# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_riv2272
_database_code_depnum_ccdc_archive 'CCDC 2226314'
loop_
_audit_author_name
_audit_author_address
'Michael J. Ferguson'
;University of Alberta
Canada
;
_audit_update_record             
;
2022-12-13 deposited with the CCDC.	2023-01-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H36 O4 Sn2'
_chemical_formula_sum            'C16 H36 O4 Sn2'
_chemical_formula_weight         529.83

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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.0779(7)
_cell_length_b                   8.3405(7)
_cell_length_c                   9.8156(8)
_cell_angle_alpha                114.7162(10)
_cell_angle_beta                 105.6759(11)
_cell_angle_gamma                96.9267(11)
_cell_volume                     557.38(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    8345
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      30.56

_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_F_000             264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.416
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.208
_exptl_absorpt_coefficient_mu    2.253
_shelx_estimated_absorpt_T_min   0.454
_shelx_estimated_absorpt_T_max   0.652
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5752
_exptl_absorpt_correction_T_max  0.7569
_exptl_absorpt_process_details   
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Short anode X-ray tube fine focus 2kW'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10236
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_av_R_equivalents  0.0192
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.444
_diffrn_reflns_theta_max         30.558
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3400
_reflns_number_gt                3268
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0167P)²+0.1322P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         3400
_refine_ls_number_parameters     137
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0158
_refine_ls_R_factor_gt           0.0150
_refine_ls_wR_factor_ref         0.0380
_refine_ls_wR_factor_gt          0.0374
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.49928(2) -0.08389(2) 0.13381(2) 0.02687(3) Uani 1 1 d . . . . .
O1 O 0.58301(13) 0.15864(12) 0.11744(11) 0.02893(18) Uani 1 1 d . . . . .
O2 O 0.27211(14) -0.01896(16) 0.15109(14) 0.0366(2) Uani 1 1 d . . . . .
C1 C 0.6330(2) 0.34579(18) 0.24480(17) 0.0333(3) Uani 1 1 d . . . . .
C2 C 0.7802(3) 0.4574(2) 0.2257(2) 0.0533(5) Uani 1 1 d . . . . .
H2A H 0.817826 0.584024 0.311917 0.080 Uiso 1 1 calc R U . . .
H2B H 0.735373 0.455715 0.121659 0.080 Uiso 1 1 calc R U . . .
H2C H 0.882084 0.404330 0.231065 0.080 Uiso 1 1 calc R U . . .
C3 C 0.7025(3) 0.3448(3) 0.4048(2) 0.0517(4) Uani 1 1 d . . . . .
H3A H 0.740299 0.470578 0.492444 0.078 Uiso 1 1 calc R U . . .
H3B H 0.804354 0.291558 0.408940 0.078 Uiso 1 1 calc R U . . .
H3C H 0.607678 0.271547 0.415921 0.078 Uiso 1 1 calc R U . . .
C4 C 0.4697(3) 0.4202(2) 0.2321(3) 0.0517(4) Uani 1 1 d . . . . .
H4A H 0.501576 0.545816 0.319036 0.078 Uiso 1 1 calc R U . . .
H4B H 0.375526 0.343092 0.240636 0.078 Uiso 1 1 calc R U . . .
H4C H 0.426650 0.419680 0.128466 0.078 Uiso 1 1 calc R U . . .
C5 C 0.15572(19) -0.0740(2) 0.21876(17) 0.0354(3) Uani 1 1 d D . . . .
C6 C -0.0250(3) -0.1867(5) 0.0848(4) 0.0527(9) Uani 0.704(7) 1 d D U P A 1
H6A H -0.072952 -0.112424 0.036715 0.079 Uiso 0.704(7) 1 calc R U P A 1
H6B H -0.107940 -0.224061 0.129500 0.079 Uiso 0.704(7) 1 calc R U P A 1
H6C H -0.009955 -0.295776 0.002542 0.079 Uiso 0.704(7) 1 calc R U P A 1
C7 C 0.2208(4) -0.2014(7) 0.2855(6) 0.0728(15) Uani 0.704(7) 1 d D U P A 1
H7A H 0.228860 -0.311395 0.198915 0.109 Uiso 0.704(7) 1 calc R U P A 1
H7B H 0.136412 -0.236497 0.329917 0.109 Uiso 0.704(7) 1 calc R U P A 1
H7C H 0.338656 -0.137408 0.370105 0.109 Uiso 0.704(7) 1 calc R U P A 1
C8 C 0.1325(9) 0.0937(5) 0.3422(8) 0.108(3) Uani 0.704(7) 1 d D . P A 1
H8A H 0.247790 0.165761 0.428641 0.163 Uiso 0.704(7) 1 calc R U P A 1
H8B H 0.047927 0.058053 0.386227 0.163 Uiso 0.704(7) 1 calc R U P A 1
H8C H 0.086467 0.167471 0.292625 0.163 Uiso 0.704(7) 1 calc R U P A 1
C6A C 0.0390(17) -0.2616(10) 0.1027(12) 0.112(6) Uani 0.296(7) 1 d D U P A 2
H6D H 0.007184 -0.276831 -0.006509 0.168 Uiso 0.296(7) 1 calc R U P A 2
H6E H -0.069709 -0.279791 0.126798 0.168 Uiso 0.296(7) 1 calc R U P A 2
H6F H 0.102564 -0.351865 0.111241 0.168 Uiso 0.296(7) 1 calc R U P A 2
C7A C 0.2658(10) -0.041(2) 0.3848(9) 0.087(4) Uani 0.296(7) 1 d D U P A 2
H7D H 0.187923 -0.083309 0.430773 0.131 Uiso 0.296(7) 1 calc R U P A 2
H7E H 0.322996 0.090808 0.453766 0.131 Uiso 0.296(7) 1 calc R U P A 2
H7F H 0.357450 -0.107424 0.377097 0.131 Uiso 0.296(7) 1 calc R U P A 2
C8A C 0.0402(12) 0.0616(12) 0.2434(13) 0.061(2) Uani 0.296(7) 1 d D . P A 2
H8D H 0.117145 0.186806 0.312666 0.092 Uiso 0.296(7) 1 calc R U P A 2
H8E H -0.041175 0.034888 0.293858 0.092 Uiso 0.296(7) 1 calc R U P A 2
H8F H -0.029192 0.049726 0.139256 0.092 Uiso 0.296(7) 1 calc R U P A 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 O2 2.0051(10) . ?
Sn1 O1 2.1390(9) . ?
Sn1 O1 2.1544(9) 2_655 ?
O1 C1 1.4511(16) . ?
O2 C5 1.4226(16) . ?
C1 C2 1.522(2) . ?
C1 C4 1.522(2) . ?
C1 C3 1.522(2) . ?
C5 C6A 1.486(4) . ?
C5 C8 1.493(3) . ?
C5 C7A 1.517(4) . ?
C5 C6 1.530(3) . ?
C5 C8A 1.535(4) . ?
C5 C7 1.538(3) . ?

