data_m23396 
 
_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) and 0.98 Å (RCH₃).  Uiso(H) parameters were set 
to values of either 1.2Ueq or 1.5Ueq (RCH₃ only) of the attached 
atom. 
 
Restraints were used to ensure satisfactory refinement of disordered or 
otherwise ill-defined groups (SHELXL command 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          '2(C23 H17 N5 O2 S2 Sn), C7 H8' 
_chemical_formula_sum             'C53 H42 N10 O4 S4 Sn2' 
_chemical_formula_weight          1248.58 
 
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       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                    14.4749(4) 
_cell_length_b                    10.7677(2) 
_cell_length_c                    15.9218(4) 
_cell_angle_alpha                 90 
_cell_angle_beta                  93.331(1) 
_cell_angle_gamma                 90 
_cell_volume                      2477.4(1) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     100.0(2) 
_cell_measurement_reflns_used     9067 
_cell_measurement_theta_min       2.65 
_cell_measurement_theta_max       27.53 
 
_exptl_crystal_description        plate 
_exptl_crystal_colour             yellow 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_method     ? 
_exptl_crystal_density_diffrn     1.674 
_exptl_crystal_F_000              1252 
_exptl_transmission_factor_min    ? 
_exptl_transmission_factor_max    ? 
_exptl_crystal_size_max           0.190 
_exptl_crystal_size_mid           0.160 
_exptl_crystal_size_min           0.030 
_exptl_absorpt_coefficient_mu     1.236 
_shelx_estimated_absorpt_T_min    0.799 
_shelx_estimated_absorpt_T_max    0.964 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.845 
_exptl_absorpt_correction_T_max   0.942 
_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             45214 
_diffrn_reflns_av_unetI/netI      0.0197 
_diffrn_reflns_av_R_equivalents   0.0336 
_diffrn_reflns_limit_h_min        -18 
_diffrn_reflns_limit_h_max        18 
_diffrn_reflns_limit_k_min        -13 
_diffrn_reflns_limit_k_max        13 
_diffrn_reflns_limit_l_min        -20 
_diffrn_reflns_limit_l_max        20 
_diffrn_reflns_theta_min          2.285 
_diffrn_reflns_theta_max          27.533 
_diffrn_reflns_theta_full         25.242 
_diffrn_measured_fraction_theta_max                0.996 
_diffrn_measured_fraction_theta_full               1.000 
_diffrn_reflns_Laue_measured_fraction_max          0.996 
_diffrn_reflns_Laue_measured_fraction_full         1.000 
_diffrn_reflns_point_group_measured_fraction_max   0.996 
_diffrn_reflns_point_group_measured_fraction_full  1.000 
 
_reflns_number_total              5675 
_reflns_number_gt                 5183 
_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)+(0.0131P)²+2.3463P] 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      none 
_refine_ls_extinction_coef        . 
_refine_ls_number_reflns          5675 
_refine_ls_number_parameters      364 
_refine_ls_number_restraints      45 
_refine_ls_R_factor_all           0.0243 
_refine_ls_R_factor_gt            0.0205 
_refine_ls_wR_factor_ref          0.0483 
_refine_ls_wR_factor_gt           0.0465 
_refine_ls_goodness_of_fit_ref    1.096 
_refine_ls_restrained_S_all       1.094 
_refine_ls_shift/su_max           0.002 
_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 0.88664(3) 0.43866(5) 0.47329(3) 0.02336(10) Uani 1 1 d . . . . . 
S2 S 0.27907(3) 0.33897(4) 0.20821(3) 0.02255(10) Uani 1 1 d . . . . . 
O1 O 0.86420(9) 0.49456(15) 0.30395(9) 0.0308(3) Uani 1 1 d . . . . . 
O2 O 0.42265(9) 0.40037(12) 0.10513(8) 0.0232(3) Uani 1 1 d . . . . . 
N1 N 0.71483(11) 0.39248(15) 0.50539(10) 0.0212(3) Uani 1 1 d . . . . . 
N2 N 0.72946(10) 0.43955(14) 0.36552(10) 0.0197(3) Uani 1 1 d . . . . . 
