data_m23301 
 
_audit_creation_method            'SHELXL-2019/3 and CIFFIX' 
# CIF edited on-the-fly by script CIFFIX (S. Parkin, 2000-2025). 
# CIFFIX: https://xray.uky.edu/Resources/scripts/ciffix 
_audit_update_record              ? 
 
_shelx_SHELXL_version_number      '2019/3' 
 
_publ_section_exptl_refinement 
; 
H atoms were found in difference Fourier maps, but subsequently included 
in the refinement using riding models, with constrained distances set to 
0.95 Å (Cₛₚ₂H), 0.98 Å (RCH₃) and 0.99 Å (R₂CH₂).  Uiso(H) 
parameters were set to values of either 1.2Ueq or 1.5Ueq (RCH₃ only) 
of the attached atom. 
 
To ensure satisfactory refinement for disordered groups in the structure, 
a combination of constraints and restraints were employed. The constraints 
(SHELXL command EADP) were used to fix overlapping fragments.  Restraints 
were used to ensure the integrity of ill-defined or disordered groups 
(SHELXL commands SAME, SADI, and RIGU). 
; 
 
_publ_section_references 
; 
Bruker-AXS (2023). 
  APEX5 Bruker-AXS Inc., Madison, WI, USA. 
 
Hope, H. (1994). 
  Prog. Inorg. Chem. 41, 1--19. 
 
Krause, L., Herbst-Irmer, R., Sheldrick, G.M. & Stalke, D. (2015). 
  J. Appl. Cryst. 48, 3--10. 
 
Parkin, S. & Hope, H. (1998). 
  J. Appl. Cryst. 31, 945--953. 
 
Parkin, S. (2000). 
  Acta Cryst. A56, 157--162. 
 
Parkin, S. (2013). 
  CIFFIX, https://xray.uky.edu/Resources/scripts/ciffix 
 
Sheldrick, G.M. (2008). 
  Acta Cryst. A64, 112--122. 
 
Sheldrick, G.M. (2015a). 
  Acta Cryst. A71, 3--8. 
 
Sheldrick, G.M. (2015b). 
  Acta Cryst. C71, 3--8. 
 
Spek, A.L. (2020). 
  Acta Cryst. E76, 1--11. 
 
Westrip, S.P. (2010). 
  J. Appl. Cryst. 43, 920--925. 
; 
 
_publ_section_acknowledgements 
; 
The D8 Venture diffractometer was funded by the NSF (MRI CHE1625732), 
and by the University of Kentucky. 
; 
 
_chemical_name_systematic         ? 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          'C29 H29 N5 O2 S2 Sn' 
_chemical_formula_sum             'C29 H29 N5 O2 S2 Sn' 
_chemical_formula_weight          662.38 
 
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' 
 'S'  'S'   0.1246   0.1234 
 '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       orthorhombic 
_space_group_IT_number            60 
_space_group_name_H-M_alt         'P b c n' 
_space_group_name_Hall            '-P 2n 2ab' 
 
_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+1/2' 
 'x+1/2, -y+1/2, -z' 
 '-x, -y, -z' 
 'x-1/2, y-1/2, -z-1/2' 
 'x, -y, z-1/2' 
 '-x-1/2, y-1/2, z' 
 
_cell_length_a                    25.8335(8) 
_cell_length_b                    14.1829(3) 
_cell_length_c                    15.0724(4) 
_cell_angle_alpha                 90 
_cell_angle_beta                  90 
_cell_angle_gamma                 90 
_cell_volume                      5522.4(3) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     100.0(2) 
_cell_measurement_reflns_used     9800 
_cell_measurement_theta_min       2.52 
_cell_measurement_theta_max       27.49 
 
