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#$Date: 2024-07-05 16:55:31 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292854 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/16/1571641.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_1571641
loop_
_publ_author_name
'Gisbert, Yohan'
'Simón Marqués, Pablo'
'Baccini, Caterina'
'Abid, Seifallah'
'Saffon-Merceron, Nathalie'
'Rapenne, Gwénaël'
'Kammerer, Claire'
_publ_section_title
;
 Copper-catalysed perarylation of cyclopentadiene: synthesis of
 hexaarylcyclopentadienes.
;
_journal_issue                   24
_journal_name_full               'Chemical science'
_journal_page_first              9127
_journal_page_last               9137
_journal_paper_doi               10.1039/d4sc02458c
_journal_volume                  15
_journal_year                    2024
_chemical_formula_sum            'C65.25 H74.5 Cl0.5'
_chemical_formula_weight         876.47
_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   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-05-13 deposited with the CCDC.	2024-05-15 downloaded from the CCDC.
;
_cell_angle_alpha                106.574(2)
_cell_angle_beta                 99.595(2)
_cell_angle_gamma                90.608(2)
_cell_formula_units_Z            2
_cell_length_a                   12.2669(7)
_cell_length_b                   12.7915(6)
_cell_length_c                   18.0256(9)
_cell_measurement_reflns_used    9842
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.67
_cell_volume                     2667.9(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8-Venture Photon III-C14 detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0416
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            92592
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.310
_diffrn_reflns_theta_min         2.674
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7246
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker-AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_description       plate
_exptl_crystal_F_000             949
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     792
_refine_ls_number_reflns         13219
_refine_ls_number_restraints     652
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0593
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0945P)²+0.7210P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1594
_refine_ls_wR_factor_ref         0.1743
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10205
_reflns_number_total             13219
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc02458c2.cif
_cod_data_source_block           6b
_cod_depositor_comments
'Adding full bibliography for 1571637--1571645.cif.'
_cod_original_formula_sum        'C65.25 H74.50 Cl0.50'
_cod_database_code               1571641
_shelx_shelxl_version_number     2018/3
_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   0.959
_shelx_estimated_absorpt_t_max   0.983
_exptl_absorpt_special_details
;
SADABS-2016/2 - Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10.
;
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
C1 C 0.25057(10) 0.63253(9) 0.29754(7) 0.0230(2) Uani 1 1 d . . . . .
C2 C 0.30299(10) 0.52975(9) 0.25333(7) 0.0233(2) Uani 1 1 d . . . . .
C3 C 0.39988(10) 0.55737(9) 0.23292(7) 0.0242(2) Uani 1 1 d . . . . .
C4 C 0.43044(10) 0.67422(9) 0.27432(7) 0.0243(2) Uani 1 1 d . . . . .
C5 C 0.34294(10) 0.72022(9) 0.30740(7) 0.0236(2) Uani 1 1 d . . . . .
C6 C 0.23355(10) 0.62762(10) 0.37931(7) 0.0264(2) Uani 1 1 d . . . . .
C7 C 0.31455(12) 0.58239(12) 0.42268(8) 0.0348(3) Uani 1 1 d . . . . .
H7 H 0.377579 0.555130 0.400888 0.042 Uiso 1 1 calc R U . . .
C8 C 0.30500(14) 0.57639(13) 0.49692(9) 0.0422(3) Uani 1 1 d . . . . .
H8 H 0.362121 0.545537 0.524884 0.051 Uiso 1 1 calc R U . . .
C9 C 0.21402(14) 0.61431(12) 0.53185(9) 0.0396(3) Uani 1 1 d . . . . .
C10 C 0.13425(14) 0.66041(12) 0.48889(9) 0.0405(3) Uani 1 1 d . . . . .
H10 H 0.071416 0.688003 0.510806 0.049 Uiso 1 1 calc R U . . .
C11 C 0.14387(12) 0.66733(11) 0.41430(8) 0.0344(3) Uani 1 1 d . . . . .
H11 H 0.087758 0.699962 0.386887 0.041 Uiso 1 1 calc R U . . .
C12 C 0.20388(17) 0.60362(14) 0.61330(10) 0.0515(4) Uani 1 1 d D U . . .
C13 C 0.3016(3) 0.6626(4) 0.67230(16) 0.0907(14) Uani 0.755(5) 1 d D U P A 1
H13A H 0.294712 0.656452 0.724313 0.136 Uiso 0.755(5) 1 calc R U P A 1
H13B H 0.304445 0.739847 0.673977 0.136 Uiso 0.755(5) 1 calc R U P A 1
H13C H 0.369615 0.630167 0.657305 0.136 Uiso 0.755(5) 1 calc R U P A 1
C14 C 0.0969(3) 0.6555(3) 0.64117(19) 0.0739(11) Uani 0.755(5) 1 d D U P A 1
H14A H 0.097721 0.655965 0.695724 0.111 Uiso 0.755(5) 1 calc R U P A 1
H14B H 0.031193 0.612254 0.607436 0.111 Uiso 0.755(5) 1 calc R U P A 1
H14C H 0.095001 0.730536 0.637745 0.111 Uiso 0.755(5) 1 calc R U P A 1
C15 C 0.1904(4) 0.4832(2) 0.60796(19) 0.0653(9) Uani 0.755(5) 1 d D U P A 1
H15A H 0.260461 0.449074 0.600716 0.098 Uiso 0.755(5) 1 calc R U P A 1
H15B H 0.132384 0.446955 0.563186 0.098 Uiso 0.755(5) 1 calc R U P A 1
H15C H 0.169501 0.476089 0.656539 0.098 Uiso 0.755(5) 1 calc R U P A 1
C13' C 0.1884(12) 0.7102(8) 0.6681(5) 0.080(3) Uani 0.245(5) 1 d D U P A 2
H13D H 0.118122 0.737630 0.649013 0.120 Uiso 0.245(5) 1 calc R U P A 2
H13E H 0.249554 0.762191 0.671449 0.120 Uiso 0.245(5) 1 calc R U P A 2
H13F H 0.187124 0.701722 0.720301 0.120 Uiso 0.245(5) 1 calc R U P A 2
C14' C 0.3262(9) 0.5697(10) 0.6559(5) 0.077(3) Uani 0.245(5) 1 d D U P A 2
H14D H 0.386106 0.618074 0.652022 0.115 Uiso 0.245(5) 1 calc R U P A 2
H14E H 0.338816 0.493771 0.629085 0.115 Uiso 0.245(5) 1 calc R U P A 2
H14F H 0.324792 0.577424 0.711437 0.115 Uiso 0.245(5) 1 calc R U P A 2
C15' C 0.1242(12) 0.5128(10) 0.6036(7) 0.090(3) Uani 0.245(5) 1 d D U P A 2
H15D H 0.139292 0.485348 0.649543 0.135 Uiso 0.245(5) 1 calc R U P A 2
H15E H 0.131075 0.453982 0.556174 0.135 Uiso 0.245(5) 1 calc R U P A 2
H15F H 0.048976 0.538027 0.598401 0.135 Uiso 0.245(5) 1 calc R U P A 2
C16 C 0.14703(10) 0.64684(9) 0.23987(7) 0.0243(2) Uani 1 1 d . . . . .
C17 C 0.04198(11) 0.59872(11) 0.23330(8) 0.0325(3) Uani 1 1 d . . . . .
H17 H 0.029178 0.561835 0.270224 0.039 Uiso 1 1 calc R U . . .
C18 C -0.04457(11) 0.60349(12) 0.17388(9) 0.0363(3) Uani 1 1 d . . . . .
