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

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

data_t
_audit_block_doi                 10.5517/ccdc.csd.cc216s68
_database_code_depnum_ccdc_archive 'CCDC 1883349'
loop_
_audit_author_name
_audit_author_address
'2(C8 H11 F N), Br6 Sn'
;Nanchang University
China
;
_audit_update_record             
;
2018-12-05 deposited with the CCDC.	2020-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C8 H11 F N), Br6 Sn'
_chemical_formula_sum            'C16 H22 Br6 F2 N2 Sn'
_chemical_formula_weight         878.47

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   7.3780(12)
_cell_length_b                   8.3356(14)
_cell_length_c                   11.1835(18)
_cell_angle_alpha                92.525(2)
_cell_angle_beta                 93.756(2)
_cell_angle_gamma                112.471(2)
_cell_volume                     632.42(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2017
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      26.65

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             410.0
_exptl_absorpt_coefficient_mu    10.507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.090
_exptl_absorpt_correction_T_max  0.122
_exptl_absorpt_process_details   'SADABS, v2.10 (Sheldrick, G.M., 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            5096
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0487
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         27.52
_reflns_number_total             2707
_reflns_number_gt                2137
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2707
_refine_ls_number_parameters     125
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.1287
_refine_ls_wR_factor_gt          0.1083
_refine_ls_goodness_of_fit_ref   0.892
_refine_ls_restrained_S_all      0.892
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.001

