#------------------------------------------------------------------------------
#$Date: 2019-08-26 11:34:30 +0300 (Mon, 26 Aug 2019) $
#$Revision: 217718 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/34/7233448.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_7233448
loop_
_publ_author_name
'Ori Gidron'
'Afshin Dadvand'
'Emily Wei-Hsin Sun'
'Insik Chung'
'Linda J. W. Shimon'
'Michael Bendikov'
'Dmitrii F. Perepichka'
_publ_section_title
;
 Oligofuran-containing molecules for organic electronics
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              4358
_journal_page_last               4367
_journal_paper_doi               10.1039/C3TC00079F
_journal_volume                  1
_journal_year                    2013
_chemical_formula_moiety         'C36 H42 O2'
_chemical_formula_sum            'C36 H42 O2'
_chemical_formula_weight         506.70
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                115.342(2)
_cell_angle_beta                 91.826(4)
_cell_angle_gamma                94.608(3)
_cell_formula_units_Z            2
_cell_length_a                   5.4160(4)
_cell_length_b                   16.0287(12)
_cell_length_c                   18.6890(18)
_cell_measurement_reflns_used    5837
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.22
_cell_measurement_theta_min      2.22
_cell_volume                     1457.6(2)
_computing_cell_refinement       'Bruker Apex2'
_computing_data_collection       'Bruker Apex2'
_computing_data_reduction        'Bruker Apex2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker KappaApexII CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0646
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            22005
_diffrn_reflns_theta_full        26.11
_diffrn_reflns_theta_max         26.11
_diffrn_reflns_theta_min         2.82
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.9986
_exptl_absorpt_correction_T_min  0.9836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker Sadabs'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     689
_refine_ls_number_reflns         9796
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0385P)²+0.1113P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0824
_refine_ls_wR_factor_ref         0.0929
_reflns_number_gt                7462
_reflns_number_total             9796
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-2013-1-4358.cif
_cod_data_source_block           bd112
_cod_original_sg_symbol_H-M      P1
_cod_database_code               7233448
loop_
_symmetry_equiv_pos_as_xyz
'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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8146(3) 0.84336(10) 0.26923(9) 0.0253(4) Uani 1 1 d . . .
O4 O -0.1067(3) 0.85090(10) 0.77823(9) 0.0249(4) Uani 1 1 d . . .
C1 C 1.6905(6) 1.13720(19) 1.03892(16) 0.0411(7) Uani 1 1 d . . .
H1A H 1.6478 1.0703 1.0201 0.062 Uiso 1 1 calc R . .
H1B H 1.5392 1.1669 1.0390 0.062 Uiso 1 1 calc R . .
H1C H 1.7700 1.1633 1.0929 0.062 Uiso 1 1 calc R . .
C2 C 1.8685(5) 1.15450(18) 0.98410(15) 0.0350(7) Uani 1 1 d . . .
H2A H 2.0271 1.1294 0.9879 0.042 Uiso 1 1 calc R . .
H2B H 1.9042 1.2222 1.0016 0.042 Uiso 1 1 calc R . .
C3 C 1.7620(5) 1.10923(16) 0.89774(14) 0.0265(6) Uani 1 1 d . . .
H3A H 1.7410 1.0410 0.8790 0.032 Uiso 1 1 calc R . .
H3B H 1.5955 1.1296 0.8951 0.032 Uiso 1 1 calc R . .
C4 C 1.9224(5) 1.13232(17) 0.84268(15) 0.0306(6) Uani 1 1 d . . .
H4A H 2.0905 1.1139 0.8468 0.037 Uiso 1 1 calc R . .
H4B H 1.9387 1.2003 0.8604 0.037 Uiso 1 1 calc R . .
C5 C 1.8197(5) 1.08414(16) 0.75493(14) 0.0294(6) Uani 1 1 d . . .
H5A H 1.9501 1.0911 0.7213 0.035 Uiso 1 1 calc R . .
H5B H 1.7802 1.0170 0.7394 0.035 Uiso 1 1 calc R . .
C6 C 1.5880(5) 1.12311(16) 0.73887(14) 0.0285(6) Uani 1 1 d . . .
H6A H 1.4624 1.1188 0.7748 0.034 Uiso 1 1 calc R . .
H6B H 1.6312 1.1898 0.7533 0.034 Uiso 1 1 calc R . .
C7 C 1.4684(5) 1.07763(16) 0.65475(14) 0.0238(6) Uani 1 1 d . . .
C8 C 1.5173(5) 0.99106(16) 0.59871(14) 0.0267(6) Uani 1 1 d . . .
H8 H 1.6424 0.9600 0.6110 0.032 Uiso 1 1 calc R . .
C9 C 1.3862(5) 0.94933(16) 0.52509(14) 0.0265(6) Uani 1 1 d . . .
H9 H 1.4238 0.8900 0.4880 0.032 Uiso 1 1 calc R . .
C10 C 1.2015(5) 0.99131(15) 0.50361(14) 0.0227(6) Uani 1 1 d . . .
C11 C 1.1580(5) 1.08025(16) 0.55974(14) 0.0274(6) Uani 1 1 d . . .
H11 H 1.0362 1.1123 0.5471 0.033 Uiso 1 1 calc R . .
C12 C 1.2888(5) 1.12133(16) 0.63244(14) 0.0276(6) Uani 1 1 d . . .
H12 H 1.2560 1.1817 0.6689 0.033 Uiso 1 1 calc R . .
