# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_sursn1m
_database_code_depnum_ccdc_archive 'CCDC 1430912'
_audit_update_record             
;
2015-10-13 deposited with the CCDC.
2016-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H8 N2 O2 S2 Sn'
_chemical_formula_sum            'C10 H8 N2 O2 S2 Sn'
_chemical_formula_weight         371.01

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4019(10)
_cell_length_b                   7.5564(10)
_cell_length_c                   11.4734(15)
_cell_angle_alpha                88.006(2)
_cell_angle_beta                 74.539(2)
_cell_angle_gamma                79.608(2)
_cell_volume                     608.30(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2358
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      28.06

_exptl_crystal_description       rod
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.438
_exptl_crystal_size_mid          0.355
_exptl_crystal_size_min          0.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.026
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             360.0
_exptl_absorpt_coefficient_mu    2.432
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.369
_exptl_absorpt_correction_T_max  0.483
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3118
_diffrn_reflns_av_R_equivalents  0.0166
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.74
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2139
_reflns_number_gt                2014
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0209P)²+0.6284P] 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         2139
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0244
_refine_ls_wR_factor_ref         0.0578
_refine_ls_wR_factor_gt          0.0569
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.71124(3) 0.35663(3) 0.175603(19) 0.02188(9) Uani 1 1 d . . .
S2 S 1.07409(11) 0.34208(11) 0.09602(7) 0.02233(18) Uani 1 1 d . . .
S1 S 0.73387(12) 0.26799(11) 0.39092(7) 0.02372(19) Uani 1 1 d . . .
O1 O 0.6975(3) 0.6185(3) 0.2705(2) 0.0239(5) Uani 1 1 d . . .
O2 O 0.8359(3) 0.0614(3) 0.1416(2) 0.0242(5) Uani 1 1 d . . .
N1 N 0.7268(4) 0.6241(4) 0.3808(2) 0.0205(6) Uani 1 1 d . . .
N2 N 1.0177(4) 0.0018(4) 0.1423(2) 0.0195(6) Uani 1 1 d . . .
C5 C 0.7380(5) 0.7878(5) 0.4212(3) 0.0260(7) Uani 1 1 d . . .
H5 H 0.7262 0.8881 0.3726 0.031 Uiso 1 1 calc R . .
C4 C 0.7666(5) 0.8060(5) 0.5328(3) 0.0304(8) Uani 1 1 d . . .
H4 H 0.7752 0.9178 0.5602 0.037 Uiso 1 1 calc R . .
C2 C 0.7687(5) 0.4919(5) 0.5629(3) 0.0266(7) Uani 1 1 d . . .
H2 H 0.7764 0.3918 0.6120 0.032 Uiso 1 1 calc R . .
C8 C 1.3842(5) -0.1324(5) 0.1458(3) 0.0278(8) Uani 1 1 d . . .
H8 H 1.5083 -0.1774 0.1491 0.033 Uiso 1 1 calc R . .
C1 C 0.7432(4) 0.4729(4) 0.4478(3) 0.0208(7) Uani 1 1 d . . .
C6 C 1.1436(4) 0.1177(4) 0.1249(3) 0.0192(7) Uani 1 1 d . . .
C7 C 1.3286(4) 0.0467(5) 0.1296(3) 0.0240(7) Uani 1 1 d . . .
H7 H 1.4164 0.1233 0.1215 0.029 Uiso 1 1 calc R . .
C10 C 1.0700(5) -0.1768(4) 0.1563(3) 0.0227(7) Uani 1 1 d . . .
H10 H 0.9809 -0.2522 0.1652 0.027 Uiso 1 1 calc R . .
C9 C 1.2530(5) -0.2474(5) 0.1572(3) 0.0267(7) Uani 1 1 d . . .
H9 H 1.2896 -0.3705 0.1655 0.032 Uiso 1 1 calc R . .
C3 C 0.7828(5) 0.6551(5) 0.6047(3) 0.0307(8) Uani 1 1 d . . .
H3 H 0.8030 0.6649 0.6806 0.037 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.02121(14) 0.02011(14) 0.02581(15) -0.00293(9) -0.01071(10) -0.00016(9)
S2 0.0247(4) 0.0169(4) 0.0259(4) 0.0017(3) -0.0077(3) -0.0038(3)
S1 0.0279(4) 0.0176(4) 0.0255(4) 0.0015(3) -0.0075(3) -0.0034(3)
O1 0.0325(13) 0.0192(12) 0.0216(12) 0.0006(9) -0.0129(10) 0.0002(10)
O2 0.0203(12) 0.0201(12) 0.0329(13) -0.0050(10) -0.0100(10) -0.0001(9)
N1 0.0196(13) 0.0205(15) 0.0213(14) -0.0010(11) -0.0052(11) -0.0031(11)
N2 0.0231(14) 0.0190(14) 0.0159(13) -0.0019(11) -0.0050(11) -0.0023(11)
C5 0.0266(18) 0.0199(18) 0.0295(19) 0.0003(14) -0.0025(15) -0.0059(14)
C4 0.0272(18) 0.031(2) 0.032(2) -0.0106(16) -0.0035(15) -0.0077(15)
C2 0.0232(17) 0.033(2) 0.0208(17) 0.0008(15) -0.0021(14) -0.0025(14)
C8 0.0244(18) 0.031(2) 0.0263(18) -0.0021(15) -0.0079(14) 0.0018(14)
C1 0.0145(15) 0.0237(18) 0.0230(17) -0.0023(13) -0.0038(13) -0.0019(12)
C6 0.0247(16) 0.0195(17) 0.0127(15) -0.0021(12) -0.0047(12) -0.0019(13)
C7 0.0195(16) 0.0280(19) 0.0253(18) -0.0009(14) -0.0068(14) -0.0044(14)
C10 0.0308(18) 0.0176(17) 0.0199(17) -0.0002(13) -0.0053(14) -0.0065(13)
C9 0.0343(19) 0.0197(18) 0.0242(18) 0.0022(14) -0.0078(15) -0.0002(14)
C3 0.0251(18) 0.042(2) 0.0252(19) -0.0080(16) -0.0076(14) -0.0024(16)

