#------------------------------------------------------------------------------
#$Date: 2020-10-06 13:34:34 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/95/7059526.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_7059526
loop_
_publ_author_name
'Yekke-ghasemi, Zahra'
'Ramezani, Mohammad'
'Mague, Joel T.'
'Takjoo, Reza'
_publ_section_title
;
 Synthesis, characterization and bioactivity studies of new
 dithiocarbazate complexes
;
_journal_issue                   21
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8878
_journal_page_last               8889
_journal_paper_doi               10.1039/D0NJ01187H
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C22 H20 N6 O2 S4 Zn'
_chemical_formula_sum            'C22 H20 N6 O2 S4 Zn'
_chemical_formula_weight         594.05
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-04-21 deposited with the CCDC.	2020-04-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.411(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.0306(6)
_cell_length_b                   15.5145(6)
_cell_length_c                   10.2986(4)
_cell_measurement_reflns_used    9617
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      72.3601
_cell_measurement_theta_min      4.0150
_cell_volume                     2497.10(17)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT  (Bruker, 2016)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2012)'
_computing_publication_material  'SHELXTL (Bruker, 2016)'
_computing_structure_refinement
'SHELXL 2014/7 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.0934
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            17812
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        69.000
_diffrn_reflns_theta_max         72.413
_diffrn_reflns_theta_min         4.015
_diffrn_source                   'INCOATEC I\mS micro--focus source'
_exptl_absorpt_coefficient_mu    4.775
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_correction_T_min  0.63
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'TWINABS (Sheldrick, 2009)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       column
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.106
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.028
_exptl_transmission_factor_max   0.806
_exptl_transmission_factor_min   0.506
_refine_diff_density_max         0.906
_refine_diff_density_min         -0.706
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         17812
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1100
_refine_ls_R_factor_gt           0.0757
_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/[σ²(Fo²)+(0.0803P)²+4.8474P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1783
_refine_ls_wR_factor_ref         0.2018
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12355
_reflns_number_total             17812
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj01187h2.cif
_cod_data_source_block           JTM772_5
_cod_depositor_comments
;Adding full bibliography for 7059526--7059532.cif.

 Adding full bibliography for 7059526--7059532.cif.
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7059526
_shelx_shelxl_version_number     2018/3
_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   0.632
_shelx_estimated_absorpt_t_max   0.878
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
Zn1 Zn 0.500000 0.28108(7) 0.250000 0.0347(4) Uani 1 2 d S T P . .
S1 S 0.54247(10) 0.19810(10) 0.09815(17) 0.0353(4) Uani 1 1 d . . . . .
S2 S 0.71607(10) 0.17126(10) 0.12609(17) 0.0355(4) Uani 1 1 d . . . . .
O1 O 0.5064(3) 0.4110(3) 0.4024(5) 0.0384(11) Uani 1 1 d . . . . .
N1 N 0.6226(3) 0.4934(3) 0.5432(6) 0.0324(11) Uani 1 1 d . . . . .
H1 H 0.590710 0.527381 0.575630 0.039 Uiso 1 1 d R U . . .
N2 N 0.6259(3) 0.3206(3) 0.3325(5) 0.0275(10) Uani 1 1 d . . . . .
N3 N 0.6840(3) 0.2807(3) 0.2917(5) 0.0270(10) Uani 1 1 d . . . . .
C1 C 0.5830(4) 0.4291(4) 0.4539(7) 0.0313(13) Uani 1 1 d . . . . .
C2 C 0.7116(4) 0.4929(4) 0.5764(7) 0.0304(13) Uani 1 1 d . . . . .
C3 C 0.7728(4) 0.5462(4) 0.6668(7) 0.0351(13) Uani 1 1 d . . . . .
H3 H 0.758282 0.591308 0.715628 0.042 Uiso 1 1 calc R U . . .
