#------------------------------------------------------------------------------
#$Date: 2020-10-06 09:22:42 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257275 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/70/7127027.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_7127027
loop_
_publ_author_name
'Takeda, Takashi'
'Akutagawa, Tomoyuki'
_publ_section_title
;
 Conformation change significantly affected the optical and electronic
 properties of arylsulfonamide-substituted anthraquinones.
;
_journal_issue                   72
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              10564
_journal_page_last               10567
_journal_paper_doi               10.1039/d0cc04611f
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C32 H28 Cl6 N2 O6 S2'
_chemical_formula_sum            'C32 H28 Cl6 N2 O6 S2'
_chemical_formula_weight         813.42
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-07-01 deposited with the CCDC.	2020-08-06 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 102.745(7)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            12
_cell_length_a                   52.9762(19)
_cell_length_b                   15.1879(5)
_cell_length_c                   13.2000(5)
_cell_measurement_reflns_used    28350
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.31
_cell_measurement_theta_min      3.04
_cell_volume                     10359.0(7)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2014 (Burla, et al., 2014)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0652
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       63
_diffrn_reflns_limit_h_min       -63
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            57350
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.253
_diffrn_reflns_theta_min         3.033
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.076
_exptl_absorpt_correction_T_max  0.402
_exptl_absorpt_correction_T_min  0.200
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             4992.00
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform/hexane'
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.92
_refine_diff_density_min         -0.63
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     649
_refine_ls_number_reflns         9364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0541
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0854P)²+10.0655P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1456
_refine_ls_wR_factor_ref         0.1561
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7317
_reflns_number_total             9364
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d0cc04611f2.cif
_cod_data_source_block           200615TT2
_cod_depositor_comments
'Adding full bibliography for 7127026--7127027.cif.'
_cod_database_code               7127027
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Cl1 Cl 0.28158(2) 0.79958(6) 0.20741(8) 0.0546(3) Uani 1 1 d . . . . .
Cl2 Cl 0.28613(2) 0.73419(5) 0.00803(8) 0.0406(2) Uani 1 1 d . . . . .
Cl3 Cl 0.30539(2) 0.90700(6) 0.07542(10) 0.0583(3) Uani 1 1 d . . . . .
Cl4 Cl 0.38560(2) 0.68970(6) 0.41381(9) 0.0584(3) Uani 1 1 d . . . . .
Cl5 Cl 0.35622(2) 0.83212(6) 0.30318(8) 0.0459(3) Uani 1 1 d . . . . .
Cl6 Cl 0.38197(2) 0.85295(7) 0.51816(8) 0.0495(3) Uani 1 1 d . . . . .
Cl7 Cl 0.45161(2) 0.77086(6) 0.53203(8) 0.0471(3) Uani 1 1 d . . . . .
Cl8 Cl 0.45812(3) 0.68450(7) 0.72894(9) 0.0733(4) Uani 1 1 d . . . . .
Cl9 Cl 0.47180(3) 0.59522(6) 0.55728(11) 0.0665(4) Uani 1 1 d . . . . .
S1 S 0.28011(2) 0.49387(5) 0.38569(7) 0.0303(2) Uani 1 1 d . . . . .
S2 S 0.38811(2) 0.52342(5) 0.08884(7) 0.0313(2) Uani 1 1 d . . . . .
S3 S 0.44451(2) 0.99212(5) 0.39647(7) 0.0310(2) Uani 1 1 d . . . . .
O1 O 0.28034(5) 0.31587(15) 0.2008(2) 0.0401(6) Uani 1 1 d . . . . .
O2 O 0.38032(5) 0.32093(16) 0.2050(3) 0.0532(8) Uani 1 1 d . . . . .
O3 O 0.25406(5) 0.47831(15) 0.3950(2) 0.0398(6) Uani 1 1 d . . . . .
O4 O 0.30078(5) 0.43887(14) 0.43837(19) 0.0358(6) Uani 1 1 d . . . . .
O5 O 0.41510(5) 0.50525(16) 0.0985(2) 0.0411(6) Uani 1 1 d . . . . .
O6 O 0.36921(5) 0.48298(14) 0.00857(18) 0.0351(6) Uani 1 1 d . . . . .
O7 O 0.45164(5) 0.81128(15) 0.2814(2) 0.0462(7) Uani 1 1 d . . . . .
O8 O 0.41803(5) 0.96998(16) 0.3914(2) 0.0410(6) Uani 1 1 d . . . . .
O9 O 0.46485(5) 0.94242(15) 0.46008(19) 0.0355(6) Uani 1 1 d . . . . .
N1 N 0.28000(5) 0.48584(17) 0.2628(2) 0.0282(6) Uani 1 1 d . . . . .
N2 N 0.38177(5) 0.49696(18) 0.2000(2) 0.0309(6) Uani 1 1 d . . . . .
