# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1486 data_8b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H41 N3 O6 Si' _chemical_formula_sum 'C27 H41 N3 O6 Si' _chemical_formula_weight 531.72 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' 'N' 'N' 0.0061 0.0033 '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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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' _cell_length_a 10.1464(12) _cell_length_b 13.2964(18) _cell_length_c 22.618(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3051.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 33 _cell_measurement_theta_min 5.35 _cell_measurement_theta_max 12.56 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.37 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.157 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.118 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(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 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 3845 _diffrn_reflns_av_R_equivalents 0.0130 _diffrn_reflns_av_sigmaI/netI 0.0595 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3639 _reflns_number_gt 1987 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '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^)+(0.0454P)^2^+0.2254P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(2) _refine_ls_number_reflns 3639 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1218 _refine_ls_R_factor_gt 0.0521 _refine_ls_wR_factor_ref 0.1141 _refine_ls_wR_factor_gt 0.0919 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 Si1 Si 0.66887(15) 1.21027(10) 0.85236(7) 0.0705(5) Uani 1 1 d . . . O1 O 0.9255(4) 0.8430(3) 0.71217(15) 0.0946(13) Uani 1 1 d . . . O2 O 1.0975(3) 0.8559(3) 0.84967(17) 0.0885(12) Uani 1 1 d . . . O3 O 0.7379(4) 0.7465(2) 0.82011(16) 0.0780(11) Uani 1 1 d . . . O4 O 0.8233(4) 0.6769(2) 0.92730(15) 0.0784(10) Uani 1 1 d . . . O5 O 0.7015(3) 1.0964(2) 0.87845(12) 0.0608(9) Uani 1 1 d . . . O6 O 0.7950(6) 0.8271(4) 0.96709(17) 0.1200(18) Uani 1 1 d . . . N1 N 0.6171(4) 1.0205(3) 0.75991(19) 0.0627(11) Uani 1 1 d . . . N2 N 0.8035(4) 0.9235(3) 0.78198(16) 0.0519(10) Uani 1 1 d . . . N3 N 0.8834(4) 0.8761(3) 0.82421(15) 0.0513(10) Uani 1 1 d . . . C1 C 0.6632(5) 0.9967(3) 0.8637(2) 0.0552(13) Uani 1 1 d . . . H1B H 0.7168 0.9500 0.8870 0.066 Uiso 1 1 calc R . . C2 C 0.6929(5) 0.9786(3) 0.7984(2) 0.0496(12) Uani 1 1 d . . . C3 C 0.5171(5) 0.9762(4) 0.8776(2) 0.0720(15) Uani 1 1 d . . . H3A H 0.4625 1.0219 0.8540 0.086 Uiso 1 1 calc R . . C4 C 0.8332(6) 0.8985(4) 0.7229(2) 0.0635(13) Uani 1 1 d . . . C5 C 0.7508(5) 0.9490(4) 0.6802(2) 0.0584(13) Uani 1 1 d . . . C6 C 0.7741(6) 0.9389(4) 0.6191(2) 0.0810(17) Uani 1 1 d . . . H6A H 0.8407 0.8967 0.6056 0.097 Uiso 1 1 calc R . . C7 C 0.6988(8) 0.9912(5) 0.5799(3) 0.103(2) Uani 1 1 d . . . H7A H 0.7131 0.9841 0.5395 0.124 Uiso 1 1 calc R . . C8 C 0.6016(9) 1.0544(5) 0.6002(4) 0.115(3) Uani 1 1 d . . . H8A H 0.5537 1.0918 0.5729 0.137 Uiso 1 1 calc R . . C9 C 0.5723(7) 1.0645(4) 0.6591(3) 0.098(2) Uani 1 1 d . . . H9A H 0.5045 1.1063 0.6717 0.118 Uiso 1 1 calc R . . C10 C 0.6485(6) 1.0093(4) 0.6996(2) 0.0638(14) Uani 1 1 d . . . C11 C 0.4929(6) 0.9972(4) 0.9428(3) 0.106(2) Uani 1 1 d . . . H11A H 0.5165 1.0655 0.9515 0.160 Uiso 1 1 calc R . . H11B H 0.5456 0.9525 0.9663 0.160 Uiso 1 1 calc R . . H11C H 0.4014 0.9868 0.9517 0.160 Uiso 1 1 calc R . . C12 C 0.4799(5) 0.8674(3) 0.8625(3) 0.0903(18) Uani 1 1 d . . . H12A H 0.4956 0.8554 0.8212 0.136 Uiso 1 1 calc R . . H12B H 0.3883 0.8567 0.8711 0.136 Uiso 1 1 calc R . . H12C H 0.5324 0.8221 0.8857 0.136 Uiso 1 1 calc R . . C13 C 0.4904(6) 1.2301(4) 0.8354(3) 0.120(2) Uani 1 1 d . . . H13A H 0.4390 1.2174 0.8702 0.181 Uiso 1 1 calc R . . H13B H 0.4639 1.1848 0.8045 0.181 Uiso 1 1 calc R . . H13C H 0.4769 1.2982 0.8227 0.181 Uiso 1 1 calc R . . C14 C 0.7666(6) 1.2356(4) 0.7838(2) 0.0906(18) Uani 1 1 d . . . H14A H 0.8586 1.2257 0.7919 0.136 Uiso 1 1 calc R . . H14B H 0.7522 