5-Z EQIV $6 0.5-X,0.5+Y,0.5+Z EQIV $7 0.5-X,-0.5+Y,0.5+Z HTAB O3A O1B_$1 HTAB O5A O5A_$2 HTAB O6A O4B_$1 HTAB O2A O2B HTAB O2B O2A HTAB O3B O1A_$3 HTAB O5B O5B_$4 HTAB O6B O4A HTAB N1A O1A HTAB N3A O5B_$5 HTAB N1B O4A HTAB N3B O2A_$6 HTAB C2A O2B HTAB C4A O6B_$6 HTAB C5A O1B_$7 HTAB C2B O5A_$2 HTAB C4B O3B_$6 HTAB C5B O4B DFIX 0.84 0.002 O3A H3A O6A H6A DFIX 0.84 0.002 O3B H3B O5B H5B O6B H6B WGHT 0.035500 1.199100 EXTI 0.004913 FVAR 3.83167 P1A 5 0.287452 0.017358 0.336742 11.00000 0.01028 0.00677 = 0.00666 0.00033 0.00073 -0.00010 P2A 5 0.447330 0.019863 0.338942 11.00000 0.01019 0.00672 = 0.00721 0.00017 0.00022 0.00057 O1A 4 0.251234 0.092370 0.426439 11.00000 0.01370 0.01003 = 0.00910 -0.00065 0.00255 0.00178 O2A 4 0.257047 0.104697 0.248075 11.00000 0.01398 0.01015 = 0.00821 0.00188 -0.00189 -0.00198 O3A 4 0.253294 -0.159539 0.331068 11.00000 0.01637 0.00809 = 0.01167 0.00002 0.00239 -0.00231 AFIX 3 H3A 2 0.262515 -0.206401 0.279682 11.00000 0.06623 AFIX 0 O4A 4 0.476993 0.192321 0.332254 11.00000 0.01338 0.00810 = 0.01071 -0.00066 0.00029 -0.00109 O5A 4 0.481961 -0.066580 0.425852 11.00000 0.01717 0.01044 = 0.00908 0.00022 -0.00316 0.00224 H5A 2 0.500000 0.000000 0.500000 10.50000 0.08176 O6A 4 0.480914 -0.072782 0.249981 11.00000 0.01673 0.00883 = 0.00956 -0.00141 0.00218 0.00141 AFIX 3 H6A 2 0.484725 -0.172414 0.253719 11.00000 0.06906 AFIX 0 P1B 5 0.312161 0.508609 0.167821 11.00000 0.01075 0.00677 = 0.00785 -0.00017 0.00009 -0.00058 P2B 5 0.472190 0.519861 0.169488 11.00000 0.01076 0.00678 = 0.00685 -0.00094 0.00065 -0.00064 O1B 4 0.272750 0.673425 0.182130 11.00000 0.01448 0.00832 = 0.01136 -0.00018 -0.00047 0.00135 O2B 4 0.282764 0.393508 0.245087 11.00000 0.01616 0.00986 = 0.01029 0.00096 0.00252 -0.00126 H2B 2 0.274989 0.262700 0.241978 11.00000 0.07862 O3B 4 0.284069 0.431985 0.072193 11.00000 0.01864 0.00955 = 0.00886 -0.00048 -0.00304 -0.00181 AFIX 3 H3B 2 0.276266 0.495541 0.027853 11.00000 0.05678 AFIX 0 O4B 4 0.502616 0.627967 0.248186 11.00000 0.01467 0.00954 = 0.01007 -0.00221 -0.00154 -0.00106 O5B 4 0.506029 0.577112 0.073407 11.00000 0.01654 0.00959 = 0.00781 -0.00015 0.00231 -0.00287 AFIX 3 H5B 2 0.508848 0.516172 0.026599 10.50000 -1.50000 AFIX 0 O6B 4 0.509768 0.345399 0.180310 11.00000 0.01511 0.00839 = 0.01170 0.00053 0.00221 0.00095 AFIX 3 H6B 2 0.501426 0.303418 0.232724 11.00000 0.07442 AFIX 0 N1A 3 0.157625 0.389989 0.451186 11.00000 0.01157 0.00937 = 0.01600 -0.00319 -0.00078 0.00207 AFIX 43 H1NA 2 0.180081 0.297136 0.431849 11.00000 -1.20000 AFIX 0 N3A 3 0.108200 0.632035 0.451149 11.00000 0.01217 0.00916 = 0.01635 0.00303 -0.00037 0.00134 AFIX 43 H3NA 2 0.092259 0.727721 0.431764 11.00000 -1.20000 AFIX 0 C2A 1 0.142015 0.515279 0.397453 11.00000 0.01115 0.01768 = 0.01189 -0.00001 0.00055 0.00024 AFIX 43 H2AA 2 0.153138 0.520279 0.332049 11.00000 -1.20000 AFIX 0 C4A 1 0.101806 0.581036 0.541672 11.00000 0.01257 0.01374 = 0.01004 -0.00211 0.00144 -0.00093 AFIX 43 H4A 2 0.079656 0.641401 0.594009 11.00000 -1.20000 AFIX 0 C5A 1 0.133135 0.428161 0.542046 11.00000 0.01264 0.01357 = 0.01186 0.00288 -0.00198 -0.00070 AFIX 43 H5AA 2 0.137408 0.360424 0.594646 11.00000 -1.20000 AFIX 0 N1B 3 0.402814 0.403318 0.464994 11.00000 0.01196 0.01049 = 0.01302 -0.00423 0.00126 0.00052 AFIX 43 H1NB 2 0.424556 0.333133 0.423928 11.00000 -1.20000 AFIX 0 N3B 3 0.354922 0.509044 0.593812 11.00000 0.01602 0.01606 = 0.00887 -0.00136 0.00295 -0.00003 AFIX 43 H3NB 2 0.339425 0.521155 0.653115 11.00000 -1.20000 AFIX 0 C2B 1 0.385768 0.374886 0.554509 11.00000 0.01322 0.01221 = 0.01705 0.00197 -0.00121 0.00034 AFIX 43 H2BA 2 0.394208 0.275826 0.584973 11.00000 -1.20000 AFIX 0 C4B 1 0.350809 0.626360 0.527918 11.00000 0.01207 0.01015 = 0.01591 -0.00080 -0.00140 0.00118 AFIX 43 H4B 2 0.330585 0.733508 0.537601 11.00000 -1.20000 AFIX 0 C5B 1 0.381122 0.559913 0.446512 11.00000 0.01482 0.01279 = 0.01095 0.00243 -0.00094 -0.00116 AFIX 43 H5BA 2 0.386416 0.611358 0.387928 11.00000 -1.20000 AFIX 0 HKLF 4 REM imidhypo100_a.res in P2(1)/n REM R1 = 0.0318 for 3358 Fo > 4sig(Fo) and 0.0411 for all 4008 data REM 245 parameters refined using 5 restraints END WGHT 0.0355 1.1991 REM Instructions for potential hydrogen bonds HTAB O3A O1B_$1 HTAB O5A O5A_$2 HTAB O6A O4B_$1 HTAB O2A O2B HTAB O2B O2A HTAB O3B O1A_$3 HTAB O5B O5B_$4 HTAB O6B O4A HTAB N1A O1A HTAB N3A O5B_$5 HTAB C2A O2B HTAB C4A O6B_$6 HTAB C5A O1B_$7 HTAB N1B O4A HTAB N3B O2A_$6 HTAB C2B O5A_$2 HTAB C4B O3B_$6 HTAB C5B O4B REM Highest difference peak 0.430, deepest hole -0.472, 1-sigma level 0.081 Q1 1 0.3673 0.0215 0.3460 11.00000 0.05 0.43 Q2 1 0.3998 0.5022 0.1672 11.00000 0.05 0.35 Q3 1 0.1109 0.5020 0.5401 11.00000 0.05 0.34 Q4 1 0.3546 0.5983 0.4821 11.00000 0.05 0.32 Q5 1 0.2530 0.0749 0.2956 11.00000 0.05 0.32 Q6 1 0.1543 0.3994 0.5009 11.00000 0.05 0.31 Q7 1 0.2449 0.6367 0.2389 11.00000 0.05 0.30 Q8 1 0.3010 0.7071 0.5634 11.00000 0.05 0.30 Q9 1 0.2477 0.0795 0.3780 11.00000 0.05 0.30 Q10 1 0.5223 0.7052 0.2239 11.00000 0.05 0.29 ; _shelx_res_checksum 91738 _shelx_hkl_file ; 0 0 3 28.6273 50.4149 5 0 0 4 3198.84 214.144 5 0 0 5 11.3025 71.0928 5 0 0 -5 188.600 148.359 3 0 0 -5 90.7329 58.2768 1 0 0 -6 6662.68 467.730 3 0 0 -6 6141.83 301.536 1 0 0 6 6193.23 356.441 5 0 0 -7 79.8787 127.262 3 0 0 -7 14.1849 48.0986 1 0 0 7 14.1471 70.1095 5 0 0 7-3.54586 74.4779 4 0 0 -8 315575. 3664.35 1 0 0 8 312861. 4033.00 4 0 0 -8 314243. 4566.78 3 0 0 9-39.2558 98.9739 4 0 0 -9 34.6975 50.8755 1 0 0 -9 93.4075 125.287 3 0 0 9-20.3784 87.9631 5 0 0 -10 358345. 4297.80 1 0 0 -10 365673. 5495.38 3 0 0 10 359142. 4790.86 4 0 0 11-60.4644 108.296 5 0 0 -11-19.5395 172.116 3 0 0 -11 16.2639 63.8987 1 0 0 11-104.461 128.473 4 0 0 -12 399582. 6269.02 3 0 0 -12 409423. 4815.52 1 0 0 12 407204. 5365.55 5 0 0 12 399730. 5436.95 4 0 0 -13-36.9644 171.084 3 0 0 13 153.581 92.0902 5 0 0 -13 47.3162 62.7943 1 0 0 -14 126260. 3382.56 3 0 0 14 129720. 2713.37 5 0 0 15 13.1162 133.536 5 0 0 -15-42.1134 166.122 3 0 0 -16 4778.67 686.441 3 0 0 -17 313.214 278.888 3 0 0 -18 45406.3 2325.51 3 0 1 -17 26961.1 1737.44 3 0 1 -16-46.8737 220.039 3 0 1 -15 58430.6 2362.92 3 0 1 -14-66.3753 220.557 3 0 1 -14 5.08365 45.4053 1 0 1 -13 161927. 2341.93 1 0 1 -13 157983. 2273.28 1 0 1 -13 162813. 3784.78 3 0 1 -12 168.745 191.511 3 0 1 -12-19.6572 58.2544 1 0 1 -12 49.6097 54.0027 1 0 1 -11 132156. 2032.76 1 0 1 -11 139804. 1996.39 1 0 1 -11 137188. 3162.98 3 0 1 -10-65.1301 63.1134 1 0 1 -10 83.0742 177.288 3 0 1 -10 17.0186 58.3030 1 0 1 -9 340397. 3804.85 1 0 1 -9 345773. 5122.73 3 0 1 -8-19.4154 140.780 3 0 1 -8 20.4840 48.5453 1 0 1 -7 26671.5 631.169 1 0 1 -7 25058.9 1011.03 3 0 1 -7 25304.9 739.079 5 0 1 -6-8.60430 42.1873 1 0 1 -6 62.4547 130.403 3 0 1 -6 131.205 58.7030 5 0 1 -5 83978.9 1305.11 5 0 1 -5 84670.3 1176.74 1 0 1 -4-11.8022 41.1308 1 0 1 -4 56.1170 59.0245 5 0 1 -3 999999. 9158.61 1 0 -1 2-5.41014 35.2158 1 0 1 -2 145.694 55.3254 1 0 1 -1 32792.5 579.700 1 0 1 1 36556.7 573.774 2 0 1 2 33.3521 39.8952 4 0 -1 -2 63.8574 54.3590 4 0 -1 -2 25.0170 31.5575 3 0 -1 -2 59.4430 52.8345 1 0 1 2 60.0353 59.4674 1 0 1 3 836545. 8009.03 1 0 1 3 848812. 7883.56 4 0 -1 -3 837475. 8004.78 3 0 -1 -3 847324. 