# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_probe_4
_database_code_depnum_ccdc_archive 'CCDC 2152784'
loop_
_audit_author_name
_audit_author_address
'Ray J. Butcher'
;Department of Chemistry, Howard University, Washington
United States of America
;
_audit_update_record             
;
2022-02-17 deposited with the CCDC.	2022-08-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H16 B2 F4 N4 Se'
_chemical_formula_sum            'C18 H16 B2 F4 N4 Se'
_chemical_formula_weight         464.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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                   15.7742(11)
_cell_length_b                   13.2156(9)
_cell_length_c                   9.4460(8)
_cell_angle_alpha                90
_cell_angle_beta                 105.288(2)
_cell_angle_gamma                90
_cell_volume                     1899.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5812
_cell_measurement_theta_min      2.313
_cell_measurement_theta_max      21.456

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.035
_exptl_absorpt_coefficient_mu    2.027
_shelx_estimated_absorpt_T_min   0.631
_shelx_estimated_absorpt_T_max   0.932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.0902
_exptl_absorpt_correction_T_max  0.1525
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20626
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.677
_diffrn_reflns_theta_max         28.276
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4696
_reflns_number_gt                3633
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS and XPREP'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_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)+(0.0796P)²] 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         4696
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0501
_refine_ls_wR_factor_ref         0.1320
_refine_ls_wR_factor_gt          0.1224
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Se1 Se 0.46163(2) 0.11789(2) 0.90601(3) 0.01970(13) Uani 1 1 d . . . . .
F1 F 0.20850(11) 0.09196(12) 0.30550(18) 0.0187(4) Uani 1 1 d . . . . .
F2 F 0.12256(11) 0.10662(11) 0.46109(19) 0.0186(4) Uani 1 1 d . . . . .
F3 F 0.14725(11) 0.50934(12) 0.25923(19) 0.0204(4) Uani 1 1 d . . . . .
F4 F 0.06659(11) 0.47984(12) 0.41960(18) 0.0226(4) Uani 1 1 d . . . . .
N1 N 0.26768(15) 0.17981(17) 0.5369(3) 0.0140(5) Uani 1 1 d . . . . .
N2 N 0.15097(15) 0.25781(17) 0.3363(3) 0.0151(5) Uani 1 1 d . . . . .
N3 N 0.17482(15) 0.35229(17) 0.4015(3) 0.0142(5) Uani 1 1 d . . . . .
N4 N 0.04660(16) 0.36556(17) 0.2109(3) 0.0154(5) Uani 1 1 d . . . . .
C1 C 0.56930(19) 0.1344(2) 0.8493(3) 0.0163(6) Uani 1 1 d . . . . .
C2 C 0.6478(2) 0.1164(2) 0.9565(3) 0.0189(7) Uani 1 1 d . . . . .
H2A H 0.646720 0.096546 1.052658 0.023 Uiso 1 1 calc R U . . .
C3 C 0.7273(2) 0.1279(2) 0.9217(4) 0.0223(7) Uani 1 1 d . . . . .
H3A H 0.780670 0.116391 0.994912 0.027 Uiso 1 1 calc R U . . .
C4 C 0.7301(2) 0.1557(2) 0.7819(4) 0.0255(7) Uani 1 1 d . . . . .
H4A H 0.784874 0.162333 0.758478 0.031 Uiso 1 1 calc R U . . .
C5 C 0.6514(2) 0.1739(2) 0.6754(4) 0.0231(7) Uani 1 1 d . . . . .
H5A H 0.652697 0.193632 0.579286 0.028 Uiso 1 1 calc R U . . .
C6 C 0.5714(2) 0.1634(2) 0.7089(3) 0.0202(6) Uani 1 1 d . . . . .
H6A H 0.518136 0.176101 0.636033 0.024 Uiso 1 1 calc R U . . .
C7 C 0.32156(19) 0.1155(2) 0.6318(3) 0.0162(6) Uani 1 1 d . . . . .
C8 C 0.37999(18) 0.1723(2) 0.7393(3) 0.0165(6) Uani 1 1 d . . . . .
C9 C 0.36193(18) 0.2753(2) 0.7103(3) 0.0160(6) Uani 1 1 d . . . . .
C10 C 0.29179(18) 0.2781(2) 0.5848(3) 0.0143(6) Uani 1 1 d . . . . .
