#------------------------------------------------------------------------------
#$Date: 2024-10-06 11:17:13 +0200 (Sun 06 de Oct de 2024) $
#$Revision: 295333 $
#$URL: svn://www.crystallography.net/cod/cif/7/16/01/7160108.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_7160108
loop_
_publ_author_name
'Alkaş, Adil'
'Kofsky, Joshua M.'
'Sullivan, Em C.'
'Nebel, Daisy'
'Robertson, Katherine N.'
'Capicciotti, Chantelle J.'
'Jakeman, David L.'
'Johnson, Erin R.'
'Thompson, Alison'
_publ_section_title
;
 BODIPYs α-appended with distyryl-linked aryl bisboronic acids:
 single-step cell staining and turn-on fluorescence binding with
 D-glucose.
;
_journal_issue                   36
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              7448
_journal_page_last               7459
_journal_paper_doi               10.1039/d4ob01013b
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C31 H29 B Br2 F2 N2, C H2 Cl2'
_chemical_formula_sum            'C32 H31 B Br2 Cl2 F2 N2'
_chemical_formula_weight         723.12
_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 space'
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-01-28 deposited with the CCDC.	2024-08-13 downloaded from the CCDC.
;
_cell_angle_alpha                109.188(2)
_cell_angle_beta                 114.3958(14)
_cell_angle_gamma                95.4451(15)
_cell_formula_units_Z            2
_cell_length_a                   10.9103(4)
_cell_length_b                   12.9379(5)
_cell_length_c                   13.0853(6)
_cell_measurement_reflns_used    9909
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      31.3960
_cell_measurement_theta_min      2.3550
_cell_volume                     1530.52(11)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker Instrument Service v8.5.0.11 RC8'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_diffrn_ambient_temperature      125(2)
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            114108
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.140
_diffrn_reflns_theta_min         1.870
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    2.861
_exptl_absorpt_correction_T_max  0.5676
_exptl_absorpt_correction_T_min  0.4648
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
;
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_description       plate
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.022
_refine_diff_density_max         0.891
_refine_diff_density_min         -1.270
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     431
_refine_ls_number_reflns         11673
_refine_ls_number_restraints     64
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0356
_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)+(0.0267P)²+1.4214P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0730
_refine_ls_wR_factor_ref         0.0835
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8733
_reflns_number_total             11673
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01013b2.cif
_cod_data_source_block           Compound2_AT006B_AA1
_cod_depositor_comments
'Adding full bibliography for 7160107--7160111.cif.'
_cod_database_code               7160108
_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_min   0.677
_shelx_estimated_absorpt_t_max   0.940
_diffrn_source_source            'microfocus sealed tube'
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 0.64713(2) 0.72171(2) 0.15819(2) 0.02868(5) Uani 1 1 d . . . . .
Br2 Br -0.19244(2) 0.02745(2) 0.16734(2) 0.03437(6) Uani 1 1 d . . . . .
F1 F 0.65976(10) 0.38873(9) 0.66851(10) 0.0219(2) Uani 1 1 d . . . . .
F2 F 0.74801(11) 0.27454(9) 0.55952(9) 0.0234(2) Uani 1 1 d . . . . .
N1 N 0.91037(14) 0.42012(12) 0.76077(13) 0.0178(3) Uani 1 1 d . . . . .
N2 N 0.75659(14) 0.24707(12) 0.73609(13) 0.0174(3) Uani 1 1 d . . . . .
B1 B 0.76480(19) 0.33230(16) 0.67646(17) 0.0179(3) Uani 1 1 d . . . . .
C1 C 0.96233(17) 0.51112(14) 0.74544(16) 0.0186(3) Uani 1 1 d . . . . .
C2 C 1.10046(17) 0.56859(14) 0.84343(16) 0.0197(3) Uani 1 1 d . . . . .
C3 C 1.13280(17) 0.50772(15) 0.91692(16) 0.0207(3) Uani 1 1 d . . . . .
C4 C 1.01442(17) 0.41512(14) 0.86388(15) 0.0190(3) Uani 1 1 d . . . . .
C5 C 0.99459(17) 0.32698(15) 0.89879(16) 0.0198(3) Uani 1 1 d . . . . .