7890.45 4 0 -1 -4 206.535 82.2810 1 0 1 4-7.16622 67.0456 4 0 1 4 33.7233 62.5649 1 0 -1 -4 103.579 64.4182 4 0 -1 -5 90250.9 1456.11 4 0 -1 -5 93566.6 1675.98 3 0 1 5 91267.9 1448.99 4 0 1 5 90906.0 1468.20 1 0 -1 -5 88831.2 1488.02 1 0 -1 -6 205.065 114.271 3 0 -1 -6 118.390 78.5009 1 0 1 6 89.5322 71.2230 4 0 1 7 55689.7 1225.88 4 0 1 7 56204.8 1339.34 5 0 -1 -7 56745.6 1480.74 3 0 -1 -7 57169.0 1222.85 1 0 -1 -8-13.9627 102.979 3 0 -1 -8 116.207 74.6156 1 0 1 8 112.791 83.2296 4 0 1 9 218000. 3311.89 5 0 1 9 213937. 3136.05 4 0 -1 -9 214218. 3656.12 3 0 -1 -9 214738. 3062.03 1 0 -1 -10-7.30185 77.2351 1 0 -1 -10-17.4497 142.324 3 0 1 10-57.8667 69.4964 4 0 1 10 120.845 135.058 5 0 -1 -11 160548. 2615.47 1 0 1 11 159183. 2942.20 5 0 -1 -11 160963. 3372.22 3 0 1 11 159254. 2803.93 4 0 -1 -12-31.4129 184.308 3 0 -1 -12-96.8385 115.410 1 0 1 12-58.2256 132.575 5 0 1 12-141.719 147.300 4 0 1 13 225479. 3873.39 5 0 -1 -13 215480. 3339.65 1 0 -1 -13 214644. 4366.16 3 0 1 14-64.7436 166.913 5 0 -1 -14 271.628 261.123 3 0 -1 -15 24663.8 1487.58 3 0 1 15 26162.1 1252.01 5 0 -1 -16 752.259 352.601 3 0 1 16-13.2629 115.943 5 0 -1 -17 22715.5 1561.69 3 0 -1 -18-164.540 330.778 3 0 2 -17-677.840 352.163 3 0 2 -16 25210.2 1619.75 3 0 2 -15 94.3749 172.409 3 0 2 -14 6256.67 725.991 3 0 2 -13-110.778 194.750 3 0 2 -13-11.7406 46.8504 1 0 2 -12 227665. 4538.01 3 0 2 -12 242431. 3002.60 1 0 2 -11 114.751 146.592 3 0 2 -11 23.5988 53.8287 1 0 2 -10 57608.5 1144.98 1 0 2 -10 57053.6 1890.04 3 0 2 -10 54515.8 1312.42 5 0 2 -9 123.189 80.6721 5 0 2 -9 105.925 73.1508 1 0 2 -9 221.903 174.984 3 0 2 -8 27734.6 740.139 1 0 2 -8 29045.0 1182.12 3 0 2 -8 28625.1 825.954 5 0 2 -7 49.2216 69.5320 1 0 2 -7 33.4739 59.2287 5 0 2 -7 68.4419 136.210 3 0 2 -6 26350.6 689.604 1 0 2 -6 26924.1 721.869 5 0 2 -6 26916.2 995.555 3 0 2 -5 108.773 70.6462 1 0 -2 5-125.475 68.5831 1 0 2 -4 82489.0 1326.00 1 0 -2 4 80990.5 1316.20 1 0 2 -3 91.8410 92.6484 1 0 -2 3 112.796 77.8568 1 0 2 -2 675.183 128.955 1 0 -2 2 460.213 100.982 1 0 2 -1 128.048 88.6064 1 0 -2 1 85.0495 96.2345 1 0 2 0 893134. 8515.15 2 0 -2 0 901594. 8778.18 1 0 -2 0 906982. 8524.50 2 0 2 0 902321. 8780.47 1 0 2 1-118.503 109.848 1 0 -2 -1 87.3794 101.165 1 0 -2 -1 11.1632 55.7400 2 0 2 1 39.5664 60.5697 2 0 2 2 2938.74 256.959 1 0 2 2 3047.59 212.407 2 0 -2 -2 3132.46 229.652 4 0 -2 -2 3377.70 150.148 3 0 -2 -2 3202.81 258.846 1 0 -2 -3 57.6098 90.0434 4 0 -2 -3-50.5581 63.6416 1 0 -2 -3 72.0308 59.0777 3 0 2 3 185.278 111.354 1 0 2 3 284.536 105.845 4 0 -2 -4 72652.0 1260.33 3 0 -2 -4 73284.5 1295.25 4 0 2 4 71986.9 1435.39 1 0 -2 -4 69280.6 1432.73 1 0 2 4 71398.5 1290.92 4 0 2 5 62.6026 114.458 1 0 2 5-11.1362 61.6630 4 0 -2 -5-35.4028 76.6455 1 0 -2 -5 147.833 105.517 3 0 -2 -5 72.2971 75.9412 4 0 2 6 4059.52 339.148 1 0 -2 -6 4621.72 322.746 4 0 2 6 4842.95 335.498 4 0 -2 -6 4376.12 352.247 1 0 -2 -6 5051.69 373.443 3 0 -2 -7 25.4310 69.1625 4 0 -2 -7-8.99464 61.5646 1 0 -2 -7 69.6545 124.561 3 0 2 7 34.3539 88.8913 1 0 2 7 24.9887 64.2184 4 0 2 8 64363.3 1429.70 4 0 -2 -8 64498.6 1665.63 3 0 -2 -8 63832.4 1535.25 1 0 -2 -8 66723.2 1472.20 4 0 -2 -9-27.6894 87.0008 1 0 -2 -9 203.575 181.631 3 0 2 9-12.9788 74.7236 4 0 2 10 115216. 2483.33 5 0 2 10 115426. 2207.17 4 0 -2 -10 121930. 2651.67 3 0 -2 -10 116605. 2297.67 1 0 2 11-202.136 171.543 5 0 -2 -11-183.146 211.013 3 0 -2 -11-76.7309 107.379 1 0 2 11 20.2423 75.1288 4 0 -2 -12 86562.0 2063.99 1 0 2 12 88939.6 2050.25 4 0 2 12 94001.2 2362.74 5 0 -2 -12 92845.3 2528.19 3 0 -2 -13 32.0295 75.4576 1 0 -2 -13-79.1778 152.688 3 0 2 13 88.9462 143.047 5 0 2 14 20475.0 1135.68 5 0 -2 -14 19356.8 1229.70 3 0 -2 -15 28.3245 155.956 3 0 2 15-49.4749 120.903 5 0 -2 -16 35158.0 1822.08 3 0 2 16 34230.3 1588.51 5 0 2 17 212.617 190.913 5 0 -2 -17-6.73575 224.178 3 0 -2 -18 35589.4 2007.92 3 0 3 -17 2663.72 564.286 3 0 3 -16-277.076 213.235 3 0 3 -15 62855.3 2518.22 3 0 3 -14-130.173 224.003 3 0 3 -13 29256.9 1559.27 3 0 3 -13 30955.1 852.184 1 0 3 -12 69.5974 54.6979 1 0 3 -12-252.081 204.837 3 0 3 -11 1873.80 217.190 1 0 3 -11 2126.38 415.574 3 0 3 -11 2481.84 278.636 5 0 3 -10 48.8355 68.6589 1 0 3 -10-30.9293 90.6070 5 0 3 -10 233.867 213.836 3 0 3 -9 203298. 2954.19 5 0 3 -9 211752. 2860.98 1 0 3 -9 205571. 3785.68 3 0 3 -8-83.0963 86.6715 5 0 3 -8 55.4486 75.7510 1 0 3 -8 63.9851 155.219 3 0 3 -7 31484.9 1180.37 3 0 3 -7 28297.0 856.062 1 0 3 -6 96.8652 85.2051 1 0 -3 6 45.4140 60.9137 1 0 3 -6 62.7057 100.670 3 0 -3 5 6739.61 400.526 1 0 3 -5 7794.18 431.675 1 0 3 -5 7765.74 507.045 3 0 3 -4-86.1013 85.2534 1 0 -3 4-22.9686 64.6732 1 0 3 -3 4745.76 342.487 1 0 -3 3 5436.39 369.738 1 0 -3 2 93.9383 85.1643 1 0 3 -2-33.6112 84.7795 1 0 -3 1 73878.0 1524.20 1 0 -3 1 73531.8 1381.09 2 0 3 -1 74029.1 1511.56 1 0 -3 0 191.627 114.447 1 0 -3 0-101.010 84.2793 2 0 3 0-59.0169 116.829 1 0 3 1 80646.3 1362.50 2 0 3 1 79832.8 1638.64 1 0 -3 -1 80448.7 1627.55 1 0 -3 -1 78059.6 1338.12 2 0 -3 -2-8.36020 88.9614 1 0 -3 -2 170.003 126.029 4 0 -3 -2 109.772 63.0567 2 0 3 2 185.745 104.037 2 0 3 2 12.8696 108.125 1 0 -3 -3 9421.11 302.437 3 0 -3 -3 8683.23 456.828 4 0 3 3 10122.9 571.196 1 0 3 3 8859.30 426.276 2 0 -3 -3 8924.02 527.816 1 0 3 4-14.6658 110.650 1 0 -3 -4 35.2718 97.5038 1 0 -3 -4 21.8042 65.5980 3 0 -3 -4 26.2743 109.217 4 0 3 4 55.3286 83.5236 2 0 3 5 21451.4 763.806 4 0 -3 -5 20663.4 743.593 4 0 -3 -5 20868.4 661.014 3 0 -3 -5 20919.4 868.508 1 0 3 5 22874.8 890.324 1 0 3 6 84.6189 94.2569 4 0 -3 -6-139.337 101.743 3 0 -3 -6-35.3579 93.5256 4 0 3 6 75.1627 87.6530 1 0 -3 -6-35.9240 70.9370 1 0 -3 -7 52094.5 1305.20 4 0 3 7 52129.9 1474.04 1 0 -3 -7 50739.4 1471.09 1 0 3 7 50440.5 1282.99 4 0 -3 -7 51565.7 1321.31 3 0 3 8 22.1726 131.800 1 0 3 8-95.5865 114.980 4 0 -3 -8 10.9507 108.492 3 0 -3 -8 4.62628 80.5565 4 0 -3 -8 203.007 142.735 1 0 -3 -9 97957.4 2228.38 1 0 3 9 98669.0 2185.90 1 0 3 9 96017.9 1995.53 4 0 -3 -9 97118.8 2009.66 4 0 -3 -9 97196.9 2178.31 3 0 3 10-3.98398 103.331 4 0 -3 -10 82.5349 138.333 3 0 -3 -10-65.4636 100.039 1 0 -3 -10 89.2401 102.936 4 0 3 11 242.318 111.561 4 0 3 11 338.389 220.554 5 0 -3 -11 217.071 116.726 3 0 -3 -11 407.790 175.283 1 0 3 12-9.33261 84.2780 4 0 3 12 13.6424 129.449 5 0 -3 -12 36.2671 124.098 3 0 3 13 44602.9 1732.43 5 0 -3 -13 46694.3 1810.20 3 0 -3 -14-53.4418 140.004 3 0 3 14 110.338 162.246 5 0 3 15 20980.3 1254.06 5 0 -3 -15 23484.9 1402.05 3 0 -3 -16 3.57869 137.400 3 0 3 16-21.2541 169.290 5 0 -3 -17 1579.31 389.714 3 0 3 17 1032.91 319.899 5 0 -3 -18 252.796 283.575 3 0 4 -16 72069.0 2853.58 3 0 4 -15-104.502 221.744 3 0 4 -14 618.519 245.326 3 0 4 -13 15.6256 206.366 3 0 4 -12 105104. 1977.79 1 0 4 -12 104642. 2955.06 3 0 4 -11 134.546 151.597 3 0 4 -11-15.5269 74.7904 1 0 4 -11 9.96013 92.8758 5 0 4 -10 2378.37 408.969 3 0 4 -10 2243.54 273.707 1 0 4 -10 2468.07 275.837 5 0 4 -9 29.4210 165.756 3 0 4 -9 32.6745 78.2795 1 0 4 -9 98.0572 85.7147 5 0 4 -8 15960.8 723.695 1 0 4 -8 15322.1 890.744 3 0 4 -7 136.141 112.792 3 0 -4 7 11.1664 68.2288 1 0 4 -7-65.0824 81.5030 1 0 4 -6 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197.205 1 0 7 -2 31.1065 43.5280 3 0 7 -1 9084.31 789.895 1 0 7 0 136.948 196.521 1 0 -7 0-79.1522 112.700 2 0 -7 -1 609.636 198.754 2 0 7 1 398.795 176.063 1 0 -7 -1 616.265 225.149 4 0 -7 -2 62.9015 87.1010 2 0 7 2 79.9387 208.931 1 0 -7 -2 1.64983 155.623 4 0 7 3 106496. 2306.68 2 0 7 3 105909. 