# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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. 
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data_AW1_136A_0m
_database_code_depnum_ccdc_archive 'CCDC 2313814'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University
United States of America
;
_audit_update_record             
;
2023-12-12 deposited with the CCDC.	2024-03-28 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         ?
_chemical_formula_sum            'C20 H16 F2 N2 O2 Sn'
_chemical_formula_weight         473.04

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'
F F 0.0171 0.0103 '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                   7.7896(5)
_cell_length_b                   9.5538(5)
_cell_length_c                   13.4786(8)
_cell_angle_alpha                70.205(3)
_cell_angle_beta                 75.540(3)
_cell_angle_gamma                66.973(3)
_cell_volume                     860.61(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9866
_cell_measurement_theta_min      2.8679
_cell_measurement_theta_max      33.1856

_exptl_crystal_description       fragment
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_F_000             468
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.524
_shelx_estimated_absorpt_T_min   0.928
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6836
_exptl_absorpt_correction_T_max  0.7465
_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      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube X-ray source'
_diffrn_source_current           '30 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_measurement_device       'three circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonII charge-integrating pixel array (CPAD)'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            44029
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.868
_diffrn_reflns_theta_max         33.216
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6561
_reflns_number_gt                5697
_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       'Apex4 v2022.1-1 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-2018/3 (Sheldrick, 2015a, 2018), 
SHELXLE Rev1385 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0243P)²+1.0061P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6561
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0676
_refine_ls_wR_factor_gt          0.0649
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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 0.77944(2) 0.71943(2) 0.74851(2) 0.01757(4) Uani 1 1 d . . . . .
F1 F 0.89827(19) 0.84219(15) 0.78126(10) 0.0252(3) Uani 1 1 d . . . . .
F2 F 1.03603(19) 0.57736(16) 0.72025(10) 0.0264(3) Uani 1 1 d . . . . .
O1_2 O 0.5272(2) 0.88817(18) 0.77379(13) 0.0248(3) Uani 1 1 d . . . . .
N1_2 N 0.7572(2) 0.87905(19) 0.58754(13) 0.0182(3) Uani 1 1 d . . . . .
C1_2 C 0.5070(3) 1.0236(2) 0.69587(16) 0.0205(4) Uani 1 1 d . . . . .
C2_2 C 0.3733(3) 1.1655(3) 0.70683(19) 0.0271(4) Uani 1 1 d . . . . .
H2_2 H 0.292714 1.170066 0.772295 0.033 Uiso 1 1 calc R U . . .
C3_2 C 0.3547(4) 1.3042(3) 0.6218(2) 0.0335(5) Uani 1 1 d . . . . .
H3_2 H 0.264010 1.401236 0.631830 0.040 Uiso 1 1 calc R U . . .
C4_2 C 0.4643(4) 1.3021(3) 0.5251(2) 0.0317(5) Uani 1 1 d . . . . .
H4_2 H 0.447487 1.396359 0.468537 0.038 Uiso 1 1 calc R U . . .
C5_2 C 0.6023(3) 1.1593(2) 0.50996(17) 0.0243(4) Uani 1 1 d . . . . .
C6_2 C 0.6239(3) 1.0219(2) 0.59629(16) 0.0191(4) Uani 1 1 d . . . . .
C7_2 C 0.7214(4) 1.1425(3) 0.41337(18) 0.0289(5) Uani 1 1 d . . . . .
H7_2 H 0.713825 1.232088 0.353549 0.035 Uiso 1 1 calc R U . . .
C8_2 C 0.8468(4) 0.9985(3) 0.40598(17) 0.0264(4) Uani 1 1 d . . . . .
H8_2 H 0.923512 0.987878 0.340201 0.032 Uiso 1 1 calc R U . . .
C9_2 C 0.8645(3) 0.8642(3) 0.49481(16) 0.0205(4) Uani 1 1 d . . . . .
C10_2 C 1.0008(3) 0.7054(3) 0.48641(18) 0.0267(4) Uani 1 1 d . . . . .
H10A_2 H 1.016192 0.697928 0.413749 0.040 Uiso 1 1 calc R U . . .
H10B_2 H 0.952676 0.622983 0.536507 0.040 Uiso 1 1 calc R U . . .
H10C_2 H 1.122677 0.691215 0.503461 0.040 Uiso 1 1 calc R U . . .
O1_3 O 0.6832(2) 0.57103(18) 0.71730(12) 0.0235(3) Uani 1 1 d . . . . .
