# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2002 data_km1102 _database_code_CSD 194435 _journal_coden_Cambridge ? loop_ _publ_author_name 'David Procter' 'Emmanuel Couche' 'David J. Edmonds' 'Derek Johnston' 'K. Muir' _publ_contact_author_name 'Dr David Procter' _publ_contact_author_address ; Chemistry University of Glasgow The Joseph Black Building Dept. of Chemistry University Avenue Glasgow G12 8QQ UNITED KINGDOM ; _publ_contact_author_email 'DAVIDP@CHEM.GLA.AC.UK' _publ_requested_journal 'Organic & Biomolecular Chemistry' _publ_section_title ; The first synthetic studies on pestalotiopsin A. A stereocontrolled approach to the functionalised bicyclic core. ; _publ_requested_category 'FO' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Compound X' _chemical_melting_point ? _chemical_formula_moiety 'C18 H34 O5 Si1' _chemical_formula_sum 'C18 H34 O5 Si' _chemical_formula_weight 358.54 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.6770(2) _cell_length_b 12.7397(2) _cell_length_c 13.0974(2) _cell_angle_alpha 102.1470(10) _cell_angle_beta 95.2180(10) _cell_angle_gamma 91.1660(10) _cell_volume 2057.62(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8464 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.157 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 784 _exptl_absorpt_coefficient_mu 0.136 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.909 _exptl_absorpt_correction_T_max 0.996 _exptl_absorpt_process_details ; Empirical correction based on variations in observed intensities. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31303 _diffrn_reflns_av_R_equivalents 0.0275 _diffrn_reflns_av_sigmaI/netI 0.0327 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 27.50 _reflns_number_total 9393 _reflns_number_gt 7639 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'WINGX (Farrugia, 1999)' _computing_structure_solution 'SIR92 (Giacovazzo, 1992)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0360P)^2^+0.9369P] 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 9393 _refine_ls_number_parameters 445 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0492 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.0939 _refine_ls_wR_factor_gt 0.0871 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.002 _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 Si1A Si 0.24212(3) 1.42722(3) 0.55100(3) 0.01889(9) Uani 1 1 d . . . O1A O 0.04613(7) 1.13008(8) 0.09104(7) 0.0212(2) Uani 1 1 d . . . H1A H 0.0151(14) 1.1885(15) 0.1034(13) 0.032 Uiso 1 1 d . . . O2A O 0.03977(8) 1.05742(8) -0.12947(7) 0.0238(2) Uani 1 1 d . . . H2A H 0.0014(15) 1.0057(15) -0.1219(14) 