# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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 2036031'
loop_
_audit_author_name
_audit_author_address
'Edward Tiekink'
;Sunway University
Malaysia
;
_audit_update_record             
;
2020-10-08 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H22 Cl3 N S2 Sn'
_chemical_formula_sum            'C19 H22 Cl3 N S2 Sn'
_chemical_formula_weight         553.53

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'
Cl Cl 0.3639 0.7018 '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'
Sn Sn 0.0259 5.4591 '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                   10.12941(5)
_cell_length_b                   16.43674(9)
_cell_length_c                   13.38681(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.9574(5)
_cell_angle_gamma                90
_cell_volume                     2212.42(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    19329
_cell_measurement_theta_min      4.2470
_cell_measurement_theta_max      76.3120

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    14.311
_shelx_estimated_absorpt_T_min   0.169
_shelx_estimated_absorpt_T_max   0.456
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.670
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   CrysAlisPro
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2558
_diffrn_reflns_number            26819
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.278
_diffrn_reflns_theta_max         67.088
_diffrn_reflns_theta_full        67.088
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3946
_reflns_number_gt                3863
_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 (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 2012), DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_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)+(0.0367P)²+1.2482P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3946
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0222
_refine_ls_R_factor_gt           0.0217
_refine_ls_wR_factor_ref         0.0566
_refine_ls_wR_factor_gt          0.0564
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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
Sn Sn 0.75889(2) 0.32031(2) 0.36568(2) 0.01035(6) Uani 1 1 d . . . . .
Cl1 Cl 0.88295(5) 0.36524(3) 0.52524(3) 0.01660(11) Uani 1 1 d . . . . .
Cl2 Cl 0.97147(6) 0.60637(3) 0.07220(4) 0.02271(13) Uani 1 1 d . . . . .
Cl3 Cl 1.08579(6) -0.02630(3) 0.33016(5) 0.02960(14) Uani 1 1 d . . . . .
S1 S 0.55317(5) 0.34535(3) 0.44136(4) 0.01537(11) Uani 1 1 d . . . . .
S2 S 0.55215(5) 0.27508(3) 0.23922(4) 0.01313(11) Uani 1 1 d . . . . .
N1 N 0.32923(18) 0.30673(11) 0.32071(14) 0.0139(4) Uani 1 1 d . . . . .
C1 C 0.4604(2) 0.30865(12) 0.33132(16) 0.0127(4) Uani 1 1 d . . . . .
C2 C 0.2453(2) 0.32898(15) 0.40154(18) 0.0205(5) Uani 1 1 d . . . . .
H2 H 0.151430 0.318110 0.372247 0.025 Uiso 1 1 calc R U . . .
C3 C 0.2703(2) 0.27413(17) 0.49404(18) 0.0265(5) Uani 1 1 d . . . . .
H3A H 0.269992 0.217101 0.472652 0.040 Uiso 1 1 calc R U . . .
H3B H 0.200130 0.282707 0.537304 0.040 Uiso 1 1 calc R U . . .
H3C H 0.356820 0.287397 0.531487 0.040 Uiso 1 1 calc R U . . .
C4 C 0.2509(2) 0.41949(17) 0.4266(2) 0.0301(6) Uani 1 1 d . . . . .
H4A H 0.338836 0.433021 0.461471 0.045 Uiso 1 1 calc R U . . .
H4B H 0.182668 0.432435 0.470222 0.045 Uiso 1 1 calc R U . . .
H4C H 0.234624 0.451185 0.364358 0.045 Uiso 1 1 calc R U . . .
C5 C 0.2552(2) 0.27281(14) 0.22617(16) 0.0173(5) Uani 1 1 d . . . . .
H5 H 0.320010 0.267726 0.175773 0.021 Uiso 1 1 calc R U . . .
C6 C 0.1437(3) 0.32825(16) 0.1810(2) 0.0280(6) Uani 1 1 d . . . . .
H6A H 0.074121 0.330372 0.225856 0.042 Uiso 1 1 calc R U . . .
H6B H 0.106180 0.307084 0.115244 0.042 Uiso 1 1 calc R U . . .
H6C H 0.178867 0.383089 0.172912 0.042 Uiso 1 1 calc R U . . .
C7 C 0.2057(3) 0.18794(14) 0.24595(19) 0.0232(5) Uani 1 1 d . . . . .
H7A H 0.280426 0.154277 0.275205 0.035 Uiso 1 1 calc R U . . .
H7B H 0.165886 0.163661 0.182505 0.035 Uiso 1 1 calc R U . . .
H7C H 0.138825 0.191032 0.292934 0.035 Uiso 1 1 calc R U . . .
C8 C 0.8230(2) 0.41508(12) 0.27316(15) 0.0121(4) Uani 1 1 d . . . . .
C9 C 0.7837(2) 0.41450(13) 0.16945(16) 0.0145(4) Uani 1 1 d . . . . .
H9 H 0.724949 0.373320 0.141020 0.017 Uiso 1 1 calc R U . . .
C10 C 0.8291(2) 0.47304(13) 0.10745(15) 0.0159(4) Uani 1 1 d . . . . .
H10 H 0.802267 0.472115 0.036961 0.019 Uiso 1 1 calc R U . . .
C11 C 0.9138(2) 0.53262(13) 0.14972(16) 0.0151(4) Uani 1 1 d . . . . .
C12 C 0.9539(2) 0.53572(14) 0.25245(16) 0.0160(4) Uani 1 1 d . . . . .
H12 H 1.011637 0.577622 0.280295 0.019 Uiso 1 1 calc R U . . .
C13 C 0.9083(2) 0.47654(13) 0.31397(16) 0.0143(4) Uani 1 1 d . . . . .
H13 H 0.935302 0.477896 0.384422 0.017 Uiso 1 1 calc R U . . .
C14 C 0.8525(2) 0.20375(13) 0.36185(16) 0.0125(4) Uani 1 1 d . . . . .
C15 C 0.9354(2) 0.17303(13) 0.44376(17) 0.0160(5) Uani 1 1 d . . . . .
H15 H 0.945186 0.201638 0.505885 0.019 Uiso 1 1 calc R U . . .
C16 C 1.0039(2) 0.10049(13) 0.43481(17) 0.0182(5) Uani 1 1 d . . . . .
H16 H 1.059329 0.078901 0.490897 0.022 Uiso 1 1 calc R U . . .
C17 C 0.9906(2) 0.06016(13) 0.34350(18) 0.0178(4) Uani 1 1 d . . . . .
C18 C 0.9060(2) 0.08806(13) 0.26211(17) 0.0183(5) Uani 1 1 d . . . . .
H18 H 0.895672 0.058779 0.200473 0.022 Uiso 1 1 calc R U . . .
C19 C 0.8365(2) 0.15958(14) 0.27206(17) 0.0154(4) Uani 1 1 d . . . . .
H19 H 0.777015 0.178931 0.216880 0.019 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
Sn C8 2.140(2) . ?
Sn C14 2.141(2) . ?
Sn Cl1 2.4570(5) . ?
Sn S1 2.4596(5) . ?
Sn S2 2.6354(5) . ?
Cl2 C11 1.742(2) . ?
Cl3 C17 1.739(2) . ?
S1 C1 1.755(2) . ?
S2 C1 1.722(2) . ?
N1 C1 1.320(3) . ?
N1 C5 1.498(3) . ?
N1 C2 1.500(3) . ?
C2 C4 1.525(4) . ?
C2 C3 1.528(3) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C7 1.516(3) . ?
C5 C6 1.519(3) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.397(3) . ?
C8 C13 1.397(3) . ?
C9 C10 1.385(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(3) . ?
C12 C13 1.389(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.393(3) . ?
C14 C19 1.397(3) . ?
C15 C16 1.392(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.383(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.380(3) . ?
C18 C19 1.385(3) . ?
C18 H18 0.9500 . ?
C19 H19 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
C8 Sn C14 118.12(8) . . ?
C8 Sn Cl1 97.19(6) . . ?
C14 Sn Cl1 96.23(6) . . ?
C8 Sn S1 116.64(5) . . ?
C14 Sn S1 124.01(6) . . ?
Cl1 Sn S1 87.776(17) . . ?
C8 Sn S2 96.14(6) . . ?
C14 Sn S2 92.98(6) . . ?
Cl1 Sn S2 157.846(17) . . ?
S1 Sn S2 70.418(16) . . ?
C1 S1 Sn 89.48(7) . . ?
C1 S2 Sn 84.57(7) . . ?
C1 N1 C5 119.61(18) . . ?
C1 N1 C2 124.59(19) . . ?
C5 N1 C2 115.53(17) . . ?
N1 C1 S2 122.62(16) . . ?
N1 C1 S1 121.88(17) . . ?
S2 C1 S1 115.50(12) . . ?
N1 C2 C4 112.8(2) . . ?
N1 C2 C3 112.83(19) . . ?
C4 C2 C3 113.5(2) . . ?
N1 C2 H2 105.6 . . ?
C4 C2 H2 105.6 . . ?
C3 C2 H2 105.6 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C7 109.70(18) . . ?
N1 C5 C6 112.62(19) . . ?
C7 C5 C6 112.07(19) . . ?
N1 C5 H5 107.4 . . ?
C7 C5 H5 107.4 . . ?
C6 C5 H5 107.4 . . ?
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 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 118.81(19) . . ?
C9 C8 Sn 120.02(15) . . ?
C13 C8 Sn 121.13(15) . . ?
C10 C9 C8 121.02(19) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C11 C10 C9 118.89(19) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 121.8(2) . . ?
C10 C11 Cl2 119.16(16) . . ?
C12 C11 Cl2 119.07(17) . . ?
C11 C12 C13 118.9(2) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C12 C13 C8 120.60(19) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
C15 C14 C19 119.0(2) . . ?
C15 C14 Sn 122.15(16) . . ?
C19 C14 Sn 118.71(15) . . ?
C16 C15 C14 120.1(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.4(2) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C16 121.6(2) . . ?
C18 C17 Cl3 119.30(17) . . ?
C16 C17 Cl3 119.11(18) . . ?
C17 C18 C19 118.7(2) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C14 121.1(2) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?

