# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2026

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2264515'
loop_
_audit_author_name
_audit_author_address
'Manoj Kumar Bharty'
;Banaras Hindu University
India
;
_audit_update_record             
;
2023-05-20 deposited with the CCDC.	2026-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H17 Cl3 Cu N6 O2 S2'
_chemical_formula_sum            'C23 H17 Cl3 Cu N6 O2 S2'
_chemical_formula_weight         643.43

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.5574(3)
_cell_length_b                   11.1304(3)
_cell_length_c                   22.6838(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.752(2)
_cell_angle_gamma                90
_cell_volume                     2662.46(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9929
_cell_measurement_theta_min      2.5590
_cell_measurement_theta_max      26.3950

_exptl_crystal_description       Block
_exptl_crystal_colour            Brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_F_000             1300
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    1.312
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.80957
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21137
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.091
_diffrn_reflns_theta_max         27.135
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.933
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.933
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.933
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5507
_reflns_number_gt                3929
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0630P)²+0.8876P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5507
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0510
_refine_ls_wR_factor_ref         0.1393
_refine_ls_wR_factor_gt          0.1255
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Cu01 Cu 0.63250(4) 0.39158(4) 0.38135(2) 0.03868(16) Uani 1 1 d . . . . .
S2 S 0.49224(8) -0.08512(8) 0.39648(4) 0.0420(2) Uani 1 1 d . . . . .
S1 S 0.27206(9) 0.72482(9) 0.29730(5) 0.0537(3) Uani 1 1 d . . . . .
Cl2 Cl 0.86906(13) -0.10219(11) 0.31822(6) 0.0759(4) Uani 1 1 d . . . . .
Cl3 Cl 0.84304(14) -0.19861(12) 0.43568(7) 0.0966(5) Uani 1 1 d . . . . .
Cl4 Cl 0.97101(12) 0.02756(15) 0.41953(6) 0.0971(5) Uani 1 1 d . . . . .
O1 O 0.4983(2) 0.4449(2) 0.30917(11) 0.0423(6) Uani 1 1 d . . . . .
O2 O 0.5103(2) 0.2658(2) 0.41898(11) 0.0449(6) Uani 1 1 d . . . . .
N2 N 0.5603(2) 0.5429(2) 0.40883(13) 0.0357(7) Uani 1 1 d . . . . .
N6 N 0.7882(2) 0.4489(3) 0.33046(13) 0.0379(7) Uani 1 1 d . . . . .
N4 N 0.6410(3) 0.1337(3) 0.37153(13) 0.0396(7) Uani 1 1 d . . . . .
N1 N 0.4713(3) 0.6038(2) 0.37376(13) 0.0384(7) Uani 1 1 d . . . . .
N5 N 0.6990(3) 0.2385(3) 0.35543(13) 0.0378(7) Uani 1 1 d . . . . .
N3 N 0.7428(3) 0.4275(3) 0.47049(14) 0.0448(7) Uani 1 1 d . . . . .
C3 C 0.3422(3) 0.5706(3) 0.21846(14) 0.0287(7) Uani 1 1 d . . . . .
H3 H 0.380974 0.507136 0.199706 0.034 Uiso 1 1 calc R U . . .
C1 C 0.4495(3) 0.5430(3) 0.32348(15) 0.0338(8) Uani 1 1 d . . . . .
C18 C 0.8487(3) 0.3532(3) 0.30841(15) 0.0359(8) Uani 1 1 d . . . . .
C12 C 0.5422(3) 0.1603(3) 0.40359(15) 0.0337(8) Uani 1 1 d . . . . .
C13 C 0.4665(3) 0.0585(3) 0.42130(15) 0.0319(7) Uani 1 1 d . . . . .
C14 C 0.3649(3) 0.0614(3) 0.45770(15) 0.0369(8) Uani 1 1 d . . . . .
H14 H 0.336018 0.130610 0.475676 0.044 Uiso 1 1 calc R U . . .
C2 C 0.3600(3) 0.6027(3) 0.28054(16) 0.0353(8) Uani 1 1 d . . . . .
C7 C 0.6935(3) 0.5262(3) 0.49503(15) 0.0356(8) Uani 1 1 d . . . . .
C6 C 0.5936(3) 0.5873(3) 0.45954(16) 0.0407(8) Uani 1 1 d . . . . .
H6 H 0.555210 0.656327 0.473311 0.049 Uiso 1 1 calc R U . . .
C15 C 0.3110(3) -0.0528(3) 0.46415(17) 0.0430(9) Uani 1 1 d . . . . .
H15 H 0.241315 -0.067209 0.486730 0.052 Uiso 1 1 calc R U . . .
C16 C 0.3702(3) -0.1396(3) 0.43434(17) 0.0432(9) Uani 1 1 d . . . . .
H16 H 0.346681 -0.220158 0.434555 0.052 Uiso 1 1 calc R U . . .
C17 C 0.7969(3) 0.2379(3) 0.32354(17) 0.0435(9) Uani 1 1 d . . . . .
H17 H 0.832400 0.166509 0.310891 0.052 Uiso 1 1 calc R U . . .
C19 C 0.9527(3) 0.3673(3) 0.27419(18) 0.0475(10) Uani 1 1 d . . . . .
H19 H 0.994302 0.300312 0.260077 0.057 Uiso 1 1 calc R U . . .
C8 C 0.7344(3) 0.5683(4) 0.54976(17) 0.0483(9) Uani 1 1 d . . . . .
H8 H 0.697976 0.636309 0.565681 0.058 Uiso 1 1 calc R U . . .
C22 C 0.8280(4) 0.5576(3) 0.31673(18) 0.0497(10) Uani 1 1 d . . . . .
H22 H 0.785266 0.623603 0.331125 0.060 Uiso 1 1 calc R U . . .
C20 C 0.9941(3) 0.4808(4) 0.26119(18) 0.0524(10) Uani 1 1 d . . . . .
H20 H 1.064371 0.491660 0.238599 0.063 Uiso 1 1 calc R U . . .
C21 C 0.9299(4) 0.5779(4) 0.2821(2) 0.0564(11) Uani 1 1 d . . . . .
H21 H 0.954482 0.655749 0.273116 0.068 Uiso 1 1 calc R U . . .
C4 C 0.2545(4) 0.6539(4) 0.1916(2) 0.0591(11) Uani 1 1 d . . . . .
H4 H 0.229579 0.650872 0.151739 0.071 Uiso 1 1 calc R U . . .
C5 C 0.2106(3) 0.7372(4) 0.2284(2) 0.0574(12) Uani 1 1 d . . . . .
H5 H 0.152011 0.795887 0.216586 0.069 Uiso 1 1 calc R U . . .
C23 C 0.8493(4) -0.0679(4) 0.3921(2) 0.0554(11) Uani 1 1 d . . . . .
H23 H 0.768518 -0.025307 0.394775 0.067 Uiso 1 1 calc R U . . .
C11 C 0.8367(4) 0.3721(4) 0.5017(2) 0.0607(12) Uani 1 1 d . . . . .
H11 H 0.872763 0.304342 0.485277 0.073 Uiso 1 1 calc R U . . .
C9 C 0.8308(4) 0.5075(4) 0.5806(2) 0.0642(12) Uani 1 1 d . . . . .
H9 H 0.859633 0.533724 0.617805 0.077 Uiso 1 1 calc R U . . .
C10 C 0.8828(4) 0.4088(4) 0.5559(2) 0.0732(14) Uani 1 1 d . . . . .
H10 H 0.948445 0.367206 0.575592 0.088 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Cu01 N5 1.945(3) . ?
Cu01 N2 1.962(3) . ?
Cu01 O2 2.111(2) . ?
Cu01 N6 2.150(3) . ?
Cu01 O1 2.195(2) . ?
Cu01 N3 2.319(3) . ?
S2 C16 1.695(4) . ?
S2 C13 1.721(3) . ?
S1 C5 1.670(4) . ?
S1 C2 1.699(3) . ?
Cl2 C23 1.742(5) . ?
Cl3 C23 1.761(4) . ?
Cl4 C23 1.758(4) . ?
O1 C1 1.257(4) . ?
O2 C12 1.275(4) . ?
N2 C6 1.285(4) . ?
N2 N1 1.380(4) . ?
N6 C22 1.323(4) . ?
N6 C18 1.351(4) . ?
N4 C12 1.333(4) . ?
N4 N5 1.375(4) . ?
N1 C1 1.337(4) . ?
N5 C17 1.289(4) . ?
N3 C11 1.341(5) . ?
N3 C7 1.347(4) . ?
C3 C4 1.426(5) . ?
C3 C2 1.456(5) . ?
C3 H3 0.9300 . ?
C1 C2 1.482(4) . ?
C18 C19 1.383(5) . ?
C18 C17 1.443(5) . ?
C12 C13 1.454(5) . ?
C13 C14 1.385(5) . ?
C14 C15 1.403(5) . ?
C14 H14 0.9300 . ?
C7 C8 1.377(5) . ?
C7 C6 1.463(4) . ?
C6 H6 0.9300 . ?
C15 C16 1.350(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C19 C20 1.373(5) . ?
C19 H19 0.9300 . ?
C8 C9 1.384(5) . ?
C8 H8 0.9300 . ?
C22 C21 1.381(5) . ?
C22 H22 0.9300 . ?
C20 C21 1.372(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C4 C5 1.344(6) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C23 H23 0.9800 . ?
C11 C10 1.363(6) . ?
C11 H11 0.9300 . ?
C9 C10 1.361(6) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?

