#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/52/4025263.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_4025263
loop_
_publ_author_name
'Sébastien Clément'
'Franck Meyer'
'Julien De Winter'
'Olivier Coulembier'
'Christophe M. L. Vande Velde'
'Matthias Zeller'
'Pascal Gerbaux'
'Jean-Yves Balandier'
'Sergey Sergeyev'
'Roberto Lazzaroni'
'Yves Geerts'
'Philippe Dubois'
_publ_section_title
;
 Synthesis and Supramolecular Organization of Regioregular Polythiophene
 Block Oligomers
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1561
_journal_page_last               1568
_journal_paper_doi               10.1021/jo902490m
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C24 H6 Br4 F10 S2'
_chemical_formula_sum            'C24 H6 Br4 F10 S2'
_chemical_formula_weight         868.05
_chemical_name_common            'dimer of 2'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.2760(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.8315(10)
_cell_length_b                   11.1491(8)
_cell_length_c                   17.5648(12)
_cell_measurement_reflns_used    8180
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.32
_cell_measurement_theta_min      2.4
_cell_volume                     2556.8(3)
_computing_cell_refinement       'Bruker software'
_computing_data_reduction        'Bruker software'
_computing_molecular_graphics    'Mercury, ORTEP-III for Windows'
_computing_publication_material  'WinGX,PLATON '
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_device_type  'Bruker APEX-II on four-circle goniometer'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            27254
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         31.57
_diffrn_reflns_theta_min         1.56
_exptl_absorpt_coefficient_mu    6.549
_exptl_absorpt_correction_T_max  0.182
_exptl_absorpt_correction_T_min  0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS 2008/1 (Bruker, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.26
_refine_diff_density_max         1.123
_refine_diff_density_min         -0.933
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         8013
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0310
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0312P)²+1.7549P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0711
_reflns_number_gt                6484
_reflns_number_total             8013
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo902490m_si_003.cif
_cod_data_source_block           4
_cod_database_code               4025263
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.081357(18) 0.58281(2) 0.125984(14) 0.01760(6) Uani 1 1 d . . .
Br2 Br 0.384860(18) 0.07833(2) -0.052976(14) 0.01882(6) Uani 1 1 d . . .
Br3 Br 0.17879(2) 0.81689(2) -0.149861(16) 0.02488(7) Uani 1 1 d . . .
Br4 Br 0.27375(2) -0.12094(2) 0.227154(16) 0.02505(7) Uani 1 1 d . . .
S1 S 0.34623(5) -0.08211(5) 0.07919(4) 0.01646(11) Uani 1 1 d . . .
S21 S 0.11012(4) 0.75609(5) -0.00293(4) 0.01634(11) Uani 1 1 d . . .
F13 F 0.30645(11) 0.46243(13) 0.26002(8) 0.0198(3) Uani 1 1 d . . .
F35 F 0.21509(11) 0.33126(13) -0.19023(8) 0.0203(3) Uani 1 1 d . . .
F9 F 0.41208(11) 0.49998(13) 0.03078(9) 0.0206(3) Uani 1 1 d . . .
F29 F 0.10281(10) 0.14553(12) 0.00775(8) 0.0167(3) Uani 1 1 d . . .
F30 F -0.02260(11) 0.00519(13) -0.10597(9) 0.0223(3) Uani 1 1 d . . .
F31 F -0.03407(11) 0.02860(14) -0.26258(9) 0.0245(3) Uani 1 1 d . . .
C2 C 0.34717(16) 0.05852(19) 0.03877(13) 0.0121(4) Uani 1 1 d . . .
F11 F 0.54013(12) 0.76129(13) 0.24916(10) 0.0298(4) Uani 1 1 d . . .
C25 C 0.16405(18) 0.7091(2) -0.07283(14) 0.0161(4) Uani 1 1 d . . .
C28 C 0.16552(16) 0.24316(18) -0.08607(13) 0.0119(4) Uani 1 1 d . . .
C23 C 0.17013(17) 0.53488(19) 0.00099(13) 0.0130(4) Uani 1 1 d . . .
