# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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 
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data_cu_20220627_zh_km_zyl_1_0m
_database_code_depnum_ccdc_archive 'CCDC 2381648'
loop_
_audit_author_name
_audit_author_address
ZYL-a
;Kunming University
China
;
_audit_update_record             
;
2024-09-03 deposited with the CCDC.	2025-06-02 downloaded from the CCDC.
;
_audit_creation_date             2022-06-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H9 B F2 N2 S'
_chemical_formula_sum            'C15 H9 B F2 N2 S'
_chemical_formula_weight         298.11
_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'
S S 0.3331 0.5567 '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 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   7.24650(10)
_cell_length_b                   20.7755(4)
_cell_length_c                   16.9252(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.1620(10)
_cell_angle_gamma                90
_cell_volume                     2548.07(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8946
_cell_measurement_temperature    198.00
_cell_measurement_theta_max      68.675
_cell_measurement_theta_min      3.368
_shelx_estimated_absorpt_T_max   0.760
_shelx_estimated_absorpt_T_min   0.670
_exptl_absorpt_coefficient_mu    2.420
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1515 before and 0.0890 after correction.
The Ratio of minimum to maximum transmission is 0.7303.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17855
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.814
_diffrn_reflns_theta_min         3.368
_diffrn_ambient_temperature      198.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3625
_reflns_number_total             4700
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.904
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         4700
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0653
_refine_ls_restrained_S_all      1.054
_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)+(0.1244P)²+0.9725P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1754
_refine_ls_wR_factor_ref         0.1890
_refine_special_details          ?
_olex2_refinement_description    
;
1. Rigid bond restraints
 C29, C30
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C3, C2
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
 N4, C30
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
2.a Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C23(H23), C24(H24), C25(H25), C26(H26), C28(H28),
 C29(H29), C30(H30), C1(H1), C2(H2), C3(H3), C8(H8), C9(H9), C12(H12), C13(H13),
  C14(H14), C15(H15)
;
_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
B2 B 0.2003(5) 0.22752(18) 0.6631(2) 0.0348(8) Uani 1 1 d . . . . .
S2 S 0.15040(9) 0.34479(4) 0.93965(4) 0.0291(2) Uani 1 1 d . . . . .
N3 N 0.1845(3) 0.23561(11) 0.75353(14) 0.0270(5) Uani 1 1 d . . . . .
F3 F 0.0298(3) 0.21242(11) 0.63021(12) 0.0566(6) Uani 1 1 d . . . . .
N4 N 0.2677(3) 0.29312(11) 0.63203(13) 0.0252(5) Uani 1 1 d . U . . .
F4 F 0.3270(3) 0.18003(10) 0.64458(12) 0.0570(6) Uani 1 1 d . . . . .
C16 C 0.1652(4) 0.18999(15) 0.80983(18) 0.0314(7) Uani 1 1 d . . . . .
H16 H 0.164304 0.144978 0.799927 0.038 Uiso 1 1 calc R U . . .
C17 C 0.1470(4) 0.21759(15) 0.88386(18) 0.0318(7) Uani 1 1 d . . . . .
H17 H 0.133548 0.195777 0.932841 0.038 Uiso 1 1 calc R U . . .
C18 C 0.1525(4) 0.28380(14) 0.87183(16) 0.0252(6) Uani 1 1 d . . . . .
C19 C 0.1748(3) 0.29493(13) 0.78996(16) 0.0235(6) Uani 1 1 d . . . . .
C20 C 0.1997(3) 0.35363(13) 0.75130(15) 0.0212(6) Uani 1 1 d . . . . .
C21 C 0.1675(3) 0.41258(13) 0.79612(15) 0.0220(6) Uani 1 1 d . . . . .
C22 C 0.1528(4) 0.41252(15) 0.87933(16) 0.0253(6) Uani 1 1 d . . . . .
C23 C 0.1365(4) 0.47085(15) 0.92054(17) 0.0302(7) Uani 1 1 d . . . . .
H23 H 0.133057 0.470438 0.976645 0.036 Uiso 1 1 calc R U . . .
C24 C 0.1254(4) 0.52813(16) 0.88140(19) 0.0340(7) Uani 1 1 d . . . . .
H24 H 0.118405 0.567336 0.910117 0.041 Uiso 1 1 calc R U . . .
C25 C 0.1243(4) 0.52881(15) 0.79885(18) 0.0310(6) Uani 1 1 d . . . . .
H25 H 0.109085 0.568347 0.771393 0.037 Uiso 1 1 calc R U . . .
C26 C 0.1449(4) 0.47287(14) 0.75751(16) 0.0261(6) Uani 1 1 d . . . . .
H26 H 0.144165 0.474248 0.701403 0.031 Uiso 1 1 calc R U . . .
C27 C 0.2575(3) 0.35208(13) 0.67119(15) 0.0221(6) Uani 1 1 d . . . . .
C28 C 0.3288(4) 0.39905(15) 0.61952(16) 0.0267(6) Uani 1 1 d . . . . .
