# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_sub-inst-new1
_database_code_depnum_ccdc_archive 'CCDC 2003921'
loop_
_audit_author_name
_audit_author_address
'Subash Chandra Sahoo'
;Department of Chemistry, Panjab University
India
;
_audit_update_record             
;
2021-10-25 deposited with the CCDC.	2025-02-24 downloaded from the CCDC.
;
_audit_creation_date             2021-10-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C21 H21 B F2 N2 O'
_chemical_formula_sum            'C21 H21 B F2 N2 O'
_chemical_compound_source        synthesized
_chemical_formula_weight         366.21
_chemical_melting_point          ?
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_diffrn_ambient_temperature      145(2)
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_chemical_absolute_configuration ?
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.47630(10)
_cell_length_b                   9.6428(3)
_cell_length_c                   15.2178(3)
_cell_angle_alpha                97.517(2)
_cell_angle_beta                 101.143(2)
_cell_angle_gamma                100.811(2)
_cell_volume                     902.01(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5273
_cell_measurement_temperature    145.67(14)
_cell_measurement_theta_max      26.9280
_cell_measurement_theta_min      3.5160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11066
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.431
_diffrn_reflns_theta_min         3.217
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  -3.00   0.50   10.00    --   -9.95 102.00  52.00   84
  2  ω    -14.00  29.00   0.50   10.00    --   10.22-102.00 -50.00   86
  3  ω    -58.00 -22.00   0.50   10.00    --   -9.95 125.00 150.00   72
  4  ω    -56.00 -19.00   0.50   10.00    --   -9.95 125.00-180.00   74
  5  ω    -59.00  22.00   0.50   10.00    --   10.22 -19.00  60.00  162
  6  ω      3.00  48.00   0.50   10.00    --   10.22-125.00  60.00   90
  7  ω      3.00  43.00   0.50   10.00    --   10.22 -99.00 150.00   80
  8  ω    -26.00  22.00   0.50   10.00    --   10.22 -19.00-180.00   96
  9  ω      4.00  34.00   0.50   10.00    --   10.22  38.00  60.00   60
 10  ω    -19.00  43.00   0.50   10.00    --   10.22 -99.00 -30.00  124
 11  ω     41.00  73.00   0.50   10.00    --   10.22  38.00  60.00   64
 12  ω    -27.00  19.00   0.50   10.00    --   10.22 -38.00 120.00   92
 13  ω    -32.00  -4.00   0.50   10.00    --   10.22 126.00-132.77   56
 14  ω    -35.00  -8.00   0.50   10.00    --   10.22 129.00  24.65   54
 15  ω    -60.00 -10.00   0.50   10.00    --   10.22 -19.00 150.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'selaed tube x-ray'
_diffrn_source_type              'supernova Mo X-ray'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2733
_reflns_number_total             3803
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.009(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3803
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0499
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0503P)²+0.2061P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1272
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C20, N2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C20 \\sim N2: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
4.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C20(H20A,H20B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C17(H17), C13(H13), C6(H6), C14(H14), C11(H11), C8(H8), C16(H16),
 C5(H5), C9(H9), C4(H4)
4.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F2 F 0.08445(15) 0.65901(12) 0.68978(7) 0.0383(3) Uani 1 1 d . . . . .
F1 F 0.14234(15) 0.73894(11) 0.84156(7) 0.0370(3) Uani 1 1 d . . . . .
O1 O 0.18484(17) 0.51010(13) 0.78875(8) 0.0291(3) Uani 1 1 d . . . . .
N1 N 0.4529(2) 0.72478(15) 0.77793(9) 0.0252(3) Uani 1 1 d . . . . .
N2 N 0.7264(2) 1.22335(17) 0.63932(11) 0.0351(4) Uani 1 1 d . U . . .
C2 C 0.2914(3) 0.33417(18) 0.87228(11) 0.0246(4) Uani 1 1 d . . . . .
C1 C 0.3430(3) 0.46534(19) 0.83978(11) 0.0243(4) Uani 1 1 d . . . . .
C10 C 0.5551(3) 0.54296(19) 0.85877(11) 0.0251(4) Uani 1 1 d . . . . .
C12 C 0.5138(3) 0.84784(19) 0.73729(11) 0.0256(4) Uani 1 1 d . . . . .
C3 C 0.0787(3) 0.2515(2) 0.85271(12) 0.0290(4) Uani 1 1 d . . . . .
H3 H -0.031327 0.281117 0.816077 0.035 Uiso 1 1 calc R U . . .
C7 C 0.4594(3) 0.28879(19) 0.92775(11) 0.0261(4) Uani 1 1 d . . . . .
C17 C 0.4038(3) 0.9581(2) 0.74133(11) 0.0282(4) Uani 1 1 d . . . . .
H17 H 0.284345 0.949563 0.767318 0.034 Uiso 1 1 calc R U . . .
C13 C 0.6854(3) 0.8599(2) 0.69416(11) 0.0277(4) Uani 1 1 d . . . . .
H13 H 0.756548 0.785006 0.688727 0.033 Uiso 1 1 calc R U . . .
C15 C 0.6496(3) 1.09790(19) 0.66732(11) 0.0275(4) Uani 1 1 d . . . . .
C6 C 0.4063(3) 0.1619(2) 0.96283(12) 0.0312(4) Uani 1 1 d . . . . .
H6 H 0.513941 0.130754 0.999869 0.037 Uiso 1 1 calc R U . . .
C14 C 0.7513(3) 0.9812(2) 0.65944(11) 0.0292(4) Uani 1 1 d . . . . .
H14 H 0.865312 0.986318 0.630163 0.035 Uiso 1 1 calc R U . . .
C11 C 0.6023(3) 0.66954(19) 0.82184(11) 0.0266(4) Uani 1 1 d . . . . .
H11 H 0.745918 0.715265 0.829192 0.032 Uiso 1 1 calc R U . . .
C8 C 0.6745(3) 0.3700(2) 0.94584(12) 0.0308(4) Uani 1 1 d . . . . .
H8 H 0.784601 0.338931 0.981432 0.037 Uiso 1 1 calc R U . . .
C16 C 0.4699(3) 1.0797(2) 0.70732(12) 0.0300(4) Uani 1 1 d . . . . .
H16 H 0.393736 1.152236 0.710793 0.036 Uiso 1 1 calc R U . . .
C5 C 0.1989(3) 0.0839(2) 0.94323(12) 0.0329(4) Uani 1 1 d . . . . .
H5 H 0.166866 0.000630 0.967226 0.040 Uiso 1 1 calc R U . . .
C9 C 0.7212(3) 0.4918(2) 0.91204(12) 0.0306(4) Uani 1 1 d . . . . .
H9 H 0.863283 0.542778 0.923681 0.037 Uiso 1 1 calc R U . . .
C4 C 0.0333(3) 0.1284(2) 0.88714(12) 0.0329(4) Uani 1 1 d . . . . .
H4 H -0.107088 0.073891 0.873505 0.040 Uiso 1 1 calc R U . . .
C18 C 0.9052(3) 1.2374(2) 0.59377(12) 0.0355(5) Uani 1 1 d . . . . .
H18A H 1.016733 1.196424 0.626069 0.043 Uiso 1 1 calc R U . . .
H18B H 0.965372 1.338545 0.597357 0.043 Uiso 1 1 calc R U . . .
C19 C 0.8448(3) 1.1658(3) 0.49481(13) 0.0481(6) Uani 1 1 d . . . . .
H19A H 0.737310 1.207477 0.461747 0.072 Uiso 1 1 calc R U . . .
H19B H 0.788568 1.065134 0.490502 0.072 Uiso 1 1 calc R U . . .
H19C H 0.970440 1.179585 0.469501 0.072 Uiso 1 1 calc R U . . .
C20 C 0.6308(3) 1.3486(2) 0.65222(15) 0.0474(6) Uani 1 1 d . U . . .
H20A H 0.742733 1.434960 0.661665 0.057 Uiso 1 1 calc R U . . .
H20B H 0.573118 1.348866 0.706497 0.057 Uiso 1 1 calc R U . . .
B1 B 0.2074(3) 0.6574(2) 0.77335(14) 0.0278(5) Uani 1 1 d . . . . .
C21 C 0.4563(4) 1.3512(3) 0.57383(19) 0.0765(9) Uani 1 1 d . . . . .
H21A H 0.514539 1.357856 0.520727 0.115 Uiso 1 1 calc R U . . .
