#------------------------------------------------------------------------------
#$Date: 2019-11-04 03:05:05 +0200 (Mon, 04 Nov 2019) $
#$Revision: 222232 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/27/1552706.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_1552706
loop_
_publ_author_name
'Kazakova, Oxana B.'
'Khusnutdinova, Elmira F.'
'Petrova, Anastasiya V.'
'Yamansarov, Emil Yu'
'Lobov, Alexander N.'
'Fedorova, Alexandra A.'
'Suponitsky, Kyrill Yu'
_publ_section_title
;
 Diastereoselective Synthesis of Triterpenoid 1,2,4-Trioxolanes by
 Griesbaum Co-ozonolysis.
;
_journal_issue                   9
_journal_name_full               'Journal of natural products'
_journal_page_first              2550
_journal_page_last               2558
_journal_paper_doi               10.1021/acs.jnatprod.9b00393
_journal_volume                  82
_journal_year                    2019
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C38 H53 F3 O4'
_chemical_formula_sum            'C38 H53 F3 O4'
_chemical_formula_weight         630.80
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2119(3)
_cell_length_b                   16.0871(5)
_cell_length_c                   18.4518(6)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.88
_cell_measurement_theta_min      2.21
_cell_volume                     3328.10(17)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_publication_material
'SHELXL-2014/6 (Sheldrick, 2014) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/6 (Sheldrick, 2014)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            75057
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.078
_diffrn_reflns_theta_min         1.679
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       prizm
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details
;
 Flack x determined using 3465 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.7(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         9764
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0422
_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)+(0.0633P)²+0.5114P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1143
_reflns_Friedel_coverage         0.808
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                8516
_reflns_number_total             9764
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            np9b00393_si_003.cif
_cod_data_source_block           ozt53
_cod_original_cell_volume        3328.09(17)
_cod_database_code               1552706
_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           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-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
F1 F -0.40056(15) 0.22000(9) -0.15211(9) 0.0393(4) Uani 1 1 d . .
F2 F -0.34081(13) 0.34215(9) -0.18327(10) 0.0429(4) Uani 1 1 d . .
F3 F -0.38734(14) 0.25146(9) -0.26531(9) 0.0397(4) Uani 1 1 d . .
O1 O -0.89270(14) -0.32752(9) -0.01753(8) 0.0243(3) Uani 1 1 d . .
O2 O -0.62760(14) 0.26289(9) -0.09852(8) 0.0241(3) Uani 1 1 d . .
O3 O -0.57904(15) 0.33968(9) -0.12977(8) 0.0269(3) Uani 1 1 d . .
O4 O -0.62207(14) 0.24608(9) -0.21890(8) 0.0239(3) Uani 1 1 d . .
C1 C -0.72203(18) 0.14062(12) -0.14807(11) 0.0193(4) Uani 1 1 d . .
H1A H -0.6459 0.1136 -0.1345 0.023 Uiso 1 1 calc R U
H1B H -0.7469 0.1175 -0.1954 0.023 Uiso 1 1 calc R U
C2 C -0.70020(19) 0.23385(12) -0.15688(11) 0.0202(4) Uani 1 1 d . .
C3 C -0.8129(2) 0.28411(12) -0.16683(11) 0.0210(4) Uani 1 1 d . .
H3A H -0.8459 0.2720 -0.2155 0.025 Uiso 1 1 calc R U
H3B H -0.7918 0.3438 -0.1657 0.025 Uiso 1 1 calc R U
C4 C -0.91128(19) 0.26830(12) -0.11002(11) 0.0206(4) Uani 1 1 d . .
C5 C -0.93072(18) 0.17231(11) -0.10470(11) 0.0188(4) Uani 1 1 d . .
H5A H -0.9582 0.1556 -0.1541 0.023 Uiso 1 1 calc R U
C6 C -1.03268(19) 0.14667(12) -0.05422(12) 0.0229(4) Uani 1 1 d . .
H6A H -1.1014 0.1845 -0.0613 0.027 Uiso 1 1 calc R U
H6B H -1.0063 0.1514 -0.0032 0.027 Uiso 1 1 calc R U
C7 C -1.07099(19) 0.05704(12) -0.06983(12) 0.0221(4) Uani 1 1 d . .
