# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_5
_database_code_depnum_ccdc_archive 'CCDC 1985529'
loop_
_audit_author_name
_audit_author_address
'Marc Schmidtmann'
;Carl von Ossietzky Universitaet Oldenburg
Germany
;
_audit_update_record             
;
2020-02-21 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_structural     C10H15NHCHS
_chemical_formula_sum            'C11 H17 N S'
_chemical_formula_weight         195.31

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   7.4323(8)
_cell_length_b                   6.7992(8)
_cell_length_c                   19.910(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.113(4)
_cell_angle_gamma                90
_cell_volume                     1004.65(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1460
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      26.92

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_F_000             424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.015
_exptl_absorpt_coefficient_mu    0.274
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.848914
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_process_details   'TWINABS-2012/1 (Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_measurement_device_type  'Bruker Photon III CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4178
_diffrn_reflns_av_unetI/netI     0.0843
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.877
_diffrn_reflns_theta_max         30.027
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4178
_reflns_number_gt                3295
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT V8.38A'
_computing_data_reduction        'Bruker SAINT V8.38A'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+2.5000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4178
_refine_ls_number_parameters     123
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1188
_refine_ls_R_factor_gt           0.0899
_refine_ls_wR_factor_ref         0.1406
_refine_ls_wR_factor_gt          0.1324
_refine_ls_goodness_of_fit_ref   1.194
_refine_ls_restrained_S_all      1.194
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.50422(13) 0.24512(17) 0.57030(5) 0.0164(2) Uani 1 1 d . . . . .
N1 N 0.2922(4) 0.3285(5) 0.46159(17) 0.0122(7) Uani 1 1 d . . . . .
H1 H 0.350(7) 0.441(7) 0.460(2) 0.039(15) Uiso 1 1 d . . . . .
C1 C 0.3424(5) 0.2053(5) 0.50960(19) 0.0130(8) Uani 1 1 d . . . . .
H1A H 0.281842 0.082273 0.510146 0.016 Uiso 1 1 calc R U . . .
C2 C 0.1543(5) 0.2960(5) 0.40571(18) 0.0091(7) Uani 1 1 d . . . . .
C3 C 0.0383(5) 0.1162(5) 0.41819(19) 0.0128(8) Uani 1 1 d . . . . .
H3B H -0.023070 0.133021 0.460730 0.015 Uiso 1 1 calc R U . . .
H3A H 0.115286 -0.002429 0.422420 0.015 Uiso 1 1 calc R U . . .
C4 C -0.1030(5) 0.0899(6) 0.35936(19) 0.0132(8) Uani 1 1 d . . . . .
H4 H -0.178725 -0.028381 0.367502 0.016 Uiso 1 1 calc R U . . .
C5 C -0.0044(6) 0.0620(6) 0.29437(19) 0.0148(9) Uani 1 1 d . . . . .
H5A H -0.093227 0.041298 0.256155 0.018 Uiso 1 1 calc R U . . .
H5B H 0.073835 -0.055702 0.298432 0.018 Uiso 1 1 calc R U . . .
C6 C 0.1106(5) 0.2444(7) 0.28113(17) 0.0147(7) Uani 1 1 d . . . . .
H6 H 0.173186 0.225840 0.238378 0.018 Uiso 1 1 calc R U . . .
C7 C 0.2522(4) 0.2701(6) 0.34022(17) 0.0108(7) Uani 1 1 d . . . . .
H7A H 0.331463 0.153072 0.343682 0.013 Uiso 1 1 calc R U . . .
H7B H 0.327901 0.386799 0.332406 0.013 Uiso 1 1 calc R U . . .
C8 C 0.0336(5) 0.4791(5) 0.39982(19) 0.0116(8) Uani 1 1 d . . . . .
H8A H 0.108268 0.596922 0.392442 0.014 Uiso 1 1 calc R U . . .
H8B H -0.028438 0.497987 0.442113 0.014 Uiso 1 1 calc R U . . .
C9 C -0.2230(5) 0.2735(6) 0.35383(19) 0.0153(8) Uani 1 1 d . . . . .
H9A H -0.285508 0.291671 0.396046 0.018 Uiso 1 1 calc R U . . .
H9B H -0.315351 0.257012 0.316524 0.018 Uiso 1 1 calc R U . . .
C10 C -0.0104(5) 0.4264(5) 0.27503(18) 0.0104(8) Uani 1 1 d . . . . .
H10A H -0.100595 0.409764 0.237006 0.012 Uiso 1 1 calc R U . . .
H10B H 0.063201 0.543935 0.266141 0.012 Uiso 1 1 calc R U . . .
C11 C -0.1066(5) 0.4546(6) 0.34080(19) 0.0126(8) Uani 1 1 d . . . . .
H11 H -0.184780 0.574219 0.337137 0.015 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.680(4) . ?
N1 C1 1.310(5) . ?
N1 C2 1.488(5) . ?
N1 H1 0.88(5) . ?
C1 H1A 0.9500 . ?
C2 C3 1.525(5) . ?
C2 C8 1.536(5) . ?
C2 C7 1.538(5) . ?
C3 C4 1.540(5) . ?
C3 H3B 0.9900 . ?
C3 H3A 0.9900 . ?
C4 C5 1.533(6) . ?
C4 C9 1.534(5) . ?
C4 H4 1.0000 . ?
C5 C6 1.537(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C10 1.531(6) . ?
C6 C7 1.545(5) . ?
C6 H6 1.0000 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C11 1.537(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C11 1.535(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.538(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11 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
C1 N1 C2 127.4(3) . . ?
C1 N1 H1 117(3) . . ?
C2 N1 H1 115(3) . . ?
N1 C1 S1 125.9(3) . . ?
N1 C1 H1A 117.1 . . ?
S1 C1 H1A 117.1 . . ?
N1 C2 C3 111.7(3) . . ?
N1 C2 C8 108.2(3) . . ?
C3 C2 C8 109.2(3) . . ?
N1 C2 C7 108.2(3) . . ?
C3 C2 C7 110.1(3) . . ?
C8 C2 C7 109.3(3) . . ?
C2 C3 C4 109.7(3) . . ?
C2 C3 H3B 109.7 . . ?
C4 C3 H3B 109.7 . . ?
C2 C3 H3A 109.7 . . ?
C4 C3 H3A 109.7 . . ?
H3B C3 H3A 108.2 . . ?
C5 C4 C9 110.0(3) . . ?
C5 C4 C3 108.6(4) . . ?
C9 C4 C3 109.3(3) . . ?
C5 C4 H4 109.6 . . ?
C9 C4 H4 109.6 . . ?
C3 C4 H4 109.6 . . ?
C4 C5 C6 109.9(3) . . ?
C4 C5 H5A 109.7 . . ?
C6 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
C6 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C10 C6 C5 109.6(3) . . ?
C10 C6 C7 110.0(3) . . ?
C5 C6 C7 108.8(3) . . ?
C10 C6 H6 109.5 . . ?
C5 C6 H6 109.5 . . ?
C7 C6 H6 109.5 . . ?
C2 C7 C6 108.9(3) . . ?
C2 C7 H7A 109.9 . . ?
C6 C7 H7A 109.9 . . ?
C2 C7 H7B 109.9 . . ?
C6 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
C2 C8 C11 109.9(3) . . ?
C2 C8 H8A 109.7 . . ?
C11 C8 H8A 109.7 . . ?
C2 C8 H8B 109.7 . . ?
C11 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C4 C9 C11 109.5(3) . . ?
C4 C9 H9A 109.8 . . ?
C11 C9 H9A 109.8 . . ?
C4 C9 H9B 109.8 . . ?
C11 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
C6 C10 C11 109.4(3) . . ?
C6 C10 H10A 109.8 . . ?
C11 C10 H10A 109.8 . . ?
C6 C10 H10B 109.8 . . ?
C11 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C9 C11 C8 108.8(3) . . ?
C9 C11 C10 109.7(3) . . ?
C8 C11 C10 109.7(3) . . ?
C9 C11 H11 109.5 . . ?
C8 C11 H11 109.5 . . ?
C10 C11 H11 109.5 . . ?

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
C2 N1 C1 S1 177.7(3) . . . . ?
C1 N1 C2 C3 14.0(5) . . . . ?
C1 N1 C2 C8 134.3(4) . . . . ?
C1 N1 C2 C7 -107.4(4) . . . . ?
N1 C2 C3 C4 179.5(3) . . . . ?
C8 C2 C3 C4 59.8(4) . . . . ?
C7 C2 C3 C4 -60.2(4) . . . . ?
C2 C3 C4 C5 60.0(4) . . . . ?
C2 C3 C4 C9 -60.1(4) . . . . ?
C9 C4 C5 C6 58.7(4) . . . . ?
C3 C4 C5 C6 -60.9(4) . . . . ?
C4 C5 C6 C10 -59.2(4) . . . . ?
C4 C5 C6 C7 61.2(4) . . . . ?
N1 C2 C7 C6 -177.8(3) . . . . ?
C3 C2 C7 C6 59.8(4) . . . . ?
C8 C2 C7 C6 -60.1(4) . . . . ?
C10 C6 C7 C2 60.4(4) . . . . ?
C5 C6 C7 C2 -59.8(4) . . . . ?
N1 C2 C8 C11 177.9(3) . . . . ?
C3 C2 C8 C11 -60.3(4) . . . . ?
C7 C2 C8 C11 60.3(4) . . . . ?
C5 C4 C9 C11 -58.9(4) . . . . ?
C3 C4 C9 C11 60.2(4) . . . . ?
C5 C6 C10 C11 59.9(4) . . . . ?
C7 C6 C10 C11 -59.7(4) . . . . ?
C4 C9 C11 C8 -60.3(4) . . . . ?
C4 C9 C11 C10 59.7(4) . . . . ?
C2 C8 C11 C9 60.3(4) . . . . ?
C2 C8 C11 C10 -59.6(4) . . . . ?
C6 C10 C11 C9 -60.4(4) . . . . ?
C6 C10 C11 C8 59.1(4) . . . . ?

_refine_diff_density_max         0.394
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.112



####################################################################### 
# 
# 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_5a
_database_code_depnum_ccdc_archive 'CCDC 1988662'
loop_
_audit_author_name
_audit_author_address
'Marc Schmidtmann'
;Carl von Ossietzky Universitaet Oldenburg
Germany
;
_audit_update_record             
;
2020-03-06 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_structural     C6H5NHCHS
_chemical_formula_sum            'C7 H7 N S'
_chemical_formula_weight         137.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   17.6153(12)
_cell_length_b                   7.9189(6)
_cell_length_c                   4.8341(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     674.33(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3156
_cell_measurement_theta_min      5.02
_cell_measurement_theta_max      74.02

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    3.427
_shelx_estimated_absorpt_T_min   0.771
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8792
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS-2016/2 (Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_measurement_device_type  'Bruker Photon III CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7400
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         5.021
_diffrn_reflns_theta_max         74.312
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             729
_reflns_number_gt                644
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT V8.40A'
_computing_data_reduction        'Bruker SAINT V8.40A'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0400P)²+0.1000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         729
_refine_ls_number_parameters     79
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0244
_refine_ls_wR_factor_ref         0.0660
_refine_ls_wR_factor_gt          0.0626
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.44188(2) 0.250000 -0.08894(9) 0.02899(17) Uani 1 2 d S T P . .
N1 N 0.55096(10) 0.3210(2) 0.2705(4) 0.0232(4) Uani 0.5 1 d . . P A -1
H1 H 0.545991 0.425367 0.210679 0.028 Uiso 0.5 1 calc R U P A -1
C1 C 0.60616(15) 0.2935(3) 0.4789(5) 0.0196(7) Uani 0.5 1 d . . P A -1
C2 C 0.63312(18) 0.4346(4) 0.6146(7) 0.0237(7) Uani 0.5 1 d . . P A -1
H2 H 0.613754 0.542948 0.568443 0.028 Uiso 0.5 1 calc R U P A -1
C3 C 0.6882(4) 0.4195(8) 0.8176(16) 0.0239(10) Uani 0.5 1 d . . P A -1
H3 H 0.708114 0.516726 0.906916 0.029 Uiso 0.5 1 calc R U P A -1
C4 C 0.71466(11) 0.2517(15) 0.8906(4) 0.0277(6) Uani 0.5 1 d . . P A -1
H4 H 0.751865 0.236277 1.030661 0.033 Uiso 0.5 1 calc R U P A -1
C5 C 0.6858(5) 0.1215(10) 0.7579(18) 0.0322(13) Uani 0.5 1 d . . P A -1
H5 H 0.702477 0.011707 0.808932 0.039 Uiso 0.5 1 calc R U P A -1
C6 C 0.6319(2) 0.1353(5) 0.5454(7) 0.0267(7) Uani 0.5 1 d . . P A -1
H6 H 0.613806 0.038172 0.450731 0.032 Uiso 0.5 1 calc R U P A -1
C7 C 0.50636(13) 0.2073(3) 0.1570(5) 0.0257(6) Uani 0.5 1 d . . P A -1
H7 H 0.510917 0.093723 0.218129 0.031 Uiso 0.5 1 calc R U P A -1


_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 C7 1.679(3) . ?
N1 C7 1.315(3) . ?
N1 C1 1.417(3) . ?
N1 H1 0.8800 . ?
C1 C6 1.370(6) . ?
C1 C2 1.380(4) . ?
C2 C3 1.384(9) . ?
C2 H2 0.9500 . ?
C3 C4 1.452(14) . ?
C3 H3 0.9500 . ?
C4 C5 1.317(14) . ?
C4 H4 0.9500 . ?
C5 C6 1.403(9) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 N1 C1 127.0(2) . . ?
C7 N1 H1 116.5 . . ?
C1 N1 H1 116.5 . . ?
C6 C1 C2 121.0(2) . . ?
C6 C1 N1 122.3(3) . . ?
C2 C1 N1 116.7(2) . . ?
C1 C2 C3 120.5(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 118.4(4) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 H3 120.8 . . ?
C5 C4 C3 118.3(3) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C6 123.8(6) . . ?
C4 C5 H5 118.1 . . ?
C6 C5 H5 118.1 . . ?
C1 C6 C5 117.8(5) . . ?
C1 C6 H6 121.1 . . ?
C5 C6 H6 121.1 . . ?
N1 C7 S1 124.18(17) . . ?
N1 C7 H7 117.9 . . ?
S1 C7 H7 117.9 . . ?

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
C7 N1 C1 C6 15.2(4) . . . . ?
C7 N1 C1 C2 -164.6(2) . . . . ?
C6 C1 C2 C3 1.4(6) . . . . ?
N1 C1 C2 C3 -178.8(4) . . . . ?
C1 C2 C3 C4 -2.2(8) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
C3 C4 C5 C6 1.3(6) . . . . ?
C2 C1 C6 C5 0.7(6) . . . . ?
N1 C1 C6 C5 -179.1(4) . . . . ?
C4 C5 C6 C1 -2.1(10) . . . . ?
C1 N1 C7 S1 179.77(17) . . . . ?

_refine_diff_density_max         0.188
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.035



####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 1985530'
loop_
_audit_author_name
_audit_author_address
'Marc Schmidtmann'
;Carl von Ossietzky Universitaet Oldenburg
Germany
;
_audit_update_record             
;
2020-02-21 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_structural     CHN(C10H15)SB(C6F5)2
_chemical_formula_sum            'C23 H16 B F10 N S'
_chemical_formula_weight         539.24

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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

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

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

_cell_length_a                   10.5637(3)
_cell_length_b                   7.3903(2)
_cell_length_c                   13.8954(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.8924(11)
_cell_angle_gamma                90
_cell_volume                     1071.76(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9861
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      34.88