_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 O2 2.260(2) . ?
Sn1 O1 2.265(2) . ?
Sn1 S1 2.5777(9) . ?
Sn1 S2 2.5792(9) . ?
S2 C6 1.728(3) . ?
S1 C1 1.720(3) . ?
O1 N1 1.344(3) . ?
O2 N2 1.342(3) . ?
N1 C5 1.360(4) . ?
N1 C1 1.360(4) . ?
N2 C10 1.352(4) . ?
N2 C6 1.363(4) . ?
C5 C4 1.368(5) . ?
C5 H5 0.9300 . ?
C4 C3 1.390(5) . ?
C4 H4 0.9300 . ?
C2 C3 1.369(5) . ?
C2 C1 1.399(5) . ?
C2 H2 0.9300 . ?
C8 C7 1.363(5) . ?
C8 C9 1.394(5) . ?
C8 H8 0.9300 . ?
C6 C7 1.393(4) . ?
C7 H7 0.9300 . ?
C10 C9 1.366(5) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?
C3 H3 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
O2 Sn1 O1 149.19(8) . . ?
O2 Sn1 S1 80.96(6) . . ?
O1 Sn1 S1 74.65(6) . . ?
O2 Sn1 S2 74.59(6) . . ?
O1 Sn1 S2 87.91(6) . . ?
S1 Sn1 S2 92.76(3) . . ?
C6 S2 Sn1 97.71(11) . . ?
C1 S1 Sn1 100.62(11) . . ?
N1 O1 Sn1 122.48(18) . . ?
N2 O2 Sn1 119.52(17) . . ?
O1 N1 C5 116.5(3) . . ?
O1 N1 C1 121.1(3) . . ?
C5 N1 C1 122.4(3) . . ?
O2 N2 C10 117.1(3) . . ?
O2 N2 C6 120.5(3) . . ?
C10 N2 C6 122.4(3) . . ?
N1 C5 C4 120.4(3) . . ?
N1 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C3 C2 C1 121.3(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C7 C8 C9 119.2(3) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
N1 C1 C2 117.2(3) . . ?
N1 C1 S1 120.6(2) . . ?
C2 C1 S1 122.2(3) . . ?
N2 C6 C7 117.2(3) . . ?
N2 C6 S2 120.6(2) . . ?
C7 C6 S2 122.2(3) . . ?
C8 C7 C6 121.5(3) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
N2 C10 C9 120.4(3) . . ?
N2 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C9 C8 119.2(3) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C2 C3 C4 119.6(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Sn1 S2 C6 -19.12(12) . . . . ?
O1 Sn1 S2 C6 135.24(12) . . . . ?
S1 Sn1 S2 C6 60.72(10) . . . . ?
O2 Sn1 S1 C1 155.92(12) . . . . ?
O1 Sn1 S1 C1 -5.07(12) . . . . ?
S2 Sn1 S1 C1 82.01(11) . . . . ?
O2 Sn1 O1 N1 -31.2(3) . . . . ?
S1 Sn1 O1 N1 7.72(19) . . . . ?
S2 Sn1 O1 N1 -85.7(2) . . . . ?
O1 Sn1 O2 N2 -33.5(3) . . . . ?
S1 Sn1 O2 N2 -71.35(19) . . . . ?
S2 Sn1 O2 N2 24.07(19) . . . . ?
Sn1 O1 N1 C5 172.1(2) . . . . ?
Sn1 O1 N1 C1 -8.2(4) . . . . ?
Sn1 O2 N2 C10 161.6(2) . . . . ?
Sn1 O2 N2 C6 -20.8(3) . . . . ?
O1 N1 C5 C4 179.6(3) . . . . ?
C1 N1 C5 C4 0.0(5) . . . . ?
N1 C5 C4 C3 -0.4(5) . . . . ?
O1 N1 C1 C2 -178.4(3) . . . . ?
C5 N1 C1 C2 1.3(4) . . . . ?
O1 N1 C1 S1 2.0(4) . . . . ?
C5 N1 C1 S1 -178.4(2) . . . . ?
C3 C2 C1 N1 -2.0(5) . . . . ?
C3 C2 C1 S1 177.6(3) . . . . ?
Sn1 S1 C1 N1 3.7(3) . . . . ?
Sn1 S1 C1 C2 -175.8(2) . . . . ?
O2 N2 C6 C7 178.6(3) . . . . ?
C10 N2 C6 C7 -4.0(4) . . . . ?
O2 N2 C6 S2 -2.4(4) . . . . ?
C10 N2 C6 S2 175.0(2) . . . . ?
Sn1 S2 C6 N2 18.9(3) . . . . ?
Sn1 S2 C6 C7 -162.2(3) . . . . ?
C9 C8 C7 C6 0.3(5) . . . . ?
N2 C6 C7 C8 2.7(5) . . . . ?
S2 C6 C7 C8 -176.3(3) . . . . ?
O2 N2 C10 C9 179.7(3) . . . . ?
C6 N2 C10 C9 2.2(5) . . . . ?
N2 C10 C9 C8 1.1(5) . . . . ?
C7 C8 C9 C10 -2.3(5) . . . . ?
C1 C2 C3 C4 1.6(5) . . . . ?
C5 C4 C3 C2 -0.4(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.983
_refine_diff_density_max         0.731
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.087
####################################################################### 
# 
# 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_sursn4m
_database_code_depnum_ccdc_archive 'CCDC 1430913'
_audit_update_record             
;
2015-10-13 deposited with the CCDC.
2016-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H8 Cl2 N2 O3 S2 Sb2'
_chemical_formula_sum            'C10 H8 Cl2 N2 O3 S2 Sb2'
_chemical_formula_weight         582.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4585(16)
_cell_length_b                   10.3141(18)
_cell_length_c                   10.6648(18)
_cell_angle_alpha                82.554(3)
_cell_angle_beta                 64.039(3)
_cell_angle_gamma                63.591(3)
_cell_volume                     835.1(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    175(2)
_cell_measurement_reflns_used    1538
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.06

_exptl_crystal_description       rod
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.306
_exptl_crystal_size_min          0.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             548.0
_exptl_absorpt_coefficient_mu    3.812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.257
_exptl_absorpt_correction_T_max  0.378
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      175(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4294
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_sigmaI/netI    0.0477
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.13
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2937
_reflns_number_gt                2403
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0430P)²+0.9399P] 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         2937
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0934
_refine_ls_wR_factor_gt          0.0888
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb1 Sb 0.68230(5) 0.12257(4) 0.13446(4) 0.02994(14) Uani 1 1 d . . .
Sb2 Sb 0.28552(5) 0.31429(4) 0.42046(4) 0.03620(15) Uani 1 1 d . . .
S1 S 0.93281(18) 0.14737(16) 0.13194(15) 0.0328(4) Uani 1 1 d . . .
Cl2 Cl 0.2831(2) 0.18188(19) 0.2311(2) 0.0608(5) Uani 1 1 d . . .
Cl1 Cl 0.7381(2) -0.08180(17) 0.29050(17) 0.0498(4) Uani 1 1 d . . .
C6 C 0.1964(7) 0.6518(6) 0.3562(6) 0.0301(13) Uani 1 1 d . . .
C2 C 0.8981(7) 0.4212(7) 0.1692(6) 0.0328(14) Uani 1 1 d . . .
H2 H 0.9844 0.3784 0.2015 0.039 Uiso 1 1 calc R . .
C3 C 0.8214(8) 0.5689(7) 0.1666(6) 0.0356(14) Uani 1 1 d . . .
H3 H 0.8555 0.6262 0.1967 0.043 Uiso 1 1 calc R . .
O1 O 0.6788(5) 0.3216(4) 0.0237(4) 0.0363(10) Uani 1 1 d . . .
S2 S 0.16059(19) 0.52385(16) 0.29889(16) 0.0328(4) Uani 1 1 d . . .
O3 O 0.5302(5) 0.2580(4) 0.3012(4) 0.0328(9) Uani 1 1 d . . .
N1 N 0.7266(6) 0.4016(5) 0.0734(4) 0.0293(11) Uani 1 1 d . . .
N2 N 0.2669(6) 0.6159(5) 0.4503(5) 0.0327(12) Uani 1 1 d . . .
O2 O 0.2979(5) 0.4860(5) 0.5055(4) 0.0420(11) Uani 1 1 d . . .
C1 C 0.8489(7) 0.3348(6) 0.1243(5) 0.0292(13) Uani 1 1 d . . .
C4 C 0.6932(8) 0.6325(7) 0.1191(6) 0.0392(15) Uani 1 1 d . . .
H4 H 0.6378 0.7329 0.1193 0.047 Uiso 1 1 calc R . .
C9 C 0.2685(9) 0.8420(8) 0.4482(8) 0.056(2) Uani 1 1 d . . .
H9 H 0.2956 0.9050 0.4782 0.067 Uiso 1 1 calc R . .
C5 C 0.6488(8) 0.5470(6) 0.0723(6) 0.0362(15) Uani 1 1 d . . .
H5 H 0.5636 0.5892 0.0389 0.043 Uiso 1 1 calc R . .
C7 C 0.1584(8) 0.7889(7) 0.3093(6) 0.0382(15) Uani 1 1 d . . .
H7 H 0.1092 0.8162 0.2457 0.046 Uiso 1 1 calc R . .
C10 C 0.3038(8) 0.7067(8) 0.4955(6) 0.0433(17) Uani 1 1 d . . .
H10 H 0.3532 0.6779 0.5589 0.052 Uiso 1 1 calc R . .
C8 C 0.1922(8) 0.8855(7) 0.3551(7) 0.0477(17) Uani 1 1 d . . .
H8 H 0.1645 0.9785 0.3244 0.057 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sb1 0.0338(2) 0.0251(2) 0.0338(2) 0.00067(17) -0.01901(19) -0.01014(18)
Sb2 0.0296(2) 0.0301(3) 0.0410(3) 0.01511(19) -0.01273(19) -0.01210(19)
S1 0.0262(8) 0.0274(8) 0.0404(9) 0.0006(7) -0.0158(7) -0.0061(6)
Cl2 0.0620(12) 0.0362(10) 0.1125(16) 0.0148(10) -0.0584(12) -0.0260(9)
Cl1 0.0747(12) 0.0337(9) 0.0548(10) 0.0163(8) -0.0384(9) -0.0276(9)
C6 0.026(3) 0.029(3) 0.030(3) 0.001(2) -0.012(3) -0.007(3)
C2 0.035(3) 0.041(4) 0.028(3) 0.004(3) -0.015(3) -0.019(3)
C3 0.044(4) 0.036(4) 0.032(3) 0.005(3) -0.014(3) -0.023(3)
O1 0.053(3) 0.034(2) 0.038(2) 0.0070(19) -0.031(2) -0.021(2)
S2 0.0366(8) 0.0261(8) 0.0400(8) 0.0080(6) -0.0223(7) -0.0127(7)
O3 0.026(2) 0.033(2) 0.035(2) -0.0078(18) -0.0115(18) -0.0086(17)
N1 0.037(3) 0.029(3) 0.025(2) 0.006(2) -0.018(2) -0.015(2)
N2 0.031(3) 0.036(3) 0.026(3) 0.001(2) -0.013(2) -0.009(2)
O2 0.045(3) 0.036(3) 0.030(2) 0.0031(19) -0.021(2) -0.001(2)
C1 0.023(3) 0.037(4) 0.023(3) 0.001(2) -0.010(2) -0.009(3)
C4 0.050(4) 0.025(3) 0.043(4) 0.005(3) -0.025(3) -0.012(3)
C9 0.055(5) 0.054(5) 0.065(5) -0.018(4) -0.024(4) -0.026(4)
C5 0.043(4) 0.030(4) 0.037(3) 0.007(3) -0.024(3) -0.011(3)
C7 0.042(4) 0.035(4) 0.041(4) 0.003(3) -0.021(3) -0.016(3)
C10 0.032(3) 0.054(5) 0.040(4) -0.014(3) -0.018(3) -0.009(3)
C8 0.058(5) 0.039(4) 0.053(4) 0.008(3) -0.026(4) -0.025(4)