N3 N 0.63448(10) 0.44685(13) 0.22345(9) 0.0168(3) Uani 1 1 d . . . . . 
N4 N 0.46458(10) 0.39166(14) 0.24750(9) 0.0183(3) Uani 1 1 d . . . . . 
N5 N 0.36987(11) 0.34731(15) 0.35506(10) 0.0214(3) Uani 1 1 d . . . . . 
C1 C 0.76799(12) 0.42320(17) 0.44546(12) 0.0201(4) Uani 1 1 d . . . . . 
C2 C 0.76709(13) 0.37891(17) 0.58073(12) 0.0204(4) Uani 1 1 d . . . . . 
C3 C 0.73238(14) 0.34558(18) 0.65752(12) 0.0236(4) Uani 1 1 d . . . . . 
H3 H 0.668151 0.330349 0.661608 0.028 Uiso 1 1 calc R U . . . 
C4 C 0.79282(14) 0.33512(18) 0.72736(12) 0.0256(4) Uani 1 1 d . . . . . 
H4 H 0.769905 0.311801 0.779800 0.031 Uiso 1 1 calc R U . . . 
C5 C 0.88734(14) 0.3583(2) 0.72209(13) 0.0282(4) Uani 1 1 d . . . . . 
H5 H 0.927638 0.350628 0.771072 0.034 Uiso 1 1 calc R U . . . 
C6 C 0.92317(14) 0.39237(19) 0.64679(13) 0.0267(4) Uani 1 1 d . . . . . 
H6 H 0.987292 0.409065 0.643402 0.032 Uiso 1 1 calc R U . . . 
C7 C 0.86215(13) 0.40137(18) 0.57603(12) 0.0219(4) Uani 1 1 d . . . . . 
C8 C 0.78128(13) 0.47157(18) 0.30125(12) 0.0220(4) Uani 1 1 d . . . . . 
C9 C 0.72434(13) 0.47554(17) 0.21943(11) 0.0195(4) Uani 1 1 d . . . . . 
C10 C 0.76094(14) 0.50463(19) 0.14361(12) 0.0260(4) Uani 1 1 d . . . . . 
H10 H 0.824437 0.525877 0.141281 0.031 Uiso 1 1 calc R U . . . 
C11 C 0.70336(15) 0.5022(2) 0.07120(12) 0.0285(4) Uani 1 1 d . . . . . 
H11 H 0.726952 0.522692 0.018503 0.034 Uiso 1 1 calc R U . . . 
C12 C 0.61118(14) 0.46982(18) 0.07577(12) 0.0230(4) Uani 1 1 d . . . . . 
H12 H 0.571278 0.465991 0.026315 0.028 Uiso 1 1 calc R U . . . 
C13 C 0.57827(13) 0.44321(16) 0.15338(11) 0.0185(4) Uani 1 1 d . . . . . 
C14 C 0.47916(13) 0.40909(16) 0.16544(11) 0.0185(3) Uani 1 1 d . . . . . 
C15 C 0.37911(12) 0.36119(17) 0.27488(12) 0.0192(4) Uani 1 1 d . . . . . 
C16 C 0.27873(13) 0.31836(17) 0.36976(12) 0.0224(4) Uani 1 1 d . . . . . 
C17 C 0.24553(15) 0.29640(19) 0.44918(13) 0.0282(4) Uani 1 1 d . . . . . 
H17 H 0.285772 0.299793 0.498428 0.034 Uiso 1 1 calc R U . . . 
C18 C 0.15241(15) 0.2696(2) 0.45409(15) 0.0329(5) Uani 1 1 d . . . . . 
H18 H 0.128604 0.254601 0.507524 0.039 Uiso 1 1 calc R U . . . 
C19 C 0.09299(15) 0.2641(2) 0.38209(16) 0.0350(5) Uani 1 1 d . . . . . 
H19 H 0.029246 0.246829 0.387457 0.042 Uiso 1 1 calc R U . . . 
C20 C 0.12495(14) 0.2833(2) 0.30328(15) 0.0308(5) Uani 1 1 d . . . . . 
H20 H 0.084434 0.278199 0.254277 0.037 Uiso 1 1 calc R U . . . 
