#------------------------------------------------------------------------------
#$Date: 2024-06-28 12:32:51 +0300 (Fri, 28 Jun 2024) $
#$Revision: 292638 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/44/7234460.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7234460
loop_
_publ_author_name
'Maxime Romain'
'Denis Tondelier'
'Olivier Jeannin'
'Bernard Geffroy'
'Joelle Rault-Berthelot'
'Cyril Poriel'
_publ_section_title
;
 Properties modulation of organic semi-conductors based on a
 donor-spiro-acceptor (D-spiro-A) molecular design: new host materials for
 efficient sky-blue PhOLEDs
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              9701
_journal_page_last               9713
_journal_paper_doi               10.1039/C5TC01812A
_journal_volume                  3
_journal_year                    2015
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C25 H16 O2 S2, 0.5(C H Cl3)'
_chemical_formula_sum            'C25.5 H16.5 Cl1.5 O2 S2'
_chemical_formula_weight         472.20
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_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                101.4580(10)
_cell_angle_beta                 97.3160(10)
_cell_angle_gamma                106.5770(10)
_cell_formula_units_Z            2
_cell_length_a                   8.9757(2)
_cell_length_b                   9.3007(2)
_cell_length_c                   13.5937(3)
_cell_measurement_reflns_used    7365
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.94
_cell_measurement_theta_min      3.12
_cell_volume                     1045.31(4)
_computing_cell_refinement       'Bruker SMART (Bruker, 2002)'
_computing_data_collection       'Bruker SAINT (Bruker, 2002)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2002)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (ALtomare et al., 1999))'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_sigmaI/netI    0.0391
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17361
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.56
_exptl_absorpt_coefficient_mu    0.469
_exptl_absorpt_correction_T_max  0.995
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             486
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.28(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     560
_refine_ls_number_reflns         7002
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0480P)²+0.4343P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0839
_refine_ls_wR_factor_ref         0.0930
_reflns_number_gt                6294
_reflns_number_total             7002
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2015-3-9701.cif
_cod_data_source_block           1
_cod_depositor_comments
;

2024-06-28
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C51 H33 Cl3 O4 S4'
_cod_original_formula_weight         944.40
_cod_original_formula_moiety         '2(C25 H16 O2 S2), C H Cl3'
_cod_original_formula_units_Z            1
_cod_database_code               7234460
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3516(4) 0.0258(4) 0.1967(2) 0.0194(7) Uani 1 1 d . . .
C2 C 0.2290(4) 0.0701(4) 0.2352(3) 0.0273(8) Uani 1 1 d . . .
H2 H 0.1667 0.0099 0.2712 0.033 Uiso 1 1 calc R . .
C3 C 0.2016(5) 0.2015(4) 0.2198(3) 0.0286(8) Uani 1 1 d . . .
H3 H 0.1194 0.2304 0.2440 0.034 Uiso 1 1 calc R . .
C4 C 0.2976(4) 0.2921(4) 0.1674(3) 0.0267(8) Uani 1 1 d . . .
H4 H 0.2801 0.3824 0.1571 0.032 Uiso 1 1 calc R . .
C5 C 0.4180(4) 0.2485(4) 0.1311(3) 0.0210(7) Uani 1 1 d . . .
H5 H 0.4812 0.3106 0.0965 0.025 Uiso 1 1 calc R . .
C6 C 0.4487(4) 0.1137(3) 0.1444(2) 0.0171(6) Uani 1 1 d . . .
C7 C 0.5847(4) 0.0751(3) 0.0993(2) 0.0156(6) Uani 1 1 d . . .
C8 C 0.6278(4) -0.0629(3) 0.1265(2) 0.0162(6) Uani 1 1 d . . .
C9 C 0.7627(4) -0.0915(4) 0.0977(2) 0.0200(7) Uani 1 1 d . . .
H9 H 0.8223 -0.0279 0.0623 0.024 Uiso 1 1 calc R . .
C10 C 0.8098(4) -0.2131(4) 0.1209(3) 0.0260(8) Uani 1 1 d . . .
H10 H 0.9000 -0.2299 0.1009 0.031 Uiso 1 1 calc R . .
C11 C 0.7225(4) -0.3094(4) 0.1737(3) 0.0255(8) Uani 1 1 d . . .
