#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/99/2209964.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2209964
loop_
_publ_author_name
Aziz-ur-Rehman
'Shahzadi, Saira'
'Ali, Saqib'
'Helliwell, Madeleine'
_publ_section_title
Octa-n-butylbis(μ₂-4-chloro-3,5-dinitrobenzoato-κ²O:O')bis(4-chloro-3,5-dinitrobenzoato-κO)di-μ₃-oxo-tetratin(IV)
_journal_coeditor_code           OB2032
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1734
_journal_page_last               m1736
_journal_paper_doi               10.1107/S1600536806024627
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Sn4 O2 (C7 H2 Cl N2 O6)4 (C4 H9)8]'
_chemical_formula_moiety         'C60 H80 Cl4 N8 O26 Sn4'
_chemical_formula_sum            'C60 H80 Cl4 N8 O26 Sn4'
_chemical_formula_weight         1945.88
_chemical_name_systematic
;
Octa-n-butylbis(μ₂-4-chloro-3,5-dinitrobenzoato-κ²O:O')bis(4-chloro-
3,5-dinitrobenzoato-\kO)di-μ₃-oxo-tetratin(IV)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                104.5970(10)
_cell_angle_beta                 110.7700(10)
_cell_angle_gamma                95.9600(10)
_cell_formula_units_Z            1
_cell_length_a                   12.1784(11)
_cell_length_b                   12.5143(12)
_cell_length_c                   13.5682(12)
_cell_measurement_reflns_used    7196
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.45
_cell_measurement_theta_min      2.50
_cell_volume                     1827.9(3)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2001)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14580
_diffrn_reflns_theta_full        26.46
_diffrn_reflns_theta_max         26.46
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    1.581
_exptl_absorpt_correction_T_max  0.7428
_exptl_absorpt_correction_T_min  0.5705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.608
_refine_diff_density_min         -1.470
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     482
_refine_ls_number_reflns         7352
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0322
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0514P)²+0.862P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0859
_reflns_number_gt                6497
_reflns_number_total             7352
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ob2032.cif
_cod_data_source_block           I
_cod_database_code               2209964
_cod_database_fobs_code          2209964
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn Sn1 0.186221(17) 0.253668(16) 0.122415(16) 0.01147(7) Uani d . 1 . .
Sn Sn2 -0.027218(17) 0.018653(16) 0.112909(16) 0.01035(7) Uani d . 1 . .
Cl Cl1 -0.01669(8) 0.36631(7) 0.69264(7) 0.02520(19) Uani d . 1 A .
Cl Cl2 0.45592(7) 0.35195(7) -0.38525(7) 0.02411(18) Uani d . 1 A .
O O1 0.13859(19) 0.23175(17) 0.25822(17) 0.0145(4) Uani d . 1 A .
O O2 0.24963(19) 0.40626(18) 0.34197(18) 0.0186(5) Uani d . 1 A .
O O3 0.1447(2) 0.63958(19) 0.6391(2) 0.0255(5) Uani d . 1 . .
O O4 0.1710(2) 0.5649(2) 0.7714(2) 0.0308(6) Uani d . 1 . .
O O5 -0.1153(3) 0.0890(2) 0.4346(2) 0.0396(7) Uani d . 1 . .
O O6 -0.0075(2) 0.1239(2) 0.6087(2) 0.0308(6) Uani d . 1 . .
O O7 0.2093(2) 0.26123(18) -0.03587(18) 0.0194(5) Uani d . 1 A .
O O8 0.15698(19) 0.08706(18) -0.15554(18) 0.0176(5) Uani d . 1 . .
O O9 0.4734(2) 0.5540(2) -0.0914(2) 0.0286(6) Uani d . 1 . .
O O10 0.3987(2) 0.5486(2) -0.2633(2) 0.0274(6) Uani d . 1 . .
O O11 0.3030(2) 0.1292(2) -0.5220(2) 0.0298(6) Uani d . 1 . .
O O12 0.3576(2) 0.0202(2) -0.4196(2) 0.0276(6) Uani d . 1 . .
O O13 0.07587(17) 0.09778(16) 0.03868(16) 0.0119(4) Uani d . 1 . .