H21B H 0.394720 1.432584 0.586906 0.115 Uiso 1 1 calc R U . . .
H21C H 0.346714 1.264880 0.563102 0.115 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F2 B1 1.368(2) . ?
F1 B1 1.397(2) . ?
O1 C1 1.3361(19) . ?
O1 B1 1.455(2) . ?
N1 C12 1.434(2) . ?
N1 C11 1.305(2) . ?
N1 B1 1.585(2) . ?
N2 C15 1.372(2) . ?
N2 C18 1.454(2) . ?
N2 C20 1.465(2) . ?
C2 C1 1.423(2) . ?
C2 C3 1.410(2) . ?
C2 C7 1.417(2) . ?
C1 C10 1.391(2) . ?
C10 C11 1.416(2) . ?
C10 C9 1.423(2) . ?
C12 C17 1.388(2) . ?
C12 C13 1.390(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.365(2) . ?
C7 C6 1.409(2) . ?
C7 C8 1.420(2) . ?
C17 H17 0.9300 . ?
C17 C16 1.372(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(2) . ?
C15 C14 1.410(2) . ?
C15 C16 1.408(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.366(3) . ?
C14 H14 0.9300 . ?
C11 H11 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.349(3) . ?
C16 H16 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.406(2) . ?
C9 H9 0.9300 . ?
C4 H4 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.515(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.483(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

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
C1 O1 B1 122.33(14) . . ?
C12 N1 B1 121.26(13) . . ?
C11 N1 C12 119.50(14) . . ?
C11 N1 B1 119.21(15) . . ?
C15 N2 C18 121.37(15) . . ?
C15 N2 C20 121.97(15) . . ?
C18 N2 C20 116.65(16) . . ?
C3 C2 C1 121.86(15) . . ?
C3 C2 C7 119.80(16) . . ?
C7 C2 C1 118.32(16) . . ?
O1 C1 C2 118.67(15) . . ?
O1 C1 C10 120.85(16) . . ?
C10 C1 C2 120.46(15) . . ?
C1 C10 C11 119.00(15) . . ?
C1 C10 C9 119.75(17) . . ?
C11 C10 C9 121.22(16) . . ?
C17 C12 N1 120.49(15) . . ?
C17 C12 C13 118.72(17) . . ?
C13 C12 N1 120.79(15) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.48(16) . . ?
C4 C3 H3 119.8 . . ?
C2 C7 C8 119.93(17) . . ?
C6 C7 C2 118.18(16) . . ?
C6 C7 C8 121.89(16) . . ?
C12 C17 H17 119.7 . . ?
C16 C17 C12 120.56(16) . . ?
C16 C17 H17 119.7 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.86(16) . . ?
C14 C13 H13 119.6 . . ?
N2 C15 C14 121.31(16) . . ?
N2 C15 C16 122.22(16) . . ?
C16 C15 C14 116.45(17) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 120.95(16) . . ?
C5 C6 H6 119.5 . . ?
C13 C14 C15 121.33(16) . . ?
C13 C14 H14 119.3 . . ?
C15 C14 H14 119.3 . . ?
N1 C11 C10 122.80(16) . . ?
N1 C11 H11 118.6 . . ?
C10 C11 H11 118.6 . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.80(16) . . ?
C9 C8 H8 119.6 . . ?
C17 C16 C15 121.91(16) . . ?
C17 C16 H16 119.0 . . ?
C15 C16 H16 119.0 . . ?
C6 C5 H5 119.7 . . ?
C6 C5 C4 120.65(18) . . ?
C4 C5 H5 119.7 . . ?
C10 C9 H9 119.7 . . ?
C8 C9 C10 120.67(17) . . ?
C8 C9 H9 119.7 . . ?
C3 C4 C5 119.94(17) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
N2 C18 H18A 108.7 . . ?
N2 C18 H18B 108.7 . . ?
N2 C18 C19 114.29(16) . . ?
H18A C18 H18B 107.6 . . ?
C19 C18 H18A 108.7 . . ?
C19 C18 H18B 108.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 H20A 109.0 . . ?
N2 C20 H20B 109.0 . . ?
N2 C20 C21 112.8(2) . . ?
H20A C20 H20B 107.8 . . ?
C21 C20 H20A 109.0 . . ?
C21 C20 H20B 109.0 . . ?
F2 B1 F1 110.47(15) . . ?
F2 B1 O1 109.14(15) . . ?
F2 B1 N1 110.03(15) . . ?
F1 B1 O1 109.72(15) . . ?
F1 B1 N1 107.83(15) . . ?
O1 B1 N1 109.63(14) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
O1 C1 C10 C11 -1.1(2) . . . . ?
O1 C1 C10 C9 -178.97(14) . . . . ?
N1 C12 C17 C16 176.07(15) . . . . ?
N1 C12 C13 C14 -176.49(16) . . . . ?
N2 C15 C14 C13 174.63(16) . . . . ?
N2 C15 C16 C17 -175.02(17) . . . . ?
C2 C1 C10 C11 177.08(14) . . . . ?
C2 C1 C10 C9 -0.8(2) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
C2 C7 C6 C5 0.6(2) . . . . ?
C2 C7 C8 C9 1.1(3) . . . . ?
C1 O1 B1 F2 149.71(14) . . . . ?
C1 O1 B1 F1 -89.11(18) . . . . ?
C1 O1 B1 N1 29.1(2) . . . . ?
C1 C2 C3 C4 -178.02(15) . . . . ?
C1 C2 C7 C6 177.48(14) . . . . ?
C1 C2 C7 C8 -3.1(2) . . . . ?
C1 C10 C11 N1 6.9(2) . . . . ?
C1 C10 C9 C8 -1.3(3) . . . . ?
C12 N1 C11 C10 -175.87(14) . . . . ?
C12 N1 B1 F2 39.5(2) . . . . ?
C12 N1 B1 F1 -81.10(18) . . . . ?
C12 N1 B1 O1 159.49(14) . . . . ?
C12 C17 C16 C15 0.0(3) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C3 C2 C1 O1 -0.5(2) . . . . ?
C3 C2 C1 C10 -178.72(15) . . . . ?
C3 C2 C7 C6 -0.9(2) . . . . ?
C3 C2 C7 C8 178.55(15) . . . . ?
C7 C2 C1 O1 -178.86(14) . . . . ?
C7 C2 C1 C10 3.0(2) . . . . ?
C7 C2 C3 C4 0.3(2) . . . . ?
C7 C6 C5 C4 0.2(3) . . . . ?
C7 C8 C9 C10 1.1(3) . . . . ?
C17 C12 C13 C14 2.7(3) . . . . ?
C13 C12 C17 C16 -3.1(3) . . . . ?
C15 N2 C18 C19 76.9(2) . . . . ?
C15 N2 C20 C21 -90.9(2) . . . . ?
C6 C7 C8 C9 -179.50(16) . . . . ?
C6 C5 C4 C3 -0.9(3) . . . . ?
C14 C15 C16 C17 3.4(3) . . . . ?
C11 N1 C12 C17 -139.60(16) . . . . ?
C11 N1 C12 C13 39.6(2) . . . . ?
C11 N1 B1 F2 -142.56(16) . . . . ?
C11 N1 B1 F1 96.88(18) . . . . ?
C11 N1 B1 O1 -22.5(2) . . . . ?
C11 C10 C9 C8 -179.12(16) . . . . ?
C8 C7 C6 C5 -178.80(16) . . . . ?
C16 C15 C14 C13 -3.8(3) . . . . ?
C9 C10 C11 N1 -175.24(15) . . . . ?
C18 N2 C15 C14 5.0(3) . . . . ?
C18 N2 C15 C16 -176.70(16) . . . . ?
C18 N2 C20 C21 88.1(2) . . . . ?
C20 N2 C15 C14 -176.11(17) . . . . ?
C20 N2 C15 C16 2.2(3) . . . . ?
C20 N2 C18 C19 -102.1(2) . . . . ?
B1 O1 C1 C2 162.81(15) . . . . ?
B1 O1 C1 C10 -19.0(2) . . . . ?
B1 N1 C12 C17 38.4(2) . . . . ?
B1 N1 C12 C13 -142.44(16) . . . . ?
B1 N1 C11 C10 6.1(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_PLAT230_sub-inst-new1       
;
PROBLEM: Hirshfeld Test Diff for    N2       --C20      .        7.2 s.u.  