_exptl_crystal_description        block 
_exptl_crystal_colour             yellow 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.593 
_exptl_crystal_F_000              2688 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.280 
_exptl_crystal_size_mid           0.220 
_exptl_crystal_size_min           0.140 
_exptl_absorpt_coefficient_mu     1.114 
_shelx_estimated_absorpt_T_min    0.746 
_shelx_estimated_absorpt_T_max    0.860 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.671 
_exptl_absorpt_correction_T_max   0.746 
_exptl_absorpt_process_details    'SADABS (Krause et al., 2015)' 
_exptl_absorpt_special_details 
; 
In addition to absorption, multi-scan techniques also correct other slowly 
varying changes in scale factor over reciprocal space, such as those caused 
by X-ray beam inhomogeneity, goniometer imperfection, crystal decomposition, 
crystal longer than the X-ray beam cross section, absorption by the crystal 
mount, scan truncation etc. These account, by and large, for the difference 
between SHELX estimates of Tmin and Tmax and the _exptl_absorpt_correction_ 
values. 
; 
 
_exptl_special_details 
; 
The crystal was mounted using polyisobutene oil on the tip of a fine glass 
fibre, which was fastened in a copper mounting pin with electrical solder. 
It was placed directly into the cold gas stream of a liquid-nitrogen based 
cryostat (Hope, 1994; Parkin & Hope, 1998). 
 
Diffraction data were collected with the crystal at 100K. 
; 
 
_diffrn_ambient_temperature       100.0(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    'microsource' 
_diffrn_measurement_device_type   'Bruker D8 Venture dual source' 
_diffrn_measurement_method        'φ and ω scans' 
_diffrn_detector_area_resol_mean  7.41 
_diffrn_reflns_number             60767 
_diffrn_reflns_av_unetI/netI      0.0378 
_diffrn_reflns_av_R_equivalents   0.0539 
_diffrn_reflns_limit_h_min        -33 
_diffrn_reflns_limit_h_max        33 
_diffrn_reflns_limit_k_min        -18 
_diffrn_reflns_limit_k_max        16 
_diffrn_reflns_limit_l_min        -19 
_diffrn_reflns_limit_l_max        19 
_diffrn_reflns_theta_min          2.123 
_diffrn_reflns_theta_max          27.500 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max                0.997 
_diffrn_measured_fraction_theta_full               0.998 
_diffrn_reflns_Laue_measured_fraction_max          0.997 
_diffrn_reflns_Laue_measured_fraction_full         0.998 
_diffrn_reflns_point_group_measured_fraction_max   0.997 
_diffrn_reflns_point_group_measured_fraction_full  0.998 
 
_reflns_number_total              6330 
_reflns_number_gt                 5297 
_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        'APEX5 (Bruker-AXS, 2023)' 
_computing_cell_refinement        'APEX5 (Bruker-AXS, 2023)' 
_computing_data_reduction         'APEX5 (Bruker-AXS, 2023)' 
_computing_structure_solution     'SHELXT (Sheldrick, 2015a)' 
_computing_structure_refinement   'SHELXL-2019/3 (Sheldrick, 2015b)' 
_computing_molecular_graphics     'XP in SHELXTL (Sheldrick, 2008)' 
_computing_publication_material 
'SHELX (Sheldrick, 2008) and CIFFIX (Parkin, 2013)' 
 
