#------------------------------------------------------------------------------
#$Date: 2020-08-06 17:41:47 +0300 (Thu, 06 Aug 2020) $
#$Revision: 255080 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/75/7157561.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_7157561
loop_
_publ_author_name
'Kim, Jung Keun'
'Gong, Ming'
'Shokova, Elvira A.'
'Tafeenko, Viktor A.'
'Kovaleva, Olga V.'
'Wu, Yangjie'
'Kovalev, Vladimir V.'
_publ_section_title
;
 Pyrazoles: 'one-pot' synthesis from arenes and carboxylic acids.
;
_journal_issue                   29
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              5625
_journal_page_last               5638
_journal_paper_doi               10.1039/d0ob01228a
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C33 H32 F2 O2'
_chemical_formula_sum            'C33 H32 F2 O2'
_chemical_formula_weight         498.58
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc1n0vfy
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2016-12-01 deposited with the CCDC.	2020-06-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.4194(6)
_cell_length_b                   6.3668(2)
_cell_length_c                   42.5242(13)
_cell_measurement_reflns_used    1876
_cell_measurement_temperature    110(1)
_cell_measurement_theta_max      60
_cell_measurement_theta_min      4
_cell_volume                     5257.7(3)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      110
_diffrn_detector                 Pilatus100K
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  STOE
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  none
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0632
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            28984
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.686
_diffrn_reflns_theta_max         67.686
_diffrn_reflns_theta_min         4.159
_diffrn_source                   'Cu GeniX 3D'
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.699
_exptl_absorpt_correction_T_max  0.890
_exptl_absorpt_correction_T_min  0.688
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_description       prism
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details
;
 Flack x determined using 1637 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.1(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.874
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     639
_refine_ls_number_reflns         8453
_refine_ls_number_restraints     105
_refine_ls_restrained_S_all      0.873
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0612
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0894P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1448
_refine_ls_wR_factor_ref         0.1611
_reflns_number_gt                4677
_reflns_number_total             8453
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ob01228a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7157561--7157563.cif.'
_cod_database_code               7157561
_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.
;
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, 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
F1A F 0.5936(3) -0.1017(10) 0.78358(13) 0.1101(18) Uani 1 1 d D . . . .
F2A F 0.4134(4) 0.2496(8) 0.98440(12) 0.099(3) Uani 1 1 d D . . . .
O1A O 0.3618(3) 0.5521(8) 0.79381(10) 0.0684(13) Uani 1 1 d D . . . .
O2A O 0.3241(3) 0.7489(7) 0.86170(16) 0.0614(18) Uani 1 1 d D . . . .
C1A C 0.3360(3) 0.3952(11) 0.84283(13) 0.0482(15) Uani 1 1 d D . . . .
H1A H 0.3143(17) 0.266(10) 0.8499(6) 0.058 Uiso 1 1 calc R U . . .
C2A C 0.3298(3) 0.4141(11) 0.80694(13) 0.0504(16) Uani 1 1 d D . . . .
C3A C 0.2841(3) 0.2655(10) 0.78943(13) 0.0468(17) Uani 1 1 d D . . . .
C4A C 0.2622(4) 0.0739(12) 0.80024(15) 0.0647(19) Uani 1 1 d D . . . .
H4A H 0.2746 0.0319 0.8204 0.078 Uiso 1 1 calc R U . . .
C5A C 0.2225(4) -0.0577(13) 0.78229(15) 0.071(2) Uani 1 1 d D . . . .
H5A H 0.2105 -0.1901 0.7897 0.085 Uiso 1 1 calc R U . . .
C6A C 0.2007(4) 0.0089(15) 0.75306(17) 0.082(2) Uani 1 1 d D . . . .
H6A H 0.1731 -0.0773 0.7407 0.098 Uiso 1 1 calc R U . . .
C7A C 0.2198(5) 0.2000(19) 0.74259(18) 0.092(3) Uani 1 1 d D . . . .
H7A H 0.2032 0.2459 0.7233 0.111 Uiso 1 1 calc R U . . .
C8A C 0.2624(4) 0.3283(14) 0.75920(14) 0.072(2) Uani 1 1 d D . . . .
H8A H 0.2769 0.4555 0.7508 0.086 Uiso 1 1 calc R U . . .
C9A C 0.4114(3) 0.4024(12) 0.85416(12) 0.0524(16) Uani 1 1 d D . . . .
H9A H 0.4282(13) 0.551(11) 0.8511(3) 0.063 Uiso 1 1 calc R U . . .
C10A C 0.4595(3) 0.2586(11) 0.83522(13) 0.050(2) Uani 1 1 d D . . . .
C11A C 0.4434(3) 0.0596(11) 0.82645(13) 0.0551(17) Uani 1 1 d D . . . .
H11A H 0.4008 0.0052 0.8321 0.066 Uiso 1 1 calc R U . . .
C12A C 0.4885(4) -0.0664(12) 0.80920(15) 0.067(2) Uani 1 1 d D . . . .
H12A H 0.4772 -0.2032 0.8035 0.081 Uiso 1 1 calc R U . . .
C13A C 0.5497(4) 0.0211(15) 0.80116(18) 0.077(2) Uani 1 1 d D . . . .
C14A C 0.5696(4) 0.2199(15) 0.80897(18) 0.072(3) Uani 1 1 d D . . . .
H14A H 0.6122 0.2737 0.8031 0.087 Uiso 1 1 calc R U . . .
C15A C 0.5233(3) 0.3361(13) 0.82601(15) 0.0629(18) Uani 1 1 d D . . . .
H15A H 0.5351 0.4726 0.8316 0.075 Uiso 1 1 calc R U . . .
C16A C 0.4139(3) 0.3563(12) 0.88966(13) 0.0565(19) Uani 1 1 d D . . . .