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
N5 Cu01 N2 177.91(12) . . ?
N5 Cu01 O2 77.17(11) . . ?
N2 Cu01 O2 100.74(10) . . ?
N5 Cu01 N6 78.53(11) . . ?
N2 Cu01 N6 103.56(11) . . ?
O2 Cu01 N6 155.69(10) . . ?
N5 Cu01 O1 103.94(10) . . ?
N2 Cu01 O1 76.02(10) . . ?
O2 Cu01 O1 95.49(9) . . ?
N6 Cu01 O1 90.13(10) . . ?
N5 Cu01 N3 103.96(11) . . ?
N2 Cu01 N3 76.20(11) . . ?
O2 Cu01 N3 93.02(10) . . ?
N6 Cu01 N3 92.99(11) . . ?
O1 Cu01 N3 151.99(10) . . ?
C16 S2 C13 91.78(17) . . ?
C5 S1 C2 92.8(2) . . ?
C1 O1 Cu01 107.5(2) . . ?
C12 O2 Cu01 109.0(2) . . ?
C6 N2 N1 118.4(3) . . ?
C6 N2 Cu01 121.4(2) . . ?
N1 N2 Cu01 120.2(2) . . ?
C22 N6 C18 118.2(3) . . ?
C22 N6 Cu01 131.1(2) . . ?
C18 N6 Cu01 110.6(2) . . ?
C12 N4 N5 109.1(3) . . ?
C1 N1 N2 109.1(3) . . ?
C17 N5 N4 121.6(3) . . ?
C17 N5 Cu01 119.0(2) . . ?
N4 N5 Cu01 119.4(2) . . ?
C11 N3 C7 116.6(3) . . ?
C11 N3 Cu01 135.1(3) . . ?
C7 N3 Cu01 108.3(2) . . ?
C4 C3 C2 107.7(3) . . ?
C4 C3 H3 126.1 . . ?
C2 C3 H3 126.1 . . ?
O1 C1 N1 127.2(3) . . ?
O1 C1 C2 118.5(3) . . ?
N1 C1 C2 114.3(3) . . ?
N6 C18 C19 121.4(3) . . ?
N6 C18 C17 114.9(3) . . ?
C19 C18 C17 123.7(3) . . ?
O2 C12 N4 125.3(3) . . ?
O2 C12 C13 119.1(3) . . ?
N4 C12 C13 115.6(3) . . ?
C14 C13 C12 126.7(3) . . ?
C14 C13 S2 110.8(3) . . ?
C12 C13 S2 122.4(2) . . ?
C13 C14 C15 111.8(3) . . ?
C13 C14 H14 124.1 . . ?
C15 C14 H14 124.1 . . ?
C3 C2 C1 125.0(3) . . ?
C3 C2 S1 111.5(2) . . ?
C1 C2 S1 123.4(3) . . ?
N3 C7 C8 122.6(3) . . ?
N3 C7 C6 115.7(3) . . ?
C8 C7 C6 121.7(3) . . ?
N2 C6 C7 118.2(3) . . ?
N2 C6 H6 120.9 . . ?
C7 C6 H6 120.9 . . ?
C16 C15 C14 113.3(3) . . ?
C16 C15 H15 123.3 . . ?
C14 C15 H15 123.3 . . ?
C15 C16 S2 112.3(3) . . ?
C15 C16 H16 123.9 . . ?
S2 C16 H16 123.9 . . ?
N5 C17 C18 116.9(3) . . ?
N5 C17 H17 121.6 . . ?
C18 C17 H17 121.6 . . ?
C20 C19 C18 119.6(3) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C7 C8 C9 118.7(4) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
N6 C22 C21 123.3(4) . . ?
N6 C22 H22 118.3 . . ?
C21 C22 H22 118.3 . . ?
C21 C20 C19 118.9(3) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C20 C21 C22 118.6(4) . . ?
C20 C21 H21 120.7 . . ?
C22 C21 H21 120.7 . . ?
C5 C4 C3 114.8(4) . . ?
C5 C4 H4 122.6 . . ?
C3 C4 H4 122.6 . . ?
C4 C5 S1 113.2(3) . . ?
C4 C5 H5 123.4 . . ?
S1 C5 H5 123.4 . . ?
Cl2 C23 Cl4 110.7(2) . . ?
Cl2 C23 Cl3 111.6(2) . . ?
Cl4 C23 Cl3 110.3(2) . . ?
Cl2 C23 H23 108.0 . . ?
Cl4 C23 H23 108.0 . . ?
Cl3 C23 H23 108.0 . . ?
N3 C11 C10 124.1(4) . . ?
N3 C11 H11 117.9 . . ?
C10 C11 H11 117.9 . . ?
C10 C9 C8 119.2(4) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 118.7(4) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?

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
C6 N2 N1 C1 -179.7(3) . . . . ?
Cu01 N2 N1 C1 -0.1(3) . . . . ?
C12 N4 N5 C17 -179.3(3) . . . . ?
C12 N4 N5 Cu01 0.8(4) . . . . ?
Cu01 O1 C1 N1 -1.7(4) . . . . ?
Cu01 O1 C1 C2 176.6(2) . . . . ?
N2 N1 C1 O1 1.3(5) . . . . ?
N2 N1 C1 C2 -177.0(3) . . . . ?
C22 N6 C18 C19 2.4(5) . . . . ?
Cu01 N6 C18 C19 -179.8(3) . . . . ?
C22 N6 C18 C17 -177.8(3) . . . . ?
Cu01 N6 C18 C17 0.0(4) . . . . ?
Cu01 O2 C12 N4 3.3(4) . . . . ?
Cu01 O2 C12 C13 -176.3(2) . . . . ?
N5 N4 C12 O2 -2.9(5) . . . . ?
N5 N4 C12 C13 176.7(3) . . . . ?
O2 C12 C13 C14 -4.9(5) . . . . ?
N4 C12 C13 C14 175.4(3) . . . . ?
O2 C12 C13 S2 173.2(2) . . . . ?
N4 C12 C13 S2 -6.4(4) . . . . ?
C16 S2 C13 C14 -0.3(3) . . . . ?
C16 S2 C13 C12 -178.7(3) . . . . ?
C12 C13 C14 C15 178.2(3) . . . . ?
S2 C13 C14 C15 -0.2(4) . . . . ?
C4 C3 C2 C1 -176.2(3) . . . . ?
C4 C3 C2 S1 -0.2(3) . . . . ?
O1 C1 C2 C3 -13.1(5) . . . . ?
N1 C1 C2 C3 165.4(3) . . . . ?
O1 C1 C2 S1 171.3(2) . . . . ?
N1 C1 C2 S1 -10.2(4) . . . . ?
C5 S1 C2 C3 0.6(3) . . . . ?
C5 S1 C2 C1 176.8(3) . . . . ?
C11 N3 C7 C8 -1.2(5) . . . . ?
Cu01 N3 C7 C8 176.9(3) . . . . ?
C11 N3 C7 C6 178.3(3) . . . . ?
Cu01 N3 C7 C6 -3.6(3) . . . . ?
N1 N2 C6 C7 -176.4(3) . . . . ?
Cu01 N2 C6 C7 4.0(4) . . . . ?
N3 C7 C6 N2 0.4(5) . . . . ?
C8 C7 C6 N2 179.9(3) . . . . ?
C13 C14 C15 C16 0.7(4) . . . . ?
C14 C15 C16 S2 -0.9(4) . . . . ?
C13 S2 C16 C15 0.7(3) . . . . ?
N4 N5 C17 C18 178.9(3) . . . . ?
Cu01 N5 C17 C18 -1.2(4) . . . . ?
N6 C18 C17 N5 0.7(5) . . . . ?
C19 C18 C17 N5 -179.5(3) . . . . ?
N6 C18 C19 C20 -1.4(6) . . . . ?
C17 C18 C19 C20 178.9(3) . . . . ?
N3 C7 C8 C9 0.6(6) . . . . ?
C6 C7 C8 C9 -178.9(4) . . . . ?
C18 N6 C22 C21 -1.4(6) . . . . ?
Cu01 N6 C22 C21 -178.7(3) . . . . ?
C18 C19 C20 C21 -0.7(6) . . . . ?
C19 C20 C21 C22 1.7(6) . . . . ?
N6 C22 C21 C20 -0.6(6) . . . . ?
C2 C3 C4 C5 -0.6(5) . . . . ?
C3 C4 C5 S1 1.1(5) . . . . ?
C2 S1 C5 C4 -1.0(3) . . . . ?
C7 N3 C11 C10 0.8(6) . . . . ?
Cu01 N3 C11 C10 -176.7(3) . . . . ?
C7 C8 C9 C10 0.5(7) . . . . ?
C8 C9 C10 C11 -0.9(7) . . . . ?
N3 C11 C10 C9 0.3(7) . . . . ?

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
C3 H3 Cl2 0.93 2.95 3.732(3) 142.4 2_655 yes
C14 H14 Cl3 0.93 2.92 3.676(4) 138.8 3_656 yes
C19 H19 S1 0.93 2.97 3.747(4) 142.7 2_645 yes
C8 H8 O2 0.93 2.49 3.281(4) 142.6 3_666 yes
C5 H5 O1 0.93 2.35 3.279(5) 177.7 2 yes
C23 H23 S2 0.98 2.99 3.780(4) 138.1 . yes
C23 H23 N4 0.98 2.27 3.161(5) 150.6 . yes
C10 H10 Cl3 0.93 2.91 3.720(4) 145.8 3_756 yes

_refine_diff_density_max         0.723
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.076

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2377652'
loop_
_audit_author_name
_audit_author_address
Manoj
;Banaras Hindu University
India
;
_audit_update_record             
;
2024-08-15 deposited with the CCDC.	2026-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 N6 O2 S2 Zn'
_chemical_formula_sum            'C22 H16 N6 O2 S2 Zn'
_chemical_formula_weight         525.90

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'
Zn Zn -1.5491 0.6778 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   11.2076(2)
_cell_length_b                   8.6768(2)
_cell_length_c                   22.6836(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.999(2)
_cell_angle_gamma                90
_cell_volume                     2204.55(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10158
_cell_measurement_theta_min      3.8930
_cell_measurement_theta_max      71.9330

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    3.604
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95987
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18283
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.900
_diffrn_reflns_theta_max         72.151
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.930
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.930
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.930
_reflns_number_total             4266
_reflns_number_gt                3174
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1368P)²+2.9688P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4266
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0696
_refine_ls_wR_factor_ref         0.2262
_refine_ls_wR_factor_gt          0.2074
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Zn01 Zn 0.29715(5) 0.31087(8) 0.43001(3) 0.0423(3) Uani 1 1 d . . . . .
S1B S 0.06295(18) 0.7368(2) 0.28498(9) 0.0800(6) Uani 1 1 d . . . . .
S1A S 0.7095(2) 0.0216(4) 0.35905(10) 0.1250(12) Uani 1 1 d . . . . .
C3B C 0.2739(4) 0.8331(4) 0.33388(16) 0.0256(8) Uani 1 1 d . . . . .
H3B H 0.346535 0.838851 0.354885 0.031 Uiso 1 1 calc R U . . .
O1B O 0.2897(3) 0.5369(4) 0.39382(16) 0.0495(9) Uani 1 1 d . . . . .
O1A O 0.3976(3) 0.2110(5) 0.36074(16) 0.0535(9) Uani 1 1 d . . . . .
N2A N 0.4655(4) 0.2680(5) 0.46699(18) 0.0433(9) Uani 1 1 d . . . . .
N2B N 0.1308(4) 0.3279(5) 0.38706(18) 0.0413(9) Uani 1 1 d . . . . .
N3B N 0.2055(4) 0.0940(5) 0.45001(17) 0.0423(9) Uani 1 1 d . . . . .
N3A N 0.2876(4) 0.3929(5) 0.52304(18) 0.0439(9) Uani 1 1 d . . . . .
C3A C 0.5389(4) 0.0333(7) 0.27773(17) 0.0418(12) Uani 1 1 d . . . . .
H3A H 0.467440 0.052820 0.257006 0.050 Uiso 1 1 calc R U . . .
N1B N 0.1051(4) 0.4573(5) 0.35484(19) 0.0455(10) Uani 1 1 d . . . . .
N1A N 0.5473(4) 0.1956(5) 0.43400(19) 0.0485(10) Uani 1 1 d . . . . .
C7B C 0.0997(4) 0.0786(6) 0.4213(2) 0.0415(10) Uani 1 1 d . . . . .
C5B C 0.1957(4) 0.5565(6) 0.3623(2) 0.0447(11) Uani 1 1 d . . . . .
C5A C 0.4989(4) 0.1712(6) 0.3800(2) 0.0441(11) Uani 1 1 d . . . . .
C7A C 0.3942(4) 0.3754(6) 0.5532(2) 0.0462(11) Uani 1 1 d . . . . .
C6B C 0.0613(4) 0.2120(6) 0.3867(2) 0.0463(12) Uani 1 1 d . . . . .
H6B H -0.010964 0.212533 0.365224 0.056 Uiso 1 1 calc R U . . .
C4B C 0.1835(5) 0.7025(6) 0.3304(2) 0.0436(11) Uani 1 1 d . . . . .
C6A C 0.4899(5) 0.3070(7) 0.5204(2) 0.0495(12) Uani 1 1 d . . . . .
H6A H 0.565600 0.292132 0.537501 0.059 Uiso 1 1 calc R U . . .
C11B C 0.2466(5) -0.0235(6) 0.4829(2) 0.0493(12) Uani 1 1 d . . . . .
H11B H 0.320068 -0.013120 0.502844 0.059 Uiso 1 1 calc R U . . .
C4A C 0.5757(5) 0.0840(7) 0.3398(2) 0.0499(12) Uani 1 1 d . . . . .
C10B C 0.1847(6) -0.1588(7) 0.4885(3) 0.0564(14) Uani 1 1 d . . . . .
H10B H 0.215644 -0.238760 0.511685 0.068 Uiso 1 1 calc R U . . .
C8B C 0.0317(5) -0.0551(7) 0.4254(3) 0.0528(13) Uani 1 1 d . . . . .
H8B H -0.042135 -0.063536 0.405681 0.063 Uiso 1 1 calc R U . . .
C11A C 0.1966(5) 0.4506(7) 0.5519(3) 0.0538(13) Uani 1 1 d . . . . .
H11A H 0.123549 0.462379 0.531694 0.065 Uiso 1 1 calc R U . . .
C9B C 0.0763(6) -0.1736(6) 0.4593(3) 0.0577(14) Uani 1 1 d . . . . .
H9B H 0.032953 -0.264401 0.462486 0.069 Uiso 1 1 calc R U . . .
C2B C 0.2139(6) 0.9506(7) 0.2941(2) 0.0592(15) Uani 1 1 d . . . . .
H2B H 0.246910 1.047482 0.288222 0.071 Uiso 1 1 calc R U . . .
C8A C 0.4082(5) 0.4199(8) 0.6110(2) 0.0608(15) Uani 1 1 d . . . . .
H8A H 0.482139 0.409458 0.630476 0.073 Uiso 1 1 calc R U . . .
C10A C 0.2053(6) 0.4936(8) 0.6101(3) 0.0681(17) Uani 1 1 d . . . . .
H10A H 0.138964 0.531546 0.628900 0.082 Uiso 1 1 calc R U . . .
C1B C 0.1113(6) 0.9085(7) 0.2679(3) 0.0659(16) Uani 1 1 d . . . . .
H1B H 0.069630 0.972487 0.241470 0.079 Uiso 1 1 calc R U . . .
C9A C 0.3137(6) 0.4797(9) 0.6404(3) 0.0723(19) Uani 1 1 d . . . . .
H9A H 0.322550 0.510096 0.679632 0.087 Uiso 1 1 calc R U . . .
C2A C 0.6425(7) -0.0535(10) 0.2581(3) 0.079(2) Uani 1 1 d . . . . .
H2A H 0.644279 -0.099820 0.221184 0.095 Uiso 1 1 calc R U . . .
C1A C 0.7294(8) -0.0607(12) 0.2953(4) 0.100(3) Uani 1 1 d . . . . .
H1A H 0.800419 -0.110094 0.286850 0.120 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Zn01 N2A 2.071(4) . ?
Zn01 N2B 2.078(4) . ?
Zn01 O1B 2.127(4) . ?
Zn01 O1A 2.148(4) . ?
Zn01 N3B 2.199(4) . ?
Zn01 N3A 2.233(4) . ?
S1B C1B 1.637(7) . ?
S1B C4B 1.696(5) . ?
S1A C1A 1.635(8) . ?
S1A C4A 1.639(6) . ?
C3B C2B 1.504(7) . ?
C3B C4B 1.521(6) . ?
O1B C5B 1.264(6) . ?
O1A C5A 1.251(6) . ?
N2A C6A 1.277(6) . ?
N2A N1A 1.358(6) . ?
N2B C6B 1.272(7) . ?
N2B N1B 1.364(5) . ?
N3B C11B 1.336(6) . ?
N3B C7B 1.339(6) . ?
N3A C11A 1.328(7) . ?
N3A C7A 1.364(6) . ?
C3A C2A 1.466(9) . ?
C3A C4A 1.518(6) . ?
N1B C5B 1.337(7) . ?
N1A C5A 1.338(7) . ?
C7B C8B 1.393(7) . ?
C7B C6B 1.456(7) . ?
C5B C4B 1.463(7) . ?
C5A C4A 1.483(7) . ?
C7A C8A 1.372(7) . ?
C7A C6A 1.453(7) . ?
C11B C10B 1.372(8) . ?
C10B C9B 1.369(9) . ?
C8B C9B 1.368(8) . ?
C11A C10A 1.372(9) . ?
C2B C1B 1.327(9) . ?
C8A C9A 1.372(9) . ?
C10A C9A 1.381(9) . ?
C2A C1A 1.268(11) . ?

