# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2104958'
loop_
_audit_author_name
_audit_author_address
'Corinna Hegemann'
;Institute of Inorganic Chemistry
Germany
;
_audit_update_record             
;
2021-08-23 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H22 N2 S4 Sn'
_chemical_formula_sum            'C10 H22 N2 S4 Sn'
_chemical_formula_weight         417.22

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'
Sn Sn -0.6537 1.4246 '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                   7.9745(7)
_cell_length_b                   9.8264(9)
_cell_length_c                   11.1097(9)
_cell_angle_alpha                82.131(7)
_cell_angle_beta                 84.825(7)
_cell_angle_gamma                66.446(7)
_cell_volume                     789.91(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5318
_cell_measurement_theta_min      1.852
_cell_measurement_theta_max      25.242

_exptl_crystal_description       column
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_F_000             420
_exptl_transmission_factor_min   'not measured'
_exptl_transmission_factor_max   'not measured'
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    2.128
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6604
_exptl_absorpt_correction_T_max  0.8476
_exptl_absorpt_process_details   
;
The absorption correction (X-RED; Stoe & Cie, 2001)
was performed after optimizing the crystal shape
using X-SHAPE (Stoe & Cie, 1999).
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'IPDS 2 T (Stoe & Cie)'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 'not measured'
_diffrn_reflns_number            11485
_diffrn_reflns_av_unetI/netI     0.0919
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.852
_diffrn_reflns_theta_max         29.217
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4238
_reflns_number_gt                2801
_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       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0686P)²] 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     SHELXL
_refine_ls_extinction_coef       0.0155(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4238
_refine_ls_number_parameters     157
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0856
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1438
_refine_ls_wR_factor_gt          0.1165
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
Sn1 Sn 0.57872(5) 0.22847(5) 0.74392(4) 0.03569(16) Uani 1 1 d . . . . .
S1 S 0.3717(2) 0.1227(2) 0.67972(18) 0.0519(4) Uani 1 1 d . . . . .
S2 S 0.6367(3) 0.1521(2) 0.96024(16) 0.0513(4) Uani 1 1 d . . . . .
S3 S 0.7036(3) 0.2557(2) 0.53813(16) 0.0533(4) Uani 1 1 d . . . . .
S4 S 0.3092(2) 0.4562(2) 0.7843(2) 0.0543(5) Uani 1 1 d . . . . .
N1 N 0.7879(7) -0.0431(6) 0.7448(5) 0.0434(12) Uani 1 1 d . . . . .
N2 N 0.7308(7) 0.4061(6) 0.7615(5) 0.0417(12) Uani 1 1 d . . . . .
C1 C 0.5206(12) -0.0699(9) 0.6677(8) 0.061(2) Uani 1 1 d . . . . .
H1A H 0.5025 -0.1300 0.7405 0.073 Uiso 1 1 calc R U . . .
H1B H 0.4846 -0.1025 0.5993 0.073 Uiso 1 1 calc R U . . .
C2 C 0.7227(11) -0.1002(9) 0.6512(7) 0.0582(19) Uani 1 1 d . . . . .
H2A H 0.7922 -0.2071 0.6534 0.070 Uiso 1 1 calc R U . . .
H2B H 0.7451 -0.0543 0.5718 0.070 Uiso 1 1 calc R U . . .
C3 C 0.7937(10) -0.0424(9) 0.9671(7) 0.0541(18) Uani 1 1 d . . . . .
H3A H 0.9183 -0.0481 0.9626 0.065 Uiso 1 1 calc R U . . .
H3B H 0.7749 -0.0941 1.0447 0.065 Uiso 1 1 calc R U . . .
C4 C 0.7693(10) -0.1205(8) 0.8658(7) 0.0489(16) Uani 1 1 d . . . . .
H4A H 0.8602 -0.2222 0.8714 0.059 Uiso 1 1 calc R U . . .
H4B H 0.6492 -0.1245 0.8754 0.059 Uiso 1 1 calc R U . . .
C5 C 0.9799(9) -0.0633(9) 0.7166(8) 0.062(2) Uani 1 1 d . . . . .
H5A H 1.0225 -0.0282 0.7793 0.094 Uiso 1 1 calc R U . . .
H5B H 0.9884 -0.0075 0.6399 0.094 Uiso 1 1 calc R U . . .
H5C H 1.0539 -0.1673 0.7123 0.094 Uiso 1 1 calc R U . . .
C6 C 0.8439(10) 0.3602(10) 0.5507(7) 0.0588(19) Uani 1 1 d . . . . .
H6A H 0.9639 0.2919 0.5780 0.071 Uiso 1 1 calc R U . . .
H6B H 0.8600 0.4097 0.4714 0.071 Uiso 1 1 calc R U . . .
C7 C 0.7575(11) 0.4740(9) 0.6380(7) 0.0562(18) Uani 1 1 d . . . . .
H7A H 0.8342 0.5288 0.6417 0.067 Uiso 1 1 calc R U . . .
H7B H 0.6398 0.5445 0.6085 0.067 Uiso 1 1 calc R U . . .
C8 C 0.6052(9) 0.5191(7) 0.8377(7) 0.0455(15) Uani 1 1 d . . . . .
H8A H 0.6502 0.5974 0.8378 0.055 Uiso 1 1 calc R U . . .
H8B H 0.6051 0.4730 0.9207 0.055 Uiso 1 1 calc R U . . .
C9 C 0.4102(10) 0.5887(8) 0.7950(7) 0.0487(16) Uani 1 1 d . . . . .
H9A H 0.4089 0.6445 0.7158 0.058 Uiso 1 1 calc R U . . .
H9B H 0.3348 0.6590 0.8508 0.058 Uiso 1 1 calc R U . . .
C10 C 0.9074(9) 0.3323(9) 0.8218(8) 0.0585(19) Uani 1 1 d . . . . .
H10A H 0.8921 0.2751 0.8960 0.088 Uiso 1 1 calc R U . . .
H10B H 0.9485 0.4066 0.8395 0.088 Uiso 1 1 calc R U . . .
H10C H 0.9963 0.2672 0.7689 0.088 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 S3 2.4342(19) . ?
Sn1 S2 2.4457(18) . ?
Sn1 S4 2.4668(18) . ?
Sn1 S1 2.4700(17) . ?
Sn1 N1 2.518(5) . ?
Sn1 N2 2.526(5) . ?
S1 C1 1.804(8) . ?
S2 C3 1.814(8) . ?
S3 C6 1.820(8) . ?
S4 C9 1.804(7) . ?
N1 C2 1.469(9) . ?
N1 C5 1.473(8) . ?
N1 C4 1.477(9) . ?
N2 C8 1.473(8) . ?
N2 C10 1.476(8) . ?
N2 C7 1.477(9) . ?
C1 C2 1.515(11) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.513(10) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.492(11) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.519(9) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?