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.251
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9404
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS-2016/2 (Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_measurement_device_type  'Bruker Photon III CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            67044
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.261
_diffrn_reflns_theta_max         34.968
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9414
_reflns_number_gt                8986
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.882
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT V8.38A'
_computing_data_reduction        'Bruker SAINT V8.38A'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+0.4000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3948 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.022(18)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         9414
_refine_ls_number_parameters     325
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.1000
_refine_ls_wR_factor_gt          0.0983
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.20113(4) 0.72463(6) 0.10120(3) 0.01463(8) Uani 1 1 d . . . . .
F1 F 0.21667(12) 0.67642(18) 0.38271(9) 0.0185(2) Uani 1 1 d . . . . .
F2 F 0.38749(15) 0.8480(2) 0.51041(10) 0.0284(3) Uani 1 1 d . . . . .
F3 F 0.63472(14) 0.8853(2) 0.47845(11) 0.0274(3) Uani 1 1 d . . . . .
F4 F 0.70627(11) 0.7428(2) 0.31442(10) 0.0214(2) Uani 1 1 d . . . . .
F5 F 0.53457(12) 0.57683(18) 0.18279(9) 0.0188(2) Uani 1 1 d . . . . .
F6 F 0.47584(12) 0.25601(17) 0.27084(8) 0.0168(2) Uani 1 1 d . . . . .
F7 F 0.56129(12) -0.01555(17) 0.17269(10) 0.0192(2) Uani 1 1 d . . . . .
F8 F 0.44053(13) -0.10653(17) -0.00722(10) 0.0190(2) Uani 1 1 d . . . . .
F9 F 0.23631(12) 0.0937(2) -0.09228(9) 0.0202(2) Uani 1 1 d . . . . .
F10 F 0.15278(11) 0.37121(19) -0.00003(9) 0.0172(2) Uani 1 1 d . . . . .
N1 N 0.12473(13) 0.5010(2) 0.20797(10) 0.0101(2) Uani 1 1 d . . . . .
C1 C 0.07837(17) 0.6336(2) 0.15192(13) 0.0130(3) Uani 1 1 d . . . . .
H1 H -0.008304 0.672875 0.141120 0.016 Uiso 1 1 calc R U . . .
C2 C 0.04946(15) 0.3697(2) 0.25708(12) 0.0096(2) Uani 1 1 d . . . . .
C3 C -0.04795(16) 0.4710(2) 0.30895(13) 0.0119(3) Uani 1 1 d . . . . .
H3A H -0.002478 0.555343 0.357841 0.014 Uiso 1 1 calc R U . . .
H3B H -0.106704 0.542403 0.260994 0.014 Uiso 1 1 calc R U . . .
C4 C -0.12481(17) 0.3335(3) 0.35929(14) 0.0146(3) Uani 1 1 d . . . . .
H4 H -0.187683 0.399094 0.393505 0.018 Uiso 1 1 calc R U . . .
C5 C -0.03343(18) 0.2232(3) 0.43361(12) 0.0156(3) Uani 1 1 d . . . . .
H5A H 0.012573 0.305049 0.483611 0.019 Uiso 1 1 calc R U . . .
H5B H -0.082956 0.135380 0.466629 0.019 Uiso 1 1 calc R U . . .
C6 C 0.06317(18) 0.1224(3) 0.38163(13) 0.0142(3) Uani 1 1 d . . . . .
H6 H 0.122540 0.050579 0.430238 0.017 Uiso 1 1 calc R U . . .
C7 C 0.14096(17) 0.2598(2) 0.33125(13) 0.0131(3) Uani 1 1 d . . . . .
H7A H 0.188456 0.341862 0.380417 0.016 Uiso 1 1 calc R U . . .
H7B H 0.203864 0.195280 0.297834 0.016 Uiso 1 1 calc R U . . .
C8 C -0.02196(16) 0.2410(3) 0.18004(12) 0.0128(3) Uani 1 1 d . . . . .
H8A H 0.040368 0.175782 0.146380 0.015 Uiso 1 1 calc R U . . .
H8B H -0.079706 0.311344 0.130864 0.015 Uiso 1 1 calc R U . . .
C9 C -0.19717(17) 0.2059(3) 0.28237(14) 0.0169(3) Uani 1 1 d . . . . .
H9A H -0.248348 0.118255 0.314108 0.020 Uiso 1 1 calc R U . . .
H9B H -0.256449 0.276665 0.234442 0.020 Uiso 1 1 calc R U . . .
C10 C -0.0089(2) -0.0058(3) 0.30480(15) 0.0168(3) Uani 1 1 d . . . . .
H10A H 0.053092 -0.071937 0.271242 0.020 Uiso 1 1 calc R U . . .
H10B H -0.058131 -0.095534 0.336863 0.020 Uiso 1 1 calc R U . . .
C11 C -0.10054(18) 0.1044(3) 0.23034(14) 0.0156(3) Uani 1 1 d . . . . .
H11 H -0.147462 0.021025 0.180446 0.019 Uiso 1 1 calc R U . . .
C12 C 0.36807(16) 0.6085(2) 0.27776(12) 0.0114(3) Uani 1 1 d . . . . .
C13 C 0.33714(16) 0.6856(2) 0.36237(13) 0.0134(3) Uani 1 1 d . . . . .
C14 C 0.42400(19) 0.7777(3) 0.42990(14) 0.0169(3) Uani 1 1 d . . . . .
C15 C 0.54923(19) 0.7960(3) 0.41447(15) 0.0173(3) Uani 1 1 d . . . . .
C16 C 0.58558(16) 0.7233(3) 0.33112(14) 0.0155(3) Uani 1 1 d . . . . .
C17 C 0.49495(17) 0.6353(2) 0.26474(13) 0.0130(3) Uani 1 1 d . . . . .
C18 C 0.31527(16) 0.3388(2) 0.13865(12) 0.0112(3) Uani 1 1 d . . . . .
C19 C 0.41642(16) 0.2274(3) 0.17928(12) 0.0122(2) Uani 1 1 d . . . . .
C20 C 0.46123(17) 0.0823(2) 0.13089(13) 0.0133(3) Uani 1 1 d . . . . .
C21 C 0.40176(17) 0.0370(2) 0.03833(14) 0.0131(3) Uani 1 1 d . . . . .
C22 C 0.29820(17) 0.1389(3) -0.00400(13) 0.0136(3) Uani 1 1 d . . . . .
C23 C 0.25704(16) 0.2839(3) 0.04607(12) 0.0127(3) Uani 1 1 d . . . . .
B1 B 0.26836(18) 0.5147(3) 0.19252(14) 0.0111(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7068(18) . ?
S1 B1 2.060(2) . ?
F1 C13 1.347(2) . ?
F2 C14 1.343(2) . ?
F3 C15 1.339(2) . ?
F4 C16 1.338(2) . ?
F5 C17 1.344(2) . ?
F6 C19 1.3454(19) . ?
F7 C20 1.337(2) . ?
F8 C21 1.332(2) . ?
F9 C22 1.340(2) . ?
F10 C23 1.350(2) . ?
N1 C1 1.300(2) . ?
N1 C2 1.486(2) . ?
N1 B1 1.568(2) . ?
C1 H1 0.9500 . ?
C2 C7 1.532(2) . ?
C2 C3 1.539(2) . ?
C2 C8 1.539(2) . ?
C3 C4 1.535(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.534(3) . ?
C4 C9 1.537(3) . ?
C4 H4 1.0000 . ?
C5 C6 1.532(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C10 1.538(3) . ?
C6 C7 1.541(3) . ?
C6 H6 1.0000 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C11 1.542(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C11 1.535(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.537(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11 1.0000 . ?
C12 C13 1.390(2) . ?
C12 C17 1.394(2) . ?
C12 B1 1.615(2) . ?
C13 C14 1.386(2) . ?
C14 C15 1.379(3) . ?
C15 C16 1.384(3) . ?
C16 C17 1.385(2) . ?
C18 C19 1.397(2) . ?
C18 C23 1.397(2) . ?
C18 B1 1.616(3) . ?
C19 C20 1.387(3) . ?
C20 C21 1.382(3) . ?
C21 C22 1.382(3) . ?
C22 C23 1.384(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 B1 70.15(8) . . ?
C1 N1 C2 126.08(14) . . ?
C1 N1 B1 98.77(14) . . ?
C2 N1 B1 134.65(14) . . ?
N1 C1 S1 107.73(13) . . ?
N1 C1 H1 126.1 . . ?
S1 C1 H1 126.1 . . ?
N1 C2 C7 109.17(13) . . ?
N1 C2 C3 109.98(13) . . ?
C7 C2 C3 109.91(14) . . ?
N1 C2 C8 108.88(13) . . ?
C7 C2 C8 109.31(14) . . ?
C3 C2 C8 109.56(13) . . ?
C4 C3 C2 109.31(14) . . ?
C4 C3 H3A 109.8 . . ?
C2 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C2 C3 H3B 109.8 . . ?
H3A C3 H3B 108.3 . . ?
C5 C4 C3 109.64(15) . . ?
C5 C4 C9 109.63(16) . . ?
C3 C4 C9 109.29(15) . . ?
C5 C4 H4 109.4 . . ?
C3 C4 H4 109.4 . . ?
C9 C4 H4 109.4 . . ?
C6 C5 C4 109.68(14) . . ?
C6 C5 H5A 109.7 . . ?
C4 C5 H5A 109.7 . . ?
C6 C5 H5B 109.7 . . ?
C4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C5 C6 C10 109.42(16) . . ?
C5 C6 C7 109.52(15) . . ?
C10 C6 C7 109.40(15) . . ?
C5 C6 H6 109.5 . . ?
C10 C6 H6 109.5 . . ?
C7 C6 H6 109.5 . . ?
C2 C7 C6 109.25(14) . . ?
C2 C7 H7A 109.8 . . ?
C6 C7 H7A 109.8 . . ?
C2 C7 H7B 109.8 . . ?
C6 C7 H7B 109.8 . . ?
H7A C7 H7B 108.3 . . ?
C2 C8 C11 109.25(13) . . ?
C2 C8 H8A 109.8 . . ?
C11 C8 H8A 109.8 . . ?
C2 C8 H8B 109.8 . . ?
C11 C8 H8B 109.8 . . ?
H8A C8 H8B 108.3 . . ?
C11 C9 C4 109.38(14) . . ?
C11 C9 H9A 109.8 . . ?
C4 C9 H9A 109.8 . . ?
C11 C9 H9B 109.8 . . ?
C4 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
C11 C10 C6 109.50(15) . . ?
C11 C10 H10A 109.8 . . ?
C6 C10 H10A 109.8 . . ?
C11 C10 H10B 109.8 . . ?
C6 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C9 C11 C10 109.72(16) . . ?
C9 C11 C8 109.72(16) . . ?
C10 C11 C8 108.98(15) . . ?
C9 C11 H11 109.5 . . ?
C10 C11 H11 109.5 . . ?
C8 C11 H11 109.5 . . ?
C13 C12 C17 114.07(15) . . ?
C13 C12 B1 125.76(15) . . ?
C17 C12 B1 119.81(15) . . ?
F1 C13 C14 115.52(16) . . ?
F1 C13 C12 120.65(15) . . ?
C14 C13 C12 123.82(16) . . ?
F2 C14 C15 119.85(17) . . ?
F2 C14 C13 120.58(17) . . ?
C15 C14 C13 119.57(17) . . ?
F3 C15 C14 120.64(19) . . ?
F3 C15 C16 120.07(18) . . ?
C14 C15 C16 119.28(17) . . ?
F4 C16 C15 119.89(16) . . ?
F4 C16 C17 120.94(17) . . ?
C15 C16 C17 119.15(16) . . ?
F5 C17 C16 116.21(15) . . ?
F5 C17 C12 119.73(15) . . ?
C16 C17 C12 124.05(16) . . ?
C19 C18 C23 113.68(15) . . ?
C19 C18 B1 123.84(15) . . ?
C23 C18 B1 122.48(15) . . ?
F6 C19 C20 115.81(16) . . ?
F6 C19 C18 120.38(16) . . ?
C20 C19 C18 123.80(15) . . ?
F7 C20 C21 119.22(16) . . ?
F7 C20 C19 120.90(16) . . ?
C21 C20 C19 119.88(16) . . ?
F8 C21 C20 120.41(17) . . ?
F8 C21 C22 120.86(16) . . ?
C20 C21 C22 118.67(16) . . ?
F9 C22 C21 119.71(16) . . ?
F9 C22 C23 120.44(16) . . ?
C21 C22 C23 119.83(16) . . ?
F10 C23 C22 115.36(15) . . ?
F10 C23 C18 120.60(16) . . ?
C22 C23 C18 124.03(16) . . ?
N1 B1 C12 117.55(14) . . ?
N1 B1 C18 112.59(14) . . ?
C12 B1 C18 118.25(14) . . ?
N1 B1 S1 83.34(10) . . ?
C12 B1 S1 104.60(12) . . ?
C18 B1 S1 114.96(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
C2 N1 C1 S1 -172.04(13) . . . . ?
B1 N1 C1 S1 0.80(15) . . . . ?
B1 S1 C1 N1 -0.64(12) . . . . ?
C1 N1 C2 C7 -169.04(16) . . . . ?
B1 N1 C2 C7 20.9(2) . . . . ?
C1 N1 C2 C3 -48.4(2) . . . . ?
B1 N1 C2 C3 141.60(17) . . . . ?
C1 N1 C2 C8 71.7(2) . . . . ?
B1 N1 C2 C8 -98.3(2) . . . . ?
N1 C2 C3 C4 -179.98(14) . . . . ?
C7 C2 C3 C4 -59.76(18) . . . . ?
C8 C2 C3 C4 60.37(17) . . . . ?
C2 C3 C4 C5 59.53(19) . . . . ?
C2 C3 C4 C9 -60.66(18) . . . . ?
C3 C4 C5 C6 -60.0(2) . . . . ?
C9 C4 C5 C6 60.00(19) . . . . ?
C4 C5 C6 C10 -59.95(19) . . . . ?
C4 C5 C6 C7 59.97(19) . . . . ?
N1 C2 C7 C6 -179.50(14) . . . . ?
C3 C2 C7 C6 59.78(18) . . . . ?
C8 C2 C7 C6 -60.50(18) . . . . ?
C5 C6 C7 C2 -59.77(18) . . . . ?
C10 C6 C7 C2 60.15(19) . . . . ?
N1 C2 C8 C11 -179.92(14) . . . . ?
C7 C2 C8 C11 60.90(18) . . . . ?
C3 C2 C8 C11 -59.59(18) . . . . ?
C5 C4 C9 C11 -59.65(19) . . . . ?
C3 C4 C9 C11 60.5(2) . . . . ?
C5 C6 C10 C11 59.77(19) . . . . ?
C7 C6 C10 C11 -60.2(2) . . . . ?
C4 C9 C11 C10 59.64(19) . . . . ?
C4 C9 C11 C8 -60.06(19) . . . . ?
C6 C10 C11 C9 -59.79(19) . . . . ?
C6 C10 C11 C8 60.4(2) . . . . ?
C2 C8 C11 C9 59.54(19) . . . . ?
C2 C8 C11 C10 -60.62(19) . . . . ?
C17 C12 C13 F1 177.51(16) . . . . ?
B1 C12 C13 F1 4.5(3) . . . . ?
C17 C12 C13 C14 -1.5(3) . . . . ?
B1 C12 C13 C14 -174.54(18) . . . . ?
F1 C13 C14 F2 1.3(3) . . . . ?
C12 C13 C14 F2 -179.61(19) . . . . ?
F1 C13 C14 C15 -179.19(18) . . . . ?
C12 C13 C14 C15 -0.1(3) . . . . ?
F2 C14 C15 F3 -0.9(3) . . . . ?
C13 C14 C15 F3 179.63(19) . . . . ?
F2 C14 C15 C16 -179.9(2) . . . . ?
C13 C14 C15 C16 0.6(3) . . . . ?
F3 C15 C16 F4 -0.2(3) . . . . ?
C14 C15 C16 F4 178.83(19) . . . . ?
F3 C15 C16 C17 -178.43(19) . . . . ?
C14 C15 C16 C17 0.6(3) . . . . ?
F4 C16 C17 F5 -1.9(3) . . . . ?
C15 C16 C17 F5 176.35(18) . . . . ?
F4 C16 C17 C12 179.33(18) . . . . ?
C15 C16 C17 C12 -2.4(3) . . . . ?
C13 C12 C17 F5 -175.95(16) . . . . ?
B1 C12 C17 F5 -2.4(3) . . . . ?
C13 C12 C17 C16 2.8(3) . . . . ?
B1 C12 C17 C16 176.29(17) . . . . ?
C23 C18 C19 F6 -175.36(16) . . . . ?
B1 C18 C19 F6 4.5(3) . . . . ?
C23 C18 C19 C20 3.8(3) . . . . ?
B1 C18 C19 C20 -176.30(16) . . . . ?
F6 C19 C20 F7 -3.0(2) . . . . ?
C18 C19 C20 F7 177.79(16) . . . . ?
F6 C19 C20 C21 176.72(16) . . . . ?
C18 C19 C20 C21 -2.5(3) . . . . ?
F7 C20 C21 F8 2.5(3) . . . . ?
C19 C20 C21 F8 -177.20(16) . . . . ?
F7 C20 C21 C22 179.84(16) . . . . ?
C19 C20 C21 C22 0.1(3) . . . . ?
F8 C21 C22 F9 -0.4(3) . . . . ?
C20 C21 C22 F9 -177.71(16) . . . . ?
F8 C21 C22 C23 177.87(16) . . . . ?
C20 C21 C22 C23 0.6(3) . . . . ?
F9 C22 C23 F10 0.3(3) . . . . ?
C21 C22 C23 F10 -177.92(16) . . . . ?
F9 C22 C23 C18 179.32(17) . . . . ?
C21 C22 C23 C18 1.1(3) . . . . ?
C19 C18 C23 F10 175.82(16) . . . . ?
B1 C18 C23 F10 -4.1(3) . . . . ?
C19 C18 C23 C22 -3.1(3) . . . . ?
B1 C18 C23 C22 177.01(17) . . . . ?
C1 N1 B1 C12 102.39(17) . . . . ?
C2 N1 B1 C12 -85.8(2) . . . . ?
C1 N1 B1 C18 -114.94(16) . . . . ?
C2 N1 B1 C18 56.9(2) . . . . ?
C1 N1 B1 S1 -0.64(12) . . . . ?
C2 N1 B1 S1 171.22(17) . . . . ?
C13 C12 B1 N1 -2.9(3) . . . . ?
C17 C12 B1 N1 -175.58(16) . . . . ?
C13 C12 B1 C18 -143.43(18) . . . . ?
C17 C12 B1 C18 43.9(2) . . . . ?
C13 C12 B1 S1 87.16(18) . . . . ?
C17 C12 B1 S1 -85.53(17) . . . . ?
C19 C18 B1 N1 -120.46(17) . . . . ?
C23 C18 B1 N1 59.4(2) . . . . ?
C19 C18 B1 C12 21.9(2) . . . . ?
C23 C18 B1 C12 -158.20(16) . . . . ?
C19 C18 B1 S1 146.38(14) . . . . ?
C23 C18 B1 S1 -33.7(2) . . . . ?

_refine_diff_density_max         0.825
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.071



####################################################################### 
# 
# 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_2b
_database_code_depnum_ccdc_archive 'CCDC 1985534'
loop_
_audit_author_name
_audit_author_address
'Marc Schmidtmann'
;Carl von Ossietzky Universitaet Oldenburg
Germany
;
_audit_update_record             
;
2020-04-09 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_structural     C10H15SCNB(C6F5)3
_chemical_formula_sum            'C29 H15 B F15 N S'
_chemical_formula_weight         705.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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

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

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

_cell_length_a                   10.6377(4)
_cell_length_b                   11.0835(4)
_cell_length_c                   12.3782(4)
_cell_angle_alpha                86.9491(13)
_cell_angle_beta                 70.7503(12)
_cell_angle_gamma                73.9923(14)
_cell_volume                     1323.26(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9243
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      36.27

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.253
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9499
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS-2016/2 (Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_measurement_device_type  'Bruker Photon III CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            145517
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.108
_diffrn_reflns_theta_max         36.319
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             12838
_reflns_number_gt                10845
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT V8.38A'
_computing_data_reduction        'Bruker SAINT V8.38A'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+0.5000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12838
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0333
_refine_ls_wR_factor_ref         0.1013
_refine_ls_wR_factor_gt          0.0911
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.03857(2) 0.64998(2) 0.38523(2) 0.01955(5) Uani 1 1 d . . . . .
F1 F 0.67870(5) 0.30653(6) 0.13755(5) 0.01990(10) Uani 1 1 d . . . . .
F2 F 0.84676(6) 0.33655(6) 0.24321(6) 0.02877(13) Uani 1 1 d . . . . .
F3 F 0.76272(8) 0.36224(7) 0.47572(7) 0.03318(15) Uani 1 1 d . . . . .
F4 F 0.49681(8) 0.36633(6) 0.60075(5) 0.02701(13) Uani 1 1 d . . . . .
F5 F 0.31951(6) 0.34942(5) 0.49504(4) 0.01934(10) Uani 1 1 d . . . . .
F6 F 0.46353(6) 0.09017(5) 0.40124(5) 0.01991(10) Uani 1 1 d . . . . .
F7 F 0.33427(7) -0.08606(5) 0.47625(5) 0.02521(11) Uani 1 1 d . . . . .
F8 F 0.10643(6) -0.08736(5) 0.42400(6) 0.02501(12) Uani 1 1 d . . . . .
F9 F 0.00208(7) 0.09961(6) 0.30030(7) 0.02939(13) Uani 1 1 d . . . . .
F10 F 0.12950(6) 0.28106(5) 0.22366(5) 0.02168(10) Uani 1 1 d . . . . .
F11 F 0.55845(6) 0.07555(5) 0.14286(5) 0.02523(12) Uani 1 1 d . . . . .
F12 F 0.67532(7) 0.02103(6) -0.08159(5) 0.02846(13) Uani 1 1 d . . . . .
F13 F 0.62561(7) 0.19943(6) -0.23493(4) 0.02468(11) Uani 1 1 d . . . . .
F14 F 0.45320(8) 0.42996(6) -0.15727(5) 0.03113(15) Uani 1 1 d . . . . .
F15 F 0.33382(7) 0.48604(5) 0.06538(5) 0.02746(13) Uani 1 1 d . . . . .
N1 N 0.25803(7) 0.43526(6) 0.28826(5) 0.01321(10) Uani 1 1 d . . . . .
C1 C 0.16805(8) 0.52377(7) 0.32483(6) 0.01411(11) Uani 1 1 d . . . . .
C2 C -0.02494(7) 0.70892(7) 0.26286(6) 0.01332(11) Uani 1 1 d . . . . .
C3 C 0.08676(8) 0.74832(8) 0.16596(7) 0.01882(13) Uani 1 1 d . . . . .
H3A H 0.167022 0.674641 0.133847 0.023 Uiso 1 1 calc R U . . .
H3B H 0.118904 0.811568 0.195193 0.023 Uiso 1 1 calc R U . . .
C4 C 0.02365(10) 0.80441(9) 0.07265(7) 0.02273(16) Uani 1 1 d . . . . .
H4 H 0.095708 0.829464 0.007565 0.027 Uiso 1 1 calc R U . . .
C5 C -0.09793(9) 0.92050(8) 0.12310(8) 0.02066(14) Uani 1 1 d . . . . .
H5A H -0.064823 0.984447 0.150222 0.025 Uiso 1 1 calc R U . . .
H5B H -0.138397 0.957567 0.063394 0.025 Uiso 1 1 calc R U . . .
C6 C -0.20806(8) 0.88239(8) 0.22310(7) 0.01725(13) Uani 1 1 d . . . . .
H6 H -0.287161 0.958114 0.256174 0.021 Uiso 1 1 calc R U . . .
C7 C -0.14521(8) 0.82529(7) 0.31613(6) 0.01525(12) Uani 1 1 d . . . . .
H7A H -0.111112 0.887483 0.344700 0.018 Uiso 1 1 calc R U . . .
H7B H -0.216267 0.801249 0.381366 0.018 Uiso 1 1 calc R U . . .
C8 C -0.07643(9) 0.61038(7) 0.22149(7) 0.01813(13) Uani 1 1 d . . . . .
H8A H -0.147409 0.585391 0.286105 0.022 Uiso 1 1 calc R U . . .
H8B H 0.001307 0.534744 0.189594 0.022 Uiso 1 1 calc R U . . .
C9 C -0.02726(12) 0.70642(10) 0.02914(8) 0.0287(2) Uani 1 1 d . . . . .
H9A H 0.051200 0.631506 -0.003421 0.034 Uiso 1 1 calc R U . . .
H9B H -0.065855 0.741642 -0.032058 0.034 Uiso 1 1 calc R U . . .
C10 C -0.26028(10) 0.78497(9) 0.17976(9) 0.02462(17) Uani 1 1 d . . . . .
H10A H -0.302224 0.821730 0.120812 0.030 Uiso 1 1 calc R U . . .
H10B H -0.332183 0.760512 0.243913 0.030 Uiso 1 1 calc R U . . .
C11 C -0.13905(11) 0.66864(9) 0.12838(9) 0.02437(17) Uani 1 1 d . . . . .
H11 H -0.173223 0.605635 0.099490 0.029 Uiso 1 1 calc R U . . .
C12 C 0.48938(7) 0.32408(7) 0.31137(6) 0.01193(10) Uani 1 1 d . . . . .
C13 C 0.62614(8) 0.32195(7) 0.25224(7) 0.01451(11) Uani 1 1 d . . . . .
C14 C 0.71777(8) 0.33585(8) 0.30569(8) 0.01893(14) Uani 1 1 d . . . . .
C15 C 0.67482(10) 0.35008(8) 0.42345(8) 0.02118(15) Uani 1 1 d . . . . .
C16 C 0.53982(10) 0.35333(8) 0.48640(7) 0.01863(14) Uani 1 1 d . . . . .
C17 C 0.45109(8) 0.34304(7) 0.42951(6) 0.01433(11) Uani 1 1 d . . . . .
C18 C 0.29991(7) 0.19787(7) 0.31154(6) 0.01192(10) Uani 1 1 d . . . . .
C19 C 0.34798(8) 0.09990(7) 0.37558(6) 0.01359(11) Uani 1 1 d . . . . .
C20 C 0.28308(9) 0.00582(7) 0.41518(7) 0.01616(12) Uani 1 1 d . . . . .
C21 C 0.16640(8) 0.00571(7) 0.38993(7) 0.01725(13) Uani 1 1 d . . . . .
C22 C 0.11419(8) 0.10065(8) 0.32659(8) 0.01788(13) Uani 1 1 d . . . . .
C23 C 0.18165(8) 0.19311(7) 0.28869(7) 0.01476(12) Uani 1 1 d . . . . .
C24 C 0.43740(7) 0.28256(7) 0.11642(6) 0.01175(10) Uani 1 1 d . . . . .
C25 C 0.52578(8) 0.16534(7) 0.07137(6) 0.01496(12) Uani 1 1 d . . . . .
C26 C 0.58925(8) 0.13530(7) -0.04453(7) 0.01669(13) Uani 1 1 d . . . . .
C27 C 0.56494(8) 0.22517(8) -0.12254(6) 0.01621(12) Uani 1 1 d . . . . .
C28 C 0.47725(9) 0.34227(7) -0.08269(6) 0.01706(13) Uani 1 1 d . . . . .
C29 C 0.41588(8) 0.36832(7) 0.03438(6) 0.01504(12) Uani 1 1 d . . . . .
B1 B 0.37616(8) 0.30699(7) 0.25519(7) 0.01151(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.6681(8) . ?
S1 C2 1.8718(7) . ?
F1 C13 1.3443(9) . ?
F2 C14 1.3366(10) . ?
F3 C15 1.3375(10) . ?
F4 C16 1.3386(10) . ?
F5 C17 1.3510(9) . ?
F6 C19 1.3431(9) . ?
F7 C20 1.3374(9) . ?
F8 C21 1.3372(9) . ?
F9 C22 1.3387(10) . ?
F10 C23 1.3485(9) . ?
F11 C25 1.3464(9) . ?
F12 C26 1.3410(9) . ?
F13 C27 1.3349(9) . ?
F14 C28 1.3362(9) . ?
F15 C29 1.3476(9) . ?
N1 C1 1.1520(10) . ?
N1 B1 1.5829(10) . ?
C2 C8 1.5262(11) . ?
C2 C3 1.5271(11) . ?
C2 C7 1.5361(10) . ?
C3 C4 1.5414(13) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.5303(16) . ?
C4 C5 1.5341(12) . ?
C4 H4 1.0000 . ?
C5 C6 1.5311(12) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C10 1.5334(13) . ?
C6 C7 1.5396(11) . ?
C6 H6 1.0000 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C11 1.5423(12) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C11 1.5347(16) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.5361(14) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11 1.0000 . ?
C12 C13 1.3905(10) . ?
C12 C17 1.3933(10) . ?
C12 B1 1.6316(10) . ?
C13 C14 1.3895(11) . ?
C14 C15 1.3798(13) . ?
C15 C16 1.3811(14) . ?
C16 C17 1.3806(11) . ?
C18 C23 1.3922(10) . ?
C18 C19 1.3924(10) . ?
C18 B1 1.6386(11) . ?
C19 C20 1.3869(11) . ?
C20 C21 1.3766(12) . ?
C21 C22 1.3810(12) . ?
C22 C23 1.3848(11) . ?
C24 C29 1.3848(10) . ?
C24 C25 1.3930(10) . ?
C24 B1 1.6318(10) . ?
C25 C26 1.3831(11) . ?
C26 C27 1.3826(11) . ?
C27 C28 1.3766(11) . ?
C28 C29 1.3879(11) . ?

