# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_Zn-TEM
_database_code_depnum_ccdc_archive 'CCDC 2328624'
loop_
_audit_author_name
_audit_author_address
'Minyoung Yoon'
;Kyungpook National University
South Korea
;
_audit_update_record             
;
2024-04-30 deposited with the CCDC.	2024-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H16 Cl2 N2 O S Zn'
_chemical_formula_weight         360.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4460(4)
_cell_length_b                   9.2335(4)
_cell_length_c                   9.9636(5)
_cell_angle_alpha                90.682(4)
_cell_angle_beta                 108.394(4)
_cell_angle_gamma                90.304(4)
_cell_volume                     737.24(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4171
_cell_measurement_theta_min      2.1990
_cell_measurement_theta_max      29.6370

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.125
_exptl_crystal_size_mid          0.058
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    2.158
_shelx_estimated_absorpt_T_min   0.774
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.59242
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            9294
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.154
_diffrn_reflns_theta_max         26.366
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2987
_reflns_number_gt                2464
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  CIFTAB
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0389P)²+0.5216P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2987
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0873
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.49410(4) 0.66109(4) 0.74030(4) 0.03406(13) Uani 1 1 d . . . . .
Cl1 Cl 0.39283(11) 0.69105(11) 0.50863(8) 0.0509(2) Uani 1 1 d . . . . .
S1 S 0.18417(13) 0.40567(12) 0.66402(13) 0.0643(3) Uani 1 1 d . . . . .
O1 O 0.7915(4) 1.0355(3) 0.8347(3) 0.0615(7) Uani 1 1 d . . . . .
N1 N 0.5834(3) 0.4577(3) 0.8045(3) 0.0362(6) Uani 1 1 d . . . . .
C1 C 0.5204(4) 0.3306(3) 0.7916(3) 0.0375(7) Uani 1 1 d . . . . .
H1 H 0.595144 0.255502 0.823622 0.045 Uiso 1 1 calc R U . . .
Cl2 Cl 0.34090(13) 0.75590(10) 0.86277(10) 0.0559(3) Uani 1 1 d . . . . .
N2 N 0.7523(3) 0.7253(3) 0.7948(3) 0.0341(6) Uani 1 1 d . . . . .
C2 C 0.3480(4) 0.2896(4) 0.7335(3) 0.0409(7) Uani 1 1 d . . . . .
C3 C 0.2906(5) 0.1467(4) 0.7214(4) 0.0472(8) Uani 1 1 d . . . . .
H3 H 0.359544 0.067398 0.751405 0.057 Uiso 1 1 calc R U . . .
C4 C 0.1175(6) 0.1362(5) 0.6589(5) 0.0680(12) Uani 1 1 d . . . . .
H4 H 0.058626 0.048874 0.643777 0.082 Uiso 1 1 calc R U . . .
C5 C 0.0452(5) 0.2656(5) 0.6231(5) 0.0730(13) Uani 1 1 d . . . . .
H5 H -0.068949 0.277237 0.580377 0.088 Uiso 1 1 calc R U . . .
C6 C 0.7673(4) 0.4690(4) 0.8664(4) 0.0444(8) Uani 1 1 d . . . . .
H6A H 0.817583 0.376559 0.857956 0.053 Uiso 1 1 calc R U . . .
H6B H 0.797393 0.495122 0.965895 0.053 Uiso 1 1 calc R U . . .
C7 C 0.8299(4) 0.5830(3) 0.7884(4) 0.0421(8) Uani 1 1 d . . . . .
H7A H 0.950071 0.592464 0.829391 0.050 Uiso 1 1 calc R U . . .
H7B H 0.805434 0.552924 0.690284 0.050 Uiso 1 1 calc R U . . .
C8 C 0.8255(4) 0.7949(4) 0.9368(3) 0.0435(8) Uani 1 1 d . . . . .
H8A H 0.945963 0.799302 0.960194 0.052 Uiso 1 1 calc R U . . .
