#------------------------------------------------------------------------------ #$Date: 2024-07-05 17:11:19 +0300 (Fri, 05 Jul 2024) $ #$Revision: 292876 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571720.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1571720 loop_ _publ_author_name 'Li, Yang' 'Ok, Kang Min' _publ_section_title ; Crystal clear: unveiling giant birefringence in organic--inorganic cocrystals ; _journal_issue 26 _journal_name_full 'Chemical Science' _journal_page_first 10193 _journal_page_last 10199 _journal_paper_doi 10.1039/D4SC02569E _journal_volume 15 _journal_year 2024 _chemical_formula_moiety 'H12 Mg O6, 2(C5 H5 N O), 2(N O3)' _chemical_formula_sum 'C10 H22 Mg N4 O14' _chemical_formula_weight 446.62 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-I 2ya' _space_group_name_H-M_alt 'I 1 2/a 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2023-10-23 _audit_creation_method ; Olex2 1.5 (compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817) ; _audit_update_record ; 2024-03-10 deposited with the CCDC. 2024-05-27 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 106.673(2) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 24.6517(11) _cell_length_b 6.4107(3) _cell_length_c 26.2782(12) _cell_measurement_reflns_used 9949 _cell_measurement_temperature 293.00 _cell_measurement_theta_max 27.33 _cell_measurement_theta_min 3.20 _cell_volume 3978.3(3) _computing_cell_refinement 'SAINT V8.40B (?, 2016)' _computing_data_reduction 'SAINT V8.40B (?, 2016)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 293.00 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker Bruker D8 QUEST' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1047 _diffrn_reflns_av_unetI/netI 0.0495 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_number 57494 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.574 _diffrn_reflns_theta_min 2.683 _exptl_absorpt_coefficient_mu 0.166 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.5966 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1135 before and 0.1007 after correction. The Ratio of minimum to maximum transmission is 0.8002. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.491 _exptl_crystal_description block _exptl_crystal_F_000 1872 _exptl_crystal_size_max 0.271 _exptl_crystal_size_mid 0.242 _exptl_crystal_size_min 0.152 _refine_diff_density_max 0.298 _refine_diff_density_min -0.339 _refine_diff_density_rms 0.062 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.176 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 292 _refine_ls_number_reflns 4602 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.175 _refine_ls_R_factor_all 0.1177 _refine_ls_R_factor_gt 0.0843 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0451P)^2^+13.7245P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1705 _refine_ls_wR_factor_ref 0.1859 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3176 _reflns_number_total 4602 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc02569e2.cif _cod_data_source_block 3 _cod_depositor_comments 'Adding full bibliography for 1571720--1571722.cif.' _cod_database_code 1571720 _shelx_shelxl_version_number 2018/3 _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. ; _shelx_estimated_absorpt_t_max 0.975 _shelx_estimated_absorpt_t_min 0.956 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All N(H) groups At 1.5 times of: All O(H) groups, All O(H,H) groups 2. Restrained distances Mg1-H3A \\sim Mg1-H3B with sigma of 0.02 Mg1-H2A \\sim Mg1-H2B with sigma of 0.02 Mg1-H5A \\sim Mg1-H5B with sigma of 0.02 3.a Free rotating group: O3(H3A,H3B), O5(H5A,H5B), O2(H2A,H2B) 3.b Rotating group: O1(H1A) 3.c Aromatic/amide H refined with riding coordinates: N1(H1), N2(H2), C2(H2C), C10(H10), C1(H1C), C7(H7), C4(H4), C5(H5), C9(H9), C8(H8) ; _shelx_res_file ; TITL 3_a.res in I2/a 3.res created by SHELXL-2018/3 at 23:56:57 on 23-Oct-2023 REM Old TITL 3 in I2/a REM SHELXT solution in I2/a: R1 0.197, Rweak 0.011, Alpha 0.045 REM 0.725 for 375 systematic absences, Orientation as input REM Formula found by SHELXT: C13 N O14 Mg CELL 0.71073 24.6517 6.4107 26.2782 90 106.673 90 ZERR 8 0.0011 0.0003 0.0012 0 0.002 0 LATT 2 SYMM 0.5-X,+Y,-Z SFAC C H Mg N O UNIT 80 176 8 32 112 EQIV $1 1-X,0.5+Y,1.5-Z EQIV $2 +X,1+Y,+Z EQIV $3 1-X,1-Y,1-Z EQIV $4 0.5+X,1-Y,+Z EQIV $5 -0.5+X,-Y,+Z SADI Mg1 H3a Mg1 H3b SADI Mg1 H2a Mg1 H2b SADI Mg1 H5a Mg1 H5b L.S. 50 PLAN 50 SIZE 0.152 0.242 0.271 TEMP 19.85 CONF HTAB O6 O10 HTAB O1 O8 HTAB O1 O8_$1 HTAB O3 O8_$2 HTAB O3 O12_$2 HTAB O4 O7_$2 HTAB O4 O7_$3 HTAB O5 O13_$2 HTAB O5 O12 HTAB O2 O9 HTAB O2 O10_$2 HTAB N1 O9_$4 HTAB N2 O13_$5 HTAB O6 O7 BOND list 4 MORE -1 BOND $H fmap 2 53 acta REM REM REM WGHT 0.045100 13.724500 FVAR 0.12650 MG1 3 0.500504 0.740707 0.626929 11.00000 0.02598 0.01507 = 0.03191 0.00133 0.00697 -0.00137 O8 5 0.445282 0.241680 0.707924 11.00000 0.03052 0.02791 = 0.04618 0.00094 0.01283 -0.00228 O6 5 0.488039 0.456424 0.589986 11.00000 0.03673 0.02141 = 0.06144 -0.01155 0.01946 -0.00838 O1 5 0.481632 0.627002 0.693637 11.00000 0.04097 0.02659 = 0.03703 0.00334 0.00916 -0.01112 AFIX 7 H1A 2 0.507804 0.661329 0.721487 11.00000 -1.50000 AFIX 6 O3 5 0.513198 1.026549 0.661781 11.00000 0.03942 0.02004 = 0.06674 -0.01086 0.02441 -0.00612 H3A 2 0.490403 1.095597 0.674219 11.00000 -1.50000 H3B 2 0.541980 1.105127 0.666581 11.00000 -1.50000 