# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_erk9658
_database_code_depnum_ccdc_archive 'CCDC 2016810'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2020-07-16 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H10 B2 F12'
_chemical_formula_iupac          ?
_chemical_formula_weight         451.86

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.5560(3)
_cell_length_b                   8.4678(3)
_cell_length_c                   13.5930(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.564(2)
_cell_angle_gamma                90
_cell_volume                     864.02(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3836
_cell_measurement_theta_min      6.5562
_cell_measurement_theta_max      66.7107
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448

_exptl_absorpt_coefficient_mu    1.737
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            11415
_diffrn_reflns_av_R_equivalents  0.0981
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_theta_min         6.17
_diffrn_reflns_theta_max         66.78
_diffrn_reflns_theta_full        66.78
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15

_refine_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.

The hydrogens at B1 atom were refined freely.
;

_reflns_number_total             1519
_reflns_number_gt                1264
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1000
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_number_reflns         1519
_refine_ls_number_parameters     144
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0455P)²+0.5399P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.309
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.4182(3) 0.5250(3) 0.53926(17) 0.0181(5) Uani d . . . 1 . .
H H1 0.303(3) 0.586(3) 0.5065(16) 0.022(6) Uiso d . . . 1 . .
H H2 0.556(3) 0.590(2) 0.5149(15) 0.016(5) Uiso d . . . 1 . .
C C1 0.4435(3) 0.4787(2) 0.65292(14) 0.0160(4) Uani d . . . 1 . .
C C2 0.3032(3) 0.4176(2) 0.70116(14) 0.0172(4) Uani d . . . 1 . .
C C3 0.3252(3) 0.3813(2) 0.80163(14) 0.0197(5) Uani d . . . 1 . .
H H3 0.2286 0.3391 0.8322 0.024 Uiso calc U . R 1 . .
C C4 0.4879(3) 0.4067(2) 0.85680(14) 0.0208(5) Uani d . . . 1 . .
H H4 0.5034 0.3829 0.9256 0.025 Uiso calc U . R 1 . .
C C5 0.6284(3) 0.4671(2) 0.81120(14) 0.0168(4) Uani d . . . 1 . .
C C6 0.6064(3) 0.5019(2) 0.71030(14) 0.0171(4) Uani d . . . 1 . .
H H6 0.7044 0.5421 0.6801 0.021 Uiso calc U . R 1 . .
C C7 0.1245(3) 0.3907(2) 0.64326(15) 0.0196(5) Uani d . . . 1 . .
F F1 0.13841(17) 0.30897(15) 0.55925(9) 0.0266(3) Uani d . . . 1 . .
F F2 0.04002(16) 0.52605(14) 0.61574(9) 0.0234(3) Uani d . . . 1 . .
F F3 0.01305(17) 0.30839(15) 0.69379(9) 0.0273(3) Uani d . . . 1 . .
C C8 0.8026(3) 0.4955(2) 0.87285(15) 0.0208(5) Uani d . . . 1 . .
F F4 0.91489(18) 0.58457(16) 0.82772(9) 0.0318(4) Uani d . . . 1 . .
F F5 0.88899(17) 0.36021(15) 0.89748(10) 0.0312(3) Uani d . . . 1 . .
F F6 0.78091(19) 0.56824(19) 0.95824(9) 0.0404(4) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C1 . 1.584(3) ?
B1 B1 3_666 1.774(5) ?
B1 H1 . 1.06(2) ?
B1 H2 . 1.25(2) ?
C1 C6 . 1.394(3) ?
C1 C2 . 1.407(3) ?
C2 C3 . 1.391(3) ?
C2 C7 . 1.501(3) ?
C3 C4 . 1.382(3) ?
C3 H3 . 0.95 ?
C4 C5 . 1.387(3) ?
C4 H4 . 0.95 ?
C5 C6 . 1.394(3) ?
C5 C8 . 1.497(3) ?
C6 H6 . 0.95 ?
C7 F3 . 1.341(2) ?
C7 F2 . 1.344(2) ?
C7 F1 . 1.350(2) ?
C8 F4 . 1.335(3) ?
C8 F6 . 1.340(2) ?
C8 F5 . 1.342(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 B1 B1 . 3_666 120.9(2) ?
C1 B1 H1 . . 122.1(12) ?
B1 B1 H1 3_666 . 117.1(12) ?
C1 B1 H2 . . 110.7(10) ?
B1 B1 H2 3_666 . 44.6(10) ?
H1 B1 H2 . . 110.0(16) ?
C6 C1 C2 . . 117.07(18) ?
C6 C1 B1 . . 120.73(18) ?
C2 C1 B1 . . 122.17(18) ?
C3 C2 C1 . . 121.81(19) ?
C3 C2 C7 . . 118.72(18) ?
C1 C2 C7 . . 119.47(17) ?
C4 C3 C2 . . 119.82(19) ?
C4 C3 H3 . . 120.1 ?
C2 C3 H3 . . 120.1 ?
C3 C4 C5 . . 119.59(18) ?
C3 C4 H4 . . 120.2 ?
C5 C4 H4 . . 120.2 ?
C4 C5 C6 . . 120.44(19) ?
C4 C5 C8 . . 118.57(18) ?
C6 C5 C8 . . 120.99(19) ?
C5 C6 C1 . . 121.26(19) ?
C5 C6 H6 . . 119.4 ?
C1 C6 H6 . . 119.4 ?
F3 C7 F2 . . 106.26(17) ?
F3 C7 F1 . . 106.33(16) ?
F2 C7 F1 . . 106.40(16) ?
F3 C7 C2 . . 112.97(16) ?
F2 C7 C2 . . 112.75(16) ?
F1 C7 C2 . . 111.64(17) ?
F4 C8 F6 . . 106.59(17) ?
F4 C8 F5 . . 106.26(18) ?
F6 C8 F5 . . 106.28(17) ?
F4 C8 C5 . . 113.45(16) ?
F6 C8 C5 . . 111.84(17) ?
F5 C8 C5 . . 111.94(17) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
B1 B1 C1 C6 3_666 . . . 44.8(3) ?
B1 B1 C1 C2 3_666 . . . -137.2(2) ?
C6 C1 C2 C3 . . . . -0.1(3) ?
B1 C1 C2 C3 . . . . -178.19(19) ?
C6 C1 C2 C7 . . . . 179.76(17) ?
B1 C1 C2 C7 . . . . 1.7(3) ?
C1 C2 C3 C4 . . . . 0.6(3) ?
C7 C2 C3 C4 . . . . -179.25(18) ?
C2 C3 C4 C5 . . . . -0.5(3) ?
C3 C4 C5 C6 . . . . -0.1(3) ?
C3 C4 C5 C8 . . . . 179.21(18) ?
C4 C5 C6 C1 . . . . 0.7(3) ?
C8 C5 C6 C1 . . . . -178.66(18) ?
C2 C1 C6 C5 . . . . -0.5(3) ?
B1 C1 C6 C5 . . . . 177.57(19) ?
C3 C2 C7 F3 . . . . -10.6(3) ?
C1 C2 C7 F3 . . . . 169.51(17) ?
C3 C2 C7 F2 . . . . 109.9(2) ?
C1 C2 C7 F2 . . . . -70.0(2) ?
C3 C2 C7 F1 . . . . -130.37(19) ?
C1 C2 C7 F1 . . . . 49.7(2) ?
C4 C5 C8 F4 . . . . -166.12(18) ?
C6 C5 C8 F4 . . . . 13.2(3) ?
C4 C5 C8 F6 . . . . -45.5(3) ?
C6 C5 C8 F6 . . . . 133.8(2) ?
C4 C5 C8 F5 . . . . 73.6(2) ?
C6 C5 C8 F5 . . . . -107.0(2) ?

####################################################################### 
# 
# 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_erk9861
_database_code_depnum_ccdc_archive 'CCDC 2026639'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2020-09-01 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H50 B2 O2 Si4'
_chemical_formula_iupac          ?
_chemical_formula_weight         600.70
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   18.4614(6)
_cell_length_b                   34.6525(10)
_cell_length_c                   11.8617(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7588.3(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9971
_cell_measurement_theta_min      2.5001
_cell_measurement_theta_max      26.6401
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.105
_exptl_crystal_density_diffrn    1.052
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2592

_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 Bruker AXS area detector scaling and absorption correction.
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo Ims'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON III Diffractometer'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            33285
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         26.73
_diffrn_reflns_theta_full        26.73
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_refine_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.

OH group is disordered over two positions.
;

_reflns_number_total             3994
_reflns_number_gt                3695
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_gt          0.0802
_refine_ls_wR_factor_ref         0.0828
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_number_reflns         3994
_refine_ls_number_parameters     191
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0431P)²+4.9465P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.137
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1645 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(5)

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 v2019.1-0'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.75 0.75 0.2343(4) 0.0312(9) Uani d T P S 1 . .
B B2 0.75 0.75 0.7774(4) 0.0299(9) Uani d T P S 1 . .
O O1 0.75 0.75 0.1186(3) 0.0625(11) Uani d T P S 1 . .
H H1 0.715362 0.736518 0.094994 0.094 Uiso calc U P R 0.5 . .
O O2 0.75 0.75 0.8942(3) 0.0627(11) Uani d T P S 1 . .
H H2 0.707825 0.754179 0.917846 0.094 Uiso calc U P R 0.5 . .
Si Si1 0.75654(4) 0.66498(2) 0.23968(6) 0.02858(17) Uani d . . . 1 . .
Si Si2 0.58983(4) 0.74293(2) 0.77772(6) 0.02869(18) Uani d . . . 1 . .
C C1 0.72219(14) 0.71264(7) 0.2952(2) 0.0261(5) Uani d . . . 1 . .
C C2 0.67873(14) 0.71800(7) 0.3848(2) 0.0253(5) Uani d . . . 1 . .
H H2A 0.674397 0.743752 0.411474 0.03 Uiso calc U . R 1 . .
C C3 0.69541(14) 0.70952(7) 0.6267(2) 0.0266(5) Uani d . . . 1 . .
H H3 0.743551 0.709892 0.598429 0.032 Uiso calc U . R 1 . .
C C4 0.68252(13) 0.73151(7) 0.7187(2) 0.0254(5) Uani d . . . 1 . .
C C11 0.63676(13) 0.68826(7) 0.4469(2) 0.0246(5) Uani d . . . 1 . .
C C12 0.58771(14) 0.66491(7) 0.3895(2) 0.0292(6) Uani d . . . 1 . .
H H12 0.582494 0.66763 0.310202 0.035 Uiso calc U . R 1 . .
C C13 0.54613(16) 0.63760(7) 0.4466(3) 0.0344(6) Uani d . . . 1 . .
H H13 0.512626 0.621956 0.406529 0.041 Uiso calc U . R 1 . .
C C14 0.55386(15) 0.63340(8) 0.5616(3) 0.0354(7) Uani d . . . 1 . .
H H14 0.526072 0.61465 0.600904 0.043 Uiso calc U . R 1 . .
C C15 0.60253(15) 0.65673(8) 0.6201(2) 0.0320(6) Uani d . . . 1 . .
H H15 0.608168 0.653413 0.699079 0.038 Uiso calc U . R 1 . .
C C16 0.64306(13) 0.68482(7) 0.5647(2) 0.0252(5) Uani d . . . 1 . .
C C21 0.85378(17) 0.67288(10) 0.2035(3) 0.0452(8) Uani d . . . 1 . .
H H21A 0.874764 0.648738 0.175408 0.068 Uiso calc U . R 1 . .
H H21B 0.880144 0.681245 0.270877 0.068 Uiso calc U . R 1 . .
H H21C 0.857502 0.69279 0.145088 0.068 Uiso calc U . R 1 . .
C C22 0.70899(19) 0.65135(11) 0.1064(3) 0.0507(9) Uani d . . . 1 . .
H H22A 0.730306 0.627615 0.076116 0.076 Uiso calc U . R 1 . .
H H22B 0.714251 0.672184 0.051103 0.076 Uiso calc U . R 1 . .
H H22C 0.657478 0.647116 0.122039 0.076 Uiso calc U . R 1 . .
C C23 0.75094(17) 0.62503(8) 0.3456(3) 0.0421(7) Uani d . . . 1 . .
H H23A 0.700258 0.617295 0.355303 0.063 Uiso calc U . R 1 . .
H H23B 0.770352 0.633976 0.417961 0.063 Uiso calc U . R 1 . .
H H23C 0.779279 0.602904 0.31912 0.063 Uiso calc U . R 1 . .
C C31 0.51904(18) 0.74519(11) 0.6655(3) 0.0512(8) Uani d . . . 1 . .
H H31A 0.474048 0.755499 0.69733 0.077 Uiso calc U . R 1 . .
H H31B 0.510269 0.719217 0.635768 0.077 Uiso calc U . R 1 . .
H H31C 0.53565 0.762047 0.604358 0.077 Uiso calc U . R 1 . .
C C32 0.5623(2) 0.70815(10) 0.8904(3) 0.0523(9) Uani d . . . 1 . .
H H32A 0.598921 0.707979 0.950183 0.079 Uiso calc U . R 1 . .
H H32B 0.557994 0.682221 0.858084 0.079 Uiso calc U . R 1 . .
H H32C 0.515506 0.716018 0.921966 0.079 Uiso calc U . R 1 . .
C C33 0.5957(2) 0.79209(9) 0.8428(4) 0.0539(9) Uani d . . . 1 . .
H H33A 0.548129 0.799478 0.872396 0.081 Uiso calc U . R 1 . .
H H33B 0.611017 0.810804 0.785636 0.081 Uiso calc U . R 1 . .
H H33C 0.631058 0.791693 0.904431 0.081 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 O1 . 1.372(5) ?
B1 C1 14_665 1.568(3) ?
B1 C1 . 1.569(3) ?
B2 O2 . 1.386(5) ?
B2 C4 14_665 1.564(3) ?
B2 C4 . 1.564(3) ?
O1 H1 . 0.84 ?
O1 H1 14_665 0.84 ?
O2 H2 . 0.84 ?
O2 H2 14_665 0.84 ?
Si1 C21 . 1.866(3) ?
Si1 C22 . 1.869(3) ?
Si1 C23 . 1.873(3) ?
Si1 C1 . 1.888(3) ?
Si2 C31 . 1.867(4) ?
Si2 C32 . 1.870(3) ?
Si2 C33 . 1.873(3) ?
Si2 C4 . 1.891(3) ?
C1 C2 . 1.345(4) ?
C2 C11 . 1.485(4) ?
C2 H2A . 0.95 ?
C3 C4 . 1.352(4) ?
C3 C16 . 1.486(4) ?
C3 H3 . 0.95 ?
C11 C12 . 1.392(4) ?
C11 C16 . 1.407(4) ?
C12 C13 . 1.395(4) ?
C12 H12 . 0.95 ?
C13 C14 . 1.379(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.393(4) ?
C14 H14 . 0.95 ?
C15 C16 . 1.392(4) ?
C15 H15 . 0.95 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C31 H31A . 0.98 ?
C31 H31B . 0.98 ?
C31 H31C . 0.98 ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 B1 C1 . 14_665 117.40(17) ?
O1 B1 C1 . . 117.40(17) ?
C1 B1 C1 14_665 . 125.2(3) ?
O2 B2 C4 . 14_665 116.44(16) ?
O2 B2 C4 . . 116.44(16) ?
C4 B2 C4 14_665 . 127.1(3) ?
B1 O1 H1 . . 109.5 ?
B1 O1 H1 . 14_665 109.473(2) ?
H1 O1 H1 . 14_665 141.1 ?
B2 O2 H2 . . 109.5 ?
B2 O2 H2 . 14_665 109.47(3) ?
H2 O2 H2 . 14_665 141.1 ?
C21 Si1 C22 . . 107.11(16) ?
C21 Si1 C23 . . 108.42(15) ?
C22 Si1 C23 . . 110.79(17) ?
C21 Si1 C1 . . 105.97(14) ?
C22 Si1 C1 . . 110.99(13) ?
C23 Si1 C1 . . 113.22(13) ?
C31 Si2 C32 . . 110.26(19) ?
C31 Si2 C33 . . 107.23(17) ?
C32 Si2 C33 . . 107.89(18) ?
C31 Si2 C4 . . 112.21(14) ?
C32 Si2 C4 . . 112.08(14) ?
C33 Si2 C4 . . 106.89(14) ?
C2 C1 B1 . . 116.4(2) ?
C2 C1 Si1 . . 126.6(2) ?
B1 C1 Si1 . . 116.86(18) ?
C1 C2 C11 . . 127.4(2) ?
C1 C2 H2A . . 116.3 ?
C11 C2 H2A . . 116.3 ?
C4 C3 C16 . . 127.6(2) ?
C4 C3 H3 . . 116.2 ?
C16 C3 H3 . . 116.2 ?
C3 C4 B2 . . 116.7(2) ?
C3 C4 Si2 . . 125.2(2) ?
B2 C4 Si2 . . 118.03(18) ?
C12 C11 C16 . . 119.4(2) ?
C12 C11 C2 . . 120.0(2) ?
C16 C11 C2 . . 120.5(2) ?
C11 C12 C13 . . 121.0(3) ?
C11 C12 H12 . . 119.5 ?
C13 C12 H12 . . 119.5 ?
C14 C13 C12 . . 119.7(3) ?
C14 C13 H13 . . 120.2 ?
C12 C13 H13 . . 120.2 ?
C13 C14 C15 . . 119.8(3) ?
C13 C14 H14 . . 120.1 ?
C15 C14 H14 . . 120.1 ?
C16 C15 C14 . . 121.2(3) ?
C16 C15 H15 . . 119.4 ?
C14 C15 H15 . . 119.4 ?
C15 C16 C11 . . 118.9(2) ?
C15 C16 C3 . . 121.2(2) ?
C11 C16 C3 . . 119.8(2) ?
Si1 C21 H21A . . 109.5 ?
Si1 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
Si1 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
Si1 C22 H22A . . 109.5 ?
Si1 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
Si1 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
Si1 C23 H23A . . 109.5 ?
Si1 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
Si1 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
Si2 C31 H31A . . 109.5 ?
Si2 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
Si2 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
Si2 C32 H32A . . 109.5 ?
Si2 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
Si2 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
Si2 C33 H33A . . 109.5 ?
Si2 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
Si2 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 B1 C1 C2 . . . . -137.47(18) ?
C1 B1 C1 C2 14_665 . . . 42.53(18) ?
O1 B1 C1 Si1 . . . . 45.37(18) ?
C1 B1 C1 Si1 14_665 . . . -134.63(18) ?
C21 Si1 C1 C2 . . . . -137.8(2) ?
C22 Si1 C1 C2 . . . . 106.3(3) ?
C23 Si1 C1 C2 . . . . -19.1(3) ?
C21 Si1 C1 B1 . . . . 39.0(2) ?
C22 Si1 C1 B1 . . . . -76.9(2) ?
C23 Si1 C1 B1 . . . . 157.8(2) ?
B1 C1 C2 C11 . . . . 170.4(2) ?
Si1 C1 C2 C11 . . . . -12.7(4) ?
C16 C3 C4 B2 . . . . 171.4(2) ?
C16 C3 C4 Si2 . . . . -10.9(4) ?
O2 B2 C4 C3 . . . . -139.33(18) ?
C4 B2 C4 C3 14_665 . . . 40.67(18) ?
O2 B2 C4 Si2 . . . . 42.82(17) ?
C4 B2 C4 Si2 14_665 . . . -137.18(17) ?
C31 Si2 C4 C3 . . . . -31.3(3) ?
C32 Si2 C4 C3 . . . . 93.4(3) ?
C33 Si2 C4 C3 . . . . -148.6(3) ?
C31 Si2 C4 B2 . . . . 146.3(2) ?
C32 Si2 C4 B2 . . . . -89.0(2) ?
C33 Si2 C4 B2 . . . . 29.0(2) ?
C1 C2 C11 C12 . . . . -56.2(4) ?
C1 C2 C11 C16 . . . . 127.4(3) ?
C16 C11 C12 C13 . . . . -1.6(4) ?
C2 C11 C12 C13 . . . . -178.0(2) ?
C11 C12 C13 C14 . . . . -0.4(4) ?
C12 C13 C14 C15 . . . . 0.7(4) ?
C13 C14 C15 C16 . . . . 1.0(4) ?
C14 C15 C16 C11 . . . . -2.9(4) ?
C14 C15 C16 C3 . . . . -179.5(2) ?
C12 C11 C16 C15 . . . . 3.2(4) ?
C2 C11 C16 C15 . . . . 179.6(2) ?
C12 C11 C16 C3 . . . . 179.8(2) ?
C2 C11 C16 C3 . . . . -3.7(4) ?
C4 C3 C16 C15 . . . . -54.1(4) ?
C4 C3 C16 C11 . . . . 129.4(3) ?

