#------------------------------------------------------------------------------ #$Date: 2023-03-09 12:41:03 +0200 (Thu, 09 Mar 2023) $ #$Revision: 281778 $ #$URL: file:///home/coder/svn-repositories/cod/cif/8/10/69/8106905.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_8106905 loop_ _publ_author_name 'An, Zhe' 'Zhu, Ling' 'Zhao, Xin-Hua' _publ_section_title ; Crystal structure of diaquabis(\m2-biphenyl-2,2′-dicarboxylato-\k2 O:O′)bis(1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylato)zinc(II), C60H56N6Zn2O16F2 ; _journal_issue 2 _journal_name_full 'Zeitschrift f\"ur Kristallographie - New Crystal Structures' _journal_page_first 451 _journal_page_last 453 _journal_paper_doi 10.1515/ncrs-2015-0131 _journal_volume 231 _journal_year 2016 _chemical_formula_moiety 'C60 H56 F2 N6 O16 Zn2' _chemical_formula_sum 'C60 H56 F2 N6 O16 Zn2' _chemical_formula_weight 1285.89 _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 geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 110.882(2) _cell_angle_beta 101.247(2) _cell_angle_gamma 92.841(2) _cell_formula_units_Z 1 _cell_length_a 9.4907(15) _cell_length_b 11.6769(19) _cell_length_c 13.905(2) _cell_measurement_reflns_used 3733 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 26.13 _cell_measurement_theta_min 2.21 _cell_volume 1400.1(4) _computing_cell_refinement 'SAINT v8.34A (Bruker, 2013)' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'SAINT v8.34A (Bruker, 2013)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_av_unetI/netI 0.0367 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 9824 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 1.61 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 0.942 _exptl_absorpt_correction_T_max 0.8340 _exptl_absorpt_correction_T_min 0.8340 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 664 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.385 _refine_diff_density_min -0.455 _refine_diff_density_rms 0.124 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.148 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 388 _refine_ls_number_reflns 4916 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.148 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0328 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0601P)^2^+0.2243P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0872 _refine_ls_wR_factor_ref 0.1104 _reflns_number_gt 4128 _reflns_number_total 4916 _reflns_threshold_expression >2sigma(I) _cod_data_source_file suppl_ncrs-2015-0131_suppl.cif _cod_data_source_block a _cod_database_code 8106905 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H,H) groups