H11 H 0.7543 -0.3907 0.1890 0.031 Uiso 1 1 calc R . .
C12 C 0.5894(4) -0.2846(4) 0.2033(2) 0.0236(8) Uani 1 1 d . . .
H12 H 0.5312 -0.3481 0.2394 0.028 Uiso 1 1 calc R . .
C13 C 0.5420(4) -0.1622(3) 0.1787(2) 0.0167(6) Uani 1 1 d . . .
C14 C 0.5344(4) 0.0364(3) -0.0184(2) 0.0164(6) Uani 1 1 d . . .
C15 C 0.3826(4) -0.0653(4) -0.0632(2) 0.0246(7) Uani 1 1 d . . .
H15 H 0.3142 -0.1017 -0.0212 0.029 Uiso 1 1 calc R . .
C16 C 0.3307(4) -0.1134(4) -0.1678(3) 0.0278(8) Uani 1 1 d . . .
H16 H 0.2281 -0.1797 -0.1954 0.033 Uiso 1 1 calc R . .
C17 C 0.4316(5) -0.0630(4) -0.2316(3) 0.0287(8) Uani 1 1 d . . .
H17 H 0.3988 -0.0981 -0.3023 0.034 Uiso 1 1 calc R . .
C18 C 0.5809(5) 0.0397(4) -0.1895(3) 0.0272(8) Uani 1 1 d . . .
H18 H 0.6485 0.0749 -0.2322 0.033 Uiso 1 1 calc R . .
C19 C 0.6322(4) 0.0918(4) -0.0837(2) 0.0218(7) Uani 1 1 d . . .
C20 C 0.8369(4) 0.2915(3) 0.0885(2) 0.0181(7) Uani 1 1 d . . .
C21 C 0.9674(4) 0.4243(4) 0.1379(2) 0.0197(7) Uani 1 1 d . . .
H21 H 1.0343 0.4742 0.0996 0.024 Uiso 1 1 calc R . .
C22 C 0.9963(4) 0.4802(4) 0.2422(3) 0.0214(7) Uani 1 1 d . . .
H22 H 1.0820 0.5682 0.2742 0.026 Uiso 1 1 calc R . .
C23 C 0.8976(4) 0.4056(4) 0.3001(2) 0.0211(7) Uani 1 1 d . . .
H23 H 0.9189 0.4409 0.3710 0.025 Uiso 1 1 calc R . .
C24 C 0.7672(4) 0.2782(4) 0.2512(2) 0.0203(7) Uani 1 1 d . . .
H24 H 0.6999 0.2308 0.2902 0.024 Uiso 1 1 calc R . .
C25 C 0.7331(4) 0.2186(3) 0.1455(2) 0.0149(6) Uani 1 1 d . . .
C26 C 0.4479(4) 0.3831(3) 0.5158(2) 0.0175(7) Uani 1 1 d . . .
C27 C 0.5701(4) 0.3364(4) 0.4799(3) 0.0239(7) Uani 1 1 d . . .
H27 H 0.6344 0.3955 0.4443 0.029 Uiso 1 1 calc R . .
C28 C 0.5956(4) 0.2053(4) 0.4966(3) 0.0270(8) Uani 1 1 d . . .
H28 H 0.6778 0.1754 0.4732 0.032 Uiso 1 1 calc R . .
C29 C 0.4984(4) 0.1161(4) 0.5487(3) 0.0231(7) Uani 1 1 d . . .
H29 H 0.5152 0.0262 0.5602 0.028 Uiso 1 1 calc R . .
C30 C 0.3763(4) 0.1616(4) 0.5835(2) 0.0196(7) Uani 1 1 d . . .
H30 H 0.3120 0.1007 0.6182 0.024 Uiso 1 1 calc R . .
C31 C 0.3468(4) 0.2953(3) 0.5681(2) 0.0150(6) Uani 1 1 d . . .
C32 C 0.2073(4) 0.3346(3) 0.6086(2) 0.0147(6) Uani 1 1 d . . .
C33 C 0.1684(4) 0.4725(3) 0.5782(2) 0.0155(6) Uani 1 1 d . . .
C34 C 0.0339(4) 0.5050(4) 0.6050(2) 0.0199(7) Uani 1 1 d . . .
H34 H -0.0284 0.4420 0.6395 0.024 Uiso 1 1 calc R . .
