# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_l128
_database_code_depnum_ccdc_archive 'CCDC 2424475'
loop_
_audit_author_name
_audit_author_address
'M. Bushuev' 'Nikolaev Institute of Inorganic Chemistry'
_audit_update_record             
;
2025-02-17 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_audit_creation_date             2025-02-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
2-(benzylthio)-4-(3,5-dimethyl-1H-pyrazol-1-yl)-6-methylpyrimidine
_chemical_formula_moiety         'C17 H18 N4 S'
_chemical_formula_sum            'C17 H18 N4 S'
_chemical_formula_weight         310.41
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   11.0358(8)
_cell_length_b                   6.7859(6)
_cell_length_c                   11.4683(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.397(5)
_cell_angle_gamma                90
_cell_volume                     844.73(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2742
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      74.60
_cell_measurement_theta_min      3.92
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.862
_exptl_absorpt_coefficient_mu    1.705
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_correction_T_min  0.6062
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0987 before and 0.0679 after correction.
The Ratio of minimum to maximum transmission is 0.8042.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             328
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.025
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0840
_diffrn_reflns_av_unetI/netI     0.0578
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8763
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.591
_diffrn_reflns_theta_min         3.919
_diffrn_ambient_temperature      150.00
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_special_details          
'Data collection was performed by V. N. Yudin in XRD Facility of NIIC SB RAS.'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1495
_reflns_number_total             1864
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.176
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         1864
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0465P)²+0.1640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.1027
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H14A(0.5) H14B(0.5) H14C(0.5) H15A(0.5) H15B(0.5) H15C(0.5)
 H17A(0.5) H17B(0.5) H17C(0.5)
3.a Idealised Me refined as rotating group:
 C141(H14A,H14B,H14C), C151(H15A,H15B,H15C), C171(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
S1 S 0.25499(5) 0.750000 0.54229(5) 0.03082(18) Uani 1 2 d S T P . .
N1 N 0.50153(18) 0.750000 0.58008(16) 0.0279(4) Uani 1 2 d S T P . .
N2 N 0.39062(18) 0.750000 0.37993(15) 0.0269(4) Uani 1 2 d S T P . .
N3 N 0.49198(17) 0.750000 0.21857(15) 0.0258(4) Uani 1 2 d S T P . .
N4 N 0.60158(18) 0.750000 0.17656(17) 0.0299(4) Uani 1 2 d S T P . .
C11 C 0.3997(2) 0.750000 0.49805(18) 0.0261(5) Uani 1 2 d S T P . .
C12 C 0.4979(2) 0.750000 0.34180(18) 0.0247(5) Uani 1 2 d S T P . .
C13 C 0.6113(2) 0.750000 0.41814(19) 0.0276(5) Uani 1 2 d S T P . .
H13 H 0.684(3) 0.750000 0.391(2) 0.033(7) Uiso 1 2 d S . P . .
C14 C 0.6088(2) 0.750000 0.53819(19) 0.0272(5) Uani 1 2 d S T P . .
C15 C 0.5686(2) 0.750000 0.05975(19) 0.0302(5) Uani 1 2 d S T P . .
C16 C 0.4397(2) 0.750000 0.0253(2) 0.0324(5) Uani 1 2 d S T P . .
H16 H 0.394(3) 0.750000 -0.050(3) 0.044(8) Uiso 1 2 d S . P . .
C17 C 0.3915(2) 0.750000 0.12717(19) 0.0276(5) Uani 1 2 d S T P . .
C111 C 0.3017(2) 0.750000 0.70288(19) 0.0311(5) Uani 1 2 d S T P . .
H111 H 0.3544(19) 0.869(3) 0.7278(18) 0.048(6) Uiso 1 1 d . . . . .
C112 C 0.1873(2) 0.750000 0.75845(18) 0.0304(5) Uani 1 2 d S T P . .
C113 C 0.13511(18) 0.5746(3) 0.78505(17) 0.0418(5) Uani 1 1 d . . . . .
H113 H 0.1685(19) 0.447(3) 0.7672(18) 0.049(6) Uiso 1 1 d . . . . .
C114 C 0.0315(2) 0.5757(4) 0.83904(18) 0.0525(6) Uani 1 1 d . . . . .
H114 H -0.003(2) 0.445(4) 0.856(2) 0.062(7) Uiso 1 1 d . . . . .
C115 C -0.0199(3) 0.750000 0.8652(2) 0.0516(8) Uani 1 2 d S T P . .
H115 H -0.094(3) 0.750000 0.904(3) 0.056(9) Uiso 1 2 d S . P . .
C141 C 0.7248(2) 0.750000 0.6288(2) 0.0342(5) Uani 1 2 d S T P . .
H14A H 0.709703 0.814526 0.701229 0.051 Uiso 0.5 1 calc R U P A -1
H14B H 0.789243 0.821571 0.597622 0.051 Uiso 0.5 1 calc R U P A -1
H14C H 0.751531 0.613903 0.646744 0.051 Uiso 0.5 1 calc R U P A -1
C151 C 0.6642(3) 0.750000 -0.0180(2) 0.0383(6) Uani 1 2 d S T P . .
H15A H 0.627945 0.800364 -0.096655 0.057 Uiso 0.5 1 calc R U P B -1
H15B H 0.693880 0.615265 -0.025353 0.057 Uiso 0.5 1 calc R U P B -1
H15C H 0.733240 0.834370 0.017210 0.057 Uiso 0.5 1 calc R U P B -1
C171 C 0.2594(2) 0.750000 0.1398(2) 0.0366(6) Uani 1 2 d S T P . .
H17A H 0.207188 0.752836 0.061042 0.055 Uiso 0.5 1 calc R U P C -1
H17B H 0.242529 0.866473 0.184791 0.055 Uiso 0.5 1 calc R U P C -1
H17C H 0.241689 0.630692 0.181850 0.055 Uiso 0.5 1 calc R U P C -1


_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
S1 C11 1.761(2) . ?
S1 C111 1.821(2) . ?
N1 C11 1.329(3) . ?
N1 C14 1.355(3) . ?
N2 C11 1.340(3) . ?
N2 C12 1.334(3) . ?
N3 N4 1.380(2) . ?
N3 C12 1.403(3) . ?
N3 C17 1.381(3) . ?
N4 C15 1.323(3) . ?
C12 C13 1.391(3) . ?
C13 H13 0.91(3) . ?
C13 C14 1.382(3) . ?
C14 C141 1.496(3) . ?
C15 C16 1.406(4) . ?
C15 C151 1.499(3) . ?
C16 H16 0.92(3) . ?
C16 C17 1.368(3) . ?
C17 C171 1.491(3) . ?
C111 H111 1.01(2) 4_575 ?
C111 H111 1.01(2) . ?
C111 C112 1.513(3) . ?
C112 C113 1.380(2) . ?
C112 C113 1.380(2) 4_575 ?
C113 H113 0.98(2) . ?
C113 C114 1.396(2) . ?
C114 H114 1.00(3) . ?
C114 C115 1.368(3) . ?
C115 H115 1.00(3) . ?
C141 H14A 0.9800 . ?
C141 H14B 0.9800 . ?
C141 H14C 0.9800 . ?
C151 H15A 0.9800 . ?
C151 H15B 0.9800 . ?
C151 H15C 0.9800 . ?
C171 H17A 0.9800 . ?
C171 H17B 0.9800 . ?
C171 H17C 0.9800 . ?

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
C11 S1 C111 100.69(11) . . ?
C11 N1 C14 115.48(18) . . ?
C12 N2 C11 115.00(19) . . ?
N4 N3 C12 117.85(18) . . ?
N4 N3 C17 111.65(16) . . ?
C17 N3 C12 130.51(19) . . ?
C15 N4 N3 104.77(18) . . ?
N1 C11 S1 119.41(15) . . ?
N1 C11 N2 127.9(2) . . ?
N2 C11 S1 112.66(17) . . ?
N2 C12 N3 116.58(19) . . ?
N2 C12 C13 122.96(19) . . ?
C13 C12 N3 120.46(19) . . ?
C12 C13 H13 122.2(17) . . ?
C14 C13 C12 116.7(2) . . ?
C14 C13 H13 121.1(17) . . ?
N1 C14 C13 121.9(2) . . ?
N1 C14 C141 116.54(19) . . ?
C13 C14 C141 121.6(2) . . ?
N4 C15 C16 111.33(19) . . ?
N4 C15 C151 120.5(2) . . ?
C16 C15 C151 128.2(2) . . ?
C15 C16 H16 128.8(18) . . ?
C17 C16 C15 106.8(2) . . ?
C17 C16 H16 124.4(18) . . ?
N3 C17 C171 126.25(19) . . ?
C16 C17 N3 105.4(2) . . ?
C16 C17 C171 128.3(2) . . ?
S1 C111 H111 109.3(12) . . ?
S1 C111 H111 109.3(12) . 4_575 ?
H111 C111 H111 107(2) . 4_575 ?
C112 C111 S1 108.69(16) . . ?
C112 C111 H111 111.3(11) . . ?
C112 C111 H111 111.3(12) . 4_575 ?
C113 C112 C111 120.42(11) 4_575 . ?
C113 C112 C111 120.42(11) . . ?
C113 C112 C113 119.1(2) . 4_575 ?
C112 C113 H113 122.0(12) . . ?
C112 C113 C114 120.1(2) . . ?
C114 C113 H113 117.8(12) . . ?
C113 C114 H114 117.2(14) . . ?
C115 C114 C113 120.4(2) . . ?
C115 C114 H114 122.3(14) . . ?
C114 C115 C114 119.7(3) . 4_575 ?
C114 C115 H115 120.15(13) . . ?
C114 C115 H115 120.16(13) 4_575 . ?
C14 C141 H14A 109.5 . . ?
C14 C141 H14B 109.5 . . ?
C14 C141 H14C 109.5 . . ?
H14A C141 H14B 109.5 . . ?
H14A C141 H14C 109.5 . . ?
H14B C141 H14C 109.5 . . ?
C15 C151 H15A 109.5 . . ?
C15 C151 H15B 109.5 . . ?
C15 C151 H15C 109.5 . . ?
H15A C151 H15B 109.5 . . ?
H15A C151 H15C 109.5 . . ?
H15B C151 H15C 109.5 . . ?
C17 C171 H17A 109.5 . . ?
C17 C171 H17B 109.5 . . ?
C17 C171 H17C 109.5 . . ?
H17A C171 H17B 109.5 . . ?
H17A C171 H17C 109.5 . . ?
H17B C171 H17C 109.5 . . ?

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
S1 C111 C112 C113 90.56(19) . . . . ?
S1 C111 C112 C113 -90.56(19) . . . 4_575 ?
N2 C12 C13 C14 0.000(0) . . . . ?
N3 N4 C15 C16 0.000(0) . . . . ?
N3 N4 C15 C151 180.000(0) . . . . ?
N3 C12 C13 C14 180.000(0) . . . . ?
N4 N3 C12 N2 180.000(0) . . . . ?
N4 N3 C12 C13 0.000(0) . . . . ?
N4 N3 C17 C16 0.000(0) . . . . ?
N4 N3 C17 C171 180.000(0) . . . . ?
N4 C15 C16 C17 0.000(0) . . . . ?
C11 S1 C111 C112 180.000(0) . . . . ?
C11 N1 C14 C13 0.000(1) . . . . ?
C11 N1 C14 C141 180.000(0) . . . . ?
C11 N2 C12 N3 180.000(0) . . . . ?
C11 N2 C12 C13 0.000(0) . . . . ?
C12 N2 C11 S1 180.000(0) . . . . ?
C12 N2 C11 N1 0.000(1) . . . . ?
C12 N3 N4 C15 180.000(0) . . . . ?
C12 N3 C17 C16 180.000(0) . . . . ?
C12 N3 C17 C171 0.000(0) . . . . ?
C12 C13 C14 N1 0.000(1) . . . . ?
C12 C13 C14 C141 180.000(0) . . . . ?
C14 N1 C11 S1 180.000(0) . . . . ?
C14 N1 C11 N2 0.000(1) . . . . ?
C15 C16 C17 N3 0.000(0) . . . . ?
C15 C16 C17 C171 180.000(0) . . . . ?
C17 N3 N4 C15 0.000(0) . . . . ?
C17 N3 C12 N2 0.000(0) . . . . ?
C17 N3 C12 C13 180.000(0) . . . . ?
C111 S1 C11 N1 0.000(0) . . . . ?
C111 S1 C11 N2 180.000(0) . . . . ?
C111 C112 C113 C114 178.4(2) . . . . ?
C112 C113 C114 C115 0.5(3) . . . . ?
C113 C112 C113 C114 -0.5(4) 4_575 . . . ?
C113 C114 C115 C114 -0.5(4) . . . 4_575 ?
C151 C15 C16 C17 180.0 . . . . ?