C13 C 1.0603(5) 0.94276(16) 0.42628(14) 0.0245(6) Uani 1 1 d . . .
H13 H 1.1253 0.8893 0.3885 0.029 Uiso 1 1 calc R . .
C14 C 0.8505(5) 0.96548(16) 0.40312(14) 0.0254(6) Uani 1 1 d . . .
H14 H 0.7825 1.0179 0.4412 0.030 Uiso 1 1 calc R . .
C15 C 0.7180(5) 0.91902(16) 0.32697(14) 0.0242(6) Uani 1 1 d . . .
C16 C 0.5073(5) 0.93467(16) 0.29616(15) 0.0279(6) Uani 1 1 d . . .
H16 H 0.4057 0.9825 0.3234 0.034 Uiso 1 1 calc R . .
C17 C 0.4637(5) 0.86734(16) 0.21601(15) 0.0268(6) Uani 1 1 d . . .
H17 H 0.3294 0.8612 0.1796 0.032 Uiso 1 1 calc R . .
C18 C 0.6546(5) 0.81343(16) 0.20234(14) 0.0230(6) Uani 1 1 d . . .
C19 C 0.7256(5) 0.73698(16) 0.13300(14) 0.0254(6) Uani 1 1 d . . .
C20 C 0.9171(5) 0.68408(16) 0.11873(15) 0.0297(6) Uani 1 1 d . . .
H20 H 1.0458 0.6877 0.1560 0.036 Uiso 1 1 calc R . .
C21 C 0.8866(5) 0.62201(17) 0.03664(15) 0.0316(7) Uani 1 1 d . . .
H21 H 0.9929 0.5762 0.0086 0.038 Uiso 1 1 calc R . .
C22 C 0.6784(5) 0.63988(15) 0.00547(14) 0.0259(6) Uani 1 1 d . . .
C23 C 0.5657(5) 0.60543(16) -0.07324(14) 0.0269(6) Uani 1 1 d . . .
H23 H 0.6372 0.5563 -0.1139 0.032 Uiso 1 1 calc R . .
C24 C 0.3680(5) 0.63663(16) -0.09436(15) 0.0270(6) Uani 1 1 d . . .
H24 H 0.2902 0.6815 -0.0521 0.032 Uiso 1 1 calc R . .
C25 C 0.2558(4) 0.61039(15) -0.17443(15) 0.0247(6) Uani 1 1 d . . .
C26 C 0.3493(5) 0.54736(16) -0.24336(14) 0.0263(6) Uani 1 1 d . . .
H26 H 0.4909 0.5178 -0.2394 0.032 Uiso 1 1 calc R . .
C27 C 0.2382(5) 0.52713(16) -0.31786(15) 0.0267(6) Uani 1 1 d . . .
H27 H 0.3028 0.4826 -0.3637 0.032 Uiso 1 1 calc R . .
C28 C 0.0352(5) 0.57037(16) -0.32690(15) 0.0256(6) Uani 1 1 d . . .
C29 C 0.0505(5) 0.65356(16) -0.18363(16) 0.0285(6) Uani 1 1 d . . .
H29 H -0.0161 0.6975 -0.1379 0.034 Uiso 1 1 calc R . .
C30 C -0.0571(5) 0.63355(16) -0.25776(16) 0.0304(6) Uani 1 1 d . . .
H30 H -0.1976 0.6635 -0.2619 0.036 Uiso 1 1 calc R . .
C31 C -0.0865(5) 0.55311(17) -0.40657(15) 0.0309(6) Uani 1 1 d . . .
H31A H -0.0846 0.6134 -0.4094 0.037 Uiso 1 1 calc R . .
H31B H -0.2626 0.5294 -0.4090 0.037 Uiso 1 1 calc R . .
C32 C 0.0283(5) 0.48605(17) -0.47930(15) 0.0316(6) Uani 1 1 d . . .
H32A H 0.0218 0.4248 -0.4781 0.038 Uiso 1 1 calc R . .
H32B H 0.2053 0.5086 -0.4771 0.038 Uiso 1 1 calc R . .
C33 C -0.1005(5) 0.47399(18) -0.55756(15) 0.0330(6) Uani 1 1 d . . .
H33A H -0.2712 0.4436 -0.5631 0.040 Uiso 1 1 calc R . .
H33B H -0.1137 0.5360 -0.5559 0.040 Uiso 1 1 calc R . .
C34 C 0.0343(5) 0.41670(18) -0.62971(15) 0.0360(7) Uani 1 1 d . . .
H34A H 0.2052 0.4470 -0.6239 0.043 Uiso 1 1 calc R . .
H34B H 0.0472 0.3547 -0.6312 0.043 Uiso 1 1 calc R . .
C35 C -0.0904(6) 0.4042(2) -0.70794(16) 0.0469(8) Uani 1 1 d . . .
H35A H -0.0974 0.4659 -0.7077 0.056 Uiso 1 1 calc R . .
H35B H -0.2631 0.3757 -0.7133 0.056 Uiso 1 1 calc R . .
C36 C 0.0453(7) 0.3435(2) -0.77930(18) 0.0614(10) Uani 1 1 d . . .
H36A H 0.0488 0.2817 -0.7807 0.092 Uiso 1 1 calc R . .
H36B H 0.2157 0.3719 -0.7747 0.092 Uiso 1 1 calc R . .
H36C H -0.0416 0.3378 -0.8282 0.092 Uiso 1 1 calc R . .