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
C5 N1 C1 S2 1.2(3) . . . . ?
C2 N1 C1 S2 174.92(17) . . . . ?
C5 N1 C1 S1 -178.46(15) . . . . ?
C2 N1 C1 S1 -4.7(3) . . . . ?
Sn S2 C1 N1 178.78(18) . . . . ?
Sn S2 C1 S1 -1.56(10) . . . . ?
Sn S1 C1 N1 -178.67(18) . . . . ?
Sn S1 C1 S2 1.66(11) . . . . ?
C1 N1 C2 C4 68.6(3) . . . . ?
C5 N1 C2 C4 -117.4(2) . . . . ?
C1 N1 C2 C3 -61.7(3) . . . . ?
C5 N1 C2 C3 112.2(2) . . . . ?
C1 N1 C5 C7 103.2(2) . . . . ?
C2 N1 C5 C7 -71.1(2) . . . . ?
C1 N1 C5 C6 -131.3(2) . . . . ?
C2 N1 C5 C6 54.4(3) . . . . ?
C13 C8 C9 C10 0.7(3) . . . . ?
Sn C8 C9 C10 -176.91(16) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C9 C10 C11 C12 -0.4(3) . . . . ?
C9 C10 C11 Cl2 179.90(16) . . . . ?
C10 C11 C12 C13 0.6(3) . . . . ?
Cl2 C11 C12 C13 -179.64(16) . . . . ?
C11 C12 C13 C8 -0.2(3) . . . . ?
C9 C8 C13 C12 -0.4(3) . . . . ?
Sn C8 C13 C12 177.15(16) . . . . ?
C19 C14 C15 C16 1.8(3) . . . . ?
Sn C14 C15 C16 -173.98(16) . . . . ?
C14 C15 C16 C17 1.1(3) . . . . ?
C15 C16 C17 C18 -3.1(3) . . . . ?
C15 C16 C17 Cl3 175.28(17) . . . . ?
C16 C17 C18 C19 2.0(3) . . . . ?
Cl3 C17 C18 C19 -176.31(17) . . . . ?
C17 C18 C19 C14 1.0(3) . . . . ?
C15 C14 C19 C18 -2.9(3) . . . . ?
Sn C14 C19 C18 173.07(16) . . . . ?

_refine_diff_density_max         0.389
_refine_diff_density_min         -1.619
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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 2036036'
loop_
_audit_author_name
_audit_author_address
'Edward Tiekink'
;Sunway University
Malaysia
;
_audit_update_record             
;
2020-10-08 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H22 Cl3 N S2 Sn'
_chemical_formula_sum            'C19 H22 Cl3 N S2 Sn'
_chemical_formula_weight         553.53

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'
Cl Cl 0.3639 0.7018 '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'
Sn Sn 0.0259 5.4591 '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                   10.23633(14)
_cell_length_b                   16.7834(3)
_cell_length_c                   13.50677(18)
_cell_angle_alpha                90
_cell_angle_beta                 97.0002(13)
_cell_angle_gamma                90
_cell_volume                     2303.17(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    11471
_cell_measurement_theta_max      76.0650
_cell_measurement_theta_min      4.1690

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    13.747
_shelx_estimated_absorpt_T_min   0.177
_shelx_estimated_absorpt_T_max   0.469
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   CrysAlisPro
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2558
_diffrn_reflns_number            28001
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.221
_diffrn_reflns_theta_max         67.107
_diffrn_reflns_theta_full        67.107
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4108
_reflns_number_gt                3567
_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 (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 2012), DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_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)+(0.0487P)²+0.5340P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4108
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0862
_refine_ls_wR_factor_gt          0.0811
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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
Sn Sn 0.76187(2) 0.32630(2) 0.36318(2) 0.04268(10) Uani 1 1 d . . . . .
Cl1 Cl 0.88246(10) 0.36998(6) 0.52202(7) 0.0628(3) Uani 1 1 d . . . . .
Cl2 Cl 0.96974(14) 0.60912(8) 0.07637(9) 0.0834(4) Uani 1 1 d . . . . .
Cl3 Cl 1.07563(17) -0.01648(8) 0.33410(14) 0.1082(5) Uani 1 1 d . . . . .
S1 S 0.55757(9) 0.34848(7) 0.43756(7) 0.0571(2) Uani 1 1 d . . . . .
S2 S 0.55657(8) 0.28286(6) 0.23611(6) 0.0482(2) Uani 1 1 d . . . . .
N1 N 0.3369(3) 0.3096(2) 0.3188(2) 0.0510(7) Uani 1 1 d . . . . .
C1 C 0.4658(3) 0.3132(2) 0.3281(3) 0.0445(8) Uani 1 1 d . . . . .
C2 C 0.2546(4) 0.3314(3) 0.3992(4) 0.0722(13) Uani 1 1 d . . . . .
H2 H 0.163536 0.320922 0.370845 0.087 Uiso 1 1 calc R U . . .
C3 C 0.2790(5) 0.2778(4) 0.4897(4) 0.0941(18) Uani 1 1 d . . . . .
H3A H 0.271085 0.223162 0.468963 0.141 Uiso 1 1 calc R U . . .
H3B H 0.215422 0.289189 0.534438 0.141 Uiso 1 1 calc R U . . .
H3C H 0.365949 0.287207 0.522957 0.141 Uiso 1 1 calc R U . . .
C4 C 0.2598(6) 0.4199(4) 0.4225(5) 0.109(2) Uani 1 1 d . . . . .
H4A H 0.341583 0.432231 0.462173 0.163 Uiso 1 1 calc R U . . .
H4B H 0.187956 0.433757 0.458626 0.163 Uiso 1 1 calc R U . . .
H4C H 0.253222 0.449586 0.361338 0.163 Uiso 1 1 calc R U . . .
C5 C 0.2629(4) 0.2761(3) 0.2255(3) 0.0635(11) Uani 1 1 d . . . . .
H5 H 0.326412 0.269060 0.177388 0.076 Uiso 1 1 calc R U . . .
C6 C 0.1575(6) 0.3326(4) 0.1786(5) 0.110(2) Uani 1 1 d . . . . .
H6A H 0.088077 0.335963 0.220262 0.166 Uiso 1 1 calc R U . . .
H6B H 0.122628 0.313054 0.113976 0.166 Uiso 1 1 calc R U . . .
H6C H 0.194998 0.384435 0.172045 0.166 Uiso 1 1 calc R U . . .
C7 C 0.2083(5) 0.1951(3) 0.2446(4) 0.0833(14) Uani 1 1 d . . . . .
H7A H 0.278115 0.161063 0.273494 0.125 Uiso 1 1 calc R U . . .
H7B H 0.168790 0.172523 0.182739 0.125 Uiso 1 1 calc R U . . .
H7C H 0.143081 0.199963 0.289610 0.125 Uiso 1 1 calc R U . . .
C8 C 0.8260(3) 0.4193(2) 0.2723(2) 0.0437(8) Uani 1 1 d . . . . .
C9 C 0.7903(4) 0.4186(2) 0.1696(3) 0.0555(9) Uani 1 1 d . . . . .
H9 H 0.735434 0.378430 0.141047 0.067 Uiso 1 1 calc R U . . .
C10 C 0.8346(4) 0.4759(3) 0.1097(3) 0.0613(10) Uani 1 1 d . . . . .
H10 H 0.810596 0.474383 0.041079 0.074 Uiso 1 1 calc R U . . .
C11 C 0.9147(4) 0.5357(2) 0.1517(3) 0.0542(9) Uani 1 1 d . . . . .
C12 C 0.9509(4) 0.5385(2) 0.2529(3) 0.0586(10) Uani 1 1 d . . . . .
H12 H 1.004976 0.579238 0.280701 0.070 Uiso 1 1 calc R U . . .
C13 C 0.9070(4) 0.4806(2) 0.3131(3) 0.0532(9) Uani 1 1 d . . . . .
H13 H 0.931556 0.482573 0.381694 0.064 Uiso 1 1 calc R U . . .
C14 C 0.8540(3) 0.2119(2) 0.3603(3) 0.0452(8) Uani 1 1 d . . . . .
C15 C 0.9345(4) 0.1818(2) 0.4414(3) 0.0556(9) Uani 1 1 d . . . . .
H15 H 0.944844 0.209655 0.501327 0.067 Uiso 1 1 calc R U . . .
C16 C 0.9998(5) 0.1101(3) 0.4333(4) 0.0693(12) Uani 1 1 d . . . . .
H16 H 1.052841 0.089508 0.488090 0.083 Uiso 1 1 calc R U . . .
C17 C 0.9861(4) 0.0702(2) 0.3454(4) 0.0623(10) Uani 1 1 d . . . . .
C18 C 0.9052(4) 0.0972(2) 0.2644(4) 0.0637(11) Uani 1 1 d . . . . .
H18 H 0.895081 0.068444 0.205142 0.076 Uiso 1 1 calc R U . . .
C19 C 0.8387(4) 0.1679(2) 0.2725(3) 0.0564(10) Uani 1 1 d . . . . .
H19 H 0.782539 0.186561 0.218131 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
Sn C8 2.138(3) . ?
Sn C14 2.141(4) . ?
Sn Cl1 2.4532(8) . ?
Sn S1 2.4562(9) . ?
Sn S2 2.6485(8) . ?
Cl2 C11 1.735(4) . ?
Cl3 C17 1.736(4) . ?
S1 C1 1.755(4) . ?
S2 C1 1.717(4) . ?
N1 C1 1.312(5) . ?
N1 C5 1.498(5) . ?
N1 C2 1.499(5) . ?
C2 C4 1.517(8) . ?
C2 C3 1.513(8) . ?
C2 H2 0.9800 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C7 1.505(7) . ?
C5 C6 1.515(7) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.391(5) . ?
C8 C13 1.393(5) . ?
C9 C10 1.369(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.375(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.373(5) . ?
C12 C13 1.376(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.383(5) . ?
C14 C19 1.390(5) . ?
C15 C16 1.387(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.355(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.366(6) . ?
C18 C19 1.379(6) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 Sn C14 118.49(13) . . ?
C8 Sn Cl1 97.30(9) . . ?
C14 Sn Cl1 96.19(9) . . ?
C8 Sn S1 117.44(9) . . ?
C14 Sn S1 122.83(10) . . ?
Cl1 Sn S1 87.70(3) . . ?
C8 Sn S2 95.96(9) . . ?
C14 Sn S2 93.33(9) . . ?
Cl1 Sn S2 157.51(3) . . ?
S1 Sn S2 70.05(3) . . ?
C1 S1 Sn 89.95(12) . . ?
C1 S2 Sn 84.61(12) . . ?
C1 N1 C5 119.8(3) . . ?
C1 N1 C2 124.5(3) . . ?
C5 N1 C2 115.5(3) . . ?
N1 C1 S2 122.9(3) . . ?
N1 C1 S1 121.7(3) . . ?
S2 C1 S1 115.4(2) . . ?
N1 C2 C4 112.4(4) . . ?
N1 C2 C3 112.9(4) . . ?
C4 C2 C3 114.6(5) . . ?
N1 C2 H2 105.3 . . ?
C4 C2 H2 105.3 . . ?
C3 C2 H2 105.3 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C7 110.8(4) . . ?
N1 C5 C6 112.2(4) . . ?
C7 C5 C6 112.1(4) . . ?
N1 C5 H5 107.2 . . ?
C7 C5 H5 107.2 . . ?
C6 C5 H5 107.2 . . ?
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 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 118.2(3) . . ?
C9 C8 Sn 120.3(3) . . ?
C13 C8 Sn 121.4(3) . . ?
C10 C9 C8 121.1(4) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 119.6(4) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 120.7(4) . . ?
C12 C11 Cl2 119.5(3) . . ?
C10 C11 Cl2 119.8(3) . . ?
C13 C12 C11 119.8(4) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C8 120.6(3) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
C15 C14 C19 118.4(4) . . ?
C15 C14 Sn 122.3(3) . . ?
C19 C14 Sn 119.2(3) . . ?
C16 C15 C14 120.1(4) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 119.9(4) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 121.7(4) . . ?
C16 C17 Cl3 119.5(4) . . ?
C18 C17 Cl3 118.8(4) . . ?
C17 C18 C19 118.6(4) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C14 121.3(4) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?

