# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2004


data_global

_journal_coden_Cambridge         182

loop_
_publ_author_name
'Daniel Kost'
'Keren Adear'
'Boris Gostevskii'
'Inna Kalikhman'
'Nikolaus Kocher'
'Gilad Silbert'
'Akella Sivaramakrishna'
'Dietmar Stalke'

_publ_contact_author_name        'Prof Daniel Kost'
_publ_contact_author_address     
;
Chemistry
Ben Gurion University
P.O. Box 653
Beer-Sheva
84105
ISRAEL
;

_publ_contact_author_email       KOSTD@BGUMAIL.BGU.AC.IL

_publ_requested_journal          'Chemical Communications'

_publ_section_title              
;
Neutral and Ionic Dissociation Patterns in
Hexacoordinate Silicon Chelates: a Model Nucleophilic Substitution at
Pentacoordinate Silicon
;

data_3
_database_code_depnum_ccdc_archive 'CCDC 225181'
_ccdc_journal_depnumber          ?

_ccdc_compound_id                ?

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
Chloro(cyclohexyl)bis[N-(dimethylamino)trifluoroacetimidato-N,O]silicon(IV)
;
_chemical_name_common            3
_chemical_melting_point          65¡
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H23 Cl F6 N4 O2 Si'
_chemical_formula_weight         456.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   7.806(2)
_cell_length_b                   9.205(3)
_cell_length_c                   28.156(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.228(6)
_cell_angle_gamma                90.00
_cell_volume                     2017.7(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8265
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      26.36