N3 N 0.44866(5) 0.98637(17) 0.2776(2) 0.0295(6) Uani 1 1 d . . . . .
C1 C 0.30488(6) 0.4859(2) 0.2364(2) 0.0264(7) Uani 1 1 d . . . . .
C2 C 0.31656(7) 0.5651(2) 0.2243(3) 0.0299(7) Uani 1 1 d . . . . .
H1 H 0.307280 0.618518 0.225309 0.036 Uiso 1 1 calc R U . . .
C3 C 0.34171(7) 0.5674(2) 0.2107(3) 0.0293(7) Uani 1 1 d . . . . .
H2 H 0.349598 0.622388 0.202525 0.035 Uiso 1 1 calc R U . . .
C4 C 0.35542(6) 0.4903(2) 0.2089(3) 0.0273(7) Uani 1 1 d . . . . .
C5 C 0.34373(6) 0.4080(2) 0.2179(3) 0.0274(7) Uani 1 1 d . . . . .
C6 C 0.35829(7) 0.3233(2) 0.2187(3) 0.0322(8) Uani 1 1 d . . . . .
C7 C 0.34541(7) 0.2406(2) 0.2380(3) 0.0320(8) Uani 1 1 d . . . . .
C8 C 0.35972(8) 0.1621(2) 0.2503(3) 0.0371(9) Uani 1 1 d . . . . .
H3 H 0.377283 0.162313 0.244535 0.045 Uiso 1 1 calc R U . . .
C9 C 0.34820(9) 0.0849(2) 0.2706(3) 0.0464(10) Uani 1 1 d . . . . .
H4 H 0.357933 0.031833 0.279446 0.056 Uiso 1 1 calc R U . . .
C10 C 0.32243(9) 0.0838(2) 0.2784(3) 0.0461(10) Uani 1 1 d . . . . .
H5 H 0.314750 0.030365 0.293813 0.055 Uiso 1 1 calc R U . . .
C11 C 0.30809(8) 0.1600(2) 0.2638(3) 0.0385(9) Uani 1 1 d . . . . .
H6 H 0.290394 0.158773 0.267653 0.046 Uiso 1 1 calc R U . . .
C12 C 0.31936(7) 0.2390(2) 0.2435(3) 0.0314(8) Uani 1 1 d . . . . .
C13 C 0.30379(7) 0.3204(2) 0.2246(3) 0.0294(7) Uani 1 1 d . . . . .
C14 C 0.31781(6) 0.4064(2) 0.2284(2) 0.0260(7) Uani 1 1 d . . . . .
C15 C 0.25821(7) 0.5218(2) 0.1848(3) 0.0397(9) Uani 1 1 d . . . . .
H7A H 0.242335 0.518363 0.211167 0.048 Uiso 1 1 calc R U . . .
H8B H 0.261745 0.583465 0.170782 0.048 Uiso 1 1 calc R U . . .
H9C H 0.256031 0.487672 0.120448 0.048 Uiso 1 1 calc R U . . .
C16 C 0.40260(7) 0.4881(2) 0.2929(3) 0.0367(8) Uani 1 1 d . . . . .
H10A H 0.419361 0.494238 0.273751 0.044 Uiso 1 1 calc R U . . .
H11B H 0.400828 0.534037 0.343005 0.044 Uiso 1 1 calc R U . . .
H12C H 0.401546 0.430063 0.324182 0.044 Uiso 1 1 calc R U . . .
C17 C 0.28794(7) 0.6035(2) 0.4228(3) 0.0275(7) Uani 1 1 d . . . . .
C18 C 0.26827(7) 0.6656(2) 0.4106(3) 0.0314(8) Uani 1 1 d . . . . .
H13 H 0.250699 0.648438 0.387389 0.038 Uiso 1 1 calc R U . . .
C19 C 0.27470(7) 0.7525(2) 0.4327(3) 0.0330(8) Uani 1 1 d . . . . .
H14 H 0.261323 0.795232 0.425490 0.040 Uiso 1 1 calc R U . . .
C20 C 0.30024(7) 0.7790(2) 0.4652(3) 0.0319(8) Uani 1 1 d . . . . .
C21 C 0.31950(7) 0.7150(2) 0.4786(3) 0.0313(8) Uani 1 1 d . . . . .
H15 H 0.337057 0.731916 0.502937 0.038 Uiso 1 1 calc R U . . .
C22 C 0.31358(6) 0.6275(2) 0.4572(3) 0.0286(7) Uani 1 1 d . . . . .
H16 H 0.326908 0.584477 0.465859 0.034 Uiso 1 1 calc R U . . .
C23 C 0.30696(8) 0.8745(2) 0.4860(3) 0.0418(9) Uani 1 1 d . . . . .
H17A H 0.325779 0.880894 0.508126 0.050 Uiso 1 1 calc R U . . .
H18B H 0.300697 0.908719 0.422406 0.050 Uiso 1 1 calc R U . . .