F32 F 0.08449(12) 0.19650(14) -0.30372(8) 0.0241(3) Uani 1 1 d . . .
F10 F 0.53503(12) 0.67984(14) 0.10204(11) 0.0306(4) Uani 1 1 d . . .
C4 C 0.29041(17) 0.0997(2) 0.14506(13) 0.0138(4) Uani 1 1 d . . .
H4 H 0.2674 0.1463 0.1795 0.017 Uiso 1 1 calc R . .
C33 C 0.15651(17) 0.25200(19) -0.16697(14) 0.0143(4) Uani 1 1 d . . .
C7 C 0.28108(16) 0.37290(19) 0.10407(13) 0.0117(4) Uani 1 1 d . . .
H7 H 0.2553 0.3347 0.1438 0.014 Uiso 1 1 calc R . .
C8 C 0.35411(16) 0.47304(19) 0.14245(13) 0.0127(4) Uani 1 1 d . . .
C26 C 0.18987(17) 0.40597(18) 0.02548(13) 0.0120(4) Uani 1 1 d . . .
H26 H 0.1266 0.3695 0.0281 0.014 Uiso 1 1 calc R . .
C24 C 0.19220(18) 0.59180(19) -0.06458(14) 0.0151(4) Uani 1 1 d . . .
H24 H 0.2224 0.5528 -0.0978 0.018 Uiso 1 1 calc R . .
C5 C 0.30264(18) -0.0210(2) 0.15185(14) 0.0155(4) Uani 1 1 d . . .
C32 C 0.09012(18) 0.1829(2) -0.22656(14) 0.0165(4) Uani 1 1 d . . .
F12 F 0.42753(12) 0.64740(14) 0.32875(9) 0.0267(3) Uani 1 1 d . . .
C27 C 0.23673(16) 0.32417(19) -0.02484(13) 0.0116(4) Uani 1 1 d . . .
H27 H 0.2723 0.3753 -0.0525 0.014 Uiso 1 1 calc R . .
C22 C 0.12630(17) 0.6148(2) 0.03871(14) 0.0133(4) Uani 1 1 d . . .
C30 C 0.03566(17) 0.08672(19) -0.12642(14) 0.0143(4) Uani 1 1 d . . .
C29 C 0.10187(17) 0.15836(19) -0.06851(13) 0.0127(4) Uani 1 1 d . . .
C11 C 0.48156(19) 0.6664(2) 0.21554(16) 0.0210(5) Uani 1 1 d . . .
C13 C 0.36210(18) 0.5148(2) 0.21908(14) 0.0157(4) Uani 1 1 d . . .
C3 C 0.31679(16) 0.14700(19) 0.07924(13) 0.0110(4) Uani 1 1 d . . .
C6 C 0.31816(16) 0.27664(19) 0.05571(13) 0.0109(4) Uani 1 1 d . . .
H6 H 0.3871 0.2976 0.0559 0.013 Uiso 1 1 calc R . .
C31 C 0.02946(18) 0.0988(2) -0.20598(14) 0.0161(4) Uani 1 1 d . . .
C10 C 0.47793(19) 0.6268(2) 0.14055(16) 0.0201(5) Uani 1 1 d . . .
C12 C 0.42392(19) 0.6099(2) 0.25560(15) 0.0194(5) Uani 1 1 d . . .
C9 C 0.41411(18) 0.5320(2) 0.10501(14) 0.0163(4) Uani 1 1 d . . .
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'
Br Br -0.2901 2.4595 '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'
S S 0.1246 0.1234 '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
C5 S1 C2 89.87(10) . . ?
C25 S21 C22 89.91(11) . . ?
C3 C2 S1 113.50(16) . . ?
C3 C2 Br2 126.05(17) . . ?
S1 C2 Br2 120.44(12) . . ?
C24 C25 S21 113.25(17) . . ?
C24 C25 Br3 126.85(18) . . ?
S21 C25 Br3 119.90(13) . . ?
C33 C28 C29 115.1(2) . . ?
C33 C28 C27 120.51(19) . . ?
C29 C28 C27 124.31(19) . . ?
C22 C23 C24 110.33(19) . . ?
C22 C23 C26 123.6(2) . . ?
