#------------------------------------------------------------------------------ #$Date: 2020-10-06 11:36:42 +0300 (Tue, 06 Oct 2020) $ #$Revision: 257511 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705264.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_7705264 loop_ _publ_author_name 'Paul, Anup' 'Das, Kabita' 'Karmakar, Anirban' 'Guedes da Silva, M F\'atima C' 'Pombeiro, Armando J. L.' _publ_section_title ; A mechanistic insight into the rapid and selective removal of Congo Red by an amide functionalised Zn(ii) coordination polymer. ; _journal_issue 37 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12970 _journal_page_last 12984 _journal_paper_doi 10.1039/d0dt02172e _journal_volume 49 _journal_year 2020 _chemical_formula_moiety 'C20 H20 N3 O7 Zn' _chemical_formula_sum 'C20 H20 N3 O7 Zn' _chemical_formula_weight 479.76 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens mixed _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2020-06-18 deposited with the CCDC. 2020-08-24 downloaded from the CCDC. ; _cell_angle_alpha 90.098(9) _cell_angle_beta 110.130(12) _cell_angle_gamma 90.113(9) _cell_formula_units_Z 2 _cell_length_a 8.554(3) _cell_length_b 11.089(4) _cell_length_c 11.895(4) _cell_measurement_reflns_used 8909 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 26.44 _cell_measurement_theta_min 2.59 _cell_volume 1059.4(6) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SIR97 (Giacovazzo et al, 1997)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measurement_device_type 'Bruker APEX-II PHOTON 100' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_unetI/netI 0.0156 _diffrn_reflns_Laue_measured_fraction_full 0.994 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 30647 _diffrn_reflns_point_group_measured_fraction_full 0.994 _diffrn_reflns_point_group_measured_fraction_max 0.985 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.507 _diffrn_reflns_theta_min 2.536 _exptl_absorpt_coefficient_mu 1.206 _exptl_absorpt_correction_T_max 0.796 _exptl_absorpt_correction_T_min 0.691 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.504 _exptl_crystal_description block _exptl_crystal_F_000 494 _exptl_crystal_size_max 0.430 _exptl_crystal_size_mid 0.270 _exptl_crystal_size_min 0.200 _refine_diff_density_max 1.368 _refine_diff_density_min -0.743 _refine_diff_density_rms 0.084 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 290 _refine_ls_number_reflns 4332 _refine_ls_number_restraints 26 _refine_ls_restrained_S_all 1.130 _refine_ls_R_factor_all 0.0599 _refine_ls_R_factor_gt 0.0485 _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^)+(0.0483P)^2^+2.5528P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1173 _refine_ls_wR_factor_ref 0.1298 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3775 _reflns_number_total 4332 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02172e2.cif _cod_data_source_block 1 _cod_depositor_comments 'Adding full bibliography for 7705264--7705266.cif.' _cod_database_code 7705264 _shelx_shelxl_version_number 2014/7 _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_min 0.625 _shelx_estimated_absorpt_t_max 0.794 _shelx_res_file ; shelx.res created by SHELXL-2014/7 TITL SIR97 run in space group P -1 CELL 0.71073 8.5539 11.0895 11.8948 90.098 110.130 90.113 ZERR 2.00 0.0031 0.0035 0.0041 0.009 0.012 0.009 LATT 1 SFAC C H N O ZN UNIT 40 40 6 14 2 MERG 2 DFIX 0.900 0.020 H1N N1 EQIV $1 -x+1, -y, -z HTAB C10 O4_$1 EQIV $2 x+1, y-1, z HTAB C12 O1_$2 HTAB C13 O6 EQIV $3 x+1, y, z HTAB C22 O5_$3 EQIV $4 -x, -y, -z HTAB O5 O1_$4 EQIV $5 -x+1, -y, -z+1 HTAB O5 O7_$5 HTAB N1 O4_$1 ISOR 0.01 C21 C22 C23 isor 0.01 0.005 O7 DFIX 0.900 0.020 O5 H5B FMAP 2 PLAN 25 SIZE 0.200 0.270 0.430 ACTA BOND $H CONF L.S. 40 TEMP 25.00 WGHT 0.048300 2.552800 FVAR 0.32268 C1 1 0.327019 -0.013541 0.117496 11.00000 0.02450 0.02102 = 0.05623 -0.00606 0.01354 0.00004 C2 1 0.434698 -0.119469 0.113565 11.00000 0.02296 0.02022 = 0.04268 -0.00521 0.01006 0.00305 C3 1 0.421793 -0.170969 0.005019 11.00000 0.03226 0.02930 = 0.03609 0.00391 0.01224 0.01018 AFIX 43 H3 2 0.351270 -0.136743 -0.065475 11.00000 -1.20000 AFIX 0 C4 1 0.512403 -0.272997 -0.000534 11.00000 0.03819 0.03148 = 0.03447 -0.00112 0.01642 0.01020 AFIX 43 H4 2 0.502037 -0.306687 -0.074417 11.00000 -1.20000 AFIX 0 C5 1 0.618974 -0.325195 0.104319 11.00000 0.02606 0.02147 = 0.03613 -0.00016 0.01370 0.00503 C6 1 0.634261 -0.272221 0.212744 11.00000 0.03942 0.04121 = 0.03633 -0.00099 0.00196 0.01952 AFIX 43 H6 2 0.706862 -0.305322 0.283094 11.00000 -1.20000 AFIX 0 C7 1 0.542844 -0.170072 0.218599 11.00000 0.04406 0.04058 = 0.03933 -0.01412 0.00304 0.01605 AFIX 43 H7 2 0.553970 -0.135776 0.292369 11.00000 -1.20000 AFIX 0 C8 1 0.715433 -0.440226 0.107168 11.00000 0.03108 0.02675 = 0.03742 0.00399 0.01396 0.00827 C9 1 0.815693 -0.574546 -0.020720 11.00000 0.02550 0.01860 = 0.03602 -0.00125 0.01210 0.00194 C10 1 0.794115 -0.600769 -0.139110 11.00000 0.03895 0.02715 = 0.03511 0.00116 0.00815 0.00913 AFIX 43 H10 2 0.720769 -0.555709 -0.200598 11.00000 -1.20000 AFIX 0 C11 1 0.882399 -0.694271 -0.164855 