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#$Date: 2025-07-06 19:12:14 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300843 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/88/7718834.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_7718834
loop_
_publ_author_name
'Mudarmah, Khalil'
'Abeydeera, Nalin'
'Chen, Guanyu'
'Jogadi, Wjdan'
'Krause, Jeanette A.'
'Budzik, Jonathan M.'
'Huang, Songping D.'
_publ_section_title
;
 Synthesis, structural characterization, and antimicrobial activity of
 Zn(cloxyquin)₂: towards harnessing zinc intoxication and
 immune response restoration to combat Staphylococcus aureus and
 Mycobacterium tuberculosis.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9975
_journal_page_last               9983
_journal_paper_doi               10.1039/d4dt02895c
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety
'C72 H40 Cl8 N8 O8 Zn4, 3.5(C4 H8 O), 0.5(C5 H10 O)'
_chemical_formula_sum            'C88.5 H73 Cl8 N8 O12 Zn4'
_chemical_formula_weight         1985.62
_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
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2024-09-12 deposited with the CCDC.	2025-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                89.2213(16)
_cell_angle_beta                 81.6740(16)
_cell_angle_gamma                72.4901(15)
_cell_formula_units_Z            1
_cell_length_a                   11.1480(9)
_cell_length_b                   13.4176(11)
_cell_length_c                   14.5317(12)
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.38
_cell_measurement_theta_min      2.22
_cell_volume                     2050.0(3)
_computing_cell_refinement       'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_data_collection       'Bruker APEX3 v2018.1.0 (Bruker, 2018)'
_computing_data_reduction        'Bruker SAINT v8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL v6.14'
_computing_publication_material  'Bruker SHELXTL v6.14'
_computing_structure_refinement
'SHELXL-2017/1 (Sheldrick, 2017, G.M. Sheldrick (2015) Acta Cryst., C71, 3-8)'
_computing_structure_solution    'Bruker SHELXTL v6.14'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'Bruker TRIUMPH curved-graphite'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            40243
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.406
_diffrn_reflns_theta_min         1.417
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.487
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS 2016/2 (L.Krause, et al. J. Appl. Cryst. (2015), 48, 3-10)'
_exptl_crystal_colour            orange-yellow
_exptl_crystal_density_diffrn    1.608
_exptl_crystal_description       tablet
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.116
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.065
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     605
_refine_ls_number_reflns         8403
_refine_ls_number_restraints     166
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0307
_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/[σ²(Fo²)+(0.0362P)²+1.6497P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0711
_refine_ls_wR_factor_ref         0.0770
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6799
_reflns_number_total             8403
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt02895c2.cif
_cod_data_source_block           Zn-5Cl-8hq
_cod_depositor_comments          'Adding full bibliography for 7718834.cif.'
_cod_original_formula_sum        'C88.50 H73 Cl8 N8 O12 Zn4'
_cod_database_code               7718834
_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_min   0.846
_shelx_estimated_absorpt_t_max   0.910
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
Zn1 Zn 0.58113(2) 0.57533(2) 0.44912(2) 0.02101(7) Uani 1 1 d . . . . .
Zn2 Zn 0.58986(3) 0.63682(2) 0.23221(2) 0.02436(7) Uani 1 1 d . . . . .
Cl2 Cl 0.67271(8) 0.07612(6) 0.17127(5) 0.04939(19) Uani 1 1 d . . . . .
Cl4 Cl 1.23000(6) 0.31758(5) 0.32570(5) 0.03828(16) Uani 1 1 d . . . . .
Cl6 Cl 0.73647(7) 0.25276(6) -0.10833(6) 0.0545(2) Uani 1 1 d . . . . .
Cl8 Cl 0.10604(7) 1.08834(5) 0.37660(5) 0.04558(18) Uani 1 1 d . . . . .
O1 O 0.53881(15) 0.43761(12) 0.42973(10) 0.0243(3) Uani 1 1 d . . . . .
O2 O 0.70457(14) 0.58859(12) 0.32936(10) 0.0237(3) Uani 1 1 d . . . . .
O4 O 0.71971(15) 0.61973(13) 0.11634(11) 0.0280(4) Uani 1 1 d . . . . .
O5 O 0.45492(14) 0.65733(12) 0.35321(10) 0.0236(3) Uani 1 1 d . . . . .
N1 N 0.44439(17) 0.28224(14) 0.47705(12) 0.0218(4) Uani 1 1 d . . . . .
N2 N 0.76600(18) 0.48613(14) 0.48119(12) 0.0228(4) Uani 1 1 d . . . . .
