# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_dc1
_database_code_depnum_ccdc_archive 'CCDC 1827433'
_audit_update_record             
;
2018-03-05 deposited with the CCDC.
2018-06-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H17 B F5 N3 O S'
_chemical_formula_sum            'C20 H17 B F5 N3 O S'
_chemical_formula_weight         453.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   17.347(2)
_cell_length_b                   8.8962(15)
_cell_length_c                   14.148(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.523(14)
_cell_angle_gamma                90.00
_cell_volume                     2016.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    3881
_cell_measurement_theta_min      2.7677
_cell_measurement_theta_max      33.5939

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             928
_exptl_absorpt_coefficient_mu    0.224
_exptl_absorpt_correction_T_min  0.91330
_exptl_absorpt_correction_T_max  1.10933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur 3'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19162
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_sigmaI/netI    0.1463
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.77
_diffrn_reflns_theta_max         28.29
_reflns_number_total             4817
_reflns_number_gt                1479
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.29.9 (release 23-03-2006 CrysAlis171 .NET)
(compiled Mar 23 2006,23:39:28)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0290P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4817
_refine_ls_number_parameters     337
_refine_ls_number_restraints     68
_refine_ls_R_factor_all          0.2070
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1009
_refine_ls_wR_factor_gt          0.0888
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.28145(5) 0.47872(11) 0.38525(5) 0.0763(3) Uani 1 1 d . . .
F5 F 0.50834(10) 0.2889(2) 0.30753(11) 0.0811(6) Uani 1 1 d . . .
O1 O 0.42507(11) 0.3102(2) 0.39782(12) 0.0693(6) Uani 1 1 d . . .
N3 N 0.55706(14) 0.1645(3) 0.47072(15) 0.0512(6) Uani 1 1 d . . .
F4 F 0.43714(10) 0.0890(2) 0.32333(12) 0.0831(6) Uani 1 1 d . . .
B1 B 0.4812(2) 0.2115(5) 0.3718(2) 0.0553(10) Uani 1 1 d . . .
C4 C 0.43013(18) 0.3406(3) 0.4897(2) 0.0515(8) Uani 1 1 d . . .
C18 C 0.7555(2) -0.0803(4) 0.4499(2) 0.0634(9) Uani 1 1 d . . .
C15 C 0.62414(19) 0.0797(3) 0.4645(2) 0.0516(8) Uani 1 1 d . . .
C2 C 0.5570(2) 0.2050(4) 0.5595(2) 0.0623(9) Uani 1 1 d . . .
C5 C 0.36386(18) 0.4273(3) 0.49574(18) 0.0518(8) Uani 1 1 d . . .
C3 C 0.4963(2) 0.2896(4) 0.5719(2) 0.0720(11) Uani 1 1 d . . .
C6 C 0.3518(2) 0.4789(4) 0.5779(2) 0.0607(9) Uani 1 1 d . . .
C20 C 0.6949(2) 0.0577(4) 0.5467(2) 0.0976(13) Uani 1 1 d . . .
H20A H 0.7003 0.0975 0.6097 0.117 Uiso 1 1 calc R . .
C16 C 0.6181(2) 0.0141(4) 0.3755(2) 0.0896(12) Uani 1 1 d . . .
H16A H 0.5685 0.0227 0.3185 0.108 Uiso 1 1 calc R . .
C7 C 0.2784(2) 0.5581(4) 0.5571(2) 0.0632(9) Uani 1 1 d . . .
C8 C 0.23230(19) 0.5692(4) 0.4520(2) 0.0674(9) Uani 1 1 d . . .
N2 N 0.15840(17) 0.6355(4) 0.4022(2) 0.0932(10) Uani 1 1 d . . .
C19 C 0.7593(2) -0.0234(5) 0.5380(3) 0.1105(15) Uani 1 1 d . . .
H19A H 0.8074 -0.0388 0.5961 0.133 Uiso 1 1 calc R . .
F1 F 0.86770(15) -0.2420(3) 0.5192(2) 0.1478(10) Uani 1 1 d . . .
C17 C 0.6833(2) -0.0645(4) 0.3674(2) 0.0913(12) Uani 1 1 d . . .
H17A H 0.6778 -0.1071 0.3051 0.110 Uiso 1 1 calc R . .
F2 F 0.80837(14) -0.2469(3) 0.3627(2) 0.1554(11) Uani 1 1 d . . .