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
C5 N1 C1 S2 1.4(5) . . . . ?
C2 N1 C1 S2 176.6(3) . . . . ?
C5 N1 C1 S1 -177.7(3) . . . . ?
C2 N1 C1 S1 -2.5(5) . . . . ?
Sn S2 C1 N1 179.9(3) . . . . ?
Sn S2 C1 S1 -0.96(18) . . . . ?
Sn S1 C1 N1 -179.8(3) . . . . ?
Sn S1 C1 S2 1.03(19) . . . . ?
C1 N1 C2 C4 67.6(6) . . . . ?
C5 N1 C2 C4 -117.0(5) . . . . ?
C1 N1 C2 C3 -63.8(6) . . . . ?
C5 N1 C2 C3 111.6(5) . . . . ?
C1 N1 C5 C7 107.2(4) . . . . ?
C2 N1 C5 C7 -68.4(5) . . . . ?
C1 N1 C5 C6 -126.8(4) . . . . ?
C2 N1 C5 C6 57.6(5) . . . . ?
C13 C8 C9 C10 0.8(6) . . . . ?
Sn C8 C9 C10 -177.5(3) . . . . ?
C8 C9 C10 C11 -0.6(6) . . . . ?
C9 C10 C11 C12 0.1(6) . . . . ?
C9 C10 C11 Cl2 -179.3(3) . . . . ?
C10 C11 C12 C13 0.2(6) . . . . ?
Cl2 C11 C12 C13 179.6(3) . . . . ?
C11 C12 C13 C8 0.0(6) . . . . ?
C9 C8 C13 C12 -0.5(6) . . . . ?
Sn C8 C13 C12 177.8(3) . . . . ?
C19 C14 C15 C16 1.3(6) . . . . ?
Sn C14 C15 C16 -175.1(3) . . . . ?
C14 C15 C16 C17 1.0(7) . . . . ?
C15 C16 C17 C18 -2.5(7) . . . . ?
C15 C16 C17 Cl3 176.3(3) . . . . ?
C16 C17 C18 C19 1.7(7) . . . . ?
Cl3 C17 C18 C19 -177.2(3) . . . . ?
C17 C18 C19 C14 0.7(7) . . . . ?
C15 C14 C19 C18 -2.2(6) . . . . ?
Sn C14 C19 C18 174.4(3) . . . . ?

_refine_diff_density_max         0.529
_refine_diff_density_min         -0.814
_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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2036033'
loop_
_audit_author_name
_audit_author_address
'Edward Tiekink'
;Sunway University
Malaysia
;
_audit_update_record             
;
2020-10-08 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H22 Cl3 N S2 Sn'
_chemical_formula_sum            'C19 H22 Cl3 N S2 Sn'
_chemical_formula_weight         553.53

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'
Cl Cl 0.3639 0.7018 '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'
Sn Sn 0.0259 5.4591 '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                   10.18020(9)
_cell_length_b                   16.57028(17)
_cell_length_c                   13.45064(12)
_cell_angle_alpha                90
_cell_angle_beta                 97.0780(8)
_cell_angle_gamma                90
_cell_volume                     2251.68(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    16365
_cell_measurement_theta_max      76.3910
_cell_measurement_theta_min      4.2070

