data_01sot003
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C18 H28 N2 O2 S Si'
_chemical_formula_weight          364.57
 
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'
 'S'  'S'   0.1246   0.1234
 '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
 
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                    14.291(3)
_cell_length_b                    11.709(2)
_cell_length_c                    13.341(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  115.86(3)
_cell_angle_gamma                 90.00
_cell_volume                      2008.9(7)
_cell_formula_units_Z             4
_cell_measurement_temperature     150(2)
_cell_measurement_reflns_used     35413
_cell_measurement_theta_min       1.02
_cell_measurement_theta_max       30.51
 
_exptl_crystal_description        plate
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.16
_exptl_crystal_size_mid           0.12
_exptl_crystal_size_min           0.04
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.205
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              784
_exptl_absorpt_coefficient_mu     0.233
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9637
_exptl_absorpt_correction_T_max   0.9907
_exptl_absorpt_process_details    'SORTAV (Blessing, 1997)'
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature       150(2)
_diffrn_radiation_wavelength      0.71073
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Nonius FR591 rotating anode'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device_type   'Nonius KappaCCD Area Detector'
_diffrn_measurement_method        'φ and ω scans to fill Ewald Sphere'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             9715
_diffrn_reflns_av_R_equivalents   0.0857
_diffrn_reflns_av_sigmaI/netI     0.1025
_diffrn_reflns_limit_h_min        -16
_diffrn_reflns_limit_h_max        17
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_l_min        -16
_diffrn_reflns_limit_l_max        15
_diffrn_reflns_theta_min          2.35
_diffrn_reflns_theta_max          27.49
_reflns_number_total              3752
_reflns_number_gt                 2320
_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     'CAMERON (Watkin, Pearce 1995)'
_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)+(0.1126P)²+0.0935P] 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        0.0043(18)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          3752
_refine_ls_number_parameters      223
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1251
_refine_ls_R_factor_gt            0.0691
_refine_ls_wR_factor_ref          0.1942
_refine_ls_wR_factor_gt           0.1625
_refine_ls_goodness_of_fit_ref    1.010
_refine_ls_restrained_S_all       1.010
_refine_ls_shift/su_max           0.011
_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
C1 C -0.1793(3) 0.0215(4) 0.3909(4) 0.0450(11) Uani 1 1 d . . .
H1A H -0.1488 0.0600 0.4634 0.067 Uiso 1 1 calc R . .
H1B H -0.1786 -0.0613 0.4021 0.067 Uiso 1 1 calc R . .
H1C H -0.2512 0.0475 0.3483 0.067 Uiso 1 1 calc R . .
C2 C -0.1173(3) 0.0496(3) 0.3281(3) 0.0326(9) Uani 1 1 d . . .
C3 C -0.0284(3) 0.1171(3) 0.3750(3) 0.0378(10) Uani 1 1 d . . .
H3 H -0.0056 0.1445 0.4489 0.045 Uiso 1 1 calc R . .
C4 C 0.0277(3) 0.1451(3) 0.3154(3) 0.0335(9) Uani 1 1 d . . .
H4 H 0.0881 0.1916 0.3485 0.040 Uiso 1 1 calc R . .
C5 C -0.0045(3) 0.1053(3) 0.2083(3) 0.0273(8) Uani 1 1 d . . .
C6 C -0.0931(3) 0.0358(3) 0.1597(3) 0.0310(9) Uani 1 1 d . . .
H6 H -0.1153 0.0074 0.0862 0.037 Uiso 1 1 calc R . .
C7 C -0.1472(3) 0.0096(3) 0.2202(3) 0.0364(10) Uani 1 1 d . . .
H7 H -0.2072 -0.0375 0.1872 0.044 Uiso 1 1 calc R . .
C8 C 0.2365(3) -0.0969(3) 0.2888(3) 0.0289(9) Uani 1 1 d . . .
C9 C 0.1439(3) -0.1309(3) 0.3082(3) 0.0370(10) Uani 1 1 d . . .
H9A H 0.1365 -0.0778 0.3610 0.056 Uiso 1 1 calc R . .
H9B H 0.1541 -0.2085 0.3387 0.056 Uiso 1 1 calc R . .
H9C H 0.0810 -0.1286 0.2374 0.056 Uiso 1 1 calc R . .
C10 C 0.3401(3) -0.0883(3) 0.3932(3) 0.0397(10) Uani 1 1 d . . .
H10A H 0.3714 -0.1647 0.4178 0.048 Uiso 1 1 calc R . .
H10B H 0.3311 -0.0510 0.4550 0.048 Uiso 1 1 calc R . .
C11 C 0.4076(3) -0.0143(3) 0.3541(3) 0.0405(11) Uani 1 1 d . . .
H11A H 0.4335 0.0545 0.4012 0.049 Uiso 1 1 calc R . .
H11B H 0.4676 -0.0583 0.3562 0.049 Uiso 1 1 calc R . .
C12 C 0.3325(3) 0.0183(3) 0.2334(3) 0.0314(9) Uani 1 1 d . . .
C13 C 0.3161(3) -0.0896(3) 0.1642(3) 0.0312(9) Uani 1 1 d . . .
C14 C 0.3443(3) -0.1124(4) 0.0847(4) 0.0471(12) Uani 1 1 d . . .
H14A H 0.3251 -0.1829 0.0457 0.057 Uiso 1 1 calc R . .
H14B H 0.3838 -0.0583 0.0662 0.057 Uiso 1 1 calc R . .
C15 C 0.2530(3) -0.1693(3) 0.2008(3) 0.0335(9) Uani 1 1 d . . .
H15A H 0.2919 -0.2402 0.2339 0.040 Uiso 1 1 calc R . .
H15B H 0.1859 -0.1892 0.1376 0.040 Uiso 1 1 calc R . .
C16 C 0.3777(3) 0.2708(4) 0.2887(4) 0.0481(11) Uani 1 1 d . . .
H16A H 0.3959 0.3438 0.2657 0.072 Uiso 1 1 calc R . .
H16B H 0.4303 0.2511 0.3635 0.072 Uiso 1 1 calc R . .
H16C H 0.3096 0.2774 0.2893 0.072 Uiso 1 1 calc R . .
C17 C 0.5071(3) 0.1351(4) 0.2023(5) 0.0602(14) Uani 1 1 d . . .
H17A H 0.5056 0.0777 0.1481 0.090 Uiso 1 1 calc R . .
H17B H 0.5524 0.1086 0.2778 0.090 Uiso 1 1 calc R . .
H17C H 0.5339 0.2073 0.1881 0.090 Uiso 1 1 calc R . .
C18 C 0.2867(3) 0.2019(4) 0.0444(3) 0.0447(11) Uani 1 1 d . . .
H18A H 0.3150 0.2709 0.0261 0.067 Uiso 1 1 calc R . .
H18B H 0.2170 0.2179 0.0378 0.067 Uiso 1 1 calc R . .
H18C H 0.2828 0.1405 -0.0073 0.067 Uiso 1 1 calc R . .
N1 N 0.1458(2) 0.0407(2) 0.1406(2) 0.0240(7) Uani 1 1 d . . .
H1 H 0.1376 -0.0017 0.0829 0.029 Uiso 1 1 calc R . .
N2 N 0.2319(2) 0.0237(2) 0.2464(2) 0.0254(7) Uani 1 1 d . . .
O1 O -0.00923(18) 0.13760(18) 0.0138(2) 0.0293(6) Uani 1 1 d . . .
O2 O 0.12035(18) 0.24305(19) 0.1759(2) 0.0371(7) Uani 1 1 d . . .
Si1 Si 0.37260(8) 0.15719(9) 0.18889(10) 0.0358(4) Uani 1 1 d . . .
S1 S 0.06326(7) 0.14085(7) 0.13027(8) 0.0269(3) Uani 1 1 d . . .
 
