#------------------------------------------------------------------------------
#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/75/7127567.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_7127567
loop_
_publ_author_name
'Jiang, Xinhang'
'Li, En'
'Chen, Jiean'
'Huang, Yong'
_publ_section_title
;
 Photo-induced energy transfer relay of N-heterocyclic carbene catalysis:
 an asymmetric α-fluorination/isomerization cascade.
;
_journal_issue                   6
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              729
_journal_page_last               732
_journal_paper_doi               10.1039/d0cc07264h
_journal_volume                  57
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C27 H19 F O2'
_chemical_formula_sum            'C27 H19 F O2'
_chemical_formula_weight         394.42
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-06-02
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2020.05.22 svn.r1d9e7f8d for OlexSys, GUI svn.r6115)
;
_audit_update_record
;
2020-06-03 deposited with the CCDC.	2020-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.545(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.5867(11)
_cell_length_b                   4.3673(4)
_cell_length_c                   16.8442(12)
_cell_measurement_reflns_used    5162
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      74.0150
_cell_measurement_theta_min      2.6280
_cell_volume                     967.45(14)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -16.00   1.00    1.00    --  -39.98 -37.00-120.00   98
  2  ω   -112.00 -12.00   1.00    1.00    --  -39.98 -57.00  30.00  100
  3  ω    -68.00  33.00   1.00    1.00    --  -39.98  57.00-180.00  101
  4  ω   -114.00 -16.00   1.00    1.00    --  -39.98 -37.00  30.00   98
  5  ω   -112.00 -12.00   1.00    1.00    --  -39.98 -57.00 -60.00  100
  6  ω      7.00 116.00   1.00    1.00    --   39.98  77.00  60.00  109
  7  ω     16.00 114.00   1.00    1.00    --   39.98  37.00  60.00   98
  8  ω     23.00  96.00   1.00    1.00    --   39.98-125.00  90.00   73
  9  ω     76.00 178.00   1.00    2.73    --  108.20  77.00   0.00  102
 10  ω     79.00 178.00   1.00    2.73    --  108.20  61.00  30.00   99
 11  ω     76.00 178.00   1.00    2.73    --  108.20  77.00  30.00  102
 12  ω     82.00 178.00   1.00    2.73    --  108.20  45.00 -60.00   96
 13  ω     83.00 117.00   1.00    2.73    --  108.20  45.00  30.00   34
 14  ω     80.00 108.00   1.00    2.73    --  108.20  77.00 -30.00   28
 15  ω     79.00 106.00   1.00    2.73    --  108.20  61.00 -60.00   27
 16  ω    139.00 176.00   1.00    2.73    --  108.20  61.00 -30.00   37
 17  ω     80.00 108.00   1.00    2.73    --  108.20  61.00 -30.00   28
 18  ω     84.00 112.00   1.00    2.73    --  108.20  45.00 -90.00   28
 19  ω     79.00 105.00   1.00    2.73    --  108.20  61.00 -90.00   26
 20  ω     79.00 107.00   1.00    2.73    --  108.20  61.00   0.00   28
 21  ω     72.00 116.00   1.00    2.73    --  108.20-125.00  60.00   44
 22  ω     36.00  61.00   1.00    2.73    --  108.20-125.00  60.00   25
 23  ω     78.00 106.00   1.00    2.73    --  108.20  77.00 -60.00   28
 24  ω    125.00 178.00   1.00    2.73    --  108.20  77.00 -60.00   53
 25  ω     53.00  97.00   1.00    2.73    --  108.20 -94.00  90.00   44
 26  ω     82.00 110.00   1.00    2.73    --  108.20  45.00   0.00   28
 27  ω    131.00 176.00   1.00    2.73    --  108.20  77.00 -90.00   45
 28  ω     83.00 108.00   1.00    2.73    --  108.20  45.00  60.00   25
 29  ω     80.00 108.00   1.00    2.73    --  108.20  30.00   0.00   28
 30  ω     76.00 102.00   1.00    2.73    --  108.20  77.00 -90.00   26
 31  ω     26.00 102.00   1.00    2.73    --  108.20 -94.00   0.00   76
 32  ω     85.00 119.00   1.00    2.73    --  108.20  30.00 -30.00   34
 33  ω     83.00 112.00   1.00    2.73    --  108.20  30.00  30.00   29