H18 H -0.114815 0.569234 0.171152 0.044 Uiso 1 1 calc R U . . .
C19 C -0.03137(12) 0.65687(11) 0.11837(8) 0.0343(3) Uani 1 1 d D . . . .
C22 C -0.1347(6) 0.6580(15) 0.0560(6) 0.0435(15) Uani 0.536(4) 1 d D U P B 1
C23 C -0.2403(3) 0.6907(4) 0.0940(2) 0.0704(13) Uani 0.536(4) 1 d D U P B 1
H23A H -0.306562 0.671317 0.052978 0.106 Uiso 0.536(4) 1 calc R U P B 1
H23B H -0.235086 0.769602 0.119809 0.106 Uiso 0.536(4) 1 calc R U P B 1
H23C H -0.244982 0.651537 0.132935 0.106 Uiso 0.536(4) 1 calc R U P B 1
C24 C -0.1611(3) 0.5468(3) -0.0009(2) 0.0531(9) Uani 0.536(4) 1 d D U P B 1
H24A H -0.223996 0.549232 -0.041696 0.080 Uiso 0.536(4) 1 calc R U P B 1
H24B H -0.180102 0.495516 0.026891 0.080 Uiso 0.536(4) 1 calc R U P B 1
H24C H -0.096530 0.522741 -0.025367 0.080 Uiso 0.536(4) 1 calc R U P B 1
C25 C -0.1135(5) 0.7443(5) 0.0165(4) 0.096(2) Uani 0.536(4) 1 d D U P B 1
H25A H -0.059017 0.719606 -0.017791 0.144 Uiso 0.536(4) 1 calc R U P B 1
H25B H -0.084981 0.812699 0.056706 0.144 Uiso 0.536(4) 1 calc R U P B 1
H25C H -0.182895 0.756395 -0.014876 0.144 Uiso 0.536(4) 1 calc R U P B 1
C22' C -0.1163(7) 0.6629(16) 0.0468(7) 0.0391(15) Uani 0.464(4) 1 d D U P B 2
C23' C -0.2140(5) 0.5814(6) 0.0350(4) 0.091(2) Uani 0.464(4) 1 d D U P B 2
H23D H -0.249743 0.601112 0.081423 0.136 Uiso 0.464(4) 1 calc R U P B 2
H23E H -0.187383 0.507737 0.027515 0.136 Uiso 0.464(4) 1 calc R U P B 2
H23F H -0.267566 0.582895 -0.011486 0.136 Uiso 0.464(4) 1 calc R U P B 2
C24' C -0.1623(6) 0.7723(5) 0.0637(3) 0.086(2) Uani 0.464(4) 1 d D U P B 2
H24D H -0.211849 0.778425 0.016730 0.129 Uiso 0.464(4) 1 calc R U P B 2
H24E H -0.101618 0.828892 0.078762 0.129 Uiso 0.464(4) 1 calc R U P B 2
H24F H -0.203848 0.782002 0.106956 0.129 Uiso 0.464(4) 1 calc R U P B 2
C25' C -0.0705(4) 0.6396(6) -0.0296(2) 0.0795(17) Uani 0.464(4) 1 d D U P B 2
H25D H -0.131878 0.628973 -0.073957 0.119 Uiso 0.464(4) 1 calc R U P B 2
H25E H -0.029213 0.573326 -0.036385 0.119 Uiso 0.464(4) 1 calc R U P B 2
H25F H -0.021031 0.701424 -0.027413 0.119 Uiso 0.464(4) 1 calc R U P B 2
C20 C 0.07274(13) 0.70629(11) 0.12609(8) 0.0358(3) Uani 1 1 d . . . . .
H20 H 0.084953 0.744852 0.090008 0.043 Uiso 1 1 calc R U . . .
C21 C 0.15963(11) 0.70123(11) 0.18480(8) 0.0314(3) Uani 1 1 d . . . . .
H21 H 0.229672 0.735848 0.187474 0.038 Uiso 1 1 calc R U . . .
C26 C 0.25983(10) 0.41860(10) 0.23157(7) 0.0245(2) Uani 1 1 d . . . . .
C27 C 0.16743(11) 0.38553(11) 0.25891(8) 0.0301(3) Uani 1 1 d . . . . .
H27 H 0.132891 0.438386 0.294768 0.036 Uiso 1 1 calc R U . . .
C28 C 0.12670(12) 0.27851(11) 0.23463(9) 0.0343(3) Uani 1 1 d . . . . .
H28 H 0.063517 0.259194 0.253147 0.041 Uiso 1 1 calc R U . . .
C29 C 0.17614(12) 0.19732(11) 0.18324(8) 0.0342(3) Uani 1 1 d D . . . .
C38 C 0.1173(5) 0.0836(4) 0.1537(4) 0.0355(9) Uani 0.610(4) 1 d D U P C 1
C39 C -0.0073(3) 0.0890(3) 0.1237(3) 0.0714(12) Uani 0.610(4) 1 d D U P C 1
H39A H -0.016746 0.133384 0.087120 0.107 Uiso 0.610(4) 1 calc R U P C 1
H39B H -0.044020 0.122153 0.168390 0.107 Uiso 0.610(4) 1 calc R U P C 1
H39C H -0.040279 0.015033 0.096682 0.107 Uiso 0.610(4) 1 calc R U P C 1
C40 C 0.1303(4) 0.0329(3) 0.22101(19) 0.0678(12) Uani 0.610(4) 1 d D U P C 1
H40A H 0.096555 -0.041862 0.201925 0.102 Uiso 0.610(4) 1 calc R U P C 1
H40B H 0.093528 0.076359 0.262827 0.102 Uiso 0.610(4) 1 calc R U P C 1
H40C H 0.209198 0.031424 0.241713 0.102 Uiso 0.610(4) 1 calc R U P C 1
C41 C 0.1655(4) 0.0112(3) 0.0871(3) 0.0562(11) Uani 0.610(4) 1 d D U P C 1
H41A H 0.238342 -0.009904 0.107717 0.084 Uiso 0.610(4) 1 calc R U P C 1
H41B H 0.173514 0.050880 0.048953 0.084 Uiso 0.610(4) 1 calc R U P C 1
H41C H 0.116201 -0.054408 0.061313 0.084 Uiso 0.610(4) 1 calc R U P C 1
C38' C 0.1459(8) 0.0692(7) 0.1562(8) 0.051(2) Uani 0.390(4) 1 d D U P C 2
C39' C 0.2386(5) 0.0025(3) 0.1846(3) 0.0569(14) Uani 0.390(4) 1 d D U P C 2
H39D H 0.247586 0.017822 0.241762 0.085 Uiso 0.390(4) 1 calc R U P C 2
H39E H 0.308104 0.022731 0.170635 0.085 Uiso 0.390(4) 1 calc R U P C 2
H39F H 0.219262 -0.075562 0.159353 0.085 Uiso 0.390(4) 1 calc R U P C 2
C40' C 0.1245(7) 0.0318(6) 0.0660(4) 0.0656(19) Uani 0.390(4) 1 d D U P C 2
H40D H 0.104924 -0.046921 0.047075 0.098 Uiso 0.390(4) 1 calc R U P C 2
H40E H 0.191545 0.047539 0.047112 0.098 Uiso 0.390(4) 1 calc R U P C 2
H40F H 0.063496 0.070973 0.046105 0.098 Uiso 0.390(4) 1 calc R U P C 2
C41' C 0.0453(6) 0.0500(5) 0.1884(5) 0.085(2) Uani 0.390(4) 1 d D U P C 2
H41D H -0.019595 0.074261 0.159561 0.128 Uiso 0.390(4) 1 calc R U P C 2
H41E H 0.055375 0.091299 0.244239 0.128 Uiso 0.390(4) 1 calc R U P C 2
H41F H 0.034307 -0.028090 0.182615 0.128 Uiso 0.390(4) 1 calc R U P C 2
C30 C 0.27050(12) 0.22739(10) 0.16004(8) 0.0322(3) Uani 1 1 d . . . . .