H28 H 0.340911 0.443693 0.630483 0.032 Uiso 1 1 calc R U . . .
C29 C 0.3779(4) 0.36864(16) 0.55005(16) 0.0309(7) Uani 1 1 d . U . . .
H29 H 0.426808 0.388257 0.503940 0.037 Uiso 1 1 calc R U . . .
C30 C 0.3414(3) 0.30363(14) 0.56119(14) 0.0220(6) Uani 1 1 d . U . . .
H30 H 0.365668 0.271003 0.523301 0.026 Uiso 1 1 calc R U . . .
F1 F 0.8018(3) 0.58967(10) 0.63451(12) 0.0522(6) Uani 1 1 d . . . . .
B1 B 0.6791(5) 0.54120(18) 0.6541(2) 0.0318(7) Uani 1 1 d . . . . .
N1 N 0.7488(3) 0.47606(12) 0.62271(13) 0.0277(5) Uani 1 1 d . . . . .
S1 S 0.64240(9) 0.42594(4) 0.93193(4) 0.0281(2) Uani 1 1 d . . . . .
C1 C 0.8125(4) 0.46619(17) 0.54898(17) 0.0360(7) Uani 1 1 d . . . . .
H1 H 0.819312 0.497567 0.508269 0.043 Uiso 1 1 calc R U . . .
N2 N 0.6687(3) 0.53330(11) 0.74423(13) 0.0263(5) Uani 1 1 d . . . . .
C2 C 0.8672(4) 0.40121(17) 0.54264(18) 0.0368(8) Uani 1 1 d . U . . .
H2 H 0.918785 0.381545 0.497101 0.044 Uiso 1 1 calc R U . . .
F2 F 0.5057(3) 0.55540(10) 0.62333(11) 0.0454(5) Uani 1 1 d . . . . .
C3 C 0.8342(4) 0.37202(15) 0.61148(17) 0.0298(6) Uani 1 1 d . U . . .
H3 H 0.858782 0.328179 0.623465 0.036 Uiso 1 1 calc R U . . .
C4 C 0.7565(3) 0.41761(13) 0.66320(15) 0.0237(6) Uani 1 1 d . . . . .
C5 C 0.7010(3) 0.41579(13) 0.74396(16) 0.0221(6) Uani 1 1 d . . . . .
C6 C 0.6677(3) 0.47451(13) 0.78179(15) 0.0227(6) Uani 1 1 d . . . . .
C7 C 0.6406(3) 0.48602(14) 0.86303(15) 0.0246(6) Uani 1 1 d . . . . .
C8 C 0.6261(4) 0.55226(14) 0.87354(17) 0.0282(6) Uani 1 1 d . . . . .
H8 H 0.609185 0.574370 0.922116 0.034 Uiso 1 1 calc R U . . .
C9 C 0.6412(4) 0.57930(15) 0.79994(18) 0.0302(6) Uani 1 1 d . . . . .
H9 H 0.633462 0.624132 0.789369 0.036 Uiso 1 1 calc R U . . .
C10 C 0.6754(3) 0.35698(13) 0.78960(16) 0.0233(6) Uani 1 1 d . . . . .
C11 C 0.6519(4) 0.35758(15) 0.87272(16) 0.0263(6) Uani 1 1 d . . . . .
C12 C 0.6316(4) 0.30006(16) 0.91545(18) 0.0323(7) Uani 1 1 d . . . . .
H12 H 0.619368 0.301304 0.971296 0.039 Uiso 1 1 calc R U . . .
C13 C 0.6293(4) 0.24192(16) 0.8765(2) 0.0374(7) Uani 1 1 d . . . . .
H13 H 0.619755 0.202928 0.905528 0.045 Uiso 1 1 calc R U . . .
C14 C 0.6410(4) 0.24047(15) 0.7947(2) 0.0364(7) Uani 1 1 d . . . . .
H14 H 0.633770 0.200414 0.767770 0.044 Uiso 1 1 calc R U . . .
C15 C 0.6627(4) 0.29607(14) 0.75233(18) 0.0306(6) Uani 1 1 d . . . . .
H15 H 0.669531 0.293752 0.696352 0.037 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
B2 N3 1.544(4) . ?
B2 F3 1.390(4) . ?
B2 N4 1.541(4) . ?
B2 F4 1.384(4) . ?
S2 C18 1.710(3) . ?
S2 C22 1.739(3) . ?
N3 C16 1.352(4) . ?
N3 C19 1.380(3) . ?
N4 C27 1.395(3) . ?
N4 C30 1.332(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.385(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.391(4) . ?
C18 C19 1.415(4) . ?
C19 C20 1.396(4) . ?
C20 C21 1.460(4) . ?
C20 C27 1.421(4) . ?
C21 C22 1.413(4) . ?
C21 C26 1.422(4) . ?
C22 C23 1.403(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.364(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.397(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.365(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.409(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.382(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.389(4) . ?
C30 H30 0.9500 . ?
F1 B1 1.384(4) . ?
