#------------------------------------------------------------------------------ #$Date: 2021-09-26 03:11:38 +0300 (Sun, 26 Sep 2021) $ #$Revision: 269312 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/06/09/7060970.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_7060970 loop_ _publ_author_name 'Kumar, Sandeep' 'Bhambri, Himanshi' 'Mandal, Sanjay' _publ_section_title ; Conformational isomerism involving carboxylate groups of a linker in metal organic frameworks and its distinctive influence on the detection of ketones ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D1NJ03865F _journal_year 2021 _chemical_formula_moiety 'C20 H15 N3 O4 Zn' _chemical_formula_sum 'C20 H15 N3 O4 Zn' _chemical_formula_weight 426.72 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2021-09-12 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) ; _audit_update_record ; 2021-09-12 deposited with the CCDC. 2021-09-24 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 93.828(7) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.576(3) _cell_length_b 17.760(6) _cell_length_c 15.790(6) _cell_measurement_reflns_used 695 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 16.33 _cell_measurement_theta_min 2.59 _cell_volume 2399.6(15) _computing_cell_refinement 'SAINT v8.34A (Bruker, 2013)' _computing_data_reduction 'SAINT v8.34A (Bruker, 2013)' _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 100(2) _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 7.9 _diffrn_detector_type 'Bruker SMART CCD 1K area detector' _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1559 _diffrn_reflns_av_unetI/netI 0.1922 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 14052 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 25.000 _diffrn_reflns_theta_min 2.586 _diffrn_source 'sealed X-ray tube' _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_target Mo _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.048 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_correction_T_min 0.5549 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0980 before and 0.0811 after correction. The Ratio of minimum to maximum transmission is 0.7446. The \l/2 correction factor is 0.0015.' _exptl_crystal_colour 'metallic light colourless' _exptl_crystal_colour_lustre metallic _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.181 _exptl_crystal_description needle _exptl_crystal_F_000 872 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.800 _refine_diff_density_min -0.866 _refine_diff_density_rms 0.094 _refine_ls_extinction_coef 0.0017(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_goodness_of_fit_ref 0.930 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 254 _refine_ls_number_reflns 4208 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.930 _refine_ls_R_factor_all 0.1502 _refine_ls_R_factor_gt 0.0649 _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^)+(0.0589P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1469 _refine_ls_wR_factor_ref 0.1848 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1766 _reflns_number_total 4208 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1nj03865f2.cif _cod_data_source_block I _cod_database_code 7060970 _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_max 0.818 _shelx_estimated_absorpt_t_min 0.780 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups 2.a Secondary CH2 refined with riding coordinates: C8(H8A,H8B), C14(H14A,H14B) 2.b Aromatic/amide H refined with riding coordinates: C2(H2), C4(H4), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13), C16(H16), C17(H17), C18(H18), C19(H19) ; _smtbx_masks_void_probe_radius 1.2 _smtbx_masks_void_truncation_radius 1.2 _shelx_res_file ; skk_68_0m.res created by SHELXL-2014/7 TITL skk_68_0m in P2(1)/n CELL 0.71073 8.576 17.7599 15.7902 90 93.828 90 ZERR 4 0.0031 0.0062 0.0058 0 0.007 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O Zn UNIT 80 60 12 16 4 L.S. 50 PLAN 8 SIZE 0.2 0.2 0.25 TEMP -173(2) HTAB C6 O1 HTAB C14 O4 CONF BOND $H HTAB ABIN MORE -1 fmap 2 acta OMIT -3 50 OMIT -4 0 10 OMIT 0 1 4 OMIT 0 4 0 OMIT 2 3 1 OMIT 2 0 2 REM REM REM WGHT 0.058900 EXTI 0.001653 FVAR 0.09315 ZN1 5 0.812142 0.083600 0.826361 11.00000 0.05444 0.02802 = 0.03508 0.00154 -0.01356 0.00135 O1 4 0.929544 0.087012 0.941074 11.00000 0.06532 0.03253 = 0.03702 -0.00243 -0.01365 -0.00581 O2 4 0.860406 0.201645 0.955492 11.00000 0.60611 0.05315 = 0.19131 -0.03298 -0.30731 0.05108 O3 4 0.751814 0.184435 0.778129 11.00000 0.08868 0.03719 = 0.04458 0.01418 -0.01453 0.00358 O4 4 0.652163 0.130094 0.663146 11.00000 0.13444 0.03011 = 0.06928 -0.00022 -0.04626 -0.00113 N1 3 0.767636 -0.034041 0.767949 11.00000 0.07572 0.02118 = 0.03774 0.00226 -0.01690 0.01062 N2 3 0.593654 0.056514 0.865290 11.00000 0.05514 0.05303 = 0.05428 0.01675 -0.01472 -0.00110 N3 3 1.000271 0.068000 0.752576 11.00000 0.05928 0.04979 = 0.06717 0.01927 0.00049 -0.00321 C1 1 0.825768 -0.101144 0.818276 11.00000 0.05437 0.02313 = 0.03368 0.01086 -0.00878 -0.00021 C2 1 0.794917 -0.172631 0.786235 11.00000 0.06176 0.02571 = 0.05013 -0.00439 -0.01656 0.00428 AFIX 43 H2 2 0.736510 -0.178433 0.733370 11.00000 -1.20000 AFIX 0 C3 1 0.650894 0.263828 0.668856 11.00000 0.05672 0.03017 = 0.03899 0.01121 -0.01240 -0.01272 C4 1 0.932188 -0.226068 0.906765 11.00000 0.08769 0.02966 = 0.03592 -0.00783 -0.02522 0.00253 AFIX 43 H4 2 0.967036 -0.268890 0.938742 11.00000 -1.20000 AFIX 0 C5 1 0.967040 -0.154916 0.938127 11.00000 0.06678 0.03023 = 0.03813 0.00391 -0.01843 0.00054 C6 1 0.910907 -0.092810 0.894708 11.00000 0.04781 0.03230 = 0.03877 -0.01105 -0.00970 -0.00701 AFIX 43 H6 2 0.930743 -0.043925 0.917358 11.00000 -1.20000 AFIX 0 C7 1 0.943914 0.148018 0.976591 11.00000 0.18191 0.02725 = 0.05886 0.00470 -0.08707 0.00144 C8 1 0.592342 -0.036393 0.757973 11.00000 0.09048 0.03827 = 0.10511 -0.01120 -0.07109 0.00742 AFIX 23 H8A 2 0.556629 -0.009855 0.705051 11.00000 -1.20000 H8B 2 0.557899 -0.089476 0.752498 11.00000 -1.20000 AFIX 0 C9 1 0.517918 -0.001237 0.830564 11.00000 0.05108 0.03677 = 0.07862 0.01452 -0.01476 -0.00457 C10 1 0.379882 0.078571 0.954986 11.00000 0.05598 0.16126 = 0.10558 0.03903 0.01238 0.02898 AFIX 43 H10 2 0.332970 0.108738 0.995971 11.00000 -1.20000 AFIX 0 C11 1 0.306133 0.017055 0.919067 11.00000 0.06915 0.13644 = 0.13548 0.08281 -0.01686 -0.02081 AFIX 43 H11 2 0.206329 0.003355 0.936827 11.00000 -1.20000 AFIX 0 C12 1 0.374512 -0.027582 0.855346 11.00000 0.08861 0.10103 = 0.11270 0.05735 -0.03742 -0.01225 AFIX 43 H12 2 0.325894 -0.071631 0.831880 11.00000 -1.20000 AFIX 0 C13 1 0.522275 0.093950 0.929095 11.00000 0.07698 0.08772 = 0.07826 0.00166 -0.00726 0.00543 AFIX 43 H13 2 0.578827 0.133884 0.956896 11.00000 -1.20000 AFIX 0 C14 1 0.842201 -0.028906 0.685409 11.00000 0.16137 0.03656 = 0.03396 -0.00351 -0.01215 0.03366 AFIX 23 H14A 2 0.862911 -0.080282 0.664575 