C35 C -0.0094(4) 0.6268(4) 0.5822(3) 0.0242(8) Uani 1 1 d . . .
H35 H -0.0980 0.6463 0.6029 0.029 Uiso 1 1 calc R . .
C36 C 0.0790(4) 0.7216(4) 0.5279(3) 0.0238(7) Uani 1 1 d . . .
H36 H 0.0489 0.8029 0.5114 0.029 Uiso 1 1 calc R . .
C37 C 0.2115(4) 0.6921(3) 0.4994(2) 0.0200(7) Uani 1 1 d . . .
H37 H 0.2715 0.7539 0.4633 0.024 Uiso 1 1 calc R . .
C38 C 0.2557(4) 0.5705(3) 0.5245(2) 0.0169(7) Uani 1 1 d . . .
C39 C 0.0607(4) 0.1909(3) 0.5600(2) 0.0142(6) Uani 1 1 d . . .
C40 C 0.0110(4) 0.1538(4) 0.4535(2) 0.0190(7) Uani 1 1 d . . .
H40 H 0.0658 0.2181 0.4166 0.023 Uiso 1 1 calc R . .
C41 C -0.1157(4) 0.0261(4) 0.4011(2) 0.0220(7) Uani 1 1 d . . .
H41 H -0.1438 0.0034 0.3301 0.026 Uiso 1 1 calc R . .
C42 C -0.2016(4) -0.0690(4) 0.4564(3) 0.0209(7) Uani 1 1 d . . .
H42 H -0.2891 -0.1543 0.4227 0.025 Uiso 1 1 calc R . .
C43 C -0.1553(4) -0.0349(4) 0.5606(3) 0.0197(7) Uani 1 1 d . . .
H43 H -0.2125 -0.0978 0.5973 0.024 Uiso 1 1 calc R . .
C44 C -0.0233(4) 0.0928(3) 0.6132(2) 0.0166(6) Uani 1 1 d . . .
C45 C 0.1823(4) 0.2844(4) 0.7890(2) 0.0194(7) Uani 1 1 d . . .
C46 C 0.2346(4) 0.3305(4) 0.8950(3) 0.0267(8) Uani 1 1 d . . .
H46 H 0.1896 0.2667 0.9354 0.032 Uiso 1 1 calc R . .
C47 C 0.3521(4) 0.4692(4) 0.9407(2) 0.0259(8) Uani 1 1 d . . .
H47 H 0.3857 0.4995 1.0114 0.031 Uiso 1 1 calc R . .
C48 C 0.4190(4) 0.5624(4) 0.8806(2) 0.0243(7) Uani 1 1 d . . .
H48 H 0.4969 0.6571 0.9110 0.029 Uiso 1 1 calc R . .
C49 C 0.3713(4) 0.5163(4) 0.7751(2) 0.0217(7) Uani 1 1 d . . .
H49 H 0.4201 0.5795 0.7355 0.026 Uiso 1 1 calc R . .
C50 C 0.2505(4) 0.3761(4) 0.7263(2) 0.0152(6) Uani 1 1 d . . .
C51 C -0.1833(4) 0.5889(4) 0.8580(3) 0.0302(8) Uani 1 1 d . . .
H51 H -0.2403 0.5738 0.9140 0.036 Uiso 1 1 calc R . .
O1 O 0.2370(3) -0.2724(3) 0.1376(2) 0.0390(7) Uani 1 1 d . . .
O2 O 0.3682(4) -0.1550(3) 0.3177(2) 0.0390(7) Uani 1 1 d . . .
O3 O 0.4411(4) 0.5608(3) 0.3919(2) 0.0406(7) Uani 1 1 d . . .
O4 O 0.5612(3) 0.6810(3) 0.5728(2) 0.0380(7) Uani 1 1 d . . .
S1 S 0.36260(10) -0.15324(9) 0.21221(6) 0.02201(18) Uani 1 1 d . . .
S2 S 0.82500(10) 0.22540(10) -0.04297(7) 0.0308(2) Uani 1 1 d . . .
S3 S 0.43878(9) 0.56071(8) 0.49694(6) 0.02149(18) Uani 1 1 d . . .
S4 S 0.02884(11) 0.10767(10) 0.74434(7) 0.0315(2) Uani 1 1 d . . .