C1 C 0.8261(3) -0.1580(6) 0.4412(3) 0.0909(12) Uani 1 1 d . . .
C14 C 0.2582(2) 0.6238(4) 0.6349(3) 0.0908(12) Uani 1 1 d . . .
F3 F 0.88234(18) -0.0695(3) 0.4328(3) 0.1703(13) Uani 1 1 d . . .
N1 N 0.2449(2) 0.6724(4) 0.7008(2) 0.1335(15) Uani 1 1 d . . .
C10 C 0.0407(6) 0.5590(11) 0.2636(8) 0.101(3) Uani 0.50 1 d PDU A 1
H10A H 0.0079 0.5657 0.1907 0.121 Uiso 0.50 1 calc PR A 1
H10B H 0.0598 0.4560 0.2792 0.121 Uiso 0.50 1 calc PR A 1
C9 C 0.1180(7) 0.6666(12) 0.2923(9) 0.075(3) Uani 0.50 1 d PDU A 1
H9A H 0.1537 0.6403 0.2562 0.090 Uiso 0.50 1 calc PR A 1
H9B H 0.1012 0.7710 0.2791 0.090 Uiso 0.50 1 calc PR A 1
C13 C 0.1109(5) 0.7271(11) 0.4483(6) 0.084(3) Uani 0.50 1 d PDU A 1
H13A H 0.0952 0.8237 0.4145 0.100 Uiso 0.50 1 calc PR A 1
H13B H 0.1418 0.7427 0.5209 0.100 Uiso 0.50 1 calc PR A 1
C12 C 0.0324(8) 0.6226(15) 0.4274(9) 0.128(4) Uani 0.50 1 d PDU A 1
H12A H 0.0508 0.5260 0.4601 0.153 Uiso 0.50 1 calc PR A 1
H12B H -0.0037 0.6678 0.4577 0.153 Uiso 0.50 1 calc PR A 1
C11 C -0.0132(8) 0.6005(14) 0.3224(10) 0.122(5) Uani 0.50 1 d PDU A 1
H11A H -0.0436 0.6918 0.2935 0.147 Uiso 0.50 1 calc PR A 1
H11B H -0.0537 0.5212 0.3137 0.147 Uiso 0.50 1 calc PR A 1
C11A C -0.0170(7) 0.6665(13) 0.2822(7) 0.094(4) Uani 0.50 1 d PDU A 2
H11C H -0.0421 0.5674 0.2743 0.113 Uiso 0.50 1 calc PR A 2
H11D H -0.0607 0.7385 0.2474 0.113 Uiso 0.50 1 calc PR A 2
C10A C 0.0458(7) 0.6685(13) 0.2372(7) 0.109(3) Uani 0.50 1 d PDU A 2
H10C H 0.0207 0.6295 0.1680 0.131 Uiso 0.50 1 calc PR A 2
H10D H 0.0613 0.7722 0.2324 0.131 Uiso 0.50 1 calc PR A 2
C13A C 0.0984(6) 0.6225(13) 0.4554(8) 0.103(3) Uani 0.50 1 d PDU A 2
H13C H 0.0851 0.5178 0.4611 0.123 Uiso 0.50 1 calc PR A 2
H13D H 0.1228 0.6649 0.5237 0.123 Uiso 0.50 1 calc PR A 2
C9A C 0.1210(8) 0.5838(13) 0.2916(10) 0.085(4) Uani 0.50 1 d PDU A 2
H9AA H 0.1609 0.5990 0.2597 0.102 Uiso 0.50 1 calc PR A 2
H9AB H 0.1080 0.4774 0.2888 0.102 Uiso 0.50 1 calc PR A 2
C12A C 0.0231(7) 0.7055(15) 0.3937(9) 0.131(5) Uani 0.50 1 d PDU A 2
H12C H 0.0368 0.8116 0.3990 0.158 Uiso 0.50 1 calc PR A 2
H12D H -0.0180 0.6908 0.4239 0.158 Uiso 0.50 1 calc PR A 2
H2 H 0.5997(15) 0.164(3) 0.6172(19) 0.061(8) Uiso 1 1 d . . .
H6 H 0.3919(15) 0.460(3) 0.6474(18) 0.065(8) Uiso 1 1 d . . .
H3 H 0.4999(15) 0.315(3) 0.637(2) 0.073(9) Uiso 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C8 1.698(3) . ?
S1 C5 1.728(3) . ?
F5 B1 1.361(4) . ?