_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
Sb1 O3 1.949(4) . ?
Sb1 O1 2.226(4) . ?
Sb1 S1 2.4824(16) . ?
Sb1 Cl1 2.5221(16) . ?
Sb2 O3 1.931(4) . ?
Sb2 O2 2.160(5) . ?
Sb2 S2 2.4682(15) . ?
Sb2 Cl2 2.5936(19) . ?
S1 C1 1.739(6) . ?
C6 N2 1.364(7) . ?
C6 C7 1.379(8) . ?
C6 S2 1.737(6) . ?
C2 C3 1.368(8) . ?
C2 C1 1.384(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(8) . ?
C3 H3 0.9300 . ?
O1 N1 1.350(6) . ?
N1 C5 1.346(7) . ?
N1 C1 1.361(7) . ?
N2 C10 1.337(8) . ?
N2 O2 1.351(6) . ?
C4 C5 1.353(8) . ?
C4 H4 0.9300 . ?
C9 C10 1.365(10) . ?
C9 C8 1.390(9) . ?
C9 H9 0.9300 . ?
C5 H5 0.9300 . ?
C7 C8 1.372(9) . ?
C7 H7 0.9300 . ?
C10 H10 0.9300 . ?
C8 H8 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
O3 Sb1 O1 83.93(15) . . ?
O3 Sb1 S1 88.53(12) . . ?
O1 Sb1 S1 75.68(11) . . ?
O3 Sb1 Cl1 88.73(12) . . ?
O1 Sb1 Cl1 161.65(11) . . ?
S1 Sb1 Cl1 87.37(6) . . ?
O3 Sb2 O2 84.84(16) . . ?
O3 Sb2 S2 98.73(12) . . ?
O2 Sb2 S2 77.90(11) . . ?
O3 Sb2 Cl2 87.12(12) . . ?
O2 Sb2 Cl2 155.01(11) . . ?
S2 Sb2 Cl2 80.01(6) . . ?
C1 S1 Sb1 96.38(19) . . ?
N2 C6 C7 118.0(5) . . ?
N2 C6 S2 119.2(4) . . ?
C7 C6 S2 122.8(4) . . ?
C3 C2 C1 120.7(6) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 119.7(6) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
N1 O1 Sb1 114.1(3) . . ?
C6 S2 Sb2 99.84(19) . . ?
Sb2 O3 Sb1 128.7(2) . . ?
C5 N1 O1 118.2(5) . . ?
C5 N1 C1 121.9(5) . . ?
O1 N1 C1 119.9(5) . . ?
C10 N2 O2 116.9(5) . . ?
C10 N2 C6 122.7(6) . . ?
O2 N2 C6 120.5(5) . . ?
N2 O2 Sb2 121.4(3) . . ?
N1 C1 C2 117.6(6) . . ?
N1 C1 S1 118.9(4) . . ?
C2 C1 S1 123.5(4) . . ?
C5 C4 C3 119.2(6) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C10 C9 C8 120.1(6) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
N1 C5 C4 120.7(6) . . ?
N1 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C8 C7 C6 120.9(6) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
N2 C10 C9 119.6(6) . . ?
N2 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C7 C8 C9 118.8(6) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?

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
O3 Sb1 S1 C1 -57.2(2) . . . . ?
O1 Sb1 S1 C1 26.9(2) . . . . ?
Cl1 Sb1 S1 C1 -146.03(18) . . . . ?
C1 C2 C3 C4 0.2(9) . . . . ?
O3 Sb1 O1 N1 54.4(3) . . . . ?
S1 Sb1 O1 N1 -35.6(3) . . . . ?
Cl1 Sb1 O1 N1 -12.5(6) . . . . ?
N2 C6 S2 Sb2 -3.5(4) . . . . ?
C7 C6 S2 Sb2 175.7(5) . . . . ?
O3 Sb2 S2 C6 -76.4(2) . . . . ?
O2 Sb2 S2 C6 6.3(2) . . . . ?
Cl2 Sb2 S2 C6 -161.93(19) . . . . ?
O2 Sb2 O3 Sb1 -166.9(3) . . . . ?
S2 Sb2 O3 Sb1 -90.0(2) . . . . ?
Cl2 Sb2 O3 Sb1 -10.6(2) . . . . ?
O1 Sb1 O3 Sb2 111.3(3) . . . . ?
S1 Sb1 O3 Sb2 -172.9(2) . . . . ?
Cl1 Sb1 O3 Sb2 -85.5(2) . . . . ?
Sb1 O1 N1 C5 -145.8(4) . . . . ?
Sb1 O1 N1 C1 33.5(6) . . . . ?
C7 C6 N2 C10 -1.6(8) . . . . ?
S2 C6 N2 C10 177.6(4) . . . . ?
C7 C6 N2 O2 176.4(5) . . . . ?
S2 C6 N2 O2 -4.4(7) . . . . ?
C10 N2 O2 Sb2 -169.9(4) . . . . ?
C6 N2 O2 Sb2 12.0(6) . . . . ?
O3 Sb2 O2 N2 89.6(4) . . . . ?
S2 Sb2 O2 N2 -10.5(3) . . . . ?
Cl2 Sb2 O2 N2 17.8(5) . . . . ?
C5 N1 C1 C2 -3.1(8) . . . . ?
O1 N1 C1 C2 177.6(5) . . . . ?
C5 N1 C1 S1 176.0(4) . . . . ?
O1 N1 C1 S1 -3.2(7) . . . . ?
C3 C2 C1 N1 2.2(8) . . . . ?
C3 C2 C1 S1 -176.9(4) . . . . ?
Sb1 S1 C1 N1 -23.0(4) . . . . ?
Sb1 S1 C1 C2 156.1(4) . . . . ?
C2 C3 C4 C5 -1.8(9) . . . . ?
O1 N1 C5 C4 -179.1(5) . . . . ?
C1 N1 C5 C4 1.6(9) . . . . ?
C3 C4 C5 N1 0.9(10) . . . . ?
N2 C6 C7 C8 0.6(9) . . . . ?
S2 C6 C7 C8 -178.6(5) . . . . ?
O2 N2 C10 C9 -177.2(5) . . . . ?
C6 N2 C10 C9 0.8(9) . . . . ?
C8 C9 C10 N2 1.0(10) . . . . ?
C6 C7 C8 C9 1.1(9) . . . . ?
C10 C9 C8 C7 -1.9(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         1.554
_refine_diff_density_min         -0.876
_refine_diff_density_rms         0.130
####################################################################### 
# 
# 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_sursn17m
_database_code_depnum_ccdc_archive 'CCDC 1430914'
_audit_update_record             
;
2015-10-13 deposited with the CCDC.
2016-03-17 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 N4 O4 S4 Sn'
_chemical_formula_sum            'C20 H16 N4 O4 S4 Sn'
_chemical_formula_weight         623.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   'P 42/n'
_symmetry_space_group_name_hall  '-P 4bc'

