# 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 2023

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2235136'
loop_
_audit_author_name
_audit_author_address
'Dr. P. K. Sudhadevi Antharjanam'
;SAIF, IIT Madras
India
;
_audit_update_record             
;
2023-02-06 deposited with the CCDC.	2023-03-28 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         'C23 H18 B F2 N3'
_chemical_formula_sum            'C23 H18 B F2 N3'
_chemical_formula_weight         385.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   13.8926(4)
_cell_length_b                   18.2905(10)
_cell_length_c                   7.7364(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.426(2)
_cell_angle_gamma                90
_cell_volume                     1939.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    3069
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      20.45
_exptl_crystal_description       BLOCK
_exptl_crystal_colour            red


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4933
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker axs kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26857
_diffrn_reflns_av_unetI/netI     0.0818
_diffrn_reflns_av_R_equivalents  0.1223
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.227
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3424
_reflns_number_gt                1857
_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       'APEX3 (Bruker, 2004)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SHELXT-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_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)+(0.0544P)²+0.4794P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0107(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3424
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1193
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1479
_refine_ls_wR_factor_gt          0.1089
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
C1 C 0.4229(2) 0.88161(19) 0.3644(4) 0.0542(8) Uani 1 1 d . . . . .
C2 C 0.5202(2) 0.9016(2) 0.4148(5) 0.0712(10) Uani 1 1 d . . . . .
H2 H 0.544477 0.945249 0.377892 0.085 Uiso 1 1 calc R U . . .
C3 C 0.5788(2) 0.8537(3) 0.5220(5) 0.0820(12) Uani 1 1 d . . . . .
H3 H 0.644033 0.865633 0.558303 0.098 Uiso 1 1 calc R U . . .
C4 C 0.5441(2) 0.7884(2) 0.5773(5) 0.0839(12) Uani 1 1 d . . . . .
H4 H 0.586039 0.757421 0.649225 0.101 Uiso 1 1 calc R U . . .
C5 C 0.4479(2) 0.7690(2) 0.5269(4) 0.0684(10) Uani 1 1 d . . . . .
H5 H 0.424379 0.725158 0.564523 0.082 Uiso 1 1 calc R U . . .
C6 C 0.38674(19) 0.81565(18) 0.4196(4) 0.0510(8) Uani 1 1 d . . . . .
C7 C 0.28484(18) 0.81253(16) 0.3429(3) 0.0446(7) Uani 1 1 d . . . . .
C8 C 0.26391(19) 0.87778(16) 0.2477(4) 0.0458(7) Uani 1 1 d . . . . .
C9 C 0.17087(19) 0.89370(16) 0.1602(3) 0.0452(7) Uani 1 1 d . . . . .
H9 H 0.157410 0.937016 0.097981 0.054 Uiso 1 1 calc R U . . .
C10 C 0.09961(19) 0.84251(15) 0.1698(3) 0.0420(7) Uani 1 1 d . . . . .
H10 H 0.036233 0.852390 0.115139 0.050 Uiso 1 1 calc R U . . .
C11 C 0.11859(18) 0.77601(15) 0.2587(3) 0.0396(7) Uani 1 1 d . . . . .
C12 C 0.21172(19) 0.76159(16) 0.3458(3) 0.0433(7) Uani 1 1 d . . . . .
H12 H 0.225060 0.717804 0.406058 0.052 Uiso 1 1 calc R U . . .
C13 C 0.04101(18) 0.72138(15) 0.2609(3) 0.0389(7) Uani 1 1 d . . . . .
C14 C 0.05970(18) 0.64827(16) 0.2290(3) 0.0416(7) Uani 1 1 d . . . . .
C15 C 0.1389(2) 0.61362(17) 0.1699(3) 0.0496(8) Uani 1 1 d . . . . .
H15 H 0.194423 0.636594 0.143534 0.059 Uiso 1 1 calc R U . . .
C16 C 0.1199(2) 0.54086(19) 0.1583(4) 0.0611(9) Uani 1 1 d . . . . .
H16 H 0.160012 0.504895 0.123378 0.073 Uiso 1 1 calc R U . . .
