# 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_fluoro_bridged_venture_xwr
_database_code_depnum_ccdc_archive 'CCDC 1937643'
loop_
_audit_author_name
_audit_author_address
'Simon Grabowsky'
;The University of Bremen
Germany
;
_audit_update_record             
;
2019-09-27 deposited with the CCDC.	2019-09-30 downloaded from the CCDC.
;

_chemical_formula_moiety         'C20 H22 F N Si'
_chemical_formula_sum            'C20 H22 F N Si'
_chemical_formula_weight         323.48
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   7.5718(3)
_cell_length_b                   17.2362(6)
_cell_length_c                   13.0930(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.9760(10)
_cell_angle_gamma                90.00
_cell_volume                     1699.47(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9903
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      52.01
_cell_measurement_theta_min      19.68

_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       unknown
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14

_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            183013
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         40.25
_diffrn_reflns_theta_min         2.36
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                8971
_reflns_number_total             10700
_reflns_threshold_expression     >2sigma(I)



_refine_ls_kind                  'X-ray wavefunction refinement'

_refine_ls_SVD_threshold         0.1E-02
_refine_ls_coordinate_system     cartesian
_refine_ls_structure_factor_coeff F
_refine_ls_matrix_type           full
_refine_ls_R_factor_gt           0.0209
_refine_ls_R_factor_all          0.0209
_refine_ls_wR_factor_gt          0.0132
_refine_ls_wR_factor_all         0.0132
_refine_ls_R_Fsqd_factor         0.0266
_refine_ls_goodness_of_fit_gt    1.7307
_refine_ls_goodness_of_fit_all   2.7307
_refine_ls_number_reflns         9053
_refine_ls_number_parameters     406
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_hydrogen_treatment    refall
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/σ(F)
_refine_ls_shift/su_conv_tol     0.0100
_refine_ls_shift/su_max          0.0059
_refine_ls_shift/su_max_mean     0.0003
_refine_ls_shift/su_max_par      'H1C Uyy'
_refine_ls_extinction_method     none

_refine_diff_density_max         0.1543
_refine_diff_density_min         -0.1851
_refine_diff_density_rms         0.0250
_refine_diff_density_max_atom    0.0830
_refine_diff_density_max_atom_tag H8
_refine_diff_density_min_atom    -0.0947
_refine_diff_density_min_atom_tag Si1
_refine_diff_density_rms_atom    0.0449

_refine_special_details          
;
After a structure refinement with spherical atomic form factors (independent atom model), an X-ray
wavefunction refinement (XWR) was carried out. The first step of an XWR
consists of a Hirshfeld atom refinement (HAR) which corresponds to a structure refinement with tailor-
made aspherical atomic form factors obtained from an ab initio wavefunction (level of theory: HF/def2-
TZVP) by application of Hirshfeldâ\/E?s stockholder partitioning scheme. Cluster point charges and dipoles
in a radius of r = 8 Angstrom were used to mimic the crystal environment.
In the second step, a wavefunction was fitted to the experimental diffraction data using the same level
of theory (X-ray constrained wavefunction fitting, XCW). References to the methods and further explanation
is given in the manuscript and its supplementary information.
;


_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_data_collection       'Bruker Apex3'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_computing_structure_refinement  'Tonto (Jayatilaka 2003)'
_computing_publication_material  'Tonto (Jayatilaka 2003)'
_audit_creation_method           'Olex2, Tonto and manual entries'


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si Uani 0.68722(1) 0.43606(1) 0.19839(1) 1.000 0.0150(1) . . . .
F1 F Uani 0.85558(3) 0.39276(1) 0.14878(1) 1.000 0.0246(1) . . . .
N1 N Uani 0.44523(3) 0.50088(1) 0.27568(2) 1.000 0.0183(1) . . . .
C1 C Uani 0.77366(4) 0.53856(1) 0.18942(2) 1.000 0.0130(1) . . . .
C1A C Uani 0.31468(5) 0.44723(2) 0.31269(4) 1.000 0.0310(1) . . . .
C1B C Uani 0.34792(5) 0.55656(2) 0.20515(3) 1.000 0.0242(1) . . . .
C1C C Uani 0.51338(6) 0.40284(2) 0.09652(3) 1.000 0.0273(1) . . . .
C1D C Uani 0.71552(4) 0.38019(2) 0.32197(2) 1.000 0.0150(1) . . . .
C2 C Uani 0.86428(4) 0.54882(2) 0.10339(2) 1.000 0.0170(1) . . . .
C2D C Uani 0.62443(4) 0.31001(2) 0.33097(2) 1.000 0.0177(1) . . . .
C3 C Uani 0.94642(4) 0.61914(2) 0.07980(3) 1.000 0.0212(1) . . . .
C3D C Uani 0.65124(4) 0.26507(2) 0.41987(2) 1.000 0.0199(1) . . . .
C4 C Uani 0.94508(4) 0.68015(2) 0.14669(3) 1.000 0.0216(1) . . . .
C4D C Uani 0.77088(4) 0.28910(2) 0.50190(2) 1.000 0.0205(1) . . . .
C5 C Uani 0.85499(4) 0.67401(2) 0.23588(2) 1.000 0.0171(1) . . . .
C5D C Uani 0.86500(4) 0.35803(2) 0.49390(2) 1.000 0.0197(1) . . . .
C6 C Uani 0.85889(4) 0.73838(2) 0.30356(3) 1.000 0.0240(1) . . . .
C6D C Uani 0.83786(4) 0.40260(2) 0.40461(2) 1.000 0.0170(1) . . . .
C7 C Uani 0.76695(5) 0.73593(2) 0.38823(3) 1.000 0.0264(1) . . . .
C8 C Uani 0.66227(5) 0.67038(2) 0.40445(3) 1.000 0.0224(1) . . . .
C9 C Uani 0.65676(4) 0.60599(2) 0.34124(2) 1.000 0.0155(1) . . . .
C10 C Uani 0.76128(4) 0.60422(1) 0.25634(2) 1.000 0.0132(1) . . . .
C11 C Uani 0.53264(4) 0.54192(2) 0.36584(2) 1.000 0.0183(1) . . . .
H1A H Uani 0.2548(7) 0.4133(3) 0.2484(4) 1.000 0.063(3) . . . .
H1B H Uani 0.2692(7) 0.5246(3) 0.1453(4) 1.000 0.0546(19) . . . .
H1C H Uani 0.5400(10) 0.4280(4) 0.0256(5) 1.000 0.111(4) . . . .
H2 H Uani 0.8747(6) 0.4997(3) 0.0514(3) 1.000 0.0408(17) . . . .
H2A H Uani 0.3798(7) 0.4066(3) 0.3694(4) 1.000 0.0534(19) . . . .
H2B H Uani 0.4409(6) 0.5950(3) 0.1713(4) 1.000 0.0483(19) . . . .
H2C H Uani 0.5238(8) 0.3408(3) 0.0858(4) 1.000 0.069(2) . . . .
H2D H Uani 0.5304(6) 0.2901(2) 0.2689(3) 1.000 0.0414(17) . . . .
H3 H Uani 1.0155(7) 0.6251(3) 0.0095(4) 1.000 0.0457(17) . . . .
H3A H Uani 0.2124(7) 0.4801(3) 0.3480(5) 1.000 0.068(2) . . . .
H3B H Uani 0.2577(7) 0.5913(3) 0.2461(4) 1.000 0.0531(19) . . . .
H3C H Uani 0.3809(8) 0.4154(4) 0.1082(5) 1.000 0.083(3) . . . .
H3D H Uani 0.5780(7) 0.2114(3) 0.4247(4) 1.000 0.0482(19) . . . .
H4 H Uani 1.0126(6) 0.7344(3) 0.1327(4) 1.000 0.0486(19) . . . .
H4D H Uani 0.7924(7) 0.2531(3) 0.5718(3) 1.000 0.0444(17) . . . .
H5D H Uani 0.9616(6) 0.3764(3) 0.5577(3) 1.000 0.0441(17) . . . .
H6 H Uani 0.9374(6) 0.7898(2) 0.2886(4) 1.000 0.0505(19) . . . .
H6D H Uani 0.9125(6) 0.4561(2) 0.3998(3) 1.000 0.0398(17) . . . .
H7 H Uani 0.7720(7) 0.7844(3) 0.4408(4) 1.000 0.053(2) . . . .
H8 H Uani 0.5795(7) 0.6702(3) 0.4681(3) 1.000 0.0462(19) . . . .
H9 H Uani 0.4296(6) 0.5678(3) 0.4092(4) 1.000 0.0443(19) . . . .
H10 H Uani 0.6033(6) 0.4980(3) 0.4150(3) 1.000 0.0416(17) . . . .