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
S3 Sn1 S2 147.85(7) . . ?
S3 Sn1 S4 110.54(7) . . ?
S2 Sn1 S4 92.80(7) . . ?
S3 Sn1 S1 92.92(7) . . ?
S2 Sn1 S1 109.84(7) . . ?
S4 Sn1 S1 88.99(6) . . ?
S3 Sn1 N1 84.99(14) . . ?
S2 Sn1 N1 77.95(14) . . ?
S4 Sn1 N1 160.74(13) . . ?
S1 Sn1 N1 78.59(13) . . ?
S3 Sn1 N2 77.97(14) . . ?
S2 Sn1 N2 85.33(13) . . ?
S4 Sn1 N2 79.36(12) . . ?
S1 Sn1 N2 161.43(13) . . ?
N1 Sn1 N2 116.12(17) . . ?
C1 S1 Sn1 103.0(2) . . ?
C3 S2 Sn1 104.4(3) . . ?
C6 S3 Sn1 103.9(3) . . ?
C9 S4 Sn1 102.5(2) . . ?
C2 N1 C5 110.0(6) . . ?
C2 N1 C4 110.1(6) . . ?
C5 N1 C4 110.6(6) . . ?
C2 N1 Sn1 106.1(4) . . ?
C5 N1 Sn1 111.9(5) . . ?
C4 N1 Sn1 108.1(4) . . ?
C8 N2 C10 107.9(6) . . ?
C8 N2 C7 111.5(6) . . ?
C10 N2 C7 110.2(6) . . ?
C8 N2 Sn1 106.2(4) . . ?
C10 N2 Sn1 112.7(4) . . ?
C7 N2 Sn1 108.3(4) . . ?
C2 C1 S1 115.0(5) . . ?
C2 C1 H1A 108.5 . . ?
S1 C1 H1A 108.5 . . ?
C2 C1 H1B 108.5 . . ?
S1 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
N1 C2 C1 112.9(6) . . ?
N1 C2 H2A 109.0 . . ?
C1 C2 H2A 109.0 . . ?
N1 C2 H2B 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C4 C3 S2 112.7(5) . . ?
C4 C3 H3A 109.1 . . ?
S2 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
S2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
N1 C4 C3 111.8(6) . . ?
N1 C4 H4A 109.3 . . ?
C3 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
C3 C4 H4B 109.3 . . ?
H4A C4 H4B 107.9 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 S3 111.1(5) . . ?
C7 C6 H6A 109.4 . . ?
S3 C6 H6A 109.4 . . ?
C7 C6 H6B 109.4 . . ?
S3 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 C6 112.4(6) . . ?
N2 C7 H7A 109.1 . . ?
C6 C7 H7A 109.1 . . ?
N2 C7 H7B 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.9 . . ?
N2 C8 C9 113.2(5) . . ?
N2 C8 H8A 108.9 . . ?
C9 C8 H8A 108.9 . . ?
N2 C8 H8B 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C8 C9 S4 114.4(5) . . ?
C8 C9 H9A 108.7 . . ?
S4 C9 H9A 108.7 . . ?
C8 C9 H9B 108.7 . . ?
S4 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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
Sn1 S1 C1 C2 -21.7(7) . . . . ?
C5 N1 C2 C1 -174.5(6) . . . . ?
C4 N1 C2 C1 63.3(8) . . . . ?
Sn1 N1 C2 C1 -53.4(7) . . . . ?
S1 C1 C2 N1 53.3(9) . . . . ?
Sn1 S2 C3 C4 -29.2(6) . . . . ?
C2 N1 C4 C3 -167.1(6) . . . . ?
C5 N1 C4 C3 71.2(8) . . . . ?
Sn1 N1 C4 C3 -51.6(6) . . . . ?
S2 C3 C4 N1 56.2(7) . . . . ?
Sn1 S3 C6 C7 -36.8(6) . . . . ?
C8 N2 C7 C6 -165.5(6) . . . . ?
C10 N2 C7 C6 74.7(8) . . . . ?
Sn1 N2 C7 C6 -49.0(7) . . . . ?
S3 C6 C7 N2 59.7(8) . . . . ?
C10 N2 C8 C9 -172.0(6) . . . . ?
C7 N2 C8 C9 66.8(7) . . . . ?
Sn1 N2 C8 C9 -50.9(6) . . . . ?
N2 C8 C9 S4 56.4(8) . . . . ?
Sn1 S4 C9 C8 -27.9(6) . . . . ?