H7A H -1.1036 0.0542 -0.1196 0.027 Uiso 1 1 calc R U
H7B H -1.1358 0.0417 -0.0359 0.027 Uiso 1 1 calc R U
C8 C -0.96903(18) -0.00702(12) -0.06263(10) 0.0179(4) Uani 1 1 d . .
C9 C -0.85694(17) 0.02498(11) -0.10542(10) 0.0170(3) Uani 1 1 d . .
H9A H -0.8822 0.0245 -0.1574 0.020 Uiso 1 1 calc R U
C10 C -0.81795(17) 0.11785(11) -0.09049(10) 0.0174(3) Uani 1 1 d . .
C11 C -0.75491(18) -0.03865(12) -0.10132(12) 0.0215(4) Uani 1 1 d . .
H11A H -0.6869 -0.0186 -0.1307 0.026 Uiso 1 1 calc R U
H11B H -0.7277 -0.0436 -0.0505 0.026 Uiso 1 1 calc R U
C12 C -0.79348(18) -0.12469(12) -0.12894(12) 0.0205(4) Uani 1 1 d . .
H12A H -0.7273 -0.1646 -0.1215 0.025 Uiso 1 1 calc R U
H12B H -0.8094 -0.1213 -0.1816 0.025 Uiso 1 1 calc R U
C13 C -0.90554(17) -0.15734(11) -0.09033(10) 0.0171(3) Uani 1 1 d . .
H13A H -0.8856 -0.1629 -0.0377 0.020 Uiso 1 1 calc R U
C14 C -1.00962(17) -0.09378(12) -0.09651(11) 0.0180(3) Uani 1 1 d . .
C15 C -1.11867(19) -0.13005(12) -0.05545(12) 0.0234(4) Uani 1 1 d . .
H15A H -1.0980 -0.1359 -0.0035 0.028 Uiso 1 1 calc R U
H15B H -1.1859 -0.0904 -0.0591 0.028 Uiso 1 1 calc R U
C16 C -1.15905(19) -0.21454(13) -0.08451(13) 0.0252(4) Uani 1 1 d . .
H16A H -1.2245 -0.2359 -0.0537 0.030 Uiso 1 1 calc R U
H16B H -1.1908 -0.2073 -0.1342 0.030 Uiso 1 1 calc R U
C17 C -1.05854(19) -0.27832(12) -0.08618(11) 0.0218(4) Uani 1 1 d . .
C18 C -0.94008(18) -0.24458(11) -0.11819(10) 0.0180(3) Uani 1 1 d . .
H18A H -0.9442 -0.2444 -0.1723 0.022 Uiso 1 1 calc R U
C19 C -0.85750(19) -0.31408(11) -0.09232(11) 0.0197(4) Uani 1 1 d . .
H19A H -0.7725 -0.2954 -0.0946 0.024 Uiso 1 1 calc R U
C20 C -0.8733(2) -0.39606(12) -0.13519(12) 0.0228(4) Uani 1 1 d . .
C21 C -1.0031(2) -0.42625(13) -0.12477(14) 0.0286(5) Uani 1 1 d . .
H21A H -1.0213 -0.4686 -0.1621 0.034 Uiso 1 1 calc R U
H21B H -1.0101 -0.4532 -0.0767 0.034 Uiso 1 1 calc R U
C22 C -1.0952(2) -0.35610(13) -0.12992(14) 0.0275(4) Uani 1 1 d . .
H22A H -1.1729 -0.3766 -0.1117 0.033 Uiso 1 1 calc R U
H22B H -1.1057 -0.3404 -0.1814 0.033 Uiso 1 1 calc R U
C23 C -0.8836(2) 0.31088(13) -0.03705(12) 0.0273(5) Uani 1 1 d . .
H23A H -0.8858 0.3714 -0.0433 0.041 Uiso 1 1 calc R U
H23B H -0.8041 0.2941 -0.0205 0.041 Uiso 1 1 calc R U
H23C H -0.9432 0.2943 -0.0010 0.041 Uiso 1 1 calc R U
C24 C -1.0255(2) 0.30898(13) -0.14000(13) 0.0272(5) Uani 1 1 d . .
