# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Sciences.
# This journal is © The Royal Society of Chemistry and Owner Societies 2020

####################################################################### 
# 
# 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_dp4bpybbnotf
_database_code_depnum_ccdc_archive 'CCDC 1946261'
loop_
_audit_author_name
_audit_author_address
'Junro Yoshino'
;University of Toyama
Japan
;
_audit_update_record             
;
2019-08-29 deposited with the CCDC.	2020-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C32 H31 B Cl3 F3 N2 O3 S'
_chemical_formula_moiety         'C30 H30 B1 N2 1+, C1 F3 O3 S1 1-, C1 H1 Cl3'
_chemical_formula_weight         697.83
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
#------------------------------------------------------------------------------
_cell_length_a                   14.5487(3)
_cell_length_b                   15.4322(3)
_cell_length_c                   28.7510(6)
_cell_angle_alpha                90.0000
_cell_angle_beta                 101.544(7)
_cell_angle_gamma                90.0000
_cell_volume                     6324.5(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    23931
_cell_measurement_theta_min      1.95
_cell_measurement_theta_max      27.47
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.444
_exptl_crystal_size_mid          0.418
_exptl_crystal_size_min          0.348
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2880.00
_exptl_absorpt_coefficient_mu    0.411
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.718
_exptl_absorpt_correction_T_max  0.867

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            30627
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_theta_max         27.466
_diffrn_reflns_theta_min         1.945
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       34
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             7236
_reflns_number_gt                5829
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_ref         0.1210
_refine_ls_wR_factor_gt          0.1131
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         7236
_refine_ls_number_parameters     406
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0575P)²+8.1764P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.52
_refine_diff_density_min         -0.53
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.47389(7) 0.12042(6) 0.46182(3) 0.0819(3) Uani 1 1 d . . . . .
Cl2 Cl 0.54823(7) 0.29043(5) 0.45142(3) 0.0803(3) Uani 1 1 d . . . . .
Cl3 Cl 0.67183(7) 0.15383(7) 0.49229(3) 0.0847(3) Uani 1 1 d . . . . .
S1 S 0.67930(3) 0.05170(3) 0.34203(2) 0.02880(12) Uani 1 1 d . . . . .
F1 F 0.77326(11) 0.01877(11) 0.42780(5) 0.0597(4) Uani 1 1 d . . . . .
F2 F 0.73013(13) -0.09439(9) 0.38590(5) 0.0621(4) Uani 1 1 d . . . . .
F3 F 0.63036(11) -0.02122(10) 0.41578(5) 0.0564(4) Uani 1 1 d . . . . .
O1 O 0.65409(11) 0.13443(9) 0.35899(5) 0.0374(3) Uani 1 1 d . . . . .
O2 O 0.60403(12) 0.00591(10) 0.31221(6) 0.0456(4) Uani 1 1 d . . . . .
O3 O 0.76699(12) 0.05052(10) 0.32610(6) 0.0452(4) Uani 1 1 d . . . . .
N1 N 0.89398(10) 0.01414(10) 0.16435(5) 0.0251(3) Uani 1 1 d . . . . .
N2 N 0.88553(10) 0.16626(10) 0.17426(5) 0.0238(3) Uani 1 1 d . . . . .
C1 C 0.90259(14) -0.06982(13) 0.15322(6) 0.0311(4) Uani 1 1 d . . . . .
H1 H 0.913000 -0.083996 0.122537 0.037 Uiso 1 1 calc R U . . .
C2 C 0.89688(14) -0.13563(12) 0.18459(7) 0.0298(4) Uani 1 1 d . . . . .
H2 H 0.904542 -0.193891 0.175381 0.036 Uiso 1 1 calc R U . . .
C3 C 0.87989(12) -0.11833(11) 0.23009(6) 0.0245(3) Uani 1 1 d . . . . .
C4 C 0.86982(12) -0.03099(11) 0.24116(6) 0.0249(4) Uani 1 1 d . . . . .
H4 H 0.857098 -0.015237 0.271188 0.030 Uiso 1 1 calc R U . . .
C5 C 0.87842(12) 0.03212(11) 0.20837(6) 0.0229(3) Uani 1 1 d . . . . .
C6 C 0.87522(12) 0.12557(11) 0.21483(6) 0.0224(3) Uani 1 1 d . . . . .
C7 C 0.86679(12) 0.16934(11) 0.25565(6) 0.0238(3) Uani 1 1 d . . . . .
H7 H 0.859116 0.138179 0.283114 0.029 Uiso 1 1 calc R U . . .
C8 C 0.86964(12) 0.25990(11) 0.25623(6) 0.0238(3) Uani 1 1 d . . . . .
C9 C 0.87906(13) 0.30097(12) 0.21390(6) 0.0285(4) Uani 1 1 d . . . . .
H9 H 0.880108 0.362459 0.212543 0.034 Uiso 1 1 calc R U . . .
C10 C 0.88678(13) 0.25368(12) 0.17439(6) 0.0288(4) Uani 1 1 d . . . . .
H10 H 0.893196 0.283442 0.146295 0.035 Uiso 1 1 calc R U . . .
C11 C 0.87560(12) -0.18828(12) 0.26491(6) 0.0263(4) Uani 1 1 d . . . . .
C12 C 0.88759(15) -0.27476(13) 0.25339(7) 0.0352(4) Uani 1 1 d . . . . .
H12 H 0.895589 -0.289177 0.222321 0.042 Uiso 1 1 calc R U . . .
C13 C 0.88801(17) -0.33981(14) 0.28644(8) 0.0439(5) Uani 1 1 d . . . . .
H13 H 0.896402 -0.398375 0.277999 0.053 Uiso 1 1 calc R U . . .
C14 C 0.87622(16) -0.31989(14) 0.33183(8) 0.0426(5) Uani 1 1 d . . . . .
H14 H 0.876991 -0.364508 0.354665 0.051 Uiso 1 1 calc R U . . .
C15 C 0.86331(16) -0.23443(14) 0.34367(8) 0.0412(5) Uani 1 1 d . . . . .
H15 H 0.855000 -0.220496 0.374746 0.049 Uiso 1 1 calc R U . . .
C16 C 0.86242(15) -0.16921(13) 0.31064(7) 0.0344(4) Uani 1 1 d . . . . .
H16 H 0.852765 -0.110889 0.319103 0.041 Uiso 1 1 calc R U . . .
C17 C 0.86504(12) 0.30944(11) 0.29970(6) 0.0246(4) Uani 1 1 d . . . . .
C18 C 0.82126(13) 0.27473(12) 0.33449(6) 0.0279(4) Uani 1 1 d . . . . .
H18 H 0.792258 0.219399 0.329765 0.033 Uiso 1 1 calc R U . . .
C19 C 0.81974(14) 0.32027(13) 0.37584(7) 0.0329(4) Uani 1 1 d . . . . .
H19 H 0.788633 0.296639 0.399016 0.040 Uiso 1 1 calc R U . . .
C20 C 0.86359(15) 0.40040(14) 0.38350(7) 0.0369(5) Uani 1 1 d . . . . .
H20 H 0.863449 0.431119 0.412118 0.044 Uiso 1 1 calc R U . . .
C21 C 0.90756(15) 0.43543(13) 0.34930(8) 0.0366(4) Uani 1 1 d . . . . .
H21 H 0.937979 0.490050 0.354593 0.044 Uiso 1 1 calc R U . . .
C22 C 0.90725(14) 0.39095(12) 0.30739(7) 0.0314(4) Uani 1 1 d . . . . .
H22 H 0.935954 0.416068 0.283696 0.038 Uiso 1 1 calc R U . . .
C23 C 0.98347(13) 0.11354(14) 0.10836(6) 0.0314(4) Uani 1 1 d . . . . .
H23 H 1.041101 0.112815 0.134021 0.038 Uiso 1 1 calc R U . . .
C24 C 0.99011(15) 0.03937(15) 0.07321(7) 0.0384(5) Uani 1 1 d . . . . .
H24A H 1.042216 0.052169 0.056780 0.046 Uiso 1 1 calc R U . . .
H24B H 1.005957 -0.014862 0.091438 0.046 Uiso 1 1 calc R U . . .
C25 C 0.90039(16) 0.02424(15) 0.03563(7) 0.0403(5) Uani 1 1 d . . . . .
H25A H 0.904829 -0.033345 0.021066 0.048 Uiso 1 1 calc R U . . .
H25B H 0.897714 0.068183 0.010312 0.048 Uiso 1 1 calc R U . . .
C26 C 0.80811(15) 0.02821(14) 0.05394(7) 0.0355(4) Uani 1 1 d . . . . .
H26A H 0.799436 -0.027751 0.069348 0.043 Uiso 1 1 calc R U . . .
H26B H 0.755597 0.034757 0.026364 0.043 Uiso 1 1 calc R U . . .
C27 C 0.80179(13) 0.10195(13) 0.08952(6) 0.0283(4) Uani 1 1 d . . . . .
H27 H 0.744818 0.092303 0.103379 0.034 Uiso 1 1 calc R U . . .
C28 C 0.79428(14) 0.19175(14) 0.06600(7) 0.0353(4) Uani 1 1 d . . . . .
H28A H 0.741687 0.190722 0.038197 0.042 Uiso 1 1 calc R U . . .
H28B H 0.778412 0.234579 0.088798 0.042 Uiso 1 1 calc R U . . .
C29 C 0.88272(16) 0.22287(15) 0.04954(7) 0.0403(5) Uani 1 1 d . . . . .
H29A H 0.878231 0.286429 0.044981 0.048 Uiso 1 1 calc R U . . .
H29B H 0.883414 0.196511 0.018224 0.048 Uiso 1 1 calc R U . . .
C30 C 0.97682(14) 0.20230(15) 0.08300(7) 0.0374(5) Uani 1 1 d . . . . .
H30A H 0.989531 0.248189 0.107510 0.045 Uiso 1 1 calc R U . . .
H30B H 1.027086 0.205289 0.064382 0.045 Uiso 1 1 calc R U . . .
C31 C 0.70478(15) -0.01417(14) 0.39572(7) 0.0367(4) Uani 1 1 d . . . . .
C32 C 0.57059(19) 0.17883(16) 0.45068(8) 0.0483(6) Uani 1 1 d . . . . .
H32 H 0.580964 0.162763 0.418432 0.058 Uiso 1 1 calc R U . . .
B1 B 0.89316(14) 0.09941(13) 0.13196(7) 0.0252(4) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXS Version 2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL Version 2018/1 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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
Cl1 C32 1.753(3) . ?
Cl2 C32 1.754(3) . ?
Cl3 C32 1.745(3) . ?
S1 O2 1.4345(16) . ?
S1 O3 1.4392(15) . ?
S1 O1 1.4400(14) . ?
S1 C31 1.823(2) . ?
F1 C31 1.317(3) . ?
F2 C31 1.338(3) . ?
F3 C31 1.329(2) . ?
N1 C1 1.347(2) . ?
N1 C5 1.358(2) . ?
N1 B1 1.611(2) . ?
N2 C10 1.349(2) . ?
N2 C6 1.359(2) . ?
N2 B1 1.615(2) . ?
C1 C2 1.372(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.405(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.399(2) . ?
C3 C11 1.482(2) . ?
C4 C5 1.379(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.456(2) . ?
C6 C7 1.381(2) . ?
C7 C8 1.398(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.403(2) . ?
C8 C17 1.478(2) . ?
C9 C10 1.374(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.394(3) . ?
C11 C16 1.398(3) . ?
C12 C13 1.381(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.382(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.396(3) . ?
C17 C22 1.398(3) . ?
C18 C19 1.385(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.386(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.543(3) . ?
C23 C30 1.546(3) . ?
C23 B1 1.610(3) . ?
C23 H23 1.0000 . ?
C24 C25 1.536(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.538(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.545(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.536(3) . ?
C27 B1 1.615(3) . ?
C27 H27 1.0000 . ?
C28 C29 1.534(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.541(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C32 H32 1.0000 . ?

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
O2 S1 O3 115.02(10) . . ?
O2 S1 O1 115.05(10) . . ?
O3 S1 O1 114.90(9) . . ?
O2 S1 C31 103.47(10) . . ?
O3 S1 C31 102.67(10) . . ?
O1 S1 C31 103.29(9) . . ?
C1 N1 C5 117.31(15) . . ?
C1 N1 B1 129.72(15) . . ?
C5 N1 B1 112.86(14) . . ?
C10 N2 C6 117.60(15) . . ?
C10 N2 B1 129.63(15) . . ?
C6 N2 B1 112.77(14) . . ?
N1 C1 C2 122.38(16) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C1 C2 C3 121.10(17) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 116.16(16) . . ?
C4 C3 C11 121.84(16) . . ?
C2 C3 C11 121.98(16) . . ?
C5 C4 C3 119.80(16) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
N1 C5 C4 123.22(16) . . ?
N1 C5 C6 109.69(15) . . ?
C4 C5 C6 127.07(15) . . ?
N2 C6 C7 123.18(16) . . ?
N2 C6 C5 109.64(15) . . ?
C7 C6 C5 127.14(15) . . ?
C6 C7 C8 119.46(16) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C7 C8 C9 116.67(16) . . ?
C7 C8 C17 121.40(16) . . ?
C9 C8 C17 121.91(16) . . ?
C10 C9 C8 121.05(17) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
N2 C10 C9 122.03(16) . . ?
N2 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
C12 C11 C16 118.18(17) . . ?
C12 C11 C3 120.83(17) . . ?
C16 C11 C3 120.95(17) . . ?
C13 C12 C11 121.04(19) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C12 C13 C14 120.2(2) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 119.47(19) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C16 C15 C14 120.5(2) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C11 120.59(19) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C18 C17 C22 118.75(16) . . ?
C18 C17 C8 120.78(16) . . ?
C22 C17 C8 120.43(16) . . ?
C19 C18 C17 120.55(18) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.15(19) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 119.84(18) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C22 120.13(18) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C17 120.54(18) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
C24 C23 C30 110.78(15) . . ?
C24 C23 B1 109.82(16) . . ?
C30 C23 B1 109.85(16) . . ?
C24 C23 H23 108.8 . . ?
C30 C23 H23 108.8 . . ?
B1 C23 H23 108.8 . . ?
C25 C24 C23 114.69(17) . . ?
C25 C24 H24A 108.6 . . ?
C23 C24 H24A 108.6 . . ?
C25 C24 H24B 108.6 . . ?
C23 C24 H24B 108.6 . . ?
H24A C24 H24B 107.6 . . ?
C24 C25 C26 115.48(16) . . ?
C24 C25 H25A 108.4 . . ?
C26 C25 H25A 108.4 . . ?
C24 C25 H25B 108.4 . . ?
C26 C25 H25B 108.4 . . ?
H25A C25 H25B 107.5 . . ?
C25 C26 C27 115.31(17) . . ?
C25 C26 H26A 108.4 . . ?
C27 C26 H26A 108.4 . . ?
C25 C26 H26B 108.4 . . ?
C27 C26 H26B 108.4 . . ?
H26A C26 H26B 107.5 . . ?
C28 C27 C26 112.42(15) . . ?
C28 C27 B1 109.25(15) . . ?
C26 C27 B1 109.47(15) . . ?
C28 C27 H27 108.5 . . ?
C26 C27 H27 108.5 . . ?
B1 C27 H27 108.5 . . ?
C29 C28 C27 115.34(17) . . ?
C29 C28 H28A 108.4 . . ?
C27 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
C27 C28 H28B 108.4 . . ?
H28A C28 H28B 107.5 . . ?
C28 C29 C30 115.99(16) . . ?
C28 C29 H29A 108.3 . . ?
C30 C29 H29A 108.3 . . ?
C28 C29 H29B 108.3 . . ?
C30 C29 H29B 108.3 . . ?
H29A C29 H29B 107.4 . . ?
C29 C30 C23 116.17(16) . . ?
C29 C30 H30A 108.2 . . ?
C23 C30 H30A 108.2 . . ?
C29 C30 H30B 108.2 . . ?
C23 C30 H30B 108.2 . . ?
H30A C30 H30B 107.4 . . ?
F1 C31 F3 107.19(17) . . ?
F1 C31 F2 107.65(18) . . ?
F3 C31 F2 107.38(18) . . ?
F1 C31 S1 112.02(15) . . ?
F3 C31 S1 111.58(15) . . ?
F2 C31 S1 110.79(14) . . ?
Cl3 C32 Cl1 111.06(14) . . ?
Cl3 C32 Cl2 110.00(14) . . ?
Cl1 C32 Cl2 110.19(15) . . ?
Cl3 C32 H32 108.5 . . ?
Cl1 C32 H32 108.5 . . ?
Cl2 C32 H32 108.5 . . ?
C23 B1 N1 116.24(15) . . ?
C23 B1 C27 107.22(14) . . ?
N1 B1 C27 111.49(15) . . ?
C23 B1 N2 114.57(15) . . ?
N1 B1 N2 94.60(12) . . ?
C27 B1 N2 112.53(15) . . ?

