Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 177 loop_ _publ_author_name 'N. Simpkins' 'Nadia M. Ahmad' 'Vincent Rodeschini' 'Simon Ward' 'Claire Wilson' _publ_contact_author_name 'N. Simpkins' _publ_contact_author_address ; Department of Chemistry University of Nottingham University Park Nottingham NG7 2RD UNITED KINGDOM ; _publ_contact_author_email NIGEL.SIMPKINS@NOTTINGHAM.AC.UK _publ_requested_journal 'Organic & Biomolecular Chemistry' _publ_section_title ; Synthetic studies towards garsubellin A: Synthesis of model systems and potential mimics by regioselective lithiation of bicyclo[3.3.1]nonane-2,4,9-trione derivatives from catechinic acid ; data_15 #iprsim _database_code_depnum_ccdc_archive 'CCDC 641180' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H46 O7 Si' _chemical_formula_weight 534.75 _chemical_absolute_configuration ad 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' 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 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.2824(6) _cell_length_b 13.7389(10) _cell_length_c 12.7110(10) _cell_angle_alpha 90.00 _cell_angle_beta 91.2840(10) _cell_angle_gamma 90.00 _cell_volume 1446.04(19) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7712 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.228 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 580 _exptl_absorpt_coefficient_mu 0.124 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 CCD area detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 12515 _diffrn_reflns_av_R_equivalents 0.031 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 27.53 _reflns_number_total 6307 _reflns_number_gt 6040 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36a (Bruker, 2000)' _computing_data_reduction 'Bruker SAINT; Bruker SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ' PLATON (Spek, 2003)' _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^)+(0.0719P)^2^] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.09(9) _refine_ls_number_reflns 6307 _refine_ls_number_parameters 335 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0390 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.1004 _refine_ls_wR_factor_gt 0.0991 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.004 _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 Si Si 0.85074(5) 0.70459(3) 1.00290(3) 0.02002(10) Uani 1 1 d . . . O1 O 0.88257(17) 0.37536(10) 0.66858(11) 0.0345(3) Uani 1 1 d . . . C1 C 0.7976(2) 0.44764(12) 0.65804(13) 0.0231(3) Uani 1 1 d . . . C2 C 0.83411(19) 0.52447(12) 0.58390(12) 0.0218(3) Uani 