# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'James D. White' 'M. Sundaram Shanmugham' _publ_contact_author_name 'Prof James D. White' _publ_contact_author_address ; Department of Chemistry Oregon State University 153 Gilbert Hall Corvallis Oregon 97331-4003 UNITED STATES OF AMERICA ; _publ_contact_author_email JAMES.WHITE@ORST.EDU _publ_requested_journal 'Chemical Communications' _publ_section_title ; A new route to furanoeremophilane sesquiterpenoids. Synthesis of (±)-6b-hydroxyeuryopsin. ; data_xl _database_code_CSD 220193 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H37 N O5 Si' _chemical_formula_weight 495.68 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' N N 0.0311 0.0180 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.479(2) _cell_length_b 8.389(3) _cell_length_c 22.545(9) _cell_angle_alpha 98.68(3) _cell_angle_beta 99.07(3) _cell_angle_gamma 91.40(3) _cell_volume 1379.1(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 88 _cell_measurement_theta_min 10.656 _cell_measurement_theta_max 43.130 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.194 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 1.045 _exptl_absorpt_correction_type 'Semi-empirical (Psi-scans)' _exptl_absorpt_correction_T_min 0.1885 _exptl_absorpt_correction_T_max 0.6589 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5964 _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 67.29 _reflns_number_total 4750 _reflns_number_gt 3657 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens XSCANS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0798P)^2^+1.4487P] 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 4750 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0803 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.2000 _refine_ls_wR_factor_gt 0.1853 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.003 _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 O1 O 1.0291(3) 0.5453(3) 0.13184(10) 0.0496(5) Uani 1 1 d . . . O2 O 1.2447(3) 0.5461(3) 0.32986(10) 0.0463(5) Uani 1 1 d . . . O3 O 1.4939(3) 0.4314(4) 0.37092(14) 0.0789(9) Uani 1 1 d . . . N N 0.8946(5) 0.1979(4) 0.51835(14) 0.0618(8) Uani 1 1 d . . . O4 O 0.7318(4) 0.2150(4) 0.50977(15) 0.0891(10) Uani 1 1 d . . . O5 O 0.9696(4) 0.1267(4) 0.55764(14) 0.0852(9) Uani 1 1 d . . . C1 C 0.9928(4) 0.3916(4) 0.14574(15) 0.0503(8) Uani 1 1 d . . . C2 C 1.0899(4) 0.3806(4) 0.20141(15) 0.0472(7) Uani 1 1 d . . . C3 C 1.0955(6) 0.2383(5) 0.23409(18) 0.0666(10) Uani 1 1 d . . . H3A H 1.0302 0.1477 0.2079 0.100 Uiso 1 1 calc R . . H3B H 1.0406 0.2635 0.2699 0.100 Uiso 1 1 calc R . . H3C H 1.2192 0.2123 0.2455 0.100 Uiso 1 1 calc R . . C4 C 1.1914(4) 0.5305(4) 0.22258(14) 0.0427(7) Uani 1 1 d . . . C5 C 1.3284(4) 0.5836(4) 0.27856(13) 0.0423(7) Uani 