####################################################################### 
# 
# 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_erk9800
_database_code_depnum_ccdc_archive 'CCDC 2024709'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2020-08-21 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 B F9 O Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         580.45
_chemical_absolute_configuration .

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.9779(3)
_cell_length_b                   13.7265(3)
_cell_length_c                   18.8688(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2843.30(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9937
_cell_measurement_theta_min      3.9825
_cell_measurement_theta_max      66.5973
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1192

_exptl_absorpt_coefficient_mu    1.833
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 Bruker AXS area detector scaling and absorption correction.
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,

J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.84

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX II diffractometer'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            36267
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_theta_min         3.98
_diffrn_reflns_theta_max         66.69
_diffrn_reflns_theta_full        66.69
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22

_refine_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.

One CF3 group is disordered over three positions. Several restraints (SADI,
SAME, ISOR and SIMU) were used in order to improve refinement stability.
;

_reflns_number_total             5028
_reflns_number_gt                4797
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0291
_refine_ls_wR_factor_gt          0.0742
_refine_ls_wR_factor_ref         0.0750
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.106
_refine_ls_number_reflns         5028
_refine_ls_number_parameters     407
_refine_ls_number_restraints     115
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0446P)²+0.3936P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.175
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2007 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.005(11)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 v2019.1-0 '
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.64462(17) 0.41344(13) 0.22678(10) 0.0291(4) Uani d . . . 1.0 . .
H H1 0.654989 0.388212 0.266886 0.044 Uiso calc U . R 1.0 . .
Si Si1 0.57231(7) 0.48605(5) 0.07654(4) 0.02552(16) Uani d . . . 1.0 . .
Si Si2 0.07203(6) 0.76398(5) 0.23303(4) 0.02656(16) Uani d . . . 1.0 . .
B B1 0.5739(2) 0.49320(19) 0.23310(15) 0.0229(5) Uani d . . . 1.0 . .
C C1 0.5501(2) 0.55279(17) 0.16350(13) 0.0219(5) Uani d . . . 1.0 . .
C C2 0.5202(2) 0.64740(18) 0.17090(14) 0.0234(5) Uani d . . . 1.0 . .
H H2 0.498504 0.668446 0.217174 0.028 Uiso calc U . R 1.0 . .
C C3 0.2145(3) 0.76368(19) 0.18059(14) 0.0279(5) Uani d . . . 1.0 . .
C C4 0.3065(2) 0.76819(18) 0.14484(13) 0.0234(5) Uani d . . . 1.0 . .
C C5 0.5176(2) 0.72193(17) 0.11415(13) 0.0227(5) Uani d . . . 1.0 . .
C C6 0.4133(2) 0.77919(17) 0.10202(13) 0.0223(5) Uani d . . . 1.0 . .
C C7 0.4138(3) 0.84841(18) 0.04752(13) 0.0271(5) Uani d . . . 1.0 . .
H H7 0.342875 0.886249 0.038873 0.032 Uiso calc U . R 1.0 . .
C C8 0.5160(3) 0.86228(19) 0.00624(14) 0.0311(6) Uani d . . . 1.0 . .
H H8 0.514775 0.908885 -0.030979 0.037 Uiso calc U . R 1.0 . .
C C9 0.6203(3) 0.8084(2) 0.01894(15) 0.0314(6) Uani d . . . 1.0 . .
H H9 0.691436 0.81909 -0.008648 0.038 Uiso calc U . R 1.0 . .
C C10 0.6203(2) 0.73827(19) 0.07258(14) 0.0277(5) Uani d . . . 1.0 . .
H H10 0.691795 0.700991 0.080842 0.033 Uiso calc U . R 1.0 . .
C C11 0.7387(3) 0.4658(2) 0.06214(16) 0.0379(7) Uani d . . . 1.0 . .
H H11A 0.769214 0.419034 0.097126 0.057 Uiso calc U . R 1.0 . .
H H11B 0.782264 0.527748 0.067443 0.057 Uiso calc U . R 1.0 . .
H H11C 0.752062 0.440141 0.014313 0.057 Uiso calc U . R 1.0 . .
C C12 0.5003(3) 0.5470(2) -0.00207(16) 0.0388(7) Uani d . . . 1.0 . .
H H12A 0.548467 0.604192 -0.015449 0.058 Uiso calc U . R 1.0 . .
H H12B 0.417326 0.567315 0.01009 0.058 Uiso calc U . R 1.0 . .
H H12C 0.497516 0.501185 -0.041895 0.058 Uiso calc U . R 1.0 . .
C C13 0.4953(3) 0.3651(2) 0.08475(17) 0.0406(7) Uani d . . . 1.0 . .
H H13A 0.494333 0.33279 0.038443 0.061 Uiso calc U . R 1.0 . .
H H13B 0.411548 0.374557 0.101295 0.061 Uiso calc U . R 1.0 . .
H H13C 0.539778 0.324599 0.11881 0.061 Uiso calc U . R 1.0 . .
C C21 -0.0494(3) 0.7143(2) 0.17481(15) 0.0366(6) Uani d . . . 1.0 . .
H H21A -0.049909 0.749962 0.129811 0.055 Uiso calc U . R 1.0 . .
H H21B -0.128604 0.721607 0.198161 0.055 Uiso calc U . R 1.0 . .
H H21C -0.033739 0.645135 0.165722 0.055 Uiso calc U . R 1.0 . .
C C22 0.0399(3) 0.8924(2) 0.25889(17) 0.0372(7) Uani d . . . 1.0 . .
H H22A 0.109579 0.918763 0.285056 0.056 Uiso calc U . R 1.0 . .
H H22B -0.032834 0.894454 0.28899 0.056 Uiso calc U . R 1.0 . .
H H22C 0.025938 0.93155 0.216217 0.056 Uiso calc U . R 1.0 . .
C C23 0.0949(3) 0.6872(3) 0.31300(17) 0.0436(7) Uani d . . . 1.0 . .
H H23A 0.110147 0.619741 0.298551 0.065 Uiso calc U . R 1.0 . .
H H23B 0.021828 0.689851 0.342729 0.065 Uiso calc U . R 1.0 . .
H H23C 0.164961 0.711614 0.339897 0.065 Uiso calc U . R 1.0 . .
C C31 0.5204(2) 0.52749(17) 0.30831(13) 0.0215(5) Uani d . . . 1.0 . .
C C32 0.5881(2) 0.58275(17) 0.35666(13) 0.0230(5) Uani d . . . 1.0 . .
C C33 0.5396(2) 0.61671(17) 0.42016(14) 0.0253(5) Uani d . . . 1.0 . .
H H33 0.588275 0.654381 0.451514 0.03 Uiso calc U . R 1.0 . .
C C34 0.4206(3) 0.59532(18) 0.43724(13) 0.0279(5) Uani d . . . 1.0 . .
C C35 0.3505(2) 0.53922(19) 0.39159(15) 0.0289(6) Uani d . . . 1.0 . .
H H35 0.268861 0.523314 0.403717 0.035 Uiso calc U . R 1.0 . .
C C36 0.3999(2) 0.50637(18) 0.32813(13) 0.0247(5) Uani d . . . 1.0 . .
C C37 0.7202(3) 0.6058(2) 0.34262(14) 0.0316(6) Uani d U . D 1.0 . .
F F1 0.7459(19) 0.6176(9) 0.2758(5) 0.043(3) Uani d U P D 0.536(4) A 1
F F2 0.7614(8) 0.6773(5) 0.3817(4) 0.0436(16) Uani d U P D 0.536(4) A 1
F F3 0.7863(7) 0.5238(5) 0.3644(4) 0.0322(15) Uani d U P D 0.536(4) A 1
F F1A 0.769(3) 0.571(2) 0.2830(10) 0.034(7) Uani d U P D 0.179(4) A 2
F F2A 0.725(2) 0.7088(10) 0.3255(11) 0.046(5) Uani d U P D 0.179(4) A 2
F F3A 0.7965(14) 0.6019(15) 0.3952(8) 0.045(4) Uani d U P D 0.179(4) A 2
F F1B 0.751(3) 0.5936(17) 0.2747(8) 0.019(4) Uani d U P D 0.285(4) A 3
F F2B 0.7471(18) 0.7017(11) 0.3548(9) 0.058(6) Uani d U P D 0.285(4) A 3
F F3B 0.8001(13) 0.5533(11) 0.3791(7) 0.040(4) Uani d U P D 0.285(4) A 3
C C38 0.3638(3) 0.6312(2) 0.50474(16) 0.0371(7) Uani d . . . 1.0 . .
C C39 0.3196(2) 0.4472(2) 0.27987(16) 0.0328(6) Uani d . . . 1.0 . .
F F4 0.27898(18) 0.69898(14) 0.49237(10) 0.0493(5) Uani d . . . 1.0 . .
F F5 0.4451(2) 0.67212(16) 0.54829(9) 0.0560(5) Uani d . . . 1.0 . .
F F6 0.3093(2) 0.55985(14) 0.54080(10) 0.0572(6) Uani d . . . 1.0 . .
F F7 0.22577(16) 0.40770(15) 0.31426(10) 0.0477(5) Uani d . . . 1.0 . .
F F8 0.38048(17) 0.37476(13) 0.24878(11) 0.0497(5) Uani d . . . 1.0 . .
F F9 0.27165(16) 0.50090(14) 0.22763(9) 0.0452(4) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 B1 . 1.348(3) ?
O1 H1 . 0.84 ?
Si1 C11 . 1.868(3) ?
Si1 C13 . 1.869(3) ?
Si1 C12 . 1.877(3) ?
Si1 C1 . 1.895(3) ?
Si2 C3 . 1.851(3) ?
Si2 C21 . 1.857(3) ?
Si2 C23 . 1.857(3) ?
Si2 C22 . 1.863(3) ?
B1 C1 . 1.569(3) ?
B1 C31 . 1.606(4) ?
C1 C2 . 1.347(4) ?
C2 C5 . 1.481(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.216(4) ?
C4 C6 . 1.432(4) ?
C5 C10 . 1.392(4) ?
C5 C6 . 1.407(3) ?
C6 C7 . 1.400(3) ?
C7 C8 . 1.379(4) ?
C7 H7 . 0.95 ?
C8 C9 . 1.384(4) ?
C8 H8 . 0.95 ?
C9 C10 . 1.397(4) ?
C9 H9 . 0.95 ?
C10 H10 . 0.95 ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C31 C32 . 1.400(4) ?
C31 C36 . 1.406(4) ?
C32 C33 . 1.391(4) ?
C32 C37 . 1.507(4) ?
C33 C34 . 1.378(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.388(4) ?
C34 C38 . 1.501(4) ?
C35 C36 . 1.390(4) ?
C35 H35 . 0.95 ?
C36 C39 . 1.505(4) ?
C37 F3A . 1.300(13) ?
C37 F1 . 1.303(11) ?
C37 F2 . 1.309(8) ?
C37 F3B . 1.328(12) ?
C37 F1A . 1.333(17) ?
C37 F1B . 1.335(15) ?
C37 F2B . 1.369(13) ?
C37 F3 . 1.401(7) ?
C37 F2A . 1.451(14) ?
C38 F6 . 1.334(4) ?
C38 F5 . 1.337(4) ?
C38 F4 . 1.338(4) ?
C39 F7 . 1.333(3) ?
C39 F8 . 1.334(4) ?
C39 F9 . 1.338(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
B1 O1 H1 . . 109.5 ?
C11 Si1 C13 . . 108.81(14) ?
C11 Si1 C12 . . 111.29(14) ?
C13 Si1 C12 . . 105.71(14) ?
C11 Si1 C1 . . 108.86(13) ?
C13 Si1 C1 . . 107.43(13) ?
C12 Si1 C1 . . 114.50(12) ?
C3 Si2 C21 . . 106.82(13) ?
C3 Si2 C23 . . 108.58(14) ?
C21 Si2 C23 . . 111.69(15) ?
C3 Si2 C22 . . 107.59(13) ?
C21 Si2 C22 . . 111.49(14) ?
C23 Si2 C22 . . 110.47(15) ?
O1 B1 C1 . . 116.4(2) ?
O1 B1 C31 . . 121.8(2) ?
C1 B1 C31 . . 121.7(2) ?
C2 C1 B1 . . 117.2(2) ?
C2 C1 Si1 . . 125.96(19) ?
B1 C1 Si1 . . 116.83(16) ?
C1 C2 C5 . . 126.6(2) ?
C1 C2 H2 . . 116.7 ?
C5 C2 H2 . . 116.7 ?
C4 C3 Si2 . . 176.6(2) ?
C3 C4 C6 . . 176.8(3) ?
C10 C5 C6 . . 118.5(2) ?
C10 C5 C2 . . 120.2(2) ?
C6 C5 C2 . . 121.3(2) ?
C7 C6 C5 . . 119.7(2) ?
C7 C6 C4 . . 119.3(2) ?
C5 C6 C4 . . 121.0(2) ?
C8 C7 C6 . . 120.8(2) ?
C8 C7 H7 . . 119.6 ?
C6 C7 H7 . . 119.6 ?
C7 C8 C9 . . 120.1(2) ?
C7 C8 H8 . . 119.9 ?
C9 C8 H8 . . 119.9 ?
C8 C9 C10 . . 119.6(2) ?
C8 C9 H9 . . 120.2 ?
C10 C9 H9 . . 120.2 ?
C5 C10 C9 . . 121.3(2) ?
C5 C10 H10 . . 119.4 ?
C9 C10 H10 . . 119.4 ?
Si1 C11 H11A . . 109.5 ?
Si1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
Si1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
Si1 C12 H12A . . 109.5 ?
Si1 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
Si1 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
Si1 C13 H13A . . 109.5 ?
Si1 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
Si1 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
Si2 C21 H21A . . 109.5 ?
Si2 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
Si2 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
Si2 C22 H22A . . 109.5 ?
Si2 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
Si2 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
Si2 C23 H23A . . 109.5 ?
Si2 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
Si2 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C32 C31 C36 . . 116.0(2) ?
C32 C31 B1 . . 122.8(2) ?
C36 C31 B1 . . 121.2(2) ?
C33 C32 C31 . . 122.7(2) ?
C33 C32 C37 . . 116.7(2) ?
C31 C32 C37 . . 120.6(2) ?
C34 C33 C32 . . 119.5(2) ?
C34 C33 H33 . . 120.2 ?
C32 C33 H33 . . 120.2 ?
C33 C34 C35 . . 119.9(2) ?
C33 C34 C38 . . 121.5(3) ?
C35 C34 C38 . . 118.6(3) ?
C34 C35 C36 . . 119.9(2) ?
C34 C35 H35 . . 120.1 ?
C36 C35 H35 . . 120.1 ?
C35 C36 C31 . . 122.0(2) ?
C35 C36 C39 . . 117.9(2) ?
C31 C36 C39 . . 120.1(2) ?
F1 C37 F2 . . 112.2(8) ?
F3A C37 F1A . . 111.8(16) ?
F3B C37 F1B . . 105.3(13) ?
F3B C37 F2B . . 107.0(9) ?
F1B C37 F2B . . 103.2(12) ?
F1 C37 F3 . . 105.8(8) ?
F2 C37 F3 . . 105.0(5) ?
F3A C37 F2A . . 100.8(11) ?
F1A C37 F2A . . 98.5(14) ?
F3A C37 C32 . . 118.5(8) ?
F1 C37 C32 . . 113.9(10) ?
F2 C37 C32 . . 113.0(5) ?
F3B C37 C32 . . 115.5(7) ?
F1A C37 C32 . . 117.3(16) ?
F1B C37 C32 . . 112.5(12) ?
F2B C37 C32 . . 112.3(8) ?
F3 C37 C32 . . 106.2(4) ?
F2A C37 C32 . . 106.1(9) ?
F6 C38 F5 . . 107.1(3) ?
F6 C38 F4 . . 106.7(3) ?
F5 C38 F4 . . 106.2(2) ?
F6 C38 C34 . . 112.2(2) ?
F5 C38 C34 . . 112.5(3) ?
F4 C38 C34 . . 111.7(2) ?
F7 C39 F8 . . 107.3(2) ?
F7 C39 F9 . . 106.2(2) ?
F8 C39 F9 . . 106.5(2) ?
F7 C39 C36 . . 112.2(2) ?
F8 C39 C36 . . 112.0(2) ?
F9 C39 C36 . . 112.3(2) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 B1 C1 C2 . . . . -156.4(2) ?
C31 B1 C1 C2 . . . . 21.6(3) ?
O1 B1 C1 Si1 . . . . 21.3(3) ?
C31 B1 C1 Si1 . . . . -160.70(18) ?
C11 Si1 C1 C2 . . . . 105.7(2) ?
C13 Si1 C1 C2 . . . . -136.6(2) ?
C12 Si1 C1 C2 . . . . -19.6(3) ?
C11 Si1 C1 B1 . . . . -71.8(2) ?
C13 Si1 C1 B1 . . . . 45.9(2) ?
C12 Si1 C1 B1 . . . . 162.95(19) ?
B1 C1 C2 C5 . . . . 167.0(2) ?
Si1 C1 C2 C5 . . . . -10.4(4) ?
C1 C2 C5 C10 . . . . -54.7(4) ?
C1 C2 C5 C6 . . . . 126.8(3) ?
C10 C5 C6 C7 . . . . 2.0(3) ?
C2 C5 C6 C7 . . . . -179.5(2) ?
C10 C5 C6 C4 . . . . -177.7(2) ?
C2 C5 C6 C4 . . . . 0.8(4) ?
C5 C6 C7 C8 . . . . -1.0(4) ?
C4 C6 C7 C8 . . . . 178.7(2) ?
C6 C7 C8 C9 . . . . -0.8(4) ?
C7 C8 C9 C10 . . . . 1.6(4) ?
C6 C5 C10 C9 . . . . -1.2(4) ?
C2 C5 C10 C9 . . . . -179.7(2) ?
C8 C9 C10 C5 . . . . -0.6(4) ?
O1 B1 C31 C32 . . . . 82.5(3) ?
C1 B1 C31 C32 . . . . -95.3(3) ?
O1 B1 C31 C36 . . . . -99.9(3) ?
C1 B1 C31 C36 . . . . 82.2(3) ?
C36 C31 C32 C33 . . . . -1.1(3) ?
B1 C31 C32 C33 . . . . 176.6(2) ?
C36 C31 C32 C37 . . . . 177.1(2) ?
B1 C31 C32 C37 . . . . -5.3(3) ?
C31 C32 C33 C34 . . . . 0.4(3) ?
C37 C32 C33 C34 . . . . -177.9(2) ?
C32 C33 C34 C35 . . . . 0.8(4) ?
C32 C33 C34 C38 . . . . -179.4(2) ?
C33 C34 C35 C36 . . . . -1.2(4) ?
C38 C34 C35 C36 . . . . 178.9(2) ?
C34 C35 C36 C31 . . . . 0.5(4) ?
C34 C35 C36 C39 . . . . -179.0(2) ?
C32 C31 C36 C35 . . . . 0.6(3) ?
B1 C31 C36 C35 . . . . -177.1(2) ?
C32 C31 C36 C39 . . . . -179.9(2) ?
B1 C31 C36 C39 . . . . 2.4(3) ?
C33 C32 C37 F3A . . . . 38.9(11) ?
C31 C32 C37 F3A . . . . -139.4(11) ?
C33 C32 C37 F1 . . . . -148.0(6) ?
C31 C32 C37 F1 . . . . 33.7(7) ?
C33 C32 C37 F2 . . . . -18.5(5) ?
C31 C32 C37 F2 . . . . 163.2(4) ?
C33 C32 C37 F3B . . . . 75.3(8) ?
C31 C32 C37 F3B . . . . -103.0(8) ?
C33 C32 C37 F1A . . . . 177.9(13) ?
C31 C32 C37 F1A . . . . -0.4(13) ?
C33 C32 C37 F1B . . . . -163.8(11) ?
C31 C32 C37 F1B . . . . 18.0(12) ?
C33 C32 C37 F2B . . . . -47.8(9) ?
C31 C32 C37 F2B . . . . 133.9(9) ?
C33 C32 C37 F3 . . . . 96.0(4) ?
C31 C32 C37 F3 . . . . -82.3(4) ?
C33 C32 C37 F2A . . . . -73.4(9) ?
C31 C32 C37 F2A . . . . 108.4(9) ?
C33 C34 C38 F6 . . . . -129.6(3) ?
C35 C34 C38 F6 . . . . 50.2(4) ?
C33 C34 C38 F5 . . . . -8.8(4) ?
C35 C34 C38 F5 . . . . 171.1(2) ?
C33 C34 C38 F4 . . . . 110.6(3) ?
C35 C34 C38 F4 . . . . -69.6(3) ?
C35 C36 C39 F7 . . . . -20.7(3) ?
C31 C36 C39 F7 . . . . 159.8(2) ?
C35 C36 C39 F8 . . . . -141.4(2) ?
C31 C36 C39 F8 . . . . 39.0(3) ?
C35 C36 C39 F9 . . . . 98.8(3) ?
C31 C36 C39 F9 . . . . -80.7(3) ?

