#------------------------------------------------------------------------------
#$Date: 2023-09-05 22:20:35 +0300 (Tue, 05 Sep 2023) $
#$Revision: 286068 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/94/1569490.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_1569490
loop_
_publ_author_name
'Guo, Shen-Yi'
'Zhang, Zhuo-Ang'
'Tong, Shuo'
'Guo, Qing-Hui'
'Hua, Ruimao'
'Wang, Mei-Xiang'
_publ_section_title
;
 Tetrahomo corona[4]arene-based spirophanes: synthesis, structure, and
 properties.
;
_journal_issue                   31
_journal_name_full               'Chemical science'
_journal_page_first              8393
_journal_page_last               8400
_journal_paper_doi               10.1039/d3sc02417b
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C32 H24 F4 O8'
_chemical_formula_sum            'C32 H24 F4 O8'
_chemical_formula_weight         612.51
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-03-27
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-05-08 deposited with the CCDC.	2023-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                104.2800(10)
_cell_angle_beta                 105.1950(10)
_cell_angle_gamma                98.3680(10)
_cell_formula_units_Z            2
_cell_length_a                   10.04050(10)
_cell_length_b                   11.2749(2)
_cell_length_c                   12.9240(2)
_cell_measurement_reflns_used    20162
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      77.4520
_cell_measurement_theta_min      4.1160
_cell_volume                     1333.29(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.55a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00 -32.00   0.50    0.05    -- -104.00  77.00  30.00  142
  2  ω    -64.00 -32.00   0.50    0.05    -- -104.00  57.00   0.00   64
  3  ω    -28.00  26.00   0.50    0.05    --  -48.14  24.00 -49.00  108
  4  ω    -41.00  24.00   0.50    0.05    --  -48.14  38.00  90.00  130
  5  ω    -24.00  26.00   0.50    0.05    --  -48.14  19.00 150.00  100
  6  ω     27.00  75.00   0.50    0.05    --   48.14  77.00  60.00   96
  7  ω     38.00 123.00   0.50    0.05    --   48.14  24.00 -49.00  170
  8  ω     38.00 120.00   0.50    0.05    --   48.14  38.00-180.00  164
  9  ω     35.00  68.00   0.50    0.05    --  106.93 -57.00-180.00   66
 10  ω     35.00 107.00   0.50    0.05    --  106.93 -77.00-180.00  144
 11  ω     35.00  68.00   0.50    0.05    --  106.93 -57.00-120.00   66
 12  ω    -23.00  70.00   0.50    0.05    --   48.14 -77.00 120.00  186
 13  ω    -25.00  32.00   0.50    0.05    --   48.14 -24.00 145.00  114
 14  ω     35.00 106.00   0.50    0.05    --  106.93 -99.00  60.00  142
 15  ω     35.00 106.00   0.50    0.05    --  106.93 -99.00 120.00  142
 16  ω     35.00 111.00   0.50    0.05    --  106.93-125.00 120.00  152
 17  ω     35.00 111.00   0.50    0.05    --  106.93-125.00  30.00  152
 18  ω     19.00  95.00   0.50    0.05    --   48.14-125.00   0.00  152
 19  ω     35.00 106.00   0.50    0.05    --  106.93 -99.00-180.00  142
 20  ω     97.00 178.00   0.50    0.05    --  106.93  24.00 -49.00  162
 21  ω     96.00 178.00   0.50    0.05    --  106.93  38.00-120.00  164
 22  ω     96.00 178.00   0.50    0.05    --  106.93  38.00-180.00  164
 23  ω   -120.00 -26.00   0.50    0.05    --  -48.14 -77.00-120.00  188
 24  ω   -120.00 -26.00   0.50    0.05    --  -48.14 -77.00 -30.00  188
 25  ω   -120.00 -26.00   0.50    0.05    --  -48.14 -77.00  60.00  188
 26  ω   -120.00 -26.00   0.50    0.05    --  -48.14 -77.00 150.00  188
 27  ω   -122.00 -38.00   0.50    0.05    --  -48.14 -24.00 145.00  168
