#------------------------------------------------------------------------------
#$Date: 2020-10-06 10:42:13 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257413 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/73/1557397.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_1557397
loop_
_publ_author_name
'Yuan, K.'
'Kahan, R. J.'
'Si, C.'
'Williams, A.'
'Kirschner, S.'
'Uzelac, M.'
'Zysman-Colman, E.'
'Ingleson, M. J.'
_publ_section_title
;
 The synthesis of brominated-boron-doped PAHs by alkyne 1,1-bromoboration:
 mechanistic and functionalisation studies
;
_journal_issue                   12
_journal_name_full               'Chemical Science'
_journal_page_first              3258
_journal_page_last               3267
_journal_paper_doi               10.1039/C9SC05404A
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C36 H36 B Br'
_chemical_formula_sum            'C36 H36 B Br'
_chemical_formula_weight         559.37
_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     direct
_audit_creation_date             2019-10-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-10-25 deposited with the CCDC.	2020-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                80.254(4)
_cell_angle_beta                 85.195(5)
_cell_angle_gamma                68.593(5)
_cell_formula_units_Z            2
_cell_length_a                   8.4803(5)
_cell_length_b                   9.1672(5)
_cell_length_c                   19.9099(11)
_cell_measurement_reflns_used    7180
_cell_measurement_temperature    150.03(13)
_cell_measurement_theta_max      75.6340
_cell_measurement_theta_min      2.2090
_cell_volume                     1419.82(15)
_computing_cell_refinement       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.03(13)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  11.00   1.00    1.00    --   44.80  60.00 150.00   55
  2  ω    -44.00  97.00   1.00    1.00    --   44.80  60.00  60.00  141
  3  ω    102.00 134.00   1.00    1.00    --   44.80  60.00  60.00   32
  4  ω    -45.00  24.00   1.00    1.00    --   44.80  60.00-120.00   69
  5  ω     34.00 113.00   1.00    1.00    --   44.80  60.00 150.00   79
  6  ω     65.00 100.00   1.00    1.00    --   44.80  20.00   0.00   35
  7  ω     75.00 134.00   1.00    1.00    --   44.80  60.00-120.00   59
  8  ω    -43.00  21.00   1.00    1.00    --   44.80  20.00   0.00   64
  9  ω    155.00 195.00   1.00    5.00    --  108.20  50.00 -30.00   40
 10  ω    106.00 196.00   1.00    5.00    --  108.20  50.00  60.00   90
 11  ω    109.00 145.00   1.00    5.00    --  108.20  50.00 -30.00   36
 12  ω     34.00  92.00   1.00    5.00    --  108.20  50.00 -90.00   58
 13  ω    103.00 129.00   1.00    5.00    --  108.20  50.00 -90.00   26
 14  ω    119.00 168.00   1.00    5.00    --  108.20  20.00-180.00   49
 15  ω     24.00  51.00   1.00    5.00    --  108.20  50.00 150.00   27
 16  ω    130.00 187.00   1.00    5.00    --  108.20  50.00   0.00   57
 17  ω    121.00 161.00   1.00    5.00    --  108.20  50.00 120.00   40
 18  ω    104.00 197.00   1.00    5.00    --  108.20  50.00 150.00   93
 19  ω     19.00  73.00   1.00    5.00    --  108.20  50.00 120.00   54
 20  ω     93.00 122.00   1.00    5.00    --  108.20  50.00   0.00   29
 21  ω     97.00 155.00   1.00    5.00    --  108.20  50.00-180.00   58
 22  ω     22.00 197.00   1.00    5.00    --  108.20  10.00-180.00  175
 23  ω    145.00 193.00   1.00    5.00    --  108.20  50.00-120.00   48
 24  ω     40.00  66.00   1.00    5.00    --  108.20  50.00-180.00   26
 25  ω     47.00 197.00   1.00    5.00    --  108.20  50.00 -60.00  150
 26  ω     20.00 142.00   1.00    5.00    --  108.20  40.00   0.00  122
 27  ω     73.00 196.00   1.00    5.00    --  108.20  50.00  90.00  123
 28  ω    103.00 138.00   1.00    5.00    --  108.20  50.00-150.00   35
