# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_dal11b1 _database_code_depnum_ccdc_archive 'CCDC 871158' #TrackingRef 'dal11b1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H55 O P Si' _chemical_formula_sum 'C35 H55 O P Si' _chemical_formula_weight 550.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.77300(10) _cell_length_b 23.8938(4) _cell_length_c 30.2150(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6333.68(17) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9967 _cell_measurement_theta_min 2.92 _cell_measurement_theta_max 69.52 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.61 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.155 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2416 _exptl_absorpt_coefficient_mu 1.306 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.5046 _exptl_absorpt_correction_T_max 0.9545 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 40496 _diffrn_reflns_av_R_equivalents 0.0463 _diffrn_reflns_av_sigmaI/netI 0.0299 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 70.07 _reflns_number_total 5997 _reflns_number_gt 5393 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXD (Schneider & Sheldrick, 2002)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0592P)^2^+2.7697P] 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 5997 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.1012 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 P P 0.13417(4) 0.117088(14) 0.115081(11) 0.01699(10) Uani 1 1 d . . . Si Si 0.02635(4) -0.045794(15) 0.134996(13) 0.02000(11) Uani 1 1 d . . . O O 0.06014(10) 0.01145(4) 0.16525(3) 0.0197(2) Uani 1 1 d . . . C1 C 0.24911(15) 0.08440(6) 0.15924(4) 0.0180(3) Uani 1 1 d . . . C2 C 0.19613(15) 0.03443(6) 0.17845(4) 0.0179(3) Uani 1 1 d . . . C3 C 0.27580(17) 0.00933(6) 0.21319(5) 0.0239(3) Uani 1 1 d . . . H3 H 0.2372 -0.0239 0.2264 0.029 Uiso 1 1 calc R . . C4 C 0.40999(17) 0.03225(6) 0.22859(5) 0.0266(3) Uani 1 1 d . . . H4 H 0.4630 0.0150 0.2523 0.032 Uiso 1 1 calc R . . C5 C 0.46746(16) 0.08061(7) 0.20936(5) 0.0254(3) Uani 1 1 d . . . H5 H 0.5612 0.0961 0.2193 0.030 Uiso 1 1 calc R . . C6 C 0.38678(16) 0.10607(6) 0.17553(5) 0.0223(3) Uani 1 1 d . . . H6 H 0.4261 0.1395 0.1629 0.027 Uiso 1 1 calc R . . C11 C 0.27603(15) 0.14393(6) 0.07275(4) 0.0199(3) Uani 1 1 d . . . C12 C 0.17971(18) 0.15364(7) 0.03038(5) 0.0275(3) Uani 1 1 d . . . H12A H 0.1193 0.1196 0.0238 0.033 Uiso 1 1 calc R . . H12B H 0.1079 0.1850 0.0354 0.033 Uiso 1 1 calc R . . C13 C 0.2829(2) 0.16731(8) -0.00932(5) 0.0349(4) Uani 1 1 d . . . H13 H 0.2185 0.1740 -0.0361 0.042 Uiso 1 1 calc R . . C14 C 0.3905(2) 0.11823(8) -0.01798(5) 0.0354(4) Uani 1 1 d . . . H14A H 0.4566 0.1267 -0.0437 0.042 Uiso 1 1 