# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_erk9233
_database_code_depnum_ccdc_archive 'CCDC 1892604'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H5 B Cl F10 N'
_chemical_formula_iupac          ?
_chemical_formula_weight         459.48
_chemical_absolute_configuration .

_chemical_melting_point          ?

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

_cell_length_a                   10.3540(7)
_cell_length_b                   17.9612(12)
_cell_length_c                   18.0990(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.255(2)
_cell_angle_gamma                90
_cell_volume                     3365.8(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9946
_cell_measurement_theta_min      2.2618
_cell_measurement_theta_max      25.3419
_cell_measurement_temperature    106.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.062
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1808

_exptl_absorpt_coefficient_mu    0.337
_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  0.91
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      106.(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 10.4167

_diffrn_reflns_number            102801
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_theta_min         2.25
_diffrn_reflns_theta_max         25.40
_diffrn_reflns_theta_full        25.40
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_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             12363
_reflns_number_gt                11006
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0358
_refine_ls_wR_factor_gt          0.0724
_refine_ls_wR_factor_ref         0.0760
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_number_reflns         12363
_refine_ls_number_parameters     1082
_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)+(0.0345P)²+1.4924P] 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         0.372
_refine_diff_density_min         -0.258
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.27(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'
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'
Cl Cl 0.1484 0.1585 '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 B1A 0.3566(5) 0.7227(3) 0.0201(3) 0.0146(10) Uani d . . . 1 . .
Cl Cl1A 0.33970(10) 0.61856(6) 0.03225(6) 0.0204(2) Uani d . . . 1 . .
C C1A 0.2856(4) 0.7616(2) 0.0903(2) 0.0159(9) Uani d . . . 1 . .
C C2A 0.3275(4) 0.7444(3) 0.1610(2) 0.0196(10) Uani d . . . 1 . .
F F2A 0.4327(3) 0.70022(15) 0.16984(13) 0.0272(6) Uani d . . . 1 . .
C C3A 0.2738(5) 0.7716(3) 0.2251(3) 0.0262(11) Uani d . . . 1 . .
F F3A 0.3265(3) 0.75510(16) 0.29140(15) 0.0368(8) Uani d . . . 1 . .
C C4A 0.1675(5) 0.8168(3) 0.2198(3) 0.0263(12) Uani d . . . 1 . .
F F4A 0.1101(3) 0.84280(18) 0.28166(18) 0.0413(8) Uani d . . . 1 . .
C C5A 0.1223(4) 0.8374(3) 0.1517(3) 0.0284(12) Uani d . . . 1 . .
F F5A 0.0198(3) 0.88305(19) 0.1463(2) 0.0469(9) Uani d . . . 1 . .
C C6A 0.1820(4) 0.8105(3) 0.0887(3) 0.0204(10) Uani d . . . 1 . .
F F6A 0.1343(3) 0.83634(16) 0.02380(16) 0.0318(7) Uani d . . . 1 . .
C C11A 0.5073(4) 0.7434(2) 0.0098(2) 0.0117(9) Uani d . . . 1 . .
C C12A 0.5804(4) 0.7087(2) -0.0450(2) 0.0115(9) Uani d . . . 1 . .
F F12A 0.5243(2) 0.65763(13) -0.08952(13) 0.0167(5) Uani d . . . 1 . .
C C13A 0.7080(4) 0.7246(2) -0.0585(2) 0.0128(9) Uani d . . . 1 . .
F F13A 0.7731(2) 0.68952(14) -0.11275(13) 0.0179(5) Uani d . . . 1 . .
C C14A 0.7701(4) 0.7778(2) -0.0176(2) 0.0145(9) Uani d . . . 1 . .
F F14A 0.8947(2) 0.79359(14) -0.02953(15) 0.0222(6) Uani d . . . 1 . .
C C15A 0.7044(4) 0.8134(2) 0.0375(2) 0.0136(9) Uani d . . . 1 . .
F F15A 0.7640(2) 0.86509(15) 0.07936(15) 0.0258(6) Uani d . . . 1 . .
C C16A 0.5758(4) 0.7961(2) 0.0498(2) 0.0128(9) Uani d . . . 1 . .
F F16A 0.5187(2) 0.83505(14) 0.10497(13) 0.0192(6) Uani d . . . 1 . .
N N1A 0.2802(3) 0.7429(2) -0.0557(2) 0.0161(8) Uani d . . . 1 . .
C C21A 0.3242(4) 0.7951(3) -0.1019(3) 0.0215(10) Uani d . . . 1 . .
H H21A 0.4032 0.8196 -0.0906 0.026 Uiso calc U . R 1 . .
C C22A 0.2584(5) 0.8147(3) -0.1656(3) 0.0292(12) Uani d . . . 1 . .
H H22A 0.2921 0.8517 -0.1976 0.035 Uiso calc U . R 1 . .
C C23A 0.1430(5) 0.7798(3) -0.1822(3) 0.0306(12) Uani d . . . 1 . .
H H23A 0.0965 0.7921 -0.2258 0.037 Uiso calc U . R 1 . .
C C24A 0.0969(4) 0.7268(3) -0.1341(3) 0.0274(12) Uani d . . . 1 . .
H H24A 0.0174 0.7023 -0.1441 0.033 Uiso calc U . R 1 . .
C C25A 0.1665(4) 0.7096(3) -0.0717(2) 0.0197(10) Uani d . . . 1 . .
H H25A 0.1338 0.6731 -0.0387 0.024 Uiso calc U . R 1 . .
C C1B 1.0198(4) 0.5506(2) 0.1561(2) 0.0134(9) Uani d . . . 1 . .
C C2B 1.0952(4) 0.5830(2) 0.2111(2) 0.0143(9) Uani d . . . 1 . .
F F2B 1.0432(2) 0.63797(13) 0.25335(13) 0.0170(5) Uani d . . . 1 . .
C C3B 1.2191(4) 0.5628(2) 0.2281(2) 0.0146(9) Uani d . . . 1 . .
F F3B 1.2848(2) 0.59639(14) 0.28294(14) 0.0210(6) Uani d . . . 1 . .
C C4B 1.2761(4) 0.5056(2) 0.1890(2) 0.0159(9) Uani d . . . 1 . .
F F4B 1.3967(2) 0.48398(15) 0.20521(15) 0.0246(6) Uani d . . . 1 . .
C C5B 1.2079(4) 0.4722(2) 0.1328(2) 0.0153(9) Uani d . . . 1 . .
F F5B 1.2644(2) 0.41841(14) 0.09317(14) 0.0237(6) Uani d . . . 1 . .
C C6B 1.0829(4) 0.4932(2) 0.1186(2) 0.0158(9) Uani d . . . 1 . .
F F6B 1.0212(2) 0.45437(14) 0.06509(14) 0.0236(6) Uani d . . . 1 . .
C C11B 0.8018(4) 0.5461(2) 0.0672(2) 0.0148(9) Uani d . . . 1 . .
C C12B 0.6865(4) 0.5066(2) 0.0663(2) 0.0154(9) Uani d . . . 1 . .
F F12B 0.6259(2) 0.48873(15) 0.13029(14) 0.0236(6) Uani d . . . 1 . .
C C13B 0.6271(4) 0.4817(2) 0.0031(3) 0.0180(10) Uani d . . . 1 . .
F F13B 0.5124(2) 0.44568(16) 0.00742(15) 0.0260(6) Uani d . . . 1 . .
C C14B 0.6832(4) 0.4934(2) -0.0646(2) 0.0171(10) Uani d . . . 1 . .
F F14B 0.6264(3) 0.46923(14) -0.12670(14) 0.0253(6) Uani d . . . 1 . .
C C15B 0.7993(4) 0.5299(3) -0.0670(2) 0.0171(10) Uani d . . . 1 . .
F F15B 0.8594(2) 0.53967(15) -0.13222(13) 0.0234(6) Uani d . . . 1 . .
C C16B 0.8549(4) 0.5557(3) -0.0028(2) 0.0163(9) Uani d . . . 1 . .
F F16B 0.9699(2) 0.59084(15) -0.00962(13) 0.0236(6) Uani d . . . 1 . .
B B1B 0.8748(5) 0.5819(3) 0.1388(3) 0.0159(11) Uani d . . . 1 . .
Cl Cl1B 0.88728(10) 0.68572(6) 0.12331(6) 0.0190(2) Uani d . . . 1 . .
N N1B 0.7873(3) 0.57164(19) 0.21121(18) 0.0138(8) Uani d . . . 1 . .
C C21B 0.6799(4) 0.6130(2) 0.2203(2) 0.0164(9) Uani d . . . 1 . .
H H21B 0.6607 0.6506 0.185 0.02 Uiso calc U . R 1 . .
C C22B 0.5979(4) 0.6031(3) 0.2780(2) 0.0193(10) Uani d . . . 1 . .
H H22B 0.5236 0.6337 0.2828 0.023 Uiso calc U . R 1 . .
C C23B 0.6231(4) 0.5485(3) 0.3294(3) 0.0243(11) Uani d . . . 1 . .
H H23B 0.5662 0.5406 0.3697 0.029 Uiso calc U . R 1 . .
C C24B 0.7337(4) 0.5049(3) 0.3213(3) 0.0254(11) Uani d . . . 1 . .
H H24B 0.7538 0.467 0.3561 0.031 Uiso calc U . R 1 . .
C C25B 0.8133(4) 0.5180(3) 0.2617(2) 0.0206(10) Uani d . . . 1 . .
H H25B 0.8887 0.4885 0.2559 0.025 Uiso calc U . R 1 . .
B B1C 0.0473(5) 0.5780(3) 0.6376(3) 0.0137(10) Uani d . . . 1 . .
Cl Cl1C 0.03852(10) 0.68050(6) 0.61351(6) 0.0177(2) Uani d . . . 1 . .
C C1C 0.5857(4) 0.2469(2) 0.4909(2) 0.0120(9) Uani d . . . 1 . .
C C2C 0.6591(4) 0.2084(2) 0.5433(2) 0.0137(9) Uani d . . . 1 . .
F F2C 0.6042(2) 0.15244(14) 0.58269(14) 0.0186(5) Uani d . . . 1 . .
C C3C 0.7865(4) 0.2236(2) 0.5590(2) 0.0141(9) Uani d . . . 1 . .
F F3C 0.8523(2) 0.18375(14) 0.60976(12) 0.0179(5) Uani d . . . 1 . .
C C4C 0.8468(4) 0.2815(2) 0.5241(2) 0.0126(9) Uani d . . . 1 . .
F F4C 0.9705(2) 0.29718(14) 0.53945(14) 0.0191(6) Uani d . . . 1 . .
C C5C 0.7792(4) 0.3218(2) 0.4721(2) 0.0135(9) Uani d . . . 1 . .
F F5C 0.8381(2) 0.37850(14) 0.43662(14) 0.0208(6) Uani d . . . 1 . .
C C6C 0.6515(4) 0.3047(2) 0.4576(2) 0.0111(9) Uani d . . . 1 . .
F F6C 0.5923(2) 0.34973(14) 0.40737(14) 0.0202(6) Uani d . . . 1 . .
C C11C 0.3666(4) 0.2598(2) 0.4040(2) 0.0145(9) Uani d . . . 1 . .
C C12C 0.4197(4) 0.2516(3) 0.3338(2) 0.0174(10) Uani d . . . 1 . .
F F12C 0.5372(2) 0.21882(16) 0.32721(14) 0.0241(6) Uani d . . . 1 . .
C C13C 0.3626(4) 0.2757(2) 0.2693(2) 0.0178(10) Uani d . . . 1 . .
F F13C 0.4235(3) 0.26673(16) 0.20419(14) 0.0265(6) Uani d . . . 1 . .
C C14C 0.2424(4) 0.3079(2) 0.2719(2) 0.0175(10) Uani d . . . 1 . .
F F14C 0.1810(3) 0.32863(15) 0.20957(14) 0.0254(6) Uani d . . . 1 . .
C C15C 0.1857(4) 0.3196(2) 0.3397(2) 0.0166(10) Uani d . . . 1 . .
F F15C 0.0700(2) 0.35340(15) 0.34264(15) 0.0252(6) Uani d . . . 1 . .
C C16C 0.2489(4) 0.2966(2) 0.4029(2) 0.0161(9) Uani d . . . 1 . .
F F16C 0.1878(2) 0.31386(14) 0.46664(13) 0.0208(6) Uani d . . . 1 . .
N N1C 0.1349(3) 0.57290(19) 0.71138(18) 0.0115(7) Uani d . . . 1 . .
C C21C 0.2473(4) 0.1930(3) 0.5616(2) 0.0217(10) Uani d . . . 1 . .
H H21C 0.2238 0.1548 0.5278 0.026 Uiso calc U . R 1 . .
C C22C 0.1723(4) 0.2053(3) 0.6226(3) 0.0264(12) Uani d . . . 1 . .
H H22C 0.0977 0.1757 0.631 0.032 Uiso calc U . R 1 . .
C C23C 0.2054(5) 0.2606(3) 0.6716(3) 0.0304(13) Uani d . . . 1 . .
H H23C 0.1541 0.2696 0.7141 0.036 Uiso calc U . R 1 . .
C C24C 0.3147(5) 0.3033(3) 0.6582(3) 0.0282(12) Uani d . . . 1 . .
H H24C 0.3393 0.3418 0.6913 0.034 Uiso calc U . R 1 . .
C C25C 0.3862(4) 0.2888(3) 0.5965(2) 0.0196(10) Uani d . . . 1 . .
H H25C 0.4607 0.3181 0.5871 0.023 Uiso calc U . R 1 . .
B B1D 0.4382(5) 0.2217(3) 0.4746(3) 0.0142(10) Uani d . . . 1 . .
Cl Cl1D 0.43520(11) 0.11804(6) 0.45487(6) 0.0234(3) Uani d . . . 1 . .
C C1D 0.1213(4) 0.5379(2) 0.5686(2) 0.0130(9) Uani d . . . 1 . .
C C2D 0.2411(4) 0.5029(2) 0.5699(2) 0.0169(10) Uani d . . . 1 . .
F F2D 0.3035(2) 0.48995(15) 0.63429(14) 0.0231(6) Uani d . . . 1 . .
C C3D 0.3043(4) 0.4793(2) 0.5076(3) 0.0181(10) Uani d . . . 1 . .
F F3D 0.4220(2) 0.44731(15) 0.51272(15) 0.0258(6) Uani d . . . 1 . .
C C4D 0.2483(4) 0.4885(2) 0.4390(2) 0.0194(10) Uani d . . . 1 . .
F F4D 0.3100(3) 0.46581(14) 0.37765(14) 0.0260(6) Uani d . . . 1 . .
C C5D 0.1264(4) 0.5188(2) 0.4351(2) 0.0171(9) Uani d . . . 1 . .
F F5D 0.0664(3) 0.52489(15) 0.36881(13) 0.0249(6) Uani d . . . 1 . .
C C6D 0.0677(4) 0.5434(2) 0.4979(2) 0.0168(10) Uani d . . . 1 . .
F F6D -0.0518(2) 0.57307(15) 0.48964(13) 0.0233(6) Uani d . . . 1 . .
C C11D -0.0971(4) 0.5486(2) 0.6568(2) 0.0119(9) Uani d . . . 1 . .
C C12D -0.1739(4) 0.5868(2) 0.7078(2) 0.0130(9) Uani d . . . 1 . .
F F12D -0.1246(2) 0.64654(13) 0.74380(13) 0.0164(5) Uani d . . . 1 . .
C C13D -0.2968(4) 0.5658(2) 0.7266(2) 0.0129(9) Uani d . . . 1 . .
F F13D -0.3645(2) 0.60532(14) 0.77653(13) 0.0205(6) Uani d . . . 1 . .
C C14D -0.3497(4) 0.5035(2) 0.6954(2) 0.0152(9) Uani d . . . 1 . .
F F14D -0.4697(2) 0.48114(15) 0.71419(14) 0.0228(6) Uani d . . . 1 . .
C C15D -0.2806(4) 0.4637(2) 0.6448(2) 0.0157(9) Uani d . . . 1 . .
F F15D -0.3316(2) 0.40211(14) 0.61363(15) 0.0252(6) Uani d . . . 1 . .
C C16D -0.1559(4) 0.4862(2) 0.6270(2) 0.0140(9) Uani d . . . 1 . .
F F16D -0.0929(2) 0.44240(14) 0.57895(14) 0.0217(6) Uani d . . . 1 . .
N N1D 0.3546(3) 0.2342(2) 0.54871(19) 0.0144(8) Uani d . . . 1 . .
C C21D 0.2412(4) 0.6153(2) 0.7194(2) 0.0165(9) Uani d . . . 1 . .
H H21D 0.2609 0.6509 0.6823 0.02 Uiso calc U . R 1 . .
C C22D 0.3224(4) 0.6089(3) 0.7796(2) 0.0188(10) Uani d . . . 1 . .
H H22D 0.396 0.6401 0.7843 0.023 Uiso calc U . R 1 . .
C C23D 0.2952(4) 0.5563(3) 0.8331(2) 0.0187(10) Uani d . . . 1 . .
H H23D 0.3507 0.5505 0.8746 0.022 Uiso calc U . R 1 . .
C C24D 0.1866(4) 0.5124(3) 0.8254(3) 0.0230(11) Uani d . . . 1 . .
H H24D 0.1655 0.4765 0.862 0.028 Uiso calc U . R 1 . .
C C25D 0.1090(4) 0.5215(2) 0.7639(2) 0.0184(10) Uani d . . . 1 . .
H H25D 0.035 0.4907 0.7582 0.022 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
B1A C11A . 1.615(6) ?
B1A N1A . 1.622(6) ?
B1A C1A . 1.630(6) ?
B1A Cl1A . 1.892(5) ?
C1A C2A . 1.384(6) ?
C1A C6A . 1.387(6) ?
C2A F2A . 1.357(5) ?
C2A C3A . 1.378(7) ?
C3A F3A . 1.349(6) ?
C3A C4A . 1.371(7) ?
C4A F4A . 1.352(5) ?
C4A C5A . 1.368(8) ?
C5A F5A . 1.345(5) ?
C5A C6A . 1.385(7) ?
C6A F6A . 1.354(5) ?
C11A C16A . 1.385(6) ?
C11A C12A . 1.397(6) ?
C12A F12A . 1.351(5) ?
C12A C13A . 1.375(6) ?
C13A F13A . 1.350(5) ?
C13A C14A . 1.368(6) ?
C14A F14A . 1.338(5) ?
C14A C15A . 1.368(6) ?
C15A F15A . 1.346(5) ?
C15A C16A . 1.386(6) ?
C16A F16A . 1.357(5) ?
N1A C21A . 1.338(6) ?
N1A C25A . 1.350(5) ?
C21A C22A . 1.382(6) ?
C21A H21A . 0.95 ?
C22A C23A . 1.380(7) ?
C22A H22A . 0.95 ?
C23A C24A . 1.376(8) ?
C23A H23A . 0.95 ?
C24A C25A . 1.373(7) ?
C24A H24A . 0.95 ?
C25A H25A . 0.95 ?
C1B C2B . 1.390(6) ?
C1B C6B . 1.398(6) ?
C1B B1B . 1.632(6) ?
C2B F2B . 1.362(5) ?
C2B C3B . 1.367(6) ?
C3B F3B . 1.345(5) ?
C3B C4B . 1.381(6) ?
C4B F4B . 1.340(5) ?
C4B C5B . 1.372(6) ?
C5B F5B . 1.340(5) ?
C5B C6B . 1.371(6) ?
C6B F6B . 1.353(5) ?
C11B C12B . 1.389(6) ?
C11B C16B . 1.393(6) ?
C11B B1B . 1.630(6) ?
C12B F12B . 1.359(5) ?
C12B C13B . 1.370(6) ?
C13B F13B . 1.355(5) ?
C13B C14B . 1.375(6) ?
C14B F14B . 1.339(5) ?
C14B C15B . 1.370(6) ?
C15B F15B . 1.349(5) ?
C15B C16B . 1.375(6) ?
C16B F16B . 1.353(5) ?
B1B N1B . 1.607(6) ?
B1B Cl1B . 1.890(5) ?
N1B C21B . 1.347(5) ?
N1B C25B . 1.353(5) ?
C21B C22B . 1.360(6) ?
C21B H21B . 0.95 ?
C22B C23B . 1.376(7) ?
C22B H22B . 0.95 ?
C23B C24B . 1.395(7) ?
C23B H23B . 0.95 ?
C24B C25B . 1.382(6) ?
C24B H24B . 0.95 ?
C25B H25B . 0.95 ?
B1C N1C . 1.613(6) ?
B1C C11D . 1.624(6) ?
B1C C1D . 1.636(6) ?
B1C Cl1C . 1.894(5) ?
C1C C6C . 1.382(6) ?
C1C C2C . 1.395(6) ?
C1C B1D . 1.620(6) ?
C2C F2C . 1.359(5) ?
C2C C3C . 1.375(6) ?
C3C F3C . 1.348(5) ?
C3C C4C . 1.368(6) ?
C4C F4C . 1.339(5) ?
C4C C5C . 1.376(6) ?
C5C F5C . 1.351(5) ?
C5C C6C . 1.381(6) ?
C6C F6C . 1.361(5) ?
C11C C16C . 1.386(6) ?
C11C C12C . 1.394(6) ?
C11C B1D . 1.626(6) ?
C12C F12C . 1.357(5) ?
C12C C13C . 1.376(6) ?
C13C F13C . 1.349(5) ?
C13C C14C . 1.374(6) ?
C14C F14C . 1.345(5) ?
C14C C15C . 1.378(6) ?
C15C F15C . 1.345(5) ?
C15C C16C . 1.379(6) ?
C16C F16C . 1.355(5) ?
N1C C21D . 1.346(5) ?
N1C C25D . 1.353(5) ?
C21C N1D . 1.356(5) ?
C21C C22C . 1.370(7) ?
C21C H21C . 0.95 ?
C22C C23C . 1.374(7) ?
C22C H22C . 0.95 ?
C23C C24C . 1.389(7) ?
C23C H23C . 0.95 ?
C24C C25C . 1.367(7) ?
C24C H24C . 0.95 ?
C25C N1D . 1.347(6) ?
C25C H25C . 0.95 ?
B1D N1D . 1.615(6) ?
B1D Cl1D . 1.895(5) ?
C1D C2D . 1.391(6) ?
C1D C6D . 1.397(6) ?
C2D F2D . 1.351(5) ?
C2D C3D . 1.374(6) ?
C3D F3D . 1.350(5) ?
C3D C4D . 1.377(6) ?
C4D F4D . 1.347(5) ?
C4D C5D . 1.376(6) ?
C5D F5D . 1.353(5) ?
C5D C6D . 1.365(6) ?
C6D F6D . 1.355(5) ?
C11D C16D . 1.384(6) ?
C11D C12D . 1.399(6) ?
C12D F12D . 1.355(5) ?
C12D C13D . 1.372(6) ?
C13D F13D . 1.348(5) ?
C13D C14D . 1.366(6) ?
C14D F14D . 1.350(5) ?
C14D C15D . 1.367(6) ?
C15D F15D . 1.349(5) ?
C15D C16D . 1.391(6) ?
C16D F16D . 1.344(5) ?
C21D C22D . 1.378(6) ?
C21D H21D . 0.95 ?
C22D C23D . 1.381(6) ?
C22D H22D . 0.95 ?
C23D C24D . 1.380(6) ?
C23D H23D . 0.95 ?
C24D C25D . 1.380(6) ?
C24D H24D . 0.95 ?
C25D H25D . 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
C11A B1A N1A . . 108.7(3) ?
C11A B1A C1A . . 115.5(4) ?
N1A B1A C1A . . 110.1(3) ?
C11A B1A Cl1A . . 109.3(3) ?
N1A B1A Cl1A . . 105.9(3) ?
C1A B1A Cl1A . . 106.9(3) ?
C2A C1A C6A . . 113.6(4) ?
C2A C1A B1A . . 119.0(4) ?
C6A C1A B1A . . 127.4(4) ?
F2A C2A C3A . . 115.8(4) ?
F2A C2A C1A . . 119.2(4) ?
C3A C2A C1A . . 125.0(4) ?
F3A C3A C4A . . 120.9(4) ?
F3A C3A C2A . . 120.6(5) ?
C4A C3A C2A . . 118.6(5) ?
F4A C4A C5A . . 120.2(5) ?
F4A C4A C3A . . 120.2(5) ?
C5A C4A C3A . . 119.6(4) ?
F5A C5A C4A . . 119.8(4) ?
F5A C5A C6A . . 120.5(5) ?
C4A C5A C6A . . 119.7(4) ?
F6A C6A C5A . . 115.6(4) ?
F6A C6A C1A . . 120.9(4) ?
C5A C6A C1A . . 123.4(4) ?
C16A C11A C12A . . 113.5(4) ?
C16A C11A B1A . . 126.1(4) ?
C12A C11A B1A . . 120.3(4) ?
F12A C12A C13A . . 116.5(4) ?
F12A C12A C11A . . 119.6(4) ?
C13A C12A C11A . . 123.9(4) ?
F13A C13A C14A . . 119.0(4) ?
F13A C13A C12A . . 121.0(4) ?
C14A C13A C12A . . 120.0(4) ?
F14A C14A C15A . . 120.1(4) ?
F14A C14A C13A . . 120.8(4) ?
C15A C14A C13A . . 119.1(4) ?
F15A C15A C14A . . 120.3(4) ?
F15A C15A C16A . . 120.2(4) ?
C14A C15A C16A . . 119.6(4) ?
F16A C16A C11A . . 120.9(4) ?
F16A C16A C15A . . 115.1(4) ?
C11A C16A C15A . . 124.0(4) ?
C21A N1A C25A . . 118.5(4) ?
C21A N1A B1A . . 121.2(4) ?
C25A N1A B1A . . 120.2(4) ?
N1A C21A C22A . . 122.1(4) ?
N1A C21A H21A . . 119.0 ?
C22A C21A H21A . . 119.0 ?
C23A C22A C21A . . 119.3(5) ?
C23A C22A H22A . . 120.3 ?
C21A C22A H22A . . 120.3 ?
C24A C23A C22A . . 118.6(5) ?
C24A C23A H23A . . 120.7 ?
C22A C23A H23A . . 120.7 ?
C25A C24A C23A . . 119.6(4) ?
C25A C24A H24A . . 120.2 ?
C23A C24A H24A . . 120.2 ?
N1A C25A C24A . . 122.0(5) ?
N1A C25A H25A . . 119.0 ?
C24A C25A H25A . . 119.0 ?
C2B C1B C6B . . 113.2(4) ?
C2B C1B B1B . . 120.4(4) ?
C6B C1B B1B . . 126.4(4) ?
F2B C2B C3B . . 116.1(4) ?
F2B C2B C1B . . 118.9(4) ?
C3B C2B C1B . . 125.0(4) ?
F3B C3B C2B . . 121.2(4) ?
F3B C3B C4B . . 119.8(4) ?
C2B C3B C4B . . 119.0(4) ?
F4B C4B C5B . . 120.8(4) ?
F4B C4B C3B . . 120.2(4) ?
C5B C4B C3B . . 119.0(4) ?
F5B C5B C6B . . 120.8(4) ?
F5B C5B C4B . . 119.2(4) ?
C6B C5B C4B . . 120.0(4) ?
F6B C6B C5B . . 115.8(4) ?
F6B C6B C1B . . 120.5(4) ?
C5B C6B C1B . . 123.8(4) ?
C12B C11B C16B . . 113.3(4) ?
C12B C11B B1B . . 127.3(4) ?
C16B C11B B1B . . 119.3(4) ?
F12B C12B C13B . . 115.3(4) ?
F12B C12B C11B . . 120.7(4) ?
C13B C12B C11B . . 124.0(4) ?
F13B C13B C12B . . 119.9(4) ?
F13B C13B C14B . . 119.9(4) ?
C12B C13B C14B . . 120.2(4) ?
F14B C14B C15B . . 120.8(4) ?
F14B C14B C13B . . 120.8(4) ?
C15B C14B C13B . . 118.4(4) ?
F15B C15B C14B . . 119.8(4) ?
F15B C15B C16B . . 120.2(4) ?
C14B C15B C16B . . 119.9(4) ?
F16B C16B C15B . . 116.4(4) ?
F16B C16B C11B . . 119.5(4) ?
C15B C16B C11B . . 124.1(4) ?
N1B B1B C11B . . 110.0(3) ?
N1B B1B C1B . . 109.0(3) ?
C11B B1B C1B . . 116.1(4) ?
N1B B1B Cl1B . . 105.8(3) ?
C11B B1B Cl1B . . 107.7(3) ?
C1B B1B Cl1B . . 107.7(3) ?
C21B N1B C25B . . 118.1(4) ?
C21B N1B B1B . . 120.3(3) ?
C25B N1B B1B . . 121.4(4) ?
N1B C21B C22B . . 122.7(4) ?
N1B C21B H21B . . 118.7 ?
C22B C21B H21B . . 118.7 ?
C21B C22B C23B . . 119.7(4) ?
C21B C22B H22B . . 120.1 ?
C23B C22B H22B . . 120.1 ?
C22B C23B C24B . . 118.8(4) ?
C22B C23B H23B . . 120.6 ?
C24B C23B H23B . . 120.6 ?
C25B C24B C23B . . 118.6(4) ?
C25B C24B H24B . . 120.7 ?
C23B C24B H24B . . 120.7 ?
N1B C25B C24B . . 122.1(4) ?
N1B C25B H25B . . 118.9 ?
C24B C25B H25B . . 118.9 ?
N1C B1C C11D . . 108.6(3) ?
N1C B1C C1D . . 110.0(3) ?
C11D B1C C1D . . 117.1(4) ?
N1C B1C Cl1C . . 105.8(3) ?
C11D B1C Cl1C . . 108.8(3) ?
C1D B1C Cl1C . . 105.9(3) ?
C6C C1C C2C . . 113.6(4) ?
C6C C1C B1D . . 126.6(4) ?
C2C C1C B1D . . 119.8(4) ?
F2C C2C C3C . . 116.2(4) ?
F2C C2C C1C . . 119.7(4) ?
C3C C2C C1C . . 124.1(4) ?
F3C C3C C4C . . 119.2(4) ?
F3C C3C C2C . . 121.1(4) ?
C4C C3C C2C . . 119.7(4) ?
F4C C4C C3C . . 120.1(4) ?
F4C C4C C5C . . 120.9(4) ?
C3C C4C C5C . . 118.9(4) ?
F5C C5C C4C . . 119.5(4) ?
F5C C5C C6C . . 120.7(4) ?
C4C C5C C6C . . 119.8(4) ?
F6C C6C C5C . . 115.1(4) ?
F6C C6C C1C . . 121.1(4) ?
C5C C6C C1C . . 123.9(4) ?
C16C C11C C12C . . 112.8(4) ?
C16C C11C B1D . . 127.6(4) ?
C12C C11C B1D . . 119.4(4) ?
F12C C12C C13C . . 116.4(4) ?
F12C C12C C11C . . 118.9(4) ?
C13C C12C C11C . . 124.7(4) ?
F13C C13C C14C . . 120.5(4) ?
F13C C13C C12C . . 120.2(4) ?
C14C C13C C12C . . 119.3(4) ?
F14C C14C C13C . . 120.9(4) ?
F14C C14C C15C . . 120.2(4) ?
C13C C14C C15C . . 118.9(4) ?
F15C C15C C16C . . 121.5(4) ?
F15C C15C C14C . . 119.2(4) ?
C16C C15C C14C . . 119.4(4) ?
F16C C16C C15C . . 114.6(4) ?
F16C C16C C11C . . 120.7(4) ?
C15C C16C C11C . . 124.6(4) ?
C21D N1C C25D . . 118.3(4) ?
C21D N1C B1C . . 120.9(3) ?
C25D N1C B1C . . 120.5(3) ?
N1D C21C C22C . . 121.3(4) ?
N1D C21C H21C . . 119.4 ?
C22C C21C H21C . . 119.4 ?
C21C C22C C23C . . 119.7(5) ?
C21C C22C H22C . . 120.2 ?
C23C C22C H22C . . 120.2 ?
C22C C23C C24C . . 119.1(5) ?
C22C C23C H23C . . 120.4 ?
C24C C23C H23C . . 120.4 ?
C25C C24C C23C . . 118.9(5) ?
C25C C24C H24C . . 120.6 ?
C23C C24C H24C . . 120.6 ?
N1D C25C C24C . . 122.1(4) ?
N1D C25C H25C . . 118.9 ?
C24C C25C H25C . . 118.9 ?
N1D B1D C1C . . 108.5(3) ?
N1D B1D C11C . . 110.5(3) ?
C1C B1D C11C . . 116.9(4) ?
N1D B1D Cl1D . . 106.5(3) ?
C1C B1D Cl1D . . 108.9(3) ?
C11C B1D Cl1D . . 105.0(3) ?
C2D C1D C6D . . 113.4(4) ?
C2D C1D B1C . . 127.4(4) ?
C6D C1D B1C . . 118.9(4) ?
F2D C2D C3D . . 115.3(4) ?
F2D C2D C1D . . 121.0(4) ?
C3D C2D C1D . . 123.7(4) ?
F3D C3D C2D . . 120.5(4) ?
F3D C3D C4D . . 119.3(4) ?
C2D C3D C4D . . 120.2(4) ?
F4D C4D C5D . . 120.9(4) ?
F4D C4D C3D . . 120.5(4) ?
C5D C4D C3D . . 118.5(4) ?
F5D C5D C6D . . 120.5(4) ?
F5D C5D C4D . . 119.8(4) ?
C6D C5D C4D . . 119.8(4) ?
F6D C6D C5D . . 116.5(4) ?
F6D C6D C1D . . 119.2(4) ?
C5D C6D C1D . . 124.3(4) ?
C16D C11D C12D . . 113.8(4) ?
C16D C11D B1C . . 125.7(4) ?
C12D C11D B1C . . 120.5(4) ?
F12D C12D C13D . . 116.5(4) ?
F12D C12D C11D . . 119.4(4) ?
C13D C12D C11D . . 124.1(4) ?
F13D C13D C14D . . 120.0(4) ?
F13D C13D C12D . . 120.5(4) ?
C14D C13D C12D . . 119.5(4) ?
F14D C14D C13D . . 120.5(4) ?
F14D C14D C15D . . 119.9(4) ?
C13D C14D C15D . . 119.6(4) ?
F15D C15D C14D . . 120.3(4) ?
F15D C15D C16D . . 120.2(4) ?
C14D C15D C16D . . 119.5(4) ?
F16D C16D C11D . . 120.8(4) ?
F16D C16D C15D . . 115.7(4) ?
C11D C16D C15D . . 123.5(4) ?
C25C N1D C21C . . 118.9(4) ?
C25C N1D B1D . . 120.4(3) ?
C21C N1D B1D . . 120.6(4) ?
N1C C21D C22D . . 122.3(4) ?
N1C C21D H21D . . 118.8 ?
C22D C21D H21D . . 118.8 ?
C21D C22D C23D . . 119.0(4) ?
C21D C22D H22D . . 120.5 ?
C23D C22D H22D . . 120.5 ?
C24D C23D C22D . . 119.3(4) ?
C24D C23D H23D . . 120.4 ?
C22D C23D H23D . . 120.4 ?
C25D C24D C23D . . 119.0(4) ?
C25D C24D H24D . . 120.5 ?
C23D C24D H24D . . 120.5 ?
N1C C25D C24D . . 122.1(4) ?
N1C C25D H25D . . 119.0 ?
C24D C25D H25D . . 119.0 ?