C17 C 0.0295(2) 0.53018(18) 0.2083(4) 0.0599(9) Uani 1 1 d . . . . .
H17 H -0.000904 0.485091 0.213425 0.072 Uiso 1 1 calc R U . . .
C18 C -0.1991(2) 0.72385(19) 0.3533(4) 0.0577(9) Uani 1 1 d . . . . .
H18 H -0.256661 0.701184 0.370599 0.069 Uiso 1 1 calc R U . . .
C19 C -0.1823(2) 0.79751(19) 0.3666(4) 0.0587(9) Uani 1 1 d . . . . .
H19 H -0.225908 0.832937 0.391949 0.070 Uiso 1 1 calc R U . . .
C20 C -0.0890(2) 0.80940(17) 0.3358(4) 0.0503(8) Uani 1 1 d . . . . .
H20 H -0.057323 0.854274 0.338858 0.060 Uiso 1 1 calc R U . . .
C21 C -0.05063(19) 0.74182(15) 0.2990(3) 0.0407(7) Uani 1 1 d . . . . .
C22 C 0.3581(2) 0.98477(18) 0.1602(5) 0.0733(10) Uani 1 1 d . . . . .
H22A H 0.413475 1.012629 0.218214 0.088 Uiso 1 1 calc R U . . .
H22B H 0.300177 1.014726 0.156968 0.088 Uiso 1 1 calc R U . . .
C23 C 0.3724(3) 0.9680(2) -0.0252(5) 0.1095(16) Uani 1 1 d . . . . .
H23A H 0.431512 0.940586 -0.022894 0.164 Uiso 1 1 calc R U . . .
H23B H 0.376669 1.012922 -0.087764 0.164 Uiso 1 1 calc R U . . .
H23C H 0.318116 0.939892 -0.082813 0.164 Uiso 1 1 calc R U . . .
N1 N 0.34780(17) 0.91923(13) 0.2602(3) 0.0546(7) Uani 1 1 d . . . . .
N2 N -0.12103(15) 0.68873(13) 0.3117(3) 0.0465(6) Uani 1 1 d . . . . .
N3 N -0.00755(15) 0.59435(13) 0.2481(3) 0.0457(6) Uani 1 1 d . . . . .
B1 B -0.1091(2) 0.6064(2) 0.2978(4) 0.0502(9) Uani 1 1 d . . . . .
F1 F -0.18031(11) 0.57682(9) 0.1708(2) 0.0645(5) Uani 1 1 d . . . . .
F2 F -0.11495(12) 0.57303(9) 0.4567(2) 0.0666(6) 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
C1 N1 1.391(4) . ?
C1 C2 1.393(4) . ?
C1 C6 1.400(4) . ?
C2 C3 1.377(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.444(4) . ?
C7 C12 1.381(4) . ?
C7 C8 1.407(4) . ?
C8 N1 1.380(3) . ?
C8 C9 1.388(4) . ?
C9 C10 1.373(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.401(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.383(3) . ?
C11 C13 1.472(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.392(4) . ?
C13 C21 1.404(3) . ?
C14 N3 1.383(3) . ?
C14 C15 1.409(3) . ?
C15 C16 1.357(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.388(4) . ?
C16 H16 0.9300 . ?
C17 N3 1.337(3) . ?
C17 H17 0.9300 . ?
C18 N2 1.344(3) . ?
C18 C19 1.368(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.372(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.394(4) . ?
C20 H20 0.9300 . ?
C21 N2 1.393(3) . ?
C22 N1 1.446(4) . ?
C22 C23 1.511(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
N2 B1 1.521(4) . ?
N3 B1 1.537(4) . ?
B1 F1 1.385(4) . ?
B1 F2 1.387(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.3(3) . . ?
N1 C1 C6 109.3(2) . . ?
C2 C1 C6 121.4(3) . . ?
C3 C2 C1 116.9(3) . . ?
C3 C2 H2 121.5 . . ?
C1 C2 H2 121.5 . . ?
C2 C3 C4 122.3(3) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 C7 133.4(3) . . ?
C1 C6 C7 106.6(3) . . ?
C12 C7 C8 119.4(2) . . ?
C12 C7 C6 134.0(3) . . ?