C17A C 0.3947(4) 0.1643(12) 0.90127(14) 0.0588(19) Uani 1 1 d D . . . .
H17A H 0.3823 0.0576 0.8874 0.071 Uiso 1 1 calc R U . . .
C18A C 0.3936(4) 0.1270(13) 0.93366(16) 0.069(2) Uani 1 1 d D . . . .
H18A H 0.3794 -0.0022 0.9416 0.083 Uiso 1 1 calc R U . . .
C19A C 0.4131(4) 0.2796(14) 0.95282(13) 0.064(2) Uani 1 1 d D . . . .
C20A C 0.4349(4) 0.4731(14) 0.94234(16) 0.076(2) Uani 1 1 d D . . . .
H20A H 0.4497 0.5754 0.9564 0.091 Uiso 1 1 calc R U . . .
C21A C 0.4341(3) 0.5113(12) 0.91034(14) 0.0636(19) Uani 1 1 d D . . . .
H21A H 0.4473 0.6422 0.9027 0.076 Uiso 1 1 calc R U . . .
C22A C 0.2952(3) 0.5867(11) 0.85523(13) 0.0502(16) Uani 1 1 d D . . . .
C23A C 0.2177(3) 0.5688(12) 0.85707(13) 0.0568(17) Uani 1 1 d D . . . .
H23A H 0.2029 0.4538 0.8437 0.068 Uiso 1 1 calc R U . . .
H23B H 0.1974 0.6968 0.8488 0.068 Uiso 1 1 calc R U . . .
C24A C 0.1899(3) 0.5313(10) 0.89075(13) 0.0503(16) Uani 1 1 d D . . . .
C25A C 0.2114(5) 0.7105(13) 0.91337(17) 0.068(2) Uani 1 1 d D . . . .
H25A H 0.2612 0.7170 0.9149 0.082 Uiso 1 1 calc R U . . .
H25B H 0.1949 0.8442 0.9054 0.082 Uiso 1 1 calc R U . . .
C26A C 0.1803(5) 0.6673(15) 0.94584(18) 0.085(3) Uani 1 1 d D . . . .
H26A H 0.1931(16) 0.772(12) 0.9593(16) 0.102 Uiso 1 1 calc R U . . .
C27A C 0.2070(5) 0.4611(14) 0.95810(17) 0.083(3) Uani 1 1 d D . . . .
H27A H 0.1897 0.4377 0.9792 0.099 Uiso 1 1 calc R U . . .
H27B H 0.2569 0.4652 0.9591 0.099 Uiso 1 1 calc R U . . .
C28A C 0.1844(5) 0.2821(14) 0.93685(19) 0.073(3) Uani 1 1 d D . . . .
H28A H 0.2014 0.1483 0.9452 0.087 Uiso 1 1 calc R U . . .
C29A C 0.2154(4) 0.3223(13) 0.90398(16) 0.070(2) Uani 1 1 d D . . . .
H29A H 0.2652 0.3246 0.9054 0.084 Uiso 1 1 calc R U . . .
H29B H 0.2023 0.2093 0.8899 0.084 Uiso 1 1 calc R U . . .
C30A C 0.1112(3) 0.5297(18) 0.88936(16) 0.090(3) Uani 1 1 d D . . . .
H30A H 0.0946 0.6644 0.8819 0.108 Uiso 1 1 calc R U . . .
H30B H 0.0958 0.4221 0.8748 0.108 Uiso 1 1 calc R U . . .
C31A C 0.1023(5) 0.6611(17) 0.9438(2) 0.103(3) Uani 1 1 d D . . . .
H31A H 0.0828 0.6377 0.9645 0.124 Uiso 1 1 calc R U . . .
H31B H 0.0851 0.7939 0.9359 0.124 Uiso 1 1 calc R U . . .
C32A C 0.1080(5) 0.2771(16) 0.9347(3) 0.094(4) Uani 1 1 d D . . . .
H32A H 0.0885 0.2515 0.9554 0.113 Uiso 1 1 calc R U . . .
H32B H 0.0937 0.1642 0.9209 0.113 Uiso 1 1 calc R U . . .
C33A C 0.0821(4) 0.4859(19) 0.92205(18) 0.098(4) Uani 1 1 d D . . . .
H33A H 0.038(6) 0.481(2) 0.9209(2) 0.118 Uiso 1 1 calc R U . . .
F1 F 0.1598(3) 1.1061(10) 0.19368(13) 0.1113(19) Uani 1 1 d D . . . .
F2 F 0.3422(4) 0.7512(9) -0.00458(14) 0.104(3) Uani 1 1 d D . . . .
O1 O 0.3909(3) 0.4401(9) 0.18597(11) 0.0718(14) Uani 1 1 d D . . . .
O2 O 0.4312(3) 0.2482(8) 0.11872(16) 0.0659(19) Uani 1 1 d D . . . .
C1 C 0.4200(3) 0.5996(11) 0.13782(12) 0.0486(15) Uani 1 1 d D . . . .
H1 H 0.4430(17) 0.735(10) 0.1311(5) 0.058 Uiso 1 1 calc R U . . .
C2 C 0.4242(3) 0.5766(11) 0.17369(14) 0.0560(17) Uani 1 1 d D . . . .
C3 C 0.4723(2) 0.7111(8) 0.19224(10) 0.0568(19) Uani 1 1 d DG . . . .
C4 C 0.4933(3) 0.9082(8) 0.18196(9) 0.065(2) Uani 1 1 d DG . . . .
H4 H 0.4776 0.9601 0.1628 0.078 Uiso 1 1 calc R U . . .
C5 C 0.5377(3) 1.0276(7) 0.20030(13) 0.082(2) Uani 1 1 d DG . . . .