11.00000 0.05018 0.03503 = 0.03049 -0.00570 0.01078 0.01129 AFIX 43 H11 2 0.869354 -0.712629 -0.243897 11.00000 -1.20000 AFIX 0 C12 1 0.989528 -0.759977 -0.073133 11.00000 0.03472 0.02582 = 0.04017 -0.00758 0.01205 0.00863 AFIX 43 H12 2 1.049900 -0.822023 -0.091341 11.00000 -1.20000 AFIX 0 C13 1 0.925078 -0.646059 0.069046 11.00000 0.02898 0.02500 = 0.03339 -0.00288 0.00990 0.00505 AFIX 43 H13 2 0.939486 -0.630195 0.148797 11.00000 -1.20000 AFIX 0 C14 1 0.329942 0.327925 0.315336 11.00000 0.03651 0.02751 = 0.02536 -0.00459 0.00539 0.00847 C15 1 0.418159 0.417214 0.411617 11.00000 0.03806 0.02897 = 0.02530 -0.00672 0.00743 0.00002 C16 1 0.365680 0.435136 0.508339 11.00000 0.04275 0.04749 = 0.03131 -0.01346 0.01397 -0.01624 AFIX 43 H16 2 0.275804 0.391529 0.514150 11.00000 -1.20000 AFIX 0 C17 1 0.552586 0.481672 0.403285 11.00000 0.05026 0.04841 = 0.02599 -0.01576 0.01797 -0.00696 AFIX 43 H17 2 0.588176 0.469308 0.338580 11.00000 -1.20000 AFIX 0 C21 1 0.957697 0.146995 0.539447 11.00000 0.13200 0.13417 = 0.10413 0.01356 0.01289 0.01919 AFIX 43 H21 2 1.042546 0.171087 0.512180 11.00000 -1.20000 AFIX 0 C22 1 0.747928 0.184215 0.346582 11.00000 0.16013 0.20734 = 0.07358 0.01322 0.02321 0.10400 AFIX 137 H22A 2 0.635719 0.211395 0.329857 11.00000 -1.50000 H22B 2 0.747518 0.113940 0.299239 11.00000 -1.50000 H22C 2 0.811917 0.246910 0.327244 11.00000 -1.50000 AFIX 0 C23 1 0.693435 0.091418 0.509096 11.00000 0.21553 0.24282 = 0.18293 0.00042 0.10704 -0.03792 AFIX 33 H23A 2 0.584402 0.100151 0.450119 11.00000 -1.50000 H23B 2 0.721273 0.007404 0.520023 11.00000 -1.50000 H23C 2 0.694719 0.125591 0.583617 11.00000 -1.50000 AFIX 0 N1 3 0.729612 -0.473977 0.001309 11.00000 0.03466 0.02176 = 0.03499 0.00198 0.01451 0.01017 N2 3 1.010242 -0.737839 0.041945 11.00000 0.02681 0.02092 = 0.03389 -0.00424 0.00986 0.00365 N3 3 0.818520 0.155764 0.467657 11.00000 0.06316 0.12387 = 0.04687 -0.00051 0.00756 0.02999 O1 4 0.217825 0.023275 0.025173 11.00000 0.03737 0.03276 = 0.05945 0.00341 0.01177 0.01686 O2 4 0.348164 0.035667 0.217382 11.00000 0.04493 0.04117 = 0.06212 -0.02353 0.00710 0.01643 O3 4 0.224619 0.256859 0.332711 11.00000 0.04715 0.03550 = 0.03814 -0.01541 0.01475 -0.00806 O4 4 0.362492 0.325857 0.220482 11.00000 0.04688 0.03928 = 0.02494 -0.00934 0.00922 0.00390 O5 4 -0.025467 0.059342 0.193176 11.00000 0.04799 0.04026 = 0.04500 -0.00538 0.01350 -0.00615 O6 4 0.775067 -0.497552 0.199249 11.00000 0.07457 0.04693 = 0.04374 0.01460 0.02884 0.03671 O7 4 1.004659 0.109986 0.645836 11.00000 0.12039 0.10391 = 0.07280 