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    14.062
_shelx_estimated_absorpt_T_min   0.172
_shelx_estimated_absorpt_T_max   0.462
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.672
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   CrysAlisPro
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2558
_diffrn_reflns_number            27294
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.253
_diffrn_reflns_theta_max         67.045
_diffrn_reflns_theta_full        67.045
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4018
_reflns_number_gt                3777
_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 (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 2012), DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_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)+(0.0413P)²+0.9098P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4018
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0267
_refine_ls_R_factor_gt           0.0249
_refine_ls_wR_factor_ref         0.0656
_refine_ls_wR_factor_gt          0.0640
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.003
_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
Sn Sn 0.76007(2) 0.32261(2) 0.36474(2) 0.02318(7) Uani 1 1 d . . . . .
Cl1 Cl 0.88283(6) 0.36698(4) 0.52388(4) 0.03517(15) Uani 1 1 d . . . . .
Cl2 Cl 0.97045(8) 0.60702(5) 0.07392(5) 0.04748(19) Uani 1 1 d . . . . .
Cl3 Cl 1.08140(10) -0.02246(5) 0.33129(8) 0.0617(2) Uani 1 1 d . . . . .
S1 S 0.55515(6) 0.34657(4) 0.43958(5) 0.03212(15) Uani 1 1 d . . . . .
S2 S 0.55372(6) 0.27806(4) 0.23810(4) 0.02731(14) Uani 1 1 d . . . . .
N1 N 0.3325(2) 0.30770(14) 0.32004(17) 0.0295(5) Uani 1 1 d . . . . .
C1 C 0.4629(2) 0.31046(15) 0.33011(19) 0.0249(5) Uani 1 1 d . . . . .
C2 C 0.2496(3) 0.3300(2) 0.4005(2) 0.0417(7) Uani 1 1 d . . . . .
H2 H 0.156182 0.319166 0.371216 0.050 Uiso 1 1 calc R U . . .
C3 C 0.2742(3) 0.2752(3) 0.4918(2) 0.0536(9) Uani 1 1 d . . . . .
H3A H 0.270914 0.218745 0.470069 0.080 Uiso 1 1 calc R U . . .
H3B H 0.205883 0.284771 0.535794 0.080 Uiso 1 1 calc R U . . .
H3C H 0.361479 0.286972 0.528155 0.080 Uiso 1 1 calc R U . . .
C4 C 0.2546(3) 0.4196(2) 0.4244(3) 0.0623(10) Uani 1 1 d . . . . .
H4A H 0.341478 0.433217 0.460287 0.093 Uiso 1 1 calc R U . . .
H4B H 0.185467 0.432900 0.466352 0.093 Uiso 1 1 calc R U . . .
H4C H 0.240140 0.450620 0.361938 0.093 Uiso 1 1 calc R U . . .
C5 C 0.2580(2) 0.27405(19) 0.22602(19) 0.0351(6) Uani 1 1 d . . . . .
H5 H 0.322590 0.268136 0.176156 0.042 Uiso 1 1 calc R U . . .
C6 C 0.1493(4) 0.3298(2) 0.1804(3) 0.0590(10) Uani 1 1 d . . . . .
H6A H 0.078815 0.331896 0.223779 0.089 Uiso 1 1 calc R U . . .
H6B H 0.113193 0.309462 0.114178 0.089 Uiso 1 1 calc R U . . .
H6C H 0.185469 0.384013 0.173588 0.089 Uiso 1 1 calc R U . . .
C7 C 0.2065(3) 0.1905(2) 0.2454(3) 0.0476(8) Uani 1 1 d . . . . .
H7A H 0.279891 0.156369 0.274489 0.071 Uiso 1 1 calc R U . . .
H7B H 0.166150 0.166883 0.182089 0.071 Uiso 1 1 calc R U . . .
H7C H 0.140018 0.194295 0.292036 0.071 Uiso 1 1 calc R U . . .
C8 C 0.8243(2) 0.41635(15) 0.27318(18) 0.0241(5) Uani 1 1 d . . . . .
C9 C 0.7865(3) 0.41570(16) 0.16954(19) 0.0299(5) Uani 1 1 d . . . . .
H9 H 0.728942 0.374528 0.140804 0.036 Uiso 1 1 calc R U . . .
C10 C 0.8313(3) 0.47363(18) 0.10847(19) 0.0342(6) Uani 1 1 d . . . . .
H10 H 0.805664 0.472238 0.038148 0.041 Uiso 1 1 calc R U . . .
C11 C 0.9135(3) 0.53352(16) 0.1507(2) 0.0307(6) Uani 1 1 d . . . . .
C12 C 0.9527(3) 0.53654(17) 0.2527(2) 0.0339(6) Uani 1 1 d . . . . .
H12 H 1.009896 0.578159 0.280671 0.041 Uiso 1 1 calc R U . . .
C13 C 0.9075(2) 0.47823(16) 0.31323(19) 0.0292(5) Uani 1 1 d . . . . .
H13 H 0.933452 0.480223 0.383493 0.035 Uiso 1 1 calc R U . . .
C14 C 0.8526(2) 0.20683(15) 0.36140(18) 0.0257(5) Uani 1 1 d . . . . .
C15 C 0.9349(3) 0.17650(15) 0.4426(2) 0.0317(6) Uani 1 1 d . . . . .
H15 H 0.945542 0.205238 0.504218 0.038 Uiso 1 1 calc R U . . .
C16 C 1.0020(3) 0.10409(17) 0.4343(2) 0.0373(6) Uani 1 1 d . . . . .
H16 H 1.056389 0.082446 0.490408 0.045 Uiso 1 1 calc R U . . .
C17 C 0.9887(3) 0.06418(16) 0.3439(2) 0.0362(6) Uani 1 1 d . . . . .
C18 C 0.9058(3) 0.09148(17) 0.2630(2) 0.0373(6) Uani 1 1 d . . . . .
H18 H 0.895647 0.062171 0.201792 0.045 Uiso 1 1 calc R U . . .
C19 C 0.8368(3) 0.16301(17) 0.2722(2) 0.0313(6) Uani 1 1 d . . . . .
H19 H 0.778106 0.182302 0.216890 0.038 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
Sn C8 2.134(2) . ?
Sn C14 2.140(3) . ?
Sn Cl1 2.4546(6) . ?
Sn S1 2.4577(6) . ?
Sn S2 2.6414(6) . ?
Cl2 C11 1.741(3) . ?
Cl3 C17 1.738(3) . ?
S1 C1 1.751(3) . ?
S2 C1 1.720(3) . ?
N1 C1 1.318(3) . ?
N1 C2 1.498(4) . ?
N1 C5 1.500(3) . ?
C2 C4 1.519(5) . ?
C2 C3 1.522(5) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.512(5) . ?
C5 C7 1.514(4) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C13 1.395(4) . ?
C8 C9 1.400(3) . ?
C9 C10 1.377(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.375(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.382(4) . ?
C12 C13 1.379(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.387(4) . ?
C14 C19 1.395(4) . ?
C15 C16 1.392(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.376(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.369(4) . ?
C18 C19 1.391(4) . ?
C18 H18 0.9500 . ?
C19 H19 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
C8 Sn C14 118.25(9) . . ?
C8 Sn Cl1 97.23(7) . . ?
C14 Sn Cl1 96.24(7) . . ?
C8 Sn S1 117.04(6) . . ?
C14 Sn S1 123.47(7) . . ?
Cl1 Sn S1 87.77(2) . . ?
C8 Sn S2 96.15(6) . . ?
C14 Sn S2 93.05(7) . . ?
Cl1 Sn S2 157.68(2) . . ?
S1 Sn S2 70.22(2) . . ?
C1 S1 Sn 89.70(9) . . ?
C1 S2 Sn 84.50(9) . . ?
C1 N1 C2 124.5(2) . . ?
C1 N1 C5 119.8(2) . . ?
C2 N1 C5 115.4(2) . . ?
N1 C1 S2 122.6(2) . . ?
N1 C1 S1 121.8(2) . . ?
S2 C1 S1 115.56(14) . . ?
N1 C2 C4 112.7(3) . . ?
N1 C2 C3 112.6(3) . . ?
C4 C2 C3 114.5(3) . . ?
N1 C2 H2 105.3 . . ?
C4 C2 H2 105.3 . . ?
C3 C2 H2 105.3 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C6 112.6(3) . . ?
N1 C5 C7 110.2(2) . . ?
C6 C5 C7 112.1(3) . . ?
N1 C5 H5 107.2 . . ?
C6 C5 H5 107.2 . . ?
C7 C5 H5 107.2 . . ?
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 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C13 C8 C9 118.0(2) . . ?
C13 C8 Sn 121.78(18) . . ?
C9 C8 Sn 120.20(18) . . ?
C10 C9 C8 121.2(2) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 119.1(2) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C10 C11 C12 121.5(2) . . ?
C10 C11 Cl2 119.4(2) . . ?
C12 C11 Cl2 119.1(2) . . ?
C13 C12 C11 119.0(2) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C12 C13 C8 121.2(2) . . ?
C12 C13 H13 119.4 . . ?
C8 C13 H13 119.4 . . ?
C15 C14 C19 118.9(2) . . ?
C15 C14 Sn 122.22(19) . . ?
C19 C14 Sn 118.70(19) . . ?
C14 C15 C16 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 119.3(3) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C16 121.8(3) . . ?
C18 C17 Cl3 119.0(2) . . ?
C16 C17 Cl3 119.2(2) . . ?
C17 C18 C19 118.6(3) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C14 120.9(3) . . ?
C18 C19 H19 119.5 . . ?
C14 C19 H19 119.5 . . ?

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
C2 N1 C1 S2 175.7(2) . . . . ?
C5 N1 C1 S2 1.0(3) . . . . ?
C2 N1 C1 S1 -3.5(4) . . . . ?
C5 N1 C1 S1 -178.23(19) . . . . ?
Sn S2 C1 N1 179.4(2) . . . . ?
Sn S2 C1 S1 -1.33(13) . . . . ?
Sn S1 C1 N1 -179.3(2) . . . . ?
Sn S1 C1 S2 1.42(13) . . . . ?
C1 N1 C2 C4 68.2(4) . . . . ?
C5 N1 C2 C4 -116.8(3) . . . . ?
C1 N1 C2 C3 -63.2(4) . . . . ?
C5 N1 C2 C3 111.7(3) . . . . ?
C1 N1 C5 C6 -129.3(3) . . . . ?
C2 N1 C5 C6 55.6(3) . . . . ?
C1 N1 C5 C7 104.8(3) . . . . ?
C2 N1 C5 C7 -70.4(3) . . . . ?
C13 C8 C9 C10 0.9(4) . . . . ?
Sn C8 C9 C10 -177.2(2) . . . . ?
C8 C9 C10 C11 -0.6(4) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
C9 C10 C11 Cl2 -180.0(2) . . . . ?
C10 C11 C12 C13 -0.3(4) . . . . ?
Cl2 C11 C12 C13 -180.0(2) . . . . ?
C11 C12 C13 C8 0.5(4) . . . . ?
C9 C8 C13 C12 -0.8(4) . . . . ?
Sn C8 C13 C12 177.3(2) . . . . ?
C19 C14 C15 C16 1.0(4) . . . . ?
Sn C14 C15 C16 -174.5(2) . . . . ?
C14 C15 C16 C17 1.8(4) . . . . ?
C15 C16 C17 C18 -3.4(4) . . . . ?
C15 C16 C17 Cl3 175.6(2) . . . . ?
C16 C17 C18 C19 2.1(4) . . . . ?
Cl3 C17 C18 C19 -176.9(2) . . . . ?
C17 C18 C19 C14 0.8(4) . . . . ?
C15 C14 C19 C18 -2.3(4) . . . . ?
Sn C14 C19 C18 173.3(2) . . . . ?

