#------------------------------------------------------------------------------
#$Date: 2020-12-04 04:19:49 +0200 (Fri, 04 Dec 2020) $
#$Revision: 259516 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/53/4135341.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_4135341
loop_
_publ_author_name
'Bergman, Harrison M.'
'Kiel, Gavin R.'
'Witzke, Ryan J.'
'Nenon, David P.'
'Schwartzberg, Adam M.'
'Liu, Yi'
'Tilley, T. Don'
_publ_section_title
;
 Shape-Selective Synthesis of Pentacene Macrocycles and the Effect of
 Geometry on Singlet Fission.
;
_journal_issue                   47
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              19850
_journal_page_last               19855
_journal_paper_doi               10.1021/jacs.0c09941
_journal_volume                  142
_journal_year                    2020
_chemical_formula_moiety         '6(C H Cl3), C100 H64'
_chemical_formula_sum            'C106 H70 Cl18'
_chemical_formula_weight         1981.72
_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
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-06-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                100.353(2)
_cell_angle_beta                 102.176(2)
_cell_angle_gamma                107.043(2)
_cell_formula_units_Z            1
_cell_length_a                   11.8612(5)
_cell_length_b                   14.1474(7)
_cell_length_c                   14.9784(8)
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    100
_cell_measurement_theta_max      22.59
_cell_measurement_theta_min      2.44
_cell_volume                     2269.2(2)
_computing_cell_refinement       'SAINT V8.38A Bruker-AXS, Madison WI'
_computing_data_collection       'Bruker APEX2 Bruker-AXS, Madison WI'
_computing_data_reduction        'SAINT V8.38A Bruker-AXS, Madison WI'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 7.39
_diffrn_measured_fraction_theta_full 0.884
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_device_type  'Bruker D8 with PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7288
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_Laue_measured_fraction_full 0.884
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20363
_diffrn_reflns_point_group_measured_fraction_full 0.884
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        22.617
_diffrn_reflns_theta_max         22.617
_diffrn_reflns_theta_min         1.476
_diffrn_source
;
Advanced Light Source, station 12.2.1
;
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_T_max  0.7448
_exptl_absorpt_correction_T_min  0.5595
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1644 before and 0.0676 after correction. The Ratio of minimum to maximum transmission is 0.7512. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_description       needle
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     597
_refine_ls_number_reflns         4947
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.1224
_refine_ls_R_factor_gt           0.0892
_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)+(0.0523P)²+33.8629P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2729
_refine_ls_wR_factor_ref         0.2902
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3383
_reflns_number_total             4947
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c09941_si_002.cif
_cod_data_source_block           hb_43
_cod_depositor_comments
'Adding full bibliography for 4135339--4135341.cif.'
_cod_original_cell_volume        2269.21(19)
_cod_database_code               4135341
_shelx_shelxl_version_number     2014/7
_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_max   0.885
_shelx_estimated_absorpt_t_min   0.834
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Others
 Fixed Sof: Cl8B(0.5) Cl9B(0.5) Cl9A(0.5) Cl8A(0.5)
3.a Ternary CH refined with riding coordinates:
 C51(H51), C50(H50)
3.b Aromatic/amide H refined with riding coordinates:
 C43(H43), C40(H40), C8(H8), C5(H5), C42(H42), C39(H39), C10(H10), C3(H3),
 C6(H6), C7(H7), C30(H30), C16(H16), C45(H45), C49(H49), C33(H33), C32(H32),
 C46(H46), C48(H48), C14(H14), C20(H20), C24(H24), C29(H29), C23(H23), C19(H19),
  C17(H17), C27(H27), C18(H18), C26(H26)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Cl1 Cl 0.5925(3) 1.1508(3) 0.4574(3) 0.0731(12) Uani 1 1 d . . . . .
Cl2 Cl 0.7558(3) 1.1098(3) 0.3518(3) 0.0791(13) Uani 1 1 d . . . . .
Cl5 Cl 0.4300(4) 0.5294(3) 0.4032(3) 0.0740(12) Uani 1 1 d . . . . .