H5 H 0.5518 1.1595 0.1934 0.098 Uiso 1 1 calc R U . . .
C6 C 0.5612(3) 0.9500(10) 0.22891(12) 0.098(3) Uani 1 1 d DG . . . .
H6 H 0.5909 1.0299 0.2412 0.118 Uiso 1 1 calc R U . . .
C7 C 0.5402(3) 0.7529(10) 0.23918(9) 0.080(3) Uani 1 1 d DG . . . .
H7 H 0.5559 0.7009 0.2583 0.096 Uiso 1 1 calc R U . . .
C8 C 0.4957(3) 0.6334(8) 0.22085(10) 0.078(2) Uani 1 1 d DG . . . .
H8 H 0.4817 0.5015 0.2277 0.094 Uiso 1 1 calc R U . . .
C9 C 0.3445(3) 0.5955(11) 0.12580(13) 0.0526(16) Uani 1 1 d D . . . .
H9 H 0.3268(13) 0.442(11) 0.1287(2) 0.063 Uiso 1 1 calc R U . . .
C10 C 0.2960(2) 0.7383(7) 0.14454(10) 0.049(2) Uani 1 1 d DG . . . .
C11 C 0.31462(19) 0.9403(7) 0.15353(11) 0.066(2) Uani 1 1 d DG . . . .
H11 H 0.3579 0.9924 0.1483 0.079 Uiso 1 1 calc R U . . .
C12 C 0.2687(3) 1.0644(7) 0.17034(11) 0.069(2) Uani 1 1 d DG . . . .
H12 H 0.2812 1.1996 0.1763 0.083 Uiso 1 1 calc R U . . .
C13 C 0.2040(2) 0.9865(9) 0.17816(12) 0.072(2) Uani 1 1 d DG . . . .
C14 C 0.18536(18) 0.7845(9) 0.16918(12) 0.072(3) Uani 1 1 d DG . . . .
H14 H 0.1421 0.7323 0.1744 0.087 Uiso 1 1 calc R U . . .
C15 C 0.2313(2) 0.6603(7) 0.15237(11) 0.0643(19) Uani 1 1 d DG . . . .
H15 H 0.2188 0.5252 0.1464 0.077 Uiso 1 1 calc R U . . .
C16 C 0.3424(3) 0.6417(7) 0.09047(7) 0.0514(18) Uani 1 1 d DG . . . .
C17 C 0.3624(2) 0.8367(7) 0.07895(9) 0.061(2) Uani 1 1 d DG . . . .
H17 H 0.3758 0.9422 0.0928 0.074 Uiso 1 1 calc R U . . .
C18 C 0.3623(3) 0.8741(7) 0.04675(9) 0.066(2) Uani 1 1 d DG . . . .
H18 H 0.3757 1.0046 0.0390 0.079 Uiso 1 1 calc R U . . .
C19 C 0.3423(3) 0.7165(9) 0.02606(7) 0.076(3) Uani 1 1 d DG . . . .
C20 C 0.3223(3) 0.5215(8) 0.03758(9) 0.080(2) Uani 1 1 d DG . . . .
H20 H 0.3089 0.4161 0.0237 0.095 Uiso 1 1 calc R U . . .
C21 C 0.3223(2) 0.4841(6) 0.06978(9) 0.065(2) Uani 1 1 d DG . . . .
H21 H 0.3090 0.3536 0.0775 0.079 Uiso 1 1 calc R U . . .
C22 C 0.4609(3) 0.4097(12) 0.12505(13) 0.0527(16) Uani 1 1 d D . . . .
C23 C 0.5383(3) 0.4268(13) 0.12288(13) 0.0603(18) Uani 1 1 d D . . . .
H23C H 0.5585 0.2984 0.1310 0.072 Uiso 1 1 calc R U . . .
H23D H 0.5535 0.5413 0.1362 0.072 Uiso 1 1 calc R U . . .
C24 C 0.5659(3) 0.4643(10) 0.08936(13) 0.0501(16) Uani 1 1 d D . . . .
C25 C 0.5419(5) 0.2891(14) 0.06645(18) 0.074(3) Uani 1 1 d D . . . .
H25C H 0.5571 0.1531 0.0740 0.089 Uiso 1 1 calc R U . . .
H25D H 0.4920 0.2876 0.0652 0.089 Uiso 1 1 calc R U . . .
C26 C 0.5727(5) 0.3325(15) 0.03373(17) 0.078(2) Uani 1 1 d D . . . .
H26 H 0.5575(16) 0.227(11) 0.0195(15) 0.094 Uiso 1 1 calc R U . . .
C27 C 0.5490(4) 0.5425(14) 0.02205(17) 0.080(3) Uani 1 1 d D . . . .
H27C H 0.4992 0.5442 0.0206 0.096 Uiso 1 1 calc R U . . .
H27D H 0.5677 0.5682 0.0012 0.096 Uiso 1 1 calc R U . . .
C28 C 0.5726(5) 0.7114(15) 0.0442(2) 0.087(3) Uani 1 1 d D . . . .
H28 H 0.5570 0.8482 0.0364 0.104 Uiso 1 1 calc R U . . .
C29 C 0.5423(4) 0.6728(13) 0.07663(18) 0.073(2) Uani 1 1 d D . . . .
H29C H 0.5565 0.7841 0.0908 0.088 Uiso 1 1 calc R U . . .
H29D H 0.4924 0.6746 0.0754 0.088 Uiso 1 1 calc R U . . .
C30 C 0.6439(4) 0.4592(16) 0.09064(16) 0.084(3) Uani 1 1 d D . . . .
H30C H 0.6590 0.3245 0.0988 0.100 Uiso 1 1 calc R U . . .