0.02757 0.00065 -0.01838 ZN1 5 0.166035 0.158918 0.178971 11.00000 0.03386 0.02547 = 0.03253 -0.00687 0.00593 0.00889 H1N 2 0.695754 -0.425691 -0.061252 11.00000 -1.20000 H5A 2 -0.078188 0.029760 0.129227 11.00000 -1.50000 H5B 2 -0.008247 0.001871 0.248267 11.00000 -1.50000 HKLF 4 REM SIR97 run in space group P -1 REM R1 = 0.0485 for 3775 Fo > 4sig(Fo) and 0.0599 for all 4332 data REM 290 parameters refined using 26 restraints END WGHT 0.0475 2.5654 REM Highest difference peak 1.368, deepest hole -0.743, 1-sigma level 0.084 Q1 1 0.8590 0.0984 0.5581 11.00000 0.05 1.37 Q2 1 0.9466 0.2750 0.4754 11.00000 0.05 1.11 Q3 1 1.0497 0.0611 0.6052 11.00000 0.05 0.66 Q4 1 0.5151 0.5228 0.4570 11.00000 0.05 0.53 Q5 1 0.1101 0.0591 0.0194 11.00000 0.05 0.46 Q6 1 0.8903 0.1008 0.6415 11.00000 0.05 0.37 Q7 1 0.0055 -0.0008 0.0317 11.00000 0.05 0.36 Q8 1 0.3896 -0.0155 0.2868 11.00000 0.05 0.34 Q9 1 1.0741 -0.7824 0.0807 11.00000 0.05 0.34 Q10 1 0.6652 0.1119 0.3839 11.00000 0.05 0.30 Q11 1 0.6673 -0.3759 0.1028 11.00000 0.05 0.29 Q12 1 0.1669 0.2030 0.3010 11.00000 0.05 0.27 Q13 1 0.3555 0.2587 0.1656 11.00000 0.05 0.27 Q14 1 0.4720 -0.1372 0.0720 11.00000 0.05 0.27 Q15 1 0.4562 -0.1462 0.1640 11.00000 0.05 0.25 Q16 1 0.2640 0.0634 0.1863 11.00000 0.05 0.25 Q17 1 0.4168 0.4739 0.3814 11.00000 0.05 0.25 Q18 1 0.4975 0.4022 0.4568 11.00000 0.05 0.25 Q19 1 0.8325 0.2645 0.3846 11.00000 0.05 0.25 Q20 1 0.3534 0.5835 0.3884 11.00000 0.05 0.25 Q21 1 0.1787 0.0965 0.2787 11.00000 0.05 0.24 Q22 1 0.3953 -0.0677 0.1158 11.00000 0.05 0.24 Q23 1 0.2371 0.2610 0.2418 11.00000 0.05 0.24 Q24 1 0.8112 -0.4365 0.1763 11.00000 0.05 0.24 Q25 1 0.2600 -0.0034 -0.0226 11.00000 0.05 0.24 ; _shelx_res_checksum 93329 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 C1 C 0.3270(4) -0.0135(3) 0.1175(3) 0.0340(7) Uani 1 1 d . . . . . C2 C 0.4347(4) -0.1195(3) 0.1136(3) 0.0289(6) Uani 1 1 d . . . . . C3 C 0.4218(4) -0.1710(3) 0.0050(3) 0.0324(7) Uani 1 1 d . . . . . H3 H 0.3513 -0.1367 -0.0655 0.039 Uiso 1 1 calc R U . . . C4 C 0.5124(4) -0.2730(3) -0.0005(3) 0.0337(7) Uani 1 1 d . . . . . H4 H 0.5020 -0.3067 -0.0744 0.040 Uiso 1 1 calc R U . . . C5 C 0.6190(4) -0.3252(3) 0.1043(3) 0.0271(6) Uani 1 1 d . . . . . C6 C 0.6343(5) -0.2722(3) 0.2127(3) 0.0418(8) Uani 1 1 d . . . . . H6 H 0.7069 -0.3053 0.2831 0.050 Uiso 1 1 calc R U . . . C7 C 0.5428(5) -0.1701(3) 0.2186(3) 0.0443(9) Uani 1 1 d . . . . . H7 H 0.5540 -0.1358 0.2924 0.053 Uiso 1 1 calc R U . . . C8 C 0.7154(4) -0.4402(3) 0.1072(3) 0.0312(7) Uani 1 1 d . . . . . C9 C 