_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 F1 1.6662(2) . . yes
Si1 C1 1.8920(2) . . yes
Si1 C1C 1.8638(4) . . yes
Si1 C1D 1.8760(3) . . yes
N1 C1A 1.4720(4) . . yes
N1 C1B 1.4748(4) . . yes
N1 C11 1.4728(4) . . yes
C1 C2 1.3899(4) . . no
C1 C10 1.4403(3) . . no
C1D C2D 1.4035(5) . . no
C1D C6D 1.4033(4) . . no
C2 C3 1.4111(5) . . no
C2D C3D 1.3953(4) . . no
C3 C4 1.3692(5) . . no
C3D C4D 1.3940(4) . . no
C4 C5 1.4164(5) . . no
C4D C5D 1.3950(5) . . no
C5 C6 1.4183(5) . . no
C5 C10 1.4359(4) . . no
C5D C6D 1.3961(4) . . no
C6 C7 1.3697(5) . . no
C7 C8 1.4089(5) . . no
C8 C9 1.3825(5) . . no
C9 C10 1.4304(4) . . no
C9 C11 1.5065(5) . . no
C1A H1A 1.085(5) . . no
C1A H2A 1.099(5) . . no
C1A H3A 1.100(6) . . no
C1B H1B 1.084(5) . . no
C1B H2B 1.094(5) . . no
C1B H3B 1.090(5) . . no
C1C H1C 1.063(7) . . no
C1C H2C 1.083(5) . . no
C1C H3C 1.053(6) . . no
C2 H2 1.094(5) . . no
C2D H2D 1.079(4) . . no
C3 H3 1.110(5) . . no
C3D H3D 1.084(5) . . no
C4 H4 1.090(5) . . no
C4D H4D 1.104(4) . . no
C5D H5D 1.098(4) . . no
C6 H6 1.096(4) . . no
C6D H6D 1.087(4) . . no
C7 H7 1.081(5) . . no
C8 H8 1.094(5) . . no
C11 H9 1.106(5) . . no
C11 H10 1.096(5) . . no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 Si1 C1 96.34(1) . . . yes
F1 Si1 C1C 95.48(1) . . . yes
F1 Si1 C1D 94.76(1) . . . yes
C1 Si1 C1C 117.75(1) . . . yes
C1 Si1 C1D 121.58(1) . . . yes
C1C Si1 C1D 117.92(2) . . . yes
C1A N1 C1B 107.82(3) . . . yes
C1A N1 C11 107.40(3) . . . yes
C1B N1 C11 110.05(2) . . . yes
Si1 C1 C2 111.86(2) . . . yes
Si1 C1 C10 130.63(2) . . . yes
C2 C1 C10 117.51(2) . . . no
Si1 C1D C2D 120.12(2) . . . yes
Si1 C1D C6D 122.05(2) . . . yes
C2D C1D C6D 117.60(3) . . . no
C1 C2 C3 123.55(3) . . . no
C1D C2D C3D 121.23(3) . . . no
C2 C3 C4 119.14(3) . . . no
C2D C3D C4D 120.28(3) . . . no
C3 C4 C5 120.42(3) . . . no
C3D C4D C5D 119.43(3) . . . no
C4 C5 C6 118.44(3) . . . no
C4 C5 C10 120.41(3) . . . no
C6 C5 C10 121.15(3) . . . no
C4D C5D C6D 119.98(3) . . . no
C5 C6 C7 120.15(3) . . . no
C1D C6D C5D 121.47(3) . . . no
C6 C7 C8 119.21(3) . . . no
C7 C8 C9 122.41(3) . . . no
C8 C9 C10 119.85(3) . . . no
C8 C9 C11 116.17(3) . . . no
C10 C9 C11 123.95(3) . . . no
C1 C10 C5 118.69(2) . . . no
C1 C10 C9 124.46(2) . . . no
C5 C10 C9 116.82(2) . . . no
N1 C11 C9 114.77(2) . . . yes
N1 C1A H1A 108.9(3) . . . no
N1 C1A H2A 110.7(3) . . . no
N1 C1A H3A 110.0(3) . . . no
H1A C1A H2A 107.6(4) . . . no
H1A C1A H3A 110.4(4) . . . no
H2A C1A H3A 109.3(4) . . . no
N1 C1B H1B 108.9(3) . . . no
N1 C1B H2B 110.3(3) . . . no
N1 C1B H3B 110.3(3) . . . no
H1B C1B H2B 110.1(4) . . . no
H1B C1B H3B 108.0(4) . . . no
H2B C1B H3B 109.2(4) . . . no
Si1 C1C H1C 108.4(4) . . . no
Si1 C1C H2C 109.9(3) . . . no
Si1 C1C H3C 116.5(4) . . . no
H1C C1C H2C 105.5(5) . . . no
H1C C1C H3C 108.3(5) . . . no
H2C C1C H3C 107.8(5) . . . no
C1 C2 H2 118.6(2) . . . no
C3 C2 H2 117.8(2) . . . no
C1D C2D H2D 120.2(2) . . . no
C3D C2D H2D 118.6(2) . . . no
C2 C3 H3 121.2(3) . . . no
C4 C3 H3 119.7(3) . . . no
C2D C3D H3D 119.5(3) . . . no
C4D C3D H3D 120.3(3) . . . no
C3 C4 H4 121.1(3) . . . no
C5 C4 H4 118.5(3) . . . no
C3D C4D H4D 120.0(3) . . . no
C5D C4D H4D 120.6(3) . . . no
C4D C5D H5D 119.6(3) . . . no
C6D C5D H5D 120.4(3) . . . no
C5 C6 H6 119.8(3) . . . no
C7 C6 H6 120.0(3) . . . no
C1D C6D H6D 119.6(2) . . . no
C5D C6D H6D 118.9(2) . . . no
C6 C7 H7 120.3(3) . . . no
C8 C7 H7 120.5(3) . . . no
C7 C8 H8 119.6(3) . . . no
C9 C8 H8 118.0(3) . . . no
N1 C11 H9 108.9(3) . . . no
N1 C11 H10 106.9(2) . . . no
C9 C11 H9 107.7(3) . . . no
C9 C11 H10 110.8(2) . . . no
H9 C11 H10 107.7(3) . . . no

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 Si1 C1 C2 34.27(2) . . . . no
F1 Si1 C1 C10 -145.03(3) . . . . no
C1C Si1 C1 C2 -65.34(3) . . . . no
C1C Si1 C1 C10 115.36(3) . . . . no
C1D Si1 C1 C2 133.84(2) . . . . no
C1D Si1 C1 C10 -45.45(3) . . . . no
F1 Si1 C1D C2D -90.51(3) . . . . no
F1 Si1 C1D C6D 83.84(3) . . . . no
C1 Si1 C1D C2D 169.05(2) . . . . no
C1 Si1 C1D C6D -16.60(3) . . . . no
C1C Si1 C1D C2D 8.26(3) . . . . no
C1C Si1 C1D C6D -177.39(3) . . . . no
C1A N1 C11 C9 -173.49(3) . . . . no
C1B N1 C11 C9 -56.37(3) . . . . no
Si1 C1 C2 C3 -178.21(3) . . . . no
C10 C1 C2 C3 1.19(4) . . . . no
Si1 C1 C10 C5 174.01(2) . . . . no
Si1 C1 C10 C9 -7.97(4) . . . . no
C2 C1 C10 C5 -5.25(4) . . . . no
C2 C1 C10 C9 172.77(3) . . . . no
Si1 C1D C2D C3D 176.15(2) . . . . no
C6D C1D C2D C3D 1.55(5) . . . . no
Si1 C1D C6D C5D -176.22(2) . . . . no
C2D C1D C6D C5D -1.73(5) . . . . no
C1 C2 C3 C4 3.06(5) . . . . no
C1D C2D C3D C4D -0.36(5) . . . . no
C2 C3 C4 C5 -3.05(5) . . . . no
C2D C3D C4D C5D -0.70(5) . . . . no
C3 C4 C5 C6 179.29(3) . . . . no
C3 C4 C5 C10 -1.11(5) . . . . no
C3D C4D C5D C6D 0.53(5) . . . . no
C4 C5 C6 C7 177.15(3) . . . . no
C10 C5 C6 C7 -2.45(5) . . . . no
C4 C5 C10 C1 5.33(4) . . . . no
C4 C5 C10 C9 -172.85(3) . . . . no
C6 C5 C10 C1 -175.09(3) . . . . no
C6 C5 C10 C9 6.74(4) . . . . no
C4D C5D C6D C1D 0.72(5) . . . . no
C5 C6 C7 C8 -2.95(5) . . . . no
C6 C7 C8 C9 3.95(6) . . . . no
C7 C8 C9 C10 0.60(5) . . . . no
C7 C8 C9 C11 -177.49(3) . . . . no
C8 C9 C10 C1 176.18(3) . . . . no
C8 C9 C10 C5 -5.76(4) . . . . no
C11 C9 C10 C1 -5.89(5) . . . . no
C11 C9 C10 C5 172.17(3) . . . . no
C8 C9 C11 N1 144.52(3) . . . . no
C10 C9 C11 N1 -33.48(4) . . . . no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C2 H2 F1 1.094(5) 2.255(5) 2.7570(4) 105.5(3) . yes
C3 H3 F1 1.110(5) 2.401(5) 3.4901(4) 166.7(4) 3_765 yes
C6 H6 F1 1.096(4) 2.452(4) 3.4443(4) 149.9(4) 2_755 yes


####################################################################### 
# 
# 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_fluoro_spring8_xwr
_database_code_depnum_ccdc_archive 'CCDC 1937692'
loop_
_audit_author_name
_audit_author_address
'Simon Grabowsky'
;The University of Bremen
Germany
;
_audit_update_record             
;
2019-09-27 deposited with the CCDC.	2019-09-30 downloaded from the CCDC.
;

_chemical_formula_moiety         'C19 H20 F N Si'
_chemical_formula_sum            'C19 H20 F N Si'
_chemical_formula_weight         309.45
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0004 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0006 0.0009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0037 0.0031 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0266 0.0228 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 '-x, y+1/2, -z+1/2'
4 'x+1/2, -y+1/2, -z'

_cell_length_a                   9.5986(19)
_cell_length_b                   11.430(2)
_cell_length_c                   29.056(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3187.7(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    233707
_cell_measurement_temperature    25(2)
_cell_measurement_theta_max      31.14
_cell_measurement_theta_min      0.41

_exptl_absorpt_coefficient_mu    0.050
_exptl_absorpt_correction_T_max  0.000
_exptl_absorpt_correction_T_min  0.000
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       unknown
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05

_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            71871
_diffrn_reflns_theta_full        20.15
_diffrn_reflns_theta_max         20.15
_diffrn_reflns_theta_min         1.11
_diffrn_ambient_temperature      25(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  IPDSC-Q
_diffrn_measurement_method       'phi or omega oscillation scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.41330
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_number_gt                15240
_reflns_number_total             15418
_reflns_threshold_expression     >2sigma(I)

_refine_ls_kind                  'X-ray wavefunction refinement'

_refine_ls_SVD_threshold         0.1E-02
_refine_ls_coordinate_system     cartesian
_refine_ls_structure_factor_coeff F
_refine_ls_matrix_type           full
_refine_ls_R_factor_gt           0.0244
_refine_ls_R_factor_all          0.0244
_refine_ls_wR_factor_gt          0.0207
_refine_ls_wR_factor_all         0.0207
_refine_ls_R_Fsqd_factor         0.0398
_refine_ls_goodness_of_fit_gt    3.5364
_refine_ls_goodness_of_fit_all   3.5364
_refine_ls_number_reflns         15240
_refine_ls_number_parameters     807
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_hydrogen_treatment    refall
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/σ(F)
_refine_ls_shift/su_conv_tol     0.0100
_refine_ls_shift/su_max          0.0036
_refine_ls_shift/su_max_mean     0.0002
_refine_ls_shift/su_max_par      'H01G Uyy'
_refine_ls_extinction_method     none

_refine_diff_density_max         0.33
_refine_diff_density_min         -0.27
_refine_diff_density_rms         0.0253
_refine_diff_density_max_atom    0.0697
_refine_diff_density_min_atom    -0.0672
_refine_diff_density_rms_atom    0.0270


_refine_special_details          
;
After a structure refinement with spherical atomic form factors (independent atom model), an X-ray
wavefunction refinement (XWR) was carried out. The first step of an XWR
consists of a Hirshfeld atom refinement (HAR) which corresponds to a structure refinement with tailor-
made aspherical atomic form factors obtained from an ab initio wavefunction (level of theory: HF/def2-
TZVP) by application of Hirshfeldâ\/E?s stockholder partitioning scheme. Cluster point charges and dipoles
in a radius of r = 8 Angstrom were used to mimic the crystal environment.
In the second step, a wavefunction was fitted to the experimental diffraction data using the same level
of theory (X-ray constrained wavefunction fitting, XCW). References to the methods and further explanation
is given in the manuscript and its supplementary information.
;