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
C11A B1A C1A C2A . . . . -63.6(5) ?
N1A B1A C1A C2A . . . . 172.8(4) ?
Cl1A B1A C1A C2A . . . . 58.2(5) ?
C11A B1A C1A C6A . . . . 118.1(5) ?
N1A B1A C1A C6A . . . . -5.4(6) ?
Cl1A B1A C1A C6A . . . . -120.0(4) ?
C6A C1A C2A F2A . . . . -176.5(4) ?
B1A C1A C2A F2A . . . . 5.1(6) ?
C6A C1A C2A C3A . . . . 0.4(7) ?
B1A C1A C2A C3A . . . . -178.1(4) ?
F2A C2A C3A F3A . . . . 1.0(6) ?
C1A C2A C3A F3A . . . . -175.9(4) ?
F2A C2A C3A C4A . . . . 179.7(4) ?
C1A C2A C3A C4A . . . . 2.8(7) ?
F3A C3A C4A F4A . . . . -3.1(7) ?
C2A C3A C4A F4A . . . . 178.1(4) ?
F3A C3A C4A C5A . . . . 174.8(4) ?
C2A C3A C4A C5A . . . . -3.9(7) ?
F4A C4A C5A F5A . . . . -0.6(7) ?
C3A C4A C5A F5A . . . . -178.6(4) ?
F4A C4A C5A C6A . . . . 179.9(4) ?
C3A C4A C5A C6A . . . . 1.9(7) ?
F5A C5A C6A F6A . . . . 3.2(7) ?
C4A C5A C6A F6A . . . . -177.3(4) ?
F5A C5A C6A C1A . . . . -178.0(4) ?
C4A C5A C6A C1A . . . . 1.4(7) ?
C2A C1A C6A F6A . . . . 176.1(4) ?
B1A C1A C6A F6A . . . . -5.5(7) ?
C2A C1A C6A C5A . . . . -2.5(6) ?
B1A C1A C6A C5A . . . . 175.8(4) ?
N1A B1A C11A C16A . . . . 116.9(4) ?
C1A B1A C11A C16A . . . . -7.4(6) ?
Cl1A B1A C11A C16A . . . . -127.9(4) ?
N1A B1A C11A C12A . . . . -60.8(5) ?
C1A B1A C11A C12A . . . . 174.9(4) ?
Cl1A B1A C11A C12A . . . . 54.4(5) ?
C16A C11A C12A F12A . . . . -178.0(3) ?
B1A C11A C12A F12A . . . . 0.0(6) ?
C16A C11A C12A C13A . . . . 0.2(6) ?
B1A C11A C12A C13A . . . . 178.2(4) ?
F12A C12A C13A F13A . . . . -1.2(6) ?
C11A C12A C13A F13A . . . . -179.5(4) ?
F12A C12A C13A C14A . . . . 177.4(4) ?
C11A C12A C13A C14A . . . . -0.8(7) ?
F13A C13A C14A F14A . . . . -1.9(6) ?
C12A C13A C14A F14A . . . . 179.4(4) ?
F13A C13A C14A C15A . . . . -179.9(4) ?
C12A C13A C14A C15A . . . . 1.4(6) ?
F14A C14A C15A F15A . . . . 0.9(6) ?
C13A C14A C15A F15A . . . . 178.9(4) ?
F14A C14A C15A C16A . . . . -179.4(4) ?
C13A C14A C15A C16A . . . . -1.5(6) ?
C12A C11A C16A F16A . . . . 179.8(4) ?
B1A C11A C16A F16A . . . . 2.0(6) ?
C12A C11A C16A C15A . . . . -0.2(6) ?
B1A C11A C16A C15A . . . . -178.1(4) ?
F15A C15A C16A F16A . . . . 0.5(6) ?
C14A C15A C16A F16A . . . . -179.2(4) ?
F15A C15A C16A C11A . . . . -179.5(4) ?
C14A C15A C16A C11A . . . . 0.9(6) ?
C11A B1A N1A C21A . . . . -25.6(5) ?
C1A B1A N1A C21A . . . . 101.8(5) ?
Cl1A B1A N1A C21A . . . . -142.9(4) ?
C11A B1A N1A C25A . . . . 157.7(4) ?
C1A B1A N1A C25A . . . . -74.8(5) ?
Cl1A B1A N1A C25A . . . . 40.4(5) ?
C25A N1A C21A C22A . . . . -1.2(7) ?
B1A N1A C21A C22A . . . . -178.0(4) ?
N1A C21A C22A C23A . . . . 0.4(8) ?
C21A C22A C23A C24A . . . . 0.5(8) ?
C22A C23A C24A C25A . . . . -0.5(7) ?
C21A N1A C25A C24A . . . . 1.2(6) ?
B1A N1A C25A C24A . . . . 177.9(4) ?
C23A C24A C25A N1A . . . . -0.3(7) ?
C6B C1B C2B F2B . . . . -177.8(4) ?
B1B C1B C2B F2B . . . . 4.1(6) ?
C6B C1B C2B C3B . . . . 0.6(6) ?
B1B C1B C2B C3B . . . . -177.6(4) ?
F2B C2B C3B F3B . . . . -0.7(6) ?
C1B C2B C3B F3B . . . . -179.1(4) ?
F2B C2B C3B C4B . . . . 177.8(4) ?
C1B C2B C3B C4B . . . . -0.5(7) ?
F3B C3B C4B F4B . . . . -0.5(6) ?
C2B C3B C4B F4B . . . . -179.0(4) ?
F3B C3B C4B C5B . . . . -179.6(4) ?
C2B C3B C4B C5B . . . . 1.8(6) ?
F4B C4B C5B F5B . . . . -1.4(6) ?
C3B C4B C5B F5B . . . . 177.8(4) ?
F4B C4B C5B C6B . . . . 177.7(4) ?
C3B C4B C5B C6B . . . . -3.1(7) ?
F5B C5B C6B F6B . . . . 2.6(6) ?
C4B C5B C6B F6B . . . . -176.4(4) ?
F5B C5B C6B C1B . . . . -177.6(4) ?
C4B C5B C6B C1B . . . . 3.4(7) ?
C2B C1B C6B F6B . . . . 177.8(4) ?
B1B C1B C6B F6B . . . . -4.2(7) ?
C2B C1B C6B C5B . . . . -2.0(6) ?
B1B C1B C6B C5B . . . . 176.1(4) ?
C16B C11B C12B F12B . . . . 176.3(4) ?
B1B C11B C12B F12B . . . . -5.3(7) ?
C16B C11B C12B C13B . . . . -2.3(6) ?
B1B C11B C12B C13B . . . . 176.1(4) ?
F12B C12B C13B F13B . . . . 3.5(6) ?
C11B C12B C13B F13B . . . . -177.9(4) ?
F12B C12B C13B C14B . . . . -176.8(4) ?
C11B C12B C13B C14B . . . . 1.8(7) ?
F13B C13B C14B F14B . . . . -0.4(7) ?
C12B C13B C14B F14B . . . . 179.9(4) ?
F13B C13B C14B C15B . . . . -179.9(4) ?
C12B C13B C14B C15B . . . . 0.4(7) ?
F14B C14B C15B F15B . . . . -2.2(7) ?
C13B C14B C15B F15B . . . . 177.4(4) ?
F14B C14B C15B C16B . . . . 178.6(4) ?
C13B C14B C15B C16B . . . . -1.9(7) ?
F15B C15B C16B F16B . . . . 0.4(6) ?
C14B C15B C16B F16B . . . . 179.6(4) ?
F15B C15B C16B C11B . . . . -177.9(4) ?
C14B C15B C16B C11B . . . . 1.3(7) ?
C12B C11B C16B F16B . . . . -177.5(4) ?
B1B C11B C16B F16B . . . . 3.9(6) ?
C12B C11B C16B C15B . . . . 0.7(7) ?
B1B C11B C16B C15B . . . . -177.9(4) ?
C12B C11B B1B N1B . . . . -4.9(6) ?
C16B C11B B1B N1B . . . . 173.4(4) ?
C12B C11B B1B C1B . . . . 119.4(5) ?
C16B C11B B1B C1B . . . . -62.2(5) ?
C12B C11B B1B Cl1B . . . . -119.8(4) ?
C16B C11B B1B Cl1B . . . . 58.5(5) ?
C2B C1B B1B N1B . . . . -61.8(5) ?
C6B C1B B1B N1B . . . . 120.3(5) ?
C2B C1B B1B C11B . . . . 173.3(4) ?
C6B C1B B1B C11B . . . . -4.6(6) ?
C2B C1B B1B Cl1B . . . . 52.6(5) ?
C6B C1B B1B Cl1B . . . . -125.3(4) ?
C11B B1B N1B C21B . . . . -73.0(5) ?
C1B B1B N1B C21B . . . . 158.7(4) ?
Cl1B B1B N1B C21B . . . . 43.1(4) ?
C11B B1B N1B C25B . . . . 102.1(4) ?
C1B B1B N1B C25B . . . . -26.3(5) ?
Cl1B B1B N1B C25B . . . . -141.9(3) ?
C25B N1B C21B C22B . . . . 0.3(6) ?
B1B N1B C21B C22B . . . . 175.5(4) ?
N1B C21B C22B C23B . . . . -0.6(7) ?
C21B C22B C23B C24B . . . . 0.7(7) ?
C22B C23B C24B C25B . . . . -0.4(7) ?
C21B N1B C25B C24B . . . . 0.0(6) ?
B1B N1B C25B C24B . . . . -175.1(4) ?
C23B C24B C25B N1B . . . . 0.0(7) ?
C6C C1C C2C F2C . . . . 177.0(3) ?
B1D C1C C2C F2C . . . . -3.2(6) ?
C6C C1C C2C C3C . . . . -2.6(6) ?
B1D C1C C2C C3C . . . . 177.3(4) ?
F2C C2C C3C F3C . . . . 1.2(6) ?
C1C C2C C3C F3C . . . . -179.3(4) ?
F2C C2C C3C C4C . . . . -176.9(4) ?
C1C C2C C3C C4C . . . . 2.6(7) ?
F3C C3C C4C F4C . . . . 1.3(6) ?
C2C C3C C4C F4C . . . . 179.5(4) ?
F3C C3C C4C C5C . . . . 179.7(4) ?
C2C C3C C4C C5C . . . . -2.2(6) ?
F4C C4C C5C F5C . . . . -0.8(6) ?
C3C C4C C5C F5C . . . . -179.2(4) ?
F4C C4C C5C C6C . . . . -179.7(4) ?
C3C C4C C5C C6C . . . . 1.9(6) ?
F5C C5C C6C F6C . . . . -1.4(6) ?
C4C C5C C6C F6C . . . . 177.5(4) ?
F5C C5C C6C C1C . . . . 179.0(4) ?
C4C C5C C6C C1C . . . . -2.1(7) ?
C2C C1C C6C F6C . . . . -177.3(4) ?
B1D C1C C6C F6C . . . . 2.8(6) ?
C2C C1C C6C C5C . . . . 2.3(6) ?
B1D C1C C6C C5C . . . . -177.6(4) ?
C16C C11C C12C F12C . . . . 177.7(4) ?
B1D C11C C12C F12C . . . . -7.1(6) ?
C16C C11C C12C C13C . . . . -1.1(7) ?
B1D C11C C12C C13C . . . . 174.2(4) ?
F12C C12C C13C F13C . . . . -0.5(6) ?
C11C C12C C13C F13C . . . . 178.3(4) ?
F12C C12C C13C C14C . . . . 178.6(4) ?
C11C C12C C13C C14C . . . . -2.6(7) ?
F13C C13C C14C F14C . . . . 2.4(6) ?
C12C C13C C14C F14C . . . . -176.7(4) ?
F13C C13C C14C C15C . . . . -176.7(4) ?
C12C C13C C14C C15C . . . . 4.2(7) ?
F14C C14C C15C F15C . . . . -1.4(6) ?
C13C C14C C15C F15C . . . . 177.7(4) ?
F14C C14C C15C C16C . . . . 178.7(4) ?
C13C C14C C15C C16C . . . . -2.1(7) ?
F15C C15C C16C F16C . . . . -2.8(6) ?
C14C C15C C16C F16C . . . . 177.0(4) ?
F15C C15C C16C C11C . . . . 178.3(4) ?
C14C C15C C16C C11C . . . . -1.8(7) ?
C12C C11C C16C F16C . . . . -175.5(4) ?
B1D C11C C16C F16C . . . . 9.8(7) ?
C12C C11C C16C C15C . . . . 3.3(6) ?
B1D C11C C16C C15C . . . . -171.5(4) ?
C11D B1C N1C C21D . . . . -157.2(4) ?
C1D B1C N1C C21D . . . . 73.4(5) ?
Cl1C B1C N1C C21D . . . . -40.6(5) ?
C11D B1C N1C C25D . . . . 28.2(5) ?
C1D B1C N1C C25D . . . . -101.2(4) ?
Cl1C B1C N1C C25D . . . . 144.8(3) ?
N1D C21C C22C C23C . . . . 0.4(7) ?
C21C C22C C23C C24C . . . . 0.1(7) ?
C22C C23C C24C C25C . . . . 0.0(7) ?
C23C C24C C25C N1D . . . . -0.5(7) ?
C6C C1C B1D N1D . . . . -116.1(4) ?
C2C C1C B1D N1D . . . . 64.0(5) ?
C6C C1C B1D C11C . . . . 9.6(6) ?
C2C C1C B1D C11C . . . . -170.3(4) ?
C6C C1C B1D Cl1D . . . . 128.3(4) ?
C2C C1C B1D Cl1D . . . . -51.6(5) ?
C16C C11C B1D N1D . . . . -2.0(6) ?
C12C C11C B1D N1D . . . . -176.4(4) ?
C16C C11C B1D C1C . . . . -126.7(5) ?
C12C C11C B1D C1C . . . . 58.9(5) ?
C16C C11C B1D Cl1D . . . . 112.6(4) ?
C12C C11C B1D Cl1D . . . . -61.9(5) ?
N1C B1C C1D C2D . . . . 0.8(6) ?
C11D B1C C1D C2D . . . . -123.9(5) ?
Cl1C B1C C1D C2D . . . . 114.7(4) ?
N1C B1C C1D C6D . . . . -173.2(4) ?
C11D B1C C1D C6D . . . . 62.2(5) ?
Cl1C B1C C1D C6D . . . . -59.3(4) ?
C6D C1D C2D F2D . . . . -176.8(4) ?
B1C C1D C2D F2D . . . . 8.9(7) ?
C6D C1D C2D C3D . . . . 3.3(6) ?
B1C C1D C2D C3D . . . . -171.0(4) ?
F2D C2D C3D F3D . . . . -1.6(6) ?
C1D C2D C3D F3D . . . . 178.3(4) ?
F2D C2D C3D C4D . . . . 178.8(4) ?
C1D C2D C3D C4D . . . . -1.3(7) ?
F3D C3D C4D F4D . . . . 0.0(6) ?
C2D C3D C4D F4D . . . . 179.7(4) ?
F3D C3D C4D C5D . . . . 177.7(4) ?
C2D C3D C4D C5D . . . . -2.6(7) ?
F4D C4D C5D F5D . . . . 1.1(7) ?
C3D C4D C5D F5D . . . . -176.6(4) ?
F4D C4D C5D C6D . . . . -178.0(4) ?
C3D C4D C5D C6D . . . . 4.3(7) ?
F5D C5D C6D F6D . . . . 0.4(6) ?
C4D C5D C6D F6D . . . . 179.5(4) ?
F5D C5D C6D C1D . . . . 178.7(4) ?
C4D C5D C6D C1D . . . . -2.2(7) ?
C2D C1D C6D F6D . . . . 176.7(4) ?
B1C C1D C6D F6D . . . . -8.5(6) ?
C2D C1D C6D C5D . . . . -1.5(7) ?
B1C C1D C6D C5D . . . . 173.3(4) ?
N1C B1C C11D C16D . . . . -115.8(4) ?
C1D B1C C11D C16D . . . . 9.5(6) ?
Cl1C B1C C11D C16D . . . . 129.5(4) ?
N1C B1C C11D C12D . . . . 63.8(5) ?
C1D B1C C11D C12D . . . . -170.9(4) ?
Cl1C B1C C11D C12D . . . . -50.9(5) ?
C16D C11D C12D F12D . . . . 176.5(3) ?
B1C C11D C12D F12D . . . . -3.2(6) ?
C16D C11D C12D C13D . . . . -0.7(6) ?
B1C C11D C12D C13D . . . . 179.6(4) ?
F12D C12D C13D F13D . . . . 2.3(6) ?
C11D C12D C13D F13D . . . . 179.7(4) ?
F12D C12D C13D C14D . . . . -176.4(4) ?
C11D C12D C13D C14D . . . . 0.9(6) ?
F13D C13D C14D F14D . . . . 0.1(6) ?
C12D C13D C14D F14D . . . . 178.8(4) ?
F13D C13D C14D C15D . . . . 180.0(4) ?
C12D C13D C14D C15D . . . . -1.3(6) ?
F14D C14D C15D F15D . . . . -0.1(6) ?
C13D C14D C15D F15D . . . . 180.0(4) ?
F14D C14D C15D C16D . . . . -178.6(4) ?
C13D C14D C15D C16D . . . . 1.5(6) ?
C12D C11D C16D F16D . . . . -177.9(4) ?
B1C C11D C16D F16D . . . . 1.8(6) ?
C12D C11D C16D C15D . . . . 1.0(6) ?
B1C C11D C16D C15D . . . . -179.4(4) ?
F15D C15D C16D F16D . . . . -1.0(6) ?
C14D C15D C16D F16D . . . . 177.5(4) ?
F15D C15D C16D C11D . . . . -179.9(4) ?
C14D C15D C16D C11D . . . . -1.4(7) ?
C24C C25C N1D C21C . . . . 0.9(6) ?
C24C C25C N1D B1D . . . . 177.1(4) ?
C22C C21C N1D C25C . . . . -0.9(6) ?
C22C C21C N1D B1D . . . . -177.0(4) ?
C1C B1D N1D C25C . . . . 30.1(5) ?
C11C B1D N1D C25C . . . . -99.2(4) ?
Cl1D B1D N1D C25C . . . . 147.2(3) ?
C1C B1D N1D C21C . . . . -153.8(4) ?
C11C B1D N1D C21C . . . . 76.8(5) ?
Cl1D B1D N1D C21C . . . . -36.7(4) ?
C25D N1C C21D C22D . . . . -1.2(6) ?
B1C N1C C21D C22D . . . . -175.9(4) ?
N1C C21D C22D C23D . . . . 1.1(7) ?
C21D C22D C23D C24D . . . . -1.0(7) ?
C22D C23D C24D C25D . . . . 1.0(7) ?
C21D N1C C25D C24D . . . . 1.2(6) ?
B1C N1C C25D C24D . . . . 175.9(4) ?
C23D C24D C25D N1C . . . . -1.1(7) ?

####################################################################### 
# 
# 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_erk9266
_database_code_depnum_ccdc_archive 'CCDC 1892607'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 B F10 N Si'
_chemical_formula_iupac          ?
_chemical_formula_weight         551.31

_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                   10.7974(3)
_cell_length_b                   11.4497(4)
_cell_length_c                   13.2136(6)
_cell_angle_alpha                81.3890(10)
_cell_angle_beta                 70.4050(10)
_cell_angle_gamma                62.300(2)
_cell_volume                     1362.54(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3232
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             560

_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      173.(2)

_diffrn_source                   'Mo rotating anode'
_diffrn_source_type              'Mo rotating anode'

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

_diffrn_measurement_device_type  'rotating anode Nonius FR591'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            11899
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_theta_min         4.24
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measured_fraction_theta_full 0.949
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -11
_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.

A disordered half pentane molecule was found in the asymmetrical
unit and could not be satisfactorily refined. The program SQUEEZE
(A. L. Spek (2015) Acta Cryst., C71, 9-18) was therefore used to 
remove mathematically the effect of the solvent. 
The quoted formula and derived parameters are not included the
squeezed solvent molecule.
;

_reflns_number_total             4562
_reflns_number_gt                3553
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0587
_refine_ls_wR_factor_gt          0.1201
_refine_ls_wR_factor_ref         0.1331
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_number_reflns         4562
_refine_ls_number_parameters     339
_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)+(0.0220P)²+1.8244P] 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         0.248
_refine_diff_density_min         -0.220
_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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;

Collect (Nonius B.V., 1998)
;
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_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
Si Si1 0.82021(10) 0.81867(9) 0.47828(7) 0.0382(2) Uani d . . . 1 . .
C C11 1.0137(4) 0.7324(4) 0.3899(3) 0.0478(9) Uani d . . . 1 . .
H H11A 1.0736 0.6653 0.4315 0.072 Uiso calc U . R 1 . .
H H11B 1.0531 0.7966 0.3623 0.072 Uiso calc U . R 1 . .
H H11C 1.0159 0.6901 0.3297 0.072 Uiso calc U . R 1 . .
C C12 0.7133(4) 0.9465(4) 0.3945(3) 0.0535(9) Uani d . . . 1 . .
H H12A 0.7616 1.0032 0.3614 0.08 Uiso calc U . R 1 . .
H H12B 0.6136 1.0003 0.44 0.08 Uiso calc U . R 1 . .
H H12C 0.7087 0.9031 0.3382 0.08 Uiso calc U . R 1 . .
C C13 0.7302(4) 0.7058(3) 0.5172(3) 0.0483(9) Uani d . . . 1 . .
H H13A 0.7368 0.6687 0.4523 0.072 Uiso calc U . R 1 . .
H H13B 0.6268 0.7554 0.5583 0.072 Uiso calc U . R 1 . .
H H13C 0.7801 0.6341 0.5614 0.072 Uiso calc U . R 1 . .
C C1 0.8381(3) 0.8683(3) 0.6860(2) 0.0326(7) Uani d . . . 1 . .
C C2 0.8214(3) 0.9088(3) 0.5878(3) 0.0353(7) Uani d . . . 1 . .
C C3 0.8085(4) 1.0447(3) 0.5461(3) 0.0458(8) Uani d . . . 1 . .
H H3A 0.7058 1.1046 0.5512 0.069 Uiso calc U . R 1 . .
H H3B 0.8693 1.0369 0.4709 0.069 Uiso calc U . R 1 . .
H H3C 0.842 1.0796 0.5893 0.069 Uiso calc U . R 1 . .
C C4 0.9900(4) 0.6041(3) 0.6617(3) 0.0407(8) Uani d . . . 1 . .
H H4A 1.0115 0.5207 0.7008 0.061 Uiso calc U . R 1 . .
H H4B 1.0789 0.6172 0.6337 0.061 Uiso calc U . R 1 . .
H H4C 0.9569 0.6014 0.6019 0.061 Uiso calc U . R 1 . .
B B1 0.8634(4) 0.7236(4) 0.7414(3) 0.0353(8) Uani d . . . 1 . .
C C21 0.8383(3) 0.9635(3) 0.7537(3) 0.0342(7) Uani d . . . 1 . .
F F22 1.09210(19) 0.84042(18) 0.73344(16) 0.0453(5) Uani d . . . 1 . .
C C22 0.9625(3) 0.9429(3) 0.7777(3) 0.0360(7) Uani d . . . 1 . .
F F23 1.0817(2) 0.9999(2) 0.86958(17) 0.0563(6) Uani d . . . 1 . .
C C23 0.9583(4) 1.0238(3) 0.8478(3) 0.0412(8) Uani d . . . 1 . .
F F24 0.8250(2) 1.2095(2) 0.96254(17) 0.0610(6) Uani d . . . 1 . .
C C24 0.8299(4) 1.1293(3) 0.8947(3) 0.0444(8) Uani d . . . 1 . .
F F25 0.5778(2) 1.25944(19) 0.91733(18) 0.0573(6) Uani d . . . 1 . .
C C25 0.7051(4) 1.1546(3) 0.8717(3) 0.0430(8) Uani d . . . 1 . .
F F26 0.5856(2) 1.10061(18) 0.78269(17) 0.0494(5) Uani d . . . 1 . .
C C26 0.7115(3) 1.0725(3) 0.8024(3) 0.0375(7) Uani d . . . 1 . .
C C31 0.8905(3) 0.7120(3) 0.8604(3) 0.0337(7) Uani d . . . 1 . .
F F32 1.1435(2) 0.5553(2) 0.80361(17) 0.0545(5) Uani d . . . 1 . .
C C32 1.0235(4) 0.6330(3) 0.8809(3) 0.0394(8) Uani d . . . 1 . .
F F33 1.1803(2) 0.5461(2) 0.99094(18) 0.0572(6) Uani d . . . 1 . .
C C33 1.0474(4) 0.6268(3) 0.9780(3) 0.0424(8) Uani d . . . 1 . .
F F34 0.9557(3) 0.6975(2) 1.15827(17) 0.0621(6) Uani d . . . 1 . .
C C34 0.9349(4) 0.7026(4) 1.0623(3) 0.0449(8) Uani d . . . 1 . .
F F35 0.6912(2) 0.8636(2) 1.12882(17) 0.0631(6) Uani d . . . 1 . .
C C35 0.8018(4) 0.7846(4) 1.0473(3) 0.0444(8) Uani d . . . 1 . .
F F36 0.64639(19) 0.87029(19) 0.94169(15) 0.0460(5) Uani d . . . 1 . .
C C36 0.7824(3) 0.7865(3) 0.9494(3) 0.0392(8) Uani d . . . 1 . .
N N41 0.7092(3) 0.7085(2) 0.7740(2) 0.0337(6) Uani d . . . 1 . .
C C42 0.7139(4) 0.5897(3) 0.8074(3) 0.0414(8) Uani d . . . 1 . .
H H42 0.8048 0.5187 0.8107 0.05 Uiso calc U . R 1 . .
C C43 0.5920(4) 0.5680(4) 0.8368(3) 0.0516(9) Uani d . . . 1 . .
H H43 0.5987 0.4832 0.8603 0.062 Uiso calc U . R 1 . .
C C44 0.4594(4) 0.6704(4) 0.8321(3) 0.0521(9) Uani d . . . 1 . .
H H44 0.3739 0.6571 0.8511 0.063 Uiso calc U . R 1 . .
C C45 0.4537(4) 0.7923(3) 0.7991(3) 0.0448(8) Uani d . . . 1 . .
H H45 0.3638 0.8648 0.7957 0.054 Uiso calc U . R 1 . .
C C46 0.5797(4) 0.8076(3) 0.7712(3) 0.0398(8) Uani d . . . 1 . .
H H46 0.5748 0.8921 0.749 0.048 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
Si1 C11 . 1.869(4) ?
Si1 C12 . 1.871(3) ?
Si1 C13 . 1.874(3) ?
Si1 C2 . 1.906(3) ?
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 ?
C1 C2 . 1.353(4) ?
C1 C21 . 1.513(4) ?
C1 B1 . 1.645(4) ?
C2 C3 . 1.528(4) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 B1 . 1.605(5) ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
B1 N41 . 1.658(4) ?
B1 C31 . 1.670(5) ?
C21 C26 . 1.381(4) ?
C21 C22 . 1.386(4) ?
F22 C22 . 1.344(4) ?
C22 C23 . 1.382(5) ?
F23 C23 . 1.352(4) ?
C23 C24 . 1.362(5) ?
F24 C24 . 1.350(4) ?
C24 C25 . 1.370(5) ?
F25 C25 . 1.349(4) ?
C25 C26 . 1.371(5) ?
F26 C26 . 1.351(4) ?
C31 C36 . 1.388(5) ?
C31 C32 . 1.391(4) ?
F32 C32 . 1.351(4) ?
C32 C33 . 1.376(5) ?
F33 C33 . 1.352(4) ?
C33 C34 . 1.368(5) ?
F34 C34 . 1.348(4) ?
C34 C35 . 1.366(5) ?
F35 C35 . 1.352(4) ?
C35 C36 . 1.374(5) ?
F36 C36 . 1.360(4) ?
N41 C46 . 1.338(4) ?
N41 C42 . 1.349(4) ?
C42 C43 . 1.370(5) ?
C42 H42 . 0.95 ?
C43 C44 . 1.381(5) ?
C43 H43 . 0.95 ?
C44 C45 . 1.377(5) ?
C44 H44 . 0.95 ?
C45 C46 . 1.372(4) ?
C45 H45 . 0.95 ?
C46 H46 . 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
C11 Si1 C12 . . 107.12(18) ?
C11 Si1 C13 . . 111.29(17) ?
C12 Si1 C13 . . 103.51(17) ?
C11 Si1 C2 . . 107.49(15) ?
C12 Si1 C2 . . 107.45(16) ?
C13 Si1 C2 . . 119.27(15) ?
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 ?
C2 C1 C21 . . 117.7(3) ?
C2 C1 B1 . . 127.7(3) ?
C21 C1 B1 . . 114.6(3) ?
C1 C2 C3 . . 120.7(3) ?
C1 C2 Si1 . . 130.6(2) ?
C3 C2 Si1 . . 108.6(2) ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
B1 C4 H4A . . 109.5 ?
B1 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
B1 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C4 B1 C1 . . 112.1(3) ?
C4 B1 N41 . . 108.0(3) ?
C1 B1 N41 . . 109.5(2) ?
C4 B1 C31 . . 112.6(3) ?
C1 B1 C31 . . 111.8(3) ?
N41 B1 C31 . . 102.3(2) ?
C26 C21 C22 . . 115.3(3) ?
C26 C21 C1 . . 121.9(3) ?
C22 C21 C1 . . 122.6(3) ?
F22 C22 C23 . . 117.7(3) ?
F22 C22 C21 . . 120.1(3) ?
C23 C22 C21 . . 122.1(3) ?
F23 C23 C24 . . 119.5(3) ?
F23 C23 C22 . . 120.3(3) ?
C24 C23 C22 . . 120.2(3) ?
F24 C24 C23 . . 120.6(3) ?
F24 C24 C25 . . 119.9(3) ?
C23 C24 C25 . . 119.6(3) ?
F25 C25 C24 . . 119.8(3) ?
F25 C25 C26 . . 120.9(3) ?
C24 C25 C26 . . 119.3(3) ?
F26 C26 C25 . . 117.3(3) ?
F26 C26 C21 . . 119.2(3) ?
C25 C26 C21 . . 123.4(3) ?
C36 C31 C32 . . 112.3(3) ?
C36 C31 B1 . . 123.0(3) ?
C32 C31 B1 . . 124.6(3) ?
F32 C32 C33 . . 113.9(3) ?
F32 C32 C31 . . 121.4(3) ?
C33 C32 C31 . . 124.7(3) ?
F33 C33 C34 . . 119.8(3) ?
F33 C33 C32 . . 120.7(3) ?
C34 C33 C32 . . 119.5(3) ?
F34 C34 C35 . . 120.6(3) ?
F34 C34 C33 . . 120.5(3) ?
C35 C34 C33 . . 118.9(3) ?
F35 C35 C34 . . 119.5(3) ?
F35 C35 C36 . . 120.9(3) ?
C34 C35 C36 . . 119.6(3) ?
F36 C36 C35 . . 115.7(3) ?
F36 C36 C31 . . 119.4(3) ?
C35 C36 C31 . . 124.9(3) ?
C46 N41 C42 . . 117.9(3) ?
C46 N41 B1 . . 124.1(2) ?
C42 N41 B1 . . 118.0(3) ?
N41 C42 C43 . . 122.3(3) ?
N41 C42 H42 . . 118.9 ?
C43 C42 H42 . . 118.9 ?
C42 C43 C44 . . 119.3(3) ?
C42 C43 H43 . . 120.3 ?
C44 C43 H43 . . 120.3 ?
C45 C44 C43 . . 118.6(3) ?
C45 C44 H44 . . 120.7 ?
C43 C44 H44 . . 120.7 ?
C46 C45 C44 . . 119.1(3) ?
C46 C45 H45 . . 120.4 ?
C44 C45 H45 . . 120.4 ?
N41 C46 C45 . . 122.8(3) ?
N41 C46 H46 . . 118.6 ?
C45 C46 H46 . . 118.6 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_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 C3 . . . . 2.0(4) ?
B1 C1 C2 C3 . . . . -176.1(3) ?
C21 C1 C2 Si1 . . . . 178.2(2) ?
B1 C1 C2 Si1 . . . . 0.1(5) ?
C2 C1 B1 C4 . . . . 48.5(4) ?
C21 C1 B1 C4 . . . . -129.7(3) ?
C2 C1 B1 N41 . . . . -71.3(4) ?
C21 C1 B1 N41 . . . . 110.5(3) ?
C2 C1 B1 C31 . . . . 176.0(3) ?
C21 C1 B1 C31 . . . . -2.2(4) ?
C2 C1 C21 C26 . . . . 73.0(4) ?
B1 C1 C21 C26 . . . . -108.6(3) ?
C2 C1 C21 C22 . . . . -111.7(3) ?
B1 C1 C21 C22 . . . . 66.7(4) ?
C26 C21 C22 F22 . . . . -179.2(3) ?
C1 C21 C22 F22 . . . . 5.3(4) ?
C26 C21 C22 C23 . . . . 1.8(4) ?
C1 C21 C22 C23 . . . . -173.7(3) ?
F22 C22 C23 F23 . . . . 0.6(4) ?
C21 C22 C23 F23 . . . . 179.6(3) ?
F22 C22 C23 C24 . . . . 179.8(3) ?
C21 C22 C23 C24 . . . . -1.2(5) ?
F23 C23 C24 F24 . . . . -0.2(5) ?
C22 C23 C24 F24 . . . . -179.4(3) ?
F23 C23 C24 C25 . . . . 179.2(3) ?
C22 C23 C24 C25 . . . . 0.0(5) ?
F24 C24 C25 F25 . . . . -0.2(5) ?
C23 C24 C25 F25 . . . . -179.6(3) ?
F24 C24 C25 C26 . . . . 179.9(3) ?
C23 C24 C25 C26 . . . . 0.5(5) ?
F25 C25 C26 F26 . . . . -0.4(5) ?
C24 C25 C26 F26 . . . . 179.5(3) ?
F25 C25 C26 C21 . . . . -179.7(3) ?
C24 C25 C26 C21 . . . . 0.2(5) ?
C22 C21 C26 F26 . . . . 179.4(3) ?
C1 C21 C26 F26 . . . . -5.0(4) ?
C22 C21 C26 C25 . . . . -1.3(5) ?
C1 C21 C26 C25 . . . . 174.2(3) ?
C4 B1 C31 C36 . . . . -166.0(3) ?
C1 B1 C31 C36 . . . . 66.7(4) ?
N41 B1 C31 C36 . . . . -50.4(4) ?
C4 B1 C31 C32 . . . . 17.3(4) ?
C1 B1 C31 C32 . . . . -109.9(3) ?
N41 B1 C31 C32 . . . . 132.9(3) ?
C36 C31 C32 F32 . . . . -178.4(3) ?
B1 C31 C32 F32 . . . . -1.4(5) ?
C36 C31 C32 C33 . . . . 0.6(4) ?
B1 C31 C32 C33 . . . . 177.6(3) ?
F32 C32 C33 F33 . . . . -1.5(4) ?
C31 C32 C33 F33 . . . . 179.4(3) ?
F32 C32 C33 C34 . . . . 179.0(3) ?
C31 C32 C33 C34 . . . . -0.1(5) ?
F33 C33 C34 F34 . . . . 0.1(5) ?
C32 C33 C34 F34 . . . . 179.6(3) ?
F33 C33 C34 C35 . . . . 179.3(3) ?
C32 C33 C34 C35 . . . . -1.2(5) ?
F34 C34 C35 F35 . . . . 1.6(5) ?
C33 C34 C35 F35 . . . . -177.5(3) ?
F34 C34 C35 C36 . . . . -178.9(3) ?
C33 C34 C35 C36 . . . . 2.0(5) ?
F35 C35 C36 F36 . . . . -0.9(4) ?
C34 C35 C36 F36 . . . . 179.6(3) ?
F35 C35 C36 C31 . . . . 178.0(3) ?
C34 C35 C36 C31 . . . . -1.5(5) ?
C32 C31 C36 F36 . . . . 179.1(3) ?
B1 C31 C36 F36 . . . . 2.0(4) ?
C32 C31 C36 C35 . . . . 0.2(4) ?
B1 C31 C36 C35 . . . . -176.8(3) ?
C4 B1 N41 C46 . . . . -132.3(3) ?
C1 B1 N41 C46 . . . . -10.0(4) ?
C31 B1 N41 C46 . . . . 108.8(3) ?
C4 B1 N41 C42 . . . . 49.1(4) ?
C1 B1 N41 C42 . . . . 171.4(3) ?
C31 B1 N41 C42 . . . . -69.8(3) ?
C46 N41 C42 C43 . . . . 0.8(5) ?
B1 N41 C42 C43 . . . . 179.5(3) ?
N41 C42 C43 C44 . . . . 0.2(6) ?
C42 C43 C44 C45 . . . . -0.9(6) ?
C43 C44 C45 C46 . . . . 0.6(5) ?
C42 N41 C46 C45 . . . . -1.1(5) ?
B1 N41 C46 C45 . . . . -179.7(3) ?
C44 C45 C46 N41 . . . . 0.4(5) ?


####################################################################### 
# 
# 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_erk9332
_database_code_depnum_ccdc_archive 'CCDC 1892606'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H12 B F15 Si'
_chemical_formula_iupac          ?
_chemical_formula_weight         624.24

_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                   9.6491(3)
_cell_length_b                   11.8975(3)
_cell_length_c                   12.2730(3)
_cell_angle_alpha                101.4760(10)
_cell_angle_beta                 96.2830(10)
_cell_angle_gamma                92.6620(10)
_cell_volume                     1369.11(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9450
_cell_measurement_theta_min      3.7023
_cell_measurement_theta_max      66.7482
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.130
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             620

_exptl_absorpt_coefficient_mu    1.847
_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  0.64
_exptl_absorpt_correction_T_max  0.80

_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            24177
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_theta_min         4.62
_diffrn_reflns_theta_max         66.76
_diffrn_reflns_theta_full        66.76
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_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.

A badly disordered half pentane molecule was found in the 
asymmetrical unit and could not be satisfactorily refined. The program 
SQUEEZE (Spek, A.L. (2015). Acta Cryst. C71, 9-18) was therefore used to
remove mathematically the effect of the solvent.
The quoted formula and derived parameters are not included the squeezed
solvent molecule. 
;

_reflns_number_total             4821
_reflns_number_gt                4056
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.0846
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_number_reflns         4821
_refine_ls_number_parameters     374
_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)+(0.0443P)²+0.3270P] 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         0.259
_refine_diff_density_min         -0.238
_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'
Si Si 0.2541 0.3302 '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 0.2815(2) 0.30560(16) 0.59352(16) 0.0200(4) Uani d . . . 1 . .
Si Si1 0.06538(5) 0.26168(4) 0.78604(4) 0.02054(12) Uani d . . . 1 . .
C C1 0.11896(17) 0.29142(13) 0.56510(13) 0.0181(3) Uani d . . . 1 . .
C C2 0.02427(17) 0.28922(13) 0.63851(13) 0.0192(3) Uani d . . . 1 . .
C C3 -0.12988(18) 0.29658(16) 0.60550(14) 0.0242(4) Uani d . . . 1 . .
H H3A -0.1433 0.3276 0.5371 0.036 Uiso calc U . R 1 . .
H H3B -0.1688 0.3473 0.666 0.036 Uiso calc U . R 1 . .
H H3C -0.1776 0.2197 0.5919 0.036 Uiso calc U . R 1 . .
C C11 -0.0779(2) 0.15727(19) 0.80254(17) 0.0362(5) Uani d . . . 1 . .
H H11A -0.0584 0.1345 0.8748 0.054 Uiso calc U . R 1 . .
H H11B -0.0833 0.0891 0.7419 0.054 Uiso calc U . R 1 . .
H H11C -0.167 0.1935 0.7995 0.054 Uiso calc U . R 1 . .
C C12 0.0634(2) 0.39713(16) 0.89219(15) 0.0320(4) Uani d . . . 1 . .
H H12A -0.0266 0.4307 0.8808 0.048 Uiso calc U . R 1 . .
H H12B 0.139 0.4517 0.8841 0.048 Uiso calc U . R 1 . .
H H12C 0.0768 0.3803 0.9675 0.048 Uiso calc U . R 1 . .
C C13 0.2332(2) 0.19143(17) 0.80550(16) 0.0308(4) Uani d . . . 1 . .
H H13A 0.3087 0.2502 0.8385 0.046 Uiso calc U . R 1 . .
H H13B 0.2548 0.1498 0.7327 0.046 Uiso calc U . R 1 . .
H H13C 0.2239 0.1374 0.8554 0.046 Uiso calc U . R 1 . .
C C21 0.07421(17) 0.28209(14) 0.44183(13) 0.0184(3) Uani d . . . 1 . .
C C22 -0.01694(17) 0.19424(14) 0.37675(14) 0.0203(3) Uani d . . . 1 . .
F F22 -0.07679(10) 0.11465(8) 0.42295(8) 0.0249(2) Uani d . . . 1 . .
C C23 -0.04720(18) 0.18303(15) 0.26208(14) 0.0239(4) Uani d . . . 1 . .
F F23 -0.13578(11) 0.09756(9) 0.20222(8) 0.0332(3) Uani d . . . 1 . .
C C24 0.01541(19) 0.25984(16) 0.20838(14) 0.0269(4) Uani d . . . 1 . .
F F24 -0.01261(13) 0.24851(11) 0.09742(9) 0.0396(3) Uani d . . . 1 . .
C C25 0.10891(19) 0.34662(15) 0.26964(15) 0.0244(4) Uani d . . . 1 . .
F F25 0.17281(12) 0.41984(10) 0.21796(9) 0.0354(3) Uani d . . . 1 . .
C C26 0.13605(17) 0.35633(14) 0.38401(14) 0.0209(4) Uani d . . . 1 . .
F F26 0.23024(10) 0.44059(8) 0.44120(8) 0.0264(2) Uani d . . . 1 . .
C C31 0.37237(17) 0.22964(14) 0.51213(13) 0.0190(3) Uani d . . . 1 . .
C C32 0.33670(17) 0.11274(14) 0.47002(14) 0.0196(3) Uani d . . . 1 . .
F F32 0.22595(10) 0.06127(8) 0.50250(8) 0.0253(2) Uani d . . . 1 . .
C C33 0.41257(18) 0.04396(14) 0.39793(14) 0.0210(4) Uani d . . . 1 . .
F F33 0.37682(11) -0.06859(8) 0.36301(9) 0.0280(2) Uani d . . . 1 . .
C C34 0.52735(18) 0.09199(15) 0.36131(14) 0.0224(4) Uani d . . . 1 . .
F F34 0.60074(11) 0.02713(9) 0.29057(8) 0.0297(2) Uani d . . . 1 . .
C C35 0.56520(17) 0.20795(14) 0.39829(14) 0.0202(3) Uani d . . . 1 . .
F F35 0.67384(10) 0.25553(9) 0.36014(8) 0.0267(2) Uani d . . . 1 . .
C C36 0.49008(17) 0.27367(14) 0.47382(14) 0.0196(3) Uani d . . . 1 . .
F F36 0.53282(10) 0.38512(8) 0.50791(9) 0.0257(2) Uani d . . . 1 . .
C C41 0.35631(17) 0.40036(14) 0.69325(14) 0.0201(3) Uani d . . . 1 . .
C C42 0.48387(18) 0.38471(15) 0.75227(14) 0.0226(4) Uani d . . . 1 . .
F F42 0.54613(10) 0.28593(8) 0.72458(9) 0.0277(2) Uani d . . . 1 . .
C C43 0.55041(18) 0.46449(15) 0.84234(14) 0.0243(4) Uani d . . . 1 . .
F F43 0.66963(11) 0.44250(9) 0.89846(9) 0.0320(3) Uani d . . . 1 . .
C C44 0.49060(19) 0.56643(15) 0.87605(14) 0.0263(4) Uani d . . . 1 . .
F F44 0.55285(12) 0.64438(9) 0.96365(9) 0.0364(3) Uani d . . . 1 . .
C C45 0.3653(2) 0.58795(14) 0.82007(15) 0.0249(4) Uani d . . . 1 . .
F F45 0.30656(12) 0.68617(8) 0.85398(9) 0.0334(3) Uani d . . . 1 . .
C C46 0.30114(18) 0.50547(14) 0.73056(14) 0.0214(4) Uani d . . . 1 . .
F F46 0.18084(10) 0.53259(8) 0.67943(8) 0.0260(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 C1 . 1.562(3) ?
B1 C41 . 1.572(2) ?
B1 C31 . 1.578(3) ?
Si1 C12 . 1.8621(19) ?
Si1 C11 . 1.870(2) ?
Si1 C13 . 1.8701(19) ?
Si1 C2 . 1.9064(17) ?
C1 C2 . 1.354(2) ?
C1 C21 . 1.508(2) ?
C2 C3 . 1.509(2) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
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 C22 . 1.390(2) ?
C21 C26 . 1.390(2) ?
C22 F22 . 1.337(2) ?
C22 C23 . 1.384(2) ?
C23 F23 . 1.337(2) ?
C23 C24 . 1.382(3) ?
C24 F24 . 1.337(2) ?
C24 C25 . 1.379(3) ?
C25 F25 . 1.340(2) ?
C25 C26 . 1.380(3) ?
C26 F26 . 1.3488(19) ?
C31 C36 . 1.395(2) ?
C31 C32 . 1.397(2) ?
C32 F32 . 1.3437(19) ?
C32 C33 . 1.378(2) ?
C33 F33 . 1.3387(19) ?
C33 C34 . 1.381(3) ?
C34 F34 . 1.330(2) ?
C34 C35 . 1.382(3) ?
C35 F35 . 1.3402(19) ?
C35 C36 . 1.381(2) ?
C36 F36 . 1.3394(19) ?
C41 C46 . 1.394(2) ?
C41 C42 . 1.398(2) ?
C42 F42 . 1.345(2) ?
C42 C43 . 1.380(2) ?
C43 F43 . 1.339(2) ?
C43 C44 . 1.376(3) ?
C44 F44 . 1.337(2) ?
C44 C45 . 1.384(3) ?
C45 F45 . 1.334(2) ?
C45 C46 . 1.385(2) ?
C46 F46 . 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 C41 . . 122.08(15) ?
C1 B1 C31 . . 118.27(15) ?
C41 B1 C31 . . 119.40(15) ?
C12 Si1 C11 . . 109.37(10) ?
C12 Si1 C13 . . 111.54(9) ?
C11 Si1 C13 . . 106.93(9) ?
C12 Si1 C2 . . 110.53(8) ?
C11 Si1 C2 . . 105.51(8) ?
C13 Si1 C2 . . 112.67(8) ?
C2 C1 C21 . . 121.51(15) ?
C2 C1 B1 . . 126.61(15) ?
C21 C1 B1 . . 111.87(14) ?
C1 C2 C3 . . 121.95(15) ?
C1 C2 Si1 . . 124.81(13) ?
C3 C2 Si1 . . 112.95(12) ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
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 ?
C22 C21 C26 . . 115.74(15) ?
C22 C21 C1 . . 123.70(15) ?
C26 C21 C1 . . 120.19(15) ?
F22 C22 C23 . . 117.02(15) ?
F22 C22 C21 . . 120.73(15) ?
C23 C22 C21 . . 122.22(16) ?
F23 C23 C24 . . 119.47(15) ?
F23 C23 C22 . . 120.55(16) ?
C24 C23 C22 . . 119.98(16) ?
F24 C24 C25 . . 120.35(16) ?
F24 C24 C23 . . 120.09(16) ?
C25 C24 C23 . . 119.55(16) ?
F25 C25 C24 . . 120.02(16) ?
F25 C25 C26 . . 120.80(16) ?
C24 C25 C26 . . 119.18(16) ?
F26 C26 C25 . . 117.73(15) ?
F26 C26 C21 . . 118.95(15) ?
C25 C26 C21 . . 123.30(16) ?
C36 C31 C32 . . 115.04(15) ?
C36 C31 B1 . . 123.28(15) ?
C32 C31 B1 . . 121.64(15) ?
F32 C32 C33 . . 116.71(14) ?
F32 C32 C31 . . 119.94(15) ?
C33 C32 C31 . . 123.31(16) ?
F33 C33 C32 . . 121.01(16) ?
F33 C33 C34 . . 119.58(15) ?
C32 C33 C34 . . 119.41(15) ?
F34 C34 C33 . . 120.20(15) ?
F34 C34 C35 . . 120.20(16) ?
C33 C34 C35 . . 119.60(15) ?
F35 C35 C36 . . 120.71(15) ?
F35 C35 C34 . . 119.73(15) ?
C36 C35 C34 . . 119.56(16) ?
F36 C36 C35 . . 116.90(15) ?
F36 C36 C31 . . 120.07(15) ?
C35 C36 C31 . . 123.00(15) ?
C46 C41 C42 . . 114.73(15) ?
C46 C41 B1 . . 123.18(15) ?
C42 C41 B1 . . 122.10(15) ?
F42 C42 C43 . . 116.32(15) ?
F42 C42 C41 . . 119.98(15) ?
C43 C42 C41 . . 123.67(16) ?
F43 C43 C44 . . 120.01(15) ?
F43 C43 C42 . . 120.88(16) ?
C44 C43 C42 . . 119.09(16) ?
F44 C44 C43 . . 119.98(16) ?
F44 C44 C45 . . 119.92(16) ?
C43 C44 C45 . . 120.09(16) ?
F45 C45 C44 . . 119.95(15) ?
F45 C45 C46 . . 120.87(16) ?
C44 C45 C46 . . 119.17(16) ?
F46 C46 C45 . . 115.97(15) ?
F46 C46 C41 . . 120.78(15) ?
C45 C46 C41 . . 123.25(16) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C41 B1 C1 C2 . . . . -46.8(2) ?
C31 B1 C1 C2 . . . . 139.03(17) ?
C41 B1 C1 C21 . . . . 132.09(16) ?
C31 B1 C1 C21 . . . . -42.1(2) ?
C21 C1 C2 C3 . . . . -10.0(2) ?
B1 C1 C2 C3 . . . . 168.75(16) ?
C21 C1 C2 Si1 . . . . 163.44(12) ?
B1 C1 C2 Si1 . . . . -17.8(2) ?
C2 C1 C21 C22 . . . . -53.1(2) ?
B1 C1 C21 C22 . . . . 127.99(17) ?
C2 C1 C21 C26 . . . . 134.13(17) ?
B1 C1 C21 C26 . . . . -44.8(2) ?
C26 C21 C22 F22 . . . . 176.67(14) ?
C1 C21 C22 F22 . . . . 3.6(2) ?
C26 C21 C22 C23 . . . . -1.6(2) ?
C1 C21 C22 C23 . . . . -174.72(16) ?
F22 C22 C23 F23 . . . . 1.8(2) ?
C21 C22 C23 F23 . . . . -179.80(15) ?
F22 C22 C23 C24 . . . . -177.51(15) ?
C21 C22 C23 C24 . . . . 0.9(3) ?
F23 C23 C24 F24 . . . . 0.0(3) ?
C22 C23 C24 F24 . . . . 179.34(16) ?
F23 C23 C24 C25 . . . . -178.70(16) ?
C22 C23 C24 C25 . . . . 0.6(3) ?
F24 C24 C25 F25 . . . . -0.3(3) ?
C23 C24 C25 F25 . . . . 178.36(16) ?
F24 C24 C25 C26 . . . . -179.94(16) ?
C23 C24 C25 C26 . . . . -1.2(3) ?
F25 C25 C26 F26 . . . . -1.0(2) ?
C24 C25 C26 F26 . . . . 178.61(15) ?
F25 C25 C26 C21 . . . . -179.20(15) ?
C24 C25 C26 C21 . . . . 0.4(3) ?
C22 C21 C26 F26 . . . . -177.18(14) ?
C1 C21 C26 F26 . . . . -3.8(2) ?
C22 C21 C26 C25 . . . . 1.0(2) ?
C1 C21 C26 C25 . . . . 174.36(15) ?
C1 B1 C31 C36 . . . . 133.71(17) ?
C41 B1 C31 C36 . . . . -40.6(2) ?
C1 B1 C31 C32 . . . . -44.0(2) ?
C41 B1 C31 C32 . . . . 141.65(16) ?
C36 C31 C32 F32 . . . . 179.24(14) ?
B1 C31 C32 F32 . . . . -2.9(2) ?
C36 C31 C32 C33 . . . . 1.4(2) ?
B1 C31 C32 C33 . . . . 179.30(15) ?
F32 C32 C33 F33 . . . . -0.3(2) ?
C31 C32 C33 F33 . . . . 177.62(14) ?
F32 C32 C33 C34 . . . . 179.81(14) ?
C31 C32 C33 C34 . . . . -2.3(3) ?
F33 C33 C34 F34 . . . . 0.9(2) ?
C32 C33 C34 F34 . . . . -179.15(15) ?
F33 C33 C34 C35 . . . . -179.31(14) ?
C32 C33 C34 C35 . . . . 0.6(2) ?
F34 C34 C35 F35 . . . . 1.9(2) ?
C33 C34 C35 F35 . . . . -177.89(14) ?
F34 C34 C35 C36 . . . . -178.44(14) ?
C33 C34 C35 C36 . . . . 1.8(2) ?
F35 C35 C36 F36 . . . . -1.3(2) ?
C34 C35 C36 F36 . . . . 179.05(14) ?
F35 C35 C36 C31 . . . . 176.95(14) ?
C34 C35 C36 C31 . . . . -2.7(3) ?
C32 C31 C36 F36 . . . . 179.29(14) ?
B1 C31 C36 F36 . . . . 1.4(2) ?
C32 C31 C36 C35 . . . . 1.1(2) ?
B1 C31 C36 C35 . . . . -176.72(16) ?
C1 B1 C41 C46 . . . . -29.5(2) ?
C31 B1 C41 C46 . . . . 144.61(17) ?
C1 B1 C41 C42 . . . . 149.88(16) ?
C31 B1 C41 C42 . . . . -36.0(2) ?
C46 C41 C42 F42 . . . . 179.17(15) ?
B1 C41 C42 F42 . . . . -0.3(3) ?
C46 C41 C42 C43 . . . . 1.5(3) ?
B1 C41 C42 C43 . . . . -177.96(16) ?
F42 C42 C43 F43 . . . . -0.6(2) ?
C41 C42 C43 F43 . . . . 177.18(15) ?
F42 C42 C43 C44 . . . . -178.84(16) ?
C41 C42 C43 C44 . . . . -1.1(3) ?
F43 C43 C44 F44 . . . . 1.2(3) ?
C42 C43 C44 F44 . . . . 179.46(15) ?
F43 C43 C44 C45 . . . . -178.19(16) ?
C42 C43 C44 C45 . . . . 0.1(3) ?
F44 C44 C45 F45 . . . . -0.4(3) ?
C43 C44 C45 F45 . . . . 179.02(16) ?
F44 C44 C45 C46 . . . . -179.00(16) ?
C43 C44 C45 C46 . . . . 0.4(3) ?
F45 C45 C46 F46 . . . . 2.1(2) ?
C44 C45 C46 F46 . . . . -179.29(15) ?
F45 C45 C46 C41 . . . . -178.52(16) ?
C44 C45 C46 C41 . . . . 0.1(3) ?
C42 C41 C46 F46 . . . . 178.37(15) ?
B1 C41 C46 F46 . . . . -2.2(2) ?
C42 C41 C46 C45 . . . . -1.0(2) ?
B1 C41 C46 C45 . . . . 178.45(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_erk9124
_database_code_depnum_ccdc_archive 'CCDC 1892605'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H3 B F10'
_chemical_formula_iupac          ?
_chemical_formula_weight         359.96