_refine_special_details 
; 
Refinement progress was checked using Platon (Spek, 2020) and by 
an R-tensor (Parkin, 2000). The final model was further checked 
with the IUCr utility checkCIF. 
; 
_refine_ls_structure_factor_coef  Fsqd 
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc 
_refine_ls_weighting_details 
'w=1/[σ²(Fo²)+(0.0158P)²+1.2998P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap 
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      'SHELXL-2019/2 (Sheldrick 2019)' 
_refine_ls_extinction_coef        0.00040(8) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          6330 
_refine_ls_number_parameters      387 
_refine_ls_number_restraints      48 
_refine_ls_R_factor_all           0.0313 
_refine_ls_R_factor_gt            0.0224 
_refine_ls_wR_factor_ref          0.0564 
_refine_ls_wR_factor_gt           0.0532 
_refine_ls_goodness_of_fit_ref    1.049 
_refine_ls_restrained_S_all       1.046 
_refine_ls_shift/su_max           0.004 
_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 
S1 S 0.70117(2) 0.66309(3) 0.34116(3) 0.0189(1) Uani 1 1 d . . . . . 
S2 S 0.70863(2) 0.07444(3) 0.66443(3) 0.01943(10) Uani 1 1 d . . . . . 
O1 O 0.79439(5) 0.57799(9) 0.37088(9) 0.0242(3) Uani 1 1 d . . . . . 
O2 O 0.79798(5) 0.16282(9) 0.62571(10) 0.0272(3) Uani 1 1 d . . . . . 
N1 N 0.63942(5) 0.54614(10) 0.42382(10) 0.0209(3) Uani 1 1 d . . . . . 
N2 N 0.72442(5) 0.49723(10) 0.42893(10) 0.0180(3) Uani 1 1 d . . . . . 
N3 N 0.78298(6) 0.36798(10) 0.49545(9) 0.0170(3) Uani 1 1 d . . . . . 
N4 N 0.72646(5) 0.23299(10) 0.56106(10) 0.0186(3) Uani 1 1 d . . . . . 
N5 N 0.64276(5) 0.17608(10) 0.57291(10) 0.0180(3) Uani 1 1 d . . . . . 
C1 C 0.68753(7) 0.56025(12) 0.40256(11) 0.0177(4) Uani 1 1 d . . . . . 
C2 C 0.60886(7) 0.61920(12) 0.39207(12) 0.0215(4) Uani 1 1 d . . . . . 
C3 C 0.55532(7) 0.62702(13) 0.40352(14) 0.0287(4) Uani 1 1 d . . . . . 
H3 H 0.536736 0.580887 0.436276 0.034 Uiso 1 1 calc R U . . . 
C4 C 0.52995(8) 0.70318(14) 0.36624(14) 0.0309(5) Uani 1 1 d . . . . . 
H4 H 0.493561 0.709015 0.373497 0.037 Uiso 1 1 calc R U . . . 
C5 C 0.55683(8) 0.77181(13) 0.31807(13) 0.0288(4) Uani 1 1 d . . . . . 
H5 H 0.538509 0.823345 0.292867 0.035 Uiso 1 1 calc R U . . . 
C6 C 0.60966(7) 0.76531(13) 0.30685(12) 0.0250(4) Uani 1 1 d . . . . . 