H30 H 0.307320 0.172394 0.127508 0.039 Uiso 1 1 calc R U . . .
C31 C 0.31456(10) 0.33676(10) 0.18277(7) 0.0260(2) Uani 1 1 d . . . . .
C32 C 0.40895(11) 0.36772(10) 0.15237(8) 0.0291(3) Uani 1 1 d . . . . .
C33 C 0.45951(14) 0.29056(11) 0.09794(10) 0.0429(4) Uani 1 1 d . . . . .
H33 H 0.436851 0.215474 0.086010 0.051 Uiso 1 1 calc R U . . .
C34 C 0.54022(17) 0.31880(13) 0.06120(12) 0.0533(5) Uani 1 1 d D . . . .
C42 C 0.6064(5) 0.2357(4) 0.0094(4) 0.0755(14) Uani 0.726(5) 1 d D U P D 1
C43 C 0.5603(5) 0.1192(3) -0.0039(4) 0.1002(18) Uani 0.726(5) 1 d D U P D 1
H43A H 0.481271 0.112680 -0.026397 0.150 Uiso 0.726(5) 1 calc R U P D 1
H43B H 0.570380 0.102202 0.046426 0.150 Uiso 0.726(5) 1 calc R U P D 1
H43C H 0.599820 0.067942 -0.040189 0.150 Uiso 0.726(5) 1 calc R U P D 1
C44 C 0.7289(3) 0.2503(3) 0.0466(3) 0.1009(14) Uani 0.726(5) 1 d D U P D 1
H44A H 0.770417 0.197641 0.012846 0.151 Uiso 0.726(5) 1 calc R U P D 1
H44B H 0.737834 0.237884 0.098421 0.151 Uiso 0.726(5) 1 calc R U P D 1
H44C H 0.757006 0.324707 0.052421 0.151 Uiso 0.726(5) 1 calc R U P D 1
C45 C 0.5905(5) 0.2567(3) -0.0719(3) 0.0958(15) Uani 0.726(5) 1 d D U P D 1
H45A H 0.511327 0.259421 -0.091276 0.144 Uiso 0.726(5) 1 calc R U P D 1
H45B H 0.621023 0.197547 -0.109019 0.144 Uiso 0.726(5) 1 calc R U P D 1
H45C H 0.629033 0.326471 -0.067109 0.144 Uiso 0.726(5) 1 calc R U P D 1
C42' C 0.5772(13) 0.2271(13) -0.0052(10) 0.072(3) Uani 0.274(5) 1 d D U P D 2
C43' C 0.6600(10) 0.2676(9) -0.0437(8) 0.080(3) Uani 0.274(5) 1 d D U P D 2
H43D H 0.726618 0.298190 -0.004770 0.120 Uiso 0.274(5) 1 calc R U P D 2
H43E H 0.628465 0.324319 -0.066154 0.120 Uiso 0.274(5) 1 calc R U P D 2
H43F H 0.679336 0.206892 -0.085728 0.120 Uiso 0.274(5) 1 calc R U P D 2
C44' C 0.4821(9) 0.1659(8) -0.0748(6) 0.100(3) Uani 0.274(5) 1 d D U P D 2
H44D H 0.514732 0.121679 -0.118685 0.149 Uiso 0.274(5) 1 calc R U P D 2
H44E H 0.436157 0.219536 -0.092284 0.149 Uiso 0.274(5) 1 calc R U P D 2
H44F H 0.436168 0.118244 -0.056788 0.149 Uiso 0.274(5) 1 calc R U P D 2
C45' C 0.6249(11) 0.1392(9) 0.0359(8) 0.083(3) Uani 0.274(5) 1 d D U P D 2
H45D H 0.678988 0.175329 0.083208 0.124 Uiso 0.274(5) 1 calc R U P D 2
H45E H 0.661102 0.084458 -0.000535 0.124 Uiso 0.274(5) 1 calc R U P D 2
H45F H 0.564255 0.103413 0.050538 0.124 Uiso 0.274(5) 1 calc R U P D 2
C35 C 0.56882(15) 0.43076(13) 0.07748(11) 0.0493(4) Uani 1 1 d . . . . .
H35 H 0.619389 0.453387 0.049665 0.059 Uiso 1 1 calc R U . . .
C36 C 0.52531(12) 0.50786(11) 0.13259(9) 0.0373(3) Uani 1 1 d . . . . .
H36 H 0.547488 0.582743 0.142824 0.045 Uiso 1 1 calc R U . . .
C37 C 0.44825(10) 0.47896(10) 0.17466(8) 0.0276(3) Uani 1 1 d . . . . .
C46 C 0.53492(10) 0.73687(10) 0.28973(8) 0.0281(3) Uani 1 1 d . . . . .
C47 C 0.63641(11) 0.68840(11) 0.28105(9) 0.0354(3) Uani 1 1 d . . . . .
H47 H 0.636554 0.611230 0.260781 0.042 Uiso 1 1 calc R U . . .
C48 C 0.73501(12) 0.74970(12) 0.30110(11) 0.0434(4) Uani 1 1 d . . . . .
H48 H 0.801764 0.714197 0.294072 0.052 Uiso 1 1 calc R U . . .
C49 C 0.73918(13) 0.86372(13) 0.33176(12) 0.0488(4) Uani 1 1 d D . . . .
C58 C 0.8561(2) 0.9234(2) 0.3604(2) 0.0424(7) Uani 0.679(4) 1 d D U P E 1
C59 C 0.9140(4) 0.9024(4) 0.2897(2) 0.0766(13) Uani 0.679(4) 1 d D U P E 1
H59A H 0.870968 0.930696 0.249520 0.115 Uiso 0.679(4) 1 calc R U P E 1
H59B H 0.920188 0.823676 0.268042 0.115 Uiso 0.679(4) 1 calc R U P E 1
H59C H 0.988175 0.939406 0.306040 0.115 Uiso 0.679(4) 1 calc R U P E 1
C60 C 0.8444(7) 1.0455(5) 0.3982(5) 0.0663(17) Uani 0.679(4) 1 d D U P E 1
H60A H 0.917696 1.084276 0.412706 0.099 Uiso 0.679(4) 1 calc R U P E 1
H60B H 0.811324 1.055181 0.445443 0.099 Uiso 0.679(4) 1 calc R U P E 1
H60C H 0.796815 1.075073 0.360714 0.099 Uiso 0.679(4) 1 calc R U P E 1
C61 C 0.92795(19) 0.8793(2) 0.42127(19) 0.0553(8) Uani 0.679(4) 1 d D U P E 1
H61A H 1.002755 0.914542 0.433910 0.083 Uiso 0.679(4) 1 calc R U P E 1
H61B H 0.931689 0.800123 0.399761 0.083 Uiso 0.679(4) 1 calc R U P E 1
H61C H 0.895449 0.894857 0.469106 0.083 Uiso 0.679(4) 1 calc R U P E 1
C58' C 0.8345(5) 0.9488(5) 0.3315(5) 0.0508(16) Uani 0.321(4) 1 d D U P E 2
C59' C 0.8210(6) 1.0045(6) 0.2670(4) 0.072(2) Uani 0.321(4) 1 d D U P E 2
H59D H 0.884460 1.056578 0.276037 0.108 Uiso 0.321(4) 1 calc R U P E 2
H59E H 0.752670 1.043431 0.267333 0.108 Uiso 0.321(4) 1 calc R U P E 2
H59F H 0.817298 0.949479 0.215933 0.108 Uiso 0.321(4) 1 calc R U P E 2
C60' C 0.9387(7) 0.8874(7) 0.3304(8) 0.086(3) Uani 0.321(4) 1 d D U P E 2
H60D H 0.928472 0.823596 0.283756 0.129 Uiso 0.321(4) 1 calc R U P E 2
H60E H 0.954903 0.863273 0.377841 0.129 Uiso 0.321(4) 1 calc R U P E 2
H60F H 1.000616 0.935427 0.328943 0.129 Uiso 0.321(4) 1 calc R U P E 2
C61' C 0.8536(15) 1.0356(13) 0.4111(9) 0.070(4) Uani 0.321(4) 1 d D U P E 2
H61D H 0.920148 1.081902 0.416067 0.105 Uiso 0.321(4) 1 calc R U P E 2
H61E H 0.863489 1.000105 0.453098 0.105 Uiso 0.321(4) 1 calc R U P E 2
H61F H 0.789498 1.080580 0.415314 0.105 Uiso 0.321(4) 1 calc R U P E 2
C50 C 0.64078(13) 0.91156(12) 0.34307(11) 0.0465(4) Uani 1 1 d . . . . .