_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                   5.2909(4)
_cell_length_b                   9.4999(11)
_cell_length_c                   26.104(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.161(8)
_cell_angle_gamma                90
_cell_volume                     1312.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2507
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             704

_exptl_absorpt_coefficient_mu    0.205
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      173.(2)

_diffrn_source                   'Mo rotating anode'
_diffrn_source_type              'Mo rotating anode'

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

_diffrn_measurement_device_type  'rotating anode Nonius FR591'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            9527
_diffrn_reflns_av_R_equivalents  0.053
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_theta_min         4.15
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30

_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             2290
_reflns_number_gt                1800
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1269
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_number_reflns         2290
_refine_ls_number_parameters     218
_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)+(0.0545P)²+0.7408P] 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         0.184
_refine_diff_density_min         -0.171
_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'

_computing_data_collection       
;

Collect (Nonius B.V., 1998)
;
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_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 0.4547(5) -0.0359(3) 0.11792(11) 0.0492(7) Uani d . . . 1 . .
C C1 0.4621(6) -0.1726(3) 0.08584(11) 0.0645(8) Uani d . . . 1 . .
H H1A 0.2892 -0.2049 0.0792 0.097 Uiso calc U . R 1 . .
H H1B 0.5548 -0.2453 0.1047 0.097 Uiso calc U . R 1 . .
H H1C 0.5471 -0.1541 0.0532 0.097 Uiso calc U . R 1 . .
C C11 0.5351(5) 0.1100(3) 0.09430(9) 0.0494(6) Uani d . . . 1 . .
F F12 0.8959(3) 0.01575(18) 0.05305(7) 0.0770(5) Uani d . . . 1 . .
C C12 0.7429(5) 0.1267(3) 0.06236(10) 0.0573(7) Uani d . . . 1 . .
F F13 1.0159(3) 0.2628(2) 0.01089(7) 0.0820(6) Uani d . . . 1 . .
C C13 0.8105(5) 0.2536(3) 0.04095(10) 0.0605(7) Uani d . . . 1 . .
F F14 0.7323(4) 0.49537(18) 0.03082(7) 0.0824(6) Uani d . . . 1 . .
C C14 0.6683(6) 0.3713(3) 0.05088(10) 0.0608(7) Uani d . . . 1 . .
F F15 0.3167(4) 0.47430(17) 0.09109(7) 0.0804(5) Uani d . . . 1 . .
C C15 0.4601(6) 0.3606(3) 0.08207(10) 0.0586(7) Uani d . . . 1 . .
F F16 0.1916(3) 0.22771(16) 0.13307(6) 0.0642(4) Uani d . . . 1 . .
C C16 0.4001(5) 0.2323(3) 0.10317(9) 0.0509(6) Uani d . . . 1 . .
C C21 0.3633(5) -0.0383(2) 0.17543(9) 0.0467(6) Uani d . . . 1 . .
F F22 0.0162(3) -0.18815(19) 0.15928(6) 0.0749(5) Uani d . . . 1 . .
C C22 0.1584(5) -0.1150(3) 0.19293(10) 0.0533(6) Uani d . . . 1 . .
F F23 -0.1196(3) -0.1941(2) 0.25747(7) 0.0773(5) Uani d . . . 1 . .
C C23 0.0837(5) -0.1186(3) 0.24319(10) 0.0560(7) Uani d . . . 1 . .
F F24 0.1506(4) -0.0482(2) 0.32870(6) 0.0793(5) Uani d . . . 1 . .
C C24 0.2192(5) -0.0455(3) 0.27927(10) 0.0571(7) Uani d . . . 1 . .
F F25 0.5600(4) 0.1026(2) 0.29950(6) 0.0822(6) Uani d . . . 1 . .
C C25 0.4254(5) 0.0319(3) 0.26444(10) 0.0559(7) Uani d . . . 1 . .
F F26 0.6962(3) 0.11347(16) 0.20123(6) 0.0640(4) Uani d . . . 1 . .
C C26 0.4914(5) 0.0361(3) 0.21371(10) 0.0506(6) 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 . 1.546(4) ?
B1 C11 . 1.576(4) ?
B1 C21 . 1.578(4) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C11 C16 . 1.383(4) ?
C11 C12 . 1.391(4) ?
F12 C12 . 1.351(3) ?
C12 C13 . 1.377(4) ?
F13 C13 . 1.345(3) ?
C13 C14 . 1.372(4) ?
F14 C14 . 1.334(3) ?
C14 C15 . 1.376(4) ?
F15 C15 . 1.342(3) ?
C15 C16 . 1.375(4) ?
F16 C16 . 1.354(3) ?
C21 C22 . 1.385(3) ?
C21 C26 . 1.398(3) ?
F22 C22 . 1.348(3) ?
C22 C23 . 1.372(4) ?
F23 C23 . 1.346(3) ?
C23 C24 . 1.371(4) ?
F24 C24 . 1.342(3) ?
C24 C25 . 1.372(4) ?
F25 C25 . 1.339(3) ?
C25 C26 . 1.371(4) ?
F26 C26 . 1.350(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
C1 B1 C11 . . 121.3(2) ?
C1 B1 C21 . . 120.8(2) ?
C11 B1 C21 . . 117.9(2) ?
B1 C1 H1A . . 109.5 ?
B1 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
B1 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C16 C11 C12 . . 114.5(2) ?
C16 C11 B1 . . 122.2(2) ?
C12 C11 B1 . . 123.3(2) ?
F12 C12 C13 . . 117.0(2) ?
F12 C12 C11 . . 119.6(2) ?
C13 C12 C11 . . 123.3(3) ?
F13 C13 C14 . . 120.1(2) ?
F13 C13 C12 . . 120.3(3) ?
C14 C13 C12 . . 119.6(3) ?
F14 C14 C13 . . 120.4(3) ?
F14 C14 C15 . . 120.1(3) ?
C13 C14 C15 . . 119.5(2) ?
F15 C15 C16 . . 120.8(3) ?
F15 C15 C14 . . 119.9(2) ?
C16 C15 C14 . . 119.3(3) ?
F16 C16 C15 . . 116.7(2) ?
F16 C16 C11 . . 119.4(2) ?
C15 C16 C11 . . 123.9(3) ?
C22 C21 C26 . . 114.1(2) ?
C22 C21 B1 . . 124.3(2) ?
C26 C21 B1 . . 121.6(2) ?
F22 C22 C23 . . 116.7(2) ?
F22 C22 C21 . . 119.5(2) ?
C23 C22 C21 . . 123.8(2) ?
F23 C23 C24 . . 119.8(2) ?
F23 C23 C22 . . 120.7(2) ?
C24 C23 C22 . . 119.5(2) ?
F24 C24 C23 . . 120.6(2) ?
F24 C24 C25 . . 119.9(3) ?
C23 C24 C25 . . 119.5(2) ?
F25 C25 C26 . . 120.6(2) ?
F25 C25 C24 . . 119.9(2) ?
C26 C25 C24 . . 119.5(2) ?
F26 C26 C25 . . 117.1(2) ?
F26 C26 C21 . . 119.4(2) ?
C25 C26 C21 . . 123.5(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
C1 B1 C11 C16 . . . . 137.5(3) ?
C21 B1 C11 C16 . . . . -41.9(3) ?
C1 B1 C11 C12 . . . . -41.3(4) ?
C21 B1 C11 C12 . . . . 139.2(3) ?
C16 C11 C12 F12 . . . . 176.7(2) ?
B1 C11 C12 F12 . . . . -4.3(4) ?
C16 C11 C12 C13 . . . . -0.2(4) ?
B1 C11 C12 C13 . . . . 178.8(2) ?
F12 C12 C13 F13 . . . . 2.1(4) ?
C11 C12 C13 F13 . . . . 179.1(2) ?
F12 C12 C13 C14 . . . . -177.2(2) ?
C11 C12 C13 C14 . . . . -0.2(4) ?
F13 C13 C14 F14 . . . . 0.1(4) ?
C12 C13 C14 F14 . . . . 179.4(2) ?
F13 C13 C14 C15 . . . . -179.4(2) ?
C12 C13 C14 C15 . . . . -0.1(4) ?
F14 C14 C15 F15 . . . . 2.0(4) ?
C13 C14 C15 F15 . . . . -178.5(2) ?
F14 C14 C15 C16 . . . . -178.7(2) ?
C13 C14 C15 C16 . . . . 0.7(4) ?
F15 C15 C16 F16 . . . . 0.0(4) ?
C14 C15 C16 F16 . . . . -179.3(2) ?
F15 C15 C16 C11 . . . . 178.0(2) ?
C14 C15 C16 C11 . . . . -1.2(4) ?
C12 C11 C16 F16 . . . . 178.9(2) ?
B1 C11 C16 F16 . . . . -0.1(4) ?
C12 C11 C16 C15 . . . . 0.9(4) ?
B1 C11 C16 C15 . . . . -178.0(2) ?
C1 B1 C21 C22 . . . . -41.7(4) ?
C11 B1 C21 C22 . . . . 137.8(3) ?
C1 B1 C21 C26 . . . . 136.5(3) ?
C11 B1 C21 C26 . . . . -44.1(3) ?
C26 C21 C22 F22 . . . . 178.3(2) ?
B1 C21 C22 F22 . . . . -3.4(4) ?
C26 C21 C22 C23 . . . . 0.3(4) ?
B1 C21 C22 C23 . . . . 178.6(2) ?
F22 C22 C23 F23 . . . . 1.1(4) ?
C21 C22 C23 F23 . . . . 179.1(2) ?
F22 C22 C23 C24 . . . . -179.5(2) ?
C21 C22 C23 C24 . . . . -1.5(4) ?
F23 C23 C24 F24 . . . . -0.2(4) ?
C22 C23 C24 F24 . . . . -179.6(2) ?
F23 C23 C24 C25 . . . . -179.6(2) ?
C22 C23 C24 C25 . . . . 1.0(4) ?
F24 C24 C25 F25 . . . . 1.1(4) ?
C23 C24 C25 F25 . . . . -179.4(2) ?
F24 C24 C25 C26 . . . . -178.8(2) ?
C23 C24 C25 C26 . . . . 0.7(4) ?
F25 C25 C26 F26 . . . . 0.3(4) ?
C24 C25 C26 F26 . . . . -179.8(2) ?
F25 C25 C26 C21 . . . . 178.2(2) ?
C24 C25 C26 C21 . . . . -1.9(4) ?
C22 C21 C26 F26 . . . . 179.2(2) ?
B1 C21 C26 F26 . . . . 0.9(4) ?
C22 C21 C26 C25 . . . . 1.4(4) ?
B1 C21 C26 C25 . . . . -176.9(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_erk9234
_database_code_depnum_ccdc_archive 'CCDC 1892609'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H17 B Cl F10 N Si'
_chemical_formula_iupac          ?
_chemical_formula_weight         571.73

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   27.7237(7)
_cell_length_b                   8.5787(2)
_cell_length_c                   21.3851(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.2940(10)
_cell_angle_gamma                90
_cell_volume                     4906.0(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9191
_cell_measurement_theta_min      4.2866
_cell_measurement_theta_max      66.5252
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2304

_exptl_absorpt_coefficient_mu    2.688
_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  0.68
_exptl_absorpt_correction_T_max  0.85

_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            26439
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_theta_min         4.67
_diffrn_reflns_theta_max         66.76
_diffrn_reflns_theta_full        66.76
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25

_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             4292
_reflns_number_gt                3736
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_gt          0.0832
_refine_ls_wR_factor_ref         0.0861
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_number_reflns         4292
_refine_ls_number_parameters     338
_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)+(0.0431P)²+4.2970P] 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         0.267
_refine_diff_density_min         -0.296
_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'
N N 0.0311 0.0180 '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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
Cl Cl1 0.67188(2) 0.15336(5) 0.46637(2) 0.01881(12) Uani d . . . 1 . .
B B1 0.65919(8) 0.3057(2) 0.52499(10) 0.0160(4) Uani d . . . 1 . .
C C1 0.60437(7) 0.2775(2) 0.53673(9) 0.0156(4) Uani d . . . 1 . .
C C2 0.55975(7) 0.2745(2) 0.49119(9) 0.0170(4) Uani d . . . 1 . .
C C3 0.51097(7) 0.2522(2) 0.51092(10) 0.0214(4) Uani d . . . 1 . .
H H3A 0.5184 0.2418 0.5581 0.032 Uiso calc U . R 1 . .
H H3B 0.494 0.1578 0.4903 0.032 Uiso calc U . R 1 . .
H H3C 0.4892 0.3427 0.4969 0.032 Uiso calc U . R 1 . .
Si Si1 0.54478(2) 0.27608(6) 0.39854(2) 0.01835(13) Uani d . . . 1 . .
C C11 0.48238(8) 0.3733(3) 0.36774(10) 0.0287(5) Uani d . . . 1 . .
H H11A 0.4837 0.4782 0.3863 0.043 Uiso calc U . R 1 . .
H H11B 0.4567 0.312 0.3805 0.043 Uiso calc U . R 1 . .
H H11C 0.4741 0.3805 0.3204 0.043 Uiso calc U . R 1 . .
C C12 0.53934(8) 0.0666(2) 0.37314(10) 0.0246(4) Uani d . . . 1 . .
H H12A 0.5246 0.06 0.3262 0.037 Uiso calc U . R 1 . .
H H12B 0.518 0.0114 0.3958 0.037 Uiso calc U . R 1 . .
H H12C 0.5726 0.0189 0.3841 0.037 Uiso calc U . R 1 . .
C C13 0.58631(8) 0.3792(3) 0.35634(10) 0.0281(5) Uani d . . . 1 . .
H H13A 0.6199 0.3339 0.3696 0.042 Uiso calc U . R 1 . .
H H13B 0.588 0.49 0.3678 0.042 Uiso calc U . R 1 . .
H H13C 0.5729 0.3678 0.3094 0.042 Uiso calc U . R 1 . .
C C21 0.60488(7) 0.2481(2) 0.60634(9) 0.0173(4) Uani d . . . 1 . .
F F22 0.58145(4) -0.01604(13) 0.58566(5) 0.0256(3) Uani d . . . 1 . .
C C22 0.59401(7) 0.1028(2) 0.62821(9) 0.0200(4) Uani d . . . 1 . .
F F23 0.58393(5) -0.06766(15) 0.71068(6) 0.0340(3) Uani d . . . 1 . .
C C23 0.59472(7) 0.0740(2) 0.69182(10) 0.0245(4) Uani d . . . 1 . .
F F24 0.60718(5) 0.16815(17) 0.79864(6) 0.0377(3) Uani d . . . 1 . .
C C24 0.60688(7) 0.1932(3) 0.73661(10) 0.0262(5) Uani d . . . 1 . .
F F25 0.63113(5) 0.45309(15) 0.76110(6) 0.0341(3) Uani d . . . 1 . .
C C25 0.61905(7) 0.3379(3) 0.71756(10) 0.0241(4) Uani d . . . 1 . .
F F26 0.63008(4) 0.50576(13) 0.63652(5) 0.0233(3) Uani d . . . 1 . .
C C26 0.61802(7) 0.3630(2) 0.65363(9) 0.0193(4) Uani d . . . 1 . .
C C31 0.70511(7) 0.2934(2) 0.59138(9) 0.0163(4) Uani d . . . 1 . .
F F32 0.68993(4) 0.02231(12) 0.59925(5) 0.0231(3) Uani d . . . 1 . .
C C32 0.71657(7) 0.1515(2) 0.62329(9) 0.0185(4) Uani d . . . 1 . .
F F33 0.76246(5) -0.01229(14) 0.70686(6) 0.0309(3) Uani d . . . 1 . .
C C33 0.75393(7) 0.1303(2) 0.67982(10) 0.0225(4) Uani d . . . 1 . .
F F34 0.81766(5) 0.23938(16) 0.76407(6) 0.0384(3) Uani d . . . 1 . .
C C34 0.78214(8) 0.2556(3) 0.70845(10) 0.0266(5) Uani d . . . 1 . .
F F35 0.79932(5) 0.52419(15) 0.70612(6) 0.0344(3) Uani d . . . 1 . .
C C35 0.77255(7) 0.3988(2) 0.67914(10) 0.0239(4) Uani d . . . 1 . .
F F36 0.72822(4) 0.56318(12) 0.59914(5) 0.0233(3) Uani d . . . 1 . .
C C36 0.73492(7) 0.4157(2) 0.62279(9) 0.0189(4) Uani d . . . 1 . .
N N1 0.66293(6) 0.47100(17) 0.49096(7) 0.0156(3) Uani d . . . 1 . .
C C41 0.63277(7) 0.5908(2) 0.49614(9) 0.0194(4) Uani d . . . 1 . .
H H41 0.6073 0.5748 0.5177 0.023 Uiso calc U . R 1 . .
C C42 0.63788(8) 0.7359(2) 0.47098(10) 0.0234(4) Uani d . . . 1 . .
H H42 0.6164 0.8189 0.4755 0.028 Uiso calc U . R 1 . .
C C43 0.67465(8) 0.7592(2) 0.43903(10) 0.0228(4) Uani d . . . 1 . .
H H43 0.6783 0.8579 0.4207 0.027 Uiso calc U . R 1 . .
C C44 0.70593(8) 0.6373(2) 0.43417(9) 0.0215(4) Uani d . . . 1 . .
H H44 0.7315 0.6512 0.4126 0.026 Uiso calc U . R 1 . .
C C45 0.69960(7) 0.4955(2) 0.46090(9) 0.0185(4) Uani d . . . 1 . .
H H45 0.7216 0.4123 0.4582 0.022 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
Cl1 B1 . 1.907(2) ?
B1 N1 . 1.610(2) ?
B1 C1 . 1.622(3) ?
B1 C31 . 1.641(3) ?
C1 C2 . 1.358(3) ?
C1 C21 . 1.506(3) ?
C2 C3 . 1.531(3) ?
C2 Si1 . 1.9142(19) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
Si1 C13 . 1.863(2) ?
Si1 C12 . 1.872(2) ?
Si1 C11 . 1.877(2) ?
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 C26 . 1.390(3) ?
C21 C22 . 1.392(3) ?
F22 C22 . 1.349(2) ?
C22 C23 . 1.378(3) ?
F23 C23 . 1.339(2) ?
C23 C24 . 1.380(3) ?
F24 C24 . 1.342(2) ?
C24 C25 . 1.377(3) ?
F25 C25 . 1.338(2) ?
C25 C26 . 1.377(3) ?
F26 C26 . 1.345(2) ?
C31 C32 . 1.390(3) ?
C31 C36 . 1.393(3) ?
F32 C32 . 1.356(2) ?
C32 C33 . 1.381(3) ?
F33 C33 . 1.347(2) ?
C33 C34 . 1.375(3) ?
F34 C34 . 1.336(2) ?
C34 C35 . 1.373(3) ?
F35 C35 . 1.347(2) ?
C35 C36 . 1.378(3) ?
F36 C36 . 1.357(2) ?
N1 C41 . 1.348(2) ?
N1 C45 . 1.355(2) ?
C41 C42 . 1.378(3) ?
C41 H41 . 0.95 ?
C42 C43 . 1.383(3) ?
C42 H42 . 0.95 ?
C43 C44 . 1.380(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.375(3) ?
C44 H44 . 0.95 ?
C45 H45 . 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
N1 B1 C1 . . 112.07(15) ?
N1 B1 C31 . . 108.66(15) ?
C1 B1 C31 . . 113.65(15) ?
N1 B1 Cl1 . . 105.15(12) ?
C1 B1 Cl1 . . 110.03(13) ?
C31 B1 Cl1 . . 106.80(13) ?
C2 C1 C21 . . 118.34(16) ?
C2 C1 B1 . . 127.25(17) ?
C21 C1 B1 . . 114.39(15) ?
C1 C2 C3 . . 120.57(17) ?
C1 C2 Si1 . . 130.53(15) ?
C3 C2 Si1 . . 108.66(13) ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C13 Si1 C12 . . 109.14(10) ?
C13 Si1 C11 . . 104.43(10) ?
C12 Si1 C11 . . 109.18(10) ?
C13 Si1 C2 . . 120.79(9) ?
C12 Si1 C2 . . 105.82(9) ?
C11 Si1 C2 . . 107.13(9) ?
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 ?
C26 C21 C22 . . 115.40(17) ?
C26 C21 C1 . . 122.15(17) ?
C22 C21 C1 . . 122.41(17) ?
F22 C22 C23 . . 117.67(18) ?
F22 C22 C21 . . 119.34(17) ?
C23 C22 C21 . . 122.98(19) ?
F23 C23 C22 . . 120.93(19) ?
F23 C23 C24 . . 119.74(18) ?
C22 C23 C24 . . 119.33(19) ?
F24 C24 C25 . . 119.93(19) ?
F24 C24 C23 . . 120.28(19) ?
C25 C24 C23 . . 119.79(18) ?
F25 C25 C24 . . 119.73(18) ?
F25 C25 C26 . . 120.77(19) ?
C24 C25 C26 . . 119.49(19) ?
F26 C26 C25 . . 118.07(17) ?
F26 C26 C21 . . 118.94(17) ?
C25 C26 C21 . . 122.98(18) ?
C32 C31 C36 . . 113.12(17) ?
C32 C31 B1 . . 120.36(16) ?
C36 C31 B1 . . 126.48(17) ?
F32 C32 C33 . . 115.60(17) ?
F32 C32 C31 . . 119.89(17) ?
C33 C32 C31 . . 124.51(18) ?
F33 C33 C34 . . 120.29(18) ?
F33 C33 C32 . . 120.10(18) ?
C34 C33 C32 . . 119.61(18) ?
F34 C34 C35 . . 120.55(19) ?
F34 C34 C33 . . 120.91(19) ?
C35 C34 C33 . . 118.53(18) ?
F35 C35 C34 . . 120.03(18) ?
F35 C35 C36 . . 119.69(18) ?
C34 C35 C36 . . 120.27(19) ?
F36 C36 C35 . . 114.92(17) ?
F36 C36 C31 . . 121.13(17) ?
C35 C36 C31 . . 123.95(18) ?
C41 N1 C45 . . 118.70(16) ?
C41 N1 B1 . . 121.28(15) ?
C45 N1 B1 . . 119.80(15) ?
N1 C41 C42 . . 121.78(18) ?
N1 C41 H41 . . 119.1 ?
C42 C41 H41 . . 119.1 ?
C41 C42 C43 . . 119.24(18) ?
C41 C42 H42 . . 120.4 ?
C43 C42 H42 . . 120.4 ?
C44 C43 C42 . . 119.17(18) ?
C44 C43 H43 . . 120.4 ?
C42 C43 H43 . . 120.4 ?
C45 C44 C43 . . 119.17(18) ?
C45 C44 H44 . . 120.4 ?
C43 C44 H44 . . 120.4 ?
N1 C45 C44 . . 121.91(18) ?
N1 C45 H45 . . 119.0 ?
C44 C45 H45 . . 119.0 ?

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
N1 B1 C1 C2 . . . . 59.0(2) ?
C31 B1 C1 C2 . . . . -177.30(17) ?
Cl1 B1 C1 C2 . . . . -57.6(2) ?
N1 B1 C1 C21 . . . . -122.59(17) ?
C31 B1 C1 C21 . . . . 1.1(2) ?
Cl1 B1 C1 C21 . . . . 120.79(15) ?
C21 C1 C2 C3 . . . . 3.9(3) ?
B1 C1 C2 C3 . . . . -177.77(17) ?
C21 C1 C2 Si1 . . . . -169.87(14) ?
B1 C1 C2 Si1 . . . . 8.5(3) ?
C2 C1 C21 C26 . . . . -113.5(2) ?
B1 C1 C21 C26 . . . . 68.0(2) ?
C2 C1 C21 C22 . . . . 68.9(2) ?
B1 C1 C21 C22 . . . . -109.65(19) ?
C26 C21 C22 F22 . . . . -179.26(16) ?
C1 C21 C22 F22 . . . . -1.5(3) ?
C26 C21 C22 C23 . . . . 1.7(3) ?
C1 C21 C22 C23 . . . . 179.48(18) ?
F22 C22 C23 F23 . . . . 0.8(3) ?
C21 C22 C23 F23 . . . . 179.90(17) ?
F22 C22 C23 C24 . . . . -179.32(17) ?
C21 C22 C23 C24 . . . . -0.3(3) ?
F23 C23 C24 F24 . . . . -1.0(3) ?
C22 C23 C24 F24 . . . . 179.17(18) ?
F23 C23 C24 C25 . . . . 178.57(18) ?
C22 C23 C24 C25 . . . . -1.3(3) ?
F24 C24 C25 F25 . . . . 0.0(3) ?
C23 C24 C25 F25 . . . . -179.59(18) ?
F24 C24 C25 C26 . . . . -179.19(17) ?
C23 C24 C25 C26 . . . . 1.2(3) ?
F25 C25 C26 F26 . . . . 0.8(3) ?
C24 C25 C26 F26 . . . . 179.96(17) ?
F25 C25 C26 C21 . . . . -178.85(17) ?
C24 C25 C26 C21 . . . . 0.3(3) ?
C22 C21 C26 F26 . . . . 178.63(16) ?
C1 C21 C26 F26 . . . . 0.8(3) ?
C22 C21 C26 C25 . . . . -1.7(3) ?
C1 C21 C26 C25 . . . . -179.51(17) ?
N1 B1 C31 C32 . . . . -167.33(16) ?
C1 B1 C31 C32 . . . . 67.2(2) ?
Cl1 B1 C31 C32 . . . . -54.4(2) ?
N1 B1 C31 C36 . . . . 14.9(2) ?
C1 B1 C31 C36 . . . . -110.6(2) ?
Cl1 B1 C31 C36 . . . . 127.83(17) ?
C36 C31 C32 F32 . . . . 178.54(16) ?
B1 C31 C32 F32 . . . . 0.5(3) ?
C36 C31 C32 C33 . . . . -0.9(3) ?
B1 C31 C32 C33 . . . . -178.97(18) ?
F32 C32 C33 F33 . . . . 1.1(3) ?
C31 C32 C33 F33 . . . . -179.47(17) ?
F32 C32 C33 C34 . . . . -178.59(17) ?
C31 C32 C33 C34 . . . . 0.9(3) ?
F33 C33 C34 F34 . . . . -1.4(3) ?
C32 C33 C34 F34 . . . . 178.22(18) ?
F33 C33 C34 C35 . . . . 179.52(18) ?
C32 C33 C34 C35 . . . . -0.8(3) ?
F34 C34 C35 F35 . . . . 0.6(3) ?
C33 C34 C35 F35 . . . . 179.64(18) ?
F34 C34 C35 C36 . . . . -178.14(18) ?
C33 C34 C35 C36 . . . . 0.9(3) ?
F35 C35 C36 F36 . . . . -0.2(3) ?
C34 C35 C36 F36 . . . . 178.58(17) ?
F35 C35 C36 C31 . . . . -179.78(17) ?
C34 C35 C36 C31 . . . . -1.0(3) ?
C32 C31 C36 F36 . . . . -178.62(16) ?
B1 C31 C36 F36 . . . . -0.7(3) ?
C32 C31 C36 C35 . . . . 1.0(3) ?
B1 C31 C36 C35 . . . . 178.92(18) ?
C1 B1 N1 C41 . . . . 24.4(2) ?
C31 B1 N1 C41 . . . . -102.00(19) ?
Cl1 B1 N1 C41 . . . . 143.95(14) ?
C1 B1 N1 C45 . . . . -161.03(16) ?
C31 B1 N1 C45 . . . . 72.5(2) ?
Cl1 B1 N1 C45 . . . . -41.50(19) ?
C45 N1 C41 C42 . . . . 0.9(3) ?
B1 N1 C41 C42 . . . . 175.52(17) ?
N1 C41 C42 C43 . . . . 0.6(3) ?
C41 C42 C43 C44 . . . . -1.2(3) ?
C42 C43 C44 C45 . . . . 0.3(3) ?
C41 N1 C45 C44 . . . . -1.8(3) ?
B1 N1 C45 C44 . . . . -176.49(17) ?
C43 C44 C45 N1 . . . . 1.2(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_erk9193
_database_code_depnum_ccdc_archive 'CCDC 1892610'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H19 B Cl F10 N Si'
_chemical_formula_iupac          ?
_chemical_formula_weight         633.79

_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                   10.8003(2)
_cell_length_b                   21.9160(5)
_cell_length_c                   13.1037(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.6580(10)
_cell_angle_gamma                90
_cell_volume                     3037.65(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9316
_cell_measurement_theta_min      3.9917
_cell_measurement_theta_max      68.3231
_cell_measurement_temperature    101.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.107
_exptl_crystal_size_mid          0.097
_exptl_crystal_size_min          0.083
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1280

_exptl_absorpt_coefficient_mu    2.230
_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  0.70
_exptl_absorpt_correction_T_max  0.84

_exptl_special_details           
;
;

_diffrn_ambient_temperature      101.(2)

_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_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 10.4167

_diffrn_reflns_number            42382
_diffrn_reflns_av_R_equivalents  0.0608
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_theta_min         3.99
_diffrn_reflns_theta_max         68.47
_diffrn_reflns_theta_full        68.47
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -15
_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.

One phenyl group and one SiMe3 group are disordered
over two positions. Several restraints (SADI, SAME, ISOR and SIMU)
were used in order to improve refinement stability.

A badly disordered over three positions dichloromethane molecule was
found in the asymmetrical unit and could not be satisfactorily refined.
The program SQUEEZE (Spek, A.L. (2015). Acta Cryst. C71, 9-18) was 
therefore used to remove mathematically the effect of the solvent.
The quoted formula and derived parameters are not included the squeezed
solvent molecule.
;

_reflns_number_total             5575
_reflns_number_gt                4518
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1012
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.061
_refine_ls_number_reflns         5575
_refine_ls_number_parameters     477
_refine_ls_number_restraints     273
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0398P)²+2.1663P] 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         0.332
_refine_diff_density_min         -0.422
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00139(12)

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'
N N 0.0311 0.0180 '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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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 0.7963(2) 0.54148(11) 0.36169(19) 0.0263(5) Uani d . . . 1.0 . .
Cl Cl1 0.96806(5) 0.53677(2) 0.34794(5) 0.03746(15) Uani d . . . 1.0 . .
N N1 0.74461(16) 0.47248(8) 0.34689(14) 0.0273(4) Uani d . . . 1.0 . .
C C1 0.72064(19) 0.58698(9) 0.27308(16) 0.0243(4) Uani d . . . 1.0 . .
C C2 0.7168(2) 0.58428(10) 0.16923(18) 0.0323(5) Uani d . . D 1.0 . .
Si Si1 0.8082(3) 0.52917(11) 0.0941(2) 0.0338(5) Uani d U P D 0.672(7) A 1
C C21 0.7029(7) 0.5214(2) -0.0352(4) 0.0522(15) Uani d U P D 0.672(7) A 1
H H21A 0.7 0.5602 -0.0728 0.078 Uiso calc U P R 0.672(7) A 1
H H21B 0.6176 0.5106 -0.0264 0.078 Uiso calc U P R 0.672(7) A 1
H H21C 0.7353 0.4893 -0.0749 0.078 Uiso calc U P R 0.672(7) A 1
C C22 0.9604(6) 0.5658(2) 0.0802(6) 0.0627(17) Uani d U P D 0.672(7) A 1
H H22A 1.02 0.5343 0.0678 0.094 Uiso calc U P R 0.672(7) A 1
H H22B 0.9963 0.588 0.1443 0.094 Uiso calc U P R 0.672(7) A 1
H H22C 0.9446 0.5943 0.0214 0.094 Uiso calc U P R 0.672(7) A 1
C C23 0.8421(8) 0.4494(3) 0.1418(6) 0.0372(17) Uani d U P D 0.672(7) A 1
H H23A 0.7635 0.4299 0.151 0.056 Uiso calc U P R 0.672(7) A 1
H H23B 0.9024 0.4501 0.2086 0.056 Uiso calc U P R 0.672(7) A 1
H H23C 0.8783 0.4263 0.0908 0.056 Uiso calc U P R 0.672(7) A 1
C C11 0.6540(6) 0.6315(3) 0.0967(5) 0.0259(13) Uani d U P D 0.672(7) A 1
C C12 0.7157(5) 0.67270(19) 0.0450(3) 0.0292(9) Uani d U P D 0.672(7) A 1
H H12 0.8055 0.6738 0.0593 0.035 Uiso calc U P R 0.672(7) A 1
C C13 0.6483(5) 0.71247(18) -0.0274(3) 0.0368(11) Uani d U P D 0.672(7) A 1
H H13 0.6915 0.7405 -0.0631 0.044 Uiso calc U P R 0.672(7) A 1
C C14 0.5156(6) 0.7112(2) -0.0479(4) 0.0391(13) Uani d U P D 0.672(7) A 1
H H14 0.4688 0.7388 -0.0968 0.047 Uiso calc U P R 0.672(7) A 1
C C15 0.4540(5) 0.6703(2) 0.0027(4) 0.0435(12) Uani d U P D 0.672(7) A 1
H H15 0.3643 0.6688 -0.0115 0.052 Uiso calc U P R 0.672(7) A 1
C C16 0.5240(6) 0.6310(3) 0.0748(5) 0.0369(14) Uani d U P D 0.672(7) A 1
H H16 0.4808 0.6028 0.1103 0.044 Uiso calc U P R 0.672(7) A 1
Si Si1A 0.7626(5) 0.5296(2) 0.0711(3) 0.0277(8) Uani d U P D 0.328(7) A 2
C C21A 0.6349(8) 0.5212(4) -0.0445(6) 0.0262(18) Uani d U P D 0.328(7) A 2
H H21D 0.661 0.4923 -0.0931 0.039 Uiso calc U P R 0.328(7) A 2
H H21E 0.617 0.5609 -0.0787 0.039 Uiso calc U P R 0.328(7) A 2
H H21F 0.5586 0.506 -0.0232 0.039 Uiso calc U P R 0.328(7) A 2
C C22A 0.9035(8) 0.5655(4) 0.0311(6) 0.037(2) Uani d U P D 0.328(7) A 2
H H22D 0.9185 0.5457 -0.0323 0.056 Uiso calc U P R 0.328(7) A 2
H H22E 0.978 0.5605 0.0871 0.056 Uiso calc U P R 0.328(7) A 2
H H22F 0.8873 0.609 0.0176 0.056 Uiso calc U P R 0.328(7) A 2
C C23A 0.8099(16) 0.4497(5) 0.1143(12) 0.030(3) Uani d U P D 0.328(7) A 2
H H23D 0.7357 0.4275 0.127 0.045 Uiso calc U P R 0.328(7) A 2
H H23E 0.8744 0.4511 0.1786 0.045 Uiso calc U P R 0.328(7) A 2
H H23F 0.8441 0.4289 0.0598 0.045 Uiso calc U P R 0.328(7) A 2
C C11A 0.6134(12) 0.6273(5) 0.1027(10) 0.026(3) Uani d U P D 0.328(7) A 2
C C12A 0.6536(12) 0.6747(4) 0.0454(7) 0.041(2) Uani d U P D 0.328(7) A 2
H H12A 0.7419 0.6813 0.053 0.049 Uiso calc U P R 0.328(7) A 2
C C13A 0.5719(13) 0.7127(5) -0.0219(9) 0.046(3) Uani d U P D 0.328(7) A 2
H H13A 0.603 0.7428 -0.0624 0.055 Uiso calc U P R 0.328(7) A 2
C C14A 0.4434(13) 0.7051(5) -0.0275(9) 0.065(3) Uani d U P D 0.328(7) A 2
H H14A 0.3857 0.7309 -0.0719 0.078 Uiso calc U P R 0.328(7) A 2
C C15A 0.3971(12) 0.6608(5) 0.0298(9) 0.063(3) Uani d U P D 0.328(7) A 2
H H15A 0.3089 0.6562 0.0267 0.076 Uiso calc U P R 0.328(7) A 2
C C16A 0.4846(11) 0.6231(5) 0.0920(9) 0.034(3) Uani d U P D 0.328(7) A 2
H H16A 0.4529 0.592 0.1302 0.041 Uiso calc U P R 0.328(7) A 2
C C31 0.65430(19) 0.63957(9) 0.31254(15) 0.0225(4) Uani d . . . 1.0 . .
C C32 0.69197(19) 0.69978(9) 0.30506(15) 0.0244(4) Uani d . . . 1.0 . .
F F32 0.79280(11) 0.71264(5) 0.26279(10) 0.0309(3) Uani d . . . 1.0 . .
C C33 0.6323(2) 0.74820(10) 0.34125(17) 0.0322(5) Uani d . . . 1.0 . .
F F33 0.67151(15) 0.80557(6) 0.33141(12) 0.0455(4) Uani d . . . 1.0 . .
C C34 0.5303(3) 0.73759(11) 0.3874(2) 0.0441(6) Uani d . . . 1.0 . .
F F34 0.47058(19) 0.78423(7) 0.42267(15) 0.0707(6) Uani d . . . 1.0 . .
C C35 0.4912(2) 0.67871(12) 0.3976(2) 0.0432(6) Uani d . . . 1.0 . .
F F35 0.39254(18) 0.66776(8) 0.44326(16) 0.0724(6) Uani d . . . 1.0 . .
C C36 0.5528(2) 0.63125(10) 0.36034(18) 0.0291(5) Uani d . . . 1.0 . .
F F36 0.51009(12) 0.57437(6) 0.37020(11) 0.0393(3) Uani d . . . 1.0 . .
C C41 0.79461(19) 0.56314(9) 0.48053(17) 0.0267(4) Uani d . . . 1.0 . .
C C42 0.7318(2) 0.53439(10) 0.55024(17) 0.0296(5) Uani d . . . 1.0 . .
F F42 0.66146(13) 0.48407(6) 0.52218(10) 0.0364(3) Uani d . . . 1.0 . .
C C43 0.7362(2) 0.55401(11) 0.65119(18) 0.0350(5) Uani d . . . 1.0 . .
F F43 0.67420(15) 0.52327(7) 0.71373(10) 0.0468(4) Uani d . . . 1.0 . .
C C44 0.8042(2) 0.60534(12) 0.68704(18) 0.0388(5) Uani d . . . 1.0 . .
F F44 0.80799(16) 0.62501(8) 0.78452(11) 0.0562(4) Uani d . . . 1.0 . .
C C45 0.8668(2) 0.63655(11) 0.62180(19) 0.0376(5) Uani d . . . 1.0 . .
F F45 0.93163(15) 0.68727(7) 0.65453(12) 0.0504(4) Uani d . . . 1.0 . .
C C46 0.8595(2) 0.61539(10) 0.52154(17) 0.0301(5) Uani d . . . 1.0 . .
F F46 0.92123(12) 0.64925(6) 0.46068(10) 0.0362(3) Uani d . . . 1.0 . .
C C52 0.6295(2) 0.45887(10) 0.29101(17) 0.0285(5) Uani d . . . 1.0 . .
H H52 0.5773 0.4908 0.2573 0.034 Uiso calc U . R 1.0 . .
C C53 0.5851(2) 0.39962(10) 0.28121(19) 0.0354(5) Uani d . . . 1.0 . .
H H53 0.5035 0.391 0.2411 0.042 Uiso calc U . R 1.0 . .
C C54 0.6607(3) 0.35305(11) 0.3304(2) 0.0404(6) Uani d . . . 1.0 . .
H H54 0.6323 0.3119 0.3237 0.048 Uiso calc U . R 1.0 . .
C C55 0.7777(2) 0.36714(11) 0.3894(2) 0.0417(6) Uani d . . . 1.0 . .
H H55 0.8308 0.3359 0.4245 0.05 Uiso calc U . R 1.0 . .
C C56 0.8169(2) 0.42681(10) 0.3968(2) 0.0365(5) Uani d . . . 1.0 . .
H H56 0.8973 0.4364 0.4384 0.044 Uiso calc U . R 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 N1 . 1.610(3) ?
B1 C1 . 1.621(3) ?
B1 C41 . 1.632(3) ?
B1 Cl1 . 1.903(2) ?
N1 C52 . 1.343(3) ?
N1 C56 . 1.354(3) ?
C1 C2 . 1.354(3) ?
C1 C31 . 1.503(3) ?
C2 C11 . 1.474(6) ?
C2 C11A . 1.582(10) ?
C2 Si1A . 1.896(5) ?
C2 Si1 . 1.948(3) ?
Si1 C21 . 1.847(5) ?
Si1 C23 . 1.868(6) ?
Si1 C22 . 1.872(5) ?
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 ?
C11 C16 . 1.376(7) ?
C11 C12 . 1.379(6) ?
C12 C13 . 1.382(6) ?
C12 H12 . 0.95 ?
C13 C14 . 1.403(6) ?
C13 H13 . 0.95 ?
C14 C15 . 1.365(7) ?
C14 H14 . 0.95 ?
C15 C16 . 1.385(7) ?
C15 H15 . 0.95 ?
C16 H16 . 0.95 ?
Si1A C21A . 1.840(7) ?
Si1A C23A . 1.877(11) ?
Si1A C22A . 1.879(8) ?
C21A H21D . 0.98 ?
C21A H21E . 0.98 ?
C21A H21F . 0.98 ?
C22A H22D . 0.98 ?
C22A H22E . 0.98 ?
C22A H22F . 0.98 ?
C23A H23D . 0.98 ?
C23A H23E . 0.98 ?
C23A H23F . 0.98 ?
C11A C16A . 1.373(12) ?
C11A C12A . 1.400(11) ?
C12A C13A . 1.392(11) ?
C12A H12A . 0.95 ?
C13A C14A . 1.384(11) ?
C13A H13A . 0.95 ?
C14A C15A . 1.381(11) ?
C14A H14A . 0.95 ?
C15A C16A . 1.388(10) ?
C15A H15A . 0.95 ?
C16A H16A . 0.95 ?
C31 C36 . 1.380(3) ?
C31 C32 . 1.390(3) ?
C32 F32 . 1.348(2) ?
C32 C33 . 1.375(3) ?
C33 F33 . 1.341(2) ?
C33 C34 . 1.379(3) ?
C34 F34 . 1.340(3) ?
C34 C35 . 1.373(4) ?
C35 F35 . 1.345(3) ?
C35 C36 . 1.376(3) ?
C36 F36 . 1.345(2) ?
C41 C46 . 1.393(3) ?
C41 C42 . 1.394(3) ?
C42 F42 . 1.347(2) ?
C42 C43 . 1.382(3) ?
C43 F43 . 1.340(3) ?
C43 C44 . 1.373(3) ?
C44 F44 . 1.341(3) ?
C44 C45 . 1.374(4) ?
C45 F45 . 1.337(3) ?
C45 C46 . 1.380(3) ?
C46 F46 . 1.358(2) ?
C52 C53 . 1.381(3) ?
C52 H52 . 0.95 ?
C53 C54 . 1.382(4) ?
C53 H53 . 0.95 ?
C54 C55 . 1.377(4) ?
C54 H54 . 0.95 ?
C55 C56 . 1.372(3) ?
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
N1 B1 C1 . . 112.29(17) ?
N1 B1 C41 . . 108.53(16) ?
C1 B1 C41 . . 113.80(17) ?
N1 B1 Cl1 . . 104.98(14) ?
C1 B1 Cl1 . . 108.99(14) ?
C41 B1 Cl1 . . 107.77(15) ?
C52 N1 C56 . . 118.64(19) ?
C52 N1 B1 . . 122.32(17) ?
C56 N1 B1 . . 118.95(18) ?
C2 C1 C31 . . 117.33(18) ?
C2 C1 B1 . . 127.00(19) ?
C31 C1 B1 . . 115.58(17) ?
C1 C2 C11 . . 122.3(3) ?
C1 C2 C11A . . 113.8(6) ?
C1 C2 Si1A . . 138.6(2) ?
C11A C2 Si1A . . 104.8(6) ?
C1 C2 Si1 . . 128.23(19) ?
C11 C2 Si1 . . 108.9(3) ?
C21 Si1 C23 . . 105.3(3) ?
C21 Si1 C22 . . 109.9(3) ?
C23 Si1 C22 . . 108.5(3) ?
C21 Si1 C2 . . 103.9(2) ?
C23 Si1 C2 . . 119.8(3) ?
C22 Si1 C2 . . 109.1(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 ?
C16 C11 C12 . . 118.5(5) ?
C16 C11 C2 . . 116.5(5) ?
C12 C11 C2 . . 124.9(4) ?
C11 C12 C13 . . 120.7(4) ?
C11 C12 H12 . . 119.6 ?
C13 C12 H12 . . 119.6 ?
C12 C13 C14 . . 119.7(4) ?
C12 C13 H13 . . 120.2 ?
C14 C13 H13 . . 120.2 ?
C15 C14 C13 . . 119.9(4) ?
C15 C14 H14 . . 120.0 ?
C13 C14 H14 . . 120.0 ?
C14 C15 C16 . . 119.2(5) ?
C14 C15 H15 . . 120.4 ?
C16 C15 H15 . . 120.4 ?
C11 C16 C15 . . 122.0(5) ?
C11 C16 H16 . . 119.0 ?
C15 C16 H16 . . 119.0 ?
C21A Si1A C23A . . 105.6(5) ?
C21A Si1A C22A . . 109.1(4) ?
C23A Si1A C22A . . 106.8(7) ?
C21A Si1A C2 . . 111.5(3) ?
C23A Si1A C2 . . 118.5(6) ?
C22A Si1A C2 . . 105.2(4) ?
Si1A C21A H21D . . 109.5 ?
Si1A C21A H21E . . 109.5 ?
H21D C21A H21E . . 109.5 ?
Si1A C21A H21F . . 109.5 ?
H21D C21A H21F . . 109.5 ?
H21E C21A H21F . . 109.5 ?
Si1A C22A H22D . . 109.5 ?
Si1A C22A H22E . . 109.5 ?
H22D C22A H22E . . 109.5 ?
Si1A C22A H22F . . 109.5 ?
H22D C22A H22F . . 109.5 ?
H22E C22A H22F . . 109.5 ?
Si1A C23A H23D . . 109.5 ?
Si1A C23A H23E . . 109.5 ?
H23D C23A H23E . . 109.5 ?
Si1A C23A H23F . . 109.5 ?
H23D C23A H23F . . 109.5 ?
H23E C23A H23F . . 109.5 ?
C16A C11A C12A . . 114.3(9) ?
C16A C11A C2 . . 127.2(8) ?
C12A C11A C2 . . 118.5(9) ?
C13A C12A C11A . . 123.9(10) ?
C13A C12A H12A . . 118.0 ?
C11A C12A H12A . . 118.0 ?
C14A C13A C12A . . 117.5(10) ?
C14A C13A H13A . . 121.3 ?
C12A C13A H13A . . 121.3 ?
C15A C14A C13A . . 121.7(11) ?
C15A C14A H14A . . 119.1 ?
C13A C14A H14A . . 119.1 ?
C14A C15A C16A . . 117.3(11) ?
C14A C15A H15A . . 121.4 ?
C16A C15A H15A . . 121.4 ?
C11A C16A C15A . . 125.2(11) ?
C11A C16A H16A . . 117.4 ?
C15A C16A H16A . . 117.4 ?
C36 C31 C32 . . 115.34(18) ?
C36 C31 C1 . . 122.17(18) ?
C32 C31 C1 . . 122.48(18) ?
F32 C32 C33 . . 117.02(18) ?
F32 C32 C31 . . 119.99(18) ?
C33 C32 C31 . . 122.97(19) ?
F33 C33 C32 . . 120.8(2) ?
F33 C33 C34 . . 119.7(2) ?
C32 C33 C34 . . 119.5(2) ?
F34 C34 C35 . . 120.3(2) ?
F34 C34 C33 . . 120.4(2) ?
C35 C34 C33 . . 119.3(2) ?
F35 C35 C34 . . 119.9(2) ?
F35 C35 C36 . . 120.4(2) ?
C34 C35 C36 . . 119.7(2) ?
F36 C36 C35 . . 117.85(19) ?
F36 C36 C31 . . 119.04(18) ?
C35 C36 C31 . . 123.1(2) ?
C46 C41 C42 . . 113.1(2) ?
C46 C41 B1 . . 120.38(18) ?
C42 C41 B1 . . 126.49(19) ?
F42 C42 C43 . . 115.13(19) ?
F42 C42 C41 . . 120.89(19) ?
C43 C42 C41 . . 124.0(2) ?
F43 C43 C44 . . 120.1(2) ?
F43 C43 C42 . . 120.2(2) ?
C44 C43 C42 . . 119.7(2) ?
F44 C44 C43 . . 120.0(2) ?
F44 C44 C45 . . 120.6(2) ?
C43 C44 C45 . . 119.4(2) ?
F45 C45 C44 . . 120.4(2) ?
F45 C45 C46 . . 120.6(2) ?
C44 C45 C46 . . 119.0(2) ?
F46 C46 C45 . . 115.8(2) ?
F46 C46 C41 . . 119.4(2) ?
C45 C46 C41 . . 124.8(2) ?
N1 C52 C53 . . 121.7(2) ?
N1 C52 H52 . . 119.2 ?
C53 C52 H52 . . 119.2 ?
C52 C53 C54 . . 119.3(2) ?
C52 C53 H53 . . 120.4 ?
C54 C53 H53 . . 120.4 ?
C55 C54 C53 . . 119.0(2) ?
C55 C54 H54 . . 120.5 ?
C53 C54 H54 . . 120.5 ?
C56 C55 C54 . . 119.2(2) ?
C56 C55 H55 . . 120.4 ?
C54 C55 H55 . . 120.4 ?
N1 C56 C55 . . 122.1(2) ?
N1 C56 H56 . . 119.0 ?
C55 C56 H56 . . 119.0 ?