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
N2A Zn01 N2B 172.74(17) . . ?
N2A Zn01 O1B 110.16(16) . . ?
N2B Zn01 O1B 74.39(14) . . ?
N2A Zn01 O1A 74.36(15) . . ?
N2B Zn01 O1A 99.82(15) . . ?
O1B Zn01 O1A 95.98(16) . . ?
N2A Zn01 N3B 100.85(16) . . ?
N2B Zn01 N3B 74.92(15) . . ?
O1B Zn01 N3B 148.94(15) . . ?
O1A Zn01 N3B 93.80(16) . . ?
N2A Zn01 N3A 75.39(16) . . ?
N2B Zn01 N3A 110.38(16) . . ?
O1B Zn01 N3A 93.91(15) . . ?
O1A Zn01 N3A 149.75(15) . . ?
N3B Zn01 N3A 92.27(15) . . ?
C1B S1B C4B 92.3(3) . . ?
C1A S1A C4A 93.5(4) . . ?
C2B C3B C4B 101.0(4) . . ?
C5B O1B Zn01 111.3(3) . . ?
C5A O1A Zn01 110.4(3) . . ?
C6A N2A N1A 121.2(4) . . ?
C6A N2A Zn01 119.9(4) . . ?
N1A N2A Zn01 118.9(3) . . ?
C6B N2B N1B 121.9(4) . . ?
C6B N2B Zn01 119.1(3) . . ?
N1B N2B Zn01 118.6(3) . . ?
C11B N3B C7B 118.5(4) . . ?
C11B N3B Zn01 127.9(3) . . ?
C7B N3B Zn01 113.4(3) . . ?
C11A N3A C7A 118.0(5) . . ?
C11A N3A Zn01 130.5(4) . . ?
C7A N3A Zn01 111.6(3) . . ?
C2A C3A C4A 103.8(5) . . ?
C5B N1B N2B 108.4(4) . . ?
C5A N1A N2A 108.5(4) . . ?
N3B C7B C8B 121.9(5) . . ?
N3B C7B C6B 115.0(4) . . ?
C8B C7B C6B 123.1(5) . . ?
O1B C5B N1B 126.8(5) . . ?
O1B C5B C4B 117.2(5) . . ?
N1B C5B C4B 115.9(4) . . ?
O1A C5A N1A 127.6(5) . . ?
O1A C5A C4A 117.7(5) . . ?
N1A C5A C4A 114.7(4) . . ?
N3A C7A C8A 121.1(5) . . ?
N3A C7A C6A 116.0(4) . . ?
C8A C7A C6A 122.9(5) . . ?
N2B C6B C7B 117.1(4) . . ?
C5B C4B C3B 124.7(4) . . ?
C5B C4B S1B 120.7(4) . . ?
C3B C4B S1B 114.6(4) . . ?
N2A C6A C7A 117.1(5) . . ?
N3B C11B C10B 122.6(5) . . ?
C5A C4A C3A 125.0(5) . . ?
C5A C4A S1A 123.3(4) . . ?
C3A C4A S1A 111.6(4) . . ?
C9B C10B C11B 118.6(5) . . ?
C9B C8B C7B 118.2(5) . . ?
N3A C11A C10A 123.1(6) . . ?
C8B C9B C10B 120.2(5) . . ?
C1B C2B C3B 116.4(5) . . ?
C7A C8A C9A 120.5(5) . . ?
C11A C10A C9A 119.1(5) . . ?
C2B C1B S1B 115.6(5) . . ?
C8A C9A C10A 118.1(6) . . ?
C1A C2A C3A 114.9(6) . . ?
C2A C1A S1A 116.2(6) . . ?

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
C6B N2B N1B C5B -177.9(5) . . . . ?
Zn01 N2B N1B C5B -5.1(5) . . . . ?
C6A N2A N1A C5A -178.9(5) . . . . ?
Zn01 N2A N1A C5A 2.5(6) . . . . ?
C11B N3B C7B C8B 0.6(7) . . . . ?
Zn01 N3B C7B C8B 176.0(4) . . . . ?
C11B N3B C7B C6B 179.7(5) . . . . ?
Zn01 N3B C7B C6B -4.9(5) . . . . ?
Zn01 O1B C5B N1B 5.1(7) . . . . ?
Zn01 O1B C5B C4B -174.8(3) . . . . ?
N2B N1B C5B O1B -0.3(7) . . . . ?
N2B N1B C5B C4B 179.6(4) . . . . ?
Zn01 O1A C5A N1A -5.4(7) . . . . ?
Zn01 O1A C5A C4A 173.3(4) . . . . ?
N2A N1A C5A O1A 2.3(8) . . . . ?
N2A N1A C5A C4A -176.5(4) . . . . ?
C11A N3A C7A C8A -1.8(8) . . . . ?
Zn01 N3A C7A C8A 179.4(5) . . . . ?
C11A N3A C7A C6A 177.9(5) . . . . ?
Zn01 N3A C7A C6A -0.8(6) . . . . ?
N1B N2B C6B C7B 178.1(4) . . . . ?
Zn01 N2B C6B C7B 5.4(6) . . . . ?
N3B C7B C6B N2B 0.1(7) . . . . ?
C8B C7B C6B N2B 179.1(5) . . . . ?
O1B C5B C4B C3B -1.9(7) . . . . ?
N1B C5B C4B C3B 178.2(4) . . . . ?
O1B C5B C4B S1B 177.7(4) . . . . ?
N1B C5B C4B S1B -2.2(6) . . . . ?
C2B C3B C4B C5B -178.7(5) . . . . ?
C2B C3B C4B S1B 1.7(5) . . . . ?
C1B S1B C4B C5B 179.8(5) . . . . ?
C1B S1B C4B C3B -0.6(4) . . . . ?
N1A N2A C6A C7A -176.3(5) . . . . ?
Zn01 N2A C6A C7A 2.2(7) . . . . ?
N3A C7A C6A N2A -0.8(8) . . . . ?
C8A C7A C6A N2A 178.9(6) . . . . ?
C7B N3B C11B C10B -0.1(8) . . . . ?
Zn01 N3B C11B C10B -174.7(4) . . . . ?
O1A C5A C4A C3A -2.7(8) . . . . ?
N1A C5A C4A C3A 176.2(5) . . . . ?
O1A C5A C4A S1A -179.0(4) . . . . ?
N1A C5A C4A S1A -0.1(7) . . . . ?
C2A C3A C4A C5A -177.4(6) . . . . ?
C2A C3A C4A S1A -0.7(6) . . . . ?
C1A S1A C4A C5A 178.4(6) . . . . ?
C1A S1A C4A C3A 1.6(6) . . . . ?
N3B C11B C10B C9B -0.2(9) . . . . ?
N3B C7B C8B C9B -0.9(8) . . . . ?
C6B C7B C8B C9B -179.9(5) . . . . ?
C7A N3A C11A C10A 0.3(8) . . . . ?
Zn01 N3A C11A C10A 178.8(5) . . . . ?
C7B C8B C9B C10B 0.6(9) . . . . ?
C11B C10B C9B C8B -0.1(9) . . . . ?
C4B C3B C2B C1B -2.4(6) . . . . ?
N3A C7A C8A C9A 1.7(10) . . . . ?
C6A C7A C8A C9A -178.0(6) . . . . ?
N3A C11A C10A C9A 1.3(10) . . . . ?
C3B C2B C1B S1B 2.4(7) . . . . ?
C4B S1B C1B C2B -1.0(6) . . . . ?
C7A C8A C9A C10A 0.0(11) . . . . ?
C11A C10A C9A C8A -1.4(11) . . . . ?
C4A C3A C2A C1A -0.9(9) . . . . ?
C3A C2A C1A S1A 2.2(12) . . . . ?
C4A S1A C1A C2A -2.3(9) . . . . ?