B1 N1 1.539(4) . ?
B1 N2 1.537(4) . ?
B1 F2 1.391(4) . ?
N1 C1 1.347(4) . ?
N1 C4 1.395(4) . ?
S1 C7 1.708(3) . ?
S1 C11 1.740(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.411(5) . ?
N2 C6 1.377(3) . ?
N2 C9 1.358(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.336(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.408(4) . ?
C4 C5 1.426(4) . ?
C5 C6 1.399(4) . ?
C5 C10 1.458(4) . ?
C6 C7 1.410(4) . ?
C7 C8 1.391(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.371(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.417(4) . ?
C10 C15 1.417(4) . ?
C11 C12 1.405(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.376(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.369(4) . ?
C15 H15 0.9500 . ?

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
F3 B2 N3 110.7(3) . . ?
F3 B2 N4 110.2(3) . . ?
N4 B2 N3 105.5(2) . . ?
F4 B2 N3 110.7(3) . . ?
F4 B2 F3 109.7(3) . . ?
F4 B2 N4 110.0(3) . . ?
C18 S2 C22 101.86(14) . . ?
C16 N3 B2 129.1(3) . . ?
C16 N3 C19 107.8(2) . . ?
C19 N3 B2 123.0(2) . . ?
C27 N4 B2 126.7(2) . . ?
C30 N4 B2 125.5(2) . . ?
C30 N4 C27 107.8(2) . . ?
N3 C16 H16 124.5 . . ?
N3 C16 C17 111.0(3) . . ?
C17 C16 H16 124.5 . . ?
C16 C17 H17 127.0 . . ?
C16 C17 C18 105.9(3) . . ?
C18 C17 H17 127.0 . . ?
C17 C18 S2 129.4(2) . . ?
C17 C18 C19 108.0(3) . . ?
C19 C18 S2 122.5(2) . . ?
N3 C19 C18 107.3(2) . . ?
N3 C19 C20 124.3(2) . . ?
C20 C19 C18 128.1(3) . . ?
C19 C20 C21 117.9(2) . . ?
C19 C20 C27 117.8(2) . . ?
C27 C20 C21 124.3(2) . . ?
C22 C21 C20 122.0(2) . . ?
C22 C21 C26 116.7(3) . . ?
C26 C21 C20 121.2(2) . . ?
C21 C22 S2 125.9(2) . . ?
C23 C22 S2 114.0(2) . . ?
C23 C22 C21 120.1(3) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 C22 121.1(3) . . ?
C24 C23 H23 119.4 . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.6(3) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.2(3) . . ?
C26 C25 H25 119.9 . . ?
C21 C26 H26 119.1 . . ?
C25 C26 C21 121.8(3) . . ?
C25 C26 H26 119.1 . . ?
N4 C27 C20 119.3(2) . . ?
N4 C27 C28 107.0(2) . . ?
C28 C27 C20 133.3(3) . . ?
C27 C28 H28 126.1 . . ?
C29 C28 C27 107.9(3) . . ?
C29 C28 H28 126.1 . . ?
C28 C29 H29 126.9 . . ?
C28 C29 C30 106.2(2) . . ?
C30 C29 H29 126.9 . . ?
N4 C30 C29 111.0(2) . . ?
N4 C30 H30 124.5 . . ?
C29 C30 H30 124.5 . . ?
F1 B1 N1 110.2(3) . . ?
F1 B1 N2 110.4(3) . . ?
F1 B1 F2 109.7(3) . . ?
N2 B1 N1 105.4(2) . . ?
F2 B1 N1 110.8(3) . . ?
F2 B1 N2 110.3(2) . . ?
C1 N1 B1 124.5(3) . . ?
C1 N1 C4 108.0(3) . . ?
C4 N1 B1 127.5(2) . . ?
C7 S1 C11 101.74(14) . . ?
N1 C1 H1 125.9 . . ?
N1 C1 C2 108.2(3) . . ?
C2 C1 H1 125.9 . . ?
C6 N2 B1 123.6(2) . . ?
C9 N2 B1 128.5(3) . . ?
C9 N2 C6 107.6(2) . . ?
C1 C2 H2 125.8 . . ?
C3 C2 C1 108.5(3) . . ?
C3 C2 H2 125.8 . . ?
C2 C3 H3 126.0 . . ?
C2 C3 C4 108.0(3) . . ?
C4 C3 H3 126.0 . . ?
N1 C4 C3 107.2(2) . . ?
N1 C4 C5 118.9(2) . . ?
C3 C4 C5 133.8(3) . . ?
C4 C5 C10 124.5(2) . . ?
C6 C5 C4 117.7(2) . . ?
C6 C5 C10 117.8(2) . . ?
N2 C6 C5 124.1(2) . . ?
N2 C6 C7 107.5(2) . . ?
C5 C6 C7 128.2(2) . . ?
C6 C7 S1 122.7(2) . . ?
C8 C7 S1 129.5(2) . . ?
C8 C7 C6 107.7(2) . . ?
