#------------------------------------------------------------------------------
#$Date: 2022-08-25 01:52:37 +0300 (Thu, 25 Aug 2022) $
#$Revision: 277395 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/10/7711057.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_7711057
loop_
_publ_author_name
'Kundu, Gargi'
'Dixit, Ruchi'
'Tothadi, Srinu'
'Vanka, Kumar'
'Sen, Sakya Singha'
_publ_section_title
;
 Versatile chemistry of six-membered NHC with boranes: bromination at sp3
 borane, activation of B--H bond of HBpin, and ring expansion of NHC
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01707E
_journal_year                    2022
_chemical_formula_moiety         '2(C28 H41 B Br1.50 N2)'
_chemical_formula_sum            'C56 H82 B2 Br3 N4'
_chemical_formula_weight         1072.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-12-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-08-06 deposited with the CCDC.	2022-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.104(14)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.529(5)
_cell_length_b                   19.135(10)
_cell_length_c                   13.705(6)
_cell_measurement_reflns_used    9491
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.33
_cell_measurement_theta_min      2.53
_cell_volume                     2726(2)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Apex3 v2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1038
_diffrn_reflns_av_unetI/netI     0.0472
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            98762
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.317
_diffrn_reflns_theta_min         2.229
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.258
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.5638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1030 before and 0.0739 after correction. The Ratio of minimum to maximum transmission is 0.7554. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_description       block
_exptl_crystal_F_000             1122
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.462
_refine_diff_density_min         -2.141
_refine_diff_density_rms         0.192
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         9669
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0554
_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)+(0.0745P)²+7.1046P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1571
_refine_ls_wR_factor_ref         0.1669
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8027
_reflns_number_total             9669
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01707e2.cif
_cod_data_source_block           mo_gk_bhno2_2_0m_a
_cod_database_code               7711057
_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_max   0.806
_shelx_estimated_absorpt_t_min   0.661
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All B(H) groups, All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Br2(0.5)
3.a Ternary CH refined with riding coordinates:
 C2(H2), C8(H8), C15(H15), C22(H22), B1(H1)
3.b Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B)
3.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C18(H18), C19(H19), C20(H20)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C16(H16A,H16B,H16C),
 C17(H17A,H17B,H17C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.51449(3) 0.70440(2) 0.35277(2) 0.02368(9) Uani 1 1 d . . . . .
Br2 Br 0.31751(4) 0.67918(2) 0.52703(3) 0.00897(9) Uani 0.5 1 d . . P . .
N1 N 0.6470(2) 0.67171(11) 0.65822(17) 0.0159(4) Uani 1 1 d . . . . .
N2 N 0.5893(2) 0.78306(11) 0.60141(17) 0.0151(4) Uani 1 1 d . . . . .
C1 C 0.4969(3) 0.52111(18) 0.8114(2) 0.0275(6) Uani 1 1 d . . . . .
H1A H 0.518840 0.471320 0.811890 0.041 Uiso 1 1 calc GR . . . .
H1B H 0.413490 0.527108 0.833459 0.041 Uiso 1 1 calc GR . . . .
H1C H 0.563141 0.546438 0.856081 0.041 Uiso 1 1 calc GR . . . .
C2 C 0.4896(3) 0.55005(14) 0.7061(2) 0.0192(5) Uani 1 1 d . . . . .
H2 H 0.466770 0.600748 0.706704 0.023 Uiso 1 1 calc R . . . .
C3 C 0.6193(3) 0.54279(13) 0.6695(2) 0.0167(4) Uani 1 1 d . . . . .
C4 C 0.6890(3) 0.60042(13) 0.6410(2) 0.0158(4) Uani 1 1 d . . . . .
C5 C 0.5863(3) 0.71350(13) 0.58554(19) 0.0147(4) Uani 1 1 d . . . . .
C6 C 0.5314(2) 0.83461(12) 0.52867(19) 0.0143(4) Uani 1 1 d . . . . .
C7 C 0.4092(3) 0.86300(13) 0.5372(2) 0.0173(5) Uani 1 1 d . . . . .
C8 C 0.3350(3) 0.84469(18) 0.6213(3) 0.0281(6) Uani 1 1 d . . . . .