H24A H -1.0091 0.3671 -0.1523 0.041 Uiso 1 1 calc R U
H24B H -1.0884 0.3065 -0.1032 0.041 Uiso 1 1 calc R U
H24C H -1.0514 0.2791 -0.1835 0.041 Uiso 1 1 calc R U
C25 C -0.7607(2) 0.12965(13) -0.01468(11) 0.0237(4) Uani 1 1 d . .
H25A H -0.7090 0.1788 -0.0153 0.036 Uiso 1 1 calc R U
H25B H -0.7132 0.0805 -0.0025 0.036 Uiso 1 1 calc R U
H25C H -0.8236 0.1372 0.0216 0.036 Uiso 1 1 calc R U
C26 C -0.9421(2) -0.01763(13) 0.01939(11) 0.0249(4) Uani 1 1 d . .
H26A H -0.9345 0.0372 0.0420 0.037 Uiso 1 1 calc R U
H26B H -0.8675 -0.0485 0.0255 0.037 Uiso 1 1 calc R U
H26C H -1.0074 -0.0483 0.0424 0.037 Uiso 1 1 calc R U
C27 C -1.0484(2) -0.08354(12) -0.17673(11) 0.0224(4) Uani 1 1 d . .
H27A H -1.0516 -0.1382 -0.2000 0.034 Uiso 1 1 calc R U
H27B H -0.9906 -0.0483 -0.2022 0.034 Uiso 1 1 calc R U
H27C H -1.1274 -0.0576 -0.1787 0.034 Uiso 1 1 calc R U
C28 C -1.0160(2) -0.30457(13) -0.01050(12) 0.0258(4) Uani 1 1 d . .
H28A H -1.0247 -0.2580 0.0241 0.031 Uiso 1 1 calc R U
H28B H -1.0634 -0.3523 0.0073 0.031 Uiso 1 1 calc R U
C29 C -0.8457(2) -0.38247(14) -0.21610(13) 0.0294(5) Uani 1 1 d . .
H29A H -0.8362 -0.4364 -0.2401 0.044 Uiso 1 1 calc R U
H29B H -0.7718 -0.3504 -0.2210 0.044 Uiso 1 1 calc R U
H29C H -0.9115 -0.3519 -0.2387 0.044 Uiso 1 1 calc R U
C30 C -0.7869(2) -0.46079(13) -0.10517(14) 0.0306(5) Uani 1 1 d . .
H30A H -0.7987 -0.5137 -0.1305 0.046 Uiso 1 1 calc R U
H30B H -0.8017 -0.4685 -0.0533 0.046 Uiso 1 1 calc R U
H30C H -0.7047 -0.4418 -0.1125 0.046 Uiso 1 1 calc R U
C31 C -0.5467(2) 0.31361(13) -0.20125(11) 0.0233(4) Uani 1 1 d . .
C32 C -0.4173(2) 0.28104(14) -0.20015(14) 0.0307(5) Uani 1 1 d . .
C33 C -0.55786(19) 0.38682(12) -0.25229(11) 0.0216(4) Uani 1 1 d . .
C34 C -0.5383(2) 0.46727(13) -0.22676(12) 0.0274(4) Uani 1 1 d . .
H34A H -0.5188 0.4763 -0.1773 0.033 Uiso 1 1 calc R U
C35 C -0.5476(2) 0.53404(14) -0.27389(13) 0.0299(5) Uani 1 1 d . .
H35A H -0.5349 0.5889 -0.2566 0.036 Uiso 1 1 calc R U
C36 C -0.5753(2) 0.52098(14) -0.34639(13) 0.0283(4) Uani 1 1 d . .
H36A H -0.5838 0.5670 -0.3783 0.034 Uiso 1 1 calc R U
C37 C -0.5906(2) 0.44054(14) -0.37212(12) 0.0279(4) Uani 1 1 d . .
H37A H -0.6066 0.4314 -0.4220 0.033 Uiso 1 1 calc R U
C38 C -0.5827(2) 0.37326(14) -0.32476(12) 0.0261(4) Uani 1 1 d . .
