#------------------------------------------------------------------------------ #$Date: 2017-10-24 05:03:13 +0300 (Tue, 24 Oct 2017) $ #$Revision: 202259 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/93/7229372.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_7229372 loop_ _publ_author_name 'Du, Ceng-Ceng' 'Wang, Xin-Fang' 'Zhou, Sheng-Bin' 'Wang, Duo-Zhi' 'Jia, Dianzeng' _publ_section_title ; New complexes constructed from in situ nitration of (1H-tetrazol-5-yl)phenol: synthesis, structures and properties ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C7CE00753A _journal_year 2017 _chemical_formula_moiety '0.25(C56 H24 N48 O48 Zn12), O' _chemical_formula_sum 'C14 H8 N12 O13 Zn3' _chemical_formula_weight 748.43 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _audit_creation_date 2017-08-26 _audit_creation_method ; Olex2 1.2 (compiled 2017.07.20 svn.r3457 for OlexSys, GUI svn.r5381) ; _audit_update_record ; 2017-10-18 deposited with the CCDC. 2017-10-23 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 108.331(1) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.1335(8) _cell_length_b 7.9549(5) _cell_length_c 20.8717(14) _cell_measurement_reflns_used 3710 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 25.08 _cell_measurement_theta_min 2.98 _cell_volume 2227.5(2) _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_temperature 296.15 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _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 0.0179 _diffrn_reflns_av_unetI/netI 0.0166 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 6918 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.074 _diffrn_reflns_theta_max 25.074 _diffrn_reflns_theta_min 2.056 _exptl_absorpt_coefficient_mu 3.305 _exptl_absorpt_correction_T_max 0.5877 _exptl_absorpt_correction_T_min 0.5301 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 2.232 _exptl_crystal_description block _exptl_crystal_F_000 1480 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.345 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.071 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 217 _refine_ls_number_reflns 1984 _refine_ls_number_restraints 65 _refine_ls_restrained_S_all 1.120 _refine_ls_R_factor_all 0.0268 _refine_ls_R_factor_gt 0.0245 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0356P)^2^+5.7500P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0671 _refine_ls_wR_factor_ref 0.0682 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1829 _reflns_number_total 1984 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL 1 in C2/c 