H30D H 0.6602 0.5678 0.1048 0.100 Uiso 1 1 calc R U . . .
C31 C 0.6494(5) 0.3267(17) 0.0355(2) 0.094(3) Uani 1 1 d D . . . .
H31C H 0.6688 0.3507 0.0148 0.113 Uiso 1 1 calc R U . . .
H31D H 0.6644 0.1895 0.0427 0.113 Uiso 1 1 calc R U . . .
C32 C 0.6503(5) 0.7101(18) 0.0461(3) 0.102(4) Uani 1 1 d D . . . .
H32C H 0.6659 0.8194 0.0603 0.122 Uiso 1 1 calc R U . . .
H32D H 0.6697 0.7375 0.0255 0.122 Uiso 1 1 calc R U . . .
C33 C 0.6746(4) 0.4940(17) 0.05802(19) 0.089(3) Uani 1 1 d D . . . .
H33 H 0.734(5) 0.4903(18) 0.0594(2) 0.107 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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
C2A C1A C9A 112.5(5) . . ?
C2A C1A C22A 103.7(5) . . ?
C9A C1A C22A 110.9(5) . . ?
C2A C1A H1A 109.9 . . ?
C9A C1A H1A 109.9 . . ?
C22A C1A H1A 109.9 . . ?
O1A C2A C3A 122.2(5) . . ?
O1A C2A C1A 118.3(6) . . ?
C3A C2A C1A 119.4(6) . . ?
C4A C3A C8A 117.6(6) . . ?
C4A C3A C2A 125.5(6) . . ?
C8A C3A C2A 116.9(6) . . ?
C5A C4A C3A 122.2(6) . . ?
C5A C4A H4A 118.9 . . ?
C3A C4A H4A 118.9 . . ?
C4A C5A C6A 119.1(7) . . ?
C4A C5A H5A 120.4 . . ?
C6A C5A H5A 120.4 . . ?
C7A C6A C5A 119.4(7) . . ?
C7A C6A H6A 120.3 . . ?
C5A C6A H6A 120.3 . . ?
C6A C7A C8A 122.5(8) . . ?
C6A C7A H7A 118.7 . . ?
C8A C7A H7A 118.7 . . ?
C7A C8A C3A 119.0(7) . . ?
C7A C8A H8A 120.5 . . ?
C3A C8A H8A 120.5 . . ?
C10A C9A C16A 112.4(5) . . ?
C10A C9A C1A 113.3(5) . . ?
C16A C9A C1A 109.4(5) . . ?
C10A C9A H9A 107.1 . . ?
C16A C9A H9A 107.1 . . ?
C1A C9A H9A 107.1 . . ?
C11A C10A C15A 117.3(6) . . ?
C11A C10A C9A 124.1(6) . . ?
C15A C10A C9A 118.6(6) . . ?
C10A C11A C12A 122.5(6) . . ?
C10A C11A H11A 118.8 . . ?
C12A C11A H11A 118.8 . . ?
C13A C12A C11A 116.5(7) . . ?
C13A C12A H12A 121.8 . . ?
C11A C12A H12A 121.8 . . ?
C12A C13A C14A 124.6(6) . . ?
C12A C13A F1A 116.5(8) . . ?
C14A C13A F1A 119.0(7) . . ?
C13A C14A C15A 116.4(7) . . ?
C13A C14A H14A 121.8 . . ?
C15A C14A H14A 121.8 . . ?
C14A C15A C10A 122.8(7) . . ?
C14A C15A H15A 118.6 . . ?
C10A C15A H15A 118.6 . . ?
C17A C16A C21A 119.1(6) . . ?
C17A C16A C9A 121.0(6) . . ?
C21A C16A C9A 119.9(6) . . ?
C16A C17A C18A 120.7(7) . . ?
C16A C17A H17A 119.6 . . ?
C18A C17A H17A 119.6 . . ?
C19A C18A C17A 118.5(7) . . ?
C19A C18A H18A 120.8 . . ?
C17A C18A H18A 120.8 . . ?
C18A C19A F2A 120.5(7) . . ?
C18A C19A C20A 123.1(6) . . ?
F2A C19A C20A 116.4(7) . . ?
C19A C20A C21A 118.2(6) . . ?
C19A C20A H20A 120.9 . . ?
C21A C20A H20A 120.9 . . ?
C16A C21A C20A 120.3(7) . . ?
C16A C21A H21A 119.8 . . ?
C20A C21A H21A 119.8 . . ?
O2A C22A C23A 121.1(6) . . ?
O2A C22A C1A 120.9(6) . . ?
C23A C22A C1A 117.9(6) . . ?
C22A C23A C24A 114.0(5) . . ?
C22A C23A H23A 108.8 . . ?
C24A C23A H23A 108.8 . . ?
C22A C23A H23B 108.8 . . ?
C24A C23A H23B 108.8 . . ?
H23A C23A H23B 107.6 . . ?
C29A C24A C30A 109.4(7) . . ?
C29A C24A C23A 111.2(5) . . ?
C30A C24A C23A 108.3(5) . . ?
C29A C24A C25A 109.0(6) . . ?
C30A C24A C25A 107.4(6) . . ?
C23A C24A C25A 111.5(6) . . ?
C26A C25A C24A 108.7(6) . . ?
C26A C25A H25A 110.0 . . ?
C24A C25A H25A 110.0 . . ?
C26A C25A H25B 110.0 . . ?
C24A C25A H25B 110.0 . . ?
H25A C25A H25B 108.3 . . ?
C27A C26A C31A 109.9(8) . . ?
C27A C26A C25A 109.5(7) . . ?
C31A C26A C25A 110.3(8) . . ?
C27A C26A H26A 109.0 . . ?
C31A C26A H26A 109.0 . . ?