_refine_diff_density_max         0.386
_refine_diff_density_min         -1.319
_refine_diff_density_rms         0.078

####################################################################### 
# 
# 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_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2036032'
loop_
_audit_author_name
_audit_author_address
'Edward Tiekink'
;Sunway University
Malaysia
;
_audit_update_record             
;
2020-10-08 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H22 Cl3 N S2 Sn'
_chemical_formula_sum            'C19 H22 Cl3 N S2 Sn'
_chemical_formula_weight         553.53

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'
Cl Cl 0.3639 0.7018 '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'
Sn Sn 0.0259 5.4591 '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                   10.15307(7)
_cell_length_b                   16.49930(13)
_cell_length_c                   13.41809(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.0345(7)
_cell_angle_gamma                90
_cell_volume                     2230.86(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    18348
_cell_measurement_theta_max      76.3740
_cell_measurement_theta_min      4.2220

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    14.193
_shelx_estimated_absorpt_T_min   0.170
_shelx_estimated_absorpt_T_max   0.459
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.670
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   CrysAlisPro
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2558
_diffrn_reflns_number            27048
_diffrn_reflns_av_unetI/netI     0.0190
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.266
_diffrn_reflns_theta_max         67.084
_diffrn_reflns_theta_full        67.084
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3980
_reflns_number_gt                3859
_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 (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 2012), DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_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)+(0.0374P)²+1.2010P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3980
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0233
_refine_ls_R_factor_gt           0.0226
_refine_ls_wR_factor_ref         0.0584
_refine_ls_wR_factor_gt          0.0580
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
Sn Sn 0.75942(2) 0.32133(2) 0.36526(2) 0.01612(7) Uani 1 1 d . . . . .
Cl1 Cl 0.88297(5) 0.36603(3) 0.52460(4) 0.02500(12) Uani 1 1 d . . . . .
Cl2 Cl 0.97095(7) 0.60658(4) 0.07295(4) 0.03399(15) Uani 1 1 d . . . . .
Cl3 Cl 1.08374(8) -0.02457(4) 0.33062(6) 0.04416(17) Uani 1 1 d . . . . .
S1 S 0.55414(5) 0.34594(4) 0.44058(4) 0.02288(13) Uani 1 1 d . . . . .
S2 S 0.55281(5) 0.27643(3) 0.23874(4) 0.01956(12) Uani 1 1 d . . . . .
N1 N 0.33065(19) 0.30720(12) 0.32054(15) 0.0209(4) Uani 1 1 d . . . . .
C1 C 0.4616(2) 0.30948(13) 0.33067(17) 0.0185(4) Uani 1 1 d . . . . .
C2 C 0.2474(3) 0.32950(17) 0.4010(2) 0.0300(6) Uani 1 1 d . . . . .
H2 H 0.153710 0.318759 0.371648 0.036 Uiso 1 1 calc R U . . .
C3 C 0.2719(3) 0.2749(2) 0.49299(19) 0.0388(7) Uani 1 1 d . . . . .
H3A H 0.271114 0.218051 0.471568 0.058 Uiso 1 1 calc R U . . .
H3B H 0.202066 0.283603 0.536153 0.058 Uiso 1 1 calc R U . . .
H3C H 0.358428 0.287776 0.530397 0.058 Uiso 1 1 calc R U . . .
C4 C 0.2530(3) 0.41939(19) 0.4258(2) 0.0446(7) Uani 1 1 d . . . . .
H4A H 0.340660 0.432852 0.460807 0.067 Uiso 1 1 calc R U . . .
H4B H 0.184729 0.432389 0.468979 0.067 Uiso 1 1 calc R U . . .
H4C H 0.237093 0.450902 0.363558 0.067 Uiso 1 1 calc R U . . .
C5 C 0.2566(2) 0.27336(16) 0.22613(17) 0.0249(5) Uani 1 1 d . . . . .
H5 H 0.321362 0.267894 0.176034 0.030 Uiso 1 1 calc R U . . .
C6 C 0.1462(3) 0.32887(19) 0.1808(2) 0.0420(7) Uani 1 1 d . . . . .
H6A H 0.075676 0.330328 0.224450 0.063 Uiso 1 1 calc R U . . .
H6B H 0.110211 0.308518 0.114369 0.063 Uiso 1 1 calc R U . . .
H6C H 0.181475 0.383645 0.174140 0.063 Uiso 1 1 calc R U . . .
C7 C 0.2062(3) 0.18916(17) 0.2459(2) 0.0350(6) Uani 1 1 d . . . . .
H7A H 0.280301 0.155420 0.275598 0.053 Uiso 1 1 calc R U . . .
H7B H 0.166678 0.164930 0.182564 0.053 Uiso 1 1 calc R U . . .
H7C H 0.139171 0.192669 0.292418 0.053 Uiso 1 1 calc R U . . .
C8 C 0.8235(2) 0.41570(13) 0.27302(16) 0.0179(4) Uani 1 1 d . . . . .
C9 C 0.7848(2) 0.41494(14) 0.16968(17) 0.0218(5) Uani 1 1 d . . . . .
H9 H 0.726430 0.373784 0.141201 0.026 Uiso 1 1 calc R U . . .
C10 C 0.8301(2) 0.47331(15) 0.10792(17) 0.0238(5) Uani 1 1 d . . . . .
H10 H 0.803641 0.472191 0.037519 0.029 Uiso 1 1 calc R U . . .
C11 C 0.9139(2) 0.53296(14) 0.15008(17) 0.0223(5) Uani 1 1 d . . . . .
C12 C 0.9533(2) 0.53601(15) 0.25252(18) 0.0241(5) Uani 1 1 d . . . . .
H12 H 1.010740 0.577767 0.280546 0.029 Uiso 1 1 calc R U . . .
C13 C 0.9076(2) 0.47722(14) 0.31350(17) 0.0212(5) Uani 1 1 d . . . . .
H13 H 0.933931 0.478880 0.383893 0.025 Uiso 1 1 calc R U . . .
C14 C 0.8525(2) 0.20512(13) 0.36157(17) 0.0182(4) Uani 1 1 d . . . . .
C15 C 0.9349(2) 0.17450(13) 0.44311(18) 0.0225(5) Uani 1 1 d . . . . .
H15 H 0.944708 0.203011 0.505088 0.027 Uiso 1 1 calc R U . . .
C16 C 1.0031(2) 0.10211(15) 0.43432(19) 0.0268(5) Uani 1 1 d . . . . .
H16 H 1.058272 0.080568 0.490360 0.032 Uiso 1 1 calc R U . . .
C17 C 0.9897(2) 0.06204(14) 0.3435(2) 0.0262(5) Uani 1 1 d . . . . .
C18 C 0.9057(2) 0.08963(15) 0.26235(19) 0.0266(5) Uani 1 1 d . . . . .
H18 H 0.895354 0.060380 0.200911 0.032 Uiso 1 1 calc R U . . .
C19 C 0.8365(2) 0.16111(15) 0.27219(18) 0.0225(5) Uani 1 1 d . . . . .
H19 H 0.777134 0.180400 0.217061 0.027 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
Sn C8 2.139(2) . ?
Sn C14 2.141(2) . ?
Sn Cl1 2.4559(5) . ?
Sn S1 2.4589(5) . ?
Sn S2 2.6380(5) . ?
Cl2 C11 1.740(2) . ?
Cl3 C17 1.739(2) . ?
S1 C1 1.755(2) . ?
S2 C1 1.719(2) . ?
N1 C1 1.321(3) . ?
N1 C2 1.496(3) . ?
N1 C5 1.499(3) . ?
C2 C4 1.520(4) . ?
C2 C3 1.525(4) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C7 1.515(4) . ?
C5 C6 1.516(4) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C13 1.393(3) . ?
C8 C9 1.394(3) . ?
C9 C10 1.385(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(3) . ?
C12 C13 1.385(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.388(3) . ?
C14 C19 1.394(3) . ?
C15 C16 1.393(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.379(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.376(4) . ?
C18 C19 1.387(3) . ?
C18 H18 0.9500 . ?
C19 H19 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
C8 Sn C14 118.17(8) . . ?
C8 Sn Cl1 97.24(6) . . ?
C14 Sn Cl1 96.27(6) . . ?
C8 Sn S1 116.79(6) . . ?
C14 Sn S1 123.79(6) . . ?
Cl1 Sn S1 87.756(19) . . ?
C8 Sn S2 96.10(6) . . ?
C14 Sn S2 92.99(6) . . ?
Cl1 Sn S2 157.769(19) . . ?
S1 Sn S2 70.343(17) . . ?
C1 S1 Sn 89.51(8) . . ?
C1 S2 Sn 84.54(8) . . ?
C1 N1 C2 124.7(2) . . ?
C1 N1 C5 119.46(19) . . ?
C2 N1 C5 115.61(18) . . ?
N1 C1 S2 122.76(17) . . ?
N1 C1 S1 121.66(18) . . ?
S2 C1 S1 115.58(13) . . ?
N1 C2 C4 112.9(2) . . ?
N1 C2 C3 112.8(2) . . ?
C4 C2 C3 113.7(2) . . ?
N1 C2 H2 105.5 . . ?
C4 C2 H2 105.5 . . ?
C3 C2 H2 105.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C7 109.8(2) . . ?
N1 C5 C6 112.6(2) . . ?
C7 C5 C6 112.0(2) . . ?
N1 C5 H5 107.4 . . ?
C7 C5 H5 107.4 . . ?
C6 C5 H5 107.4 . . ?
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 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C13 C8 C9 118.6(2) . . ?
C13 C8 Sn 121.33(16) . . ?
C9 C8 Sn 120.00(16) . . ?
C10 C9 C8 121.0(2) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C11 C10 C9 119.0(2) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C12 121.5(2) . . ?
C10 C11 Cl2 119.25(18) . . ?
C12 C11 Cl2 119.23(18) . . ?
C11 C12 C13 119.0(2) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C12 C13 C8 120.9(2) . . ?
C12 C13 H13 119.5 . . ?
C8 C13 H13 119.5 . . ?
C15 C14 C19 118.9(2) . . ?
C15 C14 Sn 122.18(16) . . ?
C19 C14 Sn 118.74(16) . . ?
C14 C15 C16 120.2(2) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C17 C16 C15 119.3(2) . . ?
C17 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C16 121.7(2) . . ?
C18 C17 Cl3 119.22(19) . . ?
C16 C17 Cl3 119.09(19) . . ?
C17 C18 C19 118.6(2) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C14 121.2(2) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?