C11 C 0.24177(18) 0.3605(2) 0.5162(3) 0.0147(6) Uani 1 1 d . . . . .
H11A H 0.257501 0.426059 0.555543 0.018 Uiso 1 1 calc R U . . .
C12 C 0.3156(2) 0.0033(2) 0.6118(3) 0.0201(6) Uani 1 1 d . . . . .
H12A H 0.312628 -0.013369 0.509550 0.030 Uiso 1 1 calc R U . . .
H12B H 0.262603 -0.021590 0.636106 0.030 Uiso 1 1 calc R U . . .
H12C H 0.367543 -0.028572 0.676648 0.030 Uiso 1 1 calc R U . . .
C13 C 0.4091(2) 0.3638(2) 0.7941(4) 0.0217(7) Uani 1 1 d . . . . .
H13A H 0.374112 0.425197 0.764847 0.032 Uiso 1 1 calc R U . . .
H13B H 0.466332 0.371790 0.773016 0.032 Uiso 1 1 calc R U . . .
H13C H 0.417852 0.352228 0.899504 0.032 Uiso 1 1 calc R U . . .
C14 C 0.07612(17) 0.2687(2) 0.2265(3) 0.0142(6) Uani 1 1 d . . . . .
C15 C 0.03242(18) 0.1917(2) 0.1341(3) 0.0178(6) Uani 1 1 d . . . . .
H15A H 0.053042 0.123909 0.145127 0.021 Uiso 1 1 calc R U . . .
C16 C -0.04127(19) 0.2181(2) 0.0272(3) 0.0212(7) Uani 1 1 d . . . . .
H16A H -0.072409 0.167443 -0.037312 0.025 Uiso 1 1 calc R U . . .
C17 C -0.07193(19) 0.3187(2) 0.0109(4) 0.0230(7) Uani 1 1 d . . . . .
H17A H -0.123030 0.336219 -0.063875 0.028 Uiso 1 1 calc R U . . .
C18 C -0.0265(2) 0.3905(2) 0.1052(3) 0.0196(7) Uani 1 1 d . . . . .
H18A H -0.046433 0.458638 0.096318 0.023 Uiso 1 1 calc R U . . .
B1 B 0.1873(2) 0.1534(2) 0.4095(3) 0.0140(6) Uani 1 1 d . . . . .
B2 B 0.1087(2) 0.4370(2) 0.3244(4) 0.0164(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C8 1.894(3) . ?
Se1 C1 1.923(3) . ?
F1 B1 1.382(4) . ?
F2 B1 1.387(4) . ?
F3 B2 1.364(4) . ?
F4 B2 1.373(4) . ?
N1 C7 1.359(4) . ?
N1 C10 1.395(3) . ?
N1 B1 1.540(4) . ?
N2 C14 1.358(3) . ?
N2 N3 1.399(3) . ?
N2 B1 1.582(4) . ?
N3 C11 1.303(4) . ?
N3 B2 1.572(4) . ?
N4 C18 1.352(4) . ?
N4 C14 1.357(3) . ?
N4 B2 1.564(4) . ?
C1 C6 1.389(4) . ?
C1 C2 1.398(4) . ?
C2 C3 1.386(5) . ?
C2 H2A 0.9500 . ?
C3 C4 1.383(5) . ?
C3 H3A 0.9500 . ?
C4 C5 1.398(4) . ?
C4 H4A 0.9500 . ?
C5 C6 1.387(4) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C8 1.397(4) . ?
C7 C12 1.494(4) . ?
C8 C9 1.402(4) . ?
C9 C10 1.392(4) . ?
C9 C13 1.496(4) . ?
C10 C11 1.399(4) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.397(4) . ?
C15 C16 1.368(4) . ?
C15 H15A 0.9500 . ?
C16 C17 1.409(4) . ?
C16 H16A 0.9500 . ?
C17 C18 1.369(4) . ?
C17 H17A 0.9500 . ?
C18 H18A 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
C8 Se1 C1 100.49(12) . . ?
C7 N1 C10 107.4(2) . . ?
C7 N1 B1 128.1(2) . . ?
C10 N1 B1 124.2(2) . . ?
C14 N2 N3 108.7(2) . . ?
C14 N2 B1 124.6(2) . . ?
N3 N2 B1 124.2(2) . . ?
