# 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_[1Br]HBr
_database_code_depnum_ccdc_archive 'CCDC 2531211'
loop_
_audit_author_name
_audit_author_address
'Tim Wellnitz'
;Julius Maximilians University Wuerzburg
Germany
;
_audit_update_record             
;
2026-02-15 deposited with the CCDC.	2026-03-17 downloaded from the CCDC.
;

_audit_creation_method           'CIF-fill 1.6l (K.Radacki, 2005-26)'
_audit_creation_date             2026-02-04
_shelx_SHELXL_version_number     2025/1
_chemical_formula_moiety         'C13 H11 B Br N2, Br'
_chemical_formula_sum            'C13 H11 B Br2 N2'
_chemical_formula_weight         365.87
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_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.
;
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'


_cell_length_a                   10.835(8)
_cell_length_b                   6.108(5)
_cell_length_c                   22.159(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.367(9)
_cell_angle_gamma                90
_cell_volume                     1437.7(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5216
_cell_measurement_theta_min      4.0550
_cell_measurement_theta_max      70.9150
_cell_special_details            
;
 Uncertainties of the unit cell parameters were calculated as standard 
 deviations on 29 cells obtained from subsets of all reflections. These sets 
 of reflections were based on runs in experiment.
;

_exptl_crystal_description       block
_exptl_crystal_colour            'clear pale colourless'
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    7.001
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) Numerical 
 absorption correction based on gaussian integration over a multifaceted 
 crystal model Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 For data collection the crystal was immersed in a film of perfluoropolyether 
 oil, mounted on a polyimide loop and transferred to stream of cold nitrogen 
 (Oxford Cryostream 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0624
-1 2 2 0.0587
1 1 2 0.0597
-2 1 0 0.0425
-1 -1 -2 0.0616
2 -1 -2 0.0636
-2 1 2 0.0484
1 0 0 0.0496
-1 0 0 0.0458
0 0 -1 0.0332
0 0 1 0.0517
2 1 -2 0.0424
-2 -1 2 0.0600
1 0 1 0.0437
2 -1 2 0.0396

_shelx_estimated_absorpt_T_min   0.487
_shelx_estimated_absorpt_T_max   0.604
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω     14.00  80.00   0.50    0.20    --   58.60-116.00-131.00  132
  2  ω     25.00  92.00   0.50    0.20    --   71.26-116.00-131.00  134
  3  ω     31.00  98.00   0.50    0.80    --   76.61-116.00-131.00  134
  4  ω     38.00  97.00   0.50    0.80    --   84.39-116.00-131.00  118
  5  ω     64.00  90.00   0.50    0.80    --   84.39 -95.00 -90.00   52
  6  ω     34.00  84.00   0.50    0.80    --   76.61 -95.00 -90.00  100
  7  ω     34.00  84.00   0.50    0.80    --   76.61 -95.00 -60.00  100
  8  ω     43.00  92.00   0.50    0.80    --   84.39 -95.00-120.00   98
  9  ω     66.00  92.00   0.50    0.80    --   84.39 -95.00 -60.00   52
 10  ω     62.00  92.00   0.50    0.80    --   84.39 -95.00 -30.00   60
 11  ω     56.00  92.00   0.50    0.80    --   84.39 -95.00  90.00   72
 12  ω     16.00  66.00   0.50    0.20    --   58.60 -95.00 120.00  100
 13  ω   -124.00 -86.00   0.50    0.80    --  -74.00 -43.00 119.71   76
 14  ω   -124.00 -98.00   0.50    0.80    --  -79.50 -63.00 160.82   52
 15  ω   -124.00 -95.00   0.50    0.80    --  -79.50 -65.00  45.48   58
 16  ω   -122.00 -87.00   0.50    0.80    --  -74.00 -53.00  61.14   70
 17  ω   -127.00 -95.00   0.50    0.80    --  -79.50 -53.00  15.41   64
 18  ω   -119.00 -84.00   0.50    0.20    --  -70.00 -47.00 -47.71   70
 19  ω   -106.00 -71.00   0.50    0.20    --  -58.00 -52.00 -62.67   70
 20  ω   -126.00 -93.00   0.50    0.80    --  -79.50 -47.00-130.18   66
 21  ω   -122.00 -87.00   0.50    0.80    --  -74.00 -52.00-148.22   70
 22  ω   -121.00 -86.00   0.50    0.80    --  -74.00 -57.00 -95.51   70
 23  ω   -124.00 -87.00   0.50    0.80    --  -74.00 -45.00 -84.86   74
 24  ω   -120.00 -83.00   0.50    0.20    --  -70.00 -46.00 173.82   74
 25  ω   -128.00 -98.00   0.50    0.80    --  -79.50 -47.00 171.65   60
 26  ω   -125.00-100.00   0.50    0.80    --  -79.50-113.00 -54.63   50
 27  ω    -91.00 -24.00   0.50    0.20    --  -69.94 116.00 -43.00  134
 28  ω    -97.00 -30.00   0.50    0.80    --  -76.30 116.00 -43.00  134
 29  ω    -81.00 -14.00   0.50    0.20    --  -60.30 116.00 -43.00  134
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      0.0433196000
_diffrn_orient_matrix_UB_12      -0.0130210000
_diffrn_orient_matrix_UB_13      -0.0620594000
_diffrn_orient_matrix_UB_21      -0.0198168000
_diffrn_orient_matrix_UB_22      0.2487095000
_diffrn_orient_matrix_UB_23      -0.0086373000
_diffrn_orient_matrix_UB_31      0.1369631000
_diffrn_orient_matrix_UB_32      0.0399885000
_diffrn_orient_matrix_UB_33      0.0332374000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            13947
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         4.070
_diffrn_reflns_theta_max         74.794
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2796
_reflns_number_gt                2257
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;

_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2025/1 (Sheldrick, 2025)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2025/1 (Sheldrick, 2025)'

_refine_special_details          
;
 Some reflections were removed from refinement as outliers.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0630P)²+2.0656P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2796
_refine_ls_number_parameters     167
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.1120
_refine_ls_wR_factor_gt          0.1055
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.933
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.114
_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_
_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 0.34541(4) 0.05794(10) 0.43973(2) 0.04876(17) Uani 1 1 d . . . . .
N1 N 0.4571(3) 0.3944(7) 0.37651(17) 0.0394(8) Uani 1 1 d . . . . .
C1 C 0.3549(4) 0.6734(8) 0.3126(2) 0.0434(11) Uani 1 1 d . . . . .
H1 H 0.361813 0.790053 0.285135 0.052 Uiso 1 1 calc R U . . .
Br2 Br 0.67284(4) 0.67970(8) 0.27130(2) 0.04181(16) Uani 1 1 d . . . . .
B1 B 0.3419(5) 0.3105(10) 0.3874(2) 0.0398(11) Uani 1 1 d . . . . .
N2 N 0.4556(3) 0.5681(7) 0.33732(19) 0.0406(9) Uani 1 1 d . . . . .
C2 C 0.2334(4) 0.6218(8) 0.3248(2) 0.0405(10) Uani 1 1 d . . . . .
H2 H 0.510(5) 0.600(9) 0.321(2) 0.046(15) Uiso 1 1 d . . . . .
C3 C 0.2212(4) 0.4349(8) 0.3606(2) 0.0418(10) Uani 1 1 d . . . . .
C4 C 0.0999(4) 0.3833(9) 0.3702(2) 0.0464(12) Uani 1 1 d . . . . .
H4 H 0.087717 0.257938 0.393690 0.056 Uiso 1 1 calc R U . . .
C7 C 0.1302(4) 0.7523(9) 0.3001(3) 0.0499(12) Uani 1 1 d . . . . .
H7 H 0.140179 0.877100 0.275960 0.060 Uiso 1 1 calc R U . . .
C5 C -0.0005(4) 0.5128(10) 0.3457(2) 0.0523(13) Uani 1 1 d . . . . .
H5 H -0.081773 0.475309 0.352560 0.063 Uiso 1 1 calc R U . . .
C6 C 0.0133(4) 0.6972(10) 0.3113(3) 0.0509(12) Uani 1 1 d . . . . .
H6 H -0.057747 0.785857 0.295454 0.061 Uiso 1 1 calc R U . . .
C8 C 0.5838(4) 0.3211(8) 0.4014(2) 0.0397(10) Uani 1 1 d . . . . .
C9 C 0.6553(5) 0.4424(11) 0.4481(2) 0.0538(13) Uani 1 1 d . . . . .
H9 H 0.621105 0.567511 0.464342 0.065 Uiso 1 1 calc R U . . .
C10 C 0.7792(5) 0.3764(11) 0.4710(3) 0.0621(16) Uani 1 1 d . . . . .
H10 H 0.830684 0.459802 0.502481 0.075 Uiso 1 1 calc R U . . .
C11 C 0.8276(5) 0.1919(11) 0.4485(2) 0.0589(15) Uani 1 1 d . . . . .
H11 H 0.911184 0.145918 0.465015 0.071 Uiso 1 1 calc R U . . .
C12 C 0.7527(5) 0.0730(9) 0.4013(2) 0.0510(12) Uani 1 1 d . . . . .
H12 H 0.785703 -0.054207 0.385532 0.061 Uiso 1 1 calc R U . . .
C13 C 0.6306(5) 0.1389(9) 0.3771(2) 0.0460(11) Uani 1 1 d . . . . .
H13 H 0.580091 0.059733 0.344402 0.055 Uiso 1 1 calc R U . . .


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 1.926(6) . ?
N1 N2 1.369(6) . ?
N1 B1 1.414(6) . ?
N1 C8 1.446(5) . ?
C1 N2 1.292(6) . ?
C1 C2 1.431(6) . ?
C1 H1 0.9500 . ?
B1 C3 1.528(7) . ?
N2 H2 0.78(5) . ?
C2 C7 1.394(7) . ?
C2 C3 1.410(7) . ?
C3 C4 1.408(6) . ?
C4 C5 1.367(7) . ?
C4 H4 0.9500 . ?
C7 C6 1.379(6) . ?
C7 H7 0.9500 . ?
C5 C6 1.385(8) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 C13 1.376(7) . ?
C8 C9 1.380(7) . ?
C9 C10 1.398(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(9) . ?
C10 H10 0.9500 . ?
C11 C12 1.395(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(7) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?

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
N2 N1 B1 119.3(4) . . ?
N2 N1 C8 111.9(3) . . ?
B1 N1 C8 128.8(4) . . ?
N2 C1 C2 122.8(5) . . ?
N2 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
N1 B1 C3 118.0(4) . . ?
N1 B1 Br1 118.7(4) . . ?
C3 B1 Br1 123.1(4) . . ?
C1 N2 N1 123.9(4) . . ?
C1 N2 H2 110(4) . . ?
N1 N2 H2 125(4) . . ?
C7 C2 C3 121.8(4) . . ?
C7 C2 C1 119.8(5) . . ?
C3 C2 C1 118.4(4) . . ?
C4 C3 C2 117.3(4) . . ?
C4 C3 B1 125.6(5) . . ?
C2 C3 B1 117.0(4) . . ?
C5 C4 C3 120.3(5) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C6 C7 C2 118.9(5) . . ?
C6 C7 H7 120.5 . . ?
C2 C7 H7 120.5 . . ?
C4 C5 C6 121.6(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C7 C6 C5 120.0(5) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C13 C8 C9 122.1(4) . . ?
C13 C8 N1 119.8(4) . . ?
C9 C8 N1 118.1(4) . . ?
C8 C9 C10 118.3(5) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C11 C10 C9 120.7(5) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 119.4(5) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C13 C12 C11 120.6(5) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C8 C13 C12 118.8(5) . . ?
C8 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?

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
N2 N1 B1 C3 -7.0(6) . . . . ?
C8 N1 B1 C3 173.4(4) . . . . ?
N2 N1 B1 Br1 177.3(3) . . . . ?
C8 N1 B1 Br1 -2.3(7) . . . . ?
C2 C1 N2 N1 1.4(7) . . . . ?
B1 N1 N2 C1 5.5(7) . . . . ?
C8 N1 N2 C1 -174.8(4) . . . . ?
N2 C1 C2 C7 175.3(5) . . . . ?
N2 C1 C2 C3 -6.4(7) . . . . ?
C7 C2 C3 C4 0.4(7) . . . . ?
C1 C2 C3 C4 -177.8(4) . . . . ?
C7 C2 C3 B1 -177.5(5) . . . . ?
C1 C2 C3 B1 4.2(6) . . . . ?
N1 B1 C3 C4 -175.6(5) . . . . ?
Br1 B1 C3 C4 -0.1(7) . . . . ?
N1 B1 C3 C2 2.2(7) . . . . ?
Br1 B1 C3 C2 177.7(4) . . . . ?
C2 C3 C4 C5 -0.5(7) . . . . ?
B1 C3 C4 C5 177.2(5) . . . . ?
C3 C2 C7 C6 0.4(8) . . . . ?
C1 C2 C7 C6 178.6(5) . . . . ?
C3 C4 C5 C6 -0.2(8) . . . . ?
C2 C7 C6 C5 -1.1(8) . . . . ?
C4 C5 C6 C7 1.0(8) . . . . ?
N2 N1 C8 C13 -100.9(5) . . . . ?
B1 N1 C8 C13 78.7(6) . . . . ?
N2 N1 C8 C9 77.3(5) . . . . ?
B1 N1 C8 C9 -103.1(6) . . . . ?
C13 C8 C9 C10 0.2(8) . . . . ?
N1 C8 C9 C10 -178.0(5) . . . . ?
C8 C9 C10 C11 -1.6(9) . . . . ?
C9 C10 C11 C12 1.6(9) . . . . ?
C10 C11 C12 C13 -0.1(8) . . . . ?
C9 C8 C13 C12 1.2(8) . . . . ?
N1 C8 C13 C12 179.3(4) . . . . ?
C11 C12 C13 C8 -1.3(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_CH_borylated_BOB_anhydride
_database_code_depnum_ccdc_archive 'CCDC 2531214'
loop_
_audit_author_name
_audit_author_address
'Tim Wellnitz'
;Julius Maximilians University Wuerzburg
Germany
;
_audit_update_record             
;
2026-02-15 deposited with the CCDC.	2026-03-17 downloaded from the CCDC.
;

_audit_creation_method           'CIF-fill 1.6l (K.Radacki, 2005-26)'
_audit_creation_date             2026-02-03
_shelx_SHELXL_version_number     2025/1
_chemical_formula_moiety         'C26 H18 B4 Br4 N4 O, C7 H8'
_chemical_formula_sum            'C33 H26 B4 Br4 N4 O'
_chemical_formula_weight         857.46
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_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.
;
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'


_cell_length_a                   13.4361(7)
_cell_length_b                   15.706(10)
_cell_length_c                   16.2368(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.103(9)
_cell_angle_gamma                90
_cell_volume                     3413(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    21103
_cell_measurement_theta_min      2.7470
_cell_measurement_theta_max      72.7090
_cell_special_details            
;
 Uncertainties of the unit cell parameters were calculated as standard 
 deviations on 20 cells obtained from subsets of all reflections. These sets 
 of reflections were based on runs in experiment.
;

_exptl_crystal_description       block
_exptl_crystal_colour            'clear intense colourless'
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    6.018
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.697
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021) Numerical 
 absorption correction based on gaussian integration over a multifaceted 
 crystal model Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 For data collection the crystal was immersed in a film of perfluoropolyether 
 oil, mounted on a polyimide loop and transferred to stream of cold nitrogen 
 (Oxford Cryostream 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 2 0.1007
2 -2 -1 0.0854
-1 0 -2 0.1201
-2 2 1 0.0772
1 -1 2 0.1044
-1 1 -2 0.1239
-1 0 2 0.1573
1 0 -2 0.1277
-2 1 1 0.0974
0 1 -1 0.1125
-1 -2 1 0.1281
1 2 -1 0.0678
2 1 -1 0.0603
-2 -1 1 0.1152
-2 1 0 0.0681
-1 -2 0 0.1013
1 2 0 0.0304
-2 -1 0 0.0931
2 0 1 0.0746
-1 1 0 0.0528
1 -1 0 0.0870

_shelx_estimated_absorpt_T_min   0.265
_shelx_estimated_absorpt_T_max   0.508
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω     28.00 100.00   0.50    0.05    --   71.48-126.00-150.00  144
  2  ω     27.00  74.00   0.50    0.05    --   65.06 -95.00-150.00   94
  3  ω     27.00  74.00   0.50    0.05    --   65.06 -95.00-120.00   94
  4  ω     39.00  85.00   0.50    0.05    --   76.67 -95.00-150.00   92
  5  ω     34.00  80.00   0.50    0.05    --   71.48 -95.00 -90.00   92
  6  ω     39.00  85.00   0.50    0.05    --   76.67 -95.00  60.00   92
  7  ω     27.00  74.00   0.50    0.05    --   65.06 -95.00 150.00   94
  8  ω   -102.00 -28.00   0.50    0.05    --  -65.03   0.00-120.00  148
  9  ω   -102.00 -30.00   0.50    0.05    --  -73.64 126.00 -60.00  144
 10  ω    -94.00 -21.00   0.50    0.05    --  -65.03 126.00 -30.00  146
 11  ω   -105.00 -32.00   0.50    0.05    --  -75.71 126.00  60.00  146
 12  ω   -110.00 -34.00   0.50    0.05    --  -65.03 -15.00 120.00  152
 13  ω   -119.00 -83.00   0.50    0.05    --  -73.64 -15.00  60.00   72
 14  ω   -110.00 -34.00   0.50    0.05    --  -65.03 -15.00-120.00  152
 15  ω   -110.00 -34.00   0.50    0.05    --  -65.03 -15.00-180.00  152
 16  ω   -119.00 -73.00   0.50    0.05    --  -75.71-126.00 -60.00   92
 17  ω   -119.00 -73.00   0.50    0.05    --  -75.71-126.00-120.00   92
 18  ω   -119.00 -73.00   0.50    0.05    --  -75.71-126.00 -30.00   92
 19  ω   -119.00 -73.00   0.50    0.05    --  -75.71-126.00  90.00   92
 20  ω   -119.00 -73.00   0.50    0.05    --  -75.71-126.00 120.00   92
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      -0.0679391000
_diffrn_orient_matrix_UB_12      -0.0785359000
_diffrn_orient_matrix_UB_13      0.0049560000
_diffrn_orient_matrix_UB_21      0.0034167000
_diffrn_orient_matrix_UB_22      -0.0147996000
_diffrn_orient_matrix_UB_23      -0.0934866000
_diffrn_orient_matrix_UB_31      0.0928849000
_diffrn_orient_matrix_UB_32      -0.0568621000
_diffrn_orient_matrix_UB_33      0.0175406000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            34131
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.302
_diffrn_reflns_theta_max         73.458
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6648
_reflns_number_gt                5906
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;

_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_structure_solution    "SHELXT 2018/2 (Sheldrick, 2018)'"
_computing_structure_refinement  'SHELXL-2025/1 (Sheldrick, 2025)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2025/1 (Sheldrick, 2025)'

_refine_special_details          
;
 Geometry of toluene residues 1 and 2 was constrained during refinement to 
 idealized one. The displacement parameters of atoms c1_1 and > and C7_2 were 
 constrained to the same value with EADP keyword.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0382P)²+6.0138P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6648
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0829
_refine_ls_wR_factor_gt          0.0805
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.846
_refine_diff_density_min         -0.908
_refine_diff_density_rms         0.084
_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_
_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 0.14011(2) 0.27103(2) 0.55611(2) 0.03060(9) Uani 1 1 d . . . . .
C1 C 0.2981(2) 0.4233(2) 0.50082(19) 0.0242(6) Uani 1 1 d . . . . .
H1 H 0.319955 0.365765 0.503794 0.029 Uiso 1 1 calc R U . . .
N1 N 0.18242(17) 0.52618(15) 0.53734(15) 0.0194(5) Uani 1 1 d . . . . .
B1 B 0.2308(2) 0.5935(2) 0.4968(2) 0.0211(7) Uani 1 1 d . . . . .
C14 C 0.3460(2) 0.90425(19) 0.48641(18) 0.0213(6) Uani 1 1 d . . . . .
H14 H 0.386470 0.953110 0.480700 0.026 Uiso 1 1 calc R U . . .
O1 O 0.19248(14) 0.67358(13) 0.50079(13) 0.0214(4) Uani 1 1 d . . . . .
N2 N 0.22188(18) 0.44443(15) 0.54003(15) 0.0209(5) Uani 1 1 d . . . . .
B2 B 0.1665(3) 0.3873(2) 0.6032(2) 0.0241(7) Uani 1 1 d . . . . .
C15 C 0.2528(2) 0.89899(19) 0.43663(18) 0.0210(6) Uani 1 1 d . . . . .
C2 C 0.3510(2) 0.4821(2) 0.45320(18) 0.0230(6) Uani 1 1 d . . . . .
Br2 Br 0.26267(2) 0.37989(2) 0.70735(2) 0.03170(10) Uani 1 1 d . . . . .
C17 C 0.1073(2) 0.8172(2) 0.38758(19) 0.0252(6) Uani 1 1 d . . . . .
H17 H 0.068948 0.766407 0.386974 0.030 Uiso 1 1 calc R U . . .
C7 C 0.4329(2) 0.4537(2) 0.41270(19) 0.0272(7) Uani 1 1 d . . . . .
H7 H 0.451116 0.395213 0.414178 0.033 Uiso 1 1 calc R U . . .
B3 B 0.2362(2) 0.7528(2) 0.4980(2) 0.0202(7) Uani 1 1 d . . . . .
N3 N 0.32278(17) 0.77351(15) 0.55226(15) 0.0182(5) Uani 1 1 d . . . . .
Br3 Br 0.51064(2) 0.95531(2) 0.64695(2) 0.02394(9) Uani 1 1 d . . . . .
C3 C 0.3224(2) 0.5684(2) 0.45089(18) 0.0218(6) Uani 1 1 d . . . . .
C16 C 0.1972(2) 0.8229(2) 0.43805(18) 0.0213(6) Uani 1 1 d . . . . .
C18 C 0.0743(2) 0.8853(2) 0.3387(2) 0.0317(7) Uani 1 1 d . . . . .
H18 H 0.012745 0.881035 0.305270 0.038 Uiso 1 1 calc R U . . .
C6 C 0.4866(2) 0.5115(2) 0.37081(19) 0.0284(7) Uani 1 1 d . . . . .
H6 H 0.542419 0.492949 0.343540 0.034 Uiso 1 1 calc R U . . .
B4 B 0.4836(2) 0.8423(2) 0.5922(2) 0.0209(7) Uani 1 1 d . . . . .
N4 N 0.37834(17) 0.84611(15) 0.53888(15) 0.0185(5) Uani 1 1 d . . . . .
Br4 Br 0.58937(2) 0.81708(2) 0.51330(2) 0.02759(9) Uani 1 1 d . . . . .
C4 C 0.3784(2) 0.6253(2) 0.40705(18) 0.0231(6) Uani 1 1 d . . . . .
H4 H 0.360405 0.683800 0.404059 0.028 Uiso 1 1 calc R U . . .
C20 C 0.2188(2) 0.9675(2) 0.38610(19) 0.0254(6) Uani 1 1 d . . . . .
H20 H 0.256738 1.018503 0.385278 0.030 Uiso 1 1 calc R U . . .
C19 C 0.1298(2) 0.9598(2) 0.3378(2) 0.0303(7) Uani 1 1 d . . . . .
H19 H 0.106064 1.005874 0.303561 0.036 Uiso 1 1 calc R U . . .
C5 C 0.4595(2) 0.5970(2) 0.36823(19) 0.0281(7) Uani 1 1 d . . . . .
H5 H 0.497289 0.636374 0.339372 0.034 Uiso 1 1 calc R U . . .
C22 C 0.3253(2) 0.66719(19) 0.66727(18) 0.0217(6) Uani 1 1 d . . . . .
H22 H 0.261531 0.644847 0.648536 0.026 Uiso 1 1 calc R U . . .
C9 C 0.0288(2) 0.5946(2) 0.58292(19) 0.0233(6) Uani 1 1 d . . . . .
H9 H 0.042315 0.647400 0.557639 0.028 Uiso 1 1 calc R U . . .
C21 C 0.3694(2) 0.73143(18) 0.62429(17) 0.0190(6) Uani 1 1 d . . . . .
C8 C 0.0931(2) 0.52605(19) 0.57959(18) 0.0204(6) Uani 1 1 d . . . . .
C13 C 0.0760(2) 0.4474(2) 0.61581(18) 0.0222(6) Uani 1 1 d . . . . .
C25 C 0.5138(2) 0.7342(2) 0.72174(19) 0.0244(6) Uani 1 1 d . . . . .
H25 H 0.577827 0.756109 0.740103 0.029 Uiso 1 1 calc R U . . .
C12 C -0.0100(2) 0.4379(2) 0.65662(19) 0.0251(6) Uani 1 1 d . . . . .
H12 H -0.023754 0.384940 0.681516 0.030 Uiso 1 1 calc R U . . .
C24 C 0.4716(2) 0.6697(2) 0.76606(19) 0.0280(7) Uani 1 1 d . . . . .
H24 H 0.506603 0.647933 0.814984 0.034 Uiso 1 1 calc R U . . .
C11 C -0.0756(2) 0.5052(2) 0.66109(19) 0.0270(7) Uani 1 1 d . . . . .
H11 H -0.134136 0.498350 0.689160 0.032 Uiso 1 1 calc R U . . .
C23 C 0.3780(2) 0.6370(2) 0.73863(19) 0.0252(6) Uani 1 1 d . . . . .
H23 H 0.349780 0.593200 0.769476 0.030 Uiso 1 1 calc R U . . .
C10 C -0.0562(2) 0.5834(2) 0.62459(19) 0.0249(6) Uani 1 1 d . . . . .
H10 H -0.101682 0.629252 0.628290 0.030 Uiso 1 1 calc R U . . .
C26 C 0.4617(2) 0.76667(18) 0.65010(18) 0.0202(6) Uani 1 1 d . . . . .
C1_1 C 0.18049(18) 0.96037(15) 0.63723(15) 0.0386(4) Uiso 0.758(4) 1 d G . P A
1
C2_1 C 0.09135(19) 0.92942(19) 0.59691(17) 0.0386(4) Uiso 0.758(4) 1 d G . P A
1
H2_1 H 0.055983 0.962325 0.554804 0.046 Uiso 0.758(4) 1 calc R U P A 1
C3_1 C 0.05434(19) 0.8500(2) 0.6186(2) 0.0386(4) Uiso 0.758(4) 1 d G . P A 1
H3_1 H -0.006147 0.828959 0.591262 0.046 Uiso 0.758(4) 1 calc R U P A 1
C4_1 C 0.1065(2) 0.80148(16) 0.6807(2) 0.0386(4) Uiso 0.758(4) 1 d G . P A 1
H4_1 H 0.081334 0.747572 0.695425 0.046 Uiso 0.758(4) 1 calc R U P A 1
C5_1 C 0.1956(2) 0.83244(18) 0.72101(19) 0.0386(4) Uiso 0.758(4) 1 d G . P A 1
H5_1 H 0.230945 0.799539 0.763124 0.046 Uiso 0.758(4) 1 calc R U P A 1
C6_1 C 0.23260(19) 0.91188(18) 0.69929(18) 0.0386(4) Uiso 0.758(4) 1 d G . P A
1
H6_1 H 0.293091 0.932888 0.726653 0.046 Uiso 0.758(4) 1 calc R U P A 1
C7_1 C 0.2207(3) 1.04662(18) 0.6136(2) 0.0386(4) Uiso 0.758(4) 1 d G . P A 1
H7A_1 H 0.283139 1.058480 0.647582 0.058 Uiso 0.758(4) 1 calc R U P A 1
H7B_1 H 0.233297 1.046133 0.555120 0.058 Uiso 0.758(4) 1 calc R U P A 1
H7C_1 H 0.171508 1.090866 0.623017 0.058 Uiso 0.758(4) 1 calc R U P A 1
C1_2 C 0.1908(5) 0.9712(5) 0.6433(5) 0.0386(4) Uiso 0.242(4) 1 d G . P A 2
C2_2 C 0.1003(6) 0.9688(6) 0.5934(5) 0.0386(4) Uiso 0.242(4) 1 d G . P A 2
H2_2 H 0.080098 1.016358 0.559841 0.046 Uiso 0.242(4) 1 calc R U P A 2
C3_2 C 0.0397(6) 0.8963(7) 0.5929(6) 0.0386(4) Uiso 0.242(4) 1 d G . P A 2
H3_2 H -0.021672 0.894620 0.559054 0.046 Uiso 0.242(4) 1 calc R U P A 2
C4_2 C 0.0695(7) 0.8262(5) 0.6424(7) 0.0386(4) Uiso 0.242(4) 1 d G . P A 2
H4_2 H 0.028376 0.776968 0.642075 0.046 Uiso 0.242(4) 1 calc R U P A 2
C5_2 C 0.1600(8) 0.8286(5) 0.6923(7) 0.0386(4) Uiso 0.242(4) 1 d G . P A 2
H5_2 H 0.180207 0.781040 0.725846 0.046 Uiso 0.242(4) 1 calc R U P A 2
C6_2 C 0.2206(6) 0.9011(6) 0.6927(6) 0.0386(4) Uiso 0.242(4) 1 d G . P A 2
H6_2 H 0.281985 0.902766 0.726617 0.046 Uiso 0.242(4) 1 calc R U P A 2
C7_2 C 0.2566(8) 1.0500(6) 0.6438(8) 0.0386(4) Uiso 0.242(4) 1 d G . P A 2
H7A_2 H 0.316593 1.041087 0.681762 0.058 Uiso 0.242(4) 1 calc R U P A 2
H7B_2 H 0.276111 1.060298 0.587920 0.058 Uiso 0.242(4) 1 calc R U P A 2
H7C_2 H 0.219588 1.099229 0.662028 0.058 Uiso 0.242(4) 1 calc R U P A 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 B2 1.999(4) . ?
C1 N2 1.296(4) . ?
C1 C2 1.434(4) . ?
C1 H1 0.9500 . ?
N1 N2 1.388(3) . ?
N1 B1 1.432(4) . ?
N1 C8 1.435(4) . ?
B1 O1 1.363(4) . ?
B1 C3 1.545(4) . ?
C14 N4 1.297(4) . ?
C14 C15 1.431(4) . ?
C14 H14 0.9500 . ?
O1 B3 1.379(4) . ?
N2 B2 1.596(4) . ?
B2 C13 1.567(5) . ?
B2 Br2 2.038(3) . ?
C15 C20 1.405(4) . ?
C15 C16 1.411(4) . ?
C2 C7 1.404(4) . ?
C2 C3 1.410(4) . ?
C17 C18 1.380(5) . ?
C17 C16 1.401(4) . ?
C17 H17 0.9500 . ?
C7 C6 1.376(5) . ?
C7 H7 0.9500 . ?
B3 N3 1.432(4) . ?
B3 C16 1.531(5) . ?
N3 N4 1.391(3) . ?
N3 C21 1.438(4) . ?
Br3 B4 2.004(4) . ?
C3 C4 1.402(4) . ?
C18 C19 1.389(5) . ?
C18 H18 0.9500 . ?
C6 C5 1.391(5) . ?
C6 H6 0.9500 . ?
B4 C26 1.560(4) . ?
B4 N4 1.593(4) . ?
B4 Br4 2.034(3) . ?
C4 C5 1.380(4) . ?
C4 H4 0.9500 . ?
C20 C19 1.376(4) . ?
C20 H20 0.9500 . ?
C19 H19 0.9500 . ?
C5 H5 0.9500 . ?
C22 C23 1.387(4) . ?
C22 C21 1.390(4) . ?
C22 H22 0.9500 . ?
C9 C8 1.384(4) . ?
C9 C10 1.390(4) . ?
C9 H9 0.9500 . ?
C21 C26 1.388(4) . ?
C8 C13 1.396(4) . ?
C13 C12 1.390(4) . ?
C25 C24 1.392(5) . ?
C25 C26 1.399(4) . ?
C25 H25 0.9500 . ?
C12 C11 1.383(5) . ?
C12 H12 0.9500 . ?
C24 C23 1.394(5) . ?
C24 H24 0.9500 . ?
C11 C10 1.397(5) . ?
C11 H11 0.9500 . ?
C23 H23 0.9500 . ?
C10 H10 0.9500 . ?
C1_1 C2_1 1.4000 . ?
C1_1 C6_1 1.4000 . ?
C1_1 C7_1 1.5199 . ?
C2_1 C3_1 1.4001 . ?
C2_1 H2_1 0.9500 . ?
C3_1 C4_1 1.4000 . ?
C3_1 H3_1 0.9500 . ?
C4_1 C5_1 1.4000 . ?
C4_1 H4_1 0.9500 . ?
C5_1 C6_1 1.4000 . ?
C5_1 H5_1 0.9500 . ?
C6_1 H6_1 0.9500 . ?
C7_1 H7A_1 0.9800 . ?
C7_1 H7B_1 0.9800 . ?
C7_1 H7C_1 0.9800 . ?
C1_2 C2_2 1.4000 . ?
C1_2 C6_2 1.4000 . ?
C1_2 C7_2 1.5200 . ?
C2_2 C3_2 1.4000 . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.4000 . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.4000 . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.4000 . ?
C5_2 H5_2 0.9500 . ?
C6_2 H6_2 0.9500 . ?
C7_2 H7A_2 0.9800 . ?
C7_2 H7B_2 0.9800 . ?
C7_2 H7C_2 0.9800 . ?