AFIX 0 O7 5 0.553777 0.245110 0.540307 11.00000 0.03681 0.03312 = 0.04460 -0.00657 0.01515 -0.00930 O4 5 0.519791 0.853542 0.559970 11.00000 0.04438 0.03066 = 0.03123 0.00458 0.00572 -0.01284 AFIX 6 O5 5 0.585114 0.679882 0.661291 11.00000 0.02947 0.02456 = 0.06087 0.00354 0.00610 0.00076 H5A 2 0.600732 0.561365 0.669196 11.00000 -1.50000 H5B 2 0.612476 0.766043 0.668772 11.00000 -1.50000 AFIX 6 O2 5 0.415733 0.804555 0.592705 11.00000 0.02881 0.02622 = 0.06571 0.00370 0.00284 0.00195 H2A 2 0.388773 0.717276 0.583051 11.00000 -1.50000 H2B 2 0.400072 0.922636 0.584151 11.00000 -1.50000 AFIX 0 O9 5 0.333306 0.496321 0.571311 11.00000 0.03718 0.02834 = 0.08514 0.00021 0.01858 -0.00013 O10 5 0.386591 0.228544 0.571845 11.00000 0.03078 0.03273 = 0.09108 0.00577 0.01618 0.00288 O13 5 0.666602 -0.004194 0.675959 11.00000 0.03842 0.02705 = 0.11803 0.00851 0.02880 -0.00051 O12 5 0.612573 0.259132 0.676413 11.00000 0.03373 0.03353 = 0.11017 0.00179 0.01934 0.00086 O14 5 0.701256 0.304881 0.685964 11.00000 0.03851 0.04465 = 0.09987 -0.00295 0.01683 -0.01652 N4 4 0.338899 0.302152 0.567660 11.00000 0.02936 0.03017 = 0.04376 0.00286 0.00821 -0.00423 O11 5 0.297502 0.188266 0.560731 11.00000 0.03724 0.04300 = 0.10578 -0.00794 0.01433 -0.01595 N3 4 0.660736 0.188435 0.679731 11.00000 0.03292 0.03107 = 0.05046 0.00561 0.00938 -0.00331 N1 4 0.718116 0.394865 0.557899 11.00000 0.02694 0.04739 = 0.05630 0.00649 0.01342 -0.00274 AFIX 43 H1 2 0.753046 0.426716 0.562272 11.00000 -1.20000 AFIX 0 N2 4 0.280697 0.102139 0.690177 11.00000 0.02943 0.04639 = 0.07499 0.00572 0.01772 -0.00019 AFIX 43 H2 2 0.245690 0.072147 0.686024 11.00000 -1.20000 AFIX 0 C6 1 0.393251 0.196768 0.702274 11.00000 0.03092 0.02544 = 0.03056 0.00265 0.00779 0.00188 C3 1 0.605485 0.292308 0.545198 11.00000 0.03031 0.02499 = 0.03204 0.00101 0.01010 -0.00077 C2 1 0.626081 0.499378 0.555413 11.00000 0.03506 0.02858 = 0.05487 -0.00323 0.01797 -0.00090 AFIX 43 H2C 2 0.601377 0.605548 0.558188 11.00000 -1.20000 AFIX 0 C10 1 0.373208 -0.009873 0.696448 11.00000 0.03601 0.02427 = 0.08018 0.00611 0.02209 0.00630 AFIX 43 H10 2 0.398004 -0.119106 0.696352 11.00000 -1.20000 AFIX 0 C1 1 0.680998 0.544511 0.561159 11.00000 0.04029 0.02827 = 0.06498 -0.00317 0.01775 -0.00819 AFIX 43 H1C 2 0.693410 0.681639 0.567492 11.00000 -1.20000 AFIX 0 C7 1 0.352336 0.352357 0.701926 11.00000 0.04385 0.02277 = 0.07469 -0.00254 0.02004 0.00478 AFIX 43 H7 2 0.363199 0.491724 0.705959 11.00000 -1.20000 AFIX 0 C4 1 0.646684 0.141039 0.541280 11.00000 0.04387 0.02519 = 0.06215 -0.00518 0.01907 0.00112 AFIX 43 H4 2 0.635874 0.002652 0.534086 11.00000 -1.20000 AFIX 0 C5 1 0.701156 0.196607 0.547900 11.00000 0.04174 0.03961 = 0.06783 