 28  ω   -175.00 -83.00   0.50    0.05    -- -104.00 -76.00  35.55  184
 29  ω   -175.00 -93.00   0.50    0.05    -- -104.00 -38.00 120.00  164
 30  ω   -175.00 -94.00   0.50    0.05    -- -104.00 -24.00 145.00  162
 31  ω   -175.00 -91.00   0.50    0.05    -- -104.00 -53.00-115.46  168
 32  ω   -175.00 -92.00   0.50    0.05    -- -104.00 -49.00-106.48  166
 33  ω   -109.00 -32.00   0.50    0.05    -- -104.00 115.00-122.93  154
 34  ω   -111.00 -32.00   0.50    0.05    -- -104.00 125.00 -90.00  158
 35  ω   -111.00 -32.00   0.50    0.05    -- -104.00 125.00  30.00  158
 36  ω   -127.00 -32.00   0.50    0.05    -- -104.00 146.00  69.56  190
 37  ω   -127.00 -32.00   0.50    0.05    -- -104.00 146.00 134.45  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1591648000
_diffrn_orient_matrix_UB_12      0.0553733000
_diffrn_orient_matrix_UB_13      0.0273335000
_diffrn_orient_matrix_UB_21      -0.0261966000
_diffrn_orient_matrix_UB_22      0.1336785000
_diffrn_orient_matrix_UB_23      0.0306758000
_diffrn_orient_matrix_UB_31      0.0245787000
_diffrn_orient_matrix_UB_32      -0.0002333000
_diffrn_orient_matrix_UB_33      0.1227168000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_unetI/netI     0.0128
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            25157
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.791
_diffrn_reflns_theta_min         3.713
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.098
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59437
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.55a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         5461
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0384
_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)+(0.0533P)²+0.5182P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1025
_refine_ls_wR_factor_ref         0.1035
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5189
_reflns_number_total             5461
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc02417b2.cif
_cod_data_source_block           htc4_4f_2co2me_auto
_cod_depositor_comments
'Adding full bibliography for 1569486--1569506.cif.'
_cod_database_code               1569490
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O F'
_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.
;
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C3(H3A,H3B), C10(H10A,H10B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C27(H27), C22(H22), C8(H8), C19(H19), C21(H21), C7(H7), C6(H6),
 C5(H5), C20(H20)
2.c Idealised Me refined as rotating group:
 C43(H43A,H43B,H43C), C39(H39A,H39B,H39C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.821
_oxdiff_exptl_absorpt_empirical_full_min 0.478
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F35 F 0.65647(8) 0.46661(7) 0.15370(7) 0.03190(18) Uani 1 1 d . . . . .
F36 F 0.33164(9) -0.00066(7) 0.04802(7) 0.0359(2) Uani 1 1 d . . . . .
F33 F 0.21909(8) 0.17109(8) -0.02601(7) 0.0359(2) Uani 1 1 d . . . . .
F34 F 0.77313(8) 0.29080(8) 0.22169(7) 0.0362(2) Uani 1 1 d . . . . .
O25 O 0.32392(9) 0.46408(8) 0.27510(8) 0.0257(2) Uani 1 1 d . . . . .
O42 O 0.82647(9) 0.38066(8) 0.59065(7) 0.0269(2) Uani 1 1 d . . . . .
O2 O 0.61983(9) 0.15488(8) 0.46875(8) 0.0264(2) Uani 1 1 d . . . . .
O16 O 0.38220(10) 0.42387(9) 0.03508(8) 0.0296(2) Uani 1 1 d . . . . .
O38 O 0.12704(10) 0.12072(10) 0.28254(9) 0.0368(2) Uani 1 1 d . . . . .
O44 O 0.82868(10) 0.53246(10) 0.50682(9) 0.0377(2) Uani 1 1 d . . . . .
O11 O 0.62862(10) 0.05589(9) 0.17674(9) 0.0334(2) Uani 1 1 d . . . . .