N3 N 0.54160(18) 0.52394(16) 0.16242(13) 0.0265(4) Uani 1 1 d . . . . .
N4 N 0.49344(18) 0.79185(15) 0.22216(13) 0.0247(4) Uani 1 1 d . . . . .
C1 C 0.5800(2) 0.35443(17) 0.37355(15) 0.0213(5) Uani 1 1 d . . . . .
C2 C 0.6715(2) 0.34033(18) 0.29628(16) 0.0249(5) Uani 1 1 d . . . . .
H2A H 0.715155 0.390964 0.283479 0.030 Uiso 1 1 calc R U . . .
C3 C 0.7015(2) 0.25255(19) 0.23599(17) 0.0295(5) Uani 1 1 d . . . . .
H3A H 0.762925 0.245997 0.181962 0.035 Uiso 1 1 calc R U . . .
C4 C 0.6440(2) 0.17682(19) 0.25391(17) 0.0301(5) Uani 1 1 d . . . . .
C5 C 0.5569(2) 0.18085(18) 0.33634(16) 0.0259(5) Uani 1 1 d . . . . .
C6 C 0.5260(2) 0.27052(17) 0.39573(15) 0.0209(4) Uani 1 1 d . . . . .
C7 C 0.4998(2) 0.10270(19) 0.36540(18) 0.0332(6) Uani 1 1 d . . . . .
H7A H 0.517488 0.041094 0.327879 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4191(2) 0.11587(19) 0.44739(18) 0.0327(6) Uani 1 1 d . . . . .
H8A H 0.380308 0.063655 0.467284 0.039 Uiso 1 1 calc R U . . .
C9 C 0.3940(2) 0.20723(18) 0.50216(16) 0.0267(5) Uani 1 1 d . . . . .
H9A H 0.338522 0.215237 0.559544 0.032 Uiso 1 1 calc R U . . .
C11 C 0.8253(2) 0.53015(17) 0.32576(15) 0.0216(5) Uani 1 1 d . . . . .
C12 C 0.9178(2) 0.51956(19) 0.24965(16) 0.0256(5) Uani 1 1 d . . . . .
H12A H 0.897339 0.556937 0.195190 0.031 Uiso 1 1 calc R U . . .
C13 C 1.0423(2) 0.45409(19) 0.25158(16) 0.0273(5) Uani 1 1 d . . . . .
H13A H 1.104818 0.448245 0.198395 0.033 Uiso 1 1 calc R U . . .
C14 C 1.0749(2) 0.39887(18) 0.32819(16) 0.0257(5) Uani 1 1 d . . . . .
C15 C 0.9853(2) 0.40710(17) 0.40955(15) 0.0225(5) Uani 1 1 d . . . . .
C16 C 0.8601(2) 0.47383(17) 0.40718(15) 0.0207(4) Uani 1 1 d . . . . .
C17 C 1.0098(2) 0.35432(18) 0.49312(16) 0.0273(5) Uani 1 1 d . . . . .
H17A H 1.092346 0.308974 0.498074 0.033 Uiso 1 1 calc R U . . .
C18 C 0.9143(2) 0.3690(2) 0.56637(17) 0.0307(5) Uani 1 1 d . . . . .
H18A H 0.930057 0.334754 0.622993 0.037 Uiso 1 1 calc R U . . .
C19 C 0.7925(2) 0.43506(19) 0.55766(16) 0.0281(5) Uani 1 1 d . . . . .
H19A H 0.726451 0.443402 0.608849 0.034 Uiso 1 1 calc R U . . .
C21 C 0.7278(2) 0.53706(18) 0.06648(15) 0.0255(5) Uani 1 1 d . . . . .
C22 C 0.8242(2) 0.4946(2) -0.00671(17) 0.0320(6) Uani 1 1 d . . . . .
H22A H 0.890612 0.525467 -0.021641 0.038 Uiso 1 1 calc R U . . .
C23 C 0.8256(2) 0.4074(2) -0.05893(18) 0.0363(6) Uani 1 1 d . . . . .
H23A H 0.892798 0.380625 -0.108759 0.044 Uiso 1 1 calc R U . . .
C24 C 0.7328(2) 0.3598(2) -0.04004(18) 0.0345(6) Uani 1 1 d . . . . .
C25 C 0.6314(2) 0.39688(19) 0.03450(17) 0.0293(5) Uani 1 1 d . . . . .
C26 C 0.6321(2) 0.48405(18) 0.08759(15) 0.0254(5) Uani 1 1 d . . . . .
C27 C 0.5306(2) 0.3543(2) 0.05959(18) 0.0337(6) Uani 1 1 d . . . . .