C4 C 0.8569(4) 0.5319(4) 0.6845(7) 0.0383(14) Uani 1 1 d . . . . .
H4 H 0.900774 0.568241 0.746348 0.046 Uiso 1 1 calc R U . . .
C5 C 0.8784(4) 0.4653(4) 0.6134(7) 0.0367(14) Uani 1 1 d . . . . .
H5 H 0.936466 0.457083 0.627247 0.044 Uiso 1 1 calc R U . . .
C6 C 0.8160(4) 0.4113(4) 0.5230(6) 0.0317(13) Uani 1 1 d . . . . .
H6 H 0.830700 0.365615 0.475417 0.038 Uiso 1 1 calc R U . . .
C7 C 0.7315(4) 0.4250(4) 0.5030(6) 0.0290(12) Uani 1 1 d . . . . .
C8 C 0.6511(4) 0.3830(4) 0.4219(6) 0.0297(12) Uani 1 1 d . . . . .
C9 C 0.6484(4) 0.2252(4) 0.1870(6) 0.0281(12) Uani 1 1 d . . . . .
C10 C 0.8205(4) 0.2113(4) 0.2380(8) 0.0384(14) Uani 1 1 d . . . . .
H10A H 0.825081 0.273254 0.218987 0.046 Uiso 1 1 calc R U . . .
H10B H 0.830061 0.204617 0.338755 0.046 Uiso 1 1 calc R U . . .
C11 C 0.8869(5) 0.1599(6) 0.2063(9) 0.059(2) Uani 1 1 d . . . . .
H11A H 0.878983 0.169496 0.107822 0.088 Uiso 1 1 calc R U . . .
H11B H 0.880154 0.098399 0.221161 0.088 Uiso 1 1 calc R U . . .
H11C H 0.944410 0.178608 0.269556 0.088 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 '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
S1 Zn1 O1 154.19(13) . . ?
S1 Zn1 O1 154.19(13) 2_655 2_655 ?
S1 Zn1 O1 88.42(12) . 2_655 ?
O1 Zn1 S1 88.42(12) . 2_655 ?
O1 Zn1 O1 74.38(16) . 2_655 ?
O1 Zn1 N2 74.09(18) . . ?
O1 Zn1 N2 74.09(18) 2_655 2_655 ?
O1 Zn1 N2 78.47(18) . 2_655 ?
N2 Zn1 O1 78.47(18) . 2_655 ?
N2 Zn1 N2 145.4(3) 2_655 . ?
N2 Zn1 S1 115.69(14) 2_655 . ?
N2 Zn1 S1 83.82(13) . . ?
N2 Zn1 S1 83.82(13) 2_655 2_655 ?
N2 Zn1 S1 115.69(14) . 2_655 ?
S1 Zn1 S1 113.58(9) . 2_655 ?
C9 S1 Zn1 92.71(19) . . ?
C9 S2 C10 103.4(3) . . ?
C1 N1 C2 111.1(5) . . ?
C1 N1 H1 118.1 . . ?
C2 N1 H1 130.7 . . ?
C8 N2 N3 118.9(5) . . ?
C8 N2 Zn1 121.0(4) . . ?
N3 N2 Zn1 120.0(4) . . ?
C9 N3 N2 113.0(5) . . ?
O1 C1 N1 128.5(5) . . ?
O1 C1 C8 125.1(5) . . ?
N1 C1 C8 106.4(5) . . ?
C3 C2 C7 122.4(6) . . ?
C3 C2 N1 128.0(5) . . ?
C7 C2 N1 109.6(5) . . ?
C2 C3 C4 117.5(6) . . ?
C2 C3 H3 121.3 . . ?
C4 C3 H3 121.3 . . ?
C3 C4 C5 121.4(6) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C6 C5 C4 120.7(6) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 118.8(6) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C6 C7 C2 119.3(6) . . ?
C6 C7 C8 134.8(5) . . ?
C2 C7 C8 105.8(5) . . ?