0.00674 0.02160 0.01404 AFIX 43 H5 2 0.727343 0.095458 0.545474 11.00000 -1.20000 AFIX 0 C9 1 0.318047 -0.050027 0.690993 11.00000 0.03946 0.03505 = 0.09263 0.00402 0.02178 -0.00553 AFIX 43 H9 2 0.305656 -0.187728 0.687703 11.00000 -1.20000 AFIX 0 C8 1 0.297771 0.300585 0.695809 11.00000 0.04080 0.04142 = 0.08205 0.00358 0.02176 0.01320 AFIX 43 H8 2 0.271551 0.405219 0.695512 11.00000 -1.20000 AFIX 0 H6A 2 0.510088 0.384675 0.574907 11.00000 0.08600 H1B 2 0.468038 0.514462 0.697726 11.00000 0.05771 H4A 2 0.500553 0.825298 0.531753 11.00000 0.01836 H4B 2 0.529670 0.983104 0.554340 11.00000 0.05271 H6B 2 0.459979 0.391481 0.583704 11.00000 0.04560 HKLF 4 REM 3_a.res in I2/a REM wR2 = 0.1859, GooF = S = 1.176, Restrained GooF = 1.175 for all data REM R1 = 0.0843 for 3176 Fo > 4sig(Fo) and 0.1177 for all 4602 data REM 292 parameters refined using 3 restraints END WGHT 0.0450 13.7473 REM Highest difference peak 0.298, deepest hole -0.339, 1-sigma level 0.062 Q1 1 0.5345 0.8376 0.5987 11.00000 0.05 0.30 Q2 1 0.6204 0.3943 0.5539 11.00000 0.05 0.28 Q3 1 0.4384 0.2542 0.6798 11.00000 0.05 0.26 Q4 1 0.4721 0.7673 0.5976 11.00000 0.05 0.24 Q5 1 0.3806 0.0974 0.6965 11.00000 0.05 0.24 Q6 1 0.4627 0.6211 0.6617 11.00000 0.05 0.24 Q7 1 0.3777 0.2699 0.7153 11.00000 0.05 0.23 Q8 1 0.6144 0.1872 0.7020 11.00000 0.05 0.22 Q9 1 0.3782 0.2992 0.5449 11.00000 0.05 0.22 Q10 1 0.6485 0.5058 0.5781 11.00000 0.05 0.22 Q11 1 0.6254 0.2432 0.5427 11.00000 0.05 0.21 Q12 1 0.5072 0.7215 0.6653 11.00000 0.05 0.21 Q13 1 0.7115 0.2607 0.7181 11.00000 0.05 0.21 Q14 1 0.5299 1.0250 0.7022 11.00000 0.05 0.21 Q15 1 0.2941 0.2513 0.5355 11.00000 0.05 0.21 Q16 1 0.6859 0.0832 0.7006 11.00000 0.05 0.20 Q17 1 0.5608 0.2599 0.5615 11.00000 0.05 0.20 Q18 1 0.6790 0.4071 0.6839 11.00000 0.05 0.20 Q19 1 0.5556 0.7566 0.6560 11.00000 0.05 0.20 Q20 1 0.5401 0.3162 0.5018 11.00000 0.05 0.19 Q21 1 0.5841 0.1725 0.6620 11.00000 0.05 0.19 Q22 1 0.4195 0.1837 0.6606 11.00000 0.05 0.19 Q23 1 0.2638 0.4262 0.6620 11.00000 0.05 0.19 Q24 1 0.2583 0.2558 0.5760 11.00000 0.05 0.18 Q25 1 0.4199 0.2433 0.7176 11.00000 0.05 0.17 Q26 1 0.2988 0.2176 0.5827 11.00000 0.05 0.17 Q27 1 0.4561 0.3263 0.7269 11.00000 0.05 0.17 Q28 1 0.5702 0.1928 0.5986 11.00000 0.05 0.17 Q29 1 0.2977 0.4811 0.5411 11.00000 0.05 0.17 Q30 1 0.6367 0.3049 0.7018 11.00000 0.05 0.17 Q31 1 0.3831 0.2958 0.6009 11.00000 0.05 0.17 Q32 1 0.4358 0.8941 0.6033 11.00000 0.05 0.17 Q33 1 0.5149 0.7205 0.5641 11.00000 0.05 0.17 Q34 1 0.3441 -0.0195 0.6802 11.00000 0.05 0.17 Q35 1 0.3444 0.6843 0.5349 11.00000 0.05 0.17 Q36 1 0.5000 0.9588 0.5582 11.00000 0.05 0.16 Q37 1 0.7408 0.2941 0.6993 11.00000 0.05 0.16 Q38 1 0.4658 0.4574 0.5553 