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 89.83(4) . . ?
O2 Sn1 O1 92.93(4) . 2_655 ?
O1 Sn1 O1 72.78(4) . 2_655 ?
C1 O1 Sn1 126.37(8) . . ?
C1 O1 Sn1 123.82(8) . 2_655 ?
Sn1 O1 Sn1 107.22(4) . 2_655 ?
C5 O2 Sn1 129.22(9) . . ?
O1 C1 C2 108.05(12) . . ?
O1 C1 C4 108.88(12) . . ?
C2 C1 C4 111.21(15) . . ?
O1 C1 C3 108.20(12) . . ?
C2 C1 C3 109.81(15) . . ?
C4 C1 C3 110.59(15) . . ?
O2 C5 C6A 109.7(4) . . ?
O2 C5 C8 108.47(19) . . ?
O2 C5 C7A 108.6(3) . . ?
C6A C5 C7A 117.6(6) . . ?
O2 C5 C6 108.22(16) . . ?
C8 C5 C6 109.2(3) . . ?
O2 C5 C8A 104.8(3) . . ?
C6A C5 C8A 109.0(6) . . ?
C7A C5 C8A 106.4(5) . . ?
O2 C5 C7 112.28(15) . . ?
C8 C5 C7 112.8(3) . . ?
C6 C5 C7 105.7(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
Sn1 O1 C1 C2 145.79(12) . . . . ?
Sn1 O1 C1 C2 -54.82(16) 2_655 . . . ?
Sn1 O1 C1 C4 -93.30(14) . . . . ?
Sn1 O1 C1 C4 66.09(14) 2_655 . . . ?
Sn1 O1 C1 C3 26.95(17) . . . . ?
Sn1 O1 C1 C3 -173.66(10) 2_655 . . . ?
Sn1 O2 C5 C6A -79.8(7) . . . . ?
Sn1 O2 C5 C8 125.1(4) . . . . ?
Sn1 O2 C5 C7A 50.0(6) . . . . ?
Sn1 O2 C5 C6 -116.5(2) . . . . ?
Sn1 O2 C5 C8A 163.3(5) . . . . ?
Sn1 O2 C5 C7 -0.2(3) . . . . ?

_refine_diff_density_max         0.374
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.059



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Pentane'
_chemical_properties_physical    Air-sensitive
####################################################################### 
# 
# 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_riv2274
_database_code_depnum_ccdc_archive 'CCDC 2226316'
loop_
_audit_author_name
_audit_author_address
'Michael J. Ferguson'
;University of Alberta
Canada
;
_audit_update_record             
;
2022-12-13 deposited with the CCDC.	2023-01-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H70 K2 O8 Sn2'
_chemical_formula_sum            'C32 H70 K2 O8 Sn2'
_chemical_formula_weight         898.46

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.193(2)
_cell_length_b                   10.823(2)
_cell_length_c                   11.118(2)
_cell_angle_alpha                99.693(3)
_cell_angle_beta                 113.801(3)
_cell_angle_gamma                96.897(3)
_cell_volume                     1081.9(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    7673
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      30.02

