# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 2524792'
loop_
_audit_author_name
_audit_author_address
'Xuguang Liu'
;Tianjin University of Technology
China
;
_audit_update_record             
;
2026-03-23 deposited with the CCDC.	2026-03-31 downloaded from the CCDC.
;
_audit_creation_date             2026-03-08
_audit_creation_method           
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_shelx_SHELXL_version_number     2025/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 B2 N2'
_chemical_formula_sum            'C16 H16 B2 N2'
_chemical_formula_weight         257.93
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   19.257(3)
_cell_length_b                   18.442(3)
_cell_length_c                   7.9702(19)
_cell_angle_alpha                90
_cell_angle_beta                 99.63(2)
_cell_angle_gamma                90
_cell_volume                     2790.6(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    943
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.2270
_cell_measurement_theta_min      2.7010
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28437
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0969
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2934
_diffrn_reflns_point_group_measured_fraction_full 0.599
_diffrn_reflns_point_group_measured_fraction_max 0.599
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.857
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00 -42.00   1.00   50.00    --   30.00  54.00-180.00   27
  2  ω    -71.00 113.00   1.00   50.00    --   30.00  54.00  60.00  184
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0102595000
_diffrn_orient_matrix_UB_12      0.0381897000
_diffrn_orient_matrix_UB_13      -0.0011376000
_diffrn_orient_matrix_UB_21      0.0066972000
_diffrn_orient_matrix_UB_22      0.0008208000
_diffrn_orient_matrix_UB_23      0.0371844000
_diffrn_orient_matrix_UB_31      0.0894720000
_diffrn_orient_matrix_UB_32      0.0043875000
_diffrn_orient_matrix_UB_33      0.0033566000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.201
_reflns_Friedel_fraction_full    0.201
_reflns_Friedel_fraction_max     0.201
_reflns_number_gt                1727
_reflns_number_total             2934
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2025/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 193 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   1.8(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         2934
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1309
_refine_ls_R_factor_gt           0.0795
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1208P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1976
_refine_ls_wR_factor_ref         0.2446
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.614(8)
 0.386(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C18(H18), C19(H19), C20(H20), C21(H21), C26(H26), C27(H27), C28(H28), C29(H29),
  N1(H1), N2(H2a), N3(H3a), N4(H4a)
3.b Idealised Me refined as rotating group:
 C15(H15a,H15b,H15c), C16(H16a,H16b,H16c), C31(H31a,H31b,H31c), C32(H32a,H32b,
 H32c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
B1 B 0.3255(6) 0.4760(6) 0.8576(13) 0.057(3) Uani 1 1 d . . . . .
B2 B 0.3330(6) 0.3384(6) 0.7347(13) 0.057(3) Uani 1 1 d . . . . .
B3 B 0.1772(6) 0.1638(6) 0.1086(14) 0.057(3) Uani 1 1 d . . . . .
B4 B 0.1701(6) 0.0253(6) 0.2237(14) 0.055(3) Uani 1 1 d . . . . .
C1 C 0.2205(5) 0.2776(5) 0.6203(10) 0.053(2) Uani 1 1 d . . . . .
C2 C 0.1860(6) 0.2142(5) 0.5554(12) 0.065(3) Uani 1 1 d . . . . .
H2 H 0.211587 0.175826 0.521189 0.077 Uiso 1 1 calc R U . . .
C3 C 0.1142(6) 0.2090(6) 0.5423(14) 0.081(3) Uani 1 1 d . . . . .
H3 H 0.091089 0.167582 0.495448 0.098 Uiso 1 1 calc R U . . .
C4 C 0.0759(6) 0.2651(5) 0.5985(14) 0.076(3) Uani 1 1 d . . . . .
H4 H 0.028004 0.259330 0.599380 0.091 Uiso 1 1 calc R U . . .
C5 C 0.1086(5) 0.3295(5) 0.6532(12) 0.061(3) Uani 1 1 d . . . . .
H5 H 0.082114 0.367168 0.687492 0.073 Uiso 1 1 calc R U . . .
C6 C 0.1806(4) 0.3388(4) 0.6577(9) 0.046(2) Uani 1 1 d . . . . .
C7 C 0.2189(4) 0.4069(4) 0.7095(9) 0.046(2) Uani 1 1 d . . . . .
C8 C 0.1804(4) 0.4764(4) 0.6832(10) 0.046(2) Uani 1 1 d . . . . .
C9 C 0.1153(4) 0.4865(5) 0.5764(11) 0.053(2) Uani 1 1 d . . . . .
H9 H 0.093941 0.446777 0.517027 0.063 Uiso 1 1 calc R U . . .
C10 C 0.0820(5) 0.5524(5) 0.5560(13) 0.061(2) Uani 1 1 d . . . . .
H10 H 0.039048 0.556302 0.483175 0.073 Uiso 1 1 calc R U . . .
C11 C 0.1109(5) 0.6127(5) 0.6413(12) 0.061(3) Uani 1 1 d . . . . .
H11 H 0.086619 0.656460 0.632421 0.074 Uiso 1 1 calc R U . . .
C12 C 0.1763(5) 0.6073(5) 0.7398(12) 0.060(3) Uani 1 1 d . . . . .
H12 H 0.197314 0.648285 0.794488 0.071 Uiso 1 1 calc R U . . .
C13 C 0.2116(4) 0.5410(4) 0.7586(10) 0.045(2) Uani 1 1 d . . . . .
C14 C 0.2905(4) 0.4060(5) 0.7719(10) 0.047(2) Uani 1 1 d . . . . .
C15 C 0.4028(5) 0.4858(7) 0.9610(14) 0.084(3) Uani 1 1 d . . . . .
H15A H 0.404207 0.527651 1.033060 0.126 Uiso 1 1 calc R U . . .
H15B H 0.435251 0.492079 0.882991 0.126 Uiso 1 1 calc R U . . .
H15C H 0.415623 0.443534 1.029602 0.126 Uiso 1 1 calc R U . . .
C16 C 0.4150(5) 0.3285(6) 0.7791(14) 0.080(3) Uani 1 1 d . . . . .
H16A H 0.428237 0.319964 0.899025 0.120 Uiso 1 1 calc R U . . .
H16B H 0.437876 0.371506 0.748205 0.120 Uiso 1 1 calc R U . . .
H16C H 0.428971 0.287828 0.717236 0.120 Uiso 1 1 calc R U . . .
C17 C 0.2930(5) 0.2239(5) 0.1743(11) 0.053(2) Uani 1 1 d . . . . .
C18 C 0.3317(6) 0.2886(5) 0.1799(14) 0.072(3) Uani 1 1 d . . . . .
H18 H 0.312589 0.328894 0.118897 0.086 Uiso 1 1 calc R U . . .