N1_3 N 0.7443(3) 0.5626(2) 0.90863(13) 0.0194(3) Uani 1 1 d . . . . .
C1_3 C 0.7068(3) 0.4346(2) 0.79460(16) 0.0209(4) Uani 1 1 d . . . . .
C2_3 C 0.7000(3) 0.3006(3) 0.78051(18) 0.0251(4) Uani 1 1 d . . . . .
H2_3 H 0.679723 0.302553 0.713352 0.030 Uiso 1 1 calc R U . . .
C3_3 C 0.7229(4) 0.1606(3) 0.8644(2) 0.0300(5) Uani 1 1 d . . . . .
H3_3 H 0.723320 0.068379 0.851874 0.036 Uiso 1 1 calc R U . . .
C4_3 C 0.7444(4) 0.1550(3) 0.9639(2) 0.0296(5) Uani 1 1 d . . . . .
H4_3 H 0.757780 0.060086 1.019772 0.036 Uiso 1 1 calc R U . . .
C5_3 C 0.7467(3) 0.2906(3) 0.98283(17) 0.0226(4) Uani 1 1 d . . . . .
C6_3 C 0.7342(3) 0.4286(2) 0.89717(16) 0.0190(3) Uani 1 1 d . . . . .
C7_3 C 0.7585(3) 0.3012(3) 1.08322(17) 0.0269(4) Uani 1 1 d . . . . .
H7_3 H 0.766833 0.212150 1.143476 0.032 Uiso 1 1 calc R U . . .
C8_3 C 0.7580(3) 0.4385(3) 1.09381(16) 0.0252(4) Uani 1 1 d . . . . .
H8_3 H 0.760456 0.445539 1.162040 0.030 Uiso 1 1 calc R U . . .
C9_3 C 0.7539(3) 0.5704(3) 1.00423(16) 0.0212(4) Uani 1 1 d . . . . .
C10_3 C 0.7579(4) 0.7181(3) 1.01678(19) 0.0300(5) Uani 1 1 d . . . . .
H10A_3 H 0.834889 0.764639 0.954911 0.045 Uiso 1 1 calc R U . . .
H10B_3 H 0.811979 0.693561 1.081470 0.045 Uiso 1 1 calc R U . . .
H10C_3 H 0.629360 0.793400 1.022220 0.045 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 F2 1.9570(13) . ?
Sn1 F1 1.9574(13) . ?
Sn1 O1_2 2.0336(15) . ?
Sn1 O1_3 2.0352(15) . ?
Sn1 N1_2 2.1916(17) . ?
Sn1 N1_3 2.1939(17) . ?
O1_2 C1_2 1.344(3) . ?
N1_2 C9_2 1.337(3) . ?
N1_2 C6_2 1.376(3) . ?
C1_2 C2_2 1.378(3) . ?
C1_2 C6_2 1.423(3) . ?
C2_2 C3_2 1.413(4) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.369(4) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.410(3) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.413(3) . ?
C5_2 C7_2 1.415(3) . ?
C7_2 C8_2 1.360(3) . ?
C7_2 H7_2 0.9500 . ?
C8_2 C9_2 1.415(3) . ?
C8_2 H8_2 0.9500 . ?
C9_2 C10_2 1.496(3) . ?
C10_2 H10A_2 0.9800 . ?
C10_2 H10B_2 0.9800 . ?
C10_2 H10C_2 0.9800 . ?
O1_3 C1_3 1.344(2) . ?
N1_3 C9_3 1.338(3) . ?
N1_3 C6_3 1.374(3) . ?
C1_3 C2_3 1.379(3) . ?
C1_3 C6_3 1.430(3) . ?
C2_3 C3_3 1.411(3) . ?
C2_3 H2_3 0.9500 . ?
C3_3 C4_3 1.373(4) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.410(3) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.416(3) . ?
C5_3 C7_3 1.418(3) . ?
C7_3 C8_3 1.365(3) . ?
C7_3 H7_3 0.9500 . ?
C8_3 C9_3 1.416(3) . ?
C8_3 H8_3 0.9500 . ?
C9_3 C10_3 1.490(3) . ?
C10_3 H10A_3 0.9800 . ?
C10_3 H10B_3 0.9800 . ?
C10_3 H10C_3 0.9800 . ?

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
F2 Sn1 F1 85.60(6) . . ?