1.3037 0.7713 0.136 Uiso 1 1 calc R . . H14C H 0.7392 1.1904 0.7531 0.136 Uiso 1 1 calc R . . C15 C 0.7245(6) 1.2952(4) 0.9141(3) 0.0861(17) Uani 1 1 d . . . C16 C 0.6422(9) 1.2824(7) 0.9680(3) 0.203(5) Uani 1 1 d . . . H16A H 0.5513 1.2933 0.9582 0.305 Uiso 1 1 calc R . . H16B H 0.6691 1.3303 0.9974 0.305 Uiso 1 1 calc R . . H16C H 0.6533 1.2155 0.9831 0.305 Uiso 1 1 calc R . . C17 C 0.8669(8) 1.2784(6) 0.9293(3) 0.151(3) Uani 1 1 d . . . H17A H 0.9198 1.2867 0.8944 0.226 Uiso 1 1 calc R . . H17B H 0.8781 1.2115 0.9444 0.226 Uiso 1 1 calc R . . H17C H 0.8938 1.3262 0.9587 0.226 Uiso 1 1 calc R . . C18 C 0.7189(9) 1.4049(4) 0.8924(4) 0.172(4) Uani 1 1 d . . . H18A H 0.7723 1.4120 0.8576 0.257 Uiso 1 1 calc R . . H18B H 0.7515 1.4486 0.9228 0.257 Uiso 1 1 calc R . . H18C H 0.6294 1.4224 0.8833 0.257 Uiso 1 1 calc R . . C19 C 1.0145(5) 0.9114(4) 0.8307(2) 0.0649(14) Uani 1 1 d . . . C20 C 1.0435(6) 1.0208(4) 0.8158(3) 0.0823(18) Uani 1 1 d . . . H20A H 0.9673 1.0515 0.7963 0.099 Uiso 1 1 calc R . . C21 C 1.0725(8) 1.0740(5) 0.8726(3) 0.145(3) Uani 1 1 d . . . H21A H 0.9966 1.0709 0.8978 0.218 Uiso 1 1 calc R . . H21B H 1.0936 1.1430 0.8645 0.218 Uiso 1 1 calc R . . H21C H 1.1459 1.0422 0.8918 0.218 Uiso 1 1 calc R . . C22 C 1.1629(8) 1.0257(5) 0.7761(3) 0.132(3) Uani 1 1 d . . . H22A H 1.1443 0.9914 0.7397 0.197 Uiso 1 1 calc R . . H22B H 1.2363 0.9941 0.7953 0.197 Uiso 1 1 calc R . . H22C H 1.1839 1.0947 0.7679 0.197 Uiso 1 1 calc R . . C23 C 0.8366(6) 0.7789(4) 0.8406(2) 0.0587(13) Uani 1 1 d . . . C24 C 0.9160(5) 0.7226(4) 0.88814(19) 0.0593(13) Uani 1 1 d . . . H24A H 0.9737 0.7690 0.9097 0.071 Uiso 1 1 calc R . . C25 C 0.9952(7) 0.6371(4) 0.8614(2) 0.109(2) Uani 1 1 d . . . H25A H 1.0435 0.6034 0.8921 0.163 Uiso 1 1 calc R . . H25B H 1.0556 0.6636 0.8327 0.163 Uiso 1 1 calc R . . H25C H 0.9365 0.5904 0.8426 0.163 Uiso 1 1 calc R . . C26 C 0.7692(7) 0.7385(7) 0.9669(3) 0.0874(19) Uani 1 1 d . . . C27 C 0.6788(6) 0.6859(6) 1.0080(2) 0.136(3) Uani 1 1 d . . . H27A H 0.6757 0.6158 0.9981 0.204 Uiso 1 1 calc R . . H27B H 0.5921 0.7143 1.0047 0.204 Uiso 1 1 calc R . . H27C H 0.7100 0.6938 1.0478 0.204 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 0.0628(9) 0.0526(8) 0.0961(11) 0.0019(8) 0.0009(10) 0.0033(9) O1 0.085(3) 0.134(3) 0.066(2) -0.010(2) 0.009(2) 0.042(3) O2 0.049(2) 0.099(3) 0.118(3) 0.040(2) -0.016(2) 0.011(2) O3 0.068(2) 0.066(2) 0.099(3) 0.006(2) -0.021(2) -0.004(2) O4 0.092(3) 0.076(2) 0.067(2) 0.008(2) 0.009(2) -0.003(2) O5 0.057(2) 0.0501(17) 0.075(2) -0.0036(16) 0.0024(18) 0.0032(18) O6 0.164(5) 0.116(3) 0.080(3) -0.015(3) 0.019(3) 0.031(4) N1 0.053(3) 0.057(2) 0.078(3) 0.011(2) -0.018(3) 0.009(2) N2 0.049(3) 0.059(2) 0.049(2) 0.002(2) -0.005(2) 0.010(2) N3 0.045(2) 0.058(3) 0.051(2) 0.002(2) -0.008(2) 0.010(2) C1 0.051(3) 0.046(3) 0.068(3) 0.004(2) 0.006(3) 0.008(3) C2 0.048(3) 0.039(2) 0.062(3) 0.000(2) -0.003(3) 0.004(3) C3 0.055(3) 0.066(3) 0.095(4) -0.001(3) 0.010(3) -0.001(3) C4 0.061(3) 0.071(3) 0.059(3) -0.001(3) 0.000(3) -0.003(3) C5 0.059(3) 0.059(3) 0.056(3) 0.005(3) -0.018(3) -0.016(3) C6 0.091(5) 0.090(4) 0.062(4) 0.012(3) -0.011(4) -0.031(4) C7 0.124(7) 0.109(5) 0.077(5) 0.027(4) -0.024(5) -0.039(5) C8 0.137(7) 0.114(6) 0.092(6) 0.039(5) -0.057(6) -0.019(6) C9 0.101(5) 0.099(5) 0.096(5) 0.028(4) -0.042(5) 0.003(4) C10 0.066(4) 0.057(3) 0.069(4) 0.015(3) -0.023(3) -0.015(3) C11 0.091(5) 0.106(5) 0.122(5) -0.020(4) 0.050(4) -0.008(4) C12 0.069(4) 0.071(4) 0.131(5) 0.004(4) 0.006(4) -0.015(3) C13 0.078(4) 0.080(4) 0.203(7) 0.005(5) -0.018(5) 0.025(4) C14 0.106(5) 0.071(3) 0.095(4) 0.011(3) -0.009(4) -0.021(4) C15 0.087(4) 0.061(3) 0.111(4) -0.021(3) 0.008(4) -0.003(4) C16 0.252(10) 0.202(9) 0.156(7) -0.107(7) 0.115(8) -0.090(9) C17 0.142(7) 0.155(7) 0.154(7) -0.087(6) -0.044(6) 0.005(6) C18 0.237(10) 0.057(4) 0.222(8) -0.026(5) -0.036(9) -0.004(6) C19 0.049(3) 0.077(4) 0.068(3) 0.011(3) -0.017(3) 0.004(3) C20 0.060(4) 0.064(4) 0.123(5) 0.000(4) -0.022(4) 0.005(3) C21 0.158(7) 0.123(6) 0.155(6) -0.059(5) 