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
C1 S1 C2 101.79(3) . . ?
C1 N1 B1 172.18(7) . . ?
N1 C1 S1 176.70(7) . . ?
C8 C2 C3 111.75(7) . . ?
C8 C2 C7 110.78(6) . . ?
C3 C2 C7 109.48(6) . . ?
C8 C2 S1 110.38(5) . . ?
C3 C2 S1 111.10(5) . . ?
C7 C2 S1 103.03(5) . . ?
C2 C3 C4 108.03(7) . . ?
C2 C3 H3A 110.1 . . ?
C4 C3 H3A 110.1 . . ?
C2 C3 H3B 110.1 . . ?
C4 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
C9 C4 C5 109.74(8) . . ?
C9 C4 C3 109.64(7) . . ?
C5 C4 C3 109.33(7) . . ?
C9 C4 H4 109.4 . . ?
C5 C4 H4 109.4 . . ?
C3 C4 H4 109.4 . . ?
C6 C5 C4 109.43(7) . . ?
C6 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
C6 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.2 . . ?
C5 C6 C10 109.34(8) . . ?
C5 C6 C7 109.75(7) . . ?
C10 C6 C7 109.44(7) . . ?
C5 C6 H6 109.4 . . ?
C10 C6 H6 109.4 . . ?
C7 C6 H6 109.4 . . ?
C2 C7 C6 108.10(6) . . ?
C2 C7 H7A 110.1 . . ?
C6 C7 H7A 110.1 . . ?
C2 C7 H7B 110.1 . . ?
C6 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
C2 C8 C11 107.88(7) . . ?
C2 C8 H8A 110.1 . . ?
C11 C8 H8A 110.1 . . ?
C2 C8 H8B 110.1 . . ?
C11 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
C4 C9 C11 109.63(7) . . ?
C4 C9 H9A 109.7 . . ?
C11 C9 H9A 109.7 . . ?
C4 C9 H9B 109.7 . . ?
C11 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
C6 C10 C11 109.65(7) . . ?
C6 C10 H10A 109.7 . . ?
C11 C10 H10A 109.7 . . ?
C6 C10 H10B 109.7 . . ?
C11 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C9 C11 C10 109.82(8) . . ?
C9 C11 C8 109.21(8) . . ?
C10 C11 C8 109.36(8) . . ?
C9 C11 H11 109.5 . . ?
C10 C11 H11 109.5 . . ?
C8 C11 H11 109.5 . . ?
C13 C12 C17 114.10(7) . . ?
C13 C12 B1 126.25(6) . . ?
C17 C12 B1 119.64(6) . . ?
F1 C13 C14 115.18(7) . . ?
F1 C13 C12 121.51(7) . . ?
C14 C13 C12 123.31(7) . . ?
F2 C14 C15 120.08(8) . . ?
F2 C14 C13 120.12(8) . . ?
C15 C14 C13 119.79(8) . . ?
F3 C15 C14 120.21(9) . . ?
F3 C15 C16 120.49(9) . . ?
C14 C15 C16 119.30(7) . . ?
F4 C16 C17 121.03(8) . . ?
F4 C16 C15 120.01(8) . . ?
C17 C16 C15 118.96(8) . . ?
F5 C17 C16 116.51(7) . . ?
F5 C17 C12 119.01(7) . . ?
C16 C17 C12 124.46(7) . . ?
C23 C18 C19 114.48(6) . . ?
C23 C18 B1 119.43(6) . . ?
C19 C18 B1 125.91(6) . . ?
F6 C19 C20 115.69(7) . . ?
F6 C19 C18 121.10(6) . . ?
C20 C19 C18 123.20(7) . . ?
F7 C20 C21 119.66(7) . . ?
F7 C20 C19 120.49(7) . . ?
C21 C20 C19 119.84(7) . . ?
F8 C21 C20 120.16(8) . . ?
F8 C21 C22 120.41(8) . . ?
C20 C21 C22 119.41(7) . . ?
F9 C22 C21 119.52(7) . . ?
F9 C22 C23 121.34(8) . . ?
C21 C22 C23 119.11(7) . . ?
F10 C23 C22 116.79(7) . . ?
F10 C23 C18 119.25(7) . . ?
C22 C23 C18 123.94(7) . . ?
C29 C24 C25 114.05(6) . . ?
C29 C24 B1 127.16(6) . . ?
C25 C24 B1 118.75(6) . . ?
F11 C25 C26 116.39(7) . . ?
F11 C25 C24 119.46(6) . . ?
C26 C25 C24 124.08(7) . . ?
F12 C26 C27 119.93(7) . . ?
F12 C26 C25 120.73(7) . . ?
C27 C26 C25 119.33(7) . . ?
F13 C27 C28 120.22(7) . . ?
F13 C27 C26 120.76(7) . . ?
C28 C27 C26 119.02(7) . . ?
F14 C28 C27 119.55(7) . . ?
F14 C28 C29 120.76(7) . . ?
C27 C28 C29 119.69(7) . . ?
F15 C29 C24 120.65(6) . . ?
F15 C29 C28 115.50(7) . . ?
C24 C29 C28 123.84(7) . . ?
N1 B1 C12 103.93(6) . . ?
N1 B1 C24 110.25(6) . . ?
C12 B1 C24 113.86(6) . . ?
N1 B1 C18 105.33(6) . . ?
C12 B1 C18 114.57(6) . . ?
C24 B1 C18 108.45(6) . . ?

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
C1 S1 C2 C8 61.42(6) . . . . ?
C1 S1 C2 C3 -63.12(6) . . . . ?
C1 S1 C2 C7 179.74(5) . . . . ?
C8 C2 C3 C4 60.27(8) . . . . ?
C7 C2 C3 C4 -62.84(8) . . . . ?
S1 C2 C3 C4 -175.96(6) . . . . ?
C2 C3 C4 C9 -59.06(9) . . . . ?
C2 C3 C4 C5 61.29(9) . . . . ?
C9 C4 C5 C6 60.27(9) . . . . ?
C3 C4 C5 C6 -60.02(10) . . . . ?
C4 C5 C6 C10 -60.36(9) . . . . ?
C4 C5 C6 C7 59.69(9) . . . . ?
C8 C2 C7 C6 -61.39(8) . . . . ?
C3 C2 C7 C6 62.29(8) . . . . ?
S1 C2 C7 C6 -179.43(5) . . . . ?
C5 C6 C7 C2 -60.29(8) . . . . ?
C10 C6 C7 C2 59.71(9) . . . . ?
C3 C2 C8 C11 -60.79(9) . . . . ?
C7 C2 C8 C11 61.58(9) . . . . ?
S1 C2 C8 C11 175.05(6) . . . . ?
C5 C4 C9 C11 -59.40(9) . . . . ?
C3 C4 C9 C11 60.70(10) . . . . ?
C5 C6 C10 C11 59.91(9) . . . . ?
C7 C6 C10 C11 -60.33(10) . . . . ?
C4 C9 C11 C10 58.87(10) . . . . ?
C4 C9 C11 C8 -61.05(9) . . . . ?
C6 C10 C11 C9 -59.22(10) . . . . ?
C6 C10 C11 C8 60.61(10) . . . . ?
C2 C8 C11 C9 59.86(9) . . . . ?
C2 C8 C11 C10 -60.34(10) . . . . ?
C17 C12 C13 F1 -178.94(7) . . . . ?
B1 C12 C13 F1 0.98(11) . . . . ?
C17 C12 C13 C14 0.77(11) . . . . ?
B1 C12 C13 C14 -179.30(7) . . . . ?
F1 C13 C14 F2 1.70(11) . . . . ?
C12 C13 C14 F2 -178.03(7) . . . . ?
F1 C13 C14 C15 -178.88(7) . . . . ?
C12 C13 C14 C15 1.39(12) . . . . ?
F2 C14 C15 F3 -1.26(13) . . . . ?
C13 C14 C15 F3 179.32(8) . . . . ?
F2 C14 C15 C16 177.86(8) . . . . ?
C13 C14 C15 C16 -1.56(12) . . . . ?
F3 C15 C16 F4 -1.28(12) . . . . ?
C14 C15 C16 F4 179.61(7) . . . . ?
F3 C15 C16 C17 178.69(7) . . . . ?
C14 C15 C16 C17 -0.42(12) . . . . ?
F4 C16 C17 F5 1.31(11) . . . . ?
C15 C16 C17 F5 -178.66(7) . . . . ?
F4 C16 C17 C12 -177.21(7) . . . . ?
C15 C16 C17 C12 2.82(12) . . . . ?
C13 C12 C17 F5 178.60(6) . . . . ?
B1 C12 C17 F5 -1.33(10) . . . . ?
C13 C12 C17 C16 -2.91(11) . . . . ?
B1 C12 C17 C16 177.16(7) . . . . ?
C23 C18 C19 F6 177.99(7) . . . . ?
B1 C18 C19 F6 2.96(11) . . . . ?
C23 C18 C19 C20 -0.88(11) . . . . ?
B1 C18 C19 C20 -175.92(7) . . . . ?
F6 C19 C20 F7 0.98(11) . . . . ?
C18 C19 C20 F7 179.92(7) . . . . ?
F6 C19 C20 C21 -177.94(7) . . . . ?
C18 C19 C20 C21 0.99(12) . . . . ?
F7 C20 C21 F8 -1.55(12) . . . . ?
C19 C20 C21 F8 177.39(7) . . . . ?
F7 C20 C21 C22 -179.84(7) . . . . ?
C19 C20 C21 C22 -0.91(12) . . . . ?
F8 C21 C22 F9 0.60(12) . . . . ?
C20 C21 C22 F9 178.90(8) . . . . ?
F8 C21 C22 C23 -177.49(7) . . . . ?
C20 C21 C22 C23 0.80(12) . . . . ?
F9 C22 C23 F10 -0.43(12) . . . . ?
C21 C22 C23 F10 177.63(7) . . . . ?
F9 C22 C23 C18 -178.83(8) . . . . ?
C21 C22 C23 C18 -0.77(13) . . . . ?
C19 C18 C23 F10 -177.58(7) . . . . ?
B1 C18 C23 F10 -2.20(11) . . . . ?
C19 C18 C23 C22 0.78(11) . . . . ?
B1 C18 C23 C22 176.16(7) . . . . ?
C29 C24 C25 F11 177.66(7) . . . . ?
B1 C24 C25 F11 -0.03(11) . . . . ?
C29 C24 C25 C26 0.85(12) . . . . ?
B1 C24 C25 C26 -176.84(7) . . . . ?
F11 C25 C26 F12 1.79(12) . . . . ?
C24 C25 C26 F12 178.69(8) . . . . ?
F11 C25 C26 C27 -177.18(8) . . . . ?
C24 C25 C26 C27 -0.29(13) . . . . ?
F12 C26 C27 F13 0.42(13) . . . . ?
C25 C26 C27 F13 179.40(8) . . . . ?
F12 C26 C27 C28 -179.39(8) . . . . ?
C25 C26 C27 C28 -0.40(13) . . . . ?
F13 C27 C28 F14 0.05(13) . . . . ?
C26 C27 C28 F14 179.86(8) . . . . ?
F13 C27 C28 C29 -179.35(8) . . . . ?
C26 C27 C28 C29 0.46(13) . . . . ?
C25 C24 C29 F15 -179.32(8) . . . . ?
B1 C24 C29 F15 -1.87(12) . . . . ?
C25 C24 C29 C28 -0.79(12) . . . . ?
B1 C24 C29 C28 176.66(8) . . . . ?
F14 C28 C29 F15 -0.62(13) . . . . ?
C27 C28 C29 F15 178.77(8) . . . . ?
F14 C28 C29 C24 -179.22(8) . . . . ?
C27 C28 C29 C24 0.17(13) . . . . ?
C13 C12 B1 N1 -118.64(7) . . . . ?
C17 C12 B1 N1 61.28(8) . . . . ?
C13 C12 B1 C24 1.33(10) . . . . ?
C17 C12 B1 C24 -178.75(6) . . . . ?
C13 C12 B1 C18 126.97(7) . . . . ?
C17 C12 B1 C18 -53.10(9) . . . . ?
C29 C24 B1 N1 13.12(10) . . . . ?
C25 C24 B1 N1 -169.53(6) . . . . ?
C29 C24 B1 C12 -103.23(8) . . . . ?
C25 C24 B1 C12 74.13(8) . . . . ?
C29 C24 B1 C18 127.95(8) . . . . ?
C25 C24 B1 C18 -54.69(8) . . . . ?
C23 C18 B1 N1 52.53(8) . . . . ?
C19 C18 B1 N1 -132.66(7) . . . . ?
C23 C18 B1 C12 166.10(6) . . . . ?
C19 C18 B1 C12 -19.09(10) . . . . ?
C23 C18 B1 C24 -65.49(8) . . . . ?
C19 C18 B1 C24 109.33(8) . . . . ?

_refine_diff_density_max         0.623
_refine_diff_density_min         -0.688
_refine_diff_density_rms         0.059



####################################################################### 
# 
# 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_2c
_database_code_depnum_ccdc_archive 'CCDC 1985531'
loop_
_audit_author_name
_audit_author_address
'Marc Schmidtmann'
;Carl von Ossietzky Universitaet Oldenburg
Germany
;
_audit_update_record             
;
2020-04-09 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_structural     '(C7H7)SCNB(C6F5)3 *0.5C6D6'
_chemical_formula_sum            'C29 H7 B D3 F15 N S'
_chemical_formula_weight         703.27

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.0472(6)
_cell_length_b                   13.8833(7)
_cell_length_c                   18.2965(8)
_cell_angle_alpha                78.3352(18)
_cell_angle_beta                 79.4105(18)
_cell_angle_gamma                86.855(2)
_cell_volume                     2700.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9932
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      33.39