O2 O 0.5731(3) 0.71086(10) 0.06530(9) 0.0243(4) Uani 1 1 d . . .
O3 O 0.0192(3) 0.93996(10) 0.98998(9) 0.0252(4) Uani 1 1 d . . .
C37 C 1.0804(5) 1.36570(17) 1.80455(15) 0.0314(6) Uani 1 1 d . . .
H37A H 1.2389 1.3764 1.7844 0.047 Uiso 1 1 calc R . .
H37B H 1.0610 1.3024 1.8004 0.047 Uiso 1 1 calc R . .
H37C H 1.0780 1.4103 1.8603 0.047 Uiso 1 1 calc R . .
C38 C 0.8684(5) 1.37814(15) 1.75585(13) 0.0248(6) Uani 1 1 d . . .
H38A H 0.8881 1.4424 1.7610 0.030 Uiso 1 1 calc R . .
H38B H 0.7095 1.3693 1.7777 0.030 Uiso 1 1 calc R . .
C39 C 0.8561(5) 1.31074(16) 1.66818(13) 0.0241(6) Uani 1 1 d . . .
H39A H 1.0186 1.3165 1.6470 0.029 Uiso 1 1 calc R . .
H39B H 0.8243 1.2465 1.6626 0.029 Uiso 1 1 calc R . .
C40 C 0.6547(5) 1.32841(16) 1.61970(14) 0.0240(6) Uani 1 1 d . . .
H40A H 0.6915 1.3920 1.6240 0.029 Uiso 1 1 calc R . .
H40B H 0.4946 1.3261 1.6432 0.029 Uiso 1 1 calc R . .
C41 C 0.6242(5) 1.26055(16) 1.53187(14) 0.0248(6) Uani 1 1 d . . .
H41A H 0.7846 1.2608 1.5080 0.030 Uiso 1 1 calc R . .
H41B H 0.5780 1.1971 1.5266 0.030 Uiso 1 1 calc R . .
C42 C 0.4261(5) 1.28581(17) 1.48720(14) 0.0290(6) Uani 1 1 d . . .
H42A H 0.2719 1.2920 1.5153 0.035 Uiso 1 1 calc R . .
H42B H 0.4812 1.3474 1.4895 0.035 Uiso 1 1 calc R . .
C43 C 0.3648(5) 1.21874(15) 1.40162(14) 0.0242(6) Uani 1 1 d . . .
C44 C 0.5168(5) 1.21592(17) 1.34223(15) 0.0301(6) Uani 1 1 d . . .
H44 H 0.6685 1.2552 1.3561 0.036 Uiso 1 1 calc R . .
C45 C 0.4510(5) 1.15676(17) 1.26307(15) 0.0309(6) Uani 1 1 d . . .
H45 H 0.5589 1.1560 1.2237 0.037 Uiso 1 1 calc R . .
C46 C 0.2298(5) 1.09857(16) 1.24033(14) 0.0243(6) Uani 1 1 d . . .
C47 C 0.0799(5) 1.09969(16) 1.29990(14) 0.0268(6) Uani 1 1 d . . .
H47 H -0.0704 1.0596 1.2863 0.032 Uiso 1 1 calc R . .
C48 C 0.1477(5) 1.15853(16) 1.37863(14) 0.0268(6) Uani 1 1 d . . .
H48 H 0.0428 1.1578 1.4182 0.032 Uiso 1 1 calc R . .
C49 C 0.1572(5) 1.03984(16) 1.15604(14) 0.0269(6) Uani 1 1 d . . .
H49 H 0.2667 1.0441 1.1187 0.032 Uiso 1 1 calc R . .
C50 C -0.0486(5) 0.98109(16) 1.12712(14) 0.0266(6) Uani 1 1 d . . .
H50 H -0.1502 0.9724 1.1644 0.032 Uiso 1 1 calc R . .
C51 C -0.1300(5) 0.92989(16) 1.04464(15) 0.0253(6) Uani 1 1 d . . .
C52 C -0.3392(5) 0.87329(16) 1.00652(15) 0.0284(6) Uani 1 1 d . . .
H52 H -0.4710 0.8544 1.0305 0.034 Uiso 1 1 calc R . .
C53 C -0.3240(5) 0.84753(15) 0.92403(15) 0.0269(6) Uani 1 1 d . . .
H53 H -0.4433 0.8085 0.8823 0.032 Uiso 1 1 calc R . .
C54 C -0.1061(5) 0.88967(15) 0.91683(14) 0.0238(6) Uani 1 1 d . . .
C55 C 0.0194(5) 0.89309(15) 0.85143(14) 0.0228(6) Uani 1 1 d . . .
C56 C 0.2445(5) 0.93263(17) 0.84740(15) 0.0293(6) Uani 1 1 d . . .
H56 H 0.3658 0.9665 0.8901 0.035 Uiso 1 1 calc R . .
C57 C 0.2636(5) 0.91340(16) 0.76620(14) 0.0304(6) Uani 1 1 d . . .
H57 H 0.4015 0.9320 0.7443 0.036 Uiso 1 1 calc R . .
C58 C 0.0507(5) 0.86398(15) 0.72597(14) 0.0256(6) Uani 1 1 d . . .
C59 C -0.0383(5) 0.82886(15) 0.64467(13) 0.0244(6) Uani 1 1 d . . .
H59 H 0.0684 0.8414 0.6103 0.029 Uiso 1 1 calc R . .
C60 C -0.2574(5) 0.78004(15) 0.61225(14) 0.0251(6) Uani 1 1 d . . .