O1 C4 1.298(3) . ?
O1 B1 1.459(4) . ?
N3 C2 1.308(3) . ?
N3 C15 1.418(3) . ?
N3 B1 1.566(4) . ?
F4 B1 1.357(4) . ?
C4 C3 1.361(4) . ?
C4 C5 1.414(4) . ?
C18 C19 1.322(4) . ?
C18 C17 1.354(4) . ?
C18 C1 1.453(4) . ?
C15 C20 1.343(4) . ?
C15 C16 1.354(4) . ?
C2 C3 1.359(4) . ?
C2 H2 0.94(2) . ?
C5 C6 1.338(4) . ?
C3 H3 0.93(3) . ?
C6 C7 1.385(4) . ?
C6 H6 0.98(2) . ?
C20 C19 1.375(4) . ?
C20 H20A 0.9300 . ?
C16 C17 1.371(4) . ?
C16 H16A 0.9300 . ?
C7 C8 1.396(4) . ?
C7 C14 1.404(5) . ?
C8 N2 1.340(3) . ?
N2 C9 1.466(12) . ?
N2 C13 1.477(9) . ?
N2 C13A 1.504(11) . ?
N2 C9A 1.518(13) . ?
C19 H19A 0.9300 . ?
F1 C1 1.299(4) . ?
C17 H17A 0.9300 . ?
F2 C1 1.301(4) . ?
C1 F3 1.294(4) . ?
C14 N1 1.129(4) . ?
C10 C11 1.516(12) . ?
C10 C9 1.569(12) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C13 C12 1.580(12) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C12 C11 1.404(13) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11A C10A 1.458(12) . ?
C11A C12A 1.500(12) . ?
C11A H11C 0.9700 . ?
C11A H11D 0.9700 . ?
C10A C9A 1.447(11) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C13A C12A 1.463(12) . ?
C13A H13C 0.9700 . ?
C13A H13D 0.9700 . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C12A H12C 0.9700 . ?
C12A H12D 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 S1 C5 92.30(15) . . ?
C4 O1 B1 125.6(2) . . ?
C2 N3 C15 120.7(2) . . ?
C2 N3 B1 118.3(3) . . ?
C15 N3 B1 121.0(2) . . ?
F4 B1 F5 109.9(3) . . ?
F4 B1 O1 108.1(3) . . ?
F5 B1 O1 107.4(3) . . ?
F4 B1 N3 110.8(3) . . ?
F5 B1 N3 110.2(3) . . ?
O1 B1 N3 110.4(2) . . ?
O1 C4 C3 119.9(3) . . ?
O1 C4 C5 115.4(2) . . ?
C3 C4 C5 124.7(3) . . ?
C19 C18 C17 118.0(3) . . ?
C19 C18 C1 121.5(3) . . ?
C17 C18 C1 120.5(3) . . ?
C20 C15 C16 117.5(3) . . ?
C20 C15 N3 121.5(3) . . ?
C16 C15 N3 120.9(3) . . ?
N3 C2 C3 124.3(3) . . ?
N3 C2 H2 115.8(16) . . ?
C3 C2 H2 119.7(15) . . ?
C6 C5 C4 129.8(3) . . ?
C6 C5 S1 110.2(2) . . ?
C4 C5 S1 120.0(2) . . ?
C2 C3 C4 121.0(3) . . ?
C2 C3 H3 120.0(16) . . ?
C4 C3 H3 119.0(16) . . ?
C5 C6 C7 115.2(3) . . ?
C5 C6 H6 121.9(15) . . ?
C7 C6 H6 122.9(14) . . ?
C15 C20 C19 120.2(3) . . ?
C15 C20 H20A 119.9 . . ?
C19 C20 H20A 119.9 . . ?
C15 C16 C17 121.7(3) . . ?
C15 C16 H16A 119.2 . . ?
C17 C16 H16A 119.2 . . ?
C6 C7 C8 111.6(3) . . ?
C6 C7 C14 122.0(3) . . ?
C8 C7 C14 126.3(3) . . ?
N2 C8 C7 129.3(3) . . ?
N2 C8 S1 120.0(2) . . ?
C7 C8 S1 110.7(2) . . ?
C8 N2 C9 127.8(6) . . ?
C8 N2 C13 126.5(4) . . ?
C9 N2 C13 104.1(6) . . ?
C8 N2 C13A 114.2(4) . . ?
C9 N2 C13A 113.8(6) . . ?
