#------------------------------------------------------------------------------
#$Date: 2025-08-20 20:34:49 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301835 $
#$URL: svn://www.crystallography.net/cod/cif/4/13/44/4134420.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_4134420
loop_
_publ_author_name
'Hermann, Alexander'
'Arrowsmith, Merle'
'Trujillo-Gonzalez, Daniel E'
'Jiménez-Halla, J Oscar C'
'Vargas, Alfredo'
'Braunschweig, Holger'
_publ_section_title
;
 Trapping of a Borirane Intermediate in the Reductive Coupling of an
 Arylborane to a Diborene.
;
_journal_issue                   12
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5562
_journal_page_last               5567
_journal_paper_doi               10.1021/jacs.0c02306
_journal_volume                  142
_journal_year                    2020
_chemical_formula_moiety         'C17 H19 B Br2 F6 N2'
_chemical_formula_sum            'C17 H19 B Br2 F6 N2'
_chemical_formula_weight         535.97
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 104.595(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.566(3)
_cell_length_b                   8.2909(8)
_cell_length_c                   20.179(4)
_cell_measurement_reflns_used    9884
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.73
_cell_measurement_theta_min      2.99
_cell_volume                     2034.5(7)
_computing_cell_refinement       'Saint+ ver. V8.37A (Bruker AXS)'
_computing_data_collection       'APEX2 ver. 2014.9 (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. V8.37A (Bruker AXS)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector (Apex2)'
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            27240
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.018
_diffrn_reflns_theta_min         2.086
_diffrn_source                   'rotating-anode (Nonius FR-591)'
_exptl_absorpt_coefficient_mu    4.043
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SadAbs 2016/2 (Bruker AXS)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.239
_exptl_crystal_size_min          0.164
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4007
_refine_ls_number_restraints     229
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0206
_refine_ls_R_factor_gt           0.0179
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0182P)²+0.9413P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0436
_refine_ls_wR_factor_ref         0.0446
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3704
_reflns_number_total             4007
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c02306_si_006.cif
_cod_data_source_block           test_a
_cod_depositor_comments
'Adding full bibliography for 4134419--4134425.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4134420
_shelx_shelxl_version_number     2016/6
_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_min   0.431
_shelx_estimated_absorpt_t_max   0.557
loop_
_space_group_symop_operation_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_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 0.45477(2) 0.32309(2) 0.55168(2) 0.01645(5) Uani 1 1 d . . . . .
B1 B 0.42901(14) 0.4593(2) 0.63095(9) 0.0128(3) Uani 1 1 d . . . . .
N1 N 0.43431(10) 0.77162(15) 0.59850(6) 0.0126(3) Uani 1 1 d . . . . .
C1 C 0.30216(12) 0.45809(18) 0.63386(8) 0.0137(3) Uani 1 1 d . . . . .
Br2 Br 0.50676(2) 0.34538(2) 0.72144(2) 0.01851(5) Uani 1 1 d . . . . .
N2 N 0.59486(11) 0.66632(14) 0.63910(7) 0.0128(3) Uani 1 1 d . . . . .
C2 C 0.21997(13) 0.37577(19) 0.58696(8) 0.0169(3) Uani 1 1 d . . . . .
H2 H 0.237164 0.323688 0.549022 0.020 Uiso 1 1 calc R U . . .
C3 C 0.11292(14) 0.3683(2) 0.59457(9) 0.0220(4) Uani 1 1 d . . . . .
C4 C 0.08494(14) 0.4432(2) 0.64879(10) 0.0232(4) Uani 1 1 d . . . . .
H4 H 0.011842 0.437684 0.653768 0.028 Uiso 1 1 calc R U . . .
C5 C 0.16541(13) 0.52695(19) 0.69596(9) 0.0197(3) Uani 1 1 d . . . . .
C6 C 0.27274(13) 0.53319(18) 0.68906(8) 0.0159(3) Uani 1 1 d . . . . .
H6 H 0.327134 0.589292 0.722306 0.019 Uiso 1 1 calc R U . . .
C7 C 0.02694(15) 0.2735(2) 0.54451(11) 0.0329(4) Uani 1 1 d . U . . .