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
C11B H11B N1A 0.93 2.57 3.289(7) 134.1 3_656 yes
C1B H1B S1B 0.93 2.79 3.633(6) 151.8 2 yes
C2A H2A O1A 0.93 2.51 3.400(8) 160.0 2_645 yes
C11B H11B N1A 0.93 2.57 3.289(7) 134.1 3_656 yes
C1B H1B S1B 0.93 2.79 3.633(6) 151.8 2 yes
C2A H2A O1A 0.93 2.51 3.400(8) 160.0 2_645 yes
C11B H11B N1A 0.93 2.57 3.289(7) 134.1 3_656 yes
C1B H1B S1B 0.93 2.79 3.633(6) 151.8 2 yes
C2A H2A O1A 0.93 2.51 3.400(8) 160.0 2_645 yes

_refine_diff_density_max         1.233
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.109

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2377698'
loop_
_audit_author_name
_audit_author_address
Manoj
;Banaras Hindu University
India
;
_audit_update_record             
;
2024-08-15 deposited with the CCDC.	2026-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H9 N3 O S'
_chemical_formula_sum            'C11 H9 N3 O S'
_chemical_formula_weight         231.27

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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.
;

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'

_cell_length_a                   18.6836(5)
_cell_length_b                   9.6572(4)
_cell_length_c                   6.0454(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1090.78(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3850
_cell_measurement_theta_min      4.7250
_cell_measurement_theta_max      70.9670

_exptl_crystal_description       Needle
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_F_000             480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    2.489
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.44487
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7566
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         4.734
_diffrn_reflns_theta_max         71.907
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.758
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             1615
_reflns_number_gt                1459
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.386
_reflns_Friedel_fraction_max     0.469
_reflns_Friedel_fraction_full    0.951

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0959P)²+0.0217P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.01(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1615
_refine_ls_number_parameters     152
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1287
_refine_ls_wR_factor_gt          0.1241
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
S001 S 0.73953(5) 0.69412(10) 0.2782(2) 0.0624(3) Uani 1 1 d . . . . .
N2 N 0.60987(16) 0.6056(3) 0.4657(6) 0.0519(7) Uani 1 1 d . . . . .
O O 0.62806(17) 0.3881(3) 0.0093(5) 0.0710(9) Uani 1 1 d . . . . .
N1 N 0.60384(17) 0.4934(3) 0.3272(6) 0.0561(8) Uani 1 1 d . . . . .
N3 N 0.51347(17) 0.7130(3) 0.9383(7) 0.0602(8) Uani 1 1 d . . . . .
C1 C 0.6428(2) 0.4801(4) 0.1401(7) 0.0531(8) Uani 1 1 d . . . . .
C7 C 0.56434(17) 0.7233(3) 0.7823(8) 0.0532(8) Uani 1 1 d . . . . .
C2 C 0.70407(19) 0.5736(4) 0.0979(7) 0.0525(8) Uani 1 1 d . . . . .
C6 C 0.56496(19) 0.6107(4) 0.6234(7) 0.0558(9) Uani 1 1 d . . . . .
H6 H 0.531449 0.540000 0.637319 0.067 Uiso 1 1 calc R U . . .
C3 C 0.7425(2) 0.5688(4) -0.1001(8) 0.0589(10) Uani 1 1 d . . . . .
C8 C 0.6128(2) 0.8331(4) 0.7781(11) 0.0683(10) Uani 1 1 d . . . . .
H8 H 0.647295 0.838871 0.667510 0.082 Uiso 1 1 calc R U . . .
C4 C 0.8007(2) 0.6659(4) -0.0969(9) 0.0666(11) Uani 1 1 d . . . . .
H4 H 0.831980 0.678951 -0.214803 0.080 Uiso 1 1 calc R U . . .
C5 C 0.8051(2) 0.7359(5) 0.0953(8) 0.0650(10) Uani 1 1 d . . . . .
H5 H 0.840637 0.800726 0.125072 0.078 Uiso 1 1 calc R U . . .
C11 C 0.5110(2) 0.8112(5) 1.0950(9) 0.0686(12) Uani 1 1 d . . . . .
H11 H 0.476429 0.804081 1.205235 0.082 Uiso 1 1 calc R U . . .
C10 C 0.5571(3) 0.9215(5) 1.0998(10) 0.0773(13) Uani 1 1 d . . . . .
H10 H 0.553399 0.988237 1.210192 0.093 Uiso 1 1 calc R U . . .
C9 C 0.6088(3) 0.9322(5) 0.9390(10) 0.0753(12) Uani 1 1 d . . . . .
H9 H 0.640785 1.006000 0.939719 0.090 Uiso 1 1 calc R U . . .
H3 H 0.733(3) 0.532(6) -0.211(14) 0.090 Uiso 1 1 d . U . . .
H1 H 0.570(2) 0.430(4) 0.366(7) 0.055(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
S001 C5 1.699(4) . ?
S001 C2 1.727(4) . ?
N2 C6 1.271(5) . ?
N2 N1 1.374(4) . ?
O C1 1.221(5) . ?
N1 C1 1.351(5) . ?
N1 H1 0.91(4) . ?
N3 C11 1.341(6) . ?
N3 C7 1.342(5) . ?
C1 C2 1.480(5) . ?
C7 C8 1.395(5) . ?
C7 C6 1.451(6) . ?
C2 C3 1.397(6) . ?
C6 H6 0.9300 . ?
C3 C4 1.435(6) . ?
C3 H3 0.78(8) . ?
C8 C9 1.366(7) . ?
C8 H8 0.9300 . ?
C4 C5 1.347(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C11 C10 1.371(6) . ?
C11 H11 0.9300 . ?
C10 C9 1.375(7) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?

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
C5 S001 C2 91.5(2) . . ?
C6 N2 N1 115.7(3) . . ?
C1 N1 N2 122.7(3) . . ?
C1 N1 H1 122(3) . . ?
N2 N1 H1 115(3) . . ?
C11 N3 C7 118.0(3) . . ?
O C1 N1 119.3(3) . . ?
O C1 C2 120.4(4) . . ?
N1 C1 C2 120.2(3) . . ?
N3 C7 C8 121.9(4) . . ?
N3 C7 C6 114.5(3) . . ?
C8 C7 C6 123.5(4) . . ?
C3 C2 C1 121.7(4) . . ?
C3 C2 S001 111.4(3) . . ?
C1 C2 S001 126.8(3) . . ?
N2 C6 C7 122.1(3) . . ?
N2 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C2 C3 C4 110.9(4) . . ?
C2 C3 H3 130(5) . . ?
C4 C3 H3 119(5) . . ?
C9 C8 C7 118.9(5) . . ?
C9 C8 H8 120.5 . . ?
C7 C8 H8 120.5 . . ?
C5 C4 C3 112.7(4) . . ?
C5 C4 H4 123.7 . . ?
C3 C4 H4 123.7 . . ?
C4 C5 S001 113.5(3) . . ?
C4 C5 H5 123.3 . . ?
S001 C5 H5 123.3 . . ?
N3 C11 C10 122.9(5) . . ?
N3 C11 H11 118.6 . . ?
C10 C11 H11 118.6 . . ?
C11 C10 C9 119.0(4) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C8 C9 C10 119.3(4) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?

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
C6 N2 N1 C1 173.3(3) . . . . ?
N2 N1 C1 O -170.0(3) . . . . ?
N2 N1 C1 C2 11.9(5) . . . . ?
C11 N3 C7 C8 -1.1(6) . . . . ?
C11 N3 C7 C6 178.0(4) . . . . ?
O C1 C2 C3 6.2(6) . . . . ?
N1 C1 C2 C3 -175.7(4) . . . . ?
O C1 C2 S001 -171.3(3) . . . . ?
N1 C1 C2 S001 6.8(5) . . . . ?
C5 S001 C2 C3 -0.8(3) . . . . ?
C5 S001 C2 C1 176.9(3) . . . . ?
N1 N2 C6 C7 -179.6(3) . . . . ?
N3 C7 C6 N2 179.9(4) . . . . ?
C8 C7 C6 N2 -0.9(6) . . . . ?
C1 C2 C3 C4 -177.8(4) . . . . ?
S001 C2 C3 C4 0.0(5) . . . . ?
N3 C7 C8 C9 0.8(7) . . . . ?
C6 C7 C8 C9 -178.3(4) . . . . ?
C2 C3 C4 C5 1.1(6) . . . . ?
C3 C4 C5 S001 -1.7(5) . . . . ?
C2 S001 C5 C4 1.5(4) . . . . ?
C7 N3 C11 C10 1.1(7) . . . . ?
N3 C11 C10 C9 -0.7(8) . . . . ?
C7 C8 C9 C10 -0.4(8) . . . . ?
C11 C10 C9 C8 0.3(8) . . . . ?

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
C5 H5 O 0.93 2.54 3.160(6) 124.4 4_655 yes
C5 H5 O 0.93 2.54 3.160(6) 124.4 4_655 yes
N1 H1 N3 0.91(4) 2.13(4) 3.038(5) 176(4) 2_664 yes
C5 H5 O 0.93 2.54 3.160(6) 124.4 4_655 yes
N1 H1 N3 0.91(4) 2.13(4) 3.038(5) 176(4) 2_664 yes

_refine_diff_density_max         0.202
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.043

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_s11r1l4co
_database_code_depnum_ccdc_archive 'CCDC 2377699'
loop_
_audit_author_name
_audit_author_address
Manoj
;Banaras Hindu University
India
;
_audit_update_record             
;
2024-08-15 deposited with the CCDC.	2026-01-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C22 H16 Co N6 O2 S2), Cl4 Co, 2(H2 O)'
_chemical_formula_sum            'C44 H36 Cl4 Co3 N12 O6 S4'
_chemical_formula_weight         1275.68

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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'

_cell_length_a                   8.7079(2)
_cell_length_b                   18.6932(4)
_cell_length_c                   31.4238(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.552(2)
_cell_angle_gamma                90
_cell_volume                     5070.75(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    17059
_cell_measurement_theta_min      2.8240
_cell_measurement_theta_max      71.6240

_exptl_crystal_description       chunk
_exptl_crystal_colour            'dark brown-blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_F_000             2580
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    11.590
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.63215
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
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.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            35746
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.837
_diffrn_reflns_theta_max         72.368
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4985
_reflns_number_gt                4690
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffr'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffr'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffr'
_computing_structure_solution    SHELXT
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4985
_refine_ls_number_parameters     380
_refine_ls_number_restraints     183
_refine_ls_R_factor_all          0.1072
_refine_ls_R_factor_gt           0.1041
_refine_ls_wR_factor_ref         0.3138
_refine_ls_wR_factor_gt          0.3039
_refine_ls_goodness_of_fit_ref   1.521
_refine_ls_restrained_S_all      1.497
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