H8 H 0.369986 0.799942 0.652264 0.034 Uiso 1 1 calc R . . . .
C9 C 0.1902(4) 0.8353(3) 0.5850(5) 0.0624(17) Uani 1 1 d . . . . .
H9A H 0.153177 0.879789 0.558926 0.094 Uiso 1 1 calc GR . . . .
H9B H 0.147891 0.820285 0.640240 0.094 Uiso 1 1 calc GR . . . .
H9C H 0.177249 0.799851 0.532788 0.094 Uiso 1 1 calc GR . . . .
C10 C 0.3529(5) 0.9024(2) 0.7008(3) 0.0481(12) Uani 1 1 d . . . . .
H10A H 0.444711 0.908401 0.725595 0.072 Uiso 1 1 calc GR . . . .
H10B H 0.308035 0.889019 0.755389 0.072 Uiso 1 1 calc GR . . . .
H10C H 0.317192 0.946389 0.671821 0.072 Uiso 1 1 calc GR . . . .
C11 C 0.3595(3) 0.91461(14) 0.4688(2) 0.0201(5) Uani 1 1 d . . . . .
H11 H 0.276929 0.933668 0.471956 0.024 Uiso 1 1 calc R . . . .
C12 C 0.4282(3) 0.93863(15) 0.3965(2) 0.0209(5) Uani 1 1 d . . . . .
H12 H 0.391827 0.972919 0.350199 0.025 Uiso 1 1 calc R . . . .
C13 C 0.5512(3) 0.91195(14) 0.3923(2) 0.0189(5) Uani 1 1 d . . . . .
H13 H 0.598503 0.929209 0.343858 0.023 Uiso 1 1 calc R . . . .
C14 C 0.6056(3) 0.86014(13) 0.4585(2) 0.0163(4) Uani 1 1 d . . . . .
C15 C 0.7450(3) 0.83835(16) 0.4594(2) 0.0213(5) Uani 1 1 d . . . . .
H15 H 0.759395 0.793177 0.496167 0.026 Uiso 1 1 calc R . . . .
C16 C 0.8327(3) 0.8945(2) 0.5175(3) 0.0326(7) Uani 1 1 d . . . . .
H16A H 0.819332 0.939516 0.483242 0.049 Uiso 1 1 calc GR . . . .
H16B H 0.922964 0.880525 0.521752 0.049 Uiso 1 1 calc GR . . . .
H16C H 0.811270 0.899032 0.584258 0.049 Uiso 1 1 calc GR . . . .
C17 C 0.7828(3) 0.82786(17) 0.3561(3) 0.0256(6) Uani 1 1 d . . . . .
H17A H 0.731761 0.789704 0.321992 0.038 Uiso 1 1 calc GR . . . .
H17B H 0.874381 0.816205 0.363026 0.038 Uiso 1 1 calc GR . . . .
H17C H 0.766111 0.871001 0.317672 0.038 Uiso 1 1 calc GR . . . .
C18 C 0.6709(3) 0.47574(14) 0.6618(2) 0.0206(5) Uani 1 1 d . . . . .
H18 H 0.625178 0.436128 0.679482 0.025 Uiso 1 1 calc R . . . .
C19 C 0.7884(3) 0.46629(15) 0.6284(2) 0.0233(5) Uani 1 1 d . . . . .
H19 H 0.822274 0.420570 0.624165 0.028 Uiso 1 1 calc R . . . .
C20 C 0.8561(3) 0.52399(15) 0.6014(2) 0.0221(5) Uani 1 1 d . . . . .
H20 H 0.935597 0.517051 0.578324 0.026 Uiso 1 1 calc R . . . .
C21 C 0.8085(3) 0.59219(14) 0.6077(2) 0.0186(5) Uani 1 1 d . . . . .
C22 C 0.8875(3) 0.65362(15) 0.5776(2) 0.0216(5) Uani 1 1 d . . . . .
H22 H 0.843346 0.697759 0.592380 0.026 Uiso 1 1 calc R . . . .
C23 C 0.8910(4) 0.6520(2) 0.4661(3) 0.0320(7) Uani 1 1 d . . . . .