calc R . . H14B H 0.3307 0.0842 -0.0249 0.042 Uiso 1 1 calc R . . C15 C 0.48864(18) 0.10810(7) 0.02313(5) 0.0314(4) Uani 1 1 d . . . H15 H 0.5588 0.0759 0.0176 0.038 Uiso 1 1 calc R . . C16 C 0.38567(16) 0.09487(6) 0.06292(5) 0.0244(3) Uani 1 1 d . . . H16A H 0.4497 0.0876 0.0893 0.029 Uiso 1 1 calc R . . H16B H 0.3257 0.0607 0.0567 0.029 Uiso 1 1 calc R . . C17 C 0.36975(18) 0.19729(6) 0.08141(5) 0.0280(3) Uani 1 1 d . . . H17A H 0.4325 0.1922 0.1083 0.034 Uiso 1 1 calc R . . H17B H 0.3001 0.2293 0.0864 0.034 Uiso 1 1 calc R . . C18 C 0.4741(2) 0.20982(7) 0.04153(6) 0.0388(4) Uani 1 1 d . . . H18 H 0.5354 0.2442 0.0478 0.047 Uiso 1 1 calc R . . C19 C 0.3762(2) 0.21958(8) 0.00055(6) 0.0440(5) Uani 1 1 d . . . H19A H 0.3072 0.2517 0.0056 0.053 Uiso 1 1 calc R . . H19B H 0.4423 0.2285 -0.0251 0.053 Uiso 1 1 calc R . . C20 C 0.5821(2) 0.16033(8) 0.03354(6) 0.0400(4) Uani 1 1 d . . . H20A H 0.6510 0.1689 0.0085 0.048 Uiso 1 1 calc R . . H20B H 0.6452 0.1538 0.0602 0.048 Uiso 1 1 calc R . . C21 C 0.04434(15) 0.17668(6) 0.14673(4) 0.0183(3) Uani 1 1 d . . . C22 C -0.04209(18) 0.21494(7) 0.11427(5) 0.0269(3) Uani 1 1 d . . . H22A H 0.0317 0.2342 0.0947 0.032 Uiso 1 1 calc R . . H22B H -0.1102 0.1920 0.0955 0.032 Uiso 1 1 calc R . . C23 C -0.13696(19) 0.25869(7) 0.13954(5) 0.0337(4) Uani 1 1 d . . . H23 H -0.1923 0.2830 0.1179 0.040 Uiso 1 1 calc R . . C24 C -0.25230(18) 0.22917(8) 0.16959(5) 0.0353(4) Uani 1 1 d . . . H24A H -0.3138 0.2573 0.1857 0.042 Uiso 1 1 calc R . . H24B H -0.3222 0.2061 0.1515 0.042 Uiso 1 1 calc R . . C25 C -0.16731(16) 0.19200(7) 0.20262(5) 0.0271(3) Uani 1 1 d . . . H25 H -0.2426 0.1727 0.2222 0.032 Uiso 1 1 calc R . . C26 C -0.07412(16) 0.14808(6) 0.17719(5) 0.0235(3) Uani 1 1 d . . . H26A H -0.1435 0.1247 0.1591 0.028 Uiso 1 1 calc R . . H26B H -0.0210 0.1233 0.1985 0.028 Uiso 1 1 calc R . . C27 C 0.14834(16) 0.21302(6) 0.17603(5) 0.0223(3) Uani 1 1 d . . . H27A H 0.2021 0.1890 0.1977 0.027 Uiso 1 1 calc R . . H27B H 0.2259 0.2317 0.1574 0.027 Uiso 1 1 calc R . . C28 C 0.05433(17) 0.25745(6) 0.20082(5) 0.0271(3) Uani 1 1 d . . . H28 H 0.1239 0.2810 0.2193 0.033 Uiso 1 1 calc R . . C29 C -0.0298(2) 0.29470(7) 0.16771(6) 0.0349(4) Uani 1 1 d . . . H29A H 0.0446 0.3140 0.1484 0.042 Uiso 1 1 calc R . . H29B H -0.0893 0.3235 0.1837 0.042 Uiso 1 1 calc R . . C30 C -0.06134(17) 0.22814(7) 0.23084(5) 0.0273(3) Uani 1 1 d . . . H30A H -0.0073 0.2044 0.2526 0.033 Uiso 1 1 calc R . . H30B H -0.1216 0.2564 0.2472 0.033 Uiso 1 1 calc R . . C31 C 0.14611(18) -0.04161(7) 0.08348(5) 0.0291(3) Uani 1 1 d . . . H31 H 0.1391 -0.0019 0.0733 0.035 Uiso 1 1 calc R . . C32 C 0.31582(19) -0.05228(7) 0.09227(6) 0.0373(4) Uani 1 1 d . . . H32A H 0.3726 -0.0495 0.0644 0.045 Uiso 1 1 calc R . . H32B H 0.3290 -0.0898 0.1048 0.045 Uiso 1 1 calc R . . H32C H 0.3543 -0.0244 0.1132 0.045 Uiso 1 1 calc R . . C33 C 0.0907(3) -0.07724(10) 0.04441(6) 0.0509(5) Uani 1 1 d . . . H33A H 0.1601 -0.0724 0.0193 0.061 Uiso 1 1 calc R . . H33B H -0.0121 -0.0654 0.0359 0.061 Uiso 1 1 calc R . . H33C H 0.0887 -0.1167 0.0531 0.061 Uiso 1 1 calc R . . C34 C -0.18225(17) -0.04060(7) 0.12160(5) 0.0292(3) Uani 1 1 d . . . H34 H -0.2124 -0.0760 0.1063 0.035 Uiso 1 1 calc R . . C35 C -0.2161(2) 0.00814(8) 0.08995(7) 0.0466(5) Uani 1 1 d . . . H35A H -0.3256 0.0094 0.0837 0.056 Uiso 1 1 calc R . . H35B H -0.1598 0.0027 0.0623 0.056 Uiso 1 1 calc R . . H35C H -0.1844 0.0434 0.1037 0.056 Uiso 1 1 calc R . . C36 C -0.2829(2) -0.03469(12) 0.16271(7) 0.0578(6) Uani 1 1 d . . . H36A H -0.3900 -0.0325 0.1537 0.069 Uiso 1 1 calc R . . H36B H -0.2548 -0.0006 0.1788 0.069 Uiso 1 1 calc R . . H36C H -0.2682 -0.0672 0.1820 0.069 Uiso 1 1 calc R . . C37 C 0.07924(19) -0.10987(6) 0.16804(6) 0.0304(3) Uani 1 1 d . . . H37 H 0.1911 -0.1069 0.1739 0.036 Uiso 1 1 calc R . . C38 C 0.0568(2) -0.16402(7) 0.14134(7) 0.0464(5) Uani 1 1 d . . . H38A H 0.0864 -0.1962 0.1595 0.056 Uiso 1 1 calc R . . H38B H 0.1203 -0.1628 0.1147 0.056 Uiso 1 1 calc R . . H38C H -0.0506 -0.1676 0.1328 0.056 Uiso 1 1 calc R . . C39 C 0.0025(3) -0.11601(8) 0.21340(7) 0.0480(5) Uani 1 1 d . . . H39A H 0.0390 -0.1502 0.2278 0.058 Uiso 1 1 calc R . . H39B H -0.1083 -0.1181 0.2095 0.058 Uiso 1 1 calc R . . H39C H 0.0277 -0.0836 0.2318 0.058 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 P 0.01452(18) 0.01938(18) 0.01707(17) 0.00069(12) -0.00133(12) -0.00136(12) Si 0.0160(2) 0.0192(2) 0.0249(2) -0.00211(14) 0.00081(14) -0.00119(14) O 0.0163(5) 0.0194(5) 0.0235(5) -0.0010(4) -0.0005(4) -0.0021(4) C1 0.0166(6) 0.0199(6) 0.0174(6) -0.0012(5) 0.0008(5) 0.0014(5) C2 0.0153(6) 0.0206(6) 0.0179(6) -0.0024(5) 0.0010(5) 0.0011(5) C3 0.0251(7) 0.0229(7) 0.0237(7) 0.0040(6) -0.0011(6) 0.0009(6) C4 0.0264(8) 0.0294(8) 0.0242(7) 0.0022(6) -0.0076(6) 0.0046(6) C5 0.0184(7) 0.0305(8) 0.0273(7) -0.0035(6) -0.0058(5) -0.0010(6) C6 0.0181(7) 0.0238(7) 0.0250(7) 0.0007(6) -0.0006(5) -0.0019(5) C11 0.0184(6) 0.0224(7) 0.0189(6) 0.0013(5) 0.0015(5) -0.0007(5) C12 0.0262(7) 0.0363(8) 0.0199(7) 0.0029(6) 0.0009(6) 0.0053(6) C13 0.0397(9) 0.0444(9) 0.0206(7) 0.0080(7) 0.0062(6) 0.0100(8) C14 0.0399(9) 0.0430(10) 0.0234(8) -0.0010(7) 0.0096(7) 0.0055(7) C15 0.0267(8) 0.0368(9) 0.0307(8) 0.0020(7) 0.0103(6) 0.0058(7) C16 0.0215(7) 0.0266(7) 0.0252(7) 0.0013(6) 0.0040(6) 0.0027(6) C17 0.0293(8) 0.0257(7) 0.0289(7) 0.0002(6) 0.0063(6) -0.0069(6) C18 0.0430(10) 0.0339(9) 0.0395(9) 0.0020(7) 0.0164(8) -0.0133(8) C19 0.0597(12) 0.0365(9) 0.0357(9) 0.0135(8) 0.0202(8) 