#------------------------------------------------------------------------------
#$Date: 2020-10-04 06:41:01 +0300 (Sun, 04 Oct 2020) $
#$Revision: 257152 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/87/4038741.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_4038741
loop_
_publ_author_name
'Marinova, Maya'
'Pascal, Simon'
'Guénée, Laure'
'Besnard, Céline'
'Shivachev, Boris'
'Kostova, Kalina'
'Villani, Claudio'
'Franzini, Roberta'
'Dimitrov, Vladimir'
'Lacour, Jérôme'
_publ_section_title
;
 Synthesis, Resolution, Configurational Stability, and Properties of
 Cationic Functionalized [5]Helicenes.
;
_journal_issue                   18
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11908
_journal_page_last               11923
_journal_paper_doi               10.1021/acs.joc.0c01716
_journal_volume                  85
_journal_year                    2020
_chemical_formula_moiety         'C24 H14 Br O3, B F4'
_chemical_formula_sum            'C24 H14 B Br F4 O3'
_chemical_formula_weight         517.07
_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             2020-02-28
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_cell_angle_alpha                91.724(4)
_cell_angle_beta                 98.862(4)
_cell_angle_gamma                116.907(6)
_cell_formula_units_Z            2
_cell_length_a                   8.8561(5)
_cell_length_b                   9.3777(5)
_cell_length_c                   14.1453(5)
_cell_measurement_reflns_used    3314
_cell_measurement_temperature    290.56(10)
_cell_measurement_theta_max      73.1460
_cell_measurement_theta_min      5.3010
_cell_volume                     1028.42(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290.56(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4679
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω      2.00  62.00   1.00    1.00    --   37.44 -99.00 150.00   60
  2  ω     32.00 144.00   1.00    1.00    --  110.40 -61.00 150.00  112
  3  ω     67.00 112.00   1.00    1.00    --  110.40-111.00  30.00   45
  4  ω     75.00 107.00   1.00    1.00    --  110.40-111.00 -90.00   32
  5  ω     83.00 108.00   1.00    1.00    --  110.40-111.00-180.00   25
  6  ω     38.00 139.00   1.00    1.00    --  110.40 -61.00 -90.00  101
  7  ω     93.00 169.00   1.00    1.00    --  110.40  61.00-150.00   76
  8  ω    138.00 178.00   1.00    1.00    --  110.40  77.00-120.00   40
  9  ω     91.00 118.00   1.00    1.00    --  110.40  77.00-120.00   27
 10  ω     67.00  93.00   1.00    1.00    --  110.40 178.00  60.00   26
 11  ω    125.00 150.00   1.00    1.00    --  110.40 178.00  60.00   25
 12  ω     97.00 129.00   1.00    1.00    --   37.44 178.00  90.00   32
 13  ω     23.00 174.00   1.00    1.00    --  110.40   0.00-150.00  151
 14  ω     32.00 125.00   1.00    1.00    --  110.40 -77.00  60.00   93
 15  ω     32.00  57.00   1.00    1.00    --  110.40-111.00  30.00   25
 16  ω     31.00  58.00   1.00    1.00    --  110.40-111.00-180.00   27
 17  ω   -105.00 -20.00   1.00    1.00    --  -37.44 -57.00  30.00   85
 18  ω   -116.00  -8.00   1.00    1.00    --  -37.44 -38.00 -90.00  108
 19  ω   -128.00 -41.00   1.00    1.00    --  -37.44-178.00 120.00   87
 20  ω    -74.00 -40.00   1.00    1.00    --  -37.44 178.00  60.00   34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0024079000
_diffrn_orient_matrix_UB_12      0.1333011000
_diffrn_orient_matrix_UB_13      -0.0603015000
_diffrn_orient_matrix_UB_21      0.1966796000
_diffrn_orient_matrix_UB_22      0.0734607000
_diffrn_orient_matrix_UB_23      0.0073187000
_diffrn_orient_matrix_UB_31      -0.0275769000
_diffrn_orient_matrix_UB_32      -0.1058944000
_diffrn_orient_matrix_UB_33      -0.0928318000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6622
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.466
_diffrn_reflns_theta_min         3.182
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.289
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_description       block
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.291
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.109
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         4003
_refine_ls_number_restraints     93
_refine_ls_restrained_S_all      1.207
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0347
_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)+(0.0500P)²+0.5389P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0959
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3581
_reflns_number_total             4003
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c01716_si_002.cif
_cod_data_source_block           8B
_cod_depositor_comments
'Adding full bibliography for 4038740--4038746.cif.'
