# 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_20210907LT_0m
_database_code_depnum_ccdc_archive 'CCDC 2128493'
loop_
_audit_author_name
_audit_author_address
'Ji Yeon Ryu'
;Korea Research Institute of Chemical Technology (KRICT)
South Korea
;
_audit_update_record             
;
2021-12-14 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_audit_creation_date             2021-12-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_chemical_name_common            Sn(tbip)2
_chemical_formula_moiety         'C16 H30 N4 Sn'
_chemical_formula_sum            'C16 H30 N4 Sn'
_chemical_formula_weight         397.154
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Sn -0.62110 1.42230 19.18890 19.10050 4.45850 2.46630 5.83030 0.50310 26.89090
83.95710 4.78210020065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   11.2786(7)
_cell_length_b                   19.0407(11)
_cell_length_c                   8.7371(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.920(3)
_cell_angle_gamma                90
_cell_volume                     1813.06(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9354
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      28.643
_cell_measurement_theta_min      2.639
_exptl_absorpt_coefficient_mu    1.410
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6912
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0568 before and 0.0490 after correction.
The Ratio of minimum to maximum transmission is 0.9264.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            silver
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             813.763
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.9976
_diffrn_reflns_Laue_measured_fraction_max 0.9918
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            31452
_diffrn_reflns_point_group_measured_fraction_full 0.9976
_diffrn_reflns_point_group_measured_fraction_max 0.9918
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.14
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.9976
_diffrn_measured_fraction_theta_max 0.9918
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              25
_reflns_limit_k_min              0
_reflns_limit_l_max              11
_reflns_limit_l_min              0
_reflns_number_gt                3819
_reflns_number_total             4463
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker APEX II'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.9817
_refine_diff_density_min         -0.4185
_refine_diff_density_rms         0.1166
_refine_ls_d_res_high            0.7500
_refine_ls_d_res_low             9.5204
_refine_ls_goodness_of_fit_ref   1.0084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    42
_refine_ls_number_parameters     196
_refine_ls_number_reflns         4463
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0281
_refine_ls_restrained_S_all      1.0084
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0345P)²+0.5353P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0659
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C3(H3a,H3b), C4(H4a,H4b), C10(H10a,H10b), C11(H11a,H11b),
 C12(H12a,H12b)
2.b Idealised Me refined as rotating group:
 C6(H6a,H6b,H6c), C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C14(H14a,H14b,H14c),
 C15(H15a,H15b,H15c), C16(H16a,H16b,H16c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Sn1 Sn 0.612537(13) 0.700141(7) 0.446660(17) 0.01622(6) Uani 1.000000 .
N2 N 0.80890(16) 0.64960(9) 0.5618(2) 0.0162(4) Uani 1.000000 .
N1 N 0.70114(16) 0.62859(9) 0.3132(2) 0.0171(4) Uani 1.000000 .
N4 N 0.41936(16) 0.64629(9) 0.3322(2) 0.0160(4) Uani 1.000000 .
N3 N 0.53695(16) 0.62010(9) 0.5708(2) 0.0175(4) Uani 1.000000 .
C1 C 0.80747(19) 0.62231(10) 0.4236(3) 0.0162(4) Uani 1.000000 .
C2 C 0.9042(2) 0.58801(12) 0.3558(3) 0.0219(5) Uani 1.000000 .
H2a H 0.9656(2) 0.62273(12) 0.3407(3) 0.0263(6) Uiso 1.000000 R
H2b H 0.9468(2) 0.54971(12) 0.4252(3) 0.0263(6) Uiso 1.000000 R
C3 C 0.8289(2) 0.55947(13) 0.1975(3) 0.0258(5) Uani 1.000000 .
H3a H 0.8742(2) 0.56413(13) 0.1149(3) 0.0310(6) Uiso 1.000000 R
H3b H 0.8079(2) 0.50943(13) 0.2068(3) 0.0310(6) Uiso 1.000000 R
C4 C 0.7123(2) 0.60558(11) 0.1583(2) 0.0201(5) Uani 1.000000 .
H4a H 0.6396(2) 0.57806(11) 0.1023(2) 0.0241(6) Uiso 1.000000 R
H4b H 0.7219(2) 0.64620(11) 0.0918(2) 0.0241(6) Uiso 1.000000 R
C5 C 0.9098(2) 0.64547(11) 0.7058(3) 0.0182(4) Uani 1.000000 .
C6 C 1.0340(2) 0.66732(14) 0.6796(3) 0.0325(6) Uani 1.000000 .
H6a H 1.0611(8) 0.6319(5) 0.6146(17) 0.0488(9) Uiso 1.000000 GR
H6b H 1.0256(4) 0.7128(4) 0.6254(19) 0.0488(9) Uiso 1.000000 GR
H6c H 1.0947(4) 0.6712(9) 0.7822(3) 0.0488(9) Uiso 1.000000 GR
C7 C 0.9185(2) 0.57090(12) 0.7732(3) 0.0244(5) Uani 1.000000 .
H7a H 0.8410(5) 0.5586(3) 0.7977(17) 0.0367(8) Uiso 1.000000 GR
H7b H 0.9345(14) 0.53779(15) 0.6950(7) 0.0367(8) Uiso 1.000000 GR
H7c H 0.9855(9) 0.5685(2) 0.8701(10) 0.0367(8) Uiso 1.000000 GR
C8 C 0.8750(3) 0.69564(13) 0.8235(3) 0.0335(7) Uani 1.000000 .
H8a H 0.8717(16) 0.74377(17) 0.7829(10) 0.0503(10) Uiso 1.000000 GR
H8b H 0.7944(8) 0.6826(6) 0.8375(16) 0.0503(10) Uiso 1.000000 GR
H8c H 0.9364(9) 0.6927(7) 0.9256(7) 0.0503(10) Uiso 1.000000 GR
C9 C 0.42785(19) 0.61285(10) 0.4652(2) 0.0156(4) Uani 1.000000 .
C10 C 0.3420(2) 0.56805(12) 0.5337(3) 0.0228(5) Uani 1.000000 .
H10a H 0.2746(2) 0.59661(12) 0.5549(3) 0.0274(6) Uiso 1.000000 R
H10b H 0.3065(2) 0.52908(12) 0.4614(3) 0.0274(6) Uiso 1.000000 R
C11 C 0.4274(2) 0.54024(12) 0.6884(3) 0.0233(5) Uani 1.000000 .
H11a H 0.3855(2) 0.54053(12) 0.7750(3) 0.0280(6) Uiso 1.000000 R
H11b H 0.4545(2) 0.49176(12) 0.6744(3) 0.0280(6) Uiso 1.000000 R
C12 C 0.5369(2) 0.59112(11) 0.7246(3) 0.0222(5) Uani 1.000000 .
H12a H 0.6145(2) 0.56595(11) 0.7718(3) 0.0267(6) Uiso 1.000000 R
H12b H 0.5257(2) 0.62858(11) 0.7982(3) 0.0267(6) Uiso 1.000000 R
C13 C 0.31457(19) 0.65033(11) 0.1926(3) 0.0187(5) Uani 1.000000 .
C14 C 0.3295(3) 0.59501(16) 0.0729(3) 0.0440(8) Uani 1.000000 .
H14a H 0.2649(11) 0.6009(7) -0.0254(9) 0.0660(12) Uiso 1.000000 GR
H14b H 0.4100(8) 0.6004(7) 0.0510(17) 0.0660(12) Uiso 1.000000 GR
H14c H 0.3233(18) 0.54808(16) 0.1163(10) 0.0660(12) Uiso 1.000000 GR
C15 C 0.3193(2) 0.72366(14) 0.1233(3) 0.0366(7) Uani 1.000000 .
H15a H 0.3994(7) 0.7309(4) 0.101(2) 0.0549(10) Uiso 1.000000 GR
H15b H 0.2544(11) 0.7281(4) 0.0247(12) 0.0549(10) Uiso 1.000000 GR
H15c H 0.3072(17) 0.75900(15) 0.1994(10) 0.0549(10) Uiso 1.000000 GR
C16 C 0.1890(2) 0.64183(13) 0.2282(3) 0.0295(6) Uani 1.000000 .
H16a H 0.1239(2) 0.6514(8) 0.1320(6) 0.0442(9) Uiso 1.000000 GR
H16b H 0.1805(6) 0.5937(3) 0.2637(19) 0.0442(9) Uiso 1.000000 GR
H16c H 0.1824(6) 0.6749(6) 0.3115(14) 0.0442(9) Uiso 1.000000 GR


