# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2008200'
loop_
_audit_author_name
_audit_author_address
'Dongsheng Shao'
;Nanjing Tech University
China
;
_audit_update_record             
;
2020-06-05 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H11 Cu0.47 N6 Ni0.53 S4'
_chemical_formula_weight         536.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
Ni Ni 0.3393 1.1124 '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                   15.2877(9)
_cell_length_b                   17.7606(10)
_cell_length_c                   8.6077(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.554(2)
_cell_angle_gamma                90
_cell_volume                     2326.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8383
_cell_measurement_theta_min      50.166
_cell_measurement_theta_max      4.587

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_F_000             1086
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.264
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22799
_diffrn_reflns_av_unetI/netI     0.0716
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.640
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5338
_reflns_number_gt                2890
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0649P)²+0.4199P] 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         5338
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1281
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1312
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   0.942
_refine_ls_restrained_S_all      0.942
_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
Ni1 Ni 0.41989(3) 0.20884(2) 0.37139(5) 0.04396(16) Uani 0.53 1 d . . P . .
Cu1 Cu 0.41989(3) 0.20884(2) 0.37139(5) 0.04396(16) Uani 0.47 1 d . . P . .
S4 S 0.50066(6) 0.11787(5) 0.46950(11) 0.0552(3) Uani 1 1 d . . . . .
S3 S 0.50386(6) 0.29366(4) 0.48766(11) 0.0497(2) Uani 1 1 d . . . . .
S1 S 0.33444(6) 0.12489(5) 0.25668(11) 0.0573(3) Uani 1 1 d . . . . .
S2 S 0.33920(6) 0.29986(4) 0.27521(10) 0.0502(3) Uani 1 1 d . . . . .
N6 N 0.6998(2) 0.08620(19) 0.7445(4) 0.0796(10) Uani 1 1 d . . . . .
N5 N 0.6983(2) 0.31105(18) 0.7766(4) 0.0649(9) Uani 1 1 d . . . . .
N4 N 0.1311(2) 0.10861(19) -0.0122(5) 0.0871(12) Uani 1 1 d . . . . .
N3 N 0.1397(2) 0.33620(18) 0.0072(4) 0.0734(10) Uani 1 1 d . . . . .
N2 N 0.17813(19) 0.53855(14) 0.3220(3) 0.0465(7) Uani 1 1 d . . . . .
N1 N 0.0448(2) 0.94505(19) 0.3068(4) 0.0741(10) Uani 1 1 d . . . . .
C21 C 0.6463(3) 0.1205(2) 0.6758(4) 0.0565(9) Uani 1 1 d . . . . .
C19 C 0.5803(2) 0.16426(19) 0.5876(4) 0.0457(8) Uani 1 1 d . . . . .
C18 C 0.5814(2) 0.24046(19) 0.5956(3) 0.0416(8) Uani 1 1 d . . . . .
C20 C 0.6463(2) 0.27945(19) 0.6958(4) 0.0477(9) Uani 1 1 d . . . . .
C17 C 0.1858(3) 0.1395(2) 0.0625(5) 0.0603(10) Uani 1 1 d . . . . .
C15 C 0.2542(2) 0.17853(19) 0.1552(4) 0.0460(8) Uani 1 1 d . . . . .
C14 C 0.2563(2) 0.25404(19) 0.1629(4) 0.0435(8) Uani 1 1 d . . . . .
C16 C 0.1916(2) 0.30017(19) 0.0753(4) 0.0531(9) Uani 1 1 d . . . . .
C10 C 0.1602(3) 0.52449(18) 0.1701(4) 0.0566(9) Uani 1 1 d . . . . .
H9A H 0.103120 0.530503 0.123756 0.068 Uiso 1 1 calc R U . . .
C12 C 0.2244(3) 0.5015(2) 0.0824(5) 0.0683(11) Uani 1 1 d . . . . .
H10A H 0.211243 0.491984 -0.023518 0.082 Uiso 1 1 calc R U . . .
C13 C 0.3071(3) 0.4924(2) 0.1490(6) 0.0766(13) Uani 1 1 d . . . . .
H11A H 0.351531 0.477110 0.089461 0.092 Uiso 1 1 calc R U . . .
C11 C 0.3248(3) 0.5058(2) 0.3034(6) 0.0782(13) Uani 1 1 d . . . . .
H12A H 0.381458 0.499052 0.350936 0.094 Uiso 1 1 calc R U . . .
C9 C 0.2592(3) 0.52942(18) 0.3901(5) 0.0623(10) Uani 1 1 d . . . . .
H13A H 0.271416 0.538983 0.496215 0.075 Uiso 1 1 calc R U . . .
C8 C 0.1064(2) 0.56623(19) 0.4125(4) 0.0595(10) Uani 1 1 d . . . . .
H14A H 0.121402 0.556245 0.522596 0.071 Uiso 1 1 calc R U . . .
H14B H 0.052446 0.539455 0.379520 0.071 Uiso 1 1 calc R U . . .
C7 C 0.0923(2) 0.64938(19) 0.3879(4) 0.0484(9) Uani 1 1 d . . . . .
C6 C 0.0243(2) 0.6755(2) 0.2855(4) 0.0552(9) Uani 1 1 d . . . . .
H16A H -0.012854 0.641128 0.230763 0.066 Uiso 1 1 calc R U . . .
C4 C 0.0104(2) 0.7512(2) 0.2625(4) 0.0570(9) Uani 1 1 d . . . . .
H17A H -0.036122 0.768068 0.193672 0.068 Uiso 1 1 calc R U . . .
C2 C 0.0663(2) 0.80220(18) 0.3429(4) 0.0457(9) Uani 1 1 d . . . . .
C3 C 0.1349(2) 0.77708(19) 0.4468(4) 0.0505(9) Uani 1 1 d . . . . .
H19A H 0.172698 0.811310 0.500522 0.061 Uiso 1 1 calc R U . . .
C5 C 0.1467(2) 0.70081(19) 0.4696(4) 0.0503(9) Uani 1 1 d . . . . .
H20A H 0.191868 0.683728 0.541064 0.060 Uiso 1 1 calc R U . . .
C1 C 0.0535(2) 0.8822(2) 0.3209(4) 0.0551(9) Uani 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
Cu1 S2 2.1500(9) . ?
Cu1 S4 2.1555(9) . ?
Cu1 S1 2.1575(10) . ?
Cu1 S3 2.1610(9) . ?
S4 C19 1.720(3) . ?
S3 C18 1.717(3) . ?
S1 C15 1.723(3) . ?
S2 C14 1.722(3) . ?
N6 C21 1.138(4) . ?
N5 C20 1.150(4) . ?
N4 C17 1.144(4) . ?
N3 C16 1.137(4) . ?
N2 C9 1.328(4) . ?
N2 C10 1.333(4) . ?
N2 C8 1.489(4) . ?
N1 C1 1.128(4) . ?
C21 C19 1.432(5) . ?
C19 C18 1.355(5) . ?
C18 C20 1.430(5) . ?
C17 C15 1.432(5) . ?
C15 C14 1.343(5) . ?
C14 C16 1.440(5) . ?
C10 C12 1.358(5) . ?
C12 C13 1.346(5) . ?
C13 C11 1.351(5) . ?
C11 C9 1.372(5) . ?
C8 C7 1.505(4) . ?
C7 C6 1.376(5) . ?
C7 C5 1.381(5) . ?
C6 C4 1.374(5) . ?
C4 C2 1.383(5) . ?
C2 C3 1.385(4) . ?
C2 C1 1.445(5) . ?
C3 C5 1.378(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
S2 Cu1 S4 179.58(4) . . ?
S2 Cu1 S1 92.52(4) . . ?
S4 Cu1 S1 87.70(4) . . ?
S2 Cu1 S3 86.97(3) . . ?
S4 Cu1 S3 92.81(4) . . ?
S1 Cu1 S3 179.17(4) . . ?
C19 S4 Cu1 102.63(11) . . ?
C18 S3 Cu1 102.41(12) . . ?
C15 S1 Cu1 102.69(12) . . ?
C14 S2 Cu1 102.97(12) . . ?
C9 N2 C10 120.3(3) . . ?
C9 N2 C8 120.8(3) . . ?
C10 N2 C8 118.9(3) . . ?
N6 C21 C19 178.8(4) . . ?
C18 C19 C21 120.8(3) . . ?
C18 C19 S4 120.8(3) . . ?
C21 C19 S4 118.4(3) . . ?
C19 C18 C20 121.2(3) . . ?
C19 C18 S3 121.2(3) . . ?
C20 C18 S3 117.6(3) . . ?
N5 C20 C18 179.7(4) . . ?
N4 C17 C15 179.6(5) . . ?
C14 C15 C17 121.6(3) . . ?
C14 C15 S1 121.0(3) . . ?
C17 C15 S1 117.4(3) . . ?
C15 C14 C16 122.0(3) . . ?
C15 C14 S2 120.8(3) . . ?
C16 C14 S2 117.1(2) . . ?
N3 C16 C14 179.1(4) . . ?
N2 C10 C12 120.7(4) . . ?
C13 C12 C10 119.9(4) . . ?
C12 C13 C11 119.2(4) . . ?
C13 C11 C9 120.1(4) . . ?
N2 C9 C11 119.8(4) . . ?
N2 C8 C7 110.7(3) . . ?
C6 C7 C5 118.9(3) . . ?
C6 C7 C8 120.6(3) . . ?
C5 C7 C8 120.4(3) . . ?
C4 C6 C7 121.3(3) . . ?
C6 C4 C2 119.3(3) . . ?
C4 C2 C3 120.3(3) . . ?
C4 C2 C1 120.6(3) . . ?
C3 C2 C1 119.1(3) . . ?
C5 C3 C2 119.3(3) . . ?
C3 C5 C7 120.9(3) . . ?
N1 C1 C2 178.4(4) . . ?

_refine_diff_density_max         0.290
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2008206'
loop_
_audit_author_name
_audit_author_address
'Dongsheng Shao'
;Nanjing Tech University
China
;
_audit_update_record             
;
2020-06-05 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H11 Cu0.34 N6 Ni0.66 S4'
_chemical_formula_weight         535.95

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
Ni Ni 0.3393 1.1124 '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                   15.2328(6)
_cell_length_b                   17.7787(7)
_cell_length_c                   8.6132(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.3120(10)
_cell_angle_gamma                90
_cell_volume                     2322.60(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7003
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      26.86

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_F_000             1085
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.252
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23511
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.637
_diffrn_reflns_theta_max         27.526
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5332
_reflns_number_gt                3337
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0381P)²+0.4207P] 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         5332
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0771
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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 0.42066(2) 0.20917(2) 0.37156(3) 0.04386(11) Uani 0.663 1 d . . P . .
Cu1 Cu 0.42066(2) 0.20917(2) 0.37156(3) 0.04386(11) Uani 0.337 1 d . . P . .
S4 S 0.50024(4) 0.11859(3) 0.47280(7) 0.05430(17) Uani 1 1 d . . . . .
S3 S 0.50445(4) 0.29362(3) 0.48714(7) 0.04853(16) Uani 1 1 d . . . . .
S1 S 0.33647(4) 0.12541(3) 0.25507(8) 0.05578(18) Uani 1 1 d . . . . .
S2 S 0.34017(4) 0.29970(3) 0.27501(7) 0.04884(16) Uani 1 1 d . . . . .
N5 N 0.69950(17) 0.08656(13) 0.7471(3) 0.0785(7) Uani 1 1 d . . . . .
N6 N 0.69853(14) 0.31145(12) 0.7780(3) 0.0637(6) Uani 1 1 d . . . . .
N3 N 0.13260(16) 0.10905(13) -0.0131(3) 0.0862(8) Uani 1 1 d . . . . .
N4 N 0.14133(15) 0.33596(13) 0.0048(3) 0.0728(7) Uani 1 1 d . . . . .
N2 N 0.17789(13) 0.53862(9) 0.3207(2) 0.0473(5) Uani 1 1 d . . . . .
N1 N 0.04436(15) 0.94488(13) 0.3060(3) 0.0750(7) Uani 1 1 d . . . . .
C21 C 0.64610(18) 0.12093(14) 0.6776(3) 0.0567(6) Uani 1 1 d . . . . .
C19 C 0.58031(14) 0.16473(13) 0.5895(2) 0.0456(6) Uani 1 1 d . . . . .
C18 C 0.58195(14) 0.24126(13) 0.5966(2) 0.0427(5) Uani 1 1 d . . . . .
C20 C 0.64666(16) 0.28003(13) 0.6975(3) 0.0488(6) Uani 1 1 d . . . . .
C16 C 0.18739(18) 0.13982(14) 0.0612(3) 0.0585(7) Uani 1 1 d . . . . .
C15 C 0.25575(15) 0.17849(13) 0.1542(3) 0.0468(6) Uani 1 1 d . . . . .
C14 C 0.25757(14) 0.25457(13) 0.1617(2) 0.0434(5) Uani 1 1 d . . . . .
C17 C 0.19265(17) 0.29992(13) 0.0745(3) 0.0519(6) Uani 1 1 d . . . . .
C10 C 0.15982(18) 0.52467(12) 0.1688(3) 0.0555(6) Uani 1 1 d . . . . .
H9A H 0.102466 0.530540 0.123189 0.067 Uiso 1 1 calc R U . . .
C12 C 0.2241(2) 0.50201(14) 0.0800(3) 0.0700(8) Uani 1 1 d . . . . .
H10A H 0.210866 0.492900 -0.025871 0.084 Uiso 1 1 calc R U . . .
C13 C 0.3070(2) 0.49278(14) 0.1460(4) 0.0782(9) Uani 1 1 d . . . . .
H11A H 0.351461 0.477543 0.085889 0.094 Uiso 1 1 calc R U . . .
C11 C 0.3253(2) 0.50590(15) 0.3012(4) 0.0799(9) Uani 1 1 d . . . . .
H12A H 0.382181 0.499021 0.347995 0.096 Uiso 1 1 calc R U . . .
C9 C 0.25947(19) 0.52931(13) 0.3884(3) 0.0635(7) Uani 1 1 d . . . . .
H13A H 0.271727 0.538661 0.494448 0.076 Uiso 1 1 calc R U . . .
C8 C 0.10620(17) 0.56593(13) 0.4120(3) 0.0594(7) Uani 1 1 d . . . . .
H14A H 0.121434 0.555722 0.521840 0.071 Uiso 1 1 calc R U . . .
H14B H 0.052059 0.539244 0.379492 0.071 Uiso 1 1 calc R U . . .
C7 C 0.09204(16) 0.64924(13) 0.3883(3) 0.0485(6) Uani 1 1 d . . . . .
C6 C 0.02372(16) 0.67506(15) 0.2859(3) 0.0566(6) Uani 1 1 d . . . . .
H16A H -0.013709 0.640737 0.231889 0.068 Uiso 1 1 calc R U . . .
C4 C 0.01017(16) 0.75084(15) 0.2626(3) 0.0562(6) Uani 1 1 d . . . . .
H17A H -0.036035 0.767642 0.193069 0.067 Uiso 1 1 calc R U . . .
C2 C 0.06564(16) 0.80184(12) 0.3430(3) 0.0473(6) Uani 1 1 d . . . . .
C3 C 0.13466(16) 0.77681(13) 0.4461(3) 0.0502(6) Uani 1 1 d . . . . .
H19A H 0.172520 0.811043 0.499469 0.060 Uiso 1 1 calc R U . . .
C5 C 0.14659(16) 0.70057(13) 0.4688(3) 0.0513(6) Uani 1 1 d . . . . .
H20A H 0.192124 0.683565 0.539497 0.062 Uiso 1 1 calc R U . . .
C1 C 0.05319(16) 0.88181(16) 0.3213(3) 0.0561(6) Uani 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
Cu1 S2 2.1441(6) . ?
Cu1 S4 2.1512(6) . ?
Cu1 S1 2.1520(6) . ?
Cu1 S3 2.1537(6) . ?
S4 C19 1.716(2) . ?
S3 C18 1.716(2) . ?
S1 C15 1.720(2) . ?
S2 C14 1.718(2) . ?
N5 C21 1.142(3) . ?
N6 C20 1.147(3) . ?
N3 C16 1.143(3) . ?
N4 C17 1.138(3) . ?
N2 C9 1.333(3) . ?
N2 C10 1.335(3) . ?
N2 C8 1.485(3) . ?
N1 C1 1.136(3) . ?
C21 C19 1.430(3) . ?
C19 C18 1.362(3) . ?
C18 C20 1.429(3) . ?
C16 C15 1.429(3) . ?
C15 C14 1.354(3) . ?
C14 C17 1.433(3) . ?
C10 C12 1.358(3) . ?
C12 C13 1.346(4) . ?
C13 C11 1.360(4) . ?
C11 C9 1.372(4) . ?
C8 C7 1.508(3) . ?
C7 C5 1.378(3) . ?
C7 C6 1.379(3) . ?
C6 C4 1.375(3) . ?
C4 C2 1.381(3) . ?
C2 C3 1.386(3) . ?
C2 C1 1.444(3) . ?
C3 C5 1.379(3) . ?