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

_cell_length_a                   9.2261(11)
_cell_length_b                   9.2261(11)
_cell_length_c                   12.741(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1084.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    953
_cell_measurement_theta_min      1.27
_cell_measurement_theta_max      25.000

_exptl_crystal_description       bolock
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.488
_exptl_crystal_size_mid          0.415
_exptl_crystal_size_min          0.367
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             620.0
_exptl_absorpt_coefficient_mu    1.602
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.462
_exptl_absorpt_correction_T_max  0.555
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5581
_diffrn_reflns_av_R_equivalents  0.0627
_diffrn_reflns_av_sigmaI/netI    0.0454
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.73
_diffrn_reflns_theta_max         24.95
_reflns_number_total             953
_reflns_number_gt                848
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0517P)²+2.3490P] 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         953
_refine_ls_number_parameters     75
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0665
_refine_ls_wR_factor_ref         0.1345
_refine_ls_wR_factor_gt          0.1297
_refine_ls_goodness_of_fit_ref   1.282
_refine_ls_restrained_S_all      1.282
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.2500 0.2500 0.2500 0.0332(4) Uani 1 4 d S . .
S1 S 0.2973(2) 0.5055(2) 0.18428(14) 0.0417(5) Uani 1 1 d . . .
O1 O 0.0970(5) 0.2938(5) 0.1027(4) 0.0400(12) Uani 1 1 d . . .
N1 N 0.1501(6) 0.3801(6) 0.0295(4) 0.0298(13) Uani 1 1 d . . .
C1 C 0.2517(8) 0.4842(7) 0.0542(5) 0.0339(16) Uani 1 1 d . . .
C3 C 0.2608(9) 0.5471(8) -0.1282(6) 0.0442(19) Uani 1 1 d . . .
H3 H 0.3003 0.6030 -0.1818 0.053 Uiso 1 1 calc R . .
C4 C 0.1561(9) 0.4443(8) -0.1502(5) 0.0434(19) Uani 1 1 d . . .
H4 H 0.1213 0.4328 -0.2182 0.052 Uiso 1 1 calc R . .
C5 C 0.1053(7) 0.3608(8) -0.0714(5) 0.0344(17) Uani 1 1 d . . .
H5 H 0.0382 0.2885 -0.0862 0.041 Uiso 1 1 calc R . .
C2 C 0.3055(9) 0.5657(8) -0.0277(6) 0.0439(19) Uani 1 1 d . . .
H2 H 0.3750 0.6360 -0.0136 0.053 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.0336(4) 0.0336(4) 0.0323(5) 0.000 0.000 0.000
S1 0.0540(12) 0.0385(11) 0.0327(10) -0.0025(8) -0.0080(9) -0.0055(9)
O1 0.039(3) 0.047(3) 0.034(3) 0.002(2) 0.000(2) -0.007(2)
N1 0.030(3) 0.034(3) 0.026(3) 0.002(2) 0.001(2) 0.000(3)
C1 0.040(4) 0.027(4) 0.035(4) -0.003(3) -0.006(3) 0.003(3)
C3 0.055(5) 0.039(4) 0.039(4) 0.019(3) 0.002(4) 0.000(4)
C4 0.058(5) 0.048(5) 0.024(4) -0.001(3) -0.007(4) 0.005(4)
C5 0.034(4) 0.037(4) 0.032(4) -0.005(3) -0.010(3) 0.002(3)
C2 0.045(5) 0.037(4) 0.049(5) 0.008(4) 0.001(4) -0.009(4)

_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 O1 2.383(5) 7_566 ?
Sn1 O1 2.383(5) . ?
Sn1 O1 2.383(5) 2 ?
Sn1 O1 2.383(5) 8_656 ?
Sn1 S1 2.540(2) 7_566 ?
Sn1 S1 2.540(2) 2 ?
Sn1 S1 2.540(2) . ?
Sn1 S1 2.540(2) 8_656 ?
S1 C1 1.721(7) . ?
O1 N1 1.321(7) . ?
N1 C5 1.361(8) . ?
N1 C1 1.379(8) . ?
C1 C2 1.379(10) . ?
C3 C2 1.356(10) . ?
C3 C4 1.383(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.350(10) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C2 H2 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
O1 Sn1 O1 128.34(15) 7_566 . ?
O1 Sn1 O1 128.34(15) 7_566 2 ?
O1 Sn1 O1 76.1(2) . 2 ?
O1 Sn1 O1 76.1(2) 7_566 8_656 ?
O1 Sn1 O1 128.34(15) . 8_656 ?
O1 Sn1 O1 128.34(15) 2 8_656 ?
O1 Sn1 S1 71.63(12) 7_566 7_566 ?
O1 Sn1 S1 147.01(13) . 7_566 ?
O1 Sn1 S1 71.37(13) 2 7_566 ?
O1 Sn1 S1 78.22(13) 8_656 7_566 ?
O1 Sn1 S1 147.01(13) 7_566 2 ?
O1 Sn1 S1 78.22(13) . 2 ?
O1 Sn1 S1 71.63(12) 2 2 ?
O1 Sn1 S1 71.37(13) 8_656 2 ?
S1 Sn1 S1 96.24(2) 7_566 2 ?
O1 Sn1 S1 71.37(13) 7_566 . ?
O1 Sn1 S1 71.63(12) . . ?
O1 Sn1 S1 78.22(13) 2 . ?
O1 Sn1 S1 147.01(13) 8_656 . ?
S1 Sn1 S1 96.24(2) 7_566 . ?
S1 Sn1 S1 141.50(8) 2 . ?
O1 Sn1 S1 78.22(13) 7_566 8_656 ?
O1 Sn1 S1 71.37(13) . 8_656 ?
O1 Sn1 S1 147.01(13) 2 8_656 ?
O1 Sn1 S1 71.63(12) 8_656 8_656 ?
S1 Sn1 S1 141.50(8) 7_566 8_656 ?
S1 Sn1 S1 96.24(2) 2 8_656 ?
S1 Sn1 S1 96.24(2) . 8_656 ?
C1 S1 Sn1 99.7(2) . . ?
N1 O1 Sn1 116.0(4) . . ?
O1 N1 C5 118.4(6) . . ?
O1 N1 C1 120.7(5) . . ?
C5 N1 C1 120.9(6) . . ?
N1 C1 C2 116.8(6) . . ?
N1 C1 S1 117.8(5) . . ?
C2 C1 S1 125.4(6) . . ?
C2 C3 C4 119.4(7) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 118.9(7) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 N1 121.5(7) . . ?
C4 C5 H5 119.2 . . ?
N1 C5 H5 119.2 . . ?
C3 C2 C1 122.5(7) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?

