#------------------------------------------------------------------------------
#$Date: 2021-07-07 12:30:37 +0300 (Wed, 07 Jul 2021) $
#$Revision: 267341 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/40/1564014.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_1564014
loop_
_publ_author_name
'Shamle, Nathaniel J.'
'Tella, Adedibu C.'
'Obaleye, Joshua A.'
'Balogun, Fatai O.'
'Ashafa, Anofi O.T.'
'Ajibade, Peter A.'
_publ_section_title
;
 Synthesis, characterization, antioxidant and antidiabetic studies of
 Cu(II) and Zn(II) complexes of tolfenamic acid/mefenamic acid with
 1-methylimidazole
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119942
_journal_paper_doi               10.1016/j.ica.2020.119942
_journal_volume                  513
_journal_year                    2020
_chemical_formula_moiety         'C32 H28 Cl2 N4 O4 Zn'
_chemical_formula_sum            'C32 H28 Cl2 N4 O4 Zn'
_chemical_formula_weight         668.85
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 105.741(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.8480(8)
_cell_length_b                   34.521(3)
_cell_length_c                   7.8896(6)
_cell_measurement_reflns_used    9823
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.09
_cell_measurement_theta_min      2.36
_cell_volume                     2843.7(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            52302
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.247
_diffrn_reflns_theta_min         2.038
_exptl_absorpt_coefficient_mu    1.099
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6354
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_description       plate-like
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.759
_refine_diff_density_min         -0.635
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         6965
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0302
_refine_ls_shift/su_max          0.034
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0239P)²+3.2044P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0704
_refine_ls_wR_factor_ref         0.0718
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6411
_reflns_number_total             6965
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            PA_FA_109_mono.cif
_cod_data_source_block           shelx
_cod_original_cell_volume        2843.8(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1564014
_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.
;
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.97383(2) -0.02765(2) 0.85121(2) 0.00822(5) Uani 1 1 d . . . . .
Cl1 Cl 0.57467(5) -0.19600(2) 0.47972(6) 0.02376(10) Uani 1 1 d . . . . .
Cl2 Cl 1.10682(4) 0.24474(2) 1.20016(7) 0.02440(10) Uani 1 1 d . . . . .
O1 O 0.80855(11) -0.03166(4) 0.93335(16) 0.0146(2) Uani 1 1 d . . . . .
O2 O 1.15433(11) -0.01122(4) 0.84686(16) 0.0147(2) Uani 1 1 d . . . . .
O3 O 0.90269(12) 0.02202(3) 0.72331(16) 0.0146(2) Uani 1 1 d . . . . .
O4 O 0.94266(12) 0.06470(4) 0.94423(16) 0.0167(3) Uani 1 1 d . . . . .
N1 N 0.63303(14) -0.08518(4) 0.92582(19) 0.0160(3) Uani 1 1 d . . . . .
H7 H 0.6773 -0.0734 0.8627 0.019 Uiso 1 1 calc R U . . .
N2 N 0.92800(13) -0.06563(4) 0.65243(17) 0.0104(3) Uani 1 1 d . . . . .
N3 N 0.90648(13) -0.11995(4) 0.50151(18) 0.0116(3) Uani 1 1 d . . . . .
N4 N 0.82192(14) 0.13220(4) 0.88545(19) 0.0159(3) Uani 1 1 d . . . . .
H26 H 0.8284 0.1129 0.9601 0.019 Uiso 1 1 calc R U . . .
C1 C 0.77918(15) -0.01492(5) 1.0598(2) 0.0104(3) Uani 1 1 d . . . . .
C2 C 0.65906(15) -0.02712(5) 1.1055(2) 0.0104(3) Uani 1 1 d . . . . .
C3 C 0.59417(15) -0.06223(5) 1.0462(2) 0.0114(3) Uani 1 1 d . . . . .
C4 C 0.61075(15) -0.12461(5) 0.8922(2) 0.0129(3) Uani 1 1 d . . . . .
C5 C 0.59800(15) -0.13758(5) 0.7184(2) 0.0132(3) Uani 1 1 d . . . . .