N N1 0.1459(2) 0.5598(2) 0.6743(2) 0.0184(6) Uani d . 1 . .
N N2 -0.0361(2) 0.1466(2) 0.5220(2) 0.0187(6) Uani d . 1 . .
N N3 0.4189(2) 0.5049(2) -0.1891(2) 0.0175(6) Uani d . 1 . .
N N4 0.3303(2) 0.1077(2) -0.4353(2) 0.0191(6) Uani d . 1 . .
C C1 0.1812(3) 0.3254(3) 0.3390(2) 0.0137(6) Uani d . 1 . .
C C2 0.1381(3) 0.3335(3) 0.4312(3) 0.0146(6) Uani d . 1 A .
C C3 0.1615(3) 0.4372(3) 0.5100(3) 0.0153(6) Uani d . 1 . .
H H3 0.2068 0.5021 0.5072 0.018 Uiso calc R 1 A .
C C4 0.1184(3) 0.4461(3) 0.5932(3) 0.0151(6) Uani d . 1 A .
C C5 0.0508(3) 0.3531(3) 0.6002(3) 0.0166(6) Uani d . 1 . .
C C6 0.0321(3) 0.2503(3) 0.5212(3) 0.0162(6) Uani d . 1 A .
C C7 0.0727(3) 0.2397(3) 0.4367(3) 0.0146(6) Uani d . 1 . .
H H7 0.0557 0.1682 0.3828 0.018 Uiso calc R 1 A .
C C8 0.2047(2) 0.1898(2) -0.1208(2) 0.0120(6) Uani d . 1 . .
C C9 0.2660(3) 0.2319(3) -0.1876(2) 0.0131(6) Uani d . 1 A .
C C10 0.3160(3) 0.3458(3) -0.1589(3) 0.0145(6) Uani d . 1 . .
H H10A 0.3133 0.3986 -0.0961 0.017 Uiso calc R 1 A .
C C11 0.3698(3) 0.3818(3) -0.2229(2) 0.0148(6) Uani d . 1 A .
C C12 0.3781(3) 0.3081(3) -0.3143(3) 0.0163(6) Uani d . 1 . .
C C13 0.3281(3) 0.1939(3) -0.3396(3) 0.0161(6) Uani d . 1 A .
C C14 0.2737(3) 0.1564(3) -0.2773(2) 0.0152(6) Uani d . 1 . .
H H14 0.2413 0.0781 -0.2964 0.018 Uiso calc R 1 A .
C C15 0.0822(3) 0.3791(3) 0.0976(3) 0.0177(7) Uani d P 1 A 1
H H15A 0.0004 0.3403 0.0420 0.021 Uiso calc PR 0.50 A 1
H H15B 0.0747 0.4150 0.1681 0.021 Uiso calc PR 0.50 A 1
C C16 0.1275(6) 0.4707(6) 0.0605(7) 0.0198(14) Uani d P 0.50 A 1
H H16A 0.0779 0.5284 0.0628 0.024 Uiso calc PR 0.50 A 1
H H16B 0.1177 0.4383 -0.0174 0.024 Uiso calc PR 0.50 A 1
C C17 0.2593(7) 0.5278(6) 0.1315(7) 0.0220(16) Uani d P 0.50 A 1
H H17A 0.3096 0.4708 0.1286 0.026 Uiso calc PR 0.50 A 1
H H17B 0.2698 0.5603 0.2096 0.026 Uiso calc PR 0.50 A 1
C C18 0.3029(4) 0.6251(3) 0.0896(3) 0.0321(9) Uani d P 1 A 1
H H18A 0.3879 0.6594 0.1360 0.048 Uiso calc PR 0.50 A 1
H H18B 0.2549 0.6828 0.0945 0.048 Uiso calc PR 0.50 A 1
H H18C 0.2929 0.5931 0.0124 0.048 Uiso calc PR 0.50 A 1
H H15C 0.0261 0.3560 0.0187 0.021 Uiso calc PR 0.50 A 2
H H15D 0.0335 0.3827 0.1428 0.021 Uiso calc PR 0.50 A 2
C C16A 0.1605(6) 0.5005(6) 0.1290(7) 0.0201(14) Uani d P 0.50 A 2
H H16C 0.1058 0.5536 0.1177 0.024 Uiso calc PR 0.50 A 2
H H16D 0.2129 0.5247 0.2091 0.024 Uiso calc PR 0.50 A 2
C C17A 0.2387(7) 0.5117(6) 0.0658(8) 0.0246(16) Uani d P 0.50 A 2
H H17C 0.2980 0.4634 0.0820 0.030 Uiso calc PR 0.50 A 2
H H17D 0.1875 0.4820 -0.0145 0.030 Uiso calc PR 0.50 A 2
H H18D 0.3870 0.6345 0.1390 0.048 Uiso calc PR 0.50 A 2
H H18E 0.2659 0.6797 0.1256 0.048 Uiso calc PR 0.50 A 2
H H18F 0.2993 0.6379 0.0203 0.048 Uiso calc PR 0.50 A 2
C C19 0.3640(3) 0.2258(3) 0.1793(3) 0.0166(6) Uani d . 1 A .