_cod_original_cell_volume        1028.42(10)
_cod_database_code               4038741
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C24 H14 B1 Br1 F4 O3'
_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 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.29
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 B1-F1A \\sim B1-F2A \\sim B1-F3A \\sim B1-F4A
 with sigma of 0.02
 F1A-F2A \\sim F1A-F3A \\sim F1A-F4A \\sim F2A-F3A \\sim F2A-F4A \\sim F3A-F4A
 with sigma of 0.04
 F4B-F2B \\sim F1B-F2B \\sim F1B-F3B \\sim F1B-F4B \\sim F2B-F4B \\sim F2B-F4B
 with sigma of 0.04
 B1-F3B \\sim B1-F4B \\sim B1-F1B \\sim B1-F2B
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 F1A, F2A, F3A, F4A, B1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F1B, F2B, F3B, F4B, B1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: F1A(0.54295) F1B(0.45705) F2A(0.54295) F2B(0.45705) F3A(0.54295)
 F3B(0.45705) F4A(0.54295) F4B(0.45705)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C13(H13), C14(H14), C15(H15),
 C23(H23), C24(H24), C25(H25)
5.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C)
;
_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 1.228
_oxdiff_exptl_absorpt_empirical_full_min 0.832
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
Br1 Br 0.21780(4) 0.75831(3) 0.41563(2) 0.05137(11) Uani 1 1 d . . . . .
O11 O 0.4288(2) 0.09587(19) 0.69389(13) 0.0429(4) Uani 1 1 d . . . . .
O22 O 0.7836(2) 0.5126(2) 0.94975(13) 0.0455(4) Uani 1 1 d . . . . .
O27 O 0.2764(2) 0.5161(2) 0.78848(13) 0.0444(4) Uani 1 1 d . . . . .
C2 C 0.2878(3) 0.6333(3) 0.49746(17) 0.0410(5) Uani 1 1 d . . . . .
C3 C 0.4172(3) 0.7115(3) 0.57889(17) 0.0418(5) Uani 1 1 d . . . . .
H3 H 0.472011 0.825528 0.591383 0.050 Uiso 1 1 calc R U . . .
C4 C 0.4642(3) 0.6220(3) 0.64067(17) 0.0399(5) Uani 1 1 d . . . . .
H4 H 0.552893 0.674949 0.695569 0.048 Uiso 1 1 calc R U . . .
C5 C 0.3828(3) 0.4530(3) 0.62367(16) 0.0361(5) Uani 1 1 d . . . . .
C6 C 0.2630(3) 0.3784(3) 0.53637(17) 0.0376(5) Uani 1 1 d . . . . .
C7 C 0.2137(3) 0.4709(3) 0.47431(17) 0.0415(5) Uani 1 1 d . . . . .
H7 H 0.129944 0.420747 0.417109 0.050 Uiso 1 1 calc R U . . .
C8 C 0.1961(3) 0.2094(3) 0.51006(18) 0.0434(5) Uani 1 1 d . . . . .
H8 H 0.110683 0.158940 0.453520 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2518(3) 0.1205(3) 0.56380(19) 0.0440(5) Uani 1 1 d . . . . .
H9 H 0.210297 0.009540 0.543748 0.053 Uiso 1 1 calc R U . . .
C10 C 0.3726(3) 0.1938(3) 0.65030(18) 0.0393(5) Uani 1 1 d . . . . .
C12 C 0.5598(3) 0.1585(3) 0.77101(18) 0.0417(5) Uani 1 1 d . . . . .
C13 C 0.6429(4) 0.0695(3) 0.8023(2) 0.0479(6) Uani 1 1 d . . . . .
H13 H 0.610382 -0.033152 0.769785 0.057 Uiso 1 1 calc R U . . .
C14 C 0.7738(4) 0.1331(3) 0.8818(2) 0.0506(6) Uani 1 1 d . . . . .
H14 H 0.833448 0.073879 0.902709 0.061 Uiso 1 1 calc R U . . .
C15 C 0.8214(3) 0.2807(3) 0.9322(2) 0.0480(6) Uani 1 1 d . . . . .
H15 H 0.911369 0.321927 0.987298 0.058 Uiso 1 1 calc R U . . .
C16 C 0.7349(3) 0.3663(3) 0.90049(18) 0.0420(5) Uani 1 1 d . . . . .
C17 C 0.6043(3) 0.3097(3) 0.81897(17) 0.0380(5) Uani 1 1 d . . . . .
C18 C 0.5204(3) 0.4014(3) 0.78437(17) 0.0363(5) Uani 1 1 d . . . . .