F2 Sn1 O1_2 172.90(6) . . ?
F1 Sn1 O1_2 87.94(6) . . ?
F2 Sn1 O1_3 88.37(6) . . ?
F1 Sn1 O1_3 173.58(6) . . ?
O1_2 Sn1 O1_3 98.19(7) . . ?
F2 Sn1 N1_2 97.66(6) . . ?
F1 Sn1 N1_2 90.15(6) . . ?
O1_2 Sn1 N1_2 79.40(6) . . ?
O1_3 Sn1 N1_2 92.85(6) . . ?
F2 Sn1 N1_3 90.76(6) . . ?
F1 Sn1 N1_3 98.35(6) . . ?
O1_2 Sn1 N1_3 93.09(6) . . ?
O1_3 Sn1 N1_3 79.49(6) . . ?
N1_2 Sn1 N1_3 168.48(6) . . ?
C1_2 O1_2 Sn1 111.95(13) . . ?
C9_2 N1_2 C6_2 120.74(17) . . ?
C9_2 N1_2 Sn1 130.91(14) . . ?
C6_2 N1_2 Sn1 107.54(12) . . ?
O1_2 C1_2 C2_2 122.8(2) . . ?
O1_2 C1_2 C6_2 119.41(18) . . ?
C2_2 C1_2 C6_2 117.80(19) . . ?
C1_2 C2_2 C3_2 120.7(2) . . ?
C1_2 C2_2 H2_2 119.7 . . ?
C3_2 C2_2 H2_2 119.7 . . ?
C4_2 C3_2 C2_2 121.6(2) . . ?
C4_2 C3_2 H3_2 119.2 . . ?
C2_2 C3_2 H3_2 119.2 . . ?
C3_2 C4_2 C5_2 119.7(2) . . ?
C3_2 C4_2 H4_2 120.1 . . ?
C5_2 C4_2 H4_2 120.1 . . ?
C4_2 C5_2 C6_2 118.4(2) . . ?
C4_2 C5_2 C7_2 124.7(2) . . ?
C6_2 C5_2 C7_2 116.9(2) . . ?
N1_2 C6_2 C5_2 121.56(19) . . ?
N1_2 C6_2 C1_2 116.71(17) . . ?
C5_2 C6_2 C1_2 121.73(19) . . ?
C8_2 C7_2 C5_2 120.2(2) . . ?
C8_2 C7_2 H7_2 119.9 . . ?
C5_2 C7_2 H7_2 119.9 . . ?
C7_2 C8_2 C9_2 121.0(2) . . ?
C7_2 C8_2 H8_2 119.5 . . ?
C9_2 C8_2 H8_2 119.5 . . ?
N1_2 C9_2 C8_2 119.6(2) . . ?
N1_2 C9_2 C10_2 119.42(18) . . ?
C8_2 C9_2 C10_2 121.01(19) . . ?
C9_2 C10_2 H10A_2 109.5 . . ?
C9_2 C10_2 H10B_2 109.5 . . ?
H10A_2 C10_2 H10B_2 109.5 . . ?
C9_2 C10_2 H10C_2 109.5 . . ?
H10A_2 C10_2 H10C_2 109.5 . . ?
H10B_2 C10_2 H10C_2 109.5 . . ?
C1_3 O1_3 Sn1 111.95(12) . . ?
C9_3 N1_3 C6_3 120.44(17) . . ?
C9_3 N1_3 Sn1 131.64(14) . . ?
C6_3 N1_3 Sn1 107.37(12) . . ?
O1_3 C1_3 C2_3 122.86(19) . . ?
O1_3 C1_3 C6_3 118.95(18) . . ?
C2_3 C1_3 C6_3 118.15(19) . . ?
C1_3 C2_3 C3_3 120.9(2) . . ?
C1_3 C2_3 H2_3 119.5 . . ?
C3_3 C2_3 H2_3 119.5 . . ?
C4_3 C3_3 C2_3 121.3(2) . . ?
C4_3 C3_3 H3_3 119.4 . . ?
C2_3 C3_3 H3_3 119.4 . . ?
C3_3 C4_3 C5_3 119.7(2) . . ?
C3_3 C4_3 H4_3 120.1 . . ?
C5_3 C4_3 H4_3 120.1 . . ?
C4_3 C5_3 C6_3 119.0(2) . . ?
C4_3 C5_3 C7_3 124.7(2) . . ?