H H19A 0.3602 0.1455 0.1429 0.020 Uiso calc R 1 . .
H H19B 0.4113 0.2717 0.1524 0.020 Uiso calc R 1 . .
C C20 0.4341(3) 0.2511(3) 0.3031(3) 0.0186(7) Uani d . 1 . .
H H20A 0.3863 0.2099 0.3330 0.022 Uiso calc R 1 A .
H H20B 0.4472 0.3330 0.3406 0.022 Uiso calc R 1 . .
C C21 0.5552(3) 0.2169(3) 0.3284(3) 0.0218(7) Uani d . 1 A .
H H21A 0.5994 0.2522 0.2919 0.026 Uiso calc R 1 . .
H H21B 0.5416 0.1339 0.2968 0.026 Uiso calc R 1 . .
C C22 0.6319(3) 0.2518(4) 0.4523(3) 0.0303(8) Uani d . 1 . .
H H22A 0.6421 0.3334 0.4848 0.045 Uiso calc R 1 A .
H H22B 0.7108 0.2332 0.4640 0.045 Uiso calc R 1 . .
H H22C 0.5921 0.2114 0.4878 0.045 Uiso calc R 1 . .
C C23 0.1182(3) -0.0223(3) 0.2289(3) 0.0157(6) Uani d . 1 A .
H H23A 0.1939 0.0247 0.2382 0.019 Uiso calc R 1 . .
H H23B 0.1110 -0.0014 0.3014 0.019 Uiso calc R 1 . .
C C24 0.1273(3) -0.1455(3) 0.1987(3) 0.0165(6) Uani d . 1 . .
H H24A 0.1402 -0.1661 0.1289 0.020 Uiso calc R 1 A .
H H24B 0.0507 -0.1937 0.1859 0.020 Uiso calc R 1 . .
C C25 0.2304(3) -0.1686(3) 0.2899(3) 0.0188(7) Uani d . 1 A .
H H25A 0.2181 -0.1458 0.3599 0.023 Uiso calc R 1 . .
H H25B 0.2274 -0.2509 0.2699 0.023 Uiso calc R 1 . .
C C26 0.3545(3) -0.1071(3) 0.3097(3) 0.0229(7) Uani d . 1 . .
H H26A 0.3680 -0.1296 0.2410 0.034 Uiso calc R 1 A .
H H26B 0.4157 -0.1269 0.3679 0.034 Uiso calc R 1 . .
H H26C 0.3597 -0.0253 0.3328 0.034 Uiso calc R 1 . .
C C27 -0.1432(3) 0.1336(3) 0.1186(3) 0.0154(6) Uani d . 1 A .
H H27A -0.1485 0.1516 0.1919 0.018 Uiso calc R 1 . .
H H27B -0.1067 0.2048 0.1123 0.018 Uiso calc R 1 . .
C C28 -0.2705(3) 0.0910(3) 0.0283(3) 0.0155(6) Uani d . 1 . .
H H28A -0.2678 0.0888 -0.0442 0.019 Uiso calc R 1 A .
H H28B -0.3018 0.0130 0.0241 0.019 Uiso calc R 1 . .
C C29 -0.3550(3) 0.1654(3) 0.0506(3) 0.0205(7) Uani d . 1 A .