C11 N3 N2 120.3(2) . . ?
C11 N3 B2 128.3(2) . . ?
N2 N3 B2 111.3(2) . . ?
C18 N4 C14 120.8(2) . . ?
C18 N4 B2 128.1(2) . . ?
C14 N4 B2 111.1(2) . . ?
C6 C1 C2 119.9(3) . . ?
C6 C1 Se1 122.8(2) . . ?
C2 C1 Se1 117.3(2) . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 H2A 120.2 . . ?
C1 C2 H2A 120.2 . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3A 119.5 . . ?
C2 C3 H3A 119.5 . . ?
C3 C4 C5 119.1(3) . . ?
C3 C4 H4A 120.4 . . ?
C5 C4 H4A 120.4 . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5A 119.7 . . ?
C4 C5 H5A 119.7 . . ?
C5 C6 C1 119.8(3) . . ?
C5 C6 H6A 120.1 . . ?
C1 C6 H6A 120.1 . . ?
N1 C7 C8 108.7(2) . . ?
N1 C7 C12 121.9(3) . . ?
C8 C7 C12 129.3(3) . . ?
C7 C8 C9 108.6(2) . . ?
C7 C8 Se1 125.0(2) . . ?
C9 C8 Se1 126.1(2) . . ?
C10 C9 C8 105.5(2) . . ?
C10 C9 C13 127.1(3) . . ?
C8 C9 C13 127.4(3) . . ?
C9 C10 N1 109.8(2) . . ?
C9 C10 C11 129.7(3) . . ?
N1 C10 C11 120.1(2) . . ?
N3 C11 C10 123.7(3) . . ?
N3 C11 H11A 118.1 . . ?
C10 C11 H11A 118.1 . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 N2 112.8(2) . . ?
N4 C14 C15 121.3(2) . . ?
N2 C14 C15 125.9(2) . . ?
C16 C15 C14 117.3(3) . . ?
C16 C15 H15A 121.3 . . ?
C14 C15 H15A 121.3 . . ?
C15 C16 C17 121.4(3) . . ?
C15 C16 H16A 119.3 . . ?
C17 C16 H16A 119.3 . . ?
C18 C17 C16 118.5(3) . . ?
C18 C17 H17A 120.7 . . ?
C16 C17 H17A 120.7 . . ?
N4 C18 C17 120.7(3) . . ?
N4 C18 H18A 119.7 . . ?
C17 C18 H18A 119.7 . . ?
F1 B1 F2 109.1(2) . . ?
F1 B1 N1 112.6(2) . . ?
F2 B1 N1 111.0(2) . . ?
F1 B1 N2 109.2(2) . . ?
F2 B1 N2 109.1(2) . . ?
N1 B1 N2 105.8(2) . . ?
F3 B2 F4 110.9(2) . . ?
F3 B2 N4 112.8(2) . . ?
F4 B2 N4 112.0(2) . . ?
F3 B2 N3 112.8(3) . . ?
F4 B2 N3 111.5(2) . . ?
N4 B2 N3 96.1(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14 N2 N3 C11 175.6(3) . . . . ?
B1 N2 N3 C11 13.0(4) . . . . ?
C14 N2 N3 B2 -1.0(3) . . . . ?
B1 N2 N3 B2 -163.6(3) . . . . ?
C6 C1 C2 C3 0.0(4) . . . . ?
Se1 C1 C2 C3 -179.6(2) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C5 1.0(5) . . . . ?
C3 C4 C5 C6 -0.5(5) . . . . ?
C4 C5 C6 C1 -0.1(5) . . . . ?
C2 C1 C6 C5 0.4(4) . . . . ?
Se1 C1 C6 C5 -180.0(2) . . . . ?
C10 N1 C7 C8 -0.3(3) . . . . ?
B1 N1 C7 C8 -173.6(3) . . . . ?
C10 N1 C7 C12 -178.6(3) . . . . ?
B1 N1 C7 C12 8.1(5) . . . . ?
N1 C7 C8 C9 0.0(3) . . . . ?
C12 C7 C8 C9 178.1(3) . . . . ?
N1 C7 C8 Se1 174.3(2) . . . . ?
C12 C7 C8 Se1 -7.6(5) . . . . ?
C1 Se1 C8 C7 105.6(3) . . . . ?