_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_data_collection       'Bruker Apex3'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_computing_structure_refinement  'Tonto (Jayatilaka 2003)'
_computing_publication_material  'Tonto (Jayatilaka 2003)'
_audit_creation_method           'Olex2, Tonto and manual entries'



loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si Uani 0.37176(6) 0.23306(5) 0.35016(2) 1.000 0.0098(2) . . . .
Si1' Si Uani 0.79157(6) 0.49709(5) 0.33328(2) 1.000 0.0079(1) . . . .
F1 F Uani 0.31601(6) 0.36697(4) 0.36076(2) 1.000 0.0136(1) . . . .
N1 N Uani 0.48355(8) 0.01705(6) 0.34192(2) 1.000 0.0090(2) . . . .
F1' F Uani 0.69677(6) 0.48738(5) 0.28629(2) 1.000 0.0135(1) . . . .
C1 C Uani 0.49887(9) 0.21824(7) 0.39908(3) 1.000 0.0086(2) . . . .
C1A C Uani 0.38380(10) -0.07742(8) 0.33268(3) 1.000 0.0128(2) . . . .
C1B C Uani 0.59080(10) 0.01757(8) 0.30561(3) 1.000 0.0134(2) . . . .
C1C C Uani 0.42460(10) 0.25270(8) 0.28924(3) 1.000 0.0149(2) . . . .
C1D C Uani 0.20718(9) 0.14986(6) 0.35794(3) 1.000 0.0089(2) . . . .
C2 C Uani 0.51970(10) 0.31567(7) 0.42675(3) 1.000 0.0100(2) . . . .
C2D C Uani 0.12730(10) 0.11423(7) 0.32004(3) 1.000 0.0114(2) . . . .
C3 C Uani 0.60810(10) 0.31336(7) 0.46576(3) 1.000 0.0103(2) . . . .
C3D C Uani -0.00110(10) 0.05973(8) 0.32600(3) 1.000 0.0123(2) . . . .
C4 C Uani 0.67400(10) 0.21180(7) 0.47812(3) 1.000 0.0096(2) . . . .
C4D C Uani -0.05250(10) 0.04077(8) 0.37017(3) 1.000 0.0127(2) . . . .
C5 C Uani 0.65298(9) 0.10816(7) 0.45223(3) 1.000 0.0080(2) . . . .
C5D C Uani 0.02520(10) 0.07604(8) 0.40827(3) 1.000 0.0130(2) . . . .
C6 C Uani 0.71465(9) 0.00106(7) 0.46625(3) 1.000 0.0090(2) . . . .
C6D C Uani 0.15417(9) 0.12936(7) 0.40209(3) 1.000 0.0110(2) . . . .
C7 C Uani 0.69039(9) -0.10000(7) 0.44196(3) 1.000 0.0095(2) . . . .
C8 C Uani 0.60947(9) -0.09671(7) 0.40126(3) 1.000 0.0093(2) . . . .
C9 C Uani 0.55230(8) 0.00708(7) 0.38602(3) 1.000 0.0080(2) . . . .
C10 C Uani 0.56780(9) 0.11186(6) 0.41200(3) 1.000 0.0077(2) . . . .
N1' N Uani 0.92819(8) 0.54341(6) 0.41077(2) 1.000 0.0093(2) . . . .
C1' C Uani 0.66121(9) 0.57135(7) 0.37192(3) 1.000 0.0082(2) . . . .
C2D' C Uani 1.07330(10) 0.51980(8) 0.30397(3) 1.000 0.0116(2) . . . .
C2' C Uani 0.53009(9) 0.59444(7) 0.35437(3) 1.000 0.0101(2) . . . .
C3D' C Uani 1.19030(10) 0.57857(8) 0.28750(3) 1.000 0.0132(2) . . . .
C3' C Uani 0.41778(9) 0.63061(7) 0.38262(3) 1.000 0.0108(2) . . . .
C6D' C Uani 0.93800(10) 0.69562(8) 0.29746(3) 1.000 0.0134(2) . . . .
C4' C Uani 0.43562(9) 0.64194(7) 0.42913(3) 1.000 0.0098(2) . . . .
C1D' C Uani 0.94504(9) 0.57734(7) 0.30965(3) 1.000 0.0099(2) . . . .
C5' C Uani 0.56759(9) 0.61978(7) 0.44927(3) 1.000 0.0082(2) . . . .
C1B' C Uani 1.01350(10) 0.65013(9) 0.40704(3) 1.000 0.0152(2) . . . .
C6' C Uani 0.58780(10) 0.62956(7) 0.49747(3) 1.000 0.0100(2) . . . .
C1A' C Uani 1.01680(10) 0.44600(10) 0.42646(3) 1.000 0.0180(2) . . . .
C7' C Uani 0.71650(10) 0.60774(7) 0.51666(3) 1.000 0.0105(2) . . . .
C4D' C Uani 1.18140(10) 0.69645(8) 0.27585(3) 1.000 0.0153(2) . . . .
C8' C Uani 0.83022(9) 0.57745(7) 0.48838(3) 1.000 0.0096(2) . . . .
C5D' C Uani 1.05490(10) 0.75525(8) 0.28077(3) 1.000 0.0158(2) . . . .
C9' C Uani 0.81337(9) 0.56726(6) 0.44128(3) 1.000 0.0080(2) . . . .
C1C' C Uani 0.82250(10) 0.34047(7) 0.34768(3) 1.000 0.0133(2) . . . .
C10' C Uani 0.68131(9) 0.58662(6) 0.42048(3) 1.000 0.0073(2) . . . .
H1A H Uani 0.313(2) -0.0840(10) 0.3620(5) 1.000 0.037(5) . . . .
H1B H Uani 0.647(2) -0.0610(10) 0.3061(5) 1.000 0.029(5) . . . .
H1C H Uani 0.524(2) 0.295(2) 0.2868(6) 1.000 0.070(8) . . . .
H2 H Uani 0.467(2) 0.4000(10) 0.4195(5) 1.000 0.029(5) . . . .
H2A H Uani 0.439(2) -0.1600(10) 0.3286(6) 1.000 0.032(5) . . . .
H2B H Uani 0.541(2) 0.0210(10) 0.2723(5) 1.000 0.032(5) . . . .
H2C H Uani 0.356(2) 0.3250(10) 0.2742(6) 1.000 0.050(8) . . . .
H2D H Uani 0.164(2) 0.1290(10) 0.2842(5) 1.000 0.024(5) . . . .
H3 H Uani 0.621(2) 0.3940(10) 0.4856(5) 1.000 0.035(5) . . . .
H3A H Uani 0.325(2) -0.0580(10) 0.2996(6) 1.000 0.034(6) . . . .
H3B H Uani 0.660(2) 0.0950(10) 0.3098(6) 1.000 0.027(5) . . . .
H3C H Uani 0.439(2) 0.1755(9) 0.2789(7) 1.000 0.064(8) . . . .
H3D H Uani -0.063(2) 0.0370(10) 0.2966(5) 1.000 0.033(5) . . . .
H4 H Uani 0.744(2) 0.2056(9) 0.5080(4) 1.000 0.016(4) . . . .
H4D H Uani -0.157(2) 0.0000(10) 0.3740(5) 1.000 0.025(5) . . . .
H5D H Uani -0.007(2) 0.0620(10) 0.4430(5) 1.000 0.033(6) . . . .
H6 H Uani 0.780(2) 0.0020(10) 0.4962(4) 1.000 0.020(5) . . . .
H6D H Uani 0.213(2) 0.1570(10) 0.4306(5) 1.000 0.040(6) . . . .
H7 H Uani 0.733(2) -0.1820(10) 0.4526(6) 1.000 0.039(6) . . . .
H8 H Uani 0.597(2) -0.1780(10) 0.3813(5) 1.000 0.023(5) . . . .
H2B' H Uani 0.951(2) 0.7210(10) 0.3963(6) 1.000 0.040(5) . . . .
H2' H Uani 0.506(2) 0.5840(10) 0.3177(5) 1.000 0.029(5) . . . .
H2D' H Uani 1.084(2) 0.4280(10) 0.3134(5) 1.000 0.028(5) . . . .
H3' H Uani 0.317(2) 0.649(2) 0.3671(6) 1.000 0.043(6) . . . .
H2A' H Uani 0.951(3) 0.3700(10) 0.4318(6) 1.000 0.050(8) . . . .
H4' H Uani 0.354(2) 0.6690(10) 0.4509(5) 1.000 0.028(5) . . . .
H1B' H Uani 1.062(2) 0.6670(10) 0.4417(5) 1.000 0.033(5) . . . .
H1C' H Uani 0.931(2) 0.3160(10) 0.3489(7) 1.000 0.053(8) . . . .
H6' H Uani 0.499(2) 0.6540(10) 0.5198(5) 1.000 0.021(5) . . . .
H6D' H Uani 0.842(2) 0.7440(10) 0.3010(5) 1.000 0.023(5) . . . .
H7' H Uani 0.731(2) 0.6160(10) 0.5544(5) 1.000 0.024(5) . . . .
H2C' H Uani 0.768(2) 0.2900(10) 0.3233(5) 1.000 0.046(8) . . . .
H8' H Uani 0.933(2) 0.5650(10) 0.5038(5) 1.000 0.028(5) . . . .
H1A' H Uani 1.091(2) 0.426(2) 0.3991(5) 1.000 0.044(5) . . . .
H3B' H Uani 1.098(2) 0.6370(10) 0.3818(6) 1.000 0.043(6) . . . .
H3A' H Uani 1.074(2) 0.4690(10) 0.4573(6) 1.000 0.046(8) . . . .
H3D' H Uani 1.2870(10) 0.5330(10) 0.2844(6) 1.000 0.039(5) . . . .
H4D' H Uani 1.268(2) 0.7470(10) 0.2636(5) 1.000 0.034(5) . . . .
H5D' H Uani 1.047(2) 0.844(2) 0.2723(6) 1.000 0.050(6) . . . .
H3C' H Uani 0.787(3) 0.3140(10) 0.3817(7) 1.000 0.067(10) . . . .