11.00000 -1.20000 H14B 2 0.769432 -0.003854 0.642997 11.00000 -1.20000 AFIX 0 C15 1 0.991735 0.014156 0.694045 11.00000 0.09648 0.06202 = 0.04365 0.01331 0.01308 0.02790 C16 1 1.124293 0.112817 0.754101 11.00000 0.07289 0.08472 = 0.08601 0.02535 0.00333 0.00701 AFIX 43 H16 2 1.131300 0.152206 0.794883 11.00000 -1.20000 AFIX 0 C17 1 1.243481 0.105845 0.700310 11.00000 0.07374 0.15702 = 0.12859 0.07621 0.02491 0.00890 AFIX 43 H17 2 1.328164 0.140433 0.703936 11.00000 -1.20000 AFIX 0 C18 1 1.239837 0.049795 0.642416 11.00000 0.08941 0.17362 = 0.16519 0.08006 0.05360 0.06758 AFIX 43 H18 2 1.323071 0.042144 0.606561 11.00000 -1.20000 AFIX 0 C19 1 1.110220 0.004505 0.637925 11.00000 0.12252 0.16956 = 0.07233 0.03841 0.02324 0.07423 AFIX 43 H19 2 1.100446 -0.034018 0.596167 11.00000 -1.20000 AFIX 0 C20 1 0.688402 0.186018 0.703890 11.00000 0.05843 0.02901 = 0.05386 0.00778 -0.00749 -0.00309 HKLF 4 REM skk_68_0m in P2(1)/n REM R1 = 0.0649 for 1766 Fo > 4sig(Fo) and 0.1502 for all 4208 data REM 254 parameters refined using 0 restraints END WGHT 0.0589 0.0000 REM Instructions for potential hydrogen bonds HTAB C6 O1 HTAB C14 O4 REM Highest difference peak 0.800, deepest hole -0.866, 1-sigma level 0.094 Q1 1 1.0185 0.1999 0.9086 11.00000 0.05 0.80 Q2 1 0.7562 0.0970 0.7592 11.00000 0.05 0.57 Q3 1 0.8187 0.1986 0.9682 11.00000 0.05 0.54 Q4 1 0.9079 0.0779 0.9033 11.00000 0.05 0.46 Q5 1 0.9134 0.1010 0.8176 11.00000 0.05 0.43 Q6 1 0.7027 0.0667 0.7353 11.00000 0.05 0.40 Q7 1 0.8397 0.0868 0.8792 11.00000 0.05 0.40 Q8 1 0.9015 0.0624 0.8186 11.00000 0.05 0.38 ; _shelx_res_checksum 11902 _shelx_fab_file ; -10 0 -2 1.1241 -0.1519 -10 0 0 3.6797 -0.0473 -10 0 2 0.3113 0.1794 -10 0 4 1.4666 -0.0683 -10 1 -2 -2.3441 -0.0583 -10 1 -1 -3.3185 -0.0851 -10 1 0 -2.6485 0.0333 -10 1 1 -0.6648 0.0143 -10 1 2 -2.9047 0.0845 -10 1 3 -0.6578 0.0756 -10 1 4 0.8984 -0.0323 -10 2 -1 2.3916 -0.1018 -10 2 0 0.9133 -0.0680 -10 2 1 0.7199 0.0195 -10 2 2 1.0255 -0.0533 -10 2 3 -2.6726 -0.0661 -10 2 4 -1.4921 0.0934 -10 3 -1 0.1301 0.0979 -10 3 0 -0.0907 -0.0867 -10 3 1 -1.8556 0.0811 -10 3 2 3.2711 -0.0551 -10 3 3 0.6402 -0.0871 -10 4 1 0.4182 -0.1533 -10 4 2 -1.8191 -0.1640 -9 0 -7 -1.0090 -0.5787 -9 0 -5 -0.4666 0.2076 -9 0 -3 1.5011 0.0008 -9 0 -1 -2.5971 0.0693 -9 0 1 -1.5683 0.0734 -9 0 3 -0.7956 -0.1456 -9 0 5 -4.4675 -0.0441 -9 0 7 -7.0057 0.1492 -9 0 9 -2.5214 -0.0541 -9 1 -7 -3.6796 -0.1060 -9 1 -6 1.0900 0.0782 -9 1 -5 -4.2602 0.2101 -9 1 -4 0.7399 -0.0460 -9 1 -3 -1.6479 0.1143 -9 1 -2 1.6744 -0.0304 -9 1 -1 6.2196 -0.1152 -9 1 0 -1.7619 0.0682 -9 1 1 2.2766 -0.0183 -9 1 2 0.0546 -0.0285 -9 1 3 1.1112 0.0687 -9 1 4 1.3224 0.0629 -9 1 5 1.5908 -0.0562 -9 1 6 5.0895 0.0861 -9 1 7 -1.2748 0.0848 -9 1 8 1.9414 -0.0451 -9 1 9 -5.2335 0.0081 -9 2 -7 -1.9145 0.3265 -9 2 -6 2.7815 0.0072 -9 2 -5 -2.5415 -0.1586 -9 2 -4 2.4584 -0.1090 -9 2 -3 -3.2098 0.0609 -9 2 -2 -2.0612 0.0448 -9 2 -1 1.6409 -0.0455 -9 2 0 -2.7013 0.0441 -9 2 1 2.0518 -0.0702 -9 2 2 -0.3893 -0.0423 -9 2 3 -1.2121 0.1047 -9 2 4 -0.7633 -0.0122 -9 2 5 -1.5617 -0.0084 -9 2 6 -0.3683 -0.0233 -9 2 7 0.0797 -0.0838 -9 2 8 0.0667 -0.0956 -9 2 9 -0.1340 0.0313 -9 3 -7 -1.6395 0.0806 -9 3 -6 2.6596 0.0246 -9 3 -5 -0.2606 -0.0098 -9 3 -4 2.9373 0.0257 -9 3 -3 3.2586 -0.0106 -9 3 -2 -0.6942 -0.0244 -9 3 -1 -4.8225 0.0454 -9 3 0 2.6624 -0.0012 -9 3 1 0.5110 0.0035 -9 3 2 3.1112 -0.0221 -9 3 3 -1.1454 -0.0977 -9 3 4 2.7132 -0.0699 -9 3 5 2.5565 0.0653 -9 3 6 -1.4007 0.0154 -9 3 7 1.3757 0.0425 -9 3 8 1.4077 -0.0075 -9 3 9 3.5283 0.0204 -9 4 -6 -0.2819 -0.2177 -9 4 -5 -0.9936 0.0690 -9 4 -4 -1.6012 0.0241 -9 4 -3 -0.1948 -0.0748 -9 4 -2 1.8614 -0.1186 -9 4 -1 -0.8054 0.0340 -9 4 0 1.9547 0.0774 -9 4 1 -2.8699 0.0824 -9 4 2 -3.1592 0.0110 -9 4 3 -3.5774 -0.0559 -9 4 4 -2.2391 -0.0517 -9 4 5 1.6097 -0.0195 -9 4 6 -2.8765 0.0584 -9 4 7 0.8077 0.0338 -9 4 8 -0.7621 -0.0017 -9 4 9 1.1619 0.0882 -9 5 -6 -1.3992 -0.1342 -9 5 -5 2.4646 -0.0103 -9 5 -4 -0.6495 0.0691 -9 5 -3 -5.1815 0.0185 -9 5 -2 -1.4475 0.0403 -9 5 -1 2.0488 0.0682 -9 5 0 -2.0230 -0.0322 -9 5 1 2.9564 -0.0343 -9 5 2 -3.2335 0.0325 -9 5 3 5.5268 0.0297 -9 5 4 -1.6512 0.0326 -9 5 5 0.5125 0.0316 -9 5 6 -4.9172 -0.0078 -9 5 7 0.4361 -0.0143 -9 5 8 -3.6120 0.0147 -9 6 -5 1.6846 -0.1374 -9 6 -4 0.5445 -0.0058 -9 6 -3 3.6308 -0.0519 -9 6 -2 2.6870 0.0284 -9 6 -1 4.5905 -0.0120 -9 6 0 0.1004 -0.1631 -9 6 1 4.1813 -0.0226 -9 6 2 -0.7472 0.0302 -9 6 3 7.5291 0.0554 -9 6 4 -0.7397 0.0522 -9 6 5 1.6252 -0.0277 -9 6 6 -1.2437 -0.1226 -9 6 7 3.9181 -0.0913 -9 6 8 0.5247 0.0333 -9 7 -5 -0.3487 0.1811 -9 7 -4 -4.8302 0.0128 -9 7 -3 1.7977 0.1552 -9 7 -2 -4.5031 0.0429 -9 7 -1 -3.4444 -0.0393 -9 7 0 -3.7135 -0.0585 -9 7 1 -5.0275 0.0243 -9 7 2 -2.7766 -0.0833 -9 7 3 -1.9408 0.0698 -9 7 4 -3.2101 0.0567 -9 7 5 0.7203 -0.1085 -9 7 6 2.3776 0.0466 -9 7 7 3.6501 -0.0712 -9 8 -4 -0.1137 -0.1882 -9 8 -3 4.4957 0.0609 -9 8 -2 -0.2939 -0.0403 -9 8 -1 -0.0939 0.0984 -9 8 0 1.2556 0.0499 -9 8 1 -0.1035 -0.0526 -9 8 2 2.7461 -0.0072 -9 8 3 -2.3291 -0.0048 -9 8 4 -1.2639 -0.0265 -9 8 5 0.7670 0.0657 -9 8 6 -0.0133 0.1877 -9 9 -2 1.4396 -0.1967 -9 9 -1 -0.8477 0.0648 -9 9 0 2.8663 0.0497 -9 9 1 0.5748 0.0747 -9 9 2 2.7293 0.0869 -9 9 3 0.5608 -0.1347 -9 9 4 0.0021 -0.1267 -8 0 -6 -1.7997 0.9717 -8 0 -4 -1.1760 -0.0901 -8 0 -2 2.1185 0.0583 -8 0 0 3.6199 -0.0485 -8 0 2 -0.1344 -0.1283 -8 0 4 0.3071 0.0940 -8 0 6 0.9007 0.0713 -8 0 8 0.1980 -0.0258 -8 0 10 1.3849 -0.0466 -8 0 12 -1.8844 0.1324 -8 1 -7 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7 0.0016 0.0691 5 5 8 -1.6534 -0.0118 5 5 9 0.6949 -0.0510 5 5 10 -4.9020 -0.0708 5 5 11 -1.3922 -0.0345 5 5 12 -2.8209 0.0729 5 5 13 -0.2184 0.1187 5 5 14 -0.1143 0.2614 5 5 15 0.2614 0.1360 5 6 5 0.8142 0.0091 5 6 6 4.1742 -0.1072 5 6 7 -2.3750 0.0877 5 6 8 2.0281 0.1199 5 6 9 -0.9289 0.1296 5 6 10 0.0934 0.1327 5 6 11 -0.9659 0.0414 5 6 12 0.3821 -0.1262 5 6 13 0.4767 -0.1300 5 6 14 -5.4064 -0.1008 5 7 5 -3.2833 0.1112 5 7 6 3.3891 0.0278 5 7 7 -3.9240 -0.0237 5 7 8 0.7963 -0.1229 5 7 9 -2.7139 -0.1044 5 7 10 0.9093 -0.0285 5 7 11 0.2051 0.0452 5 7 12 1.1373 0.0921 5 7 13 -0.1354 0.0680 5 7 14 0.4099 -0.0582 5 8 5 -2.9001 -0.0540 5 8 6 -2.7917 0.0785 5 8 7 -0.4190 0.1160 5 8 8 -0.7573 0.0210 5 8 9 1.7399 0.0258 5 8 10 -0.0352 -0.0706 5 8 11 3.9181 -0.0489 5 8 12 0.6593 0.0114 5 8 13 -3.1084 0.1515 5 8 14 3.3615 0.0193 5 9 5 3.2231 -0.1097 5 9 6 -0.9503 -0.0519 5 9 7 4.5551 -0.0180 5 9 8 1.1511 0.0216 5 9 9 2.5113 0.0918 5 9 10 -1.2329 0.0664 5 9 11 0.5495 0.0581 5 9 12 -2.2071 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-0.2275 6 0 8 1.0311 0.2384 6 0 10 1.5472 0.0636 6 0 12 -0.5419 -0.1620 6 0 14 -0.2286 0.3595 6 1 6 -1.1430 -0.1363 6 1 7 0.9256 -0.2125 6 1 8 1.4519 0.0410 6 1 9 -1.8203 -0.0527 6 1 10 3.8356 0.2127 6 1 11 2.1125 -0.0962 6 1 12 -1.8538 -0.1420 6 1 13 0.6358 -0.1802 6 1 14 3.6477 -0.2263 6 2 6 -0.7148 0.3100 6 