 
data_99src480
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C27 H35 N2 O3 S Si'
_chemical_formula_sum
 'C27 H35 N2 O3 S Si'
_chemical_formula_weight          495.72
 
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'
 'S'  'S'   0.1246   0.1234
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Si'  'Si'   0.0817   0.0704
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            monoclinic
_symmetry_space_group_name_H-M    P2(1)/c
_symmetry_space_group_name_hall   '-P 2ybc'  
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y-1/2, z-1/2'
 
_cell_length_a                    10.825(2)
_cell_length_b                    25.393(5)
_cell_length_c                    11.392(2)
_cell_angle_alpha                 90.00
_cell_angle_beta                  115.93(3)
_cell_angle_gamma                 90.00
_cell_volume                      2816.2(12)
_cell_formula_units_Z             4
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     ?
_cell_measurement_theta_min       ?
_cell_measurement_theta_max       ?
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.17
_exptl_crystal_size_mid           0.08
_exptl_crystal_size_min           0.01
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.19
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1060
_exptl_absorpt_coefficient_mu     0.186
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9820
_exptl_absorpt_correction_T_max   0.9981
_exptl_absorpt_process_details    'SORTAV (R.H.Blessing, 1995, 1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       293(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Enraf Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method        'ω and φ scans to fill Ewald sphere'
_diffrn_detector_area_resol_mean  '9.091 pixels/mm'
_diffrn_standards_number          'n/a'
_diffrn_standards_interval_count  'n/a'
_diffrn_standards_interval_time   'n/a'
_diffrn_standards_decay_%         'n/a'
_diffrn_reflns_number             16831
_diffrn_reflns_av_R_equivalents   0.1787
_diffrn_reflns_av_sigmaI/netI     0.1660
_diffrn_reflns_limit_h_min        -11
_diffrn_reflns_limit_h_max        11
_diffrn_reflns_limit_k_min        -27
_diffrn_reflns_limit_k_max        27
_diffrn_reflns_limit_l_min        -12
_diffrn_reflns_limit_l_max        12
_diffrn_reflns_theta_min          3.12
_diffrn_reflns_theta_max          23.16
_reflns_number_total              3926
_reflns_number_gt                 1395
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_cell_refinement        'DENZO and COLLECT'
_computing_data_reduction         'DENZO and COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     ?
_computing_publication_material   SHELXL-97
 
_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 > 2σ(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)+(0.1405P)²+0.2149P] 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      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          3926
_refine_ls_number_parameters      289
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.2571
_refine_ls_R_factor_gt            0.0984
_refine_ls_wR_factor_ref          0.3314
_refine_ls_wR_factor_gt           0.2527
_refine_ls_goodness_of_fit_ref    1.072
_refine_ls_restrained_S_all       1.077
_refine_ls_shift/su_max           0.016
_refine_ls_shift/su_mean          0.001
 
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
S1 S 0.8444(3) 0.06002(11) 0.5503(3) 0.0974(11) Uani 1 1 d . . .
Si1 Si 1.0639(4) 0.15592(15) 0.8223(5) 0.1535(18) Uani 1 1 d . . .
O1 O 1.1960(7) 0.0013(3) 1.0823(7) 0.122(3) Uani 1 1 d . . .
O2 O 1.3670(8) 0.0126(3) 1.0305(7) 0.106(2) Uani 1 1 d . . .
O3 O 1.1024(6) 0.0957(2) 0.7988(6) 0.0830(19) Uani 1 1 d . . .
N1 N 1.1156(8) -0.0885(3) 0.7603(7) 0.073(2) Uani 1 1 d . . .
N2 N 0.9497(7) -0.0259(3) 0.6913(7) 0.066(2) Uani 1 1 d . . .
C1 C 1.2936(7) -0.2148(4) 0.8690(6) 0.093(3) Uani 1 1 d G . .
H1 H 1.2643 -0.2232 0.9323 0.112 Uiso 1 1 calc R . .