0.019(6) -0.013(6) C22 0.164(8) 0.100(5) 0.131(6) 0.022(4) 0.034(6) -0.028(5) C23 0.064(3) 0.052(3) 0.061(3) -0.001(3) 0.003(3) 0.013(3) C24 0.067(3) 0.058(3) 0.053(3) 0.007(3) 0.005(3) 0.014(3) C25 0.130(5) 0.101(5) 0.094(4) 0.010(4) 0.002(4) 0.067(4) C26 0.083(4) 0.121(6) 0.058(4) 0.015(4) -0.002(4) 0.017(5) C27 0.090(5) 0.232(8) 0.085(4) 0.052(5) 0.030(4) 0.013(6) _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 O5 1.658(3) . ? Si1 C13 1.869(6) . ? Si1 C14 1.871(5) . ? Si1 C15 1.883(6) . ? O1 C4 1.217(6) . ? O2 C19 1.199(5) . ? O3 C23 1.184(6) . ? O4 C26 1.332(7) . ? O4 C24 1.428(5) . ? O5 C1 1.422(5) . ? O6 C26 1.206(7) . ? N1 C2 1.289(5) . ? N1 C10 1.409(6) . ? N2 C2 1.390(5) . ? N2 N3 1.403(4) . ? N2 C4 1.409(6) . ? N3 C19 1.418(6) . ? N3 C23 1.426(6) . ? C1 C2 1.525(6) . ? C1 C3 1.539(7) . ? C3 C11 1.520(7) . ? C3 C12 1.534(6) . ? C4 C5 1.443(7) . ? C5 C10 1.383(6) . ? C5 C6 1.408(6) . ? C6 C7 1.361(8) . ? C7 C8 1.375(9) . ? C8 C9 1.371(9) . ? C9 C10 1.406(7) . ? C15 C16 1.487(8) . ? C15 C17 1.502(9) . ? C15 C18 1.539(8) . ? C19 C20 1.522(7) . ? C20 C21 1.494(8) . ? C20 C22 1.510(8) . ? C23 C24 1.538(6) . ? C24 C25 1.517(6) . ? C26 C27 1.481(8) . ? 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 O5 Si1 C13 113.3(2) . . ? O5 Si1 C14 110.7(2) . . ? C13 Si1 C14 108.5(3) . . ? O5 Si1 C15 103.0(2) . . ? C13 Si1 C15 111.0(3) . . ? C14 Si1 C15 110.3(3) . . ? C26 O4 C24 115.3(4) . . ? C1 O5 Si1 135.5(3) . . ? C2 N1 C10 118.3(4) . . ? C2 N2 N3 121.4(3) . . ? C2 N2 C4 123.4(4) . . ? N3 N2 C4 114.6(4) . . ? N2 N3 C19 117.6(4) . . ? N2 N3 C23 113.1(4) . . ? C19 N3 C23 125.8(4) . . ? O5 C1 C2 108.7(4) . . ? O5 C1 C3 112.3(4) . . ? C2 C1 C3 111.2(4) . . ? N1 C2 N2 121.9(4) . . ? N1 C2 C1 117.9(4) . . ? N2 C2 C1 120.1(4) . . ? C11 C3 C12 110.4(5) . . ? C11 C3 C1 108.8(5) . . ? C12 C3 C1 111.0(4) . . ? O1 C4 N2 119.8(5) . . ? O1 C4 C5 126.4(5) . . ? N2 C4 C5 113.7(5) . . ? C10 C5 C6 119.5(5) . . ? C10 C5 C4 119.4(5) . . ? C6 C5 C4 121.1(6) . . ? C7 C6 C5 119.8(6) . . ? C6 C7 C8 119.8(7) . . ? C9 C8 C7 122.7(7) . . ? C8 C9 C10 117.6(7) . . ? C5 C10 C9 120.6(6) . . ? C5 C10 N1 122.6(5) . . ? C9 C10 N1 116.9(6) . . ? C16 C15 C17 109.6(7) . . ? C16 C15 C18 110.4(6) . . ? C17 C15 C18 104.5(6) . . ? C16 C15 Si1 111.8(4) . . ? C17 C15 Si1 111.6(4) . . ? C18 C15 Si1 108.7(5) . . ? O2 C19 N3 119.5(5) . . ? O2 C19 C20 122.1(5) . . ? N3 C19 C20 118.4(5) . . ? C21 C20 C22 109.5(5) . . ? C21 C20 C19 107.5(5) . . ? C22 C20 C19 109.1(5) . . ? O3 C23 N3 120.6(5) . . ? O3 C23 C24 122.6(5) . . ? N3 C23 C24 116.6(5) . . ? O4 C24 C25 106.1(4) . . ? O4 C24 C23 107.2(4) . . ? C25 C24 C23 111.3(4) . . ? O6 C26 O4 120.9(6) . . ? O6 C26 C27 126.3(8) . . ? O4 C26 C27 112.8(7) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.184 _refine_diff_density_min -0.169 _refine_diff_density_rms 0.034 data_8c _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H41 N3 O6 Si' _chemical_formula_weight 531.72 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' 'N' 'N' 0.0061 0.0033 '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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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' _cell_length_a 9.391(2) _cell_length_b 13.554(6) _cell_length_c 23.908(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3043(2) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 38 _cell_measurement_theta_min 5.48 _cell_measurement_theta_max 9.31 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.161 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.118 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 1000 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 3756 _diffrn_reflns_av_R_equivalents 0.0351 _diffrn_reflns_av_sigmaI/netI 0.1498 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 26.03 _reflns_number_total 3592 _reflns_number_gt 1689 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '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^)+(0.1008P)^2^+12.9755P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.7(8) _refine_ls_number_reflns 