1 1 d . . . H2A H 0.9319 0.5223 0.5463 0.026 Uiso 1 1 calc R . . O3 O 0.74239(13) 0.66800(8) 0.49386(9) 0.0229(2) Uani 1 1 d . . . C3 C 0.73070(19) 0.59883(11) 0.56783(12) 0.0189(3) Uani 1 1 d . . . C4 C 0.58284(18) 0.61377(11) 0.63352(12) 0.0179(3) Uani 1 1 d . . . H4A H 0.5001 0.6498 0.5903 0.022 Uiso 1 1 calc R . . C5 C 0.61688(17) 0.67217(11) 0.73685(11) 0.0169(3) Uani 1 1 d . . . H5A H 0.5109 0.6771 0.7726 0.020 Uiso 1 1 calc R . . O6 O 0.72043(13) 0.66457(9) 0.91317(8) 0.0229(2) Uani 1 1 d . . . C6 C 0.73044(18) 0.61781(11) 0.81386(11) 0.0176(3) Uani 1 1 d . . . H6A H 0.8438 0.6209 0.7886 0.021 Uiso 1 1 calc R . . C7 C 0.67956(19) 0.51160(12) 0.82754(12) 0.0211(3) Uani 1 1 d . . . H7A H 0.5814 0.5095 0.8705 0.025 Uiso 1 1 calc R . . H7B H 0.7663 0.4766 0.8669 0.025 Uiso 1 1 calc R . . C8 C 0.6448(2) 0.45790(12) 0.72303(12) 0.0206(3) Uani 1 1 d . . . H8A H 0.6034 0.3913 0.7393 0.025 Uiso 1 1 calc R . . C9 C 0.51503(19) 0.51256(12) 0.65954(13) 0.0203(3) Uani 1 1 d . . . C31 C 0.8819(2) 0.66416(15) 0.42781(13) 0.0301(4) Uani 1 1 d . . . H31A H 0.8774 0.7181 0.3774 0.045 Uiso 1 1 calc R . . H31B H 0.8826 0.6022 0.3896 0.045 Uiso 1 1 calc R . . H31C H 0.9804 0.6696 0.4716 0.045 Uiso 1 1 calc R . . O91 O 0.47762(14) 0.46908(8) 0.56091(9) 0.0250(3) Uani 1 1 d . . . C91 C 0.4213(3) 0.37056(13) 0.56512(15) 0.0350(4) Uani 1 1 d . . . H91A H 0.3990 0.3469 0.4935 0.052 Uiso 1 1 calc R . . H91B H 0.3222 0.3678 0.6057 0.052 Uiso 1 1 calc R . . H91C H 0.5042 0.3296 0.5990 0.052 Uiso 1 1 calc R . . O92 O 0.37773(14) 0.51629(9) 0.72298(9) 0.0257(3) Uani 1 1 d . . . C92 C 0.2385(2) 0.56080(16) 0.67551(16) 0.0340(4) Uani 1 1 d . . . H92A H 0.1496 0.5598 0.7251 0.051 Uiso 1 1 calc R . . H92B H 0.2067 0.5249 0.6117 0.051 Uiso 1 1 calc R . . H92C H 0.2635 0.6283 0.6571 0.051 Uiso 1 1 calc R . . O4M O 0.81528(15) 1.06051(9) 0.65141(11) 0.0338(3) Uani 1 1 d . . . C4M C 0.7010(2) 1.13833(13) 0.65346(17) 0.0340(4) Uani 1 1 d . . . H4MA H 0.7543 1.1994 0.6347 0.051 Uiso 1 1 calc R . . H4MB H 0.6574 1.1439 0.7243 0.051 Uiso 1 1 calc R . . H4MC H 0.6127 1.1250 0.6028 0.051 Uiso 1 1 calc R . . O5M O 1.02106(14) 0.92257(8) 0.63104(10) 0.0267(3) Uani 1 1 d . . . C5M C 1.1358(2) 0.84939(14) 0.60658(15) 0.0297(4) Uani 1 1 d . . . H5MA H 1.2369 0.8802 0.5857 0.045 Uiso 1 1 calc R . . H5MB H 1.0934 0.8092 0.5486 0.045 Uiso 1 1 calc R . . H5MC H 1.1560 0.8084 0.6686 0.045 Uiso 1 1 calc R . . C1P C 0.66978(18) 0.77609(11) 0.71613(11) 0.0179(3) Uani 1 1 d . . . C2P C 0.56313(19) 0.85212(12) 0.72944(13) 0.0224(3) Uani 1 1 d . . . H2PA H 0.4574 0.8385 0.7529 0.027 Uiso 