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.282
_exptl_crystal_size_mid          0.273
_exptl_crystal_size_min          0.209
_exptl_absorpt_coefficient_mu    1.386
_shelx_estimated_absorpt_T_min   0.696
_shelx_estimated_absorpt_T_max   0.761
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6724
_exptl_absorpt_correction_T_max  0.9566
_exptl_absorpt_process_details   
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Short anode X-ray tube fine focus 2kW'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19027
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.952
_diffrn_reflns_theta_max         30.579
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6558
_reflns_number_gt                5550
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0460P)²+0.2119P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         6558
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0990
_refine_ls_wR_factor_gt          0.0929
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.30925(2) 0.37915(2) 0.16024(2) 0.03385(7) Uani 1 1 d . . . . .
K1 K 0.36659(6) 0.59659(5) 0.49702(5) 0.03453(12) Uani 1 1 d . . . . .
O1 O 0.46626(19) 0.53390(16) 0.30754(16) 0.0321(3) Uani 1 1 d . . . . .
O2 O 0.19732(19) 0.40957(17) 0.27774(17) 0.0351(4) Uani 1 1 d . . . . .
O3 O 0.4221(2) 0.25748(17) 0.26877(19) 0.0433(4) Uani 1 1 d . . . . .
O4 O 0.1674(3) 0.7526(2) 0.4131(2) 0.0620(6) Uani 1 1 d . . . . .
C1 C 0.5568(3) 0.6222(2) 0.2772(2) 0.0327(5) Uani 1 1 d . . . . .
C2 C 0.6698(4) 0.5575(3) 0.2466(3) 0.0507(7) Uani 1 1 d . . . . .
H2A H 0.732577 0.529989 0.326307 0.076 Uiso 1 1 calc R U . . .
H2B H 0.730280 0.618529 0.224089 0.076 Uiso 1 1 calc R U . . .
H2C H 0.618736 0.482816 0.169909 0.076 Uiso 1 1 calc R U . . .
C3 C 0.4661(4) 0.6731(3) 0.1561(3) 0.0498(7) Uani 1 1 d . . . . .
H3A H 0.419665 0.602674 0.074684 0.075 Uiso 1 1 calc R U . . .
H3B H 0.530183 0.739209 0.142943 0.075 Uiso 1 1 calc R U . . .
H3C H 0.390285 0.710097 0.173217 0.075 Uiso 1 1 calc R U . . .
C4 C 0.6351(3) 0.7336(3) 0.4019(3) 0.0433(6) Uani 1 1 d . . . . .
H4A H 0.563284 0.779780 0.415378 0.065 Uiso 1 1 calc R U . . .
H4B H 0.706941 0.791963 0.388982 0.065 Uiso 1 1 calc R U . . .
H4C H 0.685547 0.700465 0.481590 0.065 Uiso 1 1 calc R U . . .
C5 C 0.0479(3) 0.3511(2) 0.2366(3) 0.0354(5) Uani 1 1 d . . . . .
C6 C -0.0542(4) 0.3874(4) 0.1089(3) 0.0607(9) Uani 1 1 d . . . . .
H6A H -0.047003 0.480377 0.127704 0.091 Uiso 1 1 calc R U . . .
H6B H -0.155466 0.343906 0.081374 0.091 Uiso 1 1 calc R U . . .
H6C H -0.025493 0.361192 0.035796 0.091 Uiso 1 1 calc R U . . .
C7 C 0.0100(3) 0.4018(3) 0.3524(3) 0.0489(7) Uani 1 1 d . . . . .
H7A H 0.074381 0.378389 0.434382 0.073 Uiso 1 1 calc R U . . .
H7B H -0.092333 0.364273 0.328323 0.073 Uiso 1 1 calc R U . . .
H7C H 0.023539 0.495305 0.369015 0.073 Uiso 1 1 calc R U . . .
C8 C 0.0291(4) 0.2060(3) 0.2119(4) 0.0570(8) Uani 1 1 d . . . . .
H8A H 0.054482 0.173681 0.138070 0.086 Uiso 1 1 calc R U . . .
H8B H -0.072990 0.167354 0.187441 0.086 Uiso 1 1 calc R U . . .
H8C H 0.093754 0.183597 0.294483 0.086 Uiso 1 1 calc R U . . .
C9 C 0.4426(3) 0.1372(2) 0.2152(3) 0.0443(6) Uani 1 1 d . . . . .
C10 C 0.5740(4) 0.1566(4) 0.1835(4) 0.0632(9) Uani 1 1 d . . . . .
H10A H 0.551818 0.198864 0.108359 0.095 Uiso 1 1 calc R U . . .
H10B H 0.596290 0.073187 0.158148 0.095 Uiso 1 1 calc R U . . .
H10C H 0.658841 0.210094 0.263576 0.095 Uiso 1 1 calc R U . . .
C11 C 0.3090(4) 0.0619(4) 0.0882(4) 0.0754(12) Uani 1 1 d . . . . .
H11A H 0.223263 0.051520 0.107724 0.113 Uiso 1 1 calc R U . . .
H11B H 0.326193 -0.022584 0.058504 0.113 Uiso 1 1 calc R U . . .
H11C H 0.291251 0.108302 0.016514 0.113 Uiso 1 1 calc R U . . .
C12 C 0.4725(5) 0.0624(3) 0.3242(4) 0.0693(11) Uani 1 1 d . . . . .
H12A H 0.560500 0.109237 0.405517 0.104 Uiso 1 1 calc R U . . .
H12B H 0.487708 -0.022017 0.291236 0.104 Uiso 1 1 calc R U . . .
H12C H 0.388559 0.051710 0.346285 0.104 Uiso 1 1 calc R U . . .
C13 C 0.0849(6) 0.8332(5) 0.4527(5) 0.0866(15) Uani 1 1 d . . . . .
H13A H 0.149088 0.894951 0.539922 0.104 Uiso 1 1 calc R U . . .
H13B H 0.006064 0.781279 0.464429 0.104 Uiso 1 1 calc R U . . .
C14 C 0.0222(6) 0.9011(5) 0.3492(5) 0.0876(14) Uani 1 1 d . . . . .
H14A H 0.075809 0.991416 0.379123 0.105 Uiso 1 1 calc R U . . .
H14B H -0.082111 0.899714 0.328318 0.105 Uiso 1 1 calc R U . . .
C15 C 0.0361(5) 0.8332(4) 0.2283(4) 0.0741(11) Uani 1 1 d . . . . .
H15A H -0.055479 0.770657 0.165529 0.089 Uiso 1 1 calc R U . . .
H15B H 0.059164 0.894619 0.179419 0.089 Uiso 1 1 calc R U . . .
C16 C 0.1590(5) 0.7672(4) 0.2852(4) 0.0656(9) Uani 1 1 d . . . . .
H16A H 0.139974 0.682410 0.224292 0.079 Uiso 1 1 calc R U . . .
H16B H 0.251985 0.818919 0.296649 0.079 Uiso 1 1 calc R U . . .


_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 2.0652(17) . ?
Sn1 O3 2.0715(19) . ?
Sn1 O1 2.0894(17) . ?
Sn1 K1 3.8471(8) 2_666 ?
Sn1 K1 3.8518(8) . ?
K1 O2 2.6687(18) . ?
K1 O3 2.681(2) 2_666 ?
K1 O1 2.7096(17) . ?
K1 O4 2.769(2) . ?
K1 O1 2.8708(18) 2_666 ?
K1 K1 3.6108(11) 2_666 ?
O1 C1 1.424(3) . ?
O2 C5 1.428(3) . ?
O3 C9 1.413(3) . ?
O4 C13 1.417(4) . ?
O4 C16 1.426(4) . ?
C1 C4 1.525(4) . ?
C1 C3 1.529(4) . ?
C1 C2 1.537(4) . ?
C5 C8 1.522(4) . ?
C5 C7 1.524(4) . ?
C5 C6 1.532(4) . ?
C9 C10 1.517(5) . ?
C9 C11 1.519(4) . ?
C9 C12 1.520(5) . ?
C13 C14 1.440(6) . ?
C14 C15 1.488(6) . ?
C15 C16 1.486(6) . ?