Cl1 Cl -0.27761(11) 0.43092(11) 0.75210(7) 0.0367(2) Uani 1 1 d . . .
Cl2 Cl 0.01319(12) 0.59895(12) 0.89962(8) 0.0439(3) Uani 1 1 d . . .
Cl3 Cl -0.19186(14) 0.76264(11) 0.82843(9) 0.0474(3) Uani 1 1 d . . .
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'
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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C6 C1 C2 121.8(3) . .
C6 C1 S1 123.0(2) . .
C2 C1 S1 115.1(3) . .
C3 C2 C1 119.9(3) . .
C3 C2 H2 120.1 . .
C1 C2 H2 120.1 . .
C2 C3 C4 119.5(3) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C5 C4 C3 120.1(3) . .
C5 C4 H4 120.0 . .
C3 C4 H4 120.0 . .
C4 C5 C6 122.1(3) . .
C4 C5 H5 118.9 . .
C6 C5 H5 118.9 . .
C1 C6 C5 116.6(3) . .
C1 C6 C7 125.8(3) . .
C5 C6 C7 117.6(3) . .
C6 C7 C8 116.0(3) . .
C6 C7 C14 107.0(3) . .
C8 C7 C14 107.4(2) . .
C6 C7 C25 105.9(2) . .
C8 C7 C25 106.0(2) . .
C14 C7 C25 114.8(3) . .
C13 C8 C9 117.1(3) . .
C13 C8 C7 124.7(3) . .
C9 C8 C7 118.3(3) . .
C10 C9 C8 121.3(3) . .
C10 C9 H9 119.3 . .
C8 C9 H9 119.3 . .
C11 C10 C9 120.3(3) . .
C11 C10 H10 119.9 . .
C9 C10 H10 119.9 . .
C12 C11 C10 119.9(3) . .
C12 C11 H11 120.0 . .
C10 C11 H11 120.0 . .
C11 C12 C13 119.3(3) . .
C11 C12 H12 120.3 . .
C13 C12 H12 120.3 . .
C8 C13 C12 122.0(3) . .
C8 C13 S1 123.4(2) . .
C12 C13 S1 114.4(2) . .
C19 C14 C15 117.4(3) . .
C19 C14 C7 124.5(3) . .
C15 C14 C7 118.0(3) . .
C16 C15 C14 122.1(3) . .
C16 C15 H15 119.0 . .
C14 C15 H15 119.0 . .
C15 C16 C17 119.9(3) . .
C15 C16 H16 120.1 . .
C17 C16 H16 120.1 . .
C18 C17 C16 119.3(3) . .
C18 C17 H17 120.3 . .
C16 C17 H17 120.3 . .
C17 C18 C19 120.9(3) . .
C17 C18 H18 119.5 . .
C19 C18 H18 119.5 . .
C18 C19 C14 120.4(3) . .
C18 C19 S2 114.9(3) . .
C14 C19 S2 124.7(2) . .
C25 C20 C21 120.0(3) . .
C25 C20 S2 124.9(2) . .
C21 C20 S2 115.1(2) . .
C22 C21 C20 120.5(3) . .
C22 C21 H21 119.8 . .
C20 C21 H21 119.8 . .
C21 C22 C23 120.1(3) . .
C21 C22 H22 120.0 . .
C23 C22 H22 120.0 . .
C24 C23 C22 119.3(3) . .
C24 C23 H23 120.4 . .
C22 C23 H23 120.4 . .
C23 C24 C25 122.4(3) . .
C23 C24 H24 118.8 . .
C25 C24 H24 118.8 . .
C24 C25 C20 117.7(3) . .
C24 C25 C7 117.8(3) . .
C20 C25 C7 124.5(3) . .
C27 C26 C31 121.3(3) . .
C27 C26 S3 115.3(2) . .
C31 C26 S3 123.3(2) . .
C28 C27 C26 120.5(3) . .
C28 C27 H27 119.8 . .
C26 C27 H27 119.8 . .
C27 C28 C29 119.7(3) . .
C27 C28 H28 120.1 . .
C29 C28 H28 120.1 . .
C30 C29 C28 119.8(3) . .
C30 C29 H29 120.1 . .
C28 C29 H29 120.1 . .
C29 C30 C31 122.1(3) . .
C29 C30 H30 118.9 . .
C31 C30 H30 118.9 . .