H8B H 0.798993 0.736624 1.007354 0.052 Uiso 1 1 calc R U . . .
C9 C 0.7589(5) 0.9465(4) 0.9402(4) 0.0545(9) Uani 1 1 d . . . . .
H9A H 0.639570 0.941454 0.924011 0.065 Uiso 1 1 calc R U . . .
H9B H 0.810924 0.990020 1.032897 0.065 Uiso 1 1 calc R U . . .
C10 C 0.7206(5) 0.9715(4) 0.6993(4) 0.0552(10) Uani 1 1 d . . . . .
H10A H 0.743448 1.032751 0.628955 0.066 Uiso 1 1 calc R U . . .
H10B H 0.600508 0.964807 0.677982 0.066 Uiso 1 1 calc R U . . .
C11 C 0.7889(4) 0.8228(4) 0.6904(4) 0.0442(8) Uani 1 1 d . . . . .
H11A H 0.739128 0.783006 0.595734 0.053 Uiso 1 1 calc R U . . .
H11B H 0.908551 0.829387 0.708917 0.053 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
Zn1 N1 2.060(2) . ?
Zn1 N2 2.152(3) . ?
Zn1 Cl1 2.2154(9) . ?
Zn1 Cl2 2.2164(9) . ?
S1 C5 1.699(5) . ?
S1 C2 1.724(3) . ?
O1 C10 1.413(5) . ?
O1 C9 1.434(5) . ?
N1 C1 1.274(4) . ?
N1 C6 1.482(4) . ?
C1 C2 1.434(5) . ?
C1 H1 0.9300 . ?
N2 C7 1.481(4) . ?
N2 C11 1.487(4) . ?
N2 C8 1.489(4) . ?
C2 C3 1.394(5) . ?
C3 C4 1.399(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.345(6) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.505(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.516(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.504(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?

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
N1 Zn1 N2 85.66(10) . . ?
N1 Zn1 Cl1 115.75(8) . . ?
N2 Zn1 Cl1 104.65(7) . . ?
N1 Zn1 Cl2 114.10(8) . . ?
N2 Zn1 Cl2 118.52(7) . . ?
Cl1 Zn1 Cl2 114.74(4) . . ?
C5 S1 C2 91.5(2) . . ?
C10 O1 C9 110.1(3) . . ?
C1 N1 C6 116.5(3) . . ?
C1 N1 Zn1 135.2(2) . . ?
C6 N1 Zn1 107.89(19) . . ?
N1 C1 C2 127.8(3) . . ?
N1 C1 H1 116.1 . . ?
C2 C1 H1 116.1 . . ?
C7 N2 C11 108.8(2) . . ?
C7 N2 C8 110.8(2) . . ?
C11 N2 C8 107.0(3) . . ?
C7 N2 Zn1 100.29(18) . . ?
C11 N2 Zn1 113.89(19) . . ?
C8 N2 Zn1 115.8(2) . . ?
C3 C2 C1 123.8(3) . . ?
C3 C2 S1 110.3(3) . . ?
C1 C2 S1 125.9(3) . . ?
C2 C3 C4 112.4(3) . . ?
C2 C3 H3 123.8 . . ?
C4 C3 H3 123.8 . . ?
C5 C4 C3 112.9(4) . . ?
C5 C4 H4 123.6 . . ?
C3 C4 H4 123.6 . . ?
C4 C5 S1 112.9(3) . . ?
C4 C5 H5 123.5 . . ?
S1 C5 H5 123.5 . . ?
N1 C6 C7 108.7(2) . . ?
N1 C6 H6A 110.0 . . ?
C7 C6 H6A 110.0 . . ?
N1 C6 H6B 110.0 . . ?
C7 C6 H6B 110.0 . . ?
H6A C6 H6B 108.3 . . ?
N2 C7 C6 111.8(3) . . ?
N2 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
N2 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
N2 C8 C9 111.2(3) . . ?
N2 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N2 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
O1 C9 C8 111.3(3) . . ?
O1 C9 H9A 109.4 . . ?