C21 C 0.21869(13) 0.31046(18) 0.29766(13) 0.0237(4) Uani 1 1 d . . . . . 
C22 C 0.53548(14) 0.57170(18) 0.40416(13) 0.0248(4) Uani 1 1 d . . . . . 
H22A H 0.468812 0.567635 0.411592 0.037 Uiso 1 1 calc R U . . . 
H22B H 0.548761 0.642606 0.368203 0.037 Uiso 1 1 calc R U . . . 
H22C H 0.568751 0.581680 0.459124 0.037 Uiso 1 1 calc R U . . . 
C23 C 0.58036(14) 0.21470(18) 0.37518(13) 0.0265(4) Uani 1 1 d . . . . . 
H23A H 0.635243 0.195182 0.411745 0.040 Uiso 1 1 calc R U . . . 
H23B H 0.582062 0.167083 0.322844 0.040 Uiso 1 1 calc R U . . . 
H23C H 0.524532 0.192852 0.403904 0.040 Uiso 1 1 calc R U . . . 
Sn1 Sn 0.57873(2) 0.40651(2) 0.34730(2) 0.01575(4) Uani 1 1 d . . . . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Sn1 C22 2.1074(19) . ? 
Sn1 C23 2.1124(19) . ? 
Sn1 N2 2.2130(15) . ? 
Sn1 N3 2.2166(15) . ? 
Sn1 N4 2.2305(15) . ? 
S1 C7 1.741(2) . ? 
S1 C1 1.7564(18) . ? 
S2 C21 1.741(2) . ? 
S2 C15 1.7613(18) . ? 
O1 C8 1.224(2) . ? 
O2 C14 1.228(2) . ? 
N1 C1 1.303(2) . ? 
N1 C2 1.388(2) . ? 
N2 C8 1.348(2) . ? 
N2 C1 1.371(2) . ? 
N3 C9 1.342(2) . ? 
N3 C13 1.343(2) . ? 
N4 C14 1.349(2) . ? 
N4 C15 1.375(2) . ? 
N5 C15 1.300(2) . ? 
N5 C16 1.389(2) . ? 
C2 C3 1.396(3) . ? 
C2 C7 1.403(3) . ? 
C3 C4 1.379(3) . ? 
C3 H3 0.9500 . ? 
C4 C5 1.398(3) . ? 
C4 H4 0.9500 . ? 
C5 C6 1.383(3) . ? 
C5 H5 0.9500 . ? 
C6 C7 1.394(3) . ? 
C6 H6 0.9500 . ? 
C8 C9 1.501(3) . ? 
C9 C10 1.382(3) . ? 
C10 C11 1.383(3) . ? 
C10 H10 0.9500 . ? 
C11 C12 1.385(3) . ? 
C11 H11 0.9500 . ? 
C12 C13 1.380(3) . ? 
C12 H12 0.9500 . ? 
C13 C14 1.504(3) . ? 
C16 C17 1.399(3) . ? 
C16 C21 1.402(3) . ? 
C17 C18 1.385(3) . ? 
C17 H17 0.9500 . ? 
C18 C19 1.394(3) . ? 
C18 H18 0.9500 . ? 
C19 C20 1.378(3) . ? 
C19 H19 0.9500 . ? 
C20 C21 1.396(3) . ? 
C20 H20 0.9500 . ? 
C22 H22A 0.9800 . ? 
C22 H22B 0.9800 . ? 
C22 H22C 0.9800 . ? 
C23 H23A 0.9800 . ? 
C23 H23B 0.9800 . ? 
C23 H23C 0.9800 . ? 
C1S C2S 1.375(9) . ? 
C1S C6S 1.429(11) . ? 
C1S C7S 1.545(9) . ? 
C2S C3S 1.363(9) . ? 
C2S H2S 0.9500 . ? 
C3S C4S 1.364(13) . ? 
C3S H3S 0.9500 . ? 
C4S C5S 1.378(12) . ? 
C4S H4S 0.9500 . ? 
C5S C6S 1.359(12) . ? 
C5S H5S 0.9500 . ? 
C6S H6S 0.9500 . ? 
C7S H7S1 0.9800 . ? 