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 O3 92.98(8) . . ?
O2 Sn1 O1 83.58(7) . . ?
O3 Sn1 O1 88.46(7) . . ?
O2 Sn1 K1 83.17(5) . 2_666 ?
O3 Sn1 K1 41.68(5) . 2_666 ?
O1 Sn1 K1 47.20(5) . 2_666 ?
O2 Sn1 K1 41.15(5) . . ?
O3 Sn1 K1 88.64(5) . . ?
O1 Sn1 K1 42.54(5) . . ?
K1 Sn1 K1 55.940(17) 2_666 . ?
O2 K1 O3 166.05(6) . 2_666 ?
O2 K1 O1 61.96(5) . . ?
O3 K1 O1 112.37(6) 2_666 . ?
O2 K1 O4 90.43(7) . . ?
O3 K1 O4 103.52(7) 2_666 . ?
O1 K1 O4 109.19(7) . . ?
O2 K1 O1 104.41(6) . 2_666 ?
O3 K1 O1 62.93(6) 2_666 2_666 ?
O1 K1 O1 99.42(5) . 2_666 ?
O4 K1 O1 151.37(6) . 2_666 ?
O2 K1 K1 81.09(4) . 2_666 ?
O3 K1 K1 85.63(4) 2_666 2_666 ?
O1 K1 K1 51.66(4) . 2_666 ?
O4 K1 K1 160.82(6) . 2_666 ?
O1 K1 K1 47.76(4) 2_666 2_666 ?
O2 K1 Sn1 135.75(4) . 2_666 ?
O3 K1 Sn1 30.92(4) 2_666 2_666 ?
O1 K1 Sn1 105.79(4) . 2_666 ?
O4 K1 Sn1 131.80(5) . 2_666 ?
O1 K1 Sn1 32.27(3) 2_666 2_666 ?
K1 K1 Sn1 62.096(18) 2_666 2_666 ?
O2 K1 Sn1 30.61(4) . . ?
O3 K1 Sn1 141.76(5) 2_666 . ?
O1 K1 Sn1 31.42(4) . . ?
O4 K1 Sn1 102.69(5) . . ?
O1 K1 Sn1 102.37(4) 2_666 . ?
K1 K1 Sn1 61.964(15) 2_666 . ?
Sn1 K1 Sn1 124.059(18) 2_666 . ?
C1 O1 Sn1 122.42(14) . . ?
C1 O1 K1 124.45(13) . . ?
Sn1 O1 K1 106.04(7) . . ?
C1 O1 K1 112.39(13) . 2_666 ?
Sn1 O1 K1 100.53(6) . 2_666 ?
K1 O1 K1 80.58(5) . 2_666 ?
C5 O2 Sn1 124.30(14) . . ?
C5 O2 K1 126.95(14) . . ?
Sn1 O2 K1 108.24(7) . . ?
C9 O3 Sn1 126.85(18) . . ?
C9 O3 K1 118.91(16) . 2_666 ?
Sn1 O3 K1 107.40(7) . 2_666 ?
C13 O4 C16 109.0(3) . . ?
C13 O4 K1 144.9(2) . . ?
C16 O4 K1 105.49(19) . . ?
O1 C1 C4 106.94(19) . . ?
O1 C1 C3 111.4(2) . . ?
C4 C1 C3 109.1(2) . . ?
O1 C1 C2 110.1(2) . . ?
C4 C1 C2 109.9(2) . . ?
C3 C1 C2 109.3(2) . . ?
O2 C5 C8 110.3(2) . . ?
O2 C5 C7 106.6(2) . . ?
C8 C5 C7 109.6(3) . . ?
O2 C5 C6 111.3(2) . . ?
C8 C5 C6 110.0(3) . . ?
C7 C5 C6 109.0(2) . . ?
O3 C9 C10 109.6(3) . . ?
O3 C9 C11 112.6(2) . . ?
C10 C9 C11 109.3(3) . . ?
O3 C9 C12 106.8(2) . . ?
C10 C9 C12 109.5(3) . . ?
C11 C9 C12 109.1(3) . . ?
O4 C13 C14 108.6(3) . . ?
C13 C14 C15 106.0(3) . . ?
C16 C15 C14 104.0(3) . . ?
O4 C16 C15 106.4(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Sn1 O1 C1 -148.13(17) . . . . ?
O3 Sn1 O1 C1 118.70(17) . . . . ?
K1 Sn1 O1 C1 125.25(18) 2_666 . . . ?
K1 Sn1 O1 C1 -151.6(2) . . . . ?
O2 Sn1 O1 K1 3.50(7) . . . . ?
O3 Sn1 O1 K1 -89.67(8) . . . . ?
K1 Sn1 O1 K1 -83.12(6) 2_666 . . . ?
O2 Sn1 O1 K1 86.63(7) . . . 2_666 ?
O3 Sn1 O1 K1 -6.55(7) . . . 2_666 ?
K1 Sn1 O1 K1 83.12(6) . . . 2_666 ?
O2 K1 O1 C1 147.85(18) . . . . ?
O3 K1 O1 C1 -46.26(18) 2_666 . . . ?
O4 K1 O1 C1 68.00(18) . . . . ?
O1 K1 O1 C1 -110.76(17) 2_666 . . . ?
K1 K1 O1 C1 -110.76(17) 2_666 . . . ?
Sn1 K1 O1 C1 -78.30(17) 2_666 . . . ?
Sn1 K1 O1 C1 150.9(2) . . . . ?
O2 K1 O1 Sn1 -3.05(6) . . . . ?