0.036 Uiso 1 1 d . . . O3A O 0.24724(7) 1.05106(7) 0.13909(7) 0.01930(19) Uani 1 1 d . . . O4A O 0.25845(10) 0.98372(8) 0.28299(8) 0.0351(3) Uani 1 1 d . . . O5A O 0.17941(7) 1.30978(7) 0.50369(7) 0.0210(2) Uani 1 1 d . . . C1A C 0.34368(10) 1.19508(11) 0.07882(10) 0.0199(3) Uani 1 1 d . . . C2A C 0.36524(11) 1.25941(11) 0.19411(10) 0.0222(3) Uani 1 1 d . . . H2A1 H 0.4176 1.2265 0.2373 0.027 Uiso 1 1 calc R . . H2A2 H 0.3841 1.3364 0.1999 0.027 Uiso 1 1 calc R . . C3A C 0.24853(10) 1.23819(10) 0.21422(9) 0.0165(2) Uani 1 1 d . . . H3A H 0.2026 1.3014 0.2160 0.020 Uiso 1 1 calc R . . C4A C 0.23571(10) 1.15417(10) 0.10883(10) 0.0166(2) Uani 1 1 d . . . C5A C 0.13515(10) 1.14758(10) 0.03587(10) 0.0184(3) Uani 1 1 d . . . H5A H 0.1276 1.2174 0.0131 0.022 Uiso 1 1 calc R . . C6A C 0.13425(11) 1.05766(11) -0.06095(10) 0.0220(3) Uani 1 1 d . . . H6A1 H 0.1969 1.0671 -0.0986 0.026 Uiso 1 1 calc R . . H6A2 H 0.1387 0.9877 -0.0395 0.026 Uiso 1 1 calc R . . C7A C 0.24822(11) 1.06084(11) 0.24439(10) 0.0213(3) Uani 1 1 d . . . C8A C 0.23313(11) 1.17577(10) 0.29951(10) 0.0189(3) Uani 1 1 d . . . H8A H 0.2903 1.1983 0.3585 0.023 Uiso 1 1 calc R . . C9A C 0.12451(11) 1.18222(11) 0.34350(10) 0.0220(3) Uani 1 1 d . . . H9A1 H 0.0682 1.1657 0.2843 0.026 Uiso 1 1 calc R . . H9A2 H 0.1186 1.1269 0.3859 0.026 Uiso 1 1 calc R . . C10A C 0.10656(11) 1.29112(11) 0.41081(10) 0.0210(3) Uani 1 1 d . . . H10A H 0.1173 1.3478 0.3710 0.025 Uiso 1 1 calc R . . H10B H 0.0328 1.2936 0.4302 0.025 Uiso 1 1 calc R . . C11A C 0.42214(12) 1.10974(13) 0.04221(12) 0.0292(3) Uani 1 1 d . . . H11A H 0.4920 1.1442 0.0423 0.044 Uiso 1 1 calc R . . H11B H 0.3979 1.0704 -0.0290 0.044 Uiso 1 1 calc R . . H11C H 0.4271 1.0597 0.0897 0.044 Uiso 1 1 calc R . . C12A C 0.32898(12) 1.27030(12) 0.00215(11) 0.0262(3) Uani 1 1 d . . . H12A H 0.3043 1.2283 -0.0679 0.039 Uiso 1 1 calc R . . H12B H 0.3967 1.3076 -0.0005 0.039 Uiso 1 1 calc R . . H12C H 0.2765 1.3232 0.0257 0.039 Uiso 1 1 calc R . . C13A C 0.33936(12) 1.45218(12) 0.45843(12) 0.0285(3) Uani 1 1 d . . . H13A H 0.3014 1.4543 0.3904 0.043 Uiso 1 1 calc R . . H13B H 0.3896 1.3943 0.4494 0.043 Uiso 1 1 calc R . . H13C H 0.3780 1.5210 0.4871 0.043 Uiso 1 1 calc R . . C14A C 0.14584(11) 1.53597(11) 0.56533(11) 0.0246(3) Uani 1 1 d . . . H14A H 0.0967 1.5253 0.6162 0.037 Uiso 1 1 calc R . . H14B H 0.1060 1.5344 0.4973 0.037 Uiso 1 1 calc R . . H14C H 0.1840 1.6056 0.5901 0.037 Uiso 1 1 calc R . . C15A C 0.31097(11) 1.41314(12) 0.68091(11) 0.0249(3) Uani 1 1 d . . . C16A C 0.38455(13) 1.31829(14) 0.66504(14) 0.0389(4) Uani 1 1 d . . . H16A H 0.4161 1.3087 0.7334 0.058 Uiso 1 1 