C2 C 1.3613(8) -0.2522(2) 0.8295(9) 0.116(4) Uani 1 1 d G . .
H2 H 1.3774 -0.2856 0.8663 0.139 Uiso 1 1 calc R . .
C3 C 1.4050(7) -0.2395(4) 0.7350(9) 0.118(4) Uani 1 1 d G . .
H3 H 1.4504 -0.2646 0.7085 0.142 Uiso 1 1 calc R . .
C4 C 1.3809(7) -0.1895(4) 0.6799(6) 0.112(4) Uani 1 1 d G . .
H4 H 1.4102 -0.1811 0.6167 0.135 Uiso 1 1 calc R . .
C5 C 1.3132(8) -0.1521(3) 0.7195(6) 0.094(3) Uani 1 1 d G . .
H5 H 1.2971 -0.1186 0.6826 0.113 Uiso 1 1 calc R . .
C6 C 1.2695(7) -0.1647(3) 0.8140(7) 0.076(3) Uani 1 1 d G . .
C7 C 1.2014(11) -0.1235(4) 0.8615(9) 0.094(3) Uani 1 1 d . . .
H7A H 1.1465 -0.1409 0.8982 0.113 Uiso 1 1 calc R . .
H7B H 1.2718 -0.1032 0.9305 0.113 Uiso 1 1 calc R . .
C8 C 0.9901(11) -0.1118(4) 0.6602(9) 0.083(3) Uani 1 1 d . . .
H8 H 0.9691 -0.1474 0.6445 0.099 Uiso 1 1 calc R . .
C9 C 0.9024(10) -0.0657(4) 0.5879(9) 0.077(3) Uani 1 1 d . . .
H9 H 0.9290 -0.0548 0.5196 0.093 Uiso 1 1 calc R . .
C10 C 0.7522(5) -0.0765(3) 0.5268(7) 0.071(3) Uani 1 1 d G . .
C11 C 0.6699(8) -0.0638(3) 0.5881(6) 0.108(4) Uani 1 1 d G . .
H11 H 0.7083 -0.0478 0.6698 0.130 Uiso 1 1 calc R . .
C12 C 0.5301(7) -0.0749(3) 0.5273(8) 0.124(4) Uani 1 1 d G . .
H12 H 0.4750 -0.0664 0.5683 0.149 Uiso 1 1 calc R . .
C13 C 0.4727(6) -0.0988(3) 0.4052(8) 0.109(4) Uani 1 1 d G . .
H13 H 0.3792 -0.1062 0.3645 0.131 Uiso 1 1 calc R . .
C14 C 0.5551(9) -0.1115(3) 0.3439(6) 0.126(4) Uani 1 1 d G . .
H14 H 0.5167 -0.1275 0.2622 0.151 Uiso 1 1 calc R . .
C15 C 0.6948(8) -0.1004(3) 0.4047(7) 0.101(3) Uani 1 1 d G . .
H15 H 0.7499 -0.1089 0.3636 0.121 Uiso 1 1 calc R . .
C16 C 1.0640(10) -0.0455(4) 0.8083(8) 0.065(2) Uani 1 1 d . . .
H16 H 1.0320 -0.0580 0.8715 0.078 Uiso 1 1 calc R . .
C17 C 1.1523(9) 0.0032(4) 0.8591(8) 0.066(2) Uani 1 1 d . . .
H17 H 1.2127 0.0060 0.8157 0.079 Uiso 1 1 calc R . .
C18 C 1.2387(11) 0.0053(4) 1.0025(10) 0.079(3) Uani 1 1 d . . .
C19 C 1.4626(12) 0.0180(6) 1.1667(11) 0.148(5) Uani 1 1 d . . .
H19A H 1.4464 -0.0095 1.2163 0.222 Uiso 1 1 calc R . .
H19B H 1.4499 0.0516 1.1983 0.222 Uiso 1 1 calc R . .
H19C H 1.5549 0.0153 1.1760 0.222 Uiso 1 1 calc R . .