C7 C8 H8 126.8 . . ?
C9 C8 C7 106.4(3) . . ?
C9 C8 H8 126.8 . . ?
N2 C9 C8 110.8(3) . . ?
N2 C9 H9 124.6 . . ?
C8 C9 H9 124.6 . . ?
C11 C10 C5 122.3(3) . . ?
C15 C10 C5 121.4(3) . . ?
C15 C10 C11 116.2(3) . . ?
C10 C11 S1 125.7(2) . . ?
C12 C11 S1 113.2(2) . . ?
C12 C11 C10 121.1(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.8(3) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.8(3) . . ?
C15 C14 H14 119.6 . . ?
C10 C15 H15 119.1 . . ?
C14 C15 C10 121.9(3) . . ?
C14 C15 H15 119.1 . . ?

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
B2 N3 C16 C17 -177.1(3) . . . . ?
B2 N3 C19 C18 177.2(2) . . . . ?
B2 N3 C19 C20 -7.8(4) . . . . ?
B2 N4 C27 C20 7.8(4) . . . . ?
B2 N4 C27 C28 -177.8(3) . . . . ?
B2 N4 C30 C29 176.7(3) . . . . ?
S2 C18 C19 N3 175.38(18) . . . . ?
S2 C18 C19 C20 0.7(4) . . . . ?
S2 C22 C23 C24 -176.2(2) . . . . ?
N3 B2 N4 C27 -19.2(4) . . . . ?
N3 B2 N4 C30 163.1(2) . . . . ?
N3 C16 C17 C18 1.0(3) . . . . ?
N3 C19 C20 C21 174.1(2) . . . . ?
N3 C19 C20 C27 -6.9(4) . . . . ?
F3 B2 N3 C16 74.7(4) . . . . ?
F3 B2 N3 C19 -100.4(3) . . . . ?
F3 B2 N4 C27 100.3(3) . . . . ?
F3 B2 N4 C30 -77.5(4) . . . . ?
N4 B2 N3 C16 -166.2(3) . . . . ?
N4 B2 N3 C19 18.7(4) . . . . ?
N4 C27 C28 C29 1.0(3) . . . . ?
F4 B2 N3 C16 -47.2(4) . . . . ?
F4 B2 N3 C19 137.7(3) . . . . ?
F4 B2 N4 C27 -138.6(3) . . . . ?
F4 B2 N4 C30 43.7(4) . . . . ?
C16 N3 C19 C18 1.2(3) . . . . ?
C16 N3 C19 C20 176.2(2) . . . . ?
C16 C17 C18 S2 -175.8(2) . . . . ?
C16 C17 C18 C19 -0.2(3) . . . . ?
C17 C18 C19 N3 -0.6(3) . . . . ?
C17 C18 C19 C20 -175.3(3) . . . . ?
C18 S2 C22 C21 -4.3(3) . . . . ?
C18 S2 C22 C23 175.1(2) . . . . ?
C18 C19 C20 C21 -12.0(4) . . . . ?
C18 C19 C20 C27 167.0(2) . . . . ?
C19 N3 C16 C17 -1.4(3) . . . . ?
C19 C20 C21 C22 14.1(4) . . . . ?
C19 C20 C21 C26 -164.3(2) . . . . ?
C19 C20 C27 N4 6.9(3) . . . . ?
C19 C20 C27 C28 -165.8(3) . . . . ?
C20 C21 C22 S2 -5.7(4) . . . . ?
C20 C21 C22 C23 175.0(2) . . . . ?
C20 C21 C26 C25 -176.6(2) . . . . ?
C20 C27 C28 C29 174.3(3) . . . . ?
C21 C20 C27 N4 -174.2(2) . . . . ?
C21 C20 C27 C28 13.2(4) . . . . ?
C21 C22 C23 C24 3.2(4) . . . . ?
C22 S2 C18 C17 -178.2(3) . . . . ?
C22 S2 C18 C19 6.8(3) . . . . ?
C22 C21 C26 C25 4.9(4) . . . . ?
C22 C23 C24 C25 2.1(4) . . . . ?
C23 C24 C25 C26 -3.8(4) . . . . ?
C24 C25 C26 C21 0.2(4) . . . . ?
C26 C21 C22 S2 172.8(2) . . . . ?
C26 C21 C22 C23 -6.6(4) . . . . ?
C27 N4 C30 C29 -1.4(3) . . . . ?
C27 C20 C21 C22 -164.8(2) . . . . ?
C27 C20 C21 C26 16.8(4) . . . . ?
C27 C28 C29 C30 -1.8(3) . . . . ?
C28 C29 C30 N4 2.0(3) . . . . ?
C30 N4 C27 C20 -174.2(2) . . . . ?
C30 N4 C27 C28 0.3(3) . . . . ?
F1 B1 N1 C1 -46.9(4) . . . . ?
F1 B1 N1 C4 133.9(3) . . . . ?
F1 B1 N2 C6 -136.6(3) . . . . ?
F1 B1 N2 C9 50.4(4) . . . . ?