_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_s60
_database_code_depnum_ccdc_archive 'CCDC 2424479'
loop_
_audit_author_name
_audit_author_address
'M. Bushuev'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2025-04-17 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_audit_creation_date             2025-04-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7205)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
bis(2-(benzylthio)-4-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidine)-bis(mu2-iodo)-di-copper(I)
_chemical_formula_moiety         'C32 H32 Cu2 I2 N8 S2'
_chemical_formula_sum            'C32 H32 Cu2 I2 N8 S2'
_chemical_formula_weight         973.65
_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'
I I -0.4742 1.8119 '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                   9.405(2)
_cell_length_b                   9.845(2)
_cell_length_c                   19.150(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.785(8)
_cell_angle_gamma                90
_cell_volume                     1772.3(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7514
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.941
_shelx_estimated_absorpt_T_min   0.576
_exptl_absorpt_coefficient_mu    3.095
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5057
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1297 before and 0.0666 after correction.
The Ratio of minimum to maximum transmission is 0.6784.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             952
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18304
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.407
_diffrn_reflns_theta_min         2.128
_diffrn_ambient_temperature      150.00
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_special_details          
'Data collection was performed by T. S. Sukhikh in XRD Facility of NIIC SB RAS.'
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2795
_reflns_number_total             3619
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.239
_refine_diff_density_min         -1.730
_refine_diff_density_rms         0.185
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.300
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         3619
_refine_ls_number_restraints     275
_refine_ls_R_factor_all          0.1146
_refine_ls_R_factor_gt           0.0898
_refine_ls_restrained_S_all      1.257
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+40.6218P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2021
_refine_ls_wR_factor_ref         0.2117
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C3-C2 = C3A-C2A = C7-C2 = C7A-C2A = C7-C6 = C7A-C6A = C6A-C5A = C6-C5 = C5-C4
 = C5A-C4A = C4A-C3A = C4-C3
 1.39 with sigma of 0.02
 C4A-C6A = C3A-C7A
 2.35 with sigma of 0.04
 C2A-C5A = C2-C5
 2.75 with sigma of 0.04
 C3-C7 = C4-C6
 2.35 with sigma of 0.04
 S1A-C11 \\sim S1B-C11A
 with sigma of 0.02
 S1A-C111 \\sim S1B-C1
 with sigma of 0.02
 N2A-C11A \\sim N2-C11
 with sigma of 0.02
 N1A-C11A \\sim N1-C11
 with sigma of 0.02
 N3-C12 \\sim N3-C12A
 with sigma of 0.02
 C2A-C1 \\sim C2-C111
 with sigma of 0.02
 C3A-C1 \\sim C1-C7A
 with sigma of 0.02
 C3-C111 \\sim C111-C7
 with sigma of 0.02
 N2A-C12A \\sim N2-C12
 with sigma of 0.02
 N1A-C14A \\sim N1-C14
 with sigma of 0.02
 C14-C13 \\sim C14A-C13A
 with sigma of 0.02
 C13-C12 \\sim C13A-C12A
 with sigma of 0.02
 C11A-C13A \\sim C11-C13
 with sigma of 0.02
3. Restrained planarity
 S1B, C12A, N2A, C11A, N1A, C14A, C13A
 with sigma of 0.1
 C1, C2A, C3A, C4A, C5A, C6A, C7A
 with sigma of 0.1
 C111, C2, C3, C4, C5, C6, C7
 with sigma of 0.1
 C12, N2, C11, N1, C14, C13, S1A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C5A) \\sim Ueq, Uanis(S1B)
\\sim Ueq, Uanis(C7A) \\sim Ueq, Uanis(C3A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C12) = Uanis(C12A)
Uanis(C13A) = Uanis(C13)
Uanis(N2A) = Uanis(N2)
5. Rigid body (RIGU) restrains
 C12, N2, C11, N1, C14, C13, S1A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C111, C2, C3, C4, C5, C6, C7, S1A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S1B, C4A, C6A, C1, C5A, C2A, C7A, C3A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S1B, C12A, N2A, C11A, N1A, C14A, C13A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(S1B)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=
 Sof(H4A)=Sof(C5A)=Sof(H5A)=Sof(C6A)=Sof(H6A)=Sof(C7A)=Sof(H7A)=Sof(C12A)=
 Sof(N2A)=Sof(C11A)=Sof(N1A)=Sof(C14A)=Sof(H14A)=Sof(C13A)=Sof(H13A)=1-FVAR(1)
 Sof(C12)=Sof(N2)=Sof(C11)=Sof(N1)=Sof(C14)=Sof(H14)=Sof(C13)=Sof(H13)=
 Sof(C111)=Sof(H11A)=Sof(H11B)=Sof(C2)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=Sof(C5)=
 Sof(H5)=Sof(C6)=Sof(H6)=Sof(C7)=Sof(H7)=Sof(S1A)=FVAR(1)
7.a Secondary CH2 refined with riding coordinates:
 C111(H11A,H11B), C1(H1A,H1B)
7.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C13(H13), C16(H16), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7),
 C3A(H3A), C4A(H4A), C5A(H5A), C6A(H6A), C7A(H7A), C14A(H14A), C13A(H13A)
7.c Idealised Me refined as rotating group:
 C151(H15A,H15B,H15C), C171(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
I1 I 0.37592(12) 0.07809(9) 0.40771(5) 0.0507(3) Uani 1 1 d . . . . .
Cu1 Cu 0.51310(19) 0.12614(15) 0.52347(8) 0.0388(4) Uani 1 1 d . . . . .
S1B S 0.782(2) 0.192(2) 0.4171(12) 0.058(5) Uani 0.34(3) 1 d D U P A 2
N3 N 0.5071(11) 0.3778(10) 0.6023(5) 0.030(2) Uani 1 1 d D . . . .
N4 N 0.4289(12) 0.2618(10) 0.5933(5) 0.035(2) Uani 1 1 d . . . . .
C12 C 0.613(4) 0.407(3) 0.555(2) 0.034(2) Uani 0.66(3) 1 d D U P A 1
N2 N 0.660(4) 0.295(3) 0.5212(18) 0.034(5) Uani 0.66(3) 1 d D U P A 1
C11 C 0.767(3) 0.309(2) 0.4760(12) 0.039(5) Uani 0.66(3) 1 d D U P A 1
N1 N 0.831(4) 0.425(3) 0.4612(18) 0.044(8) Uani 0.66(3) 1 d D U P A 1
C14 C 0.781(3) 0.535(3) 0.4942(15) 0.034(5) Uani 0.66(3) 1 d D U P A 1
H14 H 0.8218 0.6206 0.4843 0.041 Uiso 0.66(3) 1 calc R U P A 1
C13 C 0.674(3) 0.530(2) 0.5414(12) 0.032(5) Uani 0.66(3) 1 d D U P A 1
H13 H 0.6430 0.6100 0.5640 0.038 Uiso 0.66(3) 1 calc R U P A 1
C15 C 0.3413(15) 0.2552(12) 0.6469(6) 0.036(3) Uani 1 1 d . . . . .
C16 C 0.3672(15) 0.3685(13) 0.6926(7) 0.040(3) Uani 1 1 d . . . . .
H16 H 0.3196 0.3878 0.7344 0.048 Uiso 1 1 calc R U . . .
C17 C 0.4730(15) 0.4432(13) 0.6646(6) 0.039(3) Uani 1 1 d . . . . .
C111 C 0.951(2) 0.221(3) 0.3790(12) 0.056(6) Uani 0.66(3) 1 d D U P A 1
H11A H 0.9557 0.3208 0.3866 0.067 Uiso 0.66(3) 1 calc R U P A 1
H11B H 1.0462 0.1850 0.3925 0.067 Uiso 0.66(3) 1 calc R U P A 1
C151 C 0.2370(16) 0.1423(13) 0.6528(7) 0.045(3) Uani 1 1 d . . . . .
H15A H 0.1766 0.1383 0.6102 0.067 Uiso 1 1 calc R U . . .
H15B H 0.1776 0.1582 0.6931 0.067 Uiso 1 1 calc R U . . .
H15C H 0.2880 0.0562 0.6589 0.067 Uiso 1 1 calc R U . . .
C171 C 0.5410(17) 0.5659(15) 0.6933(8) 0.054(4) Uani 1 1 d . . . . .
H17A H 0.6437 0.5510 0.6988 0.080 Uiso 1 1 calc R U . . .
H17B H 0.5017 0.5864 0.7389 0.080 Uiso 1 1 calc R U . . .
H17C H 0.5228 0.6423 0.6615 0.080 Uiso 1 1 calc R U . . .
C2 C 0.9326(19) 0.200(2) 0.3004(11) 0.050(6) Uani 0.66(3) 1 d D U P A 1
C3 C 0.838(3) 0.279(3) 0.2617(13) 0.077(9) Uani 0.66(3) 1 d D U P A 1
H3 H 0.7825 0.3461 0.2834 0.092 Uiso 0.66(3) 1 calc R U P A 1
C4 C 0.826(3) 0.257(2) 0.1905(14) 0.056(6) Uani 0.66(3) 1 d D U P A 1
H4 H 0.7609 0.3099 0.1635 0.067 Uiso 0.66(3) 1 calc R U P A 1
C5 C 0.906(3) 0.160(2) 0.1571(11) 0.049(5) Uani 0.66(3) 1 d D U P A 1
H5 H 0.8957 0.1469 0.1081 0.059 Uiso 0.66(3) 1 calc R U P A 1
C6 C 1.001(2) 0.082(3) 0.1960(11) 0.049(5) Uani 0.66(3) 1 d D U P A 1
H6 H 1.0613 0.0183 0.1742 0.058 Uiso 0.66(3) 1 calc R U P A 1
C7 C 1.007(4) 0.100(3) 0.2680(12) 0.050(8) Uani 0.66(3) 1 d D U P A 1
H7 H 1.0652 0.0401 0.2958 0.059 Uiso 0.66(3) 1 calc R U P A 1
S1A S 0.8238(12) 0.1525(9) 0.4439(7) 0.056(3) Uani 0.66(3) 1 d D U P A 1
C1 C 0.973(3) 0.191(5) 0.3917(17) 0.039(8) Uani 0.34(3) 1 d D U P A 2
H1A H 1.0261 0.2728 0.4075 0.046 Uiso 0.34(3) 1 calc R U P A 2
H1B H 1.0247 0.1076 0.4065 0.046 Uiso 0.34(3) 1 calc R U P A 2
C2A C 0.933(3) 0.193(3) 0.3140(14) 0.033(9) Uani 0.34(3) 1 d D U P A 2
C3A C 0.816(4) 0.262(4) 0.2887(16) 0.037(8) Uani 0.34(3) 1 d D U P A 2
H3A H 0.7570 0.3051 0.3216 0.045 Uiso 0.34(3) 1 calc R U P A 2
C4A C 0.777(4) 0.275(3) 0.2182(16) 0.032(8) Uani 0.34(3) 1 d D U P A 2
H4A H 0.6976 0.3283 0.2027 0.039 Uiso 0.34(3) 1 calc R U P A 2
C5A C 0.860(4) 0.206(4) 0.1722(15) 0.034(8) Uani 0.34(3) 1 d D U P A 2
H5A H 0.8387 0.2104 0.1234 0.040 Uiso 0.34(3) 1 calc R U P A 2
C6A C 0.974(4) 0.129(5) 0.1966(18) 0.056(15) Uani 0.34(3) 1 d D U P A 2
H6A H 1.0270 0.0786 0.1640 0.067 Uiso 0.34(3) 1 calc R U P A 2
C7A C 1.014(5) 0.122(5) 0.2671(16) 0.030(8) Uani 0.34(3) 1 d D U P A 2
H7A H 1.0943 0.0706 0.2825 0.036 Uiso 0.34(3) 1 calc R U P A 2
C12A C 0.615(8) 0.406(5) 0.556(4) 0.034(2) Uani 0.34(3) 1 d D U P A 2
N2A N 0.643(8) 0.300(6) 0.513(4) 0.034(5) Uani 0.34(3) 1 d D U P A 2
C11A C 0.753(6) 0.332(4) 0.471(2) 0.049(15) Uani 0.34(3) 1 d D U P A 2
N1A N 0.828(8) 0.445(5) 0.467(4) 0.043(14) Uani 0.34(3) 1 d D U P A 2
C14A C 0.788(7) 0.540(6) 0.513(3) 0.038(12) Uani 0.34(3) 1 d D U P A 2
H14A H 0.8408 0.6229 0.5137 0.046 Uiso 0.34(3) 1 calc R U P A 2
C13A C 0.680(6) 0.529(4) 0.559(3) 0.032(5) Uani 0.34(3) 1 d D U P A 2
H13A H 0.6521 0.6007 0.5886 0.038 Uiso 0.34(3) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 Cu1 2.5738(19) . ?
I1 Cu1 2.6044(19) 3_656 ?
Cu1 I1 2.6045(19) 3_656 ?
Cu1 Cu1 2.650(3) 3_656 ?
Cu1 N4 2.065(10) . ?
Cu1 N2 2.16(3) . ?
Cu1 N2A 2.12(6) . ?
S1B C1 1.87(2) . ?
S1B C11A 1.75(2) . ?
N3 N4 1.367(13) . ?
N3 C12 1.395(17) . ?
N3 C17 1.401(15) . ?
N3 C12A 1.39(2) . ?
N4 C15 1.337(16) . ?
C12 N2 1.359(17) . ?
C12 C13 1.37(2) . ?
N2 C11 1.357(19) . ?
C11 N1 1.32(2) . ?
C11 S1A 1.750(17) . ?
N1 C14 1.35(2) . ?
C14 H14 0.9500 . ?
C14 C13 1.37(2) . ?
C13 H13 0.9500 . ?
C15 C16 1.433(17) . ?
C15 C151 1.489(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.361(19) . ?
C17 C171 1.466(18) . ?
C111 H11A 0.9900 . ?
C111 H11B 0.9900 . ?
C111 C2 1.52(2) . ?
C111 S1A 1.880(18) . ?
C151 H15A 0.9800 . ?
C151 H15B 0.9800 . ?
C151 H15C 0.9800 . ?
C171 H17A 0.9800 . ?
C171 H17B 0.9800 . ?
C171 H17C 0.9800 . ?
C2 C3 1.376(17) . ?
C2 C7 1.374(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(18) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(17) . ?
C6 H6 0.9500 . ?
C6 C7 1.389(17) . ?
C7 H7 0.9500 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2A 1.52(2) . ?
C2A C3A 1.375(19) . ?
C2A C7A 1.382(19) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.394(19) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.378(19) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.382(19) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.39(2) . ?
C7A H7A 0.9500 . ?
C12A N2A 1.36(2) . ?
C12A C13A 1.36(2) . ?
N2A C11A 1.36(2) . ?
C11A N1A 1.32(2) . ?
N1A C14A 1.35(3) . ?
C14A H14A 0.9500 . ?
C14A C13A 1.37(3) . ?
C13A H13A 0.9500 . ?

