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#$Date: 2020-10-02 02:27:44 +0300 (Fri, 02 Oct 2020) $
#$Revision: 256900 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/88/4038857.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_4038857
loop_
_publ_author_name
'Ishizuka, Tomoya'
'Tanaka, Shogo'
'Uchida, Sayaka'
'Wei, Lianyu'
'Kojima, Takahiko'
_publ_section_title
;
 Selective Convergence to Atropisomers of a Porphyrin Derivative Having
 Bulky Substituents at the Periphery.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c01876
_journal_year                    2020
_chemical_formula_sum            'C87.5 H83 Cl3 F6 N4 O10 S2'
_chemical_formula_weight         1635.04
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                97.240(2)
_cell_angle_beta                 90.434(2)
_cell_angle_gamma                99.096(2)
_cell_formula_units_Z            2
_cell_length_a                   15.715(2)
_cell_length_b                   15.840(2)
_cell_length_c                   16.452(2)
_cell_measurement_reflns_used    6182
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      26.52
_cell_measurement_theta_min      2.63
_cell_volume                     4010.0(9)
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0963
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            17366
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.893
_diffrn_reflns_theta_min         1.248
_exptl_absorpt_coefficient_mu    0.243
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1706
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.080
_refine_diff_density_max         1.365
_refine_diff_density_min         -0.826
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1098
_refine_ls_number_reflns         17366
_refine_ls_number_restraints     49
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.1178
_refine_ls_R_factor_gt           0.0721
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0873P)²+0.7545P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1587
_refine_ls_wR_factor_ref         0.1793
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11409
_reflns_number_total             17366
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c01876_si_002.cif
_cod_data_source_block           Tanaka13
_cod_original_cell_volume        4010.0(10)
_cod_original_formula_sum        'C87.50 H83 Cl3 F6 N4 O10 S2'
_cod_database_code               4038857
_shelx_shelxl_version_number     2017/1
_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.
;
_shelx_estimated_absorpt_t_min   0.946
_shelx_estimated_absorpt_t_max   0.981
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.80962(8) 0.72495(8) 0.19162(7) 0.0414(3) Uani 1 1 d . . . . .
S2 S 0.50584(6) 0.71966(6) 0.48726(6) 0.0219(2) Uani 1 1 d . . . . .
F1 F 0.9043(2) 0.87658(19) 0.21919(18) 0.0618(8) Uani 1 1 d . . . . .
F2 F 0.7813(2) 0.8737(2) 0.1586(2) 0.0834(12) Uani 1 1 d . . . . .
F3 F 0.8861(2) 0.8274(2) 0.09257(18) 0.0785(11) Uani 1 1 d . . . . .
F4 F 0.50136(18) 0.88610(15) 0.51206(16) 0.0471(7) Uani 1 1 d . . . . .
F5 F 0.60655(17) 0.84718(16) 0.57482(15) 0.0445(7) Uani 1 1 d . . . . .
F6 F 0.47903(17) 0.82261(15) 0.61969(15) 0.0463(7) Uani 1 1 d . . . . .
O1 O 0.9050(2) 1.2001(2) 0.7035(2) 0.0479(9) Uani 1 1 d . . . . .
O2 O 0.95822(16) 0.37555(16) 0.57104(17) 0.0282(6) Uani 1 1 d . . . . .
O3 O 0.32816(18) 0.26836(16) 0.07221(17) 0.0301(7) Uani 1 1 d . . . . .
O4 O 0.42648(19) 1.10144(16) 0.04851(16) 0.0309(7) Uani 1 1 d . . . . .
O5 O 0.76855(18) 0.74431(17) 0.26884(16) 0.0328(7) Uani 1 1 d . . . . .
O6 O 0.8893(2) 0.6880(2) 0.1972(2) 0.0598(10) Uani 1 1 d . . . . .
O7 O 0.7500(2) 0.6845(2) 0.1264(2) 0.0578(10) Uani 1 1 d . . . . .
O8 O 0.56659(15) 0.73666(16) 0.42222(15) 0.0215(6) Uani 1 1 d . . . . .
O9 O 0.41751(18) 0.7073(2) 0.4614(2) 0.0476(9) Uani 1 1 d . . . . .
O10 O 0.5291(2) 0.66228(18) 0.54034(18) 0.0421(8) Uani 1 1 d . . . . .
N1 N 0.67152(18) 0.87694(18) 0.34345(17) 0.0164(6) Uani 1 1 d . . . . .
H1 H 0.690938 0.829110 0.325195 0.020 Uiso 1 1 calc R U . . .
N2 N 0.74958(18) 0.76045(17) 0.44818(16) 0.0126(6) Uani 1 1 d . . . . .
H2 H 0.696055 0.751052 0.428932 0.015 Uiso 1 1 calc R U . . .
N3 N 0.66244(18) 0.60465(17) 0.33632(17) 0.0146(6) Uani 1 1 d . . . . .
H3 H 0.684857 0.654049 0.320110 0.017 Uiso 1 1 calc R U . . .
N4 N 0.56711(18) 0.72048(17) 0.24771(18) 0.0161(6) Uani 1 1 d . . . . .
H4 H 0.583984 0.728484 0.299617 0.019 Uiso 1 1 calc R U . . .
C1 C 0.6078(2) 0.9089(2) 0.3057(2) 0.0165(8) Uani 1 1 d . . . . .
C2 C 0.5964(2) 0.9866(2) 0.3566(2) 0.0185(8) Uani 1 1 d . . . . .
H5 H 0.557137 1.023952 0.345766 0.022 Uiso 1 1 calc R U . . .
C3 C 0.6507(2) 0.9977(2) 0.4221(2) 0.0178(8) Uani 1 1 d . . . . .
H6 H 0.654784 1.042938 0.466447 0.021 Uiso 1 1 calc R U . . .
C4 C 0.7007(2) 0.9299(2) 0.4136(2) 0.0161(7) Uani 1 1 d . . . . .
C5 C 0.7684(2) 0.9202(2) 0.4667(2) 0.0155(7) Uani 1 1 d . . . . .
C6 C 0.7978(2) 0.8404(2) 0.4701(2) 0.0157(7) Uani 1 1 d . . . . .
C7 C 0.8804(2) 0.8271(2) 0.4955(2) 0.0205(8) Uani 1 1 d . . . . .
H7 H 0.927235 0.870957 0.514523 0.025 Uiso 1 1 calc R U . . .
C8 C 0.8813(2) 0.7401(2) 0.4878(2) 0.0176(8) Uani 1 1 d . . . . .
H8 H 0.929243 0.713041 0.498610 0.021 Uiso 1 1 calc R U . . .
C9 C 0.7972(2) 0.6973(2) 0.4607(2) 0.0134(7) Uani 1 1 d . . . . .
C10 C 0.7659(2) 0.6079(2) 0.4508(2) 0.0151(7) Uani 1 1 d . . . . .
C11 C 0.6932(2) 0.5706(2) 0.4016(2) 0.0148(7) Uani 1 1 d . . . . .
C12 C 0.6368(2) 0.4917(2) 0.4073(2) 0.0171(8) Uani 1 1 d . . . . .
H9 H 0.641552 0.453548 0.446761 0.021 Uiso 1 1 calc R U . . .
C13 C 0.5755(2) 0.4804(2) 0.3470(2) 0.0168(8) Uani 1 1 d . . . . .
H10 H 0.529209 0.433592 0.337483 0.020 Uiso 1 1 calc R U . . .
C14 C 0.5922(2) 0.5506(2) 0.3004(2) 0.0143(7) Uani 1 1 d . . . . .
C15 C 0.5471(2) 0.5617(2) 0.2283(2) 0.0169(7) Uani 1 1 d . . . . .
C16 C 0.5477(2) 0.6418(2) 0.2002(2) 0.0180(8) Uani 1 1 d . . . . .
C17 C 0.5257(2) 0.6577(2) 0.1202(2) 0.0202(8) Uani 1 1 d . . . . .
H11 H 0.509220 0.615275 0.074361 0.024 Uiso 1 1 calc R U . . .
C18 C 0.5326(2) 0.7450(2) 0.1208(2) 0.0199(8) Uani 1 1 d . . . . .
H12 H 0.523167 0.773797 0.075107 0.024 Uiso 1 1 calc R U . . .
C19 C 0.5561(2) 0.7849(2) 0.2016(2) 0.0164(7) Uani 1 1 d . . . . .
C20 C 0.5625(2) 0.8724(2) 0.2326(2) 0.0171(8) Uani 1 1 d . . . . .