O3 K1 O1 Sn1 162.84(7) 2_666 . . . ?
O4 K1 O1 Sn1 -82.90(9) . . . . ?
O1 K1 O1 Sn1 98.34(7) 2_666 . . . ?
K1 K1 O1 Sn1 98.34(7) 2_666 . . . ?
Sn1 K1 O1 Sn1 130.80(6) 2_666 . . . ?
O2 K1 O1 K1 -101.39(6) . . . 2_666 ?
O3 K1 O1 K1 64.50(6) 2_666 . . 2_666 ?
O4 K1 O1 K1 178.76(7) . . . 2_666 ?
O1 K1 O1 K1 0.0 2_666 . . 2_666 ?
Sn1 K1 O1 K1 32.46(4) 2_666 . . 2_666 ?
Sn1 K1 O1 K1 -98.34(7) . . . 2_666 ?
O3 Sn1 O2 C5 -103.17(19) . . . . ?
O1 Sn1 O2 C5 168.72(19) . . . . ?
K1 Sn1 O2 C5 -143.75(18) 2_666 . . . ?
K1 Sn1 O2 C5 172.3(2) . . . . ?
O3 Sn1 O2 K1 84.51(8) . . . . ?
O1 Sn1 O2 K1 -3.60(7) . . . . ?
K1 Sn1 O2 K1 43.93(6) 2_666 . . . ?
O3 K1 O2 C5 121.9(3) 2_666 . . . ?
O1 K1 O2 C5 -168.9(2) . . . . ?
O4 K1 O2 C5 -57.32(19) . . . . ?
O1 K1 O2 C5 97.94(18) 2_666 . . . ?
K1 K1 O2 C5 139.96(19) 2_666 . . . ?
Sn1 K1 O2 C5 107.09(18) 2_666 . . . ?
Sn1 K1 O2 C5 -172.1(2) . . . . ?
O3 K1 O2 Sn1 -66.1(3) 2_666 . . . ?
O1 K1 O2 Sn1 3.12(6) . . . . ?
O4 K1 O2 Sn1 114.74(9) . . . . ?
O1 K1 O2 Sn1 -90.00(8) 2_666 . . . ?
K1 K1 O2 Sn1 -47.98(7) 2_666 . . . ?
Sn1 K1 O2 Sn1 -80.86(9) 2_666 . . . ?
O2 Sn1 O3 C9 133.5(2) . . . . ?
O1 Sn1 O3 C9 -143.0(2) . . . . ?
K1 Sn1 O3 C9 -150.2(3) 2_666 . . . ?
K1 Sn1 O3 C9 174.4(2) . . . . ?
O2 Sn1 O3 K1 -76.26(8) . . . 2_666 ?
O1 Sn1 O3 K1 7.23(8) . . . 2_666 ?
K1 Sn1 O3 K1 -35.32(7) . . . 2_666 ?
O2 K1 O4 C13 130.1(5) . . . . ?
O3 K1 O4 C13 -49.7(5) 2_666 . . . ?
O1 K1 O4 C13 -169.6(5) . . . . ?
O1 K1 O4 C13 7.9(6) 2_666 . . . ?
K1 K1 O4 C13 -166.6(5) 2_666 . . . ?
Sn1 K1 O4 C13 -35.3(6) 2_666 . . . ?
Sn1 K1 O4 C13 158.4(5) . . . . ?
O2 K1 O4 C16 -60.2(2) . . . . ?
O3 K1 O4 C16 120.0(2) 2_666 . . . ?
O1 K1 O4 C16 0.1(2) . . . . ?
O1 K1 O4 C16 177.5(2) 2_666 . . . ?
K1 K1 O4 C16 3.1(4) 2_666 . . . ?
Sn1 K1 O4 C16 134.3(2) 2_666 . . . ?
Sn1 K1 O4 C16 -31.9(2) . . . . ?
Sn1 O1 C1 C4 169.61(16) . . . . ?
K1 O1 C1 C4 23.2(3) . . . . ?
K1 O1 C1 C4 -70.7(2) 2_666 . . . ?
Sn1 O1 C1 C3 50.4(2) . . . . ?
K1 O1 C1 C3 -96.0(2) . . . . ?
K1 O1 C1 C3 170.14(16) 2_666 . . . ?
Sn1 O1 C1 C2 -71.0(2) . . . . ?
K1 O1 C1 C2 142.61(18) . . . . ?
K1 O1 C1 C2 48.7(2) 2_666 . . . ?
Sn1 O2 C5 C8 62.0(3) . . . . ?
K1 O2 C5 C8 -127.2(2) . . . . ?
Sn1 O2 C5 C7 -179.09(17) . . . . ?
K1 O2 C5 C7 -8.2(3) . . . . ?
Sn1 O2 C5 C6 -60.4(3) . . . . ?
K1 O2 C5 C6 110.5(2) . . . . ?
Sn1 O3 C9 C10 84.7(3) . . . . ?
K1 O3 C9 C10 -62.5(3) 2_666 . . . ?
Sn1 O3 C9 C11 -37.1(4) . . . . ?
K1 O3 C9 C11 175.7(3) 2_666 . . . ?
Sn1 O3 C9 C12 -156.8(2) . . . . ?
K1 O3 C9 C12 56.0(3) 2_666 . . . ?
C16 O4 C13 C14 0.0(6) . . . . ?
K1 O4 C13 C14 169.4(4) . . . . ?
O4 C13 C14 C15 15.0(6) . . . . ?
C13 C14 C15 C16 -23.3(6) . . . . ?
C13 O4 C16 C15 -14.9(5) . . . . ?
K1 O4 C16 C15 171.3(3) . . . . ?
C14 C15 C16 O4 23.4(5) . . . . ?