C20 C 1.0450(10) 0.0478(4) 0.8079(9) 0.073(3) Uani 1 1 d . . .
H20 H 1.0011 0.0518 0.8666 0.087 Uiso 1 1 calc R . .
C21 C 0.9405(9) 0.0263(4) 0.6777(9) 0.066(2) Uani 1 1 d . . .
C22 C 1.0185(15) 0.1970(5) 0.6597(11) 0.163(6) Uani 1 1 d . . .
H22A H 1.1016 0.2059 0.6536 0.244 Uiso 1 1 calc R . .
H22B H 0.9710 0.2287 0.6618 0.244 Uiso 1 1 calc R . .
H22C H 0.9609 0.1762 0.5854 0.244 Uiso 1 1 calc R . .
C23 C 0.9156(11) 0.1565(4) 0.8601(10) 0.115(4) Uani 1 1 d . . .
H23A H 0.8358 0.1442 0.7858 0.173 Uiso 1 1 calc R . .
H23B H 0.9000 0.1918 0.8809 0.173 Uiso 1 1 calc R . .
H23C H 0.9336 0.1339 0.9333 0.173 Uiso 1 1 calc R . .
C24 C 1.2053(17) 0.1822(6) 0.9395(17) 0.211(9) Uani 1 1 d D . .
C26 C 1.1948(16) 0.2486(5) 0.9402(13) 0.168(6) Uani 1 1 d . . .
H26A H 1.2842 0.2630 0.9922 0.253 Uiso 1 1 calc R . .
H26B H 1.1333 0.2588 0.9764 0.253 Uiso 1 1 calc R . .
H26C H 1.1610 0.2615 0.8525 0.253 Uiso 1 1 calc R . .
C27 C 1.3352(13) 0.1766(6) 0.9041(15) 0.191(7) Uani 1 1 d . . .
H27A H 1.3197 0.1981 0.8296 0.287 Uiso 1 1 calc R . .
H27B H 1.3448 0.1405 0.8846 0.287 Uiso 1 1 calc R . .
H27C H 1.4175 0.1879 0.9772 0.287 Uiso 1 1 calc R . .
C25 C 1.2348(17) 0.1548(6) 1.0820(12) 0.202(8) Uani 1 1 d D . .
H25A H 1.3242 0.1388 1.1191 0.304 Uiso 1 1 calc R . .
H25B H 1.1665 0.1284 1.0688 0.304 Uiso 1 1 calc R . .
H25C H 1.2308 0.1813 1.1402 0.304 Uiso 1 1 calc R . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
S1 C21 1.613(9) . ?
Si1 O3 1.638(7) . ?
Si1 C24 1.668(16) . ?
Si1 C23 1.834(9) . ?
Si1 C22 1.991(10) . ?
O1 C18 1.190(9) . ?
O2 C18 1.295(10) . ?
O2 C19 1.446(11) . ?
O3 C20 1.390(9) . ?
N1 C7 1.429(10) . ?
N1 C16 1.440(9) . ?
N1 C8 1.464(10) . ?
N2 C21 1.333(10) . ?
N2 C16 1.453(10) . ?
N2 C9 1.465(10) . ?
C1 C2 1.3900 . ?
C1 C6 1.3900 . ?
C1 H1 0.9300 . ?
C2 C3 1.3900 . ?
C2 H2 0.9300 . ?
C3 C4 1.3900 . ?
C3 H3 0.9300 . ?
C4 C5 1.3900 . ?
C4 H4 0.9300 . ?
C5 C6 1.3900 . ?
C5 H5 0.9300 . ?
C6 C7 1.510(10) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.506(12) . ?
C8 H8 0.9300 . ?
C9 C10 1.487(10) . ?
C9 H9 0.9800 . ?
C10 C11 1.3900 . ?
C10 C15 1.3900 . ?
C11 C12 1.3900 . ?
C11 H11 0.9300 . ?
C12 C13 1.3900 . ?
C12 H12 0.9300 . ?
C13 C14 1.3900 . ?
C13 H13 0.9300 . ?