H27A H 0.525644 0.296491 0.024976 0.040 Uiso 1 1 calc R U . . .
C28 C 0.4401(2) 0.3965(2) 0.13379(18) 0.0348(6) Uani 1 1 d . . . . .
H28A H 0.371528 0.368597 0.151020 0.042 Uiso 1 1 calc R U . . .
C29 C 0.4491(2) 0.4814(2) 0.18439(17) 0.0329(6) Uani 1 1 d . . . . .
H29A H 0.386178 0.509492 0.236533 0.039 Uiso 1 1 calc R U . . .
C31 C 0.3781(2) 0.75451(17) 0.36286(15) 0.0223(5) Uani 1 1 d . . . . .
C32 C 0.2818(2) 0.79183(18) 0.43671(16) 0.0246(5) Uani 1 1 d . . . . .
H32A H 0.270546 0.746781 0.486030 0.030 Uiso 1 1 calc R U . . .
C33 C 0.2003(2) 0.89467(19) 0.44040(17) 0.0278(5) Uani 1 1 d . . . . .
H33A H 0.134668 0.917651 0.491901 0.033 Uiso 1 1 calc R U . . .
C34 C 0.2134(2) 0.96240(18) 0.37156(18) 0.0294(5) Uani 1 1 d . . . . .
C35 C 0.3116(2) 0.93156(19) 0.29504(17) 0.0276(5) Uani 1 1 d . . . . .
C36 C 0.3942(2) 0.82769(18) 0.29236(15) 0.0226(5) Uani 1 1 d . . . . .
C37 C 0.3343(3) 0.9949(2) 0.21979(19) 0.0354(6) Uani 1 1 d . . . . .
H37A H 0.280172 1.064487 0.217839 0.043 Uiso 1 1 calc R U . . .
C38 C 0.4335(3) 0.9565(2) 0.15009(19) 0.0375(6) Uani 1 1 d . . . . .
H38A H 0.448600 0.998973 0.099572 0.045 Uiso 1 1 calc R U . . .
C39 C 0.5129(2) 0.8538(2) 0.15381(17) 0.0309(5) Uani 1 1 d . . . . .
H39A H 0.582803 0.827912 0.105739 0.037 Uiso 1 1 calc R U . . .
O6 O 0.2322(4) 1.1127(3) 0.0209(3) 0.0568(10) Uani 0.75 1 d D U P A 1
C40 C 0.1371(5) 1.0597(4) 0.0391(5) 0.0528(11) Uani 0.75 1 d D U P A 1
H40A H 0.158837 1.007225 0.087330 0.063 Uiso 0.75 1 calc R U P A 1
H40B H 0.131462 1.023470 -0.018308 0.063 Uiso 0.75 1 calc R U P A 1
C41 C 0.0135(5) 1.1409(4) 0.0718(4) 0.0579(11) Uani 0.75 1 d D U P A 1
H41A H -0.038701 1.159194 0.020937 0.069 Uiso 0.75 1 calc R U P A 1
H41B H -0.035079 1.115472 0.124535 0.069 Uiso 0.75 1 calc R U P A 1
C42 C 0.0476(8) 1.2311(5) 0.1011(5) 0.0633(12) Uani 0.75 1 d D U P A 1
H42A H 0.045706 1.232511 0.169396 0.076 Uiso 0.75 1 calc R U P A 1
H42B H -0.012997 1.296677 0.083784 0.076 Uiso 0.75 1 calc R U P A 1
C43 C 0.1787(5) 1.2201(4) 0.0526(6) 0.0595(11) Uani 0.75 1 d D U P A 1
H43A H 0.175513 1.267018 -0.000795 0.071 Uiso 0.75 1 calc R U P A 1
H43B H 0.230474 1.238116 0.095787 0.071 Uiso 0.75 1 calc R U P A 1
O6B O 0.2406(14) 1.1386(11) 0.0387(11) 0.0556(16) Uani 0.25 1 d D U P B 2
C40B C 0.1580(18) 1.0762(13) 0.0262(15) 0.0553(16) Uani 0.25 1 d D U P B 2
H40C H 0.200513 1.001113 0.034643 0.066 Uiso 0.25 1 calc R U P B 2
H40D H 0.131401 1.085122 -0.036233 0.066 Uiso 0.25 1 calc R U P B 2
C41B C 0.0442(14) 1.1196(12) 0.1026(11) 0.0558(16) Uani 0.25 1 d D U P B 2
H41C H -0.035285 1.117040 0.081405 0.067 Uiso 0.25 1 calc R U P B 2