H H29A -0.3175 0.2451 0.0658 0.025 Uiso calc R 1 . .
H H29B -0.3661 0.1590 0.1179 0.025 Uiso calc R 1 . .
C C30 -0.4784(3) 0.1352(3) -0.0454(3) 0.0233(7) Uani d . 1 . .
H H30A -0.4686 0.1441 -0.1117 0.035 Uiso calc R 1 A .
H H30B -0.5289 0.1855 -0.0254 0.035 Uiso calc R 1 . .
H H30C -0.5167 0.0567 -0.0605 0.035 Uiso calc R 1 . .
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'
Cl Cl 0.1484 0.1585 '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'
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
O13 Sn1 C19 . . 106.03(10) y
O13 Sn1 C15 . . 108.78(10) y
C19 Sn1 C15 . . 144.19(12) y
O13 Sn1 O1 . . 83.08(8) y
C19 Sn1 O1 . . 99.15(10) y
C15 Sn1 O1 . . 93.09(10) y
O13 Sn1 O7 . . 89.89(8) y
C19 Sn1 O7 . . 86.80(10) y
C15 Sn1 O7 . . 85.19(11) y
O1 Sn1 O7 . . 171.81(8) y
O13 Sn2 C23 2 . 108.48(10) y
O13 Sn2 C27 2 . 114.33(10) y
C23 Sn2 C27 . . 136.69(12) y
O13 Sn2 O13 2 . 77.16(8) y
C23 Sn2 O13 . . 97.19(10) y
C27 Sn2 O13 . . 98.24(10) y
O13 Sn2 O8 2 2 91.86(8) y
C23 Sn2 O8 . 2 89.20(10) y
C27 Sn2 O8 . 2 83.31(10) y
O13 Sn2 O8 . 2 168.58(8) y
O13 Sn2 Sn2 2 2 40.03(5) no
C23 Sn2 Sn2 . 2 106.19(9) no
C27 Sn2 Sn2 . 2 110.47(9) no
O13 Sn2 Sn2 . 2 37.13(5) no
O8 Sn2 Sn2 2 2 131.81(6) no
C1 O1 Sn1 . . 108.57(18) ?
C8 O7 Sn1 . . 135.05(19) ?
C8 O8 Sn2 . 2 133.1(2) no
Sn2 O13 Sn1 2 . 136.33(10) ?
Sn2 O13 Sn2 2 . 102.84(8) ?
Sn1 O13 Sn2 . . 120.82(9) ?
O3 N1 O4 . . 125.8(3) ?
O3 N1 C4 . . 117.0(3) ?
O4 N1 C4 . . 117.2(3) ?
O5 N2 O6 . . 125.2(3) ?
O5 N2 C6 . . 116.6(3) ?
O6 N2 C6 . . 118.2(3) ?
O9 N3 O10 . . 125.5(3) ?
O9 N3 C11 . . 117.7(3) ?
O10 N3 C11 . . 116.8(3) ?
O11 N4 O12 . . 126.3(3) ?
O11 N4 C13 . . 117.1(3) ?
O12 N4 C13 . . 116.5(3) ?
O2 C1 O1 . . 124.0(3) ?
O2 C1 C2 . . 120.0(3) ?
O1 C1 C2 . . 116.0(3) ?
C7 C2 C3 . . 119.5(3) ?
C7 C2 C1 . . 121.1(3) ?
C3 C2 C1 . . 119.4(3) ?
C2 C3 C4 . . 119.7(3) ?
C2 C3 H3 . . 120.1 ?
C4 C3 H3 . . 120.1 ?
C3 C4 C5 . . 122.1(3) ?
C3 C4 N1 . . 116.9(3) ?
C5 C4 N1 . . 121.0(3) ?
C6 C5 C4 . . 116.2(3) ?
C6 C5 Cl1 . . 121.3(2) ?
C4 C5 Cl1 . . 122.2(2) ?
C7 C6 C5 . . 122.7(3) ?
C7 C6 N2 . . 116.5(3) ?
C5 C6 N2 . . 120.8(3) ?
C2 C7 C6 . . 119.7(3) ?
C2 C7 H7 . . 120.1 ?