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.729
_exptl_crystal_F_000             1388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.247
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9437
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS-2016/2 (Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_measurement_device_type  'Bruker Photon III CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            221213
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.498
_diffrn_reflns_theta_max         33.728
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             21581
_reflns_number_gt                17092
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT V8.40A'
_computing_data_reduction        'Bruker SAINT V8.40A'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         21581
_refine_ls_number_parameters     847
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.1051
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.56655(3) 0.26036(2) 0.37150(2) 0.02658(7) Uani 1 1 d . . . . .
F4 F 0.16779(7) 0.56263(5) 0.19766(4) 0.01903(13) Uani 1 1 d . . . . .
F5 F 0.39330(7) 0.52616(5) 0.30063(4) 0.02216(14) Uani 1 1 d . . . . .
F7 F 0.01990(7) 0.33503(6) 0.22770(4) 0.02562(16) Uani 1 1 d . . . . .
F8 F 0.17448(7) 0.24543(5) 0.45743(4) 0.02115(14) Uani 1 1 d . . . . .
F9 F -0.05999(7) 0.60992(6) 0.44766(5) 0.02694(16) Uani 1 1 d . . . . .
F10 F -0.02525(6) 0.44501(6) 0.39454(4) 0.02313(15) Uani 1 1 d . . . . .
F11 F 0.35781(8) 0.68830(6) 0.35878(5) 0.02906(17) Uani 1 1 d . . . . .
F14 F 0.13018(8) 0.73389(6) 0.43224(5) 0.02816(17) Uani 1 1 d . . . . .
F15 F 0.33469(8) 0.23915(6) 0.21693(4) 0.02662(16) Uani 1 1 d . . . . .
F19 F 0.00655(8) 0.10504(6) 0.50595(4) 0.02892(17) Uani 1 1 d . . . . .
F20 F 0.25326(8) 0.59835(6) 0.04959(4) 0.02818(17) Uani 1 1 d . . . . .
F22 F -0.15493(7) 0.20188(7) 0.28083(5) 0.02952(17) Uani 1 1 d . . . . .
F25 F 0.38077(8) 0.45567(7) -0.01802(4) 0.03361(19) Uani 1 1 d . . . . .
F31 F 0.41430(9) 0.27484(7) 0.06714(5) 0.0347(2) Uani 1 1 d . . . . .
F32 F -0.16334(8) 0.08394(6) 0.41944(5) 0.03258(19) Uani 1 1 d . . . . .
N1 N 0.33616(9) 0.32994(7) 0.33621(5) 0.01547(16) Uani 1 1 d . . . . .
C1 C 0.42808(10) 0.29881(8) 0.35223(6) 0.01636(18) Uani 1 1 d . . . . .
C2 C 0.52387(14) 0.14735(9) 0.44299(8) 0.0281(3) Uani 1 1 d . . . . .
H2A H 0.597761 0.119934 0.463942 0.034 Uiso 1 1 calc R U . . .
H2B H 0.462301 0.164656 0.485177 0.034 Uiso 1 1 calc R U . . .
C3 C 0.47208(12) 0.07039(8) 0.41187(7) 0.0201(2) Uani 1 1 d . . . . .
C4 C 0.54757(13) 0.01850(10) 0.36275(8) 0.0266(2) Uani 1 1 d . . . . .
H4 H 0.632987 0.031936 0.348494 0.032 Uiso 1 1 calc R U . . .
C5 C 0.49715(16) -0.05288(11) 0.33481(9) 0.0346(3) Uani 1 1 d . . . . .
H5 H 0.548561 -0.088644 0.301604 0.042 Uiso 1 1 calc R U . . .
C6 C 0.37271(17) -0.07248(11) 0.35484(9) 0.0363(3) Uani 1 1 d . . . . .
H6 H 0.338785 -0.120966 0.334967 0.044 Uiso 1 1 calc R U . . .
C7 C 0.29789(15) -0.02146(11) 0.40377(9) 0.0332(3) Uani 1 1 d . . . . .
H7 H 0.212509 -0.035120 0.417801 0.040 Uiso 1 1 calc R U . . .
C8 C 0.34733(13) 0.04977(10) 0.43246(7) 0.0257(2) Uani 1 1 d . . . . .
H8 H 0.295716 0.084560 0.466289 0.031 Uiso 1 1 calc R U . . .
C9 C 0.10975(10) 0.29413(8) 0.33853(6) 0.01466(17) Uani 1 1 d . . . . .
C10 C 0.09828(10) 0.23407(8) 0.40998(6) 0.01650(18) Uani 1 1 d . . . . .
C11 C 0.01035(12) 0.16238(9) 0.43727(7) 0.0207(2) Uani 1 1 d . . . . .
C12 C -0.07522(11) 0.15116(9) 0.39349(7) 0.0226(2) Uani 1 1 d . . . . .
C13 C -0.07022(11) 0.21071(9) 0.32292(7) 0.0211(2) Uani 1 1 d . . . . .
C14 C 0.02152(10) 0.27934(8) 0.29685(6) 0.01742(19) Uani 1 1 d . . . . .
C15 C 0.18668(10) 0.47578(8) 0.34515(6) 0.01402(17) Uani 1 1 d . . . . .
C16 C 0.07317(10) 0.50234(8) 0.38356(6) 0.01593(18) Uani 1 1 d . . . . .
C17 C 0.05271(11) 0.58823(9) 0.41218(6) 0.0185(2) Uani 1 1 d . . . . .
C18 C 0.14791(12) 0.65150(8) 0.40410(6) 0.0195(2) Uani 1 1 d . . . . .
C19 C 0.26301(11) 0.62846(8) 0.36669(7) 0.0192(2) Uani 1 1 d . . . . .
C20 C 0.27898(10) 0.54292(8) 0.33817(6) 0.01644(18) Uani 1 1 d . . . . .
C21 C 0.25419(10) 0.40109(8) 0.21581(6) 0.01467(17) Uani 1 1 d . . . . .
C22 C 0.23313(10) 0.49010(8) 0.16891(6) 0.01557(18) Uani 1 1 d . . . . .
C23 C 0.27455(11) 0.50988(9) 0.09116(6) 0.0199(2) Uani 1 1 d . . . . .
C24 C 0.33811(12) 0.43804(10) 0.05671(6) 0.0230(2) Uani 1 1 d . . . . .
C25 C 0.35648(12) 0.34660(10) 0.10019(7) 0.0234(2) Uani 1 1 d . . . . .
C26 C 0.31486(11) 0.33020(9) 0.17771(6) 0.0190(2) Uani 1 1 d . . . . .
B1 B 0.21482(11) 0.37753(9) 0.30802(6) 0.01382(19) Uani 1 1 d . . . . .
S2 S 0.38220(3) 0.70897(2) 0.16090(2) 0.02152(6) Uani 1 1 d . . . . .
F1 F 0.98726(6) 0.52871(5) 0.10612(4) 0.02033(13) Uani 1 1 d . . . . .
F2 F 0.78374(7) 0.41050(5) 0.31269(4) 0.01940(13) Uani 1 1 d . . . . .
F3 F 0.57566(7) 0.43928(5) 0.21476(5) 0.02404(15) Uani 1 1 d . . . . .
F6 F 0.76998(7) 0.71149(6) 0.04320(4) 0.02203(14) Uani 1 1 d . . . . .
F12 F 0.83062(8) 0.23820(6) 0.07240(5) 0.02692(16) Uani 1 1 d . . . . .
F13 F 1.01926(7) 0.36608(6) 0.05061(4) 0.02542(16) Uani 1 1 d . . . . .
F16 F 1.12142(7) 0.79048(6) 0.19282(5) 0.02837(17) Uani 1 1 d . . . . .
F17 F 0.95312(7) 0.65603(6) 0.26301(4) 0.02249(14) Uani 1 1 d . . . . .
F18 F 0.71402(8) 0.39203(6) 0.46165(4) 0.02701(16) Uani 1 1 d . . . . .
F21 F 0.65284(9) 0.74456(6) 0.27992(4) 0.02895(17) Uani 1 1 d . . . . .
F23 F 0.61277(8) 0.54810(8) 0.52273(4) 0.0343(2) Uani 1 1 d . . . . .
F24 F 0.61022(8) 0.27596(6) 0.15736(5) 0.03039(18) Uani 1 1 d . . . . .
F26 F 0.92792(8) 0.85589(6) -0.02129(5) 0.03253(19) Uani 1 1 d . . . . .
F27 F 0.58673(10) 0.72443(7) 0.43005(5) 0.0406(2) Uani 1 1 d . . . . .
F34 F 1.10881(8) 0.89443(6) 0.05146(5) 0.03384(19) Uani 1 1 d . . . . .
N2 N 0.62259(9) 0.63835(7) 0.17280(5) 0.01562(16) Uani 1 1 d . . . . .
C27 C 0.52708(10) 0.67041(8) 0.16477(6) 0.01650(18) Uani 1 1 d . . . . .
C28 C 0.40737(11) 0.81047(9) 0.07690(7) 0.0204(2) Uani 1 1 d . . . . .
H28A H 0.455520 0.784882 0.033422 0.024 Uiso 1 1 calc R U . . .
H28B H 0.326646 0.834364 0.063522 0.024 Uiso 1 1 calc R U . . .
C29 C 0.47367(11) 0.89449(8) 0.08980(6) 0.0188(2) Uani 1 1 d . . . . .
C30 C 0.41316(16) 0.95973(10) 0.13361(8) 0.0321(3) Uani 1 1 d . . . . .
H30 H 0.328621 0.951104 0.155522 0.038 Uiso 1 1 calc R U . . .
C31 C 0.4765(2) 1.03727(11) 0.14520(10) 0.0443(4) Uani 1 1 d . . . . .
H31 H 0.434926 1.082080 0.174708 0.053 Uiso 1 1 calc R U . . .
C32 C 0.5995(2) 1.04962(11) 0.11406(10) 0.0445(4) Uani 1 1 d . . . . .
H32 H 0.642697 1.102416 0.122702 0.053 Uiso 1 1 calc R U . . .
C33 C 0.66002(16) 0.98556(11) 0.07045(10) 0.0369(3) Uani 1 1 d . . . . .
H33 H 0.744689 0.994322 0.048919 0.044 Uiso 1 1 calc R U . . .
C34 C 0.59703(12) 0.90818(9) 0.05802(8) 0.0243(2) Uani 1 1 d . . . . .
H34 H 0.638645 0.864415 0.027591 0.029 Uiso 1 1 calc R U . . .
C35 C 0.84992(10) 0.67994(8) 0.15759(6) 0.01424(17) Uani 1 1 d . . . . .
C36 C 0.85156(10) 0.73269(8) 0.08419(6) 0.01697(19) Uani 1 1 d . . . . .
C37 C 0.93447(11) 0.80538(9) 0.04860(7) 0.0216(2) Uani 1 1 d . . . . .
C38 C 1.02557(11) 0.82523(9) 0.08557(8) 0.0230(2) Uani 1 1 d . . . . .
C39 C 1.03097(10) 0.77301(9) 0.15755(7) 0.0198(2) Uani 1 1 d . . . . .
C40 C 0.94305(10) 0.70314(8) 0.19248(6) 0.01618(18) Uani 1 1 d . . . . .
C41 C 0.71811(10) 0.57784(8) 0.28826(6) 0.01466(17) Uani 1 1 d . . . . .
C42 C 0.66865(12) 0.65494(9) 0.32295(7) 0.0202(2) Uani 1 1 d . . . . .
C43 C 0.63377(12) 0.64669(10) 0.40050(7) 0.0249(2) Uani 1 1 d . . . . .
C44 C 0.64793(12) 0.55761(10) 0.44745(6) 0.0235(2) Uani 1 1 d . . . . .
C45 C 0.69817(11) 0.47887(9) 0.41642(6) 0.0191(2) Uani 1 1 d . . . . .
C46 C 0.73295(10) 0.49035(8) 0.33823(6) 0.01501(18) Uani 1 1 d . . . . .
C47 C 0.77755(9) 0.49504(8) 0.16112(6) 0.01346(17) Uani 1 1 d . . . . .
C48 C 0.88888(10) 0.47086(8) 0.11904(6) 0.01445(17) Uani 1 1 d . . . . .
C49 C 0.90834(10) 0.38557(8) 0.08930(6) 0.01708(19) Uani 1 1 d . . . . .
C50 C 0.81442(11) 0.32016(8) 0.10145(6) 0.0183(2) Uani 1 1 d . . . . .
C51 C 0.70219(11) 0.33982(8) 0.14398(7) 0.0191(2) Uani 1 1 d . . . . .
C52 C 0.68669(10) 0.42523(8) 0.17245(6) 0.01617(18) Uani 1 1 d . . . . .
B2 B 0.74968(11) 0.59482(8) 0.19580(6) 0.01340(19) Uani 1 1 d . . . . .
C53 C 0.92531(17) 1.02187(12) 0.18122(9) 0.0376(3) Uani 1 1 d . . . . .
D53 D 0.897463 1.052460 0.135800 0.045 Uiso 1 1 calc R U . . .
C54 C 0.8562(2) 0.94959(13) 0.23159(10) 0.0450(4) Uani 1 1 d . . . . .
D54 D 0.780854 0.930404 0.221293 0.054 Uiso 1 1 calc R U . . .
C55 C 0.8979(3) 0.90487(15) 0.29778(10) 0.0605(7) Uani 1 1 d . . . . .
D55 D 0.850830 0.855025 0.333097 0.073 Uiso 1 1 calc R U . . .
C56 C 1.0089(3) 0.93325(16) 0.31226(10) 0.0624(7) Uani 1 1 d . . . . .
D56 D 1.037673 0.902157 0.357269 0.075 Uiso 1 1 calc R U . . .
C57 C 1.0771(2) 1.00599(16) 0.26177(10) 0.0513(5) Uani 1 1 d . . . . .
D57 D 1.152380 1.025537 0.271912 0.062 Uiso 1 1 calc R U . . .
C58 C 1.03508(18) 1.05057(14) 0.19599(9) 0.0416(4) Uani 1 1 d . . . . .
D58 D 1.081671 1.100954 0.160921 0.050 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.6679(11) . ?
S1 C2 1.8491(14) . ?
F4 C22 1.3440(13) . ?
F5 C20 1.3544(13) . ?
F7 C14 1.3454(13) . ?
F8 C10 1.3512(13) . ?
F9 C17 1.3428(13) . ?
F10 C16 1.3439(13) . ?
F11 C19 1.3414(14) . ?
F14 C18 1.3372(13) . ?
F15 C26 1.3496(14) . ?
F19 C11 1.3395(14) . ?
F20 C23 1.3412(14) . ?
F22 C13 1.3413(14) . ?
F25 C24 1.3386(13) . ?
F31 C25 1.3410(14) . ?
F32 C12 1.3396(14) . ?
N1 C1 1.1463(14) . ?
N1 B1 1.5869(15) . ?
C2 C3 1.4920(18) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C8 1.3900(19) . ?
C3 C4 1.3938(17) . ?
C4 C5 1.387(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.381(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.388(2) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.3893(15) . ?
C9 C14 1.3901(15) . ?
C9 B1 1.6271(16) . ?
C10 C11 1.3821(16) . ?
C11 C12 1.3801(19) . ?
C12 C13 1.3787(18) . ?
C13 C14 1.3810(16) . ?
C15 C16 1.3902(15) . ?
C15 C20 1.3904(15) . ?
C15 B1 1.6337(15) . ?
C16 C17 1.3879(15) . ?
C17 C18 1.3752(18) . ?
C18 C19 1.3827(17) . ?
C19 C20 1.3810(15) . ?
C21 C22 1.3894(15) . ?
C21 C26 1.3919(15) . ?
C21 B1 1.6326(15) . ?
C22 C23 1.3875(15) . ?
C23 C24 1.3783(18) . ?
C24 C25 1.3814(19) . ?
C25 C26 1.3842(16) . ?
S2 C27 1.6690(11) . ?
S2 C28 1.8534(12) . ?
F1 C48 1.3442(13) . ?
F2 C46 1.3442(12) . ?
F3 C52 1.3519(12) . ?
F6 C36 1.3521(13) . ?
F12 C50 1.3404(12) . ?
F13 C49 1.3409(13) . ?
F16 C39 1.3418(14) . ?
F17 C40 1.3449(13) . ?
F18 C45 1.3400(14) . ?
F21 C42 1.3524(14) . ?
F23 C44 1.3420(13) . ?
F24 C51 1.3408(14) . ?
F26 C37 1.3409(14) . ?
F27 C43 1.3410(14) . ?
F34 C38 1.3423(14) . ?
N2 C27 1.1454(14) . ?
N2 B2 1.5922(15) . ?
C28 C29 1.4905(17) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C34 1.3871(18) . ?
C29 C30 1.3928(17) . ?
C30 C31 1.386(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.380(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.378(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.389(2) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 C40 1.3895(15) . ?
C35 C36 1.3911(15) . ?
C35 B2 1.6238(16) . ?
C36 C37 1.3776(16) . ?
C37 C38 1.3793(19) . ?
C38 C39 1.3789(18) . ?
C39 C40 1.3846(16) . ?
C41 C46 1.3865(15) . ?
C41 C42 1.3893(15) . ?
C41 B2 1.6340(15) . ?
C42 C43 1.3830(16) . ?
C43 C44 1.3750(19) . ?
C44 C45 1.3763(18) . ?
C45 C46 1.3900(15) . ?
C47 C48 1.3889(14) . ?
C47 C52 1.3924(15) . ?
C47 B2 1.6289(15) . ?
C48 C49 1.3907(15) . ?
C49 C50 1.3739(17) . ?
C50 C51 1.3825(16) . ?
C51 C52 1.3790(15) . ?
C53 C54 1.375(3) . ?
C53 C58 1.385(3) . ?
C53 D53 0.9500 . ?
C54 C55 1.391(3) . ?
C54 D54 0.9500 . ?
C55 C56 1.394(4) . ?
C55 D55 0.9500 . ?
C56 C57 1.375(4) . ?
C56 D56 0.9500 . ?
C57 C58 1.385(2) . ?
C57 D57 0.9500 . ?
C58 D58 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C2 100.15(6) . . ?
C1 N1 B1 175.54(11) . . ?
N1 C1 S1 176.00(11) . . ?
C3 C2 S1 113.23(9) . . ?
C3 C2 H2A 108.9 . . ?
S1 C2 H2A 108.9 . . ?
C3 C2 H2B 108.9 . . ?
S1 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C8 C3 C4 119.63(12) . . ?
C8 C3 C2 119.64(12) . . ?
C4 C3 C2 120.73(13) . . ?
C5 C4 C3 119.56(14) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C6 C5 C4 120.63(14) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 C6 C5 119.89(14) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C6 C7 C8 120.05(14) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C3 120.24(13) . . ?
C7 C8 H8 119.9 . . ?
C3 C8 H8 119.9 . . ?
C10 C9 C14 114.42(10) . . ?
C10 C9 B1 122.41(9) . . ?
C14 C9 B1 123.14(9) . . ?
F8 C10 C11 116.45(10) . . ?
F8 C10 C9 119.86(10) . . ?
C11 C10 C9 123.68(11) . . ?
F19 C11 C12 119.99(11) . . ?
F19 C11 C10 120.66(11) . . ?
C12 C11 C10 119.35(11) . . ?
F32 C12 C13 120.11(12) . . ?
F32 C12 C11 120.52(12) . . ?
C13 C12 C11 119.36(11) . . ?
F22 C13 C12 119.69(11) . . ?
F22 C13 C14 120.91(11) . . ?
C12 C13 C14 119.40(11) . . ?
F7 C14 C13 115.91(10) . . ?
F7 C14 C9 120.34(10) . . ?
C13 C14 C9 123.73(11) . . ?
C16 C15 C20 113.93(10) . . ?
C16 C15 B1 125.47(10) . . ?
C20 C15 B1 120.58(9) . . ?
F10 C16 C17 115.68(10) . . ?
F10 C16 C15 120.89(10) . . ?
C17 C16 C15 123.44(11) . . ?
F9 C17 C18 119.80(10) . . ?
F9 C17 C16 120.18(11) . . ?
C18 C17 C16 120.02(10) . . ?
F14 C18 C17 120.79(11) . . ?
F14 C18 C19 120.23(11) . . ?
C17 C18 C19 118.98(10) . . ?
F11 C19 C20 120.66(11) . . ?
F11 C19 C18 120.21(10) . . ?
C20 C19 C18 119.13(11) . . ?
F5 C20 C19 115.97(10) . . ?
F5 C20 C15 119.53(9) . . ?
C19 C20 C15 124.50(10) . . ?
C22 C21 C26 114.28(10) . . ?
C22 C21 B1 125.01(9) . . ?
C26 C21 B1 120.71(9) . . ?
F4 C22 C23 115.92(10) . . ?
F4 C22 C21 120.47(9) . . ?
C23 C22 C21 123.60(10) . . ?
F20 C23 C24 120.01(10) . . ?
F20 C23 C22 120.37(11) . . ?
C24 C23 C22 119.61(11) . . ?
F25 C24 C23 120.83(12) . . ?
F25 C24 C25 120.01(12) . . ?
C23 C24 C25 119.16(10) . . ?
F31 C25 C24 119.91(11) . . ?
F31 C25 C26 120.70(12) . . ?
C24 C25 C26 119.40(11) . . ?
F15 C26 C25 116.55(10) . . ?
F15 C26 C21 119.61(10) . . ?
C25 C26 C21 123.84(11) . . ?
N1 B1 C9 106.05(8) . . ?
N1 B1 C21 103.61(8) . . ?
C9 B1 C21 112.99(9) . . ?
N1 B1 C15 104.90(8) . . ?
C9 B1 C15 114.17(9) . . ?
C21 B1 C15 113.83(9) . . ?
C27 S2 C28 100.52(5) . . ?
C27 N2 B2 172.16(11) . . ?
N2 C27 S2 174.24(11) . . ?
C29 C28 S2 112.77(8) . . ?
C29 C28 H28A 109.0 . . ?
S2 C28 H28A 109.0 . . ?
C29 C28 H28B 109.0 . . ?
S2 C28 H28B 109.0 . . ?
H28A C28 H28B 107.8 . . ?
C34 C29 C30 119.38(12) . . ?
C34 C29 C28 119.89(11) . . ?
C30 C29 C28 120.73(12) . . ?
C31 C30 C29 119.91(15) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C32 C31 C30 120.28(15) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C33 C32 C31 120.17(15) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 119.92(16) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C29 C34 C33 120.33(13) . . ?
C29 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C40 C35 C36 114.64(10) . . ?
C40 C35 B2 124.09(9) . . ?
C36 C35 B2 121.20(9) . . ?
F6 C36 C37 116.51(10) . . ?
F6 C36 C35 119.56(10) . . ?
C37 C36 C35 123.92(11) . . ?
F26 C37 C36 120.79(12) . . ?
F26 C37 C38 120.11(11) . . ?
C36 C37 C38 119.10(11) . . ?
F34 C38 C39 120.31(12) . . ?
F34 C38 C37 120.17(12) . . ?
C39 C38 C37 119.52(11) . . ?
F16 C39 C38 119.58(11) . . ?
F16 C39 C40 120.84(11) . . ?
C38 C39 C40 119.58(11) . . ?
F17 C40 C39 116.30(10) . . ?
F17 C40 C35 120.53(10) . . ?
C39 C40 C35 123.16(10) . . ?
C46 C41 C42 114.35(10) . . ?
C46 C41 B2 125.95(9) . . ?
C42 C41 B2 119.68(9) . . ?
F21 C42 C43 116.41(10) . . ?
F21 C42 C41 119.59(10) . . ?
C43 C42 C41 123.99(11) . . ?
F27 C43 C44 119.98(11) . . ?
F27 C43 C42 120.72(12) . . ?
C44 C43 C42 119.30(11) . . ?
F23 C44 C43 119.98(12) . . ?
F23 C44 C45 120.67(12) . . ?
C43 C44 C45 119.35(11) . . ?
F18 C45 C44 119.91(10) . . ?
F18 C45 C46 120.48(11) . . ?
C44 C45 C46 119.60(11) . . ?
F2 C46 C41 120.79(9) . . ?
F2 C46 C45 115.82(10) . . ?
C41 C46 C45 123.38(10) . . ?
C48 C47 C52 114.11(9) . . ?
C48 C47 B2 125.22(9) . . ?
C52 C47 B2 120.67(9) . . ?
F1 C48 C47 121.20(9) . . ?
F1 C48 C49 115.32(9) . . ?
C47 C48 C49 123.45(10) . . ?
F13 C49 C50 120.17(10) . . ?
F13 C49 C48 120.09(10) . . ?
C50 C49 C48 119.72(10) . . ?
F12 C50 C49 120.71(10) . . ?
F12 C50 C51 120.04(11) . . ?
C49 C50 C51 119.25(10) . . ?
F24 C51 C52 120.81(11) . . ?
F24 C51 C50 119.99(10) . . ?
C52 C51 C50 119.20(10) . . ?
F3 C52 C51 116.35(10) . . ?
F3 C52 C47 119.40(9) . . ?
C51 C52 C47 124.25(10) . . ?
N2 B2 C35 105.52(8) . . ?
N2 B2 C47 105.78(8) . . ?
C35 B2 C47 113.18(8) . . ?
N2 B2 C41 102.00(8) . . ?
C35 B2 C41 113.49(9) . . ?
C47 B2 C41 115.34(9) . . ?
C54 C53 C58 120.71(16) . . ?
C54 C53 D53 119.6 . . ?
C58 C53 D53 119.6 . . ?
C53 C54 C55 119.3(2) . . ?
C53 C54 D54 120.4 . . ?
C55 C54 D54 120.4 . . ?
C54 C55 C56 119.9(2) . . ?
C54 C55 D55 120.0 . . ?
C56 C55 D55 120.0 . . ?
C57 C56 C55 120.36(17) . . ?
C57 C56 D56 119.8 . . ?
C55 C56 D56 119.8 . . ?
C56 C57 C58 119.5(2) . . ?
C56 C57 D57 120.2 . . ?
C58 C57 D57 120.2 . . ?
C57 C58 C53 120.16(19) . . ?
C57 C58 D58 119.9 . . ?
C53 C58 D58 119.9 . . ?