H50 H 0.642349 0.988709 0.364318 0.056 Uiso 1 1 calc R U . . .
C51 C 0.53769(11) 0.85134(10) 0.32458(9) 0.0320(3) Uani 1 1 d . . . . .
C52 C 0.43774(11) 0.90287(10) 0.34671(8) 0.0289(3) Uani 1 1 d . . . . .
C53 C 0.43425(12) 1.01732(11) 0.37500(9) 0.0336(3) Uani 1 1 d . . . . .
H53 H 0.498237 1.061497 0.377417 0.040 Uiso 1 1 calc R U . . .
C54 C 0.34222(12) 1.06836(10) 0.39937(8) 0.0312(3) Uani 1 1 d . . . . .
C55 C 0.25041(12) 1.00067(11) 0.39730(8) 0.0338(3) Uani 1 1 d . . . . .
H55 H 0.186820 1.033085 0.415487 0.041 Uiso 1 1 calc R U . . .
C56 C 0.24982(11) 0.88856(11) 0.36964(8) 0.0306(3) Uani 1 1 d . . . . .
H56 H 0.185662 0.845589 0.368663 0.037 Uiso 1 1 calc R U . . .
C57 C 0.34237(10) 0.83616(10) 0.34276(7) 0.0254(2) Uani 1 1 d . . . . .
C62 C 0.34433(13) 1.19401(11) 0.42777(9) 0.0386(3) Uani 1 1 d . . . . .
C63 C 0.39229(16) 1.24368(13) 0.37143(12) 0.0516(4) Uani 1 1 d . . . . .
H63A H 0.388327 1.323249 0.388525 0.077 Uiso 1 1 calc R U . . .
H63B H 0.349535 1.213983 0.318194 0.077 Uiso 1 1 calc R U . . .
H63C H 0.469741 1.225622 0.371497 0.077 Uiso 1 1 calc R U . . .
C64 C 0.4150(2) 1.23429(16) 0.50969(12) 0.0778(7) Uani 1 1 d . . . . .
H64A H 0.383413 1.203027 0.545730 0.117 Uiso 1 1 calc R U . . .
H64B H 0.416169 1.314204 0.528526 0.117 Uiso 1 1 calc R U . . .
H64C H 0.490660 1.211520 0.507450 0.117 Uiso 1 1 calc R U . . .
C65 C 0.22770(17) 1.23475(14) 0.43246(14) 0.0597(5) Uani 1 1 d . . . . .
H65A H 0.197539 1.210316 0.472169 0.090 Uiso 1 1 calc R U . . .
H65B H 0.179559 1.205176 0.381171 0.090 Uiso 1 1 calc R U . . .
H65C H 0.231561 1.314773 0.447043 0.090 Uiso 1 1 calc R U . . .
C66 C 0.6229(10) -0.0200(12) 0.1789(8) 0.101(4) Uani 0.25 1 d . . P F 1
H66A H 0.654403 -0.037205 0.227970 0.122 Uiso 0.25 1 calc R U P F 1
H66B H 0.589869 -0.089369 0.140319 0.122 Uiso 0.25 1 calc R U P F 1
Cl1 Cl 0.5197(4) 0.0640(4) 0.1981(2) 0.1276(14) Uani 0.25 1 d . . P F 1
Cl2 Cl 0.7251(4) 0.0225(5) 0.1450(4) 0.160(2) Uani 0.25 1 d . . P F 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C5 C1 C2 100.38(9) . . ?
C5 C1 C6 109.27(10) . . ?
C2 C1 C6 111.68(9) . . ?
C5 C1 C16 110.86(9) . . ?
C2 C1 C16 105.91(9) . . ?
C6 C1 C16 117.39(10) . . ?
C3 C2 C26 121.65(11) . . ?
C3 C2 C1 110.71(10) . . ?
C26 C2 C1 127.60(10) . . ?
C2 C3 C37 120.09(11) . . ?
C2 C3 C4 108.23(10) . . ?
C37 C3 C4 131.45(11) . . ?
C5 C4 C46 120.19(11) . . ?
C5 C4 C3 108.79(10) . . ?
C46 C4 C3 130.68(11) . . ?
C4 C5 C57 121.58(11) . . ?
C4 C5 C1 110.71(10) . . ?
C57 C5 C1 127.67(11) . . ?
C11 C6 C7 116.92(12) . . ?
C11 C6 C1 124.70(11) . . ?
C7 C6 C1 118.36(11) . . ?
C8 C7 C6 121.36(13) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C7 C8 C9 122.01(14) . . ?
C7 C8 H8 119.0 . . ?
C9 C8 H8 119.0 . . ?
C10 C9 C8 116.44(13) . . ?
C10 C9 C12 122.62(15) . . ?
C8 C9 C12 120.94(15) . . ?
C9 C10 C11 121.76(14) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?
C6 C11 C10 121.49(13) . . ?
C6 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C15' C12 C13' 117.9(7) . . ?
C13 C12 C15 113.5(3) . . ?
C15' C12 C9 109.1(5) . . ?
C13' C12 C9 111.3(4) . . ?
C13 C12 C9 109.48(18) . . ?
C15 C12 C9 109.16(16) . . ?
C13 C12 C14 107.7(2) . . ?
C15 C12 C14 105.6(2) . . ?
C9 C12 C14 111.45(17) . . ?
C15' C12 C14' 106.0(7) . . ?
C13' C12 C14' 102.5(6) . . ?
C9 C12 C14' 109.4(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C13' H13D 109.5 . . ?
C12 C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
C12 C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
C12 C14' H14D 109.5 . . ?
C12 C14' H14E 109.5 . . ?
H14D C14' H14E 109.5 . . ?
C12 C14' H14F 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 109.5 . . ?
C12 C15' H15D 109.5 . . ?
C12 C15' H15E 109.5 . . ?
H15D C15' H15E 109.5 . . ?
C12 C15' H15F 109.5 . . ?
