#------------------------------------------------------------------------------
#$Date: 2023-05-05 04:09:37 +0300 (Fri, 05 May 2023) $
#$Revision: 283178 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/86/1568670.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_1568670
loop_
_publ_author_name
'Iqbal, Saqib A.'
'Uzelac, Marina'
'Nawaz, Ismat'
'Wang, Zhongxing'
'Jones, T. Harri'
'Yuan, Kang'
'Millet, Clement R. P.'
'Nichol, Gary S.'
'Chotana, Ghayoor Abbas'
'Ingleson, Michael J.'
_publ_section_title
;
 Amides as modifiable directing groups in electrophilic borylation.
;
_journal_issue                   14
_journal_name_full               'Chemical science'
_journal_page_first              3865
_journal_page_last               3872
_journal_paper_doi               10.1039/d2sc06483a
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'B Br4, C24 H23 B N O, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C24.5 H24 B2 Br4 Cl N O'
_chemical_formula_weight         725.16
_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_date             2022-11-22
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-11-22 deposited with the CCDC.	2023-03-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.156(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.5337(11)
_cell_length_b                   9.0190(3)
_cell_length_c                   18.6811(8)
_cell_measurement_reflns_used    6892
_cell_measurement_temperature    120.01(13)
_cell_measurement_theta_max      25.7550
_cell_measurement_theta_min      3.9100
_cell_volume                     2628.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120.00
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.883
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.00  52.00   1.00   20.00    --  -15.66  75.00  81.00   93
  2  ω    -83.00  10.00   1.00   20.00    --  -15.66 -75.00 -46.00   93
  3  ω    -42.00  39.00   1.00   20.00    --  -15.66  77.00 -30.00   81
  4  ω    -88.00 -39.00   1.00   20.00    --  -15.66-178.00 120.00   49
  5  ω     -9.00  39.00   1.00   20.00    --   17.38  77.00 120.00   48
  6  ω     -9.00  39.00   1.00   20.00    --   17.38  77.00 -90.00   48
  7  ω     -9.00  39.00   1.00   20.00    --   17.38  77.00-150.00   48
  8  ω    -32.00  42.00   1.00   20.00    --  -15.66  57.00-120.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.883
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            29847
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.883
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.341
_diffrn_reflns_theta_min         3.261
_exptl_absorpt_coefficient_mu    6.245
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.832
_exptl_crystal_description       plate
_exptl_crystal_F_000             1412
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.043
_refine_diff_density_max         1.957
_refine_diff_density_min         -1.261
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         6372
_refine_ls_number_restraints     56
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0913
_refine_ls_R_factor_gt           0.0497
_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)+(0.0398P)²+9.5171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1156
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4346
_reflns_number_total             6372
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc06483a2.cif
_cod_data_source_block           bq2_reprocess
_cod_depositor_comments
'Adding full bibliography for 1568667--1568672.cif.'
_cod_original_formula_sum        'C24.50 H24 B2 Br4 Cl N O'
_cod_database_code               1568670
_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.
