# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is (c) The Royal Society of Chemistry 2009


data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'David Fox'
_publ_contact_author_email       D.J.FOX@WARWICK.AC.UK

_publ_section_title              
;
The lithiation and acyl transfer reactions of phosphine oxides,
sulfides and boranes in the synthesis of cyclopropanes
;
loop_
_publ_author_name
'David Fox'
'Celia Clarke'
'Daniel Sejer Pedersen'
'Stuart Warren'

# Attachment 'structure31 new.cif'

data_sw0305
_database_code_depnum_ccdc_archive 'CCDC 720729'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H29 O2 P S Si'
_chemical_formula_sum            'C25 H29 O2 P S Si'
_chemical_formula_weight         452.60

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c
_symmetry_space_group_name_Hall  '-C 2yc'

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

_cell_length_a                   32.7713(6)
_cell_length_b                   8.3741(2)
_cell_length_c                   18.3244(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.915(1)
_cell_angle_gamma                90.00
_cell_volume                     4859.34(17)
_cell_formula_units_Z            8
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    12357
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1920
_exptl_absorpt_coefficient_mu    0.267
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.908
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_process_details   
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice \w and \f scans'
_diffrn_reflns_number            19697
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.52
_diffrn_reflns_theta_max         27.46
_reflns_number_total             5524
_reflns_number_gt                4552
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'