####################################################################### 
# 
# 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_erk9686
_database_code_depnum_ccdc_archive 'CCDC 2016811'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2020-07-16 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H28 B2 F12 N2'
_chemical_formula_iupac          ?
_chemical_formula_weight         714.20

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7742(5)
_cell_length_b                   9.5777(6)
_cell_length_c                   11.1573(7)
_cell_angle_alpha                98.124(2)
_cell_angle_beta                 99.074(2)
_cell_angle_gamma                113.422(2)
_cell_volume                     827.78(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2911
_cell_measurement_theta_min      2.3785
_cell_measurement_theta_max      26.7115
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.154
_exptl_crystal_size_mid          0.088
_exptl_crystal_size_min          0.046
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             364

_exptl_absorpt_coefficient_mu    0.130
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            15605
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         26.82
_diffrn_reflns_theta_full        26.82
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14

_refine_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.

One CF3 group is disordered over two positions. Several restraints 
(SADI,SAME, ISOR and SIMU) were used in order to improve refinement 
stability.

;

_reflns_number_total             3526
_reflns_number_gt                2639
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_gt          0.1289
_refine_ls_wR_factor_ref         0.1388
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.141
_refine_ls_number_reflns         3526
_refine_ls_number_parameters     256
_refine_ls_number_restraints     69
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0400P)²+0.9862P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.262
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables 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'

_computing_data_collection       
;

APEX3 v2016.1-0 (Bruker AXS Inc., 2016)
;
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.8742(3) 0.4742(3) 0.0767(2) 0.0186(5) Uani d . . . 1.0 . .
N N1 1.0217(2) 0.4589(2) 0.12199(18) 0.0182(4) Uani d . . . 1.0 . .
C C1 1.1624(3) 0.4908(3) 0.0566(2) 0.0223(5) Uani d . . . 1.0 . .
H H1A 1.1897 0.3995 0.0477 0.027 Uiso calc U . R 1.0 . .
H H1B 1.2651 0.5813 0.1097 0.027 Uiso calc U . R 1.0 . .
C C11 1.0548(3) 0.4087(3) 0.2362(2) 0.0166(5) Uani d . . . 1.0 . .
C C12 1.1350(3) 0.5195(3) 0.3494(2) 0.0195(5) Uani d . . . 1.0 . .
C C13 1.1619(3) 0.4657(3) 0.4572(2) 0.0238(6) Uani d . . . 1.0 . .
H H13 1.2156 0.5387 0.535 0.029 Uiso calc U . R 1.0 . .
C C14 1.1122(3) 0.3091(3) 0.4530(2) 0.0255(6) Uani d . . . 1.0 . .
H H14 1.129 0.2748 0.5277 0.031 Uiso calc U . R 1.0 . .
C C15 1.0380(3) 0.2016(3) 0.3400(2) 0.0236(5) Uani d . . . 1.0 . .
H H15 1.0054 0.0938 0.3376 0.028 Uiso calc U . R 1.0 . .
C C16 1.0105(3) 0.2500(3) 0.2295(2) 0.0208(5) Uani d . . . 1.0 . .
C C17 1.1922(3) 0.6914(3) 0.3560(2) 0.0270(6) Uani d . . . 1.0 . .
H H17A 1.2532 0.75 0.4415 0.041 Uiso calc U . R 1.0 . .
H H17B 1.0923 0.7119 0.331 0.041 Uiso calc U . R 1.0 . .
H H17C 1.2685 0.7243 0.2998 0.041 Uiso calc U . R 1.0 . .
C C18 0.9403(4) 0.1305(3) 0.1074(2) 0.0304(6) Uani d . . . 1.0 . .
H H18A 0.9056 0.1762 0.0409 0.046 Uiso calc U . R 1.0 . .
H H18B 0.8411 0.0392 0.1139 0.046 Uiso calc U . R 1.0 . .
H H18C 1.0286 0.0987 0.0883 0.046 Uiso calc U . R 1.0 . .
C C21 0.7258(3) 0.4357(3) 0.1501(2) 0.0179(5) Uani d . . . 1.0 . .
C C22 0.6635(3) 0.5409(3) 0.1990(2) 0.0191(5) Uani d . . . 1.0 . .
C C23 0.5313(3) 0.4949(3) 0.2614(2) 0.0238(5) Uani d . . . 1.0 . .
H H23 0.4934 0.5688 0.2948 0.029 Uiso calc U . R 1.0 . .
C C24 0.4557(3) 0.3430(3) 0.2746(2) 0.0266(6) Uani d . . . 1.0 . .
H H24 0.3663 0.3119 0.3172 0.032 Uiso calc U . R 1.0 . .
C C25 0.5118(3) 0.2364(3) 0.2251(2) 0.0257(6) Uani d . . . 1.0 . .
C C26 0.6433(3) 0.2822(3) 0.1642(2) 0.0222(5) Uani d . . . 1.0 . .
H H26 0.679 0.2067 0.1306 0.027 Uiso calc U . R 1.0 . .
F F1 0.89715(18) 0.76369(18) 0.17730(15) 0.0313(4) Uani d . . . 1.0 . .
F F2 0.6466(2) 0.71618(19) 0.07430(14) 0.0311(4) Uani d . . . 1.0 . .
F F3 0.7186(2) 0.80397(19) 0.27289(15) 0.0366(4) Uani d . . . 1.0 . .
C C27 0.7312(3) 0.7049(3) 0.1815(2) 0.0234(5) Uani d . . . 1.0 . .
C C28 0.4323(3) 0.0721(4) 0.2411(3) 0.0363(7) Uani d . . D 1.0 . .
F F4 0.2672(6) 0.0150(9) 0.2280(8) 0.064(2) Uani d U P D 0.716(14) A 1
F F5 0.5051(8) 0.0494(5) 0.3424(5) 0.072(2) Uani d U P D 0.716(14) A 1
F F6 0.4468(7) -0.0326(4) 0.1477(5) 0.0571(13) Uani d U P D 0.716(14) A 1
F F4A 0.2685(14) 0.003(2) 0.1972(15) 0.059(5) Uani d U P D 0.284(14) A 2
F F5A 0.426(2) 0.0832(13) 0.3669(8) 0.073(4) Uani d U P D 0.284(14) A 2
F F6A 0.5082(18) -0.0061(15) 0.219(2) 0.070(5) Uani d U P D 0.284(14) A 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N1 . 1.385(3) ?
B1 C1 2_765 1.583(3) ?
B1 C21 . 1.594(3) ?
N1 C11 . 1.452(3) ?
N1 C1 . 1.482(3) ?
C1 B1 2_765 1.583(3) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C11 C16 . 1.398(3) ?
C11 C12 . 1.401(3) ?
C12 C13 . 1.397(3) ?
C12 C17 . 1.505(4) ?
C13 C14 . 1.377(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.383(4) ?
C14 H14 . 0.95 ?
C15 C16 . 1.397(3) ?
C15 H15 . 0.95 ?
C16 C18 . 1.509(3) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C21 C26 . 1.402(3) ?
C21 C22 . 1.410(3) ?
C22 C23 . 1.399(3) ?
C22 C27 . 1.497(4) ?
C23 C24 . 1.379(4) ?
C23 H23 . 0.95 ?
C24 C25 . 1.384(4) ?
C24 H24 . 0.95 ?
C25 C26 . 1.383(4) ?
C25 C28 . 1.498(4) ?
C26 H26 . 0.95 ?
F1 C27 . 1.348(3) ?
F2 C27 . 1.347(3) ?
F3 C27 . 1.340(3) ?
C28 F6A . 1.210(8) ?
C28 F4A . 1.294(11) ?
C28 F5 . 1.298(4) ?
C28 F4 . 1.304(5) ?
C28 F6 . 1.399(5) ?
C28 F5A . 1.403(9) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 B1 C1 . 2_765 121.1(2) ?
N1 B1 C21 . . 120.6(2) ?
C1 B1 C21 2_765 . 117.8(2) ?
B1 N1 C11 . . 124.25(19) ?
B1 N1 C1 . . 122.89(19) ?
C11 N1 C1 . . 112.86(18) ?
N1 C1 B1 . 2_765 115.69(19) ?
N1 C1 H1A . . 108.4 ?
B1 C1 H1A 2_765 . 108.4 ?
N1 C1 H1B . . 108.4 ?
B1 C1 H1B 2_765 . 108.4 ?
H1A C1 H1B . . 107.4 ?
C16 C11 C12 . . 121.5(2) ?
C16 C11 N1 . . 118.7(2) ?
C12 C11 N1 . . 119.8(2) ?
C13 C12 C11 . . 117.9(2) ?
C13 C12 C17 . . 120.4(2) ?
C11 C12 C17 . . 121.7(2) ?
C14 C13 C12 . . 121.3(2) ?
C14 C13 H13 . . 119.3 ?
C12 C13 H13 . . 119.3 ?
C13 C14 C15 . . 120.1(2) ?
C13 C14 H14 . . 119.9 ?
C15 C14 H14 . . 119.9 ?
C14 C15 C16 . . 120.6(2) ?
C14 C15 H15 . . 119.7 ?
C16 C15 H15 . . 119.7 ?
C15 C16 C11 . . 118.5(2) ?
C15 C16 C18 . . 118.9(2) ?
C11 C16 C18 . . 122.6(2) ?
C12 C17 H17A . . 109.5 ?
C12 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C12 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C16 C18 H18A . . 109.5 ?
C16 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C16 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C26 C21 C22 . . 115.9(2) ?
C26 C21 B1 . . 118.0(2) ?
C22 C21 B1 . . 126.0(2) ?
C23 C22 C21 . . 121.5(2) ?
C23 C22 C27 . . 117.2(2) ?
C21 C22 C27 . . 121.2(2) ?
C24 C23 C22 . . 120.5(2) ?
C24 C23 H23 . . 119.8 ?
C22 C23 H23 . . 119.8 ?
C23 C24 C25 . . 119.2(2) ?
C23 C24 H24 . . 120.4 ?
C25 C24 H24 . . 120.4 ?
C26 C25 C24 . . 120.4(2) ?
C26 C25 C28 . . 120.2(3) ?
C24 C25 C28 . . 119.4(2) ?
C25 C26 C21 . . 122.5(2) ?
C25 C26 H26 . . 118.7 ?
C21 C26 H26 . . 118.7 ?
F3 C27 F2 . . 106.4(2) ?
F3 C27 F1 . . 106.4(2) ?
F2 C27 F1 . . 105.8(2) ?
F3 C27 C22 . . 112.6(2) ?
F2 C27 C22 . . 112.1(2) ?
F1 C27 C22 . . 113.1(2) ?
F6A C28 F4A . . 115.4(12) ?
F5 C28 F4 . . 110.9(5) ?
F5 C28 F6 . . 102.8(4) ?
F4 C28 F6 . . 101.7(4) ?
F6A C28 F5A . . 107.4(8) ?
F4A C28 F5A . . 95.8(9) ?
F6A C28 C25 . . 116.1(5) ?
F4A C28 C25 . . 113.4(10) ?
F5 C28 C25 . . 114.3(3) ?
F4 C28 C25 . . 114.0(4) ?
F6 C28 C25 . . 111.8(3) ?
F5A C28 C25 . . 106.1(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 B1 N1 C11 2_765 . . . -172.3(2) ?
C21 B1 N1 C11 . . . . -0.1(4) ?
C1 B1 N1 C1 2_765 . . . 6.8(4) ?
C21 B1 N1 C1 . . . . 179.0(2) ?
B1 N1 C1 B1 . . . 2_765 -6.5(4) ?
C11 N1 C1 B1 . . . 2_765 172.8(2) ?
B1 N1 C11 C16 . . . . 92.9(3) ?
C1 N1 C11 C16 . . . . -86.3(3) ?
B1 N1 C11 C12 . . . . -89.3(3) ?
C1 N1 C11 C12 . . . . 91.5(3) ?
C16 C11 C12 C13 . . . . -3.2(3) ?
N1 C11 C12 C13 . . . . 179.0(2) ?
C16 C11 C12 C17 . . . . 176.4(2) ?
N1 C11 C12 C17 . . . . -1.4(3) ?
C11 C12 C13 C14 . . . . 0.3(3) ?
C17 C12 C13 C14 . . . . -179.3(2) ?
C12 C13 C14 C15 . . . . 1.7(4) ?
C13 C14 C15 C16 . . . . -0.8(4) ?
C14 C15 C16 C11 . . . . -2.0(4) ?
C14 C15 C16 C18 . . . . 175.9(2) ?
C12 C11 C16 C15 . . . . 4.0(3) ?
N1 C11 C16 C15 . . . . -178.2(2) ?
C12 C11 C16 C18 . . . . -173.7(2) ?
N1 C11 C16 C18 . . . . 4.1(3) ?
N1 B1 C21 C26 . . . . -63.0(3) ?
C1 B1 C21 C26 2_765 . . . 109.5(3) ?
N1 B1 C21 C22 . . . . 119.7(3) ?
C1 B1 C21 C22 2_765 . . . -67.8(3) ?
C26 C21 C22 C23 . . . . 2.2(3) ?
B1 C21 C22 C23 . . . . 179.5(2) ?
C26 C21 C22 C27 . . . . -175.2(2) ?
B1 C21 C22 C27 . . . . 2.1(3) ?
C21 C22 C23 C24 . . . . -1.3(4) ?
C27 C22 C23 C24 . . . . 176.2(2) ?
C22 C23 C24 C25 . . . . -0.2(4) ?
C23 C24 C25 C26 . . . . 0.7(4) ?
C23 C24 C25 C28 . . . . 178.9(2) ?
C24 C25 C26 C21 . . . . 0.3(4) ?
C28 C25 C26 C21 . . . . -177.9(2) ?
C22 C21 C26 C25 . . . . -1.7(3) ?
B1 C21 C26 C25 . . . . -179.3(2) ?
C23 C22 C27 F3 . . . . 29.9(3) ?
C21 C22 C27 F3 . . . . -152.6(2) ?
C23 C22 C27 F2 . . . . -90.0(3) ?
C21 C22 C27 F2 . . . . 87.5(3) ?
C23 C22 C27 F1 . . . . 150.5(2) ?
C21 C22 C27 F1 . . . . -32.0(3) ?
C26 C25 C28 F6A . . . . 12.7(13) ?
C24 C25 C28 F6A . . . . -165.6(13) ?
C26 C25 C28 F4A . . . . -124.4(9) ?
C24 C25 C28 F4A . . . . 57.3(10) ?
C26 C25 C28 F5 . . . . 89.7(6) ?
C24 C25 C28 F5 . . . . -88.6(6) ?
C26 C25 C28 F4 . . . . -141.3(5) ?
C24 C25 C28 F4 . . . . 40.4(5) ?
C26 C25 C28 F6 . . . . -26.6(4) ?
C24 C25 C28 F6 . . . . 155.1(4) ?
C26 C25 C28 F5A . . . . 131.8(10) ?
C24 C25 C28 F5A . . . . -46.5(10) ?

####################################################################### 
# 
# 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_erk9862
_database_code_depnum_ccdc_archive 'CCDC 2016815'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2020-07-16 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H34 B F6 N'
_chemical_formula_iupac          ?
_chemical_formula_weight         593.44

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.3110(3)
_cell_length_b                   14.3855(5)
_cell_length_c                   21.2243(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.1290(10)
_cell_angle_gamma                90
_cell_volume                     3065.89(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9547
_cell_measurement_theta_min      2.4266
_cell_measurement_theta_max      26.7331
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.278
_exptl_crystal_size_mid          0.157
_exptl_crystal_size_min          0.084
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1240

_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 Bruker AXS area detector scaling and absorption correction.
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo Ims'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON III Diffractometer'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            55787
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         26.74
_diffrn_reflns_theta_full        26.74
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

_refine_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_reflns_number_total             6498
_reflns_number_gt                5553
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_gt          0.1032
_refine_ls_wR_factor_ref         0.1091
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_number_reflns         6498
_refine_ls_number_parameters     394
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0570P)²+1.2039P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.213
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables 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'
F F 0.0171 0.0103 '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'