H5 H 1.068725 0.323921 0.968127 0.024 Uiso 1 1 calc R U . . .
C6 C 0.86931(17) 0.24364(14) 0.83480(15) 0.0187(3) Uani 1 1 d . . . . .
C7 C 0.82817(18) 0.14907(15) 0.85706(16) 0.0203(3) Uani 1 1 d . . . . .
C8 C 0.68902(18) 0.09630(14) 0.77253(16) 0.0201(3) Uani 1 1 d . . . . .
C9 C 0.64561(17) 0.15949(14) 0.69817(15) 0.0178(3) Uani 1 1 d . . . . .
C10 C 0.88092(17) 0.53546(14) 0.64113(16) 0.0194(3) Uani 1 1 d . . . . .
H10 H 0.782059 0.508855 0.602731 0.023 Uiso 1 1 calc R U . . .
C11 C 0.93668(18) 0.59368(14) 0.59485(16) 0.0200(3) Uani 1 1 d . . . . .
H11 H 1.035698 0.619957 0.635405 0.024 Uiso 1 1 calc R U . . .
C12 C 0.86215(17) 0.62083(13) 0.48962(16) 0.0183(3) Uani 1 1 d . . . . .
C13 C 0.94083(18) 0.66937(14) 0.44673(16) 0.0201(3) Uani 1 1 d . . . . .
H13 H 1.039510 0.682688 0.486247 0.024 Uiso 1 1 calc R U . . .
C14 C 0.87726(18) 0.69811(15) 0.34807(17) 0.0217(3) Uani 1 1 d . . . . .
H14 H 0.931425 0.730115 0.319291 0.026 Uiso 1 1 calc R U . . .
C15 C 0.73333(18) 0.67957(14) 0.29170(16) 0.0201(3) Uani 1 1 d . . . . .
C16 C 0.65224(18) 0.63306(14) 0.33236(17) 0.0212(3) Uani 1 1 d . . . . .
H16 H 0.553843 0.621661 0.293408 0.025 Uiso 1 1 calc R U . . .
C17 C 0.71679(18) 0.60346(14) 0.43058(17) 0.0207(3) Uani 1 1 d . . . . .
H17 H 0.661771 0.570914 0.458349 0.025 Uiso 1 1 calc R U . . .
C18 C 1.19598(19) 0.67599(15) 0.86957(18) 0.0242(3) Uani 1 1 d . . . . .
H18A H 1.243199 0.723218 0.958989 0.029 Uiso 1 1 calc R U . . .
H18B H 1.139154 0.719142 0.827881 0.029 Uiso 1 1 calc R U . . .
C19 C 1.3072(2) 0.65634(18) 0.8280(2) 0.0311(4) Uani 1 1 d . . . . .
H19A H 1.363617 0.613085 0.868218 0.047 Uiso 1 1 calc R U . . .
H19B H 1.367599 0.729738 0.850410 0.047 Uiso 1 1 calc R U . . .
H19C H 1.261572 0.613624 0.738741 0.047 Uiso 1 1 calc R U . . .
C20 C 1.26574(19) 0.53397(17) 1.03105(17) 0.0265(4) Uani 1 1 d . . . . .
H20A H 1.333281 0.501125 1.009075 0.040 Uiso 1 1 calc R U . . .
H20B H 1.247097 0.501493 1.082773 0.040 Uiso 1 1 calc R U . . .
H20C H 1.304020 0.616498 1.076147 0.040 Uiso 1 1 calc R U . . .
C21 C 0.92224(19) 0.11519(17) 0.95403(18) 0.0260(4) Uani 1 1 d . . . . .
H21A H 0.866824 0.055944 0.960712 0.039 Uiso 1 1 calc R U . . .
H21B H 0.969994 0.181404 1.032905 0.039 Uiso 1 1 calc R U . . .
H21C H 0.991622 0.085992 0.932117 0.039 Uiso 1 1 calc R U . . .
C22 C 0.60584(19) -0.00879(15) 0.76362(19) 0.0248(4) Uani 1 1 d . . . . .
H22A H 0.668661 -0.056646 0.787250 0.030 Uiso 1 1 calc R U . . .