O40 O 0.11056(11) 0.25989(11) 0.18684(10) 0.0459(3) Uani 1 1 d . . . . .
C30 C 0.33303(12) 0.27404(11) 0.32176(10) 0.0220(2) Uani 1 1 d . . . . .
C26 C 0.40242(13) 0.39445(11) 0.32734(10) 0.0219(2) Uani 1 1 d . . . . .
C37 C 0.18011(13) 0.22096(12) 0.25623(10) 0.0247(3) Uani 1 1 d . . . . .
C1 C 0.55623(13) 0.24159(11) 0.42911(10) 0.0224(2) Uani 1 1 d . . . . .
C14 C 0.57528(13) 0.35045(12) 0.12475(10) 0.0252(3) Uani 1 1 d . . . . .
C29 C 0.41135(13) 0.20081(11) 0.37332(10) 0.0233(2) Uani 1 1 d . . . . .
H29 H 0.364387 0.120006 0.370413 0.028 Uiso 1 1 calc R U . . .
C13 C 0.63577(13) 0.26010(12) 0.16060(11) 0.0268(3) Uani 1 1 d . . . . .
C41 C 0.77096(13) 0.43418(12) 0.51390(10) 0.0248(3) Uani 1 1 d . . . . .
C28 C 0.62330(12) 0.36509(11) 0.44128(10) 0.0224(2) Uani 1 1 d . . . . .
C27 C 0.54496(13) 0.43838(11) 0.38856(10) 0.0225(2) Uani 1 1 d . . . . .
H27 H 0.590710 0.520917 0.394815 0.027 Uiso 1 1 calc R U . . .
C15 C 0.43207(13) 0.32752(12) 0.06466(10) 0.0251(3) Uani 1 1 d . . . . .
C18 C 0.23012(13) 0.56410(12) 0.07903(11) 0.0262(3) Uani 1 1 d . . . . .
C24 C 0.39930(13) 0.58046(11) 0.27024(10) 0.0245(3) Uani 1 1 d . . . . .
H24A H 0.480194 0.565977 0.242291 0.029 Uiso 1 1 calc R U . . .
H24B H 0.436718 0.641745 0.346268 0.029 Uiso 1 1 calc R U . . .
C23 C 0.29944(13) 0.63153(12) 0.19252(11) 0.0246(3) Uani 1 1 d . . . . .
C31 C 0.41590(14) 0.11417(12) 0.07603(11) 0.0280(3) Uani 1 1 d . . . . .
C4 C 0.74015(13) -0.00559(12) 0.40123(11) 0.0268(3) Uani 1 1 d . . . . .
C32 C 0.35540(13) 0.20519(12) 0.03863(10) 0.0271(3) Uani 1 1 d . . . . .
C22 C 0.28092(14) 0.75183(13) 0.23469(12) 0.0295(3) Uani 1 1 d . . . . .
H22 H 0.326770 0.796996 0.311649 0.035 Uiso 1 1 calc R U . . .
C3 C 0.74742(13) 0.13337(12) 0.44209(12) 0.0289(3) Uani 1 1 d . . . . .
H3A H 0.830770 0.173089 0.509782 0.035 Uiso 1 1 calc R U . . .
H3B H 0.758714 0.172340 0.383236 0.035 Uiso 1 1 calc R U . . .
C12 C 0.55770(14) 0.13886(12) 0.13861(11) 0.0273(3) Uani 1 1 d . . . . .
C8 C 0.66713(14) -0.20695(12) 0.25950(12) 0.0307(3) Uani 1 1 d . . . . .
H8 H 0.613910 -0.258682 0.185734 0.037 Uiso 1 1 calc R U . . .
C10 C 0.55268(14) -0.03637(12) 0.21410(11) 0.0286(3) Uani 1 1 d . . . . .
H10A H 0.493716 -0.107939 0.148552 0.034 Uiso 1 1 calc R U . . .
H10B H 0.489415 0.001866 0.252844 0.034 Uiso 1 1 calc R U . . .
C9 C 0.65724(13) -0.08199(12) 0.29299(11) 0.0266(3) Uani 1 1 d . . . . .