C19 C 0.3989(6) 0.2924(6) 0.2772(17) 0.081(4) Uani 1 1 d . . . . .
H19 H 0.424688 0.335126 0.279444 0.097 Uiso 1 1 calc R U . . .
C20 C 0.4280(5) 0.2320(6) 0.3722(14) 0.078(3) Uani 1 1 d . . . . .
H20 H 0.471532 0.235241 0.442880 0.094 Uiso 1 1 calc R U . . .
C21 C 0.3915(4) 0.1697(5) 0.3581(11) 0.057(2) Uani 1 1 d . . . . .
H21 H 0.411077 0.129938 0.420462 0.068 Uiso 1 1 calc R U . . .
C22 C 0.3243(4) 0.1611(4) 0.2529(11) 0.047(2) Uani 1 1 d . . . . .
C23 C 0.2845(4) 0.0932(4) 0.2376(9) 0.041(2) Uani 1 1 d . . . . .
C24 C 0.2112(4) 0.0935(4) 0.1915(10) 0.048(2) Uani 1 1 d . . . . .
C25 C 0.3224(4) 0.0222(4) 0.2648(10) 0.0442(19) Uani 1 1 d . . . . .
C26 C 0.3949(4) 0.0143(5) 0.2553(10) 0.049(2) Uani 1 1 d . . . . .
H26 H 0.420286 0.054323 0.228530 0.059 Uiso 1 1 calc R U . . .
C27 C 0.4281(5) -0.0512(5) 0.2846(12) 0.066(3) Uani 1 1 d . . . . .
H27 H 0.475367 -0.055751 0.274748 0.079 Uiso 1 1 calc R U . . .
C28 C 0.3911(5) -0.1109(5) 0.3293(12) 0.065(3) Uani 1 1 d . . . . .
H28 H 0.414473 -0.154407 0.357686 0.078 Uiso 1 1 calc R U . . .
C29 C 0.3208(5) -0.1060(4) 0.3317(12) 0.058(2) Uani 1 1 d . . . . .
H29 H 0.295933 -0.146733 0.356609 0.070 Uiso 1 1 calc R U . . .
C30 C 0.2858(4) -0.0395(4) 0.2966(10) 0.042(2) Uani 1 1 d . . . . .
C31 C 0.0882(5) 0.0155(6) 0.2087(17) 0.087(4) Uani 1 1 d . . . . .
H31A H 0.066157 0.022617 0.092689 0.131 Uiso 1 1 calc R U . . .
H31B H 0.070249 0.050343 0.280023 0.131 Uiso 1 1 calc R U . . .
H31C H 0.078132 -0.032591 0.244347 0.131 Uiso 1 1 calc R U . . .
C32 C 0.0990(5) 0.1750(6) 0.0297(15) 0.081(3) Uani 1 1 d . . . . .
H32A H 0.070619 0.173027 0.117760 0.122 Uiso 1 1 calc R U . . .
H32B H 0.084545 0.137432 -0.052120 0.122 Uiso 1 1 calc R U . . .
H32C H 0.093389 0.221358 -0.025481 0.122 Uiso 1 1 calc R U . . .
N1 N 0.2803(4) 0.5369(4) 0.8495(9) 0.0575(19) Uani 1 1 d . . . . .
H1 H 0.296493 0.574817 0.905555 0.069 Uiso 1 1 calc R U . . .
N2 N 0.2927(4) 0.2819(4) 0.6447(9) 0.062(2) Uani 1 1 d . . . . .
H2A H 0.315111 0.247916 0.602571 0.075 Uiso 1 1 calc R U . . .
N3 N 0.2243(4) 0.2214(4) 0.0944(10) 0.061(2) Uani 1 1 d . . . . .
H3A H 0.208657 0.257498 0.030900 0.073 Uiso 1 1 calc R U . . .
N4 N 0.2129(4) -0.0361(4) 0.2843(9) 0.0533(19) Uani 1 1 d . . . . .
H4A H 0.191875 -0.073687 0.315470 0.064 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
B1 C14 1.559(14) . ?
B1 C15 1.586(14) . ?
B1 N1 1.417(13) . ?
B2 C14 1.547(14) . ?
B2 C16 1.570(14) . ?
B2 N2 1.420(13) . ?
B3 C24 1.550(13) . ?
B3 C32 1.545(14) . ?
B3 N3 1.413(13) . ?
B4 C24 1.531(14) . ?
B4 C31 1.573(13) . ?
B4 N4 1.436(13) . ?
C1 C2 1.400(12) . ?
C1 C6 1.426(11) . ?
C1 N2 1.373(12) . ?
C2 H2 0.9300 . ?
C2 C3 1.371(14) . ?
C3 H3 0.9300 . ?
C3 C4 1.389(13) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(12) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(11) . ?
C6 C7 1.479(11) . ?
C7 C8 1.479(11) . ?
C7 C14 1.386(12) . ?
C8 C9 1.403(11) . ?
C8 C13 1.421(10) . ?
C9 H9 0.9300 . ?
C9 C10 1.372(11) . ?
C10 H10 0.9300 . ?
C10 C11 1.372(13) . ?
C11 H11 0.9300 . ?
C11 C12 1.371(12) . ?
C12 H12 0.9300 . ?
C12 C13 1.396(11) . ?
C13 N1 1.400(10) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.404(13) . ?
C17 C22 1.404(11) . ?
C17 N3 1.371(11) . ?
C18 H18 0.9300 . ?
C18 C19 1.394(16) . ?
C19 H19 0.9300 . ?
C19 C20 1.409(15) . ?
C20 H20 0.9300 . ?
C20 C21 1.341(12) . ?
C21 H21 0.9300 . ?
C21 C22 1.428(11) . ?
C22 C23 1.462(11) . ?
C23 C24 1.397(11) . ?
C23 C25 1.497(11) . ?
C25 C26 1.418(11) . ?
C25 C30 1.384(11) . ?
C26 H26 0.9300 . ?
C26 C27 1.369(11) . ?
C27 H27 0.9300 . ?
C27 C28 1.390(13) . ?
C28 H28 0.9300 . ?
C28 C29 1.358(12) . ?
C29 H29 0.9300 . ?
C29 C30 1.405(11) . ?
C30 N4 1.393(10) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?
N3 H3A 0.8600 . ?
N4 H4A 0.8600 . ?

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 B1 C15 128.4(10) . . ?
N1 B1 C14 114.8(8) . . ?
N1 B1 C15 116.7(9) . . ?
C14 B2 C16 126.5(10) . . ?
N2 B2 C14 115.3(8) . . ?
N2 B2 C16 118.1(9) . . ?
C32 B3 C24 126.8(9) . . ?
N3 B3 C24 115.6(8) . . ?
