# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_shelx_trans
_database_code_depnum_ccdc_archive 'CCDC 2288075'
loop_
_audit_author_name
_audit_author_address
'Lingyan Sun'
;The College of Chemistry 
China
;
_audit_update_record             
;
2023-08-10 deposited with the CCDC.	2024-02-27 downloaded from the CCDC.
;
_audit_creation_date             2020-02-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B C24 F13 N6, C24 H12 B F N6'
_chemical_formula_sum            'C48 H12 B2 F14 N12'
_chemical_formula_weight         1044.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   8.6916(2)
_cell_length_b                   19.7951(5)
_cell_length_c                   11.5578(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.196(7)
_cell_angle_gamma                90
_cell_volume                     1980.36(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14207
_cell_measurement_temperature    100
_cell_measurement_theta_max      136.50
_cell_measurement_theta_min      7.68
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.359
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.6259
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0788
_diffrn_reflns_av_unetI/netI     0.0688
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22040
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         68.244
_diffrn_reflns_theta_min         3.840
_diffrn_ambient_temperature      100
_diffrn_detector                 'Image Plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Rigaku IP'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2801
_reflns_number_total             3723
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         3723
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      1.012
_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)+(0.0630P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1200
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00Z(H00Z), C010(H010), C011(H011), C012(H012), C013(H013), C014(H014)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
F001 F 0.65501(18) 0.250000 0.45567(13) 0.0253(4) Uani 1 2 d S T P . .
F002 F 0.14900(18) 0.250000 0.41265(14) 0.0276(4) Uani 1 2 d S T P . .
F003 F 1.13877(13) 0.49219(6) 0.45626(9) 0.0284(3) Uani 1 1 d . . . . .
F004 F 1.12548(14) 0.38848(6) 0.81788(9) 0.0298(3) Uani 1 1 d . . . . .
F005 F 1.27286(14) 0.31840(6) 0.99467(9) 0.0342(3) Uani 1 1 d . . . . .
F006 F 0.97471(14) 0.36844(6) 0.03934(10) 0.0319(3) Uani 1 1 d . . . . .
F007 F 1.22139(15) 0.54492(6) 0.25542(10) 0.0364(3) Uani 1 1 d . . . . .
F008 F 1.14663(14) 0.48347(6) 0.05166(10) 0.0370(3) Uani 1 1 d . . . . .
N009 N 0.9056(3) 0.250000 0.56318(19) 0.0202(5) Uani 1 2 d S T P . .
N00A N 0.86727(18) 0.31033(8) 0.38511(13) 0.0194(4) Uani 1 1 d . . . . .
N00B N 0.3778(3) 0.250000 0.54464(19) 0.0222(6) Uani 1 2 d S T P . .
N00C N 0.8909(3) 0.250000 0.20906(19) 0.0223(6) Uani 1 2 d S T P . .
N00D N 0.37546(19) 0.30988(8) 0.36615(14) 0.0220(4) Uani 1 1 d . . . . .
N00E N 0.98083(19) 0.36498(8) 0.55597(14) 0.0219(4) Uani 1 1 d . . . . .
N00F N 0.4392(3) 0.250000 0.1985(2) 0.0247(6) Uani 1 2 d S T P . .
N00G N 0.45089(19) 0.36603(8) 0.54380(14) 0.0234(4) Uani 1 1 d . . . . .
C00H C 0.9673(2) 0.30726(10) 0.61369(17) 0.0210(5) Uani 1 1 d . . . . .
C00I C 0.9418(2) 0.36343(10) 0.44111(17) 0.0195(5) Uani 1 1 d . . . . .
C00J C 0.9973(2) 0.40545(10) 0.35098(17) 0.0218(5) Uani 1 1 d . . . . .
C00K C 0.8911(2) 0.30767(11) 0.26951(17) 0.0210(5) Uani 1 1 d . . . . .
C00L C 1.1240(2) 0.32080(10) 0.81484(17) 0.0227(5) Uani 1 1 d . . . . .
C00M C 1.0468(2) 0.28570(10) 0.72348(17) 0.0211(5) Uani 1 1 d . . . . .
C00N C 0.9604(2) 0.37194(10) 0.24381(18) 0.0226(5) Uani 1 1 d . . . . .
C00O C 0.4236(2) 0.30786(11) 0.25657(17) 0.0236(5) Uani 1 1 d . . . . .
C00P C 0.4876(2) 0.37391(10) 0.23672(18) 0.0245(5) Uani 1 1 d . . . . .
C00Q C 0.4311(2) 0.36501(10) 0.42755(18) 0.0223(5) Uani 1 1 d . . . . .
C00R C 0.4345(2) 0.30757(11) 0.59979(18) 0.0229(5) Uani 1 1 d . . . . .
C00S C 0.5083(2) 0.28569(10) 0.71117(17) 0.0231(5) Uani 1 1 d . . . . .