C8 C 0.13515(15) 0.6058(2) 0.75536(11) 0.0280(4) Uani 1 1 d . U . . .
C9 C 0.48596(12) 0.63208(18) 0.62352(8) 0.0118(3) Uani 1 1 d . . . . .
C10 C 0.51091(13) 0.89230(18) 0.60105(8) 0.0157(3) Uani 1 1 d . . . . .
H10 H 0.495951 1.001502 0.587667 0.019 Uiso 1 1 calc R U . . .
C11 C 0.61050(14) 0.82634(18) 0.62601(8) 0.0158(3) Uani 1 1 d . . . . .
H11 H 0.679205 0.880214 0.633304 0.019 Uiso 1 1 calc R U . . .
C12 C 0.31537(13) 0.79990(19) 0.56691(8) 0.0152(3) Uani 1 1 d . . . . .
H12 H 0.276455 0.693713 0.562383 0.018 Uiso 1 1 calc R U . . .
C13 C 0.26719(14) 0.9083(2) 0.61273(9) 0.0229(4) Uani 1 1 d . . . . .
H13A H 0.188078 0.921360 0.592764 0.034 Uiso 1 1 calc R U . . .
H13B H 0.303088 1.014078 0.616714 0.034 Uiso 1 1 calc R U . . .
H13C H 0.279352 0.859430 0.658239 0.034 Uiso 1 1 calc R U . . .
C14 C 0.30018(14) 0.8718(2) 0.49547(8) 0.0198(3) Uani 1 1 d . . . . .
H14A H 0.221504 0.882584 0.473565 0.030 Uiso 1 1 calc R U . . .
H14B H 0.334200 0.800758 0.467858 0.030 Uiso 1 1 calc R U . . .
H14C H 0.335071 0.978273 0.499135 0.030 Uiso 1 1 calc R U . . .
C15 C 0.68922(12) 0.55451(19) 0.66254(8) 0.0154(3) Uani 1 1 d . . . . .
H15 H 0.659456 0.444512 0.667430 0.019 Uiso 1 1 calc R U . . .
C16 C 0.75587(14) 0.5457(2) 0.60947(9) 0.0246(4) Uani 1 1 d . . . . .
H16A H 0.813182 0.463351 0.623052 0.037 Uiso 1 1 calc R U . . .
H16B H 0.790097 0.650651 0.606247 0.037 Uiso 1 1 calc R U . . .
H16C H 0.707361 0.517412 0.564860 0.037 Uiso 1 1 calc R U . . .
C17 C 0.75742(14) 0.6080(2) 0.73237(9) 0.0237(4) Uani 1 1 d . . . . .
H17A H 0.812953 0.525796 0.750991 0.036 Uiso 1 1 calc R U . . .
H17B H 0.709380 0.622347 0.763379 0.036 Uiso 1 1 calc R U . . .
H17C H 0.793929 0.710348 0.727797 0.036 Uiso 1 1 calc R U . . .