C7S H7S2 0.9800 . ? 
C7S H7S3 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 
C22 Sn1 C23 137.30(8) . . ? 
C22 Sn1 N2 97.08(7) . . ? 
C23 Sn1 N2 97.51(7) . . ? 
C22 Sn1 N3 110.45(7) . . ? 
C23 Sn1 N3 112.23(7) . . ? 
N2 Sn1 N3 71.22(6) . . ? 
C22 Sn1 N4 98.07(7) . . ? 
C23 Sn1 N4 94.50(7) . . ? 
N2 Sn1 N4 142.08(6) . . ? 
N3 Sn1 N4 70.93(5) . . ? 
C7 S1 C1 88.03(9) . . ? 
C21 S2 C15 88.00(9) . . ? 
C1 N1 C2 110.13(16) . . ? 
C8 N2 C1 121.54(16) . . ? 
C8 N2 Sn1 121.96(12) . . ? 
C1 N2 Sn1 116.48(12) . . ? 
C9 N3 C13 120.62(15) . . ? 
C9 N3 Sn1 119.44(12) . . ? 
C13 N3 Sn1 119.94(12) . . ? 
C14 N4 C15 122.32(15) . . ? 
C14 N4 Sn1 121.94(12) . . ? 
C15 N4 Sn1 115.73(11) . . ? 
C15 N5 C16 110.14(16) . . ? 
N1 C1 N2 119.13(16) . . ? 
N1 C1 S1 116.73(14) . . ? 
N2 C1 S1 124.13(14) . . ? 
N1 C2 C3 125.33(17) . . ? 
N1 C2 C7 115.00(17) . . ? 
C3 C2 C7 119.68(17) . . ? 
C4 C3 C2 118.92(18) . . ? 
C4 C3 H3 120.5 . . ? 
C2 C3 H3 120.5 . . ? 
C3 C4 C5 120.95(19) . . ? 
C3 C4 H4 119.5 . . ? 
C5 C4 H4 119.5 . . ? 
C6 C5 C4 121.12(18) . . ? 
C6 C5 H5 119.4 . . ? 
C4 C5 H5 119.4 . . ? 
C5 C6 C7 117.85(18) . . ? 
C5 C6 H6 121.1 . . ? 
C7 C6 H6 121.1 . . ? 
C6 C7 C2 121.47(18) . . ? 
C6 C7 S1 128.43(15) . . ? 
C2 C7 S1 110.10(14) . . ? 
O1 C8 N2 127.80(18) . . ? 
O1 C8 C9 120.83(17) . . ? 
N2 C8 C9 111.36(16) . . ? 
N3 C9 C10 121.03(17) . . ? 
N3 C9 C8 115.91(16) . . ? 
C10 C9 C8 123.05(17) . . ? 
C9 C10 C11 118.74(18) . . ? 
C9 C10 H10 120.6 . . ? 
C11 C10 H10 120.6 . . ? 
C10 C11 C12 119.77(18) . . ? 
C10 C11 H11 120.1 . . ? 
C12 C11 H11 120.1 . . ? 
C13 C12 C11 118.89(18) . . ? 
C13 C12 H12 120.6 . . ? 
C11 C12 H12 120.6 . . ? 
N3 C13 C12 120.92(17) . . ? 
N3 C13 C14 115.95(15) . . ? 
C12 C13 C14 123.12(16) . . ? 
O2 C14 N4 127.74(17) . . ? 
O2 C14 C13 121.05(16) . . ? 
N4 C14 C13 111.21(15) . . ? 
N5 C15 N4 118.98(16) . . ? 
N5 C15 S2 116.64(14) . . ? 
N4 C15 S2 124.38(14) . . ? 
N5 C16 C17 124.75(18) . . ? 
N5 C16 C21 115.18(17) . . ? 
C17 C16 C21 120.06(18) . . ? 
C18 C17 C16 118.2(2) . . ? 
C18 C17 H17 120.9 . . ? 
C16 C17 H17 120.9 . . ? 
C17 C18 C19 121.2(2) . . ? 
C17 C18 H18 119.4 . . ? 
C19 C18 H18 119.4 . . ? 
C20 C19 C18 121.26(19) . . ? 