C19 C 0.14633(14) 0.62135(14) 0.01107(12) 0.0322(3) Uani 1 1 d . . . . .
H19 H 0.099900 0.576803 -0.065960 0.039 Uiso 1 1 calc R U . . .
C43 C 0.96293(14) 0.45005(14) 0.67073(12) 0.0334(3) Uani 1 1 d . . . . .
H43A H 1.031470 0.462847 0.630499 0.050 Uiso 1 1 calc R U . . .
H43B H 0.995900 0.402444 0.722624 0.050 Uiso 1 1 calc R U . . .
H43C H 0.953581 0.531719 0.713150 0.050 Uiso 1 1 calc R U . . .
C17 C 0.23643(13) 0.42990(12) 0.03016(11) 0.0279(3) Uani 1 1 d . . . . .
H17A H 0.202458 0.377275 0.073146 0.033 Uiso 1 1 calc R U . . .
H17B H 0.174337 0.397171 -0.048804 0.033 Uiso 1 1 calc R U . . .
C21 C 0.19590(15) 0.80708(13) 0.16548(13) 0.0346(3) Uani 1 1 d . . . . .
H21 H 0.183833 0.889262 0.195267 0.042 Uiso 1 1 calc R U . . .
C7 C 0.75350(15) -0.25715(13) 0.33215(13) 0.0344(3) Uani 1 1 d . . . . .
H7 H 0.759676 -0.342234 0.307498 0.041 Uiso 1 1 calc R U . . .
C6 C 0.82997(15) -0.18403(13) 0.43955(13) 0.0353(3) Uani 1 1 d . . . . .
H6 H 0.886232 -0.218988 0.490285 0.042 Uiso 1 1 calc R U . . .
C5 C 0.82416(14) -0.05808(13) 0.47330(12) 0.0320(3) Uani 1 1 d . . . . .
H5 H 0.878661 -0.007053 0.547003 0.038 Uiso 1 1 calc R U . . .
C20 C 0.12926(15) 0.74175(14) 0.05336(13) 0.0362(3) Uani 1 1 d . . . . .
H20 H 0.072082 0.779177 0.005555 0.043 Uiso 1 1 calc R U . . .
C39 C -0.01948(15) 0.06141(16) 0.22041(17) 0.0485(4) Uani 1 1 d . . . . .
H39A H -0.031100 0.036142 0.139800 0.073 Uiso 1 1 calc R U . . .
H39B H -0.079028 0.120723 0.236407 0.073 Uiso 1 1 calc R U . . .
H39C H -0.047740 -0.012886 0.242873 0.073 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'
F F 0.0727 0.0534 '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'
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
C26 O25 C24 117.03(9) . . ?
C41 O42 C43 115.53(10) . . ?
C1 O2 C3 117.45(10) . . ?
C15 O16 C17 118.19(10) . . ?
C37 O38 C39 115.28(11) . . ?
C12 O11 C10 117.62(10) . . ?
C26 C30 C37 121.54(11) . . ?
C29 C30 C26 118.77(11) . . ?
C29 C30 C37 119.58(11) . . ?
O25 C26 C30 117.79(10) . . ?
O25 C26 C27 123.15(11) . . ?
C27 C26 C30 119.02(11) . . ?
O38 C37 C30 111.75(10) . . ?
O40 C37 O38 122.41(12) . . ?
O40 C37 C30 125.83(12) . . ?
O2 C1 C29 115.17(11) . . ?
O2 C1 C28 126.14(11) . . ?
C29 C1 C28 118.68(11) . . ?
F35 C14 C13 118.28(11) . . ?
F35 C14 C15 119.21(11) . . ?
C13 C14 C15 122.44(12) . . ?
C30 C29 C1 122.36(11) . . ?
C30 C29 H29 118.8 . . ?
C1 C29 H29 118.8 . . ?
F34 C13 C14 118.89(11) . . ?
F34 C13 C12 119.08(11) . . ?
C14 C13 C12 122.00(12) . . ?