_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^)+(0.0441P)^2^+3.8257P] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5524
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0368
_refine_ls_wR_factor_ref         0.0958
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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 0.165372(13) 1.16007(5) 0.39002(3) 0.03092(11) Uani 1 1 d . . .
P1 P 0.064855(11) 0.83568(5) 0.40636(2) 0.02429(10) Uani 1 1 d . . .
S1 S 0.041410(13) 1.05113(5) 0.40231(2) 0.03621(11) Uani 1 1 d . . .
O1 O 0.12160(3) 0.96043(14) 0.26032(6) 0.0314(2) Uani 1 1 d . . .
C1 C 0.13126(4) 0.87771(18) 0.33043(8) 0.0244(3) Uani 1 1 d . . .
O2 O 0.14095(3) 0.98595(13) 0.39080(5) 0.0271(2) Uani 1 1 d . . .
C2 C 0.09043(4) 0.78143(19) 0.33143(8) 0.0259(3) Uani 1 1 d . . .
H2 H 0.0976 0.6652 0.3361 0.031 Uiso 1 1 calc R . .
C3 C 0.06100(5) 0.8118(3) 0.25270(9) 0.0414(4) Uani 1 1 d . . .
H3A H 0.0637 0.7263 0.2169 0.050 Uiso 1 1 calc R . .
H3B H 0.0312 0.8192 0.2548 0.050 Uiso 1 1 calc R . .
C4 C 0.07654(5) 0.9694(2) 0.23054(9) 0.0404(4) Uani 1 1 d . . .
H4A H 0.0689 0.9822 0.1750 0.048 Uiso 1 1 calc R . .
H4B H 0.0646 1.0597 0.2531 0.048 Uiso 1 1 calc R . .
C5 C 0.10295(4) 0.78643(19) 0.49483(8) 0.0255(3) Uani 1 1 d . . .
C6 C 0.12041(5) 0.6346(2) 0.50734(8) 0.0311(3) Uani 1 1 d . . .
H6 H 0.1125 0.5549 0.4694 0.037 Uiso 1 1 calc R . .
C7 C 0.14945(5) 0.5987(2) 0.57508(9) 0.0382(4) Uani 1 1 d . . .
H7 H 0.1615 0.4950 0.5833 0.046 Uiso 1 1 calc R . .
C8 C 0.16078(5) 0.7145(2) 0.63058(9) 0.0407(4) Uani 1 1 d . . .
H8 H 0.1806 0.6901 0.6770 0.049 Uiso 1 1 calc R . .
C9 C 0.14341(6) 0.8645(2) 0.61875(9) 0.0413(4) Uani 1 1 d . . .
H9 H 0.1513 0.9434 0.6570 0.050 Uiso 1 1 calc R . .
C10 C 0.11436(5) 0.9017(2) 0.55113(9) 0.0346(4) Uani 1 1 d . . .
H10 H 0.1023 1.0055 0.5434 0.042 Uiso 1 1 calc R . .
C11 C 0.02367(4) 0.68502(19) 0.39841(8) 0.0266(3) Uani 1 1 d . . .
C12 C -0.00748(5) 0.7151(2) 0.43627(8) 0.0318(3) Uani 1 1 d . . .
H12 H -0.0065 0.8109 0.4644 0.038 Uiso 1 1 calc R . .
C13 C -0.03967(5) 0.6064(2) 0.43307(9) 0.0386(4) Uani 1 1 d . . .
H13 H -0.0606 0.6277 0.4592 0.046 Uiso 1 1 calc R . .
C14 C -0.04150(5) 0.4666(2) 0.39197(10) 0.0397(4) Uani 1 1 d . . .
H14 H -0.0637 0.3925 0.3897 0.048 Uiso 1 1 calc R . .
C15 C -0.01087(5) 0.4352(2) 0.35419(10) 0.0369(4) Uani 1 1 d . . .
H15 H -0.0121 0.3396 0.3258 0.044 Uiso 1 1 calc R . .
C16 C 0.02170(5) 0.54329(19) 0.35765(9) 0.0309(3) Uani 1 1 d . . .
H16 H 0.0428 0.5205 0.3321 0.037 Uiso 1 1 calc R . .
C17 C 0.16889(4) 0.76984(18) 0.33274(8) 0.0271(3) Uani 1 1 d . . .
C18 C 0.17715(5) 0.7135(2) 0.26661(10) 0.0378(4) Uani 1 1 d . . .
H18 H 0.1589 0.7412 0.2191 0.045 Uiso 1 1 calc R . .
C19 C 0.21205(6) 0.6168(2) 0.26977(13) 0.0508(5) Uani 1 1 d . . .
H19 H 0.2177 0.5799 0.2243 0.061 Uiso 1 1 calc R . .
C20 C 0.23841(6) 0.5741(2) 0.33832(14) 0.0544(6) Uani 1 1 d . . .
H20 H 0.2624 0.5087 0.3402 0.065 Uiso 1 1 calc R . .
C21 C 0.22992(5) 0.6264(2) 0.40426(13) 0.0490(5) Uani 1 1 d . . .
H21 H 0.2478 0.5956 0.4517 0.059 Uiso 1 1 calc R . .
C22 C 0.19537(5) 0.7239(2) 0.40161(10) 0.0360(4) Uani 1 1 d . . .
H22 H 0.1897 0.7595 0.4473 0.043 Uiso 1 1 calc R . .
C23 C 0.12985(6) 1.3139(2) 0.33474(12) 0.0470(5) Uani 1 1 d . . .
H23A H 0.1241 1.2889 0.2808 0.071 Uiso 1 1 calc R . .
H23B H 0.1434 1.4189 0.3444 0.071 Uiso 1 1 calc R . .
H23C H 0.1033 1.3153 0.3498 0.071 Uiso 1 1 calc R . .
C24 C 0.21292(5) 1.1341(2) 0.35337(11) 0.0437(4) Uani 1 1 d . . .
H24A H 0.2044 1.0931 0.3016 0.066 Uiso 1 1 calc R . .
H24B H 0.2323 1.0582 0.3854 0.066 Uiso 1 1 calc R . .
H24C H 0.2271 1.2372 0.3538 0.066 Uiso 1 1 calc R . .
C25 C 0.18051(7) 1.2180(2) 0.49113(11) 0.0514(5) Uani 1 1 d . . .
H25A H 0.1550 1.2337 0.5088 0.077 Uiso 1 1 calc R . .
H25B H 0.1968 1.3176 0.4972 0.077 Uiso 1 1 calc R . .
H25C H 0.1978 1.1334 0.5208 0.077 Uiso 1 1 calc R . .