3592 _refine_ls_number_parameters 269 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2201 _refine_ls_R_factor_gt 0.1020 _refine_ls_wR_factor_ref 0.3095 _refine_ls_wR_factor_gt 0.2351 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.000 _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 0.4896(4) 0.2051(2) 0.80154(14) 0.0404(8) Uani 1 1 d . . . O1 O -0.0032(11) -0.1412(6) 0.8285(4) 0.060(3) Uani 1 1 d . . . O2 O 0.3831(9) 0.1988(6) 0.8577(3) 0.042(2) Uani 1 1 d . . . O3 O 0.0765(10) -0.1464(7) 0.9756(4) 0.066(3) Uani 1 1 d . . . O4 O 0.3536(9) -0.1132(7) 0.8490(3) 0.049(2) Uani 1 1 d . . . O5 O 0.4843(10) -0.2182(6) 0.9260(3) 0.049(2) Uani 1 1 d . . . O6 O 0.3540(11) -0.3452(8) 0.8938(5) 0.076(3) Uani 1 1 d . . . N1 N 0.1715(10) 0.1269(7) 0.7947(4) 0.041(2) Uiso 1 1 d . . . N2 N 0.1679(10) -0.0586(7) 0.9017(4) 0.035(2) Uiso 1 1 d . . . N3 N 0.1301(9) -0.0065(7) 0.8541(4) 0.032(2) Uiso 1 1 d . . . C1 C 0.3016(13) 0.1245(10) 0.8814(5) 0.041(3) Uiso 1 1 d . . . H1B H 0.3644 0.0715 0.8945 0.050 Uiso 1 1 calc R . . C2 C 0.1959(11) 0.0824(8) 0.8389(5) 0.031(3) Uiso 1 1 d . . . C3 C 0.2254(15) 0.1701(11) 0.9313(6) 0.056(4) Uiso 1 1 d . . . H3A H 0.1573 0.1216 0.9457 0.068 Uiso 1 1 calc R . . C4 C 0.0421(13) -0.0598(9) 0.8155(5) 0.041(3) Uiso 1 1 d . . . C5 C 0.0121(13) -0.0067(9) 0.7649(5) 0.039(3) Uiso 1 1 d . . . C6 C -0.0815(14) -0.0457(11) 0.7244(5) 0.055(4) Uiso 1 1 d . . . H6B H -0.1233 -0.1071 0.7300 0.066 Uiso 1 1 calc R . . C7 C -0.1106(15) 0.0066(10) 0.6771(6) 0.055(4) Uiso 1 1 d . . . H7A H -0.1719 -0.0198 0.6505 0.066 Uiso 1 1 calc R . . C8 C -0.0497(14) 0.0993(10) 0.6679(6) 0.056(4) Uiso 1 1 d . . . H8A H -0.0729 0.1356 0.6362 0.067 Uiso 1 1 calc R . . C9 C 0.0464(12) 0.1365(9) 0.7072(5) 0.042(3) Uiso 1 1 d . . . H9A H 0.0924 0.1962 0.7005 0.051 Uiso 1 1 calc R . . C10 C 0.0731(13) 0.0857(9) 0.7552(5) 0.042(3) Uiso 1 1 d . . . C11 C 0.3326(19) 0.1933(12) 0.9778(5) 0.076(5) Uani 1 1 d . . . H11A H 0.3841 0.1344 0.9873 0.114 Uiso 1 1 calc R . . H11B H 0.2828 0.2171 1.0101 0.114 Uiso 1 1 calc R . . H11C H 0.3981 0.2427 0.9650 0.114 Uiso 1 1 calc R . . C12 C 0.1448(16) 0.2620(12) 0.9166(7) 0.080(5) Uani 1 1 d . . . H12A H 0.0984 0.2872 0.9494 0.120 Uiso 1 1 calc R . . H12B H 0.0748 0.2470 0.8886 0.120 Uiso 1 1 calc R . . H12C H 0.2097 0.3106 0.9023 0.120 Uiso 1 1 calc R . . C13 C 0.5104(16) 0.0818(9) 0.7691(5) 0.057(4) Uani 1 1 d . . . H13A H 0.4199 0.0597 0.7552 0.085 Uiso 1 1 calc R . . H13B H 0.5449 0.0360 0.7966 0.085 Uiso 1 1 calc R . . H13C H 0.5771 0.0859 0.7388 0.085 Uiso 1 1 calc R . . C14 C 0.4097(15) 0.2960(10) 0.7525(5) 0.053(4) Uani 1 1 d . . . H14A H 0.3214 0.2705 0.7383 0.080 Uiso 1 1 calc R . . H14B H 0.4740 0.3075 0.7219 0.080 Uiso 1 1 calc R . . H14C H 0.3925 0.3569 0.7718 0.080 Uiso 1 1 calc R . . C15 C 0.6601(13) 0.2522(10) 0.8296(6) 0.050(4) Uani 1 1 d . . . C16 C 0.7649(17) 0.2661(15) 0.7815(7) 0.094(6) Uani 1 1 d . . . H16A H 0.7752 0.2051 0.7615 0.142 Uiso 1 1 calc R . . H16B H 0.8557 0.2860 0.7961 0.142 Uiso 1 1 calc R . . H16C H 0.7298 0.3160 0.7566 0.142 Uiso 1 1 calc R . . C17 C 0.6418(17) 0.3499(12) 0.8608(7) 0.084(5) Uani 1 1 d . . . H17A H 0.5749 0.3414 0.8907 0.126 Uiso 1 1 calc R . . H17B H 0.6071 0.3993 0.8354 0.126 Uiso 1 1 calc R . . H17C H 0.7319 0.3704 0.8757 0.126 Uiso 1 1 calc R . . C18 C 0.7251(16) 0.1749(13) 0.8705(7) 0.085(6) Uani 1 1 d . . . H18A H 0.7368 0.1131 0.8514 0.127 Uiso 1 1 calc R . . H18B H 0.6626 0.1662 0.9018 0.127 Uiso 1 1 calc R . . H18C H 0.8161 0.1978 0.8834 0.127 Uiso 1 1 calc R . . C19 C 0.0569(13) -0.0820(10) 0.9415(6) 0.044(3) Uani 1 1 d . . . C20 C -0.0751(14) -0.0217(10) 0.9405(6) 0.052(4) Uani 1 1 d . . . H20A H -0.0677 0.0282 0.9109 0.062 Uiso 1 1 calc R . . C21 C -0.2055(14) -0.0859(13) 0.9299(9) 0.089(6) Uani 1 1 d . . . H21A H -0.2892 -0.0454 0.9294 0.134 Uiso 1 1 calc R . . H21B H -0.2137 -0.1342 0.9592 0.134 Uiso 1 1 calc R . . H21C H -0.1956 -0.1188 0.8946 0.134 Uiso 1 1 calc R . . C22 C -0.0917(18) 0.0295(11) 0.9971(6) 0.077(5) Uani 