11.00000 0.05 0.16 Q39 1 0.5205 0.8268 0.7222 11.00000 0.05 0.16 Q40 1 0.6937 -0.0920 0.7015 11.00000 0.05 0.16 Q41 1 0.4933 1.1241 0.6038 11.00000 0.05 0.16 Q42 1 0.3945 0.1946 0.5593 11.00000 0.05 0.16 Q43 1 0.5577 0.1259 0.5412 11.00000 0.05 0.16 Q44 1 0.3744 0.6086 0.6776 11.00000 0.05 0.16 Q45 1 0.4420 0.3639 0.7094 11.00000 0.05 0.15 Q46 1 0.4215 0.9126 0.5405 11.00000 0.05 0.15 Q47 1 0.3607 0.4735 0.6041 11.00000 0.05 0.15 Q48 1 0.2576 0.1751 0.5491 11.00000 0.05 0.15 Q49 1 0.3402 0.8206 0.5797 11.00000 0.05 0.15 Q50 1 0.6403 -0.0396 0.6578 11.00000 0.05 0.15 ; _shelx_res_checksum 16912 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' 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 Mg1 Mg 0.50050(6) 0.74071(15) 0.62693(5) 0.0246(2) Uani 1 1 d D . . . . O8 O 0.44528(11) 0.2417(4) 0.70792(10) 0.0345(6) Uani 1 1 d . . . . . O6 O 0.48804(13) 0.4564(4) 0.58999(12) 0.0387(6) Uani 1 1 d . . . . . O1 O 0.48163(11) 0.6270(4) 0.69364(10) 0.0353(6) Uani 1 1 d . . . . . H1A H 0.507804 0.661329 0.721487 0.053 Uiso 1 1 d R U . . . O3 O 0.51320(11) 1.0265(4) 0.66178(12) 0.0402(6) Uani 1 1 d G . . . . H3A H 0.490403 1.095597 0.674219 0.060 Uiso 1 1 d DG U . . . H3B H 0.541980 1.105127 0.666581 0.060 Uiso 1 1 d DG U . . . O7 O 0.55378(11) 0.2451(4) 0.54031(10) 0.0375(7) Uani 1 1 d . . . . . O4 O 0.51979(12) 0.8535(4) 0.55997(11) 0.0365(6) Uani 1 1 d . . . . . O5 O 0.58511(10) 0.6799(4) 0.66129(11) 0.0397(6) Uani 1 1 d G . . . . H5A H 0.600732 0.561365 0.669196 0.060 Uiso 1 1 d DG U . . . H5B H 0.612476 0.766043 0.668772 0.060 Uiso 1 1 d DG U . . . O2 O 0.41573(10) 0.8046(4) 0.59271(12) 0.0425(7) Uani 1 1 d G . . . . H2A H 0.388773 0.717276 0.583051 0.064 Uiso 1 1 d DG U . . . H2B H 0.400072 0.922636 0.584151 0.064 Uiso 1 1 d DG U . . . O9 O 0.33331(11) 0.4963(4) 0.57131(12) 0.0500(7) Uani 1 1 d . . . . . O10 O 0.38659(12) 0.2285(4) 0.57185(13) 0.0518(8) Uani 1 1 d . . . . . O13 O 0.66660(12) -0.0042(4) 0.67596(14) 0.0598(9) Uani 1 1 d . . . . . O12 O 0.61257(13) 0.2591(4) 0.67641(15) 0.0594(9) Uani 1 1 d . . . . . O14 O 0.70126(13) 0.3049(5) 0.68596(14) 0.0616(9) Uani 1 1 d . . . . . N4 N 0.33890(13) 0.3022(5) 0.56766(12) 0.0349(7) Uani 1 1 d . . . . . O11 O 0.29750(13) 0.1883(5) 0.56073(15) 0.0633(9) Uani 1 1 d . . . . . N3 N 0.66074(13) 0.1884(5) 0.67973(13) 0.0387(7) Uani 1 1 d . . . . . N1 N 0.71812(13) 0.3949(5) 0.55790(13) 0.0432(8) Uani 1 1 d . . . . . H1 H 0.753046 0.426716 0.562272 0.052 Uiso 1 1 calc R U . . . N2 N 0.28070(14) 0.1021(6) 0.69018(15) 0.0497(9) Uani 1 1 d . . . . . H2 H 0.245690 0.072147 0.686024 0.060 Uiso 1 1 calc R U . . . C6 C 0.39325(15) 0.1968(5) 0.70227(13) 0.0292(7) Uani 1 1 d . . . . . C3 C 0.60549(15) 0.2923(5) 