Cl4 Cl 0.4369(4) 0.6966(3) 0.3183(4) 0.114(2) Uani 1 1 d . . . . .
Cl6 Cl 0.3344(6) 0.4931(4) 0.2032(3) 0.116(2) Uani 1 1 d . . . . .
Cl3 Cl 0.5804(6) 0.9458(4) 0.3860(4) 0.129(2) Uani 1 1 d . . . . .
C4 C 0.7028(9) 0.7145(8) 0.1895(7) 0.026(3) Uani 1 1 d . . . . .
C41 C 0.5582(10) 0.9609(7) 0.8827(7) 0.027(3) Uani 1 1 d . . . . .
C9 C 0.6694(9) 0.6135(8) 0.1296(7) 0.027(3) Uani 1 1 d . . . . .
C43 C 0.5775(10) 1.1375(7) 0.9001(7) 0.029(3) Uani 1 1 d . . . . .
H43 H 0.5396 1.1874 0.8939 0.034 Uiso 1 1 calc R . . . .
C40 C 0.6845(10) 0.9929(8) 0.9200(7) 0.026(3) Uani 1 1 d . . . . .
H40 H 0.7227 0.9436 0.9288 0.031 Uiso 1 1 calc R . . . .
C8 C 0.6339(10) 0.6009(8) 0.0294(7) 0.032(3) Uani 1 1 d . . . . .
H8 H 0.6130 0.5351 -0.0117 0.039 Uiso 1 1 calc R . . . .
C5 C 0.6951(9) 0.7955(8) 0.1466(8) 0.031(3) Uani 1 1 d . . . . .
H5 H 0.7150 0.8626 0.1852 0.038 Uiso 1 1 calc R . . . .
C38 C 0.7039(9) 1.1686(7) 0.9315(7) 0.024(2) Uani 1 1 d . . . . .
C2 C 0.7535(9) 0.6509(8) 0.3290(7) 0.029(3) Uani 1 1 d . . . . .
C25 C 0.8597(11) 0.9598(8) 0.6152(7) 0.033(3) Uani 1 1 d . . . . .
C42 C 0.5045(10) 1.0355(8) 0.8775(7) 0.030(3) Uani 1 1 d . . . . .
H42 H 0.4176 1.0165 0.8585 0.036 Uiso 1 1 calc R . . . .
C39 C 0.7559(10) 1.0953(8) 0.9447(7) 0.029(3) Uani 1 1 d . . . . .
H39 H 0.8421 1.1154 0.9712 0.035 Uiso 1 1 calc R . . . .
C34 C 0.9020(11) 1.2924(8) 0.9214(8) 0.035(3) Uani 1 1 d . . . . .
C10 C 0.6726(9) 0.5334(8) 0.1704(7) 0.030(3) Uani 1 1 d . . . . .
H10 H 0.6455 0.4661 0.1304 0.036 Uiso 1 1 calc R . . . .
C36 C 0.7829(10) 1.2765(8) 0.9449(8) 0.033(3) Uani 1 1 d . . . . .
C1 C 0.8002(9) 0.6702(8) 0.4274(7) 0.030(3) Uani 1 1 d . . . . .
C12 C 0.7215(10) 0.4678(8) 0.3096(7) 0.032(3) Uani 1 1 d . . . . .
C3 C 0.7423(9) 0.7301(8) 0.2861(7) 0.029(3) Uani 1 1 d . . . . .
H3 H 0.7629 0.7968 0.3254 0.035 Uiso 1 1 calc R . . . .
C28 C 0.8784(10) 1.0557(8) 0.6856(8) 0.031(3) Uani 1 1 d . . . . .
C11 C 0.7148(10) 0.5481(8) 0.2690(7) 0.030(3) Uani 1 1 d . . . . .
C22 C 0.8243(10) 0.7726(8) 0.4909(7) 0.032(3) Uani 1 1 d . . . . .