C25A C26A H26A 109.0 . . ?
C26A C27A C28A 110.4(7) . . ?
C26A C27A H27A 109.6 . . ?
C28A C27A H27A 109.6 . . ?
C26A C27A H27B 109.6 . . ?
C28A C27A H27B 109.6 . . ?
H27A C27A H27B 108.1 . . ?
C32A C28A C27A 109.9(7) . . ?
C32A C28A C29A 109.7(7) . . ?
C27A C28A C29A 107.6(7) . . ?
C32A C28A H28A 109.9 . . ?
C27A C28A H28A 109.9 . . ?
C29A C28A H28A 109.9 . . ?
C24A C29A C28A 110.6(6) . . ?
C24A C29A H29A 109.5 . . ?
C28A C29A H29A 109.5 . . ?
C24A C29A H29B 109.5 . . ?
C28A C29A H29B 109.5 . . ?
H29A C29A H29B 108.1 . . ?
C33A C30A C24A 109.6(6) . . ?
C33A C30A H30A 109.7 . . ?
C24A C30A H30A 109.7 . . ?
C33A C30A H30B 109.7 . . ?
C24A C30A H30B 109.7 . . ?
H30A C30A H30B 108.2 . . ?
C33A C31A C26A 108.4(7) . . ?
C33A C31A H31A 110.0 . . ?
C26A C31A H31A 110.0 . . ?
C33A C31A H31B 110.0 . . ?
C26A C31A H31B 110.0 . . ?
H31A C31A H31B 108.4 . . ?
C28A C32A C33A 109.5(7) . . ?
C28A C32A H32A 109.8 . . ?
C33A C32A H32A 109.8 . . ?
C28A C32A H32B 109.8 . . ?
C33A C32A H32B 109.8 . . ?
H32A C32A H32B 108.2 . . ?
C31A C33A C32A 110.1(8) . . ?
C31A C33A C30A 109.2(8) . . ?
C32A C33A C30A 111.1(8) . . ?
C31A C33A H33A 108.8 . . ?
C32A C33A H33A 108.8 . . ?
C30A C33A H33A 108.8 . . ?
C2 C1 C22 104.3(5) . . ?
C2 C1 C9 112.1(5) . . ?
C22 C1 C9 110.9(5) . . ?
C2 C1 H1 109.8 . . ?
C22 C1 H1 109.8 . . ?
C9 C1 H1 109.8 . . ?
O1 C2 C3 121.4(5) . . ?
O1 C2 C1 118.1(6) . . ?
C3 C2 C1 120.3(6) . . ?
C4 C3 C8 120.0 . . ?
C4 C3 C2 122.4(4) . . ?
C8 C3 C2 117.6(4) . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C8 C7 C6 120.0 . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C8 C3 120.0 . . ?
C7 C8 H8 120.0 . . ?
C3 C8 H8 120.0 . . ?
C16 C9 C10 112.3(5) . . ?
C16 C9 C1 110.2(5) . . ?
C10 C9 C1 113.6(5) . . ?
C16 C9 H9 106.8 . . ?
C10 C9 H9 106.8 . . ?
C1 C9 H9 106.8 . . ?
C11 C10 C15 120.0 . . ?
C11 C10 C9 122.1(4) . . ?
C15 C10 C9 117.9(4) . . ?
C10 C11 C12 120.0 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
F1 C13 C14 120.0(5) . . ?
F1 C13 C12 120.0(5) . . ?
C14 C13 C12 120.0 . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C10 120.0 . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
C17 C16 C21 120.0 . . ?
C17 C16 C9 120.6(4) . . ?
C21 C16 C9 119.3(4) . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.0 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
F2 C19 C20 119.7(4) . . ?
F2 C19 C18 120.3(4) . . ?
C20 C19 C18 120.0 . . ?
C19 C20 C21 120.0 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C20 C21 C16 120.0 . . ?
C20 C21 H21 120.0 . . ?
C16 C21 H21 120.0 . . ?
O2 C22 C23 121.4(6) . . ?
O2 C22 C1 119.9(6) . . ?
C23 C22 C1 118.5(6) . . ?
C22 C23 C24 114.4(5) . . ?
C22 C23 H23C 108.7 . . ?
C24 C23 H23C 108.7 . . ?
C22 C23 H23D 108.7 . . ?
C24 C23 H23D 108.7 . . ?
H23C C23 H23D 107.6 . . ?
C29 C24 C30 109.6(6) . . ?
C29 C24 C23 111.4(5) . . ?
C30 C24 C23 108.0(5) . . ?
C29 C24 C25 108.5(6) . . ?
C30 C24 C25 107.9(6) . . ?
C23 C24 C25 111.4(6) . . ?
C26 C25 C24 108.7(6) . . ?
C26 C25 H25C 109.9 . . ?
C24 C25 H25C 109.9 . . ?
C26 C25 H25D 109.9 . . ?
C24 C25 H25D 109.9 . . ?
H25C C25 H25D 108.3 . . ?
C31 C26 C27 110.2(8) . . ?
C31 C26 C25 109.7(7) . . ?
C27 C26 C25 109.9(7) . . ?
C31 C26 H26 109.0 . . ?
C27 C26 H26 109.0 . . ?
C25 C26 H26 109.0 . . ?
C26 C27 C28 109.7(7) . . ?
C26 C27 H27C 109.7 . . ?
C28 C27 H27C 109.7 . . ?
C26 C27 H27D 109.7 . . ?
C28 C27 H27D 109.7 . . ?
H27C C27 H27D 108.2 . . ?
C27 C28 C32 109.5(8) . . ?
C27 C28 C29 109.6(8) . . ?
C32 C28 C29 109.8(8) . . ?
C27 C28 H28 109.3 . . ?