C8 C9 H9A 109.4 . . ?
O1 C9 H9B 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
O1 C10 C11 111.8(3) . . ?
O1 C10 H10A 109.3 . . ?
C11 C10 H10A 109.3 . . ?
O1 C10 H10B 109.3 . . ?
C11 C10 H10B 109.3 . . ?
H10A C10 H10B 107.9 . . ?
N2 C11 C10 110.5(3) . . ?
N2 C11 H11A 109.5 . . ?
C10 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C1 C2 -179.0(3) . . . . ?
Zn1 N1 C1 C2 -6.8(5) . . . . ?
N1 C1 C2 C3 178.8(3) . . . . ?
N1 C1 C2 S1 1.2(5) . . . . ?
C5 S1 C2 C3 0.7(3) . . . . ?
C5 S1 C2 C1 178.7(3) . . . . ?
C1 C2 C3 C4 -178.9(3) . . . . ?
S1 C2 C3 C4 -0.9(4) . . . . ?
C2 C3 C4 C5 0.7(5) . . . . ?
C3 C4 C5 S1 -0.1(5) . . . . ?
C2 S1 C5 C4 -0.4(4) . . . . ?
C1 N1 C6 C7 140.5(3) . . . . ?
Zn1 N1 C6 C7 -33.6(3) . . . . ?
C11 N2 C7 C6 -167.3(3) . . . . ?
C8 N2 C7 C6 75.3(3) . . . . ?
Zn1 N2 C7 C6 -47.5(3) . . . . ?
N1 C6 C7 N2 57.9(4) . . . . ?
C7 N2 C8 C9 174.6(3) . . . . ?
C11 N2 C8 C9 56.1(4) . . . . ?
Zn1 N2 C8 C9 -72.1(3) . . . . ?
C10 O1 C9 C8 57.3(4) . . . . ?
N2 C8 C9 O1 -57.5(4) . . . . ?
C9 O1 C10 C11 -59.0(4) . . . . ?
C7 N2 C11 C10 -176.7(3) . . . . ?
C8 N2 C11 C10 -56.9(4) . . . . ?
Zn1 N2 C11 C10 72.4(3) . . . . ?
O1 C10 C11 N2 60.2(4) . . . . ?

_refine_diff_density_max         0.442
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_Co-TEM
_database_code_depnum_ccdc_archive 'CCDC 2328625'
loop_
_audit_author_name
_audit_author_address
'Minyoung Yoon'
;Kyungpook National University
South Korea
;
_audit_update_record             
;
2024-01-26 deposited with the CCDC.	2024-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        Co-TEM
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H16 Cl2 Co N2 O S'
_chemical_formula_sum            'C11 H16 Cl2 Co N2 O S'
_chemical_formula_weight         354.15

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4030(4)
_cell_length_b                   9.2421(3)
_cell_length_c                   9.9135(6)
_cell_angle_alpha                90.781(4)
_cell_angle_beta                 108.380(5)
_cell_angle_gamma                90.619(3)
_cell_volume                     730.46(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4882
_cell_measurement_theta_min      2.1980
_cell_measurement_theta_max      29.4910

_exptl_crystal_description       rod
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_F_000             362
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.089
_exptl_absorpt_coefficient_mu    1.672
_shelx_estimated_absorpt_T_min   0.796
_shelx_estimated_absorpt_T_max   0.865
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.66156
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus x-ray tube'
_diffrn_measurement_device_type  'CPAD detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12627
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.165
_diffrn_reflns_theta_max         30.661
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.932
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4210
_reflns_number_gt                3131
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  CIFTAB
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0699P)²+0.0883P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4210
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0654
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1289
_refine_ls_wR_factor_gt          0.1171
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.50472(4) 0.34203(3) 0.25922(3) 0.03440(12) Uani 1 1 d . . . . .
Cl1 Cl 0.60956(9) 0.30993(9) 0.49206(7) 0.05289(19) Uani 1 1 d . . . . .