O42 C41 C28 113.03(11) . . ?
O44 C41 O42 123.98(11) . . ?
O44 C41 C28 122.84(11) . . ?
C1 C28 C41 127.05(11) . . ?
C27 C28 C1 118.79(11) . . ?
C27 C28 C41 113.97(11) . . ?
C26 C27 C28 122.09(11) . . ?
C26 C27 H27 119.0 . . ?
C28 C27 H27 119.0 . . ?
O16 C15 C14 117.80(11) . . ?
O16 C15 C32 126.58(12) . . ?
C32 C15 C14 115.60(11) . . ?
C23 C18 C17 122.25(11) . . ?
C19 C18 C23 118.67(12) . . ?
C19 C18 C17 118.98(12) . . ?
O25 C24 H24A 109.9 . . ?
O25 C24 H24B 109.9 . . ?
O25 C24 C23 108.94(9) . . ?
H24A C24 H24B 108.3 . . ?
C23 C24 H24A 109.9 . . ?
C23 C24 H24B 109.9 . . ?
C18 C23 C24 122.32(11) . . ?
C22 C23 C18 119.55(11) . . ?
C22 C23 C24 118.08(11) . . ?
F36 C31 C32 117.23(12) . . ?
F36 C31 C12 120.81(12) . . ?
C32 C31 C12 121.95(12) . . ?
C9 C4 C3 122.98(11) . . ?
C5 C4 C3 117.75(12) . . ?
C5 C4 C9 119.23(12) . . ?
F33 C32 C15 120.24(12) . . ?
F33 C32 C31 117.78(11) . . ?
C31 C32 C15 121.97(12) . . ?
C23 C22 H22 119.6 . . ?
C23 C22 C21 120.88(13) . . ?
C21 C22 H22 119.6 . . ?
O2 C3 C4 110.45(10) . . ?
O2 C3 H3A 109.6 . . ?
O2 C3 H3B 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
O11 C12 C13 117.22(11) . . ?
O11 C12 C31 126.79(12) . . ?
C31 C12 C13 115.94(12) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.16(13) . . ?
O11 C10 H10A 109.8 . . ?
O11 C10 H10B 109.8 . . ?
O11 C10 C9 109.33(10) . . ?
H10A C10 H10B 108.3 . . ?
C9 C10 H10A 109.8 . . ?
C9 C10 H10B 109.8 . . ?
C4 C9 C10 122.66(11) . . ?
C8 C9 C4 118.71(12) . . ?
C8 C9 C10 118.56(12) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.51(13) . . ?
C20 C19 H19 119.2 . . ?
O42 C43 H43A 109.5 . . ?
O42 C43 H43B 109.5 . . ?
O42 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O16 C17 C18 109.45(10) . . ?
O16 C17 H17A 109.8 . . ?
O16 C17 H17B 109.8 . . ?
C18 C17 H17A 109.8 . . ?
C18 C17 H17B 109.8 . . ?
H17A C17 H17B 108.2 . . ?
C22 C21 H21 120.1 . . ?
C20 C21 C22 119.73(13) . . ?
C20 C21 H21 120.1 . . ?
C8 C7 H7 119.9 . . ?
C6 C7 C8 120.17(12) . . ?
C6 C7 H7 119.9 . . ?
C7 C6 H6 120.3 . . ?
C7 C6 C5 119.34(13) . . ?
C5 C6 H6 120.3 . . ?
C4 C5 C6 121.31(13) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.65(12) . . ?
C21 C20 H20 120.2 . . ?
O38 C39 H39A 109.5 . . ?
O38 C39 H39B 109.5 . . ?
O38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
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
F35 C14 1.3445(14) . ?
F36 C31 1.3462(15) . ?
F33 C32 1.3446(15) . ?
F34 C13 1.3419(15) . ?
O25 C26 1.3624(14) . ?
O25 C24 1.4405(14) . ?
O42 C41 1.3275(15) . ?
O42 C43 1.4511(15) . ?
O2 C1 1.3723(14) . ?