C6 C 0.59092(17) -0.10868(5) 0.5738(2) 0.0176(3) Uani 1 1 d . . . . .
H3 H 0.5298 -0.0882 0.5805 0.026 Uiso 1 1 calc R U . . .
H1 H 0.5626 -0.1217 0.4594 0.026 Uiso 1 1 calc R U . . .
H2 H 0.6757 -0.0973 0.5870 0.026 Uiso 1 1 calc R U . . .
C7 C 0.58762(16) -0.17739(5) 0.6906(2) 0.0158(3) Uani 1 1 d . . . . .
C8 C 0.58526(17) -0.20392(5) 0.8212(3) 0.0194(4) Uani 1 1 d . . . . .
H4 H 0.5775 -0.2309 0.7962 0.023 Uiso 1 1 calc R U . . .
C9 C 0.59443(17) -0.19030(5) 0.9890(3) 0.0190(4) Uani 1 1 d . . . . .
H5 H 0.5915 -0.2080 1.0800 0.023 Uiso 1 1 calc R U . . .
C10 C 0.60787(16) -0.15094(5) 1.0253(2) 0.0162(3) Uani 1 1 d . . . . .
H6 H 0.6152 -0.1419 1.1413 0.019 Uiso 1 1 calc R U . . .
C11 C 0.48731(15) -0.07220(5) 1.1047(2) 0.0143(3) Uani 1 1 d . . . . .
H8 H 0.4445 -0.0960 1.0684 0.017 Uiso 1 1 calc R U . . .
C12 C 0.44338(16) -0.04773(5) 1.2148(2) 0.0159(3) Uani 1 1 d . . . . .
H9 H 0.3708 -0.0549 1.2531 0.019 Uiso 1 1 calc R U . . .
C13 C 0.50462(16) -0.01276(5) 1.2695(2) 0.0152(3) Uani 1 1 d . . . . .
H10 H 0.4734 0.0042 1.3431 0.018 Uiso 1 1 calc R U . . .
C14 C 0.61174(15) -0.00296(5) 1.2152(2) 0.0127(3) Uani 1 1 d . . . . .
H11 H 0.6541 0.0208 1.2536 0.015 Uiso 1 1 calc R U . . .
C15 C 0.94562(16) -0.10352(5) 0.6613(2) 0.0128(3) Uani 1 1 d . . . . .
H17 H 0.9814 -0.1174 0.7673 0.015 Uiso 1 1 calc R U . . .
C16 C 0.91479(18) -0.16103(5) 0.4632(2) 0.0183(4) Uani 1 1 d . . . . .
H12 H 0.9846 -0.1652 0.4084 0.027 Uiso 1 1 calc R U . . .
H14 H 0.8338 -0.1696 0.3827 0.027 Uiso 1 1 calc R U . . .
H13 H 0.9315 -0.1759 0.5730 0.027 Uiso 1 1 calc R U . . .
C17 C 0.86145(15) -0.09068(5) 0.3824(2) 0.0127(3) Uani 1 1 d . . . . .
H16 H 0.8276 -0.0933 0.2586 0.015 Uiso 1 1 calc R U . . .
C18 C 0.87502(15) -0.05733(5) 0.4767(2) 0.0118(3) Uani 1 1 d . . . . .
H15 H 0.8517 -0.0322 0.4293 0.014 Uiso 1 1 calc R U . . .
C19 C 0.89692(15) 0.05532(5) 0.7828(2) 0.0112(3) Uani 1 1 d . . . . .
C20 C 0.83313(14) 0.08635(5) 0.6553(2) 0.0107(3) Uani 1 1 d . . . . .
C21 C 0.80600(15) 0.07795(5) 0.4758(2) 0.0133(3) Uani 1 1 d . . . . .
H18 H 0.8253 0.0529 0.4401 0.016 Uiso 1 1 calc R U . . .
C22 C 0.75181(16) 0.10510(5) 0.3488(2) 0.0171(3) Uani 1 1 d . . . . .
H19 H 0.7341 0.0988 0.2273 0.020 Uiso 1 1 calc R U . . .
C23 C 0.72350(16) 0.14170(5) 0.4005(2) 0.0166(3) Uani 1 1 d . . . . .