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 N2 2.3866(17) . ?
Sn1 N1 2.1940(18) . ?
Sn1 N4 2.3827(17) . ?
Sn1 N3 2.1686(17) . ?
N2 C1 1.310(3) . ?
N2 C5 1.465(3) . ?
N1 C1 1.337(3) . ?
N1 C4 1.459(3) . ?
N4 C9 1.307(3) . ?
N4 C13 1.465(3) . ?
N3 C9 1.342(3) . ?
N3 C12 1.453(3) . ?
C1 C2 1.517(3) . ?
C2 H2a 0.9900 . ?
C2 H2b 0.9900 . ?
C2 C3 1.525(3) . ?
C3 H3a 0.9900 . ?
C3 H3b 0.9900 . ?
C3 C4 1.544(3) . ?
C4 H4a 0.9900 . ?
C4 H4b 0.9900 . ?
C5 C6 1.534(3) . ?
C5 C7 1.531(3) . ?
C5 C8 1.527(3) . ?
C6 H6a 0.9800 . ?
C6 H6b 0.9800 . ?
C6 H6c 0.9800 . ?
C7 H7a 0.9800 . ?
C7 H7b 0.9800 . ?
C7 H7c 0.9800 . ?
C8 H8a 0.9800 . ?
C8 H8b 0.9800 . ?
C8 H8c 0.9800 . ?
C9 C10 1.524(3) . ?
C10 H10a 0.9900 . ?
C10 H10b 0.9900 . ?
C10 C11 1.538(3) . ?
C11 H11a 0.9900 . ?
C11 H11b 0.9900 . ?
C11 C12 1.537(3) . ?
C12 H12a 0.9900 . ?
C12 H12b 0.9900 . ?
C13 C14 1.524(3) . ?
C13 C15 1.528(3) . ?
C13 C16 1.535(3) . ?
C14 H14a 0.9800 . ?
C14 H14b 0.9800 . ?
C14 H14c 0.9800 . ?
C15 H15a 0.9800 . ?
C15 H15b 0.9800 . ?
C15 H15c 0.9800 . ?
C16 H16a 0.9800 . ?
C16 H16b 0.9800 . ?
C16 H16c 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
N1 Sn1 N2 58.22(6) . . ?
N4 Sn1 N2 130.73(6) . . ?
N4 Sn1 N1 90.12(6) . . ?
N3 Sn1 N2 86.99(6) . . ?
N3 Sn1 N1 96.95(7) . . ?
N3 Sn1 N4 58.19(6) . . ?
C1 N2 Sn1 88.95(13) . . ?
C5 N2 Sn1 144.58(13) . . ?
C5 N2 C1 126.32(18) . . ?
C1 N1 Sn1 96.83(13) . . ?
C4 N1 Sn1 147.09(14) . . ?
C4 N1 C1 111.52(17) . . ?
C9 N4 Sn1 89.23(12) . . ?
C13 N4 Sn1 141.37(13) . . ?
C13 N4 C9 128.63(18) . . ?
C9 N3 Sn1 97.90(13) . . ?
C12 N3 Sn1 145.45(14) . . ?
C12 N3 C9 112.21(17) . . ?
N1 C1 N2 115.16(19) . . ?
C2 C1 N2 133.7(2) . . ?
C2 C1 N1 111.01(18) . . ?
H2a C2 C1 111.24(12) . . ?
H2b C2 C1 111.24(12) . . ?
H2b C2 H2a 109.2 . . ?
C3 C2 C1 102.65(18) . . ?
C3 C2 H2a 111.24(13) . . ?
C3 C2 H2b 111.24(13) . . ?
H3a C3 C2 110.95(13) . . ?
H3b C3 C2 110.95(13) . . ?
H3b C3 H3a 109.0 . . ?
C4 C3 C2 104.02(18) . . ?
C4 C3 H3a 110.95(12) . . ?
C4 C3 H3b 110.95(13) . . ?
C3 C4 N1 103.72(17) . . ?
H4a C4 N1 111.02(11) . . ?
H4a C4 C3 111.02(12) . . ?
H4b C4 N1 111.02(11) . . ?
H4b C4 C3 111.02(12) . . ?
H4b C4 H4a 109.0 . . ?
C6 C5 N2 113.24(18) . . ?
C7 C5 N2 109.80(17) . . ?
C7 C5 C6 109.80(19) . . ?
C8 C5 N2 105.48(17) . . ?
C8 C5 C6 109.5(2) . . ?
C8 C5 C7 108.86(19) . . ?
H6a C6 C5 109.5 . . ?
H6b C6 C5 109.5 . . ?
H6b C6 H6a 109.5 . . ?
H6c C6 C5 109.5 . . ?
H6c C6 H6a 109.5 . . ?
H6c C6 H6b 109.5 . . ?
H7a C7 C5 109.5 . . ?
H7b C7 C5 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C5 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
H8a C8 C5 109.5 . . ?
H8b C8 C5 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C5 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
N3 C9 N4 113.93(19) . . ?
C10 C9 N4 135.5(2) . . ?
C10 C9 N3 110.53(18) . . ?
H10a C10 C9 111.22(12) . . ?
H10b C10 C9 111.22(12) . . ?
H10b C10 H10a 109.1 . . ?
C11 C10 C9 102.74(18) . . ?
C11 C10 H10a 111.22(13) . . ?
C11 C10 H10b 111.22(12) . . ?
H11a C11 C10 110.83(12) . . ?
H11b C11 C10 110.83(12) . . ?
H11b C11 H11a 108.9 . . ?
C12 C11 C10 104.59(17) . . ?
C12 C11 H11a 110.83(12) . . ?
C12 C11 H11b 110.83(13) . . ?
C11 C12 N3 103.94(17) . . ?
H12a C12 N3 110.97(12) . . ?
H12a C12 C11 110.97(12) . . ?
H12b C12 N3 110.97(11) . . ?
H12b C12 C11 110.97(13) . . ?
H12b C12 H12a 109.0 . . ?
C14 C13 N4 109.05(18) . . ?
C15 C13 N4 105.95(17) . . ?
C15 C13 C14 109.8(2) . . ?
C16 C13 N4 114.51(18) . . ?
C16 C13 C14 109.7(2) . . ?
C16 C13 C15 107.75(19) . . ?
H14a C14 C13 109.5 . . ?
H14b C14 C13 109.5 . . ?
H14b C14 H14a 109.5 . . ?
H14c C14 C13 109.5 . . ?
H14c C14 H14a 109.5 . . ?
H14c C14 H14b 109.5 . . ?
H15a C15 C13 109.5 . . ?
H15b C15 C13 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 C13 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 109.5 . . ?
H16a C16 C13 109.5 . . ?
H16b C16 C13 109.5 . . ?
H16b C16 H16a 109.5 . . ?
H16c C16 C13 109.5 . . ?
H16c C16 H16a 109.5 . . ?
H16c C16 H16b 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 N2 C1 N1 -8.47(13) . . . . ?
Sn1 N2 C1 C2 167.07(13) . . . . ?
Sn1 N2 C5 C6 -123.0(2) . . . . ?
Sn1 N2 C5 C7 113.9(2) . . . . ?
Sn1 N2 C5 C8 -3.3(2) . . . . ?
Sn1 N1 C1 N2 9.29(13) . . . . ?
Sn1 N1 C1 C2 -167.26(12) . . . . ?
Sn1 N1 C4 C3 167.1(3) . . . . ?
Sn1 N4 C9 N3 -7.91(12) . . . . ?
Sn1 N4 C9 C10 170.28(14) . . . . ?
Sn1 N4 C13 C14 97.8(2) . . . . ?
Sn1 N4 C13 C15 -20.3(2) . . . . ?
Sn1 N4 C13 C16 -138.9(2) . . . . ?
Sn1 N3 C9 N4 8.78(13) . . . . ?
Sn1 N3 C9 C10 -169.87(12) . . . . ?
Sn1 N3 C12 C11 168.9(3) . . . . ?
N2 C1 N1 C4 172.25(18) . . . . ?
N2 C1 C2 C3 171.4(3) . . . . ?
N1 C1 C2 C3 -12.89(19) . . . . ?
N1 C4 C3 C2 -26.28(18) . . . . ?
N4 C9 N3 C12 171.49(19) . . . . ?
N4 C9 C10 C11 172.8(3) . . . . ?
N3 C9 C10 C11 -8.96(18) . . . . ?
N3 C12 C11 C10 -24.44(19) . . . . ?
C1 C2 C3 C4 23.50(18) . . . . ?
C9 C10 C11 C12 20.22(19) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_20211025LT_0m
_database_code_depnum_ccdc_archive 'CCDC 2128495'
loop_
_audit_author_name
_audit_author_address
'Ji Yeon Ryu'
;Korea Research Institute of Chemical Technology (KRICT)
South Korea
;
_audit_update_record             
;
2021-12-14 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT094_20211025LT_0m       
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       4.60 Report
RESPONSE: This alert was generated due to strong diffuse scattering coming from 
the diffraction and the high electron density around the Sn atom due to thermal disorder.
This residual density most likely does not from unexplained atom types.
;
_vrf_PLAT973_20211025LT_0m       
;
PROBLEM: Check Calcd Positive Resid. Density on       Sn1       1.57 eA-3  
RESPONSE: This alert was generated that the high electron density around 
the Sn atom was observed due to thermal disorder.
This residual density most likely does not from unexplained atom types.
;
# end Validation Reply Form  
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            Sn(tbtp)2
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H34 N4 Sn'
_chemical_formula_weight         425.18