N2 C8 C7 136.3(5) . . ?
N2 C8 C1 116.5(5) . . ?
C7 C8 C1 107.1(5) . . ?
N3 C9 S1 129.6(4) . . ?
N3 C9 S2 117.0(4) . . ?
S1 C9 S2 113.5(3) . . ?
C11 C10 S2 108.1(6) . . ?
C11 C10 H10A 110.1 . . ?
S2 C10 H10A 110.1 . . ?
C11 C10 H10B 110.1 . . ?
S2 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
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 N2 2.061(5) . ?
Zn1 N2 2.061(5) 2_655 ?
Zn1 S1 2.3505(16) . ?
Zn1 S1 2.3505(16) 2_655 ?
S1 C9 1.719(6) . ?
S2 C9 1.731(6) . ?
S2 C10 1.803(7) . ?
O1 C1 1.229(7) . ?
N1 C1 1.343(8) . ?
N1 C2 1.416(8) . ?
N1 H1 0.9099 . ?
N2 C8 1.286(8) . ?
N2 N3 1.366(6) . ?
N3 C9 1.325(8) . ?
C1 C8 1.507(8) . ?
C2 C3 1.365(9) . ?
C2 C7 1.414(8) . ?
C3 C4 1.388(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.387(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.445(9) . ?
C10 C11 1.522(9) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 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
_geom_hbond_publ_flag
N1 H1 O1 0.91 2.00 2.883(6) 163.6 5_666 yes
C3 H3 N3 0.95 2.64 3.563(8) 165.7 6_566 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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N2 N3 C9 -172.1(5) . . . . ?
Zn1 N2 N3 C9 7.5(6) . . . . ?
C2 N1 C1 O1 -179.3(6) . . . . ?
C2 N1 C1 C8 -1.4(7) . . . . ?
C1 N1 C2 C3 -177.6(6) . . . . ?
C1 N1 C2 C7 0.8(7) . . . . ?
C7 C2 C3 C4 0.4(9) . . . . ?
N1 C2 C3 C4 178.6(6) . . . . ?
C2 C3 C4 C5 -0.4(10) . . . . ?
C3 C4 C5 C6 -0.2(10) . . . . ?
C4 C5 C6 C7 0.7(9) . . . . ?
C5 C6 C7 C2 -0.7(9) . . . . ?
C5 C6 C7 C8 -178.8(6) . . . . ?
C3 C2 C7 C6 0.1(9) . . . . ?
N1 C2 C7 C6 -178.4(5) . . . . ?
C3 C2 C7 C8 178.7(6) . . . . ?
N1 C2 C7 C8 0.2(6) . . . . ?
N3 N2 C8 C7 -3.0(10) . . . . ?
Zn1 N2 C8 C7 177.4(6) . . . . ?
N3 N2 C8 C1 175.2(5) . . . . ?
Zn1 N2 C8 C1 -4.4(7) . . . . ?
C6 C7 C8 N2 -4.4(13) . . . . ?
C2 C7 C8 N2 177.3(7) . . . . ?
C6 C7 C8 C1 177.2(6) . . . . ?
C2 C7 C8 C1 -1.0(6) . . . . ?
O1 C1 C8 N2 0.8(9) . . . . ?
N1 C1 C8 N2 -177.2(5) . . . . ?
O1 C1 C8 C7 179.5(6) . . . . ?
N1 C1 C8 C7 1.5(7) . . . . ?
N2 N3 C9 S1 0.4(8) . . . . ?
N2 N3 C9 S2 179.7(4) . . . . ?
Zn1 S1 C9 N3 -6.2(5) . . . . ?
Zn1 S1 C9 S2 174.5(3) . . . . ?
C10 S2 C9 N3 1.2(5) . . . . ?
C10 S2 C9 S1 -179.5(3) . . . . ?
C9 S2 C10 C11 173.0(5) . . . . ?
