# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_[BMPyr]2[SnCl4]
_database_code_depnum_ccdc_archive 'CCDC 2277913'
loop_
_audit_author_name
_audit_author_address
'Silke Wolf'
;Karlsruhe Institute of Technology
Germany
;
_audit_update_record             
;
2023-06-29 deposited with the CCDC.	2023-08-21 downloaded from the CCDC.
;

#============================================================================== 

_audit_creation_method           SHELXL-2018
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H40 Cl4 N2 Sn'
_chemical_formula_weight         545.01

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'
Cl Cl 0.1484 0.1585 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   19.610(4)
_cell_length_b                   8.3262(17)
_cell_length_c                   17.795(4)
_cell_angle_alpha                90
_cell_angle_beta                 122.76(3)
_cell_angle_gamma                90
_cell_volume                     2443.4(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    9840
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      59.53

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.489
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2713
_exptl_absorpt_correction_T_max  0.2945
_exptl_absorpt_process_details   
; 
Afterwards scaling of reflection intensities was performed within STOE LANA.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9571
_diffrn_reflns_av_unetI/netI     0.0673
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.470
_diffrn_reflns_theta_max         29.284
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             3236
_reflns_number_gt                2166
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       
;
X-Area Recipe 1.33.0.0 (STOE, 2015)
PLATON (A.L.Spek, 2009)
;
_computing_data_reduction        
;
X-Area Integrate 1.71.0.0 (STOE, 2016)
X-Area LANA 1.70.0.0 (STOE, 2017)
PLATON (A.L.Spek, 2009)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Diamond 4'
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.77, Darmstadt 2016
MS Word (Microsoft)
Diamond 4
;

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0591P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3236
_refine_ls_number_parameters     116
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.1056
_refine_ls_wR_factor_gt          0.0992
_refine_ls_goodness_of_fit_ref   0.927
_refine_ls_restrained_S_all      0.927
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2379(2) -0.0611(3) 0.1340(2) 0.0514(8) Uani 1 1 d . . . . .
C1 C 0.1806(3) -0.1901(5) 0.1218(4) 0.0904(18) Uani 1 1 d . . . . .
H1 H 0.2058 -0.2928 0.1295 0.136 Uiso 1 1 calc R U . . .
H2 H 0.1326 -0.1832 0.0628 0.136 Uiso 1 1 calc R U . . .
H3 H 0.1663 -0.1777 0.1652 0.136 Uiso 1 1 calc R U . . .
C2 C 0.3144(3) -0.0716(5) 0.2242(3) 0.0706(13) Uani 1 1 d . . . . .
H4 H 0.3079 -0.0222 0.2693 0.085 Uiso 1 1 calc R U . . .
H5 H 0.3312 -0.1823 0.2407 0.085 Uiso 1 1 calc R U . . .
C3 C 0.3736(3) 0.0190(6) 0.2128(5) 0.102(2) Uani 1 1 d . . . . .
H6 H 0.3793 0.1281 0.2345 0.122 Uiso 1 1 calc R U . . .
H7 H 0.4263 -0.0326 0.2456 0.122 Uiso 1 1 calc R U . . .
C4 C 0.3412(5) 0.0189(7) 0.1166(7) 0.112(3) Uani 1 1 d . . . . .
H8 H 0.3274 0.1271 0.0928 0.135 Uiso 1 1 calc R U . . .
H9 H 0.3807 -0.0247 0.1053 0.135 Uiso 1 1 calc R U . . .
C5 C 0.2689(4) -0.0821(5) 0.0760(3) 0.0783(15) Uani 1 1 d . . . . .
H10 H 0.2824 -0.1936 0.0745 0.094 Uiso 1 1 calc R U . . .
H11 H 0.2292 -0.0472 0.0155 0.094 Uiso 1 1 calc R U . . .
C6 C 0.1987(3) 0.1016(4) 0.1243(3) 0.0556(10) Uani 1 1 d . . . . .
H12 H 0.1835 0.1083 0.1678 0.067 Uiso 1 1 calc R U . . .
H13 H 0.2388 0.1845 0.1388 0.067 Uiso 1 1 calc R U . . .
C7 C 0.1261(3) 0.1361(5) 0.0347(3) 0.0703(12) Uani 1 1 d . . . . .
H14 H 0.0837 0.0598 0.0216 0.084 Uiso 1 1 calc R U . . .
H15 H 0.1396 0.1233 -0.0099 0.084 Uiso 1 1 calc R U . . .
C8 C 0.0956(3) 0.3043(5) 0.0299(3) 0.0669(12) Uani 1 1 d . . . . .
H16 H 0.1373 0.3807 0.0407 0.080 Uiso 1 1 calc R U . . .
H17 H 0.0844 0.3184 0.0764 0.080 Uiso 1 1 calc R U . . .
C9 C 0.0196(3) 0.3384(7) -0.0598(4) 0.0889(16) Uani 1 1 d . . . . .
H18 H -0.0216 0.2622 -0.0710 0.133 Uiso 1 1 calc R U . . .
H19 H 0.0312 0.3297 -0.1056 0.133 Uiso 1 1 calc R U . . .
H20 H 0.0009 0.4450 -0.0599 0.133 Uiso 1 1 calc R U . . .
Sn1 Sn 0.0000 -0.01616(3) 0.2500 0.04713(13) Uani 1 2 d S T P . .
Cl1 Cl 0.16860(6) -0.01847(11) 0.32428(8) 0.0612(3) Uani 1 1 d . . . . .
Cl2 Cl -0.01803(8) 0.18607(12) 0.13955(7) 0.0703(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.464(6) . ?
N1 C1 1.484(5) . ?
N1 C2 1.492(6) . ?
N1 C6 1.520(4) . ?
C1 H1 0.9600 . ?
C1 H2 0.9600 . ?
C1 H3 0.9600 . ?
C2 C3 1.488(8) . ?
C2 H4 0.9700 . ?
C2 H5 0.9700 . ?
C3 C4 1.468(11) . ?
C3 H6 0.9700 . ?
C3 H7 0.9700 . ?
C4 C5 1.460(9) . ?
C4 H8 0.9700 . ?
C4 H9 0.9700 . ?
C5 H10 0.9700 . ?
C5 H11 0.9700 . ?
C6 C7 1.481(6) . ?
C6 H12 0.9700 . ?
C6 H13 0.9700 . ?
C7 C8 1.507(6) . ?
C7 H14 0.9700 . ?
C7 H15 0.9700 . ?
C8 C9 1.508(7) . ?
C8 H16 0.9700 . ?
C8 H17 0.9700 . ?
C9 H18 0.9600 . ?
C9 H19 0.9600 . ?
C9 H20 0.9600 . ?
Sn1 Cl2 2.4640(11) 2 ?
Sn1 Cl2 2.4640(11) . ?
Sn1 Cl1 2.8193(14) 2 ?
Sn1 Cl1 2.8194(14) . ?