 29  ω     55.00  81.00   1.00    5.00    --  108.20  50.00-120.00   26
 30  ω     65.00  90.00   1.00    5.00    --  108.20  50.00 150.00   25
 31  ω    148.00 173.00   1.00    5.00    --  108.20  20.00  30.00   25
 32  ω    145.00 172.00   1.00    5.00    --  108.20  50.00-150.00   27
 33  ω     45.00 119.00   1.00    5.00    --  108.20  20.00  30.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1297834000
_diffrn_orient_matrix_UB_12      -0.0456112000
_diffrn_orient_matrix_UB_13      0.0566798000
_diffrn_orient_matrix_UB_21      -0.1226480000
_diffrn_orient_matrix_UB_22      -0.0526605000
_diffrn_orient_matrix_UB_23      0.0510622000
_diffrn_orient_matrix_UB_31      0.0786557000
_diffrn_orient_matrix_UB_32      -0.1687520000
_diffrn_orient_matrix_UB_33      -0.0185499000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.957
_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       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9463
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.276
_diffrn_reflns_theta_min         2.252
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_exptl_absorpt_coefficient_mu    2.127
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78770
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.20a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_description       plate
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.073
_exptl_crystal_size_mid          0.027
_exptl_crystal_size_min          0.013
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         9463
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0442
_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)+(0.0686P)²+0.5967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1259
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7835
_reflns_number_total             9463
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9sc05404a2.cif
_cod_data_source_block           lmji12
_cod_depositor_comments
;Adding full bibliography for 1557396--1557406.cif.

 Adding full bibliography for 1557396--1557406.cif.
;
_cod_original_cell_volume        1419.82(14)
_cod_database_code               1557397
_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.
;
_shelx_estimated_absorpt_t_max   0.973
_shelx_estimated_absorpt_t_min   0.860
_diffrn_oxdiff_ac4_digest_frames
;
015fab16c3fe43f2f5759bb23481cd7cf500032b991
;
_reflns_odcompleteness_completeness 96.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.6082(10)
 0.3918(10)
2. 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
3.a Ternary CH refined with riding coordinates:
 C31(H31), C28(H28), C25(H25)
3.b Secondary CH2 refined with riding coordinates:
 C34(H34a,H34b), C35(H35a,H35b)
3.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C14(H14), C18(H18), C17(H17), C13(H13), C6(H6), C12(H12), C15(H15)
3.d Idealised Me refined as rotating group:
 C27(H27a,H27b,H27c), C32(H32a,H32b,H32c), C29(H29a,H29b,H29c), C26(H26a,H26b,
 H26c), C33(H33a,H33b,H33c), C30(H30a,H30b,H30c), C36(H36a,H36b,H36c)
;
_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 1.529
_oxdiff_exptl_absorpt_empirical_full_min 0.801
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 0.27846(5) 0.59569(5) 0.23706(2) 0.03193(12) Uani 1 1 d . . . . .
C31 C -0.4572(4) 1.0071(4) 0.24125(18) 0.0279(7) Uani 1 1 d . . . . .
H31 H -0.354756 0.957930 0.214437 0.033 Uiso 1 1 calc R . . . .
C1 C -0.0037(4) 0.8779(4) 0.24999(17) 0.0266(7) Uani 1 1 d . . . . .
C11 C 0.3413(5) 0.8784(4) 0.03680(18) 0.0297(7) Uani 1 1 d . . . . .
H11 H 0.438999 0.826305 0.012800 0.036 Uiso 1 1 calc R . . . .
C2 C 0.1256(4) 0.8101(4) 0.20753(17) 0.0254(7) Uani 1 1 d . . . . .
C21 C -0.3467(4) 1.2852(4) 0.37185(17) 0.0268(7) Uani 1 1 d . . . . .
C3 C 0.1634(4) 0.8831(4) 0.13950(17) 0.0242(6) Uani 1 1 d . . . . .
C4 C 0.0520(4) 1.0348(4) 0.11216(17) 0.0232(6) Uani 1 1 d . . . . .
