# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/485 data_9930 _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 Triclinic _symmetry_space_group_name_H-M P(-)1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.781(2) _cell_length_b 11.994(3) _cell_length_c 12.330(3) _cell_angle_alpha 79.69(2) _cell_angle_beta 81.95(2) _cell_angle_gamma 78.00(3) _cell_volume 1525.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 41 _cell_measurement_theta_min 5.36 _cell_measurement_theta_max 12.15 _exptl_crystal_description 'irregular block' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.158 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _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 scans' _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 3388 _diffrn_reflns_av_R_equivalents 0.0593 _diffrn_reflns_av_sigmaI/netI 0.1129 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 21.00 _reflns_number_total 3265 _reflns_number_gt 1788 _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^)+(0.1010P)^2^+0.0000P] 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 'riding model' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3265 _refine_ls_number_parameters 319 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1494 _refine_ls_R_factor_gt 0.0699 _refine_ls_wR_factor_ref 0.2251 _refine_ls_wR_factor_gt 0.1848 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _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 0.3910(2) 0.42952(19) 0.24417(19) 0.0473(7) Uani 1 1 d . . . O1 O 0.7658(5) -0.0496(4) 0.1162(4) 0.0550(16) Uani 1 1 d . . . O2 O 0.4380(5) 0.3179(4) 0.3371(3) 0.0370(13) Uani 1 1 d . . . O3 O 0.9796(6) 0.0395(5) 0.2809(5) 0.0675(18) Uani 1 1 d . . . O4 O 0.7270(5) 0.2459(4) 0.0845(4) 0.0467(15) Uani 1 1 d . . . O5 O 0.9189(5) 0.3569(4) 0.0903(4) 0.0469(15) Uani 1 1 d . . . O6 O 0.8054(5) 0.3881(5) 0.2528(5) 0.0579(17) Uani 1 1 d . . . N1 N 0.4384(5) 0.1205(5) 0.2636(4) 0.0320(15) Uani 1 1 d . . . N2 N 0.7795(6) 0.1085(5) 0.2334(5) 0.0371(16) Uani 1 1 d . . . N3 N 0.6612(5) 0.0786(5) 0.2284(4) 0.0318(15) Uani 1 1 d . . . C1 C 0.5569(7) 0.2403(6) 0.3323(6) 0.036(2) Uani 1 1 d . . . H1B H 0.6231 0.2817 0.2921 0.043 Uiso 1 1 calc R . . C2 C 0.5477(7) 0.1439(6) 0.2718(5) 0.0288(18) Uiso 1 1 d . . . C4 C 0.6656(8) -0.0056(6) 0.1614(6) 0.0370(19) Uiso 1 1 d . . . C5 C 0.5414(7) -0.0328(6) 0.1559(5) 0.036(2) Uani 1 1 d . . . C6 C 0.5295(9) -0.1231(6) 0.1008(6) 0.047(2) Uani 1 1 d . . . H6A H 0.6018 -0.1664 0.0673 0.056 Uiso 1 1 calc R . . C7 C 0.4117(10) -0.1468(7) 0.0967(7) 0.053(2) Uani 1 1 d . . . H7A H 0.4032 -0.2051 0.0592 0.063 Uiso 1 1 calc R . . C8 C 0.3058(9) -0.0840(7) 