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 0.0286(2) 0.0236(2) 0.0409(2) -0.00503(17) 0.00950(18) -0.00280(17)
P1 0.02315(18) 0.0255(2) 0.02545(19) -0.00012(14) 0.00843(14) 0.00091(15)
S1 0.0377(2) 0.0283(2) 0.0456(2) 0.00235(17) 0.01604(18) 0.00786(17)
O1 0.0276(5) 0.0378(7) 0.0286(5) 0.0072(5) 0.0069(4) -0.0019(5)
C1 0.0256(7) 0.0249(7) 0.0233(6) -0.0012(5) 0.0073(5) -0.0024(6)
O2 0.0282(5) 0.0256(5) 0.0286(5) -0.0053(4) 0.0093(4) -0.0043(4)
C2 0.0242(7) 0.0294(8) 0.0253(7) -0.0041(6) 0.0085(5) -0.0050(6)
C3 0.0300(8) 0.0677(13) 0.0253(7) -0.0029(8) 0.0051(6) -0.0145(8)
C4 0.0284(8) 0.0589(12) 0.0316(8) 0.0082(8) 0.0035(6) 0.0028(8)
C5 0.0249(7) 0.0297(8) 0.0241(7) -0.0018(6) 0.0099(5) -0.0020(6)
C6 0.0346(8) 0.0304(9) 0.0279(7) -0.0031(6) 0.0072(6) 0.0009(6)
C7 0.0404(9) 0.0374(10) 0.0350(8) 0.0014(7) 0.0061(7) 0.0067(8)
C8 0.0382(9) 0.0534(12) 0.0272(8) -0.0012(7) 0.0027(7) 0.0027(8)
C9 0.0436(9) 0.0482(11) 0.0295(8) -0.0134(7) 0.0050(7) -0.0020(8)
C10 0.0383(8) 0.0340(9) 0.0325(8) -0.0074(7) 0.0111(7) 0.0021(7)
C11 0.0226(7) 0.0302(8) 0.0261(7) 0.0050(6) 0.0046(5) 0.0006(6)
C12 0.0277(7) 0.0421(9) 0.0266(7) 0.0040(6) 0.0086(6) 0.0009(7)
C13 0.0298(8) 0.0535(11) 0.0357(8) 0.0109(8) 0.0141(7) -0.0007(8)
C14 0.0309(8) 0.0446(11) 0.0429(9) 0.0154(8) 0.0083(7) -0.0075(7)
C15 0.0352(8) 0.0301(9) 0.0440(9) 0.0049(7) 0.0077(7) -0.0028(7)
C16 0.0257(7) 0.0304(9) 0.0374(8) 0.0028(6) 0.0095(6) 0.0011(6)
C17 0.0234(7) 0.0231(8) 0.0362(8) -0.0040(6) 0.0101(6) -0.0063(6)
C18 0.0370(8) 0.0374(10) 0.0433(9) -0.0084(7) 0.0182(7) -0.0052(7)
C19 0.0445(10) 0.0433(11) 0.0760(14) -0.0198(10) 0.0360(10) -0.0068(9)
C20 0.0294(9) 0.0347(11) 0.1030(18) -0.0093(11) 0.0242(10) -0.0004(8)
C21 0.0299(8) 0.0376(11) 0.0732(13) 0.0035(9) 0.0022(9) 0.0010(7)
C22 0.0293(8) 0.0331(9) 0.0433(9) -0.0015(7) 0.0054(7) -0.0024(7)
C23 0.0448(10) 0.0295(10) 0.0669(12) 0.0033(8) 0.0145(9) 0.0021(8)
C24 0.0342(9) 0.0356(10) 0.0644(12) -0.0032(8) 0.0182(8) -0.0087(7)
C25 0.0599(12) 0.0395(11) 0.0521(11) -0.0185(9) 0.0096(9) -0.0093(9)

