# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

####################################################################### 
# 
# 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_nz-sncl6-293k_auto
_database_code_depnum_ccdc_archive 'CCDC 2332930'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2024-05-27 deposited with the CCDC.	2024-06-11 downloaded from the CCDC.
;

_audit_creation_date             2024-05-22T15:13:35-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C2 H7 Cl N), Cl6 Sn'
_chemical_formula_sum            'C4 H14 Cl8 N2 Sn'
_chemical_formula_weight         492.46

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/m'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_Int_Tables_number      11
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   10.1028(7)
_cell_length_b                   7.1224(5)
_cell_length_c                   11.7984(7)
_cell_angle_alpha                90
_cell_angle_beta                 108.009(7)
_cell_angle_gamma                90
_cell_volume                     807.37(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293.5(5)
_cell_measurement_reflns_used    5366
_cell_measurement_theta_min      3.851
_cell_measurement_theta_max      75.942

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.297
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.11
_exptl_crystal_density_diffrn    2.026
_exptl_crystal_F_000             476

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    24.582
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
        Numerical absorption correction based on gaussian integration over
        a multifaceted crystal model
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.032
_exptl_absorpt_correction_T_max  0.254

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293.5(5)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_number            6361
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.94
_diffrn_reflns_theta_max         76.164
_diffrn_reflns_theta_full        76.164
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_reflns_Laue_measured_fraction_full 0.98
_diffrn_reflns_Laue_measured_fraction_max 0.98
_diffrn_reflns_point_group_measured_fraction_full 0.98
_diffrn_reflns_point_group_measured_fraction_max 0.98
_reflns_Friedel_coverage         0
_reflns_number_total             1789
_reflns_number_gt                1747
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, V2021)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2019/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0868P)²+0.4847P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.0032(5)
_refine_ls_number_reflns         1789
_refine_ls_number_parameters     110
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1335
_refine_ls_wR_factor_gt          0.1311
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_restrained_S_all      1.163
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.673
_refine_diff_density_min         -1.463
_refine_diff_density_rms         0.133