C21 C 0.8081(2) 0.9939(2) 0.5267(2) 0.0179(8) Uani 1 1 d . . . . .
C22 C 0.8411(2) 1.0773(2) 0.5052(2) 0.0214(8) Uani 1 1 d . . . . .
C23 C 0.8741(2) 1.1420(2) 0.5677(3) 0.0301(10) Uani 1 1 d . . . . .
H13 H 0.899177 1.196795 0.553876 0.036 Uiso 1 1 calc R U . . .
C24 C 0.8716(3) 1.1292(3) 0.6503(3) 0.0334(10) Uani 1 1 d . . . . .
C25 C 0.8395(2) 1.0493(3) 0.6707(3) 0.0279(9) Uani 1 1 d . . . . .
H14 H 0.837992 1.039727 0.726543 0.033 Uiso 1 1 calc R U . . .
C26 C 0.8092(2) 0.9822(2) 0.6093(2) 0.0219(8) Uani 1 1 d . . . . .
H15 H 0.788608 0.926748 0.624131 0.026 Uiso 1 1 calc R U . . .
C27 C 0.8408(2) 1.0965(2) 0.4185(2) 0.0215(8) Uani 1 1 d . . . . .
C28 C 0.8891(2) 1.0562(2) 0.3589(2) 0.0238(9) Uani 1 1 d . . . . .
C29 C 0.8835(3) 1.0727(3) 0.2783(3) 0.0302(9) Uani 1 1 d . . . . .
H16 H 0.917200 1.045653 0.238316 0.036 Uiso 1 1 calc R U . . .
C30 C 0.8299(3) 1.1279(3) 0.2543(3) 0.0389(11) Uani 1 1 d . . . . .
C31 C 0.7845(3) 1.1691(3) 0.3159(3) 0.0396(12) Uani 1 1 d . . . . .
H17 H 0.747546 1.206945 0.301002 0.047 Uiso 1 1 calc R U . . .
C32 C 0.7907(3) 1.1575(2) 0.3968(3) 0.0317(10) Uani 1 1 d . . . . .
C33 C 0.9483(2) 0.9952(2) 0.3797(3) 0.0260(9) Uani 1 1 d . . . . .
H18 H 0.918975 0.935589 0.366229 0.039 Uiso 1 1 calc R U . . .
H19 H 0.963563 1.006457 0.438324 0.039 Uiso 1 1 calc R U . . .
H20 H 1.000775 1.003857 0.347921 0.039 Uiso 1 1 calc R U . . .
C34 C 0.8234(4) 1.1418(4) 0.1656(3) 0.0587(15) Uani 1 1 d . . . . .
H21 H 0.785273 1.184228 0.160156 0.088 Uiso 1 1 calc R U . . .
H22 H 0.799942 1.087178 0.132470 0.088 Uiso 1 1 calc R U . . .
H23 H 0.880847 1.163180 0.146655 0.088 Uiso 1 1 calc R U . . .
C35 C 0.7413(3) 1.2092(3) 0.4580(3) 0.0434(13) Uani 1 1 d . . . . .
H24 H 0.781231 1.256788 0.488327 0.065 Uiso 1 1 calc R U . . .
H25 H 0.713328 1.171835 0.496470 0.065 Uiso 1 1 calc R U . . .
H26 H 0.697451 1.232531 0.428958 0.065 Uiso 1 1 calc R U . . .
C36 C 0.9004(4) 1.1927(3) 0.7885(3) 0.0567(15) Uani 1 1 d . . . . .
H27 H 0.839798 1.180582 0.803447 0.085 Uiso 1 1 calc R U . . .
H28 H 0.928029 1.246853 0.820086 0.085 Uiso 1 1 calc R U . . .
H29 H 0.929998 1.145616 0.800741 0.085 Uiso 1 1 calc R U . . .
C37 C 0.8142(2) 0.5494(2) 0.4901(2) 0.0154(7) Uani 1 1 d . . . . .
C38 C 0.8425(2) 0.5634(2) 0.5727(2) 0.0155(7) Uani 1 1 d . . . . .
C39 C 0.8922(2) 0.5059(2) 0.6010(2) 0.0198(8) Uani 1 1 d . . . . .
H30 H 0.912766 0.515443 0.656348 0.024 Uiso 1 1 calc R U . . .
C40 C 0.9116(2) 0.4352(2) 0.5494(2) 0.0213(8) Uani 1 1 d . . . . .
C41 C 0.8797(2) 0.4200(2) 0.4678(2) 0.0199(8) Uani 1 1 d . . . . .
H31 H 0.890415 0.370723 0.432578 0.024 Uiso 1 1 calc R U . . .
C42 C 0.8330(2) 0.4769(2) 0.4397(2) 0.0180(8) Uani 1 1 d . . . . .
H32 H 0.812691 0.466854 0.384261 0.022 Uiso 1 1 calc R U . . .
C43 C 0.8143(2) 0.6327(2) 0.6319(2) 0.0175(8) Uani 1 1 d . . . . .
C44 C 0.8723(2) 0.7035(2) 0.6693(2) 0.0219(8) Uani 1 1 d . . . . .
C45 C 0.8394(3) 0.7717(3) 0.7148(2) 0.0292(9) Uani 1 1 d . . . . .
H33 H 0.878658 0.820202 0.739451 0.035 Uiso 1 1 calc R U . . .
C46 C 0.7520(3) 0.7710(3) 0.7250(2) 0.0269(9) Uani 1 1 d . . . . .
C47 C 0.6963(3) 0.6972(3) 0.6928(2) 0.0259(9) Uani 1 1 d . . . . .
H34 H 0.636389 0.694169 0.702083 0.031 Uiso 1 1 calc R U . . .
C48 C 0.7253(2) 0.6273(2) 0.6474(2) 0.0204(8) Uani 1 1 d . . . . .
C49 C 0.9684(2) 0.7110(3) 0.6627(3) 0.0309(9) Uani 1 1 d . . . . .
H35 H 0.992657 0.769706 0.653142 0.046 Uiso 1 1 calc R U . . .
H36 H 0.982014 0.669893 0.616859 0.046 Uiso 1 1 calc R U . . .
H37 H 0.993277 0.698249 0.713690 0.046 Uiso 1 1 calc R U . . .
C50 C 0.7167(3) 0.8469(3) 0.7702(3) 0.0390(11) Uani 1 1 d . . . . .
H38 H 0.764355 0.888478 0.797579 0.058 Uiso 1 1 calc R U . . .
H39 H 0.676210 0.826591 0.811227 0.058 Uiso 1 1 calc R U . . .
H40 H 0.686859 0.874719 0.731146 0.058 Uiso 1 1 calc R U . . .
C51 C 0.6610(2) 0.5480(3) 0.6188(2) 0.0266(9) Uani 1 1 d . . . . .
H41 H 0.622109 0.534532 0.663339 0.040 Uiso 1 1 calc R U . . .
H42 H 0.691495 0.499390 0.602747 0.040 Uiso 1 1 calc R U . . .
H43 H 0.627426 0.558452 0.571667 0.040 Uiso 1 1 calc R U . . .
C52 C 0.9980(3) 0.3897(3) 0.6520(2) 0.0316(10) Uani 1 1 d . . . . .
H44 H 1.034196 0.446596 0.660391 0.047 Uiso 1 1 calc R U . . .
H45 H 1.033653 0.345141 0.657427 0.047 Uiso 1 1 calc R U . . .
H46 H 0.953158 0.386962 0.693064 0.047 Uiso 1 1 calc R U . . .
C53 C 0.4921(2) 0.4848(2) 0.1833(2) 0.0175(8) Uani 1 1 d . . . . .
C54 C 0.5238(2) 0.4078(2) 0.1531(2) 0.0181(8) Uani 1 1 d . . . . .
C55 C 0.4653(2) 0.3377(2) 0.1165(2) 0.0207(8) Uani 1 1 d . . . . .
H47 H 0.485687 0.285762 0.096627 0.025 Uiso 1 1 calc R U . . .
C56 C 0.3791(2) 0.3415(2) 0.1082(2) 0.0219(8) Uani 1 1 d . . . . .
C57 C 0.3469(2) 0.4176(2) 0.1368(2) 0.0212(8) Uani 1 1 d . . . . .
H48 H 0.287231 0.420681 0.131393 0.025 Uiso 1 1 calc R U . . .
C58 C 0.4047(2) 0.4881(2) 0.1730(2) 0.0210(8) Uani 1 1 d . . . . .
H49 H 0.383965 0.540261 0.191365 0.025 Uiso 1 1 calc R U . . .