2915.12 1 0 -7 -4 7.18075 170.124 4 0 7 4 155.002 151.478 2 0 7 4-115.624 158.446 1 0 7 5 21542.4 1287.65 1 0 -7 -5 21745.1 1168.28 4 0 7 5 24129.2 1041.78 2 0 -7 -6 122.266 147.533 4 0 7 6-17.6571 119.226 2 0 7 6 164.976 161.485 1 0 -7 -7 57715.2 1938.01 4 0 7 7 59940.7 1765.99 2 0 7 7 61504.1 2253.40 1 0 7 8 14.1795 147.650 1 0 -7 -8-195.677 165.829 4 0 7 8-92.6768 135.059 2 0 -7 -9 69780.5 2181.00 4 0 7 9 71008.2 2040.66 2 0 7 9 73431.5 2549.98 1 0 7 10-132.017 176.305 1 0 -7 -10-224.436 207.239 4 0 7 10-203.747 201.647 2 0 -7 -11 48.4048 133.828 4 0 7 11 281.116 186.599 2 0 7 11 235.089 137.301 1 0 7 12 295.671 135.769 1 0 -7 -12-119.149 150.233 4 0 7 12 50.2864 170.158 2 0 7 13 864.388 276.435 2 0 8 -14 18143.0 1359.81 3 0 8 -13-268.564 290.624 3 0 8 -12 31549.6 1666.78 3 0 8 -11-14.5683 163.488 3 0 8 -10 26440.3 1381.35 3 0 8 -10 26070.2 1363.02 1 0 8 -9 175.199 169.354 3 0 8 -9 152.598 138.704 1 0 8 -8 1733.89 380.838 1 0 8 -8 1325.09 263.545 3 0 8 -7 159.976 148.125 3 0 8 -7-32.7824 179.146 1 0 8 -6 35440.8 1253.64 3 0 8 -6 33858.2 1601.50 1 0 8 -5-114.262 132.697 1 0 8 -5-23.8836 92.4979 3 0 8 -4 9458.71 858.135 1 0 8 -4 10088.5 534.096 3 0 8 -3 9.07192 49.2873 3 0 8 -3-319.904 227.186 1 0 8 -2 23990.8 1367.52 1 0 8 -1-54.2166 173.849 1 0 8 0 49594.7 2038.59 1 0 8 1-123.403 175.380 1 0 -8 -1 452.741 235.001 4 0 8 2 9073.68 893.887 1 0 -8 -2 10122.1 873.485 4 0 -8 -3-254.688 154.741 4 0 8 3 96.2693 144.063 1 0 8 4-142.899 168.761 1 0 -8 -4 185.396 189.768 4 0 8 5 88.3948 162.087 2 0 -8 -5-48.1384 184.129 4 0 8 5 54.1889 269.893 1 0 -8 -6 43680.3 1800.58 4 0 8 6 43233.3 2009.28 1 0 8 6 41545.0 1507.52 2 0 8 7 61.2887 143.528 2 0 -8 -7 120.977 147.941 4 0 8 7-172.663 161.602 1 0 -8 -8 7679.93 745.101 4 0 8 8 8876.43 911.380 1 0 8 8 8885.18 707.651 2 0 8 9 210.932 192.467 1 0 8 9 290.161 184.581 2 0 -8 -9-33.2935 166.145 4 0 -8 -10 3209.18 496.050 4 0 8 10 3023.70 552.834 1 0 8 11 155.455 266.355 1 0 -8 -11 157.582 157.505 4 0 8 12 7849.31 923.036 1 0 9 -9 10612.6 946.328 1 0 9 -8-243.454 224.747 1 0 9 -7 19929.7 1308.51 1 0 9 -6-1.14184 212.288 1 0 9 -5 21773.4 1375.51 1 0 9 -4 86.5648 162.882 1 0 9 -3 23440.7 1457.75 1 0 9 -2-148.916 177.586 1 0 9 -1 447.100 273.959 1 0 9 0 3.77714 215.978 1 0 -9 0 84.2459 196.999 4 0 9 1 2722.20 531.327 1 0 -9 -1 2119.28 476.627 4 0 -9 -2-65.7398 238.424 4 0 9 2 95.0208 210.707 1 0 9 3 26190.9 1613.79 1 0 -9 -3 25276.4 1471.27 4 0 9 4 53.5230 144.984 1 0 -9 -4-109.444 180.255 4 0 9 5 4.10149 154.758 1 0 -9 -5 185.520 192.601 4 0 -9 -6-83.4663 179.179 4 0 9 6 22.2858 126.994 1 0 -9 -7 14711.9 1117.43 4 0 9 7 9857.44 1036.34 1 0 9 8 11.7170 129.352 1 0 -9 -8-43.2159 176.154 4 0 -9 -9 9066.61 890.521 4 0 9 9 6346.86 853.088 1 0 -9 -10-504.016 239.357 4 0 9 10 71.5526 181.478 1 0 10 -8 986.893 342.417 1 0 10 -7-192.573 209.255 1 0 10 -6 7699.62 886.805 1 0 10 -5 31.6739 193.910 1 0 10 -4 467.931 262.523 1 0 10 -3 98.9977 138.155 1 0 10 -2 17428.3 1353.56 1 0 -10 2 17347.2 1377.61 4 0 10 -1-162.389 252.251 1 0 -10 1 127.860 258.411 4 0 -10 0 41313.3 2111.59 4 0 10 0 46501.6 2256.59 1 0 10 1 276.146 189.178 1 0 -10 -1-52.9150 173.087 4 0 10 2 238.137 187.469 1 0 -10 -2 241.169 221.178 4 0 -10 -3-413.320 249.101 4 0 10 3 171.859 221.778 1 0 10 4 4130.41 706.365 1 0 -10 -4 3056.60 560.877 4 0 -10 -5 181.284 316.786 4 0 10 5-375.736 294.079 1 0 -10 -6 2691.69 525.313 4 0 -10 -7 352.730 300.185 4 0 -10 -8 93.0278 218.428 4 0 -10 -9 219.590 216.811 4 1 -10 -9 2225.85 494.130 4 1 -10 -8 82.4619 156.072 4 1 -10 -7 11627.9 1079.89 4 1 -10 -6 12434.5 1140.53 4 -1 10 5 6318.15 869.383 1 1 -10 -5 6292.37 810.213 4 -1 10 4 22995.0 1642.15 1 1 -10 -4 22011.2 1521.54 4 1 -10 -3 7032.59 841.380 4 -1 10 3 6815.68 872.546 1 -1 10 2 222.381 234.622 1 1 -10 -2 819.129 307.279 4 -1 10 1 33199.6 1929.50 1 1 -10 -1 34739.0 1913.24 4 -1 10 0 27946.0 1770.97 1 1 -10 0 24527.5 1619.70 4 -1 10 -1 31403.4 1852.82 1 1 -10 1 30303.1 1833.07 4 1 -10 2 2179.87 543.048 4 -1 10 -2 2978.13 576.511 1 -1 10 -3 623.046 286.079 1 1 -10 3 1681.71 513.001 4 -1 10 -4 287.238 253.719 1 -1 10 -5 12597.0 1138.72 1 -1 10 -6 9023.55 961.456 1 -1 10 -7 2114.43 458.408 1 -1 10 -8 2411.33 468.744 1 -1 10 -9 2592.56 524.267 1 1 -9 -11 430.954 186.265 4 -1 9 10 4104.96 718.362 1 1 -9 -10 2859.29 517.698 4 1 -9 -9 5863.14 749.159 4 -1 9 9 4948.47 750.030 1 1 -9 -8 6797.46 781.671 4 -1 9 8 4707.84 740.143 1 1 -9 -7 12263.7 1041.39 4 -1 9 7 11633.9 878.374 2 -1 9 6 288.001 237.680 1 -1 9 6 122.936 161.578 2 1 -9 -6-44.2532 228.003 4 1 -9 -5 563.917 242.533 4 -1 9 5 132.742 223.944 1 1 -9 -4 20140.2 1332.30 4 -1 9 4 20018.6 1439.32 1 -1 9 3 25544.8 1594.10 1 1 -9 -3 26129.7 1513.78 4 1 -9 -2 23830.9 1463.02 4 -1 9 2 24683.0 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30507.1 1178.70 1 -1 4 5 31153.1 1180.14 1 -1 4 5 29870.9 1019.51 2 1 -4 -5 30641.3 1071.50 4 1 -4 -4 1747.99 256.895 4 1 -4 -4 1473.93 147.511 3 1 -4 -4 1415.86 259.323 1 -1 4 4 1377.72 220.907 2 -1 4 4 1605.87 273.743 1 1 -4 -3 374.370 121.919 1 -1 4 3 452.659 179.025 1 -1 4 3 451.975 153.925 2 1 -4 -3 563.278 180.541 4 -1 4 3 420.812 72.9686 3 1 -4 -2 73.7447 70.5246 2 -1 4 2-21.4492 104.380 1 1 -4 -2-127.137 133.942 4 -1 4 2-47.2477 95.1280 2 1 -4 -2 175.777 128.685 1 -1 4 2 18.1779 29.2451 3 1 -4 -1 6018.26 406.805 2 -1 4 1 6009.95 199.950 3 1 -4 -1 6777.54 494.223 4 -1 4 1 6144.67 488.286 1 1 -4 -1 6117.15 490.917 1 -1 4 1 6370.51 428.118 2 1 -4 0 6694.96 503.746 1 1 -4 0 6131.08 421.738 2 -1 4 0 5700.37 456.368 1 -1 4 -1 620.985 174.119 1 1 -4 1 661.810 153.535 1 1 -4 1 574.765 144.592 2 1 -4 2 16010.6 740.007 2 1 -4 2 16062.9 766.682 1 -1 4 -2 16757.9 774.921 1 1 -4 3 10085.0 601.907 1 -1 4 -3 8875.17 568.539 1 1 -4 4 31955.0 1077.86 1 -1 4 -4 31541.8 1076.03 1 -1 4 -5 11172.3 638.736 1 1 -4 5 11657.9 639.430 1 -1 4 -6 2396.31 300.325 1 1 -4 6 2051.67 272.056 1 1 -4 7 38075.9 1188.38 1 -1 4 -7 38431.8 1207.99 1 -1 4 -8 183.362 112.274 1 -1 4 -9 185.830 123.365 1 -1 4 -9 28.9265 92.9189 5 -1 4 -9 375.959 214.922 3 -1 4 -10 422.807 144.699 1 -1 4 -10 395.229 140.681 5 -1 4 -10 739.776 249.081 3 -1 4 -11 196.588 106.553 5 -1 4 -11 283.876 211.079 3 -1 4 -11 126.403 99.4875 1 -1 4 -12 4465.39 601.891 3 -1 4 -12 4946.41 454.665 5 -1 4 -12 4609.65 426.186 1 -1 4 -13 1845.02 264.931 1 -1 4 -13 1774.23 395.514 3 -1 4 -14 750.914 332.376 3 -1 4 -15 298.235 245.300 3 -1 4 -16 2833.89 560.704 3 1 -3 -18 7735.85 922.670 3 1 -3 -17 15.6444 182.922 3 -1 3 17 81.5657 165.678 5 1 -3 -16 88.1766 144.182 3 -1 3 16 816.132 238.534 5 -1 3 15 3069.08 462.361 5 1 -3 -15 2469.16 453.579 3 -1 3 14 11649.4 885.166 5 1 -3 -14 11872.3 941.055 3 -1 3 13 1476.10 330.238 5 1 -3 -13 1872.26 358.188 3 1 -3 -12 285.618 175.325 3 1 -3 -12 139.692 114.274 1 -1 3 12 454.905 177.003 5 1 -3 -11 177.364 133.279 3 1 -3 -11 56.5691 90.0880 1 1 -3 -10 1923.89 289.723 4 1 -3 -10 2016.16 304.150 1 1 -3 -10 2200.25 346.439 3 -1 3 10 1810.26 291.543 4 -1 3 10 2168.13 302.253 1 -1 3 9 14102.9 747.996 1 1 -3 -9 14918.9 800.284 3 -1 3 9 12618.4 712.192 4 1 -3 -9 13507.1 730.883 4 1 -3 -9 13921.1 771.030 1 1 -3 -8 32308.3 1125.74 3 -1 3 8 35870.5 1192.84 1 1 -3 -8 34483.3 1144.95 4 -1 3 8 33516.5 1141.79 4 1 -3 -8 33468.5 1184.63 1 1 -3 -7 3012.58 329.732 4 1 -3 -7 3259.87 322.942 3 1 -3 -7 3365.93 357.155 1 -1 3 7 2959.50 311.405 4 -1 3 7 2963.47 336.223 1 1 -3 -6 6600.86 455.722 4 1 -3 -6 6446.29 485.751 1 -1 3 6 6606.26 455.606 4 -1 3 6 6554.53 479.764 1 1 -3 -6 6867.70 422.551 3 1 -3 -5 1199.74 175.018 3 1 -3 -5 1026.22 196.736 4 -1 3 5 1223.77 201.306 4 1 -3 -5 1174.99 200.830 1 -1 3 5 1349.35 228.090 1 1 -3 -4 548.124 144.090 1 -1 3 4 646.591 