H28 H 0.6880 0.1607 0.3139 0.020 Uiso 1 1 calc R U . . .
C24 C 0.74650(16) 0.15081(5) 0.5773(2) 0.0151(3) Uani 1 1 d . . . . .
H27 H 0.7248 0.1758 0.6105 0.018 Uiso 1 1 calc R U . . .
C25 C 0.80164(15) 0.12351(5) 0.7080(2) 0.0121(3) Uani 1 1 d . . . . .
C26 C 0.83276(16) 0.17071(5) 0.9533(2) 0.0149(3) Uani 1 1 d . . . . .
C27 C 0.72223(18) 0.19034(6) 0.9596(3) 0.0222(4) Uani 1 1 d . . . . .
H25 H 0.6408 0.1789 0.9103 0.027 Uiso 1 1 calc R U . . .
C28 C 0.73032(19) 0.22680(6) 1.0380(3) 0.0265(4) Uani 1 1 d . . . . .
H24 H 0.6546 0.2404 1.0398 0.032 Uiso 1 1 calc R U . . .
C29 C 0.84916(19) 0.24309(6) 1.1131(3) 0.0234(4) Uani 1 1 d . . . . .
H23 H 0.8558 0.2674 1.1709 0.028 Uiso 1 1 calc R U . . .
C30 C 0.95803(17) 0.22355(5) 1.1030(2) 0.0166(3) Uani 1 1 d . . . . .
C31 C 0.95469(16) 0.18744(5) 1.0214(2) 0.0138(3) Uani 1 1 d . . . . .
C32 C 1.07609(16) 0.16845(5) 1.0058(2) 0.0178(4) Uani 1 1 d . . . . .
H21 H 1.1174 0.1850 0.9365 0.027 Uiso 1 1 calc R U . . .
H22 H 1.0557 0.1433 0.9472 0.027 Uiso 1 1 calc R U . . .
H20 H 1.1343 0.1646 1.1235 0.027 Uiso 1 1 calc R U . . .
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
N2 Zn1 O3 100.57(5) . .
N2 Zn1 O2 101.75(5) . .
O3 Zn1 O2 89.65(5) . .
N2 Zn1 O4 99.77(5) . 3_757
O3 Zn1 O4 159.57(5) . 3_757
O2 Zn1 O4 88.05(5) . 3_757
N2 Zn1 O1 98.60(5) . .
O3 Zn1 O1 88.13(5) . .
O2 Zn1 O1 159.59(5) . .
O4 Zn1 O1 87.00(5) 3_757 .
N2 Zn1 Zn1 176.52(4) . 3_757
O3 Zn1 Zn1 79.33(4) . 3_757
O2 Zn1 Zn1 81.72(3) . 3_757
O4 Zn1 Zn1 80.25(4) 3_757 3_757
O1 Zn1 Zn1 77.93(3) . 3_757
C1 O1 Zn1 129.84(11) . .
C1 O2 Zn1 125.93(11) 3_757 .
C19 O3 Zn1 129.84(11) . .
C19 O4 Zn1 126.26(11) . 3_757
C3 N1 C4 128.17(14) . .
C3 N1 H7 115.9 . .
C4 N1 H7 115.9 . .
C15 N2 C18 105.89(14) . .
C15 N2 Zn1 127.28(11) . .
C18 N2 Zn1 126.80(11) . .
C15 N3 C17 107.13(14) . .
C15 N3 C16 125.74(15) . .
C17 N3 C16 127.10(14) . .
C25 N4 C26 123.64(14) . .
C25 N4 H26 118.2 . .
C26 N4 H26 118.2 . .
O2 C1 O1 124.10(15) 3_757 .
O2 C1 C2 117.15(14) 3_757 .
O1 C1 C2 118.74(14) . .
C14 C2 C3 118.86(15) . .
C14 C2 C1 118.02(15) . .
C3 C2 C1 123.10(14) . .
N1 C3 C11 121.14(15) . .
N1 C3 C2 119.92(14) . .
C11 C3 C2 118.87(15) . .
N1 C4 C10 122.06(16) . .
N1 C4 C5 117.37(15) . .