1 1 d . . . H22A H -0.1767 0.0688 0.9970 0.116 Uiso 1 1 calc R . . H22B H -0.0107 0.0711 1.0038 0.116 Uiso 1 1 calc R . . H22C H -0.0981 -0.0193 1.0261 0.116 Uiso 1 1 calc R . . C23 C 0.2999(14) -0.1175(9) 0.8943(5) 0.042(3) Uani 1 1 d . . . C24 C 0.3534(15) -0.1721(10) 0.9431(5) 0.048(4) Uani 1 1 d . . . H24A H 0.2840 -0.2213 0.9557 0.057 Uiso 1 1 calc R . . C25 C 0.3961(16) -0.1032(11) 0.9909(5) 0.062(4) Uani 1 1 d . . . H25A H 0.4310 -0.1415 1.0218 0.094 Uiso 1 1 calc R . . H25B H 0.3147 -0.0657 1.0027 0.094 Uiso 1 1 calc R . . H25C H 0.4694 -0.0591 0.9783 0.094 Uiso 1 1 calc R . . C26 C 0.4731(17) -0.3057(11) 0.9002(6) 0.059(4) Uani 1 1 d . . . C27 C 0.6105(15) -0.3496(12) 0.8859(6) 0.061(4) Uani 1 1 d . . . H27A H 0.5954 -0.4121 0.8680 0.092 Uiso 1 1 calc R . . H27B H 0.6654 -0.3590 0.9194 0.092 Uiso 1 1 calc R . . H27C H 0.6610 -0.3065 0.8610 0.092 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 0.049(2) 0.0326(16) 0.0395(17) 0.0030(18) 0.0064(18) -0.0012(19) O1 0.073(6) 0.028(4) 0.079(6) 0.004(5) -0.015(6) -0.018(6) O2 0.046(5) 0.034(4) 0.046(5) -0.004(5) 0.008(4) -0.012(4) O3 0.060(6) 0.053(6) 0.085(7) 0.040(6) 0.021(6) 0.016(5) O4 0.059(6) 0.050(5) 0.039(5) 0.007(5) 0.009(5) 0.015(5) O5 0.050(5) 0.041(5) 0.057(5) 0.007(5) 0.002(5) 0.019(5) O6 0.060(7) 0.054(7) 0.114(9) -0.015(7) -0.022(7) -0.009(6) C11 0.117(15) 0.077(11) 0.034(7) -0.005(9) -0.019(9) -0.024(12) C12 0.054(9) 0.101(13) 0.086(12) -0.049(11) 0.021(9) -0.005(10) C13 0.067(9) 0.053(8) 0.051(8) 0.001(7) 0.025(8) 0.006(9) C14 0.057(8) 0.058(8) 0.045(7) 0.015(8) 0.010(7) -0.015(8) C15 0.030(6) 0.055(8) 0.065(9) -0.002(8) 0.010(7) 0.002(7) C16 0.066(11) 0.129(17) 0.088(13) 0.021(13) 0.031(10) -0.023(12) C17 0.058(10) 0.085(12) 0.108(13) -0.028(11) 0.010(10) -0.035(10) C18 0.058(10) 0.087(13) 0.109(14) 0.009(12) -0.015(10) 0.022(10) C19 0.038(7) 0.038(7) 0.057(9) 0.007(8) -0.002(6) -0.003(6) C20 0.051(8) 0.051(9) 0.053(9) 0.005(8) 0.008(7) 0.021(7) C21 0.033(7) 0.086(13) 0.148(17) -0.023(13) 0.011(10) -0.021(9) C22 0.078(11) 0.062(10) 0.093(12) 0.020(10) 0.035(10) 0.014(10) C23 0.055(8) 0.029(7) 0.041(8) -0.001(7) 0.005(7) 0.013(6) C24 0.058(8) 0.042(8) 0.044(8) 0.005(7) 0.014(7) 0.013(7) C25 0.062(9) 0.078(11) 0.048(8) -0.002(9) -0.005(7) 0.022(9) C26 0.064(10) 0.056(9) 0.058(9) 0.002(8) 0.002(8) 0.021(9) C27 0.064(10) 0.065(10) 0.055(9) 0.006(9) -0.003(8) 0.013(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 1.677(8) . ? Si1 C15 1.849(13) . ? Si1 C13 1.851(12) . ? Si1 C14 1.860(13) . ? O1 C4 1.221(14) . ? O2 C1 1.386(14) . ? O3 C19 1.208(14) . ? O4 C23 1.196(13) . ? O5 C26 1.341(16) . ? O5 C24 1.438(15) . ? O6 C26 1.249(18) . ? N1 C2 1.239(13) . ? N1 C10 1.433(14) . ? N2 N3 1.386(12) . ? N2 C19 1.446(15) . ? N2 C23 1.485(15) . ? N3 C2 1.402(14) . ? N3 C4 1.434(14) . ? C1 C3 1.523(17) . ? C1 C2 1.530(15) . ? C3 C12 1.50(2) . ? C3 C11 1.532(18) . ? C4 C5 1.436(15) . ? C5 C10 1.397(16) . ? C5 C6 1.411(16) . ? C6 C7 1.363(17) . ? C7 C8 1.397(18) . ? C8 C9 1.398(16) . ? C9 C10 1.362(15) . ? C15 C16 1.525(18) . ? C15 C17 1.530(19) . ? C15 C18 1.557(19) . ? C19 C20 1.485(16) . ? C20 C21 1.523(19) . ? C20 C22 1.530(19) . ? C23 C24 1.470(17) . ? C24 C25 1.530(18) . ? C26 C27 1.462(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 O2 Si1 C15 104.1(5) . . ? O2 Si1 C13 110.6(5) . . ? C15 Si1 C13 111.8(7) . . ? O2 Si1 C14 107.3(5) . . ? C15 Si1 C14 110.4(6) . . ? C13 Si1 C14 112.1(6) . . ? C1 O2 Si1 133.9(8) . . ? C26 O5 C24 116.6(11) . . ? C2 N1 C10 119.4(10) . . ? N3 N2 C19 117.9(9) . . ? N3 N2 C23 112.9(9) . . ? C19 N2 C23 124.2(10) . . ? N2 N3 C2 122.6(9) . . ? N2 N3 C4 114.7(9) . . ? C2 N3 C4 121.4(9) . . ? O2 C1 C3 106.5(10) . . ? O2 C1 C2 111.0(10) . . ? C3 C1 C2 111.5(10) . . ? N1 C2 N3 123.9(10) . . ? N1 C2 C1 120.4(10) . . ? N3 C2 C1 115.7(10) . . ? C12 C3 C1 113.0(12) . . ? C12 C3 C11 109.4(12) . . ? C1 C3 C11 110.1(12) . . ? O1 C4 N3 119.5(11) . . ? O1 C4 C5 126.8(12) . . ? N3 C4 C5 113.7(10) . . ? C10 C5 C6 118.5(12) . . ? C10 C5 C4 120.6(12) . . ? C6 C5 C4 