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
S2 Cu1 S4 178.84(3) . . ?
S2 Cu1 S1 92.52(2) . . ?
S4 Cu1 S1 87.71(3) . . ?
S2 Cu1 S3 87.08(2) . . ?
S4 Cu1 S3 92.69(2) . . ?
S1 Cu1 S3 179.59(3) . . ?
C19 S4 Cu1 102.88(8) . . ?
C18 S3 Cu1 102.94(8) . . ?
C15 S1 Cu1 102.90(8) . . ?
C14 S2 Cu1 103.42(8) . . ?
C9 N2 C10 120.3(2) . . ?
C9 N2 C8 120.6(2) . . ?
C10 N2 C8 119.0(2) . . ?
N5 C21 C19 179.1(3) . . ?
C18 C19 C21 120.7(2) . . ?
C18 C19 S4 120.86(17) . . ?
C21 C19 S4 118.39(18) . . ?
C19 C18 C20 121.2(2) . . ?
C19 C18 S3 120.56(17) . . ?
C20 C18 S3 118.24(18) . . ?
N6 C20 C18 179.7(3) . . ?
N3 C16 C15 179.8(3) . . ?
C14 C15 C16 121.2(2) . . ?
C14 C15 S1 120.87(18) . . ?
C16 C15 S1 117.95(18) . . ?
C15 C14 C17 121.8(2) . . ?
C15 C14 S2 120.29(18) . . ?
C17 C14 S2 117.92(17) . . ?
N4 C17 C14 179.7(3) . . ?
N2 C10 C12 120.9(3) . . ?
C13 C12 C10 119.7(3) . . ?
C12 C13 C11 119.5(3) . . ?
C13 C11 C9 119.8(3) . . ?
N2 C9 C11 119.8(3) . . ?
N2 C8 C7 110.62(18) . . ?
C5 C7 C6 119.1(2) . . ?
C5 C7 C8 120.7(2) . . ?
C6 C7 C8 120.2(2) . . ?
C4 C6 C7 120.9(2) . . ?
C6 C4 C2 119.6(2) . . ?
C4 C2 C3 120.2(2) . . ?
C4 C2 C1 121.0(2) . . ?
C3 C2 C1 118.8(2) . . ?
C5 C3 C2 119.3(2) . . ?
C7 C5 C3 121.0(2) . . ?
N1 C1 C2 179.0(3) . . ?

_refine_diff_density_max         0.254
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_sds
_database_code_depnum_ccdc_archive 'CCDC 2008201'
loop_
_audit_author_name
_audit_author_address
'Dongsheng Shao'
;Nanjing Tech University
China
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;
_audit_creation_date             2020-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 Cu N4 S4, C13 H11 N2'
_chemical_formula_sum            'C21 H11 Cu N6 S4'
_chemical_formula_weight         539.14
_chemical_melting_point          ?
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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   15.2254(5)
_cell_length_b                   17.8123(6)
_cell_length_c                   8.6152(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.1890(10)
_cell_angle_gamma                90
_cell_volume                     2326.86(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9935
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.494
_cell_measurement_theta_min      3.432
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.319
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            23351
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         3.478
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3707
_reflns_number_total             5292
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.867
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5292
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0547
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0297P)²+6.3013P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1142
_refine_ls_wR_factor_ref         0.1368
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C9(H9), C11(H11), C13(H13), C10(H10), C12(H12), C6(H6), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Cu1 Cu 0.57879(3) 0.70952(3) 0.12821(5) 0.04212(15) Uani 1 1 d . . . . .
S1 S 0.65906(7) 0.79949(5) 0.22585(12) 0.0436(2) Uani 1 1 d . . . . .
S2 S 0.66210(7) 0.62570(6) 0.24596(13) 0.0499(3) Uani 1 1 d . . . . .
S3 S 0.49995(7) 0.61941(6) 0.02469(13) 0.0489(3) Uani 1 1 d . . . . .
S4 S 0.49525(7) 0.79392(5) 0.01307(12) 0.0430(2) Uani 1 1 d . . . . .
N5 N 0.9556(3) 0.0557(2) 0.6937(5) 0.0733(12) Uani 1 1 d . . . . .
N6 N 0.8220(2) 0.46129(17) 0.6805(4) 0.0461(8) Uani 1 1 d . . . . .
N8 N 0.8580(3) 0.8356(2) 0.4961(5) 0.0708(12) Uani 1 1 d . . . . .
N7 N 0.8661(3) 0.6093(2) 0.5136(6) 0.0806(14) Uani 1 1 d . . . . .
N10 N 0.3011(2) 0.8119(2) -0.2783(5) 0.0591(10) Uani 1 1 d . . . . .
N9 N 0.3011(3) 0.5872(2) -0.2477(5) 0.0759(12) Uani 1 1 d . . . . .
C1 C 0.9473(3) 0.1188(3) 0.6778(5) 0.0542(10) Uani 1 1 d . . . . .
C2 C 0.9350(3) 0.1986(2) 0.6567(4) 0.0439(9) Uani 1 1 d . . . . .
C3 C 0.9907(3) 0.2496(3) 0.7371(5) 0.0543(10) Uani 1 1 d . . . . .
H3 H 1.037026 0.232889 0.806180 0.065 Uiso 1 1 calc R . . . .
C5 C 0.9766(3) 0.3257(3) 0.7134(5) 0.0539(10) Uani 1 1 d . . . . .
H5 H 1.013878 0.360201 0.767116 0.065 Uiso 1 1 calc R . . . .
C7 C 0.9086(3) 0.3509(2) 0.6121(5) 0.0455(9) Uani 1 1 d . . . . .
C8 C 0.8941(3) 0.4343(2) 0.5889(5) 0.0573(11) Uani 1 1 d . . . . .
H8A H 0.948127 0.461009 0.621687 0.069 Uiso 1 1 calc R . . . .
H8B H 0.878976 0.444651 0.479241 0.069 Uiso 1 1 calc R . . . .
C9 C 0.8402(3) 0.4752(2) 0.8323(5) 0.0552(11) Uani 1 1 d . . . . .
H9 H 0.897581 0.469390 0.877474 0.066 Uiso 1 1 calc R . . . .
C11 C 0.7760(4) 0.4978(3) 0.9215(6) 0.0667(13) Uani 1 1 d . . . . .
H11 H 0.789421 0.506863 1.027348 0.080 Uiso 1 1 calc R . . . .
C13 C 0.6935(4) 0.5070(3) 0.8568(8) 0.0770(16) Uani 1 1 d . . . . .
H13 H 0.649199 0.522197 0.917491 0.092 Uiso 1 1 calc R . . . .
C10 C 0.7406(3) 0.4709(2) 0.6131(6) 0.0618(12) Uani 1 1 d . . . . .
H10 H 0.728482 0.461859 0.506988 0.074 Uiso 1 1 calc R . . . .
C12 C 0.6746(4) 0.4940(3) 0.7005(8) 0.0824(17) Uani 1 1 d . . . . .
H12 H 0.617591 0.500850 0.654103 0.099 Uiso 1 1 calc R . . . .
C6 C 0.8539(3) 0.2992(2) 0.5320(5) 0.0490(10) Uani 1 1 d . . . . .
H6 H 0.808162 0.316078 0.461712 0.059 Uiso 1 1 calc R . . . .
C4 C 0.8658(3) 0.2233(2) 0.5543(5) 0.0487(10) Uani 1 1 d . . . . .
H4 H 0.827937 0.189093 0.501292 0.058 Uiso 1 1 calc R . . . .
C15 C 0.7414(3) 0.7551(2) 0.3384(4) 0.0417(8) Uani 1 1 d . . . . .
C17 C 0.8059(3) 0.7999(2) 0.4254(5) 0.0505(10) Uani 1 1 d . . . . .
C14 C 0.7430(3) 0.6782(2) 0.3464(5) 0.0462(9) Uani 1 1 d . . . . .
C16 C 0.8117(3) 0.6402(2) 0.4401(6) 0.0554(11) Uani 1 1 d . . . . .
C18 C 0.4194(3) 0.6652(2) -0.0910(4) 0.0436(9) Uani 1 1 d . . . . .
C19 C 0.4177(2) 0.7415(2) -0.0966(4) 0.0406(8) Uani 1 1 d . . . . .
C21 C 0.3528(3) 0.7803(2) -0.1974(5) 0.0446(9) Uani 1 1 d . . . . .
C20 C 0.3543(3) 0.6220(2) -0.1783(5) 0.0527(10) Uani 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
Cu1 S1 2.1410(10) . ?
Cu1 S2 2.1528(11) . ?
Cu1 S3 2.1492(11) . ?
Cu1 S4 2.1526(11) . ?
S1 C15 1.708(4) . ?
S2 C14 1.717(4) . ?
S3 C18 1.715(4) . ?
S4 C19 1.720(4) . ?
N5 C1 1.138(6) . ?
N6 C8 1.488(5) . ?
N6 C9 1.335(5) . ?
N6 C10 1.332(6) . ?
N8 C17 1.147(5) . ?
N7 C16 1.138(6) . ?
N10 C21 1.149(5) . ?
N9 C20 1.145(5) . ?
C1 C2 1.443(6) . ?
C2 C3 1.385(6) . ?
C2 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C3 C5 1.385(6) . ?
C5 H5 0.9300 . ?
C5 C7 1.369(6) . ?
C7 C8 1.513(6) . ?
C7 C6 1.383(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9 0.9300 . ?
C9 C11 1.358(7) . ?
C11 H11 0.9300 . ?
C11 C13 1.338(8) . ?
C13 H13 0.9300 . ?
C13 C12 1.371(8) . ?
C10 H10 0.9300 . ?
C10 C12 1.373(7) . ?
C12 H12 0.9300 . ?
C6 H6 0.9300 . ?
C6 C4 1.375(6) . ?
C4 H4 0.9300 . ?
C15 C17 1.425(6) . ?
C15 C14 1.372(6) . ?
C14 C16 1.431(6) . ?
C18 C19 1.359(6) . ?
C18 C20 1.416(6) . ?
C19 C21 1.434(5) . ?