;
_olex2_refinement_description
;
1. 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
2. Shared sites
{C25, Cl3}
3. Restrained distances
 Cl2-C26
 1.78 with sigma of 0.02
 Cl3-C26
 1.77 with sigma of 0.02
 Cl2-C26 = Cl3-C26
 1.771 with sigma of 0.01
 Cl1-Cl4
 2.916 with sigma of 0.03
 Cl2-Cl3
 2.916 with sigma of 0.03
 Cl1-C25
 1.78 with sigma of 0.02
 Cl4-C25
 1.77 with sigma of 0.02
 Cl1-C25 = Cl4-C25
 1.771 with sigma of 0.01
 Cl2-Cl3
 2.92 with sigma of 0.04
 Cl1-Cl4
 2.92 with sigma of 0.04
4. Rigid bond restraints
 Cl2, Cl3, C26
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl1, Cl4, C25
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
Cl2 \\sim Cl3 \\sim C26: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
Cl1 \\sim Cl4 \\sim C25: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
Uanis(C25) = Uanis(Cl3)
Uanis(Cl1) = Uanis(C26)
Uanis(Cl4) = Uanis(C25)
Uanis(Cl2) = Uanis(C26)
6. Rigid body (RIGU) restrains
 Cl1, Cl4, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl2, Cl3, C26
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Fixed Sof: Cl1(0.25) Cl4(0.25) C25(0.25) H25A(0.25) H25B(0.25) Cl2(0.25)
 Cl3(0.25) C26(0.25) H26A(0.25) H26B(0.25)
8.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C19(H19A,H19B), C18(H18A,H18B), C25(H25A,H25B), C26(H26A,H26B)
8.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C3(H3), C10(H10), C9(H9), C16(H16), C15(H15), C2(H2), C4(H4)
8.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C23(H23A,H23B,H23C), C22(H22A,H22B,H22C)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_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
;
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 0.16116(3) 0.10048(6) 0.71609(3) 0.03217(14) Uani 1 1 d . . . . .
Br4 Br 0.29426(4) -0.03548(7) 0.65438(3) 0.04273(17) Uani 1 1 d . . . . .
Br2 Br 0.31016(4) -0.13612(6) 0.83056(3) 0.03555(15) Uani 1 1 d . . . . .
Br3 Br 0.36226(4) 0.20072(7) 0.80455(4) 0.04346(17) Uani 1 1 d . . . . .
B2 B 0.2824(4) 0.0312(6) 0.7513(3) 0.0241(11) Uani 1 1 d . . . . .
O1 O 0.2472(2) 0.4536(4) 0.62015(18) 0.0247(7) Uani 1 1 d . . . . .
N1 N 0.2550(3) 0.3127(5) 0.5220(2) 0.0259(9) Uani 1 1 d . . . . .
C8 C -0.0959(3) 0.2731(6) 0.5231(3) 0.0315(12) Uani 1 1 d . . . . .
H8 H -0.121227 0.201723 0.481384 0.038 Uiso 1 1 calc R U . . .
C6 C 0.0243(3) 0.4271(5) 0.6089(3) 0.0245(10) Uani 1 1 d . . . . .
C17 C 0.1899(4) 0.0811(6) 0.3958(3) 0.0341(12) Uani 1 1 d . . . . .
H17A H 0.171160 0.126524 0.342149 0.041 Uiso 1 1 calc R U . . .
H17B H 0.179959 -0.027096 0.388519 0.041 Uiso 1 1 calc R U . . .
C21 C 0.3828(3) 0.4642(6) 0.6200(3) 0.0326(12) Uani 1 1 d . . . . .
C7 C -0.0118(3) 0.3181(5) 0.5468(3) 0.0235(10) Uani 1 1 d . . . . .
C5 C -0.0258(3) 0.4856(6) 0.6444(3) 0.0302(12) Uani 1 1 d . . . . .
C19 C 0.2972(4) 0.2722(7) 0.4709(3) 0.0384(13) Uani 1 1 d . . . . .
H19A H 0.359364 0.292944 0.500855 0.046 Uiso 1 1 calc R U . . .
H19B H 0.273238 0.334048 0.421707 0.046 Uiso 1 1 calc R U . . .
C24 C 0.3989(4) 0.5572(7) 0.6944(4) 0.0441(15) Uani 1 1 d . . . . .
H24A H 0.358390 0.640204 0.678435 0.066 Uiso 1 1 calc R U . . .
H24B H 0.457639 0.595581 0.718796 0.066 Uiso 1 1 calc R U . . .
H24C H 0.390876 0.495084 0.733508 0.066 Uiso 1 1 calc R U . . .
C11 C 0.0371(3) 0.2549(5) 0.5065(3) 0.0241(10) Uani 1 1 d . . . . .
C3 C 0.0904(4) 0.6505(6) 0.7285(3) 0.0365(13) Uani 1 1 d . . . . .
H3 H 0.112154 0.726848 0.767767 0.044 Uiso 1 1 calc R U . . .
