# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_BKP_PP_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2341722'
loop_
_audit_author_name
_audit_author_address
'Pritishree Panigrahi'
;IIT GUWAHATI
India
;
_audit_update_record             
;
2024-03-20 deposited with the CCDC.	2024-07-30 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         ?
_chemical_formula_sum            'C15 H11 B F3 N O'
_chemical_formula_weight         289.09

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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.3925(17)
_cell_length_b                   12.469(2)
_cell_length_c                   11.765(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.136(5)
_cell_angle_gamma                90
_cell_volume                     1323.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9884
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      24.97

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_F_000             612
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.120
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6625
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25123
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.432
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2317
_reflns_number_gt                2038
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0398P)²+0.7632P] 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       0.010(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2317
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0939
_refine_ls_wR_factor_gt          0.0880
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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
F001 F 0.20530(10) 0.52681(7) 0.01859(8) 0.0305(3) Uani 1 1 d . . . . .
F002 F 0.92428(10) 0.59018(8) 0.59772(8) 0.0349(3) Uani 1 1 d . . . . .
F003 F 0.14880(10) 0.38342(7) 0.11392(9) 0.0348(3) Uani 1 1 d . . . . .
O004 O 0.32512(12) 0.50329(10) 0.21966(10) 0.0337(3) Uani 1 1 d . . . . .
N005 N 0.06395(14) 0.55501(11) 0.15761(11) 0.0269(3) Uani 1 1 d . . . . .
H005 H -0.028597 0.540797 0.118899 0.032 Uiso 1 1 calc R U . . .
C006 C 0.08867(16) 0.63009(11) 0.23863(12) 0.0199(3) Uani 1 1 d . . . . .
C007 C 0.34779(16) 0.58129(11) 0.29805(12) 0.0201(3) Uani 1 1 d . . . . .
C008 C 0.50032(16) 0.58638(11) 0.37674(13) 0.0210(3) Uani 1 1 d . . . . .
C009 C -0.03622(16) 0.69306(12) 0.25854(13) 0.0215(3) Uani 1 1 d . . . . .
C00A C 0.78415(16) 0.58924(12) 0.52408(13) 0.0248(3) Uani 1 1 d . . . . .
C00B C 0.23583(16) 0.64705(12) 0.30672(14) 0.0258(4) Uani 1 1 d . . . . .
H00B H 0.257447 0.705897 0.360053 0.031 Uiso 1 1 calc R U . . .
C00C C 0.53828(16) 0.65482(12) 0.47464(13) 0.0250(3) Uani 1 1 d . . . . .
H00C H 0.465275 0.700785 0.490257 0.030 Uiso 1 1 calc R U . . .
C00D C 0.75235(17) 0.52096(13) 0.42886(15) 0.0286(4) Uani 1 1 d . . . . .
H00D H 0.826583 0.475729 0.414006 0.034 Uiso 1 1 calc R U . . .
C00E C 0.60890(17) 0.51985(13) 0.35497(14) 0.0266(4) Uani 1 1 d . . . . .
H00E H 0.584312 0.473104 0.288605 0.032 Uiso 1 1 calc R U . . .
C00F C 0.68115(17) 0.65627(13) 0.54900(14) 0.0276(4) Uani 1 1 d . . . . .
H00F H 0.707212 0.702593 0.615695 0.033 Uiso 1 1 calc R U . . .
C00G C -0.01578(17) 0.75832(14) 0.35760(14) 0.0304(4) Uani 1 1 d . . . . .
H00G H 0.079984 0.764173 0.411839 0.037 Uiso 1 1 calc R U . . .
C00H C -0.27249(18) 0.80750(13) 0.30042(14) 0.0300(4) Uani 1 1 d . . . . .
H00H H -0.353079 0.845702 0.315120 0.036 Uiso 1 1 calc R U . . .
C00I C -0.17735(17) 0.68785(14) 0.17940(15) 0.0316(4) Uani 1 1 d . . . . .
H00I H -0.193599 0.645231 0.110029 0.038 Uiso 1 1 calc R U . . .
C00J C -0.13281(19) 0.81487(14) 0.37839(15) 0.0344(4) Uani 1 1 d . . . . .
H00J H -0.116876 0.858944 0.446652 0.041 Uiso 1 1 calc R U . . .
C00K C -0.29415(18) 0.74430(15) 0.20107(15) 0.0353(4) Uani 1 1 d . . . . .
H00K H -0.390071 0.739368 0.146888 0.042 Uiso 1 1 calc R U . . .
B00L B 0.18635(19) 0.49063(14) 0.12632(15) 0.0253(4) 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
F001 B00L 1.403(2) . ?
F002 C00A 1.3599(17) . ?
F003 B00L 1.380(2) . ?
O004 C007 1.3163(18) . ?
O004 B00L 1.461(2) . ?
N005 C006 1.310(2) . ?
N005 B00L 1.529(2) . ?
C006 C00B 1.408(2) . ?
C006 C009 1.483(2) . ?
C007 C00B 1.359(2) . ?
C007 C008 1.475(2) . ?
C008 C00E 1.392(2) . ?
C008 C00C 1.398(2) . ?
C009 C00G 1.390(2) . ?
C009 C00I 1.394(2) . ?
C00A C00F 1.371(2) . ?
C00A C00D 1.372(2) . ?
C00C C00F 1.383(2) . ?
C00D C00E 1.386(2) . ?
C00G C00J 1.384(2) . ?
C00H C00K 1.377(2) . ?
C00H C00J 1.379(2) . ?
C00I C00K 1.385(2) . ?

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
C007 O004 B00L 122.91(12) . . ?
C006 N005 B00L 123.88(13) . . ?
N005 C006 C00B 117.96(13) . . ?
N005 C006 C009 120.34(13) . . ?
C00B C006 C009 121.68(13) . . ?
O004 C007 C00B 121.36(13) . . ?
O004 C007 C008 114.28(12) . . ?
C00B C007 C008 124.30(13) . . ?
C00E C008 C00C 118.89(14) . . ?
C00E C008 C007 119.48(13) . . ?
C00C C008 C007 121.61(13) . . ?
C00G C009 C00I 118.13(14) . . ?
C00G C009 C006 120.74(13) . . ?
C00I C009 C006 121.13(14) . . ?
F002 C00A C00F 118.31(14) . . ?
F002 C00A C00D 118.56(13) . . ?
C00F C00A C00D 123.13(14) . . ?
C007 C00B C006 121.62(14) . . ?
C00F C00C C008 120.63(14) . . ?
C00A C00D C00E 118.13(14) . . ?
C00D C00E C008 120.85(14) . . ?
C00A C00F C00C 118.36(14) . . ?
C00J C00G C009 121.00(15) . . ?
C00K C00H C00J 119.44(15) . . ?
C00K C00I C009 120.54(15) . . ?
C00H C00J C00G 120.26(15) . . ?
C00H C00K C00I 120.61(15) . . ?
F003 B00L F001 108.00(13) . . ?
F003 B00L O004 109.42(13) . . ?
F001 B00L O004 109.50(13) . . ?
F003 B00L N005 110.31(13) . . ?
F001 B00L N005 109.97(13) . . ?
O004 B00L N005 109.62(12) . . ?

_refine_diff_density_max         0.447
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.038