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 C52 . . . . -20.2(3) ?
C41 B1 N1 C52 . . . . 106.5(2) ?
Cl1 B1 N1 C52 . . . . -138.47(17) ?
C1 B1 N1 C56 . . . . 163.31(19) ?
C41 B1 N1 C56 . . . . -70.0(2) ?
Cl1 B1 N1 C56 . . . . 45.0(2) ?
N1 B1 C1 C2 . . . . -63.5(3) ?
C41 B1 C1 C2 . . . . 172.7(2) ?
Cl1 B1 C1 C2 . . . . 52.4(3) ?
N1 B1 C1 C31 . . . . 120.24(19) ?
C41 B1 C1 C31 . . . . -3.6(2) ?
Cl1 B1 C1 C31 . . . . -123.87(16) ?
C31 C1 C2 C11 . . . . 1.9(4) ?
B1 C1 C2 C11 . . . . -174.4(3) ?
C31 C1 C2 C11A . . . . -15.1(6) ?
B1 C1 C2 C11A . . . . 168.6(5) ?
C31 C1 C2 Si1A . . . . -172.2(3) ?
B1 C1 C2 Si1A . . . . 11.6(5) ?
C31 C1 C2 Si1 . . . . 171.78(19) ?
B1 C1 C2 Si1 . . . . -4.4(4) ?
C1 C2 C11 C16 . . . . -74.2(7) ?
Si1 C2 C11 C16 . . . . 114.1(6) ?
C1 C2 C11 C12 . . . . 110.2(6) ?
Si1 C2 C11 C12 . . . . -61.4(7) ?
C16 C11 C12 C13 . . . . -0.2(9) ?
C2 C11 C12 C13 . . . . 175.3(5) ?
C11 C12 C13 C14 . . . . 0.6(7) ?
C12 C13 C14 C15 . . . . -0.9(7) ?
C13 C14 C15 C16 . . . . 0.9(7) ?
C12 C11 C16 C15 . . . . 0.2(11) ?
C2 C11 C16 C15 . . . . -175.6(5) ?
C14 C15 C16 C11 . . . . -0.6(9) ?
C1 C2 Si1A C21A . . . . 133.4(4) ?
C11A C2 Si1A C21A . . . . -25.0(6) ?
C1 C2 Si1A C23A . . . . 10.6(7) ?
C11A C2 Si1A C23A . . . . -147.7(7) ?
C1 C2 Si1A C22A . . . . -108.6(4) ?
C11A C2 Si1A C22A . . . . 93.1(6) ?
C1 C2 C11A C16A . . . . -64.6(15) ?
Si1A C2 C11A C16A . . . . 100.0(14) ?
C1 C2 C11A C12A . . . . 116.9(10) ?
Si1A C2 C11A C12A . . . . -78.6(12) ?
C16A C11A C12A C13A . . . . -3.6(19) ?
C2 C11A C12A C13A . . . . 175.1(10) ?
C11A C12A C13A C14A . . . . 3.8(18) ?
C12A C13A C14A C15A . . . . -1.1(18) ?
C13A C14A C15A C16A . . . . -1.3(18) ?
C12A C11A C16A C15A . . . . 1.(2) ?
C2 C11A C16A C15A . . . . -177.7(11) ?
C14A C15A C16A C11A . . . . 1.(2) ?
C2 C1 C31 C36 . . . . 116.9(2) ?
B1 C1 C31 C36 . . . . -66.5(3) ?
C2 C1 C31 C32 . . . . -64.2(3) ?
B1 C1 C31 C32 . . . . 112.4(2) ?
C36 C31 C32 F32 . . . . 177.81(18) ?
C1 C31 C32 F32 . . . . -1.2(3) ?
C36 C31 C32 C33 . . . . -0.7(3) ?
C1 C31 C32 C33 . . . . -179.7(2) ?
F32 C32 C33 F33 . . . . 2.0(3) ?
C31 C32 C33 F33 . . . . -179.41(19) ?
F32 C32 C33 C34 . . . . -178.6(2) ?
C31 C32 C33 C34 . . . . 0.0(3) ?
F33 C33 C34 F34 . . . . -0.2(4) ?
C32 C33 C34 F34 . . . . -179.7(2) ?
F33 C33 C34 C35 . . . . -179.7(2) ?
C32 C33 C34 C35 . . . . 0.9(4) ?
F34 C34 C35 F35 . . . . 0.0(4) ?
C33 C34 C35 F35 . . . . 179.4(2) ?
F34 C34 C35 C36 . . . . 179.5(2) ?
C33 C34 C35 C36 . . . . -1.0(4) ?
F35 C35 C36 F36 . . . . 0.7(4) ?
C34 C35 C36 F36 . . . . -178.8(2) ?
F35 C35 C36 C31 . . . . 179.8(2) ?
C34 C35 C36 C31 . . . . 0.3(4) ?
C32 C31 C36 F36 . . . . 179.67(18) ?
C1 C31 C36 F36 . . . . -1.3(3) ?
C32 C31 C36 C35 . . . . 0.6(3) ?
C1 C31 C36 C35 . . . . 179.6(2) ?
N1 B1 C41 C46 . . . . 165.89(18) ?
C1 B1 C41 C46 . . . . -68.3(2) ?
Cl1 B1 C41 C46 . . . . 52.7(2) ?
N1 B1 C41 C42 . . . . -14.6(3) ?
C1 B1 C41 C42 . . . . 111.2(2) ?
Cl1 B1 C41 C42 . . . . -127.8(2) ?
C46 C41 C42 F42 . . . . 178.21(19) ?
B1 C41 C42 F42 . . . . -1.3(3) ?
C46 C41 C42 C43 . . . . -2.1(3) ?
B1 C41 C42 C43 . . . . 178.3(2) ?
F42 C42 C43 F43 . . . . 0.5(3) ?
C41 C42 C43 F43 . . . . -179.2(2) ?
F42 C42 C43 C44 . . . . -179.3(2) ?
C41 C42 C43 C44 . . . . 1.1(4) ?
F43 C43 C44 F44 . . . . -0.4(4) ?
C42 C43 C44 F44 . . . . 179.3(2) ?
F43 C43 C44 C45 . . . . -179.6(2) ?
C42 C43 C44 C45 . . . . 0.1(4) ?
F44 C44 C45 F45 . . . . -0.4(4) ?
C43 C44 C45 F45 . . . . 178.8(2) ?
F44 C44 C45 C46 . . . . -179.2(2) ?
C43 C44 C45 C46 . . . . 0.0(4) ?
F45 C45 C46 F46 . . . . -0.2(3) ?
C44 C45 C46 F46 . . . . 178.6(2) ?
F45 C45 C46 C41 . . . . 179.9(2) ?
C44 C45 C46 C41 . . . . -1.3(4) ?
C42 C41 C46 F46 . . . . -177.58(18) ?
B1 C41 C46 F46 . . . . 2.0(3) ?
C42 C41 C46 C45 . . . . 2.3(3) ?
B1 C41 C46 C45 . . . . -178.2(2) ?
C56 N1 C52 C53 . . . . -1.8(3) ?
B1 N1 C52 C53 . . . . -178.28(19) ?
N1 C52 C53 C54 . . . . 0.3(3) ?
C52 C53 C54 C55 . . . . 1.0(3) ?
C53 C54 C55 C56 . . . . -0.7(4) ?
C52 N1 C56 C55 . . . . 2.1(3) ?
B1 N1 C56 C55 . . . . 178.7(2) ?
C54 C55 C56 N1 . . . . -0.8(4) ?


####################################################################### 
# 
# 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_erk9374
_database_code_depnum_ccdc_archive 'CCDC 1892613'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H24 B Br F10 Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         649.33

_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                   10.4154(4)
_cell_length_b                   30.5675(10)
_cell_length_c                   9.4626(3)
_cell_angle_alpha                90
_cell_angle_beta                 114.686(2)
_cell_angle_gamma                90
_cell_volume                     2737.31(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7034
_cell_measurement_theta_min      4.6726
_cell_measurement_theta_max      66.7523
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1304

_exptl_absorpt_coefficient_mu    3.644
_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  0.74
_exptl_absorpt_correction_T_max  0.93

_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            32996
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_theta_min         4.67
_diffrn_reflns_theta_max         66.75
_diffrn_reflns_theta_full        66.75
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11

_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             4848
_reflns_number_gt                4054
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_gt          0.0864
_refine_ls_wR_factor_ref         0.0905
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_number_reflns         4848
_refine_ls_number_parameters     351
_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)+(0.0521P)²] 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         0.456
_refine_diff_density_min         -0.337
_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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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 0.3234(3) 0.37115(10) 0.4475(4) 0.0185(6) Uani d . . . 1 . .
Br Br1 0.44830(3) 0.40565(2) 0.62207(3) 0.02409(10) Uani d . . . 1 . .
C C1 0.2970(3) 0.37461(9) 0.0167(3) 0.0223(6) Uani d . . . 1 . .
H H1A 0.3941 0.3639 0.0514 0.033 Uiso calc U . R 1 . .
H H1B 0.2884 0.4033 -0.0329 0.033 Uiso calc U . R 1 . .
H H1C 0.2319 0.3539 -0.0582 0.033 Uiso calc U . R 1 . .
C C2 0.2607(3) 0.37881(8) 0.1555(3) 0.0178(6) Uani d . . . 1 . .
C C3 0.3577(3) 0.37022(8) 0.3019(3) 0.0163(5) Uani d . . . 1 . .
C C4 0.5091(3) 0.35822(8) 0.3383(3) 0.0176(6) Uani d . . . 1 . .
C C5 0.6068(3) 0.38524(9) 0.3291(3) 0.0184(6) Uani d . . . 1 . .
C C6 0.7566(3) 0.36957(9) 0.3714(3) 0.0217(6) Uani d . . . 1 . .
H H6A 0.819 0.3808 0.4743 0.032 Uiso calc U . R 1 . .
H H6B 0.7889 0.3803 0.294 0.032 Uiso calc U . R 1 . .
H H6C 0.7588 0.3375 0.3731 0.032 Uiso calc U . R 1 . .
Si Si1 0.07404(8) 0.40031(2) 0.10239(9) 0.01949(17) Uani d . . . 1 . .
C C11 -0.0557(3) 0.35450(9) 0.0569(4) 0.0266(6) Uani d . . . 1 . .
H H11A -0.0365 0.3376 0.1516 0.04 Uiso calc U . R 1 . .
H H11B -0.0471 0.3355 -0.022 0.04 Uiso calc U . R 1 . .
H H11C -0.1517 0.3664 0.0173 0.04 Uiso calc U . R 1 . .
C C12 0.0651(3) 0.43637(9) 0.2581(3) 0.0247(6) Uani d . . . 1 . .
H H12A -0.0245 0.4525 0.2168 0.037 Uiso calc U . R 1 . .
H H12B 0.144 0.4571 0.2926 0.037 Uiso calc U . R 1 . .
H H12C 0.0711 0.4184 0.3464 0.037 Uiso calc U . R 1 . .
C C13 0.0222(3) 0.43551(10) -0.0755(3) 0.0297(7) Uani d . . . 1 . .
H H13A 0.0216 0.4178 -0.1622 0.045 Uiso calc U . R 1 . .
H H13B 0.0902 0.4595 -0.0544 0.045 Uiso calc U . R 1 . .
H H13C -0.0723 0.4476 -0.1027 0.045 Uiso calc U . R 1 . .
Si Si2 0.59072(8) 0.44544(2) 0.27507(9) 0.02093(18) Uani d . . . 1 . .
C C14 0.4259(3) 0.47423(9) 0.2553(4) 0.0255(6) Uani d . . . 1 . .
H H14A 0.4116 0.4701 0.3504 0.038 Uiso calc U . R 1 . .
H H14B 0.345 0.4622 0.1665 0.038 Uiso calc U . R 1 . .
H H14C 0.4346 0.5055 0.2388 0.038 Uiso calc U . R 1 . .
C C15 0.6128(3) 0.44990(10) 0.0887(4) 0.0322(7) Uani d . . . 1 . .
H H15A 0.5283 0.4385 0.0028 0.048 Uiso calc U . R 1 . .
H H15B 0.6956 0.4329 0.0972 0.048 Uiso calc U . R 1 . .
H H15C 0.6262 0.4807 0.0688 0.048 Uiso calc U . R 1 . .
C C16 0.7425(3) 0.47346(10) 0.4337(4) 0.0344(8) Uani d . . . 1 . .
H H16A 0.7351 0.5051 0.4156 0.052 Uiso calc U . R 1 . .
H H16B 0.8315 0.4628 0.4344 0.052 Uiso calc U . R 1 . .
H H16C 0.7402 0.4671 0.5342 0.052 Uiso calc U . R 1 . .
C C21 0.5474(3) 0.31214(8) 0.3979(3) 0.0175(6) Uani d . . . 1 . .
C C22 0.4888(3) 0.27614(9) 0.3039(3) 0.0189(6) Uani d . . . 1 . .
F F22 0.39700(16) 0.28204(5) 0.15451(17) 0.0206(3) Uani d . . . 1 . .
C C23 0.5188(3) 0.23362(9) 0.3564(3) 0.0215(6) Uani d . . . 1 . .
F F23 0.45641(18) 0.20005(5) 0.2611(2) 0.0283(4) Uani d . . . 1 . .
C C24 0.6129(3) 0.22590(9) 0.5079(3) 0.0231(6) Uani d . . . 1 . .
F F24 0.64168(18) 0.18460(5) 0.5603(2) 0.0310(4) Uani d . . . 1 . .
C C25 0.6756(3) 0.26054(9) 0.6046(3) 0.0198(6) Uani d . . . 1 . .
F F25 0.76914(16) 0.25295(5) 0.75242(19) 0.0280(4) Uani d . . . 1 . .
C C26 0.6424(3) 0.30284(9) 0.5505(3) 0.0192(6) Uani d . . . 1 . .
F F26 0.70536(16) 0.33546(5) 0.64998(18) 0.0246(4) Uani d . . . 1 . .
C C31 0.2117(3) 0.34234(9) 0.4763(3) 0.0177(6) Uani d . . . 1 . .
C C32 0.1844(3) 0.29948(9) 0.4217(3) 0.0176(6) Uani d . . . 1 . .
F F32 0.23929(16) 0.28393(5) 0.32542(18) 0.0221(3) Uani d . . . 1 . .
C C33 0.1059(3) 0.27020(8) 0.4635(3) 0.0186(6) Uani d . . . 1 . .
F F33 0.09096(16) 0.22869(5) 0.41278(18) 0.0226(4) Uani d . . . 1 . .
C C34 0.0428(3) 0.28381(9) 0.5565(3) 0.0189(6) Uani d . . . 1 . .
F F34 -0.03893(16) 0.25622(5) 0.59314(18) 0.0245(4) Uani d . . . 1 . .
C C35 0.0623(3) 0.32630(9) 0.6120(3) 0.0191(6) Uani d . . . 1 . .
F F35 -0.00116(16) 0.33969(5) 0.70169(17) 0.0225(3) Uani d . . . 1 . .
C C36 0.1455(3) 0.35427(8) 0.5730(3) 0.0195(6) Uani d . . . 1 . .
F F36 0.15764(16) 0.39525(5) 0.62861(18) 0.0233(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 C3 . 1.563(4) ?
B1 C31 . 1.571(4) ?
B1 Br1 . 1.933(3) ?
C1 C2 . 1.517(4) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 C3 . 1.356(4) ?
C2 Si1 . 1.910(3) ?
C3 C4 . 1.511(4) ?
C4 C5 . 1.342(4) ?
C4 C21 . 1.508(4) ?
C5 C6 . 1.518(4) ?
C5 Si2 . 1.898(3) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
Si1 C11 . 1.867(3) ?
Si1 C12 . 1.873(3) ?
Si1 C13 . 1.877(3) ?
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 ?
Si2 C14 . 1.868(3) ?
Si2 C16 . 1.872(3) ?
Si2 C15 . 1.877(3) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C21 C22 . 1.386(4) ?
C21 C26 . 1.396(4) ?
C22 F22 . 1.347(3) ?
C22 C23 . 1.380(4) ?
C23 F23 . 1.342(3) ?
C23 C24 . 1.378(4) ?
C24 F24 . 1.344(3) ?
C24 C25 . 1.373(4) ?
C25 F25 . 1.350(3) ?
C25 C26 . 1.381(4) ?
C26 F26 . 1.340(3) ?
C31 C32 . 1.393(4) ?
C31 C36 . 1.404(4) ?
C32 F32 . 1.348(3) ?
C32 C33 . 1.377(4) ?
C33 F33 . 1.342(3) ?
C33 C34 . 1.365(4) ?
C34 F34 . 1.342(3) ?
C34 C35 . 1.384(4) ?
C35 F35 . 1.339(3) ?
C35 C36 . 1.373(4) ?
C36 F36 . 1.344(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
C3 B1 C31 . . 127.0(2) ?
C3 B1 Br1 . . 116.3(2) ?
C31 B1 Br1 . . 116.2(2) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C3 C2 C1 . . 121.3(2) ?
C3 C2 Si1 . . 125.3(2) ?
C1 C2 Si1 . . 113.29(19) ?
C2 C3 C4 . . 122.8(2) ?
C2 C3 B1 . . 123.4(2) ?
C4 C3 B1 . . 113.9(2) ?
C5 C4 C21 . . 120.6(2) ?
C5 C4 C3 . . 125.7(2) ?
C21 C4 C3 . . 113.6(2) ?
C4 C5 C6 . . 120.9(2) ?
C4 C5 Si2 . . 129.1(2) ?
C6 C5 Si2 . . 110.02(18) ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C11 Si1 C12 . . 110.71(13) ?
C11 Si1 C13 . . 108.29(14) ?
C12 Si1 C13 . . 106.12(13) ?
C11 Si1 C2 . . 111.22(12) ?
C12 Si1 C2 . . 112.01(12) ?
C13 Si1 C2 . . 108.26(13) ?
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 ?
C14 Si2 C16 . . 107.30(14) ?
C14 Si2 C15 . . 109.89(14) ?
C16 Si2 C15 . . 109.06(15) ?
C14 Si2 C5 . . 117.24(12) ?
C16 Si2 C5 . . 106.11(13) ?
C15 Si2 C5 . . 106.98(13) ?
Si2 C14 H14A . . 109.5 ?
Si2 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
Si2 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
Si2 C15 H15A . . 109.5 ?
Si2 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
Si2 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
Si2 C16 H16A . . 109.5 ?
Si2 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
Si2 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C22 C21 C26 . . 115.7(2) ?
C22 C21 C4 . . 121.6(2) ?
C26 C21 C4 . . 122.7(2) ?
F22 C22 C23 . . 117.3(2) ?
F22 C22 C21 . . 119.8(2) ?
C23 C22 C21 . . 122.9(3) ?
F23 C23 C24 . . 120.2(2) ?
F23 C23 C22 . . 120.3(3) ?
C24 C23 C22 . . 119.5(3) ?
F24 C24 C25 . . 120.5(3) ?
F24 C24 C23 . . 119.8(3) ?
C25 C24 C23 . . 119.7(3) ?
F25 C25 C24 . . 119.7(2) ?
F25 C25 C26 . . 120.4(2) ?
C24 C25 C26 . . 119.9(2) ?
F26 C26 C25 . . 117.6(2) ?
F26 C26 C21 . . 120.2(2) ?
C25 C26 C21 . . 122.3(3) ?
C32 C31 C36 . . 114.0(2) ?
C32 C31 B1 . . 120.9(2) ?
C36 C31 B1 . . 124.6(2) ?
F32 C32 C33 . . 115.8(2) ?
F32 C32 C31 . . 120.3(2) ?
C33 C32 C31 . . 123.9(2) ?
F33 C33 C34 . . 120.2(2) ?
F33 C33 C32 . . 120.4(2) ?
C34 C33 C32 . . 119.4(2) ?
F34 C34 C33 . . 120.2(2) ?
F34 C34 C35 . . 120.0(2) ?
C33 C34 C35 . . 119.8(2) ?
F35 C35 C36 . . 120.9(2) ?
F35 C35 C34 . . 119.6(2) ?
C36 C35 C34 . . 119.4(2) ?
F36 C36 C35 . . 116.2(2) ?
F36 C36 C31 . . 120.4(2) ?
C35 C36 C31 . . 123.4(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
C1 C2 C3 C4 . . . . 3.1(4) ?
Si1 C2 C3 C4 . . . . -172.77(19) ?
C1 C2 C3 B1 . . . . -176.0(2) ?
Si1 C2 C3 B1 . . . . 8.1(4) ?
C31 B1 C3 C2 . . . . 59.8(4) ?
Br1 B1 C3 C2 . . . . -129.1(2) ?
C31 B1 C3 C4 . . . . -119.4(3) ?
Br1 B1 C3 C4 . . . . 51.8(3) ?
C2 C3 C4 C5 . . . . 69.5(4) ?
B1 C3 C4 C5 . . . . -111.3(3) ?
C2 C3 C4 C21 . . . . -114.1(3) ?
B1 C3 C4 C21 . . . . 65.1(3) ?
C21 C4 C5 C6 . . . . 2.8(4) ?
C3 C4 C5 C6 . . . . 179.0(2) ?
C21 C4 C5 Si2 . . . . -174.38(19) ?
C3 C4 C5 Si2 . . . . 1.8(4) ?
C4 C5 Si2 C14 . . . . 8.7(3) ?
C6 C5 Si2 C14 . . . . -168.75(18) ?
C4 C5 Si2 C16 . . . . 128.5(3) ?
C6 C5 Si2 C16 . . . . -49.0(2) ?
C4 C5 Si2 C15 . . . . -115.2(3) ?
C6 C5 Si2 C15 . . . . 67.4(2) ?
C5 C4 C21 C22 . . . . -116.1(3) ?
C3 C4 C21 C22 . . . . 67.3(3) ?
C5 C4 C21 C26 . . . . 64.5(4) ?
C3 C4 C21 C26 . . . . -112.1(3) ?
C26 C21 C22 F22 . . . . -179.4(2) ?
C4 C21 C22 F22 . . . . 1.1(4) ?
C26 C21 C22 C23 . . . . 1.3(4) ?
C4 C21 C22 C23 . . . . -178.1(2) ?
F22 C22 C23 F23 . . . . -0.9(4) ?
C21 C22 C23 F23 . . . . 178.4(2) ?
F22 C22 C23 C24 . . . . 179.5(2) ?
C21 C22 C23 C24 . . . . -1.2(4) ?
F23 C23 C24 F24 . . . . -0.3(4) ?
C22 C23 C24 F24 . . . . 179.4(2) ?
F23 C23 C24 C25 . . . . -179.7(2) ?
C22 C23 C24 C25 . . . . -0.1(4) ?
F24 C24 C25 F25 . . . . 1.4(4) ?
C23 C24 C25 F25 . . . . -179.1(2) ?
F24 C24 C25 C26 . . . . -178.3(2) ?
C23 C24 C25 C26 . . . . 1.1(4) ?
F25 C25 C26 F26 . . . . -0.5(4) ?
C24 C25 C26 F26 . . . . 179.3(2) ?
F25 C25 C26 C21 . . . . 179.3(2) ?
C24 C25 C26 C21 . . . . -1.0(4) ?
C22 C21 C26 F26 . . . . 179.5(2) ?
C4 C21 C26 F26 . . . . -1.0(4) ?
C22 C21 C26 C25 . . . . -0.2(4) ?
C4 C21 C26 C25 . . . . 179.2(2) ?
C3 B1 C31 C32 . . . . 34.1(4) ?
Br1 B1 C31 C32 . . . . -137.0(2) ?
C3 B1 C31 C36 . . . . -154.5(3) ?
Br1 B1 C31 C36 . . . . 34.3(3) ?
C36 C31 C32 F32 . . . . 178.8(2) ?
B1 C31 C32 F32 . . . . -9.0(4) ?
C36 C31 C32 C33 . . . . -3.1(4) ?
B1 C31 C32 C33 . . . . 169.1(3) ?
F32 C32 C33 F33 . . . . 1.9(4) ?
C31 C32 C33 F33 . . . . -176.2(2) ?
F32 C32 C33 C34 . . . . -177.8(2) ?
C31 C32 C33 C34 . . . . 4.0(4) ?
F33 C33 C34 F34 . . . . -2.5(4) ?
C32 C33 C34 F34 . . . . 177.2(2) ?
F33 C33 C34 C35 . . . . 178.1(2) ?
C32 C33 C34 C35 . . . . -2.2(4) ?
F34 C34 C35 F35 . . . . -0.2(4) ?
C33 C34 C35 F35 . . . . 179.2(2) ?
F34 C34 C35 C36 . . . . -179.6(2) ?
C33 C34 C35 C36 . . . . -0.2(4) ?
F35 C35 C36 F36 . . . . -0.6(4) ?
C34 C35 C36 F36 . . . . 178.8(2) ?
F35 C35 C36 C31 . . . . -178.4(2) ?
C34 C35 C36 C31 . . . . 1.0(4) ?
C32 C31 C36 F36 . . . . -177.1(2) ?
B1 C31 C36 F36 . . . . 11.0(4) ?
C32 C31 C36 C35 . . . . 0.6(4) ?
B1 C31 C36 C35 . . . . -171.3(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_erk9180
_database_code_depnum_ccdc_archive 'CCDC 1892615'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H23 B Cl F10 N Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         653.90

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   11.9676(2)
_cell_length_b                   18.7450(3)
_cell_length_c                   27.0581(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.8900(10)
_cell_angle_gamma                90
_cell_volume                     6069.28(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5910
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2656

_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      173.(2)

_diffrn_source                   'Mo rotating anode'
_diffrn_source_type              'Mo rotating anode'

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

_diffrn_measurement_device_type  'rotating anode Nonius FR591'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            17759
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_theta_min         4.10
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32

_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 SiMe3 groups is disordered over two positions. Several
restraints (SADI, SAME, ISOR and SIMU) were used in order to 
improve refinement stability.
;

_reflns_number_total             5268
_reflns_number_gt                4285
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0978
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.088
_refine_ls_number_reflns         5268
_refine_ls_number_parameters     416
_refine_ls_number_restraints     78
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+17.0193P] 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         0.315
_refine_diff_density_min         -0.343
_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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;