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 Cu1 S2 92.46(4) . . ?
S1 Cu1 S3 178.50(5) . . ?
S1 Cu1 S4 87.18(4) . . ?
S3 Cu1 S2 87.75(4) . . ?
S3 Cu1 S4 92.63(4) . . ?
S4 Cu1 S2 179.33(5) . . ?
C15 S1 Cu1 103.88(14) . . ?
C14 S2 Cu1 103.03(15) . . ?
C18 S3 Cu1 103.25(14) . . ?
C19 S4 Cu1 102.79(14) . . ?
C9 N6 C8 118.8(4) . . ?
C10 N6 C8 120.8(4) . . ?
C10 N6 C9 120.4(4) . . ?
N5 C1 C2 178.9(5) . . ?
C3 C2 C1 121.1(4) . . ?
C4 C2 C1 118.5(4) . . ?
C4 C2 C3 120.5(4) . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C5 119.3(4) . . ?
C5 C3 H3 120.4 . . ?
C3 C5 H5 119.6 . . ?
C7 C5 C3 120.8(4) . . ?
C7 C5 H5 119.6 . . ?
C5 C7 C8 119.9(4) . . ?
C5 C7 C6 119.2(4) . . ?
C6 C7 C8 120.9(4) . . ?
N6 C8 C7 110.7(3) . . ?
N6 C8 H8A 109.5 . . ?
N6 C8 H8B 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
N6 C9 H9 119.5 . . ?
N6 C9 C11 120.9(5) . . ?
C11 C9 H9 119.5 . . ?
C9 C11 H11 120.1 . . ?
C13 C11 C9 119.8(5) . . ?
C13 C11 H11 120.1 . . ?
C11 C13 H13 120.2 . . ?
C11 C13 C12 119.6(5) . . ?
C12 C13 H13 120.2 . . ?
N6 C10 H10 120.1 . . ?
N6 C10 C12 119.9(5) . . ?
C12 C10 H10 120.1 . . ?
C13 C12 C10 119.4(5) . . ?
C13 C12 H12 120.3 . . ?
C10 C12 H12 120.3 . . ?
C7 C6 H6 119.4 . . ?
C4 C6 C7 121.2(4) . . ?
C4 C6 H6 119.4 . . ?
C2 C4 H4 120.5 . . ?
C6 C4 C2 119.0(4) . . ?
C6 C4 H4 120.5 . . ?
C17 C15 S1 118.3(3) . . ?
C14 C15 S1 120.0(3) . . ?
C14 C15 C17 121.6(4) . . ?
N8 C17 C15 179.5(5) . . ?
C15 C14 S2 120.6(3) . . ?
C15 C14 C16 120.6(4) . . ?
C16 C14 S2 118.7(3) . . ?
N7 C16 C14 179.3(6) . . ?
C19 C18 S3 120.4(3) . . ?
C19 C18 C20 121.0(4) . . ?
C20 C18 S3 118.6(3) . . ?
C18 C19 S4 120.9(3) . . ?
C18 C19 C21 120.9(4) . . ?
C21 C19 S4 118.2(3) . . ?
N10 C21 C19 179.5(5) . . ?
N9 C20 C18 179.3(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 S1 C15 C17 -178.0(3) . . . . ?
Cu1 S1 C15 C14 0.4(3) . . . . ?
Cu1 S2 C14 C15 0.8(4) . . . . ?
Cu1 S2 C14 C16 -180.0(3) . . . . ?
Cu1 S3 C18 C19 -0.8(3) . . . . ?
Cu1 S3 C18 C20 -179.9(3) . . . . ?
Cu1 S4 C19 C18 1.7(3) . . . . ?
Cu1 S4 C19 C21 -176.6(3) . . . . ?
S1 C15 C14 S2 -0.8(5) . . . . ?
S1 C15 C14 C16 179.9(3) . . . . ?
S3 C18 C19 S4 -0.7(5) . . . . ?
S3 C18 C19 C21 177.6(3) . . . . ?
N6 C9 C11 C13 -0.7(7) . . . . ?
N6 C10 C12 C13 0.0(8) . . . . ?
C1 C2 C3 C5 180.0(4) . . . . ?
C1 C2 C4 C6 -179.4(4) . . . . ?
C2 C3 C5 C7 0.0(6) . . . . ?
C3 C2 C4 C6 0.8(6) . . . . ?
C3 C5 C7 C8 179.6(4) . . . . ?
C3 C5 C7 C6 -0.4(6) . . . . ?
C5 C7 C8 N6 -100.2(5) . . . . ?
C5 C7 C6 C4 1.1(6) . . . . ?
C7 C6 C4 C2 -1.3(6) . . . . ?
C8 N6 C9 C11 -178.0(4) . . . . ?
C8 N6 C10 C12 178.4(4) . . . . ?
C8 C7 C6 C4 -179.0(4) . . . . ?
C9 N6 C8 C7 80.8(5) . . . . ?
C9 N6 C10 C12 -1.0(6) . . . . ?
C9 C11 C13 C12 -0.4(8) . . . . ?
C11 C13 C12 C10 0.8(8) . . . . ?
C10 N6 C8 C7 -98.7(5) . . . . ?
C10 N6 C9 C11 1.4(6) . . . . ?
C6 C7 C8 N6 79.8(5) . . . . ?
C4 C2 C3 C5 -0.2(6) . . . . ?
C17 C15 C14 S2 177.6(3) . . . . ?
C17 C15 C14 C16 -1.7(6) . . . . ?
C20 C18 C19 S4 178.4(3) . . . . ?
C20 C18 C19 C21 -3.3(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2162963'
loop_
_audit_author_name
_audit_author_address
'Dongsheng Shao'
;Nanjing Tech University
China
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-06-22 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         ?
_chemical_formula_sum            'C21 H11 Cu0.01 N6 Ni0.99 S4'
_chemical_formula_weight         534.36

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'
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'
Ni Ni 0.3393 1.1124 '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/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                   15.2201(9)
_cell_length_b                   17.8167(10)
_cell_length_c                   8.6161(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.1822(19)
_cell_angle_gamma                90
_cell_volume                     2326.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9972
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      27.46

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.215
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34729
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.635
_diffrn_reflns_theta_max         27.527
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5339
_reflns_number_gt                3856
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0257P)²+3.6816P] 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         5339
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1146
_refine_ls_wR_factor_gt          0.0941
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_restrained_S_all      1.111
_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 0.57872(3) 0.70957(2) 0.12851(5) 0.03995(12) Uani 0.99 1 d . . P . .
Cu1 Cu 0.57872(3) 0.70957(2) 0.12851(5) 0.03995(12) Uani 0.01 1 d . . P . .
S3 S 0.50003(6) 0.61946(5) 0.02469(11) 0.0501(2) Uani 1 1 d . . . . .
S4 S 0.49521(6) 0.79387(4) 0.01334(10) 0.04450(19) Uani 1 1 d . . . . .
S2 S 0.66192(6) 0.62580(5) 0.24646(11) 0.0511(2) Uani 1 1 d . . . . .
S1 S 0.65903(6) 0.79955(4) 0.22587(10) 0.0448(2) Uani 1 1 d . . . . .
N5 N 0.3011(3) 0.5872(2) -0.2485(4) 0.0770(10) Uani 1 1 d . . . . .
N6 N 0.3013(2) 0.81183(18) -0.2785(4) 0.0601(8) Uani 1 1 d . . . . .
N3 N 0.8658(3) 0.6095(2) 0.5140(5) 0.0831(12) Uani 1 1 d . . . . .
N4 N 0.8579(2) 0.83547(19) 0.4965(4) 0.0718(10) Uani 1 1 d . . . . .
N2 N 0.8220(2) 0.46140(14) 0.6804(3) 0.0472(6) Uani 1 1 d . . . . .
N1 N 0.9560(2) 0.0555(2) 0.6938(4) 0.0745(10) Uani 1 1 d . . . . .
C18 C 0.4196(2) 0.66519(19) -0.0910(4) 0.0448(7) Uani 1 1 d . . . . .
C20 C 0.3543(3) 0.6215(2) -0.1789(4) 0.0534(8) Uani 1 1 d . . . . .
C19 C 0.4179(2) 0.74158(19) -0.0967(3) 0.0418(7) Uani 1 1 d . . . . .
C21 C 0.3528(2) 0.78067(19) -0.1973(4) 0.0454(7) Uani 1 1 d . . . . .
C14 C 0.7426(2) 0.6784(2) 0.3471(4) 0.0471(8) Uani 1 1 d . . . . .
C16 C 0.8115(3) 0.64019(19) 0.4409(5) 0.0568(9) Uani 1 1 d . . . . .
C15 C 0.7411(2) 0.75502(19) 0.3392(4) 0.0431(7) Uani 1 1 d . . . . .
C17 C 0.8061(2) 0.80014(19) 0.4262(4) 0.0510(8) Uani 1 1 d . . . . .
C13 C 0.6929(3) 0.5070(2) 0.8561(6) 0.0787(14) Uani 1 1 d . . . . .
H9 H 0.648497 0.522186 0.916595 0.094 Uiso 1 1 calc R U . . .
C11 C 0.7763(3) 0.4978(2) 0.9219(5) 0.0684(11) Uani 1 1 d . . . . .
H10 H 0.789704 0.506887 1.027658 0.082 Uiso 1 1 calc R U . . .
C9 C 0.8404(3) 0.47518(19) 0.8324(4) 0.0559(9) Uani 1 1 d . . . . .
H11 H 0.897799 0.469185 0.877480 0.067 Uiso 1 1 calc R U . . .
C8 C 0.8939(3) 0.4342(2) 0.5882(4) 0.0588(9) Uani 1 1 d . . . . .
H12A H 0.947950 0.460952 0.620348 0.071 Uiso 1 1 calc R U . . .
H12B H 0.878436 0.444386 0.478583 0.071 Uiso 1 1 calc R U . . .
C7 C 0.9085(2) 0.35101(19) 0.6115(4) 0.0476(8) Uani 1 1 d . . . . .
C6 C 0.8535(2) 0.2992(2) 0.5316(4) 0.0504(8) Uani 1 1 d . . . . .
H14 H 0.807590 0.316039 0.461692 0.060 Uiso 1 1 calc R U . . .
C4 C 0.8656(2) 0.2232(2) 0.5538(4) 0.0499(8) Uani 1 1 d . . . . .
H15 H 0.827914 0.188909 0.500735 0.060 Uiso 1 1 calc R U . . .
C2 C 0.9350(2) 0.19879(19) 0.6566(4) 0.0460(7) Uani 1 1 d . . . . .
C1 C 0.9475(2) 0.1189(2) 0.6781(4) 0.0551(9) Uani 1 1 d . . . . .
C10 C 0.7403(3) 0.4709(2) 0.6131(5) 0.0644(10) Uani 1 1 d . . . . .
H18 H 0.728279 0.461784 0.507070 0.077 Uiso 1 1 calc R U . . .
C12 C 0.6742(3) 0.4939(2) 0.6997(7) 0.0818(14) Uani 1 1 d . . . . .
H19 H 0.617176 0.500567 0.653053 0.098 Uiso 1 1 calc R U . . .
C5 C 0.9769(2) 0.3255(2) 0.7133(4) 0.0567(9) Uani 1 1 d . . . . .
H20 H 1.014201 0.359936 0.766904 0.068 Uiso 1 1 calc R U . . .
C3 C 0.9909(2) 0.2496(2) 0.7372(4) 0.0561(9) Uani 1 1 d . . . . .
H21 H 1.037223 0.232900 0.806361 0.067 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
Ni1 S1 2.1407(9) . ?
Ni1 S3 2.1490(9) . ?
Ni1 S4 2.1514(9) . ?
Ni1 S2 2.1521(9) . ?
S3 C18 1.713(3) . ?
S4 C19 1.718(3) . ?
S2 C14 1.717(4) . ?
S1 C15 1.710(3) . ?
N5 C20 1.141(5) . ?
N6 C21 1.146(4) . ?
N3 C16 1.133(5) . ?
N4 C17 1.140(5) . ?
N2 C10 1.334(5) . ?
N2 C9 1.338(4) . ?
N2 C8 1.489(4) . ?
N1 C1 1.144(5) . ?
C18 C19 1.362(5) . ?
C18 C20 1.425(5) . ?
C19 C21 1.436(5) . ?
C14 C15 1.367(5) . ?
C14 C16 1.437(5) . ?
C15 C17 1.432(5) . ?
C13 C11 1.353(6) . ?
C13 C12 1.372(7) . ?
C13 H9 0.9300 . ?
C11 C9 1.357(5) . ?
C11 H10 0.9300 . ?
C9 H11 0.9300 . ?
C8 C7 1.509(5) . ?
C8 H12A 0.9700 . ?
C8 H12B 0.9700 . ?
C7 C5 1.376(5) . ?
C7 C6 1.387(5) . ?
C6 C4 1.377(5) . ?
C6 H14 0.9300 . ?
C4 C2 1.386(5) . ?
C4 H15 0.9300 . ?
C2 C3 1.386(5) . ?
C2 C1 1.445(5) . ?
C10 C12 1.369(6) . ?
C10 H18 0.9300 . ?
C12 H19 0.9300 . ?
C5 C3 1.382(5) . ?
C5 H20 0.9300 . ?
C3 H21 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
S1 Ni1 S3 178.33(4) . . ?
S1 Ni1 S4 87.17(3) . . ?
S3 Ni1 S4 92.62(4) . . ?
S1 Ni1 S2 92.49(3) . . ?
S3 Ni1 S2 87.74(4) . . ?
S4 Ni1 S2 179.29(4) . . ?
C18 S3 Ni1 103.24(12) . . ?
C19 S4 Ni1 102.87(12) . . ?
C14 S2 Ni1 102.91(12) . . ?
C15 S1 Ni1 103.79(12) . . ?
C10 N2 C9 120.4(3) . . ?
C10 N2 C8 120.7(3) . . ?
C9 N2 C8 118.9(3) . . ?
C19 C18 C20 121.1(3) . . ?
C19 C18 S3 120.4(3) . . ?
C20 C18 S3 118.5(3) . . ?
N5 C20 C18 179.0(5) . . ?
C18 C19 C21 121.1(3) . . ?
C18 C19 S4 120.8(3) . . ?
C21 C19 S4 118.1(3) . . ?
N6 C21 C19 179.5(4) . . ?
C15 C14 C16 120.6(3) . . ?
C15 C14 S2 120.8(3) . . ?
C16 C14 S2 118.5(3) . . ?
N3 C16 C14 179.4(5) . . ?
C14 C15 C17 121.8(3) . . ?
C14 C15 S1 120.0(3) . . ?
C17 C15 S1 118.2(2) . . ?
N4 C17 C15 179.3(4) . . ?
C11 C13 C12 119.6(4) . . ?
C11 C13 H9 120.2 . . ?
C12 C13 H9 120.2 . . ?
C13 C11 C9 119.6(4) . . ?
C13 C11 H10 120.2 . . ?
C9 C11 H10 120.2 . . ?
N2 C9 C11 120.9(4) . . ?
N2 C9 H11 119.6 . . ?
C11 C9 H11 119.6 . . ?
N2 C8 C7 110.9(3) . . ?
N2 C8 H12A 109.5 . . ?
C7 C8 H12A 109.5 . . ?
N2 C8 H12B 109.5 . . ?
C7 C8 H12B 109.5 . . ?
H12A C8 H12B 108.1 . . ?
C5 C7 C6 119.0(3) . . ?
C5 C7 C8 120.2(3) . . ?
C6 C7 C8 120.8(3) . . ?
C4 C6 C7 121.2(3) . . ?
C4 C6 H14 119.4 . . ?
C7 C6 H14 119.4 . . ?
C6 C4 C2 118.9(3) . . ?
C6 C4 H15 120.6 . . ?
C2 C4 H15 120.6 . . ?
C4 C2 C3 120.9(3) . . ?
C4 C2 C1 118.4(3) . . ?
C3 C2 C1 120.8(3) . . ?
N1 C1 C2 178.8(4) . . ?
N2 C10 C12 120.3(4) . . ?
N2 C10 H18 119.9 . . ?
C12 C10 H18 119.9 . . ?
C10 C12 C13 119.2(5) . . ?
C10 C12 H19 120.4 . . ?
C13 C12 H19 120.4 . . ?
C7 C5 C3 121.1(4) . . ?
C7 C5 H20 119.5 . . ?
C3 C5 H20 119.5 . . ?
C5 C3 C2 119.0(3) . . ?
C5 C3 H21 120.5 . . ?
C2 C3 H21 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 S3 C18 C19 -0.7(3) . . . . ?
Ni1 S3 C18 C20 -179.9(2) . . . . ?
C20 C18 C19 C21 -3.1(5) . . . . ?
S3 C18 C19 C21 177.7(2) . . . . ?
C20 C18 C19 S4 178.4(2) . . . . ?
S3 C18 C19 S4 -0.8(4) . . . . ?
Ni1 S4 C19 C18 1.8(3) . . . . ?
Ni1 S4 C19 C21 -176.7(2) . . . . ?
Ni1 S2 C14 C15 0.7(3) . . . . ?
Ni1 S2 C14 C16 -179.8(3) . . . . ?
C16 C14 C15 C17 -1.7(5) . . . . ?
S2 C14 C15 C17 177.9(3) . . . . ?
C16 C14 C15 S1 179.6(3) . . . . ?
S2 C14 C15 S1 -0.9(4) . . . . ?
Ni1 S1 C15 C14 0.6(3) . . . . ?
Ni1 S1 C15 C17 -178.2(2) . . . . ?
C12 C13 C11 C9 -0.4(6) . . . . ?
C10 N2 C9 C11 1.1(5) . . . . ?
C8 N2 C9 C11 -177.9(3) . . . . ?
C13 C11 C9 N2 -0.5(6) . . . . ?
C10 N2 C8 C7 -98.7(4) . . . . ?
C9 N2 C8 C7 80.4(4) . . . . ?
N2 C8 C7 C5 -99.8(4) . . . . ?
N2 C8 C7 C6 79.9(4) . . . . ?
C5 C7 C6 C4 0.7(5) . . . . ?
C8 C7 C6 C4 -179.0(3) . . . . ?
C7 C6 C4 C2 -0.9(5) . . . . ?
C6 C4 C2 C3 0.7(5) . . . . ?
C6 C4 C2 C1 -179.6(3) . . . . ?
C9 N2 C10 C12 -0.8(5) . . . . ?
C8 N2 C10 C12 178.2(3) . . . . ?
N2 C10 C12 C13 0.0(6) . . . . ?
C11 C13 C12 C10 0.7(7) . . . . ?
C6 C7 C5 C3 -0.3(5) . . . . ?
C8 C7 C5 C3 179.4(3) . . . . ?
C7 C5 C3 C2 0.1(5) . . . . ?
C4 C2 C3 C5 -0.3(5) . . . . ?
C1 C2 C3 C5 180.0(3) . . . . ?