1 1 d . . . H5 H 1.4368 0.5213 0.2761 0.051 Uiso 1 1 calc R . . C6 C 1.3825(4) 0.7657(4) 0.28691(14) 0.0446(7) Uani 1 1 d . . . C7 C 1.2302(5) 0.8626(4) 0.31126(17) 0.0574(9) Uani 1 1 d . . . H7A H 1.2478 0.9740 0.3074 0.086 Uiso 1 1 calc R . . H7B H 1.2327 0.8533 0.3533 0.086 Uiso 1 1 calc R . . H7C H 1.1152 0.8208 0.2883 0.086 Uiso 1 1 calc R . . C8 C 1.5642(4) 0.8046(4) 0.33162(16) 0.0555(9) Uani 1 1 d . . . H8 H 1.5596 0.7453 0.3656 0.067 Uiso 1 1 calc R . . C9 C 1.5976(6) 0.9832(5) 0.3579(2) 0.0840(13) Uani 1 1 d . . . H9A H 1.5866 1.0460 0.3254 0.126 Uiso 1 1 calc R . . H9B H 1.7173 1.0010 0.3813 0.126 Uiso 1 1 calc R . . H9C H 1.5099 1.0152 0.3837 0.126 Uiso 1 1 calc R . . C10 C 1.7234(4) 0.7441(5) 0.30054(19) 0.0670(11) Uani 1 1 d . . . H10A H 1.8348 0.7628 0.3297 0.080 Uiso 1 1 calc R . . H10B H 1.7054 0.6287 0.2867 0.080 Uiso 1 1 calc R . . C11 C 1.7406(5) 0.8291(6) 0.2467(2) 0.0757(12) Uani 1 1 d . . . H11A H 1.7904 0.9384 0.2613 0.091 Uiso 1 1 calc R . . H11B H 1.8232 0.7728 0.2227 0.091 Uiso 1 1 calc R . . C12 C 1.5595(5) 0.8337(5) 0.20787(18) 0.0617(9) Uani 1 1 d . . . H12 H 1.5580 0.8595 0.1691 0.074 Uiso 1 1 calc R . . C13 C 1.4027(4) 0.8042(4) 0.22423(15) 0.0477(8) Uani 1 1 d . . . C14 C 1.2292(4) 0.7862(4) 0.17792(16) 0.0510(8) Uani 1 1 d . . . H14A H 1.1464 0.8687 0.1890 0.061 Uiso 1 1 calc R . . H14B H 1.2553 0.7948 0.1377 0.061 Uiso 1 1 calc R . . C15 C 1.1505(4) 0.6235(4) 0.17939(14) 0.0449(7) Uani 1 1 d . . . Si Si 0.82344(12) 0.25902(12) 0.08805(4) 0.0525(3) Uani 1 1 d . . . C21 C 0.8718(6) 0.0437(5) 0.0894(2) 0.0811(13) Uani 1 1 d . . . H21A H 0.8031 -0.0215 0.0541 0.122 Uiso 1 1 calc R . . H21B H 0.8384 0.0114 0.1254 0.122 Uiso 1 1 calc R . . H21C H 0.9988 0.0298 0.0894 0.122 Uiso 1 1 calc R . . C22 C 0.8412(7) 0.3081(7) 0.01189(19) 0.0916(15) Uani 1 1 d . . . H22A H 0.8144 0.4190 0.0107 0.137 Uiso 1 1 calc R . . H22B H 0.7564 0.2398 -0.0183 0.137 Uiso 1 1 calc R . . H22C H 0.9620 0.2910 0.0037 0.137 Uiso 1 1 calc R . . C23 C 0.5893(5) 0.2980(5) 0.1064(2) 0.0716(11) Uani 1 1 d . . . C24 C 0.5445(8) 0.4709(7) 0.0992(3) 0.1087(19) Uani 1 1 d . . . H24A H 0.5523 0.4874 0.0585 0.163 Uiso 1 1 calc R . . H24B H 0.6292 0.5444 0.1274 0.163 Uiso 1 1 calc R . . H24C H 0.4239 0.4898 0.1072 0.163 Uiso 1 1 calc R . . C25 C 0.4482(6) 0.1801(9) 0.0644(3) 0.135(3) Uani 1 1 d . . . H25A H 0.3300 0.2018 0.0742 0.202 Uiso 1 1 calc R . . H25B H 0.4760 0.0715 0.0697 0.202 Uiso 1 1 calc R . . H25C H 0.4502 0.1929 0.0229 0.202 Uiso 1 1 calc R . . C26 C 0.5842(7) 0.2769(7) 0.1725(2) 0.0978(16) Uani 1 1 d . . . H26A H 0.6598 0.3603 0.1994 0.147 Uiso 1 1 calc R . . H26B H 0.6278 0.1733 0.1792 0.147 Uiso 1 1 calc R . . H26C H 0.4619 0.2837 0.1803 0.147 Uiso 1 1 calc R . . C31 C 1.3356(5) 0.4595(4) 0.36870(16) 0.0532(8) Uani 1 1 d . . . C32 C 1.2178(4) 0.3987(4) 0.40876(15) 0.0492(8) Uani 1 1 d . . . C33 C 1.0299(4) 0.4121(4) 0.39849(16) 0.0525(8) Uani 1 1 d . . . H33 H 0.9765 0.4655 0.3675 0.063 Uiso 1 1 calc R . . C34 C 0.9235(5) 0.3461(4) 0.43434(15) 0.0536(8) Uani 1 1 d . . . H34 H 0.7983 0.3538 0.4276 0.064 Uiso 1 1 calc R . . C35 C 1.0058(5) 0.2695(4) 0.47975(15) 0.0517(8) Uani 1 1 d . . . C36 C 1.1913(5) 0.2559(5) 0.49161(17) 0.0622(10) Uani 1 1 d . . . H36 H 1.2440 0.2038 0.5231 0.075 Uiso 1 1 calc R . . C37 C 1.2962(5) 0.3218(5) 0.45547(17) 0.0602(9) Uani 1 1 d . . . H37 H 1.4214 0.3143 0.4627 0.072 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 O1 0.0376(12) 0.0567(14) 0.0529(13) 0.0102(10) 0.0014(9) -0.0024(9) O2 0.0326(11) 0.0576(13) 0.0518(12) 0.0181(10) 0.0071(9) 0.0024(9) O3 0.0361(14) 0.122(2) 0.094(2) 0.0567(18) 0.0153(13) 0.0185(14) N 0.062(2) 0.071(2) 0.0550(17) 0.0112(15) 0.0162(15) -0.0026(15) O4 0.0526(18) 0.126(3) 0.098(2) 0.041(2) 0.0217(16) -0.0050(17) O5 0.081(2) 0.114(3) 0.0740(18) 0.0448(18) 0.0247(16) 0.0074(18) C1 0.0402(17) 0.056(2) 0.0552(19) 0.0080(15) 0.0101(15) -0.0031(14) C2 0.0374(17) 0.0497(18) 0.0544(18) 0.0084(14) 0.0073(14) -0.0021(13) C3 0.075(3) 0.054(2) 0.068(2) 0.0110(17) 0.002(2) -0.0135(18) C4 0.0269(14) 0.0491(17) 0.0516(17) 0.0076(13) 0.0057(12) -0.0014(12) C5 0.0324(15) 0.0490(17) 0.0466(16) 0.0107(13) 0.0074(13) -0.0004(12) C6 0.0294(15) 0.0509(18) 0.0530(18) 0.0067(14) 0.0069(13) -0.0017(12) C7 0.047(2) 0.060(2) 0.067(2) 0.0091(17) 0.0165(17) 0.0079(16) C8 0.0403(18) 0.063(2) 0.058(2) 0.0064(16) -0.0006(15) -0.0096(15) C9 0.074(3) 0.071(3) 0.092(3) -0.010(2) -0.008(2) -0.017(2) C10 0.0271(17) 0.084(3) 0.087(3) 0.015(2) 0.0008(17) -0.0056(16) C11 0.037(2) 0.104(3) 0.087(3) 0.017(2) 0.0151(19) -0.011(2) C12 0.047(2) 0.075(2) 0.066(2) 0.0164(18) 0.0129(17) -0.0109(17) C13 0.0375(17) 0.0493(18) 0.0563(19) 0.0079(14) 0.0091(14) -0.0045(13) C14 0.0442(18) 0.0533(19) 0.0559(19) 0.0151(15) 0.0042(15) -0.0032(14) C15 0.0294(15) 0.0532(18) 0.0510(17) 0.0060(14) 0.0053(13) -0.0004(13) Si 0.0365(5) 0.0601(6) 0.0557(5) -0.0038(4) 0.0049(4) -0.0008(4) C21 0.064(3) 0.069(3) 0.096(3) -0.015(2) -0.004(2) 0.008(2) C22 0.084(3) 0.129(4) 0.056(2) 0.002(2) 0.007(2) -0.005(3) C23 0.043(2) 0.079(3) 0.083(3) -0.014(2) 0.0071(19) 0.0014(18) C24 0.085(4) 0.108(4) 0.129(5) 0.003(3) 0.014(3) 0.046(3) C25 0.040(3) 0.164(6) 0.167(6) -0.063(5) 0.002(3) -0.013(3) C26 0.071(3) 0.114(4) 0.114(4) 0.004(3) 0.045(3) 0.002(3) C31 0.0411(19) 0.064(2) 0.0564(19) 0.0189(16) 0.0044(15) -0.0001(15) C32 0.0421(18) 0.0550(19) 0.0513(18) 0.0136(14) 0.0050(14) 0.0001(14) C33 0.0400(18) 0.064(2) 0.0558(19) 0.0192(16) 0.0035(15) 0.0022(15) C34 0.0402(18) 0.065(2) 0.0566(19) 0.0117(16) 0.0089(15) -0.0006(15) C35 0.0493(19) 0.056(2) 0.0504(18) 