H19C H 0.298769 0.896253 0.540848 0.050 Uiso 1 1 calc R U . . .
C24 C 0.38349(6) 0.6382(2) 0.0747(3) 0.0291(7) Uani 1 1 d . . . . .
C25 C 0.36116(7) 0.6705(2) 0.0108(3) 0.0311(8) Uani 1 1 d . . . . .
H20 H 0.348652 0.631374 -0.027744 0.037 Uiso 1 1 calc R U . . .
C26 C 0.35724(7) 0.7608(2) 0.0035(3) 0.0332(8) Uani 1 1 d . . . . .
H21 H 0.341920 0.783292 -0.040287 0.040 Uiso 1 1 calc R U . . .
C27 C 0.37529(7) 0.8188(2) 0.0592(3) 0.0317(8) Uani 1 1 d . . . . .
C28 C 0.39755(7) 0.7847(2) 0.1246(3) 0.0375(9) Uani 1 1 d . . . . .
H22 H 0.409918 0.823797 0.163992 0.045 Uiso 1 1 calc R U . . .
C29 C 0.40185(7) 0.6953(2) 0.1329(3) 0.0353(8) Uani 1 1 d . . . . .
H23 H 0.417038 0.672726 0.177495 0.042 Uiso 1 1 calc R U . . .
C30 C 0.37118(7) 0.9168(2) 0.0508(3) 0.0389(9) Uani 1 1 d . . . . .
H24A H 0.385886 0.946876 0.095436 0.047 Uiso 1 1 calc R U . . .
H25B H 0.369727 0.935275 -0.021434 0.047 Uiso 1 1 calc R U . . .
H26C H 0.355240 0.932164 0.072836 0.047 Uiso 1 1 calc R U . . .
C31 C 0.47482(6) 0.9814(2) 0.2640(3) 0.0282(7) Uani 1 1 d . . . . .
C32 C 0.48742(6) 1.0599(2) 0.2558(3) 0.0308(8) Uani 1 1 d . . . . .
H27 H 0.478635 1.114195 0.258148 0.037 Uiso 1 1 calc R U . . .
C33 C 0.48796(8) 0.5731(2) 0.2626(3) 0.0471(10) Uani 1 1 d . . . . .
H28 H 0.479870 0.518866 0.272241 0.057 Uiso 1 1 calc R U . . .
C34 C 0.47576(8) 0.6512(2) 0.2737(3) 0.0393(9) Uani 1 1 d . . . . .
H29 H 0.459189 0.650919 0.290207 0.047 Uiso 1 1 calc R U . . .
C35 C 0.48775(7) 0.7313(2) 0.2606(3) 0.0325(8) Uani 1 1 d . . . . .
C36 C 0.47364(7) 0.8146(2) 0.2674(3) 0.0334(8) Uani 1 1 d . . . . .
C37 C 0.48727(6) 0.9003(2) 0.2582(3) 0.0292(7) Uani 1 1 d . . . . .
C38 C 0.43028(7) 1.0351(2) 0.1961(3) 0.0387(9) Uani 1 1 d . . . . .
H30A H 0.413086 1.034751 0.212238 0.046 Uiso 1 1 calc R U . . .
H31B H 0.436204 1.096000 0.193431 0.046 Uiso 1 1 calc R U . . .
H32C H 0.429368 1.006791 0.128670 0.046 Uiso 1 1 calc R U . . .
C39 C 0.44879(7) 1.1033(2) 0.4331(3) 0.0305(8) Uani 1 1 d . . . . .
C40 C 0.42758(7) 1.1590(2) 0.4159(3) 0.0355(8) Uani 1 1 d . . . . .
H33 H 0.410651 1.136132 0.391191 0.043 Uiso 1 1 calc R U . . .
C41 C 0.43120(7) 1.2479(2) 0.4349(3) 0.0367(8) Uani 1 1 d . . . . .
H34 H 0.416630 1.286017 0.423089 0.044 Uiso 1 1 calc R U . . .
C42 C 0.45588(7) 1.2826(2) 0.4713(3) 0.0342(8) Uani 1 1 d . . . . .
C43 C 0.47682(7) 1.2247(2) 0.4894(3) 0.0320(8) Uani 1 1 d . . . . .
H35 H 0.493764 1.247157 0.515054 0.038 Uiso 1 1 calc R U . . .
C44 C 0.47356(7) 1.1358(2) 0.4711(3) 0.0311(8) Uani 1 1 d . . . . .
H36 H 0.488040 1.097278 0.484340 0.037 Uiso 1 1 calc R U . . .
C45 C 0.45970(8) 1.3791(2) 0.4896(3) 0.0433(9) Uani 1 1 d . . . . .
H37A H 0.478174 1.391426 0.514931 0.052 Uiso 1 1 calc R U . . .
H38B H 0.453242 1.410892 0.424505 0.052 Uiso 1 1 calc R U . . .