_refine_diff_density_max         1.247
_refine_diff_density_min         -0.953
_refine_diff_density_rms         0.097



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Tetrahydrofuran'
_chemical_properties_physical    Air-sensitive
####################################################################### 
# 
# 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_riv2276
_database_code_depnum_ccdc_archive 'CCDC 2226315'
loop_
_audit_author_name
_audit_author_address
'Michael J. Ferguson'
;University of Alberta
Canada
;
_audit_update_record             
;
2022-12-13 deposited with the CCDC.	2023-01-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H26 N2 O2 Sn'
_chemical_formula_sum            'C13 H26 N2 O2 Sn'
_chemical_formula_weight         361.05

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'

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

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

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

_cell_length_a                   12.568(3)
_cell_length_b                   7.7753(19)
_cell_length_c                   18.333(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.603(4)
_cell_angle_gamma                90
_cell_volume                     1707.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    2594
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      20.45

_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.127
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.047
_exptl_absorpt_coefficient_mu    1.494
_shelx_estimated_absorpt_T_min   0.833
_shelx_estimated_absorpt_T_max   0.933
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7591
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Short anode X-ray tube fine focus 2kW'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18947
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_av_R_equivalents  0.0968
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.746
_diffrn_reflns_theta_max         25.748
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3266
_reflns_number_gt                2267
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0423P)²+0.0266P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         3266
_refine_ls_number_parameters     178
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1015
_refine_ls_wR_factor_gt          0.0877
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.037
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.43507(3) 0.45345(5) 0.62457(2) 0.03581(14) Uani 1 1 d . . . . .
O1 O 0.2712(3) 0.3993(5) 0.56995(19) 0.0405(9) Uani 1 1 d . . . . .
O2 O 0.4618(3) 0.2254(5) 0.6841(2) 0.0397(9) Uani 1 1 d . . . . .
N1 N 0.3019(4) 0.6186(6) 0.7453(3) 0.0399(11) Uani 1 1 d . . . . .
N2 N 0.4716(4) 0.5540(6) 0.8005(3) 0.0407(11) Uani 1 1 d . . . . .
C1 C 0.3925(4) 0.5488(7) 0.7319(3) 0.0347(12) Uani 1 1 d . . . . .
C2 C 0.3240(6) 0.6618(8) 0.8217(3) 0.0519(16) Uani 1 1 d . . . . .
H2 H 0.273143 0.709591 0.845370 0.062 Uiso 1 1 calc R U . . .
C3 C 0.4301(6) 0.6231(8) 0.8550(4) 0.0534(16) Uani 1 1 d . . . . .
H3 H 0.470292 0.640103 0.907452 0.064 Uiso 1 1 calc R U . . .
C4 C 0.1950(4) 0.6503(8) 0.6871(3) 0.0516(16) Uani 1 1 d . . . . .
H4A H 0.178829 0.555877 0.649906 0.062 Uiso 1 1 calc R U . . .
H4B H 0.198868 0.758761 0.660735 0.062 Uiso 1 1 calc R U . . .
H4C H 0.135720 0.657495 0.711458 0.062 Uiso 1 1 calc R U . . .
C5 C 0.5867(5) 0.4970(8) 0.8147(4) 0.0581(18) Uani 1 1 d . . . . .
H5A H 0.623231 0.568639 0.785327 0.070 Uiso 1 1 calc R U . . .
H5B H 0.587300 0.376692 0.798890 0.070 Uiso 1 1 calc R U . . .
H5C H 0.626843 0.507382 0.869377 0.070 Uiso 1 1 calc R U . . .
C6 C 0.2189(5) 0.4257(8) 0.4906(3) 0.0449(15) Uani 1 1 d . . . . .
C7 C 0.2867(5) 0.3453(9) 0.4426(3) 0.0571(17) Uani 1 1 d . . . . .
H7A H 0.248543 0.365642 0.388211 0.069 Uiso 1 1 calc R U . . .
H7B H 0.361065 0.397605 0.456593 0.069 Uiso 1 1 calc R U . . .
H7C H 0.293772 0.221280 0.452340 0.069 Uiso 1 1 calc R U . . .
C8 C 0.2022(6) 0.6163(9) 0.4730(4) 0.069(2) Uani 1 1 d . . . . .
H8A H 0.166030 0.632193 0.418001 0.082 Uiso 1 1 calc R U . . .
H8B H 0.154933 0.665287 0.501549 0.082 Uiso 1 1 calc R U . . .
H8C H 0.274755 0.674413 0.487993 0.082 Uiso 1 1 calc R U . . .
C9 C 0.1062(4) 0.3370(9) 0.4712(3) 0.0539(17) Uani 1 1 d . . . . .
H9A H 0.066830 0.351831 0.416605 0.065 Uiso 1 1 calc R U . . .
H9B H 0.117141 0.214071 0.482940 0.065 Uiso 1 1 calc R U . . .
H9C H 0.062016 0.387704 0.501503 0.065 Uiso 1 1 calc R U . . .
C10 C 0.5080(5) 0.0754(7) 0.6613(3) 0.0465(15) Uani 1 1 d D . . . .
C11A C 0.4138(10) -0.0280(13) 0.6080(7) 0.086(4) Uani 0.817(19) 1 d D . P A 1
H11A H 0.444229 -0.132157 0.591732 0.129 Uiso 0.817(19) 1 calc R U P A 1
H11B H 0.360151 -0.060203 0.634881 0.129 Uiso 0.817(19) 1 calc R U P A 1
H11C H 0.376167 0.041588 0.563059 0.129 Uiso 0.817(19) 1 calc R U P A 1
C12A C 0.5582(16) -0.0321(15) 0.7304(6) 0.098(6) Uani 0.817(19) 1 d D . P A 1
H12A H 0.590516 -0.136263 0.715696 0.147 Uiso 0.817(19) 1 calc R U P A 1
H12B H 0.616841 0.033484 0.767425 0.147 Uiso 0.817(19) 1 calc R U P A 1
H12C H 0.500319 -0.064146 0.753657 0.147 Uiso 0.817(19) 1 calc R U P A 1
C13A C 0.5902(11) 0.1205(13) 0.6177(9) 0.102(6) Uani 0.817(19) 1 d D . P A 1
H13A H 0.620465 0.014504 0.602812 0.152 Uiso 0.817(19) 1 calc R U P A 1
H13B H 0.551567 0.186311 0.571687 0.152 Uiso 0.817(19) 1 calc R U P A 1
H13C H 0.651294 0.189603 0.650424 0.152 Uiso 0.817(19) 1 calc R U P A 1
C11B C 0.455(3) 0.002(5) 0.5843(13) 0.041(11) Uiso 0.183(19) 1 d D . P A 2
H11D H 0.496462 -0.100129 0.577309 0.061 Uiso 0.183(19) 1 calc R U P A 2
H11E H 0.377753 -0.029421 0.579221 0.061 Uiso 0.183(19) 1 calc R U P A 2
H11F H 0.456135 0.088009 0.545311 0.061 Uiso 0.183(19) 1 calc R U P A 2
C12B C 0.510(5) -0.053(7) 0.723(3) 0.062(16) Uiso 0.183(19) 1 d D . P A 2
H12D H 0.540631 -0.162186 0.711976 0.092 Uiso 0.183(19) 1 calc R U P A 2
H12E H 0.555865 -0.009034 0.772595 0.092 Uiso 0.183(19) 1 calc R U P A 2
H12F H 0.433322 -0.071863 0.724877 0.092 Uiso 0.183(19) 1 calc R U P A 2
C13B C 0.6331(13) 0.110(4) 0.679(2) 0.035(10) Uiso 0.183(19) 1 d D . P A 2
H13D H 0.669016 0.009466 0.663846 0.052 Uiso 0.183(19) 1 calc R U P A 2
H13E H 0.644196 0.210573 0.649637 0.052 Uiso 0.183(19) 1 calc R U P A 2
H13F H 0.666180 0.131562 0.733506 0.052 Uiso 0.183(19) 1 calc R U P A 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 2.043(4) . ?
Sn1 O2 2.056(4) . ?
Sn1 C1 2.312(5) . ?
O1 C6 1.419(6) . ?
O2 C10 1.421(6) . ?
N1 C1 1.349(6) . ?
N1 C2 1.383(7) . ?
N1 C4 1.463(7) . ?
N2 C1 1.347(7) . ?
N2 C3 1.370(7) . ?
N2 C5 1.459(7) . ?
C2 C3 1.323(8) . ?
C6 C9 1.517(8) . ?
C6 C8 1.518(8) . ?
C6 C7 1.530(8) . ?
C10 C11B 1.481(15) . ?
C10 C12A 1.489(9) . ?
C10 C12B 1.506(16) . ?
C10 C11A 1.518(9) . ?
C10 C13A 1.527(9) . ?
C10 C13B 1.530(15) . ?

