#------------------------------------------------------------------------------
#$Date: 2021-10-06 18:00:11 +0300 (Wed, 06 Oct 2021) $
#$Revision: 269695 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/33/7243320.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_7243320
loop_
_publ_author_name
'Peloquin, Andrew J.'
'McMillen, Colin D.'
'Pennington, William T.'
_publ_section_title
;
 One dimensional halogen bond design: Br⋯N versus I⋯N with
 fluoroarenes
;
_journal_issue                   35
_journal_name_full               CrystEngComm
_journal_page_first              6098
_journal_page_last               6106
_journal_paper_doi               10.1039/D1CE00864A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         '2(Br2 C12 F8), C12 H10 N2'
_chemical_formula_sum            'C36 H10 Br4 F16 N2'
_chemical_formula_weight         1094.082
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_audit_creation_date             2021-05-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-06-27 deposited with the CCDC.	2021-08-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.035(2)
_cell_angle_beta                 90.010(2)
_cell_angle_gamma                107.163(2)
_cell_formula_units_Z            2
_cell_length_a                   7.4148(5)
_cell_length_b                   11.4097(7)
_cell_length_c                   21.1980(12)
_cell_measurement_reflns_used    17328
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.44
_cell_measurement_theta_min      2.68
_cell_volume                     1713.50(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.9952
_diffrn_measured_fraction_theta_max 0.9921
_diffrn_measurement_device_type  'D8 Venture definition'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_Laue_measured_fraction_full 0.9952
_diffrn_reflns_Laue_measured_fraction_max 0.9921
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            21406
_diffrn_reflns_point_group_measured_fraction_full 0.9952
_diffrn_reflns_point_group_measured_fraction_max 0.9921
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.44
_diffrn_reflns_theta_min         2.68
_diffrn_source                   'Incoatec I\mS'
_exptl_absorpt_coefficient_mu    4.818
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5536
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1160 before and 0.0460 after correction.
The Ratio of minimum to maximum transmission is 0.7427.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    2.121
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1047.179
_exptl_crystal_size_max          0.231
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.087
_exptl_transmission_factor_max   'not measured'
_exptl_transmission_factor_min   'not measured'
_refine_diff_density_max         0.5197
_refine_diff_density_min         -0.4362
_refine_diff_density_rms         0.1075
_refine_ls_d_res_high            0.7982
_refine_ls_d_res_low             7.6020
_refine_ls_goodness_of_fit_ref   1.0571
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    20
_refine_ls_number_parameters     523
_refine_ls_number_reflns         7010
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0571
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0243
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0197P)²+0.5950P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0529
_refine_ls_wR_factor_ref         0.0565
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                6032
_reflns_number_total             7010
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1ce00864a2.cif
_cod_data_source_block           2Br2F8bph_dpe
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7243307--7243335.cif.
;
_cod_database_code               7243320
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11),
 C12(H12)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -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_refinement_flags_posn
Br1 Br 0.97618(3) 0.59249(2) 0.695165(11) 0.01506(6) Uani 1.000000 .
Br2 Br 0.71477(3) -0.14748(2) 1.036898(12) 0.02069(7) Uani 1.000000 .
F1 F 0.61196(19) 0.45437(13) 0.76336(7) 0.0192(3) Uani 1.000000 .
F2 F 0.55478(19) 0.27665(13) 0.84934(7) 0.0184(3) Uani 1.000000 .
F3 F 1.1785(2) 0.26198(13) 0.82083(7) 0.0219(3) Uani 1.000000 .
F4 F 1.24076(19) 0.44656(13) 0.73780(7) 0.0211(3) Uani 1.000000 .
F5 F 0.9017(2) 0.02731(13) 0.81338(6) 0.0222(3) Uani 1.000000 .
F6 F 0.8457(2) -0.14885(13) 0.90107(7) 0.0226(3) Uani 1.000000 .
F7 F 0.6912(2) 0.11397(13) 1.04981(6) 0.0212(3) Uani 1.000000 .
F8 F 0.7592(2) 0.29211(12) 0.96354(6) 0.0188(3) Uani 1.000000 .
C13 C 0.9294(3) 0.4574(2) 0.74982(11) 0.0141(5) Uani 1.000000 .