 
_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
C1 C2 1.497(5) . ?
C2 C3 1.392(5) . ?
C2 C7 1.392(5) . ?
C3 C4 1.393(5) . ?
C4 C5 1.377(5) . ?
C5 C6 1.403(5) . ?
C5 S1 1.754(4) . ?
C6 C7 1.374(5) . ?
C8 C9 1.508(5) . ?
C8 N2 1.512(4) . ?
C8 C10 1.531(5) . ?
C8 C15 1.548(5) . ?
C10 C11 1.546(5) . ?
C11 C12 1.543(5) . ?
C12 C13 1.522(5) . ?
C12 N2 1.523(4) . ?
C12 Si1 1.903(4) . ?
C13 C14 1.316(6) . ?
C13 C15 1.518(5) . ?
C16 Si1 1.861(4) . ?
C17 Si1 1.870(4) . ?
C18 Si1 1.853(4) . ?
N1 N2 1.424(4) . ?
N1 S1 1.627(3) . ?
O1 S1 1.444(3) . ?
O2 S1 1.427(2) . ?
 
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
C3 C2 C7 117.6(4) . . ?
C3 C2 C1 121.4(4) . . ?
C7 C2 C1 121.0(4) . . ?
C2 C3 C4 121.2(4) . . ?
C5 C4 C3 119.8(4) . . ?
C4 C5 C6 120.2(4) . . ?
C4 C5 S1 120.9(3) . . ?
C6 C5 S1 118.9(3) . . ?
C7 C6 C5 118.9(4) . . ?
C6 C7 C2 122.3(4) . . ?
C9 C8 N2 114.4(3) . . ?
C9 C8 C10 115.8(3) . . ?
N2 C8 C10 98.4(3) . . ?
C9 C8 C15 114.9(3) . . ?
N2 C8 C15 102.9(3) . . ?
C10 C8 C15 108.6(3) . . ?
C8 C10 C11 103.2(3) . . ?
C12 C11 C10 103.8(3) . . ?
C13 C12 N2 101.6(3) . . ?
C13 C12 C11 106.3(3) . . ?
N2 C12 C11 98.8(3) . . ?
C13 C12 Si1 120.5(3) . . ?
N2 C12 Si1 115.3(2) . . ?
C11 C12 Si1 111.7(2) . . ?
C14 C13 C15 124.6(4) . . ?
C14 C13 C12 129.6(4) . . ?
C15 C13 C12 105.7(3) . . ?
C13 C15 C8 102.5(3) . . ?
N2 N1 S1 117.7(2) . . ?
N1 N2 C8 112.3(2) . . ?
N1 N2 C12 110.1(3) . . ?
C8 N2 C12 96.6(2) . . ?
C18 Si1 C16 110.1(2) . . ?
C18 Si1 C17 109.0(2) . . ?
C16 Si1 C17 108.2(2) . . ?
C18 Si1 C12 114.41(17) . . ?
C16 Si1 C12 108.12(19) . . ?
C17 Si1 C12 106.77(19) . . ?
O2 S1 O1 119.33(15) . . ?
O2 S1 N1 108.07(15) . . ?
O1 S1 N1 103.05(14) . . ?
O2 S1 C5 107.87(17) . . ?
O1 S1 C5 108.05(16) . . ?
N1 S1 C5 110.27(15) . . ?
 
_diffrn_measured_fraction_theta_max    0.815
_diffrn_reflns_theta_full              27.49
_diffrn_measured_fraction_theta_full   0.815
_refine_diff_density_max    0.722
_refine_diff_density_min   -0.564
_refine_diff_density_rms    0.086
