# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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 1063157'
_audit_update_record             
;
2015-05-05 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H18 N2 S2 Sn'
_chemical_formula_weight         397.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn 0.0259 5.4591 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

_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, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'

_cell_length_a                   9.9262(13)
_cell_length_b                   17.2292(9)
_cell_length_c                   9.7256(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1663.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1013
_cell_measurement_theta_min      6.3530
_cell_measurement_theta_max      69.2060

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    14.467
_shelx_estimated_absorpt_T_min   0.326
_shelx_estimated_absorpt_T_max   0.532
_exptl_absorpt_correction_T_min  0.24450
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Titan'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3169
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         5.134
_diffrn_reflns_theta_max         70.256
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             1587
_reflns_number_gt                920
_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_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_structure_solution    SIR92
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for windows'
_computing_publication_material  'WinGX 1.70.01'
_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)+(0.1351P)²+0.8267P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0032(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1587
_refine_ls_number_parameters     95
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0706
_refine_ls_wR_factor_ref         0.2518
_refine_ls_wR_factor_gt          0.2017
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7384(15) 0.9232(8) 0.0598(12) 0.106(4) Uani 1 1 d . . . . .
C2 C 0.7103(18) 1.0041(8) 0.0527(16) 0.140(6) Uani 1 1 d . . . . .
H1 H 0.6331 1.0225 0.0094 0.168 Uiso 1 1 calc R U . . .
C3 C 0.801(2) 1.0538(8) 0.112(2) 0.155(7) Uani 1 1 d . . . . .
H2 H 0.7838 1.1069 0.1125 0.186 Uiso 1 1 calc R U . . .
C4 C 0.916(3) 1.0256(9) 0.1700(18) 0.164(7) Uani 1 1 d . . . . .
H3 H 0.9779 1.0591 0.2104 0.196 Uiso 1 1 calc R U . . .
C5 C 0.939(2) 0.9484(8) 0.1679(16) 0.160(7) Uani 1 1 d . . . . .
H4 H 1.0185 0.9294 0.2048 0.192 Uiso 1 1 calc R U . . .
C6 C 0.733(5) 0.7500 0.293(3) 0.37(4) Uani 1 2 d DS TU P . .
H6A H 0.6785 0.7954 0.3136 0.440 Uiso 0.5 1 calc R U P . .
H6B H 0.6785 0.7046 0.3136 0.440 Uiso 0.5 1 calc R U P . .
C7 C 0.848(5) 0.7500 0.383(2) 0.44(4) Uani 1 2 d DS TU P . .
H7A H 0.8187 0.7500 0.4772 0.665 Uiso 1 2 calc R U P . .
H7B H 0.9016 0.7045 0.3661 0.665 Uiso 0.5 1 calc R U P . .
H7C H 0.9016 0.7955 0.3661 0.665 Uiso 0.5 1 calc R U P . .
C8 C 0.936(2) 0.7500 -0.074(2) 0.131(7) Uani 1 2 d S T P . .
H8A H 0.9920 0.7953 -0.0586 0.157 Uiso 0.5 1 calc R U P . .
H8B H 0.9920 0.7047 -0.0586 0.157 Uiso 0.5 1 calc R U P . .
C9 C 0.896(4) 0.7500 -0.216(2) 0.195(13) Uani 1 2 d S T P . .
H9A H 0.9743 0.7500 -0.2736 0.293 Uiso 1 2 calc R U P . .
H9B H 0.8429 0.7045 -0.2346 0.293 Uiso 0.5 1 calc R U P . .
H9C H 0.8429 0.7955 -0.2346 0.293 Uiso 0.5 1 calc R U P . .
N1 N 0.8489(16) 0.8976(6) 0.1139(11) 0.126(4) Uani 1 1 d . . . . .
S1 S 0.6252(4) 0.85421(16) -0.0052(4) 0.1259(13) Uani 1 1 d . . . . .
Sn1 Sn 0.78084(15) 0.7500 0.07372(10) 0.1078(7) Uani 1 2 d DS T P . .