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'
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                   12.1302(4)
_cell_length_b                   10.2568(4)
_cell_length_c                   16.2262(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.8310(10)
_cell_angle_gamma                90
_cell_volume                     1968.40(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    8924
_cell_measurement_theta_min      2.3665
_cell_measurement_theta_max      30.1741

_exptl_crystal_description       Block
_exptl_crystal_colour            silver
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.304
_shelx_estimated_absorpt_T_min   0.839
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_process_details   
; 
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction 
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'f and w scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            17889
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.366
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3818
_reflns_number_gt                3448
_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. Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0392P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3818
_refine_ls_number_parameters     215
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_ref         0.0636
_refine_ls_wR_factor_gt          0.0619
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.087
_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 0.38885(2) 0.16283(2) 0.36978(2) 0.01442(7) Uani 1 1 d . . . . .
N1 N 0.40353(15) 0.29546(17) 0.26709(11) 0.0164(4) Uani 1 1 d D . . . .
N2 N 0.55832(15) 0.18705(16) 0.32431(12) 0.0158(4) Uani 1 1 d D . . . .
N3 N 0.45970(15) 0.27934(16) 0.48132(11) 0.0167(4) Uani 1 1 d D . . . .
N4 N 0.27992(15) 0.31928(16) 0.42380(12) 0.0167(4) Uani 1 1 d D . . . .
C1 C 0.50806(17) 0.26206(19) 0.26082(13) 0.0150(4) Uani 1 1 d D . . . .
C2 C 0.55358(18) 0.3034(2) 0.18512(13) 0.0175(4) Uani 1 1 d . . . . .
H2A H 0.550148 0.228110 0.146453 0.021 Uiso 1 1 calc R U . . .
H2B H 0.633989 0.328407 0.204622 0.021 Uiso 1 1 calc R U . . .
C3 C 0.48900(18) 0.4171(2) 0.13641(13) 0.0193(5) Uani 1 1 d . . . . .
H3A H 0.508629 0.498997 0.168654 0.023 Uiso 1 1 calc R U . . .
H3B H 0.510079 0.426776 0.081180 0.023 Uiso 1 1 calc R U . . .
C4 C 0.36268(19) 0.3916(2) 0.12273(13) 0.0198(5) Uani 1 1 d . . . . .
H4A H 0.320179 0.463699 0.089478 0.024 Uiso 1 1 calc R U . . .
H4B H 0.343278 0.309704 0.090485 0.024 Uiso 1 1 calc R U . . .
C5 C 0.32950(18) 0.3808(2) 0.20736(13) 0.0175(4) Uani 1 1 d . . . . .
H5A H 0.330679 0.468924 0.232501 0.021 Uiso 1 1 calc R U . . .
H5B H 0.251102 0.347496 0.197936 0.021 Uiso 1 1 calc R U . . .
C6 C 0.66924(17) 0.1222(2) 0.33574(14) 0.0183(4) Uani 1 1 d . . . . .
C7 C 0.6902(2) 0.0559(2) 0.25600(14) 0.0280(5) Uani 1 1 d . . . . .
H7A H 0.624714 0.001914 0.230740 0.042 Uiso 1 1 calc R U . . .
H7B H 0.757722 0.000896 0.270918 0.042 Uiso 1 1 calc R U . . .
H7C H 0.701439 0.122474 0.215335 0.042 Uiso 1 1 calc R U . . .
C8 C 0.76480(18) 0.2198(2) 0.36973(15) 0.0248(5) Uani 1 1 d . . . . .
H8A H 0.837892 0.175115 0.378591 0.037 Uiso 1 1 calc R U . . .
H8B H 0.754811 0.256009 0.423494 0.037 Uiso 1 1 calc R U . . .
H8C H 0.762585 0.290516 0.328768 0.037 Uiso 1 1 calc R U . . .
C9 C 0.6693(2) 0.0174(2) 0.40227(15) 0.0255(5) Uani 1 1 d . . . . .
H9A H 0.611039 -0.047606 0.380135 0.038 Uiso 1 1 calc R U . . .
H9B H 0.653495 0.057362 0.453267 0.038 Uiso 1 1 calc R U . . .
H9C H 0.743530 -0.025086 0.416212 0.038 Uiso 1 1 calc R U . . .
C10 C 0.36323(19) 0.33726(17) 0.49038(14) 0.0151(5) Uani 1 1 d D . . . .
C11 C 0.36149(18) 0.4177(2) 0.56833(13) 0.0209(5) Uani 1 1 d . . . . .
H11A H 0.286821 0.408150 0.582843 0.025 Uiso 1 1 calc R U . . .
H11B H 0.371692 0.510795 0.555780 0.025 Uiso 1 1 calc R U . . .
C12 C 0.4537(2) 0.3768(2) 0.64391(14) 0.0220(5) Uani 1 1 d . . . . .
H12A H 0.457744 0.439859 0.690655 0.026 Uiso 1 1 calc R U . . .
H12B H 0.435937 0.289804 0.664056 0.026 Uiso 1 1 calc R U . . .
C13 C 0.56639(19) 0.3721(2) 0.61794(13) 0.0207(5) Uani 1 1 d . . . . .
H13A H 0.627189 0.348752 0.667279 0.025 Uiso 1 1 calc R U . . .
H13B H 0.583855 0.458950 0.597445 0.025 Uiso 1 1 calc R U . . .
C14 C 0.56096(18) 0.2713(2) 0.54819(13) 0.0186(5) Uani 1 1 d . . . . .
H14A H 0.627755 0.282537 0.523195 0.022 Uiso 1 1 calc R U . . .
H14B H 0.565345 0.183179 0.573560 0.022 Uiso 1 1 calc R U . . .
C15 C 0.16060(19) 0.3541(2) 0.41556(15) 0.0178(5) Uani 1 1 d . . . . .
C16 C 0.1074(2) 0.2760(2) 0.47810(14) 0.0268(5) Uani 1 1 d . . . . .
H16A H 0.026714 0.297024 0.468765 0.040 Uiso 1 1 calc R U . . .
H16B H 0.145110 0.298877 0.536152 0.040 Uiso 1 1 calc R U . . .
H16C H 0.116411 0.182494 0.469119 0.040 Uiso 1 1 calc R U . . .