2 7 1.7773 0.0822 6 2 8 -0.8178 -0.1517 6 2 9 -0.3573 -0.1790 6 2 10 -1.9144 -0.1228 6 2 11 -0.0193 -0.0327 6 2 12 -2.1154 0.2693 6 2 13 2.1767 0.1025 6 2 14 -0.9625 0.1965 6 3 6 0.2037 -0.1063 6 3 7 -0.4409 0.1840 6 3 8 -2.8338 0.0823 6 3 9 3.1464 0.1720 6 3 10 0.6577 0.0472 6 3 11 -0.7407 -0.0917 6 3 12 2.3853 0.0759 6 3 13 2.5596 -0.0500 6 3 14 -3.9105 0.4187 6 4 6 -1.6095 -0.2087 6 4 7 -0.4958 -0.1051 6 4 8 -0.0246 0.0195 6 4 9 -1.4755 0.0699 6 4 10 -0.0539 0.1634 6 4 11 -3.5284 -0.0006 6 4 12 -0.0722 -0.0598 6 4 13 -3.4498 -0.3159 6 5 6 -2.6206 0.1928 6 5 7 -0.5832 0.0761 6 5 8 1.0277 -0.1292 6 5 9 -0.6788 -0.1503 6 5 10 1.2787 -0.1279 6 5 11 -0.9494 0.0211 6 5 12 -0.1505 0.1741 6 5 13 -5.7482 0.1003 6 6 6 2.2938 0.0144 6 6 7 0.2230 0.0488 6 6 8 -0.7411 -0.0365 6 6 9 1.2464 0.0860 6 6 10 2.3566 -0.0090 6 6 11 1.2735 -0.0498 6 6 12 5.5932 0.1267 6 6 13 5.6149 0.0240 6 7 6 2.4768 0.0093 6 7 7 1.0972 -0.0654 6 7 8 3.0796 0.0651 6 7 9 0.5954 0.1145 6 7 10 -2.1901 0.0914 6 7 11 -2.9947 -0.2189 6 7 12 -1.6991 -0.0607 6 7 13 -0.6263 -0.4290 6 8 6 -1.8179 0.0206 6 8 7 0.3504 0.0124 6 8 8 1.8808 -0.0985 6 8 9 -1.1411 -0.1229 6 8 10 -1.1133 -0.0868 6 8 11 0.9988 -0.1408 6 8 12 0.6585 0.1849 6 9 6 -1.9090 -0.0141 6 9 7 -0.5656 0.0373 6 9 8 -3.5114 0.0180 6 9 9 -5.4091 0.0226 6 9 10 0.9133 0.0608 6 9 11 -0.2691 0.1417 6 9 12 0.5717 0.3496 6 10 6 -0.1793 0.0065 6 10 7 -0.4414 -0.1920 6 10 8 0.5007 0.0382 6 10 9 0.0737 -0.0101 6 10 10 4.3346 0.2037 6 10 11 0.1528 0.0311 6 11 6 2.2944 0.0787 6 11 7 0.6603 0.0571 6 11 8 0.4163 -0.0283 6 11 9 2.2279 -0.0732 6 11 10 0.6065 -0.0559 6 12 6 1.7593 0.0295 6 12 7 -0.4414 0.1419 6 12 8 -1.2383 0.0132 6 12 9 0.8736 0.2514 6 12 10 0.0685 -0.2647 6 13 6 1.5269 0.2070 6 13 7 -1.6445 -0.1476 6 13 8 1.1279 0.0988 6 13 9 0.4905 0.1546 6 14 6 -2.3782 -0.0743 6 14 7 -0.4851 -0.2597 6 15 6 -2.4207 -0.3522 7 0 7 4.7144 0.8679 7 0 9 -3.5325 -0.1607 7 0 11 -1.0495 -0.1844 7 1 7 0.4464 0.0000 7 1 8 1.6387 0.0196 7 1 9 -1.6633 0.1257 7 1 10 -0.3744 0.1348 7 1 11 1.5955 -0.2456 7 1 12 0.7928 0.3034 7 2 7 -2.3821 -0.3865 7 2 8 -0.1442 -0.1751 7 2 9 4.5186 0.0229 7 2 10 0.7495 0.0391 7 2 11 1.6899 0.1189 7 2 12 -0.2405 0.0014 7 3 7 2.1352 0.1642 7 3 8 -5.7308 0.0417 7 3 9 -0.3523 -0.0787 7 3 10 -2.2805 -0.1464 7 3 11 -2.4518 0.1682 7 3 12 -5.0331 0.0885 7 4 7 2.5234 -0.1156 7 4 8 0.5967 0.2026 7 4 9 0.1509 0.1073 7 4 10 -0.5632 0.0413 7 4 11 4.0370 -0.0050 7 4 12 1.4141 -0.1605 7 5 7 -3.2842 -0.2116 7 5 8 0.2378 -0.0122 7 5 9 0.9845 -0.0145 7 5 10 -2.0851 -0.0589 7 5 11 2.4550 -0.0042 7 5 12 2.1233 -0.3971 7 6 7 0.6326 0.0243 7 6 8 1.1618 0.0104 7 6 9 1.9068 -0.1244 7 6 10 0.1758 -0.1691 7 6 11 -2.9747 0.1083 7 7 7 -4.5899 -0.0506 7 7 8 1.0450 0.1738 7 7 9 -1.0008 0.0809 7 7 10 0.7139 0.1130 7 7 11 -0.0924 0.1769 7 8 7 -2.9852 0.0091 7 8 8 2.3631 0.0323 7 8 9 -1.3752 -0.0346 7 8 10 -0.2604 0.1550 7 9 7 3.1438 0.1403 7 9 8 2.8567 0.0560 7 9 9 -2.1582 -0.2378 7 9 10 1.0287 -0.0303 7 10 7 1.8152 -0.1957 7 10 8 0.7534 0.0085 7 10 9 -3.2781 -0.2021 7 11 7 -1.8333 0.0210 7 11 8 -1.8537 -0.0748 7 12 7 -0.7444 0.4324 8 0 8 4.0739 -0.7803 8 0 10 -0.9501 -0.1803 8 1 8 3.0183 0.0923 8 1 9 -0.0192 0.2313 8 1 10 1.0965 0.0834 8 2 8 -3.9458 0.2793 8 2 9 -5.4778 0.2032 8 2 10 1.2421 0.0978 8 3 8 2.1335 -0.3040 8 3 9 -2.1222 -0.2650 8 3 10 3.3603 -0.4193 8 4 8 5.5093 0.0320 8 4 9 2.1206 0.0752 8 4 10 3.1372 0.0458 8 5 8 -3.5643 0.0155 8 5 9 -0.9966 0.0382 8 6 8 -4.3085 0.0199 