C13 C 0.1702(3) 0.2531(5) 0.4946(3) 0.0222(10) Uani 1 1 d . . . . .
C23 C 0.3944(4) 0.5685(8) 0.5606(4) 0.059(2) Uani 1 1 d . . . . .
H23A H 0.382102 0.514434 0.510994 0.089 Uiso 1 1 calc R U . . .
H23B H 0.453592 0.604957 0.584796 0.089 Uiso 1 1 calc R U . . .
H23C H 0.355006 0.652600 0.548141 0.089 Uiso 1 1 calc R U . . .
C10 C -0.1099(4) 0.4338(6) 0.6192(3) 0.0357(13) Uani 1 1 d . . . . .
H10 H -0.142954 0.470651 0.643845 0.043 Uiso 1 1 calc R U . . .
C1 C 0.1100(3) 0.4828(5) 0.6365(3) 0.0256(11) Uani 1 1 d . . . . .
C22 C 0.4485(4) 0.3365(7) 0.6490(4) 0.0422(14) Uani 1 1 d . . . . .
H22A H 0.430915 0.261984 0.676731 0.063 Uiso 1 1 calc R U . . .
H22B H 0.505088 0.375411 0.686080 0.063 Uiso 1 1 calc R U . . .
H22C H 0.451223 0.290795 0.602620 0.063 Uiso 1 1 calc R U . . .
C9 C -0.1439(4) 0.3310(6) 0.5596(3) 0.0354(13) Uani 1 1 d . . . . .
H9 H -0.201003 0.297847 0.542362 0.042 Uiso 1 1 calc R U . . .
C16 C 0.0050(3) 0.1478(5) 0.4463(3) 0.0274(11) Uani 1 1 d . . . . .
H16 H -0.051463 0.110574 0.428462 0.033 Uiso 1 1 calc R U . . .
C15 C 0.0554(3) 0.0956(6) 0.4127(3) 0.0296(11) Uani 1 1 d . . . . .
H15 H 0.032064 0.021855 0.372051 0.036 Uiso 1 1 calc R U . . .
C20 C 0.2908(3) 0.4042(5) 0.5836(3) 0.0250(10) Uani 1 1 d . . . . .
C12 C 0.1216(3) 0.3052(5) 0.5307(3) 0.0225(10) Uani 1 1 d . . . . .
C14 C 0.1386(3) 0.1447(5) 0.4347(3) 0.0277(11) Uani 1 1 d . . . . .
C2 C 0.1409(3) 0.5923(6) 0.6949(3) 0.0298(11) Uani 1 1 d . . . . .
H2 H 0.197465 0.628642 0.712451 0.036 Uiso 1 1 calc R U . . .
C4 C 0.0097(4) 0.5968(6) 0.7043(3) 0.0363(13) Uani 1 1 d . . . . .
H4 H -0.023709 0.634951 0.728300 0.044 Uiso 1 1 calc R U . . .
C18 C 0.2838(4) 0.1111(7) 0.4477(3) 0.0403(14) Uani 1 1 d . . . . .
H18A H 0.305342 0.048840 0.496675 0.048 Uiso 1 1 calc R U . . .
H18B H 0.316285 0.085111 0.417817 0.048 Uiso 1 1 calc R U . . .
B1 B 0.1608(4) 0.4153(6) 0.5966(3) 0.0240(11) Uani 1 1 d . . . . .