_computing_data_collection       'APEX3 v2019.1-0'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.34390(13) 0.36704(9) 0.35599(6) 0.0159(3) Uani d . . . 1 . .
N N51 0.37128(10) 0.47872(7) 0.35147(5) 0.0173(2) Uani d . . . 1 . .
C C1 0.17318(12) 0.28522(8) 0.26166(6) 0.0187(2) Uani d . . . 1 . .
H H1 0.113293 0.297051 0.288763 0.022 Uiso calc U . R 1 . .
C C2 0.28946(12) 0.33134(8) 0.28126(6) 0.0171(2) Uani d . . . 1 . .
C C4 0.49140(12) 0.31871(8) 0.37763(6) 0.0161(2) Uani d . . . 1 . .
C C3 0.52572(12) 0.26322(8) 0.42991(6) 0.0165(2) Uani d . . . 1 . .
H H3 0.469769 0.271928 0.45935 0.02 Uiso calc U . R 1 . .
C C11 0.38325(12) 0.35276(8) 0.23921(6) 0.0178(2) Uani d . . . 1 . .
C C12 0.33523(13) 0.38068(9) 0.17585(6) 0.0216(3) Uani d . . . 1 . .
H H12 0.241777 0.380744 0.158572 0.026 Uiso calc U . R 1 . .
C C13 0.42033(14) 0.40906(9) 0.13606(6) 0.0242(3) Uani d . . . 1 . .
H H13 0.384096 0.425117 0.092171 0.029 Uiso calc U . R 1 . .
C C14 0.55460(14) 0.41353(9) 0.16036(6) 0.0236(3) Uani d . . . 1 . .
H H14 0.611509 0.431627 0.133047 0.028 Uiso calc U . R 1 . .
C C15 0.60981(13) 0.39135(8) 0.22614(6) 0.0205(3) Uani d . . . 1 . .
C C16 0.74821(13) 0.40226(9) 0.25294(7) 0.0242(3) Uani d . . . 1 . .
H H16 0.8058 0.419942 0.225866 0.029 Uiso calc U . R 1 . .
C C17 0.79911(13) 0.38751(9) 0.31740(7) 0.0248(3) Uani d . . . 1 . .
H H17 0.891522 0.396138 0.335203 0.03 Uiso calc U . R 1 . .
C C18 0.71417(13) 0.35941(9) 0.35758(6) 0.0210(3) Uani d . . . 1 . .
H H18 0.750224 0.352532 0.402683 0.025 Uiso calc U . R 1 . .
C C19 0.58015(12) 0.34156(8) 0.33339(6) 0.0173(2) Uani d . . . 1 . .
C C20 0.52405(12) 0.36002(8) 0.26627(6) 0.0176(2) Uani d . . . 1 . .
C C21 0.11472(13) 0.21863(9) 0.20645(6) 0.0218(3) Uani d . . . 1 . .
C C22 0.05811(14) 0.13681(10) 0.23904(7) 0.0286(3) Uani d . . . 1 . .
H H22A 0.130757 0.10586 0.269658 0.043 Uiso calc U . R 1 . .
H H22B 0.014869 0.092294 0.205932 0.043 Uiso calc U . R 1 . .
H H22C -0.007185 0.160386 0.262205 0.043 Uiso calc U . R 1 . .
C C23 -0.00158(14) 0.26437(11) 0.15816(7) 0.0300(3) Uani d . . . 1 . .
H H23A -0.067724 0.286754 0.181234 0.045 Uiso calc U . R 1 . .
H H23B -0.042978 0.218707 0.125475 0.045 Uiso calc U . R 1 . .
H H23C 0.031816 0.316825 0.136972 0.045 Uiso calc U . R 1 . .
C C24 0.21535(14) 0.17692(10) 0.17104(7) 0.0267(3) Uani d . . . 1 . .
H H24A 0.240389 0.224008 0.142606 0.04 Uiso calc U . R 1 . .
H H24B 0.175058 0.12356 0.145132 0.04 Uiso calc U . R 1 . .
H H24C 0.294855 0.156569 0.202764 0.04 Uiso calc U . R 1 . .
C C31 0.63270(12) 0.18974(8) 0.45336(6) 0.0185(2) Uani d . . . 1 . .
C C32 0.55793(13) 0.10793(9) 0.47627(6) 0.0225(3) Uani d . . . 1 . .
H H32A 0.513376 0.129731 0.509679 0.034 Uiso calc U . R 1 . .
H H32B 0.621533 0.058795 0.494132 0.034 Uiso calc U . R 1 . .
H H32C 0.491455 0.083344 0.439516 0.034 Uiso calc U . R 1 . .
C C33 0.73573(13) 0.22590(10) 0.51269(7) 0.0255(3) Uani d . . . 1 . .
H H33A 0.788147 0.275892 0.499261 0.038 Uiso calc U . R 1 . .
H H33B 0.79508 0.17501 0.531637 0.038 Uiso calc U . R 1 . .
H H33C 0.689463 0.249789 0.544873 0.038 Uiso calc U . R 1 . .
C C34 0.70227(13) 0.15128(9) 0.40212(6) 0.0229(3) Uani d . . . 1 . .
H H34A 0.635461 0.136596 0.362594 0.034 Uiso calc U . R 1 . .
H H34B 0.751504 0.094767 0.418613 0.034 Uiso calc U . R 1 . .
H H34C 0.764248 0.197928 0.39245 0.034 Uiso calc U . R 1 . .
C C41 0.24632(12) 0.33452(8) 0.40365(6) 0.0168(2) Uani d . . . 1 . .
C C42 0.18239(12) 0.38143(9) 0.44648(6) 0.0194(3) Uani d . . . 1 . .
C C43 0.10480(14) 0.33526(10) 0.48346(6) 0.0251(3) Uani d . . . 1 . .
H H43 0.064143 0.370044 0.511796 0.03 Uiso calc U . R 1 . .
C C44 0.08703(13) 0.24049(10) 0.47913(7) 0.0260(3) Uani d . . . 1 . .
H H44 0.033911 0.209503 0.503781 0.031 Uiso calc U . R 1 . .
C C45 0.14879(12) 0.19126(9) 0.43778(6) 0.0212(3) Uani d . . . 1 . .
C C46 0.22598(12) 0.23692(9) 0.40195(6) 0.0183(2) Uani d . . . 1 . .
H H46 0.267685 0.200835 0.374674 0.022 Uiso calc U . R 1 . .
C C47 0.19396(13) 0.48525(9) 0.45615(6) 0.0229(3) Uani d . . . 1 . .
C C48 0.12763(13) 0.08791(10) 0.43168(7) 0.0259(3) Uani d . . . 1 . .
C C52 0.29573(13) 0.53203(9) 0.30502(6) 0.0227(3) Uani d . . . 1 . .
H H52 0.220111 0.505371 0.276747 0.027 Uiso calc U . R 1 . .
C C53 0.32550(15) 0.62448(9) 0.29748(7) 0.0280(3) Uani d . . . 1 . .
H H53 0.271186 0.660713 0.264278 0.034 Uiso calc U . R 1 . .
C C54 0.43518(15) 0.66375(9) 0.33875(7) 0.0287(3) Uani d . . . 1 . .
H H54 0.457271 0.727122 0.334184 0.034 Uiso calc U . R 1 . .
C C55 0.51229(14) 0.60922(9) 0.38684(7) 0.0254(3) Uani d . . . 1 . .
H H55 0.58716 0.634875 0.416226 0.03 Uiso calc U . R 1 . .
C C56 0.47848(13) 0.51704(9) 0.39132(6) 0.0202(3) Uani d . . . 1 . .
H H56 0.532632 0.479286 0.423601 0.024 Uiso calc U . R 1 . .
F F1 0.32093(8) 0.51407(6) 0.47502(4) 0.02799(19) Uani d . . . 1 . .
F F2 0.13982(9) 0.53303(5) 0.40205(4) 0.0321(2) Uani d . . . 1 . .
F F3 0.13345(9) 0.51632(6) 0.50181(5) 0.0360(2) Uani d . . . 1 . .
F F4 0.00628(9) 0.06597(6) 0.39672(5) 0.0425(2) Uani d . . . 1 . .
F F5 0.13917(11) 0.04682(6) 0.48945(5) 0.0454(3) Uani d . . . 1 . .
F F6 0.21432(8) 0.04502(5) 0.40297(5) 0.0329(2) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 N51 . 1.6378(16) ?
B1 C2 . 1.6401(17) ?
B1 C4 . 1.6401(17) ?
B1 C41 . 1.6482(17) ?
N51 C56 . 1.3476(16) ?
N51 C52 . 1.3483(16) ?
C1 C2 . 1.3506(17) ?
C1 C21 . 1.5275(17) ?
C1 H1 . 0.95 ?
C2 C11 . 1.4895(17) ?
C4 C3 . 1.3474(17) ?
C4 C19 . 1.4891(16) ?
C3 C31 . 1.5273(16) ?
C3 H3 . 0.95 ?
C11 C12 . 1.3829(18) ?
C11 C20 . 1.4386(18) ?
C12 C13 . 1.4094(18) ?
C12 H12 . 0.95 ?
C13 C14 . 1.365(2) ?
C13 H13 . 0.95 ?
C14 C15 . 1.4191(19) ?
C14 H14 . 0.95 ?
C15 C16 . 1.4199(19) ?
C15 C20 . 1.4328(17) ?
C16 C17 . 1.366(2) ?
C16 H16 . 0.95 ?
C17 C18 . 1.4132(18) ?
C17 H17 . 0.95 ?
C18 C19 . 1.3845(17) ?
C18 H18 . 0.95 ?
C19 C20 . 1.4353(17) ?
C21 C24 . 1.5349(18) ?
C21 C23 . 1.5373(18) ?
C21 C22 . 1.5452(18) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C31 C34 . 1.5356(17) ?
C31 C33 . 1.5417(17) ?
C31 C32 . 1.5447(17) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C41 C42 . 1.4101(17) ?
C41 C46 . 1.4189(17) ?
C42 C43 . 1.4080(18) ?
C42 C47 . 1.5085(18) ?
C43 C44 . 1.376(2) ?
C43 H43 . 0.95 ?
C44 C45 . 1.3897(18) ?
C44 H44 . 0.95 ?
C45 C46 . 1.3851(17) ?
C45 C48 . 1.5039(18) ?
C46 H46 . 0.95 ?
C47 F3 . 1.3427(15) ?
C47 F1 . 1.3447(15) ?
C47 F2 . 1.3460(16) ?
C48 F4 . 1.3394(16) ?
C48 F6 . 1.3411(15) ?
C48 F5 . 1.3418(16) ?
C52 C53 . 1.3823(19) ?
C52 H52 . 0.95 ?
C53 C54 . 1.384(2) ?
C53 H53 . 0.95 ?
C54 C55 . 1.386(2) ?
C54 H54 . 0.95 ?
C55 C56 . 1.3799(18) ?
C55 H55 . 0.95 ?
C56 H56 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N51 B1 C2 . . 106.03(9) ?
N51 B1 C4 . . 105.72(9) ?
C2 B1 C4 . . 103.29(9) ?
N51 B1 C41 . . 116.85(10) ?
C2 B1 C41 . . 112.47(10) ?
C4 B1 C41 . . 111.37(10) ?
C56 N51 C52 . . 118.78(11) ?
C56 N51 B1 . . 119.49(10) ?
C52 N51 B1 . . 121.47(10) ?
C2 C1 C21 . . 135.43(11) ?
C2 C1 H1 . . 112.3 ?
C21 C1 H1 . . 112.3 ?
C1 C2 C11 . . 124.67(11) ?
C1 C2 B1 . . 122.44(11) ?
C11 C2 B1 . . 112.86(10) ?
C3 C4 C19 . . 124.47(11) ?
C3 C4 B1 . . 122.35(11) ?
C19 C4 B1 . . 113.17(10) ?
C4 C3 C31 . . 135.52(11) ?
C4 C3 H3 . . 112.2 ?
C31 C3 H3 . . 112.2 ?
C12 C11 C20 . . 118.23(11) ?
C12 C11 C2 . . 120.33(11) ?
C20 C11 C2 . . 120.63(11) ?
C11 C12 C13 . . 122.19(12) ?
C11 C12 H12 . . 118.9 ?
C13 C12 H12 . . 118.9 ?
C14 C13 C12 . . 120.23(12) ?
C14 C13 H13 . . 119.9 ?
C12 C13 H13 . . 119.9 ?
C13 C14 C15 . . 120.46(12) ?
C13 C14 H14 . . 119.8 ?
C15 C14 H14 . . 119.8 ?
C14 C15 C16 . . 120.76(12) ?
C14 C15 C20 . . 119.46(12) ?
C16 C15 C20 . . 119.76(12) ?
C17 C16 C15 . . 120.44(12) ?
C17 C16 H16 . . 119.8 ?
C15 C16 H16 . . 119.8 ?
C16 C17 C18 . . 119.94(12) ?
C16 C17 H17 . . 120.0 ?
C18 C17 H17 . . 120.0 ?
C19 C18 C17 . . 122.17(12) ?
C19 C18 H18 . . 118.9 ?
C17 C18 H18 . . 118.9 ?
C18 C19 C20 . . 118.50(11) ?
C18 C19 C4 . . 120.78(11) ?
C20 C19 C4 . . 119.98(11) ?
C15 C20 C19 . . 118.96(11) ?
C15 C20 C11 . . 119.25(11) ?
C19 C20 C11 . . 121.70(11) ?
C1 C21 C24 . . 115.33(11) ?
C1 C21 C23 . . 110.81(11) ?
C24 C21 C23 . . 110.64(11) ?
C1 C21 C22 . . 104.93(10) ?
C24 C21 C22 . . 106.71(11) ?
C23 C21 C22 . . 107.93(11) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C3 C31 C34 . . 115.95(10) ?
C3 C31 C33 . . 110.20(10) ?
C34 C31 C33 . . 110.73(10) ?
C3 C31 C32 . . 104.76(10) ?
C34 C31 C32 . . 107.17(10) ?
C33 C31 C32 . . 107.50(10) ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C31 C33 H33A . . 109.5 ?
C31 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C31 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C31 C34 H34A . . 109.5 ?
C31 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C31 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C42 C41 C46 . . 113.70(11) ?
C42 C41 B1 . . 134.41(11) ?
C46 C41 B1 . . 111.87(10) ?
C43 C42 C41 . . 122.79(12) ?
C43 C42 C47 . . 115.37(11) ?
C41 C42 C47 . . 121.83(11) ?
C44 C43 C42 . . 120.94(12) ?
C44 C43 H43 . . 119.5 ?
C42 C43 H43 . . 119.5 ?
C43 C44 C45 . . 118.29(12) ?
C43 C44 H44 . . 120.9 ?
C45 C44 H44 . . 120.9 ?
C46 C45 C44 . . 120.53(12) ?
C46 C45 C48 . . 120.78(12) ?
C44 C45 C48 . . 118.67(12) ?
C45 C46 C41 . . 123.74(11) ?
C45 C46 H46 . . 118.1 ?
C41 C46 H46 . . 118.1 ?
F3 C47 F1 . . 105.25(10) ?
F3 C47 F2 . . 105.96(11) ?
F1 C47 F2 . . 106.48(11) ?
F3 C47 C42 . . 113.12(11) ?
F1 C47 C42 . . 112.79(11) ?
F2 C47 C42 . . 112.63(11) ?
F4 C48 F6 . . 105.96(12) ?
F4 C48 F5 . . 106.27(11) ?
F6 C48 F5 . . 106.41(11) ?
F4 C48 C45 . . 112.31(11) ?
F6 C48 C45 . . 113.29(11) ?
F5 C48 C45 . . 112.08(12) ?
N51 C52 C53 . . 121.69(13) ?
N51 C52 H52 . . 119.2 ?
C53 C52 H52 . . 119.2 ?
C52 C53 C54 . . 119.37(13) ?
C52 C53 H53 . . 120.3 ?
C54 C53 H53 . . 120.3 ?
C53 C54 C55 . . 119.00(12) ?
C53 C54 H54 . . 120.5 ?
C55 C54 H54 . . 120.5 ?
C56 C55 C54 . . 118.88(13) ?
C56 C55 H55 . . 120.6 ?
C54 C55 H55 . . 120.6 ?
N51 C56 C55 . . 122.27(12) ?
N51 C56 H56 . . 118.9 ?
C55 C56 H56 . . 118.9 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C2 B1 N51 C56 . . . . -141.06(11) ?
C4 B1 N51 C56 . . . . -31.83(14) ?
C41 B1 N51 C56 . . . . 92.70(13) ?
C2 B1 N51 C52 . . . . 33.04(14) ?
C4 B1 N51 C52 . . . . 142.27(11) ?
C41 B1 N51 C52 . . . . -93.20(13) ?
C21 C1 C2 C11 . . . . 21.2(2) ?
C21 C1 C2 B1 . . . . -156.90(13) ?
N51 B1 C2 C1 . . . . -125.28(12) ?
C4 B1 C2 C1 . . . . 123.76(12) ?
C41 B1 C2 C1 . . . . 3.58(16) ?
N51 B1 C2 C11 . . . . 56.46(12) ?
C4 B1 C2 C11 . . . . -54.50(12) ?
C41 B1 C2 C11 . . . . -174.68(10) ?
N51 B1 C4 C3 . . . . 125.12(12) ?
C2 B1 C4 C3 . . . . -123.70(12) ?
C41 B1 C4 C3 . . . . -2.76(16) ?
N51 B1 C4 C19 . . . . -55.68(12) ?
C2 B1 C4 C19 . . . . 55.50(12) ?
C41 B1 C4 C19 . . . . 176.44(9) ?
C19 C4 C3 C31 . . . . -18.6(2) ?
B1 C4 C3 C31 . . . . 160.53(13) ?
C1 C2 C11 C12 . . . . 40.39(18) ?
B1 C2 C11 C12 . . . . -141.40(11) ?
C1 C2 C11 C20 . . . . -150.10(12) ?
B1 C2 C11 C20 . . . . 28.11(15) ?
C20 C11 C12 C13 . . . . 4.84(18) ?
C2 C11 C12 C13 . . . . 174.60(11) ?
C11 C12 C13 C14 . . . . -2.8(2) ?
C12 C13 C14 C15 . . . . -1.14(19) ?
C13 C14 C15 C16 . . . . -175.44(12) ?
C13 C14 C15 C20 . . . . 2.85(18) ?
C14 C15 C16 C17 . . . . 175.05(12) ?
C20 C15 C16 C17 . . . . -3.24(19) ?
C15 C16 C17 C18 . . . . 1.3(2) ?
C16 C17 C18 C19 . . . . 3.2(2) ?
C17 C18 C19 C20 . . . . -5.44(18) ?
C17 C18 C19 C4 . . . . -175.56(11) ?
C3 C4 C19 C18 . . . . -40.50(17) ?
B1 C4 C19 C18 . . . . 140.32(11) ?
C3 C4 C19 C20 . . . . 149.53(12) ?
B1 C4 C19 C20 . . . . -29.66(15) ?
C14 C15 C20 C19 . . . . -177.39(11) ?
C16 C15 C20 C19 . . . . 0.92(17) ?
C14 C15 C20 C11 . . . . -0.76(17) ?
C16 C15 C20 C11 . . . . 177.55(11) ?
C18 C19 C20 C15 . . . . 3.30(17) ?
C4 C19 C20 C15 . . . . 173.50(10) ?
C18 C19 C20 C11 . . . . -173.24(11) ?
C4 C19 C20 C11 . . . . -3.04(17) ?
C12 C11 C20 C15 . . . . -2.98(17) ?
C2 C11 C20 C15 . . . . -172.71(10) ?
C12 C11 C20 C19 . . . . 173.55(11) ?
C2 C11 C20 C19 . . . . 3.83(17) ?
C2 C1 C21 C24 . . . . 14.7(2) ?
C2 C1 C21 C23 . . . . -111.97(16) ?
C2 C1 C21 C22 . . . . 131.79(15) ?
C4 C3 C31 C34 . . . . -16.3(2) ?
C4 C3 C31 C33 . . . . 110.45(16) ?
C4 C3 C31 C32 . . . . -134.19(15) ?
N51 B1 C41 C42 . . . . -4.14(19) ?
C2 B1 C41 C42 . . . . -127.12(14) ?
C4 B1 C41 C42 . . . . 117.47(14) ?
N51 B1 C41 C46 . . . . 177.90(10) ?
C2 B1 C41 C46 . . . . 54.92(13) ?
C4 B1 C41 C46 . . . . -60.49(13) ?
C46 C41 C42 C43 . . . . -0.56(17) ?
B1 C41 C42 C43 . . . . -178.49(12) ?
C46 C41 C42 C47 . . . . 178.85(11) ?
B1 C41 C42 C47 . . . . 0.9(2) ?
C41 C42 C43 C44 . . . . -0.3(2) ?
C47 C42 C43 C44 . . . . -179.77(12) ?
C42 C43 C44 C45 . . . . 0.6(2) ?
C43 C44 C45 C46 . . . . -0.1(2) ?
C43 C44 C45 C48 . . . . -178.74(12) ?
C44 C45 C46 C41 . . . . -0.90(19) ?
C48 C45 C46 C41 . . . . 177.75(12) ?
C42 C41 C46 C45 . . . . 1.16(17) ?
B1 C41 C46 C45 . . . . 179.57(11) ?
C43 C42 C47 F3 . . . . 3.52(16) ?
C41 C42 C47 F3 . . . . -175.93(11) ?
C43 C42 C47 F1 . . . . 122.82(12) ?
C41 C42 C47 F1 . . . . -56.63(16) ?
C43 C42 C47 F2 . . . . -116.61(13) ?
C41 C42 C47 F2 . . . . 63.94(16) ?
C46 C45 C48 F4 . . . . -104.15(14) ?
C44 C45 C48 F4 . . . . 74.52(16) ?
C46 C45 C48 F6 . . . . 15.87(18) ?
C44 C45 C48 F6 . . . . -165.46(12) ?
C46 C45 C48 F5 . . . . 136.30(13) ?
C44 C45 C48 F5 . . . . -45.03(17) ?
C56 N51 C52 C53 . . . . -0.08(19) ?
B1 N51 C52 C53 . . . . -174.22(12) ?
N51 C52 C53 C54 . . . . -0.3(2) ?
C52 C53 C54 C55 . . . . -0.2(2) ?
C53 C54 C55 C56 . . . . 1.1(2) ?
C52 N51 C56 C55 . . . . 1.04(18) ?
B1 N51 C56 C55 . . . . 175.29(11) ?
C54 C55 C56 N51 . . . . -1.5(2) ?

####################################################################### 
# 
# 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_erk9783
_database_code_depnum_ccdc_archive 'CCDC 2016812'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2020-07-16 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H54 B2 F12 Si4'
_chemical_formula_iupac          ?
_chemical_formula_weight         992.89

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.3784(11)
_cell_length_b                   14.4310(13)
_cell_length_c                   16.3141(14)
_cell_angle_alpha                65.319(2)
_cell_angle_beta                 66.050(2)
_cell_angle_gamma                78.620(2)
_cell_volume                     2614.0(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2445
_cell_measurement_theta_min      2.3166
_cell_measurement_theta_max      21.0731
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1032

_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 Bruker AXS area detector scaling and absorption correction.
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON III Diffractometer'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            35372
_diffrn_reflns_av_R_equivalents  0.1145
_diffrn_reflns_av_unetI/netI     0.1405
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_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.