0.0041(8) C20 0.0267(8) 0.0525(11) 0.0407(9) 0.0022(8) 0.0136(7) -0.0075(8) C21 0.0138(6) 0.0218(6) 0.0193(6) 0.0008(5) -0.0003(5) 0.0003(5) C22 0.0252(7) 0.0335(8) 0.0220(7) 0.0032(6) -0.0021(6) 0.0082(6) C23 0.0322(9) 0.0385(9) 0.0304(8) 0.0054(7) -0.0011(6) 0.0171(7) C24 0.0185(7) 0.0503(10) 0.0372(8) -0.0072(8) -0.0008(6) 0.0106(7) C25 0.0180(7) 0.0347(8) 0.0285(7) -0.0015(6) 0.0064(6) -0.0008(6) C26 0.0196(7) 0.0262(7) 0.0246(7) -0.0009(6) 0.0041(6) -0.0037(6) C27 0.0169(6) 0.0252(7) 0.0248(7) -0.0032(6) 0.0008(5) -0.0015(5) C28 0.0233(7) 0.0267(7) 0.0314(8) -0.0064(6) 0.0015(6) -0.0002(6) C29 0.0408(9) 0.0246(8) 0.0395(9) 0.0015(7) 0.0097(7) 0.0084(7) C30 0.0267(7) 0.0311(8) 0.0242(7) -0.0047(6) 0.0032(6) 0.0038(6) C31 0.0279(8) 0.0308(8) 0.0286(7) -0.0063(6) 0.0052(6) -0.0029(6) C32 0.0280(8) 0.0383(9) 0.0456(10) -0.0050(8) 0.0130(7) 0.0019(7) C33 0.0532(12) 0.0650(13) 0.0345(9) -0.0204(9) 0.0068(9) -0.0122(10) C34 0.0195(7) 0.0311(8) 0.0370(8) -0.0061(7) -0.0037(6) -0.0025(6) C35 0.0338(10) 0.0426(10) 0.0634(12) 0.0047(9) -0.0194(9) 0.0010(8) C36 0.0199(9) 0.0996(18) 0.0541(12) -0.0102(12) 0.0040(8) 0.0050(10) C37 0.0283(8) 0.0201(7) 0.0427(9) 0.0018(6) 0.0014(7) 0.0009(6) C38 0.0528(12) 0.0221(8) 0.0642(13) -0.0039(8) 0.0071(10) -0.0001(8) C39 0.0671(13) 0.0303(9) 0.0466(11) 0.0120(8) 0.0097(10) 0.0015(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 P C1 1.8460(13) . ? P C21 1.8875(14) . ? P C11 1.8964(14) . ? Si O 1.6716(10) . ? Si C34 1.8784(16) . ? Si C31 1.8807(16) . ? Si C37 1.8858(16) . ? O C2 1.3726(16) . ? C1 C6 1.4033(19) . ? C1 C2 1.4065(19) . ? C2 C3 1.3965(19) . ? C3 C4 1.379(2) . ? C4 C5 1.388(2) . ? C5 C6 1.384(2) . ? C11 C17 1.5395(19) . ? C11 C16 1.5451(19) . ? C11 C12 1.5513(19) . ? C12 C13 1.538(2) . ? C13 C19 1.523(3) . ? C13 C14 1.528(2) . ? C14 C15 1.531(2) . ? C15 C20 1.526(2) . ? C15 C16 1.537(2) . ? C17 C18 1.543(2) . ? C18 C19 1.525(3) . ? C18 C20 1.534(3) . ? C21 C27 1.5396(18) . ? C21 C22 1.5403(19) . ? C21 C26 1.5473(18) . ? C22 C23 1.539(2) . ? C23 C24 1.532(2) . ? C23 C29 1.532(3) . ? C24 C25 1.530(2) . ? C25 C30 1.529(2) . ? C25 C26 1.536(2) . ? C27 C28 1.5389(19) . ? C28 C29 1.529(2) . ? C28 C30 1.531(2) . ? C31 C32 1.534(2) . ? C31 C33 1.534(2) . ? C34 C36 1.531(2) . ? C34 C35 1.536(2) . ? C37 C39 1.534(2) . ? C37 C38 1.538(2) . ? 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 C1 P C21 100.43(6) . . ? C1 P C11 105.80(6) . . ? C21 P C11 111.13(6) . . ? O Si C34 103.68(6) . . ? O Si C31 108.06(6) . . ? C34 Si C31 111.25(7) . . ? O Si C37 109.34(6) . . ? C34 Si C37 114.05(7) . . ? C31 Si C37 110.12(7) . . ? C2 O Si 129.82(8) . . ? C6 C1 C2 116.93(12) . . ? C6 C1 P 124.58(11) . . ? C2 C1 P 118.49(10) . . ? O C2 C3 118.79(12) . . ? O C2 C1 