C10 C4 C5 120.47(16) . .
C7 C5 C4 116.65(16) . .
C7 C5 C6 123.42(16) . .
C4 C5 C6 119.88(15) . .
C5 C6 H3 109.5 . .
C5 C6 H1 109.5 . .
H3 C6 H1 109.5 . .
C5 C6 H2 109.5 . .
H3 C6 H2 109.5 . .
H1 C6 H2 109.5 . .
C8 C7 C5 123.58(17) . .
C8 C7 Cl1 116.83(14) . .
C5 C7 Cl1 119.59(14) . .
C9 C8 C7 118.47(17) . .
C9 C8 H4 120.8 . .
C7 C8 H4 120.8 . .
C8 C9 C10 120.46(17) . .
C8 C9 H5 119.8 . .
C10 C9 H5 119.8 . .
C9 C10 C4 120.33(17) . .
C9 C10 H6 119.8 . .
C4 C10 H6 119.8 . .
C12 C11 C3 120.82(16) . .
C12 C11 H8 119.6 . .
C3 C11 H8 119.6 . .
C11 C12 C13 120.52(15) . .
C11 C12 H9 119.7 . .
C13 C12 H9 119.7 . .
C14 C13 C12 119.13(16) . .
C14 C13 H10 120.4 . .
C12 C13 H10 120.4 . .
C13 C14 C2 121.76(16) . .
C13 C14 H11 119.1 . .
C2 C14 H11 119.1 . .
N2 C15 N3 111.37(14) . .
N2 C15 H17 124.3 . .
N3 C15 H17 124.3 . .
N3 C16 H12 109.5 . .
N3 C16 H14 109.5 . .
H12 C16 H14 109.5 . .
N3 C16 H13 109.5 . .
H12 C16 H13 109.5 . .
H14 C16 H13 109.5 . .
C18 C17 N3 106.41(14) . .
C18 C17 H16 126.8 . .
N3 C17 H16 126.8 . .
C17 C18 N2 109.19(15) . .
C17 C18 H15 125.4 . .
N2 C18 H15 125.4 . .
O3 C19 O4 124.23(15) . .
O3 C19 C20 117.73(15) . .
O4 C19 C20 118.04(15) . .
C21 C20 C25 118.92(15) . .
C21 C20 C19 117.55(15) . .
C25 C20 C19 123.52(15) . .
C22 C21 C20 121.74(16) . .
C22 C21 H18 119.1 . .
C20 C21 H18 119.1 . .
C21 C22 C23 119.25(16) . .
C21 C22 H19 120.4 . .
C23 C22 H19 120.4 . .
C24 C23 C22 120.64(16) . .
C24 C23 H28 119.7 . .
C22 C23 H28 119.7 . .
C23 C24 C25 120.74(16) . .
C23 C24 H27 119.6 . .
C25 C24 H27 119.6 . .
N4 C25 C24 120.93(15) . .
N4 C25 C20 120.37(15) . .
C24 C25 C20 118.68(15) . .
C27 C26 C31 121.07(17) . .
C27 C26 N4 118.94(16) . .
C31 C26 N4 119.90(15) . .
C26 C27 C28 120.32(18) . .
C26 C27 H25 119.8 . .
C28 C27 H25 119.8 . .
C29 C28 C27 119.73(18) . .
C29 C28 H24 120.1 . .
C27 C28 H24 120.1 . .
C30 C29 C28 119.26(18) . .
C30 C29 H23 120.4 . .
C28 C29 H23 120.4 . .
C29 C30 C31 123.10(17) . .
C29 C30 Cl2 118.20(14) . .
C31 C30 Cl2 118.70(14) . .
C30 C31 C26 116.43(16) . .
C30 C31 C32 120.77(16) . .
C26 C31 C32 122.79(16) . .
C31 C32 H21 109.5 . .
C31 C32 H22 109.5 . .
H21 C32 H22 109.5 . .
C31 C32 H20 109.5 . .
H21 C32 H20 109.5 . .
H22 C32 H20 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 N2 2.0006(14) .
Zn1 O3 2.0326(12) .
Zn1 O2 2.0478(11) .