_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
C1 N1 1.295(19) . ?
C1 C2 1.424(19) . ?
C1 S1 1.753(14) . ?
C2 C3 1.37(3) . ?
C2 H1 0.9300 . ?
C3 C4 1.37(2) . ?
C3 H2 0.9300 . ?
C4 C5 1.35(2) . ?
C4 H3 0.9300 . ?
C5 N1 1.354(19) . ?
C5 H4 0.9300 . ?
C6 C7 1.44(2) . ?
C6 Sn1 2.19(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.44(3) . ?
C8 Sn1 2.11(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
N1 Sn1 2.661(10) . ?
S1 Sn1 2.490(3) . ?
Sn1 S1 2.490(4) 8_575 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 121.2(14) . . ?
N1 C1 S1 117.4(10) . . ?
C2 C1 S1 121.4(13) . . ?
C3 C2 C1 117.7(17) . . ?
C3 C2 H1 121.1 . . ?
C1 C2 H1 121.1 . . ?
C4 C3 C2 120.1(14) . . ?
C4 C3 H2 120.0 . . ?
C2 C3 H2 120.0 . . ?
C5 C4 C3 119.0(18) . . ?
C5 C4 H3 120.5 . . ?
C3 C4 H3 120.5 . . ?
C4 C5 N1 122(2) . . ?
C4 C5 H4 118.9 . . ?
N1 C5 H4 118.9 . . ?
C7 C6 Sn1 115(2) . . ?
C7 C6 H6A 108.6 . . ?
Sn1 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
Sn1 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 Sn1 117(2) . . ?
C9 C8 H8A 108.1 . . ?
Sn1 C8 H8A 108.1 . . ?
C9 C8 H8B 108.1 . . ?
Sn1 C8 H8B 108.1 . . ?
H8A C8 H8B 107.3 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 N1 C5 119.7(12) . . ?
C1 N1 Sn1 92.8(8) . . ?
C5 N1 Sn1 147.3(11) . . ?
C1 S1 Sn1 88.8(5) . . ?
C8 Sn1 C6 145.6(13) . . ?
C8 Sn1 S1 104.1(4) . 8_575 ?
C6 Sn1 S1 99.5(8) . 8_575 ?
C8 Sn1 S1 104.1(4) . . ?
C6 Sn1 S1 99.5(8) . . ?
S1 Sn1 S1 92.28(17) 8_575 . ?
C8 Sn1 N1 85.1(4) . . ?
C6 Sn1 N1 84.9(4) . . ?
S1 Sn1 N1 153.2(3) 8_575 . ?
S1 Sn1 N1 60.9(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -4(2) . . . . ?
S1 C1 C2 C3 176.9(11) . . . . ?
C1 C2 C3 C4 3(3) . . . . ?
C2 C3 C4 C5 0(3) . . . . ?
C3 C4 C5 N1 -2(3) . . . . ?
C2 C1 N1 C5 2(2) . . . . ?
S1 C1 N1 C5 -178.8(11) . . . . ?
C2 C1 N1 Sn1 178.6(12) . . . . ?
S1 C1 N1 Sn1 -1.8(10) . . . . ?
C4 C5 N1 C1 1(3) . . . . ?
C4 C5 N1 Sn1 -173.1(14) . . . . ?
N1 C1 S1 Sn1 1.9(11) . . . . ?
C2 C1 S1 Sn1 -178.4(11) . . . . ?

_refine_diff_density_max         0.655
_refine_diff_density_min         -1.412
_refine_diff_density_rms         0.138

_shelxl_version_number           2014/6


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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1063158'
_audit_update_record             
;
2015-05-05 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H17 Cl N2 S Sn'
_chemical_formula_sum            'C10 H17 Cl N2 S Sn'
_chemical_formula_weight         351.45

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.6207(15)
_cell_length_b                   11.907(5)
_cell_length_c                   11.589(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.786(13)
_cell_angle_gamma                90
_cell_volume                     1464.9(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      7.7
_cell_measurement_theta_max      10.8