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
C5 N1 C1 C2 -0.5(3) . . . . ?
B1 N1 C1 C2 -176.43(18) . . . . ?
N1 C1 C2 C3 1.2(3) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C1 C2 C3 C11 -178.58(17) . . . . ?
C2 C3 C4 C5 -1.1(3) . . . . ?
C11 C3 C4 C5 177.15(16) . . . . ?
C1 N1 C5 C4 -1.0(3) . . . . ?
B1 N1 C5 C4 175.58(16) . . . . ?
C1 N1 C5 C6 177.48(16) . . . . ?
B1 N1 C5 C6 -5.9(2) . . . . ?
C3 C4 C5 N1 1.9(3) . . . . ?
C3 C4 C5 C6 -176.36(16) . . . . ?
C10 N2 C6 C7 -0.5(3) . . . . ?
B1 N2 C6 C7 -179.68(16) . . . . ?
C10 N2 C6 C5 -178.25(15) . . . . ?
B1 N2 C6 C5 2.6(2) . . . . ?
N1 C5 C6 N2 2.1(2) . . . . ?
C4 C5 C6 N2 -179.47(17) . . . . ?
N1 C5 C6 C7 -175.56(17) . . . . ?
C4 C5 C6 C7 2.9(3) . . . . ?
N2 C6 C7 C8 -0.6(3) . . . . ?
C5 C6 C7 C8 176.77(16) . . . . ?
C6 C7 C8 C9 1.4(3) . . . . ?
C6 C7 C8 C17 -177.32(16) . . . . ?
C7 C8 C9 C10 -1.2(3) . . . . ?
C17 C8 C9 C10 177.51(17) . . . . ?
C6 N2 C10 C9 0.7(3) . . . . ?
B1 N2 C10 C9 179.74(17) . . . . ?
C8 C9 C10 N2 0.1(3) . . . . ?
C4 C3 C11 C12 -178.78(17) . . . . ?
C2 C3 C11 C12 -0.6(3) . . . . ?
C4 C3 C11 C16 -0.8(3) . . . . ?
C2 C3 C11 C16 177.36(18) . . . . ?
C16 C11 C12 C13 -1.1(3) . . . . ?
C3 C11 C12 C13 176.96(19) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C13 C14 C15 C16 -0.2(4) . . . . ?
C14 C15 C16 C11 -0.7(3) . . . . ?
C12 C11 C16 C15 1.3(3) . . . . ?
C3 C11 C16 C15 -176.66(19) . . . . ?
C7 C8 C17 C18 -26.1(3) . . . . ?
C9 C8 C17 C18 155.25(17) . . . . ?
C7 C8 C17 C22 151.79(18) . . . . ?
C9 C8 C17 C22 -26.8(3) . . . . ?
C22 C17 C18 C19 0.0(3) . . . . ?
C8 C17 C18 C19 177.94(17) . . . . ?
C17 C18 C19 C20 -1.3(3) . . . . ?
C18 C19 C20 C21 1.1(3) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?
C20 C21 C22 C17 -1.8(3) . . . . ?
C18 C17 C22 C21 1.6(3) . . . . ?
C8 C17 C22 C21 -176.39(18) . . . . ?
C30 C23 C24 C25 -68.7(2) . . . . ?
B1 C23 C24 C25 52.9(2) . . . . ?
C23 C24 C25 C26 -42.3(3) . . . . ?
C24 C25 C26 C27 42.0(3) . . . . ?
C25 C26 C27 C28 69.9(2) . . . . ?
C25 C26 C27 B1 -51.7(2) . . . . ?
C26 C27 C28 C29 -68.8(2) . . . . ?
B1 C27 C28 C29 52.9(2) . . . . ?
C27 C28 C29 C30 -39.8(3) . . . . ?
C28 C29 C30 C23 37.6(3) . . . . ?
C24 C23 C30 C29 72.8(2) . . . . ?
B1 C23 C30 C29 -48.7(2) . . . . ?
O2 S1 C31 F1 -179.80(15) . . . . ?
O3 S1 C31 F1 60.22(17) . . . . ?
O1 S1 C31 F1 -59.55(17) . . . . ?
O2 S1 C31 F3 -59.62(17) . . . . ?
O3 S1 C31 F3 -179.59(15) . . . . ?
O1 S1 C31 F3 60.64(17) . . . . ?
O2 S1 C31 F2 59.97(18) . . . . ?
O3 S1 C31 F2 -60.00(17) . . . . ?
O1 S1 C31 F2 -179.77(15) . . . . ?
C24 C23 B1 N1 63.9(2) . . . . ?
C30 C23 B1 N1 -174.05(15) . . . . ?
C24 C23 B1 C27 -61.6(2) . . . . ?
C30 C23 B1 C27 60.48(19) . . . . ?
C24 C23 B1 N2 172.76(15) . . . . ?
C30 C23 B1 N2 -65.16(19) . . . . ?
C1 N1 B1 C23 -57.1(2) . . . . ?
C5 N1 B1 C23 126.86(16) . . . . ?
C1 N1 B1 C27 66.2(2) . . . . ?
C5 N1 B1 C27 -109.86(17) . . . . ?
C1 N1 B1 N2 -177.38(18) . . . . ?
C5 N1 B1 N2 6.55(17) . . . . ?
C28 C27 B1 C23 -62.73(19) . . . . ?
C26 C27 B1 C23 60.77(19) . . . . ?
C28 C27 B1 N1 168.99(15) . . . . ?
C26 C27 B1 N1 -67.51(19) . . . . ?
C28 C27 B1 N2 64.12(19) . . . . ?
C26 C27 B1 N2 -172.38(15) . . . . ?
C10 N2 B1 C23 54.1(2) . . . . ?
C6 N2 B1 C23 -126.86(16) . . . . ?
C10 N2 B1 N1 175.71(17) . . . . ?
C6 N2 B1 N1 -5.23(17) . . . . ?
C10 N2 B1 C27 -68.7(2) . . . . ?
C6 N2 B1 C27 110.32(17) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform'
####################################################################### 
# 
# 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_dp5bpybbnotf
_database_code_depnum_ccdc_archive 'CCDC 1946266'
loop_
_audit_author_name
_audit_author_address
'Junro Yoshino'
;University of Toyama
Japan
;
_audit_update_record             
;
2019-08-29 deposited with the CCDC.	2020-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C31 H30 B F3 N2 O3 S'
_chemical_formula_moiety         'C30 H30 B1 N2 1+, C1 F3 O3 S1 1-'
_chemical_formula_weight         578.45
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   9.9951(2)
_cell_length_b                   10.6777(3)
_cell_length_c                   14.0199(3)
_cell_angle_alpha                68.127(5)
_cell_angle_beta                 85.063(6)
_cell_angle_gamma                88.677(6)
_cell_volume                     1383.34(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11665
_cell_measurement_theta_min      2.04
_cell_measurement_theta_max      27.47
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.439
_exptl_crystal_size_mid          0.383
_exptl_crystal_size_min          0.068
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             604.00
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.811
_exptl_absorpt_correction_T_max  0.988

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            13718
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_theta_max         27.471
_diffrn_reflns_theta_min         2.045
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6315
_reflns_number_gt                5194
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1561
_refine_ls_wR_factor_gt          0.1483
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6315
_refine_ls_number_parameters     370
_refine_ls_goodness_of_fit_ref   1.215
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.53
_refine_diff_density_min         -0.42
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S1 S 0.95346(4) 0.33725(4) 0.37576(3) 0.03551(14) Uani 1 1 d . . . . .
F1 F 1.09579(13) 0.53504(13) 0.38236(11) 0.0616(4) Uani 1 1 d . . . . .
F2 F 1.12931(13) 0.50490(13) 0.24130(9) 0.0602(4) Uani 1 1 d . . . . .
F3 F 1.21254(11) 0.36680(13) 0.37709(12) 0.0677(4) Uani 1 1 d . . . . .
O1 O 0.85155(14) 0.43162(17) 0.33210(12) 0.0699(5) Uani 1 1 d . . . . .
O2 O 0.9844(2) 0.24087(18) 0.32878(13) 0.0762(6) Uani 1 1 d . . . . .
O3 O 0.94613(13) 0.27970(14) 0.48563(9) 0.0458(3) Uani 1 1 d . . . . .
N1 N 0.67173(12) 0.11556(12) 0.34045(9) 0.0248(3) Uani 1 1 d . . . . .
N2 N 0.74173(12) 0.01383(12) 0.22031(9) 0.0243(3) Uani 1 1 d . . . . .
C1 C 0.62077(15) 0.18561(15) 0.39713(11) 0.0279(3) Uani 1 1 d . . . . .
H1 H 0.564215 0.259937 0.366216 0.034 Uiso 1 1 calc R U . . .
C2 C 0.64755(16) 0.15360(15) 0.49946(12) 0.0294(3) Uani 1 1 d . . . . .
C3 C 0.73474(17) 0.04647(16) 0.54186(12) 0.0322(3) Uani 1 1 d . . . . .
H3 H 0.755244 0.021704 0.611410 0.039 Uiso 1 1 calc R U . . .
C4 C 0.79115(17) -0.02345(16) 0.48347(11) 0.0312(3) Uani 1 1 d . . . . .
H4 H 0.852066 -0.094818 0.511495 0.037 Uiso 1 1 calc R U . . .
C5 C 0.75702(14) 0.01270(14) 0.38304(11) 0.0257(3) Uani 1 1 d . . . . .
C6 C 0.79987(14) -0.04914(14) 0.30975(11) 0.0251(3) Uani 1 1 d . . . . .
C7 C 0.88383(16) -0.15816(16) 0.32385(12) 0.0319(3) Uani 1 1 d . . . . .
H7 H 0.924776 -0.199837 0.386657 0.038 Uiso 1 1 calc R U . . .
C8 C 0.90675(16) -0.20501(16) 0.24470(12) 0.0327(3) Uani 1 1 d . . . . .
H8 H 0.963225 -0.280547 0.253148 0.039 Uiso 1 1 calc R U . . .
C9 C 0.84732(15) -0.14195(14) 0.15186(11) 0.0269(3) Uani 1 1 d . . . . .
C10 C 0.76536(15) -0.03199(14) 0.14337(11) 0.0258(3) Uani 1 1 d . . . . .
H10 H 0.724559 0.012367 0.080838 0.031 Uiso 1 1 calc R U . . .
C11 C 0.58475(17) 0.23219(16) 0.55895(12) 0.0330(4) Uani 1 1 d . . . . .
C12 C 0.6512(2) 0.25101(19) 0.63575(14) 0.0425(4) Uani 1 1 d . . . . .
H12 H 0.738688 0.215623 0.649005 0.051 Uiso 1 1 calc R U . . .
C13 C 0.5903(2) 0.3213(2) 0.69321(16) 0.0563(6) Uani 1 1 d . . . . .
H13 H 0.635516 0.332415 0.746456 0.068 Uiso 1 1 calc R U . . .
C14 C 0.4632(2) 0.3755(2) 0.67301(18) 0.0596(6) Uani 1 1 d . . . . .
H14 H 0.421414 0.422794 0.712850 0.071 Uiso 1 1 calc R U . . .
C15 C 0.3981(2) 0.3605(2) 0.59540(18) 0.0522(5) Uani 1 1 d . . . . .
H15 H 0.312354 0.399702 0.580286 0.063 Uiso 1 1 calc R U . . .
C16 C 0.45749(18) 0.28820(18) 0.53921(15) 0.0406(4) Uani 1 1 d . . . . .
H16 H 0.411180 0.276565 0.486643 0.049 Uiso 1 1 calc R U . . .
C17 C 0.86830(15) -0.19047(15) 0.06602(12) 0.0276(3) Uani 1 1 d . . . . .
C18 C 0.86768(17) -0.32919(16) 0.08734(13) 0.0346(4) Uani 1 1 d . . . . .
H18 H 0.853256 -0.391323 0.156519 0.042 Uiso 1 1 calc R U . . .
C19 C 0.88821(17) -0.37604(18) 0.00719(15) 0.0401(4) Uani 1 1 d . . . . .
H19 H 0.885604 -0.470244 0.021525 0.048 Uiso 1 1 calc R U . . .
C20 C 0.91239(16) -0.2862(2) -0.09330(15) 0.0401(4) Uani 1 1 d . . . . .
H20 H 0.928061 -0.318658 -0.147774 0.048 Uiso 1 1 calc R U . . .
C21 C 0.91377(16) -0.14849(19) -0.11460(13) 0.0370(4) Uani 1 1 d . . . . .
H21 H 0.931095 -0.086825 -0.183666 0.044 Uiso 1 1 calc R U . . .
C22 C 0.89004(15) -0.10067(16) -0.03569(12) 0.0301(3) Uani 1 1 d . . . . .
H22 H 0.888570 -0.006203 -0.050931 0.036 Uiso 1 1 calc R U . . .
C23 C 0.49285(14) 0.11557(15) 0.20681(12) 0.0284(3) Uani 1 1 d . . . . .
H23 H 0.460526 0.025663 0.257769 0.034 Uiso 1 1 calc R U . . .
C24 C 0.40677(15) 0.22663(17) 0.22666(13) 0.0335(4) Uani 1 1 d . . . . .
H24A H 0.313826 0.218203 0.210262 0.040 Uiso 1 1 calc R U . . .
H24B H 0.403728 0.211239 0.300957 0.040 Uiso 1 1 calc R U . . .
C25 C 0.45771(17) 0.37104(17) 0.16403(14) 0.0373(4) Uani 1 1 d . . . . .
H25A H 0.413190 0.432113 0.195220 0.045 Uiso 1 1 calc R U . . .
H25B H 0.429213 0.398021 0.093274 0.045 Uiso 1 1 calc R U . . .
C26 C 0.61038(16) 0.39306(15) 0.15640(12) 0.0311(3) Uani 1 1 d . . . . .
H26A H 0.633876 0.479376 0.098753 0.037 Uiso 1 1 calc R U . . .
H26B H 0.633749 0.402488 0.220614 0.037 Uiso 1 1 calc R U . . .
C27 C 0.69750(15) 0.28142(14) 0.13960(11) 0.0266(3) Uani 1 1 d . . . . .
H27 H 0.792696 0.296634 0.149797 0.032 Uiso 1 1 calc R U . . .
C28 C 0.69195(18) 0.28038(16) 0.03066(12) 0.0342(4) Uani 1 1 d . . . . .
H28A H 0.712625 0.372611 -0.020021 0.041 Uiso 1 1 calc R U . . .
H28B H 0.763343 0.220287 0.019477 0.041 Uiso 1 1 calc R U . . .
C29 C 0.5579(2) 0.2345(2) 0.00838(13) 0.0434(4) Uani 1 1 d . . . . .
H29A H 0.574650 0.206834 -0.051565 0.052 Uiso 1 1 calc R U . . .
H29B H 0.497644 0.313333 -0.012279 0.052 Uiso 1 1 calc R U . . .
C30 C 0.48268(17) 0.11799(18) 0.09670(13) 0.0376(4) Uani 1 1 d . . . . .
H30A H 0.517545 0.031598 0.094267 0.045 Uiso 1 1 calc R U . . .
H30B H 0.386562 0.122527 0.083666 0.045 Uiso 1 1 calc R U . . .
C31 C 1.10510(16) 0.44072(17) 0.34278(14) 0.0357(4) Uani 1 1 d . . . . .
B1 B 0.64748(16) 0.13644(16) 0.22329(12) 0.0233(3) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2018/1 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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
S1 O1 1.4240(15) . ?
S1 O3 1.4259(12) . ?
S1 O2 1.4296(17) . ?
S1 C31 1.8187(17) . ?
F1 C31 1.317(2) . ?
F2 C31 1.332(2) . ?
F3 C31 1.3321(19) . ?
N1 C1 1.3438(19) . ?
N1 C5 1.3584(19) . ?
N1 B1 1.6124(19) . ?
N2 C10 1.3427(18) . ?
N2 C6 1.3569(18) . ?
N2 B1 1.6063(19) . ?
C1 C2 1.394(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.399(2) . ?
C2 C11 1.484(2) . ?
C3 C4 1.379(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.446(2) . ?
C6 C7 1.382(2) . ?
C7 C8 1.378(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.401(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(2) . ?
C9 C17 1.475(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(2) . ?
C11 C16 1.398(3) . ?
C12 C13 1.388(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.375(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.392(2) . ?
C17 C18 1.398(2) . ?
C18 C19 1.389(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.382(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.387(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.382(2) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.543(2) . ?
C23 C30 1.546(2) . ?
C23 B1 1.615(2) . ?
C23 H23 1.0000 . ?
C24 C25 1.536(2) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.538(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.536(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.537(2) . ?
C27 B1 1.614(2) . ?
C27 H27 1.0000 . ?
C28 C29 1.533(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.543(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?

