# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 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_test1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2210041'
loop_
_audit_author_name
_audit_author_address
'RETWIK PARUI'
;IIT Guwahati
India
;
_audit_update_record             
;
2022-09-28 deposited with the CCDC.	2023-07-16 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            'C18 H25 B N2'
_chemical_formula_weight         280.21

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'
B B 0.0013 0.0007 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.740(2)
_cell_length_b                   8.555(3)
_cell_length_c                   12.499(4)
_cell_angle_alpha                93.164(8)
_cell_angle_beta                 90.771(8)
_cell_angle_gamma                93.010(9)
_cell_volume                     825.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9933
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      26.26

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_F_000             304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.065
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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            23148
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.632
_diffrn_reflns_theta_max         24.983
_diffrn_reflns_theta_full        24.983
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2890
_reflns_number_gt                2101
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0698P)²+0.1893P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2890
_refine_ls_number_parameters     197
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1679
_refine_ls_wR_factor_gt          0.1438
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_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
N1 N 0.48407(19) 0.74221(19) 0.51105(12) 0.0634(5) Uani 1 1 d . . . . .
H2 H 0.537(3) 0.734(3) 0.5712(19) 0.095 Uiso 1 1 d . U . . .
N2 N 0.24289(19) 0.69760(18) 0.39080(12) 0.0602(4) Uani 1 1 d . . . . .
H1A H 0.142(3) 0.664(3) 0.3703(17) 0.090 Uiso 1 1 d . U . . .
C1 C 0.7594(3) 0.9862(2) 0.28120(16) 0.0691(5) Uani 1 1 d . . . . .
H1 H 0.821925 1.039790 0.230381 0.083 Uiso 1 1 calc R U . . .
C2 C 0.3290(2) 0.77715(19) 0.31110(13) 0.0534(4) Uani 1 1 d . . . . .
C3 C 0.2566(2) 0.7922(2) 0.21167(14) 0.0666(5) Uani 1 1 d . . . . .
H3 H 0.145251 0.750265 0.195991 0.080 Uiso 1 1 calc R U . . .
C4 C 0.3492(3) 0.8702(3) 0.13427(15) 0.0735(6) Uani 1 1 d . . . . .
H4 H 0.299005 0.878313 0.066922 0.088 Uiso 1 1 calc R U . . .
C5 C 0.5105(3) 0.9345(2) 0.15454(15) 0.0668(5) Uani 1 1 d . . . . .
H5 H 0.569129 0.986372 0.101301 0.080 Uiso 1 1 calc R U . . .
C6 C 0.5907(2) 0.9236(2) 0.25578(14) 0.0564(5) Uani 1 1 d . . . . .
C7 C 0.4984(2) 0.84213(18) 0.33466(12) 0.0494(4) Uani 1 1 d . . . . .
C8 C 0.8311(3) 0.9689(3) 0.37889(17) 0.0816(7) Uani 1 1 d . . . . .
H8 H 0.942266 1.011335 0.394322 0.098 Uiso 1 1 calc R U . . .
C9 C 0.7413(3) 0.8886(3) 0.45700(15) 0.0753(6) Uani 1 1 d . . . . .
H9 H 0.793322 0.877693 0.523503 0.090 Uiso 1 1 calc R U . . .
C10 C 0.5771(2) 0.8257(2) 0.43614(14) 0.0572(5) Uani 1 1 d . . . . .
C11 C 0.2148(2) 0.5784(2) 0.57721(14) 0.0642(5) Uani 1 1 d . . . . .
H11A H 0.104630 0.624903 0.589289 0.077 Uiso 1 1 calc R U . . .
H11B H 0.190060 0.473190 0.545814 0.077 Uiso 1 1 calc R U . . .
C12 C 0.3026(2) 0.5648(2) 0.68576(14) 0.0617(5) Uani 1 1 d . . . . .
H12A H 0.414785 0.521609 0.674729 0.074 Uiso 1 1 calc R U . . .
H12B H 0.321722 0.668862 0.720023 0.074 Uiso 1 1 calc R U . . .
C13 C 0.1996(2) 0.4629(2) 0.76014(14) 0.0580(5) Uani 1 1 d . . . . .
H13A H 0.084796 0.502241 0.767084 0.070 Uiso 1 1 calc R U . . .
H13B H 0.186643 0.357338 0.727427 0.070 Uiso 1 1 calc R U . . .
C14 C 0.2783(2) 0.4552(2) 0.87086(14) 0.0615(5) Uani 1 1 d . . . . .
H14A H 0.290136 0.560412 0.904196 0.074 Uiso 1 1 calc R U . . .
H14B H 0.393336 0.416301 0.864247 0.074 Uiso 1 1 calc R U . . .
C15 C 0.1732(2) 0.3513(2) 0.94344(13) 0.0572(5) Uani 1 1 d . . . . .
H15A H 0.056937 0.388045 0.947713 0.069 Uiso 1 1 calc R U . . .
H15B H 0.164745 0.245446 0.911021 0.069 Uiso 1 1 calc R U . . .
C16 C 0.2466(2) 0.3465(2) 1.05584(14) 0.0609(5) Uani 1 1 d . . . . .
H16A H 0.361564 0.306637 1.051859 0.073 Uiso 1 1 calc R U . . .
H16B H 0.258128 0.452534 1.087724 0.073 Uiso 1 1 calc R U . . .
C17 C 0.1385(2) 0.2466(2) 1.12783(14) 0.0665(5) Uani 1 1 d . . . . .
H17A H 0.131514 0.139377 1.097793 0.080 Uiso 1 1 calc R U . . .
H17B H 0.022050 0.283304 1.129314 0.080 Uiso 1 1 calc R U . . .
C18 C 0.2088(3) 0.2483(3) 1.24171(15) 0.0851(7) Uani 1 1 d . . . . .
H18A H 0.133188 0.184478 1.283634 0.128 Uiso 1 1 calc R U . . .
H18B H 0.215649 0.353958 1.272264 0.128 Uiso 1 1 calc R U . . .
H18C H 0.322045 0.207648 1.241341 0.128 Uiso 1 1 calc R U . . .
B2 B 0.3151(3) 0.6752(2) 0.49288(16) 0.0563(5) 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
N1 C10 1.394(2) . ?
N1 B2 1.410(2) . ?
N2 C2 1.395(2) . ?
N2 B2 1.413(2) . ?
C1 C8 1.353(3) . ?
C1 C6 1.411(3) . ?
C2 C3 1.372(2) . ?
C2 C7 1.418(2) . ?
C3 C4 1.391(3) . ?
C4 C5 1.353(3) . ?
C5 C6 1.412(2) . ?
C6 C7 1.418(2) . ?
C7 C10 1.417(2) . ?
C8 C9 1.396(3) . ?
C9 C10 1.370(2) . ?
C11 C12 1.522(2) . ?
C11 B2 1.566(3) . ?
C12 C13 1.515(2) . ?
C13 C14 1.511(2) . ?
C14 C15 1.519(2) . ?
C15 C16 1.512(2) . ?
C16 C17 1.507(2) . ?
C17 C18 1.516(3) . ?