_refine_diff_density_max         1.249
_refine_diff_density_min         -1.333
_refine_diff_density_rms         0.177

_shelxl_version_number           2014-3



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

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2104959'
loop_
_audit_author_name
_audit_author_address
'Corinna Hegemann'
;Institute of Inorganic Chemistry
Germany
;
_audit_update_record             
;
2021-08-23 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H26 N2 S4 Sn'
_chemical_formula_sum            'C12 H26 N2 S4 Sn'
_chemical_formula_weight         445.28

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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.0673(4)
_cell_length_b                   16.4622(7)
_cell_length_c                   10.8207(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.650(3)
_cell_angle_gamma                90
_cell_volume                     1772.92(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    11438
_cell_measurement_theta_min      2.270
_cell_measurement_theta_max      26.816

_exptl_crystal_description       brick
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    1.902
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6864
_exptl_absorpt_correction_T_max  0.8051
_exptl_absorpt_process_details   
;
The absorption correction (X-RED; Stoe & Cie, 2001)
was performed after optimizing the crystal shape
using X-SHAPE (Stoe & Cie, 1999).
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'IPDS 2 T (Stoe & Cie)'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 'not measured'
_diffrn_reflns_number            26451
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_av_R_equivalents  0.0988
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.270
_diffrn_reflns_theta_max         26.816
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3764
_reflns_number_gt                2303
_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       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0418P)²] 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         3764
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0881
_refine_ls_wR_factor_gt          0.0761
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_restrained_S_all      0.933
_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
Sn1 Sn 0.09536(3) 0.20606(2) 0.23118(3) 0.04952(11) Uani 1 1 d . . . . .
S3 S 0.04693(13) 0.15966(9) 0.01444(13) 0.0597(3) Uani 1 1 d . . . . .
S1 S 0.23064(14) 0.32204(9) 0.17752(15) 0.0660(4) Uani 1 1 d . . . . .
S4 S -0.07556(13) 0.30162(9) 0.28341(15) 0.0687(4) Uani 1 1 d . . . . .
S2 S 0.15787(13) 0.16480(11) 0.44791(13) 0.0704(4) Uani 1 1 d . . . . .
N1 N 0.3254(4) 0.1376(2) 0.2286(4) 0.0531(10) Uani 1 1 d . . . . .
N2 N -0.1100(4) 0.1133(3) 0.2306(4) 0.0531(10) Uani 1 1 d . . . . .
C1 C 0.3944(5) 0.2774(3) 0.1764(5) 0.0626(14) Uani 1 1 d . . . . .
H1A H 0.4384 0.3061 0.1156 0.075 Uiso 1 1 calc R U . . .
H1B H 0.4476 0.2857 0.2578 0.075 Uiso 1 1 calc R U . . .