_atom_site_anharm_GC_C_scale_factor 1000.0000000000000

loop_
_atom_site_anharm_GC_C_label
_atom_site_anharm_GC_C_111
_atom_site_anharm_GC_C_222
_atom_site_anharm_GC_C_333
_atom_site_anharm_GC_C_112
_atom_site_anharm_GC_C_113
_atom_site_anharm_GC_C_122
_atom_site_anharm_GC_C_223
_atom_site_anharm_GC_C_133
_atom_site_anharm_GC_C_233
_atom_site_anharm_GC_C_123
Si01 0.00011(8) 0.00009(5) 0.000002(2) 0.00003(3) 0.00000(1) -0.00004(3)
-0.000026(9) 0.000007(4) 0.000004(4) 0.000010(9)
Si02 0.00030(8) -0.00037(5) -0.000006(3) -0.00039(4) -0.00014(1) 0.00030(3)
-0.00009(1) 0.000039(5) -0.000037(4) 0.000127(9)


_atom_site_anharm_GC_D_scale_factor 10000.000000000000


loop_
_atom_site_anharm_GC_D_label
_atom_site_anharm_GC_D_1111
_atom_site_anharm_GC_D_2222
_atom_site_anharm_GC_D_3333
_atom_site_anharm_GC_D_1112
_atom_site_anharm_GC_D_1113
_atom_site_anharm_GC_D_1222
_atom_site_anharm_GC_D_2223
_atom_site_anharm_GC_D_1333
_atom_site_anharm_GC_D_2333
_atom_site_anharm_GC_D_1122
_atom_site_anharm_GC_D_1133
_atom_site_anharm_GC_D_2233
_atom_site_anharm_GC_D_1123
_atom_site_anharm_GC_D_1223
_atom_site_anharm_GC_D_1233
Si01 0.00006(6) 0.00015(3) -0.0000014(6) 0.00007(2) 0.000009(9) 0.00002(2)
-0.000006(6) 0.0000014(9) -0.0000006(8) -0.00003(1) -0.000012(2) -0.000003(1)
0.000002(4) 0.000002(3) 0.000002(1)
Si02 0.00012(6) 0.00016(3) 0.0000013(7) -0.00008(3) -0.00001(1) -0.00008(2)
0.000017(6) -0.000002(1) 0.0000027(9) 0.00005(1) 0.000001(2) 0.000005(2)
0.000032(4) -0.000028(4) -0.000009(1)



_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 F1 1.6504(8) . . yes
Si1 C1 1.8809(11) . . yes
Si1 C1C 1.8550(11) . . yes
Si1 C1D 1.8577(11) . . yes
Si1' C1' 1.8833(11) . . yes
Si1' C1D' 1.8662(11) . . yes
Si1' F1' 1.6445(9) . . yes
Si1' C1C' 1.8622(11) . . yes
N1 C1A 1.4679(12) . . yes
N1 C1B 1.4741(12) . . yes
N1 C9 1.4458(11) . . yes
C1 C2 1.3880(12) . . no
C1 C10 1.4343(11) . . no
C1D C6D 1.3998(13) . . no
C1D C2D 1.4023(13) . . no
C2 C3 1.4161(13) . . no
C2D C3D 1.3918(14) . . no
C3 C4 1.3699(12) . . no
C3D C4D 1.3919(13) . . no
C4 C5 1.4177(12) . . no
C4D C5D 1.3944(13) . . no
C5 C10 1.4271(13) . . no
C5 C6 1.4195(12) . . no
C5D C6D 1.3915(13) . . no
C6 C7 1.3736(12) . . no
C7 C8 1.4154(13) . . no
C8 C9 1.3801(12) . . no
C9 C10 1.4235(11) . . no
N1' C9' 1.4404(11) . . yes
N1' C1B' 1.4732(13) . . yes
N1' C1A' 1.4734(13) . . yes
C1A H1A 1.092(16) . . no
C1A H2A 1.089(14) . . no
C1A H3A 1.137(18) . . no
C1B H1B 1.048(14) . . no
C1B H2B 1.080(15) . . no
C1B H3B 1.113(15) . . no
C1C H2C 1.143(15) . . no
C1C H1C 1.07(2) . . no
C1C H3C 0.942(12) . . no
C2 H2 1.109(13) . . no
C2D H2D 1.112(15) . . no
C3 H3 1.094(13) . . no
C3D H3D 1.073(16) . . no
C4 H4 1.100(15) . . no
C4D H4D 1.112(18) . . no
C5D H5D 1.068(15) . . no
C6 H6 1.073(15) . . no
C6D H6D 1.051(16) . . no
C7 H7 1.068(14) . . no
C8 H8 1.102(12) . . no
C1' C2' 1.3834(13) . . no
C1' C10' 1.4348(13) . . no
C2D' C3D' 1.3934(14) . . no
C2D' C1D' 1.4055(13) . . no
C2' C3' 1.4166(13) . . no
C3D' C4D' 1.3919(13) . . no
C3' C4' 1.3683(13) . . no
C6D' C1D' 1.3992(13) . . no
C6D' C5D' 1.3996(14) . . no
C4' C5' 1.4182(13) . . no
C5' C6' 1.4183(13) . . no
C5' C10' 1.4265(12) . . no
C6' C7' 1.3781(14) . . no
C7' C8' 1.4095(13) . . no
C4D' C5D' 1.3952(14) . . no
C8' C9' 1.3830(13) . . no
C9' C10' 1.4216(13) . . no
C2D' H2D' 1.089(12) . . no
C2' H2' 1.097(15) . . no
C3D' H3D' 1.068(10) . . no
C3' H3' 1.088(19) . . no
C6D' H6D' 1.080(17) . . no
C4' H4' 1.053(17) . . no
C1B' H2B' 1.055(15) . . no
C1B' H1B' 1.126(15) . . no
C1B' H3B' 1.104(18) . . no
C6' H6' 1.107(17) . . no
C1A' H2A' 1.085(19) . . no
C1A' H1A' 1.092(17) . . no
C1A' H3A' 1.083(18) . . no
C7' H7' 1.109(15) . . no
C4D' H4D' 1.073(17) . . no
C8' H8' 1.093(18) . . no
C5D' H5D' 1.05(2) . . no
C1C' H1C' 1.079(19) . . no
C1C' H2C' 1.053(15) . . no
C1C' H3C' 1.09(2) . . no

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 Si1 C1 98.79(4) . . . yes
F1 Si1 C1C 98.89(5) . . . yes
F1 Si1 C1D 100.16(4) . . . yes
C1 Si1 C1C 123.69(5) . . . yes
C1 Si1 C1D 114.43(5) . . . yes
C1C Si1 C1D 114.24(5) . . . yes
F1' Si1' C1D' 99.47(5) . . . yes
F1' Si1' C1C' 102.12(5) . . . yes
C1' Si1' C1D' 121.48(5) . . . yes
C1' Si1' C1C' 113.91(5) . . . yes
C1D' Si1' C1C' 115.42(5) . . . yes
F1' Si1' C1' 99.08(5) . . . yes
C1A N1 C9 113.69(6) . . . yes
C1A N1 C1B 109.12(6) . . . yes
C1B N1 C9 108.41(7) . . . yes
C2 C1 C10 117.52(8) . . . no
Si1 C1 C2 117.32(7) . . . yes
Si1 C1 C10 124.99(6) . . . yes
C2D C1D C6D 118.19(8) . . . no
Si1 C1D C2D 121.20(7) . . . yes
Si1 C1D C6D 120.42(7) . . . yes
C1 C2 C3 122.34(8) . . . no
C1D C2D C3D 121.10(8) . . . no
C2 C3 C4 120.15(8) . . . no
C2D C3D C4D 119.89(8) . . . no
C3 C4 C5 120.21(8) . . . no
C3D C4D C5D 119.83(9) . . . no
C4 C5 C6 120.60(8) . . . no
C4 C5 C10 119.43(7) . . . no
C6 C5 C10 119.97(7) . . . no
C4D C5D C6D 120.00(8) . . . no
C5 C6 C7 120.47(8) . . . no
C1D C6D C5D 121.00(8) . . . no
C6 C7 C8 120.00(8) . . . no
C7 C8 C9 120.61(8) . . . no
N1 C9 C10 116.83(7) . . . yes
C8 C9 C10 120.77(8) . . . no
N1 C9 C8 122.25(7) . . . yes
C5 C10 C9 117.99(7) . . . no
C1 C10 C5 120.25(7) . . . no
C1 C10 C9 121.75(8) . . . no
C1B' N1' C9' 108.29(6) . . . yes
C1B' N1' C1A' 109.12(7) . . . yes
C1A' N1' C9' 113.22(6) . . . yes
N1 C1A H1A 108.3(8) . . . no
H1A C1A H2A 109.1(11) . . . no
H1A C1A H3A 111.4(13) . . . no
H2A C1A H3A 108.6(12) . . . no
N1 C1A H2A 109.9(9) . . . no
N1 C1A H3A 109.6(7) . . . no
N1 C1B H3B 110.0(9) . . . no
N1 C1B H1B 110.3(9) . . . no
N1 C1B H2B 109.4(10) . . . no
H1B C1B H2B 105.7(11) . . . no
H1B C1B H3B 111.9(13) . . . no
H2B C1B H3B 109.5(11) . . . no
Si1 C1C H1C 111.2(9) . . . no
Si1 C1C H2C 107.1(9) . . . no
Si1 C1C H3C 103.4(12) . . . no
H1C C1C H2C 99.3(14) . . . no
H2C C1C H3C 129.7(14) . . . no
H1C C1C H3C 105.7(16) . . . no
C1 C2 H2 121.5(8) . . . no
C3 C2 H2 116.2(8) . . . no
C3D C2D H2D 117.7(9) . . . no
C1D C2D H2D 121.2(9) . . . no
C2 C3 H3 118.3(8) . . . no
C4 C3 H3 121.6(8) . . . no
C2D C3D H3D 120.0(9) . . . no
C4D C3D H3D 120.0(9) . . . no
C5 C4 H4 116.9(6) . . . no
C3 C4 H4 122.9(6) . . . no
C3D C4D H4D 118.5(8) . . . no
C5D C4D H4D 121.6(8) . . . no
C4D C5D H5D 123.5(9) . . . no
C6D C5D H5D 116.5(10) . . . no
C7 C6 H6 121.6(6) . . . no
C5 C6 H6 117.9(6) . . . no
C5D C6D H6D 120.5(9) . . . no
C1D C6D H6D 118.5(9) . . . no
C6 C7 H7 121.6(9) . . . no
C8 C7 H7 118.4(9) . . . no
C9 C8 H8 120.9(8) . . . no
C7 C8 H8 118.5(8) . . . no
Si1' C1' C2' 118.08(7) . . . yes
Si1' C1' C10' 123.49(7) . . . yes
C2' C1' C10' 117.49(8) . . . no
C3D' C2D' C1D' 121.38(8) . . . no
C1' C2' C3' 122.31(8) . . . no
C2D' C3D' C4D' 120.05(9) . . . no
C2' C3' C4' 120.31(8) . . . no
C1D' C6D' C5D' 121.30(9) . . . no
C3' C4' C5' 120.16(8) . . . no
Si1' C1D' C2D' 120.31(7) . . . yes
Si1' C1D' C6D' 122.00(7) . . . yes
C2D' C1D' C6D' 117.69(8) . . . no
C4' C5' C6' 121.04(8) . . . no
C4' C5' C10' 119.27(8) . . . no
C6' C5' C10' 119.69(8) . . . no
C5' C6' C7' 120.52(8) . . . no
C6' C7' C8' 120.19(8) . . . no
C3D' C4D' C5D' 119.66(9) . . . no
C7' C8' C9' 120.47(8) . . . no
C6D' C5D' C4D' 119.91(8) . . . no
N1' C9' C8' 122.38(8) . . . yes
N1' C9' C10' 116.75(8) . . . yes
C8' C9' C10' 120.79(8) . . . no
C1' C10' C5' 120.41(8) . . . no
C1' C10' C9' 121.27(8) . . . no
C5' C10' C9' 118.32(8) . . . no
C3D' C2D' H2D' 118.4(10) . . . no
C1D' C2D' H2D' 120.3(10) . . . no
C1' C2' H2' 122.0(10) . . . no
C3' C2' H2' 115.7(10) . . . no
C2D' C3D' H3D' 119.6(7) . . . no
C4D' C3D' H3D' 120.3(6) . . . no
C2' C3' H3' 119.5(10) . . . no
C4' C3' H3' 120.2(10) . . . no
C1D' C6D' H6D' 120.8(7) . . . no
C5D' C6D' H6D' 117.9(7) . . . no
C3' C4' H4' 121.9(9) . . . no
C5' C4' H4' 118.0(9) . . . no
N1' C1B' H2B' 110.0(9) . . . no
N1' C1B' H1B' 107.8(7) . . . no
N1' C1B' H3B' 110.2(7) . . . no
H2B' C1B' H1B' 111.6(11) . . . no
H2B' C1B' H3B' 109.0(12) . . . no
H1B' C1B' H3B' 108.3(13) . . . no
C5' C6' H6' 119.6(9) . . . no
C7' C6' H6' 119.9(9) . . . no
N1' C1A' H2A' 108.3(13) . . . no
N1' C1A' H1A' 108.0(11) . . . no
N1' C1A' H3A' 111.4(7) . . . no
H2A' C1A' H1A' 108.4(16) . . . no
H2A' C1A' H3A' 111.8(13) . . . no
H1A' C1A' H3A' 108.8(13) . . . no
C6' C7' H7' 119.8(10) . . . no
C8' C7' H7' 120.0(10) . . . no
C3D' C4D' H4D' 123.7(8) . . . no
C5D' C4D' H4D' 116.7(8) . . . no
C7' C8' H8' 119.5(8) . . . no
C9' C8' H8' 120.0(8) . . . no
C6D' C5D' H5D' 119.7(11) . . . no
C4D' C5D' H5D' 120.4(10) . . . no
Si1' C1C' H1C' 114.2(7) . . . no
Si1' C1C' H2C' 107.2(7) . . . no
Si1' C1C' H3C' 114.9(8) . . . no
H1C' C1C' H2C' 111.1(13) . . . no
H1C' C1C' H3C' 101.6(18) . . . no
H2C' C1C' H3C' 107.7(14) . . . no