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
Co1 Co 0.56557(12) 0.35989(6) 0.39070(3) 0.0438(3) Uani 1 1 d . . . . .
Co2 Co 0.500000 0.12323(13) 0.250000 0.0927(9) Uani 1 2 d S T P . .
Cl1 Cl 0.5149(6) 0.0605(2) 0.18944(9) 0.1182(13) Uani 1 1 d . . . . .
Cl2 Cl 0.7152(8) 0.1887(3) 0.26176(15) 0.153(2) Uani 1 1 d . . . . .
O1 O 0.6792(6) 0.3652(2) 0.44713(14) 0.0461(10) Uani 1 1 d . . . . .
O2 O 0.3758(5) 0.3420(2) 0.41418(15) 0.0460(9) Uani 1 1 d . . . . .
N1 N 0.4522(7) 0.3830(4) 0.33497(19) 0.0544(14) Uani 1 1 d . . . . .
N2 N 0.5595(8) 0.4576(3) 0.39792(19) 0.0546(13) Uani 1 1 d . . . . .
N3 N 0.6270(8) 0.4856(3) 0.4363(2) 0.0586(15) Uani 1 1 d . . . . .
N4 N 0.7577(7) 0.3495(4) 0.36606(17) 0.0527(13) Uani 1 1 d . . . . .
N5 N 0.5657(7) 0.2608(3) 0.38666(17) 0.0492(12) Uani 1 1 d . . . . .
N6 N 0.4457(7) 0.2248(3) 0.40064(19) 0.0487(12) Uani 1 1 d . . . . .
C1 C 0.4003(10) 0.3396(6) 0.3026(2) 0.0634(19) Uani 1 1 d . . . . .
H1A H 0.420029 0.290813 0.305052 0.076 Uiso 1 1 calc R U . . .
C2 C 0.3169(12) 0.3664(7) 0.2650(3) 0.080(3) Uani 1 1 d . . . . .
H2A H 0.280131 0.335119 0.243017 0.096 Uiso 1 1 calc R U . . .
C3 C 0.2888(13) 0.4377(7) 0.2602(3) 0.086(3) Uani 1 1 d . . . . .
H3A H 0.232254 0.455483 0.235300 0.103 Uiso 1 1 calc R U . . .
C4 C 0.3464(13) 0.4835(7) 0.2934(3) 0.083(3) Uani 1 1 d . . . . .
H4A H 0.330632 0.532564 0.290970 0.100 Uiso 1 1 calc R U . . .
C5 C 0.4268(11) 0.4548(5) 0.3299(3) 0.068(2) Uani 1 1 d . . . . .
C6 C 0.4865(11) 0.4962(5) 0.3677(3) 0.070(2) Uani 1 1 d . . . . .
H6A H 0.473325 0.545408 0.369898 0.084 Uiso 1 1 calc R U . . .
C7 C 0.6872(8) 0.4309(4) 0.4596(2) 0.0503(14) Uani 1 1 d . . . . .
C8 C 0.7629(9) 0.4478(4) 0.5025(2) 0.0513(14) Uani 1 1 d . . . . .
C9 C 0.7502(12) 0.5136(5) 0.5253(3) 0.068(2) Uani 1 1 d . . . . .
H9A H 0.693030 0.553653 0.515429 0.082 Uiso 1 1 calc R U . . .
C10 C 0.8435(14) 0.5053(5) 0.5663(3) 0.079(3) Uani 1 1 d . . . . .
H10A H 0.853031 0.541423 0.586793 0.095 Uiso 1 1 calc R U . . .
C11 C 0.9164(12) 0.4415(4) 0.5732(2) 0.0658(19) Uani 1 1 d . . . . .
H11A H 0.980228 0.429991 0.598359 0.079 Uiso 1 1 calc R U . . .
S1 S 0.8788(3) 0.38513(10) 0.53104(6) 0.0606(5) Uani 1 1 d . . . . .
C12 C 0.8537(10) 0.4000(6) 0.3558(3) 0.067(2) Uani 1 1 d . . . . .
H12A H 0.831416 0.447907 0.360147 0.080 Uiso 1 1 calc R U . . .
C13 C 0.9885(11) 0.3814(7) 0.3385(3) 0.081(3) Uani 1 1 d . . . . .
H13A H 1.054097 0.417134 0.330866 0.098 Uiso 1 1 calc R U . . .
C14 C 1.0238(11) 0.3125(7) 0.3327(4) 0.081(3) Uani 1 1 d . . . . .
H14A H 1.112938 0.300644 0.320928 0.097 Uiso 1 1 calc R U . . .
C15 C 0.9281(10) 0.2596(6) 0.3443(3) 0.072(2) Uani 1 1 d . . . . .
H15A H 0.952617 0.211553 0.341481 0.087 Uiso 1 1 calc R U . . .
C16 C 0.7939(10) 0.2800(5) 0.3603(2) 0.0601(17) Uani 1 1 d . . . . .
C17 C 0.6811(9) 0.2294(4) 0.3725(2) 0.0563(16) Uani 1 1 d . . . . .
H17A H 0.690730 0.180065 0.370390 0.068 Uiso 1 1 calc R U . . .
C18 C 0.3531(8) 0.2732(3) 0.41525(19) 0.0454(12) Uani 1 1 d . . . . .
C19 C 0.2166(12) 0.2456(6) 0.4335(4) 0.0520(11) Uani 0.662(7) 1 d D U P A 1
C20 C 0.1726(14) 0.1741(6) 0.4364(5) 0.0560(12) Uani 0.662(7) 1 d D U P A 1
H20A H 0.231382 0.136178 0.428275 0.067 Uiso 0.662(7) 1 calc R U P A 1
C21 C 0.0311(13) 0.1646(5) 0.4529(4) 0.0572(12) Uani 0.662(7) 1 d D U P A 1
H21A H -0.019445 0.121126 0.454973 0.069 Uiso 0.662(7) 1 calc R U P A 1
C22 C -0.0200(13) 0.2294(5) 0.4653(4) 0.0573(12) Uani 0.662(7) 1 d D U P A 1
H22A H -0.108695 0.234294 0.478594 0.069 Uiso 0.662(7) 1 calc R U P A 1
S2 S 0.0926(4) 0.30228(14) 0.45439(10) 0.0572(7) Uani 0.662(7) 1 d D U P A 1
C19A C 0.2250(18) 0.2463(7) 0.4318(7) 0.0534(13) Uani 0.338(7) 1 d D U P A 2
C20A C 0.1182(18) 0.2849(6) 0.4522(7) 0.0554(13) Uani 0.338(7) 1 d D U P A 2
H20B H 0.125929 0.333899 0.457126 0.066 Uiso 0.338(7) 1 calc R U P A 2
C21A C -0.0023(17) 0.2426(6) 0.4646(7) 0.0567(13) Uani 0.338(7) 1 d D U P A 2
H21B H -0.090722 0.259761 0.474884 0.068 Uiso 0.338(7) 1 calc R U P A 2
C22A C 0.0325(17) 0.1722(6) 0.4592(6) 0.0564(13) Uani 0.338(7) 1 d D U P A 2
H22B H -0.023215 0.135236 0.469712 0.068 Uiso 0.338(7) 1 calc R U P A 2
S2A S 0.1888(7) 0.1566(3) 0.4311(2) 0.0548(11) Uani 0.338(7) 1 d D U P A 2
O1W O 0.859(3) 0.1177(12) 0.1838(7) 0.216(10) Uiso 1 1 d D . . . .
H1W1 H 0.922(10) 0.099(5) 0.202(3) 0.324 Uiso 1 1 d D U . . .
H1W2 H 0.824(11) 0.152(4) 0.196(3) 0.324 Uiso 1 1 d D U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Co1 N2 1.842(6) . ?
Co1 N5 1.856(6) . ?
Co1 O1 1.916(4) . ?
Co1 O2 1.925(5) . ?
Co1 N1 1.943(6) . ?
Co1 N4 1.943(6) . ?
Co2 Cl2 2.229(5) . ?
Co2 Cl2 2.229(5) 2_655 ?
Co2 Cl1 2.254(3) . ?
Co2 Cl1 2.254(3) 2_655 ?
O1 C7 1.290(8) . ?
O2 C18 1.303(8) . ?
N1 C1 1.333(11) . ?
N1 C5 1.365(12) . ?
N2 C6 1.291(10) . ?
N2 N3 1.373(9) . ?
N3 C7 1.326(9) . ?
N4 C12 1.329(11) . ?
N4 C16 1.355(12) . ?
N5 C17 1.292(10) . ?
N5 N6 1.363(8) . ?
N6 C18 1.333(9) . ?
C1 C2 1.394(12) . ?
C1 H1A 0.9300 . ?
C2 C3 1.360(17) . ?
C2 H2A 0.9300 . ?
C3 C4 1.391(17) . ?
C3 H3A 0.9300 . ?
C4 C5 1.371(11) . ?
C4 H4A 0.9300 . ?
C5 C6 1.456(13) . ?
C6 H6A 0.9300 . ?
C7 C8 1.455(9) . ?
C8 C9 1.434(10) . ?
C8 S1 1.720(7) . ?
C9 C10 1.439(12) . ?
C9 H9A 0.9300 . ?
C10 C11 1.355(13) . ?
C10 H10A 0.9300 . ?
C11 S1 1.690(8) . ?
C11 H11A 0.9300 . ?
C12 C13 1.401(16) . ?
C12 H12A 0.9300 . ?
C13 C14 1.341(18) . ?
C13 H13A 0.9300 . ?
C14 C15 1.373(15) . ?
C14 H14A 0.9300 . ?
C15 C16 1.385(13) . ?
C15 H15A 0.9300 . ?
C16 C17 1.450(12) . ?
C17 H17A 0.9300 . ?
C18 C19A 1.384(12) . ?
C18 C19 1.478(10) . ?
C19 C20 1.398(14) . ?
C19 S2 1.705(11) . ?
C20 C21 1.409(15) . ?
C20 H20A 0.9300 . ?
C21 C22 1.366(11) . ?
C21 H21A 0.9300 . ?
C22 S2 1.738(10) . ?
C22 H22A 0.9300 . ?
C19A C20A 1.398(15) . ?
C19A S2A 1.706(12) . ?
C20A C21A 1.409(15) . ?
C20A H20B 0.9300 . ?
C21A C22A 1.367(11) . ?
C21A H21B 0.9300 . ?
C22A S2A 1.741(11) . ?
C22A H22B 0.9300 . ?
O1W H1W1 0.82(2) . ?
O1W H1W2 0.82(2) . ?