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 O2 93.51(14) . . ?
O1 Sn1 C1 91.42(16) . . ?
O2 Sn1 C1 82.39(16) . . ?
C6 O1 Sn1 123.9(3) . . ?
C10 O2 Sn1 124.6(3) . . ?
C1 N1 C2 111.1(5) . . ?
C1 N1 C4 125.0(5) . . ?
C2 N1 C4 123.8(5) . . ?
C1 N2 C3 110.9(5) . . ?
C1 N2 C5 124.7(5) . . ?
C3 N2 C5 124.4(5) . . ?
N2 C1 N1 104.0(4) . . ?
N2 C1 Sn1 120.6(4) . . ?
N1 C1 Sn1 135.2(4) . . ?
C3 C2 N1 106.1(5) . . ?
C2 C3 N2 107.8(5) . . ?
O1 C6 C9 106.5(4) . . ?
O1 C6 C8 110.5(5) . . ?
C9 C6 C8 109.6(5) . . ?
O1 C6 C7 111.4(5) . . ?
C9 C6 C7 108.8(5) . . ?
C8 C6 C7 110.0(5) . . ?
O2 C10 C11B 119.3(16) . . ?
O2 C10 C12A 108.4(7) . . ?
O2 C10 C12B 104(3) . . ?
C11B C10 C12B 111(3) . . ?
O2 C10 C11A 108.4(6) . . ?
C12A C10 C11A 107.3(8) . . ?
O2 C10 C13A 111.5(5) . . ?
C12A C10 C13A 113.3(9) . . ?
C11A C10 C13A 107.7(8) . . ?
O2 C10 C13B 106.3(13) . . ?
C11B C10 C13B 113.7(18) . . ?
C12B C10 C13B 100(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
C3 N2 C1 N1 0.9(6) . . . . ?
C5 N2 C1 N1 -178.0(5) . . . . ?
C3 N2 C1 Sn1 176.7(4) . . . . ?
C5 N2 C1 Sn1 -2.2(7) . . . . ?
C2 N1 C1 N2 -1.7(6) . . . . ?
C4 N1 C1 N2 176.5(5) . . . . ?
C2 N1 C1 Sn1 -176.6(4) . . . . ?
C4 N1 C1 Sn1 1.6(8) . . . . ?
C1 N1 C2 C3 1.9(7) . . . . ?
C4 N1 C2 C3 -176.3(5) . . . . ?
N1 C2 C3 N2 -1.3(7) . . . . ?
C1 N2 C3 C2 0.2(7) . . . . ?
C5 N2 C3 C2 179.2(5) . . . . ?
Sn1 O1 C6 C9 169.0(3) . . . . ?
Sn1 O1 C6 C8 -72.1(5) . . . . ?
Sn1 O1 C6 C7 50.5(6) . . . . ?
Sn1 O2 C10 C11B -55.4(19) . . . . ?
Sn1 O2 C10 C12A 156.3(8) . . . . ?
Sn1 O2 C10 C12B -180(2) . . . . ?
Sn1 O2 C10 C11A -87.5(8) . . . . ?
Sn1 O2 C10 C13A 30.9(9) . . . . ?
Sn1 O2 C10 C13B 74.8(15) . . . . ?