1.res created by SHELXL-2017/1 at 20:04:40 on 26-Aug-2017 CELL 0.71073 14.1335 7.9549 20.8717 90 108.33 90 ZERR 4 0.0008 0.0005 0.0014 0 0.001 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H N O Zn UNIT 56 32 48 52 12 EQIV $1 +X,-Y,0.5+Z DFIX 1.22 N6 O5A N6 O5B N6 O6A N6 O6B DFIX 0.84 O1 H1 SADI 0.01 C4 O5A C4 O5B C4 O6A C4 O6B DELU 0.01 0.02 N6 O5A O5B O6A O6B SIMU 0.01 0.02 2 N6 O5A O5B O6A O6B L.S. 10 PLAN 30 SIZE 0.22 0.2 0.18 TEMP 23 HTAB O1 O2_$1 BOND CONF fmap 2 acta REM REM REM WGHT 0.035600 5.750000 FVAR 0.07686 0.50270 C1 1 0.606441 0.310155 0.674902 11.00000 0.01518 0.02482 = 0.01350 -0.00004 0.00047 0.00124 C2 1 0.520206 0.338431 0.613589 11.00000 0.01321 0.02513 = 0.01473 0.00318 -0.00223 -0.00051 C3 1 0.436137 0.421586 0.619014 11.00000 0.02156 0.03246 = 0.01590 -0.00103 0.00198 0.00052 AFIX 43 H3 2 0.434439 0.459312 0.660812 11.00000 -1.20000 AFIX 0 C4 1 0.355970 0.447373 0.562304 11.00000 0.01624 0.03154 = 0.02060 0.00109 0.00190 0.00350 C5 1 0.350329 0.391369 0.496721 11.00000 0.01649 0.02718 = 0.01777 0.00591 -0.00044 -0.00177 C6 1 0.438337 0.308362 0.494524 11.00000 0.02155 0.02753 = 0.01237 -0.00060 0.00249 -0.00364 C7 1 0.520931 0.282076 0.551498 11.00000 0.01555 0.02815 = 0.01982 0.00208 0.00308 0.00173 AFIX 43 H7 2 0.576595 0.226294 0.547442 11.00000 -1.20000 AFIX 0 N5 3 0.446911 0.244252 0.431719 11.00000 0.02295 0.03969 = 0.01769 -0.00295 0.00135 -0.00093 N6 3 0.272949 0.542902 0.571044 11.00000 0.02719 0.05483 = 0.03379 -0.00684 0.00204 0.01149 N1 3 0.603307 0.216250 0.726380 11.00000 0.01122 0.03080 = 0.01529 0.00445 -0.00155 -0.00033 N2 3 0.696238 0.223585 0.771210 11.00000 0.01376 0.03106 = 0.01497 0.00548 -0.00336 -0.00240 N3 3 0.752494 0.317480 0.748125 11.00000 0.01616 0.04035 = 0.01892 0.01011 -0.00428 -0.00330 N4 3 0.697318 0.374990 0.687127 11.00000 0.01385 0.03410 = 0.01614 0.00643 -0.00236 -0.00280 O1 4 0.595559 -0.019687 0.828457 11.00000 0.01668 0.04643 = 0.02045 0.01018 0.00182 -0.00030 H1 2 0.580684 -0.065417 0.857911 11.00000 -1.20000 O2 4 0.513569 0.145302 0.434103 11.00000 0.04760 0.09447 = 0.02732 -0.01054 0.00598 0.03640 O3 4 0.388221 0.291350 0.377616 11.00000 0.03984 0.05876 = 0.01367 -0.00158 -0.00254 0.00741 O4 4 0.270062 0.416052 0.447526 11.00000 0.01812 0.06060 = 0.01645 0.00746 -0.00405 0.00536 PART 1 O5A 4 0.289171 0.649386 0.613720 21.00000 0.05898 0.12227 = 0.11756 -0.07759 0.00389 0.02964 O6A 4 0.188517 0.492407 0.544165 21.00000 0.02578 0.05784 = 0.08056 -0.01304 0.01643 0.00353 PART 0 PART 2 O5B 4 0.234369 0.506245 0.609746 -21.00000 0.08147 0.08405 = 0.09816 0.02361 0.06866 0.02806 O6B 