calc R . . H16B H 0.4409 1.3328 0.6228 0.058 Uiso 1 1 calc R . . H16C H 0.3437 1.2528 0.6288 0.058 Uiso 1 1 calc R . . C17A C 0.22806(13) 1.39200(14) 0.75366(12) 0.0341(4) Uani 1 1 d . . . H17A H 0.1773 1.4495 0.7607 0.051 Uiso 1 1 calc R . . H17B H 0.2636 1.3902 0.8229 0.051 Uiso 1 1 calc R . . H17C H 0.1904 1.3229 0.7238 0.051 Uiso 1 1 calc R . . C18A C 0.37576(15) 1.51674(14) 0.73280(14) 0.0430(4) Uani 1 1 d . . . H18A H 0.4290 1.5305 0.6869 0.065 Uiso 1 1 calc R . . H18B H 0.4112 1.5088 0.8003 0.065 Uiso 1 1 calc R . . H18C H 0.3284 1.5771 0.7443 0.065 Uiso 1 1 calc R . . Si1B Si 0.21859(3) 0.88984(3) 0.63023(3) 0.01848(9) Uani 1 1 d . . . O1B O 0.01426(8) 0.72601(9) 0.10583(7) 0.0247(2) Uani 1 1 d . . . H1B H 0.0052(14) 0.8009(16) 0.1205(14) 0.037 Uiso 1 1 d . . . O2B O 0.03667(8) 0.67418(8) -0.11928(7) 0.0239(2) Uani 1 1 d . . . H2B H 0.0030(15) 0.6271(15) -0.1601(15) 0.036 Uiso 1 1 d . . . O3B O 0.15037(7) 0.56494(7) 0.14972(7) 0.01975(19) Uani 1 1 d . . . O4B O 0.07115(8) 0.49391(8) 0.26563(7) 0.0266(2) Uani 1 1 d . . . O5B O 0.14712(7) 0.80633(7) 0.53345(7) 0.0209(2) Uani 1 1 d . . . C1B C 0.31273(11) 0.66947(11) 0.12686(11) 0.0223(3) Uani 1 1 d . . . C2B C 0.33150(11) 0.70809(12) 0.24840(11) 0.0244(3) Uani 1 1 d . . . H2B1 H 0.3531 0.6504 0.2852 0.029 Uiso 1 1 calc R . . H2B2 H 0.3803 0.7720 0.2714 0.029 Uiso 1 1 calc R . . C3B C 0.21275(10) 0.73426(10) 0.25279(10) 0.0180(3) Uani 1 1 d . . . H3B H 0.1990 0.8125 0.2618 0.022 Uiso 1 1 calc R . . C4B C 0.19099(10) 0.67007(10) 0.13844(10) 0.0177(3) Uani 1 1 d . . . C5B C 0.11216(10) 0.70897(10) 0.06101(10) 0.0184(3) Uani 1 1 d . . . H5B H 0.1400 0.7786 0.0482 0.022 Uiso 1 1 calc R . . C6B C 0.09569(11) 0.62768(11) -0.04299(10) 0.0219(3) Uani 1 1 d . . . H6B1 H 0.1652 0.6060 -0.0674 0.026 Uiso 1 1 calc R . . H6B2 H 0.0568 0.5627 -0.0336 0.026 Uiso 1 1 calc R . . C7B C 0.11802(10) 0.57007(11) 0.24587(10) 0.0194(3) Uani 1 1 d . . . C8B C 0.14968(10) 0.67668(10) 0.31963(10) 0.0184(3) Uani 1 1 d . . . H8B H 0.1985 0.6631 0.3795 0.022 Uiso 1 1 calc R . . C9B C 0.05334(10) 0.73454(11) 0.36382(10) 0.0212(3) Uani 1 1 d . . . H9B1 H 0.0080 0.7546 0.3058 0.025 Uiso 1 1 calc R . . H9B2 H 0.0110 0.6847 0.3942 0.025 Uiso 1 1 calc R . . C10B C 0.08507(10) 0.83490(11) 0.44750(10) 0.0209(3) Uani 1 1 d . . . H10C H 0.1266 0.8856 0.4175 0.025 Uiso 1 1 calc R . . H10D H 0.0208 0.8708 0.4723 0.025 Uiso 1 1 calc R . . C11B C 0.35862(13) 0.56288(13) 0.08037(12) 0.0318(3) Uani 1 1 d . . . H11D H 0.4360 0.5715 0.0845 0.048 Uiso 1 1 calc R . . H11E H 0.3301 0.5393 0.0068 0.048 Uiso 1 1 calc R . . H11F H 0.3394 0.5091 0.1197 0.048 Uiso 1 1 calc R . . C12B C 