_refine_diff_density_max         1.100
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.111



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexamethyldisiloxane and hexanes'
_chemical_properties_physical    Air-sensitive
####################################################################### 
# 
# 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_riv2087
_database_code_depnum_ccdc_archive 'CCDC 2226317'
loop_
_audit_author_name
_audit_author_address
'Michael J. Ferguson'
;University of Alberta
Canada
;
_audit_update_record             
;
2022-12-13 deposited with the CCDC.	2023-01-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H8 Cl2 N2 Sn'
_chemical_formula_sum            'C5 H8 Cl2 N2 Sn'
_chemical_formula_weight         285.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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

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

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

_cell_length_a                   7.6355(2)
_cell_length_b                   8.8033(3)
_cell_length_c                   13.9001(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.7393(8)
_cell_angle_gamma                90
_cell_volume                     933.26(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9963
_cell_measurement_theta_min      5.95
_cell_measurement_theta_max      73.97

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.034
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.101
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.021
_exptl_absorpt_coefficient_mu    26.522
_shelx_estimated_absorpt_T_min   0.175
_shelx_estimated_absorpt_T_max   0.606
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.1426
_exptl_absorpt_correction_T_max  0.6743
_exptl_absorpt_process_details   
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35591
_diffrn_reflns_av_unetI/netI     0.0121
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         5.952
_diffrn_reflns_theta_max         74.041
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             1876
_reflns_number_gt                1828
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0264P)²+0.6349P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         1876
_refine_ls_number_parameters     93
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0190
_refine_ls_R_factor_gt           0.0186
_refine_ls_wR_factor_ref         0.0482
_refine_ls_wR_factor_gt          0.0479
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.141
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.21557(2) 0.24676(2) 0.25098(2) 0.02044(7) Uani 1 1 d . . . . .
Cl1 Cl 0.35248(7) 0.07460(6) 0.37933(3) 0.02748(12) Uani 1 1 d . . . . .
Cl2 Cl 0.16280(7) 0.44698(6) 0.37678(3) 0.02594(11) Uani 1 1 d . . . . .
N1 N 0.6166(2) 0.4031(2) 0.28289(13) 0.0278(4) Uani 1 1 d . . . . .
N2 N 0.5517(2) 0.3531(2) 0.13460(12) 0.0236(4) Uani 1 1 d . . . . .
C1 C 0.4886(2) 0.3431(2) 0.22385(14) 0.0215(4) Uani 1 1 d . . . . .
C2 C 0.7563(3) 0.4505(3) 0.23088(19) 0.0370(6) Uani 1 1 d . . . . .
H2 H 0.861043 0.497039 0.256025 0.044 Uiso 1 1 calc R U . . .
C3 C 0.7158(3) 0.4181(3) 0.13776(18) 0.0347(5) Uani 1 1 d . . . . .
H3 H 0.786708 0.436590 0.084635 0.042 Uiso 1 1 calc R U . . .
C4 C 0.6140(3) 0.4202(3) 0.38769(17) 0.0395(6) Uani 1 1 d . . . . .
H4A H 0.551985 0.333945 0.414861 0.047 Uiso 1 1 calc R U . . .
H4B H 0.553804 0.514769 0.403110 0.047 Uiso 1 1 calc R U . . .
H4C H 0.734591 0.423215 0.415166 0.047 Uiso 1 1 calc R U . . .
C5 C 0.4615(3) 0.3023(3) 0.04528(15) 0.0297(5) Uani 1 1 d . . . . .
H5A H 0.335580 0.322185 0.048268 0.036 Uiso 1 1 calc R U . . .
H5B H 0.480819 0.193184 0.036923 0.036 Uiso 1 1 calc R U . . .
H5C H 0.507553 0.357595 -0.009255 0.036 Uiso 1 1 calc R U . . .


_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 C1 2.298(2) . ?
Sn1 Cl2 2.5286(5) . ?
Sn1 Cl1 2.5287(5) . ?
N1 C1 1.353(3) . ?
N1 C2 1.382(3) . ?
N1 C4 1.465(3) . ?
N2 C1 1.355(2) . ?
N2 C3 1.376(3) . ?
N2 C5 1.461(3) . ?
C2 C3 1.347(4) . ?

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
C1 Sn1 Cl2 91.83(5) . . ?
C1 Sn1 Cl1 89.39(5) . . ?
Cl2 Sn1 Cl1 90.234(17) . . ?
C1 N1 C2 110.74(19) . . ?
C1 N1 C4 126.82(19) . . ?
C2 N1 C4 122.4(2) . . ?
C1 N2 C3 111.18(18) . . ?
C1 N2 C5 125.73(18) . . ?
C3 N2 C5 123.10(19) . . ?
N1 C1 N2 104.56(17) . . ?
N1 C1 Sn1 132.77(14) . . ?
N2 C1 Sn1 122.65(14) . . ?
C3 C2 N1 106.9(2) . . ?
C2 C3 N2 106.58(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N2 0.4(3) . . . . ?
C4 N1 C1 N2 179.7(2) . . . . ?
C2 N1 C1 Sn1 -177.90(18) . . . . ?
C4 N1 C1 Sn1 1.4(4) . . . . ?
C3 N2 C1 N1 -0.1(2) . . . . ?
C5 N2 C1 N1 179.8(2) . . . . ?
C3 N2 C1 Sn1 178.49(16) . . . . ?
C5 N2 C1 Sn1 -1.7(3) . . . . ?
Cl2 Sn1 C1 N1 37.9(2) . . . . ?
Cl1 Sn1 C1 N1 -52.3(2) . . . . ?
Cl2 Sn1 C1 N2 -140.14(16) . . . . ?
Cl1 Sn1 C1 N2 129.65(16) . . . . ?
C1 N1 C2 C3 -0.7(3) . . . . ?
C4 N1 C2 C3 -180.0(2) . . . . ?
N1 C2 C3 N2 0.6(3) . . . . ?
C1 N2 C3 C2 -0.3(3) . . . . ?
C5 N2 C3 C2 179.8(2) . . . . ?

_refine_diff_density_max         0.291
_refine_diff_density_min         -1.093
_refine_diff_density_rms         0.114



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Tetrahydrofuran'
_chemical_properties_physical    Air-sensitive