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
N2 Co1 N5 176.3(3) . . ?
N2 Co1 O1 81.6(2) . . ?
N5 Co1 O1 96.3(2) . . ?
N2 Co1 O2 94.9(3) . . ?
N5 Co1 O2 82.0(2) . . ?
O1 Co1 O2 91.1(2) . . ?
N2 Co1 N1 82.6(3) . . ?
N5 Co1 N1 99.5(3) . . ?
O1 Co1 N1 164.2(3) . . ?
O2 Co1 N1 91.4(2) . . ?
N2 Co1 N4 100.9(3) . . ?
N5 Co1 N4 82.2(3) . . ?
O1 Co1 N4 90.4(2) . . ?
O2 Co1 N4 164.3(3) . . ?
N1 Co1 N4 91.5(3) . . ?
Cl2 Co2 Cl2 113.3(3) . 2_655 ?
Cl2 Co2 Cl1 106.59(19) . . ?
Cl2 Co2 Cl1 106.65(18) 2_655 . ?
Cl2 Co2 Cl1 106.65(18) . 2_655 ?
Cl2 Co2 Cl1 106.59(19) 2_655 2_655 ?
Cl1 Co2 Cl1 117.3(2) . 2_655 ?
C7 O1 Co1 109.4(4) . . ?
C18 O2 Co1 108.8(4) . . ?
C1 N1 C5 118.4(7) . . ?
C1 N1 Co1 129.4(6) . . ?
C5 N1 Co1 112.3(5) . . ?
C6 N2 N3 123.0(7) . . ?
C6 N2 Co1 118.9(6) . . ?
N3 N2 Co1 118.0(4) . . ?
C7 N3 N2 106.6(6) . . ?
C12 N4 C16 119.0(8) . . ?
C12 N4 Co1 128.9(7) . . ?
C16 N4 Co1 112.1(5) . . ?
C17 N5 N6 123.4(7) . . ?
C17 N5 Co1 118.9(5) . . ?
N6 N5 Co1 117.6(4) . . ?
C18 N6 N5 107.4(5) . . ?
N1 C1 C2 121.0(10) . . ?
N1 C1 H1A 119.5 . . ?
C2 C1 H1A 119.5 . . ?
C3 C2 C1 120.8(10) . . ?
C3 C2 H2A 119.6 . . ?
C1 C2 H2A 119.6 . . ?
C2 C3 C4 118.5(8) . . ?
C2 C3 H3A 120.7 . . ?
C4 C3 H3A 120.7 . . ?
C5 C4 C3 118.7(11) . . ?
C5 C4 H4A 120.6 . . ?
C3 C4 H4A 120.6 . . ?
N1 C5 C4 122.6(9) . . ?
N1 C5 C6 113.1(7) . . ?
C4 C5 C6 124.2(9) . . ?
N2 C6 C5 113.0(8) . . ?
N2 C6 H6A 123.5 . . ?
C5 C6 H6A 123.5 . . ?
O1 C7 N3 124.4(6) . . ?
O1 C7 C8 119.2(6) . . ?
N3 C7 C8 116.4(6) . . ?
C9 C8 C7 126.3(7) . . ?
C9 C8 S1 113.7(6) . . ?
C7 C8 S1 119.9(5) . . ?
C8 C9 C10 106.5(7) . . ?
C8 C9 H9A 126.8 . . ?
C10 C9 H9A 126.8 . . ?
C11 C10 C9 115.8(7) . . ?
C11 C10 H10A 122.1 . . ?
C9 C10 H10A 122.1 . . ?
C10 C11 S1 112.6(6) . . ?
C10 C11 H11A 123.7 . . ?
S1 C11 H11A 123.7 . . ?
C11 S1 C8 91.4(4) . . ?
N4 C12 C13 120.3(10) . . ?
N4 C12 H12A 119.9 . . ?
C13 C12 H12A 119.9 . . ?
C14 C13 C12 120.6(10) . . ?
C14 C13 H13A 119.7 . . ?
C12 C13 H13A 119.7 . . ?
C13 C14 C15 119.9(9) . . ?
C13 C14 H14A 120.1 . . ?
C15 C14 H14A 120.1 . . ?
C14 C15 C16 117.9(10) . . ?
C14 C15 H15A 121.0 . . ?
C16 C15 H15A 121.0 . . ?
N4 C16 C15 122.3(8) . . ?
N4 C16 C17 114.4(7) . . ?
C15 C16 C17 123.4(9) . . ?
N5 C17 C16 112.3(7) . . ?
N5 C17 H17A 123.9 . . ?
C16 C17 H17A 123.9 . . ?
O2 C18 N6 124.1(6) . . ?
O2 C18 C19A 120.0(8) . . ?
N6 C18 C19A 115.9(8) . . ?
O2 C18 C19 119.1(7) . . ?
N6 C18 C19 116.8(7) . . ?
C20 C19 C18 127.0(9) . . ?
C20 C19 S2 112.1(6) . . ?
C18 C19 S2 121.0(7) . . ?
C19 C20 C21 114.0(9) . . ?
C19 C20 H20A 123.0 . . ?
C21 C20 H20A 123.0 . . ?
C22 C21 C20 109.0(10) . . ?
C22 C21 H21A 125.5 . . ?
C20 C21 H21A 125.5 . . ?
C21 C22 S2 115.2(9) . . ?
C21 C22 H22A 122.4 . . ?
S2 C22 H22A 122.4 . . ?
C19 S2 C22 89.5(5) . . ?
C18 C19A C20A 127.0(12) . . ?
C18 C19A S2A 120.6(10) . . ?
C20A C19A S2A 112.3(7) . . ?
C19A C20A C21A 113.8(10) . . ?
C19A C20A H20B 123.1 . . ?
C21A C20A H20B 123.1 . . ?
C22A C21A C20A 108.7(11) . . ?
C22A C21A H21B 125.7 . . ?
C20A C21A H21B 125.7 . . ?
C21A C22A S2A 115.2(10) . . ?
C21A C22A H22B 122.4 . . ?
S2A C22A H22B 122.4 . . ?
C19A S2A C22A 89.1(5) . . ?
H1W1 O1W H1W2 104(3) . . ?

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
O1 Co1 N2 C6 -178.6(8) . . . . ?
O2 Co1 N2 C6 -88.2(7) . . . . ?
N1 Co1 N2 C6 2.5(7) . . . . ?
N4 Co1 N2 C6 92.6(7) . . . . ?
O1 Co1 N2 N3 -1.7(6) . . . . ?
O2 Co1 N2 N3 88.7(6) . . . . ?
N1 Co1 N2 N3 179.5(6) . . . . ?
N4 Co1 N2 N3 -90.5(6) . . . . ?
C6 N2 N3 C7 178.5(8) . . . . ?
Co1 N2 N3 C7 1.6(9) . . . . ?
O1 Co1 N5 C17 -87.3(5) . . . . ?
O2 Co1 N5 C17 -177.5(5) . . . . ?
N1 Co1 N5 C17 92.5(6) . . . . ?
N4 Co1 N5 C17 2.3(5) . . . . ?
O1 Co1 N5 N6 90.0(5) . . . . ?
O2 Co1 N5 N6 -0.2(4) . . . . ?
N1 Co1 N5 N6 -90.2(5) . . . . ?
N4 Co1 N5 N6 179.6(5) . . . . ?
C17 N5 N6 C18 176.3(6) . . . . ?
Co1 N5 N6 C18 -0.9(7) . . . . ?
C5 N1 C1 C2 -2.5(13) . . . . ?
Co1 N1 C1 C2 178.4(7) . . . . ?
N1 C1 C2 C3 1.2(15) . . . . ?
C1 C2 C3 C4 0.6(16) . . . . ?
C2 C3 C4 C5 -1.1(17) . . . . ?
C1 N1 C5 C4 2.1(14) . . . . ?
Co1 N1 C5 C4 -178.7(8) . . . . ?
C1 N1 C5 C6 179.0(8) . . . . ?
Co1 N1 C5 C6 -1.7(10) . . . . ?
C3 C4 C5 N1 -0.3(17) . . . . ?
C3 C4 C5 C6 -176.9(10) . . . . ?
N3 N2 C6 C5 179.2(8) . . . . ?
Co1 N2 C6 C5 -4.0(12) . . . . ?
N1 C5 C6 N2 3.6(13) . . . . ?
C4 C5 C6 N2 -179.5(10) . . . . ?
Co1 O1 C7 N3 -0.7(9) . . . . ?
Co1 O1 C7 C8 177.4(5) . . . . ?
N2 N3 C7 O1 -0.5(11) . . . . ?
N2 N3 C7 C8 -178.7(6) . . . . ?
O1 C7 C8 C9 -163.8(8) . . . . ?
N3 C7 C8 C9 14.5(12) . . . . ?
O1 C7 C8 S1 15.3(10) . . . . ?
N3 C7 C8 S1 -166.4(6) . . . . ?
C7 C8 C9 C10 179.4(8) . . . . ?
S1 C8 C9 C10 0.3(10) . . . . ?
C8 C9 C10 C11 0.1(13) . . . . ?
C9 C10 C11 S1 -0.4(13) . . . . ?
C10 C11 S1 C8 0.5(9) . . . . ?
C9 C8 S1 C11 -0.4(7) . . . . ?
C7 C8 S1 C11 -179.6(7) . . . . ?
C16 N4 C12 C13 1.4(11) . . . . ?
Co1 N4 C12 C13 179.5(6) . . . . ?
N4 C12 C13 C14 -1.2(14) . . . . ?
C12 C13 C14 C15 -0.7(15) . . . . ?
C13 C14 C15 C16 2.2(15) . . . . ?
C12 N4 C16 C15 0.3(11) . . . . ?
Co1 N4 C16 C15 -178.1(6) . . . . ?
C12 N4 C16 C17 -179.9(6) . . . . ?
Co1 N4 C16 C17 1.6(7) . . . . ?
C14 C15 C16 N4 -2.1(13) . . . . ?
C14 C15 C16 C17 178.2(8) . . . . ?
N6 N5 C17 C16 -179.1(6) . . . . ?
Co1 N5 C17 C16 -2.0(8) . . . . ?
N4 C16 C17 N5 0.1(9) . . . . ?
C15 C16 C17 N5 179.9(7) . . . . ?
Co1 O2 C18 N6 -2.3(8) . . . . ?
Co1 O2 C18 C19A 178.6(12) . . . . ?
Co1 O2 C18 C19 177.9(7) . . . . ?
N5 N6 C18 O2 2.2(9) . . . . ?
N5 N6 C18 C19A -178.8(12) . . . . ?
N5 N6 C18 C19 -178.1(8) . . . . ?
O2 C18 C19 C20 178.6(12) . . . . ?
N6 C18 C19 C20 -1.1(18) . . . . ?
O2 C18 C19 S2 -1.9(14) . . . . ?
N6 C18 C19 S2 178.3(7) . . . . ?
C18 C19 C20 C21 -176.1(12) . . . . ?
S2 C19 C20 C21 4.4(17) . . . . ?
C19 C20 C21 C22 -5.2(18) . . . . ?
C20 C21 C22 S2 3.9(16) . . . . ?
C20 C19 S2 C22 -1.8(12) . . . . ?
C18 C19 S2 C22 178.7(11) . . . . ?
C21 C22 S2 C19 -1.3(12) . . . . ?
O2 C18 C19A C20A -7(3) . . . . ?
N6 C18 C19A C20A 174.2(19) . . . . ?
O2 C18 C19A S2A 176.9(11) . . . . ?
N6 C18 C19A S2A -2(2) . . . . ?
C18 C19A C20A C21A 179(2) . . . . ?
S2A C19A C20A C21A -5(3) . . . . ?
C19A C20A C21A C22A 10(3) . . . . ?
C20A C21A C22A S2A -10(2) . . . . ?
C18 C19A S2A C22A 175.9(19) . . . . ?
C20A C19A S2A C22A -1.1(18) . . . . ?
C21A C22A S2A C19A 6.9(19) . . . . ?

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
C1 H1A Cl2 0.93 2.96 3.538(11) 121.4 2_655 yes
C2 H2A Cl2 0.93 2.74 3.428(14) 131.5 2_655 yes
C11 H11A Cl1 0.93 2.84 3.641(8) 144.5 8_556 yes
C13 H13A Cl1 0.93 2.80 3.459(13) 128.7 4_655 yes
C15 H15A O1W 0.93 2.60 3.42(3) 147.5 2_755 yes
C21A^b H21B^b S1 0.93 2.97 3.618(14) 128.4 1_455 yes
O1W H1W2 Cl2 0.82(2) 2.48(7) 3.18(2) 144(10) . yes

_refine_diff_density_max         0.841
_refine_diff_density_min         -1.787
_refine_diff_density_rms         0.129

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_s11r1l1
_database_code_depnum_ccdc_archive 'CCDC 2377700'
loop_
_audit_author_name
_audit_author_address
Manoj
;Banaras Hindu University
India
;
_audit_update_record             
;
2024-08-15 deposited with the CCDC.	2026-01-20 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT936_s11r1l1             
;
PROBLEM: The Embedded .res File Includes a DAMP Command .       50.0 Report
RESPONSE: This structure contains two disordered thiophene moieties. In
order for the refinement to converge a DAMP 50 instruction was required.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H16 N6 Ni O2 S2'
_chemical_formula_sum            'C22 H16 N6 Ni O2 S2'
_chemical_formula_weight         519.24

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'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   11.1550(2)
_cell_length_b                   8.7600(2)
_cell_length_c                   22.4920(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.234(2)
_cell_angle_gamma                90
_cell_volume                     2194.37(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5514
_cell_measurement_theta_min      3.9170
_cell_measurement_theta_max      71.8520