4 0.252486 0.679622 0.536670 -21.00000 0.08120 0.07533 = 0.09795 0.03923 0.04313 0.04882 PART 0 ZN1 5 0.500000 0.069345 0.750000 10.50000 0.01329 0.03668 = 0.01844 0.00000 -0.00011 0.00000 ZN2 5 0.734673 0.053002 0.852604 11.00000 0.01506 0.03257 = 0.01271 -0.00103 -0.00147 0.00375 PART -1 O7 4 0.462709 0.651650 0.753639 10.50000 0.11783 0.06338 = 0.04896 0.00778 0.02251 0.01189 HKLF 4 REM 1 in C2/c REM R1 = 0.0245 for 1829 Fo > 4sig(Fo) and 0.0268 for all 1984 data REM 217 parameters refined using 65 restraints END WGHT 0.0361 5.8335 REM Highest difference peak 0.345, deepest hole -0.578, 1-sigma level 0.071 Q1 1 0.7208 -0.0327 0.8692 11.00000 0.05 0.35 Q2 1 0.5608 0.3270 0.6448 11.00000 0.05 0.32 Q3 1 0.2829 0.5477 0.6276 11.00000 0.05 0.31 Q4 1 0.4776 0.7585 0.7704 11.00000 0.05 0.29 Q5 1 0.3882 0.4193 0.5863 11.00000 0.05 0.27 Q6 1 0.6437 0.3649 0.6812 11.00000 0.05 0.26 Q7 1 0.7044 0.4499 0.6682 11.00000 0.05 0.26 Q8 1 0.7023 0.1277 0.8573 11.00000 0.05 0.26 Q9 1 0.3409 0.3684 0.5404 11.00000 0.05 0.25 Q10 1 0.7168 0.1641 0.8003 11.00000 0.05 0.25 Q11 1 0.2944 0.6980 0.5759 11.00000 0.05 0.25 Q12 1 0.5636 0.1657 0.7381 11.00000 0.05 0.24 Q13 1 0.5962 0.2899 0.7089 11.00000 0.05 0.24 Q14 1 0.3801 0.2916 0.4991 11.00000 0.05 0.23 Q15 1 0.3609 0.4274 0.5318 11.00000 0.05 0.22 Q16 1 0.5000 -0.0764 0.7500 10.50000 0.05 0.22 Q17 1 0.5360 0.2434 0.4247 11.00000 0.05 0.22 Q18 1 0.4389 0.7006 0.7912 11.00000 0.05 0.21 Q19 1 0.6417 0.1960 0.7400 11.00000 0.05 0.21 Q20 1 0.4220 0.7409 0.7235 11.00000 0.05 0.21 Q21 1 0.7231 0.3612 0.7128 11.00000 0.05 0.20 Q22 1 0.5557 0.2252 0.5524 11.00000 0.05 0.20 Q23 1 0.3251 0.2968 0.4091 11.00000 0.05 0.20 Q24 1 0.6017 0.1620 0.7191 11.00000 0.05 0.20 Q25 1 0.4030 0.3891 0.4892 11.00000 0.05 0.20 Q26 1 0.5745 0.0217 0.8581 11.00000 0.05 0.20 Q27 1 0.4410 0.2942 0.4685 11.00000 0.05 0.19 Q28 1 0.2992 0.3344 0.4276 11.00000 0.05 0.19 Q29 1 0.3745 0.1828 0.3899 11.00000 0.05 0.18 Q30 1 0.2753 0.5567 0.4664 11.00000 0.05 0.18 REM The information below was added by Olex2. REM REM R1 = 0.0245 for 1829 Fo > 4sig(Fo) and 0.0268 for all 7306 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.35, deepest hole -0.58 REM Mean Shift 0, Max Shift 0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0268 REM R1_gt = 0.0245 REM wR_ref = 0.0682 REM GOOF = 1.063 REM Shift_max = 0.001 REM Shift_mean = 0 REM Reflections_all = 7306 REM Reflections_gt = 1829 REM Parameters = n/a REM Hole = -0.58 REM Peak = 0.35 REM Flack = n/a ; _cod_data_source_file c7ce00753a2.cif _cod_data_source_block 1 _cod_original_cell_volume 2227.6(2) _cod_database_code 