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
O1 S1 O3 115.92(10) . . ?
O1 S1 O2 115.87(13) . . ?
O3 S1 O2 113.17(10) . . ?
O1 S1 C31 103.46(8) . . ?
O3 S1 C31 102.96(8) . . ?
O2 S1 C31 102.99(9) . . ?
C1 N1 C5 118.83(13) . . ?
C1 N1 B1 128.82(12) . . ?
C5 N1 B1 112.35(12) . . ?
C10 N2 C6 119.01(12) . . ?
C10 N2 B1 128.26(12) . . ?
C6 N2 B1 112.71(11) . . ?
N1 C1 C2 122.66(14) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C1 C2 C3 117.39(14) . . ?
C1 C2 C11 120.06(15) . . ?
C3 C2 C11 122.55(14) . . ?
C4 C3 C2 120.52(14) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 118.53(15) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.02(14) . . ?
N1 C5 C6 110.04(12) . . ?
C4 C5 C6 127.93(13) . . ?
N2 C6 C7 122.10(14) . . ?
N2 C6 C5 109.88(12) . . ?
C7 C6 C5 128.00(13) . . ?
C8 C7 C6 118.46(14) . . ?
C8 C7 H7 120.8 . . ?
C6 C7 H7 120.8 . . ?
C7 C8 C9 120.42(14) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 117.59(14) . . ?
C10 C9 C17 120.54(13) . . ?
C8 C9 C17 121.86(14) . . ?
N2 C10 C9 122.42(13) . . ?
N2 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C12 C11 C16 118.72(16) . . ?
C12 C11 C2 120.56(16) . . ?
C16 C11 C2 120.71(15) . . ?
C13 C12 C11 120.3(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.2(2) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C15 C14 C13 120.01(19) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.0(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C11 120.81(19) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
C22 C17 C18 119.41(15) . . ?
C22 C17 C9 121.20(14) . . ?
C18 C17 C9 119.38(14) . . ?
C19 C18 C17 119.88(16) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C20 C19 C18 120.26(16) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 119.96(15) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C22 C21 C20 120.24(16) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C17 120.22(15) . . ?
C21 C22 H22 119.9 . . ?
C17 C22 H22 119.9 . . ?
C24 C23 C30 111.70(13) . . ?
C24 C23 B1 109.17(12) . . ?
C30 C23 B1 109.68(12) . . ?
C24 C23 H23 108.7 . . ?
C30 C23 H23 108.7 . . ?
B1 C23 H23 108.7 . . ?
C25 C24 C23 114.39(13) . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24B 108.7 . . ?
C23 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C24 C25 C26 115.91(13) . . ?
C24 C25 H25A 108.3 . . ?
C26 C25 H25A 108.3 . . ?
C24 C25 H25B 108.3 . . ?
C26 C25 H25B 108.3 . . ?
H25A C25 H25B 107.4 . . ?
C27 C26 C25 115.69(13) . . ?
C27 C26 H26A 108.4 . . ?
C25 C26 H26A 108.4 . . ?
C27 C26 H26B 108.4 . . ?
C25 C26 H26B 108.4 . . ?
H26A C26 H26B 107.4 . . ?
C26 C27 C28 112.19(12) . . ?
C26 C27 B1 109.53(11) . . ?
C28 C27 B1 109.03(12) . . ?
C26 C27 H27 108.7 . . ?
C28 C27 H27 108.7 . . ?
B1 C27 H27 108.7 . . ?
C29 C28 C27 115.53(13) . . ?
C29 C28 H28A 108.4 . . ?
C27 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
C27 C28 H28B 108.4 . . ?
H28A C28 H28B 107.5 . . ?
C28 C29 C30 116.99(13) . . ?
C28 C29 H29A 108.1 . . ?
C30 C29 H29A 108.1 . . ?
C28 C29 H29B 108.1 . . ?
C30 C29 H29B 108.1 . . ?
H29A C29 H29B 107.3 . . ?
C29 C30 C23 116.06(14) . . ?
C29 C30 H30A 108.3 . . ?
C23 C30 H30A 108.3 . . ?
C29 C30 H30B 108.3 . . ?
C23 C30 H30B 108.3 . . ?
H30A C30 H30B 107.4 . . ?
F1 C31 F2 106.11(14) . . ?
F1 C31 F3 107.81(16) . . ?
F2 C31 F3 107.48(14) . . ?
F1 C31 S1 111.54(12) . . ?
F2 C31 S1 112.14(12) . . ?
F3 C31 S1 111.47(11) . . ?
N2 B1 N1 95.00(10) . . ?
N2 B1 C27 113.58(11) . . ?
N1 B1 C27 113.90(12) . . ?
N2 B1 C23 112.91(12) . . ?
N1 B1 C23 113.50(12) . . ?
C27 B1 C23 107.74(12) . . ?

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
C5 N1 C1 C2 -2.7(2) . . . . ?
B1 N1 C1 C2 178.05(13) . . . . ?
N1 C1 C2 C3 2.1(2) . . . . ?
N1 C1 C2 C11 -178.06(13) . . . . ?
C1 C2 C3 C4 0.1(2) . . . . ?
C11 C2 C3 C4 -179.77(14) . . . . ?
C2 C3 C4 C5 -1.5(2) . . . . ?
C1 N1 C5 C4 1.1(2) . . . . ?
B1 N1 C5 C4 -179.51(13) . . . . ?
C1 N1 C5 C6 179.93(12) . . . . ?
B1 N1 C5 C6 -0.67(15) . . . . ?
C3 C4 C5 N1 1.0(2) . . . . ?
C3 C4 C5 C6 -177.65(14) . . . . ?
C10 N2 C6 C7 0.7(2) . . . . ?
B1 N2 C6 C7 179.38(13) . . . . ?
C10 N2 C6 C5 -177.73(12) . . . . ?
B1 N2 C6 C5 0.97(16) . . . . ?
N1 C5 C6 N2 -0.19(16) . . . . ?
C4 C5 C6 N2 178.57(15) . . . . ?
N1 C5 C6 C7 -178.48(15) . . . . ?
C4 C5 C6 C7 0.3(2) . . . . ?
N2 C6 C7 C8 -1.1(2) . . . . ?
C5 C6 C7 C8 177.00(14) . . . . ?
C6 C7 C8 C9 0.8(2) . . . . ?
C7 C8 C9 C10 -0.1(2) . . . . ?
C7 C8 C9 C17 -179.22(14) . . . . ?
C6 N2 C10 C9 0.1(2) . . . . ?
B1 N2 C10 C9 -178.41(13) . . . . ?
C8 C9 C10 N2 -0.3(2) . . . . ?
C17 C9 C10 N2 178.79(13) . . . . ?
C1 C2 C11 C12 -148.69(16) . . . . ?
C3 C2 C11 C12 31.1(2) . . . . ?
C1 C2 C11 C16 31.6(2) . . . . ?
C3 C2 C11 C16 -148.56(16) . . . . ?
C16 C11 C12 C13 1.6(3) . . . . ?
C2 C11 C12 C13 -178.11(15) . . . . ?
C11 C12 C13 C14 -1.2(3) . . . . ?
C12 C13 C14 C15 -0.6(3) . . . . ?
C13 C14 C15 C16 1.8(3) . . . . ?
C14 C15 C16 C11 -1.3(3) . . . . ?
C12 C11 C16 C15 -0.4(3) . . . . ?
C2 C11 C16 C15 179.34(15) . . . . ?
C10 C9 C17 C22 42.7(2) . . . . ?
C8 C9 C17 C22 -138.17(16) . . . . ?
C10 C9 C17 C18 -137.91(16) . . . . ?
C8 C9 C17 C18 41.2(2) . . . . ?
C22 C17 C18 C19 -0.2(2) . . . . ?
C9 C17 C18 C19 -179.58(15) . . . . ?
C17 C18 C19 C20 1.5(2) . . . . ?
C18 C19 C20 C21 -1.2(3) . . . . ?
C19 C20 C21 C22 -0.5(3) . . . . ?
C20 C21 C22 C17 1.8(2) . . . . ?
C18 C17 C22 C21 -1.4(2) . . . . ?
C9 C17 C22 C21 177.91(14) . . . . ?
C30 C23 C24 C25 -68.16(17) . . . . ?
B1 C23 C24 C25 53.31(18) . . . . ?
C23 C24 C25 C26 -42.5(2) . . . . ?
C24 C25 C26 C27 41.2(2) . . . . ?
C25 C26 C27 C28 70.92(17) . . . . ?
C25 C26 C27 B1 -50.30(18) . . . . ?
C26 C27 C28 C29 -69.78(17) . . . . ?
B1 C27 C28 C29 51.72(17) . . . . ?
C27 C28 C29 C30 -38.0(2) . . . . ?
C28 C29 C30 C23 35.8(2) . . . . ?
C24 C23 C30 C29 73.70(17) . . . . ?
B1 C23 C30 C29 -47.48(19) . . . . ?
O1 S1 C31 F1 60.35(16) . . . . ?
O3 S1 C31 F1 -60.74(15) . . . . ?
O2 S1 C31 F1 -178.61(14) . . . . ?
O1 S1 C31 F2 -58.51(15) . . . . ?
O3 S1 C31 F2 -179.60(12) . . . . ?
O2 S1 C31 F2 62.53(15) . . . . ?
O1 S1 C31 F3 -179.08(14) . . . . ?
O3 S1 C31 F3 59.84(15) . . . . ?
O2 S1 C31 F3 -58.03(17) . . . . ?
C10 N2 B1 N1 177.35(13) . . . . ?
C6 N2 B1 N1 -1.20(14) . . . . ?
C10 N2 B1 C27 -63.85(19) . . . . ?
C6 N2 B1 C27 117.60(13) . . . . ?
C10 N2 B1 C23 59.21(18) . . . . ?
C6 N2 B1 C23 -119.34(13) . . . . ?
C1 N1 B1 N2 -179.60(13) . . . . ?
C5 N1 B1 N2 1.08(14) . . . . ?
C1 N1 B1 C27 61.86(19) . . . . ?
C5 N1 B1 C27 -117.47(13) . . . . ?
C1 N1 B1 C23 -61.93(19) . . . . ?
C5 N1 B1 C23 118.74(13) . . . . ?
C26 C27 B1 N2 -173.88(12) . . . . ?
C28 C27 B1 N2 63.02(15) . . . . ?
C26 C27 B1 N1 -66.58(15) . . . . ?
C28 C27 B1 N1 170.32(12) . . . . ?
C26 C27 B1 C23 60.27(15) . . . . ?
C28 C27 B1 C23 -62.84(15) . . . . ?
C24 C23 B1 N2 171.77(12) . . . . ?
C30 C23 B1 N2 -65.55(15) . . . . ?
C24 C23 B1 N1 65.09(16) . . . . ?
C30 C23 B1 N1 -172.23(12) . . . . ?
C24 C23 B1 C27 -61.99(15) . . . . ?
C30 C23 B1 C27 60.70(16) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone/hexane'
####################################################################### 
# 
# 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_dt4bpybbnotf
_database_code_depnum_ccdc_archive 'CCDC 1946263'
loop_
_audit_author_name
_audit_author_address
'Junro Yoshino'
;University of Toyama
Japan
;
_audit_update_record             
;
2019-08-29 deposited with the CCDC.	2020-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C28 H27 B Cl3 F3 N2 O3 S3'
_chemical_formula_moiety         
'C26 H26 B1 N2 S2 1+, C1 F3 O3 S1 1-, C1 H1 Cl3'
_chemical_formula_weight         709.88
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   9.76723(18)
_cell_length_b                   10.8636(2)
_cell_length_c                   29.3189(6)
_cell_angle_alpha                86.890(6)
_cell_angle_beta                 86.035(6)
_cell_angle_gamma                85.589(6)
_cell_volume                     3090.57(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    31446
_cell_measurement_theta_min      3.02
_cell_measurement_theta_max      68.30
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.491
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.190
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1456.00
_exptl_absorpt_coefficient_mu    5.042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.185
_exptl_absorpt_correction_T_max  0.384