C17 C 0.1425(2) 0.5008(2) 0.42405(16) 0.0289(5) Uani 1 1 d . . . . .
H17A H 0.178955 0.548051 0.384867 0.043 Uiso 1 1 calc R U . . .
H17B H 0.175571 0.528289 0.482106 0.043 Uiso 1 1 calc R U . . .
H17C H 0.061275 0.519808 0.410615 0.043 Uiso 1 1 calc R U . . .
C18 C 0.1000(2) 0.3134(2) 0.32644(14) 0.0238(5) Uani 1 1 d . . . . .
H18A H 0.129044 0.364705 0.284905 0.036 Uiso 1 1 calc R U . . .
H18B H 0.018655 0.328826 0.318910 0.036 Uiso 1 1 calc R U . . .
H18C H 0.113480 0.220562 0.318330 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 N3 2.1797(17) . ?
Sn1 N1 2.1888(17) . ?
Sn1 N2 2.3464(18) . ?
Sn1 N4 2.3672(17) . ?
N1 C1 1.339(3) . ?
N1 C5 1.458(3) . ?
N2 C1 1.321(3) . ?
N2 C6 1.475(3) . ?
N3 C10 1.349(3) . ?
N3 C14 1.449(3) . ?
N4 C10 1.318(3) . ?
N4 C15 1.468(3) . ?
C1 C2 1.515(3) . ?
C2 C3 1.525(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.521(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.518(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C9 1.524(3) . ?
C6 C7 1.532(3) . ?
C6 C8 1.538(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.514(3) . ?
C11 C12 1.524(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.518(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.523(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C18 1.528(3) . ?
C15 C17 1.530(3) . ?
C15 C16 1.543(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
N3 Sn1 N1 101.99(7) . . ?
N3 Sn1 N2 89.52(6) . . ?
N1 Sn1 N2 57.98(6) . . ?
N3 Sn1 N4 58.03(6) . . ?
N1 Sn1 N4 90.40(6) . . ?
N2 Sn1 N4 130.15(6) . . ?
C1 N1 C5 123.85(17) . . ?
C1 N1 Sn1 97.89(13) . . ?
C5 N1 Sn1 137.48(13) . . ?
C1 N2 C6 127.62(18) . . ?
C1 N2 Sn1 91.27(13) . . ?
C6 N2 Sn1 138.69(13) . . ?
C10 N3 C14 123.69(18) . . ?
C10 N3 Sn1 98.07(13) . . ?
C14 N3 Sn1 134.65(13) . . ?
C10 N4 C15 126.98(18) . . ?
C10 N4 Sn1 90.51(12) . . ?
C15 N4 Sn1 138.73(14) . . ?
N2 C1 N1 111.75(18) . . ?
N2 C1 C2 127.38(19) . . ?
N1 C1 C2 120.78(18) . . ?
C1 C2 C3 113.37(17) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C4 C3 C2 109.20(17) . . ?
C4 C3 H3A 109.8 . . ?
C2 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.3 . . ?
C5 C4 C3 109.95(17) . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
N1 C5 C4 113.39(17) . . ?
N1 C5 H5A 108.9 . . ?
C4 C5 H5A 108.9 . . ?
N1 C5 H5B 108.9 . . ?
C4 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
N2 C6 C9 105.33(17) . . ?
N2 C6 C7 114.30(17) . . ?
C9 C6 C7 108.11(18) . . ?
N2 C6 C8 110.21(17) . . ?
C9 C6 C8 108.87(18) . . ?
C7 C6 C8 109.80(18) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N4 C10 N3 112.01(18) . . ?
N4 C10 C11 127.62(19) . . ?
N3 C10 C11 120.3(2) . . ?
C10 C11 C12 112.23(18) . . ?
C10 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
C10 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C13 C12 C11 109.30(18) . . ?
C13 C12 H12A 109.8 . . ?
C11 C12 H12A 109.8 . . ?
C13 C12 H12B 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
C12 C13 C14 109.55(18) . . ?
C12 C13 H13A 109.8 . . ?
C14 C13 H13A 109.8 . . ?
C12 C13 H13B 109.8 . . ?
C14 C13 H13B 109.8 . . ?
H13A C13 H13B 108.2 . . ?
N3 C14 C13 114.04(17) . . ?
N3 C14 H14A 108.7 . . ?
C13 C14 H14A 108.7 . . ?
N3 C14 H14B 108.7 . . ?
C13 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
N4 C15 C18 106.08(17) . . ?
N4 C15 C17 112.93(18) . . ?
C18 C15 C17 107.78(19) . . ?
N4 C15 C16 111.22(18) . . ?
C18 C15 C16 107.27(18) . . ?
C17 C15 C16 111.20(18) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
C6 N2 C1 N1 174.54(19) . . . . ?
Sn1 N2 C1 N1 9.61(17) . . . . ?
C6 N2 C1 C2 -2.0(3) . . . . ?
Sn1 N2 C1 C2 -166.89(18) . . . . ?
C5 N1 C1 N2 178.09(18) . . . . ?
Sn1 N1 C1 N2 -10.41(18) . . . . ?
C5 N1 C1 C2 -5.1(3) . . . . ?
Sn1 N1 C1 C2 166.36(16) . . . . ?
N2 C1 C2 C3 -164.8(2) . . . . ?
N1 C1 C2 C3 19.0(3) . . . . ?
C1 C2 C3 C4 -46.5(2) . . . . ?
C2 C3 C4 C5 61.2(2) . . . . ?
C1 N1 C5 C4 19.9(3) . . . . ?
Sn1 N1 C5 C4 -147.62(16) . . . . ?
C3 C4 C5 N1 -47.7(2) . . . . ?
C1 N2 C6 C9 -162.8(2) . . . . ?
Sn1 N2 C6 C9 -6.0(3) . . . . ?
C1 N2 C6 C7 -44.3(3) . . . . ?
Sn1 N2 C6 C7 112.5(2) . . . . ?
C1 N2 C6 C8 79.9(3) . . . . ?
Sn1 N2 C6 C8 -123.26(19) . . . . ?
C15 N4 C10 N3 172.02(18) . . . . ?
Sn1 N4 C10 N3 10.64(16) . . . . ?
C15 N4 C10 C11 -11.4(3) . . . . ?
Sn1 N4 C10 C11 -172.75(19) . . . . ?
C14 N3 C10 N4 -173.06(18) . . . . ?
Sn1 N3 C10 N4 -11.69(18) . . . . ?
C14 N3 C10 C11 10.1(3) . . . . ?
Sn1 N3 C10 C11 171.42(15) . . . . ?
N4 C10 C11 C12 158.5(2) . . . . ?
N3 C10 C11 C12 -25.1(3) . . . . ?
C10 C11 C12 C13 50.6(2) . . . . ?
C11 C12 C13 C14 -61.5(2) . . . . ?
C10 N3 C14 C13 -20.8(3) . . . . ?
Sn1 N3 C14 C13 -174.42(14) . . . . ?
C12 C13 C14 N3 46.2(2) . . . . ?
C10 N4 C15 C18 179.76(19) . . . . ?
Sn1 N4 C15 C18 -29.2(3) . . . . ?
C10 N4 C15 C17 61.9(3) . . . . ?
Sn1 N4 C15 C17 -147.04(17) . . . . ?
C10 N4 C15 C16 -63.9(3) . . . . ?
Sn1 N4 C15 C16 87.1(2) . . . . ?

