 
data_01sot097 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
Lee Patient - Kilburn
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C20 H31 N O3 Si' 
_chemical_formula_weight          361.55 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'N'  'N'   0.0061   0.0033 
 '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' 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            Monoclinic
_symmetry_space_group_name_H-M    C2/c
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y, -z+1/2' 
 'x+1/2, y+1/2, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y, z-1/2' 
 '-x+1/2, -y+1/2, -z' 
 'x+1/2, -y+1/2, z-1/2' 
 
_cell_length_a                    14.6339(3) 
_cell_length_b                    7.74630(10) 
_cell_length_c                    35.8752(7) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  91.066(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      4066.06(13) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     120(2) 
_cell_measurement_reflns_used     13230 
_cell_measurement_theta_min       2.91 
_cell_measurement_theta_max       26.02 
 
_exptl_crystal_description        needle 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.15 
_exptl_crystal_size_mid           0.07 
_exptl_crystal_size_min           0.06 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.181 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1568 
_exptl_absorpt_coefficient_mu     0.133 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.9803 
_exptl_absorpt_correction_T_max   0.9921 
_exptl_absorpt_process_details    'SORTAV (Blessing, 1997)' 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       120(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'Bruker-Nonius FR591 rotating anode' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Bruker-Nonius KappaCCD' 
_diffrn_measurement_method        'Φ & ω scans' 
_diffrn_detector_area_resol_mean  9.091 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             6912 
_diffrn_reflns_av_R_equivalents   0.1029 
_diffrn_reflns_av_sigmaI/netI     0.1814 
_diffrn_reflns_limit_h_min        -17 
_diffrn_reflns_limit_h_max        17 
_diffrn_reflns_limit_k_min        -8 
_diffrn_reflns_limit_k_max        8 
_diffrn_reflns_limit_l_min        -42 
_diffrn_reflns_limit_l_max        42 
_diffrn_reflns_theta_min          2.98 
_diffrn_reflns_theta_max          25.02 
_reflns_number_total              3107 
_reflns_number_gt                 1445 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'COLLECT (Hooft, 1998)' 
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.1300P)²+0.0000P] where P=(Fo²+2Fc²)/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      SHELXL 
_refine_ls_extinction_coef        0.0000(5) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          3107 
_refine_ls_number_parameters      227 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.2006 
_refine_ls_R_factor_gt            0.0824 
_refine_ls_wR_factor_ref          0.2539 
_refine_ls_wR_factor_gt           0.1954 
_refine_ls_goodness_of_fit_ref    0.968 
_refine_ls_restrained_S_all       0.968 
_refine_ls_shift/su_max           0.480 
_refine_ls_shift/su_mean          0.007 
 