1 1 calc R . . C3P C 0.6063(2) 0.94826(13) 0.70942(14) 0.0258(4) Uani 1 1 d . . . H3PA H 0.5305 0.9992 0.7193 0.031 Uiso 1 1 calc R . . C4P C 0.7597(2) 0.96954(12) 0.67514(14) 0.0236(3) Uani 1 1 d . . . C5P C 0.87154(19) 0.89323(12) 0.66307(12) 0.0203(3) Uani 1 1 d . . . C6P C 0.82671(19) 0.79837(11) 0.68266(12) 0.0188(3) Uani 1 1 d . . . H6PA H 0.9025 0.7474 0.6735 0.023 Uiso 1 1 calc R . . C1S C 0.8153(3) 0.83981(14) 1.01210(15) 0.0342(4) Uani 1 1 d . . . H1SA H 0.8635 0.8692 0.9480 0.041 Uiso 1 1 calc R . . C2S C 0.6398(3) 0.87039(17) 1.01091(17) 0.0460(5) Uani 1 1 d . . . H2SA H 0.6329 0.9414 1.0164 0.069 Uiso 1 1 calc R . . H2SB H 0.5855 0.8405 1.0705 0.069 Uiso 1 1 calc R . . H2SC H 0.5873 0.8491 0.9450 0.069 Uiso 1 1 calc R . . C3S C 0.9069(3) 0.88382(19) 1.1069(2) 0.0549(6) Uani 1 1 d . . . H3SA H 0.8862 0.9540 1.1098 0.082 Uiso 1 1 calc R . . H3SB H 1.0230 0.8725 1.0998 0.082 Uiso 1 1 calc R . . H3SC H 0.8702 0.8531 1.1717 0.082 Uiso 1 1 calc R . . C4S C 1.0651(2) 0.67652(15) 0.96457(14) 0.0328(4) Uani 1 1 d . . . H4SA H 1.0602 0.6153 0.9221 0.039 Uiso 1 1 calc R . . C5S C 1.1394(3) 0.7541(2) 0.89414(17) 0.0477(6) Uani 1 1 d . . . H5SA H 1.2500 0.7352 0.8773 0.072 Uiso 1 1 calc R . . H5SB H 1.1411 0.8167 0.9310 0.072 Uiso 1 1 calc R . . H5SC H 1.0747 0.7601 0.8290 0.072 Uiso 1 1 calc R . . C6S C 1.1835(3) 0.6567(2) 1.05797(18) 0.0501(6) Uani 1 1 d . . . H6SA H 1.2911 0.6427 1.0312 0.075 Uiso 1 1 calc R . . H6SB H 1.1454 0.6007 1.0983 0.075 Uiso 1 1 calc R . . H6SC H 1.1891 0.7141 1.1036 0.075 Uiso 1 1 calc R . . C7S C 0.8093(2) 0.64037(15) 1.13050(14) 0.0307(4) Uani 1 1 d . . . H7SA H 0.8989 0.6581 1.1809 0.037 Uiso 1 1 calc R . . C8S C 0.6518(3) 0.67032(18) 1.18170(16) 0.0427(5) Uani 1 1 d . . . H8SA H 0.6392 0.6340 1.2473 0.064 Uiso 1 1 calc R . . H8SB H 0.5607 0.6560 1.1336 0.064 Uiso 1 1 calc R . . H8SC H 0.6544 0.7402 1.1970 0.064 Uiso 1 1 calc R . . C9S C 0.8134(3) 0.52955(17) 1.11821(17) 0.0456(5) Uani 1 1 d . . . H9SA H 0.7921 0.4988 1.1861 0.068 Uiso 1 1 calc R . . H9SB H 0.9201 0.5095 1.0943 0.068 Uiso 1 1 calc R . . H9SC H 0.7307 0.5094 1.0663 0.068 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 Si 0.0231(2) 0.0203(2) 0.01659(19) -0.00155(17) -0.00066(14) -0.00295(17) O1 0.0435(8) 0.0235(7) 0.0364(7) 0.0020(5) -0.0033(6) 0.0126(6) C1 0.0267(8) 0.0213(8) 0.0209(8) -0.0055(6) -0.0058(6) 0.0027(6) C2 0.0233(8) 0.0215(8) 0.0206(8) -0.0039(6) -0.0009(6) 0.0009(6) O3 0.0280(6) 0.0207(5) 0.0201(5) 0.0021(4) 0.0038(4) 0.0032(5) C3 0.0241(7) 0.0169(7) 0.0155(7) -0.0039(5) -0.0011(5) -0.0016(6) C4 0.0182(7) 0.0152(7) 