7229372 _shelx_shelxl_version_number 2017/1 _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 0.588 _shelx_estimated_absorpt_t_min 0.530 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All O(H) groups 2. Restrained distances N6-O5A = N6-O5B = N6-O6A = N6-O6B 1.22 with sigma of 0.02 O1-H1 0.84 with sigma of 0.02 C4-O5A \\sim C4-O5B \\sim C4-O6A \\sim C4-O6B with sigma of 0.01 3. Rigid bond restraints N6, O5A, O5B, O6A, O6B with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02 4. Uiso/Uaniso restraints and constraints N6 \\sim O5A \\sim O5B \\sim O6A \\sim O6B: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 5. Others Sof(O5B)=Sof(O6B)=1-FVAR(1) Sof(O5A)=Sof(O6A)=FVAR(1) Fixed Sof: O7(0.5) 6.a Aromatic/amide H refined with riding coordinates: C3(H3), C7(H7) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -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 C1 C 0.60644(18) 0.3102(3) 0.67490(12) 0.0188(5) Uani 1 1 d . . . . . C2 C 0.52021(18) 0.3384(3) 0.61359(12) 0.0192(5) Uani 1 1 d . . . . . C3 C 0.4361(2) 0.4216(4) 0.61901(13) 0.0242(6) Uani 1 1 d . . . . . H3 H 0.434439 0.459312 0.660812 0.029 Uiso 1 1 calc R . . . . C4 C 0.35597(19) 0.4474(3) 0.56230(13) 0.0237(6) Uani 1 1 d D . . . . C5 C 0.35033(19) 0.3914(4) 0.49672(13) 0.0218(6) Uani 1 1 d . . . . . C6 C 0.43834(19) 0.3084(3) 0.49452(12) 0.0211(6) Uani 1 1 d . . . . . C7 C 0.52093(19) 0.2821(3) 0.55150(13) 0.0218(6) Uani 1 1 d . . . . . H7 H 0.576595 0.226294 0.547442 0.026 Uiso 1 1 calc R . . . . N5 N 0.44691(17) 0.2443(3) 0.43172(11) 0.0279(5) Uani 1 1 d . . . . . N6 N 0.2729(2) 0.5429(4) 0.57104(14) 0.0404(7) Uani 1 1 d D U . . . N1 N 0.60331(14) 0.2162(3) 0.72638(10) 0.0204(5) Uani 1 1 d . . . . . N2 N 0.69624(15) 0.2236(3) 0.77121(10) 0.0218(5) Uani 1 1 d . . . . . N3 N 0.75249(16) 0.3175(3) 0.74812(11) 0.0274(5) Uani 1 1 d . . . . . N4 N 0.69732(15) 0.3750(3) 0.68713(11) 0.0230(5) Uani 1 1 d . . . . . O1 O 0.59556(14) -0.0197(3) 0.82846(10) 0.0288(5) Uani 1 1 d D . . . . H1 H 0.581(2) -0.065(4) 0.8579(14) 0.035 Uiso 1 1 d DR . . . . O2 O 0.51357(18) 0.1453(4) 0.43410(11) 0.0578(8) Uani 1 1 d . . . . . O3 O 0.38822(16) 0.2914(3) 0.37762(9) 0.0400(5) Uani 1 1 d . . . . . O4 O 0.27006(14) 0.4161(3) 0.44753(10) 0.0339(5) Uani 1 1 d . . . . . O5A O 0.2892(5) 0.6494(11) 0.6137(4) 0.105(3) Uani 0.503(6) 1 d D U . A 1 O6A O 0.1885(3) 0.4924(7) 0.5442(3) 0.0548(17) Uani 0.503(6) 1 d D U . A 1 O5B O 0.2344(5) 0.5062(9) 0.6097(4) 0.078(2) Uani 0.497(6) 1 d D U . A 2 O6B O 0.2525(5) 0.6796(8) 0.5367(4) 0.081(2) Uani 0.497(6) 1 d D U . A 2 Zn1 Zn 0.500000 0.06935(6) 