Two CF3 groups are disordered over two positions. Several 
restraints (SADI, SAME, ISOR and SIMU) were used in order
to improve refinement stability.
;

_reflns_number_total             9559
_reflns_number_gt                5662
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1128
_refine_ls_R_factor_gt           0.0601
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1739
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.024
_refine_ls_number_reflns         9559
_refine_ls_number_parameters     672
_refine_ls_number_restraints     178
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+0.0122P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.413
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.5717(4) 0.1436(3) 0.2345(3) 0.0307(9) Uani d . . . 1.0 . .
B B2 0.7949(3) 0.4536(3) 0.3003(3) 0.0293(9) Uani d . . . 1.0 . .
Si Si1 0.35399(8) 0.25188(8) 0.31051(7) 0.0320(3) Uani d . . . 1.0 . .
Si Si2 0.81232(9) 0.60229(7) 0.10267(8) 0.0334(3) Uani d . . . 1.0 . .
Si Si3 0.83634(9) 0.27076(8) 0.46657(8) 0.0355(3) Uani d . . . 1.0 . .
Si Si4 0.79452(9) 0.10237(7) 0.10609(8) 0.0344(3) Uani d . . . 1.0 . .
C C1 0.5061(3) 0.2454(3) 0.2402(2) 0.0289(8) Uani d . . . 1.0 . .
C C2 0.5686(3) 0.3297(2) 0.1895(2) 0.0290(8) Uani d . . . 1.0 . .
H H2 0.645642 0.31817 0.165653 0.035 Uiso calc U . R 1.0 . .
C C3 0.6437(3) 0.4599(3) 0.2468(3) 0.0317(8) Uani d . . . 1.0 . .
H H3 0.623745 0.39904 0.302925 0.038 Uiso calc U . R 1.0 . .
C C4 0.7397(3) 0.5000(3) 0.2233(3) 0.0307(8) Uani d . . . 1.0 . .
C C5 0.8277(3) 0.3375(3) 0.3416(3) 0.0311(8) Uani d . . . 1.0 . .
C C6 0.8458(3) 0.2881(3) 0.2821(3) 0.0328(9) Uani d . . . 1.0 . .
H H6 0.825357 0.324497 0.227231 0.039 Uiso calc U . R 1.0 . .
C C7 0.7282(3) 0.1374(2) 0.2823(3) 0.0316(8) Uani d . . . 1.0 . .
H H7 0.674427 0.164402 0.327031 0.038 Uiso calc U . R 1.0 . .
C C8 0.6966(3) 0.1266(2) 0.2182(3) 0.0309(8) Uani d . . . 1.0 . .
C C11 0.5284(3) 0.4370(2) 0.1680(3) 0.0282(8) Uani d . . . 1.0 . .
C C12 0.5668(3) 0.5006(2) 0.1945(3) 0.0300(8) Uani d . . . 1.0 . .
C C13 0.5259(3) 0.6014(3) 0.1749(3) 0.0377(9) Uani d . . . 1.0 . .
H H13 0.548635 0.644404 0.194742 0.045 Uiso calc U . R 1.0 . .
C C14 0.4527(3) 0.6394(3) 0.1271(3) 0.0399(10) Uani d . . . 1.0 . .
H H14 0.42549 0.707937 0.114507 0.048 Uiso calc U . R 1.0 . .
C C15 0.4192(3) 0.5781(3) 0.0976(3) 0.0365(9) Uani d . . . 1.0 . .
H H15 0.370551 0.604825 0.063225 0.044 Uiso calc U . R 1.0 . .
C C16 0.4569(3) 0.4775(3) 0.1182(3) 0.0332(9) Uani d . . . 1.0 . .
H H16 0.433364 0.435379 0.098059 0.04 Uiso calc U . R 1.0 . .
C C21 0.8939(3) 0.1835(3) 0.2922(3) 0.0323(8) Uani d . . . 1.0 . .
C C22 0.8382(3) 0.1115(3) 0.2910(3) 0.0334(9) Uani d . . . 1.0 . .
C C23 0.8849(3) 0.0143(3) 0.3011(3) 0.0377(9) Uani d . . . 1.0 . .
H H23 0.846123 -0.035539 0.303159 0.045 Uiso calc U . R 1.0 . .
C C24 0.9874(3) -0.0110(3) 0.3084(3) 0.0437(10) Uani d . . . 1.0 . .
H H24 1.018573 -0.077748 0.31557 0.052 Uiso calc U . R 1.0 . .
C C25 1.0434(3) 0.0617(3) 0.3051(3) 0.0411(10) Uani d . . . 1.0 . .
H H25 1.11455 0.045544 0.308103 0.049 Uiso calc U . R 1.0 . .
C C26 0.9972(3) 0.1576(3) 0.2975(3) 0.0392(10) Uani d . . . 1.0 . .
H H26 1.036579 0.206717 0.295951 0.047 Uiso calc U . R 1.0 . .
C C31 0.5118(3) 0.0600(3) 0.2323(3) 0.0301(8) Uani d . . . 1.0 . .
C C32 0.5044(3) -0.0443(3) 0.2926(3) 0.0315(8) Uani d . . . 1.0 . .
C C33 0.4569(3) -0.1120(3) 0.2802(3) 0.0375(9) Uani d . . . 1.0 . .
H H33 0.453554 -0.181954 0.321889 0.045 Uiso calc U . R 1.0 . .
C C34 0.4143(3) -0.0794(3) 0.2081(3) 0.0391(9) Uani d . . . 1.0 . .
H H34 0.384216 -0.126724 0.198499 0.047 Uiso calc U . R 1.0 . .
C C36 0.4647(3) 0.0915(3) 0.1621(3) 0.0329(8) Uani d . . . 1.0 . .
H H36 0.465796 0.161623 0.121312 0.04 Uiso calc U . R 1.0 . .
C C37 0.5447(3) -0.0832(3) 0.3741(3) 0.0370(9) Uani d . . . 1.0 . .
C C35 0.4161(3) 0.0237(3) 0.1498(3) 0.0348(9) Uani d . . D 1.0 . .
C C38 0.3677(12) 0.0619(11) 0.0736(10) 0.045(6) Uani d U P D 0.50(5) A 1
F F4 0.361(2) -0.0086(11) 0.0437(14) 0.064(4) Uani d U P D 0.50(5) A 1
F F5 0.2663(12) 0.098(2) 0.1063(13) 0.070(4) Uani d U P D 0.50(5) A 1
F F6 0.4205(19) 0.1387(16) -0.0066(12) 0.065(5) Uani d U P D 0.50(5) A 1
C C38A 0.3620(12) 0.0653(10) 0.0770(9) 0.039(5) Uani d U P D 0.50(5) A 2
F F4A 0.319(2) -0.0063(11) 0.0712(18) 0.070(4) Uani d U P D 0.50(5) A 2
F F5A 0.2827(14) 0.1347(17) 0.0926(13) 0.061(4) Uani d U P D 0.50(5) A 2
F F6A 0.4338(14) 0.1129(18) -0.0111(10) 0.056(4) Uani d U P D 0.50(5) A 2
C C41 0.8304(3) 0.5313(3) 0.3294(3) 0.0309(8) Uani d . . . 1.0 . .
C C42 0.7603(3) 0.6015(3) 0.3685(3) 0.0305(8) Uani d . . . 1.0 . .
C C43 0.7997(3) 0.6724(3) 0.3839(3) 0.0363(9) Uani d . . . 1.0 . .
H H43 0.750138 0.717854 0.411321 0.044 Uiso calc U . R 1.0 . .
C C44 0.9107(3) 0.6772(3) 0.3595(3) 0.0396(10) Uani d . . . 1.0 . .
H H44 0.937998 0.727146 0.368045 0.047 Uiso calc U . R 1.0 . .
C C45 0.9823(3) 0.6081(3) 0.3223(3) 0.0344(9) Uani d . . . 1.0 . .
C C46 0.9417(3) 0.5365(3) 0.3085(3) 0.0323(8) Uani d . . . 1.0 . .
H H46 0.991561 0.489224 0.283861 0.039 Uiso calc U . R 1.0 . .
C C47 0.6387(3) 0.5997(3) 0.3973(3) 0.0391(9) Uani d . . . 1.0 . .
C C48 1.1013(4) 0.6078(3) 0.3022(3) 0.0469(11) Uani d U . D 1.0 . .
F F10 1.1402(17) 0.7016(8) 0.2647(18) 0.061(3) Uani d U P D 0.64(7) B 1
F F11 1.1648(12) 0.560(2) 0.2416(16) 0.062(3) Uani d U P D 0.64(7) B 1
F F12 1.1208(17) 0.5561(15) 0.3853(10) 0.056(3) Uani d U P D 0.64(7) B 1
F F10A 1.130(3) 0.6995(13) 0.290(2) 0.047(4) Uani d U P D 0.36(7) B 2
F F11A 1.160(2) 0.594(3) 0.2188(17) 0.057(5) Uani d U P D 0.36(7) B 2
F F12A 1.135(3) 0.540(2) 0.372(2) 0.058(5) Uani d U P D 0.36(7) B 2
C C51 0.3124(3) 0.1276(3) 0.4144(3) 0.0495(11) Uani d . . . 1.0 . .
H H51A 0.358098 0.110766 0.453224 0.074 Uiso calc U . R 1.0 . .
H H51B 0.321955 0.073775 0.389751 0.074 Uiso calc U . R 1.0 . .
H H51C 0.235462 0.132892 0.454753 0.074 Uiso calc U . R 1.0 . .
C C52 0.2669(3) 0.2761(3) 0.2381(3) 0.0436(10) Uani d . . . 1.0 . .
H H52A 0.19237 0.295867 0.27287 0.065 Uiso calc U . R 1.0 . .
H H52B 0.265206 0.213956 0.22839 0.065 Uiso calc U . R 1.0 . .
H H52C 0.297377 0.331252 0.175138 0.065 Uiso calc U . R 1.0 . .
C C53 0.3215(4) 0.3512(3) 0.3630(3) 0.0456(10) Uani d . . . 1.0 . .
H H53A 0.329883 0.41894 0.311054 0.068 Uiso calc U . R 1.0 . .
H H53B 0.371515 0.342426 0.396136 0.068 Uiso calc U . R 1.0 . .
H H53C 0.245933 0.344568 0.409354 0.068 Uiso calc U . R 1.0 . .
C C61 0.7812(3) 0.5966(3) 0.0032(3) 0.0433(10) Uani d . . . 1.0 . .
H H61A 0.832575 0.638439 -0.059463 0.065 Uiso calc U . R 1.0 . .
H H61B 0.706245 0.622734 0.008874 0.065 Uiso calc U . R 1.0 . .
H H61C 0.788367 0.525795 0.00812 0.065 Uiso calc U . R 1.0 . .
C C62 0.7838(3) 0.7326(3) 0.1054(3) 0.0417(10) Uani d . . . 1.0 . .
H H62A 0.806041 0.734923 0.154804 0.063 Uiso calc U . R 1.0 . .
H H62B 0.705351 0.749508 0.120888 0.063 Uiso calc U . R 1.0 . .
H H62C 0.825037 0.782072 0.041915 0.063 Uiso calc U . R 1.0 . .
C C63 0.9624(3) 0.5739(3) 0.0760(3) 0.0395(9) Uani d . . . 1.0 . .
H H63A 1.003018 0.610725 0.007075 0.059 Uiso calc U . R 1.0 . .
H H63B 0.977384 0.500395 0.092073 0.059 Uiso calc U . R 1.0 . .
H H63C 0.985525 0.595717 0.11485 0.059 Uiso calc U . R 1.0 . .
C C71 0.7326(4) 0.3323(3) 0.5478(3) 0.0445(10) Uani d . . . 1.0 . .
H H71A 0.661095 0.334946 0.543449 0.067 Uiso calc U . R 1.0 . .
H H71B 0.754211 0.401786 0.527956 0.067 Uiso calc U . R 1.0 . .
H H71C 0.727976 0.292617 0.614711 0.067 Uiso calc U . R 1.0 . .
C C72 0.9734(3) 0.2783(3) 0.4693(3) 0.0469(11) Uani d . . . 1.0 . .
H H72A 0.97215 0.241683 0.535615 0.07 Uiso calc U . R 1.0 . .
H H72B 0.989568 0.349971 0.447386 0.07 Uiso calc U . R 1.0 . .
H H72C 1.029899 0.24727 0.426484 0.07 Uiso calc U . R 1.0 . .
C C73 0.8012(3) 0.1334(3) 0.5192(3) 0.0453(10) Uani d . . . 1.0 . .
H H73A 0.786871 0.105292 0.588765 0.068 Uiso calc U . R 1.0 . .
H H73B 0.862478 0.095063 0.487528 0.068 Uiso calc U . R 1.0 . .
H H73C 0.735797 0.127933 0.508675 0.068 Uiso calc U . R 1.0 . .
C C81 0.7430(4) 0.1844(3) 0.0069(3) 0.0541(12) Uani d . . . 1.0 . .
H H81A 0.744415 0.256232 -0.003815 0.081 Uiso calc U . R 1.0 . .
H H81B 0.667717 0.16682 0.025127 0.081 Uiso calc U . R 1.0 . .
H H81C 0.789635 0.173104 -0.052674 0.081 Uiso calc U . R 1.0 . .
C C82 0.7995(4) -0.0324(3) 0.1187(3) 0.0538(12) Uani d . . . 1.0 . .
H H82A 0.847114 -0.038882 0.057078 0.081 Uiso calc U . R 1.0 . .
H H82B 0.72559 -0.052764 0.136354 0.081 Uiso calc U . R 1.0 . .
H H82C 0.828467 -0.076513 0.169295 0.081 Uiso calc U . R 1.0 . .
C C83 0.9353(3) 0.1454(3) 0.0652(3) 0.0525(11) Uani d . . . 1.0 . .
H H83A 0.974729 0.093683 0.104216 0.079 Uiso calc U . R 1.0 . .
H H83B 0.930863 0.209998 0.073138 0.079 Uiso calc U . R 1.0 . .
H H83C 0.974342 0.155258 -0.003098 0.079 Uiso calc U . R 1.0 . .
F F1 0.53652(18) -0.01375(15) 0.41131(15) 0.0404(5) Uani d . . . 1.0 . .
F F2 0.65068(18) -0.11578(15) 0.34937(17) 0.0452(6) Uani d . . . 1.0 . .
F F3 0.4892(2) -0.16429(16) 0.44881(17) 0.0528(6) Uani d . . . 1.0 . .
F F7 0.60452(17) 0.50728(16) 0.42172(16) 0.0407(5) Uani d . . . 1.0 . .
F F8 0.60306(18) 0.66544(16) 0.32650(17) 0.0474(6) Uani d . . . 1.0 . .
F F9 0.58316(19) 0.62659(18) 0.47473(17) 0.0513(6) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C8 . 1.568(5) ?
B1 C1 . 1.574(5) ?
B1 C31 . 1.593(5) ?
B2 C4 . 1.557(5) ?
B2 C5 . 1.568(5) ?
B2 C41 . 1.596(5) ?
Si1 C53 . 1.858(4) ?
Si1 C52 . 1.867(4) ?
Si1 C51 . 1.868(4) ?
Si1 C1 . 1.893(4) ?
Si2 C62 . 1.859(4) ?
Si2 C61 . 1.866(4) ?
Si2 C63 . 1.872(4) ?
Si2 C4 . 1.893(4) ?
Si3 C71 . 1.864(4) ?
Si3 C73 . 1.873(4) ?
Si3 C72 . 1.877(4) ?
Si3 C5 . 1.899(4) ?
Si4 C82 . 1.858(4) ?
Si4 C83 . 1.864(4) ?
Si4 C81 . 1.865(4) ?
Si4 C8 . 1.895(4) ?
C1 C2 . 1.364(5) ?
C2 C11 . 1.476(4) ?
C2 H2 . 0.95 ?
C3 C4 . 1.356(5) ?
C3 C12 . 1.480(5) ?
C3 H3 . 0.95 ?
C5 C6 . 1.353(5) ?
C6 C21 . 1.488(5) ?
C6 H6 . 0.95 ?
C7 C8 . 1.347(5) ?
C7 C22 . 1.495(5) ?
C7 H7 . 0.95 ?
C11 C16 . 1.390(5) ?
C11 C12 . 1.411(5) ?
C12 C13 . 1.399(5) ?
C13 C14 . 1.386(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.379(5) ?
C14 H14 . 0.95 ?
C15 C16 . 1.385(5) ?
C15 H15 . 0.95 ?
C16 H16 . 0.95 ?
C21 C26 . 1.386(5) ?
C21 C22 . 1.404(5) ?
C22 C23 . 1.388(5) ?
C23 C24 . 1.388(5) ?
C23 H23 . 0.95 ?
C24 C25 . 1.377(5) ?
C24 H24 . 0.95 ?
C25 C26 . 1.376(5) ?
C25 H25 . 0.95 ?
C26 H26 . 0.95 ?
C31 C36 . 1.398(5) ?
C31 C32 . 1.411(5) ?
C32 C33 . 1.383(5) ?
C32 C37 . 1.487(5) ?
C33 C34 . 1.380(5) ?
C33 H33 . 0.95 ?
C34 C35 . 1.391(5) ?
C34 H34 . 0.95 ?
C36 C35 . 1.392(5) ?
C36 H36 . 0.95 ?
C37 F1 . 1.340(4) ?
C37 F2 . 1.350(4) ?
C37 F3 . 1.351(4) ?
C35 C38 . 1.487(11) ?
C35 C38A . 1.493(10) ?
C38 F4 . 1.328(11) ?
C38 F5 . 1.330(11) ?
C38 F6 . 1.336(11) ?
C38A F4A . 1.328(10) ?
C38A F5A . 1.330(11) ?
C38A F6A . 1.332(11) ?
C41 C46 . 1.397(5) ?
C41 C42 . 1.412(5) ?
C42 C43 . 1.386(5) ?
C42 C47 . 1.501(5) ?
C43 C44 . 1.381(5) ?
C43 H43 . 0.95 ?
C44 C45 . 1.391(5) ?
C44 H44 . 0.95 ?
C45 C46 . 1.389(5) ?
C45 C48 . 1.489(5) ?
C46 H46 . 0.95 ?
C47 F7 . 1.341(4) ?
C47 F8 . 1.347(4) ?
C47 F9 . 1.354(4) ?
C48 F12A . 1.338(13) ?
C48 F10 . 1.343(9) ?
C48 F11A . 1.344(11) ?
C48 F12 . 1.352(8) ?
C48 F11 . 1.355(9) ?
C48 F10A . 1.362(12) ?
C51 H51A . 0.98 ?
C51 H51B . 0.98 ?
C51 H51C . 0.98 ?
C52 H52A . 0.98 ?
C52 H52B . 0.98 ?
C52 H52C . 0.98 ?
C53 H53A . 0.98 ?
C53 H53B . 0.98 ?
C53 H53C . 0.98 ?
C61 H61A . 0.98 ?
C61 H61B . 0.98 ?
C61 H61C . 0.98 ?
C62 H62A . 0.98 ?
C62 H62B . 0.98 ?
C62 H62C . 0.98 ?
C63 H63A . 0.98 ?
C63 H63B . 0.98 ?
C63 H63C . 0.98 ?
C71 H71A . 0.98 ?
C71 H71B . 0.98 ?
C71 H71C . 0.98 ?
C72 H72A . 0.98 ?