144.116 2 -1 3 4 527.222 153.293 4 -1 3 4 621.764 190.178 1 -1 3 4 650.834 118.505 3 1 -3 -4 617.463 103.380 3 1 -3 -4 796.569 162.738 4 -1 3 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373.692 107.553 5 -1 3 -9 5431.71 422.443 5 -1 3 -9 6214.87 427.930 1 -1 3 -10 787.976 266.261 3 -1 3 -10 806.236 177.007 5 -1 3 -10 842.224 170.124 1 -1 3 -11-49.7505 96.8257 1 -1 3 -11 13.4293 173.166 3 -1 3 -11 47.1639 84.6208 5 -1 3 -12 876.279 207.801 5 -1 3 -12 877.245 170.482 1 -1 3 -12 1163.69 306.408 3 -1 3 -13 246.899 96.1947 1 -1 3 -13 88.4150 162.072 3 -1 3 -14 5244.27 705.627 3 -1 3 -15 14.2812 235.452 3 -1 3 -16 277.073 245.725 3 -1 3 -17 631.607 296.246 3 1 -2 -18 1055.66 376.133 3 1 -2 -17 14635.6 1220.10 3 -1 2 16 312.681 123.077 5 1 -2 -16 312.871 202.453 3 1 -2 -15 2438.60 490.175 3 -1 2 15 2768.06 438.271 5 -1 2 14 408.016 202.281 5 1 -2 -14 952.339 286.887 3 1 -2 -13 1859.58 350.853 3 -1 2 13 1611.48 298.512 5 1 -2 -13 1593.13 257.074 1 -1 2 12 4533.36 479.384 5 1 -2 -12 3969.02 392.758 1 1 -2 -12 4175.69 517.933 3 1 -2 -11 27812.2 1264.15 3 -1 2 11 28865.8 1125.94 4 -1 2 11 29218.1 1186.55 5 1 -2 -11 28719.7 1042.23 1 1 -2 -10 158.258 77.9538 1 1 -2 -10 289.883 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887.852 268.593 5 1 3 14 11166.1 900.223 5 -1 -3 -14 11960.6 948.859 3 -1 -3 -15 3292.68 521.743 3 1 3 15 3341.11 532.166 5 -1 -3 -16 399.051 208.207 3 1 3 16 513.802 223.107 5 -1 -3 -17-87.8617 226.166 3 1 3 17 231.248 187.920 5 -1 -3 -18 9061.46 982.567 3 1 3 18 8375.96 872.357 5 1 4 -16 2643.98 562.660 3 1 4 -15-185.619 276.050 3 1 4 -14 896.588 346.528 3 1 4 -13 2196.18 451.925 3 1 4 -12 4863.81 611.432 3 1 4 -12 4762.42 318.130 1 1 4 -11-67.6066 163.650 3 1 4 -11 39.6320 69.6421 1 1 4 -11 3.56234 53.5181 5 1 4 -10 89.8124 61.5412 1 1 4 -10 116.544 153.877 3 1 4 -10 272.050 108.110 5 1 4 -9 252.941 170.113 3 1 4 -9 275.650 115.597 1 1 4 -9 63.9550 71.7788 5 -1 -4 8 121.617 80.1638 1 1 4 -8 98.7254 75.3527 1 1 4 -8-66.3519 169.731 3 1 4 -7 40162.5 1124.20 1 1 4 -7 37921.7 1335.19 3 -1 -4 7 38114.8 1082.47 1 -1 -4 6 2170.05 250.545 1 1 4 -6 2113.24 255.295 1 1 4 -6 2311.10 316.182 3 1 4 -5 11230.3 612.896 3 -1 -4 5 11308.8 586.081 1 1 4 -5 11816.0 607.340 1 1 4 -4 30422.7 1024.06 1 1 4 -4 32451.3 979.391 3 -1 -4 4 32762.8 1037.60 1 1 4 -3 9173.13 549.381 1 1 4 -3 9403.02 461.681 3 -1 -4 3 9304.44 553.963 1 1 4 -2 15480.8 733.574 1 -1 -4 2 16130.1 742.178 1 1 4 -2 15567.1 518.128 3 1 4 -1 597.975 191.476 1 1 4 -1 601.799 83.1777 3 -1 -4 1 873.932 172.100 2 -1 -4 1 859.824 182.918 1 -1 -4 0 5790.88 461.576 1 -1 -4 0 6028.27 353.809 2 1 4 0 6207.97 472.492 1 -1 -4 -1 6432.04 351.009 2 -1 -4 -1 5787.03 466.673 1 1 4 1 6849.35 516.849 1 1 4 2 11.1134 61.5932 2 -1 -4 -2 53.5667 60.3282 2 1 4 2 151.737 149.436 1 -1 -4 -2 117.809 114.016 1 -1 -4 -3 823.743 181.475 4 -1 -4 -3 711.101 199.191 1 1 4 3 553.371 111.099 2 1 4 3 515.987 141.956 1 -1 -4 -4 1265.61 248.677 1 -1 -4 -4 1442.50 215.210 4 -1 -4 -4 1510.81 128.547 3 1 4 4 1476.87 274.325 1 1 4 4 1306.27 175.838 2 1 4 5 29477.9 902.262 2 -1 -4 -5 29949.9 1197.07 1 -1 -4 -5 31322.3 1003.03 4 1 4 5 31830.2 1198.48 1 -1 -4 -5 30356.2 750.531 3 -1 -4 -6 17545.7 922.239 1 1 4 6 18144.7 919.820 1 -1 -4 -6 16883.4 730.243 4 1 4 6 15959.6 699.341 2 -1 -4 -6 18028.0 651.282 3 -1 -4 -7 17045.8 747.189 4 -1 -4 -7 18310.2 722.162 3 1 4 7 16141.6 895.326 1 -1 -4 -8 77.1632 100.657 3 1 4 8-46.9333 135.520 1 -1 -4 -8 231.479 116.159 4 -1 -4 -9 3323.42 353.999 4 1 4 9 3396.73 425.322 1 -1 -4 -9 3547.39 378.809 3 1 4 9 3710.32 371.592 4 -1 -4 -10 15311.8 767.668 4 -1 -4 -10 15715.1 844.932 3 1 4 10 15400.5 769.214 4 1 4 11 8296.41 576.129 4 -1 -4 -11 7567.09 555.788 4 1 4 11 8772.04 762.102 5 -1 -4 -11 8587.69 660.497 3 1 4 12 14774.8 1030.93 5 -1 -4 -12 14847.5 929.761 3 -1 -4 -13 1720.54 346.673 3 1 4 13 2535.81 448.683 5 1 4 14 1403.08 349.172 5 -1 -4 -14 1685.82 348.981 3 1 4 15 437.400 231.503 5 -1 -4 -15 936.392 297.951 3 -1 -4 -16 5970.36 729.468 3 1 4 16 3900.13 599.540 5 1 4 17 11439.7 1071.67 5 -1 -4 -17 11214.6 1028.13 3 -1 -4 -18 9757.75 997.201 3 1 4 18 10476.0 1042.96 5 1 5 -16 1575.85 445.230 3 1 5 -15 4181.25 675.817 3 1 5 -14 996.403 347.142 3 1 5 -13 154.456 214.176 3 1 5 -12-505.715 294.728 3 1 5 -11-272.521 213.769 3 1 5 -11 187.577 117.084 1 1 5 -10 7574.31 521.084 1 1 5 -10 6504.90 658.357 3 1 5 -10 6604.64 445.329 5 1 5 -9 2366.20 307.163 1 1 5 -9 1550.38 320.389 3 -1 -5 9 2169.43 280.190 1 1 5 -8 4848.47 425.884 1 1 5 -8 4460.38 474.355 3 -1 -5 8 4399.24 406.387 1 -1 -5 7 18483.9 844.667 1 1 5 -7 18461.9 862.410 1 1 5 -7 17536.2 907.660 3 -1 -5 6 1735.45 293.232 1 1 5 -6 1888.10 277.373 3 1 5 -6 2131.89 303.506 1 1 5 -5 7073.08 535.961 1 -1 -5 5 6630.81 524.400 1 1 5 -5 6692.79 485.318 3 -1 -5 4 37694.6 1269.97 1 1 5 -4 37313.3 1280.97 1 1 5 -4 38870.4 1102.30 3 1 5 -3 11100.1 508.534 3 1 5 -3 10106.9 657.724 1 -1 -5 3 11093.5 681.259 1 -1 -5 2 23337.3 1027.71 1 -1 -5 2 23157.4 899.901 2 1 5 -2 24134.8 664.911 3 1 5 -2 23699.2 1033.16 1 -1 -5 1-93.9071 129.022 1 1 5 -1 45.6225 25.9252 3 1 5 -1 97.0825 155.165 1 -1 -5 1-59.7541 118.522 2 -1 -5 0 1903.61 310.999 1 -1 -5 0 1549.12 210.730 2 1 5 0 1708.53 295.734 1 1 5 1 1116.36 255.520 1 -1 -5 -1 1022.17 236.187 1 -1 -5 -1 1211.91 189.848 2 -1 -5 -2 24547.3 797.597 2 1 5 2 25916.0 828.044 2 1 5 2 25639.9 1143.60 1 -1 -5 -3 22503.8 955.647 4 1 5 3 22832.6 1082.39 1 1 5 3 24049.9 798.384 2 1 5 4 51419.9 1237.82 2 -1 -5 -4 51522.3 1466.32 4 1 5 4 49380.0 1655.18 1 -1 -5 -5 16126.7 444.064 3 1 5 5 16023.1 686.044 2 -1 -5 -5 16368.0 803.667 4 1 5 5 15521.6 926.761 1 1 5 6 135.141 199.964 1 1 5 6 211.222 121.541 2 -1 -5 -6 379.892 95.2038 3 -1 -5 -6 312.450 151.035 4 1 5 7 21231.1 1125.97 1 -1 -5 -7 21359.1 730.908 3 1 5 7 22377.7 903.374 2 -1 -5 -7 21039.5 927.165 4 1 5 8 25675.2 1026.21 2 1 5 8 27230.0 1294.30 1 -1 -5 -8 27542.0 920.477 3 -1 -5 -8 25914.6 1050.47 4 1 5 9 19760.7 1128.17 1 -1 -5 -9 21932.7 896.404 3 -1 -5 -9 20198.1 935.898 4 1 5 9 21779.3 988.689 2 1 5 10 24951.0 1296.70 1 -1 -5 -10 26981.6 1081.04 3 -1 -5 -10 27302.4 1115.97 4 -1 -5 -11 1855.89 300.853 4 -1 -5 -11 1560.75 275.896 3 -1 -5 -12 1721.81 310.875 4 1 5 12 640.850 232.428 5 -1 -5 -12 1414.40 305.015 3 -1 -5 -13 7617.53 681.868 3 1 5 13 6135.56 733.720 5 1 5 14 20866.8 1373.74 5 -1 -5 -14 21372.1 1213.33 3 -1 -5 -15 28114.0 1462.99 3 1 5 15 25770.1 1580.07 5 1 5 16 14527.3 1210.83 5 1 5 17 2394.62 529.570 5 1 6 -15 334.359 258.016 3 1 6 -14 280.323 171.034 3 1 6 -13 1397.32 377.682 3 1 6 -12 1165.24 307.432 3 1 6 -11 359.825 156.101 3 1 6 -11 496.103 162.914 1 1 6 -10 1265.34 290.508 3 1 6 -10 1351.97 254.169 1 1 6 -9-37.8730 150.212 3 1 6 -9 39.9995 112.466 1 1 6 -8 491.978 167.509 1 -1 -6 8 289.002 147.179 1 1 6 -8 143.096 118.702 3 1 6 -7 62412.8 1797.60 3 1 6 -7 63433.8 1828.09 1 1 6 -6 15491.5 882.665 1 1 6 -6 14405.6 779.516 3 1 6 -5 28093.1 1211.37 1 1 6 -5 28109.1 1020.79 3 1 6 -4 13892.5 642.342 3 1 6 -4 14304.8 859.667 1 -1 -6 4 15502.3 882.235 2 -1 -6 3 211.349 119.918 2 1 6 -3-6.24540 110.767 1 1 6 -3 165.841 88.3033 3 -1 -6 2 10070.1 641.404 2 1 6 -2 10114.1 741.348 1 1 6 -2 10151.4 411.215 3 -1 -6 1 16681.8 781.327 2 1 6 -1 15736.0 940.467 1 -1 -6 0 25825.8 950.609 2 1 6 0 26688.0 1252.46 1 1 6 1 19048.4 1074.01 1 -1 -6 -1 18912.0 788.345 2 1 6 2 7103.00 657.136 1 -1 -6 -2 7169.70 471.562 2 1 6 3 7064.30 474.351 2 -1 -6 -3 8103.98 632.326 4 1 6 3 6843.61 654.833 1 1 6 4 5010.23 573.274 1 1 6 4 4656.17 395.547 2 -1 -6 -4 5408.09 509.329 4 -1 -6 -5 86308.0 2161.28 4 1 6 5 85462.2 2454.17 1 1 6 5 91501.3 1889.80 ; _shelx_hkl_checksum 99556 data_II _audit_creation_method SHELXL-2014/7 _shelx_SHELXL_version_number 2014/7 _chemical_formula_moiety '2(C3 H5 N2), (H2 O6 P2)' _chemical_formula_sum 'C6 H12 N4 O6 P2' _chemical_formula_weight 298.