B1 N1 C1 C2 178.7(2) . . . . ?
B1 N1 C4 C3 -178.5(3) . . . . ?
B1 N1 C4 C5 -2.4(4) . . . . ?
B1 N2 C6 C5 9.1(4) . . . . ?
B1 N2 C6 C7 -174.9(2) . . . . ?
B1 N2 C9 C8 175.2(3) . . . . ?
N1 B1 N2 C6 -17.6(3) . . . . ?
N1 B1 N2 C9 169.5(2) . . . . ?
N1 C1 C2 C3 0.9(3) . . . . ?
N1 C4 C5 C6 -9.3(3) . . . . ?
N1 C4 C5 C10 170.3(2) . . . . ?
S1 C7 C8 C9 176.9(2) . . . . ?
S1 C11 C12 C13 177.6(2) . . . . ?
C1 N1 C4 C3 2.1(3) . . . . ?
C1 N1 C4 C5 178.2(2) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
N2 B1 N1 C1 -166.0(2) . . . . ?
N2 B1 N1 C4 14.7(4) . . . . ?
N2 C6 C7 S1 -176.48(18) . . . . ?
N2 C6 C7 C8 -0.2(3) . . . . ?
C2 C3 C4 N1 -1.5(3) . . . . ?
C2 C3 C4 C5 -176.8(3) . . . . ?
F2 B1 N1 C1 74.7(3) . . . . ?
F2 B1 N1 C4 -104.6(3) . . . . ?
F2 B1 N2 C6 102.0(3) . . . . ?
F2 B1 N2 C9 -70.9(4) . . . . ?
C3 C4 C5 C6 165.6(3) . . . . ?
C3 C4 C5 C10 -14.8(4) . . . . ?
C4 N1 C1 C2 -1.9(3) . . . . ?
C4 C5 C6 N2 6.2(4) . . . . ?
C4 C5 C6 C7 -169.0(2) . . . . ?
C4 C5 C10 C11 168.7(2) . . . . ?
C4 C5 C10 C15 -14.8(4) . . . . ?
C5 C6 C7 S1 -0.7(4) . . . . ?
C5 C6 C7 C8 175.6(3) . . . . ?
C5 C10 C11 S1 2.2(4) . . . . ?
C5 C10 C11 C12 -178.6(2) . . . . ?
C5 C10 C15 C14 179.2(2) . . . . ?
C6 N2 C9 C8 1.3(3) . . . . ?
C6 C5 C10 C11 -11.8(4) . . . . ?
C6 C5 C10 C15 164.8(2) . . . . ?
C6 C7 C8 C9 1.0(3) . . . . ?
C7 S1 C11 C10 6.8(3) . . . . ?
C7 S1 C11 C12 -172.5(2) . . . . ?
C7 C8 C9 N2 -1.4(3) . . . . ?
C9 N2 C6 C5 -176.7(2) . . . . ?
C9 N2 C6 C7 -0.7(3) . . . . ?
C10 C5 C6 N2 -173.4(2) . . . . ?
C10 C5 C6 C7 11.4(4) . . . . ?
C10 C11 C12 C13 -1.7(4) . . . . ?
C11 S1 C7 C6 -7.6(2) . . . . ?
C11 S1 C7 C8 177.0(2) . . . . ?
C11 C10 C15 C14 -4.1(4) . . . . ?
C11 C12 C13 C14 -2.1(4) . . . . ?
C12 C13 C14 C15 2.8(4) . . . . ?
C13 C14 C15 C10 0.4(4) . . . . ?
C15 C10 C11 S1 -174.6(2) . . . . ?
C15 C10 C11 C12 4.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_20230516_ys_kmxy_lil_1_0m
_database_code_depnum_ccdc_archive 'CCDC 2381649'
loop_
_audit_author_name
_audit_author_address
ZYL-b
;Kunming University
China
;
_audit_update_record             
;
2024-09-03 deposited with the CCDC.	2025-06-02 downloaded from the CCDC.
;
_audit_creation_date             2023-05-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 B F2 N2 S'
_chemical_formula_sum            'C19 H17 B F2 N2 S'
_chemical_formula_weight         354.21
_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'
S S 0.3331 0.5567 '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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   7.1383(2)
_cell_length_b                   11.5671(3)
_cell_length_c                   19.5512(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.209(2)
_cell_angle_gamma                90
_cell_volume                     1604.86(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4348
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      67.761
_cell_measurement_theta_min      4.448
_shelx_estimated_absorpt_T_max   0.794
_shelx_estimated_absorpt_T_min   0.752
_exptl_absorpt_coefficient_mu    2.012
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6365
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1175 before and 0.0520 after correction.