H39C H 0.450197 1.398226 0.541576 0.052 Uiso 1 1 calc R U . . .
C46 C 0.28122(7) 0.8284(2) 0.0788(3) 0.0327(8) Uani 1 1 d . . . . .
H40 H 0.263967 0.854375 0.046649 0.039 Uiso 1 1 calc R U . . .
C47 C 0.38386(8) 0.8043(2) 0.3989(3) 0.0382(9) Uani 1 1 d . . . . .
H41 H 0.399702 0.825966 0.377324 0.046 Uiso 1 1 calc R U . . .
C48 C 0.45039(8) 0.6695(2) 0.5944(3) 0.0371(9) Uani 1 1 d . . . . .
H42 H 0.432426 0.645406 0.573470 0.045 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(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
_geom_angle_publ_flag
O4 S1 O3 120.74(15) . . ?
O4 S1 N1 105.99(14) . . ?
O3 S1 N1 106.34(15) . . ?
O4 S1 C17 108.02(16) . . ?
O3 S1 C17 107.75(15) . . ?
N1 S1 C17 107.33(14) . . ?
O6 S2 O5 120.38(15) . . ?
O6 S2 N2 108.25(14) . . ?
O5 S2 N2 105.82(16) . . ?
O6 S2 C24 106.78(16) . . ?
O5 S2 C24 108.17(15) . . ?
N2 S2 C24 106.75(15) . . ?
O9 S3 O8 120.58(15) . . ?
O9 S3 N3 107.01(14) . . ?
O8 S3 N3 106.33(15) . . ?
O9 S3 C39 108.16(16) . . ?
O8 S3 C39 107.73(15) . . ?
N3 S3 C39 106.19(15) . . ?
C1 N1 C15 116.8(3) . . ?
C1 N1 S1 116.1(2) . . ?
C15 N1 S1 120.0(2) . . ?
C4 N2 C16 119.6(3) . . ?
C4 N2 S2 119.4(2) . . ?
C16 N2 S2 120.8(2) . . ?
C31 N3 C38 115.7(3) . . ?
C31 N3 S3 117.4(2) . . ?
C38 N3 S3 117.7(2) . . ?
C2 C1 C14 120.2(3) . . ?
C2 C1 N1 119.3(3) . . ?
C14 C1 N1 120.5(3) . . ?
C1 C2 C3 120.5(3) . . ?
C1 C2 H1 119.8 . . ?
C3 C2 H1 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H2 119.8 . . ?
C2 C3 H2 119.8 . . ?
C3 C4 C5 120.5(3) . . ?
C3 C4 N2 117.9(3) . . ?
C5 C4 N2 121.6(3) . . ?
C14 C5 C4 118.6(3) . . ?
C14 C5 C6 119.7(3) . . ?
C4 C5 C6 121.7(3) . . ?
O2 C6 C7 119.6(3) . . ?
O2 C6 C5 122.1(3) . . ?
C7 C6 C5 118.3(3) . . ?
C12 C7 C8 119.6(3) . . ?
C12 C7 C6 121.5(3) . . ?
C8 C7 C6 118.9(3) . . ?
C9 C8 C7 119.7(4) . . ?
C9 C8 H3 120.1 . . ?
C7 C8 H3 120.1 . . ?
C8 C9 C10 120.6(3) . . ?
C8 C9 H4 119.7 . . ?
C10 C9 H4 119.7 . . ?
C11 C10 C9 120.0(3) . . ?
C11 C10 H5 120.0 . . ?
C9 C10 H5 120.0 . . ?
C10 C11 C12 120.3(4) . . ?
C10 C11 H6 119.8 . . ?
C12 C11 H6 119.8 . . ?
C11 C12 C7 119.7(3) . . ?
C11 C12 C13 120.4(3) . . ?
C7 C12 C13 119.9(3) . . ?
O1 C13 C12 119.9(3) . . ?
O1 C13 C14 122.0(3) . . ?
C12 C13 C14 118.0(3) . . ?
C1 C14 C5 119.6(3) . . ?
C1 C14 C13 120.4(3) . . ?
C5 C14 C13 119.9(3) . . ?
N1 C15 H7A 109.5 . . ?
N1 C15 H8B 109.5 . . ?
H7A C15 H8B 109.5 . . ?
N1 C15 H9C 109.5 . . ?
H7A C15 H9C 109.5 . . ?
H8B C15 H9C 109.5 . . ?
N2 C16 H10A 109.5 . . ?
N2 C16 H11B 109.5 . . ?
H10A C16 H11B 109.5 . . ?
N2 C16 H12C 109.5 . . ?
H10A C16 H12C 109.5 . . ?
H11B C16 H12C 109.5 . . ?
C22 C17 C18 121.2(3) . . ?
C22 C17 S1 119.7(3) . . ?
C18 C17 S1 119.0(3) . . ?