0.34798(12) 0.75780(13) 0.07287(12) 0.0305(3) Uani 1 1 d . . . H12D H 0.3258 0.7370 -0.0025 0.046 Uiso 1 1 calc R . . H12E H 0.4253 0.7679 0.0839 0.046 Uiso 1 1 calc R . . H12F H 0.3154 0.8251 0.1026 0.046 Uiso 1 1 calc R . . C13B C 0.20548(12) 0.83521(12) 0.75000(10) 0.0253(3) Uani 1 1 d . . . H13D H 0.2228 0.7592 0.7360 0.038 Uiso 1 1 calc R . . H13E H 0.1325 0.8422 0.7689 0.038 Uiso 1 1 calc R . . H13F H 0.2542 0.8755 0.8080 0.038 Uiso 1 1 calc R . . C14B C 0.16804(13) 1.02818(12) 0.64568(12) 0.0293(3) Uani 1 1 d . . . H14D H 0.0950 1.0278 0.6644 0.044 Uiso 1 1 calc R . . H14E H 0.1699 1.0522 0.5795 0.044 Uiso 1 1 calc R . . H14F H 0.2127 1.0772 0.7012 0.044 Uiso 1 1 calc R . . C15B C 0.36137(11) 0.88838(11) 0.59966(10) 0.0225(3) Uani 1 1 d . . . C16B C 0.40091(12) 0.77403(13) 0.58769(14) 0.0349(4) Uani 1 1 d . . . H16D H 0.3978 0.7504 0.6539 0.052 Uiso 1 1 calc R . . H16E H 0.4743 0.7730 0.5696 0.052 Uiso 1 1 calc R . . H16F H 0.3560 0.7255 0.5319 0.052 Uiso 1 1 calc R . . C17B C 0.36928(12) 0.92444(14) 0.49590(11) 0.0323(3) Uani 1 1 d . . . H17D H 0.4426 0.9197 0.4778 0.048 Uiso 1 1 calc R . . H17E H 0.3476 0.9989 0.5035 0.048 Uiso 1 1 calc R . . H17F H 0.3227 0.8778 0.4401 0.048 Uiso 1 1 calc R . . C18B C 0.43217(12) 0.96410(13) 0.68746(12) 0.0322(3) Uani 1 1 d . . . H18D H 0.5064 0.9583 0.6723 0.048 Uiso 1 1 calc R . . H18E H 0.4242 0.9440 0.7546 0.048 Uiso 1 1 calc R . . H18F H 0.4110 1.0383 0.6914 0.048 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 Si1A 0.01893(18) 0.01902(18) 0.01809(17) 0.00252(14) 0.00174(14) 0.00081(14) O1A 0.0201(5) 0.0213(5) 0.0215(5) 0.0021(4) 0.0039(4) 0.0023(4) O2A 0.0255(5) 0.0263(5) 0.0176(5) 0.0016(4) -0.0019(4) -0.0005(4) O3A 0.0251(5) 0.0144(4) 0.0184(4) 0.0033(3) 0.0019(4) 0.0028(4) O4A 0.0597(8) 0.0191(5) 0.0275(5) 0.0097(4) -0.0007(5) 0.0017(5) O5A 0.0246(5) 0.0215(5) 0.0159(4) 0.0030(4) -0.0007(4) -0.0005(4) C1A 0.0187(6) 0.0210(6) 0.0210(6) 0.0051(5) 0.0047(5) 0.0018(5) C2A 0.0197(7) 0.0246(7) 0.0225(7) 0.0052(5) 0.0022(5) -0.0031(5) C3A 0.0182(6) 0.0147(6) 0.0163(6) 0.0026(5) 0.0014(5) 0.0000(5) C4A 0.0206(6) 0.0133(6) 0.0164(6) 0.0035(5) 0.0029(5) 0.0027(5) C5A 0.0197(6) 0.0186(6) 0.0167(6) 0.0026(5) 0.0028(5) 0.0019(5) C6A 0.0229(7) 0.0230(7) 0.0178(6) -0.0004(5) 0.0012(5) 0.0028(5) C7A 0.0260(7) 0.0180(6) 0.0196(6) 0.0040(5) 0.0002(5) -0.0007(5) C8A 0.0233(7) 0.0168(6) 0.0159(6) 0.0029(5) -0.0002(5) -0.0008(5) C9A 0.0256(7) 0.0237(7) 0.0160(6) 0.0034(5) 0.0018(5) -0.0068(5) C10A 0.0196(6) 0.0266(7) 0.0163(6) 0.0037(5) 0.0011(5) -0.0006(5) C11A 0.0253(7) 0.0325(8) 0.0324(8) 0.0084(6) 0.0115(6) 0.0080(6) C12A 0.0310(8) 0.0243(7) 0.0253(7) 