RESPONSE: The Hirshfeld difference between N2 and C20 is likely due to slight disorder of the alkyl chian. 
;
# end Validation Reply Form
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_sub-inst-salt2
_database_code_depnum_ccdc_archive 'CCDC 2361379'
loop_
_audit_author_name
_audit_author_address
'DR. SUBASH CHANDRA SAHOO'
;Department of Chemistry, Panjab University
India
;
_audit_update_record             
;
2024-06-08 deposited with the CCDC.	2025-02-24 downloaded from the CCDC.
;
_audit_creation_date             2022-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'Cl, C21 H22 B F2 N2 O'
_chemical_formula_sum            'C21 H22 B Cl F2 N2 O'
_chemical_formula_weight         402.66
_chemical_melting_point          ?
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_diffrn_ambient_temperature      293(2)
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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
_chemical_absolute_configuration ?
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                   15.2366(3)
_cell_length_b                   11.4016(2)
_cell_length_c                   11.5082(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.415(2)
_cell_angle_gamma                90
_cell_volume                     1990.30(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17480
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.3190
_cell_measurement_theta_min      3.5450
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.224
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78863
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.035
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            28305
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.382
_diffrn_reflns_theta_min         3.226
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.00 -28.00   0.50   10.00    --   -9.95 123.00 -48.00   58
  2  ω    -42.00 -16.00   0.50   10.00    --   -9.95 149.00 114.00   52
  3  ω     20.00  45.00   0.50   10.00    --   10.22-149.00  68.00   50
  4  ω      5.00  30.00   0.50   10.00    --   10.22-123.00-128.00   50
  5  ω      2.00  28.00   0.50   10.00    --   -9.95  38.00-120.00   52
  6  ω     11.00  52.00   0.50   10.00    --   -9.95  38.00 150.00   82
  7  ω    -61.00   2.00   0.50   10.00    --   -9.95 -38.00 -90.00  126
  8  ω    -57.00 -20.00   0.50   10.00    --   -9.95 125.00  60.00   74
  9  ω    -22.00  48.00   0.50   10.00    --   -9.95  19.00 -60.00  140
 10  ω    -15.00  47.00   0.50   10.00    --   10.22  77.00-150.00  124
 11  ω    -38.00  -3.00   0.50   10.00    --   10.22 125.00 -69.77   70
 12  ω    -19.00  40.00   0.50   10.00    --   10.22 -99.00-120.00  118
 13  ω     11.00  59.00   0.50   10.00    --   10.22-125.00 120.00   96
 14  ω    -16.00  26.00   0.50   10.00    --   10.22 -99.00  60.00   84
 15  ω     15.00  58.00   0.50   10.00    --   10.22-125.00 -30.00   86
 16  ω    -60.00  18.00   0.50   10.00    --   10.22 -19.00 -30.00  156
 17  ω    -55.00  20.00   0.50   10.00    --   10.22 -19.00  60.00  150
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube x-ray'
_diffrn_source_type              'supernova Mo x-ray'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3498
_reflns_number_total             4364
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0444
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0645P)²+0.4152P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1302
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C11(H11), C14(H14), C13(H13), C8(H8), C3(H3), C2(H2A),
 C5(H5), C7(H7), C6(H6)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.63811(3) 0.07308(4) 1.00509(4) 0.04701(15) Uani 1 1 d . . . . .
O1 O 0.11024(9) 0.10355(11) 0.48759(13) 0.0619(4) Uani 1 1 d . . . . .
N2 N 0.58979(8) 0.21939(11) 0.78871(11) 0.0373(3) Uani 1 1 d . . . . .
H2 H 0.596234 0.169341 0.858226 0.045 Uiso 1 1 calc R U . . .
N1 N 0.23229(8) 0.19901(12) 0.60574(12) 0.0393(3) Uani 1 1 d . . . . .
F2 F 0.23211(10) -0.00284(11) 0.55001(17) 0.1061(6) Uani 1 1 d . . . . .
F1 F 0.24213(11) 0.1344(2) 0.41086(13) 0.1222(7) Uani 1 1 d . . . . .
C15 C 0.49641(10) 0.21416(13) 0.74203(13) 0.0347(3) Uani 1 1 d . . . . .
C16 C 0.43977(10) 0.14224(13) 0.79456(13) 0.0376(3) Uani 1 1 d . . . . .
H16 H 0.460078 0.097134 0.858876 0.045 Uiso 1 1 calc R U . . .
C17 C 0.35196(10) 0.13750(14) 0.75075(14) 0.0394(4) Uani 1 1 d . . . . .
H17 H 0.312698 0.089450 0.785677 0.047 Uiso 1 1 calc R U . . .
C12 C 0.32323(10) 0.20466(14) 0.65488(13) 0.0368(3) Uani 1 1 d . . . . .
C11 C 0.17727(10) 0.27824(14) 0.63511(14) 0.0393(4) Uani 1 1 d . . . . .
H11 H 0.197779 0.336602 0.687242 0.047 Uiso 1 1 calc R U . . .
C10 C 0.08727(10) 0.27939(14) 0.59097(14) 0.0405(4) Uani 1 1 d . . . . .
C14 C 0.46789(11) 0.28283(16) 0.64693(15) 0.0462(4) Uani 1 1 d . . . . .
H14 H 0.506993 0.331827 0.612847 0.055 Uiso 1 1 calc R U . . .
C9 C 0.02723(11) 0.36954(16) 0.62186(15) 0.0435(4) Uani 1 1 d . . . . .
C13 C 0.38046(11) 0.27750(15) 0.60338(15) 0.0464(4) Uani 1 1 d . . . . .
H13 H 0.360169 0.323005 0.539340 0.056 Uiso 1 1 calc R U . . .
C1 C 0.05683(11) 0.18719(15) 0.51851(16) 0.0480(4) Uani 1 1 d . . . . .
C20 C 0.64839(11) 0.16804(18) 0.70185(16) 0.0500(4) Uani 1 1 d . . . . .
H20A H 0.628307 0.089148 0.682167 0.060 Uiso 1 1 calc R U . . .
H20B H 0.641394 0.214416 0.630911 0.060 Uiso 1 1 calc R U . . .
C18 C 0.61832(12) 0.34083(15) 0.82700(16) 0.0479(4) Uani 1 1 d . . . . .
H18A H 0.675549 0.336411 0.871496 0.058 Uiso 1 1 calc R U . . .
H18B H 0.624509 0.388674 0.758557 0.058 Uiso 1 1 calc R U . . .
C8 C 0.05318(12) 0.46864(18) 0.68894(17) 0.0557(5) Uani 1 1 d . . . . .
H8 H 0.111824 0.476627 0.718478 0.067 Uiso 1 1 calc R U . . .
C4 C -0.06292(11) 0.35917(18) 0.57993(16) 0.0520(5) Uani 1 1 d . . . . .
C19 C 0.55407(14) 0.39866(17) 0.90027(17) 0.0564(5) Uani 1 1 d . . . . .
H19A H 0.500267 0.415218 0.852802 0.085 Uiso 1 1 calc R U . . .
H19B H 0.578908 0.470515 0.931989 0.085 Uiso 1 1 calc R U . . .
H19C H 0.542003 0.347168 0.962825 0.085 Uiso 1 1 calc R U . . .
C3 C -0.09030(12) 0.2608(2) 0.5107(2) 0.0629(6) Uani 1 1 d . . . . .
H3 H -0.149850 0.253091 0.485612 0.075 Uiso 1 1 calc R U . . .
C2 C -0.03381(13) 0.17762(18) 0.4793(2) 0.0631(6) Uani 1 1 d . . . . .
H2A H -0.054244 0.114931 0.432636 0.076 Uiso 1 1 calc R U . . .
C5 C -0.12230(13) 0.4482(2) 0.6065(2) 0.0673(6) Uani 1 1 d . . . . .
H5 H -0.181654 0.441555 0.579956 0.081 Uiso 1 1 calc R U . . .
C7 C -0.00613(15) 0.5536(2) 0.7116(2) 0.0689(6) Uani 1 1 d . . . . .
H7 H 0.012634 0.619028 0.755399 0.083 Uiso 1 1 calc R U . . .
C21 C 0.74420(13) 0.1633(3) 0.7440(2) 0.0748(7) Uani 1 1 d . . . . .
H21A H 0.775599 0.122086 0.688112 0.112 Uiso 1 1 calc R U . . .
H21B H 0.751602 0.123176 0.817609 0.112 Uiso 1 1 calc R U . . .