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
C10 N1 B2 124.13(15) . . ?
C2 N2 B2 124.09(15) . . ?
C8 C1 C6 120.55(17) . . ?
C3 C2 N2 122.39(16) . . ?
C3 C2 C7 119.64(16) . . ?
N2 C2 C7 117.97(15) . . ?
C2 C3 C4 120.15(17) . . ?
C5 C4 C3 121.63(17) . . ?
C4 C5 C6 120.58(17) . . ?
C1 C6 C5 123.21(16) . . ?
C1 C6 C7 118.55(16) . . ?
C5 C6 C7 118.22(16) . . ?
C10 C7 C2 120.67(15) . . ?
C10 C7 C6 119.55(15) . . ?
C2 C7 C6 119.77(15) . . ?
C1 C8 C9 121.30(18) . . ?
C10 C9 C8 120.32(18) . . ?
C9 C10 N1 122.23(16) . . ?
C9 C10 C7 119.72(16) . . ?
N1 C10 C7 118.03(15) . . ?
C12 C11 B2 117.40(15) . . ?
C13 C12 C11 113.64(15) . . ?
C14 C13 C12 114.82(15) . . ?
C13 C14 C15 113.72(14) . . ?
C16 C15 C14 114.52(15) . . ?
C17 C16 C15 113.94(15) . . ?
C16 C17 C18 113.56(17) . . ?
N1 B2 N2 115.09(16) . . ?
N1 B2 C11 123.23(16) . . ?
N2 B2 C11 121.65(16) . . ?