C19 C 0.4264(3) 0.3537(3) 0.68765(17) 0.0359(5) Uani 1 1 d . . . . .
C20 C 0.5413(3) 0.5283(3) 0.85325(17) 0.0377(5) Uani 1 1 d . . . . .
C21 C 0.6791(3) 0.5841(3) 0.93235(17) 0.0415(5) Uani 1 1 d . . . . .
C23 C 0.7191(4) 0.7149(3) 0.99743(18) 0.0471(6) Uani 1 1 d . . . . .
H23 H 0.816332 0.753277 1.048336 0.056 Uiso 1 1 calc R U . . .
C24 C 0.6144(4) 0.7876(3) 0.98640(18) 0.0480(6) Uani 1 1 d . . . . .
H24 H 0.644199 0.881630 1.027959 0.058 Uiso 1 1 calc R U . . .
C25 C 0.4656(4) 0.7272(3) 0.91587(18) 0.0444(5) Uani 1 1 d . . . . .
H25 H 0.392199 0.776623 0.911959 0.053 Uiso 1 1 calc R U . . .
C26 C 0.4245(3) 0.5956(3) 0.85155(17) 0.0395(5) Uani 1 1 d . . . . .
C28 C 0.1573(4) 0.5819(4) 0.7792(2) 0.0590(7) Uani 1 1 d . . . . .
H28A H 0.058145 0.516353 0.728082 0.088 Uiso 1 1 calc R U . . .
H28B H 0.214629 0.692520 0.762922 0.088 Uiso 1 1 calc R U . . .
H28C H 0.117747 0.581758 0.840212 0.088 Uiso 1 1 calc R U . . .
F1A F -0.0822(15) 0.0981(12) 0.1349(6) 0.197(5) Uani 0.5429 1 d D . P A 1
F1B F -0.0693(10) 0.1496(10) 0.1318(4) 0.0792(19) Uani 0.457 1 d D . P A 2
F2A F 0.1342(12) 0.0941(13) 0.2376(10) 0.155(5) Uani 0.5429 1 d D . P A 1
F2B F -0.1092(9) -0.0596(6) 0.2056(5) 0.118(2) Uani 0.457 1 d D . P A 2
F3A F -0.0687(12) 0.1165(11) 0.2883(6) 0.105(3) Uani 0.5429 1 d D . P A 1
F3B F 0.1584(11) 0.1354(14) 0.2191(8) 0.091(2) Uani 0.457 1 d D . P A 2
F4A F 0.1200(4) 0.3235(4) 0.2315(3) 0.0690(9) Uani 0.5429 1 d D . P A 1
F4B F -0.0450(11) 0.1598(11) 0.2973(5) 0.067(2) Uani 0.457 1 d D . P A 2
B1 B 0.0120(6) 0.1378(6) 0.2179(3) 0.0787(12) Uani 1 1 d D . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 2 0.0396
-1 0 -2 0.0696
-1 1 1 0.0838
1 -1 -1 0.0838
0 1 -1 0.1296
0 -1 1 0.1486
0 0 1 0.0791
0 0 -1 0.0791
1 0 0 0.0923
-1 0 0 0.0553
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
C10 O11 C12 118.98(19) . . ?
C16 O22 C21 118.94(19) . . ?
C26 O27 C28 117.7(2) . . ?
C3 C2 Br1 118.91(18) . . ?
C7 C2 Br1 119.31(19) . . ?
C7 C2 C3 121.8(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.5(2) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.9(2) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 118.1(2) . . ?
C4 C5 C19 122.8(2) . . ?
C6 C5 C19 118.9(2) . . ?
C5 C6 C8 119.8(2) . . ?
C7 C6 C5 120.2(2) . . ?
C7 C6 C8 120.0(2) . . ?
C2 C7 C6 119.1(2) . . ?
C2 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C6 C8 H8 119.3 . . ?
C9 C8 C6 121.3(2) . . ?
C9 C8 H8 119.3 . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.4(2) . . ?
C10 C9 H9 120.3 . . ?
O11 C10 C9 113.8(2) . . ?
O11 C10 C19 123.6(2) . . ?
C19 C10 C9 122.5(2) . . ?
O11 C12 C13 118.9(2) . . ?
O11 C12 C17 119.3(2) . . ?
C13 C12 C17 121.7(2) . . ?
C12 C13 H13 120.8 . . ?
C14 C13 C12 118.4(2) . . ?
C14 C13 H13 120.8 . . ?
C13 C14 H14 118.9 . . ?
C13 C14 C15 122.2(2) . . ?
C15 C14 H14 118.9 . . ?
C14 C15 H15 120.8 . . ?