 34  ω     77.00 105.00   1.00    2.73    --  108.20  77.00-120.00   28
 35  ω    111.00 171.00   1.00    2.73    --  108.20  77.00-120.00   60
 36  ω     83.00 111.00   1.00    2.73    --  108.20  45.00 -30.00   28
 37  ω     40.00  66.00   1.00    1.00    --   41.23  37.00  30.00   26
 38  ω     25.00  52.00   1.00    1.00    --   41.23  77.00  60.00   27
 39  ω     81.00 106.00   1.00    2.73    --  106.95  45.00 -90.00   25
 40  ω     85.00 111.00   1.00    2.73    --  106.95  30.00 -60.00   26
 41  ω     74.00 100.00   1.00    2.73    --  106.95  77.00 -30.00   26
 42  ω     82.00 108.00   1.00    2.73    --  106.95  45.00  30.00   26
 43  ω     78.00 104.00   1.00    2.73    --  106.95  61.00  30.00   26
 44  ω     79.00 105.00   1.00    2.73    --  106.95  61.00 -30.00   26
 45  ω     74.00 100.00   1.00    2.73    --  106.95  77.00-120.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1061136000
_diffrn_orient_matrix_UB_12      0.0767777000
_diffrn_orient_matrix_UB_13      -0.0118030000
_diffrn_orient_matrix_UB_21      -0.0405488000
_diffrn_orient_matrix_UB_22      -0.0410906000
_diffrn_orient_matrix_UB_23      -0.0933546000
_diffrn_orient_matrix_UB_31      -0.0285197000
_diffrn_orient_matrix_UB_32      0.3418822000
_diffrn_orient_matrix_UB_33      -0.0085175000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3636
_diffrn_reflns_point_group_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.709
_diffrn_reflns_theta_min         2.710
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.733
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62625
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_description       needle
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details
;
 Flack x determined using 1173 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3636
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0973
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1418P)²+2.7019P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2945
_refine_ls_wR_factor_ref         0.2962
_reflns_Friedel_coverage         0.642
_reflns_Friedel_fraction_full    0.881
_reflns_Friedel_fraction_max     0.827
_reflns_number_gt                3445
_reflns_number_total             3636
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc07264h2.cif
_cod_data_source_block           exp_2153
_cod_depositor_comments          'Adding full bibliography for 7127567.cif.'
_cod_database_code               7127567
_shelx_shelxl_version_number     2018/3
_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 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.712(3)
 0.288(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3.a Ternary CH refined with riding coordinates:
 C19(H19)
3.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C7(H7), C8(H8), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.544
_oxdiff_exptl_absorpt_empirical_full_min 0.568
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, 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
F1 F 0.2531(2) 0.1315(6) 0.48023(15) 0.0380(7) Uani 1 1 d . . . . .
O1 O 0.0386(2) 0.5278(10) 0.61751(17) 0.0415(9) Uani 1 1 d . . . . .
O2 O 0.1880(2) 0.5385(9) 0.58344(17) 0.0361(8) Uani 1 1 d . . . . .
C1 C 0.1945(3) 0.6085(10) 0.7221(2) 0.0294(10) Uani 1 1 d . . . . .
C2 C 0.2805(3) 0.7881(12) 0.7309(3) 0.0368(11) Uani 1 1 d . . . . .
H2 H 0.298465 0.858798 0.684401 0.044 Uiso 1 1 calc R U . . .
C3 C 0.3394(3) 0.8633(11) 0.8068(3) 0.0349(11) Uani 1 1 d . . . . .
H3 H 0.394499 0.994296 0.811354 0.042 Uiso 1 1 calc R U . . .
C4 C 0.3178(3) 0.7459(11) 0.8774(3) 0.0342(11) Uani 1 1 d . . . . .
C5 C 0.2319(3) 0.5517(12) 0.8710(2) 0.0312(10) Uani 1 1 d . . . . .
C6 C 0.1675(3) 0.4855(10) 0.7913(2) 0.0291(10) Uani 1 1 d . . . . .
C7 C 0.3792(4) 0.8126(12) 0.9581(3) 0.0383(12) Uani 1 1 d . . . . .
H7 H 0.434639 0.942907 0.963700 0.046 Uiso 1 1 calc R U . . .