C24 C23 C26 126.02(19) . . ?
C5 C4 C3 112.4(2) . . ?
C5 C4 H4 123.8 . . ?
C3 C4 H4 123.8 . . ?
F35 C33 C32 116.9(2) . . ?
F35 C33 C28 119.7(2) . . ?
C32 C33 C28 123.4(2) . . ?
C8 C7 C6 117.50(18) . . ?
C8 C7 C26 116.30(17) . . ?
C6 C7 C26 89.77(16) . . ?
C8 C7 H7 110.6 . . ?
C6 C7 H7 110.6 . . ?
C26 C7 H7 110.6 . . ?
C9 C8 C13 115.5(2) . . ?
C9 C8 C7 123.9(2) . . ?
C13 C8 C7 120.49(19) . . ?
C23 C26 C27 118.06(18) . . ?
C23 C26 C7 119.53(18) . . ?
C27 C26 C7 89.85(16) . . ?
C23 C26 H26 109.3 . . ?
C27 C26 H26 109.3 . . ?
C7 C26 H26 109.3 . . ?
C25 C24 C23 112.5(2) . . ?
C25 C24 H24 123.8 . . ?
C23 C24 H24 123.8 . . ?
C4 C5 S1 113.02(17) . . ?
C4 C5 Br4 127.11(18) . . ?
S1 C5 Br4 119.84(13) . . ?
F32 C32 C33 120.5(2) . . ?
F32 C32 C31 120.2(2) . . ?
C33 C32 C31 119.3(2) . . ?
C28 C27 C26 117.63(18) . . ?
C28 C27 C6 123.08(18) . . ?
C26 C27 C6 89.74(16) . . ?
C28 C27 H27 108.2 . . ?
C26 C27 H27 108.2 . . ?
C6 C27 H27 108.2 . . ?
C23 C22 S21 114.03(17) . . ?
C23 C22 Br1 126.49(17) . . ?
S21 C22 Br1 119.46(12) . . ?
F30 C30 C29 120.5(2) . . ?
F30 C30 C31 119.8(2) . . ?
C29 C30 C31 119.7(2) . . ?
F29 C29 C30 117.4(2) . . ?
F29 C29 C28 119.61(19) . . ?
C30 C29 C28 123.0(2) . . ?
F11 C11 C10 120.0(2) . . ?
F11 C11 C12 120.1(2) . . ?
C10 C11 C12 119.9(2) . . ?
F13 C13 C12 117.4(2) . . ?
F13 C13 C8 119.5(2) . . ?
C12 C13 C8 123.0(2) . . ?
C2 C3 C4 111.22(19) . . ?
C2 C3 C6 121.24(19) . . ?
C4 C3 C6 127.48(19) . . ?
C3 C6 C7 118.41(17) . . ?
C3 C6 C27 119.85(18) . . ?
C7 C6 C27 89.51(15) . . ?
C3 C6 H6 109.2 . . ?
C7 C6 H6 109.2 . . ?
C27 C6 H6 109.2 . . ?
F31 C31 C30 120.1(2) . . ?
F31 C31 C32 120.5(2) . . ?
C30 C31 C32 119.4(2) . . ?
F10 C10 C11 120.2(2) . . ?
F10 C10 C9 120.3(2) . . ?
C11 C10 C9 119.5(2) . . ?
F12 C12 C11 120.3(2) . . ?
F12 C12 C13 120.5(2) . . ?
C11 C12 C13 119.2(2) . . ?
F9 C9 C8 120.7(2) . . ?
F9 C9 C10 116.5(2) . . ?
C8 C9 C10 122.8(2) . . ?
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
Br1 C22 1.869(2) . ?
Br2 C2 1.863(2) . ?
Br3 C25 1.870(2) . ?
Br4 C5 1.870(2) . ?
S1 C5 1.722(2) . ?
S1 C2 1.723(2) . ?
S21 C25 1.715(2) . ?
S21 C22 1.720(2) . ?
F13 C13 1.348(3) . ?
F35 C33 1.350(2) . ?
F9 C9 1.343(3) . ?
F29 C29 1.343(3) . ?