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 Si1 C1 C2 -4.28(8) . . . . no
F1 Si1 C1 C10 170.83(7) . . . . no
C1C Si1 C1 C2 102.63(8) . . . . no
C1C Si1 C1 C10 -82.26(9) . . . . no
C1D Si1 C1 C2 -109.72(8) . . . . no
C1D Si1 C1 C10 65.39(9) . . . . no
F1 Si1 C1D C2D 100.07(7) . . . . no
F1 Si1 C1D C6D -74.78(7) . . . . no
C1 Si1 C1D C2D -155.34(7) . . . . no
C1 Si1 C1D C6D 29.81(8) . . . . no
C1C Si1 C1D C2D -4.57(9) . . . . no
C1C Si1 C1D C6D -179.42(7) . . . . no
C1C' Si1' C1D' C2D' -0.32(9) . . . . no
C1C' Si1' C1D' C6D' -179.67(7) . . . . no
C1C' Si1' C1' C2' -105.87(7) . . . . no
C1C' Si1' C1' C10' 62.76(8) . . . . no
F1' Si1' C1D' C2D' -108.67(8) . . . . no
F1' Si1' C1' C2' 1.79(8) . . . . no
F1' Si1' C1' C10' 170.41(7) . . . . no
C1D' Si1' C1' C2' 108.84(8) . . . . no
C1D' Si1' C1' C10' -82.54(8) . . . . no
F1' Si1' C1D' C6D' 71.98(8) . . . . no
C1' Si1' C1D' C2D' 144.49(7) . . . . no
C1' Si1' C1D' C6D' -34.86(10) . . . . no
C1B N1 C9 C8 -74.60(10) . . . . no
C1B N1 C9 C10 100.93(8) . . . . no
C1A N1 C9 C8 46.95(11) . . . . no
C1A N1 C9 C10 -137.52(8) . . . . no
Si1 C1 C2 C3 177.15(7) . . . . no
C2 C1 C10 C5 0.62(12) . . . . no
C2 C1 C10 C9 179.60(8) . . . . no
Si1 C1 C10 C5 -174.47(7) . . . . no
Si1 C1 C10 C9 4.50(12) . . . . no
C10 C1 C2 C3 1.67(13) . . . . no
Si1 C1D C2D C3D -175.09(7) . . . . no
C6D C1D C2D C3D -0.13(12) . . . . no
Si1 C1D C6D C5D 174.44(7) . . . . no
C2D C1D C6D C5D -0.56(12) . . . . no
C1 C2 C3 C4 -1.70(14) . . . . no
C1D C2D C3D C4D 0.54(13) . . . . no
C2 C3 C4 C5 -0.66(14) . . . . no
C2D C3D C4D C5D -0.27(14) . . . . no
C3 C4 C5 C10 2.88(13) . . . . no
C3 C4 C5 C6 -176.49(9) . . . . no
C3D C4D C5D C6D -0.41(14) . . . . no
C6 C5 C10 C1 176.50(8) . . . . no
C6 C5 C10 C9 -2.51(12) . . . . no
C4 C5 C10 C1 -2.87(13) . . . . no
C4 C5 C6 C7 177.85(8) . . . . no
C10 C5 C6 C7 -1.52(13) . . . . no
C4 C5 C10 C9 178.12(8) . . . . no
C4D C5D C6D C1D 0.84(13) . . . . no
C5 C6 C7 C8 3.38(13) . . . . no
C6 C7 C8 C9 -1.13(13) . . . . no
C7 C8 C9 N1 172.33(8) . . . . no
C7 C8 C9 C10 -3.02(13) . . . . no
C8 C9 C10 C1 -174.23(8) . . . . no
C8 C9 C10 C5 4.76(12) . . . . no
N1 C9 C10 C5 -170.84(7) . . . . no
N1 C9 C10 C1 10.17(12) . . . . no
C1B' N1' C9' C8' -73.33(9) . . . . no
C1B' N1' C9' C10' 103.24(8) . . . . no
C1A' N1' C9' C8' 47.82(10) . . . . no
C1A' N1' C9' C10' -135.61(7) . . . . no
Si1' C1' C2' C3' 168.60(7) . . . . no
C10' C1' C2' C3' -0.71(12) . . . . no
Si1' C1' C10' C5' -166.19(6) . . . . no
Si1' C1' C10' C9' 12.66(11) . . . . no
C2' C1' C10' C5' 2.49(11) . . . . no
C2' C1' C10' C9' -178.66(7) . . . . no
C1D' C2D' C3D' C4D' -0.63(13) . . . . no
C3D' C2D' C1D' Si1' -178.35(7) . . . . no
C3D' C2D' C1D' C6D' 1.03(13) . . . . no
C1' C2' C3' C4' -1.19(12) . . . . no
C2D' C3D' C4D' C5D' 0.02(14) . . . . no
C2' C3' C4' C5' 1.27(12) . . . . no
C5D' C6D' C1D' Si1' 178.52(7) . . . . no
C5D' C6D' C1D' C2D' -0.85(13) . . . . no
C1D' C6D' C5D' C4D' 0.27(13) . . . . no
C3' C4' C5' C6' -179.18(8) . . . . no
C3' C4' C5' C10' 0.52(12) . . . . no
C4' C5' C6' C7' 179.95(7) . . . . no
C10' C5' C6' C7' 0.26(12) . . . . no
C4' C5' C10' C1' -2.44(11) . . . . no
C4' C5' C10' C9' 178.68(7) . . . . no
C6' C5' C10' C1' 177.27(7) . . . . no
C6' C5' C10' C9' -1.61(11) . . . . no
C5' C6' C7' C8' 1.15(12) . . . . no
C6' C7' C8' C9' -1.17(12) . . . . no
C3D' C4D' C5D' C6D' 0.16(13) . . . . no
C7' C8' C9' N1' 176.20(7) . . . . no
C7' C8' C9' C10' -0.24(11) . . . . no
N1' C9' C10' C1' 6.11(10) . . . . no
N1' C9' C10' C5' -175.02(7) . . . . no
C8' C9' C10' C1' -177.26(7) . . . . no
C8' C9' C10' C5' 1.61(11) . . . . no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C2 H2 F1 1.109(13) 2.271(17) 2.8005(12) 106.8(9) . yes
C2' H2' F1' 1.097(15) 2.325(17) 2.8231(12) 105.5(11) . yes
C1C H3C N1 0.942(12) 2.611(16) 3.1493(13) 116.7(15) . yes
C1A' H1A' F1 1.092(17) 2.522(19) 3.5649(13) 159.5(13) 1_655 yes



####################################################################### 
# 
# 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_F_bridged_prot
_database_code_depnum_ccdc_archive 'CCDC 1937940'
loop_
_audit_author_name
_audit_author_address
'Lorraine Andrade Malaspina'
;University of Bremen
Germany
;
_audit_update_record             
;
2019-07-02 deposited with the CCDC.	2019-09-30 downloaded from the CCDC.
;

_audit_creation_date             2019-06-13T14:24:16-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         '2(C20 H23 F N Si), 2(B F4), C H2 Cl2'
_chemical_formula_sum            'C41 H48 B2 Cl2 F10 N2 Si2'
_chemical_formula_weight         907.51
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration unk

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P n'
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_Int_Tables_number      7
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y, z+1/2'

_cell_length_a                   13.131(3)
_cell_length_b                   7.7980(16)
_cell_length_c                   21.291(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.58(3)
_cell_angle_gamma                90
_cell_volume                     2149.7(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    20(10)
_cell_measurement_reflns_used    154629
_cell_measurement_theta_min      0.55
_cell_measurement_theta_max      26.51
_cell_measurement_wavelength     0.4015

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             940

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'SPring-8 BL02'
_diffrn_ambient_temperature      20(10)
_diffrn_radiation_wavelength     0.4015
_diffrn_radiation_type           synchrotron
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'SPring-8 BL02B1 Curved Imaging Plate'
_diffrn_detector_area_resol_mean 10
_diffrn_orient_matrix_type       fs_process
_diffrn_orient_matrix_ub_11      0.001761
_diffrn_orient_matrix_ub_12      -0.003396
_diffrn_orient_matrix_ub_13      -0.046758
_diffrn_orient_matrix_ub_21      -0.014076
_diffrn_orient_matrix_ub_22      -0.126055
_diffrn_orient_matrix_ub_23      -0.000417
_diffrn_orient_matrix_ub_31      -0.075921
_diffrn_orient_matrix_ub_32      0.023292
_diffrn_orient_matrix_ub_33      -0.009073
_diffrn_measurement_device       'quarter Χ-circle diffractometer'
_diffrn_measurement_device_type  IPDSC-Q
_diffrn_measurement_method       'phi or omega oscillation scans'
_diffrn_standards_number         0
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_number            134595
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_theta_min         0.963
_diffrn_reflns_theta_max         26.495
_diffrn_reflns_theta_full        13.94
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_coverage         0.999
_reflns_number_total             44848
_reflns_number_gt                34497
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        
'CrystalClear (Rigaku/MSC Inc., 2006), SORTAV (Blessing, 1995)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1280P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         44848
_refine_ls_number_parameters     575
_refine_ls_number_restraints     16
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0754
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.1818
_refine_ls_wR_factor_gt          0.1705
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.49(12)
_refine_diff_density_max         1.647
_refine_diff_density_min         -0.878
_refine_diff_density_rms         0.125