C2 C 0.3941(5) 0.1882(3) 0.1465(5) 0.0586(13) Uani 1 1 d . . . . .
H2A H 0.3512 0.1804 0.0609 0.070 Uiso 1 1 calc R U . . .
H2B H 0.4864 0.1698 0.1520 0.070 Uiso 1 1 calc R U . . .
C8 C -0.1854(5) 0.1186(4) 0.1027(5) 0.0667(15) Uani 1 1 d . . . . .
H8A H -0.2599 0.0807 0.0951 0.080 Uiso 1 1 calc R U . . .
H8B H -0.2226 0.1728 0.0898 0.080 Uiso 1 1 calc R U . . .
C10 C -0.1886(5) 0.1488(4) 0.3194(6) 0.0696(16) Uani 1 1 d . . . . .
H10A H -0.1399 0.1423 0.4032 0.084 Uiso 1 1 calc R U . . .
H10B H -0.2727 0.1194 0.3151 0.084 Uiso 1 1 calc R U . . .
C5 C 0.3089(5) 0.0534(3) 0.1813(6) 0.0651(14) Uani 1 1 d . . . . .
H5A H 0.2568 0.0552 0.0983 0.078 Uiso 1 1 calc R U . . .
H5B H 0.2562 0.0238 0.2344 0.078 Uiso 1 1 calc R U . . .
C11 C -0.0646(5) 0.0300(3) 0.2658(6) 0.0675(15) Uani 1 1 d . . . . .
H11A H -0.0176 0.0313 0.3509 0.081 Uiso 1 1 calc R U . . .
H11B H -0.0002 0.0136 0.2122 0.081 Uiso 1 1 calc R U . . .
C7 C -0.1033(5) 0.1010(4) 0.0045(6) 0.0757(17) Uani 1 1 d . . . . .
H7A H -0.1572 0.1107 -0.0762 0.091 Uiso 1 1 calc R U . . .
H7B H -0.0795 0.0439 0.0087 0.091 Uiso 1 1 calc R U . . .
C9 C -0.2187(5) 0.2379(4) 0.2961(7) 0.0800(18) Uani 1 1 d . . . . .
H9A H -0.2626 0.2585 0.3636 0.096 Uiso 1 1 calc R U . . .
H9B H -0.2819 0.2429 0.2194 0.096 Uiso 1 1 calc R U . . .
C3 C 0.3112(5) 0.1075(4) 0.4507(5) 0.0706(15) Uani 1 1 d . . . . .
H3A H 0.3624 0.1097 0.5341 0.085 Uiso 1 1 calc R U . . .
H3B H 0.2893 0.0511 0.4314 0.085 Uiso 1 1 calc R U . . .
C4 C 0.3958(5) 0.1400(4) 0.3584(5) 0.0617(13) Uani 1 1 d . . . . .
H4A H 0.4209 0.1956 0.3802 0.074 Uiso 1 1 calc R U . . .
H4B H 0.4776 0.1082 0.3640 0.074 Uiso 1 1 calc R U . . .
C12 C -0.1729(7) -0.0340(4) 0.2579(7) 0.092(2) Uani 1 1 d . . . . .
H12A H -0.1330 -0.0856 0.2826 0.138 Uiso 1 1 calc R U . . .
H12B H -0.2360 -0.0198 0.3125 0.138 Uiso 1 1 calc R U . . .
H12C H -0.2186 -0.0375 0.1735 0.138 Uiso 1 1 calc R U . . .
C6 C 0.4353(6) 0.0055(4) 0.1739(8) 0.098(2) Uani 1 1 d . . . . .
H6A H 0.4118 -0.0479 0.1420 0.147 Uiso 1 1 calc R U . . .
H6B H 0.4875 0.0327 0.1191 0.147 Uiso 1 1 calc R U . . .
H6C H 0.4869 0.0012 0.2558 0.147 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
Sn1 S2 2.4317(15) . ?
Sn1 S3 2.4449(14) . ?
Sn1 S4 2.4591(13) . ?
Sn1 S1 2.4648(14) . ?
Sn1 N2 2.570(4) . ?
Sn1 N1 2.579(4) . ?
S3 C7 1.784(5) . ?
S1 C1 1.807(5) . ?
S4 C9 1.804(6) . ?
S2 C3 1.806(6) . ?
N1 C2 1.465(6) . ?
N1 C4 1.475(6) . ?
N1 C5 1.479(6) . ?
N2 C10 1.456(6) . ?
N2 C8 1.477(6) . ?
N2 C11 1.477(7) . ?
C1 C2 1.503(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C8 C7 1.470(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C10 C9 1.512(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C5 C6 1.510(7) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C11 C12 1.510(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C3 C4 1.505(7) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
S2 Sn1 S3 145.40(5) . . ?
S2 Sn1 S4 92.61(5) . . ?
S3 Sn1 S4 112.01(5) . . ?
S2 Sn1 S1 111.81(6) . . ?
S3 Sn1 S1 93.07(5) . . ?
S4 Sn1 S1 89.38(5) . . ?