C47 C 0.6523(10) 0.3574(8) 0.2537(7) 0.032(3) Uani 1 1 d . . . . .
C31 C 0.9002(10) 1.2175(8) 0.8366(8) 0.032(3) Uani 1 1 d . . . . .
C6 C 0.6598(10) 0.7775(9) 0.0515(8) 0.033(3) Uani 1 1 d . . . . .
H6 H 0.6555 0.8325 0.0243 0.040 Uiso 1 1 calc R . . . .
C44 C 0.5153(10) 0.1505(8) 0.1595(7) 0.027(3) Uani 1 1 d . . . . .
C7 C 0.6293(10) 0.6799(9) -0.0081(8) 0.035(3) Uani 1 1 d . . . . .
H7 H 0.6054 0.6694 -0.0748 0.042 Uiso 1 1 calc R . . . .
C30 C 0.9954(10) 1.1814(9) 0.8345(8) 0.039(3) Uani 1 1 d . . . . .
H30 H 1.0695 1.2113 0.8845 0.046 Uiso 1 1 calc R . . . .
C16 C 0.8944(11) 0.3536(10) 0.5838(9) 0.043(3) Uani 1 1 d . . . . .
H16 H 0.8696 0.2855 0.5458 0.051 Uiso 1 1 calc R . . . .
C45 C 0.4689(10) 0.2099(8) 0.2148(8) 0.033(3) Uani 1 1 d . . . . .
H45 H 0.3888 0.1804 0.2209 0.040 Uiso 1 1 calc R . . . .
C49 C 0.6309(10) 0.1982(9) 0.1511(8) 0.037(3) Uani 1 1 d . . . . .
H49 H 0.6652 0.1598 0.1130 0.045 Uiso 1 1 calc R . . . .
C33 C 0.7852(11) 1.0975(8) 0.6851(8) 0.038(3) Uani 1 1 d . . . . .
H33 H 0.7134 1.0713 0.6329 0.045 Uiso 1 1 calc R . . . .
C32 C 0.7961(11) 1.1765(9) 0.7592(8) 0.038(3) Uani 1 1 d . . . . .
H32 H 0.7313 1.2034 0.7574 0.045 Uiso 1 1 calc R . . . .
C46 C 0.5366(11) 0.3121(9) 0.2621(8) 0.038(3) Uani 1 1 d . . . . .
H46 H 0.5026 0.3507 0.3003 0.046 Uiso 1 1 calc R . . . .
C15 C 0.8658(10) 0.4305(9) 0.5417(8) 0.038(3) Uani 1 1 d . . . . .
C48 C 0.6989(11) 0.3004(9) 0.1965(8) 0.039(3) Uani 1 1 d . . . . .
H48 H 0.7774 0.3310 0.1881 0.047 Uiso 1 1 calc R . . . .
C13 C 0.7803(10) 0.4880(9) 0.4065(8) 0.036(3) Uani 1 1 d . . . . .
C37 C 0.7473(14) 1.3541(11) 0.9741(10) 0.047(4) Uani 1 1 d . . . . .
C01B C 0.9043(10) 0.5328(9) 0.6017(8) 0.039(3) Uani 1 1 d . . . . .
C21 C 0.8213(10) 0.5910(9) 0.4662(7) 0.034(3) Uani 1 1 d . . . . .
C14 C 0.8037(11) 0.4103(9) 0.4471(8) 0.041(3) Uani 1 1 d . . . . .
H14 H 0.7760 0.3423 0.4084 0.049 Uiso 1 1 calc R . . . .
C20 C 0.8808(10) 0.6095(9) 0.5636(8) 0.040(3) Uani 1 1 d . . . . .
H20 H 0.9051 0.6764 0.6038 0.048 Uiso 1 1 calc R . . . .
C24 C 0.9536(11) 0.9421(8) 0.5817(8) 0.044(3) Uani 1 1 d . . . . .
H24 H 1.0322 0.9943 0.6012 0.052 Uiso 1 1 calc R . . . .