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            36574
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_theta_max         68.215
_diffrn_reflns_theta_min         3.025
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             11081
_reflns_number_gt                8561
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0696
_refine_ls_wR_factor_ref         0.2204
_refine_ls_wR_factor_gt          0.2128
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         11081
_refine_ls_number_parameters     775
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1283P)²+1.4041P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.91
_refine_diff_density_min         -0.95
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0090 0.0039
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.3350(4) 0.7181(2) 0.04931(8) 0.1653(13) Uani 1 1 d . . . . .
Cl2 Cl 0.3158(3) 0.5269(2) -0.01149(7) 0.1580(11) Uani 1 1 d . . . . .
Cl3 Cl 0.0852(2) 0.6172(3) 0.04070(12) 0.1878(15) Uani 1 1 d . . . . .
Cl4 Cl 1.11069(13) -0.37109(13) 0.49901(5) 0.0776(4) Uani 1 1 d . . . . .
Cl5 Cl 1.29505(12) -0.25472(11) 0.43192(4) 0.0604(3) Uani 1 1 d . . . . .
Cl6 Cl 1.05265(16) -0.11752(13) 0.46953(6) 0.0859(5) Uani 1 1 d . . . . .
S1 S 0.25037(11) -0.05823(10) 0.18520(4) 0.0518(3) Uani 1 1 d . . . . .
S2 S 0.86441(13) 0.50305(12) 0.21023(4) 0.0625(3) Uani 1 1 d . . . . .
S3 S 0.27783(10) 0.31169(9) 0.14924(3) 0.0428(3) Uani 1 1 d . . . . .
S4 S 0.37164(10) -0.33632(9) 0.31299(3) 0.0425(3) Uani 1 1 d . . . . .
S5 S 0.97290(12) 0.25412(10) 0.30072(4) 0.0564(3) Uani 1 1 d . . . . .
S6 S 0.85897(10) -0.32206(9) 0.35381(3) 0.0414(2) Uani 1 1 d . . . . .
F1 F 0.3380(5) 0.2717(4) 0.06361(10) 0.1101(14) Uani 1 1 d . . . . .
F2 F 0.2295(5) 0.1304(3) 0.09809(12) 0.1042(13) Uani 1 1 d . . . . .
F3 F 0.1266(5) 0.3068(4) 0.08009(15) 0.1242(17) Uani 1 1 d . . . . .
F4 F 0.7866(4) -0.3278(4) 0.44157(10) 0.0946(11) Uani 1 1 d . . . . .
F5 F 0.6259(3) -0.3641(3) 0.39893(11) 0.0852(10) Uani 1 1 d . . . . .
F6 F 0.6877(4) -0.1809(3) 0.40312(16) 0.1182(15) Uani 1 1 d . . . . .
O1 O 0.1640(4) 0.2874(4) 0.18017(13) 0.0782(11) Uani 1 1 d . . . . .
O2 O 0.2930(4) 0.4408(3) 0.13729(10) 0.0640(9) Uani 1 1 d . . . . .
O3 O 0.4021(3) 0.2405(3) 0.16051(10) 0.0602(8) Uani 1 1 d . . . . .
O4 O 0.8939(4) -0.4517(3) 0.35833(13) 0.0694(9) Uani 1 1 d . . . . .
O5 O 0.9659(3) -0.2443(3) 0.36244(10) 0.0547(8) Uani 1 1 d . . . . .
O6 O 0.7835(4) -0.2823(4) 0.31494(12) 0.0774(11) Uani 1 1 d . . . . .
N1 N 0.3593(3) 0.1304(3) 0.34284(10) 0.0333(6) Uani 1 1 d . . . . .
N2 N 0.5104(3) 0.2929(3) 0.33264(10) 0.0341(7) Uani 1 1 d . . . . .
N3 N 0.6437(3) -0.1719(3) 0.15918(10) 0.0378(7) Uani 1 1 d . . . . .
N4 N 0.7879(3) -0.0127(3) 0.17161(10) 0.0386(7) Uani 1 1 d . . . . .
C1 C 0.2716(4) 0.0428(3) 0.35443(13) 0.0388(8) Uani 1 1 d . . . . .
H1 H 0.244835 0.028184 0.385907 0.047 Uiso 1 1 calc R U . . .
C2 C 0.2192(4) -0.0262(3) 0.32326(13) 0.0391(8) Uani 1 1 d . . . . .
H2 H 0.159439 -0.088760 0.333183 0.047 Uiso 1 1 calc R U . . .
C3 C 0.2542(3) -0.0042(3) 0.27614(12) 0.0326(7) Uani 1 1 d . . . . .
C4 C 0.3447(4) 0.0864(3) 0.26402(12) 0.0349(8) Uani 1 1 d . . . . .
H4 H 0.371666 0.103665 0.232719 0.042 Uiso 1 1 calc R U . . .
C5 C 0.3953(3) 0.1512(3) 0.29754(12) 0.0316(7) Uani 1 1 d . . . . .
C6 C 0.4901(3) 0.2478(3) 0.29147(12) 0.0314(7) Uani 1 1 d . . . . .
C7 C 0.5551(3) 0.2884(3) 0.25102(12) 0.0321(7) Uani 1 1 d . . . . .
H7 H 0.537460 0.253816 0.223123 0.039 Uiso 1 1 calc R U . . .
C8 C 0.6471(4) 0.3804(3) 0.25101(12) 0.0333(8) Uani 1 1 d . . . . .
C9 C 0.6656(4) 0.4283(4) 0.29357(13) 0.0390(8) Uani 1 1 d . . . . .
H9 H 0.725863 0.492246 0.295209 0.047 Uiso 1 1 calc R U . . .
C10 C 0.5975(4) 0.3837(4) 0.33275(13) 0.0390(8) Uani 1 1 d . . . . .
H10 H 0.612068 0.417826 0.361006 0.047 Uiso 1 1 calc R U . . .
C11 C 0.3220(4) 0.3033(4) 0.40602(12) 0.0389(8) Uani 1 1 d . . . . .
H11 H 0.253621 0.347779 0.385926 0.047 Uiso 1 1 calc R U . . .
C12 C 0.2447(4) 0.2211(4) 0.44203(13) 0.0419(9) Uani 1 1 d . . . . .
H12A H 0.191774 0.275402 0.464057 0.050 Uiso 1 1 calc R U . . .
H12B H 0.177461 0.177445 0.426359 0.050 Uiso 1 1 calc R U . . .
C13 C 0.3341(4) 0.1242(4) 0.46921(14) 0.0524(11) Uani 1 1 d . . . . .
H13A H 0.275011 0.059002 0.482054 0.063 Uiso 1 1 calc R U . . .
H13B H 0.368040 0.164531 0.495280 0.063 Uiso 1 1 calc R U . . .
C14 C 0.4591(4) 0.0618(4) 0.44185(14) 0.0500(10) Uani 1 1 d . . . . .
H14A H 0.523755 0.022487 0.463791 0.060 Uiso 1 1 calc R U . . .
H14B H 0.426678 -0.004596 0.424402 0.060 Uiso 1 1 calc R U . . .
C15 C 0.5367(4) 0.1479(4) 0.40878(13) 0.0413(9) Uani 1 1 d . . . . .
H15 H 0.607011 0.097015 0.390064 0.050 Uiso 1 1 calc R U . . .
C16 C 0.6115(4) 0.2421(4) 0.43373(14) 0.0495(10) Uani 1 1 d . . . . .
H16A H 0.664498 0.196406 0.457675 0.059 Uiso 1 1 calc R U . . .
H16B H 0.678439 0.280200 0.411431 0.059 Uiso 1 1 calc R U . . .
C17 C 0.5199(5) 0.3461(4) 0.45626(15) 0.0539(11) Uani 1 1 d . . . . .
H17A H 0.482789 0.314014 0.486498 0.065 Uiso 1 1 calc R U . . .
H17B H 0.578157 0.413808 0.461703 0.065 Uiso 1 1 calc R U . . .
C18 C 0.3992(4) 0.4002(4) 0.42909(14) 0.0454(10) Uani 1 1 d . . . . .
H18A H 0.434103 0.459694 0.405100 0.055 Uiso 1 1 calc R U . . .
H18B H 0.332751 0.446797 0.449973 0.055 Uiso 1 1 calc R U . . .
C19 C 0.1992(4) -0.0756(3) 0.24142(13) 0.0369(8) Uani 1 1 d . . . . .
C20 C 0.0955(3) -0.1689(3) 0.24934(11) 0.0275(7) Uani 1 1 d . . . . .
H20 H 0.052352 -0.194434 0.277968 0.033 Uiso 1 1 calc R U . . .
C21 C 0.0737(5) -0.2118(4) 0.2066(2) 0.0625(13) Uani 1 1 d . . . . .
H21 H 0.009406 -0.271467 0.203194 0.075 Uiso 1 1 calc R U . . .
C22 C 0.1486(5) -0.1643(4) 0.17038(18) 0.0598(13) Uani 1 1 d . . . . .
H22 H 0.144089 -0.188443 0.139887 0.072 Uiso 1 1 calc R U . . .
C23 C 0.7222(4) 0.4208(3) 0.20909(13) 0.0358(8) Uani 1 1 d . . . . .
C24 C 0.6950(3) 0.3933(3) 0.16179(11) 0.0265(7) Uani 1 1 d . . . . .
H24 H 0.622353 0.348722 0.152639 0.032 Uiso 1 1 calc R U . . .
C25 C 0.7998(5) 0.4472(4) 0.13271(16) 0.0597(12) Uani 1 1 d . . . . .
H25 H 0.802689 0.443127 0.100372 0.072 Uiso 1 1 calc R U . . .
C26 C 0.8941(5) 0.5041(5) 0.15339(18) 0.0642(13) Uani 1 1 d . . . . .
H26 H 0.969661 0.540942 0.137405 0.077 Uiso 1 1 calc R U . . .
C27 C 0.2415(6) 0.2523(5) 0.09525(18) 0.0671(14) Uani 1 1 d . . . . .
C28 C 0.5663(4) -0.2600(4) 0.14642(13) 0.0447(9) Uani 1 1 d . . . . .
H28 H 0.566180 -0.274674 0.114779 0.054 Uiso 1 1 calc R U . . .
C29 C 0.4887(4) -0.3287(4) 0.17661(13) 0.0414(9) Uani 1 1 d . . . . .
H29 H 0.437728 -0.391001 0.165866 0.050 Uiso 1 1 calc R U . . .
C30 C 0.4829(3) -0.3083(3) 0.22395(12) 0.0335(8) Uani 1 1 d . . . . .
C31 C 0.5686(3) -0.2217(3) 0.23748(12) 0.0335(8) Uani 1 1 d . . . . .
H31 H 0.573908 -0.208302 0.269035 0.040 Uiso 1 1 calc R U . . .
C32 C 0.6452(4) -0.1560(3) 0.20491(12) 0.0335(8) Uani 1 1 d . . . . .
C33 C 0.7364(4) -0.0593(3) 0.21244(12) 0.0347(8) Uani 1 1 d . . . . .
C34 C 0.7682(4) -0.0193(3) 0.25360(12) 0.0341(8) Uani 1 1 d . . . . .
H34 H 0.729091 -0.054760 0.281367 0.041 Uiso 1 1 calc R U . . .
C35 C 0.8588(4) 0.0745(3) 0.25457(13) 0.0365(8) Uani 1 1 d . . . . .
C36 C 0.9114(4) 0.1227(4) 0.21231(14) 0.0434(9) Uani 1 1 d . . . . .
H36 H 0.972863 0.186608 0.211264 0.052 Uiso 1 1 calc R U . . .
C37 C 0.8746(4) 0.0780(4) 0.17228(14) 0.0447(9) Uani 1 1 d . . . . .
H37 H 0.911715 0.112176 0.144002 0.054 Uiso 1 1 calc R U . . .
C38 C 0.8436(5) -0.1332(4) 0.09271(13) 0.0491(10) Uani 1 1 d . . . . .
H38 H 0.904520 -0.195552 0.109577 0.059 Uiso 1 1 calc R U . . .
C39 C 0.7740(5) -0.1995(5) 0.05613(14) 0.0596(12) Uani 1 1 d . . . . .
H39A H 0.844988 -0.224015 0.031906 0.072 Uiso 1 1 calc R U . . .
H39B H 0.738448 -0.276244 0.070571 0.072 Uiso 1 1 calc R U . . .
C40 C 0.6561(5) -0.1246(5) 0.03360(15) 0.0654(14) Uani 1 1 d . . . . .
H40A H 0.600165 -0.182634 0.019485 0.079 Uiso 1 1 calc R U . . .
H40B H 0.695919 -0.070747 0.008587 0.079 Uiso 1 1 calc R U . . .
C41 C 0.5597(5) -0.0432(5) 0.06518(15) 0.0585(12) Uani 1 1 d . . . . .
H41A H 0.492635 -0.095824 0.081957 0.070 Uiso 1 1 calc R U . . .
H41B H 0.507226 0.018890 0.045965 0.070 Uiso 1 1 calc R U . . .
C42 C 0.6324(5) 0.0251(4) 0.10033(14) 0.0511(11) Uani 1 1 d . . . . .
H42 H 0.560745 0.063128 0.122352 0.061 Uiso 1 1 calc R U . . .
C43 C 0.7175(5) 0.1275(5) 0.07805(16) 0.0646(13) Uani 1 1 d . . . . .
H43A H 0.742446 0.179704 0.102417 0.078 Uiso 1 1 calc R U . . .
H43B H 0.658766 0.180336 0.057526 0.078 Uiso 1 1 calc R U . . .
C44 C 0.8505(6) 0.0838(5) 0.05026(17) 0.0729(15) Uani 1 1 d . . . . .
H44A H 0.911272 0.153019 0.046799 0.087 Uiso 1 1 calc R U . . .
H44B H 0.825977 0.065692 0.019233 0.087 Uiso 1 1 calc R U . . .
C45 C 0.9330(5) -0.0308(5) 0.07034(15) 0.0621(13) Uani 1 1 d . . . . .
H45A H 0.991509 -0.003862 0.093636 0.074 Uiso 1 1 calc R U . . .
H45B H 0.994841 -0.066922 0.045567 0.074 Uiso 1 1 calc R U . . .
C46 C 0.3891(4) -0.3706(3) 0.25621(12) 0.0350(8) Uani 1 1 d . . . . .
C47 C 0.2923(4) -0.4560(4) 0.24668(14) 0.0430(9) Uani 1 1 d . . . . .
H47 H 0.283888 -0.487457 0.217476 0.052 Uiso 1 1 calc R U . . .
C48 C 0.2115(5) -0.4869(4) 0.28619(18) 0.0597(12) Uani 1 1 d . . . . .
H48 H 0.142062 -0.543664 0.286565 0.072 Uiso 1 1 calc R U . . .
C49 C 0.2400(4) -0.4295(4) 0.32395(16) 0.0526(11) Uani 1 1 d . . . . .
H49 H 0.192134 -0.440081 0.353058 0.063 Uiso 1 1 calc R U . . .
C50 C 0.8941(4) 0.1193(3) 0.29805(14) 0.0378(8) Uani 1 1 d . . . . .
C51 C 0.8674(3) 0.0644(3) 0.34243(10) 0.0237(6) Uani 1 1 d . . . . .
H51 H 0.822956 -0.009869 0.349090 0.028 Uiso 1 1 calc R U . . .
C52 C 0.9181(4) 0.1390(4) 0.37590(16) 0.0525(11) Uani 1 1 d . . . . .
H52 H 0.913660 0.117024 0.407752 0.063 Uiso 1 1 calc R U . . .
C53 C 0.9720(4) 0.2417(4) 0.35805(18) 0.0572(12) Uani 1 1 d . . . . .
H53 H 1.006171 0.301508 0.375938 0.069 Uiso 1 1 calc R U . . .
C54 C 0.7335(5) -0.2971(5) 0.40158(18) 0.0608(12) Uani 1 1 d . . . . .
C55 C 0.2601(6) 0.5865(5) 0.04038(19) 0.0748(15) Uani 1 1 d . . . . .
H55 H 0.281851 0.523505 0.065500 0.090 Uiso 1 1 calc R U . . .
C56 C 1.1227(5) -0.2626(4) 0.45300(16) 0.0536(11) Uani 1 1 d . . . . .
H56 H 1.068686 -0.289255 0.427984 0.064 Uiso 1 1 calc R U . . .
B1 B 0.4313(4) 0.2207(4) 0.37467(14) 0.0367(9) Uani 1 1 d . . . . .
B2 B 0.7299(5) -0.0742(4) 0.12837(15) 0.0426(10) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2017/1 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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
Cl1 C55 1.696(6) . ?
Cl2 C55 1.722(6) . ?
Cl3 C55 1.715(6) . ?
Cl4 C56 1.747(5) . ?
Cl5 C56 1.760(5) . ?
Cl6 C56 1.748(5) . ?
S1 C22 1.672(5) . ?
S1 C19 1.694(4) . ?
S2 C26 1.671(5) . ?
S2 C23 1.712(4) . ?
S3 O1 1.417(3) . ?
S3 O3 1.437(3) . ?
S3 O2 1.443(3) . ?
S3 C27 1.809(5) . ?
S4 C49 1.700(4) . ?
S4 C46 1.720(4) . ?
S5 C53 1.678(5) . ?
S5 C50 1.715(4) . ?
S6 O4 1.425(3) . ?
S6 O6 1.429(3) . ?
S6 O5 1.437(3) . ?
S6 C54 1.814(5) . ?
F1 C27 1.297(7) . ?
F2 C27 1.336(5) . ?
F3 C27 1.321(6) . ?
F4 C54 1.331(6) . ?
F5 C54 1.333(5) . ?
F6 C54 1.308(6) . ?
N1 C1 1.344(5) . ?
N1 C5 1.361(4) . ?
N1 B1 1.620(5) . ?
N2 C10 1.351(5) . ?
N2 C6 1.359(4) . ?
N2 B1 1.608(5) . ?
N3 C28 1.348(5) . ?
N3 C32 1.362(4) . ?
N3 B2 1.606(6) . ?
N4 C37 1.350(5) . ?
N4 C33 1.354(5) . ?
N4 B2 1.620(5) . ?
C1 C2 1.363(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.412(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.389(5) . ?
C3 C19 1.466(5) . ?
C4 C5 1.379(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.448(5) . ?
C6 C7 1.373(5) . ?
C7 C8 1.395(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.406(5) . ?
C8 C23 1.452(5) . ?
C9 C10 1.371(5) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.541(6) . ?
C11 C18 1.551(5) . ?
C11 B1 1.611(5) . ?
C11 H11 1.0000 . ?
C12 C13 1.539(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.546(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.516(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.544(6) . ?
C15 B1 1.618(5) . ?
C15 H15 1.0000 . ?
C16 C17 1.535(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.531(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.486(5) . ?
C20 C21 1.396(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.350(7) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.480(5) . ?
C24 C25 1.427(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.343(7) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C28 C29 1.355(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.414(5) . ?
C29 H29 0.9500 . ?
C30 C31 1.396(5) . ?
C30 C46 1.448(5) . ?
C31 C32 1.375(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.463(5) . ?
C33 C34 1.368(5) . ?
C34 C35 1.403(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.399(5) . ?
C35 C50 1.461(5) . ?
C36 C37 1.375(6) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
C38 C39 1.546(6) . ?
C38 C45 1.557(7) . ?
C38 B2 1.593(6) . ?
C38 H38 1.0000 . ?
C39 C40 1.525(6) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.539(6) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.543(6) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.531(7) . ?
C42 B2 1.612(6) . ?
C42 H42 1.0000 . ?
C43 C44 1.542(7) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.542(7) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 C47 1.425(5) . ?
C47 C48 1.396(6) . ?
C47 H47 0.9500 . ?
C48 C49 1.355(7) . ?
C48 H48 0.9500 . ?
C49 H49 0.9500 . ?
C50 C51 1.417(5) . ?
C51 C52 1.442(5) . ?
C51 H51 0.9500 . ?
C52 C53 1.336(7) . ?
C52 H52 0.9500 . ?
C53 H53 0.9500 . ?
C55 H55 1.0000 . ?
C56 H56 1.0000 . ?