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
O1 Sn1 S1 C1 -170.7(3) 7_566 . . . ?
O1 Sn1 S1 C1 -27.4(3) . . . . ?
O1 Sn1 S1 C1 51.7(3) 2 . . . ?
O1 Sn1 S1 C1 -160.9(3) 8_656 . . . ?
S1 Sn1 S1 C1 121.1(3) 7_566 . . . ?
S1 Sn1 S1 C1 12.9(2) 2 . . . ?
S1 Sn1 S1 C1 -95.4(2) 8_656 . . . ?
O1 Sn1 O1 N1 78.9(3) 7_566 . . . ?
O1 Sn1 O1 N1 -49.4(4) 2 . . . ?
O1 Sn1 O1 N1 -177.6(4) 8_656 . . . ?
S1 Sn1 O1 N1 -39.8(5) 7_566 . . . ?
S1 Sn1 O1 N1 -123.1(4) 2 . . . ?
S1 Sn1 O1 N1 32.6(4) . . . . ?
S1 Sn1 O1 N1 136.1(4) 8_656 . . . ?
Sn1 O1 N1 C5 151.1(5) . . . . ?
Sn1 O1 N1 C1 -26.9(7) . . . . ?
O1 N1 C1 C2 177.5(6) . . . . ?
C5 N1 C1 C2 -0.5(10) . . . . ?
O1 N1 C1 S1 -4.3(8) . . . . ?
C5 N1 C1 S1 177.7(5) . . . . ?
Sn1 S1 C1 N1 28.4(6) . . . . ?
Sn1 S1 C1 C2 -153.5(6) . . . . ?
C2 C3 C4 C5 -2.6(12) . . . . ?
C3 C4 C5 N1 2.9(11) . . . . ?
O1 N1 C5 C4 -179.4(6) . . . . ?
C1 N1 C5 C4 -1.4(10) . . . . ?
C4 C3 C2 C1 0.8(12) . . . . ?
N1 C1 C2 C3 0.7(11) . . . . ?
S1 C1 C2 C3 -177.4(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.95
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.844
_refine_diff_density_min         -0.965
_refine_diff_density_rms         0.118
####################################################################### 
# 
# 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_sursn18m
_database_code_depnum_ccdc_archive 'CCDC 1430915'
_audit_update_record             
;
2015-10-13 deposited with the CCDC.
2016-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H4 Cl Ge N O S'
_chemical_formula_sum            'C5 H4 Cl Ge N O S'
_chemical_formula_weight         234.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_hall  '-P 2ybc'

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

_cell_length_a                   6.4885(19)
_cell_length_b                   13.237(4)
_cell_length_c                   9.119(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.608(5)
_cell_angle_gamma                90.00
_cell_volume                     764.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1347
_cell_measurement_theta_min      1.27
_cell_measurement_theta_max      25.000

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.476
_exptl_crystal_size_mid          0.402
_exptl_crystal_size_min          0.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.035
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456.0
_exptl_absorpt_coefficient_mu    4.554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.132
_exptl_absorpt_correction_T_max  0.200
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3888
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0528
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.76
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1347
_reflns_number_gt                1266
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0455P)²+6.7757P] 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         1342
_refine_ls_number_parameters     91
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0546
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1348
_refine_ls_wR_factor_gt          0.1327
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_restrained_S_all      1.140
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.57109(10) 0.12799(5) 0.36286(8) 0.0168(3) Uani 1 1 d . . .
S1 S 0.2310(3) 0.07501(14) 0.4089(2) 0.0266(5) Uani 1 1 d . . .
Cl1 Cl 0.4333(3) 0.25408(14) 0.1722(2) 0.0327(5) Uani 1 1 d . . .
O1 O 0.5063(8) 0.0165(4) 0.2079(6) 0.0283(12) Uani 1 1 d . . .
N1 N 0.3158(9) -0.0301(4) 0.1780(6) 0.0227(13) Uani 1 1 d . . .
C5 C 0.2792(12) -0.0953(6) 0.0614(8) 0.0272(16) Uani 1 1 d . . .
H5 H 0.3798 -0.1038 0.0037 0.033 Uiso 1 1 calc R . .
C1 C 0.1752(11) -0.0139(5) 0.2658(8) 0.0247(15) Uani 1 1 d . . .
C3 C -0.0500(12) -0.1373(6) 0.1177(9) 0.0314(18) Uani 1 1 d . . .
H3 H -0.1742 -0.1749 0.0982 0.038 Uiso 1 1 calc R . .
C2 C -0.0111(12) -0.0710(6) 0.2350(9) 0.0302(17) Uani 1 1 d . . .
H2 H -0.1091 -0.0636 0.2949 0.036 Uiso 1 1 calc R . .
C4 C 0.0949(13) -0.1491(5) 0.0276(9) 0.0316(17) Uani 1 1 d . . .
H4 H 0.0673 -0.1927 -0.0543 0.038 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ge1 0.0205(4) 0.0129(4) 0.0184(4) 0.0026(3) 0.0076(3) 0.0008(3)
S1 0.0307(10) 0.0273(10) 0.0248(10) -0.0022(7) 0.0125(8) 0.0007(7)
Cl1 0.0387(10) 0.0293(10) 0.0275(10) 0.0007(7) 0.0015(8) 0.0013(8)
O1 0.024(2) 0.025(3) 0.037(3) -0.003(2) 0.010(2) -0.004(2)
N1 0.022(3) 0.025(3) 0.022(3) 0.001(2) 0.007(2) 0.000(2)
C5 0.038(4) 0.028(4) 0.018(4) -0.002(3) 0.011(3) 0.004(3)
C1 0.028(4) 0.028(4) 0.019(4) 0.001(3) 0.009(3) 0.005(3)
C3 0.024(4) 0.031(4) 0.040(5) 0.001(3) 0.007(3) -0.004(3)
C2 0.027(4) 0.031(4) 0.035(4) 0.006(3) 0.011(3) 0.000(3)
C4 0.040(4) 0.024(4) 0.029(4) -0.002(3) 0.004(3) -0.002(3)

_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
Ge1 O1 2.023(5) . ?
Ge1 Cl1 2.435(2) . ?
Ge1 S1 2.437(2) . ?
S1 C1 1.736(7) . ?
O1 N1 1.354(7) . ?
N1 C5 1.350(9) . ?
N1 C1 1.356(9) . ?
C5 C4 1.368(11) . ?
C5 H5 0.9300 . ?
C1 C2 1.401(11) . ?
C3 C2 1.364(11) . ?
C3 C4 1.386(12) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C4 H4 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
O1 Ge1 Cl1 90.78(16) . . ?
O1 Ge1 S1 81.51(15) . . ?
Cl1 Ge1 S1 96.60(7) . . ?
C1 S1 Ge1 96.6(2) . . ?
N1 O1 Ge1 120.9(4) . . ?
C5 N1 O1 116.5(6) . . ?
C5 N1 C1 122.7(6) . . ?
O1 N1 C1 120.8(6) . . ?
N1 C5 C4 120.3(7) . . ?
N1 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
N1 C1 C2 117.3(7) . . ?
N1 C1 S1 119.6(5) . . ?
C2 C1 S1 123.1(6) . . ?
C2 C3 C4 120.2(7) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C2 C1 120.6(7) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C5 C4 C3 118.8(7) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?