0.0203(7) 0.0005(5) -0.0027(5) -0.0006(6) C5 0.0172(7) 0.0152(7) 0.0183(7) 0.0001(5) 0.0004(5) -0.0014(5) O6 0.0243(6) 0.0270(6) 0.0173(5) -0.0053(4) -0.0009(4) -0.0015(5) C6 0.0203(7) 0.0173(7) 0.0153(7) -0.0016(5) 0.0000(5) -0.0020(6) C7 0.0269(8) 0.0180(8) 0.0181(7) 0.0026(6) -0.0043(6) -0.0024(6) C8 0.0275(8) 0.0136(7) 0.0204(8) 0.0009(6) -0.0038(6) -0.0020(6) C9 0.0217(7) 0.0176(7) 0.0214(7) -0.0014(6) -0.0038(6) -0.0031(6) C31 0.0360(9) 0.0304(9) 0.0243(8) 0.0014(7) 0.0105(7) 0.0046(8) O91 0.0320(6) 0.0188(6) 0.0239(6) -0.0016(5) -0.0075(5) -0.0065(5) C91 0.0468(11) 0.0208(9) 0.0368(10) -0.0030(7) -0.0109(8) -0.0115(8) O92 0.0218(6) 0.0270(6) 0.0282(6) 0.0042(5) -0.0010(4) -0.0045(5) C92 0.0240(9) 0.0391(11) 0.0389(10) 0.0044(8) -0.0013(7) 0.0007(8) O4M 0.0291(7) 0.0164(6) 0.0563(8) 0.0050(6) 0.0110(6) -0.0003(5) C4M 0.0363(10) 0.0163(8) 0.0496(11) 0.0050(8) 0.0080(8) 0.0031(7) O5M 0.0220(6) 0.0191(6) 0.0393(7) 0.0033(5) 0.0087(5) -0.0010(5) C5M 0.0223(8) 0.0267(9) 0.0405(10) 0.0086(7) 0.0083(7) 0.0029(7) C1P 0.0195(7) 0.0168(7) 0.0174(7) -0.0015(6) -0.0004(5) -0.0016(6) C2P 0.0194(7) 0.0205(8) 0.0274(8) -0.0007(6) 0.0038(6) -0.0004(6) C3P 0.0238(8) 0.0205(8) 0.0333(9) -0.0007(7) 0.0054(7) 0.0041(6) C4P 0.0264(8) 0.0160(8) 0.0285(8) -0.0004(6) 0.0034(6) -0.0021(6) C5P 0.0196(7) 0.0212(8) 0.0201(7) 0.0008(6) 0.0011(6) -0.0016(6) C6P 0.0209(7) 0.0165(7) 0.0189(7) -0.0011(5) 0.0006(6) 0.0022(6) C1S 0.0497(11) 0.0235(9) 0.0296(9) -0.0054(7) 0.0062(8) -0.0040(8) C2S 0.0630(15) 0.0388(12) 0.0365(11) -0.0037(9) 0.0060(10) 0.0208(10) C3S 0.0709(17) 0.0362(12) 0.0575(15) -0.0207(11) 0.0021(12) -0.0191(11) C4S 0.0263(8) 0.0413(11) 0.0308(9) -0.0042(8) -0.0018(7) -0.0002(7) C5S 0.0323(10) 0.0745(17) 0.0364(11) 0.0061(11) 0.0051(8) -0.0062(11) C6S 0.0340(11) 0.0708(16) 0.0449(12) 0.0074(12) -0.0102(9) 0.0024(11) C7S 0.0354(10) 0.0341(10) 0.0225(8) 0.0039(7) -0.0015(7) -0.0070(7) C8S 0.0404(11) 0.0546(13) 0.0332(10) 0.0064(9) 0.0067(8) -0.0099(10) C9S 0.0702(15) 0.0326(11) 0.0337(11) 0.0101(8) -0.0020(10) -0.0055(10) _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 Si O6 1.6470(11) . ? Si C7S 1.8845(18) . ? Si C1S 1.885(2) . ? Si C4S 1.8915(19) . ? O1 C1 1.223(2) . ? C1 C2 1.451(2) . ? C1 C8 1.533(2) . ? C2 C3 1.346(2) . ? O3 C3 1.3419(19) . ? O3 C31 1.4446(19) . ? C3 C4 1.512(2) . ? C4 C9 1.538(2) . ? C4 C5 1.559(2) . ? C5 C1P 1.518(2) . ? C5 C6 1.536(2) . ? O6 C6 1.4205(18) . ? C6 C7 1.530(2) . ? C7 C8 1.541(2) . ? C8 C9 1.527(2) . ? C9 O92 1.4097(19) . ? C9 O91 1.4167(19) . ? O91 C91 1.433(2) . ? O92 C92 1.427(2) . ? O4M C4P 1.368(2) . ? O4M C4M 1.429(2) . ? O5M C5P 1.3727(19) . ? O5M C5M 1.422(2) . ? C1P C2P 1.381(2) . ? C1P C6P 1.410(2) . ? C2P C3P 1.393(2) . ? C3P C4P 1.383(2) . ? C4P C5P 1.410(2) . ? C5P C6P 1.379(2) . ? C1S C2S 1.512(3) . ? C1S C3S 1.534(3) . ? C4S C5S 1.530(3) . ? C4S C6S 1.547(3) . ? C7S C8S 1.528(3) . ? C7S C9S 1.531(3) . ? 