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0002 0.0004 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B -0.0001 0.0002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0003 0.0009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0034 0.0029 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0249 0.0215 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.052 0.05 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.64698(2) 0.30251(5) 0.36644(2) 0.01569(5) Uani 1 1 d D . . . .
F1 F 0.58782(7) 0.29693(12) 0.42752(4) 0.01895(13) Uani 1 1 d D . . . .
N1 N 0.68119(8) 0.52264(13) 0.52083(5) 0.01586(13) Uani 1 1 d D . . . .
C1 C 0.62102(11) 0.08950(19) 0.32828(8) 0.0232(2) Uani 1 1 d D . . . .
H1A H 0.6422 0.0902 0.2873 0.035 Uiso 1 1 calc R U . . .
H1B H 0.5485 0.065 0.3233 0.035 Uiso 1 1 calc R U . . .
H1C H 0.6589 0.0031 0.3545 0.035 Uiso 1 1 calc R U . . .
C2 C 0.68593(8) 0.63566(14) 0.46309(6) 0.01646(15) Uani 1 1 d D . . . .
H2A H 0.6371 0.5926 0.4273 0.02 Uiso 1 1 calc R U . . .
H2B H 0.6648 0.7509 0.4722 0.02 Uiso 1 1 calc R U . . .
C3 C 0.76973(10) 0.54862(18) 0.57402(6) 0.02045(18) Uani 1 1 d . . . . .
H3A H 0.7603 0.478 0.6095 0.031 Uiso 1 1 calc R U . . .
H3B H 0.7727 0.6669 0.5867 0.031 Uiso 1 1 calc R U . . .
H3C H 0.833 0.5177 0.5599 0.031 Uiso 1 1 calc R U . . .
C4 C 0.58014(10) 0.55414(19) 0.54296(7) 0.02157(19) Uani 1 1 d . . . . .
H4A H 0.5783 0.6698 0.5582 0.032 Uiso 1 1 calc R U . . .
H4B H 0.5729 0.4758 0.5767 0.032 Uiso 1 1 calc R U . . .
H4C H 0.5245 0.5371 0.5081 0.032 Uiso 1 1 calc R U . . .
C10 C 0.78898(8) 0.34799(14) 0.39009(6) 0.01561(14) Uani 1 1 d . . . . .
C11 C 0.83993(8) 0.50473(14) 0.41544(5) 0.01449(13) Uani 1 1 d . . . . .
C12 C 0.79172(8) 0.64343(14) 0.44431(5) 0.01527(14) Uani 1 1 d . . . . .
C13 C 0.84584(10) 0.79388(15) 0.46144(6) 0.01792(16) Uani 1 1 d . . . . .
H13 H 0.8124 0.8839 0.4782 0.021 Uiso 1 1 calc R U . . .
C14 C 0.95004(10) 0.81425(17) 0.45425(6) 0.01857(17) Uani 1 1 d . . . . .
H14 H 0.9838 0.9178 0.4646 0.022 Uiso 1 1 calc R U . . .
C15 C 1.00092(9) 0.68012(16) 0.43197(6) 0.01708(15) Uani 1 1 d . . . . .
H15 H 1.0709 0.69 0.4299 0.02 Uiso 1 1 calc R U . . .
C16 C 0.94749(8) 0.52529(15) 0.41184(5) 0.01504(14) Uani 1 1 d . . . . .
C17 C 1.00383(9) 0.39112(16) 0.38788(6) 0.01744(15) Uani 1 1 d . . . . .
H17 H 1.0735 0.4063 0.386 0.021 Uiso 1 1 calc R U . . .
C18 C 0.95632(9) 0.23987(16) 0.36756(6) 0.01857(16) Uani 1 1 d . . . . .
H18 H 0.9938 0.1507 0.3535 0.022 Uiso 1 1 calc R U . . .
C19 C 0.84919(9) 0.22151(15) 0.36835(6) 0.01763(16) Uani 1 1 d . . . . .
H19 H 0.8174 0.1193 0.3535 0.021 Uiso 1 1 calc R U . . .
C20 C 0.58426(9) 0.47804(16) 0.31456(6) 0.01716(15) Uani 1 1 d . . . . .
C21 C 0.47898(10) 0.51448(19) 0.31283(7) 0.02091(19) Uani 1 1 d . . . . .
H21 H 0.4416 0.453 0.3387 0.025 Uiso 1 1 calc R U . . .
C22 C 0.42987(10) 0.6419(2) 0.27269(7) 0.0227(2) Uani 1 1 d . . . . .
H22 H 0.3603 0.6651 0.2722 0.027 Uiso 1 1 calc R U . . .
C23 C 0.48454(10) 0.73408(19) 0.23352(7) 0.02101(19) Uani 1 1 d . . . . .
H23 H 0.4515 0.8182 0.2066 0.025 Uiso 1 1 calc R U . . .
C24 C 0.58947(10) 0.70027(18) 0.23468(6) 0.01970(18) Uani 1 1 d . . . . .
H24 H 0.6262 0.7614 0.2083 0.024 Uiso 1 1 calc R U . . .
C25 C 0.63885(9) 0.57470(16) 0.27541(6) 0.01784(16) Uani 1 1 d . . . . .
H25 H 0.709 0.5546 0.2767 0.021 Uiso 1 1 calc R U . . .
H1 H 0.692(2) 0.415(4) 0.5095(14) 0.019(6) Uiso 1 1 d . . . . .
Si2 Si 0.35195(2) 0.78435(4) 0.64449(2) 0.01525(5) Uani 1 1 d D . . . .
F2 F 0.41054(6) 0.77828(12) 0.58342(4) 0.01831(12) Uani 1 1 d D . . . .
N2 N 0.32477(8) 1.01170(13) 0.49100(5) 0.01583(13) Uani 1 1 d D . . . .
C5 C 0.37587(11) 0.56999(18) 0.68207(8) 0.0229(2) Uani 1 1 d D . . . .
H5A H 0.3432 0.5637 0.7191 0.034 Uiso 1 1 calc R U . . .
H5B H 0.4489 0.5526 0.6943 0.034 Uiso 1 1 calc R U . . .
H5C H 0.3479 0.4829 0.6522 0.034 Uiso 1 1 calc R U . . .
C6 C 0.31698(9) 1.12171(15) 0.54891(6) 0.01633(15) Uani 1 1 d D . . . .
H6A H 0.3644 1.0772 0.5851 0.02 Uiso 1 1 calc R U . . .
H6B H 0.3388 1.2373 0.5409 0.02 Uiso 1 1 calc R U . . .
C7 C 0.23773(11) 1.03717(18) 0.43701(6) 0.02001(18) Uani 1 1 d . . . . .
H7A H 0.2499 0.9705 0.4011 0.03 Uiso 1 1 calc R U . . .
H7B H 0.233 1.1563 0.4255 0.03 Uiso 1 1 calc R U . . .
H7C H 0.1743 1.0011 0.4497 0.03 Uiso 1 1 calc R U . . .
C8 C 0.42705(11) 1.04682(18) 0.47057(8) 0.0223(2) Uani 1 1 d . . . . .
H8A H 0.4301 1.165 0.4583 0.033 Uiso 1 1 calc R U . . .
H8B H 0.4344 0.9748 0.435 0.033 Uiso 1 1 calc R U . . .
H8C H 0.4819 1.0232 0.5053 0.033 Uiso 1 1 calc R U . . .
C30 C 0.21090(8) 0.83440(14) 0.62100(5) 0.01531(14) Uani 1 1 d . . . . .
C31 C 0.16103(8) 0.99143(13) 0.59536(5) 0.01449(13) Uani 1 1 d . . . . .
C32 C 0.21008(8) 1.12929(14) 0.56619(5) 0.01560(14) Uani 1 1 d . . . . .
C33 C 0.15624(10) 1.27916(15) 0.54815(6) 0.01782(16) Uani 1 1 d . . . . .
H33 H 0.1902 1.3681 0.5311 0.021 Uiso 1 1 calc R U . . .
C34 C 0.05208(10) 1.30165(17) 0.55467(6) 0.01934(18) Uani 1 1 d . . . . .
H34 H 0.0185 1.4049 0.5434 0.023 Uiso 1 1 calc R U . . .
C35 C 0.00090(9) 1.16857(16) 0.57789(6) 0.01792(16) Uani 1 1 d . . . . .
H35 H -0.0689 1.1798 0.5801 0.022 Uiso 1 1 calc R U . . .
C36 C 0.05329(8) 1.01363(14) 0.59859(5) 0.01544(14) Uani 1 1 d . . . . .
C37 C -0.00382(9) 0.88237(16) 0.62338(6) 0.01745(16) Uani 1 1 d . . . . .
H37 H -0.0733 0.8994 0.6253 0.021 Uiso 1 1 calc R U . . .
C38 C 0.04272(9) 0.73119(16) 0.64442(6) 0.01862(17) Uani 1 1 d . . . . .
H38 H 0.0048 0.6436 0.6591 0.022 Uiso 1 1 calc R U . . .
C39 C 0.14958(9) 0.71019(15) 0.64345(6) 0.01742(16) Uani 1 1 d . . . . .
H39 H 0.1806 0.6077 0.6586 0.021 Uiso 1 1 calc R U . . .
C40 C 0.41701(9) 0.95738(16) 0.69647(6) 0.01651(15) Uani 1 1 d . . . . .
C41 C 0.52264(10) 0.99168(19) 0.69856(7) 0.02035(18) Uani 1 1 d . . . . .
H41 H 0.5599 0.9279 0.6732 0.024 Uiso 1 1 calc R U . . .
C42 C 0.57245(10) 1.1196(2) 0.73793(7) 0.0222(2) Uani 1 1 d . . . . .
H42 H 0.6419 1.1427 0.7379 0.027 Uiso 1 1 calc R U . . .
C43 C 0.51790(11) 1.21302(18) 0.77731(7) 0.02054(19) Uani 1 1 d . . . . .
H43 H 0.5513 1.2969 0.8042 0.025 Uiso 1 1 calc R U . . .
C44 C 0.41330(10) 1.18056(17) 0.77631(6) 0.01911(17) Uani 1 1 d . . . . .
H44 H 0.3769 1.2424 0.8027 0.023 Uiso 1 1 calc R U . . .
C45 C 0.36322(9) 1.05530(16) 0.73574(6) 0.01735(15) Uani 1 1 d . . . . .
H45 H 0.293 1.0362 0.7346 0.021 Uiso 1 1 calc R U . . .
H2 H 0.329(2) 0.912(4) 0.5034(14) 0.017(5) Uiso 1 1 d . . . . .
B1 B 0.70131(11) 0.10133(17) 0.58177(7) 0.01822(19) Uani 1 1 d D . . . .
F3 F 0.74403(7) 0.16755(12) 0.52990(5) 0.02133(14) Uani 1 1 d D . . . .
F4 F 0.77127(9) 0.1269(2) 0.63708(6) 0.0372(3) Uani 1 1 d D . . . .
F5 F 0.61059(9) 0.18929(16) 0.58551(7) 0.0305(2) Uani 1 1 d D . . . .
F6 F 0.68001(14) -0.07123(15) 0.57199(9) 0.0410(3) Uani 1 1 d D . . . .
B2 B 0.29962(10) 0.59398(17) 0.43016(7) 0.01685(17) Uani 1 1 d D . . . .
F7 F 0.32144(10) 0.41975(13) 0.43861(6) 0.0289(2) Uani 1 1 d D . . . .
F8 F 0.39084(8) 0.68428(14) 0.42971(6) 0.02567(17) Uani 1 1 d D . . . .
F9 F 0.23246(8) 0.62056(17) 0.37314(5) 0.02630(18) Uani 1 1 d D . . . .
F10 F 0.25316(7) 0.65512(12) 0.48104(4) 0.01991(13) Uani 1 1 d D . . . .
Cl1A Cl 0.17439(5) 0.42571(11) 0.22323(3) 0.02883(14) Uani 0.764(3) 1 d . . P A
1
Cl2A Cl 0.31574(4) 0.13899(10) 0.26447(5) 0.0372(3) Uani 0.764(3) 1 d . . P A 1
C9A C 0.21990(15) 0.2779(3) 0.28470(9) 0.0227(3) Uani 0.764(3) 1 d . . P A 1
H9A1 H 0.2481 0.3408 0.323 0.027 Uiso 0.764(3) 1 calc R U P A 1
H9A2 H 0.1623 0.2101 0.294 0.027 Uiso 0.764(3) 1 calc R U P A 1
Cl1B Cl 0.1860(2) 0.3684(6) 0.2436(3) 0.0536(12) Uani 0.236(3) 1 d . . P A 2
Cl2B Cl 0.3261(2) 0.0843(6) 0.28967(13) 0.0488(8) Uani 0.236(3) 1 d . . P A 2
C9B C 0.2810(6) 0.2239(14) 0.2268(4) 0.0329(15) Uani 0.236(3) 1 d . . P A 2
H9B1 H 0.2526 0.1566 0.1897 0.039 Uiso 0.236(3) 1 calc R U P A 2
H9B2 H 0.3389 0.2888 0.2163 0.039 Uiso 0.236(3) 1 calc R U P A 2