C6_3 C5_3 C7_3 116.2(2) . . ?
N1_3 C6_3 C5_3 122.18(18) . . ?
N1_3 C6_3 C1_3 117.07(17) . . ?
C5_3 C6_3 C1_3 120.75(19) . . ?
C8_3 C7_3 C5_3 120.4(2) . . ?
C8_3 C7_3 H7_3 119.8 . . ?
C5_3 C7_3 H7_3 119.8 . . ?
C7_3 C8_3 C9_3 120.7(2) . . ?
C7_3 C8_3 H8_3 119.6 . . ?
C9_3 C8_3 H8_3 119.6 . . ?
N1_3 C9_3 C8_3 119.8(2) . . ?
N1_3 C9_3 C10_3 120.16(19) . . ?
C8_3 C9_3 C10_3 120.05(19) . . ?
C9_3 C10_3 H10A_3 109.5 . . ?
C9_3 C10_3 H10B_3 109.5 . . ?
H10A_3 C10_3 H10B_3 109.5 . . ?
C9_3 C10_3 H10C_3 109.5 . . ?
H10A_3 C10_3 H10C_3 109.5 . . ?
H10B_3 C10_3 H10C_3 109.5 . . ?

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
Sn1 O1_2 C1_2 C2_2 -163.28(17) . . . . ?
Sn1 O1_2 C1_2 C6_2 18.6(2) . . . . ?
O1_2 C1_2 C2_2 C3_2 -178.6(2) . . . . ?
C6_2 C1_2 C2_2 C3_2 -0.4(3) . . . . ?
C1_2 C2_2 C3_2 C4_2 1.8(4) . . . . ?
C2_2 C3_2 C4_2 C5_2 -1.4(4) . . . . ?
C3_2 C4_2 C5_2 C6_2 -0.4(3) . . . . ?
C3_2 C4_2 C5_2 C7_2 179.0(2) . . . . ?
C9_2 N1_2 C6_2 C5_2 -3.5(3) . . . . ?
Sn1 N1_2 C6_2 C5_2 167.25(16) . . . . ?
C9_2 N1_2 C6_2 C1_2 175.50(19) . . . . ?
Sn1 N1_2 C6_2 C1_2 -13.8(2) . . . . ?
C4_2 C5_2 C6_2 N1_2 -179.21(19) . . . . ?
C7_2 C5_2 C6_2 N1_2 1.3(3) . . . . ?
C4_2 C5_2 C6_2 C1_2 1.9(3) . . . . ?
C7_2 C5_2 C6_2 C1_2 -177.6(2) . . . . ?
O1_2 C1_2 C6_2 N1_2 -2.2(3) . . . . ?
C2_2 C1_2 C6_2 N1_2 179.58(18) . . . . ?
O1_2 C1_2 C6_2 C5_2 176.81(19) . . . . ?
C2_2 C1_2 C6_2 C5_2 -1.4(3) . . . . ?
C4_2 C5_2 C7_2 C8_2 -178.2(2) . . . . ?
C6_2 C5_2 C7_2 C8_2 1.3(3) . . . . ?
C5_2 C7_2 C8_2 C9_2 -1.8(3) . . . . ?
C6_2 N1_2 C9_2 C8_2 2.9(3) . . . . ?
Sn1 N1_2 C9_2 C8_2 -165.37(15) . . . . ?
C6_2 N1_2 C9_2 C10_2 -176.67(18) . . . . ?
Sn1 N1_2 C9_2 C10_2 15.0(3) . . . . ?
C7_2 C8_2 C9_2 N1_2 -0.3(3) . . . . ?
C7_2 C8_2 C9_2 C10_2 179.3(2) . . . . ?
Sn1 O1_3 C1_3 C2_3 -162.50(18) . . . . ?
Sn1 O1_3 C1_3 C6_3 19.5(2) . . . . ?
O1_3 C1_3 C2_3 C3_3 -179.1(2) . . . . ?
C6_3 C1_3 C2_3 C3_3 -1.1(3) . . . . ?
C1_3 C2_3 C3_3 C4_3 2.8(4) . . . . ?
C2_3 C3_3 C4_3 C5_3 -0.9(4) . . . . ?
C3_3 C4_3 C5_3 C6_3 -2.5(3) . . . . ?
C3_3 C4_3 C5_3 C7_3 176.7(2) . . . . ?
C9_3 N1_3 C6_3 C5_3 -4.5(3) . . . . ?