Cl1 Cl 0.4586(6) 0.6327(8) 0.9812(5) 0.0758(19) Uani 0.25 1 d D U P A -2
Cl4 Cl 0.5192(5) 0.3480(8) 0.9988(5) 0.0618(15) Uani 0.25 1 d D U P A -2
C25 C 0.4930(4) 0.5015(7) 0.9312(4) 0.0618(15) Uani 0.25 1 d D U P A -2
H25A H 0.543626 0.537319 0.925982 0.074 Uiso 0.25 1 calc R U P A -2
H25B H 0.446568 0.476404 0.877237 0.074 Uiso 0.25 1 calc R U P A -2
Cl2 Cl 0.4863(7) 0.5293(10) 1.0860(5) 0.0758(19) Uani 0.25 1 d D U P B -1
Cl3 Cl 0.4930(4) 0.5015(7) 0.9312(4) 0.0618(15) Uani 0.25 1 d D U P B -1
C26 C 0.5481(11) 0.481(3) 1.0372(6) 0.0758(19) Uani 0.25 1 d D U P B -1
H26A H 0.566978 0.377151 1.050239 0.091 Uiso 0.25 1 calc R U P B -1
H26B H 0.599997 0.544493 1.058497 0.091 Uiso 0.25 1 calc R U P B -1
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
Br4 B2 Br1 109.1(3) . . ?
Br4 B2 Br2 110.4(3) . . ?
Br2 B2 Br1 109.8(2) . . ?
Br3 B2 Br1 108.6(3) . . ?
Br3 B2 Br4 109.8(2) . . ?
Br3 B2 Br2 109.1(3) . . ?
C20 O1 B1 123.4(4) . . ?
C13 N1 C19 114.4(4) . . ?
C20 N1 C19 122.1(4) . . ?
C20 N1 C13 123.3(4) . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.3(5) . . ?
C9 C8 H8 119.4 . . ?
C7 C6 C1 122.3(4) . . ?
C5 C6 C7 119.7(5) . . ?
C5 C6 C1 118.0(5) . . ?
H17A C17 H17B 108.2 . . ?
C14 C17 H17A 109.7 . . ?
C14 C17 H17B 109.7 . . ?
C14 C17 C18 109.9(4) . . ?
C18 C17 H17A 109.7 . . ?
C18 C17 H17B 109.7 . . ?
C24 C21 C23 106.8(5) . . ?
C24 C21 C22 106.9(4) . . ?
C23 C21 C22 112.8(5) . . ?
C20 C21 C24 108.4(4) . . ?
C20 C21 C23 110.8(4) . . ?
C20 C21 C22 110.9(4) . . ?
C8 C7 C6 118.1(4) . . ?
C8 C7 C11 119.8(5) . . ?
C6 C7 C11 122.0(4) . . ?
C10 C5 C6 119.8(5) . . ?
C10 C5 C4 121.0(5) . . ?
C4 C5 C6 119.2(5) . . ?
N1 C19 H19A 109.4 . . ?
N1 C19 H19B 109.4 . . ?
N1 C19 C18 111.3(4) . . ?
H19A C19 H19B 108.0 . . ?
C18 C19 H19A 109.4 . . ?
C18 C19 H19B 109.4 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C16 C11 C7 124.1(5) . . ?
C16 C11 C12 117.4(4) . . ?
C12 C11 C7 118.5(4) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C4 C3 C2 119.4(5) . . ?
C12 C13 N1 117.7(4) . . ?
C12 C13 C14 121.3(4) . . ?
C14 C13 N1 121.0(4) . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C5 C10 H10 120.0 . . ?
C9 C10 C5 120.1(5) . . ?
C9 C10 H10 120.0 . . ?
C6 C1 B1 115.6(4) . . ?
C2 C1 C6 120.1(4) . . ?
C2 C1 B1 124.3(5) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.1(5) . . ?
C10 C9 H9 119.5 . . ?
C11 C16 H16 120.1 . . ?
C15 C16 C11 119.8(5) . . ?
C15 C16 H16 120.1 . . ?
C16 C15 H15 118.0 . . ?
C16 C15 C14 123.9(5) . . ?
C14 C15 H15 118.0 . . ?
O1 C20 N1 120.4(4) . . ?
O1 C20 C21 113.2(4) . . ?
N1 C20 C21 126.4(4) . . ?
C11 C12 B1 120.1(4) . . ?
C13 C12 C11 121.5(4) . . ?
C13 C12 B1 118.3(4) . . ?
C13 C14 C17 123.2(5) . . ?
C15 C14 C17 120.8(5) . . ?