C30 C31 C26 116.5(3) . .
C30 C31 C32 118.1(3) . .
C26 C31 C32 125.3(3) . .
C31 C32 C33 115.6(3) . .
C31 C32 C50 107.3(2) . .
C33 C32 C50 106.9(2) . .
C31 C32 C39 105.6(2) . .
C33 C32 C39 106.5(2) . .
C50 C32 C39 115.3(3) . .
C34 C33 C38 115.9(3) . .
C34 C33 C32 118.2(3) . .
C38 C33 C32 125.9(3) . .
C35 C34 C33 122.4(3) . .
C35 C34 H34 118.8 . .
C33 C34 H34 118.8 . .
C34 C35 C36 120.4(3) . .
C34 C35 H35 119.8 . .
C36 C35 H35 119.8 . .
C37 C36 C35 118.8(3) . .
C37 C36 H36 120.6 . .
C35 C36 H36 120.6 . .
C36 C37 C38 120.2(3) . .
C36 C37 H37 119.9 . .
C38 C37 H37 119.9 . .
C37 C38 C33 122.2(3) . .
C37 C38 S3 115.2(2) . .
C33 C38 S3 122.2(2) . .
C44 C39 C40 117.4(3) . .
C44 C39 C32 125.2(3) . .
C40 C39 C32 117.4(3) . .
C41 C40 C39 122.8(3) . .
C41 C40 H40 118.6 . .
C39 C40 H40 118.6 . .
C40 C41 C42 118.9(3) . .
C40 C41 H41 120.5 . .
C42 C41 H41 120.5 . .
C43 C42 C41 119.3(3) . .
C43 C42 H42 120.3 . .
C41 C42 H42 120.3 . .
C42 C43 C44 121.5(3) . .
C42 C43 H43 119.3 . .
C44 C43 H43 119.3 . .
C39 C44 C43 120.1(3) . .
C39 C44 S4 124.9(2) . .
C43 C44 S4 114.9(2) . .
C46 C45 C50 120.8(3) . .
C46 C45 S4 114.8(3) . .
C50 C45 S4 124.4(2) . .
C47 C46 C45 120.9(3) . .
C47 C46 H46 119.6 . .
C45 C46 H46 119.6 . .
C48 C47 C46 119.3(3) . .
C48 C47 H47 120.3 . .
C46 C47 H47 120.3 . .
C47 C48 C49 120.4(3) . .
C47 C48 H48 119.8 . .
C49 C48 H48 119.8 . .
C48 C49 C50 121.5(3) . .
C48 C49 H49 119.2 . .
C50 C49 H49 119.2 . .
C45 C50 C49 117.0(3) . .
C45 C50 C32 125.4(3) . .
C49 C50 C32 117.5(3) . .
Cl2 C51 Cl1 111.1(2) . .
Cl2 C51 Cl3 110.9(2) . .
Cl1 C51 Cl3 110.5(2) . .
Cl2 C51 H51 108.1 . .
Cl1 C51 H51 108.1 . .
Cl3 C51 H51 108.1 . .
O2 S1 O1 117.62(17) . .
O2 S1 C1 108.98(15) . .
O1 S1 C1 107.80(16) . .
O2 S1 C13 109.40(16) . .
O1 S1 C13 107.42(15) . .
C1 S1 C13 104.88(15) . .
C20 S2 C19 102.87(15) . .
O3 S3 O4 117.20(18) . .
O3 S3 C26 108.94(15) . .
O4 S3 C26 107.80(16) . .
O3 S3 C38 109.62(16) . .
O4 S3 C38 107.49(15) . .
C26 S3 C38 105.12(15) . .
C45 S4 C44 103.82(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C6 1.385(4) .
C1 C2 1.405(5) .
C1 S1 1.748(3) .
C2 C3 1.364(5) .
C2 H2 0.9300 .
C3 C4 1.393(5) .
C3 H3 0.9300 .
C4 C5 1.372(5) .
C4 H4 0.9300 .
C5 C6 1.398(5) .
C5 H5 0.9300 .
C6 C7 1.532(4) .
C7 C8 1.540(4) .
C7 C14 1.545(4) .
C7 C25 1.545(4) .
C8 C13 1.393(4) .
C8 C9 1.398(5) .
C9 C10 1.392(5) .
C9 H9 0.9300 .