S2 Sn1 N2 85.87(10) . . ?
S3 Sn1 N2 76.56(10) . . ?
S4 Sn1 N2 77.90(9) . . ?
S1 Sn1 N2 158.85(10) . . ?
S2 Sn1 N1 77.63(10) . . ?
S3 Sn1 N1 84.44(10) . . ?
S4 Sn1 N1 160.45(10) . . ?
S1 Sn1 N1 78.88(9) . . ?
N2 Sn1 N1 117.62(13) . . ?
C7 S3 Sn1 105.8(2) . . ?
C1 S1 Sn1 102.90(17) . . ?
C9 S4 Sn1 103.89(19) . . ?
C3 S2 Sn1 105.00(19) . . ?
C2 N1 C4 111.0(4) . . ?
C2 N1 C5 111.2(4) . . ?
C4 N1 C5 111.5(4) . . ?
C2 N1 Sn1 105.4(3) . . ?
C4 N1 Sn1 106.4(3) . . ?
C5 N1 Sn1 111.1(3) . . ?
C10 N2 C8 109.9(4) . . ?
C10 N2 C11 112.4(4) . . ?
C8 N2 C11 113.1(4) . . ?
C10 N2 Sn1 106.0(3) . . ?
C8 N2 Sn1 105.5(3) . . ?
C11 N2 Sn1 109.4(3) . . ?
C2 C1 S1 115.3(3) . . ?
C2 C1 H1A 108.5 . . ?
S1 C1 H1A 108.5 . . ?
C2 C1 H1B 108.5 . . ?
S1 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
N1 C2 C1 114.2(4) . . ?
N1 C2 H2A 108.7 . . ?
C1 C2 H2A 108.7 . . ?
N1 C2 H2B 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C7 C8 N2 113.6(4) . . ?
C7 C8 H8A 108.9 . . ?
N2 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
N2 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
N2 C10 C9 113.2(5) . . ?
N2 C10 H10A 108.9 . . ?
C9 C10 H10A 108.9 . . ?
N2 C10 H10B 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
N1 C5 C6 117.2(5) . . ?
N1 C5 H5A 108.0 . . ?
C6 C5 H5A 108.0 . . ?
N1 C5 H5B 108.0 . . ?
C6 C5 H5B 108.0 . . ?
H5A C5 H5B 107.2 . . ?
N2 C11 C12 116.1(5) . . ?
N2 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
N2 C11 H11B 108.3 . . ?
C12 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C8 C7 S3 114.4(4) . . ?
C8 C7 H7A 108.7 . . ?
S3 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
S3 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C10 C9 S4 115.8(4) . . ?
C10 C9 H9A 108.3 . . ?
S4 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
S4 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C4 C3 S2 111.8(4) . . ?
C4 C3 H3A 109.3 . . ?
S2 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
S2 C3 H3B 109.3 . . ?
H3A C3 H3B 107.9 . . ?
N1 C4 C3 112.6(4) . . ?
N1 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
N1 C4 H4B 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 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
Sn1 S1 C1 C2 27.2(4) . . . . ?
C4 N1 C2 C1 -64.8(6) . . . . ?
C5 N1 C2 C1 170.4(4) . . . . ?
Sn1 N1 C2 C1 50.0(5) . . . . ?
S1 C1 C2 N1 -55.9(6) . . . . ?
C10 N2 C8 C7 167.2(5) . . . . ?
C11 N2 C8 C7 -66.2(6) . . . . ?
Sn1 N2 C8 C7 53.3(5) . . . . ?
C8 N2 C10 C9 -61.6(6) . . . . ?
C11 N2 C10 C9 171.5(5) . . . . ?
Sn1 N2 C10 C9 51.9(5) . . . . ?
C2 N1 C5 C6 62.8(7) . . . . ?
C4 N1 C5 C6 -61.8(7) . . . . ?
Sn1 N1 C5 C6 179.8(5) . . . . ?
C10 N2 C11 C12 68.2(7) . . . . ?
C8 N2 C11 C12 -57.0(7) . . . . ?
Sn1 N2 C11 C12 -174.3(5) . . . . ?
N2 C8 C7 S3 -53.1(7) . . . . ?
Sn1 S3 C7 C8 21.6(5) . . . . ?
N2 C10 C9 S4 -52.2(7) . . . . ?
Sn1 S4 C9 C10 21.0(5) . . . . ?
Sn1 S2 C3 C4 33.8(5) . . . . ?
C2 N1 C4 C3 165.1(4) . . . . ?
C5 N1 C4 C3 -70.3(6) . . . . ?
Sn1 N1 C4 C3 50.9(5) . . . . ?
S2 C3 C4 N1 -59.8(6) . . . . ?