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
Cu1 I1 Cu1 61.57(6) . 3_656 ?
I1 Cu1 I1 118.43(6) . 3_656 ?
I1 Cu1 Cu1 58.65(6) 3_656 3_656 ?
I1 Cu1 Cu1 59.78(6) . 3_656 ?
N4 Cu1 I1 119.0(3) . . ?
N4 Cu1 I1 109.1(3) . 3_656 ?
N4 Cu1 Cu1 142.4(3) . 3_656 ?
N4 Cu1 N2 76.9(7) . . ?
N4 Cu1 N2A 76.9(12) . . ?
N2 Cu1 I1 115.3(10) . . ?
N2 Cu1 I1 111.0(11) . 3_656 ?
N2 Cu1 Cu1 140.0(7) . 3_656 ?
N2A Cu1 I1 110(2) . . ?
N2A Cu1 I1 117(2) . 3_656 ?
N2A Cu1 Cu1 140.6(12) . 3_656 ?
C11A S1B C1 109(3) . . ?
N4 N3 C12 118.9(14) . . ?
N4 N3 C17 110.8(10) . . ?
N4 N3 C12A 119(2) . . ?
C12 N3 C17 130.0(16) . . ?
C12A N3 C17 130(3) . . ?
N3 N4 Cu1 114.0(8) . . ?
C15 N4 Cu1 136.3(8) . . ?
C15 N4 N3 106.6(10) . . ?
N2 C12 N3 113(2) . . ?
N2 C12 C13 119(2) . . ?
C13 C12 N3 128(2) . . ?
C12 N2 Cu1 113.3(18) . . ?
C11 N2 Cu1 125.3(17) . . ?
C11 N2 C12 119(2) . . ?
N2 C11 S1A 112.0(18) . . ?
N1 C11 N2 125.1(18) . . ?
N1 C11 S1A 122.8(18) . . ?
C11 N1 C14 115(2) . . ?
N1 C14 H14 118.2 . . ?
N1 C14 C13 124(2) . . ?
C13 C14 H14 118.2 . . ?
C12 C13 C14 118.5(18) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
N4 C15 C16 109.5(11) . . ?
N4 C15 C151 121.2(11) . . ?
C16 C15 C151 129.4(12) . . ?
C15 C16 H16 126.5 . . ?
C17 C16 C15 107.0(11) . . ?
C17 C16 H16 126.5 . . ?
N3 C17 C171 126.1(12) . . ?
C16 C17 N3 106.0(11) . . ?
C16 C17 C171 127.8(12) . . ?
H11A C111 H11B 106.5 . . ?
C2 C111 H11A 106.5 . . ?
C2 C111 H11B 106.5 . . ?
C2 C111 S1A 123.2(14) . . ?
S1A C111 H11A 106.5 . . ?
S1A C111 H11B 106.5 . . ?
C15 C151 H15A 109.5 . . ?
C15 C151 H15B 109.5 . . ?
C15 C151 H15C 109.5 . . ?
H15A C151 H15B 109.5 . . ?
H15A C151 H15C 109.5 . . ?
H15B C151 H15C 109.5 . . ?
C17 C171 H17A 109.5 . . ?
C17 C171 H17B 109.5 . . ?
C17 C171 H17C 109.5 . . ?
H17A C171 H17B 109.5 . . ?
H17A C171 H17C 109.5 . . ?
H17B C171 H17C 109.5 . . ?
C3 C2 C111 120.5(15) . . ?
C7 C2 C111 120.0(15) . . ?
C7 C2 C3 119(2) . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118(2) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 H4 118.8 . . ?
C3 C4 C5 122(2) . . ?
C5 C4 H4 118.8 . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.1(19) . . ?
C6 C5 H5 120.5 . . ?
C5 C6 H6 120.9 . . ?
C5 C6 C7 118(2) . . ?
C7 C6 H6 120.9 . . ?
C2 C7 C6 122(2) . . ?
C2 C7 H7 118.9 . . ?
C6 C7 H7 118.9 . . ?
C11 S1A C111 96.9(14) . . ?
S1B C1 H1A 113.2 . . ?
S1B C1 H1B 113.2 . . ?
H1A C1 H1B 110.5 . . ?
C2A C1 S1B 92.5(17) . . ?
C2A C1 H1A 113.2 . . ?
C2A C1 H1B 113.2 . . ?
C3A C2A C1 121.5(17) . . ?
C3A C2A C7A 118(2) . . ?
C7A C2A C1 120.3(17) . . ?
C2A C3A H3A 117.6 . . ?
C2A C3A C4A 125(3) . . ?
C4A C3A H3A 117.6 . . ?
C3A C4A H4A 122.1 . . ?
C5A C4A C3A 116(3) . . ?
C5A C4A H4A 122.1 . . ?
C4A C5A H5A 119.8 . . ?
C4A C5A C6A 120(2) . . ?
C6A C5A H5A 119.8 . . ?
C5A C6A H6A 118.7 . . ?
C5A C6A C7A 123(3) . . ?
C7A C6A H6A 118.7 . . ?
C2A C7A C6A 118(3) . . ?
C2A C7A H7A 121.0 . . ?
C6A C7A H7A 121.0 . . ?
N2A C12A N3 114(4) . . ?
N2A C12A C13A 127(4) . . ?
C13A C12A N3 119(4) . . ?
C12A N2A Cu1 116(4) . . ?
C11A N2A Cu1 134(3) . . ?
C11A N2A C12A 111(4) . . ?
N2A C11A S1B 108(3) . . ?
N1A C11A S1B 123(3) . . ?
N1A C11A N2A 130(3) . . ?
C11A N1A C14A 114(5) . . ?
N1A C14A H14A 117.2 . . ?
N1A C14A C13A 126(5) . . ?
C13A C14A H14A 117.2 . . ?
C12A C13A C14A 113(3) . . ?
C12A C13A H13A 123.5 . . ?
C14A C13A H13A 123.5 . . ?

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 N4 C15 C16 156.2(10) . . . . ?
Cu1 N4 C15 C151 -24(2) . . . . ?
Cu1 N2 C11 N1 160(3) . . . . ?
Cu1 N2 C11 S1A -25(3) . . . . ?
Cu1 N2A C11A S1B 1(9) . . . . ?
Cu1 N2A C11A N1A 179(7) . . . . ?
S1B C1 C2A C3A 35(3) . . . . ?
S1B C1 C2A C7A -144(3) . . . . ?
S1B C11A N1A C14A 180(4) . . . . ?
N3 N4 C15 C16 -1.7(14) . . . . ?
N3 N4 C15 C151 178.4(11) . . . . ?
N3 C12 N2 Cu1 20(2) . . . . ?
N3 C12 N2 C11 -177(4) . . . . ?
N3 C12 C13 C14 178(4) . . . . ?
N3 C12A N2A Cu1 2(3) . . . . ?
N3 C12A N2A C11A -177(8) . . . . ?
N3 C12A C13A C14A 177(8) . . . . ?
N4 N3 C12 N2 -22(3) . . . . ?
N4 N3 C12 C13 159(3) . . . . ?
N4 N3 C17 C16 -2.7(14) . . . . ?
N4 N3 C17 C171 176.3(13) . . . . ?
N4 N3 C12A N2A -10(5) . . . . ?
N4 N3 C12A C13A 171(5) . . . . ?
N4 C15 C16 C17 0.1(15) . . . . ?
C12 N3 N4 Cu1 13(3) . . . . ?
C12 N3 N4 C15 177(3) . . . . ?
C12 N3 C17 C16 -176(3) . . . . ?
C12 N3 C17 C171 3(3) . . . . ?
C12 N2 C11 N1 -1(2) . . . . ?
C12 N2 C11 S1A 174.3(13) . . . . ?
N2 C12 C13 C14 -1(3) . . . . ?
N2 C11 N1 C14 -1(4) . . . . ?
N2 C11 S1A C111 174(2) . . . . ?
C11 N1 C14 C13 1(4) . . . . ?
N1 C11 S1A C111 -11(3) . . . . ?
N1 C14 C13 C12 -1(4) . . . . ?
C13 C12 N2 Cu1 -162(3) . . . . ?
C13 C12 N2 C11 1.3(19) . . . . ?
C15 C16 C17 N3 1.6(14) . . . . ?
C15 C16 C17 C171 -177.5(14) . . . . ?
C17 N3 N4 Cu1 -160.8(8) . . . . ?
C17 N3 N4 C15 2.8(13) . . . . ?
C17 N3 C12 N2 150.6(14) . . . . ?
C17 N3 C12 C13 -28(6) . . . . ?
C17 N3 C12A N2A 161.7(16) . . . . ?
C17 N3 C12A C13A -18(10) . . . . ?
C111 C2 C3 C4 179.2(17) . . . . ?
C111 C2 C7 C6 -176(2) . . . . ?
C151 C15 C16 C17 180.0(13) . . . . ?
C2 C111 S1A C11 -116.8(18) . . . . ?
C2 C3 C4 C5 0(3) . . . . ?
C3 C2 C7 C6 6(3) . . . . ?
C3 C4 C5 C6 0(3) . . . . ?
C4 C5 C6 C7 3(3) . . . . ?
C5 C6 C7 C2 -7(4) . . . . ?
C7 C2 C3 C4 -3(3) . . . . ?
S1A C11 N1 C14 -175(2) . . . . ?
S1A C111 C2 C3 79(2) . . . . ?
S1A C111 C2 C7 -99(3) . . . . ?
C1 S1B C11A N2A -153(5) . . . . ?
C1 S1B C11A N1A 28(6) . . . . ?
C1 C2A C3A C4A 176(2) . . . . ?
C1 C2A C7A C6A -179(3) . . . . ?
C2A C3A C4A C5A 4(4) . . . . ?
C3A C2A C7A C6A 2(5) . . . . ?
C3A C4A C5A C6A 0(5) . . . . ?
C4A C5A C6A C7A -3(6) . . . . ?
C5A C6A C7A C2A 2(7) . . . . ?
C7A C2A C3A C4A -5(3) . . . . ?
C12A N3 N4 Cu1 12(5) . . . . ?
C12A N3 N4 C15 176(5) . . . . ?
C12A N3 C17 C16 -175(5) . . . . ?
C12A N3 C17 C171 4(6) . . . . ?
C12A N2A C11A S1B -179.8(16) . . . . ?
C12A N2A C11A N1A -1(6) . . . . ?
N2A C12A C13A C14A -3(6) . . . . ?
N2A C11A N1A C14A 1(8) . . . . ?
C11A S1B C1 C2A -123(2) . . . . ?
C11A N1A C14A C13A -2(8) . . . . ?
N1A C14A C13A C12A 3(7) . . . . ?
C13A C12A N2A Cu1 -178(7) . . . . ?
C13A C12A N2A C11A 2(4) . . . . ?