_refine_diff_density_max         0.132
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.036



####################################################################### 
# 
# 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_NCPh_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2210045'
loop_
_audit_author_name
_audit_author_address
'RETWIK PARUI'
;IIT Guwahati
India
;
_audit_update_record             
;
2022-09-28 deposited with the CCDC.	2023-07-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H14 N2'
_chemical_formula_weight         246.30

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'

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

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

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

_cell_length_a                   12.619(3)
_cell_length_b                   8.688(2)
_cell_length_c                   13.129(4)
_cell_angle_alpha                90
_cell_angle_beta                 116.872(4)
_cell_angle_gamma                90
_cell_volume                     1284.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    1589
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      20.32

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_F_000             520
_exptl_transmission_factor_min   0.6621
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(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            17884
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.809
_diffrn_reflns_theta_max         27.434
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2914
_reflns_number_gt                1352
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0671P)²+0.1793P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2914
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1490
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1651
_refine_ls_wR_factor_gt          0.1269
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_restrained_S_all      0.995
_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
N1 N 0.68021(19) 0.4127(2) 0.68295(18) 0.0621(6) Uani 1 1 d . . . . .
H1 H 0.678(3) 0.484(3) 0.725(3) 0.093 Uiso 1 1 d . U . . .
N2 N 0.61244(18) 0.1695(2) 0.60319(18) 0.0577(6) Uani 1 1 d . . . . .
H1B H 0.576(2) 0.084(3) 0.608(2) 0.087 Uiso 1 1 d . U . . .
C1 C 0.5156(2) 0.2983(3) 0.7037(2) 0.0544(6) Uani 1 1 d . . . . .
C2 C 0.4192(2) 0.3675(3) 0.6146(2) 0.0613(7) Uani 1 1 d . . . . .
H2 H 0.424559 0.396680 0.548929 0.074 Uiso 1 1 calc R U . . .
C3 C 0.3155(2) 0.3931(3) 0.6227(2) 0.0664(7) Uani 1 1 d . . . . .
H3 H 0.250896 0.438218 0.562123 0.080 Uiso 1 1 calc R U . . .
C4 C 0.3073(2) 0.3526(3) 0.7195(3) 0.0678(8) Uani 1 1 d . . . . .
H4 H 0.237764 0.371246 0.725425 0.081 Uiso 1 1 calc R U . . .
C5 C 0.4017(3) 0.2848(3) 0.8070(3) 0.0711(8) Uani 1 1 d . . . . .
H5 H 0.395984 0.256885 0.872772 0.085 Uiso 1 1 calc R U . . .
C6 C 0.5053(2) 0.2569(3) 0.8000(2) 0.0641(7) Uani 1 1 d . . . . .
H6 H 0.568677 0.209742 0.860531 0.077 Uiso 1 1 calc R U . . .
C7 C 0.6305(2) 0.2711(3) 0.6984(2) 0.0635(7) Uani 1 1 d . . . . .
H7 H 0.687222 0.222939 0.769852 0.076 Uiso 1 1 calc R U . . .
C8 C 0.7790(2) 0.4048(3) 0.6638(2) 0.0544(6) Uani 1 1 d . . . . .