C8 C7 C6 106.6(3) . . ?
N1 C8 C9 128.8(3) . . ?
N1 C8 C7 109.2(2) . . ?
C9 C8 C7 121.9(3) . . ?
C10 C9 C8 116.9(3) . . ?
C10 C9 H9 121.5 . . ?
C8 C9 H9 121.5 . . ?
C9 C10 C11 122.6(3) . . ?
C9 C10 H10 118.7 . . ?
C11 C10 H10 118.7 . . ?
C12 C11 C10 119.4(2) . . ?
C12 C11 C13 119.6(2) . . ?
C10 C11 C13 121.1(2) . . ?
C7 C12 C11 119.7(3) . . ?
C7 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C14 C13 C21 119.7(2) . . ?
C14 C13 C11 119.5(2) . . ?
C21 C13 C11 120.8(2) . . ?
N3 C14 C13 121.1(2) . . ?
N3 C14 C15 106.9(2) . . ?
C13 C14 C15 131.9(3) . . ?
C16 C15 C14 108.0(3) . . ?
C16 C15 H15 126.0 . . ?
C14 C15 H15 126.0 . . ?
C15 C16 C17 107.1(3) . . ?
C15 C16 H16 126.4 . . ?
C17 C16 H16 126.4 . . ?
N3 C17 C16 109.9(3) . . ?
N3 C17 H17 125.0 . . ?
C16 C17 H17 125.0 . . ?
N2 C18 C19 110.7(3) . . ?
N2 C18 H18 124.6 . . ?
C19 C18 H18 124.6 . . ?
C18 C19 C20 107.3(3) . . ?
C18 C19 H19 126.4 . . ?
C20 C19 H19 126.4 . . ?
C19 C20 C21 107.4(3) . . ?
C19 C20 H20 126.3 . . ?
C21 C20 H20 126.3 . . ?
N2 C21 C20 107.9(2) . . ?
N2 C21 C13 120.0(2) . . ?
C20 C21 C13 132.0(3) . . ?
N1 C22 C23 112.3(3) . . ?
N1 C22 H22A 109.1 . . ?
C23 C22 H22A 109.1 . . ?
N1 C22 H22B 109.1 . . ?
C23 C22 H22B 109.1 . . ?
H22A C22 H22B 107.9 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C8 N1 C1 108.2(2) . . ?
C8 N1 C22 125.0(3) . . ?
C1 N1 C22 126.1(2) . . ?
C18 N2 C21 106.7(2) . . ?
C18 N2 B1 126.3(2) . . ?
C21 N2 B1 126.8(2) . . ?
C17 N3 C14 108.0(2) . . ?
C17 N3 B1 125.9(3) . . ?
C14 N3 B1 126.0(2) . . ?
F1 B1 F2 108.5(2) . . ?
F1 B1 N2 111.3(3) . . ?
F2 B1 N2 110.5(3) . . ?
F1 B1 N3 110.2(2) . . ?
F2 B1 N3 110.4(3) . . ?
N2 B1 N3 106.0(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
N1 C1 C2 C3 179.1(3) . . . . ?
C6 C1 C2 C3 -0.3(5) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C2 C3 C4 C5 -0.3(6) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C4 C5 C6 C1 -0.2(5) . . . . ?
C4 C5 C6 C7 179.6(3) . . . . ?
N1 C1 C6 C5 -179.2(3) . . . . ?
C2 C1 C6 C5 0.3(4) . . . . ?
N1 C1 C6 C7 0.9(3) . . . . ?
C2 C1 C6 C7 -179.6(3) . . . . ?
C5 C6 C7 C12 -1.4(6) . . . . ?
C1 C6 C7 C12 178.5(3) . . . . ?
C5 C6 C7 C8 178.9(3) . . . . ?
C1 C6 C7 C8 -1.2(3) . . . . ?
C12 C7 C8 N1 -178.6(2) . . . . ?
C6 C7 C8 N1 1.1(3) . . . . ?
C12 C7 C8 C9 1.9(4) . . . . ?
C6 C7 C8 C9 -178.3(2) . . . . ?
N1 C8 C9 C10 -179.6(2) . . . . ?
C7 C8 C9 C10 -0.3(4) . . . . ?