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 0.0000 1.0000 1.5000 0.03120(18) Uani 1 2 d S . .
Br2 Br 0.22622(9) 0.86073(8) 1.40986(5) 0.0422(2) Uani 1 1 d . . .
Br3 Br 0.27795(10) 1.16542(8) 1.66884(6) 0.0471(2) Uani 1 1 d . . .
Br1 Br 0.13300(10) 1.26587(9) 1.36524(6) 0.0474(2) Uani 1 1 d . . .
N1 N 0.6113(9) 1.2010(7) 1.3039(5) 0.0463(13) Uani 1 1 d . . .
H1A H 0.7170 1.1722 1.3120 0.056 Uiso 1 1 calc R . .
H1B H 0.5298 1.1466 1.3589 0.056 Uiso 1 1 calc R . .
C3 C 0.6399(9) 1.2060(8) 1.0827(5) 0.0380(13) Uani 1 1 d . . .
C8 C 0.5941(11) 1.3073(9) 0.9991(7) 0.0556(18) Uani 1 1 d . . .
H8 H 0.4854 1.3364 1.0063 0.067 Uiso 1 1 calc R . .
C2 C 0.5085(10) 1.1352(8) 1.1822(6) 0.0453(15) Uani 1 1 d . . .
H2A H 0.3954 1.1673 1.1725 0.054 Uiso 1 1 calc R . .
H2B H 0.4606 1.0091 1.1753 0.054 Uiso 1 1 calc R . .
C6 C 0.8759(16) 1.3268(12) 0.8984(7) 0.090(4) Uani 1 1 d . . .
H6 H 0.9581 1.3702 0.8379 0.108 Uiso 1 1 calc R . .
C1 C 0.6777(11) 1.3925(8) 1.3308(7) 0.0547(18) Uani 1 1 d . . .
H1C H 0.7730 1.4522 1.2768 0.082 Uiso 1 1 calc R . .
H1D H 0.7361 1.4232 1.4121 0.082 Uiso 1 1 calc R . .
H1E H 0.5667 1.4256 1.3208 0.082 Uiso 1 1 calc R . .
C5 C 0.9174(11) 1.2276(13) 0.9789(8) 0.072(3) Uani 1 1 d . . .
F1 F 1.0836(10) 1.1900(11) 0.9765(8) 0.143(3) Uani 1 1 d . . .
C7 C 0.7090(15) 1.3632(11) 0.9070(7) 0.075(3) Uani 1 1 d . . .
H7 H 0.6751 1.4264 0.8494 0.089 Uiso 1 1 calc R . .
C4 C 0.8027(10) 1.1664(10) 1.0704(6) 0.0507(16) Uani 1 1 d . . .
H4 H 0.8344 1.0978 1.1247 0.061 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 0.0299(3) 0.0360(3) 0.0267(3) 0.0002(2) 0.0029(2) 0.0119(2)
Br2 0.0451(4) 0.0514(4) 0.0362(4) 0.0005(3) 0.0106(3) 0.0246(3)
Br3 0.0481(4) 0.0400(4) 0.0496(4) -0.0086(3) -0.0152(3) 0.0175(3)
Br1 0.0462(4) 0.0505(4) 0.0458(4) 0.0142(3) 0.0124(3) 0.0167(3)
N1 0.065(4) 0.039(3) 0.035(3) 0.004(2) 0.009(3) 0.019(3)
C3 0.044(3) 0.033(3) 0.030(3) -0.004(2) 0.000(2) 0.008(3)
C8 0.059(4) 0.044(4) 0.055(4) 0.003(3) -0.004(4) 0.011(3)
C2 0.049(4) 0.039(3) 0.042(4) -0.002(3) 0.005(3) 0.011(3)
C6 0.097(7) 0.072(6) 0.034(4) -0.011(4) 0.014(4) -0.041(5)
C1 0.058(4) 0.036(3) 0.062(5) -0.004(3) 0.009(4) 0.011(3)
C5 0.046(4) 0.084(6) 0.066(6) -0.020(5) 0.023(4) 0.004(4)
F1 0.093(5) 0.157(6) 0.169(7) -0.025(6) 0.062(5) 0.034(4)
C7 0.089(7) 0.053(5) 0.047(5) 0.018(4) -0.009(5) -0.009(5)
C4 0.046(4) 0.061(4) 0.044(4) -0.005(3) 0.002(3) 0.021(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
Sn1 Br2 2.5978(6) 2_578 ?
Sn1 Br2 2.5978(6) . ?
Sn1 Br3 2.6027(7) . ?
Sn1 Br3 2.6027(7) 2_578 ?
Sn1 Br1 2.6403(7) . ?
Sn1 Br1 2.6403(7) 2_578 ?
N1 C2 1.487(8) . ?
N1 C1 1.490(8) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
C3 C4 1.375(9) . ?
C3 C8 1.396(9) . ?
C3 C2 1.513(9) . ?
C8 C7 1.361(12) . ?
C8 H8 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C6 C5 1.345(14) . ?
C6 C7 1.384(16) . ?
C6 H6 0.9300 . ?
C1 H1C 0.9600 . ?
C1 H1D 0.9600 . ?
C1 H1E 0.9600 . ?
C5 C4 1.361(11) . ?
C5 F1 1.378(11) . ?
C7 H7 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
Br2 Sn1 Br2 180.000(1) 2_578 . ?
Br2 Sn1 Br3 90.30(2) 2_578 . ?
Br2 Sn1 Br3 89.70(2) . . ?
Br2 Sn1 Br3 89.70(2) 2_578 2_578 ?
Br2 Sn1 Br3 90.30(2) . 2_578 ?
Br3 Sn1 Br3 180.000(1) . 2_578 ?
Br2 Sn1 Br1 88.80(2) 2_578 . ?
Br2 Sn1 Br1 91.20(2) . . ?
Br3 Sn1 Br1 90.36(2) . . ?
Br3 Sn1 Br1 89.64(2) 2_578 . ?
Br2 Sn1 Br1 91.20(2) 2_578 2_578 ?
Br2 Sn1 Br1 88.80(2) . 2_578 ?
Br3 Sn1 Br1 89.64(2) . 2_578 ?
Br3 Sn1 Br1 90.36(2) 2_578 2_578 ?
Br1 Sn1 Br1 180.000(1) . 2_578 ?
C2 N1 C1 114.8(5) . . ?
C2 N1 H1A 108.6 . . ?
C1 N1 H1A 108.6 . . ?
C2 N1 H1B 108.6 . . ?
C1 N1 H1B 108.6 . . ?
H1A N1 H1B 107.5 . . ?
C4 C3 C8 118.8(6) . . ?
C4 C3 C2 120.6(6) . . ?
C8 C3 C2 120.6(6) . . ?
C7 C8 C3 119.8(8) . . ?
C7 C8 H8 120.1 . . ?
C3 C8 H8 120.1 . . ?
N1 C2 C3 112.8(5) . . ?
N1 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
N1 C2 H2B 109.0 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C5 C6 C7 119.0(8) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
N1 C1 H1C 109.5 . . ?
N1 C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?
N1 C1 H1E 109.5 . . ?
H1C C1 H1E 109.5 . . ?
H1D C1 H1E 109.5 . . ?
C6 C5 C4 121.7(9) . . ?
C6 C5 F1 121.7(9) . . ?
C4 C5 F1 116.5(9) . . ?
C8 C7 C6 120.5(8) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C5 C4 C3 120.1(8) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.929
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.929
_refine_diff_density_max         1.348
_refine_diff_density_min         -1.371
_refine_diff_density_rms         0.277
####################################################################### 
# 
# 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_t_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc23s5x0
_database_code_depnum_ccdc_archive 'CCDC 1959662'
loop_
_audit_author_name
_audit_author_address
'Jiaojiao Yao' 'Nanchang University'
_audit_update_record             
;
2019-10-16 deposited with the CCDC.	2020-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C8 H11 F N), Cl6 Sn'
_chemical_formula_sum            'C16 H22 Cl6 F2 N2 Sn'
_chemical_formula_weight         611.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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                   7.1559(2)
_cell_length_b                   8.1399(2)
_cell_length_c                   10.8356(3)
_cell_angle_alpha                92.294(2)
_cell_angle_beta                 93.386(3)
_cell_angle_gamma                111.595(3)
_cell_volume                     584.53(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7031
_cell_measurement_theta_min      3.0510
_cell_measurement_theta_max      30.9680