C9 C 0.7906(2) 0.2729(3) 0.60636(19) 0.0541(6) Uani 1 1 d . . . . .
C10 C 0.7076(2) 0.1507(3) 0.5779(2) 0.0549(6) Uani 1 1 d . . . . .
C11 C 0.8611(2) 0.5202(3) 0.6923(2) 0.0726(8) Uani 1 1 d . . . . .
H11 H 0.855241 0.605568 0.732137 0.087 Uiso 1 1 calc R U . . .
C12 C 0.9540(2) 0.5107(4) 0.6617(3) 0.0858(9) Uani 1 1 d . . . . .
H12 H 1.009414 0.589900 0.682138 0.103 Uiso 1 1 calc R U . . .
C13 C 0.9642(2) 0.3882(4) 0.6030(3) 0.0797(9) Uani 1 1 d . . . . .
H13 H 1.025084 0.385683 0.581584 0.096 Uiso 1 1 calc R U . . .
C14 C 0.8838(2) 0.2647(3) 0.5743(2) 0.0646(7) Uani 1 1 d . . . . .
C15 C 0.7196(2) 0.0235(3) 0.5221(2) 0.0699(8) Uani 1 1 d . . . . .
H15 H 0.666658 -0.058182 0.505365 0.084 Uiso 1 1 calc R U . . .
C16 C 0.8904(3) 0.1330(4) 0.5136(2) 0.0760(8) Uani 1 1 d . . . . .
H16 H 0.949344 0.126266 0.489794 0.091 Uiso 1 1 calc R U . . .
C17 C 0.8111(3) 0.0166(3) 0.4904(2) 0.0774(8) Uani 1 1 d . . . . .
H17 H 0.817886 -0.070052 0.452174 0.093 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
N1 C8 1.380(3) . ?
N1 C7 1.436(3) . ?
N2 C10 1.392(3) . ?
N2 C7 1.462(3) . ?
C1 C6 1.376(3) . ?
C1 C2 1.387(3) . ?
C1 C7 1.502(3) . ?
C2 C3 1.378(3) . ?
C3 C4 1.367(3) . ?
C4 C5 1.360(4) . ?
C5 C6 1.373(3) . ?
C8 C11 1.366(3) . ?
C8 C9 1.415(3) . ?
C9 C10 1.418(3) . ?
C9 C14 1.419(3) . ?
C10 C15 1.372(3) . ?
C11 C12 1.402(4) . ?
C12 C13 1.355(4) . ?
C13 C14 1.407(4) . ?
C14 C16 1.418(4) . ?
C15 C17 1.395(3) . ?
C16 C17 1.357(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
C8 N1 C7 118.1(2) . . ?
C10 N2 C7 117.2(2) . . ?
C6 C1 C2 118.5(2) . . ?
C6 C1 C7 119.7(2) . . ?
C2 C1 C7 121.7(2) . . ?
C3 C2 C1 120.4(2) . . ?
C4 C3 C2 120.2(3) . . ?
C5 C4 C3 119.5(2) . . ?
C4 C5 C6 121.1(3) . . ?
C5 C6 C1 120.3(3) . . ?
N1 C7 N2 107.8(2) . . ?
N1 C7 C1 111.4(2) . . ?
N2 C7 C1 110.74(19) . . ?
C11 C8 N1 123.3(2) . . ?
C11 C8 C9 119.4(2) . . ?
N1 C8 C9 117.2(2) . . ?
C8 C9 C10 120.3(2) . . ?
C8 C9 C14 119.9(2) . . ?
C10 C9 C14 119.8(2) . . ?
C15 C10 N2 122.5(2) . . ?
C15 C10 C9 119.8(2) . . ?
N2 C10 C9 117.6(2) . . ?
C8 C11 C12 120.5(3) . . ?
C13 C12 C11 121.1(3) . . ?
C12 C13 C14 120.6(3) . . ?
C13 C14 C16 123.2(3) . . ?
C13 C14 C9 118.5(3) . . ?
C16 C14 C9 118.3(3) . . ?
C10 C15 C17 120.0(3) . . ?
C17 C16 C14 120.2(3) . . ?
C16 C17 C15 121.8(3) . . ?

_refine_diff_density_max         0.258
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.038



####################################################################### 
# 
# 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 2210065'
loop_
_audit_author_name
_audit_author_address
'RETWIK PARUI'
;IIT Guwahati
India
;
_audit_update_record             
;
2022-09-28 deposited with the CCDC.	2023-07-16 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            'C32 H26 B2 N4'
_chemical_formula_weight         488.19

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   11.0213(11)
_cell_length_b                   5.4398(5)
_cell_length_c                   11.7722(11)
_cell_angle_alpha                90
_cell_angle_beta                 117.600(2)
_cell_angle_gamma                90
_cell_volume                     625.47(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8397
_cell_measurement_theta_min      3.46
_cell_measurement_theta_max      25.99