C35 C 1.0049(14) 1.3657(10) 0.9762(11) 0.051(4) Uani 1 1 d . . . . .
C29 C 0.9847(10) 1.1019(8) 0.7603(8) 0.037(3) Uani 1 1 d . . . . .
H29 H 1.0520 1.0784 0.7607 0.045 Uiso 1 1 calc R . . . .
C23 C 0.9353(11) 0.8494(9) 0.5201(8) 0.043(3) Uani 1 1 d . . . . .
H23 H 1.0014 0.8395 0.4979 0.051 Uiso 1 1 calc R . . . .
C19 C 0.9661(10) 0.5508(10) 0.7001(8) 0.044(3) Uani 1 1 d . . . . .
H19 H 0.9901 0.6173 0.7409 0.053 Uiso 1 1 calc R . . . .
C17 C 0.9562(11) 0.3762(10) 0.6767(9) 0.045(3) Uani 1 1 d . . . . .
H17 H 0.9762 0.3244 0.7021 0.054 Uiso 1 1 calc R . . . .
C27 C 0.7300(11) 0.7883(10) 0.5251(9) 0.057(4) Uani 1 1 d . . . . .
H27 H 0.6527 0.7349 0.5071 0.068 Uiso 1 1 calc R . . . .
C18 C 0.9911(11) 0.4758(10) 0.7361(9) 0.046(3) Uani 1 1 d . . . . .
H18 H 1.0321 0.4899 0.8013 0.056 Uiso 1 1 calc R . . . .
C26 C 0.7470(11) 0.8815(10) 0.5858(9) 0.056(4) Uani 1 1 d . . . . .
H26 H 0.6804 0.8915 0.6073 0.067 Uiso 1 1 calc R . . . .
C51 C 0.3550(13) 0.5723(10) 0.3118(9) 0.055(4) Uani 1 1 d . . . . .
H51 H 0.2724 0.5691 0.3197 0.066 Uiso 1 1 calc R . . . .
C50 C 0.6095(12) 1.0651(10) 0.3660(9) 0.057(4) Uani 1 1 d . . . . .
H50 H 0.5487 1.0594 0.3060 0.069 Uiso 1 1 calc R . . . .
Cl7 Cl 1.0660(4) 0.8566(4) 0.8019(3) 0.0998(16) Uani 1 1 d . . . . .
Cl8B Cl 0.8401(10) 0.7522(10) 0.8205(9) 0.103(4) Uani 0.5 1 d . . P A 2
C52 C 0.9227(17) 0.8588(18) 0.8216(12) 0.092(6) Uani 1 1 d . . . . .
Cl9B Cl 0.9779(10) 0.9573(10) 0.9323(7) 0.108(4) Uani 0.5 1 d . . P A 2
Cl9A Cl 0.8962(10) 0.8264(12) 0.9283(7) 0.129(5) Uani 0.5 1 d . . P A 1
Cl8A Cl 0.8019(11) 0.7461(14) 0.7361(11) 0.179(8) Uani 0.5 1 d . . P A 1
H35A H 1.081(9) 1.369(6) 0.962(6) 0.01(2) Uiso 1 1 d . . . . .
H37A H 0.675(10) 1.344(8) 0.992(7) 0.03(3) Uiso 1 1 d . . . . .
H37B H 0.791(9) 1.419(8) 0.977(7) 0.03(3) Uiso 1 1 d . . . . .
H35B H 1.014(12) 1.401(10) 1.029(9) 0.06(4) Uiso 1 1 d . . . . .
H52 H 0.889(16) 0.914(13) 0.801(12) 0.12(6) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0034 0.0017 'Calculated using XDISP in WinGX (Farrugia, 1999)'
H H 0.0000 0.0000 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Cl Cl 0.1549 0.1679 'Calculated using XDISP in WinGX (Farrugia, 1999)'
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 C4 C9 118.6(10) . . ?
C3 C4 C9 119.0(10) . . ?
C3 C4 C5 122.4(10) . . ?