Collect (Nonius B.V., 1998)
;
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_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
Cl Cl1 0.52537(5) 0.04322(4) 0.56812(3) 0.03025(16) Uani d . . . 1.0 . .
B B1 0.6672(2) -0.00141(16) 0.56690(11) 0.0238(6) Uani d . . . 1.0 . .
C C1 0.7167(2) -0.00712(14) 0.62256(10) 0.0247(6) Uani d . . . 1.0 . .
C C2 0.7368(2) 0.04726(15) 0.65481(10) 0.0286(6) Uani d . . . 1.0 . .
C C3 0.7738(2) 0.02973(15) 0.70421(11) 0.0311(6) Uani d . . . 1.0 . .
C C4 0.8012(2) 0.01758(16) 0.74637(11) 0.0376(7) Uani d . . . 1.0 . .
Si Si1 0.82022(7) -0.00931(5) 0.81119(3) 0.0412(2) Uani d U . D 1.0 . .
C C5 0.9328(11) 0.0423(9) 0.8421(7) 0.065(3) Uani d U P D 0.62(3) A 1
H H5A 1.0055 0.0256 0.8306 0.098 Uiso calc U P R 0.62(3) A 1
H H5B 0.9286 0.0357 0.878 0.098 Uiso calc U P R 0.62(3) A 1
H H5C 0.9239 0.093 0.8342 0.098 Uiso calc U P R 0.62(3) A 1
C C6 0.6867(7) 0.0122(8) 0.8436(4) 0.057(3) Uani d U P D 0.62(3) A 1
H H6A 0.6721 0.0635 0.8414 0.085 Uiso calc U P R 0.62(3) A 1
H H6B 0.6936 -0.0017 0.8785 0.085 Uiso calc U P R 0.62(3) A 1
H H6C 0.6248 -0.0141 0.828 0.085 Uiso calc U P R 0.62(3) A 1
C C7 0.8534(16) -0.1059(5) 0.8136(5) 0.076(4) Uani d U P D 0.62(3) A 1
H H7A 0.7882 -0.1334 0.8023 0.114 Uiso calc U P R 0.62(3) A 1
H H7B 0.8729 -0.1194 0.8476 0.114 Uiso calc U P R 0.62(3) A 1
H H7C 0.9167 -0.1159 0.7921 0.114 Uiso calc U P R 0.62(3) A 1
C C5A 0.906(2) 0.0574(12) 0.8449(12) 0.068(6) Uani d U P D 0.38(3) A 2
H H5A1 0.9753 0.0661 0.8268 0.103 Uiso calc U P R 0.38(3) A 2
H H5A2 0.9246 0.0394 0.878 0.103 Uiso calc U P R 0.38(3) A 2
H H5A3 0.8642 0.1021 0.8476 0.103 Uiso calc U P R 0.38(3) A 2
C C6A 0.6804(11) -0.0216(19) 0.8357(9) 0.089(6) Uani d U P D 0.38(3) A 2
H H6A1 0.6362 0.0217 0.8299 0.133 Uiso calc U P R 0.38(3) A 2
H H6A2 0.6858 -0.031 0.8713 0.133 Uiso calc U P R 0.38(3) A 2
H H6A3 0.6441 -0.062 0.819 0.133 Uiso calc U P R 0.38(3) A 2
C C7A 0.8990(18) -0.0949(8) 0.8082(9) 0.072(5) Uani d U P D 0.38(3) A 2
H H7A1 0.8585 -0.1285 0.7867 0.108 Uiso calc U P R 0.38(3) A 2
H H7A2 0.9066 -0.1152 0.8414 0.108 Uiso calc U P R 0.38(3) A 2
H H7A3 0.9734 -0.086 0.7948 0.108 Uiso calc U P R 0.38(3) A 2
Si Si2 0.71437(7) 0.14872(4) 0.65264(3) 0.0345(2) Uani d . . . 1.0 . .
C C8 0.5962(3) 0.1645(2) 0.69505(13) 0.0563(10) Uani d . . . 1.0 . .
H H8A 0.6129 0.1424 0.7271 0.085 Uiso calc U . R 1.0 . .
H H8B 0.5279 0.1436 0.6809 0.085 Uiso calc U . R 1.0 . .
H H8C 0.5856 0.216 0.6995 0.085 Uiso calc U . R 1.0 . .
C C9 0.8464(3) 0.18916(18) 0.67644(14) 0.0577(10) Uani d . . . 1.0 . .
H H9A 0.836 0.2406 0.6807 0.087 Uiso calc U . R 1.0 . .
H H9B 0.9062 0.1806 0.6528 0.087 Uiso calc U . R 1.0 . .
H H9C 0.8666 0.1676 0.7083 0.087 Uiso calc U . R 1.0 . .
C C10 0.6844(3) 0.19404(15) 0.59229(12) 0.0409(7) Uani d . . . 1.0 . .
H H10A 0.671 0.2449 0.598 0.061 Uiso calc U . R 1.0 . .
H H10B 0.618 0.1726 0.5767 0.061 Uiso calc U . R 1.0 . .
H H10C 0.7485 0.1883 0.5705 0.061 Uiso calc U . R 1.0 . .
C C11 0.7360(2) -0.08134(14) 0.64190(10) 0.0271(6) Uani d . . . 1.0 . .
F F12 0.57774(14) -0.07740(10) 0.69257(7) 0.0474(5) Uani d . . . 1.0 . .
C C12 0.6655(2) -0.11330(16) 0.67531(11) 0.0355(7) Uani d . . . 1.0 . .
F F13 0.60850(18) -0.21221(12) 0.72259(9) 0.0725(7) Uani d . . . 1.0 . .
C C13 0.6808(3) -0.18256(18) 0.69137(12) 0.0454(8) Uani d . . . 1.0 . .
F F14 0.7853(2) -0.28902(10) 0.69023(9) 0.0729(7) Uani d . . . 1.0 . .
C C14 0.7699(3) -0.22157(16) 0.67505(13) 0.0463(8) Uani d . . . 1.0 . .
F F15 0.93304(16) -0.22803(10) 0.62758(8) 0.0564(5) Uani d . . . 1.0 . .
C C15 0.8436(3) -0.19107(16) 0.64318(12) 0.0390(7) Uani d . . . 1.0 . .
F F16 0.89775(13) -0.09454(9) 0.59401(6) 0.0383(4) Uani d . . . 1.0 . .
C C16 0.8247(2) -0.12270(15) 0.62650(10) 0.0301(6) Uani d . . . 1.0 . .
C C21 0.6512(2) -0.07867(14) 0.53920(10) 0.0253(6) Uani d . . . 1.0 . .
F F22 0.50496(12) -0.10984(8) 0.59361(6) 0.0357(4) Uani d . . . 1.0 . .
C C22 0.5697(2) -0.12635(15) 0.55479(10) 0.0289(6) Uani d . . . 1.0 . .
F F23 0.46876(14) -0.23493(9) 0.55083(7) 0.0484(5) Uani d . . . 1.0 . .
C C23 0.5490(2) -0.19147(15) 0.53330(12) 0.0345(7) Uani d . . . 1.0 . .
F F24 0.59327(15) -0.27730(9) 0.47313(7) 0.0481(5) Uani d . . . 1.0 . .
C C24 0.6098(2) -0.21273(14) 0.49361(11) 0.0341(7) Uani d . . . 1.0 . .
F F25 0.75416(14) -0.18843(9) 0.43758(7) 0.0441(4) Uani d . . . 1.0 . .
C C25 0.6921(2) -0.16842(15) 0.47605(11) 0.0330(7) Uani d . . . 1.0 . .
F F26 0.79701(13) -0.06549(8) 0.48058(6) 0.0355(4) Uani d . . . 1.0 . .
C C26 0.7116(2) -0.10397(14) 0.49956(10) 0.0275(6) Uani d . . . 1.0 . .
N N1 0.74302(17) 0.04858(11) 0.53280(8) 0.0228(5) Uani d . . . 1.0 . .
C C31 0.8519(2) 0.06061(14) 0.54388(11) 0.0291(6) Uani d . . . 1.0 . .
H H31 0.8829 0.0418 0.5737 0.035 Uiso calc U . R 1.0 . .
C C32 0.9189(2) 0.09956(15) 0.51289(11) 0.0342(7) Uani d . . . 1.0 . .
H H32 0.9953 0.1074 0.5213 0.041 Uiso calc U . R 1.0 . .
C C33 0.8746(2) 0.12708(15) 0.46962(12) 0.0365(7) Uani d . . . 1.0 . .
H H33 0.9196 0.1541 0.4479 0.044 Uiso calc U . R 1.0 . .
C C34 0.7629(2) 0.11450(15) 0.45850(11) 0.0345(7) Uani d . . . 1.0 . .
H H34 0.7301 0.1332 0.429 0.041 Uiso calc U . R 1.0 . .
C C35 0.7005(2) 0.07494(14) 0.49029(10) 0.0290(6) Uani d . . . 1.0 . .
H H35 0.6244 0.0658 0.4821 0.035 Uiso calc U . R 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
Cl1 B1 . 1.894(3) ?
B1 N1 . 1.606(4) ?
B1 C1 . 1.613(4) ?
B1 C21 . 1.641(4) ?
C1 C2 . 1.361(4) ?
C1 C11 . 1.503(4) ?
C2 C3 . 1.440(4) ?
C2 Si2 . 1.922(3) ?
C3 C4 . 1.204(4) ?
C4 Si1 . 1.836(3) ?
Si1 C6A . 1.824(11) ?
Si1 C5 . 1.848(8) ?
Si1 C5A . 1.850(12) ?
Si1 C7 . 1.854(8) ?
Si1 C7A . 1.864(11) ?
Si1 C6 . 1.879(7) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C5A H5A1 . 0.98 ?
C5A H5A2 . 0.98 ?
C5A H5A3 . 0.98 ?
C6A H6A1 . 0.98 ?
C6A H6A2 . 0.98 ?
C6A H6A3 . 0.98 ?
C7A H7A1 . 0.98 ?
C7A H7A2 . 0.98 ?
C7A H7A3 . 0.98 ?
Si2 C9 . 1.858(3) ?
Si2 C8 . 1.858(3) ?
Si2 C10 . 1.870(3) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 H10A . 0.98 ?
C10 H10B . 0.98 ?
C10 H10C . 0.98 ?
C11 C12 . 1.383(4) ?
C11 C16 . 1.384(4) ?
F12 C12 . 1.338(3) ?
C12 C13 . 1.380(4) ?
F13 C13 . 1.339(4) ?
C13 C14 . 1.372(5) ?
F14 C14 . 1.341(3) ?
C14 C15 . 1.369(5) ?
F15 C15 . 1.348(3) ?
C15 C16 . 1.376(4) ?
F16 C16 . 1.356(3) ?
C21 C26 . 1.387(4) ?
C21 C22 . 1.393(4) ?
F22 C22 . 1.351(3) ?
C22 C23 . 1.373(4) ?
F23 C23 . 1.351(3) ?
C23 C24 . 1.366(4) ?
F24 C24 . 1.345(3) ?
C24 C25 . 1.378(4) ?
F25 C25 . 1.342(3) ?
C25 C26 . 1.384(4) ?
F26 C26 . 1.358(3) ?
N1 C35 . 1.345(3) ?
N1 C31 . 1.351(3) ?
C31 C32 . 1.379(4) ?
C31 H31 . 0.95 ?
C32 C33 . 1.378(4) ?
C32 H32 . 0.95 ?
C33 C34 . 1.385(4) ?
C33 H33 . 0.95 ?
C34 C35 . 1.367(4) ?
C34 H34 . 0.95 ?
C35 H35 . 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
N1 B1 C1 . . 111.9(2) ?
N1 B1 C21 . . 108.4(2) ?
C1 B1 C21 . . 114.0(2) ?
N1 B1 Cl1 . . 105.47(17) ?
C1 B1 Cl1 . . 109.20(19) ?
C21 B1 Cl1 . . 107.42(17) ?
C2 C1 C11 . . 116.4(2) ?
C2 C1 B1 . . 127.4(2) ?
C11 C1 B1 . . 116.0(2) ?
C1 C2 C3 . . 118.2(2) ?
C1 C2 Si2 . . 134.3(2) ?
C3 C2 Si2 . . 107.16(19) ?
C4 C3 C2 . . 176.8(3) ?
C3 C4 Si1 . . 170.2(3) ?
C6A Si1 C4 . . 106.3(7) ?
C4 Si1 C5 . . 111.6(6) ?
C6A Si1 C5A . . 114.4(11) ?
C4 Si1 C5A . . 110.2(11) ?
C4 Si1 C7 . . 108.9(4) ?
C5 Si1 C7 . . 109.9(6) ?
C6A Si1 C7A . . 112.0(8) ?
C4 Si1 C7A . . 104.4(7) ?
C5A Si1 C7A . . 109.0(9) ?
C4 Si1 C6 . . 107.1(3) ?
C5 Si1 C6 . . 107.2(5) ?
C7 Si1 C6 . . 112.1(4) ?
Si1 C5 H5A . . 109.5 ?
Si1 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
Si1 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
Si1 C6 H6A . . 109.5 ?
Si1 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
Si1 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
Si1 C7 H7A . . 109.5 ?
Si1 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
Si1 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
Si1 C5A H5A1 . . 109.5 ?
Si1 C5A H5A2 . . 109.5 ?
H5A1 C5A H5A2 . . 109.5 ?
Si1 C5A H5A3 . . 109.5 ?
H5A1 C5A H5A3 . . 109.5 ?
H5A2 C5A H5A3 . . 109.5 ?
Si1 C6A H6A1 . . 109.5 ?
Si1 C6A H6A2 . . 109.5 ?
H6A1 C6A H6A2 . . 109.5 ?
Si1 C6A H6A3 . . 109.5 ?
H6A1 C6A H6A3 . . 109.5 ?
H6A2 C6A H6A3 . . 109.5 ?
Si1 C7A H7A1 . . 109.5 ?
Si1 C7A H7A2 . . 109.5 ?
H7A1 C7A H7A2 . . 109.5 ?
Si1 C7A H7A3 . . 109.5 ?
H7A1 C7A H7A3 . . 109.5 ?
H7A2 C7A H7A3 . . 109.5 ?
C9 Si2 C8 . . 111.83(18) ?
C9 Si2 C10 . . 105.52(16) ?
C8 Si2 C10 . . 109.23(15) ?
C9 Si2 C2 . . 106.00(14) ?
C8 Si2 C2 . . 104.26(15) ?
C10 Si2 C2 . . 120.06(13) ?
Si2 C8 H8A . . 109.5 ?
Si2 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
Si2 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
Si2 C9 H9A . . 109.5 ?
Si2 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
Si2 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
Si2 C10 H10A . . 109.5 ?
Si2 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
Si2 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C12 C11 C16 . . 115.7(2) ?
C12 C11 C1 . . 122.4(2) ?
C16 C11 C1 . . 121.9(2) ?
F12 C12 C13 . . 117.6(3) ?
F12 C12 C11 . . 120.1(3) ?
C13 C12 C11 . . 122.3(3) ?
F13 C13 C14 . . 119.6(3) ?
F13 C13 C12 . . 120.4(3) ?
C14 C13 C12 . . 120.0(3) ?
F14 C14 C15 . . 120.0(3) ?
F14 C14 C13 . . 120.5(3) ?
C15 C14 C13 . . 119.5(3) ?
F15 C15 C14 . . 120.4(3) ?
F15 C15 C16 . . 120.2(3) ?
C14 C15 C16 . . 119.4(3) ?
F16 C16 C15 . . 118.1(3) ?
F16 C16 C11 . . 118.8(2) ?
C15 C16 C11 . . 123.1(3) ?
C26 C21 C22 . . 113.0(2) ?
C26 C21 B1 . . 126.6(2) ?
C22 C21 B1 . . 120.4(2) ?
F22 C22 C23 . . 115.5(2) ?
F22 C22 C21 . . 120.1(2) ?
C23 C22 C21 . . 124.4(3) ?
F23 C23 C24 . . 119.4(3) ?
F23 C23 C22 . . 120.8(3) ?
C24 C23 C22 . . 119.8(3) ?
F24 C24 C23 . . 120.6(3) ?
F24 C24 C25 . . 120.1(3) ?
C23 C24 C25 . . 119.2(3) ?
F25 C25 C24 . . 120.4(3) ?
F25 C25 C26 . . 120.6(3) ?
C24 C25 C26 . . 119.0(3) ?
F26 C26 C25 . . 114.4(2) ?
F26 C26 C21 . . 121.0(2) ?
C25 C26 C21 . . 124.6(2) ?
C35 N1 C31 . . 118.7(2) ?
C35 N1 B1 . . 119.8(2) ?
C31 N1 B1 . . 121.4(2) ?
N1 C31 C32 . . 121.4(3) ?
N1 C31 H31 . . 119.3 ?
C32 C31 H31 . . 119.3 ?
C33 C32 C31 . . 119.7(3) ?
C33 C32 H32 . . 120.2 ?
C31 C32 H32 . . 120.2 ?
C32 C33 C34 . . 118.6(3) ?
C32 C33 H33 . . 120.7 ?
C34 C33 H33 . . 120.7 ?
C35 C34 C33 . . 119.4(3) ?
C35 C34 H34 . . 120.3 ?
C33 C34 H34 . . 120.3 ?
N1 C35 C34 . . 122.3(3) ?
N1 C35 H35 . . 118.9 ?
C34 C35 H35 . . 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
N1 B1 C1 C2 . . . . 57.9(3) ?
C21 B1 C1 C2 . . . . -178.6(2) ?
Cl1 B1 C1 C2 . . . . -58.5(3) ?
N1 B1 C1 C11 . . . . -126.1(2) ?
C21 B1 C1 C11 . . . . -2.6(3) ?
Cl1 B1 C1 C11 . . . . 117.5(2) ?
C11 C1 C2 C3 . . . . -0.3(4) ?
B1 C1 C2 C3 . . . . 175.6(2) ?
C11 C1 C2 Si2 . . . . -173.4(2) ?
B1 C1 C2 Si2 . . . . 2.6(4) ?
C2 C1 C11 C12 . . . . 72.3(3) ?
B1 C1 C11 C12 . . . . -104.1(3) ?
C2 C1 C11 C16 . . . . -109.1(3) ?
B1 C1 C11 C16 . . . . 74.5(3) ?
C16 C11 C12 F12 . . . . 179.6(3) ?
C1 C11 C12 F12 . . . . -1.7(4) ?
C16 C11 C12 C13 . . . . -1.6(4) ?
C1 C11 C12 C13 . . . . 177.1(3) ?
F12 C12 C13 F13 . . . . 0.9(5) ?
C11 C12 C13 F13 . . . . -177.9(3) ?
F12 C12 C13 C14 . . . . -179.6(3) ?
C11 C12 C13 C14 . . . . 1.6(5) ?
F13 C13 C14 F14 . . . . -0.2(5) ?
C12 C13 C14 F14 . . . . -179.7(3) ?
F13 C13 C14 C15 . . . . -179.9(3) ?
C12 C13 C14 C15 . . . . 0.6(5) ?
F14 C14 C15 F15 . . . . -1.2(5) ?
C13 C14 C15 F15 . . . . 178.6(3) ?
F14 C14 C15 C16 . . . . 177.7(3) ?
C13 C14 C15 C16 . . . . -2.6(5) ?
F15 C15 C16 F16 . . . . 0.5(4) ?
C14 C15 C16 F16 . . . . -178.4(3) ?
F15 C15 C16 C11 . . . . -178.5(3) ?
C14 C15 C16 C11 . . . . 2.6(5) ?
C12 C11 C16 F16 . . . . -179.5(2) ?
C1 C11 C16 F16 . . . . 1.8(4) ?
C12 C11 C16 C15 . . . . -0.5(4) ?
C1 C11 C16 C15 . . . . -179.2(3) ?
N1 B1 C21 C26 . . . . 13.8(3) ?
C1 B1 C21 C26 . . . . -111.5(3) ?
Cl1 B1 C21 C26 . . . . 127.4(2) ?
N1 B1 C21 C22 . . . . -165.7(2) ?
C1 B1 C21 C22 . . . . 69.0(3) ?
Cl1 B1 C21 C22 . . . . -52.1(3) ?
C26 C21 C22 F22 . . . . 179.0(2) ?
B1 C21 C22 F22 . . . . -1.5(4) ?
C26 C21 C22 C23 . . . . -0.8(4) ?
B1 C21 C22 C23 . . . . 178.8(3) ?
F22 C22 C23 F23 . . . . -0.2(4) ?
C21 C22 C23 F23 . . . . 179.6(2) ?
F22 C22 C23 C24 . . . . 179.6(2) ?
C21 C22 C23 C24 . . . . -0.6(4) ?
F23 C23 C24 F24 . . . . -2.4(4) ?
C22 C23 C24 F24 . . . . 177.8(3) ?
F23 C23 C24 C25 . . . . -179.6(3) ?
C22 C23 C24 C25 . . . . 0.6(4) ?
F24 C24 C25 F25 . . . . 1.8(4) ?
C23 C24 C25 F25 . . . . 179.0(3) ?
F24 C24 C25 C26 . . . . -176.4(2) ?
C23 C24 C25 C26 . . . . 0.8(4) ?
F25 C25 C26 F26 . . . . -0.5(4) ?
C24 C25 C26 F26 . . . . 177.7(2) ?
F25 C25 C26 C21 . . . . 179.4(2) ?
C24 C25 C26 C21 . . . . -2.4(4) ?
C22 C21 C26 F26 . . . . -177.8(2) ?
B1 C21 C26 F26 . . . . 2.7(4) ?
C22 C21 C26 C25 . . . . 2.3(4) ?
B1 C21 C26 C25 . . . . -177.2(3) ?
C1 B1 N1 C35 . . . . -162.1(2) ?
C21 B1 N1 C35 . . . . 71.4(3) ?
Cl1 B1 N1 C35 . . . . -43.4(3) ?
C1 B1 N1 C31 . . . . 23.0(3) ?
C21 B1 N1 C31 . . . . -103.5(3) ?
Cl1 B1 N1 C31 . . . . 141.7(2) ?
C35 N1 C31 C32 . . . . 0.6(4) ?
B1 N1 C31 C32 . . . . 175.6(2) ?
N1 C31 C32 C33 . . . . 0.1(4) ?
C31 C32 C33 C34 . . . . -0.1(4) ?
C32 C33 C34 C35 . . . . -0.5(4) ?
C31 N1 C35 C34 . . . . -1.3(4) ?
B1 N1 C35 C34 . . . . -176.3(3) ?
C33 C34 C35 N1 . . . . 1.2(4) ?

####################################################################### 
# 
# 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_erk9208
_database_code_depnum_ccdc_archive 'CCDC 1892608'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H25 B Cl F10 N Si'
_chemical_formula_iupac          ?
_chemical_formula_weight         639.84

_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                   12.1069(5)
_cell_length_b                   16.3988(6)
_cell_length_c                   19.2005(8)
_cell_angle_alpha                113.6920(10)
_cell_angle_beta                 98.198(2)
_cell_angle_gamma                100.8220(10)
_cell_volume                     3326.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9884
_cell_measurement_theta_min      2.3880
_cell_measurement_theta_max      26.9985
_cell_measurement_temperature    102.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.251
_exptl_crystal_size_mid          0.101
_exptl_crystal_size_min          0.084
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1304

_exptl_absorpt_coefficient_mu    0.224
_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  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      102.(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 10.4167

_diffrn_reflns_number            57071
_diffrn_reflns_av_R_equivalents  0.0735
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_theta_min         2.32
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23

_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 badly disordered dichloromethane molecules were found in the 
asymmetrical unit and could not be satisfactorily refined. The program
SQUEEZE (Spek, A.L. (2015). Acta Cryst. C71, 9-18) was therefore used 
to remove mathematically the effect of the solvent. 
The quoted formula and derived parameters are not included the squeezed
solvent molecules. 
;

_reflns_number_total             13577
_reflns_number_gt                9853
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0983
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_number_reflns         13577
_refine_ls_number_parameters     763
_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)+(0.0410P)²+1.2474P] 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         0.421
_refine_diff_density_min         -0.312
_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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
Cl Cl1A 0.26664(4) 0.50337(3) 0.74221(3) 0.01703(12) Uani d . . . 1 . .
Si Si1A 0.23789(5) 0.72388(4) 0.77345(3) 0.01599(13) Uani d . . . 1 . .
B B1A 0.3662(2) 0.54092(16) 0.68717(13) 0.0119(5) Uani d . . . 1 . .
C C1A 0.43693(17) 0.64944(13) 0.73765(11) 0.0106(4) Uani d . . . 1 . .
C C2A 0.39535(17) 0.72510(13) 0.76550(11) 0.0116(4) Uani d . . . 1 . .
C C11A 0.48137(17) 0.82138(13) 0.80174(12) 0.0144(4) Uani d . . . 1 . .
H H11A 0.5601 0.8106 0.8049 0.017 Uiso calc U . R 1 . .
C C12A 0.47071(19) 0.86857(14) 0.74701(13) 0.0214(5) Uani d . . . 1 . .
H H12A 0.4763 0.8264 0.6944 0.026 Uiso calc U . R 1 . .
H H12B 0.3938 0.8811 0.7416 0.026 Uiso calc U . R 1 . .
C C13A 0.5656(2) 0.95930(15) 0.77859(13) 0.0248(5) Uani d . . . 1 . .
H H13A 0.6418 0.9459 0.7769 0.03 Uiso calc U . R 1 . .
H H13B 0.5522 0.9905 0.7447 0.03 Uiso calc U . R 1 . .
C C14A 0.5674(2) 1.02353(15) 0.86264(14) 0.0259(5) Uani d . . . 1 . .
H H14A 0.6336 1.0792 0.8827 0.031 Uiso calc U . R 1 . .
H H14B 0.4953 1.0437 0.8631 0.031 Uiso calc U . R 1 . .
C C15A 0.57771(19) 0.97632(14) 0.91611(13) 0.0221(5) Uani d . . . 1 . .
H H15A 0.574 1.0188 0.9692 0.027 Uiso calc U . R 1 . .
H H15B 0.6539 0.9626 0.9204 0.027 Uiso calc U . R 1 . .
C C16A 0.48124(19) 0.88633(14) 0.88539(12) 0.0188(5) Uani d . . . 1 . .
H H16A 0.4931 0.8557 0.9199 0.023 Uiso calc U . R 1 . .
H H16B 0.4053 0.9004 0.8861 0.023 Uiso calc U . R 1 . .
C C21A 0.2280(2) 0.72099(17) 0.86893(13) 0.0279(6) Uani d . . . 1 . .
H H21A 0.2785 0.7783 0.9123 0.042 Uiso calc U . R 1 . .
H H21B 0.2524 0.668 0.8706 0.042 Uiso calc U . R 1 . .
H H21C 0.1477 0.7152 0.8739 0.042 Uiso calc U . R 1 . .
C C22A 0.1967(2) 0.82920(16) 0.77444(16) 0.0333(6) Uani d . . . 1 . .
H H22A 0.1197 0.828 0.785 0.05 Uiso calc U . R 1 . .
H H22B 0.1954 0.8295 0.7234 0.05 Uiso calc U . R 1 . .
H H22C 0.2535 0.885 0.8155 0.05 Uiso calc U . R 1 . .
C C23A 0.11508(17) 0.63198(14) 0.69261(12) 0.0185(5) Uani d . . . 1 . .
H H23A 0.1176 0.5713 0.6897 0.028 Uiso calc U . R 1 . .
H H23B 0.1221 0.6328 0.6427 0.028 Uiso calc U . R 1 . .
H H23C 0.0413 0.6437 0.7032 0.028 Uiso calc U . R 1 . .
C C31A 0.56643(17) 0.66410(12) 0.75648(11) 0.0101(4) Uani d . . . 1 . .
C C32A 0.62734(17) 0.68213(13) 0.83035(11) 0.0122(4) Uani d . . . 1 . .
C C33A 0.74517(17) 0.69273(13) 0.84894(11) 0.0132(4) Uani d . . . 1 . .
C C34A 0.80694(17) 0.68631(13) 0.79266(12) 0.0144(4) Uani d . . . 1 . .
C C35A 0.75004(18) 0.66849(13) 0.71879(12) 0.0144(4) Uani d . . . 1 . .
C C36A 0.63191(17) 0.65715(13) 0.70184(11) 0.0128(4) Uani d . . . 1 . .
C C41A 0.44819(17) 0.46973(13) 0.66437(11) 0.0127(4) Uani d . . . 1 . .
C C42A 0.50983(18) 0.45147(13) 0.72126(11) 0.0144(4) Uani d . . . 1 . .
C C43A 0.58039(19) 0.39288(14) 0.70687(12) 0.0192(5) Uani d . . . 1 . .
C C44A 0.59330(19) 0.34786(14) 0.63226(13) 0.0202(5) Uani d . . . 1 . .
C C45A 0.53439(18) 0.36217(14) 0.57319(12) 0.0179(5) Uani d . . . 1 . .
C C46A 0.46586(18) 0.42267(14) 0.59031(12) 0.0149(4) Uani d . . . 1 . .
N N51A 0.28082(14) 0.52390(11) 0.60673(9) 0.0112(4) Uani d . . . 1 . .
C C52A 0.29653(18) 0.58413(14) 0.57566(12) 0.0142(4) Uani d . . . 1 . .
H H52A 0.3592 0.6386 0.6019 0.017 Uiso calc U . R 1 . .
C C53A 0.22450(18) 0.56934(15) 0.50676(12) 0.0175(5) Uani d . . . 1 . .
H H53A 0.2367 0.6136 0.4865 0.021 Uiso calc U . R 1 . .
C C54A 0.13468(19) 0.48962(15) 0.46759(12) 0.0209(5) Uani d . . . 1 . .
H H54A 0.0837 0.4784 0.4203 0.025 Uiso calc U . R 1 . .
C C55A 0.11994(19) 0.42640(15) 0.49817(12) 0.0212(5) Uani d . . . 1 . .
H H55A 0.0593 0.3706 0.4717 0.025 Uiso calc U . R 1 . .
C C56A 0.19387(18) 0.44491(14) 0.56739(12) 0.0170(5) Uani d . . . 1 . .
H H56A 0.1836 0.401 0.5881 0.02 Uiso calc U . R 1 . .
F F32A 0.57138(10) 0.69147(8) 0.88780(6) 0.0173(3) Uani d . . . 1 . .
F F33A 0.80082(10) 0.71177(8) 0.92173(7) 0.0204(3) Uani d . . . 1 . .
F F34A 0.92217(10) 0.69954(8) 0.81077(7) 0.0229(3) Uani d . . . 1 . .
F F35A 0.80991(10) 0.66282(8) 0.66388(7) 0.0232(3) Uani d . . . 1 . .
F F36A 0.57873(10) 0.63978(8) 0.62863(6) 0.0200(3) Uani d . . . 1 . .
F F42A 0.50405(10) 0.49455(8) 0.79708(6) 0.0183(3) Uani d . . . 1 . .
F F43A 0.63967(12) 0.38151(9) 0.76575(7) 0.0279(3) Uani d . . . 1 . .
F F44A 0.66337(12) 0.29152(9) 0.61722(8) 0.0324(3) Uani d . . . 1 . .
F F45A 0.54395(11) 0.31689(8) 0.49901(7) 0.0253(3) Uani d . . . 1 . .
F F46A 0.41592(11) 0.43438(8) 0.52846(6) 0.0210(3) Uani d . . . 1 . .
Cl Cl1B 1.24438(5) 0.27463(3) 0.76189(3) 0.01780(12) Uani d . . . 1 . .
Si Si1B 1.25466(5) 0.14904(4) 0.86667(3) 0.01336(13) Uani d . . . 1 . .
B B1B 1.1433(2) 0.31530(16) 0.82575(13) 0.0136(5) Uani d . . . 1 . .
C C1B 1.06717(17) 0.23198(13) 0.83887(11) 0.0123(4) Uani d . . . 1 . .
C C2B 1.10028(17) 0.16374(13) 0.85230(11) 0.0131(4) Uani d . . . 1 . .
C C11B 1.00549(18) 0.08637(13) 0.85191(12) 0.0156(4) Uani d . . . 1 . .
H H11B 0.9303 0.0942 0.83 0.019 Uiso calc U . R 1 . .
C C12B 1.00743(19) -0.01168(14) 0.79660(13) 0.0204(5) Uani d . . . 1 . .
H H12C 1.0076 -0.016 0.7437 0.024 Uiso calc U . R 1 . .
H H12D 1.079 -0.0248 0.8162 0.024 Uiso calc U . R 1 . .
C C13B 0.9013(2) -0.08321(15) 0.79173(15) 0.0284(6) Uani d . . . 1 . .
H H13C 0.8304 -0.0749 0.7657 0.034 Uiso calc U . R 1 . .
H H13D 0.907 -0.1461 0.7593 0.034 Uiso calc U . R 1 . .
C C14B 0.8909(2) -0.07447(15) 0.87221(16) 0.0321(6) Uani d . . . 1 . .
H H14C 0.956 -0.0918 0.8951 0.038 Uiso calc U . R 1 . .
H H14D 0.8178 -0.1179 0.8668 0.038 Uiso calc U . R 1 . .
C C15B 0.8925(2) 0.02383(15) 0.92743(14) 0.0250(5) Uani d . . . 1 . .
H H15C 0.822 0.0383 0.908 0.03 Uiso calc U . R 1 . .
H H15D 0.8911 0.0278 0.9801 0.03 Uiso calc U . R 1 . .
C C16B 0.99962(18) 0.09474(14) 0.93362(13) 0.0184(5) Uani d . . . 1 . .
H H16C 1.0702 0.0841 0.9576 0.022 Uiso calc U . R 1 . .
H H16D 0.9962 0.1578 0.9676 0.022 Uiso calc U . R 1 . .
C C21B 1.27823(18) 0.09441(14) 0.93533(13) 0.0182(5) Uani d . . . 1 . .
H H21D 1.3566 0.0863 0.9406 0.027 Uiso calc U . R 1 . .
H H21E 1.2213 0.034 0.9142 0.027 Uiso calc U . R 1 . .
H H21F 1.2689 0.1345 0.9868 0.027 Uiso calc U . R 1 . .
C C22B 1.27647(19) 0.07258(14) 0.76929(12) 0.0211(5) Uani d . . . 1 . .
H H22D 1.2404 0.0881 0.7289 0.032 Uiso calc U . R 1 . .
H H22E 1.2407 0.0078 0.756 0.032 Uiso calc U . R 1 . .
H H22F 1.3596 0.0819 0.772 0.032 Uiso calc U . R 1 . .
C C23B 1.37871(17) 0.25652(14) 0.91793(12) 0.0165(5) Uani d . . . 1 . .
H H23D 1.4517 0.2394 0.9231 0.025 Uiso calc U . R 1 . .
H H23E 1.3692 0.2942 0.9701 0.025 Uiso calc U . R 1 . .
H H23F 1.38 0.2921 0.8873 0.025 Uiso calc U . R 1 . .
C C31B 0.93971(18) 0.22898(14) 0.82852(13) 0.0171(5) Uani d . . . 1 . .
C C32B 0.8901(2) 0.26578(15) 0.89138(15) 0.0243(5) Uani d . . . 1 . .
C C33B 0.7736(2) 0.26015(17) 0.88233(17) 0.0329(6) Uani d . . . 1 . .
C C34B 0.7020(2) 0.21840(19) 0.8087(2) 0.0395(7) Uani d . . . 1 . .
C C35B 0.7466(2) 0.18160(18) 0.74408(17) 0.0348(7) Uani d . . . 1 . .
C C36B 0.8638(2) 0.18762(16) 0.75525(14) 0.0244(5) Uani d . . . 1 . .
C C41B 1.06151(17) 0.36522(13) 0.78885(12) 0.0131(4) Uani d . . . 1 . .
C C42B 1.01558(18) 0.43320(14) 0.83602(12) 0.0150(4) Uani d . . . 1 . .
C C43B 0.94543(19) 0.47724(14) 0.80933(13) 0.0180(5) Uani d . . . 1 . .
C C44B 0.91567(18) 0.45245(14) 0.73034(13) 0.0178(5) Uani d . . . 1 . .
C C45B 0.95653(18) 0.38491(14) 0.68032(12) 0.0178(5) Uani d . . . 1 . .
C C46B 1.02705(17) 0.34267(13) 0.70931(12) 0.0147(4) Uani d . . . 1 . .
N N51B 1.22801(14) 0.39690(11) 0.90770(9) 0.0118(4) Uani d . . . 1 . .
C C52B 1.21980(18) 0.40096(14) 0.97786(12) 0.0159(4) Uani d . . . 1 . .
H H52B 1.1638 0.3536 0.9802 0.019 Uiso calc U . R 1 . .
C C53B 1.29051(19) 0.47204(14) 1.04690(12) 0.0191(5) Uani d . . . 1 . .
H H53B 1.2839 0.4729 1.0959 0.023 Uiso calc U . R 1 . .
C C54B 1.37086(19) 0.54176(14) 1.04396(13) 0.0190(5) Uani d . . . 1 . .
H H54B 1.4197 0.5916 1.0908 0.023 Uiso calc U . R 1 . .
C C55B 1.37896(19) 0.53780(14) 0.97181(13) 0.0197(5) Uani d . . . 1 . .
H H55B 1.4336 0.5851 0.9684 0.024 Uiso calc U . R 1 . .
C C56B 1.30747(18) 0.46493(14) 0.90478(12) 0.0164(5) Uani d . . . 1 . .
H H56B 1.314 0.4622 0.8552 0.02 Uiso calc U . R 1 . .
F F32B 0.95632(12) 0.30668(9) 0.96549(8) 0.0303(3) Uani d . . . 1 . .
F F33B 0.72928(14) 0.29387(11) 0.94493(11) 0.0520(5) Uani d . . . 1 . .
F F34B 0.58728(13) 0.21145(12) 0.79822(12) 0.0624(6) Uani d . . . 1 . .
F F35B 0.67689(13) 0.13935(12) 0.67154(10) 0.0565(5) Uani d . . . 1 . .
F F36B 0.90446(12) 0.14895(9) 0.69125(8) 0.0329(3) Uani d . . . 1 . .
F F42B 1.03640(11) 0.45889(8) 0.91408(7) 0.0227(3) Uani d . . . 1 . .
F F43B 0.90501(11) 0.54269(9) 0.85900(7) 0.0274(3) Uani d . . . 1 . .
F F44B 0.84596(11) 0.49318(9) 0.70202(8) 0.0263(3) Uani d . . . 1 . .
F F45B 0.92893(11) 0.36108(9) 0.60288(7) 0.0275(3) Uani d . . . 1 . .
F F46B 1.06067(11) 0.27726(8) 0.65428(7) 0.0234(3) 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
Cl1A B1A . 1.885(2) ?
Si1A C21A . 1.873(2) ?
Si1A C23A . 1.874(2) ?
Si1A C22A . 1.879(2) ?
Si1A C2A . 1.931(2) ?
B1A N51A . 1.619(3) ?
B1A C1A . 1.626(3) ?
B1A C41A . 1.640(3) ?
C1A C2A . 1.363(3) ?
C1A C31A . 1.508(3) ?
C2A C11A . 1.535(3) ?
C11A C16A . 1.530(3) ?
C11A C12A . 1.540(3) ?
C11A H11A . 1.0 ?
C12A C13A . 1.528(3) ?
C12A H12A . 0.99 ?
C12A H12B . 0.99 ?
C13A C14A . 1.526(3) ?
C13A H13A . 0.99 ?
C13A H13B . 0.99 ?
C14A C15A . 1.519(3) ?
C14A H14A . 0.99 ?
C14A H14B . 0.99 ?
C15A C16A . 1.532(3) ?
C15A H15A . 0.99 ?
C15A H15B . 0.99 ?
C16A H16A . 0.99 ?
C16A H16B . 0.99 ?
C21A H21A . 0.98 ?
C21A H21B . 0.98 ?
C21A H21C . 0.98 ?
C22A H22A . 0.98 ?
C22A H22B . 0.98 ?
C22A H22C . 0.98 ?
C23A H23A . 0.98 ?
C23A H23B . 0.98 ?
C23A H23C . 0.98 ?
C31A C36A . 1.385(3) ?
C31A C32A . 1.388(3) ?
C32A F32A . 1.347(2) ?
C32A C33A . 1.380(3) ?
C33A F33A . 1.344(2) ?
C33A C34A . 1.381(3) ?
C34A F34A . 1.342(2) ?
C34A C35A . 1.373(3) ?
C35A F35A . 1.345(2) ?
C35A C36A . 1.380(3) ?
C36A F36A . 1.350(2) ?
C41A C46A . 1.389(3) ?
C41A C42A . 1.398(3) ?
C42A F42A . 1.358(2) ?
C42A C43A . 1.375(3) ?
C43A F43A . 1.348(2) ?
C43A C44A . 1.371(3) ?
C44A F44A . 1.344(2) ?
C44A C45A . 1.377(3) ?
C45A F45A . 1.350(2) ?
C45A C46A . 1.380(3) ?
C46A F46A . 1.355(2) ?
N51A C52A . 1.343(3) ?
N51A C56A . 1.353(2) ?
C52A C53A . 1.380(3) ?
C52A H52A . 0.95 ?
C53A C54A . 1.378(3) ?
C53A H53A . 0.95 ?
C54A C55A . 1.379(3) ?
C54A H54A . 0.95 ?
C55A C56A . 1.376(3) ?
C55A H55A . 0.95 ?
C56A H56A . 0.95 ?
Cl1B B1B . 1.877(2) ?
Si1B C22B . 1.876(2) ?
Si1B C23B . 1.876(2) ?
Si1B C21B . 1.887(2) ?
Si1B C2B . 1.924(2) ?
B1B C1B . 1.628(3) ?
B1B N51B . 1.628(3) ?
B1B C41B . 1.650(3) ?
C1B C2B . 1.360(3) ?
C1B C31B . 1.516(3) ?
C2B C11B . 1.539(3) ?
C11B C16B . 1.532(3) ?
C11B C12B . 1.537(3) ?
C11B H11B . 1.0 ?
C12B C13B . 1.532(3) ?
C12B H12C . 0.99 ?
C12B H12D . 0.99 ?
C13B C14B . 1.519(3) ?
C13B H13C . 0.99 ?
C13B H13D . 0.99 ?
C14B C15B . 1.527(3) ?
C14B H14C . 0.99 ?
C14B H14D . 0.99 ?
C15B C16B . 1.526(3) ?
C15B H15C . 0.99 ?
C15B H15D . 0.99 ?
C16B H16C . 0.99 ?
C16B H16D . 0.99 ?
C21B H21D . 0.98 ?
C21B H21E . 0.98 ?
C21B H21F . 0.98 ?
C22B H22D . 0.98 ?
C22B H22E . 0.98 ?
C22B H22F . 0.98 ?
C23B H23D . 0.98 ?
C23B H23E . 0.98 ?
C23B H23F . 0.98 ?
C31B C36B . 1.383(3) ?
C31B C32B . 1.393(3) ?
C32B F32B . 1.350(3) ?
C32B C33B . 1.377(3) ?
C33B F33B . 1.341(3) ?
C33B C34B . 1.367(4) ?
C34B F34B . 1.352(3) ?
C34B C35B . 1.381(4) ?
C35B F35B . 1.342(3) ?
C35B C36B . 1.383(3) ?
C36B F36B . 1.348(3) ?
C41B C42B . 1.392(3) ?
C41B C46B . 1.396(3) ?
C42B F42B . 1.354(2) ?
C42B C43B . 1.382(3) ?
C43B F43B . 1.345(2) ?
C43B C44B . 1.374(3) ?
C44B F44B . 1.352(2) ?
C44B C45B . 1.371(3) ?
C45B F45B . 1.348(2) ?
C45B C46B . 1.384(3) ?
C46B F46B . 1.345(2) ?
N51B C52B . 1.341(3) ?
N51B C56B . 1.355(3) ?
C52B C53B . 1.381(3) ?
C52B H52B . 0.95 ?
C53B C54B . 1.381(3) ?
C53B H53B . 0.95 ?
C54B C55B . 1.379(3) ?
C54B H54B . 0.95 ?
C55B C56B . 1.375(3) ?
C55B H55B . 0.95 ?
C56B H56B . 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
C21A Si1A C23A . . 109.99(10) ?
C21A Si1A C22A . . 108.09(12) ?
C23A Si1A C22A . . 99.27(10) ?
C21A Si1A C2A . . 106.24(10) ?
C23A Si1A C2A . . 119.34(9) ?
C22A Si1A C2A . . 113.49(10) ?
N51A B1A C1A . . 111.01(16) ?
N51A B1A C41A . . 107.94(16) ?
C1A B1A C41A . . 114.61(16) ?
N51A B1A Cl1A . . 104.64(13) ?
C1A B1A Cl1A . . 110.64(14) ?
C41A B1A Cl1A . . 107.45(14) ?
C2A C1A C31A . . 118.03(17) ?
C2A C1A B1A . . 129.25(18) ?
C31A C1A B1A . . 112.69(16) ?
C1A C2A C11A . . 118.50(18) ?
C1A C2A Si1A . . 125.91(15) ?
C11A C2A Si1A . . 115.30(14) ?
C16A C11A C2A . . 116.16(17) ?
C16A C11A C12A . . 111.34(17) ?
C2A C11A C12A . . 111.39(16) ?
C16A C11A H11A . . 105.7 ?
C2A C11A H11A . . 105.7 ?
C12A C11A H11A . . 105.7 ?
C13A C12A C11A . . 111.39(17) ?
C13A C12A H12A . . 109.4 ?
C11A C12A H12A . . 109.4 ?
C13A C12A H12B . . 109.4 ?
C11A C12A H12B . . 109.4 ?
H12A C12A H12B . . 108.0 ?
C14A C13A C12A . . 111.37(19) ?
C14A C13A H13A . . 109.4 ?
C12A C13A H13A . . 109.4 ?
C14A C13A H13B . . 109.4 ?
C12A C13A H13B . . 109.4 ?
H13A C13A H13B . . 108.0 ?
C15A C14A C13A . . 111.72(18) ?
C15A C14A H14A . . 109.3 ?
C13A C14A H14A . . 109.3 ?
C15A C14A H14B . . 109.3 ?
C13A C14A H14B . . 109.3 ?
H14A C14A H14B . . 107.9 ?
C14A C15A C16A . . 111.75(18) ?
C14A C15A H15A . . 109.3 ?
C16A C15A H15A . . 109.3 ?
C14A C15A H15B . . 109.3 ?
C16A C15A H15B . . 109.3 ?
H15A C15A H15B . . 107.9 ?
C11A C16A C15A . . 110.27(18) ?
C11A C16A H16A . . 109.6 ?
C15A C16A H16A . . 109.6 ?
C11A C16A H16B . . 109.6 ?
C15A C16A H16B . . 109.6 ?
H16A C16A H16B . . 108.1 ?
Si1A C21A H21A . . 109.5 ?
Si1A C21A H21B . . 109.5 ?
H21A C21A H21B . . 109.5 ?
Si1A C21A H21C . . 109.5 ?
H21A C21A H21C . . 109.5 ?
H21B C21A H21C . . 109.5 ?
Si1A C22A H22A . . 109.5 ?
Si1A C22A H22B . . 109.5 ?
H22A C22A H22B . . 109.5 ?
Si1A C22A H22C . . 109.5 ?
H22A C22A H22C . . 109.5 ?
H22B C22A H22C . . 109.5 ?
Si1A C23A H23A . . 109.5 ?
Si1A C23A H23B . . 109.5 ?
H23A C23A H23B . . 109.5 ?
Si1A C23A H23C . . 109.5 ?
H23A C23A H23C . . 109.5 ?
H23B C23A H23C . . 109.5 ?
C36A C31A C32A . . 115.45(18) ?
C36A C31A C1A . . 123.28(17) ?
C32A C31A C1A . . 121.22(17) ?
F32A C32A C33A . . 117.34(17) ?
F32A C32A C31A . . 119.80(18) ?
C33A C32A C31A . . 122.85(18) ?
F33A C33A C32A . . 120.72(18) ?
F33A C33A C34A . . 119.73(18) ?
C32A C33A C34A . . 119.52(18) ?
F34A C34A C35A . . 120.39(18) ?
F34A C34A C33A . . 120.07(18) ?
C35A C34A C33A . . 119.52(18) ?
F35A C35A C34A . . 119.78(18) ?
F35A C35A C36A . . 120.71(18) ?
C34A C35A C36A . . 119.51(18) ?
F36A C36A C35A . . 117.95(17) ?
F36A C36A C31A . . 118.90(17) ?
C35A C36A C31A . . 123.14(18) ?
C46A C41A C42A . . 112.94(18) ?
C46A C41A B1A . . 125.98(18) ?
C42A C41A B1A . . 121.08(17) ?
F42A C42A C43A . . 115.58(18) ?
F42A C42A C41A . . 119.84(18) ?
C43A C42A C41A . . 124.57(19) ?
F43A C43A C44A . . 119.71(19) ?
F43A C43A C42A . . 120.67(19) ?
C44A C43A C42A . . 119.6(2) ?
F44A C44A C43A . . 120.5(2) ?
F44A C44A C45A . . 120.58(19) ?
C43A C44A C45A . . 118.91(19) ?
F45A C45A C44A . . 119.79(19) ?
F45A C45A C46A . . 120.52(19) ?
C44A C45A C46A . . 119.69(19) ?
F46A C46A C45A . . 114.66(18) ?
F46A C46A C41A . . 121.06(18) ?
C45A C46A C41A . . 124.27(19) ?
C52A N51A C56A . . 118.52(17) ?
C52A N51A B1A . . 121.97(16) ?
C56A N51A B1A . . 119.45(16) ?
N51A C52A C53A . . 122.04(19) ?
N51A C52A H52A . . 119.0 ?
C53A C52A H52A . . 119.0 ?
C54A C53A C52A . . 119.3(2) ?
C54A C53A H53A . . 120.4 ?
C52A C53A H53A . . 120.4 ?
C53A C54A C55A . . 118.9(2) ?
C53A C54A H54A . . 120.5 ?
C55A C54A H54A . . 120.5 ?
C56A C55A C54A . . 119.4(2) ?
C56A C55A H55A . . 120.3 ?
C54A C55A H55A . . 120.3 ?
N51A C56A C55A . . 121.8(2) ?
N51A C56A H56A . . 119.1 ?
C55A C56A H56A . . 119.1 ?
C22B Si1B C23B . . 110.01(10) ?
C22B Si1B C21B . . 108.73(10) ?
C23B Si1B C21B . . 99.70(9) ?
C22B Si1B C2B . . 109.04(9) ?
C23B Si1B C2B . . 117.76(9) ?
C21B Si1B C2B . . 111.06(9) ?
C1B B1B N51B . . 111.80(16) ?
C1B B1B C41B . . 112.48(17) ?
N51B B1B C41B . . 106.32(16) ?
C1B B1B Cl1B . . 111.85(14) ?
N51B B1B Cl1B . . 104.38(14) ?
C41B B1B Cl1B . . 109.56(14) ?
C2B C1B C31B . . 117.47(18) ?
C2B C1B B1B . . 129.50(18) ?
C31B C1B B1B . . 112.87(16) ?
C1B C2B C11B . . 118.00(18) ?
C1B C2B Si1B . . 126.72(16) ?
C11B C2B Si1B . . 115.19(14) ?
C16B C11B C12B . . 111.27(17) ?
C16B C11B C2B . . 114.15(16) ?
C12B C11B C2B . . 113.94(17) ?
C16B C11B H11B . . 105.5 ?
C12B C11B H11B . . 105.5 ?
C2B C11B H11B . . 105.5 ?
C13B C12B C11B . . 110.29(18) ?
C13B C12B H12C . . 109.6 ?
C11B C12B H12C . . 109.6 ?
C13B C12B H12D . . 109.6 ?
C11B C12B H12D . . 109.6 ?
H12C C12B H12D . . 108.1 ?
C14B C13B C12B . . 111.96(19) ?
C14B C13B H13C . . 109.2 ?
C12B C13B H13C . . 109.2 ?
C14B C13B H13D . . 109.2 ?
C12B C13B H13D . . 109.2 ?
H13C C13B H13D . . 107.9 ?
C13B C14B C15B . . 111.68(19) ?
C13B C14B H14C . . 109.3 ?
C15B C14B H14C . . 109.3 ?
C13B C14B H14D . . 109.3 ?
C15B C14B H14D . . 109.3 ?
H14C C14B H14D . . 107.9 ?
C16B C15B C14B . . 111.62(19) ?
C16B C15B H15C . . 109.3 ?
C14B C15B H15C . . 109.3 ?
C16B C15B H15D . . 109.3 ?
C14B C15B H15D . . 109.3 ?
H15C C15B H15D . . 108.0 ?
C15B C16B C11B . . 109.82(18) ?
C15B C16B H16C . . 109.7 ?
C11B C16B H16C . . 109.7 ?
C15B C16B H16D . . 109.7 ?
C11B C16B H16D . . 109.7 ?
H16C C16B H16D . . 108.2 ?
Si1B C21B H21D . . 109.5 ?
Si1B C21B H21E . . 109.5 ?
H21D C21B H21E . . 109.5 ?
Si1B C21B H21F . . 109.5 ?
H21D C21B H21F . . 109.5 ?
H21E C21B H21F . . 109.5 ?
Si1B C22B H22D . . 109.5 ?
Si1B C22B H22E . . 109.5 ?
H22D C22B H22E . . 109.5 ?
Si1B C22B H22F . . 109.5 ?
H22D C22B H22F . . 109.5 ?
H22E C22B H22F . . 109.5 ?
Si1B C23B H23D . . 109.5 ?
Si1B C23B H23E . . 109.5 ?
H23D C23B H23E . . 109.5 ?
Si1B C23B H23F . . 109.5 ?
H23D C23B H23F . . 109.5 ?
H23E C23B H23F . . 109.5 ?
C36B C31B C32B . . 115.2(2) ?
C36B C31B C1B . . 121.9(2) ?
C32B C31B C1B . . 122.9(2) ?
F32B C32B C33B . . 117.0(2) ?
F32B C32B C31B . . 119.9(2) ?
C33B C32B C31B . . 123.1(2) ?
F33B C33B C34B . . 119.6(2) ?
F33B C33B C32B . . 120.8(3) ?
C34B C33B C32B . . 119.6(2) ?
F34B C34B C33B . . 120.7(3) ?
F34B C34B C35B . . 119.3(3) ?
C33B C34B C35B . . 120.0(2) ?
F35B C35B C34B . . 120.5(2) ?
F35B C35B C36B . . 120.5(3) ?
C34B C35B C36B . . 119.0(2) ?
F36B C36B C35B . . 117.8(2) ?
F36B C36B C31B . . 119.0(2) ?
C35B C36B C31B . . 123.2(2) ?
C42B C41B C46B . . 113.13(18) ?
C42B C41B B1B . . 121.65(18) ?
C46B C41B B1B . . 125.16(18) ?
F42B C42B C43B . . 115.09(18) ?
F42B C42B C41B . . 119.93(18) ?
C43B C42B C41B . . 124.96(19) ?
F43B C43B C44B . . 119.79(19) ?
F43B C43B C42B . . 121.22(19) ?
C44B C43B C42B . . 118.98(19) ?
F44B C44B C45B . . 120.26(19) ?
F44B C44B C43B . . 120.61(19) ?
C45B C44B C43B . . 119.12(19) ?
F45B C45B C44B . . 119.45(18) ?
F45B C45B C46B . . 120.32(19) ?
C44B C45B C46B . . 120.22(19) ?
F46B C46B C45B . . 114.43(18) ?
F46B C46B C41B . . 122.01(18) ?
C45B C46B C41B . . 123.56(19) ?
C52B N51B C56B . . 118.83(17) ?
C52B N51B B1B . . 122.65(17) ?
C56B N51B B1B . . 118.49(16) ?
N51B C52B C53B . . 121.84(19) ?
N51B C52B H52B . . 119.1 ?
C53B C52B H52B . . 119.1 ?
C54B C53B C52B . . 119.3(2) ?
C54B C53B H53B . . 120.3 ?
C52B C53B H53B . . 120.3 ?
C55B C54B C53B . . 118.8(2) ?
C55B C54B H54B . . 120.6 ?
C53B C54B H54B . . 120.6 ?
C56B C55B C54B . . 119.5(2) ?
C56B C55B H55B . . 120.2 ?
C54B C55B H55B . . 120.2 ?
N51B C56B C55B . . 121.62(19) ?
N51B C56B H56B . . 119.2 ?
C55B C56B H56B . . 119.2 ?