C8 C 0.3593(3) 0.6937(14) 1.0256(3) 0.0421(13) Uani 1 1 d . . . . .
H8 H 0.401054 0.744217 1.076690 0.050 Uiso 1 1 calc R U . . .
C9 C 0.2752(3) 0.4898(11) 1.0211(2) 0.0332(11) Uani 1 1 d . . . . .
C10 C 0.2105(3) 0.4252(11) 0.9417(3) 0.0312(10) Uani 1 1 d . . . . .
C11 C 0.1267(3) 0.2300(11) 0.9360(3) 0.0323(11) Uani 1 1 d . . . . .
C12 C 0.1074(4) 0.1024(13) 1.0066(3) 0.0390(12) Uani 1 1 d . . . . .
H12 H 0.052536 -0.029088 1.002420 0.047 Uiso 1 1 calc R U . . .
C13 C 0.1709(4) 0.1727(12) 1.0838(3) 0.0412(13) Uani 1 1 d . . . . .
H13 H 0.157251 0.090521 1.130875 0.049 Uiso 1 1 calc R U . . .
C14 C 0.2528(4) 0.3618(11) 1.0902(3) 0.0376(12) Uani 1 1 d . . . . .
H14 H 0.294465 0.405686 1.141816 0.045 Uiso 1 1 calc R U . . .
C15 C 0.0627(3) 0.1668(12) 0.8562(3) 0.0363(12) Uani 1 1 d . . . . .
H15 H 0.006899 0.038456 0.851251 0.044 Uiso 1 1 calc R U . . .
C16 C 0.0818(3) 0.2899(12) 0.7879(3) 0.0337(11) Uani 1 1 d . . . . .
H16 H 0.037914 0.246338 0.737159 0.040 Uiso 1 1 calc R U . . .
C17 C 0.1292(3) 0.5492(12) 0.6372(2) 0.0350(11) Uani 1 1 d . . . . .
C18 C 0.1345(3) 0.5075(13) 0.4981(2) 0.0339(11) Uani 1 1 d . . . . .
H18A H 0.101235 0.697858 0.477040 0.041 Uiso 1 1 calc R U . . .
H18B H 0.083813 0.346712 0.490951 0.041 Uiso 1 1 calc R U . . .
C19 C 0.2161(3) 0.4268(11) 0.4550(2) 0.0331(11) Uani 1 1 d . . . . .
H19 H 0.272058 0.573507 0.471706 0.040 Uiso 1 1 calc R U . . .
C20 C 0.1784(3) 0.4350(11) 0.3630(3) 0.0330(11) Uani 1 1 d . . . . .
H20 H 0.111469 0.373717 0.341455 0.040 Uiso 1 1 calc R U . . .
C21 C 0.2285(3) 0.5175(12) 0.3102(2) 0.0348(11) Uani 1 1 d . . . . .
H21 H 0.191772 0.519929 0.255557 0.042 Uiso 1 1 calc R U . . .
C22 C 0.3377(3) 0.6091(10) 0.3264(2) 0.0317(10) Uani 1 1 d . . . . .
C23 C 0.3674(4) 0.8116(13) 0.2728(3) 0.0411(13) Uani 1 1 d . . . . .
H23 H 0.318925 0.890384 0.228322 0.049 Uiso 1 1 calc R U . . .
C24 C 0.4674(3) 0.8962(12) 0.2848(3) 0.0385(12) Uani 1 1 d . . . . .
H24 H 0.485606 1.031629 0.248305 0.046 Uiso 1 1 calc R U . . .
C25 C 0.5409(3) 0.7845(12) 0.3496(3) 0.0392(12) Uani 1 1 d . . . . .
H25 H 0.607955 0.848989 0.358124 0.047 Uiso 1 1 calc R U . . .
C26 C 0.5144(3) 0.5750(12) 0.4022(3) 0.0376(12) Uani 1 1 d . . . . .
H26 H 0.564029 0.493133 0.445288 0.045 Uiso 1 1 calc R U . . .
C27 C 0.4128(3) 0.4862(11) 0.3905(2) 0.0334(11) Uani 1 1 d . . . . .
H27 H 0.395288 0.344250 0.425756 0.040 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
C17 O2 C18 115.8(3) . . ?