C59 C 0.6185(2) 0.4043(2) 0.1578(2) 0.0187(8) Uani 1 1 d . . . . .
C60 C 0.6748(2) 0.4524(2) 0.1086(2) 0.0216(8) Uani 1 1 d . . . . .
C61 C 0.7628(3) 0.4575(2) 0.1183(2) 0.0282(9) Uani 1 1 d . . . . .
H50 H 0.799926 0.490257 0.084493 0.034 Uiso 1 1 calc R U . . .
C62 C 0.7983(3) 0.4160(3) 0.1761(3) 0.0320(10) Uani 1 1 d . . . . .
C63 C 0.7422(3) 0.3637(2) 0.2212(2) 0.0276(9) Uani 1 1 d . . . . .
H51 H 0.765639 0.332282 0.259079 0.033 Uiso 1 1 calc R U . . .
C64 C 0.6532(2) 0.3560(2) 0.2124(2) 0.0213(8) Uani 1 1 d . . . . .
C65 C 0.6423(3) 0.4975(3) 0.0420(2) 0.0283(9) Uani 1 1 d . . . . .
H52 H 0.579280 0.483355 0.037371 0.043 Uiso 1 1 calc R U . . .
H53 H 0.667144 0.478395 -0.010225 0.043 Uiso 1 1 calc R U . . .
H54 H 0.659218 0.559941 0.055730 0.043 Uiso 1 1 calc R U . . .
C66 C 0.8947(3) 0.4239(4) 0.1889(3) 0.0530(14) Uani 1 1 d . . . . .
H55 H 0.907243 0.406520 0.242175 0.079 Uiso 1 1 calc R U . . .
H56 H 0.921576 0.483885 0.187334 0.079 Uiso 1 1 calc R U . . .
H57 H 0.917704 0.386532 0.145290 0.079 Uiso 1 1 calc R U . . .
C67 C 0.5974(3) 0.2948(2) 0.2616(2) 0.0257(9) Uani 1 1 d . . . . .
H58 H 0.602656 0.235212 0.240568 0.039 Uiso 1 1 calc R U . . .
H59 H 0.537083 0.302842 0.256605 0.039 Uiso 1 1 calc R U . . .
H60 H 0.616372 0.306835 0.319343 0.039 Uiso 1 1 calc R U . . .
C68 C 0.2366(3) 0.2694(3) 0.0653(3) 0.0332(10) Uani 1 1 d . . . . .
H61 H 0.214180 0.284099 0.119775 0.050 Uiso 1 1 calc R U . . .
H62 H 0.207240 0.212316 0.041278 0.050 Uiso 1 1 calc R U . . .
H63 H 0.226162 0.312382 0.030016 0.050 Uiso 1 1 calc R U . . .
C69 C 0.5199(2) 0.9309(2) 0.1866(2) 0.0177(8) Uani 1 1 d . . . . .
C70 C 0.4337(2) 0.9112(2) 0.1569(2) 0.0177(8) Uani 1 1 d . . . . .
C71 C 0.4017(2) 0.9690(2) 0.1123(2) 0.0212(8) Uani 1 1 d . . . . .
H64 H 0.343236 0.956829 0.093285 0.025 Uiso 1 1 calc R U . . .
C72 C 0.4529(3) 1.0440(2) 0.0950(2) 0.0243(9) Uani 1 1 d . . . . .
C73 C 0.5366(3) 1.0650(2) 0.1270(2) 0.0254(9) Uani 1 1 d . . . . .
H65 H 0.571248 1.117590 0.117835 0.031 Uiso 1 1 calc R U . . .
C74 C 0.5694(2) 1.0093(2) 0.1721(2) 0.0218(8) Uani 1 1 d . . . . .
H66 H 0.626730 1.024117 0.193814 0.026 Uiso 1 1 calc R U . . .
C75 C 0.3733(2) 0.8317(2) 0.1733(2) 0.0227(8) Uani 1 1 d . . . . .
C76 C 0.3372(2) 0.7700(2) 0.1071(2) 0.0255(9) Uani 1 1 d . . . . .
C77 C 0.2848(3) 0.6949(3) 0.1241(3) 0.0326(10) Uani 1 1 d . . . . .
H67 H 0.260550 0.653488 0.079788 0.039 Uiso 1 1 calc R U . . .
C78 C 0.2672(3) 0.6788(3) 0.2039(3) 0.0365(11) Uani 1 1 d . . . . .
C79 C 0.3001(3) 0.7407(3) 0.2669(3) 0.0350(11) Uani 1 1 d . . . . .
H68 H 0.287048 0.730785 0.321530 0.042 Uiso 1 1 calc R U . . .
C80 C 0.3525(3) 0.8185(3) 0.2542(2) 0.0282(9) Uani 1 1 d . . . . .
C81 C 0.3528(3) 0.7819(3) 0.0185(2) 0.0300(9) Uani 1 1 d . . . . .
H69 H 0.353291 0.725682 -0.013874 0.045 Uiso 1 1 calc R U . . .
H70 H 0.408425 0.818845 0.014353 0.045 Uiso 1 1 calc R U . . .
H71 H 0.306699 0.809062 -0.002551 0.045 Uiso 1 1 calc R U . . .
C82 C 0.2104(3) 0.5963(3) 0.2205(4) 0.0599(16) Uani 1 1 d . . . . .
H72 H 0.222690 0.584579 0.276077 0.090 Uiso 1 1 calc R U . . .
H73 H 0.222118 0.548273 0.180752 0.090 Uiso 1 1 calc R U . . .
H74 H 0.149647 0.602748 0.215263 0.090 Uiso 1 1 calc R U . . .
C83 C 0.3813(3) 0.8844(3) 0.3272(2) 0.0371(11) Uani 1 1 d . . . . .
H75 H 0.430412 0.868034 0.355109 0.056 Uiso 1 1 calc R U . . .
H76 H 0.333771 0.887087 0.365150 0.056 Uiso 1 1 calc R U . . .
H77 H 0.398613 0.941020 0.308954 0.056 Uiso 1 1 calc R U . . .
C84 C 0.3429(3) 1.0791(3) 0.0096(2) 0.0307(10) Uani 1 1 d . . . . .
H78 H 0.338025 1.022098 -0.022815 0.046 Uiso 1 1 calc R U . . .
H79 H 0.334539 1.121969 -0.026519 0.046 Uiso 1 1 calc R U . . .
H80 H 0.298750 1.077784 0.051378 0.046 Uiso 1 1 calc R U . . .
C85 C 0.8454(3) 0.8309(3) 0.1639(3) 0.0447(12) Uani 1 1 d . . . . .
C86 C 0.5245(3) 0.8236(2) 0.5522(2) 0.0272(9) Uani 1 1 d . . . . .
Cl1 Cl 0.90878(12) 0.55719(14) -0.05548(13) 0.0977(6) Uani 1 1 d . . . . .
Cl2 Cl 1.0127(5) 0.7259(2) -0.0208(3) 0.145(3) Uani 0.583(10) 1 d . . P A 1
Cl3 Cl 1.0626(6) 0.6618(15) 0.0211(7) 0.378(14) Uani 0.417(10) 1 d . . P A 2
C87 C 0.9721(13) 0.6307(11) 0.0244(10) 0.070(5) Uani 0.583(10) 1 d . U P A 1
H81 H 1.020209 0.604381 0.043995 0.084 Uiso 0.583(10) 1 calc R U P A 1
H82 H 0.935646 0.644887 0.071439 0.084 Uiso 0.583(10) 1 calc R U P A 1
C88 C 0.959(3) 0.627(3) 0.015(2) 0.162(19) Uani 0.417(10) 1 d . . P A 2
H83 H 0.930880 0.678900 0.015636 0.194 Uiso 0.417(10) 1 calc R U P A 2
H84 H 0.944065 0.603966 0.067413 0.194 Uiso 0.417(10) 1 calc R U P A 2
Cl6 Cl 0.0648(6) 0.0228(7) 0.0752(6) 0.211(4) Uani 0.5 1 d D . P B 2
C89 C 0.0760(13) -0.0112(14) 0.0208(17) 0.071(7) Uani 0.25 1 d D U P C 1
H91 H 0.0666(11) -0.027(3) -0.0502(10) 0.02(3) Uiso 0.25 1 d D U P D 2
H90 H 0.1019(19) 0.008(4) -0.026(3) 0.2(2) Uiso 0.25 1 d D . P E 1
H89 H 0.084(2) 0.0473(15) 0.044(4) 0.08(13) Uiso 0.25 1 d D . P F 1
Cl4 Cl -0.0286(14) -0.035(2) -0.003(3) 0.47(2) Uani 0.25 1 d D U P C 1
Cl5 Cl 0.1434(13) -0.0600(13) 0.0646(12) 0.360(19) Uani 0.25 1 d D . P C 1
C90 C 0.0249(13) -0.0271(10) -0.0110(10) 0.056(4) Uani 0.25 1 d D U P B 2
H92 H 0.020(3) -0.0856(11) -0.012(2) 0.02(3) Uiso 0.25 1 d D U P G 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
_geom_angle_publ_flag
O7 S1 O5 113.4(2) . . ?