8 6 9 1.9303 0.1208 8 7 8 -3.3328 -0.1574 8 8 8 3.4516 -0.1059 0 0 0 0.0 0.0 ; _shelx_fab_checksum 1028 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -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 Zn1 Zn 0.81214(9) 0.08360(4) 0.82636(5) 0.0399(3) Uani 1 1 d . . . . . O1 O 0.9295(5) 0.0870(3) 0.9411(3) 0.0457(13) Uani 1 1 d . . . . . O2 O 0.8604(17) 0.2016(4) 0.9555(6) 0.298(9) Uani 1 1 d . . . . . O3 O 0.7518(6) 0.1844(3) 0.7781(3) 0.0577(16) Uani 1 1 d . . . . . O4 O 0.6522(7) 0.1301(3) 0.6631(4) 0.080(2) Uani 1 1 d . . . . . N1 N 0.7676(7) -0.0340(3) 0.7679(4) 0.0458(17) Uani 1 1 d . . . . . N2 N 0.5937(7) 0.0565(4) 0.8653(5) 0.0550(19) Uani 1 1 d . . . . . N3 N 1.0003(7) 0.0680(4) 0.7526(5) 0.059(2) Uani 1 1 d . . . . . C1 C 0.8258(8) -0.1011(4) 0.8183(4) 0.0376(19) Uani 1 1 d . . . . . C2 C 0.7949(8) -0.1726(4) 0.7862(5) 0.047(2) Uani 1 1 d . . . . . H2 H 0.7365 -0.1784 0.7334 0.056 Uiso 1 1 calc R U . . . C3 C 0.6509(7) 0.2638(4) 0.6689(5) 0.043(2) Uani 1 1 d . . . . . C4 C 0.9322(8) -0.2261(4) 0.9068(5) 0.052(2) Uani 1 1 d . . . . . H4 H 0.9670 -0.2689 0.9387 0.063 Uiso 1 1 calc R U . . . C5 C 0.9670(8) -0.1549(4) 0.9381(5) 0.046(2) Uani 1 1 d . . . . . C6 C 0.9109(7) -0.0928(4) 0.8947(4) 0.0402(19) Uani 1 1 d . . . . . H6 H 0.9307 -0.0439 0.9174 0.048 Uiso 1 1 calc R U . . . C7 C 0.9439(13) 0.1480(5) 0.9766(6) 0.094(4) Uani 1 1 d . . . . . C8 C 0.5923(10) -0.0364(4) 0.7580(6) 0.081(3) Uani 1 1 d . . . . . H8A H 0.5566 -0.0099 0.7051 0.098 Uiso 1 1 calc R U . . . H8B H 0.5579 -0.0895 0.7525 0.098 Uiso 1 1 calc R U . . . C9 C 0.5179(10) -0.0012(5) 0.8306(6) 0.056(2) Uani 1 1 d . . . . . C10 C 0.3799(13) 0.0786(8) 0.9550(8) 0.107(4) Uani 1 1 d . . . . . H10 H 0.3330 0.1087 0.9960 0.129 Uiso 1 1 calc R U . . . C11 C 0.3061(14) 0.0171(9) 0.9191(10) 0.115(5) Uani 1 1 d . . . . . H11 H 0.2063 0.0034 0.9368 0.138 Uiso 1 1 calc R U . . . C12 C 0.3745(14) -0.0276(7) 0.8553(9) 0.103(4) Uani 1 1 d . . . . . H12 H 0.3259 -0.0716 0.8319 0.123 Uiso 1 1 calc R U . . . C13 C 0.5223(12) 0.0939(6) 0.9291(7) 0.082(3) Uani 1 1 d . . . . . H13 H 0.5788 0.1339 0.9569 0.098 Uiso 1 1 calc R U . . . C14 C 0.8422(13) -0.0289(5) 0.6854(5) 0.078(3) Uani 1 1 d . . . . . H14A H 0.8629 -0.0803 0.6646 0.094 Uiso 1 1 calc R U . . . H14B H 0.7694 -0.0039 0.6430 0.094 Uiso 1 1 calc R U . . . C15 C 0.9917(12) 0.0142(6) 0.6940(6) 0.067(3) Uani 1 1 d . . . . . C16 C 1.1243(12) 0.1128(6) 0.7541(7) 0.081(3) Uani 1 1 d . . . . . H16 H 1.1313 0.1522 0.7949 0.098 Uiso 1 1 calc R U . . . C17 C 1.2435(15) 0.1058(9) 0.7003(10) 0.119(5) Uani 1 1 d . . . . . H17 H 1.3282 0.1404 0.7039 0.143 Uiso 1 1 calc R U . . . C18 C 1.2398(19) 0.0498(11) 0.6424(12) 0.141(7) Uani 1 1 d . . . . . H18 H 1.3231 0.0421 0.6066 0.169 Uiso 1 1 calc R U . . . C19 C 1.1102(17) 0.0045(8) 0.6379(8) 0.121(5) Uani 1 1 d . . . . . H19 H 1.1004 -0.0340 0.5962 0.145 Uiso 1 1 calc R U . . . C20 C 0.6884(8) 0.1860(4) 0.7039(5) 0.048(2) Uani 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 Zn1 0.0544(5) 0.0280(5) 0.0351(5) 0.0015(5) -0.0136(4) 0.0013(4) O1 0.065(3) 0.033(3) 0.037(3) -0.002(3) -0.014(2) -0.006(3) O2 0.61(2) 0.053(5) 0.191(10) -0.033(6) -0.307(13) 0.051(9) O3 0.089(4) 0.037(3) 0.045(4) 0.014(3) -0.015(3) 0.004(3) O4 0.134(5) 0.030(3) 0.069(5) 0.000(3) -0.046(4) -0.001(3) N1 0.076(4) 0.021(3) 0.038(4) 0.002(3) -0.017(3) 0.011(3) N2 0.055(4) 0.053(5) 0.054(5) 0.017(4) -0.015(4) -0.001(4) N3 0.059(4) 0.050(5) 