H41D H 0.055856 1.078369 0.159430 0.067 Uiso 0.25 1 calc R U P B 2
C42B C 0.039(2) 1.2268(15) 0.1213(16) 0.0577(16) Uani 0.25 1 d D U P B 2
H42C H 0.046794 1.237632 0.187123 0.069 Uiso 0.25 1 calc R U P B 2
H42D H -0.041890 1.276089 0.107332 0.069 Uiso 0.25 1 calc R U P B 2
C43B C 0.1489(17) 1.2413(12) 0.0581(18) 0.0582(16) Uani 0.25 1 d D U P B 2
H43C H 0.188035 1.285726 0.091082 0.070 Uiso 0.25 1 calc R U P B 2
C44B C 0.1203(9) 1.2869(8) -0.0282(7) 0.029(2) Uani 0.25 1 d . . P B 2
H44D H 0.138197 1.354110 -0.032388 0.043 Uiso 0.25 1 calc R U P B 2
H44E H 0.030272 1.297906 -0.032170 0.043 Uiso 0.25 1 calc R U P B 2
H44F H 0.172913 1.239954 -0.079575 0.043 Uiso 0.25 1 calc R U P B 2
O7A O 0.1651(4) 0.1662(4) 0.6364(3) 0.0667(11) Uani 0.7 1 d . U P C 1
O7B O 0.2258(11) 0.1180(9) 0.6623(7) 0.076(2) Uani 0.3 1 d . U P C 2
C45 C 0.1136(4) 0.0818(3) 0.6480(2) 0.0657(10) Uani 1 1 d . . . . .
H45A H 0.182317 0.014548 0.645712 0.079 Uiso 0.7 1 calc R U P C 1
H45B H 0.062023 0.080132 0.598304 0.079 Uiso 0.7 1 calc R U P C 1
H45C H 0.067113 0.123062 0.600104 0.079 Uiso 0.3 1 calc R U P C 2
H45D H 0.141489 0.006849 0.628795 0.079 Uiso 0.3 1 calc R U P C 2
C46 C 0.0326(4) 0.0999(3) 0.7408(2) 0.0671(10) Uani 1 1 d . . . . .
H46A H 0.050578 0.035543 0.777231 0.080 Uiso 1 1 calc R U . . .
H46B H -0.058806 0.123374 0.734354 0.080 Uiso 1 1 calc R U . . .
C47 C 0.0696(4) 0.1836(4) 0.7855(3) 0.0814(13) Uani 1 1 d . . . . .
H47A H 0.003689 0.252057 0.784193 0.098 Uiso 1 1 calc R U . . .
H47B H 0.080457 0.167472 0.851010 0.098 Uiso 1 1 calc R U . . .
C48 C 0.1886(3) 0.1857(3) 0.7316(3) 0.0598(9) Uani 1 1 d . . . . .
H48A H 0.261676 0.130034 0.749593 0.072 Uiso 0.7 1 calc R U P C 1
H48B H 0.203097 0.254481 0.737675 0.072 Uiso 0.7 1 calc R U P C 1
H48C H 0.178671 0.256659 0.707421 0.072 Uiso 0.3 1 calc R U P C 2
H48D H 0.254936 0.171071 0.772786 0.072 Uiso 0.3 1 calc R U P C 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 '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 O1 75.09(6) . 2_666 ?
O1 Zn1 O2 105.65(6) . . ?
O1 Zn1 O2 178.71(6) 2_666 . ?
O1 Zn1 N1 152.47(6) . 2_666 ?
O1 Zn1 N1 77.71(6) 2_666 2_666 ?
O2 Zn1 N1 101.63(7) . 2_666 ?
O1 Zn1 N2 89.89(7) . . ?
O1 Zn1 N2 102.11(7) 2_666 . ?
O2 Zn1 N2 76.87(6) . . ?
N1 Zn1 N2 99.90(7) 2_666 . ?
O1 Zn1 O5 92.13(6) . . ?
O1 Zn1 O5 105.21(6) 2_666 . ?
O2 Zn1 O5 75.88(6) . . ?
N1 Zn1 O5 90.95(6) 2_666 . ?
N2 Zn1 O5 152.19(6) . . ?
O2 Zn2 O4 100.67(6) . . ?
O2 Zn2 N4 121.01(7) . . ?
O4 Zn2 N4 98.64(7) . . ?
O2 Zn2 N3 117.64(7) . . ?
O4 Zn2 N3 81.64(7) . . ?
N4 Zn2 N3 120.04(8) . . ?
O2 Zn2 O5 79.28(6) . . ?
O4 Zn2 O5 178.96(6) . . ?
N4 Zn2 O5 80.53(7) . . ?
N3 Zn2 O5 99.31(7) . . ?
