#------------------------------------------------------------------------------
#$Date: 2019-11-26 09:58:22 +0200 (Tue, 26 Nov 2019) $
#$Revision: 243188 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/33/4133385.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_4133385
loop_
_publ_author_name
'Nakakuki, Yusuke'
'Hirose, Takashi'
'Matsuda, Kenji'
_publ_section_title
;
 Synthesis of a Helical Analogue of Kekulene: A Flexible π-Expanded
 Helicene with Large Helical Diameter Acting as a Soft Molecular Spring.
;
_journal_issue                   45
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              15461
_journal_page_last               15469
_journal_paper_doi               10.1021/jacs.8b09825
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C54 H30, 0.368(C6 H14), 0.263(C4 H8 O)'
_chemical_formula_sum            'C57.26 H37.26 O0.26'
_chemical_formula_weight         729.50
_chemical_name_common            'helically twisted kekulene 1'
_chemical_name_systematic
dinaphtho[1'',2'':6,7;1''',2''':6',7']diphenanthro[3,2-a:2',3'-j]anthracene
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 100.653(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   27.6570(7)
_cell_length_b                   7.6139(3)
_cell_length_c                   35.2089(13)
_cell_measurement_reflns_used    8929
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      30.2270
_cell_measurement_theta_min      2.0700
_cell_volume                     7286.4(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_molecular_graphics    'Yadokari-XG (Wakita, Nemoto et al., 2009)'
_computing_publication_material  'Yadokari-XG (Wakita, Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            33836
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.598
_diffrn_reflns_theta_min         2.070
_diffrn_source                   'Rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.43c (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             3063
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     521
_refine_ls_number_reflns         10354
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0644
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0970P)²+4.0888P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1702
_refine_ls_wR_factor_ref         0.1938
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6788
_reflns_number_total             10354
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b09825_si_002.cif
_cod_data_source_block           KH1
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               4133385
_shelx_shelxl_version_number     2016/6
_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   0.970
_shelx_estimated_absorpt_t_max   0.999
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.59333(6) 0.2138(2) 0.61532(5) 0.0335(4) Uani 1 1 d . . . . .
H1 H 0.618380 0.260545 0.634832 0.040 Uiso 1 1 calc R U . . .
C2 C 0.60022(7) 0.2125(3) 0.57775(5) 0.0381(4) Uani 1 1 d . . . . .
H2 H 0.629794 0.258104 0.571584 0.046 Uiso 1 1 calc R U . . .
C3 C 0.56407(8) 0.1445(3) 0.54852(6) 0.0430(5) Uani 1 1 d . . . . .
H3 H 0.569024 0.142570 0.522530 0.052 Uiso 1 1 calc R U . . .
C4 C 0.52149(7) 0.0809(3) 0.55763(6) 0.0431(5) Uani 1 1 d . . . . .
H4 H 0.496781 0.035554 0.537672 0.052 Uiso 1 1 calc R U . . .
C5 C 0.51339(6) 0.0809(2) 0.59584(6) 0.0364(4) Uani 1 1 d . . . . .
C6 C 0.46890(6) 0.0103(3) 0.60501(6) 0.0400(4) Uani 1 1 d . . . . .
H6 H 0.443628 -0.028708 0.584717 0.048 Uiso 1 1 calc R U . . .
C7 C 0.46230(6) -0.0018(2) 0.64165(6) 0.0382(4) Uani 1 1 d . . . . .
H7 H 0.432686 -0.051595 0.646818 0.046 Uiso 1 1 calc R U . . .
C8 C 0.49888(6) 0.0585(2) 0.67332(5) 0.0320(4) Uani 1 1 d . . . . .
C9 C 0.49355(6) 0.0351(2) 0.71145(6) 0.0336(4) Uani 1 1 d . . . . .
H9 H 0.464290 -0.017997 0.716455 0.040 Uiso 1 1 calc R U . . .
C10 C 0.52929(6) 0.0863(2) 0.74254(5) 0.0304(4) Uani 1 1 d . . . . .
C11 C 0.52485(6) 0.0432(2) 0.78148(5) 0.0348(4) Uani 1 1 d . . . . .
H11 H 0.495577 -0.010983 0.786179 0.042 Uiso 1 1 calc R U . . .
C12 C 0.56139(6) 0.0780(2) 0.81135(5) 0.0341(4) Uani 1 1 d . . . . .
H12 H 0.557861 0.044964 0.836712 0.041 Uiso 1 1 calc R U . . .
C13 C 0.60569(6) 0.1644(2) 0.80570(5) 0.0287(4) Uani 1 1 d . . . . .