0.1486(7) 0.056(2) Uani 1 1 d . . . H8A H 0.2263 -0.1022 0.1475 0.068 Uiso 1 1 calc R . . C9 C 0.3142(8) 0.0053(7) 0.2020(6) 0.045(2) Uani 1 1 d . . . H9A H 0.2410 0.0482 0.2345 0.054 Uiso 1 1 calc R . . C10 C 0.4332(7) 0.0304(6) 0.2070(5) 0.0306(18) Uani 1 1 d . . . C11 C 0.5897(7) 0.1941(7) 0.4508(6) 0.044(2) Uani 1 1 d . . . H11A H 0.6590 0.1269 0.4485 0.053 Uiso 1 1 calc R . . C12 C 0.6359(10) 0.2844(9) 0.4978(7) 0.086(3) Uani 1 1 d . . . H12A H 0.6562 0.2544 0.5721 0.129 Uiso 1 1 calc R . . H12B H 0.5701 0.3520 0.4986 0.129 Uiso 1 1 calc R . . H12C H 0.7106 0.3041 0.4527 0.129 Uiso 1 1 calc R . . C13 C 0.4765(8) 0.1558(7) 0.5256(6) 0.063(3) Uani 1 1 d . . . H13A H 0.5010 0.1257 0.5986 0.094 Uiso 1 1 calc R . . H13B H 0.4495 0.0970 0.4961 0.094 Uiso 1 1 calc R . . H13C H 0.4075 0.2206 0.5293 0.094 Uiso 1 1 calc R . . C14 C 0.4843(9) 0.5416(7) 0.2450(8) 0.072(3) Uani 1 1 d . . . H14A H 0.4728 0.5629 0.3177 0.108 Uiso 1 1 calc R . . H14B H 0.4558 0.6080 0.1922 0.108 Uiso 1 1 calc R . . H14C H 0.5730 0.5122 0.2255 0.108 Uiso 1 1 calc R . . C15 C 0.4134(9) 0.3884(8) 0.1023(6) 0.076(3) Uani 1 1 d . . . H15A H 0.5028 0.3659 0.0800 0.113 Uiso 1 1 calc R . . H15B H 0.3777 0.4531 0.0509 0.113 Uiso 1 1 calc R . . H15C H 0.3713 0.3251 0.1034 0.113 Uiso 1 1 calc R . . C16 C 0.2186(9) 0.4753(7) 0.2908(7) 0.054(2) Uani 1 1 d . . . C17 C 0.1634(9) 0.5887(8) 0.2195(8) 0.092(4) Uani 1 1 d . . . H17A H 0.0746 0.6112 0.2440 0.138 Uiso 1 1 calc R . . H17B H 0.1730 0.5779 0.1433 0.138 Uiso 1 1 calc R . . H17C H 0.2082 0.6479 0.2268 0.138 Uiso 1 1 calc R . . C18 C 0.1444(9) 0.3828(8) 0.2794(8) 0.079(3) Uani 1 1 d . . . H18A H 0.0559 0.4070 0.3038 0.119 Uiso 1 1 calc R . . H18B H 0.1775 0.3115 0.3240 0.119 Uiso 1 1 calc R . . H18C H 0.1534 0.3721 0.2032 0.119 Uiso 1 1 calc R . . C19 C 0.2003(9) 0.4929(9) 0.4127(7) 0.082(3) Uani 1 1 d . . . H19A H 0.1111 0.5157 0.4355 0.123 Uiso 1 1 calc R . . H19B H 0.2447 0.5520 0.4209 0.123 Uiso 1 1 calc R . . H19C H 0.2336 0.4221 0.4579 0.123 Uiso 1 1 calc R . . C20 C 0.8702(8) 0.0265(7) 0.2928(6) 0.046(2) Uani 1 1 d . . . C21 C 0.8270(8) -0.0739(7) 0.3729(6) 0.050(2) Uani 1 1 d . . . H21A H 0.7347 -0.0675 0.3741 0.060 Uiso 1 1 calc R . . C22 C 0.8956(10) -0.1867(7) 0.3346(8) 0.085(3) Uani 1 1 d . . . H22A H 0.8737 -0.1890 0.2624 0.128 Uiso 1 1 calc R . . H22B H 0.8704 -0.2503 0.3859 0.128 Uiso 1 1 calc R . . H22C H 0.9861 -0.1919 0.3315 0.128 Uiso 1 1 calc R . . C23 C 0.8590(9) -0.0702(8) 0.4887(7) 0.071(3) Uani 1 1 d . . . H23A H 0.8131 0.0001 0.5132 0.107 Uiso 1 1 calc R . . H23B H 0.9489 -0.0733 0.4868 0.107 Uiso 1 1 calc R . . H23C H 0.8350 -0.1350 0.5390 0.107 Uiso 1 