At 1.5 times of: All C(H,H,H) groups, All O(H,H) groups 2.a Riding coordinates: O1W(H1WA,H1WB) 2.b Secondary CH2 refined with riding coordinates: C11(H11A,H11B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A, H16B), N3(H3A,H3B) 2.c Me refined with riding coordinates: C12(H12A,H12B,H12C) 2.d Aromatic/amide H refined with riding coordinates: C1(H1), C6(H6), C9(H9), C18(H18), C19(H19), C20(H20), C21(H21), C24(H24), C25(H25), C26(H26), C27(H27) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-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_calc_flag _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_refinement_flags_posn Zn1 Zn 0.60421(3) 0.70078(3) 0.09713(2) 0.02595(13) Uani 1 d . . . C1 C 0.8495(3) 1.0691(3) 0.3677(2) 0.0303(7) Uani 1 d . . . H1 H 0.9011 1.1225 0.3470 0.036 Uiso 1 calc . . R C2 C 0.7711(3) 0.9650(3) 0.2898(2) 0.0246(6) Uani 1 d . . . C3 C 0.6892(3) 0.8816(3) 0.3188(2) 0.0243(6) Uani 1 d . . . C4 C 0.6981(3) 0.9163(3) 0.4314(2) 0.0256(6) Uani 1 d . . . C5 C 0.7829(3) 1.0241(3) 0.5072(2) 0.0253(6) Uani 1 d . . . C6 C 0.7901(3) 1.0540(3) 0.6156(2) 0.0286(6) Uani 1 d . . . H6 H 0.8456 1.1267 0.6646 0.034 Uiso 1 calc . . R C7 C 0.7160(3) 0.9771(3) 0.6506(2) 0.0280(6) Uani 1 d . . . C8 C 0.6330(4) 0.8689(3) 0.5718(2) 0.0374(8) Uani 1 d . . . C9 C 0.6218(3) 0.8393(3) 0.4672(2) 0.0356(8) Uani 1 d . . . H9 H 0.5635 0.7678 0.4187 0.043 Uiso 1 calc . . R C10 C 0.7687(3) 0.9510(3) 0.1776(2) 0.0261(6) Uani 1 d . . . C11 C 0.9311(4) 1.2254(3) 0.5455(2) 0.0411(8) Uani 1 d . . . H11A H 0.9994 1.2555 0.5136 0.049 Uiso 1 calc . . R H11B H 0.9848 1.2199 0.6103 0.049 Uiso 1 calc . . R C12 C 0.8224(5) 1.3155(3) 0.5711(3) 0.0597(11) Uani 1 d . . . H12A H 0.8722 1.3952 0.6184 0.090 Uiso 1 calc . . R H12B H 0.7559 1.2867 0.6040 0.090 Uiso 1 calc . . R H12C H 0.7700 1.3217 0.5071 0.090 Uiso 1 calc . . R C13 C 0.8336(4) 1.1037(3) 0.8347(2) 0.0378(8) Uani 1 d . . . H13A H 0.7895 1.1794 0.8477 0.045 Uiso 1 calc . . R H13B H 0.9183 1.1122 0.8072 0.045 Uiso 1 calc . . R C14 C 0.8775(4) 1.0809(3) 0.9367(2) 0.0410(8) Uani 1 d . . . H14A H 0.9286 1.0089 0.9239 0.049 Uiso 1 calc . . R H14B H 0.9433 1.1513 0.9890 0.049 Uiso 1 calc . . R C15 C 0.6399(4) 0.9615(3) 0.8985(2) 0.0404(8) Uani 1 d . . . H15A H 0.5541 0.9567 0.9258 0.049 Uiso 1 calc . . R H15B H 0.6771 0.8826 0.8833 0.049 Uiso 1 calc . . R C16 C 0.6005(3) 0.9875(3) 0.7981(2) 0.0393(8) Uani 1 d . . . H16A H 0.5303 0.9208 0.7451 0.047 Uiso 1 calc . . R H16B H 0.5569 1.0635 0.8123 0.047 Uiso 1 calc . . R C17 C 0.3802(3) 0.5802(3) -0.2273(2) 0.0259(6) Uani 1 d . . . C18 C 0.4838(3) 0.5437(3) -0.2866(2) 0.0338(7) Uani 1 d . . . H18 H 0.5813 