C32 C28 H28 109.3 . . ?
C29 C28 H28 109.3 . . ?
C24 C29 C28 110.6(6) . . ?
C24 C29 H29C 109.5 . . ?
C28 C29 H29C 109.5 . . ?
C24 C29 H29D 109.5 . . ?
C28 C29 H29D 109.5 . . ?
H29C C29 H29D 108.1 . . ?
C24 C30 C33 110.8(6) . . ?
C24 C30 H30C 109.5 . . ?
C33 C30 H30C 109.5 . . ?
C24 C30 H30D 109.5 . . ?
C33 C30 H30D 109.5 . . ?
H30C C30 H30D 108.1 . . ?
C26 C31 C33 109.7(7) . . ?
C26 C31 H31C 109.7 . . ?
C33 C31 H31C 109.7 . . ?
C26 C31 H31D 109.7 . . ?
C33 C31 H31D 109.7 . . ?
H31C C31 H31D 108.2 . . ?
C28 C32 C33 109.1(7) . . ?
C28 C32 H32C 109.9 . . ?
C33 C32 H32C 109.9 . . ?
C28 C32 H32D 109.9 . . ?
C33 C32 H32D 109.9 . . ?
H32C C32 H32D 108.3 . . ?
C31 C33 C30 110.3(8) . . ?
C31 C33 C32 108.7(8) . . ?
C30 C33 C32 108.0(8) . . ?
C31 C33 H33 109.9 . . ?
C30 C33 H33 109.9 . . ?
C32 C33 H33 109.9 . . ?
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
F1A C13A 1.377(8) . ?
F2A C19A 1.356(8) . ?
O1A C2A 1.211(7) . ?
O2A C22A 1.207(8) . ?
C1A C2A 1.536(7) . ?
C1A C9A 1.541(8) . ?
C1A C22A 1.548(8) . ?
C1A H1A 0.97(7) . ?
C2A C3A 1.496(8) . ?
C3A C4A 1.372(9) . ?
C3A C8A 1.411(8) . ?
C4A C5A 1.370(9) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.380(10) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.348(12) . ?
C6A H6A 0.9300 . ?
C7A C8A 1.360(11) . ?
C7A H7A 0.9300 . ?
C8A H8A 0.9300 . ?
C9A C10A 1.536(8) . ?
C9A C16A 1.539(8) . ?
C9A H9A 1.01(8) . ?
C10A C11A 1.357(8) . ?
C10A C15A 1.391(8) . ?
C11A C12A 1.396(8) . ?
C11A H11A 0.9300 . ?
C12A C13A 1.356(10) . ?
C12A H12A 0.9300 . ?
C13A C14A 1.364(10) . ?
C14A C15A 1.371(9) . ?
C14A H14A 0.9300 . ?
C15A H15A 0.9300 . ?
C16A C17A 1.370(9) . ?
C16A C21A 1.379(8) . ?
C17A C18A 1.398(9) . ?
C17A H17A 0.9300 . ?
C18A C19A 1.324(10) . ?
C18A H18A 0.9300 . ?
C19A C20A 1.376(10) . ?
C20A C21A 1.383(9) . ?
C20A H20A 0.9300 . ?
C21A H21A 0.9300 . ?
C22A C23A 1.512(8) . ?
C23A C24A 1.549(8) . ?
C23A H23A 0.9700 . ?
C23A H23B 0.9700 . ?
C24A C29A 1.527(9) . ?
C24A C30A 1.529(9) . ?
C24A C25A 1.550(9) . ?
C25A C26A 1.532(10) . ?
C25A H25A 0.9700 . ?
C25A H25B 0.9700 . ?
C26A C27A 1.505(12) . ?
C26A C31A 1.517(11) . ?
C26A H26A 0.91(11) . ?
C27A C28A 1.519(11) . ?
C27A H27A 0.9700 . ?
C27A H27B 0.9700 . ?
C28A C32A 1.486(11) . ?
C28A C29A 1.543(9) . ?
C28A H28A 0.9800 . ?
C29A H29A 0.9700 . ?
C29A H29B 0.9700 . ?
C30A C33A 1.526(9) . ?
C30A H30A 0.9700 . ?
C30A H30B 0.9700 . ?
C31A C33A 1.502(12) . ?
C31A H31A 0.9700 . ?
C31A H31B 0.9700 . ?
C32A C33A 1.520(12) . ?
C32A H32A 0.9700 . ?
C32A H32B 0.9700 . ?
C33A H33A 0.87(11) . ?
F1 C13 1.324(5) . ?
F2 C19 1.321(7) . ?
O1 C2 1.203(7) . ?
O2 C22 1.209(8) . ?
C1 C2 1.534(8) . ?
C1 C22 1.545(9) . ?
C1 C9 1.551(8) . ?
C1 H1 1.01(7) . ?
C2 C3 1.492(7) . ?
C3 C4 1.3900 . ?
C3 C8 1.3900 . ?
C4 C5 1.3900 . ?
C4 H4 0.9300 . ?
C5 C6 1.3900 . ?
C5 H5 0.9300 . ?
C6 C7 1.3900 . ?
C6 H6 0.9300 . ?
C7 C8 1.3900 . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C16 1.532(6) . ?
C9 C10 1.533(7) . ?
C9 H9 1.04(7) . ?
C10 C11 1.3900 . ?
C10 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 H11 0.9300 . ?
C12 C13 1.3900 . ?
C12 H12 0.9300 . ?
C13 C14 1.3900 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.3900 . ?
C16 C21 1.3900 . ?
C17 C18 1.3900 . ?
C17 H17 0.9300 . ?
C18 C19 1.3900 . ?
C18 H18 0.9300 . ?
C19 C20 1.3900 . ?