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system tetragonal _space_group_IT_number 96 _space_group_name_H-M_alt 'P 43 21 2' _space_group_name_Hall 'P 4nw 2abw' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, z+1/2' 3 '-y+1/2, x+1/2, z+3/4' 4 'y+1/2, -x+1/2, z+1/4' 5 '-x+1/2, y+1/2, -z+3/4' 6 'x+1/2, -y+1/2, -z+1/4' 7 'y, x, -z' 8 '-y, -x, -z+1/2' _cell_length_a 8.966(2) _cell_length_b 8.966(2) _cell_length_c 15.462(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1243.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 5341 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 28.44 _exptl_crystal_type_of_structure cryst _exptl_crystal_description column _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.593 _exptl_crystal_F_000 616 _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_absorpt_coefficient_mu 0.376 _shelx_estimated_absorpt_T_min 0.858 _shelx_estimated_absorpt_T_max 0.981 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.867 _exptl_absorpt_correction_T_max 0.983 _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Agilent Technologies, Xcalibur R' _diffrn_detector 'CCD plate' _diffrn_detector_type Ruby _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 10.3456 _diffrn_reflns_number 13584 _diffrn_reflns_av_unetI/netI 0.0234 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.626 _diffrn_reflns_theta_max 28.762 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.969 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.969 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.957 _diffrn_reflns_point_group_measured_fraction_full 1.000 _reflns_number_total 1550 _reflns_number_gt 1444 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.601 _reflns_Friedel_fraction_max 0.937 _reflns_Friedel_fraction_full 1.000 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_structure_solution 'SHELXT-2014/7 (Sheldrick, 2015)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2015)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0313P)^2^+0.3895P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ; Flack x determined using 519 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.03(4) _chemical_absolute_configuration ad _refine_ls_number_reflns 1550 _refine_ls_number_parameters 94 _refine_ls_R_factor_all 0.0326 _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_ref 0.0646 _refine_ls_wR_factor_gt 0.0631 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.31970(6) 0.24790(6) 0.56384(3) 0.01203(14) Uani 1 1 d ? ? ? ? ? O1 O 0.29901(18) 0.08245(17) 0.57054(11) 0.0214(4) Uani 1 1 d ? ? ? ? ? O2 O 0.47546(16) 0.30850(17) 0.57853(10) 0.0161(3) Uani 1 1 d ? ? ? ? ? O3 O 0.21351(18) 0.33388(19) 0.62805(10) 0.0189(4) Uani 1 1 d ? ? ? ? ? H3 H 0.131(4) 0.288(4) 0.635(2) 0.054(11) Uiso 1 1 d ? ? ? ? ? N1 N 0.4969(2) 0.6045(2) 0.61837(13) 0.0187(4) Uani 1 1 d ? ? ? ? ? H1N H 0.493(4) 0.518(4) 0.606(2) 0.038(9) Uiso 1 1 d ? ? ? ? ? N3 N 0.4378(2) 0.8365(2) 0.61309(13) 0.0189(4) Uani 1 1 d ? ? ? ? ? H3N H 0.401(4) 0.911(4) 0.599(2) 0.046(10) Uiso 1 1 d ? ? ? ? ? C2 C 0.4252(3) 0.7072(2) 0.57305(15) 0.0195(5) Uani 1 1 d ? ? ? ? ? H2 H 0.3733 0.6906 0.5204 0.023 Uiso 1 1 calc R U ? ? ? C4 C 0.5189(2) 0.8159(3) 0.68759(16) 0.0196(5) Uani 1 1 d ? ? ? ? ? H4 H 0.5442 0.8902 0.7288 0.024 Uiso 1 1 calc R U ? ? ? C5 C 0.5557(2) 0.6700(2) 0.69101(15) 0.0187(4) Uani 1 1 d ? ? ? ? ? H5 H 0.6115 0.6220 0.7352 0.022 Uiso 1 1 calc R U ? ? ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0132(3) 0.0100(3) 0.0128(2) 0.0010(2) -0.0022(2) -0.0007(2) O1 0.0240(9) 0.0120(7) 0.0281(9) 0.0037(7) -0.0086(7) -0.0015(6) O2 0.0146(8) 0.0151(7) 0.0188(8) 0.0010(6) -0.0040(6) -0.0008(6) O3 0.0188(8) 0.0208(9) 0.0170(8) -0.0033(6) 0.0040(6) -0.0051(7) N1 0.0191(10) 0.0135(10) 0.0236(10) -0.0021(8) 0.0005(8) 0.0007(7) N3 0.0217(10) 0.0127(10) 0.0225(10) 0.0001(8) -0.0044(8) 0.0030(8) C2 0.0203(11) 0.0181(11) 0.0200(11) -0.0025(8) -0.0032(9) 0.0009(8) C4 0.0201(11) 0.0172(11) 0.0216(11) -0.0027(10) -0.0037(10) 0.0001(9) C5 0.0181(10) 0.0177(11) 0.0201(10) 0.0003(10) -0.0023(9) -0.0006(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 O1 1.4986(17) ? yes P1 O2 1.5157(16) ? yes P1 O3 1.5768(17) ? yes P1 P1 2.1741(11) 7_556 yes O3 H3 0.86(4) ? ? N1 C2 1.324(3) ? ? N1 C5 1.373(3) ? ? N1 H1N 0.80(4) ? ? N3 C2 1.319(3) ? ? N3 C4 1.375(3) ? ? N3 H3N 0.77(4) ? ? C2 H2 0.9500 ? ? C4 C5 1.349(3) ? ? C4 H4 0.9500 ? ? C5 H5 0.9500 ? ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 P1 O2 117.29(9) ? ? yes O1 P1 O3 111.45(10) ? ? yes O2 P1 O3 106.66(9) ? ? yes O1 P1 P1 108.62(7) ? 7_556 yes O2 P1 P1 107.62(6) ? 7_556 yes O3 P1 P1 104.37(7) ? 7_556 yes P1 O3 H3 112(2) ? ? ? C2 N1 C5 108.7(2) ? ? ? C2 N1 H1N 122(2) ? ? ? C5 N1 H1N 129(2) ? ? ? C2 N3 C4 108.7(2) ? ? ? C2 N3 H3N 126(2) ? ? ? C4 N3 H3N 125(2) ? ? ? N3 C2 N1 108.8(2) ? ? ? N3 C2 H2 125.6 ? ? ? N1 C2 H2 125.6 ? ? ? C5 C4 N3 107.0(2) ? ? ? C5 C4 H4 126.5 ? ? ? N3 C4 H4 126.5 ? ? ? C4 C5 N1 106.8(2) ? ? ? C4 C5 H5 126.6 ? ? ? N1 C5 H5 126.6 ? ? ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 N3 C2 N1 -0.8(3) ? ? ? ? ? C5 N1 C2 N3 1.0(3) ? ? ? ? ? C2 N3 C4 C5 0.4(3) ? ? ? ? ? N3 C4 C5 N1 0.2(3) ? ? ? ? ? C2 N1 C5 C4 -0.7(3) ? ? ? ? ? O1 P1 P1 O1 67.61(15) ? ? 7_556 7_556 yes O2 P1 P1 O1 -164.46(9) ? ? 7_556 7_556 yes O3 P1 P1 O1 -51.39(9) ? ? 7_556 7_556 yes O1 P1 P1 O2 -164.46(9) ? ? 7_556 7_556 yes O2 P1 P1 O2 -36.54(13) ? ? 7_556 7_556 yes O3 P1 P1 O2 76.54(9) ? ? 7_556 7_556 yes O1 P1 P1 O3 -51.39(10) ? ? 7_556 7_556 yes O2 P1 P1 O3 76.54(9) ? ? 7_556 7_556 yes O3 P1 P1 O3 -170.38(13) ? ? 7_556 7_556 yes loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3 O2 0.86(4) 1.73(4) 2.576(2) 169(4) 6_456 N1 H1N O2 0.80(4) 1.93(4) 2.731(3) 178(3) ? N3 H3N O1 0.77(4) 1.84(4) 2.616(3) 175(4) 1_565 C2 H2 O2 0.95 2.53 3.302(3) 138.7 7_556 _refine_diff_density_max 0.297 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.048 _shelx_res_file ; imidhypo11ab.res created by SHELXL-2014/7 TITL imidhypo11_a.res in P4(3)2(1)2 CELL 0.71073 8.966 8.966 15.462 90.00 90.00 90.00 ZERR 4 0.002 0.002 0.004 0.00 0.00 0.00 LATT -1 SYMM -X,-Y,0.5+Z SYMM 0.5-Y,0.5+X,0.75+Z SYMM 0.5+Y,0.5-X,0.25+Z SYMM 0.5-X,0.5+Y,0.75-Z SYMM 0.5+X,0.5-Y,0.25-Z SYMM +Y,+X,-Z SYMM -Y,-X,0.5-Z SFAC C H N O P UNIT 24 48 16 24 8 L.S. 4 temp -163 size 0.42 0.06 0.05 PLAN 20 BOND $H htab conf fmap 2 53 acta EQIV $1 x-1/2, -y+1/2, -z+5/4 EQIV $2 x, y+1, z EQIV $3 y, x, -z+1 EQIV $4 -y+1, -x+1, -z+3/2 EQIV $5 x+1/2, -y+1/2, -z+5/4 conf O1 P1 P1_$3 O1_$3 2.3 conf O2 P1 P1_$3 O1_$3 2.3 conf O3 P1 P1_$3 O1_$3 2.3 conf O1 P1 P1_$3 O2_$3 2.3 conf O2 P1 P1_$3 O2_$3 2.3 conf O3 P1 P1_$3 O2_$3 2.3 conf O1 P1 P1_$3 O3_$3 2.3 conf O2 P1 P1_$3 O3_$3 2.3 conf O3 P1 P1_$3 O3_$3 2.3 HTAB O3 O2_$1 HTAB N1 O2 HTAB N3 O1_$2 HTAB C2 O2_$3 HTAB C4 O3_$4 HTAB C5 O3_$4 HTAB C5 O1_$5 WGHT 0.031300 0.389500 FVAR 3.06774 P1 5 0.319697 0.247901 0.563843 11.00000 0.01323 0.01004 = 0.01282 0.00100 -0.00225 -0.00072 O1 4 0.299014 0.082446 0.570544 11.00000 0.02398 0.01203 = 0.02809 0.00374 -0.00860 -0.00151 O2 4 0.475463 0.308500 0.578532 11.00000 0.01460 0.01507 = 0.01876 0.00098 -0.00395 -0.00081 O3 4 0.213514 0.333884 0.628046 11.00000 0.01877 0.02076 = 0.01705 -0.00329 0.00396 -0.00511 H3 2 0.130634 0.288037 0.635451 11.00000 0.05398 N1 3 0.496870 0.604459 0.618373 11.00000 0.01911 0.01347 = 0.02361 -0.00210 0.00050 0.00073 H1N 2 0.492910 0.517544 0.606008 11.00000 0.03774 N3 3 0.437806 0.836507 0.613092 11.00000 0.02165 0.01267 = 0.02248 0.00011 -0.00442 0.00300 H3N 2 0.401340 0.910804 0.598741 11.00000 0.04637 C2 1 0.425219 0.707214 0.573048 11.00000 0.02030 0.01811 = 0.01999 -0.00251 -0.00317 0.00091 AFIX 43 H2 2 0.373297 0.690574 0.520366 11.00000 -1.20000 AFIX 0 C4 1 0.518876 0.815851 0.687585 11.00000 0.02009 0.01718 = 0.02164 -0.00270 -0.00368 0.00007 AFIX 43 H4 2 0.544214 0.890162 0.728844 11.00000 -1.20000 AFIX 0 C5 1 0.555660 0.670029 0.691014 11.00000 0.01812 0.01770 = 0.02015 0.00026 -0.00232 -0.00062 AFIX 43 H5 2 0.611485 0.621991 0.735185 11.00000 -1.20000 AFIX 0 HKLF 4 REM imidhypo11_a.res in P4(3)2(1)2 REM R1 = 0.0284 for 1444 Fo > 4sig(Fo) and 0.0326 for all 1550 data REM 94 parameters refined using 0 restraints END WGHT 0.0313 0.3895 REM Instructions for potential hydrogen bonds HTAB O3 O2_$1 HTAB N1 O2 HTAB N3 O1_$2 HTAB C2 O2_$3 HTAB C4 O3_$4 HTAB C5 O1_$5 HTAB C5 O3_$4 REM Highest difference peak 0.297, deepest hole -0.298, 1-sigma level 0.048 Q1 1 0.2944 0.2944 0.5000 10.50000 0.05 0.30 Q2 1 0.2740 0.1564 0.5718 11.00000 0.05 0.22 Q3 1 0.3977 0.3130 0.5766 11.00000 0.05 0.21 Q4 1 0.3218 0.1279 0.5336 11.00000 0.05 0.20 Q5 1 0.6263 0.5970 0.7115 11.00000 0.05 0.19 Q6 1 0.2558 0.2878 0.6031 11.00000 0.05 0.18 Q7 1 0.5926 0.7568 0.6728 11.00000 0.05 0.18 Q8 1 0.4808 0.3563 0.5706 11.00000 0.05 0.18 Q9 1 0.5094 0.3045 0.5431 11.00000 0.05 0.17 Q10 1 0.6384 0.5757 0.7050 11.00000 0.05 0.17 Q11 1 0.5198 0.3176 0.6135 11.00000 0.05 0.17 Q12 1 0.4393 0.2583 0.5894 11.00000 0.05 0.17 Q13 1 0.1280 0.5001 0.6426 11.00000 0.05 0.16 Q14 1 0.4985 0.1598 0.5709 11.00000 0.05 0.16 Q15 1 0.3210 0.0567 0.5570 11.00000 0.05 0.15 Q16 1 0.5194 0.3915 0.5720 11.00000 0.05 0.15 Q17 1 0.2594 0.0638 0.5729 11.00000 0.05 0.15 Q18 1 0.3199 0.1157 0.5973 11.00000 0.05 0.15 Q19 1 0.2469 0.4270 0.6012 11.00000 0.05 0.14 Q20 1 0.3708 0.1448 0.5715 11.00000 0.05 0.14 ; _shelx_res_checksum 35574 _shelx_hkl_file ; 0 0 2 110.952 51.7241 1 0 0 -2 176.966 42.3601 2 0 0 2 158.282 44.1550 2 0 0 -2 210.865 50.6410 1 0 0 3 44.4606 55.0874 2 0 0 3 65.5156 73.6589 1 0 0 -3 38.2743 57.8920 2 0 0 4 307402. 5577.23 1 0 0 -4 306127. 5507.79 2 0 0 4 310996. 5520.23 3 0 0 4 313398. 5505.34 2 0 0 5 3.50007 100.006 1 0 0 -5 82.8309 78.4848 2 0 0 5 31.9432 78.3215 3 0 0 5 63.7095 74.4020 2 0 0 -6-41.5039 85.0865 2 0 0 6-25.5583 73.2030 2 0 0 6 85.3635 93.1292 1 0 0 6 149.133 85.7811 3 0 0 7 15.4878 96.6565 1 0 0 7 120.354 81.3863 3 0 0 7-27.8949 78.7610 2 0 0 -7 10.6375 86.3577 2 0 0 8 83557.1 1674.67 2 0 0 8 81612.6 1797.15 1 0 0 -8 78187.6 1670.03 2 0 0 -9 207.484 104.635 4 0 0 -9 44.2410 87.8355 2 0 0 9 131.971 120.202 1 0 0 10-39.9257 120.809 1 0 0 -10 89.4171 101.338 2 0 0 -10 89.2578 96.7081 4 0 0 -11 33.4241 96.1877 2 0 0 -11 88.3160 98.4304 4 0 0 11 284.517 141.469 1 0 0 -12 196.630 120.284 2 0 0 -12-10.1526 101.042 4 0 0 12 166.413 118.998 1 0 0 -13-124.321 120.190 2 0 0 -13 24.8693 109.552 4 0 0 13-147.505 149.986 1 0 0 -14 204.787 135.708 4 0 0 14 130.757 141.716 1 0 0 -14-34.5293 108.416 2 0 0 -15 90.1874 135.548 2 0 0 -15 38.0018 124.955 4 0 0 15 146.536 155.814 1 0 0 16 73379.4 2024.34 1 0 0 -16 73740.8 1807.08 2 0 0 -16 75026.0 1881.08 4 0 0 -17 664.077 182.805 4 0 0 17 845.504 225.892 1 0 0 -17 591.484 173.880 2 0 0 18 259.008 176.813 1 0 0 -18 134.371 161.068 4 0 0 -18 170.177 154.207 2 0 0 19-33.6902 173.796 1 0 0 -19 55.8935 144.011 2 0 0 -19 274.557 176.501 4 -1 0 0 20.6487 42.2480 3 1 0 0 37.3336 34.0274 3 0 1 0 52.6415 33.3921 5 1 0 0 56.6773 35.7590 2 0 -1 0 21.5371 29.8829 5 -1 0 0 26.9879 38.0500 2 0 1 1 38372.9 723.311 5 0 -1 -1 37574.9 723.646 5 0 -1 1 38317.3 717.900 2 1 0 1 37965.8 702.318 4 0 -1 -1 37615.4 724.457 1 1 0 1 38063.2 724.451 2 -1 0 1 38025.3 729.307 3 1 0 1 37732.5 726.061 3 1 0 -1 38338.7 730.337 3 0 1 1 37099.7 719.220 4 -1 0 -1 36664.2 727.039 3 -1 0 -1 37223.1 725.283 2 -1 0 -1 38666.4 703.338 4 1 0 -1 37487.9 726.257 2 -1 0 1 38235.0 743.108 1 0 1 1 37461.2 723.537 1 0 -1 -1 37166.2 719.003 4 1 0 -1 38379.1 744.128 1 -1 0 1 37301.0 727.083 2 0 1 -1 37794.0 718.057 2 1 0 -2 2102.09 115.761 1 0 -1 -2 2196.72 106.617 4 0 -1 -2 2256.41 97.6427 5 0 1 -2 2222.06 113.015 2 1 0 2 2136.88 105.741 3 0 1 2 2193.45 105.200 4 0 -1 2 2177.17 110.134 2 0 1 2 2068.11 116.767 1 0 1 2 2066.67 94.4712 3 1 0 -2 2333.26 110.557 2 -1 0 -2 2133.36 95.8594 4 0 -1 -2 1965.75 115.422 1 0 1 2 2290.94 100.066 5 0 -1 2 2216.28 95.9177 3 -1 0 2 2312.94 107.116 2 -1 0 2 2212.08 119.326 1 -1 0 -2 2222.97 108.117 3 1 0 2 2415.39 98.1697 4 1 0 3 49549.3 973.051 3 0 -1 -3 48541.0 948.127 5 0 -1 -3 47685.6 920.781 2 0 -1 3 50104.8 978.364 2 -1 0 3 48745.1 964.734 2 0 -1 3 48983.8 961.049 3 1 0 -3 49834.6 1006.15 1 0 -1 -3 48600.2 977.290 4 0 1 3 49511.9 946.201 5 1 0 3 49630.3 966.072 2 -1 0 -3 48478.8 978.780 3 0 1 3 48981.3 921.217 2 0 1 3 48042.0 1007.90 1 -1 0 3 48215.8 1007.93 1 1 0 3 49536.1 964.165 4 0 -1 -3 48730.5 1009.03 1 1 0 -3 49042.7 969.690 2 0 1 3 49730.0 961.647 3 0 1 -3 48895.6 980.193 2 0 1 3 49767.6 977.407 4 -1 0 -3 48708.8 965.439 4 1 0 4 30423.3 680.693 3 0 -1 -4 30393.6 636.448 2 -1 0 -4 30793.7 693.680 3 -1 0 4 30458.8 725.651 1 1 0 -4 30187.5 677.623 2 0 1 4 31346.9 645.923 5 0 -1 4 31330.2 685.782 2 0 1 4 30272.7 685.412 4 0 1 4 30368.9 634.609 2 0 -1 -4 31995.2 729.842 1 0 -1 4 31639.0 676.923 3 0 1 4 30760.5 675.819 3 0 1 4 30637.8 731.237 1 -1 0 4 30638.5 673.940 2 1 0 4 30423.3 668.655 2 0 1 -4 31210.4 692.706 2 1 0 -4 32038.4 723.594 1 0 -1 -4 30904.6 692.985 4 -1 0 -4 30571.7 681.926 4 0 1 5 52918.0 1066.48 5 0 1 5 54051.8 1068.11 2 0 1 5 54454.6 1111.14 3 -1 0 -5 52150.6 1102.54 2 0 -1 5 55905.8 1124.83 2 0 -1 -5 54743.8 1176.07 1 0 1 -5 52859.4 1129.77 2 -1 0 -5 51714.7 1131.73 3 0 -1 -5 53089.9 1069.47 2 1 0 5 54924.1 1104.14 2 1 0 -5 54321.0 1170.59 1 0 -1 -5 53259.4 1130.50 4 0 -1 5 53646.2 1166.39 1 1 0 5 54023.5 1116.32 3 -1 0 5 51347.1 1170.59 1 -1 0 -5 54274.2 1120.09 4 -1 0 5 54400.7 1106.52 2 0 1 5 53751.1 1184.66 1 1 0 -5 53614.8 1114.65 2 0 -1 5 56378.9 1114.42 3 0 -1 -6 15737.9 470.623 4 0 1 6 15779.5 409.790 5 -1 0 -6 16459.8 471.136 4 1 0 6 16111.5 445.167 2 0 1 6 15720.3 521.372 1 0 -1 6 15478.2 455.970 2 0 1 -6 15124.0 467.120 2 -1 0 6 16176.8 450.485 2 0 -1 6 16295.1 458.869 3 -1 0 -6 15573.1 454.211 2 -1 0 6 15338.4 502.741 1 0 -1 6 15852.9 510.867 1 0 -1 -6 15524.4 425.569 2 -1 0 -6 15734.7 475.505 3 1 0 -6 15592.5 455.163 2 0 1 6 16339.4 460.913 3 0 -1 -6 16480.2 515.340 1 1 0 -6 16896.4 511.319 1 1 0 6 16551.4 465.737 3 0 1 6 16310.5 424.678 2 0 1 -7 28289.5 737.508 2 0 1 7 29051.9 684.271 2 -1 0 -7 28611.1 746.280 3 0 -1 -7 27868.6 686.894 2 0 1 7 29668.9 739.875 3 1 0 -7 28004.5 723.242 2 -1 0 7 28090.5 795.006 1 -1 0 7 29106.6 718.089 2 1 0 7 29607.2 734.534 3 1 0 -7 30652.1 802.858 1 0 1 7 28609.3 809.223 1 -1 0 -7 27858.2 717.267 2 -1 0 -7 28771.0 741.782 4 0 -1 -7 28791.1 746.420 4 0 -1 7 30082.3 734.533 3 1 0 7 30205.6 718.511 2 0 -1 7 30290.6 739.164 2 0 -1 7 28582.0 