H22B H 0.533518 -0.052804 0.677194 0.030 Uiso 1 1 calc R U . . .
C23 C 0.5351(2) 0.01654(18) 0.8448(2) 0.0320(4) Uani 1 1 d . . . . .
H23A H 0.605956 0.060023 0.930602 0.048 Uiso 1 1 calc R U . . .
H23B H 0.484484 -0.055019 0.836448 0.048 Uiso 1 1 calc R U . . .
H23C H 0.469298 0.060868 0.819434 0.048 Uiso 1 1 calc R U . . .
C24 C 0.51168(17) 0.14462(14) 0.59851(16) 0.0196(3) Uani 1 1 d . . . . .
H24 H 0.509615 0.187839 0.551797 0.024 Uiso 1 1 calc R U . . .
C25 C 0.38945(18) 0.07542(15) 0.56539(16) 0.0220(3) Uani 1 1 d . . . . .
H25 H 0.391810 0.030202 0.610194 0.026 Uiso 1 1 calc R U . . .
C26 C 0.25347(17) 0.06343(14) 0.46691(16) 0.0194(3) Uani 1 1 d . . . . .
C27 C 0.23362(18) 0.12926(14) 0.39788(16) 0.0203(3) Uani 1 1 d . . . . .
H27 H 0.312003 0.182437 0.413039 0.024 Uiso 1 1 calc R U . . .
C28 C 0.10274(18) 0.11842(14) 0.30847(17) 0.0218(3) Uani 1 1 d . . . . .
H28 H 0.090802 0.163462 0.262293 0.026 Uiso 1 1 calc R U . . .
C29 C -0.01132(17) 0.04064(15) 0.28700(17) 0.0219(3) Uani 1 1 d . . . . .
C30 C 0.00386(19) -0.02673(16) 0.35199(18) 0.0265(4) Uani 1 1 d . . . . .
H30 H -0.075060 -0.080115 0.335690 0.032 Uiso 1 1 calc R U . . .
C31 C 0.13656(19) -0.01514(16) 0.44168(18) 0.0267(4) Uani 1 1 d . . . . .
H31 H 0.147924 -0.061386 0.486534 0.032 Uiso 1 1 calc R U . . .
C32A C 0.4064(16) 0.3648(9) 0.2475(8) 0.0290(17) Uani 0.570(16) 1 d D U P A 1
H32A H 0.342830 0.408348 0.266108 0.035 Uiso 0.570(16) 1 calc R U P A 1
H32B H 0.470342 0.413193 0.235208 0.035 Uiso 0.570(16) 1 calc R U P A 1
Cl1A Cl 0.5044(9) 0.3311(8) 0.3723(7) 0.0402(12) Uani 0.570(16) 1 d D U P A 1
Cl2A Cl 0.3077(7) 0.2405(4) 0.1119(5) 0.0405(14) Uani 0.570(16) 1 d D U P A 1
C32B C 0.3665(19) 0.3566(14) 0.2472(14) 0.046(4) Uani 0.277(16) 1 d D U P B 2
H32C H 0.409252 0.427476 0.246893 0.055 Uiso 0.277(16) 1 calc R U P B 2
H32D H 0.282271 0.366560 0.256415 0.055 Uiso 0.277(16) 1 calc R U P B 2
Cl1B Cl 0.483(2) 0.3367(17) 0.3718(16) 0.042(3) Uani 0.277(16) 1 d D U P B 2
Cl2B Cl 0.3159(10) 0.2443(8) 0.1060(9) 0.0337(15) Uani 0.277(16) 1 d D U P B 2
C32C C 0.408(6) 0.377(4) 0.254(4) 0.033(5) Uani 0.152(10) 1 d D U P C 3
H32E H 0.471176 0.385673 0.219268 0.040 Uiso 0.152(10) 1 calc R U P C 3
H32F H 0.376344 0.447379 0.272327 0.040 Uiso 0.152(10) 1 calc R U P C 3
Cl1C Cl 0.495(3) 0.3569(17) 0.3887(16) 0.034(2) Uani 0.152(10) 1 d D U P C 3
Cl2C Cl 0.2631(15) 0.2599(11) 0.1484(16) 0.062(4) Uani 0.152(10) 1 d D U P C 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 '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
C1 N1 C4 107.67(14) . . ?