C16 C15 C14 118.3(3) . . ?
C16 C15 H15 120.8 . . ?
O22 C16 C15 118.1(2) . . ?
O22 C16 C17 119.9(2) . . ?
C15 C16 C17 121.9(2) . . ?
C12 C17 C18 120.9(2) . . ?
C16 C17 C12 117.4(2) . . ?
C16 C17 C18 121.6(2) . . ?
C17 C18 C19 115.9(2) . . ?
C17 C18 C20 114.7(2) . . ?
C19 C18 C20 129.5(2) . . ?
C10 C19 C5 116.7(2) . . ?
C10 C19 C18 116.3(2) . . ?
C18 C19 C5 126.9(2) . . ?
C21 C20 C18 118.5(2) . . ?
C21 C20 C26 116.5(2) . . ?
C26 C20 C18 124.8(2) . . ?
O22 C21 C20 121.9(2) . . ?
O22 C21 C23 115.3(2) . . ?
C23 C21 C20 122.7(2) . . ?
C21 C23 H23 120.9 . . ?
C24 C23 C21 118.2(2) . . ?
C24 C23 H23 120.9 . . ?
C23 C24 H24 119.1 . . ?
C23 C24 C25 121.7(2) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.1(2) . . ?
C26 C25 H25 120.0 . . ?
O27 C26 C20 114.8(2) . . ?
O27 C26 C25 125.3(2) . . ?
C25 C26 C20 119.8(2) . . ?
O27 C28 H28A 109.5 . . ?
O27 C28 H28B 109.5 . . ?
O27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
F1A B1 F2A 119.9(8) . . ?
F1A B1 F3A 115.2(8) . . ?
F1A B1 F4A 107.6(6) . . ?
F1B B1 F2B 91.5(5) . . ?
F2A B1 F4A 100.9(6) . . ?
F3A B1 F2A 109.7(8) . . ?
F3A B1 F4A 100.6(5) . . ?
F3B B1 F1B 116.4(6) . . ?
F3B B1 F2B 96.3(6) . . ?
F3B B1 F4B 124.3(7) . . ?
F4B B1 F1B 118.1(5) . . ?
F4B B1 F2B 93.2(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
Br1 C2 1.902(2) . ?
O11 C10 1.351(3) . ?
O11 C12 1.355(3) . ?
O22 C16 1.366(3) . ?
O22 C21 1.367(3) . ?
O27 C26 1.336(3) . ?
O27 C28 1.437(3) . ?
C2 C3 1.400(3) . ?
C2 C7 1.363(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.375(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.406(3) . ?
C5 C6 1.419(3) . ?
C5 C19 1.450(3) . ?
C6 C7 1.408(3) . ?
C6 C8 1.431(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.346(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.412(3) . ?
C10 C19 1.408(3) . ?
C12 C13 1.382(3) . ?
C12 C17 1.407(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.376(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.380(3) . ?
C16 C17 1.395(3) . ?
C17 C18 1.423(3) . ?
C18 C19 1.428(3) . ?
C18 C20 1.440(3) . ?
C20 C21 1.407(3) . ?
C20 C26 1.433(3) . ?
C21 C23 1.384(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.373(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.392(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.382(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
F1A B1 1.266(8) . ?
F1B B1 1.350(7) . ?
F2A B1 1.317(8) . ?
F2B B1 1.654(7) . ?
F3A B1 1.282(8) . ?
F3B B1 1.304(9) . ?
F4A B1 1.550(6) . ?
F4B B1 1.346(8) . ?
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
Br1 C2 C3 C4 177.48(18) . . . . ?
Br1 C2 C7 C6 -178.48(18) . . . . ?
O11 C10 C19 C5 167.7(2) . . . . ?
O11 C10 C19 C18 -11.4(3) . . . . ?
O11 C12 C13 C14 -178.9(2) . . . . ?
O11 C12 C17 C16 177.3(2) . . . . ?
O11 C12 C17 C18 -3.6(3) . . . . ?
O22 C16 C17 C12 179.9(2) . . . . ?
O22 C16 C17 C18 0.7(4) . . . . ?
O22 C21 C23 C24 -177.2(2) . . . . ?
C2 C3 C4 C5 -0.7(4) . . . . ?
C3 C2 C7 C6 3.0(4) . . . . ?
C3 C4 C5 C6 6.0(4) . . . . ?
C3 C4 C5 C19 -179.0(2) . . . . ?
C4 C5 C6 C7 -7.0(3) . . . . ?
C4 C5 C6 C8 171.1(2) . . . . ?
C4 C5 C19 C10 -162.8(2) . . . . ?