C14 C 0.7551(3) 0.4105(2) 0.77838(11) 0.0142(5) Uani 1.000000 .
C15 C 0.7253(3) 0.3176(2) 0.82215(11) 0.0141(5) Uani 1.000000 .
C16 C 0.8646(3) 0.2642(2) 0.83792(11) 0.0143(5) Uani 1.000000 .
C17 C 1.0375(3) 0.3092(2) 0.80717(11) 0.0159(5) Uani 1.000000 .
C18 C 1.0702(3) 0.4045(2) 0.76476(11) 0.0150(5) Uani 1.000000 .
C19 C 0.8312(3) 0.1654(2) 0.88571(11) 0.0133(5) Uani 1.000000 .
C20 C 0.8522(3) 0.0509(2) 0.87213(11) 0.0155(5) Uani 1.000000 .
C21 C 0.8207(3) -0.0411(2) 0.91650(12) 0.0154(5) Uani 1.000000 .
C22 C 0.7645(3) -0.0219(2) 0.97700(11) 0.0149(5) Uani 1.000000 .
C23 C 0.7447(3) 0.0916(2) 0.99162(11) 0.0155(5) Uani 1.000000 .
C24 C 0.7783(3) 0.1830(2) 0.94705(11) 0.0138(5) Uani 1.000000 .
Br3 Br 0.63480(3) 0.14010(2) 0.587331(11) 0.01752(6) Uani 1.000000 .
Br4 Br 0.24171(4) -0.54179(2) 0.960109(11) 0.01979(7) Uani 1.000000 .
F9 F 0.4995(2) 0.16644(12) 0.72048(7) 0.0224(3) Uani 1.000000 .
F10 F 0.4144(2) 0.00301(13) 0.81425(6) 0.0219(3) Uani 1.000000 .
F11 F 0.5219(2) -0.29815(12) 0.67876(7) 0.0204(3) Uani 1.000000 .
F12 F 0.6189(2) -0.13274(13) 0.58646(7) 0.0230(3) Uani 1.000000 .
F13 F 0.1164(2) -0.21013(13) 0.81548(7) 0.0186(3) Uani 1.000000 .
F14 F 0.0181(2) -0.37998(14) 0.90546(7) 0.0226(3) Uani 1.000000 .
F15 F 0.6110(2) -0.45304(13) 0.88652(7) 0.0207(3) Uani 1.000000 .
F16 F 0.70496(19) -0.28669(13) 0.79382(6) 0.0187(3) Uani 1.000000 .
C25 C 0.5636(3) 0.0211(2) 0.65114(11) 0.0149(5) Uani 1.000000 .
C26 C 0.5077(3) 0.0519(2) 0.70967(12) 0.0157(5) Uani 1.000000 .
C27 C 0.4611(3) -0.0329(2) 0.75781(11) 0.0153(5) Uani 1.000000 .
C28 C 0.4644(3) -0.1528(2) 0.74962(11) 0.0137(5) Uani 1.000000 .
C29 C 0.5180(3) -0.1835(2) 0.69022(11) 0.0148(5) Uani 1.000000 .
C30 C 0.5677(3) -0.0979(2) 0.64226(11) 0.0148(5) Uani 1.000000 .
C31 C 0.4126(3) -0.2447(2) 0.80083(11) 0.0142(5) Uani 1.000000 .
C32 C 0.2394(3) -0.2705(2) 0.83169(11) 0.0142(5) Uani 1.000000 .
C33 C 0.1884(3) -0.3580(2) 0.87830(11) 0.0157(5) Uani 1.000000 .
C34 C 0.3112(3) -0.4225(2) 0.89717(11) 0.0142(5) Uani 1.000000 .
C35 C 0.4863(3) -0.3957(2) 0.86817(11) 0.0153(5) Uani 1.000000 .
C36 C 0.5342(3) -0.3101(2) 0.82081(11) 0.0139(5) Uani 1.000000 .
N1 N 1.0537(3) 0.82707(18) 0.63280(10) 0.0178(5) Uani 1.000000 .
N2 N 1.2835(3) 1.64053(18) 0.48963(10) 0.0176(4) Uani 1.000000 .
C1 C 1.1505(3) 1.2090(2) 0.59117(12) 0.0160(5) Uani 1.000000 .