0.0084(6) 0.0061(6) 0.0002(6) C13A 0.0285(8) 0.0267(8) 0.0304(8) 0.0042(6) 0.0083(6) -0.0013(6) C14A 0.0261(7) 0.0220(7) 0.0257(7) 0.0051(5) 0.0024(6) 0.0023(6) C15A 0.0245(7) 0.0250(7) 0.0231(7) 0.0033(5) -0.0040(6) -0.0001(6) C16A 0.0328(9) 0.0437(10) 0.0402(9) 0.0107(8) -0.0037(7) 0.0141(7) C17A 0.0377(9) 0.0447(9) 0.0213(7) 0.0106(7) 0.0010(6) 0.0035(7) C18A 0.0480(11) 0.0399(10) 0.0367(9) 0.0088(8) -0.0184(8) -0.0117(8) Si1B 0.02157(19) 0.01811(18) 0.01492(17) 0.00212(13) 0.00073(14) 0.00034(14) O1B 0.0228(5) 0.0294(5) 0.0228(5) 0.0066(4) 0.0037(4) 0.0038(4) O2B 0.0334(6) 0.0205(5) 0.0163(5) 0.0031(4) -0.0036(4) 0.0012(4) O3B 0.0266(5) 0.0149(4) 0.0172(4) 0.0030(3) 0.0011(4) -0.0018(4) O4B 0.0364(6) 0.0226(5) 0.0209(5) 0.0078(4) -0.0020(4) -0.0084(4) O5B 0.0226(5) 0.0221(5) 0.0169(4) 0.0037(4) -0.0020(4) -0.0006(4) C1B 0.0205(7) 0.0233(7) 0.0223(7) 0.0020(5) 0.0047(5) 0.0021(5) C2B 0.0180(6) 0.0295(7) 0.0235(7) 0.0009(6) 0.0010(5) -0.0003(5) C3B 0.0175(6) 0.0178(6) 0.0172(6) 0.0010(5) 0.0009(5) -0.0017(5) C4B 0.0206(6) 0.0140(6) 0.0181(6) 0.0024(5) 0.0026(5) -0.0019(5) C5B 0.0216(6) 0.0179(6) 0.0162(6) 0.0040(5) 0.0034(5) 0.0008(5) C6B 0.0279(7) 0.0195(6) 0.0180(6) 0.0043(5) -0.0001(5) 0.0030(5) C7B 0.0217(6) 0.0202(6) 0.0163(6) 0.0053(5) -0.0019(5) -0.0001(5) C8B 0.0195(6) 0.0195(6) 0.0154(6) 0.0034(5) -0.0014(5) -0.0015(5) C9B 0.0182(6) 0.0294(7) 0.0156(6) 0.0042(5) 0.0009(5) -0.0019(5) C10B 0.0188(6) 0.0268(7) 0.0172(6) 0.0048(5) 0.0005(5) 0.0044(5) C11B 0.0302(8) 0.0314(8) 0.0317(8) -0.0001(6) 0.0049(6) 0.0112(6) C12B 0.0264(7) 0.0325(8) 0.0341(8) 0.0073(6) 0.0114(6) -0.0024(6) C13B 0.0342(8) 0.0249(7) 0.0167(6) 0.0035(5) 0.0038(6) -0.0001(6) C14B 0.0370(8) 0.0238(7) 0.0267(7) 0.0040(6) 0.0027(6) 0.0063(6) C15B 0.0211(7) 0.0261(7) 0.0192(6) 0.0043(5) -0.0011(5) -0.0028(5) C16B 0.0253(8) 0.0337(9) 0.0443(9) 0.0048(7) 0.0038(7) 0.0059(6) C17B 0.0264(8) 0.0471(10) 0.0236(7) 0.0099(7) 0.0010(6) -0.0091(7) C18B 0.0281(8) 0.0399(9) 0.0260(7) 0.0051(6) -0.0050(6) -0.0083(7) _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 Si1A O5A 1.6511(10) . ? Si1A C14A 1.8563(14) . ? Si1A C13A 1.8732(15) . ? Si1A C15A 1.8851(14) . ? O1A C5A 1.4322(15) . ? O2A C6A 1.4294(16) . ? O3A C7A 1.3573(16) . ? O3A C4A 1.4560(15) . ? O4A C7A 1.2000(16) . ? O5A C10A 1.4333(15) . ? C1A C11A 1.5207(19) . ? C1A C12A 1.5294(18) . ? C1A C2A 1.5562(18) . ? C1A C4A 1.5667(17) . ? C2A C3A 1.5543(18) . ? C3A C8A 1.5250(17) . ? C3A C4A 1.5518(17) . ? C4A C5A 1.5118(18) . ? C5A C6A 1.5185(17) . ? C7A C8A 1.5144(18) . ? C8A C9A 1.5374(19) . ? C9A C10A 1.5127(19) . ? C15A C16A 1.533(2) . ? C15A C18A 1.535(2) . ? C15A