C00T C 1.0884(2) 0.46310(10) 0.35579(17) 0.0229(5) Uani 1 1 d . . . . .
C00U C 0.4953(2) 0.40953(11) 0.34318(18) 0.0240(5) Uani 1 1 d . . . . .
C00V C 1.0105(2) 0.39854(11) 0.14241(17) 0.0242(5) Uani 1 1 d . . . . .
C00W C 1.1349(2) 0.48897(11) 0.25363(19) 0.0270(5) Uani 1 1 d . . . . .
C00X C 1.1998(2) 0.28500(10) 0.90528(17) 0.0247(5) Uani 1 1 d . . . . .
C00Y C 1.0957(3) 0.45687(11) 0.14782(18) 0.0278(5) Uani 1 1 d . . . . .
C00Z C 0.5655(2) 0.47280(11) 0.35366(19) 0.0286(5) Uani 1 1 d . . . . .
H00Z H 0.573210 0.495813 0.424107 0.034 Uiso 1 1 calc R . . . .
C010 C 0.5863(3) 0.32201(11) 0.80154(17) 0.0269(5) Uani 1 1 d . . . . .
H010 H 0.587070 0.368986 0.801665 0.032 Uiso 1 1 calc R . . . .
C011 C 0.5472(2) 0.40244(11) 0.13937(19) 0.0299(5) Uani 1 1 d . . . . .
H011 H 0.543121 0.379221 0.069216 0.036 Uiso 1 1 calc R . . . .
C012 C 0.6230(3) 0.50038(11) 0.2571(2) 0.0323(5) Uani 1 1 d . . . . .
H012 H 0.669977 0.542613 0.262724 0.039 Uiso 1 1 calc R . . . .
C013 C 0.6629(3) 0.28510(11) 0.89170(19) 0.0338(6) Uani 1 1 d . . . . .
H013 H 0.715478 0.307996 0.953481 0.041 Uiso 1 1 calc R . . . .
C014 C 0.6123(3) 0.46610(11) 0.1504(2) 0.0329(6) Uani 1 1 d . . . . .
H014 H 0.649648 0.486532 0.086056 0.039 Uiso 1 1 calc R . . . .
B015 B 0.8126(4) 0.250000 0.4483(3) 0.0197(7) Uani 1 2 d S T P . .
B016 B 0.3097(4) 0.250000 0.4219(3) 0.0213(7) Uani 1 2 d S T P . .


_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 B015 1.380(3) . ?
F002 B016 1.392(4) . ?
F003 C00T 1.334(2) . ?
F004 C00L 1.340(2) . ?
F005 C00X 1.338(2) . ?
F006 C00V 1.343(2) . ?
F007 C00W 1.338(2) . ?
F008 C00Y 1.341(2) . ?
N009 C00H 1.363(2) 4_565 ?
N009 C00H 1.363(2) . ?
N009 B015 1.490(4) . ?
N00A C00I 1.367(2) . ?
N00A C00K 1.371(2) . ?
N00A B015 1.500(2) . ?
N00B C00R 1.375(2) 4_565 ?
N00B C00R 1.375(2) . ?
N00B B016 1.487(4) . ?
N00C C00K 1.338(2) . ?
N00C C00K 1.338(2) 4_565 ?
N00D C00O 1.370(2) . ?
N00D C00Q 1.366(2) . ?
N00D B016 1.488(3) . ?
N00E C00H 1.334(2) . ?
N00E C00I 1.340(2) . ?
N00F C00O 1.340(2) 4_565 ?
N00F C00O 1.340(2) . ?
N00G C00Q 1.339(2) . ?
N00G C00R 1.340(3) . ?
C00H C00M 1.453(3) . ?
C00I C00J 1.449(3) . ?
C00J C00N 1.416(3) . ?
C00J C00T 1.387(3) . ?
C00K C00N 1.450(3) . ?
C00L C00M 1.385(3) . ?
C00L C00X 1.380(3) . ?
C00M C00M 1.413(4) 4_565 ?
C00N C00V 1.390(3) . ?
C00O C00P 1.447(3) . ?
C00P C00U 1.414(3) . ?
C00P C011 1.400(3) . ?
C00Q C00U 1.462(3) . ?
C00R C00S 1.452(3) . ?
C00S C00S 1.413(4) 4_565 ?
C00S C010 1.392(3) . ?
C00T C00W 1.381(3) . ?
C00U C00Z 1.394(3) . ?
C00V C00Y 1.370(3) . ?
C00W C00Y 1.393(3) . ?
C00X C00X 1.385(4) 4_565 ?
C00Z C012 1.376(3) . ?
C010 C013 1.392(3) . ?
C011 C014 1.383(3) . ?
C012 C014 1.404(3) . ?
C013 C013 1.389(4) 4_565 ?

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
C00H N009 C00H 112.6(2) 4_565 . ?