N3 B3 C32 117.5(9) . . ?
C24 B4 C31 128.5(10) . . ?
N4 B4 C24 114.9(8) . . ?
N4 B4 C31 116.5(9) . . ?
C2 C1 C6 119.9(9) . . ?
N2 C1 C2 120.5(9) . . ?
N2 C1 C6 119.6(8) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.9(10) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.3(10) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.3(10) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.0(9) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C7 118.0(8) . . ?
C5 C6 C1 117.8(8) . . ?
C5 C6 C7 124.1(8) . . ?
C8 C7 C6 118.8(7) . . ?
C14 C7 C6 120.7(8) . . ?
C14 C7 C8 120.4(8) . . ?
C9 C8 C7 125.2(7) . . ?
C9 C8 C13 114.6(8) . . ?
C13 C8 C7 120.0(7) . . ?
C8 C9 H9 118.6 . . ?
C10 C9 C8 122.8(9) . . ?
C10 C9 H9 118.6 . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.1(10) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 118.9(9) . . ?
C12 C11 H11 120.5 . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.5(9) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 C8 121.7(8) . . ?
C12 C13 N1 120.2(7) . . ?
N1 C13 C8 118.1(7) . . ?
B2 C14 B1 123.2(8) . . ?
C7 C14 B1 118.6(8) . . ?
C7 C14 B2 117.8(8) . . ?
B1 C15 H15A 109.5 . . ?
B1 C15 H15B 109.5 . . ?
B1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
B2 C16 H16A 109.5 . . ?
B2 C16 H16B 109.5 . . ?
B2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 120.1(9) . . ?
N3 C17 C18 120.7(8) . . ?
N3 C17 C22 119.3(8) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 119.9(10) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.7 . . ?
C18 C19 C20 120.5(10) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.8 . . ?
C21 C20 C19 118.4(10) . . ?
C21 C20 H20 120.8 . . ?
C20 C21 H21 118.1 . . ?
C20 C21 C22 123.7(9) . . ?
C22 C21 H21 118.1 . . ?
C17 C22 C21 116.7(8) . . ?
C17 C22 C23 119.2(7) . . ?
C21 C22 C23 123.8(8) . . ?
C22 C23 C25 120.0(7) . . ?
C24 C23 C22 120.8(7) . . ?
C24 C23 C25 119.2(7) . . ?
B4 C24 B3 124.4(8) . . ?
C23 C24 B3 116.8(8) . . ?
C23 C24 B4 118.7(8) . . ?
C26 C25 C23 122.9(7) . . ?
C30 C25 C23 119.7(7) . . ?
C30 C25 C26 117.4(7) . . ?
C25 C26 H26 119.4 . . ?
C27 C26 C25 121.2(8) . . ?
C27 C26 H26 119.4 . . ?
C26 C27 H27 120.1 . . ?
C26 C27 C28 119.8(9) . . ?
C28 C27 H27 120.1 . . ?
C27 C28 H28 119.8 . . ?
C29 C28 C27 120.4(9) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 120.0 . . ?
C28 C29 C30 120.0(9) . . ?
C30 C29 H29 120.0 . . ?
C25 C30 C29 120.8(8) . . ?
C25 C30 N4 119.2(7) . . ?
N4 C30 C29 119.9(8) . . ?
B4 C31 H31A 109.5 . . ?
B4 C31 H31B 109.5 . . ?
B4 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
B3 C32 H32A 109.5 . . ?
B3 C32 H32B 109.5 . . ?
B3 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
B1 N1 H1 117.0 . . ?
C13 N1 B1 125.9(8) . . ?
C13 N1 H1 117.0 . . ?
B2 N2 H2A 117.7 . . ?
C1 N2 B2 124.6(8) . . ?
C1 N2 H2A 117.7 . . ?
B3 N3 H3A 117.6 . . ?
C17 N3 B3 124.8(8) . . ?
C17 N3 H3A 117.6 . . ?
B4 N4 H4A 117.5 . . ?
C30 N4 B4 125.1(8) . . ?
C30 N4 H4A 117.5 . . ?

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 C2 C3 C4 -2.2(17) . . . . ?
C1 C6 C7 C8 155.9(7) . . . . ?
C1 C6 C7 C14 -20.1(11) . . . . ?
C2 C1 C6 C5 9.9(12) . . . . ?
C2 C1 C6 C7 -174.0(7) . . . . ?
C2 C1 N2 B2 -169.2(8) . . . . ?
C2 C3 C4 C5 6.2(17) . . . . ?
C3 C4 C5 C6 -1.8(15) . . . . ?
C4 C5 C6 C1 -6.1(13) . . . . ?
C4 C5 C6 C7 178.0(8) . . . . ?
C5 C6 C7 C8 -28.2(11) . . . . ?
C5 C6 C7 C14 155.8(8) . . . . ?
C6 C1 C2 C3 -5.9(14) . . . . ?
C6 C1 N2 B2 12.3(13) . . . . ?
C6 C7 C8 C9 -16.4(12) . . . . ?
C6 C7 C8 C13 168.7(7) . . . . ?
C6 C7 C14 B1 -168.2(7) . . . . ?
C6 C7 C14 B2 18.6(11) . . . . ?
C7 C8 C9 C10 -179.7(9) . . . . ?
C7 C8 C13 C12 -178.6(8) . . . . ?
C7 C8 C13 N1 3.2(11) . . . . ?
C8 C7 C14 B1 15.9(12) . . . . ?
C8 C7 C14 B2 -157.4(7) . . . . ?
C8 C9 C10 C11 -0.4(14) . . . . ?
C8 C13 N1 B1 7.9(12) . . . . ?
C9 C8 C13 C12 6.0(11) . . . . ?
C9 C8 C13 N1 -172.2(7) . . . . ?
C9 C10 C11 C12 4.1(14) . . . . ?
C10 C11 C12 C13 -2.6(13) . . . . ?
C11 C12 C13 C8 -2.6(13) . . . . ?
C11 C12 C13 N1 175.5(8) . . . . ?
C12 C13 N1 B1 -170.3(9) . . . . ?
C13 C8 C9 C10 -4.5(12) . . . . ?
C14 B1 N1 C13 -7.0(13) . . . . ?
C14 B2 N2 C1 -13.3(13) . . . . ?
C14 C7 C8 C9 159.6(8) . . . . ?
C14 C7 C8 C13 -15.3(12) . . . . ?
C15 B1 C14 B2 -16.6(15) . . . . ?
C15 B1 C14 C7 170.5(10) . . . . ?
C15 B1 N1 C13 176.7(8) . . . . ?
C16 B2 C14 B1 1.6(14) . . . . ?
C16 B2 C14 C7 174.5(9) . . . . ?