C19 C18 C17 118.8(3) . . ?
C19 C18 H13 120.6 . . ?
C17 C18 H13 120.6 . . ?
C18 C19 C20 121.5(3) . . ?
C18 C19 H14 119.3 . . ?
C20 C19 H14 119.3 . . ?
C19 C20 C21 118.3(3) . . ?
C19 C20 C23 120.8(3) . . ?
C21 C20 C23 120.9(3) . . ?
C22 C21 C20 121.3(3) . . ?
C22 C21 H15 119.3 . . ?
C20 C21 H15 119.3 . . ?
C21 C22 C17 118.9(3) . . ?
C21 C22 H16 120.6 . . ?
C17 C22 H16 120.6 . . ?
C20 C23 H17A 109.5 . . ?
C20 C23 H18B 109.5 . . ?
H17A C23 H18B 109.5 . . ?
C20 C23 H19C 109.5 . . ?
H17A C23 H19C 109.5 . . ?
H18B C23 H19C 109.5 . . ?
C25 C24 C29 120.8(3) . . ?
C25 C24 S2 119.7(3) . . ?
C29 C24 S2 119.4(3) . . ?
C24 C25 C26 119.2(3) . . ?
C24 C25 H20 120.4 . . ?
C26 C25 H20 120.4 . . ?
C27 C26 C25 121.1(3) . . ?
C27 C26 H21 119.4 . . ?
C25 C26 H21 119.4 . . ?
C26 C27 C28 118.7(3) . . ?
C26 C27 C30 121.2(3) . . ?
C28 C27 C30 120.1(3) . . ?
C29 C28 C27 121.1(3) . . ?
C29 C28 H22 119.4 . . ?
C27 C28 H22 119.4 . . ?
C28 C29 C24 119.0(3) . . ?
C28 C29 H23 120.5 . . ?
C24 C29 H23 120.5 . . ?
C27 C30 H24A 109.5 . . ?
C27 C30 H25B 109.5 . . ?
H24A C30 H25B 109.5 . . ?
C27 C30 H26C 109.5 . . ?
H24A C30 H26C 109.5 . . ?
H25B C30 H26C 109.5 . . ?
C32 C31 C37 120.7(3) . . ?
C32 C31 N3 117.4(3) . . ?
C37 C31 N3 121.9(3) . . ?
C32 C32 C31 120.35(19) 2_655 . ?
C32 C32 H27 119.8 2_655 . ?
C31 C32 H27 119.8 . . ?
C34 C33 C33 120.3(2) . 2_655 ?
C34 C33 H28 119.9 . . ?
C33 C33 H28 119.9 2_655 . ?
C33 C34 C35 120.0(4) . . ?
C33 C34 H29 120.0 . . ?
C35 C34 H29 120.0 . . ?
C35 C35 C34 119.7(2) 2_655 . ?
C35 C35 C36 121.28(19) 2_655 . ?
C34 C35 C36 119.0(3) . . ?
O7 C36 C35 119.0(3) . . ?
O7 C36 C37 122.6(3) . . ?
C35 C36 C37 118.4(3) . . ?
C31 C37 C37 118.89(19) . 2_655 ?
C31 C37 C36 120.9(3) . . ?
C37 C37 C36 120.21(19) 2_655 . ?
N3 C38 H30A 109.5 . . ?
N3 C38 H31B 109.5 . . ?
H30A C38 H31B 109.5 . . ?
N3 C38 H32C 109.5 . . ?
H30A C38 H32C 109.5 . . ?
H31B C38 H32C 109.5 . . ?
C40 C39 C44 120.6(3) . . ?
C40 C39 S3 119.4(3) . . ?
C44 C39 S3 119.7(3) . . ?
C41 C40 C39 119.6(3) . . ?
C41 C40 H33 120.2 . . ?
C39 C40 H33 120.2 . . ?
C40 C41 C42 121.0(3) . . ?
C40 C41 H34 119.5 . . ?
C42 C41 H34 119.5 . . ?
C41 C42 C43 118.1(3) . . ?
C41 C42 C45 120.8(3) . . ?
C43 C42 C45 121.2(3) . . ?
C44 C43 C42 121.6(3) . . ?
C44 C43 H35 119.2 . . ?
C42 C43 H35 119.2 . . ?
C43 C44 C39 119.0(3) . . ?
C43 C44 H36 120.5 . . ?
C39 C44 H36 120.5 . . ?
C42 C45 H37A 109.5 . . ?
C42 C45 H38B 109.5 . . ?
H37A C45 H38B 109.5 . . ?
C42 C45 H39C 109.5 . . ?
H37A C45 H39C 109.5 . . ?
H38B C45 H39C 109.5 . . ?
Cl1 C46 Cl3 110.0(2) . . ?
Cl1 C46 Cl2 109.91(18) . . ?
Cl3 C46 Cl2 110.19(19) . . ?