1 calc R . . C24 C 0.8061(8) 0.1998(7) 0.1462(6) 0.041(2) Uani 1 1 d . . . C25 C 0.9358(7) 0.2358(6) 0.1327(6) 0.039(2) Uani 1 1 d . . . H25A H 0.9723 0.2191 0.2036 0.047 Uiso 1 1 calc R . . C26 C 1.0247(8) 0.1744(7) 0.0460(7) 0.064(3) Uani 1 1 d . . . H26A H 1.1064 0.1969 0.0380 0.097 Uiso 1 1 calc R . . H26B H 0.9893 0.1950 -0.0236 0.097 Uiso 1 1 calc R . . H26C H 1.0347 0.0925 0.0689 0.097 Uiso 1 1 calc R . . C27 C 0.8524(8) 0.4246(7) 0.1620(8) 0.050(2) Uani 1 1 d . . . C28 C 0.8433(9) 0.5494(7) 0.1159(7) 0.068(3) Uiso 1 1 d . . . H28A H 0.7950 0.5951 0.1693 0.102 Uiso 1 1 calc R . . H28B H 0.8017 0.5663 0.0493 0.102 Uiso 1 1 calc R . . H28C H 0.9274 0.5670 0.0993 0.102 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 0.0530(16) 0.0428(15) 0.0423(14) -0.0054(11) 0.0046(12) -0.0080(12) O1 0.051(4) 0.063(4) 0.051(4) -0.026(3) 0.004(3) -0.004(3) O2 0.038(3) 0.041(3) 0.031(3) -0.009(2) 0.004(2) -0.006(3) O3 0.029(4) 0.083(5) 0.082(4) 0.021(3) -0.015(3) -0.013(3) O4 0.044(4) 0.059(4) 0.037(3) 0.000(3) -0.008(3) -0.015(3) O5 0.044(4) 0.047(4) 0.048(3) 0.001(3) 0.003(3) -0.019(3) O6 0.050(4) 0.075(4) 0.050(4) -0.010(3) 0.010(3) -0.022(3) N1 0.033(4) 0.035(4) 0.031(3) -0.005(3) -0.006(3) -0.011(3) N2 0.029(4) 0.049(4) 0.035(4) -0.003(3) -0.005(3) -0.013(3) N3 0.030(4) 0.041(4) 0.029(3) -0.012(3) -0.005(3) -0.009(3) C1 0.034(5) 0.047(5) 0.029(5) -0.010(4) 0.007(4) -0.016(4) C5 0.046(6) 0.032(5) 0.026(4) -0.001(4) -0.003(4) -0.001(4) C6 0.076(7) 0.035(5) 0.030(5) -0.007(4) -0.003(4) -0.013(5) C7 0.078(8) 0.042(6) 0.048(6) 0.000(4) -0.026(5) -0.027(6) C8 0.057(7) 0.060(6) 0.058(6) 0.007(5) -0.018(5) -0.029(6) C9 0.043(6) 0.045(5) 0.049(5) -0.004(4) -0.013(4) -0.011(4) C10 0.039(5) 0.035(5) 0.021(4) 0.004(4) -0.011(4) -0.015(4) C11 0.041(5) 0.057(5) 0.033(5) -0.012(4) -0.002(4) -0.002(4) C12 0.110(9) 0.115(9) 0.050(6) -0.021(6) -0.013(6) -0.051(7) C13 0.077(7) 0.077(7) 0.034(5) -0.003(5) 0.002(5) -0.023(6) C14 0.068(7) 0.048(6) 0.094(7) -0.005(5) 0.010(6) -0.013(5) C15 0.093(8) 0.087(7) 0.038(5) -0.008(5) 0.008(5) -0.009(6) C16 0.065(6) 0.053(6) 0.049(6) -0.011(5) -0.003(5) -0.017(5) C17 0.067(8) 0.083(8) 0.102(8) 0.007(7) 0.002(6) 0.013(6) C18 0.064(7) 0.092(8) 0.086(8) -0.017(6) -0.004(6) -0.024(6) C19 0.060(7) 0.113(9) 0.084(8) -0.043(6) 0.010(6) -0.027(6) C20 0.040(6) 0.061(6) 0.036(5) 0.002(4) -0.012(4) -0.012(5) C21 0.041(5) 0.062(6) 0.044(5) 0.007(5) -0.006(4) -0.014(5) C22 0.109(9) 0.055(6) 0.086(8) -0.004(6) -0.012(7) -0.009(6) C23 0.069(7) 0.081(7) 0.060(6) 0.011(5) -0.014(5) -0.020(6) C24 0.038(6) 0.057(6) 0.032(5) -0.014(4) 0.003(4) -0.014(5) C25 0.029(5) 0.048(5) 0.038(5) 0.000(4) 