C2 C1 C6 121.0(4) . . ?
C2 C1 C17 118.7(4) . . ?
C6 C1 C17 120.4(4) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.1(4) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.7(5) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 C7 122.5(4) . . ?
C5 C4 C7 117.5(4) . . ?
C4 C5 C6 119.0(4) . . ?
C10 C5 C4 120.6(4) . . ?
C10 C5 C6 120.3(4) . . ?
C1 C6 C5 118.1(4) . . ?
C1 C6 C16 124.7(4) . . ?
C16 C6 C5 117.1(4) . . ?
C4 C7 H7 118.9 . . ?
C8 C7 C4 122.3(5) . . ?
C8 C7 H7 118.9 . . ?
C7 C8 H8 119.2 . . ?
C7 C8 C9 121.6(4) . . ?
C9 C8 H8 119.2 . . ?
C10 C9 C8 117.7(4) . . ?
C14 C9 C8 122.9(4) . . ?
C14 C9 C10 119.4(4) . . ?
C5 C10 C9 120.3(4) . . ?
C11 C10 C5 121.1(4) . . ?
C11 C10 C9 118.6(4) . . ?
C10 C11 C15 118.1(4) . . ?
C12 C11 C10 120.4(4) . . ?
C12 C11 C15 121.5(4) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0(5) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(5) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 H14 119.3 . . ?
C13 C14 C9 121.4(4) . . ?
C13 C14 H14 119.3 . . ?
C11 C15 H15 119.3 . . ?
C16 C15 C11 121.4(4) . . ?
C16 C15 H15 119.3 . . ?
C6 C16 H16 119.0 . . ?
C15 C16 C6 122.0(4) . . ?
C15 C16 H16 119.0 . . ?
O1 C17 O2 123.6(4) . . ?
O1 C17 C1 126.7(4) . . ?
O2 C17 C1 109.6(4) . . ?
O2 C18 H18A 110.8 . . ?
O2 C18 H18B 110.8 . . ?
O2 C18 C19 104.7(3) . . ?
H18A C18 H18B 108.9 . . ?
C19 C18 H18A 110.8 . . ?
C19 C18 H18B 110.8 . . ?
F1 C19 C18 108.5(4) . . ?
F1 C19 H19 108.6 . . ?
F1 C19 C20 109.6(4) . . ?
C18 C19 H19 108.6 . . ?
C20 C19 C18 112.8(4) . . ?
C20 C19 H19 108.6 . . ?
C19 C20 H20 116.2 . . ?
C21 C20 C19 127.6(4) . . ?
C21 C20 H20 116.2 . . ?
C20 C21 H21 116.0 . . ?
C20 C21 C22 128.0(4) . . ?
C22 C21 H21 116.0 . . ?
C23 C22 C21 119.2(4) . . ?
C27 C22 C21 122.6(4) . . ?
C27 C22 C23 118.1(4) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.8(4) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.2(5) . . ?
C25 C24 H24 119.4 . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.4(4) . . ?
C26 C25 H25 120.3 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0(4) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 C26 120.4(4) . . ?
C22 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
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
F1 C19 1.410(5) . ?
O1 C17 1.195(5) . ?
O2 C17 1.351(5) . ?
O2 C18 1.445(5) . ?
C1 C2 1.384(7) . ?
C1 C6 1.412(6) . ?
C1 C17 1.504(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.368(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.391(7) . ?
C4 C5 1.425(7) . ?
C4 C7 1.435(6) . ?
C5 C6 1.436(5) . ?
C5 C10 1.407(6) . ?
C6 C16 1.435(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.338(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.436(7) . ?
C9 C10 1.433(5) . ?
C9 C14 1.391(7) . ?
C10 C11 1.406(6) . ?
C11 C12 1.397(7) . ?
C11 C15 1.433(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.402(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.369(7) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.353(7) . ?
C16 H16 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.511(7) . ?
C19 H19 0.9800 . ?
C19 C20 1.505(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.299(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.495(6) . ?
C22 C23 1.394(7) . ?
C22 C27 1.394(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.373(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.371(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.382(7) . ?
C26 H26 0.9300 . ?
C26 C27 1.399(7) . ?
C27 H27 0.9300 . ?
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
F1 C19 C20 C21 -93.6(6) . . . . ?