C16 B2 N2 C1 169.4(9) . . . . ?
C17 C18 C19 C20 -0.9(17) . . . . ?
C17 C22 C23 C24 -18.9(12) . . . . ?
C17 C22 C23 C25 158.8(7) . . . . ?
C18 C17 C22 C21 9.4(12) . . . . ?
C18 C17 C22 C23 -176.6(8) . . . . ?
C18 C17 N3 B3 -167.5(9) . . . . ?
C18 C19 C20 C21 4.1(17) . . . . ?
C19 C20 C21 C22 -0.4(16) . . . . ?
C20 C21 C22 C17 -6.3(13) . . . . ?
C20 C21 C22 C23 -180.0(9) . . . . ?
C21 C22 C23 C24 154.6(8) . . . . ?
C21 C22 C23 C25 -27.7(12) . . . . ?
C22 C17 C18 C19 -6.1(15) . . . . ?
C22 C17 N3 B3 11.6(13) . . . . ?
C22 C23 C24 B3 17.1(12) . . . . ?
C22 C23 C24 B4 -163.4(7) . . . . ?
C22 C23 C25 C26 -19.4(11) . . . . ?
C22 C23 C25 C30 162.3(7) . . . . ?
C23 C25 C26 C27 178.6(8) . . . . ?
C23 C25 C30 C29 -176.6(7) . . . . ?
C23 C25 C30 N4 6.9(11) . . . . ?
C24 B3 N3 C17 -12.5(13) . . . . ?
C24 B4 N4 C30 -7.3(13) . . . . ?
C24 C23 C25 C26 158.3(8) . . . . ?
C24 C23 C25 C30 -20.0(11) . . . . ?
C25 C23 C24 B3 -160.5(7) . . . . ?
C25 C23 C24 B4 18.9(12) . . . . ?
C25 C26 C27 C28 -1.8(14) . . . . ?
C25 C30 N4 B4 6.7(12) . . . . ?
C26 C25 C30 C29 5.1(11) . . . . ?
C26 C25 C30 N4 -171.4(7) . . . . ?
C26 C27 C28 C29 4.9(15) . . . . ?
C27 C28 C29 C30 -2.9(15) . . . . ?
C28 C29 C30 C25 -2.2(14) . . . . ?
C28 C29 C30 N4 174.3(8) . . . . ?
C29 C30 N4 B4 -169.8(8) . . . . ?
C30 C25 C26 C27 -3.2(11) . . . . ?
C31 B4 C24 B3 -10.3(16) . . . . ?
C31 B4 C24 C23 170.3(10) . . . . ?
C31 B4 N4 C30 175.9(9) . . . . ?
C32 B3 C24 B4 -6.4(15) . . . . ?
C32 B3 C24 C23 173.0(10) . . . . ?
C32 B3 N3 C17 171.7(9) . . . . ?
N1 B1 C14 B2 167.6(8) . . . . ?
N1 B1 C14 C7 -5.3(12) . . . . ?
N2 B2 C14 B1 -175.5(8) . . . . ?
N2 B2 C14 C7 -2.6(12) . . . . ?
N2 C1 C2 C3 175.7(9) . . . . ?
N2 C1 C6 C5 -171.6(8) . . . . ?
N2 C1 C6 C7 4.5(11) . . . . ?
N3 B3 C24 B4 178.4(8) . . . . ?
N3 B3 C24 C23 -2.2(12) . . . . ?
N3 C17 C18 C19 173.0(10) . . . . ?
N3 C17 C22 C21 -169.7(8) . . . . ?
N3 C17 C22 C23 4.3(12) . . . . ?
N4 B4 C24 B3 173.4(8) . . . . ?
N4 B4 C24 C23 -6.0(13) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.954
_oxdiff_exptl_absorpt_empirical_full_min 0.543
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.614(8)
2 0.386(8)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 2524793'
loop_
_audit_author_name
_audit_author_address
'Xuguang Liu'
;Tianjin University of Technology
China
;
_audit_update_record             
;
2026-03-23 deposited with the CCDC.	2026-03-31 downloaded from the CCDC.
;
_audit_creation_date             2026-03-08
_audit_creation_method           
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_shelx_SHELXL_version_number     2025/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H20 B2 N2'
_chemical_formula_sum            'C26 H20 B2 N2'
_chemical_formula_weight         382.06
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.4755(11)
_cell_length_b                   15.3837(14)
_cell_length_c                   19.915(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4128.5(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2631
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.8460
_cell_measurement_theta_min      2.9300
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10524
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        24.713
_diffrn_reflns_theta_max         24.713
_diffrn_reflns_theta_min         2.648
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -71.00 111.00   1.00   12.50    --   30.00  54.00-180.00  182
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0443889000
_diffrn_orient_matrix_UB_12      -0.0068454000
_diffrn_orient_matrix_UB_13      0.0183912000
_diffrn_orient_matrix_UB_21      -0.0283593000
_diffrn_orient_matrix_UB_22      -0.0098407000
_diffrn_orient_matrix_UB_23      0.0291083000
_diffrn_orient_matrix_UB_31      -0.0005067000
_diffrn_orient_matrix_UB_32      -0.0444353000
_diffrn_orient_matrix_UB_33      -0.0092642000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1901
_reflns_number_total             3443
_reflns_odcompleteness_completeness 98.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2025/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0072(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2025/1 (Sheldrick 2025)'
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3443
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1199
_refine_ls_R_factor_gt           0.0683
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1047P)²+0.0691P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1730
_refine_ls_wR_factor_ref         0.2334
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23),
  C24(H24), C25(H25), N1(H1), N2(H2A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
B1 B 0.3098(3) 0.6469(2) 0.33123(19) 0.0490(9) Uani 1 1 d . . . . .
B2 B 0.4407(3) 0.7715(2) 0.3760(2) 0.0524(10) Uani 1 1 d . . . . .
C1 C 0.2323(2) 0.55852(19) 0.42234(16) 0.0490(8) Uani 1 1 d . . . . .
C2 C 0.1530(3) 0.5056(2) 0.44167(18) 0.0602(10) Uani 1 1 d . . . . .
H2 H 0.110247 0.483380 0.409290 0.072 Uiso 1 1 calc R U . . .
C3 C 0.1378(3) 0.4862(2) 0.50841(19) 0.0678(11) Uani 1 1 d . . . . .
H3 H 0.085700 0.450084 0.520947 0.081 Uiso 1 1 calc R U . . .
C4 C 0.2010(3) 0.5209(2) 0.55730(19) 0.0654(10) Uani 1 1 d . . . . .
H4 H 0.189271 0.509796 0.602513 0.078 Uiso 1 1 calc R U . . .
C5 C 0.2803(2) 0.57151(19) 0.53842(18) 0.0543(9) Uani 1 1 d . . . . .