C4 C5 C19 C18 16.2(4) . . . . ?
C5 C6 C7 C2 2.6(4) . . . . ?
C5 C6 C8 C9 -3.8(4) . . . . ?
C6 C5 C19 C10 12.1(3) . . . . ?
C6 C5 C19 C18 -168.9(2) . . . . ?
C6 C8 C9 C10 3.1(4) . . . . ?
C7 C2 C3 C4 -4.0(4) . . . . ?
C7 C6 C8 C9 174.3(2) . . . . ?
C8 C6 C7 C2 -175.5(2) . . . . ?
C8 C9 C10 O11 -175.1(2) . . . . ?
C8 C9 C10 C19 5.9(4) . . . . ?
C9 C10 C19 C5 -13.3(3) . . . . ?
C9 C10 C19 C18 167.5(2) . . . . ?
C10 O11 C12 C13 -165.7(2) . . . . ?
C10 O11 C12 C17 16.3(3) . . . . ?
C12 O11 C10 C9 172.2(2) . . . . ?
C12 O11 C10 C19 -8.7(3) . . . . ?
C12 C13 C14 C15 1.6(4) . . . . ?
C12 C17 C18 C19 -16.2(3) . . . . ?
C12 C17 C18 C20 163.0(2) . . . . ?
C13 C12 C17 C16 -0.7(4) . . . . ?
C13 C12 C17 C18 178.4(2) . . . . ?
C13 C14 C15 C16 -0.7(4) . . . . ?
C14 C15 C16 O22 -179.2(2) . . . . ?
C14 C15 C16 C17 -1.1(4) . . . . ?
C15 C16 C17 C12 1.7(4) . . . . ?
C15 C16 C17 C18 -177.4(2) . . . . ?
C16 O22 C21 C20 -12.4(3) . . . . ?
C16 O22 C21 C23 167.9(2) . . . . ?
C16 C17 C18 C19 162.9(2) . . . . ?
C16 C17 C18 C20 -17.9(3) . . . . ?
C17 C12 C13 C14 -0.9(4) . . . . ?
C17 C18 C19 C5 -156.2(2) . . . . ?
C17 C18 C19 C10 22.9(3) . . . . ?
C17 C18 C20 C21 19.9(3) . . . . ?
C17 C18 C20 C26 -155.3(2) . . . . ?
C18 C20 C21 O22 -5.6(3) . . . . ?
C18 C20 C21 C23 174.0(2) . . . . ?
C18 C20 C26 O27 9.5(3) . . . . ?
C18 C20 C26 C25 -173.9(2) . . . . ?
C19 C5 C6 C7 177.9(2) . . . . ?
C19 C5 C6 C8 -4.0(3) . . . . ?
C19 C18 C20 C21 -161.0(2) . . . . ?
C19 C18 C20 C26 23.7(4) . . . . ?
C20 C18 C19 C5 24.8(4) . . . . ?
C20 C18 C19 C10 -156.2(2) . . . . ?
C20 C21 C23 C24 3.2(4) . . . . ?
C21 O22 C16 C15 -166.9(2) . . . . ?
C21 O22 C16 C17 14.9(3) . . . . ?
C21 C20 C26 O27 -165.8(2) . . . . ?
C21 C20 C26 C25 10.8(3) . . . . ?
C21 C23 C24 C25 4.0(4) . . . . ?
C23 C24 C25 C26 -3.3(4) . . . . ?
C24 C25 C26 O27 171.8(2) . . . . ?
C24 C25 C26 C20 -4.4(4) . . . . ?
C26 C20 C21 O22 170.0(2) . . . . ?
C26 C20 C21 C23 -10.4(4) . . . . ?
C28 O27 C26 C20 -176.6(2) . . . . ?
C28 O27 C26 C25 7.0(4) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0014 -0.0003 1.9989 -0.1230 0.2116 -0.2131
-1.0014 0.0003 -1.9989 0.1230 -0.2116 0.2131
-0.9998 1.0006 0.9985 0.0756 -0.1158 -0.1711
0.9998 -1.0006 -0.9985 -0.0756 0.1158 0.1711
0.0009 0.9997 -0.9997 0.1935 0.0663 -0.0131
-0.0009 -0.9997 0.9997 -0.1935 -0.0663 0.0131
0.0002 0.0001 0.9993 -0.0602 0.0074 -0.0928
-0.0002 -0.0001 -0.9993 0.0602 -0.0074 0.0928
1.0011 -0.0006 0.0003 -0.0025 0.1969 -0.0276
-1.0011 0.0006 -0.0003 0.0025 -0.1969 0.0276