C20 C19 H19 119.4 . . ? 
C18 C19 H19 119.4 . . ? 
C19 C20 C21 118.0(2) . . ? 
C19 C20 H20 121.0 . . ? 
C21 C20 H20 121.0 . . ? 
C20 C21 C16 121.26(19) . . ? 
C20 C21 S2 128.71(17) . . ? 
C16 C21 S2 110.03(14) . . ? 
Sn1 C22 H22A 109.5 . . ? 
Sn1 C22 H22B 109.5 . . ? 
H22A C22 H22B 109.5 . . ? 
Sn1 C22 H22C 109.5 . . ? 
H22A C22 H22C 109.5 . . ? 
H22B C22 H22C 109.5 . . ? 
Sn1 C23 H23A 109.5 . . ? 
Sn1 C23 H23B 109.5 . . ? 
H23A C23 H23B 109.5 . . ? 
Sn1 C23 H23C 109.5 . . ? 
H23A C23 H23C 109.5 . . ? 
H23B C23 H23C 109.5 . . ? 
C2S C1S C6S 118.8(7) . . ? 
C2S C1S C7S 121.6(7) . . ? 
C6S C1S C7S 119.5(7) . . ? 
C3S C2S C1S 122.1(8) . . ? 
C3S C2S H2S 119.0 . . ? 
C1S C2S H2S 119.0 . . ? 
C2S C3S C4S 117.6(9) . . ? 
C2S C3S H3S 121.2 . . ? 
C4S C3S H3S 121.2 . . ? 
C3S C4S C5S 123.1(7) . . ? 
C3S C4S H4S 118.4 . . ? 
C5S C4S H4S 118.4 . . ? 
C6S C5S C4S 119.3(7) . . ? 
C6S C5S H5S 120.3 . . ? 
C4S C5S H5S 120.3 . . ? 
C5S C6S C1S 118.9(6) . . ? 
C5S C6S H6S 120.5 . . ? 
C1S C6S H6S 120.5 . . ? 
C1S C7S H7S1 109.5 . . ? 
C1S C7S H7S2 109.5 . . ? 
H7S1 C7S H7S2 109.5 . . ? 
C1S C7S H7S3 109.5 . . ? 
H7S1 C7S H7S3 109.5 . . ? 
H7S2 C7S H7S3 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 179.20(16) . . . . ? 
C2 N1 C1 S1 0.2(2) . . . . ? 
C8 N2 C1 N1 179.87(17) . . . . ? 
Sn1 N2 C1 N1 -1.5(2) . . . . ? 
C8 N2 C1 S1 -1.2(3) . . . . ? 
Sn1 N2 C1 S1 177.51(9) . . . . ? 
C7 S1 C1 N1 -0.53(16) . . . . ? 
C7 S1 C1 N2 -179.51(17) . . . . ? 
C1 N1 C2 C3 -179.48(18) . . . . ? 
C1 N1 C2 C7 0.4(2) . . . . ? 
N1 C2 C3 C4 179.73(18) . . . . ? 
C7 C2 C3 C4 -0.2(3) . . . . ? 
C2 C3 C4 C5 0.5(3) . . . . ? 
C3 C4 C5 C6 -0.1(3) . . . . ? 
C4 C5 C6 C7 -0.7(3) . . . . ? 
C5 C6 C7 C2 1.1(3) . . . . ? 
C5 C6 C7 S1 -178.61(16) . . . . ? 
N1 C2 C7 C6 179.44(17) . . . . ? 
C3 C2 C7 C6 -0.6(3) . . . . ? 
N1 C2 C7 S1 -0.8(2) . . . . ? 
C3 C2 C7 S1 179.10(15) . . . . ? 
C1 S1 C7 C6 -179.56(19) . . . . ? 
C1 S1 C7 C2 0.72(14) . . . . ? 
C1 N2 C8 O1 -3.0(3) . . . . ? 
Sn1 N2 C8 O1 178.35(16) . . . . ? 
C1 N2 C8 C9 176.26(16) . . . . ? 
Sn1 N2 C8 C9 -2.3(2) . . . . ? 
C13 N3 C9 C10 1.4(3) . . . . ? 