_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_s12_2
_database_code_depnum_ccdc_archive 'CCDC 2424477'
loop_
_audit_author_name
_audit_author_address
'M. Bushuev' 'Nikolaev Institute of Inorganic Chemistry'
_audit_update_record             
;
2025-02-17 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_audit_creation_date             2025-02-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
bis(2-(benzylthio)-4-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidine)-bis(mu2-bromo)-di-copper(I)
_chemical_formula_moiety         'C32 H32 Br2 Cu2 N8 S2'
_chemical_formula_sum            'C32 H32 Br2 Cu2 N8 S2'
_chemical_formula_weight         879.67
_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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3376(3)
_cell_length_b                   9.7651(5)
_cell_length_c                   10.1034(4)
_cell_angle_alpha                76.831(2)
_cell_angle_beta                 72.5570(10)
_cell_angle_gamma                76.000(2)
_cell_volume                     840.70(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5499
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      28.12
_cell_measurement_theta_min      2.73
_shelx_estimated_absorpt_T_max   0.928
_shelx_estimated_absorpt_T_min   0.564
_exptl_absorpt_coefficient_mu    3.803
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6327
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0709 before and 0.0484 after correction.
The Ratio of minimum to maximum transmission is 0.8485.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9828
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.332
_diffrn_reflns_theta_min         2.327
_diffrn_ambient_temperature      150.00
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_special_details          
'Data collection was performed by D. V. Kochelakov in XRD Facility of NIIC SB RAS.'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3461
_reflns_number_total             4178
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         4178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0318
_refine_ls_restrained_S_all      1.033
_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)+(0.0274P)²+0.1563P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0644
_refine_ls_wR_factor_ref         0.0684
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C151(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
Br1 Br 0.47302(3) 0.61208(3) 0.32132(3) 0.03236(8) Uani 1 1 d . . . . .
Cu1 Cu 0.33653(3) 0.48729(3) 0.53842(3) 0.02815(9) Uani 1 1 d . . . . .
S1 S 0.39332(6) 0.21015(7) 0.37578(7) 0.02854(14) Uani 1 1 d . . . . .
N1 N 0.1097(2) 0.1592(2) 0.4963(2) 0.0262(4) Uani 1 1 d . . . . .
N2 N 0.1847(2) 0.3507(2) 0.55590(19) 0.0207(4) Uani 1 1 d . . . . .
N3 N 0.0242(2) 0.4950(2) 0.7137(2) 0.0215(4) Uani 1 1 d . . . . .
N4 N 0.1381(2) 0.5757(2) 0.6714(2) 0.0241(4) Uani 1 1 d . . . . .
C11 C 0.2090(2) 0.2409(3) 0.4862(2) 0.0227(5) Uani 1 1 d . . . . .
C12 C 0.0458(2) 0.3813(2) 0.6418(2) 0.0201(5) Uani 1 1 d . . . . .
C13 C -0.0692(3) 0.3078(3) 0.6552(3) 0.0263(5) Uani 1 1 d . . . . .
H13 H -0.164(3) 0.333(3) 0.705(3) 0.029(7) Uiso 1 1 d . . . . .
C14 C -0.0298(3) 0.1966(3) 0.5809(3) 0.0276(5) Uani 1 1 d . . . . .
H14 H -0.111(3) 0.142(3) 0.583(2) 0.026(6) Uiso 1 1 d . . . . .
C15 C 0.0933(3) 0.6737(3) 0.7537(3) 0.0272(5) Uani 1 1 d . . . . .
C16 C -0.0476(3) 0.6558(3) 0.8512(3) 0.0297(6) Uani 1 1 d . . . . .
H16 H -0.104(3) 0.710(3) 0.923(3) 0.042(8) Uiso 1 1 d . . . . .
C17 C -0.0903(3) 0.5429(3) 0.8257(2) 0.0253(5) Uani 1 1 d . . . . .
C111 C 0.3872(3) 0.0620(3) 0.2975(3) 0.0308(6) Uani 1 1 d . . . . .
H11A H 0.297(3) 0.092(3) 0.266(3) 0.031(7) Uiso 1 1 d . . . . .
H11B H 0.382(3) -0.023(3) 0.372(3) 0.044(8) Uiso 1 1 d . . . . .
C112 C 0.5336(3) 0.0410(3) 0.1839(2) 0.0235(5) Uani 1 1 d . . . . .
C113 C 0.5494(3) 0.1282(3) 0.0538(3) 0.0263(5) Uani 1 1 d . . . . .
H113 H 0.462(3) 0.202(3) 0.034(2) 0.023(6) Uiso 1 1 d . . . . .
C114 C 0.6845(3) 0.1082(3) -0.0501(3) 0.0287(5) Uani 1 1 d . . . . .
H114 H 0.692(3) 0.162(3) -0.133(3) 0.035(8) Uiso 1 1 d . . . . .
C115 C 0.8070(3) 0.0042(3) -0.0244(3) 0.0299(6) Uani 1 1 d . . . . .
H115 H 0.895(3) -0.011(3) -0.095(3) 0.035(7) Uiso 1 1 d . . . . .
C116 C 0.7922(3) -0.0837(3) 0.1048(3) 0.0320(6) Uani 1 1 d . . . . .
H116 H 0.871(3) -0.157(3) 0.123(3) 0.024(6) Uiso 1 1 d . . . . .
C117 C 0.6563(3) -0.0663(3) 0.2088(3) 0.0281(5) Uani 1 1 d . . . . .
H117 H 0.644(3) -0.129(3) 0.293(3) 0.022(6) Uiso 1 1 d . . . . .
C151 C 0.1888(3) 0.7830(3) 0.7338(3) 0.0396(7) Uani 1 1 d . . . . .
H15A H 0.288887 0.755636 0.669681 0.059 Uiso 1 1 calc R U . . .
H15B H 0.202158 0.788454 0.824939 0.059 Uiso 1 1 calc R U . . .
H15C H 0.137877 0.876525 0.693882 0.059 Uiso 1 1 calc R U . . .
C171 C -0.2270(3) 0.4776(4) 0.9034(3) 0.0340(6) Uani 1 1 d . . . . .
H17A H -0.204(3) 0.381(3) 0.936(3) 0.030(7) Uiso 1 1 d . . . . .
H17B H -0.283(3) 0.528(3) 0.984(3) 0.037(7) Uiso 1 1 d . . . . .
H17C H -0.297(3) 0.494(3) 0.847(3) 0.033(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 Cu1 2.4037(4) . ?
Br1 Cu1 2.4822(4) 2_666 ?
Cu1 Cu1 2.9736(5) 2_666 ?
Cu1 N2 2.1159(19) . ?
Cu1 N4 2.0601(19) . ?
S1 C11 1.746(2) . ?
S1 C111 1.820(3) . ?
N1 C11 1.330(3) . ?
N1 C14 1.344(3) . ?
N2 C11 1.352(3) . ?
N2 C12 1.334(3) . ?
N3 N4 1.384(3) . ?
N3 C12 1.405(3) . ?
N3 C17 1.384(3) . ?
N4 C15 1.320(3) . ?
C12 C13 1.389(3) . ?
C13 H13 0.88(3) . ?
C13 C14 1.375(4) . ?
C14 H14 1.02(2) . ?
C15 C16 1.410(3) . ?
C15 C151 1.493(3) . ?
C16 H16 0.95(3) . ?
C16 C17 1.358(3) . ?
C17 C171 1.488(3) . ?
C111 H11A 0.94(3) . ?
C111 H11B 0.99(3) . ?
C111 C112 1.502(3) . ?
C112 C113 1.382(3) . ?
C112 C117 1.395(3) . ?
C113 H113 0.99(2) . ?
C113 C114 1.382(3) . ?
C114 H114 0.87(3) . ?
C114 C115 1.380(4) . ?
C115 H115 0.92(3) . ?
C115 C116 1.377(4) . ?
C116 H116 0.92(2) . ?
C116 C117 1.386(4) . ?
C117 H117 0.92(2) . ?
C151 H15A 0.9800 . ?
C151 H15B 0.9800 . ?
C151 H15C 0.9800 . ?
C171 H17A 0.92(3) . ?
C171 H17B 1.00(3) . ?
C171 H17C 0.95(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
Cu1 Br1 Cu1 74.956(12) . 2_666 ?
Br1 Cu1 Br1 105.044(12) . 2_666 ?
Br1 Cu1 Cu1 53.722(11) . 2_666 ?
Br1 Cu1 Cu1 51.323(10) 2_666 2_666 ?
N2 Cu1 Br1 125.22(5) . . ?
N2 Cu1 Br1 114.70(5) . 2_666 ?
N2 Cu1 Cu1 144.59(5) . 2_666 ?
N4 Cu1 Br1 107.19(5) . 2_666 ?
N4 Cu1 Br1 125.31(6) . . ?
N4 Cu1 Cu1 135.56(6) . 2_666 ?
N4 Cu1 N2 77.14(7) . . ?
C11 S1 C111 101.88(12) . . ?
C11 N1 C14 114.8(2) . . ?
C11 N2 Cu1 128.03(15) . . ?
C12 N2 Cu1 115.58(15) . . ?
C12 N2 C11 116.31(19) . . ?
N4 N3 C12 116.79(18) . . ?
N4 N3 C17 110.86(19) . . ?
C17 N3 C12 132.3(2) . . ?
N3 N4 Cu1 114.31(14) . . ?
C15 N4 Cu1 138.24(16) . . ?
C15 N4 N3 105.69(18) . . ?
N1 C11 S1 120.40(18) . . ?
N1 C11 N2 126.8(2) . . ?
N2 C11 S1 112.82(16) . . ?
N2 C12 N3 115.12(19) . . ?
N2 C12 C13 121.9(2) . . ?
C13 C12 N3 123.0(2) . . ?
C12 C13 H13 122.5(17) . . ?
C14 C13 C12 116.3(2) . . ?
C14 C13 H13 121.1(17) . . ?
N1 C14 C13 123.8(2) . . ?
N1 C14 H14 116.4(14) . . ?
C13 C14 H14 119.6(13) . . ?
N4 C15 C16 110.3(2) . . ?
N4 C15 C151 120.0(2) . . ?
C16 C15 C151 129.7(2) . . ?
C15 C16 H16 127.5(17) . . ?
C17 C16 C15 107.6(2) . . ?
C17 C16 H16 124.9(17) . . ?
N3 C17 C171 126.0(2) . . ?
C16 C17 N3 105.5(2) . . ?
C16 C17 C171 128.4(2) . . ?
S1 C111 H11A 104.1(16) . . ?
S1 C111 H11B 107.3(17) . . ?
H11A C111 H11B 112(2) . . ?
C112 C111 S1 106.17(17) . . ?
C112 C111 H11A 115.4(16) . . ?
C112 C111 H11B 110.9(16) . . ?
C113 C112 C111 120.7(2) . . ?
C113 C112 C117 118.9(2) . . ?
C117 C112 C111 120.4(2) . . ?
C112 C113 H113 119.8(14) . . ?
C112 C113 C114 120.3(2) . . ?
C114 C113 H113 119.8(14) . . ?
C113 C114 H114 119.4(18) . . ?
C115 C114 C113 120.7(2) . . ?
C115 C114 H114 119.9(18) . . ?
C114 C115 H115 120.4(17) . . ?
C116 C115 C114 119.4(2) . . ?
C116 C115 H115 120.1(17) . . ?
C115 C116 H116 121.0(15) . . ?
C115 C116 C117 120.3(2) . . ?
C117 C116 H116 118.6(15) . . ?
C112 C117 H117 119.1(15) . . ?
C116 C117 C112 120.3(2) . . ?
C116 C117 H117 120.5(15) . . ?
C15 C151 H15A 109.5 . . ?
C15 C151 H15B 109.5 . . ?
C15 C151 H15C 109.5 . . ?
H15A C151 H15B 109.5 . . ?
H15A C151 H15C 109.5 . . ?
H15B C151 H15C 109.5 . . ?
C17 C171 H17A 113.9(16) . . ?
C17 C171 H17B 107.8(16) . . ?
C17 C171 H17C 111.3(16) . . ?
H17A C171 H17B 109(2) . . ?
H17A C171 H17C 109(2) . . ?
H17B C171 H17C 105(2) . . ?