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
N2 C1 C2 123.5(3) . . ?
N2 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
N2 N1 B1 120.6(2) . . ?
N2 N1 C8 108.5(2) . . ?
B1 N1 C8 130.9(3) . . ?
O1 B1 N1 118.1(3) . . ?
O1 B1 C3 125.3(3) . . ?
N1 B1 C3 116.6(3) . . ?
N4 C14 C15 123.8(3) . . ?
N4 C14 H14 118.1 . . ?
C15 C14 H14 118.1 . . ?
B1 O1 B3 131.9(2) . . ?
C1 N2 N1 122.5(3) . . ?
C1 N2 B2 127.2(3) . . ?
N1 N2 B2 110.0(2) . . ?
C13 B2 N2 99.0(2) . . ?
C13 B2 Br1 119.1(2) . . ?
N2 B2 Br1 110.2(2) . . ?
C13 B2 Br2 111.6(2) . . ?
N2 B2 Br2 105.56(19) . . ?
Br1 B2 Br2 110.07(17) . . ?
C20 C15 C16 120.9(3) . . ?
C20 C15 C14 120.6(3) . . ?
C16 C15 C14 118.5(3) . . ?
C7 C2 C3 121.1(3) . . ?
C7 C2 C1 119.7(3) . . ?
C3 C2 C1 119.1(3) . . ?
C18 C17 C16 120.3(3) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C6 C7 C2 119.3(3) . . ?
C6 C7 H7 120.4 . . ?
C2 C7 H7 120.4 . . ?
O1 B3 N3 120.6(3) . . ?
O1 B3 C16 123.1(3) . . ?
N3 B3 C16 116.2(3) . . ?
N4 N3 B3 120.5(2) . . ?
N4 N3 C21 107.6(2) . . ?
B3 N3 C21 131.9(3) . . ?
C4 C3 C2 118.0(3) . . ?
C4 C3 B1 124.7(3) . . ?
C2 C3 B1 117.4(3) . . ?
C17 C16 C15 118.3(3) . . ?
C17 C16 B3 123.7(3) . . ?
C15 C16 B3 117.9(3) . . ?
C17 C18 C19 120.9(3) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C7 C6 C5 120.3(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C26 B4 N4 98.6(2) . . ?
C26 B4 Br3 116.3(2) . . ?
N4 B4 Br3 109.0(2) . . ?
C26 B4 Br4 114.3(2) . . ?
N4 B4 Br4 107.6(2) . . ?
Br3 B4 Br4 110.07(16) . . ?
C14 N4 N3 121.8(2) . . ?
C14 N4 B4 127.8(2) . . ?
N3 N4 B4 110.4(2) . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C19 C20 C15 119.1(3) . . ?
C19 C20 H20 120.4 . . ?
C15 C20 H20 120.4 . . ?
C20 C19 C18 120.6(3) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C23 C22 C21 117.3(3) . . ?
C23 C22 H22 121.4 . . ?
C21 C22 H22 121.4 . . ?
C8 C9 C10 117.6(3) . . ?
C8 C9 H9 121.2 . . ?
C10 C9 H9 121.2 . . ?
C26 C21 C22 123.2(3) . . ?
C26 C21 N3 112.0(2) . . ?
C22 C21 N3 124.6(3) . . ?
C9 C8 C13 123.1(3) . . ?
C9 C8 N1 124.7(3) . . ?
C13 C8 N1 112.2(3) . . ?
C12 C13 C8 118.0(3) . . ?
C12 C13 B2 133.3(3) . . ?
C8 C13 B2 108.6(3) . . ?
C24 C25 C26 119.9(3) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C11 C12 C13 120.2(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C25 C24 C23 120.0(3) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C12 C11 C10 120.4(3) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C22 C23 C24 121.4(3) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
C9 C10 C11 120.7(3) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C21 C26 C25 118.2(3) . . ?
C21 C26 B4 109.5(3) . . ?
C25 C26 B4 132.2(3) . . ?
C2_1 C1_1 C6_1 120.0 . . ?
C2_1 C1_1 C7_1 120.0 . . ?
C6_1 C1_1 C7_1 120.0 . . ?
C1_1 C2_1 C3_1 120.0 . . ?
C1_1 C2_1 H2_1 120.0 . . ?
C3_1 C2_1 H2_1 120.0 . . ?
C4_1 C3_1 C2_1 120.0 . . ?
C4_1 C3_1 H3_1 120.0 . . ?
C2_1 C3_1 H3_1 120.0 . . ?
C5_1 C4_1 C3_1 120.0 . . ?
C5_1 C4_1 H4_1 120.0 . . ?
C3_1 C4_1 H4_1 120.0 . . ?
C4_1 C5_1 C6_1 120.0 . . ?
C4_1 C5_1 H5_1 120.0 . . ?
C6_1 C5_1 H5_1 120.0 . . ?
C5_1 C6_1 C1_1 120.0 . . ?
C5_1 C6_1 H6_1 120.0 . . ?
C1_1 C6_1 H6_1 120.0 . . ?
C1_1 C7_1 H7A_1 109.5 . . ?
C1_1 C7_1 H7B_1 109.5 . . ?
H7A_1 C7_1 H7B_1 109.5 . . ?
C1_1 C7_1 H7C_1 109.5 . . ?
H7A_1 C7_1 H7C_1 109.5 . . ?
H7B_1 C7_1 H7C_1 109.5 . . ?
C2_2 C1_2 C6_2 120.0 . . ?
C2_2 C1_2 C7_2 120.0 . . ?
C6_2 C1_2 C7_2 120.0 . . ?
C1_2 C2_2 C3_2 120.0 . . ?
C1_2 C2_2 H2_2 120.0 . . ?
C3_2 C2_2 H2_2 120.0 . . ?
C4_2 C3_2 C2_2 120.0 . . ?
C4_2 C3_2 H3_2 120.0 . . ?
C2_2 C3_2 H3_2 120.0 . . ?
C5_2 C4_2 C3_2 120.0 . . ?
C5_2 C4_2 H4_2 120.0 . . ?
C3_2 C4_2 H4_2 120.0 . . ?
C4_2 C5_2 C6_2 120.0 . . ?
C4_2 C5_2 H5_2 120.0 . . ?
C6_2 C5_2 H5_2 120.0 . . ?
C5_2 C6_2 C1_2 120.0 . . ?
C5_2 C6_2 H6_2 120.0 . . ?
C1_2 C6_2 H6_2 120.0 . . ?
C1_2 C7_2 H7A_2 109.5 . . ?
C1_2 C7_2 H7B_2 109.5 . . ?
H7A_2 C7_2 H7B_2 109.5 . . ?
C1_2 C7_2 H7C_2 109.5 . . ?
H7A_2 C7_2 H7C_2 109.5 . . ?
H7B_2 C7_2 H7C_2 109.5 . . ?

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
N2 N1 B1 O1 -175.8(2) . . . . ?
C8 N1 B1 O1 4.3(5) . . . . ?
N2 N1 B1 C3 5.0(4) . . . . ?
C8 N1 B1 C3 -174.9(3) . . . . ?
N1 B1 O1 B3 152.0(3) . . . . ?
C3 B1 O1 B3 -28.9(5) . . . . ?
C2 C1 N2 N1 2.1(4) . . . . ?
C2 C1 N2 B2 -171.8(3) . . . . ?
B1 N1 N2 C1 -6.0(4) . . . . ?
C8 N1 N2 C1 173.9(3) . . . . ?
B1 N1 N2 B2 168.8(3) . . . . ?
C8 N1 N2 B2 -11.2(3) . . . . ?
C1 N2 B2 C13 -172.7(3) . . . . ?
N1 N2 B2 C13 12.8(3) . . . . ?
C1 N2 B2 Br1 -47.0(4) . . . . ?
N1 N2 B2 Br1 138.5(2) . . . . ?
C1 N2 B2 Br2 71.8(3) . . . . ?
N1 N2 B2 Br2 -102.7(2) . . . . ?
N4 C14 C15 C20 174.7(3) . . . . ?
N4 C14 C15 C16 -6.7(5) . . . . ?
N2 C1 C2 C7 180.0(3) . . . . ?
N2 C1 C2 C3 2.7(5) . . . . ?
C3 C2 C7 C6 0.7(5) . . . . ?
C1 C2 C7 C6 -176.5(3) . . . . ?
B1 O1 B3 N3 -52.3(5) . . . . ?
B1 O1 B3 C16 127.3(3) . . . . ?
O1 B3 N3 N4 167.2(2) . . . . ?
C16 B3 N3 N4 -12.5(4) . . . . ?
O1 B3 N3 C21 -12.5(5) . . . . ?
C16 B3 N3 C21 167.8(3) . . . . ?
C7 C2 C3 C4 -0.2(4) . . . . ?
C1 C2 C3 C4 177.1(3) . . . . ?
C7 C2 C3 B1 179.6(3) . . . . ?
C1 C2 C3 B1 -3.2(4) . . . . ?
O1 B1 C3 C4 0.1(5) . . . . ?
N1 B1 C3 C4 179.2(3) . . . . ?
O1 B1 C3 C2 -179.7(3) . . . . ?
N1 B1 C3 C2 -0.5(4) . . . . ?
C18 C17 C16 C15 -0.7(5) . . . . ?
C18 C17 C16 B3 176.1(3) . . . . ?
C20 C15 C16 C17 0.2(4) . . . . ?
C14 C15 C16 C17 -178.4(3) . . . . ?
C20 C15 C16 B3 -176.9(3) . . . . ?
C14 C15 C16 B3 4.6(4) . . . . ?
O1 B3 C16 C17 7.9(5) . . . . ?
N3 B3 C16 C17 -172.4(3) . . . . ?
O1 B3 C16 C15 -175.2(3) . . . . ?
N3 B3 C16 C15 4.5(4) . . . . ?
C16 C17 C18 C19 0.8(5) . . . . ?
C2 C7 C6 C5 -0.4(5) . . . . ?
C15 C14 N4 N3 -1.4(4) . . . . ?
C15 C14 N4 B4 175.1(3) . . . . ?
B3 N3 N4 C14 11.4(4) . . . . ?
C21 N3 N4 C14 -168.8(3) . . . . ?
B3 N3 N4 B4 -165.6(3) . . . . ?
C21 N3 N4 B4 14.2(3) . . . . ?
C26 B4 N4 C14 170.4(3) . . . . ?
Br3 B4 N4 C14 48.6(4) . . . . ?
Br4 B4 N4 C14 -70.7(3) . . . . ?
C26 B4 N4 N3 -12.8(3) . . . . ?
Br3 B4 N4 N3 -134.6(2) . . . . ?
Br4 B4 N4 N3 106.1(2) . . . . ?
C2 C3 C4 C5 -0.6(4) . . . . ?
B1 C3 C4 C5 179.7(3) . . . . ?
C16 C15 C20 C19 0.3(5) . . . . ?
C14 C15 C20 C19 178.8(3) . . . . ?
C15 C20 C19 C18 -0.2(5) . . . . ?
C17 C18 C19 C20 -0.4(5) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
C7 C6 C5 C4 -0.3(5) . . . . ?
C23 C22 C21 C26 -0.9(4) . . . . ?
C23 C22 C21 N3 -176.0(3) . . . . ?
N4 N3 C21 C26 -9.6(3) . . . . ?
B3 N3 C21 C26 170.2(3) . . . . ?
N4 N3 C21 C22 166.0(3) . . . . ?
B3 N3 C21 C22 -14.3(5) . . . . ?
C10 C9 C8 C13 0.1(4) . . . . ?
C10 C9 C8 N1 178.2(3) . . . . ?
N2 N1 C8 C9 -173.9(3) . . . . ?
B1 N1 C8 C9 6.1(5) . . . . ?
N2 N1 C8 C13 4.5(3) . . . . ?
B1 N1 C8 C13 -175.6(3) . . . . ?
C9 C8 C13 C12 0.3(4) . . . . ?
N1 C8 C13 C12 -178.0(3) . . . . ?
C9 C8 C13 B2 -177.3(3) . . . . ?
N1 C8 C13 B2 4.3(3) . . . . ?
N2 B2 C13 C12 173.0(3) . . . . ?
Br1 B2 C13 C12 53.8(4) . . . . ?
Br2 B2 C13 C12 -76.2(4) . . . . ?
N2 B2 C13 C8 -9.9(3) . . . . ?
Br1 B2 C13 C8 -129.1(2) . . . . ?
Br2 B2 C13 C8 100.9(3) . . . . ?
C8 C13 C12 C11 -0.4(4) . . . . ?
B2 C13 C12 C11 176.5(3) . . . . ?
C26 C25 C24 C23 0.6(5) . . . . ?
C13 C12 C11 C10 0.1(5) . . . . ?
C21 C22 C23 C24 -0.1(4) . . . . ?
C25 C24 C23 C22 0.3(5) . . . . ?
C8 C9 C10 C11 -0.4(4) . . . . ?
C12 C11 C10 C9 0.3(5) . . . . ?
C22 C21 C26 C25 1.8(4) . . . . ?
N3 C21 C26 C25 177.4(3) . . . . ?
C22 C21 C26 B4 -174.8(3) . . . . ?
N3 C21 C26 B4 0.9(3) . . . . ?
C24 C25 C26 C21 -1.5(4) . . . . ?
C24 C25 C26 B4 174.0(3) . . . . ?
N4 B4 C26 C21 6.8(3) . . . . ?
Br3 B4 C26 C21 123.1(2) . . . . ?
Br4 B4 C26 C21 -106.9(3) . . . . ?
N4 B4 C26 C25 -169.0(3) . . . . ?
Br3 B4 C26 C25 -52.8(4) . . . . ?
Br4 B4 C26 C25 77.2(4) . . . . ?
C6_1 C1_1 C2_1 C3_1 0.0 . . . . ?
C7_1 C1_1 C2_1 C3_1 180.0 . . . . ?
C1_1 C2_1 C3_1 C4_1 0.0 . . . . ?
C2_1 C3_1 C4_1 C5_1 0.0 . . . . ?
C3_1 C4_1 C5_1 C6_1 0.0 . . . . ?
C4_1 C5_1 C6_1 C1_1 0.0 . . . . ?
C2_1 C1_1 C6_1 C5_1 0.0 . . . . ?
C7_1 C1_1 C6_1 C5_1 180.0 . . . . ?
C6_2 C1_2 C2_2 C3_2 0.0 . . . . ?
C7_2 C1_2 C2_2 C3_2 180.0 . . . . ?
C1_2 C2_2 C3_2 C4_2 0.0 . . . . ?
C2_2 C3_2 C4_2 C5_2 0.0 . . . . ?
C3_2 C4_2 C5_2 C6_2 0.0 . . . . ?
C4_2 C5_2 C6_2 C1_2 0.0 . . . . ?
C2_2 C1_2 C6_2 C5_2 0.0 . . . . ?
C7_2 C1_2 C6_2 C5_2 180.0 . . . . ?


####################################################################### 
# 
# 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_1Cl_bpy_1Cl
_database_code_depnum_ccdc_archive 'CCDC 2531217'
loop_
_audit_author_name
_audit_author_address
'Tim Wellnitz'
;Julius Maximilians University Wuerzburg
Germany
;
_audit_update_record             
;
2026-02-15 deposited with the CCDC.	2026-03-17 downloaded from the CCDC.
;

_audit_creation_method           'CIF-fill 1.6l (K.Radacki, 2005-26)'
_audit_creation_date             2026-02-03
_shelx_SHELXL_version_number     2025/1
_chemical_formula_moiety         '2(C36 H28 B2 Cl2 N6), 3(C7 H8)'
_chemical_formula_sum            'C93 H80 B4 Cl4 N12'
_chemical_formula_weight         1550.73
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_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.
;
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'


_cell_length_a                   12.80200(10)
_cell_length_b                   13.93920(10)
_cell_length_c                   21.70380(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.0140(10)
_cell_angle_gamma                90
_cell_volume                     3873.03(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    59372
_cell_measurement_theta_min      3.1560
_cell_measurement_theta_max      75.4090

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_F_000             1620
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.839
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.259
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.44.108a (Rigaku Oxford Diffraction, 2025) Numerical 
 absorption correction based on gaussian integration over a multifaceted 
 crystal model Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 For data collection the crystal was immersed in a film of perfluoropolyether 
 oil, mounted on a polyimide loop and transferred to stream of cold nitrogen 
 (Oxford Cryostream 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 2 -14 0.0661
-4 8 0 0.1802
-4 7 7 0.1747
-2 3 13 0.1288
0 0 14 0.1170
1 -2 13 0.1366
4 -8 0 0.1978
5 5 -9 0.1512
7 0 -7 0.1396
7 -4 -4 0.1183
1 8 -7 0.1810
-6 6 0 0.1505
-7 -2 8 0.1533
-3 -7 8 0.1789
8 4 0 0.1645
8 -1 1 0.1495
-3 -8 2 0.1942
-8 3 -2 0.1216
-6 4 -9 0.0829
5 -2 -11 0.1034
0 5 -11 0.1151
2 2 -13 0.0785
-2 -8 -5 0.2084
6 4 8 0.1598
-4 1 12 0.1218
-2 -4 13 0.1514

_shelx_estimated_absorpt_T_min   0.485
_shelx_estimated_absorpt_T_max   0.710
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω     15.00  83.00   0.50    0.10    --   61.40-115.00 176.00  136
  2  ω     34.00  97.00   0.50    0.10    --   80.34-115.00 176.00  126
  3  ω     28.00  96.00   0.50    0.10    --   74.45-115.00 176.00  136
  4  ω     34.00  93.00   0.50    0.10    --   80.34-112.00  90.00  118
  5  ω     39.00  86.00   0.50    0.10    --   80.34 -95.00  90.00   94
  6  ω     20.00  67.00   0.50    0.10    --   61.40 -95.00  60.00   94
  7  ω     42.00  90.00   0.50    0.10    --   83.50 -97.00  39.05   96
  8  ω     39.00  86.00   0.50    0.10    --   80.34 -95.00   0.00   94
  9  ω     20.00  67.00   0.50    0.10    --   61.40 -95.00 -30.00   94
 10  ω     39.00  86.00   0.50    0.10    --   80.34 -95.00-180.00   94
 11  ω     39.00  86.00   0.50    0.10    --   80.34 -95.00-150.00   94
 12  ω     54.00 129.00   0.50    0.10    --   80.34  15.00   0.00  150
 13  ω     54.00 129.00   0.50    0.10    --   80.34  15.00  60.00  150
 14  ω     54.00 129.00   0.50    0.10    --   80.34  15.00 120.00  150
 15  ω     33.00  60.00   0.50    0.10    --   18.00  56.00 127.75   54
 16  ω     32.00  60.00   0.50    0.10    --   18.00  59.00 165.99   56
 17  ω     27.00  54.00   0.50    0.10    --   14.00  61.00  78.04   54
 18  ω     33.00  60.00   0.50    0.10    --   18.00  56.00   1.76   54
 19  ω     66.00  97.00   0.50    0.10    --   50.00  51.00   1.49   62
 20  ω     50.00  81.00   0.50    0.10    --   34.00  51.00 -64.51   62
 21  ω     58.00  89.00   0.50    0.10    --   42.00  51.00-157.63   62
 22  ω     32.00  60.00   0.50    0.10    --   18.00  59.00 -95.66   56
 23  ω    -93.00 -30.00   0.50    0.10    --  -76.40 112.00   0.00  126
 24  ω    -98.00 -31.00   0.50    0.10    --  -78.00 117.00  56.75  134
 25  ω    -98.00 -31.00   0.50    0.10    --  -78.00 117.00  34.85  134
 26  ω    -97.00 -33.00   0.50    0.10    --  -79.50 115.00  16.75  128
 27  ω    -83.00 -16.00   0.50    0.10    --  -62.54 115.00 -94.00  134
 28  ω    -98.00 -31.00   0.50    0.10    --  -78.00 117.00-173.95  134
 29  ω    -94.00 -26.00   0.50    0.10    --  -72.80 115.00 -94.00  136
 30  ω    -97.00 -30.00   0.50    0.10    --  -76.40 115.00 -94.00  134
 31  ω    -96.00 -33.00   0.50    0.10    --  -79.50 114.00-120.06  126
 32  ω    -97.00 -33.00   0.50    0.10    --  -79.50 115.00 -61.70  128
 33  ω    -97.00 -32.00   0.50    0.10    --  -78.00 114.00 -11.48  130
 34  ω    -97.00 -32.00   0.50    0.10    --  -78.00 114.00 175.27  130
 35  ω    -97.00 -32.00   0.50    0.10    --  -78.00 114.00 160.60  130
 36  ω    -97.00 -32.00   0.50    0.10    --  -78.00 114.00 160.60  130
 37  ω    -97.00 -33.00   0.50    0.10    --  -79.50 115.00  80.50  128
 38  ω    -93.00 -30.00   0.50    0.10    --  -76.40 112.00-150.00  126
 39  ω   -129.00 -68.00   0.50    0.10    --  -79.50 -19.00-170.69  122
 40  ω   -123.00 -93.00   0.50    0.10    --  -79.50 -62.00-105.22   60
 41  ω   -123.00 -92.00   0.50    0.10    --  -79.50 -63.00 -86.39   62
 42  ω   -119.00 -88.00   0.50    0.10    --  -74.00 -59.00-140.12   62
 43  ω   -114.00 -86.00   0.50    0.10    --  -70.00 -60.00  12.05   56
 44  ω   -115.00 -84.00   0.50    0.10    --  -70.00 -57.00  97.51   62
 45  ω   -122.00 -91.00   0.50    0.10    --  -78.00 -60.00 153.66   62
 46  ω   -126.00 -95.00   0.50    0.10    --  -79.50 -51.00 155.46   62
 47  ω   -118.00 -87.00   0.50    0.10    --  -74.00 -60.00  40.69   62
 48  ω   -119.00 -88.00   0.50    0.10    --  -74.00 -56.00 -20.86   62
 49  ω   -126.00 -95.00   0.50    0.10    --  -79.50 -51.00 -50.62   62
 50  ω   -104.00 -73.00   0.50    0.10    --  -58.00 -52.00-102.22   62
 51  ω   -109.00 -77.00   0.50    0.10    --  -62.00 -51.00-126.72   64
 52  ω   -105.00 -74.00   0.50    0.10    --  -58.00 -48.00-179.62   62
 53  ω   -118.00 -86.00   0.50    0.10    --  -70.00 -47.00  55.48   64
 54  ω   -129.00 -94.00   0.50    0.10    --  -79.50 -41.00  89.24   70
 55  ω   -118.00 -86.00   0.50    0.10    --  -70.00 -47.00 109.45   64
 56  ω   -123.00 -88.00   0.50    0.10    --  -74.00 -39.00 133.52   70
 57  ω   -123.00 -88.00   0.50    0.10    --  -74.00 -41.00 154.08   70
 58  ω   -129.00 -93.00   0.50    0.10    --  -79.50 -39.00 169.86   72
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      0.0596157000
_diffrn_orient_matrix_UB_12      0.0498564000
_diffrn_orient_matrix_UB_13      0.0527233000
_diffrn_orient_matrix_UB_21      -0.0843769000
_diffrn_orient_matrix_UB_22      -0.0328146000
_diffrn_orient_matrix_UB_23      0.0459867000
_diffrn_orient_matrix_UB_31      0.0616747000
_diffrn_orient_matrix_UB_32      -0.0930248000
_diffrn_orient_matrix_UB_33      0.0120278000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            92164
_diffrn_reflns_av_unetI/netI     0.0102
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.452
_diffrn_reflns_theta_max         75.721
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7838
_reflns_number_gt                7662
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;

_computing_data_collection       
;
 CrysAlisPro system (CCD 44.111a 64-bit (release 13-05-2025))
;
_computing_cell_refinement       'CrysAlisPro 1.171.44.108a (Rigaku OD, 2025)'
_computing_data_reduction        'CrysAlisPro 1.171.44.108a (Rigaku OD, 2025)'
_computing_structure_solution    "SHELXT 2018/2 (Sheldrick, 2018)'"
_computing_structure_refinement  'SHELXL-2025/1 (Sheldrick, 2025)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2025/1 (Sheldrick, 2025)'