Cl1 C46 H40 108.9 . . ?
Cl3 C46 H40 108.9 . . ?
Cl2 C46 H40 108.9 . . ?
Cl4 C47 Cl6 109.2(2) . . ?
Cl4 C47 Cl5 109.5(2) . . ?
Cl6 C47 Cl5 109.8(2) . . ?
Cl4 C47 H41 109.5 . . ?
Cl6 C47 H41 109.5 . . ?
Cl5 C47 H41 109.5 . . ?
Cl9 C48 Cl8 110.4(2) . . ?
Cl9 C48 Cl7 110.0(2) . . ?
Cl8 C48 Cl7 109.77(19) . . ?
Cl9 C48 H42 108.9 . . ?
Cl8 C48 H42 108.9 . . ?
Cl7 C48 H42 108.9 . . ?
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
Cl1 C46 1.749(4) . ?
Cl2 C46 1.759(3) . ?
Cl3 C46 1.758(3) . ?
Cl4 C47 1.751(3) . ?
Cl5 C47 1.762(4) . ?
Cl6 C47 1.762(4) . ?
Cl7 C48 1.753(3) . ?
Cl8 C48 1.748(4) . ?
Cl9 C48 1.745(4) . ?
S1 O4 1.430(3) . ?
S1 O3 1.432(2) . ?
S1 N1 1.626(3) . ?
S1 C17 1.759(3) . ?
S2 O6 1.426(3) . ?
S2 O5 1.434(2) . ?
S2 N2 1.626(3) . ?
S2 C24 1.765(3) . ?
S3 O9 1.427(2) . ?
S3 O8 1.430(2) . ?
S3 N3 1.634(3) . ?
S3 C39 1.757(3) . ?
O1 C13 1.214(4) . ?
O2 C6 1.221(4) . ?
O7 C36 1.221(4) . ?
N1 C1 1.435(4) . ?
N1 C15 1.472(4) . ?
N2 C4 1.430(4) . ?
N2 C16 1.464(4) . ?
N3 C31 1.438(4) . ?
N3 C38 1.480(4) . ?
C1 C2 1.378(4) . ?
C1 C14 1.404(4) . ?
C2 C3 1.384(4) . ?
C2 H1 0.9500 . ?
C3 C4 1.382(4) . ?
C3 H2 0.9500 . ?
C4 C5 1.411(4) . ?
C5 C14 1.410(5) . ?
C5 C6 1.499(4) . ?
C6 C7 1.478(5) . ?
C7 C12 1.398(5) . ?
C7 C8 1.403(5) . ?
C8 C9 1.376(5) . ?
C8 H3 0.9500 . ?
C9 C10 1.392(6) . ?
C9 H4 0.9500 . ?
C10 C11 1.374(5) . ?
C10 H5 0.9500 . ?
C11 C12 1.393(4) . ?
C11 H6 0.9500 . ?
C12 C13 1.477(5) . ?
C13 C14 1.498(4) . ?
C15 H7A 0.9800 . ?
C15 H8B 0.9800 . ?
C15 H9C 0.9800 . ?
C16 H10A 0.9800 . ?
C16 H11B 0.9800 . ?
C16 H12C 0.9800 . ?
C17 C22 1.383(5) . ?
C17 C18 1.388(5) . ?
C18 C19 1.379(5) . ?
C18 H13 0.9500 . ?
C19 C20 1.386(5) . ?
C19 H14 0.9500 . ?
C20 C21 1.392(5) . ?
C20 C23 1.504(5) . ?
C21 C22 1.381(5) . ?
C21 H15 0.9500 . ?
C22 H16 0.9500 . ?
C23 H17A 0.9800 . ?
C23 H18B 0.9800 . ?
C23 H19C 0.9800 . ?
C24 C25 1.383(5) . ?
C24 C29 1.399(5) . ?
C25 C26 1.387(5) . ?
C25 H20 0.9500 . ?
C26 C27 1.385(5) . ?
C26 H21 0.9500 . ?
C27 C28 1.399(5) . ?
C27 C30 1.505(4) . ?
C28 C29 1.376(5) . ?
C28 H22 0.9500 . ?
C29 H23 0.9500 . ?
C30 H24A 0.9800 . ?
C30 H25B 0.9800 . ?
C30 H26C 0.9800 . ?
C31 C32 1.383(4) . ?
C31 C37 1.408(4) . ?
C32 C32 1.375(6) 2_655 ?
C32 H27 0.9500 . ?
C33 C34 1.374(5) . ?
C33 C33 1.388(8) 2_655 ?
C33 H28 0.9500 . ?
C34 C35 1.401(5) . ?
C34 H29 0.9500 . ?
C35 C35 1.387(7) 2_655 ?
C35 C36 1.481(5) . ?
C36 C37 1.506(4) . ?
C37 C37 1.412(7) 2_655 ?
C38 H30A 0.9800 . ?