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
C1 S1 C2 C3 64.66(11) . . . . ?
S1 C2 C3 C8 -108.67(12) . . . . ?
S1 C2 C3 C4 71.73(14) . . . . ?
C8 C3 C4 C5 0.21(19) . . . . ?
C2 C3 C4 C5 179.81(12) . . . . ?
C3 C4 C5 C6 0.4(2) . . . . ?
C4 C5 C6 C7 -0.7(2) . . . . ?
C5 C6 C7 C8 0.4(2) . . . . ?
C6 C7 C8 C3 0.3(2) . . . . ?
C4 C3 C8 C7 -0.57(19) . . . . ?
C2 C3 C8 C7 179.83(12) . . . . ?
C14 C9 C10 F8 -176.30(9) . . . . ?
B1 C9 C10 F8 1.44(15) . . . . ?
C14 C9 C10 C11 2.54(16) . . . . ?
B1 C9 C10 C11 -179.71(10) . . . . ?
F8 C10 C11 F19 -3.04(16) . . . . ?
C9 C10 C11 F19 178.08(10) . . . . ?
F8 C10 C11 C12 175.99(10) . . . . ?
C9 C10 C11 C12 -2.89(17) . . . . ?
F19 C11 C12 F32 0.76(18) . . . . ?
C10 C11 C12 F32 -178.28(11) . . . . ?
F19 C11 C12 C13 179.98(11) . . . . ?
C10 C11 C12 C13 0.94(18) . . . . ?
F32 C12 C13 F22 0.87(18) . . . . ?
C11 C12 C13 F22 -178.35(11) . . . . ?
F32 C12 C13 C14 -179.71(11) . . . . ?
C11 C12 C13 C14 1.07(18) . . . . ?
F22 C13 C14 F7 -0.24(16) . . . . ?
C12 C13 C14 F7 -179.65(11) . . . . ?
F22 C13 C14 C9 178.05(11) . . . . ?
C12 C13 C14 C9 -1.36(18) . . . . ?
C10 C9 C14 F7 177.82(10) . . . . ?
B1 C9 C14 F7 0.09(16) . . . . ?
C10 C9 C14 C13 -0.40(16) . . . . ?
B1 C9 C14 C13 -178.13(10) . . . . ?
C20 C15 C16 F10 179.73(10) . . . . ?
B1 C15 C16 F10 1.42(16) . . . . ?
C20 C15 C16 C17 0.36(16) . . . . ?
B1 C15 C16 C17 -177.95(10) . . . . ?
F10 C16 C17 F9 -0.47(15) . . . . ?
C15 C16 C17 F9 178.93(10) . . . . ?
F10 C16 C17 C18 179.67(10) . . . . ?
C15 C16 C17 C18 -0.93(17) . . . . ?
F9 C17 C18 F14 1.05(17) . . . . ?
C16 C17 C18 F14 -179.09(10) . . . . ?
F9 C17 C18 C19 -179.31(10) . . . . ?
C16 C17 C18 C19 0.56(17) . . . . ?
F14 C18 C19 F11 0.42(17) . . . . ?
C17 C18 C19 F11 -179.23(11) . . . . ?
F14 C18 C19 C20 179.97(10) . . . . ?
C17 C18 C19 C20 0.32(17) . . . . ?
F11 C19 C20 F5 -1.97(16) . . . . ?
C18 C19 C20 F5 178.48(10) . . . . ?
F11 C19 C20 C15 178.61(11) . . . . ?
C18 C19 C20 C15 -0.94(18) . . . . ?
C16 C15 C20 F5 -178.81(9) . . . . ?
B1 C15 C20 F5 -0.41(15) . . . . ?
C16 C15 C20 C19 0.58(16) . . . . ?
B1 C15 C20 C19 178.98(10) . . . . ?
C26 C21 C22 F4 175.30(10) . . . . ?
B1 C21 C22 F4 -5.34(16) . . . . ?
C26 C21 C22 C23 -3.54(16) . . . . ?
B1 C21 C22 C23 175.81(11) . . . . ?
F4 C22 C23 F20 2.66(16) . . . . ?
C21 C22 C23 F20 -178.45(10) . . . . ?
F4 C22 C23 C24 -177.48(10) . . . . ?
C21 C22 C23 C24 1.42(18) . . . . ?
F20 C23 C24 F25 0.92(18) . . . . ?
C22 C23 C24 F25 -178.95(11) . . . . ?
F20 C23 C24 C25 -178.41(11) . . . . ?
C22 C23 C24 C25 1.72(18) . . . . ?
F25 C24 C25 F31 -1.71(19) . . . . ?
C23 C24 C25 F31 177.63(12) . . . . ?
F25 C24 C25 C26 178.24(12) . . . . ?
C23 C24 C25 C26 -2.42(19) . . . . ?
F31 C25 C26 F15 -0.59(18) . . . . ?
C24 C25 C26 F15 179.47(11) . . . . ?
F31 C25 C26 C21 -179.98(11) . . . . ?
C24 C25 C26 C21 0.1(2) . . . . ?
C22 C21 C26 F15 -176.58(10) . . . . ?
B1 C21 C26 F15 4.04(17) . . . . ?
C22 C21 C26 C25 2.79(17) . . . . ?
B1 C21 C26 C25 -176.59(11) . . . . ?
C10 C9 B1 N1 39.84(13) . . . . ?
C14 C9 B1 N1 -142.61(10) . . . . ?
C10 C9 B1 C21 152.68(10) . . . . ?
C14 C9 B1 C21 -29.77(14) . . . . ?
C10 C9 B1 C15 -75.14(12) . . . . ?
C14 C9 B1 C15 102.41(12) . . . . ?
C22 C21 B1 N1 -131.53(11) . . . . ?
C26 C21 B1 N1 47.79(13) . . . . ?
C22 C21 B1 C9 114.15(11) . . . . ?
C26 C21 B1 C9 -66.53(13) . . . . ?
C22 C21 B1 C15 -18.19(15) . . . . ?
C26 C21 B1 C15 161.12(10) . . . . ?
C16 C15 B1 N1 -131.99(10) . . . . ?
C20 C15 B1 N1 49.81(12) . . . . ?
C16 C15 B1 C9 -16.33(15) . . . . ?
C20 C15 B1 C9 165.46(9) . . . . ?
C16 C15 B1 C21 115.44(11) . . . . ?
C20 C15 B1 C21 -62.76(13) . . . . ?
C27 S2 C28 C29 -66.72(9) . . . . ?
S2 C28 C29 C34 104.47(11) . . . . ?
S2 C28 C29 C30 -75.48(13) . . . . ?
C34 C29 C30 C31 -0.2(2) . . . . ?
C28 C29 C30 C31 179.78(13) . . . . ?
C29 C30 C31 C32 -0.6(2) . . . . ?
C30 C31 C32 C33 0.8(3) . . . . ?
C31 C32 C33 C34 -0.2(2) . . . . ?
C30 C29 C34 C33 0.72(19) . . . . ?
C28 C29 C34 C33 -179.23(12) . . . . ?
C32 C33 C34 C29 -0.5(2) . . . . ?
C40 C35 C36 F6 175.74(9) . . . . ?
B2 C35 C36 F6 -1.38(15) . . . . ?
C40 C35 C36 C37 -2.61(16) . . . . ?
B2 C35 C36 C37 -179.73(10) . . . . ?
F6 C36 C37 F26 4.13(16) . . . . ?
C35 C36 C37 F26 -177.48(10) . . . . ?
F6 C36 C37 C38 -175.31(10) . . . . ?
C35 C36 C37 C38 3.08(18) . . . . ?
F26 C37 C38 F34 -0.71(18) . . . . ?
C36 C37 C38 F34 178.73(11) . . . . ?
F26 C37 C38 C39 179.75(11) . . . . ?
C36 C37 C38 C39 -0.81(18) . . . . ?
F34 C38 C39 F16 -1.25(17) . . . . ?
C37 C38 C39 F16 178.30(11) . . . . ?
F34 C38 C39 C40 178.82(10) . . . . ?
C37 C38 C39 C40 -1.64(17) . . . . ?
F16 C39 C40 F17 0.93(15) . . . . ?
C38 C39 C40 F17 -179.14(10) . . . . ?
F16 C39 C40 C35 -177.84(10) . . . . ?
C38 C39 C40 C35 2.09(17) . . . . ?
C36 C35 C40 F17 -178.74(9) . . . . ?
B2 C35 C40 F17 -1.71(16) . . . . ?
C36 C35 C40 C39 -0.01(16) . . . . ?
B2 C35 C40 C39 177.02(10) . . . . ?
C46 C41 C42 F21 178.37(10) . . . . ?
B2 C41 C42 F21 -3.26(17) . . . . ?
C46 C41 C42 C43 -1.39(18) . . . . ?
B2 C41 C42 C43 176.98(12) . . . . ?
F21 C42 C43 F27 0.15(19) . . . . ?
C41 C42 C43 F27 179.92(12) . . . . ?
F21 C42 C43 C44 -179.74(12) . . . . ?
C41 C42 C43 C44 0.0(2) . . . . ?
F27 C43 C44 F23 1.1(2) . . . . ?
C42 C43 C44 F23 -178.99(12) . . . . ?
F27 C43 C44 C45 -178.96(12) . . . . ?
C42 C43 C44 C45 0.9(2) . . . . ?
F23 C44 C45 F18 -0.99(18) . . . . ?
C43 C44 C45 F18 179.08(12) . . . . ?
F23 C44 C45 C46 179.48(11) . . . . ?
C43 C44 C45 C46 -0.45(19) . . . . ?
C42 C41 C46 F2 -177.70(10) . . . . ?
B2 C41 C46 F2 4.05(16) . . . . ?
C42 C41 C46 C45 1.89(16) . . . . ?
B2 C41 C46 C45 -176.36(10) . . . . ?
F18 C45 C46 F2 -0.96(16) . . . . ?
C44 C45 C46 F2 178.56(10) . . . . ?
F18 C45 C46 C41 179.42(10) . . . . ?
C44 C45 C46 C41 -1.05(18) . . . . ?
C52 C47 C48 F1 -177.03(9) . . . . ?
B2 C47 C48 F1 2.91(16) . . . . ?
C52 C47 C48 C49 1.18(15) . . . . ?
B2 C47 C48 C49 -178.88(10) . . . . ?
F1 C48 C49 F13 -0.23(15) . . . . ?
C47 C48 C49 F13 -178.54(10) . . . . ?
F1 C48 C49 C50 178.05(10) . . . . ?
C47 C48 C49 C50 -0.26(17) . . . . ?
F13 C49 C50 F12 -2.68(17) . . . . ?
C48 C49 C50 F12 179.04(10) . . . . ?
F13 C49 C50 C51 177.51(10) . . . . ?
C48 C49 C50 C51 -0.77(17) . . . . ?
F12 C50 C51 F24 1.24(17) . . . . ?
C49 C50 C51 F24 -178.94(11) . . . . ?
F12 C50 C51 C52 -179.04(10) . . . . ?
C49 C50 C51 C52 0.78(17) . . . . ?
F24 C51 C52 F3 0.94(16) . . . . ?
C50 C51 C52 F3 -178.78(10) . . . . ?
F24 C51 C52 C47 179.96(11) . . . . ?
C50 C51 C52 C47 0.24(18) . . . . ?
C48 C47 C52 F3 177.82(9) . . . . ?
B2 C47 C52 F3 -2.13(15) . . . . ?
C48 C47 C52 C51 -1.18(16) . . . . ?
B2 C47 C52 C51 178.87(10) . . . . ?
C40 C35 B2 N2 140.96(10) . . . . ?
C36 C35 B2 N2 -42.20(12) . . . . ?
C40 C35 B2 C47 -103.83(12) . . . . ?
C36 C35 B2 C47 73.01(12) . . . . ?
C40 C35 B2 C41 30.10(14) . . . . ?
C36 C35 B2 C41 -153.05(10) . . . . ?
C48 C47 B2 N2 131.60(10) . . . . ?
C52 C47 B2 N2 -48.46(12) . . . . ?
C48 C47 B2 C35 16.55(14) . . . . ?
C52 C47 B2 C35 -163.51(9) . . . . ?
C48 C47 B2 C41 -116.50(11) . . . . ?
C52 C47 B2 C41 63.44(13) . . . . ?
C46 C41 B2 N2 125.46(11) . . . . ?
C42 C41 B2 N2 -52.70(13) . . . . ?
C46 C41 B2 C35 -121.54(11) . . . . ?
C42 C41 B2 C35 60.29(13) . . . . ?
C46 C41 B2 C47 11.37(15) . . . . ?
C42 C41 B2 C47 -166.80(10) . . . . ?
C58 C53 C54 C55 -0.3(3) . . . . ?
C53 C54 C55 C56 -0.3(3) . . . . ?
C54 C55 C56 C57 0.6(3) . . . . ?
C55 C56 C57 C58 -0.4(3) . . . . ?
C56 C57 C58 C53 -0.1(3) . . . . ?
C54 C53 C58 C57 0.5(3) . . . . ?

_refine_diff_density_max         0.527
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.060



####################################################################### 
# 
# 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_4C6D6
_database_code_depnum_ccdc_archive 'CCDC 1985533'
loop_
_audit_author_name
_audit_author_address
'Marc Schmidtmann'
;Carl von Ossietzky Universitaet Oldenburg
Germany
;
_audit_update_record             
;
2020-02-21 deposited with the CCDC.	2020-04-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_structural     '((C7H7)NCHSB(C6F5)2)4 *2C6D6'
_chemical_formula_sum            'C92 H32 B4 D12 F40 N4 S4'
_chemical_formula_weight         2148.86

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   27.803(2)
_cell_length_b                   16.1663(10)
_cell_length_c                   19.7323(13)
_cell_angle_alpha                90
_cell_angle_beta                 94.517(3)
_cell_angle_gamma                90
_cell_volume                     8841.5(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9343
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      28.58