C10 C11 1.389(5) .
C10 H10 0.9300 .
C11 C12 1.373(5) .
C11 H11 0.9300 .
C12 C13 1.408(4) .
C12 H12 0.9300 .
C13 S1 1.748(3) .
C14 C19 1.395(5) .
C14 C15 1.395(4) .
C15 C16 1.377(5) .
C15 H15 0.9300 .
C16 C17 1.383(5) .
C16 H16 0.9300 .
C17 C18 1.376(5) .
C17 H17 0.9300 .
C18 C19 1.395(5) .
C18 H18 0.9300 .
C19 S2 1.761(4) .
C20 C25 1.401(4) .
C20 C21 1.412(4) .
C20 S2 1.749(3) .
C21 C22 1.373(5) .
C21 H21 0.9300 .
C22 C23 1.389(5) .
C22 H22 0.9300 .
C23 C24 1.383(5) .
C23 H23 0.9300 .
C24 C25 1.392(4) .
C24 H24 0.9300 .
C26 C27 1.397(5) .
C26 C31 1.404(4) .
C26 S3 1.744(3) .
C27 C28 1.359(5) .
C27 H27 0.9300 .
C28 C29 1.389(5) .
C28 H28 0.9300 .
C29 C30 1.386(5) .
C29 H29 0.9300 .
C30 C31 1.392(4) .
C30 H30 0.9300 .
C31 C32 1.536(4) .
C32 C33 1.538(4) .
C32 C50 1.540(4) .
C32 C39 1.542(4) .
C33 C34 1.399(4) .
C33 C38 1.408(4) .
C34 C35 1.375(5) .
C34 H34 0.9300 .
C35 C36 1.400(5) .
C35 H35 0.9300 .
C36 C37 1.378(5) .
C36 H36 0.9300 .
C37 C38 1.389(4) .
C37 H37 0.9300 .
C38 S3 1.754(3) .
C39 C44 1.390(4) .
C39 C40 1.401(4) .
C40 C41 1.378(5) .
C40 H40 0.9300 .
C41 C42 1.401(5) .
C41 H41 0.9300 .
C42 C43 1.370(5) .
C42 H42 0.9300 .
C43 C44 1.403(4) .
C43 H43 0.9300 .
C44 S4 1.752(3) .
C45 C46 1.396(4) .
C45 C50 1.397(4) .
C45 S4 1.751(3) .
C46 C47 1.379(5) .
C46 H46 0.9300 .
C47 C48 1.375(5) .
C47 H47 0.9300 .
C48 C49 1.385(4) .
C48 H48 0.9300 .
C49 C50 1.408(4) .
C49 H49 0.9300 .
C51 Cl2 1.752(4) .
C51 Cl1 1.757(4) .
C51 Cl3 1.761(4) .
C51 H51 0.9800 .
O1 S1 1.441(3) .
O2 S1 1.432(3) .
O3 S3 1.431(3) .
O4 S3 1.441(3) .
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
C6 C1 C2 C3 1.2(5) . . . .
S1 C1 C2 C3 -174.7(3) . . . .
C1 C2 C3 C4 -1.2(6) . . . .
C2 C3 C4 C5 0.5(6) . . . .
C3 C4 C5 C6 0.2(6) . . . .
C2 C1 C6 C5 -0.4(5) . . . .
S1 C1 C6 C5 175.0(2) . . . .
C2 C1 C6 C7 -179.8(3) . . . .
S1 C1 C6 C7 -4.3(5) . . . .
C4 C5 C6 C1 -0.2(5) . . . .
C4 C5 C6 C7 179.1(3) . . . .
C1 C6 C7 C8 -7.8(4) . . . .
C5 C6 C7 C8 172.9(3) . . . .
C1 C6 C7 C14 112.1(3) . . . .
C5 C6 C7 C14 -67.3(3) . . . .
C1 C6 C7 C25 -125.0(3) . . . .
C5 C6 C7 C25 55.7(3) . . . .
C6 C7 C8 C13 7.2(4) . . . .
C14 C7 C8 C13 -112.4(3) . . . .
C25 C7 C8 C13 124.4(3) . . . .
C6 C7 C8 C9 -172.5(3) . . . .
C14 C7 C8 C9 67.9(3) . . . .
C25 C7 C8 C9 -55.3(3) . . . .