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn 0.0259 5.4591 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7862(11) 0.213(4) -0.0433(11) 0.085(7) Uani 0.5 1 d . . P A -1
H1A H 0.832189 0.252552 0.038045 0.103 Uiso 0.5 1 calc R U P A -1
H1B H 0.801268 0.078886 -0.047936 0.103 Uiso 0.5 1 calc R U P A -1
C2 C 0.8481(11) 0.311(2) -0.1234(13) 0.100(5) Uani 0.5 1 d . . P A -1
H2A H 0.839262 0.445848 -0.115135 0.119 Uiso 0.5 1 calc R U P A -1
H2B H 0.799553 0.277241 -0.205296 0.119 Uiso 0.5 1 calc R U P A -1
C3 C 0.8651(8) 0.75 0.5085(8) 0.076(2) Uani 1 2 d S T P B .
H3A H 0.88779 0.821837 0.447142 0.091 Uiso 0.5 1 calc R U P . .
H3B H 0.897025 0.622214 0.505445 0.091 Uiso 0.5 1 calc R U P . .
C4 C 0.9387(11) 0.8333(18) 0.6284(11) 0.081(3) Uani 0.5 1 d D . P . .
H4A H 0.886077 0.934892 0.648563 0.098 Uiso 0.14(2) 1 calc R U P B 1
H4B H 1.031563 0.876414 0.634071 0.098 Uiso 0.14(2) 1 calc R U P B 1
H4C H 0.906972 0.961593 0.629684 0.098 Uiso 0.36(2) 1 calc R U P B 2
H4D H 1.037567 0.837582 0.638295 0.098 Uiso 0.36(2) 1 calc R U P B 2
N1 N 0.6344(7) 0.25 -0.0737(6) 0.0708(16) Uani 1 2 d S T P . .
H1C H 0.591043 0.206137 -0.146384 0.085 Uiso 0.5 1 calc R U P A -1
H1D H 0.619994 0.3731 -0.07194 0.085 Uiso 0.5 1 calc R U P A -1
H1E H 0.601169 0.193023 -0.021052 0.085 Uiso 0.5 1 calc R U P A -1
N2 N 0.7150(6) 0.75 0.4852(6) 0.0710(16) Uani 1 2 d S T P . .
H2C H 0.673863 0.700044 0.41384 0.107 Uiso 0.5 1 calc R U P B .
H2D H 0.685414 0.867379 0.486765 0.107 Uiso 0.5 1 calc R U P . .
H2E H 0.693973 0.682577 0.540797 0.107 Uiso 0.5 1 calc R U P . .
Cl1 Cl 0.40021(18) 0.25 0.07663(13) 0.0637(4) Uani 1 2 d S T P . .
Cl2 Cl 0.43921(11) 0.00816(17) 0.33573(10) 0.0596(3) Uani 1 1 d . . . . .
Cl3 Cl 0.69841(14) 0.49331(19) 0.21034(11) 0.0687(3) Uani 1 1 d . . . . .
Cl4 Cl 0.74065(17) 0.25 0.47164(14) 0.0613(4) Uani 1 2 d S T P . .
Cl5 Cl 1.0256(2) 0.25 -0.0877(4) 0.1262(11) Uani 1 2 d S T P . .
Cl6A Cl 0.942(3) 0.627(6) 0.717(4) 0.123(10) Uani 0.14(2) 1 d D U P B 1
Cl6B Cl 0.9148(15) 0.716(4) 0.7466(12) 0.119(9) Uani 0.36(2) 1 d . U P B 2
Sn1 Sn 0.57167(3) 0.25 0.27368(3) 0.0473(2) Uani 1 2 d S T P . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.463(19) . ?
C1 N1 1.488(12) . ?
C1 H1A 0.97 . ?
C1 H1B 0.97 . ?
C2 Cl5 1.765(11) . ?
C2 H2A 0.97 . ?
C2 H2B 0.97 . ?
C3 N2 1.455(9) . ?
C3 C4 1.502(14) . ?
C3 H3A 0.97 . ?
C3 H3B 0.97 . ?
C3 H3A 0.97 4_575 ?
C3 H3B 0.97 4_575 ?
C4 Cl6B 1.706(18) . ?
C4 Cl6A 1.800(18) . ?
C4 H4A 0.97 . ?
C4 H4B 0.97 . ?
C4 H4C 0.97 . ?
C4 H4D 0.97 . ?
N1 H1C 0.89 . ?
N1 H1D 0.89 . ?
N1 H1E 0.89 . ?
N2 H2C 0.89 . ?
N2 H2D 0.89 . ?
N2 H2E 0.89 . ?
N2 H2C 0.89(6) 4_575 ?
N2 H2D 0.890(13) 4_575 ?
N2 H2E 0.89(7) 4_575 ?
Cl1 Sn1 2.4322(15) . ?