C17A 1.537(2) . ? Si1B O5B 1.6565(10) . ? Si1B C13B 1.8642(14) . ? Si1B C14B 1.8647(15) . ? Si1B C15B 1.8886(14) . ? O1B C5B 1.4219(16) . ? O2B C6B 1.4284(16) . ? O3B C7B 1.3487(15) . ? O3B C4B 1.4662(15) . ? O4B C7B 1.2130(16) . ? O5B C10B 1.4288(15) . ? C1B C11B 1.517(2) . ? C1B C12B 1.529(2) . ? C1B C2B 1.5586(19) . ? C1B C4B 1.5645(18) . ? C2B C3B 1.5520(18) . ? C3B C8B 1.5224(17) . ? C3B C4B 1.5454(17) . ? C4B C5B 1.5231(18) . ? C5B C6B 1.5223(18) . ? C7B C8B 1.5146(18) . ? C8B C9B 1.5347(19) . ? C9B C10B 1.5188(18) . ? C15B C16B 1.532(2) . ? C15B C17B 1.5342(19) . ? C15B C18B 1.5390(19) . ? 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 O5A Si1A C14A 110.01(6) . . ? O5A Si1A C13A 109.27(6) . . ? C14A Si1A C13A 109.02(7) . . ? O5A Si1A C15A 104.36(6) . . ? C14A Si1A C15A 112.48(6) . . ? C13A Si1A C15A 111.59(7) . . ? C7A O3A C4A 111.89(10) . . ? C10A O5A Si1A 122.11(8) . . ? C11A C1A C12A 110.63(11) . . ? C11A C1A C2A 116.35(12) . . ? C12A C1A C2A 111.31(11) . . ? C11A C1A C4A 116.44(11) . . ? C12A C1A C4A 112.63(11) . . ? C2A C1A C4A 87.79(9) . . ? C3A C2A C1A 90.83(9) . . ? C8A C3A C4A 106.02(10) . . ? C8A C3A C2A 115.91(11) . . ? C4A C3A C2A 88.39(9) . . ? O3A C4A C5A 108.19(10) . . ? O3A C4A C3A 104.51(9) . . ? C5A C4A C3A 120.04(11) . . ? O3A C4A C1A 110.57(10) . . ? C5A C4A C1A 121.17(10) . . ? C3A C4A C1A 90.53(9) . . ? O1A C5A C4A 109.22(10) . . ? O1A C5A C6A 108.48(10) . . ? C4A C5A C6A 112.86(11) . . ? O2A C6A C5A 110.81(11) . . ? O4A C7A O3A 120.70(12) . . ? O4A C7A C8A 127.73(12) . . ? O3A C7A C8A 111.56(11) . . ? C7A C8A C3A 102.73(10) . . ? C7A C8A C9A 108.83(11) . . ? C3A C8A C9A 116.67(11) . . ? C10A C9A C8A 113.13(11) . . ? O5A C10A C9A 109.37(11) . . ? C16A C15A C18A 109.53(13) . . ? C16A C15A C17A 108.40(13) . . ? C18A C15A C17A 109.07(13) . . ? C16A C15A Si1A 110.23(10) . . ? C18A C15A Si1A 109.97(10) . . ? C17A C15A Si1A 109.61(10) . . ? O5B Si1B C13B 105.75(6) . . ? O5B Si1B C14B 110.35(6) . . ? C13B Si1B C14B 111.32(7) . . ? O5B Si1B C15B 108.50(6) . . ? C13B Si1B C15B 110.05(7) . . ? C14B Si1B C15B 110.73(7) . . ? C7B O3B C4B 111.25(10) . . ? C10B O5B Si1B 126.38(8) . . ? C11B C1B C12B 111.07(12) . . ? C11B C1B C2B 116.40(12) . . ? C12B C1B C2B 110.35(12) . . ? C11B C1B C4B 117.40(12) . . ? C12B C1B C4B 111.93(11) . . ? C2B C1B C4B 87.76(9) . . ? C3B C2B C1B 90.24(10) . . ? C8B C3B C4B 106.69(10) . . ? C8B C3B C2B 116.76(11) . . ? C4B C3B C2B 88.68(10) . . ? O3B C4B C5B 107.09(10) . . ? O3B C4B C3B 103.71(10) . . ? C5B C4B C3B 120.52(11) . . ? O3B C4B C1B 111.35(10) . . ? C5B C4B C1B 122.07(11) . . ? C3B C4B C1B 90.26(10) . . ? O1B C5B C6B 110.07(11) . . ? O1B