C40 C41 C42 117.9(9) . . ?
C40 C41 C44 120.5(9) . 2_666 ?
C42 C41 C44 121.4(10) . 2_666 ?
C8 C9 C4 117.5(10) . . ?
C10 C9 C4 119.2(9) . . ?
C10 C9 C8 123.2(10) . . ?
C38 C43 H43 119.1 . . ?
C38 C43 C42 121.8(9) . . ?
C42 C43 H43 119.1 . . ?
C41 C40 H40 119.4 . . ?
C39 C40 C41 121.2(10) . . ?
C39 C40 H40 119.4 . . ?
C9 C8 H8 119.1 . . ?
C7 C8 C9 121.8(10) . . ?
C7 C8 H8 119.1 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.4(10) . . ?
C6 C5 H5 119.8 . . ?
C43 C38 C36 121.6(9) . . ?
C39 C38 C43 117.8(9) . . ?
C39 C38 C36 120.4(10) . . ?
C1 C2 C3 121.4(10) . . ?
C1 C2 C11 120.2(10) . . ?
C3 C2 C11 118.3(9) . . ?
C24 C25 C28 122.5(10) . . ?
C24 C25 C26 117.6(10) . . ?
C26 C25 C28 119.8(10) . . ?
C41 C42 H42 120.0 . . ?
C43 C42 C41 120.0(10) . . ?
C43 C42 H42 120.0 . . ?
C40 C39 H39 119.5 . . ?
C38 C39 C40 120.9(10) . . ?
C38 C39 H39 119.5 . . ?
C36 C34 C31 116.1(10) . . ?
C35 C34 C36 121.6(11) . . ?
C35 C34 C31 122.2(12) . . ?
C9 C10 H10 118.7 . . ?
C9 C10 C11 122.5(10) . . ?
C11 C10 H10 118.7 . . ?
C38 C36 C34 116.8(9) . . ?
C37 C36 C38 121.4(12) . . ?
C37 C36 C34 121.8(11) . . ?
C2 C1 C22 120.5(10) . . ?
C2 C1 C21 119.4(10) . . ?
C21 C1 C22 120.1(9) . . ?
C11 C12 C47 120.8(9) . . ?
C11 C12 C13 120.3(10) . . ?
C13 C12 C47 118.5(10) . . ?
C4 C3 C2 122.7(10) . . ?
C4 C3 H3 118.6 . . ?
C2 C3 H3 118.6 . . ?
C33 C28 C25 121.5(10) . . ?
C29 C28 C25 121.3(10) . . ?
C29 C28 C33 116.9(10) . . ?
C10 C11 C2 118.0(10) . . ?
C12 C11 C2 119.6(9) . . ?
C12 C11 C10 122.3(10) . . ?
C23 C22 C1 123.7(10) . . ?
C23 C22 C27 118.3(10) . . ?
C27 C22 C1 118.0(10) . . ?
C46 C47 C12 117.3(10) . . ?
C46 C47 C48 118.7(10) . . ?
C48 C47 C12 124.0(10) . . ?
C30 C31 C34 121.9(11) . . ?
C30 C31 C32 118.0(10) . . ?
C32 C31 C34 119.9(10) . . ?
C5 C6 H6 119.1 . . ?
C5 C6 C7 121.8(11) . . ?
C7 C6 H6 119.1 . . ?
C45 C44 C41 118.8(9) . 2_666 ?
C45 C44 C49 116.6(10) . . ?
C49 C44 C41 124.5(10) . 2_666 ?
C8 C7 C6 119.8(11) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C31 C30 H30 119.6 . . ?
C31 C30 C29 120.8(11) . . ?
C29 C30 H30 119.6 . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C17 C16 C15 121.3(12) . . ?
C44 C45 H45 119.1 . . ?
C44 C45 C46 121.8(11) . . ?
C46 C45 H45 119.1 . . ?
C44 C49 H49 118.8 . . ?
C44 C49 C48 122.4(11) . . ?
C48 C49 H49 118.8 . . ?