H23A H 0.940747 0.691963 0.448133 0.048 Uiso 1 1 calc GR . . . .
H23B H 0.803082 0.654557 0.429931 0.048 Uiso 1 1 calc GR . . . .
H23C H 0.931476 0.608496 0.449171 0.048 Uiso 1 1 calc GR . . . .
C24 C 1.0230(3) 0.6547(2) 0.6374(3) 0.0350(8) Uani 1 1 d . . . . .
H24A H 1.017388 0.656237 0.708042 0.053 Uiso 1 1 calc GR . . . .
H24B H 1.068998 0.696100 0.619421 0.053 Uiso 1 1 calc GR . . . .
H24C H 1.069343 0.612504 0.622958 0.053 Uiso 1 1 calc GR . . . .
C25 C 0.3822(3) 0.51110(18) 0.6371(3) 0.0291(6) Uani 1 1 d . . . . .
H25A H 0.399089 0.460728 0.640739 0.044 Uiso 1 1 calc GR . . . .
H25B H 0.380506 0.527158 0.568953 0.044 Uiso 1 1 calc GR . . . .
H25C H 0.298995 0.520745 0.657696 0.044 Uiso 1 1 calc GR . . . .
C26 C 0.6953(3) 0.69553(15) 0.7608(2) 0.0213(5) Uani 1 1 d . . . . .
H26A H 0.790460 0.697783 0.770896 0.026 Uiso 1 1 calc R . . . .
H26B H 0.669968 0.661329 0.808386 0.026 Uiso 1 1 calc R . . . .
C27 C 0.6418(3) 0.76690(15) 0.7803(2) 0.0243(6) Uani 1 1 d . . . . .
H27A H 0.687791 0.786503 0.842947 0.029 Uiso 1 1 calc R . . . .
H27B H 0.549154 0.763454 0.785151 0.029 Uiso 1 1 calc R . . . .
C28 C 0.6617(3) 0.81313(14) 0.6932(2) 0.0209(5) Uani 1 1 d . . . . .
H28A H 0.630756 0.861074 0.703151 0.025 Uiso 1 1 calc R . . . .
H28B H 0.754360 0.815619 0.688237 0.025 Uiso 1 1 calc R . . . .
B1 B 0.4970(3) 0.67384(17) 0.4932(2) 0.0201(5) Uani 1 1 d . . . . .
H1 H 0.522066 0.623415 0.498368 0.024 Uiso 1 1 calc R . . . .
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'
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
C4 N1 C26 111.8(2) . . ?
C5 N1 C4 123.4(2) . . ?
C5 N1 C26 124.3(2) . . ?
C5 N2 C6 123.9(2) . . ?
C5 N2 C28 121.1(2) . . ?
C6 N2 C28 114.8(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 H2 108.6 . . ?
C1 C2 C25 108.9(3) . . ?
C3 C2 C1 111.1(2) . . ?
C3 C2 H2 108.6 . . ?
C3 C2 C25 111.0(2) . . ?
C25 C2 H2 108.6 . . ?
C4 C3 C2 123.2(2) . . ?
C18 C3 C2 118.9(2) . . ?
C18 C3 C4 117.9(2) . . ?
C3 C4 N1 119.9(2) . . ?
C21 C4 N1 117.6(2) . . ?
C21 C4 C3 122.0(2) . . ?
N1 C5 B1 116.1(2) . . ?
N2 C5 N1 117.9(2) . . ?
N2 C5 B1 125.3(2) . . ?
C7 C6 N2 119.1(2) . . ?
C14 C6 N2 118.6(2) . . ?
C14 C6 C7 121.9(2) . . ?
C6 C7 C8 123.5(2) . . ?
C11 C7 C6 117.4(2) . . ?
C11 C7 C8 118.9(2) . . ?
C7 C8 H8 108.5 . . ?
C7 C8 C9 112.4(3) . . ?
C7 C8 C10 110.4(3) . . ?
C9 C8 H8 108.5 . . ?
C9 C8 C10 108.4(4) . . ?
C10 C8 H8 108.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11 119.1 . . ?
C12 C11 C7 121.7(3) . . ?