C14 C 0.64427(6) 0.1916(2) 0.83655(5) 0.0304(4) Uani 1 1 d . . . . .
H14 H 0.640540 0.154504 0.861610 0.036 Uiso 1 1 calc R U . . .
C15 C 0.68811(6) 0.2711(2) 0.83204(5) 0.0277(3) Uani 1 1 d . . . . .
C16 C 0.72798(6) 0.2914(2) 0.86418(5) 0.0320(4) Uani 1 1 d . . . . .
H16 H 0.724536 0.248115 0.888843 0.038 Uiso 1 1 calc R U . . .
C17 C 0.77016(6) 0.3706(2) 0.85999(5) 0.0316(4) Uani 1 1 d . . . . .
H17 H 0.795942 0.382206 0.881771 0.038 Uiso 1 1 calc R U . . .
C18 C 0.77698(6) 0.4378(2) 0.82327(5) 0.0258(3) Uani 1 1 d . . . . .
C19 C 0.81995(6) 0.5252(2) 0.81947(5) 0.0269(3) Uani 1 1 d . . . . .
H19 H 0.845253 0.537846 0.841561 0.032 Uiso 1 1 calc R U . . .
C20 C 0.82716(5) 0.5948(2) 0.78436(5) 0.0245(3) Uani 1 1 d . . . . .
C21 C 0.87239(6) 0.6823(2) 0.78103(5) 0.0272(3) Uani 1 1 d . . . . .
H21 H 0.896884 0.699036 0.803495 0.033 Uiso 1 1 calc R U . . .
C22 C 0.88061(6) 0.7407(2) 0.74679(5) 0.0278(3) Uani 1 1 d . . . . .
H22 H 0.911045 0.796018 0.745447 0.033 Uiso 1 1 calc R U . . .
C23 C 0.84441(5) 0.7214(2) 0.71225(5) 0.0256(3) Uani 1 1 d . . . . .
C24 C 0.85382(6) 0.7757(2) 0.67663(5) 0.0282(3) Uani 1 1 d . . . . .
H24 H 0.885353 0.822002 0.675274 0.034 Uiso 1 1 calc R U . . .
C25 C 0.81875(6) 0.7645(2) 0.64295(5) 0.0281(3) Uani 1 1 d . . . . .
C26 C 0.82936(6) 0.8200(3) 0.60644(5) 0.0366(4) Uani 1 1 d . . . . .
H26 H 0.861620 0.858572 0.604949 0.044 Uiso 1 1 calc R U . . .
C27 C 0.79454(7) 0.8184(3) 0.57429(5) 0.0415(5) Uani 1 1 d . . . . .
H27 H 0.802923 0.852752 0.550392 0.050 Uiso 1 1 calc R U . . .
C28 C 0.74490(6) 0.7659(3) 0.57529(5) 0.0361(4) Uani 1 1 d . . . . .
C29 C 0.70817(7) 0.7740(3) 0.54254(5) 0.0456(5) Uani 1 1 d . . . . .
H29 H 0.716736 0.807530 0.518647 0.055 Uiso 1 1 calc R U . . .
C30 C 0.65913(6) 0.7344(3) 0.54354(5) 0.0389(4) Uani 1 1 d . . . . .
C31 C 0.62187(7) 0.7374(3) 0.50938(5) 0.0474(5) Uani 1 1 d . . . . .
H31 H 0.630573 0.768602 0.485394 0.057 Uiso 1 1 calc R U . . .
C32 C 0.57503(7) 0.6970(3) 0.51051(5) 0.0417(5) Uani 1 1 d . . . . .
H32 H 0.551478 0.693618 0.487170 0.050 Uiso 1 1 calc R U . . .
C33 C 0.55991(6) 0.6589(3) 0.54645(5) 0.0331(4) Uani 1 1 d . . . . .
C34 C 0.51020(6) 0.6227(3) 0.54785(6) 0.0365(4) Uani 1 1 d . . . . .
H34 H 0.486590 0.619305 0.524535 0.044 Uiso 1 1 calc R U . . .
C35 C 0.49565(6) 0.5927(3) 0.58215(6) 0.0383(4) Uani 1 1 d . . . . .
H35 H 0.462190 0.566111 0.582552 0.046 Uiso 1 1 calc R U . . .
C36 C 0.52955(6) 0.6006(3) 0.61662(6) 0.0355(4) Uani 1 1 d . . . . .
H36 H 0.519089 0.583552 0.640584 0.043 Uiso 1 1 calc R U . . .