C28 C33 H33 119.6 . . ?
C32 C33 C28 120.9(11) . . ?
C32 C33 H33 119.6 . . ?
C31 C32 H32 119.4 . . ?
C33 C32 C31 121.3(11) . . ?
C33 C32 H32 119.4 . . ?
C47 C46 C45 120.5(10) . . ?
C47 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C16 C15 C01B 117.8(11) . . ?
C14 C15 C16 122.9(11) . . ?
C14 C15 C01B 119.3(11) . . ?
C47 C48 C49 120.0(11) . . ?
C47 C48 H48 120.0 . . ?
C49 C48 H48 120.0 . . ?
C12 C13 C21 119.7(11) . . ?
C12 C13 C14 121.7(11) . . ?
C14 C13 C21 118.6(10) . . ?
C36 C37 H37A 121(6) . . ?
C36 C37 H37B 122(7) . . ?
H37A C37 H37B 117(9) . . ?
C20 C01B C15 119.6(10) . . ?
C20 C01B C19 122.4(11) . . ?
C19 C01B C15 118.0(11) . . ?
C1 C21 C13 119.9(10) . . ?
C1 C21 C20 121.5(10) . . ?
C20 C21 C13 118.7(11) . . ?
C15 C14 C13 121.9(11) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
C01B C20 C21 121.8(11) . . ?
C01B C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?
C25 C24 H24 119.4 . . ?
C25 C24 C23 121.2(11) . . ?
C23 C24 H24 119.4 . . ?
C34 C35 H35A 119(5) . . ?
C34 C35 H35B 126(10) . . ?
H35A C35 H35B 114(10) . . ?
C28 C29 H29 119.0 . . ?
C30 C29 C28 121.9(11) . . ?
C30 C29 H29 119.0 . . ?
C22 C23 C24 121.2(11) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C01B C19 H19 119.1 . . ?
C18 C19 C01B 121.9(12) . . ?
C18 C19 H19 119.1 . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 121.0(12) . . ?
C18 C17 H17 119.5 . . ?
C22 C27 H27 119.5 . . ?
C22 C27 C26 120.9(11) . . ?
C26 C27 H27 119.5 . . ?
C19 C18 C17 120.0(12) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C25 C26 C27 120.7(12) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
Cl5 C51 H51 108.5 . . ?
Cl4 C51 Cl5 110.7(7) . . ?
Cl4 C51 Cl6 110.7(8) . . ?
Cl4 C51 H51 108.5 . . ?
Cl6 C51 Cl5 110.0(7) . . ?
Cl6 C51 H51 108.5 . . ?
Cl1 C50 H50 108.2 . . ?
Cl2 C50 Cl1 110.7(7) . . ?
Cl2 C50 H50 108.2 . . ?
Cl3 C50 Cl1 111.1(7) . . ?
Cl3 C50 Cl2 110.2(8) . . ?
Cl3 C50 H50 108.2 . . ?
Cl7 C52 Cl9B 100.3(10) . . ?
Cl7 C52 Cl9A 115.2(10) . . ?
Cl7 C52 Cl8A 106.7(11) . . ?
Cl7 C52 H52 118(10) . . ?
Cl8B C52 Cl7 111.5(13) . . ?
Cl8B C52 Cl9B 117.4(12) . . ?
Cl8B C52 H52 124(10) . . ?
Cl9B C52 H52 79(10) . . ?
Cl9A C52 Cl8A 97.9(13) . . ?
Cl9A C52 H52 117(10) . . ?
Cl8A C52 H52 97(10) . . ?
C52 Cl9B Cl9B 167.7(13) . 2_777 ?
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 C50 1.746(15) . ?
Cl2 C50 1.737(14) . ?
Cl5 C51 1.771(14) . ?
Cl4 C51 1.715(14) . ?
Cl6 C51 1.725(13) . ?
Cl3 C50 1.715(14) . ?
C4 C9 1.436(14) . ?
C4 C5 1.427(14) . ?
C4 C3 1.378(14) . ?