120.9(11) . . ? C7 C6 C5 120.0(13) . . ? C6 C7 C8 121.1(14) . . ? C9 C8 C7 118.9(13) . . ? C10 C9 C8 120.2(12) . . ? C9 C10 C5 121.2(12) . . ? C9 C10 N1 118.4(11) . . ? C5 C10 N1 120.3(11) . . ? C16 C15 C17 109.4(13) . . ? C16 C15 C18 107.7(12) . . ? C17 C15 C18 108.7(12) . . ? C16 C15 Si1 109.2(10) . . ? C17 C15 Si1 112.2(10) . . ? C18 C15 Si1 109.6(10) . . ? O3 C19 N2 119.5(11) . . ? O3 C19 C20 122.3(12) . . ? N2 C19 C20 118.0(11) . . ? C19 C20 C21 111.0(11) . . ? C19 C20 C22 108.7(12) . . ? C21 C20 C22 108.9(12) . . ? O4 C23 C24 126.8(12) . . ? O4 C23 N2 115.7(11) . . ? C24 C23 N2 117.5(11) . . ? O5 C24 C23 106.7(10) . . ? O5 C24 C25 104.7(11) . . ? C23 C24 C25 112.0(11) . . ? O6 C26 O5 120.4(14) . . ? O6 C26 C27 126.0(14) . . ? O5 C26 C27 113.5(14) . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 0.450 _refine_diff_density_min -0.658 _refine_diff_density_rms 0.089 #===END data_8d _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H41 N3 O6 Si' _chemical_formula_weight 531.72 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' 'N' 'N' 0.0061 0.0033 '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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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' _cell_length_a 12.152(9) _cell_length_b 13.170(7) _cell_length_c 18.293(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2928(3) _cell_formula_units_Z 4 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 48 _cell_measurement_theta_min 5.01 _cell_measurement_theta_max 12.43 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.206 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.123 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(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 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 3643 _diffrn_reflns_av_R_equivalents 0.0154 _diffrn_reflns_av_sigmaI/netI 0.0410 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 1 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3455 _reflns_number_gt 2809 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '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^)+(0.0443P)^2^+0.8324P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.1(2) _refine_ls_number_reflns 3455 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0630 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.0997 _refine_ls_wR_factor_gt 0.0909 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 Si1 Si 0.01016(8) 0.01342(7) 0.15278(5) 0.0347(2) Uani 1 1 d . . . O1 O -0.2402(2) 0.0840(2) -0.14029(13) 0.0480(7) Uani 1 1 d . . . O2 O 0.03148(17) -0.04884(16) 0.07474(11) 0.0308(5) Uani 1 1 d . . . O3 O -0.0370(2) 0.14861(18) -0.04132(13) 0.0429(7) Uani 1 1 d . . . O4 O 0.0141(2) -0.02922(17) -0.21585(11) 0.0399(6) Uani 1 1 d . . . O5 O -0.0484(2) -0.22374(19) -0.21547(13) 0.0456(7) Uani 1 1 d . . . O6 O 0.0805(2) -0.2187(2) -0.12790(15) 0.0502(7) Uani 1 1 d . . . N1 N -0.2205(2) -0.0602(2) 0.05638(14) 0.0326(7) Uani 1 1 d . . . N2 N -0.0522(2) -0.0014(2) -0.10079(13) 0.0290(6) Uani 1 1 d . . . N3 N -0.1478(2) -0.0156(2) -0.05850(13) 0.0283(6) Uani 1 1 d . . . C1 C -0.0338(3) -0.1151(2) 0.03102(17) 0.0303(8) Uani 1 1 d . . . H1B H 0.0067 -0.1276 -0.0144 0.036 Uiso 1 1 calc R . . C2 C -0.1409(3) -0.0617(2) 0.01084(17) 0.0282(8) Uani 1 1 d . . . C3 C -0.0547(3) -0.2184(3) 0.06723(19) 0.0388(9) Uani 1 1 d . . . H3A H -0.0965 -0.2074 0.1123 0.047 Uiso 1 1 calc R . . C4 C -0.2403(3) 0.0420(3) -0.08101(18) 0.0328(8) Uani 1 1 d . . . C5 C -0.3308(3) 0.0406(3) -0.02906(18) 0.0320(8) Uani 1 1 d . . . C6 C -0.4287(3) 0.0917(3) -0.0448(2) 0.0413(9) Uani 1 1 d . . . H6A H -0.4374 0.1249 -0.0893 0.050 Uiso 1 1 calc R . . C7 C -0.5120(3) 0.0927(3) 0.0059(2) 0.0519(10) Uani 1 1 d . . . H7A H -0.5778 0.1256 -0.0046 0.062 Uiso 1 1 calc R . . C8 C -0.4982(3) 0.0446(3) 0.0726(2) 0.0547(11) Uani 1 1 d . . . H8A H -0.5548 0.0464 0.1068 0.066 Uiso 1 1 calc R . . C9 C -0.4023(3) -0.0057(3) 0.0889(2) 0.0468(10) Uani 1 1 d . . . H9A H -0.3947 -0.0381 0.1338 0.056 Uiso 1 1 calc