C1 O1 Zn1 138.46(14) . . ?
C1 O1 Zn1 115.47(13) . 2_666 ?
Zn1 O1 Zn1 104.91(6) . 2_666 ?
C11 O2 Zn2 133.41(14) . . ?
C11 O2 Zn1 115.89(13) . . ?
Zn2 O2 Zn1 104.18(7) . . ?
C21 O4 Zn2 111.54(14) . . ?
C31 O5 Zn2 111.40(13) . . ?
C31 O5 Zn1 126.98(13) . . ?
Zn2 O5 Zn1 98.54(6) . . ?
C9 N1 C6 119.14(19) . . ?
C9 N1 Zn1 127.81(16) . 2_666 ?
C6 N1 Zn1 113.03(14) . 2_666 ?
C19 N2 C16 119.0(2) . . ?
C19 N2 Zn1 127.67(16) . . ?
C16 N2 Zn1 112.84(14) . . ?
C29 N3 C26 119.0(2) . . ?
C29 N3 Zn2 130.67(17) . . ?
C26 N3 Zn2 109.92(15) . . ?
C39 N4 C36 120.0(2) . . ?
C39 N4 Zn2 126.97(17) . . ?
C36 N4 Zn2 112.84(14) . . ?
O1 C1 C2 125.5(2) . . ?
O1 C1 C6 117.11(19) . . ?
C2 C1 C6 117.4(2) . . ?
C1 C2 C3 121.3(2) . . ?
C4 C3 C2 120.9(2) . . ?
C3 C4 C5 121.3(2) . . ?
C3 C4 Cl2 119.09(19) . . ?
C5 C4 Cl2 119.57(19) . . ?
C7 C5 C6 116.9(2) . . ?
C7 C5 C4 125.9(2) . . ?
C6 C5 C4 117.1(2) . . ?
N1 C6 C5 122.1(2) . . ?
N1 C6 C1 116.25(19) . . ?
C5 C6 C1 121.6(2) . . ?
C8 C7 C5 119.9(2) . . ?
C7 C8 C9 119.4(2) . . ?
N1 C9 C8 122.5(2) . . ?
O2 C11 C12 124.8(2) . . ?
O2 C11 C16 117.14(19) . . ?
C12 C11 C16 118.1(2) . . ?
C11 C12 C13 120.7(2) . . ?
C14 C13 C12 121.3(2) . . ?
C13 C14 C15 121.1(2) . . ?
C13 C14 Cl4 119.14(18) . . ?
C15 C14 Cl4 119.73(18) . . ?
C14 C15 C17 125.6(2) . . ?
C14 C15 C16 117.2(2) . . ?
C17 C15 C16 117.2(2) . . ?
N2 C16 C15 122.0(2) . . ?
N2 C16 C11 116.47(19) . . ?
C15 C16 C11 121.5(2) . . ?
C18 C17 C15 119.6(2) . . ?
C17 C18 C19 119.6(2) . . ?
N2 C19 C18 122.7(2) . . ?
O4 C21 C22 124.3(2) . . ?
O4 C21 C26 119.3(2) . . ?
C22 C21 C26 116.4(2) . . ?
C21 C22 C23 121.4(2) . . ?
C24 C23 C22 121.6(2) . . ?
C23 C24 C25 120.9(2) . . ?
C23 C24 Cl6 120.1(2) . . ?
C25 C24 Cl6 119.0(2) . . ?
C27 C25 C26 117.5(2) . . ?
C27 C25 C24 125.6(2) . . ?
C26 C25 C24 117.0(2) . . ?
N3 C26 C25 121.8(2) . . ?
N3 C26 C21 115.6(2) . . ?
C25 C26 C21 122.6(2) . . ?
C28 C27 C25 119.7(2) . . ?
C27 C28 C29 119.5(2) . . ?
N3 C29 C28 122.5(2) . . ?
O5 C31 C32 124.6(2) . . ?
O5 C31 C36 118.67(19) . . ?
C32 C31 C36 116.8(2) . . ?
C31 C32 C33 121.5(2) . . ?
C34 C33 C32 121.3(2) . . ?
C33 C34 C35 120.8(2) . . ?
C33 C34 Cl8 119.88(19) . . ?
C35 C34 Cl8 119.28(19) . . ?
C34 C35 C37 125.8(2) . . ?
C34 C35 C36 117.4(2) . . ?
C37 C35 C36 116.8(2) . . ?
N4 C36 C35 121.4(2) . . ?
N4 C36 C31 116.5(2) . . ?
C35 C36 C31 122.1(2) . . ?
C38 C37 C35 120.4(2) . . ?