_refine_special_details          
;
 A low-resolution reflection affected by beamstop [0 0 2] was removed from 
 the refinement. One phenyl substitued diazaborine showed a whole molecule 
 disorder with an occupancy factor of 23% for the disordered part according 
 to the second free variabel. Idealized geometry for the phenyl substituent 
 (residue 21) was applied using AFIX 66. The benzannulated backbone of the 
 disordered diazaborine was constrained to idealized geometry using AFIX 66. 
 The Uij displacement parameters for the disordered phenyl substituted 
 diazaborine for all atoms Cl1_1 to C6_21 were restrained with similarity 
 restraint SIMU with esd = 0.008. One toluene molecule (residue 7) is on a 
 special position and isotropically refined. The geometry of the toluene 
 molecule (residue 7) was constrained to the idealized geometry using AFIX 6 
 and a constant Uii value of 0.05690 was obtained by free refinement of Uii 
 with a free variable using SIMU.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0449P)²+5.9691P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7838
_refine_ls_number_parameters     529
_refine_ls_number_restraints     499
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0613
_refine_ls_wR_factor_ref         0.1451
_refine_ls_wR_factor_gt          0.1447
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.882
_refine_diff_density_rms         0.056
_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_
_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
Cl1_1 Cl 0.5357(2) 0.67098(17) 0.36998(12) 0.0314(4) Uani 0.771(3) 1 d . U P A
1
B1_1 B 0.5744(3) 0.5538(3) 0.32951(18) 0.0326(7) Uani 0.771(3) 1 d . U P A 1
N1_1 N 0.6450(2) 0.5710(2) 0.27601(13) 0.0330(6) Uani 0.771(3) 1 d . U P A 1
N2_1 N 0.7460(5) 0.5340(5) 0.2670(2) 0.0396(10) Uani 0.771(3) 1 d . U P A 1
C1_1 C 0.7735(3) 0.4687(3) 0.30903(19) 0.0472(8) Uani 0.771(3) 1 d . U P A 1
H1_1 H 0.839297 0.439060 0.302301 0.057 Uiso 0.771(3) 1 calc R U P A 1
C2_1 C 0.7174(3) 0.4361(3) 0.36382(19) 0.0467(8) Uani 0.771(3) 1 d . U P A 1
C3_1 C 0.7581(4) 0.3633(4) 0.4032(2) 0.0576(10) Uani 0.771(3) 1 d . U P A 1
H3_1 H 0.822323 0.332782 0.393379 0.069 Uiso 0.771(3) 1 calc R U P A 1
C4_1 C 0.7038(4) 0.3368(4) 0.4561(2) 0.0590(11) Uani 0.771(3) 1 d . U P A 1
H4_1 H 0.730089 0.287713 0.482264 0.071 Uiso 0.771(3) 1 calc R U P A 1
C5_1 C 0.6109(4) 0.3829(3) 0.4703(2) 0.0546(10) Uani 0.771(3) 1 d . U P A 1
H5_1 H 0.574050 0.366658 0.506796 0.066 Uiso 0.771(3) 1 calc R U P A 1
C6_1 C 0.5721(3) 0.4521(3) 0.43142(19) 0.0446(8) Uani 0.771(3) 1 d . U P A 1
H6_1 H 0.508191 0.482840 0.441689 0.054 Uiso 0.771(3) 1 calc R U P A 1
C7_1 C 0.6231(3) 0.4783(2) 0.37780(19) 0.0371(8) Uani 0.771(3) 1 d . U P A 1
C1_2 C 0.6207(4) 0.6350(2) 0.22648(16) 0.0311(7) Uani 0.771(3) 1 d . U P A 1
C2_2 C 0.6976(3) 0.6627(2) 0.18390(18) 0.0337(7) Uani 0.771(3) 1 d . U P A 1
H2_2 H 0.766397 0.637782 0.187628 0.040 Uiso 0.771(3) 1 calc R U P A 1
C3_2 C 0.6745(3) 0.7258(3) 0.13660(16) 0.0327(8) Uani 0.771(3) 1 d . U P A 1
H3_2 H 0.728482 0.744366 0.109039 0.039 Uiso 0.771(3) 1 calc R U P A 1
C4_2 C 0.5756(3) 0.7624(3) 0.12832(17) 0.0352(8) Uani 0.771(3) 1 d . U P A 1
H4_2 H 0.560886 0.805632 0.095633 0.042 Uiso 0.771(3) 1 calc R U P A 1
C5_2 C 0.4978(3) 0.7340(3) 0.16931(18) 0.0336(8) Uani 0.771(3) 1 d . U P A 1
H5_2 H 0.428716 0.757498 0.164132 0.040 Uiso 0.771(3) 1 calc R U P A 1
C6_2 C 0.5199(3) 0.6719(2) 0.21770(16) 0.0304(7) Uani 0.771(3) 1 d . U P A 1
H6_2 H 0.465680 0.654069 0.245303 0.037 Uiso 0.771(3) 1 calc R U P A 1
Cl1_11 Cl 0.5406(8) 0.6790(7) 0.3601(4) 0.037(2) Uiso 0.229(3) 1 d . U P A 2
B1_11 B 0.5680(9) 0.5893(9) 0.2945(6) 0.0298(18) Uiso 0.229(3) 1 d . U P A 2
N1_11 N 0.6640(8) 0.5312(7) 0.3083(5) 0.0378(14) Uiso 0.229(3) 1 d . U P A 2
N2_11 N 0.743(2) 0.5321(19) 0.2819(8) 0.038(2) Uiso 0.229(3) 1 d . U P A 2
C1_11 C 0.7550(9) 0.5994(8) 0.2250(5) 0.0373(17) Uiso 0.229(3) 1 d . U P A 2
H1A_11 H 0.820585 0.606575 0.205042 0.045 Uiso 0.229(3) 1 calc R U P A 2
C2_11 C 0.6663(8) 0.6493(7) 0.2039(5) 0.0326(17) Uiso 0.229(3) 1 d G U P A 2
C3_11 C 0.6797(7) 0.7006(8) 0.1496(5) 0.033(2) Uiso 0.229(3) 1 d G U P A 2
H3_11 H 0.746257 0.702574 0.130281 0.039 Uiso 0.229(3) 1 calc R U P A 2
C4_11 C 0.5957(10) 0.7489(8) 0.1234(4) 0.036(2) Uiso 0.229(3) 1 d G U P A 2
H4_11 H 0.604862 0.783942 0.086248 0.043 Uiso 0.229(3) 1 calc R U P A 2
C5_11 C 0.4983(8) 0.7460(8) 0.1516(5) 0.035(2) Uiso 0.229(3) 1 d G U P A 2
H5_11 H 0.440864 0.779028 0.133728 0.042 Uiso 0.229(3) 1 calc R U P A 2
C6_11 C 0.4848(7) 0.6947(8) 0.2060(5) 0.0294(19) Uiso 0.229(3) 1 d G U P A 2
H6_11 H 0.418262 0.692748 0.225243 0.035 Uiso 0.229(3) 1 calc R U P A 2
C7_11 C 0.5688(10) 0.6464(6) 0.2321(3) 0.0299(17) Uiso 0.229(3) 1 d G U P A 2
C1_21 C 0.6076(8) 0.4561(8) 0.4036(6) 0.044(2) Uiso 0.229(3) 1 d G U P A 2
H1_21 H 0.547908 0.495972 0.407782 0.053 Uiso 0.229(3) 1 calc R U P A 2
C2_21 C 0.6291(9) 0.3869(9) 0.4480(5) 0.0512(19) Uiso 0.229(3) 1 d G U P A 2
H2_21 H 0.584084 0.379497 0.482439 0.061 Uiso 0.229(3) 1 calc R U P A 2
C3_21 C 0.7165(11) 0.3285(9) 0.4419(5) 0.054(2) Uiso 0.229(3) 1 d G U P A 2
H3_21 H 0.731208 0.281165 0.472227 0.065 Uiso 0.229(3) 1 calc R U P A 2
C4_21 C 0.7824(9) 0.3392(9) 0.3915(6) 0.057(2) Uiso 0.229(3) 1 d G U P A 2
H4_21 H 0.842156 0.299305 0.387357 0.069 Uiso 0.229(3) 1 calc R U P A 2
C5_21 C 0.7609(9) 0.4084(8) 0.3472(4) 0.054(2) Uiso 0.229(3) 1 d G U P A 2
H5_21 H 0.805982 0.415779 0.312700 0.065 Uiso 0.229(3) 1 calc R U P A 2
C6_21 C 0.6735(10) 0.4668(7) 0.3532(5) 0.0448(18) Uiso 0.229(3) 1 d G U P A 2
Cl1_3 Cl -0.03843(4) 0.07810(4) 0.13637(2) 0.02824(14) Uani 1 1 d . . . . .
N1_3 N -0.14939(16) 0.17029(14) 0.23416(9) 0.0306(4) Uani 1 1 d . . . . .
C1_3 C -0.2817(2) 0.2725(2) 0.20513(14) 0.0491(7) Uani 1 1 d . . . . .
H1_3 H -0.347402 0.300565 0.214530 0.059 Uiso 1 1 calc R U . . .
B1_3 B -0.0822(2) 0.1915(2) 0.17896(13) 0.0299(5) Uani 1 1 d . . . . .
N2_3 N -0.24658(17) 0.21058(17) 0.24400(10) 0.0388(5) Uani 1 1 d . . . . .
C2_3 C -0.2323(2) 0.3039(2) 0.14889(12) 0.0386(6) Uani 1 1 d . . . . .
C3_3 C -0.2824(2) 0.3730(2) 0.11113(14) 0.0487(7) Uani 1 1 d . . . . .
H3_3 H -0.346817 0.400640 0.123631 0.058 Uiso 1 1 calc R U . . .
C4_3 C -0.2371(2) 0.4000(2) 0.05633(13) 0.0443(7) Uani 1 1 d . . . . .
H4_3 H -0.269173 0.447289 0.031106 0.053 Uiso 1 1 calc R U . . .
C5_3 C -0.1441(2) 0.3573(2) 0.03832(13) 0.0402(6) Uani 1 1 d . . . . .
H5_3 H -0.113612 0.374243 -0.000062 0.048 Uiso 1 1 calc R U . . .
C6_3 C -0.0950(2) 0.29024(19) 0.07552(12) 0.0365(6) Uani 1 1 d . . . . .
H6_3 H -0.031200 0.262203 0.062351 0.044 Uiso 1 1 calc R U . . .
C7_3 C -0.13765(19) 0.26342(17) 0.13169(12) 0.0316(5) Uani 1 1 d . . . . .
C2_4 C -0.1907(2) 0.08983(18) 0.33138(12) 0.0356(5) Uani 1 1 d . . . . .
H2_4 H -0.258186 0.118216 0.330696 0.043 Uiso 1 1 calc R U . . .
C3_4 C -0.1626(2) 0.03028(19) 0.37944(12) 0.0376(6) Uani 1 1 d . . . . .
H3_4 H -0.211370 0.018270 0.411489 0.045 Uiso 1 1 calc R U . . .
C1_4 C -0.1207(2) 0.10824(16) 0.28412(11) 0.0314(5) Uani 1 1 d . . . . .
C4_4 C -0.0653(2) -0.01225(18) 0.38210(11) 0.0353(5) Uani 1 1 d . . . . .
H4_4 H -0.047481 -0.053430 0.415369 0.042 Uiso 1 1 calc R U . . .
C5_4 C 0.0059(2) 0.00597(18) 0.33565(11) 0.0357(5) Uani 1 1 d . . . . .
H5_4 H 0.073389 -0.022252 0.337071 0.043 Uiso 1 1 calc R U . . .
C6_4 C -0.0216(2) 0.06619(17) 0.28636(11) 0.0353(5) Uani 1 1 d . . . . .
H6_4 H 0.027336 0.078410 0.254413 0.042 Uiso 1 1 calc R U . . .
C1_5 C 0.11641(18) 0.23829(17) 0.17147(10) 0.0290(5) Uani 1 1 d . . . . .
H1_5 H 0.120922 0.198296 0.136127 0.035 Uiso 1 1 calc R U . . .
N2_5 N 0.46464(15) 0.50881(14) 0.30203(10) 0.0329(5) Uani 1 1 d . . . . .
C2_5 C 0.20259(18) 0.29058(17) 0.18908(11) 0.0292(5) Uani 1 1 d . . . . .
H2_5 H 0.264903 0.287111 0.165424 0.035 Uiso 1 1 calc R U . . .
C3_5 C 0.19914(17) 0.34879(15) 0.24153(10) 0.0241(4) Uani 1 1 d . . . . .
C4_5 C 0.10467(18) 0.35190(17) 0.27328(11) 0.0293(5) Uani 1 1 d . . . . .
H4_5 H 0.098106 0.390811 0.309002 0.035 Uiso 1 1 calc R U . . .
C5_5 C 0.02105(18) 0.29892(16) 0.25309(11) 0.0289(5) Uani 1 1 d . . . . .
H5_5 H -0.042742 0.302337 0.275334 0.035 Uiso 1 1 calc R U . . .
N1_5 N 0.02604(14) 0.24223(13) 0.20289(8) 0.0247(4) Uani 1 1 d . . . . .
C6_5 C 0.29111(17) 0.40440(15) 0.26254(10) 0.0246(4) Uani 1 1 d . . . . .
C7_5 C 0.39009(18) 0.38877(16) 0.23757(11) 0.0274(5) Uani 1 1 d . . . . .
H7_5 H 0.399593 0.341508 0.206538 0.033 Uiso 1 1 calc R U . . .
C8_5 C 0.47381(19) 0.44175(16) 0.25786(11) 0.0304(5) Uani 1 1 d . . . . .
H8_5 H 0.540500 0.430597 0.240056 0.036 Uiso 1 1 calc R U . . .
C9_5 C 0.3703(2) 0.52405(19) 0.32717(13) 0.0378(6) Uani 1 1 d . . . . .
H9_5 H 0.363271 0.570873 0.358711 0.045 Uiso 1 1 calc R U . . .
C10_5 C 0.28333(19) 0.47369(17) 0.30849(11) 0.0317(5) Uani 1 1 d . . . . .
H10_5 H 0.217582 0.486318 0.327092 0.038 Uiso 1 1 calc R U . . .
C1_6 C 0.8878(2) 0.8461(2) 0.53912(13) 0.0442(6) Uani 1 1 d . . . . .
H1_6 H 0.899131 0.912056 0.547775 0.053 Uiso 1 1 calc R U . . .
C2_6 C 0.9484(2) 0.7761(2) 0.56739(12) 0.0421(6) Uani 1 1 d . . . . .
H2_6 H 1.001246 0.794412 0.595814 0.051 Uiso 1 1 calc R U . . .
C3_6 C 0.9326(2) 0.6805(2) 0.55453(12) 0.0410(6) Uani 1 1 d . . . . .
H3_6 H 0.975130 0.633457 0.573902 0.049 Uiso 1 1 calc R U . . .
C4_6 C 0.8546(2) 0.6516(2) 0.51326(12) 0.0414(6) Uani 1 1 d . . . . .
C5_6 C 0.7936(2) 0.7230(2) 0.48579(12) 0.0424(6) Uani 1 1 d . . . . .
H5_6 H 0.739454 0.705298 0.458087 0.051 Uiso 1 1 calc R U . . .
C6_6 C 0.8109(2) 0.8184(2) 0.49834(13) 0.0457(7) Uani 1 1 d . . . . .
H6_6 H 0.769324 0.865814 0.478650 0.055 Uiso 1 1 calc R U . . .
C7_6 C 0.8377(3) 0.5478(2) 0.49884(15) 0.0547(8) Uani 1 1 d . . . . .
H7A_6 H 0.887480 0.508871 0.522308 0.082 Uiso 1 1 calc R U . . .
H7B_6 H 0.766282 0.529630 0.510104 0.082 Uiso 1 1 calc R U . . .
H7C_6 H 0.848280 0.537040 0.454664 0.082 Uiso 1 1 calc R U . . .
C1_7 C 0.4432(3) 0.4176(3) 0.06575(16) 0.057 Uiso 0.5 1 d G U P B -1
H1_7 H 0.416153 0.379720 0.098439 0.068 Uiso 0.5 1 calc R U P B -1
C2_7 C 0.4701(4) 0.3748(2) 0.01013(18) 0.057 Uiso 0.5 1 d G U P B -1
H2_7 H 0.461367 0.307599 0.004816 0.068 Uiso 0.5 1 calc R U P B -1
C3_7 C 0.5096(3) 0.4302(3) -0.03770(15) 0.057 Uiso 0.5 1 d G U P B -1
H3_7 H 0.528001 0.400934 -0.075709 0.068 Uiso 0.5 1 calc R U P B -1
C4_7 C 0.5224(3) 0.5285(3) -0.02991(15) 0.057 Uiso 0.5 1 d G U P B -1
C5_7 C 0.4955(4) 0.5713(3) 0.02570(16) 0.057 Uiso 0.5 1 d G U P B -1
H5_7 H 0.504207 0.638522 0.031019 0.068 Uiso 0.5 1 calc R U P B -1
C6_7 C 0.4559(3) 0.5159(3) 0.07354(15) 0.057 Uiso 0.5 1 d G U P B -1
H6_7 H 0.437570 0.545186 0.111546 0.068 Uiso 0.5 1 calc R U P B -1
C7_7 C 0.5659(4) 0.5839(3) -0.08388(18) 0.057 Uiso 0.5 1 d G U P B -1
H7A_7 H 0.579277 0.539902 -0.118179 0.085 Uiso 0.5 1 calc R U P B -1
H7B_7 H 0.515323 0.632753 -0.096794 0.085 Uiso 0.5 1 calc R U P B -1
H7C_7 H 0.631304 0.615148 -0.071699 0.085 Uiso 0.5 1 calc R U P B -1


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
Cl1_1 B1_1 1.919(4) . ?
B1_1 N1_1 1.491(5) . ?
B1_1 C7_1 1.611(5) . ?
B1_1 N2_5 1.650(4) . ?
N1_1 N2_1 1.406(6) . ?
N1_1 C1_2 1.432(4) . ?
N2_1 C1_1 1.335(7) . ?
C1_1 C2_1 1.462(6) . ?
C1_1 H1_1 0.9500 . ?
C2_1 C7_1 1.377(6) . ?
C2_1 C3_1 1.426(6) . ?
C3_1 C4_1 1.393(7) . ?
C3_1 H3_1 0.9500 . ?
C4_1 C5_1 1.386(7) . ?
C4_1 H4_1 0.9500 . ?
C5_1 C6_1 1.374(6) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C7_1 1.384(5) . ?
C6_1 H6_1 0.9500 . ?
C1_2 C6_2 1.402(5) . ?
C1_2 C2_2 1.405(5) . ?
C2_2 C3_2 1.383(5) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.377(5) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.393(5) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.390(5) . ?
C5_2 H5_2 0.9500 . ?
C6_2 H6_2 0.9500 . ?
Cl1_11 B1_11 1.927(16) . ?
B1_11 N1_11 1.502(16) . ?
B1_11 C7_11 1.570(15) . ?
B1_11 N2_5 1.743(12) . ?
N1_11 N2_11 1.16(2) . ?
N1_11 C6_21 1.330(13) . ?
N2_11 C1_11 1.56(2) . ?
C1_11 C2_11 1.408(14) . ?
C1_11 H1A_11 0.9500 . ?
C2_11 C3_11 1.3900 . ?
C2_11 C7_11 1.3900 . ?
C3_11 C4_11 1.3900 . ?
C3_11 H3_11 0.9500 . ?
C4_11 C5_11 1.3900 . ?
C4_11 H4_11 0.9500 . ?
C5_11 C6_11 1.3900 . ?
C5_11 H5_11 0.9500 . ?
C6_11 C7_11 1.3900 . ?
C6_11 H6_11 0.9500 . ?
C1_21 C2_21 1.3900 . ?
C1_21 C6_21 1.3900 . ?
C1_21 H1_21 0.9500 . ?
C2_21 C3_21 1.3900 . ?
C2_21 H2_21 0.9500 . ?
C3_21 C4_21 1.3900 . ?
C3_21 H3_21 0.9500 . ?
C4_21 C5_21 1.3900 . ?
C4_21 H4_21 0.9500 . ?
C5_21 C6_21 1.3900 . ?
C5_21 H5_21 0.9500 . ?
Cl1_3 B1_3 1.914(3) . ?
N1_3 N2_3 1.382(3) . ?
N1_3 C1_4 1.435(3) . ?
N1_3 B1_3 1.505(3) . ?
C1_3 N2_3 1.288(4) . ?
C1_3 C2_3 1.443(4) . ?
C1_3 H1_3 0.9500 . ?
B1_3 C7_3 1.601(4) . ?
B1_3 N1_5 1.640(3) . ?
C2_3 C7_3 1.388(4) . ?
C2_3 C3_3 1.418(4) . ?
C3_3 C4_3 1.375(4) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.388(4) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.385(4) . ?
C5_3 H5_3 0.9500 . ?
C6_3 C7_3 1.387(4) . ?
C6_3 H6_3 0.9500 . ?
C2_4 C3_4 1.381(4) . ?
C2_4 C1_4 1.386(4) . ?
C2_4 H2_4 0.9500 . ?
C3_4 C4_4 1.381(4) . ?
C3_4 H3_4 0.9500 . ?
C1_4 C6_4 1.398(4) . ?
C4_4 C5_4 1.382(4) . ?
C4_4 H4_4 0.9500 . ?
C5_4 C6_4 1.405(4) . ?
C5_4 H5_4 0.9500 . ?
C6_4 H6_4 0.9500 . ?
C1_5 N1_5 1.344(3) . ?
C1_5 C2_5 1.376(3) . ?
C1_5 H1_5 0.9500 . ?
N2_5 C9_5 1.343(3) . ?
N2_5 C8_5 1.344(3) . ?
C2_5 C3_5 1.399(3) . ?
C2_5 H2_5 0.9500 . ?
C3_5 C4_5 1.393(3) . ?
C3_5 C6_5 1.482(3) . ?
C4_5 C5_5 1.372(3) . ?
C4_5 H4_5 0.9500 . ?
C5_5 N1_5 1.347(3) . ?
C5_5 H5_5 0.9500 . ?
C6_5 C10_5 1.392(3) . ?
C6_5 C7_5 1.395(3) . ?
C7_5 C8_5 1.374(3) . ?
C7_5 H7_5 0.9500 . ?
C8_5 H8_5 0.9500 . ?
C9_5 C10_5 1.377(3) . ?
C9_5 H9_5 0.9500 . ?
C10_5 H10_5 0.9500 . ?
C1_6 C6_6 1.379(4) . ?
C1_6 C2_6 1.389(4) . ?
C1_6 H1_6 0.9500 . ?
C2_6 C3_6 1.377(4) . ?
C2_6 H2_6 0.9500 . ?
C3_6 C4_6 1.400(4) . ?
C3_6 H3_6 0.9500 . ?
C4_6 C5_6 1.398(4) . ?
C4_6 C7_6 1.496(4) . ?
C5_6 C6_6 1.376(4) . ?
C5_6 H5_6 0.9500 . ?
C6_6 H6_6 0.9500 . ?
C7_6 H7A_6 0.9800 . ?
C7_6 H7B_6 0.9800 . ?
C7_6 H7C_6 0.9800 . ?
C1_7 C2_7 1.3900 . ?
C1_7 C6_7 1.3900 . ?
C1_7 H1_7 0.9500 . ?
C2_7 C3_7 1.3900 . ?
C2_7 H2_7 0.9500 . ?
C3_7 C4_7 1.3901 . ?
C3_7 H3_7 0.9500 . ?
C4_7 C5_7 1.3899 . ?
C4_7 C7_7 1.5099 . ?
C5_7 C6_7 1.3900 . ?
C5_7 H5_7 0.9500 . ?
C6_7 H6_7 0.9500 . ?
C7_7 H7A_7 0.9800 . ?
C7_7 H7B_7 0.9800 . ?
C7_7 H7C_7 0.9800 . ?