H15D C15' H15F 109.5 . . ?
H15E C15' H15F 109.5 . . ?
C21 C16 C17 116.32(12) . . ?
C21 C16 C1 119.05(11) . . ?
C17 C16 C1 124.27(11) . . ?
C18 C17 C16 121.50(12) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C19 C18 C17 122.03(13) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
C20 C19 C18 116.19(12) . . ?
C20 C19 C22' 115.7(4) . . ?
C18 C19 C22' 128.0(4) . . ?
C20 C19 C22 126.7(4) . . ?
C18 C19 C22 117.1(4) . . ?
C24 C22 C25 112.8(7) . . ?
C24 C22 C19 110.1(10) . . ?
C25 C22 C19 108.8(6) . . ?
C24 C22 C23 106.9(6) . . ?
C25 C22 C23 106.2(10) . . ?
C19 C22 C23 112.1(7) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24' C22' C25' 109.3(8) . . ?
C24' C22' C23' 105.9(8) . . ?
C25' C22' C23' 108.8(11) . . ?
C24' C22' C19 109.4(10) . . ?
C25' C22' C19 114.3(7) . . ?
C23' C22' C19 108.8(7) . . ?
C22' C23' H23D 109.5 . . ?
C22' C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
C22' C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?
C22' C24' H24D 109.5 . . ?
C22' C24' H24E 109.5 . . ?
H24D C24' H24E 109.5 . . ?
C22' C24' H24F 109.5 . . ?
H24D C24' H24F 109.5 . . ?
H24E C24' H24F 109.5 . . ?
C22' C25' H25D 109.5 . . ?
C22' C25' H25E 109.5 . . ?
H25D C25' H25E 109.5 . . ?
C22' C25' H25F 109.5 . . ?
H25D C25' H25F 109.5 . . ?
H25E C25' H25F 109.5 . . ?
C19 C20 C21 122.11(13) . . ?
C19 C20 H20 118.9 . . ?
C21 C20 H20 118.9 . . ?
C20 C21 C16 121.82(12) . . ?
C20 C21 H21 119.1 . . ?
C16 C21 H21 119.1 . . ?
C27 C26 C31 118.02(11) . . ?
C27 C26 C2 123.23(11) . . ?
C31 C26 C2 118.70(11) . . ?
C28 C27 C26 121.28(12) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 121.49(12) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 H28 119.3 . . ?
C30 C29 C28 117.74(12) . . ?
C30 C29 C38 125.2(3) . . ?
C28 C29 C38 117.0(2) . . ?
C30 C29 C38' 114.4(4) . . ?
C28 C29 C38' 127.3(4) . . ?
C41 C38 C40 109.0(4) . . ?
C41 C38 C29 111.2(4) . . ?
C40 C38 C29 108.8(4) . . ?
C41 C38 C39 107.7(4) . . ?
C40 C38 C39 108.8(5) . . ?
C29 C38 C39 111.2(4) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C38 C41 H41A 109.5 . . ?
C38 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C38 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C41' C38' C40' 111.9(8) . . ?
C41' C38' C39' 108.6(8) . . ?
C40' C38' C39' 107.6(7) . . ?
C41' C38' C29 107.8(7) . . ?
C40' C38' C29 107.1(7) . . ?
C39' C38' C29 113.8(6) . . ?
C38' C39' H39D 109.5 . . ?
C38' C39' H39E 109.5 . . ?
H39D C39' H39E 109.5 . . ?
C38' C39' H39F 109.5 . . ?
H39D C39' H39F 109.5 . . ?
H39E C39' H39F 109.5 . . ?
C38' C40' H40D 109.5 . . ?
C38' C40' H40E 109.5 . . ?
H40D C40' H40E 109.5 . . ?
C38' C40' H40F 109.5 . . ?
H40D C40' H40F 109.5 . . ?
H40E C40' H40F 109.5 . . ?
C38' C41' H41D 109.5 . . ?
C38' C41' H41E 109.5 . . ?
H41D C41' H41E 109.5 . . ?
C38' C41' H41F 109.5 . . ?
H41D C41' H41F 109.5 . . ?
H41E C41' H41F 109.5 . . ?
C29 C30 C31 122.65(13) . . ?
C29 C30 H30 118.7 . . ?
C31 C30 H30 118.7 . . ?
C30 C31 C26 118.60(11) . . ?
C30 C31 C32 121.56(11) . . ?
C26 C31 C32 119.66(11) . . ?
C33 C32 C37 118.55(12) . . ?
C33 C32 C31 121.64(12) . . ?
C37 C32 C31 119.73(11) . . ?
C34 C33 C32 123.12(13) . . ?
C34 C33 H33 118.4 . . ?
C32 C33 H33 118.4 . . ?
C33 C34 C35 117.20(13) . . ?
C33 C34 C42 124.0(3) . . ?
C35 C34 C42 118.6(3) . . ?
C33 C34 C42' 117.3(7) . . ?
C35 C34 C42' 124.6(7) . . ?
C44 C42 C43 111.2(5) . . ?
C44 C42 C34 110.1(4) . . ?
C43 C42 C34 110.7(4) . . ?
C44 C42 C45 110.2(5) . . ?
C43 C42 C45 107.0(5) . . ?
C34 C42 C45 107.5(5) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C42 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C42 C45 H45A 109.5 . . ?
C42 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C42 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C43' C42' C34 112.8(11) . . ?
C43' C42' C44' 104.8(12) . . ?
C34 C42' C44' 115.6(10) . . ?
C43' C42' C45' 112.1(12) . . ?
C34 C42' C45' 105.0(11) . . ?
C44' C42' C45' 106.6(12) . . ?
C42' C43' H43D 109.5 . . ?
C42' C43' H43E 109.5 . . ?
H43D C43' H43E 109.5 . . ?
C42' C43' H43F 109.5 . . ?
H43D C43' H43F 109.5 . . ?
H43E C43' H43F 109.5 . . ?
C42' C44' H44D 109.5 . . ?
C42' C44' H44E 109.5 . . ?
H44D C44' H44E 109.5 . . ?
C42' C44' H44F 109.5 . . ?
H44D C44' H44F 109.5 . . ?
H44E C44' H44F 109.5 . . ?
C42' C45' H45D 109.5 . . ?
C42' C45' H45E 109.5 . . ?
H45D C45' H45E 109.5 . . ?
C42' C45' H45F 109.5 . . ?
H45D C45' H45F 109.5 . . ?
H45E C45' H45F 109.5 . . ?
C36 C35 C34 121.34(14) . . ?
C36 C35 H35 119.3 . . ?
C34 C35 H35 119.3 . . ?
C35 C36 C37 121.71(13) . . ?
C35 C36 H36 119.1 . . ?
C37 C36 H36 119.1 . . ?
C36 C37 C32 117.44(11) . . ?
C36 C37 C3 123.61(11) . . ?
C32 C37 C3 118.65(11) . . ?
C47 C46 C51 117.97(11) . . ?
C47 C46 C4 123.12(11) . . ?
C51 C46 C4 118.42(11) . . ?
C48 C47 C46 121.74(13) . . ?
C48 C47 H47 119.1 . . ?
C46 C47 H47 119.1 . . ?
C47 C48 C49 121.26(13) . . ?
C47 C48 H48 119.4 . . ?
C49 C48 H48 119.4 . . ?
C50 C49 C48 117.43(13) . . ?
C50 C49 C58 125.31(17) . . ?
C48 C49 C58 116.72(17) . . ?
C50 C49 C58' 112.6(3) . . ?