H1 H 1.1226(3) 1.2577(2) 0.62398(12) 0.0192(6) Uiso 1.000000 R
C2 C 1.2148(3) 1.2647(2) 0.53708(11) 0.0154(5) Uani 1.000000 .
H2 H 1.2475(3) 1.2162(2) 0.50513(11) 0.0184(6) Uiso 1.000000 R
C3 C 1.1190(3) 1.0781(2) 0.60415(11) 0.0149(5) Uani 1.000000 .
C4 C 1.0527(3) 1.0298(2) 0.66316(12) 0.0171(5) Uani 1.000000 .
H4 H 1.0277(3) 1.0816(2) 0.69493(12) 0.0205(6) Uiso 1.000000 R
C5 C 1.0236(4) 0.9064(2) 0.67537(12) 0.0188(5) Uani 1.000000 .
H5 H 0.9799(4) 0.8762(2) 0.71607(12) 0.0225(6) Uiso 1.000000 R
C6 C 1.1164(3) 0.8738(2) 0.57620(12) 0.0177(5) Uani 1.000000 .
H6 H 1.1389(3) 0.8195(2) 0.54523(12) 0.0213(6) Uiso 1.000000 R
C7 C 1.1504(3) 0.9957(2) 0.55984(11) 0.0151(5) Uani 1.000000 .
H7 H 1.1948(3) 1.0232(2) 0.51880(11) 0.0181(6) Uiso 1.000000 R
C8 C 1.2401(3) 1.3942(2) 0.52216(11) 0.0144(5) Uani 1.000000 .
C9 C 1.2707(3) 1.4352(2) 0.46023(12) 0.0180(5) Uani 1.000000 .
H9 H 1.2775(3) 1.3797(2) 0.42750(12) 0.0216(6) Uiso 1.000000 R
C10 C 1.2912(4) 1.5562(2) 0.44645(12) 0.0209(6) Uani 1.000000 .
H10 H 1.3120(4) 1.5816(2) 0.40372(12) 0.0251(7) Uiso 1.000000 R
C11 C 1.2550(4) 1.6010(2) 0.54929(12) 0.0209(6) Uani 1.000000 .
H11 H 1.2488(4) 1.6586(2) 0.58099(12) 0.0251(7) Uiso 1.000000 R
C12 C 1.2340(4) 1.4814(2) 0.56749(12) 0.0200(6) Uani 1.000000 .
H12 H 1.2155(4) 1.4588(2) 0.61067(12) 0.0240(7) Uiso 1.000000 R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C14 C13 Br1 120.84(18) . . ?
C18 C13 Br1 121.17(18) . . ?
C18 C13 C14 117.9(2) . . ?
C13 C14 F1 120.3(2) . . ?
C15 C14 F1 118.9(2) . . ?
C15 C14 C13 120.8(2) . . ?
C14 C15 F2 118.6(2) . . ?
C16 C15 F2 119.4(2) . . ?
C16 C15 C14 122.0(2) . . ?
C17 C16 C15 116.7(2) . . ?
C19 C16 C15 121.4(2) . . ?
C19 C16 C17 122.0(2) . . ?
C16 C17 F3 119.5(2) . . ?
C18 C17 F3 118.8(2) . . ?
C18 C17 C16 121.7(2) . . ?
C13 C18 F4 119.8(2) . . ?
C17 C18 F4 119.3(2) . . ?
C17 C18 C13 120.8(2) . . ?
C20 C19 C16 122.3(2) . . ?
C24 C19 C16 121.4(2) . . ?
C24 C19 C20 116.3(2) . . ?
C19 C20 F5 119.4(2) . . ?
C21 C20 F5 118.3(2) . . ?
C21 C20 C19 122.3(2) . . ?
C20 C21 F6 119.7(2) . . ?
C22 C21 F6 120.1(2) . . ?
C22 C21 C20 120.2(2) . . ?
C21 C22 Br2 120.60(18) . . ?
C23 C22 Br2 121.01(18) . . ?
C23 C22 C21 118.4(2) . . ?
C22 C23 F7 120.2(2) . . ?
C24 C23 F7 119.1(2) . . ?