H5 H 0.321356 0.594487 0.571471 0.065 Uiso 1 1 calc R U . . .
C6 C 0.3014(2) 0.58983(18) 0.46972(15) 0.0453(8) Uani 1 1 d . . . . .
C7 C 0.3827(2) 0.64701(19) 0.44869(16) 0.0449(8) Uani 1 1 d . . . . .
C8 C 0.4689(2) 0.6620(2) 0.49257(17) 0.0506(8) Uani 1 1 d . . . . .
C9 C 0.5013(2) 0.6009(2) 0.54123(18) 0.0590(9) Uani 1 1 d . . . . .
H9 H 0.464419 0.550641 0.548109 0.071 Uiso 1 1 calc R U . . .
C10 C 0.5868(3) 0.6143(3) 0.5789(2) 0.0711(11) Uani 1 1 d . . . . .
H10 H 0.606530 0.573350 0.610551 0.085 Uiso 1 1 calc R U . . .
C11 C 0.6420(3) 0.6884(3) 0.5691(2) 0.0792(13) Uani 1 1 d . . . . .
H11 H 0.698661 0.697908 0.594789 0.095 Uiso 1 1 calc R U . . .
C12 C 0.6139(3) 0.7486(3) 0.5214(2) 0.0712(11) Uani 1 1 d . . . . .
H12 H 0.651157 0.798953 0.515480 0.085 Uiso 1 1 calc R U . . .
C13 C 0.5298(2) 0.7343(2) 0.48210(18) 0.0559(9) Uani 1 1 d . . . . .
C14 C 0.3784(2) 0.68812(19) 0.38563(17) 0.0484(8) Uani 1 1 d . . . . .
C15 C 0.3116(2) 0.6653(2) 0.25402(18) 0.0529(9) Uani 1 1 d . . . . .
C16 C 0.2246(3) 0.6708(2) 0.21604(19) 0.0660(10) Uani 1 1 d . . . . .
H16 H 0.163682 0.663094 0.237219 0.079 Uiso 1 1 calc R U . . .
C17 C 0.2266(4) 0.6877(3) 0.1471(2) 0.0849(14) Uani 1 1 d . . . . .
H17 H 0.167412 0.691637 0.123253 0.102 Uiso 1 1 calc R U . . .
C18 C 0.3152(5) 0.6984(3) 0.1144(3) 0.0921(15) Uani 1 1 d . . . . .
H18 H 0.316408 0.709700 0.068520 0.110 Uiso 1 1 calc R U . . .
C19 C 0.4021(4) 0.6922(3) 0.1499(2) 0.0804(12) Uani 1 1 d . . . . .
H19 H 0.462536 0.698801 0.127975 0.096 Uiso 1 1 calc R U . . .
C20 C 0.4004(3) 0.6760(2) 0.21894(17) 0.0597(10) Uani 1 1 d . . . . .
H20 H 0.460136 0.672266 0.242161 0.072 Uiso 1 1 calc R U . . .
C21 C 0.3466(3) 0.8663(2) 0.28723(18) 0.0634(10) Uani 1 1 d . . . . .
H21 H 0.287865 0.839313 0.300019 0.076 Uiso 1 1 calc R U . . .
C22 C 0.3439(3) 0.9308(2) 0.2380(2) 0.0747(12) Uani 1 1 d . . . . .
H22 H 0.283963 0.946005 0.218103 0.090 Uiso 1 1 calc R U . . .
C23 C 0.4302(4) 0.9720(3) 0.2191(2) 0.0866(14) Uani 1 1 d . . . . .
H23 H 0.428794 1.015218 0.186464 0.104 Uiso 1 1 calc R U . . .
C24 C 0.5189(4) 0.9484(3) 0.2489(2) 0.0860(13) Uani 1 1 d . . . . .
H24 H 0.577496 0.975815 0.236181 0.103 Uiso 1 1 calc R U . . .
C25 C 0.5208(3) 0.8844(2) 0.29746(19) 0.0699(11) Uani 1 1 d . . . . .
H25 H 0.581068 0.869816 0.317163 0.084 Uiso 1 1 calc R U . . .
C26 C 0.4357(3) 0.8412(2) 0.31781(18) 0.0552(9) Uani 1 1 d . . . . .
N1 N 0.2439(2) 0.58189(17) 0.35563(14) 0.0556(8) Uani 1 1 d . . . . .
H1 H 0.208243 0.554842 0.326513 0.067 Uiso 1 1 calc R U . . .
N2 N 0.5078(2) 0.79055(17) 0.42969(14) 0.0576(8) Uani 1 1 d . . . . .
H2A H 0.536642 0.840442 0.429472 0.069 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
B1 C14 1.558(5) . ?
B1 C15 1.563(5) . ?
B1 N1 1.424(5) . ?
B2 C14 1.545(5) . ?
B2 C26 1.580(5) . ?
B2 N2 1.431(5) . ?
C1 C2 1.397(4) . ?
C1 C6 1.411(4) . ?
C1 N1 1.385(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.378(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.399(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.374(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.426(4) . ?
C6 C7 1.465(4) . ?
C7 C8 1.472(4) . ?
C7 C14 1.407(4) . ?
C8 C9 1.419(5) . ?
C8 C13 1.398(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.390(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.375(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.381(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.395(5) . ?
C13 N2 1.388(4) . ?
C15 C16 1.398(5) . ?
C15 C20 1.396(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.398(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.370(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.372(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.396(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.395(5) . ?
C21 C26 1.400(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.376(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.384(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.380(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.385(5) . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?

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 B1 C15 127.0(3) . . ?
N1 B1 C14 114.7(3) . . ?
N1 B1 C15 118.2(3) . . ?
C14 B2 C26 129.2(3) . . ?
N2 B2 C14 114.9(3) . . ?
N2 B2 C26 115.8(3) . . ?
C2 C1 C6 121.3(3) . . ?
N1 C1 C2 120.1(3) . . ?
N1 C1 C6 118.6(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(3) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.9(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.0 . . ?
C4 C5 C6 122.0(3) . . ?
C6 C5 H5 119.0 . . ?
C1 C6 C5 116.2(3) . . ?
C1 C6 C7 120.5(3) . . ?
C5 C6 C7 122.9(3) . . ?
C6 C7 C8 120.9(3) . . ?
C14 C7 C6 119.6(3) . . ?
C14 C7 C8 119.5(3) . . ?
C9 C8 C7 123.0(3) . . ?
C13 C8 C7 120.0(3) . . ?
C13 C8 C9 116.6(3) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 C8 121.7(3) . . ?
C10 C9 H9 119.1 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.7(4) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.4(4) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.2(4) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 121.3(4) . . ?