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             302
_exptl_absorpt_coefficient_mu    1.799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.644
_exptl_absorpt_correction_T_max  0.698
_exptl_absorpt_process_details   'SADABS, v2.10 (Sheldrick, G.M., 2003)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'multiwire proportional'
_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            6937
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_sigmaI/netI    0.0206
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2061
_reflns_number_gt                1983
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_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)+(0.0100P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2061
_refine_ls_number_parameters     125
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0779
_refine_ls_wR_factor_gt          0.0778
_refine_ls_goodness_of_fit_ref   2.979
_refine_ls_restrained_S_all      2.979
_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
F1 F -0.0911(6) 0.3009(7) 0.5309(5) 0.159(2) Uani 1 1 d . . .
N1 N 0.3929(5) 0.2972(4) 0.1862(3) 0.0500(8) Uani 1 1 d . . .
H1A H 0.2831 0.3255 0.1778 0.060 Uiso 1 1 d R . .
H1B H 0.4768 0.3544 0.1300 0.060 Uiso 1 1 d R . .
C1 C 0.3325(6) 0.1042(6) 0.1572(4) 0.0579(11) Uani 1 1 d . . .
H1C H 0.4497 0.0733 0.1636 0.087 Uiso 1 1 calc R . .
H1D H 0.2692 0.0739 0.0745 0.087 Uiso 1 1 calc R . .
H1E H 0.2394 0.0406 0.2147 0.087 Uiso 1 1 calc R . .
C2 C 0.4940(5) 0.3628(6) 0.3114(4) 0.0483(9) Uani 1 1 d . . .
H2C H 0.5411 0.4911 0.3177 0.058 Uiso 1 1 calc R . .
H2D H 0.6111 0.3302 0.3217 0.058 Uiso 1 1 calc R . .
C3 C 0.3619(5) 0.2927(5) 0.4140(3) 0.0408(8) Uani 1 1 d . . .
C4 C 0.1911(5) 0.3306(6) 0.4266(4) 0.0528(10) Uani 1 1 d . . .
H4 H 0.1545 0.3972 0.3690 0.063 Uiso 1 1 calc R . .
C5 C 0.0775(6) 0.2719(7) 0.5215(5) 0.0681(13) Uani 1 1 d . . .
C6 C 0.1214(8) 0.1772(7) 0.6083(5) 0.0786(16) Uani 1 1 d . . .
H6 H 0.0382 0.1386 0.6724 0.094 Uiso 1 1 calc R . .
C7 C 0.2927(9) 0.1371(7) 0.6014(5) 0.0777(16) Uani 1 1 d . . .
H7 H 0.3278 0.0735 0.6619 0.093 Uiso 1 1 calc R . .
C8 C 0.4127(7) 0.1936(6) 0.5020(4) 0.0573(11) Uani 1 1 d . . .
H8 H 0.5261 0.1647 0.4950 0.069 Uiso 1 1 calc R . .
Sn1 Sn 1.0000 0.5000 0.0000 0.03551(14) Uani 1 2 d S . .
Cl1 Cl 1.26580(14) 0.65615(14) 0.15839(10) 0.0556(3) Uani 1 1 d . . .
Cl2 Cl 0.77749(14) 0.62835(14) 0.08927(9) 0.0500(3) Uani 1 1 d . . .
Cl3 Cl 0.88408(14) 0.25015(14) 0.13043(10) 0.0533(3) Uani 1 1 d . . .

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
F1 0.095(3) 0.171(4) 0.202(5) -0.044(4) 0.058(3) 0.040(3)
N1 0.0602(19) 0.046(2) 0.0441(18) 0.0021(16) 0.0066(15) 0.0193(16)
C1 0.059(2) 0.046(3) 0.062(3) -0.007(2) 0.005(2) 0.014(2)
C2 0.0446(19) 0.047(2) 0.046(2) -0.0009(18) 0.0045(17) 0.0081(17)
C3 0.0404(18) 0.038(2) 0.038(2) -0.0030(16) -0.0006(15) 0.0085(16)
C4 0.046(2) 0.061(3) 0.050(2) -0.002(2) -0.0004(18) 0.0193(19)
C5 0.040(2) 0.082(4) 0.068(3) -0.018(3) 0.011(2) 0.006(2)
C6 0.071(3) 0.072(4) 0.052(3) -0.017(3) 0.019(3) -0.021(3)
C7 0.101(4) 0.057(3) 0.047(3) 0.013(2) -0.009(3) -0.003(3)
C8 0.064(2) 0.048(3) 0.057(3) 0.001(2) -0.004(2) 0.019(2)
Sn1 0.03207(19) 0.0418(2) 0.0314(2) 0.00027(15) 0.00218(13) 0.01250(15)
Cl1 0.0537(5) 0.0483(6) 0.0586(6) -0.0100(5) -0.0209(5) 0.0168(5)
Cl2 0.0521(5) 0.0635(7) 0.0430(5) 0.0018(5) 0.0119(4) 0.0305(5)
Cl3 0.0510(5) 0.0540(6) 0.0540(6) 0.0163(5) 0.0120(5) 0.0160(5)