C41 C40 1.385(14) . ?
C41 C42 1.389(14) . ?
C41 C44 1.498(14) 2_666 ?
C9 C8 1.434(15) . ?
C9 C10 1.387(14) . ?
C43 H43 0.9500 . ?
C43 C38 1.380(14) . ?
C43 C42 1.384(14) . ?
C40 H40 0.9500 . ?
C40 C39 1.382(14) . ?
C8 H8 0.9500 . ?
C8 C7 1.347(15) . ?
C5 H5 0.9500 . ?
C5 C6 1.351(15) . ?
C38 C39 1.375(14) . ?
C38 C36 1.490(14) . ?
C2 C1 1.406(15) . ?
C2 C3 1.413(15) . ?
C2 C11 1.449(14) . ?
C25 C28 1.488(15) . ?
C25 C24 1.381(15) . ?
C25 C26 1.385(16) . ?
C42 H42 0.9500 . ?
C39 H39 0.9500 . ?
C34 C36 1.491(16) . ?
C34 C31 1.493(15) . ?
C34 C35 1.329(17) . ?
C10 H10 0.9500 . ?
C10 C11 1.411(14) . ?
C36 C37 1.323(16) . ?
C1 C22 1.493(15) . ?
C1 C21 1.411(15) . ?
C12 C11 1.395(15) . ?
C12 C47 1.518(15) . ?
C12 C13 1.408(15) . ?
C3 H3 0.9500 . ?
C28 C33 1.398(15) . ?
C28 C29 1.388(15) . ?
C22 C23 1.361(15) . ?
C22 C27 1.382(16) . ?
C47 C46 1.377(15) . ?
C47 C48 1.379(15) . ?
C31 C30 1.373(15) . ?
C31 C32 1.392(15) . ?
C6 H6 0.9500 . ?
C6 C7 1.402(15) . ?
C44 C41 1.498(14) 2_666 ?
C44 C45 1.382(14) . ?
C44 C49 1.383(15) . ?
C7 H7 0.9500 . ?
C30 H30 0.9500 . ?
C30 C29 1.386(15) . ?
C16 H16 0.9500 . ?
C16 C15 1.438(16) . ?
C16 C17 1.360(16) . ?
C45 H45 0.9500 . ?
C45 C46 1.396(15) . ?
C49 H49 0.9500 . ?
C49 C48 1.392(15) . ?
C33 H33 0.9500 . ?
C33 C32 1.382(15) . ?
C32 H32 0.9500 . ?
C46 H46 0.9500 . ?
C15 C01B 1.444(16) . ?
C15 C14 1.387(16) . ?
C48 H48 0.9500 . ?
C13 C21 1.447(15) . ?
C13 C14 1.415(16) . ?
C37 H37A 0.93(11) . ?
C37 H37B 0.90(10) . ?
C01B C20 1.383(16) . ?
C01B C19 1.440(16) . ?
C21 C20 1.419(15) . ?
C14 H14 0.9500 . ?
C20 H20 0.9500 . ?
C24 H24 0.9500 . ?
C24 C23 1.391(15) . ?
C35 H35A 0.96(10) . ?
C35 H35B 0.82(12) . ?
C29 H29 0.9500 . ?
C23 H23 0.9500 . ?
C19 H19 0.9500 . ?
C19 C18 1.352(16) . ?
C17 H17 0.9500 . ?
C17 C18 1.414(17) . ?
C27 H27 0.9500 . ?
C27 C26 1.394(16) . ?
C18 H18 0.9500 . ?
C26 H26 0.9500 . ?
C51 H51 1.0000 . ?
C50 H50 1.0000 . ?
Cl7 C52 1.793(19) . ?
Cl8B C52 1.53(2) . ?
C52 Cl9B 1.82(2) . ?
C52 Cl9A 1.804(19) . ?
C52 Cl8A 1.84(2) . ?
C52 H52 1.04(17) . ?
Cl9B Cl9B 2.04(2) 2_777 ?