0.8157(4) -0.5745(3) -0.0207(3) 0.0263(6) Uani 1 1 d . . . . . C10 C 0.7941(4) -0.6008(3) -0.1391(3) 0.0349(7) Uani 1 1 d . . . . . H10 H 0.7208 -0.5557 -0.2006 0.042 Uiso 1 1 calc R U . . . C11 C 0.8824(5) -0.6943(3) -0.1649(3) 0.0394(8) Uani 1 1 d . . . . . H11 H 0.8694 -0.7126 -0.2439 0.047 Uiso 1 1 calc R U . . . C12 C 0.9895(4) -0.7600(3) -0.0731(3) 0.0338(7) Uani 1 1 d . . . . . H12 H 1.0499 -0.8220 -0.0913 0.041 Uiso 1 1 calc R U . . . C13 C 0.9251(4) -0.6461(3) 0.0690(3) 0.0293(6) Uani 1 1 d . . . . . H13 H 0.9395 -0.6302 0.1488 0.035 Uiso 1 1 calc R U . . . C14 C 0.3299(4) 0.3279(3) 0.3153(3) 0.0312(7) Uani 1 1 d . . . . . C15 C 0.4182(4) 0.4172(3) 0.4116(3) 0.0317(7) Uani 1 1 d . . . . . C16 C 0.3657(5) 0.4351(3) 0.5083(3) 0.0402(8) Uani 1 1 d . . . . . H16 H 0.2758 0.3915 0.5141 0.048 Uiso 1 1 calc R U . . . C17 C 0.5526(5) 0.4817(3) 0.4033(3) 0.0403(8) Uani 1 1 d . . . . . H17 H 0.5882 0.4693 0.3386 0.048 Uiso 1 1 calc R U . . . C21 C 0.9577(13) 0.1470(9) 0.5394(8) 0.131(3) Uani 1 1 d . U . . . H21 H 1.0425 0.1711 0.5122 0.157 Uiso 1 1 calc R U . . . C22 C 0.7479(12) 0.1842(10) 0.3466(7) 0.151(4) Uani 1 1 d . U . . . H22A H 0.6357 0.2114 0.3299 0.227 Uiso 1 1 calc R U . . . H22B H 0.7475 0.1139 0.2992 0.227 Uiso 1 1 calc R U . . . H22C H 0.8119 0.2469 0.3272 0.227 Uiso 1 1 calc R U . . . C23 C 0.6934(18) 0.0914(13) 0.5091(12) 0.204(6) Uani 1 1 d . U . . . H23A H 0.5844 0.1002 0.4501 0.306 Uiso 1 1 calc R U . . . H23B H 0.7213 0.0074 0.5200 0.306 Uiso 1 1 calc R U . . . H23C H 0.6947 0.1256 0.5836 0.306 Uiso 1 1 calc R U . . . N1 N 0.7296(3) -0.4740(2) 0.0013(2) 0.0298(6) Uani 1 1 d D . . . . N2 N 1.0102(3) -0.7378(2) 0.0419(2) 0.0274(5) Uani 1 1 d . . . . . N3 N 0.8185(6) 0.1558(5) 0.4677(4) 0.0809(15) Uani 1 1 d . . . . . O1 O 0.2178(3) 0.0233(2) 0.0252(3) 0.0444(6) Uani 1 1 d . . . . . O2 O 0.3482(3) 0.0357(2) 0.2174(3) 0.0524(7) Uani 1 1 d . . . . . O3 O 0.2246(3) 0.2569(2) 0.3327(2) 0.0403(6) Uani 1 1 d . . . . . O4 O 0.3625(3) 0.3259(2) 0.2205(2) 0.0379(5) Uani 1 1 d . . . . . O5 O -0.0255(4) 0.0593(2) 0.1932(3) 0.0451(6) Uani 1 1 d D . . . . O6 O 0.7751(4) -0.4976(3) 0.1992(2) 0.0528(8) Uani 1 1 d . . . . . O7 O 1.0047(7) 0.1100(5) 0.6458(4) 0.1075(16) Uani 1 1 d . U . . . Zn1 Zn 0.16603(5) 0.15892(3) 0.17897(3) 0.03204(14) Uani 1 1 d . . . . . H1N H 0.696(5) -0.426(3) -0.061(3) 0.038 Uiso 1 1 d D U . . . H5A H -0.078(6) 0.030(4) 0.129(4) 0.048 Uiso 1 1 d . U . . . H5B H -0.008(5) 0.002(3) 0.248(3) 0.048 Uiso 1 1 d D 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 C1 0.0245(15) 0.0210(14) 