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 N2 C11 S1 2.9(3) . . . . ?
Cu1 N2 C11 N1 -177.91(17) . . . . ?
Cu1 N2 C12 N3 -3.4(2) . . . . ?
Cu1 N2 C12 C13 174.95(18) . . . . ?
Cu1 N4 C15 C16 -161.91(19) . . . . ?
Cu1 N4 C15 C151 18.7(4) . . . . ?
S1 C111 C112 C113 -80.2(3) . . . . ?
S1 C111 C112 C117 99.3(2) . . . . ?
N2 C12 C13 C14 3.4(3) . . . . ?
N3 N4 C15 C16 1.1(3) . . . . ?
N3 N4 C15 C151 -178.3(2) . . . . ?
N3 C12 C13 C14 -178.4(2) . . . . ?
N4 N3 C12 N2 10.1(3) . . . . ?
N4 N3 C12 C13 -168.3(2) . . . . ?
N4 N3 C17 C16 0.9(3) . . . . ?
N4 N3 C17 C171 -176.7(2) . . . . ?
N4 C15 C16 C17 -0.6(3) . . . . ?
C11 S1 C111 C112 171.77(18) . . . . ?
C11 N1 C14 C13 -1.5(4) . . . . ?
C11 N2 C12 N3 179.47(18) . . . . ?
C11 N2 C12 C13 -2.2(3) . . . . ?
C12 N2 C11 S1 179.54(15) . . . . ?
C12 N2 C11 N1 -1.2(3) . . . . ?
C12 N3 N4 Cu1 -11.9(2) . . . . ?
C12 N3 N4 C15 -179.56(19) . . . . ?
C12 N3 C17 C16 178.9(2) . . . . ?
C12 N3 C17 C171 1.2(4) . . . . ?
C12 C13 C14 N1 -1.4(4) . . . . ?
C14 N1 C11 S1 -177.82(18) . . . . ?
C14 N1 C11 N2 3.0(4) . . . . ?
C15 C16 C17 N3 -0.2(3) . . . . ?
C15 C16 C17 C171 177.4(2) . . . . ?
C17 N3 N4 Cu1 166.40(14) . . . . ?
C17 N3 N4 C15 -1.3(2) . . . . ?
C17 N3 C12 N2 -167.7(2) . . . . ?
C17 N3 C12 C13 13.9(4) . . . . ?
C111 S1 C11 N1 1.7(2) . . . . ?
C111 S1 C11 N2 -179.01(18) . . . . ?
C111 C112 C113 C114 180.0(2) . . . . ?
C111 C112 C117 C116 -178.7(2) . . . . ?
C112 C113 C114 C115 -2.0(4) . . . . ?
C113 C112 C117 C116 0.7(4) . . . . ?
C113 C114 C115 C116 2.2(4) . . . . ?
C114 C115 C116 C117 -1.0(4) . . . . ?
C115 C116 C117 C112 -0.5(4) . . . . ?
C117 C112 C113 C114 0.5(4) . . . . ?
C151 C15 C16 C17 178.8(3) . . . . ?

_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_cs136
_database_code_depnum_ccdc_archive 'CCDC 2424476'
loop_
_audit_author_name
_audit_author_address
'M. Bushuev'
;Nikolaev Institute of Inorganic Chemistry
Russia
;
_audit_update_record             
;
2025-04-17 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_audit_creation_date             2025-04-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7205)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
bis(2-(benzylthio)-4-(3,5-dimethyl-1H-pyrazol-1-yl)-6-methylpyrimidine)-bis(mu2-iodo)-di-copper(I)
_chemical_formula_moiety         'C34 H36 Cu2 I2 N8 S2'
_chemical_formula_sum            'C34 H36 Cu2 I2 N8 S2'
_chemical_formula_weight         1001.71
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7622(5)
_cell_length_b                   9.9792(5)
_cell_length_c                   10.2039(5)
_cell_angle_alpha                77.565(3)
_cell_angle_beta                 71.076(2)
_cell_angle_gamma                79.975(3)
_cell_volume                     912.40(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4717
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      74.49
_cell_measurement_theta_min      4.57
_shelx_estimated_absorpt_T_max   0.603
_shelx_estimated_absorpt_T_min   0.296
_exptl_absorpt_coefficient_mu    16.083
_exptl_absorpt_correction_T_max  0.753567
_exptl_absorpt_correction_T_min  0.446693
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1119 before and 0.0704 after correction.
 
For component 2:
 wR2(int) was 0.1345 before and 0.0658 after correction.
 The Ratio of minimum to maximum transmission is 0.50.

Final HKLF 4 output contains 14580 reflections, Rint = 0.1007
 (10700 with I > 3sig(I), Rint = 0.0983)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.035
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0918
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            7325
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        63.685
_diffrn_reflns_theta_max         63.685
_diffrn_reflns_theta_min         4.566
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_special_details          
'Data collection was performed by T. S. Sukhikh in XRD Facility of NIIC SB RAS.'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2672
_reflns_number_total             2861
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.856
_refine_diff_density_min         -0.828
_refine_diff_density_rms         0.124
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         2861
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0379
_refine_ls_restrained_S_all      1.104
_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)+(0.0564P)²+0.5851P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1038
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C111(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C16(H16), C113(H113), C114(H114), C115(H115), C116(H116), C117(H117)
2.c Idealised Me refined as rotating group:
 C141(H14A,H14B,H14C), C151(H15A,H15B,H15C), C171(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
I1 I 0.67735(4) 0.35502(4) 1.05472(3) 0.04038(16) Uani 1 1 d . . . . .
Cu1 Cu 0.53602(8) 0.45384(8) 0.87325(7) 0.0377(2) Uani 1 1 d . . . . .
S1 S 0.77472(15) 0.68506(15) 0.70688(13) 0.0406(3) Uani 1 1 d . . . . .
N1 N 0.8351(5) 0.6075(5) 0.4572(4) 0.0376(10) Uani 1 1 d . . . . .
N2 N 0.6643(4) 0.4899(4) 0.6566(4) 0.0323(9) Uani 1 1 d . . . . .
N3 N 0.5484(4) 0.3128(4) 0.6425(4) 0.0306(9) Uani 1 1 d . . . . .
N4 N 0.4906(5) 0.3036(5) 0.7871(4) 0.0369(10) Uani 1 1 d . . . . .
C11 C 0.7594(6) 0.5837(6) 0.5934(5) 0.0354(12) Uani 1 1 d . . . . .
C12 C 0.6442(6) 0.4130(5) 0.5732(5) 0.0333(11) Uani 1 1 d . . . . .
C13 C 0.7139(6) 0.4330(5) 0.4295(5) 0.0340(12) Uani 1 1 d . . . . .
H13 H 0.6950 0.3818 0.3700 0.041 Uiso 1 1 calc R U . . .
C14 C 0.8119(6) 0.5304(5) 0.3763(5) 0.0354(12) Uani 1 1 d . . . . .
C15 C 0.4097(6) 0.2000(6) 0.8289(5) 0.0411(13) Uani 1 1 d . . . . .
C16 C 0.4145(6) 0.1419(6) 0.7136(6) 0.0423(13) Uani 1 1 d . . . . .
H16 H 0.3659 0.0661 0.7169 0.051 Uiso 1 1 calc R U . . .
C17 C 0.5006(6) 0.2130(6) 0.5976(5) 0.0351(12) Uani 1 1 d . . . . .
C111 C 0.9018(6) 0.8027(6) 0.5858(5) 0.0410(14) Uani 1 1 d . . . . .
H11A H 0.9962 0.7502 0.5438 0.049 Uiso 1 1 calc R U . . .
H11B H 0.8621 0.8538 0.5091 0.049 Uiso 1 1 calc R U . . .
C112 C 0.9226(6) 0.9012(6) 0.6676(5) 0.0335(12) Uani 1 1 d . . . . .
C113 C 0.8346(6) 1.0266(6) 0.6779(5) 0.0377(12) Uani 1 1 d . . . . .
H113 H 0.7608 1.0506 0.6324 0.045 Uiso 1 1 calc R U . . .
C114 C 0.8548(7) 1.1171(6) 0.7551(6) 0.0461(14) Uani 1 1 d . . . . .
H114 H 0.7935 1.2018 0.7629 0.055 Uiso 1 1 calc R U . . .
C115 C 0.9627(6) 1.0850(6) 0.8199(5) 0.0414(13) Uani 1 1 d . . . . .
H115 H 0.9769 1.1480 0.8710 0.050 Uiso 1 1 calc R U . . .
C116 C 1.0505(6) 0.9603(6) 0.8104(6) 0.0414(13) Uani 1 1 d . . . . .
H116 H 1.1249 0.9372 0.8553 0.050 Uiso 1 1 calc R U . . .
C117 C 1.0301(6) 0.8697(6) 0.7356(5) 0.0404(13) Uani 1 1 d . . . . .
H117 H 1.0903 0.7841 0.7303 0.048 Uiso 1 1 calc R U . . .
C141 C 0.8945(7) 0.5588(6) 0.2227(5) 0.0442(14) Uani 1 1 d . . . . .
H14A H 0.8792 0.6578 0.1867 0.066 Uiso 1 1 calc R U . . .
H14B H 0.8596 0.5065 0.1712 0.066 Uiso 1 1 calc R U . . .
H14C H 0.9987 0.5307 0.2100 0.066 Uiso 1 1 calc R U . . .
C151 C 0.3321(7) 0.1572(7) 0.9817(6) 0.0575(18) Uani 1 1 d . . . . .
H15A H 0.3839 0.1826 1.0389 0.086 Uiso 1 1 calc R U . . .
H15B H 0.3291 0.0570 1.0023 0.086 Uiso 1 1 calc R U . . .
H15C H 0.2324 0.2039 1.0039 0.086 Uiso 1 1 calc R U . . .
C171 C 0.5414(6) 0.1913(6) 0.4481(5) 0.0383(13) Uani 1 1 d . . . . .
H17A H 0.5247 0.2794 0.3878 0.057 Uiso 1 1 calc R U . . .
H17B H 0.4817 0.1251 0.4415 0.057 Uiso 1 1 calc R U . . .
H17C H 0.6446 0.1551 0.4174 0.057 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
I1 Cu1 2.5888(8) . ?
I1 Cu1 2.5971(8) 2_667 ?
Cu1 I1 2.5971(8) 2_667 ?
Cu1 Cu1 2.7667(13) 2_667 ?
Cu1 N2 2.146(4) . ?
Cu1 N4 2.066(4) . ?
S1 C11 1.749(5) . ?
S1 C111 1.825(5) . ?
N1 C11 1.337(6) . ?
N1 C14 1.334(6) . ?
N2 C11 1.344(6) . ?
N2 C12 1.339(6) . ?
N3 N4 1.387(5) . ?
N3 C12 1.403(6) . ?
N3 C17 1.385(6) . ?
N4 C15 1.322(7) . ?
C12 C13 1.389(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(7) . ?
C14 C141 1.502(7) . ?
C15 C16 1.404(7) . ?
C15 C151 1.500(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.346(8) . ?
C17 C171 1.500(7) . ?
C111 H11A 0.9900 . ?
C111 H11B 0.9900 . ?
C111 C112 1.495(7) . ?
C112 C113 1.393(8) . ?
C112 C117 1.395(8) . ?
C113 H113 0.9500 . ?
C113 C114 1.393(8) . ?
C114 H114 0.9500 . ?
C114 C115 1.376(8) . ?
C115 H115 0.9500 . ?
C115 C116 1.386(8) . ?
C116 H116 0.9500 . ?
C116 C117 1.377(8) . ?
C117 H117 0.9500 . ?
C141 H14A 0.9800 . ?
C141 H14B 0.9800 . ?
C141 H14C 0.9800 . ?
C151 H15A 0.9800 . ?
C151 H15B 0.9800 . ?
C151 H15C 0.9800 . ?
C171 H17A 0.9800 . ?
C171 H17B 0.9800 . ?
C171 H17C 0.9800 . ?