H60 H -0.3629 0.7666 0.6464 0.030 Uiso 1 1 calc R . .
C61 C -0.3504(5) 0.74534(15) 0.52918(14) 0.0220(6) Uani 1 1 d . . .
C62 C -0.5808(5) 0.69357(15) 0.50298(14) 0.0270(6) Uani 1 1 d . . .
H62 H -0.6747 0.6793 0.5391 0.032 Uiso 1 1 calc R . .
C63 C -0.6759(5) 0.66244(16) 0.42529(15) 0.0284(6) Uani 1 1 d . . .
H63 H -0.8334 0.6268 0.4090 0.034 Uiso 1 1 calc R . .
C64 C -0.2177(5) 0.76473(15) 0.47400(14) 0.0251(6) Uani 1 1 d . . .
H64 H -0.0594 0.7997 0.4899 0.030 Uiso 1 1 calc R . .
C65 C -0.3157(5) 0.73325(15) 0.39624(14) 0.0255(6) Uani 1 1 d . . .
H65 H -0.2225 0.7470 0.3597 0.031 Uiso 1 1 calc R . .
C66 C -0.5464(5) 0.68217(15) 0.37068(14) 0.0255(6) Uani 1 1 d . . .
C67 C -0.6487(5) 0.64860(16) 0.28611(14) 0.0285(6) Uani 1 1 d . . .
H67A H -0.6266 0.7003 0.2704 0.034 Uiso 1 1 calc R . .
H67B H -0.8290 0.6297 0.2824 0.034 Uiso 1 1 calc R . .
C68 C -0.5216(5) 0.56660(16) 0.22848(14) 0.0312(6) Uani 1 1 d . . .
H68A H -0.3427 0.5866 0.2305 0.037 Uiso 1 1 calc R . .
H68B H -0.5361 0.5164 0.2460 0.037 Uiso 1 1 calc R . .
C69 C -0.6307(5) 0.52846(16) 0.14323(14) 0.0290(6) Uani 1 1 d . . .
H69A H -0.8090 0.5076 0.1411 0.035 Uiso 1 1 calc R . .
H69B H -0.6185 0.5790 0.1260 0.035 Uiso 1 1 calc R . .
C70 C -0.5027(5) 0.44809(16) 0.08577(13) 0.0309(6) Uani 1 1 d . . .
H70A H -0.5154 0.3974 0.1028 0.037 Uiso 1 1 calc R . .
H70B H -0.3242 0.4688 0.0879 0.037 Uiso 1 1 calc R . .
C71 C -0.6130(5) 0.41061(17) 0.00042(14) 0.0336(7) Uani 1 1 d . . .
H71A H -0.7877 0.3852 -0.0026 0.040 Uiso 1 1 calc R . .
H71B H -0.6127 0.4623 -0.0152 0.040 Uiso 1 1 calc R . .
C72 C -0.4722(6) 0.3358(2) -0.05739(17) 0.0522(9) Uani 1 1 d . . .
H72A H -0.4737 0.2840 -0.0427 0.078 Uiso 1 1 calc R . .
H72B H -0.3003 0.3611 -0.0560 0.078 Uiso 1 1 calc R . .
H72C H -0.5514 0.3138 -0.1111 0.078 Uiso 1 1 calc R . .
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
C18 O1 C15 106.21(18) . .
C55 O4 C58 106.1(2) . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C1 C2 C3 111.9(2) . .
C1 C2 H2A 109.2 . .
C3 C2 H2A 109.2 . .
C1 C2 H2B 109.2 . .
C3 C2 H2B 109.2 . .
H2A C2 H2B 107.9 . .
C4 C3 C2 113.5(2) . .
C4 C3 H3A 108.9 . .
C2 C3 H3A 108.9 . .
C4 C3 H3B 108.9 . .
C2 C3 H3B 108.9 . .
H3A C3 H3B 107.7 . .
C3 C4 C5 113.6(2) . .
C3 C4 H4A 108.8 . .
C5 C4 H4A 108.8 . .
C3 C4 H4B 108.8 . .
C5 C4 H4B 108.8 . .
H4A C4 H4B 107.7 . .
C6 C5 C4 113.2(2) . .
C6 C5 H5A 108.9 . .
C4 C5 H5A 108.9 . .
C6 C5 H5B 108.9 . .
C4 C5 H5B 108.9 . .
H5A C5 H5B 107.7 . .
C7 C6 C5 116.94(19) . .
C7 C6 H6A 108.1 . .
C5 C6 H6A 108.1 . .
C7 C6 H6B 108.1 . .
C5 C6 H6B 108.1 . .
H6A C6 H6B 107.3 . .
C8 C7 C12 117.0(2) . .
C8 C7 C6 123.5(2) . .
C12 C7 C6 119.4(2) . .
C9 C8 C7 120.9(2) . .
C9 C8 H8 119.6 . .
C7 C8 H8 119.6 . .
C8 C9 C10 122.2(2) . .
C8 C9 H9 118.9 . .
C10 C9 H9 118.9 . .
C9 C10 C11 116.6(2) . .
C9 C10 C13 120.3(2) . .
C11 C10 C13 123.1(2) . .
C12 C11 C10 120.9(2) . .
C12 C11 H11 119.6 . .
C10 C11 H11 119.6 . .
C11 C12 C7 122.3(2) . .
C11 C12 H12 118.9 . .
C7 C12 H12 118.9 . .