C72 H72B . 0.98 ?
C72 H72C . 0.98 ?
C73 H73A . 0.98 ?
C73 H73B . 0.98 ?
C73 H73C . 0.98 ?
C81 H81A . 0.98 ?
C81 H81B . 0.98 ?
C81 H81C . 0.98 ?
C82 H82A . 0.98 ?
C82 H82B . 0.98 ?
C82 H82C . 0.98 ?
C83 H83A . 0.98 ?
C83 H83B . 0.98 ?
C83 H83C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 B1 C1 . . 122.9(3) ?
C8 B1 C31 . . 118.6(3) ?
C1 B1 C31 . . 118.2(3) ?
C4 B2 C5 . . 123.6(3) ?
C4 B2 C41 . . 117.2(3) ?
C5 B2 C41 . . 118.9(3) ?
C53 Si1 C52 . . 109.19(19) ?
C53 Si1 C51 . . 106.8(2) ?
C52 Si1 C51 . . 106.84(19) ?
C53 Si1 C1 . . 110.39(17) ?
C52 Si1 C1 . . 114.10(17) ?
C51 Si1 C1 . . 109.25(17) ?
C62 Si2 C61 . . 111.05(18) ?
C62 Si2 C63 . . 107.13(18) ?
C61 Si2 C63 . . 107.53(18) ?
C62 Si2 C4 . . 112.94(18) ?
C61 Si2 C4 . . 111.41(17) ?
C63 Si2 C4 . . 106.43(16) ?
C71 Si3 C73 . . 107.10(19) ?
C71 Si3 C72 . . 107.59(19) ?
C73 Si3 C72 . . 108.85(18) ?
C71 Si3 C5 . . 108.21(16) ?
C73 Si3 C5 . . 110.88(17) ?
C72 Si3 C5 . . 113.95(17) ?
C82 Si4 C83 . . 110.3(2) ?
C82 Si4 C81 . . 108.2(2) ?
C83 Si4 C81 . . 105.5(2) ?
C82 Si4 C8 . . 113.41(18) ?
C83 Si4 C8 . . 112.79(18) ?
C81 Si4 C8 . . 106.10(18) ?
C2 C1 B1 . . 114.0(3) ?
C2 C1 Si1 . . 122.5(3) ?
B1 C1 Si1 . . 123.5(3) ?
C1 C2 C11 . . 126.5(3) ?
C1 C2 H2 . . 116.7 ?
C11 C2 H2 . . 116.7 ?
C4 C3 C12 . . 127.0(3) ?
C4 C3 H3 . . 116.5 ?
C12 C3 H3 . . 116.5 ?
C3 C4 B2 . . 116.5(3) ?
C3 C4 Si2 . . 124.5(3) ?
B2 C4 Si2 . . 118.9(3) ?
C6 C5 B2 . . 114.4(3) ?
C6 C5 Si3 . . 122.7(3) ?
B2 C5 Si3 . . 122.9(3) ?
C5 C6 C21 . . 127.9(3) ?
C5 C6 H6 . . 116.1 ?
C21 C6 H6 . . 116.1 ?
C8 C7 C22 . . 127.3(3) ?
C8 C7 H7 . . 116.4 ?
C22 C7 H7 . . 116.4 ?
C7 C8 B1 . . 117.0(3) ?
C7 C8 Si4 . . 124.1(3) ?
B1 C8 Si4 . . 118.7(3) ?
C16 C11 C12 . . 119.4(3) ?
C16 C11 C2 . . 120.9(3) ?
C12 C11 C2 . . 119.7(3) ?
C13 C12 C11 . . 118.6(3) ?
C13 C12 C3 . . 120.7(3) ?
C11 C12 C3 . . 120.6(3) ?
C14 C13 C12 . . 120.8(3) ?
C14 C13 H13 . . 119.6 ?
C12 C13 H13 . . 119.6 ?
C15 C14 C13 . . 120.3(3) ?
C15 C14 H14 . . 119.8 ?
C13 C14 H14 . . 119.8 ?
C14 C15 C16 . . 119.6(3) ?
C14 C15 H15 . . 120.2 ?
C16 C15 H15 . . 120.2 ?
C15 C16 C11 . . 121.2(3) ?
C15 C16 H16 . . 119.4 ?
C11 C16 H16 . . 119.4 ?
C26 C21 C22 . . 119.0(3) ?
C26 C21 C6 . . 120.4(3) ?
C22 C21 C6 . . 120.5(3) ?
C23 C22 C21 . . 119.2(3) ?
C23 C22 C7 . . 120.1(3) ?
C21 C22 C7 . . 120.7(3) ?
C24 C23 C22 . . 121.0(3) ?
C24 C23 H23 . . 119.5 ?
C22 C23 H23 . . 119.5 ?
C25 C24 C23 . . 119.3(3) ?
C25 C24 H24 . . 120.4 ?
C23 C24 H24 . . 120.4 ?
C26 C25 C24 . . 120.5(4) ?
C26 C25 H25 . . 119.8 ?
C24 C25 H25 . . 119.8 ?
C25 C26 C21 . . 121.0(4) ?
C25 C26 H26 . . 119.5 ?
C21 C26 H26 . . 119.5 ?
C36 C31 C32 . . 116.2(3) ?
C36 C31 B1 . . 117.5(3) ?
C32 C31 B1 . . 126.3(3) ?
C33 C32 C31 . . 121.6(3) ?
C33 C32 C37 . . 118.4(3) ?
C31 C32 C37 . . 119.9(3) ?
C34 C33 C32 . . 120.9(3) ?
C34 C33 H33 . . 119.5 ?
C32 C33 H33 . . 119.5 ?
C33 C34 C35 . . 119.0(3) ?
C33 C34 H34 . . 120.5 ?
C35 C34 H34 . . 120.5 ?
C35 C36 C31 . . 122.3(3) ?
C35 C36 H36 . . 118.8 ?
C31 C36 H36 . . 118.8 ?
F1 C37 F2 . . 106.1(3) ?
F1 C37 F3 . . 105.9(3) ?
F2 C37 F3 . . 105.0(3) ?
F1 C37 C32 . . 113.4(3) ?
F2 C37 C32 . . 113.4(3) ?
F3 C37 C32 . . 112.4(3) ?
C34 C35 C36 . . 119.9(3) ?
C34 C35 C38 . . 120.4(7) ?
C36 C35 C38 . . 119.7(6) ?
C34 C35 C38A . . 121.6(6) ?
C36 C35 C38A . . 118.5(6) ?
F4 C38 F5 . . 106.4(10) ?
F4 C38 F6 . . 105.6(10) ?
F5 C38 F6 . . 105.1(10) ?
F4 C38 C35 . . 114.2(11) ?
F5 C38 C35 . . 110.2(12) ?
F6 C38 C35 . . 114.6(13) ?
F4A C38A F5A . . 106.9(10) ?
F4A C38A F6A . . 106.8(11) ?
F5A C38A F6A . . 105.1(10) ?
F4A C38A C35 . . 113.2(10) ?
F5A C38A C35 . . 113.8(11) ?
F6A C38A C35 . . 110.5(12) ?
C46 C41 C42 . . 116.0(3) ?
C46 C41 B2 . . 117.9(3) ?
C42 C41 B2 . . 126.0(3) ?
C43 C42 C41 . . 122.1(3) ?
C43 C42 C47 . . 117.6(3) ?
C41 C42 C47 . . 120.3(3) ?
C44 C43 C42 . . 120.2(4) ?
C44 C43 H43 . . 119.9 ?
C42 C43 H43 . . 119.9 ?
C43 C44 C45 . . 119.4(3) ?
C43 C44 H44 . . 120.3 ?
C45 C44 H44 . . 120.3 ?
C46 C45 C44 . . 119.8(3) ?
C46 C45 C48 . . 120.3(3) ?
C44 C45 C48 . . 119.8(3) ?
C45 C46 C41 . . 122.5(3) ?
C45 C46 H46 . . 118.8 ?
C41 C46 H46 . . 118.8 ?
F7 C47 F8 . . 107.0(3) ?
F7 C47 F9 . . 106.2(3) ?
F8 C47 F9 . . 105.8(3) ?
F7 C47 C42 . . 112.8(3) ?
F8 C47 C42 . . 112.6(3) ?
F9 C47 C42 . . 111.9(3) ?
F12A C48 F11A . . 109.3(14) ?
F10 C48 F12 . . 107.1(9) ?
F10 C48 F11 . . 107.1(8) ?
F12 C48 F11 . . 105.3(8) ?
F12A C48 F10A . . 104.4(14) ?
F11A C48 F10A . . 105.7(12) ?
F12A C48 C45 . . 115.6(16) ?
F10 C48 C45 . . 113.5(10) ?
F11A C48 C45 . . 110.1(13) ?
F12 C48 C45 . . 109.8(9) ?
F11 C48 C45 . . 113.5(7) ?
F10A C48 C45 . . 111.1(14) ?
Si1 C51 H51A . . 109.5 ?
Si1 C51 H51B . . 109.5 ?
H51A C51 H51B . . 109.5 ?
Si1 C51 H51C . . 109.5 ?
H51A C51 H51C . . 109.5 ?
H51B C51 H51C . . 109.5 ?
Si1 C52 H52A . . 109.5 ?
Si1 C52 H52B . . 109.5 ?
H52A C52 H52B . . 109.5 ?
Si1 C52 H52C . . 109.5 ?
H52A C52 H52C . . 109.5 ?
H52B C52 H52C . . 109.5 ?
Si1 C53 H53A . . 109.5 ?
Si1 C53 H53B . . 109.5 ?
H53A C53 H53B . . 109.5 ?
Si1 C53 H53C . . 109.5 ?
H53A C53 H53C . . 109.5 ?
H53B C53 H53C . . 109.5 ?
Si2 C61 H61A . . 109.5 ?
Si2 C61 H61B . . 109.5 ?
H61A C61 H61B . . 109.5 ?
Si2 C61 H61C . . 109.5 ?
H61A C61 H61C . . 109.5 ?
H61B C61 H61C . . 109.5 ?
Si2 C62 H62A . . 109.5 ?
Si2 C62 H62B . . 109.5 ?
H62A C62 H62B . . 109.5 ?
Si2 C62 H62C . . 109.5 ?
H62A C62 H62C . . 109.5 ?
H62B C62 H62C . . 109.5 ?
Si2 C63 H63A . . 109.5 ?
Si2 C63 H63B . . 109.5 ?
H63A C63 H63B . . 109.5 ?
Si2 C63 H63C . . 109.5 ?
H63A C63 H63C . . 109.5 ?
H63B C63 H63C . . 109.5 ?
Si3 C71 H71A . . 109.5 ?
Si3 C71 H71B . . 109.5 ?
H71A C71 H71B . . 109.5 ?
Si3 C71 H71C . . 109.5 ?
H71A C71 H71C . . 109.5 ?
H71B C71 H71C . . 109.5 ?
Si3 C72 H72A . . 109.5 ?
Si3 C72 H72B . . 109.5 ?
H72A C72 H72B . . 109.5 ?
Si3 C72 H72C . . 109.5 ?
H72A C72 H72C . . 109.5 ?
H72B C72 H72C . . 109.5 ?
Si3 C73 H73A . . 109.5 ?
Si3 C73 H73B . . 109.5 ?
H73A C73 H73B . . 109.5 ?
Si3 C73 H73C . . 109.5 ?
H73A C73 H73C . . 109.5 ?
H73B C73 H73C . . 109.5 ?
Si4 C81 H81A . . 109.5 ?
Si4 C81 H81B . . 109.5 ?
H81A C81 H81B . . 109.5 ?
Si4 C81 H81C . . 109.5 ?
H81A C81 H81C . . 109.5 ?
H81B C81 H81C . . 109.5 ?
Si4 C82 H82A . . 109.5 ?
Si4 C82 H82B . . 109.5 ?
H82A C82 H82B . . 109.5 ?
Si4 C82 H82C . . 109.5 ?
H82A C82 H82C . . 109.5 ?
H82B C82 H82C . . 109.5 ?
Si4 C83 H83A . . 109.5 ?
Si4 C83 H83B . . 109.5 ?
H83A C83 H83B . . 109.5 ?
Si4 C83 H83C . . 109.5 ?
H83A C83 H83C . . 109.5 ?
H83B C83 H83C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C8 B1 C1 C2 . . . . 27.8(5) ?
C31 B1 C1 C2 . . . . -144.4(3) ?
C8 B1 C1 Si1 . . . . -152.4(3) ?
C31 B1 C1 Si1 . . . . 35.3(4) ?
C53 Si1 C1 C2 . . . . -34.4(3) ?
C52 Si1 C1 C2 . . . . 89.0(3) ?
C51 Si1 C1 C2 . . . . -151.6(3) ?
C53 Si1 C1 B1 . . . . 145.8(3) ?
C52 Si1 C1 B1 . . . . -90.8(3) ?
C51 Si1 C1 B1 . . . . 28.7(3) ?
B1 C1 C2 C11 . . . . 169.4(3) ?
Si1 C1 C2 C11 . . . . -10.4(5) ?
C12 C3 C4 B2 . . . . 169.3(3) ?
C12 C3 C4 Si2 . . . . -13.8(6) ?
C5 B2 C4 C3 . . . . 57.6(5) ?
C41 B2 C4 C3 . . . . -128.9(4) ?
C5 B2 C4 Si2 . . . . -119.5(3) ?
C41 B2 C4 Si2 . . . . 54.0(4) ?
C62 Si2 C4 C3 . . . . 97.5(3) ?
C61 Si2 C4 C3 . . . . -28.3(4) ?
C63 Si2 C4 C3 . . . . -145.2(3) ?
C62 Si2 C4 B2 . . . . -85.7(3) ?
C61 Si2 C4 B2 . . . . 148.6(3) ?
C63 Si2 C4 B2 . . . . 31.6(3) ?
C4 B2 C5 C6 . . . . 25.0(5) ?
C41 B2 C5 C6 . . . . -148.4(3) ?
C4 B2 C5 Si3 . . . . -152.9(3) ?
C41 B2 C5 Si3 . . . . 33.8(5) ?
C71 Si3 C5 C6 . . . . -146.0(3) ?
C73 Si3 C5 C6 . . . . -28.8(4) ?
C72 Si3 C5 C6 . . . . 94.4(3) ?
C71 Si3 C5 B2 . . . . 31.7(3) ?
C73 Si3 C5 B2 . . . . 148.9(3) ?
C72 Si3 C5 B2 . . . . -87.9(3) ?
B2 C5 C6 C21 . . . . 169.9(3) ?
Si3 C5 C6 C21 . . . . -12.2(5) ?
C22 C7 C8 B1 . . . . 170.8(3) ?
C22 C7 C8 Si4 . . . . -13.9(5) ?
C1 B1 C8 C7 . . . . 57.0(5) ?
C31 B1 C8 C7 . . . . -130.8(4) ?
C1 B1 C8 Si4 . . . . -118.6(3) ?
C31 B1 C8 Si4 . . . . 53.7(4) ?
C82 Si4 C8 C7 . . . . 103.1(3) ?
C83 Si4 C8 C7 . . . . -23.1(4) ?
C81 Si4 C8 C7 . . . . -138.2(3) ?
C82 Si4 C8 B1 . . . . -81.7(3) ?
C83 Si4 C8 B1 . . . . 152.1(3) ?
C81 Si4 C8 B1 . . . . 37.0(3) ?
C1 C2 C11 C16 . . . . -57.7(5) ?
C1 C2 C11 C12 . . . . 125.0(4) ?
C16 C11 C12 C13 . . . . 3.9(5) ?
C2 C11 C12 C13 . . . . -178.8(3) ?
C16 C11 C12 C3 . . . . -179.5(3) ?
C2 C11 C12 C3 . . . . -2.3(5) ?
C4 C3 C12 C13 . . . . -54.3(6) ?
C4 C3 C12 C11 . . . . 129.3(4) ?
C11 C12 C13 C14 . . . . -2.6(6) ?
C3 C12 C13 C14 . . . . -179.1(4) ?
C12 C13 C14 C15 . . . . -0.2(6) ?
C13 C14 C15 C16 . . . . 1.7(6) ?
C14 C15 C16 C11 . . . . -0.3(6) ?
C12 C11 C16 C15 . . . . -2.6(6) ?
C2 C11 C16 C15 . . . . -179.8(3) ?
C5 C6 C21 C26 . . . . -57.4(6) ?
C5 C6 C21 C22 . . . . 126.2(4) ?
C26 C21 C22 C23 . . . . 4.0(6) ?
C6 C21 C22 C23 . . . . -179.6(3) ?
C26 C21 C22 C7 . . . . -178.2(4) ?
C6 C21 C22 C7 . . . . -1.8(6) ?
C8 C7 C22 C23 . . . . -54.2(6) ?
C8 C7 C22 C21 . . . . 128.0(4) ?
C21 C22 C23 C24 . . . . -2.7(6) ?
C7 C22 C23 C24 . . . . 179.4(4) ?
C22 C23 C24 C25 . . . . -0.2(6) ?
C23 C24 C25 C26 . . . . 1.9(7) ?
C24 C25 C26 C21 . . . . -0.6(6) ?
C22 C21 C26 C25 . . . . -2.4(6) ?
C6 C21 C26 C25 . . . . -178.8(4) ?
C8 B1 C31 C36 . . . . -119.4(4) ?
C1 B1 C31 C36 . . . . 53.2(5) ?
C8 B1 C31 C32 . . . . 58.4(5) ?
C1 B1 C31 C32 . . . . -129.0(4) ?
C36 C31 C32 C33 . . . . 2.4(5) ?
B1 C31 C32 C33 . . . . -175.4(4) ?
C36 C31 C32 C37 . . . . -175.4(3) ?
B1 C31 C32 C37 . . . . 6.7(6) ?
C31 C32 C33 C34 . . . . -0.3(6) ?
C37 C32 C33 C34 . . . . 177.5(3) ?
C32 C33 C34 C35 . . . . -2.3(6) ?
C32 C31 C36 C35 . . . . -2.0(5) ?
B1 C31 C36 C35 . . . . 176.1(4) ?
C33 C32 C37 F1 . . . . -147.8(3) ?
C31 C32 C37 F1 . . . . 30.1(5) ?
C33 C32 C37 F2 . . . . 91.1(4) ?
C31 C32 C37 F2 . . . . -91.0(4) ?
C33 C32 C37 F3 . . . . -27.7(5) ?
C31 C32 C37 F3 . . . . 150.2(3) ?
C33 C34 C35 C36 . . . . 2.7(6) ?
C33 C34 C35 C38 . . . . -178.1(8) ?
C33 C34 C35 C38A . . . . -174.1(8) ?
C31 C36 C35 C34 . . . . -0.6(6) ?
C31 C36 C35 C38 . . . . -179.8(7) ?
C31 C36 C35 C38A . . . . 176.4(7) ?
C34 C35 C38 F4 . . . . -23.0(17) ?
C36 C35 C38 F4 . . . . 156.2(13) ?
C34 C35 C38 F5 . . . . 96.7(16) ?
C36 C35 C38 F5 . . . . -84.1(17) ?
C34 C35 C38 F6 . . . . -145.0(15) ?
C36 C35 C38 F6 . . . . 34.2(18) ?
C34 C35 C38A F4A . . . . -3.4(17) ?
C36 C35 C38A F4A . . . . 179.7(15) ?
C34 C35 C38A F5A . . . . 119.0(14) ?
C36 C35 C38A F5A . . . . -58.0(17) ?
C34 C35 C38A F6A . . . . -123.1(14) ?
C36 C35 C38A F6A . . . . 60.0(17) ?
C4 B2 C41 C46 . . . . -116.5(4) ?
C5 B2 C41 C46 . . . . 57.3(5) ?
C4 B2 C41 C42 . . . . 58.7(5) ?
C5 B2 C41 C42 . . . . -127.5(4) ?
C46 C41 C42 C43 . . . . 1.0(5) ?
B2 C41 C42 C43 . . . . -174.3(3) ?
C46 C41 C42 C47 . . . . -177.6(3) ?
B2 C41 C42 C47 . . . . 7.2(5) ?
C41 C42 C43 C44 . . . . 1.0(5) ?
C47 C42 C43 C44 . . . . 179.6(3) ?
C42 C43 C44 C45 . . . . -2.0(6) ?
C43 C44 C45 C46 . . . . 1.1(6) ?
C43 C44 C45 C48 . . . . -175.7(4) ?
C44 C45 C46 C41 . . . . 0.9(6) ?
C48 C45 C46 C41 . . . . 177.7(3) ?
C42 C41 C46 C45 . . . . -1.9(5) ?
B2 C41 C46 C45 . . . . 173.7(3) ?
C43 C42 C47 F7 . . . . -151.5(3) ?
C41 C42 C47 F7 . . . . 27.1(5) ?
C43 C42 C47 F8 . . . . 87.2(4) ?
C41 C42 C47 F8 . . . . -94.2(4) ?
C43 C42 C47 F9 . . . . -31.8(5) ?
C41 C42 C47 F9 . . . . 146.8(3) ?
C46 C45 C48 F12A . . . . -80.9(18) ?
C44 C45 C48 F12A . . . . 96.0(18) ?
C46 C45 C48 F10 . . . . 144.0(13) ?
C44 C45 C48 F10 . . . . -39.2(13) ?
C46 C45 C48 F11A . . . . 43.6(19) ?
C44 C45 C48 F11A . . . . -139.6(19) ?
C46 C45 C48 F12 . . . . -96.2(12) ?
C44 C45 C48 F12 . . . . 80.6(12) ?
C46 C45 C48 F11 . . . . 21.3(14) ?
C44 C45 C48 F11 . . . . -161.9(14) ?
C46 C45 C48 F10A . . . . 160.4(16) ?
C44 C45 C48 F10A . . . . -22.8(16) ?