H21C H 0.766907 0.241625 0.753353 0.112 Uiso 1 1 calc R U . . .
C6 C -0.09418(15) 0.5428(2) 0.6698(2) 0.0742(7) Uani 1 1 d . . . . .
H6 H -0.134053 0.601096 0.685545 0.089 Uiso 1 1 calc R U . . .
B1 B 0.20441(15) 0.1043(2) 0.5101(2) 0.0567(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
O1 C1 1.324(2) . ?
O1 B1 1.434(3) . ?
N2 H2 0.9800 . ?
N2 C15 1.4739(18) . ?
N2 C20 1.519(2) . ?
N2 C18 1.505(2) . ?
N1 C12 1.4477(18) . ?
N1 C11 1.299(2) . ?
N1 B1 1.572(2) . ?
F2 B1 1.358(3) . ?
F1 B1 1.370(3) . ?
C15 C16 1.372(2) . ?
C15 C14 1.382(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.386(2) . ?
C17 H17 0.9300 . ?
C17 C12 1.380(2) . ?
C12 C13 1.378(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.417(2) . ?
C10 C9 1.443(2) . ?
C10 C1 1.394(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.380(2) . ?
C9 C8 1.404(3) . ?
C9 C4 1.417(2) . ?
C13 H13 0.9300 . ?
C1 C2 1.416(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.495(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.503(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.367(3) . ?
C4 C3 1.415(3) . ?
C4 C5 1.413(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C3 H3 0.9300 . ?
C3 C2 1.353(3) . ?
C2 H2A 0.9300 . ?
C5 H5 0.9300 . ?
C5 C6 1.348(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.387(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C6 H6 0.9300 . ?

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
C1 O1 B1 125.26(14) . . ?
C15 N2 H2 107.0 . . ?
C15 N2 C20 110.59(12) . . ?
C15 N2 C18 112.72(12) . . ?
C20 N2 H2 107.0 . . ?
C18 N2 H2 107.0 . . ?
C18 N2 C20 112.08(13) . . ?
C12 N1 B1 119.31(14) . . ?
C11 N1 C12 119.01(13) . . ?
C11 N1 B1 121.46(14) . . ?
C16 C15 N2 119.31(13) . . ?
C16 C15 C14 121.60(14) . . ?
C14 C15 N2 119.09(13) . . ?
C15 C16 H16 120.4 . . ?
C15 C16 C17 119.28(14) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 120.3 . . ?
C12 C17 C16 119.46(14) . . ?
C12 C17 H17 120.3 . . ?
C17 C12 N1 120.49(14) . . ?
C13 C12 N1 118.68(14) . . ?
C13 C12 C17 120.83(14) . . ?
N1 C11 H11 118.7 . . ?
N1 C11 C10 122.67(15) . . ?
C10 C11 H11 118.7 . . ?
C11 C10 C9 122.21(15) . . ?
C1 C10 C11 117.63(15) . . ?
C1 C10 C9 120.13(15) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 C15 118.90(15) . . ?
C13 C14 H14 120.6 . . ?
C8 C9 C10 123.83(15) . . ?
C8 C9 C4 117.90(17) . . ?
C4 C9 C10 118.25(16) . . ?
C12 C13 C14 119.92(15) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
O1 C1 C10 121.72(14) . . ?
O1 C1 C2 117.69(16) . . ?
C10 C1 C2 120.54(17) . . ?
N2 C20 H20A 108.6 . . ?
N2 C20 H20B 108.6 . . ?
H20A C20 H20B 107.6 . . ?
C21 C20 N2 114.63(16) . . ?
C21 C20 H20A 108.6 . . ?
C21 C20 H20B 108.6 . . ?
N2 C18 H18A 109.1 . . ?
N2 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C19 C18 N2 112.48(14) . . ?
C19 C18 H18A 109.1 . . ?
C19 C18 H18B 109.1 . . ?
C9 C8 H8 119.4 . . ?
C7 C8 C9 121.23(18) . . ?
C7 C8 H8 119.4 . . ?
C3 C4 C9 118.85(17) . . ?
C5 C4 C9 119.09(19) . . ?
C5 C4 C3 122.04(18) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C4 C3 H3 118.5 . . ?
C2 C3 C4 123.00(17) . . ?
C2 C3 H3 118.5 . . ?
C1 C2 H2A 120.4 . . ?
C3 C2 C1 119.14(18) . . ?
C3 C2 H2A 120.4 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
C8 C7 H7 119.8 . . ?
C8 C7 C6 120.4(2) . . ?
C6 C7 H7 119.8 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C5 C6 C7 120.4(2) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
O1 B1 N1 109.29(16) . . ?
F2 B1 O1 109.26(19) . . ?
F2 B1 N1 109.07(16) . . ?
F2 B1 F1 111.5(2) . . ?
F1 B1 O1 109.99(19) . . ?
F1 B1 N1 107.71(18) . . ?

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
O1 C1 C2 C3 179.14(19) . . . . ?
N2 C15 C16 C17 179.89(14) . . . . ?
N2 C15 C14 C13 179.88(15) . . . . ?
N1 C12 C13 C14 -178.69(16) . . . . ?
N1 C11 C10 C9 -178.37(15) . . . . ?
N1 C11 C10 C1 3.8(2) . . . . ?
C15 N2 C20 C21 -176.78(17) . . . . ?
C15 N2 C18 C19 46.86(19) . . . . ?
C15 C16 C17 C12 0.3(2) . . . . ?
C15 C14 C13 C12 0.1(3) . . . . ?
C16 C15 C14 C13 -0.7(3) . . . . ?
C16 C17 C12 N1 178.46(14) . . . . ?
C16 C17 C12 C13 -1.0(2) . . . . ?
C17 C12 C13 C14 0.7(3) . . . . ?
C12 N1 C11 C10 179.86(14) . . . . ?
C12 N1 B1 O1 171.38(15) . . . . ?
C12 N1 B1 F2 52.0(2) . . . . ?
C12 N1 B1 F1 -69.1(2) . . . . ?
C11 N1 C12 C17 97.30(18) . . . . ?
C11 N1 C12 C13 -83.3(2) . . . . ?
C11 N1 B1 O1 -14.1(3) . . . . ?
C11 N1 B1 F2 -133.49(18) . . . . ?
C11 N1 B1 F1 105.4(2) . . . . ?
C11 C10 C9 C8 5.8(3) . . . . ?
C11 C10 C9 C4 -175.72(15) . . . . ?
C11 C10 C1 O1 -2.7(3) . . . . ?
C11 C10 C1 C2 174.68(16) . . . . ?
C10 C9 C8 C7 177.40(19) . . . . ?
C10 C9 C4 C3 0.5(3) . . . . ?
C10 C9 C4 C5 -178.25(17) . . . . ?
C10 C1 C2 C3 1.7(3) . . . . ?
C14 C15 C16 C17 0.5(2) . . . . ?
C9 C10 C1 O1 179.40(16) . . . . ?
C9 C10 C1 C2 -3.2(3) . . . . ?
C9 C8 C7 C6 0.9(3) . . . . ?
C9 C4 C3 C2 -2.1(3) . . . . ?
C9 C4 C5 C6 0.7(3) . . . . ?
C1 O1 B1 N1 15.8(3) . . . . ?
C1 O1 B1 F2 135.1(2) . . . . ?
C1 O1 B1 F1 -102.2(2) . . . . ?
C1 C10 C9 C8 -176.37(17) . . . . ?
C1 C10 C9 C4 2.1(2) . . . . ?
C20 N2 C15 C16 113.14(16) . . . . ?
C20 N2 C15 C14 -67.47(19) . . . . ?
C20 N2 C18 C19 172.39(15) . . . . ?
C18 N2 C15 C16 -120.52(16) . . . . ?
C18 N2 C15 C14 58.87(19) . . . . ?
C18 N2 C20 C21 56.5(2) . . . . ?
C8 C9 C4 C3 179.08(18) . . . . ?
C8 C9 C4 C5 0.3(3) . . . . ?
C8 C7 C6 C5 0.1(4) . . . . ?
C4 C9 C8 C7 -1.1(3) . . . . ?
C4 C3 C2 C1 1.1(3) . . . . ?
C4 C5 C6 C7 -0.9(4) . . . . ?
C3 C4 C5 C6 -178.1(2) . . . . ?
C5 C4 C3 C2 176.6(2) . . . . ?