Sn1 N1_3 C6_3 C5_3 167.96(16) . . . . ?
C9_3 N1_3 C6_3 C1_3 174.36(19) . . . . ?
Sn1 N1_3 C6_3 C1_3 -13.2(2) . . . . ?
C4_3 C5_3 C6_3 N1_3 -176.9(2) . . . . ?
C7_3 C5_3 C6_3 N1_3 3.8(3) . . . . ?
C4_3 C5_3 C6_3 C1_3 4.2(3) . . . . ?
C7_3 C5_3 C6_3 C1_3 -175.0(2) . . . . ?
O1_3 C1_3 C6_3 N1_3 -3.3(3) . . . . ?
C2_3 C1_3 C6_3 N1_3 178.7(2) . . . . ?
O1_3 C1_3 C6_3 C5_3 175.64(19) . . . . ?
C2_3 C1_3 C6_3 C5_3 -2.4(3) . . . . ?
C4_3 C5_3 C7_3 C8_3 -179.4(2) . . . . ?
C6_3 C5_3 C7_3 C8_3 -0.2(3) . . . . ?
C5_3 C7_3 C8_3 C9_3 -2.7(3) . . . . ?
C6_3 N1_3 C9_3 C8_3 1.5(3) . . . . ?
Sn1 N1_3 C9_3 C8_3 -168.91(16) . . . . ?
C6_3 N1_3 C9_3 C10_3 -177.8(2) . . . . ?
Sn1 N1_3 C9_3 C10_3 11.8(3) . . . . ?
C7_3 C8_3 C9_3 N1_3 2.2(3) . . . . ?
C7_3 C8_3 C9_3 C10_3 -178.6(2) . . . . ?

_refine_diff_density_max         1.572
_refine_diff_density_min         -0.879
_refine_diff_density_rms         0.110

####################################################################### 
# 
# 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_AWI_86B_0m
_database_code_depnum_ccdc_archive 'CCDC 2313815'
loop_
_audit_author_name
_audit_author_address
'Matthias Zeller'
;Purdue University
United States of America
;
_audit_update_record             
;
2023-12-12 deposited with the CCDC.	2024-03-28 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         ?
_chemical_formula_sum            'C20 H16 Cl0.67 F1.33 N2 O2 Sn'
_chemical_formula_weight         484.12

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
Cl Cl 0.3639 0.7018 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.7385(4)
_cell_length_b                   8.5689(3)
_cell_length_c                   15.9194(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.4260(10)
_cell_angle_gamma                90
_cell_volume                     1788.08(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9829
_cell_measurement_theta_min      5.9290
_cell_measurement_theta_max      79.0077

_exptl_crystal_description       fragment
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_F_000             958
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    12.578
_shelx_estimated_absorpt_T_min   0.178
_shelx_estimated_absorpt_T_max   0.314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5932
_exptl_absorpt_correction_T_max  0.7543
_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      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I-mu-S microsource X-ray tube'
_diffrn_source_current           '1.0 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'laterally graded multilayer (Goebel) mirror'
_diffrn_measurement_device       'four circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonIII_C14 charge-integrating and photon counting pixel array'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            52440
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.372
_diffrn_reflns_theta_max         79.903
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3870
_reflns_number_gt                3618
_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       'Apex4 v2022.1-1 (Bruker, 2022)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;  
SHELXL-2018/3 (Sheldrick, 2015a, 2018), 
SHELXLE Rev1385 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
One of the halogen positions is disordered between fluorine and chlorine. 
The Sn-F distance was restrained to be similar as for the other not 
disordered F atom. Uij components of ADPs for the disordered F and Cl 
atoms were restrained to be similar.  Subject to these conditions 
the occupancy ratio refined to 0.674(12) to 0.326(12). 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+8.1949P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3870
_refine_ls_number_parameters     256
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.0909
_refine_ls_wR_factor_gt          0.0894
_refine_ls_goodness_of_fit_ref   1.201
_refine_ls_restrained_S_all      1.201
_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 0.74946(2) 0.16446(4) 0.40157(2) 0.02904(10) Uani 1 1 d D . . . .
F1 F 0.70557(19) -0.0590(3) 0.37089(16) 0.0329(6) Uani 1 1 d D . . . .