O2 C3 1.4490(15) . ?
O16 C15 1.3564(15) . ?
O16 C17 1.4605(15) . ?
O38 C37 1.3365(16) . ?
O38 C39 1.4442(17) . ?
O44 C41 1.2095(16) . ?
O11 C12 1.3647(15) . ?
O11 C10 1.4514(15) . ?
O40 C37 1.1999(16) . ?
C30 C26 1.4084(17) . ?
C30 C37 1.4945(16) . ?
C30 C29 1.3892(16) . ?
C26 C27 1.3880(17) . ?
C1 C29 1.3926(17) . ?
C1 C28 1.4074(17) . ?
C14 C13 1.3735(18) . ?
C14 C15 1.3946(18) . ?
C29 H29 0.9500 . ?
C13 C12 1.3941(18) . ?
C41 C28 1.5032(16) . ?
C28 C27 1.3970(16) . ?
C27 H27 0.9500 . ?
C15 C32 1.3908(18) . ?
C18 C23 1.4052(18) . ?
C18 C19 1.3951(18) . ?
C18 C17 1.5066(18) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C23 1.5070(16) . ?
C23 C22 1.3904(18) . ?
C31 C32 1.3885(19) . ?
C31 C12 1.3888(19) . ?
C4 C3 1.5091(17) . ?
C4 C9 1.4066(18) . ?
C4 C5 1.3909(18) . ?
C22 H22 0.9500 . ?
C22 C21 1.3951(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C8 H8 0.9500 . ?
C8 C9 1.3945(18) . ?
C8 C7 1.390(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C9 1.5037(18) . ?
C19 H19 0.9500 . ?
C19 C20 1.386(2) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C21 H21 0.9500 . ?
C21 C20 1.383(2) . ?
C7 H7 0.9500 . ?
C7 C6 1.374(2) . ?
C6 H6 0.9500 . ?
C6 C5 1.3936(19) . ?
C5 H5 0.9500 . ?
C20 H20 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 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
_geom_torsion_publ_flag
F35 C14 C13 F34 -0.74(18) . . . . ?
F35 C14 C13 C12 177.10(11) . . . . ?
F35 C14 C15 O16 2.00(17) . . . . ?
F35 C14 C15 C32 -179.62(11) . . . . ?
F36 C31 C32 F33 -2.38(18) . . . . ?
F36 C31 C32 C15 178.68(11) . . . . ?
F36 C31 C12 O11 1.2(2) . . . . ?
F36 C31 C12 C13 178.60(11) . . . . ?
F34 C13 C12 O11 -3.05(18) . . . . ?
F34 C13 C12 C31 179.28(11) . . . . ?
O25 C26 C27 C28 -179.91(11) . . . . ?
O25 C24 C23 C18 -59.37(15) . . . . ?
O25 C24 C23 C22 123.33(12) . . . . ?
O42 C41 C28 C1 -16.08(18) . . . . ?
O42 C41 C28 C27 158.79(10) . . . . ?
O2 C1 C29 C30 -175.66(11) . . . . ?
O2 C1 C28 C41 -10.0(2) . . . . ?
O2 C1 C28 C27 175.34(11) . . . . ?
O16 C15 C32 F33 3.0(2) . . . . ?
O16 C15 C32 C31 -178.05(12) . . . . ?
O44 C41 C28 C1 168.19(13) . . . . ?
O44 C41 C28 C27 -16.94(18) . . . . ?
O11 C10 C9 C4 69.51(15) . . . . ?
O11 C10 C9 C8 -113.80(13) . . . . ?
C30 C26 C27 C28 2.53(18) . . . . ?
C26 O25 C24 C23 170.02(10) . . . . ?
C26 C30 C37 O38 -165.42(11) . . . . ?
C26 C30 C37 O40 15.5(2) . . . . ?
C26 C30 C29 C1 -0.80(18) . . . . ?
C37 C30 C26 O25 2.95(17) . . . . ?
C37 C30 C26 C27 -179.36(11) . . . . ?