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
N51A B1A C1A C2A . . . . 57.3(3) ?
C41A B1A C1A C2A . . . . 179.96(19) ?
Cl1A B1A C1A C2A . . . . -58.4(2) ?
N51A B1A C1A C31A . . . . -124.49(17) ?
C41A B1A C1A C31A . . . . -1.9(2) ?
Cl1A B1A C1A C31A . . . . 119.79(16) ?
C31A C1A C2A C11A . . . . 10.4(3) ?
B1A C1A C2A C11A . . . . -171.51(18) ?
C31A C1A C2A Si1A . . . . -163.08(14) ?
B1A C1A C2A Si1A . . . . 15.0(3) ?
C1A C2A C11A C16A . . . . -124.4(2) ?
Si1A C2A C11A C16A . . . . 49.7(2) ?
C1A C2A C11A C12A . . . . 106.7(2) ?
Si1A C2A C11A C12A . . . . -79.14(19) ?
C16A C11A C12A C13A . . . . 55.3(2) ?
C2A C11A C12A C13A . . . . -173.33(18) ?
C11A C12A C13A C14A . . . . -54.0(3) ?
C12A C13A C14A C15A . . . . 54.3(3) ?
C13A C14A C15A C16A . . . . -55.7(3) ?
C2A C11A C16A C15A . . . . 175.34(18) ?
C12A C11A C16A C15A . . . . -55.7(2) ?
C14A C15A C16A C11A . . . . 56.1(2) ?
C2A C1A C31A C36A . . . . -106.6(2) ?
B1A C1A C31A C36A . . . . 75.0(2) ?
C2A C1A C31A C32A . . . . 76.0(2) ?
B1A C1A C31A C32A . . . . -102.4(2) ?
C36A C31A C32A F32A . . . . 179.00(16) ?
C1A C31A C32A F32A . . . . -3.4(3) ?
C36A C31A C32A C33A . . . . 0.1(3) ?
C1A C31A C32A C33A . . . . 177.69(18) ?
F32A C32A C33A F33A . . . . -0.1(3) ?
C31A C32A C33A F33A . . . . 178.81(17) ?
F32A C32A C33A C34A . . . . -178.24(16) ?
C31A C32A C33A C34A . . . . 0.7(3) ?
F33A C33A C34A F34A . . . . -0.4(3) ?
C32A C33A C34A F34A . . . . 177.78(17) ?
F33A C33A C34A C35A . . . . -178.84(17) ?
C32A C33A C34A C35A . . . . -0.7(3) ?
F34A C34A C35A F35A . . . . 1.1(3) ?
C33A C34A C35A F35A . . . . 179.52(17) ?
F34A C34A C35A C36A . . . . -178.54(17) ?
C33A C34A C35A C36A . . . . -0.1(3) ?
F35A C35A C36A F36A . . . . 0.4(3) ?
C34A C35A C36A F36A . . . . 179.95(17) ?
F35A C35A C36A C31A . . . . -178.67(17) ?
C34A C35A C36A C31A . . . . 0.9(3) ?
C32A C31A C36A F36A . . . . -179.93(16) ?
C1A C31A C36A F36A . . . . 2.5(3) ?
C32A C31A C36A C35A . . . . -0.9(3) ?
C1A C31A C36A C35A . . . . -178.44(18) ?
N51A B1A C41A C46A . . . . 16.7(3) ?
C1A B1A C41A C46A . . . . -107.5(2) ?
Cl1A B1A C41A C46A . . . . 129.06(19) ?
N51A B1A C41A C42A . . . . -163.90(17) ?
C1A B1A C41A C42A . . . . 71.8(2) ?
Cl1A B1A C41A C42A . . . . -51.6(2) ?
C46A C41A C42A F42A . . . . 178.08(17) ?
B1A C41A C42A F42A . . . . -1.4(3) ?
C46A C41A C42A C43A . . . . -0.5(3) ?
B1A C41A C42A C43A . . . . -179.9(2) ?
F42A C42A C43A F43A . . . . -0.7(3) ?
C41A C42A C43A F43A . . . . 177.85(19) ?
F42A C42A C43A C44A . . . . -178.69(19) ?
C41A C42A C43A C44A . . . . -0.1(3) ?
F43A C43A C44A F44A . . . . 0.9(3) ?
C42A C43A C44A F44A . . . . 178.9(2) ?
F43A C43A C44A C45A . . . . -178.32(19) ?
C42A C43A C44A C45A . . . . -0.4(3) ?
F44A C44A C45A F45A . . . . 2.2(3) ?
C43A C44A C45A F45A . . . . -178.53(19) ?
F44A C44A C45A C46A . . . . -177.85(19) ?
C43A C44A C45A C46A . . . . 1.4(3) ?
F45A C45A C46A F46A . . . . -2.7(3) ?
C44A C45A C46A F46A . . . . 177.35(18) ?
F45A C45A C46A C41A . . . . 177.82(19) ?
C44A C45A C46A C41A . . . . -2.1(3) ?
C42A C41A C46A F46A . . . . -177.85(17) ?
B1A C41A C46A F46A . . . . 1.6(3) ?
C42A C41A C46A C45A . . . . 1.6(3) ?
B1A C41A C46A C45A . . . . -179.0(2) ?
C1A B1A N51A C52A . . . . 20.2(2) ?
C41A B1A N51A C52A . . . . -106.2(2) ?
Cl1A B1A N51A C52A . . . . 139.57(16) ?
C1A B1A N51A C56A . . . . -162.77(17) ?
C41A B1A N51A C56A . . . . 70.8(2) ?
Cl1A B1A N51A C56A . . . . -43.4(2) ?
C56A N51A C52A C53A . . . . 2.4(3) ?
B1A N51A C52A C53A . . . . 179.42(18) ?
N51A C52A C53A C54A . . . . -1.2(3) ?
C52A C53A C54A C55A . . . . -0.5(3) ?
C53A C54A C55A C56A . . . . 0.9(3) ?
C52A N51A C56A C55A . . . . -1.9(3) ?
B1A N51A C56A C55A . . . . -179.04(19) ?
C54A C55A C56A N51A . . . . 0.3(3) ?
N51B B1B C1B C2B . . . . -75.4(3) ?
C41B B1B C1B C2B . . . . 165.03(19) ?
Cl1B B1B C1B C2B . . . . 41.2(3) ?
N51B B1B C1B C31B . . . . 109.20(19) ?
C41B B1B C1B C31B . . . . -10.3(2) ?
Cl1B B1B C1B C31B . . . . -134.14(16) ?
C31B C1B C2B C11B . . . . 3.0(3) ?
B1B C1B C2B C11B . . . . -172.21(19) ?
C31B C1B C2B Si1B . . . . 179.40(14) ?
B1B C1B C2B Si1B . . . . 4.2(3) ?
C1B C2B C11B C16B . . . . -103.8(2) ?
Si1B C2B C11B C16B . . . . 79.34(19) ?
C1B C2B C11B C12B . . . . 126.8(2) ?
Si1B C2B C11B C12B . . . . -50.0(2) ?
C16B C11B C12B C13B . . . . 56.7(2) ?
C2B C11B C12B C13B . . . . -172.55(18) ?
C11B C12B C13B C14B . . . . -54.5(3) ?
C12B C13B C14B C15B . . . . 53.9(3) ?
C13B C14B C15B C16B . . . . -55.0(3) ?
C14B C15B C16B C11B . . . . 56.5(3) ?
C12B C11B C16B C15B . . . . -57.7(2) ?
C2B C11B C16B C15B . . . . 171.61(17) ?
C2B C1B C31B C36B . . . . -94.2(2) ?
B1B C1B C31B C36B . . . . 81.8(2) ?
C2B C1B C31B C32B . . . . 84.6(2) ?
B1B C1B C31B C32B . . . . -99.4(2) ?
C36B C31B C32B F32B . . . . 179.17(18) ?
C1B C31B C32B F32B . . . . 0.3(3) ?
C36B C31B C32B C33B . . . . 1.4(3) ?
C1B C31B C32B C33B . . . . -177.5(2) ?
F32B C32B C33B F33B . . . . -0.2(3) ?
C31B C32B C33B F33B . . . . 177.7(2) ?
F32B C32B C33B C34B . . . . -179.2(2) ?
C31B C32B C33B C34B . . . . -1.3(3) ?
F33B C33B C34B F34B . . . . 0.6(4) ?
C32B C33B C34B F34B . . . . 179.6(2) ?
F33B C33B C34B C35B . . . . -178.5(2) ?
C32B C33B C34B C35B . . . . 0.5(4) ?
F34B C34B C35B F35B . . . . 0.0(4) ?
C33B C34B C35B F35B . . . . 179.1(2) ?
F34B C34B C35B C36B . . . . -179.0(2) ?
C33B C34B C35B C36B . . . . 0.1(4) ?
F35B C35B C36B F36B . . . . -0.7(3) ?
C34B C35B C36B F36B . . . . 178.3(2) ?
F35B C35B C36B C31B . . . . -179.0(2) ?
C34B C35B C36B C31B . . . . 0.0(4) ?
C32B C31B C36B F36B . . . . -178.97(18) ?
C1B C31B C36B F36B . . . . -0.1(3) ?
C32B C31B C36B C35B . . . . -0.7(3) ?
C1B C31B C36B C35B . . . . 178.2(2) ?
C1B B1B C41B C42B . . . . 82.1(2) ?
N51B B1B C41B C42B . . . . -40.6(2) ?
Cl1B B1B C41B C42B . . . . -152.85(17) ?
C1B B1B C41B C46B . . . . -95.1(2) ?
N51B B1B C41B C46B . . . . 142.23(19) ?
Cl1B B1B C41B C46B . . . . 30.0(3) ?
C46B C41B C42B F42B . . . . 176.58(17) ?
B1B C41B C42B F42B . . . . -0.9(3) ?
C46B C41B C42B C43B . . . . -1.7(3) ?
B1B C41B C42B C43B . . . . -179.2(2) ?
F42B C42B C43B F43B . . . . 2.0(3) ?
C41B C42B C43B F43B . . . . -179.67(19) ?
F42B C42B C43B C44B . . . . -177.19(18) ?
C41B C42B C43B C44B . . . . 1.2(3) ?
F43B C43B C44B F44B . . . . -0.1(3) ?
C42B C43B C44B F44B . . . . 179.12(19) ?
F43B C43B C44B C45B . . . . -179.30(19) ?
C42B C43B C44B C45B . . . . -0.1(3) ?
F44B C44B C45B F45B . . . . 1.6(3) ?
C43B C44B C45B F45B . . . . -179.14(19) ?
F44B C44B C45B C46B . . . . -179.42(19) ?
C43B C44B C45B C46B . . . . -0.2(3) ?
F45B C45B C46B F46B . . . . -1.5(3) ?
C44B C45B C46B F46B . . . . 179.60(19) ?
F45B C45B C46B C41B . . . . 178.45(18) ?
C44B C45B C46B C41B . . . . -0.5(3) ?
C42B C41B C46B F46B . . . . -178.75(18) ?
B1B C41B C46B F46B . . . . -1.4(3) ?
C42B C41B C46B C45B . . . . 1.4(3) ?
B1B C41B C46B C45B . . . . 178.7(2) ?
C1B B1B N51B C52B . . . . -10.7(3) ?
C41B B1B N51B C52B . . . . 112.4(2) ?
Cl1B B1B N51B C52B . . . . -131.76(17) ?
C1B B1B N51B C56B . . . . 171.49(17) ?
C41B B1B N51B C56B . . . . -65.4(2) ?
Cl1B B1B N51B C56B . . . . 50.4(2) ?
C56B N51B C52B C53B . . . . -0.5(3) ?
B1B N51B C52B C53B . . . . -178.31(19) ?
N51B C52B C53B C54B . . . . 1.0(3) ?
C52B C53B C54B C55B . . . . -0.7(3) ?
C53B C54B C55B C56B . . . . -0.1(3) ?
C52B N51B C56B C55B . . . . -0.3(3) ?
B1B N51B C56B C55B . . . . 177.59(19) ?
C54B C55B C56B N51B . . . . 0.6(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_erk9392
_database_code_depnum_ccdc_archive 'CCDC 1892611'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H24 B Cl F10 Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         604.87

_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                   10.4024(5)
_cell_length_b                   30.1347(15)
_cell_length_c                   9.5483(5)
_cell_angle_alpha                90
_cell_angle_beta                 114.5760(10)
_cell_angle_gamma                90
_cell_volume                     2722.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9804
_cell_measurement_theta_min      4.8998
_cell_measurement_theta_max      70.0580
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.281
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.092
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1232

_exptl_absorpt_coefficient_mu    2.847
_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  0.60
_exptl_absorpt_correction_T_max  0.78

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_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 10.4167

_diffrn_reflns_number            42366
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_theta_min         4.67
_diffrn_reflns_theta_max         70.13
_diffrn_reflns_theta_full        70.13
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11

_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             5168
_reflns_number_gt                4996
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0907
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_refine_ls_number_reflns         5168
_refine_ls_number_parameters     351
_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+1.9785P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.299
_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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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 0.3305(2) 0.62738(6) 0.4460(2) 0.0207(4) Uani d . . . 1 . .
C C1 0.30384(19) 0.62531(6) 0.01811(19) 0.0243(4) Uani d . . . 1 . .
H H1A 0.4011 0.6361 0.053 0.037 Uiso calc U . R 1 . .
H H1B 0.239 0.6465 -0.0554 0.037 Uiso calc U . R 1 . .
H H1C 0.2951 0.5964 -0.0319 0.037 Uiso calc U . R 1 . .
Cl Cl1 0.44312(5) 0.59467(2) 0.60168(5) 0.02890(12) Uani d . . . 1 . .
Si Si1 0.08011(5) 0.59891(2) 0.10201(5) 0.02150(12) Uani d . . . 1 . .
C C2 0.26710(18) 0.62066(5) 0.15517(19) 0.0208(3) Uani d . . . 1 . .
Si Si2 0.59779(5) 0.55299(2) 0.27536(6) 0.02394(12) Uani d . . . 1 . .
C C3 0.36301(17) 0.62913(5) 0.30038(19) 0.0193(3) Uani d . . . 1 . .
C C4 0.51570(17) 0.64118(5) 0.33823(18) 0.0193(3) Uani d . . . 1 . .
C C5 0.61426(18) 0.61385(6) 0.33002(18) 0.0207(3) Uani d . . . 1 . .
C C6 0.76383(18) 0.62994(6) 0.3726(2) 0.0241(4) Uani d . . . 1 . .
H H6A 0.7655 0.6625 0.3748 0.036 Uiso calc U . R 1 . .
H H6B 0.7967 0.6193 0.2962 0.036 Uiso calc U . R 1 . .
H H6C 0.826 0.6185 0.4745 0.036 Uiso calc U . R 1 . .
C C11 0.0305(2) 0.56292(7) -0.0725(2) 0.0320(4) Uani d . . . 1 . .
H H11A -0.064 0.5506 -0.1001 0.048 Uiso calc U . R 1 . .
H H11B 0.099 0.5387 -0.0504 0.048 Uiso calc U . R 1 . .
H H11C 0.0306 0.5807 -0.1585 0.048 Uiso calc U . R 1 . .
C C12 0.0699(2) 0.56298(6) 0.2570(2) 0.0283(4) Uani d . . . 1 . .
H H12A -0.0208 0.5473 0.217 0.042 Uiso calc U . R 1 . .
H H12B 0.0777 0.5815 0.3446 0.042 Uiso calc U . R 1 . .
H H12C 0.1473 0.5414 0.2906 0.042 Uiso calc U . R 1 . .
C C13 -0.05030(19) 0.64525(6) 0.0551(2) 0.0290(4) Uani d . . . 1 . .
H H13A -0.0401 0.6647 -0.022 0.043 Uiso calc U . R 1 . .
H H13B -0.0329 0.6623 0.1486 0.043 Uiso calc U . R 1 . .
H H13C -0.1463 0.6331 0.0139 0.043 Uiso calc U . R 1 . .
C C14 0.7511(2) 0.52468(7) 0.4307(3) 0.0393(5) Uani d . . . 1 . .
H H14A 0.7481 0.5301 0.5305 0.059 Uiso calc U . R 1 . .
H H14B 0.8395 0.5364 0.4324 0.059 Uiso calc U . R 1 . .
H H14C 0.7458 0.4927 0.4106 0.059 Uiso calc U . R 1 . .
C C15 0.6190(2) 0.54879(7) 0.0900(2) 0.0358(5) Uani d . . . 1 . .
H H15A 0.633 0.5177 0.0701 0.054 Uiso calc U . R 1 . .
H H15B 0.7011 0.5663 0.0977 0.054 Uiso calc U . R 1 . .
H H15C 0.5339 0.5602 0.0054 0.054 Uiso calc U . R 1 . .
C C16 0.4339(2) 0.52372(6) 0.2584(2) 0.0285(4) Uani d . . . 1 . .
H H16A 0.4444 0.4918 0.2468 0.043 Uiso calc U . R 1 . .
H H16B 0.353 0.5349 0.1681 0.043 Uiso calc U . R 1 . .
H H16C 0.4181 0.5291 0.3513 0.043 Uiso calc U . R 1 . .
C C21 0.55353(17) 0.68778(6) 0.39813(19) 0.0198(3) Uani d . . . 1 . .
C C22 0.64663(18) 0.69695(6) 0.5493(2) 0.0223(3) Uani d . . . 1 . .
F F22 0.70849(11) 0.66365(4) 0.64734(11) 0.0279(2) Uani d . . . 1 . .
C C23 0.67998(18) 0.73981(6) 0.6043(2) 0.0244(4) Uani d . . . 1 . .
F F23 0.77249(11) 0.74718(4) 0.75083(12) 0.0307(2) Uani d . . . 1 . .
C C24 0.61852(19) 0.77525(6) 0.5090(2) 0.0254(4) Uani d . . . 1 . .
F F24 0.64693(12) 0.81685(4) 0.56209(14) 0.0339(3) Uani d . . . 1 . .
C C25 0.52477(18) 0.76766(6) 0.3587(2) 0.0234(4) Uani d . . . 1 . .
F F25 0.46400(12) 0.80198(3) 0.26475(13) 0.0317(2) Uani d . . . 1 . .
C C26 0.49480(17) 0.72466(6) 0.30552(19) 0.0208(3) Uani d . . . 1 . .
F F26 0.40425(10) 0.71886(3) 0.15718(11) 0.0235(2) Uani d . . . 1 . .
C C31 0.21936(17) 0.65677(5) 0.47635(18) 0.0196(3) Uani d . . . 1 . .
C C32 0.18942(17) 0.70010(6) 0.42009(19) 0.0198(3) Uani d . . . 1 . .
F F32 0.24247(11) 0.71607(3) 0.32385(11) 0.0241(2) Uani d . . . 1 . .
C C33 0.10939(17) 0.72947(5) 0.46139(19) 0.0203(3) Uani d . . . 1 . .
F F33 0.09199(11) 0.77134(3) 0.41047(12) 0.0250(2) Uani d . . . 1 . .
C C34 0.04806(17) 0.71546(6) 0.55665(19) 0.0214(3) Uani d . . . 1 . .
F F34 -0.03454(11) 0.74286(3) 0.59222(12) 0.0266(2) Uani d . . . 1 . .
C C35 0.07089(18) 0.67262(6) 0.61271(18) 0.0211(3) Uani d . . . 1 . .
F F35 0.00860(11) 0.65857(3) 0.70252(11) 0.0251(2) Uani d . . . 1 . .
C C36 0.15544(18) 0.64445(5) 0.57395(19) 0.0206(3) Uani d . . . 1 . .
F F36 0.17073(11) 0.60306(3) 0.63071(11) 0.0258(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 C3 . 1.562(2) ?
B1 C31 . 1.576(2) ?
B1 Cl1 . 1.7622(19) ?
C1 C2 . 1.515(2) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
Si1 C13 . 1.8669(19) ?
Si1 C11 . 1.8720(19) ?
Si1 C12 . 1.8721(19) ?
Si1 C2 . 1.9104(18) ?
C2 C3 . 1.354(2) ?
Si2 C16 . 1.8660(19) ?
Si2 C14 . 1.871(2) ?
Si2 C15 . 1.877(2) ?
Si2 C5 . 1.8950(18) ?
C3 C4 . 1.519(2) ?
C4 C5 . 1.343(2) ?
C4 C21 . 1.505(2) ?
C5 C6 . 1.515(2) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
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 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C21 C22 . 1.391(2) ?
C21 C26 . 1.393(2) ?
C22 F22 . 1.340(2) ?
C22 C23 . 1.383(2) ?
C23 F23 . 1.346(2) ?
C23 C24 . 1.376(3) ?
C24 F24 . 1.338(2) ?
C24 C25 . 1.378(3) ?
C25 F25 . 1.342(2) ?
C25 C26 . 1.379(2) ?
C26 F26 . 1.347(2) ?
C31 C32 . 1.397(2) ?
C31 C36 . 1.401(2) ?
C32 F32 . 1.3427(19) ?
C32 C33 . 1.380(2) ?
C33 F33 . 1.3371(19) ?
C33 C34 . 1.377(2) ?
C34 F34 . 1.333(2) ?
C34 C35 . 1.380(2) ?
C35 F35 . 1.3404(19) ?
C35 C36 . 1.379(2) ?
C36 F36 . 1.3428(19) ?

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
C3 B1 C31 . . 126.27(15) ?
C3 B1 Cl1 . . 117.12(13) ?
C31 B1 Cl1 . . 116.11(13) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C13 Si1 C11 . . 108.41(9) ?
C13 Si1 C12 . . 110.36(9) ?
C11 Si1 C12 . . 106.47(9) ?
C13 Si1 C2 . . 111.41(8) ?
C11 Si1 C2 . . 107.96(8) ?
C12 Si1 C2 . . 112.01(8) ?
C3 C2 C1 . . 121.62(15) ?
C3 C2 Si1 . . 124.89(13) ?
C1 C2 Si1 . . 113.40(12) ?
C16 Si2 C14 . . 107.45(9) ?
C16 Si2 C15 . . 110.35(9) ?
C14 Si2 C15 . . 108.74(11) ?
C16 Si2 C5 . . 117.14(8) ?
C14 Si2 C5 . . 105.85(9) ?
C15 Si2 C5 . . 107.00(8) ?
C2 C3 C4 . . 122.75(15) ?
C2 C3 B1 . . 124.42(15) ?
C4 C3 B1 . . 112.83(14) ?
C5 C4 C21 . . 120.61(15) ?
C5 C4 C3 . . 125.99(15) ?
C21 C4 C3 . . 113.31(14) ?
C4 C5 C6 . . 120.78(15) ?
C4 C5 Si2 . . 128.76(13) ?
C6 C5 Si2 . . 110.42(12) ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
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 C14 H14A . . 109.5 ?
Si2 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
Si2 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
Si2 C15 H15A . . 109.5 ?
Si2 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
Si2 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
Si2 C16 H16A . . 109.5 ?
Si2 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
Si2 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C22 C21 C26 . . 115.62(15) ?
C22 C21 C4 . . 122.60(15) ?
C26 C21 C4 . . 121.77(15) ?
F22 C22 C23 . . 117.51(15) ?
F22 C22 C21 . . 120.06(15) ?
C23 C22 C21 . . 122.42(16) ?
F23 C23 C24 . . 119.61(16) ?
F23 C23 C22 . . 120.44(16) ?
C24 C23 C22 . . 119.95(16) ?
F24 C24 C23 . . 120.52(16) ?
F24 C24 C25 . . 119.93(17) ?
C23 C24 C25 . . 119.54(16) ?
F25 C25 C24 . . 120.06(16) ?
F25 C25 C26 . . 120.42(16) ?
C24 C25 C26 . . 119.53(16) ?
F26 C26 C25 . . 117.46(15) ?
F26 C26 C21 . . 119.61(15) ?
C25 C26 C21 . . 122.93(16) ?
C32 C31 C36 . . 114.32(15) ?
C32 C31 B1 . . 121.18(15) ?
C36 C31 B1 . . 124.12(15) ?
F32 C32 C33 . . 115.74(14) ?
F32 C32 C31 . . 120.59(15) ?
C33 C32 C31 . . 123.64(15) ?
F33 C33 C34 . . 119.98(15) ?
F33 C33 C32 . . 120.51(15) ?
C34 C33 C32 . . 119.51(15) ?
F34 C34 C33 . . 120.22(15) ?
F34 C34 C35 . . 120.38(15) ?
C33 C34 C35 . . 119.40(16) ?
F35 C35 C36 . . 120.61(15) ?
F35 C35 C34 . . 119.52(15) ?
C36 C35 C34 . . 119.86(15) ?
F36 C36 C35 . . 116.43(15) ?
F36 C36 C31 . . 120.35(15) ?
C35 C36 C31 . . 123.19(15) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_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 C2 C3 C4 . . . . -3.7(2) ?
Si1 C2 C3 C4 . . . . 172.58(12) ?
C1 C2 C3 B1 . . . . 176.74(15) ?
Si1 C2 C3 B1 . . . . -7.0(2) ?
C31 B1 C3 C2 . . . . -60.8(2) ?
Cl1 B1 C3 C2 . . . . 127.71(16) ?
C31 B1 C3 C4 . . . . 119.58(18) ?
Cl1 B1 C3 C4 . . . . -51.92(18) ?
C2 C3 C4 C5 . . . . -69.5(2) ?
B1 C3 C4 C5 . . . . 110.10(18) ?
C2 C3 C4 C21 . . . . 114.14(17) ?
B1 C3 C4 C21 . . . . -66.23(18) ?
C21 C4 C5 C6 . . . . -3.3(2) ?
C3 C4 C5 C6 . . . . -179.39(15) ?
C21 C4 C5 Si2 . . . . 174.45(12) ?
C3 C4 C5 Si2 . . . . -1.6(3) ?
C16 Si2 C5 C4 . . . . -10.24(19) ?
C14 Si2 C5 C4 . . . . -129.97(17) ?
C15 Si2 C5 C4 . . . . 114.18(17) ?
C16 Si2 C5 C6 . . . . 167.70(12) ?
C14 Si2 C5 C6 . . . . 47.97(14) ?
C15 Si2 C5 C6 . . . . -67.88(14) ?
C5 C4 C21 C22 . . . . -64.6(2) ?
C3 C4 C21 C22 . . . . 111.95(17) ?
C5 C4 C21 C26 . . . . 116.65(18) ?
C3 C4 C21 C26 . . . . -66.8(2) ?
C26 C21 C22 F22 . . . . 179.95(14) ?
C4 C21 C22 F22 . . . . 1.1(2) ?
C26 C21 C22 C23 . . . . -0.5(2) ?
C4 C21 C22 C23 . . . . -179.30(16) ?
F22 C22 C23 F23 . . . . 0.7(2) ?
C21 C22 C23 F23 . . . . -178.89(15) ?
F22 C22 C23 C24 . . . . -179.39(15) ?
C21 C22 C23 C24 . . . . 1.0(3) ?
F23 C23 C24 F24 . . . . -1.9(2) ?
C22 C23 C24 F24 . . . . 178.15(15) ?
F23 C23 C24 C25 . . . . 179.44(15) ?
C22 C23 C24 C25 . . . . -0.5(3) ?
F24 C24 C25 F25 . . . . 1.2(2) ?
C23 C24 C25 F25 . . . . 179.89(15) ?
F24 C24 C25 C26 . . . . -179.20(15) ?
C23 C24 C25 C26 . . . . -0.6(3) ?
F25 C25 C26 F26 . . . . 0.6(2) ?
C24 C25 C26 F26 . . . . -179.00(15) ?
F25 C25 C26 C21 . . . . -179.31(15) ?
C24 C25 C26 C21 . . . . 1.1(3) ?
C22 C21 C26 F26 . . . . 179.53(14) ?
C4 C21 C26 F26 . . . . -1.6(2) ?
C22 C21 C26 C25 . . . . -0.6(2) ?
C4 C21 C26 C25 . . . . 178.22(16) ?
C3 B1 C31 C32 . . . . -32.2(2) ?
Cl1 B1 C31 C32 . . . . 139.38(14) ?
C3 B1 C31 C36 . . . . 155.41(17) ?
Cl1 B1 C31 C36 . . . . -33.0(2) ?
C36 C31 C32 F32 . . . . -179.22(14) ?
B1 C31 C32 F32 . . . . 7.7(2) ?
C36 C31 C32 C33 . . . . 2.9(2) ?
B1 C31 C32 C33 . . . . -170.20(16) ?
F32 C32 C33 F33 . . . . -2.1(2) ?
C31 C32 C33 F33 . . . . 175.90(15) ?
F32 C32 C33 C34 . . . . 178.38(14) ?
C31 C32 C33 C34 . . . . -3.6(3) ?
F33 C33 C34 F34 . . . . 3.4(2) ?
C32 C33 C34 F34 . . . . -177.10(14) ?
F33 C33 C34 C35 . . . . -177.76(14) ?
C32 C33 C34 C35 . . . . 1.8(2) ?
F34 C34 C35 F35 . . . . 0.5(2) ?
C33 C34 C35 F35 . . . . -178.43(14) ?
F34 C34 C35 C36 . . . . 179.38(15) ?
C33 C34 C35 C36 . . . . 0.5(2) ?
F35 C35 C36 F36 . . . . 0.0(2) ?
C34 C35 C36 F36 . . . . -178.89(14) ?
F35 C35 C36 C31 . . . . 177.76(15) ?
C34 C35 C36 C31 . . . . -1.2(3) ?
C32 C31 C36 F36 . . . . 177.16(14) ?
B1 C31 C36 F36 . . . . -10.0(2) ?
C32 C31 C36 C35 . . . . -0.5(2) ?
B1 C31 C36 C35 . . . . 172.39(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_erk9307
_database_code_depnum_ccdc_archive 'CCDC 1892617'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H50 B2 F10 O3 Si4'
_chemical_formula_iupac          ?
_chemical_formula_weight         854.74

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.7133(5)
_cell_length_b                   7.5887(2)
_cell_length_c                   25.2856(6)
_cell_angle_alpha                90
_cell_angle_beta                 114.8340(10)
_cell_angle_gamma                90
_cell_volume                     4129.46(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9971
_cell_measurement_theta_min      3.8526
_cell_measurement_theta_max      66.7520
_cell_measurement_temperature    112.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.102
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1784

_exptl_absorpt_coefficient_mu    2.046
_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  0.75
_exptl_absorpt_correction_T_max  0.82

_exptl_special_details           
;
;

_diffrn_ambient_temperature      112.(2)

_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_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 10.4167

_diffrn_reflns_number            24599
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_theta_min         3.85
_diffrn_reflns_theta_max         66.75
_diffrn_reflns_theta_full        66.75
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30

_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             3642
_reflns_number_gt                3235
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0330
_refine_ls_wR_factor_gt          0.0797
_refine_ls_wR_factor_ref         0.0830
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_number_reflns         3642
_refine_ls_number_parameters     258
_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)+(0.0371P)²+5.7690P] 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         0.300
_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'
O O 0.0492 0.0322 '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'
Si Si 0.2541 0.3302 '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 0.46086(9) 0.4374(3) 0.69791(8) 0.0173(4) Uani d . . . 1 . .
C C1 0.26869(8) 0.4725(2) 0.51990(8) 0.0212(4) Uani d . . . 1 . .
H H1A 0.2452 0.4082 0.5377 0.032 Uiso calc U . R 1 . .
H H1B 0.2547 0.4359 0.4792 0.032 Uiso calc U . R 1 . .
H H1C 0.2618 0.5993 0.5215 0.032 Uiso calc U . R 1 . .
O O1 0.44852(7) 0.61236(18) 0.69526(6) 0.0334(3) Uani d . . . 1 . .
H H1 0.417 0.6347 0.6645 0.05 Uiso calc U . R 1 . .
Si Si1 0.38303(2) 0.49648(6) 0.50964(2) 0.01854(12) Uani d . . . 1 . .
C C2 0.33748(8) 0.4324(2) 0.55300(7) 0.0164(3) Uani d . . . 1 . .
O O2 0.5 0.3622(2) 0.75 0.0178(4) Uani d T P S 1 . .
Si Si2 0.54285(2) 0.13596(6) 0.66484(2) 0.01764(12) Uani d . . . 1 . .
C C3 0.36008(7) 0.3627(2) 0.60691(7) 0.0152(3) Uani d . . . 1 . .
C C4 0.42732(7) 0.3164(2) 0.64289(7) 0.0156(3) Uani d . . . 1 . .
C C5 0.45545(8) 0.1788(2) 0.62991(7) 0.0171(3) Uani d . . . 1 . .
C C6 0.41967(8) 0.0457(3) 0.58315(8) 0.0234(4) Uani d . . . 1 . .
H H6A 0.376 0.0816 0.5637 0.035 Uiso calc U . R 1 . .
H H6B 0.4224 -0.0705 0.601 0.035 Uiso calc U . R 1 . .
H H6C 0.4375 0.0397 0.5545 0.035 Uiso calc U . R 1 . .
C C11 0.46618(8) 0.5543(3) 0.55440(8) 0.0251(4) Uani d . . . 1 . .
H H11A 0.4817 0.6258 0.5311 0.038 Uiso calc U . R 1 . .
H H11B 0.4908 0.446 0.5668 0.038 Uiso calc U . R 1 . .
H H11C 0.4696 0.6212 0.5888 0.038 Uiso calc U . R 1 . .
C C12 0.37692(9) 0.3169(3) 0.45672(9) 0.0297(4) Uani d . . . 1 . .
H H12A 0.3346 0.2694 0.44 0.045 Uiso calc U . R 1 . .
H H12B 0.4064 0.2227 0.477 0.045 Uiso calc U . R 1 . .
H H12C 0.3866 0.3645 0.4255 0.045 Uiso calc U . R 1 . .
C C13 0.34440(9) 0.6961(3) 0.46611(9) 0.0291(4) Uani d . . . 1 . .
H H13A 0.3449 0.7913 0.4925 0.044 Uiso calc U . R 1 . .
H H13B 0.3013 0.6677 0.4399 0.044 Uiso calc U . R 1 . .
H H13C 0.3667 0.7338 0.4431 0.044 Uiso calc U . R 1 . .
C C14 0.56484(9) -0.0263(3) 0.72533(9) 0.0286(4) Uani d . . . 1 . .
H H14A 0.5391 -0.1322 0.7116 0.043 Uiso calc U . R 1 . .
H H14B 0.5583 0.0257 0.7578 0.043 Uiso calc U . R 1 . .
H H14C 0.6087 -0.0581 0.7385 0.043 Uiso calc U . R 1 . .
C C15 0.59149(8) 0.3409(3) 0.68890(8) 0.0245(4) Uani d . . . 1 . .
H H15A 0.6011 0.3648 0.7299 0.037 Uiso calc U . R 1 . .
H H15B 0.5685 0.4407 0.6649 0.037 Uiso calc U . R 1 . .
H H15C 0.6303 0.3242 0.6845 0.037 Uiso calc U . R 1 . .
C C16 0.56054(9) 0.0352(3) 0.60582(9) 0.0282(4) Uani d . . . 1 . .
H H16A 0.6057 0.027 0.619 0.042 Uiso calc U . R 1 . .
H H16B 0.5429 0.109 0.5708 0.042 Uiso calc U . R 1 . .
H H16C 0.5423 -0.0829 0.5968 0.042 Uiso calc U . R 1 . .
C C21 0.31800(7) 0.3362(2) 0.63740(7) 0.0161(3) Uani d . . . 1 . .
C C22 0.28999(8) 0.4772(2) 0.65226(7) 0.0181(4) Uani d . . . 1 . .
F F22 0.30214(5) 0.64265(13) 0.64139(5) 0.0236(2) Uani d . . . 1 . .
C C23 0.24853(8) 0.4547(2) 0.67709(8) 0.0204(4) Uani d . . . 1 . .
F F23 0.22113(5) 0.59453(15) 0.68883(5) 0.0272(3) Uani d . . . 1 . .
C C24 0.23394(8) 0.2873(3) 0.68834(7) 0.0214(4) Uani d . . . 1 . .
F F24 0.19152(5) 0.26342(16) 0.70965(5) 0.0304(3) Uani d . . . 1 . .
C C25 0.26182(8) 0.1439(2) 0.67567(8) 0.0211(4) Uani d . . . 1 . .
F F25 0.24668(5) -0.01941(15) 0.68519(5) 0.0293(3) Uani d . . . 1 . .
C C26 0.30303(8) 0.1700(2) 0.65077(7) 0.0176(4) Uani d . . . 1 . .
F F26 0.32698(5) 0.02565(13) 0.63685(4) 0.0227(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 O1 . 1.355(2) ?
B1 O2 . 1.377(2) ?
B1 C4 . 1.575(2) ?
C1 C2 . 1.519(2) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
O1 H1 . 0.84 ?
Si1 C11 . 1.8671(19) ?
Si1 C13 . 1.870(2) ?
Si1 C12 . 1.873(2) ?
Si1 C2 . 1.8974(18) ?
C2 C3 . 1.346(2) ?
O2 B1 2_656 1.377(2) ?
Si2 C14 . 1.860(2) ?
Si2 C16 . 1.8742(19) ?
Si2 C15 . 1.8789(19) ?
Si2 C5 . 1.9087(17) ?
C3 C4 . 1.508(2) ?
C3 C21 . 1.509(2) ?
C4 C5 . 1.352(2) ?
C5 C6 . 1.515(2) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
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 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C21 C26 . 1.390(3) ?
C21 C22 . 1.392(2) ?
C22 F22 . 1.342(2) ?
C22 C23 . 1.382(3) ?
C23 F23 . 1.341(2) ?
C23 C24 . 1.377(3) ?
C24 F24 . 1.338(2) ?
C24 C25 . 1.379(3) ?
C25 F25 . 1.340(2) ?
C25 C26 . 1.381(3) ?
C26 F26 . 1.347(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
O1 B1 O2 . . 119.88(17) ?
O1 B1 C4 . . 120.59(16) ?
O2 B1 C4 . . 119.39(16) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
B1 O1 H1 . . 109.5 ?
C11 Si1 C13 . . 107.34(9) ?
C11 Si1 C12 . . 110.44(9) ?
C13 Si1 C12 . . 107.28(10) ?
C11 Si1 C2 . . 114.99(8) ?
C13 Si1 C2 . . 106.90(8) ?
C12 Si1 C2 . . 109.53(9) ?
C3 C2 C1 . . 121.03(15) ?
C3 C2 Si1 . . 127.22(13) ?
C1 C2 Si1 . . 111.75(12) ?
B1 O2 B1 2_656 . 131.0(2) ?
C14 Si2 C16 . . 107.79(10) ?
C14 Si2 C15 . . 111.10(9) ?
C16 Si2 C15 . . 106.45(9) ?
C14 Si2 C5 . . 111.60(8) ?
C16 Si2 C5 . . 105.28(8) ?
C15 Si2 C5 . . 114.11(8) ?
C2 C3 C4 . . 124.94(15) ?
C2 C3 C21 . . 120.16(14) ?
C4 C3 C21 . . 114.78(14) ?
C5 C4 C3 . . 122.54(15) ?
C5 C4 B1 . . 123.16(15) ?
C3 C4 B1 . . 114.25(14) ?
C4 C5 C6 . . 122.20(15) ?
C4 C5 Si2 . . 124.74(13) ?
C6 C5 Si2 . . 113.01(12) ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
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 C14 H14A . . 109.5 ?
Si2 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
Si2 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
Si2 C15 H15A . . 109.5 ?
Si2 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
Si2 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
Si2 C16 H16A . . 109.5 ?
Si2 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
Si2 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C26 C21 C22 . . 115.61(15) ?
C26 C21 C3 . . 122.45(15) ?
C22 C21 C3 . . 121.91(16) ?
F22 C22 C23 . . 117.63(15) ?
F22 C22 C21 . . 119.75(15) ?
C23 C22 C21 . . 122.61(17) ?
F23 C23 C24 . . 119.81(16) ?
F23 C23 C22 . . 120.40(17) ?
C24 C23 C22 . . 119.77(16) ?
F24 C24 C23 . . 120.30(16) ?
F24 C24 C25 . . 120.10(17) ?
C23 C24 C25 . . 119.57(16) ?
F25 C25 C24 . . 119.83(16) ?
F25 C25 C26 . . 120.59(16) ?
C24 C25 C26 . . 119.51(17) ?
F26 C26 C25 . . 117.34(16) ?
F26 C26 C21 . . 119.70(15) ?
C25 C26 C21 . . 122.89(16) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C11 Si1 C2 C3 . . . . -26.29(19) ?
C13 Si1 C2 C3 . . . . -145.32(16) ?
C12 Si1 C2 C3 . . . . 98.75(17) ?
C11 Si1 C2 C1 . . . . 152.48(13) ?
C13 Si1 C2 C1 . . . . 33.45(15) ?
C12 Si1 C2 C1 . . . . -82.48(14) ?
O1 B1 O2 B1 . . . 2_656 -11.51(13) ?
C4 B1 O2 B1 . . . 2_656 172.62(17) ?
C1 C2 C3 C4 . . . . 179.26(16) ?
Si1 C2 C3 C4 . . . . -2.1(3) ?
C1 C2 C3 C21 . . . . -4.8(2) ?
Si1 C2 C3 C21 . . . . 173.90(12) ?
C2 C3 C4 C5 . . . . -71.1(2) ?
C21 C3 C4 C5 . . . . 112.69(18) ?
C2 C3 C4 B1 . . . . 111.09(19) ?
C21 C3 C4 B1 . . . . -65.08(19) ?
O1 B1 C4 C5 . . . . 144.27(18) ?
O2 B1 C4 C5 . . . . -39.9(2) ?
O1 B1 C4 C3 . . . . -38.0(2) ?
O2 B1 C4 C3 . . . . 137.87(15) ?
C3 C4 C5 C6 . . . . -8.4(3) ?
B1 C4 C5 C6 . . . . 169.20(16) ?
C3 C4 C5 Si2 . . . . 168.80(13) ?
B1 C4 C5 Si2 . . . . -13.6(2) ?
C2 C3 C21 C26 . . . . 114.24(19) ?
C4 C3 C21 C26 . . . . -69.4(2) ?
C2 C3 C21 C22 . . . . -63.6(2) ?
C4 C3 C21 C22 . . . . 112.76(18) ?
C26 C21 C22 F22 . . . . 179.47(14) ?
C3 C21 C22 F22 . . . . -2.5(2) ?
C26 C21 C22 C23 . . . . -1.9(2) ?
C3 C21 C22 C23 . . . . 176.12(15) ?
F22 C22 C23 F23 . . . . 1.0(2) ?
C21 C22 C23 F23 . . . . -177.74(15) ?
F22 C22 C23 C24 . . . . 179.13(15) ?
C21 C22 C23 C24 . . . . 0.4(3) ?
F23 C23 C24 F24 . . . . 1.6(2) ?
C22 C23 C24 F24 . . . . -176.63(15) ?
F23 C23 C24 C25 . . . . 179.40(15) ?
C22 C23 C24 C25 . . . . 1.2(3) ?
F24 C24 C25 F25 . . . . -0.5(2) ?
C23 C24 C25 F25 . . . . -178.37(16) ?
F24 C24 C25 C26 . . . . 176.53(15) ?
C23 C24 C25 C26 . . . . -1.3(3) ?
F25 C25 C26 F26 . . . . -0.1(2) ?
C24 C25 C26 F26 . . . . -177.15(15) ?
F25 C25 C26 C21 . . . . 176.82(15) ?
C24 C25 C26 C21 . . . . -0.2(3) ?
C22 C21 C26 F26 . . . . 178.62(14) ?
C3 C21 C26 F26 . . . . 0.7(2) ?
C22 C21 C26 C25 . . . . 1.8(2) ?
C3 C21 C26 C25 . . . . -176.22(15) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 F22 . 0.84 2.53 3.1601(18) 132.1 ?