C37 C 0.57816(6) 0.6333(2) 0.61587(5) 0.0309(4) Uani 1 1 d . . . . .
H37 H 0.601107 0.638380 0.639526 0.037 Uiso 1 1 calc R U . . .
C38 C 0.59470(6) 0.6594(2) 0.58101(5) 0.0288(4) Uani 1 1 d . . . . .
C39 C 0.64636(6) 0.6884(2) 0.57943(5) 0.0294(4) Uani 1 1 d . . . . .
C40 C 0.68358(6) 0.6714(2) 0.61171(5) 0.0274(3) Uani 1 1 d . . . . .
H40 H 0.675157 0.633337 0.635344 0.033 Uiso 1 1 calc R U . . .
C41 C 0.73267(6) 0.7078(2) 0.61078(5) 0.0280(3) Uani 1 1 d . . . . .
C42 C 0.77104(5) 0.6994(2) 0.64522(5) 0.0257(3) Uani 1 1 d . . . . .
C43 C 0.76277(5) 0.6359(2) 0.68045(5) 0.0246(3) Uani 1 1 d . . . . .
H43 H 0.731639 0.585563 0.681603 0.029 Uiso 1 1 calc R U . . .
C44 C 0.79810(5) 0.6428(2) 0.71408(5) 0.0232(3) Uani 1 1 d . . . . .
C45 C 0.78966(5) 0.5743(2) 0.75109(4) 0.0228(3) Uani 1 1 d . . . . .
C46 C 0.74656(5) 0.4880(2) 0.75523(4) 0.0238(3) Uani 1 1 d . . . . .
H46 H 0.721274 0.475444 0.733134 0.029 Uiso 1 1 calc R U . . .
C47 C 0.73879(5) 0.4193(2) 0.79027(5) 0.0238(3) Uani 1 1 d . . . . .
C48 C 0.69310(5) 0.3319(2) 0.79466(5) 0.0241(3) Uani 1 1 d . . . . .
C49 C 0.65451(5) 0.3032(2) 0.76383(5) 0.0242(3) Uani 1 1 d . . . . .
H49 H 0.657889 0.343063 0.738891 0.029 Uiso 1 1 calc R U . . .
C50 C 0.61104(6) 0.2183(2) 0.76798(5) 0.0264(3) Uani 1 1 d . . . . .
C51 C 0.57224(5) 0.1747(2) 0.73523(5) 0.0269(3) Uani 1 1 d . . . . .
C52 C 0.57688(6) 0.2008(2) 0.69697(5) 0.0280(3) Uani 1 1 d . . . . .
H52 H 0.604875 0.262572 0.691941 0.034 Uiso 1 1 calc R U . . .
C53 C 0.54236(6) 0.1406(2) 0.66556(5) 0.0294(4) Uani 1 1 d . . . . .
C54 C 0.55015(6) 0.1479(2) 0.62568(5) 0.0309(4) Uani 1 1 d . . . . .
C59 C 0.36128(14) 0.7139(6) 0.54451(11) 0.0619(10) Uiso 0.737(4) 1 d . . P A 1
H59 H 0.356898 0.811474 0.561717 0.093 Uiso 0.737(4) 1 calc R U P A 1
H59A H 0.393747 0.722716 0.537263 0.093 Uiso 0.737(4) 1 calc R U P A 1
H59B H 0.358775 0.602270 0.557849 0.093 Uiso 0.737(4) 1 calc R U P A 1
C60 C 0.32126(13) 0.7223(5) 0.50804(10) 0.0547(9) Uiso 0.737(4) 1 d . . P A 1
H60 H 0.324814 0.832647 0.493927 0.066 Uiso 0.737(4) 1 calc R U P A 1
H60A H 0.325418 0.622749 0.490856 0.066 Uiso 0.737(4) 1 calc R U P A 1
C61 C 0.27083(11) 0.7149(4) 0.51806(8) 0.0502(8) Uiso 0.737(4) 1 d . . P A 1
H61 H 0.266461 0.817258 0.534433 0.060 Uiso 0.737(4) 1 calc R U P A 1
H61A H 0.268106 0.607330 0.533315 0.060 Uiso 0.737(4) 1 calc R U P A 1
O1 O 0.3648(3) 0.8906(12) 0.5343(2) 0.091(3) Uiso 0.263(4) 1 d . . P A 2
C55 C 0.3351(6) 0.840(2) 0.4973(4) 0.109(5) Uiso 0.263(4) 1 d . . P A 2
H55 H 0.299659 0.863267 0.496528 0.130 Uiso 0.263(4) 1 calc R U P A 2