N2 C13 C8 118.9(3) . . ?
N2 C13 C12 119.8(3) . . ?
B2 C14 B1 125.0(3) . . ?
C7 C14 B1 117.5(3) . . ?
C7 C14 B2 117.5(3) . . ?
C16 C15 B1 122.0(3) . . ?
C20 C15 B1 121.8(3) . . ?
C20 C15 C16 116.2(3) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.8(4) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(4) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.4(4) . . ?
C19 C18 H18 120.3 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.4(4) . . ?
C20 C19 H19 119.8 . . ?
C15 C20 C19 121.8(4) . . ?
C15 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C22 C21 H21 119.2 . . ?
C22 C21 C26 121.6(4) . . ?
C26 C21 H21 119.2 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.8(4) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.5(4) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(4) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 118.9 . . ?
C24 C25 C26 122.1(4) . . ?
C26 C25 H25 118.9 . . ?
C21 C26 B2 122.8(3) . . ?
C25 C26 B2 120.3(3) . . ?
C25 C26 C21 116.7(3) . . ?
B1 N1 H1 117.3 . . ?
C1 N1 B1 125.5(3) . . ?
C1 N1 H1 117.3 . . ?
B2 N2 H2A 117.7 . . ?
C13 N2 B2 124.7(3) . . ?
C13 N2 H2A 117.7 . . ?

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
B1 C15 C16 C17 179.6(3) . . . . ?
B1 C15 C20 C19 179.9(3) . . . . ?
C1 C2 C3 C4 1.2(6) . . . . ?
C1 C6 C7 C8 -164.2(3) . . . . ?
C1 C6 C7 C14 15.8(4) . . . . ?
C2 C1 C6 C5 -5.9(4) . . . . ?
C2 C1 C6 C7 -178.5(3) . . . . ?
C2 C1 N1 B1 168.2(3) . . . . ?
C2 C3 C4 C5 -2.6(6) . . . . ?
C3 C4 C5 C6 -0.4(5) . . . . ?
C4 C5 C6 C1 4.5(5) . . . . ?
C4 C5 C6 C7 176.9(3) . . . . ?
C5 C6 C7 C8 23.8(4) . . . . ?
C5 C6 C7 C14 -156.3(3) . . . . ?
C6 C1 C2 C3 3.2(5) . . . . ?
C6 C1 N1 B1 -11.3(5) . . . . ?
C6 C7 C8 C9 26.7(4) . . . . ?
C6 C7 C8 C13 -160.9(3) . . . . ?
C6 C7 C14 B1 -21.7(4) . . . . ?
C6 C7 C14 B2 157.3(3) . . . . ?
C7 C8 C9 C10 175.7(3) . . . . ?
C7 C8 C13 C12 -177.8(3) . . . . ?
C7 C8 C13 N2 -0.4(5) . . . . ?
C8 C7 C14 B1 158.2(3) . . . . ?
C8 C7 C14 B2 -22.7(4) . . . . ?
C8 C9 C10 C11 -0.1(6) . . . . ?
C8 C13 N2 B2 -14.3(5) . . . . ?
C9 C8 C13 C12 -4.9(5) . . . . ?
C9 C8 C13 N2 172.5(3) . . . . ?
C9 C10 C11 C12 -1.1(6) . . . . ?
C10 C11 C12 C13 -0.8(6) . . . . ?
C11 C12 C13 C8 4.0(6) . . . . ?
C11 C12 C13 N2 -173.4(3) . . . . ?
C12 C13 N2 B2 163.1(3) . . . . ?
C13 C8 C9 C10 3.0(5) . . . . ?
C14 B1 C15 C16 -141.4(3) . . . . ?
C14 B1 C15 C20 39.3(5) . . . . ?
C14 B1 N1 C1 4.8(5) . . . . ?
C14 B2 C26 C21 36.2(5) . . . . ?
C14 B2 C26 C25 -147.6(4) . . . . ?
C14 B2 N2 C13 10.0(5) . . . . ?
C14 C7 C8 C9 -153.2(3) . . . . ?
C14 C7 C8 C13 19.2(4) . . . . ?
C15 B1 C14 B2 17.4(5) . . . . ?
C15 B1 C14 C7 -163.7(3) . . . . ?
C15 B1 N1 C1 -179.2(3) . . . . ?
C15 C16 C17 C18 0.7(6) . . . . ?
C16 C15 C20 C19 0.6(5) . . . . ?
C16 C17 C18 C19 0.2(7) . . . . ?
C17 C18 C19 C20 -0.6(6) . . . . ?
C18 C19 C20 C15 0.3(6) . . . . ?
C20 C15 C16 C17 -1.1(5) . . . . ?
C21 C22 C23 C24 0.3(6) . . . . ?
C22 C21 C26 B2 177.1(3) . . . . ?
C22 C21 C26 C25 0.8(5) . . . . ?
C22 C23 C24 C25 -0.2(6) . . . . ?
C23 C24 C25 C26 0.5(6) . . . . ?
C24 C25 C26 B2 -177.1(3) . . . . ?
C24 C25 C26 C21 -0.7(5) . . . . ?
C26 B2 C14 B1 12.2(5) . . . . ?
C26 B2 C14 C7 -166.8(3) . . . . ?
C26 B2 N2 C13 -173.8(3) . . . . ?
C26 C21 C22 C23 -0.6(6) . . . . ?
N1 B1 C14 B2 -167.0(3) . . . . ?
N1 B1 C14 C7 11.9(4) . . . . ?
N1 B1 C15 C16 43.1(5) . . . . ?
N1 B1 C15 C20 -136.2(3) . . . . ?
N1 C1 C2 C3 -176.3(3) . . . . ?
N1 C1 C6 C5 173.6(3) . . . . ?
N1 C1 C6 C7 1.0(4) . . . . ?
N2 B2 C14 B1 -172.1(3) . . . . ?
N2 B2 C14 C7 8.9(4) . . . . ?
N2 B2 C26 C21 -139.4(3) . . . . ?
N2 B2 C26 C25 36.7(4) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.883
_oxdiff_exptl_absorpt_empirical_full_min 0.693
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 2524794'
loop_
_audit_author_name
_audit_author_address
'Xuguang Liu'
;Tianjin University of Technology
China
;
_audit_update_record             
;
2026-03-23 deposited with the CCDC.	2026-03-31 downloaded from the CCDC.