C37 C30 C29 C1 175.58(11) . . . . ?
C1 O2 C3 C4 -133.49(11) . . . . ?
C1 C28 C27 C26 1.83(18) . . . . ?
C14 C13 C12 O11 179.12(11) . . . . ?
C14 C13 C12 C31 1.45(19) . . . . ?
C14 C15 C32 F33 -175.18(11) . . . . ?
C14 C15 C32 C31 3.73(19) . . . . ?
C29 C30 C26 O25 179.26(10) . . . . ?
C29 C30 C26 C27 -3.05(17) . . . . ?
C29 C30 C37 O38 18.30(16) . . . . ?
C29 C30 C37 O40 -160.75(14) . . . . ?
C29 C1 C28 C41 169.07(11) . . . . ?
C29 C1 C28 C27 -5.57(17) . . . . ?
C13 C14 C15 O16 178.72(11) . . . . ?
C13 C14 C15 C32 -2.90(19) . . . . ?
C41 C28 C27 C26 -173.49(11) . . . . ?
C28 C1 C29 C30 5.15(18) . . . . ?
C15 O16 C17 C18 139.06(11) . . . . ?
C15 C14 C13 F34 -177.48(11) . . . . ?
C15 C14 C13 C12 0.4(2) . . . . ?
C18 C23 C22 C21 -0.84(19) . . . . ?
C18 C19 C20 C21 -0.3(2) . . . . ?
C24 O25 C26 C30 -172.90(10) . . . . ?
C24 O25 C26 C27 9.52(16) . . . . ?
C24 C23 C22 C21 176.54(12) . . . . ?
C23 C18 C19 C20 -0.7(2) . . . . ?
C23 C18 C17 O16 -64.35(15) . . . . ?
C23 C22 C21 C20 -0.2(2) . . . . ?
C32 C31 C12 O11 -178.02(12) . . . . ?
C32 C31 C12 C13 -0.61(19) . . . . ?
C22 C21 C20 C19 0.7(2) . . . . ?
C3 O2 C1 C29 130.16(11) . . . . ?
C3 O2 C1 C28 -50.73(16) . . . . ?
C3 C4 C9 C8 174.37(12) . . . . ?
C3 C4 C9 C10 -8.94(19) . . . . ?
C3 C4 C5 C6 -176.15(13) . . . . ?
C12 O11 C10 C9 -157.44(11) . . . . ?
C12 C31 C32 F33 176.85(11) . . . . ?
C12 C31 C32 C15 -2.1(2) . . . . ?
C8 C7 C6 C5 -2.4(2) . . . . ?
C10 O11 C12 C13 145.59(12) . . . . ?
C10 O11 C12 C31 -37.03(19) . . . . ?
C9 C4 C3 O2 75.76(15) . . . . ?
C9 C4 C5 C6 1.3(2) . . . . ?
C9 C8 C7 C6 0.7(2) . . . . ?
C19 C18 C23 C24 -176.03(11) . . . . ?
C19 C18 C23 C22 1.24(18) . . . . ?
C19 C18 C17 O16 119.28(12) . . . . ?
C43 O42 C41 O44 1.81(18) . . . . ?
C43 O42 C41 C28 -173.86(10) . . . . ?
C17 O16 C15 C14 -147.13(11) . . . . ?
C17 O16 C15 C32 34.68(18) . . . . ?
C17 C18 C23 C24 7.60(18) . . . . ?
C17 C18 C23 C22 -175.14(12) . . . . ?
C17 C18 C19 C20 175.81(12) . . . . ?
C7 C8 C9 C4 2.0(2) . . . . ?
C7 C8 C9 C10 -174.83(12) . . . . ?
C7 C6 C5 C4 1.4(2) . . . . ?
C5 C4 C3 O2 -106.85(13) . . . . ?
C5 C4 C9 C8 -2.99(19) . . . . ?
C5 C4 C9 C10 173.70(12) . . . . ?
C39 O38 C37 O40 0.8(2) . . . . ?
C39 O38 C37 C30 -178.26(13) . . . . ?