H38A H -0.5943 0.3183 -0.3422 0.031 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 0.0033 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'
F F 0.0171 0.0103 '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
C28 O1 C19 108.01(15)
C2 O2 O3 100.98(13)
C31 O3 O2 102.09(13)
C31 O4 C2 106.42(14)
C2 C1 C10 114.48(16)
C2 C1 H1A 108.6
C10 C1 H1A 108.6
C2 C1 H1B 108.6
C10 C1 H1B 108.6
H1A C1 H1B 107.6
O2 C2 O4 101.87(15)
O2 C2 C3 113.15(16)
O4 C2 C3 109.61(16)
O2 C2 C1 109.39(16)
O4 C2 C1 108.23(15)
C3 C2 C1 113.83(17)
C2 C3 C4 115.28(16)
C2 C3 H3A 108.5
C4 C3 H3A 108.5
C2 C3 H3B 108.5
C4 C3 H3B 108.5
H3A C3 H3B 107.5
C24 C4 C23 107.00(17)
C24 C4 C3 106.26(17)
C23 C4 C3 112.07(18)
C24 C4 C5 109.06(17)
C23 C4 C5 114.34(16)
C3 C4 C5 107.78(15)
C6 C5 C10 110.58(16)
C6 C5 C4 114.12(15)
C10 C5 C4 116.90(17)
C6 C5 H5A 104.6
C10 C5 H5A 104.6
C4 C5 H5A 104.6
C5 C6 C7 110.40(16)
C5 C6 H6A 109.6
C7 C6 H6A 109.6
C5 C6 H6B 109.6
C7 C6 H6B 109.6
H6A C6 H6B 108.1
C6 C7 C8 113.84(17)
C6 C7 H7A 108.8
C8 C7 H7A 108.8
C6 C7 H7B 108.8
C8 C7 H7B 108.8
H7A C7 H7B 107.7
C7 C8 C26 107.51(16)
C7 C8 C9 109.28(15)
C26 C8 C9 111.76(17)
C7 C8 C14 109.80(16)
C26 C8 C14 109.95(15)
C9 C8 C14 108.54(15)
C11 C9 C8 110.63(15)
C11 C9 C10 114.52(15)
C8 C9 C10 116.32(15)
C11 C9 H9A 104.6
C8 C9 H9A 104.6
C10 C9 H9A 104.6
C25 C10 C1 107.52(16)
C25 C10 C5 114.72(16)
C1 C10 C5 108.26(15)
C25 C10 C9 112.79(15)
C1 C10 C9 107.14(14)
C5 C10 C9 106.10(15)
C12 C11 C9 111.96(16)
C12 C11 H11A 109.2
C9 C11 H11A 109.2
C12 C11 H11B 109.2
C9 C11 H11B 109.2
H11A C11 H11B 107.9
C11 C12 C13 112.59(16)
C11 C12 H12A 109.1
C13 C12 H12A 109.1
C11 C12 H12B 109.1
C13 C12 H12B 109.1
H12A C12 H12B 107.8
C12 C13 C18 111.19(16)
C12 C13 C14 110.77(15)
C18 C13 C14 112.64(16)
C12 C13 H13A 107.3
C18 C13 H13A 107.3
C14 C13 H13A 107.3
C27 C14 C15 106.56(17)
C27 C14 C13 110.48(16)
C15 C14 C13 107.94(15)
C27 C14 C8 111.15(15)
C15 C14 C8 111.24(15)
C13 C14 C8 109.40(15)
C16 C15 C14 113.33(17)
C16 C15 H15A 108.9
C14 C15 H15A 108.9
C16 C15 H15B 108.9
C14 C15 H15B 108.9
H15A C15 H15B 107.7
C17 C16 C15 112.73(18)
C17 C16 H16A 109.0
C15 C16 H16A 109.0
C17 C16 H16B 109.0
C15 C16 H16B 109.0
H16A C16 H16B 107.8
C16 C17 C28 113.37(18)
C16 C17 C22 111.03(18)
C28 C17 C22 109.59(17)
C16 C17 C18 113.89(16)
C28 C17 C18 100.15(17)
C22 C17 C18 108.21(17)
C19 C18 C13 114.15(16)
C19 C18 C17 98.27(15)
C13 C18 C17 113.95(16)