_refine_diff_density_max         0.628
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.093

_shelxl_version_number           2014-3



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

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2104960'
loop_
_audit_author_name
_audit_author_address
'Corinna Hegemann'
;Institute of Inorganic Chemistry
Germany
;
_audit_update_record             
;
2021-08-23 deposited with the CCDC.	2021-11-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H12 Cl3 N S2 Sn'
_chemical_formula_sum            'C6 H12 Cl3 N S2 Sn'
_chemical_formula_weight         387.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

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

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

_cell_length_a                   16.8805(7)
_cell_length_b                   11.8026(4)
_cell_length_c                   12.5545(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2501.28(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    17386
_cell_measurement_theta_min      2.413
_cell_measurement_theta_max      24.497

_exptl_crystal_description       column
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.057
_exptl_crystal_F_000             1504
_exptl_transmission_factor_min   'not measured'
_exptl_transmission_factor_max   'not measured'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    2.976
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5071
_exptl_absorpt_correction_T_max  0.6581
_exptl_absorpt_process_details   
;
The absorption correction (X-RED; Stoe & Cie, 2001)
was performed after optimizing the crystal shape
using X-SHAPE (Stoe & Cie, 1999).
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'IPDS 2 T (Stoe & Cie)'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 'not measured'
_diffrn_reflns_number            49534
_diffrn_reflns_av_unetI/netI     0.0807
_diffrn_reflns_av_R_equivalents  0.1809
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.413
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.974
_reflns_number_total             4619
_reflns_number_gt                3163
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.950
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0461P)²] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   1.05(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4619
_refine_ls_number_parameters     236
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1077
_refine_ls_wR_factor_gt          0.0945
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      0.995
_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
Sn2 Sn 0.30756(6) 0.98258(10) 0.05184(8) 0.0266(2) Uani 1 1 d . . . . .
Cl6 Cl 0.4173(3) 1.1391(5) -0.1035(4) 0.0506(12) Uani 1 1 d . . . . .
Cl5 Cl 0.4147(4) 0.8962(5) -0.1439(4) 0.0598(15) Uani 1 1 d . . . . .
Cl4 Cl 0.4366(2) 0.9796(4) 0.1376(3) 0.0377(9) Uani 1 1 d . . . . .
S4 S 0.2619(3) 1.1442(4) 0.1476(4) 0.0420(11) Uani 1 1 d . . . . .
S3 S 0.2785(3) 0.7959(4) 0.1106(4) 0.0407(11) Uani 1 1 d . . . . .
N2 N 0.1769(9) 0.9757(14) -0.0110(11) 0.038(3) Uani 1 1 d . . . . .
C12 C 0.3576(10) 1.0140(17) -0.1047(13) 0.041(4) Uani 1 1 d . . . . .
H12 H 0.3143 1.0243 -0.1558 0.050 Uiso 1 1 calc R U . . .
C8 C 0.1349(10) 0.8974(15) 0.0621(18) 0.036(4) Uani 1 1 d . . . . .