C14 C13 C10 127.1(2) . .
C14 C13 H13 116.4 . .
C10 C13 H13 116.4 . .
C13 C14 C15 126.6(2) . .
C13 C14 H14 116.7 . .
C15 C14 H14 116.7 . .
C16 C15 O1 109.1(2) . .
C16 C15 C14 132.5(2) . .
O1 C15 C14 118.4(2) . .
C15 C16 C17 108.3(2) . .
C15 C16 H16 125.8 . .
C17 C16 H16 125.8 . .
C18 C17 C16 105.6(2) . .
C18 C17 H17 127.2 . .
C16 C17 H17 127.2 . .
C17 C18 O1 110.7(2) . .
C17 C18 C19 133.4(2) . .
O1 C18 C19 115.8(2) . .
C20 C19 O2 110.8(2) . .
C20 C19 C18 133.7(2) . .
O2 C19 C18 115.5(2) . .
C19 C20 C21 106.1(2) . .
C19 C20 H20 127.0 . .
C21 C20 H20 127.0 . .
C22 C21 C20 107.8(2) . .
C22 C21 H21 126.1 . .
C20 C21 H21 126.1 . .
C21 C22 O2 108.9(2) . .
C21 C22 C23 133.3(2) . .
O2 C22 C23 117.7(2) . .
C24 C23 C22 125.3(2) . .
C24 C23 H23 117.4 . .
C22 C23 H23 117.4 . .
C23 C24 C25 128.2(2) . .
C23 C24 H24 115.9 . .
C25 C24 H24 115.9 . .
C26 C25 C29 117.3(2) . .
C26 C25 C24 123.6(2) . .
C29 C25 C24 119.0(2) . .
C27 C26 C25 121.0(2) . .
C27 C26 H26 119.5 . .
C25 C26 H26 119.5 . .
C28 C27 C26 121.7(2) . .
C28 C27 H27 119.2 . .
C26 C27 H27 119.2 . .
C27 C28 C30 117.1(2) . .
C27 C28 C31 123.6(2) . .
C30 C28 C31 119.3(2) . .
C30 C29 C25 121.3(2) . .
C30 C29 H29 119.3 . .
C25 C29 H29 119.3 . .
C29 C30 C28 121.7(2) . .
C29 C30 H30 119.2 . .
C28 C30 H30 119.2 . .
C28 C31 C32 116.5(2) . .
C28 C31 H31A 108.2 . .
C32 C31 H31A 108.2 . .
C28 C31 H31B 108.2 . .
C32 C31 H31B 108.2 . .
H31A C31 H31B 107.3 . .
C31 C32 C33 113.5(2) . .
C31 C32 H32A 108.9 . .
C33 C32 H32A 108.9 . .
C31 C32 H32B 108.9 . .
C33 C32 H32B 108.9 . .
H32A C32 H32B 107.7 . .
C34 C33 C32 113.3(2) . .
C34 C33 H33A 108.9 . .
C32 C33 H33A 108.9 . .
C34 C33 H33B 108.9 . .
C32 C33 H33B 108.9 . .
H33A C33 H33B 107.7 . .
C35 C34 C33 114.1(2) . .
C35 C34 H34A 108.7 . .
C33 C34 H34A 108.7 . .
C35 C34 H34B 108.7 . .
C33 C34 H34B 108.7 . .
H34A C34 H34B 107.6 . .
C34 C35 C36 112.6(3) . .
C34 C35 H35A 109.1 . .
C36 C35 H35A 109.1 . .
C34 C35 H35B 109.1 . .
C36 C35 H35B 109.1 . .
H35A C35 H35B 107.8 . .
C35 C36 H36A 109.5 . .
C35 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C35 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C19 O2 C22 106.50(18) . .
C54 O3 C51 106.41(19) . .
C38 C37 H37A 109.5 . .
C38 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C38 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C37 C38 C39 113.15(19) . .
C37 C38 H38A 108.9 . .
C39 C38 H38A 108.9 . .
C37 C38 H38B 108.9 . .
C39 C38 H38B 108.9 . .
H38A C38 H38B 107.8 . .
C40 C39 C38 112.37(19) . .
C40 C39 H39A 109.1 . .
C38 C39 H39A 109.1 . .
C40 C39 H39B 109.1 . .
C38 C39 H39B 109.1 . .
H39A C39 H39B 107.9 . .
C39 C40 C41 115.15(19) . .
C39 C40 H40A 108.5 . .
C41 C40 H40A 108.5 . .
C39 C40 H40B 108.5 . .
C41 C40 H40B 108.5 . .
H40A C40 H40B 107.5 . .
C42 C41 C40 111.58(19) . .
C42 C41 H41A 109.3 . .
C40 C41 H41A 109.3 . .
C42 C41 H41B 109.3 . .
C40 C41 H41B 109.3 . .
H41A C41 H41B 108.0 . .
C43 C42 C41 116.02(19) . .
C43 C42 H42A 108.3 . .
C41 C42 H42A 108.3 . .
C43 C42 H42B 108.3 . .
C41 C42 H42B 108.3 . .
H42A C42 H42B 107.4 . .
C48 C43 C44 117.3(2) . .
C48 C43 C42 120.6(2) . .
C44 C43 C42 122.1(2) . .
C45 C44 C43 121.2(2) . .
C45 C44 H44 119.4 . .
C43 C44 H44 119.4 . .
C44 C45 C46 121.1(2) . .
C44 C45 H45 119.4 . .
C46 C45 H45 119.4 . .