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
C22 S1 C19 92.8(2) . . ?
C26 S2 C23 92.8(2) . . ?
O1 S3 O3 113.1(2) . . ?
O1 S3 O2 115.0(2) . . ?
O3 S3 O2 115.2(2) . . ?
O1 S3 C27 106.3(3) . . ?
O3 S3 C27 102.9(2) . . ?
O2 S3 C27 102.5(2) . . ?
C49 S4 C46 92.3(2) . . ?
C53 S5 C50 92.8(2) . . ?
O4 S6 O6 115.1(2) . . ?
O4 S6 O5 115.7(2) . . ?
O6 S6 O5 114.4(2) . . ?
O4 S6 C54 102.5(2) . . ?
O6 S6 C54 103.2(2) . . ?
O5 S6 C54 103.4(2) . . ?
C1 N1 C5 117.6(3) . . ?
C1 N1 B1 130.2(3) . . ?
C5 N1 B1 112.2(3) . . ?
C10 N2 C6 117.1(3) . . ?
C10 N2 B1 130.0(3) . . ?
C6 N2 B1 112.7(3) . . ?
C28 N3 C32 117.0(3) . . ?
C28 N3 B2 129.9(3) . . ?
C32 N3 B2 113.1(3) . . ?
C37 N4 C33 117.4(3) . . ?
C37 N4 B2 129.6(3) . . ?
C33 N4 B2 113.0(3) . . ?
N1 C1 C2 123.3(3) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C1 C2 C3 119.6(4) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 117.3(3) . . ?
C4 C3 C19 121.3(3) . . ?
C2 C3 C19 121.4(3) . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
N1 C5 C4 122.4(3) . . ?
N1 C5 C6 110.0(3) . . ?
C4 C5 C6 127.6(3) . . ?
N2 C6 C7 123.3(3) . . ?
N2 C6 C5 110.0(3) . . ?
C7 C6 C5 126.7(3) . . ?
C6 C7 C8 119.8(3) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C7 C8 C9 116.6(3) . . ?
C7 C8 C23 121.0(3) . . ?
C9 C8 C23 122.4(3) . . ?
C10 C9 C8 120.7(4) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
N2 C10 C9 122.4(3) . . ?
N2 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C12 C11 C18 111.1(3) . . ?
C12 C11 B1 110.7(3) . . ?
C18 C11 B1 108.9(3) . . ?
C12 C11 H11 108.7 . . ?
C18 C11 H11 108.7 . . ?
B1 C11 H11 108.7 . . ?
C13 C12 C11 116.2(3) . . ?
C13 C12 H12A 108.2 . . ?
C11 C12 H12A 108.2 . . ?
C13 C12 H12B 108.2 . . ?
C11 C12 H12B 108.2 . . ?
H12A C12 H12B 107.4 . . ?
C12 C13 C14 115.7(3) . . ?
C12 C13 H13A 108.4 . . ?
C14 C13 H13A 108.4 . . ?
C12 C13 H13B 108.4 . . ?
C14 C13 H13B 108.4 . . ?
H13A C13 H13B 107.4 . . ?
C15 C14 C13 115.0(3) . . ?
C15 C14 H14A 108.5 . . ?
C13 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C13 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 C16 112.2(3) . . ?
C14 C15 B1 109.6(3) . . ?
C16 C15 B1 109.6(3) . . ?
C14 C15 H15 108.4 . . ?
C16 C15 H15 108.4 . . ?
B1 C15 H15 108.4 . . ?
C17 C16 C15 116.3(3) . . ?
C17 C16 H16A 108.2 . . ?
C15 C16 H16A 108.2 . . ?
C17 C16 H16B 108.2 . . ?
C15 C16 H16B 108.2 . . ?
H16A C16 H16B 107.4 . . ?
C18 C17 C16 115.7(3) . . ?
C18 C17 H17A 108.4 . . ?
C16 C17 H17A 108.4 . . ?
C18 C17 H17B 108.4 . . ?
C16 C17 H17B 108.4 . . ?
H17A C17 H17B 107.4 . . ?
C17 C18 C11 114.7(3) . . ?
C17 C18 H18A 108.6 . . ?
C11 C18 H18A 108.6 . . ?
C17 C18 H18B 108.6 . . ?
C11 C18 H18B 108.6 . . ?
H18A C18 H18B 107.6 . . ?
C3 C19 C20 126.8(3) . . ?
C3 C19 S1 121.8(3) . . ?
C20 C19 S1 111.4(3) . . ?
C21 C20 C19 106.7(3) . . ?
C21 C20 H20 126.6 . . ?
C19 C20 H20 126.6 . . ?
C22 C21 C20 116.6(4) . . ?
C22 C21 H21 121.7 . . ?
C20 C21 H21 121.7 . . ?
C21 C22 S1 112.4(4) . . ?
C21 C22 H22 123.8 . . ?
S1 C22 H22 123.8 . . ?
C8 C23 C24 127.0(3) . . ?
C8 C23 S2 121.3(3) . . ?
C24 C23 S2 111.6(3) . . ?
C25 C24 C23 106.1(3) . . ?
C25 C24 H24 126.9 . . ?
C23 C24 H24 126.9 . . ?
C26 C25 C24 116.6(4) . . ?
C26 C25 H25 121.7 . . ?
C24 C25 H25 121.7 . . ?
C25 C26 S2 112.9(4) . . ?
C25 C26 H26 123.6 . . ?
S2 C26 H26 123.6 . . ?
F1 C27 F3 106.5(5) . . ?
F1 C27 F2 106.2(5) . . ?
F3 C27 F2 108.1(4) . . ?
F1 C27 S3 112.0(4) . . ?
F3 C27 S3 111.1(4) . . ?
F2 C27 S3 112.6(3) . . ?
N3 C28 C29 123.1(3) . . ?
N3 C28 H28 118.4 . . ?
C29 C28 H28 118.4 . . ?
C28 C29 C30 120.6(4) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C31 C30 C29 116.3(3) . . ?
C31 C30 C46 122.1(3) . . ?
C29 C30 C46 121.5(3) . . ?
C32 C31 C30 119.7(3) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
N3 C32 C31 123.1(3) . . ?
N3 C32 C33 109.5(3) . . ?
C31 C32 C33 127.4(3) . . ?
N4 C33 C34 123.3(3) . . ?
N4 C33 C32 109.6(3) . . ?
C34 C33 C32 127.1(3) . . ?
C33 C34 C35 119.6(3) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C36 C35 C34 116.9(3) . . ?
C36 C35 C50 122.4(3) . . ?
C34 C35 C50 120.7(3) . . ?
C37 C36 C35 120.3(4) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
N4 C37 C36 122.5(4) . . ?
N4 C37 H37 118.7 . . ?
C36 C37 H37 118.7 . . ?
C39 C38 C45 111.2(4) . . ?
C39 C38 B2 110.1(4) . . ?
C45 C38 B2 109.8(4) . . ?
C39 C38 H38 108.6 . . ?
C45 C38 H38 108.6 . . ?
B2 C38 H38 108.6 . . ?
C40 C39 C38 115.6(4) . . ?
C40 C39 H39A 108.4 . . ?
C38 C39 H39A 108.4 . . ?
C40 C39 H39B 108.4 . . ?
C38 C39 H39B 108.4 . . ?
H39A C39 H39B 107.4 . . ?
C39 C40 C41 116.1(3) . . ?
C39 C40 H40A 108.3 . . ?
C41 C40 H40A 108.3 . . ?
C39 C40 H40B 108.3 . . ?
C41 C40 H40B 108.3 . . ?
H40A C40 H40B 107.4 . . ?
C40 C41 C42 114.9(4) . . ?
C40 C41 H41A 108.5 . . ?
C42 C41 H41A 108.5 . . ?
C40 C41 H41B 108.5 . . ?
C42 C41 H41B 108.5 . . ?
H41A C41 H41B 107.5 . . ?
C43 C42 C41 112.8(4) . . ?
C43 C42 B2 109.9(4) . . ?
C41 C42 B2 108.8(4) . . ?
C43 C42 H42 108.4 . . ?
C41 C42 H42 108.4 . . ?
B2 C42 H42 108.4 . . ?
C42 C43 C44 115.8(4) . . ?
C42 C43 H43A 108.3 . . ?
C44 C43 H43A 108.3 . . ?
C42 C43 H43B 108.3 . . ?
C44 C43 H43B 108.3 . . ?
H43A C43 H43B 107.4 . . ?
C43 C44 C45 116.3(4) . . ?
C43 C44 H44A 108.2 . . ?
C45 C44 H44A 108.2 . . ?
C43 C44 H44B 108.2 . . ?
C45 C44 H44B 108.2 . . ?
H44A C44 H44B 107.4 . . ?
C44 C45 C38 114.7(4) . . ?
C44 C45 H45A 108.6 . . ?
C38 C45 H45A 108.6 . . ?
C44 C45 H45B 108.6 . . ?
C38 C45 H45B 108.6 . . ?
H45A C45 H45B 107.6 . . ?
C47 C46 C30 127.7(3) . . ?
C47 C46 S4 110.5(3) . . ?
C30 C46 S4 121.5(3) . . ?
C48 C47 C46 110.6(4) . . ?
C48 C47 H47 124.7 . . ?
C46 C47 H47 124.7 . . ?
C49 C48 C47 114.6(4) . . ?
C49 C48 H48 122.7 . . ?
C47 C48 H48 122.7 . . ?
C48 C49 S4 111.9(4) . . ?
C48 C49 H49 124.1 . . ?
S4 C49 H49 124.1 . . ?
C51 C50 C35 127.3(3) . . ?
C51 C50 S5 110.9(3) . . ?
C35 C50 S5 121.8(3) . . ?
C50 C51 C52 109.4(3) . . ?
C50 C51 H51 125.3 . . ?
C52 C51 H51 125.3 . . ?
C53 C52 C51 113.9(4) . . ?
C53 C52 H52 123.0 . . ?
C51 C52 H52 123.0 . . ?
C52 C53 S5 112.9(3) . . ?
C52 C53 H53 123.5 . . ?
S5 C53 H53 123.5 . . ?
F6 C54 F4 106.5(5) . . ?
F6 C54 F5 107.9(4) . . ?
F4 C54 F5 107.3(4) . . ?
F6 C54 S6 111.7(4) . . ?
F4 C54 S6 111.9(3) . . ?
F5 C54 S6 111.2(4) . . ?
Cl1 C55 Cl3 109.3(4) . . ?
Cl1 C55 Cl2 112.1(4) . . ?
Cl3 C55 Cl2 107.9(3) . . ?
Cl1 C55 H55 109.2 . . ?
Cl3 C55 H55 109.2 . . ?
Cl2 C55 H55 109.2 . . ?
Cl4 C56 Cl6 110.3(3) . . ?
Cl4 C56 Cl5 110.5(2) . . ?
Cl6 C56 Cl5 110.6(3) . . ?
Cl4 C56 H56 108.5 . . ?
Cl6 C56 H56 108.5 . . ?
Cl5 C56 H56 108.5 . . ?
N2 B1 C11 116.2(3) . . ?
N2 B1 C15 112.2(3) . . ?
C11 B1 C15 106.8(3) . . ?
N2 B1 N1 95.0(3) . . ?
C11 B1 N1 113.1(3) . . ?
C15 B1 N1 113.5(3) . . ?
C38 B2 N3 115.2(3) . . ?
C38 B2 C42 107.6(3) . . ?
N3 B2 C42 112.5(3) . . ?
C38 B2 N4 115.8(4) . . ?
N3 B2 N4 94.6(3) . . ?
C42 B2 N4 111.0(3) . . ?

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
C5 N1 C1 C2 0.8(5) . . . . ?
B1 N1 C1 C2 179.9(3) . . . . ?
N1 C1 C2 C3 -1.7(6) . . . . ?
C1 C2 C3 C4 1.6(5) . . . . ?
C1 C2 C3 C19 -179.5(3) . . . . ?
C2 C3 C4 C5 -0.6(5) . . . . ?
C19 C3 C4 C5 -179.6(3) . . . . ?
C1 N1 C5 C4 0.2(5) . . . . ?
B1 N1 C5 C4 -179.0(3) . . . . ?
C1 N1 C5 C6 -179.8(3) . . . . ?
B1 N1 C5 C6 0.9(4) . . . . ?
C3 C4 C5 N1 -0.3(5) . . . . ?
C3 C4 C5 C6 179.8(3) . . . . ?
C10 N2 C6 C7 1.3(5) . . . . ?
B1 N2 C6 C7 -175.0(3) . . . . ?
C10 N2 C6 C5 179.6(3) . . . . ?
B1 N2 C6 C5 3.3(4) . . . . ?
N1 C5 C6 N2 -2.7(4) . . . . ?
C4 C5 C6 N2 177.3(3) . . . . ?
N1 C5 C6 C7 175.6(3) . . . . ?
C4 C5 C6 C7 -4.5(6) . . . . ?
N2 C6 C7 C8 -0.1(5) . . . . ?
C5 C6 C7 C8 -178.1(3) . . . . ?
C6 C7 C8 C9 -1.2(5) . . . . ?
C6 C7 C8 C23 177.0(3) . . . . ?
C7 C8 C9 C10 1.2(5) . . . . ?
C23 C8 C9 C10 -177.0(3) . . . . ?
C6 N2 C10 C9 -1.2(5) . . . . ?
B1 N2 C10 C9 174.3(3) . . . . ?
C8 C9 C10 N2 0.0(6) . . . . ?
C18 C11 C12 C13 -73.5(4) . . . . ?
B1 C11 C12 C13 47.6(5) . . . . ?
C11 C12 C13 C14 -37.3(6) . . . . ?
C12 C13 C14 C15 40.9(6) . . . . ?
C13 C14 C15 C16 67.6(4) . . . . ?
C13 C14 C15 B1 -54.4(5) . . . . ?
C14 C15 C16 C17 -72.5(5) . . . . ?
B1 C15 C16 C17 49.6(5) . . . . ?
C15 C16 C17 C18 -39.5(6) . . . . ?
C16 C17 C18 C11 41.6(6) . . . . ?
C12 C11 C18 C17 67.8(4) . . . . ?
B1 C11 C18 C17 -54.4(4) . . . . ?
C4 C3 C19 C20 -175.8(3) . . . . ?
C2 C3 C19 C20 5.2(5) . . . . ?
C4 C3 C19 S1 4.0(5) . . . . ?
C2 C3 C19 S1 -174.9(3) . . . . ?
C22 S1 C19 C3 179.6(3) . . . . ?
C22 S1 C19 C20 -0.5(3) . . . . ?
C3 C19 C20 C21 179.5(3) . . . . ?
S1 C19 C20 C21 -0.3(4) . . . . ?
C19 C20 C21 C22 1.3(5) . . . . ?
C20 C21 C22 S1 -1.8(5) . . . . ?
C19 S1 C22 C21 1.3(4) . . . . ?
C7 C8 C23 C24 13.0(5) . . . . ?
C9 C8 C23 C24 -168.9(3) . . . . ?
C7 C8 C23 S2 -163.4(3) . . . . ?
C9 C8 C23 S2 14.7(5) . . . . ?
C26 S2 C23 C8 176.3(3) . . . . ?
C26 S2 C23 C24 -0.6(3) . . . . ?
C8 C23 C24 C25 -177.0(4) . . . . ?
S2 C23 C24 C25 -0.3(4) . . . . ?
C23 C24 C25 C26 1.3(5) . . . . ?
C24 C25 C26 S2 -1.9(6) . . . . ?
C23 S2 C26 C25 1.4(4) . . . . ?
O1 S3 C27 F1 178.6(4) . . . . ?
O3 S3 C27 F1 -62.4(4) . . . . ?
O2 S3 C27 F1 57.5(4) . . . . ?
O1 S3 C27 F3 59.6(5) . . . . ?
O3 S3 C27 F3 178.6(4) . . . . ?
O2 S3 C27 F3 -61.5(5) . . . . ?
O1 S3 C27 F2 -61.8(5) . . . . ?
O3 S3 C27 F2 57.3(5) . . . . ?
O2 S3 C27 F2 177.2(4) . . . . ?
C32 N3 C28 C29 2.1(5) . . . . ?
B2 N3 C28 C29 -173.7(4) . . . . ?
N3 C28 C29 C30 1.5(6) . . . . ?
C28 C29 C30 C31 -4.7(5) . . . . ?
C28 C29 C30 C46 173.0(3) . . . . ?
C29 C30 C31 C32 4.4(5) . . . . ?
C46 C30 C31 C32 -173.3(3) . . . . ?
C28 N3 C32 C31 -2.5(5) . . . . ?
B2 N3 C32 C31 174.0(3) . . . . ?
C28 N3 C32 C33 178.7(3) . . . . ?
B2 N3 C32 C33 -4.8(4) . . . . ?
C30 C31 C32 N3 -0.9(5) . . . . ?
C30 C31 C32 C33 177.8(3) . . . . ?
C37 N4 C33 C34 -0.1(5) . . . . ?
B2 N4 C33 C34 -178.4(3) . . . . ?
C37 N4 C33 C32 -179.9(3) . . . . ?
B2 N4 C33 C32 1.8(4) . . . . ?
N3 C32 C33 N4 1.9(4) . . . . ?
C31 C32 C33 N4 -176.9(3) . . . . ?
N3 C32 C33 C34 -177.9(3) . . . . ?
C31 C32 C33 C34 3.3(6) . . . . ?
N4 C33 C34 C35 -0.2(5) . . . . ?
C32 C33 C34 C35 179.6(3) . . . . ?
C33 C34 C35 C36 0.4(5) . . . . ?
C33 C34 C35 C50 179.8(3) . . . . ?
C34 C35 C36 C37 -0.3(5) . . . . ?
C50 C35 C36 C37 -179.7(3) . . . . ?
C33 N4 C37 C36 0.2(5) . . . . ?
B2 N4 C37 C36 178.2(4) . . . . ?
C35 C36 C37 N4 0.0(6) . . . . ?
C45 C38 C39 C40 -72.3(5) . . . . ?
B2 C38 C39 C40 49.6(5) . . . . ?
C38 C39 C40 C41 -38.9(7) . . . . ?
C39 C40 C41 C42 40.9(7) . . . . ?
C40 C41 C42 C43 69.5(5) . . . . ?
C40 C41 C42 B2 -52.7(5) . . . . ?
C41 C42 C43 C44 -71.5(5) . . . . ?
B2 C42 C43 C44 50.1(5) . . . . ?
C42 C43 C44 C45 -38.7(7) . . . . ?
C43 C44 C45 C38 38.8(7) . . . . ?
C39 C38 C45 C44 70.9(5) . . . . ?
B2 C38 C45 C44 -51.2(5) . . . . ?
C31 C30 C46 C47 176.8(3) . . . . ?
C29 C30 C46 C47 -0.7(6) . . . . ?
C31 C30 C46 S4 3.1(5) . . . . ?
C29 C30 C46 S4 -174.4(3) . . . . ?
C49 S4 C46 C47 -0.6(3) . . . . ?
C49 S4 C46 C30 174.1(3) . . . . ?
C30 C46 C47 C48 -174.3(4) . . . . ?
S4 C46 C47 C48 0.0(4) . . . . ?
C46 C47 C48 C49 0.9(6) . . . . ?
C47 C48 C49 S4 -1.4(5) . . . . ?
C46 S4 C49 C48 1.2(4) . . . . ?
C36 C35 C50 C51 -168.1(3) . . . . ?
C34 C35 C50 C51 12.6(5) . . . . ?
C36 C35 C50 S5 13.8(5) . . . . ?
C34 C35 C50 S5 -165.6(3) . . . . ?
C53 S5 C50 C51 -0.1(3) . . . . ?
C53 S5 C50 C35 178.3(3) . . . . ?
C35 C50 C51 C52 -179.5(3) . . . . ?
S5 C50 C51 C52 -1.2(3) . . . . ?
C50 C51 C52 C53 2.4(4) . . . . ?
C51 C52 C53 S5 -2.6(5) . . . . ?
C50 S5 C53 C52 1.6(3) . . . . ?
O4 S6 C54 F6 -179.7(4) . . . . ?
O6 S6 C54 F6 -59.8(4) . . . . ?
O5 S6 C54 F6 59.7(4) . . . . ?
O4 S6 C54 F4 61.0(4) . . . . ?
O6 S6 C54 F4 -179.1(4) . . . . ?
O5 S6 C54 F4 -59.6(4) . . . . ?
O4 S6 C54 F5 -59.0(4) . . . . ?
O6 S6 C54 F5 60.8(4) . . . . ?
O5 S6 C54 F5 -179.7(3) . . . . ?
C10 N2 B1 C11 63.0(5) . . . . ?
C6 N2 B1 C11 -121.3(3) . . . . ?
C10 N2 B1 C15 -60.3(5) . . . . ?
C6 N2 B1 C15 115.4(3) . . . . ?
C10 N2 B1 N1 -178.2(3) . . . . ?
C6 N2 B1 N1 -2.5(3) . . . . ?
C12 C11 B1 N2 174.8(3) . . . . ?
C18 C11 B1 N2 -62.7(4) . . . . ?
C12 C11 B1 C15 -59.1(4) . . . . ?
C18 C11 B1 C15 63.3(4) . . . . ?
C12 C11 B1 N1 66.4(4) . . . . ?
C18 C11 B1 N1 -171.1(3) . . . . ?
C14 C15 B1 N2 -168.7(3) . . . . ?
C16 C15 B1 N2 67.7(4) . . . . ?
C14 C15 B1 C11 62.8(4) . . . . ?
C16 C15 B1 C11 -60.8(4) . . . . ?
C14 C15 B1 N1 -62.5(4) . . . . ?
C16 C15 B1 N1 173.9(3) . . . . ?
C1 N1 B1 N2 -178.3(3) . . . . ?
C5 N1 B1 N2 0.8(3) . . . . ?
C1 N1 B1 C11 -57.0(5) . . . . ?
C5 N1 B1 C11 122.2(3) . . . . ?
C1 N1 B1 C15 64.9(5) . . . . ?
C5 N1 B1 C15 -115.9(3) . . . . ?
C39 C38 B2 N3 65.4(5) . . . . ?
C45 C38 B2 N3 -171.8(3) . . . . ?
C39 C38 B2 C42 -60.9(5) . . . . ?
C45 C38 B2 C42 61.9(5) . . . . ?
C39 C38 B2 N4 174.4(4) . . . . ?
C45 C38 B2 N4 -62.9(5) . . . . ?
C28 N3 B2 C38 -57.6(5) . . . . ?
C32 N3 B2 C38 126.5(4) . . . . ?
C28 N3 B2 C42 66.2(5) . . . . ?
C32 N3 B2 C42 -109.7(4) . . . . ?
C28 N3 B2 N4 -178.9(3) . . . . ?
C32 N3 B2 N4 5.2(4) . . . . ?
C43 C42 B2 C38 -61.4(5) . . . . ?
C41 C42 B2 C38 62.5(5) . . . . ?
C43 C42 B2 N3 170.7(3) . . . . ?
C41 C42 B2 N3 -65.4(4) . . . . ?
C43 C42 B2 N4 66.2(4) . . . . ?
C41 C42 B2 N4 -169.9(3) . . . . ?
C37 N4 B2 C38 57.2(5) . . . . ?
C33 N4 B2 C38 -124.9(4) . . . . ?
C37 N4 B2 N3 178.0(3) . . . . ?
C33 N4 B2 N3 -4.0(4) . . . . ?
C37 N4 B2 C42 -65.8(5) . . . . ?
C33 N4 B2 C42 112.2(4) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform/hexane'
####################################################################### 
# 
# 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_df4bpybbnotf
_database_code_depnum_ccdc_archive 'CCDC 1946264'
loop_
_audit_author_name
_audit_author_address
'Junro Yoshino'
;University of Toyama
Japan
;
_audit_update_record             
;
2019-08-29 deposited with the CCDC.	2020-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C29 H28 B Cl6 F3 N2 O5 S'
_chemical_formula_moiety         
'C26 H26 B1 N2 O2 1+, C1 F3 O3 S1 1-, 2(C1 H1 Cl3)'
_chemical_formula_weight         797.13
_chemical_melting_point          ?
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
_space_group_IT_number           33
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,1/2+Z
3 1/2-X,1/2+Y,1/2+Z
4 1/2+X,1/2-Y,+Z
#------------------------------------------------------------------------------
_cell_length_a                   30.1054(6)
_cell_length_b                   10.64028(19)
_cell_length_c                   10.64427(19)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     3409.68(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    33409
_cell_measurement_theta_min      4.16
_cell_measurement_theta_max      68.28
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.577
_exptl_crystal_size_mid          0.474
_exptl_crystal_size_min          0.188
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1624.00
_exptl_absorpt_coefficient_mu    5.683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.205
_exptl_absorpt_correction_T_max  0.344