Cl2 Sn1 2.4289(11) . ?
Cl3 Sn1 2.4068(12) . ?
Cl4 Sn1 2.4298(15) . ?
Cl6A Cl6A 1.75(9) 4_575 ?
Cl6B Cl6B 0.49(6) 4_575 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N1 111.9(13) . . ?
C2 C1 H1A 109.2 . . ?
N1 C1 H1A 109.2 . . ?
C2 C1 H1B 109.2 . . ?
N1 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C1 C2 Cl5 109.4(10) . . ?
C1 C2 H2A 109.8 . . ?
Cl5 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
Cl5 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
N2 C3 C4 111.2(7) . . ?
N2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
N2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108 . . ?
N2 C3 H3A 109.4(4) . 4_575 ?
C4 C3 H3A 138.5(5) . 4_575 ?
H3A C3 H3A 63.7 . 4_575 ?
H3B C3 H3A 47.1 . 4_575 ?
N2 C3 H3B 109.40(4) . 4_575 ?
C4 C3 H3B 65.8(5) . 4_575 ?
H3A C3 H3B 47.1 . 4_575 ?
H3B C3 H3B 139.5 . 4_575 ?
H3A C3 H3B 108 4_575 4_575 ?
C3 C4 Cl6B 115.0(10) . . ?
C3 C4 Cl6A 98.1(17) . . ?
C3 C4 H4A 112.1 . . ?
Cl6A C4 H4A 112.1 . . ?
C3 C4 H4B 112.1 . . ?
Cl6A C4 H4B 112.1 . . ?
H4A C4 H4B 109.8 . . ?
C3 C4 H4C 108.5 . . ?
Cl6B C4 H4C 108.5 . . ?
C3 C4 H4D 108.5 . . ?
Cl6B C4 H4D 108.5 . . ?
H4C C4 H4D 107.5 . . ?
Cl6A C4 H3B 136.6(19) . 4_575 ?
H4A C4 H3B 94.2 . 4_575 ?
H4B C4 H3B 88.6 . 4_575 ?
C1 N1 H1C 109.5 . . ?
C1 N1 H1D 109.5 . . ?
H1C N1 H1D 109.5 . . ?
C1 N1 H1E 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
C3 N2 H2C 109.5 . . ?
C3 N2 H2D 109.5 . . ?
H2C N2 H2D 109.5 . . ?
C3 N2 H2E 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
C3 N2 H2C 109.5(14) . 4_575 ?
H2C N2 H2C 47.1 . 4_575 ?
H2D N2 H2C 65.3 . 4_575 ?
H2E N2 H2C 139.9 . 4_575 ?
C3 N2 H2D 109.5(3) . 4_575 ?
H2C N2 H2D 65.3 . 4_575 ?
H2D N2 H2D 139.9 . 4_575 ?
H2E N2 H2D 47.1 . 4_575 ?
H2C N2 H2D 109.5 4_575 4_575 ?
C3 N2 H2E 109.5(17) . 4_575 ?
H2C N2 H2E 139.9 . 4_575 ?
H2D N2 H2E 47.1 . 4_575 ?
H2E N2 H2E 65.3 . 4_575 ?
H2C N2 H2E 109.5 4_575 4_575 ?
H2D N2 H2E 109.5 4_575 4_575 ?
Cl6A Cl6A H4A 118(2) 4_575 4_575 ?
C4 Cl6A H4A 89(2) . 4_575 ?
Cl6B Cl6B C4 60.7(12) 4_575 . ?
C4 Cl6B H4A 76.6(12) . 4_575 ?
Cl3 Sn1 Cl3 92.11(7) . 4_565 ?
Cl3 Sn1 Cl2 88.77(5) . 4_565 ?
Cl3 Sn1 Cl2 178.78(4) 4_565 4_565 ?
Cl3 Sn1 Cl2 178.78(4) . . ?
Cl3 Sn1 Cl2 88.77(5) 4_565 . ?
Cl2 Sn1 Cl2 90.33(6) 4_565 . ?
Cl3 Sn1 Cl4 90.88(4) . . ?
Cl3 Sn1 Cl4 90.88(4) 4_565 . ?
Cl2 Sn1 Cl4 89.95(4) 4_565 . ?
Cl2 Sn1 Cl4 89.95(4) . . ?
Cl3 Sn1 Cl1 89.61(4) . . ?
Cl3 Sn1 Cl1 89.61(4) 4_565 . ?
Cl2 Sn1 Cl1 89.55(4) 4_565 . ?
Cl2 Sn1 Cl1 89.55(4) . . ?
Cl4 Sn1 Cl1 179.29(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
N1 C1 C2 Cl5 -176.6(11) . . . . ?
N2 C3 C4 Cl6B 61.7(13) . . . . ?
N2 C3 C4 Cl6A 83.0(16) . . . . ?
C3 C4 Cl6A Cl6A -153(2) . . . 4_575 ?
C3 C4 Cl6B Cl6B -139.6(11) . . . 4_575 ?



# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_nz-snbr6-293k
_database_code_depnum_ccdc_archive 'CCDC 2332931'
loop_
_audit_author_name
_audit_author_address
'Magali Allain'
;UNIV Angers, UMR CNRS
France
;
_audit_update_record             
;
2024-05-27 deposited with the CCDC.	2024-06-11 downloaded from the CCDC.
;

_audit_creation_date             2024-05-24T12:00:53-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C2 H7 Cl N), Br6 Sn'
_chemical_formula_sum            'C4 H14 Br6 Cl2 N2 Sn'
_chemical_formula_weight         759.22

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/m'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_Int_Tables_number      11
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   10.3622(3)
_cell_length_b                   7.4473(2)
_cell_length_c                   12.3099(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.176(3)
_cell_angle_gamma                90
_cell_volume                     897.25(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293.5(5)
_cell_measurement_reflns_used    8794
_cell_measurement_theta_min      3.704
_cell_measurement_theta_max      75.957

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.257
_exptl_crystal_size_mid          0.163
_exptl_crystal_size_min          0.099
_exptl_crystal_density_diffrn    2.81
_exptl_crystal_F_000             692

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    29.556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.42.102a (Rigaku Oxford Diffraction, 2023)
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.31283
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293.5(5)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.1017
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_number            13838
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.857
_diffrn_reflns_theta_max         76.131
_diffrn_reflns_theta_full        76.131
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_reflns_Friedel_coverage         0
_reflns_number_total             1998
_reflns_number_gt                1878
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.102a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, V2021)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2019/3
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0874P)²+3.3413P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_coef       0.00118(19)
_refine_ls_number_reflns         1998
_refine_ls_number_parameters     110
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.052
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1419
_refine_ls_wR_factor_gt          0.1404
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.294
_refine_diff_density_min         -1.248
_refine_diff_density_rms         0.21