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
Cu1 I1 Cu1 64.49(3) . 2_667 ?
I1 Cu1 I1 115.51(3) . 2_667 ?
I1 Cu1 Cu1 57.90(3) . 2_667 ?
I1 Cu1 Cu1 57.61(3) 2_667 2_667 ?
N2 Cu1 I1 114.63(12) . 2_667 ?
N2 Cu1 I1 116.43(12) . . ?
N2 Cu1 Cu1 143.87(11) . 2_667 ?
N4 Cu1 I1 115.33(13) . 2_667 ?
N4 Cu1 I1 113.30(13) . . ?
N4 Cu1 Cu1 140.51(12) . 2_667 ?
N4 Cu1 N2 75.62(15) . . ?
C11 S1 C111 101.2(2) . . ?
C14 N1 C11 116.0(4) . . ?
C11 N2 Cu1 127.7(3) . . ?
C12 N2 Cu1 116.3(3) . . ?
C12 N2 C11 115.9(4) . . ?
N4 N3 C12 116.5(4) . . ?
C17 N3 N4 110.2(4) . . ?
C17 N3 C12 133.3(4) . . ?
N3 N4 Cu1 116.2(3) . . ?
C15 N4 Cu1 138.0(3) . . ?
C15 N4 N3 105.6(4) . . ?
N1 C11 S1 119.6(4) . . ?
N1 C11 N2 126.8(4) . . ?
N2 C11 S1 113.5(3) . . ?
N2 C12 N3 114.8(4) . . ?
N2 C12 C13 121.6(5) . . ?
C13 C12 N3 123.6(4) . . ?
C12 C13 H13 121.3 . . ?
C14 C13 C12 117.4(4) . . ?
C14 C13 H13 121.3 . . ?
N1 C14 C13 122.1(4) . . ?
N1 C14 C141 116.1(5) . . ?
C13 C14 C141 121.7(4) . . ?
N4 C15 C16 110.4(5) . . ?
N4 C15 C151 120.6(5) . . ?
C16 C15 C151 128.9(5) . . ?
C15 C16 H16 126.2 . . ?
C17 C16 C15 107.6(5) . . ?
C17 C16 H16 126.2 . . ?
N3 C17 C171 125.2(4) . . ?
C16 C17 N3 106.2(4) . . ?
C16 C17 C171 128.5(5) . . ?
S1 C111 H11A 110.2 . . ?
S1 C111 H11B 110.2 . . ?
H11A C111 H11B 108.5 . . ?
C112 C111 S1 107.8(3) . . ?
C112 C111 H11A 110.2 . . ?
C112 C111 H11B 110.2 . . ?
C113 C112 C111 120.7(5) . . ?
C113 C112 C117 118.4(5) . . ?
C117 C112 C111 120.9(5) . . ?
C112 C113 H113 120.0 . . ?
C112 C113 C114 120.0(5) . . ?
C114 C113 H113 120.0 . . ?
C113 C114 H114 119.6 . . ?
C115 C114 C113 120.8(6) . . ?
C115 C114 H114 119.6 . . ?
C114 C115 H115 120.2 . . ?
C114 C115 C116 119.5(5) . . ?
C116 C115 H115 120.2 . . ?
C115 C116 H116 120.0 . . ?
C117 C116 C115 120.0(5) . . ?
C117 C116 H116 120.0 . . ?
C112 C117 H117 119.4 . . ?
C116 C117 C112 121.3(5) . . ?
C116 C117 H117 119.4 . . ?
C14 C141 H14A 109.5 . . ?
C14 C141 H14B 109.5 . . ?
C14 C141 H14C 109.5 . . ?
H14A C141 H14B 109.5 . . ?
H14A C141 H14C 109.5 . . ?
H14B C141 H14C 109.5 . . ?
C15 C151 H15A 109.5 . . ?
C15 C151 H15B 109.5 . . ?
C15 C151 H15C 109.5 . . ?
H15A C151 H15B 109.5 . . ?
H15A C151 H15C 109.5 . . ?
H15B C151 H15C 109.5 . . ?
C17 C171 H17A 109.5 . . ?
C17 C171 H17B 109.5 . . ?
C17 C171 H17C 109.5 . . ?
H17A C171 H17B 109.5 . . ?
H17A C171 H17C 109.5 . . ?
H17B C171 H17C 109.5 . . ?

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 N2 C11 S1 -0.2(6) . . . . ?
Cu1 N2 C11 N1 -177.8(4) . . . . ?
Cu1 N2 C12 N3 -4.2(6) . . . . ?
Cu1 N2 C12 C13 175.8(4) . . . . ?
Cu1 N4 C15 C16 174.1(4) . . . . ?
Cu1 N4 C15 C151 -7.5(10) . . . . ?
S1 C111 C112 C113 -91.4(5) . . . . ?
S1 C111 C112 C117 88.4(5) . . . . ?
N2 C12 C13 C14 3.6(8) . . . . ?
N3 N4 C15 C16 0.1(7) . . . . ?
N3 N4 C15 C151 178.5(6) . . . . ?
N3 C12 C13 C14 -176.4(5) . . . . ?
N4 N3 C12 N2 -1.6(7) . . . . ?
N4 N3 C12 C13 178.4(5) . . . . ?
N4 N3 C17 C16 -0.4(6) . . . . ?
N4 N3 C17 C171 -179.6(5) . . . . ?
N4 C15 C16 C17 -0.4(7) . . . . ?
C11 S1 C111 C112 178.1(4) . . . . ?
C11 N1 C14 C13 0.9(8) . . . . ?
C11 N1 C14 C141 178.8(5) . . . . ?
C11 N2 C12 N3 177.9(4) . . . . ?
C11 N2 C12 C13 -2.1(8) . . . . ?
C12 N2 C11 S1 177.5(4) . . . . ?
C12 N2 C11 N1 -0.1(8) . . . . ?
C12 N3 N4 Cu1 6.9(6) . . . . ?
C12 N3 N4 C15 -177.5(5) . . . . ?
C12 N3 C17 C16 176.8(5) . . . . ?
C12 N3 C17 C171 -2.4(9) . . . . ?
C12 C13 C14 N1 -3.0(8) . . . . ?
C12 C13 C14 C141 179.2(5) . . . . ?
C14 N1 C11 S1 -176.8(4) . . . . ?
C14 N1 C11 N2 0.7(9) . . . . ?
C15 C16 C17 N3 0.5(7) . . . . ?
C15 C16 C17 C171 179.6(6) . . . . ?
C17 N3 N4 Cu1 -175.3(3) . . . . ?
C17 N3 N4 C15 0.2(6) . . . . ?
C17 N3 C12 N2 -178.8(5) . . . . ?
C17 N3 C12 C13 1.3(9) . . . . ?
C111 S1 C11 N1 0.6(5) . . . . ?
C111 S1 C11 N2 -177.2(4) . . . . ?
C111 C112 C113 C114 179.7(5) . . . . ?
C111 C112 C117 C116 179.6(5) . . . . ?
C112 C113 C114 C115 1.0(8) . . . . ?
C113 C112 C117 C116 -0.6(7) . . . . ?
C113 C114 C115 C116 -1.1(8) . . . . ?
C114 C115 C116 C117 0.3(8) . . . . ?
C115 C116 C117 C112 0.5(8) . . . . ?
C117 C112 C113 C114 -0.1(7) . . . . ?
C151 C15 C16 C17 -178.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT029_cs136               
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.951 Why?
RESPONSE: The completeness is low due to the peculiarities of experiment.
;
####################################################################### 
# 
# 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_cs27
_database_code_depnum_ccdc_archive 'CCDC 2424478'
loop_
_audit_author_name
_audit_author_address
'M. Bushuev' 'Nikolaev Institute of Inorganic Chemistry'
_audit_update_record             
;
2025-02-17 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_audit_creation_date             2025-02-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
bis(2-(benzylthio)-4-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidine)-bis(mu2-iodo)-di-copper(I)
_chemical_formula_moiety         'C32 H32 Cu2 I2 N8 S2'
_chemical_formula_sum            'C32 H32 Cu2 I2 N8 S2'
_chemical_formula_weight         973.65
_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'
I I -0.4742 1.8119 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5514(10)
_cell_length_b                   10.0363(12)
_cell_length_c                   10.1010(10)
_cell_angle_alpha                77.316(4)
_cell_angle_beta                 70.532(4)
_cell_angle_gamma                76.891(4)
_cell_volume                     878.14(17)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4127
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      29.53
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   0.918
_shelx_estimated_absorpt_T_min   0.745
_exptl_absorpt_coefficient_mu    3.124
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0765 before and 0.0506 after correction.
The Ratio of minimum to maximum transmission is 0.8015.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.841
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.028
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11341
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.535
_diffrn_reflns_theta_min         2.776
_diffrn_ambient_temperature      150.00
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_special_details          
'Data collection was performed by L. V. Zargarova in XRD Facility of NIIC SB RAS.'
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4298
_reflns_number_total             5350
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.710
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         5350
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.036
_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)+(0.0172P)²+0.2523P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0650
_refine_ls_wR_factor_ref         0.0713
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C111(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C14(H14), C16(H16), C113(H113), C114(H114), C115(H115), C116(H116),
 C117(H117)
2.c Idealised Me refined as rotating group:
 C151(H15A,H15B,H15C), C171(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
I1 I 0.51623(2) 0.37849(2) 0.70056(2) 0.03017(7) Uani 1 1 d . . . . .
Cu1 Cu 0.65556(4) 0.51000(4) 0.46332(4) 0.02735(9) Uani 1 1 d . . . . .
S1 S 0.60169(8) 0.78013(8) 0.63107(8) 0.03051(17) Uani 1 1 d . . . . .
N1 N 0.8842(3) 0.8268(3) 0.5080(3) 0.0286(5) Uani 1 1 d . . . . .
N2 N 0.8092(2) 0.6413(2) 0.4480(2) 0.0228(5) Uani 1 1 d . . . . .
N3 N 0.9694(2) 0.4995(2) 0.2883(2) 0.0232(5) Uani 1 1 d . . . . .
N4 N 0.8578(3) 0.4201(3) 0.3324(3) 0.0262(5) Uani 1 1 d . . . . .
C11 C 0.7855(3) 0.7486(3) 0.5178(3) 0.0234(6) Uani 1 1 d . . . . .
C12 C 0.9476(3) 0.6108(3) 0.3603(3) 0.0217(5) Uani 1 1 d . . . . .
C13 C 1.0622(3) 0.6818(3) 0.3456(3) 0.0277(6) Uani 1 1 d . . . . .
H13 H 1.161838 0.657395 0.286457 0.033 Uiso 1 1 calc R U . . .
C14 C 1.0228(3) 0.7897(3) 0.4218(3) 0.0315(7) Uani 1 1 d . . . . .
H14 H 1.098513 0.841028 0.412836 0.038 Uiso 1 1 calc R U . . .
C15 C 0.9032(3) 0.3238(3) 0.2496(3) 0.0317(7) Uani 1 1 d . . . . .
C16 C 1.0442(3) 0.3417(3) 0.1492(3) 0.0336(7) Uani 1 1 d . . . . .
H16 H 1.100403 0.285916 0.077911 0.040 Uiso 1 1 calc R U . . .
C17 C 1.0849(3) 0.4541(3) 0.1735(3) 0.0276(6) Uani 1 1 d . . . . .
C111 C 0.6079(3) 0.9286(3) 0.7043(3) 0.0321(7) Uani 1 1 d . . . . .
H11A H 0.691056 0.907354 0.747544 0.039 Uiso 1 1 calc R U . . .
H11B H 0.623709 1.010130 0.628760 0.039 Uiso 1 1 calc R U . . .
C112 C 0.4580(3) 0.9568(3) 0.8156(3) 0.0247(6) Uani 1 1 d . . . . .
C113 C 0.3429(4) 1.0570(3) 0.7823(3) 0.0316(7) Uani 1 1 d . . . . .
H113 H 0.359003 1.108972 0.689309 0.038 Uiso 1 1 calc R U . . .
C114 C 0.2045(4) 1.0815(3) 0.8844(4) 0.0365(7) Uani 1 1 d . . . . .
H114 H 0.125986 1.150036 0.861186 0.044 Uiso 1 1 calc R U . . .
C115 C 0.1807(3) 1.0057(3) 1.0206(3) 0.0334(7) Uani 1 1 d . . . . .
H115 H 0.086032 1.021984 1.090627 0.040 Uiso 1 1 calc R U . . .
C116 C 0.2947(4) 0.9074(3) 1.0530(3) 0.0320(7) Uani 1 1 d . . . . .
H116 H 0.278768 0.856199 1.146279 0.038 Uiso 1 1 calc R U . . .
C117 C 0.4331(3) 0.8817(3) 0.9515(3) 0.0302(6) Uani 1 1 d . . . . .
H117 H 0.510823 0.812456 0.975129 0.036 Uiso 1 1 calc R U . . .
C151 C 0.8098(4) 0.2158(4) 0.2722(4) 0.0444(9) Uani 1 1 d . . . . .
H15A H 0.862729 0.125233 0.304703 0.067 Uiso 1 1 calc R U . . .
H15B H 0.792123 0.213421 0.182701 0.067 Uiso 1 1 calc R U . . .
H15C H 0.713123 0.237684 0.344222 0.067 Uiso 1 1 calc R U . . .
C171 C 1.2211(4) 0.5187(4) 0.0932(3) 0.0405(8) Uani 1 1 d . . . . .
H17A H 1.190843 0.618854 0.069318 0.061 Uiso 1 1 calc R U . . .
H17B H 1.272905 0.478984 0.005565 0.061 Uiso 1 1 calc R U . . .
H17C H 1.289041 0.500754 0.151767 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
I1 Cu1 2.5569(5) . ?
I1 Cu1 2.6170(4) 2_666 ?
Cu1 Cu1 2.8562(8) 2_666 ?
Cu1 N2 2.133(2) . ?
Cu1 N4 2.080(2) . ?
S1 C11 1.749(3) . ?
S1 C111 1.823(3) . ?
N1 C11 1.324(3) . ?
N1 C14 1.341(4) . ?
N2 C11 1.352(3) . ?
N2 C12 1.334(3) . ?
N3 N4 1.371(3) . ?
N3 C12 1.404(3) . ?
N3 C17 1.386(3) . ?
N4 C15 1.321(4) . ?
C12 C13 1.388(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.376(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.412(4) . ?
C15 C151 1.489(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.367(4) . ?
C17 C171 1.489(4) . ?
C111 H11A 0.9900 . ?
C111 H11B 0.9900 . ?
C111 C112 1.509(4) . ?
C112 C113 1.389(4) . ?
C112 C117 1.385(4) . ?
C113 H113 0.9500 . ?
C113 C114 1.388(4) . ?
C114 H114 0.9500 . ?
C114 C115 1.391(5) . ?
C115 H115 0.9500 . ?
C115 C116 1.369(4) . ?
C116 H116 0.9500 . ?
C116 C117 1.387(4) . ?
C117 H117 0.9500 . ?
C151 H15A 0.9800 . ?
C151 H15B 0.9800 . ?
C151 H15C 0.9800 . ?
C171 H17A 0.9800 . ?
C171 H17B 0.9800 . ?
C171 H17C 0.9800 . ?