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 N1 C1 S2 175.30(18) . . . . ?
C5 N1 C1 S2 1.0(3) . . . . ?
C2 N1 C1 S1 -4.0(3) . . . . ?
C5 N1 C1 S1 -178.35(16) . . . . ?
Sn S2 C1 N1 179.1(2) . . . . ?
Sn S2 C1 S1 -1.48(11) . . . . ?
Sn S1 C1 N1 -179.03(19) . . . . ?
Sn S1 C1 S2 1.58(12) . . . . ?
C1 N1 C2 C4 68.2(3) . . . . ?
C5 N1 C2 C4 -117.3(2) . . . . ?
C1 N1 C2 C3 -62.5(3) . . . . ?
C5 N1 C2 C3 112.0(2) . . . . ?
C1 N1 C5 C7 104.1(2) . . . . ?
C2 N1 C5 C7 -70.7(3) . . . . ?
C1 N1 C5 C6 -130.4(2) . . . . ?
C2 N1 C5 C6 54.8(3) . . . . ?
C13 C8 C9 C10 0.9(3) . . . . ?
Sn C8 C9 C10 -176.97(17) . . . . ?
C8 C9 C10 C11 -0.4(3) . . . . ?
C9 C10 C11 C12 -0.3(4) . . . . ?
C9 C10 C11 Cl2 -179.88(18) . . . . ?
C10 C11 C12 C13 0.4(4) . . . . ?
Cl2 C11 C12 C13 -179.98(18) . . . . ?
C11 C12 C13 C8 0.1(3) . . . . ?
C9 C8 C13 C12 -0.8(3) . . . . ?
Sn C8 C13 C12 177.09(17) . . . . ?
C19 C14 C15 C16 1.8(3) . . . . ?
Sn C14 C15 C16 -174.00(18) . . . . ?
C14 C15 C16 C17 1.1(4) . . . . ?
C15 C16 C17 C18 -3.1(4) . . . . ?
C15 C16 C17 Cl3 175.69(18) . . . . ?
C16 C17 C18 C19 2.1(4) . . . . ?
Cl3 C17 C18 C19 -176.72(19) . . . . ?
C17 C18 C19 C14 1.0(4) . . . . ?
C15 C14 C19 C18 -2.9(3) . . . . ?
Sn C14 C19 C18 173.09(18) . . . . ?

_refine_diff_density_max         0.383
_refine_diff_density_min         -1.523
_refine_diff_density_rms         0.080

####################################################################### 
# 
# 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_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2036034'
loop_
_audit_author_name
_audit_author_address
'Edward Tiekink'
;Sunway University
Malaysia
;
_audit_update_record             
;
2020-10-08 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H22 Cl3 N S2 Sn'
_chemical_formula_sum            'C19 H22 Cl3 N S2 Sn'
_chemical_formula_weight         553.53

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'
Cl Cl 0.3639 0.7018 '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'
Sn Sn 0.0259 5.4591 '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                   10.20882(12)
_cell_length_b                   16.6674(2)
_cell_length_c                   13.48201(16)
_cell_angle_alpha                90
_cell_angle_beta                 97.0862(11)
_cell_angle_gamma                90
_cell_volume                     2276.50(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    14093
_cell_measurement_theta_max      76.1940
_cell_measurement_theta_min      4.1630

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    13.898
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.673
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   CrysAlisPro
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2558
_diffrn_reflns_number            27688
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.237
_diffrn_reflns_theta_max         67.120
_diffrn_reflns_theta_full        67.120
_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             4064
_reflns_number_gt                3708
_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 (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 2012), DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_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)+(0.0444P)²+0.7951P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4064
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0273
_refine_ls_wR_factor_ref         0.0722
_refine_ls_wR_factor_gt          0.0700
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_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
Sn Sn 0.76089(2) 0.32423(2) 0.36407(2) 0.03144(8) Uani 1 1 d . . . . .
Cl1 Cl 0.88273(8) 0.36821(5) 0.52306(5) 0.04718(19) Uani 1 1 d . . . . .
Cl2 Cl 0.96998(10) 0.60775(6) 0.07504(7) 0.0633(2) Uani 1 1 d . . . . .
Cl3 Cl 1.07879(12) -0.01986(6) 0.33238(10) 0.0822(3) Uani 1 1 d . . . . .
S1 S 0.55628(7) 0.34739(5) 0.43860(5) 0.04290(18) Uani 1 1 d . . . . .
S2 S 0.55493(6) 0.28016(5) 0.23722(5) 0.03630(16) Uani 1 1 d . . . . .
N1 N 0.3345(2) 0.30832(16) 0.31944(19) 0.0389(6) Uani 1 1 d . . . . .
C1 C 0.4642(3) 0.31157(17) 0.3294(2) 0.0334(6) Uani 1 1 d . . . . .
C2 C 0.2520(3) 0.3307(2) 0.3998(3) 0.0549(10) Uani 1 1 d . . . . .
H2 H 0.159722 0.320164 0.370972 0.066 Uiso 1 1 calc R U . . .
C3 C 0.2764(4) 0.2764(3) 0.4911(3) 0.0733(13) Uani 1 1 d . . . . .
H3A H 0.271226 0.220787 0.469947 0.110 Uiso 1 1 calc R U . . .
H3B H 0.210178 0.286798 0.535236 0.110 Uiso 1 1 calc R U . . .
H3C H 0.363412 0.287174 0.526197 0.110 Uiso 1 1 calc R U . . .
C4 C 0.2573(4) 0.4197(3) 0.4236(4) 0.0817(14) Uani 1 1 d . . . . .
H4A H 0.341495 0.432545 0.461745 0.123 Uiso 1 1 calc R U . . .
H4B H 0.186436 0.433332 0.462323 0.123 Uiso 1 1 calc R U . . .
H4C H 0.247223 0.450188 0.361779 0.123 Uiso 1 1 calc R U . . .
C5 C 0.2604(3) 0.2749(2) 0.2259(2) 0.0469(8) Uani 1 1 d . . . . .
H5 H 0.324290 0.268595 0.176877 0.056 Uiso 1 1 calc R U . . .
C6 C 0.1529(5) 0.3308(3) 0.1798(4) 0.0809(14) Uani 1 1 d . . . . .
H6A H 0.080161 0.330445 0.219868 0.121 Uiso 1 1 calc R U . . .
H6B H 0.121687 0.313077 0.112530 0.121 Uiso 1 1 calc R U . . .
H6C H 0.187827 0.384823 0.177588 0.121 Uiso 1 1 calc R U . . .
C7 C 0.2074(4) 0.1924(2) 0.2448(3) 0.0637(10) Uani 1 1 d . . . . .
H7A H 0.279587 0.157707 0.271395 0.096 Uiso 1 1 calc R U . . .
H7B H 0.164609 0.170217 0.182552 0.096 Uiso 1 1 calc R U . . .
H7C H 0.143959 0.196278 0.292538 0.096 Uiso 1 1 calc R U . . .
C8 C 0.8246(3) 0.41770(17) 0.2725(2) 0.0327(6) Uani 1 1 d . . . . .
C9 C 0.7881(3) 0.41689(19) 0.1699(2) 0.0405(7) Uani 1 1 d . . . . .
H9 H 0.731863 0.376203 0.141301 0.049 Uiso 1 1 calc R U . . .
C10 C 0.8329(3) 0.4746(2) 0.1090(2) 0.0456(7) Uani 1 1 d . . . . .
H10 H 0.808340 0.473104 0.039485 0.055 Uiso 1 1 calc R U . . .
C11 C 0.9139(3) 0.53445(19) 0.1514(2) 0.0406(7) Uani 1 1 d . . . . .
C12 C 0.9515(3) 0.5376(2) 0.2526(2) 0.0443(7) Uani 1 1 d . . . . .
H12 H 1.006626 0.579073 0.280487 0.053 Uiso 1 1 calc R U . . .
C13 C 0.9073(3) 0.47879(18) 0.3135(2) 0.0400(7) Uani 1 1 d . . . . .
H13 H 0.933442 0.480225 0.382781 0.048 Uiso 1 1 calc R U . . .
C14 C 0.8532(3) 0.20900(18) 0.3610(2) 0.0339(6) Uani 1 1 d . . . . .
C15 C 0.9347(3) 0.17849(18) 0.4416(2) 0.0414(7) Uani 1 1 d . . . . .
H15 H 0.945240 0.206754 0.502419 0.050 Uiso 1 1 calc R U . . .
C16 C 1.0006(3) 0.1069(2) 0.4338(3) 0.0508(8) Uani 1 1 d . . . . .
H16 H 1.054074 0.085840 0.489441 0.061 Uiso 1 1 calc R U . . .
C17 C 0.9876(3) 0.06678(19) 0.3442(3) 0.0481(8) Uani 1 1 d . . . . .
C18 C 0.9051(3) 0.0939(2) 0.2636(3) 0.0483(8) Uani 1 1 d . . . . .
H18 H 0.894259 0.064751 0.203474 0.058 Uiso 1 1 calc R U . . .
C19 C 0.8377(3) 0.16519(19) 0.2725(2) 0.0423(7) Uani 1 1 d . . . . .
H19 H 0.780493 0.184334 0.217636 0.051 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
Sn C8 2.138(3) . ?
Sn C14 2.142(3) . ?
Sn Cl1 2.4539(7) . ?
Sn S1 2.4576(7) . ?
Sn S2 2.6454(7) . ?
Cl2 C11 1.740(3) . ?
Cl3 C17 1.736(3) . ?
S1 C1 1.751(3) . ?
S2 C1 1.721(3) . ?
N1 C1 1.316(4) . ?
N1 C5 1.496(4) . ?
N1 C2 1.499(4) . ?
C2 C4 1.517(6) . ?
C2 C3 1.523(6) . ?
C2 H2 0.9900 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 H4C 0.9700 . ?
C5 C7 1.510(5) . ?
C5 C6 1.514(5) . ?
C5 H5 0.9900 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C8 C9 1.388(4) . ?
C8 C13 1.393(4) . ?
C9 C10 1.379(4) . ?
C9 H9 0.9400 . ?
C10 C11 1.374(5) . ?
C10 H10 0.9400 . ?
C11 C12 1.373(4) . ?
C12 C13 1.388(4) . ?
C12 H12 0.9400 . ?
C13 H13 0.9400 . ?
C14 C15 1.382(4) . ?
C14 C19 1.391(4) . ?
C15 C16 1.380(5) . ?
C15 H15 0.9400 . ?
C16 C17 1.373(5) . ?
C16 H16 0.9400 . ?
C17 C18 1.367(5) . ?
C18 C19 1.386(5) . ?
C18 H18 0.9400 . ?
C19 H19 0.9400 . ?