Cl1 Cl 0.8250(3) 0.1836(5) 0.2854(2) 0.0347(8) Uani 0.674(12) 1 d . U P A 1
F2 F 0.8237(14) 0.197(3) 0.3115(12) 0.049(4) Uani 0.326(12) 1 d D U P A 2
O1 O 0.6214(2) 0.2637(4) 0.3226(2) 0.0350(7) Uani 1 1 d . . . . .
O2 O 0.8726(2) 0.0845(4) 0.4961(2) 0.0346(7) Uani 1 1 d . . . . .
N1 N 0.6455(3) 0.1655(5) 0.4896(2) 0.0287(8) Uani 1 1 d . . . . .
N2 N 0.8209(3) 0.3879(5) 0.4642(2) 0.0300(8) Uani 1 1 d . . . . .
C1 C 0.5479(3) 0.2979(6) 0.3590(3) 0.0335(10) Uani 1 1 d . . . . .
C2 C 0.4627(4) 0.3808(7) 0.3144(4) 0.0433(12) Uani 1 1 d . . . . .
H2 H 0.455591 0.417283 0.256546 0.052 Uiso 1 1 calc R U . . .
C3 C 0.3855(4) 0.4121(8) 0.3537(4) 0.0505(14) Uani 1 1 d . . . . .
H3 H 0.327140 0.470228 0.322072 0.061 Uiso 1 1 calc R U . . .
C4 C 0.3932(4) 0.3607(7) 0.4360(4) 0.0475(13) Uani 1 1 d . . . . .
H4 H 0.340382 0.383138 0.461476 0.057 Uiso 1 1 calc R U . . .
C5 C 0.4798(4) 0.2736(6) 0.4843(3) 0.0376(11) Uani 1 1 d . . . . .
C6 C 0.5582(3) 0.2454(6) 0.4464(3) 0.0300(9) Uani 1 1 d . . . . .
C7 C 0.4916(4) 0.2088(7) 0.5683(4) 0.0465(13) Uani 1 1 d . . . . .
H7 H 0.440771 0.224087 0.596916 0.056 Uiso 1 1 calc R U . . .
C8 C 0.5772(4) 0.1238(7) 0.6079(3) 0.0445(13) Uani 1 1 d . . . . .
H8 H 0.584581 0.078380 0.663944 0.053 Uiso 1 1 calc R U . . .
C9 C 0.6551(3) 0.1016(6) 0.5677(3) 0.0331(10) Uani 1 1 d . . . . .
C10 C 0.7448(4) 0.0044(7) 0.6133(3) 0.0436(12) Uani 1 1 d . . . . .
H10A H 0.770592 -0.047960 0.569491 0.065 Uiso 1 1 calc R U . . .
H10B H 0.724661 -0.073945 0.649706 0.065 Uiso 1 1 calc R U . . .
H10C H 0.798405 0.071059 0.650687 0.065 Uiso 1 1 calc R U . . .
C11 C 0.9237(3) 0.1923(6) 0.5549(3) 0.0334(10) Uani 1 1 d . . . . .
C12 C 1.0012(3) 0.1513(7) 0.6291(3) 0.0390(11) Uani 1 1 d . . . . .
H12 H 1.019333 0.044639 0.640277 0.047 Uiso 1 1 calc R U . . .
C13 C 1.0536(4) 0.2665(8) 0.6885(3) 0.0446(13) Uani 1 1 d . . . . .
H13 H 1.106608 0.236191 0.739462 0.054 Uiso 1 1 calc R U . . .
C14 C 1.0298(4) 0.4215(7) 0.6742(3) 0.0426(12) Uani 1 1 d . . . . .
H14 H 1.065597 0.497330 0.715536 0.051 Uiso 1 1 calc R U . . .
C15 C 0.9522(4) 0.4687(7) 0.5981(3) 0.0373(11) Uani 1 1 d . . . . .
C16 C 0.8980(3) 0.3514(6) 0.5399(3) 0.0308(9) Uani 1 1 d . . . . .
C17 C 0.9269(4) 0.6238(6) 0.5731(3) 0.0400(12) Uani 1 1 d . . . . .
H17 H 0.960495 0.706267 0.610536 0.048 Uiso 1 1 calc R U . . .
C18 C 0.8541(4) 0.6576(6) 0.4953(3) 0.0372(10) Uani 1 1 d . . . . .
H18 H 0.839310 0.763205 0.478120 0.045 Uiso 1 1 calc R U . . .
C19 C 0.8010(3) 0.5362(6) 0.4404(3) 0.0324(10) Uani 1 1 d . . . . .