C20 C21 1.3900 . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.511(9) . ?
C23 C24 1.541(8) . ?
C23 H23C 0.9700 . ?
C23 H23D 0.9700 . ?
C24 C29 1.505(9) . ?
C24 C30 1.517(9) . ?
C24 C25 1.553(9) . ?
C25 C26 1.540(10) . ?
C25 H25C 0.9700 . ?
C25 H25D 0.9700 . ?
C26 C31 1.492(11) . ?
C26 C27 1.498(11) . ?
C26 H26 0.95(9) . ?
C27 C28 1.501(12) . ?
C27 H27C 0.9700 . ?
C27 H27D 0.9700 . ?
C28 C32 1.511(12) . ?
C28 C29 1.519(10) . ?
C28 H28 0.9800 . ?
C29 H29C 0.9700 . ?
C29 H29D 0.9700 . ?
C30 C33 1.526(10) . ?
C30 H30C 0.9700 . ?
C30 H30D 0.9700 . ?
C31 C33 1.513(12) . ?
C31 H31C 0.9700 . ?
C31 H31D 0.9700 . ?
C32 C33 1.541(13) . ?
C32 H32C 0.9700 . ?
C32 H32D 0.9700 . ?
C33 H33 1.15(9) . ?
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
C9A C1A C2A O1A -47.9(8) . . . . ?
C22A C1A C2A O1A 72.0(7) . . . . ?
C9A C1A C2A C3A 133.1(6) . . . . ?
C22A C1A C2A C3A -107.0(6) . . . . ?
O1A C2A C3A C4A 160.4(7) . . . . ?
C1A C2A C3A C4A -20.7(9) . . . . ?
O1A C2A C3A C8A -19.2(9) . . . . ?
C1A C2A C3A C8A 159.8(6) . . . . ?
C8A C3A C4A C5A 2.3(10) . . . . ?
C2A C3A C4A C5A -177.3(7) . . . . ?
C3A C4A C5A C6A -3.6(11) . . . . ?
C4A C5A C6A C7A 1.1(12) . . . . ?
C5A C6A C7A C8A 2.8(15) . . . . ?
C6A C7A C8A C3A -4.1(14) . . . . ?
C4A C3A C8A C7A 1.5(11) . . . . ?
C2A C3A C8A C7A -178.9(8) . . . . ?
C2A C1A C9A C10A -47.0(8) . . . . ?
C22A C1A C9A C10A -162.6(5) . . . . ?
C2A C1A C9A C16A -173.3(6) . . . . ?
C22A C1A C9A C16A 71.1(7) . . . . ?
C16A C9A C10A C11A 81.4(7) . . . . ?
C1A C9A C10A C11A -43.2(8) . . . . ?
C16A C9A C10A C15A -99.4(7) . . . . ?
C1A C9A C10A C15A 135.9(6) . . . . ?
C15A C10A C11A C12A 0.8(9) . . . . ?
C9A C10A C11A C12A 179.9(6) . . . . ?
C10A C11A C12A C13A -0.8(9) . . . . ?
C11A C12A C13A C14A 0.6(11) . . . . ?
C11A C12A C13A F1A -178.7(6) . . . . ?
C12A C13A C14A C15A -0.3(11) . . . . ?
F1A C13A C14A C15A 178.9(7) . . . . ?
C13A C14A C15A C10A 0.3(10) . . . . ?
C11A C10A C15A C14A -0.5(9) . . . . ?
C9A C10A C15A C14A -179.7(6) . . . . ?
C10A C9A C16A C17A -61.9(8) . . . . ?
C1A C9A C16A C17A 64.9(8) . . . . ?
C10A C9A C16A C21A 119.7(7) . . . . ?
C1A C9A C16A C21A -113.5(7) . . . . ?
C21A C16A C17A C18A 1.9(10) . . . . ?
C9A C16A C17A C18A -176.5(6) . . . . ?
C16A C17A C18A C19A -1.7(10) . . . . ?
C17A C18A C19A F2A -179.3(7) . . . . ?
C17A C18A C19A C20A -0.4(11) . . . . ?
C18A C19A C20A C21A 2.1(11) . . . . ?
F2A C19A C20A C21A -178.9(7) . . . . ?
C17A C16A C21A C20A -0.1(10) . . . . ?
C9A C16A C21A C20A 178.3(6) . . . . ?
C19A C20A C21A C16A -1.9(10) . . . . ?
C2A C1A C22A O2A -95.1(7) . . . . ?
C9A C1A C22A O2A 25.8(8) . . . . ?
C2A C1A C22A C23A 81.2(6) . . . . ?
C9A C1A C22A C23A -157.8(5) . . . . ?
O2A C22A C23A C24A -80.7(8) . . . . ?
C1A C22A C23A C24A 103.0(6) . . . . ?
C22A C23A C24A C29A -63.1(8) . . . . ?
C22A C23A C24A C30A 176.6(7) . . . . ?
C22A C23A C24A C25A 58.7(8) . . . . ?
C29A C24A C25A C26A -58.7(9) . . . . ?
C30A C24A C25A C26A 59.7(9) . . . . ?
C23A C24A C25A C26A 178.1(7) . . . . ?
C24A C25A C26A C27A 60.4(9) . . . . ?
C24A C25A C26A C31A -60.7(10) . . . . ?
C31A C26A C27A C28A 58.5(9) . . . . ?
C25A C26A C27A C28A -62.8(9) . . . . ?
C26A C27A C28A C32A -58.1(9) . . . . ?
C26A C27A C28A C29A 61.3(9) . . . . ?
C30A C24A C29A C28A -57.6(8) . . . . ?
C23A C24A C29A C28A -177.2(6) . . . . ?
C25A C24A C29A C28A 59.5(8) . . . . ?