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
C8 Sn C14 118.43(10) . . ?
C8 Sn Cl1 97.42(7) . . ?
C14 Sn Cl1 96.20(8) . . ?
C8 Sn S1 117.13(7) . . ?
C14 Sn S1 123.17(8) . . ?
Cl1 Sn S1 87.75(3) . . ?
C8 Sn S2 95.92(7) . . ?
C14 Sn S2 93.16(7) . . ?
Cl1 Sn S2 157.59(3) . . ?
S1 Sn S2 70.13(2) . . ?
C1 S1 Sn 89.88(10) . . ?
C1 S2 Sn 84.50(10) . . ?
C1 N1 C5 120.0(2) . . ?
C1 N1 C2 124.3(3) . . ?
C5 N1 C2 115.6(2) . . ?
N1 C1 S2 122.6(2) . . ?
N1 C1 S1 122.0(2) . . ?
S2 C1 S1 115.48(16) . . ?
N1 C2 C4 112.8(3) . . ?
N1 C2 C3 112.7(3) . . ?
C4 C2 C3 114.4(4) . . ?
N1 C2 H2 105.3 . . ?
C4 C2 H2 105.3 . . ?
C3 C2 H2 105.3 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C7 110.6(3) . . ?
N1 C5 C6 112.5(3) . . ?
C7 C5 C6 111.9(3) . . ?
N1 C5 H5 107.2 . . ?
C7 C5 H5 107.2 . . ?
C6 C5 H5 107.2 . . ?
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 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 118.5(3) . . ?
C9 C8 Sn 120.4(2) . . ?
C13 C8 Sn 121.1(2) . . ?
C10 C9 C8 121.3(3) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C10 C9 119.0(3) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C12 121.4(3) . . ?
C10 C11 Cl2 119.2(2) . . ?
C12 C11 Cl2 119.3(2) . . ?
C11 C12 C13 119.3(3) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C8 C13 C12 120.5(3) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C19 118.4(3) . . ?
C15 C14 Sn 122.6(2) . . ?
C19 C14 Sn 118.9(2) . . ?
C16 C15 C14 120.6(3) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C18 C17 C16 121.4(3) . . ?
C18 C17 Cl3 119.1(3) . . ?
C16 C17 Cl3 119.4(3) . . ?
C17 C18 C19 118.6(3) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C14 121.3(3) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?

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
C5 N1 C1 S2 1.2(4) . . . . ?
C2 N1 C1 S2 176.5(3) . . . . ?
C5 N1 C1 S1 -178.1(2) . . . . ?
C2 N1 C1 S1 -2.8(4) . . . . ?
Sn S2 C1 N1 179.6(3) . . . . ?
Sn S2 C1 S1 -1.05(14) . . . . ?
Sn S1 C1 N1 -179.5(2) . . . . ?
Sn S1 C1 S2 1.13(15) . . . . ?
C1 N1 C2 C4 67.7(4) . . . . ?
C5 N1 C2 C4 -116.9(3) . . . . ?
C1 N1 C2 C3 -63.7(4) . . . . ?
C5 N1 C2 C3 111.8(4) . . . . ?
C1 N1 C5 C7 105.8(3) . . . . ?
C2 N1 C5 C7 -69.8(4) . . . . ?
C1 N1 C5 C6 -128.2(3) . . . . ?
C2 N1 C5 C6 56.1(4) . . . . ?
C13 C8 C9 C10 0.4(4) . . . . ?
Sn C8 C9 C10 -177.1(2) . . . . ?
C8 C9 C10 C11 -0.7(5) . . . . ?
C9 C10 C11 C12 0.4(5) . . . . ?
C9 C10 C11 Cl2 -179.7(2) . . . . ?
C10 C11 C12 C13 0.3(5) . . . . ?
Cl2 C11 C12 C13 -179.6(2) . . . . ?
C9 C8 C13 C12 0.3(4) . . . . ?
Sn C8 C13 C12 177.8(2) . . . . ?
C11 C12 C13 C8 -0.7(5) . . . . ?
C19 C14 C15 C16 1.1(5) . . . . ?
Sn C14 C15 C16 -174.7(2) . . . . ?
C14 C15 C16 C17 1.6(5) . . . . ?
C15 C16 C17 C18 -3.5(5) . . . . ?
C15 C16 C17 Cl3 175.9(3) . . . . ?
C16 C17 C18 C19 2.6(5) . . . . ?
Cl3 C17 C18 C19 -176.9(3) . . . . ?
C17 C18 C19 C14 0.2(5) . . . . ?
C15 C14 C19 C18 -2.0(5) . . . . ?
Sn C14 C19 C18 174.0(2) . . . . ?

_refine_diff_density_max         0.476
_refine_diff_density_min         -0.989
_refine_diff_density_rms         0.071

####################################################################### 
# 
# 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_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 2036035'
loop_
_audit_author_name
_audit_author_address
'Edward Tiekink'
;Sunway University
Malaysia
;
_audit_update_record             
;
2020-10-08 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H22 Cl3 N S2 Sn'
_chemical_formula_sum            'C19 H22 Cl3 N S2 Sn'
_chemical_formula_weight         553.53

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'
Cl Cl 0.3639 0.7018 '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'
Sn Sn 0.0259 5.4591 '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                   10.22154(11)
_cell_length_b                   16.7214(2)
_cell_length_c                   13.49259(15)
_cell_angle_alpha                90
_cell_angle_beta                 97.0519(11)
_cell_angle_gamma                90
_cell_volume                     2288.68(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    13036
_cell_measurement_theta_max      76.3080
_cell_measurement_theta_min      4.1700