S1 S 0.81389(11) 0.59581(9) 0.33305(11) 0.0657(2) Uani 1 1 d . . . . .
O1 O 0.2101(3) -0.0355(2) 0.1654(3) 0.0621(6) Uani 1 1 d . . . . .
N1 N 0.4137(3) 0.5413(2) 0.1945(2) 0.0367(4) Uani 1 1 d . . . . .
C1 C 0.4768(3) 0.6693(3) 0.2064(3) 0.0400(5) Uani 1 1 d . . . . .
H1 H 0.401522 0.743649 0.173415 0.048 Uiso 1 1 calc R U . . .
Cl2 Cl 0.66269(11) 0.24471(8) 0.13998(9) 0.0577(2) Uani 1 1 d . . . . .
N2 N 0.2490(3) 0.2742(2) 0.2065(2) 0.0349(4) Uani 1 1 d . . . . .
C2 C 0.6502(3) 0.7115(3) 0.2648(3) 0.0427(6) Uani 1 1 d . . . . .
C3 C 0.7084(4) 0.8543(3) 0.2773(3) 0.0525(7) Uani 1 1 d . . . . .
H3 H 0.639123 0.933076 0.246748 0.063 Uiso 1 1 calc R U . . .
C4 C 0.8781(5) 0.8661(4) 0.3393(4) 0.0732(10) Uani 1 1 d . . . . .
H4 H 0.936578 0.953999 0.355446 0.088 Uiso 1 1 calc R U . . .
C5 C 0.9526(4) 0.7360(5) 0.3750(4) 0.0740(10) Uani 1 1 d . . . . .
H5 H 1.067388 0.725404 0.417842 0.089 Uiso 1 1 calc R U . . .
C6 C 0.2293(3) 0.5297(3) 0.1331(3) 0.0450(6) Uani 1 1 d . . . . .
H6A H 0.198391 0.503545 0.032938 0.054 Uiso 1 1 calc R U . . .
H6B H 0.179173 0.621828 0.142158 0.054 Uiso 1 1 calc R U . . .
C7 C 0.1670(3) 0.4146(3) 0.2124(3) 0.0422(6) Uani 1 1 d . . . . .
H7A H 0.190405 0.445264 0.310763 0.051 Uiso 1 1 calc R U . . .
H7B H 0.046461 0.402544 0.170606 0.051 Uiso 1 1 calc R U . . .
C8 C 0.1758(4) 0.2043(3) 0.0635(3) 0.0453(6) Uani 1 1 d . . . . .
H8A H 0.202645 0.262635 -0.007253 0.054 Uiso 1 1 calc R U . . .
H8B H 0.054712 0.198906 0.039647 0.054 Uiso 1 1 calc R U . . .
C9 C 0.2435(4) 0.0533(3) 0.0606(3) 0.0554(7) Uani 1 1 d . . . . .
H9A H 0.192303 0.009449 -0.032769 0.066 Uiso 1 1 calc R U . . .
H9B H 0.363634 0.059398 0.077727 0.066 Uiso 1 1 calc R U . . .
C11 C 0.2125(4) 0.1760(3) 0.3114(3) 0.0454(6) Uani 1 1 d . . . . .
H11A H 0.092160 0.167855 0.292340 0.055 Uiso 1 1 calc R U . . .
H11B H 0.261690 0.216210 0.406563 0.055 Uiso 1 1 calc R U . . .
C10 C 0.2825(4) 0.0288(3) 0.3026(4) 0.0568(8) Uani 1 1 d . . . . .
H10A H 0.403027 0.036962 0.323381 0.068 Uiso 1 1 calc R U . . .
H10B H 0.260440 -0.032845 0.373338 0.068 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
Co1 N1 2.035(2) . ?
Co1 N2 2.130(2) . ?
Co1 Cl1 2.2213(8) . ?
Co1 Cl2 2.2258(7) . ?
S1 C5 1.691(4) . ?
S1 C2 1.720(3) . ?
O1 C10 1.421(4) . ?