H8A H 0.0812 0.8861 0.0368 0.043 Uiso 1 1 calc R U . . .
H8B H 0.1321 0.9312 0.1324 0.043 Uiso 1 1 calc R U . . .
C11 C 0.1699(13) 0.931(2) -0.1219(15) 0.053(6) Uani 1 1 d . . . . .
H11A H 0.1968 0.9811 -0.1701 0.079 Uiso 1 1 calc R U . . .
H11B H 0.1933 0.8571 -0.1256 0.079 Uiso 1 1 calc R U . . .
H11C H 0.1150 0.9264 -0.1413 0.079 Uiso 1 1 calc R U . . .
C9 C 0.1456(13) 1.0930(16) -0.0049(19) 0.048(5) Uani 1 1 d . . . . .
H9A H 0.0892 1.0916 -0.0196 0.058 Uiso 1 1 calc R U . . .
H9B H 0.1708 1.1385 -0.0596 0.058 Uiso 1 1 calc R U . . .
C7 C 0.1756(9) 0.7858(13) 0.0695(17) 0.037(4) Uani 1 1 d . . . . .
H7A H 0.1732 0.7489 0.0005 0.044 Uiso 1 1 calc R U . . .
H7B H 0.1473 0.7386 0.1199 0.044 Uiso 1 1 calc R U . . .
C10 C 0.1589(11) 1.1476(17) 0.1007(18) 0.048(5) Uani 1 1 d . . . . .
H10A H 0.1258 1.1101 0.1530 0.058 Uiso 1 1 calc R U . . .
H10B H 0.1419 1.2259 0.0964 0.058 Uiso 1 1 calc R U . . .
Sn1 Sn 0.37349(6) 0.48450(10) 0.31789(8) 0.0263(2) Uani 1 1 d . . . . .
Cl2 Cl 0.1991(3) 0.3740(5) 0.3067(5) 0.0487(13) Uani 1 1 d . . . . .
Cl1 Cl 0.3413(3) 0.4757(5) 0.5081(3) 0.0384(10) Uani 1 1 d . . . . .
Cl3 Cl 0.2040(3) 0.6185(4) 0.3318(4) 0.0437(11) Uani 1 1 d . . . . .
S1 S 0.4327(3) 0.3015(4) 0.3283(5) 0.0434(11) Uani 1 1 d . . . . .
S2 S 0.4464(3) 0.6559(4) 0.3351(4) 0.0396(11) Uani 1 1 d . . . . .
N1 N 0.4250(7) 0.4832(12) 0.1457(9) 0.025(3) Uani 1 1 d . . . . .
C6 C 0.2498(8) 0.4966(16) 0.2724(13) 0.034(4) Uani 1 1 d . . . . .
H6 H 0.2472 0.5052 0.1948 0.040 Uiso 1 1 calc R U . . .
C3 C 0.4491(11) 0.5976(14) 0.1176(14) 0.034(4) Uani 1 1 d . . . . .
H3A H 0.4022 0.6413 0.1002 0.041 Uiso 1 1 calc R U . . .
H3B H 0.4819 0.5941 0.0542 0.041 Uiso 1 1 calc R U . . .
C5 C 0.3686(10) 0.4419(16) 0.0639(14) 0.041(4) Uani 1 1 d . . . . .
H5A H 0.3521 0.3664 0.0814 0.062 Uiso 1 1 calc R U . . .
H5B H 0.3232 0.4909 0.0619 0.062 Uiso 1 1 calc R U . . .
H5C H 0.3940 0.4418 -0.0045 0.062 Uiso 1 1 calc R U . . .
C1 C 0.4750(14) 0.2916(17) 0.1937(18) 0.052(6) Uani 1 1 d . . . . .
H1A H 0.5228 0.2461 0.1959 0.062 Uiso 1 1 calc R U . . .
H1B H 0.4375 0.2543 0.1469 0.062 Uiso 1 1 calc R U . . .
C2 C 0.4942(11) 0.4065(15) 0.1502(15) 0.042(5) Uani 1 1 d . . . . .
H2A H 0.5348 0.4409 0.1944 0.050 Uiso 1 1 calc R U . . .
H2B H 0.5158 0.3981 0.0791 0.050 Uiso 1 1 calc R U . . .
C4 C 0.4950(13) 0.6596(15) 0.2047(16) 0.045(5) Uani 1 1 d . . . . .
H4A H 0.5020 0.7380 0.1835 0.054 Uiso 1 1 calc R U . . .
H4B H 0.5471 0.6258 0.2112 0.054 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
Sn2 C12 2.171(16) . ?
Sn2 N2 2.345(15) . ?
Sn2 S3 2.375(5) . ?
Sn2 S4 2.383(5) . ?
Sn2 Cl4 2.430(4) . ?
Cl6 C12 1.79(2) . ?
Cl5 C12 1.761(19) . ?
S4 C10 1.84(2) . ?
S3 C7 1.816(16) . ?
N2 C8 1.48(2) . ?
N2 C9 1.48(2) . ?
N2 C11 1.49(2) . ?
C12 H12 0.9800 . ?
C8 C7 1.49(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C9 C10 1.49(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
Sn1 C6 2.170(14) . ?
Sn1 N1 2.330(12) . ?
Sn1 S2 2.378(5) . ?
Sn1 S1 2.383(5) . ?
Sn1 Cl1 2.451(4) . ?
Cl2 C6 1.735(19) . ?
Cl3 C6 1.796(18) . ?
S1 C1 1.84(2) . ?
S2 C4 1.83(2) . ?
N1 C3 1.45(2) . ?
N1 C2 1.48(2) . ?
N1 C5 1.483(19) . ?
C6 H6 0.9800 . ?
C3 C4 1.53(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C1 C2 1.50(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 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