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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            25719
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.952
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2208
_reflns_number_gt                1970
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.794
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1000P)²+0.6656P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 819 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2208
_refine_ls_number_parameters     180
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0482
_refine_ls_wR_factor_ref         0.1247
_refine_ls_wR_factor_gt          0.1100
_refine_ls_goodness_of_fit_ref   0.632
_refine_ls_restrained_S_all      0.632
_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
N001 N 0.6655(3) 0.5990(5) 0.3391(3) 0.0453(7) Uani 1 1 d . . . . .
N002 N 0.5794(3) 0.2579(5) 0.4088(2) 0.0424(6) Uani 1 1 d . . . . .
C003 C 0.4469(3) 0.2936(5) 0.3077(3) 0.0387(7) Uani 1 1 d . . . . .
C004 C 0.8374(3) 0.3679(6) 0.5458(3) 0.0375(7) Uani 1 1 d . . . . .
C005 C 0.5374(3) 0.6404(6) 0.2337(3) 0.0400(7) Uani 1 1 d . . . . .
C006 C 0.4273(3) 0.4865(5) 0.2195(3) 0.0368(7) Uani 1 1 d . . . . .
C007 C 0.9437(3) 0.5340(6) 0.5733(3) 0.0444(7) Uani 1 1 d . . . . .
H007 H 0.929082 0.667077 0.518822 0.053 Uiso 1 1 calc R U . . .
C008 C 0.1868(3) 0.3688(7) 0.1033(3) 0.0536(9) Uani 1 1 d . . . . .
H008 H 0.099389 0.391894 0.035993 0.064 Uiso 1 1 calc R U . . .
C009 C 1.0701(3) 0.5066(7) 0.6790(3) 0.0503(8) Uani 1 1 d . . . . .
H009 H 1.138882 0.621248 0.695328 0.060 Uiso 1 1 calc R U . . .
C00A C 0.3388(3) 0.1467(7) 0.2928(3) 0.0490(8) Uani 1 1 d . . . . .
H00A H 0.351972 0.021198 0.351045 0.059 Uiso 1 1 calc R U . . .
C00B C 0.2948(3) 0.5239(7) 0.1142(3) 0.0443(7) Uani 1 1 d . . . . .
C00C C 0.5166(3) 0.8236(7) 0.1462(3) 0.0505(8) Uani 1 1 d . . . . .
H00C H 0.588637 0.925235 0.155991 0.061 Uiso 1 1 calc R U . . .
C00D C 1.0945(3) 0.3093(7) 0.7604(3) 0.0477(8) Uani 1 1 d . . . . .
H00D H 1.179452 0.290239 0.831882 0.057 Uiso 1 1 calc R U . . .
C00E C 0.9922(4) 0.1420(7) 0.7348(3) 0.0543(9) Uani 1 1 d . . . . .
H00E H 1.008267 0.007931 0.788915 0.065 Uiso 1 1 calc R U . . .
C00F C 0.2787(4) 0.7139(7) 0.0269(3) 0.0556(9) Uani 1 1 d . . . . .
H00F H 0.193038 0.741921 -0.042165 0.067 Uiso 1 1 calc R U . . .
C00G C 0.8650(3) 0.1702(6) 0.6290(3) 0.0490(8) Uani 1 1 d . . . . .
H00G H 0.796880 0.054709 0.613448 0.059 Uiso 1 1 calc R U . . .
C00H C 0.3862(4) 0.8568(8) 0.0421(3) 0.0578(9) Uani 1 1 d . . . . .
H00H H 0.373113 0.979135 -0.017670 0.069 Uiso 1 1 calc R U . . .
C00I C 0.2090(3) 0.1869(8) 0.1895(3) 0.0544(9) Uani 1 1 d . . . . .
H00I H 0.136486 0.086732 0.179833 0.065 Uiso 1 1 calc R U . . .