C24 C23 C22 120.8(2) . . ?
C19 C24 F8 119.3(2) . . ?
C23 C24 F8 118.7(2) . . ?
C23 C24 C19 122.0(2) . . ?
C26 C25 Br3 120.14(18) . . ?
C30 C25 Br3 122.03(18) . . ?
C30 C25 C26 117.8(2) . . ?
C25 C26 F9 120.1(2) . . ?
C27 C26 F9 118.8(2) . . ?
C27 C26 C25 121.1(2) . . ?
C26 C27 F10 118.6(2) . . ?
C28 C27 F10 119.6(2) . . ?
C28 C27 C26 121.8(2) . . ?
C29 C28 C27 116.7(2) . . ?
C31 C28 C27 122.1(2) . . ?
C31 C28 C29 121.2(2) . . ?
C28 C29 F11 119.9(2) . . ?
C30 C29 F11 118.6(2) . . ?
C30 C29 C28 121.5(2) . . ?
C25 C30 F12 120.2(2) . . ?
C29 C30 F12 118.7(2) . . ?
C29 C30 C25 121.1(2) . . ?
C32 C31 C28 121.7(2) . . ?
C36 C31 C28 121.9(2) . . ?
C36 C31 C32 116.4(2) . . ?
C31 C32 F13 119.7(2) . . ?
C33 C32 F13 118.3(2) . . ?
C33 C32 C31 122.0(2) . . ?
C32 C33 F14 119.1(2) . . ?
C34 C33 F14 120.4(2) . . ?
C34 C33 C32 120.6(2) . . ?
C33 C34 Br4 120.61(18) . . ?
C35 C34 Br4 121.16(19) . . ?
C35 C34 C33 118.2(2) . . ?
C34 C35 F15 120.0(2) . . ?
C36 C35 F15 119.3(2) . . ?
C36 C35 C34 120.7(2) . . ?
C31 C36 F16 119.0(2) . . ?
C35 C36 F16 119.0(2) . . ?
C35 C36 C31 122.0(2) . . ?
C6 N1 C5 116.2(2) . . ?
C11 N2 C10 116.0(2) . . ?
C2 C1 H1 117.44(15) . . ?
C3 C1 H1 117.44(14) . . ?
C3 C1 C2 125.1(2) . . ?
H2 C2 C1 116.96(15) . . ?
C8 C2 C1 126.1(2) . . ?
C8 C2 H2 116.96(13) . . ?
C4 C3 C1 120.1(2) . . ?
C7 C3 C1 123.4(2) . . ?
C7 C3 C4 116.5(2) . . ?
H4 C4 C3 119.98(15) . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 119.98(15) . . ?
C4 C5 N1 123.5(2) . . ?
H5 C5 N1 118.23(14) . . ?
H5 C5 C4 118.23(15) . . ?
H6 C6 N1 117.83(14) . . ?
C7 C6 N1 124.3(2) . . ?
C7 C6 H6 117.83(15) . . ?
C6 C7 C3 119.4(2) . . ?
H7 C7 C3 120.29(14) . . ?
H7 C7 C6 120.29(15) . . ?
C9 C8 C2 120.2(2) . . ?
C12 C8 C2 123.2(2) . . ?
C12 C8 C9 116.6(2) . . ?
H9 C9 C8 120.08(15) . . ?
C10 C9 C8 119.8(2) . . ?
C10 C9 H9 120.08(15) . . ?
C9 C10 N2 124.0(2) . . ?
H10 C10 N2 117.98(14) . . ?
H10 C10 C9 117.98(15) . . ?
H11 C11 N2 118.06(14) . . ?
C12 C11 N2 123.9(2) . . ?
C12 C11 H11 118.06(15) . . ?
C11 C12 C8 119.6(2) . . ?
H12 C12 C8 120.19(14) . . ?
H12 C12 C11 120.19(15) . . ?
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 C13 1.878(2) . ?
Br2 C22 1.868(2) . ?
F1 C14 1.338(3) . ?
F2 C15 1.342(3) . ?
F3 C17 1.342(3) . ?
F4 C18 1.341(3) . ?
F5 C20 1.348(3) . ?
F6 C21 1.337(3) . ?
F7 C23 1.343(3) . ?