C45 C46 C47 117.8(2) . .
C45 C46 C49 120.4(2) . .
C47 C46 C49 121.8(2) . .
C48 C47 C46 120.6(2) . .
C48 C47 H47 119.7 . .
C46 C47 H47 119.7 . .
C47 C48 C43 121.9(2) . .
C47 C48 H48 119.0 . .
C43 C48 H48 119.0 . .
C50 C49 C46 125.9(2) . .
C50 C49 H49 117.1 . .
C46 C49 H49 117.1 . .
C49 C50 C51 125.7(2) . .
C49 C50 H50 117.2 . .
C51 C50 H50 117.2 . .
C52 C51 O3 109.6(2) . .
C52 C51 C50 132.7(2) . .
O3 C51 C50 117.7(2) . .
C51 C52 C53 107.2(2) . .
C51 C52 H52 126.4 . .
C53 C52 H52 126.4 . .
C54 C53 C52 106.3(2) . .
C54 C53 H53 126.8 . .
C52 C53 H53 126.8 . .
C53 C54 O3 110.5(2) . .
C53 C54 C55 134.8(2) . .
O3 C54 C55 114.7(2) . .
C56 C55 O4 110.9(2) . .
C56 C55 C54 132.1(2) . .
O4 C55 C54 117.0(2) . .
C55 C56 C57 106.1(2) . .
C55 C56 H56 127.0 . .
C57 C56 H56 127.0 . .
C58 C57 C56 107.5(2) . .
C58 C57 H57 126.2 . .
C56 C57 H57 126.2 . .
C57 C58 O4 109.4(2) . .
C57 C58 C59 132.5(2) . .
O4 C58 C59 118.0(2) . .
C60 C59 C58 126.2(2) . .
C60 C59 H59 116.9 . .
C58 C59 H59 116.9 . .
C59 C60 C61 126.3(2) . .
C59 C60 H60 116.9 . .
C61 C60 H60 116.9 . .
C62 C61 C64 117.6(2) . .
C62 C61 C60 120.2(2) . .
C64 C61 C60 122.2(2) . .
C63 C62 C61 121.3(2) . .
C63 C62 H62 119.4 . .
C61 C62 H62 119.4 . .
C62 C63 C66 121.4(2) . .
C62 C63 H63 119.3 . .
C66 C63 H63 119.3 . .
C65 C64 C61 120.6(2) . .
C65 C64 H64 119.7 . .
C61 C64 H64 119.7 . .
C66 C65 C64 121.5(2) . .
C66 C65 H65 119.2 . .
C64 C65 H65 119.2 . .
C63 C66 C65 117.7(2) . .
C63 C66 C67 121.7(2) . .
C65 C66 C67 120.6(2) . .
C66 C67 C68 112.4(2) . .
C66 C67 H67A 109.1 . .
C68 C67 H67A 109.1 . .
C66 C67 H67B 109.1 . .
C68 C67 H67B 109.1 . .
H67A C67 H67B 107.9 . .
C69 C68 C67 113.3(2) . .
C69 C68 H68A 108.9 . .
C67 C68 H68A 108.9 . .
C69 C68 H68B 108.9 . .
C67 C68 H68B 108.9 . .
H68A C68 H68B 107.7 . .
C70 C69 C68 113.5(2) . .
C70 C69 H69A 108.9 . .
C68 C69 H69A 108.9 . .
C70 C69 H69B 108.9 . .
C68 C69 H69B 108.9 . .
H69A C69 H69B 107.7 . .
C69 C70 C71 113.0(2) . .
C69 C70 H70A 109.0 . .
C71 C70 H70A 109.0 . .
C69 C70 H70B 109.0 . .
C71 C70 H70B 109.0 . .
H70A C70 H70B 107.8 . .
C72 C71 C70 112.8(2) . .
C72 C71 H71A 109.0 . .
C70 C71 H71A 109.0 . .
C72 C71 H71B 109.0 . .
C70 C71 H71B 109.0 . .
H71A C71 H71B 107.8 . .
C71 C72 H72A 109.5 . .
C71 C72 H72B 109.5 . .
H72A C72 H72B 109.5 . .
C71 C72 H72C 109.5 . .
H72A C72 H72C 109.5 . .
H72B C72 H72C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C18 1.376(3) .
O1 C15 1.388(3) .
O4 C55 1.367(3) .
O4 C58 1.387(3) .
C1 C2 1.523(4) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C3 1.528(3) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.511(3) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C5 1.544(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.522(3) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.517(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.388(3) .
C7 C12 1.394(3) .
C8 C9 1.385(3) .
C8 H8 0.9500 .
C9 C10 1.388(3) .
C9 H9 0.9500 .
C10 C11 1.406(3) .
C10 C13 1.466(3) .
C11 C12 1.371(3) .
C11 H11 0.9500 .
C12 H12 0.9500 .
C13 C14 1.335(3) .
C13 H13 0.9500 .
C14 C15 1.427(3) .
C14 H14 0.9500 .
C15 C16 1.351(3) .
C16 C17 1.420(3) .
C16 H16 0.9500 .
C17 C18 1.361(3) .
C17 H17 0.9500 .
C18 C19 1.441(3) .
C19 C20 1.353(3) .
C19 O2 1.372(3) .
C20 C21 1.422(3) .
C20 H20 0.9500 .
C21 C22 1.359(3) .
C21 H21 0.9500 .
C22 O2 1.388(3) .
C22 C23 1.426(3) .