H6 H 0.628067 0.811871 0.274326 0.030 Uiso 1 1 calc R U . . . 
C7 C 0.63536(7) 0.68884(12) 0.34434(12) 0.0197(4) Uani 1 1 d . . . . . 
C8 C 0.77489(7) 0.51261(12) 0.41287(12) 0.0192(4) Uani 1 1 d . . . . . 
C9 C 0.80826(6) 0.43863(12) 0.45486(12) 0.0185(4) Uani 1 1 d . . . . . 
C10 C 0.86178(7) 0.44307(12) 0.45528(12) 0.0210(4) Uani 1 1 d . . . . . 
H10 H 0.879352 0.492908 0.425847 0.025 Uiso 1 1 calc R U . . . 
C11 C 0.88936(8) 0.37323(13) 0.49958(12) 0.0230(4) Uani 1 1 d . . . . . 
H11 H 0.926114 0.374927 0.500880 0.028 Uiso 1 1 calc R U . . . 
C12 C 0.86287(7) 0.30129(13) 0.54172(12) 0.0221(4) Uani 1 1 d . . . . . 
H12 H 0.881123 0.253538 0.572944 0.027 Uiso 1 1 calc R U . . . 
C13 C 0.80953(6) 0.29999(12) 0.53769(12) 0.0192(4) Uani 1 1 d . . . . . 
C14 C 0.77742(7) 0.22398(12) 0.57977(12) 0.0205(4) Uani 1 1 d . . . . . 
C15 C 0.69152(7) 0.16895(12) 0.59355(12) 0.0187(4) Uani 1 1 d . . . . . 
C16 C 0.61482(7) 0.10398(12) 0.61224(11) 0.0182(4) Uani 1 1 d . . . . . 
C17 C 0.56148(7) 0.09015(12) 0.60268(12) 0.0214(4) Uani 1 1 d . . . . . 
H17 H 0.541438 0.131291 0.566720 0.026 Uiso 1 1 calc R U . . . 
C18 C 0.53846(7) 0.01533(12) 0.64664(13) 0.0242(4) Uani 1 1 d . . . . . 
H18 H 0.502302 0.005038 0.640391 0.029 Uiso 1 1 calc R U . . . 
C19 C 0.56763(7) -0.04528(13) 0.70010(12) 0.0241(4) Uani 1 1 d . . . . . 
H19 H 0.550922 -0.095817 0.729948 0.029 Uiso 1 1 calc R U . . . 
C20 C 0.62028(7) -0.03290(12) 0.71022(12) 0.0217(4) Uani 1 1 d . . . . . 
H20 H 0.640039 -0.074051 0.746642 0.026 Uiso 1 1 calc R U . . . 
C21 C 0.64361(7) 0.04188(12) 0.66532(11) 0.0183(4) Uani 1 1 d . . . . . 
C22 C 0.67043(7) 0.31026(13) 0.36715(12) 0.0214(4) Uani 1 1 d D . . . . 
H22A H 0.665721 0.365012 0.327226 0.026 Uiso 1 1 calc R U . . . 
H22B H 0.698734 0.271533 0.341978 0.026 Uiso 1 1 calc R U . . . 
C23 C 0.6656(5) 0.4322(14) 0.6062(9) 0.0211(11) Uani 0.564(5) 1 d D . P A 1 
H23A H 0.684462 0.409715 0.659241 0.025 Uiso 0.564(5) 1 calc R U P A 1 
H23B H 0.672188 0.500635 0.600360 0.025 Uiso 0.564(5) 1 calc R U P A 1 
Sn1 Sn 0.69620(2) 0.36280(2) 0.49255(2) 0.01539(5) Uani 1 1 d 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 
Sn1 C23' 2.123(11) . ? 
Sn1 C23 2.128(8) . ? 
Sn1 C22 2.1379(17) . ? 
Sn1 N3 2.2434(16) . ? 
Sn1 N4 2.2509(14) . ? 
Sn1 N2 2.2551(14) . ? 
S1 C7 1.7394(18) . ? 
S1 C1 1.7629(17) . ? 
S2 C21 1.7422(17) . ? 