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            38483
_diffrn_reflns_av_R_equivalents  0.1402
_diffrn_reflns_theta_max         68.140
_diffrn_reflns_theta_min         4.407
_diffrn_reflns_theta_full        67.687
_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 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6220
_reflns_number_gt                5775
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.884
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.994

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_ref         0.1548
_refine_ls_wR_factor_gt          0.1515
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6220
_refine_ls_number_parameters     424
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0934P)²+0.2561P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.69
_refine_diff_density_min         -0.39
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 Flack x determined using 2344 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.022(8)

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0090 0.0039
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
CL1 Cl 1.02457(5) 0.36451(17) 0.30335(17) 0.0595(4) Uani 1 1 d . . . . .
CL2 Cl 0.97017(7) 0.4569(2) 0.50670(19) 0.0709(6) Uani 1 1 d . . . . .
CL3 Cl 0.95624(5) 0.20689(14) 0.40923(16) 0.0512(4) Uani 1 1 d . . . . .
CL4 Cl 0.89756(5) 0.94586(19) 0.35873(18) 0.0650(5) Uani 1 1 d . . . . .
CL5 Cl 0.90303(10) 0.7807(2) 0.5700(2) 0.1047(10) Uani 1 1 d . . . . .
CL6 Cl 0.81827(8) 0.8843(2) 0.4940(3) 0.0991(9) Uani 1 1 d . . . . .
S1 S 0.85165(4) 0.50977(13) 0.22331(13) 0.0342(3) Uani 1 1 d . . . . .
F1 F 0.88349(14) 0.6721(6) 0.0633(8) 0.127(3) Uani 1 1 d . . . . .
F2 F 0.92306(13) 0.6501(5) 0.2241(5) 0.0846(15) Uani 1 1 d . . . . .
F3 F 0.92380(17) 0.5121(4) 0.0873(6) 0.0916(18) Uani 1 1 d . . . . .
O1 O 0.77532(14) 0.3016(4) 0.3601(4) 0.0478(10) Uani 1 1 d . . . . .
O2 O 0.72296(12) 0.0080(3) 1.2815(4) 0.0353(8) Uani 1 1 d . . . . .
O3 O 0.82709(17) 0.4540(5) 0.1236(4) 0.0642(14) Uani 1 1 d . . . . .
O4 O 0.87414(14) 0.4261(6) 0.3052(6) 0.084(2) Uani 1 1 d . . . . .
O5 O 0.82864(14) 0.6090(5) 0.2848(6) 0.0745(17) Uani 1 1 d . . . . .
N1 N 0.85383(11) 0.1686(4) 0.7567(3) 0.0246(8) Uani 1 1 d . . . . .
N2 N 0.84141(12) 0.1150(4) 0.9682(4) 0.0299(9) Uani 1 1 d . . . . .
C1 C 0.86727(15) 0.2021(5) 0.6392(5) 0.0306(10) Uani 1 1 d . . . . .
H1 H 0.898157 0.205874 0.621289 0.037 Uiso 1 1 calc R U . . .
C2 C 0.83741(16) 0.2308(5) 0.5457(4) 0.0288(10) Uani 1 1 d . . . . .
H2 H 0.847929 0.254654 0.465006 0.035 Uiso 1 1 calc R U . . .
C3 C 0.79206(14) 0.2251(4) 0.5681(4) 0.0250(9) Uani 1 1 d . . . . .
C4 C 0.77775(14) 0.1872(4) 0.6880(4) 0.0278(10) Uani 1 1 d . . . . .
H4 H 0.747017 0.179925 0.706884 0.033 Uiso 1 1 calc R U . . .
C5 C 0.80952(13) 0.1610(4) 0.7775(4) 0.0245(9) Uani 1 1 d . . . . .
C6 C 0.80178(14) 0.1245(4) 0.9090(5) 0.0258(9) Uani 1 1 d . . . . .
C7 C 0.76109(14) 0.1019(4) 0.9653(5) 0.0277(10) Uani 1 1 d . . . . .
H7 H 0.734164 0.109721 0.919472 0.033 Uiso 1 1 calc R U . . .
C8 C 0.76099(15) 0.0669(5) 1.0927(5) 0.0282(10) Uani 1 1 d . . . . .
C9 C 0.80204(17) 0.0602(5) 1.1548(5) 0.0364(12) Uani 1 1 d . . . . .
H9 H 0.802896 0.039267 1.241506 0.044 Uiso 1 1 calc R U . . .
C10 C 0.84069(17) 0.0834(6) 1.0923(5) 0.0383(12) Uani 1 1 d . . . . .
H10 H 0.867999 0.077298 1.136652 0.046 Uiso 1 1 calc R U . . .
C11 C 0.75978(15) 0.2588(5) 0.4724(5) 0.0284(10) Uani 1 1 d . . . . .
C12 C 0.71546(15) 0.2576(5) 0.4780(6) 0.0380(12) Uani 1 1 d . . . . .
H12 H 0.696732 0.234110 0.545890 0.046 Uiso 1 1 calc R U . . .
C13 C 0.7029(2) 0.3027(6) 0.3498(8) 0.061(2) Uani 1 1 d . . . . .
H13 H 0.673566 0.312079 0.318543 0.073 Uiso 1 1 calc R U . . .
C14 C 0.7393(3) 0.3270(6) 0.2884(6) 0.0563(17) Uani 1 1 d . . . . .
H14 H 0.740435 0.358156 0.204839 0.068 Uiso 1 1 calc R U . . .
C15 C 0.71976(16) 0.0390(5) 1.1558(5) 0.0291(10) Uani 1 1 d . . . . .
C16 C 0.67676(16) 0.0379(5) 1.1207(6) 0.0343(11) Uani 1 1 d . . . . .
H16 H 0.665370 0.056013 1.039480 0.041 Uiso 1 1 calc R U . . .
C17 C 0.65179(19) 0.0044(5) 1.2286(7) 0.0406(13) Uani 1 1 d . . . . .
H17 H 0.620468 -0.005153 1.233655 0.049 Uiso 1 1 calc R U . . .
C18 C 0.68094(18) -0.0110(5) 1.3215(6) 0.0395(12) Uani 1 1 d . . . . .
H18 H 0.673152 -0.032669 1.405270 0.047 Uiso 1 1 calc R U . . .
C19 C 0.91256(15) 0.0090(5) 0.8603(5) 0.0300(10) Uani 1 1 d . . . . .
H19 H 0.892744 -0.060293 0.830557 0.036 Uiso 1 1 calc R U . . .
C20 C 0.94901(17) 0.0332(5) 0.7594(6) 0.0371(12) Uani 1 1 d . . . . .
H20A H 0.968708 -0.041213 0.756044 0.045 Uiso 1 1 calc R U . . .
H20B H 0.934365 0.040731 0.676445 0.045 Uiso 1 1 calc R U . . .
C21 C 0.97778(16) 0.1497(5) 0.7799(6) 0.0407(13) Uani 1 1 d . . . . .
H21A H 0.993735 0.168336 0.700732 0.049 Uiso 1 1 calc R U . . .
H21B H 1.000382 0.129854 0.844476 0.049 Uiso 1 1 calc R U . . .
C22 C 0.95260(17) 0.2687(5) 0.8210(5) 0.0380(12) Uani 1 1 d . . . . .
H22A H 0.938354 0.306545 0.746242 0.046 Uiso 1 1 calc R U . . .
H22B H 0.974343 0.330230 0.853958 0.046 Uiso 1 1 calc R U . . .
C23 C 0.91641(15) 0.2461(5) 0.9227(5) 0.0313(10) Uani 1 1 d . . . . .
H23 H 0.898874 0.325164 0.933842 0.038 Uiso 1 1 calc R U . . .
C24 C 0.93777(18) 0.2107(5) 1.0492(5) 0.0393(12) Uani 1 1 d . . . . .
H24A H 0.914998 0.219402 1.115744 0.047 Uiso 1 1 calc R U . . .
H24B H 0.961602 0.272136 1.067566 0.047 Uiso 1 1 calc R U . . .
C25 C 0.95773(17) 0.0772(6) 1.0576(5) 0.0417(13) Uani 1 1 d . . . . .
H25A H 0.988338 0.080304 1.023762 0.050 Uiso 1 1 calc R U . . .
H25B H 0.959943 0.054109 1.147479 0.050 Uiso 1 1 calc R U . . .
C26 C 0.93262(17) -0.0281(5) 0.9892(6) 0.0376(12) Uani 1 1 d . . . . .
H26A H 0.908276 -0.057858 1.044248 0.045 Uiso 1 1 calc R U . . .
H26B H 0.953221 -0.099503 0.976335 0.045 Uiso 1 1 calc R U . . .
C27 C 0.89731(17) 0.5911(6) 0.1435(6) 0.0402(12) Uani 1 1 d . . . . .
C28 C 0.97148(17) 0.3612(5) 0.3714(5) 0.0378(12) Uani 1 1 d . . . . .
H28 H 0.949653 0.395053 0.309182 0.045 Uiso 1 1 calc R U . . .
C29 C 0.8700(2) 0.8289(6) 0.4433(6) 0.0467(14) Uani 1 1 d . . . . .
H29 H 0.865047 0.755166 0.386650 0.056 Uiso 1 1 calc R U . . .
B1 B 0.88327(16) 0.1352(5) 0.8783(5) 0.0272(11) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2016/4 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.2 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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
CL1 C28 1.755(5) . ?
CL2 C28 1.764(6) . ?
CL3 C28 1.752(6) . ?
CL4 C29 1.746(6) . ?
CL5 C29 1.753(7) . ?
CL6 C29 1.750(7) . ?
S1 O4 1.418(5) . ?
S1 O5 1.422(5) . ?
S1 O3 1.423(4) . ?
S1 C27 1.833(6) . ?
F1 C27 1.282(7) . ?
F2 C27 1.316(7) . ?
F3 C27 1.303(7) . ?
O1 C14 1.353(8) . ?
O1 C11 1.362(6) . ?
O2 C18 1.350(6) . ?
O2 C15 1.382(6) . ?
N1 C5 1.355(5) . ?
N1 C1 1.363(6) . ?
N1 B1 1.608(6) . ?
N2 C6 1.353(6) . ?
N2 C10 1.363(7) . ?
N2 B1 1.597(6) . ?
C1 C2 1.375(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.387(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.406(7) . ?
C3 C11 1.453(6) . ?
C4 C5 1.378(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.470(7) . ?
C6 C7 1.385(6) . ?
C7 C8 1.406(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.403(7) . ?
C8 C15 1.442(6) . ?
C9 C10 1.363(7) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.336(7) . ?
C12 C13 1.495(10) . ?
C12 H12 0.9500 . ?
C13 C14 1.300(11) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.347(7) . ?
C16 C17 1.418(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.332(9) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C26 1.551(8) . ?
C19 C20 1.557(7) . ?
C19 B1 1.618(7) . ?
C19 H19 1.0000 . ?
C20 C21 1.527(8) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.539(8) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.554(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.539(7) . ?
C23 B1 1.616(7) . ?
C23 H23 1.0000 . ?
C24 C25 1.545(8) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.535(8) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C28 H28 1.0000 . ?
C29 H29 1.0000 . ?