;
_audit_creation_date             2026-03-08
_audit_creation_method           
;
Olex2 1.5-ac6-020
(compiled 2024.02.14 svn.r2f8d729c for Rigaku Oxford Diffraction, GUI svn.r6966)
;
_shelx_SHELXL_version_number     2025/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H14 B Br3 N2'
_chemical_formula_sum            'C20 H14 B Br3 N2'
_chemical_formula_weight         532.87
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   10.5230(8)
_cell_length_b                   13.4295(11)
_cell_length_c                   26.9791(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.280(6)
_cell_angle_gamma                90
_cell_volume                     3811.7(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2889
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.6590
_cell_measurement_theta_min      2.8850
_shelx_estimated_absorpt_T_max   0.630
_shelx_estimated_absorpt_T_min   0.516
_exptl_absorpt_coefficient_mu    6.356
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.857
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2064
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            8735
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.498
_diffrn_reflns_theta_min         3.034
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00 107.00   1.00   40.00    --   30.00  54.00   0.00  181
  2  ω     -3.00  38.00   1.00   40.00    --   30.00  54.00 -60.00   41
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0131496000
_diffrn_orient_matrix_UB_12      0.0222461000
_diffrn_orient_matrix_UB_13      0.0231833000
_diffrn_orient_matrix_UB_21      -0.0248929000
_diffrn_orient_matrix_UB_22      -0.0458230000
_diffrn_orient_matrix_UB_23      0.0084969000
_diffrn_orient_matrix_UB_31      0.0612892000
_diffrn_orient_matrix_UB_32      -0.0138030000
_diffrn_orient_matrix_UB_33      0.0090784000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3396
_reflns_number_total             4787
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-020 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2025/1 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.989
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         4787
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0406
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0466P)²+3.1538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.1006
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C11(H11), C12(H12), C14(H14), C16(H16), C17(H17),
 C18(H18), C19(H19), C20(H20), N2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
B1 B 0.6091(4) 0.3516(3) 0.77492(15) 0.0388(9) Uani 1 1 d . . . . .
Br1 Br 0.93159(4) 0.35927(4) 0.52485(2) 0.06428(16) Uani 1 1 d . . . . .
Br2 Br 0.37760(4) 0.17954(3) 0.54613(2) 0.05836(14) Uani 1 1 d . . . . .
Br3 Br 0.81546(3) 0.49043(3) 0.74404(2) 0.04253(12) Uani 1 1 d . . . . .
C1 C 0.7785(3) 0.3868(3) 0.60940(13) 0.0393(8) Uani 1 1 d . . . . .
H1 H 0.797054 0.320223 0.615672 0.047 Uiso 1 1 calc R U . . .
C2 C 0.8314(4) 0.4338(3) 0.56915(13) 0.0443(9) Uani 1 1 d . . . . .
C3 C 0.8063(4) 0.5332(3) 0.56002(14) 0.0507(10) Uani 1 1 d . . . . .
H3 H 0.843647 0.565463 0.533561 0.061 Uiso 1 1 calc R U . . .
C4 C 0.7254(4) 0.5839(3) 0.59042(14) 0.0480(9) Uani 1 1 d . . . . .
H4 H 0.708885 0.650838 0.584180 0.058 Uiso 1 1 calc R U . . .
C5 C 0.6674(3) 0.5376(3) 0.63041(13) 0.0388(8) Uani 1 1 d . . . . .
C6 C 0.6980(3) 0.4382(2) 0.64057(12) 0.0331(7) Uani 1 1 d . . . . .
C7 C 0.6764(3) 0.4010(2) 0.73136(12) 0.0343(7) Uani 1 1 d . . . . .
C8 C 0.6410(3) 0.3848(2) 0.68315(12) 0.0325(7) Uani 1 1 d . . . . .
C9 C 0.5434(3) 0.3105(2) 0.67174(12) 0.0335(7) Uani 1 1 d . . . . .
C10 C 0.4855(3) 0.2570(3) 0.71045(13) 0.0395(8) Uani 1 1 d . . . . .
C11 C 0.3996(4) 0.1807(3) 0.69919(15) 0.0517(10) Uani 1 1 d . . . . .
H11 H 0.362193 0.145922 0.724856 0.062 Uiso 1 1 calc R U . . .
C12 C 0.3695(4) 0.1560(3) 0.65139(15) 0.0513(10) Uani 1 1 d . . . . .
H12 H 0.314156 0.103601 0.644442 0.062 Uiso 1 1 calc R U . . .
C13 C 0.4229(3) 0.2105(3) 0.61288(14) 0.0416(8) Uani 1 1 d . . . . .
C14 C 0.5066(3) 0.2867(3) 0.62253(13) 0.0369(8) Uani 1 1 d . . . . .
H14 H 0.539407 0.323085 0.596407 0.044 Uiso 1 1 calc R U . . .
C15 C 0.6240(4) 0.3724(3) 0.83206(13) 0.0408(8) Uani 1 1 d . . . . .
C16 C 0.5147(4) 0.3755(3) 0.86072(15) 0.0554(11) Uani 1 1 d . . . . .
H16 H 0.435610 0.366438 0.845281 0.067 Uiso 1 1 calc R U . . .
C17 C 0.5210(5) 0.3918(4) 0.91117(16) 0.0700(14) Uani 1 1 d . . . . .
H17 H 0.446932 0.393971 0.929315 0.084 Uiso 1 1 calc R U . . .
C18 C 0.6376(5) 0.4047(4) 0.93461(16) 0.0675(13) Uani 1 1 d . . . . .
H18 H 0.642139 0.415926 0.968622 0.081 Uiso 1 1 calc R U . . .
C19 C 0.7465(5) 0.4011(3) 0.90807(16) 0.0618(12) Uani 1 1 d . . . . .
H19 H 0.824979 0.408608 0.924163 0.074 Uiso 1 1 calc R U . . .
C20 C 0.7405(4) 0.3861(3) 0.85689(13) 0.0446(9) Uani 1 1 d . . . . .
H20 H 0.815136 0.385180 0.839075 0.053 Uiso 1 1 calc R U . . .
N1 N 0.5834(4) 0.5922(3) 0.65965(14) 0.0500(8) Uani 1 1 d . . . . .
N2 N 0.5170(3) 0.2806(2) 0.75931(11) 0.0440(7) Uani 1 1 d . . . . .
H2 H 0.477221 0.249327 0.782066 0.053 Uiso 1 1 calc R U . . .
H1A H 0.520(5) 0.628(4) 0.6427(18) 0.071(15) Uiso 1 1 d . . . . .
H1B H 0.533(5) 0.547(4) 0.6753(17) 0.063(14) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
B1 C7 1.536(5) . ?
B1 C15 1.571(5) . ?
B1 N2 1.418(5) . ?
Br1 C2 1.897(4) . ?
Br2 C13 1.899(4) . ?
Br3 C7 1.918(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.383(5) . ?
C1 C6 1.390(5) . ?
C2 C3 1.381(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.398(5) . ?
C5 C6 1.400(5) . ?
C5 N1 1.404(5) . ?
C6 C8 1.492(4) . ?