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.320
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.856835
_exptl_absorpt_correction_T_max  0.980000
_exptl_absorpt_process_details   'SADABS2.05 (Sheldrick 2001)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart Apex on D8-Goniometer'
_diffrn_measurement_method       omega-scan
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26321
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0180
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         26.36
_reflns_number_total             4098
_reflns_number_gt                3864
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART-NT V5.624'
_computing_cell_refinement       'SAINT-NT V5/6.0'
_computing_data_reduction        'SAINT-NT V5/6.0'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP in SHELXL-97'
_computing_publication_material  'XP in SHELXL-97'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0381P)^2^+1.1337P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4098
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0776
_refine_ls_wR_factor_gt          0.0766
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.87325(4) 0.33222(4) 0.383436(12) 0.01229(9) Uani 1 1 d . . .
Cl1 Cl 1.10646(4) 0.43173(3) 0.417665(11) 0.01768(9) Uani 1 1 d . . .
O1 O 1.00871(12) 0.18277(10) 0.36861(3) 0.0162(2) Uani 1 1 d . . .
O2 O 0.70245(11) 0.23909(10) 0.34928(3) 0.01521(19) Uani 1 1 d . . .
N1 N 0.82165(14) 0.18606(12) 0.43792(4) 0.0159(2) Uani 1 1 d . . .
N2 N 0.88857(15) 0.04250(12) 0.42521(4) 0.0192(2) Uani 1 1 d . . .
N3 N 0.92952(14) 0.40284(12) 0.31552(4) 0.0165(2) Uani 1 1 d . . .
N4 N 0.82152(15) 0.31610(13) 0.28084(4) 0.0200(2) Uani 1 1 d . . .
C1 C 0.90897(18) 0.21535(16) 0.48624(5) 0.0200(3) Uani 1 1 d . . .
H1A H 0.8897 0.1334 0.5074 0.030 Uiso 1 1 calc R . .
H1B H 0.8617 0.3041 0.4994 0.030 Uiso 1 1 calc R . .
H1C H 1.0325 0.2277 0.4835 0.030 Uiso 1 1 calc R . .
C2 C 0.63500(18) 0.16068(16) 0.44330(5) 0.0210(3) Uani 1 1 d . . .
H2A H 0.5793 0.1275 0.4129 0.032 Uiso 1 1 calc R . .
H2B H 0.5814 0.2514 0.4528 0.032 Uiso 1 1 calc R . .
H2C H 0.6219 0.0865 0.4677 0.032 Uiso 1 1 calc R . .
C3 C 0.98109(17) 0.06139(14) 0.39024(5) 0.0169(3) Uani 1 1 d . . .
C4 C 1.0714(2) -0.06781(16) 0.37006(5) 0.0243(3) Uani 1 1 d . . .
C5 C 0.8893(2) 0.55767(15) 0.30317(5) 0.0244(3) Uani 1 1 d . . .
H5A H 0.9098 0.5751 0.2697 0.037 Uiso 1 1 calc R . .
H5B H 0.9632 0.6217 0.3235 0.037 Uiso 1 1 calc R . .
H5C H 0.7687 0.5777 0.3081 0.037 Uiso 1 1 calc R . .
C6 C 1.10965(18) 0.37706(17) 0.30252(5) 0.0228(3) Uani 1 1 d . . .
H6A H 1.1376 0.2737 0.3062 0.034 Uiso 1 1 calc R . .
H6B H 1.1893 0.4345 0.3235 0.034 Uiso 1 1 calc R . .
H6C H 1.1199 0.4061 0.2694 0.034 Uiso 1 1 calc R . .
C7 C 0.71608(17) 0.24224(15) 0.30337(5) 0.0171(3) Uani 1 1 d . . .
C8 C 0.58876(19) 0.14432(18) 0.27530(5) 0.0255(3) Uani 1 1 d . . .
C9 C 0.73596(16) 0.49631(14) 0.40018(4) 0.0136(2) Uani 1 1 d . . .
H9 H 0.7944 0.5809 0.3860 0.016 Uiso 1 1 calc R . .
C10 C 0.73305(17) 0.53775(14) 0.45338(5) 0.0161(3) Uani 1 1 d . . .