_refine_diff_density_max         1.526
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.082

####################################################################### 
# 
# 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_20211104LT
_database_code_depnum_ccdc_archive 'CCDC 2128502'
loop_
_audit_author_name
_audit_author_address
'Ji Yeon Ryu'
;Korea Research Institute of Chemical Technology (KRICT)
South Korea
;
_audit_update_record             
;
2021-12-14 deposited with the CCDC.	2023-09-28 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            Sn(tbta)2
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H38 N4 Sn'
_chemical_formula_iupac          ?
_chemical_formula_weight         453.23
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   9.4658(7)
_cell_length_b                   12.5449(9)
_cell_length_c                   18.9905(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2255.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9857
_cell_measurement_theta_min      2.4041
_cell_measurement_theta_max      30.2015
_cell_measurement_temperature    100.0(10)

_exptl_crystal_description       block
_exptl_crystal_colour            silver
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944

_exptl_absorpt_coefficient_mu    1.143
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_T_max  0.89

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100(1)

_diffrn_source                   ?
_diffrn_source_type              ?
_diffrn_source_power             ?
_diffrn_source_current           ?
_diffrn_source_voltage           ?

_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoKa
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graphite crystal'

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'f and w scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            35812
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23

_refine_special_details          
;

Refined as a 2-component inversion twin.
;

_reflns_number_total             4435
_reflns_number_gt                4286
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.756
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0181
_refine_ls_R_factor_gt           0.0173
_refine_ls_wR_factor_gt          0.0446
_refine_ls_wR_factor_ref         0.0451
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_number_reflns         4435
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0233P)²+0.5707P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.108
_refine_diff_density_min         -0.471
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.33(2)