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
O1 Ge1 S1 C1 -3.8(3) . . . . ?
Cl1 Ge1 S1 C1 86.0(2) . . . . ?
Cl1 Ge1 O1 N1 -88.9(4) . . . . ?
S1 Ge1 O1 N1 7.6(4) . . . . ?
Ge1 O1 N1 C5 172.8(5) . . . . ?
Ge1 O1 N1 C1 -9.9(8) . . . . ?
O1 N1 C5 C4 177.0(6) . . . . ?
C1 N1 C5 C4 -0.3(11) . . . . ?
C5 N1 C1 C2 2.3(10) . . . . ?
O1 N1 C1 C2 -174.9(6) . . . . ?
C5 N1 C1 S1 -177.5(5) . . . . ?
O1 N1 C1 S1 5.3(9) . . . . ?
Ge1 S1 C1 N1 0.6(6) . . . . ?
Ge1 S1 C1 C2 -179.2(6) . . . . ?
C4 C3 C2 C1 0.0(12) . . . . ?
N1 C1 C2 C3 -2.1(11) . . . . ?
S1 C1 C2 C3 177.7(6) . . . . ?
N1 C5 C4 C3 -1.8(11) . . . . ?
C2 C3 C4 C5 2.0(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.203
_refine_diff_density_min         -0.823
_refine_diff_density_rms         0.163
####################################################################### 
# 
# 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_sursn35m
_database_code_depnum_ccdc_archive 'CCDC 1430916'
_audit_update_record             
;
2015-10-13 deposited with the CCDC.
2016-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H20 Cl2 In N O3 S'
_chemical_formula_sum            'C13 H20 Cl2 In N O3 S'
_chemical_formula_weight         456.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_hall  '-P 2ybc'

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

_cell_length_a                   12.6099(16)
_cell_length_b                   9.8845(13)
_cell_length_c                   14.1146(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.243(2)
_cell_angle_gamma                90.00
_cell_volume                     1736.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4665
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      28.14

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.513
_exptl_crystal_size_mid          0.391
_exptl_crystal_size_min          0.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.745
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912.0
_exptl_absorpt_coefficient_mu    1.796
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.435
_exptl_absorpt_correction_T_max  0.561
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8580
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0309
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.63
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3058
_reflns_number_gt                2782
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0223P)²+2.0067P] 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         3058
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0242
_refine_ls_wR_factor_ref         0.0576
_refine_ls_wR_factor_gt          0.0560
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.264336(15) 0.607535(19) 0.107285(13) 0.01661(8) Uani 1 1 d . . .
Cl2 Cl 0.39779(5) 0.48161(7) 0.21415(5) 0.02311(16) Uani 1 1 d . . .
S1 S 0.12785(6) 0.77816(7) 0.02974(5) 0.02240(17) Uani 1 1 d . . .
Cl1 Cl 0.23493(6) 0.45360(7) -0.02842(5) 0.02289(16) Uani 1 1 d . . .
O1 O 0.27788(16) 0.7670(2) 0.21459(13) 0.0228(4) Uani 1 1 d . . .
O3 O 0.39332(15) 0.7227(2) 0.04678(13) 0.0248(5) Uani 1 1 d . . .
O2 O 0.14084(15) 0.4995(2) 0.18142(13) 0.0251(5) Uani 1 1 d . . .
C1 C 0.1859(2) 0.9139(3) 0.09587(19) 0.0188(6) Uani 1 1 d . . .
C10 C 0.3829(2) 0.7804(3) -0.0494(2) 0.0275(7) Uani 1 1 d . . .
H10A H 0.3482 0.8682 -0.0519 0.033 Uiso 1 1 calc R . .
H10B H 0.3413 0.7213 -0.0962 0.033 Uiso 1 1 calc R . .
C13 C 0.5599(2) 0.8188(3) 0.0302(2) 0.0309(7) Uani 1 1 d . . .
H13A H 0.6351 0.7954 0.0330 0.037 Uiso 1 1 calc R . .
H13B H 0.5544 0.9125 0.0492 0.037 Uiso 1 1 calc R . .
C6 C 0.0310(2) 0.4714(4) 0.1358(2) 0.0296(7) Uani 1 1 d . . .
H6A H 0.0304 0.4151 0.0795 0.036 Uiso 1 1 calc R . .
H6B H -0.0070 0.5549 0.1168 0.036 Uiso 1 1 calc R . .
C8 C -0.0196(3) 0.3993(5) 0.2098(3) 0.0651(15) Uani 1 1 d . . .
H8A H -0.0838 0.4469 0.2208 0.078 Uiso 1 1 calc R . .
H8B H -0.0398 0.3084 0.1882 0.078 Uiso 1 1 calc R . .
C11 C 0.5057(2) 0.7260(3) 0.0919(2) 0.0273(7) Uani 1 1 d . . .
H11A H 0.5370 0.6362 0.0937 0.033 Uiso 1 1 calc R . .
H11B H 0.5126 0.7606 0.1569 0.033 Uiso 1 1 calc R . .
C7 C 0.1483(3) 0.4796(4) 0.2841(2) 0.0331(8) Uani 1 1 d . . .
H7A H 0.1449 0.5655 0.3167 0.040 Uiso 1 1 calc R . .
H7B H 0.2149 0.4346 0.3102 0.040 Uiso 1 1 calc R . .
C12 C 0.4969(3) 0.7931(4) -0.0685(2) 0.0354(8) Uani 1 1 d . . .
H12A H 0.5040 0.8680 -0.1114 0.042 Uiso 1 1 calc R . .
H12B H 0.5203 0.7105 -0.0959 0.042 Uiso 1 1 calc R . .
C9 C 0.0551(4) 0.3943(7) 0.2950(3) 0.090(2) Uani 1 1 d . . .
H9A H 0.0783 0.3017 0.3084 0.108 Uiso 1 1 calc R . .
H9B H 0.0222 0.4267 0.3483 0.108 Uiso 1 1 calc R . .
N1 N 0.25535(18) 0.8923(2) 0.17973(16) 0.0183(5) Uani 1 1 d . . .
C5 C 0.3055(2) 0.9959(3) 0.2322(2) 0.0232(6) Uani 1 1 d . . .
H5 H 0.3539 0.9772 0.2876 0.028 Uiso 1 1 calc R . .
C4 C 0.2856(2) 1.1269(3) 0.2047(2) 0.0267(7) Uani 1 1 d . . .
H4 H 0.3191 1.1973 0.2418 0.032 Uiso 1 1 calc R . .
C2 C 0.1663(2) 1.0481(3) 0.0683(2) 0.0249(6) Uani 1 1 d . . .
H2 H 0.1187 1.0664 0.0124 0.030 Uiso 1 1 calc R . .
C3 C 0.2151(2) 1.1541(3) 0.1211(2) 0.0286(7) Uani 1 1 d . . .
H3 H 0.2010 1.2428 0.1011 0.034 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
In1 0.01789(12) 0.01486(12) 0.01692(12) 0.00009(8) 0.00233(8) -0.00039(8)
Cl2 0.0234(4) 0.0212(4) 0.0238(4) 0.0041(3) 0.0011(3) 0.0022(3)
S1 0.0227(4) 0.0208(4) 0.0220(4) -0.0029(3) -0.0016(3) 0.0033(3)
Cl1 0.0289(4) 0.0194(4) 0.0200(3) -0.0032(3) 0.0030(3) 0.0008(3)
O1 0.0333(11) 0.0152(10) 0.0185(10) 0.0011(8) 0.0003(8) 0.0024(9)
O3 0.0220(10) 0.0322(13) 0.0193(10) 0.0064(9) 0.0003(8) -0.0066(9)
O2 0.0227(10) 0.0339(12) 0.0183(10) 0.0021(9) 0.0023(8) -0.0086(9)
C1 0.0165(14) 0.0213(15) 0.0190(14) 0.0004(12) 0.0040(11) 0.0034(11)
C10 0.0376(18) 0.0267(18) 0.0175(15) 0.0045(13) 0.0026(13) -0.0042(14)
C13 0.0214(15) 0.0235(17) 0.049(2) 0.0064(15) 0.0101(14) 0.0000(13)
C6 0.0198(15) 0.042(2) 0.0259(16) 0.0019(14) 0.0012(12) -0.0053(14)
C8 0.048(2) 0.114(4) 0.031(2) 0.017(2) -0.0007(18) -0.049(3)
C11 0.0206(15) 0.0300(18) 0.0304(17) 0.0038(14) 0.0017(12) -0.0022(13)
C7 0.0313(17) 0.053(2) 0.0155(15) -0.0004(15) 0.0039(13) -0.0067(16)
C12 0.044(2) 0.0325(19) 0.0345(18) 0.0094(15) 0.0204(16) 0.0086(15)
C9 0.053(3) 0.177(6) 0.037(2) 0.032(3) 0.002(2) -0.061(3)
N1 0.0214(12) 0.0155(12) 0.0184(12) 0.0018(9) 0.0047(9) 0.0025(9)
C5 0.0233(15) 0.0228(16) 0.0231(15) -0.0032(12) 0.0029(12) -0.0038(12)
C4 0.0288(16) 0.0210(17) 0.0304(17) -0.0036(13) 0.0054(13) -0.0046(13)
C2 0.0296(16) 0.0219(16) 0.0229(16) 0.0031(13) 0.0032(13) 0.0040(13)
C3 0.0352(18) 0.0159(16) 0.0360(18) 0.0037(13) 0.0094(14) 0.0040(13)