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
C5 N1 C1 112.4(4) . . ?
C5 N1 C2 101.1(4) . . ?
C1 N1 C2 110.8(4) . . ?
C5 N1 C6 113.8(3) . . ?
C1 N1 C6 109.3(3) . . ?
C2 N1 C6 109.0(3) . . ?
N1 C1 H1 109.5 . . ?
N1 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
N1 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?
C3 C2 N1 103.1(4) . . ?
C3 C2 H4 111.1 . . ?
N1 C2 H4 111.1 . . ?
C3 C2 H5 111.1 . . ?
N1 C2 H5 111.1 . . ?
H4 C2 H5 109.1 . . ?
C4 C3 C2 106.4(5) . . ?
C4 C3 H6 110.5 . . ?
C2 C3 H6 110.5 . . ?
C4 C3 H7 110.5 . . ?
C2 C3 H7 110.5 . . ?
H6 C3 H7 108.6 . . ?
C5 C4 C3 105.6(5) . . ?
C5 C4 H8 110.6 . . ?
C3 C4 H8 110.6 . . ?
C5 C4 H9 110.6 . . ?
C3 C4 H9 110.6 . . ?
H8 C4 H9 108.7 . . ?
C4 C5 N1 104.1(4) . . ?
C4 C5 H10 110.9 . . ?
N1 C5 H10 110.9 . . ?
C4 C5 H11 110.9 . . ?
N1 C5 H11 110.9 . . ?
H10 C5 H11 109.0 . . ?
C7 C6 N1 115.3(3) . . ?
C7 C6 H12 108.4 . . ?
N1 C6 H12 108.4 . . ?
C7 C6 H13 108.4 . . ?
N1 C6 H13 108.4 . . ?
H12 C6 H13 107.5 . . ?
C6 C7 C8 111.3(4) . . ?
C6 C7 H14 109.4 . . ?
C8 C7 H14 109.4 . . ?
C6 C7 H15 109.4 . . ?
C8 C7 H15 109.4 . . ?
H14 C7 H15 108.0 . . ?
C7 C8 C9 111.7(4) . . ?
C7 C8 H16 109.3 . . ?
C9 C8 H16 109.3 . . ?
C7 C8 H17 109.3 . . ?
C9 C8 H17 109.3 . . ?
H16 C8 H17 107.9 . . ?
C8 C9 H18 109.5 . . ?
C8 C9 H19 109.5 . . ?
H18 C9 H19 109.5 . . ?
C8 C9 H20 109.5 . . ?
H18 C9 H20 109.5 . . ?
H19 C9 H20 109.5 . . ?
Cl2 Sn1 Cl2 93.79(6) 2 . ?
Cl2 Sn1 Cl1 90.25(5) 2 2 ?
Cl2 Sn1 Cl1 90.29(5) . 2 ?
Cl2 Sn1 Cl1 90.29(5) 2 . ?
Cl2 Sn1 Cl1 90.25(5) . . ?
Cl1 Sn1 Cl1 179.22(4) 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
C5 N1 C2 C3 40.0(4) . . . . ?
C1 N1 C2 C3 159.4(4) . . . . ?
C6 N1 C2 C3 -80.2(4) . . . . ?
N1 C2 C3 C4 -21.9(5) . . . . ?
C2 C3 C4 C5 -4.8(6) . . . . ?
C3 C4 C5 N1 30.5(5) . . . . ?
C1 N1 C5 C4 -161.9(4) . . . . ?
C2 N1 C5 C4 -43.7(4) . . . . ?
C6 N1 C5 C4 73.0(5) . . . . ?
C5 N1 C6 C7 62.2(5) . . . . ?
C1 N1 C6 C7 -64.4(5) . . . . ?
C2 N1 C6 C7 174.3(4) . . . . ?
N1 C6 C7 C8 -175.7(4) . . . . ?
C6 C7 C8 C9 -177.6(4) . . . . ?

_refine_diff_density_max         0.539
_refine_diff_density_min         -1.068
_refine_diff_density_rms         0.182

_shelxl_version_number           2013-2



_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