0.056(2) -0.0061(14) 0.0135(15) 0.0000(12) C2 0.0230(14) 0.0202(14) 0.0427(17) -0.0052(12) 0.0101(13) 0.0030(11) C3 0.0323(16) 0.0293(16) 0.0361(17) 0.0039(13) 0.0122(14) 0.0102(13) C4 0.0382(18) 0.0315(16) 0.0345(17) -0.0011(13) 0.0164(14) 0.0102(14) C5 0.0261(14) 0.0215(14) 0.0361(16) -0.0002(12) 0.0137(13) 0.0050(11) C6 0.0394(19) 0.0412(19) 0.0363(18) -0.0010(15) 0.0020(15) 0.0195(15) C7 0.044(2) 0.0406(19) 0.0393(19) -0.0141(15) 0.0030(16) 0.0160(16) C8 0.0311(16) 0.0267(15) 0.0374(17) 0.0040(13) 0.0140(14) 0.0083(12) C9 0.0255(14) 0.0186(13) 0.0360(16) -0.0012(11) 0.0121(12) 0.0019(11) C10 0.0389(18) 0.0271(16) 0.0351(17) 0.0012(13) 0.0081(14) 0.0091(13) C11 0.050(2) 0.0350(18) 0.0305(17) -0.0057(14) 0.0108(15) 0.0113(15) C12 0.0347(17) 0.0258(15) 0.0402(18) -0.0076(13) 0.0120(14) 0.0086(13) C13 0.0290(15) 0.0250(15) 0.0334(16) -0.0029(12) 0.0099(13) 0.0050(12) C14 0.0365(17) 0.0275(15) 0.0254(15) -0.0046(12) 0.0054(13) 0.0085(13) C15 0.0381(17) 0.0290(15) 0.0253(15) -0.0067(12) 0.0074(13) 0.0000(13) C16 0.0427(19) 0.047(2) 0.0313(17) -0.0135(15) 0.0140(15) -0.0162(16) C17 0.050(2) 0.048(2) 0.0260(16) -0.0158(14) 0.0180(15) -0.0070(17) C21 0.132(6) 0.134(6) 0.104(5) 0.014(5) 0.013(5) 0.019(5) C22 0.160(8) 0.207(9) 0.074(4) 0.013(5) 0.023(5) 0.104(7) C23 0.216(12) 0.243(13) 0.183(11) 0.000(9) 0.107(10) -0.038(10) N1 0.0347(14) 0.0218(12) 0.0350(14) 0.0020(10) 0.0145(12) 0.0102(11) N2 0.0268(13) 0.0209(12) 0.0339(13) -0.0042(10) 0.0099(11) 0.0036(10) N3 0.063(3) 0.124(4) 0.047(2) -0.001(2) 0.008(2) 0.030(3) O1 0.0374(13) 0.0328(13) 0.0594(17) 0.0034(11) 0.0118(12) 0.0169(11) O2 0.0449(15) 0.0412(15) 0.0621(18) -0.0235(13) 0.0071(13) 0.0164(12) O3 0.0472(14) 0.0355(13) 0.0381(13) -0.0154(10) 0.0148(11) -0.0081(11) O4 0.0469(14) 0.0393(13) 0.0249(11) -0.0093(9) 0.0092(10) 0.0039(11) O5 0.0480(16) 0.0403(15) 0.0450(15) -0.0054(12) 0.0135(13) -0.0062(12) O6 0.075(2) 0.0469(15) 0.0437(15) 0.0146(12) 0.0288(14) 0.0367(14) O7 0.120(3) 0.104(3) 0.073(2) 0.028(2) 0.001(2) -0.018(3) Zn1 0.0339(2) 0.0255(2) 0.0325(2) -0.00687(14) 0.00593(16) 0.00889(15) 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 O2 120.7(3) . . ? O1 C1 C2 120.9(3) . . ? O2 C1 C2 118.4(3) . . ? C3 C2 C7 119.1(3) . . ? C3 C2 C1 119.9(3) . . ? C7 C2 C1 120.9(3) . . ? C2 C3 C4 121.0(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C3 C4 C5 120.2(3) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 118.8(3) . . ? C6 C5 C8 117.4(3) . . ? C4 C5 C8 123.8(3) . . ? C5 C6 C7 121.2(3) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C6 