0.067(5) 0.019(4) 0.000(4) -0.003(4) C1 0.054(4) 0.023(4) 0.034(4) 0.011(3) -0.009(3) 0.000(3) C2 0.062(5) 0.026(4) 0.050(5) -0.004(4) -0.017(4) 0.004(4) C3 0.057(5) 0.030(4) 0.039(5) 0.011(4) -0.012(4) -0.013(3) C4 0.088(6) 0.030(5) 0.036(5) -0.008(4) -0.025(4) 0.003(4) C5 0.067(5) 0.030(5) 0.038(5) 0.004(4) -0.018(4) 0.001(4) C6 0.048(4) 0.032(4) 0.039(5) -0.011(4) -0.010(3) -0.007(3) C7 0.182(10) 0.027(5) 0.059(7) 0.005(5) -0.087(7) 0.001(6) C8 0.090(7) 0.038(5) 0.105(8) -0.011(6) -0.071(6) 0.007(5) C9 0.051(5) 0.037(5) 0.079(7) 0.015(5) -0.015(5) -0.005(4) C10 0.056(7) 0.161(13) 0.106(10) 0.039(10) 0.012(6) 0.029(8) C11 0.069(8) 0.136(14) 0.135(14) 0.083(11) -0.017(8) -0.021(8) C12 0.089(9) 0.101(10) 0.113(11) 0.057(9) -0.037(8) -0.012(7) C13 0.077(7) 0.088(8) 0.078(8) 0.002(7) -0.007(6) 0.005(6) C14 0.161(10) 0.037(5) 0.034(5) -0.004(4) -0.012(6) 0.034(6) C15 0.096(8) 0.062(7) 0.044(6) 0.013(5) 0.013(6) 0.028(6) C16 0.073(7) 0.085(8) 0.086(9) 0.025(6) 0.003(6) 0.007(6) C17 0.074(9) 0.157(16) 0.129(14) 0.076(11) 0.025(9) 0.009(9) C18 0.089(10) 0.174(18) 0.165(19) 0.080(13) 0.054(12) 0.068(12) C19 0.123(10) 0.170(14) 0.072(9) 0.038(9) 0.023(9) 0.074(11) C20 0.058(5) 0.029(5) 0.054(6) 0.008(4) -0.007(4) -0.003(4) 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 Zn1 N1 116.53(19) . . ? O1 Zn1 N2 98.5(2) . . ? O1 Zn1 N3 98.5(2) . . ? O3 Zn1 O1 114.6(2) . . ? O3 Zn1 N1 128.8(2) . . ? O3 Zn1 N2 96.0(2) . . ? O3 Zn1 N3 95.6(2) . . ? N2 Zn1 N1 77.2(3) . . ? N2 Zn1 N3 153.1(3) . . ? N3 Zn1 N1 76.6(3) . . ? C7 O1 Zn1 117.9(4) . . ? C20 O3 Zn1 117.3(5) . . ? C1 N1 Zn1 117.9(4) . . ? C1 N1 C8 109.2(6) . . ? C8 N1 Zn1 101.8(4) . . ? C14 N1 Zn1 103.0(5) . . ? C14 N1 C1 111.4(6) . . ? C14 N1 C8 113.2(7) . . ? C9 N2 Zn1 119.3(7) . . ? C9 N2 C13 116.6(8) . . ? C13 N2 Zn1 124.0(6) . . ? C15 N3 Zn1 118.6(7) . . ? C16 N3 Zn1 124.3(7) . . ? C16 N3 C15 116.8(9) . . ? C2 C1 N1 119.1(6) . . ? C6 C1 N1 121.2(6) . . ? C6 C1 C2 119.7(6) . . ? C1 C2 H2 119.8 . . ? C1 C2 C3 120.4(7) . 2_646 ? C3 C2 H2 119.8 2_646 . ? C2 C3 C20 119.8(6) 2_656 . ? C4 C3 C2 118.4(6) 2_656 2_656 ? C4 C3 C20 121.8(6) 2_656 . ? C3 C4 H4 119.2 2_646 . ? C3 C4 C5 121.5(6) 2_646 . ? C5 C4 H4 119.2 . . ? C4 C5 C7 118.6(6) . 3_757 ? C6 C5 C4 119.8(6) . . ? C6 C5 C7 121.5(7) . 3_757 ? C1 C6 H6 120.0 . . ? C5 C6 C1 120.0(6) . . ? C5 C6 H6 120.0 . . ? O1 C7 O2 121.7(7) . . ? O1 C7 C5 120.7(7) . 3_757 ? O2 C7 C5 115.6(8) . 3_757 ? N1 C8 H8A 109.1 . . ? N1 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C9 C8 N1 112.7(6) . . ? C9 C8 H8A 109.1 . . ? C9 C8 H8B 109.1 . . ? N2 C9 C8 115.1(8) . . ? N2 C9 C12 124.4(10) . . ? C12 C9 C8 120.5(10) . . ? C11 C10 H10 121.9 . . ? C13 C10 H10 121.9 . . ? C13 C10 C11 116.2(13) . . ? C10 C11 H11 118.9 . . ? C10 C11 C12 122.2(13) . . ? C12 C11 H11 118.9 . . ? C9 C12 C11 114.8(12) . . ? C9 C12 H12 122.6 . . ? C11 C12 H12 122.6 . . ? N2 C13 H13 117.3 . . ? C10 C13 N2 125.5(10) . . ? C10 C13 H13 117.3 . . ? N1 C14 H14A 109.3 . . ? N1 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? C15 C14 N1 111.6(7) . . ? C15 C14 H14A 109.3 . . ? C15 C14 H14B 109.3 . . ? N3 C15 C14 116.1(9) . . ? N3 C15 C19 121.3(11) . . ? C19 C15 C14 122.3(12) . . ? N3 C16 H16 117.9 . . ? N3 C16 C17 124.2(12) . . ? C17 C16 H16 117.9 . . ? C16 C17 H17 120.0 . . ? C18 C17 C16 119.9(16) . . ? C18 C17 H17 120.0 . . ? C17 C18 H18 121.6 . . ? C17 C18 C19 116.7(16) . . ? C19 C18 H18 121.6 . . ? C15 C19 H19 119.5 . . ? C18 C19 C15 121.0(15) . . ? C18 C19 H19 119.5 . . ? O3 C20 C3 115.4(7) . . ? O4 C20 O3 123.7(7) . . ? O4 C20 C3 120.8(7) . . ? 