B1 B 0.6927(3) 0.4071(6) 0.4292(3) 0.0377(8) Uani 1 1 d . . . . .
H1N H 0.731(4) 0.700(8) 0.340(3) 0.060(11) Uiso 1 1 d . . . . .
H2N H 0.586(4) 0.138(9) 0.458(4) 0.061(12) Uiso 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
N001 C005 1.401(4) . ?
N001 B1 1.418(4) . ?
N001 H1N 0.91(4) . ?
N002 C003 1.406(4) . ?
N002 B1 1.413(4) . ?
N002 H2N 0.85(4) . ?
C003 C00A 1.376(4) . ?
C003 C006 1.421(4) . ?
C004 C00G 1.390(4) . ?
C004 C007 1.394(4) . ?
C004 B1 1.564(4) . ?
C005 C00C 1.374(4) . ?
C005 C006 1.419(4) . ?
C006 C00B 1.425(4) . ?
C007 C009 1.380(4) . ?
C007 H007 0.9300 . ?
C008 C00I 1.356(5) . ?
C008 C00B 1.416(5) . ?
C008 H008 0.9300 . ?
C009 C00D 1.380(5) . ?
C009 H009 0.9300 . ?
C00A C00I 1.400(4) . ?
C00A H00A 0.9300 . ?
C00B C00F 1.409(5) . ?
C00C C00H 1.403(5) . ?
C00C H00C 0.9300 . ?
C00D C00E 1.370(5) . ?
C00D H00D 0.9300 . ?
C00E C00G 1.386(5) . ?
C00E H00E 0.9300 . ?
C00F C00H 1.358(6) . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00I H00I 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
C005 N001 B1 123.9(3) . . ?
C005 N001 H1N 113(2) . . ?
B1 N001 H1N 123(2) . . ?
C003 N002 B1 123.6(3) . . ?
C003 N002 H2N 114(3) . . ?
B1 N002 H2N 123(3) . . ?
C00A C003 N002 121.7(3) . . ?
C00A C003 C006 120.4(3) . . ?
N002 C003 C006 117.9(2) . . ?
C00G C004 C007 116.9(3) . . ?
C00G C004 B1 121.7(3) . . ?
C007 C004 B1 121.4(3) . . ?
C00C C005 N001 122.0(3) . . ?
C00C C005 C006 120.2(3) . . ?
N001 C005 C006 117.8(3) . . ?
C005 C006 C003 121.2(2) . . ?
C005 C006 C00B 119.6(3) . . ?
C003 C006 C00B 119.3(3) . . ?
C009 C007 C004 121.9(3) . . ?
C009 C007 H007 119.1 . . ?
C004 C007 H007 119.1 . . ?
C00I C008 C00B 121.0(3) . . ?
C00I C008 H008 119.5 . . ?
C00B C008 H008 119.5 . . ?
C007 C009 C00D 120.1(3) . . ?
C007 C009 H009 120.0 . . ?
C00D C009 H009 120.0 . . ?
C003 C00A C00I 119.7(3) . . ?
C003 C00A H00A 120.2 . . ?
C00I C00A H00A 120.2 . . ?
C00F C00B C008 123.7(3) . . ?
C00F C00B C006 118.1(3) . . ?
C008 C00B C006 118.2(3) . . ?
C005 C00C C00H 119.7(3) . . ?
C005 C00C H00C 120.1 . . ?
C00H C00C H00C 120.1 . . ?
C00E C00D C009 119.2(3) . . ?
C00E C00D H00D 120.4 . . ?
C009 C00D H00D 120.4 . . ?
C00D C00E C00G 120.7(3) . . ?
C00D C00E H00E 119.6 . . ?
C00G C00E H00E 119.6 . . ?
C00H C00F C00B 121.1(3) . . ?
C00H C00F H00F 119.5 . . ?
C00B C00F H00F 119.5 . . ?
C00E C00G C004 121.2(3) . . ?
C00E C00G H00G 119.4 . . ?
C004 C00G H00G 119.4 . . ?
C00F C00H C00C 121.3(3) . . ?
C00F C00H H00H 119.4 . . ?
C00C C00H H00H 119.4 . . ?
C008 C00I C00A 121.4(3) . . ?
C008 C00I H00I 119.3 . . ?
C00A C00I H00I 119.3 . . ?
N002 B1 N001 115.6(3) . . ?
N002 B1 C004 122.1(3) . . ?
N001 B1 C004 122.2(3) . . ?

_refine_diff_density_max         0.243
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.098