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 F1 1.6226(10) . ?
Si1 C1 1.8556(15) . ?
Si1 C20 1.8624(13) . ?
Si1 C10 1.8825(12) . ?
N1 C3 1.4955(17) . ?
N1 C4 1.5004(17) . ?
N1 C2 1.5222(16) . ?
N1 H1 0.89(3) . ?
C1 H1A 0.96 . ?
C1 H1B 0.96 . ?
C1 H1C 0.96 . ?
C2 C12 1.5094(16) . ?
C2 H2A 0.97 . ?
C2 H2B 0.97 . ?
C3 H3A 0.96 . ?
C3 H3B 0.96 . ?
C3 H3C 0.96 . ?
C4 H4A 0.96 . ?
C4 H4B 0.96 . ?
C4 H4C 0.96 . ?
C10 C19 1.3906(17) . ?
C10 C11 1.4535(15) . ?
C11 C16 1.4362(15) . ?
C11 C12 1.4415(16) . ?
C12 C13 1.3886(16) . ?
C13 C14 1.4108(18) . ?
C13 H13 0.93 . ?
C14 C15 1.3678(18) . ?
C14 H14 0.93 . ?
C15 C16 1.4260(16) . ?
C15 H15 0.93 . ?
C16 C17 1.4240(16) . ?
C17 C18 1.3703(18) . ?
C17 H17 0.93 . ?
C18 C19 1.4169(18) . ?
C18 H18 0.93 . ?
C19 H19 0.93 . ?
C20 C25 1.4056(18) . ?
C20 C21 1.4058(17) . ?
C21 C22 1.396(2) . ?
C21 H21 0.93 . ?
C22 C23 1.388(2) . ?
C22 H22 0.93 . ?
C23 C24 1.3990(19) . ?
C23 H23 0.93 . ?
C24 C25 1.3942(18) . ?
C24 H24 0.93 . ?
C25 H25 0.93 . ?
Si2 F2 1.6179(10) . ?
Si2 C5 1.8573(14) . ?
Si2 C40 1.8603(13) . ?
Si2 C30 1.8773(12) . ?
N2 C7 1.4933(17) . ?
N2 C8 1.5041(17) . ?
N2 C6 1.5193(16) . ?
N2 H2 0.82(3) . ?
C5 H5A 0.96 . ?
C5 H5B 0.96 . ?
C5 H5C 0.96 . ?
C6 C32 1.5104(16) . ?
C6 H6A 0.97 . ?
C6 H6B 0.97 . ?
C7 H7A 0.96 . ?
C7 H7B 0.96 . ?
C7 H7C 0.96 . ?
C8 H8A 0.96 . ?
C8 H8B 0.96 . ?
C8 H8C 0.96 . ?
C30 C39 1.3939(17) . ?
C30 C31 1.4517(15) . ?
C31 C36 1.4383(16) . ?
C31 C32 1.4455(16) . ?
C32 C33 1.3866(16) . ?
C33 C34 1.4084(18) . ?
C33 H33 0.93 . ?
C34 C35 1.3725(19) . ?
C34 H34 0.93 . ?
C35 C36 1.4236(16) . ?
C35 H35 0.93 . ?
C36 C37 1.4214(17) . ?
C37 C38 1.3685(18) . ?
C37 H37 0.93 . ?
C38 C39 1.4162(18) . ?
C38 H38 0.93 . ?
C39 H39 0.93 . ?
C40 C41 1.4059(17) . ?
C40 C45 1.4062(17) . ?
C41 C42 1.3939(19) . ?
C41 H41 0.93 . ?
C42 C43 1.395(2) . ?
C42 H42 0.93 . ?
C43 C44 1.3932(19) . ?
C43 H43 0.93 . ?
C44 C45 1.3941(18) . ?
C44 H44 0.93 . ?
C45 H45 0.93 . ?
B1 F4 1.3822(19) . ?
B1 F6 1.3830(18) . ?
B1 F5 1.3883(17) . ?
B1 F3 1.4167(18) . ?
B2 F8 1.3908(16) . ?
B2 F9 1.3922(17) . ?
B2 F7 1.3940(16) . ?
B2 F10 1.4118(17) . ?
Cl1A C9A 1.771(2) . ?
Cl2A C9A 1.767(2) . ?
C9A H9A1 0.97 . ?
C9A H9A2 0.97 . ?
Cl1B C9B 1.761(9) . ?
Cl2B C9B 1.750(11) . ?
C9B H9B1 0.97 . ?
C9B H9B2 0.97 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 Si1 C1 104.44(6) . . ?
F1 Si1 C20 105.76(5) . . ?
C1 Si1 C20 111.55(7) . . ?
F1 Si1 C10 112.07(6) . . ?
C1 Si1 C10 112.79(6) . . ?
C20 Si1 C10 109.92(6) . . ?
C3 N1 C4 110.90(11) . . ?
C3 N1 C2 113.70(10) . . ?
C4 N1 C2 108.42(10) . . ?
C3 N1 H1 101.4(18) . . ?
C4 N1 H1 115.0(18) . . ?
C2 N1 H1 107(2) . . ?
Si1 C1 H1A 109.5 . . ?
Si1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Si1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C12 C2 N1 113.60(9) . . ?
C12 C2 H2A 108.8 . . ?
N1 C2 H2A 108.8 . . ?
C12 C2 H2B 108.8 . . ?
N1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C19 C10 C11 117.91(10) . . ?
C19 C10 Si1 111.72(8) . . ?
C11 C10 Si1 129.19(8) . . ?
C16 C11 C12 116.40(9) . . ?
C16 C11 C10 118.03(10) . . ?
C12 C11 C10 125.57(10) . . ?
C13 C12 C11 120.27(10) . . ?
C13 C12 C2 114.69(10) . . ?
C11 C12 C2 124.87(10) . . ?
C12 C13 C14 121.99(11) . . ?
C12 C13 H13 119 . . ?
C14 C13 H13 119 . . ?
C15 C14 C13 119.35(11) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C14 C15 C16 120.49(11) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C17 C16 C15 118.09(10) . . ?
C17 C16 C11 120.75(10) . . ?
C15 C16 C11 121.16(10) . . ?
C18 C17 C16 120.61(11) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 118.94(11) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C10 C19 C18 123.56(11) . . ?
C10 C19 H19 118.2 . . ?
C18 C19 H19 118.2 . . ?
C25 C20 C21 118.19(11) . . ?
C25 C20 Si1 121.80(9) . . ?
C21 C20 Si1 120.00(10) . . ?
C22 C21 C20 120.79(12) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 C21 120.25(12) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 119.88(12) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 119.87(12) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C20 121.01(11) . . ?
C24 C25 H25 119.5 . . ?
C20 C25 H25 119.5 . . ?
F2 Si2 C5 104.53(6) . . ?
F2 Si2 C40 105.46(5) . . ?
C5 Si2 C40 111.62(7) . . ?
F2 Si2 C30 111.85(6) . . ?
C5 Si2 C30 112.98(6) . . ?
C40 Si2 C30 110.04(5) . . ?
C7 N2 C8 111.04(11) . . ?
C7 N2 C6 113.79(10) . . ?
C8 N2 C6 108.41(10) . . ?
C7 N2 H2 112(2) . . ?
C8 N2 H2 104.1(19) . . ?
C6 N2 H2 107(2) . . ?
Si2 C5 H5A 109.5 . . ?
Si2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
Si2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C32 C6 N2 114.24(9) . . ?
C32 C6 H6A 108.7 . . ?
N2 C6 H6A 108.7 . . ?
C32 C6 H6B 108.7 . . ?
N2 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C39 C30 C31 117.71(10) . . ?
C39 C30 Si2 111.40(8) . . ?
C31 C30 Si2 129.70(8) . . ?
C36 C31 C32 116.31(9) . . ?
C36 C31 C30 117.98(10) . . ?
C32 C31 C30 125.71(10) . . ?
C33 C32 C31 120.18(11) . . ?
C33 C32 C6 114.66(10) . . ?
C31 C32 C6 125.04(10) . . ?
C32 C33 C34 122.44(11) . . ?
C32 C33 H33 118.8 . . ?
C34 C33 H33 118.8 . . ?
C35 C34 C33 118.89(11) . . ?
C35 C34 H34 120.6 . . ?
C33 C34 H34 120.6 . . ?
C34 C35 C36 120.86(11) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C37 C36 C35 117.94(10) . . ?
C37 C36 C31 121.00(10) . . ?
C35 C36 C31 121.06(10) . . ?
C38 C37 C36 120.48(11) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C37 C38 C39 118.98(11) . . ?
C37 C38 H38 120.5 . . ?
C39 C38 H38 120.5 . . ?
C30 C39 C38 123.70(11) . . ?
C30 C39 H39 118.1 . . ?
C38 C39 H39 118.1 . . ?
C41 C40 C45 117.93(11) . . ?
C41 C40 Si2 120.65(10) . . ?
C45 C40 Si2 121.41(9) . . ?
C42 C41 C40 121.12(13) . . ?
C42 C41 H41 119.4 . . ?
C40 C41 H41 119.4 . . ?
C41 C42 C43 119.90(12) . . ?
C41 C42 H42 120 . . ?
C43 C42 H42 120 . . ?
C44 C43 C42 119.96(12) . . ?
C44 C43 H43 120 . . ?
C42 C43 H43 120 . . ?
C43 C44 C45 119.93(12) . . ?
C43 C44 H44 120 . . ?
C45 C44 H44 120 . . ?
C44 C45 C40 121.13(11) . . ?
C44 C45 H45 119.4 . . ?