_refine_diff_density_max         0.761
_refine_diff_density_min         -0.547
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_1_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2008202'
loop_
_audit_author_name
_audit_author_address
'Dongsheng Shao'
;Nanjing Tech University
China
;
_audit_update_record             
;
2022-04-03 deposited with the CCDC.	2022-06-22 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         ?
_chemical_formula_sum            'C21 H11 Cu0.03 N6 Ni0.97 S4'
_chemical_formula_weight         534.45

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'
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'
Ni Ni 0.3393 1.1124 '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/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                   15.218(3)
_cell_length_b                   17.811(3)
_cell_length_c                   8.6127(14)
_cell_angle_alpha                90
_cell_angle_beta                 95.158(5)
_cell_angle_gamma                90
_cell_volume                     2324.9(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3482
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      24.13

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.218
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34890
_diffrn_reflns_av_unetI/netI     0.1082
_diffrn_reflns_av_R_equivalents  0.1319
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.688
_diffrn_reflns_theta_max         27.487
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5328
_reflns_number_gt                2752
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0257P)²+3.6816P] 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         5328
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1703
_refine_ls_R_factor_gt           0.0774
_refine_ls_wR_factor_ref         0.1279
_refine_ls_wR_factor_gt          0.1057
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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 0.57882(5) 0.70948(4) 0.12870(8) 0.03706(19) Uani 0.97 1 d . . P . .
Cu1 Cu 0.57882(5) 0.70948(4) 0.12870(8) 0.03706(19) Uani 0.03 1 d . . P . .
S3 S 0.50020(10) 0.61912(8) 0.02565(17) 0.0479(4) Uani 1 1 d . . . . .
S4 S 0.49484(9) 0.79362(8) 0.01283(16) 0.0437(4) Uani 1 1 d . . . . .
S2 S 0.66213(10) 0.62627(8) 0.24693(17) 0.0488(4) Uani 1 1 d . . . . .
S1 S 0.65893(9) 0.79998(7) 0.22504(16) 0.0429(4) Uani 1 1 d . . . . .
N5 N 0.3015(4) 0.5867(3) -0.2485(6) 0.0738(17) Uani 1 1 d . . . . .
N6 N 0.3015(3) 0.8112(3) -0.2790(6) 0.0579(14) Uani 1 1 d . . . . .
N3 N 0.8662(4) 0.6097(3) 0.5158(7) 0.0802(19) Uani 1 1 d . . . . .
N4 N 0.8578(4) 0.8360(3) 0.4963(6) 0.0688(16) Uani 1 1 d . . . . .
N2 N 0.8219(3) 0.4614(2) 0.6802(5) 0.0404(11) Uani 1 1 d . . . . .
N1 N 0.9556(3) 0.0551(3) 0.6945(6) 0.0685(16) Uani 1 1 d . . . . .
C18 C 0.4206(4) 0.6646(3) -0.0901(6) 0.0391(13) Uani 1 1 d . . . . .
C20 C 0.3550(4) 0.6212(3) -0.1781(6) 0.0477(15) Uani 1 1 d . . . . .
C19 C 0.4179(3) 0.7414(3) -0.0976(6) 0.0373(13) Uani 1 1 d . . . . .
C21 C 0.3527(4) 0.7807(3) -0.1968(6) 0.0424(13) Uani 1 1 d . . . . .
C14 C 0.7434(4) 0.6780(3) 0.3478(6) 0.0441(14) Uani 1 1 d . . . . .
C16 C 0.8120(4) 0.6395(3) 0.4411(7) 0.0516(15) Uani 1 1 d . . . . .
C15 C 0.7413(3) 0.7554(3) 0.3390(6) 0.0383(13) Uani 1 1 d . . . . .
C17 C 0.8077(4) 0.8005(3) 0.4276(7) 0.0454(14) Uani 1 1 d . . . . .
C13 C 0.6927(5) 0.5069(3) 0.8550(10) 0.073(2) Uani 1 1 d . . . . .
H9 H 0.648245 0.522074 0.915340 0.087 Uiso 1 1 calc R U . . .
C11 C 0.7761(6) 0.4975(3) 0.9208(8) 0.0657(19) Uani 1 1 d . . . . .
H10 H 0.789339 0.506512 1.026659 0.079 Uiso 1 1 calc R U . . .
C9 C 0.8404(4) 0.4749(3) 0.8311(7) 0.0504(15) Uani 1 1 d . . . . .
H11 H 0.897870 0.468844 0.876079 0.060 Uiso 1 1 calc R U . . .
C8 C 0.8935(4) 0.4338(3) 0.5878(6) 0.0550(16) Uani 1 1 d . . . . .
H12A H 0.947604 0.460791 0.618818 0.066 Uiso 1 1 calc R U . . .
H12B H 0.877710 0.443509 0.478045 0.066 Uiso 1 1 calc R U . . .
C7 C 0.9087(4) 0.3510(3) 0.6122(6) 0.0441(14) Uani 1 1 d . . . . .
C6 C 0.8546(4) 0.3002(3) 0.5314(6) 0.0468(14) Uani 1 1 d . . . . .
H14 H 0.809407 0.317495 0.460653 0.056 Uiso 1 1 calc R U . . .
C4 C 0.8657(3) 0.2232(3) 0.5529(6) 0.0422(14) Uani 1 1 d . . . . .
H15 H 0.827734 0.189396 0.499026 0.051 Uiso 1 1 calc R U . . .
C2 C 0.9349(3) 0.1978(3) 0.6565(6) 0.0413(13) Uani 1 1 d . . . . .
C1 C 0.9478(4) 0.1180(4) 0.6786(6) 0.0496(15) Uani 1 1 d . . . . .
C10 C 0.7404(4) 0.4705(3) 0.6131(7) 0.0548(16) Uani 1 1 d . . . . .
H18 H 0.728230 0.460962 0.507178 0.066 Uiso 1 1 calc R U . . .
C12 C 0.6745(4) 0.4939(3) 0.6996(10) 0.068(2) Uani 1 1 d . . . . .
H19 H 0.617621 0.500895 0.652656 0.081 Uiso 1 1 calc R U . . .
C5 C 0.9773(4) 0.3252(3) 0.7144(7) 0.0515(16) Uani 1 1 d . . . . .
H20 H 1.014727 0.359262 0.768830 0.062 Uiso 1 1 calc R U . . .
C3 C 0.9905(4) 0.2492(3) 0.7362(6) 0.0511(16) Uani 1 1 d . . . . .
H21 H 1.037034 0.232295 0.804782 0.061 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
Ni1 S1 2.1427(15) . ?
Ni1 S3 2.1490(16) . ?
Ni1 S4 2.1554(16) . ?
Ni1 S2 2.1468(16) . ?
S3 C18 1.703(5) . ?
S4 C19 1.715(5) . ?
S2 C14 1.716(6) . ?
S1 C15 1.716(5) . ?
N5 C20 1.147(6) . ?
N6 C21 1.142(6) . ?
N3 C16 1.132(7) . ?
N4 C17 1.119(6) . ?
N2 C10 1.331(6) . ?
N2 C9 1.327(6) . ?
N2 C8 1.489(6) . ?
N1 C1 1.135(7) . ?
C18 C19 1.369(6) . ?
C18 C20 1.427(7) . ?
C19 C21 1.433(7) . ?
C14 C15 1.380(6) . ?
C14 C16 1.433(8) . ?
C15 C17 1.452(7) . ?
C13 C11 1.352(8) . ?
C13 C12 1.362(9) . ?
C13 H9 0.9300 . ?
C11 C9 1.362(8) . ?
C11 H10 0.9300 . ?
C9 H11 0.9300 . ?
C8 C7 1.505(7) . ?
C8 H12A 0.9700 . ?
C8 H12B 0.9700 . ?
C7 C5 1.383(7) . ?
C7 C6 1.369(7) . ?
C6 C4 1.391(7) . ?
C6 H14 0.9300 . ?
C4 C2 1.393(7) . ?
C4 H15 0.9300 . ?
C2 C3 1.385(7) . ?
C2 C1 1.445(8) . ?
C10 C12 1.367(8) . ?
C10 H18 0.9300 . ?
C12 H19 0.9300 . ?
C5 C3 1.379(7) . ?
C5 H20 0.9300 . ?
C3 H21 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
S1 Ni1 S3 178.30(7) . . ?
S1 Ni1 S4 87.09(6) . . ?
S3 Ni1 S4 92.56(6) . . ?
S1 Ni1 S2 92.55(6) . . ?
S3 Ni1 S2 87.82(6) . . ?
S4 Ni1 S2 179.27(7) . . ?
C18 S3 Ni1 103.03(18) . . ?
C19 S4 Ni1 103.09(18) . . ?
C14 S2 Ni1 103.75(18) . . ?
C15 S1 Ni1 103.54(18) . . ?
C10 N2 C9 120.7(5) . . ?
C10 N2 C8 120.4(5) . . ?
C9 N2 C8 118.8(5) . . ?
C19 C18 C20 120.0(5) . . ?
C19 C18 S3 121.3(4) . . ?
C20 C18 S3 118.7(4) . . ?
N5 C20 C18 179.3(7) . . ?
C18 C19 C21 122.2(5) . . ?
C18 C19 S4 119.9(4) . . ?
C21 C19 S4 117.8(4) . . ?
N6 C21 C19 178.3(6) . . ?
C15 C14 C16 121.4(5) . . ?
C15 C14 S2 119.7(4) . . ?
C16 C14 S2 118.8(4) . . ?
N3 C16 C14 179.3(7) . . ?
C14 C15 C17 120.7(5) . . ?
C14 C15 S1 120.4(4) . . ?
C17 C15 S1 118.8(4) . . ?
N4 C17 C15 178.9(6) . . ?
C11 C13 C12 119.4(7) . . ?
C11 C13 H9 120.3 . . ?
C12 C13 H9 120.3 . . ?
C13 C11 C9 119.6(6) . . ?
C13 C11 H10 120.2 . . ?
C9 C11 H10 120.2 . . ?
N2 C9 C11 120.6(6) . . ?
N2 C9 H11 119.7 . . ?
C11 C9 H11 119.7 . . ?
N2 C8 C7 111.1(4) . . ?
N2 C8 H12A 109.4 . . ?
C7 C8 H12A 109.4 . . ?
N2 C8 H12B 109.4 . . ?
C7 C8 H12B 109.4 . . ?
H12A C8 H12B 108.0 . . ?
C5 C7 C6 119.2(5) . . ?
C5 C7 C8 120.8(5) . . ?
C6 C7 C8 120.0(5) . . ?
C4 C6 C7 121.5(5) . . ?
C4 C6 H14 119.2 . . ?
C7 C6 H14 119.2 . . ?
C6 C4 C2 118.8(5) . . ?
C6 C4 H15 120.6 . . ?
C2 C4 H15 120.6 . . ?
C3 C2 C4 119.7(5) . . ?
C3 C2 C1 120.9(5) . . ?
C4 C2 C1 119.3(5) . . ?
N1 C1 C2 178.1(7) . . ?
N2 C10 C12 120.1(6) . . ?
N2 C10 H18 119.9 . . ?
C12 C10 H18 119.9 . . ?
C10 C12 C13 119.5(6) . . ?
C10 C12 H19 120.2 . . ?
C13 C12 H19 120.2 . . ?
C7 C5 C3 120.4(5) . . ?
C7 C5 H20 119.8 . . ?
C3 C5 H20 119.8 . . ?
C5 C3 C2 120.4(5) . . ?
C5 C3 H21 119.8 . . ?
C2 C3 H21 119.8 . . ?