O7 S1 O6 115.8(2) . . ?
O5 S1 O6 115.3(2) . . ?
O7 S1 C85 103.8(2) . . ?
O5 S1 C85 102.0(2) . . ?
O6 S1 C85 104.2(2) . . ?
O10 S2 O9 116.6(2) . . ?
O10 S2 O8 114.54(17) . . ?
O9 S2 O8 114.19(18) . . ?
O10 S2 C86 102.76(18) . . ?
O9 S2 C86 105.3(2) . . ?
O8 S2 C86 100.80(16) . . ?
C24 O1 C36 117.3(4) . . ?
C40 O2 C52 118.1(3) . . ?
C56 O3 C68 117.7(3) . . ?
C72 O4 C84 117.6(3) . . ?
C4 N1 C1 110.4(3) . . ?
C4 N1 H1 124.8 . . ?
C1 N1 H1 124.8 . . ?
C6 N2 C9 110.0(3) . . ?
C6 N2 H2 125.0 . . ?
C9 N2 H2 125.0 . . ?
C14 N3 C11 110.2(3) . . ?
C14 N3 H3 124.9 . . ?
C11 N3 H3 124.9 . . ?
C16 N4 C19 109.5(3) . . ?
C16 N4 H4 125.2 . . ?
C19 N4 H4 125.2 . . ?
N1 C1 C20 126.8(3) . . ?
N1 C1 C2 106.0(3) . . ?
C20 C1 C2 127.2(3) . . ?
C3 C2 C1 108.5(3) . . ?
C3 C2 H5 125.7 . . ?
C1 C2 H5 125.7 . . ?
C2 C3 C4 108.2(3) . . ?
C2 C3 H6 125.9 . . ?
C4 C3 H6 125.9 . . ?
N1 C4 C5 126.7(3) . . ?
N1 C4 C3 106.8(3) . . ?
C5 C4 C3 126.4(3) . . ?
C4 C5 C6 123.2(3) . . ?
C4 C5 C21 120.0(3) . . ?
C6 C5 C21 116.7(3) . . ?
N2 C6 C7 107.1(3) . . ?
N2 C6 C5 125.1(3) . . ?
C7 C6 C5 127.8(3) . . ?
C8 C7 C6 108.3(3) . . ?
C8 C7 H7 125.9 . . ?
C6 C7 H7 125.9 . . ?
C7 C8 C9 107.8(3) . . ?
C7 C8 H8 126.1 . . ?
C9 C8 H8 126.1 . . ?
N2 C9 C10 125.3(3) . . ?
N2 C9 C8 106.8(3) . . ?
C10 C9 C8 127.9(3) . . ?
C11 C10 C9 122.7(3) . . ?
C11 C10 C37 117.9(3) . . ?
C9 C10 C37 119.4(3) . . ?
N3 C11 C10 125.4(3) . . ?
N3 C11 C12 106.3(3) . . ?
C10 C11 C12 128.3(3) . . ?
C13 C12 C11 108.3(3) . . ?
C13 C12 H9 125.9 . . ?
C11 C12 H9 125.9 . . ?
C12 C13 C14 108.4(3) . . ?
C12 C13 H10 125.8 . . ?
C14 C13 H10 125.8 . . ?
N3 C14 C15 126.0(3) . . ?
N3 C14 C13 106.9(3) . . ?
C15 C14 C13 127.1(3) . . ?
C16 C15 C14 123.7(3) . . ?
C16 C15 C53 118.4(3) . . ?
C14 C15 C53 117.8(3) . . ?
N4 C16 C15 125.1(3) . . ?
N4 C16 C17 107.2(3) . . ?
C15 C16 C17 127.7(3) . . ?
C18 C17 C16 108.0(3) . . ?
C18 C17 H11 126.0 . . ?
C16 C17 H11 126.0 . . ?
C17 C18 C19 108.1(3) . . ?
C17 C18 H12 125.9 . . ?
C19 C18 H12 125.9 . . ?
N4 C19 C20 124.6(3) . . ?
N4 C19 C18 107.2(3) . . ?
C20 C19 C18 128.1(3) . . ?
C19 C20 C1 123.0(3) . . ?
C19 C20 C69 119.6(3) . . ?
C1 C20 C69 117.4(3) . . ?
C26 C21 C22 118.2(3) . . ?
C26 C21 C5 118.0(3) . . ?
C22 C21 C5 123.7(3) . . ?
C23 C22 C21 118.2(3) . . ?
C23 C22 C27 119.7(3) . . ?
C21 C22 C27 122.1(3) . . ?
C22 C23 C24 122.2(4) . . ?
C22 C23 H13 118.9 . . ?
C24 C23 H13 118.9 . . ?
O1 C24 C25 126.1(4) . . ?
O1 C24 C23 114.4(4) . . ?
C25 C24 C23 119.4(4) . . ?
C24 C25 C26 119.8(4) . . ?
C24 C25 H14 120.1 . . ?
C26 C25 H14 120.1 . . ?
C25 C26 C21 122.1(4) . . ?
C25 C26 H15 118.9 . . ?
C21 C26 H15 118.9 . . ?
C28 C27 C32 119.4(4) . . ?
C28 C27 C22 121.6(3) . . ?
C32 C27 C22 118.9(3) . . ?
C29 C28 C27 119.7(3) . . ?
C29 C28 C33 118.6(4) . . ?
C27 C28 C33 121.8(3) . . ?
C28 C29 C30 121.9(4) . . ?
C28 C29 H16 119.1 . . ?
C30 C29 H16 119.1 . . ?
C29 C30 C31 116.9(4) . . ?
C29 C30 C34 120.3(4) . . ?
C31 C30 C34 122.8(4) . . ?
C32 C31 C30 123.2(4) . . ?
C32 C31 H17 118.4 . . ?
C30 C31 H17 118.4 . . ?
C31 C32 C27 118.6(4) . . ?
C31 C32 C35 117.9(4) . . ?
C27 C32 C35 123.4(4) . . ?
C28 C33 H18 109.5 . . ?
C28 C33 H19 109.5 . . ?
H18 C33 H19 109.5 . . ?
C28 C33 H20 109.5 . . ?
H18 C33 H20 109.5 . . ?
H19 C33 H20 109.5 . . ?
C30 C34 H21 109.5 . . ?
C30 C34 H22 109.5 . . ?
H21 C34 H22 109.5 . . ?
C30 C34 H23 109.5 . . ?
H21 C34 H23 109.5 . . ?
H22 C34 H23 109.5 . . ?
C32 C35 H24 109.5 . . ?
C32 C35 H25 109.5 . . ?
H24 C35 H25 109.5 . . ?
C32 C35 H26 109.5 . . ?
H24 C35 H26 109.5 . . ?
H25 C35 H26 109.5 . . ?
O1 C36 H27 109.5 . . ?
O1 C36 H28 109.5 . . ?
H27 C36 H28 109.5 . . ?
O1 C36 H29 109.5 . . ?
H27 C36 H29 109.5 . . ?
H28 C36 H29 109.5 . . ?
C42 C37 C38 119.1(3) . . ?
C42 C37 C10 116.6(3) . . ?
C38 C37 C10 124.3(3) . . ?
C37 C38 C39 118.6(3) . . ?
C37 C38 C43 121.3(3) . . ?
C39 C38 C43 119.9(3) . . ?
C40 C39 C38 121.3(3) . . ?
C40 C39 H30 119.4 . . ?
C38 C39 H30 119.4 . . ?
O2 C40 C39 125.7(3) . . ?
O2 C40 C41 114.8(3) . . ?
C39 C40 C41 119.4(3) . . ?
C42 C41 C40 119.3(3) . . ?
C42 C41 H31 120.3 . . ?
C40 C41 H31 120.3 . . ?
C41 C42 C37 122.2(3) . . ?
C41 C42 H32 118.9 . . ?
C37 C42 H32 118.9 . . ?