R . . C10 C -0.3156(3) -0.0084(3) 0.03819(18) 0.0330(8) Uani 1 1 d . . . C11 C 0.0545(3) -0.2676(3) 0.0869(2) 0.0532(11) Uani 1 1 d . . . H11A H 0.0412 -0.3316 0.1104 0.080 Uiso 1 1 calc R . . H11B H 0.0944 -0.2239 0.1195 0.080 Uiso 1 1 calc R . . H11C H 0.0968 -0.2783 0.0432 0.080 Uiso 1 1 calc R . . C12 C -0.1215(4) -0.2877(3) 0.0173(2) 0.0505(11) Uani 1 1 d . . . H12A H -0.1342 -0.3513 0.0414 0.076 Uiso 1 1 calc R . . H12B H -0.0815 -0.2992 -0.0272 0.076 Uiso 1 1 calc R . . H12C H -0.1907 -0.2561 0.0063 0.076 Uiso 1 1 calc R . . C13 C -0.0556(3) -0.0672(3) 0.22393(19) 0.0519(11) Uani 1 1 d . . . H13A H -0.1280 -0.0864 0.2081 0.078 Uiso 1 1 calc R . . H13B H -0.0607 -0.0298 0.2688 0.078 Uiso 1 1 calc R . . H13C H -0.0120 -0.1271 0.2315 0.078 Uiso 1 1 calc R . . C14 C -0.0729(3) 0.1295(3) 0.1380(2) 0.0479(10) Uani 1 1 d . . . H14A H -0.1458 0.1108 0.1227 0.072 Uiso 1 1 calc R . . H14B H -0.0391 0.1704 0.1009 0.072 Uiso 1 1 calc R . . H14C H -0.0771 0.1674 0.1828 0.072 Uiso 1 1 calc R . . C15 C 0.1527(3) 0.0514(3) 0.18321(19) 0.0419(9) Uani 1 1 d . . . C16 C 0.1459(4) 0.1058(4) 0.2573(2) 0.0655(13) Uani 1 1 d . . . H16A H 0.2184 0.1255 0.2726 0.098 Uiso 1 1 calc R . . H16B H 0.1146 0.0608 0.2930 0.098 Uiso 1 1 calc R . . H16C H 0.1005 0.1651 0.2528 0.098 Uiso 1 1 calc R . . C17 C 0.2259(3) -0.0436(3) 0.1913(3) 0.0642(13) Uani 1 1 d . . . H17A H 0.2983 -0.0236 0.2065 0.096 Uiso 1 1 calc R . . H17B H 0.2304 -0.0782 0.1452 0.096 Uiso 1 1 calc R . . H17C H 0.1946 -0.0882 0.2272 0.096 Uiso 1 1 calc R . . C18 C 0.2060(4) 0.1227(3) 0.1278(2) 0.0548(11) Uani 1 1 d . . . H18A H 0.2782 0.1411 0.1444 0.082 Uiso 1 1 calc R . . H18B H 0.1619 0.1827 0.1228 0.082 Uiso 1 1 calc R . . H18C H 0.2114 0.0891 0.0814 0.082 Uiso 1 1 calc R . . C19 C 0.0054(3) 0.0921(2) -0.08349(17) 0.0323(8) Uani 1 1 d . . . C20 C 0.1210(3) 0.1039(3) -0.1144(2) 0.0388(9) Uani 1 1 d . . . H20A H 0.1166 0.1010 -0.1679 0.047 Uiso 1 1 calc R . . C21 C 0.1939(3) 0.0181(3) -0.0884(2) 0.0442(10) Uani 1 1 d . . . H21A H 0.1637 -0.0456 -0.1043 0.066 Uiso 1 1 calc R . . H21B H 0.1979 0.0191 -0.0360 0.066 Uiso 1 1 calc R . . H21C H 0.2664 0.0263 -0.1085 0.066 Uiso 1 1 calc R . . C22 C 0.1669(4) 0.2077(3) -0.0925(2) 0.0554(12) Uani 1 1 d . . . H22A H 0.2398 0.2153 -0.1118 0.083 Uiso 1 1 calc R . . H22B H 0.1692 0.2126 -0.0401 0.083 Uiso 1 1 calc R . . H22C H 0.1204 0.2602 -0.1116 0.083 Uiso 1 1 calc R . . C23 C -0.0450(3) -0.0560(2) -0.16632(16) 0.0303(8) Uani 1 1 d . . . C24 C -0.1135(3) -0.1535(3) -0.17298(19) 0.0372(9) Uani 1 1 d . . . H24A H -0.1298 -0.1817 -0.1246 0.045 Uiso 1 1 calc R . . C25 C -0.2177(3) -0.1384(3) -0.2163(2) 0.0524(11) Uani 1 1 d . . . H25A H -0.2577 -0.2012 -0.2186 0.079 Uiso 1 1 calc R . . H25B H -0.1995 -0.1167 -0.2650 0.079 Uiso 1 1 calc R . . H25C H -0.2623 -0.0876 -0.1931 0.079 Uiso 1 1 calc R . . C26 C 0.0510(4) -0.2473(3) -0.1873(2) 0.0455(10) Uani 1 1 d . . . C27 C 0.1163(4) -0.3091(3) -0.2395(2) 0.0608(13) Uani 1 1 d . . . H27A H 0.1866 -0.3247 -0.2183 0.091 Uiso 1 1 calc R . . H27B H 0.1269 -0.2716 -0.2839 0.091 Uiso 1 1 calc R . . H27C H 0.0777 -0.3710 -0.2500 0.091 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 0.0322(5) 0.0413(5) 0.0306(4) 0.0003(4) 0.0015(4) 0.0039(5) O1 0.0449(15) 0.0630(18) 0.0361(13) 0.0189(13) 0.0025(13) 0.0110(15) O2 0.0260(12) 0.0345(11) 0.0318(11) -0.0015(10) -0.0009(10) -0.0004(11) O3 0.0481(16) 0.0339(13) 0.0468(14) -0.0059(12) 0.0134(14) -0.0060(13) O4 0.0469(15) 0.0417(14) 0.0311(11) -0.0017(11) 0.0102(13) -0.0043(14) O5 0.0536(18) 0.0408(14) 0.0423(14) -0.0118(12) 0.0011(15) -0.0037(14) O6 0.0562(18) 0.0426(15) 0.0518(16) -0.0040(14) -0.0014(15) 0.0071(15) N1 0.0298(16) 0.0340(15) 0.0340(14) 0.0065(14) 0.0037(14) -0.0031(14) N2 0.0287(14) 0.0311(14) 0.0272(13) 0.0019(12) 0.0044(12) -0.0019(14) N3 0.0261(14) 0.0321(14) 0.0268(13) 0.0049(13) 0.0015(12) -0.0006(13) C1 0.0310(19) 0.0301(17) 0.0299(16) 0.0029(15) -0.0020(16) 0.0009(16) C2 0.0307(19) 0.0250(16) 0.0291(16) 0.0000(15) -0.0004(16) -0.0073(16) C3 0.043(2) 0.0320(18) 