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 
N1 N 0.5727(3) -0.7427(7) 0.79405(15) 0.0322(13) Uani 1 1 d . . . 
O1 O 0.5776(3) -0.8886(5) 0.78142(11) 0.0427(12) Uani 1 1 d . . . 
O2 O 0.5447(3) -0.7108(5) 0.82524(12) 0.0431(12) Uani 1 1 d . . . 
O3 O 0.7483(3) -0.2272(4) 0.67730(10) 0.0327(11) Uani 1 1 d . . . 
Si1 Si 0.68996(13) 0.2141(2) 0.58388(5) 0.0375(6) Uani 1 1 d . . . 
C1 C 0.6186(4) -0.2955(7) 0.76192(15) 0.0311(16) Uani 1 1 d . . . 
H1 H 0.6138 -0.1806 0.7709 0.037 Uiso 1 1 calc R . . 
C2 C 0.5926(4) -0.4319(7) 0.78403(16) 0.0302(15) Uani 1 1 d . . . 
H2 H 0.5689 -0.4121 0.8081 0.036 Uiso 1 1 calc R . . 
C3 C 0.6015(4) -0.5961(7) 0.77061(16) 0.0262(15) Uani 1 1 d . . . 
C4 C 0.6352(4) -0.6308(7) 0.73595(16) 0.0299(15) Uani 1 1 d . . . 
H4 H 0.6413 -0.7464 0.7275 0.036 Uiso 1 1 calc R . . 
C5 C 0.6600(4) -0.4950(7) 0.71375(16) 0.0311(16) Uani 1 1 d . . . 
H5 H 0.6829 -0.5167 0.6896 0.037 Uiso 1 1 calc R . . 
C6 C 0.6519(4) -0.3257(7) 0.72634(16) 0.0281(15) Uani 1 1 d . . . 
C7 C 0.6765(4) -0.1750(7) 0.70137(16) 0.0303(15) Uani 1 1 d . . . 
H7 H 0.6980 -0.0761 0.7171 0.036 Uiso 1 1 calc R . . 
C8 C 0.6009(4) -0.1134(7) 0.67493(15) 0.0337(16) Uani 1 1 d . . . 
H8A H 0.5650 -0.2114 0.6647 0.040 Uiso 1 1 calc R . . 
H8B H 0.5593 -0.0318 0.6874 0.040 Uiso 1 1 calc R . . 
C9 C 0.6551(4) -0.0245(7) 0.64485(15) 0.0276(15) Uani 1 1 d . . . 
C10 C 0.7487(4) -0.1048(7) 0.64699(16) 0.0350(16) Uani 1 1 d . . . 
H10A H 0.7624 -0.1640 0.6233 0.042 Uiso 1 1 calc R . . 
H10B H 0.7957 -0.0151 0.6516 0.042 Uiso 1 1 calc R . . 
C11 C 0.6272(4) 0.0973(8) 0.62151(15) 0.0368(16) Uani 1 1 d . . . 
H11 H 0.5653 0.1314 0.6242 0.044 Uiso 1 1 calc R . . 
C12 C 0.6177(5) 0.4071(8) 0.57111(18) 0.057(2) Uani 1 1 d . . . 
H12 H 0.6610 0.4795 0.5566 0.068 Uiso 1 1 calc R . . 
C13 C 0.5966(5) 0.5234(8) 0.60428(17) 0.052(2) Uani 1 1 d . . . 
H13A H 0.6523 0.5407 0.6194 0.079 Uiso 1 1 calc R . . 
H13B H 0.5497 0.4689 0.6195 0.079 Uiso 1 1 calc R . . 
H13C H 0.5742 0.6353 0.5952 0.079 Uiso 1 1 calc R . . 
C14 C 0.5462(10) 0.3905(15) 0.5471(3) 0.214(9) Uani 1 1 d . . . 
H14A H 0.5636 0.3166 0.5263 0.321 Uiso 1 1 calc R . . 
H14B H 0.5284 0.5046 0.5377 0.321 Uiso 1 1 calc R . . 
H14C H 0.4946 0.3383 0.5600 0.321 Uiso 1 1 calc R . . 
C15 C 0.8096(4) 0.2760(8) 0.59925(16) 0.0421(18) Uani 1 1 d . . . 
H15 H 0.8457 0.1665 0.6004 0.050 Uiso 1 1 calc R . . 
C16 C 0.8196(4) 0.3606(7) 0.63798(16) 0.0436(18) Uani 1 1 d . . . 
H16A H 0.7913 0.2865 0.6567 0.065 Uiso 1 1 calc R . . 
H16B H 0.7893 0.4734 0.6377 0.065 Uiso 1 1 calc R . . 
H16C H 0.8846 0.3757 0.6443 0.065 Uiso 1 1 calc R . . 
C17 C 0.8567(5) 0.3929(10) 0.57045(18) 0.066(2) Uani 1 1 d . . . 
H17A H 0.8516 0.3400 0.5457 0.099 Uiso 1 1 calc R . . 
H17B H 0.9213 0.4066 0.5774 0.099 Uiso 1 1 calc R . . 
H17C H 0.8269 0.5063 0.5700 0.099 Uiso 1 1 calc R . . 
C18 C 0.6989(5) 0.0710(8) 0.54094(16) 0.0448(18) Uani 1 1 d . . . 
H18 H 0.7060 0.1500 0.5191 0.054 Uiso 1 1 calc R . . 
C19 C 0.7813(7) -0.0489(13) 0.5413(2) 0.139(5) Uani 1 1 d . . . 
H19A H 0.8371 0.0186 0.5458 0.209 Uiso 1 1 calc R . . 
H19B H 0.7850 -0.1079 0.5172 0.209 Uiso 1 1 calc R . . 
H19C H 0.7749 -0.1346 0.5612 0.209 Uiso 1 1 calc R . . 
C20 C 0.6128(6) -0.0332(10) 0.53349(19) 0.078(3) Uani 1 1 d . . . 
H20A H 0.5598 0.0441 0.5329 0.118 Uiso 1 1 calc R . . 
H20B H 0.6055 -0.1187 0.5534 0.118 Uiso 1 1 calc R . . 
H20C H 0.6175 -0.0925 0.5095 0.118 Uiso 1 1 calc R . . 
 