C14 C15 1.3900 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C17 1.514(11) . ?
C16 H16 0.9800 . ?
C17 C18 1.486(12) . ?
C17 C20 1.543(11) . ?
C17 H17 0.9800 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.520(11) . ?
C20 H20 0.9800 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C27 1.630(18) . ?
C24 C26 1.690(19) . ?
C24 C25 1.664(15) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
 
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
O3 Si1 C24 107.1(6) . . ?
O3 Si1 C23 110.9(4) . . ?
C24 Si1 C23 113.6(7) . . ?
O3 Si1 C22 108.3(5) . . ?
C24 Si1 C22 107.6(9) . . ?
C23 Si1 C22 109.2(6) . . ?
C18 O2 C19 117.7(8) . . ?
C20 O3 Si1 130.6(5) . . ?
C7 N1 C16 112.9(7) . . ?
C7 N1 C8 115.6(8) . . ?
C16 N1 C8 102.8(7) . . ?
C21 N2 C16 115.9(8) . . ?
C21 N2 C9 127.6(8) . . ?
C16 N2 C9 111.1(8) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 H1 120.0 . . ?
C6 C1 H1 120.0 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 120.0 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 120.0 . . ?
C5 C6 C7 120.2(7) . . ?
C1 C6 C7 119.8(7) . . ?
N1 C7 C6 112.9(7) . . ?
N1 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
N1 C8 C9 105.1(8) . . ?
N1 C8 H8 127.4 . . ?
C9 C8 H8 127.4 . . ?
N2 C9 C10 115.5(7) . . ?
N2 C9 C8 100.5(8) . . ?
C10 C9 C8 114.3(8) . . ?
N2 C9 H9 108.7 . . ?
C10 C9 H9 108.7 . . ?
C8 C9 H9 108.7 . . ?
C11 C10 C15 120.0 . . ?
C11 C10 C9 122.1(6) . . ?
C15 C10 C9 117.9(6) . . ?
C12 C11 C10 120.0 . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 120.0 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.0 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C10 120.0 . . ?
C14 C15 H15 120.0 . . ?
C10 C15 H15 120.0 . . ?
N1 C16 N2 103.2(7) . . ?
N1 C16 C17 118.7(7) . . ?
N2 C16 C17 102.4(7) . . ?
N1 C16 H16 110.6 . . ?
N2 C16 H16 110.6 . . ?
C17 C16 H16 110.6 . . ?
C18 C17 C16 116.0(8) . . ?
C18 C17 C20 113.4(7) . . ?
C16 C17 C20 102.1(7) . . ?
C18 C17 H17 108.3 . . ?
C16 C17 H17 108.3 . . ?
C20 C17 H17 108.3 . . ?
O1 C18 O2 123.8(9) . . ?
O1 C18 C17 124.6(9) . . ?
O2 C18 C17 111.6(8) . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 C21 114.1(8) . . ?
O3 C20 C17 112.5(7) . . ?
C21 C20 C17 102.8(7) . . ?
O3 C20 H20 109.1 . . ?
C21 C20 H20 109.1 . . ?
C17 C20 H20 109.1 . . ?
N2 C21 C20 104.9(7) . . ?
N2 C21 S1 128.2(8) . . ?
C20 C21 S1 126.8(8) . . ?
Si1 C22 H22A 109.5 . . ?
Si1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Si1 C23 H23A 109.5 . . ?
Si1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C27 C24 C26 98.9(13) . . ?
C27 C24 Si1 110.9(9) . . ?
C26 C24 Si1 111.3(10) . . ?
C27 C24 C25 112.8(13) . . ?
C26 C24 C25 113.4(10) . . ?
Si1 C24 C25 109.4(13) . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
 
_diffrn_measured_fraction_theta_max    0.985
_diffrn_reflns_theta_full              23.16
_diffrn_measured_fraction_theta_full   0.985
_refine_diff_density_max    0.816
_refine_diff_density_min   -0.636
_refine_diff_density_rms    0.057