####################################################################### 
# 
# 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_erk9869
_database_code_depnum_ccdc_archive 'CCDC 2016813'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2020-07-16 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H50 B2 F12 S2 Si4'
_chemical_formula_iupac          ?
_chemical_formula_weight         1004.94

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
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                   13.3555(3)
_cell_length_b                   31.1720(7)
_cell_length_c                   11.7335(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4884.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9970
_cell_measurement_theta_min      2.8351
_cell_measurement_theta_max      68.2670
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.118
_exptl_crystal_size_mid          0.053
_exptl_crystal_size_min          0.048
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2080

_exptl_absorpt_coefficient_mu    2.609
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 Bruker AXS area detector scaling and absorption correction.
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_T_max  0.89

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu Ims'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'MX mirror'

_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON III Diffractometer'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            48355
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         68.40
_diffrn_reflns_theta_full        68.40
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.

Structure factors included contributions from the .fab file.

_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;

_reflns_number_total             4557
_reflns_number_gt                3785
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.1035
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_number_reflns         4557
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0405P)²+5.1126P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.336
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 v2019.1-0'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.72921(18) 0.35870(7) 0.5572(2) 0.0192(5) Uani d . . . 1 . .
S S1 0.52279(6) 0.25 0.94398(7) 0.02732(19) Uani d T P S 1 . .
S S2 0.88192(6) 0.25 0.14102(7) 0.02501(18) Uani d T P S 1 . .
Si Si1 0.76938(5) 0.35543(2) 0.81062(5) 0.02587(16) Uani d . . . 1 . .
Si Si2 0.64307(5) 0.35540(2) 0.32335(5) 0.02076(15) Uani d . . . 1 . .
C C1 0.71142(16) 0.33503(6) 0.67295(18) 0.0192(4) Uani d . . . 1 . .
C C2 0.65257(17) 0.29938(6) 0.66643(19) 0.0206(4) Uani d . . . 1 . .
H H2 0.636694 0.290082 0.591472 0.025 Uiso calc U . R 1 . .
C C3 0.72995(16) 0.33513(6) 0.43911(18) 0.0191(4) Uani d . . . 1 . .
C C4 0.78693(16) 0.29907(6) 0.43621(18) 0.0192(4) Uani d . . . 1 . .
H H4 0.81106 0.289273 0.507791 0.023 Uiso calc U . R 1 . .
C C11 0.61022(16) 0.27332(6) 0.75897(19) 0.0200(4) Uani d . . . 1 . .
C C12 0.56494(17) 0.28918(7) 0.8546(2) 0.0253(5) Uani d . . . 1 . .
H H12 0.557703 0.318958 0.869747 0.03 Uiso calc U . R 1 . .
C C21 0.81624(15) 0.27315(6) 0.33677(18) 0.0184(4) Uani d . . . 1 . .
C C22 0.84995(17) 0.28930(7) 0.23577(19) 0.0226(5) Uani d . . . 1 . .
H H22 0.855093 0.319096 0.219869 0.027 Uiso calc U . R 1 . .
C C31 0.73833(16) 0.40971(6) 0.55940(18) 0.0194(4) Uani d . . . 1 . .
C C32 0.81737(18) 0.43480(7) 0.51623(19) 0.0249(5) Uani d . . . 1 . .
C C33 0.8141(2) 0.47963(7) 0.5196(2) 0.0331(6) Uani d . . . 1 . .
H H33 0.868618 0.49588 0.490673 0.04 Uiso calc U . R 1 . .
C C34 0.7320(2) 0.50032(7) 0.5648(2) 0.0348(6) Uani d . . . 1 . .
H H34 0.729161 0.530767 0.565678 0.042 Uiso calc U . R 1 . .
C C35 0.65370(19) 0.47646(7) 0.6089(2) 0.0281(5) Uani d . . . 1 . .
C C36 0.65793(18) 0.43180(7) 0.60768(19) 0.0231(5) Uani d . . . 1 . .
H H36 0.604566 0.415927 0.640659 0.028 Uiso calc U . R 1 . .
C C37 0.90867(19) 0.41398(8) 0.4675(2) 0.0294(5) Uani d . . . 1 . .
C C38 0.5634(2) 0.49750(8) 0.6618(2) 0.0362(6) Uani d . . . 1 . .
C C41 0.8088(2) 0.31026(10) 0.9034(3) 0.0503(8) Uani d . . . 1 . .
H H41A 0.853184 0.291108 0.860601 0.075 Uiso calc U . R 1 . .
H H41B 0.74954 0.294285 0.928526 0.075 Uiso calc U . R 1 . .
H H41C 0.844343 0.321525 0.970013 0.075 Uiso calc U . R 1 . .
C C42 0.6853(2) 0.39326(9) 0.8910(3) 0.0467(7) Uani d . . . 1 . .
H H42A 0.615577 0.383881 0.883207 0.07 Uiso calc U . R 1 . .
H H42B 0.69243 0.422275 0.859838 0.07 Uiso calc U . R 1 . .
H H42C 0.704027 0.393338 0.971723 0.07 Uiso calc U . R 1 . .
C C43 0.8877(2) 0.38574(9) 0.7820(2) 0.0356(6) Uani d . . . 1 . .
H H43A 0.919808 0.393157 0.854472 0.053 Uiso calc U . R 1 . .
H H43B 0.872044 0.412054 0.739903 0.053 Uiso calc U . R 1 . .
H H43C 0.933093 0.367894 0.736704 0.053 Uiso calc U . R 1 . .
C C51 0.61357(19) 0.31559(8) 0.2091(2) 0.0321(6) Uani d . . . 1 . .
H H51A 0.553822 0.324899 0.167416 0.048 Uiso calc U . R 1 . .
H H51B 0.601141 0.287465 0.243649 0.048 Uiso calc U . R 1 . .
H H51C 0.670274 0.313536 0.156394 0.048 Uiso calc U . R 1 . .
C C52 0.6852(2) 0.40608(8) 0.2538(2) 0.0350(6) Uani d . . . 1 . .
H H52A 0.747601 0.400812 0.212078 0.052 Uiso calc U . R 1 . .
H H52B 0.69665 0.428045 0.312102 0.052 Uiso calc U . R 1 . .
H H52C 0.633579 0.415997 0.200638 0.052 Uiso calc U . R 1 . .
C C53 0.52295(18) 0.36612(8) 0.4010(2) 0.0276(5) Uani d . . . 1 . .
H H53A 0.533036 0.389465 0.455786 0.041 Uiso calc U . R 1 . .
H H53B 0.502037 0.340158 0.441706 0.041 Uiso calc U . R 1 . .
H H53C 0.470994 0.37433 0.346248 0.041 Uiso calc U . R 1 . .
F F1 0.93109(10) 0.37654(4) 0.51849(12) 0.0314(3) Uani d . . . 1 . .
F F2 0.89999(12) 0.40481(5) 0.35571(13) 0.0416(4) Uani d . . . 1 . .
F F3 0.99035(11) 0.43892(5) 0.47689(15) 0.0430(4) Uani d . . . 1 . .
F F4 0.56378(15) 0.54001(5) 0.64711(19) 0.0614(5) Uani d . . . 1 . .
F F5 0.55854(17) 0.49016(7) 0.77412(15) 0.0694(6) Uani d . . . 1 . .
F F6 0.47807(12) 0.48339(5) 0.61920(15) 0.0451(4) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C1 . 1.563(3) ?
B1 C3 . 1.569(3) ?
B1 C31 . 1.595(3) ?
S1 C12 7_565 1.705(2) ?
S1 C12 . 1.705(2) ?
S2 C22 7_565 1.708(2) ?
S2 C22 . 1.708(2) ?
Si1 C41 . 1.856(3) ?
Si1 C43 . 1.871(3) ?
Si1 C42 . 1.882(3) ?
Si1 C1 . 1.901(2) ?
Si2 C52 . 1.865(2) ?
Si2 C51 . 1.868(2) ?
Si2 C53 . 1.875(2) ?
Si2 C3 . 1.895(2) ?
C1 C2 . 1.363(3) ?
C2 C11 . 1.469(3) ?
C2 H2 . 0.95 ?
C3 C4 . 1.358(3) ?
C4 C21 . 1.472(3) ?
C4 H4 . 0.95 ?
C11 C12 . 1.367(3) ?
C11 C11 7_565 1.454(4) ?
C12 H12 . 0.95 ?
C21 C22 . 1.364(3) ?
C21 C21 7_565 1.444(4) ?
C22 H22 . 0.95 ?
C31 C36 . 1.396(3) ?
C31 C32 . 1.408(3) ?
C32 C33 . 1.399(3) ?
C32 C37 . 1.495(3) ?
C33 C34 . 1.378(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.383(4) ?
C34 H34 . 0.95 ?
C35 C36 . 1.394(3) ?
C35 C38 . 1.506(4) ?
C36 H36 . 0.95 ?
C37 F3 . 1.344(3) ?
C37 F1 . 1.345(3) ?
C37 F2 . 1.348(3) ?
C38 F6 . 1.320(3) ?
C38 F4 . 1.336(3) ?
C38 F5 . 1.339(3) ?
C41 H41A . 0.98 ?
C41 H41B . 0.98 ?
C41 H41C . 0.98 ?
C42 H42A . 0.98 ?
C42 H42B . 0.98 ?
C42 H42C . 0.98 ?
C43 H43A . 0.98 ?
C43 H43B . 0.98 ?
C43 H43C . 0.98 ?
C51 H51A . 0.98 ?
C51 H51B . 0.98 ?
C51 H51C . 0.98 ?
C52 H52A . 0.98 ?
C52 H52B . 0.98 ?
C52 H52C . 0.98 ?
C53 H53A . 0.98 ?
C53 H53B . 0.98 ?
C53 H53C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 B1 C3 . . 123.18(18) ?
C1 B1 C31 . . 117.92(18) ?
C3 B1 C31 . . 118.72(18) ?
C12 S1 C12 7_565 . 91.49(15) ?
C22 S2 C22 7_565 . 91.61(15) ?
C41 Si1 C43 . . 104.42(13) ?
C41 Si1 C42 . . 110.54(16) ?
C43 Si1 C42 . . 106.10(13) ?
C41 Si1 C1 . . 111.10(12) ?
C43 Si1 C1 . . 111.12(11) ?
C42 Si1 C1 . . 113.10(12) ?
C52 Si2 C51 . . 108.19(12) ?
C52 Si2 C53 . . 108.67(12) ?
C51 Si2 C53 . . 106.66(11) ?
C52 Si2 C3 . . 114.29(11) ?
C51 Si2 C3 . . 114.95(10) ?
C53 Si2 C3 . . 103.58(10) ?
C2 C1 B1 . . 115.05(19) ?
C2 C1 Si1 . . 123.72(17) ?
B1 C1 Si1 . . 121.22(15) ?
C1 C2 C11 . . 129.1(2) ?
C1 C2 H2 . . 115.4 ?
C11 C2 H2 . . 115.4 ?
C4 C3 B1 . . 114.42(19) ?
C4 C3 Si2 . . 126.96(17) ?
B1 C3 Si2 . . 118.25(15) ?
C3 C4 C21 . . 128.5(2) ?
C3 C4 H4 . . 115.7 ?
C21 C4 H4 . . 115.7 ?
C12 C11 C11 . 7_565 111.19(13) ?
C12 C11 C2 . . 125.23(19) ?
C11 C11 C2 7_565 . 123.57(11) ?
C11 C12 S1 . . 113.06(16) ?
C11 C12 H12 . . 123.5 ?
S1 C12 H12 . . 123.5 ?
C22 C21 C21 . 7_565 111.65(12) ?
C22 C21 C4 . . 125.03(19) ?
C21 C21 C4 7_565 . 123.28(11) ?
C21 C22 S2 . . 112.54(16) ?
C21 C22 H22 . . 123.7 ?
S2 C22 H22 . . 123.7 ?
C36 C31 C32 . . 116.7(2) ?
C36 C31 B1 . . 116.07(19) ?
C32 C31 B1 . . 127.2(2) ?
C33 C32 C31 . . 121.4(2) ?
C33 C32 C37 . . 118.0(2) ?
C31 C32 C37 . . 120.5(2) ?
C34 C33 C32 . . 120.2(2) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C33 C34 C35 . . 119.6(2) ?
C33 C34 H34 . . 120.2 ?
C35 C34 H34 . . 120.2 ?
C34 C35 C36 . . 120.2(2) ?
C34 C35 C38 . . 121.7(2) ?
C36 C35 C38 . . 118.2(2) ?
C35 C36 C31 . . 121.9(2) ?
C35 C36 H36 . . 119.1 ?
C31 C36 H36 . . 119.1 ?
F3 C37 F1 . . 106.55(19) ?
F3 C37 F2 . . 105.80(19) ?
F1 C37 F2 . . 105.54(19) ?
F3 C37 C32 . . 112.3(2) ?
F1 C37 C32 . . 112.84(19) ?
F2 C37 C32 . . 113.2(2) ?
F6 C38 F4 . . 106.5(2) ?
F6 C38 F5 . . 105.9(2) ?
F4 C38 F5 . . 107.2(2) ?
F6 C38 C35 . . 113.0(2) ?
F4 C38 C35 . . 112.1(2) ?
F5 C38 C35 . . 111.7(2) ?
Si1 C41 H41A . . 109.5 ?
Si1 C41 H41B . . 109.5 ?
H41A C41 H41B . . 109.5 ?
Si1 C41 H41C . . 109.5 ?
H41A C41 H41C . . 109.5 ?
H41B C41 H41C . . 109.5 ?
Si1 C42 H42A . . 109.5 ?
Si1 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
Si1 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
Si1 C43 H43A . . 109.5 ?
Si1 C43 H43B . . 109.5 ?
H43A C43 H43B . . 109.5 ?
Si1 C43 H43C . . 109.5 ?
H43A C43 H43C . . 109.5 ?
H43B C43 H43C . . 109.5 ?
Si2 C51 H51A . . 109.5 ?
Si2 C51 H51B . . 109.5 ?
H51A C51 H51B . . 109.5 ?
Si2 C51 H51C . . 109.5 ?
H51A C51 H51C . . 109.5 ?
H51B C51 H51C . . 109.5 ?
Si2 C52 H52A . . 109.5 ?
Si2 C52 H52B . . 109.5 ?
H52A C52 H52B . . 109.5 ?
Si2 C52 H52C . . 109.5 ?
H52A C52 H52C . . 109.5 ?
H52B C52 H52C . . 109.5 ?
Si2 C53 H53A . . 109.5 ?
Si2 C53 H53B . . 109.5 ?
H53A C53 H53B . . 109.5 ?
Si2 C53 H53C . . 109.5 ?
H53A C53 H53C . . 109.5 ?
H53B C53 H53C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 B1 C1 C2 . . . . -29.6(3) ?
C31 B1 C1 C2 . . . . 145.5(2) ?
C3 B1 C1 Si1 . . . . 150.23(17) ?
C31 B1 C1 Si1 . . . . -34.8(3) ?
B1 C1 C2 C11 . . . . -170.9(2) ?
Si1 C1 C2 C11 . . . . 9.3(3) ?
C1 B1 C3 C4 . . . . -48.0(3) ?
C31 B1 C3 C4 . . . . 137.0(2) ?
C1 B1 C3 Si2 . . . . 125.47(19) ?
C31 B1 C3 Si2 . . . . -49.5(2) ?
C52 Si2 C3 C4 . . . . -112.1(2) ?
C51 Si2 C3 C4 . . . . 13.9(2) ?
C53 Si2 C3 C4 . . . . 129.9(2) ?
C52 Si2 C3 B1 . . . . 75.37(19) ?
C51 Si2 C3 B1 . . . . -158.63(16) ?
C53 Si2 C3 B1 . . . . -42.68(18) ?
B1 C3 C4 C21 . . . . -170.0(2) ?
Si2 C3 C4 C21 . . . . 17.2(3) ?
C1 C2 C11 C12 . . . . 44.8(4) ?
C1 C2 C11 C11 . . . 7_565 -136.16(19) ?
C11 C11 C12 S1 7_565 . . . 0.06(19) ?
C2 C11 C12 S1 . . . . 179.24(18) ?
C12 S1 C12 C11 7_565 . . . -0.1(3) ?
C3 C4 C21 C22 . . . . 44.6(3) ?
C3 C4 C21 C21 . . . 7_565 -138.00(18) ?
C21 C21 C22 S2 7_565 . . . -0.15(18) ?
C4 C21 C22 S2 . . . . 177.54(17) ?
C22 S2 C22 C21 7_565 . . . 0.2(2) ?
C1 B1 C31 C36 . . . . -56.1(3) ?
C3 B1 C31 C36 . . . . 119.1(2) ?
C1 B1 C31 C32 . . . . 125.2(2) ?
C3 B1 C31 C32 . . . . -59.6(3) ?
C36 C31 C32 C33 . . . . -1.3(3) ?
B1 C31 C32 C33 . . . . 177.4(2) ?
C36 C31 C32 C37 . . . . 177.3(2) ?
B1 C31 C32 C37 . . . . -4.0(3) ?
C31 C32 C33 C34 . . . . -0.6(4) ?
C37 C32 C33 C34 . . . . -179.3(2) ?
C32 C33 C34 C35 . . . . 1.3(4) ?
C33 C34 C35 C36 . . . . 0.0(4) ?
C33 C34 C35 C38 . . . . 178.5(2) ?
C34 C35 C36 C31 . . . . -2.1(4) ?
C38 C35 C36 C31 . . . . 179.3(2) ?
C32 C31 C36 C35 . . . . 2.7(3) ?
B1 C31 C36 C35 . . . . -176.2(2) ?
C33 C32 C37 F3 . . . . 26.1(3) ?
C31 C32 C37 F3 . . . . -152.6(2) ?
C33 C32 C37 F1 . . . . 146.6(2) ?
C31 C32 C37 F1 . . . . -32.1(3) ?
C33 C32 C37 F2 . . . . -93.6(3) ?
C31 C32 C37 F2 . . . . 87.7(3) ?
C34 C35 C38 F6 . . . . 128.3(3) ?
C36 C35 C38 F6 . . . . -53.2(3) ?
C34 C35 C38 F4 . . . . 7.9(4) ?
C36 C35 C38 F4 . . . . -173.6(2) ?
C34 C35 C38 F5 . . . . -112.5(3) ?
C36 C35 C38 F5 . . . . 66.0(3) ?