The Ratio of minimum to maximum transmission is 0.8452.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            13426
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.919
_diffrn_reflns_theta_min         4.448
_diffrn_ambient_temperature      193.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2431
_reflns_number_total             2908
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         2908
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.071
_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)+(0.0514P)²+0.4564P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1034
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(S1B)=Sof(H5)=Sof(H13)=1-FVAR(1)
 Sof(S1A)=Sof(H1)=Sof(H9)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C13(H13)
3.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
S1A S 0.21418(7) 0.36635(4) 0.52266(3) 0.03511(17) Uani 0.9314(18) 1 d . . P A
1
S1B S 0.2948(12) 0.7714(6) 0.3840(4) 0.046(2) Uani 0.0686(18) 1 d . . P A 2
F1 F 0.43750(18) 0.80035(11) 0.68466(6) 0.0556(3) Uani 1 1 d . . . . .
F2 F 0.12020(18) 0.82121(11) 0.67571(6) 0.0542(3) Uani 1 1 d . . . . .
N1 N 0.2715(2) 0.82632(13) 0.57144(8) 0.0366(4) Uani 1 1 d . . . . .
N2 N 0.2437(2) 0.64412(14) 0.63510(8) 0.0384(4) Uani 1 1 d . . . . .
C1 C 0.3225(3) 0.61649(17) 0.38691(9) 0.0380(4) Uani 1 1 d . . . . .
H1 H 0.350999 0.696565 0.384923 0.046 Uiso 0.9314(18) 1 calc R U P A 1
C2 C 0.3260(3) 0.55126(18) 0.32834(10) 0.0439(5) Uani 1 1 d . . . . .
H2 H 0.354466 0.586649 0.286843 0.053 Uiso 1 1 calc R U . . .
C3 C 0.2881(3) 0.43366(18) 0.32979(10) 0.0445(5) Uani 1 1 d . . . . .
H3 H 0.285806 0.388860 0.288981 0.053 Uiso 1 1 calc R U . . .
C4 C 0.2540(3) 0.38263(17) 0.39038(10) 0.0417(5) Uani 1 1 d . . . . .
H4 H 0.231939 0.301701 0.391650 0.050 Uiso 1 1 calc R U . . .
C5 C 0.2511(2) 0.44820(16) 0.45067(9) 0.0338(4) Uani 1 1 d . . . . .
H5 H 0.230589 0.410774 0.492470 0.041 Uiso 0.0686(18) 1 calc R U P A 2
C6 C 0.2783(2) 0.56973(15) 0.44996(9) 0.0314(4) Uani 1 1 d . . . . .
C7 C 0.2649(2) 0.64236(16) 0.51054(9) 0.0316(4) Uani 1 1 d . . . . .
C8 C 0.2640(2) 0.76563(16) 0.50918(9) 0.0350(4) Uani 1 1 d . . . . .
C9 C 0.2461(3) 0.84865(17) 0.45622(10) 0.0406(5) Uani 1 1 d . . . . .
H9 H 0.234228 0.832328 0.408326 0.049 Uiso 0.9314(18) 1 calc R U P A 1
C10 C 0.2487(3) 0.95738(17) 0.48506(11) 0.0415(5) Uani 1 1 d . . . . .
C11 C 0.2652(3) 0.94167(17) 0.55662(10) 0.0401(5) Uani 1 1 d . . . . .
C12 C 0.2484(2) 0.58760(16) 0.57308(9) 0.0342(4) Uani 1 1 d . . . . .
C13 C 0.2236(3) 0.46848(17) 0.58548(10) 0.0366(4) Uani 1 1 d . . . . .
H13 H 0.220710 0.408827 0.551981 0.044 Uiso 0.0686(18) 1 calc R U P A 2
C14 C 0.2042(3) 0.45314(18) 0.65530(10) 0.0420(5) Uani 1 1 d . . . . .
C15 C 0.2189(3) 0.56284(19) 0.68407(10) 0.0439(5) Uani 1 1 d . . . . .
C16 C 0.2361(3) 1.07193(18) 0.44926(12) 0.0525(6) Uani 1 1 d . . . . .
H16A H 0.225760 1.059844 0.399382 0.079 Uiso 1 1 calc R U . . .
H16B H 0.349472 1.117286 0.463670 0.079 Uiso 1 1 calc R U . . .
H16C H 0.124747 1.113662 0.461286 0.079 Uiso 1 1 calc R U . . .
C17 C 0.2753(4) 1.03348(19) 0.61032(12) 0.0543(6) Uani 1 1 d . . . . .
H17A H 0.148386 1.049676 0.622589 0.081 Uiso 1 1 calc R U . . .
H17B H 0.328670 1.103972 0.592478 0.081 Uiso 1 1 calc R U . . .
H17C H 0.355477 1.007194 0.651217 0.081 Uiso 1 1 calc R U . . .
C18 C 0.1777(3) 0.3405(2) 0.69111(12) 0.0550(6) Uani 1 1 d . . . . .
H18A H 0.109390 0.286402 0.658862 0.083 Uiso 1 1 calc R U . . .
H18B H 0.105297 0.353631 0.730225 0.083 Uiso 1 1 calc R U . . .
H18C H 0.301067 0.307924 0.707633 0.083 Uiso 1 1 calc R U . . .