0.5608 -0.2524 0.041 Uiso 1 calc . . R C19 C 0.4460(3) 0.4832(3) -0.3942(2) 0.0394(8) Uani 1 d . . . H19 H 0.5173 0.4590 -0.4320 0.047 Uiso 1 calc . . R C20 C 0.3018(4) 0.4582(3) -0.4465(2) 0.0399(8) Uani 1 d . . . H20 H 0.2755 0.4189 -0.5196 0.048 Uiso 1 calc . . R C21 C 0.1973(3) 0.4920(3) -0.3891(2) 0.0330(7) Uani 1 d . . . H21 H 0.1004 0.4748 -0.4246 0.040 Uiso 1 calc . . R C22 C 0.2329(3) 0.5515(3) -0.2791(2) 0.0257(6) Uani 1 d . . . C23 C 0.1106(3) 0.5794(3) -0.2242(2) 0.0271(6) Uani 1 d . . . C24 C 0.0295(3) 0.6713(3) -0.2368(3) 0.0388(8) Uani 1 d . . . H24 H 0.0564 0.7164 -0.2751 0.047 Uiso 1 calc . . R C25 C -0.0900(4) 0.6968(3) -0.1938(3) 0.0484(9) Uani 1 d . . . H25 H -0.1426 0.7589 -0.2025 0.058 Uiso 1 calc . . R C26 C -0.1309(3) 0.6287(4) -0.1373(3) 0.0488(9) Uani 1 d . . . H26 H -0.2098 0.6464 -0.1064 0.059 Uiso 1 calc . . R C27 C -0.0546(3) 0.5355(3) -0.1274(2) 0.0409(8) Uani 1 d . . . H27 H -0.0843 0.4887 -0.0913 0.049 Uiso 1 calc . . R C28 C 0.0663(3) 0.5091(3) -0.1699(2) 0.0276(6) Uani 1 d . . . C29 C 0.4297(3) 0.6512(3) -0.1108(2) 0.0290(7) Uani 1 d . . . C30 C 0.1418(3) 0.4024(3) -0.1587(2) 0.0284(7) Uani 1 d . . . O1 O 0.6101(2) 0.78335(19) 0.25508(14) 0.0351(5) Uani 1 d . . . O1W O 0.4016(2) 0.61509(19) 0.09683(15) 0.0362(5) Uani 1 d . . . H1WA H 0.3464 0.5890 0.0320 0.054 Uiso 1 d . . R H1WB H 0.4327 0.5685 0.1308 0.054 Uiso 1 d . . R O2 O 0.6851(2) 0.86487(18) 0.10127(14) 0.0333(5) Uani 1 d . . . O3 O 0.8480(2) 1.0301(2) 0.16431(15) 0.0408(6) Uani 1 d . . . O4 O 0.54960(19) 0.62830(19) -0.06517(14) 0.0300(5) Uani 1 d . . . O5 O 0.3565(2) 0.7273(2) -0.06337(18) 0.0500(6) Uani 1 d . . . O6 O 0.2731(2) 0.43082(18) -0.10317(15) 0.0315(5) Uani 1 d . . . O7 O 0.0770(2) 0.2968(2) -0.20082(19) 0.0470(6) Uani 1 d . . . N1 N 0.8587(3) 1.1011(2) 0.47212(17) 0.0304(6) Uani 1 d . . . N2 N 0.7303(2) 0.9989(2) 0.75821(17) 0.0293(6) Uani 1 d . . . N3 N 0.7510(3) 1.0609(2) 0.97891(18) 0.0364(6) Uani 1 d . . . H3A H 0.7114 1.1316 1.0001 0.044 Uiso 1 calc . . R H3B H 0.7803 1.0406 1.0356 0.044 Uiso 1 calc . . R F1 F 0.5653(3) 0.7863(2) 0.60265(14) 0.0667(7) Uani 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 0.0308(2) 0.0247(2) 0.01785(18) 0.00399(14) 0.00428(13) -0.00085(14) C1 0.0381(17) 0.0338(18) 0.0211(14) 0.0152(13) 0.0042(12) -0.0058(13) C2 0.0312(15) 0.0260(16) 0.0151(13) 0.0080(12) 0.0024(11) -0.0005(12) C3 0.0304(15) 0.0249(16) 0.0169(13) 0.0071(12) 0.0059(11) 0.0013(12) C4 0.0336(15) 0.0260(16) 0.0170(13) 0.0083(12) 0.0062(11) -0.0018(12) C5 0.0320(15) 0.0256(16) 0.0177(13) 0.0090(12) 0.0039(11) -0.0015(12) C6 0.0386(17) 0.0273(16) 0.0153(13) 0.0048(12) 0.0030(12) -0.0013(13) C7 