C6 C7 H7 . . 120.1 ?
O7 C8 O8 . . 127.0(3) ?
O7 C8 C9 . . 116.4(3) ?
O8 C8 C9 . . 116.5(3) ?
C14 C9 C10 . . 119.3(3) ?
C14 C9 C8 . . 119.9(3) ?
C10 C9 C8 . . 120.7(3) ?
C11 C10 C9 . . 119.2(3) ?
C11 C10 H10A . . 120.4 ?
C9 C10 H10A . . 120.4 ?
C10 C11 C12 . . 122.8(3) ?
C10 C11 N3 . . 116.4(3) ?
C12 C11 N3 . . 120.7(3) ?
C11 C12 C13 . . 116.2(3) ?
C11 C12 Cl2 . . 122.2(2) ?
C13 C12 Cl2 . . 121.4(2) ?
C14 C13 C12 . . 121.9(3) ?
C14 C13 N4 . . 116.8(3) ?
C12 C13 N4 . . 121.3(3) ?
C9 C14 C13 . . 120.5(3) ?
C9 C14 H14 . . 119.8 ?
C13 C14 H14 . . 119.8 ?
C16 C15 Sn1 . . 117.4(3) ?
C16 C15 H15A . . 107.9 ?
Sn1 C15 H15A . . 107.9 ?
C16 C15 H15B . . 107.9 ?
Sn1 C15 H15B . . 107.9 ?
H15A C15 H15B . . 107.2 ?
C16A C15 H15C . . 108.9 ?
Sn1 C15 H15C . . 108.9 ?
C16A C15 H15D . . 108.9 ?
Sn1 C15 H15D . . 108.9 ?
H15C C15 H15D . . 107.7 ?
C15 C16 C17 . . 113.3(6) ?
C15 C16 H16A . . 108.9 ?
C17 C16 H16A . . 108.9 ?
C15 C16 H16B . . 108.9 ?
C17 C16 H16B . . 108.9 ?
H16A C16 H16B . . 107.7 ?
C16 C17 C18 . . 111.4(6) ?
C16 C17 H17A . . 109.3 ?
C18 C17 H17A . . 109.3 ?
C16 C17 H17B . . 109.3 ?
C18 C17 H17B . . 109.3 ?
H17A C17 H17B . . 108.0 ?
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 ?
C17A C18 H18D . . 109.5 ?
C17A C18 H18E . . 109.5 ?
H18D C18 H18E . . 109.5 ?
C17A C18 H18F . . 109.5 ?
H18D C18 H18F . . 109.5 ?
H18E C18 H18F . . 109.5 ?
C17A C16A H16C . . 108.2 ?
C17A C16A H16D . . 108.2 ?
H16C C16A H16D . . 107.4 ?
C16A C17A H17C . . 108.4 ?
C16A C17A H17D . . 108.4 ?
H17C C17A H17D . . 107.5 ?
C20 C19 Sn1 . . 118.8(2) ?
C20 C19 H19A . . 107.6 ?
Sn1 C19 H19A . . 107.6 ?
C20 C19 H19B . . 107.6 ?
Sn1 C19 H19B . . 107.6 ?
H19A C19 H19B . . 107.0 ?
C19 C20 C21 . . 111.8(3) ?
C19 C20 H20A . . 109.2 ?
C21 C20 H20A . . 109.2 ?
C19 C20 H20B . . 109.2 ?
C21 C20 H20B . . 109.2 ?
H20A C20 H20B . . 107.9 ?
C20 C21 C22 . . 112.6(3) ?
C20 C21 H21A . . 109.1 ?
C22 C21 H21A . . 109.1 ?
C20 C21 H21B . . 109.1 ?
C22 C21 H21B . . 109.1 ?
H21A C21 H21B . . 107.8 ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C24 C23 Sn2 . . 115.5(2) ?
C24 C23 H23A . . 108.4 ?
Sn2 C23 H23A . . 108.4 ?
C24 C23 H23B . . 108.4 ?
Sn2 C23 H23B . . 108.4 ?
H23A C23 H23B . . 107.5 ?
C23 C24 C25 . . 111.9(3) ?
C23 C24 H24A . . 109.2 ?