120.46(12) . . ? C3 C2 C1 120.62(12) . . ? C4 C3 C2 120.67(13) . . ? C3 C4 C5 119.96(13) . . ? C6 C5 C4 119.29(13) . . ? C5 C6 C1 122.48(13) . . ? C17 C11 C16 109.18(12) . . ? C17 C11 C12 107.90(12) . . ? C16 C11 C12 107.10(11) . . ? C17 C11 P 121.06(10) . . ? C16 C11 P 106.35(9) . . ? C12 C11 P 104.46(9) . . ? C13 C12 C11 110.78(12) . . ? C19 C13 C14 109.32(15) . . ? C19 C13 C12 109.75(13) . . ? C14 C13 C12 109.52(13) . . ? C13 C14 C15 109.26(13) . . ? C20 C15 C14 109.90(14) . . ? C20 C15 C16 108.82(13) . . ? C14 C15 C16 109.67(13) . . ? C15 C16 C11 111.12(12) . . ? C11 C17 C18 110.18(12) . . ? C19 C18 C20 109.75(15) . . ? C19 C18 C17 109.24(14) . . ? C20 C18 C17 109.86(14) . . ? C13 C19 C18 109.66(14) . . ? C15 C20 C18 109.34(14) . . ? C27 C21 C22 108.85(12) . . ? C27 C21 C26 107.76(11) . . ? C22 C21 C26 108.07(11) . . ? C27 C21 P 117.99(9) . . ? C22 C21 P 109.31(9) . . ? C26 C21 P 104.40(9) . . ? C23 C22 C21 110.71(12) . . ? C24 C23 C29 109.54(13) . . ? C24 C23 C22 109.79(14) . . ? C29 C23 C22 108.98(13) . . ? C25 C24 C23 109.39(12) . . ? C30 C25 C24 109.41(13) . . ? C30 C25 C26 109.95(12) . . ? C24 C25 C26 109.25(12) . . ? C25 C26 C21 110.68(12) . . ? C28 C27 C21 110.57(11) . . ? C29 C28 C30 109.51(13) . . ? C29 C28 C27 109.99(12) . . ? C30 C28 C27 109.16(12) . . ? C28 C29 C23 109.43(13) . . ? C25 C30 C28 109.33(12) . . ? C32 C31 C33 110.41(15) . . ? C32 C31 Si 112.96(12) . . ? C33 C31 Si 115.49(12) . . ? C36 C34 C35 108.90(16) . . ? C36 C34 Si 113.14(12) . . ? C35 C34 Si 111.88(11) . . ? C39 C37 C38 109.40(14) . . ? C39 C37 Si 116.28(12) . . ? C38 C37 Si 111.95(12) . . ? 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 C34 Si O C2 -168.61(11) . . . . ? C31 Si O C2 -50.46(13) . . . . ? C37 Si O C2 69.39(12) . . . . ? C21 P C1 C6 -75.74(12) . . . . ? C11 P C1 C6 39.92(13) . . . . ? C21 P C1 C2 103.85(11) . . . . ? C11 P C1 C2 -140.48(10) . . . . ? Si O C2 C3 -76.24(16) . . . . ? Si O C2 C1 107.85(13) . . . . ? C6 C1 C2 O 178.08(12) . . . . ? P C1 C2 O -1.55(17) . . . . ? C6 C1 C2 C3 2.24(19) . . . . ? P C1 C2 C3 -177.38(10) . . . . ? O C2 C3 C4 -177.57(12) . . . . ? C1 C2 C3 C4 -1.7(2) . . . . ? C2 C3 C4 C5 -0.3(2) . . . . ? C3 C4 C5 C6 1.6(2) . . . . ? C4 C5 C6 C1 -1.0(2) . . . . ? C2 C1 C6 C5 -0.9(2) . . . . ? P C1 C6 C5 178.66(11) . . . . ? C1 P C11 C17 -75.63(12) . . . . ? C21 P C11 C17 32.50(13) . . . . ? C1 P C11 C16 49.57(10) . . . . ? C21 P C11 C16 157.69(9) . . . . ? C1 P C11 C12 162.65(9) . . . . ? C21 P C11 C12 -89.22(10) . . . . ? C17 C11 C12 C13 58.36(16) . . . . ? C16 C11 C12 C13 -59.06(16) . . . . ? P C11 C12 C13 -171.61(11) . . . . ? C11 C12 C13 C19 -59.11(17) . . . . ? C11 C12 C13 C14 60.91(18) . . . . ? C19 C13 C14 C15 60.33(17) . . . . ? C12 C13 C14 C15 -59.95(18) . . . . ? C13 C14 C15 C20 -60.03(17) . . . . ? C13 C14 C15 C16 59.56(18) . . . . ? C20 C15 C16 C11 59.97(17) . . . . ? C14 C15 C16 C11 -60.27(17) . . . . ? C17 C11 C16 C15 -57.79(16) . . . . ? C12 C11 C16 C15 58.78(15) . . . . ? P C11 C16 C15 170.04(10) . . . . ? C16 C11 C17 C18 56.78(16) . . . . ? C12 C11 C17 C18 -59.29(16) . . . . ? P C11 C17 C18 -179.34(11) . . . . ? C11 C17 C18 C19 61.28(18) . . . . ? C11 C17 C18 C20 -59.15(18) . . . . ? C14 C13 C19 C18 -60.50(17) . . . . ? C12 C13 C19 C18 59.64(18) . . . . ? C20 C18 C19 C13 59.89(18) . . . . ? C17 C18 C19 C13 -60.62(18) . . . . ? C14 C15 C20 C18 59.20(17) . . . . ? C16 C15 C20 C18 -60.90(18) . . . . ? C19 C18 C20 C15 -59.04(18) . . . . ? C17 C18 C20 C15 61.08(19) . . . . ? C1 P C21 C27 47.59(11) . . . . ? C11 P C21 C27 -64.00(12) . . . . ? C1 P C21 C22 172.62(10) . . . . ? C11 P C21 C22 61.03(11) . . . . ? C1 P C21 C26 -71.96(10) . . . . ? C11 P C21 C26 176.45(8) . . . . ? C27 C21 C22 C23 -58.53(16) . . . . ? C26 C21 C22 C23 58.25(16) . . . . ? P C21 C22 C23 171.29(11) . . . . ? C21 C22 C23 C24 -59.61(17) . . . . ? C21 C22 C23 C29 60.37(17) . . . . ? C29 C23 C24 C25 -59.86(17) . . . . ? C22 C23 C24 C25 59.78(17) . . . . ? C23 C24 C25 C30 60.24(16) . . . . ? C23 C24 C25 C26 -60.17(17) . . . . ? C30 C25 C26 C21 -59.47(16) . . . . ? C24 C25 C26 C21 60.61(16) . . . . ? C27 C21 C26 C25 58.51(15) . . . . ? C22 C21 C26 C25 -58.96(15) . . . . ? P C21 C26 C25 -175.25(10) . . . . ? C22 C21 C27 C28 57.43(15) . . . . ? C26 C21 C27 C28 -59.54(15) . . . . ? P C21 C27 C28 -177.31(10) . . . . ? C21 C27 C28 C29 -58.92(16) . . . . ? C21 C27 C28 C30 61.25(15) . . . . ? C30 C28 C29 C23 -59.93(16) . . . . ? C27 C28 C29 C23 60.03(16) . . . . ? C24 C23 C29 C28 59.71(16) . . . . ? C22 C23 C29 C28 -60.42(16) . . . . ? C24 C25 C30 C28 -60.44(15) . . . . ? C26 C25 C30 C28 59.55(16) . . . . ? C29 C28 C30 C25 60.33(16) . . . . ? C27 C28 C30 C25 -60.14(15) . . . . ? O Si C31 C32 73.28(12) . . . . ? C34 Si C31 C32 -173.54(11) . . . . ? C37 Si C31 C32 -46.09(13) . . . . ? O Si C31 C33 -158.30(14) . . . . ? C34 Si C31 C33 -45.11(16) . . . . ? C37 Si C31 C33 82.33(15) . . . . ? O Si C34 C36 -55.20(15) . . . . ? C31 Si C34 C36 -171.11(14) . . . . ? C37 Si C34 C36 63.61(16) . . . . ? O Si C34 C35 68.27(13) . . . . ? C31 Si C34 C35 -47.65(14) . . . . ? C37 Si C34 C35 -172.93(12) . . . . ? O Si C37 C39 55.52(15) . . . . ? C34 Si C37 C39 -60.02(15) . . . . ? C31 Si C37 C39 174.10(13) . . . . ? O Si C37 C38 -177.72(12) . . . . ? C34 Si C37 C38 66.74(14) . . . . ? C31 Si C37 C38 -59.14(14) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 70.07 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.569 _refine_diff_density_min -0.284 _refine_diff_density_rms 0.048