0.0334(16) 0.0349(18) 0.0172(13) 0.0112(13) 0.0060(12) 0.0057(13) C8 0.053(2) 0.0345(19) 0.0262(16) 0.0132(14) 0.0131(14) -0.0101(15) C9 0.0507(19) 0.0312(18) 0.0201(14) 0.0071(13) 0.0066(13) -0.0137(14) C10 0.0317(15) 0.0297(17) 0.0188(14) 0.0108(13) 0.0062(12) 0.0053(13) C11 0.057(2) 0.0338(19) 0.0232(15) 0.0074(14) 0.0003(14) -0.0209(16) C12 0.084(3) 0.032(2) 0.047(2) 0.0073(17) -0.003(2) -0.009(2) C13 0.052(2) 0.041(2) 0.0171(14) 0.0106(14) 0.0038(13) -0.0059(15) C14 0.0492(19) 0.052(2) 0.0175(14) 0.0130(15) 0.0003(13) -0.0038(16) C15 0.0463(19) 0.057(2) 0.0272(16) 0.0188(16) 0.0216(15) 0.0086(16) C16 0.0327(17) 0.063(2) 0.0249(15) 0.0163(16) 0.0111(13) 0.0094(15) C17 0.0268(15) 0.0277(16) 0.0241(14) 0.0120(12) 0.0042(12) 0.0011(12) C18 0.0261(15) 0.046(2) 0.0309(16) 0.0175(15) 0.0060(12) 0.0003(14) C19 0.0418(18) 0.054(2) 0.0309(17) 0.0208(16) 0.0174(14) 0.0064(16) C20 0.050(2) 0.046(2) 0.0219(15) 0.0123(14) 0.0066(14) -0.0005(16) C21 0.0313(16) 0.0394(19) 0.0255(15) 0.0141(14) -0.0015(12) -0.0046(13) C22 0.0259(14) 0.0275(16) 0.0265(14) 0.0143(13) 0.0049(12) 0.0008(12) C23 0.0226(14) 0.0294(17) 0.0245(14) 0.0074(13) 0.0002(11) 0.0009(12) C24 0.0358(18) 0.0366(19) 0.0427(19) 0.0171(16) 0.0016(14) 0.0052(14) C25 0.0321(18) 0.047(2) 0.054(2) 0.0087(18) 0.0012(16) 0.0141(16) C26 0.0237(16) 0.067(3) 0.043(2) 0.0058(18) 0.0081(14) 0.0085(16) C27 0.0253(16) 0.061(2) 0.0339(17) 0.0161(17) 0.0057(13) -0.0017(15) C28 0.0209(14) 0.0333(17) 0.0226(14) 0.0066(13) 0.0004(11) -0.0030(12) C29 0.0266(15) 0.0303(17) 0.0269(15) 0.0081(13) 0.0048(12) -0.0012(13) C30 0.0288(15) 0.0371(18) 0.0196(14) 0.0121(13) 0.0054(12) -0.0034(13) O1 0.0505(13) 0.0304(12) 0.0166(9) 0.0016(9) 0.0087(9) -0.0148(10) O1W 0.0347(12) 0.0399(13) 0.0279(11) 0.0068(10) 0.0064(9) -0.0016(10) O2 0.0495(13) 0.0301(12) 0.0148(9) 0.0067(9) 0.0011(9) -0.0082(10) O3 0.0561(14) 0.0430(14) 0.0213(10) 0.0141(10) 0.0064(10) -0.0173(11) O4 0.0235(10) 0.0389(13) 0.0208(10) 0.0052(9) 0.0021(8) 0.0004(9) O5 0.0471(14) 0.0420(15) 0.0432(14) -0.0040(11) 0.0057(11) 0.0175(12) O6 0.0274(10) 0.0299(12) 0.0296(11) 0.0077(9) -0.0031(8) 0.0001(9) O7 0.0404(13) 0.0368(14) 0.0537(15) 0.0160(12) -0.0064(11) -0.0107(11) N1 0.0433(14) 0.0274(14) 0.0142(11) 0.0057(10) 0.0007(10) -0.0121(11) N2 0.0337(13) 0.0411(16) 0.0145(11) 0.0109(11) 0.0084(10) 0.0029(11) N3 0.0596(17) 0.0383(16) 0.0172(12) 0.0124(11) 0.0150(12) 0.0193(13) F1 0.1107(18) 0.0554(14) 0.0300(10) 0.0122(10) 0.0255(11) -0.0348(13) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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' F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2840 1.4300 '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 O1 Zn1 O1W 81.77(8) . . O1 Zn1 O4 166.54(8) . . O2 Zn1 O1 88.24(8) . . O2 Zn1 O1W 137.31(9) . . O2 Zn1 O4 92.30(8) . . O4 Zn1 O1W 88.77(7) . . O6 Zn1 O1 98.60(9) 2_665 . O6 Zn1 O1W 99.97(8) 2_665 . O6 Zn1 O2 122.59(8) 2_665 . O6 Zn1 O4 92.43(8) 2_665 . C2 C1 H1 117.2 . . N1 C1 H1 117.2 . . N1 C1 C2 125.6(3) . . C1 C2 C3 118.7(2) . . C1 C2 C10 116.9(2) . . C3 C2 C10 124.3(2) . . C2 C3 C4 115.8(2) . . O1 C3 C2 125.4(2) . . O1 C3 C4 118.8(2) . . C5 C4 C3 122.3(2) . . C5 C4 C9 118.0(2) . . C9 C4 C3 119.7(2) . . C4 C5 C6 120.7(2) . . N1 C5 C4 118.3(2) . . N1 C5 C6 121.1(2) . . C5 C6 H6 119.4 . . C7 C6 C5 121.1(3) . . C7 C6 H6 119.4 . . C6 C7 C8 116.4(2) . . C6 C7 N2 122.5(3) . . N2 C7 C8 120.9(3) . . C9 C8 C7 123.7(3) . . C9 C8 F1 117.7(3) . . F1 C8 C7 118.6(2) . . C4 C9 H9 119.9 . . C8 C9 C4 120.1(3) . . C8 C9 H9 119.9 . . O2 C10 C2 120.4(2) . . O3 C10 C2 117.2(2) . . O3 C10 O2 122.4(2) . . H11A C11 H11B 108.0 . . C12 C11 H11A 109.4 . . C12 C11 H11B 109.4 . . N1 C11 H11A 109.4 . . N1 C11 H11B 109.4 . . N1 C11 C12 111.2(3) . . C11 C12 H12A 109.5 . . C11 C12 H12B 109.5 . . C11 C12 H12C 109.5 . . H12A C12 H12B 109.5 . . H12A C12 H12C 109.5 . . H12B C12 H12C 109.5 . . H13A C13 H13B 108.4 . . C14 C13 H13A 110.0 . . C14 C13 H13B 110.0 . . N2 C13 H13A 110.0 . . N2 C13 H13B 110.0 . . N2 C13 C14 108.5(3) . . C13 C14 H14A 109.2 . . C13 C14 H14B 109.2 . . H14A C14 H14B 107.9 . . N3 C14 C13 112.0(3) . . N3 C14 H14A 109.2 . . N3 C14 H14B 109.2 . . H15A C15 H15B 108.2 . . C16 C15 H15A 109.6 . . C16 C15 H15B 109.6 . . N3 C15 H15A 109.6 . . N3 C15 H15B 109.6 . . N3 C15 C16 110.1(3) . . C15 C16 H16A 109.6 . . C15 C16 H16B 109.6 . . H16A C16 H16B 108.2 . . N2 C16 C15 110.1(2) . . N2 C16 H16A 109.6 . . N2 C16 H16B 109.6 . . C18 C17 C22 118.9(3) . . C18 C17 C29 118.8(2) . . C22 C17 C29 122.3(2) . . C17 C18 H18 119.1 . . C19 C18 C17 121.8(3) . . C19 C18 H18 119.1 . . C18 C19 H19 120.1 . . C18 C19 C20 119.9(3) . . C20 C19 H19 120.1 . . C19 C20 H20 120.3 . . C21 C20 C19 119.3(3) . . C21 C20 H20 120.3 . . C20 C21 H21 119.1 . . C20 C21 C22 121.9(3) . . C22 C21 H21 119.1 . . C17 C22 C23 124.3(2) . . C21 C22 C17 118.2(3) . . C21 C22 C23 117.5(2) . . C24 C23 C22 118.2(3) . . C24 C23 C28 118.9(3) . . C28 C23 C22 122.5(3) . . C23 C24 H24 119.3 . . C25 C24 C23 121.3(3) . . C25 C24 H24 119.3 . . C24 C25 H25 120.3 . . C24 C25 C26 119.4(3) . . C26 C25 H25 120.3 . . C25 C26 H26 120.2 . . C27 C26 C25 119.7(3) . . C27 C26 H26 120.2 . . C26 C27 H27 119.2 . . C26 C27 C28 121.5(3) . . C28 C27 H27 119.2 . . C23 C28 C30 122.5(2) . . C27 C28 C23 119.1(3) . . C27 C28 C30 118.4(3) . . O4 C29 C17 116.3(2) . . O5 C29 C17 120.4(3) . . O5 C29 O4 123.2(3) . . O6 C30 C28 115.7(2) . . O7 C30 C28 119.7(3) . . O7 C30 O6 124.5(3) . . C3 O1 Zn1 126.04(17) . . Zn1 O1W H1WA 108.6 . . Zn1 O1W H1WB 98.9 . . H1WA O1W H1WB 125.7 . . C10 O2 Zn1 128.29(17) . . C29 O4 Zn1 117.48(17) . . C30 O6 Zn1 120.46(19) . 