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
N1_1 B1_1 C7_1 112.1(3) . . ?
N1_1 B1_1 N2_5 107.2(3) . . ?
C7_1 B1_1 N2_5 108.4(3) . . ?
N1_1 B1_1 Cl1_1 112.1(2) . . ?
C7_1 B1_1 Cl1_1 111.0(3) . . ?
N2_5 B1_1 Cl1_1 105.6(2) . . ?
N2_1 N1_1 C1_2 109.0(3) . . ?
N2_1 N1_1 B1_1 127.4(3) . . ?
C1_2 N1_1 B1_1 123.5(3) . . ?
C1_1 N2_1 N1_1 113.4(4) . . ?
N2_1 C1_1 C2_1 129.7(4) . . ?
N2_1 C1_1 H1_1 115.2 . . ?
C2_1 C1_1 H1_1 115.2 . . ?
C7_1 C2_1 C3_1 119.5(4) . . ?
C7_1 C2_1 C1_1 118.5(4) . . ?
C3_1 C2_1 C1_1 122.0(4) . . ?
C4_1 C3_1 C2_1 120.1(4) . . ?
C4_1 C3_1 H3_1 120.0 . . ?
C2_1 C3_1 H3_1 120.0 . . ?
C5_1 C4_1 C3_1 119.2(4) . . ?
C5_1 C4_1 H4_1 120.4 . . ?
C3_1 C4_1 H4_1 120.4 . . ?
C6_1 C5_1 C4_1 120.0(4) . . ?
C6_1 C5_1 H5_1 120.0 . . ?
C4_1 C5_1 H5_1 120.0 . . ?
C5_1 C6_1 C7_1 122.1(4) . . ?
C5_1 C6_1 H6_1 119.0 . . ?
C7_1 C6_1 H6_1 119.0 . . ?
C2_1 C7_1 C6_1 119.1(4) . . ?
C2_1 C7_1 B1_1 118.4(4) . . ?
C6_1 C7_1 B1_1 122.5(3) . . ?
C6_2 C1_2 C2_2 117.1(3) . . ?
C6_2 C1_2 N1_1 122.1(4) . . ?
C2_2 C1_2 N1_1 120.8(4) . . ?
C3_2 C2_2 C1_2 120.8(3) . . ?
C3_2 C2_2 H2_2 119.6 . . ?
C1_2 C2_2 H2_2 119.6 . . ?
C4_2 C3_2 C2_2 121.9(3) . . ?
C4_2 C3_2 H3_2 119.0 . . ?
C2_2 C3_2 H3_2 119.0 . . ?
C3_2 C4_2 C5_2 118.0(3) . . ?
C3_2 C4_2 H4_2 121.0 . . ?
C5_2 C4_2 H4_2 121.0 . . ?
C6_2 C5_2 C4_2 120.9(3) . . ?
C6_2 C5_2 H5_2 119.5 . . ?
C4_2 C5_2 H5_2 119.5 . . ?
C5_2 C6_2 C1_2 121.2(3) . . ?
C5_2 C6_2 H6_2 119.4 . . ?
C1_2 C6_2 H6_2 119.4 . . ?
N1_11 B1_11 C7_11 116.1(10) . . ?
N1_11 B1_11 N2_5 104.8(8) . . ?
C7_11 B1_11 N2_5 114.4(8) . . ?
N1_11 B1_11 Cl1_11 110.5(9) . . ?
C7_11 B1_11 Cl1_11 108.1(8) . . ?
N2_5 B1_11 Cl1_11 102.1(7) . . ?
N2_11 N1_11 C6_21 106.9(15) . . ?
N2_11 N1_11 B1_11 127.3(16) . . ?
C6_21 N1_11 B1_11 125.8(10) . . ?
N1_11 N2_11 C1_11 119(2) . . ?
C2_11 C1_11 N2_11 118.1(14) . . ?
C2_11 C1_11 H1A_11 120.9 . . ?
N2_11 C1_11 H1A_11 120.9 . . ?
C3_11 C2_11 C7_11 120.0 . . ?
C3_11 C2_11 C1_11 115.4(10) . . ?
C7_11 C2_11 C1_11 124.5(10) . . ?
C4_11 C3_11 C2_11 120.0 . . ?
C4_11 C3_11 H3_11 120.0 . . ?
C2_11 C3_11 H3_11 120.0 . . ?
C3_11 C4_11 C5_11 120.0 . . ?
C3_11 C4_11 H4_11 120.0 . . ?
C5_11 C4_11 H4_11 120.0 . . ?
C6_11 C5_11 C4_11 120.0 . . ?
C6_11 C5_11 H5_11 120.0 . . ?
C4_11 C5_11 H5_11 120.0 . . ?
C5_11 C6_11 C7_11 120.0 . . ?
C5_11 C6_11 H6_11 120.0 . . ?
C7_11 C6_11 H6_11 120.0 . . ?
C6_11 C7_11 C2_11 120.0 . . ?
C6_11 C7_11 B1_11 126.3(9) . . ?
C2_11 C7_11 B1_11 113.6(9) . . ?
C2_21 C1_21 C6_21 120.0 . . ?
C2_21 C1_21 H1_21 120.0 . . ?
C6_21 C1_21 H1_21 120.0 . . ?
C1_21 C2_21 C3_21 120.0 . . ?
C1_21 C2_21 H2_21 120.0 . . ?
C3_21 C2_21 H2_21 120.0 . . ?
C2_21 C3_21 C4_21 120.0 . . ?
C2_21 C3_21 H3_21 120.0 . . ?
C4_21 C3_21 H3_21 120.0 . . ?
C5_21 C4_21 C3_21 120.0 . . ?
C5_21 C4_21 H4_21 120.0 . . ?
C3_21 C4_21 H4_21 120.0 . . ?
C4_21 C5_21 C6_21 120.0 . . ?
C4_21 C5_21 H5_21 120.0 . . ?
C6_21 C5_21 H5_21 120.0 . . ?
N1_11 C6_21 C5_21 113.6(10) . . ?
N1_11 C6_21 C1_21 126.4(10) . . ?
C5_21 C6_21 C1_21 120.0 . . ?
N2_3 N1_3 C1_4 111.01(19) . . ?
N2_3 N1_3 B1_3 124.0(2) . . ?
C1_4 N1_3 B1_3 125.0(2) . . ?
N2_3 C1_3 C2_3 127.2(3) . . ?
N2_3 C1_3 H1_3 116.4 . . ?
C2_3 C1_3 H1_3 116.4 . . ?
N1_3 B1_3 C7_3 112.3(2) . . ?
N1_3 B1_3 N1_5 108.40(19) . . ?
C7_3 B1_3 N1_5 107.90(19) . . ?
N1_3 B1_3 Cl1_3 112.95(18) . . ?
C7_3 B1_3 Cl1_3 109.73(17) . . ?
N1_5 B1_3 Cl1_3 105.20(16) . . ?
C1_3 N2_3 N1_3 119.0(2) . . ?
C7_3 C2_3 C3_3 121.0(2) . . ?
C7_3 C2_3 C1_3 119.1(2) . . ?
C3_3 C2_3 C1_3 119.8(3) . . ?
C4_3 C3_3 C2_3 119.7(3) . . ?
C4_3 C3_3 H3_3 120.2 . . ?
C2_3 C3_3 H3_3 120.2 . . ?
C3_3 C4_3 C5_3 119.2(3) . . ?
C3_3 C4_3 H4_3 120.4 . . ?
C5_3 C4_3 H4_3 120.4 . . ?
C6_3 C5_3 C4_3 121.0(3) . . ?
C6_3 C5_3 H5_3 119.5 . . ?
C4_3 C5_3 H5_3 119.5 . . ?
C5_3 C6_3 C7_3 121.0(3) . . ?
C5_3 C6_3 H6_3 119.5 . . ?
C7_3 C6_3 H6_3 119.5 . . ?
C6_3 C7_3 C2_3 118.1(2) . . ?
C6_3 C7_3 B1_3 123.9(2) . . ?
C2_3 C7_3 B1_3 118.0(2) . . ?
C3_4 C2_4 C1_4 120.1(3) . . ?
C3_4 C2_4 H2_4 120.0 . . ?
C1_4 C2_4 H2_4 120.0 . . ?
C4_4 C3_4 C2_4 121.7(3) . . ?
C4_4 C3_4 H3_4 119.2 . . ?
C2_4 C3_4 H3_4 119.2 . . ?
C2_4 C1_4 C6_4 118.9(2) . . ?
C2_4 C1_4 N1_3 120.3(2) . . ?
C6_4 C1_4 N1_3 120.7(2) . . ?
C3_4 C4_4 C5_4 119.0(2) . . ?
C3_4 C4_4 H4_4 120.5 . . ?
C5_4 C4_4 H4_4 120.5 . . ?
C4_4 C5_4 C6_4 120.0(2) . . ?
C4_4 C5_4 H5_4 120.0 . . ?
C6_4 C5_4 H5_4 120.0 . . ?
C1_4 C6_4 C5_4 120.3(2) . . ?
C1_4 C6_4 H6_4 119.9 . . ?
C5_4 C6_4 H6_4 119.9 . . ?
N1_5 C1_5 C2_5 121.8(2) . . ?
N1_5 C1_5 H1_5 119.1 . . ?
C2_5 C1_5 H1_5 119.1 . . ?
C9_5 N2_5 C8_5 118.6(2) . . ?
C9_5 N2_5 B1_1 124.0(2) . . ?
C8_5 N2_5 B1_1 116.6(2) . . ?
C9_5 N2_5 B1_11 128.3(4) . . ?
C8_5 N2_5 B1_11 108.3(4) . . ?
C1_5 C2_5 C3_5 120.5(2) . . ?
C1_5 C2_5 H2_5 119.7 . . ?
C3_5 C2_5 H2_5 119.7 . . ?
C4_5 C3_5 C2_5 116.6(2) . . ?
C4_5 C3_5 C6_5 121.4(2) . . ?
C2_5 C3_5 C6_5 121.9(2) . . ?
C5_5 C4_5 C3_5 120.2(2) . . ?
C5_5 C4_5 H4_5 119.9 . . ?
C3_5 C4_5 H4_5 119.9 . . ?
N1_5 C5_5 C4_5 122.5(2) . . ?
N1_5 C5_5 H5_5 118.8 . . ?
C4_5 C5_5 H5_5 118.8 . . ?
C1_5 N1_5 C5_5 118.37(19) . . ?
C1_5 N1_5 B1_3 123.28(19) . . ?
C5_5 N1_5 B1_3 117.97(18) . . ?
C10_5 C6_5 C7_5 116.9(2) . . ?
C10_5 C6_5 C3_5 121.8(2) . . ?
C7_5 C6_5 C3_5 121.4(2) . . ?
C8_5 C7_5 C6_5 120.0(2) . . ?
C8_5 C7_5 H7_5 120.0 . . ?
C6_5 C7_5 H7_5 120.0 . . ?
N2_5 C8_5 C7_5 122.3(2) . . ?
N2_5 C8_5 H8_5 118.9 . . ?
C7_5 C8_5 H8_5 118.9 . . ?
N2_5 C9_5 C10_5 121.8(2) . . ?
N2_5 C9_5 H9_5 119.1 . . ?
C10_5 C9_5 H9_5 119.1 . . ?
C9_5 C10_5 C6_5 120.5(2) . . ?
C9_5 C10_5 H10_5 119.8 . . ?
C6_5 C10_5 H10_5 119.8 . . ?
C6_6 C1_6 C2_6 119.1(3) . . ?
C6_6 C1_6 H1_6 120.5 . . ?
C2_6 C1_6 H1_6 120.5 . . ?
C3_6 C2_6 C1_6 120.5(3) . . ?
C3_6 C2_6 H2_6 119.7 . . ?
C1_6 C2_6 H2_6 119.7 . . ?
C2_6 C3_6 C4_6 120.8(3) . . ?
C2_6 C3_6 H3_6 119.6 . . ?
C4_6 C3_6 H3_6 119.6 . . ?
C5_6 C4_6 C3_6 117.8(3) . . ?
C5_6 C4_6 C7_6 121.2(3) . . ?
C3_6 C4_6 C7_6 121.0(3) . . ?
C6_6 C5_6 C4_6 120.9(3) . . ?
C6_6 C5_6 H5_6 119.5 . . ?
C4_6 C5_6 H5_6 119.5 . . ?
C5_6 C6_6 C1_6 120.8(3) . . ?
C5_6 C6_6 H6_6 119.6 . . ?
C1_6 C6_6 H6_6 119.6 . . ?
C4_6 C7_6 H7A_6 109.5 . . ?
C4_6 C7_6 H7B_6 109.5 . . ?
H7A_6 C7_6 H7B_6 109.5 . . ?
C4_6 C7_6 H7C_6 109.5 . . ?
H7A_6 C7_6 H7C_6 109.5 . . ?
H7B_6 C7_6 H7C_6 109.5 . . ?
C2_7 C1_7 C6_7 120.0 . . ?
C2_7 C1_7 H1_7 120.0 . . ?
C6_7 C1_7 H1_7 120.0 . . ?
C1_7 C2_7 C3_7 120.0 . . ?
C1_7 C2_7 H2_7 120.0 . . ?
C3_7 C2_7 H2_7 120.0 . . ?
C2_7 C3_7 C4_7 120.0 . . ?
C2_7 C3_7 H3_7 120.0 . . ?
C4_7 C3_7 H3_7 120.0 . . ?
C5_7 C4_7 C3_7 120.0 . . ?
C5_7 C4_7 C7_7 123.0 . . ?
C3_7 C4_7 C7_7 117.0 . . ?
C4_7 C5_7 C6_7 120.0 . . ?
C4_7 C5_7 H5_7 120.0 . . ?
C6_7 C5_7 H5_7 120.0 . . ?
C5_7 C6_7 C1_7 120.0 . . ?
C5_7 C6_7 H6_7 120.0 . . ?
C1_7 C6_7 H6_7 120.0 . . ?
C4_7 C7_7 H7A_7 109.5 . . ?
C4_7 C7_7 H7B_7 109.5 . . ?
H7A_7 C7_7 H7B_7 109.5 . . ?
C4_7 C7_7 H7C_7 109.5 . . ?
H7A_7 C7_7 H7C_7 109.5 . . ?
H7B_7 C7_7 H7C_7 109.5 . . ?

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
C7_1 B1_1 N1_1 N2_1 -4.1(5) . . . . ?
N2_5 B1_1 N1_1 N2_1 -123.0(4) . . . . ?
Cl1_1 B1_1 N1_1 N2_1 121.5(4) . . . . ?
C7_1 B1_1 N1_1 C1_2 -179.9(3) . . . . ?
N2_5 B1_1 N1_1 C1_2 61.2(4) . . . . ?
Cl1_1 B1_1 N1_1 C1_2 -54.3(4) . . . . ?
C1_2 N1_1 N2_1 C1_1 -176.1(4) . . . . ?
B1_1 N1_1 N2_1 C1_1 7.6(7) . . . . ?
N1_1 N2_1 C1_1 C2_1 -4.4(8) . . . . ?
N2_1 C1_1 C2_1 C7_1 -2.3(7) . . . . ?
N2_1 C1_1 C2_1 C3_1 178.5(5) . . . . ?
C7_1 C2_1 C3_1 C4_1 -1.5(6) . . . . ?
C1_1 C2_1 C3_1 C4_1 177.7(4) . . . . ?
C2_1 C3_1 C4_1 C5_1 -0.8(7) . . . . ?
C3_1 C4_1 C5_1 C6_1 1.7(7) . . . . ?
C4_1 C5_1 C6_1 C7_1 -0.2(6) . . . . ?
C3_1 C2_1 C7_1 C6_1 2.9(5) . . . . ?
C1_1 C2_1 C7_1 C6_1 -176.3(3) . . . . ?
C3_1 C2_1 C7_1 B1_1 -174.9(3) . . . . ?
C1_1 C2_1 C7_1 B1_1 5.9(5) . . . . ?
C5_1 C6_1 C7_1 C2_1 -2.1(6) . . . . ?
C5_1 C6_1 C7_1 B1_1 175.6(3) . . . . ?
N1_1 B1_1 C7_1 C2_1 -3.1(4) . . . . ?
N2_5 B1_1 C7_1 C2_1 115.1(3) . . . . ?
Cl1_1 B1_1 C7_1 C2_1 -129.3(3) . . . . ?
N1_1 B1_1 C7_1 C6_1 179.2(3) . . . . ?
N2_5 B1_1 C7_1 C6_1 -62.6(4) . . . . ?
Cl1_1 B1_1 C7_1 C6_1 53.0(4) . . . . ?
N2_1 N1_1 C1_2 C6_2 170.2(4) . . . . ?
B1_1 N1_1 C1_2 C6_2 -13.3(5) . . . . ?
N2_1 N1_1 C1_2 C2_2 -9.0(4) . . . . ?
B1_1 N1_1 C1_2 C2_2 167.4(3) . . . . ?
C6_2 C1_2 C2_2 C3_2 1.8(4) . . . . ?
N1_1 C1_2 C2_2 C3_2 -179.0(3) . . . . ?
C1_2 C2_2 C3_2 C4_2 -1.4(5) . . . . ?
C2_2 C3_2 C4_2 C5_2 0.0(5) . . . . ?
C3_2 C4_2 C5_2 C6_2 1.0(5) . . . . ?
C4_2 C5_2 C6_2 C1_2 -0.6(5) . . . . ?
C2_2 C1_2 C6_2 C5_2 -0.8(4) . . . . ?
N1_1 C1_2 C6_2 C5_2 180.0(3) . . . . ?
C7_11 B1_11 N1_11 N2_11 9(2) . . . . ?
N2_5 B1_11 N1_11 N2_11 136.5(18) . . . . ?
Cl1_11 B1_11 N1_11 N2_11 -114.2(18) . . . . ?
C7_11 B1_11 N1_11 C6_21 -169.1(10) . . . . ?
N2_5 B1_11 N1_11 C6_21 -41.9(13) . . . . ?
Cl1_11 B1_11 N1_11 C6_21 67.4(13) . . . . ?
C6_21 N1_11 N2_11 C1_11 178.5(15) . . . . ?
B1_11 N1_11 N2_11 C1_11 0(3) . . . . ?
N1_11 N2_11 C1_11 C2_11 -7(3) . . . . ?
N2_11 C1_11 C2_11 C3_11 -173.9(12) . . . . ?
N2_11 C1_11 C2_11 C7_11 3.2(16) . . . . ?
C7_11 C2_11 C3_11 C4_11 0.0 . . . . ?
C1_11 C2_11 C3_11 C4_11 177.2(9) . . . . ?
C2_11 C3_11 C4_11 C5_11 0.0 . . . . ?
C3_11 C4_11 C5_11 C6_11 0.0 . . . . ?
C4_11 C5_11 C6_11 C7_11 0.0 . . . . ?
C5_11 C6_11 C7_11 C2_11 0.0 . . . . ?
C5_11 C6_11 C7_11 B1_11 177.1(10) . . . . ?
C3_11 C2_11 C7_11 C6_11 0.0 . . . . ?
C1_11 C2_11 C7_11 C6_11 -176.9(10) . . . . ?
C3_11 C2_11 C7_11 B1_11 -177.5(9) . . . . ?
C1_11 C2_11 C7_11 B1_11 5.6(11) . . . . ?
N1_11 B1_11 C7_11 C6_11 171.3(8) . . . . ?
N2_5 B1_11 C7_11 C6_11 49.0(11) . . . . ?
Cl1_11 B1_11 C7_11 C6_11 -63.9(10) . . . . ?
N1_11 B1_11 C7_11 C2_11 -11.4(11) . . . . ?
N2_5 B1_11 C7_11 C2_11 -133.6(7) . . . . ?
Cl1_11 B1_11 C7_11 C2_11 113.4(7) . . . . ?
C6_21 C1_21 C2_21 C3_21 0.0 . . . . ?
C1_21 C2_21 C3_21 C4_21 0.0 . . . . ?
C2_21 C3_21 C4_21 C5_21 0.0 . . . . ?
C3_21 C4_21 C5_21 C6_21 0.0 . . . . ?
N2_11 N1_11 C6_21 C5_21 -12.6(16) . . . . ?
B1_11 N1_11 C6_21 C5_21 166.1(9) . . . . ?
N2_11 N1_11 C6_21 C1_21 165.7(14) . . . . ?
B1_11 N1_11 C6_21 C1_21 -15.6(16) . . . . ?
C4_21 C5_21 C6_21 N1_11 178.5(10) . . . . ?
C4_21 C5_21 C6_21 C1_21 0.0 . . . . ?
C2_21 C1_21 C6_21 N1_11 -178.2(12) . . . . ?
C2_21 C1_21 C6_21 C5_21 0.0 . . . . ?
N2_3 N1_3 B1_3 C7_3 -1.9(3) . . . . ?
C1_4 N1_3 B1_3 C7_3 179.9(2) . . . . ?
N2_3 N1_3 B1_3 N1_5 117.2(2) . . . . ?
C1_4 N1_3 B1_3 N1_5 -61.0(3) . . . . ?
N2_3 N1_3 B1_3 Cl1_3 -126.6(2) . . . . ?
C1_4 N1_3 B1_3 Cl1_3 55.1(3) . . . . ?
C2_3 C1_3 N2_3 N1_3 2.7(5) . . . . ?
C1_4 N1_3 N2_3 C1_3 176.1(3) . . . . ?
B1_3 N1_3 N2_3 C1_3 -2.3(4) . . . . ?
N2_3 C1_3 C2_3 C7_3 1.9(5) . . . . ?
N2_3 C1_3 C2_3 C3_3 179.9(3) . . . . ?
C7_3 C2_3 C3_3 C4_3 0.6(5) . . . . ?
C1_3 C2_3 C3_3 C4_3 -177.4(3) . . . . ?
C2_3 C3_3 C4_3 C5_3 1.4(5) . . . . ?
C3_3 C4_3 C5_3 C6_3 -1.9(4) . . . . ?
C4_3 C5_3 C6_3 C7_3 0.4(4) . . . . ?
C5_3 C6_3 C7_3 C2_3 1.6(4) . . . . ?
C5_3 C6_3 C7_3 B1_3 -176.1(2) . . . . ?
C3_3 C2_3 C7_3 C6_3 -2.1(4) . . . . ?
C1_3 C2_3 C7_3 C6_3 175.9(3) . . . . ?
C3_3 C2_3 C7_3 B1_3 175.8(2) . . . . ?
C1_3 C2_3 C7_3 B1_3 -6.2(4) . . . . ?
N1_3 B1_3 C7_3 C6_3 -176.2(2) . . . . ?
N1_5 B1_3 C7_3 C6_3 64.4(3) . . . . ?
Cl1_3 B1_3 C7_3 C6_3 -49.7(3) . . . . ?
N1_3 B1_3 C7_3 C2_3 6.1(3) . . . . ?
N1_5 B1_3 C7_3 C2_3 -113.3(2) . . . . ?
Cl1_3 B1_3 C7_3 C2_3 132.6(2) . . . . ?
C1_4 C2_4 C3_4 C4_4 0.0(4) . . . . ?
C3_4 C2_4 C1_4 C6_4 -0.5(4) . . . . ?
C3_4 C2_4 C1_4 N1_3 -179.8(2) . . . . ?
N2_3 N1_3 C1_4 C2_4 4.8(3) . . . . ?
B1_3 N1_3 C1_4 C2_4 -176.7(2) . . . . ?
N2_3 N1_3 C1_4 C6_4 -174.5(2) . . . . ?
B1_3 N1_3 C1_4 C6_4 3.9(3) . . . . ?
C2_4 C3_4 C4_4 C5_4 0.5(4) . . . . ?
C3_4 C4_4 C5_4 C6_4 -0.6(4) . . . . ?
C2_4 C1_4 C6_4 C5_4 0.3(4) . . . . ?
N1_3 C1_4 C6_4 C5_4 179.7(2) . . . . ?
C4_4 C5_4 C6_4 C1_4 0.2(4) . . . . ?
N1_1 B1_1 N2_5 C9_5 -148.0(3) . . . . ?
C7_1 B1_1 N2_5 C9_5 90.8(3) . . . . ?
Cl1_1 B1_1 N2_5 C9_5 -28.2(4) . . . . ?
N1_1 B1_1 N2_5 C8_5 42.5(3) . . . . ?
C7_1 B1_1 N2_5 C8_5 -78.7(3) . . . . ?
Cl1_1 B1_1 N2_5 C8_5 162.3(2) . . . . ?
N1_11 B1_11 N2_5 C9_5 140.1(6) . . . . ?
C7_11 B1_11 N2_5 C9_5 -91.7(9) . . . . ?
Cl1_11 B1_11 N2_5 C9_5 24.8(9) . . . . ?
N1_11 B1_11 N2_5 C8_5 -65.3(8) . . . . ?
C7_11 B1_11 N2_5 C8_5 63.0(9) . . . . ?
Cl1_11 B1_11 N2_5 C8_5 179.4(5) . . . . ?
N1_5 C1_5 C2_5 C3_5 1.2(4) . . . . ?
C1_5 C2_5 C3_5 C4_5 -1.2(3) . . . . ?
C1_5 C2_5 C3_5 C6_5 178.7(2) . . . . ?
C2_5 C3_5 C4_5 C5_5 0.5(3) . . . . ?
C6_5 C3_5 C4_5 C5_5 -179.4(2) . . . . ?
C3_5 C4_5 C5_5 N1_5 0.3(4) . . . . ?
C2_5 C1_5 N1_5 C5_5 -0.3(3) . . . . ?
C2_5 C1_5 N1_5 B1_3 172.4(2) . . . . ?
C4_5 C5_5 N1_5 C1_5 -0.4(3) . . . . ?
C4_5 C5_5 N1_5 B1_3 -173.6(2) . . . . ?
N1_3 B1_3 N1_5 C1_5 154.4(2) . . . . ?
C7_3 B1_3 N1_5 C1_5 -83.8(3) . . . . ?
Cl1_3 B1_3 N1_5 C1_5 33.3(3) . . . . ?
N1_3 B1_3 N1_5 C5_5 -32.8(3) . . . . ?
C7_3 B1_3 N1_5 C5_5 89.0(2) . . . . ?
Cl1_3 B1_3 N1_5 C5_5 -153.91(17) . . . . ?
C4_5 C3_5 C6_5 C10_5 -10.6(3) . . . . ?
C2_5 C3_5 C6_5 C10_5 169.5(2) . . . . ?
C4_5 C3_5 C6_5 C7_5 168.7(2) . . . . ?
C2_5 C3_5 C6_5 C7_5 -11.3(3) . . . . ?
C10_5 C6_5 C7_5 C8_5 -1.0(3) . . . . ?
C3_5 C6_5 C7_5 C8_5 179.8(2) . . . . ?
C9_5 N2_5 C8_5 C7_5 0.2(4) . . . . ?
B1_1 N2_5 C8_5 C7_5 170.3(2) . . . . ?
B1_11 N2_5 C8_5 C7_5 -157.3(5) . . . . ?
C6_5 C7_5 C8_5 N2_5 0.6(4) . . . . ?
C8_5 N2_5 C9_5 C10_5 -0.6(4) . . . . ?
B1_1 N2_5 C9_5 C10_5 -169.9(3) . . . . ?
B1_11 N2_5 C9_5 C10_5 151.8(6) . . . . ?
N2_5 C9_5 C10_5 C6_5 0.2(4) . . . . ?
C7_5 C6_5 C10_5 C9_5 0.6(3) . . . . ?
C3_5 C6_5 C10_5 C9_5 179.8(2) . . . . ?
C6_6 C1_6 C2_6 C3_6 0.5(4) . . . . ?
C1_6 C2_6 C3_6 C4_6 -0.6(4) . . . . ?
C2_6 C3_6 C4_6 C5_6 -0.1(4) . . . . ?
C2_6 C3_6 C4_6 C7_6 179.6(3) . . . . ?
C3_6 C4_6 C5_6 C6_6 0.9(4) . . . . ?
C7_6 C4_6 C5_6 C6_6 -178.7(3) . . . . ?
C4_6 C5_6 C6_6 C1_6 -1.1(4) . . . . ?
C2_6 C1_6 C6_6 C5_6 0.3(4) . . . . ?
C6_7 C1_7 C2_7 C3_7 0.0 . . . . ?
C1_7 C2_7 C3_7 C4_7 0.0 . . . . ?
C2_7 C3_7 C4_7 C5_7 0.0 . . . . ?
C2_7 C3_7 C4_7 C7_7 179.9 . . . . ?
C3_7 C4_7 C5_7 C6_7 0.0 . . . . ?
C7_7 C4_7 C5_7 C6_7 -179.9 . . . . ?
C4_7 C5_7 C6_7 C1_7 0.0 . . . . ?
C2_7 C1_7 C6_7 C5_7 0.0 . . . . ?


####################################################################### 
# 
# 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. 
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data_2
_database_code_depnum_ccdc_archive 'CCDC 2531212'
loop_
_audit_author_name
_audit_author_address
'Tim Wellnitz'
;Julius Maximilians University Wuerzburg
Germany
;
_audit_update_record             
;
2026-02-15 deposited with the CCDC.	2026-03-17 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_2                   
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.908 Why?
RESPONSE: Very thin crystal (7 um). Resonable difrraction down to 0.9A. Only 
strong reflections were observed below this resolution. 
Presence of pseudomerohedral twinning makes things even worse.
;
_vrf_PLAT911_2                   
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600        527 Report
RESPONSE: Very thin crystal (7 um). Resonable difrraction down to 0.9A. Only 
strong reflections were observed below this resolution.
Presence of pseudomerohedral twinning makes things even worse.
;

_audit_creation_method           'CIF-fill 1.6f (K.Radacki, 2005-25)'
_audit_creation_date             2025-05-06
_shelx_SHELXL_version_number     2019/2
_chemical_formula_moiety         '2(C13 H9 B2 Br3 N2), C H2 Cl2'
_chemical_formula_sum            'C27 H20 B4 Br6 Cl2 N4'
_chemical_formula_weight         994.07
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_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.
;
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'
'-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                   25.1025(5)
_cell_length_b                   7.0534(2)
_cell_length_c                   35.7650(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.423(3)
_cell_angle_gamma                90
_cell_volume                     6332.3(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4983
_cell_measurement_theta_min      3.4930
_cell_measurement_theta_max      71.9900

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.085
_exptl_crystal_F_000             3792
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.007
_exptl_absorpt_coefficient_mu    10.938
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.548
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.44.108a (Rigaku Oxford Diffraction, 2025) Numerical 
 absorption correction based on gaussian integration over a multifaceted 
 crystal model Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 Crystals were grown at RT from saturated solution in DCM. For data 
 collection the crystal was immersed in a film of perfluoropolyether oil, 
 mounted on a polyimide loop and transferred to stream of cold nitrogen 
 (Oxford Cryostream 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 -1 0.0371
-1 -1 1 0.0467
-1 0 -1 0.0105
1 0 1 0.0236
0 0 -1 0.0010
0 0 1 0.0043

_shelx_estimated_absorpt_T_min   0.402
_shelx_estimated_absorpt_T_max   0.927
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω     64.00  91.00   0.50    0.39    --   65.37-126.00-180.00   54
  2  ω     29.00  72.00   0.50    0.39    --   65.37 -95.00   0.00   86
  3  ω     67.00  92.00   0.50    1.54    --   76.87-110.00  53.00   50
  4  ω     29.00  91.00   0.50    0.39    --   71.48-110.00  53.00  124
  5  ω     23.00  85.00   0.50    0.39    --   65.37-110.00  53.00  124
  6  ω     31.00  72.00   0.50    0.39    --   65.37 -95.00 -30.00   82
  7  ω     28.00  67.00   0.50    0.39    --   65.37 -95.00-120.00   78
  8  ω     54.00  80.00   0.50    1.54    --   76.87  15.00 150.00   52
  9  ω     84.00 109.00   0.50    1.54    --   76.87  15.00 150.00   50
 10  ω    -86.00 -61.00   0.50    0.39    --  -73.64 110.00 148.00   50
 11  ω    -85.00 -23.00   0.50    0.39    --  -65.03 110.00 148.00  124
 12  ω    -95.00 -33.00   0.50    1.54    --  -75.71 110.00 148.00  124
 13  ω   -117.00 -82.00   0.50    1.54    --  -75.71-126.00  30.00   70
 14  ω   -112.00 -86.00   0.50    1.54    --  -75.71-126.00 -30.00   52
 15  ω   -108.00 -77.00   0.50    1.54    --  -75.71-126.00 -90.00   62
 16  ω   -118.00 -73.00   0.50    1.54    --  -75.71-126.00-180.00   90
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      -0.0353817000
_diffrn_orient_matrix_UB_12      0.0416569000
_diffrn_orient_matrix_UB_13      0.0340882000
_diffrn_orient_matrix_UB_21      0.0046968000
_diffrn_orient_matrix_UB_22      -0.2087210000
_diffrn_orient_matrix_UB_23      0.0122413000
_diffrn_orient_matrix_UB_31      0.0498932000
_diffrn_orient_matrix_UB_32      0.0490366000
_diffrn_orient_matrix_UB_33      0.0233509000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            17945
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         3.522
_diffrn_reflns_theta_max         73.751
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.859
_diffrn_measured_fraction_theta_full 0.908
_diffrn_reflns_Laue_measured_fraction_max 0.859
_diffrn_reflns_Laue_measured_fraction_full 0.908
_diffrn_reflns_point_group_measured_fraction_max 0.859
_diffrn_reflns_point_group_measured_fraction_full 0.908
_reflns_number_total             5489
_reflns_number_gt                4450
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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. Completness statistics refer to single and composite 
 reflections containing twin component 1 only.
;

_computing_data_collection       
;
 CrysAlisPro system (CCD 42.58a 64-bit (release 31-05-2022))
;
_computing_cell_refinement       'CrysAlisPro 1.171.44.108a (Rigaku OD, 2025)'
_computing_data_reduction        'CrysAlisPro 1.171.44.108a (Rigaku OD, 2025)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2019/2 (Sheldrick, 2019)'

_twin_special_details            
;
 Twin-law was computed with TwinRotMat as implemented in Platon.
 Component 2 rotated by 0.42° around ( 0 0 1 ) (reciprocal)
 or [ 0 0 1 ] (direct) axis.
;
loop_
_twin_individual_id
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 ref 1.000 0.000 0.000 0.000 1.000 0.000 0.000 0.000 1.000
2 nmt -1.000 0.000 0.000 0.000 -1.000 0.000 0.021 0.000 1.000

_twin_formation_mechanism        gt
_twin_dimensionality             triperiodic
_twin_morphology                 polysynthetic