H55A H 0.345814 0.901426 0.475457 0.130 Uiso 0.263(4) 1 calc R U P A 2
C56 C 0.3448(9) 0.669(3) 0.4973(6) 0.154(8) Uiso 0.263(4) 1 d . . P A 2
H56 H 0.378895 0.646932 0.493642 0.185 Uiso 0.263(4) 1 calc R U P A 2
H56A H 0.321604 0.606958 0.476931 0.185 Uiso 0.263(4) 1 calc R U P A 2
C57 C 0.3370(7) 0.607(2) 0.5417(4) 0.115(5) Uiso 0.263(4) 1 d . . P A 2
H57 H 0.302140 0.579333 0.542234 0.138 Uiso 0.263(4) 1 calc R U P A 2
H57A H 0.357847 0.505260 0.551336 0.138 Uiso 0.263(4) 1 calc R U P A 2
C58 C 0.3527(5) 0.7637(17) 0.5635(4) 0.079(4) Uiso 0.263(4) 1 d . . P A 2
H58 H 0.381955 0.739724 0.583626 0.095 Uiso 0.263(4) 1 calc R U P A 2
H58A H 0.326077 0.810114 0.575967 0.095 Uiso 0.263(4) 1 calc R U P A 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'
O O 0.0106 0.0060 '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
C2 C1 C54 121.63(17) . .
C2 C1 H1 119.2 . .
C54 C1 H1 119.2 . .
C1 C2 C3 120.41(19) . .
C1 C2 H2 119.8 . .
C3 C2 H2 119.8 . .
C4 C3 C2 119.33(19) . .
C4 C3 H3 120.3 . .
C2 C3 H3 120.3 . .
C3 C4 C5 121.50(18) . .
C3 C4 H4 119.3 . .
C5 C4 H4 119.3 . .
C4 C5 C54 119.44(17) . .
C4 C5 C6 120.75(17) . .
C54 C5 C6 119.79(18) . .
C7 C6 C5 121.22(17) . .
C7 C6 H6 119.4 . .
C5 C6 H6 119.4 . .
C6 C7 C8 121.62(17) . .
C6 C7 H7 119.2 . .
C8 C7 H7 119.2 . .
C9 C8 C53 119.03(16) . .
C9 C8 C7 121.63(16) . .
C53 C8 C7 119.32(17) . .
C10 C9 C8 122.62(15) . .
C10 C9 H9 118.7 . .
C8 C9 H9 118.7 . .
C9 C10 C51 118.98(16) . .
C9 C10 C11 120.95(15) . .
C51 C10 C11 119.98(16) . .
C12 C11 C10 121.15(16) . .
C12 C11 H11 119.4 . .
C10 C11 H11 119.4 . .
C11 C12 C13 121.29(17) . .
C11 C12 H12 119.4 . .
C13 C12 H12 119.4 . .
C14 C13 C50 119.27(15) . .
C14 C13 C12 120.72(16) . .
C50 C13 C12 119.98(16) . .
C13 C14 C15 122.36(15) . .
C13 C14 H14 118.8 . .
C15 C14 H14 118.8 . .
C14 C15 C48 118.81(15) . .
C14 C15 C16 121.08(15) . .
C48 C15 C16 120.11(15) . .
C17 C16 C15 121.15(16) . .
C17 C16 H16 119.4 . .
C15 C16 H16 119.4 . .
C16 C17 C18 121.32(16) . .
C16 C17 H17 119.3 . .
C18 C17 H17 119.3 . .
C19 C18 C47 119.14(14) . .
C19 C18 C17 120.97(15) . .
C47 C18 C17 119.86(14) . .
C18 C19 C20 122.19(14) . .
C18 C19 H19 118.9 . .
C20 C19 H19 118.9 . .
C19 C20 C45 119.14(14) . .
C19 C20 C21 121.13(14) . .
C45 C20 C21 119.71(14) . .
C22 C21 C20 121.30(14) . .
C22 C21 H21 119.3 . .
C20 C21 H21 119.3 . .
C21 C22 C23 121.34(15) . .
C21 C22 H22 119.3 . .
C23 C22 H22 119.3 . .
C24 C23 C44 119.03(14) . .
C24 C23 C22 121.14(14) . .
C44 C23 C22 119.83(15) . .
C25 C24 C23 122.31(14) . .
C25 C24 H24 118.8 . .
C23 C24 H24 118.8 . .
C24 C25 C42 118.73(15) . .