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
Cu1 I1 Cu1 67.001(15) . 2_666 ?
I1 Cu1 I1 113.001(15) . 2_666 ?
I1 Cu1 Cu1 57.505(14) . 2_666 ?
I1 Cu1 Cu1 55.496(13) 2_666 2_666 ?
N2 Cu1 I1 122.39(6) . . ?
N2 Cu1 I1 111.40(6) . 2_666 ?
N2 Cu1 Cu1 144.47(6) . 2_666 ?
N4 Cu1 I1 106.04(7) . 2_666 ?
N4 Cu1 I1 122.00(7) . . ?
N4 Cu1 Cu1 136.68(7) . 2_666 ?
N4 Cu1 N2 76.57(9) . . ?
C11 S1 C111 101.56(14) . . ?
C11 N1 C14 114.5(2) . . ?
C11 N2 Cu1 128.50(18) . . ?
C12 N2 Cu1 115.37(18) . . ?
C12 N2 C11 116.1(2) . . ?
N4 N3 C12 117.3(2) . . ?
N4 N3 C17 111.1(2) . . ?
C17 N3 C12 131.6(2) . . ?
N3 N4 Cu1 114.03(17) . . ?
C15 N4 Cu1 137.3(2) . . ?
C15 N4 N3 106.1(2) . . ?
N1 C11 S1 120.0(2) . . ?
N1 C11 N2 127.1(2) . . ?
N2 C11 S1 112.9(2) . . ?
N2 C12 N3 115.2(2) . . ?
N2 C12 C13 122.0(3) . . ?
C13 C12 N3 122.8(2) . . ?
C12 C13 H13 122.0 . . ?
C14 C13 C12 116.0(3) . . ?
C14 C13 H13 122.0 . . ?
N1 C14 C13 124.2(3) . . ?
N1 C14 H14 117.9 . . ?
C13 C14 H14 117.9 . . ?
N4 C15 C16 110.1(3) . . ?
N4 C15 C151 120.3(3) . . ?
C16 C15 C151 129.6(3) . . ?
C15 C16 H16 126.3 . . ?
C17 C16 C15 107.3(3) . . ?
C17 C16 H16 126.3 . . ?
N3 C17 C171 126.4(3) . . ?
C16 C17 N3 105.3(3) . . ?
C16 C17 C171 128.3(3) . . ?
S1 C111 H11A 110.5 . . ?
S1 C111 H11B 110.5 . . ?
H11A C111 H11B 108.7 . . ?
C112 C111 S1 106.3(2) . . ?
C112 C111 H11A 110.5 . . ?
C112 C111 H11B 110.5 . . ?
C113 C112 C111 120.4(3) . . ?
C117 C112 C111 120.3(3) . . ?
C117 C112 C113 119.4(3) . . ?
C112 C113 H113 119.9 . . ?
C114 C113 C112 120.2(3) . . ?
C114 C113 H113 119.9 . . ?
C113 C114 H114 120.0 . . ?
C113 C114 C115 120.0(3) . . ?
C115 C114 H114 120.0 . . ?
C114 C115 H115 120.2 . . ?
C116 C115 C114 119.5(3) . . ?
C116 C115 H115 120.2 . . ?
C115 C116 H116 119.6 . . ?
C115 C116 C117 120.9(3) . . ?
C117 C116 H116 119.6 . . ?
C112 C117 C116 120.0(3) . . ?
C112 C117 H117 120.0 . . ?
C116 C117 H117 120.0 . . ?
C15 C151 H15A 109.5 . . ?
C15 C151 H15B 109.5 . . ?
C15 C151 H15C 109.5 . . ?
H15A C151 H15B 109.5 . . ?
H15A C151 H15C 109.5 . . ?
H15B C151 H15C 109.5 . . ?
C17 C171 H17A 109.5 . . ?
C17 C171 H17B 109.5 . . ?
C17 C171 H17C 109.5 . . ?
H17A C171 H17B 109.5 . . ?
H17A C171 H17C 109.5 . . ?
H17B C171 H17C 109.5 . . ?

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 N2 C11 S1 -1.3(3) . . . . ?
Cu1 N2 C11 N1 178.7(2) . . . . ?
Cu1 N2 C12 N3 1.9(3) . . . . ?
Cu1 N2 C12 C13 -176.2(2) . . . . ?
Cu1 N4 C15 C16 158.9(2) . . . . ?
Cu1 N4 C15 C151 -22.2(5) . . . . ?
S1 C111 C112 C113 -96.6(3) . . . . ?
S1 C111 C112 C117 82.4(3) . . . . ?
N2 C12 C13 C14 -2.9(4) . . . . ?
N3 N4 C15 C16 -1.0(3) . . . . ?
N3 N4 C15 C151 177.9(3) . . . . ?
N3 C12 C13 C14 179.2(3) . . . . ?
N4 N3 C12 N2 -10.9(3) . . . . ?
N4 N3 C12 C13 167.1(2) . . . . ?
N4 N3 C17 C16 -1.4(3) . . . . ?
N4 N3 C17 C171 176.9(3) . . . . ?
N4 C15 C16 C17 0.1(4) . . . . ?
C11 S1 C111 C112 -174.6(2) . . . . ?
C11 N1 C14 C13 1.5(4) . . . . ?
C11 N2 C12 N3 -179.6(2) . . . . ?
C11 N2 C12 C13 2.3(4) . . . . ?
C12 N2 C11 S1 -179.57(19) . . . . ?
C12 N2 C11 N1 0.4(4) . . . . ?
C12 N3 N4 Cu1 14.6(3) . . . . ?
C12 N3 N4 C15 179.8(2) . . . . ?
C12 N3 C17 C16 -179.4(3) . . . . ?
C12 N3 C17 C171 -1.1(5) . . . . ?
C12 C13 C14 N1 0.9(5) . . . . ?
C14 N1 C11 S1 177.7(2) . . . . ?
C14 N1 C11 N2 -2.3(4) . . . . ?
C15 C16 C17 N3 0.8(3) . . . . ?
C15 C16 C17 C171 -177.5(3) . . . . ?
C17 N3 N4 Cu1 -163.73(18) . . . . ?
C17 N3 N4 C15 1.5(3) . . . . ?
C17 N3 C12 N2 167.0(3) . . . . ?
C17 N3 C12 C13 -15.0(5) . . . . ?
C111 S1 C11 N1 0.7(3) . . . . ?
C111 S1 C11 N2 -179.3(2) . . . . ?
C111 C112 C113 C114 179.2(3) . . . . ?
C111 C112 C117 C116 -179.5(3) . . . . ?
C112 C113 C114 C115 0.1(5) . . . . ?
C113 C112 C117 C116 -0.4(4) . . . . ?
C113 C114 C115 C116 0.2(5) . . . . ?
C114 C115 C116 C117 -0.6(5) . . . . ?
C115 C116 C117 C112 0.7(5) . . . . ?
C117 C112 C113 C114 0.1(4) . . . . ?
C151 C15 C16 C17 -178.6(3) . . . . ?