C19 C 0.2132(4) 0.5950(2) 0.75769(11) 0.0602(6) Uani 1 1 d . . . . .
H19A H 0.330928 0.633940 0.774859 0.090 Uiso 1 1 calc R U . . .
H19B H 0.198192 0.525106 0.784875 0.090 Uiso 1 1 calc R U . . .
H19C H 0.106763 0.647183 0.761712 0.090 Uiso 1 1 calc R U . . .
B1 B 0.2701(3) 0.7754(2) 0.64418(12) 0.0413(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
S1A C5 1.7397(19) . ?
S1A C13 1.700(2) . ?
S1B C1 1.803(7) . ?
S1B C9 1.738(8) . ?
F1 B1 1.391(3) . ?
F2 B1 1.396(3) . ?
N1 C8 1.401(2) . ?
N1 C11 1.365(2) . ?
N1 B1 1.541(3) . ?
N2 C12 1.381(2) . ?
N2 C15 1.367(2) . ?
N2 B1 1.538(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.374(3) . ?
C1 C6 1.413(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.369(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.404(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.419(3) . ?
C6 C7 1.464(2) . ?
C7 C8 1.426(3) . ?
C7 C12 1.393(2) . ?
C8 C9 1.408(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(3) . ?
C10 C11 1.403(3) . ?
C10 C16 1.497(3) . ?
C11 C17 1.490(3) . ?
C12 C13 1.413(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.398(3) . ?
C14 C15 1.387(3) . ?
C14 C18 1.501(3) . ?
C15 C19 1.492(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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
C13 S1A C5 102.04(9) . . ?
C9 S1B C1 121.1(4) . . ?
C8 N1 B1 127.36(16) . . ?
C11 N1 C8 107.94(16) . . ?
C11 N1 B1 124.52(16) . . ?
C12 N2 B1 123.67(16) . . ?
C15 N2 C12 107.85(16) . . ?
C15 N2 B1 128.44(16) . . ?
C2 C1 S1B 122.1(3) . . ?
C2 C1 H1 118.6 . . ?
C2 C1 C6 122.89(18) . . ?
C6 C1 S1B 112.0(3) . . ?
C6 C1 H1 118.6 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.00(19) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.59(18) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 120.93(19) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 S1A 113.74(14) . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.82(17) . . ?
C6 C5 S1A 125.44(14) . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 115.57(16) . . ?
C1 C6 C7 121.78(17) . . ?
C5 C6 C7 122.64(16) . . ?
C8 C7 C6 124.01(16) . . ?
C12 C7 C6 117.93(16) . . ?
C12 C7 C8 118.05(16) . . ?
N1 C8 C7 119.02(16) . . ?
N1 C8 C9 106.80(16) . . ?
C9 C8 C7 134.08(17) . . ?
C8 C9 S1B 103.7(3) . . ?
C8 C9 H9 125.5 . . ?
C10 C9 S1B 143.8(3) . . ?
C10 C9 C8 109.00(17) . . ?
C10 C9 H9 125.5 . . ?
C9 C10 C11 106.61(17) . . ?
C9 C10 C16 128.27(19) . . ?
C11 C10 C16 125.12(18) . . ?
N1 C11 C10 109.61(16) . . ?
N1 C11 C17 123.31(19) . . ?
C10 C11 C17 127.08(19) . . ?
N2 C12 C7 124.58(17) . . ?
N2 C12 C13 107.19(16) . . ?
C7 C12 C13 128.15(17) . . ?
C12 C13 S1A 123.33(14) . . ?
C12 C13 H13 125.7 . . ?
C14 C13 S1A 128.07(16) . . ?
C14 C13 C12 108.58(17) . . ?
C14 C13 H13 125.7 . . ?
C13 C14 C18 126.6(2) . . ?
C15 C14 C13 105.58(17) . . ?
C15 C14 C18 127.79(19) . . ?
N2 C15 C14 110.80(17) . . ?
N2 C15 C19 121.6(2) . . ?
C14 C15 C19 127.6(2) . . ?
C10 C16 H16A 109.5 . . ?
C10 C16 H16B 109.5 . . ?
C10 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C11 C17 H17A 109.5 . . ?
C11 C17 H17B 109.5 . . ?
C11 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
F1 B1 F2 108.80(17) . . ?
F1 B1 N1 110.79(18) . . ?
F1 B1 N2 110.97(17) . . ?
F2 B1 N1 110.11(17) . . ?
F2 B1 N2 109.64(17) . . ?
N2 B1 N1 106.51(16) . . ?

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
S1A C5 C6 C1 174.57(14) . . . . ?
S1A C5 C6 C7 -4.5(3) . . . . ?
S1A C13 C14 C15 -178.72(15) . . . . ?
S1A C13 C14 C18 2.6(3) . . . . ?
S1B C1 C2 C3 -159.7(4) . . . . ?
S1B C1 C6 C5 165.1(3) . . . . ?
S1B C1 C6 C7 -15.8(4) . . . . ?
S1B C9 C10 C11 -154.5(5) . . . . ?