C37 C38 C39 119.3(2) . . ?
N4 C39 C38 122.0(2) . . ?
C43 O6 C40 109.7(4) . . ?
O6 C40 C41 107.1(4) . . ?
C42 C41 C40 105.3(5) . . ?
C41 C42 C43 106.9(5) . . ?
O6 C43 C42 106.4(4) . . ?
C40B O6B C43B 101.1(13) . . ?
O6B C40B C41B 103.2(12) . . ?
C42B C41B C40B 106.2(12) . . ?
C41B C42B C43B 104.1(12) . . ?
C44B C43B O6B 108.2(16) . . ?
C44B C43B C42B 115.1(19) . . ?
O6B C43B C42B 107.0(14) . . ?
C45 O7A C48 103.2(3) . . ?
C48 O7B C45 107.6(7) . . ?
O7A C45 C46 106.0(3) . . ?
C46 C45 O7B 104.0(4) . . ?
C45 C46 C47 103.5(3) . . ?
C48 C47 C46 105.8(3) . . ?
O7B C48 C47 112.5(5) . . ?
C47 C48 O7A 100.4(3) . . ?
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 2.0721(15) . ?
Zn1 O1 2.0897(15) 2_666 ?
Zn1 O2 2.0975(15) . ?
Zn1 N1 2.1271(19) 2_666 ?
Zn1 N2 2.1624(19) . ?
Zn1 O5 2.1742(15) . ?
Zn2 O2 2.0117(15) . ?
Zn2 O4 2.0220(15) . ?
Zn2 N4 2.0483(19) . ?
Zn2 N3 2.074(2) . ?
Zn2 O5 2.1044(15) . ?
Cl2 C4 1.744(2) . ?
Cl4 C14 1.740(2) . ?
Cl6 C24 1.744(3) . ?
Cl8 C34 1.748(2) . ?
O1 C1 1.316(3) . ?
O2 C11 1.332(3) . ?
O4 C21 1.306(3) . ?
O5 C31 1.324(3) . ?
N1 C9 1.316(3) . ?
N1 C6 1.363(3) . ?
N2 C19 1.321(3) . ?
N2 C16 1.363(3) . ?
N3 C29 1.321(3) . ?
N3 C26 1.364(3) . ?
N4 C39 1.322(3) . ?
N4 C36 1.364(3) . ?
C1 C2 1.376(3) . ?
C1 C6 1.441(3) . ?
C2 C3 1.404(3) . ?
C3 C4 1.360(4) . ?
C4 C5 1.419(3) . ?
C5 C7 1.413(3) . ?
C5 C6 1.415(3) . ?
C7 C8 1.363(4) . ?
C8 C9 1.404(3) . ?
C11 C12 1.376(3) . ?
C11 C16 1.433(3) . ?
C12 C13 1.405(3) . ?
C13 C14 1.361(3) . ?
C14 C15 1.415(3) . ?
C15 C17 1.417(3) . ?
C15 C16 1.419(3) . ?
C17 C18 1.363(3) . ?
C18 C19 1.402(4) . ?
C21 C22 1.388(3) . ?
C21 C26 1.447(3) . ?
C22 C23 1.398(4) . ?
C23 C24 1.366(4) . ?
C24 C25 1.421(3) . ?
C25 C27 1.409(4) . ?
C25 C26 1.412(3) . ?
C27 C28 1.363(4) . ?
C28 C29 1.400(4) . ?
C31 C32 1.383(3) . ?
C31 C36 1.439(3) . ?
C32 C33 1.402(3) . ?
C33 C34 1.364(3) . ?
C34 C35 1.412(3) . ?
C35 C37 1.416(3) . ?
C35 C36 1.418(3) . ?
C37 C38 1.364(4) . ?
C38 C39 1.401(4) . ?
O6 C43 1.436(6) . ?
O6 C40 1.438(6) . ?
C40 C41 1.494(6) . ?
C41 C42 1.458(7) . ?
C42 C43 1.493(7) . ?
O6B C40B 1.448(15) . ?
O6B C43B 1.450(14) . ?
C40B C41B 1.531(15) . ?
C41B C42B 1.449(15) . ?
C42B C43B 1.482(15) . ?
C43B C44B 1.42(3) . ?
O7A C45 1.414(5) . ?
O7A C48 1.486(5) . ?
O7B C48 1.301(11) . ?
O7B C45 1.512(12) . ?
C45 C46 1.488(5) . ?
C46 C47 1.494(5) . ?
C47 C48 1.448(5) . ?
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 C1 C2 -6.1(4) . . . . ?