F1_1 F 0.0517(6) 0.2581(15) 0.4827(4) 0.0439(15) Uani 0.57(3) 1 d . U P A 1
F2_1 F 0.0069(9) 0.1328(12) 0.5637(6) 0.0436(17) Uani 0.57(3) 1 d . U P A 1
F3_1 F -0.0703(10) 0.3601(15) 0.5296(6) 0.0320(15) Uani 0.57(3) 1 d . U P A 1
F1_11 F 0.0630(7) 0.2013(17) 0.4963(6) 0.0482(17) Uani 0.43(3) 1 d . U P A 2
F2_11 F -0.0638(15) 0.3457(19) 0.5167(8) 0.033(2) Uani 0.43(3) 1 d . U P A 2
F3_11 F -0.0045(12) 0.1416(18) 0.5819(7) 0.046(2) Uani 0.43(3) 1 d . U P A 2
F1_2 F 0.2195(7) 0.6878(5) 0.7972(4) 0.0304(13) Uani 0.584(3) 1 d . U P B 1
F2_2 F 0.1062(3) 0.4948(6) 0.7985(3) 0.0342(11) Uani 0.584(3) 1 d . U P B 1
F3_2 F 0.0535(4) 0.7070(6) 0.7382(2) 0.0407(12) Uani 0.584(3) 1 d . U P B 1
F1_21 F 0.0649(6) 0.5208(10) 0.7790(4) 0.0382(15) Uani 0.275(3) 1 d . U P B 2
F2_21 F 0.0787(9) 0.7531(11) 0.7327(7) 0.0389(18) Uani 0.275(3) 1 d . U P B 2
F3_21 F 0.2223(15) 0.6439(13) 0.8048(9) 0.033(2) Uani 0.275(3) 1 d . U P B 2
F1_22 F 0.0243(12) 0.6470(17) 0.7388(9) 0.035(2) Uani 0.141(3) 1 d . U P B 3
F2_22 F 0.1419(13) 0.502(3) 0.8057(11) 0.032(2) Uani 0.141(3) 1 d . U P B 3
F3_22 F 0.1943(13) 0.7311(18) 0.7782(8) 0.035(2) Uani 0.141(3) 1 d . U P B 3
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
Br Br -0.2901 2.4595 '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
0.00 1.00 0.00 0.1330
0.00 -1.00 -1.00 0.0940
0.00 1.00 1.00 0.1450
0.00 0.00 1.00 0.0590
0.00 0.00 -1.00 0.1260
0.00 -1.00 1.00 0.0870
0.00 1.00 -1.00 0.1160
-1.00 -1.00 -1.00 0.1080
1.00 1.00 1.00 0.1450
1.00 -1.00 0.00 0.1140
-1.00 1.00 0.00 0.1120
1.00 0.00 -1.00 0.1060
-1.00 0.00 1.00 0.0450
1.00 0.00 -2.00 0.0820
-1.00 0.00 2.00 0.0350
-1.00 0.00 -2.00 0.1180
2.00 -1.00 1.00 0.0980
2.00 1.00 0.00 0.1350
1.00 0.00 1.00 0.0790
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
C1 B1 C9 118.15(13) . . ?
C1 B1 Br1 112.19(11) . . ?
C9 B1 Br1 104.71(10) . . ?
C1 B1 Br2 102.52(10) . . ?
C9 B1 Br2 111.27(11) . . ?
Br1 B1 Br2 107.77(8) . . ?
C9 N1 C10 109.86(13) . . ?
C9 N1 C12 128.81(13) . . ?
C10 N1 C12 121.16(12) . . ?
C2 C1 C6 117.28(14) . . ?
C2 C1 B1 123.39(14) . . ?
C6 C1 B1 119.15(14) . . ?
C9 N2 C11 110.01(13) . . ?
C9 N2 C15 128.44(13) . . ?
C11 N2 C15 121.43(13) . . ?
C1 C2 C3 121.25(16) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 120.91(16) . . ?
C4 C3 C7 119.06(16) . . ?
C2 C3 C7 120.01(17) . . ?
C3 C4 C5 118.85(15) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C4 C5 C6 120.48(16) . . ?
C4 C5 C8 118.68(15) . . ?
C6 C5 C8 120.82(16) . . ?
C5 C6 C1 121.22(15) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
F2_11 C7 F1_11 108.8(7) . . ?
F2_1 C7 F1_1 107.4(4) . . ?
F2_1 C7 F3_1 108.1(7) . . ?
F1_1 C7 F3_1 104.0(5) . . ?
F2_11 C7 F3_11 104.6(9) . . ?
F1_11 C7 F3_11 103.4(6) . . ?
F2_1 C7 C3 116.0(5) . . ?
F2_11 C7 C3 117.3(7) . . ?
F1_11 C7 C3 114.3(4) . . ?
F1_1 C7 C3 111.9(3) . . ?
F3_1 C7 C3 108.8(5) . . ?
F3_11 C7 C3 106.9(6) . . ?
F3_22 C8 F2_22 109.2(11) . . ?
F1_21 C8 F3_21 111.0(8) . . ?
F3_2 C8 F1_2 106.4(3) . . ?