C5B C4B 108.67(10) . . ? C6B C5B C4B 111.13(11) . . ? O2B C6B C5B 109.64(11) . . ? O4B C7B O3B 120.49(12) . . ? O4B C7B C8B 127.40(12) . . ? O3B C7B C8B 112.10(10) . . ? C7B C8B C3B 102.68(10) . . ? C7B C8B C9B 111.94(11) . . ? C3B C8B C9B 116.13(11) . . ? C10B C9B C8B 112.34(11) . . ? O5B C10B C9B 109.63(11) . . ? C16B C15B C17B 108.50(13) . . ? C16B C15B C18B 109.18(12) . . ? C17B C15B C18B 109.15(12) . . ? C16B C15B Si1B 109.63(10) . . ? C17B C15B Si1B 109.36(10) . . ? C18B C15B Si1B 110.97(10) . . ? 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 C14A Si1A O5A C10A 51.50(11) . . . . ? C13A Si1A O5A C10A -68.15(11) . . . . ? C15A Si1A O5A C10A 172.39(10) . . . . ? C11A C1A C2A C3A -130.35(12) . . . . ? C12A C1A C2A C3A 101.68(11) . . . . ? C4A C1A C2A C3A -11.79(9) . . . . ? C1A C2A C3A C8A 118.96(11) . . . . ? C1A C2A C3A C4A 11.90(9) . . . . ? C7A O3A C4A C5A -119.54(11) . . . . ? C7A O3A C4A C3A 9.46(13) . . . . ? C7A O3A C4A C1A 105.62(12) . . . . ? C8A C3A C4A O3A -16.92(13) . . . . ? C2A C3A C4A O3A 99.61(10) . . . . ? C8A C3A C4A C5A 104.55(13) . . . . ? C2A C3A C4A C5A -138.92(12) . . . . ? C8A C3A C4A C1A -128.35(10) . . . . ? C2A C3A C4A C1A -11.82(9) . . . . ? C11A C1A C4A O3A 24.56(15) . . . . ? C12A C1A C4A O3A 153.88(11) . . . . ? C2A C1A C4A O3A -93.92(11) . . . . ? C11A C1A C4A C5A -103.51(14) . . . . ? C12A C1A C4A C5A 25.81(16) . . . . ? C2A C1A C4A C5A 138.01(12) . . . . ? C11A C1A C4A C3A 130.29(12) . . . . ? C12A C1A C4A C3A -100.39(12) . . . . ? C2A C1A C4A C3A 11.81(10) . . . . ? O3A C4A C5A O1A 63.03(12) . . . . ? C3A C4A C5A O1A -56.61(14) . . . . ? C1A C4A C5A O1A -167.85(10) . . . . ? O3A C4A C5A C6A -57.71(13) . . . . ? C3A C4A C5A C6A -177.35(11) . . . . ? C1A C4A C5A C6A 71.41(15) . . . . ? O1A C5A C6A O2A 61.22(14) . . . . ? C4A C5A C6A O2A -177.61(11) . . . . ? C4A O3A C7A O4A -179.10(13) . . . . ? C4A O3A C7A C8A 2.01(15) . . . . ? O4A C7A C8A C3A 168.54(15) . . . . ? O3A C7A C8A C3A -12.66(14) . . . . ? O4A C7A C8A C9A -67.18(19) . . . . ? O3A C7A C8A C9A 111.62(12) . . . . ? C4A C3A C8A C7A 17.55(13) . . . . ? C2A C3A C8A C7A -78.59(13) . . . . ? C4A C3A C8A C9A -101.38(12) . . . . ? C2A C3A C8A C9A 162.48(11) . . . . ? C7A C8A C9A C10A 173.47(11) . . . . ? C3A C8A C9A C10A -70.95(14) . . . . ? Si1A O5A C10A C9A 137.68(9) . . . . ? C8A C9A C10A O5A -65.95(14) . . . . ? O5A Si1A C15A C16A 57.52(12) . . . . ? C14A Si1A C15A C16A 176.74(11) . . . . ? C13A Si1A C15A C16A -60.36(12) . . . . ? O5A Si1A C15A C18A 178.39(11) . . . . ? C14A Si1A C15A C18A -62.39(13) . . . . ? C13A Si1A C15A C18A 60.51(13) . . . . ? O5A Si1A C15A C17A -61.71(11) . . . . ? C14A