H10A H 0.6631 0.4662 0.4697 0.019 Uiso 1 1 calc R . .
H10B H 0.8514 0.5348 0.4686 0.019 Uiso 1 1 calc R . .
C11 C 0.65781(17) 0.69036(15) 0.45896(5) 0.0184(3) Uani 1 1 d . . .
H11A H 0.6550 0.7135 0.4932 0.022 Uiso 1 1 calc R . .
H11B H 0.7324 0.7627 0.4446 0.022 Uiso 1 1 calc R . .
C12 C 0.47607(17) 0.70043(16) 0.43486(5) 0.0196(3) Uani 1 1 d . . .
H12A H 0.4335 0.8013 0.4372 0.023 Uiso 1 1 calc R . .
H12B H 0.3985 0.6361 0.4516 0.023 Uiso 1 1 calc R . .
C13 C 0.47305(18) 0.65606(15) 0.38244(5) 0.0188(3) Uani 1 1 d . . .
H13A H 0.5388 0.7277 0.3649 0.023 Uiso 1 1 calc R . .
H13B H 0.3530 0.6565 0.3684 0.023 Uiso 1 1 calc R . .
C14 C 0.55079(16) 0.50414(14) 0.37679(5) 0.0162(3) Uani 1 1 d . . .
H14A H 0.5516 0.4805 0.3425 0.019 Uiso 1 1 calc R . .
H14B H 0.4786 0.4312 0.3917 0.019 Uiso 1 1 calc R . .
F1 F 1.23869(13) -0.04206(11) 0.36940(4) 0.0436(3) Uani 1 1 d . . .
F2 F 1.05195(13) -0.18953(9) 0.39456(3) 0.0300(2) Uani 1 1 d . . .
F3 F 1.01016(16) -0.09247(11) 0.32519(3) 0.0441(3) Uani 1 1 d . . .
F4 F 0.42903(12) 0.18000(14) 0.28297(4) 0.0497(3) Uani 1 1 d . . .
F5 F 0.60474(14) 0.14921(14) 0.22895(3) 0.0466(3) Uani 1 1 d . . .
F6 F 0.61176(14) 0.00618(11) 0.28850(4) 0.0438(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Si1 0.01252(17) 0.01354(18) 0.01094(17) -0.00030(13) 0.00171(13) 0.00080(12)
Cl1 0.01364(15) 0.02141(17) 0.01788(16) -0.00207(12) 0.00034(12) -0.00129(11)
O1 0.0171(4) 0.0152(5) 0.0166(5) 0.0007(4) 0.0045(4) 0.0031(3)
O2 0.0162(4) 0.0173(5) 0.0122(4) -0.0027(4) 0.0017(3) -0.0007(4)
N1 0.0185(5) 0.0152(5) 0.0142(5) 0.0000(4) 0.0032(4) 0.0010(4)
N2 0.0254(6) 0.0146(5) 0.0176(6) 0.0000(4) 0.0026(5) 0.0029(5)
N3 0.0179(5) 0.0181(6) 0.0138(5) -0.0005(4) 0.0034(4) 0.0001(4)
N4 0.0223(6) 0.0250(6) 0.0127(5) -0.0025(5) 0.0005(4) 0.0014(5)
C1 0.0258(7) 0.0217(7) 0.0121(6) 0.0009(5) -0.0004(5) 0.0028(6)
C2 0.0205(7) 0.0235(7) 0.0199(7) 0.0028(5) 0.0066(5) -0.0031(5)
C3 0.0188(6) 0.0150(6) 0.0166(6) -0.0005(5) -0.0017(5) 0.0020(5)
C4 0.0325(8) 0.0203(7) 0.0207(7) 0.0013(5) 0.0048(6) 0.0070(6)
C5 0.0360(8) 0.0197(7) 0.0185(7) 0.0050(5) 0.0093(6) 0.0037(6)
C6 0.0196(7) 0.0305(8) 0.0193(7) 0.0016(6) 0.0091(5) -0.0001(6)
C7 0.0173(6) 0.0198(7) 0.0141(6) -0.0035(5) -0.0001(5) 0.0051(5)
C8 0.0217(7) 0.0344(8) 0.0203(7) -0.0098(6) 0.0004(6) 0.0003(6)
C9 0.0149(6) 0.0143(6) 0.0118(6) -0.0006(5) 0.0019(5) 0.0014(5)
C10 0.0166(6) 0.0189(6) 0.0127(6) -0.0016(5) 0.0014(5) 0.0020(5)
C11 0.0199(7) 0.0200(7) 0.0155(6) -0.0046(5) 0.0019(5) 0.0019(5)
C12 0.0193(7) 0.0216(7) 0.0180(7) -0.0032(5) 0.0027(5) 0.0056(5)
C13 0.0187(6) 0.0208(7) 0.0168(7) -0.0008(5) 0.0001(5) 0.0056(5)
C14 0.0159(6) 0.0182(6) 0.0143(6) -0.0017(5) 0.0005(5) 0.0024(5)
F1 0.0330(5) 0.0286(5) 0.0719(8) 0.0045(5) 0.0213(5) 0.0131(4)
F2 0.0463(6) 0.0159(4) 0.0285(5) 0.0025(3) 0.0074(4) 0.0081(4)
F3 0.0827(8) 0.0298(5) 0.0194(5) -0.0064(4) 0.0016(5) 0.0189(5)
F4 0.0172(5) 0.0735(8) 0.0576(7) -0.0373(6) -0.0038(4) 0.0011(5)
F5 0.0526(7) 0.0690(8) 0.0177(5) -0.0149(5) -0.0017(4) -0.0180(6)
F6 0.0517(6) 0.0288(5) 0.0491(6) -0.0106(5) -0.0082(5) -0.0108(5)