S2 C15 1.7701(17) . ? 
O1 C8 1.231(2) . ? 
O2 C14 1.230(2) . ? 
N1 C1 1.299(2) . ? 
N1 C2 1.388(2) . ? 
N2 C8 1.344(2) . ? 
N2 C1 1.366(2) . ? 
N3 C9 1.343(2) . ? 
N3 C13 1.344(2) . ? 
N4 C14 1.352(2) . ? 
N4 C15 1.371(2) . ? 
N5 C15 1.301(2) . ? 
N5 C16 1.385(2) . ? 
C2 C3 1.398(3) . ? 
C2 C7 1.401(2) . ? 
C3 C4 1.383(3) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.399(3) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.378(3) . ? 
C5 H5 0.9500 . ? 
C6 C7 1.392(2) . ? 
C6 H6 0.9500 . ? 
C8 C9 1.498(2) . ? 
C9 C10 1.384(2) . ? 
C10 C11 1.391(3) . ? 
C10 H10 0.9500 . ? 
C11 C12 1.383(3) . ? 
C11 H11 0.9500 . ? 
C12 C13 1.380(2) . ? 
C12 H12 0.9500 . ? 
C13 C14 1.501(2) . ? 
C16 C17 1.399(2) . ? 
C16 C21 1.403(2) . ? 
C17 C18 1.385(2) . ? 
C17 H17 0.9500 . ? 
C18 C19 1.399(3) . ? 
C18 H18 0.9500 . ? 
C19 C20 1.380(2) . ? 
C19 H19 0.9500 . ? 
C20 C21 1.395(2) . ? 
C20 H20 0.9500 . ? 
C22 C221 1.524(2) . ? 
C22 H22A 0.9900 . ? 
C22 H22B 0.9900 . ? 
C221 C222 1.520(2) . ? 
C221 H22C 0.9900 . ? 
C221 H22D 0.9900 . ? 
C222 C223 1.526(2) . ? 
C222 H22E 0.9900 . ? 
C222 H22F 0.9900 . ? 
C223 H22G 0.9800 . ? 
C223 H22H 0.9800 . ? 
C223 H22I 0.9800 . ? 
C23 C231 1.528(10) . ? 
C23 H23A 0.9900 . ? 
C23 H23B 0.9900 . ? 
C231 C232 1.524(8) . ? 
C231 H23C 0.9900 . ? 
C231 H23D 0.9900 . ? 
C232 C233 1.521(5) . ? 
C232 H23E 0.9900 . ? 
C232 H23F 0.9900 . ? 
C233 H23G 0.9800 . ? 
C233 H23H 0.9800 . ? 
C233 H23I 0.9800 . ? 
C23' C234 1.518(11) . ? 
C23' H23J 0.9900 . ? 
C23' H23K 0.9900 . ? 
C234 C235 1.511(9) . ? 
C234 H23L 0.9900 . ? 
C234 H23M 0.9900 . ? 
C235 C236 1.495(7) . ? 
C235 H23N 0.9900 . ? 
C235 H23O 0.9900 . ? 
C236 H23P 0.9800 . ? 
C236 H23Q 0.9800 . ? 
C236 H23R 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 
C23' Sn1 C22 141.2(5) . . ? 
C23 Sn1 C22 139.2(4) . . ? 
C23' Sn1 N3 108.5(5) . . ? 
C23 Sn1 N3 109.9(4) . . ? 
C22 Sn1 N3 109.86(6) . . ? 
C23' Sn1 N4 94.5(7) . . ? 
C23 Sn1 N4 97.9(6) . . ? 
C22 Sn1 N4 103.21(6) . . ? 
N3 Sn1 N4 70.79(5) . . ? 
C23' Sn1 N2 96.6(8) . . ? 
C23 Sn1 N2 94.1(6) . . ? 
C22 Sn1 N2 91.11(6) . . ? 
N3 Sn1 N2 69.98(5) . . ? 
N4 Sn1 N2 140.75(5) . . ? 
C7 S1 C1 87.93(8) . . ? 
C21 S2 C15 87.97(8) . . ? 
C1 N1 C2 110.13(15) . . ? 
C8 N2 C1 121.22(15) . . ? 
C8 N2 Sn1 121.83(11) . . ? 
C1 N2 Sn1 116.85(11) . . ? 
C9 N3 C13 120.20(16) . . ? 