Si1A C15A C17A 57.51(12) . . . . ? C13A Si1A C15A C17A -179.59(10) . . . . ? C13B Si1B O5B C10B 143.52(10) . . . . ? C14B Si1B O5B C10B 23.03(12) . . . . ? C15B Si1B O5B C10B -98.45(11) . . . . ? C11B C1B C2B C3B -132.76(12) . . . . ? C12B C1B C2B C3B 99.48(12) . . . . ? C4B C1B C2B C3B -13.10(10) . . . . ? C1B C2B C3B C8B 121.32(12) . . . . ? C1B C2B C3B C4B 13.26(10) . . . . ? C7B O3B C4B C5B -110.85(11) . . . . ? C7B O3B C4B C3B 17.60(13) . . . . ? C7B O3B C4B C1B 113.37(12) . . . . ? C8B C3B C4B O3B -18.73(13) . . . . ? C2B C3B C4B O3B 98.87(10) . . . . ? C8B C3B C4B C5B 100.94(13) . . . . ? C2B C3B C4B C5B -141.46(12) . . . . ? C8B C3B C4B C1B -130.81(11) . . . . ? C2B C3B C4B C1B -13.21(10) . . . . ? C11B C1B C4B O3B 27.06(16) . . . . ? C12B C1B C4B O3B 157.25(11) . . . . ? C2B C1B C4B O3B -91.69(11) . . . . ? C11B C1B C4B C5B -101.06(15) . . . . ? C12B C1B C4B C5B 29.12(17) . . . . ? C2B C1B C4B C5B 140.19(12) . . . . ? C11B C1B C4B C3B 131.91(12) . . . . ? C12B C1B C4B C3B -97.90(12) . . . . ? C2B C1B C4B C3B 13.16(10) . . . . ? O3B C4B C5B O1B 64.84(12) . . . . ? C3B C4B C5B O1B -53.13(15) . . . . ? C1B C4B C5B O1B -165.20(11) . . . . ? O3B C4B C5B C6B -56.42(13) . . . . ? C3B C4B C5B C6B -174.40(11) . . . . ? C1B C4B C5B C6B 73.54(15) . . . . ? O1B C5B C6B O2B 69.72(13) . . . . ? C4B C5B C6B O2B -169.84(10) . . . . ? C4B O3B C7B O4B 171.68(12) . . . . ? C4B O3B C7B C8B -9.65(14) . . . . ? O4B C7B C8B C3B 175.69(13) . . . . ? O3B C7B C8B C3B -2.88(14) . . . . ? O4B C7B C8B C9B -59.05(18) . . . . ? O3B C7B C8B C9B 122.39(12) . . . . ? C4B C3B C8B C7B 13.34(13) . . . . ? C2B C3B C8B C7B -83.79(13) . . . . ? C4B C3B C8B C9B -109.14(12) . . . . ? C2B C3B C8B C9B 153.73(11) . . . . ? C7B C8B C9B C10B 173.24(11) . . . . ? C3B C8B C9B C10B -69.29(14) . . . . ? Si1B O5B C10B C9B 166.79(8) . . . . ? C8B C9B C10B O5B -61.05(14) . . . . ? O5B Si1B C15B C16B -58.91(11) . . . . ? C13B Si1B C15B C16B 56.36(12) . . . . ? C14B Si1B C15B C16B 179.85(10) . . . . ? O5B Si1B C15B C17B 59.94(11) . . . . ? C13B Si1B C15B C17B 175.20(10) . . . . ? C14B Si1B C15B C17B -61.31(12) . . . . ? O5B Si1B C15B C18B -179.59(9) . . . . ? C13B Si1B C15B C18B -64.33(12) . . . . ? C14B Si1B C15B C18B 59.17(12) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1A H1A O2B 0.841(19) 1.858(19) 2.6918(14) 170.7(17) 2_575 O2A H2A O1A 0.840(19) 1.953(19) 2.7649(14) 162.5(18) 2_575 O1B H1B O2A 0.945(19) 1.89(2) 2.8166(15) 167.5(16) 2_575 O2B H2B O4B 0.800(19) 1.995(19) 2.7938(14) 175.8(19) 2_565 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.53 _refine_diff_density_min -0.24 _refine_diff_density_rms 0.043