C38 H31B 0.9800 . ?
C38 H32C 0.9800 . ?
C39 C40 1.385(5) . ?
C39 C44 1.389(5) . ?
C40 C41 1.378(5) . ?
C40 H33 0.9500 . ?
C41 C42 1.393(5) . ?
C41 H34 0.9500 . ?
C42 C43 1.395(5) . ?
C42 C45 1.491(5) . ?
C43 C44 1.375(5) . ?
C43 H35 0.9500 . ?
C44 H36 0.9500 . ?
C45 H37A 0.9800 . ?
C45 H38B 0.9800 . ?
C45 H39C 0.9800 . ?
C46 H40 1.0000 . ?
C47 H41 1.0000 . ?
C48 H42 1.0000 . ?
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
O4 S1 N1 C1 -41.3(2) . . . . ?
O3 S1 N1 C1 -171.0(2) . . . . ?
C17 S1 N1 C1 73.9(2) . . . . ?
O4 S1 N1 C15 169.1(2) . . . . ?
O3 S1 N1 C15 39.5(3) . . . . ?
C17 S1 N1 C15 -75.6(3) . . . . ?
O6 S2 N2 C4 -37.0(3) . . . . ?
O5 S2 N2 C4 -167.3(2) . . . . ?
C24 S2 N2 C4 77.7(3) . . . . ?
O6 S2 N2 C16 148.9(3) . . . . ?
O5 S2 N2 C16 18.6(3) . . . . ?
C24 S2 N2 C16 -96.5(3) . . . . ?
O9 S3 N3 C31 -33.0(3) . . . . ?
O8 S3 N3 C31 -163.1(2) . . . . ?
C39 S3 N3 C31 82.4(2) . . . . ?
O9 S3 N3 C38 -178.4(2) . . . . ?
O8 S3 N3 C38 51.5(3) . . . . ?
C39 S3 N3 C38 -63.0(3) . . . . ?
C15 N1 C1 C2 65.5(4) . . . . ?
S1 N1 C1 C2 -85.0(3) . . . . ?
C15 N1 C1 C14 -117.8(3) . . . . ?
S1 N1 C1 C14 91.6(3) . . . . ?
C14 C1 C2 C3 -4.1(5) . . . . ?
N1 C1 C2 C3 172.6(3) . . . . ?
C1 C2 C3 C4 0.1(5) . . . . ?
C2 C3 C4 C5 1.8(5) . . . . ?
C2 C3 C4 N2 -176.8(3) . . . . ?
C16 N2 C4 C3 100.1(4) . . . . ?
S2 N2 C4 C3 -74.2(4) . . . . ?
C16 N2 C4 C5 -78.6(4) . . . . ?
S2 N2 C4 C5 107.2(3) . . . . ?
C3 C4 C5 C14 0.2(5) . . . . ?
N2 C4 C5 C14 178.8(3) . . . . ?
C3 C4 C5 C6 -178.6(3) . . . . ?
N2 C4 C5 C6 0.0(5) . . . . ?
C14 C5 C6 O2 176.5(3) . . . . ?
C4 C5 C6 O2 -4.7(6) . . . . ?
C14 C5 C6 C7 -4.2(5) . . . . ?
C4 C5 C6 C7 174.5(3) . . . . ?
O2 C6 C7 C12 -173.4(4) . . . . ?
C5 C6 C7 C12 7.4(5) . . . . ?
O2 C6 C7 C8 6.2(5) . . . . ?
C5 C6 C7 C8 -173.1(3) . . . . ?
C12 C7 C8 C9 -1.9(5) . . . . ?
C6 C7 C8 C9 178.5(3) . . . . ?
C7 C8 C9 C10 0.5(6) . . . . ?
C8 C9 C10 C11 1.2(6) . . . . ?
C9 C10 C11 C12 -1.4(6) . . . . ?
C10 C11 C12 C7 -0.1(6) . . . . ?
C10 C11 C12 C13 178.1(3) . . . . ?
C8 C7 C12 C11 1.7(5) . . . . ?
C6 C7 C12 C11 -178.7(3) . . . . ?
C8 C7 C12 C13 -176.5(3) . . . . ?
C6 C7 C12 C13 3.1(5) . . . . ?
C11 C12 C13 O1 -18.6(5) . . . . ?
C7 C12 C13 O1 159.6(3) . . . . ?
C11 C12 C13 C14 165.6(3) . . . . ?
C7 C12 C13 C14 -16.2(5) . . . . ?
C2 C1 C14 C5 6.1(5) . . . . ?
N1 C1 C14 C5 -170.6(3) . . . . ?
C2 C1 C14 C13 -170.3(3) . . . . ?
N1 C1 C14 C13 13.1(5) . . . . ?
C4 C5 C14 C1 -4.1(5) . . . . ?
C6 C5 C14 C1 174.7(3) . . . . ?