_refine_special_details          
;
 Refined as a 2-component twin. The BASF parameter was refined to 10%.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0985P)²+131.0719P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5489
_refine_ls_number_parameters     389
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0638
_refine_ls_wR_factor_ref         0.1883
_refine_ls_wR_factor_gt          0.1761
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.867
_refine_diff_density_min         -1.411
_refine_diff_density_rms         0.190
_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_
_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_1 B 0.6141(4) 1.0045(14) 0.4903(3) 0.019(2) Uani 1 1 d . . . . .
C2_1 C 0.6751(4) 1.0005(12) 0.4848(3) 0.022(2) Uani 1 1 d . . . . .
C3_1 C 0.7173(4) 1.0029(12) 0.5105(3) 0.022(2) Uani 1 1 d . . . . .
H3_1 H 0.709817 1.008656 0.536511 0.026 Uiso 1 1 calc R U . . .
C4_1 C 0.7697(4) 0.9973(13) 0.4991(3) 0.026(2) Uani 1 1 d . . . . .
H4_1 H 0.798099 1.002933 0.516797 0.031 Uiso 1 1 calc R U . . .
C5_1 C 0.7802(4) 0.9830(14) 0.4607(3) 0.024(2) Uani 1 1 d . . . . .
H5_1 H 0.816054 0.975445 0.452533 0.029 Uiso 1 1 calc R U . . .
C6_1 C 0.7397(4) 0.9795(13) 0.4344(3) 0.023(2) Uani 1 1 d . . . . .
H6_1 H 0.747326 0.970941 0.408507 0.028 Uiso 1 1 calc R U . . .
C7_1 C 0.6871(4) 0.9890(11) 0.4470(3) 0.0161(18) Uani 1 1 d . . . . .
Br20_1 Br 0.68801(4) 0.98074(15) 0.34853(3) 0.0276(3) Uani 1 1 d . . . . .
Br19_1 Br 0.58471(4) 1.24032(13) 0.51383(3) 0.0236(3) Uani 1 1 d . . . . .
Br18_1 Br 0.58318(4) 0.77455(13) 0.51636(3) 0.0239(3) Uani 1 1 d . . . . .
N8_1 N 0.6396(3) 0.9902(10) 0.4238(2) 0.0170(16) Uani 1 1 d . . . . .
B9_1 B 0.6312(4) 0.9884(13) 0.3846(3) 0.017(2) Uani 1 1 d . . . . .
C10_1 C 0.5740(4) 0.9919(12) 0.3693(3) 0.0202(19) Uani 1 1 d . . . . .
C11_1 C 0.5598(5) 0.9890(12) 0.3315(3) 0.026(2) Uani 1 1 d . . . . .
H11_1 H 0.586619 0.983187 0.312913 0.031 Uiso 1 1 calc R U . . .
C12_1 C 0.5064(4) 0.9947(13) 0.3209(3) 0.026(2) Uani 1 1 d . . . . .
H12_1 H 0.497154 0.995198 0.295109 0.031 Uiso 1 1 calc R U . . .
C13_1 C 0.4664(5) 0.9998(14) 0.3475(3) 0.031(2) Uani 1 1 d . . . . .
H13_1 H 0.430254 1.000407 0.339508 0.038 Uiso 1 1 calc R U . . .
C14_1 C 0.4779(4) 1.0040(12) 0.3854(3) 0.022(2) Uani 1 1 d . . . . .
H14_1 H 0.450438 1.010171 0.403503 0.026 Uiso 1 1 calc R U . . .
C15_1 C 0.5334(4) 0.9987(12) 0.3964(3) 0.022(2) Uani 1 1 d . . . . .
C16_1 C 0.5470(4) 1.0013(11) 0.4355(3) 0.0167(18) Uani 1 1 d . . . . .
H16_1 H 0.519117 1.005732 0.453259 0.020 Uiso 1 1 calc R U . . .
N17_1 N 0.5962(3) 0.9979(9) 0.4475(2) 0.0176(16) Uani 1 1 d . . . . .
B1_2 B 0.6168(5) 0.4829(14) 0.2618(3) 0.021(2) Uani 1 1 d . . . . .
C2_2 C 0.6788(4) 0.4821(12) 0.2665(3) 0.024(2) Uani 1 1 d . . . . .
C3_2 C 0.7192(4) 0.4751(12) 0.2404(3) 0.0199(19) Uani 1 1 d . . . . .
H3_2 H 0.710999 0.463826 0.214519 0.024 Uiso 1 1 calc R U . . .
C4_2 C 0.7720(4) 0.4846(13) 0.2525(3) 0.026(2) Uani 1 1 d . . . . .
H4_2 H 0.799951 0.479422 0.234770 0.031 Uiso 1 1 calc R U . . .
C5_2 C 0.7839(4) 0.5013(14) 0.2896(3) 0.027(2) Uani 1 1 d . . . . .
H5_2 H 0.820164 0.510385 0.297119 0.032 Uiso 1 1 calc R U . . .
C6_2 C 0.7449(4) 0.5054(13) 0.3167(3) 0.024(2) Uani 1 1 d . . . . .
H6_2 H 0.753561 0.517088 0.342488 0.029 Uiso 1 1 calc R U . . .
C7_2 C 0.6919(4) 0.4916(11) 0.3043(3) 0.0189(19) Uani 1 1 d . . . . .
N8_2 N 0.6456(3) 0.4924(10) 0.3277(2) 0.0185(16) Uani 1 1 d . . . . .
B9_2 B 0.6394(5) 0.4903(14) 0.3677(3) 0.021(2) Uani 1 1 d . . . . .
C10_2 C 0.5814(4) 0.4958(11) 0.3822(3) 0.0182(18) Uani 1 1 d . . . . .
C11_2 C 0.5681(4) 0.5001(12) 0.4204(3) 0.024(2) Uani 1 1 d . . . . .
H11_2 H 0.595517 0.500952 0.438785 0.028 Uiso 1 1 calc R U . . .
C12_2 C 0.5159(4) 0.5031(12) 0.4311(3) 0.026(2) Uani 1 1 d . . . . .
H12_2 H 0.507730 0.506821 0.456954 0.032 Uiso 1 1 calc R U . . .
C13_2 C 0.4744(4) 0.5008(13) 0.4050(3) 0.028(2) Uani 1 1 d . . . . .
H13_2 H 0.438373 0.500541 0.412984 0.034 Uiso 1 1 calc R U . . .
C14_2 C 0.4862(4) 0.4990(13) 0.3673(3) 0.024(2) Uani 1 1 d . . . . .
H14_2 H 0.458450 0.500128 0.349105 0.029 Uiso 1 1 calc R U . . .
C15_2 C 0.5397(4) 0.4955(12) 0.3561(3) 0.0178(18) Uani 1 1 d . . . . .
C16_2 C 0.5531(4) 0.4916(12) 0.3170(3) 0.022(2) Uani 1 1 d . . . . .
H16_2 H 0.524518 0.490486 0.299413 0.026 Uiso 1 1 calc R U . . .
Br19_2 Br 0.58447(4) 0.24917(14) 0.23809(3) 0.0262(3) Uani 1 1 d . . . . .
Br20_2 Br 0.69728(4) 0.47929(16) 0.40213(3) 0.0280(3) Uani 1 1 d . . . . .
Br18_2 Br 0.58587(4) 0.71516(14) 0.23627(3) 0.0257(3) Uani 1 1 d . . . . .
N17_2 N 0.6005(3) 0.4896(10) 0.3042(2) 0.0169(16) Uani 1 1 d . . . . .
Cl3_3 Cl 0.84653(14) 0.2987(6) 0.38953(10) 0.0568(9) Uani 1 1 d . . . . .
Cl2_3 Cl 0.84186(13) -0.0957(6) 0.36353(10) 0.0564(9) Uani 1 1 d . . . . .
C1_3 C 0.8311(6) 0.145(2) 0.3533(4) 0.059(4) Uani 1 1 d . . . . .
H1A_3 H 0.852742 0.179610 0.331326 0.071 Uiso 1 1 calc R U . . .
H1B_3 H 0.793176 0.162525 0.346372 0.071 Uiso 1 1 calc R U . . .


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_1 C2_1 1.546(15) . ?
B1_1 N17_1 1.591(12) . ?
B1_1 Br19_1 2.007(11) . ?
B1_1 Br18_1 2.028(10) . ?
C2_1 C7_1 1.391(13) . ?
C2_1 C3_1 1.399(14) . ?
C3_1 C4_1 1.381(15) . ?
C3_1 H3_1 0.9500 . ?
C4_1 C5_1 1.405(14) . ?
C4_1 H4_1 0.9500 . ?
C5_1 C6_1 1.377(14) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C7_1 1.399(13) . ?
C6_1 H6_1 0.9500 . ?
C7_1 N8_1 1.448(12) . ?
Br20_1 B9_1 1.930(11) . ?
N8_1 N17_1 1.387(11) . ?
N8_1 B9_1 1.416(13) . ?
B9_1 C10_1 1.534(14) . ?
C10_1 C11_1 1.398(14) . ?
C10_1 C15_1 1.414(14) . ?
C11_1 C12_1 1.389(15) . ?
C11_1 H11_1 0.9500 . ?
C12_1 C13_1 1.389(16) . ?
C12_1 H12_1 0.9500 . ?
C13_1 C14_1 1.385(15) . ?
C13_1 H13_1 0.9500 . ?
C14_1 C15_1 1.443(14) . ?
C14_1 H14_1 0.9500 . ?
C15_1 C16_1 1.435(13) . ?
C16_1 N17_1 1.306(12) . ?
C16_1 H16_1 0.9500 . ?
B1_2 C2_2 1.564(16) . ?
B1_2 N17_2 1.573(13) . ?
B1_2 Br19_2 2.022(11) . ?
B1_2 Br18_2 2.028(10) . ?
C2_2 C3_2 1.383(14) . ?
C2_2 C7_2 1.390(14) . ?
C3_2 C4_2 1.393(15) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.363(15) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.382(14) . ?
C5_2 H5_2 0.9500 . ?
C6_2 C7_2 1.403(14) . ?
C6_2 H6_2 0.9500 . ?
C7_2 N8_2 1.436(12) . ?
N8_2 N17_2 1.404(11) . ?
N8_2 B9_2 1.440(14) . ?
B9_2 C10_2 1.550(14) . ?
B9_2 Br20_2 1.900(12) . ?
C10_2 C15_2 1.396(13) . ?
C10_2 C11_2 1.409(14) . ?
C11_2 C12_2 1.367(15) . ?
C11_2 H11_2 0.9500 . ?
C12_2 C13_2 1.394(15) . ?
C12_2 H12_2 0.9500 . ?
C13_2 C14_2 1.383(16) . ?
C13_2 H13_2 0.9500 . ?
C14_2 C15_2 1.403(13) . ?
C14_2 H14_2 0.9500 . ?
C15_2 C16_2 1.441(13) . ?
C16_2 N17_2 1.280(13) . ?
C16_2 H16_2 0.9500 . ?
Cl3_3 C1_3 1.731(15) . ?
Cl2_3 C1_3 1.757(17) . ?
C1_3 H1A_3 0.9900 . ?
C1_3 H1B_3 0.9900 . ?

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
C2_1 B1_1 N17_1 98.6(8) . . ?
C2_1 B1_1 Br19_1 115.8(7) . . ?
N17_1 B1_1 Br19_1 109.0(6) . . ?
C2_1 B1_1 Br18_1 115.2(7) . . ?
N17_1 B1_1 Br18_1 108.2(6) . . ?
Br19_1 B1_1 Br18_1 109.1(5) . . ?
C7_1 C2_1 C3_1 118.1(9) . . ?
C7_1 C2_1 B1_1 110.3(9) . . ?
C3_1 C2_1 B1_1 131.6(9) . . ?
C4_1 C3_1 C2_1 121.6(9) . . ?
C4_1 C3_1 H3_1 119.2 . . ?
C2_1 C3_1 H3_1 119.2 . . ?
C3_1 C4_1 C5_1 118.5(9) . . ?
C3_1 C4_1 H4_1 120.8 . . ?
C5_1 C4_1 H4_1 120.8 . . ?
C6_1 C5_1 C4_1 121.7(9) . . ?
C6_1 C5_1 H5_1 119.1 . . ?
C4_1 C5_1 H5_1 119.1 . . ?
C5_1 C6_1 C7_1 118.2(9) . . ?
C5_1 C6_1 H6_1 120.9 . . ?
C7_1 C6_1 H6_1 120.9 . . ?
C2_1 C7_1 C6_1 121.9(9) . . ?
C2_1 C7_1 N8_1 111.9(8) . . ?
C6_1 C7_1 N8_1 126.2(9) . . ?
N17_1 N8_1 B9_1 119.6(8) . . ?
N17_1 N8_1 C7_1 107.2(7) . . ?
B9_1 N8_1 C7_1 133.1(8) . . ?
N8_1 B9_1 C10_1 119.0(9) . . ?
N8_1 B9_1 Br20_1 123.8(7) . . ?
C10_1 B9_1 Br20_1 117.2(7) . . ?
C11_1 C10_1 C15_1 119.0(9) . . ?
C11_1 C10_1 B9_1 125.2(10) . . ?
C15_1 C10_1 B9_1 115.8(9) . . ?
C12_1 C11_1 C10_1 120.1(10) . . ?
C12_1 C11_1 H11_1 120.0 . . ?
C10_1 C11_1 H11_1 120.0 . . ?
C13_1 C12_1 C11_1 121.0(10) . . ?
C13_1 C12_1 H12_1 119.5 . . ?
C11_1 C12_1 H12_1 119.5 . . ?
C14_1 C13_1 C12_1 121.7(10) . . ?
C14_1 C13_1 H13_1 119.2 . . ?
C12_1 C13_1 H13_1 119.2 . . ?
C13_1 C14_1 C15_1 117.4(10) . . ?
C13_1 C14_1 H14_1 121.3 . . ?
C15_1 C14_1 H14_1 121.3 . . ?
C10_1 C15_1 C16_1 120.0(9) . . ?
C10_1 C15_1 C14_1 120.8(9) . . ?
C16_1 C15_1 C14_1 119.2(9) . . ?
N17_1 C16_1 C15_1 122.7(9) . . ?
N17_1 C16_1 H16_1 118.7 . . ?
C15_1 C16_1 H16_1 118.7 . . ?
C16_1 N17_1 N8_1 122.9(8) . . ?
C16_1 N17_1 B1_1 125.2(8) . . ?
N8_1 N17_1 B1_1 111.9(7) . . ?
C2_2 B1_2 N17_2 99.4(8) . . ?
C2_2 B1_2 Br19_2 116.0(7) . . ?
N17_2 B1_2 Br19_2 108.8(6) . . ?
C2_2 B1_2 Br18_2 115.4(7) . . ?
N17_2 B1_2 Br18_2 108.0(6) . . ?
Br19_2 B1_2 Br18_2 108.6(5) . . ?
C3_2 C2_2 C7_2 119.3(9) . . ?
C3_2 C2_2 B1_2 131.4(9) . . ?
C7_2 C2_2 B1_2 109.3(9) . . ?
C2_2 C3_2 C4_2 119.3(9) . . ?
C2_2 C3_2 H3_2 120.4 . . ?
C4_2 C3_2 H3_2 120.4 . . ?
C5_2 C4_2 C3_2 120.5(10) . . ?
C5_2 C4_2 H4_2 119.8 . . ?
C3_2 C4_2 H4_2 119.8 . . ?
C4_2 C5_2 C6_2 122.2(10) . . ?
C4_2 C5_2 H5_2 118.9 . . ?
C6_2 C5_2 H5_2 118.9 . . ?
C5_2 C6_2 C7_2 116.9(10) . . ?
C5_2 C6_2 H6_2 121.6 . . ?
C7_2 C6_2 H6_2 121.6 . . ?
C2_2 C7_2 C6_2 121.8(9) . . ?
C2_2 C7_2 N8_2 112.4(8) . . ?
C6_2 C7_2 N8_2 125.8(9) . . ?
N17_2 N8_2 C7_2 107.7(7) . . ?
N17_2 N8_2 B9_2 120.1(8) . . ?
C7_2 N8_2 B9_2 132.2(9) . . ?
N8_2 B9_2 C10_2 116.1(9) . . ?
N8_2 B9_2 Br20_2 123.9(8) . . ?
C10_2 B9_2 Br20_2 120.0(8) . . ?
C15_2 C10_2 C11_2 117.7(9) . . ?
C15_2 C10_2 B9_2 118.6(9) . . ?
C11_2 C10_2 B9_2 123.7(9) . . ?
C12_2 C11_2 C10_2 120.4(10) . . ?
C12_2 C11_2 H11_2 119.8 . . ?
C10_2 C11_2 H11_2 119.8 . . ?
C11_2 C12_2 C13_2 121.7(10) . . ?
C11_2 C12_2 H12_2 119.2 . . ?
C13_2 C12_2 H12_2 119.2 . . ?
C14_2 C13_2 C12_2 119.2(9) . . ?
C14_2 C13_2 H13_2 120.4 . . ?
C12_2 C13_2 H13_2 120.4 . . ?
C13_2 C14_2 C15_2 119.4(9) . . ?
C13_2 C14_2 H14_2 120.3 . . ?
C15_2 C14_2 H14_2 120.3 . . ?
C10_2 C15_2 C14_2 121.6(9) . . ?
C10_2 C15_2 C16_2 118.0(9) . . ?
C14_2 C15_2 C16_2 120.5(9) . . ?
N17_2 C16_2 C15_2 124.9(10) . . ?
N17_2 C16_2 H16_2 117.6 . . ?
C15_2 C16_2 H16_2 117.6 . . ?
C16_2 N17_2 N8_2 122.3(8) . . ?
C16_2 N17_2 B1_2 126.5(8) . . ?
N8_2 N17_2 B1_2 111.2(7) . . ?
Cl3_3 C1_3 Cl2_3 114.6(9) . . ?
Cl3_3 C1_3 H1A_3 108.6 . . ?
Cl2_3 C1_3 H1A_3 108.6 . . ?
Cl3_3 C1_3 H1B_3 108.6 . . ?
Cl2_3 C1_3 H1B_3 108.6 . . ?
H1A_3 C1_3 H1B_3 107.6 . . ?

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
N17_1 B1_1 C2_1 C7_1 -1.3(9) . . . . ?
Br19_1 B1_1 C2_1 C7_1 -117.4(7) . . . . ?
Br18_1 B1_1 C2_1 C7_1 113.6(7) . . . . ?
N17_1 B1_1 C2_1 C3_1 180.0(9) . . . . ?
Br19_1 B1_1 C2_1 C3_1 63.9(12) . . . . ?
Br18_1 B1_1 C2_1 C3_1 -65.1(12) . . . . ?
C7_1 C2_1 C3_1 C4_1 1.0(13) . . . . ?
B1_1 C2_1 C3_1 C4_1 179.6(10) . . . . ?
C2_1 C3_1 C4_1 C5_1 -1.9(14) . . . . ?
C3_1 C4_1 C5_1 C6_1 1.7(14) . . . . ?
C4_1 C5_1 C6_1 C7_1 -0.6(14) . . . . ?
C3_1 C2_1 C7_1 C6_1 0.2(13) . . . . ?
B1_1 C2_1 C7_1 C6_1 -178.7(8) . . . . ?
C3_1 C2_1 C7_1 N8_1 -179.3(7) . . . . ?
B1_1 C2_1 C7_1 N8_1 1.9(10) . . . . ?
C5_1 C6_1 C7_1 C2_1 -0.4(13) . . . . ?
C5_1 C6_1 C7_1 N8_1 178.9(8) . . . . ?
C2_1 C7_1 N8_1 N17_1 -1.5(9) . . . . ?
C6_1 C7_1 N8_1 N17_1 179.1(8) . . . . ?
C2_1 C7_1 N8_1 B9_1 177.3(9) . . . . ?
C6_1 C7_1 N8_1 B9_1 -2.1(14) . . . . ?
N17_1 N8_1 B9_1 C10_1 -0.9(12) . . . . ?
C7_1 N8_1 B9_1 C10_1 -179.6(8) . . . . ?
N17_1 N8_1 B9_1 Br20_1 179.3(6) . . . . ?
C7_1 N8_1 B9_1 Br20_1 0.6(13) . . . . ?
N8_1 B9_1 C10_1 C11_1 -179.5(8) . . . . ?
Br20_1 B9_1 C10_1 C11_1 0.3(12) . . . . ?
N8_1 B9_1 C10_1 C15_1 0.6(12) . . . . ?
Br20_1 B9_1 C10_1 C15_1 -179.6(6) . . . . ?
C15_1 C10_1 C11_1 C12_1 0.6(13) . . . . ?
B9_1 C10_1 C11_1 C12_1 -179.3(8) . . . . ?
C10_1 C11_1 C12_1 C13_1 -1.2(14) . . . . ?
C11_1 C12_1 C13_1 C14_1 1.6(15) . . . . ?
C12_1 C13_1 C14_1 C15_1 -1.3(14) . . . . ?
C11_1 C10_1 C15_1 C16_1 179.9(8) . . . . ?
B9_1 C10_1 C15_1 C16_1 -0.2(11) . . . . ?
C11_1 C10_1 C15_1 C14_1 -0.5(12) . . . . ?
B9_1 C10_1 C15_1 C14_1 179.5(8) . . . . ?
C13_1 C14_1 C15_1 C10_1 0.8(13) . . . . ?
C13_1 C14_1 C15_1 C16_1 -179.5(8) . . . . ?
C10_1 C15_1 C16_1 N17_1 0.1(12) . . . . ?
C14_1 C15_1 C16_1 N17_1 -179.6(8) . . . . ?
C15_1 C16_1 N17_1 N8_1 -0.4(12) . . . . ?
C15_1 C16_1 N17_1 B1_1 178.8(8) . . . . ?
B9_1 N8_1 N17_1 C16_1 0.8(11) . . . . ?
C7_1 N8_1 N17_1 C16_1 179.9(7) . . . . ?
B9_1 N8_1 N17_1 B1_1 -178.4(7) . . . . ?
C7_1 N8_1 N17_1 B1_1 0.6(8) . . . . ?
C2_1 B1_1 N17_1 C16_1 -178.8(7) . . . . ?
Br19_1 B1_1 N17_1 C16_1 -57.6(9) . . . . ?
Br18_1 B1_1 N17_1 C16_1 60.9(9) . . . . ?
C2_1 B1_1 N17_1 N8_1 0.4(9) . . . . ?
Br19_1 B1_1 N17_1 N8_1 121.6(6) . . . . ?
Br18_1 B1_1 N17_1 N8_1 -119.9(6) . . . . ?
N17_2 B1_2 C2_2 C3_2 179.1(9) . . . . ?
Br19_2 B1_2 C2_2 C3_2 62.8(12) . . . . ?
Br18_2 B1_2 C2_2 C3_2 -65.7(12) . . . . ?
N17_2 B1_2 C2_2 C7_2 -1.3(9) . . . . ?
Br19_2 B1_2 C2_2 C7_2 -117.7(7) . . . . ?
Br18_2 B1_2 C2_2 C7_2 113.8(8) . . . . ?
C7_2 C2_2 C3_2 C4_2 -2.3(13) . . . . ?
B1_2 C2_2 C3_2 C4_2 177.2(9) . . . . ?
C2_2 C3_2 C4_2 C5_2 -0.2(14) . . . . ?
C3_2 C4_2 C5_2 C6_2 1.4(15) . . . . ?
C4_2 C5_2 C6_2 C7_2 0.0(14) . . . . ?
C3_2 C2_2 C7_2 C6_2 3.8(13) . . . . ?
B1_2 C2_2 C7_2 C6_2 -175.8(8) . . . . ?
C3_2 C2_2 C7_2 N8_2 -178.3(8) . . . . ?
B1_2 C2_2 C7_2 N8_2 2.1(10) . . . . ?
C5_2 C6_2 C7_2 C2_2 -2.6(13) . . . . ?
C5_2 C6_2 C7_2 N8_2 179.8(8) . . . . ?
C2_2 C7_2 N8_2 N17_2 -2.0(9) . . . . ?
C6_2 C7_2 N8_2 N17_2 175.9(8) . . . . ?
C2_2 C7_2 N8_2 B9_2 176.1(8) . . . . ?
C6_2 C7_2 N8_2 B9_2 -6.0(14) . . . . ?
N17_2 N8_2 B9_2 C10_2 -3.1(11) . . . . ?
C7_2 N8_2 B9_2 C10_2 178.9(8) . . . . ?
N17_2 N8_2 B9_2 Br20_2 176.3(6) . . . . ?
C7_2 N8_2 B9_2 Br20_2 -1.6(14) . . . . ?
N8_2 B9_2 C10_2 C15_2 2.2(12) . . . . ?
Br20_2 B9_2 C10_2 C15_2 -177.2(6) . . . . ?
N8_2 B9_2 C10_2 C11_2 -178.1(8) . . . . ?
Br20_2 B9_2 C10_2 C11_2 2.4(12) . . . . ?
C15_2 C10_2 C11_2 C12_2 0.2(13) . . . . ?
B9_2 C10_2 C11_2 C12_2 -179.4(8) . . . . ?
C10_2 C11_2 C12_2 C13_2 0.4(14) . . . . ?
C11_2 C12_2 C13_2 C14_2 -1.2(14) . . . . ?
C12_2 C13_2 C14_2 C15_2 1.3(14) . . . . ?
C11_2 C10_2 C15_2 C14_2 -0.1(12) . . . . ?
B9_2 C10_2 C15_2 C14_2 179.6(8) . . . . ?
C11_2 C10_2 C15_2 C16_2 179.8(8) . . . . ?
B9_2 C10_2 C15_2 C16_2 -0.5(12) . . . . ?
C13_2 C14_2 C15_2 C10_2 -0.7(14) . . . . ?
C13_2 C14_2 C15_2 C16_2 179.4(8) . . . . ?
C10_2 C15_2 C16_2 N17_2 -0.4(13) . . . . ?
C14_2 C15_2 C16_2 N17_2 179.5(9) . . . . ?
C15_2 C16_2 N17_2 N8_2 -0.5(13) . . . . ?
C15_2 C16_2 N17_2 B1_2 179.2(8) . . . . ?
C7_2 N8_2 N17_2 C16_2 -179.2(8) . . . . ?
B9_2 N8_2 N17_2 C16_2 2.4(12) . . . . ?
C7_2 N8_2 N17_2 B1_2 1.0(8) . . . . ?
B9_2 N8_2 N17_2 B1_2 -177.4(8) . . . . ?
C2_2 B1_2 N17_2 C16_2 -179.6(8) . . . . ?
Br19_2 B1_2 N17_2 C16_2 -57.9(10) . . . . ?
Br18_2 B1_2 N17_2 C16_2 59.7(10) . . . . ?
C2_2 B1_2 N17_2 N8_2 0.2(8) . . . . ?
Br19_2 B1_2 N17_2 N8_2 121.8(6) . . . . ?
Br18_2 B1_2 N17_2 N8_2 -120.5(6) . . . . ?