_exptl_crystal_description       plate
_exptl_crystal_colour            'Pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_F_000             696
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.044
_shelx_estimated_absorpt_T_min   0.749
_shelx_estimated_absorpt_T_max   0.905
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min  0.603
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed Tube'
_diffrn_measurement_device_type  'Rigaku AFC7S'
_diffrn_measurement_method       ω-2θ
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7908
_diffrn_reflns_av_unetI/netI     0.0802
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.562
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_full        25.240
_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             3364
_reflns_number_gt                1534
_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       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        CrystalStructure
_computing_structure_solution    SIR92
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for windows'
_computing_publication_material  'WinGX 2013.3'
_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)+(0.0351P)²+3.4212P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3364
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1392
_refine_ls_R_factor_gt           0.0538
_refine_ls_wR_factor_ref         0.1365
_refine_ls_wR_factor_gt          0.1120
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.990
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1352(7) 0.3312(7) 0.3389(7) 0.077(2) Uani 1 1 d . . . . .
C2 C 0.0108(7) 0.2095(6) 0.2344(7) 0.080(2) Uani 1 1 d . . . . .
C3 C -0.0891(7) 0.2785(7) 0.2510(8) 0.088(2) Uani 1 1 d . . . . .
H3 H -0.1687 0.2598 0.2213 0.105 Uiso 1 1 calc R U . . .
C4 C -0.0705(8) 0.3766(8) 0.3126(8) 0.089(3) Uani 1 1 d . . . . .
C5 C 0.0018(8) 0.1010(8) 0.1658(9) 0.114(3) Uani 1 1 d . . . . .
H5A H 0.0466 0.1091 0.0956 0.170 Uiso 1 1 calc R U . . .
H5B H -0.0851 0.0845 0.1476 0.170 Uiso 1 1 calc R U . . .
H5C H 0.0381 0.0408 0.2107 0.170 Uiso 1 1 calc R U . . .
C6 C -0.1753(8) 0.4576(8) 0.3327(9) 0.116(3) Uani 1 1 d . . . . .
H6A H -0.1609 0.4944 0.4056 0.174 Uiso 1 1 calc R U . . .
H6B H -0.2538 0.4177 0.3333 0.174 Uiso 1 1 calc R U . . .
H6C H -0.1783 0.5125 0.2721 0.174 Uiso 1 1 calc R U . . .
C7 C 0.3754(8) 0.2082(8) 0.1206(8) 0.108(3) Uani 1 1 d . . . . .
H7A H 0.3990 0.1369 0.0872 0.130 Uiso 1 1 calc R U . . .
H7B H 0.2943 0.2294 0.0865 0.130 Uiso 1 1 calc R U . . .
C8 C 0.4687(13) 0.2930(10) 0.0896(11) 0.163(5) Uani 1 1 d . . . . .
H8A H 0.4601 0.3579 0.1379 0.244 Uiso 1 1 calc R U . . .
H8B H 0.4553 0.3140 0.0103 0.244 Uiso 1 1 calc R U . . .
H8C H 0.5519 0.2624 0.1005 0.244 Uiso 1 1 calc R U . . .
C9 C 0.3146(8) 0.0359(7) 0.3907(7) 0.098(3) Uani 1 1 d . . . . .
H9A H 0.2578 -0.0088 0.3423 0.118 Uiso 1 1 calc R U . . .
H9B H 0.3922 -0.0063 0.4014 0.118 Uiso 1 1 calc R U . . .
C10 C 0.2597(14) 0.0495(10) 0.5004(10) 0.179(6) Uani 1 1 d . . . . .
H10A H 0.3110 0.0991 0.5472 0.269 Uiso 1 1 calc R U . . .
H10B H 0.2544 -0.0223 0.5377 0.269 Uiso 1 1 calc R U . . .
H10C H 0.1768 0.0807 0.4902 0.269 Uiso 1 1 calc R U . . .
N1 N 0.1247(5) 0.2340(5) 0.2791(5) 0.0691(15) Uani 1 1 d . . . . .
N2 N 0.0437(6) 0.4046(6) 0.3565(6) 0.0831(18) Uani 1 1 d . . . . .
S1 S 0.2855(2) 0.3577(2) 0.3965(2) 0.0939(7) Uani 1 1 d . . . . .
Cl1 Cl 0.5714(2) 0.2141(3) 0.3734(3) 0.1342(10) Uani 1 1 d . . . . .
Sn1 Sn 0.35579(5) 0.18617(5) 0.30073(5) 0.0811(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.328(9) . ?
C1 N1 1.352(9) . ?
C1 S1 1.740(8) . ?
C2 N1 1.333(9) . ?
C2 C3 1.360(10) . ?
C2 C5 1.519(11) . ?
C3 C4 1.380(12) . ?
C3 H3 0.9300 . ?
C4 N2 1.344(11) . ?
C4 C6 1.495(10) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.466(12) . ?
C7 Sn1 2.120(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.424(11) . ?
C9 Sn1 2.123(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
N1 Sn1 2.525(5) . ?
S1 Sn1 2.452(2) . ?
Cl1 Sn1 2.438(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N1 126.4(7) . . ?
N2 C1 S1 119.3(7) . . ?
N1 C1 S1 114.4(6) . . ?
N1 C2 C3 121.0(8) . . ?
N1 C2 C5 115.6(7) . . ?
C3 C2 C5 123.5(8) . . ?
C2 C3 C4 119.0(8) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
N2 C4 C3 121.2(7) . . ?
N2 C4 C6 116.7(9) . . ?
C3 C4 C6 122.1(9) . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 Sn1 114.5(7) . . ?
C8 C7 H7A 108.6 . . ?
Sn1 C7 H7A 108.6 . . ?
C8 C7 H7B 108.6 . . ?
Sn1 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 Sn1 116.1(7) . . ?
C10 C9 H9A 108.3 . . ?
Sn1 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
Sn1 C9 H9B 108.3 . . ?
H9A C9 H9B 107.4 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2 N1 C1 116.5(6) . . ?
C2 N1 Sn1 149.0(5) . . ?
C1 N1 Sn1 94.4(4) . . ?
C1 N2 C4 115.8(7) . . ?
C1 S1 Sn1 87.9(3) . . ?
C7 Sn1 C9 128.0(4) . . ?
C7 Sn1 Cl1 101.7(3) . . ?
C9 Sn1 Cl1 98.7(3) . . ?
C7 Sn1 S1 112.5(3) . . ?
C9 Sn1 S1 114.1(2) . . ?
Cl1 Sn1 S1 91.48(9) . . ?
C7 Sn1 N1 90.0(3) . . ?
C9 Sn1 N1 91.4(3) . . ?
Cl1 Sn1 N1 154.60(17) . . ?
S1 Sn1 N1 63.15(16) . . ?