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 O6 Si C7S 108.09(7) . . ? O6 Si C1S 105.74(8) . . ? C7S Si C1S 112.11(9) . . ? O6 Si C4S 110.97(7) . . ? C7S Si C4S 108.44(9) . . ? C1S Si C4S 111.43(9) . . ? O1 C1 C2 122.30(16) . . ? O1 C1 C8 119.70(16) . . ? C2 C1 C8 117.99(14) . . ? C3 C2 C1 120.64(15) . . ? C3 O3 C31 116.90(13) . . ? O3 C3 C2 126.04(15) . . ? O3 C3 C4 111.28(13) . . ? C2 C3 C4 122.68(14) . . ? C3 C4 C9 107.47(12) . . ? C3 C4 C5 113.69(12) . . ? C9 C4 C5 110.12(12) . . ? C1P C5 C6 113.13(12) . . ? C1P C5 C4 112.66(12) . . ? C6 C5 C4 112.52(12) . . ? C6 O6 Si 135.72(10) . . ? O6 C6 C7 107.98(12) . . ? O6 C6 C5 107.41(12) . . ? C7 C6 C5 111.71(12) . . ? C6 C7 C8 113.91(13) . . ? C9 C8 C1 109.89(13) . . ? C9 C8 C7 109.61(13) . . ? C1 C8 C7 111.61(13) . . ? O92 C9 O91 111.00(12) . . ? O92 C9 C8 106.43(13) . . ? O91 C9 C8 113.43(13) . . ? O92 C9 C4 113.16(13) . . ? O91 C9 C4 105.34(12) . . ? C8 C9 C4 107.58(12) . . ? C9 O91 C91 115.48(13) . . ? C9 O92 C92 115.35(13) . . ? C4P O4M C4M 116.94(14) . . ? C5P O5M C5M 117.95(13) . . ? C2P C1P C6P 117.98(14) . . ? C2P C1P C5 120.15(13) . . ? C6P C1P C5 121.87(14) . . ? C1P C2P C3P 121.83(15) . . ? C4P C3P C2P 119.93(15) . . ? O4M C4P C3P 125.35(15) . . ? O4M C4P C5P 115.47(14) . . ? C3P C4P C5P 119.18(15) . . ? O5M C5P C6P 125.40(14) . . ? O5M C5P C4P 114.42(14) . . ? C6P C5P C4P 120.18(15) . . ? C5P C6P C1P 120.88(14) . . ? C2S C1S C3S 110.90(18) . . ? C2S C1S Si 115.10(15) . . ? C3S C1S Si 111.23(16) . . ? C5S C4S C6S 108.39(17) . . ? C5S C4S Si 113.63(15) . . ? C6S C4S Si 114.88(13) . . ? C8S C7S C9S 109.43(18) . . ? C8S C7S Si 114.47(14) . . ? C9S C7S Si 111.89(14) . . ? 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 O1 C1 C2 C3 174.22(15) . . . . ? C8 C1 C2 C3 -4.5(2) . . . . ? C31 O3 C3 C2 -2.3(2) . . . . ? C31 O3 C3 C4 177.88(13) . . . . ? C1 C2 C3 O3 -172.37(14) . . . . ? C1 C2 C3 C4 7.4(2) . . . . ? O3 C3 C4 C9 143.47(13) . . . . ? C2 C3 C4 C9 -36.34(19) . . . . ? O3 C3 C4 C5 -94.40(15) . . . . ? C2 C3 C4 C5 85.79(18) . . . . ? C3 C4 C5 C1P 64.53(16) . . . . ? C9 C4 C5 C1P -174.81(12) . . . . ? C3 C4 C5 C6 -64.81(16) . . . . ? C9 C4 C5 C6 55.84(16) . . . . ? C7S Si O6 C6 -121.43(16) . . . . ? C1S Si O6 C6 118.33(16) . . . . ? C4S Si O6 C6 -2.64(18) . . . . ? Si O6 C6 C7 107.22(15) . . . . ? Si O6 C6 C5 -132.15(13) . . . . ? C1P C5 C6 O6 65.35(15) . . . . ? C4 C5 C6 O6 -165.55(12) . . . . ? C1P C5 C6 C7 -176.41(12) . . . . ? C4 C5 C6 C7 -47.32(16) . . . . ? O6 C6 C7 C8 166.09(13) . . . . ? C5 C6 C7 C8 48.19(18) . . . . ? O1 C1 C8 C9 -147.03(16) . . . . ? C2 C1 C8 C9 31.73(19) . . . . ? O1 C1 C8 C7 91.15(18) . . . . ? C2 C1 C8 C7 -90.08(17) . . . . ? C6 C7 C8 C9 -56.71(18) . . . . ? C6 C7 C8 C1 65.27(17) . . . . ? C1 C8 C9 O92 178.22(12) . . . . ? C7 C8 C9 O92 -58.79(16) . . . . ? C1 C8 C9 O91 55.87(17) . . . . ? C7 C8 C9 O91 178.87(12) . . . . ? C1 C8 C9 C4 -60.22(16) . . . . ? C7 C8 C9 C4 62.78(16) . . . . ? C3 C4 C9 O92 178.69(12) . . . . ? C5 C4 C9 O92 54.37(16) . . . . ? C3 C4 C9 O91 -59.87(15) . . . . ? C5 C4 C9 O91 175.80(12) . . . . ? C3 C4 C9 C8 61.42(15) . . . . ? C5 C4 C9 C8 -62.90(16) . . . . ? O92 C9 O91 C91 -61.01(18) . . . . ? C8 C9 O91 C91 58.8(2) . . . . ? C4 C9 O91 C91 176.17(14) . . . . ? O91 C9 O92 C92 -53.18(18) . . . . ? C8 C9 O92 C92 -177.06(14) . . . . ? C4 C9 O92 C92 65.00(18) . . . . ? C6 C5 C1P C2P -126.83(15) . . . . ? C4 C5 C1P C2P 104.14(16) . . . . ? C6 C5 C1P C6P 53.46(18) . . . . ? C4 C5 C1P C6P -75.57(17) . . . . ? C6P C1P C2P C3P 0.9(2) . . . . ? C5 C1P C2P C3P -178.84(15) . . . . ? C1P C2P C3P C4P 0.0(3) . . . . ? C4M O4M C4P C3P -5.8(3) . . . . ? C4M O4M C4P C5P 174.44(16) . . . . ? C2P C3P C4P O4M 178.94(16) . . . . ? C2P C3P C4P C5P -1.3(3) . . . . ? C5M O5M C5P C6P 6.1(2) . . . . ? C5M O5M C5P C4P -173.68(15) . . . . ? O4M C4P C5P O5M 1.2(2) . . . . ? C3P C4P C5P O5M -178.58(15) . . . . ? O4M C4P C5P C6P -178.56(15) . . . . ? C3P C4P C5P C6P 1.7(2) . . . . ? O5M C5P C6P C1P 179.52(14) . . . . ? C4P C5P C6P C1P -0.8(2) . . . . ? C2P C1P C6P C5P -0.5(2) . . . . ? C5 C1P C6P C5P 179.20(14) . . . . ? O6 Si C1S C2S 42.38(16) . . . . ? C7S Si C1S C2S -75.19(16) . . . . ? C4S Si C1S C2S 163.05(14) . . . . ? O6 Si C1S C3S 169.58(15) . . . . ? C7S Si C1S C3S 52.01(18) . . . . ? C4S Si C1S C3S -69.75(17) . . . . ? O6 Si C4S C5S 86.64(15) . . . . ? C7S Si C4S C5S -154.78(15) . . . . ? C1S Si C4S C5S -30.92(17) . . . . ? O6 Si C4S C6S -147.74(16) . . . . ? C7S Si C4S C6S -29.16(19) . . . . ? C1S Si C4S C6S 94.71(18) . . . . ? O6 Si C7S C8S -69.96(15) . . . . ? C1S Si C7S C8S 46.20(17) . . . . ? C4S Si C7S C8S 169.65(14) . . . . ? O6 Si C7S C9S 55.26(16) . . . . ? C1S Si C7S C9S 171.42(15) . . . . ? C4S Si C7S C9S -65.13(17) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.340 _refine_diff_density_min -0.155 _refine_diff_density_rms 0.046 #===END