O1 C9 1.427(4) . ?
N1 C1 1.280(3) . ?
N1 C6 1.477(3) . ?
C1 C2 1.435(4) . ?
C1 H1 0.9300 . ?
N2 C7 1.484(3) . ?
N2 C11 1.490(3) . ?
N2 C8 1.491(3) . ?
C2 C3 1.393(4) . ?
C3 C4 1.366(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.361(6) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.515(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.516(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C11 C10 1.500(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?

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
N1 Co1 N2 85.90(8) . . ?
N1 Co1 Cl1 116.91(6) . . ?
N2 Co1 Cl1 104.53(6) . . ?
N1 Co1 Cl2 115.40(7) . . ?
N2 Co1 Cl2 118.77(6) . . ?
Cl1 Co1 Cl2 112.52(3) . . ?
C5 S1 C2 91.16(17) . . ?
C10 O1 C9 109.9(2) . . ?
C1 N1 C6 116.1(2) . . ?
C1 N1 Co1 134.93(19) . . ?
C6 N1 Co1 108.68(15) . . ?
N1 C1 C2 127.6(2) . . ?
N1 C1 H1 116.2 . . ?
C2 C1 H1 116.2 . . ?
C7 N2 C11 108.3(2) . . ?
C7 N2 C8 110.2(2) . . ?
C11 N2 C8 107.0(2) . . ?
C7 N2 Co1 100.92(14) . . ?
C11 N2 Co1 114.54(16) . . ?
C8 N2 Co1 115.53(16) . . ?
C3 C2 C1 124.0(3) . . ?
C3 C2 S1 110.5(2) . . ?
C1 C2 S1 125.5(2) . . ?
C4 C3 C2 112.7(3) . . ?
C4 C3 H3 123.6 . . ?
C2 C3 H3 123.6 . . ?
C5 C4 C3 113.0(3) . . ?
C5 C4 H4 123.5 . . ?
C3 C4 H4 123.5 . . ?
C4 C5 S1 112.7(3) . . ?
C4 C5 H5 123.7 . . ?
S1 C5 H5 123.7 . . ?
N1 C6 C7 108.3(2) . . ?
N1 C6 H6A 110.0 . . ?
C7 C6 H6A 110.0 . . ?
N1 C6 H6B 110.0 . . ?
C7 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
N2 C7 C6 111.0(2) . . ?
N2 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
N2 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N2 C8 C9 111.0(2) . . ?
N2 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N2 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
O1 C9 C8 111.3(3) . . ?
O1 C9 H9A 109.4 . . ?
C8 C9 H9A 109.4 . . ?
O1 C9 H9B 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N2 C11 C10 110.5(2) . . ?
N2 C11 H11A 109.6 . . ?
C10 C11 H11A 109.6 . . ?
N2 C11 H11B 109.6 . . ?
C10 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
O1 C10 C11 111.3(2) . . ?
O1 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
O1 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C1 C2 178.6(3) . . . . ?
Co1 N1 C1 C2 6.1(4) . . . . ?
N1 C1 C2 C3 -178.3(3) . . . . ?
N1 C1 C2 S1 -0.1(4) . . . . ?
C5 S1 C2 C3 -0.2(3) . . . . ?
C5 S1 C2 C1 -178.6(3) . . . . ?
C1 C2 C3 C4 178.5(3) . . . . ?
S1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 C5 0.0(5) . . . . ?
C3 C4 C5 S1 -0.2(5) . . . . ?
C2 S1 C5 C4 0.2(3) . . . . ?
C1 N1 C6 C7 -141.1(2) . . . . ?
Co1 N1 C6 C7 33.3(2) . . . . ?
C11 N2 C7 C6 167.6(2) . . . . ?
C8 N2 C7 C6 -75.6(3) . . . . ?
Co1 N2 C7 C6 47.0(2) . . . . ?
N1 C6 C7 N2 -56.6(3) . . . . ?
C7 N2 C8 C9 -173.5(2) . . . . ?