C32A C28A C29A C24A 59.6(9) . . . . ?
C27A C28A C29A C24A -60.0(9) . . . . ?
C29A C24A C30A C33A 56.8(10) . . . . ?
C23A C24A C30A C33A 178.2(7) . . . . ?
C25A C24A C30A C33A -61.3(10) . . . . ?
C27A C26A C31A C33A -59.5(9) . . . . ?
C25A C26A C31A C33A 61.3(10) . . . . ?
C27A C28A C32A C33A 58.5(10) . . . . ?
C29A C28A C32A C33A -59.6(10) . . . . ?
C26A C31A C33A C32A 60.6(9) . . . . ?
C26A C31A C33A C30A -61.6(10) . . . . ?
C28A C32A C33A C31A -60.9(10) . . . . ?
C28A C32A C33A C30A 60.1(10) . . . . ?
C24A C30A C33A C31A 63.2(11) . . . . ?
C24A C30A C33A C32A -58.5(11) . . . . ?
C22 C1 C2 O1 -72.8(8) . . . . ?
C9 C1 C2 O1 47.2(9) . . . . ?
C22 C1 C2 C3 103.0(7) . . . . ?
C9 C1 C2 C3 -136.9(6) . . . . ?
O1 C2 C3 C4 -157.8(6) . . . . ?
C1 C2 C3 C4 26.4(8) . . . . ?
O1 C2 C3 C8 21.7(8) . . . . ?
C1 C2 C3 C8 -154.0(5) . . . . ?
C8 C3 C4 C5 0.0 . . . . ?
C2 C3 C4 C5 179.5(5) . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C6 C7 C8 0.0 . . . . ?
C6 C7 C8 C3 0.0 . . . . ?
C4 C3 C8 C7 0.0 . . . . ?
C2 C3 C8 C7 -179.6(5) . . . . ?
C2 C1 C9 C16 174.1(6) . . . . ?
C22 C1 C9 C16 -69.7(7) . . . . ?
C2 C1 C9 C10 47.1(8) . . . . ?
C22 C1 C9 C10 163.3(5) . . . . ?
C16 C9 C10 C11 -82.5(5) . . . . ?
C1 C9 C10 C11 43.4(6) . . . . ?
C16 C9 C10 C15 97.1(5) . . . . ?
C1 C9 C10 C15 -137.0(5) . . . . ?
C15 C10 C11 C12 0.0 . . . . ?
C9 C10 C11 C12 179.6(5) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C12 C13 F1 -178.8(5) . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
F1 C13 C14 C15 178.8(5) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C14 C15 C10 0.0 . . . . ?
C11 C10 C15 C14 0.0 . . . . ?
C9 C10 C15 C14 -179.6(5) . . . . ?
C10 C9 C16 C17 62.5(6) . . . . ?
C1 C9 C16 C17 -65.2(6) . . . . ?
C10 C9 C16 C21 -119.6(5) . . . . ?
C1 C9 C16 C21 112.7(5) . . . . ?
C21 C16 C17 C18 0.0 . . . . ?
C9 C16 C17 C18 177.9(5) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C18 C19 F2 -180.0(6) . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
F2 C19 C20 C21 180.0(6) . . . . ?
C18 C19 C20 C21 0.0 . . . . ?
C19 C20 C21 C16 0.0 . . . . ?
C17 C16 C21 C20 0.0 . . . . ?
C9 C16 C21 C20 -177.9(5) . . . . ?
C2 C1 C22 O2 92.9(7) . . . . ?
C9 C1 C22 O2 -28.0(8) . . . . ?
C2 C1 C22 C23 -83.0(7) . . . . ?
C9 C1 C22 C23 156.1(5) . . . . ?
O2 C22 C23 C24 80.8(9) . . . . ?
C1 C22 C23 C24 -103.4(7) . . . . ?
C22 C23 C24 C29 64.3(8) . . . . ?
C22 C23 C24 C30 -175.3(7) . . . . ?
C22 C23 C24 C25 -56.9(8) . . . . ?
C29 C24 C25 C26 58.7(9) . . . . ?
C30 C24 C25 C26 -60.0(9) . . . . ?
C23 C24 C25 C26 -178.4(7) . . . . ?
C24 C25 C26 C31 61.7(10) . . . . ?
C24 C25 C26 C27 -59.6(9) . . . . ?
C31 C26 C27 C28 -60.5(8) . . . . ?
C25 C26 C27 C28 60.6(9) . . . . ?
C26 C27 C28 C32 60.2(9) . . . . ?
C26 C27 C28 C29 -60.3(9) . . . . ?
C30 C24 C29 C28 57.9(9) . . . . ?
C23 C24 C29 C28 177.4(7) . . . . ?
C25 C24 C29 C28 -59.7(9) . . . . ?
C27 C28 C29 C24 60.8(10) . . . . ?
C32 C28 C29 C24 -59.6(10) . . . . ?
C29 C24 C30 C33 -58.9(9) . . . . ?
C23 C24 C30 C33 179.6(7) . . . . ?
C25 C24 C30 C33 59.0(9) . . . . ?
C27 C26 C31 C33 60.4(9) . . . . ?
C25 C26 C31 C33 -60.7(10) . . . . ?
C27 C28 C32 C33 -59.7(10) . . . . ?
C29 C28 C32 C33 60.6(10) . . . . ?
C26 C31 C33 C30 58.8(10) . . . . ?
C26 C31 C33 C32 -59.4(9) . . . . ?
C24 C30 C33 C31 -58.9(10) . . . . ?
C24 C30 C33 C32 59.8(10) . . . . ?
C28 C32 C33 C31 59.2(9) . . . . ?
C28 C32 C33 C30 -60.5(10) . . . . ?