B1 O1 C1 C10 -8.5(3) . . . . ?
B1 O1 C1 C2 174.0(2) . . . . ?
B1 N1 C12 C17 -88.0(2) . . . . ?
B1 N1 C12 C13 91.4(2) . . . . ?
B1 N1 C11 C10 5.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

####################################################################### 
# 
# 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_sub-inst-14bhcl
_database_code_depnum_ccdc_archive 'CCDC 2361403'
loop_
_audit_author_name
_audit_author_address
'DR. SUBASH CHANDRA SAHOO'
;Department of Chemistry, Panjab University
India
;
_audit_update_record             
;
2024-06-08 deposited with the CCDC.	2025-02-24 downloaded from the CCDC.
;
_audit_creation_date             2022-06-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'Cl, C21 H22 B F2 N2 O, C2 H3 N'
_chemical_formula_sum            'C23 H25 B Cl F2 N3 O'
_chemical_formula_weight         443.72
_chemical_melting_point          ?
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_diffrn_ambient_temperature      293(2)
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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
_chemical_absolute_configuration ?
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   7.7073(3)
_cell_length_b                   12.5804(4)
_cell_length_c                   46.8762(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4545.2(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10431
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.2400
_cell_measurement_theta_min      3.3370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21238
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1856
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.025
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0989
_diffrn_reflns_av_unetI/netI     0.0825
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_limit_l_min       -59
_diffrn_reflns_number            36567
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.404
_diffrn_reflns_theta_min         3.164
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00 -42.00   0.50   30.00    --   -9.79 146.00-176.00   50
  2  ω    -55.00 -30.00   0.50   30.00    --   -9.79 125.00  17.00   50
  3  ω      6.00  31.00   0.50   30.00    --   10.07-125.00 -60.00   50
  4  ω     21.00  46.00   0.50   30.00    --   10.07-146.00 133.00   50
  5  ω    -21.00  13.00   0.50   30.00    --   -9.79  19.00  60.00   68
  6  ω    -41.00 -15.00   0.50   30.00    --   -9.79 -38.00-180.00   52
  7  ω    -74.00  15.00   0.50   30.00    --   -9.79 -77.00 -60.00  178
  8  ω    -58.00  -7.00   0.50   30.00    --   -9.79 125.00   0.00  102
  9  ω    -16.00  19.00   0.50   30.00    --   -9.79  38.00   0.00   70
 10  ω    -54.00 -20.00   0.50   30.00    --   10.07 -77.00-180.00   68
 11  ω      3.00  47.00   0.50   30.00    --   10.07  38.00 -30.00   88
 12  ω     -3.00  52.00   0.50   30.00    --   10.07  38.00 -90.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube x-ray'
_diffrn_source_type              'supernova Mo x-ray'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2537
_reflns_number_total             4925
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4925
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1417
_refine_ls_R_factor_gt           0.0720
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1076P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1861
_refine_ls_wR_factor_ref         0.2196
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C9(H9), C8(H8), C6(H6), C3(H3), C4(H4), C5(H5), C13(H13), C17(H17),
 C14(H14), C16(H16)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 1.00956(16) 0.60104(7) 0.53875(2) 0.0891(4) Uani 1 1 d . . . . .
F1 F 0.5766(2) 0.14673(13) 0.67204(4) 0.0586(5) Uani 1 1 d . . . . .
F2 F 0.8650(2) 0.16501(13) 0.66943(3) 0.0574(5) Uani 1 1 d . . . . .
O1 O 0.7238(2) 0.22730(15) 0.70975(4) 0.0477(5) Uani 1 1 d . . . . .
N1 N 0.6900(3) 0.32310(18) 0.66424(5) 0.0437(6) Uani 1 1 d . . . . .
C1 C 0.6597(3) 0.3116(2) 0.72351(6) 0.0403(7) Uani 1 1 d . . . . .
C2 C 0.6574(3) 0.3126(2) 0.75370(6) 0.0400(7) Uani 1 1 d . . . . .
C10 C 0.6043(4) 0.4011(2) 0.70838(6) 0.0419(7) Uani 1 1 d . . . . .
C7 C 0.5891(4) 0.4020(2) 0.76777(6) 0.0442(7) Uani 1 1 d . . . . .
C11 C 0.6303(4) 0.4036(2) 0.67879(6) 0.0443(7) Uani 1 1 d . . . . .
H11 H 0.603568 0.465830 0.669025 0.053 Uiso 1 1 calc R U . . .
C9 C 0.5326(4) 0.4895(2) 0.72318(7) 0.0474(8) Uani 1 1 d . . . . .
H9 H 0.492147 0.547796 0.712953 0.057 Uiso 1 1 calc R U . . .
N2 N 0.8407(4) 0.3851(2) 0.54724(5) 0.0691(9) Uani 1 1 d . . . . .
H2 H 0.896972 0.454794 0.545842 0.083 Uiso 1 1 calc R U . . .
C8 C 0.5228(4) 0.4896(2) 0.75172(7) 0.0485(8) Uani 1 1 d . . . . .
H8 H 0.472621 0.546965 0.761125 0.058 Uiso 1 1 calc R U . . .
C6 C 0.5911(4) 0.4042(3) 0.79770(7) 0.0538(8) Uani 1 1 d . . . . .
H6 H 0.546826 0.462859 0.807338 0.065 Uiso 1 1 calc R U . . .
C12 C 0.7322(4) 0.3373(2) 0.63460(6) 0.0448(7) Uani 1 1 d . . . . .
C3 C 0.7251(4) 0.2275(2) 0.76995(7) 0.0486(8) Uani 1 1 d . . . . .
H3 H 0.770063 0.168084 0.760758 0.058 Uiso 1 1 calc R U . . .
C4 C 0.7249(4) 0.2320(3) 0.79887(7) 0.0559(8) Uani 1 1 d . . . . .
H4 H 0.769719 0.175619 0.809379 0.067 Uiso 1 1 calc R U . . .
C5 C 0.6582(4) 0.3201(3) 0.81282(7) 0.0615(9) Uani 1 1 d . . . . .
H5 H 0.658862 0.322298 0.832649 0.074 Uiso 1 1 calc R U . . .
C13 C 0.8193(4) 0.4264(2) 0.62578(7) 0.0558(8) Uani 1 1 d . . . . .
H13 H 0.854781 0.476551 0.639141 0.067 Uiso 1 1 calc R U . . .
C15 C 0.8035(4) 0.3669(2) 0.57794(7) 0.0560(9) Uani 1 1 d . . . . .
C17 C 0.6850(4) 0.2600(3) 0.61479(7) 0.0600(9) Uani 1 1 d . . . . .
H17 H 0.630143 0.198016 0.620731 0.072 Uiso 1 1 calc R U . . .
C14 C 0.8548(5) 0.4425(2) 0.59727(7) 0.0585(9) Uani 1 1 d . . . . .
H14 H 0.912381 0.503445 0.591260 0.070 Uiso 1 1 calc R U . . .
C16 C 0.7203(5) 0.2763(3) 0.58637(7) 0.0652(9) Uani 1 1 d . . . . .
H16 H 0.687651 0.225734 0.572929 0.078 Uiso 1 1 calc R U . . .
B1 B 0.7139(5) 0.2120(3) 0.67942(7) 0.0463(9) Uani 1 1 d . . . . .
C18 C 0.6737(8) 0.3917(4) 0.52976(9) 0.1095(17) Uani 1 1 d . . . . .
H18A H 0.702661 0.404409 0.509916 0.131 Uiso 1 1 calc R U . . .
H18B H 0.613102 0.324222 0.530892 0.131 Uiso 1 1 calc R U . . .
C20 C 0.9647(8) 0.3061(3) 0.53537(9) 0.1094(19) Uani 1 1 d . . . . .
H20A H 0.916398 0.235407 0.537573 0.131 Uiso 1 1 calc R U . . .
H20B H 0.979423 0.319348 0.515129 0.131 Uiso 1 1 calc R U . . .
C19 C 0.5580(7) 0.4775(5) 0.54003(12) 0.135(2) Uani 1 1 d . . . . .
H19A H 0.462953 0.485897 0.526989 0.202 Uiso 1 1 calc R U . . .
H19B H 0.621959 0.542799 0.541193 0.202 Uiso 1 1 calc R U . . .
H19C H 0.514061 0.459316 0.558563 0.202 Uiso 1 1 calc R U . . .
C21 C 1.1336(9) 0.3101(5) 0.54926(14) 0.165(3) Uani 1 1 d . . . . .