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark brown-black'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_F_000             1064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    3.342
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85496
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            20268
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_av_R_equivalents  0.0808
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.937
_diffrn_reflns_theta_max         72.057
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4308
_reflns_number_gt                3091
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_structure_solution    SHELXT
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0976P)²+0.8211P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4308
_refine_ls_number_parameters     390
_refine_ls_number_restraints     408
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0609
_refine_ls_wR_factor_ref         0.1762
_refine_ls_wR_factor_gt          0.1563
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Ni1 Ni 0.70376(5) 0.30305(7) 0.57143(2) 0.03627(19) Uani 1 1 d . . . . .
O1 O 0.7004(2) 0.5248(3) 0.60825(11) 0.0437(6) Uani 1 1 d . . . . .
O2 O 0.6112(2) 0.2064(3) 0.64054(11) 0.0453(6) Uani 1 1 d . . . . .
N1 N 0.7845(3) 0.0934(4) 0.55154(12) 0.0382(7) Uani 1 1 d . . . . .
N2 N 0.8651(3) 0.3240(4) 0.61401(13) 0.0390(7) Uani 1 1 d . . . . .
N3 N 0.8914(3) 0.4547(4) 0.64540(14) 0.0428(7) Uani 1 1 d . . . . .
N4 N 0.7206(3) 0.3888(4) 0.48366(13) 0.0397(7) Uani 1 1 d . . . . .
N5 N 0.5388(2) 0.2707(4) 0.53481(13) 0.0366(7) Uani 1 1 d . . . . .
N6 N 0.4557(3) 0.2006(4) 0.56745(13) 0.0431(7) Uani 1 1 d . . . . .
C1 C 0.7417(3) -0.0223(5) 0.51862(17) 0.0443(9) Uani 1 1 d . . . . .
H1A H 0.665822 -0.012000 0.499656 0.053 Uiso 1 1 calc R U . . .
C2 C 0.8030(4) -0.1563(5) 0.51098(19) 0.0509(10) Uani 1 1 d . . . . .
H2A H 0.770045 -0.233890 0.487006 0.061 Uiso 1 1 calc R U . . .
C3 C 0.9157(4) -0.1729(5) 0.5401(2) 0.0520(10) Uani 1 1 d . . . . .
H3A H 0.959072 -0.262794 0.536415 0.062 Uiso 1 1 calc R U . . .
C4 C 0.9623(4) -0.0537(5) 0.57452(18) 0.0480(9) Uani 1 1 d . . . . .
H4A H 1.037426 -0.062314 0.594338 0.058 Uiso 1 1 calc R U . . .
C5 C 0.8955(3) 0.0782(4) 0.57906(15) 0.0380(8) Uani 1 1 d . . . . .
C6 C 0.9360(3) 0.2102(5) 0.61435(17) 0.0430(9) Uani 1 1 d . . . . .
H6A H 1.009645 0.211022 0.635917 0.052 Uiso 1 1 calc R U . . .
C7 C 0.7978(3) 0.5501(4) 0.63839(15) 0.0385(8) Uani 1 1 d . . . . .
C8 C 0.8132(8) 0.6955(9) 0.6707(4) 0.0446(9) Uani 0.754(4) 1 d D U P A 1
C9 C 0.7361(7) 0.8160(10) 0.6703(4) 0.0498(11) Uani 0.754(4) 1 d D U P A 1
H9A H 0.662417 0.815697 0.648746 0.060 Uiso 0.754(4) 1 calc R U P A 1
C10 C 0.7774(6) 0.9429(9) 0.7056(4) 0.0499(10) Uani 0.754(4) 1 d D U P A 1
H10A H 0.736957 1.035031 0.709036 0.060 Uiso 0.754(4) 1 calc R U P A 1
C11 C 0.8844(6) 0.9080(8) 0.7331(3) 0.0522(10) Uani 0.754(4) 1 d D U P A 1
H11A H 0.925688 0.974108 0.759335 0.063 Uiso 0.754(4) 1 calc R U P A 1
S1 S 0.93786(15) 0.7305(2) 0.71532(8) 0.0554(5) Uani 0.754(4) 1 d D U P A 1
C8A C 0.812(2) 0.692(2) 0.6691(12) 0.0482(12) Uani 0.246(4) 1 d D U P A 2
C9A C 0.9113(17) 0.735(2) 0.7047(10) 0.0516(13) Uani 0.246(4) 1 d D U P A 2
H9AA H 0.976963 0.671269 0.712000 0.062 Uiso 0.246(4) 1 calc R U P A 2
C10A C 0.9066(16) 0.885(2) 0.7294(10) 0.0524(13) Uani 0.246(4) 1 d D U P A 2
H10B H 0.965150 0.931733 0.754105 0.063 Uiso 0.246(4) 1 calc R U P A 2
C11A C 0.8001(16) 0.944(2) 0.7098(11) 0.0507(13) Uani 0.246(4) 1 d D U P A 2
H11B H 0.776869 1.041895 0.720354 0.061 Uiso 0.246(4) 1 calc R U P A 2
S1A S 0.7087(5) 0.8294(8) 0.6638(3) 0.0493(10) Uani 0.246(4) 1 d D U P A 2
C12 C 0.8159(4) 0.4430(5) 0.45746(19) 0.0508(10) Uani 1 1 d . . . . .
H12A H 0.888442 0.449603 0.479813 0.061 Uiso 1 1 calc R U . . .
C13 C 0.8124(4) 0.4896(6) 0.3989(2) 0.0636(12) Uani 1 1 d . . . . .
H13A H 0.881583 0.523431 0.381785 0.076 Uiso 1 1 calc R U . . .
C14 C 0.7045(4) 0.4849(7) 0.3664(2) 0.0689(14) Uani 1 1 d . . . . .
H14A H 0.699155 0.518244 0.327113 0.083 Uiso 1 1 calc R U . . .
C15 C 0.6048(4) 0.4308(6) 0.39231(18) 0.0585(12) Uani 1 1 d . . . . .
H15A H 0.530977 0.427872 0.370966 0.070 Uiso 1 1 calc R U . . .
C16 C 0.6155(3) 0.3803(5) 0.45093(16) 0.0412(8) Uani 1 1 d . . . . .
C17 C 0.5158(3) 0.3145(5) 0.48114(16) 0.0438(9) Uani 1 1 d . . . . .
H17A H 0.439616 0.304874 0.462485 0.053 Uiso 1 1 calc R U . . .
C18 C 0.5061(3) 0.1707(5) 0.62152(16) 0.0394(8) Uani 1 1 d . . . . .
C19 C 0.4301(8) 0.0882(12) 0.6621(3) 0.0609(10) Uani 0.728(4) 1 d D U P B 1
C20 C 0.4625(10) 0.0330(15) 0.7176(4) 0.0700(12) Uani 0.728(4) 1 d D U P B 1
H20A H 0.538135 0.048772 0.736154 0.084 Uiso 0.728(4) 1 calc R U P B 1
C21 C 0.3708(6) -0.0502(12) 0.7443(3) 0.0720(11) Uani 0.728(4) 1 d D U P B 1
H21A H 0.377556 -0.094276 0.781911 0.086 Uiso 0.728(4) 1 calc R U P B 1
C22 C 0.2726(7) -0.0558(11) 0.7068(3) 0.0768(12) Uani 0.728(4) 1 d D U P B 1
H22A H 0.201178 -0.101677 0.716601 0.092 Uiso 0.728(4) 1 calc R U P B 1
S2 S 0.29087(17) 0.0279(3) 0.64054(9) 0.0856(7) Uani 0.728(4) 1 d D U P B 1
C19A C 0.429(2) 0.075(3) 0.6586(8) 0.0685(13) Uani 0.272(4) 1 d D U P B 2
C20A C 0.3310(16) -0.015(3) 0.6393(7) 0.0722(14) Uani 0.272(4) 1 d D U P B 2
H20B H 0.304690 -0.025162 0.599504 0.087 Uiso 0.272(4) 1 calc R U P B 2
C21A C 0.2754(16) -0.090(3) 0.6868(7) 0.0772(14) Uani 0.272(4) 1 d D U P B 2
H21B H 0.205632 -0.148249 0.682952 0.093 Uiso 0.272(4) 1 calc R U P B 2
C22A C 0.3387(15) -0.064(3) 0.7370(7) 0.0726(13) Uani 0.272(4) 1 d D U P B 2
H22B H 0.314002 -0.095015 0.773862 0.087 Uiso 0.272(4) 1 calc R U P B 2
S2A S 0.4702(7) 0.0331(12) 0.7288(3) 0.0715(11) Uani 0.272(4) 1 d D U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Ni1 N5 1.993(3) . ?
Ni1 N2 1.999(3) . ?
Ni1 O2 2.093(3) . ?
Ni1 N1 2.105(3) . ?
Ni1 O1 2.113(3) . ?
Ni1 N4 2.131(3) . ?
O1 C7 1.268(4) . ?
O2 C18 1.265(4) . ?
N1 C1 1.328(5) . ?
N1 C5 1.359(4) . ?
N2 C6 1.273(5) . ?
N2 N3 1.368(4) . ?
N3 C7 1.339(5) . ?
N4 C12 1.332(5) . ?
N4 C16 1.351(5) . ?
N5 C17 1.279(5) . ?
N5 N6 1.361(4) . ?
N6 C18 1.336(5) . ?
C1 C2 1.375(6) . ?
C1 H1A 0.9300 . ?
C2 C3 1.392(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.384(6) . ?
C3 H3A 0.9300 . ?
C4 C5 1.382(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.460(5) . ?
C6 H6A 0.9300 . ?
C7 C8A 1.423(18) . ?
C7 C8 1.472(8) . ?
C8 C9 1.362(10) . ?
C8 S1 1.696(8) . ?
C9 C10 1.427(10) . ?
C9 H9A 0.9300 . ?
C10 C11 1.348(7) . ?
C10 H10A 0.9300 . ?
C11 S1 1.721(6) . ?
C11 H11A 0.9300 . ?
C8A C9A 1.379(18) . ?
C8A S1A 1.672(18) . ?
C9A C10A 1.424(17) . ?
C9A H9AA 0.9300 . ?
C10A C11A 1.348(14) . ?
C10A H10B 0.9300 . ?
C11A S1A 1.731(14) . ?
C11A H11B 0.9300 . ?
C12 C13 1.377(6) . ?
C12 H12A 0.9300 . ?
C13 C14 1.374(7) . ?
C13 H13A 0.9300 . ?
C14 C15 1.368(6) . ?
C14 H14A 0.9300 . ?
C15 C16 1.389(5) . ?
C15 H15A 0.9300 . ?
C16 C17 1.454(5) . ?
C17 H17A 0.9300 . ?
C18 C19 1.470(8) . ?
C18 C19A 1.484(17) . ?
C19 C20 1.367(11) . ?
C19 S2 1.686(9) . ?
C20 C21 1.417(11) . ?
C20 H20A 0.9300 . ?
C21 C22 1.345(9) . ?
C21 H21A 0.9300 . ?
C22 S2 1.683(7) . ?
C22 H22A 0.9300 . ?
C19A C20A 1.403(18) . ?
C19A S2A 1.660(17) . ?
C20A C21A 1.425(16) . ?
C20A H20B 0.9300 . ?
C21A C22A 1.318(14) . ?
C21A H21B 0.9300 . ?
C22A S2A 1.713(14) . ?
C22A H22B 0.9300 . ?