C1 Se1 C8 C9 -81.1(3) . . . . ?
C7 C8 C9 C10 0.3(3) . . . . ?
Se1 C8 C9 C10 -173.9(2) . . . . ?
C7 C8 C9 C13 -178.5(3) . . . . ?
Se1 C8 C9 C13 7.3(5) . . . . ?
C8 C9 C10 N1 -0.5(3) . . . . ?
C13 C9 C10 N1 178.3(3) . . . . ?
C8 C9 C10 C11 172.9(3) . . . . ?
C13 C9 C10 C11 -8.3(5) . . . . ?
C7 N1 C10 C9 0.5(3) . . . . ?
B1 N1 C10 C9 174.2(3) . . . . ?
C7 N1 C10 C11 -173.7(3) . . . . ?
B1 N1 C10 C11 0.0(4) . . . . ?
N2 N3 C11 C10 -2.3(4) . . . . ?
B2 N3 C11 C10 173.7(3) . . . . ?
C9 C10 C11 N3 -177.0(3) . . . . ?
N1 C10 C11 N3 -4.2(5) . . . . ?
C18 N4 C14 N2 178.9(3) . . . . ?
B2 N4 C14 N2 0.5(3) . . . . ?
C18 N4 C14 C15 0.1(4) . . . . ?
B2 N4 C14 C15 -178.3(3) . . . . ?
N3 N2 C14 N4 0.3(3) . . . . ?
B1 N2 C14 N4 162.8(2) . . . . ?
N3 N2 C14 C15 179.0(3) . . . . ?
B1 N2 C14 C15 -18.5(5) . . . . ?
N4 C14 C15 C16 0.1(4) . . . . ?
N2 C14 C15 C16 -178.5(3) . . . . ?
C14 C15 C16 C17 0.0(5) . . . . ?
C15 C16 C17 C18 -0.2(5) . . . . ?
C14 N4 C18 C17 -0.4(4) . . . . ?
B2 N4 C18 C17 177.7(3) . . . . ?
C16 C17 C18 N4 0.5(5) . . . . ?
C7 N1 B1 F1 -60.2(4) . . . . ?
C10 N1 B1 F1 127.5(3) . . . . ?
C7 N1 B1 F2 62.4(4) . . . . ?
C10 N1 B1 F2 -109.9(3) . . . . ?
C7 N1 B1 N2 -179.4(3) . . . . ?
C10 N1 B1 N2 8.3(4) . . . . ?
C14 N2 B1 F1 63.8(3) . . . . ?
N3 N2 B1 F1 -136.3(3) . . . . ?
C14 N2 B1 F2 -55.3(4) . . . . ?
N3 N2 B1 F2 104.6(3) . . . . ?
C14 N2 B1 N1 -174.7(2) . . . . ?
N3 N2 B1 N1 -14.9(3) . . . . ?
C18 N4 B2 F3 -61.3(4) . . . . ?
C14 N4 B2 F3 116.9(3) . . . . ?
C18 N4 B2 F4 64.6(4) . . . . ?
C14 N4 B2 F4 -117.1(3) . . . . ?
C18 N4 B2 N3 -179.2(3) . . . . ?
C14 N4 B2 N3 -1.0(3) . . . . ?
C11 N3 B2 F3 67.0(4) . . . . ?
N2 N3 B2 F3 -116.7(3) . . . . ?
C11 N3 B2 F4 -58.6(4) . . . . ?
N2 N3 B2 F4 117.7(3) . . . . ?
C11 N3 B2 N4 -175.1(3) . . . . ?
N2 N3 B2 N4 1.1(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C12 H12A F1 0.98 2.58 3.165(3) 118.0 . yes
C12 H12B F3 0.98 2.41 3.312(4) 152.8 4_566 yes
C12 H12C Se1 0.98 2.99 3.456(3) 110.3 . yes
C15 H15A F1 0.95 2.55 3.115(3) 117.9 . yes
C15 H15A F4 0.95 2.64 3.182(3) 116.9 2_545 yes
C15 H15A F4 0.95 2.59 3.180(3) 120.7 4_565 yes
C18 H18A F2 0.95 2.28 3.216(3) 166.8 2 yes

_refine_diff_density_max         1.247
_refine_diff_density_min         -0.724
_refine_diff_density_rms         0.116