C24 C25 C26 121.41(15) . .
C42 C25 C26 119.85(15) . .
C27 C26 C25 121.26(15) . .
C27 C26 H26 119.4 . .
C25 C26 H26 119.4 . .
C26 C27 C28 121.41(16) . .
C26 C27 H27 119.3 . .
C28 C27 H27 119.3 . .
C29 C28 C41 119.09(15) . .
C29 C28 C27 121.49(16) . .
C41 C28 C27 119.41(16) . .
C28 C29 C30 122.25(17) . .
C28 C29 H29 118.9 . .
C30 C29 H29 118.9 . .
C29 C30 C39 118.64(16) . .
C29 C30 C31 121.78(17) . .
C39 C30 C31 119.57(16) . .
C32 C31 C30 121.40(18) . .
C32 C31 H31 119.3 . .
C30 C31 H31 119.3 . .
C31 C32 C33 120.96(17) . .
C31 C32 H32 119.5 . .
C33 C32 H32 119.5 . .
C38 C33 C34 119.07(16) . .
C38 C33 C32 119.93(15) . .
C34 C33 C32 121.00(16) . .
C35 C34 C33 120.87(17) . .
C35 C34 H34 119.6 . .
C33 C34 H34 119.6 . .
C34 C35 C36 120.33(16) . .
C34 C35 H35 119.8 . .
C36 C35 H35 119.8 . .
C37 C36 C35 119.71(17) . .
C37 C36 H36 120.1 . .
C35 C36 H36 120.1 . .
C36 C37 C38 121.49(16) . .
C36 C37 H37 119.3 . .
C38 C37 H37 119.3 . .
C37 C38 C33 118.43(15) . .
C37 C38 C39 122.43(15) . .
C33 C38 C39 119.14(15) . .
C40 C39 C30 118.85(15) . .
C40 C39 C38 122.51(15) . .
C30 C39 C38 118.64(15) . .
C39 C40 C41 122.67(15) . .
C39 C40 H40 118.7 . .
C41 C40 H40 118.7 . .
C40 C41 C28 118.26(15) . .
C40 C41 C42 122.32(14) . .
C28 C41 C42 119.30(14) . .
C43 C42 C25 118.58(14) . .
C43 C42 C41 122.92(14) . .
C25 C42 C41 118.47(14) . .
C42 C43 C44 122.78(14) . .
C42 C43 H43 118.6 . .
C44 C43 H43 118.6 . .
C43 C44 C23 118.26(14) . .
C43 C44 C45 122.87(13) . .
C23 C44 C45 118.87(14) . .
C46 C45 C20 118.27(14) . .
C46 C45 C44 122.88(14) . .
C20 C45 C44 118.85(13) . .
C45 C46 C47 123.07(14) . .
C45 C46 H46 118.5 . .
C47 C46 H46 118.5 . .
C46 C47 C18 118.18(14) . .
C46 C47 C48 122.88(14) . .
C18 C47 C48 118.93(14) . .
C49 C48 C15 118.55(14) . .
C49 C48 C47 122.85(14) . .
C15 C48 C47 118.59(14) . .
C48 C49 C50 122.84(15) . .
C48 C49 H49 118.6 . .
C50 C49 H49 118.6 . .
C49 C50 C13 118.09(15) . .
C49 C50 C51 122.95(15) . .
C13 C50 C51 118.88(14) . .
C52 C51 C10 118.04(15) . .
C52 C51 C50 123.11(14) . .
C10 C51 C50 118.60(15) . .
C51 C52 C53 123.20(15) . .
C51 C52 H52 118.4 . .
C53 C52 H52 118.4 . .
C52 C53 C8 117.97(16) . .
C52 C53 C54 123.21(15) . .
C8 C53 C54 118.70(15) . .
C1 C54 C5 117.69(17) . .
C1 C54 C53 123.14(15) . .
C5 C54 C53 119.14(16) . .
C60 C59 H59 109.5 . .
C60 C59 H59A 109.5 . .
H59 C59 H59A 109.5 . .
C60 C59 H59B 109.5 . .
H59 C59 H59B 109.5 . .
H59A C59 H59B 109.5 . .
C61 C60 C59 111.1(3) . .
C61 C60 H60 109.4 . .
C59 C60 H60 109.4 . .
C61 C60 H60A 109.4 . .
C59 C60 H60A 109.4 . .
H60 C60 H60A 108.0 . .
C60 C61 C61 112.9(3) . 2_556
C60 C61 H61 109.0 . .
C61 C61 H61 109.0 2_556 .