Sn1 N3 C9 C10 -178.17(14) . . . . ? 
C13 N3 C9 C8 -177.56(16) . . . . ? 
Sn1 N3 C9 C8 2.9(2) . . . . ? 
O1 C8 C9 N3 178.98(18) . . . . ? 
N2 C8 C9 N3 -0.4(2) . . . . ? 
O1 C8 C9 C10 0.0(3) . . . . ? 
N2 C8 C9 C10 -179.31(18) . . . . ? 
N3 C9 C10 C11 -0.8(3) . . . . ? 
C8 C9 C10 C11 178.09(18) . . . . ? 
C9 C10 C11 C12 -0.6(3) . . . . ? 
C10 C11 C12 C13 1.4(3) . . . . ? 
C9 N3 C13 C12 -0.6(3) . . . . ? 
Sn1 N3 C13 C12 179.02(13) . . . . ? 
C9 N3 C13 C14 179.57(16) . . . . ? 
Sn1 N3 C13 C14 -0.9(2) . . . . ? 
C11 C12 C13 N3 -0.9(3) . . . . ? 
C11 C12 C13 C14 179.00(18) . . . . ? 
C15 N4 C14 O2 -0.6(3) . . . . ? 
Sn1 N4 C14 O2 178.04(14) . . . . ? 
C15 N4 C14 C13 179.19(16) . . . . ? 
Sn1 N4 C14 C13 -2.2(2) . . . . ? 
N3 C13 C14 O2 -178.31(16) . . . . ? 
C12 C13 C14 O2 1.8(3) . . . . ? 
N3 C13 C14 N4 1.9(2) . . . . ? 
C12 C13 C14 N4 -177.99(17) . . . . ? 
C16 N5 C15 N4 179.29(16) . . . . ? 
C16 N5 C15 S2 -0.7(2) . . . . ? 
C14 N4 C15 N5 -179.14(17) . . . . ? 
Sn1 N4 C15 N5 2.1(2) . . . . ? 
C14 N4 C15 S2 0.9(3) . . . . ? 
Sn1 N4 C15 S2 -177.83(9) . . . . ? 
C21 S2 C15 N5 0.92(16) . . . . ? 
C21 S2 C15 N4 -179.11(17) . . . . ? 
C15 N5 C16 C17 179.42(18) . . . . ? 
C15 N5 C16 C21 0.1(2) . . . . ? 
N5 C16 C17 C18 179.41(18) . . . . ? 
C21 C16 C17 C18 -1.3(3) . . . . ? 
C16 C17 C18 C19 0.2(3) . . . . ? 
C17 C18 C19 C20 1.0(3) . . . . ? 
C18 C19 C20 C21 -1.0(3) . . . . ? 
C19 C20 C21 C16 -0.1(3) . . . . ? 
C19 C20 C21 S2 179.97(16) . . . . ? 
N5 C16 C21 C20 -179.34(18) . . . . ? 
C17 C16 C21 C20 1.3(3) . . . . ? 
N5 C16 C21 S2 0.6(2) . . . . ? 
C17 C16 C21 S2 -178.78(15) . . . . ? 
C15 S2 C21 C20 179.1(2) . . . . ? 
C15 S2 C21 C16 -0.78(15) . . . . ? 
C6S C1S C2S C3S 3.0(12) . . . . ? 
C7S C1S C2S C3S 179.5(8) . . . . ? 
C1S C2S C3S C4S -2.3(14) . . . . ? 
C2S C3S C4S C5S 0.1(13) . . . . ? 
C3S C4S C5S C6S 1.3(13) . . . . ? 
C4S C5S C6S C1S -0.6(11) . . . . ? 
C2S C1S C6S C5S -1.5(10) . . . . ? 
C7S C1S C6S C5S -178.1(7) . . . . ? 
 
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 
C6 H6 O1  0.95 2.49 3.360(2) 152.6 3_766 yes 
C12 H12 O2  0.95 2.55 3.213(2) 127.5 3_665 yes 
 
_refine_diff_density_max    0.681 
_refine_diff_density_min   -0.371 
_refine_diff_density_rms    0.062 
 
 