C25 C24 H24A . . 109.2 ?
C23 C24 H24B . . 109.2 ?
C25 C24 H24B . . 109.2 ?
H24A C24 H24B . . 107.9 ?
C26 C25 C24 . . 114.0(3) ?
C26 C25 H25A . . 108.7 ?
C24 C25 H25A . . 108.7 ?
C26 C25 H25B . . 108.7 ?
C24 C25 H25B . . 108.7 ?
H25A C25 H25B . . 107.6 ?
C25 C26 H26A . . 109.5 ?
C25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C28 C27 Sn2 . . 114.8(2) ?
C28 C27 H27A . . 108.6 ?
Sn2 C27 H27A . . 108.6 ?
C28 C27 H27B . . 108.6 ?
Sn2 C27 H27B . . 108.6 ?
H27A C27 H27B . . 107.5 ?
C29 C28 C27 . . 112.0(3) ?
C29 C28 H28A . . 109.2 ?
C27 C28 H28A . . 109.2 ?
C29 C28 H28B . . 109.2 ?
C27 C28 H28B . . 109.2 ?
H28A C28 H28B . . 107.9 ?
C28 C29 C30 . . 113.5(3) ?
C28 C29 H29A . . 108.9 ?
C30 C29 H29A . . 108.9 ?
C28 C29 H29B . . 108.9 ?
C30 C29 H29B . . 108.9 ?
H29A C29 H29B . . 107.7 ?
C29 C30 H30A . . 109.5 ?
C29 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C29 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
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 O13 . 2.0391(19) y
Sn1 C19 . 2.124(3) y
Sn1 C15 . 2.135(3) y
Sn1 O1 . 2.188(2) y
Sn1 O7 . 2.286(2) yes
Sn2 O13 2 2.0372(19) y
Sn2 C23 . 2.119(3) y
Sn2 C27 . 2.125(3) y
Sn2 O13 . 2.1708(19) y
Sn2 O8 2 2.276(2) y
Sn2 Sn2 2 3.2908(5) y
Cl1 C5 . 1.712(3) ?
Cl2 C12 . 1.712(3) ?
O1 C1 . 1.291(4) ?
O2 C1 . 1.225(4) ?
O3 N1 . 1.210(3) ?
O4 N1 . 1.225(4) ?
O5 N2 . 1.213(4) ?
O6 N2 . 1.219(4) ?
O7 C8 . 1.247(4) ?
O8 C8 . 1.249(4) ?
O8 Sn2 2 2.276(2) ?
O9 N3 . 1.206(3) ?
O10 N3 . 1.226(3) ?
O11 N4 . 1.212(4) ?
O12 N4 . 1.223(4) ?
O13 Sn2 2 2.0373(19) ?
N1 C4 . 1.483(4) ?
N2 C6 . 1.470(4) ?
N3 C11 . 1.483(4) ?
N4 C13 . 1.474(4) ?
C1 C2 . 1.504(4) ?
C2 C7 . 1.383(4) ?
C2 C3 . 1.384(4) ?
C3 C4 . 1.390(4) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.397(4) ?
C5 C6 . 1.389(4) ?
C6 C7 . 1.384(4) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.515(4) ?
C9 C14 . 1.379(4) ?
C9 C10 . 1.388(4) ?
C10 C11 . 1.388(4) ?
C10 H10A . 0.9500 ?
C11 C12 . 1.390(4) ?
C12 C13 . 1.398(4) ?
C13 C14 . 1.381(4) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.492(7) ?
C15 H15A . 0.9900 ?
C15 H15B . 0.9900 ?
C15 H15C . 0.9900 ?
C15 H15D . 0.9900 ?
C16 C17 . 1.528(10) ?
C16 H16A . 0.9900 ?
C16 H16B . 0.9900 ?
C17 C18 . 1.585(8) ?
C17 H17A . 0.9900 ?
C17 H17B . 0.9900 ?
C18 H18A . 0.9800 ?
C18 H18B . 0.9800 ?
C18 H18C . 0.9800 ?
C18 H18D . 0.9800 ?
C18 H18E . 0.9800 ?
C18 H18F . 0.9800 ?
C16A C17A . 1.508(11) ?