_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
In1 O1 2.1736(19) . ?
In1 O3 2.2621(19) . ?
In1 O2 2.2770(19) . ?
In1 Cl2 2.4168(7) . ?
In1 Cl1 2.4276(7) . ?
In1 S1 2.5297(7) . ?
S1 C1 1.728(3) . ?
O1 N1 1.346(3) . ?
O3 C11 1.458(3) . ?
O3 C10 1.459(3) . ?
O2 C7 1.451(3) . ?
O2 C6 1.457(3) . ?
C1 N1 1.371(4) . ?
C1 C2 1.393(4) . ?
C10 C12 1.509(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C13 C11 1.502(4) . ?
C13 C12 1.510(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C6 C8 1.490(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 C9 1.404(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C7 C9 1.474(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
N1 C5 1.358(4) . ?
C5 C4 1.364(4) . ?
C5 H5 0.9300 . ?
C4 C3 1.385(4) . ?
C4 H4 0.9300 . ?
C2 C3 1.373(4) . ?
C2 H2 0.9300 . ?
C3 H3 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
O1 In1 O3 85.26(7) . . ?
O1 In1 O2 90.17(7) . . ?
O3 In1 O2 174.81(7) . . ?
O1 In1 Cl2 88.26(5) . . ?
O3 In1 Cl2 91.38(5) . . ?
O2 In1 Cl2 86.02(5) . . ?
O1 In1 Cl1 171.59(5) . . ?
O3 In1 Cl1 92.61(5) . . ?
O2 In1 Cl1 92.26(5) . . ?
Cl2 In1 Cl1 99.93(3) . . ?
O1 In1 S1 77.87(5) . . ?
O3 In1 S1 88.95(5) . . ?
O2 In1 S1 92.50(6) . . ?
Cl2 In1 S1 166.06(2) . . ?
Cl1 In1 S1 93.98(2) . . ?
C1 S1 In1 94.82(10) . . ?
N1 O1 In1 115.10(14) . . ?
C11 O3 C10 109.5(2) . . ?
C11 O3 In1 123.65(16) . . ?
C10 O3 In1 125.82(16) . . ?
C7 O2 C6 108.6(2) . . ?
C7 O2 In1 125.69(17) . . ?
C6 O2 In1 123.93(16) . . ?
N1 C1 C2 116.7(3) . . ?
N1 C1 S1 120.1(2) . . ?
C2 C1 S1 123.2(2) . . ?
O3 C10 C12 104.6(2) . . ?
O3 C10 H10A 110.8 . . ?
C12 C10 H10A 110.8 . . ?
O3 C10 H10B 110.8 . . ?
C12 C10 H10B 110.8 . . ?
H10A C10 H10B 108.9 . . ?
C11 C13 C12 102.2(3) . . ?
C11 C13 H13A 111.3 . . ?
C12 C13 H13A 111.3 . . ?
C11 C13 H13B 111.3 . . ?
C12 C13 H13B 111.3 . . ?
H13A C13 H13B 109.2 . . ?
O2 C6 C8 105.4(3) . . ?
O2 C6 H6A 110.7 . . ?
C8 C6 H6A 110.7 . . ?
O2 C6 H6B 110.7 . . ?
C8 C6 H6B 110.7 . . ?
H6A C6 H6B 108.8 . . ?
C9 C8 C6 108.2(3) . . ?
C9 C8 H8A 110.1 . . ?
C6 C8 H8A 110.1 . . ?
C9 C8 H8B 110.1 . . ?
C6 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
O3 C11 C13 105.2(2) . . ?
O3 C11 H11A 110.7 . . ?
C13 C11 H11A 110.7 . . ?
O3 C11 H11B 110.7 . . ?
C13 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
O2 C7 C9 104.9(3) . . ?
O2 C7 H7A 110.8 . . ?
C9 C7 H7A 110.8 . . ?
O2 C7 H7B 110.8 . . ?
C9 C7 H7B 110.8 . . ?
H7A C7 H7B 108.8 . . ?
C10 C12 C13 103.0(2) . . ?
C10 C12 H12A 111.2 . . ?
C13 C12 H12A 111.2 . . ?
C10 C12 H12B 111.2 . . ?
C13 C12 H12B 111.2 . . ?
H12A C12 H12B 109.1 . . ?
C8 C9 C7 109.1(3) . . ?
C8 C9 H9A 109.9 . . ?
C7 C9 H9A 109.9 . . ?
C8 C9 H9B 109.9 . . ?
C7 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
O1 N1 C5 116.2(2) . . ?
O1 N1 C1 121.8(2) . . ?
C5 N1 C1 122.0(2) . . ?
N1 C5 C4 120.8(3) . . ?
N1 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C3 C2 C1 122.1(3) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C2 C3 C4 119.0(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?

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
O1 In1 S1 C1 22.42(11) . . . . ?
O3 In1 S1 C1 -62.95(10) . . . . ?
O2 In1 S1 C1 112.06(11) . . . . ?
Cl2 In1 S1 C1 28.52(15) . . . . ?
Cl1 In1 S1 C1 -155.50(9) . . . . ?
O3 In1 O1 N1 60.55(17) . . . . ?
O2 In1 O1 N1 -121.91(17) . . . . ?
Cl2 In1 O1 N1 152.08(16) . . . . ?
Cl1 In1 O1 N1 -15.1(5) . . . . ?
S1 In1 O1 N1 -29.39(15) . . . . ?
O1 In1 O3 C11 73.4(2) . . . . ?
O2 In1 O3 C11 45.1(9) . . . . ?
Cl2 In1 O3 C11 -14.7(2) . . . . ?
Cl1 In1 O3 C11 -114.7(2) . . . . ?
S1 In1 O3 C11 151.3(2) . . . . ?
O1 In1 O3 C10 -119.6(2) . . . . ?
O2 In1 O3 C10 -147.9(8) . . . . ?
Cl2 In1 O3 C10 152.3(2) . . . . ?
Cl1 In1 O3 C10 52.3(2) . . . . ?
S1 In1 O3 C10 -41.7(2) . . . . ?
O1 In1 O2 C7 -43.9(2) . . . . ?
O3 In1 O2 C7 -15.7(9) . . . . ?
Cl2 In1 O2 C7 44.3(2) . . . . ?
Cl1 In1 O2 C7 144.1(2) . . . . ?
S1 In1 O2 C7 -121.8(2) . . . . ?
O1 In1 O2 C6 119.4(2) . . . . ?
O3 In1 O2 C6 147.6(8) . . . . ?
Cl2 In1 O2 C6 -152.4(2) . . . . ?
Cl1 In1 O2 C6 -52.6(2) . . . . ?
S1 In1 O2 C6 41.5(2) . . . . ?
In1 S1 C1 N1 -19.0(2) . . . . ?
In1 S1 C1 C2 160.8(2) . . . . ?
C11 O3 C10 C12 11.1(3) . . . . ?
In1 O3 C10 C12 -157.4(2) . . . . ?
C7 O2 C6 C8 -14.7(4) . . . . ?
In1 O2 C6 C8 179.6(3) . . . . ?
O2 C6 C8 C9 3.6(5) . . . . ?
C10 O3 C11 C13 13.8(3) . . . . ?
In1 O3 C11 C13 -177.35(18) . . . . ?
C12 C13 C11 O3 -32.9(3) . . . . ?
C6 O2 C7 C9 19.7(4) . . . . ?
In1 O2 C7 C9 -174.9(3) . . . . ?
O3 C10 C12 C13 -31.4(3) . . . . ?
C11 C13 C12 C10 39.4(3) . . . . ?
C6 C8 C9 C7 8.7(6) . . . . ?
O2 C7 C9 C8 -17.5(6) . . . . ?
In1 O1 N1 C5 -151.89(18) . . . . ?
In1 O1 N1 C1 28.0(3) . . . . ?
C2 C1 N1 O1 178.2(2) . . . . ?
S1 C1 N1 O1 -2.1(3) . . . . ?
C2 C1 N1 C5 -2.0(4) . . . . ?
S1 C1 N1 C5 177.8(2) . . . . ?
O1 N1 C5 C4 -178.0(2) . . . . ?
C1 N1 C5 C4 2.2(4) . . . . ?
N1 C5 C4 C3 -1.4(4) . . . . ?
N1 C1 C2 C3 1.1(4) . . . . ?
S1 C1 C2 C3 -178.7(2) . . . . ?
C1 C2 C3 C4 -0.3(5) . . . . ?
C5 C4 C3 C2 0.4(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.434
_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_sursn36m
_database_code_depnum_ccdc_archive 'CCDC 1430917'
_audit_update_record             
;
2015-10-13 deposited with the CCDC.
2016-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H4 Cl N O S Sn'
_chemical_formula_sum            'C5 H4 Cl N O S Sn'
_chemical_formula_weight         280.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.9142(14)
_cell_length_b                   7.4252(18)
_cell_length_c                   9.479(2)
_cell_angle_alpha                79.270(4)
_cell_angle_beta                 72.376(4)
_cell_angle_gamma                82.595(5)
_cell_volume                     388.62(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    952
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      28.09