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn 0.0259 5.4591 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7881(19) 0.284(5) -0.0456(18) 0.080(11) Uani 0.5 1 d . . P A -1
H1A H 0.834593 0.188753 0.00581 0.095 Uiso 0.5 1 calc R U P A -1
H1B H 0.807537 0.394409 -0.000898 0.095 Uiso 0.5 1 calc R U P A -1
C2 C 0.864(4) 0.303(6) -0.142(3) 0.163(16) Uani 0.5 1 d . U P A -1
H2A H 0.821922 0.22287 -0.206482 0.196 Uiso 0.5 1 calc R U P A -1
H2B H 0.856479 0.425008 -0.171295 0.196 Uiso 0.5 1 calc R U P A -1
C3 C 0.8666(12) 0.75 0.5204(11) 0.063(3) Uani 1 2 d S T P B .
H3A H 0.89036 0.819589 0.463145 0.076 Uiso 0.5 1 calc R U P . .
H3B H 0.897225 0.627726 0.516945 0.076 Uiso 0.5 1 calc R U P . .
C4 C 0.9386(16) 0.824(2) 0.6340(15) 0.069(5) Uani 0.5 1 d D . P . .
H4A H 0.89591 0.934487 0.645751 0.083 Uiso 0.16(5) 1 calc R U P B 1
H4B H 1.033138 0.848472 0.641665 0.083 Uiso 0.16(5) 1 calc R U P B 1
H4C H 0.917121 0.950513 0.632948 0.083 Uiso 0.34(5) 1 calc R U P B 2
H4D H 1.035991 0.813842 0.647307 0.083 Uiso 0.34(5) 1 calc R U P B 2
N1 N 0.6369(9) 0.25 -0.0746(8) 0.057(2) Uani 1 2 d S T P . .
H1C H 0.604602 0.199179 -0.143762 0.068 Uiso 0.5 1 calc R U P A -1
H1D H 0.593827 0.353514 -0.074993 0.068 Uiso 0.5 1 calc R U P A -1
H1E H 0.623115 0.176984 -0.022272 0.068 Uiso 0.5 1 calc R U P A -1
N2 N 0.7203(9) 0.75 0.4922(8) 0.060(2) Uani 1 2 d S T P . .
H2C H 0.68282 0.685174 0.428933 0.089 Uiso 0.5 1 calc R U P B .
H2D H 0.689353 0.862221 0.480131 0.089 Uiso 0.5 1 calc R U P . .
H2E H 0.698289 0.702604 0.550158 0.089 Uiso 0.5 1 calc R U P . .
Br1 Br 0.39970(11) 0.25 0.07121(8) 0.0526(3) Uani 1 2 d S T P . .
Br2 Br 0.43939(8) 0.00512(10) 0.33588(7) 0.0529(3) Uani 1 1 d . . . . .
Br3 Br 0.71300(9) 0.49851(10) 0.21569(7) 0.0573(3) Uani 1 1 d . . . . .
Br4 Br 0.75394(10) 0.25 0.48427(8) 0.0460(3) Uani 1 2 d S T P . .
Cl1 Cl 1.0223(4) 0.25 -0.0809(5) 0.1085(15) Uani 1 2 d S T P . .
Cl2A Cl 0.929(5) 0.657(10) 0.737(5) 0.107(12) Uani 0.16(5) 1 d D U P B 1
Cl2B Cl 0.904(3) 0.726(8) 0.7496(19) 0.108(9) Uani 0.34(5) 1 d . U P B 2
Sn1 Sn 0.57904(5) 0.25 0.27649(4) 0.0309(2) Uani 1 2 d S T P . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.51(2) . ?
C1 C2 1.63(4) . ?
C1 H1A 0.97 . ?
C1 H1B 0.97 . ?
C2 Cl1 1.61(4) . ?
C2 H2A 0.97 . ?
C2 H2B 0.97 . ?
C3 N2 1.440(15) . ?
C3 C4 1.46(2) . ?
C3 H3A 0.97 . ?
C3 H3B 0.97 . ?
C3 H3A 0.97 4_575 ?
C3 H3B 0.97 4_575 ?
C4 Cl2B 1.74(3) . ?
C4 Cl2A 1.796(19) . ?
C4 H4A 0.97 . ?
C4 H4B 0.97 . ?
C4 H4C 0.97 . ?
C4 H4D 0.97 . ?
N1 H1C 0.89 . ?
N1 H1D 0.89 . ?
N1 H1E 0.89 . ?
N2 H2C 0.89 . ?
N2 H2D 0.89 . ?
N2 H2E 0.89 . ?
N2 H2C 0.89(9) 4_575 ?
N2 H2D 0.890(18) 4_575 ?
N2 H2E 0.89(8) 4_575 ?