0.000(4) -0.008(4) C26 0.052(6) 0.057(6) 0.074(6) -0.001(5) 0.017(5) -0.012(5) C27 0.036(6) 0.057(6) 0.062(7) -0.015(5) -0.004(5) -0.013(5) _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 1.641(5) . ? Si1 C14 1.841(9) . ? Si1 C16 1.864(9) . ? Si1 C15 1.871(8) . ? O1 C4 1.207(8) . ? O2 C1 1.420(8) . ? O3 C20 1.207(9) . ? O4 C24 1.203(8) . ? O5 C27 1.339(9) . ? O5 C25 1.435(8) . ? O6 C27 1.208(9) . ? N1 C2 1.287(8) . ? N1 C10 1.403(8) . ? N2 N3 1.407(8) . ? N2 C20 1.415(9) . ? N2 C24 1.436(9) . ? N3 C2 1.403(8) . ? N3 C4 1.404(9) . ? C1 C2 1.510(9) . ? C1 C11 1.529(9) . ? C4 C5 1.456(10) . ? C5 C10 1.389(10) . ? C5 C6 1.412(10) . ? C6 C7 1.368(11) . ? C7 C8 1.374(11) . ? C8 C9 1.377(10) . ? C9 C10 1.389(10) . ? C11 C12 1.512(11) . ? C11 C13 1.522(10) . ? C16 C18 1.531(11) . ? C16 C19 1.535(11) . ? C16 C17 1.535(11) . ? C20 C21 1.523(10) . ? C21 C22 1.521(11) . ? C21 C23 1.525(10) . ? C24 C25 1.527(10) . ? C25 C26 1.518(10) . ? C27 C28 1.491(11) . ? 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 108.9(4) . . ? O2 Si1 C16 103.7(3) . . ? C14 Si1 C16 112.5(4) . . ? O2 Si1 C15 111.2(3) . . ? C14 Si1 C15 109.3(4) . . ? C16 Si1 C15 111.1(4) . . ? C1 O2 Si1 126.9(4) . . ? C27 O5 C25 114.1(6) . . ? C2 N1 C10 119.1(6) . . ? N3 N2 C20 117.7(6) . . ? N3 N2 C24 112.0(6) . . ? C20 N2 C24 126.4(6) . . ? C2 N3 C4 123.7(6) . . ? C2 N3 N2 120.5(5) . . ? C4 N3 N2 114.8(6) . . ? O2 C1 C2 109.2(6) . . ? O2 C1 C11 108.5(5) . . ? C2 C1 C11 111.4(6) . . ? N1 C2 N3 121.2(6) . . ? N1 C2 C1 120.6(6) . . ? N3 C2 C1 118.2(6) . . ? O1 C4 N3 120.6(7) . . ? O1 C4 C5 125.8(7) . . ? N3 C4 C5 113.5(7) . . ? C10 C5 C6 119.7(7) . . ? C10 C5 C4 119.2(7) . . ? C6 C5 C4 121.1(7) . . ? C7 C6 C5 119.9(8) . . ? C6 C7 C8 119.5(8) . . ? C7 C8 C9 121.9(8) . . ? C8 C9 C10 119.3(8) . . ? C9 C10 C5 119.6(7) . . ? C9 C10 N1 117.8(7) . . ? C5 C10 N1 122.5(7) . . ? C12 C11 C13 110.2(6) . . ? C12 C11 C1 110.2(6) . . ? C13 C11 C1 111.7(6) . . ? C18 C16 C19 108.5(7) . . ? C18 C16 C17 108.6(8) . . ? C19 C16 C17 109.0(8) . . ? C18 C16 Si1 110.0(6) . . ? C19 C16 Si1 110.5(6) . . ? C17 C16 Si1 110.2(6) . . ? O3 C20 N2 119.0(7) . . ? O3 C20 C21 121.5(7) . . ? N2 C20 C21 119.4(7) . . ? C22 C21 C20 109.2(7) . . ? C22 C21 C23 110.0(7) . . ? C20 C21 C23 109.1(7) . . ? O4 C24 N2 119.9(7) . . ? O4 C24 C25 121.1(7) . . ? N2 C24 C25 119.1(7) . . ? O5 C25 C26 106.5(6) . . ? O5 C25 C24 108.2(6) . . ? C26 C25 C24 109.7(6) . . ? O6 C27 O5 123.6(8) . . ? O6 C27 C28 124.5(8) . . ? O5 C27 C28 111.8(8) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 21.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.225 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.061