####################################################################### 
# 
# 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_1Cl_py
_database_code_depnum_ccdc_archive 'CCDC 2531215'
loop_
_audit_author_name
_audit_author_address
'Tim Wellnitz'
;Julius Maximilians University Wuerzburg
Germany
;
_audit_update_record             
;
2026-02-15 deposited with the CCDC.	2026-03-17 downloaded from the CCDC.
;

_audit_creation_method           'CIF-fill 1.6l (K.Radacki, 2005-26)'
_audit_creation_date             2026-02-03
_shelx_SHELXL_version_number     2025/1
_chemical_formula_moiety         'C18 H15 B Cl N3'
_chemical_formula_sum            'C18 H15 B Cl N3'
_chemical_formula_weight         319.59
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_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.
;
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'


_cell_length_a                   11.6844(9)
_cell_length_b                   11.7017(17)
_cell_length_c                   11.9578(9)
_cell_angle_alpha                90
_cell_angle_beta                 105.719(6)
_cell_angle_gamma                90
_cell_volume                     1573.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    28228
_cell_measurement_theta_min      3.7570
_cell_measurement_theta_max      75.0430
_cell_special_details            
;
 Uncertainties of the unit cell parameters were calculated as standard 
 deviations on 58 cells obtained from subsets of all reflections. These sets 
 of reflections were based on runs in experiment.
;

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    2.142
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.353
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.44.108a (Rigaku Oxford Diffraction, 2025) Numerical 
 absorption correction based on gaussian integration over a multifaceted 
 crystal model Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 For data collection the crystal was immersed in a film of perfluoropolyether 
 oil, mounted on a polyimide loop and transferred to stream of cold nitrogen 
 (Oxford Cryostream 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -2 7 0.1092
-3 -6 -3 0.1870
7 -2 0 0.0832
3 6 3 0.1577
2 4 -7 0.0768
0 0 -7 0.1115
-3 5 -5 0.0712
-3 0 -6 0.1211
0 8 0 0.1341
-6 4 2 0.0542
-1 6 5 0.1430
-6 -1 -2 0.1206
-2 -4 6 0.1035
6 -5 -1 0.0917

_shelx_estimated_absorpt_T_min   0.521
_shelx_estimated_absorpt_T_max   0.739
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω     54.00 129.00   0.50    0.12    --   80.34  15.00-150.00  150
  2  ω     54.00 129.00   0.50    0.12    --   80.34  15.00-150.00  150
  3  ω     54.00 129.00   0.50    0.12    --   80.34  15.00 -90.00  150
  4  ω     54.00 129.00   0.50    0.12    --   80.34  15.00   0.00  150
  5  ω     54.00 129.00   0.50    0.12    --   80.34  15.00 120.00  150
  6  ω     34.00  93.00   0.50    0.12    --   80.34-112.00 150.00  118
  7  ω     41.00  93.00   0.50    0.12    --   83.50-100.00  96.80  104
  8  ω     42.00  91.00   0.50    0.12    --   83.50 -98.00 -75.28   98
  9  ω     39.00  86.00   0.50    0.12    --   80.34 -95.00  30.00   94
 10  ω     54.00  85.00   0.50    0.12    --   38.00  51.00  14.70   62
 11  ω     32.00  60.00   0.50    0.12    --   18.00  58.00  10.19   56
 12  ω     32.00  60.00   0.50    0.12    --   18.00  59.00 -36.76   56
 13  ω     53.00  85.00   0.50    0.12    --   38.00  52.00-164.84   64
 14  ω     23.00  49.00   0.50    0.12    --   10.00  62.00 -65.27   52
 15  ω     32.00  60.00   0.50    0.12    --   18.00  57.00 136.06   56
 16  ω     32.00  60.00   0.50    0.12    --   18.00  57.00 175.89   56
 17  ω    -93.00 -30.00   0.50    0.12    --  -76.40 112.00  60.00  126
 18  ω    -97.00 -33.00   0.50    0.12    --  -79.50 115.00  91.02  128
 19  ω    -98.00 -32.00   0.50    0.12    --  -79.50 118.00 121.37  132
 20  ω    -99.00 -31.00   0.50    0.12    --  -78.00 121.00  42.13  136
 21  ω    -97.00 -33.00   0.50    0.12    --  -79.50 115.00  -5.50  128
 22  ω    -97.00 -33.00   0.50    0.12    --  -79.50 115.00-168.91  128
 23  ω    -39.00 -12.00   0.50    0.12    --  -14.00 123.00-172.37   54
 24  ω    -41.00 -15.00   0.50    0.12    --  -14.00 128.00 -76.91   52
 25  ω    -93.00 -30.00   0.50    0.12    --  -76.40 112.00-150.00  126
 26  ω    -93.00 -30.00   0.50    0.12    --  -76.40 112.00-150.00  126
 27  ω    -93.00 -30.00   0.50    0.12    --  -76.40 112.00 -90.00  126
 28  ω    -97.00 -32.00   0.50    0.12    --  -78.00 114.00 -54.55  130
 29  ω    -93.00 -30.00   0.50    0.12    --  -76.40 112.00 -30.00  126
 30  ω    -93.00 -30.00   0.50    0.12    --  -76.40 112.00  30.00  126
 31  ω    -97.00 -33.00   0.50    0.12    --  -79.50 115.00 153.51  128
 32  ω    -97.00 -33.00   0.50    0.12    --  -79.50 115.00 170.34  128
 33  ω    -93.00 -30.00   0.50    0.12    --  -76.40 112.00-120.00  126
 34  ω   -125.00 -56.00   0.50    0.12    --  -76.40 -15.00-150.00  138
 35  ω   -119.00 -88.00   0.50    0.12    --  -74.00 -59.00 -96.43   62
 36  ω   -123.00 -93.00   0.50    0.12    --  -79.50 -62.00 -71.80   60
 37  ω   -119.00 -88.00   0.50    0.12    --  -74.00 -59.00 -13.78   62
 38  ω   -122.00 -95.00   0.50    0.12    --  -79.50 -65.00  20.36   54
 39  ω   -123.00 -92.00   0.50    0.12    --  -79.50 -63.00  40.79   62
 40  ω   -123.00 -93.00   0.50    0.12    --  -79.50 -61.00  78.79   60
 41  ω   -124.00 -93.00   0.50    0.12    --  -79.50 -58.00 108.23   62
 42  ω   -126.00 -94.00   0.50    0.12    --  -79.50 -53.00 -46.61   64
 43  ω   -108.00 -77.00   0.50    0.12    --  -62.00 -52.00 -82.55   62
 44  ω   -119.00 -88.00   0.50    0.12    --  -74.00 -56.00-167.01   62
 45  ω   -115.00 -84.00   0.50    0.12    --  -70.00 -57.00-130.79   62
 46  ω   -105.00 -74.00   0.50    0.12    --  -58.00 -49.00  35.54   62
 47  ω   -118.00 -85.00   0.50    0.12    --  -70.00 -44.00 108.83   66
 48  ω   -117.00 -86.00   0.50    0.12    --  -70.00 -48.00 161.11   62
 49  ω   -129.00 -94.00   0.50    0.12    --  -79.50 -41.00 126.70   70
 50  ω   -110.00 -78.00   0.50    0.12    --  -62.00 -46.00 126.12   64
 51  ω   -127.00 -92.00   0.50    0.12    --  -78.00 -40.00  26.20   70
 52  ω   -110.00 -78.00   0.50    0.12    --  -62.00 -47.00   9.00   64
 53  ω    -95.00 -60.00   0.50    0.12    --  -46.00 -38.00  42.07   70
 54  ω   -125.00 -56.00   0.50    0.12    --  -76.40 -15.00 -60.00  138
 55  ω   -118.00 -85.00   0.50    0.12    --  -70.00 -45.00-166.07   66
 56  ω    -91.00 -56.00   0.50    0.12    --  -42.00 -41.00-147.67   70
 57  ω   -102.00 -69.00   0.50    0.12    --  -54.00 -43.00 -64.77   66
 58  ω   -125.00 -56.00   0.50    0.12    --  -76.40 -15.00  30.00  138
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      0.1211361000
_diffrn_orient_matrix_UB_12      -0.0422476000
_diffrn_orient_matrix_UB_13      -0.0114577000
_diffrn_orient_matrix_UB_21      -0.0035943000
_diffrn_orient_matrix_UB_22      0.0905533000
_diffrn_orient_matrix_UB_23      -0.0942771000
_diffrn_orient_matrix_UB_31      0.0638295000
_diffrn_orient_matrix_UB_32      0.0857503000
_diffrn_orient_matrix_UB_33      0.0942848000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            36225
_diffrn_reflns_av_unetI/netI     0.0100
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         5.391
_diffrn_reflns_theta_max         75.620
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3194
_reflns_number_gt                3126
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;

_computing_data_collection       
;
 CrysAlisPro system (CCD 44.111a 64-bit (release 13-05-2025))
;
_computing_cell_refinement       'CrysAlisPro 1.171.44.108a (Rigaku OD, 2025)'
_computing_data_reduction        'CrysAlisPro 1.171.44.108a (Rigaku OD, 2025)'
_computing_structure_solution    "SHELXT 2018/2 (Sheldrick, 2018)'"
_computing_structure_refinement  'SHELXL-2025/1 (Sheldrick, 2025)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2025/1 (Sheldrick, 2025)'

_refine_special_details          
;
 Whole-molecule disorder was present (2% only). The geometry of residue 4 (a 
 minor component of the disorder) was constrained during refinement using the 
 AFIX 6 command. Rotation of the aromatic groups was permitted, while the 
 distance between the rings was restrained using the DFIX command and 1-3 
 distances with SADI. Uiso parameters were constrained to the same value 
 and their value was estimated using similarity restraint SIMU with small 
 esd-Value.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0372P)²+0.5932P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3194
_refine_ls_number_parameters     227
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0758
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.036
_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_
_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
Cl1_1 Cl 0.34498(2) 0.15765(2) 0.66603(3) 0.02572(10) Uani 0.9805(7) 1 d . . P
A 1
N1_1 N 0.19398(8) 0.33104(8) 0.71700(9) 0.0238(2) Uani 0.9805(7) 1 d . . P A 1
C1_1 C 0.07360(10) 0.38006(10) 0.53679(11) 0.0265(3) Uani 0.9805(7) 1 d . . P A
1
H1_1 H -0.004621 0.390521 0.487914 0.032 Uiso 0.9805(7) 1 calc R U P A 1
B1_1 B 0.30293(11) 0.31759(11) 0.67419(12) 0.0235(3) Uani 0.9805(7) 1 d . . P A
1
N2_1 N 0.08245(9) 0.35181(9) 0.64321(9) 0.0261(2) Uani 0.9805(7) 1 d . . P A 1
C2_1 C 0.17012(11) 0.39754(10) 0.48387(10) 0.0244(2) Uani 0.9805(7) 1 d . . P A
1
C3_1 C 0.14774(11) 0.44007(11) 0.36982(11) 0.0275(3) Uani 0.9805(7) 1 d . . P A
1
H3_1 H 0.068844 0.458127 0.326733 0.033 Uiso 0.9805(7) 1 calc R U P A 1
C4_1 C 0.24083(13) 0.45539(11) 0.32096(11) 0.0313(3) Uani 0.9805(7) 1 d . . P A
1
H4_1 H 0.226179 0.483368 0.243782 0.038 Uiso 0.9805(7) 1 calc R U P A 1
C5_1 C 0.35648(12) 0.42972(12) 0.38507(12) 0.0338(3) Uani 0.9805(7) 1 d . . P A
1
H5_1 H 0.420645 0.440425 0.351456 0.041 Uiso 0.9805(7) 1 calc R U P A 1
C6_1 C 0.37836(11) 0.38865(11) 0.49767(11) 0.0303(3) Uani 0.9805(7) 1 d . . P A
1
H6_1 H 0.457728 0.372308 0.540653 0.036 Uiso 0.9805(7) 1 calc R U P A 1
C7_1 C 0.28569(11) 0.37087(10) 0.54902(10) 0.0241(2) Uani 0.9805(7) 1 d . . P A
1
C1_2 C 0.18843(11) 0.31050(10) 0.83249(10) 0.0244(2) Uani 0.9805(7) 1 d . . P A
1
C2_2 C 0.27488(11) 0.24469(10) 0.90886(11) 0.0270(2) Uani 0.9805(7) 1 d . . P A
1
H2_2 H 0.338104 0.212791 0.883164 0.032 Uiso 0.9805(7) 1 calc R U P A 1
C3_2 C 0.26967(12) 0.22519(11) 1.02216(11) 0.0296(3) Uani 0.9805(7) 1 d . . P A
1
H3_2 H 0.329497 0.180499 1.073104 0.036 Uiso 0.9805(7) 1 calc R U P A 1
C4_2 C 0.17781(13) 0.27049(12) 1.06133(11) 0.0314(3) Uani 0.9805(7) 1 d . . P A
1
H4_2 H 0.173789 0.256546 1.138441 0.038 Uiso 0.9805(7) 1 calc R U P A 1
C5_2 C 0.09195(12) 0.33648(12) 0.98606(12) 0.0335(3) Uani 0.9805(7) 1 d . . P A
1
H5_2 H 0.028918 0.368124 1.012239 0.040 Uiso 0.9805(7) 1 calc R U P A 1
C6_2 C 0.09668(11) 0.35699(11) 0.87322(11) 0.0298(3) Uani 0.9805(7) 1 d . . P A
1
H6_2 H 0.037331 0.402859 0.823144 0.036 Uiso 0.9805(7) 1 calc R U P A 1
C1_3 C 0.52046(11) 0.32986(12) 0.81122(12) 0.0260(3) Uani 0.9805(7) 1 d . . P A
1
H1_3 H 0.531111 0.251691 0.795051 0.031 Uiso 0.9805(7) 1 calc R U P A 1
N1_3 N 0.41457(8) 0.37934(8) 0.76368(8) 0.0217(2) Uani 0.9805(7) 1 d . . P A 1
C2_3 C 0.61430(11) 0.38928(13) 0.88289(12) 0.0278(3) Uani 0.9805(7) 1 d . . P A
1
H2_3 H 0.687810 0.352009 0.916548 0.033 Uiso 0.9805(7) 1 calc R U P A 1
C3_3 C 0.59990(12) 0.50369(13) 0.90503(11) 0.0282(3) Uani 0.9805(7) 1 d . . P A
1
H3_3 H 0.663182 0.546100 0.954123 0.034 Uiso 0.9805(7) 1 calc R U P A 1
C4_3 C 0.49110(12) 0.55547(12) 0.85413(11) 0.0282(3) Uani 0.9805(7) 1 d . . P A
1
H4_3 H 0.479549 0.634246 0.866925 0.034 Uiso 0.9805(7) 1 calc R U P A 1
C5_3 C 0.40044(11) 0.49148(10) 0.78511(11) 0.0252(2) Uani 0.9805(7) 1 d . . P A
1
H5_3 H 0.325843 0.526827 0.751505 0.030 Uiso 0.9805(7) 1 calc R U P A 1
N1_4 N 0.2200(18) 0.3531(14) 0.6549(14) 0.027 Uiso 0.0195(7) 1 d DG U P A 2
N2_4 N 0.0988(18) 0.361(2) 0.6390(17) 0.027 Uiso 0.0195(7) 1 d G U P A 2
C1_4 C 0.0556(15) 0.342(2) 0.726(2) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H1_4 H -0.028517 0.344596 0.710369 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C2_4 C 0.1217(17) 0.3158(17) 0.8443(18) 0.027 Uiso 0.0195(7) 1 d G U P A 2
C3_4 C 0.064(2) 0.308(2) 0.933(2) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H3_4 H -0.019091 0.320722 0.916459 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C4_4 C 0.129(3) 0.283(3) 1.045(2) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H4_4 H 0.090109 0.276928 1.104891 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C5_4 C 0.251(3) 0.265(3) 1.0693(14) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H5_4 H 0.295597 0.248036 1.146418 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C6_4 C 0.308(2) 0.273(2) 0.9817(11) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H6_4 H 0.391474 0.262170 0.999679 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C7_4 C 0.2443(16) 0.2979(13) 0.8673(12) 0.027 Uiso 0.0195(7) 1 d G U P A 2
B1_4 B 0.3021(12) 0.3013(10) 0.7619(13) 0.027 Uiso 0.0195(7) 1 d DG U P A 2
Cl1_4 Cl 0.3455(12) 0.1457(11) 0.7338(14) 0.027 Uiso 0.0195(7) 1 d G U P A 2
C11_4 C 0.244(2) 0.379(4) 0.5474(17) 0.027 Uiso 0.0195(7) 1 d DG U P A 2
C12_4 C 0.356(2) 0.358(4) 0.531(2) 0.027 Uiso 0.0195(7) 1 d DG U P A 2
H12_4 H 0.417906 0.329427 0.593192 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C13_4 C 0.377(3) 0.378(4) 0.423(3) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H13_4 H 0.453960 0.362966 0.413458 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C14_4 C 0.288(4) 0.418(4) 0.331(2) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H14_4 H 0.301856 0.431276 0.257130 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C15_4 C 0.177(4) 0.440(5) 0.3471(19) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H15_4 H 0.114712 0.468084 0.284181 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C16_4 C 0.155(3) 0.421(5) 0.454(2) 0.027 Uiso 0.0195(7) 1 d DG U P A 2
H16_4 H 0.078140 0.437420 0.463523 0.032 Uiso 0.0195(7) 1 calc R U P A 2
N21_4 N 0.4212(15) 0.3770(19) 0.810(2) 0.027 Uiso 0.0195(7) 1 d DG U P A 2
C21_4 C 0.5297(12) 0.330(3) 0.828(4) 0.027 Uiso 0.0195(7) 1 d DG U P A 2
H21_4 H 0.535633 0.250699 0.812715 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C22_4 C 0.6327(17) 0.393(5) 0.868(5) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H22_4 H 0.708169 0.357501 0.879447 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C23_4 C 0.625(3) 0.508(5) 0.892(5) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H23_4 H 0.694233 0.552490 0.919861 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C24_4 C 0.513(4) 0.556(3) 0.875(4) 0.027 Uiso 0.0195(7) 1 d G U P A 2
H24_4 H 0.504799 0.634664 0.892498 0.032 Uiso 0.0195(7) 1 calc R U P A 2
C25_4 C 0.413(3) 0.4895(18) 0.834(3) 0.027 Uiso 0.0195(7) 1 d DG U P A 2
H25_4 H 0.336722 0.523208 0.821220 0.032 Uiso 0.0195(7) 1 calc R U P A 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
Cl1_1 B1_1 1.9442(14) . ?
N1_1 N2_1 1.3830(14) . ?
N1_1 C1_2 1.4204(15) . ?
N1_1 B1_1 1.5035(16) . ?
C1_1 N2_1 1.2916(16) . ?
C1_1 C2_1 1.4494(17) . ?
C1_1 H1_1 0.9500 . ?
B1_1 C7_1 1.5830(17) . ?
B1_1 N1_3 1.6163(16) . ?
C2_1 C7_1 1.3993(17) . ?
C2_1 C3_1 1.4081(17) . ?
C3_1 C4_1 1.3788(18) . ?
C3_1 H3_1 0.9500 . ?
C4_1 C5_1 1.394(2) . ?
C4_1 H4_1 0.9500 . ?
C5_1 C6_1 1.3867(18) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C7_1 1.3975(17) . ?
C6_1 H6_1 0.9500 . ?
C1_2 C2_2 1.3955(17) . ?
C1_2 C6_2 1.4020(17) . ?
C2_2 C3_2 1.3913(17) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.3874(19) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.387(2) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.3862(18) . ?
C5_2 H5_2 0.9500 . ?
C6_2 H6_2 0.9500 . ?
C1_3 N1_3 1.3447(15) . ?
C1_3 C2_3 1.3824(17) . ?
C1_3 H1_3 0.9500 . ?
N1_3 C5_3 1.3557(15) . ?
C2_3 C3_3 1.3838(18) . ?
C2_3 H2_3 0.9500 . ?
C3_3 C4_3 1.3908(19) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.3749(17) . ?
C4_3 H4_3 0.9500 . ?
C5_3 H5_3 0.9500 . ?
N1_4 N2_4 1.3803 . ?
N1_4 C11_4 1.4230(11) . ?
N1_4 B1_4 1.5035 . ?
N2_4 C1_4 1.2911 . ?
C1_4 C2_4 1.4507 . ?
C1_4 H1_4 0.9500 . ?
C2_4 C7_4 1.3986 . ?
C2_4 C3_4 1.4070 . ?
C3_4 C4_4 1.3741 . ?
C3_4 H3_4 0.9500 . ?
C4_4 C5_4 1.3924 . ?
C4_4 H4_4 0.9500 . ?
C5_4 C6_4 1.3888 . ?
C5_4 H5_4 0.9500 . ?
C6_4 C7_4 1.3980 . ?
C6_4 H6_4 0.9500 . ?
C7_4 B1_4 1.5837 . ?
B1_4 N21_4 1.6179(11) . ?
B1_4 Cl1_4 1.9435 . ?
C11_4 C12_4 1.3925 . ?
C11_4 C16_4 1.4009 . ?
C12_4 C13_4 1.3920 . ?
C12_4 H12_4 0.9500 . ?
C13_4 C14_4 1.3886 . ?
C13_4 H13_4 0.9500 . ?
C14_4 C15_4 1.3854 . ?
C14_4 H14_4 0.9500 . ?
C15_4 C16_4 1.3858 . ?
C15_4 H15_4 0.9500 . ?
C16_4 H16_4 0.9500 . ?
N21_4 C21_4 1.3447 . ?
N21_4 C25_4 1.3557 . ?
C21_4 C22_4 1.3812 . ?
C21_4 H21_4 0.9500 . ?
C22_4 C23_4 1.3832 . ?
C22_4 H22_4 0.9500 . ?
C23_4 C24_4 1.3900 . ?
C23_4 H23_4 0.9500 . ?
C24_4 C25_4 1.3766 . ?
C24_4 H24_4 0.9500 . ?
C25_4 H25_4 0.9500 . ?

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
N2_1 N1_1 C1_2 111.51(9) . . ?
N2_1 N1_1 B1_1 122.65(10) . . ?
C1_2 N1_1 B1_1 125.40(10) . . ?
N2_1 C1_1 C2_1 127.03(11) . . ?
N2_1 C1_1 H1_1 116.5 . . ?
C2_1 C1_1 H1_1 116.5 . . ?
N1_1 B1_1 C7_1 112.22(10) . . ?
N1_1 B1_1 N1_3 109.49(9) . . ?
C7_1 B1_1 N1_3 108.85(10) . . ?
N1_1 B1_1 Cl1_1 111.51(8) . . ?
C7_1 B1_1 Cl1_1 107.51(8) . . ?
N1_3 B1_1 Cl1_1 107.10(8) . . ?
C1_1 N2_1 N1_1 118.92(10) . . ?
C7_1 C2_1 C3_1 121.07(11) . . ?
C7_1 C2_1 C1_1 118.24(11) . . ?
C3_1 C2_1 C1_1 120.69(11) . . ?
C4_1 C3_1 C2_1 119.71(12) . . ?
C4_1 C3_1 H3_1 120.1 . . ?
C2_1 C3_1 H3_1 120.1 . . ?
C3_1 C4_1 C5_1 119.84(12) . . ?
C3_1 C4_1 H4_1 120.1 . . ?
C5_1 C4_1 H4_1 120.1 . . ?
C6_1 C5_1 C4_1 120.33(12) . . ?
C6_1 C5_1 H5_1 119.8 . . ?
C4_1 C5_1 H5_1 119.8 . . ?
C5_1 C6_1 C7_1 121.15(12) . . ?
C5_1 C6_1 H6_1 119.4 . . ?
C7_1 C6_1 H6_1 119.4 . . ?
C6_1 C7_1 C2_1 117.90(11) . . ?
C6_1 C7_1 B1_1 123.97(11) . . ?
C2_1 C7_1 B1_1 118.08(11) . . ?
C2_2 C1_2 C6_2 118.22(11) . . ?
C2_2 C1_2 N1_1 120.93(11) . . ?
C6_2 C1_2 N1_1 120.85(11) . . ?
C3_2 C2_2 C1_2 120.86(11) . . ?
C3_2 C2_2 H2_2 119.6 . . ?
C1_2 C2_2 H2_2 119.6 . . ?
C4_2 C3_2 C2_2 120.53(12) . . ?
C4_2 C3_2 H3_2 119.7 . . ?
C2_2 C3_2 H3_2 119.7 . . ?
C5_2 C4_2 C3_2 118.90(12) . . ?
C5_2 C4_2 H4_2 120.5 . . ?
C3_2 C4_2 H4_2 120.5 . . ?
C6_2 C5_2 C4_2 121.03(12) . . ?
C6_2 C5_2 H5_2 119.5 . . ?
C4_2 C5_2 H5_2 119.5 . . ?
C5_2 C6_2 C1_2 120.45(12) . . ?
C5_2 C6_2 H6_2 119.8 . . ?
C1_2 C6_2 H6_2 119.8 . . ?
N1_3 C1_3 C2_3 122.00(12) . . ?
N1_3 C1_3 H1_3 119.0 . . ?
C2_3 C1_3 H1_3 119.0 . . ?
C1_3 N1_3 C5_3 118.82(10) . . ?
C1_3 N1_3 B1_1 124.93(10) . . ?
C5_3 N1_3 B1_1 116.11(9) . . ?
C1_3 C2_3 C3_3 119.21(12) . . ?
C1_3 C2_3 H2_3 120.4 . . ?
C3_3 C2_3 H2_3 120.4 . . ?
C2_3 C3_3 C4_3 118.81(12) . . ?
C2_3 C3_3 H3_3 120.6 . . ?
C4_3 C3_3 H3_3 120.6 . . ?
C5_3 C4_3 C3_3 119.32(12) . . ?
C5_3 C4_3 H4_3 120.3 . . ?
C3_3 C4_3 H4_3 120.3 . . ?
N1_3 C5_3 C4_3 121.81(11) . . ?
N1_3 C5_3 H5_3 119.1 . . ?
C4_3 C5_3 H5_3 119.1 . . ?
N2_4 N1_4 C11_4 108.1(11) . . ?
N2_4 N1_4 B1_4 122.6 . . ?
C11_4 N1_4 B1_4 128.1(10) . . ?
C1_4 N2_4 N1_4 119.2 . . ?
N2_4 C1_4 C2_4 127.0 . . ?
N2_4 C1_4 H1_4 116.5 . . ?
C2_4 C1_4 H1_4 116.5 . . ?
C7_4 C2_4 C3_4 121.0 . . ?
C7_4 C2_4 C1_4 118.0 . . ?
C3_4 C2_4 C1_4 121.0 . . ?
C4_4 C3_4 C2_4 119.8 . . ?
C4_4 C3_4 H3_4 120.1 . . ?
C2_4 C3_4 H3_4 120.1 . . ?
C3_4 C4_4 C5_4 119.9 . . ?
C3_4 C4_4 H4_4 120.0 . . ?
C5_4 C4_4 H4_4 120.0 . . ?
C6_4 C5_4 C4_4 120.3 . . ?
C6_4 C5_4 H5_4 119.9 . . ?
C4_4 C5_4 H5_4 119.9 . . ?
C5_4 C6_4 C7_4 121.0 . . ?
C5_4 C6_4 H6_4 119.5 . . ?
C7_4 C6_4 H6_4 119.5 . . ?
C6_4 C7_4 C2_4 117.9 . . ?
C6_4 C7_4 B1_4 123.7 . . ?
C2_4 C7_4 B1_4 118.4 . . ?
N1_4 B1_4 C7_4 112.0 . . ?
N1_4 B1_4 N21_4 111.7(12) . . ?
C7_4 B1_4 N21_4 104.1(11) . . ?
N1_4 B1_4 Cl1_4 111.5 . . ?
C7_4 B1_4 Cl1_4 107.6 . . ?
N21_4 B1_4 Cl1_4 109.6(11) . . ?
C12_4 C11_4 C16_4 118.4 . . ?
C12_4 C11_4 N1_4 121.05(17) . . ?
C16_4 C11_4 N1_4 120.50(16) . . ?
C13_4 C12_4 C11_4 120.8 . . ?
C13_4 C12_4 H12_4 119.6 . . ?
C11_4 C12_4 H12_4 119.6 . . ?
C14_4 C13_4 C12_4 120.5 . . ?
C14_4 C13_4 H13_4 119.8 . . ?
C12_4 C13_4 H13_4 119.8 . . ?
C15_4 C14_4 C13_4 118.9 . . ?
C15_4 C14_4 H14_4 120.6 . . ?
C13_4 C14_4 H14_4 120.6 . . ?
C14_4 C15_4 C16_4 121.1 . . ?
C14_4 C15_4 H15_4 119.4 . . ?
C16_4 C15_4 H15_4 119.4 . . ?
C15_4 C16_4 C11_4 120.4 . . ?
C15_4 C16_4 H16_4 119.8 . . ?
C11_4 C16_4 H16_4 119.8 . . ?
C21_4 N21_4 C25_4 118.8 . . ?
C21_4 N21_4 B1_4 120.98(12) . . ?
C25_4 N21_4 B1_4 120.25(12) . . ?
N21_4 C21_4 C22_4 122.1 . . ?
N21_4 C21_4 H21_4 119.0 . . ?
C22_4 C21_4 H21_4 119.0 . . ?
C21_4 C22_4 C23_4 119.2 . . ?
C21_4 C22_4 H22_4 120.4 . . ?
C23_4 C22_4 H22_4 120.4 . . ?
C22_4 C23_4 C24_4 118.8 . . ?
C22_4 C23_4 H23_4 120.6 . . ?
C24_4 C23_4 H23_4 120.6 . . ?
C25_4 C24_4 C23_4 119.3 . . ?
C25_4 C24_4 H24_4 120.4 . . ?
C23_4 C24_4 H24_4 120.4 . . ?
N21_4 C25_4 C24_4 121.8 . . ?
N21_4 C25_4 H25_4 119.1 . . ?
C24_4 C25_4 H25_4 119.1 . . ?