_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 1.6651(11) . ?
Si1 C23 1.8530(19) . ?
Si1 C25 1.8551(19) . ?
Si1 C24 1.8616(18) . ?
P1 C5 1.8207(14) . ?
P1 C11 1.8259(15) . ?
P1 C2 1.8401(14) . ?
P1 S1 1.9549(6) . ?
O1 C1 1.4217(17) . ?
O1 C4 1.4384(18) . ?
C1 O2 1.4020(17) . ?
C1 C17 1.521(2) . ?
C1 C2 1.5663(19) . ?
C2 C3 1.536(2) . ?
C2 H2 1.0000 . ?
C3 C4 1.507(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.389(2) . ?
C5 C10 1.392(2) . ?
C6 C7 1.389(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.385(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.373(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(2) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.395(2) . ?
C11 C12 1.397(2) . ?
C12 C13 1.384(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.383(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.389(2) . ?
C17 C18 1.390(2) . ?
C18 C19 1.391(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.376(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.379(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(2) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?

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 C23 112.20(7) . . ?
O2 Si1 C25 103.07(8) . . ?
C23 Si1 C25 109.45(10) . . ?
O2 Si1 C24 110.45(7) . . ?
C23 Si1 C24 110.51(9) . . ?
C25 Si1 C24 110.94(9) . . ?
C5 P1 C11 103.76(7) . . ?
C5 P1 C2 105.60(6) . . ?
C11 P1 C2 103.83(7) . . ?
C5 P1 S1 114.55(5) . . ?
C11 P1 S1 111.07(5) . . ?
C2 P1 S1 116.72(6) . . ?
C1 O1 C4 109.64(11) . . ?
O2 C1 O1 110.52(12) . . ?
O2 C1 C17 110.16(11) . . ?
O1 C1 C17 107.75(11) . . ?
O2 C1 C2 110.15(11) . . ?
O1 C1 C2 105.62(11) . . ?
C17 C1 C2 112.53(12) . . ?
C1 O2 Si1 124.84(9) . . ?
C3 C2 C1 103.61(12) . . ?
C3 C2 P1 111.32(11) . . ?
C1 C2 P1 115.85(10) . . ?
C3 C2 H2 108.6 . . ?
C1 C2 H2 108.6 . . ?
P1 C2 H2 108.6 . . ?
C4 C3 C2 102.96(13) . . ?
C4 C3 H3A 111.2 . . ?
C2 C3 H3A 111.2 . . ?
C4 C3 H3B 111.2 . . ?
C2 C3 H3B 111.2 . . ?
H3A C3 H3B 109.1 . . ?
O1 C4 C3 103.73(14) . . ?
O1 C4 H4A 111.0 . . ?
C3 C4 H4A 111.0 . . ?
O1 C4 H4B 111.0 . . ?
C3 C4 H4B 111.0 . . ?
H4A C4 H4B 109.0 . . ?
C6 C5 C10 119.46(14) . . ?
C6 C5 P1 120.88(11) . . ?
C10 C5 P1 119.65(12) . . ?
C7 C6 C5 120.25(15) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C8 C7 C6 119.84(17) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C9 C8 C7 120.17(15) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 120.47(16) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 119.81(16) . . ?
C9 C10 H10 120.1 . . ?
C5 C10 H10 120.1 . . ?
C16 C11 C12 118.72(14) . . ?
C16 C11 P1 124.20(11) . . ?
C12 C11 P1 117.09(12) . . ?
C13 C12 C11 120.46(16) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 120.34(15) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 119.82(16) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 120.12(17) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 120.54(15) . . ?
C15 C16 H16 119.7 . . ?
C11 C16 H16 119.7 . . ?
C22 C17 C18 118.79(15) . . ?
C22 C17 C1 120.15(13) . . ?
C18 C17 C1 121.05(14) . . ?