C7 C2 119.8(3) . . ? C6 C7 H7 120.1 . . ? C2 C7 H7 120.1 . . ? O6 C8 N1 123.1(3) . . ? O6 C8 C5 121.2(3) . . ? N1 C8 C5 115.6(3) . . ? C10 C9 C13 118.5(3) . . ? C10 C9 N1 117.2(3) . . ? C13 C9 N1 124.3(3) . . ? C11 C10 C9 119.4(3) . . ? C11 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? C12 C11 C10 119.5(3) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? N2 C12 C11 122.2(3) . . ? N2 C12 H12 118.9 . . ? C11 C12 H12 118.9 . . ? N2 C13 C9 121.3(3) . . ? N2 C13 H13 119.4 . . ? C9 C13 H13 119.4 . . ? O4 C14 O3 121.9(3) . . ? O4 C14 C15 119.3(3) . . ? O3 C14 C15 118.9(3) . . ? O4 C14 Zn1 70.05(18) . . ? O3 C14 Zn1 51.89(15) . . ? C15 C14 Zn1 170.4(2) . . ? C17 C15 C16 120.0(3) . . ? C17 C15 C14 119.6(3) . . ? C16 C15 C14 120.3(3) . . ? C15 C16 C17 120.0(3) . 2_666 ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 2_666 . ? C15 C17 C16 120.0(3) . 2_666 ? C15 C17 H17 120.0 . . ? C16 C17 H17 120.0 2_666 . ? N3 C21 O7 129.4(10) . . ? N3 C21 H21 115.3 . . ? O7 C21 H21 115.3 . . ? N3 C22 H22A 109.5 . . ? N3 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N3 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C8 N1 C9 127.5(3) . . ? C8 N1 H1N 120(3) . . ? C9 N1 H1N 111(3) . . ? C12 N2 C13 119.1(3) . . ? C12 N2 Zn1 121.9(2) . 1_645 ? C13 N2 Zn1 119.0(2) . 1_645 ? C21 N3 C22 136.2(8) . . ? C21 N3 C23 111.6(8) . . ? C22 N3 C23 110.1(8) . . ? C1 O2 Zn1 103.4(2) . . ? C14 O3 Zn1 98.79(19) . . ? C14 O4 Zn1 81.0(2) . . ? Zn1 O5 H5A 110(3) . . ? Zn1 O5 H5B 121(3) . . ? H5A O5 H5B 108(4) . . ? O2 Zn1 O5 101.31(13) . . ? O2 Zn1 O3 103.12(11) . . ? O5 Zn1 O3 99.79(11) . . ? O2 Zn1 N2 143.16(12) . 1_465 ? O5 Zn1 N2 92.75(11) . 1_465 ? O3 Zn1 N2 107.81(11) . 1_465 ? O2 Zn1 O4 92.55(11) . . ? O5 Zn1 O4 156.53(10) . . ? O3 Zn1 O4 58.25(9) . . ? N2 Zn1 O4 87.15(9) 1_465 . ? O2 Zn1 C14 98.15(11) . . ? O5 Zn1 C14 128.82(11) . . ? O3 Zn1 C14 29.32(10) . . ? N2 Zn1 C14 99.08(10) 1_465 . ? O4 Zn1 C14 28.95(9) . . ? 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 C1 O1 1.242(4) . ? C1 O2 1.262(4) . ? C1 C2 1.505(4) . ? C2 C3 1.380(5) . ? C2 C7 1.393(5) . ? C3 C4 1.387(4) . ? C3 H3 0.9300 . ? C4 C5 1.394(5) . ? C4 H4 0.9300 . ? C5 C6 1.381(5) . ? C5 C8 1.515(4) . ? C6 C7 1.393(5) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 O6 1.218(4) . ? C8 N1 1.358(4) . ? C9 C10 1.386(5) . ? C9 C13 1.401(4) . ? C9 N1 1.411(4) . ? C10 C11 1.379(5) . ? C10 H10 0.9300 . ? C11 C12 1.370(5) . ? C11 H11 0.9300 . ? C12 N2 1.341(4) . ? C12 H12 0.9300 . ? C13 N2 1.354(4) . ? C13 H13 0.9300 . ? C14 O4 1.252(4) . ? C14 O3 