C44 C43 C48 119.5(3) . . ?
C44 C43 C38 122.3(3) . . ?
C48 C43 C38 118.2(3) . . ?
C43 C44 C45 118.8(4) . . ?
C43 C44 C49 123.3(3) . . ?
C45 C44 C49 117.9(4) . . ?
C46 C45 C44 122.4(4) . . ?
C46 C45 H33 118.8 . . ?
C44 C45 H33 118.8 . . ?
C45 C46 C47 117.7(4) . . ?
C45 C46 C50 122.1(4) . . ?
C47 C46 C50 120.2(4) . . ?
C46 C47 C48 122.3(4) . . ?
C46 C47 H34 118.8 . . ?
C48 C47 H34 118.8 . . ?
C47 C48 C43 118.9(4) . . ?
C47 C48 C51 118.7(3) . . ?
C43 C48 C51 122.4(3) . . ?
C44 C49 H35 109.5 . . ?
C44 C49 H36 109.5 . . ?
H35 C49 H36 109.5 . . ?
C44 C49 H37 109.5 . . ?
H35 C49 H37 109.5 . . ?
H36 C49 H37 109.5 . . ?
C46 C50 H38 109.5 . . ?
C46 C50 H39 109.5 . . ?
H38 C50 H39 109.5 . . ?
C46 C50 H40 109.5 . . ?
H38 C50 H40 109.5 . . ?
H39 C50 H40 109.5 . . ?
C48 C51 H41 109.5 . . ?
C48 C51 H42 109.5 . . ?
H41 C51 H42 109.5 . . ?
C48 C51 H43 109.5 . . ?
H41 C51 H43 109.5 . . ?
H42 C51 H43 109.5 . . ?
O2 C52 H44 109.5 . . ?
O2 C52 H45 109.5 . . ?
H44 C52 H45 109.5 . . ?
O2 C52 H46 109.5 . . ?
H44 C52 H46 109.5 . . ?
H45 C52 H46 109.5 . . ?
C58 C53 C54 119.0(3) . . ?
C58 C53 C15 117.6(3) . . ?
C54 C53 C15 123.3(3) . . ?
C55 C54 C53 118.4(3) . . ?
C55 C54 C59 121.3(3) . . ?
C53 C54 C59 120.2(3) . . ?
C56 C55 C54 121.8(3) . . ?
C56 C55 H47 119.1 . . ?
C54 C55 H47 119.1 . . ?
O3 C56 C55 116.3(3) . . ?
O3 C56 C57 123.2(3) . . ?
C55 C56 C57 120.5(3) . . ?
C58 C57 C56 118.2(3) . . ?
C58 C57 H48 120.9 . . ?
C56 C57 H48 120.9 . . ?
C57 C58 C53 122.1(3) . . ?
C57 C58 H49 119.0 . . ?
C53 C58 H49 119.0 . . ?
C60 C59 C64 118.8(3) . . ?
C60 C59 C54 119.5(3) . . ?
C64 C59 C54 121.7(3) . . ?
C61 C60 C59 120.3(3) . . ?
C61 C60 C65 117.8(3) . . ?
C59 C60 C65 122.0(3) . . ?
C60 C61 C62 121.7(4) . . ?
C60 C61 H50 119.1 . . ?
C62 C61 H50 119.1 . . ?
C61 C62 C63 117.9(4) . . ?
C61 C62 C66 121.8(4) . . ?
C63 C62 C66 120.3(4) . . ?
C64 C63 C62 122.0(3) . . ?
C64 C63 H51 119.0 . . ?
C62 C63 H51 119.0 . . ?
C63 C64 C59 118.9(3) . . ?
C63 C64 C67 118.2(3) . . ?
C59 C64 C67 122.8(3) . . ?
C60 C65 H52 109.5 . . ?
C60 C65 H53 109.5 . . ?
H52 C65 H53 109.5 . . ?
C60 C65 H54 109.5 . . ?
H52 C65 H54 109.5 . . ?
H53 C65 H54 109.5 . . ?
C62 C66 H55 109.5 . . ?
C62 C66 H56 109.5 . . ?
H55 C66 H56 109.5 . . ?
C62 C66 H57 109.5 . . ?
H55 C66 H57 109.5 . . ?
H56 C66 H57 109.5 . . ?
C64 C67 H58 109.5 . . ?
C64 C67 H59 109.5 . . ?
H58 C67 H59 109.5 . . ?
C64 C67 H60 109.5 . . ?
H58 C67 H60 109.5 . . ?
H59 C67 H60 109.5 . . ?
O3 C68 H61 109.5 . . ?
O3 C68 H62 109.5 . . ?
H61 C68 H62 109.5 . . ?
O3 C68 H63 109.5 . . ?
H61 C68 H63 109.5 . . ?
H62 C68 H63 109.5 . . ?
C74 C69 C70 118.8(3) . . ?
C74 C69 C20 117.7(3) . . ?
C70 C69 C20 123.6(3) . . ?
C71 C70 C69 118.7(3) . . ?
C71 C70 C75 118.1(3) . . ?
C69 C70 C75 123.2(3) . . ?
C72 C71 C70 121.7(4) . . ?
C72 C71 H64 119.2 . . ?
C70 C71 H64 119.2 . . ?
O4 C72 C71 124.6(4) . . ?
O4 C72 C73 116.0(3) . . ?
C71 C72 C73 119.4(3) . . ?
C74 C73 C72 119.8(3) . . ?
C74 C73 H65 120.1 . . ?
C72 C73 H65 120.1 . . ?
C73 C74 C69 121.5(4) . . ?
C73 C74 H66 119.3 . . ?
C69 C74 H66 119.3 . . ?
C80 C75 C76 119.8(3) . . ?
C80 C75 C70 120.2(4) . . ?
C76 C75 C70 120.0(3) . . ?
C77 C76 C75 118.9(4) . . ?
C77 C76 C81 118.3(4) . . ?
C75 C76 C81 122.9(3) . . ?
C78 C77 C76 122.0(4) . . ?
C78 C77 H67 119.0 . . ?
C76 C77 H67 119.0 . . ?
C79 C78 C77 118.2(4) . . ?
C79 C78 C82 121.0(4) . . ?
C77 C78 C82 120.8(5) . . ?
C78 C79 C80 122.8(4) . . ?
C78 C79 H68 118.6 . . ?
C80 C79 H68 118.6 . . ?
C75 C80 C79 118.2(4) . . ?
C75 C80 C83 123.1(4) . . ?
C79 C80 C83 118.7(4) . . ?
C76 C81 H69 109.5 . . ?
C76 C81 H70 109.5 . . ?
H69 C81 H70 109.5 . . ?
C76 C81 H71 109.5 . . ?
H69 C81 H71 109.5 . . ?
H70 C81 H71 109.5 . . ?
C78 C82 H72 109.5 . . ?
C78 C82 H73 109.5 . . ?
H72 C82 H73 109.5 . . ?
C78 C82 H74 109.5 . . ?
H72 C82 H74 109.5 . . ?
H73 C82 H74 109.5 . . ?
C80 C83 H75 109.5 . . ?
C80 C83 H76 109.5 . . ?
H75 C83 H76 109.5 . . ?
C80 C83 H77 109.5 . . ?
H75 C83 H77 109.5 . . ?
H76 C83 H77 109.5 . . ?
O4 C84 H78 109.5 . . ?
O4 C84 H79 109.5 . . ?
H78 C84 H79 109.5 . . ?
O4 C84 H80 109.5 . . ?
H78 C84 H80 109.5 . . ?
H79 C84 H80 109.5 . . ?
F2 C85 F3 108.9(4) . . ?
F2 C85 F1 108.7(4) . . ?
F3 C85 F1 104.9(4) . . ?
F2 C85 S1 111.7(3) . . ?
F3 C85 S1 111.7(4) . . ?
F1 C85 S1 110.7(3) . . ?
F5 C86 F6 107.6(3) . . ?
F5 C86 F4 107.4(3) . . ?
F6 C86 F4 106.9(3) . . ?
F5 C86 S2 111.8(3) . . ?
F6 C86 S2 112.1(3) . . ?
F4 C86 S2 110.8(3) . . ?
Cl1 C87 Cl2 106.3(10) . . ?
Cl1 C87 H81 110.5 . . ?
Cl2 C87 H81 110.5 . . ?
Cl1 C87 H82 110.5 . . ?
Cl2 C87 H82 110.5 . . ?
H81 C87 H82 108.7 . . ?
Cl3 C88 Cl1 126(2) . . ?
Cl3 C88 H83 105.8 . . ?