0.0415(19) 0.0106(17) -0.0002(19) -0.0002(18) C4 0.0310(19) 0.0343(19) 0.0332(18) 0.0027(17) -0.0028(16) 0.0026(17) C5 0.0245(17) 0.0319(18) 0.0396(18) -0.0022(16) 0.0020(16) -0.0027(17) C6 0.031(2) 0.040(2) 0.052(2) 0.0017(18) -0.0041(19) 0.0032(18) C7 0.026(2) 0.048(2) 0.081(3) 0.004(2) 0.004(2) 0.001(2) C8 0.035(2) 0.057(2) 0.072(3) -0.001(2) 0.022(2) -0.003(2) C9 0.036(2) 0.052(2) 0.053(2) 0.010(2) 0.0155(18) -0.006(2) C10 0.0299(18) 0.0282(17) 0.0409(19) -0.0001(16) 0.0020(16) -0.0063(17) C11 0.051(3) 0.040(2) 0.068(3) 0.014(2) -0.006(2) 0.011(2) C12 0.057(3) 0.0325(19) 0.062(3) 0.012(2) -0.002(2) -0.007(2) C13 0.055(3) 0.062(3) 0.038(2) 0.0037(19) 0.008(2) -0.002(2) C14 0.041(2) 0.052(2) 0.050(2) -0.008(2) 0.003(2) 0.017(2) C15 0.039(2) 0.047(2) 0.0399(18) -0.0047(19) -0.0024(18) -0.002(2) C16 0.071(3) 0.083(3) 0.042(2) -0.015(2) -0.013(2) -0.007(3) C17 0.041(2) 0.070(3) 0.082(3) 0.001(3) -0.017(2) 0.012(2) C18 0.051(3) 0.059(3) 0.055(2) -0.007(2) -0.001(2) -0.012(2) C19 0.0358(19) 0.0316(17) 0.0295(16) 0.0020(15) 0.0056(18) -0.0001(18) C20 0.041(2) 0.040(2) 0.0351(18) -0.0056(17) 0.0097(18) -0.010(2) C21 0.0276(18) 0.050(2) 0.055(2) -0.013(2) 0.0015(18) -0.0008(19) C22 0.052(3) 0.048(2) 0.066(3) -0.002(2) 0.010(2) -0.019(2) C23 0.0310(18) 0.0337(17) 0.0262(16) 0.0034(15) -0.0020(16) 0.0017(17) C24 0.042(2) 0.0370(19) 0.0329(18) -0.0029(17) 0.0027(18) -0.0031(19) C25 0.042(2) 0.061(3) 0.054(2) -0.001(2) -0.004(2) -0.013(2) C26 0.056(3) 0.028(2) 0.052(2) -0.0042(18) 0.007(2) -0.004(2) C27 0.079(3) 0.036(2) 0.067(3) -0.010(2) 0.023(3) -0.002(2) _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 1.667(2) . ? Si1 C14 1.852(4) . ? Si1 C13 1.860(4) . ? Si1 C15 1.887(4) . ? O1 C4 1.217(4) . ? O2 C1 1.425(4) . ? O3 C19 1.189(4) . ? O4 C23 1.209(4) . ? O5 C26 1.349(5) . ? O5 C24 1.444(4) . ? O6 C26 1.205(4) . ? N1 C2 1.277(4) . ? N1 C10 1.383(4) . ? N2 C23 1.401(4) . ? N2 N3 1.408(3) . ? N2 C19 1.452(4) . ? N3 C2 1.409(4) . ? N3 C4 1.417(4) . ? C1 C2 1.525(5) . ? C1 C3 1.535(4) . ? C3 C11 1.519(5) . ? C3 C12 1.525(5) . ? C4 C5 1.454(5) . ? C5 C6 1.397(5) . ? C5 C10 1.401(5) . ? C6 C7 1.373(5) . ? C7 C8 1.385(5) . ? C8 C9 1.374(5) . ? C9 C10 1.404(5) . ? C15 C18 1.526(5) . ? C15 C16 1.536(5) . ? C15 C17 1.543(5) . ? C19 C20 1.523(5) . ? C20 C21 1.513(5) . ? C20 C22 1.530(5) . ? C23 C24 1.535(5) . ? C24 C25 1.507(5) . ? C26 C27 1.484(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 O2 Si1 C14 111.46(15) . . ? O2 Si1 C13 112.66(16) . . ? C14 Si1 C13 109.82(19) . . ? O2 Si1 C15 103.92(14) . . ? C14 Si1 C15 108.95(18) . . ? C13 Si1 C15 109.82(17) . . ? C1 O2 Si1 134.1(2) . . ? C26 O5 C24 115.6(3) . . ? C2 N1 C10 118.9(3) . . ? C23 N2 N3 117.0(3) . . ? C23 N2 C19 126.3(3) . . ? N3 N2 C19 113.0(2) . . ? N2 N3 C2 120.2(3) . . ? N2 N3 C4 115.1(2) . . ? C2 N3 C4 122.7(3) . . ? O2 C1 C2 109.2(3) . . ? O2 C1 C3 113.1(3) . . ? C2 C1 C3 111.8(3) . . ? N1 C2 N3 122.4(3) . . ? N1 C2 C1 119.7(3) . . ? N3 C2 C1 117.9(3) . . ? C11 C3 C12 110.6(3) . . ? C11 C3 C1 109.6(3) . . ? C12 C3 C1 111.1(3) . . ? O1 C4 N3 120.1(3) . . ? O1 C4 C5 126.1(3) . . ? N3 C4 C5 113.8(3) . . ? C6 C5 C10 121.0(3) . . ? C6 C5 C4 120.2(3) . . ? C10 C5 C4 118.7(3) . . ? C7 C6 C5 119.5(4) . . ? C6 C7 C8 120.1(4) . . ? C9 C8 C7 120.9(4) . . ? C8 C9 C10 120.4(3) . . ? N1 C10 C5 123.3(3) . . ? N1 C10 C9 118.7(3) . . ? C5 C10 C9 118.0(3) . . ? C18 C15 C16 108.8(3) . . ? C18 C15 C17 108.5(3) . . ? C16 C15 C17 109.0(3) . . ? C18 C15 Si1 110.9(3) . . ? C16 C15 Si1 109.6(3) . . ? C17 C15 Si1 110.0(3) . . ? O3 C19 N2 117.6(3) . . ? O3 C19 C20 125.2(3) . . ? N2 C19 C20 116.8(3) . . ? C21 C20 C19 110.3(3) . . ? C21 C20 C22 111.8(3) . . ? C19 C20 C22 109.2(3) . . ? O4 C23 N2 121.9(3) . . ? O4 C23 C24 120.5(3) . . ? N2 C23 C24 117.6(3) . . ? O5 C24 C25 105.2(3) . . ? O5 C24 C23 106.3(3) . . ? C25 C24 C23 112.7(3) . . ? O6 C26 O5 122.6(4) . . ? O6 C26 C27 126.3(4) . . ? O5 C26 C27 111.1(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.175 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.043