_exptl_crystal_description       'oblique block'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_F_000             4272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.243
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9525
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS-2016/2 (Sheldrick)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS microfocus'
_diffrn_measurement_device_type  'Bruker Photon III CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            319725
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.458
_diffrn_reflns_theta_max         28.699
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             22874
_reflns_number_gt                19354
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT V8.40A'
_computing_data_reduction        'Bruker SAINT V8.40A'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+6.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         22874
_refine_ls_number_parameters     1351
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.0888
_refine_ls_wR_factor_gt          0.0843
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.11813(2) 0.61416(2) 0.51284(2) 0.01241(7) Uani 1 1 d . . . . .
S2 S 0.24847(2) 0.79837(2) 0.46873(2) 0.01294(7) Uani 1 1 d . . . . .
S3 S 0.34281(2) 0.58351(2) 0.58475(2) 0.01540(7) Uani 1 1 d . . . . .
S4 S 0.23074(2) 0.40359(2) 0.46003(2) 0.01448(7) Uani 1 1 d . . . . .
F1 F 0.04132(3) 0.68882(6) 0.38624(5) 0.02010(19) Uani 1 1 d . . . . .
F2 F 0.04684(4) 0.82354(6) 0.31095(6) 0.0324(3) Uani 1 1 d . . . . .
F3 F 0.13089(4) 0.86252(6) 0.25527(5) 0.0323(3) Uani 1 1 d . . . . .
F4 F 0.20896(4) 0.76317(7) 0.27902(5) 0.0293(2) Uani 1 1 d . . . . .
F5 F 0.20388(3) 0.62616(6) 0.35203(5) 0.0223(2) Uani 1 1 d . . . . .
F6 F 0.07314(3) 0.45826(6) 0.51495(5) 0.02008(19) Uani 1 1 d . . . . .
F7 F 0.00082(4) 0.35352(6) 0.48646(5) 0.0253(2) Uani 1 1 d . . . . .
F8 F -0.04606(3) 0.35007(6) 0.35903(5) 0.0239(2) Uani 1 1 d . . . . .
F9 F -0.01924(4) 0.45876(6) 0.26333(5) 0.0232(2) Uani 1 1 d . . . . .
F10 F 0.05318(4) 0.56063(6) 0.28989(4) 0.0212(2) Uani 1 1 d . . . . .
F11 F 0.27954(3) 0.94766(5) 0.58437(5) 0.02020(19) Uani 1 1 d . . . . .
F12 F 0.35016(4) 0.94530(6) 0.68380(5) 0.0275(2) Uani 1 1 d . . . . .
F13 F 0.36362(4) 0.81138(7) 0.76569(5) 0.0274(2) Uani 1 1 d . . . . .
F14 F 0.30368(4) 0.67824(6) 0.74678(5) 0.0229(2) Uani 1 1 d . . . . .
F15 F 0.23286(3) 0.67845(5) 0.64809(5) 0.01724(18) Uani 1 1 d . . . . .
F16 F 0.15816(3) 0.86284(6) 0.42200(5) 0.0207(2) Uani 1 1 d . . . . .
F17 F 0.10564(4) 0.99881(6) 0.39628(5) 0.0269(2) Uani 1 1 d . . . . .
F18 F 0.09977(4) 1.11605(6) 0.49424(6) 0.0330(3) Uani 1 1 d . . . . .
F19 F 0.14584(4) 1.09181(6) 0.61950(5) 0.0339(3) Uani 1 1 d . . . . .
F20 F 0.19489(4) 0.95424(6) 0.64786(5) 0.0237(2) Uani 1 1 d . . . . .
F21 F 0.43659(4) 0.50529(7) 0.50635(6) 0.0334(3) Uani 1 1 d . . . . .
F22 F 0.44136(5) 0.37712(8) 0.42183(8) 0.0546(4) Uani 1 1 d . . . . .
F23 F 0.37387(6) 0.35668(8) 0.31613(7) 0.0546(4) Uani 1 1 d . . . . .
F24 F 0.30037(5) 0.46904(7) 0.29662(6) 0.0411(3) Uani 1 1 d . . . . .
F25 F 0.29555(4) 0.59643(6) 0.37813(5) 0.0269(2) Uani 1 1 d . . . . .
F26 F 0.38601(3) 0.73127(6) 0.62324(5) 0.0246(2) Uani 1 1 d . . . . .
F27 F 0.46470(4) 0.81955(7) 0.65597(5) 0.0326(3) Uani 1 1 d . . . . .
F28 F 0.53724(4) 0.82511(8) 0.57109(6) 0.0401(3) Uani 1 1 d . . . . .
F29 F 0.52790(4) 0.74003(9) 0.45161(6) 0.0430(3) Uani 1 1 d . . . . .
F30 F 0.45016(4) 0.65040(7) 0.41816(5) 0.0288(2) Uani 1 1 d . . . . .
F31 F 0.17841(4) 0.25090(5) 0.54274(5) 0.0223(2) Uani 1 1 d . . . . .
F32 F 0.09043(4) 0.24278(6) 0.58799(5) 0.0249(2) Uani 1 1 d . . . . .
F33 F 0.05634(3) 0.36934(6) 0.66098(5) 0.0221(2) Uani 1 1 d . . . . .
F34 F 0.11097(4) 0.50726(6) 0.68374(5) 0.0235(2) Uani 1 1 d . . . . .
F35 F 0.19740(3) 0.51977(5) 0.63670(5) 0.01894(19) Uani 1 1 d . . . . .
F36 F 0.32190(4) 0.33254(6) 0.47402(6) 0.0286(2) Uani 1 1 d . . . . .
F37 F 0.37686(4) 0.19831(7) 0.49166(7) 0.0391(3) Uani 1 1 d . . . . .
F38 F 0.36683(5) 0.09602(7) 0.59942(7) 0.0505(4) Uani 1 1 d . . . . .
F39 F 0.29801(6) 0.12810(8) 0.68583(7) 0.0544(4) Uani 1 1 d . . . . .
F40 F 0.24219(4) 0.26025(7) 0.66877(5) 0.0341(3) Uani 1 1 d . . . . .
N1 N 0.16992(4) 0.74876(7) 0.55294(6) 0.0116(2) Uani 1 1 d . . . . .
N2 N 0.32783(4) 0.70435(7) 0.47320(6) 0.0124(2) Uani 1 1 d . . . . .
N3 N 0.28089(5) 0.45685(7) 0.59032(6) 0.0142(2) Uani 1 1 d . . . . .
N4 N 0.15726(4) 0.50136(7) 0.41264(6) 0.0126(2) Uani 1 1 d . . . . .
C1 C 0.16159(5) 0.68902(9) 0.50998(7) 0.0121(3) Uani 1 1 d . . . . .
H1 H 0.181579 0.686373 0.473149 0.015 Uiso 1 1 calc R U . . .
C2 C 0.13849(5) 0.75928(9) 0.61012(7) 0.0133(3) Uani 1 1 d . . . . .
H2A H 0.157999 0.783241 0.649454 0.016 Uiso 1 1 calc R U . . .
H2B H 0.127281 0.704092 0.623868 0.016 Uiso 1 1 calc R U . . .
C3 C 0.09484(5) 0.81398(9) 0.59354(8) 0.0145(3) Uani 1 1 d . . . . .
C4 C 0.06860(6) 0.81330(10) 0.53047(8) 0.0194(3) Uani 1 1 d . . . . .
H4 H 0.078387 0.778298 0.495404 0.023 Uiso 1 1 calc R U . . .
C5 C 0.02823(6) 0.86335(11) 0.51837(9) 0.0237(3) Uani 1 1 d . . . . .
H5 H 0.010671 0.862634 0.475081 0.028 Uiso 1 1 calc R U . . .
C6 C 0.01351(6) 0.91424(12) 0.56917(9) 0.0273(4) Uani 1 1 d . . . . .
H6 H -0.014051 0.948581 0.560858 0.033 Uiso 1 1 calc R U . . .
C7 C 0.03911(7) 0.91482(13) 0.63199(9) 0.0323(4) Uani 1 1 d . . . . .
H7 H 0.028976 0.949375 0.667115 0.039 Uiso 1 1 calc R U . . .
C8 C 0.07962(6) 0.86511(11) 0.64410(8) 0.0243(4) Uani 1 1 d . . . . .
H8 H 0.097081 0.866132 0.687458 0.029 Uiso 1 1 calc R U . . .
C9 C 0.12152(5) 0.64802(9) 0.37043(7) 0.0129(3) Uani 1 1 d . . . . .
C10 C 0.08319(5) 0.70311(9) 0.35852(8) 0.0153(3) Uani 1 1 d . . . . .
C11 C 0.08521(6) 0.77388(10) 0.31971(8) 0.0198(3) Uani 1 1 d . . . . .
C12 C 0.12753(7) 0.79349(9) 0.29150(8) 0.0207(3) Uani 1 1 d . . . . .
C13 C 0.16674(6) 0.74266(10) 0.30325(8) 0.0188(3) Uani 1 1 d . . . . .
C14 C 0.16317(5) 0.67156(9) 0.34154(7) 0.0151(3) Uani 1 1 d . . . . .
C15 C 0.06574(5) 0.51795(9) 0.40532(7) 0.0131(3) Uani 1 1 d . . . . .
C16 C 0.04946(5) 0.46285(9) 0.45224(7) 0.0147(3) Uani 1 1 d . . . . .
C17 C 0.01222(6) 0.40731(9) 0.43887(8) 0.0170(3) Uani 1 1 d . . . . .
C18 C -0.01138(6) 0.40547(9) 0.37472(8) 0.0171(3) Uani 1 1 d . . . . .
C19 C 0.00242(6) 0.45989(9) 0.32611(8) 0.0165(3) Uani 1 1 d . . . . .
C20 C 0.04008(6) 0.51377(9) 0.34217(7) 0.0148(3) Uani 1 1 d . . . . .
C21 C 0.28818(5) 0.72379(9) 0.49944(7) 0.0135(3) Uani 1 1 d . . . . .
H21 H 0.280462 0.694403 0.538847 0.016 Uiso 1 1 calc R U . . .
C22 C 0.34198(6) 0.75114(9) 0.41325(7) 0.0152(3) Uani 1 1 d . . . . .
H22A H 0.312797 0.760981 0.382221 0.018 Uiso 1 1 calc R U . . .
H22B H 0.364294 0.716598 0.388642 0.018 Uiso 1 1 calc R U . . .
C23 C 0.36609(6) 0.83371(10) 0.42999(9) 0.0192(3) Uani 1 1 d . . . . .
C24 C 0.36838(6) 0.86986(10) 0.49384(9) 0.0223(3) Uani 1 1 d . . . . .
H24 H 0.353638 0.843270 0.529818 0.027 Uiso 1 1 calc R U . . .
C25 C 0.39213(7) 0.94484(11) 0.50557(11) 0.0344(4) Uani 1 1 d . . . . .
H25 H 0.394177 0.968667 0.549714 0.041 Uiso 1 1 calc R U . . .
C26 C 0.41270(9) 0.98462(13) 0.45323(14) 0.0488(6) Uani 1 1 d . . . . .
H26 H 0.428561 1.036176 0.461155 0.059 Uiso 1 1 calc R U . . .
C27 C 0.41024(9) 0.94945(14) 0.38924(13) 0.0481(6) Uani 1 1 d . . . . .
H27 H 0.424404 0.976824 0.353142 0.058 Uiso 1 1 calc R U . . .
C28 C 0.38711(7) 0.87423(12) 0.37769(11) 0.0337(4) Uani 1 1 d . . . . .
H28 H 0.385614 0.850172 0.333648 0.040 Uiso 1 1 calc R U . . .
C29 C 0.25050(5) 0.81506(9) 0.61334(7) 0.0134(3) Uani 1 1 d . . . . .
C30 C 0.28292(6) 0.88063(9) 0.62520(8) 0.0156(3) Uani 1 1 d . . . . .
C31 C 0.31992(6) 0.88090(10) 0.67585(8) 0.0191(3) Uani 1 1 d . . . . .
C32 C 0.32675(6) 0.81286(11) 0.71756(8) 0.0193(3) Uani 1 1 d . . . . .
C33 C 0.29673(6) 0.74580(10) 0.70776(8) 0.0172(3) Uani 1 1 d . . . . .
C34 C 0.25974(5) 0.74813(9) 0.65639(7) 0.0140(3) Uani 1 1 d . . . . .
C35 C 0.18246(5) 0.90419(9) 0.53439(7) 0.0138(3) Uani 1 1 d . . . . .
C36 C 0.15771(5) 0.92025(9) 0.47183(8) 0.0150(3) Uani 1 1 d . . . . .
C37 C 0.13008(6) 0.98966(10) 0.45709(8) 0.0183(3) Uani 1 1 d . . . . .
C38 C 0.12665(6) 1.04861(10) 0.50685(9) 0.0214(3) Uani 1 1 d . . . . .
C39 C 0.15004(6) 1.03584(10) 0.57016(8) 0.0209(3) Uani 1 1 d . . . . .
C40 C 0.17642(6) 0.96458(9) 0.58300(8) 0.0172(3) Uani 1 1 d . . . . .
C41 C 0.30259(5) 0.51007(9) 0.55404(8) 0.0147(3) Uani 1 1 d . . . . .
H41 H 0.295484 0.508023 0.506187 0.018 Uiso 1 1 calc R U . . .
C42 C 0.29145(6) 0.45609(10) 0.66543(8) 0.0173(3) Uani 1 1 d . . . . .
H42A H 0.263209 0.432571 0.686229 0.021 Uiso 1 1 calc R U . . .
H42B H 0.295238 0.513977 0.681324 0.021 Uiso 1 1 calc R U . . .
C43 C 0.33599(6) 0.40783(9) 0.69138(8) 0.0201(3) Uani 1 1 d . . . . .
C44 C 0.37363(6) 0.38730(10) 0.65275(9) 0.0237(3) Uani 1 1 d . . . . .
H44 H 0.372687 0.403647 0.606416 0.028 Uiso 1 1 calc R U . . .
C45 C 0.41297(7) 0.34265(12) 0.68167(10) 0.0318(4) Uani 1 1 d . . . . .
H45 H 0.438605 0.328061 0.654878 0.038 Uiso 1 1 calc R U . . .
C46 C 0.41472(8) 0.31951(13) 0.74946(11) 0.0394(5) Uani 1 1 d . . . . .
H46 H 0.441564 0.289221 0.769167 0.047 Uiso 1 1 calc R U . . .
C47 C 0.37750(9) 0.34050(14) 0.78815(10) 0.0418(5) Uani 1 1 d . . . . .
H47 H 0.378857 0.325121 0.834728 0.050 Uiso 1 1 calc R U . . .
C48 C 0.33802(8) 0.38403(12) 0.75940(9) 0.0311(4) Uani 1 1 d . . . . .
H48 H 0.312239 0.397690 0.786232 0.037 Uiso 1 1 calc R U . . .
C49 C 0.36689(6) 0.55961(9) 0.44560(8) 0.0168(3) Uani 1 1 d . . . . .
C50 C 0.40273(7) 0.49941(11) 0.45372(9) 0.0245(4) Uani 1 1 d . . . . .
C51 C 0.40577(8) 0.43248(11) 0.41059(10) 0.0334(4) Uani 1 1 d . . . . .
C52 C 0.37183(8) 0.42209(11) 0.35710(10) 0.0343(4) Uani 1 1 d . . . . .
C53 C 0.33501(7) 0.47843(11) 0.34700(9) 0.0274(4) Uani 1 1 d . . . . .
C54 C 0.33352(6) 0.54510(10) 0.39093(8) 0.0199(3) Uani 1 1 d . . . . .
C55 C 0.41497(5) 0.68138(9) 0.52126(8) 0.0165(3) Uani 1 1 d . . . . .
C56 C 0.42173(6) 0.72784(10) 0.58030(8) 0.0178(3) Uani 1 1 d . . . . .
C57 C 0.46171(6) 0.77572(11) 0.59813(8) 0.0221(3) Uani 1 1 d . . . . .
C58 C 0.49792(6) 0.77933(12) 0.55493(9) 0.0266(4) Uani 1 1 d . . . . .
C59 C 0.49312(6) 0.73608(12) 0.49476(9) 0.0269(4) Uani 1 1 d . . . . .
C60 C 0.45249(6) 0.68863(11) 0.47919(8) 0.0208(3) Uani 1 1 d . . . . .
C61 C 0.18677(5) 0.47732(9) 0.46262(7) 0.0133(3) Uani 1 1 d . . . . .
H61 H 0.183739 0.503300 0.505259 0.016 Uiso 1 1 calc R U . . .
C62 C 0.15929(6) 0.46163(9) 0.34478(7) 0.0170(3) Uani 1 1 d . . . . .
H62A H 0.193073 0.445336 0.339191 0.020 Uiso 1 1 calc R U . . .
H62B H 0.149871 0.503061 0.309241 0.020 Uiso 1 1 calc R U . . .
C63 C 0.12731(6) 0.38602(9) 0.33313(8) 0.0186(3) Uani 1 1 d . . . . .
C64 C 0.11840(6) 0.32965(10) 0.38378(9) 0.0230(3) Uani 1 1 d . . . . .
H64 H 0.132643 0.337617 0.428659 0.028 Uiso 1 1 calc R U . . .
C65 C 0.08879(7) 0.26167(11) 0.36918(11) 0.0310(4) Uani 1 1 d . . . . .
H65 H 0.082883 0.223481 0.404164 0.037 Uiso 1 1 calc R U . . .
C66 C 0.06783(7) 0.24926(12) 0.30395(11) 0.0354(5) Uani 1 1 d . . . . .
H66 H 0.047537 0.202797 0.294221 0.042 Uiso 1 1 calc R U . . .
C67 C 0.07656(8) 0.30467(13) 0.25316(10) 0.0352(5) Uani 1 1 d . . . . .
H67 H 0.062358 0.296221 0.208317 0.042 Uiso 1 1 calc R U . . .
C68 C 0.10610(7) 0.37285(11) 0.26750(9) 0.0275(4) Uani 1 1 d . . . . .
H68 H 0.111916 0.410823 0.232327 0.033 Uiso 1 1 calc R U . . .
C69 C 0.19407(6) 0.38341(9) 0.59107(7) 0.0149(3) Uani 1 1 d . . . . .
C70 C 0.16364(6) 0.31520(9) 0.57952(8) 0.0167(3) Uani 1 1 d . . . . .
C71 C 0.11831(6) 0.30905(9) 0.60249(8) 0.0173(3) Uani 1 1 d . . . . .
C72 C 0.10068(6) 0.37311(9) 0.63957(8) 0.0167(3) Uani 1 1 d . . . . .
C73 C 0.12854(6) 0.44287(9) 0.65102(8) 0.0163(3) Uani 1 1 d . . . . .
C74 C 0.17359(6) 0.44709(9) 0.62646(8) 0.0152(3) Uani 1 1 d . . . . .
C75 C 0.27733(6) 0.30092(9) 0.56813(8) 0.0184(3) Uani 1 1 d . . . . .
C76 C 0.31338(6) 0.28152(10) 0.52619(9) 0.0206(3) Uani 1 1 d . . . . .
C77 C 0.34321(6) 0.21344(11) 0.53500(10) 0.0271(4) Uani 1 1 d . . . . .
C78 C 0.33786(7) 0.16177(11) 0.58919(10) 0.0328(4) Uani 1 1 d . . . . .
C79 C 0.30330(8) 0.17809(11) 0.63287(10) 0.0336(4) Uani 1 1 d . . . . .
C80 C 0.27407(7) 0.24663(10) 0.62222(9) 0.0249(4) Uani 1 1 d . . . . .
B1 B 0.11601(6) 0.56881(10) 0.41944(8) 0.0122(3) Uani 1 1 d . . . . .
B2 B 0.21073(6) 0.81695(10) 0.54826(8) 0.0126(3) Uani 1 1 d . . . . .
B3 B 0.36418(6) 0.63374(10) 0.50046(8) 0.0143(3) Uani 1 1 d . . . . .
B4 B 0.24605(6) 0.38592(10) 0.55880(8) 0.0148(3) Uani 1 1 d . . . . .
C81 C 0.24753(11) 0.39877(19) 0.92984(14) 0.0638(8) Uani 1 1 d . . . . .
D81 D 0.259774 0.370753 0.969868 0.077 Uiso 1 1 calc R U . . .
C82 C 0.21199(12) 0.36386(18) 0.88826(17) 0.0678(8) Uani 1 1 d . . . . .
D82 D 0.199588 0.311191 0.899215 0.081 Uiso 1 1 calc R U . . .
C83 C 0.19435(10) 0.4027(2) 0.83227(16) 0.0655(8) Uani 1 1 d . . . . .
D83 D 0.169733 0.377054 0.803462 0.079 Uiso 1 1 calc R U . . .
C84 C 0.21063(11) 0.4771(2) 0.81590(12) 0.0589(8) Uani 1 1 d . . . . .
D84 D 0.197118 0.504097 0.776078 0.071 Uiso 1 1 calc R U . . .
C85 C 0.24644(12) 0.51478(15) 0.85567(15) 0.0601(8) Uani 1 1 d . . . . .
D85 D 0.257962 0.567676 0.843630 0.072 Uiso 1 1 calc R U . . .
C86 C 0.26592(9) 0.4753(2) 0.91384(15) 0.0612(8) Uani 1 1 d . . . . .
D86 D 0.291217 0.500101 0.941995 0.073 Uiso 1 1 calc R U . . .
C87A C 0.4579(2) 0.6293(5) 0.7336(4) 0.0442(15) Uani 0.5 1 d . . P A 1
D87A D 0.429703 0.658000 0.716390 0.053 Uiso 0.5 1 calc R U P A 1
C88A C 0.48913(16) 0.6634(3) 0.7847(3) 0.0417(10) Uani 0.5 1 d . . P A 1
D88A D 0.482464 0.716906 0.801576 0.050 Uiso 0.5 1 calc R U P A 1
C89A C 0.5294(3) 0.6217(5) 0.8113(5) 0.060(2) Uani 0.5 1 d . . P A 1
D89A D 0.548262 0.644878 0.848904 0.072 Uiso 0.5 1 calc R U P A 1
C90A C 0.5431(8) 0.5478(11) 0.7852(10) 0.070(4) Uani 0.5 1 d . . P A 1
D90A D 0.573096 0.522239 0.798730 0.085 Uiso 0.5 1 calc R U P A 1
C91A C 0.5078(2) 0.5110(4) 0.7345(4) 0.0671(18) Uani 0.5 1 d . . P A 1
D91A D 0.512958 0.455788 0.720211 0.081 Uiso 0.5 1 calc R U P A 1
C92A C 0.4693(6) 0.5504(9) 0.7079(7) 0.067(3) Uani 0.5 1 d . . P A 1
D92A D 0.449425 0.526120 0.671857 0.081 Uiso 0.5 1 calc R U P A 1
C87B C 0.4774(3) 0.6232(6) 0.7375(5) 0.0599(19) Uani 0.5 1 d . . P B 2
D87B D 0.456857 0.669943 0.739624 0.072 Uiso 0.5 1 calc R U P B 2
C88B C 0.5181(3) 0.6123(6) 0.7857(4) 0.066(2) Uani 0.5 1 d . . P B 2
D88B D 0.527829 0.651644 0.819759 0.079 Uiso 0.5 1 calc R U P B 2
C89B C 0.5410(7) 0.5399(14) 0.7773(12) 0.082(5) Uani 0.5 1 d . . P B 2
D89B D 0.563341 0.524423 0.814053 0.098 Uiso 0.5 1 calc R U P B 2
C90B C 0.5375(2) 0.4889(4) 0.7277(4) 0.0705(17) Uani 0.5 1 d . . P B 2
D90B D 0.560399 0.445866 0.724021 0.085 Uiso 0.5 1 calc R U P B 2
C91B C 0.5010(2) 0.4985(4) 0.6821(4) 0.0597(14) Uani 0.5 1 d . . P B 2
D91B D 0.496152 0.461186 0.645021 0.072 Uiso 0.5 1 calc R U P B 2
C92B C 0.4690(6) 0.5654(9) 0.6891(8) 0.062(3) Uani 0.5 1 d . . P B 2
D92B D 0.440782 0.569544 0.658849 0.074 Uiso 0.5 1 calc R U P B 2