F3_2 C8 F2_2 106.4(3) . . ?
F1_2 C8 F2_2 103.3(3) . . ?
F3_22 C8 F1_22 109.8(8) . . ?
F2_22 C8 F1_22 102.2(9) . . ?
F1_21 C8 F2_21 104.5(5) . . ?
F3_21 C8 F2_21 106.8(7) . . ?
F3_22 C8 C5 113.5(7) . . ?
F3_2 C8 C5 114.2(3) . . ?
F1_21 C8 C5 112.8(4) . . ?
F2_22 C8 C5 110.6(9) . . ?
F3_21 C8 C5 112.4(8) . . ?
F1_2 C8 C5 113.6(4) . . ?
F2_2 C8 C5 112.0(3) . . ?
F1_22 C8 C5 110.9(7) . . ?
F2_21 C8 C5 108.8(5) . . ?
N2 C9 N1 105.51(13) . . ?
N2 C9 B1 127.29(13) . . ?
N1 C9 B1 127.17(13) . . ?
C11 C10 N1 107.11(14) . . ?
C11 C10 H10 126.4 . . ?
N1 C10 H10 126.4 . . ?
C10 C11 N2 107.46(14) . . ?
C10 C11 H11 126.3 . . ?
N2 C11 H11 126.3 . . ?
N1 C12 C13 110.09(13) . . ?
N1 C12 C14 109.82(13) . . ?
C13 C12 C14 111.66(13) . . ?
N1 C12 H12 108.4 . . ?
C13 C12 H12 108.4 . . ?
C14 C12 H12 108.4 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C16 110.08(13) . . ?
N2 C15 C17 109.37(13) . . ?
C16 C15 C17 112.69(14) . . ?
N2 C15 H15 108.2 . . ?
C16 C15 H15 108.2 . . ?
C17 C15 H15 108.2 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
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 B1 2.0491(17) . ?
B1 C1 1.610(2) . ?
B1 C9 1.625(2) . ?
B1 Br2 2.0692(18) . ?
N1 C9 1.3600(19) . ?
N1 C10 1.380(2) . ?
N1 C12 1.488(2) . ?
C1 C2 1.391(2) . ?
C1 C6 1.405(2) . ?
N2 C9 1.355(2) . ?
N2 C11 1.3765(19) . ?
N2 C15 1.4853(19) . ?
C2 C3 1.393(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(3) . ?
C3 C7 1.502(3) . ?
C4 C5 1.387(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(2) . ?
C5 C8 1.496(2) . ?
C6 H6 0.9500 . ?
C7 F2_1 1.274(11) . ?
C7 F2_11 1.285(17) . ?
C7 F1_11 1.316(9) . ?
C7 F1_1 1.365(7) . ?
C7 F3_1 1.383(13) . ?
C7 F3_11 1.439(14) . ?
C8 F3_22 1.293(16) . ?
C8 F3_2 1.303(4) . ?
C8 F1_21 1.310(9) . ?
C8 F2_22 1.32(2) . ?
C8 F3_21 1.321(17) . ?
C8 F1_2 1.359(7) . ?
C8 F2_2 1.378(6) . ?
C8 F1_22 1.390(15) . ?
C8 F2_21 1.428(11) . ?
C10 C11 1.342(2) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.520(2) . ?
C12 C14 1.527(2) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.518(2) . ?
C15 C17 1.519(2) . ?
C15 H15 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
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
C9 B1 C1 C2 120.96(16) . . . . ?
Br1 B1 C1 C2 -0.99(19) . . . . ?
Br2 B1 C1 C2 -116.34(14) . . . . ?
C9 B1 C1 C6 -64.01(19) . . . . ?
Br1 B1 C1 C6 174.03(11) . . . . ?
Br2 B1 C1 C6 58.69(15) . . . . ?
C6 C1 C2 C3 0.0(2) . . . . ?
B1 C1 C2 C3 175.09(15) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C1 C2 C3 C7 -177.81(16) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
C7 C3 C4 C5 178.26(16) . . . . ?
C3 C4 C5 C6 -0.8(2) . . . . ?
C3 C4 C5 C8 -179.00(16) . . . . ?