F8 C24 1.340(3) . ?
C13 C14 1.384(3) . ?
C13 C18 1.388(3) . ?
C14 C15 1.377(3) . ?
C15 C16 1.386(3) . ?
C16 C17 1.394(3) . ?
C16 C19 1.482(3) . ?
C17 C18 1.376(3) . ?
C19 C20 1.391(3) . ?
C19 C24 1.390(3) . ?
C20 C21 1.377(3) . ?
C21 C22 1.385(3) . ?
C22 C23 1.381(3) . ?
C23 C24 1.375(3) . ?
Br3 C25 1.879(2) . ?
Br4 C34 1.867(2) . ?
F9 C26 1.345(3) . ?
F10 C27 1.342(3) . ?
F11 C29 1.339(3) . ?
F12 C30 1.338(3) . ?
F13 C32 1.341(3) . ?
F14 C33 1.343(3) . ?
F15 C35 1.338(3) . ?
F16 C36 1.343(3) . ?
C25 C26 1.386(3) . ?
C25 C30 1.380(3) . ?
C26 C27 1.379(3) . ?
C27 C28 1.387(3) . ?
C28 C29 1.396(3) . ?
C28 C31 1.479(3) . ?
C29 C30 1.383(3) . ?
C31 C32 1.393(3) . ?
C31 C36 1.395(3) . ?
C32 C33 1.376(3) . ?
C33 C34 1.388(3) . ?
C34 C35 1.386(3) . ?
C35 C36 1.373(3) . ?
N1 C5 1.342(3) . ?
N1 C6 1.339(3) . ?
N2 C10 1.341(3) . ?
N2 C11 1.339(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.330(3) . ?
C1 C3 1.468(3) . ?
C2 H2 0.9500 . ?
C2 C8 1.468(3) . ?
C3 C4 1.397(3) . ?
C3 C7 1.395(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.383(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.390(3) . ?
C8 C12 1.393(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.375(4) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.383(3) . ?
C12 H12 0.9500 . ?
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 C13 C14 F1 5.6(2) . . . . ?
Br1 C13 C14 C15 -174.96(19) . . . . ?
Br1 C13 C18 F4 -2.9(2) . . . . ?
Br1 C13 C18 C17 176.89(19) . . . . ?
Br2 C22 C21 F6 -2.2(2) . . . . ?
Br2 C22 C21 C20 178.25(19) . . . . ?
Br2 C22 C23 F7 0.9(2) . . . . ?
Br2 C22 C23 C24 -178.86(19) . . . . ?
F1 C14 C13 C18 -176.8(2) . . . . ?
F1 C14 C15 F2 -1.7(2) . . . . ?
F1 C14 C15 C16 177.1(2) . . . . ?
F2 C15 C14 C13 178.9(2) . . . . ?
F2 C15 C16 C17 178.8(2) . . . . ?
F2 C15 C16 C19 -2.0(3) . . . . ?
F3 C17 C16 C15 179.4(2) . . . . ?
F3 C17 C16 C19 0.1(3) . . . . ?
F3 C17 C18 F4 0.7(3) . . . . ?
F3 C17 C18 C13 -179.1(2) . . . . ?
F4 C18 C13 C14 179.5(2) . . . . ?
F4 C18 C17 C16 178.1(2) . . . . ?
F5 C20 C19 C16 -1.0(3) . . . . ?
F5 C20 C19 C24 179.5(2) . . . . ?
F5 C20 C21 F6 2.2(3) . . . . ?
F5 C20 C21 C22 -178.3(2) . . . . ?
F6 C21 C20 C19 -179.0(2) . . . . ?
F6 C21 C22 C23 178.4(2) . . . . ?
F7 C23 C22 C21 -179.7(2) . . . . ?
F7 C23 C24 F8 1.0(2) . . . . ?
F7 C23 C24 C19 -179.0(2) . . . . ?
F8 C24 C19 C16 -0.8(3) . . . . ?
F8 C24 C19 C20 178.7(2) . . . . ?
F8 C24 C23 C22 -179.3(2) . . . . ?
C13 C14 C15 C16 -2.3(3) . . . . ?
C13 C18 C17 C16 -1.7(3) . . . . ?
C14 C15 C16 C17 -0.0(3) . . . . ?