C19 C18 H18A 110.0
C13 C18 H18A 110.0
C17 C18 H18A 110.0
O1 C19 C18 103.96(16)
O1 C19 C20 109.15(15)
C18 C19 C20 113.24(16)
O1 C19 H19A 110.1
C18 C19 H19A 110.1
C20 C19 H19A 110.1
C30 C20 C29 108.75(19)
C30 C20 C21 109.74(18)
C29 C20 C21 110.73(19)
C30 C20 C19 108.86(17)
C29 C20 C19 110.58(16)
C21 C20 C19 108.14(17)
C22 C21 C20 113.30(17)
C22 C21 H21A 108.9
C20 C21 H21A 108.9
C22 C21 H21B 108.9
C20 C21 H21B 108.9
H21A C21 H21B 107.7
C21 C22 C17 112.60(18)
C21 C22 H22A 109.1
C17 C22 H22A 109.1
C21 C22 H22B 109.1
C17 C22 H22B 109.1
H22A C22 H22B 107.8
C4 C23 H23A 109.5
C4 C23 H23B 109.5
H23A C23 H23B 109.5
C4 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
C4 C24 H24A 109.5
C4 C24 H24B 109.5
H24A C24 H24B 109.5
C4 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
C10 C25 H25A 109.5
C10 C25 H25B 109.5
H25A C25 H25B 109.5
C10 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C8 C26 H26A 109.5
C8 C26 H26B 109.5
H26A C26 H26B 109.5
C8 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
C14 C27 H27A 109.5
C14 C27 H27B 109.5
H27A C27 H27B 109.5
C14 C27 H27C 109.5
H27A C27 H27C 109.5
H27B C27 H27C 109.5
O1 C28 C17 106.73(17)
O1 C28 H28A 110.4
C17 C28 H28A 110.4
O1 C28 H28B 110.4
C17 C28 H28B 110.4
H28A C28 H28B 108.6
C20 C29 H29A 109.5
C20 C29 H29B 109.5
H29A C29 H29B 109.5
C20 C29 H29C 109.5
H29A C29 H29C 109.5
H29B C29 H29C 109.5
C20 C30 H30A 109.5
C20 C30 H30B 109.5
H30A C30 H30B 109.5
C20 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
O4 C31 O3 106.61(16)
O4 C31 C33 113.90(18)
O3 C31 C33 108.94(16)
O4 C31 C32 107.71(17)
O3 C31 C32 109.01(18)
C33 C31 C32 110.50(17)
F3 C32 F1 107.47(19)
F3 C32 F2 108.0(2)
F1 C32 F2 107.2(2)
F3 C32 C31 110.2(2)
F1 C32 C31 112.96(19)
F2 C32 C31 110.82(18)
C38 C33 C34 120.30(19)
C38 C33 C31 119.70(18)
C34 C33 C31 119.95(19)
C35 C34 C33 119.7(2)
C35 C34 H34A 120.1
C33 C34 H34A 120.1
C34 C35 C36 120.3(2)
C34 C35 H35A 119.9
C36 C35 H35A 119.9
C37 C36 C35 119.8(2)
C37 C36 H36A 120.1
C35 C36 H36A 120.1
C36 C37 C38 120.1(2)
C36 C37 H37A 120.0
C38 C37 H37A 120.0
C33 C38 C37 119.8(2)
C33 C38 H38A 120.1
C37 C38 H38A 120.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C32 1.336(3)
F2 C32 1.341(3)
F3 C32 1.336(3)
O1 C28 1.436(3)
O1 C19 1.451(2)
O2 C2 1.428(2)
O2 O3 1.468(2)
O3 C31 1.431(3)
O4 C31 1.414(2)
O4 C2 1.454(2)
C1 C2 1.528(3)
C1 C10 1.555(3)
C1 H1A 0.9900
C1 H1B 0.9900
C2 C3 1.511(3)