Zn1 O4 2.0659(12) 3_757
Zn1 O1 2.0698(12) .
Zn1 Zn1 2.9592(4) 3_757
Cl1 C7 1.7532(18) .
Cl2 C30 1.7484(18) .
O1 C1 1.266(2) .
O2 C1 1.260(2) 3_757
O3 C19 1.250(2) .
O4 C19 1.277(2) .
O4 Zn1 2.0658(12) 3_757
N1 C3 1.388(2) .
N1 C4 1.395(2) .
N1 H7 0.8800 .
N2 C15 1.321(2) .
N2 C18 1.379(2) .
N3 C15 1.342(2) .
N3 C17 1.376(2) .
N3 C16 1.458(2) .
N4 C25 1.390(2) .
N4 C26 1.426(2) .
N4 H26 0.8800 .
C1 O2 1.260(2) 3_757
C1 C2 1.503(2) .
C2 C14 1.396(2) .
C2 C3 1.416(2) .
C3 C11 1.402(2) .
C4 C10 1.396(2) .
C4 C5 1.413(2) .
C5 C7 1.392(2) .
C5 C6 1.502(2) .
C6 H3 0.9800 .
C6 H1 0.9800 .
C6 H2 0.9800 .
C7 C8 1.384(3) .
C8 C9 1.382(3) .
C8 H4 0.9500 .
C9 C10 1.388(3) .
C9 H5 0.9500 .
C10 H6 0.9500 .
C11 C12 1.385(3) .
C11 H8 0.9500 .
C12 C13 1.389(3) .
C12 H9 0.9500 .
C13 C14 1.385(2) .
C13 H10 0.9500 .
C14 H11 0.9500 .
C15 H17 0.9500 .
C16 H12 0.9800 .
C16 H14 0.9800 .
C16 H13 0.9800 .
C17 C18 1.357(2) .
C17 H16 0.9500 .
C18 H15 0.9500 .
C19 C20 1.503(2) .
C20 C21 1.397(2) .
C20 C25 1.418(2) .
C21 C22 1.382(2) .
C21 H18 0.9500 .
C22 C23 1.387(3) .
C22 H19 0.9500 .
C23 C24 1.385(2) .
C23 H28 0.9500 .
C24 C25 1.405(2) .
C24 H27 0.9500 .
C26 C27 1.390(2) .
C26 C31 1.409(2) .
C27 C28 1.395(3) .
C27 H25 0.9500 .
C28 C29 1.384(3) .
C28 H24 0.9500 .
C29 C30 1.381(3) .
C29 H23 0.9500 .
C30 C31 1.399(2) .
C31 C32 1.506(2) .
C32 H21 0.9800 .
C32 H22 0.9800 .
C32 H20 0.9800 .
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
N1 H7 O1 0.88 2.00 2.6421(18) 129.3 .
N4 H26 O4 0.88 2.10 2.6516(19) 120.2 .
C8 H4 Cl1 0.95 2.91 3.6866(19) 139.2 4_556
C18 H15 O2 0.95 2.63 3.432(2) 142.2 3_756
N1 H7 O1 0.88 2.00 2.6421(18) 129.3 .
N4 H26 O4 0.88 2.10 2.6516(19) 120.2 .
C8 H4 Cl1 0.95 2.91 3.6866(19) 139.2 4_556
C18 H15 O2 0.95 2.63 3.432(2) 142.2 3_756
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
Zn1 O1 C1 O2 6.9(2) . . . 3_757
Zn1 O1 C1 C2 -171.91(10) . . . .
O2 C1 C2 C14 15.8(2) 3_757 . . .
O1 C1 C2 C14 -165.28(15) . . . .
O2 C1 C2 C3 -162.55(15) 3_757 . . .
O1 C1 C2 C3 16.4(2) . . . .
C4 N1 C3 C11 -24.4(3) . . . .
C4 N1 C3 C2 158.65(16) . . . .
C14 C2 C3 N1 174.74(15) . . . .
C1 C2 C3 N1 -6.9(2) . . . .
C14 C2 C3 C11 -2.2(2) . . . .
C1 C2 C3 C11 176.11(15) . . . .