Zn1 O1 C1 C2 -171.48(18) 2_666 . . . ?
Zn1 O1 C1 C6 172.91(15) . . . . ?
Zn1 O1 C1 C6 7.5(2) 2_666 . . . ?
O1 C1 C2 C3 -174.5(2) . . . . ?
C6 C1 C2 C3 6.5(3) . . . . ?
C1 C2 C3 C4 -2.2(4) . . . . ?
C2 C3 C4 C5 -3.4(4) . . . . ?
C2 C3 C4 Cl2 173.69(19) . . . . ?
C3 C4 C5 C7 -174.6(2) . . . . ?
Cl2 C4 C5 C7 8.3(4) . . . . ?
C3 C4 C5 C6 4.3(4) . . . . ?
Cl2 C4 C5 C6 -172.83(17) . . . . ?
C9 N1 C6 C5 1.1(3) . . . . ?
Zn1 N1 C6 C5 179.52(17) 2_666 . . . ?
C9 N1 C6 C1 -178.6(2) . . . . ?
Zn1 N1 C6 C1 -0.1(2) 2_666 . . . ?
C7 C5 C6 N1 -0.4(3) . . . . ?
C4 C5 C6 N1 -179.4(2) . . . . ?
C7 C5 C6 C1 179.2(2) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
O1 C1 C6 N1 -4.9(3) . . . . ?
C2 C1 C6 N1 174.18(19) . . . . ?
O1 C1 C6 C5 175.4(2) . . . . ?
C2 C1 C6 C5 -5.5(3) . . . . ?
C6 C5 C7 C8 -0.1(4) . . . . ?
C4 C5 C7 C8 178.8(2) . . . . ?
C5 C7 C8 C9 -0.1(4) . . . . ?
C6 N1 C9 C8 -1.3(3) . . . . ?
Zn1 N1 C9 C8 -179.44(17) 2_666 . . . ?
C7 C8 C9 N1 0.8(4) . . . . ?
Zn2 O2 C11 C12 26.6(3) . . . . ?
Zn1 O2 C11 C12 173.08(18) . . . . ?
Zn2 O2 C11 C16 -152.89(15) . . . . ?
Zn1 O2 C11 C16 -6.4(2) . . . . ?
O2 C11 C12 C13 -178.5(2) . . . . ?
C16 C11 C12 C13 0.9(3) . . . . ?
C11 C12 C13 C14 0.4(4) . . . . ?
C12 C13 C14 C15 -1.4(4) . . . . ?
C12 C13 C14 Cl4 179.04(18) . . . . ?
C13 C14 C15 C17 -179.1(2) . . . . ?
Cl4 C14 C15 C17 0.5(3) . . . . ?
C13 C14 C15 C16 1.0(3) . . . . ?
Cl4 C14 C15 C16 -179.44(17) . . . . ?
C19 N2 C16 C15 0.6(3) . . . . ?
Zn1 N2 C16 C15 -171.93(16) . . . . ?
C19 N2 C16 C11 179.2(2) . . . . ?
Zn1 N2 C16 C11 6.7(2) . . . . ?
C14 C15 C16 N2 179.0(2) . . . . ?
C17 C15 C16 N2 -1.0(3) . . . . ?
C14 C15 C16 C11 0.4(3) . . . . ?
C17 C15 C16 C11 -179.5(2) . . . . ?
O2 C11 C16 N2 -0.5(3) . . . . ?
C12 C11 C16 N2 -180.0(2) . . . . ?
O2 C11 C16 C15 178.19(19) . . . . ?
C12 C11 C16 C15 -1.3(3) . . . . ?
C14 C15 C17 C18 -179.7(2) . . . . ?
C16 C15 C17 C18 0.2(3) . . . . ?
C15 C17 C18 C19 0.9(4) . . . . ?
C16 N2 C19 C18 0.6(3) . . . . ?
Zn1 N2 C19 C18 171.84(18) . . . . ?
C17 C18 C19 N2 -1.3(4) . . . . ?
Zn2 O4 C21 C22 -167.38(19) . . . . ?
Zn2 O4 C21 C26 12.2(2) . . . . ?
O4 C21 C22 C23 -178.3(2) . . . . ?
C26 C21 C22 C23 2.1(3) . . . . ?
C21 C22 C23 C24 -0.3(4) . . . . ?
C22 C23 C24 C25 -0.7(4) . . . . ?
C22 C23 C24 Cl6 178.8(2) . . . . ?
C23 C24 C25 C27 179.5(3) . . . . ?
Cl6 C24 C25 C27 0.1(4) . . . . ?
C23 C24 C25 C26 -0.3(4) . . . . ?