C12 Sn2 N2 93.9(6) . . ?
C12 Sn2 S3 121.3(6) . . ?
N2 Sn2 S3 83.0(4) . . ?
C12 Sn2 S4 116.5(5) . . ?
N2 Sn2 S4 83.9(4) . . ?
S3 Sn2 S4 121.3(2) . . ?
C12 Sn2 Cl4 93.1(5) . . ?
N2 Sn2 Cl4 172.8(4) . . ?
S3 Sn2 Cl4 91.97(17) . . ?
S4 Sn2 Cl4 94.45(18) . . ?
C10 S4 Sn2 99.3(7) . . ?
C7 S3 Sn2 99.8(5) . . ?
C8 N2 C9 112.3(15) . . ?
C8 N2 C11 108.6(16) . . ?
C9 N2 C11 110.5(16) . . ?
C8 N2 Sn2 105.2(11) . . ?
C9 N2 Sn2 106.6(11) . . ?
C11 N2 Sn2 113.6(11) . . ?
Cl5 C12 Cl6 110.3(9) . . ?
Cl5 C12 Sn2 109.3(9) . . ?
Cl6 C12 Sn2 110.7(9) . . ?
Cl5 C12 H12 108.8 . . ?
Cl6 C12 H12 108.8 . . ?
Sn2 C12 H12 108.8 . . ?
N2 C8 C7 111.7(14) . . ?
N2 C8 H8A 109.3 . . ?
C7 C8 H8A 109.3 . . ?
N2 C8 H8B 109.3 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C9 C10 113.3(16) . . ?
N2 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
N2 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C8 C7 S3 113.7(12) . . ?
C8 C7 H7A 108.8 . . ?
S3 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
S3 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C9 C10 S4 114.7(14) . . ?
C9 C10 H10A 108.6 . . ?
S4 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
S4 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C6 Sn1 N1 96.6(5) . . ?
C6 Sn1 S2 117.8(5) . . ?
N1 Sn1 S2 84.1(3) . . ?
C6 Sn1 S1 118.5(5) . . ?
N1 Sn1 S1 83.6(4) . . ?
S2 Sn1 S1 123.30(17) . . ?
C6 Sn1 Cl1 92.6(4) . . ?
N1 Sn1 Cl1 170.5(3) . . ?
S2 Sn1 Cl1 93.59(17) . . ?
S1 Sn1 Cl1 90.08(19) . . ?
C1 S1 Sn1 99.8(6) . . ?
C4 S2 Sn1 99.8(6) . . ?
C3 N1 C2 110.9(13) . . ?
C3 N1 C5 108.5(13) . . ?
C2 N1 C5 109.5(14) . . ?
C3 N1 Sn1 108.9(9) . . ?
C2 N1 Sn1 105.3(9) . . ?
C5 N1 Sn1 113.9(9) . . ?
Cl2 C6 Cl3 110.7(8) . . ?
Cl2 C6 Sn1 110.8(9) . . ?
Cl3 C6 Sn1 111.0(8) . . ?
Cl2 C6 H6 108.1 . . ?
Cl3 C6 H6 108.1 . . ?
Sn1 C6 H6 108.1 . . ?
N1 C3 C4 114.4(14) . . ?
N1 C3 H3A 108.7 . . ?
C4 C3 H3A 108.7 . . ?
N1 C3 H3B 108.7 . . ?
C4 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C2 C1 S1 111.2(13) . . ?
C2 C1 H1A 109.4 . . ?
S1 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
S1 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
N1 C2 C1 113.4(15) . . ?
N1 C2 H2A 108.9 . . ?
C1 C2 H2A 108.9 . . ?
N1 C2 H2B 108.9 . . ?
C1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C3 C4 S2 113.7(13) . . ?
C3 C4 H4A 108.8 . . ?
S2 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
S2 C4 H4B 108.8 . . ?
H4A C4 H4B 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
C9 N2 C8 C7 -169.9(16) . . . . ?
C11 N2 C8 C7 68(2) . . . . ?
Sn2 N2 C8 C7 -54.4(18) . . . . ?
C8 N2 C9 C10 65(2) . . . . ?
C11 N2 C9 C10 -173.6(17) . . . . ?
Sn2 N2 C9 C10 -49.8(18) . . . . ?
N2 C8 C7 S3 56(2) . . . . ?
Sn2 S3 C7 C8 -25.7(15) . . . . ?
N2 C9 C10 S4 53(2) . . . . ?
Sn2 S4 C10 C9 -24.8(15) . . . . ?
C2 N1 C3 C4 -70.7(17) . . . . ?
C5 N1 C3 C4 169.1(15) . . . . ?
Sn1 N1 C3 C4 44.7(16) . . . . ?
Sn1 S1 C1 C2 28.0(17) . . . . ?
C3 N1 C2 C1 171.8(16) . . . . ?
C5 N1 C2 C1 -68.5(19) . . . . ?
Sn1 N1 C2 C1 54.3(18) . . . . ?
S1 C1 C2 N1 -58(2) . . . . ?
N1 C3 C4 S2 -50.5(19) . . . . ?
Sn1 S2 C4 C3 27.0(14) . . . . ?

_refine_diff_density_max         0.976
_refine_diff_density_min         -0.862
_refine_diff_density_rms         0.144

_shelxl_version_number           2014-3