2_665 C1 N1 C5 119.4(2) . . C1 N1 C11 118.9(2) . . C5 N1 C11 121.1(2) . . C7 N2 C13 117.7(2) . . C7 N2 C16 119.4(2) . . C13 N2 C16 110.3(2) . . C14 N3 C15 111.6(2) . . C14 N3 H3A 109.3 . . C14 N3 H3B 109.3 . . C15 N3 H3A 109.3 . . C15 N3 H3B 109.3 . . H3A N3 H3B 108.0 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Zn1 O1 2.0478(19) . Zn1 O1W 2.121(2) . Zn1 O2 2.006(2) . Zn1 O4 2.0534(19) . Zn1 O6 1.989(2) 2_665 C1 H1 0.9300 . C1 C2 1.365(4) . C1 N1 1.347(3) . C2 C3 1.429(4) . C2 C10 1.506(3) . C3 C4 1.455(3) . C3 O1 1.263(3) . C4 C5 1.402(4) . C4 C9 1.406(4) . C5 C6 1.408(4) . C5 N1 1.395(3) . C6 H6 0.9300 . C6 C7 1.386(4) . C7 C8 1.412(4) . C7 N2 1.403(3) . C8 C9 1.351(4) . C8 F1 1.366(3) . C9 H9 0.9300 . C10 O2 1.265(3) . C10 O3 1.249(3) . C11 H11A 0.9700 . C11 H11B 0.9700 . C11 C12 1.510(5) . C11 N1 1.481(4) . C12 H12A 0.9600 . C12 H12B 0.9600 . C12 H12C 0.9600 . C13 H13A 0.9700 . C13 H13B 0.9700 . C13 C14 1.519(4) . C13 N2 1.461(4) . C14 H14A 0.9700 . C14 H14B 0.9700 . C14 N3 1.478(4) . C15 H15A 0.9700 . C15 H15B 0.9700 . C15 C16 1.513(4) . C15 N3 1.484(4) . C16 H16A 0.9700 . C16 H16B 0.9700 . C16 N2 1.465(4) . C17 C18 1.391(4) . C17 C22 1.405(4) . C17 C29 1.497(4) . C18 H18 0.9300 . C18 C19 1.370(4) . C19 H19 0.9300 . C19 C20 1.381(4) . C20 H20 0.9300 . C20 C21 1.377(4) . C21 H21 0.9300 . C21 C22 1.398(4) . C22 C23 1.498(4) . C23 C24 1.392(4) . C23 C28 1.396(4) . C24 H24 0.9300 . C24 C25 1.380(5) . C25 H25 0.9300 . C25 C26 1.390(5) . C26 H26 0.9300 . C26 C27 1.370(5) . C27 H27 0.9300 . C27 C28 1.389(4) . C28 C30 1.508(4) . C29 O4 1.280(3) . C29 O5 1.237(4) . C30 O6 1.288(3) . C30 O7 1.229(4) . O1W H1WA 0.8852 . O1W H1WB 0.8668 . O6 Zn1 1.989(2) 2_665 N3 H3A 0.9000 . N3 H3B 0.9000 . 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 C1 C2 C3 C4 -0.3(4) . . . . C1 C2 C3 O1 178.7(3) . . . . C1 C2 C10 O2 -171.6(3) . . . . C1 C2 C10 O3 5.8(4) . . . . C2 C1 N1 C5 -0.2(5) . . . . C2 C1 N1 C11 -171.3(3) . . . . C2 C3 C4 C5 -0.7(4) . . . . C2 C3 C4 C9 -179.6(3) . . . . C2 C3 O1 Zn1 11.3(4) . . . . C2 C10 O2 Zn1 -26.0(4) . . . . C3 C2 C10 O2 3.7(4) . . . . C3 C2 C10 O3 -178.9(3) . . . . C3 C4 C5 C6 -179.3(3) . . . . C3 C4 C5 N1 1.2(4) . . . . C3 C4 C9 C8 178.0(3) . . . . C4 C3 O1 Zn1 -169.69(19) . . . . C4 C5 C6 C7 1.1(4) . . . . C4 C5 N1 C1 -0.8(4) . . . . C4 C5 N1 C11 170.1(3) . . . . C5 C4 