C13 N2 C13A 37.9(4) . . ?
C8 N2 C9A 110.7(5) . . ?
C9 N2 C9A 28.6(5) . . ?
C13 N2 C9A 122.1(6) . . ?
C13A N2 C9A 112.9(7) . . ?
C18 C19 C20 122.4(3) . . ?
C18 C19 H19A 118.8 . . ?
C20 C19 H19A 118.8 . . ?
C18 C17 C16 120.0(3) . . ?
C18 C17 H17A 120.0 . . ?
C16 C17 H17A 120.0 . . ?
F3 C1 F1 103.6(4) . . ?
F3 C1 F2 103.4(3) . . ?
F1 C1 F2 104.4(4) . . ?
F3 C1 C18 114.1(4) . . ?
F1 C1 C18 114.4(3) . . ?
F2 C1 C18 115.5(3) . . ?
N1 C14 C7 176.6(4) . . ?
C11 C10 C9 110.8(8) . . ?
C11 C10 H10A 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
N2 C9 C10 100.0(8) . . ?
N2 C9 H9A 111.8 . . ?
C10 C9 H9A 111.8 . . ?
N2 C9 H9B 111.8 . . ?
C10 C9 H9B 111.8 . . ?
H9A C9 H9B 109.5 . . ?
N2 C13 C12 100.3(8) . . ?
N2 C13 H13A 111.7 . . ?
C12 C13 H13A 111.7 . . ?
N2 C13 H13B 111.7 . . ?
C12 C13 H13B 111.7 . . ?
H13A C13 H13B 109.5 . . ?
C11 C12 C13 112.1(9) . . ?
C11 C12 H12A 109.2 . . ?
C13 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
C13 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C12 C11 C10 113.5(11) . . ?
C12 C11 H11A 108.9 . . ?
C10 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
C10 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C10A C11A C12A 109.5(9) . . ?
C10A C11A H11C 109.8 . . ?
C12A C11A H11C 109.8 . . ?
C10A C11A H11D 109.8 . . ?
C12A C11A H11D 109.8 . . ?
H11C C11A H11D 108.2 . . ?
C9A C10A C11A 115.7(10) . . ?
C9A C10A H10C 108.4 . . ?
C11A C10A H10C 108.4 . . ?
C9A C10A H10D 108.4 . . ?
C11A C10A H10D 108.4 . . ?
H10C C10A H10D 107.4 . . ?
C12A C13A N2 107.0(8) . . ?
C12A C13A H13C 110.3 . . ?
N2 C13A H13C 110.3 . . ?
C12A C13A H13D 110.3 . . ?
N2 C13A H13D 110.3 . . ?
H13C C13A H13D 108.6 . . ?
C10A C9A N2 109.5(9) . . ?
C10A C9A H9AA 109.8 . . ?
N2 C9A H9AA 109.8 . . ?
C10A C9A H9AB 109.8 . . ?
N2 C9A H9AB 109.8 . . ?
H9AA C9A H9AB 108.2 . . ?
C13A C12A C11A 117.4(9) . . ?
C13A C12A H12C 108.0 . . ?
C11A C12A H12C 108.0 . . ?
C13A C12A H12D 108.0 . . ?
C11A C12A H12D 108.0 . . ?
H12C C12A H12D 107.2 . . ?

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
C4 O1 B1 F4 113.0(3) . . . . ?
C4 O1 B1 F5 -128.5(3) . . . . ?
C4 O1 B1 N3 -8.3(4) . . . . ?
C2 N3 B1 F4 -113.7(3) . . . . ?
C15 N3 B1 F4 66.0(4) . . . . ?
C2 N3 B1 F5 124.4(3) . . . . ?
C15 N3 B1 F5 -55.8(4) . . . . ?
C2 N3 B1 O1 6.0(4) . . . . ?
C15 N3 B1 O1 -174.2(3) . . . . ?
B1 O1 C4 C3 6.2(4) . . . . ?
B1 O1 C4 C5 -173.9(3) . . . . ?
C2 N3 C15 C20 -10.3(4) . . . . ?
B1 N3 C15 C20 170.0(3) . . . . ?
C2 N3 C15 C16 167.9(3) . . . . ?
B1 N3 C15 C16 -11.9(4) . . . . ?
C15 N3 C2 C3 178.1(3) . . . . ?
B1 N3 C2 C3 -2.1(5) . . . . ?
O1 C4 C5 C6 -178.6(3) . . . . ?