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
Ni1 S3 C18 C19 -0.9(5) . . . . ?
Ni1 S3 C18 C20 -179.8(4) . . . . ?
C20 C18 C19 C21 -2.6(8) . . . . ?
S3 C18 C19 C21 178.6(4) . . . . ?
C20 C18 C19 S4 178.0(4) . . . . ?
S3 C18 C19 S4 -0.8(7) . . . . ?
Ni1 S4 C19 C18 2.1(5) . . . . ?
Ni1 S4 C19 C21 -177.3(4) . . . . ?
Ni1 S2 C14 C15 0.8(5) . . . . ?
Ni1 S2 C14 C16 -179.7(4) . . . . ?
C16 C14 C15 C17 -1.5(9) . . . . ?
S2 C14 C15 C17 177.9(4) . . . . ?
C16 C14 C15 S1 179.4(5) . . . . ?
S2 C14 C15 S1 -1.2(7) . . . . ?
Ni1 S1 C15 C14 0.8(5) . . . . ?
Ni1 S1 C15 C17 -178.2(4) . . . . ?
C12 C13 C11 C9 -0.4(9) . . . . ?
C10 N2 C9 C11 0.8(8) . . . . ?
C8 N2 C9 C11 -177.6(5) . . . . ?
C13 C11 C9 N2 -0.5(9) . . . . ?
C10 N2 C8 C7 -98.8(6) . . . . ?
C9 N2 C8 C7 79.5(6) . . . . ?
N2 C8 C7 C5 -99.5(6) . . . . ?
N2 C8 C7 C6 81.1(6) . . . . ?
C5 C7 C6 C4 1.7(8) . . . . ?
C8 C7 C6 C4 -178.9(5) . . . . ?
C7 C6 C4 C2 -1.5(8) . . . . ?
C6 C4 C2 C3 0.3(8) . . . . ?
C6 C4 C2 C1 -179.3(5) . . . . ?
C9 N2 C10 C12 -0.1(8) . . . . ?
C8 N2 C10 C12 178.2(5) . . . . ?
N2 C10 C12 C13 -0.8(9) . . . . ?
C11 C13 C12 C10 1.0(10) . . . . ?
C6 C7 C5 C3 -0.7(9) . . . . ?
C8 C7 C5 C3 179.9(5) . . . . ?
C7 C5 C3 C2 -0.4(9) . . . . ?
C4 C2 C3 C5 0.6(9) . . . . ?
C1 C2 C3 C5 -179.8(5) . . . . ?

_refine_diff_density_max         0.408
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.075

####################################################################### 
# 
# 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_1_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2008203'
loop_
_audit_author_name
_audit_author_address
'Dongsheng Shao'
;Nanjing Tech University
China
;
_audit_update_record             
;
2022-04-03 deposited with the CCDC.	2022-06-22 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         ?
_chemical_formula_sum            'C21 H11 Cu0.12 N6 Ni0.88 S4'
_chemical_formula_weight         534.89

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'
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'
Ni Ni 0.3393 1.1124 '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/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                   15.2192(10)
_cell_length_b                   17.8077(10)
_cell_length_c                   8.6201(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.180(2)
_cell_angle_gamma                90
_cell_volume                     2326.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7488
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      27.47

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    1.227
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34420
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.634
_diffrn_reflns_theta_max         27.522
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5345
_reflns_number_gt                3239
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0284P)²+1.3769P] 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         5345
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.0949
_refine_ls_wR_factor_gt          0.0770
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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 0.57877(2) 0.70946(2) 0.12858(4) 0.04133(12) Uani 0.88 1 d . . P . .
Cu1 Cu 0.57877(2) 0.70946(2) 0.12858(4) 0.04133(12) Uani 0.12 1 d . . P . .
S3 S 0.50001(5) 0.61924(4) 0.02528(10) 0.0511(2) Uani 1 1 d . . . . .
S4 S 0.49516(5) 0.79371(4) 0.01337(9) 0.04544(19) Uani 1 1 d . . . . .
S2 S 0.66214(5) 0.62593(4) 0.24645(10) 0.0523(2) Uani 1 1 d . . . . .
S1 S 0.65903(5) 0.79960(4) 0.22546(9) 0.0458(2) Uani 1 1 d . . . . .
N5 N 0.3007(2) 0.58706(17) -0.2489(4) 0.0774(9) Uani 1 1 d . . . . .
N6 N 0.30138(18) 0.81169(15) -0.2789(3) 0.0607(7) Uani 1 1 d . . . . .
N3 N 0.8662(2) 0.60928(17) 0.5143(4) 0.0836(10) Uani 1 1 d . . . . .
N4 N 0.8576(2) 0.83574(16) 0.4963(4) 0.0711(9) Uani 1 1 d . . . . .
N2 N 0.82209(17) 0.46143(12) 0.6803(3) 0.0461(6) Uani 1 1 d . . . . .
N1 N 0.9557(2) 0.05524(17) 0.6940(3) 0.0731(9) Uani 1 1 d . . . . .
C18 C 0.41969(19) 0.66546(16) -0.0906(3) 0.0444(7) Uani 1 1 d . . . . .
C20 C 0.3543(2) 0.62137(18) -0.1790(4) 0.0539(8) Uani 1 1 d . . . . .
C19 C 0.41777(18) 0.74171(17) -0.0965(3) 0.0408(7) Uani 1 1 d . . . . .
C21 C 0.3526(2) 0.78062(16) -0.1977(4) 0.0459(7) Uani 1 1 d . . . . .
C14 C 0.74315(19) 0.67881(16) 0.3474(3) 0.0441(7) Uani 1 1 d . . . . .
C16 C 0.8117(2) 0.63972(17) 0.4406(4) 0.0562(8) Uani 1 1 d . . . . .
C15 C 0.74127(19) 0.75494(16) 0.3393(3) 0.0414(7) Uani 1 1 d . . . . .
C17 C 0.8065(2) 0.80010(17) 0.4271(4) 0.0502(8) Uani 1 1 d . . . . .
C13 C 0.6929(3) 0.50683(19) 0.8555(6) 0.0786(12) Uani 1 1 d . . . . .
H9 H 0.648399 0.521788 0.915884 0.094 Uiso 1 1 calc R U . . .
C11 C 0.7760(3) 0.49779(18) 0.9214(4) 0.0690(10) Uani 1 1 d . . . . .
H10 H 0.789258 0.507036 1.027117 0.083 Uiso 1 1 calc R U . . .
C9 C 0.8402(2) 0.47510(16) 0.8324(4) 0.0546(8) Uani 1 1 d . . . . .
H11 H 0.897554 0.468992 0.877696 0.066 Uiso 1 1 calc R U . . .
C8 C 0.8935(2) 0.43411(17) 0.5884(4) 0.0591(9) Uani 1 1 d . . . . .
H12A H 0.947588 0.461034 0.620004 0.071 Uiso 1 1 calc R U . . .
H12B H 0.877861 0.444174 0.478842 0.071 Uiso 1 1 calc R U . . .
C7 C 0.9087(2) 0.35084(17) 0.6118(4) 0.0480(8) Uani 1 1 d . . . . .
C6 C 0.8540(2) 0.29963(17) 0.5314(4) 0.0509(8) Uani 1 1 d . . . . .
H14 H 0.808460 0.316771 0.461125 0.061 Uiso 1 1 calc R U . . .
C4 C 0.8656(2) 0.22333(17) 0.5534(3) 0.0486(8) Uani 1 1 d . . . . .
H15 H 0.827771 0.189235 0.499906 0.058 Uiso 1 1 calc R U . . .
C2 C 0.9348(2) 0.19838(16) 0.6565(3) 0.0459(7) Uani 1 1 d . . . . .
C1 C 0.9474(2) 0.1185(2) 0.6781(4) 0.0540(8) Uani 1 1 d . . . . .
C10 C 0.7402(2) 0.47071(17) 0.6132(4) 0.0624(9) Uani 1 1 d . . . . .
H18 H 0.727950 0.461324 0.507304 0.075 Uiso 1 1 calc R U . . .
C12 C 0.6743(3) 0.4940(2) 0.6996(6) 0.0793(12) Uani 1 1 d . . . . .
H19 H 0.617422 0.500952 0.652960 0.095 Uiso 1 1 calc R U . . .
C5 C 0.9768(2) 0.32533(19) 0.7136(4) 0.0574(9) Uani 1 1 d . . . . .
H20 H 1.014313 0.359651 0.767268 0.069 Uiso 1 1 calc R U . . .
C3 C 0.9904(2) 0.24935(19) 0.7372(4) 0.0559(8) Uani 1 1 d . . . . .
H21 H 1.036443 0.232548 0.806774 0.067 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
Ni1 S1 2.1405(8) . ?
Ni1 S3 2.1489(8) . ?
Ni1 S2 2.1499(9) . ?
Ni1 S4 2.1514(8) . ?
S3 C18 1.717(3) . ?
S4 C19 1.715(3) . ?
S2 C14 1.723(3) . ?
S1 C15 1.715(3) . ?
N5 C20 1.145(4) . ?
N6 C21 1.142(4) . ?
N3 C16 1.135(4) . ?
N4 C17 1.131(4) . ?
N2 C10 1.337(4) . ?
N2 C9 1.337(4) . ?
N2 C8 1.484(4) . ?
N1 C1 1.141(4) . ?
C18 C19 1.359(4) . ?
C18 C20 1.433(4) . ?
C19 C21 1.438(4) . ?
C14 C15 1.358(4) . ?
C14 C16 1.438(4) . ?
C15 C17 1.439(4) . ?
C13 C11 1.348(5) . ?
C13 C12 1.367(5) . ?
C13 H9 0.9300 . ?
C11 C9 1.357(5) . ?
C11 H10 0.9300 . ?
C9 H11 0.9300 . ?
C8 C7 1.511(4) . ?
C8 H12A 0.9700 . ?
C8 H12B 0.9700 . ?
C7 C5 1.374(4) . ?
C7 C6 1.378(4) . ?
C6 C4 1.381(4) . ?
C6 H14 0.9300 . ?
C4 C2 1.388(4) . ?
C4 H15 0.9300 . ?
C2 C3 1.385(4) . ?
C2 C1 1.444(4) . ?
C10 C12 1.366(5) . ?
C10 H18 0.9300 . ?
C12 H19 0.9300 . ?
C5 C3 1.381(4) . ?
C5 H20 0.9300 . ?
C3 H21 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
S1 Ni1 S3 178.37(4) . . ?
S1 Ni1 S2 92.45(3) . . ?
S3 Ni1 S2 87.82(3) . . ?
S1 Ni1 S4 87.14(3) . . ?
S3 Ni1 S4 92.61(3) . . ?
S2 Ni1 S4 179.28(4) . . ?
C18 S3 Ni1 102.93(10) . . ?
C19 S4 Ni1 103.09(10) . . ?
C14 S2 Ni1 103.02(10) . . ?
C15 S1 Ni1 103.70(10) . . ?
C10 N2 C9 120.2(3) . . ?
C10 N2 C8 120.6(3) . . ?
C9 N2 C8 119.1(3) . . ?
C19 C18 C20 121.1(3) . . ?
C19 C18 S3 120.8(2) . . ?
C20 C18 S3 118.1(2) . . ?
N5 C20 C18 178.7(4) . . ?
C18 C19 C21 121.0(3) . . ?
C18 C19 S4 120.5(2) . . ?
C21 C19 S4 118.5(2) . . ?
N6 C21 C19 179.4(3) . . ?
C15 C14 C16 121.5(3) . . ?
C15 C14 S2 120.6(2) . . ?
C16 C14 S2 117.9(2) . . ?
N3 C16 C14 179.6(4) . . ?
C14 C15 C17 121.4(3) . . ?
C14 C15 S1 120.2(2) . . ?
C17 C15 S1 118.4(2) . . ?
N4 C17 C15 179.8(4) . . ?
C11 C13 C12 119.8(4) . . ?
C11 C13 H9 120.1 . . ?
C12 C13 H9 120.1 . . ?
C13 C11 C9 119.5(4) . . ?
C13 C11 H10 120.2 . . ?
C9 C11 H10 120.2 . . ?
N2 C9 C11 120.9(3) . . ?
N2 C9 H11 119.6 . . ?
C11 C9 H11 119.6 . . ?
N2 C8 C7 111.2(2) . . ?
N2 C8 H12A 109.4 . . ?
C7 C8 H12A 109.4 . . ?
N2 C8 H12B 109.4 . . ?
C7 C8 H12B 109.4 . . ?
H12A C8 H12B 108.0 . . ?
C5 C7 C6 119.3(3) . . ?
C5 C7 C8 120.4(3) . . ?
C6 C7 C8 120.3(3) . . ?
C7 C6 C4 121.2(3) . . ?
C7 C6 H14 119.4 . . ?
C4 C6 H14 119.4 . . ?
C6 C4 C2 118.9(3) . . ?
C6 C4 H15 120.6 . . ?
C2 C4 H15 120.6 . . ?
C3 C2 C4 120.4(3) . . ?
C3 C2 C1 120.8(3) . . ?
C4 C2 C1 118.8(3) . . ?
N1 C1 C2 178.7(4) . . ?
N2 C10 C12 120.2(3) . . ?
N2 C10 H18 119.9 . . ?
C12 C10 H18 119.9 . . ?
C10 C12 C13 119.4(4) . . ?
C10 C12 H19 120.3 . . ?
C13 C12 H19 120.3 . . ?
C7 C5 C3 120.8(3) . . ?
C7 C5 H20 119.6 . . ?
C3 C5 H20 119.6 . . ?
C5 C3 C2 119.5(3) . . ?
C5 C3 H21 120.3 . . ?
C2 C3 H21 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
Ni1 S3 C18 C19 -0.9(3) . . . . ?
Ni1 S3 C18 C20 179.9(2) . . . . ?
C20 C18 C19 C21 -3.1(4) . . . . ?
S3 C18 C19 C21 177.7(2) . . . . ?
C20 C18 C19 S4 178.6(2) . . . . ?
S3 C18 C19 S4 -0.7(4) . . . . ?
Ni1 S4 C19 C18 1.8(3) . . . . ?
Ni1 S4 C19 C21 -176.6(2) . . . . ?
Ni1 S2 C14 C15 0.7(3) . . . . ?
Ni1 S2 C14 C16 -179.8(2) . . . . ?
C16 C14 C15 C17 -1.7(5) . . . . ?
S2 C14 C15 C17 177.7(2) . . . . ?
C16 C14 C15 S1 179.4(2) . . . . ?
S2 C14 C15 S1 -1.1(4) . . . . ?
Ni1 S1 C15 C14 0.9(3) . . . . ?
Ni1 S1 C15 C17 -178.0(2) . . . . ?
C12 C13 C11 C9 -0.8(5) . . . . ?
C10 N2 C9 C11 0.7(4) . . . . ?
C8 N2 C9 C11 -177.8(3) . . . . ?
C13 C11 C9 N2 -0.2(5) . . . . ?
C10 N2 C8 C7 -98.6(3) . . . . ?
C9 N2 C8 C7 79.9(3) . . . . ?
N2 C8 C7 C5 -99.4(4) . . . . ?
N2 C8 C7 C6 80.4(4) . . . . ?
C5 C7 C6 C4 1.1(5) . . . . ?
C8 C7 C6 C4 -178.7(3) . . . . ?
C7 C6 C4 C2 -1.1(5) . . . . ?
C6 C4 C2 C3 0.7(5) . . . . ?
C6 C4 C2 C1 -179.4(3) . . . . ?
C9 N2 C10 C12 -0.3(5) . . . . ?
C8 N2 C10 C12 178.2(3) . . . . ?
N2 C10 C12 C13 -0.7(5) . . . . ?
C11 C13 C12 C10 1.2(6) . . . . ?
C6 C7 C5 C3 -0.7(5) . . . . ?
C8 C7 C5 C3 179.1(3) . . . . ?
C7 C5 C3 C2 0.4(5) . . . . ?
C4 C2 C3 C5 -0.4(5) . . . . ?
C1 C2 C3 C5 179.8(3) . . . . ?