C4 C5 C6 C1 1.2(2) . . . . ?
C8 C5 C6 C1 179.34(15) . . . . ?
C2 C1 C6 C5 -0.8(2) . . . . ?
B1 C1 C6 C5 -176.09(14) . . . . ?
C4 C3 C7 F2_1 -79.0(6) . . . . ?
C2 C3 C7 F2_1 99.2(6) . . . . ?
C4 C3 C7 F2_11 53.5(9) . . . . ?
C2 C3 C7 F2_11 -128.3(9) . . . . ?
C4 C3 C7 F1_11 -177.4(8) . . . . ?
C2 C3 C7 F1_11 0.9(8) . . . . ?
C4 C3 C7 F1_1 157.3(6) . . . . ?
C2 C3 C7 F1_1 -24.4(6) . . . . ?
C4 C3 C7 F3_1 43.0(6) . . . . ?
C2 C3 C7 F3_1 -138.8(6) . . . . ?
C4 C3 C7 F3_11 -63.5(7) . . . . ?
C2 C3 C7 F3_11 114.7(7) . . . . ?
C4 C5 C8 F3_22 -151.9(7) . . . . ?
C6 C5 C8 F3_22 29.9(7) . . . . ?
C4 C5 C8 F3_2 -56.1(3) . . . . ?
C6 C5 C8 F3_2 125.7(3) . . . . ?
C4 C5 C8 F1_21 37.0(4) . . . . ?
C6 C5 C8 F1_21 -141.2(4) . . . . ?
C4 C5 C8 F2_22 85.0(8) . . . . ?
C6 C5 C8 F2_22 -93.2(8) . . . . ?
C4 C5 C8 F3_21 163.4(6) . . . . ?
C6 C5 C8 F3_21 -14.8(6) . . . . ?
C4 C5 C8 F1_2 -178.4(3) . . . . ?
C6 C5 C8 F1_2 3.5(4) . . . . ?
C4 C5 C8 F2_2 65.0(3) . . . . ?
C6 C5 C8 F2_2 -113.1(3) . . . . ?
C4 C5 C8 F1_22 -27.7(6) . . . . ?
C6 C5 C8 F1_22 154.1(6) . . . . ?
C4 C5 C8 F2_21 -78.6(4) . . . . ?
C6 C5 C8 F2_21 103.3(4) . . . . ?
C11 N2 C9 N1 1.92(17) . . . . ?
C15 N2 C9 N1 -174.18(14) . . . . ?
C11 N2 C9 B1 -179.77(14) . . . . ?
C15 N2 C9 B1 4.1(2) . . . . ?
C10 N1 C9 N2 -2.17(16) . . . . ?
C12 N1 C9 N2 173.12(14) . . . . ?
C10 N1 C9 B1 179.52(14) . . . . ?
C12 N1 C9 B1 -5.2(2) . . . . ?
C1 B1 C9 N2 159.86(15) . . . . ?
Br1 B1 C9 N2 -74.45(17) . . . . ?
Br2 B1 C9 N2 41.70(19) . . . . ?
C1 B1 C9 N1 -22.2(2) . . . . ?
Br1 B1 C9 N1 103.50(15) . . . . ?
Br2 B1 C9 N1 -140.35(13) . . . . ?
C9 N1 C10 C11 1.63(18) . . . . ?
C12 N1 C10 C11 -174.09(13) . . . . ?
N1 C10 C11 N2 -0.40(18) . . . . ?
C9 N2 C11 C10 -0.96(18) . . . . ?
C15 N2 C11 C10 175.46(14) . . . . ?
C9 N1 C12 C13 113.16(17) . . . . ?
C10 N1 C12 C13 -72.01(18) . . . . ?
C9 N1 C12 C14 -123.51(16) . . . . ?
C10 N1 C12 C14 51.32(18) . . . . ?
C9 N2 C15 C16 115.55(17) . . . . ?
C11 N2 C15 C16 -60.16(19) . . . . ?
C9 N2 C15 C17 -120.13(17) . . . . ?
C11 N2 C15 C17 64.17(18) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168336286