C23 C24 1.334(3) .
C23 H23 0.9500 .
C24 C25 1.466(3) .
C24 H24 0.9500 .
C25 C26 1.395(3) .
C25 C29 1.399(3) .
C26 C27 1.391(3) .
C26 H26 0.9500 .
C27 C28 1.389(3) .
C27 H27 0.9500 .
C28 C30 1.395(3) .
C28 C31 1.511(3) .
C29 C30 1.378(3) .
C29 H29 0.9500 .
C30 H30 0.9500 .
C31 C32 1.516(3) .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C32 C33 1.528(3) .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C33 C34 1.518(3) .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 C35 1.516(4) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C36 1.527(4) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
O3 C54 1.374(3) .
O3 C51 1.377(3) .
C37 C38 1.521(3) .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 C39 1.524(3) .
C38 H38A 0.9900 .
C38 H38B 0.9900 .
C39 C40 1.516(3) .
C39 H39A 0.9900 .
C39 H39B 0.9900 .
C40 C41 1.526(3) .
C40 H40A 0.9900 .
C40 H40B 0.9900 .
C41 C42 1.522(3) .
C41 H41A 0.9900 .
C41 H41B 0.9900 .
C42 C43 1.504(3) .
C42 H42A 0.9900 .
C42 H42B 0.9900 .
C43 C48 1.389(3) .
C43 C44 1.390(3) .
C44 C45 1.388(3) .
C44 H44 0.9500 .
C45 C46 1.391(3) .
C45 H45 0.9500 .
C46 C47 1.394(3) .
C46 C49 1.468(3) .
C47 C48 1.383(3) .
C47 H47 0.9500 .
C48 H48 0.9500 .
C49 C50 1.334(3) .
C49 H49 0.9500 .
C50 C51 1.435(3) .
C50 H50 0.9500 .
C51 C52 1.358(3) .
C52 C53 1.422(3) .
C52 H52 0.9500 .
C53 C54 1.352(3) .
C53 H53 0.9500 .
C54 C55 1.436(3) .
C55 C56 1.347(3) .
C56 C57 1.422(3) .
C56 H56 0.9500 .
C57 C58 1.345(3) .
C57 H57 0.9500 .
C58 C59 1.427(3) .
C59 C60 1.337(3) .
C59 H59 0.9500 .
C60 C61 1.463(3) .
C60 H60 0.9500 .
C61 C62 1.390(3) .
C61 C64 1.401(3) .
C62 C63 1.383(3) .
C62 H62 0.9500 .
C63 C66 1.386(3) .
C63 H63 0.9500 .
C64 C65 1.389(3) .
C64 H64 0.9500 .
C65 C66 1.386(3) .
C65 H65 0.9500 .
C66 C67 1.504(3) .
C67 C68 1.530(3) .
C67 H67A 0.9900 .
C67 H67B 0.9900 .
C68 C69 1.520(3) .
C68 H68A 0.9900 .
C68 H68B 0.9900 .
C69 C70 1.517(3) .
C69 H69A 0.9900 .
C69 H69B 0.9900 .
C70 C71 1.524(3) .
C70 H70A 0.9900 .
C70 H70B 0.9900 .
C71 C72 1.509(4) .
C71 H71A 0.9900 .
C71 H71B 0.9900 .
C72 H72A 0.9800 .
C72 H72B 0.9800 .
C72 H72C 0.9800 .
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
C1 C2 C3 C4 174.6(2) . . . .
C2 C3 C4 C5 178.1(2) . . . .
C3 C4 C5 C6 71.0(3) . . . .
C4 C5 C6 C7 -177.8(2) . . . .
C5 C6 C7 C8 16.8(4) . . . .
C5 C6 C7 C12 -167.0(2) . . . .
C12 C7 C8 C9 -2.2(4) . . . .
C6 C7 C8 C9 174.1(2) . . . .
C7 C8 C9 C10 0.1(4) . . . .
C8 C9 C10 C11 1.8(4) . . . .
C8 C9 C10 C13 -177.4(2) . . . .
C9 C10 C11 C12 -1.6(3) . . . .
C13 C10 C11 C12 177.6(2) . . . .
C10 C11 C12 C7 -0.5(4) . . . .
C8 C7 C12 C11 2.4(4) . . . .
C6 C7 C12 C11 -174.1(2) . . . .
C9 C10 C13 C14 166.5(2) . . . .
C11 C10 C13 C14 -12.6(4) . . . .
C10 C13 C14 C15 178.3(2) . . . .
C18 O1 C15 C16 -0.2(2) . . . .
C18 O1 C15 C14 -178.9(2) . . . .
C13 C14 C15 C16 -179.8(3) . . . .
C13 C14 C15 O1 -1.4(4) . . . .
O1 C15 C16 C17 0.2(3) . . . .
C14 C15 C16 C17 178.7(3) . . . .
C15 C16 C17 C18 0.0(3) . . . .
C16 C17 C18 O1 -0.1(3) . . . .
C16 C17 C18 C19 -176.6(3) . . . .
C15 O1 C18 C17 0.2(2) . . . .
C15 O1 C18 C19 177.3(2) . . . .
C17 C18 C19 C20 178.8(3) . . . .
O1 C18 C19 C20 2.5(4) . . . .
C17 C18 C19 O2 -0.1(4) . . . .
O1 C18 C19 O2 -176.42(18) . . . .
O2 C19 C20 C21 1.2(3) . . . .