C48 C49 C58' 127.2(3) . . ?
C59 C58 C61 106.9(3) . . ?
C59 C58 C60 112.5(5) . . ?
C61 C58 C60 108.1(4) . . ?
C59 C58 C49 107.6(3) . . ?
C61 C58 C49 112.5(2) . . ?
C60 C58 C49 109.3(4) . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C58 C60 H60A 109.5 . . ?
C58 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C58 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C58 C61 H61A 109.5 . . ?
C58 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C58 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C60' C58' C59' 109.6(8) . . ?
C60' C58' C61' 104.9(10) . . ?
C59' C58' C61' 109.0(9) . . ?
C60' C58' C49 105.6(6) . . ?
C59' C58' C49 119.0(6) . . ?
C61' C58' C49 107.7(9) . . ?
C58' C59' H59D 109.5 . . ?
C58' C59' H59E 109.5 . . ?
H59D C59' H59E 109.5 . . ?
C58' C59' H59F 109.5 . . ?
H59D C59' H59F 109.5 . . ?
H59E C59' H59F 109.5 . . ?
C58' C60' H60D 109.5 . . ?
C58' C60' H60E 109.5 . . ?
H60D C60' H60E 109.5 . . ?
C58' C60' H60F 109.5 . . ?
H60D C60' H60F 109.5 . . ?
H60E C60' H60F 109.5 . . ?
C58' C61' H61D 109.5 . . ?
C58' C61' H61E 109.5 . . ?
H61D C61' H61E 109.5 . . ?
C58' C61' H61F 109.5 . . ?
H61D C61' H61F 109.5 . . ?
H61E C61' H61F 109.5 . . ?
C49 C50 C51 123.14(13) . . ?
C49 C50 H50 118.4 . . ?
C51 C50 H50 118.4 . . ?
C50 C51 C46 118.29(12) . . ?
C50 C51 C52 121.44(12) . . ?
C46 C51 C52 120.04(11) . . ?
C53 C52 C57 118.80(12) . . ?
C53 C52 C51 121.84(12) . . ?
C57 C52 C51 119.31(11) . . ?
C54 C53 C52 123.18(13) . . ?
C54 C53 H53 118.4 . . ?
C52 C53 H53 118.4 . . ?
C53 C54 C55 116.93(12) . . ?
C53 C54 C62 119.92(13) . . ?
C55 C54 C62 123.15(13) . . ?
C56 C55 C54 121.86(12) . . ?
C56 C55 H55 119.1 . . ?
C54 C55 H55 119.1 . . ?
C55 C56 C57 121.42(12) . . ?
C55 C56 H56 119.3 . . ?
C57 C56 H56 119.3 . . ?
C56 C57 C52 117.75(11) . . ?
C56 C57 C5 123.64(11) . . ?
C52 C57 C5 118.50(11) . . ?
C64 C62 C63 109.74(17) . . ?
C64 C62 C65 108.29(16) . . ?
C63 C62 C65 107.47(14) . . ?
C64 C62 C54 108.85(13) . . ?
C63 C62 C54 110.72(12) . . ?
C65 C62 C54 111.72(13) . . ?
C62 C63 H63A 109.5 . . ?
C62 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C62 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C62 C64 H64A 109.5 . . ?
C62 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C62 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C62 C65 H65A 109.5 . . ?
C62 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
C62 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
Cl2 C66 Cl1 117.9(8) . . ?
Cl2 C66 H66A 107.8 . . ?
Cl1 C66 H66A 107.8 . . ?
Cl2 C66 H66B 107.8 . . ?
Cl1 C66 H66B 107.8 . . ?
H66A C66 H66B 107.2 . . ?
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
C1 C5 1.5381(16) . ?
C1 C2 1.5388(16) . ?
C1 C6 1.5411(17) . ?
C1 C16 1.5494(16) . ?
C2 C3 1.3725(16) . ?
C2 C26 1.4327(16) . ?
C3 C37 1.4423(17) . ?
C3 C4 1.4798(16) . ?
C4 C5 1.3713(17) . ?
C4 C46 1.4473(16) . ?
C5 C57 1.4381(16) . ?
C6 C11 1.3880(18) . ?
C6 C7 1.3944(19) . ?
C7 C8 1.386(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.396(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.387(2) . ?
C9 C12 1.538(2) . ?
C10 C11 1.396(2) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C15' 1.462(10) . ?
C12 C13' 1.473(8) . ?
C12 C13 1.495(4) . ?
C12 C15 1.521(3) . ?
C12 C14 1.569(3) . ?
C12 C14' 1.689(9) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C13' H13D 0.9800 . ?
C13' H13E 0.9800 . ?
C13' H13F 0.9800 . ?
C14' H14D 0.9800 . ?
C14' H14E 0.9800 . ?
C14' H14F 0.9800 . ?
C15' H15D 0.9800 . ?
C15' H15E 0.9800 . ?
C15' H15F 0.9800 . ?
C16 C21 1.3915(17) . ?
C16 C17 1.3944(17) . ?
C17 C18 1.3920(19) . ?
C17 H17 0.9500 . ?
C18 C19 1.391(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.387(2) . ?
C19 C22' 1.539(9) . ?
C19 C22 1.552(8) . ?
C22 C24 1.492(18) . ?
C22 C25 1.515(12) . ?
C22 C23 1.570(12) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C22' C24' 1.484(19) . ?
C22' C25' 1.524(12) . ?
C22' C23' 1.527(13) . ?
C23' H23D 0.9800 . ?
C23' H23E 0.9800 . ?
C23' H23F 0.9800 . ?
C24' H24D 0.9800 . ?
C24' H24E 0.9800 . ?
C24' H24F 0.9800 . ?
C25' H25D 0.9800 . ?
C25' H25E 0.9800 . ?
C25' H25F 0.9800 . ?
C20 C21 1.3874(19) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C26 C27 1.4148(17) . ?
C26 C31 1.4166(17) . ?
C27 C28 1.3733(18) . ?
C27 H27 0.9500 . ?
C28 C29 1.399(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.3806(19) . ?
C29 C38 1.526(6) . ?
C29 C38' 1.591(9) . ?
C38 C41 1.504(7) . ?
C38 C40 1.518(7) . ?
C38 C39 1.543(6) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C38' C41' 1.494(12) . ?
C38' C40' 1.534(14) . ?
C38' C39' 1.536(10) . ?
C39' H39D 0.9800 . ?
C39' H39E 0.9800 . ?
C39' H39F 0.9800 . ?
C40' H40D 0.9800 . ?
C40' H40E 0.9800 . ?
C40' H40F 0.9800 . ?
C41' H41D 0.9800 . ?
C41' H41E 0.9800 . ?
C41' H41F 0.9800 . ?
C30 C31 1.4144(17) . ?
C30 H30 0.9500 . ?
C31 C32 1.4572(17) . ?
C32 C33 1.4089(18) . ?
C32 C37 1.4188(17) . ?
C33 C34 1.377(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.406(2) . ?
C34 C42 1.538(4) . ?
C34 C42' 1.551(13) . ?
C42 C44 1.526(8) . ?
C42 C43 1.526(7) . ?
C42 C45 1.547(9) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C42' C43' 1.486(18) . ?
C42' C44' 1.575(17) . ?
C42' C45' 1.58(2) . ?
C43' H43D 0.9800 . ?
C43' H43E 0.9800 . ?
C43' H43F 0.9800 . ?
C44' H44D 0.9800 . ?
C44' H44E 0.9800 . ?
C44' H44F 0.9800 . ?