C11 N2 C8 C9 -55.9(3) . . . . ?
Co1 N2 C8 C9 73.0(3) . . . . ?
C10 O1 C9 C8 -58.2(3) . . . . ?
N2 C8 C9 O1 57.8(3) . . . . ?
C7 N2 C11 C10 176.0(2) . . . . ?
C8 N2 C11 C10 57.2(3) . . . . ?
Co1 N2 C11 C10 -72.2(3) . . . . ?
C9 O1 C10 C11 59.8(3) . . . . ?
N2 C11 C10 O1 -60.7(3) . . . . ?

_refine_diff_density_max         0.708
_refine_diff_density_min         -0.868
_refine_diff_density_rms         0.095


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_P21c
_database_code_depnum_ccdc_archive 'CCDC 2328626'
loop_
_audit_author_name
_audit_author_address
'Minyoung Yoon'
;Kyungpook National University
South Korea
;
_audit_update_record             
;
2024-01-26 deposited with the CCDC.	2024-05-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        Cd-TEM
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H16 Br2 Cd N2 O S, C H2 Cl2'
_chemical_formula_sum            'C12 H18 Br2 Cd Cl2 N2 O S'
_chemical_formula_weight         581.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.6766(3)
_cell_length_b                   15.4523(6)
_cell_length_c                   14.4470(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.237(3)
_cell_angle_gamma                90
_cell_volume                     1921.53(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6559
_cell_measurement_theta_min      2.4160
_cell_measurement_theta_max      28.6790

_exptl_crystal_description       rod
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.010
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.125
_exptl_crystal_size_mid          0.105
_exptl_crystal_size_min          0.075
_exptl_absorpt_coefficient_mu    5.681
_shelx_estimated_absorpt_T_min   0.537
_shelx_estimated_absorpt_T_max   0.675
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.43111
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Microfocus x-ray tube'
_diffrn_measurement_device_type  'CPAD detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14898
_diffrn_reflns_av_unetI/netI     0.0337
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.636
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3925
_reflns_number_gt                3179
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  CIFTAB
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0193P)²+2.4308P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0080(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3925
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0634
_refine_ls_wR_factor_gt          0.0598
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.39089(3) 0.69060(2) 0.62231(2) 0.03812(10) Uani 1 1 d . . . . .
Br1 Br 0.13898(5) 0.73677(3) 0.67885(3) 0.05147(13) Uani 1 1 d . . . . .
Cl1 Cl -0.07424(14) 0.46433(8) 0.80742(9) 0.0650(3) Uani 1 1 d . . . . .
S1 S 0.26219(15) 0.48339(7) 0.63017(8) 0.0604(3) Uani 1 1 d . . . . .
O1 O 0.6428(4) 0.93031(19) 0.6298(2) 0.0611(8) Uani 1 1 d . . . . .
N1 N 0.4536(3) 0.80181(19) 0.52346(19) 0.0342(7) Uani 1 1 d . . . . .
C1 C 0.2902(4) 0.5503(3) 0.4527(3) 0.0453(10) Uani 1 1 d . . . . .
H1 H 0.278653 0.539993 0.388767 0.054 Uiso 1 1 calc R U . . .
Br2 Br 0.61497(5) 0.63641(3) 0.73404(3) 0.06272(15) Uani 1 1 d . . . . .
Cl2 Cl -0.02814(16) 0.61342(11) 0.92917(11) 0.0894(5) Uani 1 1 d . . . . .
N2 N 0.3543(4) 0.6215(2) 0.4807(2) 0.0397(7) Uani 1 1 d . . . . .
C2 C 0.2338(5) 0.4844(3) 0.5103(3) 0.0456(10) Uani 1 1 d . . . . .
C3 C 0.1465(5) 0.4142(3) 0.4760(3) 0.0525(10) Uani 1 1 d . . . . .
H3 H 0.118934 0.403116 0.412783 0.063 Uiso 1 1 calc R U . . .