1.265(4) . ? C14 C15 1.503(4) . ? C14 Zn1 2.554(3) . ? C15 C17 1.385(5) . ? C15 C16 1.386(5) . ? C16 C17 1.390(5) 2_666 ? C16 H16 0.9300 . ? C17 C16 1.390(5) 2_666 ? C17 H17 0.9300 . ? C21 N3 1.207(10) . ? C21 O7 1.258(9) . ? C21 H21 0.9300 . ? C22 N3 1.394(8) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 N3 1.503(12) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? N1 H1N 0.882(18) . ? N2 Zn1 2.064(3) 1_645 ? O2 Zn1 2.006(3) . ? O3 Zn1 2.034(2) . ? O4 Zn1 2.431(3) . ? O5 Zn1 2.029(3) . ? O5 H5A 0.81(5) . ? O5 H5B 0.890(19) . ? Zn1 N2 2.064(3) 1_465 ? 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 C10 H10 O4 0.93 2.64 3.341(4) 132.9 2_655 C12 H12 O1 0.93 2.36 3.068(4) 132.6 1_645 C13 H13 O6 0.93 2.26 2.850(4) 121.2 . C22 H22B O5 0.96 2.72 3.382(9) 126.4 1_655 O5 H5A O1 0.81(5) 1.91(5) 2.709(4) 173(5) 2 O5 H5B O7 0.890(19) 1.76(2) 2.646(5) 172(4) 2_656 N1 H1N O4 0.882(18) 2.10(2) 2.978(4) 172(4) 2_655 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 O1 C1 C2 C3 5.2(5) . . . . ? O2 C1 C2 C3 -176.2(3) . . . . ? O1 C1 C2 C7 -172.1(3) . . . . ? O2 C1 C2 C7 6.6(5) . . . . ? C7 C2 C3 C4 1.1(5) . . . . ? C1 C2 C3 C4 -176.1(3) . . . . ? C2 C3 C4 C5 -0.2(5) . . . . ? C3 C4 C5 C6 -1.1(5) . . . . ? C3 C4 C5 C8 176.6(3) . . . . ? C4 C5 C6 C7 1.4(6) . . . . ? C8 C5 C6 C7 -176.4(3) . . . . ? C5 C6 C7 C2 -0.4(6) . . . . ? C3 C2 C7 C6 -0.8(6) . . . . ? C1 C2 C7 C6 176.4(3) . . . . ? C6 C5 C8 O6 15.1(5) . . . . ? C4 C5 C8 O6 -162.6(4) . . . . ? C6 C5 C8 N1 -165.0(3) . . . . ? C4 C5 C8 N1 17.3(5) . . . . ? C13 C9 C10 C11 -1.2(5) . . . . ? N1 C9 C10 C11 176.6(3) . . . . ? C9 C10 C11 C12 0.2(6) . . . . ? C10 C11 C12 N2 1.0(6) . . . . ? C10 C9 C13 N2 0.9(5) . . . . ? N1 C9 C13 N2 -176.7(3) . . . . ? O4 C14 C15 C17 -10.6(5) . . . . ? O3 C14 C15 C17 169.4(3) . . . . ? O4 C14 C15 C16 169.4(3) . . . . ? O3 C14 C15 C16 -10.6(5) . . . . ? C17 C15 C16 C17 0.4(6) . . . 2_666 ? C14 C15 C16 C17 -179.7(3) . . . 2_666 ? C16 C15 C17 C16 -0.4(6) . . . 2_666 ? C14 C15 C17 C16 179.7(3) . . . 2_666 ? O6 C8 N1 C9 -2.0(6) . . . . ? C5 C8 N1 C9 178.2(3) . . . . ? C10 C9 N1 C8 171.2(3) . . . . ? C13 C9 N1 C8 -11.1(5) . . . . ? C11 C12 N2 C13 -1.3(5) . . . . ? C11 C12 N2 Zn1 177.9(3) . . . 1_645 ? C9 C13 N2 C12 0.3(5) . . . . ? C9 C13 N2 Zn1 -178.9(2) . . . 1_645 ? O7 C21 N3 C22 -173.2(9) . . . . ? O7 C21 N3 C23 -12.1(14) . . . . ? O1 C1 O2 Zn1 3.6(4) . . . . ? C2 C1 O2 Zn1 -175.0(2) . . . . ? O4 C14 O3 Zn1 3.1(3) . . . . ? C15 C14 O3 Zn1 -176.9(2) . . . . ? O3 C14 O4 Zn1 -2.6(3) . . . . ? C15 C14 O4 Zn1 177.4(3) . . . . ?