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
N2_1 N1_1 B1_1 C7_1 19.89(16) . . . . ?
C1_2 N1_1 B1_1 C7_1 -168.39(10) . . . . ?
N2_1 N1_1 B1_1 N1_3 140.87(10) . . . . ?
C1_2 N1_1 B1_1 N1_3 -47.40(15) . . . . ?
N2_1 N1_1 B1_1 Cl1_1 -100.79(11) . . . . ?
C1_2 N1_1 B1_1 Cl1_1 70.93(13) . . . . ?
C2_1 C1_1 N2_1 N1_1 -2.55(19) . . . . ?
C1_2 N1_1 N2_1 C1_1 175.12(11) . . . . ?
B1_1 N1_1 N2_1 C1_1 -12.12(17) . . . . ?
N2_1 C1_1 C2_1 C7_1 6.91(19) . . . . ?
N2_1 C1_1 C2_1 C3_1 -173.19(12) . . . . ?
C7_1 C2_1 C3_1 C4_1 0.28(18) . . . . ?
C1_1 C2_1 C3_1 C4_1 -179.62(12) . . . . ?
C2_1 C3_1 C4_1 C5_1 -0.60(19) . . . . ?
C3_1 C4_1 C5_1 C6_1 0.1(2) . . . . ?
C4_1 C5_1 C6_1 C7_1 0.7(2) . . . . ?
C5_1 C6_1 C7_1 C2_1 -0.99(19) . . . . ?
C5_1 C6_1 C7_1 B1_1 176.32(12) . . . . ?
C3_1 C2_1 C7_1 C6_1 0.51(18) . . . . ?
C1_1 C2_1 C7_1 C6_1 -179.59(11) . . . . ?
C3_1 C2_1 C7_1 B1_1 -176.96(11) . . . . ?
C1_1 C2_1 C7_1 B1_1 2.93(16) . . . . ?
N1_1 B1_1 C7_1 C6_1 168.02(11) . . . . ?
N1_3 B1_1 C7_1 C6_1 46.67(16) . . . . ?
Cl1_1 B1_1 C7_1 C6_1 -69.01(14) . . . . ?
N1_1 B1_1 C7_1 C2_1 -14.67(15) . . . . ?
N1_3 B1_1 C7_1 C2_1 -136.03(11) . . . . ?
Cl1_1 B1_1 C7_1 C2_1 108.29(11) . . . . ?
N2_1 N1_1 C1_2 C2_2 153.77(11) . . . . ?
B1_1 N1_1 C1_2 C2_2 -18.74(17) . . . . ?
N2_1 N1_1 C1_2 C6_2 -27.01(15) . . . . ?
B1_1 N1_1 C1_2 C6_2 160.48(12) . . . . ?
C6_2 C1_2 C2_2 C3_2 0.39(18) . . . . ?
N1_1 C1_2 C2_2 C3_2 179.63(11) . . . . ?
C1_2 C2_2 C3_2 C4_2 0.31(19) . . . . ?
C2_2 C3_2 C4_2 C5_2 -0.65(19) . . . . ?
C3_2 C4_2 C5_2 C6_2 0.3(2) . . . . ?
C4_2 C5_2 C6_2 C1_2 0.4(2) . . . . ?
C2_2 C1_2 C6_2 C5_2 -0.77(19) . . . . ?
N1_1 C1_2 C6_2 C5_2 179.99(11) . . . . ?
C2_3 C1_3 N1_3 C5_3 1.28(18) . . . . ?
C2_3 C1_3 N1_3 B1_1 176.80(11) . . . . ?
N1_1 B1_1 N1_3 C1_3 128.12(12) . . . . ?
C7_1 B1_1 N1_3 C1_3 -108.88(13) . . . . ?
Cl1_1 B1_1 N1_3 C1_3 7.07(14) . . . . ?
N1_1 B1_1 N1_3 C5_3 -56.26(13) . . . . ?
C7_1 B1_1 N1_3 C5_3 66.75(12) . . . . ?
Cl1_1 B1_1 N1_3 C5_3 -177.30(8) . . . . ?
N1_3 C1_3 C2_3 C3_3 -1.14(19) . . . . ?
C1_3 C2_3 C3_3 C4_3 -0.09(18) . . . . ?
C2_3 C3_3 C4_3 C5_3 1.13(18) . . . . ?
C1_3 N1_3 C5_3 C4_3 -0.19(17) . . . . ?
B1_1 N1_3 C5_3 C4_3 -176.09(11) . . . . ?
C3_3 C4_3 C5_3 N1_3 -1.02(19) . . . . ?
C11_4 N1_4 N2_4 C1_4 -180(2) . . . . ?
B1_4 N1_4 N2_4 C1_4 12.0 . . . . ?
N1_4 N2_4 C1_4 C2_4 2.8 . . . . ?
N2_4 C1_4 C2_4 C7_4 -7.1 . . . . ?
N2_4 C1_4 C2_4 C3_4 173.2 . . . . ?
C7_4 C2_4 C3_4 C4_4 -0.2 . . . . ?
C1_4 C2_4 C3_4 C4_4 179.5 . . . . ?
C2_4 C3_4 C4_4 C5_4 0.5 . . . . ?
C3_4 C4_4 C5_4 C6_4 -0.2 . . . . ?
C4_4 C5_4 C6_4 C7_4 -0.6 . . . . ?
C5_4 C6_4 C7_4 C2_4 0.9 . . . . ?
C5_4 C6_4 C7_4 B1_4 -176.3 . . . . ?
C3_4 C2_4 C7_4 C6_4 -0.6 . . . . ?
C1_4 C2_4 C7_4 C6_4 179.7 . . . . ?
C3_4 C2_4 C7_4 B1_4 176.8 . . . . ?
C1_4 C2_4 C7_4 B1_4 -2.9 . . . . ?
N2_4 N1_4 B1_4 C7_4 -19.8 . . . . ?
C11_4 N1_4 B1_4 C7_4 174(3) . . . . ?
N2_4 N1_4 B1_4 N21_4 -136.1(11) . . . . ?
C11_4 N1_4 B1_4 N21_4 58(3) . . . . ?
N2_4 N1_4 B1_4 Cl1_4 100.9 . . . . ?
C11_4 N1_4 B1_4 Cl1_4 -65(3) . . . . ?
C6_4 C7_4 B1_4 N1_4 -168.1 . . . . ?
C2_4 C7_4 B1_4 N1_4 14.6 . . . . ?
C6_4 C7_4 B1_4 N21_4 -47.2(12) . . . . ?
C2_4 C7_4 B1_4 N21_4 135.5(12) . . . . ?
C6_4 C7_4 B1_4 Cl1_4 69.0 . . . . ?
C2_4 C7_4 B1_4 Cl1_4 -108.3 . . . . ?
N2_4 N1_4 C11_4 C12_4 -168(3) . . . . ?
B1_4 N1_4 C11_4 C12_4 -1(5) . . . . ?
N2_4 N1_4 C11_4 C16_4 9(3) . . . . ?
B1_4 N1_4 C11_4 C16_4 176(2) . . . . ?
C16_4 C11_4 C12_4 C13_4 -0.3 . . . . ?
N1_4 C11_4 C12_4 C13_4 177(4) . . . . ?
C11_4 C12_4 C13_4 C14_4 -0.3 . . . . ?
C12_4 C13_4 C14_4 C15_4 0.6 . . . . ?
C13_4 C14_4 C15_4 C16_4 -0.1 . . . . ?
C14_4 C15_4 C16_4 C11_4 -0.6 . . . . ?
C12_4 C11_4 C16_4 C15_4 0.8 . . . . ?
N1_4 C11_4 C16_4 C15_4 -176(4) . . . . ?
N1_4 B1_4 N21_4 C21_4 -126.1(11) . . . . ?
C7_4 B1_4 N21_4 C21_4 112.8(10) . . . . ?
Cl1_4 B1_4 N21_4 C21_4 -2.0(9) . . . . ?
N1_4 B1_4 N21_4 C25_4 54.6(12) . . . . ?
C7_4 B1_4 N21_4 C25_4 -66.5(11) . . . . ?
Cl1_4 B1_4 N21_4 C25_4 178.7(9) . . . . ?
C25_4 N21_4 C21_4 C22_4 -1.1 . . . . ?
B1_4 N21_4 C21_4 C22_4 179.6(6) . . . . ?
N21_4 C21_4 C22_4 C23_4 0.9 . . . . ?
C21_4 C22_4 C23_4 C24_4 0.2 . . . . ?
C22_4 C23_4 C24_4 C25_4 -1.0 . . . . ?
C21_4 N21_4 C25_4 C24_4 0.2 . . . . ?
B1_4 N21_4 C25_4 C24_4 179.5(6) . . . . ?
C23_4 C24_4 C25_4 N21_4 0.9 . . . . ?


####################################################################### 
# 
# 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_1Cl
_database_code_depnum_ccdc_archive 'CCDC 2531213'
loop_
_audit_author_name
_audit_author_address
'Tim Wellnitz'
;Julius Maximilians University Wuerzburg
Germany
;
_audit_update_record             
;
2026-02-15 deposited with the CCDC.	2026-03-17 downloaded from the CCDC.
;

_audit_creation_method           'CIF-fill 1.5e (K.Radacki, 2005-23)'
_audit_creation_date             2024-09-20
_shelx_SHELXL_version_number     2018/3
_chemical_formula_moiety         'C13 H10 B Cl N2'
_chemical_formula_sum            'C13 H10 B Cl N2'
_chemical_formula_weight         240.49
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_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.
;
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'


_cell_length_a                   9.60800(10)
_cell_length_b                   6.84400(10)
_cell_length_c                   17.5242(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.1530(10)
_cell_angle_gamma                90
_cell_volume                     1147.68(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20283
_cell_measurement_theta_min      4.6070
_cell_measurement_theta_max      73.2220

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.719
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.424
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.42.30a (Rigaku Oxford Diffraction, 2021) Numerical 
 absorption correction based on gaussian integration over a multifaceted 
 crystal model Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 For data collection the crystal was immersed in a film of perfluoropolyether 
 oil, mounted on a polyimide loop and transferred to stream of cold nitrogen 
 (Oxford Cryostream 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 3 -4 0.0925
6 -2 -2 0.0412
-3 -4 4 0.1064
-5 2 1 0.0918
-6 0 3 0.0956
-4 0 9 0.0328
4 0 -9 0.0053
-4 -2 -7 0.1307
-3 2 -8 0.0990

_shelx_estimated_absorpt_T_min   0.477
_shelx_estimated_absorpt_T_max   0.876
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω     39.00 105.00   0.50    0.12    --   80.50-135.00-159.66  132
  2  ω     36.00  97.00   0.50    0.12    --   76.61-125.00 -60.00  122
  3  ω     33.00  94.00   0.50    0.12    --   73.60-125.00 -30.00  122
  4  ω     35.00  82.00   0.50    0.12    --   73.60-106.00 -65.00   94
  5  ω     38.00  85.00   0.50    0.12    --   76.61-106.00 -65.00   94
  6  ω     22.00  68.00   0.50    0.12    --   60.09-106.00 -65.00   92
  7  ω     39.00  99.00   0.50    0.12    --   80.50-121.00 -11.55  120
  8  ω     40.00  96.00   0.50    0.12    --   80.50-116.00  17.96  112
  9  ω     53.00 121.00   0.50    0.12    --   76.61  15.00 150.00  136
 10  ω     53.00 121.00   0.50    0.12    --   76.61  15.00 150.00  136
 11  ω     61.00  87.00   0.50    0.12    --   42.00  46.00  70.62   52
 12  ω     33.00  59.00   0.50    0.12    --   14.00  46.00  12.70   52
 13  ω    -67.00 -40.00   0.50    0.12    --  -22.00 -44.00-138.73   54
 14  ω    -83.00 -56.00   0.50    0.12    --  -38.00 -41.00-157.92   54
 15  ω    -95.00 -68.00   0.50    0.12    --  -50.00 -42.00 -54.65   54
 16  ω    -83.00 -55.00   0.50    0.12    --  -38.00 -40.00 -94.83   56
 17  ω    -79.00 -52.00   0.50    0.12    --  -34.00 -42.00 -11.95   54
 18  ω    -76.00 -47.00   0.50    0.12    --  -30.00 -39.00  33.77   58
 19  ω    -67.00 -40.00   0.50    0.12    --  -22.00 -43.00  76.19   54
 20  ω    -83.00 -56.00   0.50    0.12    --  -38.00 -42.00 148.88   54
 21  ω    -88.00 -59.00   0.50    0.12    --  -42.00 -39.00 113.23   58
 22  ω   -123.00 -97.00   0.50    0.12    --  -78.50 -45.00  21.55   52
 23  ω   -123.00 -97.00   0.50    0.12    --  -78.50 -44.00  67.20   52
 24  ω   -107.00 -80.00   0.50    0.12    --  -62.00 -44.00 102.48   54
 25  ω   -123.00 -97.00   0.50    0.12    --  -78.50 -43.00  36.64   52
 26  ω   -123.00 -97.00   0.50    0.12    --  -78.50 -45.00 -25.21   52
 27  ω   -119.00 -92.00   0.50    0.12    --  -74.00 -43.00 -14.44   54
 28  ω   -123.00 -97.00   0.50    0.12    --  -78.50 -43.00 102.94   52
 29  ω   -124.00 -96.00   0.50    0.12    --  -78.50 -42.00 157.81   56
 30  ω   -124.00 -96.00   0.50    0.12    --  -78.50 -42.00 125.76   56
 31  ω   -119.00 -92.00   0.50    0.12    --  -74.00 -41.00  83.57   54
 32  ω   -115.00 -88.00   0.50    0.12    --  -70.00 -43.00 -53.47   54
 33  ω    -99.00 -72.00   0.50    0.12    --  -54.00 -44.00-108.22   54
 34  ω   -123.00 -97.00   0.50    0.12    --  -78.50 -45.00-155.56   52
 35  ω   -124.00 -96.00   0.50    0.12    --  -78.50 -39.00-129.98   56
 36  ω   -109.00 -78.00   0.50    0.12    --  -62.00 -34.00  -6.99   62
 37  ω   -116.00 -86.00   0.50    0.12    --  -70.00 -33.00-163.95   60
 38  ω   -100.00 -71.00   0.50    0.12    --  -54.00 -34.00  20.60   58
 39  ω   -125.00 -94.00   0.50    0.12    --  -78.50 -30.00 -67.41   62
 40  ω   -126.00 -93.00   0.50    0.12    --  -78.50 -28.00 -92.88   66
 41  ω   -120.00 -58.00   0.50    0.12    --  -75.12 -15.00-150.00  124
 42  ω   -124.00 -80.00   0.50    0.12    --  -78.50 -20.00   4.94   88
 43  ω   -120.00 -58.00   0.50    0.12    --  -75.12 -15.00 -60.00  124
 44  ω   -124.00 -96.00   0.50    0.12    --  -78.50 -39.00 107.82   56
 45  ω   -124.00 -96.00   0.50    0.12    --  -78.50 -39.00 142.99   56
 46  ω   -104.00 -74.00   0.50    0.12    --  -58.00 -33.00 156.18   60
 47  ω   -120.00 -58.00   0.50    0.12    --  -75.12 -15.00 150.00  124
 48  ω    -85.00 -39.00   0.50    0.12    --  -78.50 103.00  95.83   92
 49  ω   -101.00 -37.00   0.50    0.12    --  -78.50 128.00 142.27  128
 50  ω   -103.00 -37.00   0.50    0.12    --  -78.50 131.00 108.04  132
 51  ω   -100.00 -37.00   0.50    0.12    --  -78.50 127.00 170.55  126
 52  ω   -102.00 -37.00   0.50    0.12    --  -78.50 129.00  19.43  130
 53  ω   -100.00 -36.00   0.50    0.12    --  -78.50 126.00  27.44  128
 54  ω   -100.00 -36.00   0.50    0.12    --  -78.50 126.00  58.06  128
 55  ω    -98.00 -37.00   0.50    0.12    --  -78.50 123.00  82.76  122
 56  ω    -95.00 -34.00   0.50    0.12    --  -75.12 125.00 150.00  122
 57  ω    -70.00 -23.00   0.50    0.12    --  -61.72 106.00  33.00   94
 58  ω   -103.00 -37.00   0.50    0.12    --  -78.50 131.00  -9.07  132
 59  ω    -83.00 -36.00   0.50    0.12    --  -75.12 106.00  33.00   94
 60  ω    -80.00 -33.00   0.50    0.12    --  -71.97 106.00  33.00   94
 61  ω    -95.00 -34.00   0.50    0.12    --  -75.12 125.00 -30.00  122
 62  ω    -96.00 -37.00   0.50    0.12    --  -78.50 120.00 -67.41  118
 63  ω   -103.00 -37.00   0.50    0.12    --  -78.50 131.00-129.49  132
 64  ω    -77.00 -20.00   0.50    0.12    --  -50.00 135.00 -93.61  114
 65  ω    -32.00  -6.00   0.50    0.12    --  -18.00 114.00-167.18   52
 66  ω     17.00  43.00   0.50    0.12    --   -2.00  46.00  97.42   52
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      0.0720794000
_diffrn_orient_matrix_UB_12      0.0092140000
_diffrn_orient_matrix_UB_13      0.0820568000
_diffrn_orient_matrix_UB_21      0.1149222000
_diffrn_orient_matrix_UB_22      -0.1390461000
_diffrn_orient_matrix_UB_23      -0.0233552000
_diffrn_orient_matrix_UB_31      0.0866070000
_diffrn_orient_matrix_UB_32      0.1768406000
_diffrn_orient_matrix_UB_33      -0.0226438000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            25802
_diffrn_reflns_av_unetI/netI     0.0092
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.621
_diffrn_reflns_theta_max         73.915
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2287
_reflns_number_gt                2238
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;

_computing_data_collection       'CrysAlisPro 1.171.42.30a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.30a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.42.30a (Rigaku OD, 2021)'
_computing_structure_solution    "SHELXT 2014/5 (Sheldrick, 2014)'"
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0504P)²+0.3081P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2287
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0267
_refine_ls_R_factor_gt           0.0264
_refine_ls_wR_factor_ref         0.0816
_refine_ls_wR_factor_gt          0.0813
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.040
_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_
_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
Cl01 Cl 0.14861(3) 0.79014(4) 0.43733(2) 0.02243(12) Uani 1 1 d . . . . .
N1 N 0.35851(10) 0.74799(14) 0.33937(5) 0.0177(2) Uani 1 1 d . . . . .
C1 C 0.59211(12) 0.70036(15) 0.37381(7) 0.0198(2) Uani 1 1 d . . . . .
H1 H 0.683240 0.675192 0.359164 0.024 Uiso 1 1 calc R U . . .
B1 B 0.32581(13) 0.76619(18) 0.41616(7) 0.0180(3) Uani 1 1 d . . . . .
N2 N 0.49291(10) 0.71204(13) 0.31891(5) 0.0198(2) Uani 1 1 d . . . . .
C2 C 0.57942(12) 0.72136(15) 0.45475(7) 0.0181(2) Uani 1 1 d . . . . .
C3 C 0.69638(12) 0.70364(15) 0.50841(7) 0.0209(3) Uani 1 1 d . . . . .
H3 H 0.786381 0.680749 0.491783 0.025 Uiso 1 1 calc R U . . .
C4 C 0.67939(13) 0.71977(15) 0.58551(7) 0.0214(2) Uani 1 1 d . . . . .
H4 H 0.758175 0.706264 0.621953 0.026 Uiso 1 1 calc R U . . .
C5 C 0.54774(13) 0.75576(16) 0.61075(6) 0.0209(2) Uani 1 1 d . . . . .
H5 H 0.537618 0.768523 0.663949 0.025 Uiso 1 1 calc R U . . .
C6 C 0.43224(12) 0.77270(15) 0.55795(7) 0.0196(2) Uani 1 1 d . . . . .
H6 H 0.342776 0.796100 0.575192 0.024 Uiso 1 1 calc R U . . .
C7 C 0.44612(12) 0.75564(15) 0.47916(6) 0.0173(2) Uani 1 1 d . . . . .
C8 C 0.25840(12) 0.74787(17) 0.27324(6) 0.0192(2) Uani 1 1 d . . . . .
C9 C 0.17435(12) 0.90965(18) 0.25684(6) 0.0250(3) Uani 1 1 d . . . . .
H9 H 0.182567 1.021296 0.289144 0.030 Uiso 1 1 calc R U . . .
C10 C 0.07770(12) 0.9074(2) 0.19266(7) 0.0305(3) Uani 1 1 d . . . . .
H10 H 0.019679 1.017773 0.180996 0.037 Uiso 1 1 calc R U . . .
C11 C 0.06632(13) 0.7438(2) 0.14578(7) 0.0310(3) Uani 1 1 d . . . . .
H11 H 0.000698 0.742448 0.101873 0.037 Uiso 1 1 calc R U . . .
C12 C 0.15028(12) 0.5825(2) 0.16280(7) 0.0291(3) Uani 1 1 d . . . . .
H12 H 0.141527 0.470425 0.130722 0.035 Uiso 1 1 calc R U . . .
C13 C 0.24726(12) 0.58355(18) 0.22654(6) 0.0234(2) Uani 1 1 d . . . . .
H13 H 0.305329 0.473176 0.238069 0.028 Uiso 1 1 calc R U . . .


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
Cl01 B1 1.7822(13) . ?
N1 N2 1.3928(14) . ?
N1 B1 1.4146(16) . ?
N1 C8 1.4381(14) . ?
C1 N2 1.2945(15) . ?
C1 C2 1.4416(16) . ?
C1 H1 0.9500 . ?
B1 C7 1.5268(16) . ?
C2 C3 1.4043(16) . ?
C2 C7 1.4060(16) . ?
C3 C4 1.3799(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.3988(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.3844(16) . ?
C5 H5 0.9500 . ?
C6 C7 1.4038(16) . ?
C6 H6 0.9500 . ?
C8 C9 1.3852(16) . ?
C8 C13 1.3893(16) . ?
C9 C10 1.3929(16) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.3889(16) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?

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
N2 N1 B1 123.42(9) . . ?
N2 N1 C8 111.15(9) . . ?
B1 N1 C8 125.25(9) . . ?
N2 C1 C2 127.11(11) . . ?
N2 C1 H1 116.4 . . ?
C2 C1 H1 116.4 . . ?
N1 B1 C7 117.73(10) . . ?
N1 B1 Cl01 120.26(9) . . ?
C7 B1 Cl01 121.95(9) . . ?
C1 N2 N1 117.21(9) . . ?
C3 C2 C7 120.44(11) . . ?
C3 C2 C1 121.13(11) . . ?
C7 C2 C1 118.42(10) . . ?
C4 C3 C2 119.40(11) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 120.90(11) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 119.79(11) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C7 120.61(11) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C7 C2 118.87(10) . . ?
C6 C7 B1 125.07(10) . . ?
C2 C7 B1 116.04(10) . . ?
C9 C8 C13 120.81(11) . . ?
C9 C8 N1 120.13(10) . . ?
C13 C8 N1 119.06(10) . . ?
C8 C9 C10 119.52(11) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C11 C10 C9 119.89(12) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 120.19(11) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 120.33(12) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C8 119.26(11) . . ?
C12 C13 H13 120.4 . . ?
C8 C13 H13 120.4 . . ?

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
N2 N1 B1 C7 3.12(16) . . . . ?
C8 N1 B1 C7 177.80(10) . . . . ?
N2 N1 B1 Cl01 -174.30(8) . . . . ?
C8 N1 B1 Cl01 0.37(16) . . . . ?
C2 C1 N2 N1 -0.28(16) . . . . ?
B1 N1 N2 C1 -1.89(15) . . . . ?
C8 N1 N2 C1 -177.23(9) . . . . ?
N2 C1 C2 C3 179.52(10) . . . . ?
N2 C1 C2 C7 0.99(16) . . . . ?
C7 C2 C3 C4 0.13(15) . . . . ?
C1 C2 C3 C4 -178.37(9) . . . . ?
C2 C3 C4 C5 -0.76(16) . . . . ?
C3 C4 C5 C6 0.95(16) . . . . ?
C4 C5 C6 C7 -0.50(16) . . . . ?
C5 C6 C7 C2 -0.11(15) . . . . ?
C5 C6 C7 B1 178.24(10) . . . . ?
C3 C2 C7 C6 0.30(15) . . . . ?
C1 C2 C7 C6 178.84(9) . . . . ?
C3 C2 C7 B1 -178.20(9) . . . . ?
C1 C2 C7 B1 0.34(14) . . . . ?
N1 B1 C7 C6 179.39(10) . . . . ?
Cl01 B1 C7 C6 -3.23(16) . . . . ?
N1 B1 C7 C2 -2.22(15) . . . . ?
Cl01 B1 C7 C2 175.16(8) . . . . ?
N2 N1 C8 C9 -123.35(11) . . . . ?
B1 N1 C8 C9 61.42(15) . . . . ?
N2 N1 C8 C13 56.85(13) . . . . ?
B1 N1 C8 C13 -118.39(12) . . . . ?
C13 C8 C9 C10 -0.11(17) . . . . ?
N1 C8 C9 C10 -179.91(10) . . . . ?
C8 C9 C10 C11 0.02(18) . . . . ?
C9 C10 C11 C12 0.28(19) . . . . ?
C10 C11 C12 C13 -0.49(19) . . . . ?
C11 C12 C13 C8 0.39(17) . . . . ?
C9 C8 C13 C12 -0.09(17) . . . . ?
N1 C8 C13 C12 179.71(10) . . . . ?


####################################################################### 
# 
# 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_[1bpy]Cl
_database_code_depnum_ccdc_archive 'CCDC 2531216'
loop_
_audit_author_name
_audit_author_address
'Tim Wellnitz'
;Julius Maximilians University Wuerzburg
Germany
;
_audit_update_record             
;
2026-02-15 deposited with the CCDC.	2026-03-17 downloaded from the CCDC.
;

_audit_creation_method           'CIF-fill 1.6l (K.Radacki, 2005-26)'
_audit_creation_date             2026-02-04
_shelx_SHELXL_version_number     2025/1
_chemical_formula_moiety         'C23 H18 B N4, 0.5(C6 H6), Cl'
_chemical_formula_sum            'C26 H21 B Cl N4'
_chemical_formula_weight         435.73
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
_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.
;
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'
'-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                   19.169(3)
_cell_length_b                   17.046(2)
_cell_length_c                   13.646(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.110(10)
_cell_angle_gamma                90
_cell_volume                     4440.9(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    26328
_cell_measurement_theta_min      3.4430
_cell_measurement_theta_max      74.5210
_cell_special_details            
;
 Uncertainties of the unit cell parameters were calculated as standard 
 deviations on 65 cells obtained from subsets of all reflections. These sets 
 of reflections were based on runs in experiment.
;

_exptl_crystal_description       plate
_exptl_crystal_colour            'intense orange'
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_F_000             1816
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.680
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.725
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
 CrysAlisPro 1.171.42.30a (Rigaku Oxford Diffraction, 2021) Numerical 
 absorption correction based on gaussian integration over a multifaceted 
 crystal model Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_preparation       
;
 For data collection the crystal was immersed in a film of perfluoropolyether 
 oil, mounted on a polyimide loop and transferred to stream of cold nitrogen 
 (Oxford Cryostream 800).
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -1 1 0.0414
1 1 -1 0.0509
0 -1 0 0.0682
-1 2 1 0.0746
1 2 -1 0.0470
12 3 -1 0.0130
-12 -2 0 0.0226

_shelx_estimated_absorpt_T_min   0.719
_shelx_estimated_absorpt_T_max   0.936
_diffrn_ambient_temperature      100(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_probe          x-ray
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet-R X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-R'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_details      
;
 