0.54520(13) 0.0289(7) Uani 1 1 d . . . . . C2 C 0.62608(16) 0.4994(6) 0.55541(15) 0.0384(9) Uani 1 1 d . . . . . H2C H 0.601377 0.605548 0.558188 0.046 Uiso 1 1 calc R U . . . C10 C 0.37321(17) -0.0099(6) 0.69645(18) 0.0457(10) Uani 1 1 d . . . . . H10 H 0.398004 -0.119106 0.696352 0.055 Uiso 1 1 calc R U . . . C1 C 0.68100(17) 0.5445(6) 0.56116(17) 0.0440(9) Uani 1 1 d . . . . . H1C H 0.693410 0.681639 0.567492 0.053 Uiso 1 1 calc R U . . . C7 C 0.35234(17) 0.3524(6) 0.70193(18) 0.0465(10) Uani 1 1 d . . . . . H7 H 0.363199 0.491724 0.705959 0.056 Uiso 1 1 calc R U . . . C4 C 0.64668(17) 0.1410(6) 0.54128(16) 0.0429(9) Uani 1 1 d . . . . . H4 H 0.635874 0.002652 0.534086 0.052 Uiso 1 1 calc R U . . . C5 C 0.70116(18) 0.1966(7) 0.54790(18) 0.0485(10) Uani 1 1 d . . . . . H5 H 0.727343 0.095458 0.545474 0.058 Uiso 1 1 calc R U . . . C9 C 0.31805(18) -0.0500(7) 0.6910(2) 0.0551(12) Uani 1 1 d . . . . . H9 H 0.305656 -0.187728 0.687703 0.066 Uiso 1 1 calc R U . . . C8 C 0.29777(19) 0.3006(7) 0.69581(19) 0.0539(11) Uani 1 1 d . . . . . H8 H 0.271551 0.405219 0.695512 0.065 Uiso 1 1 calc R U . . . H6A H 0.510(2) 0.385(9) 0.575(2) 0.086(19) Uiso 1 1 d . . . . . H1B H 0.4680(19) 0.514(8) 0.6977(17) 0.058(14) Uiso 1 1 d . . . . . H4A H 0.5006(15) 0.825(5) 0.5318(14) 0.018(9) Uiso 1 1 d . . . . . H4B H 0.5297(19) 0.983(8) 0.5543(16) 0.053(13) Uiso 1 1 d . . . . . H6B H 0.460(2) 0.391(7) 0.5837(17) 0.046(13) Uiso 1 1 d . . . . . 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 Mg1 0.0260(5) 0.0151(5) 0.0319(5) 0.0013(4) 0.0070(4) -0.0014(4) O8 0.0305(16) 0.0279(13) 0.0462(15) 0.0009(10) 0.0128(12) -0.0023(9) O6 0.0367(16) 0.0214(12) 0.0614(18) -0.0116(12) 0.0195(14) -0.0084(11) O1 0.0410(15) 0.0266(13) 0.0370(14) 0.0033(11) 0.0092(11) -0.0111(11) O3 0.0394(15) 0.0200(12) 0.0667(18) -0.0109(12) 0.0244(14) -0.0061(10) O7 0.0368(17) 0.0331(15) 0.0446(15) -0.0066(11) 0.0152(12) -0.0093(10) O4 0.0444(16) 0.0307(14) 0.0312(14) 0.0046(11) 0.0057(12) -0.0128(12) O5 0.0295(14) 0.0246(12) 0.0609(17) 0.0035(12) 0.0061(12) 0.0008(11) O2 0.0288(14) 0.0262(13) 0.0657(18) 0.0037(13) 0.0028(13) 0.0019(11) O9 0.0372(15) 0.0283(14) 0.085(2) 0.0002(14) 0.0186(15) -0.0001(12) O10 0.0308(17) 0.0327(15) 0.091(2) 0.0058(14) 0.0162(15) 0.0029(11) O13 0.0384(16) 0.0271(15) 0.118(3) 0.0085(16) 0.0288(17) -0.0005(12) O12 0.0337(19) 0.0335(16) 0.110(3) 0.0018(15) 0.0193(17) 0.0009(12) O14 0.0385(18) 0.0447(17) 0.100(3) -0.0029(17) 0.0168(16) -0.0165(15) N4 0.0294(17) 0.0302(16) 0.0438(17) 0.0029(14) 0.0082(13) -0.0042(13) O11 0.0372(18) 0.0430(17) 0.106(3) -0.0079(18) 0.0143(17) -0.0159(14) N3 0.0329(19) 0.0311(16) 0.0505(19) 0.0056(14) 0.0094(14) -0.0033(14) N1 0.0269(17) 0.047(2) 