C4 C5 C14 C13 172.3(3) . . . . ?
C6 C5 C14 C13 -9.0(5) . . . . ?
O1 C13 C14 C1 19.9(5) . . . . ?
C12 C13 C14 C1 -164.5(3) . . . . ?
O1 C13 C14 C5 -156.4(3) . . . . ?
C12 C13 C14 C5 19.2(5) . . . . ?
O4 S1 C17 C22 24.8(3) . . . . ?
O3 S1 C17 C22 156.8(3) . . . . ?
N1 S1 C17 C22 -89.1(3) . . . . ?
O4 S1 C17 C18 -159.4(3) . . . . ?
O3 S1 C17 C18 -27.4(3) . . . . ?
N1 S1 C17 C18 86.8(3) . . . . ?
C22 C17 C18 C19 0.4(5) . . . . ?
S1 C17 C18 C19 -175.4(3) . . . . ?
C17 C18 C19 C20 0.9(5) . . . . ?
C18 C19 C20 C21 -2.1(5) . . . . ?
C18 C19 C20 C23 178.1(3) . . . . ?
C19 C20 C21 C22 1.9(5) . . . . ?
C23 C20 C21 C22 -178.3(3) . . . . ?
C20 C21 C22 C17 -0.7(5) . . . . ?
C18 C17 C22 C21 -0.5(5) . . . . ?
S1 C17 C22 C21 175.2(2) . . . . ?
O6 S2 C24 C25 13.4(3) . . . . ?
O5 S2 C24 C25 144.3(3) . . . . ?
N2 S2 C24 C25 -102.3(3) . . . . ?
O6 S2 C24 C29 -170.2(3) . . . . ?
O5 S2 C24 C29 -39.3(3) . . . . ?
N2 S2 C24 C29 74.2(3) . . . . ?
C29 C24 C25 C26 1.0(5) . . . . ?
S2 C24 C25 C26 177.4(3) . . . . ?
C24 C25 C26 C27 0.0(5) . . . . ?
C25 C26 C27 C28 -1.0(5) . . . . ?
C25 C26 C27 C30 179.5(3) . . . . ?
C26 C27 C28 C29 1.0(5) . . . . ?
C30 C27 C28 C29 -179.4(3) . . . . ?
C27 C28 C29 C24 -0.1(5) . . . . ?
C25 C24 C29 C28 -0.9(5) . . . . ?
S2 C24 C29 C28 -177.3(3) . . . . ?
C38 N3 C31 C32 57.0(4) . . . . ?
S3 N3 C31 C32 -89.1(3) . . . . ?
C38 N3 C31 C37 -122.4(3) . . . . ?
S3 N3 C31 C37 91.5(4) . . . . ?
C37 C31 C32 C32 -1.6(6) . . . 2_655 ?
N3 C31 C32 C32 179.1(4) . . . 2_655 ?
C33 C33 C34 C35 -0.7(7) 2_655 . . . ?
C33 C34 C35 C35 -1.9(6) . . . 2_655 ?
C33 C34 C35 C36 176.8(3) . . . . ?
C35 C35 C36 O7 176.6(4) 2_655 . . . ?
C34 C35 C36 O7 -2.0(5) . . . . ?
C35 C35 C36 C37 -4.2(6) 2_655 . . . ?
C34 C35 C36 C37 177.1(3) . . . . ?
C32 C31 C37 C37 -1.2(6) . . . 2_655 ?
N3 C31 C37 C37 178.2(4) . . . 2_655 ?
C32 C31 C37 C36 179.9(3) . . . . ?
N3 C31 C37 C36 -0.8(5) . . . . ?
O7 C36 C37 C31 -0.9(6) . . . . ?
C35 C36 C37 C31 180.0(3) . . . . ?
O7 C36 C37 C37 -179.8(4) . . . 2_655 ?
C35 C36 C37 C37 1.0(6) . . . 2_655 ?
O9 S3 C39 C40 -154.4(3) . . . . ?
O8 S3 C39 C40 -22.6(3) . . . . ?
N3 S3 C39 C40 91.0(3) . . . . ?
O9 S3 C39 C44 30.6(3) . . . . ?
O8 S3 C39 C44 162.5(3) . . . . ?
N3 S3 C39 C44 -83.9(3) . . . . ?
C44 C39 C40 C41 1.3(5) . . . . ?
S3 C39 C40 C41 -173.6(3) . . . . ?
C39 C40 C41 C42 0.0(5) . . . . ?
C40 C41 C42 C43 -1.0(5) . . . . ?
C40 C41 C42 C45 178.7(3) . . . . ?
C41 C42 C43 C44 0.8(5) . . . . ?
C45 C42 C43 C44 -178.9(3) . . . . ?
C42 C43 C44 C39 0.4(5) . . . . ?
C40 C39 C44 C43 -1.5(5) . . . . ?
S3 C39 C44 C43 173.4(3) . . . . ?