C27 C -0.1535(6) 1.4625(5) 0.2562(2) 0.0395(9) Uani 1 1 d . . . . .
H27A H -0.203896 1.456900 0.215727 0.059 Uiso 1 1 calc GR . . . .
H27B H -0.059381 1.496833 0.243723 0.059 Uiso 1 1 calc GR . . . .
H27C H -0.236062 1.536486 0.281815 0.059 Uiso 1 1 calc GR . . . .
C19 C -0.2657(4) 1.1385(4) 0.27615(16) 0.0234(6) Uani 1 1 d . . . . .
C9 C 0.0834(4) 1.1051(4) 0.04548(16) 0.0237(6) Uani 1 1 d . . . . .
C14 C -0.2605(5) 1.5496(5) -0.04071(19) 0.0330(8) Uani 1 1 d . . . . .
H14 H -0.336765 1.646724 -0.060036 0.040 Uiso 1 1 calc R . . . .
C18 C 0.2602(5) 1.1005(5) -0.05922(18) 0.0312(8) Uani 1 1 d . . . . .
H18 H 0.356373 1.049233 -0.084206 0.037 Uiso 1 1 calc R . . . .
C22 C -0.4850(4) 1.2352(4) 0.38833(17) 0.0252(7) Uani 1 1 d . . . . .
C5 C -0.0951(4) 1.1202(4) 0.15097(17) 0.0235(6) Uani 1 1 d . . . . .
C28 C -0.5924(5) 1.2726(4) 0.45207(17) 0.0291(7) Uani 1 1 d . . . . .
H28 H -0.677998 1.223252 0.454264 0.035 Uiso 1 1 calc R . . . .
C24 C -0.4121(4) 1.0988(4) 0.28933(16) 0.0245(6) Uani 1 1 d . . . . .
C16 C 0.0000(5) 1.3262(4) -0.04984(17) 0.0268(7) Uani 1 1 d . . . . .
C10 C 0.2310(4) 1.0260(4) 0.00764(17) 0.0257(7) Uani 1 1 d . . . . .
C17 C 0.1514(5) 1.2431(5) -0.08669(18) 0.0305(7) Uani 1 1 d . . . . .
H17 H 0.174265 1.288473 -0.130027 0.037 Uiso 1 1 calc R . . . .
C13 C -0.2925(5) 1.4813(4) 0.02385(18) 0.0293(7) Uani 1 1 d . . . . .
H13 H -0.390216 1.533438 0.047833 0.035 Uiso 1 1 calc R . . . .
C20 C -0.2379(4) 1.2387(4) 0.31663(17) 0.0244(6) Uani 1 1 d . . . . .
C23 C -0.5182(4) 1.1463(4) 0.34494(17) 0.0266(7) Uani 1 1 d . . . . .
C8 C -0.0308(4) 1.2549(4) 0.01654(16) 0.0239(6) Uani 1 1 d . . . . .
C7 C -0.1800(4) 1.3353(4) 0.05344(17) 0.0241(6) Uani 1 1 d . . . . .
C6 C -0.2049(4) 1.2637(4) 0.12075(17) 0.0243(6) Uani 1 1 d . . . . .
H6 H -0.300523 1.316800 0.145597 0.029 Uiso 1 1 calc R . . . .
C12 C 0.3080(4) 0.8081(4) 0.10071(18) 0.0283(7) Uani 1 1 d . . . . .
H12 H 0.383005 0.708774 0.118518 0.034 Uiso 1 1 calc R . . . .
C15 C -0.1139(5) 1.4727(5) -0.07682(17) 0.0312(8) Uani 1 1 d . . . . .
H15 H -0.092059 1.520509 -0.119812 0.037 Uiso 1 1 calc R . . . .
C25 C -0.0920(5) 1.2999(5) 0.29934(18) 0.0295(7) Uani 1 1 d . . . . .
H25 H -0.008688 1.227419 0.271658 0.035 Uiso 1 1 calc R . . . .
B1 B -0.1244(5) 1.0501(5) 0.22456(19) 0.0247(7) Uani 1 1 d . . . . .
C32 C -0.5167(6) 0.8758(5) 0.2772(2) 0.0404(9) Uani 1 1 d . . . . .