C60 C61 H61A 109.0 . .
C61 C61 H61A 109.0 2_556 .
H61 C61 H61A 107.8 . .
C55 O1 C58 106.5(10) . .
C56 C55 O1 100.1(14) . .
C56 C55 H55 111.8 . .
O1 C55 H55 111.8 . .
C56 C55 H55A 111.8 . .
O1 C55 H55A 111.8 . .
H55 C55 H55A 109.5 . .
C55 C56 C57 102.3(17) . .
C55 C56 H56 111.3 . .
C57 C56 H56 111.3 . .
C55 C56 H56A 111.3 . .
C57 C56 H56A 111.3 . .
H56 C56 H56A 109.2 . .
C58 C57 C56 100.7(14) . .
C58 C57 H57 111.6 . .
C56 C57 H57 111.6 . .
C58 C57 H57A 111.6 . .
C56 C57 H57A 111.6 . .
H57 C57 H57A 109.4 . .
C57 C58 O1 104.7(11) . .
C57 C58 H58 110.8 . .
O1 C58 H58 110.8 . .
C57 C58 H58A 110.8 . .
O1 C58 H58A 110.8 . .
H58 C58 H58A 108.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.371(2) .
C1 C54 1.404(2) .
C1 H1 0.9500 .
C2 C3 1.395(3) .
C2 H2 0.9500 .
C3 C4 1.365(3) .
C3 H3 0.9500 .
C4 C5 1.404(3) .
C4 H4 0.9500 .
C5 C54 1.415(2) .
C5 C6 1.433(3) .
C6 C7 1.339(3) .
C6 H6 0.9500 .
C7 C8 1.435(2) .
C7 H7 0.9500 .
C8 C9 1.389(3) .
C8 C53 1.426(2) .
C9 C10 1.388(2) .
C9 H9 0.9500 .
C10 C51 1.430(2) .
C10 C11 1.437(2) .
C11 C12 1.344(3) .
C11 H11 0.9500 .
C12 C13 1.436(2) .
C12 H12 0.9500 .
C13 C14 1.390(2) .
C13 C50 1.424(2) .
C14 C15 1.390(2) .
C14 H14 0.9500 .
C15 C48 1.426(2) .
C15 C16 1.435(2) .
C16 C17 1.345(2) .
C16 H16 0.9500 .
C17 C18 1.435(2) .
C17 H17 0.9500 .
C18 C19 1.390(2) .
C18 C47 1.426(2) .
C19 C20 1.393(2) .
C19 H19 0.9500 .
C20 C45 1.422(2) .
C20 C21 1.441(2) .
C21 C22 1.343(2) .
C21 H21 0.9500 .
C22 C23 1.433(2) .
C22 H22 0.9500 .
C23 C24 1.390(2) .
C23 C44 1.426(2) .
C24 C25 1.389(2) .
C24 H24 0.9500 .
C25 C42 1.426(2) .
C25 C26 1.434(2) .
C26 C27 1.344(2) .
C26 H26 0.9500 .
C27 C28 1.437(2) .
C27 H27 0.9500 .
C28 C29 1.390(2) .
C28 C41 1.424(2) .
C29 C30 1.396(2) .
C29 H29 0.9500 .
C30 C39 1.417(2) .
C30 C31 1.432(2) .
C31 C32 1.339(3) .
C31 H31 0.9500 .
C32 C33 1.434(3) .
C32 H32 0.9500 .
C33 C38 1.405(2) .
C33 C34 1.412(2) .
C34 C35 1.361(3) .
C34 H34 0.9500 .
C35 C36 1.391(2) .
C35 H35 0.9500 .
C36 C37 1.372(2) .
C36 H36 0.9500 .
C37 C38 1.401(2) .
C37 H37 0.9500 .
C38 C39 1.457(2) .
C39 C40 1.391(2) .
C40 C41 1.392(2) .
C40 H40 0.9500 .
C41 C42 1.458(2) .
C42 C43 1.389(2) .
C43 C44 1.390(2) .
C43 H43 0.9500 .
C44 C45 1.462(2) .
C45 C46 1.392(2) .
C46 C47 1.393(2) .
C46 H46 0.9500 .
C47 C48 1.461(2) .
C48 C49 1.392(2) .
C49 C50 1.396(2) .
C49 H49 0.9500 .
C50 C51 1.460(2) .
C51 C52 1.391(2) .
C52 C53 1.398(2) .
C52 H52 0.9500 .
C53 C54 1.461(2) .
C59 C60 1.534(5) .
C59 H59 0.9800 .