C3 C4 C5 C6 1.3(5) . . . . ?
O1 C4 C5 S1 2.6(4) . . . . ?
C3 C4 C5 S1 -177.5(3) . . . . ?
C8 S1 C5 C6 0.1(2) . . . . ?
C8 S1 C5 C4 179.1(2) . . . . ?
N3 C2 C3 C4 -0.8(6) . . . . ?
O1 C4 C3 C2 -1.0(5) . . . . ?
C5 C4 C3 C2 179.1(3) . . . . ?
C4 C5 C6 C7 -178.4(3) . . . . ?
S1 C5 C6 C7 0.5(4) . . . . ?
C16 C15 C20 C19 2.7(5) . . . . ?
N3 C15 C20 C19 -179.1(3) . . . . ?
C20 C15 C16 C17 -3.8(5) . . . . ?
N3 C15 C16 C17 178.1(3) . . . . ?
C5 C6 C7 C8 -1.0(4) . . . . ?
C5 C6 C7 C14 -177.7(3) . . . . ?
C6 C7 C8 N2 179.4(3) . . . . ?
C14 C7 C8 N2 -4.0(6) . . . . ?
C6 C7 C8 S1 1.0(3) . . . . ?
C14 C7 C8 S1 177.6(3) . . . . ?
C5 S1 C8 N2 -179.2(3) . . . . ?
C5 S1 C8 C7 -0.6(2) . . . . ?
C7 C8 N2 C9 169.1(6) . . . . ?
S1 C8 N2 C9 -12.5(7) . . . . ?
C7 C8 N2 C13 6.3(7) . . . . ?
S1 C8 N2 C13 -175.4(5) . . . . ?
C7 C8 N2 C13A -35.7(7) . . . . ?
S1 C8 N2 C13A 142.7(6) . . . . ?
C7 C8 N2 C9A -164.3(6) . . . . ?
S1 C8 N2 C9A 14.0(7) . . . . ?
C17 C18 C19 C20 -3.9(6) . . . . ?
C1 C18 C19 C20 176.3(4) . . . . ?
C15 C20 C19 C18 1.1(7) . . . . ?
C19 C18 C17 C16 2.8(6) . . . . ?
C1 C18 C17 C16 -177.4(4) . . . . ?
C15 C16 C17 C18 1.1(6) . . . . ?
C19 C18 C1 F3 -80.6(5) . . . . ?
C17 C18 C1 F3 99.6(4) . . . . ?
C19 C18 C1 F1 38.5(6) . . . . ?
C17 C18 C1 F1 -141.3(4) . . . . ?
C19 C18 C1 F2 159.8(4) . . . . ?
C17 C18 C1 F2 -20.0(6) . . . . ?
C6 C7 C14 N1 -16(9) . . . . ?
C8 C7 C14 N1 168(8) . . . . ?
C8 N2 C9 C10 113.6(8) . . . . ?
C13 N2 C9 C10 -80.5(8) . . . . ?
C13A N2 C9 C10 -41.6(10) . . . . ?
C9A N2 C9 C10 52.8(15) . . . . ?
C11 C10 C9 N2 60.5(12) . . . . ?
C8 N2 C13 C12 -113.5(6) . . . . ?
C9 N2 C13 C12 80.4(8) . . . . ?
C13A N2 C13 C12 -30.4(7) . . . . ?
C9A N2 C13 C12 56.2(10) . . . . ?
N2 C13 C12 C11 -61.9(13) . . . . ?
C13 C12 C11 C10 47.6(16) . . . . ?
C9 C10 C11 C12 -47.4(15) . . . . ?
C12A C11A C10A C9A 50.2(16) . . . . ?
C8 N2 C13A C12A 177.7(8) . . . . ?
C9 N2 C13A C12A -23.6(12) . . . . ?
C13 N2 C13A C12A 58.7(9) . . . . ?
C9A N2 C13A C12A -54.8(11) . . . . ?
C11A C10A C9A N2 -54.3(16) . . . . ?
C8 N2 C9A C10A -174.1(9) . . . . ?
C9 N2 C9A C10A -41.6(13) . . . . ?
C13 N2 C9A C10A 14.8(15) . . . . ?
C13A N2 C9A C10A 56.6(13) . . . . ?
N2 C13A C12A C11A 52.9(16) . . . . ?
C10A C11A C12A C13A -50.6(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        28.29
_diffrn_measured_fraction_theta_full 0.962
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.041

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