H21A H 1.209284 0.258574 0.540708 0.248 Uiso 1 1 calc R U . . .
H21B H 1.120362 0.294555 0.569194 0.248 Uiso 1 1 calc R U . . .
H21C H 1.182416 0.379819 0.547042 0.248 Uiso 1 1 calc R U . . .
C22 C 0.3158(12) 0.5281(14) 0.61972(19) 0.205(5) Uani 1 1 d . . . . .
N3 N 0.3165(17) 0.4322(11) 0.6233(3) 0.295(6) Uani 1 1 d . . . . .
C23 C 0.3010(17) 0.6438(11) 0.6149(3) 0.292(7) Uani 1 1 d . . . . .
H23A H 0.385547 0.665649 0.601034 0.439 Uiso 1 1 calc R U . . .
H23B H 0.321086 0.680807 0.632491 0.439 Uiso 1 1 calc R U . . .
H23C H 0.186797 0.660173 0.607991 0.439 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.383(4) . ?
F2 B1 1.387(4) . ?
O1 C1 1.336(3) . ?
O1 B1 1.437(4) . ?
N1 C11 1.305(3) . ?
N1 C12 1.438(3) . ?
N1 B1 1.579(4) . ?
C1 C2 1.415(4) . ?
C1 C10 1.398(4) . ?
C2 C7 1.406(4) . ?
C2 C3 1.413(4) . ?
C10 C11 1.402(4) . ?
C10 C9 1.423(4) . ?
C7 C8 1.429(4) . ?
C7 C6 1.403(4) . ?
C11 H11 0.9300 . ?
C9 H9 0.9300 . ?
C9 C8 1.340(4) . ?
N2 H2 0.9800 . ?
N2 C15 1.485(4) . ?
N2 C18 1.528(6) . ?
N2 C20 1.486(5) . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.375(4) . ?
C12 C13 1.371(4) . ?
C12 C17 1.392(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.357(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(5) . ?
C5 H5 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.379(4) . ?
C15 C14 1.372(4) . ?
C15 C16 1.366(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.375(4) . ?
C14 H14 0.9300 . ?
C16 H16 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.481(7) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.456(8) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 N3 1.218(16) . ?
C22 C23 1.478(15) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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
C1 O1 B1 124.4(2) . . ?
C11 N1 C12 119.3(2) . . ?
C11 N1 B1 119.5(2) . . ?
C12 N1 B1 121.2(2) . . ?
O1 C1 C2 119.6(2) . . ?
O1 C1 C10 120.5(2) . . ?
C10 C1 C2 119.8(2) . . ?
C7 C2 C1 118.7(2) . . ?
C7 C2 C3 119.4(3) . . ?
C3 C2 C1 121.9(3) . . ?
C1 C10 C11 118.5(2) . . ?
C1 C10 C9 120.1(3) . . ?
C11 C10 C9 121.4(3) . . ?
C2 C7 C8 120.3(3) . . ?
C6 C7 C2 118.8(3) . . ?
C6 C7 C8 121.0(3) . . ?
N1 C11 C10 123.4(3) . . ?
N1 C11 H11 118.3 . . ?
C10 C11 H11 118.3 . . ?
C10 C9 H9 119.7 . . ?
C8 C9 C10 120.6(3) . . ?
C8 C9 H9 119.7 . . ?
C15 N2 H2 106.8 . . ?
C15 N2 C18 111.4(3) . . ?
C15 N2 C20 112.5(3) . . ?
C18 N2 H2 106.8 . . ?
C20 N2 H2 106.8 . . ?
C20 N2 C18 112.1(4) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C6 H6 119.9 . . ?
C5 C6 C7 120.3(3) . . ?
C5 C6 H6 119.9 . . ?
C13 C12 N1 120.3(3) . . ?
C13 C12 C17 119.8(3) . . ?
C17 C12 N1 119.9(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.3(3) . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 120.8(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.6(3) . . ?
C14 C13 H13 119.7 . . ?
C14 C15 N2 118.5(3) . . ?
C16 C15 N2 120.0(3) . . ?
C16 C15 C14 121.5(3) . . ?
C12 C17 H17 120.3 . . ?
C16 C17 C12 119.4(3) . . ?
C16 C17 H17 120.3 . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.8(3) . . ?
C15 C14 H14 120.6 . . ?
C15 C16 C17 119.8(3) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
F1 B1 F2 107.8(3) . . ?
F1 B1 O1 111.5(3) . . ?
F1 B1 N1 108.9(2) . . ?
F2 B1 O1 110.3(3) . . ?
F2 B1 N1 108.9(2) . . ?
O1 B1 N1 109.5(2) . . ?
N2 C18 H18A 109.2 . . ?
N2 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 N2 111.9(4) . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
N2 C20 H20A 109.1 . . ?
N2 C20 H20B 109.1 . . ?
H20A C20 H20B 107.8 . . ?
C21 C20 N2 112.6(4) . . ?
C21 C20 H20A 109.1 . . ?
C21 C20 H20B 109.1 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N3 C22 C23 175.8(12) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

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
O1 C1 C2 C7 -179.9(2) . . . . ?
O1 C1 C2 C3 1.6(4) . . . . ?
O1 C1 C10 C11 -5.1(4) . . . . ?
O1 C1 C10 C9 178.6(2) . . . . ?
N1 C12 C13 C14 -177.6(3) . . . . ?
N1 C12 C17 C16 177.6(3) . . . . ?
C1 O1 B1 F1 -97.6(3) . . . . ?
C1 O1 B1 F2 142.7(2) . . . . ?
C1 O1 B1 N1 22.9(4) . . . . ?
C1 C2 C7 C8 0.3(4) . . . . ?
C1 C2 C7 C6 -178.3(2) . . . . ?
C1 C2 C3 C4 178.4(3) . . . . ?
C1 C10 C11 N1 6.1(4) . . . . ?
C1 C10 C9 C8 2.2(4) . . . . ?
C2 C1 C10 C11 171.3(2) . . . . ?
C2 C1 C10 C9 -5.1(4) . . . . ?
C2 C7 C8 C9 -3.1(4) . . . . ?
C2 C7 C6 C5 -0.2(4) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C10 C1 C2 C7 3.8(4) . . . . ?
C10 C1 C2 C3 -174.8(3) . . . . ?
C10 C9 C8 C7 1.9(4) . . . . ?
C7 C2 C3 C4 -0.2(4) . . . . ?
C7 C6 C5 C4 0.0(5) . . . . ?
C11 N1 C12 C13 43.1(4) . . . . ?
C11 N1 C12 C17 -137.1(3) . . . . ?
C11 N1 B1 F1 101.3(3) . . . . ?
C11 N1 B1 F2 -141.5(3) . . . . ?
C11 N1 B1 O1 -20.8(4) . . . . ?
C11 C10 C9 C8 -174.0(3) . . . . ?
C9 C10 C11 N1 -177.6(3) . . . . ?
N2 C15 C14 C13 179.5(3) . . . . ?
N2 C15 C16 C17 -179.6(3) . . . . ?
C8 C7 C6 C5 -178.8(3) . . . . ?
C6 C7 C8 C9 175.4(3) . . . . ?
C12 N1 C11 C10 -172.5(2) . . . . ?
C12 N1 B1 F1 -78.4(3) . . . . ?
C12 N1 B1 F2 38.8(4) . . . . ?
C12 N1 B1 O1 159.4(2) . . . . ?
C12 C13 C14 C15 -0.9(5) . . . . ?
C12 C17 C16 C15 1.0(5) . . . . ?
C3 C2 C7 C8 178.9(2) . . . . ?
C3 C2 C7 C6 0.3(4) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
C13 C12 C17 C16 -2.6(5) . . . . ?
C15 N2 C18 C19 58.3(5) . . . . ?
C15 N2 C20 C21 -61.8(5) . . . . ?
C17 C12 C13 C14 2.6(5) . . . . ?
C14 C15 C16 C17 0.6(5) . . . . ?
C16 C15 C14 C13 -0.7(5) . . . . ?
B1 O1 C1 C2 172.2(3) . . . . ?
B1 O1 C1 C10 -11.4(4) . . . . ?
B1 N1 C11 C10 7.8(4) . . . . ?
B1 N1 C12 C13 -137.2(3) . . . . ?
B1 N1 C12 C17 42.6(4) . . . . ?
C18 N2 C15 C14 -118.1(4) . . . . ?