C59 H59A 0.9800 .
C59 H59B 0.9800 .
C60 C61 1.502(4) .
C60 H60 0.9900 .
C60 H60A 0.9900 .
C61 C61 1.550(6) 2_556
C61 H61 0.9900 .
C61 H61A 0.9900 .
O1 C55 1.457(15) .
O1 C58 1.492(15) .
C55 C56 1.33(2) .
C55 H55 0.9900 .
C55 H55A 0.9900 .
C56 C57 1.68(2) .
C56 H56 0.9900 .
C56 H56A 0.9900 .
C57 C58 1.44(2) .
C57 H57 0.9900 .
C57 H57A 0.9900 .
C58 H58 0.9900 .
C58 H58A 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_4
C54 C1 C2 C3 -0.1(3) .
C1 C2 C3 C4 0.6(3) .
C2 C3 C4 C5 -0.5(3) .
C3 C4 C5 C54 -0.2(3) .
C3 C4 C5 C6 -178.69(19) .
C4 C5 C6 C7 175.17(18) .
C54 C5 C6 C7 -3.3(3) .
C5 C6 C7 C8 1.3(3) .
C6 C7 C8 C9 -175.53(17) .
C6 C7 C8 C53 2.9(3) .
C53 C8 C9 C10 -1.0(3) .
C7 C8 C9 C10 177.45(16) .
C8 C9 C10 C51 3.3(3) .
C8 C9 C10 C11 -173.28(16) .
C9 C10 C11 C12 173.79(17) .
C51 C10 C11 C12 -2.7(3) .
C10 C11 C12 C13 1.8(3) .
C11 C12 C13 C14 -176.64(17) .
C11 C12 C13 C50 1.4(3) .
C50 C13 C14 C15 0.5(3) .
C12 C13 C14 C15 178.54(16) .
C13 C14 C15 C48 2.0(3) .
C13 C14 C15 C16 -177.60(16) .
C14 C15 C16 C17 -179.03(17) .
C48 C15 C16 C17 1.4(3) .
C15 C16 C17 C18 0.0(3) .
C16 C17 C18 C19 177.62(17) .
C16 C17 C18 C47 -0.8(3) .
C47 C18 C19 C20 -0.3(2) .
C17 C18 C19 C20 -178.71(16) .
C18 C19 C20 C45 -0.8(2) .
C18 C19 C20 C21 -178.96(15) .
C19 C20 C21 C22 176.13(16) .
C45 C20 C21 C22 -2.0(2) .
C20 C21 C22 C23 1.1(3) .
C21 C22 C23 C24 -177.41(16) .
C21 C22 C23 C44 1.7(2) .
C44 C23 C24 C25 3.4(3) .
C22 C23 C24 C25 -177.50(16) .
C23 C24 C25 C42 1.7(3) .
C23 C24 C25 C26 -179.48(17) .
C24 C25 C26 C27 -176.18(19) .
C42 C25 C26 C27 2.7(3) .
C25 C26 C27 C28 1.8(3) .
C26 C27 C28 C29 176.2(2) .
C26 C27 C28 C41 -2.4(3) .
C41 C28 C29 C30 2.9(3) .
C27 C28 C29 C30 -175.7(2) .
C28 C29 C30 C39 1.5(4) .
C28 C29 C30 C31 -177.8(2) .
C29 C30 C31 C32 179.1(2) .
C39 C30 C31 C32 -0.2(4) .
C30 C31 C32 C33 3.5(4) .
C31 C32 C33 C38 -1.5(3) .
C31 C32 C33 C34 177.6(2) .
C38 C33 C34 C35 1.5(3) .
C32 C33 C34 C35 -177.65(19) .
C33 C34 C35 C36 1.3(3) .
C34 C35 C36 C37 -2.1(3) .
C35 C36 C37 C38 0.1(3) .
C36 C37 C38 C33 2.7(3) .
C36 C37 C38 C39 -177.92(18) .
C34 C33 C38 C37 -3.4(3) .
C32 C33 C38 C37 175.74(18) .
C34 C33 C38 C39 177.13(17) .
C32 C33 C38 C39 -3.7(3) .
C29 C30 C39 C40 -4.8(3) .
C31 C30 C39 C40 174.51(19) .
C29 C30 C39 C38 175.7(2) .
C31 C30 C39 C38 -5.0(3) .
C37 C38 C39 C40 8.0(3) .
C33 C38 C39 C40 -172.61(17) .
C37 C38 C39 C30 -172.55(18) .
C33 C38 C39 C30 6.8(3) .