F30 C30 1.340(3) . ?
F31 C31 1.341(3) . ?
C2 C3 1.361(3) . ?
F11 C11 1.345(3) . ?
C25 C24 1.359(3) . ?
C28 C33 1.388(3) . ?
C28 C29 1.394(3) . ?
C28 C27 1.498(3) . ?
C23 C22 1.366(3) . ?
C23 C24 1.433(3) . ?
C23 C26 1.499(3) . ?
F32 C32 1.340(3) . ?
F10 C10 1.336(3) . ?
C4 C5 1.357(3) . ?
C4 C3 1.423(3) . ?
C4 H4 0.9300 . ?
C33 C32 1.378(3) . ?
C7 C8 1.507(3) . ?
C7 C6 1.557(3) . ?
C7 C26 1.576(3) . ?
C7 H7 0.9800 . ?
C8 C9 1.384(3) . ?
C8 C13 1.394(3) . ?
C26 C27 1.553(3) . ?
C26 H26 0.9800 . ?
C24 H24 0.9300 . ?
C32 C31 1.383(3) . ?
F12 C12 1.336(3) . ?
C27 C6 1.581(3) . ?
C27 H27 0.9800 . ?
C30 C29 1.377(3) . ?
C30 C31 1.378(3) . ?
C11 C10 1.374(4) . ?
C11 C12 1.377(4) . ?
C13 C12 1.380(3) . ?
C3 C6 1.505(3) . ?
C6 H6 0.9800 . ?
C10 C9 1.386(3) . ?
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
C5 S1 C2 C3 0.59(18) . . . . ?
C5 S1 C2 Br2 -178.28(14) . . . . ?
C22 S21 C25 C24 0.3(2) . . . . ?
C22 S21 C25 Br3 -179.70(15) . . . . ?
C29 C28 C33 F35 -179.79(19) . . . . ?
C27 C28 C33 F35 2.4(3) . . . . ?
C29 C28 C33 C32 0.0(3) . . . . ?
C27 C28 C33 C32 -177.9(2) . . . . ?
C6 C7 C8 C9 42.0(3) . . . . ?
C26 C7 C8 C9 -62.6(3) . . . . ?
C6 C7 C8 C13 -140.2(2) . . . . ?
C26 C7 C8 C13 115.1(2) . . . . ?
C22 C23 C26 C27 177.9(2) . . . . ?
C24 C23 C26 C27 -1.2(3) . . . . ?
C22 C23 C26 C7 -74.8(3) . . . . ?
C24 C23 C26 C7 106.2(3) . . . . ?
C8 C7 C26 C23 -9.9(3) . . . . ?
C6 C7 C26 C23 -130.7(2) . . . . ?
C8 C7 C26 C27 112.75(19) . . . . ?
C6 C7 C26 C27 -8.12(16) . . . . ?
S21 C25 C24 C23 -0.1(3) . . . . ?
Br3 C25 C24 C23 179.88(17) . . . . ?
C22 C23 C24 C25 -0.2(3) . . . . ?
C26 C23 C24 C25 178.9(2) . . . . ?
C3 C4 C5 S1 0.0(3) . . . . ?
C3 C4 C5 Br4 -178.06(17) . . . . ?
C2 S1 C5 C4 -0.29(19) . . . . ?
C2 S1 C5 Br4 177.88(15) . . . . ?
F35 C33 C32 F32 -0.8(3) . . . . ?
C28 C33 C32 F32 179.5(2) . . . . ?
F35 C33 C32 C31 178.9(2) . . . . ?
C28 C33 C32 C31 -0.8(4) . . . . ?
C33 C28 C27 C26 120.9(2) . . . . ?
C29 C28 C27 C26 -56.7(3) . . . . ?
C33 C28 C27 C6 -129.5(2) . . . . ?
C29 C28 C27 C6 52.9(3) . . . . ?
C23 C26 C27 C28 -100.3(2) . . . . ?
C7 C26 C27 C28 135.86(19) . . . . ?
C23 C26 C27 C6 131.85(19) . . . . ?
C7 C26 C27 C6 7.99(15) . . . . ?