C18 N2 C15 C16 62.1(4) . . . . ?
C18 N2 C20 C21 171.6(4) . . . . ?
C20 N2 C15 C14 115.0(4) . . . . ?
C20 N2 C15 C16 -64.9(5) . . . . ?
C20 N2 C18 C19 -174.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

####################################################################### 
# 
# 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_sub-INST-new3
_database_code_depnum_ccdc_archive 'CCDC 2003922'
loop_
_audit_author_name
_audit_author_address
'Subhash Chandra Sahoo'
;Department of Chemistry, Panjab University
India
;
_audit_update_record             
;
2020-05-14 deposited with the CCDC.	2025-02-24 downloaded from the CCDC.
;
_audit_creation_date             2020-03-19
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.01.05 svn.r3372 for Rigaku Oxford Diffraction, GUI svn.r5289)
;
_chemical_formula_moiety         'C21 H21 B F2 N2 O'
_chemical_formula_sum            'C21 H21 B F2 N2 O'
_chemical_compound_source        synthesized
_chemical_formula_weight         366.23
_chemical_oxdiff_formula         'C B N O F'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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'
_chemical_absolute_configuration ?
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2
_cell_length_a                   6.5954(4)
_cell_length_b                   18.2138(9)
_cell_length_c                   15.1647(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.405(5)
_cell_angle_gamma                90
_cell_volume                     1816.31(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11918
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.2740
_cell_measurement_theta_min      3.2650
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20338
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.3392
_exptl_crystal_F_000             768.4110
_diffrn_reflns_av_R_equivalents  0.0885
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            25107
_diffrn_reflns_theta_full        27.0668
_diffrn_reflns_theta_max         27.07
_diffrn_reflns_theta_min         3.29
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -50.00 -22.00   0.50    8.00    --   -9.95 -55.00 -70.00   56
  2  ω     22.00  47.00   0.50    8.00    --   -9.95  55.00  72.00   50
  3  ω      3.00  34.00   0.50    8.00    --   10.22  55.00  72.00   62
  4  ω    -50.00  -8.00   0.50    8.00    --   10.22 -55.00 -70.00   84
  5  ω    -47.00 -11.00   0.50    8.00    --   -9.95 125.00-120.00   72
  6  ω    -58.00 -13.00   0.50    8.00    --   -9.95 125.00-150.00   90
  7  ω    -56.00  -8.00   0.50    8.00    --   -9.95 125.00  30.00   96
  8  ω    -57.00 -10.00   0.50    8.00    --   -9.95 125.00 -30.00   94
  9  ω    -54.00  18.00   0.50    8.00    --   10.22 -77.00  60.00  144
 10  ω    -40.00  34.00   0.50    8.00    --   10.22 -77.00-180.00  148
 11  ω    -19.00  43.00   0.50    8.00    --   10.22 -99.00 150.00  124
 12  ω    -30.00  -2.00   0.50    8.00    --   10.22 124.00  -8.74   56
 13  ω    -35.00  -7.00   0.50    8.00    --   10.22 129.00-145.07   56
 14  ω    -52.00  22.00   0.50    8.00    --   10.22 -19.00 -60.00  148
 15  ω    -53.00 -18.00   0.50    8.00    --   10.22 -57.00 -90.00   70
 16  ω    -15.00  11.00   0.50    8.00    --   10.22 -38.00-150.00   52
 17  ω    -16.00  27.00   0.50    8.00    --   10.22 -57.00-180.00   86
 18  ω    -32.00  -7.00   0.50    8.00    --   10.22 129.00 138.83   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0515693000
_diffrn_orient_matrix_UB_12      -0.0259849000
_diffrn_orient_matrix_UB_13      -0.0249755000
_diffrn_orient_matrix_UB_21      -0.0836821000
_diffrn_orient_matrix_UB_22      -0.0005086000
_diffrn_orient_matrix_UB_23      -0.0323039000
_diffrn_orient_matrix_UB_31      0.0445424000
_diffrn_orient_matrix_UB_32      0.0290119000
_diffrn_orient_matrix_UB_33      -0.0230304000
_diffrn_oxdiff_ac3_digest_frames 
;
019980a453ba86e11da5d5c37dab9519bd0002558f0
;
_diffrn_oxdiff_ac3_digest_hkl    
;
016f5db147200871ecb9ce104643296bb0914e
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              23
_reflns_limit_k_min              0
_reflns_limit_l_max              19
_reflns_limit_l_min              0
_reflns_number_gt                2861
_reflns_number_total             3948
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.3034
_refine_diff_density_min         -0.3314
_refine_diff_density_rms         0.0790
_refine_ls_d_res_high            0.7679
_refine_ls_d_res_low             6.1851
_refine_ls_goodness_of_fit_ref   1.0230
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3948
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0746
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      1.0230
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1027P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1461
_refine_ls_wR_factor_ref         0.1687
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C18(H18a,H18b), C20(H20a,H20b)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C13(H13), C8(H8), C14(H14), C17(H17), C16(H16), C7(H7), C6(H6),
 C3(H3), C5(H5), C2(H2)
2.c Idealised Me refined as rotating group:
 C19(H19a,H19b,H19c), C21(H21a,H21b,H21c)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
F2 F 0.20512(16) 0.54353(5) 0.58378(7) 0.0387(3) Uani 1.000000 .
F1 F 0.26194(16) 0.61504(5) 0.70551(8) 0.0398(3) Uani 1.000000 .
O1 O 0.33956(18) 0.49233(6) 0.71706(7) 0.0297(3) Uani 1.000000 .
N1 N 0.5515(2) 0.57285(7) 0.63109(9) 0.0233(3) Uani 1.000000 .
N2 N 0.7722(2) 0.85821(7) 0.53071(10) 0.0276(4) Uani 1.000000 .
C9 C 0.7763(3) 0.38600(8) 0.64739(11) 0.0223(4) Uani 1.000000 .
C11 C 0.6823(3) 0.51905(8) 0.62789(10) 0.0234(4) Uani 1.000000 .
H11 H 0.8065(3) 0.52814(8) 0.60482(10) 0.0281(5) Uiso 1.000000 R
C15 C 0.7179(3) 0.78871(8) 0.55684(10) 0.0232(4) Uani 1.000000 .
C12 C 0.6080(3) 0.64614(8) 0.60718(11) 0.0231(4) Uani 1.000000 .
C13 C 0.7986(3) 0.67438(8) 0.63414(11) 0.0247(4) Uani 1.000000 .
H13 H 0.8903(3) 0.64596(8) 0.66903(11) 0.0297(5) Uiso 1.000000 R
C10 C 0.6410(2) 0.44708(8) 0.65848(11) 0.0237(4) Uani 1.000000 .
C8 C 0.9519(3) 0.39077(9) 0.60051(11) 0.0252(4) Uani 1.000000 .
H8 H 0.9845(3) 0.43515(9) 0.57476(11) 0.0303(5) Uiso 1.000000 R
C14 C 0.8530(3) 0.74434(9) 0.60953(11) 0.0256(4) Uani 1.000000 .
H14 H 0.9812(3) 0.76234(9) 0.62815(11) 0.0307(5) Uiso 1.000000 R
C4 C 0.7316(3) 0.31743(8) 0.68653(11) 0.0259(4) Uani 1.000000 .
C1 C 0.4696(3) 0.43747(9) 0.70610(11) 0.0251(4) Uani 1.000000 .
C17 C 0.4690(3) 0.68998(9) 0.55770(11) 0.0265(4) Uani 1.000000 .
H17 H 0.3391(3) 0.67234(9) 0.54149(11) 0.0318(5) Uiso 1.000000 R
C16 C 0.5236(3) 0.75970(9) 0.53261(11) 0.0257(4) Uani 1.000000 .
H16 H 0.4298(3) 0.78819(9) 0.49889(11) 0.0309(5) Uiso 1.000000 R
C7 C 1.0753(3) 0.33131(9) 0.59217(11) 0.0295(4) Uani 1.000000 .
H7 H 1.1911(3) 0.33578(9) 0.56123(11) 0.0354(5) Uiso 1.000000 R
C6 C 1.0290(3) 0.26353(9) 0.62988(12) 0.0330(5) Uani 1.000000 .
H6 H 1.1137(3) 0.22333(9) 0.62371(12) 0.0395(5) Uiso 1.000000 R
C3 C 0.5585(3) 0.31201(9) 0.73677(11) 0.0298(4) Uani 1.000000 .