C16A H16C . 0.9900 ?
C16A H16D . 0.9900 ?
C17A H17C . 0.9900 ?
C17A H17D . 0.9900 ?
C19 C20 . 1.520(4) ?
C19 H19A . 0.9900 ?
C19 H19B . 0.9900 ?
C20 C21 . 1.523(4) ?
C20 H20A . 0.9900 ?
C20 H20B . 0.9900 ?
C21 C22 . 1.524(5) ?
C21 H21A . 0.9900 ?
C21 H21B . 0.9900 ?
C22 H22A . 0.9800 ?
C22 H22B . 0.9800 ?
C22 H22C . 0.9800 ?
C23 C24 . 1.520(4) ?
C23 H23A . 0.9900 ?
C23 H23B . 0.9900 ?
C24 C25 . 1.531(4) ?
C24 H24A . 0.9900 ?
C24 H24B . 0.9900 ?
C25 C26 . 1.522(4) ?
C25 H25A . 0.9900 ?
C25 H25B . 0.9900 ?
C26 H26A . 0.9800 ?
C26 H26B . 0.9800 ?
C26 H26C . 0.9800 ?
C27 C28 . 1.530(4) ?
C27 H27A . 0.9900 ?
C27 H27B . 0.9900 ?
C28 C29 . 1.515(4) ?
C28 H28A . 0.9900 ?
C28 H28B . 0.9900 ?
C29 C30 . 1.531(4) ?
C29 H29A . 0.9900 ?
C29 H29B . 0.9900 ?
C30 H30A . 0.9800 ?
C30 H30B . 0.9800 ?
C30 H30C . 0.9800 ?
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_4
_geom_torsion
O13 Sn1 O1 C1 . . -172.38(19)
C19 Sn1 O1 C1 . . 82.4(2)
C15 Sn1 O1 C1 . . -63.8(2)
O7 Sn1 O1 C1 . . -141.4(5)
O13 Sn1 O7 C8 . . -27.5(3)
C19 Sn1 O7 C8 . . 78.6(3)
C15 Sn1 O7 C8 . . -136.3(3)
O1 Sn1 O7 C8 . . -58.2(7)
C19 Sn1 O13 Sn2 . 2 -76.86(17)
C15 Sn1 O13 Sn2 . 2 94.65(17)
O1 Sn1 O13 Sn2 . 2 -174.43(16)
O7 Sn1 O13 Sn2 . 2 9.78(15)
C19 Sn1 O13 Sn2 . . 103.91(13)
C15 Sn1 O13 Sn2 . . -84.58(14)
O1 Sn1 O13 Sn2 . . 6.34(10)
O7 Sn1 O13 Sn2 . . -169.46(11)
O13 Sn2 O13 Sn2 2 2 0.0
C23 Sn2 O13 Sn2 . 2 107.39(11)
C27 Sn2 O13 Sn2 . 2 -113.20(11)
O8 Sn2 O13 Sn2 2 2 -16.2(4)
O13 Sn2 O13 Sn1 2 . 179.46(17)
C23 Sn2 O13 Sn1 . . -73.15(13)
C27 Sn2 O13 Sn1 . . 66.25(13)
O8 Sn2 O13 Sn1 2 . 163.3(3)
Sn2 Sn2 O13 Sn1 2 . 179.46(17)
Sn1 O1 C1 O2 . . -8.7(4)
Sn1 O1 C1 C2 . . 169.0(2)
O2 C1 C2 C7 . . -172.2(3)
O1 C1 C2 C7 . . 10.0(4)
O2 C1 C2 C3 . . 9.6(4)
O1 C1 C2 C3 . . -168.2(3)
C7 C2 C3 C4 . . -0.5(5)
C1 C2 C3 C4 . . 177.8(3)
C2 C3 C4 C5 . . -0.3(5)
C2 C3 C4 N1 . . -179.6(3)
O3 N1 C4 C3 . . 37.1(4)
O4 N1 C4 C3 . . -141.0(3)
O3 N1 C4 C5 . . -142.2(3)
O4 N1 C4 C5 . . 39.7(4)
C3 C4 C5 C6 . . 1.8(5)