Cl1 C88 H83 105.8 . . ?
Cl3 C88 H84 105.8 . . ?
Cl1 C88 H84 105.8 . . ?
H83 C88 H84 106.2 . . ?
C90 Cl6 C90 43.9(10) . 2 ?
Cl4 C89 Cl5 167(4) 2 . ?
Cl4 C89 Cl4 51(3) 2 . ?
Cl5 C89 Cl4 134.2(12) . . ?
Cl4 C89 H90 80(4) 2 . ?
Cl5 C89 H90 107.5(14) . . ?
Cl4 C89 H90 104.7(13) . . ?
Cl4 C89 H89 60(3) 2 . ?
Cl5 C89 H89 108.6(18) . . ?
Cl4 C89 H89 104.5(13) . . ?
H90 C89 H89 87.4(10) . . ?
C89 Cl4 Cl4 84(4) 2 2 ?
C89 Cl4 C89 129(3) 2 . ?
Cl4 Cl4 C89 44.8(19) 2 . ?
C89 Cl4 H89 49.5(18) 2 2 ?
Cl4 Cl4 H89 125(6) 2 2 ?
C89 Cl4 H89 155(4) . 2 ?
C90 C90 Cl6 75.0(15) 2 . ?
C90 C90 H91 131(2) 2 . ?
Cl6 C90 H91 110.8(16) . . ?
Cl6 C90 H91 98.7(15) 2 . ?
C90 C90 H92 134(2) 2 . ?
Cl6 C90 H92 111.7(16) . . ?
Cl6 C90 H92 99.4(15) 2 . ?
H91 C90 H92 90.7(12) . . ?
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
S1 O7 1.436(3) . ?
S1 O5 1.450(3) . ?
S1 O6 1.471(3) . ?
S1 C85 1.800(5) . ?
S2 O10 1.422(3) . ?
S2 O9 1.425(3) . ?
S2 O8 1.461(2) . ?
S2 C86 1.827(4) . ?
F1 C85 1.348(5) . ?
F2 C85 1.308(6) . ?
F3 C85 1.340(5) . ?
F4 C86 1.350(4) . ?
F5 C86 1.322(5) . ?
F6 C86 1.325(4) . ?
O1 C24 1.365(5) . ?
O1 C36 1.419(6) . ?
O2 C40 1.363(4) . ?
O2 C52 1.443(5) . ?
O3 C56 1.364(4) . ?
O3 C68 1.446(5) . ?
O4 C72 1.369(4) . ?
O4 C84 1.430(5) . ?
N1 C4 1.369(4) . ?
N1 C1 1.369(4) . ?
N1 H1 0.8800 . ?
N2 C6 1.373(4) . ?
N2 C9 1.375(4) . ?
N2 H2 0.8800 . ?
N3 C14 1.366(4) . ?
N3 C11 1.377(4) . ?
N3 H3 0.8800 . ?
N4 C16 1.375(4) . ?
N4 C19 1.377(4) . ?
N4 H4 0.8800 . ?
C1 C20 1.403(5) . ?
C1 C2 1.435(5) . ?
C2 C3 1.347(5) . ?
C2 H5 0.9500 . ?
C3 C4 1.421(4) . ?
C3 H6 0.9500 . ?
C4 C5 1.409(5) . ?
C5 C6 1.422(4) . ?
C5 C21 1.482(5) . ?
C6 C7 1.415(5) . ?
C7 C8 1.371(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.426(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.412(5) . ?
C10 C11 1.401(5) . ?
C10 C37 1.489(4) . ?
C11 C12 1.428(5) . ?
C12 C13 1.353(5) . ?
C12 H9 0.9500 . ?
C13 C14 1.421(5) . ?
C13 H10 0.9500 . ?
C14 C15 1.420(5) . ?
C15 C16 1.402(5) . ?
C15 C53 1.487(5) . ?
C16 C17 1.421(5) . ?
C17 C18 1.368(5) . ?
C17 H11 0.9500 . ?
C18 C19 1.417(5) . ?
C18 H12 0.9500 . ?
C19 C20 1.403(5) . ?
C20 C69 1.500(4) . ?
C21 C26 1.395(5) . ?
C21 C22 1.429(5) . ?
C22 C23 1.392(5) . ?
C22 C27 1.496(5) . ?
C23 C24 1.398(6) . ?
C23 H13 0.9500 . ?
C24 C25 1.370(6) . ?
C25 C26 1.393(5) . ?
C25 H14 0.9500 . ?
C26 H15 0.9500 . ?
C27 C28 1.397(5) . ?
C27 C32 1.416(5) . ?
C28 C29 1.388(5) . ?
C28 C33 1.510(5) . ?
C29 C30 1.393(6) . ?
C29 H16 0.9500 . ?
C30 C31 1.398(6) . ?
C30 C34 1.508(6) . ?
C31 C32 1.370(6) . ?
C31 H17 0.9500 . ?
C32 C35 1.515(6) . ?
C33 H18 0.9800 . ?
C33 H19 0.9800 . ?
C33 H20 0.9800 . ?
C34 H21 0.9800 . ?
C34 H22 0.9800 . ?
C34 H23 0.9800 . ?
C35 H24 0.9800 . ?
C35 H25 0.9800 . ?
C35 H26 0.9800 . ?
C36 H27 0.9800 . ?
C36 H28 0.9800 . ?
C36 H29 0.9800 . ?
C37 C42 1.402(5) . ?
C37 C38 1.407(5) . ?
C38 C39 1.407(5) . ?
C38 C43 1.496(5) . ?
C39 C40 1.393(5) . ?
C39 H30 0.9500 . ?
C40 C41 1.408(5) . ?
C41 C42 1.368(5) . ?
C41 H31 0.9500 . ?
C42 H32 0.9500 . ?
C43 C44 1.401(5) . ?
C43 C48 1.415(5) . ?
C44 C45 1.404(5) . ?
C44 C49 1.503(5) . ?
C45 C46 1.383(6) . ?
C45 H33 0.9500 . ?
C46 C47 1.387(6) . ?
C46 C50 1.516(5) . ?
C47 C48 1.395(5) . ?
C47 H34 0.9500 . ?
C48 C51 1.504(5) . ?
C49 H35 0.9800 . ?
C49 H36 0.9800 . ?
C49 H37 0.9800 . ?
C50 H38 0.9800 . ?
C50 H39 0.9800 . ?
C50 H40 0.9800 . ?
C51 H41 0.9800 . ?
C51 H42 0.9800 . ?
C51 H43 0.9800 . ?
C52 H44 0.9800 . ?
C52 H45 0.9800 . ?
C52 H46 0.9800 . ?
C53 C58 1.393(5) . ?
C53 C54 1.423(5) . ?
C54 C55 1.393(5) . ?
C54 C59 1.500(5) . ?
C55 C56 1.373(5) . ?
C55 H47 0.9500 . ?
C56 C57 1.408(5) . ?
C57 C58 1.390(5) . ?
C57 H48 0.9500 . ?
C58 H49 0.9500 . ?
C59 C60 1.405(5) . ?
C59 C64 1.410(5) . ?
C60 C61 1.379(5) . ?
C60 C65 1.507(5) . ?
C61 C62 1.383(6) . ?
C61 H50 0.9500 . ?
C62 C63 1.396(5) . ?
C62 C66 1.510(6) . ?
C63 C64 1.391(5) . ?
C63 H51 0.9500 . ?
C64 C67 1.517(5) . ?
C65 H52 0.9800 . ?
C65 H53 0.9800 . ?
C65 H54 0.9800 . ?
C66 H55 0.9800 . ?
C66 H56 0.9800 . ?
C66 H57 0.9800 . ?
C67 H58 0.9800 . ?
C67 H59 0.9800 . ?
C67 H60 0.9800 . ?
C68 H61 0.9800 . ?
C68 H62 0.9800 . ?
C68 H63 0.9800 . ?
C69 C74 1.405(5) . ?
C69 C70 1.410(5) . ?
C70 C71 1.393(5) . ?
C70 C75 1.508(5) . ?
C71 C72 1.387(5) . ?
C71 H64 0.9500 . ?
C72 C73 1.389(5) . ?
C73 C74 1.377(5) . ?
C73 H65 0.9500 . ?
C74 H66 0.9500 . ?
C75 C80 1.406(5) . ?
C75 C76 1.417(5) . ?
C76 C77 1.396(5) . ?
C76 C81 1.510(5) . ?
C77 C78 1.390(6) . ?
C77 H67 0.9500 . ?
C78 C79 1.371(6) . ?