H32A H -0.435312 0.808216 0.310382 0.061 Uiso 1 1 calc GR . . . .
H32B H -0.528068 0.814889 0.244426 0.061 Uiso 1 1 calc GR . . . .
H32C H -0.624187 0.921456 0.299602 0.061 Uiso 1 1 calc GR . . . .
C29 C -0.4875(6) 1.2022(5) 0.51637(19) 0.0390(9) Uani 1 1 d . . . . .
H29A H -0.430457 1.090237 0.516962 0.059 Uiso 1 1 calc GR . . . .
H29B H -0.560795 1.220619 0.555914 0.059 Uiso 1 1 calc GR . . . .
H29C H -0.405261 1.251498 0.516578 0.059 Uiso 1 1 calc GR . . . .
C26 C -0.0006(5) 1.3052(5) 0.3613(2) 0.0360(8) Uani 1 1 d . . . . .
H26A H 0.097645 1.331608 0.346349 0.054 Uiso 1 1 calc GR . . . .
H26B H 0.033610 1.203516 0.389500 0.054 Uiso 1 1 calc GR . . . .
H26C H -0.075456 1.383982 0.386972 0.054 Uiso 1 1 calc GR . . . .
C33 C -0.5898(6) 1.1226(5) 0.1917(2) 0.0407(9) Uani 1 1 d . . . . .
H33A H -0.691581 1.173687 0.216626 0.061 Uiso 1 1 calc GR . . . .
H33B H -0.614009 1.065954 0.160001 0.061 Uiso 1 1 calc GR . . . .
H33C H -0.547429 1.200960 0.167378 0.061 Uiso 1 1 calc GR . . . .
C30 C -0.6857(6) 1.4501(5) 0.4502(2) 0.0414(9) Uani 1 1 d . . . . .
H30A H -0.604874 1.501980 0.447556 0.062 Uiso 1 1 calc GR . . . .
H30B H -0.754676 1.469014 0.490880 0.062 Uiso 1 1 calc GR . . . .
H30C H -0.756254 1.491237 0.411086 0.062 Uiso 1 1 calc GR . . . .
C34 C -0.0312(4) 0.8008(4) 0.32093(18) 0.0290(7) Uani 1 1 d . . . . .
H34A H 0.015750 0.686580 0.322976 0.035 Uiso 1 1 calc R . . . .
H34B H -0.151805 0.831220 0.331000 0.035 Uiso 1 1 calc R . . . .
C35 C 0.0521(5) 0.8488(5) 0.37490(18) 0.0329(8) Uani 1 1 d . . . . .
H35A H 0.172078 0.785527 0.375899 0.039 Uiso 1 1 calc R . . . .
H35B H 0.040624 0.959059 0.362062 0.039 Uiso 1 1 calc R . . . .
C36 C -0.0254(6) 0.8271(6) 0.4455(2) 0.0496(11) Uani 1 1 d . . . . .
H36A H -0.140656 0.899274 0.446289 0.074 Uiso 1 1 calc GR . . . .
H36B H 0.038034 0.848100 0.478057 0.074 Uiso 1 1 calc GR . . . .
H36C H -0.022785 0.720259 0.457054 0.074 Uiso 1 1 calc GR . . . .
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'
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
C32 C31 C24 114.2(3) . . ?
C32 C31 C33 110.5(3) . . ?
C33 C31 C24 109.3(3) . . ?
C2 C1 B1 117.0(3) . . ?
C2 C1 C34 124.0(3) . . ?
C34 C1 B1 118.9(3) . . ?
C12 C11 C10 121.2(3) . . ?
C1 C2 Br1 118.4(3) . . ?
C1 C2 C3 126.2(3) . . ?
C3 C2 Br1 115.4(2) . . ?
C20 C21 C22 121.6(3) . . ?
C4 C3 C2 119.1(3) . . ?
C12 C3 C2 122.4(3) . . ?
C12 C3 C4 118.5(3) . . ?
C3 C4 C9 119.8(3) . . ?
C3 C4 C5 120.9(3) . . ?
C9 C4 C5 119.3(3) . . ?