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
N1 C2 C3 C4 1.7(13) . . . . ?
C5 C2 C3 C4 -178.5(8) . . . . ?
C2 C3 C4 N2 -0.3(13) . . . . ?
C2 C3 C4 C6 179.0(8) . . . . ?
C3 C2 N1 C1 -1.2(11) . . . . ?
C5 C2 N1 C1 178.9(7) . . . . ?
C3 C2 N1 Sn1 -176.2(7) . . . . ?
C5 C2 N1 Sn1 3.9(14) . . . . ?
N2 C1 N1 C2 -0.6(11) . . . . ?
S1 C1 N1 C2 179.2(5) . . . . ?
N2 C1 N1 Sn1 176.8(7) . . . . ?
S1 C1 N1 Sn1 -3.4(5) . . . . ?
N1 C1 N2 C4 1.9(11) . . . . ?
S1 C1 N2 C4 -177.9(6) . . . . ?
C3 C4 N2 C1 -1.4(12) . . . . ?
C6 C4 N2 C1 179.3(7) . . . . ?
N2 C1 S1 Sn1 -176.7(6) . . . . ?
N1 C1 S1 Sn1 3.5(5) . . . . ?

_refine_diff_density_max         0.671
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.086

_shelxl_version_number           2014/6

####################################################################### 
# 
# 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 1063159'
_audit_update_record             
;
2015-05-05 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H13 Cl1 N2 S1 Sn1'
_chemical_formula_weight         323.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_H-M_alt        'C m c a'
_space_group_name_Hall           '-C 2bc 2'

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

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

_cell_length_a                   8.0000(10)
_cell_length_b                   20.119(4)
_cell_length_c                   16.731(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2692.9(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      10.0
_cell_measurement_theta_max      13.5