####################################################################### 
# 
# 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_erk9185
_database_code_depnum_ccdc_archive 'CCDC 1892616'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H41 B Cl F10 N Si4'
_chemical_formula_iupac          ?
_chemical_formula_weight         848.33

_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                   19.7064(18)
_cell_length_b                   11.2666(9)
_cell_length_c                   20.838(2)
_cell_angle_alpha                90
_cell_angle_beta                 114.308(3)
_cell_angle_gamma                90
_cell_volume                     4216.4(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9878
_cell_measurement_theta_min      2.5896
_cell_measurement_theta_max      25.3676
_cell_measurement_temperature    101.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.053
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1752

_exptl_absorpt_coefficient_mu    0.276
_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  0.90
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      101.(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 10.4167

_diffrn_reflns_number            59062
_diffrn_reflns_av_R_equivalents  0.1255
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_theta_min         2.13
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_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       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25

_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             7703
_reflns_number_gt                5777
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1022
_refine_ls_R_factor_gt           0.0733
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1586
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_restrained_S_all      1.162
_refine_ls_number_reflns         7703
_refine_ls_number_parameters     524
_refine_ls_number_restraints     75
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+18.9727P] 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         0.379
_refine_diff_density_min         -0.428
_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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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 0.1497(3) 0.4750(5) 0.5203(3) 0.0156(11) Uani d . . . 1.0 . .
C C1 0.3420(3) 0.4954(4) 0.4112(2) 0.0213(10) Uani d . . . 1.0 . .
Cl Cl1 0.05808(6) 0.50589(11) 0.44184(6) 0.0207(3) Uani d . . . 1.0 . .
C C2 0.2927(2) 0.4800(4) 0.4306(2) 0.0179(10) Uani d . . . 1.0 . .
Si Si2 0.18522(7) 0.31644(13) 0.38280(7) 0.0214(3) Uani d . . . 1.0 . .
C C3 0.2303(2) 0.4471(4) 0.4463(2) 0.0153(10) Uani d . . . 1.0 . .
Si Si3 0.21988(7) 0.77800(13) 0.41578(7) 0.0219(3) Uani d . . . 1.0 . .
C C4 0.2171(2) 0.5044(4) 0.4974(2) 0.0140(9) Uani d . . . 1.0 . .
Si Si4 0.45063(7) 0.96815(13) 0.63374(7) 0.0232(3) Uani d . . . 1.0 . .
C C5 0.2688(2) 0.6040(4) 0.5357(2) 0.0139(9) Uani d . . . 1.0 . .
C C6 0.2760(2) 0.7076(4) 0.5052(2) 0.0150(9) Uani d . . . 1.0 . .
C C7 0.3333(3) 0.7900(4) 0.5463(2) 0.0196(10) Uani d . . . 1.0 . .
C C8 0.3807(3) 0.8620(4) 0.5771(3) 0.0230(11) Uani d . . . 1.0 . .
Si Si1 0.40973(7) 0.51815(13) 0.37280(7) 0.0228(3) Uani d . . D 1.0 . .
C C11 0.4737(6) 0.6349(11) 0.4228(7) 0.037(3) Uani d U P D 0.60(2) A 1
H H11A 0.5105 0.6487 0.4032 0.055 Uiso calc U P R 0.60(2) A 1
H H11B 0.4458 0.7082 0.4198 0.055 Uiso calc U P R 0.60(2) A 1
H H11C 0.4992 0.6106 0.4721 0.055 Uiso calc U P R 0.60(2) A 1
C C12 0.3506(6) 0.5642(12) 0.2801(5) 0.035(3) Uani d U P D 0.60(2) A 1
H H12A 0.3172 0.499 0.2554 0.052 Uiso calc U P R 0.60(2) A 1
H H12B 0.3211 0.634 0.2805 0.052 Uiso calc U P R 0.60(2) A 1
H H12C 0.3826 0.5838 0.256 0.052 Uiso calc U P R 0.60(2) A 1
C C13 0.4576(8) 0.3779(8) 0.3708(9) 0.046(4) Uani d U P D 0.60(2) A 1
H H13A 0.4207 0.3186 0.3433 0.07 Uiso calc U P R 0.60(2) A 1
H H13B 0.4924 0.392 0.3489 0.07 Uiso calc U P R 0.60(2) A 1
H H13C 0.485 0.3488 0.4189 0.07 Uiso calc U P R 0.60(2) A 1
C C11A 0.4842(8) 0.4018(13) 0.4111(9) 0.027(4) Uani d U P D 0.40(2) A 2
H H11D 0.5214 0.4114 0.3917 0.041 Uiso calc U P R 0.40(2) A 2
H H11E 0.5082 0.4107 0.4625 0.041 Uiso calc U P R 0.40(2) A 2
H H11F 0.4617 0.3227 0.3993 0.041 Uiso calc U P R 0.40(2) A 2
C C12A 0.3623(9) 0.499(2) 0.2761(6) 0.042(5) Uani d U P D 0.40(2) A 2
H H12D 0.3982 0.511 0.2553 0.062 Uiso calc U P R 0.40(2) A 2
H H12E 0.3417 0.4186 0.2653 0.062 Uiso calc U P R 0.40(2) A 2
H H12F 0.322 0.5571 0.2566 0.062 Uiso calc U P R 0.40(2) A 2
C C13A 0.4569(9) 0.6659(11) 0.3926(10) 0.025(4) Uani d U P D 0.40(2) A 2
H H13D 0.492 0.6711 0.3704 0.038 Uiso calc U P R 0.40(2) A 2
H H13E 0.4196 0.7289 0.3741 0.038 Uiso calc U P R 0.40(2) A 2
H H13F 0.4839 0.6752 0.4437 0.038 Uiso calc U P R 0.40(2) A 2
C C21 0.1632(3) 0.3737(5) 0.2920(3) 0.0356(14) Uani d . . . 1.0 . .
H H21A 0.2091 0.4011 0.2891 0.053 Uiso calc U . R 1.0 . .
H H21B 0.128 0.4399 0.2816 0.053 Uiso calc U . R 1.0 . .
H H21C 0.141 0.31 0.2576 0.053 Uiso calc U . R 1.0 . .
C C22 0.2595(3) 0.2009(5) 0.4075(3) 0.0274(12) Uani d . . . 1.0 . .
H H22A 0.271 0.1729 0.4554 0.041 Uiso calc U . R 1.0 . .
H H22B 0.3043 0.235 0.4055 0.041 Uiso calc U . R 1.0 . .
H H22C 0.242 0.1342 0.3746 0.041 Uiso calc U . R 1.0 . .
C C23 0.0980(3) 0.2444(5) 0.3787(3) 0.0291(12) Uani d . . . 1.0 . .
H H23A 0.0809 0.1857 0.3406 0.044 Uiso calc U . R 1.0 . .
H H23B 0.0594 0.3049 0.3696 0.044 Uiso calc U . R 1.0 . .
H H23C 0.108 0.2049 0.4236 0.044 Uiso calc U . R 1.0 . .
C C31 0.1708(3) 0.9056(5) 0.4346(3) 0.0361(14) Uani d . . . 1.0 . .
H H31A 0.2072 0.9567 0.4704 0.054 Uiso calc U . R 1.0 . .
H H31B 0.1348 0.8759 0.452 0.054 Uiso calc U . R 1.0 . .
H H31C 0.1447 0.9513 0.3914 0.054 Uiso calc U . R 1.0 . .
C C32 0.2880(3) 0.8323(5) 0.3822(3) 0.0301(12) Uani d . . . 1.0 . .
H H32A 0.3133 0.7646 0.3722 0.045 Uiso calc U . R 1.0 . .
H H32B 0.3248 0.8832 0.4177 0.045 Uiso calc U . R 1.0 . .
H H32C 0.2619 0.878 0.3389 0.045 Uiso calc U . R 1.0 . .
C C33 0.1504(3) 0.6827(5) 0.3477(3) 0.0426(16) Uani d . . . 1.0 . .
H H33A 0.1205 0.7312 0.3067 0.064 Uiso calc U . R 1.0 . .
H H33B 0.1178 0.6458 0.367 0.064 Uiso calc U . R 1.0 . .
H H33C 0.1762 0.6207 0.3333 0.064 Uiso calc U . R 1.0 . .
C C41 0.5360(3) 0.9597(6) 0.6170(3) 0.0467(17) Uani d . . . 1.0 . .
H H41A 0.5603 0.8827 0.633 0.07 Uiso calc U . R 1.0 . .
H H41B 0.5703 1.0235 0.6427 0.07 Uiso calc U . R 1.0 . .
H H41C 0.5227 0.9685 0.5664 0.07 Uiso calc U . R 1.0 . .
C C42 0.4112(3) 1.1200(5) 0.6145(4) 0.0496(17) Uani d . . . 1.0 . .
H H42A 0.4011 1.1408 0.5657 0.074 Uiso calc U . R 1.0 . .
H H42B 0.4468 1.1766 0.6465 0.074 Uiso calc U . R 1.0 . .
H H42C 0.3647 1.1229 0.621 0.074 Uiso calc U . R 1.0 . .
C C43 0.4671(3) 0.9312(6) 0.7254(3) 0.0441(16) Uani d . . . 1.0 . .
H H43A 0.4197 0.9321 0.7301 0.066 Uiso calc U . R 1.0 . .
H H43B 0.5009 0.9898 0.7574 0.066 Uiso calc U . R 1.0 . .
H H43C 0.4894 0.852 0.7371 0.066 Uiso calc U . R 1.0 . .
C C51 0.3175(2) 0.5843(4) 0.6119(2) 0.0143(9) Uani d . . . 1.0 . .
C C52 0.3216(2) 0.6635(4) 0.6651(2) 0.0169(10) Uani d . . . 1.0 . .
F F52 0.27624(14) 0.7587(2) 0.64911(13) 0.0201(6) Uani d . . . 1.0 . .
C C53 0.3696(3) 0.6491(4) 0.7341(2) 0.0193(10) Uani d . . . 1.0 . .
F F53 0.37016(16) 0.7287(3) 0.78273(14) 0.0301(7) Uani d . . . 1.0 . .
C C54 0.4174(3) 0.5550(5) 0.7545(2) 0.0220(11) Uani d . . . 1.0 . .
F F54 0.46593(15) 0.5417(3) 0.82166(14) 0.0315(7) Uani d . . . 1.0 . .
C C55 0.4154(2) 0.4727(4) 0.7044(3) 0.0208(11) Uani d . . . 1.0 . .
F F55 0.46294(14) 0.3808(3) 0.72297(14) 0.0265(7) Uani d . . . 1.0 . .
C C56 0.3660(2) 0.4876(4) 0.6352(2) 0.0171(10) Uani d . . . 1.0 . .
F F56 0.36758(13) 0.4065(2) 0.58821(13) 0.0197(6) Uani d . . . 1.0 . .
C C61 0.1509(2) 0.5491(4) 0.5887(2) 0.0165(10) Uani d . . . 1.0 . .
C C62 0.1222(3) 0.6630(4) 0.5848(3) 0.0212(11) Uani d . . . 1.0 . .
F F62 0.09563(15) 0.7231(3) 0.52309(16) 0.0298(7) Uani d . . . 1.0 . .
C C63 0.1201(3) 0.7244(5) 0.6417(3) 0.0295(13) Uani d . . . 1.0 . .
F F63 0.09097(18) 0.8347(3) 0.63250(19) 0.0446(9) Uani d . . . 1.0 . .
C C64 0.1499(3) 0.6743(5) 0.7072(3) 0.0288(13) Uani d . . . 1.0 . .
F F64 0.1499(2) 0.7342(3) 0.76312(18) 0.0469(9) Uani d . . . 1.0 . .
C C65 0.1816(3) 0.5633(5) 0.7154(3) 0.0271(12) Uani d . . . 1.0 . .
F F65 0.21406(18) 0.5151(3) 0.78007(15) 0.0396(8) Uani d . . . 1.0 . .
C C66 0.1820(2) 0.5050(4) 0.6573(2) 0.0189(10) Uani d . . . 1.0 . .
F F66 0.21756(15) 0.3994(2) 0.67151(13) 0.0251(6) Uani d . . . 1.0 . .
N N71 0.14457(19) 0.3372(3) 0.53720(18) 0.0134(8) Uani d . . . 1.0 . .
C C72 0.0810(2) 0.2948(4) 0.5393(2) 0.0185(10) Uani d . . . 1.0 . .
H H72 0.0401 0.3471 0.5292 0.022 Uiso calc U . R 1.0 . .
C C73 0.0739(3) 0.1780(4) 0.5557(2) 0.0205(10) Uani d . . . 1.0 . .
H H73 0.0286 0.1503 0.5562 0.025 Uiso calc U . R 1.0 . .
C C74 0.1338(3) 0.1016(5) 0.5715(3) 0.0263(12) Uani d . . . 1.0 . .
H H74 0.1301 0.0208 0.5827 0.032 Uiso calc U . R 1.0 . .
C C75 0.1989(3) 0.1446(4) 0.5707(2) 0.0217(11) Uani d . . . 1.0 . .
H H75 0.2406 0.0937 0.5817 0.026 Uiso calc U . R 1.0 . .
C C76 0.2032(2) 0.2619(4) 0.5539(2) 0.0166(10) Uani d . . . 1.0 . .
H H76 0.2485 0.2909 0.5541 0.02 Uiso calc U . R 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 N71 . 1.605(6) ?
B1 C4 . 1.620(6) ?
B1 C61 . 1.644(7) ?
B1 Cl1 . 1.904(5) ?
C1 C2 . 1.209(6) ?
C1 Si1 . 1.834(5) ?
C2 C3 . 1.445(6) ?
Si2 C22 . 1.865(5) ?
Si2 C23 . 1.870(5) ?
Si2 C21 . 1.874(5) ?
Si2 C3 . 1.934(5) ?
C3 C4 . 1.358(6) ?
Si3 C32 . 1.854(5) ?
Si3 C33 . 1.855(6) ?
Si3 C31 . 1.862(6) ?
Si3 C6 . 1.905(5) ?
C4 C5 . 1.504(6) ?
Si4 C8 . 1.839(5) ?
Si4 C43 . 1.848(6) ?
Si4 C42 . 1.854(6) ?
Si4 C41 . 1.857(6) ?
C5 C6 . 1.364(6) ?
C5 C51 . 1.497(6) ?
C6 C7 . 1.440(6) ?
C7 C8 . 1.204(6) ?
Si1 C11 . 1.823(8) ?
Si1 C13 . 1.850(8) ?
Si1 C12A . 1.851(11) ?
Si1 C13A . 1.868(11) ?
Si1 C12 . 1.871(8) ?
Si1 C11A . 1.883(10) ?
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 ?
C11A H11D . 0.98 ?
C11A H11E . 0.98 ?
C11A H11F . 0.98 ?
C12A H12D . 0.98 ?
C12A H12E . 0.98 ?
C12A H12F . 0.98 ?
C13A H13D . 0.98 ?
C13A H13E . 0.98 ?
C13A H13F . 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 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 ?
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 C56 . 1.398(6) ?
C51 C52 . 1.398(6) ?
C52 F52 . 1.347(5) ?
C52 C53 . 1.367(6) ?
C53 F53 . 1.350(5) ?
C53 C54 . 1.365(7) ?
C54 F54 . 1.340(5) ?
C54 C55 . 1.384(7) ?
C55 F55 . 1.341(5) ?
C55 C56 . 1.378(6) ?
C56 F56 . 1.349(5) ?
C61 C62 . 1.391(7) ?
C61 C66 . 1.396(7) ?
C62 F62 . 1.354(6) ?
C62 C63 . 1.389(7) ?
C63 F63 . 1.348(6) ?
C63 C64 . 1.367(8) ?
C64 F64 . 1.346(5) ?
C64 C65 . 1.377(8) ?
C65 F65 . 1.345(6) ?
C65 C66 . 1.380(7) ?
C66 F66 . 1.350(5) ?
N71 C76 . 1.358(6) ?
N71 C72 . 1.359(5) ?
C72 C73 . 1.381(7) ?
C72 H72 . 0.95 ?
C73 C74 . 1.387(7) ?
C73 H73 . 0.95 ?
C74 C75 . 1.376(7) ?
C74 H74 . 0.95 ?
C75 C76 . 1.379(7) ?
C75 H75 . 0.95 ?
C76 H76 . 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
N71 B1 C4 . . 113.4(4) ?
N71 B1 C61 . . 106.3(4) ?
C4 B1 C61 . . 115.6(4) ?
N71 B1 Cl1 . . 104.0(3) ?
C4 B1 Cl1 . . 108.2(3) ?
C61 B1 Cl1 . . 108.7(3) ?
C2 C1 Si1 . . 174.3(4) ?
C1 C2 C3 . . 171.4(5) ?
C22 Si2 C23 . . 108.1(2) ?
C22 Si2 C21 . . 110.4(2) ?
C23 Si2 C21 . . 106.0(2) ?
C22 Si2 C3 . . 104.8(2) ?
C23 Si2 C3 . . 121.1(2) ?
C21 Si2 C3 . . 106.2(2) ?
C4 C3 C2 . . 120.7(4) ?
C4 C3 Si2 . . 135.7(3) ?
C2 C3 Si2 . . 103.5(3) ?
C32 Si3 C33 . . 108.9(3) ?
C32 Si3 C31 . . 110.1(3) ?
C33 Si3 C31 . . 108.9(3) ?
C32 Si3 C6 . . 106.7(2) ?
C33 Si3 C6 . . 117.1(2) ?
C31 Si3 C6 . . 104.9(2) ?
C3 C4 C5 . . 117.7(4) ?
C3 C4 B1 . . 125.3(4) ?
C5 C4 B1 . . 117.0(4) ?
C8 Si4 C43 . . 106.5(3) ?
C8 Si4 C42 . . 108.9(3) ?
C43 Si4 C42 . . 108.2(3) ?
C8 Si4 C41 . . 110.1(3) ?
C43 Si4 C41 . . 113.3(3) ?
C42 Si4 C41 . . 109.8(3) ?
C6 C5 C51 . . 118.5(4) ?
C6 C5 C4 . . 124.7(4) ?
C51 C5 C4 . . 116.8(4) ?
C5 C6 C7 . . 118.8(4) ?
C5 C6 Si3 . . 133.0(3) ?
C7 C6 Si3 . . 108.1(3) ?
C8 C7 C6 . . 176.2(5) ?
C7 C8 Si4 . . 172.8(4) ?
C11 Si1 C1 . . 107.9(4) ?
C11 Si1 C13 . . 113.0(5) ?
C1 Si1 C13 . . 111.1(4) ?
C1 Si1 C12A . . 109.1(6) ?
C1 Si1 C13A . . 114.4(5) ?
C12A Si1 C13A . . 109.1(7) ?
C11 Si1 C12 . . 112.3(4) ?
C1 Si1 C12 . . 103.5(4) ?
C13 Si1 C12 . . 108.6(4) ?
C1 Si1 C11A . . 107.3(5) ?
C12A Si1 C11A . . 109.7(7) ?
C13A Si1 C11A . . 107.3(7) ?
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 ?
Si1 C11A H11D . . 109.5 ?
Si1 C11A H11E . . 109.5 ?
H11D C11A H11E . . 109.5 ?
Si1 C11A H11F . . 109.5 ?
H11D C11A H11F . . 109.5 ?
H11E C11A H11F . . 109.5 ?
Si1 C12A H12D . . 109.5 ?
Si1 C12A H12E . . 109.5 ?
H12D C12A H12E . . 109.5 ?
Si1 C12A H12F . . 109.5 ?
H12D C12A H12F . . 109.5 ?
H12E C12A H12F . . 109.5 ?
Si1 C13A H13D . . 109.5 ?
Si1 C13A H13E . . 109.5 ?
H13D C13A H13E . . 109.5 ?
Si1 C13A H13F . . 109.5 ?
H13D C13A H13F . . 109.5 ?
H13E C13A H13F . . 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 ?
Si3 C31 H31A . . 109.5 ?
Si3 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
Si3 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
Si3 C32 H32A . . 109.5 ?
Si3 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
Si3 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
Si3 C33 H33A . . 109.5 ?
Si3 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
Si3 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
Si4 C41 H41A . . 109.5 ?
Si4 C41 H41B . . 109.5 ?
H41A C41 H41B . . 109.5 ?
Si4 C41 H41C . . 109.5 ?
H41A C41 H41C . . 109.5 ?
H41B C41 H41C . . 109.5 ?
Si4 C42 H42A . . 109.5 ?
Si4 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
Si4 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
Si4 C43 H43A . . 109.5 ?
Si4 C43 H43B . . 109.5 ?
H43A C43 H43B . . 109.5 ?
Si4 C43 H43C . . 109.5 ?
H43A C43 H43C . . 109.5 ?
H43B C43 H43C . . 109.5 ?
C56 C51 C52 . . 114.5(4) ?
C56 C51 C5 . . 122.2(4) ?
C52 C51 C5 . . 123.2(4) ?
F52 C52 C53 . . 117.1(4) ?
F52 C52 C51 . . 119.8(4) ?
C53 C52 C51 . . 123.1(4) ?
F53 C53 C54 . . 119.4(4) ?
F53 C53 C52 . . 120.0(4) ?
C54 C53 C52 . . 120.6(4) ?
F54 C54 C53 . . 121.1(4) ?
F54 C54 C55 . . 119.9(4) ?
C53 C54 C55 . . 119.0(4) ?
F55 C55 C56 . . 120.3(4) ?
F55 C55 C54 . . 120.0(4) ?
C56 C55 C54 . . 119.7(4) ?
F56 C56 C55 . . 117.4(4) ?
F56 C56 C51 . . 119.5(4) ?
C55 C56 C51 . . 123.1(4) ?
C62 C61 C66 . . 112.7(4) ?
C62 C61 B1 . . 123.9(4) ?
C66 C61 B1 . . 123.4(4) ?
F62 C62 C63 . . 115.2(4) ?
F62 C62 C61 . . 120.4(4) ?
C63 C62 C61 . . 124.4(5) ?
F63 C63 C64 . . 120.4(5) ?
F63 C63 C62 . . 119.9(5) ?
C64 C63 C62 . . 119.7(5) ?
F64 C64 C63 . . 120.3(5) ?
F64 C64 C65 . . 120.6(5) ?
C63 C64 C65 . . 119.1(5) ?
F65 C65 C64 . . 119.7(5) ?
F65 C65 C66 . . 120.9(5) ?
C64 C65 C66 . . 119.3(5) ?
F66 C66 C65 . . 114.7(4) ?
F66 C66 C61 . . 120.5(4) ?
C65 C66 C61 . . 124.8(5) ?
C76 N71 C72 . . 118.1(4) ?
C76 N71 B1 . . 122.5(4) ?
C72 N71 B1 . . 119.3(4) ?
N71 C72 C73 . . 122.1(4) ?
N71 C72 H72 . . 118.9 ?
C73 C72 H72 . . 118.9 ?
C72 C73 C74 . . 119.1(4) ?
C72 C73 H73 . . 120.4 ?
C74 C73 H73 . . 120.4 ?
C75 C74 C73 . . 119.0(5) ?
C75 C74 H74 . . 120.5 ?
C73 C74 H74 . . 120.5 ?
C74 C75 C76 . . 119.7(5) ?
C74 C75 H75 . . 120.1 ?
C76 C75 H75 . . 120.1 ?
N71 C76 C75 . . 122.0(4) ?
N71 C76 H76 . . 119.0 ?
C75 C76 H76 . . 119.0 ?

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 C3 C4 C5 . . . . 1.0(6) ?
Si2 C3 C4 C5 . . . . 179.1(4) ?
C2 C3 C4 B1 . . . . -179.4(4) ?
Si2 C3 C4 B1 . . . . -1.3(7) ?
N71 B1 C4 C3 . . . . 51.3(6) ?
C61 B1 C4 C3 . . . . 174.4(4) ?
Cl1 B1 C4 C3 . . . . -63.5(5) ?
N71 B1 C4 C5 . . . . -129.1(4) ?
C61 B1 C4 C5 . . . . -6.0(6) ?
Cl1 B1 C4 C5 . . . . 116.2(4) ?
C3 C4 C5 C6 . . . . 64.6(6) ?
B1 C4 C5 C6 . . . . -115.0(5) ?
C3 C4 C5 C51 . . . . -112.7(5) ?
B1 C4 C5 C51 . . . . 67.7(5) ?
C51 C5 C6 C7 . . . . 3.9(6) ?
C4 C5 C6 C7 . . . . -173.3(4) ?
C51 C5 C6 Si3 . . . . -171.4(3) ?
C4 C5 C6 Si3 . . . . 11.3(7) ?
C6 C5 C51 C56 . . . . -121.3(5) ?
C4 C5 C51 C56 . . . . 56.2(5) ?
C6 C5 C51 C52 . . . . 55.0(6) ?
C4 C5 C51 C52 . . . . -127.5(4) ?
C56 C51 C52 F52 . . . . -178.5(4) ?
C5 C51 C52 F52 . . . . 4.9(6) ?
C56 C51 C52 C53 . . . . 0.8(6) ?
C5 C51 C52 C53 . . . . -175.7(4) ?
F52 C52 C53 F53 . . . . -0.1(6) ?
C51 C52 C53 F53 . . . . -179.5(4) ?
F52 C52 C53 C54 . . . . -179.9(4) ?
C51 C52 C53 C54 . . . . 0.7(7) ?
F53 C53 C54 F54 . . . . -1.5(7) ?
C52 C53 C54 F54 . . . . 178.3(4) ?
F53 C53 C54 C55 . . . . 178.8(4) ?
C52 C53 C54 C55 . . . . -1.4(7) ?
F54 C54 C55 F55 . . . . -1.1(7) ?
C53 C54 C55 F55 . . . . 178.6(4) ?
F54 C54 C55 C56 . . . . -179.2(4) ?
C53 C54 C55 C56 . . . . 0.5(7) ?
F55 C55 C56 F56 . . . . 0.4(6) ?
C54 C55 C56 F56 . . . . 178.4(4) ?
F55 C55 C56 C51 . . . . -177.0(4) ?
C54 C55 C56 C51 . . . . 1.1(7) ?
C52 C51 C56 F56 . . . . -179.0(4) ?
C5 C51 C56 F56 . . . . -2.4(6) ?
C52 C51 C56 C55 . . . . -1.7(6) ?
C5 C51 C56 C55 . . . . 174.9(4) ?
N71 B1 C61 C62 . . . . -149.7(4) ?
C4 B1 C61 C62 . . . . 83.5(5) ?
Cl1 B1 C61 C62 . . . . -38.3(5) ?
N71 B1 C61 C66 . . . . 31.4(5) ?
C4 B1 C61 C66 . . . . -95.3(5) ?
Cl1 B1 C61 C66 . . . . 142.8(4) ?
C66 C61 C62 F62 . . . . 174.4(4) ?
B1 C61 C62 F62 . . . . -4.6(6) ?
C66 C61 C62 C63 . . . . -3.9(7) ?
B1 C61 C62 C63 . . . . 177.2(4) ?
F62 C62 C63 F63 . . . . 1.8(6) ?
C61 C62 C63 F63 . . . . -179.9(4) ?
F62 C62 C63 C64 . . . . -175.9(4) ?
C61 C62 C63 C64 . . . . 2.4(7) ?
F63 C63 C64 F64 . . . . 0.5(7) ?
C62 C63 C64 F64 . . . . 178.2(4) ?
F63 C63 C64 C65 . . . . -177.7(4) ?
C62 C63 C64 C65 . . . . 0.0(7) ?
F64 C64 C65 F65 . . . . -1.2(7) ?
C63 C64 C65 F65 . . . . 177.1(4) ?
F64 C64 C65 C66 . . . . -178.7(4) ?
C63 C64 C65 C66 . . . . -0.5(7) ?
F65 C65 C66 F66 . . . . -0.6(6) ?
C64 C65 C66 F66 . . . . 176.9(4) ?
F65 C65 C66 C61 . . . . -178.9(4) ?
C64 C65 C66 C61 . . . . -1.4(7) ?
C62 C61 C66 F66 . . . . -174.8(4) ?
B1 C61 C66 F66 . . . . 4.1(6) ?
C62 C61 C66 C65 . . . . 3.4(7) ?
B1 C61 C66 C65 . . . . -177.7(4) ?
C4 B1 N71 C76 . . . . 21.0(6) ?
C61 B1 N71 C76 . . . . -107.1(4) ?
Cl1 B1 N71 C76 . . . . 138.3(3) ?
C4 B1 N71 C72 . . . . -163.3(4) ?
C61 B1 N71 C72 . . . . 68.7(5) ?
Cl1 B1 N71 C72 . . . . -46.0(4) ?
C76 N71 C72 C73 . . . . -2.0(6) ?
B1 N71 C72 C73 . . . . -178.0(4) ?
N71 C72 C73 C74 . . . . 0.9(7) ?
C72 C73 C74 C75 . . . . 0.3(7) ?
C73 C74 C75 C76 . . . . -0.4(7) ?
C72 N71 C76 C75 . . . . 1.9(6) ?
B1 N71 C76 C75 . . . . 177.7(4) ?
C74 C75 C76 N71 . . . . -0.7(7) ?

####################################################################### 
# 
# 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_erk9250
_database_code_depnum_ccdc_archive 'CCDC 1892612'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H29 B Cl F10 N Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         683.97

_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                   16.5070(5)
_cell_length_b                   11.0553(4)
_cell_length_c                   17.9516(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.1000(10)
_cell_angle_gamma                90
_cell_volume                     3147.50(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9990
_cell_measurement_theta_min      2.3617
_cell_measurement_theta_max      25.3659
_cell_measurement_temperature    106.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.165
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.058
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400

_exptl_absorpt_coefficient_mu    0.278
_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  0.94
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      106.(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 10.4167