C15 C14 C13 116.0(4) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 C3 121.3(5) . . ?
C1 C2 H2 119.3 . . ?
C5 C4 H4 119.0 . . ?
C3 C4 C5 121.9(5) . . ?
C3 C4 H4 119.0 . . ?
C17 C18 H18A 109.7 . . ?
C17 C18 H18B 109.7 . . ?
C19 C18 C17 109.8(5) . . ?
C19 C18 H18A 109.7 . . ?
C19 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
O1 B1 C1 122.1(4) . . ?
O1 B1 C12 116.5(4) . . ?
C12 B1 C1 121.4(5) . . ?
Cl1 C25 Cl4 100.5(5) . . ?
Cl1 C25 H25A 111.7 . . ?
Cl1 C25 H25B 111.7 . . ?
Cl4 C25 H25A 111.7 . . ?
Cl4 C25 H25B 111.7 . . ?
H25A C25 H25B 109.4 . . ?
Cl2 C26 Cl3 113.8(9) . . ?
Cl2 C26 H26A 108.8 . . ?
Cl2 C26 H26B 108.8 . . ?
Cl3 C26 H26A 108.8 . . ?
Cl3 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
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 B2 2.016(6) . ?
Br4 B2 2.007(5) . ?
Br2 B2 2.012(6) . ?
Br3 B2 2.005(6) . ?
O1 C20 1.315(6) . ?
O1 B1 1.414(6) . ?
N1 C19 1.495(6) . ?
N1 C13 1.437(6) . ?
N1 C20 1.319(6) . ?
C8 H8 0.9500 . ?
C8 C7 1.392(7) . ?
C8 C9 1.404(7) . ?
C6 C7 1.429(7) . ?
C6 C5 1.422(7) . ?
C6 C1 1.439(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C14 1.503(7) . ?
C17 C18 1.506(8) . ?
C21 C24 1.535(8) . ?
C21 C23 1.537(8) . ?
C21 C22 1.542(8) . ?
C21 C20 1.535(7) . ?
C7 C11 1.489(7) . ?
C5 C10 1.407(8) . ?
C5 C4 1.418(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C18 1.505(8) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C11 C16 1.391(7) . ?
C11 C12 1.412(7) . ?
C3 H3 0.9500 . ?
C3 C2 1.401(7) . ?
C3 C4 1.362(8) . ?
C13 C12 1.389(6) . ?
C13 C14 1.396(7) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C10 H10 0.9500 . ?
C10 C9 1.360(8) . ?
C1 C2 1.385(7) . ?
C1 B1 1.525(7) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C9 H9 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.381(7) . ?
C15 H15 0.9500 . ?
C15 C14 1.394(7) . ?
C12 B1 1.483(7) . ?
C2 H2 0.9500 . ?
C4 H4 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
Cl1 C25 1.776(8) . ?
Cl4 C25 1.787(8) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
Cl2 C26 1.758(9) . ?
Cl3 C26 1.773(9) . ?
C26 H26A 0.9900 . ?
C26 H26B 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
N1 C19 C18 C17 64.1(6) . . . . ?
N1 C13 C12 C11 178.8(4) . . . . ?
N1 C13 C12 B1 -1.7(6) . . . . ?
N1 C13 C14 C17 1.0(7) . . . . ?
N1 C13 C14 C15 -179.7(4) . . . . ?
C8 C7 C11 C16 -1.8(7) . . . . ?
C8 C7 C11 C12 178.7(4) . . . . ?
C6 C7 C11 C16 179.4(4) . . . . ?
C6 C7 C11 C12 -0.1(6) . . . . ?
C6 C5 C10 C9 -1.7(7) . . . . ?
C6 C5 C4 C3 0.6(7) . . . . ?
C6 C1 C2 C3 0.4(7) . . . . ?
C6 C1 B1 O1 -176.9(4) . . . . ?
C6 C1 B1 C12 3.0(7) . . . . ?
C7 C8 C9 C10 0.3(7) . . . . ?