C3 C4 1.543(3)
C3 H3A 0.9900
C3 H3B 0.9900
C4 C24 1.540(3)
C4 C23 1.542(3)
C4 C5 1.563(3)
C5 C6 1.531(3)
C5 C10 1.560(3)
C5 H5A 1.0000
C6 C7 1.532(3)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.545(3)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C26 1.553(3)
C8 C9 1.571(3)
C8 C14 1.596(3)
C9 C11 1.537(3)
C9 C10 1.581(3)
C9 H9A 1.0000
C10 C25 1.551(3)
C11 C12 1.537(3)
C11 H11A 0.9900
C11 H11B 0.9900
C12 C13 1.537(3)
C12 H12A 0.9900
C12 H12B 0.9900
C13 C18 1.544(2)
C13 C14 1.556(3)
C13 H13A 1.0000
C14 C27 1.551(3)
C14 C15 1.552(3)
C15 C16 1.530(3)
C15 H15A 0.9900
C15 H15B 0.9900
C16 C17 1.524(3)
C16 H16A 0.9900
C16 H16B 0.9900
C17 C28 1.535(3)
C17 C22 1.545(3)
C17 C18 1.552(3)
C18 C19 1.528(3)
C18 H18A 1.0000
C19 C20 1.548(3)
C19 H19A 1.0000
C20 C30 1.526(3)
C20 C29 1.540(3)
C20 C21 1.546(3)
C21 C22 1.533(3)
C21 H21A 0.9900
C21 H21B 0.9900
C22 H22A 0.9900
C22 H22B 0.9900
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
C26 H26A 0.9800
C26 H26B 0.9800
C26 H26C 0.9800
C27 H27A 0.9800
C27 H27B 0.9800
C27 H27C 0.9800
C28 H28A 0.9900
C28 H28B 0.9900
C29 H29A 0.9800
C29 H29B 0.9800
C29 H29C 0.9800
C30 H30A 0.9800
C30 H30B 0.9800
C30 H30C 0.9800
C31 C33 1.513(3)
C31 C32 1.543(3)
C33 C38 1.383(3)
C33 C34 1.394(3)
C34 C35 1.386(3)
C34 H34A 0.9500
C35 C36 1.389(3)
C35 H35A 0.9500
C36 C37 1.389(3)
C36 H36A 0.9500
C37 C38 1.394(3)
C37 H37A 0.9500
C38 H38A 0.9500
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
C2 O2 O3 C31 -44.36(18)
O3 O2 C2 O4 44.49(17)
O3 O2 C2 C3 -73.08(18)
O3 O2 C2 C1 158.87(15)
C31 O4 C2 O2 -28.71(19)
C31 O4 C2 C3 91.38(19)
C31 O4 C2 C1 -143.94(17)
C10 C1 C2 O2 77.8(2)
C10 C1 C2 O4 -171.99(16)
C10 C1 C2 C3 -49.9(2)
O2 C2 C3 C4 -74.7(2)
O4 C2 C3 C4 172.31(15)
C1 C2 C3 C4 51.0(2)
C2 C3 C4 C24 -167.09(16)
C2 C3 C4 C23 76.4(2)
C2 C3 C4 C5 -50.3(2)
C24 C4 C5 C6 -60.8(2)
C23 C4 C5 C6 58.9(2)
C3 C4 C5 C6 -175.76(17)
C24 C4 C5 C10 167.99(16)
C23 C4 C5 C10 -72.3(2)
C3 C4 C5 C10 53.0(2)
C10 C5 C6 C7 -63.5(2)
C4 C5 C6 C7 162.32(18)
C5 C6 C7 C8 57.4(2)
C6 C7 C8 C26 72.9(2)
C6 C7 C8 C9 -48.5(2)
C6 C7 C8 C14 -167.47(16)
C7 C8 C9 C11 -178.26(15)
C26 C8 C9 C11 62.9(2)
C14 C8 C9 C11 -58.5(2)
C7 C8 C9 C10 48.8(2)
C26 C8 C9 C10 -70.0(2)
C14 C8 C9 C10 168.53(15)
C2 C1 C10 C25 -75.6(2)
C2 C1 C10 C5 48.8(2)
C2 C1 C10 C9 162.86(16)
C6 C5 C10 C25 -65.4(2)
C4 C5 C10 C25 67.4(2)
C6 C5 C10 C1 174.52(16)
C4 C5 C10 C1 -52.7(2)
C6 C5 C10 C9 59.80(19)