N1 C4 C5 C6 . . -178.9(3)
C3 C4 C5 Cl1 . . -172.5(2)
N1 C4 C5 Cl1 . . 6.8(4)
C4 C5 C6 C7 . . -2.8(5)
Cl1 C5 C6 C7 . . 171.6(2)
C4 C5 C6 N2 . . 179.0(3)
Cl1 C5 C6 N2 . . -6.6(4)
O5 N2 C6 C7 . . -47.5(4)
O6 N2 C6 C7 . . 131.0(3)
O5 N2 C6 C5 . . 130.8(3)
O6 N2 C6 C5 . . -50.7(4)
C3 C2 C7 C6 . . -0.4(5)
C1 C2 C7 C6 . . -178.6(3)
C5 C6 C7 C2 . . 2.1(5)
N2 C6 C7 C2 . . -179.6(3)
Sn1 O7 C8 O8 . . 18.7(5)
Sn1 O7 C8 C9 . . -159.9(2)
Sn2 O8 C8 O7 2 . 13.9(5)
Sn2 O8 C8 C9 2 . -167.43(18)
O7 C8 C9 C14 . . 174.6(3)
O8 C8 C9 C14 . . -4.1(4)
O7 C8 C9 C10 . . -4.7(4)
O8 C8 C9 C10 . . 176.5(3)
C14 C9 C10 C11 . . 1.6(4)
C8 C9 C10 C11 . . -179.0(3)
C9 C10 C11 C12 . . -1.1(5)
C9 C10 C11 N3 . . 178.7(3)
O9 N3 C11 C10 . . 42.5(4)
O10 N3 C11 C10 . . -136.3(3)
O9 N3 C11 C12 . . -137.7(3)
O10 N3 C11 C12 . . 43.5(4)
C10 C11 C12 C13 . . 0.3(5)
N3 C11 C12 C13 . . -179.5(3)
C10 C11 C12 Cl2 . . -174.3(2)
N3 C11 C12 Cl2 . . 5.9(4)
C11 C12 C13 C14 . . 0.0(5)
Cl2 C12 C13 C14 . . 174.6(2)
C11 C12 C13 N4 . . 179.5(3)
Cl2 C12 C13 N4 . . -5.9(4)
O11 N4 C13 C14 . . 134.2(3)
O12 N4 C13 C14 . . -44.5(4)
O11 N4 C13 C12 . . -45.3(4)
O12 N4 C13 C12 . . 136.0(3)
C10 C9 C14 C13 . . -1.4(4)
C8 C9 C14 C13 . . 179.2(3)
C12 C13 C14 C9 . . 0.6(5)
N4 C13 C14 C9 . . -178.9(3)
O13 Sn1 C15 C16 . . -129.3(4)
C19 Sn1 C15 C16 . . 36.7(5)
O1 Sn1 C15 C16 . . 147.0(4)
O7 Sn1 C15 C16 . . -41.0(4)
Sn1 C15 C16 C17 . . -50.5(7)
C15 C16 C17 C18 . . -179.5(5)
O13 Sn1 C19 C20 . . -112.1(2)
C15 Sn1 C19 C20 . . 81.7(3)
O1 Sn1 C19 C20 . . -26.8(2)
O7 Sn1 C19 C20 . . 158.9(2)
Sn1 C19 C20 C21 . . 175.1(2)
C19 C20 C21 C22 . . 174.5(3)
O13 Sn2 C23 C24 2 . -24.4(2)
C27 Sn2 C23 C24 . . 146.7(2)
O13 Sn2 C23 C24 . . -103.2(2)
O8 Sn2 C23 C24 2 . 67.3(2)
Sn2 Sn2 C23 C24 2 . -66.3(2)
Sn2 C23 C24 C25 . . -176.8(2)
C23 C24 C25 C26 . . -64.2(4)
O13 Sn2 C27 C28 2 . 23.0(2)
C23 Sn2 C27 C28 . . -147.6(2)
O13 Sn2 C27 C28 . . 102.6(2)
O8 Sn2 C27 C28 2 . -66.0(2)
Sn2 Sn2 C27 C28 2 . 66.3(2)
Sn2 C27 C28 C29 . . 168.3(2)
C27 C28 C29 C30 . . 172.0(3)