0.750000 0.02399(14) Uani 1 2 d S T P . . Zn2 Zn 0.73467(2) 0.05300(4) 0.85260(2) 0.02147(12) Uani 1 1 d . . . . . O7 O 0.4627(5) 0.6516(8) 0.7536(3) 0.078(2) Uani 0.5 1 d . . . B -1 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 0.0152(12) 0.0248(14) 0.0135(12) 0.0000(10) 0.0005(10) 0.0012(10) C2 0.0132(12) 0.0251(14) 0.0147(12) 0.0032(10) -0.0022(10) -0.0005(10) C3 0.0216(14) 0.0325(15) 0.0159(13) -0.0010(11) 0.0020(11) 0.0005(11) C4 0.0162(13) 0.0315(15) 0.0206(13) 0.0011(11) 0.0019(11) 0.0035(11) C5 0.0165(12) 0.0272(14) 0.0178(13) 0.0059(11) -0.0004(10) -0.0018(11) C6 0.0216(13) 0.0275(14) 0.0124(12) -0.0006(11) 0.0025(10) -0.0036(11) C7 0.0155(12) 0.0282(14) 0.0198(13) 0.0021(11) 0.0031(10) 0.0017(11) N5 0.0229(12) 0.0397(14) 0.0177(11) -0.0030(10) 0.0013(9) -0.0009(11) N6 0.0272(14) 0.0548(18) 0.0338(15) -0.0068(13) 0.0020(12) 0.0115(13) N1 0.0112(10) 0.0308(12) 0.0153(10) 0.0044(9) -0.0015(8) -0.0003(9) N2 0.0138(10) 0.0311(12) 0.0150(10) 0.0055(9) -0.0034(8) -0.0024(9) N3 0.0162(11) 0.0403(14) 0.0189(11) 0.0101(11) -0.0043(9) -0.0033(11) N4 0.0138(11) 0.0341(13) 0.0161(11) 0.0064(10) -0.0024(8) -0.0028(10) O1 0.0167(9) 0.0464(13) 0.0205(10) 0.0102(9) 0.0018(8) -0.0003(9) O2 0.0476(15) 0.094(2) 0.0273(12) -0.0105(13) 0.0060(11) 0.0364(15) O3 0.0398(12) 0.0588(15) 0.0137(10) -0.0016(10) -0.0025(9) 0.0074(11) O4 0.0181(10) 0.0606(15) 0.0165(10) 0.0075(9) -0.0041(8) 0.0054(10) O5A 0.059(4) 0.122(6) 0.118(6) -0.078(5) 0.004(4) 0.030(4) O6A 0.026(3) 0.058(3) 0.081(4) -0.013(3) 0.016(3) 0.004(2) O5B 0.081(5) 0.084(5) 0.098(5) 0.024(4) 0.069(4) 0.028(4) O6B 0.081(4) 0.075(4) 0.098(5) 0.039(4) 0.043(4) 0.049(4) Zn1 0.0133(2) 0.0367(3) 0.0184(2) 0.000 -0.00011(17) 0.000 Zn2 0.01506(18) 0.0326(2) 0.01271(17) -0.00103(12) -0.00147(12) 0.00375(12) O7 0.118(7) 0.063(4) 0.049(3) 0.008(3) 0.023(4) 0.012(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 N1 C1 C2 124.0(2) . . N1 C1 N4 109.9(2) . . N4 C1 C2 126.1(2) . . C3 C2 C1 119.5(2) . . C7 C2 C1 121.1(2) . . C7 C2 C3 119.4(2) . . C4 C3 C2 119.6(2) . . C3 C4 C5 124.5(3) . . C3 C4 N6 116.7(2) . . C5 C4 N6 118.8(2) . . C4 C5 C6 113.1(2) . . O4 C5 C4 119.4(2) . . O4 C5 C6 127.4(2) . . C5 C6 N5 121.1(2) . . C7 C6 C5 123.2(2) . . C7 C6 N5 115.7(2) . . C2 C7 C6 120.2(2) . . O2 N5 C6 118.4(2) . . O2 N5 O3 121.6(2) . . O3 N5 C6 120.0(2) . . O5A N6 C4 119.3(4) . . O5A N6 O6A 120.5(5) . . O6A N6 C4 118.8(3) . . O5B N6 C4 122.4(4) . . O5B N6 O6B 122.4(5) . . O6B N6 C4 114.9(4) . . C1 N1 N2 105.3(2) . . C1 N1 Zn1 136.68(17) . . N2 N1 Zn1 117.95(16) . . N1 N2 Zn2 118.53(16) . . N3 N2 N1 110.2(2) . . N3 N2 Zn2 129.88(16) . . N2 N3 N4 107.9(2) . . C1 N4 N3 106.6(2) . . C1 N4 Zn2 138.07(18) . 