C40 C45 H45 119.4 . . ?
F4 B1 F6 110.97(15) . . ?
F4 B1 F5 109.56(14) . . ?
F6 B1 F5 109.60(13) . . ?
F4 B1 F3 108.55(12) . . ?
F6 B1 F3 109.50(13) . . ?
F5 B1 F3 108.63(11) . . ?
F8 B2 F9 109.87(12) . . ?
F8 B2 F7 109.61(12) . . ?
F9 B2 F7 110.15(12) . . ?
F8 B2 F10 108.47(11) . . ?
F9 B2 F10 109.09(11) . . ?
F7 B2 F10 109.62(11) . . ?
Cl2A C9A Cl1A 112.65(12) . . ?
Cl2A C9A H9A1 109.1 . . ?
Cl1A C9A H9A1 109.1 . . ?
Cl2A C9A H9A2 109.1 . . ?
Cl1A C9A H9A2 109.1 . . ?
H9A1 C9A H9A2 107.8 . . ?
Cl2B C9B Cl1B 113.8(5) . . ?
Cl2B C9B H9B1 108.8 . . ?
Cl1B C9B H9B1 108.8 . . ?
Cl2B C9B H9B2 108.8 . . ?
Cl1B C9B H9B2 108.8 . . ?
H9B1 C9B H9B2 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C2 C12 44.40(14) . . . . ?
C4 N1 C2 C12 168.24(10) . . . . ?
F1 Si1 C10 C19 124.14(9) . . . . ?
C1 Si1 C10 C19 6.61(12) . . . . ?
C20 Si1 C10 C19 -118.56(10) . . . . ?
F1 Si1 C10 C11 -68.74(12) . . . . ?
C1 Si1 C10 C11 173.73(11) . . . . ?
C20 Si1 C10 C11 48.56(13) . . . . ?
C19 C10 C11 C16 4.90(16) . . . . ?
Si1 C10 C11 C16 -161.55(9) . . . . ?
C19 C10 C11 C12 -175.09(11) . . . . ?
Si1 C10 C11 C12 18.47(18) . . . . ?
C16 C11 C12 C13 6.06(16) . . . . ?
C10 C11 C12 C13 -173.95(12) . . . . ?
C16 C11 C12 C2 -168.89(10) . . . . ?
C10 C11 C12 C2 11.10(18) . . . . ?
N1 C2 C12 C13 -103.74(12) . . . . ?
N1 C2 C12 C11 71.46(14) . . . . ?
C11 C12 C13 C14 -2.99(19) . . . . ?
C2 C12 C13 C14 172.45(12) . . . . ?
C12 C13 C14 C15 -2.5(2) . . . . ?
C13 C14 C15 C16 4.49(19) . . . . ?
C14 C15 C16 C17 178.78(12) . . . . ?
C14 C15 C16 C11 -1.15(18) . . . . ?
C12 C11 C16 C17 175.99(10) . . . . ?
C10 C11 C16 C17 -4.00(16) . . . . ?
C12 C11 C16 C15 -4.09(16) . . . . ?
C10 C11 C16 C15 175.92(11) . . . . ?
C15 C16 C17 C18 -179.67(12) . . . . ?
C11 C16 C17 C18 0.26(18) . . . . ?
C16 C17 C18 C19 2.50(19) . . . . ?
C11 C10 C19 C18 -2.31(19) . . . . ?
Si1 C10 C19 C18 166.41(11) . . . . ?
C17 C18 C19 C10 -1.5(2) . . . . ?
F1 Si1 C20 C25 149.67(10) . . . . ?
C1 Si1 C20 C25 -97.37(12) . . . . ?
C10 Si1 C20 C25 28.51(12) . . . . ?
F1 Si1 C20 C21 -31.70(12) . . . . ?
C1 Si1 C20 C21 81.26(13) . . . . ?
C10 Si1 C20 C21 -152.86(11) . . . . ?
C25 C20 C21 C22 0.8(2) . . . . ?
Si1 C20 C21 C22 -177.93(12) . . . . ?
C20 C21 C22 C23 0.4(2) . . . . ?
C21 C22 C23 C24 -0.6(2) . . . . ?
C22 C23 C24 C25 -0.3(2) . . . . ?
C23 C24 C25 C20 1.5(2) . . . . ?
C21 C20 C25 C24 -1.67(19) . . . . ?
Si1 C20 C25 C24 176.99(10) . . . . ?
C7 N2 C6 C32 43.36(13) . . . . ?
C8 N2 C6 C32 167.43(10) . . . . ?
F2 Si2 C30 C39 125.22(9) . . . . ?
C5 Si2 C30 C39 7.60(12) . . . . ?
C40 Si2 C30 C39 -117.90(9) . . . . ?
F2 Si2 C30 C31 -67.77(12) . . . . ?
C5 Si2 C30 C31 174.61(11) . . . . ?
C40 Si2 C30 C31 49.10(12) . . . . ?
C39 C30 C31 C36 4.03(16) . . . . ?
Si2 C30 C31 C36 -162.29(9) . . . . ?
C39 C30 C31 C32 -175.66(11) . . . . ?
Si2 C30 C31 C32 18.01(18) . . . . ?
C36 C31 C32 C33 5.57(16) . . . . ?
C30 C31 C32 C33 -174.73(11) . . . . ?
C36 C31 C32 C6 -170.27(10) . . . . ?
C30 C31 C32 C6 9.43(18) . . . . ?
N2 C6 C32 C33 -102.54(12) . . . . ?
N2 C6 C32 C31 73.50(14) . . . . ?
C31 C32 C33 C34 -2.69(19) . . . . ?
C6 C32 C33 C34 173.56(12) . . . . ?
C32 C33 C34 C35 -2.1(2) . . . . ?
C33 C34 C35 C36 3.6(2) . . . . ?
C34 C35 C36 C37 178.68(12) . . . . ?
C34 C35 C36 C31 -0.48(18) . . . . ?
C32 C31 C36 C37 176.80(10) . . . . ?
C30 C31 C36 C37 -2.93(16) . . . . ?
C32 C31 C36 C35 -4.07(16) . . . . ?
C30 C31 C36 C35 176.21(11) . . . . ?
C35 C36 C37 C38 -179.54(12) . . . . ?
C31 C36 C37 C38 -0.38(18) . . . . ?
C36 C37 C38 C39 2.47(19) . . . . ?
C31 C30 C39 C38 -2.09(18) . . . . ?
Si2 C30 C39 C38 166.65(11) . . . . ?
C37 C38 C39 C30 -1.2(2) . . . . ?
F2 Si2 C40 C41 -31.96(12) . . . . ?
C5 Si2 C40 C41 80.97(12) . . . . ?
C30 Si2 C40 C41 -152.75(11) . . . . ?
F2 Si2 C40 C45 149.38(10) . . . . ?
C5 Si2 C40 C45 -97.69(11) . . . . ?
C30 Si2 C40 C45 28.59(12) . . . . ?
C45 C40 C41 C42 -0.5(2) . . . . ?
Si2 C40 C41 C42 -179.20(11) . . . . ?
C40 C41 C42 C43 1.6(2) . . . . ?
C41 C42 C43 C44 -1.2(2) . . . . ?
C42 C43 C44 C45 -0.3(2) . . . . ?
C43 C44 C45 C40 1.5(2) . . . . ?
C41 C40 C45 C44 -1.06(19) . . . . ?
Si2 C40 C45 C44 177.64(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4A F2 0.96 2.5 3.0652(17) 117.6 .
C4 H4B F5 0.96 2.29 2.992(2) 129.5 .
C4 H4C F8 0.96 2.49 3.321(2) 144.5 .
N1 H1 F1 0.89(3) 2.23(3) 2.7816(15) 120(2) .
N1 H1 F3 0.89(3) 2.07(3) 2.8866(15) 152(3) .
C6 H6A F2 0.97 2.41 2.9867(15) 117.7 .
C8 H8B F8 0.96 2.33 2.9728(19) 123.4 .
N2 H2 F2 0.82(3) 2.13(3) 2.7777(15) 136(3) .
N2 H2 F10 0.82(3) 2.25(3) 2.9316(14) 140(3) .
C9A H9A1 F9 0.97 2.45 3.257(2) 140.1 .
C2 H2A F1 0.97 2.39 2.9808(16) 118.4 .
C2 H2B F6 0.97 2.52 3.2659(19) 134 1_565
C3 H3B F6 0.96 2.37 3.188(2) 142.6 1_565
C4 H4A F6 0.96 2.41 3.220(2) 141.5 1_565
C7 H7B F7 0.96 2.35 3.1776(18) 143.6 1_565
C8 H8A F1 0.96 2.5 3.1218(17) 122.8 1_565
C8 H8A F7 0.96 2.44 3.2448(19) 141 1_565
C8 H8C F5 0.96 2.55 3.327(2) 138.3 1_565
C9B H9B1 F4 0.97 2.51 3.327(10) 141.9 2_454

#----------------------------------------------------------------------------#
#                     VALIDATION FORM                                        #
#----------------------------------------------------------------------------# 

# start Validation Reply Form
_vrf_PLAT111_F_bridged_prot      
;
PROBLEM: ADDSYM Detects New (Pseudo) Centre of Symmetry .        100 %Fit  
RESPONSE: Structure refined as inversion twin.
;
_vrf_PLAT113_F_bridged_prot      
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group      P21/n Check 
RESPONSE: The partial occupancy of the disordered solvent (75/25%) 
breaks the crystallographic symmetry requiring the reduction of the 
space group. Restraints were added for the pseudo symmetry.
;
# end Validation Reply Form

#----------------------------------------------------------------------------#
#                     SHELX RES FILE                                         #
#----------------------------------------------------------------------------# 