C13 C8 C9 C10 -0.5(5) . . . .
C7 C8 C9 C10 179.2(3) . . . .
C8 C9 C10 C11 0.0(5) . . . .
C9 C10 C11 C12 -0.1(5) . . . .
C10 C11 C12 C13 0.7(5) . . . .
C9 C8 C13 C12 1.1(4) . . . .
C7 C8 C13 C12 -178.6(3) . . . .
C9 C8 C13 S1 -175.1(2) . . . .
C7 C8 C13 S1 5.3(4) . . . .
C11 C12 C13 C8 -1.2(5) . . . .
C11 C12 C13 S1 175.3(3) . . . .
C6 C7 C14 C19 135.1(3) . . . .
C8 C7 C14 C19 -99.7(3) . . . .
C25 C7 C14 C19 17.9(4) . . . .
C6 C7 C14 C15 -47.2(4) . . . .
C8 C7 C14 C15 78.0(3) . . . .
C25 C7 C14 C15 -164.4(3) . . . .
C19 C14 C15 C16 1.6(5) . . . .
C7 C14 C15 C16 -176.2(3) . . . .
C14 C15 C16 C17 1.3(5) . . . .
C15 C16 C17 C18 -2.5(5) . . . .
C16 C17 C18 C19 0.8(5) . . . .
C17 C18 C19 C14 2.1(5) . . . .
C17 C18 C19 S2 -178.9(3) . . . .
C15 C14 C19 C18 -3.3(5) . . . .
C7 C14 C19 C18 174.4(3) . . . .
C15 C14 C19 S2 177.9(3) . . . .
C7 C14 C19 S2 -4.4(5) . . . .
C25 C20 C21 C22 1.9(5) . . . .
S2 C20 C21 C22 -175.1(2) . . . .
C20 C21 C22 C23 0.5(5) . . . .
C21 C22 C23 C24 -2.3(5) . . . .
C22 C23 C24 C25 1.9(5) . . . .
C23 C24 C25 C20 0.4(5) . . . .
C23 C24 C25 C7 179.6(3) . . . .
C21 C20 C25 C24 -2.3(4) . . . .
S2 C20 C25 C24 174.3(2) . . . .
C21 C20 C25 C7 178.6(3) . . . .
S2 C20 C25 C7 -4.8(4) . . . .
C6 C7 C25 C24 49.9(3) . . . .
C8 C7 C25 C24 -73.9(3) . . . .
C14 C7 C25 C24 167.7(3) . . . .
C6 C7 C25 C20 -131.0(3) . . . .
C8 C7 C25 C20 105.2(3) . . . .
C14 C7 C25 C20 -13.2(4) . . . .
C31 C26 C27 C28 -1.2(5) . . . .
S3 C26 C27 C28 175.4(3) . . . .
C26 C27 C28 C29 0.7(5) . . . .
C27 C28 C29 C30 -0.1(6) . . . .
C28 C29 C30 C31 -0.1(5) . . . .
C29 C30 C31 C26 -0.3(5) . . . .
C29 C30 C31 C32 179.3(3) . . . .
C27 C26 C31 C30 0.9(5) . . . .
S3 C26 C31 C30 -175.4(2) . . . .
C27 C26 C31 C32 -178.7(3) . . . .
S3 C26 C31 C32 5.0(4) . . . .
C30 C31 C32 C33 -173.0(3) . . . .
C26 C31 C32 C33 6.6(4) . . . .
C30 C31 C32 C50 67.8(3) . . . .
C26 C31 C32 C50 -112.5(3) . . . .
C30 C31 C32 C39 -55.6(3) . . . .
C26 C31 C32 C39 124.0(3) . . . .
C31 C32 C33 C34 174.3(3) . . . .
C50 C32 C33 C34 -66.3(4) . . . .
C39 C32 C33 C34 57.4(3) . . . .
C31 C32 C33 C38 -5.2(4) . . . .
C50 C32 C33 C38 114.2(3) . . . .
C39 C32 C33 C38 -122.1(3) . . . .
C38 C33 C34 C35 -1.1(5) . . . .
C32 C33 C34 C35 179.3(3) . . . .
C33 C34 C35 C36 1.7(5) . . . .
C34 C35 C36 C37 -1.1(5) . . . .