C1 N1 B1 127.68(14) . . ?
C4 N1 B1 124.59(13) . . ?
C9 N2 C6 107.86(13) . . ?
C9 N2 B1 128.09(14) . . ?
C6 N2 B1 123.89(14) . . ?
F2 B1 F1 109.07(14) . . ?
F2 B1 N1 110.81(14) . . ?
F1 B1 N1 109.48(14) . . ?
F2 B1 N2 109.97(14) . . ?
F1 B1 N2 110.21(13) . . ?
N1 B1 N2 107.28(13) . . ?
N1 C1 C2 109.22(14) . . ?
N1 C1 C10 121.04(15) . . ?
C2 C1 C10 129.73(15) . . ?
C3 C2 C1 106.93(14) . . ?
C3 C2 C18 124.40(16) . . ?
C1 C2 C18 128.65(16) . . ?
C2 C3 C4 107.03(15) . . ?
C2 C3 C20 127.36(16) . . ?
C4 C3 C20 125.62(16) . . ?
N1 C4 C5 120.85(15) . . ?
N1 C4 C3 109.11(14) . . ?
C5 C4 C3 130.02(16) . . ?
C6 C5 C4 121.46(15) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 N2 121.27(15) . . ?
C5 C6 C7 129.84(15) . . ?
N2 C6 C7 108.80(14) . . ?
C8 C7 C6 107.37(14) . . ?
C8 C7 C21 127.89(16) . . ?
C6 C7 C21 124.73(16) . . ?
C7 C8 C9 106.90(14) . . ?
C7 C8 C22 124.30(15) . . ?
C9 C8 C22 128.79(16) . . ?
N2 C9 C8 109.05(14) . . ?
N2 C9 C24 120.01(14) . . ?
C8 C9 C24 130.94(15) . . ?
C11 C10 C1 124.01(16) . . ?
C11 C10 H10 118.0 . . ?
C1 C10 H10 118.0 . . ?
C10 C11 C12 127.38(16) . . ?
C10 C11 H11 116.3 . . ?
C12 C11 H11 116.3 . . ?
C17 C12 C13 118.22(15) . . ?
C17 C12 C11 123.71(15) . . ?
C13 C12 C11 118.06(15) . . ?
C14 C13 C12 121.19(16) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 119.08(15) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C14 C15 C16 121.40(16) . . ?
C14 C15 Br1 118.85(13) . . ?
C16 C15 Br1 119.73(13) . . ?
C17 C16 C15 119.09(16) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C12 121.01(15) . . ?
C16 C17 H17 119.5 . . ?
C12 C17 H17 119.5 . . ?
C2 C18 C19 113.87(15) . . ?
C2 C18 H18A 108.8 . . ?
C19 C18 H18A 108.8 . . ?
C2 C18 H18B 108.8 . . ?
C19 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C3 C20 H20A 109.5 . . ?
C3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C7 C21 H21A 109.5 . . ?
C7 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C7 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C8 C22 C23 113.32(16) . . ?
C8 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C8 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C9 126.24(16) . . ?
C25 C24 H24 116.9 . . ?
C9 C24 H24 116.9 . . ?
C24 C25 C26 125.98(16) . . ?
C24 C25 H25 117.0 . . ?
C26 C25 H25 117.0 . . ?
C31 C26 C27 118.11(16) . . ?
C31 C26 C25 118.85(15) . . ?
C27 C26 C25 123.02(15) . . ?
C28 C27 C26 121.39(15) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 118.95(16) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
C30 C29 C28 121.50(16) . . ?
C30 C29 Br2 119.03(13) . . ?
C28 C29 Br2 119.47(13) . . ?
C29 C30 C31 118.94(16) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 H30 120.5 . . ?
C30 C31 C26 121.09(16) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
Cl2A C32A Cl1A 110.9(7) . . ?
Cl2A C32A H32A 109.5 . . ?
Cl1A C32A H32A 109.5 . . ?
Cl2A C32A H32B 109.5 . . ?
Cl1A C32A H32B 109.5 . . ?
H32A C32A H32B 108.1 . . ?