 List of Runs (angles in degrees, time in seconds):
 --------------------------------------------------------------------------
  1  ω     19.00  65.00   0.50    5.21    --   59.71 -96.00 -92.00   92
  2  ω    -67.00 -21.00   0.50    5.21    --  -61.52  96.00  16.00   92
  3  ω    -77.00 -31.00   0.50    5.21    --  -71.46  96.00  16.00   92
  4  ω     33.00  79.00   0.50    5.21    --   73.27 -96.00 -92.00   92
  5  ω    -82.00 -36.00   0.50    5.21    --  -76.37  96.00  16.00   92
  6  ω     40.00  86.00   0.50    5.21    --   80.30 -96.00 -92.00   92
  7  ω    -91.00 -56.00   0.50    5.21    --  -42.00 -39.00  47.53   70
  8  ω     58.00  88.00   0.50    5.21    --   42.00  52.00-168.20   60
  9  ω    -92.00 -62.00   0.50    5.21    --  -46.00 -51.00 102.59   60
 10  ω    -92.00 -61.00   0.50    5.21    --  -46.00 -52.00-169.57   62
 11  ω    -96.00 -66.00   0.50    5.21    --  -50.00 -51.00-127.22   60
 12  ω   -105.00 -74.00   0.50    5.21    --  -58.00 -50.00  56.36   62
 13  ω   -104.00 -74.00   0.50    5.21    --  -58.00 -51.00 176.29   60
 14  ω   -105.00 -74.00   0.50    5.21    --  -58.00 -50.00 -73.28   62
 15  ω   -105.00 -74.00   0.50    5.21    --  -58.00 -50.00 138.62   62
 16  ω   -105.00 -74.00   0.50    5.21    --  -58.00 -49.00 -50.07   62
 17  ω     19.00  65.00   0.50    5.21    --   59.71 -95.00  90.00   92
 18  ω   -109.00 -78.00   0.50    5.21    --  -62.00 -47.00  84.38   62
 19  ω   -114.00 -85.00   0.50    5.21    --  -70.00 -59.00 129.44   58
 20  ω   -115.00 -85.00   0.50    5.21    --  -70.00 -55.00  -5.88   60
 21  ω    -56.00 -28.00   0.50    5.21    --  -70.00  67.00  -5.70   56
 22  ω     33.00  79.00   0.50    5.21    --   73.27 -95.00 120.00   92
 23  ω   -123.00 -88.00   0.50    5.21    --  -74.00 -39.00  46.57   70
 24  ω   -123.00 -88.00   0.50    5.21    --  -74.00 -40.00 -96.37   70
 25  ω   -124.00 -56.00   0.50    5.21    --  -76.37 -15.00 -30.00  136
 26  ω    -92.00 -33.00   0.50    5.21    --  -76.37 112.00 150.00  118
 27  ω    -92.00 -33.00   0.50    5.21    --  -76.37 112.00  90.00  118
 28  ω   -126.00 -96.00   0.50    5.21    --  -79.50 -49.00 -62.03   60
 29  ω    -97.00 -35.00   0.50    5.21    --  -79.50 116.00-146.98  124
 30  ω   -128.00 -94.00   0.50    5.21    --  -79.50 -40.00-134.47   68
 31  ω    -97.00 -36.00   0.50    5.21    --  -79.50 115.00 101.24  122
 32  ω    -97.00 -36.00   0.50    5.21    --  -79.50 114.00 121.70  122
 33  ω    -98.00 -35.00   0.50    5.21    --  -79.50 118.00  40.03  126
 34  ω    -97.00 -36.00   0.50    5.21    --  -79.50 115.00  54.44  122
 35  ω    -97.00 -36.00   0.50    5.21    --  -79.50 115.00 137.16  122
 36  ω   -126.00 -96.00   0.50    5.21    --  -79.50 -49.00 -14.28   60
 37  ω    -97.00 -36.00   0.50    5.21    --  -79.50 114.00-111.00  122
 38  ω    -97.00 -35.00   0.50    5.21    --  -79.50 116.00-127.49  124
 39  ω   -122.00 -95.00   0.50    5.21    --  -79.50 -65.00 -24.00   54
 40  ω    -97.00 -36.00   0.50    5.21    --  -79.50 115.00  83.01  122
 41  ω    -97.00 -36.00   0.50    5.21    --  -79.50 115.00 -40.68  122
 42  ω   -102.00 -34.00   0.50    5.21    --  -79.50 130.00  87.42  136
 43  ω    -97.00 -36.00   0.50    5.21    --  -79.50 114.00  15.06  122
 44  ω    -97.00 -36.00   0.50    5.21    --  -79.50 115.00-165.35  122
 45  ω   -128.00 -94.00   0.50    5.21    --  -79.50 -42.00 -33.38   68
 46  ω   -123.00 -93.00   0.50    5.21    --  -79.50 -62.00  21.13   60
 47  ω   -125.00 -95.00   0.50    5.21    --  -79.50 -54.00-103.71   60
 48  ω    -97.00 -36.00   0.50    5.21    --  -79.50 115.00 147.06  122
 49  ω     54.00 128.00   0.50    5.21    --   80.30  15.00   0.00  148
 50  ω     54.00 128.00   0.50    5.21    --   80.30  15.00   0.00  148
 51  ω     40.00  86.00   0.50    5.21    --   80.30 -95.00 120.00   92
 52  ω     54.00 128.00   0.50    5.21    --   80.30  15.00 150.00  148
 53  ω     54.00 128.00   0.50    5.21    --   80.30  15.00-120.00  148
 54  ω     54.00 128.00   0.50    5.21    --   80.30  15.00 -60.00  148
 55  ω     54.00 128.00   0.50    5.21    --   80.30  15.00 -60.00  148
 56  ω     42.00  91.00   0.50    5.21    --   83.50 -99.00-142.02   98
 57  ω     42.00  93.00   0.50    5.21    --   83.50-101.00  37.28  102
 58  ω     42.00  93.00   0.50    5.21    --   83.50-101.00 -26.89  102
 59  ω    -32.00  -6.00   0.50    5.21    --  -14.00 114.00-162.31   52
 60  ω     28.00  56.00   0.50    5.21    --   14.00  60.00-103.40   56
 61  ω    -49.00 -21.00   0.50    5.21    --  -18.00 136.00 -64.91   56
 62  ω     32.00  60.00   0.50    5.21    --   18.00  58.00  13.12   56
 63  ω     32.00  60.00   0.50    5.21    --   18.00  59.00 -54.72   56
 64  ω     32.00  60.00   0.50    5.21    --   18.00  58.00 177.72   56
 65  ω     54.00  84.00   0.50    5.21    --   38.00  52.00  33.61   60
;
_diffrn_orient_matrix_type       
;
 CrysAlisPro convention (1999,Acta A55,543-557)
;
_diffrn_orient_matrix_UB_11      0.0594389000
_diffrn_orient_matrix_UB_12      0.0140404000
_diffrn_orient_matrix_UB_13      0.0819027000
_diffrn_orient_matrix_UB_21      -0.0467465000
_diffrn_orient_matrix_UB_22      0.0587142000
_diffrn_orient_matrix_UB_23      0.0497152000
_diffrn_orient_matrix_UB_31      -0.0284214000
_diffrn_orient_matrix_UB_32      -0.0672370000
_diffrn_orient_matrix_UB_33      0.0603866000
_diffrn_detector                 HPA
_diffrn_detector_type            'HyPix Arc150'
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            48123
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.476
_diffrn_reflns_theta_max         75.310
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4473
_reflns_number_gt                4002
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_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.
;

_computing_data_collection       'CrysAlisPro 1.171.42.30a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.30a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.42.30a (Rigaku OD, 2021)'
_computing_structure_solution    "SHELXT 2014/5 (Sheldrick, 2014)'"
_computing_structure_refinement  'SHELXL-2025/1 (Sheldrick, 2025)'
_computing_molecular_graphics    'ShelXLe (Huebschle et all, 2011)'
_computing_publication_material  'SHELXL-2025/1 (Sheldrick, 2025)'

_refine_special_details          
;
 Some reflections were removed from refinement as outliers. Benzene molecule 
 was placed on inversion center. Its geometry was constrained to the 
 idealized one. EADP constraint was applied to all atoms in this residu.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0897P)²+8.0424P] where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4473
_refine_ls_number_parameters     269
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0542
_refine_ls_wR_factor_ref         0.1587
_refine_ls_wR_factor_gt          0.1550
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.701
_refine_diff_density_rms         0.069
_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_
_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
N1_1 N 0.22424(10) 0.52964(11) 0.41375(13) 0.0275(4) Uani 1 1 d . . . . .
C1_1 C 0.31347(13) 0.45848(14) 0.49530(17) 0.0332(5) Uani 1 1 d . . . . .
H1_1 H 0.339802 0.446001 0.555574 0.040 Uiso 1 1 calc R U . . .
B1_1 B 0.24223(13) 0.50629(14) 0.31299(18) 0.0257(5) Uani 1 1 d . . . . .
N2_1 N 0.26489(10) 0.51069(12) 0.49923(14) 0.0314(4) Uani 1 1 d . . . . .
C2_1 C 0.33194(12) 0.41704(13) 0.40878(17) 0.0299(5) Uani 1 1 d . . . . .
C3_1 C 0.38018(13) 0.35483(14) 0.41645(19) 0.0357(5) Uani 1 1 d . . . . .
H3_1 H 0.401035 0.339143 0.479155 0.043 Uiso 1 1 calc R U . . .
C4_1 C 0.39710(15) 0.31679(14) 0.3333(2) 0.0420(6) Uani 1 1 d . . . . .
H4_1 H 0.429569 0.274577 0.338546 0.050 Uiso 1 1 calc R U . . .
C5_1 C 0.36681(15) 0.33980(16) 0.2407(2) 0.0426(6) Uani 1 1 d . . . . .
H5_1 H 0.379015 0.313635 0.183206 0.051 Uiso 1 1 calc R U . . .
C6_1 C 0.31880(13) 0.40110(14) 0.23316(18) 0.0356(5) Uani 1 1 d . . . . .
H6_1 H 0.298497 0.416708 0.170121 0.043 Uiso 1 1 calc R U . . .
C7_1 C 0.30001(12) 0.43997(12) 0.31672(16) 0.0279(5) Uani 1 1 d . . . . .
C1_2 C 0.17670(12) 0.59219(13) 0.42992(16) 0.0288(5) Uani 1 1 d . . . . .
C2_2 C 0.19820(14) 0.65408(14) 0.49295(18) 0.0352(5) Uani 1 1 d . . . . .
H2_2 H 0.244690 0.655443 0.523524 0.042 Uiso 1 1 calc R U . . .
C3_2 C 0.15108(15) 0.71387(15) 0.5108(2) 0.0410(6) Uani 1 1 d . . . . .
H3_2 H 0.165680 0.755432 0.554226 0.049 Uiso 1 1 calc R U . . .
C4_2 C 0.08356(15) 0.71335(15) 0.4660(2) 0.0414(6) Uani 1 1 d . . . . .
H4_2 H 0.051792 0.754116 0.478689 0.050 Uiso 1 1 calc R U . . .
C5_2 C 0.06277(14) 0.65297(15) 0.4027(2) 0.0379(6) Uani 1 1 d . . . . .
H5_2 H 0.016679 0.652933 0.370725 0.045 Uiso 1 1 calc R U . . .
C6_2 C 0.10839(12) 0.59212(14) 0.38509(18) 0.0324(5) Uani 1 1 d . . . . .
H6_2 H 0.092962 0.550384 0.342381 0.039 Uiso 1 1 calc R U . . .
N1_3 N 0.17498(9) 0.48383(10) 0.24049(13) 0.0239(4) Uani 1 1 d . . . . .
C1_3 C 0.13537(11) 0.41959(12) 0.24908(16) 0.0266(4) Uani 1 1 d . . . . .
H1_3 H 0.147471 0.382775 0.300043 0.032 Uiso 1 1 calc R U . . .
N2_3 N 0.26015(9) 0.58319(10) 0.25009(13) 0.0239(4) Uani 1 1 d . . . . .
C2_3 C 0.07715(11) 0.40700(12) 0.18402(16) 0.0277(5) Uani 1 1 d . . . . .
H2_3 H 0.049189 0.361495 0.189754 0.033 Uiso 1 1 calc R U . . .
C3_3 C 0.05976(11) 0.46130(12) 0.11016(16) 0.0266(4) Uani 1 1 d . . . . .
H3_3 H 0.019343 0.453311 0.065729 0.032 Uiso 1 1 calc R U . . .
C4_3 C 0.10135(11) 0.52765(12) 0.10079(16) 0.0256(4) Uani 1 1 d . . . . .
H4_3 H 0.090447 0.565090 0.050160 0.031 Uiso 1 1 calc R U . . .
C5_3 C 0.15888(11) 0.53662(11) 0.16796(15) 0.0233(4) Uani 1 1 d . . . . .
C6_3 C 0.21132(11) 0.59943(11) 0.17556(15) 0.0232(4) Uani 1 1 d . . . . .
C7_3 C 0.21437(12) 0.66614(12) 0.11858(17) 0.0279(5) Uani 1 1 d . . . . .
H7_3 H 0.178899 0.677795 0.067530 0.033 Uiso 1 1 calc R U . . .
C8_3 C 0.27175(12) 0.71566(13) 0.13921(17) 0.0306(5) Uani 1 1 d . . . . .
H8_3 H 0.275746 0.762241 0.101894 0.037 Uiso 1 1 calc R U . . .
C9_3 C 0.32298(12) 0.69726(13) 0.21385(18) 0.0304(5) Uani 1 1 d . . . . .
H9_3 H 0.362563 0.730404 0.226932 0.036 Uiso 1 1 calc R U . . .
C10_3 C 0.31588(11) 0.63024(13) 0.26900(16) 0.0278(5) Uani 1 1 d . . . . .
H10_3 H 0.350599 0.617389 0.320555 0.033 Uiso 1 1 calc R U . . .
Cl1_4 Cl 0.07701(3) 0.31634(3) 0.42896(4) 0.02670(17) Uani 1 1 d . . . . .
C1_5 C 0.5004(5) 0.49958(18) 0.1865(4) 0.0592(7) Uiso 0.5 1 d G . P A -1
H1_5 H 0.499841 0.450954 0.152371 0.071 Uiso 0.5 1 calc R U P A -1
C2_5 C 0.4990(3) 0.5697(3) 0.1342(3) 0.0592(7) Uiso 0.5 1 d G . P A -1
H2_5 H 0.497353 0.568940 0.064467 0.071 Uiso 0.5 1 calc R U P A -1
C3_5 C 0.4998(4) 0.64080(18) 0.1841(3) 0.0592(7) Uiso 0.5 1 d G . P A -1
H3_5 H 0.498814 0.688705 0.148436 0.071 Uiso 0.5 1 calc R U P A -1
C4_5 C 0.5022(4) 0.64186(17) 0.2862(3) 0.0592(7) Uiso 0.5 1 d G . P A -1
H4_5 H 0.502762 0.690485 0.320309 0.071 Uiso 0.5 1 calc R U P A -1
C5_5 C 0.5036(3) 0.5718(3) 0.3384(3) 0.0592(7) Uiso 0.5 1 d G . P A -1
H5_5 H 0.505250 0.572501 0.408214 0.071 Uiso 0.5 1 calc R U P A -1
C6_5 C 0.5028(5) 0.50063(18) 0.2886(4) 0.0592(7) Uiso 0.5 1 d G . P A -1
H6_5 H 0.503789 0.452734 0.324247 0.071 Uiso 0.5 1 calc R U P A -1


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
N1_1 N2_1 1.382(3) . ?
N1_1 C1_2 1.432(3) . ?
N1_1 B1_1 1.501(3) . ?
C1_1 N2_1 1.293(3) . ?
C1_1 C2_1 1.447(3) . ?
C1_1 H1_1 0.9500 . ?
B1_1 C7_1 1.580(3) . ?
B1_1 N1_3 1.600(3) . ?
B1_1 N2_3 1.620(3) . ?
C2_1 C7_1 1.403(3) . ?
C2_1 C3_1 1.405(3) . ?
C3_1 C4_1 1.371(4) . ?
C3_1 H3_1 0.9500 . ?
C4_1 C5_1 1.398(4) . ?
C4_1 H4_1 0.9500 . ?
C5_1 C6_1 1.390(3) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C7_1 1.394(3) . ?
C6_1 H6_1 0.9500 . ?
C1_2 C6_2 1.395(3) . ?
C1_2 C2_2 1.400(3) . ?
C2_2 C3_2 1.397(4) . ?
C2_2 H2_2 0.9500 . ?
C3_2 C4_2 1.381(4) . ?
C3_2 H3_2 0.9500 . ?
C4_2 C5_2 1.379(4) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.391(3) . ?
C5_2 H5_2 0.9500 . ?
C6_2 H6_2 0.9500 . ?
N1_3 C1_3 1.344(3) . ?
N1_3 C5_3 1.353(3) . ?
C1_3 C2_3 1.380(3) . ?
C1_3 H1_3 0.9500 . ?
N2_3 C10_3 1.342(3) . ?
N2_3 C6_3 1.348(3) . ?
C2_3 C3_3 1.387(3) . ?
C2_3 H2_3 0.9500 . ?
C3_3 C4_3 1.396(3) . ?
C3_3 H3_3 0.9500 . ?
C4_3 C5_3 1.378(3) . ?
C4_3 H4_3 0.9500 . ?
C5_3 C6_3 1.466(3) . ?
C6_3 C7_3 1.382(3) . ?
C7_3 C8_3 1.395(3) . ?
C7_3 H7_3 0.9500 . ?
C8_3 C9_3 1.386(3) . ?
C8_3 H8_3 0.9500 . ?
C9_3 C10_3 1.381(3) . ?
C9_3 H9_3 0.9500 . ?
C10_3 H10_3 0.9500 . ?
C1_5 C2_5 1.3900 . ?
C1_5 C6_5 1.3900 . ?
C1_5 H1_5 0.9500 . ?
C2_5 C3_5 1.3900 . ?
C2_5 H2_5 0.9500 . ?
C3_5 C4_5 1.3900 . ?
C3_5 H3_5 0.9500 . ?
C4_5 C5_5 1.3900 . ?
C4_5 H4_5 0.9500 . ?
C5_5 C6_5 1.3900 . ?
C5_5 H5_5 0.9500 . ?
C6_5 H6_5 0.9500 . ?

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
N2_1 N1_1 C1_2 111.25(18) . . ?
N2_1 N1_1 B1_1 123.58(18) . . ?
C1_2 N1_1 B1_1 122.67(18) . . ?
N2_1 C1_1 C2_1 126.8(2) . . ?
N2_1 C1_1 H1_1 116.6 . . ?
C2_1 C1_1 H1_1 116.6 . . ?
N1_1 B1_1 C7_1 112.19(18) . . ?
N1_1 B1_1 N1_3 113.06(18) . . ?
C7_1 B1_1 N1_3 111.88(17) . . ?
N1_1 B1_1 N2_3 110.34(17) . . ?
C7_1 B1_1 N2_3 114.50(18) . . ?
N1_3 B1_1 N2_3 93.63(15) . . ?
C1_1 N2_1 N1_1 118.68(19) . . ?
C7_1 C2_1 C3_1 120.6(2) . . ?
C7_1 C2_1 C1_1 118.4(2) . . ?
C3_1 C2_1 C1_1 121.0(2) . . ?
C4_1 C3_1 C2_1 119.9(2) . . ?
C4_1 C3_1 H3_1 120.1 . . ?
C2_1 C3_1 H3_1 120.1 . . ?
C3_1 C4_1 C5_1 120.4(2) . . ?
C3_1 C4_1 H4_1 119.8 . . ?
C5_1 C4_1 H4_1 119.8 . . ?
C6_1 C5_1 C4_1 119.8(2) . . ?
C6_1 C5_1 H5_1 120.1 . . ?
C4_1 C5_1 H5_1 120.1 . . ?
C5_1 C6_1 C7_1 120.9(2) . . ?
C5_1 C6_1 H6_1 119.5 . . ?
C7_1 C6_1 H6_1 119.5 . . ?
C6_1 C7_1 C2_1 118.4(2) . . ?
C6_1 C7_1 B1_1 123.0(2) . . ?
C2_1 C7_1 B1_1 118.5(2) . . ?
C6_2 C1_2 C2_2 118.9(2) . . ?
C6_2 C1_2 N1_1 121.1(2) . . ?
C2_2 C1_2 N1_1 119.9(2) . . ?
C3_2 C2_2 C1_2 119.8(2) . . ?
C3_2 C2_2 H2_2 120.1 . . ?
C1_2 C2_2 H2_2 120.1 . . ?
C4_2 C3_2 C2_2 120.9(2) . . ?
C4_2 C3_2 H3_2 119.6 . . ?
C2_2 C3_2 H3_2 119.6 . . ?
C5_2 C4_2 C3_2 119.3(2) . . ?
C5_2 C4_2 H4_2 120.4 . . ?
C3_2 C4_2 H4_2 120.4 . . ?
C4_2 C5_2 C6_2 120.9(3) . . ?
C4_2 C5_2 H5_2 119.6 . . ?
C6_2 C5_2 H5_2 119.6 . . ?
C5_2 C6_2 C1_2 120.2(2) . . ?
C5_2 C6_2 H6_2 119.9 . . ?
C1_2 C6_2 H6_2 119.9 . . ?
C1_3 N1_3 C5_3 120.80(18) . . ?
C1_3 N1_3 B1_1 124.86(17) . . ?
C5_3 N1_3 B1_1 114.33(16) . . ?
N1_3 C1_3 C2_3 120.1(2) . . ?
N1_3 C1_3 H1_3 119.9 . . ?
C2_3 C1_3 H1_3 119.9 . . ?
C10_3 N2_3 C6_3 120.63(18) . . ?
C10_3 N2_3 B1_1 125.74(18) . . ?
C6_3 N2_3 B1_1 113.58(17) . . ?
C1_3 C2_3 C3_3 119.5(2) . . ?
C1_3 C2_3 H2_3 120.3 . . ?
C3_3 C2_3 H2_3 120.3 . . ?
C2_3 C3_3 C4_3 120.3(2) . . ?
C2_3 C3_3 H3_3 119.8 . . ?
C4_3 C3_3 H3_3 119.8 . . ?
C5_3 C4_3 C3_3 117.30(19) . . ?
C5_3 C4_3 H4_3 121.4 . . ?
C3_3 C4_3 H4_3 121.4 . . ?
N1_3 C5_3 C4_3 121.98(19) . . ?
N1_3 C5_3 C6_3 108.88(18) . . ?
C4_3 C5_3 C6_3 129.13(19) . . ?
N2_3 C6_3 C7_3 122.15(19) . . ?
N2_3 C6_3 C5_3 109.21(17) . . ?
C7_3 C6_3 C5_3 128.63(19) . . ?
C6_3 C7_3 C8_3 117.2(2) . . ?
C6_3 C7_3 H7_3 121.4 . . ?
C8_3 C7_3 H7_3 121.4 . . ?
C9_3 C8_3 C7_3 120.4(2) . . ?
C9_3 C8_3 H8_3 119.8 . . ?
C7_3 C8_3 H8_3 119.8 . . ?
C10_3 C9_3 C8_3 119.3(2) . . ?
C10_3 C9_3 H9_3 120.3 . . ?
C8_3 C9_3 H9_3 120.3 . . ?
N2_3 C10_3 C9_3 120.3(2) . . ?
N2_3 C10_3 H10_3 119.8 . . ?
C9_3 C10_3 H10_3 119.8 . . ?
C2_5 C1_5 C6_5 120.0 . . ?
C2_5 C1_5 H1_5 120.0 . . ?
C6_5 C1_5 H1_5 120.0 . . ?
C3_5 C2_5 C1_5 120.0 . . ?
C3_5 C2_5 H2_5 120.0 . . ?
C1_5 C2_5 H2_5 120.0 . . ?
C4_5 C3_5 C2_5 120.0 . . ?
C4_5 C3_5 H3_5 120.0 . . ?
C2_5 C3_5 H3_5 120.0 . . ?
C5_5 C4_5 C3_5 120.0 . . ?
C5_5 C4_5 H4_5 120.0 . . ?
C3_5 C4_5 H4_5 120.0 . . ?
C4_5 C5_5 C6_5 120.0 . . ?
C4_5 C5_5 H5_5 120.0 . . ?
C6_5 C5_5 H5_5 120.0 . . ?
C5_5 C6_5 C1_5 120.0 . . ?
C5_5 C6_5 H6_5 120.0 . . ?
C1_5 C6_5 H6_5 120.0 . . ?

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
N2_1 N1_1 B1_1 C7_1 15.3(3) . . . . ?
C1_2 N1_1 B1_1 C7_1 175.76(18) . . . . ?
N2_1 N1_1 B1_1 N1_3 142.96(19) . . . . ?
C1_2 N1_1 B1_1 N1_3 -56.6(3) . . . . ?
N2_1 N1_1 B1_1 N2_3 -113.7(2) . . . . ?
C1_2 N1_1 B1_1 N2_3 46.8(3) . . . . ?
C2_1 C1_1 N2_1 N1_1 1.3(4) . . . . ?
C1_2 N1_1 N2_1 C1_1 -175.8(2) . . . . ?
B1_1 N1_1 N2_1 C1_1 -13.4(3) . . . . ?
N2_1 C1_1 C2_1 C7_1 7.2(4) . . . . ?
N2_1 C1_1 C2_1 C3_1 -172.2(2) . . . . ?
C7_1 C2_1 C3_1 C4_1 1.0(4) . . . . ?
C1_1 C2_1 C3_1 C4_1 -179.6(2) . . . . ?
C2_1 C3_1 C4_1 C5_1 0.3(4) . . . . ?
C3_1 C4_1 C5_1 C6_1 -0.6(4) . . . . ?
C4_1 C5_1 C6_1 C7_1 -0.3(4) . . . . ?
C5_1 C6_1 C7_1 C2_1 1.5(4) . . . . ?
C5_1 C6_1 C7_1 B1_1 -176.0(2) . . . . ?
C3_1 C2_1 C7_1 C6_1 -1.8(3) . . . . ?
C1_1 C2_1 C7_1 C6_1 178.8(2) . . . . ?
C3_1 C2_1 C7_1 B1_1 175.8(2) . . . . ?
C1_1 C2_1 C7_1 B1_1 -3.7(3) . . . . ?
N1_1 B1_1 C7_1 C6_1 171.2(2) . . . . ?
N1_3 B1_1 C7_1 C6_1 42.9(3) . . . . ?
N2_3 B1_1 C7_1 C6_1 -62.1(3) . . . . ?
N1_1 B1_1 C7_1 C2_1 -6.3(3) . . . . ?
N1_3 B1_1 C7_1 C2_1 -134.6(2) . . . . ?
N2_3 B1_1 C7_1 C2_1 120.5(2) . . . . ?
N2_1 N1_1 C1_2 C6_2 -140.9(2) . . . . ?
B1_1 N1_1 C1_2 C6_2 56.5(3) . . . . ?
N2_1 N1_1 C1_2 C2_2 38.0(3) . . . . ?
B1_1 N1_1 C1_2 C2_2 -124.6(2) . . . . ?
C6_2 C1_2 C2_2 C3_2 0.7(3) . . . . ?
N1_1 C1_2 C2_2 C3_2 -178.2(2) . . . . ?
C1_2 C2_2 C3_2 C4_2 -0.8(4) . . . . ?
C2_2 C3_2 C4_2 C5_2 -0.2(4) . . . . ?
C3_2 C4_2 C5_2 C6_2 1.3(4) . . . . ?
C4_2 C5_2 C6_2 C1_2 -1.3(4) . . . . ?
C2_2 C1_2 C6_2 C5_2 0.3(3) . . . . ?
N1_1 C1_2 C6_2 C5_2 179.2(2) . . . . ?
N1_1 B1_1 N1_3 C1_3 -69.4(3) . . . . ?
C7_1 B1_1 N1_3 C1_3 58.4(3) . . . . ?
N2_3 B1_1 N1_3 C1_3 176.66(19) . . . . ?
N1_1 B1_1 N1_3 C5_3 109.3(2) . . . . ?
C7_1 B1_1 N1_3 C5_3 -122.9(2) . . . . ?
N2_3 B1_1 N1_3 C5_3 -4.7(2) . . . . ?
C5_3 N1_3 C1_3 C2_3 -0.5(3) . . . . ?
B1_1 N1_3 C1_3 C2_3 178.1(2) . . . . ?
N1_1 B1_1 N2_3 C10_3 67.3(3) . . . . ?
C7_1 B1_1 N2_3 C10_3 -60.4(3) . . . . ?
N1_3 B1_1 N2_3 C10_3 -176.47(19) . . . . ?
N1_1 B1_1 N2_3 C6_3 -110.2(2) . . . . ?
C7_1 B1_1 N2_3 C6_3 122.1(2) . . . . ?
N1_3 B1_1 N2_3 C6_3 6.0(2) . . . . ?
N1_3 C1_3 C2_3 C3_3 -0.3(3) . . . . ?
C1_3 C2_3 C3_3 C4_3 0.9(3) . . . . ?
C2_3 C3_3 C4_3 C5_3 -0.7(3) . . . . ?
C1_3 N1_3 C5_3 C4_3 0.7(3) . . . . ?
B1_1 N1_3 C5_3 C4_3 -178.04(19) . . . . ?
C1_3 N1_3 C5_3 C6_3 -179.10(18) . . . . ?
B1_1 N1_3 C5_3 C6_3 2.2(2) . . . . ?
C3_3 C4_3 C5_3 N1_3 -0.1(3) . . . . ?
C3_3 C4_3 C5_3 C6_3 179.7(2) . . . . ?
C10_3 N2_3 C6_3 C7_3 -3.0(3) . . . . ?
B1_1 N2_3 C6_3 C7_3 174.7(2) . . . . ?
C10_3 N2_3 C6_3 C5_3 176.78(18) . . . . ?
B1_1 N2_3 C6_3 C5_3 -5.6(2) . . . . ?
N1_3 C5_3 C6_3 N2_3 2.1(2) . . . . ?
C4_3 C5_3 C6_3 N2_3 -177.6(2) . . . . ?
N1_3 C5_3 C6_3 C7_3 -178.1(2) . . . . ?
C4_3 C5_3 C6_3 C7_3 2.1(4) . . . . ?
N2_3 C6_3 C7_3 C8_3 1.9(3) . . . . ?
C5_3 C6_3 C7_3 C8_3 -177.8(2) . . . . ?
C6_3 C7_3 C8_3 C9_3 0.2(3) . . . . ?
C7_3 C8_3 C9_3 C10_3 -1.4(4) . . . . ?
C6_3 N2_3 C10_3 C9_3 1.7(3) . . . . ?
B1_1 N2_3 C10_3 C9_3 -175.6(2) . . . . ?
C8_3 C9_3 C10_3 N2_3 0.4(3) . . . . ?
C6_5 C1_5 C2_5 C3_5 0.0 . . . . ?
C1_5 C2_5 C3_5 C4_5 0.0 . . . . ?
C2_5 C3_5 C4_5 C5_5 0.0 . . . . ?
C3_5 C4_5 C5_5 C6_5 0.0 . . . . ?
C4_5 C5_5 C6_5 C1_5 0.0 . . . . ?
C2_5 C1_5 C6_5 C5_5 0.0 . . . . ?