_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
F1 C5 1.320(6) . ?
N1 C2 1.480(5) . ?
N1 C1 1.482(5) . ?
N1 H1A 0.8982 . ?
N1 H1B 0.8990 . ?
C1 H1C 0.9600 . ?
C1 H1D 0.9600 . ?
C1 H1E 0.9600 . ?
C2 C3 1.495(5) . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C3 C4 1.379(5) . ?
C3 C8 1.389(5) . ?
C4 C5 1.341(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.334(7) . ?
C6 C7 1.385(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.402(7) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
Sn1 Cl1 2.4164(10) 2_765 ?
Sn1 Cl1 2.4164(10) . ?
Sn1 Cl2 2.4265(8) . ?
Sn1 Cl2 2.4265(8) 2_765 ?
Sn1 Cl3 2.4390(9) . ?
Sn1 Cl3 2.4390(9) 2_765 ?

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
C2 N1 C1 115.2(3) . . ?
C2 N1 H1A 108.4 . . ?
C1 N1 H1A 108.9 . . ?
C2 N1 H1B 108.4 . . ?
C1 N1 H1B 108.2 . . ?
H1A N1 H1B 107.5 . . ?
N1 C1 H1C 109.5 . . ?
N1 C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?
N1 C1 H1E 109.5 . . ?
H1C C1 H1E 109.5 . . ?
H1D C1 H1E 109.5 . . ?
N1 C2 C3 113.8(3) . . ?
N1 C2 H2C 108.8 . . ?
C3 C2 H2C 108.8 . . ?
N1 C2 H2D 108.8 . . ?
C3 C2 H2D 108.8 . . ?
H2C C2 H2D 107.7 . . ?
C4 C3 C8 118.3(4) . . ?
C4 C3 C2 120.9(4) . . ?
C8 C3 C2 120.7(3) . . ?
C5 C4 C3 120.4(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
F1 C5 C6 116.1(5) . . ?
F1 C5 C4 120.6(6) . . ?
C6 C5 C4 123.2(4) . . ?
C5 C6 C7 119.0(4) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C6 C7 C8 119.2(5) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C3 C8 C7 119.9(4) . . ?
C3 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
Cl1 Sn1 Cl1 179.999(1) 2_765 . ?
Cl1 Sn1 Cl2 89.07(4) 2_765 . ?
Cl1 Sn1 Cl2 90.93(4) . . ?
Cl1 Sn1 Cl2 90.93(4) 2_765 2_765 ?
Cl1 Sn1 Cl2 89.07(4) . 2_765 ?
Cl2 Sn1 Cl2 180.0 . 2_765 ?
Cl1 Sn1 Cl3 90.66(4) 2_765 . ?
Cl1 Sn1 Cl3 89.34(4) . . ?
Cl2 Sn1 Cl3 91.06(3) . . ?
Cl2 Sn1 Cl3 88.94(3) 2_765 . ?
Cl1 Sn1 Cl3 89.34(4) 2_765 2_765 ?
Cl1 Sn1 Cl3 90.66(4) . 2_765 ?
Cl2 Sn1 Cl3 88.94(3) . 2_765 ?
Cl2 Sn1 Cl3 91.06(3) 2_765 2_765 ?
Cl3 Sn1 Cl3 180.0 . 2_765 ?

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
C1 N1 C2 C3 -65.0(4) . . . . ?
N1 C2 C3 C4 -63.0(5) . . . . ?
N1 C2 C3 C8 119.6(4) . . . . ?
C8 C3 C4 C5 -0.2(6) . . . . ?
C2 C3 C4 C5 -177.8(4) . . . . ?
C3 C4 C5 F1 -176.9(5) . . . . ?
C3 C4 C5 C6 0.6(7) . . . . ?
F1 C5 C6 C7 177.9(5) . . . . ?
C4 C5 C6 C7 0.3(8) . . . . ?
C5 C6 C7 C8 -1.5(7) . . . . ?
C4 C3 C8 C7 -1.0(6) . . . . ?
C2 C3 C8 C7 176.6(4) . . . . ?
C6 C7 C8 C3 1.8(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.563
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.093