C24 C23 C22 S21 0.4(3) . . . . ?
C26 C23 C22 S21 -178.74(17) . . . . ?
C24 C23 C22 Br1 178.64(17) . . . . ?
C26 C23 C22 Br1 -0.5(3) . . . . ?
C25 S21 C22 C23 -0.39(19) . . . . ?
C25 S21 C22 Br1 -178.75(15) . . . . ?
F30 C30 C29 F29 -2.1(3) . . . . ?
C31 C30 C29 F29 178.1(2) . . . . ?
F30 C30 C29 C28 178.9(2) . . . . ?
C31 C30 C29 C28 -1.0(3) . . . . ?
C33 C28 C29 F29 -178.08(19) . . . . ?
C27 C28 C29 F29 -0.4(3) . . . . ?
C33 C28 C29 C30 1.0(3) . . . . ?
C27 C28 C29 C30 178.7(2) . . . . ?
C9 C8 C13 F13 -179.90(19) . . . . ?
C7 C8 C13 F13 2.2(3) . . . . ?
C9 C8 C13 C12 1.1(3) . . . . ?
C7 C8 C13 C12 -176.8(2) . . . . ?
S1 C2 C3 C4 -0.7(2) . . . . ?
Br2 C2 C3 C4 178.07(16) . . . . ?
S1 C2 C3 C6 176.58(16) . . . . ?
Br2 C2 C3 C6 -4.6(3) . . . . ?
C5 C4 C3 C2 0.5(3) . . . . ?
C5 C4 C3 C6 -176.6(2) . . . . ?
C2 C3 C6 C7 179.3(2) . . . . ?
C4 C3 C6 C7 -3.9(3) . . . . ?
C2 C3 C6 C27 71.9(3) . . . . ?
C4 C3 C6 C27 -111.3(2) . . . . ?
C8 C7 C6 C3 124.0(2) . . . . ?
C26 C7 C6 C3 -116.18(19) . . . . ?
C8 C7 C6 C27 -111.85(19) . . . . ?
C26 C7 C6 C27 7.97(15) . . . . ?
C28 C27 C6 C3 -8.6(3) . . . . ?
C26 C27 C6 C3 114.85(19) . . . . ?
C28 C27 C6 C7 -131.5(2) . . . . ?
C26 C27 C6 C7 -8.09(16) . . . . ?
F30 C30 C31 F31 -0.5(3) . . . . ?
C29 C30 C31 F31 179.3(2) . . . . ?
F30 C30 C31 C32 -179.8(2) . . . . ?
C29 C30 C31 C32 0.1(3) . . . . ?
F32 C32 C31 F31 1.3(3) . . . . ?
C33 C32 C31 F31 -178.5(2) . . . . ?
F32 C32 C31 C30 -179.5(2) . . . . ?
C33 C32 C31 C30 0.8(3) . . . . ?
F11 C11 C10 F10 2.2(4) . . . . ?
C12 C11 C10 F10 -178.8(2) . . . . ?
F11 C11 C10 C9 -177.3(2) . . . . ?
C12 C11 C10 C9 1.6(4) . . . . ?
F11 C11 C12 F12 -1.5(3) . . . . ?
C10 C11 C12 F12 179.6(2) . . . . ?
F11 C11 C12 C13 178.2(2) . . . . ?
C10 C11 C12 C13 -0.8(4) . . . . ?
F13 C13 C12 F12 0.0(3) . . . . ?
C8 C13 C12 F12 179.0(2) . . . . ?
F13 C13 C12 C11 -179.6(2) . . . . ?
C8 C13 C12 C11 -0.6(4) . . . . ?
C13 C8 C9 F9 -179.5(2) . . . . ?
C7 C8 C9 F9 -1.7(3) . . . . ?
C13 C8 C9 C10 -0.2(3) . . . . ?
C7 C8 C9 C10 177.6(2) . . . . ?
F10 C10 C9 F9 -1.3(3) . . . . ?
C11 C10 C9 F9 178.2(2) . . . . ?
F10 C10 C9 C8 179.3(2) . . . . ?
C11 C10 C9 C8 -1.1(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 45140626