_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 C1 1.7143(15) . ?
S1 B1 1.9801(17) . ?
S2 C21 1.7131(15) . ?
S2 B2 1.9782(17) . ?
S3 C41 1.7088(15) . ?
S3 B3 1.9835(17) . ?
S4 C61 1.7111(15) . ?
S4 B4 1.9826(17) . ?
F1 C10 1.3446(18) . ?
F2 C11 1.3353(19) . ?
F3 C12 1.3326(17) . ?
F4 C13 1.3435(18) . ?
F5 C14 1.3512(17) . ?
F6 C16 1.3570(17) . ?
F7 C17 1.3361(17) . ?
F8 C18 1.3345(17) . ?
F9 C19 1.3342(17) . ?
F10 C20 1.3527(17) . ?
F11 C30 1.3493(17) . ?
F12 C31 1.3397(18) . ?
F13 C32 1.3414(18) . ?
F14 C33 1.3414(17) . ?
F15 C34 1.3546(16) . ?
F16 C36 1.3529(17) . ?
F17 C37 1.3398(18) . ?
F18 C38 1.3339(18) . ?
F19 C39 1.3408(18) . ?
F20 C40 1.3513(18) . ?
F21 C50 1.349(2) . ?
F22 C51 1.340(2) . ?
F23 C52 1.335(2) . ?
F24 C53 1.337(2) . ?
F25 C54 1.3508(19) . ?
F26 C56 1.3565(18) . ?
F27 C57 1.3404(19) . ?
F28 C58 1.3378(19) . ?
F29 C59 1.3394(19) . ?
F30 C60 1.3506(19) . ?
F31 C70 1.3501(17) . ?
F32 C71 1.3398(17) . ?
F33 C72 1.3357(18) . ?
F34 C73 1.3374(17) . ?
F35 C74 1.3559(16) . ?
F36 C76 1.3546(19) . ?
F37 C77 1.339(2) . ?
F38 C78 1.3394(19) . ?
F39 C79 1.338(2) . ?
F40 C80 1.344(2) . ?
N1 C1 1.2938(18) . ?
N1 C2 1.4902(18) . ?
N1 B2 1.590(2) . ?
N2 C21 1.2931(19) . ?
N2 C22 1.4831(18) . ?
N2 B3 1.590(2) . ?
N3 C41 1.2980(19) . ?
N3 C42 1.4881(19) . ?
N3 B4 1.595(2) . ?
N4 C61 1.2921(19) . ?
N4 C62 1.4901(19) . ?
N4 B1 1.596(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.517(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C8 1.387(2) . ?
C3 C4 1.392(2) . ?
C4 C5 1.389(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.380(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.389(2) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C14 1.383(2) . ?
C9 C10 1.395(2) . ?
C9 B1 1.619(2) . ?
C10 C11 1.380(2) . ?
C11 C12 1.378(2) . ?
C12 C13 1.370(2) . ?
C13 C14 1.383(2) . ?
C15 C16 1.386(2) . ?
C15 C20 1.388(2) . ?
C15 B1 1.627(2) . ?
C16 C17 1.380(2) . ?
C17 C18 1.379(2) . ?
C18 C19 1.378(2) . ?
C19 C20 1.379(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.518(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.386(2) . ?
C23 C28 1.389(2) . ?
C24 C25 1.391(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.379(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.382(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.386(3) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C34 1.387(2) . ?
C29 C30 1.399(2) . ?
C29 B2 1.628(2) . ?
C30 C31 1.377(2) . ?
C31 C32 1.378(2) . ?
C32 C33 1.373(2) . ?
C33 C34 1.386(2) . ?
C35 C40 1.388(2) . ?
C35 C36 1.390(2) . ?
C35 B2 1.627(2) . ?
C36 C37 1.378(2) . ?
C37 C38 1.377(2) . ?
C38 C39 1.378(2) . ?
C39 C40 1.379(2) . ?
C41 H41 0.9500 . ?
C42 C43 1.518(2) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.383(2) . ?
C43 C48 1.393(2) . ?
C44 C45 1.395(2) . ?
C44 H44 0.9500 . ?
C45 C46 1.386(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.376(3) . ?
C46 H46 0.9500 . ?
C47 C48 1.387(3) . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
C49 C54 1.386(2) . ?
C49 C50 1.393(2) . ?
C49 B3 1.621(2) . ?
C50 C51 1.383(2) . ?
C51 C52 1.370(3) . ?
C52 C53 1.373(3) . ?
C53 C54 1.386(2) . ?
C55 C56 1.386(2) . ?
C55 C60 1.388(2) . ?
C55 B3 1.632(2) . ?
C56 C57 1.377(2) . ?
C57 C58 1.371(2) . ?
C58 C59 1.375(3) . ?
C59 C60 1.380(2) . ?
C61 H61 0.9500 . ?
C62 C63 1.518(2) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C63 C64 1.389(2) . ?
C63 C68 1.396(2) . ?
C64 C65 1.390(2) . ?
C64 H64 0.9500 . ?
C65 C66 1.385(3) . ?
C65 H65 0.9500 . ?
C66 C67 1.380(3) . ?
C66 H66 0.9500 . ?
C67 C68 1.390(3) . ?
C67 H67 0.9500 . ?
C68 H68 0.9500 . ?
C69 C74 1.391(2) . ?
C69 C70 1.398(2) . ?
C69 B4 1.625(2) . ?
C70 C71 1.376(2) . ?
C71 C72 1.380(2) . ?
C72 C73 1.377(2) . ?
C73 C74 1.380(2) . ?
C75 C76 1.385(2) . ?
C75 C80 1.390(2) . ?
C75 B4 1.629(2) . ?
C76 C77 1.381(2) . ?
C77 C78 1.374(3) . ?
C78 C79 1.366(3) . ?
C79 C80 1.380(2) . ?
C81 C82 1.356(4) . ?
C81 C86 1.385(4) . ?
C81 D81 0.9500 . ?
C82 C83 1.331(4) . ?
C82 D82 0.9500 . ?
C83 C84 1.333(4) . ?
C83 D83 0.9500 . ?
C84 C85 1.362(4) . ?
C84 D84 0.9500 . ?
C85 C86 1.386(4) . ?
C85 D85 0.9500 . ?
C86 D86 0.9500 . ?
C87A C88A 1.393(9) . ?
C87A C92A 1.418(19) . ?
C87A D87A 0.9500 . ?
C88A C89A 1.377(8) . ?
C88A D88A 0.9500 . ?
C89A C90A 1.366(19) . ?
C89A D89A 0.9500 . ?
C90A C91A 1.472(19) . ?
C90A D90A 0.9500 . ?
C91A C92A 1.318(14) . ?
C91A D91A 0.9500 . ?
C92A D92A 0.9500 . ?
C87B C92B 1.34(2) . ?
C87B C88B 1.430(11) . ?
C87B D87B 0.9500 . ?
C88B C89B 1.35(2) . ?
C88B D88B 0.9500 . ?
C89B C90B 1.28(2) . ?
C89B D89B 0.9500 . ?
C90B C91B 1.312(9) . ?
C90B D90B 0.9500 . ?
C91B C92B 1.415(16) . ?
C91B D91B 0.9500 . ?
C92B D92B 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 B1 101.55(7) . . ?
C21 S2 B2 101.16(7) . . ?
C41 S3 B3 102.59(7) . . ?
C61 S4 B4 99.76(7) . . ?
C1 N1 C2 119.73(12) . . ?
C1 N1 B2 124.83(12) . . ?
C2 N1 B2 115.37(11) . . ?
C21 N2 C22 118.91(12) . . ?
C21 N2 B3 125.33(12) . . ?
C22 N2 B3 115.76(11) . . ?
C41 N3 C42 119.41(13) . . ?
C41 N3 B4 123.77(13) . . ?
C42 N3 B4 116.64(12) . . ?
C61 N4 C62 119.31(12) . . ?
C61 N4 B1 123.96(12) . . ?
C62 N4 B1 116.64(11) . . ?
N1 C1 S1 126.56(11) . . ?
N1 C1 H1 116.7 . . ?
S1 C1 H1 116.7 . . ?
N1 C2 C3 114.22(12) . . ?
N1 C2 H2A 108.7 . . ?
C3 C2 H2A 108.7 . . ?
N1 C2 H2B 108.7 . . ?
C3 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C8 C3 C4 118.67(14) . . ?
C8 C3 C2 118.47(14) . . ?
C4 C3 C2 122.84(13) . . ?
C5 C4 C3 120.55(15) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C6 C5 C4 120.21(16) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C7 C6 C5 119.59(16) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C6 C7 C8 120.30(16) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C3 C8 C7 120.68(16) . . ?
C3 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C14 C9 C10 114.09(13) . . ?
C14 C9 B1 125.82(13) . . ?
C10 C9 B1 119.90(13) . . ?
F1 C10 C11 116.26(14) . . ?
F1 C10 C9 119.77(13) . . ?
C11 C10 C9 123.97(15) . . ?
F2 C11 C12 120.56(14) . . ?
F2 C11 C10 120.20(15) . . ?
C12 C11 C10 119.23(15) . . ?
F3 C12 C13 120.30(15) . . ?
F3 C12 C11 120.51(15) . . ?
C13 C12 C11 119.15(14) . . ?
F4 C13 C12 119.84(14) . . ?
F4 C13 C14 120.12(15) . . ?
C12 C13 C14 120.02(15) . . ?
F5 C14 C13 116.09(14) . . ?
F5 C14 C9 120.36(13) . . ?
C13 C14 C9 123.51(14) . . ?
C16 C15 C20 113.37(13) . . ?
C16 C15 B1 122.13(13) . . ?
C20 C15 B1 123.52(13) . . ?
F6 C16 C17 116.20(13) . . ?
F6 C16 C15 118.93(13) . . ?
C17 C16 C15 124.74(14) . . ?
F7 C17 C18 120.59(14) . . ?
F7 C17 C16 120.32(14) . . ?
C18 C17 C16 119.00(14) . . ?
F8 C18 C19 120.17(14) . . ?
F8 C18 C17 120.67(14) . . ?
C19 C18 C17 119.12(14) . . ?
F9 C19 C18 120.49(13) . . ?
F9 C19 C20 120.06(14) . . ?
C18 C19 C20 119.41(14) . . ?
F10 C20 C19 115.06(13) . . ?
F10 C20 C15 120.47(13) . . ?
C19 C20 C15 124.34(14) . . ?
N2 C21 S2 125.12(12) . . ?
N2 C21 H21 117.4 . . ?
S2 C21 H21 117.4 . . ?
N2 C22 C23 114.53(12) . . ?
N2 C22 H22A 108.6 . . ?
C23 C22 H22A 108.6 . . ?
N2 C22 H22B 108.6 . . ?
C23 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
C24 C23 C28 118.99(16) . . ?
C24 C23 C22 123.80(14) . . ?
C28 C23 C22 117.21(15) . . ?
C23 C24 C25 120.40(17) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C26 C25 C24 120.09(19) . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C27 119.93(19) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C28 120.0(2) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C23 120.6(2) . . ?
C27 C28 H28 119.7 . . ?
C23 C28 H28 119.7 . . ?
C34 C29 C30 113.75(13) . . ?
C34 C29 B2 125.41(13) . . ?
C30 C29 B2 120.43(13) . . ?
F11 C30 C31 116.36(13) . . ?
F11 C30 C29 119.67(13) . . ?
C31 C30 C29 123.95(14) . . ?
F12 C31 C30 120.90(14) . . ?
F12 C31 C32 119.65(14) . . ?
C30 C31 C32 119.42(14) . . ?
F13 C32 C33 120.53(15) . . ?
F13 C32 C31 119.92(14) . . ?
C33 C32 C31 119.50(14) . . ?
F14 C33 C32 120.24(14) . . ?
F14 C33 C34 120.45(14) . . ?
C32 C33 C34 119.30(14) . . ?
F15 C34 C33 115.86(13) . . ?
F15 C34 C29 120.05(13) . . ?
C33 C34 C29 124.05(14) . . ?
C40 C35 C36 113.83(13) . . ?
C40 C35 B2 125.21(13) . . ?
C36 C35 B2 120.67(13) . . ?
F16 C36 C37 116.25(13) . . ?
F16 C36 C35 119.02(13) . . ?
C37 C36 C35 124.65(14) . . ?
F17 C37 C38 120.22(14) . . ?
F17 C37 C36 120.93(14) . . ?
C38 C37 C36 118.81(14) . . ?
F18 C38 C37 120.14(15) . . ?
F18 C38 C39 120.59(15) . . ?
C37 C38 C39 119.24(14) . . ?
F19 C39 C38 119.69(14) . . ?
F19 C39 C40 120.41(15) . . ?
C38 C39 C40 119.88(14) . . ?
F20 C40 C39 115.75(13) . . ?
F20 C40 C35 120.65(13) . . ?
C39 C40 C35 123.54(14) . . ?
N3 C41 S3 125.77(12) . . ?
N3 C41 H41 117.1 . . ?
S3 C41 H41 117.1 . . ?
N3 C42 C43 115.59(13) . . ?
N3 C42 H42A 108.4 . . ?
C43 C42 H42A 108.4 . . ?
N3 C42 H42B 108.4 . . ?
C43 C42 H42B 108.4 . . ?
H42A C42 H42B 107.4 . . ?
C44 C43 C48 119.33(16) . . ?
C44 C43 C42 124.75(15) . . ?
C48 C43 C42 115.91(16) . . ?
C43 C44 C45 120.12(17) . . ?
C43 C44 H44 119.9 . . ?
C45 C44 H44 119.9 . . ?
C46 C45 C44 120.09(19) . . ?
C46 C45 H45 120.0 . . ?
C44 C45 H45 120.0 . . ?
C47 C46 C45 119.89(18) . . ?
C47 C46 H46 120.1 . . ?
C45 C46 H46 120.1 . . ?
C46 C47 C48 120.25(19) . . ?
C46 C47 H47 119.9 . . ?
C48 C47 H47 119.9 . . ?
C47 C48 C43 120.32(19) . . ?
C47 C48 H48 119.8 . . ?
C43 C48 H48 119.8 . . ?
C54 C49 C50 113.59(14) . . ?
C54 C49 B3 125.55(14) . . ?
C50 C49 B3 120.68(14) . . ?
F21 C50 C51 117.13(16) . . ?
F21 C50 C49 119.26(15) . . ?
C51 C50 C49 123.61(17) . . ?
F22 C51 C52 120.06(17) . . ?
F22 C51 C50 120.05(19) . . ?
C52 C51 C50 119.88(17) . . ?
F23 C52 C51 120.28(18) . . ?
F23 C52 C53 120.29(19) . . ?
C51 C52 C53 119.41(16) . . ?
F24 C53 C52 121.18(16) . . ?
F24 C53 C54 119.87(17) . . ?
C52 C53 C54 118.94(17) . . ?
F25 C54 C53 114.98(15) . . ?
F25 C54 C49 120.45(14) . . ?
C53 C54 C49 124.55(16) . . ?
C56 C55 C60 113.48(14) . . ?
C56 C55 B3 121.61(14) . . ?
C60 C55 B3 124.42(14) . . ?
F26 C56 C57 115.68(14) . . ?
F26 C56 C55 119.32(14) . . ?
C57 C56 C55 124.92(15) . . ?
F27 C57 C58 120.51(15) . . ?
F27 C57 C56 120.61(15) . . ?
C58 C57 C56 118.86(15) . . ?
F28 C58 C57 120.12(16) . . ?
F28 C58 C59 120.60(16) . . ?
C57 C58 C59 119.28(15) . . ?
F29 C59 C58 119.91(16) . . ?
F29 C59 C60 120.29(16) . . ?
C58 C59 C60 119.81(16) . . ?
F30 C60 C59 115.71(15) . . ?
F30 C60 C55 120.61(14) . . ?
C59 C60 C55 123.65(15) . . ?
N4 C61 S4 126.79(12) . . ?
N4 C61 H61 116.6 . . ?
S4 C61 H61 116.6 . . ?
N4 C62 C63 114.83(13) . . ?
N4 C62 H62A 108.6 . . ?
C63 C62 H62A 108.6 . . ?
N4 C62 H62B 108.6 . . ?
C63 C62 H62B 108.6 . . ?
H62A C62 H62B 107.5 . . ?
C64 C63 C68 118.75(16) . . ?
C64 C63 C62 123.69(14) . . ?
C68 C63 C62 117.56(15) . . ?
C63 C64 C65 120.40(17) . . ?
C63 C64 H64 119.8 . . ?
C65 C64 H64 119.8 . . ?
C66 C65 C64 120.41(19) . . ?
C66 C65 H65 119.8 . . ?
C64 C65 H65 119.8 . . ?
C67 C66 C65 119.72(18) . . ?
C67 C66 H66 120.1 . . ?
C65 C66 H66 120.1 . . ?
C66 C67 C68 120.11(18) . . ?
C66 C67 H67 119.9 . . ?
C68 C67 H67 119.9 . . ?
C67 C68 C63 120.61(18) . . ?
C67 C68 H68 119.7 . . ?
C63 C68 H68 119.7 . . ?
C74 C69 C70 113.54(14) . . ?
C74 C69 B4 126.17(13) . . ?
C70 C69 B4 120.10(13) . . ?
F31 C70 C71 116.52(13) . . ?
F31 C70 C69 119.30(14) . . ?
C71 C70 C69 124.17(14) . . ?
F32 C71 C70 121.12(14) . . ?
F32 C71 C72 119.32(14) . . ?
C70 C71 C72 119.54(14) . . ?
F33 C72 C73 120.45(14) . . ?
F33 C72 C71 120.57(14) . . ?
C73 C72 C71 118.89(14) . . ?
F34 C73 C72 119.64(14) . . ?
F34 C73 C74 120.49(13) . . ?
C72 C73 C74 119.83(14) . . ?
F35 C74 C73 115.89(13) . . ?
F35 C74 C69 120.12(14) . . ?
C73 C74 C69 123.96(14) . . ?
C76 C75 C80 114.18(15) . . ?
C76 C75 B4 121.91(14) . . ?
C80 C75 B4 123.56(15) . . ?
F36 C76 C77 116.22(16) . . ?
F36 C76 C75 119.63(14) . . ?
C77 C76 C75 124.12(16) . . ?
F37 C77 C78 120.66(16) . . ?
F37 C77 C76 120.54(17) . . ?
C78 C77 C76 118.79(17) . . ?
F38 C78 C79 120.19(18) . . ?
F38 C78 C77 119.93(19) . . ?
C79 C78 C77 119.88(16) . . ?
F39 C79 C78 120.13(16) . . ?
F39 C79 C80 120.27(19) . . ?
C78 C79 C80 119.60(17) . . ?
F40 C80 C79 116.07(16) . . ?
F40 C80 C75 120.51(15) . . ?
C79 C80 C75 123.40(18) . . ?
N4 B1 C9 112.81(12) . . ?
N4 B1 C15 104.70(11) . . ?
C9 B1 C15 114.71(12) . . ?
N4 B1 S1 111.25(10) . . ?
C9 B1 S1 105.41(10) . . ?
C15 B1 S1 107.98(10) . . ?
N1 B2 C35 105.86(12) . . ?
N1 B2 C29 112.63(12) . . ?
C35 B2 C29 115.98(12) . . ?
N1 B2 S2 111.49(10) . . ?
C35 B2 S2 106.12(10) . . ?
C29 B2 S2 104.67(10) . . ?
N2 B3 C49 111.51(12) . . ?
N2 B3 C55 105.11(12) . . ?
C49 B3 C55 115.60(13) . . ?
N2 B3 S3 110.68(10) . . ?
C49 B3 S3 106.87(10) . . ?
C55 B3 S3 107.02(10) . . ?
N3 B4 C69 113.37(12) . . ?
N3 B4 C75 105.06(12) . . ?
C69 B4 C75 114.71(12) . . ?
N3 B4 S4 110.88(10) . . ?
C69 B4 S4 105.08(10) . . ?
C75 B4 S4 107.70(10) . . ?
C82 C81 C86 119.9(3) . . ?
C82 C81 D81 120.1 . . ?
C86 C81 D81 120.1 . . ?
C83 C82 C81 120.6(3) . . ?
C83 C82 D82 119.7 . . ?
C81 C82 D82 119.7 . . ?
C82 C83 C84 121.1(3) . . ?
C82 C83 D83 119.4 . . ?
C84 C83 D83 119.4 . . ?
C83 C84 C85 120.7(3) . . ?
C83 C84 D84 119.7 . . ?
C85 C84 D84 119.7 . . ?
C84 C85 C86 119.5(2) . . ?
C84 C85 D85 120.3 . . ?
C86 C85 D85 120.3 . . ?
C81 C86 C85 118.2(2) . . ?
C81 C86 D86 120.9 . . ?
C85 C86 D86 120.9 . . ?