C12 C11 H11 119.1 . . ?
C11 C12 H12 120.1 . . ?
C11 C12 C13 119.7(3) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.1(3) . . ?
C14 C13 H13 119.5 . . ?
C6 C14 C15 122.2(2) . . ?
C13 C14 C6 118.0(2) . . ?
C13 C14 C15 119.5(2) . . ?
C14 C15 H15 108.0 . . ?
C14 C15 C16 108.0(2) . . ?
C14 C15 C17 114.6(3) . . ?
C16 C15 H15 108.0 . . ?
C17 C15 H15 108.0 . . ?
C17 C15 C16 110.0(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C3 C18 H18 119.4 . . ?
C19 C18 C3 121.1(3) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0(3) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 121.1(3) . . ?
C21 C20 H20 119.5 . . ?
C4 C21 C22 123.3(2) . . ?
C20 C21 C4 117.9(2) . . ?
C20 C21 C22 118.8(2) . . ?
C21 C22 H22 107.7 . . ?
C21 C22 C23 110.6(3) . . ?
C23 C22 H22 107.7 . . ?
C24 C22 C21 111.5(3) . . ?
C24 C22 H22 107.7 . . ?
C24 C22 C23 111.5(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C2 C25 H25A 109.5 . . ?
C2 C25 H25B 109.5 . . ?
C2 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 H26A 109.4 . . ?
N1 C26 H26B 109.4 . . ?
N1 C26 C27 111.2(2) . . ?
H26A C26 H26B 108.0 . . ?
C27 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
C26 C27 H27A 110.4 . . ?
C26 C27 H27B 110.4 . . ?
C26 C27 C28 106.4(2) . . ?
H27A C27 H27B 108.6 . . ?
C28 C27 H27A 110.4 . . ?
C28 C27 H27B 110.4 . . ?
N2 C28 C27 108.9(2) . . ?
N2 C28 H28A 109.9 . . ?
N2 C28 H28B 109.9 . . ?
C27 C28 H28A 109.9 . . ?
C27 C28 H28B 109.9 . . ?
H28A C28 H28B 108.3 . . ?
Br1 B1 H1 106.2 . . ?
Br2 B1 Br1 115.36(16) . . ?
Br2 B1 H1 106.2 . . ?
C5 B1 Br1 117.86(19) . . ?
C5 B1 Br2 104.09(19) . . ?
C5 B1 H1 106.2 . . ?
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 2.048(3) . ?
Br2 B1 2.018(3) . ?
N1 C4 1.464(3) . ?
N1 C5 1.356(3) . ?
N1 C26 1.489(4) . ?
N2 C5 1.348(3) . ?
N2 C6 1.465(3) . ?
N2 C28 1.481(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.536(4) . ?
C2 H2 1.0000 . ?
C2 C3 1.533(4) . ?
C2 C25 1.547(4) . ?
C3 C4 1.414(4) . ?
C3 C18 1.404(4) . ?
C4 C21 1.413(4) . ?
C5 B1 1.639(4) . ?
C6 C7 1.419(4) . ?
C6 C14 1.418(4) . ?
C7 C8 1.531(4) . ?
C7 C11 1.404(4) . ?
C8 H8 1.0000 . ?
C8 C9 1.537(6) . ?
C8 C10 1.541(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11 0.9500 . ?
C11 C12 1.395(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.401(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.403(4) . ?
C14 C15 1.524(4) . ?
C15 H15 1.0000 . ?
C15 C16 1.553(5) . ?
C15 C17 1.543(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 0.9500 . ?
C18 C19 1.396(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.395(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.405(4) . ?
C21 C22 1.534(4) . ?
C22 H22 1.0000 . ?
C22 C23 1.534(5) . ?
C22 C24 1.529(5) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.517(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.527(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
B1 H1 1.0000 . ?
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 C4 C21 C20 173.2(3) . . . . ?
N1 C4 C21 C22 -7.4(4) . . . . ?
N1 C5 B1 Br1 -133.9(2) . . . . ?
N1 C5 B1 Br2 96.9(2) . . . . ?
N1 C26 C27 C28 -48.4(3) . . . . ?