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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX II'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn Sn1 0.61316(2) 0.50255(2) 0.50384(2) 0.01863(6) Uani d . . . 1 . .
N N1 0.4910(2) 0.63807(17) 0.54273(12) 0.0221(5) Uani d . . . 1 . .
N N2 0.6467(2) 0.57309(17) 0.61806(11) 0.0225(5) Uani d . . . 1 . .
N N3 0.4786(2) 0.38239(17) 0.55200(12) 0.0216(5) Uani d . . . 1 . .
N N4 0.4037(2) 0.44396(17) 0.44995(11) 0.0216(5) Uani d . . . 1 . .
C C1 0.3728(3) 0.7030(2) 0.51992(14) 0.0257(6) Uani d . . . 1 . .
H H1A 0.347991 0.68306 0.472138 0.031 Uiso calc U . R 1 . .
H H1B 0.40215 0.777075 0.519185 0.031 Uiso calc U . R 1 . .
C C2 0.2415(3) 0.6928(2) 0.56637(15) 0.0306(6) Uani d . . . 1 . .
H H2A 0.159866 0.71593 0.539523 0.037 Uiso calc U . R 1 . .
H H2B 0.227879 0.618185 0.577922 0.037 Uiso calc U . R 1 . .
C C3 0.2474(3) 0.7567(2) 0.63475(16) 0.0322(6) Uani d . . . 1 . .
H H3A 0.25623 0.831662 0.623013 0.039 Uiso calc U . R 1 . .
H H3B 0.158477 0.747553 0.659412 0.039 Uiso calc U . R 1 . .
C C4 0.3671(3) 0.7269(2) 0.68457(14) 0.0277(6) Uani d . . . 1 . .
H H4A 0.35555 0.653076 0.69864 0.033 Uiso calc U . R 1 . .
H H4B 0.359998 0.770449 0.726629 0.033 Uiso calc U . R 1 . .
C C5 0.5155(3) 0.7411(2) 0.65274(15) 0.0257(6) Uani d . . . 1 . .
H H5A 0.518436 0.807046 0.626117 0.031 Uiso calc U . R 1 . .
H H5B 0.58421 0.746362 0.690472 0.031 Uiso calc U . R 1 . .
C C6 0.5548(3) 0.6497(2) 0.60512(14) 0.0218(5) Uani d . . . 1 . .
C C7 0.7470(3) 0.5661(2) 0.67687(14) 0.0255(6) Uani d . . . 1 . .
C C8 0.6707(3) 0.5520(2) 0.74792(14) 0.0298(6) Uani d . . . 1 . .
H H8A 0.620088 0.616074 0.759229 0.045 Uiso calc U . R 1 . .
H H8B 0.738862 0.537549 0.784106 0.045 Uiso calc U . R 1 . .
H H8C 0.605519 0.49355 0.744707 0.045 Uiso calc U . R 1 . .
C C9 0.8495(3) 0.6607(2) 0.67967(16) 0.0327(7) Uani d . . . 1 . .
H H9A 0.89381 0.669355 0.634556 0.049 Uiso calc U . R 1 . .
H H9B 0.920416 0.647503 0.714745 0.049 Uiso calc U . R 1 . .
H H9C 0.798483 0.724362 0.691446 0.049 Uiso calc U . R 1 . .
C C10 0.8344(3) 0.4654(2) 0.66302(16) 0.0348(7) Uani d . . . 1 . .
H H10A 0.772847 0.404592 0.661333 0.052 Uiso calc U . R 1 . .
H H10B 0.902018 0.456141 0.700185 0.052 Uiso calc U . R 1 . .
H H10C 0.882928 0.472326 0.618885 0.052 Uiso calc U . R 1 . .
C C11 0.4627(3) 0.3322(2) 0.62077(14) 0.0243(6) Uani d . . . 1 . .
H H11A 0.546658 0.346559 0.648446 0.029 Uiso calc U . R 1 . .
H H11B 0.456419 0.255648 0.61429 0.029 Uiso calc U . R 1 . .
C C12 0.3335(3) 0.3695(2) 0.66219(14) 0.0267(6) Uani d . . . 1 . .
H H12A 0.323376 0.445973 0.656305 0.032 Uiso calc U . R 1 . .
H H12B 0.349212 0.355723 0.711831 0.032 Uiso calc U . R 1 . .
C C13 0.1960(3) 0.3155(2) 0.63972(15) 0.0304(6) Uani d . . . 1 . .
H H13A 0.12092 0.339504 0.670666 0.037 Uiso calc U . R 1 . .
H H13B 0.206175 0.239186 0.646418 0.037 Uiso calc U . R 1 . .
C C14 0.1508(3) 0.3358(2) 0.56348(14) 0.0285(6) Uani d . . . 1 . .
H H14A 0.13512 0.41166 0.557268 0.034 Uiso calc U . R 1 . .
H H14B 0.061671 0.299859 0.555043 0.034 Uiso calc U . R 1 . .
C C15 0.2586(3) 0.2980(2) 0.50839(14) 0.0254(6) Uani d . . . 1 . .
H H15A 0.294495 0.228578 0.521922 0.031 Uiso calc U . R 1 . .
H H15B 0.211868 0.290604 0.46319 0.031 Uiso calc U . R 1 . .