S1B C9 C10 C16 25.8(6) . . . . ?
N1 C8 C9 S1B 166.1(3) . . . . ?
N1 C8 C9 C10 1.9(2) . . . . ?
N2 C12 C13 S1A 178.33(13) . . . . ?
N2 C12 C13 C14 -0.1(2) . . . . ?
C1 S1B C9 C8 7.8(6) . . . . ?
C1 S1B C9 C10 162.1(3) . . . . ?
C1 C2 C3 C4 -2.3(3) . . . . ?
C1 C6 C7 C8 10.6(3) . . . . ?
C1 C6 C7 C12 -170.72(17) . . . . ?
C2 C1 C6 C5 4.5(3) . . . . ?
C2 C1 C6 C7 -176.40(17) . . . . ?
C2 C3 C4 C5 2.0(3) . . . . ?
C3 C4 C5 S1A -177.70(16) . . . . ?
C3 C4 C5 C6 1.7(3) . . . . ?
C4 C5 C6 C1 -4.8(3) . . . . ?
C4 C5 C6 C7 176.13(16) . . . . ?
C5 S1A C13 C12 2.30(18) . . . . ?
C5 S1A C13 C14 -179.64(18) . . . . ?
C5 C6 C7 C8 -170.43(17) . . . . ?
C5 C6 C7 C12 8.3(2) . . . . ?
C6 C1 C2 C3 -1.0(3) . . . . ?
C6 C7 C8 N1 -173.03(16) . . . . ?
C6 C7 C8 C9 11.3(3) . . . . ?
C6 C7 C12 N2 176.64(16) . . . . ?
C6 C7 C12 C13 -7.0(3) . . . . ?
C7 C8 C9 S1B -17.8(4) . . . . ?
C7 C8 C9 C10 178.0(2) . . . . ?
C7 C12 C13 S1A 1.4(3) . . . . ?
C7 C12 C13 C14 -176.96(18) . . . . ?
C8 N1 C11 C10 1.5(2) . . . . ?
C8 N1 C11 C17 -178.37(18) . . . . ?
C8 N1 B1 F1 116.6(2) . . . . ?
C8 N1 B1 F2 -122.97(19) . . . . ?
C8 N1 B1 N2 -4.2(3) . . . . ?
C8 C7 C12 N2 -4.6(3) . . . . ?
C8 C7 C12 C13 171.84(18) . . . . ?
C8 C9 C10 C11 -1.0(2) . . . . ?
C8 C9 C10 C16 179.3(2) . . . . ?
C9 S1B C1 C2 167.7(4) . . . . ?
C9 S1B C1 C6 6.9(6) . . . . ?
C9 C10 C11 N1 -0.3(2) . . . . ?
C9 C10 C11 C17 179.5(2) . . . . ?
C11 N1 C8 C7 -178.85(16) . . . . ?
C11 N1 C8 C9 -2.1(2) . . . . ?
C11 N1 B1 F1 -68.9(2) . . . . ?
C11 N1 B1 F2 51.5(3) . . . . ?
C11 N1 B1 N2 170.31(16) . . . . ?
C12 N2 C15 C14 -0.8(2) . . . . ?
C12 N2 C15 C19 178.22(19) . . . . ?
C12 N2 B1 F1 -112.6(2) . . . . ?
C12 N2 B1 F2 127.16(18) . . . . ?
C12 N2 B1 N1 8.0(2) . . . . ?
C12 C7 C8 N1 8.3(2) . . . . ?
C12 C7 C8 C9 -167.5(2) . . . . ?
C12 C13 C14 C15 -0.4(2) . . . . ?
C12 C13 C14 C18 -179.15(19) . . . . ?
C13 S1A C5 C4 178.70(14) . . . . ?
C13 S1A C5 C6 -0.71(18) . . . . ?
C13 C14 C15 N2 0.8(2) . . . . ?
C13 C14 C15 C19 -178.2(2) . . . . ?
C15 N2 C12 C7 177.58(17) . . . . ?
C15 N2 C12 C13 0.5(2) . . . . ?
C15 N2 B1 F1 65.0(3) . . . . ?
C15 N2 B1 F2 -55.2(3) . . . . ?
C15 N2 B1 N1 -174.37(17) . . . . ?
C16 C10 C11 N1 179.43(19) . . . . ?
C16 C10 C11 C17 -0.7(3) . . . . ?
C18 C14 C15 N2 179.49(19) . . . . ?
C18 C14 C15 C19 0.5(4) . . . . ?
B1 N1 C8 C7 -3.6(3) . . . . ?
B1 N1 C8 C9 173.15(17) . . . . ?
B1 N1 C11 C10 -173.86(17) . . . . ?
B1 N1 C11 C17 6.2(3) . . . . ?
B1 N2 C12 C7 -4.4(3) . . . . ?
B1 N2 C12 C13 178.57(17) . . . . ?
B1 N2 C15 C14 -178.75(18) . . . . ?
B1 N2 C15 C19 0.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