C7 C6 C5 C10 1.1(7) . . . . ?
C7 C6 C5 C4 -178.2(4) . . . . ?
C7 C6 C1 C2 177.7(4) . . . . ?
C7 C6 C1 B1 -1.3(6) . . . . ?
C7 C11 C16 C15 -179.8(4) . . . . ?
C7 C11 C12 C13 -178.7(4) . . . . ?
C7 C11 C12 B1 1.8(6) . . . . ?
C5 C6 C7 C8 0.1(6) . . . . ?
C5 C6 C7 C11 178.9(4) . . . . ?
C5 C6 C1 C2 -1.3(7) . . . . ?
C5 C6 C1 B1 179.6(4) . . . . ?
C5 C10 C9 C8 1.0(7) . . . . ?
C19 N1 C13 C12 -169.6(4) . . . . ?
C19 N1 C13 C14 11.5(6) . . . . ?
C19 N1 C20 O1 170.4(4) . . . . ?
C19 N1 C20 C21 -9.4(7) . . . . ?
C24 C21 C20 O1 4.4(6) . . . . ?
C24 C21 C20 N1 -175.8(5) . . . . ?
C11 C16 C15 C14 -0.6(7) . . . . ?
C11 C12 B1 O1 176.6(4) . . . . ?
C11 C12 B1 C1 -3.3(7) . . . . ?
C13 N1 C19 C18 -43.6(6) . . . . ?
C13 N1 C20 O1 -4.6(7) . . . . ?
C13 N1 C20 C21 175.6(4) . . . . ?
C13 C12 B1 O1 -2.9(6) . . . . ?
C13 C12 B1 C1 177.2(4) . . . . ?
C23 C21 C20 O1 -112.5(5) . . . . ?
C23 C21 C20 N1 67.3(7) . . . . ?
C10 C5 C4 C3 -178.7(5) . . . . ?
C1 C6 C7 C8 -178.9(4) . . . . ?
C1 C6 C7 C11 -0.1(7) . . . . ?
C1 C6 C5 C10 -179.8(4) . . . . ?
C1 C6 C5 C4 0.8(6) . . . . ?
C22 C21 C20 O1 121.5(5) . . . . ?
C22 C21 C20 N1 -58.7(6) . . . . ?
C9 C8 C7 C6 -0.9(7) . . . . ?
C9 C8 C7 C11 -179.7(4) . . . . ?
C16 C11 C12 C13 1.7(7) . . . . ?
C16 C11 C12 B1 -177.8(4) . . . . ?
C16 C15 C14 C17 179.3(5) . . . . ?
C16 C15 C14 C13 0.0(7) . . . . ?
C20 O1 B1 C1 -175.7(4) . . . . ?
C20 O1 B1 C12 4.4(7) . . . . ?
C20 N1 C19 C18 140.9(5) . . . . ?
C20 N1 C13 C12 5.8(7) . . . . ?
C20 N1 C13 C14 -173.2(4) . . . . ?
C12 C11 C16 C15 -0.3(7) . . . . ?
C12 C13 C14 C17 -177.8(4) . . . . ?
C12 C13 C14 C15 1.4(7) . . . . ?
C14 C17 C18 C19 -49.5(6) . . . . ?
C14 C13 C12 C11 -2.3(7) . . . . ?
C14 C13 C12 B1 177.2(4) . . . . ?
C2 C3 C4 C5 -1.6(8) . . . . ?
C2 C1 B1 O1 4.1(7) . . . . ?
C2 C1 B1 C12 -176.0(5) . . . . ?
C4 C5 C10 C9 177.6(5) . . . . ?
C4 C3 C2 C1 1.1(8) . . . . ?
C18 C17 C14 C13 18.6(7) . . . . ?
C18 C17 C14 C15 -160.6(5) . . . . ?
B1 O1 C20 N1 -0.7(7) . . . . ?
B1 O1 C20 C21 179.1(4) . . . . ?
B1 C1 C2 C3 179.3(5) . . . . ?