_refine_diff_density_max         0.297
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_1_a
_database_code_depnum_ccdc_archive 'CCDC 2008205'
loop_
_audit_author_name
_audit_author_address
'Dongsheng Shao'
;Nanjing Tech University
China
;
_audit_update_record             
;
2021-12-07 deposited with the CCDC.	2022-06-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H11 Cu0.23 N6 Ni0.77 S4'
_chemical_formula_weight         535.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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'

_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                   15.2053(16)
_cell_length_b                   17.803(2)
_cell_length_c                   8.6092(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.200(3)
_cell_angle_gamma                90
_cell_volume                     2321.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5290
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      27.23

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_F_000             1085
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    1.242
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23017
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.861
_diffrn_reflns_theta_max         27.514
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             5221
_reflns_number_gt                3313
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0243P)²+2.3263P] 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         5221
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0957
_refine_ls_R_factor_gt           0.0479
_refine_ls_wR_factor_ref         0.1025
_refine_ls_wR_factor_gt          0.0852
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.089
_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
Ni1 Ni 0.42124(3) 0.29050(2) 0.87144(5) 0.03991(13) Uani 0.77 1 d . . P . .
Cu1 Cu 0.42124(3) 0.29050(2) 0.87144(5) 0.03991(13) Uani 0.23 1 d . . P . .
S3 S 0.49993(6) 0.38066(5) 0.97502(11) 0.0489(2) Uani 1 1 d . . . . .
S4 S 0.50475(6) 0.20611(5) 0.98678(10) 0.0441(2) Uani 1 1 d . . . . .
S2 S 0.33796(6) 0.37405(5) 0.75358(11) 0.0503(2) Uani 1 1 d . . . . .
S1 S 0.34101(6) 0.20035(5) 0.77458(10) 0.0442(2) Uani 1 1 d . . . . .
N2 N 0.1780(2) 0.53858(14) 0.3195(3) 0.0445(7) Uani 1 1 d . . . . .
N1 N 0.0443(2) 0.9447(2) 0.3058(4) 0.0729(10) Uani 1 1 d . . . . .
N5 N 0.6989(3) 0.4131(2) 1.2482(4) 0.0756(11) Uani 1 1 d . . . . .
N6 N 0.6985(2) 0.18825(18) 1.2790(4) 0.0577(8) Uani 1 1 d . . . . .
N4 N 0.1421(2) 0.16392(19) 0.5039(4) 0.0694(10) Uani 1 1 d . . . . .
N3 N 0.1339(2) 0.3909(2) 0.4863(5) 0.0803(12) Uani 1 1 d . . . . .
C13 C 0.3071(4) 0.4931(2) 0.1443(6) 0.0761(14) Uani 1 1 d . . . . .
H1 H 0.351620 0.478082 0.083803 0.091 Uiso 1 1 calc R U . . .
C11 C 0.3259(3) 0.5060(2) 0.3000(7) 0.0796(14) Uani 1 1 d . . . . .
H9 H 0.382860 0.499124 0.346807 0.095 Uiso 1 1 calc R U . . .
C9 C 0.2597(3) 0.5292(2) 0.3865(5) 0.0611(11) Uani 1 1 d . . . . .
H8 H 0.271906 0.538378 0.492554 0.073 Uiso 1 1 calc R U . . .
C8 C 0.1062(3) 0.5659(2) 0.4110(4) 0.0563(10) Uani 1 1 d . . . . .
H7 H 0.121590 0.555741 0.520791 0.068 Uiso 1 1 calc R U . . .
H6 H 0.052116 0.539093 0.378825 0.068 Uiso 1 1 calc R U . . .
C7 C 0.0912(2) 0.6492(2) 0.3879(4) 0.0458(9) Uani 1 1 d . . . . .
C5 C 0.1461(2) 0.7005(2) 0.4682(4) 0.0491(9) Uani 1 1 d . . . . .
H2 H 0.191938 0.683442 0.538323 0.059 Uiso 1 1 calc R U . . .
C3 C 0.1342(2) 0.7767(2) 0.4462(4) 0.0468(9) Uani 1 1 d . . . . .
H3 H 0.171980 0.810819 0.499851 0.056 Uiso 1 1 calc R U . . .
C2 C 0.0652(2) 0.80154(19) 0.3433(4) 0.0438(8) Uani 1 1 d . . . . .
C1 C 0.0527(2) 0.8814(2) 0.3218(4) 0.0531(9) Uani 1 1 d . . . . .
C12 C 0.2242(3) 0.5023(2) 0.0786(5) 0.0669(12) Uani 1 1 d . . . . .
H11 H 0.211035 0.493163 -0.027316 0.080 Uiso 1 1 calc R U . . .
C10 C 0.1597(3) 0.52492(19) 0.1674(4) 0.0531(9) Uani 1 1 d . . . . .
H10 H 0.102270 0.530969 0.121943 0.064 Uiso 1 1 calc R U . . .
C4 C 0.0094(2) 0.7507(2) 0.2626(4) 0.0540(10) Uani 1 1 d . . . . .
H4 H -0.037001 0.767464 0.193571 0.065 Uiso 1 1 calc R U . . .
C6 C 0.0235(3) 0.6748(2) 0.2859(5) 0.0548(10) Uani 1 1 d . . . . .
H5 H -0.013645 0.640421 0.231455 0.066 Uiso 1 1 calc R U . . .
C18 C 0.5801(2) 0.33485(19) 1.0905(4) 0.0430(8) Uani 1 1 d . . . . .
C20 C 0.6457(3) 0.3787(2) 1.1793(4) 0.0511(9) Uani 1 1 d . . . . .
C19 C 0.5820(2) 0.25835(19) 1.0971(4) 0.0392(8) Uani 1 1 d . . . . .
C21 C 0.6474(2) 0.21939(19) 1.1978(4) 0.0444(8) Uani 1 1 d . . . . .
C14 C 0.2571(2) 0.32151(19) 0.6532(4) 0.0438(8) Uani 1 1 d . . . . .
C15 C 0.2587(2) 0.24502(19) 0.6610(4) 0.0406(8) Uani 1 1 d . . . . .
C17 C 0.1935(2) 0.1999(2) 0.5729(4) 0.0487(9) Uani 1 1 d . . . . .
C16 C 0.1884(3) 0.3602(2) 0.5593(5) 0.0536(9) Uani 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
Ni1 S1 2.1390(10) . ?
Ni1 S3 2.1470(10) . ?
Ni1 S2 2.1477(10) . ?
Ni1 S4 2.1511(10) . ?
S3 C18 1.709(4) . ?
S4 C19 1.716(3) . ?
S2 C14 1.715(4) . ?
S1 C15 1.713(3) . ?
N2 C9 1.333(5) . ?
N2 C10 1.336(4) . ?
N2 C8 1.484(4) . ?
N1 C1 1.142(5) . ?
N5 C20 1.138(4) . ?
N6 C21 1.141(4) . ?
N4 C17 1.136(4) . ?
N3 C16 1.134(5) . ?
C13 C12 1.345(6) . ?
C13 C11 1.364(6) . ?
C13 H1 0.9300 . ?
C11 C9 1.367(6) . ?
C11 H9 0.9300 . ?
C9 H8 0.9300 . ?
C8 C7 1.510(5) . ?
C8 H7 0.9700 . ?
C8 H6 0.9700 . ?
C7 C6 1.370(5) . ?
C7 C5 1.380(5) . ?
C5 C3 1.379(5) . ?
C5 H2 0.9300 . ?
C3 C2 1.383(5) . ?
C3 H3 0.9300 . ?
C2 C4 1.384(5) . ?
C2 C1 1.444(5) . ?
C12 C10 1.358(5) . ?
C12 H11 0.9300 . ?
C10 H10 0.9300 . ?
C4 C6 1.380(5) . ?
C4 H4 0.9300 . ?
C6 H5 0.9300 . ?
C18 C19 1.363(5) . ?
C18 C20 1.432(5) . ?
C19 C21 1.437(5) . ?
C14 C15 1.363(5) . ?
C14 C16 1.438(5) . ?
C15 C17 1.438(5) . ?

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 Ni1 S3 178.29(4) . . ?
S1 Ni1 S2 92.55(4) . . ?
S3 Ni1 S2 87.76(4) . . ?
S1 Ni1 S4 87.01(4) . . ?
S3 Ni1 S4 92.70(4) . . ?
S2 Ni1 S4 179.29(4) . . ?
C18 S3 Ni1 103.07(12) . . ?
C19 S4 Ni1 102.86(12) . . ?
C14 S2 Ni1 103.02(12) . . ?
C15 S1 Ni1 103.62(12) . . ?
C9 N2 C10 120.3(3) . . ?
C9 N2 C8 120.9(3) . . ?
C10 N2 C8 118.8(3) . . ?
C12 C13 C11 119.8(4) . . ?
C12 C13 H1 120.1 . . ?
C11 C13 H1 120.1 . . ?
C13 C11 C9 119.1(5) . . ?
C13 C11 H9 120.4 . . ?
C9 C11 H9 120.4 . . ?
N2 C9 C11 120.4(4) . . ?
N2 C9 H8 119.8 . . ?
C11 C9 H8 119.8 . . ?
N2 C8 C7 111.2(3) . . ?
N2 C8 H7 109.4 . . ?
C7 C8 H7 109.4 . . ?
N2 C8 H6 109.4 . . ?
C7 C8 H6 109.4 . . ?
H7 C8 H6 108.0 . . ?
C6 C7 C5 119.1(3) . . ?
C6 C7 C8 120.4(4) . . ?
C5 C7 C8 120.4(4) . . ?
C3 C5 C7 121.1(4) . . ?
C3 C5 H2 119.5 . . ?
C7 C5 H2 119.5 . . ?
C5 C3 C2 119.1(3) . . ?
C5 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C2 C4 120.5(3) . . ?
C3 C2 C1 118.8(3) . . ?
C4 C2 C1 120.8(3) . . ?
N1 C1 C2 178.7(4) . . ?
C13 C12 C10 119.8(4) . . ?
C13 C12 H11 120.1 . . ?
C10 C12 H11 120.1 . . ?
N2 C10 C12 120.6(4) . . ?
N2 C10 H10 119.7 . . ?
C12 C10 H10 119.7 . . ?
C6 C4 C2 119.2(4) . . ?
C6 C4 H4 120.4 . . ?
C2 C4 H4 120.4 . . ?
C7 C6 C4 121.1(4) . . ?
C7 C6 H5 119.4 . . ?
C4 C6 H5 119.4 . . ?
C19 C18 C20 120.8(3) . . ?
C19 C18 S3 120.8(3) . . ?
C20 C18 S3 118.4(3) . . ?
N5 C20 C18 178.7(4) . . ?
C18 C19 C21 121.2(3) . . ?
C18 C19 S4 120.5(3) . . ?
C21 C19 S4 118.3(3) . . ?
N6 C21 C19 179.1(4) . . ?
C15 C14 C16 121.0(3) . . ?
C15 C14 S2 120.8(3) . . ?
C16 C14 S2 118.3(3) . . ?
C14 C15 C17 121.6(3) . . ?
C14 C15 S1 120.0(3) . . ?
C17 C15 S1 118.4(3) . . ?
N4 C17 C15 179.5(4) . . ?
N3 C16 C14 179.5(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 C13 C11 C9 -0.9(7) . . . . ?
C10 N2 C9 C11 0.5(5) . . . . ?
C8 N2 C9 C11 -178.1(3) . . . . ?
C13 C11 C9 N2 0.4(6) . . . . ?
C9 N2 C8 C7 98.5(4) . . . . ?
C10 N2 C8 C7 -80.1(4) . . . . ?
N2 C8 C7 C6 99.4(4) . . . . ?
N2 C8 C7 C5 -79.9(4) . . . . ?
C6 C7 C5 C3 -0.6(5) . . . . ?
C8 C7 C5 C3 178.8(3) . . . . ?
C7 C5 C3 C2 0.8(5) . . . . ?
C5 C3 C2 C4 -0.5(5) . . . . ?
C5 C3 C2 C1 179.5(3) . . . . ?
C11 C13 C12 C10 0.6(6) . . . . ?
C9 N2 C10 C12 -0.9(5) . . . . ?
C8 N2 C10 C12 177.7(3) . . . . ?
C13 C12 C10 N2 0.4(6) . . . . ?
C3 C2 C4 C6 -0.1(5) . . . . ?
C1 C2 C4 C6 179.9(3) . . . . ?
C5 C7 C6 C4 -0.1(5) . . . . ?
C8 C7 C6 C4 -179.5(3) . . . . ?
C2 C4 C6 C7 0.4(5) . . . . ?
Ni1 S3 C18 C19 0.6(3) . . . . ?
Ni1 S3 C18 C20 -179.9(2) . . . . ?
C20 C18 C19 C21 2.6(5) . . . . ?
S3 C18 C19 C21 -177.9(2) . . . . ?
C20 C18 C19 S4 -178.4(2) . . . . ?
S3 C18 C19 S4 1.1(4) . . . . ?
Ni1 S4 C19 C18 -2.1(3) . . . . ?
Ni1 S4 C19 C21 176.9(2) . . . . ?
Ni1 S2 C14 C15 -0.8(3) . . . . ?
Ni1 S2 C14 C16 179.9(3) . . . . ?
C16 C14 C15 C17 1.7(5) . . . . ?
S2 C14 C15 C17 -177.5(3) . . . . ?
C16 C14 C15 S1 -179.6(3) . . . . ?
S2 C14 C15 S1 1.1(4) . . . . ?
Ni1 S1 C15 C14 -0.8(3) . . . . ?
Ni1 S1 C15 C17 177.9(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
C8 H6 N1 0.97 2.66 3.550(5) 152.8 2_545 yes
C9 H8 N5 0.93 2.40 3.314(5) 169.1 3_667 yes
C8 H6 N1 0.97 2.66 3.550(5) 152.8 2_545 yes
C9 H8 N5 0.93 2.40 3.314(5) 169.1 3_667 yes
C9 H8 N5 0.93 2.40 3.314(5) 169.1 3_667 yes
C8 H6 N1 0.97 2.66 3.550(5) 152.8 2_545 yes
C9 H8 N5 0.93 2.40 3.314(5) 169.1 3_667 yes
C8 H6 N1 0.97 2.66 3.550(5) 152.8 2_545 yes