####################################################################### 
# 
# 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_erk9814
_database_code_depnum_ccdc_archive 'CCDC 2016814'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch Chemisches Institut WWU University of Muenster
Germany
;
_audit_update_record             
;
2020-07-16 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2019.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H32 B F6 N'
_chemical_formula_iupac          ?
_chemical_formula_weight         543.38

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.7063(4)
_cell_length_b                   17.2992(10)
_cell_length_c                   18.1817(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.565(3)
_cell_angle_gamma                90
_cell_volume                     2733.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3782
_cell_measurement_theta_min      3.5299
_cell_measurement_theta_max      66.5607
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1136

_exptl_absorpt_coefficient_mu    0.880
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;

SADABS-2016/2 Bruker AXS area detector scaling and absorption correction.
Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst.
48 (2015) 3-10.
;
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu sealed tube'
_diffrn_source_type              'fine-focus sealed tube'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX II diffractometer'
_diffrn_measurement_method       'phi / omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            36782
_diffrn_reflns_av_R_equivalents  0.1320
_diffrn_reflns_av_unetI/netI     0.0837
_diffrn_reflns_theta_min         4.87
_diffrn_reflns_theta_max         66.68
_diffrn_reflns_theta_full        66.68
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;

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

_reflns_number_total             4778
_reflns_number_gt                3239
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_gt          0.1400
_refine_ls_wR_factor_ref         0.1599
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_number_reflns         4778
_refine_ls_number_parameters     359
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0466P)²+2.9208P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.247
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0019(3)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 v2019.1-0'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.2747(4) 0.6465(2) 0.31756(19) 0.0294(8) Uani d . . . 1 . .
C C1 0.1609(3) 0.61366(17) 0.18515(16) 0.0275(7) Uani d . . . 1 . .
H H1 0.189988 0.56285 0.200133 0.033 Uiso calc U . R 1 . .
C C2 0.1776(3) 0.66586(17) 0.24048(16) 0.0269(7) Uani d . . . 1 . .
C C3 0.4803(3) 0.74125(18) 0.37701(17) 0.0312(7) Uani d . . . 1 . .
H H3 0.522951 0.694616 0.396891 0.037 Uiso calc U . R 1 . .
C C4 0.3418(3) 0.73083(18) 0.34018(16) 0.0283(7) Uani d . . . 1 . .
C C11 0.1347(3) 0.74817(18) 0.24759(16) 0.0298(7) Uani d . . . 1 . .
C C12 0.0119(4) 0.78836(18) 0.21251(18) 0.0327(7) Uani d . . . 1 . .
H H12 -0.049077 0.764604 0.173683 0.039 Uiso calc U . R 1 . .
C C13 -0.0209(4) 0.86279(19) 0.23434(19) 0.0376(8) Uani d . . . 1 . .
H H13 -0.103453 0.8903 0.209817 0.045 Uiso calc U . R 1 . .
C C14 0.0656(4) 0.89760(18) 0.29164(19) 0.0366(8) Uani d . . . 1 . .
H H14 0.040271 0.948392 0.30663 0.044 Uiso calc U . R 1 . .
C C15 0.1886(4) 0.85943(18) 0.32742(19) 0.0355(8) Uani d . . . 1 . .
H H15 0.246807 0.884075 0.366641 0.043 Uiso calc U . R 1 . .
C C16 0.2270(4) 0.78484(17) 0.30592(17) 0.0309(7) Uani d . . . 1 . .
C C21 0.1059(3) 0.61839(17) 0.10452(16) 0.0274(7) Uani d . . . 1 . .
C C22 0.1615(4) 0.69269(19) 0.06806(18) 0.0372(8) Uani d . . . 1 . .
H H22A 0.119761 0.737791 0.092612 0.056 Uiso calc U . R 1 . .
H H22B 0.126005 0.692996 0.015844 0.056 Uiso calc U . R 1 . .
H H22C 0.274211 0.694619 0.072486 0.056 Uiso calc U . R 1 . .
C C23 -0.0692(3) 0.61133(19) 0.09374(17) 0.0326(7) Uani d . . . 1 . .
H H23A -0.102811 0.563836 0.117332 0.049 Uiso calc U . R 1 . .
H H23B -0.099482 0.60959 0.040949 0.049 Uiso calc U . R 1 . .
H H23C -0.117432 0.656048 0.116043 0.049 Uiso calc U . R 1 . .
C C24 0.1764(4) 0.55005(18) 0.06418(18) 0.0341(7) Uani d . . . 1 . .
H H24A 0.288812 0.552021 0.071462 0.051 Uiso calc U . R 1 . .
H H24B 0.146407 0.553251 0.011418 0.051 Uiso calc U . R 1 . .
H H24C 0.13886 0.501363 0.083974 0.051 Uiso calc U . R 1 . .
C C31 0.5823(3) 0.81097(18) 0.39351(17) 0.0293(7) Uani d . . . 1 . .
C C32 0.5794(4) 0.8676(2) 0.32839(19) 0.0386(8) Uani d . . . 1 . .
H H32A 0.60966 0.840508 0.284242 0.058 Uiso calc U . R 1 . .
H H32B 0.651415 0.910092 0.339945 0.058 Uiso calc U . R 1 . .
H H32C 0.475218 0.888462 0.319445 0.058 Uiso calc U . R 1 . .
C C33 0.5390(4) 0.8521(2) 0.46435(19) 0.0391(8) Uani d . . . 1 . .
H H33A 0.432987 0.871105 0.4579 0.059 Uiso calc U . R 1 . .
H H33B 0.608921 0.895654 0.474623 0.059 Uiso calc U . R 1 . .
H H33C 0.547417 0.815582 0.505643 0.059 Uiso calc U . R 1 . .
C C34 0.7495(4) 0.7817(2) 0.4059(2) 0.0411(8) Uani d . . . 1 . .
H H34A 0.757719 0.748025 0.449313 0.062 Uiso calc U . R 1 . .
H H34B 0.818973 0.825962 0.413834 0.062 Uiso calc U . R 1 . .
H H34C 0.777997 0.752714 0.362547 0.062 Uiso calc U . R 1 . .
C C41 0.3956(3) 0.57541(18) 0.31664(17) 0.0298(7) Uani d . . . 1 . .
C C42 0.5254(3) 0.57360(19) 0.27266(17) 0.0329(7) Uani d . . . 1 . .
C C43 0.6270(4) 0.5107(2) 0.27519(18) 0.0388(8) Uani d . . . 1 . .
H H43 0.712411 0.511551 0.245122 0.047 Uiso calc U . R 1 . .
C C44 0.6071(4) 0.4476(2) 0.31979(18) 0.0380(8) Uani d . . . 1 . .
H H44 0.6774 0.405534 0.321064 0.046 Uiso calc U . R 1 . .
C C45 0.4811(4) 0.44757(19) 0.36278(18) 0.0336(7) Uani d . . . 1 . .
C C46 0.3794(4) 0.50992(18) 0.36030(17) 0.0311(7) Uani d . . . 1 . .
H H46 0.293855 0.507676 0.390194 0.037 Uiso calc U . R 1 . .
C C47 0.5695(3) 0.6342(2) 0.21874(18) 0.0353(8) Uani d . . . 1 . .
F F1 0.4824(2) 0.69656(11) 0.21082(10) 0.0402(5) Uani d . . . 1 . .
F F2 0.5765(2) 0.60344(12) 0.15072(10) 0.0485(5) Uani d . . . 1 . .
F F3 0.7143(2) 0.66064(12) 0.23697(11) 0.0474(5) Uani d . . . 1 . .
C C48 0.4499(4) 0.3809(2) 0.41135(18) 0.0379(8) Uani d . . . 1 . .
F F4 0.4343(2) 0.40359(12) 0.48178(11) 0.0495(6) Uani d . . . 1 . .
F F5 0.3179(2) 0.34411(12) 0.39137(12) 0.0509(6) Uani d . . . 1 . .
F F6 0.5610(2) 0.32749(11) 0.41390(12) 0.0479(5) Uani d . . . 1 . .
N N51 0.1488(3) 0.62648(14) 0.37883(13) 0.0258(6) Uani d . . . 1 . .
C C52 0.0072(3) 0.59967(18) 0.36024(18) 0.0328(7) Uani d . . . 1 . .
H H52 -0.023357 0.592213 0.30967 0.039 Uiso calc U . R 1 . .
C C53 -0.0955(4) 0.5826(2) 0.41316(19) 0.0394(8) Uani d . . . 1 . .
H H53 -0.195696 0.564178 0.398867 0.047 Uiso calc U . R 1 . .
C C54 -0.0517(4) 0.59241(18) 0.48594(19) 0.0355(8) Uani d . . . 1 . .
H H54 -0.121052 0.580826 0.522738 0.043 Uiso calc U . R 1 . .
C C55 0.0936(4) 0.61922(18) 0.50539(18) 0.0334(7) Uani d . . . 1 . .
H H55 0.127097 0.625428 0.555771 0.04 Uiso calc U . R 1 . .
C C56 0.1894(4) 0.63684(19) 0.45087(17) 0.0329(7) Uani d . . . 1 . .
H H56 0.288468 0.657196 0.464377 0.039 Uiso calc U . R 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C4 . 1.615(5) ?
B1 C41 . 1.619(5) ?
B1 C2 . 1.626(5) ?
B1 N51 . 1.648(4) ?
C1 C2 . 1.353(4) ?
C1 C21 . 1.516(4) ?
C1 H1 . 0.95 ?
C2 C11 . 1.480(4) ?
C3 C4 . 1.355(4) ?
C3 C31 . 1.517(4) ?
C3 H3 . 0.95 ?
C4 C16 . 1.477(4) ?
C11 C12 . 1.396(4) ?
C11 C16 . 1.438(4) ?
C12 C13 . 1.382(5) ?
C12 H12 . 0.95 ?
C13 C14 . 1.385(5) ?
C13 H13 . 0.95 ?
C14 C15 . 1.385(5) ?
C14 H14 . 0.95 ?
C15 C16 . 1.395(4) ?
C15 H15 . 0.95 ?
C21 C23 . 1.530(4) ?
C21 C22 . 1.538(4) ?
C21 C24 . 1.539(4) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C31 C32 . 1.536(4) ?
C31 C33 . 1.538(4) ?
C31 C34 . 1.544(4) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C41 C46 . 1.395(5) ?
C41 C42 . 1.425(4) ?
C42 C43 . 1.402(5) ?
C42 C47 . 1.502(5) ?
C43 C44 . 1.377(5) ?
C43 H43 . 0.95 ?
C44 C45 . 1.386(5) ?
C44 H44 . 0.95 ?
C45 C46 . 1.394(4) ?
C45 C48 . 1.488(5) ?
C46 H46 . 0.95 ?
C47 F1 . 1.321(4) ?
C47 F2 . 1.351(4) ?
C47 F3 . 1.362(4) ?
C48 F6 . 1.337(4) ?
C48 F5 . 1.344(4) ?
C48 F4 . 1.354(4) ?
N51 C52 . 1.340(4) ?
N51 C56 . 1.347(4) ?
C52 C53 . 1.385(5) ?
C52 H52 . 0.95 ?
C53 C54 . 1.365(5) ?
C53 H53 . 0.95 ?
C54 C55 . 1.373(5) ?
C54 H54 . 0.95 ?
C55 C56 . 1.368(4) ?
C55 H55 . 0.95 ?
C56 H56 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 B1 C41 . . 117.6(3) ?
C4 B1 C2 . . 101.2(3) ?
C41 B1 C2 . . 116.8(3) ?
C4 B1 N51 . . 105.2(2) ?
C41 B1 N51 . . 107.9(3) ?
C2 B1 N51 . . 107.1(2) ?
C2 C1 C21 . . 134.1(3) ?
C2 C1 H1 . . 112.9 ?
C21 C1 H1 . . 112.9 ?
C1 C2 C11 . . 133.7(3) ?
C1 C2 B1 . . 122.0(3) ?
C11 C2 B1 . . 104.1(2) ?
C4 C3 C31 . . 134.1(3) ?
C4 C3 H3 . . 112.9 ?
C31 C3 H3 . . 112.9 ?
C3 C4 C16 . . 133.0(3) ?
C3 C4 B1 . . 122.9(3) ?
C16 C4 B1 . . 103.9(2) ?
C12 C11 C16 . . 119.6(3) ?
C12 C11 C2 . . 129.1(3) ?
C16 C11 C2 . . 110.9(3) ?
C13 C12 C11 . . 119.9(3) ?
C13 C12 H12 . . 120.0 ?
C11 C12 H12 . . 120.0 ?
C12 C13 C14 . . 120.6(3) ?
C12 C13 H13 . . 119.7 ?
C14 C13 H13 . . 119.7 ?
C13 C14 C15 . . 120.9(3) ?
C13 C14 H14 . . 119.5 ?
C15 C14 H14 . . 119.5 ?
C14 C15 C16 . . 120.1(3) ?
C14 C15 H15 . . 120.0 ?
C16 C15 H15 . . 120.0 ?
C15 C16 C11 . . 118.8(3) ?
C15 C16 C4 . . 129.4(3) ?
C11 C16 C4 . . 111.4(3) ?
C1 C21 C23 . . 111.8(2) ?
C1 C21 C22 . . 111.9(2) ?
C23 C21 C22 . . 110.4(3) ?
C1 C21 C24 . . 108.0(2) ?
C23 C21 C24 . . 107.5(2) ?
C22 C21 C24 . . 106.9(3) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C21 C23 H23A . . 109.5 ?
C21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C21 C24 H24A . . 109.5 ?
C21 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C21 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C3 C31 C32 . . 111.9(2) ?
C3 C31 C33 . . 111.2(3) ?
C32 C31 C33 . . 110.9(3) ?
C3 C31 C34 . . 107.7(3) ?
C32 C31 C34 . . 107.0(3) ?
C33 C31 C34 . . 107.9(3) ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C31 C33 H33A . . 109.5 ?
C31 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C31 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C31 C34 H34A . . 109.5 ?
C31 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C31 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C46 C41 C42 . . 114.4(3) ?
C46 C41 B1 . . 121.5(3) ?
C42 C41 B1 . . 124.1(3) ?
C43 C42 C41 . . 121.3(3) ?
C43 C42 C47 . . 112.2(3) ?
C41 C42 C47 . . 126.5(3) ?
C44 C43 C42 . . 122.2(3) ?
C44 C43 H43 . . 118.9 ?
C42 C43 H43 . . 118.9 ?
C43 C44 C45 . . 117.7(3) ?
C43 C44 H44 . . 121.1 ?
C45 C44 H44 . . 121.1 ?
C44 C45 C46 . . 120.3(3) ?
C44 C45 C48 . . 121.0(3) ?
C46 C45 C48 . . 118.7(3) ?
C45 C46 C41 . . 124.1(3) ?
C45 C46 H46 . . 118.0 ?
C41 C46 H46 . . 118.0 ?
F1 C47 F2 . . 106.3(3) ?
F1 C47 F3 . . 105.6(3) ?
F2 C47 F3 . . 105.1(2) ?
F1 C47 C42 . . 118.2(3) ?
F2 C47 C42 . . 110.5(3) ?
F3 C47 C42 . . 110.2(3) ?
F6 C48 F5 . . 106.7(3) ?
F6 C48 F4 . . 106.4(3) ?
F5 C48 F4 . . 105.0(3) ?
F6 C48 C45 . . 113.4(3) ?
F5 C48 C45 . . 113.0(3) ?
F4 C48 C45 . . 111.7(3) ?
C52 N51 C56 . . 118.2(3) ?
C52 N51 B1 . . 122.9(2) ?
C56 N51 B1 . . 118.9(2) ?
N51 C52 C53 . . 121.4(3) ?
N51 C52 H52 . . 119.3 ?
C53 C52 H52 . . 119.3 ?
C54 C53 C52 . . 119.6(3) ?
C54 C53 H53 . . 120.2 ?
C52 C53 H53 . . 120.2 ?
C53 C54 C55 . . 119.3(3) ?
C53 C54 H54 . . 120.4 ?
C55 C54 H54 . . 120.4 ?
C56 C55 C54 . . 118.8(3) ?
C56 C55 H55 . . 120.6 ?
C54 C55 H55 . . 120.6 ?
N51 C56 C55 . . 122.7(3) ?
N51 C56 H56 . . 118.7 ?
C55 C56 H56 . . 118.7 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C21 C1 C2 C11 . . . . 7.4(6) ?
C21 C1 C2 B1 . . . . -166.4(3) ?
C4 B1 C2 C1 . . . . 148.6(3) ?
C41 B1 C2 C1 . . . . 19.6(4) ?
N51 B1 C2 C1 . . . . -101.5(3) ?
C4 B1 C2 C11 . . . . -26.8(3) ?
C41 B1 C2 C11 . . . . -155.8(3) ?
N51 B1 C2 C11 . . . . 83.1(3) ?
C31 C3 C4 C16 . . . . -5.9(6) ?
C31 C3 C4 B1 . . . . 167.6(3) ?
C41 B1 C4 C3 . . . . -18.7(4) ?
C2 B1 C4 C3 . . . . -147.2(3) ?
N51 B1 C4 C3 . . . . 101.4(3) ?
C41 B1 C4 C16 . . . . 156.4(3) ?
C2 B1 C4 C16 . . . . 27.9(3) ?
N51 B1 C4 C16 . . . . -83.5(3) ?
C1 C2 C11 C12 . . . . 29.9(5) ?
B1 C2 C11 C12 . . . . -155.5(3) ?
C1 C2 C11 C16 . . . . -158.0(3) ?
B1 C2 C11 C16 . . . . 16.6(3) ?
C16 C11 C12 C13 . . . . -0.5(4) ?
C2 C11 C12 C13 . . . . 171.0(3) ?
C11 C12 C13 C14 . . . . -1.0(5) ?
C12 C13 C14 C15 . . . . 1.3(5) ?
C13 C14 C15 C16 . . . . 0.0(5) ?
C14 C15 C16 C11 . . . . -1.5(4) ?
C14 C15 C16 C4 . . . . -173.4(3) ?
C12 C11 C16 C15 . . . . 1.7(4) ?
C2 C11 C16 C15 . . . . -171.2(3) ?
C12 C11 C16 C4 . . . . 175.0(3) ?
C2 C11 C16 C4 . . . . 2.1(3) ?
C3 C4 C16 C15 . . . . -33.1(5) ?
B1 C4 C16 C15 . . . . 152.5(3) ?
C3 C4 C16 C11 . . . . 154.5(3) ?
B1 C4 C16 C11 . . . . -19.9(3) ?
C2 C1 C21 C23 . . . . -85.7(4) ?
C2 C1 C21 C22 . . . . 38.8(5) ?
C2 C1 C21 C24 . . . . 156.2(3) ?
C4 C3 C31 C32 . . . . -37.6(5) ?
C4 C3 C31 C33 . . . . 87.1(4) ?
C4 C3 C31 C34 . . . . -154.9(4) ?
C4 B1 C41 C46 . . . . 121.4(3) ?
C2 B1 C41 C46 . . . . -117.9(3) ?
N51 B1 C41 C46 . . . . 2.7(4) ?
C4 B1 C41 C42 . . . . -58.4(4) ?
C2 B1 C41 C42 . . . . 62.2(4) ?
N51 B1 C41 C42 . . . . -177.2(3) ?
C46 C41 C42 C43 . . . . -0.7(4) ?
B1 C41 C42 C43 . . . . 179.1(3) ?
C46 C41 C42 C47 . . . . 177.9(3) ?
B1 C41 C42 C47 . . . . -2.2(5) ?
C41 C42 C43 C44 . . . . 0.1(5) ?
C47 C42 C43 C44 . . . . -178.7(3) ?
C42 C43 C44 C45 . . . . 0.4(5) ?
C43 C44 C45 C46 . . . . -0.2(5) ?
C43 C44 C45 C48 . . . . 178.8(3) ?
C44 C45 C46 C41 . . . . -0.6(5) ?
C48 C45 C46 C41 . . . . -179.5(3) ?
C42 C41 C46 C45 . . . . 1.0(4) ?
B1 C41 C46 C45 . . . . -178.9(3) ?
C43 C42 C47 F1 . . . . 179.7(3) ?
C41 C42 C47 F1 . . . . 0.9(5) ?
C43 C42 C47 F2 . . . . 57.0(3) ?
C41 C42 C47 F2 . . . . -121.8(3) ?
C43 C42 C47 F3 . . . . -58.8(3) ?
C41 C42 C47 F3 . . . . 122.4(3) ?
C44 C45 C48 F6 . . . . 6.1(4) ?
C46 C45 C48 F6 . . . . -174.9(3) ?
C44 C45 C48 F5 . . . . -115.5(3) ?
C46 C45 C48 F5 . . . . 63.5(4) ?
C44 C45 C48 F4 . . . . 126.4(3) ?
C46 C45 C48 F4 . . . . -54.7(4) ?
C4 B1 N51 C52 . . . . 132.4(3) ?
C41 B1 N51 C52 . . . . -101.2(3) ?
C2 B1 N51 C52 . . . . 25.3(4) ?
C4 B1 N51 C56 . . . . -48.1(3) ?
C41 B1 N51 C56 . . . . 78.3(3) ?
C2 B1 N51 C56 . . . . -155.2(3) ?
C56 N51 C52 C53 . . . . -0.2(4) ?
B1 N51 C52 C53 . . . . 179.3(3) ?
N51 C52 C53 C54 . . . . -0.7(5) ?
C52 C53 C54 C55 . . . . 0.1(5) ?
C53 C54 C55 C56 . . . . 1.3(5) ?
C52 N51 C56 C55 . . . . 1.7(5) ?
B1 N51 C56 C55 . . . . -177.8(3) ?
C54 C55 C56 N51 . . . . -2.3(5) ?