C17 C18 C19 120.26(17) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C20 C19 C18 120.38(18) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 119.76(17) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C20 C21 C22 120.23(19) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C17 120.56(17) . . ?
C21 C22 H22 119.7 . . ?
C17 C22 H22 119.7 . . ?
Si1 C23 H23A 109.5 . . ?
Si1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Si1 C24 H24A 109.5 . . ?
Si1 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
Si1 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Si1 C25 H25A 109.5 . . ?
Si1 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
Si1 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 O1 C1 O2 -99.79(14) . . . . ?
C4 O1 C1 C17 139.80(13) . . . . ?
C4 O1 C1 C2 19.32(16) . . . . ?
O1 C1 O2 Si1 -33.77(15) . . . . ?
C17 C1 O2 Si1 85.19(14) . . . . ?
C2 C1 O2 Si1 -150.10(10) . . . . ?
C23 Si1 O2 C1 76.24(13) . . . . ?
C25 Si1 O2 C1 -166.11(12) . . . . ?
C24 Si1 O2 C1 -47.54(13) . . . . ?
O2 C1 C2 C3 124.20(13) . . . . ?
O1 C1 C2 C3 4.84(16) . . . . ?
C17 C1 C2 C3 -112.46(14) . . . . ?
O2 C1 C2 P1 2.00(16) . . . . ?
O1 C1 C2 P1 -117.36(11) . . . . ?
C17 C1 C2 P1 125.34(12) . . . . ?
C5 P1 C2 C3 178.15(11) . . . . ?
C11 P1 C2 C3 69.30(13) . . . . ?
S1 P1 C2 C3 -53.27(12) . . . . ?
C5 P1 C2 C1 -63.83(12) . . . . ?
C11 P1 C2 C1 -172.68(11) . . . . ?
S1 P1 C2 C1 64.74(12) . . . . ?
C1 C2 C3 C4 -25.42(16) . . . . ?
P1 C2 C3 C4 99.75(13) . . . . ?
C1 O1 C4 C3 -36.25(17) . . . . ?
C2 C3 C4 O1 37.30(16) . . . . ?
C11 P1 C5 C6 55.12(13) . . . . ?
C2 P1 C5 C6 -53.79(14) . . . . ?
S1 P1 C5 C6 176.36(11) . . . . ?
C11 P1 C5 C10 -124.06(13) . . . . ?
C2 P1 C5 C10 127.03(13) . . . . ?
S1 P1 C5 C10 -2.81(14) . . . . ?
C10 C5 C6 C7 -0.9(2) . . . . ?
P1 C5 C6 C7 179.97(12) . . . . ?
C5 C6 C7 C8 0.5(3) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
C7 C8 C9 C10 0.0(3) . . . . ?
C8 C9 C10 C5 -0.3(3) . . . . ?
C6 C5 C10 C9 0.8(2) . . . . ?
P1 C5 C10 C9 179.97(13) . . . . ?
C5 P1 C11 C16 -95.49(13) . . . . ?
C2 P1 C11 C16 14.72(14) . . . . ?
S1 P1 C11 C16 140.95(12) . . . . ?
C5 P1 C11 C12 84.12(12) . . . . ?
C2 P1 C11 C12 -165.67(11) . . . . ?
S1 P1 C11 C12 -39.44(12) . . . . ?
C16 C11 C12 C13 -0.2(2) . . . . ?
P1 C11 C12 C13 -179.84(12) . . . . ?
C11 C12 C13 C14 -0.3(2) . . . . ?
C12 C13 C14 C15 0.3(2) . . . . ?
C13 C14 C15 C16 0.2(2) . . . . ?
C14 C15 C16 C11 -0.7(2) . . . . ?
C12 C11 C16 C15 0.7(2) . . . . ?
P1 C11 C16 C15 -179.70(12) . . . . ?
O2 C1 C17 C22 34.05(19) . . . . ?
O1 C1 C17 C22 154.69(13) . . . . ?
C2 C1 C17 C22 -89.28(16) . . . . ?
O2 C1 C17 C18 -146.93(14) . . . . ?
O1 C1 C17 C18 -26.29(19) . . . . ?
C2 C1 C17 C18 89.74(17) . . . . ?
C22 C17 C18 C19 -1.9(2) . . . . ?
C1 C17 C18 C19 179.10(15) . . . . ?
C17 C18 C19 C20 0.9(3) . . . . ?
C18 C19 C20 C21 0.6(3) . . . . ?
C19 C20 C21 C22 -1.0(3) . . . . ?
C20 C21 C22 C17 0.1(3) . . . . ?
C18 C17 C22 C21 1.4(2) . . . . ?
C1 C17 C22 C21 -179.57(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.050