C C16 0.3810(2) 0.37528(18) 0.50121(12) 0.0194(5) Uani d . . . 1 . .
C C17 0.3345(3) 0.4480(2) 0.38038(13) 0.0250(6) Uani d . . . 1 . .
C C18 0.1784(3) 0.4803(2) 0.38663(15) 0.0355(7) Uani d . . . 1 . .
H H18A 0.140025 0.491942 0.340472 0.053 Uiso calc U . R 1 . .
H H18B 0.170953 0.544622 0.413724 0.053 Uiso calc U . R 1 . .
H H18C 0.126635 0.424377 0.409595 0.053 Uiso calc U . R 1 . .
C C19 0.3509(3) 0.3435(2) 0.33964(14) 0.0320(7) Uani d . . . 1 . .
H H19A 0.314267 0.352258 0.292857 0.048 Uiso calc U . R 1 . .
H H19B 0.299659 0.288019 0.36329 0.048 Uiso calc U . R 1 . .
H H19C 0.449088 0.324673 0.337202 0.048 Uiso calc U . R 1 . .
C C20 0.4132(4) 0.5354(2) 0.33967(15) 0.0361(7) Uani d . . . 1 . .
H H20A 0.510984 0.516249 0.335233 0.054 Uiso calc U . R 1 . .
H H20B 0.405484 0.601685 0.364626 0.054 Uiso calc U . R 1 . .
H H20C 0.372335 0.542932 0.293667 0.054 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Sn1 N3 . 2.175(2) ?
Sn1 N1 . 2.185(2) ?
Sn1 N4 . 2.349(2) ?
Sn1 N2 . 2.364(2) ?
N1 C6 . 1.338(3) ?
N1 C1 . 1.450(3) ?
N2 C6 . 1.319(3) ?
N2 C7 . 1.468(3) ?
N3 C16 . 1.339(3) ?
N3 C11 . 1.458(3) ?
N4 C16 . 1.318(3) ?
N4 C17 . 1.475(3) ?
C1 C2 . 1.530(4) ?
C1 H1A . 0.97 ?
C1 H1B . 0.97 ?
C2 C3 . 1.527(4) ?
C2 H2A . 0.97 ?
C2 H2B . 0.97 ?
C3 C4 . 1.523(4) ?
C3 H3A . 0.97 ?
C3 H3B . 0.97 ?
C4 C5 . 1.540(4) ?
C4 H4A . 0.97 ?
C4 H4B . 0.97 ?
C5 C6 . 1.507(4) ?
C5 H5A . 0.97 ?
C5 H5B . 0.97 ?
C7 C10 . 1.533(4) ?
C7 C9 . 1.534(4) ?
C7 C8 . 1.541(4) ?
C8 H8A . 0.96 ?
C8 H8B . 0.96 ?
C8 H8C . 0.96 ?
C9 H9A . 0.96 ?
C9 H9B . 0.96 ?
C9 H9C . 0.96 ?
C10 H10A . 0.96 ?
C10 H10B . 0.96 ?
C10 H10C . 0.96 ?
C11 C12 . 1.528(4) ?
C11 H11A . 0.97 ?
C11 H11B . 0.97 ?
C12 C13 . 1.529(4) ?
C12 H12A . 0.97 ?
C12 H12B . 0.97 ?
C13 C14 . 1.531(4) ?
C13 H13A . 0.97 ?
C13 H13B . 0.97 ?
C14 C15 . 1.536(4) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C15 C16 . 1.517(3) ?
C15 H15A . 0.97 ?
C15 H15B . 0.97 ?
C17 C19 . 1.530(4) ?
C17 C20 . 1.534(4) ?
C17 C18 . 1.537(4) ?
C18 H18A . 0.96 ?
C18 H18B . 0.96 ?
C18 H18C . 0.96 ?
C19 H19A . 0.96 ?
C19 H19B . 0.96 ?
C19 H19C . 0.96 ?
C20 H20A . 0.96 ?
C20 H20B . 0.96 ?
C20 H20C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N3 Sn1 N1 . . 95.01(8) ?
N3 Sn1 N4 . . 58.14(8) ?
N1 Sn1 N4 . . 86.79(8) ?
N3 Sn1 N2 . . 87.27(8) ?
N1 Sn1 N2 . . 57.97(8) ?
N4 Sn1 N2 . . 129.06(7) ?
C6 N1 C1 . . 123.5(2) ?
C6 N1 Sn1 . . 98.34(16) ?
C1 N1 Sn1 . . 138.11(18) ?
C6 N2 C7 . . 127.7(2) ?
C6 N2 Sn1 . . 90.75(15) ?
C7 N2 Sn1 . . 139.69(17) ?
C16 N3 C11 . . 123.0(2) ?
C16 N3 Sn1 . . 98.48(15) ?
C11 N3 Sn1 . . 137.46(18) ?
C16 N4 C17 . . 127.7(2) ?
C16 N4 Sn1 . . 91.17(14) ?
C17 N4 Sn1 . . 138.92(17) ?
N1 C1 C2 . . 114.1(2) ?
N1 C1 H1A . . 108.7 ?
C2 C1 H1A . . 108.7 ?
N1 C1 H1B . . 108.7 ?
C2 C1 H1B . . 108.7 ?
H1A C1 H1B . . 107.6 ?
C3 C2 C1 . . 114.6(2) ?
C3 C2 H2A . . 108.6 ?
C1 C2 H2A . . 108.6 ?
C3 C2 H2B . . 108.6 ?
C1 C2 H2B . . 108.6 ?
H2A C2 H2B . . 107.6 ?
C4 C3 C2 . . 115.3(2) ?
C4 C3 H3A . . 108.5 ?
C2 C3 H3A . . 108.5 ?
C4 C3 H3B . . 108.5 ?
C2 C3 H3B . . 108.5 ?
H3A C3 H3B . . 107.5 ?
C3 C4 C5 . . 114.0(2) ?
C3 C4 H4A . . 108.8 ?
C5 C4 H4A . . 108.8 ?
C3 C4 H4B . . 108.8 ?
C5 C4 H4B . . 108.8 ?
H4A C4 H4B . . 107.7 ?
C6 C5 C4 . . 111.9(2) ?
C6 C5 H5A . . 109.2 ?
C4 C5 H5A . . 109.2 ?
C6 C5 H5B . . 109.2 ?
C4 C5 H5B . . 109.2 ?
H5A C5 H5B . . 107.9 ?