C4 C 0.1042(5) 0.3618(3) 0.5476(4) 0.0593(12) Uani 1 1 d . . . . .
H4 H 0.044414 0.311995 0.536912 0.071 Uiso 1 1 calc R U . . .
C5 C 0.1581(6) 0.3903(3) 0.6332(3) 0.0624(12) Uani 1 1 d . . . . .
H5 H 0.140608 0.362442 0.687989 0.075 Uiso 1 1 calc R U . . .
C6 C 0.4039(5) 0.6809(3) 0.4100(3) 0.0482(10) Uani 1 1 d . . . . .
H6A H 0.349910 0.666188 0.349151 0.058 Uiso 1 1 calc R U . . .
H6B H 0.514462 0.673993 0.407669 0.058 Uiso 1 1 calc R U . . .
C7 C 0.3701(5) 0.7735(3) 0.4324(2) 0.0432(9) Uani 1 1 d . . . . .
H7A H 0.400070 0.810442 0.383396 0.052 Uiso 1 1 calc R U . . .
H7B H 0.259241 0.780229 0.433506 0.052 Uiso 1 1 calc R U . . .
C8 C 0.3929(5) 0.8871(2) 0.5492(3) 0.0445(9) Uani 1 1 d . . . . .
H8A H 0.283987 0.881466 0.557081 0.053 Uiso 1 1 calc R U . . .
H8B H 0.401027 0.928055 0.499174 0.053 Uiso 1 1 calc R U . . .
C9 C 0.4814(5) 0.9208(3) 0.6379(3) 0.0575(11) Uani 1 1 d . . . . .
H9A H 0.438994 0.976351 0.652910 0.069 Uiso 1 1 calc R U . . .
H9B H 0.468942 0.881143 0.688460 0.069 Uiso 1 1 calc R U . . .
C10 C 0.7038(5) 0.8494(3) 0.6068(3) 0.0583(12) Uani 1 1 d . . . . .
H10A H 0.694575 0.808844 0.657073 0.070 Uiso 1 1 calc R U . . .
H10B H 0.813316 0.855973 0.601012 0.070 Uiso 1 1 calc R U . . .
C11 C 0.6223(4) 0.8130(3) 0.5176(3) 0.0501(10) Uani 1 1 d . . . . .
H11A H 0.636243 0.851642 0.466462 0.060 Uiso 1 1 calc R U . . .
H11B H 0.667617 0.757484 0.505139 0.060 Uiso 1 1 calc R U . . .
C12 C 0.0202(6) 0.5628(3) 0.8307(4) 0.0728(14) Uani 1 1 d . . . . .
H12A H 0.131465 0.553013 0.837986 0.087 Uiso 1 1 calc R U . . .
H12B H -0.005224 0.600852 0.777565 0.087 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
Cd1 N2 2.294(3) . ?
Cd1 N1 2.342(3) . ?
Cd1 Br2 2.5092(5) . ?
Cd1 Br1 2.5305(5) . ?
Cl1 C12 1.740(5) . ?
S1 C5 1.702(5) . ?
S1 C2 1.718(4) . ?
O1 C10 1.414(5) . ?
O1 C9 1.428(5) . ?
N1 C8 1.483(5) . ?
N1 C7 1.486(4) . ?
N1 C11 1.487(5) . ?
C1 N2 1.275(5) . ?
C1 C2 1.440(5) . ?
C1 H1 0.9300 . ?
Cl2 C12 1.722(5) . ?
N2 C6 1.477(5) . ?
C2 C3 1.379(5) . ?
C3 C4 1.400(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.340(6) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.504(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.501(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.499(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Cd1 N1 79.32(10) . . ?
N2 Cd1 Br2 115.29(8) . . ?
N1 Cd1 Br2 114.62(7) . . ?
N2 Cd1 Br1 113.01(8) . . ?
N1 Cd1 Br1 105.45(7) . . ?
Br2 Cd1 Br1 121.147(18) . . ?
C5 S1 C2 91.4(2) . . ?
C10 O1 C9 109.1(3) . . ?