Cl1B C32B Cl2B 113.7(12) . . ?
Cl1B C32B H32C 108.8 . . ?
Cl2B C32B H32C 108.8 . . ?
Cl1B C32B H32D 108.8 . . ?
Cl2B C32B H32D 108.8 . . ?
H32C C32B H32D 107.7 . . ?
Cl1C C32C Cl2C 109.0(15) . . ?
Cl1C C32C H32E 109.9 . . ?
Cl2C C32C H32E 109.9 . . ?
Cl1C C32C H32F 109.9 . . ?
Cl2C C32C H32F 109.9 . . ?
H32E C32C H32F 108.3 . . ?
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 C15 1.8973(16) . ?
Br2 C29 1.8948(17) . ?
F1 B1 1.403(2) . ?
F2 B1 1.387(2) . ?
N1 C1 1.368(2) . ?
N1 C4 1.385(2) . ?
N1 B1 1.555(2) . ?
N2 C9 1.367(2) . ?
N2 C6 1.385(2) . ?
N2 B1 1.561(2) . ?
C1 C2 1.426(2) . ?
C1 C10 1.444(2) . ?
C2 C3 1.393(2) . ?
C2 C18 1.501(2) . ?
C3 C4 1.416(2) . ?
C3 C20 1.494(2) . ?
C4 C5 1.390(2) . ?
C5 C6 1.383(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.422(2) . ?
C7 C8 1.384(2) . ?
C7 C21 1.494(2) . ?
C8 C9 1.434(2) . ?
C8 C22 1.503(2) . ?
C9 C24 1.442(2) . ?
C10 C11 1.350(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.459(2) . ?
C11 H11 0.9500 . ?
C12 C17 1.403(2) . ?
C12 C13 1.405(2) . ?
C13 C14 1.382(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(2) . ?
C16 C17 1.386(2) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.532(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.526(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.345(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.460(2) . ?
C25 H25 0.9500 . ?
C26 C31 1.398(2) . ?
C26 C27 1.403(2) . ?
C27 C28 1.379(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.388(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.382(2) . ?
C30 C31 1.391(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32A Cl2A 1.764(9) . ?
C32A Cl1A 1.765(7) . ?
C32A H32A 0.9900 . ?
C32A H32B 0.9900 . ?
C32B Cl1B 1.724(13) . ?
C32B Cl2B 1.752(13) . ?
C32B H32C 0.9900 . ?
C32B H32D 0.9900 . ?
C32C Cl1C 1.745(16) . ?
C32C Cl2C 1.752(17) . ?
C32C H32E 0.9900 . ?
C32C H32F 0.9900 . ?
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
C1 N1 B1 F2 60.9(2) . . . . ?
C4 N1 B1 F2 -115.59(17) . . . . ?
C1 N1 B1 F1 -59.4(2) . . . . ?
C4 N1 B1 F1 124.07(16) . . . . ?
C1 N1 B1 N2 -179.01(15) . . . . ?
C4 N1 B1 N2 4.5(2) . . . . ?
C9 N2 B1 F2 -63.4(2) . . . . ?
C6 N2 B1 F2 111.37(17) . . . . ?
C9 N2 B1 F1 56.8(2) . . . . ?
C6 N2 B1 F1 -128.35(16) . . . . ?
C9 N2 B1 N1 175.97(15) . . . . ?
C6 N2 B1 N1 -9.2(2) . . . . ?
C4 N1 C1 C2 -2.43(19) . . . . ?
B1 N1 C1 C2 -179.43(15) . . . . ?
C4 N1 C1 C10 176.55(15) . . . . ?
B1 N1 C1 C10 -0.4(3) . . . . ?
N1 C1 C2 C3 1.84(19) . . . . ?
C10 C1 C2 C3 -177.02(17) . . . . ?
N1 C1 C2 C18 -176.38(16) . . . . ?
C10 C1 C2 C18 4.8(3) . . . . ?
C1 C2 C3 C4 -0.51(19) . . . . ?
C18 C2 C3 C4 177.80(16) . . . . ?
C1 C2 C3 C20 -179.98(17) . . . . ?
C18 C2 C3 C20 -1.7(3) . . . . ?