C3 N1 C4 C10 -35.3(3) . . . .
C3 N1 C4 C5 148.18(17) . . . .
N1 C4 C5 C7 174.27(15) . . . .
C10 C4 C5 C7 -2.3(2) . . . .
N1 C4 C5 C6 -8.2(2) . . . .
C10 C4 C5 C6 175.22(15) . . . .
C4 C5 C7 C8 2.1(2) . . . .
C6 C5 C7 C8 -175.39(16) . . . .
C4 C5 C7 Cl1 -178.74(12) . . . .
C6 C5 C7 Cl1 3.8(2) . . . .
C5 C7 C8 C9 -0.4(3) . . . .
Cl1 C7 C8 C9 -179.60(13) . . . .
C7 C8 C9 C10 -1.1(3) . . . .
C8 C9 C10 C4 0.8(3) . . . .
N1 C4 C10 C9 -175.44(16) . . . .
C5 C4 C10 C9 1.0(2) . . . .
N1 C3 C11 C12 -175.18(16) . . . .
C2 C3 C11 C12 1.8(2) . . . .
C3 C11 C12 C13 0.0(3) . . . .
C11 C12 C13 C14 -1.2(3) . . . .
C12 C13 C14 C2 0.7(2) . . . .
C3 C2 C14 C13 1.1(2) . . . .
C1 C2 C14 C13 -177.38(15) . . . .
C18 N2 C15 N3 -0.26(18) . . . .
Zn1 N2 C15 N3 -178.42(10) . . . .
C17 N3 C15 N2 0.31(19) . . . .
C16 N3 C15 N2 178.50(15) . . . .
C15 N3 C17 C18 -0.24(18) . . . .
C16 N3 C17 C18 -178.40(15) . . . .
N3 C17 C18 N2 0.09(18) . . . .
C15 N2 C18 C17 0.10(18) . . . .
Zn1 N2 C18 C17 178.27(11) . . . .
Zn1 O3 C19 O4 3.2(2) . . . .
Zn1 O3 C19 C20 -177.45(10) . . . .
Zn1 O4 C19 O3 -4.1(2) 3_757 . . .
Zn1 O4 C19 C20 176.53(10) 3_757 . . .
O3 C19 C20 C21 -11.6(2) . . . .
O4 C19 C20 C21 167.77(14) . . . .
O3 C19 C20 C25 169.51(15) . . . .
O4 C19 C20 C25 -11.1(2) . . . .
C25 C20 C21 C22 1.3(2) . . . .
C19 C20 C21 C22 -177.60(15) . . . .
C20 C21 C22 C23 0.0(3) . . . .
C21 C22 C23 C24 -1.4(3) . . . .
C22 C23 C24 C25 1.4(3) . . . .
C26 N4 C25 C24 -22.7(2) . . . .
C26 N4 C25 C20 159.12(15) . . . .
C23 C24 C25 N4 -178.36(16) . . . .
C23 C24 C25 C20 -0.1(2) . . . .
C21 C20 C25 N4 177.02(15) . . . .
C19 C20 C25 N4 -4.1(2) . . . .
C21 C20 C25 C24 -1.2(2) . . . .
C19 C20 C25 C24 177.60(14) . . . .
C25 N4 C26 C27 87.7(2) . . . .
C25 N4 C26 C31 -95.7(2) . . . .
C31 C26 C27 C28 -1.6(3) . . . .
N4 C26 C27 C28 174.90(18) . . . .
C26 C27 C28 C29 -1.4(3) . . . .
C27 C28 C29 C30 2.5(3) . . . .
C28 C29 C30 C31 -0.7(3) . . . .
C28 C29 C30 Cl2 -179.65(16) . . . .
C29 C30 C31 C26 -2.2(3) . . . .
Cl2 C30 C31 C26 176.77(13) . . . .
C29 C30 C31 C32 176.69(17) . . . .
Cl2 C30 C31 C32 -4.4(2) . . . .
C27 C26 C31 C30 3.3(3) . . . .
N4 C26 C31 C30 -173.18(15) . . . .
C27 C26 C31 C32 -175.54(17) . . . .
N4 C26 C31 C32 8.0(3) . . . .