C78 C82 1.518(6) . ?
C79 C80 1.409(6) . ?
C79 H68 0.9500 . ?
C80 C83 1.505(6) . ?
C81 H69 0.9800 . ?
C81 H70 0.9800 . ?
C81 H71 0.9800 . ?
C82 H72 0.9800 . ?
C82 H73 0.9800 . ?
C82 H74 0.9800 . ?
C83 H75 0.9800 . ?
C83 H76 0.9800 . ?
C83 H77 0.9800 . ?
C84 H78 0.9800 . ?
C84 H79 0.9800 . ?
C84 H80 0.9800 . ?
Cl1 C88 1.60(3) . ?
Cl1 C87 1.82(2) . ?
Cl2 C87 1.794(19) . ?
Cl3 C88 1.64(4) . ?
C87 H81 0.9900 . ?
C87 H82 0.9900 . ?
C88 H83 0.9900 . ?
C88 H84 0.9900 . ?
Cl6 C90 1.605(17) . ?
Cl6 C90 1.77(2) 2 ?
C89 Cl4 1.18(5) 2 ?
C89 Cl5 1.621(15) . ?
C89 Cl4 1.661(15) . ?
C89 H90 0.940(10) . ?
C89 H89 0.947(5) . ?
Cl4 Cl4 1.29(6) 2 ?
C90 C90 1.27(3) 2 ?
C90 H91 0.923(10) . ?
C90 H92 0.916(10) . ?
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
C4 N1 C1 C20 -179.9(3) . . . . ?
C4 N1 C1 C2 -0.6(4) . . . . ?
N1 C1 C2 C3 -1.2(4) . . . . ?
C20 C1 C2 C3 178.1(3) . . . . ?
C1 C2 C3 C4 2.4(4) . . . . ?
C1 N1 C4 C5 -177.0(3) . . . . ?
C1 N1 C4 C3 2.0(4) . . . . ?
C2 C3 C4 N1 -2.8(4) . . . . ?
C2 C3 C4 C5 176.3(3) . . . . ?
N1 C4 C5 C6 -21.2(5) . . . . ?
C3 C4 C5 C6 160.0(3) . . . . ?
N1 C4 C5 C21 163.3(3) . . . . ?
C3 C4 C5 C21 -15.5(5) . . . . ?
C9 N2 C6 C7 1.7(4) . . . . ?
C9 N2 C6 C5 -178.7(3) . . . . ?
C4 C5 C6 N2 -24.8(5) . . . . ?
C21 C5 C6 N2 150.9(3) . . . . ?
C4 C5 C6 C7 154.7(4) . . . . ?
C21 C5 C6 C7 -29.6(5) . . . . ?
N2 C6 C7 C8 0.6(4) . . . . ?
C5 C6 C7 C8 -179.0(3) . . . . ?
C6 C7 C8 C9 -2.5(4) . . . . ?
C6 N2 C9 C10 174.8(3) . . . . ?
C6 N2 C9 C8 -3.2(4) . . . . ?
C7 C8 C9 N2 3.5(4) . . . . ?
C7 C8 C9 C10 -174.4(3) . . . . ?
N2 C9 C10 C11 22.3(5) . . . . ?
C8 C9 C10 C11 -160.1(3) . . . . ?
N2 C9 C10 C37 -161.2(3) . . . . ?
C8 C9 C10 C37 16.4(5) . . . . ?
C14 N3 C11 C10 178.2(3) . . . . ?
C14 N3 C11 C12 -1.5(3) . . . . ?
C9 C10 C11 N3 24.9(5) . . . . ?
C37 C10 C11 N3 -151.6(3) . . . . ?
C9 C10 C11 C12 -155.5(3) . . . . ?
C37 C10 C11 C12 28.0(5) . . . . ?
N3 C11 C12 C13 0.1(4) . . . . ?
C10 C11 C12 C13 -179.5(3) . . . . ?
C11 C12 C13 C14 1.2(4) . . . . ?
C11 N3 C14 C15 -175.5(3) . . . . ?
C11 N3 C14 C13 2.2(3) . . . . ?
C12 C13 C14 N3 -2.1(4) . . . . ?
C12 C13 C14 C15 175.6(3) . . . . ?
N3 C14 C15 C16 -23.6(5) . . . . ?
C13 C14 C15 C16 159.1(3) . . . . ?
N3 C14 C15 C53 160.2(3) . . . . ?
C13 C14 C15 C53 -17.1(5) . . . . ?
C19 N4 C16 C15 -176.2(3) . . . . ?
C19 N4 C16 C17 1.6(4) . . . . ?
C14 C15 C16 N4 -21.3(5) . . . . ?
C53 C15 C16 N4 154.8(3) . . . . ?
C14 C15 C16 C17 161.4(3) . . . . ?
C53 C15 C16 C17 -22.5(5) . . . . ?
N4 C16 C17 C18 0.2(4) . . . . ?
C15 C16 C17 C18 177.9(3) . . . . ?
C16 C17 C18 C19 -1.9(4) . . . . ?
C16 N4 C19 C20 173.8(3) . . . . ?
C16 N4 C19 C18 -2.7(4) . . . . ?
C17 C18 C19 N4 2.8(4) . . . . ?
C17 C18 C19 C20 -173.5(3) . . . . ?
N4 C19 C20 C1 22.1(5) . . . . ?
C18 C19 C20 C1 -162.2(4) . . . . ?
N4 C19 C20 C69 -158.3(3) . . . . ?
C18 C19 C20 C69 17.4(6) . . . . ?
N1 C1 C20 C19 21.2(6) . . . . ?
C2 C1 C20 C19 -158.0(3) . . . . ?
N1 C1 C20 C69 -158.4(3) . . . . ?
C2 C1 C20 C69 22.4(5) . . . . ?
C4 C5 C21 C26 123.9(4) . . . . ?
C6 C5 C21 C26 -51.9(4) . . . . ?
C4 C5 C21 C22 -52.6(5) . . . . ?
C6 C5 C21 C22 131.6(3) . . . . ?
C26 C21 C22 C23 1.2(5) . . . . ?
C5 C21 C22 C23 177.7(3) . . . . ?
C26 C21 C22 C27 -178.6(3) . . . . ?
C5 C21 C22 C27 -2.1(5) . . . . ?
C21 C22 C23 C24 -3.5(5) . . . . ?
C27 C22 C23 C24 176.3(3) . . . . ?
C36 O1 C24 C25 -5.1(6) . . . . ?
C36 O1 C24 C23 176.8(4) . . . . ?
C22 C23 C24 O1 -178.5(3) . . . . ?
C22 C23 C24 C25 3.2(6) . . . . ?
O1 C24 C25 C26 -178.6(4) . . . . ?
C23 C24 C25 C26 -0.5(6) . . . . ?
C24 C25 C26 C21 -1.7(5) . . . . ?
C22 C21 C26 C25 1.4(5) . . . . ?
C5 C21 C26 C25 -175.4(3) . . . . ?
C23 C22 C27 C28 115.9(4) . . . . ?
C21 C22 C27 C28 -64.3(5) . . . . ?
C23 C22 C27 C32 -63.7(5) . . . . ?
C21 C22 C27 C32 116.1(4) . . . . ?
C32 C27 C28 C29 -3.7(6) . . . . ?
C22 C27 C28 C29 176.7(3) . . . . ?
C32 C27 C28 C33 175.9(3) . . . . ?
C22 C27 C28 C33 -3.8(6) . . . . ?
C27 C28 C29 C30 -0.9(6) . . . . ?
C33 C28 C29 C30 179.6(4) . . . . ?
C28 C29 C30 C31 2.7(6) . . . . ?
C28 C29 C30 C34 -178.0(4) . . . . ?
C29 C30 C31 C32 0.0(7) . . . . ?
C34 C30 C31 C32 -179.3(4) . . . . ?
C30 C31 C32 C27 -4.5(6) . . . . ?
C30 C31 C32 C35 177.2(4) . . . . ?
C28 C27 C32 C31 6.2(6) . . . . ?
C22 C27 C32 C31 -174.2(4) . . . . ?
C28 C27 C32 C35 -175.5(4) . . . . ?
C22 C27 C32 C35 4.1(6) . . . . ?
C11 C10 C37 C42 47.0(4) . . . . ?
C9 C10 C37 C42 -129.6(3) . . . . ?
C11 C10 C37 C38 -134.1(3) . . . . ?
C9 C10 C37 C38 49.2(5) . . . . ?
C42 C37 C38 C39 2.7(5) . . . . ?