C1 N1 C4 C5 -176.39(16) . . . . ?
B1 N1 C4 C5 0.7(3) . . . . ?
C1 N1 C4 C3 2.11(19) . . . . ?
B1 N1 C4 C3 179.22(15) . . . . ?
C2 C3 C4 N1 -0.96(19) . . . . ?
C20 C3 C4 N1 178.51(16) . . . . ?
C2 C3 C4 C5 177.35(18) . . . . ?
C20 C3 C4 C5 -3.2(3) . . . . ?
N1 C4 C5 C6 -2.3(3) . . . . ?
C3 C4 C5 C6 179.59(17) . . . . ?
C4 C5 C6 N2 -2.5(3) . . . . ?
C4 C5 C6 C7 -178.67(17) . . . . ?
C9 N2 C6 C5 -175.33(16) . . . . ?
B1 N2 C6 C5 9.0(2) . . . . ?
C9 N2 C6 C7 1.53(19) . . . . ?
B1 N2 C6 C7 -174.18(15) . . . . ?
C5 C6 C7 C8 175.49(18) . . . . ?
N2 C6 C7 C8 -1.0(2) . . . . ?
C5 C6 C7 C21 -5.3(3) . . . . ?
N2 C6 C7 C21 178.24(16) . . . . ?
C6 C7 C8 C9 0.12(19) . . . . ?
C21 C7 C8 C9 -179.10(17) . . . . ?
C6 C7 C8 C22 179.01(16) . . . . ?
C21 C7 C8 C22 -0.2(3) . . . . ?
C6 N2 C9 C8 -1.45(19) . . . . ?
B1 N2 C9 C8 174.02(15) . . . . ?
C6 N2 C9 C24 177.89(15) . . . . ?
B1 N2 C9 C24 -6.6(3) . . . . ?
C7 C8 C9 N2 0.82(19) . . . . ?
C22 C8 C9 N2 -178.00(17) . . . . ?
C7 C8 C9 C24 -178.43(17) . . . . ?
C22 C8 C9 C24 2.7(3) . . . . ?
N1 C1 C10 C11 -155.06(17) . . . . ?
C2 C1 C10 C11 23.7(3) . . . . ?
C1 C10 C11 C12 179.41(16) . . . . ?
C10 C11 C12 C17 9.7(3) . . . . ?
C10 C11 C12 C13 -171.74(17) . . . . ?
C17 C12 C13 C14 -0.8(2) . . . . ?
C11 C12 C13 C14 -179.48(16) . . . . ?
C12 C13 C14 C15 0.7(3) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C13 C14 C15 Br1 178.90(13) . . . . ?
C14 C15 C16 C17 -0.7(3) . . . . ?
Br1 C15 C16 C17 -179.53(13) . . . . ?
C15 C16 C17 C12 0.6(3) . . . . ?
C13 C12 C17 C16 0.2(2) . . . . ?
C11 C12 C17 C16 178.74(16) . . . . ?
C3 C2 C18 C19 81.8(2) . . . . ?
C1 C2 C18 C19 -100.2(2) . . . . ?
C7 C8 C22 C23 88.9(2) . . . . ?
C9 C8 C22 C23 -92.4(2) . . . . ?
N2 C9 C24 C25 -168.07(17) . . . . ?
C8 C9 C24 C25 11.1(3) . . . . ?
C9 C24 C25 C26 177.90(17) . . . . ?
C24 C25 C26 C31 178.10(18) . . . . ?
C24 C25 C26 C27 -3.5(3) . . . . ?
C31 C26 C27 C28 0.8(3) . . . . ?
C25 C26 C27 C28 -177.63(17) . . . . ?
C26 C27 C28 C29 0.1(3) . . . . ?
C27 C28 C29 C30 -0.8(3) . . . . ?
C27 C28 C29 Br2 178.42(13) . . . . ?
C28 C29 C30 C31 0.6(3) . . . . ?
Br2 C29 C30 C31 -178.61(15) . . . . ?
C29 C30 C31 C26 0.3(3) . . . . ?
C27 C26 C31 C30 -0.9(3) . . . . ?
C25 C26 C31 C30 177.51(18) . . . . ?