C8 N1 C7 109.6(3) . . ?
C8 N1 C11 107.1(3) . . ?
C7 N1 C11 111.0(3) . . ?
C8 N1 Cd1 112.5(2) . . ?
C7 N1 Cd1 101.5(2) . . ?
C11 N1 Cd1 115.2(2) . . ?
N2 C1 C2 126.4(4) . . ?
N2 C1 H1 116.8 . . ?
C2 C1 H1 116.8 . . ?
C1 N2 C6 118.0(3) . . ?
C1 N2 Cd1 133.7(3) . . ?
C6 N2 Cd1 107.9(2) . . ?
C3 C2 C1 124.0(4) . . ?
C3 C2 S1 111.0(3) . . ?
C1 C2 S1 125.0(3) . . ?
C2 C3 C4 111.9(4) . . ?
C2 C3 H3 124.1 . . ?
C4 C3 H3 124.1 . . ?
C5 C4 C3 113.5(4) . . ?
C5 C4 H4 123.3 . . ?
C3 C4 H4 123.3 . . ?
C4 C5 S1 112.3(4) . . ?
C4 C5 H5 123.9 . . ?
S1 C5 H5 123.9 . . ?
N2 C6 C7 111.2(3) . . ?
N2 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N1 C7 C6 112.6(3) . . ?
N1 C7 H7A 109.1 . . ?
C6 C7 H7A 109.1 . . ?
N1 C7 H7B 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
N1 C8 C9 111.2(3) . . ?
N1 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N1 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
O1 C9 C8 111.6(3) . . ?
O1 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 . . ?
O1 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
O1 C10 C11 112.6(4) . . ?
O1 C10 H10A 109.1 . . ?
C11 C10 H10A 109.1 . . ?
O1 C10 H10B 109.1 . . ?
C11 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
N1 C11 C10 110.9(3) . . ?
N1 C11 H11A 109.5 . . ?
C10 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
Cl2 C12 Cl1 113.5(3) . . ?
Cl2 C12 H12A 108.9 . . ?
Cl1 C12 H12A 108.9 . . ?
Cl2 C12 H12B 108.9 . . ?
Cl1 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?

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
C2 C1 N2 C6 -179.8(4) . . . . ?
C2 C1 N2 Cd1 -8.0(6) . . . . ?
N2 C1 C2 C3 170.7(4) . . . . ?
N2 C1 C2 S1 -7.8(6) . . . . ?
C5 S1 C2 C3 0.0(3) . . . . ?
C5 S1 C2 C1 178.7(4) . . . . ?
C1 C2 C3 C4 -178.4(4) . . . . ?
S1 C2 C3 C4 0.3(5) . . . . ?
C2 C3 C4 C5 -0.5(6) . . . . ?
C3 C4 C5 S1 0.5(5) . . . . ?
C2 S1 C5 C4 -0.3(4) . . . . ?
C1 N2 C6 C7 139.9(4) . . . . ?
Cd1 N2 C6 C7 -33.9(4) . . . . ?
C8 N1 C7 C6 -169.4(3) . . . . ?
C11 N1 C7 C6 72.5(4) . . . . ?
Cd1 N1 C7 C6 -50.3(3) . . . . ?
N2 C6 C7 N1 61.1(4) . . . . ?
C7 N1 C8 C9 -176.3(3) . . . . ?
C11 N1 C8 C9 -55.9(4) . . . . ?
Cd1 N1 C8 C9 71.7(3) . . . . ?
C10 O1 C9 C8 -58.3(5) . . . . ?
N1 C8 C9 O1 59.1(4) . . . . ?
C9 O1 C10 C11 58.5(5) . . . . ?
C8 N1 C11 C10 55.2(4) . . . . ?
C7 N1 C11 C10 174.8(3) . . . . ?
Cd1 N1 C11 C10 -70.7(4) . . . . ?
O1 C10 C11 N1 -58.8(5) . . . . ?

_refine_diff_density_max         0.475
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.082


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