C30 C39 C40 C41 3.9(3) .
C38 C39 C40 C41 -176.60(17) .
C39 C40 C41 C28 0.4(3) .
C39 C40 C41 C42 176.39(17) .
C29 C28 C41 C40 -3.8(3) .
C27 C28 C41 C40 174.84(18) .
C29 C28 C41 C42 -179.92(19) .
C27 C28 C41 C42 -1.3(3) .
C24 C25 C42 C43 -5.3(2) .
C26 C25 C42 C43 175.83(16) .
C24 C25 C42 C41 172.66(15) .
C26 C25 C42 C41 -6.2(2) .
C40 C41 C42 C43 7.4(3) .
C28 C41 C42 C43 -176.64(17) .
C40 C41 C42 C25 -170.46(16) .
C28 C41 C42 C25 5.5(2) .
C25 C42 C43 C44 4.0(2) .
C41 C42 C43 C44 -173.91(15) .
C42 C43 C44 C23 1.1(2) .
C42 C43 C44 C45 -179.29(15) .
C24 C23 C44 C43 -4.8(2) .
C22 C23 C44 C43 176.13(15) .
C24 C23 C44 C45 175.60(14) .
C22 C23 C44 C45 -3.5(2) .
C19 C20 C45 C46 1.4(2) .
C21 C20 C45 C46 179.53(14) .
C19 C20 C45 C44 -178.09(14) .
C21 C20 C45 C44 0.1(2) .
C43 C44 C45 C46 3.6(2) .
C23 C44 C45 C46 -176.81(14) .
C43 C44 C45 C20 -177.01(14) .
C23 C44 C45 C20 2.6(2) .
C20 C45 C46 C47 -0.8(2) .
C44 C45 C46 C47 178.60(15) .
C45 C46 C47 C18 -0.3(2) .
C45 C46 C47 C48 178.75(14) .
C19 C18 C47 C46 0.9(2) .
C17 C18 C47 C46 179.28(15) .
C19 C18 C47 C48 -178.22(14) .
C17 C18 C47 C48 0.2(2) .
C14 C15 C48 C49 -2.4(2) .
C16 C15 C48 C49 177.23(15) .
C14 C15 C48 C47 178.50(14) .
C16 C15 C48 C47 -1.9(2) .
C46 C47 C48 C49 3.0(2) .
C18 C47 C48 C49 -177.98(15) .
C46 C47 C48 C15 -177.92(15) .
C18 C47 C48 C15 1.1(2) .
C15 C48 C49 C50 0.3(2) .
C47 C48 C49 C50 179.43(15) .
C48 C49 C50 C13 2.1(2) .
C48 C49 C50 C51 -174.63(15) .
C14 C13 C50 C49 -2.5(2) .
C12 C13 C50 C49 179.44(15) .
C14 C13 C50 C51 174.40(15) .
C12 C13 C50 C51 -3.7(2) .
C9 C10 C51 C52 -1.9(2) .
C11 C10 C51 C52 174.71(15) .
C9 C10 C51 C50 -176.23(15) .
C11 C10 C51 C50 0.4(2) .
C49 C50 C51 C52 5.4(3) .
C13 C50 C51 C52 -171.26(15) .
C49 C50 C51 C10 179.46(15) .
C13 C50 C51 C10 2.8(2) .
C10 C51 C52 C53 -1.8(2) .
C50 C51 C52 C53 172.24(15) .
C51 C52 C53 C8 4.1(2) .
C51 C52 C53 C54 -171.89(15) .
C9 C8 C53 C52 -2.7(2) .
C7 C8 C53 C52 178.87(16) .
C9 C8 C53 C54 173.51(15) .
C7 C8 C53 C54 -4.9(2) .
C2 C1 C54 C5 -0.6(3) .
C2 C1 C54 C53 177.45(17) .
C4 C5 C54 C1 0.8(3) .
C6 C5 C54 C1 179.27(17) .
C4 C5 C54 C53 -177.41(16) .
C6 C5 C54 C53 1.1(3) .
C52 C53 C54 C1 0.9(3) .
C8 C53 C54 C1 -175.10(16) .
C52 C53 C54 C5 178.95(16) .
C8 C53 C54 C5 3.0(2) .
C59 C60 C61 C61 -177.5(2) 2_556
C58 O1 C55 C56 -49.5(18) .
O1 C55 C56 C57 47.8(17) .
C55 C56 C57 C58 -32.6(19) .
C56 C57 C58 O1 2.1(16) .
C55 O1 C58 C57 26.5(15) .