C45' H45D 0.9800 . ?
C45' H45E 0.9800 . ?
C45' H45F 0.9800 . ?
C35 C36 1.369(2) . ?
C35 H35 0.9500 . ?
C36 C37 1.4132(18) . ?
C36 H36 0.9500 . ?
C46 C47 1.4088(18) . ?
C46 C51 1.4166(17) . ?
C47 C48 1.3714(19) . ?
C47 H47 0.9500 . ?
C48 C49 1.402(2) . ?
C48 H48 0.9500 . ?
C49 C50 1.378(2) . ?
C49 C58 1.553(3) . ?
C49 C58' 1.590(6) . ?
C58 C59 1.521(5) . ?
C58 C61 1.530(5) . ?
C58 C60 1.534(6) . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C58' C60' 1.507(10) . ?
C58' C59' 1.517(10) . ?
C58' C61' 1.522(14) . ?
C59' H59D 0.9800 . ?
C59' H59E 0.9800 . ?
C59' H59F 0.9800 . ?
C60' H60D 0.9800 . ?
C60' H60E 0.9800 . ?
C60' H60F 0.9800 . ?
C61' H61D 0.9800 . ?
C61' H61E 0.9800 . ?
C61' H61F 0.9800 . ?
C50 C51 1.4129(19) . ?
C50 H50 0.9500 . ?
C51 C52 1.4584(18) . ?
C52 C53 1.4099(17) . ?
C52 C57 1.4206(17) . ?
C53 C54 1.3824(19) . ?
C53 H53 0.9500 . ?
C54 C55 1.402(2) . ?
C54 C62 1.5400(18) . ?
C55 C56 1.3769(18) . ?
C55 H55 0.9500 . ?
C56 C57 1.4097(17) . ?
C56 H56 0.9500 . ?
C62 C64 1.525(2) . ?
C62 C63 1.530(2) . ?
C62 C65 1.535(2) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C66 Cl2 1.634(12) . ?
C66 Cl1 1.686(14) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
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
C5 C1 C2 C3 -7.04(12) . . . . ?
C6 C1 C2 C3 -122.75(11) . . . . ?
C16 C1 C2 C3 108.34(11) . . . . ?
C5 C1 C2 C26 175.30(12) . . . . ?
C6 C1 C2 C26 59.59(16) . . . . ?
C16 C1 C2 C26 -69.32(14) . . . . ?
C26 C2 C3 C37 13.64(18) . . . . ?
C1 C2 C3 C37 -164.18(11) . . . . ?
C26 C2 C3 C4 -171.20(11) . . . . ?
C1 C2 C3 C4 10.98(14) . . . . ?
C2 C3 C4 C5 -10.76(14) . . . . ?
C37 C3 C4 C5 163.64(13) . . . . ?
C2 C3 C4 C46 162.41(13) . . . . ?
C37 C3 C4 C46 -23.2(2) . . . . ?
C46 C4 C5 C57 14.27(18) . . . . ?
C3 C4 C5 C57 -171.71(11) . . . . ?
C46 C4 C5 C1 -167.90(11) . . . . ?
C3 C4 C5 C1 6.12(14) . . . . ?
C2 C1 C5 C4 0.21(12) . . . . ?
C6 C1 C5 C4 117.71(11) . . . . ?
C16 C1 C5 C4 -111.38(11) . . . . ?
C2 C1 C5 C57 177.87(11) . . . . ?
C6 C1 C5 C57 -64.62(15) . . . . ?
C16 C1 C5 C57 66.28(15) . . . . ?
C5 C1 C6 C11 106.50(14) . . . . ?
C2 C1 C6 C11 -143.36(13) . . . . ?
C16 C1 C6 C11 -20.80(18) . . . . ?
C5 C1 C6 C7 -72.04(14) . . . . ?
C2 C1 C6 C7 38.10(15) . . . . ?
C16 C1 C6 C7 160.66(11) . . . . ?
C11 C6 C7 C8 0.7(2) . . . . ?
C1 C6 C7 C8 179.37(13) . . . . ?
C6 C7 C8 C9 0.5(2) . . . . ?
C7 C8 C9 C10 -1.2(2) . . . . ?
C7 C8 C9 C12 178.21(15) . . . . ?
C8 C9 C10 C11 0.7(2) . . . . ?
C12 C9 C10 C11 -178.66(15) . . . . ?
C7 C6 C11 C10 -1.2(2) . . . . ?
C1 C6 C11 C10 -179.73(13) . . . . ?
C9 C10 C11 C6 0.5(2) . . . . ?
C10 C9 C12 C15' 76.5(7) . . . . ?
C8 C9 C12 C15' -102.8(7) . . . . ?
C10 C9 C12 C13' -55.3(7) . . . . ?
C8 C9 C12 C13' 125.3(7) . . . . ?
C10 C9 C12 C13 -121.6(3) . . . . ?
C8 C9 C12 C13 59.1(3) . . . . ?
C10 C9 C12 C15 113.7(2) . . . . ?
C8 C9 C12 C15 -65.7(3) . . . . ?
C10 C9 C12 C14 -2.5(3) . . . . ?
C8 C9 C12 C14 178.1(2) . . . . ?
C10 C9 C12 C14' -167.9(5) . . . . ?
C8 C9 C12 C14' 12.7(5) . . . . ?
C5 C1 C16 C21 23.46(15) . . . . ?
C2 C1 C16 C21 -84.55(13) . . . . ?
C6 C1 C16 C21 149.98(11) . . . . ?
C5 C1 C16 C17 -163.66(12) . . . . ?
C2 C1 C16 C17 88.33(14) . . . . ?
C6 C1 C16 C17 -37.13(17) . . . . ?
C21 C16 C17 C18 1.1(2) . . . . ?
C1 C16 C17 C18 -171.93(13) . . . . ?
C16 C17 C18 C19 -0.4(2) . . . . ?
C17 C18 C19 C20 -0.7(2) . . . . ?
C17 C18 C19 C22' 175.8(9) . . . . ?
C17 C18 C19 C22 -179.0(7) . . . . ?
C20 C19 C22 C24 110.3(6) . . . . ?
C18 C19 C22 C24 -71.6(7) . . . . ?
C20 C19 C22 C25 -13.7(14) . . . . ?
C18 C19 C22 C25 164.4(6) . . . . ?
C20 C19 C22 C23 -130.8(5) . . . . ?
C18 C19 C22 C23 47.2(12) . . . . ?
C20 C19 C22' C24' -79.3(7) . . . . ?
C18 C19 C22' C24' 104.2(8) . . . . ?
C20 C19 C22' C25' 43.7(14) . . . . ?
C18 C19 C22' C25' -132.9(7) . . . . ?
C20 C19 C22' C23' 165.5(7) . . . . ?
C18 C19 C22' C23' -11.0(15) . . . . ?
C18 C19 C20 C21 1.2(2) . . . . ?
C22' C19 C20 C21 -175.8(8) . . . . ?
C22 C19 C20 C21 179.3(8) . . . . ?
C19 C20 C21 C16 -0.5(2) . . . . ?
C17 C16 C21 C20 -0.7(2) . . . . ?
C1 C16 C21 C20 172.78(12) . . . . ?
C3 C2 C26 C27 172.61(12) . . . . ?
C1 C2 C26 C27 -10.0(2) . . . . ?
C3 C2 C26 C31 -4.83(18) . . . . ?
C1 C2 C26 C31 172.60(11) . . . . ?
C31 C26 C27 C28 -4.57(19) . . . . ?
C2 C26 C27 C28 177.98(12) . . . . ?