C00H N009 B015 122.84(12) 4_565 . ?
C00H N009 B015 122.84(12) . . ?
C00I N00A C00K 112.59(17) . . ?
C00I N00A B015 122.63(17) . . ?
C00K N00A B015 121.77(18) . . ?
C00R N00B C00R 112.0(2) . 4_565 ?
C00R N00B B016 122.49(13) 4_565 . ?
C00R N00B B016 122.49(13) . . ?
C00K N00C C00K 117.1(2) 4_565 . ?
C00O N00D B016 122.59(18) . . ?
C00Q N00D C00O 112.35(18) . . ?
C00Q N00D B016 122.90(18) . . ?
C00H N00E C00I 116.74(17) . . ?
C00O N00F C00O 117.4(3) . 4_565 ?
C00Q N00G C00R 117.52(17) . . ?
N009 C00H C00M 105.51(19) . . ?
N00E C00H N009 123.20(18) . . ?
N00E C00H C00M 129.20(18) . . ?
N00A C00I C00J 105.99(17) . . ?
N00E C00I N00A 123.59(18) . . ?
N00E C00I C00J 128.89(18) . . ?
C00N C00J C00I 107.22(18) . . ?
C00T C00J C00I 132.01(19) . . ?
C00T C00J C00N 120.25(19) . . ?
N00A C00K C00N 105.55(17) . . ?
N00C C00K N00A 123.25(19) . . ?
N00C C00K C00N 128.47(19) . . ?
F004 C00L C00M 121.62(17) . . ?
F004 C00L C00X 119.39(17) . . ?
C00X C00L C00M 118.99(19) . . ?
C00L C00M C00H 132.64(18) . . ?
C00L C00M C00M 120.11(11) . 4_565 ?
C00M C00M C00H 107.08(11) 4_565 . ?
C00J C00N C00K 107.30(17) . . ?
C00V C00N C00J 119.8(2) . . ?
C00V C00N C00K 132.28(19) . . ?
N00D C00O C00P 105.91(18) . . ?
N00F C00O N00D 122.8(2) . . ?
N00F C00O C00P 129.4(2) . . ?
C00U C00P C00O 107.52(18) . . ?
C011 C00P C00O 131.9(2) . . ?
C011 C00P C00U 120.4(2) . . ?
N00D C00Q C00U 105.88(18) . . ?
N00G C00Q N00D 122.71(18) . . ?
N00G C00Q C00U 129.65(19) . . ?
N00B C00R C00S 105.95(19) . . ?
N00G C00R N00B 122.77(19) . . ?
N00G C00R C00S 128.92(19) . . ?
C00S C00S C00R 107.36(11) 4_565 . ?
C010 C00S C00R 131.09(19) . . ?
C010 C00S C00S 121.09(12) . 4_565 ?
F003 C00T C00J 122.08(18) . . ?
F003 C00T C00W 119.09(19) . . ?
C00W C00T C00J 118.75(19) . . ?
C00P C00U C00Q 106.79(19) . . ?
C00Z C00U C00P 120.6(2) . . ?
C00Z C00U C00Q 132.4(2) . . ?
F006 C00V C00N 120.97(19) . . ?
F006 C00V C00Y 119.69(18) . . ?
C00Y C00V C00N 119.34(19) . . ?
F007 C00W C00T 120.09(19) . . ?
F007 C00W C00Y 118.93(19) . . ?
C00T C00W C00Y 121.0(2) . . ?
F005 C00X C00L 119.47(18) . . ?
F005 C00X C00X 119.63(10) . 4_565 ?
C00L C00X C00X 120.90(12) . 4_565 ?
F008 C00Y C00V 120.71(19) . . ?
F008 C00Y C00W 118.4(2) . . ?
C00V C00Y C00W 120.9(2) . . ?
C012 C00Z C00U 118.3(2) . . ?
C013 C010 C00S 117.3(2) . . ?
C014 C011 C00P 118.2(2) . . ?
C00Z C012 C014 121.4(2) . . ?
C013 C013 C010 121.66(12) 4_565 . ?
C011 C014 C012 121.0(2) . . ?
F001 B015 N009 114.0(2) . . ?
F001 B015 N00A 112.95(15) . 4_565 ?
F001 B015 N00A 112.95(15) . . ?
N009 B015 N00A 105.30(16) . . ?
N009 B015 N00A 105.30(16) . 4_565 ?
N00A B015 N00A 105.6(2) . 4_565 ?
F002 B016 N00B 112.5(2) . . ?
F002 B016 N00D 112.88(16) . 4_565 ?
F002 B016 N00D 112.88(16) . . ?
N00B B016 N00D 106.15(17) . 4_565 ?
N00B B016 N00D 106.15(17) . . ?
N00D B016 N00D 105.6(2) . 4_565 ?


_olex2_submission_special_instructions 'No special instructions were received'