C9 C8 -1.0(5) . . . . C5 C6 C7 C8 -0.5(4) . . . . C5 C6 C7 N2 174.6(3) . . . . C6 C5 N1 C1 179.7(3) . . . . C6 C5 N1 C11 -9.4(4) . . . . C6 C7 C8 C9 -0.9(5) . . . . C6 C7 C8 F1 176.0(3) . . . . C6 C7 N2 C13 -3.2(4) . . . . C6 C7 N2 C16 135.0(3) . . . . C7 C8 C9 C4 1.7(5) . . . . C8 C7 N2 C13 171.7(3) . . . . C8 C7 N2 C16 -50.1(4) . . . . C9 C4 C5 C6 -0.4(4) . . . . C9 C4 C5 N1 -179.9(3) . . . . C10 C2 C3 C4 -175.6(2) . . . . C10 C2 C3 O1 3.4(5) . . . . C12 C11 N1 C1 96.0(3) . . . . C12 C11 N1 C5 -75.0(4) . . . . C13 C14 N3 C15 53.6(4) . . . . C14 C13 N2 C7 -157.1(3) . . . . C14 C13 N2 C16 61.1(3) . . . . C15 C16 N2 C7 156.4(3) . . . . C15 C16 N2 C13 -62.6(4) . . . . C16 C15 N3 C14 -53.1(3) . . . . C17 C18 C19 C20 0.7(5) . . . . C17 C22 C23 C24 109.7(3) . . . . C17 C22 C23 C28 -76.7(4) . . . . C17 C29 O4 Zn1 -169.83(18) . . . . C18 C17 C22 C21 -2.8(4) . . . . C18 C17 C22 C23 176.7(3) . . . . C18 C17 C29 O4 -30.4(4) . . . . C18 C17 C29 O5 149.5(3) . . . . C18 C19 C20 C21 -1.5(5) . . . . C19 C20 C21 C22 0.2(5) . . . . C20 C21 C22 C17 2.0(4) . . . . C20 C21 C22 C23 -177.5(3) . . . . C21 C22 C23 C24 -70.8(4) . . . . C21 C22 C23 C28 102.8(3) . . . . C22 C17 C18 C19 1.6(5) . . . . C22 C17 C29 O4 151.0(3) . . . . C22 C17 C29 O5 -29.1(4) . . . . C22 C23 C24 C25 176.1(3) . . . . C22 C23 C28 C27 -175.5(3) . . . . C22 C23 C28 C30 2.4(4) . . . . C23 C24 C25 C26 -0.5(5) . . . . C23 C28 C30 O6 65.9(3) . . . . C23 C28 C30 O7 -114.6(3) . . . . C24 C23 C28 C27 -2.0(4) . . . . C24 C23 C28 C30 175.9(3) . . . . C24 C25 C26 C27 -1.6(5) . . . . C25 C26 C27 C28 1.9(5) . . . . C26 C27 C28 C23 -0.1(4) . . . . C26 C27 C28 C30 -178.1(3) . . . . C27 C28 C30 O6 -116.2(3) . . . . C27 C28 C30 O7 63.3(4) . . . . C28 C23 C24 C25 2.3(5) . . . . C28 C30 O6 Zn1 -171.63(17) . . . 2_665 C29 C17 C18 C19 -177.1(3) . . . . C29 C17 C22 C21 175.8(3) . . . . C29 C17 C22 C23 -4.7(4) . . . . O1 Zn1 O2 C10 30.5(2) . . . . O1 Zn1 O4 C29 9.2(5) . . . . O1 C3 C4 C5 -179.7(3) . . . . O1 C3 C4 C9 1.4(4) . . . . O1W Zn1 O1 C3 -160.6(3) . . . . O1W Zn1 O2 C10 106.3(2) . . . . O1W Zn1 O4 C29 54.5(2) . . . . O2 Zn1 O1 C3 -22.2(2) . . . . O2 Zn1 O4 C29 -82.8(2) . . . . O3 C10 O2 Zn1 156.7(2) . . . . O4 Zn1 O1 C3 -114.8(4) . . . . O4 Zn1 O2 C10 -163.0(2) . . . . O5 C29 O4 Zn1 10.2(4) . . . . O6 Zn1 O1 C3 100.5(2) 2_665 . . . O6 Zn1 O2 C10 -68.6(3) 2_665 . . . O6 Zn1 O4 C29 154.4(2) 2_665 . . . O7 C30 O6 Zn1 8.8(4) . . . 2_665 N1 C1 C2 C3 0.8(5) . . . . N1 C1 C2 C10 176.4(3) . . . . N1 C5 C6 C7 -179.4(3) . . . . N2 C7 C8 C9 -176.1(3) . . . . N2 C7 C8 F1 0.8(5) . . . . N2 C13 C14 N3 -56.8(4) . . . . N3 C15 C16 N2 57.4(4) . . . . F1 C8 C9 C4 -175.3(3) . . . .