_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 O2 1.8022(10) . ?
Si1 O1 1.8027(10) . ?
Si1 C9 1.9304(13) . ?
Si1 N3 2.0968(13) . ?
Si1 N1 2.1015(12) . ?
Si1 Cl1 2.1963(6) . ?
O1 C3 1.2981(16) . ?
O2 C7 1.3052(16) . ?
N1 N2 1.4747(16) . ?
N1 C2 1.4943(18) . ?
N1 C1 1.5005(17) . ?
N2 C3 1.2754(19) . ?
N3 N4 1.4765(16) . ?
N3 C5 1.4948(18) . ?
N3 C6 1.4978(17) . ?
N4 C7 1.2725(19) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.5143(19) . ?
C4 F1 1.3287(19) . ?
C4 F2 1.3302(17) . ?
C4 F3 1.3370(18) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.5196(19) . ?
C8 F5 1.3209(18) . ?
C8 F4 1.3225(18) . ?
C8 F6 1.333(2) . ?
C9 C14 1.5453(17) . ?
C9 C10 1.5476(18) . ?
C9 H9 1.0000 . ?
C10 C11 1.5351(19) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.5296(19) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.5300(19) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.5372(18) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?

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
O2 Si1 O1 86.39(5) . . ?
O2 Si1 C9 95.75(5) . . ?
O1 Si1 C9 177.81(5) . . ?
O2 Si1 N3 81.80(5) . . ?
O1 Si1 N3 81.92(5) . . ?
C9 Si1 N3 97.91(5) . . ?
O2 Si1 N1 84.89(5) . . ?
O1 Si1 N1 80.09(5) . . ?
C9 Si1 N1 100.54(5) . . ?
N3 Si1 N1 158.21(5) . . ?
O2 Si1 Cl1 171.57(3) . . ?
O1 Si1 Cl1 86.47(4) . . ?
C9 Si1 Cl1 91.36(4) . . ?
N3 Si1 Cl1 92.77(4) . . ?
N1 Si1 Cl1 98.28(4) . . ?
C3 O1 Si1 115.32(9) . . ?
C7 O2 Si1 114.00(8) . . ?
N2 N1 C2 104.48(10) . . ?
N2 N1 C1 103.62(10) . . ?
C2 N1 C1 108.51(10) . . ?
N2 N1 Si1 107.83(8) . . ?
C2 N1 Si1 114.51(8) . . ?
C1 N1 Si1 116.62(9) . . ?
C3 N2 N1 107.22(11) . . ?
N4 N3 C5 105.19(10) . . ?
N4 N3 C6 104.68(10) . . ?
C5 N3 C6 106.19(11) . . ?
N4 N3 Si1 106.72(8) . . ?
C5 N3 Si1 116.95(8) . . ?
C6 N3 Si1 115.93(8) . . ?
C7 N4 N3 108.54(11) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C3 O1 127.06(12) . . ?
N2 C3 C4 119.24(12) . . ?
O1 C3 C4 113.70(12) . . ?
F1 C4 F2 107.91(12) . . ?
F1 C4 F3 107.48(13) . . ?
F2 C4 F3 107.49(12) . . ?
F1 C4 C3 110.52(12) . . ?
F2 C4 C3 113.13(12) . . ?
F3 C4 C3 110.11(12) . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N4 C7 O2 127.49(12) . . ?
N4 C7 C8 118.68(12) . . ?
O2 C7 C8 113.83(12) . . ?
F5 C8 F4 108.17(13) . . ?
F5 C8 F6 106.69(13) . . ?
F4 C8 F6 107.49(14) . . ?
F5 C8 C7 112.82(13) . . ?
F4 C8 C7 110.86(12) . . ?
F6 C8 C7 110.57(12) . . ?
C14 C9 C10 108.72(10) . . ?
C14 C9 Si1 116.82(9) . . ?
C10 C9 Si1 118.51(9) . . ?
C14 C9 H9 103.5 . . ?
C10 C9 H9 103.5 . . ?
Si1 C9 H9 103.5 . . ?
C11 C10 C9 110.96(11) . . ?
C11 C10 H10A 109.4 . . ?
C9 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C9 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C12 C11 C10 111.07(11) . . ?
C12 C11 H11A 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C11 C12 C13 111.07(11) . . ?
C11 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 C14 111.38(11) . . ?
C12 C13 H13A 109.4 . . ?
C14 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C13 C14 C9 111.24(11) . . ?
C13 C14 H14A 109.4 . . ?