_refine_diff_density_max         0.344
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_1_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 2008204'
loop_
_audit_author_name
_audit_author_address
'Dongsheng Shao'
;Nanjing Tech University
China
;
_audit_update_record             
;
2022-04-03 deposited with the CCDC.	2022-06-22 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         ?
_chemical_formula_sum            'C21 H11 Cu0.07 N6 Ni0.93 S4'
_chemical_formula_weight         534.65

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'
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'
Ni Ni 0.3393 1.1124 '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/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                   15.2144(11)
_cell_length_b                   17.8157(12)
_cell_length_c                   8.6191(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.169(2)
_cell_angle_gamma                90
_cell_volume                     2326.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      27.46

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    1.222
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35012
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.634
_diffrn_reflns_theta_max         27.495
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5331
_reflns_number_gt                3688
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0635P)²+2.8765P] 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         5331
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0873
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1661
_refine_ls_wR_factor_gt          0.1284
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_restrained_S_all      1.178
_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 0.57875(3) 0.70955(3) 0.12858(5) 0.03958(17) Uani 0.93 1 d . . P . .
Cu1 Cu 0.57875(3) 0.70955(3) 0.12858(5) 0.03958(17) Uani 0.07 1 d . . P . .
S3 S 0.49992(7) 0.61935(6) 0.02499(13) 0.0493(3) Uani 1 1 d . . . . .
S4 S 0.49527(7) 0.79392(5) 0.01347(12) 0.0444(2) Uani 1 1 d . . . . .
S2 S 0.66198(7) 0.62576(6) 0.24618(13) 0.0504(3) Uani 1 1 d . . . . .
S1 S 0.65913(7) 0.79959(5) 0.22570(12) 0.0444(3) Uani 1 1 d . . . . .
N5 N 0.3010(3) 0.5873(3) -0.2478(5) 0.0769(12) Uani 1 1 d . . . . .
N6 N 0.3015(3) 0.8118(2) -0.2788(5) 0.0595(10) Uani 1 1 d . . . . .
N3 N 0.8661(3) 0.6095(2) 0.5135(6) 0.0823(14) Uani 1 1 d . . . . .
N4 N 0.8579(3) 0.8356(2) 0.4959(5) 0.0714(12) Uani 1 1 d . . . . .
N2 N 0.8218(2) 0.46152(17) 0.6802(4) 0.0468(8) Uani 1 1 d . . . . .
N1 N 0.9558(3) 0.0554(3) 0.6936(5) 0.0750(12) Uani 1 1 d . . . . .
C18 C 0.4197(3) 0.6652(2) -0.0908(4) 0.0437(9) Uani 1 1 d . . . . .
C20 C 0.3546(3) 0.6214(2) -0.1787(5) 0.0524(10) Uani 1 1 d . . . . .
C19 C 0.4182(2) 0.7413(2) -0.0961(4) 0.0410(8) Uani 1 1 d . . . . .
C21 C 0.3531(3) 0.7806(2) -0.1973(5) 0.0453(9) Uani 1 1 d . . . . .
C14 C 0.7429(3) 0.6788(2) 0.3473(5) 0.0466(9) Uani 1 1 d . . . . .
C16 C 0.8116(3) 0.6401(2) 0.4412(6) 0.0559(11) Uani 1 1 d . . . . .
C15 C 0.7411(3) 0.7548(2) 0.3389(4) 0.0422(8) Uani 1 1 d . . . . .
C17 C 0.8063(3) 0.8002(2) 0.4265(5) 0.0517(10) Uani 1 1 d . . . . .
C13 C 0.6926(4) 0.5068(3) 0.8562(7) 0.0780(16) Uani 1 1 d . . . . .
H9 H 0.647930 0.521668 0.916330 0.094 Uiso 1 1 calc R U . . .
C11 C 0.7759(4) 0.4978(3) 0.9221(6) 0.0676(14) Uani 1 1 d . . . . .
H10 H 0.789221 0.507046 1.027787 0.081 Uiso 1 1 calc R U . . .
C9 C 0.8402(3) 0.4751(2) 0.8324(5) 0.0549(11) Uani 1 1 d . . . . .
H11 H 0.897602 0.469018 0.877496 0.066 Uiso 1 1 calc R U . . .
C8 C 0.8939(3) 0.4339(2) 0.5882(5) 0.0574(11) Uani 1 1 d . . . . .
H12A H 0.948056 0.460656 0.620371 0.069 Uiso 1 1 calc R U . . .
H12B H 0.878619 0.444100 0.478563 0.069 Uiso 1 1 calc R U . . .
C7 C 0.9085(3) 0.3509(2) 0.6116(5) 0.0471(9) Uani 1 1 d . . . . .
C6 C 0.8537(3) 0.2992(2) 0.5313(5) 0.0494(10) Uani 1 1 d . . . . .
H14 H 0.808071 0.316156 0.460897 0.059 Uiso 1 1 calc R U . . .
C4 C 0.8655(3) 0.2234(2) 0.5540(5) 0.0485(10) Uani 1 1 d . . . . .
H15 H 0.827563 0.189175 0.501133 0.058 Uiso 1 1 calc R U . . .
C2 C 0.9347(3) 0.1986(2) 0.6566(5) 0.0452(9) Uani 1 1 d . . . . .
C1 C 0.9474(3) 0.1189(3) 0.6783(5) 0.0554(11) Uani 1 1 d . . . . .
C10 C 0.7402(3) 0.4708(2) 0.6124(6) 0.0633(12) Uani 1 1 d . . . . .
H18 H 0.728101 0.461612 0.506404 0.076 Uiso 1 1 calc R U . . .
C12 C 0.6745(4) 0.4938(3) 0.6998(8) 0.0813(16) Uani 1 1 d . . . . .
H19 H 0.617597 0.500708 0.653101 0.098 Uiso 1 1 calc R U . . .
C5 C 0.9763(3) 0.3254(3) 0.7129(5) 0.0564(11) Uani 1 1 d . . . . .
H20 H 1.013588 0.359839 0.766483 0.068 Uiso 1 1 calc R U . . .
C3 C 0.9906(3) 0.2493(3) 0.7374(5) 0.0552(11) Uani 1 1 d . . . . .
H21 H 1.036848 0.232682 0.806718 0.066 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
Ni1 S1 2.1413(11) . ?
Ni1 S3 2.1504(11) . ?
Ni1 S2 2.1512(11) . ?
Ni1 S4 2.1517(11) . ?
S3 C18 1.713(4) . ?
S4 C19 1.716(4) . ?
S2 C14 1.725(4) . ?
S1 C15 1.711(4) . ?
N5 C20 1.141(6) . ?
N6 C21 1.148(5) . ?
N3 C16 1.132(6) . ?
N4 C17 1.135(6) . ?
N2 C10 1.333(6) . ?
N2 C9 1.339(5) . ?
N2 C8 1.494(5) . ?
N1 C1 1.143(6) . ?
C18 C19 1.357(6) . ?
C18 C20 1.424(6) . ?
C19 C21 1.441(6) . ?
C14 C15 1.356(6) . ?
C14 C16 1.438(6) . ?
C15 C17 1.439(6) . ?
C13 C11 1.351(8) . ?
C13 C12 1.371(8) . ?
C13 H9 0.9300 . ?
C11 C9 1.361(7) . ?
C11 H10 0.9300 . ?
C9 H11 0.9300 . ?
C8 C7 1.508(6) . ?
C8 H12A 0.9700 . ?
C8 H12B 0.9700 . ?
C7 C5 1.368(6) . ?
C7 C6 1.384(6) . ?
C6 C4 1.375(6) . ?
C6 H14 0.9300 . ?
C4 C2 1.385(6) . ?
C4 H15 0.9300 . ?
C2 C3 1.385(6) . ?
C2 C1 1.443(6) . ?
C10 C12 1.368(7) . ?
C10 H18 0.9300 . ?
C12 H19 0.9300 . ?
C5 C3 1.385(7) . ?
C5 H20 0.9300 . ?
C3 H21 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
S1 Ni1 S3 178.35(5) . . ?
S1 Ni1 S2 92.54(4) . . ?
S3 Ni1 S2 87.69(4) . . ?
S1 Ni1 S4 87.11(4) . . ?
S3 Ni1 S4 92.67(4) . . ?
S2 Ni1 S4 179.35(5) . . ?
C18 S3 Ni1 103.13(14) . . ?
C19 S4 Ni1 102.58(15) . . ?
C14 S2 Ni1 102.79(15) . . ?
C15 S1 Ni1 103.58(14) . . ?
C10 N2 C9 120.8(4) . . ?
C10 N2 C8 120.5(4) . . ?
C9 N2 C8 118.8(4) . . ?
C19 C18 C20 121.4(4) . . ?
C19 C18 S3 120.3(3) . . ?
C20 C18 S3 118.3(3) . . ?
N5 C20 C18 178.6(5) . . ?
C18 C19 C21 120.9(4) . . ?
C18 C19 S4 121.3(3) . . ?
C21 C19 S4 117.8(3) . . ?
N6 C21 C19 179.6(5) . . ?
C15 C14 C16 121.2(4) . . ?
C15 C14 S2 120.7(3) . . ?
C16 C14 S2 118.2(3) . . ?
N3 C16 C14 179.2(6) . . ?
C14 C15 C17 121.5(4) . . ?
C14 C15 S1 120.4(3) . . ?
C17 C15 S1 118.0(3) . . ?
N4 C17 C15 179.6(5) . . ?
C11 C13 C12 119.4(5) . . ?
C11 C13 H9 120.3 . . ?
C12 C13 H9 120.3 . . ?
C13 C11 C9 119.4(5) . . ?
C13 C11 H10 120.3 . . ?
C9 C11 H10 120.3 . . ?
N2 C9 C11 120.8(5) . . ?
N2 C9 H11 119.6 . . ?
C11 C9 H11 119.6 . . ?
N2 C8 C7 111.0(3) . . ?
N2 C8 H12A 109.4 . . ?
C7 C8 H12A 109.4 . . ?
N2 C8 H12B 109.4 . . ?
C7 C8 H12B 109.4 . . ?
H12A C8 H12B 108.0 . . ?
C5 C7 C6 119.0(4) . . ?
C5 C7 C8 120.3(4) . . ?
C6 C7 C8 120.7(4) . . ?
C4 C6 C7 121.1(4) . . ?
C4 C6 H14 119.4 . . ?
C7 C6 H14 119.4 . . ?
C6 C4 C2 119.1(4) . . ?
C6 C4 H15 120.5 . . ?
C2 C4 H15 120.5 . . ?
C4 C2 C3 120.7(4) . . ?
C4 C2 C1 118.8(4) . . ?
C3 C2 C1 120.6(4) . . ?
N1 C1 C2 178.6(5) . . ?
N2 C10 C12 119.5(5) . . ?
N2 C10 H18 120.2 . . ?
C12 C10 H18 120.2 . . ?
C10 C12 C13 120.0(5) . . ?
C10 C12 H19 120.0 . . ?
C13 C12 H19 120.0 . . ?
C7 C5 C3 121.4(4) . . ?
C7 C5 H20 119.3 . . ?
C3 C5 H20 119.3 . . ?
C2 C3 C5 118.8(4) . . ?
C2 C3 H21 120.6 . . ?
C5 C3 H21 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
Ni1 S3 C18 C19 -0.9(3) . . . . ?
Ni1 S3 C18 C20 -180.0(3) . . . . ?
C20 C18 C19 C21 -3.3(5) . . . . ?
S3 C18 C19 C21 177.7(3) . . . . ?
C20 C18 C19 S4 178.4(3) . . . . ?
S3 C18 C19 S4 -0.6(4) . . . . ?
Ni1 S4 C19 C18 1.8(3) . . . . ?
Ni1 S4 C19 C21 -176.6(2) . . . . ?
Ni1 S2 C14 C15 0.5(3) . . . . ?
Ni1 S2 C14 C16 -179.9(3) . . . . ?
C16 C14 C15 C17 -1.7(6) . . . . ?
S2 C14 C15 C17 177.8(3) . . . . ?
C16 C14 C15 S1 179.6(3) . . . . ?
S2 C14 C15 S1 -0.8(5) . . . . ?
Ni1 S1 C15 C14 0.6(3) . . . . ?
Ni1 S1 C15 C17 -178.1(3) . . . . ?
C12 C13 C11 C9 -0.8(8) . . . . ?
C10 N2 C9 C11 0.9(6) . . . . ?
C8 N2 C9 C11 -177.7(4) . . . . ?
C13 C11 C9 N2 -0.2(7) . . . . ?
C10 N2 C8 C7 -98.4(5) . . . . ?
C9 N2 C8 C7 80.1(5) . . . . ?
N2 C8 C7 C5 -99.8(5) . . . . ?
N2 C8 C7 C6 80.1(5) . . . . ?
C5 C7 C6 C4 1.1(6) . . . . ?
C8 C7 C6 C4 -178.8(4) . . . . ?
C7 C6 C4 C2 -1.4(6) . . . . ?
C6 C4 C2 C3 1.0(6) . . . . ?
C6 C4 C2 C1 -179.2(4) . . . . ?
C9 N2 C10 C12 -0.6(6) . . . . ?
C8 N2 C10 C12 178.0(4) . . . . ?
N2 C10 C12 C13 -0.4(8) . . . . ?
C11 C13 C12 C10 1.1(8) . . . . ?
C6 C7 C5 C3 -0.5(6) . . . . ?
C8 C7 C5 C3 179.4(4) . . . . ?
C4 C2 C3 C5 -0.4(6) . . . . ?
C1 C2 C3 C5 179.8(4) . . . . ?
C7 C5 C3 C2 0.1(6) . . . . ?