C9 N3 Sn1 120.09(11) . . ? 
C13 N3 Sn1 119.71(12) . . ? 
C14 N4 C15 120.25(15) . . ? 
C14 N4 Sn1 120.72(11) . . ? 
C15 N4 Sn1 118.50(11) . . ? 
C15 N5 C16 110.17(14) . . ? 
N1 C1 N2 119.67(15) . . ? 
N1 C1 S1 116.62(13) . . ? 
N2 C1 S1 123.70(13) . . ? 
N1 C2 C3 125.41(16) . . ? 
N1 C2 C7 115.18(16) . . ? 
C3 C2 C7 119.41(16) . . ? 
C4 C3 C2 118.73(18) . . ? 
C4 C3 H3 120.6 . . ? 
C2 C3 H3 120.6 . . ? 
C3 C4 C5 121.27(18) . . ? 
C3 C4 H4 119.4 . . ? 
C5 C4 H4 119.4 . . ? 
C6 C5 C4 120.58(17) . . ? 
C6 C5 H5 119.7 . . ? 
C4 C5 H5 119.7 . . ? 
C5 C6 C7 118.34(18) . . ? 
C5 C6 H6 120.8 . . ? 
C7 C6 H6 120.8 . . ? 
C6 C7 C2 121.66(17) . . ? 
C6 C7 S1 128.23(14) . . ? 
C2 C7 S1 110.11(13) . . ? 
O1 C8 N2 127.74(16) . . ? 
O1 C8 C9 120.63(16) . . ? 
N2 C8 C9 111.62(15) . . ? 
N3 C9 C10 121.16(16) . . ? 
N3 C9 C8 115.79(15) . . ? 
C10 C9 C8 123.01(16) . . ? 
C9 C10 C11 118.78(17) . . ? 
C9 C10 H10 120.6 . . ? 
C11 C10 H10 120.6 . . ? 
C12 C11 C10 119.50(18) . . ? 
C12 C11 H11 120.3 . . ? 
C10 C11 H11 120.3 . . ? 
C13 C12 C11 118.94(17) . . ? 
C13 C12 H12 120.5 . . ? 
C11 C12 H12 120.5 . . ? 
N3 C13 C12 121.40(17) . . ? 
N3 C13 C14 115.70(15) . . ? 
C12 C13 C14 122.90(16) . . ? 
O2 C14 N4 127.17(17) . . ? 
O2 C14 C13 120.37(16) . . ? 
N4 C14 C13 112.46(15) . . ? 
N5 C15 N4 120.02(15) . . ? 
N5 C15 S2 116.41(13) . . ? 
N4 C15 S2 123.57(13) . . ? 
N5 C16 C17 124.94(16) . . ? 
N5 C16 C21 115.54(15) . . ? 
C17 C16 C21 119.52(16) . . ? 
C18 C17 C16 118.76(17) . . ? 
C18 C17 H17 120.6 . . ? 
C16 C17 H17 120.6 . . ? 
C17 C18 C19 120.99(17) . . ? 
C17 C18 H18 119.5 . . ? 
C19 C18 H18 119.5 . . ? 
C20 C19 C18 121.11(17) . . ? 
C20 C19 H19 119.4 . . ? 
C18 C19 H19 119.4 . . ? 
C19 C20 C21 117.96(17) . . ? 
C19 C20 H20 121.0 . . ? 
C21 C20 H20 121.0 . . ? 
C20 C21 C16 121.65(16) . . ? 
C20 C21 S2 128.45(14) . . ? 
C16 C21 S2 109.90(13) . . ? 
C221 C22 Sn1 118.89(12) . . ? 
C221 C22 H22A 107.6 . . ? 
Sn1 C22 H22A 107.6 . . ? 
C221 C22 H22B 107.6 . . ? 
Sn1 C22 H22B 107.6 . . ? 
H22A C22 H22B 107.0 . . ? 
C222 C221 C22 114.62(14) . . ? 
C222 C221 H22C 108.6 . . ? 
C22 C221 H22C 108.6 . . ? 
C222 C221 H22D 108.6 . . ? 
C22 C221 H22D 108.6 . . ? 
H22C C221 H22D 107.6 . . ? 
C221 C222 C223 111.92(15) . . ? 
C221 C222 H22E 109.2 . . ? 
C223 C222 H22E 109.2 . . ? 
C221 C222 H22F 109.2 . . ? 
C223 C222 H22F 109.2 . . ? 