C14 C15 C16 C19 179.2(2) . . . . ?
C15 C16 C17 C18 2.0(3) . . . . ?
C15 C16 C19 C20 122.7(2) . . . . ?
C15 C16 C19 C24 -57.8(3) . . . . ?
C16 C19 C20 C21 -179.8(2) . . . . ?
C16 C19 C24 C23 179.2(2) . . . . ?
C19 C20 C21 C22 0.6(3) . . . . ?
C19 C24 C23 C22 0.7(3) . . . . ?
C20 C21 C22 C23 -1.1(3) . . . . ?
C21 C22 C23 C24 0.5(3) . . . . ?
Br3 C25 C26 F9 1.7(2) . . . . ?
Br3 C25 C26 C27 -177.76(19) . . . . ?
Br3 C25 C30 F12 -1.7(2) . . . . ?
Br3 C25 C30 C29 178.80(19) . . . . ?
Br4 C34 C33 F14 0.5(2) . . . . ?
Br4 C34 C33 C32 -179.70(18) . . . . ?
Br4 C34 C35 F15 -2.1(2) . . . . ?
Br4 C34 C35 C36 178.33(19) . . . . ?
F9 C26 C25 C30 -179.3(2) . . . . ?
F9 C26 C27 F10 -1.8(3) . . . . ?
F9 C26 C27 C28 179.3(2) . . . . ?
F10 C27 C26 C25 177.6(2) . . . . ?
F10 C27 C28 C29 -178.7(2) . . . . ?
F10 C27 C28 C31 1.8(3) . . . . ?
F11 C29 C28 C27 -179.1(2) . . . . ?
F11 C29 C28 C31 0.4(3) . . . . ?
F11 C29 C30 F12 -0.4(3) . . . . ?
F11 C29 C30 C25 179.1(2) . . . . ?
F12 C30 C25 C26 179.4(2) . . . . ?
F12 C30 C29 C28 179.6(2) . . . . ?
F13 C32 C31 C28 -0.8(3) . . . . ?
F13 C32 C31 C36 179.2(2) . . . . ?
F13 C32 C33 F14 0.3(2) . . . . ?
F13 C32 C33 C34 -179.5(2) . . . . ?
F14 C33 C32 C31 -178.9(2) . . . . ?
F14 C33 C34 C35 -179.3(2) . . . . ?
F15 C35 C34 C33 177.8(2) . . . . ?
F15 C35 C36 F16 0.5(2) . . . . ?
F15 C35 C36 C31 -178.1(2) . . . . ?
F16 C36 C31 C28 1.7(3) . . . . ?
F16 C36 C31 C32 -178.3(2) . . . . ?
F16 C36 C35 C34 -179.9(2) . . . . ?
C25 C26 C27 C28 -1.3(3) . . . . ?
C25 C30 C29 C28 -0.9(3) . . . . ?
C26 C27 C28 C29 0.2(3) . . . . ?
C26 C27 C28 C31 -179.3(2) . . . . ?
C27 C28 C29 C30 0.8(3) . . . . ?
C27 C28 C31 C32 55.1(3) . . . . ?
C27 C28 C31 C36 -124.9(2) . . . . ?
C28 C31 C32 C33 178.4(2) . . . . ?
C28 C31 C36 C35 -179.7(2) . . . . ?
C31 C32 C33 C34 1.3(3) . . . . ?
C31 C36 C35 C34 1.5(3) . . . . ?
C32 C33 C34 C35 0.5(3) . . . . ?
C33 C34 C35 C36 -1.8(3) . . . . ?
N1 C5 C4 C3 -0.7(3) . . . . ?
N1 C6 C7 C3 0.1(3) . . . . ?
N2 C10 C9 C8 -0.0(3) . . . . ?
N2 C11 C12 C8 -0.7(3) . . . . ?
C1 C2 C8 C9 -166.6(3) . . . . ?
C1 C2 C8 C12 13.0(3) . . . . ?
C1 C3 C4 C5 -179.9(2) . . . . ?
C1 C3 C7 C6 -179.8(2) . . . . ?
C2 C8 C9 C10 178.9(2) . . . . ?
C2 C8 C12 C11 -178.6(2) . . . . ?