0.056(2) 0.0065(16) 0.0134(15) -0.0027(14) N2 0.0294(18) 0.046(2) 0.075(2) 0.0057(18) 0.0177(17) -0.0002(15) C6 0.0309(19) 0.0254(16) 0.0306(17) 0.0027(14) 0.0078(14) 0.0019(15) C3 0.0303(19) 0.0250(16) 0.0320(17) 0.0010(14) 0.0101(14) -0.0008(14) C2 0.035(2) 0.0286(18) 0.055(2) -0.0032(16) 0.0180(18) -0.0009(15) C10 0.036(2) 0.0243(18) 0.080(3) 0.0061(19) 0.022(2) 0.0063(15) C1 0.040(2) 0.0283(19) 0.065(3) -0.0032(18) 0.0177(19) -0.0082(16) C7 0.044(2) 0.0228(18) 0.075(3) -0.0025(18) 0.020(2) 0.0048(16) C4 0.044(2) 0.0252(18) 0.062(3) -0.0052(17) 0.0191(19) 0.0011(16) C5 0.042(2) 0.040(2) 0.068(3) 0.007(2) 0.022(2) 0.014(2) C9 0.039(2) 0.035(2) 0.093(3) 0.004(2) 0.022(2) -0.0055(18) C8 0.041(3) 0.041(2) 0.082(3) 0.004(2) 0.022(2) 0.013(2) 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' Mg Mg 0.0486 0.0363 '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' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1.00 0.00 0.00 0.0760 1.00 0.00 0.00 0.0740 1.00 0.00 1.00 0.0560 0.00 0.00 1.00 0.0660 0.00 0.00 -1.00 0.1460 -1.00 0.00 1.00 0.1080 1.00 0.00 -1.00 0.1120 1.00 1.00 1.00 0.1010 -1.00 -1.00 -1.00 0.1300 1.00 1.00 0.00 0.1010 -1.00 -1.00 0.00 0.1250 -1.00 1.00 0.00 0.0760 1.00 -1.00 0.00 0.1100 0.00 -1.00 1.00 0.1110 1.00 -1.00 1.00 0.0950 -1.00 1.00 -1.00 0.0610 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 O6 Mg1 O1 92.78(12) . . ? O6 Mg1 O4 87.02(12) . . ? O6 Mg1 O5 91.99(12) . . ? O6 Mg1 O2 88.54(12) . . ? O1 Mg1 O4 179.67(14) . . ? O3 Mg1 O6 178.43(14) . . ? O3 Mg1 O1 88.79(12) . . ? O3 Mg1 O4 91.41(12) . . ? O3 Mg1 O5 88.14(12) . . ? O3 Mg1 O2 91.33(12) . . ? O5 Mg1 O1 90.43(12) . . ? O5 Mg1 O4 89.32(13) . . ? O5 Mg1 O2 179.47(13) . . ? O2 Mg1 O1 89.62(13) . . ? O2 Mg1 O4 90.63(12) . . ? Mg1 O6 H6A 130(4) . . ? Mg1 O6 H6B 125(3) . . ? H6A O6 H6B 104(5) . . ? Mg1 O1 H1A 109.7 . . ? Mg1 O1 H1B 129(3) . . ? H1A O1 H1B 110.7 . . ? Mg1 O3 H3A 127.5 . . ? Mg1 O3 H3B 128.0 . . ? H3A O3 H3B 104.5 . . ? Mg1 O4 H4A 120(3) . . ? Mg1 O4 H4B 127(3) . . ? H4A O4 H4B 100(4) . . ? Mg1 O5 H5A 127.4 . . ? Mg1 O5 H5B 128.0 . . ? H5A O5 H5B 104.5 . . ? Mg1 O2 H2A 127.3 . . ? Mg1 O2 H2B 128.1 . . ? H2A O2 H2B 104.5 . . ? O10 N4 O9 119.4(3) . . ? O11 N4 O9 119.7(3) . . ? O11 N4 O10 120.9(3) . . ? O12 N3 O13 118.8(3) . . ? O14 N3 O13 120.4(4) . . ? O14 N3 O12 120.8(3) . . ? C1 N1 H1 119.7 . . ? C5 N1 H1 119.7 . . ? C5 N1 C1 120.6(3) . . ? C9 N2 H2 120.0 . . ? C8 N2 H2 120.0 . . ? C8 N2 C9 120.0(4) . . ? O8 C6 C10 122.2(3) . . ? O8 C6 C7 122.0(3) . . ? C10 C6 C7 115.8(3) . . ? O7 C3 C2 122.1(3) . . ? O7 C3 C4 122.7(3) . . ? C2 C3 C4 115.2(3) . . ? C3 C2 H2C 119.5 . . ? C1 C2 C3 121.0(4) . . ? C1 C2 H2C 119.5 . . ? C6 C10 H10 119.9 . . ? C9 