C20 C 0.7236(4) 0.5752(7) 0.3542(3) 0.0413(12) Uani 1 1 d . . . . .
H20A H 0.734843 0.682028 0.337163 0.062 Uiso 1 1 calc R U . . .
H20B H 0.654865 0.566595 0.360177 0.062 Uiso 1 1 calc R U . . .
H20C H 0.730548 0.502363 0.308836 0.062 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 F2 2.012(16) . ?
Sn1 O2 2.017(3) . ?
Sn1 O1 2.018(3) . ?
Sn1 F1 2.023(3) . ?
Sn1 N2 2.244(4) . ?
Sn1 N1 2.280(3) . ?
Sn1 Cl1 2.383(3) . ?
O1 C1 1.339(5) . ?
O2 C11 1.352(6) . ?
N1 C9 1.329(6) . ?
N1 C6 1.373(6) . ?
N2 C19 1.331(6) . ?
N2 C16 1.381(6) . ?
C1 C2 1.371(7) . ?
C1 C6 1.428(6) . ?
C2 C3 1.409(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.356(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.420(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.406(6) . ?
C5 C7 1.411(7) . ?
C7 C8 1.366(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.415(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.485(7) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.378(6) . ?
C11 C16 1.411(7) . ?
C12 C13 1.406(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.371(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.413(7) . ?
C14 H14 0.9500 . ?
C15 C17 1.400(8) . ?
C15 C16 1.417(7) . ?
C17 C18 1.370(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.412(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.502(6) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

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
F2 Sn1 O2 95.0(6) . . ?
F2 Sn1 O1 91.7(6) . . ?
O2 Sn1 O1 170.90(13) . . ?
F2 Sn1 F1 98.0(6) . . ?
O2 Sn1 F1 88.93(12) . . ?
O1 Sn1 F1 96.15(13) . . ?
F2 Sn1 N2 87.1(6) . . ?
O2 Sn1 N2 78.51(14) . . ?
O1 Sn1 N2 95.81(14) . . ?
F1 Sn1 N2 166.86(12) . . ?
F2 Sn1 N1 168.9(6) . . ?
O2 Sn1 N1 94.76(13) . . ?
O1 Sn1 N1 77.98(13) . . ?
F1 Sn1 N1 87.47(12) . . ?
N2 Sn1 N1 89.72(13) . . ?
O2 Sn1 Cl1 97.98(13) . . ?
O1 Sn1 Cl1 89.35(12) . . ?
F1 Sn1 Cl1 92.59(12) . . ?
N2 Sn1 Cl1 92.97(13) . . ?
N1 Sn1 Cl1 167.25(13) . . ?
C1 O1 Sn1 116.9(3) . . ?
C11 O2 Sn1 115.5(3) . . ?
C9 N1 C6 120.0(4) . . ?
C9 N1 Sn1 132.0(3) . . ?
C6 N1 Sn1 108.0(3) . . ?
C19 N2 C16 120.2(4) . . ?
C19 N2 Sn1 131.5(3) . . ?
C16 N2 Sn1 108.3(3) . . ?
O1 C1 C2 121.8(4) . . ?
O1 C1 C6 119.0(4) . . ?
C2 C1 C6 119.2(4) . . ?
C1 C2 C3 120.6(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 121.1(5) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.3(5) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C7 117.0(5) . . ?
C6 C5 C4 118.9(5) . . ?
C7 C5 C4 124.1(5) . . ?
N1 C6 C5 122.5(4) . . ?
N1 C6 C1 117.5(4) . . ?
C5 C6 C1 120.0(4) . . ?
C8 C7 C5 119.1(5) . . ?
C8 C7 H7 120.5 . . ?
C5 C7 H7 120.5 . . ?
C7 C8 C9 121.7(5) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
N1 C9 C8 119.5(4) . . ?
N1 C9 C10 121.6(4) . . ?
C8 C9 C10 118.9(4) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 C12 121.8(5) . . ?
O2 C11 C16 119.4(4) . . ?
C12 C11 C16 118.8(5) . . ?
C11 C12 C13 120.4(5) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 121.4(5) . . ?
C14 C13 H13 119.3 . . ?
C12 C13 H13 119.3 . . ?
C13 C14 C15 120.0(5) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C17 C15 C14 125.0(5) . . ?
C17 C15 C16 116.8(5) . . ?
C14 C15 C16 118.1(5) . . ?