C88A C87A C92A 118.1(7) . . ?
C88A C87A D87A 120.9 . . ?
C92A C87A D87A 120.9 . . ?
C89A C88A C87A 121.7(6) . . ?
C89A C88A D88A 119.2 . . ?
C87A C88A D88A 119.2 . . ?
C90A C89A C88A 121.8(8) . . ?
C90A C89A D89A 119.1 . . ?
C88A C89A D89A 119.1 . . ?
C89A C90A C91A 114.8(12) . . ?
C89A C90A D90A 122.6 . . ?
C91A C90A D90A 122.6 . . ?
C92A C91A C90A 123.5(11) . . ?
C92A C91A D91A 118.2 . . ?
C90A C91A D91A 118.2 . . ?
C91A C92A C87A 119.3(12) . . ?
C91A C92A D92A 120.3 . . ?
C87A C92A D92A 120.3 . . ?
C92B C87B C88B 118.1(9) . . ?
C92B C87B D87B 121.0 . . ?
C88B C87B D87B 121.0 . . ?
C89B C88B C87B 112.5(11) . . ?
C89B C88B D88B 123.8 . . ?
C87B C88B D88B 123.8 . . ?
C90B C89B C88B 130.1(17) . . ?
C90B C89B D89B 114.9 . . ?
C88B C89B D89B 114.9 . . ?
C89B C90B C91B 117.3(11) . . ?
C89B C90B D90B 121.4 . . ?
C91B C90B D90B 121.4 . . ?
C90B C91B C92B 118.8(9) . . ?
C90B C91B D91B 120.6 . . ?
C92B C91B D91B 120.6 . . ?
C87B C92B C91B 121.7(10) . . ?
C87B C92B D92B 119.1 . . ?
C91B C92B D92B 119.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 S1 -2.96(19) . . . . ?
B2 N1 C1 S1 179.99(11) . . . . ?
B1 S1 C1 N1 164.31(13) . . . . ?
C1 N1 C2 C3 -89.40(16) . . . . ?
B2 N1 C2 C3 87.92(15) . . . . ?
N1 C2 C3 C8 -143.85(15) . . . . ?
N1 C2 C3 C4 38.1(2) . . . . ?
C8 C3 C4 C5 0.5(2) . . . . ?
C2 C3 C4 C5 178.58(15) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C7 -0.2(3) . . . . ?
C5 C6 C7 C8 0.5(3) . . . . ?
C4 C3 C8 C7 -0.2(3) . . . . ?
C2 C3 C8 C7 -178.36(17) . . . . ?
C6 C7 C8 C3 -0.3(3) . . . . ?
C14 C9 C10 F1 -177.34(13) . . . . ?
B1 C9 C10 F1 -1.9(2) . . . . ?
C14 C9 C10 C11 2.0(2) . . . . ?
B1 C9 C10 C11 177.39(14) . . . . ?
F1 C10 C11 F2 -0.5(2) . . . . ?
C9 C10 C11 F2 -179.83(14) . . . . ?
F1 C10 C11 C12 178.09(14) . . . . ?
C9 C10 C11 C12 -1.3(2) . . . . ?
F2 C11 C12 F3 0.3(2) . . . . ?
C10 C11 C12 F3 -178.27(14) . . . . ?
F2 C11 C12 C13 177.90(14) . . . . ?
C10 C11 C12 C13 -0.7(2) . . . . ?
F3 C12 C13 F4 1.0(2) . . . . ?
C11 C12 C13 F4 -176.59(14) . . . . ?
F3 C12 C13 C14 179.29(14) . . . . ?
C11 C12 C13 C14 1.7(2) . . . . ?
F4 C13 C14 F5 -0.1(2) . . . . ?
C12 C13 C14 F5 -178.39(14) . . . . ?
F4 C13 C14 C9 177.40(14) . . . . ?
C12 C13 C14 C9 -0.9(2) . . . . ?
C10 C9 C14 F5 176.51(13) . . . . ?
B1 C9 C14 F5 1.4(2) . . . . ?
C10 C9 C14 C13 -0.9(2) . . . . ?
B1 C9 C14 C13 -176.00(14) . . . . ?
C20 C15 C16 F6 176.88(13) . . . . ?
B1 C15 C16 F6 7.8(2) . . . . ?
C20 C15 C16 C17 1.3(2) . . . . ?
B1 C15 C16 C17 -167.76(14) . . . . ?
F6 C16 C17 F7 0.7(2) . . . . ?
C15 C16 C17 F7 176.38(14) . . . . ?
F6 C16 C17 C18 -176.14(13) . . . . ?
C15 C16 C17 C18 -0.4(2) . . . . ?
F7 C17 C18 F8 0.1(2) . . . . ?
C16 C17 C18 F8 176.91(14) . . . . ?
F7 C17 C18 C19 -177.72(14) . . . . ?
C16 C17 C18 C19 -0.9(2) . . . . ?
F8 C18 C19 F9 1.2(2) . . . . ?
C17 C18 C19 F9 179.01(14) . . . . ?
F8 C18 C19 C20 -176.54(14) . . . . ?
C17 C18 C19 C20 1.3(2) . . . . ?
F9 C19 C20 F10 -2.2(2) . . . . ?
C18 C19 C20 F10 175.54(14) . . . . ?
F9 C19 C20 C15 -178.10(14) . . . . ?
C18 C19 C20 C15 -0.4(2) . . . . ?
C16 C15 C20 F10 -176.58(13) . . . . ?
B1 C15 C20 F10 -7.7(2) . . . . ?
C16 C15 C20 C19 -0.9(2) . . . . ?
B1 C15 C20 C19 168.00(14) . . . . ?
C22 N2 C21 S2 2.34(19) . . . . ?
B3 N2 C21 S2 -178.46(11) . . . . ?
B2 S2 C21 N2 -162.53(13) . . . . ?
C21 N2 C22 C23 80.91(17) . . . . ?
B3 N2 C22 C23 -98.36(15) . . . . ?
N2 C22 C23 C24 -9.7(2) . . . . ?
N2 C22 C23 C28 169.89(15) . . . . ?
C28 C23 C24 C25 -1.1(3) . . . . ?
C22 C23 C24 C25 178.48(16) . . . . ?
C23 C24 C25 C26 1.4(3) . . . . ?
C24 C25 C26 C27 -0.8(4) . . . . ?
C25 C26 C27 C28 0.0(4) . . . . ?
C26 C27 C28 C23 0.2(4) . . . . ?
C24 C23 C28 C27 0.3(3) . . . . ?
C22 C23 C28 C27 -179.32(19) . . . . ?
C34 C29 C30 F11 176.37(13) . . . . ?
B2 C29 C30 F11 3.4(2) . . . . ?
C34 C29 C30 C31 -1.8(2) . . . . ?
B2 C29 C30 C31 -174.77(14) . . . . ?
F11 C30 C31 F12 0.8(2) . . . . ?
C29 C30 C31 F12 179.00(14) . . . . ?
F11 C30 C31 C32 -177.23(14) . . . . ?
C29 C30 C31 C32 1.0(2) . . . . ?
F12 C31 C32 F13 -0.2(2) . . . . ?
C30 C31 C32 F13 177.90(14) . . . . ?
F12 C31 C32 C33 -177.75(14) . . . . ?
C30 C31 C32 C33 0.3(2) . . . . ?
F13 C32 C33 F14 0.7(2) . . . . ?
C31 C32 C33 F14 178.25(14) . . . . ?
F13 C32 C33 C34 -178.19(14) . . . . ?
C31 C32 C33 C34 -0.6(2) . . . . ?
F14 C33 C34 F15 -1.4(2) . . . . ?
C32 C33 C34 F15 177.45(13) . . . . ?
F14 C33 C34 C29 -179.18(14) . . . . ?
C32 C33 C34 C29 -0.3(2) . . . . ?
C30 C29 C34 F15 -176.25(13) . . . . ?
B2 C29 C34 F15 -3.7(2) . . . . ?
C30 C29 C34 C33 1.4(2) . . . . ?
B2 C29 C34 C33 174.03(14) . . . . ?
C40 C35 C36 F16 -175.37(13) . . . . ?
B2 C35 C36 F16 -1.2(2) . . . . ?
C40 C35 C36 C37 1.1(2) . . . . ?
B2 C35 C36 C37 175.27(14) . . . . ?
F16 C36 C37 F17 -0.5(2) . . . . ?
C35 C36 C37 F17 -177.09(14) . . . . ?
F16 C36 C37 C38 177.35(14) . . . . ?
C35 C36 C37 C38 0.8(2) . . . . ?
F17 C37 C38 F18 -1.5(2) . . . . ?
C36 C37 C38 F18 -179.33(15) . . . . ?
F17 C37 C38 C39 176.57(15) . . . . ?
C36 C37 C38 C39 -1.3(3) . . . . ?
F18 C38 C39 F19 -0.2(3) . . . . ?
C37 C38 C39 F19 -178.19(16) . . . . ?
F18 C38 C39 C40 177.94(15) . . . . ?
C37 C38 C39 C40 -0.1(3) . . . . ?
F19 C39 C40 F20 3.2(2) . . . . ?
C38 C39 C40 F20 -174.91(15) . . . . ?
F19 C39 C40 C35 -179.74(15) . . . . ?
C38 C39 C40 C35 2.2(3) . . . . ?
C36 C35 C40 F20 174.35(14) . . . . ?
B2 C35 C40 F20 0.5(2) . . . . ?
C36 C35 C40 C39 -2.6(2) . . . . ?
B2 C35 C40 C39 -176.43(15) . . . . ?
C42 N3 C41 S3 -1.3(2) . . . . ?
B4 N3 C41 S3 -176.14(11) . . . . ?
B3 S3 C41 N3 175.45(13) . . . . ?
C41 N3 C42 C43 -83.60(17) . . . . ?
B4 N3 C42 C43 91.61(16) . . . . ?
N3 C42 C43 C44 20.3(2) . . . . ?
N3 C42 C43 C48 -160.14(15) . . . . ?
C48 C43 C44 C45 0.5(3) . . . . ?
C42 C43 C44 C45 -179.99(16) . . . . ?
C43 C44 C45 C46 -0.7(3) . . . . ?
C44 C45 C46 C47 0.2(3) . . . . ?
C45 C46 C47 C48 0.6(3) . . . . ?
C46 C47 C48 C43 -0.9(3) . . . . ?
C44 C43 C48 C47 0.3(3) . . . . ?
C42 C43 C48 C47 -179.27(18) . . . . ?
C54 C49 C50 F21 -178.11(15) . . . . ?
B3 C49 C50 F21 -2.8(2) . . . . ?
C54 C49 C50 C51 1.6(3) . . . . ?
B3 C49 C50 C51 176.90(17) . . . . ?
F21 C50 C51 F22 -0.2(3) . . . . ?
C49 C50 C51 F22 -179.98(17) . . . . ?
F21 C50 C51 C52 178.56(18) . . . . ?
C49 C50 C51 C52 -1.2(3) . . . . ?
F22 C51 C52 F23 0.3(3) . . . . ?
C50 C51 C52 F23 -178.49(18) . . . . ?
F22 C51 C52 C53 178.70(19) . . . . ?
C50 C51 C52 C53 -0.1(3) . . . . ?
F23 C52 C53 F24 0.5(3) . . . . ?
C51 C52 C53 F24 -177.92(18) . . . . ?
F23 C52 C53 C54 179.15(17) . . . . ?
C51 C52 C53 C54 0.8(3) . . . . ?
F24 C53 C54 F25 0.0(2) . . . . ?
C52 C53 C54 F25 -178.66(16) . . . . ?
F24 C53 C54 C49 178.47(16) . . . . ?
C52 C53 C54 C49 -0.2(3) . . . . ?
C50 C49 C54 F25 177.44(15) . . . . ?
B3 C49 C54 F25 2.4(2) . . . . ?
C50 C49 C54 C53 -0.9(2) . . . . ?
B3 C49 C54 C53 -175.94(16) . . . . ?
C60 C55 C56 F26 174.91(14) . . . . ?
B3 C55 C56 F26 2.6(2) . . . . ?
C60 C55 C56 C57 -1.5(2) . . . . ?
B3 C55 C56 C57 -173.77(15) . . . . ?
F26 C56 C57 F27 2.5(2) . . . . ?
C55 C56 C57 F27 179.03(15) . . . . ?
F26 C56 C57 C58 -175.97(15) . . . . ?
C55 C56 C57 C58 0.5(3) . . . . ?
F27 C57 C58 F28 1.8(3) . . . . ?
C56 C57 C58 F28 -179.75(16) . . . . ?
F27 C57 C58 C59 -177.67(17) . . . . ?
C56 C57 C58 C59 0.8(3) . . . . ?
F28 C58 C59 F29 -0.4(3) . . . . ?
C57 C58 C59 F29 179.01(17) . . . . ?
F28 C58 C59 C60 179.47(17) . . . . ?
C57 C58 C59 C60 -1.1(3) . . . . ?
F29 C59 C60 F30 -2.1(3) . . . . ?
C58 C59 C60 F30 178.02(16) . . . . ?
F29 C59 C60 C55 179.94(16) . . . . ?
C58 C59 C60 C55 0.1(3) . . . . ?
C56 C55 C60 F30 -176.69(14) . . . . ?
B3 C55 C60 F30 -4.7(2) . . . . ?
C56 C55 C60 C59 1.2(2) . . . . ?
B3 C55 C60 C59 173.20(16) . . . . ?
C62 N4 C61 S4 1.5(2) . . . . ?
B1 N4 C61 S4 178.10(11) . . . . ?
B4 S4 C61 N4 -166.20(13) . . . . ?
C61 N4 C62 C63 89.78(17) . . . . ?
B1 N4 C62 C63 -87.06(15) . . . . ?
N4 C62 C63 C64 -35.1(2) . . . . ?
N4 C62 C63 C68 145.32(15) . . . . ?
C68 C63 C64 C65 -0.2(3) . . . . ?
C62 C63 C64 C65 -179.81(16) . . . . ?
C63 C64 C65 C66 0.1(3) . . . . ?
C64 C65 C66 C67 0.2(3) . . . . ?
C65 C66 C67 C68 -0.3(3) . . . . ?
C66 C67 C68 C63 0.1(3) . . . . ?
C64 C63 C68 C67 0.1(3) . . . . ?
C62 C63 C68 C67 179.75(16) . . . . ?
C74 C69 C70 F31 176.76(13) . . . . ?
B4 C69 C70 F31 1.6(2) . . . . ?
C74 C69 C70 C71 -2.2(2) . . . . ?
B4 C69 C70 C71 -177.36(14) . . . . ?
F31 C70 C71 F32 -0.8(2) . . . . ?
C69 C70 C71 F32 178.12(14) . . . . ?
F31 C70 C71 C72 -179.07(14) . . . . ?
C69 C70 C71 C72 -0.1(2) . . . . ?
F32 C71 C72 F33 0.1(2) . . . . ?
C70 C71 C72 F33 178.38(14) . . . . ?
F32 C71 C72 C73 -176.47(14) . . . . ?
C70 C71 C72 C73 1.8(2) . . . . ?
F33 C72 C73 F34 -0.1(2) . . . . ?
C71 C72 C73 F34 176.48(14) . . . . ?
F33 C72 C73 C74 -177.64(13) . . . . ?
C71 C72 C73 C74 -1.1(2) . . . . ?
F34 C73 C74 F35 -1.1(2) . . . . ?
C72 C73 C74 F35 176.39(13) . . . . ?
F34 C73 C74 C69 -178.98(14) . . . . ?
C72 C73 C74 C69 -1.5(2) . . . . ?
C70 C69 C74 F35 -174.81(13) . . . . ?
B4 C69 C74 F35 0.0(2) . . . . ?
C70 C69 C74 C73 2.9(2) . . . . ?
B4 C69 C74 C73 177.81(14) . . . . ?
C80 C75 C76 F36 -176.21(14) . . . . ?
B4 C75 C76 F36 -2.7(2) . . . . ?
C80 C75 C76 C77 1.6(2) . . . . ?
B4 C75 C76 C77 175.09(15) . . . . ?
F36 C76 C77 F37 -3.0(2) . . . . ?
C75 C76 C77 F37 179.11(15) . . . . ?
F36 C76 C77 C78 176.73(16) . . . . ?
C75 C76 C77 C78 -1.2(3) . . . . ?
F37 C77 C78 F38 0.7(3) . . . . ?
C76 C77 C78 F38 -179.00(16) . . . . ?
F37 C77 C78 C79 -179.92(17) . . . . ?
C76 C77 C78 C79 0.4(3) . . . . ?
F38 C78 C79 F39 -0.5(3) . . . . ?
C77 C78 C79 F39 -179.82(18) . . . . ?
F38 C78 C79 C80 179.20(18) . . . . ?
C77 C78 C79 C80 -0.2(3) . . . . ?
F39 C79 C80 F40 2.1(3) . . . . ?
C78 C79 C80 F40 -177.58(17) . . . . ?
F39 C79 C80 C75 -179.60(17) . . . . ?
C78 C79 C80 C75 0.7(3) . . . . ?
C76 C75 C80 F40 176.84(15) . . . . ?
B4 C75 C80 F40 3.5(3) . . . . ?
C76 C75 C80 C79 -1.4(3) . . . . ?
B4 C75 C80 C79 -174.74(17) . . . . ?
C61 N4 B1 C9 120.92(15) . . . . ?
C62 N4 B1 C9 -62.40(16) . . . . ?
C61 N4 B1 C15 -113.69(15) . . . . ?
C62 N4 B1 C15 62.99(15) . . . . ?
C61 N4 B1 S1 2.70(17) . . . . ?
C62 N4 B1 S1 179.38(10) . . . . ?
C14 C9 B1 N4 -19.7(2) . . . . ?
C10 C9 B1 N4 165.53(13) . . . . ?
C14 C9 B1 C15 -139.43(15) . . . . ?
C10 C9 B1 C15 45.76(18) . . . . ?
C14 C9 B1 S1 101.93(15) . . . . ?
C10 C9 B1 S1 -72.89(15) . . . . ?
C16 C15 B1 N4 72.73(16) . . . . ?
C20 C15 B1 N4 -95.20(16) . . . . ?
C16 C15 B1 C9 -163.08(13) . . . . ?
C20 C15 B1 C9 29.0(2) . . . . ?
C16 C15 B1 S1 -45.90(16) . . . . ?
C20 C15 B1 S1 146.17(12) . . . . ?
C1 N1 B2 C35 114.04(15) . . . . ?
C2 N1 B2 C35 -63.12(15) . . . . ?
C1 N1 B2 C29 -118.24(15) . . . . ?
C2 N1 B2 C29 64.59(15) . . . . ?
C1 N1 B2 S2 -0.92(18) . . . . ?
C2 N1 B2 S2 -178.08(9) . . . . ?
C40 C35 B2 N1 102.06(16) . . . . ?
C36 C35 B2 N1 -71.39(17) . . . . ?
C40 C35 B2 C29 -23.6(2) . . . . ?
C36 C35 B2 C29 162.93(13) . . . . ?
C40 C35 B2 S2 -139.35(14) . . . . ?
C36 C35 B2 S2 47.20(16) . . . . ?
C34 C29 B2 N1 21.3(2) . . . . ?
C30 C29 B2 N1 -166.54(13) . . . . ?
C34 C29 B2 C35 143.50(14) . . . . ?
C30 C29 B2 C35 -44.37(19) . . . . ?
C34 C29 B2 S2 -99.97(15) . . . . ?
C30 C29 B2 S2 72.17(15) . . . . ?
C21 N2 B3 C49 115.03(15) . . . . ?
C22 N2 B3 C49 -65.75(16) . . . . ?
C21 N2 B3 C55 -119.00(15) . . . . ?
C22 N2 B3 C55 60.22(15) . . . . ?
C21 N2 B3 S3 -3.79(18) . . . . ?
C22 N2 B3 S3 175.43(10) . . . . ?
C54 C49 B3 N2 -17.1(2) . . . . ?
C50 C49 B3 N2 168.21(14) . . . . ?
C54 C49 B3 C55 -137.05(16) . . . . ?
C50 C49 B3 C55 48.2(2) . . . . ?
C54 C49 B3 S3 103.98(16) . . . . ?
C50 C49 B3 S3 -70.72(17) . . . . ?
C56 C55 B3 N2 75.86(17) . . . . ?
C60 C55 B3 N2 -95.56(17) . . . . ?
C56 C55 B3 C49 -160.75(14) . . . . ?
C60 C55 B3 C49 27.8(2) . . . . ?
C56 C55 B3 S3 -41.86(17) . . . . ?
C60 C55 B3 S3 146.72(14) . . . . ?
C41 N3 B4 C69 -128.83(15) . . . . ?
C42 N3 B4 C69 56.18(16) . . . . ?
C41 N3 B4 C75 105.16(15) . . . . ?
C42 N3 B4 C75 -69.82(15) . . . . ?
C41 N3 B4 S4 -10.91(18) . . . . ?
C42 N3 B4 S4 174.10(10) . . . . ?
C74 C69 B4 N3 18.7(2) . . . . ?
C70 C69 B4 N3 -166.71(13) . . . . ?
C74 C69 B4 C75 139.43(15) . . . . ?
C70 C69 B4 C75 -46.02(19) . . . . ?
C74 C69 B4 S4 -102.51(15) . . . . ?
C70 C69 B4 S4 72.05(15) . . . . ?
C76 C75 B4 N3 -76.78(17) . . . . ?
C80 C75 B4 N3 96.06(17) . . . . ?
C76 C75 B4 C69 158.05(14) . . . . ?
C80 C75 B4 C69 -29.1(2) . . . . ?
C76 C75 B4 S4 41.47(18) . . . . ?
C80 C75 B4 S4 -145.69(14) . . . . ?
C86 C81 C82 C83 -0.4(5) . . . . ?
C81 C82 C83 C84 -0.7(5) . . . . ?
C82 C83 C84 C85 1.1(4) . . . . ?
C83 C84 C85 C86 -0.2(4) . . . . ?
C82 C81 C86 C85 1.2(4) . . . . ?
C84 C85 C86 C81 -0.9(4) . . . . ?
C92A C87A C88A C89A -1.7(12) . . . . ?
C87A C88A C89A C90A 5.6(17) . . . . ?
C88A C89A C90A C91A -9(2) . . . . ?
C89A C90A C91A C92A 10(3) . . . . ?
C90A C91A C92A C87A -7(2) . . . . ?
C88A C87A C92A C91A 2.4(18) . . . . ?
C92B C87B C88B C89B -4.0(18) . . . . ?
C87B C88B C89B C90B 14(3) . . . . ?
C88B C89B C90B C91B -13(3) . . . . ?
C89B C90B C91B C92B 2.0(17) . . . . ?
C88B C87B C92B C91B -4.6(19) . . . . ?
C90B C91B C92B C87B 6.1(18) . . . . ?

_refine_diff_density_max         0.435
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.053