C10 C37 C38 C39 -176.2(3) . . . . ?
C42 C37 C38 C43 -171.6(3) . . . . ?
C10 C37 C38 C43 9.5(5) . . . . ?
C37 C38 C39 C40 -1.4(5) . . . . ?
C43 C38 C39 C40 173.0(3) . . . . ?
C52 O2 C40 C39 -6.0(5) . . . . ?
C52 O2 C40 C41 175.9(3) . . . . ?
C38 C39 C40 O2 -179.3(3) . . . . ?
C38 C39 C40 C41 -1.3(5) . . . . ?
O2 C40 C41 C42 -179.1(3) . . . . ?
C39 C40 C41 C42 2.6(5) . . . . ?
C40 C41 C42 C37 -1.3(5) . . . . ?
C38 C37 C42 C41 -1.4(5) . . . . ?
C10 C37 C42 C41 177.6(3) . . . . ?
C37 C38 C43 C44 -115.5(4) . . . . ?
C39 C38 C43 C44 70.2(4) . . . . ?
C37 C38 C43 C48 61.9(4) . . . . ?
C39 C38 C43 C48 -112.3(4) . . . . ?
C48 C43 C44 C45 -6.4(5) . . . . ?
C38 C43 C44 C45 171.0(3) . . . . ?
C48 C43 C44 C49 174.3(3) . . . . ?
C38 C43 C44 C49 -8.3(5) . . . . ?
C43 C44 C45 C46 1.0(5) . . . . ?
C49 C44 C45 C46 -179.7(3) . . . . ?
C44 C45 C46 C47 4.0(5) . . . . ?
C44 C45 C46 C50 -176.6(3) . . . . ?
C45 C46 C47 C48 -3.7(5) . . . . ?
C50 C46 C47 C48 176.9(3) . . . . ?
C46 C47 C48 C43 -1.6(5) . . . . ?
C46 C47 C48 C51 176.7(3) . . . . ?
C44 C43 C48 C47 6.7(5) . . . . ?
C38 C43 C48 C47 -170.8(3) . . . . ?
C44 C43 C48 C51 -171.6(3) . . . . ?
C38 C43 C48 C51 10.9(5) . . . . ?
C16 C15 C53 C58 -55.4(4) . . . . ?
C14 C15 C53 C58 120.9(3) . . . . ?
C16 C15 C53 C54 126.8(4) . . . . ?
C14 C15 C53 C54 -56.8(5) . . . . ?
C58 C53 C54 C55 -1.9(5) . . . . ?
C15 C53 C54 C55 175.9(3) . . . . ?
C58 C53 C54 C59 175.6(3) . . . . ?
C15 C53 C54 C59 -6.7(5) . . . . ?
C53 C54 C55 C56 0.6(5) . . . . ?
C59 C54 C55 C56 -176.7(3) . . . . ?
C68 O3 C56 C55 177.9(3) . . . . ?
C68 O3 C56 C57 -1.6(5) . . . . ?
C54 C55 C56 O3 -179.2(3) . . . . ?
C54 C55 C56 C57 0.2(5) . . . . ?
O3 C56 C57 C58 179.6(3) . . . . ?
C55 C56 C57 C58 0.2(5) . . . . ?
C56 C57 C58 C53 -1.4(5) . . . . ?
C54 C53 C58 C57 2.3(5) . . . . ?
C15 C53 C58 C57 -175.6(3) . . . . ?
C55 C54 C59 C60 108.5(4) . . . . ?
C53 C54 C59 C60 -68.9(4) . . . . ?
C55 C54 C59 C64 -73.5(5) . . . . ?
C53 C54 C59 C64 109.1(4) . . . . ?
C64 C59 C60 C61 -5.1(5) . . . . ?
C54 C59 C60 C61 173.0(3) . . . . ?
C64 C59 C60 C65 172.9(3) . . . . ?
C54 C59 C60 C65 -9.1(5) . . . . ?
C59 C60 C61 C62 0.0(6) . . . . ?
C65 C60 C61 C62 -178.0(4) . . . . ?
C60 C61 C62 C63 4.2(6) . . . . ?
C60 C61 C62 C66 -177.9(4) . . . . ?
C61 C62 C63 C64 -3.3(6) . . . . ?
C66 C62 C63 C64 178.7(4) . . . . ?
C62 C63 C64 C59 -1.7(6) . . . . ?
C62 C63 C64 C67 177.6(4) . . . . ?
C60 C59 C64 C63 5.8(5) . . . . ?
C54 C59 C64 C63 -172.2(3) . . . . ?
C60 C59 C64 C67 -173.4(3) . . . . ?
C54 C59 C64 C67 8.5(5) . . . . ?
C19 C20 C69 C74 -130.8(4) . . . . ?
C1 C20 C69 C74 48.8(5) . . . . ?
C19 C20 C69 C70 48.7(5) . . . . ?
C1 C20 C69 C70 -131.7(4) . . . . ?
C74 C69 C70 C71 1.7(5) . . . . ?
C20 C69 C70 C71 -177.8(3) . . . . ?
C74 C69 C70 C75 -176.2(3) . . . . ?
C20 C69 C70 C75 4.3(5) . . . . ?
C69 C70 C71 C72 1.6(5) . . . . ?
C75 C70 C71 C72 179.6(3) . . . . ?
C84 O4 C72 C71 -5.5(5) . . . . ?
C84 O4 C72 C73 175.6(3) . . . . ?
C70 C71 C72 O4 177.0(3) . . . . ?
C70 C71 C72 C73 -4.1(5) . . . . ?
O4 C72 C73 C74 -177.8(3) . . . . ?
C71 C72 C73 C74 3.2(5) . . . . ?
C72 C73 C74 C69 0.1(6) . . . . ?
C70 C69 C74 C73 -2.6(5) . . . . ?
C20 C69 C74 C73 176.9(3) . . . . ?
C71 C70 C75 C80 -117.0(4) . . . . ?
C69 C70 C75 C80 60.9(5) . . . . ?
C71 C70 C75 C76 63.0(4) . . . . ?
C69 C70 C75 C76 -119.1(4) . . . . ?
C80 C75 C76 C77 -3.2(5) . . . . ?
C70 C75 C76 C77 176.8(3) . . . . ?
C80 C75 C76 C81 176.7(3) . . . . ?
C70 C75 C76 C81 -3.3(5) . . . . ?
C75 C76 C77 C78 -0.1(6) . . . . ?
C81 C76 C77 C78 -180.0(4) . . . . ?
C76 C77 C78 C79 2.4(6) . . . . ?
C76 C77 C78 C82 -179.7(4) . . . . ?
C77 C78 C79 C80 -1.6(6) . . . . ?
C82 C78 C79 C80 -179.5(4) . . . . ?
C76 C75 C80 C79 4.0(5) . . . . ?
C70 C75 C80 C79 -176.1(3) . . . . ?
C76 C75 C80 C83 -174.2(3) . . . . ?
C70 C75 C80 C83 5.8(5) . . . . ?
C78 C79 C80 C75 -1.6(6) . . . . ?
C78 C79 C80 C83 176.6(4) . . . . ?
O7 S1 C85 F2 60.2(4) . . . . ?
O5 S1 C85 F2 -57.9(4) . . . . ?
O6 S1 C85 F2 -178.2(4) . . . . ?
O7 S1 C85 F3 -62.0(4) . . . . ?
O5 S1 C85 F3 179.9(3) . . . . ?
O6 S1 C85 F3 59.6(4) . . . . ?
O7 S1 C85 F1 -178.5(3) . . . . ?
O5 S1 C85 F1 63.4(4) . . . . ?
O6 S1 C85 F1 -56.9(4) . . . . ?
O10 S2 C86 F5 63.2(3) . . . . ?
O9 S2 C86 F5 -174.3(3) . . . . ?
O8 S2 C86 F5 -55.3(3) . . . . ?
O10 S2 C86 F6 -57.8(3) . . . . ?
O9 S2 C86 F6 64.8(3) . . . . ?
O8 S2 C86 F6 -176.2(3) . . . . ?
O10 S2 C86 F4 -177.1(3) . . . . ?
O9 S2 C86 F4 -54.5(3) . . . . ?
O8 S2 C86 F4 64.5(3) . . . . ?
Cl4 C89 Cl4 C89 -0.002(3) 2 . . 2 ?
Cl5 C89 Cl4 C89 164(5) . . . 2 ?
Cl5 C89 Cl4 Cl4 164(5) . . . 2 ?
C90 Cl6 C90 Cl6 0.000(3) 2 . . 2 ?