_exptl_crystal_description       Strip
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_F_000             1264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    2.216
_shelx_estimated_absorpt_T_min   0.666
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.555
_exptl_absorpt_correction_T_max  0.756
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku AFC7S'
_diffrn_measurement_method       ω-2θ
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2259
_diffrn_reflns_av_unetI/netI     0.1056
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.998
_diffrn_reflns_theta_max         27.462
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1571
_reflns_number_gt                814
_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       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        CrystalStructure
_computing_structure_solution    SIR-2011
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for windows'
_computing_publication_material  'WinGX 1.70.01'
_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)+(0.0451P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1571
_refine_ls_number_parameters     79
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1411
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1280
_refine_ls_wR_factor_gt          0.1033
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.976
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.0000 0.37888(4) 0.02745(4) 0.0517(3) Uani 1 2 d S T P . .
S1 S 0.0000 0.26845(15) -0.03325(15) 0.0634(9) Uani 1 2 d S T P . .
Cl1 Cl 0.0000 0.43278(16) -0.10293(17) 0.0771(10) Uani 1 2 d S T P . .
N1 N 0.0000 0.2820(4) 0.1214(5) 0.053(2) Uani 1 2 d S T P . .
N2 N 0.0000 0.1702(5) 0.0755(6) 0.061(3) Uani 1 2 d S T P . .
C1 C 0.0000 0.2356(6) 0.0640(6) 0.056(3) Uani 1 2 d S T P . .
C7 C 0.2454(10) 0.4105(4) 0.0728(5) 0.069(2) Uani 1 1 d . . . . .
H7A H 0.2475 0.4061 0.1299 0.104 Uiso 1 1 calc R U . . .
H7B H 0.2647 0.4560 0.0584 0.104 Uiso 1 1 calc R U . . .
H7C H 0.3311 0.3831 0.0498 0.104 Uiso 1 1 calc R U . . .
C2 C 0.0000 0.1480(6) 0.1513(8) 0.066(3) Uani 1 2 d S T P . .
C4 C 0.0000 0.2617(6) 0.1980(7) 0.059(3) Uani 1 2 d S T P . .
C3 C 0.0000 0.1945(7) 0.2128(7) 0.072(4) Uani 1 2 d S T P . .
H3 H 0.0000 0.1797 0.2655 0.086 Uiso 1 2 calc R U P . .
C5 C 0.0000 0.0749(5) 0.1631(7) 0.094(5) Uani 1 2 d S T P . .
H5A H -0.0716 0.0545 0.1242 0.141 Uiso 0.5 1 calc R U P . .
H5B H -0.0401 0.0647 0.2158 0.141 Uiso 0.5 1 calc R U P . .
H5C H 0.1117 0.0581 0.1571 0.141 Uiso 0.5 1 calc R U P . .
C6 C 0.0000 0.3139(6) 0.2614(6) 0.095(5) Uani 1 2 d S T P . .
H6A H 0.1126 0.3219 0.2788 0.143 Uiso 0.5 1 calc R U P . .
H6B H -0.0661 0.2991 0.3059 0.143 Uiso 0.5 1 calc R U P . .
H6C H -0.0464 0.3542 0.2403 0.143 Uiso 0.5 1 calc R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 C7 2.199(8) . ?
Sn1 C7 2.199(8) 11 ?
Sn1 Cl1 2.436(3) . ?
Sn1 S1 2.443(3) . ?
Sn1 N1 2.505(8) . ?
S1 C1 1.756(11) . ?
N1 C1 1.340(12) . ?
N1 C4 1.344(12) . ?
N2 C1 1.329(13) . ?
N2 C2 1.344(13) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C2 C3 1.391(15) . ?
C2 C5 1.484(15) . ?
C4 C3 1.375(15) . ?
C4 C6 1.493(13) . ?
C3 H3 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 Sn1 C7 126.5(4) . 11 ?
C7 Sn1 Cl1 100.4(2) . . ?
C7 Sn1 Cl1 100.4(2) 11 . ?
C7 Sn1 S1 114.0(2) . . ?
C7 Sn1 S1 114.0(2) 11 . ?
Cl1 Sn1 S1 91.87(10) . . ?
C7 Sn1 N1 90.5(2) . . ?
C7 Sn1 N1 90.5(2) 11 . ?
Cl1 Sn1 N1 155.3(2) . . ?
S1 Sn1 N1 63.4(2) . . ?
C1 S1 Sn1 87.6(4) . . ?
C1 N1 C4 118.2(9) . . ?
C1 N1 Sn1 95.3(6) . . ?
C4 N1 Sn1 146.6(8) . . ?
C1 N2 C2 117.8(10) . . ?
N2 C1 N1 125.8(10) . . ?
N2 C1 S1 120.5(9) . . ?
N1 C1 S1 113.7(8) . . ?
Sn1 C7 H7A 109.5 . . ?
Sn1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
Sn1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C2 C3 118.3(11) . . ?
N2 C2 C5 117.1(11) . . ?
C3 C2 C5 124.6(12) . . ?
N1 C4 C3 118.1(10) . . ?
N1 C4 C6 117.6(11) . . ?
C3 C4 C6 124.3(11) . . ?
C4 C3 C2 121.8(11) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N2 C1 N1 0.000(1) . . . . ?
C2 N2 C1 S1 180.000(1) . . . . ?
C4 N1 C1 N2 0.000(1) . . . . ?
Sn1 N1 C1 N2 180.000(1) . . . . ?
C4 N1 C1 S1 180.000(1) . . . . ?
Sn1 N1 C1 S1 0.000(1) . . . . ?
Sn1 S1 C1 N2 180.000(1) . . . . ?
Sn1 S1 C1 N1 0.000(1) . . . . ?
C1 N2 C2 C3 0.000(1) . . . . ?
C1 N2 C2 C5 180.000(1) . . . . ?
C1 N1 C4 C3 0.000(2) . . . . ?
Sn1 N1 C4 C3 180.000(2) . . . . ?
C1 N1 C4 C6 180.000(1) . . . . ?
Sn1 N1 C4 C6 0.000(2) . . . . ?
N1 C4 C3 C2 0.000(2) . . . . ?
C6 C4 C3 C2 180.000(2) . . . . ?
N2 C2 C3 C4 0.000(2) . . . . ?
C5 C2 C3 C4 180.000(1) . . . . ?

_refine_diff_density_max         0.663
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.152

_shelxl_version_number           2014/6