N2 C5 B1 Br1 56.0(3) . . . . ?
N2 C5 B1 Br2 -73.2(3) . . . . ?
N2 C6 C7 C8 2.3(4) . . . . ?
N2 C6 C7 C11 177.1(2) . . . . ?
N2 C6 C14 C13 -177.0(2) . . . . ?
N2 C6 C14 C15 -2.9(4) . . . . ?
C1 C2 C3 C4 -120.2(3) . . . . ?
C1 C2 C3 C18 61.1(3) . . . . ?
C2 C3 C4 N1 8.3(4) . . . . ?
C2 C3 C4 C21 179.9(3) . . . . ?
C2 C3 C18 C19 179.7(3) . . . . ?
C3 C4 C21 C20 1.4(4) . . . . ?
C3 C4 C21 C22 -179.1(3) . . . . ?
C3 C18 C19 C20 -0.5(5) . . . . ?
C4 N1 C5 N2 -158.8(2) . . . . ?
C4 N1 C5 B1 30.3(4) . . . . ?
C4 N1 C26 C27 -175.1(2) . . . . ?
C4 C3 C18 C19 1.0(4) . . . . ?
C4 C21 C22 C23 -112.0(3) . . . . ?
C4 C21 C22 C24 123.3(3) . . . . ?
C5 N1 C4 C3 -104.7(3) . . . . ?
C5 N1 C4 C21 83.4(3) . . . . ?
C5 N1 C26 C27 13.1(4) . . . . ?
C5 N2 C6 C7 99.6(3) . . . . ?
C5 N2 C6 C14 -87.2(3) . . . . ?
C5 N2 C28 C27 -40.6(3) . . . . ?
C6 N2 C5 N1 178.1(2) . . . . ?
C6 N2 C5 B1 -12.0(4) . . . . ?
C6 N2 C28 C27 143.8(2) . . . . ?
C6 C7 C8 C9 -139.3(4) . . . . ?
C6 C7 C8 C10 99.5(4) . . . . ?
C6 C7 C11 C12 -1.5(4) . . . . ?
C6 C14 C15 C16 -95.2(3) . . . . ?
C6 C14 C15 C17 141.9(3) . . . . ?
C7 C6 C14 C13 -4.0(4) . . . . ?
C7 C6 C14 C15 170.0(3) . . . . ?
C7 C11 C12 C13 -1.3(4) . . . . ?
C8 C7 C11 C12 173.6(3) . . . . ?
C11 C7 C8 C9 45.9(4) . . . . ?
C11 C7 C8 C10 -75.3(4) . . . . ?
C11 C12 C13 C14 1.4(4) . . . . ?
C12 C13 C14 C6 1.1(4) . . . . ?
C12 C13 C14 C15 -173.1(3) . . . . ?
C13 C14 C15 C16 78.8(3) . . . . ?
C13 C14 C15 C17 -44.2(4) . . . . ?
C14 C6 C7 C8 -170.7(3) . . . . ?
C14 C6 C7 C11 4.2(4) . . . . ?
C18 C3 C4 N1 -173.0(2) . . . . ?
C18 C3 C4 C21 -1.5(4) . . . . ?
C18 C19 C20 C21 0.5(5) . . . . ?
C19 C20 C21 C4 -0.9(4) . . . . ?
C19 C20 C21 C22 179.6(3) . . . . ?
C20 C21 C22 C23 67.4(4) . . . . ?
C20 C21 C22 C24 -57.2(4) . . . . ?
C25 C2 C3 C4 118.4(3) . . . . ?
C25 C2 C3 C18 -60.2(3) . . . . ?
C26 N1 C4 C3 83.4(3) . . . . ?
C26 N1 C4 C21 -88.5(3) . . . . ?
C26 N1 C5 N2 12.0(4) . . . . ?
C26 N1 C5 B1 -158.8(3) . . . . ?
C26 C27 C28 N2 61.3(3) . . . . ?
C28 N2 C5 N1 2.8(4) . . . . ?
C28 N2 C5 B1 172.7(2) . . . . ?
C28 N2 C6 C7 -84.8(3) . . . . ?
C28 N2 C6 C14 88.3(3) . . . . ?