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 Zn1 O1 2.014(4) . ? Zn1 O3 2.001(5) . ? Zn1 N1 2.305(6) . ? Zn1 N2 2.067(7) . ? Zn1 N3 2.071(7) . ? O1 C7 1.222(8) . ? O2 C7 1.224(10) . ? O3 C20 1.259(9) . ? O4 C20 1.213(8) . ? N1 C1 1.499(7) . ? N1 C8 1.502(9) . ? N1 C14 1.492(10) . ? N2 C9 1.314(9) . ? N2 C13 1.384(11) . ? N3 C15 1.329(11) . ? N3 C16 1.327(10) . ? C1 C2 1.386(9) . ? C1 C6 1.376(9) . ? C2 H2 0.9500 . ? C2 C3 1.396(9) 2_646 ? C3 C2 1.396(9) 2_656 ? C3 C4 1.361(9) 2_656 ? C3 C20 1.515(9) . ? C4 C3 1.361(9) 2_646 ? C4 H4 0.9500 . ? C4 C5 1.383(9) . ? C5 C6 1.369(9) . ? C5 C7 1.508(9) 3_757 ? C6 H6 0.9500 . ? C7 C5 1.508(9) 3_757 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C8 C9 1.486(12) . ? C9 C12 1.396(13) . ? C10 H10 0.9500 . ? C10 C11 1.367(15) . ? C10 C13 1.342(13) . ? C11 H11 0.9500 . ? C11 C12 1.436(16) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C14 C15 1.492(12) . ? C15 C19 1.403(14) . ? C16 H16 0.9500 . ? C16 C17 1.377(15) . ? C17 H17 0.9500 . ? C17 C18 1.350(19) . ? C18 H18 0.9500 . ? C18 C19 1.370(18) . ? C19 H19 0.9500 . ? 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 C6 H6 O1 0.95 2.36 3.278(8) 163.6 . C14 H14B O4 0.99 2.61 3.268(10) 123.9 . 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 Zn1 O1 C7 O2 17.8(17) . . . . ? Zn1 O1 C7 C5 -178.9(7) . . . 3_757 ? Zn1 O3 C20 O4 5.6(12) . . . . ? Zn1 O3 C20 C3 -177.6(5) . . . . ? Zn1 N1 C1 C2 177.3(5) . . . . ? Zn1 N1 C1 C6 -3.7(9) . . . . ? Zn1 N1 C8 C9 -39.1(7) . . . . ? Zn1 N1 C14 C15 39.2(7) . . . . ? Zn1 N2 C9 C8 -6.9(9) . . . . ? Zn1 N2 C9 C12 175.9(7) . . . . ? Zn1 N2 C13 C10 178.9(8) . . . . ? Zn1 N3 C15 C14 1.9(9) . . . . ? Zn1 N3 C15 C19 175.2(7) . . . . ? Zn1 N3 C16 C17 -174.7(8) . . . . ? N1 C1 C2 C3 179.2(7) . . . 2_646 ? N1 C1 C6 C5 -177.9(7) . . . . ? N1 C8 C9 N2 34.0(10) . . . . ? N1 C8 C9 C12 -148.6(7) . . . . ? N1 C14 C15 N3 -30.7(10) . . . . ? N1 C14 C15 C19 156.1(8) . . . . ? N2 C9 C12 C11 4.6(14) . . . . ? N3 C15 C19 C18 0.9(16) . . . . ? N3 C16 C17 C18 -1.2(19) . . . . ? C1 N1 C8 C9 86.3(7) . . . . ? C1 N1 C14 C15 -88.1(7) . . . . ? C2 C1 C6 C5 1.1(12) . . . . ? C2 C3 C20 O3 8.4(11) 2_656 . . . ? C2 C3 C20 O4 -174.7(8) 2_656 . . . ? C3 C4 C5 C6 3.2(13) 2_646 . . . ? C3 C4 C5 C7 178.5(9) 2_646 . . 3_757 ? C4 C3 C20 O3 -173.0(8) 2_656 . . . ? C4 C3 C20 O4 3.9(13) 2_656 . . . ? C4 C5 C6 C1 -2.8(12) . . . . ? C6 C1 C2 C3 0.3(12) . . . 2_646 ? C7 C5 C6 C1 -177.9(8) 3_757 . . . ? C8 N1 C1 C2 61.9(9) . . . . ? C8 N1 C1 C6 -119.2(8) . . . . ? C8 N1 C14 C15 148.4(6) . . . . ? C8 C9 C12 C11 -172.5(8) . . . . ? C9 N2 C13 C10 -3.6(13) . . . . ? C10 C11 C12 C9 -2.8(16) . . . . ? C11 C10 C13 N2 5.2(16) . . . . ? C13 N2 C9 C8 175.6(7) . . . . ? C13 N2 C9 C12 -1.7(12) . . . . ? C13 C10 C11 C12 -1.8(17) . . . . ? C14 N1 C1 C2 -63.9(9) . . . . ? C14 N1 C1 C6 115.0(8) . . . . ? C14 N1 C8 C9 -149.0(7) . . . . ? C14 C15 C19 C18 173.7(11) . . . . ? C15 N3 C16 C17 -1.1(13) . . . . ? C16 N3 C15 C14 -172.0(7) . . . . ? C16 N3 C15 C19 1.3(12) . . . . ? C16 C17 C18 C19 3(2) . . . . ? C17 C18 C19 C15 -3(2) . . . . ? loop_ _smtbx_masks_void_nr _smtbx_masks_void_average_x _smtbx_masks_void_average_y _smtbx_masks_void_average_z _smtbx_masks_void_volume _smtbx_masks_void_count_electrons _smtbx_masks_void_content 1 -0.100 -0.558 0.671 889.0 183.4 H2O