C24 C19 C20 118.6(3) . . ?
C24 C19 B1 119.3(3) . . ?
C20 C19 B1 121.5(3) . . ?
C10 C9 C4 120.1(3) . . ?
C8 C9 C4 120.4(3) . . ?
C8 C9 C10 119.5(3) . . ?
C13 C14 C15 120.0(3) . . ?
C17 C18 C10 121.6(3) . . ?
C21 C22 C28 121.4(3) . . ?
C23 C22 C21 117.9(3) . . ?
C23 C22 C28 120.7(3) . . ?
C4 C5 B1 119.7(3) . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 B1 121.6(3) . . ?
C22 C28 C29 111.6(3) . . ?
C22 C28 C30 111.9(3) . . ?
C30 C28 C29 110.5(3) . . ?
C19 C24 C31 119.9(3) . . ?
C23 C24 C31 119.8(3) . . ?
C23 C24 C19 120.3(3) . . ?
C8 C16 C17 118.3(3) . . ?
C15 C16 C17 122.2(3) . . ?
C15 C16 C8 119.5(3) . . ?
C11 C10 C9 118.7(3) . . ?
C11 C10 C18 122.5(3) . . ?
C9 C10 C18 118.9(3) . . ?
C18 C17 C16 121.0(3) . . ?
C14 C13 C7 120.8(3) . . ?
C21 C20 C19 119.8(3) . . ?
C21 C20 C25 119.8(3) . . ?
C19 C20 C25 120.5(3) . . ?
C24 C23 C22 121.5(3) . . ?
C9 C8 C16 120.8(3) . . ?
C9 C8 C7 120.3(3) . . ?
C16 C8 C7 118.9(3) . . ?
C13 C7 C8 119.6(3) . . ?
C13 C7 C6 122.6(3) . . ?
C6 C7 C8 117.8(3) . . ?
C5 C6 C7 123.5(3) . . ?
C11 C12 C3 121.6(3) . . ?
C16 C15 C14 121.2(3) . . ?
C27 C25 C20 110.5(3) . . ?
C27 C25 C26 109.7(3) . . ?
C20 C25 C26 114.4(3) . . ?
C1 B1 C19 118.0(3) . . ?
C5 B1 C1 116.6(3) . . ?
C5 B1 C19 125.4(3) . . ?
C1 C34 C35 111.8(3) . . ?
C36 C35 C34 112.6(4) . . ?
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 1.941(3) . ?
C31 C24 1.529(5) . ?
C31 C32 1.519(5) . ?
C31 C33 1.524(5) . ?
C1 C2 1.352(5) . ?
C1 B1 1.560(5) . ?
C1 C34 1.508(5) . ?
C11 C10 1.395(5) . ?
C11 C12 1.382(5) . ?
C2 C3 1.471(5) . ?
C21 C22 1.404(5) . ?
C21 C20 1.394(5) . ?
C3 C4 1.412(5) . ?
C3 C12 1.406(5) . ?
C4 C9 1.423(5) . ?
C4 C5 1.448(5) . ?
C27 C25 1.519(5) . ?
C19 C24 1.408(5) . ?
C19 C20 1.411(5) . ?
C19 B1 1.586(5) . ?
C9 C10 1.422(5) . ?
C9 C8 1.418(5) . ?
C14 C13 1.382(5) . ?
C14 C15 1.393(6) . ?
C18 C10 1.435(5) . ?
C18 C17 1.350(6) . ?
C22 C28 1.511(5) . ?
C22 C23 1.391(5) . ?
C5 C6 1.375(5) . ?
C5 B1 1.536(5) . ?
C28 C29 1.529(5) . ?
C28 C30 1.524(5) . ?
C24 C23 1.391(5) . ?
C16 C17 1.444(5) . ?
C16 C8 1.420(5) . ?
C16 C15 1.386(5) . ?
C13 C7 1.394(5) . ?
C20 C25 1.527(5) . ?
C8 C7 1.425(5) . ?
C7 C6 1.424(5) . ?
C25 C26 1.528(5) . ?
C34 C35 1.537(5) . ?
C35 C36 1.515(5) . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6082(10)
2 0.3918(10)