C35 C36 C37 C38 -0.1(5) . . . .
C36 C37 C38 C33 0.6(5) . . . .
C36 C37 C38 S3 -172.8(2) . . . .
C34 C33 C38 C37 0.0(4) . . . .
C32 C33 C38 C37 179.5(3) . . . .
C34 C33 C38 S3 172.9(2) . . . .
C32 C33 C38 S3 -7.5(4) . . . .
C31 C32 C39 C44 112.6(3) . . . .
C33 C32 C39 C44 -124.0(3) . . . .
C50 C32 C39 C44 -5.6(4) . . . .
C31 C32 C39 C40 -65.5(3) . . . .
C33 C32 C39 C40 57.9(3) . . . .
C50 C32 C39 C40 176.3(3) . . . .
C44 C39 C40 C41 0.0(5) . . . .
C32 C39 C40 C41 178.3(3) . . . .
C39 C40 C41 C42 1.7(5) . . . .
C40 C41 C42 C43 -1.6(5) . . . .
C41 C42 C43 C44 -0.2(5) . . . .
C40 C39 C44 C43 -1.9(4) . . . .
C32 C39 C44 C43 -179.9(3) . . . .
C40 C39 C44 S4 174.1(2) . . . .
C32 C39 C44 S4 -4.0(4) . . . .
C42 C43 C44 C39 2.0(4) . . . .
C42 C43 C44 S4 -174.3(3) . . . .
C50 C45 C46 C47 1.6(5) . . . .
S4 C45 C46 C47 -178.3(3) . . . .
C45 C46 C47 C48 -0.5(5) . . . .
C46 C47 C48 C49 -1.2(5) . . . .
C47 C48 C49 C50 1.9(5) . . . .
C46 C45 C50 C49 -0.9(5) . . . .
S4 C45 C50 C49 179.0(2) . . . .
C46 C45 C50 C32 177.6(3) . . . .
S4 C45 C50 C32 -2.5(5) . . . .
C48 C49 C50 C45 -0.8(5) . . . .
C48 C49 C50 C32 -179.4(3) . . . .
C31 C32 C50 C45 -108.3(3) . . . .
C33 C32 C50 C45 127.1(3) . . . .
C39 C32 C50 C45 9.0(4) . . . .
C31 C32 C50 C49 70.2(3) . . . .
C33 C32 C50 C49 -54.4(4) . . . .
C39 C32 C50 C49 -172.5(3) . . . .
C6 C1 S1 O2 131.2(3) . . . .
C2 C1 S1 O2 -53.0(3) . . . .
C6 C1 S1 O1 -100.1(3) . . . .
C2 C1 S1 O1 75.7(3) . . . .
C6 C1 S1 C13 14.2(3) . . . .
C2 C1 S1 C13 -170.1(3) . . . .
C8 C13 S1 O2 -131.4(3) . . . .
C12 C13 S1 O2 52.1(3) . . . .
C8 C13 S1 O1 99.8(3) . . . .
C12 C13 S1 O1 -76.6(3) . . . .
C8 C13 S1 C1 -14.7(3) . . . .
C12 C13 S1 C1 168.9(2) . . . .
C25 C20 S2 C19 15.9(3) . . . .
C21 C20 S2 C19 -167.3(2) . . . .
C18 C19 S2 C20 169.7(3) . . . .
C14 C19 S2 C20 -11.4(3) . . . .
C27 C26 S3 O3 51.0(3) . . . .
C31 C26 S3 O3 -132.4(3) . . . .
C27 C26 S3 O4 -77.1(3) . . . .
C31 C26 S3 O4 99.4(3) . . . .
C27 C26 S3 C38 168.4(2) . . . .
C31 C26 S3 C38 -15.0(3) . . . .
C37 C38 S3 O3 -53.5(3) . . . .
C33 C38 S3 O3 133.1(3) . . . .
C37 C38 S3 O4 74.9(3) . . . .
C33 C38 S3 O4 -98.5(3) . . . .
C37 C38 S3 C26 -170.4(2) . . . .
C33 C38 S3 C26 16.1(3) . . . .
C46 C45 S4 C44 174.0(3) . . . .
C50 C45 S4 C44 -5.9(3) . . . .
C39 C44 S4 C45 9.1(3) . . . .
C43 C44 S4 C45 -174.7(2) . . . .