C18 C19 C20 C21 -177.7(3) . . . .
C19 C20 C21 C22 -0.4(3) . . . .
C20 C21 C22 O2 -0.6(3) . . . .
C20 C21 C22 C23 174.7(3) . . . .
C21 C22 C23 C24 -174.3(3) . . . .
O2 C22 C23 C24 0.8(4) . . . .
C22 C23 C24 C25 174.2(2) . . . .
C23 C24 C25 C26 -1.7(4) . . . .
C23 C24 C25 C29 -178.5(2) . . . .
C29 C25 C26 C27 -1.4(3) . . . .
C24 C25 C26 C27 -178.3(2) . . . .
C25 C26 C27 C28 1.8(4) . . . .
C26 C27 C28 C30 -1.6(3) . . . .
C26 C27 C28 C31 177.9(2) . . . .
C26 C25 C29 C30 0.9(3) . . . .
C24 C25 C29 C30 177.9(2) . . . .
C25 C29 C30 C28 -0.8(4) . . . .
C27 C28 C30 C29 1.1(4) . . . .
C31 C28 C30 C29 -178.4(2) . . . .
C27 C28 C31 C32 -1.4(3) . . . .
C30 C28 C31 C32 178.0(2) . . . .
C28 C31 C32 C33 -178.5(2) . . . .
C31 C32 C33 C34 172.6(2) . . . .
C32 C33 C34 C35 -179.8(2) . . . .
C33 C34 C35 C36 -178.0(2) . . . .
C20 C19 O2 C22 -1.6(2) . . . .
C18 C19 O2 C22 177.5(2) . . . .
C21 C22 O2 C19 1.4(2) . . . .
C23 C22 O2 C19 -174.8(2) . . . .
C37 C38 C39 C40 -176.1(2) . . . .
C38 C39 C40 C41 -177.4(2) . . . .
C39 C40 C41 C42 -177.6(2) . . . .
C40 C41 C42 C43 -174.8(2) . . . .
C41 C42 C43 C48 104.0(3) . . . .
C41 C42 C43 C44 -77.9(3) . . . .
C48 C43 C44 C45 1.4(4) . . . .
C42 C43 C44 C45 -176.7(2) . . . .
C43 C44 C45 C46 0.4(4) . . . .
C44 C45 C46 C47 -1.8(4) . . . .
C44 C45 C46 C49 176.9(2) . . . .
C45 C46 C47 C48 1.5(3) . . . .
C49 C46 C47 C48 -177.3(2) . . . .
C46 C47 C48 C43 0.3(4) . . . .
C44 C43 C48 C47 -1.8(3) . . . .
C42 C43 C48 C47 176.4(2) . . . .
C45 C46 C49 C50 179.5(2) . . . .
C47 C46 C49 C50 -1.7(4) . . . .
C46 C49 C50 C51 174.2(2) . . . .
C54 O3 C51 C52 1.4(2) . . . .
C54 O3 C51 C50 -175.97(19) . . . .
C49 C50 C51 C52 -174.8(3) . . . .
C49 C50 C51 O3 1.8(4) . . . .
O3 C51 C52 C53 -1.0(3) . . . .
C50 C51 C52 C53 175.8(2) . . . .
C51 C52 C53 C54 0.2(3) . . . .
C52 C53 C54 O3 0.6(3) . . . .
C52 C53 C54 C55 -179.5(2) . . . .
C51 O3 C54 C53 -1.2(2) . . . .
C51 O3 C54 C55 178.89(18) . . . .
C58 O4 C55 C56 0.9(2) . . . .
C58 O4 C55 C54 179.70(18) . . . .
C53 C54 C55 C56 -175.8(3) . . . .
O3 C54 C55 C56 4.0(4) . . . .
C53 C54 C55 O4 5.7(4) . . . .
O3 C54 C55 O4 -174.49(18) . . . .
O4 C55 C56 C57 -0.7(3) . . . .
C54 C55 C56 C57 -179.2(2) . . . .
C55 C56 C57 C58 0.2(3) . . . .
C56 C57 C58 O4 0.4(3) . . . .
C56 C57 C58 C59 177.2(2) . . . .
C55 O4 C58 C57 -0.8(2) . . . .
C55 O4 C58 C59 -178.14(19) . . . .
C57 C58 C59 C60 -180.0(2) . . . .
O4 C58 C59 C60 -3.3(3) . . . .
C58 C59 C60 C61 178.9(2) . . . .
C59 C60 C61 C62 178.6(2) . . . .
C59 C60 C61 C64 -3.3(3) . . . .
C64 C61 C62 C63 -0.1(3) . . . .
C60 C61 C62 C63 178.0(2) . . . .
C61 C62 C63 C66 -0.5(3) . . . .
C62 C61 C64 C65 0.3(3) . . . .
C60 C61 C64 C65 -177.8(2) . . . .
C61 C64 C65 C66 0.2(3) . . . .
C62 C63 C66 C65 0.9(3) . . . .
C62 C63 C66 C67 -180.0(2) . . . .
C64 C65 C66 C63 -0.7(3) . . . .
C64 C65 C66 C67 -179.9(2) . . . .
C63 C66 C67 C68 -104.4(3) . . . .
C65 C66 C67 C68 74.7(3) . . . .
C66 C67 C68 C69 177.2(2) . . . .
C67 C68 C69 C70 179.1(2) . . . .
C68 C69 C70 C71 -179.8(2) . . . .
C69 C70 C71 C72 175.5(2) . . . .