C26 C27 C28 C29 1.4(2) . . . . ?
C27 C28 C29 C30 2.6(2) . . . . ?
C27 C28 C29 C38 -174.0(3) . . . . ?
C27 C28 C29 C38' 173.9(5) . . . . ?
C30 C29 C38 C41 -8.0(6) . . . . ?
C28 C29 C38 C41 168.4(3) . . . . ?
C30 C29 C38 C40 112.1(4) . . . . ?
C28 C29 C38 C40 -71.6(4) . . . . ?
C30 C29 C38 C39 -128.1(4) . . . . ?
C28 C29 C38 C39 48.3(5) . . . . ?
C30 C29 C38' C41' 177.7(6) . . . . ?
C28 C29 C38' C41' 6.2(10) . . . . ?
C30 C29 C38' C40' -61.7(7) . . . . ?
C28 C29 C38' C40' 126.8(6) . . . . ?
C30 C29 C38' C39' 57.2(9) . . . . ?
C28 C29 C38' C39' -114.4(6) . . . . ?
C28 C29 C30 C31 -3.5(2) . . . . ?
C38 C29 C30 C31 172.9(3) . . . . ?
C38' C29 C30 C31 -175.8(5) . . . . ?
C29 C30 C31 C26 0.3(2) . . . . ?
C29 C30 C31 C32 -174.94(13) . . . . ?
C27 C26 C31 C30 3.70(18) . . . . ?
C2 C26 C31 C30 -178.73(12) . . . . ?
C27 C26 C31 C32 179.01(12) . . . . ?
C2 C26 C31 C32 -3.42(18) . . . . ?
C30 C31 C32 C33 1.1(2) . . . . ?
C26 C31 C32 C33 -174.06(14) . . . . ?
C30 C31 C32 C37 177.91(12) . . . . ?
C26 C31 C32 C37 2.74(19) . . . . ?
C37 C32 C33 C34 -4.6(3) . . . . ?
C31 C32 C33 C34 172.28(17) . . . . ?
C32 C33 C34 C35 -2.6(3) . . . . ?
C32 C33 C34 C42 172.3(4) . . . . ?
C32 C33 C34 C42' -172.2(8) . . . . ?
C33 C34 C42 C44 -116.1(4) . . . . ?
C35 C34 C42 C44 58.7(6) . . . . ?
C33 C34 C42 C43 7.2(8) . . . . ?
C35 C34 C42 C43 -177.9(5) . . . . ?
C33 C34 C42 C45 123.8(4) . . . . ?
C35 C34 C42 C45 -61.3(5) . . . . ?
C33 C34 C42' C43' 176.9(10) . . . . ?
C35 C34 C42' C43' 8.1(17) . . . . ?
C33 C34 C42' C44' 56.3(15) . . . . ?
C35 C34 C42' C44' -112.4(11) . . . . ?
C33 C34 C42' C45' -60.8(11) . . . . ?
C35 C34 C42' C45' 130.4(9) . . . . ?
C33 C34 C35 C36 5.5(3) . . . . ?
C42 C34 C35 C36 -169.7(4) . . . . ?
C42' C34 C35 C36 174.3(8) . . . . ?
C34 C35 C36 C37 -1.2(3) . . . . ?
C35 C36 C37 C32 -6.0(2) . . . . ?
C35 C36 C37 C3 -179.69(16) . . . . ?
C33 C32 C37 C36 8.7(2) . . . . ?
C31 C32 C37 C36 -168.23(13) . . . . ?
C33 C32 C37 C3 -177.35(14) . . . . ?
C31 C32 C37 C3 5.75(19) . . . . ?
C2 C3 C37 C36 159.62(13) . . . . ?
C4 C3 C37 C36 -14.2(2) . . . . ?
C2 C3 C37 C32 -13.96(18) . . . . ?
C4 C3 C37 C32 172.19(13) . . . . ?
C5 C4 C46 C47 158.18(13) . . . . ?
C3 C4 C46 C47 -14.3(2) . . . . ?
C5 C4 C46 C51 -13.55(19) . . . . ?
C3 C4 C46 C51 173.93(13) . . . . ?
C51 C46 C47 C48 -3.8(2) . . . . ?
C4 C46 C47 C48 -175.58(15) . . . . ?
C46 C47 C48 C49 0.5(3) . . . . ?
C47 C48 C49 C50 1.8(3) . . . . ?
C47 C48 C49 C58 173.8(2) . . . . ?
C47 C48 C49 C58' -158.1(4) . . . . ?
C50 C49 C58 C59 -126.4(3) . . . . ?
C48 C49 C58 C59 62.3(4) . . . . ?
C50 C49 C58 C61 116.2(3) . . . . ?
C48 C49 C58 C61 -55.1(3) . . . . ?
C50 C49 C58 C60 -3.9(5) . . . . ?
C48 C49 C58 C60 -175.2(4) . . . . ?
C50 C49 C58' C60' 172.1(6) . . . . ?
C48 C49 C58' C60' -27.2(9) . . . . ?
C50 C49 C58' C59' -64.3(6) . . . . ?
C48 C49 C58' C59' 96.4(6) . . . . ?
C50 C49 C58' C61' 60.3(10) . . . . ?
C48 C49 C58' C61' -139.0(8) . . . . ?
C48 C49 C50 C51 -0.6(3) . . . . ?
C58 C49 C50 C51 -171.9(2) . . . . ?
C58' C49 C50 C51 162.1(4) . . . . ?
C49 C50 C51 C46 -2.7(3) . . . . ?
C49 C50 C51 C52 171.93(17) . . . . ?
C47 C46 C51 C50 4.8(2) . . . . ?
C4 C46 C51 C50 176.97(14) . . . . ?
C47 C46 C51 C52 -169.91(13) . . . . ?
C4 C46 C51 C52 2.2(2) . . . . ?
C50 C51 C52 C53 11.2(2) . . . . ?
C46 C51 C52 C53 -174.23(13) . . . . ?
C50 C51 C52 C57 -166.22(15) . . . . ?
C46 C51 C52 C57 8.3(2) . . . . ?
C57 C52 C53 C54 0.1(2) . . . . ?
C51 C52 C53 C54 -177.34(13) . . . . ?
C52 C53 C54 C55 1.9(2) . . . . ?
C52 C53 C54 C62 -178.63(13) . . . . ?
C53 C54 C55 C56 -2.3(2) . . . . ?
C62 C54 C55 C56 178.24(13) . . . . ?
C54 C55 C56 C57 0.7(2) . . . . ?
C55 C56 C57 C52 1.4(2) . . . . ?
C55 C56 C57 C5 -174.72(12) . . . . ?
C53 C52 C57 C56 -1.75(19) . . . . ?
C51 C52 C57 C56 175.77(12) . . . . ?
C53 C52 C57 C5 174.55(12) . . . . ?
C51 C52 C57 C5 -7.93(19) . . . . ?
C4 C5 C57 C56 172.73(12) . . . . ?
C1 C5 C57 C56 -4.7(2) . . . . ?
C4 C5 C57 C52 -3.33(18) . . . . ?
C1 C5 C57 C52 179.23(12) . . . . ?
C53 C54 C62 C64 -74.7(2) . . . . ?
C55 C54 C62 C64 104.78(19) . . . . ?
C53 C54 C62 C63 46.04(18) . . . . ?
C55 C54 C62 C63 -134.51(15) . . . . ?
C53 C54 C62 C65 165.80(15) . . . . ?
C55 C54 C62 C65 -14.8(2) . . . . ?