C7 C8 1.362(5) . ?
C8 C9 1.459(5) . ?
C9 C10 1.417(5) . ?
C9 C14 1.411(5) . ?
C10 C11 1.395(5) . ?
C10 N2 1.389(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.362(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.399(5) . ?
C13 C14 1.372(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.401(5) . ?
C15 C20 1.396(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.379(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.379(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.366(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.395(5) . ?
C20 H20 0.9300 . ?
N1 H1A 0.93(5) . ?
N1 H1B 0.92(5) . ?
N2 H2 0.8600 . ?

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
C7 B1 C15 129.6(3) . . ?
N2 B1 C7 112.8(3) . . ?
N2 B1 C15 117.6(3) . . ?
C2 C1 H1 119.7 . . ?
C2 C1 C6 120.6(4) . . ?
C6 C1 H1 119.7 . . ?
C1 C2 Br1 119.5(3) . . ?
C3 C2 Br1 120.3(3) . . ?
C3 C2 C1 120.1(4) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.1 . . ?
C3 C4 C5 121.8(4) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 118.2(3) . . ?
C4 C5 N1 119.6(3) . . ?
C6 C5 N1 122.2(3) . . ?
C1 C6 C5 119.7(3) . . ?
C1 C6 C8 119.2(3) . . ?
C5 C6 C8 121.0(3) . . ?
B1 C7 Br3 119.8(3) . . ?
C8 C7 B1 122.7(3) . . ?
C8 C7 Br3 117.5(2) . . ?
C7 C8 C6 123.5(3) . . ?
C7 C8 C9 119.1(3) . . ?
C9 C8 C6 117.3(3) . . ?
C10 C9 C8 120.2(3) . . ?
C14 C9 C8 122.0(3) . . ?
C14 C9 C10 117.7(3) . . ?
C11 C10 C9 120.0(3) . . ?
N2 C10 C9 119.1(3) . . ?
N2 C10 C11 120.9(3) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.4(3) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.2(3) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 Br2 119.6(3) . . ?
C14 C13 Br2 119.3(3) . . ?
C14 C13 C12 121.1(3) . . ?
C9 C14 H14 119.7 . . ?
C13 C14 C9 120.6(3) . . ?
C13 C14 H14 119.7 . . ?
C16 C15 B1 118.8(4) . . ?
C20 C15 B1 124.1(3) . . ?
C20 C15 C16 117.0(4) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.8(4) . . ?
C17 C16 H16 119.1 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.7(4) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.2(4) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.3(5) . . ?
C20 C19 H19 119.9 . . ?
C15 C20 H20 119.5 . . ?
C19 C20 C15 120.9(4) . . ?
C19 C20 H20 119.5 . . ?
C5 N1 H1A 116(3) . . ?
C5 N1 H1B 107(3) . . ?
H1A N1 H1B 99(4) . . ?
B1 N2 H2 117.2 . . ?
C10 N2 B1 125.7(3) . . ?
C10 N2 H2 117.2 . . ?

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
B1 C7 C8 C6 174.8(3) . . . . ?
B1 C7 C8 C9 -6.0(5) . . . . ?
B1 C15 C16 C17 178.9(4) . . . . ?
B1 C15 C20 C19 -177.9(4) . . . . ?
Br1 C2 C3 C4 175.0(3) . . . . ?
Br2 C13 C14 C9 -179.1(3) . . . . ?
Br3 C7 C8 C6 -4.7(5) . . . . ?
Br3 C7 C8 C9 174.5(2) . . . . ?
C1 C2 C3 C4 -1.9(6) . . . . ?
C1 C6 C8 C7 108.4(4) . . . . ?
C1 C6 C8 C9 -70.8(4) . . . . ?
C2 C1 C6 C5 1.7(5) . . . . ?
C2 C1 C6 C8 179.0(3) . . . . ?
C2 C3 C4 C5 -0.2(6) . . . . ?
C3 C4 C5 C6 2.9(6) . . . . ?
C3 C4 C5 N1 -178.6(4) . . . . ?
C4 C5 C6 C1 -3.6(5) . . . . ?
C4 C5 C6 C8 179.1(3) . . . . ?
C5 C6 C8 C7 -74.3(4) . . . . ?
C5 C6 C8 C9 106.5(4) . . . . ?
C6 C1 C2 Br1 -175.8(3) . . . . ?
C6 C1 C2 C3 1.1(5) . . . . ?
C6 C8 C9 C10 179.9(3) . . . . ?
C6 C8 C9 C14 2.2(5) . . . . ?
C7 B1 C15 C16 137.8(4) . . . . ?
C7 B1 C15 C20 -43.6(6) . . . . ?
C7 B1 N2 C10 -1.3(5) . . . . ?
C7 C8 C9 C10 0.7(5) . . . . ?
C7 C8 C9 C14 -177.0(3) . . . . ?
C8 C9 C10 C11 -175.0(3) . . . . ?
C8 C9 C10 N2 4.0(5) . . . . ?
C8 C9 C14 C13 174.2(3) . . . . ?
C9 C10 C11 C12 -0.1(6) . . . . ?
C9 C10 N2 B1 -3.5(6) . . . . ?
C10 C9 C14 C13 -3.6(5) . . . . ?
C10 C11 C12 C13 -2.0(7) . . . . ?
C11 C10 N2 B1 175.4(4) . . . . ?
C11 C12 C13 Br2 -178.1(3) . . . . ?
C11 C12 C13 C14 1.3(6) . . . . ?
C12 C13 C14 C9 1.5(6) . . . . ?
C14 C9 C10 C11 2.9(5) . . . . ?
C14 C9 C10 N2 -178.2(3) . . . . ?
C15 B1 C7 Br3 8.9(5) . . . . ?
C15 B1 C7 C8 -170.7(4) . . . . ?
C15 B1 N2 C10 176.0(3) . . . . ?
C15 C16 C17 C18 -0.4(7) . . . . ?
C16 C15 C20 C19 0.7(6) . . . . ?
C16 C17 C18 C19 -0.3(8) . . . . ?
C17 C18 C19 C20 1.2(8) . . . . ?
C18 C19 C20 C15 -1.4(7) . . . . ?
C20 C15 C16 C17 0.2(6) . . . . ?
N1 C5 C6 C1 177.9(3) . . . . ?
N1 C5 C6 C8 0.6(5) . . . . ?
N2 B1 C7 Br3 -174.2(2) . . . . ?
N2 B1 C7 C8 6.2(5) . . . . ?
N2 B1 C15 C16 -39.0(5) . . . . ?
N2 B1 C15 C20 139.6(4) . . . . ?
N2 C10 C11 C12 -179.0(4) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.258
_oxdiff_exptl_absorpt_empirical_full_min 0.845