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.449
_exptl_crystal_size_mid          0.357
_exptl_crystal_size_min          0.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             264.0
_exptl_absorpt_coefficient_mu    3.825
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.212
_exptl_absorpt_correction_T_max  0.349
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            1936
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_sigmaI/netI    0.0453
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         24.98
_reflns_number_total             1360
_reflns_number_gt                1195
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0451P)²+0.0950P] 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         1360
_refine_ls_number_parameters     91
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0833
_refine_ls_wR_factor_gt          0.0814
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.21911(7) 0.22237(6) 0.92754(4) 0.02330(17) Uani 1 1 d . . .
S1 S -0.1903(2) 0.3764(2) 0.92446(16) 0.0248(4) Uani 1 1 d . . .
Cl1 Cl 0.1777(3) -0.0371(2) 0.79411(17) 0.0303(4) Uani 1 1 d . . .
N1 N 0.1240(8) 0.5307(6) 0.6749(5) 0.0212(11) Uani 1 1 d . . .
O1 O 0.2963(7) 0.4129(6) 0.7170(4) 0.0269(9) Uani 1 1 d . . .
C1 C -0.1061(9) 0.5313(8) 0.7614(6) 0.0202(12) Uani 1 1 d . . .
C5 C 0.1930(10) 0.6469(9) 0.5440(6) 0.0246(13) Uani 1 1 d . . .
H5 H 0.3527 0.6433 0.4889 0.030 Uiso 1 1 calc R . .
C4 C 0.0364(11) 0.7669(8) 0.4921(7) 0.0254(13) Uani 1 1 d . . .
H4 H 0.0848 0.8427 0.4002 0.031 Uiso 1 1 calc R . .
C3 C -0.2003(10) 0.7757(8) 0.5786(7) 0.0281(14) Uani 1 1 d . . .
H3 H -0.3107 0.8607 0.5458 0.034 Uiso 1 1 calc R . .
C2 C -0.2714(10) 0.6602(8) 0.7112(7) 0.0242(13) Uani 1 1 d . . .
H2 H -0.4299 0.6670 0.7684 0.029 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.0215(3) 0.0268(3) 0.0227(3) -0.00563(17) -0.00695(17) -0.00184(17)
S1 0.0192(8) 0.0278(9) 0.0242(8) -0.0029(6) -0.0017(6) -0.0035(6)
Cl1 0.0401(9) 0.0265(9) 0.0251(8) -0.0075(6) -0.0091(7) -0.0012(7)
N1 0.022(3) 0.017(3) 0.025(3) -0.007(2) -0.005(2) -0.004(2)
O1 0.022(2) 0.027(2) 0.026(2) -0.0027(18) 0.0005(17) -0.0013(18)
C1 0.018(3) 0.023(3) 0.019(3) -0.008(2) 0.000(2) -0.005(2)
C5 0.023(3) 0.033(4) 0.017(3) -0.007(3) -0.001(2) -0.008(3)
C4 0.030(3) 0.025(3) 0.022(3) -0.005(3) -0.007(3) -0.006(3)
C3 0.031(4) 0.024(3) 0.035(4) -0.012(3) -0.015(3) 0.005(3)
C2 0.018(3) 0.029(3) 0.027(3) -0.011(3) -0.006(2) 0.002(2)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 O1 2.181(4) . ?
Sn1 S1 2.5472(16) . ?
Sn1 Cl1 2.5665(16) . ?
S1 C1 1.726(6) . ?
N1 C5 1.355(8) . ?
N1 C1 1.360(7) . ?
N1 O1 1.360(6) . ?
C1 C2 1.404(8) . ?
C5 C4 1.339(9) . ?
C5 H5 0.9300 . ?
C4 C3 1.392(8) . ?
C4 H4 0.9300 . ?
C3 C2 1.365(8) . ?
C3 H3 0.9300 . ?
C2 H2 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
O1 Sn1 S1 77.28(11) . . ?
O1 Sn1 Cl1 91.18(12) . . ?
S1 Sn1 Cl1 92.97(5) . . ?
C1 S1 Sn1 98.68(19) . . ?
C5 N1 C1 122.0(5) . . ?
C5 N1 O1 116.9(5) . . ?
C1 N1 O1 121.0(5) . . ?
N1 O1 Sn1 121.9(3) . . ?
N1 C1 C2 117.3(5) . . ?
N1 C1 S1 121.0(4) . . ?
C2 C1 S1 121.8(4) . . ?
C4 C5 N1 121.5(5) . . ?
C4 C5 H5 119.3 . . ?
N1 C5 H5 119.3 . . ?
C5 C4 C3 118.6(6) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C2 C3 C4 120.4(6) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C2 C1 120.2(5) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?

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
O1 Sn1 S1 C1 -3.4(2) . . . . ?
Cl1 Sn1 S1 C1 -93.92(19) . . . . ?
C5 N1 O1 Sn1 178.1(4) . . . . ?
C1 N1 O1 Sn1 -1.6(6) . . . . ?
S1 Sn1 O1 N1 3.2(3) . . . . ?
Cl1 Sn1 O1 N1 96.0(4) . . . . ?
C5 N1 C1 C2 -1.1(8) . . . . ?
O1 N1 C1 C2 178.6(5) . . . . ?
C5 N1 C1 S1 177.8(4) . . . . ?
O1 N1 C1 S1 -2.5(7) . . . . ?
Sn1 S1 C1 N1 4.3(5) . . . . ?
Sn1 S1 C1 C2 -176.9(4) . . . . ?
C1 N1 C5 C4 -1.0(9) . . . . ?
O1 N1 C5 C4 179.4(5) . . . . ?
N1 C5 C4 C3 2.5(9) . . . . ?
C5 C4 C3 C2 -2.0(9) . . . . ?
C4 C3 C2 C1 -0.1(9) . . . . ?
N1 C1 C2 C3 1.6(8) . . . . ?
S1 C1 C2 C3 -177.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         1.132
_refine_diff_density_min         -0.913
_refine_diff_density_rms         0.162