C9 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
C9 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Si1 O1 C3 -72.31(10) . . . . ?
C9 Si1 O1 C3 119.8(13) . . . . ?
N3 Si1 O1 C3 -154.53(10) . . . . ?
N1 Si1 O1 C3 13.12(9) . . . . ?
Cl1 Si1 O1 C3 112.17(9) . . . . ?
O1 Si1 O2 C7 -72.19(9) . . . . ?
C9 Si1 O2 C7 107.34(9) . . . . ?
N3 Si1 O2 C7 10.15(9) . . . . ?
N1 Si1 O2 C7 -152.55(9) . . . . ?
Cl1 Si1 O2 C7 -40.0(3) . . . . ?
O2 Si1 N1 N2 73.65(8) . . . . ?
O1 Si1 N1 N2 -13.57(8) . . . . ?
C9 Si1 N1 N2 168.57(8) . . . . ?
N3 Si1 N1 N2 21.21(17) . . . . ?
Cl1 Si1 N1 N2 -98.49(8) . . . . ?
O2 Si1 N1 C2 -42.16(9) . . . . ?
O1 Si1 N1 C2 -129.37(10) . . . . ?
C9 Si1 N1 C2 52.76(10) . . . . ?
N3 Si1 N1 C2 -94.60(15) . . . . ?
Cl1 Si1 N1 C2 145.71(9) . . . . ?
O2 Si1 N1 C1 -170.38(9) . . . . ?
O1 Si1 N1 C1 102.40(10) . . . . ?
C9 Si1 N1 C1 -75.46(10) . . . . ?
N3 Si1 N1 C1 137.18(12) . . . . ?
Cl1 Si1 N1 C1 17.48(9) . . . . ?
C2 N1 N2 C3 133.57(12) . . . . ?
C1 N1 N2 C3 -112.86(12) . . . . ?
Si1 N1 N2 C3 11.35(12) . . . . ?
O2 Si1 N3 N4 -10.24(8) . . . . ?
O1 Si1 N3 N4 77.25(8) . . . . ?
C9 Si1 N3 N4 -104.95(8) . . . . ?
N1 Si1 N3 N4 42.68(16) . . . . ?
Cl1 Si1 N3 N4 163.29(7) . . . . ?
O2 Si1 N3 C5 107.13(10) . . . . ?
O1 Si1 N3 C5 -165.38(10) . . . . ?
C9 Si1 N3 C5 12.41(11) . . . . ?
N1 Si1 N3 C5 160.04(12) . . . . ?
Cl1 Si1 N3 C5 -79.34(10) . . . . ?
O2 Si1 N3 C6 -126.36(10) . . . . ?
O1 Si1 N3 C6 -38.87(10) . . . . ?
C9 Si1 N3 C6 138.93(10) . . . . ?
N1 Si1 N3 C6 -73.44(16) . . . . ?
Cl1 Si1 N3 C6 47.17(10) . . . . ?
C5 N3 N4 C7 -116.60(12) . . . . ?
C6 N3 N4 C7 131.69(12) . . . . ?
Si1 N3 N4 C7 8.28(12) . . . . ?
N1 N2 C3 O1 -1.73(19) . . . . ?
N1 N2 C3 C4 178.48(11) . . . . ?
Si1 O1 C3 N2 -11.15(18) . . . . ?
Si1 O1 C3 C4 168.65(9) . . . . ?
N2 C3 C4 F1 -125.72(14) . . . . ?
O1 C3 C4 F1 54.46(16) . . . . ?
N2 C3 C4 F2 -4.6(2) . . . . ?
O1 C3 C4 F2 175.58(12) . . . . ?
N2 C3 C4 F3 115.69(15) . . . . ?
O1 C3 C4 F3 -64.12(16) . . . . ?
N3 N4 C7 O2 -0.71(19) . . . . ?
N3 N4 C7 C8 179.44(11) . . . . ?
Si1 O2 C7 N4 -8.98(18) . . . . ?
Si1 O2 C7 C8 170.87(9) . . . . ?
N4 C7 C8 F5 -0.16(19) . . . . ?
O2 C7 C8 F5 179.98(12) . . . . ?
N4 C7 C8 F4 -121.65(15) . . . . ?
O2 C7 C8 F4 58.48(17) . . . . ?
N4 C7 C8 F6 119.23(15) . . . . ?
O2 C7 C8 F6 -60.63(16) . . . . ?
O2 Si1 C9 C14 -6.42(10) . . . . ?
O1 Si1 C9 C14 161.4(13) . . . . ?
N3 Si1 C9 C14 76.06(10) . . . . ?
N1 Si1 C9 C14 -92.28(10) . . . . ?
Cl1 Si1 C9 C14 169.05(9) . . . . ?
O2 Si1 C9 C10 126.72(10) . . . . ?
O1 Si1 C9 C10 -65.4(14) . . . . ?
N3 Si1 C9 C10 -150.79(10) . . . . ?
N1 Si1 C9 C10 40.87(10) . . . . ?
Cl1 Si1 C9 C10 -57.81(10) . . . . ?
C14 C9 C10 C11 -58.14(14) . . . . ?
Si1 C9 C10 C11 165.29(9) . . . . ?
C9 C10 C11 C12 57.86(14) . . . . ?
C10 C11 C12 C13 -55.48(15) . . . . ?
C11 C12 C13 C14 54.82(15) . . . . ?
C12 C13 C14 C9 -56.57(15) . . . . ?
C10 C9 C14 C13 57.46(14) . . . . ?
Si1 C9 C14 C13 -165.15(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.36
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.054