H3 H 0.5303(3) 0.26738(9) 0.76301(11) 0.0358(5) Uiso 1.000000 R
C18 C 0.9824(3) 0.88349(9) 0.53943(12) 0.0300(4) Uani 1.000000 .
H18a H 1.0713(3) 0.84119(9) 0.53740(12) 0.0360(5) Uiso 1.000000 R
H18b H 1.0058(3) 0.91432(9) 0.48905(12) 0.0360(5) Uiso 1.000000 R
C5 C 0.8598(3) 0.25667(9) 0.67557(12) 0.0308(4) Uani 1.000000 .
H5 H 0.8287(3) 0.21150(9) 0.69973(12) 0.0370(5) Uiso 1.000000 R
C2 C 0.4338(3) 0.36976(9) 0.74753(12) 0.0307(4) Uani 1.000000 .
H2 H 0.3243(3) 0.36487(9) 0.78225(12) 0.0369(5) Uiso 1.000000 R
C20 C 0.6238(3) 0.90957(9) 0.49079(12) 0.0318(4) Uani 1.000000 .
H20a H 0.4955(3) 0.90191(9) 0.51676(12) 0.0382(5) Uiso 1.000000 R
H20b H 0.6688(3) 0.95909(9) 0.50540(12) 0.0382(5) Uiso 1.000000 R
C19 C 1.0405(3) 0.92603(10) 0.62309(13) 0.0398(5) Uani 1.000000 .
H19a H 1.1764(8) 0.9445(6) 0.6213(4) 0.0597(7) Uiso 1.000000 GR
H19b H 0.9481(12) 0.9663(4) 0.6278(5) 0.0597(7) Uiso 1.000000 GR
H19c H 1.0338(19) 0.8943(2) 0.67332(14) 0.0597(7) Uiso 1.000000 GR
C21 C 0.5879(4) 0.90337(11) 0.39161(14) 0.0468(6) Uani 1.000000 .
H21a H 0.7139(5) 0.9105(7) 0.36506(15) 0.0702(8) Uiso 1.000000 GR
H21b H 0.535(2) 0.8555(3) 0.37642(14) 0.0702(8) Uiso 1.000000 GR
H21c H 0.4920(16) 0.9401(5) 0.37024(17) 0.0702(8) Uiso 1.000000 GR
B1 B 0.3313(3) 0.55634(10) 0.65996(14) 0.0282(5) Uani 1.000000 .


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
F2 B1 1.391(2) . ?
F1 B1 1.371(2) . ?
O1 C1 1.3356(19) . ?
O1 B1 1.451(2) . ?
N1 C11 1.309(2) . ?
N1 C12 1.4396(19) . ?
N1 B1 1.578(2) . ?
N2 C15 1.382(2) . ?
N2 C18 1.457(2) . ?
N2 C20 1.452(2) . ?
C9 C10 1.444(2) . ?
C9 C8 1.407(2) . ?
C9 C4 1.423(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.424(2) . ?
C15 C14 1.406(2) . ?
C15 C16 1.408(2) . ?
C12 C13 1.391(2) . ?
C12 C17 1.391(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(2) . ?
C10 C1 1.398(2) . ?
C8 H8 0.9300 . ?
C8 C7 1.367(2) . ?
C14 H14 0.9300 . ?
C4 C3 1.424(2) . ?
C4 C5 1.410(2) . ?
C1 C2 1.412(2) . ?
C17 H17 0.9300 . ?
C17 C16 1.381(2) . ?
C16 H16 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.404(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.364(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.353(2) . ?
C18 H18a 0.9700 . ?
C18 H18b 0.9700 . ?
C18 C19 1.511(3) . ?
C5 H5 0.9300 . ?
C2 H2 0.9300 . ?
C20 H20a 0.9700 . ?
C20 H20b 0.9700 . ?
C20 C21 1.509(3) . ?
C19 H19a 0.9600 . ?
C19 H19b 0.9600 . ?
C19 H19c 0.9600 . ?
C21 H21a 0.9600 . ?
C21 H21b 0.9600 . ?
C21 H21c 0.9600 . ?

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
B1 O1 C1 121.46(13) . . ?
C12 N1 C11 120.08(14) . . ?
B1 N1 C11 119.39(13) . . ?
B1 N1 C12 120.52(13) . . ?
C18 N2 C15 121.97(14) . . ?
C20 N2 C15 121.87(14) . . ?
C20 N2 C18 116.14(13) . . ?
C8 C9 C10 123.44(14) . . ?
C4 C9 C10 118.55(14) . . ?
C4 C9 C8 118.01(14) . . ?
H11 C11 N1 118.85(9) . . ?
C10 C11 N1 122.29(15) . . ?
C10 C11 H11 118.85(9) . . ?
C14 C15 N2 121.49(15) . . ?
C16 C15 N2 121.31(15) . . ?
C16 C15 C14 117.20(14) . . ?
C13 C12 N1 120.95(14) . . ?
C17 C12 N1 119.72(14) . . ?
C17 C12 C13 119.32(14) . . ?
H13 C13 C12 119.70(9) . . ?
C14 C13 C12 120.61(15) . . ?
C14 C13 H13 119.70(10) . . ?
C11 C10 C9 122.41(14) . . ?
C1 C10 C9 119.67(14) . . ?
C1 C10 C11 117.78(15) . . ?
H8 C8 C9 119.44(9) . . ?
C7 C8 C9 121.13(15) . . ?
C7 C8 H8 119.44(10) . . ?
C13 C14 C15 121.10(15) . . ?
H14 C14 C15 119.45(9) . . ?
H14 C14 C13 119.45(10) . . ?
C3 C4 C9 118.96(14) . . ?
C5 C4 C9 119.62(15) . . ?
C5 C4 C3 121.42(14) . . ?
C10 C1 O1 121.53(14) . . ?
C2 C1 O1 117.83(14) . . ?
C2 C1 C10 120.58(16) . . ?
H17 C17 C12 119.96(9) . . ?
C16 C17 C12 120.07(16) . . ?
C16 C17 H17 119.96(10) . . ?
C17 C16 C15 121.63(15) . . ?
H16 C16 C15 119.19(9) . . ?
H16 C16 C17 119.19(10) . . ?
H7 C7 C8 119.69(10) . . ?
C6 C7 C8 120.62(16) . . ?
C6 C7 H7 119.69(10) . . ?
H6 C6 C7 120.01(10) . . ?
C5 C6 C7 119.98(16) . . ?
C5 C6 H6 120.01(10) . . ?
H3 C3 C4 118.98(9) . . ?
C2 C3 C4 122.04(15) . . ?
C2 C3 H3 118.98(10) . . ?
H18a C18 N2 108.61(9) . . ?
H18b C18 N2 108.61(9) . . ?
H18b C18 H18a 107.6 . . ?
C19 C18 N2 114.61(15) . . ?
C19 C18 H18a 108.61(10) . . ?
C19 C18 H18b 108.61(10) . . ?
C6 C5 C4 120.62(15) . . ?
H5 C5 C4 119.69(10) . . ?
H5 C5 C6 119.69(10) . . ?
C3 C2 C1 120.08(16) . . ?
H2 C2 C1 119.96(10) . . ?
H2 C2 C3 119.96(10) . . ?
H20a C20 N2 108.61(9) . . ?
H20b C20 N2 108.61(9) . . ?
H20b C20 H20a 107.6 . . ?
C21 C20 N2 114.62(15) . . ?
C21 C20 H20a 108.61(12) . . ?
C21 C20 H20b 108.61(10) . . ?
H19a C19 C18 109.5 . . ?
H19b C19 C18 109.5 . . ?
H19b C19 H19a 109.5 . . ?
H19c C19 C18 109.5 . . ?
H19c C19 H19a 109.5 . . ?
H19c C19 H19b 109.5 . . ?
H21a C21 C20 109.5 . . ?
H21b C21 C20 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C20 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
F1 B1 F2 110.36(15) . . ?
O1 B1 F2 110.71(14) . . ?
O1 B1 F1 108.95(15) . . ?
N1 B1 F2 107.85(14) . . ?
N1 B1 F1 109.95(14) . . ?
N1 B1 O1 109.00(14) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.347
_oxdiff_exptl_absorpt_empirical_full_min 0.318
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_diffrn_ambient_temperature      293

_chemical_name_systematic        KN4-6B
_exptl_crystal_preparation       Luminescent