H22E C222 H22F 107.9 . . ? 
C222 C223 H22G 109.5 . . ? 
C222 C223 H22H 109.5 . . ? 
H22G C223 H22H 109.5 . . ? 
C222 C223 H22I 109.5 . . ? 
H22G C223 H22I 109.5 . . ? 
H22H C223 H22I 109.5 . . ? 
C231 C23 Sn1 114.8(8) . . ? 
C231 C23 H23A 108.6 . . ? 
Sn1 C23 H23A 108.6 . . ? 
C231 C23 H23B 108.6 . . ? 
Sn1 C23 H23B 108.6 . . ? 
H23A C23 H23B 107.5 . . ? 
C232 C231 C23 113.0(8) . . ? 
C232 C231 H23C 109.0 . . ? 
C23 C231 H23C 109.0 . . ? 
C232 C231 H23D 109.0 . . ? 
C23 C231 H23D 109.0 . . ? 
H23C C231 H23D 107.8 . . ? 
C233 C232 C231 112.1(6) . . ? 
C233 C232 H23E 109.2 . . ? 
C231 C232 H23E 109.2 . . ? 
C233 C232 H23F 109.2 . . ? 
C231 C232 H23F 109.2 . . ? 
H23E C232 H23F 107.9 . . ? 
C232 C233 H23G 109.5 . . ? 
C232 C233 H23H 109.5 . . ? 
H23G C233 H23H 109.5 . . ? 
C232 C233 H23I 109.5 . . ? 
H23G C233 H23I 109.5 . . ? 
H23H C233 H23I 109.5 . . ? 
C234 C23' Sn1 118.8(10) . . ? 
C234 C23' H23J 107.6 . . ? 
Sn1 C23' H23J 107.6 . . ? 
C234 C23' H23K 107.6 . . ? 
Sn1 C23' H23K 107.6 . . ? 
H23J C23' H23K 107.0 . . ? 
C235 C234 C23' 112.5(10) . . ? 
C235 C234 H23L 109.1 . . ? 
C23' C234 H23L 109.1 . . ? 
C235 C234 H23M 109.1 . . ? 
C23' C234 H23M 109.1 . . ? 
H23L C234 H23M 107.8 . . ? 
C236 C235 C234 113.0(7) . . ? 
C236 C235 H23N 109.0 . . ? 
C234 C235 H23N 109.0 . . ? 
C236 C235 H23O 109.0 . . ? 
C234 C235 H23O 109.0 . . ? 
H23N C235 H23O 107.8 . . ? 
C235 C236 H23P 109.5 . . ? 
C235 C236 H23Q 109.5 . . ? 
H23P C236 H23Q 109.5 . . ? 
C235 C236 H23R 109.5 . . ? 
H23P C236 H23R 109.5 . . ? 
H23Q C236 H23R 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 
C2 N1 C1 N2 178.80(15) . . . . ? 
C2 N1 C1 S1 -0.4(2) . . . . ? 
C8 N2 C1 N1 -175.83(16) . . . . ? 
Sn1 N2 C1 N1 7.9(2) . . . . ? 
C8 N2 C1 S1 3.3(2) . . . . ? 
Sn1 N2 C1 S1 -172.96(9) . . . . ? 
C7 S1 C1 N1 -0.28(15) . . . . ? 
C7 S1 C1 N2 -179.44(16) . . . . ? 
C1 N1 C2 C3 -179.50(18) . . . . ? 
C1 N1 C2 C7 1.1(2) . . . . ? 
N1 C2 C3 C4 -178.63(19) . . . . ? 
C7 C2 C3 C4 0.7(3) . . . . ? 
C2 C3 C4 C5 -0.2(3) . . . . ? 
C3 C4 C5 C6 -0.3(3) . . . . ? 
C4 C5 C6 C7 0.2(3) . . . . ? 
C5 C6 C7 C2 0.4(3) . . . . ? 
C5 C6 C7 S1 -179.76(14) . . . . ? 
N1 C2 C7 C6 178.58(16) . . . . ? 
C3 C2 C7 C6 -0.9(3) . . . . ? 
N1 C2 C7 S1 -1.3(2) . . . . ? 
C3 C2 C7 S1 179.26(15) . . . . ? 
C1 S1 C7 C6 -179.03(18) . . . . ? 
C1 S1 C7 C2 0.85(14) . . . . ? 