C10 C6 120.2(4) . . ? C9 C10 H10 119.9 . . ? N1 C1 C2 121.2(4) . . ? N1 C1 H1C 119.4 . . ? C2 C1 H1C 119.4 . . ? C6 C7 H7 119.6 . . ? C8 C7 C6 120.7(4) . . ? C8 C7 H7 119.6 . . ? C3 C4 H4 119.6 . . ? C5 C4 C3 120.8(4) . . ? C5 C4 H4 119.6 . . ? N1 C5 C4 121.2(4) . . ? N1 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? N2 C9 C10 122.0(4) . . ? N2 C9 H9 119.0 . . ? C10 C9 H9 119.0 . . ? N2 C8 C7 121.3(4) . . ? N2 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? 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 Mg1 O6 2.046(3) . ? Mg1 O1 2.071(3) . ? Mg1 O3 2.032(3) . ? Mg1 O4 2.080(3) . ? Mg1 O5 2.058(3) . ? Mg1 O2 2.065(3) . ? O8 C6 1.281(4) . ? O6 H6A 0.89(6) . ? O6 H6B 0.78(5) . ? O1 H1A 0.8540 . ? O1 H1B 0.82(5) . ? O3 H3A 0.8508 . ? O3 H3B 0.8496 . ? O7 C3 1.280(4) . ? O4 H4A 0.78(3) . ? O4 H4B 0.89(5) . ? O5 H5A 0.8501 . ? O5 H5B 0.8501 . ? O2 H2A 0.8499 . ? O2 H2B 0.8502 . ? O9 N4 1.259(4) . ? O10 N4 1.242(4) . ? O13 N3 1.251(4) . ? O12 N3 1.250(4) . ? O14 N3 1.220(4) . ? N4 O11 1.225(4) . ? N1 H1 0.8600 . ? N1 C1 1.345(5) . ? N1 C5 1.340(5) . ? N2 H2 0.8600 . ? N2 C9 1.337(5) . ? N2 C8 1.335(6) . ? C6 C10 1.407(5) . ? C6 C7 1.417(5) . ? C3 C2 1.419(5) . ? C3 C4 1.429(5) . ? C2 H2C 0.9300 . ? C2 C1 1.350(5) . ? C10 H10 0.9300 . ? C10 C9 1.351(6) . ? C1 H1C 0.9300 . ? C7 H7 0.9300 . ? C7 C8 1.350(6) . ? C4 H4 0.9300 . ? C4 C5 1.351(6) . ? C5 H5 0.9300 . ? C9 H9 0.9300 . ? C8 H8 0.9300 . ? 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 _geom_hbond_publ_flag O1 H1A O8 0.85 1.95 2.794(4) 168.0 4_556 yes O3 H3A O8 0.85 1.86 2.709(4) 174.5 1_565 yes O3 H3B O12 0.85 1.95 2.799(4) 173.8 1_565 yes O5 H5A O12 0.85 1.96 2.782(4) 162.0 . yes O5 H5B O13 0.85 1.96 2.800(4) 169.7 1_565 yes O2 H2A O9 0.85 1.93 2.774(4) 171.0 . yes O2 H2B O10 0.85 2.00 2.825(4) 163.3 1_565 yes N1 H1 O9 0.86 1.99 2.846(4) 179.0 6_665 yes N2 H2 O13 0.86 1.94 2.800(4) 179.5 6 yes O6 H6A O7 0.89(6) 1.83(6) 2.717(4) 177(5) . yes O1 H1B O8 0.82(5) 1.88(5) 2.690(3) 173(5) . yes O4 H4A O7 0.78(3) 2.03(4) 2.809(4) 177(3) 5_666 yes O4 H4B O7 0.89(5) 1.85(5) 2.742(4) 176(4) 1_565 yes O6 H6B O10 0.78(5) 2.03(5) 2.816(4) 176(4) . yes 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 O8 C6 C10 C9 179.5(4) . . . . ? O8 C6 C7 C8 179.9(4) . . . . ? O7 C3 C2 C1 179.0(4) . . . . ? O7 C3 C4 C5 -178.5(4) . . . . ? C6 C10 C9 N2 0.9(7) . . . . ? C6 C7 C8 N2 0.3(7) . . . . ? C3 C2 C1 N1 -0.6(6) . . . . ? C3 C4 C5 N1 -0.5(7) . . . . ? C2 C3 C4 C5 1.0(6) . . . . ? C10 C6 C7 C8 -0.6(6) . . . . ? C1 N1 C5 C4 -0.6(6) . . . . ? C7 C6 C10 C9 0.0(6) . . . . ? C4 C3 C2 C1 -0.4(5) . . . . ? C5 N1 C1 C2 1.2(6) . . . . ? C9 N2 C8 C7 0.6(7) . . . . ? C8 N2 C9 C10 -1.2(7) . . . . ?