0.0086(15) 0.0118(15) -0.0040(15) C36 0.052(2) 0.080(3) 0.059(2) 0.0288(19) 0.0073(17) 0.0073(18) C37 0.0406(19) 0.080(3) 0.064(2) 0.0264(19) 0.0048(16) 0.0036(17) _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 O1 C15 1.362(4) . ? O1 C1 1.402(4) . ? O2 C31 1.336(4) . ? O2 C5 1.469(4) . ? O3 C31 1.208(4) . ? N O5 1.215(4) . ? N O4 1.218(4) . ? N C35 1.474(5) . ? C1 C2 1.365(5) . ? C1 Si 1.873(3) . ? C2 C4 1.429(4) . ? C2 C3 1.493(5) . ? C4 C15 1.341(4) . ? C4 C5 1.497(4) . ? C5 C6 1.547(4) . ? C6 C13 1.525(4) . ? C6 C7 1.538(5) . ? C6 C8 1.555(4) . ? C8 C9 1.525(5) . ? C8 C10 1.533(5) . ? C10 C11 1.518(6) . ? C11 C12 1.498(5) . ? C12 C13 1.312(5) . ? C13 C14 1.521(4) . ? C14 C15 1.480(5) . ? Si C22 1.849(5) . ? Si C21 1.855(4) . ? Si C23 1.887(4) . ? C23 C24 1.523(7) . ? C23 C25 1.530(6) . ? C23 C26 1.533(7) . ? C31 C32 1.490(5) . ? C32 C37 1.377(5) . ? C32 C33 1.398(5) . ? C33 C34 1.382(5) . ? C34 C35 1.363(5) . ? C35 C36 1.382(5) . ? C36 C37 1.379(5) . ? 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 C15 O1 C1 106.6(2) . . ? C31 O2 C5 118.6(2) . . ? O5 N O4 123.2(3) . . ? O5 N C35 118.6(3) . . ? O4 N C35 118.2(3) . . ? C2 C1 O1 108.4(3) . . ? C2 C1 Si 136.1(3) . . ? O1 C1 Si 115.5(2) . . ? C1 C2 C4 107.2(3) . . ? C1 C2 C3 127.1(3) . . ? C4 C2 C3 125.6(3) . . ? C15 C4 C2 106.6(3) . . ? C15 C4 C5 122.4(3) . . ? C2 C4 C5 130.9(3) . . ? O2 C5 C4 106.2(2) . . ? O2 C5 C6 110.7(2) . . ? C4 C5 C6 112.2(3) . . ? C13 C6 C7 109.9(3) . . ? C13 C6 C5 106.8(3) . . ? C7 C6 C5 108.8(3) . . ? C13 C6 C8 110.4(3) . . ? C7 C6 C8 110.4(3) . . ? C5 C6 C8 110.4(3) . . ? C9 C8 C10 110.0(3) . . ? C9 C8 C6 113.7(3) . . ? C10 C8 C6 110.3(3) . . ? C11 C10 C8 111.3(3) . . ? C12 C11 C10 110.6(3) . . ? C13 C12 C11 125.1(4) . . ? C12 C13 C14 120.5(3) . . ? C12 C13 C6 123.7(3) . . ? C14 C13 C6 115.4(3) . . ? C15 C14 C13 105.0(3) . . ? C4 C15 O1 111.2(3) . . ? C4 C15 C14 127.6(3) . . ? O1 C15 C14 121.1(3) . . ? C22 Si C21 109.0(2) . . ? C22 Si C1 108.5(2) . . ? C21 Si C1 110.14(18) . . ? C22 Si C23 110.4(2) . . ? C21 Si C23 110.0(2) . . ? C1 Si C23 108.76(17) . . ? C24 C23 C25 109.9(4) . . ? C24 C23 C26 108.4(4) . . ? C25 C23 C26 109.0(5) . . ? C24 C23 Si 109.4(3) . . ? C25 C23 Si 110.6(3) . . ? C26 C23 Si 109.6(3) . . ? O3 C31 O2 124.5(3) . . ? O3 C31 C32 123.5(3) . . ? O2 C31 C32 112.0(3) . . ? C37 C32 C33 119.6(3) . . ? C37 C32 C31 118.8(3) . . ? C33 C32 C31 121.6(3) . . ? C34 C33 C32 120.1(3) . . ? C35 C34 C33 118.7(3) . . ? C34 C35 C36 122.7(3) . . ? C34 C35 N 119.5(3) . . ? C36 C35 N 117.8(3) . . ? C37 C36 C35 118.2(3) . . ? C32 C37 C36 120.8(3) . . ? 