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
O4 S1 O5 114.6(4) . . ?
O4 S1 O3 116.4(4) . . ?
O5 S1 O3 113.6(3) . . ?
O4 S1 C27 102.9(3) . . ?
O5 S1 C27 103.2(3) . . ?
O3 S1 C27 103.9(3) . . ?
C14 O1 C11 106.7(5) . . ?
C18 O2 C15 106.0(4) . . ?
C5 N1 C1 117.3(4) . . ?
C5 N1 B1 113.5(4) . . ?
C1 N1 B1 129.3(4) . . ?
C6 N2 C10 117.1(4) . . ?
C6 N2 B1 114.0(4) . . ?
C10 N2 B1 128.8(4) . . ?
N1 C1 C2 121.9(4) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C1 C2 C3 120.6(4) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 118.0(4) . . ?
C2 C3 C11 121.8(4) . . ?
C4 C3 C11 120.2(4) . . ?
C5 C4 C3 118.2(4) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
N1 C5 C4 123.9(4) . . ?
N1 C5 C6 109.1(4) . . ?
C4 C5 C6 126.9(4) . . ?
N2 C6 C7 124.4(4) . . ?
N2 C6 C5 108.9(4) . . ?
C7 C6 C5 126.7(4) . . ?
C6 C7 C8 117.8(4) . . ?
C6 C7 H7 121.1 . . ?
C8 C7 H7 121.1 . . ?
C9 C8 C7 117.8(4) . . ?
C9 C8 C15 121.9(5) . . ?
C7 C8 C15 120.3(4) . . ?
C10 C9 C8 120.9(5) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 N2 122.1(5) . . ?
C9 C10 H10 119.0 . . ?
N2 C10 H10 119.0 . . ?
C12 C11 O1 112.7(5) . . ?
C12 C11 C3 129.4(5) . . ?
O1 C11 C3 117.9(4) . . ?
C11 C12 C13 102.0(5) . . ?
C11 C12 H12 129.0 . . ?
C13 C12 H12 129.0 . . ?
C14 C13 C12 108.1(5) . . ?
C14 C13 H13 126.0 . . ?
C12 C13 H13 126.0 . . ?
C13 C14 O1 110.6(6) . . ?
C13 C14 H14 124.7 . . ?
O1 C14 H14 124.7 . . ?
C16 C15 O2 109.5(5) . . ?
C16 C15 C8 134.4(5) . . ?
O2 C15 C8 116.1(4) . . ?
C15 C16 C17 106.7(5) . . ?
C15 C16 H16 126.6 . . ?
C17 C16 H16 126.6 . . ?
C18 C17 C16 106.4(5) . . ?
C18 C17 H17 126.8 . . ?
C16 C17 H17 126.8 . . ?
C17 C18 O2 111.4(5) . . ?
C17 C18 H18 124.3 . . ?
O2 C18 H18 124.3 . . ?
C26 C19 C20 112.2(4) . . ?
C26 C19 B1 108.6(4) . . ?
C20 C19 B1 109.2(4) . . ?
C26 C19 H19 108.9 . . ?
C20 C19 H19 108.9 . . ?
B1 C19 H19 108.9 . . ?
C21 C20 C19 115.8(5) . . ?
C21 C20 H20A 108.3 . . ?
C19 C20 H20A 108.3 . . ?
C21 C20 H20B 108.3 . . ?
C19 C20 H20B 108.3 . . ?
H20A C20 H20B 107.4 . . ?
C20 C21 C22 115.4(4) . . ?
C20 C21 H21A 108.4 . . ?
C22 C21 H21A 108.4 . . ?
C20 C21 H21B 108.4 . . ?
C22 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
C21 C22 C23 114.6(4) . . ?
C21 C22 H22A 108.6 . . ?
C23 C22 H22A 108.6 . . ?
C21 C22 H22B 108.6 . . ?
C23 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
C24 C23 C22 110.7(4) . . ?
C24 C23 B1 109.6(4) . . ?
C22 C23 B1 110.0(4) . . ?
C24 C23 H23 108.8 . . ?
C22 C23 H23 108.8 . . ?
B1 C23 H23 108.8 . . ?
C23 C24 C25 116.0(4) . . ?
C23 C24 H24A 108.3 . . ?
C25 C24 H24A 108.3 . . ?
C23 C24 H24B 108.3 . . ?
C25 C24 H24B 108.3 . . ?
H24A C24 H24B 107.4 . . ?
C26 C25 C24 116.9(4) . . ?
C26 C25 H25A 108.1 . . ?
C24 C25 H25A 108.1 . . ?
C26 C25 H25B 108.1 . . ?
C24 C25 H25B 108.1 . . ?
H25A C25 H25B 107.3 . . ?
C25 C26 C19 115.2(4) . . ?
C25 C26 H26A 108.5 . . ?
C19 C26 H26A 108.5 . . ?
C25 C26 H26B 108.5 . . ?
C19 C26 H26B 108.5 . . ?
H26A C26 H26B 107.5 . . ?
F1 C27 F3 109.1(7) . . ?
F1 C27 F2 107.7(6) . . ?
F3 C27 F2 104.2(5) . . ?
F1 C27 S1 112.5(4) . . ?
F3 C27 S1 111.6(4) . . ?
F2 C27 S1 111.4(4) . . ?
CL3 C28 CL1 110.6(3) . . ?
CL3 C28 CL2 110.3(3) . . ?
CL1 C28 CL2 110.2(3) . . ?
CL3 C28 H28 108.5 . . ?
CL1 C28 H28 108.5 . . ?
CL2 C28 H28 108.5 . . ?
CL4 C29 CL6 110.0(3) . . ?
CL4 C29 CL5 109.6(3) . . ?
CL6 C29 CL5 111.5(4) . . ?
CL4 C29 H29 108.6 . . ?
CL6 C29 H29 108.6 . . ?
CL5 C29 H29 108.6 . . ?
N2 B1 N1 94.4(3) . . ?
N2 B1 C23 114.2(4) . . ?
N1 B1 C23 114.5(4) . . ?
N2 B1 C19 112.9(4) . . ?
N1 B1 C19 112.8(4) . . ?
C23 B1 C19 107.7(4) . . ?

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
C5 N1 C1 C2 1.8(7) . . . . ?
B1 N1 C1 C2 -178.4(5) . . . . ?
N1 C1 C2 C3 -0.6(8) . . . . ?
C1 C2 C3 C4 -1.1(7) . . . . ?
C1 C2 C3 C11 177.9(5) . . . . ?
C2 C3 C4 C5 1.7(7) . . . . ?
C11 C3 C4 C5 -177.4(4) . . . . ?
C1 N1 C5 C4 -1.2(7) . . . . ?
B1 N1 C5 C4 178.9(5) . . . . ?
C1 N1 C5 C6 -179.7(4) . . . . ?
B1 N1 C5 C6 0.5(5) . . . . ?
C3 C4 C5 N1 -0.5(7) . . . . ?
C3 C4 C5 C6 177.7(4) . . . . ?
C10 N2 C6 C7 -1.4(7) . . . . ?
B1 N2 C6 C7 175.2(5) . . . . ?
C10 N2 C6 C5 179.1(5) . . . . ?
B1 N2 C6 C5 -4.3(5) . . . . ?
N1 C5 C6 N2 2.3(5) . . . . ?
C4 C5 C6 N2 -176.1(5) . . . . ?
N1 C5 C6 C7 -177.1(4) . . . . ?
C4 C5 C6 C7 4.4(8) . . . . ?
N2 C6 C7 C8 0.1(7) . . . . ?
C5 C6 C7 C8 179.5(4) . . . . ?
C6 C7 C8 C9 1.5(7) . . . . ?
C6 C7 C8 C15 -178.4(4) . . . . ?
C7 C8 C9 C10 -1.9(8) . . . . ?
C15 C8 C9 C10 178.0(5) . . . . ?
C8 C9 C10 N2 0.6(9) . . . . ?
C6 N2 C10 C9 1.0(8) . . . . ?
B1 N2 C10 C9 -175.0(5) . . . . ?
C14 O1 C11 C12 -1.2(6) . . . . ?
C14 O1 C11 C3 -179.6(5) . . . . ?
C2 C3 C11 C12 179.3(5) . . . . ?
C4 C3 C11 C12 -1.6(8) . . . . ?
C2 C3 C11 O1 -2.6(7) . . . . ?
C4 C3 C11 O1 176.4(4) . . . . ?
O1 C11 C12 C13 1.7(6) . . . . ?
C3 C11 C12 C13 179.8(5) . . . . ?
C11 C12 C13 C14 -1.5(6) . . . . ?
C12 C13 C14 O1 0.9(7) . . . . ?
C11 O1 C14 C13 0.1(7) . . . . ?
C18 O2 C15 C16 -0.4(5) . . . . ?
C18 O2 C15 C8 178.5(4) . . . . ?
C9 C8 C15 C16 179.9(6) . . . . ?
C7 C8 C15 C16 -0.2(9) . . . . ?
C9 C8 C15 O2 1.4(7) . . . . ?
C7 C8 C15 O2 -178.7(4) . . . . ?
O2 C15 C16 C17 -0.2(6) . . . . ?
C8 C15 C16 C17 -178.8(5) . . . . ?
C15 C16 C17 C18 0.7(6) . . . . ?
C16 C17 C18 O2 -1.0(6) . . . . ?
C15 O2 C18 C17 0.8(6) . . . . ?
C26 C19 C20 C21 -68.5(6) . . . . ?
B1 C19 C20 C21 51.9(6) . . . . ?
C19 C20 C21 C22 -43.1(7) . . . . ?
C20 C21 C22 C23 42.9(7) . . . . ?
C21 C22 C23 C24 68.9(6) . . . . ?
C21 C22 C23 B1 -52.3(6) . . . . ?
C22 C23 C24 C25 -73.0(6) . . . . ?
B1 C23 C24 C25 48.5(6) . . . . ?
C23 C24 C25 C26 -37.0(7) . . . . ?
C24 C25 C26 C19 38.8(7) . . . . ?
C20 C19 C26 C25 68.9(6) . . . . ?
B1 C19 C26 C25 -51.9(5) . . . . ?
O4 S1 C27 F1 179.7(6) . . . . ?
O5 S1 C27 F1 -60.8(7) . . . . ?
O3 S1 C27 F1 57.9(7) . . . . ?
O4 S1 C27 F3 56.7(6) . . . . ?
O5 S1 C27 F3 176.2(5) . . . . ?
O3 S1 C27 F3 -65.0(6) . . . . ?
O4 S1 C27 F2 -59.3(5) . . . . ?
O5 S1 C27 F2 60.2(5) . . . . ?
O3 S1 C27 F2 179.0(5) . . . . ?
C6 N2 B1 N1 4.1(5) . . . . ?
C10 N2 B1 N1 -179.8(5) . . . . ?
C6 N2 B1 C23 123.4(5) . . . . ?
C10 N2 B1 C23 -60.5(7) . . . . ?
C6 N2 B1 C19 -113.0(5) . . . . ?
C10 N2 B1 C19 63.1(7) . . . . ?
C5 N1 B1 N2 -2.5(5) . . . . ?
C1 N1 B1 N2 177.6(5) . . . . ?
C5 N1 B1 C23 -121.7(4) . . . . ?
C1 N1 B1 C23 58.5(6) . . . . ?
C5 N1 B1 C19 114.6(4) . . . . ?
C1 N1 B1 C19 -65.2(6) . . . . ?
C24 C23 B1 N2 64.9(5) . . . . ?
C22 C23 B1 N2 -173.2(4) . . . . ?
C24 C23 B1 N1 172.2(4) . . . . ?
C22 C23 B1 N1 -65.9(5) . . . . ?
C24 C23 B1 C19 -61.5(5) . . . . ?
C22 C23 B1 C19 60.5(5) . . . . ?
C26 C19 B1 N2 -64.1(5) . . . . ?
C20 C19 B1 N2 173.3(4) . . . . ?
C26 C19 B1 N1 -169.7(4) . . . . ?
C20 C19 B1 N1 67.6(5) . . . . ?
C26 C19 B1 C23 63.0(5) . . . . ?
C20 C19 B1 C23 -59.7(5) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform/hexane'
####################################################################### 
# 
# 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_dpe5bpybbnotf
_database_code_depnum_ccdc_archive 'CCDC 1946267'
loop_
_audit_author_name
_audit_author_address
'Junro Yoshino'
;University of Toyama
Japan
;
_audit_update_record             
;
2019-08-29 deposited with the CCDC.	2020-09-23 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C35 H30 B F3 N2 O3 S'
_chemical_formula_moiety         'C34 H30 B1 N2 1+, C1 F3 O3 S1 1-'
_chemical_formula_weight         626.50
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   11.0952(4)
_cell_length_b                   11.5436(4)
_cell_length_c                   14.1018(4)
_cell_angle_alpha                112.209(8)
_cell_angle_beta                 108.743(8)
_cell_angle_gamma                94.906(7)
_cell_volume                     1538.71(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11999
_cell_measurement_theta_min      1.96
_cell_measurement_theta_max      27.47
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.409
_exptl_crystal_size_mid          0.345
_exptl_crystal_size_min          0.118
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             652.00
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.687
_exptl_absorpt_correction_T_max  0.981