791.332 1 -1 0 -8 12690.7 440.622 2 1 0 8 13366.5 438.070 2 0 1 -8 12866.2 460.125 2 0 -1 8 13820.2 511.745 1 1 0 -8 12554.0 439.303 2 1 0 8 13679.3 528.180 1 0 -1 -8 12536.3 415.849 2 -1 0 8 14308.8 448.853 2 0 1 8 12781.2 514.181 1 0 1 8 14243.0 428.379 2 0 -1 -8 13275.1 464.881 4 -1 0 -8 13710.3 465.150 4 -1 0 8 14135.1 522.692 1 0 1 -9 13014.2 469.220 2 0 -1 -9 12828.1 472.244 4 1 0 9 12689.9 533.274 1 0 -1 9 13047.9 522.686 1 0 1 9 12183.9 522.715 1 0 1 9 12777.7 426.159 2 -1 0 -9 12510.9 452.466 2 0 -1 -9 12625.3 431.912 2 1 0 -9 11955.3 445.354 2 -1 0 9 12445.3 514.876 1 -1 0 -9 13061.2 470.094 4 -1 0 -10 3929.18 267.408 4 0 1 10 4361.97 216.055 5 0 1 10 3976.85 306.482 1 -1 0 -10 3861.40 252.100 2 0 -1 -10 3886.20 266.673 4 0 -1 10 3730.64 291.136 1 0 -1 -10 4096.66 246.113 2 -1 0 10 3806.85 297.711 1 1 0 -10 4205.44 265.411 2 1 0 10 3834.23 304.973 1 0 1 -10 4150.14 271.130 2 -1 0 -11 1459.15 177.285 4 0 1 -11 1464.15 179.501 2 0 -1 -11 1473.08 166.715 2 1 0 11 1569.29 221.549 1 0 -1 11 1362.63 203.335 1 -1 0 -11 1202.29 168.468 2 0 1 11 1320.78 200.982 1 1 0 -11 1164.64 166.685 2 -1 0 11 1141.89 199.600 1 0 -1 -11 1240.44 168.621 4 0 1 11 1166.16 122.476 5 -1 0 -12 88.7271 108.618 2 0 1 12 72.8248 136.828 1 1 0 -12 33.0741 103.581 2 0 1 -12 16.5083 107.604 2 -1 0 -12 149.308 116.653 4 1 0 12 313.970 148.521 1 0 -1 -12 195.642 111.327 2 0 -1 12 215.731 141.877 1 -1 0 12 439.424 157.959 1 0 -1 -12 146.286 116.209 4 1 0 -13 12044.1 513.070 2 0 1 -13 11264.6 508.644 2 -1 0 -13 11623.3 499.931 2 0 -1 13 10835.3 572.707 1 -1 0 13 11346.5 589.143 1 -1 0 -13 11950.9 531.040 4 0 1 13 11082.2 583.558 1 1 0 13 11493.3 592.380 1 0 -1 -13 11503.9 527.922 4 1 0 -13 12002.7 535.240 4 0 -1 -13 10780.4 469.665 2 -1 0 14-38.9448 149.882 1 1 0 -14 358.565 136.261 2 1 0 -14 661.471 170.812 4 1 0 14 185.034 155.550 1 -1 0 -14 278.770 142.734 2 0 -1 14 436.009 164.379 1 0 1 -14 248.978 144.770 2 0 -1 -14 319.464 139.174 2 0 -1 -14 280.605 132.904 4 0 1 14 79.8506 130.368 1 -1 0 -14 212.948 132.098 4 0 1 -14 118.721 131.301 4 -1 0 15 7821.91 532.294 1 0 1 -15 8004.75 453.385 2 1 0 -15 8521.38 456.264 2 0 1 15 8071.57 534.824 1 1 0 15 8129.98 540.858 1 0 -1 -15 8121.09 431.296 2 -1 0 -15 8053.41 441.091 2 -1 0 -15 9049.46 489.268 4 1 0 -15 8251.34 479.331 4 0 -1 15 8323.89 531.208 1 0 1 -15 8058.76 467.415 4 0 -1 -15 8357.30 478.602 4 0 -1 16 319.257 199.233 1 1 0 16 229.708 171.960 1 -1 0 -16 2.75478 141.461 4 0 1 -16 106.298 136.455 4 1 0 -16 245.797 138.113 2 1 0 -16 141.880 159.651 4 0 1 16 67.7900 165.752 1 -1 0 16 245.602 169.317 1 0 -1 -16 41.7183 119.131 2 0 1 -16 375.127 158.578 2 0 -1 -16 278.596 164.952 4 -1 0 -17 2064.23 269.942 4 1 0 17 2331.80 318.483 1 0 1 -17 2783.64 301.995 2 1 0 -17 2026.57 254.773 2 0 1 -17 2091.68 273.951 4 1 0 -17 2513.38 287.973 4 0 1 17 2675.16 349.762 1 0 -1 17 2419.44 319.706 1 0 -1 -17 1956.06 247.808 2 -1 0 17 2159.29 313.146 1 0 -1 -17 2259.00 285.489 4 -1 0 18 49.1138 165.963 1 -1 0 -18 229.270 160.592 4 1 0 -18-110.611 159.394 2 1 0 18 614.590 231.780 1 1 0 -18 147.594 172.020 4 0 1 18 113.072 177.158 1 0 -1 -18 190.435 151.429 4 0 -1 -18 117.061 135.035 2 0 1 -18-55.6978 166.732 2 0 1 -18 247.558 148.422 4 0 -1 18-146.726 174.981 1 1 0 -19 24.8197 140.159 2 1 0 19 119.078 187.174 1 -1 0 19-98.7896 158.406 1 0 1 -19-7.48377 151.994 2 0 -1 -19-11.5617 145.675 2 1 0 -19 27.9182 149.026 4 0 1 19-409.452 175.132 1 0 1 -19-59.1905 162.662 4 -1 0 -19 50.5072 153.283 4 0 -1 -19 170.768 175.630 4 0 -1 19 194.232 175.173 1 1 0 -20 717.571 212.272 2 0 1 -20 699.030 198.995 2 -1 -1 0 7026.89 178.907 2 1 -1 0 7245.27 190.333 2 -1 -1 0 6824.53 191.995 5 1 1 0 7183.20 182.408 3 1 1 0 6895.50 190.008 5 1 1 0 7069.08 180.664 2 -1 1 0 6900.42 183.920 3 -1 -1 0 7137.83 182.532 3 -1 1 0 6703.23 188.789 2 1 -1 0 6863.47 181.520 3 1 -1 1 2524.63 102.070 3 -1 -1 -1 2530.20 104.727 3 1 1 1 2784.63 116.556 4 -1 1 1 2864.14 136.307 1 1 1 -1 2740.39 98.8745 5 1 1 1 2648.66 115.311 5 1 1 -1 2674.57 112.333 2 1 1 -1 2566.09 103.756 3 1 1 1 2871.00 103.983 3 1 -1 -1 2575.42 128.243 1 -1 -1 1 2701.39 104.871 3 -1 1 1 2597.72 100.996 2 1 -1 -1 2481.99 101.310 3 -1 -1 -1 2805.62 117.022 4 1 -1 -1 2305.56 85.9569 4 -1 -1 1 2649.39 111.387 2 1 -1 -1 2872.18 104.692 2 -1 -1 1 2609.28 98.5892 5 -1 1 -1 2771.13 104.572 3 -1 -1 -1 2692.67 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2 -2 0 10 7536.90 418.129 1 0 2 10 7365.07 301.855 5 0 -2 -10 6784.19 358.365 4 0 2 10 7182.72 419.104 1 -2 0 -10 7450.77 364.498 4 -2 0 10 7297.70 228.087 5 0 -2 11 7387.59 419.226 1 -2 0 -11 6850.10 372.380 4 0 2 11 7055.29 434.141 1 2 0 11 7709.71 452.371 1 -2 0 11 7119.39 427.947 1 0 -2 -11 7023.90 381.735 4 0 -2 -11 7230.01 326.646 2 2 0 -11 7378.94 380.336 2 -2 0 11 7122.43 236.636 5 0 2 -11 7029.38 385.099 2 2 0 -12 36.3178 110.644 2 -2 0 -12 155.915 117.978 4 0 -2 12-125.631 135.715 1 0 -2 -12-11.8554 111.509 4 0 -2 -12 98.9310 84.6758 2 2 0 12 81.5581 125.800 1 0 2 12 160.149 140.001 1 0 2 -12-4.35881 112.819 2 -2 0 12 91.1505 45.0579 5 -2 0 12 5.92029 119.808 1 0 -2 -13 32.5817 93.3739 2 0 2 13 75.7484 127.048 1 2 0 -13-91.0543 125.909 2 -2 0 13 51.7911 132.429 1 0 -2 -13-127.857 118.458 4 0 2 -13-7.77224 128.743 2 -2 0 -13 88.0697 113.912 4 2 0 13 47.2034 138.187 1 0 -2 13 132.471 136.042 1 0 2 -14 1671.66 222.369 2 0 -2 -14 1108.89 189.161 4 -2 0 -14 1331.11 192.141 4 0 -2 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273.189 2 0 2 18 2008.23 316.079 1 -2 0 18 1914.55 319.714 1 0 2 -18 2156.40 288.734 2 -2 0 -18 2039.14 268.234 4 0 -2 -18 2331.13 282.458 4 2 0 -18 1695.37 261.481 4 2 0 18 3027.25 373.257 1 0 -2 18 2126.36 326.093 1 0 2 -18 2392.73 278.746 4 2 0 -19 1553.80 249.407 2 -2 0 19 1106.67 267.950 1 0 2 -19 1366.80 242.940 4 0 2 -19 1393.76 267.958 2 0 2 19 1605.43 296.333 1 2 0 19 1516.38 268.792 1 2 0 -19 1136.75 232.491 4 -2 0 -19 2013.53 283.459 4 0 -2 19 1157.18 248.872 1 0 -2 -19 1275.19 239.120 4 2 0 -20 829.509 200.897 2 -2 1 19 294.693 186.164 1 -2 -1 -19 69.6036 143.204 4 -1 -2 19-100.207 186.364 1 1 -2 -19-37.2691 129.066 2 2 -1 19 201.125 207.120 1 -1 2 -19 129.847 163.213 4 2 1 -19 176.081 167.073 2 2 1 -18 731.301 223.205 4 1 -2 -18 455.885 163.997 4 -2 -1 -18 533.377 177.450 4 -1 -2 18 675.405 194.561 1 1 -2 -18 630.844 162.945 2 1 2 18 292.429 184.495 1 -1 2 -18 632.784 184.141 4 2 -1 18 276.518 158.439 1 -2 1 18 387.573 184.823 1 2 1 -18 627.987 180.383 2 1 2 17 7758.53 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29864.9 671.449 1 -3 0 3 22007.2 562.070 2 3 0 -3 22854.8 600.854 1 0 3 3 20391.8 552.304 1 0 3 -3 21265.1 548.102 2 0 -3 3 21385.1 475.977 3 3 0 3 21535.6 500.233 4 0 -3 -3 22038.4 559.455 5 -3 0 -3 22073.2 575.016 3 -3 0 -3 21058.4 504.259 4 -3 0 3 20644.3 569.829 3 0 -3 3 21934.1 540.232 2 3 0 -3 20496.8 565.504 2 0 -3 -3 20959.3 547.223 4 3 0 3 21842.5 562.205 3 0 3 3 21354.0 476.849 3 -3 0 -3 22360.9 560.585 2 0 -3 -3 21687.1 558.597 1 0 3 3 22115.1 546.835 4 3 0 3 22173.3 561.080 2 0 3 3 22136.6 552.046 5 3 0 4 8683.02 310.983 3 -3 0 4 8002.76 319.074 3 -3 0 4 7881.46 339.958 1 -3 0 -4 7889.15 271.984 4 0 -3 -4 8404.12 317.223 1 0 -3 4 8369.87 258.386 3 0 3 4 7597.61 257.401 3 0 -3 -4 7521.98 296.571 4 0 3 4 7859.52 313.682 1 0 -3 4 8368.64 302.323 2 -3 0 4 8175.81 302.390 2 0 3 4 8425.18 301.169 4 0 -3 -4 7849.48 295.872 5 3 0 -4 8687.25 340.750 1 3 0 4 7554.93 298.568 2 3 0 -4 7939.41 313.862 2 3 0 4 