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 C15 O1 C1 C2 0.9(4) . . . . ? C15 O1 C1 Si 178.6(2) . . . . ? O1 C1 C2 C4 -0.7(4) . . . . ? Si C1 C2 C4 -177.6(3) . . . . ? O1 C1 C2 C3 -179.1(3) . . . . ? Si C1 C2 C3 4.0(6) . . . . ? C1 C2 C4 C15 0.2(4) . . . . ? C3 C2 C4 C15 178.6(3) . . . . ? C1 C2 C4 C5 -176.0(3) . . . . ? C3 C2 C4 C5 2.4(6) . . . . ? C31 O2 C5 C4 127.4(3) . . . . ? C31 O2 C5 C6 -110.5(3) . . . . ? C15 C4 C5 O2 133.5(3) . . . . ? C2 C4 C5 O2 -50.7(4) . . . . ? C15 C4 C5 C6 12.5(4) . . . . ? C2 C4 C5 C6 -171.8(3) . . . . ? O2 C5 C6 C13 -160.1(2) . . . . ? C4 C5 C6 C13 -41.7(3) . . . . ? O2 C5 C6 C7 -41.5(3) . . . . ? C4 C5 C6 C7 77.0(3) . . . . ? O2 C5 C6 C8 79.9(3) . . . . ? C4 C5 C6 C8 -161.7(3) . . . . ? C13 C6 C8 C9 80.4(4) . . . . ? C7 C6 C8 C9 -41.3(4) . . . . ? C5 C6 C8 C9 -161.7(3) . . . . ? C13 C6 C8 C10 -43.6(4) . . . . ? C7 C6 C8 C10 -165.4(3) . . . . ? C5 C6 C8 C10 74.2(4) . . . . ? C9 C8 C10 C11 -63.4(4) . . . . ? C6 C8 C10 C11 62.7(4) . . . . ? C8 C10 C11 C12 -46.5(5) . . . . ? C10 C11 C12 C13 14.9(6) . . . . ? C11 C12 C13 C14 -170.3(4) . . . . ? C11 C12 C13 C6 2.1(6) . . . . ? C7 C6 C13 C12 134.9(4) . . . . ? C5 C6 C13 C12 -107.2(4) . . . . ? C8 C6 C13 C12 12.8(5) . . . . ? C7 C6 C13 C14 -52.4(4) . . . . ? C5 C6 C13 C14 65.5(3) . . . . ? C8 C6 C13 C14 -174.4(3) . . . . ? C12 C13 C14 C15 122.1(4) . . . . ? C6 C13 C14 C15 -50.9(4) . . . . ? C2 C4 C15 O1 0.4(4) . . . . ? C5 C4 C15 O1 177.0(3) . . . . ? C2 C4 C15 C14 -175.8(3) . . . . ? C5 C4 C15 C14 0.8(5) . . . . ? C1 O1 C15 C4 -0.8(3) . . . . ? C1 O1 C15 C14 175.6(3) . . . . ? C13 C14 C15 C4 16.9(5) . . . . ? C13 C14 C15 O1 -158.9(3) . . . . ? C2 C1 Si C22 -151.5(4) . . . . ? O1 C1 Si C22 31.8(3) . . . . ? C2 C1 Si C21 -32.1(4) . . . . ? O1 C1 Si C21 151.1(3) . . . . ? C2 C1 Si C23 88.4(4) . . . . ? O1 C1 Si C23 -88.3(3) . . . . ? C22 Si C23 C24 -54.3(4) . . . . ? C21 Si C23 C24 -174.7(3) . . . . ? C1 Si C23 C24 64.7(4) . . . . ? C22 Si C23 C25 66.9(5) . . . . ? C21 Si C23 C25 -53.5(5) . . . . ? C1 Si C23 C25 -174.2(4) . . . . ? C22 Si C23 C26 -173.0(3) . . . . ? C21 Si C23 C26 66.6(4) . . . . ? C1 Si C23 C26 -54.1(4) . . . . ? C5 O2 C31 O3 12.7(5) . . . . ? C5 O2 C31 C32 -166.4(3) . . . . ? O3 C31 C32 C37 7.7(6) . . . . ? O2 C31 C32 C37 -173.2(3) . . . . ? O3 C31 C32 C33 -169.7(4) . . . . ? O2 C31 C32 C33 9.3(5) . . . . ? C37 C32 C33 C34 -1.1(5) . . . . ? C31 C32 C33 C34 176.3(3) . . . . ? C32 C33 C34 C35 0.5(5) . . . . ? C33 C34 C35 C36 0.4(6) . . . . ? C33 C34 C35 N -179.8(3) . . . . ? O5 N C35 C34 178.3(4) . . . . ? O4 N C35 C34 -2.8(5) . . . . ? O5 N C35 C36 -1.9(5) . . . . ? O4 N C35 C36 177.1(4) . . . . ? C34 C35 C36 C37 -0.5(6) . . . . ? N C35 C36 C37 179.6(3) . . . . ? C33 C32 C37 C36 1.0(6) . . . . ? C31 C32 C37 C36 -176.5(4) . . . . ? C35 C36 C37 C32 -0.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 67.29 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.264 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.059