C1 N2 C8 O1 -4.1(3) . . . . ? 
Sn1 N2 C8 O1 171.97(14) . . . . ? 
C1 N2 C8 C9 174.88(15) . . . . ? 
Sn1 N2 C8 C9 -9.04(19) . . . . ? 
C13 N3 C9 C10 0.2(2) . . . . ? 
Sn1 N3 C9 C10 -179.62(12) . . . . ? 
C13 N3 C9 C8 -177.70(15) . . . . ? 
Sn1 N3 C9 C8 2.5(2) . . . . ? 
O1 C8 C9 N3 -176.89(16) . . . . ? 
N2 C8 C9 N3 4.0(2) . . . . ? 
O1 C8 C9 C10 5.3(3) . . . . ? 
N2 C8 C9 C10 -173.78(16) . . . . ? 
N3 C9 C10 C11 -0.7(3) . . . . ? 
C8 C9 C10 C11 177.01(16) . . . . ? 
C9 C10 C11 C12 0.2(3) . . . . ? 
C10 C11 C12 C13 0.9(3) . . . . ? 
C9 N3 C13 C12 0.9(3) . . . . ? 
Sn1 N3 C13 C12 -179.30(13) . . . . ? 
C9 N3 C13 C14 -179.31(15) . . . . ? 
Sn1 N3 C13 C14 0.5(2) . . . . ? 
C11 C12 C13 N3 -1.4(3) . . . . ? 
C11 C12 C13 C14 178.81(16) . . . . ? 
C15 N4 C14 O2 -0.9(3) . . . . ? 
Sn1 N4 C14 O2 170.68(15) . . . . ? 
C15 N4 C14 C13 179.42(15) . . . . ? 
Sn1 N4 C14 C13 -8.98(19) . . . . ? 
N3 C13 C14 O2 -174.33(16) . . . . ? 
C12 C13 C14 O2 5.5(3) . . . . ? 
N3 C13 C14 N4 5.4(2) . . . . ? 
C12 C13 C14 N4 -174.86(16) . . . . ? 
C16 N5 C15 N4 179.51(15) . . . . ? 
C16 N5 C15 S2 -0.81(19) . . . . ? 
C14 N4 C15 N5 -177.67(16) . . . . ? 
Sn1 N4 C15 N5 10.5(2) . . . . ? 
C14 N4 C15 S2 2.7(2) . . . . ? 
Sn1 N4 C15 S2 -169.12(9) . . . . ? 
C21 S2 C15 N5 0.26(15) . . . . ? 
C21 S2 C15 N4 179.94(16) . . . . ? 
C15 N5 C16 C17 -179.09(16) . . . . ? 
C15 N5 C16 C21 1.1(2) . . . . ? 
N5 C16 C17 C18 -179.42(16) . . . . ? 
C21 C16 C17 C18 0.4(3) . . . . ? 
C16 C17 C18 C19 0.3(3) . . . . ? 
C17 C18 C19 C20 -0.5(3) . . . . ? 
C18 C19 C20 C21 -0.1(3) . . . . ? 
C19 C20 C21 C16 0.9(3) . . . . ? 
C19 C20 C21 S2 -179.47(14) . . . . ? 
N5 C16 C21 C20 178.81(15) . . . . ? 
C17 C16 C21 C20 -1.0(3) . . . . ? 
N5 C16 C21 S2 -0.91(19) . . . . ? 
C17 C16 C21 S2 179.28(13) . . . . ? 
C15 S2 C21 C20 -179.34(17) . . . . ? 
C15 S2 C21 C16 0.36(13) . . . . ? 
Sn1 C22 C221 C222 52.75(19) . . . . ? 
C22 C221 C222 C223 173.07(15) . . . . ? 
Sn1 C23 C231 C232 -171.4(9) . . . . ? 
C23 C231 C232 C233 78.7(13) . . . . ? 
Sn1 C23' C234 C235 -156.2(13) . . . . ? 
C23' C234 C235 C236 179.7(14) . . . . ? 
 
loop_ 
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
 _geom_hbond_publ_flag 
C20 H20 O1  0.95 2.53 3.336(2) 143.4 2_655 yes 
 
_refine_diff_density_max    0.756 
_refine_diff_density_min   -0.329 
_refine_diff_density_rms    0.063 
 
 