C8 C9 C10 C11 -1.8(4) . . . . ?
C9 C10 C11 C12 2.3(4) . . . . ?
C9 C10 C11 C13 -177.8(2) . . . . ?
C8 C7 C12 C11 -1.4(4) . . . . ?
C6 C7 C12 C11 178.9(3) . . . . ?
C10 C11 C12 C7 -0.5(4) . . . . ?
C13 C11 C12 C7 179.5(2) . . . . ?
C12 C11 C13 C14 -46.0(3) . . . . ?
C10 C11 C13 C14 134.1(3) . . . . ?
C12 C11 C13 C21 132.4(3) . . . . ?
C10 C11 C13 C21 -47.5(3) . . . . ?
C21 C13 C14 N3 -5.3(4) . . . . ?
C11 C13 C14 N3 173.1(2) . . . . ?
C21 C13 C14 C15 172.0(3) . . . . ?
C11 C13 C14 C15 -9.6(4) . . . . ?
N3 C14 C15 C16 -1.3(3) . . . . ?
C13 C14 C15 C16 -179.0(3) . . . . ?
C14 C15 C16 C17 0.4(3) . . . . ?
C15 C16 C17 N3 0.7(3) . . . . ?
N2 C18 C19 C20 -1.3(4) . . . . ?
C18 C19 C20 C21 1.5(3) . . . . ?
C19 C20 C21 N2 -1.2(3) . . . . ?
C19 C20 C21 C13 -178.9(3) . . . . ?
C14 C13 C21 N2 2.5(4) . . . . ?
C11 C13 C21 N2 -175.9(2) . . . . ?
C14 C13 C21 C20 179.9(3) . . . . ?
C11 C13 C21 C20 1.6(4) . . . . ?
C9 C8 N1 C1 178.8(3) . . . . ?
C7 C8 N1 C1 -0.6(3) . . . . ?
C9 C8 N1 C22 -9.7(5) . . . . ?
C7 C8 N1 C22 170.9(3) . . . . ?
C2 C1 N1 C8 -179.7(3) . . . . ?
C6 C1 N1 C8 -0.2(3) . . . . ?
C2 C1 N1 C22 8.9(5) . . . . ?
C6 C1 N1 C22 -171.6(3) . . . . ?
C23 C22 N1 C8 -78.2(4) . . . . ?
C23 C22 N1 C1 91.8(4) . . . . ?
C19 C18 N2 C21 0.5(3) . . . . ?
C19 C18 N2 B1 175.4(3) . . . . ?
C20 C21 N2 C18 0.5(3) . . . . ?
C13 C21 N2 C18 178.5(2) . . . . ?
C20 C21 N2 B1 -174.4(2) . . . . ?
C13 C21 N2 B1 3.5(4) . . . . ?
C16 C17 N3 C14 -1.5(3) . . . . ?
C16 C17 N3 B1 175.8(3) . . . . ?
C13 C14 N3 C17 179.7(2) . . . . ?
C15 C14 N3 C17 1.8(3) . . . . ?
C13 C14 N3 B1 2.4(4) . . . . ?
C15 C14 N3 B1 -175.6(2) . . . . ?
C18 N2 B1 F1 60.5(4) . . . . ?
C21 N2 B1 F1 -125.5(3) . . . . ?
C18 N2 B1 F2 -60.1(4) . . . . ?
C21 N2 B1 F2 113.9(3) . . . . ?
C18 N2 B1 N3 -179.7(2) . . . . ?
C21 N2 B1 N3 -5.7(4) . . . . ?
C17 N3 B1 F1 -53.6(4) . . . . ?
C14 N3 B1 F1 123.3(3) . . . . ?
C17 N3 B1 F2 66.2(4) . . . . ?
C14 N3 B1 F2 -116.9(3) . . . . ?
C17 N3 B1 N2 -174.1(2) . . . . ?
C14 N3 B1 N2 2.8(4) . . . . ?

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
C9 H9 F2 0.93 2.58 3.457(3) 158.3 2 yes
C22 H22B F1 0.97 2.56 3.421(4) 147.5 2 yes

_refine_diff_density_max         0.181
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.045