7983.19 267.935 4 -3 0 -4 8231.24 316.883 3 0 3 4 8375.64 294.025 5 0 3 -4 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0 14 12763.6 662.824 1 0 -3 -14 13602.3 504.326 2 3 0 14 13758.4 703.824 1 0 3 14 12270.3 661.899 1 3 0 -14 12726.7 583.705 2 0 3 15 3566.20 370.586 1 3 0 -15 3345.53 312.983 2 -3 0 -15 3706.44 319.063 4 0 -3 -15 3994.42 279.922 2 -3 0 15 4083.37 388.207 1 0 3 -15 4237.42 359.605 2 0 -3 -15 3710.48 326.546 4 0 -3 15 3626.25 347.525 1 3 0 15 4211.62 398.379 1 0 -3 16 1330.42 227.635 1 3 0 16 1850.45 308.844 1 0 -3 -16 1333.85 227.107 4 3 0 -16 1406.46 225.745 4 -3 0 -16 1525.35 220.111 4 -3 0 16 1537.54 268.069 1 0 3 16 1355.33 261.878 1 3 0 -16 1346.99 240.136 2 0 3 -16 1755.31 257.713 2 0 -3 -16 1512.22 186.327 2 3 0 17 1273.49 277.098 1 3 0 -17 1044.69 227.645 2 -3 0 17 796.834 220.929 1 0 3 -17 1079.41 220.628 2 0 -3 17 882.068 226.167 1 3 0 -17 845.696 196.779 4 0 3 17 418.496 214.061 1 0 -3 -17 1564.36 245.520 4 -3 0 -17 622.706 197.766 4 3 0 18 474.443 234.490 1 0 3 18 202.095 184.739 1 0 -3 18 257.981 203.051 1 -3 0 18 134.961 159.698 1 -3 0 -18 371.170 178.321 4 3 0 -18-77.0064 152.940 4 0 3 -18 11.5669 170.034 2 0 -3 -18 211.798 165.470 4 3 0 -18 101.812 154.882 2 0 3 -18 194.618 164.939 4 -3 0 -19 864.254 212.290 4 0 -3 19 681.269 219.338 1 3 0 -19 790.566 207.557 2 -3 0 19 581.234 229.065 1 -1 3 -19 1952.76 283.808 4 -1 -3 19 1605.39 278.125 1 3 1 -19 1382.37 246.225 2 1 3 18 3090.11 397.124 1 3 1 -18 3256.27 346.169 4 1 -3 -18 3409.80 342.528 4 -1 3 -18 2928.92 321.219 4 3 1 -18 2383.76 306.077 2 -1 -3 18 2902.67 362.517 1 -3 1 18 2847.36 371.380 1 3 -1 18 2488.79 341.386 1 -3 -1 -18 2720.16 306.416 4 -3 1 17 1564.90 284.748 1 -3 -1 -17 1937.06 258.171 4 1 3 17 1973.96 313.312 1 1 -3 -17 1958.93 269.130 4 -1 -3 17 1569.51 261.582 1 -1 3 -17 1817.04 265.726 4 3 -1 17 2223.92 320.230 1 3 1 -17 1960.57 277.695 2 1 -3 -17 1997.81 222.272 2 1 -3 -16 421.250 136.881 2 1 -3 -16 363.713 144.749 4 -3 1 16 858.287 229.980 1 -3 -1 -16 310.172 161.442 4 1 3 16 771.104 223.825 1 3 1 -16 628.311 175.769 2 3 -1 16 549.120 192.121 1 -1 -3 16 671.364 208.063 1 -1 3 -16 623.858 171.376 4 -3 -1 -15 282.771 141.667 4 1 -3 -15 192.137 127.756 4 1 3 15 415.719 161.043 1 1 -3 -15 385.141 125.845 2 3 1 -15 526.010 177.148 2 3 -1 15 312.411 161.010 1 -1 3 -15 448.234 167.830 2 -3 1 15 268.922 163.930 1 -1 -3 15 382.782 154.555 1 3 -1 14 3093.96 337.986 1 1 3 14 2567.25 305.655 1 -3 -1 -14 3178.93 290.158 4 1 -3 -14 3276.60 240.977 2 3 1 -14 3547.48 314.165 2 1 -3 -14 2913.91 296.078 4 -3 1 14 2231.38 295.796 1 -1 3 -14 3262.96 306.623 2 -1 -3 14 3084.91 308.227 1 -1 3 -13 620.546 160.675 2 -3 -1 -13 594.415 147.824 4 1 -3 -13 535.008 145.805 4 -1 -3 13 696.283 172.567 1 -3 1 13 610.295 184.405 1 1 -3 -13 778.250 141.468 2 1 3 13 644.647 184.238 1 3 1 -13 720.573 175.610 2 -3 -1 -12 1874.13 212.991 4 1 3 12 1764.25 245.763 1 1 -3 -12 1481.04 196.393 4 -1 -3 12 1682.58 213.920 1 3 1 -12 1790.67 226.601 2 1 -3 -12 1676.88 165.123 2 -3 1 12 1651.11 246.520 1 -1 3 -12 2100.68 242.029 2 -3 -1 -12 1820.01 224.573 3 -1 -3 11 5626.54 354.685 1 1 3 11 6009.51 262.902 2 -3 -1 -11 5958.62 356.426 3 3 1 -11 5035.98 334.467 2 -3 1 11 4819.79 148.195 5 -3 1 11 5498.77 396.721 1 1 3 11 6207.95 407.444 1 1 -3 -11 5523.75 334.716 4 1 -3 -11 5933.05 283.453 2 -1 3 -11 5584.65 351.314 2 -3 -1 -11 5761.23 339.823 4 -3 1 10 6936.50 426.738 1 -1 -3 10 7371.87 389.186 1 1 -3 -10 7065.42 371.796 4 1 -3 -10 7581.43 307.224 2 3 1 -10 6959.29 382.694 2 1 3 10 7349.68 285.243 2 -1 3 -10 7100.67 384.310 2 1 3 10 7331.29 423.932 1 -3 -1 -10 7733.42 395.231 3 -3 -1 -10 7469.93 375.998 4 1 -3 -9 2994.92 183.280 2 3 1 -9 2785.48 239.156 2 -1 -3 9 2988.81 237.093 1 1 -3 -9 3098.69 229.663 4 1 3 9 2903.71 258.995 1 -3 -1 -9 2746.36 232.947 3 -3 -1 -9 3092.71 225.646 4 -1 3 -9 3242.33 254.111 2 -3 1 9 2636.71 257.143 1 1 3 9 3169.47 172.897 2 1 -3 -8 4449.52 260.950 4 -1 3 -8 4615.94 280.186 2 -3 1 8 3820.50 295.673 1 1 -3 -8 4303.74 201.751 2 -3 -1 -8 4502.45 266.354 4 1 3 8 3947.02 286.199 1 -1 -3 8 4164.23 256.015 1 -3 -1 -8 4514.12 279.257 3 1 3 8 4282.90 187.825 2 3 1 -8 4358.19 273.540 2 1 -3 -7 268.575 101.397 4 -1 -3 7 61.1305 82.6260 1 1 -3 -7 228.393 76.9754 5 -3 -1 -7 177.556 102.855 3 -3 -1 -7 67.0921 77.6493 4 -3 1 7 90.2257 108.148 1 3 1 -7 108.321 95.3232 2 1 3 7 75.8676 45.9199 2 1 3 7 200.435 99.6147 1 1 3 7 151.375 82.2642 3 1 -3 -7 109.790 63.9105 2 -1 3 -7 61.6598 101.039 2 3 1 -7 83.6156 81.5853 1 -3 1 6 8522.46 329.423 2 -1 -3 6 8188.62 324.741 1 1 3 6 8707.77 237.530 2 1 3 6 8028.59 303.353 3 -3 -1 -6 8302.20 331.105 4 1 -3 -6 8913.60 385.574 1 1 -3 -6 8229.64 333.100 4 -1 3 -6 8485.10 357.180 2 3 1 -6 8916.54 365.961 1 3 1 -6 8344.70 353.275 2 1 -3 -6 8313.36 259.969 2 1 -3 -6 8643.67 308.902 5 1 3 6 8362.83 329.916 5 -3 -1 -6 8463.40 352.873 3 1 3 6 8293.91 364.390 1 -3 1 6 8263.92 398.640 1 3 -1 5 18585.7 542.133 2 -3 -1 -5 18881.6 523.484 4 1 3 5 18351.0 392.832 2 -3 1 5 18835.0 609.300 1 1 -3 -5 19832.6 589.893 1 -1 3 -5 18968.0 549.035 2 1 -3 -5 17742.8 514.566 4 -3 -1 -5 18988.5 552.558 3 1 3 5 18421.9 537.688 4 -3 1 5 19473.5 527.770 2 -3 1 5 18110.6 544.971 3 3 -1 5 19153.0 539.673 3 1 -3 -5 18583.1 427.675 2 1 3 5 17628.5 393.316 2 1 3 5 17795.4 551.537 1 1 -3 -5 19517.8 505.376 5 1 3 5 18517.8 484.530 3 -1 -3 5 17983.5 498.061 1 -1 3 -5 18737.0 497.971 3 -1 -3 5 19370.8 537.744 2 1 3 5 19518.5 532.832 5 3 1 -5 18865.3 554.421 2 3 1 -5 18491.9 552.215 1 1 -3 -4 16518.3 506.059 1 1 -3 -4 16278.1 450.321 5 -3 -1 -4 16268.1 460.490 4 -3 1 4 16032.9 488.357 3 3 1 -4 16944.1 492.188 1 1 3 4 16356.7 325.748 2 -1 3 -4 17304.2 431.375 3 3 -1 4 16494.7 490.681 2 1 -3 -4 15686.2 449.692 4 1 3 4 15673.4 415.374 3 1 3 4 17081.5 477.925 5 1 3 4 15658.5 474.075 1 -1 -3 4 16557.9 419.931 1 -1 -3 4 16314.8 454.134 5 1 3 4 15476.9 325.546 2 -3 -1 -4 16151.7 485.196 3 -3 1 4 16336.4 541.248 1 3 -1 4 16686.1 478.427 3 1 -3 -4 16347.2 372.879 2 -1 -3 4 17554.8 475.841 2 3 1 -4 16665.0 497.309 2 3 1 -4 16532.2 348.529 5 -3 1 4 16911.1 468.901 2 1 3 4 17175.3 485.693 4 -1 -3 3 636.213 63.9522 1 3 -1 3 802.580 69.7930 4 3 1 -3 707.289 102.352 1 -1 3 -3 829.966 83.2383 3 1 3 3 701.014 103.766 4 1 3 3 655.678 100.269 5 -1 -3 3 679.881 95.0285 5 1 -3 -3 1002.86 108.191 5 -1 -3 3 712.633 100.438 2 -3 -1 -3 795.233 103.055 2 3 1 -3 749.012 59.9208 5 1 -3 -3 798.117 94.0175 4 -3 1 3 692.598 115.725 3 3 -1 3 902.001 117.788 3 -3 -1 -3 795.224 112.479 3 1 -3 -3 768.112 111.454 1 1 3 3 707.193 72.2272 3 1 3 3 750.020 95.5342 1 1 -3 -3 818.925 63.4718 2 3 -1 3 807.755 113.719 2 3 1 -3 810.013 122.826 2 -3 -1 -3 745.821 102.831 4 -3 1 3 664.277 100.070 2 1 3 2 36573.5 798.834 4 -3 -1 -2 33877.4 796.923 3 3 1 -2 35995.4 800.772 3 3 1 -2 34657.1 711.050 5 3 1 -2 35108.1 795.138 1 -1 -3 2 35537.0 789.870 5 1 3 2 34046.5 692.880 3 1 -3 -2 34863.3 746.931 4 -3 1 2 33520.7 802.524 3 1 -3 -2 35713.5 808.672 1 -1 3 -2 33793.3 697.134 3 1 3 2 34210.3 735.723 1 -3 1 2 34302.5 787.651 2 1 3 2 35834.1 800.347 5 -1 -3 2 36224.3 759.832 2 3 1 -2 34878.5 804.185 2 1 -3 -2 34510.6 690.018 2 3 -1 2 35836.3 793.318 3 1 -3 -2 34703.7 785.791 5 3 -1 2 34918.1 805.022 2 3 -1 2 33790.3 677 ; _shelx_hkl_checksum 30395 _vrf_PLAT213_I ; PROBLEM: Long O-H (X0.82,N0.98A) O5A - H5A . 1.22 Ang. RESPONSE: H5A and H2B atoms are involved in very short hydrogen bonds of O-H...O type. They were refined freely. ;