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
N5 Ni1 N2 175.02(13) . . ?
N5 Ni1 O2 76.52(11) . . ?
N2 Ni1 O2 98.63(11) . . ?
N5 Ni1 N1 100.61(12) . . ?
N2 Ni1 N1 78.32(12) . . ?
O2 Ni1 N1 92.30(12) . . ?
N5 Ni1 O1 104.87(11) . . ?
N2 Ni1 O1 76.28(11) . . ?
O2 Ni1 O1 93.46(11) . . ?
N1 Ni1 O1 154.52(11) . . ?
N5 Ni1 N4 78.16(11) . . ?
N2 Ni1 N4 106.70(12) . . ?
O2 Ni1 N4 154.67(11) . . ?
N1 Ni1 N4 92.85(12) . . ?
O1 Ni1 N4 92.48(11) . . ?
C7 O1 Ni1 109.7(2) . . ?
C18 O2 Ni1 109.6(2) . . ?
C1 N1 C5 118.0(3) . . ?
C1 N1 Ni1 129.7(3) . . ?
C5 N1 Ni1 112.3(2) . . ?
C6 N2 N3 122.5(3) . . ?
C6 N2 Ni1 118.3(3) . . ?
N3 N2 Ni1 119.0(2) . . ?
C7 N3 N2 108.6(3) . . ?
C12 N4 C16 118.0(3) . . ?
C12 N4 Ni1 130.5(3) . . ?
C16 N4 Ni1 111.5(2) . . ?
C17 N5 N6 122.5(3) . . ?
C17 N5 Ni1 118.6(2) . . ?
N6 N5 Ni1 118.8(2) . . ?
C18 N6 N5 108.4(3) . . ?
N1 C1 C2 123.7(4) . . ?
N1 C1 H1A 118.1 . . ?
C2 C1 H1A 118.1 . . ?
C1 C2 C3 118.2(4) . . ?
C1 C2 H2A 120.9 . . ?
C3 C2 H2A 120.9 . . ?
C4 C3 C2 119.0(4) . . ?
C4 C3 H3A 120.5 . . ?
C2 C3 H3A 120.5 . . ?
C5 C4 C3 119.0(4) . . ?
C5 C4 H4A 120.5 . . ?
C3 C4 H4A 120.5 . . ?
N1 C5 C4 122.0(4) . . ?
N1 C5 C6 114.6(3) . . ?
C4 C5 C6 123.4(3) . . ?
N2 C6 C5 116.4(3) . . ?
N2 C6 H6A 121.8 . . ?
C5 C6 H6A 121.8 . . ?
O1 C7 N3 126.3(4) . . ?
O1 C7 C8A 118.9(9) . . ?
N3 C7 C8A 114.8(9) . . ?
O1 C7 C8 119.2(4) . . ?
N3 C7 C8 114.4(4) . . ?
C9 C8 C7 127.7(7) . . ?
C9 C8 S1 111.2(5) . . ?
C7 C8 S1 121.2(5) . . ?
C8 C9 C10 114.5(7) . . ?
C8 C9 H9A 122.7 . . ?
C10 C9 H9A 122.7 . . ?
C11 C10 C9 109.2(7) . . ?
C11 C10 H10A 125.4 . . ?
C9 C10 H10A 125.4 . . ?
C10 C11 S1 114.1(5) . . ?
C10 C11 H11A 123.0 . . ?
S1 C11 H11A 123.0 . . ?
C8 S1 C11 91.0(3) . . ?
C9A C8A C7 126.1(16) . . ?
C9A C8A S1A 111.6(12) . . ?
C7 C8A S1A 122.3(14) . . ?
C8A C9A C10A 115.8(15) . . ?
C8A C9A H9AA 122.1 . . ?
C10A C9A H9AA 122.1 . . ?
C11A C10A C9A 106.1(15) . . ?
C11A C10A H10B 126.9 . . ?
C9A C10A H10B 126.9 . . ?
C10A C11A S1A 116.7(14) . . ?
C10A C11A H11B 121.6 . . ?
S1A C11A H11B 121.6 . . ?
C8A S1A C11A 89.7(9) . . ?
N4 C12 C13 123.3(4) . . ?
N4 C12 H12A 118.4 . . ?
C13 C12 H12A 118.4 . . ?
C14 C13 C12 118.4(4) . . ?
C14 C13 H13A 120.8 . . ?
C12 C13 H13A 120.8 . . ?
C15 C14 C13 119.5(4) . . ?
C15 C14 H14A 120.2 . . ?
C13 C14 H14A 120.2 . . ?
C14 C15 C16 119.1(4) . . ?
C14 C15 H15A 120.5 . . ?
C16 C15 H15A 120.5 . . ?
N4 C16 C15 121.6(3) . . ?
N4 C16 C17 115.5(3) . . ?
C15 C16 C17 122.9(3) . . ?
N5 C17 C16 116.2(3) . . ?
N5 C17 H17A 121.9 . . ?
C16 C17 H17A 121.9 . . ?
O2 C18 N6 126.4(3) . . ?
O2 C18 C19 117.9(4) . . ?
N6 C18 C19 115.7(4) . . ?
O2 C18 C19A 120.1(8) . . ?
N6 C18 C19A 113.3(8) . . ?
C20 C19 C18 127.5(8) . . ?
C20 C19 S2 110.1(6) . . ?
C18 C19 S2 121.9(5) . . ?
C19 C20 C21 114.1(9) . . ?
C19 C20 H20A 123.0 . . ?
C21 C20 H20A 123.0 . . ?
C22 C21 C20 109.6(7) . . ?
C22 C21 H21A 125.2 . . ?
C20 C21 H21A 125.2 . . ?
C21 C22 S2 113.8(6) . . ?
C21 C22 H22A 123.1 . . ?
S2 C22 H22A 123.1 . . ?
C22 S2 C19 92.1(4) . . ?
C20A C19A C18 127.5(14) . . ?
C20A C19A S2A 109.6(11) . . ?
C18 C19A S2A 121.6(13) . . ?
C19A C20A C21A 113.2(14) . . ?
C19A C20A H20B 123.4 . . ?
C21A C20A H20B 123.4 . . ?
C22A C21A C20A 109.0(14) . . ?
C22A C21A H21B 125.5 . . ?
C20A C21A H21B 125.5 . . ?
C21A C22A S2A 114.5(13) . . ?
C21A C22A H22B 122.7 . . ?
S2A C22A H22B 122.7 . . ?
C19A S2A C22A 91.3(9) . . ?

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
C6 N2 N3 C7 -177.2(3) . . . . ?
Ni1 N2 N3 C7 -2.6(4) . . . . ?
C17 N5 N6 C18 -179.3(4) . . . . ?
Ni1 N5 N6 C18 1.9(4) . . . . ?
C5 N1 C1 C2 0.2(6) . . . . ?
Ni1 N1 C1 C2 -177.5(3) . . . . ?
N1 C1 C2 C3 1.0(6) . . . . ?
C1 C2 C3 C4 -1.1(6) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C1 N1 C5 C4 -1.3(5) . . . . ?
Ni1 N1 C5 C4 176.8(3) . . . . ?
C1 N1 C5 C6 -180.0(3) . . . . ?
Ni1 N1 C5 C6 -1.9(4) . . . . ?
C3 C4 C5 N1 1.2(6) . . . . ?
C3 C4 C5 C6 179.7(4) . . . . ?
N3 N2 C6 C5 179.6(3) . . . . ?
Ni1 N2 C6 C5 4.9(5) . . . . ?
N1 C5 C6 N2 -1.8(5) . . . . ?
C4 C5 C6 N2 179.6(4) . . . . ?
Ni1 O1 C7 N3 1.6(5) . . . . ?
Ni1 O1 C7 C8A -177.6(15) . . . . ?
Ni1 O1 C7 C8 -177.0(5) . . . . ?
N2 N3 C7 O1 0.5(5) . . . . ?
N2 N3 C7 C8A 179.7(14) . . . . ?
N2 N3 C7 C8 179.1(5) . . . . ?
O1 C7 C8 C9 -4.0(11) . . . . ?
N3 C7 C8 C9 177.3(8) . . . . ?
O1 C7 C8 S1 175.9(5) . . . . ?
N3 C7 C8 S1 -2.8(9) . . . . ?
C7 C8 C9 C10 -178.9(9) . . . . ?
S1 C8 C9 C10 1.2(10) . . . . ?
C8 C9 C10 C11 -2.2(10) . . . . ?
C9 C10 C11 S1 2.2(9) . . . . ?
C9 C8 S1 C11 0.1(7) . . . . ?
C7 C8 S1 C11 -179.9(8) . . . . ?
C10 C11 S1 C8 -1.4(7) . . . . ?
O1 C7 C8A C9A 178.5(16) . . . . ?
N3 C7 C8A C9A -1(3) . . . . ?
O1 C7 C8A S1A -3(3) . . . . ?
N3 C7 C8A S1A 177.3(15) . . . . ?
C7 C8A C9A C10A 178(3) . . . . ?
S1A C8A C9A C10A 0.0(17) . . . . ?
C8A C9A C10A C11A 0.0(18) . . . . ?
C9A C10A C11A S1A 0(2) . . . . ?
C9A C8A S1A C11A -0.1(18) . . . . ?
C7 C8A S1A C11A -178(3) . . . . ?
C10A C11A S1A C8A 0(2) . . . . ?
C16 N4 C12 C13 -0.3(6) . . . . ?
Ni1 N4 C12 C13 177.6(3) . . . . ?
N4 C12 C13 C14 2.3(8) . . . . ?
C12 C13 C14 C15 -1.7(8) . . . . ?
C13 C14 C15 C16 -0.6(8) . . . . ?
C12 N4 C16 C15 -2.1(6) . . . . ?
Ni1 N4 C16 C15 179.6(4) . . . . ?
C12 N4 C16 C17 177.6(4) . . . . ?
Ni1 N4 C16 C17 -0.8(4) . . . . ?
C14 C15 C16 N4 2.6(7) . . . . ?
C14 C15 C16 C17 -177.1(5) . . . . ?
N6 N5 C17 C16 -176.8(4) . . . . ?
Ni1 N5 C17 C16 2.0(5) . . . . ?
N4 C16 C17 N5 -0.7(6) . . . . ?
C15 C16 C17 N5 178.9(4) . . . . ?
Ni1 O2 C18 N6 -5.5(5) . . . . ?
Ni1 O2 C18 C19 174.6(5) . . . . ?
Ni1 O2 C18 C19A 169.1(14) . . . . ?
N5 N6 C18 O2 2.7(6) . . . . ?
N5 N6 C18 C19 -177.4(6) . . . . ?
N5 N6 C18 C19A -172.2(13) . . . . ?
O2 C18 C19 C20 -5.9(13) . . . . ?
N6 C18 C19 C20 174.2(9) . . . . ?
O2 C18 C19 S2 -177.2(6) . . . . ?
N6 C18 C19 S2 2.9(10) . . . . ?
C18 C19 C20 C21 -176.1(10) . . . . ?
S2 C19 C20 C21 -4.0(11) . . . . ?
C19 C20 C21 C22 0.8(12) . . . . ?
C20 C21 C22 S2 2.8(11) . . . . ?
C21 C22 S2 C19 -4.4(9) . . . . ?
C20 C19 S2 C22 4.6(8) . . . . ?
C18 C19 S2 C22 177.3(8) . . . . ?
O2 C18 C19A C20A -157.4(16) . . . . ?
N6 C18 C19A C20A 18(3) . . . . ?
O2 C18 C19A S2A 9(3) . . . . ?
N6 C18 C19A S2A -176.2(15) . . . . ?
C18 C19A C20A C21A -179(3) . . . . ?
S2A C19A C20A C21A 13.8(16) . . . . ?
C19A C20A C21A C22A -5.2(18) . . . . ?
C20A C21A C22A S2A -6(2) . . . . ?
C20A C19A S2A C22A -14.0(17) . . . . ?
C18 C19A S2A C22A 178(2) . . . . ?
C21A C22A S2A C19A 12(2) . . . . ?

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
C1 H1A N6 0.93 2.57 3.249(5) 130.0 3_656 yes
C10^a H10A^a O2 0.93 2.52 3.256(8) 136.2 1_565 yes
C11^a H11A^a S1^a 0.93 2.75 3.605(7) 152.5 2_756 yes
C13 H13A N3 0.93 2.65 3.538(5) 161.1 3_766 yes
C17 H17A O1 0.93 2.63 3.361(4) 135.9 3_666 yes
C21^a H21A^a O2 0.93 2.47 3.353(9) 159.4 2_646 yes

_refine_diff_density_max         0.929
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.087