_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_l13
_database_code_depnum_ccdc_archive 'CCDC 2424480'
loop_
_audit_author_name
_audit_author_address
'M. Bushuev' 'Nikolaev Institute of Inorganic Chemistry'
_audit_update_record             
;
2025-02-17 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_audit_creation_date             2025-02-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
2-(benzylthio)-4-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidine
_chemical_formula_moiety         'C16 H16 N4 S'
_chemical_formula_sum            'C16 H16 N4 S'
_chemical_formula_weight         296.39
_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'
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                   4.90990(10)
_cell_length_b                   24.0621(5)
_cell_length_c                   12.6078(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.8360(10)
_cell_angle_gamma                90
_cell_volume                     1481.80(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9984
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.86
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7163
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1035 before and 0.0412 after correction.
The Ratio of minimum to maximum transmission is 0.9607.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0141
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27953
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.933
_diffrn_reflns_theta_min         2.346
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_special_details          
'Data collection was performed by T. S. Sukhikh in XRD Facility of NIIC SB RAS.'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3244
_reflns_number_total             3558
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3558
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0302
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0401P)²+0.5026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0799
_refine_ls_wR_factor_ref         0.0827
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_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
S1 S 0.10203(6) 0.27701(2) 0.76066(2) 0.02571(9) Uani 1 1 d . . . . .
N1 N 0.2365(2) 0.18451(4) 0.85990(7) 0.0259(2) Uani 1 1 d . . . . .
N2 N 0.45855(18) 0.20252(4) 0.70255(7) 0.02112(18) Uani 1 1 d . . . . .
N3 N 0.77670(18) 0.14168(4) 0.64237(7) 0.02106(18) Uani 1 1 d . . . . .
N4 N 0.93387(19) 0.09428(4) 0.65963(8) 0.02374(19) Uani 1 1 d . . . . .
C11 C 0.2872(2) 0.21453(4) 0.77484(8) 0.0216(2) Uani 1 1 d . . . . .
C12 C 0.5997(2) 0.15555(4) 0.71873(8) 0.0206(2) Uani 1 1 d . . . . .
C13 C 0.5726(2) 0.12094(5) 0.80573(9) 0.0257(2) Uani 1 1 d . . . . .
H13 H 0.675(3) 0.0880(6) 0.8179(12) 0.033(4) Uiso 1 1 d . . . . .
C14 C 0.3836(2) 0.13765(5) 0.87278(9) 0.0274(2) Uani 1 1 d . . . . .
H14 H 0.352(3) 0.1146(6) 0.9344(12) 0.029(3) Uiso 1 1 d . . . . .
C15 C 1.0652(2) 0.08963(4) 0.57373(9) 0.0243(2) Uani 1 1 d . . . . .
C16 C 0.9937(2) 0.13284(5) 0.50030(10) 0.0275(2) Uani 1 1 d . . . . .
H16 H 1.060(3) 0.1385(7) 0.4343(13) 0.039(4) Uiso 1 1 d . . . . .
C17 C 0.8102(2) 0.16594(5) 0.54514(9) 0.0238(2) Uani 1 1 d . . . . .
C111 C 0.2671(3) 0.31328(5) 0.65769(10) 0.0280(2) Uani 1 1 d . . . . .
H11A H 0.219(3) 0.2946(6) 0.5900(12) 0.032(4) Uiso 1 1 d . . . . .
H11B H 0.465(3) 0.3109(6) 0.6779(12) 0.038(4) Uiso 1 1 d . . . . .
C112 C 0.1628(2) 0.37215(5) 0.65641(9) 0.0257(2) Uani 1 1 d . . . . .
C113 C 0.2738(3) 0.41061(5) 0.73117(11) 0.0335(3) Uani 1 1 d . . . . .
H113 H 0.436(4) 0.3986(7) 0.7806(14) 0.048(5) Uiso 1 1 d . . . . .
C114 C 0.1715(3) 0.46438(5) 0.73211(11) 0.0375(3) Uani 1 1 d . . . . .
H114 H 0.247(4) 0.4901(8) 0.7817(14) 0.053(5) Uiso 1 1 d . . . . .
C115 C -0.0426(3) 0.48017(5) 0.65874(11) 0.0375(3) Uani 1 1 d . . . . .
H115 H -0.116(3) 0.5182(7) 0.6589(13) 0.050(5) Uiso 1 1 d . . . . .
C116 C -0.1538(3) 0.44234(6) 0.58371(12) 0.0384(3) Uani 1 1 d . . . . .
H116 H -0.307(4) 0.4532(8) 0.5298(15) 0.057(5) Uiso 1 1 d . . . . .
C117 C -0.0518(3) 0.38848(5) 0.58262(10) 0.0316(3) Uani 1 1 d . . . . .
H117 H -0.133(3) 0.3619(7) 0.5299(13) 0.041(4) Uiso 1 1 d . . . . .
C151 C 1.2645(3) 0.04348(5) 0.56369(11) 0.0310(3) Uani 1 1 d . . . . .
H15A H 1.235(4) 0.0249(7) 0.4955(15) 0.054(5) Uiso 1 1 d . . . . .
H15B H 1.246(4) 0.0145(9) 0.6153(16) 0.066(6) Uiso 1 1 d . . . . .
H15C H 1.449(4) 0.0577(7) 0.5681(14) 0.053(5) Uiso 1 1 d . . . . .
C171 C 0.6737(3) 0.21774(5) 0.50176(10) 0.0315(3) Uani 1 1 d . . . . .
H17A H 0.476(4) 0.2140(6) 0.4933(13) 0.040(4) Uiso 1 1 d . . . . .
H17B H 0.714(3) 0.2498(7) 0.5500(13) 0.041(4) Uiso 1 1 d . . . . .
H17C H 0.741(3) 0.2257(7) 0.4346(14) 0.046(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C11 1.7568(11) . ?
S1 C111 1.8214(12) . ?
N1 C11 1.3372(14) . ?
N1 C14 1.3400(15) . ?
N2 C11 1.3331(14) . ?
N2 C12 1.3307(13) . ?
N3 N4 1.3818(12) . ?
N3 C12 1.4014(13) . ?
N3 C17 1.3826(14) . ?
N4 C15 1.3204(15) . ?
C12 C13 1.3942(15) . ?
C13 H13 0.942(15) . ?
C13 C14 1.3774(16) . ?
C14 H14 0.980(15) . ?
C15 C16 1.4125(16) . ?
C15 C151 1.4939(15) . ?
C16 H16 0.935(16) . ?
C16 C17 1.3674(16) . ?
C17 C171 1.4924(16) . ?
C111 H11A 0.972(15) . ?
C111 H11B 0.982(16) . ?
C111 C112 1.5058(15) . ?
C112 C113 1.3919(17) . ?
C112 C117 1.3894(17) . ?
C113 H113 1.004(18) . ?
C113 C114 1.3885(18) . ?
C114 H114 0.929(18) . ?
C114 C115 1.381(2) . ?
C115 H115 0.982(18) . ?
C115 C116 1.384(2) . ?
C116 H116 0.997(18) . ?
C116 C117 1.3901(18) . ?
C117 H117 0.977(17) . ?
C151 H15A 0.966(18) . ?
C151 H15B 0.96(2) . ?
C151 H15C 0.965(18) . ?
C171 H17A 0.970(17) . ?
C171 H17B 0.990(17) . ?
C171 H17C 0.961(18) . ?

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
C11 S1 C111 102.67(5) . . ?
C11 N1 C14 114.19(9) . . ?
C12 N2 C11 115.73(9) . . ?
N4 N3 C12 117.63(9) . . ?
N4 N3 C17 111.92(9) . . ?
C17 N3 C12 130.29(9) . . ?
C15 N4 N3 104.62(9) . . ?
N1 C11 S1 114.03(8) . . ?
N2 C11 S1 118.16(8) . . ?
N2 C11 N1 127.81(10) . . ?
N2 C12 N3 116.52(9) . . ?
N2 C12 C13 122.56(10) . . ?
C13 C12 N3 120.91(10) . . ?
C12 C13 H13 122.5(9) . . ?
C14 C13 C12 115.62(10) . . ?
C14 C13 H13 121.8(9) . . ?
N1 C14 C13 124.04(10) . . ?
N1 C14 H14 116.3(8) . . ?
C13 C14 H14 119.6(8) . . ?
N4 C15 C16 111.44(10) . . ?
N4 C15 C151 120.75(11) . . ?
C16 C15 C151 127.79(11) . . ?
C15 C16 H16 127.2(10) . . ?
C17 C16 C15 106.74(10) . . ?
C17 C16 H16 126.0(10) . . ?
N3 C17 C171 126.02(10) . . ?
C16 C17 N3 105.27(10) . . ?
C16 C17 C171 128.71(11) . . ?
S1 C111 H11A 108.5(9) . . ?
S1 C111 H11B 106.8(9) . . ?
H11A C111 H11B 110.4(12) . . ?
C112 C111 S1 106.43(8) . . ?
C112 C111 H11A 111.9(9) . . ?
C112 C111 H11B 112.6(9) . . ?
C113 C112 C111 120.59(11) . . ?
C117 C112 C111 120.46(11) . . ?
C117 C112 C113 118.92(11) . . ?
C112 C113 H113 117.4(10) . . ?
C114 C113 C112 120.54(12) . . ?
C114 C113 H113 121.9(10) . . ?
C113 C114 H114 120.5(11) . . ?
C115 C114 C113 120.14(12) . . ?
C115 C114 H114 119.4(11) . . ?
C114 C115 H115 120.5(10) . . ?
C114 C115 C116 119.81(12) . . ?
C116 C115 H115 119.7(10) . . ?
C115 C116 H116 120.8(11) . . ?
C115 C116 C117 120.17(13) . . ?
C117 C116 H116 119.1(11) . . ?
C112 C117 C116 120.42(12) . . ?
C112 C117 H117 119.9(10) . . ?
C116 C117 H117 119.7(10) . . ?
C15 C151 H15A 112.3(11) . . ?
C15 C151 H15B 111.9(12) . . ?
C15 C151 H15C 110.6(11) . . ?
H15A C151 H15B 104.5(15) . . ?
H15A C151 H15C 105.6(14) . . ?
H15B C151 H15C 111.7(15) . . ?
C17 C171 H17A 111.7(9) . . ?
C17 C171 H17B 111.9(9) . . ?
C17 C171 H17C 107.9(10) . . ?
H17A C171 H17B 105.9(13) . . ?
H17A C171 H17C 110.7(14) . . ?
H17B C171 H17C 108.7(13) . . ?

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
S1 C111 C112 C113 80.52(12) . . . . ?
S1 C111 C112 C117 -97.46(12) . . . . ?
N2 C12 C13 C14 1.81(16) . . . . ?
N3 N4 C15 C16 -0.69(12) . . . . ?
N3 N4 C15 C151 178.33(10) . . . . ?
N3 C12 C13 C14 -177.20(10) . . . . ?
N4 N3 C12 N2 177.41(9) . . . . ?
N4 N3 C12 C13 -3.53(14) . . . . ?
N4 N3 C17 C16 -0.05(12) . . . . ?
N4 N3 C17 C171 -179.40(11) . . . . ?
N4 C15 C16 C17 0.68(14) . . . . ?
C11 S1 C111 C112 -168.22(8) . . . . ?
C11 N1 C14 C13 0.23(17) . . . . ?
C11 N2 C12 N3 178.75(9) . . . . ?
C11 N2 C12 C13 -0.29(15) . . . . ?
C12 N2 C11 S1 178.09(7) . . . . ?
C12 N2 C11 N1 -1.56(16) . . . . ?
C12 N3 N4 C15 176.25(9) . . . . ?
C12 N3 C17 C16 -175.16(10) . . . . ?
C12 N3 C17 C171 5.49(19) . . . . ?
C12 C13 C14 N1 -1.78(18) . . . . ?
C14 N1 C11 S1 -178.07(8) . . . . ?
C14 N1 C11 N2 1.60(16) . . . . ?
C15 C16 C17 N3 -0.36(13) . . . . ?
C15 C16 C17 C171 178.97(12) . . . . ?
C17 N3 N4 C15 0.46(12) . . . . ?
C17 N3 C12 N2 -7.72(16) . . . . ?
C17 N3 C12 C13 171.34(11) . . . . ?
C111 S1 C11 N1 168.67(8) . . . . ?
C111 S1 C11 N2 -11.03(10) . . . . ?
C111 C112 C113 C114 -177.89(12) . . . . ?
C111 C112 C117 C116 177.91(11) . . . . ?
C112 C113 C114 C115 0.2(2) . . . . ?
C113 C112 C117 C116 -0.10(19) . . . . ?
C113 C114 C115 C116 -0.5(2) . . . . ?
C114 C115 C116 C117 0.5(2) . . . . ?
C115 C116 C117 C112 -0.2(2) . . . . ?
C117 C112 C113 C114 0.12(19) . . . . ?
C151 C15 C16 C17 -178.25(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