N2 C6 N1 . . 112.6(2) ?
N2 C6 C5 . . 127.3(2) ?
N1 C6 C5 . . 120.2(2) ?
N2 C7 C10 . . 105.5(2) ?
N2 C7 C9 . . 112.9(2) ?
C10 C7 C9 . . 107.6(2) ?
N2 C7 C8 . . 111.7(2) ?
C10 C7 C8 . . 108.0(2) ?
C9 C7 C8 . . 110.8(2) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C7 C9 H9A . . 109.5 ?
C7 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C7 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C7 C10 H10A . . 109.5 ?
C7 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C7 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
N3 C11 C12 . . 114.3(2) ?
N3 C11 H11A . . 108.7 ?
C12 C11 H11A . . 108.7 ?
N3 C11 H11B . . 108.7 ?
C12 C11 H11B . . 108.7 ?
H11A C11 H11B . . 107.6 ?
C11 C12 C13 . . 113.7(2) ?
C11 C12 H12A . . 108.8 ?
C13 C12 H12A . . 108.8 ?
C11 C12 H12B . . 108.8 ?
C13 C12 H12B . . 108.8 ?
H12A C12 H12B . . 107.7 ?
C12 C13 C14 . . 115.3(2) ?
C12 C13 H13A . . 108.4 ?
C14 C13 H13A . . 108.4 ?
C12 C13 H13B . . 108.4 ?
C14 C13 H13B . . 108.4 ?
H13A C13 H13B . . 107.5 ?
C13 C14 C15 . . 114.0(2) ?
C13 C14 H14A . . 108.7 ?
C15 C14 H14A . . 108.7 ?
C13 C14 H14B . . 108.7 ?
C15 C14 H14B . . 108.7 ?
H14A C14 H14B . . 107.6 ?
C16 C15 C14 . . 111.8(2) ?
C16 C15 H15A . . 109.3 ?
C14 C15 H15A . . 109.3 ?
C16 C15 H15B . . 109.3 ?
C14 C15 H15B . . 109.3 ?
H15A C15 H15B . . 107.9 ?
N4 C16 N3 . . 112.1(2) ?
N4 C16 C15 . . 127.5(2) ?
N3 C16 C15 . . 120.3(2) ?
N4 C17 C19 . . 112.2(2) ?
N4 C17 C20 . . 105.1(2) ?
C19 C17 C20 . . 108.0(2) ?
N4 C17 C18 . . 111.5(2) ?
C19 C17 C18 . . 111.2(2) ?
C20 C17 C18 . . 108.5(2) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 H19A . . 109.5 ?
C17 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C17 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C17 C20 H20A . . 109.5 ?
C17 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C17 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 C1 C2 . . . . -61.8(3) ?
Sn1 N1 C1 C2 . . . . 114.9(3) ?
N1 C1 C2 C3 . . . . 79.1(3) ?
C1 C2 C3 C4 . . . . -60.6(3) ?
C2 C3 C4 C5 . . . . 60.0(3) ?
C3 C4 C5 C6 . . . . -79.6(3) ?
C7 N2 C6 N1 . . . . 172.5(2) ?
Sn1 N2 C6 N1 . . . . 5.6(2) ?
C7 N2 C6 C5 . . . . -9.4(4) ?
Sn1 N2 C6 C5 . . . . -176.2(2) ?
C1 N1 C6 N2 . . . . 171.6(2) ?
Sn1 N1 C6 N2 . . . . -6.2(2) ?
C1 N1 C6 C5 . . . . -6.7(4) ?
Sn1 N1 C6 C5 . . . . 175.5(2) ?
C4 C5 C6 N2 . . . . -107.2(3) ?
C4 C5 C6 N1 . . . . 70.8(3) ?
C6 N2 C7 C10 . . . . -176.0(3) ?
Sn1 N2 C7 C10 . . . . -16.6(3) ?
C6 N2 C7 C9 . . . . -58.8(3) ?
Sn1 N2 C7 C9 . . . . 100.6(3) ?
C6 N2 C7 C8 . . . . 66.9(3) ?
Sn1 N2 C7 C8 . . . . -133.7(2) ?
C16 N3 C11 C12 . . . . -59.7(3) ?
Sn1 N3 C11 C12 . . . . 105.9(3) ?
N3 C11 C12 C13 . . . . 80.7(3) ?
C11 C12 C13 C14 . . . . -62.4(3) ?
C12 C13 C14 C15 . . . . 60.0(3) ?
C13 C14 C15 C16 . . . . -78.2(3) ?
C17 N4 C16 N3 . . . . 168.8(2) ?
Sn1 N4 C16 N3 . . . . 3.1(2) ?
C17 N4 C16 C15 . . . . -14.0(4) ?
Sn1 N4 C16 C15 . . . . -179.7(2) ?
C11 N3 C16 N4 . . . . 166.8(2) ?
Sn1 N3 C16 N4 . . . . -3.4(2) ?
C11 N3 C16 C15 . . . . -10.6(3) ?
Sn1 N3 C16 C15 . . . . 179.15(18) ?
C14 C15 C16 N4 . . . . -104.4(3) ?
C14 C15 C16 N3 . . . . 72.6(3) ?
C16 N4 C17 C19 . . . . -56.7(4) ?
Sn1 N4 C17 C19 . . . . 101.1(3) ?
C16 N4 C17 C20 . . . . -173.8(2) ?
Sn1 N4 C17 C20 . . . . -16.0(3) ?
C16 N4 C17 C18 . . . . 68.8(3) ?
Sn1 N4 C17 C18 . . . . -133.3(2) ?