_refine_diff_density_max         0.690
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.142

####################################################################### 
# 
# 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_1_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 2162962'
loop_
_audit_author_name
_audit_author_address
'Dongsheng Shao'
;Nanjing Tech University
China
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-06-22 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         ?
_chemical_formula_sum            'C21 H11 Cu0.005 N6 Ni0.995 S4'
_chemical_formula_weight         534.33

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'
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'
Ni Ni 0.3393 1.1124 '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/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                   15.2185(15)
_cell_length_b                   17.8032(18)
_cell_length_c                   8.6200(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.167(3)
_cell_angle_gamma                90
_cell_volume                     2326.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9982
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      27.47

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_F_000             1084
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.215
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35065
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.634
_diffrn_reflns_theta_max         27.528
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5352
_reflns_number_gt                3816
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_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)+(0.0257P)²+3.6816P] 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         5352
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.1048
_refine_ls_wR_factor_gt          0.0878
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.002
_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 0.57870(3) 0.70954(2) 0.12851(4) 0.03881(12) Uani 0.995 1 d . . P . .
Cu1 Cu 0.57870(3) 0.70954(2) 0.12851(4) 0.03881(12) Uani 0.005 1 d . . P . .
S3 S 0.50011(6) 0.61942(4) 0.02483(10) 0.0492(2) Uani 1 1 d . . . . .
S4 S 0.49514(5) 0.79380(4) 0.01317(9) 0.04376(19) Uani 1 1 d . . . . .
S2 S 0.66195(6) 0.62591(4) 0.24665(10) 0.0501(2) Uani 1 1 d . . . . .
S1 S 0.65894(5) 0.79959(4) 0.22565(9) 0.04416(19) Uani 1 1 d . . . . .
N5 N 0.3011(2) 0.58707(19) -0.2485(4) 0.0753(10) Uani 1 1 d . . . . .
N6 N 0.3013(2) 0.81174(17) -0.2786(4) 0.0597(8) Uani 1 1 d . . . . .
N3 N 0.8660(2) 0.60940(19) 0.5144(5) 0.0814(11) Uani 1 1 d . . . . .
N4 N 0.8576(2) 0.83557(18) 0.4964(4) 0.0702(9) Uani 1 1 d . . . . .
N2 N 0.82201(19) 0.46140(13) 0.6805(3) 0.0456(6) Uani 1 1 d . . . . .
N1 N 0.9558(2) 0.05551(19) 0.6939(4) 0.0730(10) Uani 1 1 d . . . . .
C18 C 0.4195(2) 0.66504(18) -0.0909(3) 0.0422(7) Uani 1 1 d . . . . .
C20 C 0.3544(2) 0.62141(19) -0.1790(4) 0.0523(8) Uani 1 1 d . . . . .
C19 C 0.41811(19) 0.74172(18) -0.0970(3) 0.0397(7) Uani 1 1 d . . . . .
C21 C 0.3527(2) 0.78039(18) -0.1971(4) 0.0433(7) Uani 1 1 d . . . . .
C14 C 0.7429(2) 0.67843(18) 0.3469(4) 0.0446(7) Uani 1 1 d . . . . .
C16 C 0.8115(2) 0.63984(18) 0.4406(4) 0.0552(9) Uani 1 1 d . . . . .
C15 C 0.7412(2) 0.75495(17) 0.3393(3) 0.0407(7) Uani 1 1 d . . . . .
C17 C 0.8062(2) 0.80007(18) 0.4262(4) 0.0491(8) Uani 1 1 d . . . . .
C13 C 0.6927(3) 0.5069(2) 0.8561(6) 0.0768(13) Uani 1 1 d . . . . .
H9 H 0.648183 0.521947 0.916316 0.092 Uiso 1 1 calc R U . . .
C11 C 0.7763(3) 0.4977(2) 0.9222(5) 0.0675(11) Uani 1 1 d . . . . .
H10 H 0.789588 0.506923 1.027895 0.081 Uiso 1 1 calc R U . . .
C9 C 0.8403(3) 0.47508(18) 0.8328(4) 0.0545(9) Uani 1 1 d . . . . .
H11 H 0.897732 0.468966 0.877874 0.065 Uiso 1 1 calc R U . . .
C8 C 0.8937(3) 0.43413(19) 0.5886(4) 0.0581(9) Uani 1 1 d . . . . .
H12A H 0.947829 0.460987 0.620453 0.070 Uiso 1 1 calc R U . . .
H12B H 0.878282 0.444268 0.478925 0.070 Uiso 1 1 calc R U . . .
C7 C 0.9086(2) 0.35102(18) 0.6119(4) 0.0459(7) Uani 1 1 d . . . . .
C6 C 0.8537(2) 0.29947(18) 0.5316(4) 0.0492(8) Uani 1 1 d . . . . .
H14 H 0.807974 0.316488 0.461585 0.059 Uiso 1 1 calc R U . . .
C4 C 0.8656(2) 0.22336(19) 0.5537(4) 0.0481(8) Uani 1 1 d . . . . .
H15 H 0.827764 0.189201 0.500410 0.058 Uiso 1 1 calc R U . . .
C2 C 0.9348(2) 0.19841(18) 0.6565(4) 0.0449(7) Uani 1 1 d . . . . .
C1 C 0.9474(2) 0.1189(2) 0.6782(4) 0.0535(8) Uani 1 1 d . . . . .
C10 C 0.7401(3) 0.47070(19) 0.6131(5) 0.0617(10) Uani 1 1 d . . . . .
H18 H 0.727859 0.461451 0.507188 0.074 Uiso 1 1 calc R U . . .
C12 C 0.6744(3) 0.4938(2) 0.7004(6) 0.0800(13) Uani 1 1 d . . . . .
H19 H 0.617426 0.500676 0.653827 0.096 Uiso 1 1 calc R U . . .
C5 C 0.9769(2) 0.3254(2) 0.7137(4) 0.0551(9) Uani 1 1 d . . . . .
H20 H 1.014308 0.359792 0.767266 0.066 Uiso 1 1 calc R U . . .
C3 C 0.9907(2) 0.2494(2) 0.7376(4) 0.0542(8) Uani 1 1 d . . . . .
H21 H 1.036859 0.232635 0.807105 0.065 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
Ni1 S1 2.1398(9) . ?
Ni1 S3 2.1473(9) . ?
Ni1 S4 2.1513(9) . ?
Ni1 S2 2.1509(9) . ?
S3 C18 1.715(3) . ?
S4 C19 1.713(3) . ?
S2 C14 1.717(3) . ?
S1 C15 1.714(3) . ?
N5 C20 1.141(4) . ?
N6 C21 1.148(4) . ?
N3 C16 1.136(4) . ?
N4 C17 1.136(4) . ?
N2 C10 1.337(4) . ?
N2 C9 1.340(4) . ?
N2 C8 1.487(4) . ?
N1 C1 1.143(5) . ?
C18 C19 1.366(4) . ?
C18 C20 1.423(4) . ?
C19 C21 1.433(4) . ?
C14 C15 1.364(4) . ?
C14 C16 1.436(5) . ?
C15 C17 1.432(4) . ?
C13 C11 1.355(6) . ?
C13 C12 1.366(6) . ?
C13 H9 0.9300 . ?
C11 C9 1.357(5) . ?
C11 H10 0.9300 . ?
C9 H11 0.9300 . ?
C8 C7 1.507(4) . ?
C8 H12A 0.9700 . ?
C8 H12B 0.9700 . ?
C7 C5 1.376(5) . ?
C7 C6 1.384(5) . ?
C6 C4 1.378(4) . ?
C6 H14 0.9300 . ?
C4 C2 1.386(4) . ?
C4 H15 0.9300 . ?
C2 C3 1.390(5) . ?
C2 C1 1.438(5) . ?
C10 C12 1.368(6) . ?
C10 H18 0.9300 . ?
C12 H19 0.9300 . ?
C5 C3 1.382(5) . ?
C5 H20 0.9300 . ?
C3 H21 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
S1 Ni1 S3 178.31(4) . . ?
S1 Ni1 S4 87.20(3) . . ?
S3 Ni1 S4 92.57(3) . . ?
S1 Ni1 S2 92.42(3) . . ?
S3 Ni1 S2 87.83(4) . . ?
S4 Ni1 S2 179.27(4) . . ?
C18 S3 Ni1 103.35(11) . . ?
C19 S4 Ni1 103.01(11) . . ?
C14 S2 Ni1 103.10(11) . . ?
C15 S1 Ni1 103.77(11) . . ?
C10 N2 C9 120.4(3) . . ?
C10 N2 C8 120.6(3) . . ?
C9 N2 C8 118.9(3) . . ?
C19 C18 C20 121.2(3) . . ?
C19 C18 S3 120.2(2) . . ?
C20 C18 S3 118.6(2) . . ?
N5 C20 C18 178.8(4) . . ?
C18 C19 C21 120.7(3) . . ?
C18 C19 S4 120.8(2) . . ?
C21 C19 S4 118.5(2) . . ?
N6 C21 C19 179.0(4) . . ?
C15 C14 C16 120.9(3) . . ?
C15 C14 S2 120.7(2) . . ?
C16 C14 S2 118.4(2) . . ?
N3 C16 C14 179.8(5) . . ?
C14 C15 C17 121.7(3) . . ?
C14 C15 S1 120.0(2) . . ?
C17 C15 S1 118.3(2) . . ?
N4 C17 C15 179.4(4) . . ?
C11 C13 C12 119.6(4) . . ?
C11 C13 H9 120.2 . . ?
C12 C13 H9 120.2 . . ?
C13 C11 C9 119.4(4) . . ?
C13 C11 H10 120.3 . . ?
C9 C11 H10 120.3 . . ?
N2 C9 C11 120.9(4) . . ?
N2 C9 H11 119.5 . . ?
C11 C9 H11 119.5 . . ?
N2 C8 C7 111.0(3) . . ?
N2 C8 H12A 109.4 . . ?
C7 C8 H12A 109.4 . . ?
N2 C8 H12B 109.4 . . ?
C7 C8 H12B 109.4 . . ?
H12A C8 H12B 108.0 . . ?
C5 C7 C6 119.1(3) . . ?
C5 C7 C8 120.4(3) . . ?
C6 C7 C8 120.5(3) . . ?
C4 C6 C7 121.1(3) . . ?
C4 C6 H14 119.4 . . ?
C7 C6 H14 119.4 . . ?
C6 C4 C2 119.1(3) . . ?
C6 C4 H15 120.5 . . ?
C2 C4 H15 120.5 . . ?
C3 C2 C4 120.5(3) . . ?
C3 C2 C1 120.6(3) . . ?
C4 C2 C1 118.9(3) . . ?
N1 C1 C2 178.6(4) . . ?
N2 C10 C12 119.8(4) . . ?
N2 C10 H18 120.1 . . ?
C12 C10 H18 120.1 . . ?
C10 C12 C13 119.8(4) . . ?
C10 C12 H19 120.1 . . ?
C13 C12 H19 120.1 . . ?
C7 C5 C3 121.1(3) . . ?
C7 C5 H20 119.5 . . ?
C3 C5 H20 119.5 . . ?
C5 C3 C2 119.1(3) . . ?
C5 C3 H21 120.5 . . ?
C2 C3 H21 120.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 S3 C18 C19 -0.4(3) . . . . ?
Ni1 S3 C18 C20 180.0(2) . . . . ?
C20 C18 C19 C21 -2.3(4) . . . . ?
S3 C18 C19 C21 178.0(2) . . . . ?
C20 C18 C19 S4 178.4(2) . . . . ?
S3 C18 C19 S4 -1.3(4) . . . . ?
Ni1 S4 C19 C18 2.2(3) . . . . ?
Ni1 S4 C19 C21 -177.1(2) . . . . ?
Ni1 S2 C14 C15 1.0(3) . . . . ?
Ni1 S2 C14 C16 -179.9(2) . . . . ?
C16 C14 C15 C17 -1.4(5) . . . . ?
S2 C14 C15 C17 177.7(2) . . . . ?
C16 C14 C15 S1 179.6(3) . . . . ?
S2 C14 C15 S1 -1.3(4) . . . . ?
Ni1 S1 C15 C14 0.8(3) . . . . ?
Ni1 S1 C15 C17 -178.2(2) . . . . ?
C12 C13 C11 C9 -0.6(6) . . . . ?
C10 N2 C9 C11 0.8(5) . . . . ?
C8 N2 C9 C11 -177.9(3) . . . . ?
C13 C11 C9 N2 -0.2(5) . . . . ?
C10 N2 C8 C7 -98.6(4) . . . . ?
C9 N2 C8 C7 80.1(4) . . . . ?
N2 C8 C7 C5 -99.7(4) . . . . ?
N2 C8 C7 C6 80.1(4) . . . . ?
C5 C7 C6 C4 0.9(5) . . . . ?
C8 C7 C6 C4 -178.9(3) . . . . ?
C7 C6 C4 C2 -1.0(5) . . . . ?
C6 C4 C2 C3 0.8(5) . . . . ?
C6 C4 C2 C1 -179.5(3) . . . . ?
C9 N2 C10 C12 -0.4(5) . . . . ?
C8 N2 C10 C12 178.2(3) . . . . ?
N2 C10 C12 C13 -0.4(6) . . . . ?
C11 C13 C12 C10 0.9(6) . . . . ?
C6 C7 C5 C3 -0.6(5) . . . . ?
C8 C7 C5 C3 179.3(3) . . . . ?
C7 C5 C3 C2 0.3(5) . . . . ?
C4 C2 C3 C5 -0.5(5) . . . . ?
C1 C2 C3 C5 179.8(3) . . . . ?

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.061