Br1 Sn1 2.5988(10) . ?
Br2 Sn1 2.5786(8) . ?
Br3 Sn1 2.5680(8) . ?
Br4 Sn1 2.6042(10) . ?
Cl2A Cl2A 1.38(15) 4_575 ?
Cl2B Cl2B 0.36(12) 4_575 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 123.5(19) . . ?
N1 C1 H1A 106.5 . . ?
C2 C1 H1A 106.5 . . ?
N1 C1 H1B 106.5 . . ?
C2 C1 H1B 106.5 . . ?
H1A C1 H1B 106.5 . . ?
Cl1 C2 C1 107(2) . . ?
Cl1 C2 H2A 110.3 . . ?
C1 C2 H2A 110.3 . . ?
Cl1 C2 H2B 110.3 . . ?
C1 C2 H2B 110.3 . . ?
H2A C2 H2B 108.5 . . ?
N2 C3 C4 113.5(11) . . ?
N2 C3 H3A 108.9 . . ?
C4 C3 H3A 108.9 . . ?
N2 C3 H3B 108.9 . . ?
C4 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
N2 C3 H3A 108.9(5) . 4_575 ?
C4 C3 H3A 136.5(8) . 4_575 ?
H3A C3 H3A 64.6 . 4_575 ?
H3B C3 H3A 45.7 . 4_575 ?
N2 C3 H3B 108.87(9) . 4_575 ?
C4 C3 H3B 67.5(7) . 4_575 ?
H3A C3 H3B 45.7 . 4_575 ?
H3B C3 H3B 139.7 . 4_575 ?
H3A C3 H3B 107.7 4_575 4_575 ?
C3 C4 Cl2B 116.8(17) . . ?
C3 C4 Cl2A 107(3) . . ?
C3 C4 H4A 110.4 . . ?
Cl2A C4 H4A 110.4 . . ?
C3 C4 H4B 110.4 . . ?
Cl2A C4 H4B 110.4 . . ?
H4A C4 H4B 108.6 . . ?
C3 C4 H4C 108.1 . . ?
Cl2B C4 H4C 108.1 . . ?
C3 C4 H4D 108.1 . . ?
Cl2B C4 H4D 108.1 . . ?
H4C C4 H4D 107.3 . . ?
Cl2A C4 H3B 146(2) . 4_575 ?
H4A C4 H3B 86.2 . 4_575 ?
H4B C4 H3B 90.6 . 4_575 ?
C1 N1 H1C 109.5 . . ?
C1 N1 H1D 109.5 . . ?
H1C N1 H1D 109.5 . . ?
C1 N1 H1E 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
C3 N2 H2C 109.5 . . ?
C3 N2 H2D 109.5 . . ?
H2C N2 H2D 109.5 . . ?
C3 N2 H2E 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?
C3 N2 H2C 109(2) . 4_575 ?
H2C N2 H2C 65.7 . 4_575 ?
H2D N2 H2C 46.7 . 4_575 ?
H2E N2 H2C 139.8 . 4_575 ?
C3 N2 H2D 109.5(4) . 4_575 ?
H2C N2 H2D 46.7 . 4_575 ?
H2D N2 H2D 139.8 . 4_575 ?
H2E N2 H2D 65.7 . 4_575 ?
H2C N2 H2D 109.5 4_575 4_575 ?
C3 N2 H2E 109.5(19) . 4_575 ?
H2C N2 H2E 139.8 . 4_575 ?
H2D N2 H2E 65.7 . 4_575 ?
H2E N2 H2E 46.7 . 4_575 ?
H2C N2 H2E 109.5 4_575 4_575 ?
H2D N2 H2E 109.5 4_575 4_575 ?
Cl2A Cl2A C4 46(3) 4_575 . ?
Cl2B Cl2B C4 65(2) 4_575 . ?
Br3 Sn1 Br3 92.22(4) . 4_565 ?
Br3 Sn1 Br2 178.64(3) . . ?
Br3 Sn1 Br2 88.87(3) 4_565 . ?
Br3 Sn1 Br2 88.87(3) . 4_565 ?
Br3 Sn1 Br2 178.64(3) 4_565 4_565 ?
Br2 Sn1 Br2 90.02(4) . 4_565 ?
Br3 Sn1 Br1 89.94(3) . . ?
Br3 Sn1 Br1 89.94(3) 4_565 . ?
Br2 Sn1 Br1 89.26(3) . . ?
Br2 Sn1 Br1 89.26(3) 4_565 . ?
Br3 Sn1 Br4 91.02(3) . . ?
Br3 Sn1 Br4 91.02(3) 4_565 . ?
Br2 Sn1 Br4 89.76(3) . . ?
Br2 Sn1 Br4 89.76(3) 4_565 . ?
Br1 Sn1 Br4 178.61(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 Cl1 -155(2) . . . . ?
N2 C3 C4 Cl2B 55(2) . . . . ?
N2 C3 C4 Cl2A 74(3) . . . . ?
C3 C4 Cl2A Cl2A -146(3) . . . 4_575 ?
C3 C4 Cl2B Cl2B -134.2(18) . . . 4_575 ?



# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