 
_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 
N1 O1 1.220(5) . ? 
N1 O2 1.224(6) . ? 
N1 C3 1.479(7) . ? 
O3 C7 1.432(6) . ? 
O3 C10 1.443(6) . ? 
Si1 C11 1.879(6) . ? 
Si1 C12 1.883(7) . ? 
Si1 C15 1.888(7) . ? 
Si1 C18 1.904(6) . ? 
C1 C2 1.379(7) . ? 
C1 C6 1.395(7) . ? 
C2 C3 1.367(7) . ? 
C3 C4 1.372(7) . ? 
C4 C5 1.372(7) . ? 
C5 C6 1.393(7) . ? 
C6 C7 1.519(8) . ? 
C7 C8 1.521(8) . ? 
C8 C9 1.517(7) . ? 
C9 C11 1.322(7) . ? 
C9 C10 1.504(7) . ? 
C12 C14 1.348(11) . ? 
C12 C13 1.529(8) . ? 
C15 C16 1.541(8) . ? 
C15 C17 1.545(8) . ? 
C18 C20 1.516(9) . ? 
C18 C19 1.522(9) . ? 
 
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 
O1 N1 O2 123.3(5) . . ? 
O1 N1 C3 118.7(5) . . ? 
O2 N1 C3 118.0(5) . . ? 
C7 O3 C10 106.4(4) . . ? 
C11 Si1 C12 106.1(3) . . ? 
C11 Si1 C15 112.1(3) . . ? 
C12 Si1 C15 112.5(3) . . ? 
C11 Si1 C18 110.1(3) . . ? 
C12 Si1 C18 108.2(3) . . ? 
C15 Si1 C18 107.9(3) . . ? 
C2 C1 C6 120.2(5) . . ? 
C3 C2 C1 118.7(5) . . ? 
C2 C3 C4 122.6(5) . . ? 
C2 C3 N1 118.9(5) . . ? 
C4 C3 N1 118.4(5) . . ? 
C5 C4 C3 118.6(5) . . ? 
C4 C5 C6 120.6(5) . . ? 
C5 C6 C1 119.2(5) . . ? 
C5 C6 C7 120.7(5) . . ? 
C1 C6 C7 120.1(5) . . ? 
O3 C7 C6 108.8(4) . . ? 
O3 C7 C8 104.3(4) . . ? 
C6 C7 C8 115.6(5) . . ? 
C9 C8 C7 101.6(5) . . ? 
C11 C9 C10 126.8(5) . . ? 
C11 C9 C8 127.9(6) . . ? 
C10 C9 C8 105.3(5) . . ? 
O3 C10 C9 107.1(5) . . ? 
C9 C11 Si1 130.5(5) . . ? 
C14 C12 C13 112.8(7) . . ? 
C14 C12 Si1 120.4(7) . . ? 
C13 C12 Si1 113.5(4) . . ? 
C16 C15 C17 108.5(5) . . ? 
C16 C15 Si1 116.3(4) . . ? 
C17 C15 Si1 112.1(4) . . ? 
C20 C18 C19 109.4(7) . . ? 
C20 C18 Si1 112.5(5) . . ? 
C19 C18 Si1 114.5(5) . . ? 
 
_diffrn_measured_fraction_theta_max    0.863 
_diffrn_reflns_theta_full              25.02 
_diffrn_measured_fraction_theta_full   0.863 
_refine_diff_density_max    0.741 
_refine_diff_density_min   -0.578 
_refine_diff_density_rms    0.092 