Cl6 C24 C25 C26 -179.71(18) . . . . ?
C29 N3 C26 C25 -1.7(3) . . . . ?
Zn2 N3 C26 C25 171.98(17) . . . . ?
C29 N3 C26 C21 178.2(2) . . . . ?
Zn2 N3 C26 C21 -8.2(2) . . . . ?
C27 C25 C26 N3 2.2(3) . . . . ?
C24 C25 C26 N3 -178.0(2) . . . . ?
C27 C25 C26 C21 -177.6(2) . . . . ?
C24 C25 C26 C21 2.2(3) . . . . ?
O4 C21 C26 N3 -2.5(3) . . . . ?
C22 C21 C26 N3 177.0(2) . . . . ?
O4 C21 C26 C25 177.3(2) . . . . ?
C22 C21 C26 C25 -3.1(3) . . . . ?
C26 C25 C27 C28 -1.2(4) . . . . ?
C24 C25 C27 C28 179.0(2) . . . . ?
C25 C27 C28 C29 -0.3(4) . . . . ?
C26 N3 C29 C28 0.1(4) . . . . ?
Zn2 N3 C29 C28 -172.09(18) . . . . ?
C27 C28 C29 N3 1.0(4) . . . . ?
Zn2 O5 C31 C32 -178.52(18) . . . . ?
Zn1 O5 C31 C32 -58.9(3) . . . . ?
Zn2 O5 C31 C36 1.5(2) . . . . ?
Zn1 O5 C31 C36 121.12(18) . . . . ?
O5 C31 C32 C33 -177.2(2) . . . . ?
C36 C31 C32 C33 2.8(3) . . . . ?
C31 C32 C33 C34 -0.5(4) . . . . ?
C32 C33 C34 C35 -1.4(4) . . . . ?
C32 C33 C34 Cl8 177.52(19) . . . . ?
C33 C34 C35 C37 180.0(2) . . . . ?
Cl8 C34 C35 C37 1.1(4) . . . . ?
C33 C34 C35 C36 0.8(4) . . . . ?
Cl8 C34 C35 C36 -178.15(18) . . . . ?
C39 N4 C36 C35 -1.2(3) . . . . ?
Zn2 N4 C36 C35 -176.59(17) . . . . ?
C39 N4 C36 C31 178.6(2) . . . . ?
Zn2 N4 C36 C31 3.2(2) . . . . ?
C34 C35 C36 N4 -178.5(2) . . . . ?
C37 C35 C36 N4 2.2(3) . . . . ?
C34 C35 C36 C31 1.7(3) . . . . ?
C37 C35 C36 C31 -177.6(2) . . . . ?
O5 C31 C36 N4 -3.2(3) . . . . ?
C32 C31 C36 N4 176.79(19) . . . . ?
O5 C31 C36 C35 176.6(2) . . . . ?
C32 C31 C36 C35 -3.4(3) . . . . ?
C34 C35 C37 C38 179.3(2) . . . . ?
C36 C35 C37 C38 -1.5(4) . . . . ?
C35 C37 C38 C39 -0.1(4) . . . . ?
C36 N4 C39 C38 -0.6(4) . . . . ?
Zn2 N4 C39 C38 174.14(19) . . . . ?
C37 C38 C39 N4 1.2(4) . . . . ?
C43 O6 C40 C41 7.8(7) . . . . ?
O6 C40 C41 C42 -18.5(7) . . . . ?
C40 C41 C42 C43 21.9(8) . . . . ?
C40 O6 C43 C42 5.8(8) . . . . ?
C41 C42 C43 O6 -17.5(9) . . . . ?
C43B O6B C40B C41B -40(2) . . . . ?
O6B C40B C41B C42B 26(2) . . . . ?
C40B C41B C42B C43B -1(3) . . . . ?
C40B O6B C43B C44B -83.1(17) . . . . ?
C40B O6B C43B C42B 41(2) . . . . ?
C41B C42B C43B C44B 95.5(19) . . . . ?
C41B C42B C43B O6B -25(3) . . . . ?
C48 O7A C45 C46 36.7(4) . . . . ?
C48 O7B C45 C46 -24.9(8) . . . . ?
O7A C45 C46 C47 -13.0(5) . . . . ?
O7B C45 C46 C47 24.1(6) . . . . ?
C45 C46 C47 C48 -16.3(5) . . . . ?
C45 O7B C48 C47 15.0(9) . . . . ?
C46 C47 C48 O7B 0.9(7) . . . . ?
C46 C47 C48 O7A 37.7(4) . . . . ?
C45 O7A C48 C47 -46.2(4) . . . . ?