_diffrn_reflns_number            58227
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         25.38
_diffrn_reflns_theta_full        25.38
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_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             5779
_reflns_number_gt                4854
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0433
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0765
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_number_reflns         5779
_refine_ls_number_parameters     405
_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)+(0.0304P)²+2.4720P] 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         0.324
_refine_diff_density_min         -0.256
_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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
Cl Cl1 0.40777(3) -0.04082(4) 0.55365(2) 0.01328(10) Uani d . . . 1 . .
B B1 0.41157(12) 0.12500(17) 0.58348(11) 0.0108(4) Uani d . . . 1 . .
C C1 0.25576(11) 0.12656(16) 0.72208(10) 0.0149(4) Uani d . . . 1 . .
H H1A 0.3007 0.1561 0.7663 0.022 Uiso calc U . R 1 . .
H H1B 0.2335 0.0503 0.736 0.022 Uiso calc U . R 1 . .
H H1C 0.2104 0.1866 0.7082 0.022 Uiso calc U . R 1 . .
C C2 0.29123(11) 0.10578(15) 0.65311(10) 0.0111(4) Uani d . . . 1 . .
C C3 0.37057(10) 0.14091(14) 0.65507(10) 0.0091(3) Uani d . . . 1 . .
C C4 0.42558(10) 0.20483(15) 0.72673(10) 0.0103(4) Uani d . . . 1 . .
C C5 0.46006(11) 0.15563(16) 0.79703(10) 0.0132(4) Uani d . . . 1 . .
C C6 0.50954(12) 0.23293(17) 0.86505(10) 0.0186(4) Uani d . . . 1 . .
H H6A 0.5701 0.2195 0.8734 0.028 Uiso calc U . R 1 . .
H H6B 0.4937 0.2104 0.9119 0.028 Uiso calc U . R 1 . .
H H6C 0.4965 0.3185 0.8535 0.028 Uiso calc U . R 1 . .
Si Si1 0.20422(3) 0.02489(4) 0.57504(3) 0.01318(12) Uani d . . . 1 . .
C C11 0.10220(12) 0.0991(2) 0.57717(14) 0.0307(5) Uani d . . . 1 . .
H H11A 0.0564 0.069 0.5339 0.046 Uiso calc U . R 1 . .
H H11B 0.1072 0.1869 0.5725 0.046 Uiso calc U . R 1 . .
H H11C 0.0899 0.08 0.6262 0.046 Uiso calc U . R 1 . .
C C12 0.19892(12) 0.02441(19) 0.46937(11) 0.0224(4) Uani d . . . 1 . .
H H12A 0.2518 -0.0075 0.4626 0.034 Uiso calc U . R 1 . .
H H12B 0.1903 0.1072 0.4492 0.034 Uiso calc U . R 1 . .
H H12C 0.1519 -0.0267 0.4411 0.034 Uiso calc U . R 1 . .
C C13 0.20025(13) -0.13660(18) 0.60433(12) 0.0252(5) Uani d . . . 1 . .
H H13A 0.1513 -0.1762 0.5692 0.038 Uiso calc U . R 1 . .
H H13B 0.1955 -0.1404 0.6575 0.038 Uiso calc U . R 1 . .
H H13C 0.2519 -0.178 0.6016 0.038 Uiso calc U . R 1 . .
Si Si2 0.45624(3) -0.00787(5) 0.82829(3) 0.01341(11) Uani d . . . 1 . .
C C14 0.40116(12) -0.00919(18) 0.90694(11) 0.0205(4) Uani d . . . 1 . .
H H14A 0.343 0.0188 0.8858 0.031 Uiso calc U . R 1 . .
H H14B 0.4308 0.0446 0.9491 0.031 Uiso calc U . R 1 . .
H H14C 0.401 -0.0917 0.9269 0.031 Uiso calc U . R 1 . .
C C15 0.56828(12) -0.05561(19) 0.87210(12) 0.0226(4) Uani d . . . 1 . .
H H15A 0.5698 -0.1412 0.8867 0.034 Uiso calc U . R 1 . .
H H15B 0.5932 -0.0067 0.9183 0.034 Uiso calc U . R 1 . .
H H15C 0.6004 -0.0439 0.8342 0.034 Uiso calc U . R 1 . .
C C16 0.40578(12) -0.12166(16) 0.75337(11) 0.0180(4) Uani d . . . 1 . .
H H16A 0.4285 -0.1134 0.7086 0.027 Uiso calc U . R 1 . .
H H16B 0.3447 -0.1083 0.7369 0.027 Uiso calc U . R 1 . .
H H16C 0.4176 -0.2032 0.7752 0.027 Uiso calc U . R 1 . .
C C21 0.44107(11) 0.33595(16) 0.71154(10) 0.0121(4) Uani d . . . 1 . .
F F22 0.59038(6) 0.31575(9) 0.75098(6) 0.0175(2) Uani d . . . 1 . .
C C22 0.52144(11) 0.38383(16) 0.72113(10) 0.0136(4) Uani d . . . 1 . .
F F23 0.61416(7) 0.53943(10) 0.70774(7) 0.0273(3) Uani d . . . 1 . .
C C23 0.53519(12) 0.50005(17) 0.69883(11) 0.0185(4) Uani d . . . 1 . .
F F24 0.48075(8) 0.68586(10) 0.64202(7) 0.0286(3) Uani d . . . 1 . .
C C24 0.46799(13) 0.57480(16) 0.66594(11) 0.0196(4) Uani d . . . 1 . .
F F25 0.32085(7) 0.60451(10) 0.62716(7) 0.0241(3) Uani d . . . 1 . .
C C25 0.38723(12) 0.53330(17) 0.65801(11) 0.0172(4) Uani d . . . 1 . .
F F26 0.29515(6) 0.38229(9) 0.67457(6) 0.0159(2) Uani d . . . 1 . .
C C26 0.37571(11) 0.41673(16) 0.68158(10) 0.0135(4) Uani d . . . 1 . .
C C31 0.51023(11) 0.16893(16) 0.59899(10) 0.0128(4) Uani d . . . 1 . .
F F32 0.55942(7) 0.00141(10) 0.68269(6) 0.0199(2) Uani d . . . 1 . .
C C32 0.57591(12) 0.09986(17) 0.64447(10) 0.0164(4) Uani d . . . 1 . .
F F33 0.71985(7) 0.05124(12) 0.69869(7) 0.0328(3) Uani d . . . 1 . .
C C33 0.66009(12) 0.12477(19) 0.65462(11) 0.0228(5) Uani d . . . 1 . .
F F34 0.76510(7) 0.25159(14) 0.63070(9) 0.0452(4) Uani d . . . 1 . .
C C34 0.68337(12) 0.2255(2) 0.62023(13) 0.0275(5) Uani d . . . 1 . .
F F35 0.64227(8) 0.39956(12) 0.54344(8) 0.0390(3) Uani d . . . 1 . .
C C35 0.62156(13) 0.29898(19) 0.57666(12) 0.0255(5) Uani d . . . 1 . .
F F36 0.48197(7) 0.35257(10) 0.52581(6) 0.0231(3) Uani d . . . 1 . .
C C36 0.53765(12) 0.27068(17) 0.56724(11) 0.0174(4) Uani d . . . 1 . .
N N1 0.35792(9) 0.19405(13) 0.50610(8) 0.0119(3) Uani d . . . 1 . .
C C41 0.30215(11) 0.28128(16) 0.50916(11) 0.0144(4) Uani d . . . 1 . .
H H41 0.2909 0.298 0.5572 0.017 Uiso calc U . R 1 . .
C C42 0.26085(12) 0.34720(18) 0.44450(11) 0.0210(4) Uani d . . . 1 . .
H H42 0.2227 0.4097 0.4483 0.025 Uiso calc U . R 1 . .
C C43 0.27558(13) 0.32128(19) 0.37409(11) 0.0235(5) Uani d . . . 1 . .
H H43 0.2469 0.3646 0.3287 0.028 Uiso calc U . R 1 . .
C C44 0.33271(12) 0.23132(18) 0.37067(11) 0.0217(4) Uani d . . . 1 . .
H H44 0.3436 0.2117 0.3228 0.026 Uiso calc U . R 1 . .
C C45 0.37367(12) 0.17056(17) 0.43754(10) 0.0159(4) Uani d . . . 1 . .
H H45 0.4141 0.1105 0.4354 0.019 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
Cl1 B1 . 1.906(2) ?
B1 N1 . 1.617(2) ?
B1 C3 . 1.619(3) ?
B1 C31 . 1.647(3) ?
C1 C2 . 1.527(2) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 C3 . 1.357(2) ?
C2 Si1 . 1.9262(18) ?
C3 C4 . 1.527(2) ?
C4 C5 . 1.347(2) ?
C4 C21 . 1.510(2) ?
C5 C6 . 1.528(2) ?
C5 Si2 . 1.8989(19) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
Si1 C13 . 1.867(2) ?
Si1 C12 . 1.875(2) ?
Si1 C11 . 1.883(2) ?
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 ?
Si2 C16 . 1.8611(19) ?
Si2 C15 . 1.8737(19) ?
Si2 C14 . 1.8796(19) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C21 C26 . 1.389(2) ?
C21 C22 . 1.394(2) ?
F22 C22 . 1.345(2) ?
C22 C23 . 1.383(3) ?
F23 C23 . 1.341(2) ?
C23 C24 . 1.378(3) ?
F24 C24 . 1.337(2) ?
C24 C25 . 1.379(3) ?
F25 C25 . 1.338(2) ?
C25 C26 . 1.386(3) ?
F26 C26 . 1.355(2) ?
C31 C32 . 1.391(3) ?
C31 C36 . 1.392(3) ?
F32 C32 . 1.354(2) ?
C32 C33 . 1.378(3) ?
F33 C33 . 1.352(2) ?
C33 C34 . 1.379(3) ?
F34 C34 . 1.341(2) ?
C34 C35 . 1.367(3) ?
F35 C35 . 1.350(2) ?
C35 C36 . 1.384(3) ?
F36 C36 . 1.356(2) ?
N1 C41 . 1.345(2) ?
N1 C45 . 1.352(2) ?
C41 C42 . 1.380(3) ?
C41 H41 . 0.95 ?
C42 C43 . 1.382(3) ?
C42 H42 . 0.95 ?
C43 C44 . 1.384(3) ?
C43 H43 . 0.95 ?
C44 C45 . 1.378(3) ?
C44 H44 . 0.95 ?
C45 H45 . 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
N1 B1 C3 . . 112.37(14) ?
N1 B1 C31 . . 106.63(14) ?
C3 B1 C31 . . 116.42(14) ?
N1 B1 Cl1 . . 104.19(11) ?
C3 B1 Cl1 . . 109.82(12) ?
C31 B1 Cl1 . . 106.56(12) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C3 C2 C1 . . 121.36(16) ?
C3 C2 Si1 . . 132.16(13) ?
C1 C2 Si1 . . 106.48(12) ?
C2 C3 C4 . . 119.89(15) ?
C2 C3 B1 . . 124.13(15) ?
C4 C3 B1 . . 115.92(14) ?
C5 C4 C21 . . 120.54(16) ?
C5 C4 C3 . . 126.91(16) ?
C21 C4 C3 . . 112.53(14) ?
C4 C5 C6 . . 121.08(16) ?
C4 C5 Si2 . . 128.41(14) ?
C6 C5 Si2 . . 110.51(12) ?
C5 C6 H6A . . 109.5 ?
C5 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C5 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
C13 Si1 C12 . . 106.67(9) ?
C13 Si1 C11 . . 108.02(10) ?
C12 Si1 C11 . . 103.34(10) ?
C13 Si1 C2 . . 108.44(8) ?
C12 Si1 C2 . . 123.62(8) ?
C11 Si1 C2 . . 105.88(9) ?
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 ?
C16 Si2 C15 . . 107.75(9) ?
C16 Si2 C14 . . 108.95(9) ?
C15 Si2 C14 . . 108.02(9) ?
C16 Si2 C5 . . 118.34(8) ?
C15 Si2 C5 . . 106.40(9) ?
C14 Si2 C5 . . 106.98(9) ?
Si2 C14 H14A . . 109.5 ?
Si2 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
Si2 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
Si2 C15 H15A . . 109.5 ?
Si2 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
Si2 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
Si2 C16 H16A . . 109.5 ?
Si2 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
Si2 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C26 C21 C22 . . 114.46(16) ?
C26 C21 C4 . . 122.34(16) ?
C22 C21 C4 . . 123.05(16) ?
F22 C22 C23 . . 116.51(15) ?
F22 C22 C21 . . 120.50(16) ?
C23 C22 C21 . . 122.96(17) ?
F23 C23 C24 . . 119.79(17) ?
F23 C23 C22 . . 119.94(17) ?
C24 C23 C22 . . 120.26(17) ?
F24 C24 C23 . . 120.58(17) ?
F24 C24 C25 . . 120.41(17) ?
C23 C24 C25 . . 119.01(17) ?
F25 C25 C24 . . 120.28(17) ?
F25 C25 C26 . . 120.49(16) ?
C24 C25 C26 . . 119.23(17) ?
F26 C26 C25 . . 116.56(16) ?
F26 C26 C21 . . 119.49(16) ?
C25 C26 C21 . . 123.95(17) ?
C32 C31 C36 . . 113.26(16) ?
C32 C31 B1 . . 120.70(16) ?
C36 C31 B1 . . 125.97(16) ?
F32 C32 C33 . . 115.50(17) ?
F32 C32 C31 . . 120.36(16) ?
C33 C32 C31 . . 124.14(18) ?
F33 C33 C32 . . 120.18(19) ?
F33 C33 C34 . . 119.94(17) ?
C32 C33 C34 . . 119.88(19) ?
F34 C34 C35 . . 121.0(2) ?
F34 C34 C33 . . 120.4(2) ?
C35 C34 C33 . . 118.66(18) ?
F35 C35 C34 . . 120.13(18) ?
F35 C35 C36 . . 120.0(2) ?
C34 C35 C36 . . 119.89(19) ?
F36 C36 C35 . . 114.79(17) ?
F36 C36 C31 . . 121.07(16) ?
C35 C36 C31 . . 124.10(18) ?
C41 N1 C45 . . 118.79(16) ?
C41 N1 B1 . . 121.43(14) ?
C45 N1 B1 . . 119.59(15) ?
N1 C41 C42 . . 121.90(17) ?
N1 C41 H41 . . 119.1 ?
C42 C41 H41 . . 119.1 ?
C41 C42 C43 . . 119.26(18) ?
C41 C42 H42 . . 120.4 ?
C43 C42 H42 . . 120.4 ?
C42 C43 C44 . . 118.99(18) ?
C42 C43 H43 . . 120.5 ?
C44 C43 H43 . . 120.5 ?
C45 C44 C43 . . 119.18(18) ?
C45 C44 H44 . . 120.4 ?
C43 C44 H44 . . 120.4 ?
N1 C45 C44 . . 121.85(18) ?
N1 C45 H45 . . 119.1 ?
C44 C45 H45 . . 119.1 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_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 C2 C3 C4 . . . . -1.2(2) ?
Si1 C2 C3 C4 . . . . 179.86(13) ?
C1 C2 C3 B1 . . . . -178.37(15) ?
Si1 C2 C3 B1 . . . . 2.7(3) ?
N1 B1 C3 C2 . . . . 58.9(2) ?
C31 B1 C3 C2 . . . . -177.72(16) ?
Cl1 B1 C3 C2 . . . . -56.6(2) ?
N1 B1 C3 C4 . . . . -118.36(15) ?
C31 B1 C3 C4 . . . . 5.0(2) ?
Cl1 B1 C3 C4 . . . . 126.16(13) ?
C2 C3 C4 C5 . . . . 70.0(2) ?
B1 C3 C4 C5 . . . . -112.58(19) ?
C2 C3 C4 C21 . . . . -111.21(17) ?
B1 C3 C4 C21 . . . . 66.18(18) ?
C21 C4 C5 C6 . . . . 5.1(3) ?
C3 C4 C5 C6 . . . . -176.22(16) ?
C21 C4 C5 Si2 . . . . -175.41(13) ?
C3 C4 C5 Si2 . . . . 3.3(3) ?
C4 C5 Si2 C16 . . . . 4.8(2) ?
C6 C5 Si2 C16 . . . . -175.68(12) ?
C4 C5 Si2 C15 . . . . 126.11(17) ?
C6 C5 Si2 C15 . . . . -54.36(14) ?
C4 C5 Si2 C14 . . . . -118.61(17) ?
C6 C5 Si2 C14 . . . . 60.92(14) ?
C5 C4 C21 C26 . . . . -126.39(19) ?
C3 C4 C21 C26 . . . . 54.8(2) ?
C5 C4 C21 C22 . . . . 58.3(2) ?
C3 C4 C21 C22 . . . . -120.60(18) ?
C26 C21 C22 F22 . . . . 178.79(15) ?
C4 C21 C22 F22 . . . . -5.5(3) ?
C26 C21 C22 C23 . . . . -3.3(3) ?
C4 C21 C22 C23 . . . . 172.35(17) ?
F22 C22 C23 F23 . . . . -0.2(3) ?
C21 C22 C23 F23 . . . . -178.16(16) ?
F22 C22 C23 C24 . . . . 178.40(16) ?
C21 C22 C23 C24 . . . . 0.5(3) ?
F23 C23 C24 F24 . . . . 0.7(3) ?
C22 C23 C24 F24 . . . . -177.88(17) ?
F23 C23 C24 C25 . . . . -179.28(17) ?
C22 C23 C24 C25 . . . . 2.1(3) ?
F24 C24 C25 F25 . . . . -0.9(3) ?
C23 C24 C25 F25 . . . . 179.17(17) ?
F24 C24 C25 C26 . . . . 178.45(17) ?
C23 C24 C25 C26 . . . . -1.5(3) ?
F25 C25 C26 F26 . . . . -2.6(2) ?
C24 C25 C26 F26 . . . . 178.04(16) ?
F25 C25 C26 C21 . . . . 177.65(16) ?
C24 C25 C26 C21 . . . . -1.7(3) ?
C22 C21 C26 F26 . . . . -175.73(15) ?
C4 C21 C26 F26 . . . . 8.5(2) ?
C22 C21 C26 C25 . . . . 4.0(3) ?
C4 C21 C26 C25 . . . . -171.76(16) ?
N1 B1 C31 C32 . . . . -159.07(15) ?
C3 B1 C31 C32 . . . . 74.6(2) ?
Cl1 B1 C31 C32 . . . . -48.23(19) ?
N1 B1 C31 C36 . . . . 17.7(2) ?
C3 B1 C31 C36 . . . . -108.55(19) ?
Cl1 B1 C31 C36 . . . . 128.59(16) ?
C36 C31 C32 F32 . . . . 176.53(15) ?
B1 C31 C32 F32 . . . . -6.3(2) ?
C36 C31 C32 C33 . . . . -3.1(3) ?
B1 C31 C32 C33 . . . . 174.09(17) ?
F32 C32 C33 F33 . . . . 1.7(2) ?
C31 C32 C33 F33 . . . . -178.66(16) ?
F32 C32 C33 C34 . . . . -177.79(16) ?
C31 C32 C33 C34 . . . . 1.9(3) ?
F33 C33 C34 F34 . . . . -0.5(3) ?
C32 C33 C34 F34 . . . . 178.98(17) ?
F33 C33 C34 C35 . . . . -179.30(17) ?
C32 C33 C34 C35 . . . . 0.2(3) ?
F34 C34 C35 F35 . . . . -0.1(3) ?
C33 C34 C35 F35 . . . . 178.73(17) ?
F34 C34 C35 C36 . . . . -179.45(18) ?
C33 C34 C35 C36 . . . . -0.7(3) ?
F35 C35 C36 F36 . . . . -2.2(3) ?
C34 C35 C36 F36 . . . . 177.23(17) ?
F35 C35 C36 C31 . . . . 179.77(17) ?
C34 C35 C36 C31 . . . . -0.8(3) ?
C32 C31 C36 F36 . . . . -175.36(15) ?
B1 C31 C36 F36 . . . . 7.6(3) ?
C32 C31 C36 C35 . . . . 2.6(3) ?
B1 C31 C36 C35 . . . . -174.43(18) ?
C3 B1 N1 C41 . . . . 18.0(2) ?
C31 B1 N1 C41 . . . . -110.65(17) ?
Cl1 B1 N1 C41 . . . . 136.87(14) ?
C3 B1 N1 C45 . . . . -167.02(15) ?
C31 B1 N1 C45 . . . . 64.29(19) ?
Cl1 B1 N1 C45 . . . . -48.19(18) ?
C45 N1 C41 C42 . . . . -0.1(3) ?
B1 N1 C41 C42 . . . . 174.90(16) ?
N1 C41 C42 C43 . . . . 1.5(3) ?
C41 C42 C43 C44 . . . . -1.3(3) ?
C42 C43 C44 C45 . . . . -0.4(3) ?
C41 N1 C45 C44 . . . . -1.6(3) ?
B1 N1 C45 C44 . . . . -176.70(16) ?
C43 C44 C45 N1 . . . . 1.8(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_erk9186
_database_code_depnum_ccdc_archive 'CCDC 1892614'
loop_
_audit_author_name
_audit_author_address
'Constantin G. Daniliuc'
;Organisch-Chemisches Institut, WWU University of M?nster
Germany
;
_audit_update_record             
;
2019-01-22 deposited with the CCDC.	2019-02-28 downloaded from the CCDC.
;

_audit_creation_method           'APEX3 v2016.1-0'
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H33 B Cl F10 N Si2'
_chemical_formula_iupac          ?
_chemical_formula_weight         808.10

_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                   11.9125(2)
_cell_length_b                   19.3305(3)
_cell_length_c                   19.4412(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.855(7)
_cell_angle_gamma                90
_cell_volume                     4346.56(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10056
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      28.28
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1656

_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_absorpt_correction_T_min  0.97
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      173.(2)

_diffrn_source                   'Mo rotating anode'
_diffrn_source_type              'Mo rotating anode'

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

_diffrn_measurement_device_type  'rotating anode Nonius FR591'
_diffrn_measurement_method       'omega and phi scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            32622
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_theta_min         4.11
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23

_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 disordered over two positions phenyl group was found in 
the asymmetrical unit. Several restraints (SADI, SAME, ISOR and SIMU)
were used in order to improve refinement stability.

A mixture of pentane and dichloromethane molecules was found in the 
asymmetrical unit and could not be satisfactorily refined. The program 
SQUEEZE (Spek, A.L. (2015). Acta Cryst. C71, 9-18.) was therefore used to
remove mathematically the effect of the solvent.
The quoted formula and derived parameters are not included the squeezed
solvent molecules. 
;

_reflns_number_total             7539
_reflns_number_gt                5831
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1155
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.042
_refine_ls_number_reflns         7539
_refine_ls_number_parameters     548
_refine_ls_number_restraints     163
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0238P)²+4.8198P] 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         0.230
_refine_diff_density_min         -0.245
_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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
;

Collect (Nonius B.V., 1998)
;
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_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 0.6602(2) 0.89256(16) 0.04799(16) 0.0322(7) Uani d . . . 1.0 . .
Cl Cl1 0.50720(6) 0.91557(4) 0.05317(4) 0.04262(18) Uani d . . . 1.0 . .
C C1 0.6522(2) 0.77099(13) 0.11000(13) 0.0300(6) Uani d . . . 1.0 . .
C C2 0.67959(19) 0.80949(13) 0.05743(13) 0.0280(5) Uani d . . . 1.0 . .
C C3 0.7326(2) 0.77333(13) 0.00388(13) 0.0299(6) Uani d . . . 1.0 . .
C C4 0.6803(2) 0.72612(14) -0.04520(13) 0.0353(6) Uani d . . D 1.0 . .
C C11 0.7463(10) 0.6786(6) -0.0810(5) 0.037(2) Uani d U P D 0.62(2) A 1
C C12 0.8052(9) 0.6267(4) -0.0379(5) 0.041(2) Uani d U P D 0.62(2) A 1
H H12 0.8027 0.6251 0.0106 0.049 Uiso calc U P R 0.62(2) A 1
C C13 0.8675(10) 0.5771(4) -0.0643(4) 0.054(2) Uani d U P D 0.62(2) A 1
H H13 0.9072 0.5413 -0.0347 0.064 Uiso calc U P R 0.62(2) A 1
C C14 0.8706(11) 0.5808(4) -0.1351(4) 0.062(2) Uani d U P D 0.62(2) A 1
H H14 0.9137 0.5477 -0.1541 0.074 Uiso calc U P R 0.62(2) A 1
C C15 0.8118(12) 0.6321(4) -0.1780(5) 0.056(2) Uani d U P D 0.62(2) A 1
H H15 0.8146 0.6339 -0.2263 0.067 Uiso calc U P R 0.62(2) A 1
C C16 0.7490(11) 0.6806(5) -0.1518(4) 0.040(2) Uani d U P D 0.62(2) A 1
H H16 0.7077 0.7154 -0.1821 0.048 Uiso calc U P R 0.62(2) A 1
C C11A 0.7720(16) 0.6824(9) -0.0715(8) 0.033(4) Uani d U P D 0.38(2) A 2
C C12A 0.8388(15) 0.6339(7) -0.0272(8) 0.042(4) Uani d U P D 0.38(2) A 2
H H12A 0.8345 0.6321 0.021 0.051 Uiso calc U P R 0.38(2) A 2
C C13A 0.9114(18) 0.5883(9) -0.0499(9) 0.071(4) Uani d U P D 0.38(2) A 2
H H13A 0.9575 0.5573 -0.0169 0.085 Uiso calc U P R 0.38(2) A 2
C C14A 0.9181(19) 0.5868(8) -0.1191(9) 0.072(4) Uani d U P D 0.38(2) A 2
H H14A 0.9662 0.5539 -0.1344 0.086 Uiso calc U P R 0.38(2) A 2
C C15A 0.8551(15) 0.6328(8) -0.1656(8) 0.055(4) Uani d U P D 0.38(2) A 2
H H15A 0.8592 0.6332 -0.2138 0.066 Uiso calc U P R 0.38(2) A 2
C C16A 0.7849(14) 0.6792(9) -0.1411(8) 0.041(4) Uani d U P D 0.38(2) A 2
H H16A 0.7421 0.7113 -0.1742 0.049 Uiso calc U P R 0.38(2) A 2
C C21 0.6732(2) 0.69390(13) 0.11588(13) 0.0311(6) Uani d . . . 1.0 . .
C C22 0.5854(3) 0.64683(15) 0.08971(15) 0.0453(7) Uani d . . . 1.0 . .
H H22 0.5116 0.6635 0.0652 0.054 Uiso calc U . R 1.0 . .
C C23 0.6027(3) 0.57633(17) 0.09843(18) 0.0607(9) Uani d . . . 1.0 . .
H H23 0.5413 0.5454 0.0792 0.073 Uiso calc U . R 1.0 . .
C C24 0.7074(3) 0.55066(17) 0.13449(18) 0.0594(9) Uani d . . . 1.0 . .
H H24 0.7195 0.5022 0.1398 0.071 Uiso calc U . R 1.0 . .
C C25 0.7944(3) 0.59613(17) 0.16275(17) 0.0534(8) Uani d . . . 1.0 . .
H H25 0.8671 0.579 0.1884 0.064 Uiso calc U . R 1.0 . .
C C26 0.7774(2) 0.66687(15) 0.15436(15) 0.0432(7) Uani d . . . 1.0 . .
H H26 0.8384 0.6975 0.1754 0.052 Uiso calc U . R 1.0 . .
Si Si1 0.52175(7) 0.70855(5) -0.08616(4) 0.0477(2) Uani d . . . 1.0 . .
C C31 0.4917(3) 0.7412(2) -0.18003(17) 0.0738(11) Uani d . . . 1.0 . .
H H31A 0.4081 0.7414 -0.2005 0.111 Uiso calc U . R 1.0 . .
H H31B 0.5295 0.711 -0.2081 0.111 Uiso calc U . R 1.0 . .
H H31C 0.5219 0.7884 -0.1804 0.111 Uiso calc U . R 1.0 . .
C C32 0.4980(3) 0.61275(18) -0.09340(19) 0.0678(10) Uani d . . . 1.0 . .
H H32A 0.5083 0.5929 -0.0459 0.102 Uiso calc U . R 1.0 . .
H H32B 0.5539 0.5919 -0.1169 0.102 Uiso calc U . R 1.0 . .
H H32C 0.4194 0.6033 -0.1211 0.102 Uiso calc U . R 1.0 . .
C C33 0.4127(3) 0.75000(18) -0.04490(17) 0.0559(9) Uani d . . . 1.0 . .
H H33A 0.3413 0.7582 -0.0813 0.084 Uiso calc U . R 1.0 . .
H H33B 0.443 0.7942 -0.0235 0.084 Uiso calc U . R 1.0 . .
H H33C 0.3965 0.7194 -0.0082 0.084 Uiso calc U . R 1.0 . .
C C41 0.8546(2) 0.79476(13) 0.00338(14) 0.0335(6) Uani d . . . 1.0 . .
F F42 0.79392(15) 0.82714(8) -0.11789(8) 0.0475(4) Uani d . . . 1.0 . .
C C42 0.8786(2) 0.82113(14) -0.05850(15) 0.0390(6) Uani d . . . 1.0 . .
F F43 1.00161(18) 0.86996(10) -0.12371(11) 0.0693(6) Uani d . . . 1.0 . .
C C43 0.9865(3) 0.84403(16) -0.06246(18) 0.0518(8) Uani d . . . 1.0 . .
F F44 1.18127(16) 0.86580(12) -0.00692(13) 0.0809(7) Uani d . . . 1.0 . .
C C44 1.0763(3) 0.84206(17) -0.0035(2) 0.0561(9) Uani d . . . 1.0 . .
F F45 1.14415(14) 0.81612(11) 0.11736(12) 0.0725(6) Uani d . . . 1.0 . .
C C45 1.0577(2) 0.81772(16) 0.05847(19) 0.0507(8) Uani d . . . 1.0 . .
F F46 0.93987(13) 0.76900(9) 0.12383(8) 0.0480(4) Uani d . . . 1.0 . .
C C46 0.9495(2) 0.79403(14) 0.06092(15) 0.0390(6) Uani d . . . 1.0 . .
Si Si2 0.57898(6) 0.79702(4) 0.18463(4) 0.03760(19) Uani d . . . 1.0 . .
C C51 0.6241(3) 0.73217(18) 0.25784(16) 0.0550(8) Uani d . . . 1.0 . .
H H51A 0.5893 0.7443 0.2971 0.083 Uiso calc U . R 1.0 . .
H H51B 0.7085 0.7324 0.2745 0.083 Uiso calc U . R 1.0 . .
H H51C 0.5981 0.686 0.2401 0.083 Uiso calc U . R 1.0 . .
C C52 0.4191(2) 0.78789(19) 0.15220(18) 0.0583(9) Uani d . . . 1.0 . .
H H52A 0.4011 0.7434 0.1278 0.087 Uiso calc U . R 1.0 . .
H H52B 0.3891 0.8256 0.1193 0.087 Uiso calc U . R 1.0 . .
H H52C 0.3831 0.7898 0.1925 0.087 Uiso calc U . R 1.0 . .
C C53 0.6161(3) 0.88154(17) 0.23133(17) 0.0548(8) Uani d . . . 1.0 . .
H H53A 0.5944 0.9195 0.1973 0.082 Uiso calc U . R 1.0 . .
H H53B 0.6995 0.8834 0.2525 0.082 Uiso calc U . R 1.0 . .
H H53C 0.574 0.886 0.2687 0.082 Uiso calc U . R 1.0 . .
C C61 0.6814(2) 0.92596(13) -0.02575(13) 0.0335(6) Uani d . . . 1.0 . .
F F62 0.50018(14) 0.88671(10) -0.09396(9) 0.0576(5) Uani d . . . 1.0 . .
C C62 0.5988(2) 0.92257(15) -0.08971(15) 0.0422(7) Uani d . . . 1.0 . .
F F63 0.52295(19) 0.94934(13) -0.21018(10) 0.0842(7) Uani d . . . 1.0 . .
C C63 0.6099(3) 0.95413(17) -0.15103(15) 0.0535(9) Uani d . . . 1.0 . .
F F64 0.7193(2) 1.02085(12) -0.21212(10) 0.0897(7) Uani d . . . 1.0 . .
C C64 0.7076(3) 0.99039(17) -0.15219(16) 0.0577(9) Uani d . . . 1.0 . .
F F65 0.89295(19) 1.02698(10) -0.09282(10) 0.0704(6) Uani d . . . 1.0 . .
C C65 0.7939(3) 0.99404(16) -0.09206(16) 0.0487(8) Uani d . . . 1.0 . .
F F66 0.87178(13) 0.96738(9) 0.02489(8) 0.0463(4) Uani d . . . 1.0 . .
C C66 0.7794(2) 0.96227(14) -0.03136(14) 0.0380(6) Uani d . . . 1.0 . .
N N1 0.73948(19) 0.93769(11) 0.11142(11) 0.0344(5) Uani d . . . 1.0 . .
C C71 0.8314(2) 0.91046(15) 0.15730(13) 0.0384(6) Uani d . . . 1.0 . .
H H71 0.8458 0.8622 0.1556 0.046 Uiso calc U . R 1.0 . .
C C72 0.9049(3) 0.95046(17) 0.20660(15) 0.0517(8) Uani d . . . 1.0 . .
H H72 0.9702 0.9302 0.238 0.062 Uiso calc U . R 1.0 . .
C C73 0.8833(3) 1.02048(18) 0.21020(17) 0.0592(9) Uani d . . . 1.0 . .
H H73 0.9331 1.049 0.2441 0.071 Uiso calc U . R 1.0 . .
C C74 0.7886(3) 1.04800(16) 0.16379(17) 0.0537(8) Uani d . . . 1.0 . .
H H74 0.7717 1.0959 0.1655 0.064 Uiso calc U . R 1.0 . .
C C75 0.7185(3) 1.00594(14) 0.11483(15) 0.0411(7) Uani d . . . 1.0 . .
H H75 0.6536 1.0255 0.0825 0.049 Uiso calc U . R 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 N1 . 1.617(3) ?
B1 C2 . 1.627(4) ?
B1 C61 . 1.646(4) ?
B1 Cl1 . 1.902(3) ?
C1 C2 . 1.366(3) ?
C1 C21 . 1.511(3) ?
C1 Si2 . 1.930(3) ?
C2 C3 . 1.512(3) ?
C3 C4 . 1.359(4) ?
C3 C41 . 1.514(3) ?
C4 C11 . 1.486(8) ?
C4 C11A . 1.562(11) ?
C4 Si1 . 1.897(3) ?
C11 C16 . 1.384(8) ?
C11 C12 . 1.387(8) ?
C12 C13 . 1.385(8) ?
C12 H12 . 0.95 ?
C13 C14 . 1.387(8) ?
C13 H13 . 0.95 ?
C14 C15 . 1.373(9) ?
C14 H14 . 0.95 ?
C15 C16 . 1.371(8) ?
C15 H15 . 0.95 ?
C16 H16 . 0.95 ?
C11A C12A . 1.387(11) ?
C11A C16A . 1.399(12) ?
C12A C13A . 1.381(11) ?
C12A H12A . 0.95 ?
C13A C14A . 1.365(12) ?
C13A H13A . 0.95 ?
C14A C15A . 1.359(12) ?
C14A H14A . 0.95 ?
C15A C16A . 1.386(11) ?
C15A H15A . 0.95 ?
C16A H16A . 0.95 ?
C21 C22 . 1.388(4) ?
C21 C26 . 1.389(4) ?
C22 C23 . 1.383(4) ?
C22 H22 . 0.95 ?
C23 C24 . 1.369(5) ?
C23 H23 . 0.95 ?
C24 C25 . 1.369(5) ?
C24 H24 . 0.95 ?
C25 C26 . 1.386(4) ?
C25 H25 . 0.95 ?
C26 H26 . 0.95 ?
Si1 C33 . 1.863(4) ?
Si1 C32 . 1.874(3) ?
Si1 C31 . 1.883(3) ?
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 ?
C41 C46 . 1.387(4) ?
C41 C42 . 1.397(4) ?
F42 C42 . 1.344(3) ?
C42 C43 . 1.379(4) ?
F43 C43 . 1.343(4) ?
C43 C44 . 1.369(5) ?
F44 C44 . 1.349(3) ?
C44 C45 . 1.360(5) ?
F45 C45 . 1.345(4) ?
C45 C46 . 1.378(4) ?
F46 C46 . 1.346(3) ?
Si2 C52 . 1.866(3) ?
Si2 C53 . 1.870(3) ?
Si2 C51 . 1.876(3) ?
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 C66 . 1.388(4) ?
C61 C62 . 1.390(4) ?
F62 C62 . 1.350(3) ?
C62 C63 . 1.373(4) ?
F63 C63 . 1.354(3) ?
C63 C64 . 1.363(5) ?
F64 C64 . 1.342(3) ?
C64 C65 . 1.361(4) ?
F65 C65 . 1.344(4) ?
C65 C66 . 1.377(4) ?
F66 C66 . 1.357(3) ?
N1 C71 . 1.343(3) ?
N1 C75 . 1.347(3) ?
C71 C72 . 1.372(4) ?
C71 H71 . 0.95 ?
C72 C73 . 1.383(5) ?
C72 H72 . 0.95 ?
C73 C74 . 1.372(5) ?
C73 H73 . 0.95 ?
C74 C75 . 1.372(4) ?
C74 H74 . 0.95 ?
C75 H75 . 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
N1 B1 C2 . . 113.9(2) ?
N1 B1 C61 . . 105.6(2) ?
C2 B1 C61 . . 116.0(2) ?
N1 B1 Cl1 . . 103.04(18) ?
C2 B1 Cl1 . . 109.70(19) ?
C61 B1 Cl1 . . 107.65(18) ?
C2 C1 C21 . . 121.9(2) ?
C2 C1 Si2 . . 130.7(2) ?
C21 C1 Si2 . . 107.28(17) ?
C1 C2 C3 . . 118.5(2) ?
C1 C2 B1 . . 124.7(2) ?
C3 C2 B1 . . 116.8(2) ?
C4 C3 C2 . . 126.7(2) ?
C4 C3 C41 . . 117.3(2) ?
C2 C3 C41 . . 116.0(2) ?
C3 C4 C11 . . 122.6(6) ?
C3 C4 C11A . . 110.8(8) ?
C3 C4 Si1 . . 131.1(2) ?
C11 C4 Si1 . . 106.1(5) ?
C11A C4 Si1 . . 118.0(8) ?
C16 C11 C12 . . 119.5(7) ?
C16 C11 C4 . . 126.2(7) ?
C12 C11 C4 . . 114.3(6) ?
C13 C12 C11 . . 121.1(7) ?
C13 C12 H12 . . 119.5 ?
C11 C12 H12 . . 119.5 ?
C12 C13 C14 . . 118.4(7) ?
C12 C13 H13 . . 120.8 ?
C14 C13 H13 . . 120.8 ?
C15 C14 C13 . . 120.6(7) ?
C15 C14 H14 . . 119.7 ?
C13 C14 H14 . . 119.7 ?
C16 C15 C14 . . 120.8(7) ?
C16 C15 H15 . . 119.6 ?
C14 C15 H15 . . 119.6 ?
C15 C16 C11 . . 119.7(8) ?
C15 C16 H16 . . 120.2 ?
C11 C16 H16 . . 120.2 ?
C12A C11A C16A . . 113.1(10) ?
C12A C11A C4 . . 120.3(10) ?
C16A C11A C4 . . 126.0(10) ?
C13A C12A C11A . . 122.8(12) ?
C13A C12A H12A . . 118.6 ?
C11A C12A H12A . . 118.6 ?
C14A C13A C12A . . 121.2(12) ?
C14A C13A H13A . . 119.4 ?
C12A C13A H13A . . 119.4 ?
C15A C14A C13A . . 119.3(11) ?
C15A C14A H14A . . 120.4 ?
C13A C14A H14A . . 120.4 ?
C14A C15A C16A . . 118.5(12) ?
C14A C15A H15A . . 120.8 ?
C16A C15A H15A . . 120.8 ?
C15A C16A C11A . . 125.1(12) ?
C15A C16A H16A . . 117.4 ?
C11A C16A H16A . . 117.4 ?
C22 C21 C26 . . 116.7(3) ?
C22 C21 C1 . . 121.5(2) ?
C26 C21 C1 . . 121.5(2) ?
C23 C22 C21 . . 121.6(3) ?
C23 C22 H22 . . 119.2 ?
C21 C22 H22 . . 119.2 ?
C24 C23 C22 . . 120.7(3) ?
C24 C23 H23 . . 119.6 ?
C22 C23 H23 . . 119.6 ?
C25 C24 C23 . . 118.8(3) ?
C25 C24 H24 . . 120.6 ?
C23 C24 H24 . . 120.6 ?
C24 C25 C26 . . 120.8(3) ?
C24 C25 H25 . . 119.6 ?
C26 C25 H25 . . 119.6 ?
C25 C26 C21 . . 121.4(3) ?
C25 C26 H26 . . 119.3 ?
C21 C26 H26 . . 119.3 ?
C33 Si1 C32 . . 110.43(17) ?
C33 Si1 C31 . . 106.42(17) ?
C32 Si1 C31 . . 105.58(18) ?
C33 Si1 C4 . . 117.98(13) ?
C32 Si1 C4 . . 109.01(15) ?
C31 Si1 C4 . . 106.61(15) ?
Si1 C31 H31A . . 109.5 ?
Si1 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
Si1 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
Si1 C32 H32A . . 109.5 ?
Si1 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
Si1 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
Si1 C33 H33A . . 109.5 ?
Si1 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
Si1 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C46 C41 C42 . . 113.8(2) ?
C46 C41 C3 . . 126.2(2) ?
C42 C41 C3 . . 120.0(2) ?
F42 C42 C43 . . 116.2(3) ?
F42 C42 C41 . . 120.3(2) ?
C43 C42 C41 . . 123.4(3) ?
F43 C43 C44 . . 120.6(3) ?
F43 C43 C42 . . 119.6(3) ?
C44 C43 C42 . . 119.7(3) ?
F44 C44 C45 . . 120.8(3) ?
F44 C44 C43 . . 119.8(3) ?
C45 C44 C43 . . 119.4(3) ?
F45 C45 C44 . . 120.5(3) ?
F45 C45 C46 . . 119.6(3) ?
C44 C45 C46 . . 119.8(3) ?
F46 C46 C45 . . 115.8(3) ?
F46 C46 C41 . . 120.4(2) ?
C45 C46 C41 . . 123.8(3) ?
C52 Si2 C53 . . 110.52(16) ?
C52 Si2 C51 . . 106.09(16) ?
C53 Si2 C51 . . 102.94(16) ?
C52 Si2 C1 . . 109.25(13) ?
C53 Si2 C1 . . 119.72(13) ?
C51 Si2 C1 . . 107.28(13) ?
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 ?
C66 C61 C62 . . 112.4(2) ?
C66 C61 B1 . . 125.0(2) ?
C62 C61 B1 . . 122.5(2) ?
F62 C62 C63 . . 116.0(3) ?
F62 C62 C61 . . 119.9(3) ?
C63 C62 C61 . . 124.2(3) ?
F63 C63 C64 . . 120.2(3) ?
F63 C63 C62 . . 119.6(3) ?
C64 C63 C62 . . 120.1(3) ?
F64 C64 C65 . . 120.6(3) ?
F64 C64 C63 . . 120.4(3) ?
C65 C64 C63 . . 119.0(3) ?
F65 C65 C64 . . 120.0(3) ?
F65 C65 C66 . . 120.7(3) ?
C64 C65 C66 . . 119.3(3) ?
F66 C66 C65 . . 114.5(3) ?
F66 C66 C61 . . 120.6(2) ?
C65 C66 C61 . . 125.0(3) ?
C71 N1 C75 . . 118.8(2) ?
C71 N1 B1 . . 122.0(2) ?
C75 N1 B1 . . 119.0(2) ?
N1 C71 C72 . . 121.7(3) ?
N1 C71 H71 . . 119.1 ?
C72 C71 H71 . . 119.1 ?
C71 C72 C73 . . 119.4(3) ?
C71 C72 H72 . . 120.3 ?
C73 C72 H72 . . 120.3 ?
C74 C73 C72 . . 118.7(3) ?
C74 C73 H73 . . 120.7 ?
C72 C73 H73 . . 120.7 ?
C73 C74 C75 . . 119.6(3) ?
C73 C74 H74 . . 120.2 ?
C75 C74 H74 . . 120.2 ?
N1 C75 C74 . . 121.7(3) ?
N1 C75 H75 . . 119.2 ?
C74 C75 H75 . . 119.2 ?

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
C21 C1 C2 C3 . . . . 0.0(3) ?
Si2 C1 C2 C3 . . . . -177.23(17) ?
C21 C1 C2 B1 . . . . -179.6(2) ?
Si2 C1 C2 B1 . . . . 3.2(4) ?
N1 B1 C2 C1 . . . . 65.9(3) ?
C61 B1 C2 C1 . . . . -171.2(2) ?
Cl1 B1 C2 C1 . . . . -49.0(3) ?
N1 B1 C2 C3 . . . . -113.7(2) ?
C61 B1 C2 C3 . . . . 9.2(3) ?
Cl1 B1 C2 C3 . . . . 131.43(19) ?
C1 C2 C3 C4 . . . . 66.8(3) ?
B1 C2 C3 C4 . . . . -113.5(3) ?
C1 C2 C3 C41 . . . . -116.0(2) ?
B1 C2 C3 C41 . . . . 63.6(3) ?
C2 C3 C4 C11 . . . . -161.7(5) ?
C41 C3 C4 C11 . . . . 21.2(6) ?
C2 C3 C4 C11A . . . . -159.9(6) ?
C41 C3 C4 C11A . . . . 23.0(7) ?
C2 C3 C4 Si1 . . . . 22.2(4) ?
C41 C3 C4 Si1 . . . . -154.9(2) ?
C3 C4 C11 C16 . . . . -111.1(11) ?
Si1 C4 C11 C16 . . . . 65.8(12) ?
C3 C4 C11 C12 . . . . 71.7(10) ?
Si1 C4 C11 C12 . . . . -111.4(8) ?
C16 C11 C12 C13 . . . . 0.6(16) ?
C4 C11 C12 C13 . . . . 177.9(8) ?
C11 C12 C13 C14 . . . . 0.5(13) ?
C12 C13 C14 C15 . . . . -0.9(11) ?
C13 C14 C15 C16 . . . . 0.1(12) ?
C14 C15 C16 C11 . . . . 1.0(14) ?
C12 C11 C16 C15 . . . . -1.3(16) ?
C4 C11 C16 C15 . . . . -178.3(9) ?
C3 C4 C11A C12A . . . . 71.2(17) ?
Si1 C4 C11A C12A . . . . -110.6(15) ?
C3 C4 C11A C16A . . . . -118.6(18) ?
Si1 C4 C11A C16A . . . . 60.(2) ?
C16A C11A C12A C13A . . . . 1.(3) ?
C4 C11A C12A C13A . . . . 172.3(13) ?
C11A C12A C13A C14A . . . . -2.(2) ?
C12A C13A C14A C15A . . . . 2.(2) ?
C13A C14A C15A C16A . . . . -1.(2) ?
C14A C15A C16A C11A . . . . -1.(2) ?
C12A C11A C16A C15A . . . . 1.(3) ?
C4 C11A C16A C15A . . . . -170.1(15) ?
C2 C1 C21 C22 . . . . -98.0(3) ?
Si2 C1 C21 C22 . . . . 79.7(3) ?
C2 C1 C21 C26 . . . . 89.1(3) ?
Si2 C1 C21 C26 . . . . -93.1(3) ?
C26 C21 C22 C23 . . . . -3.2(4) ?
C1 C21 C22 C23 . . . . -176.4(3) ?
C21 C22 C23 C24 . . . . 1.1(5) ?
C22 C23 C24 C25 . . . . 1.0(5) ?
C23 C24 C25 C26 . . . . -0.8(5) ?
C24 C25 C26 C21 . . . . -1.5(5) ?
C22 C21 C26 C25 . . . . 3.4(4) ?
C1 C21 C26 C25 . . . . 176.6(3) ?
C3 C4 Si1 C33 . . . . -12.1(3) ?
C11 C4 Si1 C33 . . . . 171.3(4) ?
C11A C4 Si1 C33 . . . . 170.2(7) ?
C3 C4 Si1 C32 . . . . -139.0(3) ?
C11 C4 Si1 C32 . . . . 44.4(5) ?
C11A C4 Si1 C32 . . . . 43.2(7) ?
C3 C4 Si1 C31 . . . . 107.4(3) ?
C11 C4 Si1 C31 . . . . -69.2(5) ?
C11A C4 Si1 C31 . . . . -70.3(7) ?
C4 C3 C41 C46 . . . . -127.5(3) ?
C2 C3 C41 C46 . . . . 55.1(3) ?
C4 C3 C41 C42 . . . . 55.6(3) ?
C2 C3 C41 C42 . . . . -121.8(3) ?
C46 C41 C42 F42 . . . . -177.8(2) ?
C3 C41 C42 F42 . . . . -0.5(4) ?
C46 C41 C42 C43 . . . . 0.3(4) ?
C3 C41 C42 C43 . . . . 177.6(3) ?
F42 C42 C43 F43 . . . . -0.5(4) ?
C41 C42 C43 F43 . . . . -178.7(3) ?
F42 C42 C43 C44 . . . . 177.6(3) ?
C41 C42 C43 C44 . . . . -0.6(5) ?
F43 C43 C44 F44 . . . . -0.6(5) ?
C42 C43 C44 F44 . . . . -178.6(3) ?
F43 C43 C44 C45 . . . . 177.8(3) ?
C42 C43 C44 C45 . . . . -0.3(5) ?
F44 C44 C45 F45 . . . . -0.8(5) ?
C43 C44 C45 F45 . . . . -179.1(3) ?
F44 C44 C45 C46 . . . . 179.7(3) ?
C43 C44 C45 C46 . . . . 1.3(5) ?
F45 C45 C46 F46 . . . . -1.4(4) ?
C44 C45 C46 F46 . . . . 178.1(3) ?
F45 C45 C46 C41 . . . . 178.8(3) ?
C44 C45 C46 C41 . . . . -1.7(5) ?
C42 C41 C46 F46 . . . . -179.0(2) ?
C3 C41 C46 F46 . . . . 4.0(4) ?
C42 C41 C46 C45 . . . . 0.8(4) ?
C3 C41 C46 C45 . . . . -176.3(3) ?
N1 B1 C61 C66 . . . . 24.9(3) ?
C2 B1 C61 C66 . . . . -102.3(3) ?
Cl1 B1 C61 C66 . . . . 134.4(2) ?
N1 B1 C61 C62 . . . . -152.7(2) ?
C2 B1 C61 C62 . . . . 80.1(3) ?
Cl1 B1 C61 C62 . . . . -43.2(3) ?
C66 C61 C62 F62 . . . . 177.4(2) ?
B1 C61 C62 F62 . . . . -4.7(4) ?
C66 C61 C62 C63 . . . . -2.9(4) ?
B1 C61 C62 C63 . . . . 175.0(3) ?
F62 C62 C63 F63 . . . . 1.6(4) ?
C61 C62 C63 F63 . . . . -178.1(3) ?
F62 C62 C63 C64 . . . . -178.7(3) ?
C61 C62 C63 C64 . . . . 1.5(5) ?
F63 C63 C64 F64 . . . . -0.9(5) ?
C62 C63 C64 F64 . . . . 179.4(3) ?
F63 C63 C64 C65 . . . . -179.6(3) ?
C62 C63 C64 C65 . . . . 0.7(5) ?
F64 C64 C65 F65 . . . . -1.6(5) ?
C63 C64 C65 F65 . . . . 177.1(3) ?
F64 C64 C65 C66 . . . . 180.0(3) ?
C63 C64 C65 C66 . . . . -1.3(5) ?
F65 C65 C66 F66 . . . . -0.2(4) ?
C64 C65 C66 F66 . . . . 178.2(3) ?
F65 C65 C66 C61 . . . . -178.7(3) ?
C64 C65 C66 C61 . . . . -0.3(5) ?
C62 C61 C66 F66 . . . . -176.2(2) ?
B1 C61 C66 F66 . . . . 6.1(4) ?
C62 C61 C66 C65 . . . . 2.2(4) ?
B1 C61 C66 C65 . . . . -175.6(3) ?
C2 B1 N1 C71 . . . . 15.4(3) ?
C61 B1 N1 C71 . . . . -113.0(3) ?
Cl1 B1 N1 C71 . . . . 134.2(2) ?
C2 B1 N1 C75 . . . . -170.1(2) ?
C61 B1 N1 C75 . . . . 61.5(3) ?
Cl1 B1 N1 C75 . . . . -51.4(3) ?
C75 N1 C71 C72 . . . . -1.0(4) ?
B1 N1 C71 C72 . . . . 173.5(3) ?
N1 C71 C72 C73 . . . . 1.1(5) ?
C71 C72 C73 C74 . . . . -0.3(5) ?
C72 C73 C74 C75 . . . . -0.5(5) ?
C71 N1 C75 C74 . . . . 0.1(4) ?
B1 N1 C75 C74 . . . . -174.6(3) ?
C73 C74 C75 N1 . . . . 0.7(5) ?