N2 C16 C11 117.0(4) . . ?
N2 C16 C15 121.7(5) . . ?
C11 C16 C15 121.2(4) . . ?
C18 C17 C15 120.6(5) . . ?
C18 C17 H17 119.7 . . ?
C15 C17 H17 119.7 . . ?
C17 C18 C19 120.4(5) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
N2 C19 C18 120.2(4) . . ?
N2 C19 C20 120.1(4) . . ?
C18 C19 C20 119.7(5) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

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
Sn1 O1 C1 C2 172.7(4) . . . . ?
Sn1 O1 C1 C6 -7.9(6) . . . . ?
O1 C1 C2 C3 178.6(5) . . . . ?
C6 C1 C2 C3 -0.8(8) . . . . ?
C1 C2 C3 C4 -0.4(10) . . . . ?
C2 C3 C4 C5 -0.1(9) . . . . ?
C3 C4 C5 C6 1.7(8) . . . . ?
C3 C4 C5 C7 -176.6(6) . . . . ?
C9 N1 C6 C5 4.9(7) . . . . ?
Sn1 N1 C6 C5 -177.1(4) . . . . ?
C9 N1 C6 C1 -173.8(4) . . . . ?
Sn1 N1 C6 C1 4.1(5) . . . . ?
C7 C5 C6 N1 -3.2(7) . . . . ?
C4 C5 C6 N1 178.4(5) . . . . ?
C7 C5 C6 C1 175.5(5) . . . . ?
C4 C5 C6 C1 -2.9(7) . . . . ?
O1 C1 C6 N1 1.8(7) . . . . ?
C2 C1 C6 N1 -178.7(5) . . . . ?
O1 C1 C6 C5 -177.0(4) . . . . ?
C2 C1 C6 C5 2.4(7) . . . . ?
C6 C5 C7 C8 0.1(8) . . . . ?
C4 C5 C7 C8 178.5(6) . . . . ?
C5 C7 C8 C9 1.2(9) . . . . ?
C6 N1 C9 C8 -3.4(7) . . . . ?
Sn1 N1 C9 C8 179.2(4) . . . . ?
C6 N1 C9 C10 175.4(5) . . . . ?
Sn1 N1 C9 C10 -2.0(7) . . . . ?
C7 C8 C9 N1 0.4(8) . . . . ?
C7 C8 C9 C10 -178.4(5) . . . . ?
Sn1 O2 C11 C12 171.7(3) . . . . ?
Sn1 O2 C11 C16 -8.9(5) . . . . ?
O2 C11 C12 C13 179.2(4) . . . . ?
C16 C11 C12 C13 -0.2(7) . . . . ?
C11 C12 C13 C14 -0.3(8) . . . . ?
C12 C13 C14 C15 -0.8(8) . . . . ?
C13 C14 C15 C17 -174.7(5) . . . . ?
C13 C14 C15 C16 2.5(7) . . . . ?
C19 N2 C16 C11 -171.9(4) . . . . ?
Sn1 N2 C16 C11 8.1(5) . . . . ?
C19 N2 C16 C15 5.3(6) . . . . ?
Sn1 N2 C16 C15 -174.8(3) . . . . ?
O2 C11 C16 N2 -0.4(6) . . . . ?
C12 C11 C16 N2 179.1(4) . . . . ?
O2 C11 C16 C15 -177.5(4) . . . . ?
C12 C11 C16 C15 1.9(7) . . . . ?
C17 C15 C16 N2 -2.7(6) . . . . ?
C14 C15 C16 N2 179.9(4) . . . . ?
C17 C15 C16 C11 174.3(4) . . . . ?
C14 C15 C16 C11 -3.0(6) . . . . ?
C14 C15 C17 C18 176.2(4) . . . . ?
C16 C15 C17 C18 -1.0(7) . . . . ?
C15 C17 C18 C19 2.2(7) . . . . ?
C16 N2 C19 C18 -4.0(6) . . . . ?
Sn1 N2 C19 C18 176.0(3) . . . . ?
C16 N2 C19 C20 174.6(4) . . . . ?
Sn1 N2 C19 C20 -5.3(6) . . . . ?
C17 C18 C19 N2 0.3(7) . . . . ?
C17 C18 C19 C20 -178.3(4) . . . . ?

_refine_diff_density_max         0.821
_refine_diff_density_min         -1.427
_refine_diff_density_rms         0.105