C4 C5 C10 C9 -167.37(16)
C11 C9 C10 C25 -59.0(2)
C8 C9 C10 C25 72.1(2)
C11 C9 C10 C1 59.1(2)
C8 C9 C10 C1 -169.77(16)
C11 C9 C10 C5 174.58(16)
C8 C9 C10 C5 -54.3(2)
C8 C9 C11 C12 56.0(2)
C10 C9 C11 C12 -170.18(16)
C9 C11 C12 C13 -54.1(2)
C11 C12 C13 C18 -178.75(16)
C11 C12 C13 C14 55.2(2)
C12 C13 C14 C27 64.7(2)
C18 C13 C14 C27 -60.5(2)
C12 C13 C14 C15 -179.10(16)
C18 C13 C14 C15 55.7(2)
C12 C13 C14 C8 -57.9(2)
C18 C13 C14 C8 176.84(15)
C7 C8 C14 C27 56.7(2)
C26 C8 C14 C27 174.74(17)
C9 C8 C14 C27 -62.7(2)
C7 C8 C14 C15 -61.9(2)
C26 C8 C14 C15 56.2(2)
C9 C8 C14 C15 178.70(16)
C7 C8 C14 C13 178.93(15)
C26 C8 C14 C13 -63.0(2)
C9 C8 C14 C13 59.54(19)
C27 C14 C15 C16 60.3(2)
C13 C14 C15 C16 -58.4(2)
C8 C14 C15 C16 -178.39(17)
C14 C15 C16 C17 54.5(2)
C15 C16 C17 C28 67.8(2)
C15 C16 C17 C22 -168.30(19)
C15 C16 C17 C18 -45.9(2)
C12 C13 C18 C19 73.0(2)
C14 C13 C18 C19 -161.96(16)
C12 C13 C18 C17 -175.15(16)
C14 C13 C18 C17 -50.1(2)
C16 C17 C18 C19 165.46(17)
C28 C17 C18 C19 44.13(17)
C22 C17 C18 C19 -70.55(19)
C16 C17 C18 C13 44.3(2)
C28 C17 C18 C13 -77.00(19)
C22 C17 C18 C13 168.32(16)
C28 O1 C19 C18 27.67(19)
C28 O1 C19 C20 -93.44(19)
C13 C18 C19 O1 76.17(19)
C17 C18 C19 O1 -44.81(17)
C13 C18 C19 C20 -165.50(16)
C17 C18 C19 C20 73.52(19)
O1 C19 C20 C30 -64.8(2)
C18 C19 C20 C30 179.90(18)
O1 C19 C20 C29 175.76(18)
C18 C19 C20 C29 60.5(2)
O1 C19 C20 C21 54.4(2)
C18 C19 C20 C21 -60.9(2)
C30 C20 C21 C22 161.3(2)
C29 C20 C21 C22 -78.6(2)
C19 C20 C21 C22 42.7(2)
C20 C21 C22 C17 -45.7(3)
C16 C17 C22 C21 -172.63(19)
C28 C17 C22 C21 -46.6(3)
C18 C17 C22 C21 61.7(2)
C19 O1 C28 C17 1.8(2)
C16 C17 C28 O1 -151.42(17)
C22 C17 C28 O1 83.9(2)
C18 C17 C28 O1 -29.71(19)
C2 O4 C31 O3 0.8(2)
C2 O4 C31 C33 -119.41(18)
C2 O4 C31 C32 117.66(18)
O2 O3 C31 O4 26.7(2)
O2 O3 C31 C33 149.98(16)
O2 O3 C31 C32 -89.36(18)
O4 C31 C32 F3 60.8(2)
O3 C31 C32 F3 176.14(17)
C33 C31 C32 F3 -64.2(2)
O4 C31 C32 F1 -59.4(2)
O3 C31 C32 F1 55.9(2)
C33 C31 C32 F1 175.61(18)
O4 C31 C32 F2 -179.64(18)
O3 C31 C32 F2 -64.3(2)
C33 C31 C32 F2 55.4(2)
O4 C31 C33 C38 -33.2(3)
O3 C31 C33 C38 -152.03(19)
C32 C31 C33 C38 88.2(2)
O4 C31 C33 C34 149.4(2)
O3 C31 C33 C34 30.6(3)
C32 C31 C33 C34 -89.2(2)
C38 C33 C34 C35 2.0(3)
C31 C33 C34 C35 179.4(2)
C33 C34 C35 C36 -0.5(4)
C34 C35 C36 C37 -1.7(4)
C35 C36 C37 C38 2.4(4)
C34 C33 C38 C37 -1.3(3)
C31 C33 C38 C37 -178.7(2)
C36 C37 C38 C33 -0.9(3)