4_656 N3 N4 Zn2 114.55(16) . 4_656 Zn1 O1 Zn2 119.71(10) . . N5 O3 Zn2 131.05(18) . 8_455 C5 O4 Zn2 136.92(19) . 8_455 N1 Zn1 N1 110.40(13) 2_656 . O1 Zn1 N1 111.86(8) 2_656 . O1 Zn1 N1 93.02(8) . . O1 Zn1 N1 111.86(8) . 2_656 O1 Zn1 N1 93.02(8) 2_656 2_656 O1 Zn1 O1 136.27(14) . 2_656 N2 Zn2 O3 80.21(8) . 8_556 N4 Zn2 N2 98.92(9) 4_646 . N4 Zn2 O3 86.39(9) 4_646 8_556 O1 Zn2 N2 89.96(8) . . O1 Zn2 N4 104.78(9) . 4_646 O1 Zn2 O3 166.23(9) . 8_556 O4 Zn2 N2 132.33(10) 8_556 . O4 Zn2 N4 120.87(9) 8_556 4_646 O4 Zn2 O1 102.73(8) 8_556 . O4 Zn2 O3 77.51(8) 8_556 8_556 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 C2 1.481(3) . C1 N1 1.321(3) . C1 N4 1.332(3) . C2 C3 1.395(4) . C2 C7 1.374(4) . C3 C4 1.372(4) . C4 C5 1.418(4) . C4 N6 1.457(4) . C5 C6 1.422(4) . C5 O4 1.283(3) . C6 C7 1.395(3) . C6 N5 1.447(3) . N5 O2 1.217(3) . N5 O3 1.231(3) . N6 O5A 1.198(6) . N6 O6A 1.216(5) . N6 O5B 1.145(6) . N6 O6B 1.285(6) . N1 N2 1.353(3) . N1 Zn1 2.048(2) . N2 N3 1.290(3) . N2 Zn2 2.108(2) . N3 N4 1.347(3) . N4 Zn2 2.029(2) 4_656 O1 Zn1 1.9016(19) . O1 Zn2 1.9573(19) . O3 Zn2 2.409(2) 8_455 O4 Zn2 1.9007(19) 8_455 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 H1 O2 0.797(18) 2.19(2) 2.968(3) 167(3) 6_556 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_4 C1 C2 C3 C4 -179.8(3) . C1 C2 C7 C6 179.2(2) . C1 N1 N2 N3 0.2(3) . C1 N1 N2 Zn2 -167.59(17) . C2 C1 N1 N2 -179.9(2) . C2 C1 N1 Zn1 2.4(4) . C2 C1 N4 N3 -180.0(3) . C2 C1 N4 Zn2 11.1(5) 4_656 C2 C3 C4 C5 1.6(4) . C2 C3 C4 N6 -176.8(3) . C3 C2 C7 C6 0.2(4) . C3 C4 C5 C6 -1.7(4) . C3 C4 C5 O4 177.1(3) . C3 C4 N6 O5A 31.0(8) . C3 C4 N6 O6A -135.3(5) . C3 C4 N6 O5B -54.3(7) . C3 C4 N6 O6B 119.5(5) . C4 C5 C6 C7 1.2(4) . C4 C5 C6 N5 -179.2(2) . C4 C5 O4 Zn2 151.6(2) 8_455 C5 C4 N6 O5A -147.4(7) . C5 C4 N6 O6A 46.3(5) . C5 C4 N6 O5B 127.3(6) . C5 C4 N6 O6B -58.9(5) . C5 C6 C7 C2 -0.5(4) . C5 C6 N5 O2 -165.0(3) . C5 C6 N5 O3 15.7(4) . C6 C5 O4 Zn2 -29.8(5) 8_455 C6 N5 O3 Zn2 -11.8(4) 8_455 C7 C2 C3 C4 -0.7(4) . C7 C6 N5 O2 14.6(4) . C7 C6 N5 O3 -164.7(3) . N5 C6 C7 C2 179.9(2) . N6 C4 C5 C6 176.6(3) . N6 C4 C5 O4 -4.6(4) . N1 C1 C2 C3 63.6(4) . N1 C1 C2 C7 -115.5(3) . N1 C1 N4 N3 0.6(3) . N1 C1 N4 Zn2 -168.3(2) 4_656 N1 N2 N3 N4 0.2(3) . N2 N3 N4 C1 -0.5(3) . N2 N3 N4 Zn2 171.43(18) 4_656 N4 C1 C2 C3 -115.7(3) . N4 C1 C2 C7 65.2(4) . N4 C1 N1 N2 -0.5(3) . N4 C1 N1 Zn1 -178.2(2) . O2 N5 O3 Zn2 169.0(2) 8_455 O4 C5 C6 C7 -177.5(3) . O4 C5 C6 N5 2.0(4) . Zn1 N1 N2 N3 178.41(18) . Zn1 N1 N2 Zn2 10.6(2) . Zn2 N2 N3 N4 166.17(19) .