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            14994
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_theta_max         27.468
_diffrn_reflns_theta_min         1.961
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             7025
_reflns_number_gt                5469
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1419
_refine_ls_wR_factor_gt          0.1299
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         7025
_refine_ls_number_parameters     406
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.41
_refine_diff_density_min         -0.38
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0013 0.0007
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S1 S 0.65873(4) 0.35187(4) 0.17150(3) 0.03329(13) Uani 1 1 d . . . . .
F1 F 0.56275(11) 0.55070(11) 0.17109(9) 0.0515(3) Uani 1 1 d . . . . .
F2 F 0.62665(11) 0.46386(11) 0.03706(8) 0.0498(3) Uani 1 1 d . . . . .
F3 F 0.76780(11) 0.58070(11) 0.20135(9) 0.0541(3) Uani 1 1 d . . . . .
O1 O 0.52972(12) 0.27065(12) 0.09875(10) 0.0443(3) Uani 1 1 d . . . . .
O2 O 0.68051(13) 0.40308(13) 0.28716(9) 0.0451(3) Uani 1 1 d . . . . .
O3 O 0.76325(14) 0.30637(15) 0.14224(13) 0.0592(4) Uani 1 1 d . . . . .
N1 N 0.84421(12) 0.89799(11) 0.78534(9) 0.0262(3) Uani 1 1 d . . . . .
N2 N 0.75690(12) 0.67786(12) 0.65683(10) 0.0259(3) Uani 1 1 d . . . . .
C1 C 0.90580(15) 1.02290(14) 0.84877(12) 0.0288(3) Uani 1 1 d . . . . .
H1 H 0.962717 1.063531 0.826653 0.035 Uiso 1 1 calc R U . . .
C2 C 0.88837(14) 1.09411(15) 0.94582(12) 0.0290(3) Uani 1 1 d . . . . .
C3 C 0.80196(15) 1.03463(15) 0.97670(12) 0.0306(3) Uani 1 1 d . . . . .
H3 H 0.785869 1.082402 1.041069 0.037 Uiso 1 1 calc R U . . .
C4 C 0.74059(15) 0.90628(15) 0.91287(12) 0.0303(3) Uani 1 1 d . . . . .
H4 H 0.683013 0.863802 0.933264 0.036 Uiso 1 1 calc R U . . .
C5 C 0.76441(13) 0.83982(14) 0.81785(11) 0.0253(3) Uani 1 1 d . . . . .
C6 C 0.71128(14) 0.70560(14) 0.73996(11) 0.0258(3) Uani 1 1 d . . . . .
C7 C 0.62757(15) 0.61526(15) 0.74496(13) 0.0326(3) Uani 1 1 d . . . . .
H7 H 0.596704 0.638181 0.803568 0.039 Uiso 1 1 calc R U . . .
C8 C 0.58914(15) 0.49073(15) 0.66340(13) 0.0331(3) Uani 1 1 d . . . . .
H8 H 0.531543 0.426512 0.665220 0.040 Uiso 1 1 calc R U . . .
C9 C 0.63586(15) 0.46000(15) 0.57801(12) 0.0314(3) Uani 1 1 d . . . . .
C10 C 0.71802(15) 0.55645(15) 0.57651(12) 0.0302(3) Uani 1 1 d . . . . .
H10 H 0.747623 0.536316 0.517268 0.036 Uiso 1 1 calc R U . . .
C11 C 0.96026(15) 1.22514(15) 1.01106(12) 0.0314(3) Uani 1 1 d . . . . .
C12 C 1.01974(15) 1.33509(15) 1.06490(12) 0.0306(3) Uani 1 1 d . . . . .
C13 C 1.08857(15) 1.46732(15) 1.12796(12) 0.0305(3) Uani 1 1 d . . . . .
C14 C 1.07053(16) 1.54351(16) 1.22390(13) 0.0352(4) Uani 1 1 d . . . . .
H14 H 1.011928 1.508001 1.247715 0.042 Uiso 1 1 calc R U . . .
C15 C 1.13894(18) 1.67171(17) 1.28429(15) 0.0428(4) Uani 1 1 d . . . . .
H15 H 1.127008 1.723918 1.349654 0.051 Uiso 1 1 calc R U . . .
C16 C 1.22406(17) 1.72364(17) 1.24995(15) 0.0440(4) Uani 1 1 d . . . . .
H16 H 1.271379 1.811041 1.292241 0.053 Uiso 1 1 calc R U . . .
C17 C 1.24060(18) 1.64901(18) 1.15440(16) 0.0440(4) Uani 1 1 d . . . . .
H17 H 1.298635 1.685535 1.130705 0.053 Uiso 1 1 calc R U . . .
C18 C 1.17324(16) 1.52123(17) 1.09278(14) 0.0382(4) Uani 1 1 d . . . . .
H18 H 1.184564 1.470350 1.026736 0.046 Uiso 1 1 calc R U . . .
C19 C 0.60437(16) 0.33111(16) 0.49471(13) 0.0354(4) Uani 1 1 d . . . . .
C20 C 0.58672(16) 0.22290(16) 0.42822(13) 0.0353(4) Uani 1 1 d . . . . .
C21 C 0.57016(15) 0.09463(15) 0.34770(13) 0.0324(3) Uani 1 1 d . . . . .
C22 C 0.57700(19) -0.00769(17) 0.37705(15) 0.0450(4) Uani 1 1 d . . . . .
H22 H 0.589841 0.005954 0.450746 0.054 Uiso 1 1 calc R U . . .
C23 C 0.5650(2) -0.12922(17) 0.29859(17) 0.0528(5) Uani 1 1 d . . . . .
H23 H 0.570472 -0.198752 0.318997 0.063 Uiso 1 1 calc R U . . .
C24 C 0.54530(18) -0.15079(17) 0.19097(16) 0.0482(5) Uani 1 1 d . . . . .
H24 H 0.537062 -0.234709 0.137613 0.058 Uiso 1 1 calc R U . . .
C25 C 0.53761(17) -0.04991(18) 0.16132(15) 0.0443(4) Uani 1 1 d . . . . .
H25 H 0.523266 -0.064756 0.087113 0.053 Uiso 1 1 calc R U . . .
C26 C 0.55061(16) 0.07261(16) 0.23869(13) 0.0364(4) Uani 1 1 d . . . . .
H26 H 0.546274 0.141847 0.217847 0.044 Uiso 1 1 calc R U . . .
C27 C 0.80750(16) 0.84149(15) 0.57197(12) 0.0318(3) Uani 1 1 d . . . . .
H27 H 0.715783 0.851876 0.558578 0.038 Uiso 1 1 calc R U . . .
C28 C 0.8959(2) 0.97064(17) 0.60400(14) 0.0451(4) Uani 1 1 d . . . . .
H28A H 0.878701 1.038691 0.663077 0.054 Uiso 1 1 calc R U . . .
H28B H 0.871228 0.990377 0.538778 0.054 Uiso 1 1 calc R U . . .
C29 C 1.0431(2) 0.9765(2) 0.64473(16) 0.0560(5) Uani 1 1 d . . . . .
H29A H 1.090977 1.068208 0.684824 0.067 Uiso 1 1 calc R U . . .
H29B H 1.065915 0.937219 0.579057 0.067 Uiso 1 1 calc R U . . .
C30 C 1.09292(17) 0.91014(19) 0.72082(15) 0.0452(4) Uani 1 1 d . . . . .
H30A H 1.107788 0.970513 0.797589 0.054 Uiso 1 1 calc R U . . .
H30B H 1.178686 0.893507 0.719869 0.054 Uiso 1 1 calc R U . . .
C31 C 1.00191(15) 0.78202(16) 0.69105(12) 0.0322(3) Uani 1 1 d . . . . .
H31 H 1.033773 0.757800 0.754242 0.039 Uiso 1 1 calc R U . . .
C32 C 1.00165(16) 0.67266(18) 0.58602(13) 0.0398(4) Uani 1 1 d . . . . .
H32A H 0.956288 0.589985 0.578305 0.048 Uiso 1 1 calc R U . . .
H32B H 1.093374 0.668589 0.595731 0.048 Uiso 1 1 calc R U . . .
C33 C 0.93528(18) 0.6868(2) 0.47797(14) 0.0456(4) Uani 1 1 d . . . . .
H33A H 0.998872 0.747205 0.472562 0.055 Uiso 1 1 calc R U . . .
H33B H 0.915393 0.602070 0.414582 0.055 Uiso 1 1 calc R U . . .
C34 C 0.80873(17) 0.73466(17) 0.46568(12) 0.0368(4) Uani 1 1 d . . . . .
H34A H 0.735247 0.660255 0.438533 0.044 Uiso 1 1 calc R U . . .
H34B H 0.792135 0.767173 0.408107 0.044 Uiso 1 1 calc R U . . .
C35 C 0.65427(16) 0.49364(16) 0.14354(12) 0.0331(3) Uani 1 1 d . . . . .
B1 B 0.85557(16) 0.80016(16) 0.67262(13) 0.0264(3) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXS Version 2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL Version 2018/1 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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
S1 O3 1.4278(13) . ?
S1 O2 1.4358(12) . ?
S1 O1 1.4423(13) . ?
S1 C35 1.8235(17) . ?
F1 C35 1.3380(18) . ?
F2 C35 1.3276(17) . ?
F3 C35 1.3287(19) . ?
N1 C1 1.3453(18) . ?
N1 C5 1.3553(19) . ?
N1 B1 1.6168(19) . ?
N2 C10 1.3475(19) . ?
N2 C6 1.3632(18) . ?
N2 B1 1.607(2) . ?
C1 C2 1.390(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.401(2) . ?
C2 C11 1.429(2) . ?
C3 C4 1.376(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.448(2) . ?
C6 C7 1.374(2) . ?
C7 C8 1.379(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.398(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.388(2) . ?
C9 C19 1.429(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.195(2) . ?
C12 C13 1.429(2) . ?
C13 C14 1.396(2) . ?
C13 C18 1.396(2) . ?
C14 C15 1.390(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.379(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.378(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.384(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.197(2) . ?
C20 C21 1.437(2) . ?
C21 C22 1.392(2) . ?
C21 C26 1.398(2) . ?
C22 C23 1.382(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.380(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.379(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.382(2) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.531(2) . ?
C27 C34 1.545(2) . ?
C27 B1 1.611(2) . ?
C27 H27 1.0000 . ?
C28 C29 1.534(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.535(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.545(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.540(2) . ?
C31 B1 1.605(2) . ?
C31 H31 1.0000 . ?
C32 C33 1.542(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.535(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?

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
O3 S1 O2 116.38(9) . . ?
O3 S1 O1 115.08(9) . . ?
O2 S1 O1 114.07(8) . . ?
O3 S1 C35 103.36(8) . . ?
O2 S1 C35 102.87(7) . . ?
O1 S1 C35 102.42(8) . . ?
C1 N1 C5 119.00(12) . . ?
C1 N1 B1 128.45(12) . . ?
C5 N1 B1 112.51(12) . . ?
C10 N2 C6 118.30(13) . . ?
C10 N2 B1 129.18(12) . . ?
C6 N2 B1 112.51(11) . . ?
N1 C1 C2 121.75(14) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
C1 C2 C3 118.91(14) . . ?
C1 C2 C11 118.75(14) . . ?
C3 C2 C11 122.33(14) . . ?
C4 C3 C2 119.34(14) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 118.81(14) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 122.11(14) . . ?
N1 C5 C6 110.02(12) . . ?
C4 C5 C6 127.86(14) . . ?
N2 C6 C7 122.78(14) . . ?
N2 C6 C5 109.95(12) . . ?
C7 C6 C5 127.27(13) . . ?
C6 C7 C8 118.83(14) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
C7 C8 C9 119.28(15) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C10 C9 C8 119.01(14) . . ?
C10 C9 C19 119.50(14) . . ?
C8 C9 C19 121.45(15) . . ?
N2 C10 C9 121.77(14) . . ?
N2 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C12 C11 C2 179.39(18) . . ?
C11 C12 C13 178.78(17) . . ?
C14 C13 C18 119.70(15) . . ?
C14 C13 C12 120.43(14) . . ?
C18 C13 C12 119.86(15) . . ?
C15 C14 C13 119.49(16) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C16 C15 C14 120.43(16) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C15 120.14(16) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 120.43(17) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C13 119.79(16) . . ?
C17 C18 H18 120.1 . . ?
C13 C18 H18 120.1 . . ?
C20 C19 C9 175.51(17) . . ?
C19 C20 C21 177.68(19) . . ?
C22 C21 C26 119.32(15) . . ?
C22 C21 C20 121.11(15) . . ?
C26 C21 C20 119.55(15) . . ?
C23 C22 C21 119.76(17) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C24 C23 C22 120.81(18) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 119.64(16) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 120.51(17) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C21 119.95(16) . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
C28 C27 C34 111.72(14) . . ?
C28 C27 B1 109.37(12) . . ?
C34 C27 B1 109.56(13) . . ?
C28 C27 H27 108.7 . . ?
C34 C27 H27 108.7 . . ?
B1 C27 H27 108.7 . . ?
C27 C28 C29 115.08(15) . . ?
C27 C28 H28A 108.5 . . ?
C29 C28 H28A 108.5 . . ?
C27 C28 H28B 108.5 . . ?
C29 C28 H28B 108.5 . . ?
H28A C28 H28B 107.5 . . ?
C28 C29 C30 116.33(15) . . ?
C28 C29 H29A 108.2 . . ?
C30 C29 H29A 108.2 . . ?
C28 C29 H29B 108.2 . . ?
C30 C29 H29B 108.2 . . ?
H29A C29 H29B 107.4 . . ?
C29 C30 C31 115.74(14) . . ?
C29 C30 H30A 108.3 . . ?
C31 C30 H30A 108.3 . . ?
C29 C30 H30B 108.3 . . ?
C31 C30 H30B 108.3 . . ?
H30A C30 H30B 107.4 . . ?
C32 C31 C30 111.54(14) . . ?
C32 C31 B1 109.62(12) . . ?
C30 C31 B1 109.71(13) . . ?
C32 C31 H31 108.6 . . ?
C30 C31 H31 108.6 . . ?
B1 C31 H31 108.6 . . ?
C31 C32 C33 114.52(14) . . ?
C31 C32 H32A 108.6 . . ?
C33 C32 H32A 108.6 . . ?
C31 C32 H32B 108.6 . . ?
C33 C32 H32B 108.6 . . ?
H32A C32 H32B 107.6 . . ?
C34 C33 C32 116.15(13) . . ?
C34 C33 H33A 108.2 . . ?
C32 C33 H33A 108.2 . . ?
C34 C33 H33B 108.2 . . ?
C32 C33 H33B 108.2 . . ?
H33A C33 H33B 107.4 . . ?
C33 C34 C27 115.83(13) . . ?
C33 C34 H34A 108.3 . . ?
C27 C34 H34A 108.3 . . ?
C33 C34 H34B 108.3 . . ?
C27 C34 H34B 108.3 . . ?
H34A C34 H34B 107.4 . . ?
F2 C35 F3 107.41(13) . . ?
F2 C35 F1 107.65(13) . . ?
F3 C35 F1 107.20(14) . . ?
F2 C35 S1 111.85(11) . . ?
F3 C35 S1 111.98(11) . . ?
F1 C35 S1 110.52(11) . . ?
C31 B1 N2 113.65(12) . . ?
C31 B1 C27 107.67(13) . . ?
N2 B1 C27 113.88(12) . . ?
C31 B1 N1 112.45(12) . . ?
N2 B1 N1 94.99(10) . . ?
C27 B1 N1 114.00(12) . . ?

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
C5 N1 C1 C2 -0.9(2) . . . . ?
B1 N1 C1 C2 -178.27(13) . . . . ?
N1 C1 C2 C3 -1.5(2) . . . . ?
N1 C1 C2 C11 177.92(13) . . . . ?
C1 C2 C3 C4 2.5(2) . . . . ?
C11 C2 C3 C4 -176.86(14) . . . . ?
C2 C3 C4 C5 -1.3(2) . . . . ?
C1 N1 C5 C4 2.2(2) . . . . ?
B1 N1 C5 C4 -179.97(13) . . . . ?
C1 N1 C5 C6 -178.42(12) . . . . ?
B1 N1 C5 C6 -0.61(15) . . . . ?
C3 C4 C5 N1 -1.1(2) . . . . ?
C3 C4 C5 C6 179.62(13) . . . . ?
C10 N2 C6 C7 -0.1(2) . . . . ?
B1 N2 C6 C7 -178.75(13) . . . . ?
C10 N2 C6 C5 179.69(12) . . . . ?
B1 N2 C6 C5 1.05(15) . . . . ?
N1 C5 C6 N2 -0.27(16) . . . . ?
C4 C5 C6 N2 179.04(13) . . . . ?
N1 C5 C6 C7 179.52(14) . . . . ?
C4 C5 C6 C7 -1.2(2) . . . . ?
N2 C6 C7 C8 0.9(2) . . . . ?
C5 C6 C7 C8 -178.89(14) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
C7 C8 C9 C10 -1.2(2) . . . . ?
C7 C8 C9 C19 176.77(14) . . . . ?
C6 N2 C10 C9 -1.3(2) . . . . ?
B1 N2 C10 C9 177.04(14) . . . . ?
C8 C9 C10 N2 2.0(2) . . . . ?
C19 C9 C10 N2 -175.99(13) . . . . ?
C18 C13 C14 C15 -1.1(2) . . . . ?
C12 C13 C14 C15 179.68(15) . . . . ?
C13 C14 C15 C16 0.0(3) . . . . ?
C14 C15 C16 C17 0.9(3) . . . . ?
C15 C16 C17 C18 -0.7(3) . . . . ?
C16 C17 C18 C13 -0.4(3) . . . . ?
C14 C13 C18 C17 1.3(2) . . . . ?
C12 C13 C18 C17 -179.49(15) . . . . ?
C26 C21 C22 C23 0.3(3) . . . . ?
C20 C21 C22 C23 -177.84(18) . . . . ?
C21 C22 C23 C24 -0.5(3) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C23 C24 C25 C26 0.5(3) . . . . ?
C24 C25 C26 C21 -0.8(3) . . . . ?
C22 C21 C26 C25 0.3(2) . . . . ?
C20 C21 C26 C25 178.51(16) . . . . ?
C34 C27 C28 C29 -69.07(17) . . . . ?
B1 C27 C28 C29 52.39(19) . . . . ?
C27 C28 C29 C30 -40.3(2) . . . . ?
C28 C29 C30 C31 38.5(2) . . . . ?
C29 C30 C31 C32 72.56(19) . . . . ?
C29 C30 C31 B1 -49.10(19) . . . . ?
C30 C31 C32 C33 -69.07(18) . . . . ?
B1 C31 C32 C33 52.64(19) . . . . ?
C31 C32 C33 C34 -40.7(2) . . . . ?
C32 C33 C34 C27 39.5(2) . . . . ?
C28 C27 C34 C33 71.74(19) . . . . ?
B1 C27 C34 C33 -49.62(19) . . . . ?
O3 S1 C35 F2 62.32(13) . . . . ?
O2 S1 C35 F2 -176.17(11) . . . . ?
O1 S1 C35 F2 -57.57(13) . . . . ?
O3 S1 C35 F3 -58.31(13) . . . . ?
O2 S1 C35 F3 63.20(13) . . . . ?
O1 S1 C35 F3 -178.20(11) . . . . ?
O3 S1 C35 F1 -177.76(12) . . . . ?
O2 S1 C35 F1 -56.25(13) . . . . ?
O1 S1 C35 F1 62.35(12) . . . . ?
C32 C31 B1 N2 64.71(16) . . . . ?
C30 C31 B1 N2 -172.49(12) . . . . ?
C32 C31 B1 C27 -62.39(17) . . . . ?
C30 C31 B1 C27 60.41(15) . . . . ?
C32 C31 B1 N1 171.19(13) . . . . ?
C30 C31 B1 N1 -66.01(16) . . . . ?
C10 N2 B1 C31 -62.52(18) . . . . ?
C6 N2 B1 C31 115.94(13) . . . . ?
C10 N2 B1 C27 61.27(19) . . . . ?
C6 N2 B1 C27 -120.27(13) . . . . ?
C10 N2 B1 N1 -179.70(13) . . . . ?
C6 N2 B1 N1 -1.24(14) . . . . ?
C28 C27 B1 C31 -62.31(17) . . . . ?
C34 C27 B1 C31 60.45(16) . . . . ?
C28 C27 B1 N2 170.72(12) . . . . ?
C34 C27 B1 N2 -66.52(16) . . . . ?
C28 C27 B1 N1 63.19(17) . . . . ?
C34 C27 B1 N1 -174.05(12) . . . . ?
C1 N1 B1 C31 60.48(19) . . . . ?
C5 N1 B1 C31 -117.07(14) . . . . ?
C1 N1 B1 N2 178.62(13) . . . . ?
C5 N1 B1 N2 1.07(14) . . . . ?
C1 N1 B1 C27 -62.45(19) . . . . ?
C5 N1 B1 C27 120.00(14) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone/hexane'