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    13.834
_shelx_estimated_absorpt_T_min   0.175
_shelx_estimated_absorpt_T_max   0.467
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   CrysAlisPro
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2558
_diffrn_reflns_number            27792
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.230
_diffrn_reflns_theta_max         67.095
_diffrn_reflns_theta_full        67.095
_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             4076
_reflns_number_gt                3657
_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 (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    
'ORTEP-3 for Windows (Farrugia, 2012), DIAMOND (Brandenburg, 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_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)+(0.0443P)²+0.7687P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4076
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_ref         0.0754
_refine_ls_wR_factor_gt          0.0720
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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
Sn Sn 0.76132(2) 0.32514(2) 0.36366(2) 0.03605(9) Uani 1 1 d . . . . .
Cl1 Cl 0.88273(8) 0.36899(5) 0.52258(6) 0.0538(2) Uani 1 1 d . . . . .
Cl2 Cl 0.96992(12) 0.60830(6) 0.07562(7) 0.0723(3) Uani 1 1 d . . . . .
Cl3 Cl 1.07738(14) -0.01837(6) 0.33318(12) 0.0933(4) Uani 1 1 d . . . . .
S1 S 0.55684(8) 0.34781(6) 0.43808(6) 0.0490(2) Uani 1 1 d . . . . .
S2 S 0.55572(7) 0.28138(5) 0.23675(5) 0.04122(18) Uani 1 1 d . . . . .
N1 N 0.3354(3) 0.30900(18) 0.3192(2) 0.0452(6) Uani 1 1 d . . . . .
C1 C 0.4649(3) 0.31213(18) 0.3290(2) 0.0373(6) Uani 1 1 d . . . . .
C2 C 0.2529(4) 0.3308(3) 0.3993(3) 0.0622(11) Uani 1 1 d . . . . .
H2 H 0.161620 0.320393 0.370775 0.075 Uiso 1 1 calc R U . . .
C3 C 0.2776(4) 0.2768(4) 0.4905(3) 0.0809(14) Uani 1 1 d . . . . .
H3A H 0.273065 0.221848 0.469582 0.121 Uiso 1 1 calc R U . . .
H3B H 0.211915 0.286693 0.534093 0.121 Uiso 1 1 calc R U . . .
H3C H 0.363408 0.287655 0.525260 0.121 Uiso 1 1 calc R U . . .
C4 C 0.2585(5) 0.4196(3) 0.4232(4) 0.0925(16) Uani 1 1 d . . . . .
H4A H 0.341884 0.432074 0.460802 0.139 Uiso 1 1 calc R U . . .
H4B H 0.188675 0.433049 0.461716 0.139 Uiso 1 1 calc R U . . .
H4C H 0.248496 0.449683 0.362152 0.139 Uiso 1 1 calc R U . . .
C5 C 0.2616(3) 0.2752(3) 0.2254(2) 0.0539(9) Uani 1 1 d . . . . .
H5 H 0.324917 0.268507 0.177053 0.065 Uiso 1 1 calc R U . . .
C6 C 0.1552(5) 0.3313(3) 0.1794(4) 0.0938(17) Uani 1 1 d . . . . .
H6A H 0.082407 0.330352 0.218086 0.141 Uiso 1 1 calc R U . . .
H6B H 0.125748 0.314643 0.112305 0.141 Uiso 1 1 calc R U . . .
H6C H 0.189908 0.384636 0.178674 0.141 Uiso 1 1 calc R U . . .
C7 C 0.2075(5) 0.1936(3) 0.2447(3) 0.0743(12) Uani 1 1 d . . . . .
H7A H 0.277953 0.159555 0.273329 0.111 Uiso 1 1 calc R U . . .
H7B H 0.167525 0.170877 0.182998 0.111 Uiso 1 1 calc R U . . .
H7C H 0.142757 0.198231 0.290256 0.111 Uiso 1 1 calc R U . . .
C8 C 0.8250(3) 0.41822(18) 0.2725(2) 0.0371(6) Uani 1 1 d . . . . .
C9 C 0.7894(3) 0.4175(2) 0.1700(2) 0.0468(7) Uani 1 1 d . . . . .
H9 H 0.734230 0.377244 0.141500 0.056 Uiso 1 1 calc R U . . .
C10 C 0.8341(3) 0.4753(2) 0.1093(2) 0.0516(8) Uani 1 1 d . . . . .
H10 H 0.810125 0.473652 0.040579 0.062 Uiso 1 1 calc R U . . .
C11 C 0.9143(3) 0.5351(2) 0.1515(2) 0.0457(7) Uani 1 1 d . . . . .
C12 C 0.9514(3) 0.5380(2) 0.2525(3) 0.0506(8) Uani 1 1 d . . . . .
H12 H 1.005813 0.578864 0.280222 0.061 Uiso 1 1 calc R U . . .
C13 C 0.9070(3) 0.4795(2) 0.3131(2) 0.0451(7) Uani 1 1 d . . . . .
H13 H 0.932166 0.481273 0.381713 0.054 Uiso 1 1 calc R U . . .
C14 C 0.8535(3) 0.21049(19) 0.3605(2) 0.0391(6) Uani 1 1 d . . . . .
C15 C 0.9344(3) 0.1803(2) 0.4417(3) 0.0485(8) Uani 1 1 d . . . . .
H15 H 0.944905 0.208163 0.501859 0.058 Uiso 1 1 calc R U . . .
C16 C 1.0000(4) 0.1081(2) 0.4331(3) 0.0591(9) Uani 1 1 d . . . . .
H16 H 1.052663 0.087094 0.488068 0.071 Uiso 1 1 calc R U . . .
C17 C 0.9875(3) 0.0685(2) 0.3450(3) 0.0549(9) Uani 1 1 d . . . . .
C18 C 0.9053(4) 0.0956(2) 0.2642(3) 0.0568(9) Uani 1 1 d . . . . .
H18 H 0.895088 0.066769 0.204784 0.068 Uiso 1 1 calc R U . . .
C19 C 0.8377(3) 0.1666(2) 0.2725(3) 0.0482(8) Uani 1 1 d . . . . .
H19 H 0.780847 0.185154 0.218220 0.058 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
Sn C8 2.135(3) . ?
Sn C14 2.139(3) . ?
Sn Cl1 2.4540(7) . ?
Sn S1 2.4567(8) . ?
Sn S2 2.6459(7) . ?
Cl2 C11 1.735(3) . ?
Cl3 C17 1.736(4) . ?
S1 C1 1.751(3) . ?
S2 C1 1.721(3) . ?
N1 C1 1.314(4) . ?
N1 C2 1.496(5) . ?
N1 C5 1.502(4) . ?
C2 C4 1.518(6) . ?
C2 C3 1.523(6) . ?
C2 H2 0.9800 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C7 1.507(6) . ?
C5 C6 1.511(6) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.387(4) . ?
C8 C13 1.393(4) . ?
C9 C10 1.380(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.373(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.371(5) . ?
C12 C13 1.386(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.384(4) . ?
C14 C19 1.389(5) . ?
C15 C16 1.393(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.353(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.369(5) . ?
C18 C19 1.386(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 Sn C14 118.41(11) . . ?
C8 Sn Cl1 97.38(8) . . ?
C14 Sn Cl1 96.22(8) . . ?
C8 Sn S1 117.27(8) . . ?
C14 Sn S1 123.05(8) . . ?
Cl1 Sn S1 87.77(3) . . ?
C8 Sn S2 95.91(8) . . ?
C14 Sn S2 93.22(8) . . ?
Cl1 Sn S2 157.58(3) . . ?
S1 Sn S2 70.07(2) . . ?
C1 S1 Sn 89.99(10) . . ?
C1 S2 Sn 84.57(10) . . ?
C1 N1 C2 124.6(3) . . ?
C1 N1 C5 119.7(3) . . ?
C2 N1 C5 115.5(3) . . ?
N1 C1 S2 122.7(2) . . ?
N1 C1 S1 121.9(2) . . ?
S2 C1 S1 115.35(17) . . ?
N1 C2 C4 112.5(4) . . ?
N1 C2 C3 112.7(3) . . ?
C4 C2 C3 114.2(4) . . ?
N1 C2 H2 105.5 . . ?
C4 C2 H2 105.5 . . ?
C3 C2 H2 105.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 C7 110.6(3) . . ?
N1 C5 C6 111.9(4) . . ?
C7 C5 C6 111.9(3) . . ?
N1 C5 H5 107.4 . . ?
C7 C5 H5 107.4 . . ?
C6 C5 H5 107.4 . . ?
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 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C13 118.1(3) . . ?
C9 C8 Sn 120.5(2) . . ?
C13 C8 Sn 121.4(2) . . ?
C10 C9 C8 121.3(3) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 119.3(3) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C12 C11 C10 121.0(3) . . ?
C12 C11 Cl2 119.5(3) . . ?
C10 C11 Cl2 119.5(3) . . ?
C11 C12 C13 119.5(3) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C8 120.8(3) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
C15 C14 C19 118.7(3) . . ?
C15 C14 Sn 122.2(2) . . ?
C19 C14 Sn 119.0(2) . . ?
C14 C15 C16 119.8(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C17 C16 C15 120.2(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 121.3(3) . . ?
C16 C17 Cl3 119.8(3) . . ?
C18 C17 Cl3 118.9(3) . . ?
C17 C18 C19 118.9(3) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C18 C19 C14 121.0(3) . . ?
C18 C19 H19 119.5 . . ?
C14 C19 H19 119.5 . . ?

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
C2 N1 C1 S2 176.5(3) . . . . ?
C5 N1 C1 S2 1.9(4) . . . . ?
C2 N1 C1 S1 -3.2(5) . . . . ?
C5 N1 C1 S1 -177.9(3) . . . . ?
Sn S2 C1 N1 179.4(3) . . . . ?
Sn S2 C1 S1 -0.86(15) . . . . ?
Sn S1 C1 N1 -179.3(3) . . . . ?
Sn S1 C1 S2 0.93(16) . . . . ?
C1 N1 C2 C4 67.7(5) . . . . ?
C5 N1 C2 C4 -117.5(4) . . . . ?
C1 N1 C2 C3 -63.2(5) . . . . ?
C5 N1 C2 C3 111.6(4) . . . . ?
C1 N1 C5 C7 106.4(4) . . . . ?
C2 N1 C5 C7 -68.7(4) . . . . ?
C1 N1 C5 C6 -128.0(4) . . . . ?
C2 N1 C5 C6 56.9(5) . . . . ?
C13 C8 C9 C10 0.5(5) . . . . ?
Sn C8 C9 C10 -177.3(3) . . . . ?
C8 C9 C10 C11 -0.7(5) . . . . ?
C9 C10 C11 C12 0.5(5) . . . . ?
C9 C10 C11 Cl2 -179.6(3) . . . . ?
C10 C11 C12 C13 0.0(5) . . . . ?
Cl2 C11 C12 C13 -180.0(3) . . . . ?
C11 C12 C13 C8 -0.2(5) . . . . ?
C9 C8 C13 C12 0.0(5) . . . . ?
Sn C8 C13 C12 177.7(3) . . . . ?
C19 C14 C15 C16 1.4(5) . . . . ?
Sn C14 C15 C16 -175.0(3) . . . . ?
C14 C15 C16 C17 1.6(6) . . . . ?
C15 C16 C17 C18 -3.5(6) . . . . ?
C15 C16 C17 Cl3 176.2(3) . . . . ?
C16 C17 C18 C19 2.3(6) . . . . ?
Cl3 C17 C18 C19 -177.4(3) . . . . ?
C17 C18 C19 C14 0.8(5) . . . . ?
C15 C14 C19 C18 -2.6(5) . . . . ?
Sn C14 C19 C18 174.0(3) . . . . ?

_refine_diff_density_max         0.496
_refine_diff_density_min         -0.877
_refine_diff_density_rms         0.069