O2 C18 C19 F1 67.8(5) . . . . ?
O2 C18 C19 C20 -170.6(4) . . . . ?
C1 C2 C3 C4 3.9(8) . . . . ?
C1 C6 C16 C15 176.6(5) . . . . ?
C2 C1 C6 C5 -0.1(6) . . . . ?
C2 C1 C6 C16 -178.0(5) . . . . ?
C2 C1 C17 O1 -144.1(6) . . . . ?
C2 C1 C17 O2 32.6(6) . . . . ?
C2 C3 C4 C5 -1.7(7) . . . . ?
C2 C3 C4 C7 178.4(5) . . . . ?
C3 C4 C5 C6 -1.3(7) . . . . ?
C3 C4 C5 C10 178.5(4) . . . . ?
C3 C4 C7 C8 -178.5(5) . . . . ?
C4 C5 C6 C1 2.2(6) . . . . ?
C4 C5 C6 C16 -179.8(4) . . . . ?
C4 C5 C10 C9 -0.2(7) . . . . ?
C4 C5 C10 C11 -179.1(4) . . . . ?
C4 C7 C8 C9 0.3(8) . . . . ?
C5 C4 C7 C8 1.6(7) . . . . ?
C5 C6 C16 C15 -1.3(7) . . . . ?
C5 C10 C11 C12 179.0(5) . . . . ?
C5 C10 C11 C15 -0.9(7) . . . . ?
C6 C1 C2 C3 -2.9(7) . . . . ?
C6 C1 C17 O1 35.2(8) . . . . ?
C6 C1 C17 O2 -148.1(4) . . . . ?
C6 C5 C10 C9 179.6(4) . . . . ?
C6 C5 C10 C11 0.6(7) . . . . ?
C7 C4 C5 C6 178.6(4) . . . . ?
C7 C4 C5 C10 -1.6(7) . . . . ?
C7 C8 C9 C10 -2.1(7) . . . . ?
C7 C8 C9 C14 179.8(5) . . . . ?
C8 C9 C10 C5 2.0(7) . . . . ?
C8 C9 C10 C11 -179.0(4) . . . . ?
C8 C9 C14 C13 178.8(5) . . . . ?
C9 C10 C11 C12 0.0(7) . . . . ?
C9 C10 C11 C15 -179.9(4) . . . . ?
C10 C5 C6 C1 -177.6(4) . . . . ?
C10 C5 C6 C16 0.4(6) . . . . ?
C10 C9 C14 C13 0.7(7) . . . . ?
C10 C11 C12 C13 1.0(7) . . . . ?
C10 C11 C15 C16 0.1(7) . . . . ?
C11 C12 C13 C14 -1.2(8) . . . . ?
C11 C15 C16 C6 1.0(8) . . . . ?
C12 C11 C15 C16 -179.8(5) . . . . ?
C12 C13 C14 C9 0.3(8) . . . . ?
C14 C9 C10 C5 -179.8(4) . . . . ?
C14 C9 C10 C11 -0.8(7) . . . . ?
C15 C11 C12 C13 -179.1(5) . . . . ?
C17 O2 C18 C19 -167.0(4) . . . . ?
C17 C1 C2 C3 176.3(5) . . . . ?
C17 C1 C6 C5 -179.4(4) . . . . ?
C17 C1 C6 C16 2.7(7) . . . . ?
C18 O2 C17 O1 1.7(8) . . . . ?
C18 O2 C17 C1 -175.2(4) . . . . ?
C18 C19 C20 C21 145.3(5) . . . . ?
C19 C20 C21 C22 3.7(9) . . . . ?
C20 C21 C22 C23 -151.8(5) . . . . ?
C20 C21 C22 C27 32.1(8) . . . . ?
C21 C22 C23 C24 -178.7(5) . . . . ?
C21 C22 C27 C26 178.8(4) . . . . ?
C22 C23 C24 C25 0.0(8) . . . . ?
C23 C22 C27 C26 2.6(7) . . . . ?
C23 C24 C25 C26 2.2(8) . . . . ?
C24 C25 C26 C27 -2.0(7) . . . . ?
C25 C26 C27 C22 -0.4(7) . . . . ?
C27 C22 C23 C24 -2.4(7) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.712(3)
2 0.288(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168352401
