data_02sot033
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 Lee Patient
;
_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                    9.4824(2)
_cell_length_b                    22.6655(6)
_cell_length_c                    10.0368(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  116.1400(10)
_cell_angle_gamma                 90.00
_cell_volume                      1936.51(9)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     8192
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        block
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.34
_exptl_crystal_size_mid           0.18
_exptl_crystal_size_min           0.10
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.250
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              784
_exptl_absorpt_coefficient_mu     0.242
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9223
_exptl_absorpt_correction_T_max   0.9762
_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 scan'
_diffrn_detector_area_resol_mean  9.091
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             12067
_diffrn_reflns_av_R_equivalents   0.0682
_diffrn_reflns_av_sigmaI/netI     0.0607
_diffrn_reflns_limit_h_min        -12
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_k_min        -25
_diffrn_reflns_limit_k_max        29
_diffrn_reflns_limit_l_min        -13
_diffrn_reflns_limit_l_max        13
_diffrn_reflns_theta_min          2.99
_diffrn_reflns_theta_max          27.49
_reflns_number_total              4341
_reflns_number_gt                 3436
_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)+(0.0820P)²+0.3863P] 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(17)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          4341
_refine_ls_number_parameters      226
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0647
_refine_ls_R_factor_gt            0.0474
_refine_ls_wR_factor_ref          0.1348
_refine_ls_wR_factor_gt           0.1236
_refine_ls_goodness_of_fit_ref    1.006
_refine_ls_restrained_S_all       1.006
_refine_ls_shift/su_max           0.641
_refine_ls_shift/su_mean          0.004
 
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
C11 C 0.3395(2) 0.10254(9) 0.8002(2) 0.0266(4) Uani 1 1 d . . .
H11A H 0.4110 0.1053 0.9024 0.032 Uiso 1 1 calc R . .
H11B H 0.2482 0.0787 0.7698 0.032 Uiso 1 1 calc R . .
C1 C -0.2714(3) 0.04432(12) 0.0342(2) 0.0353(5) Uani 1 1 d . . .
H1A H -0.3083 0.0674 0.0953 0.053 Uiso 1 1 calc R . .
H1B H -0.3012 0.0029 0.0336 0.053 Uiso 1 1 calc R . .
H1C H -0.3193 0.0596 -0.0675 0.053 Uiso 1 1 calc R . .
C2 C -0.0952(2) 0.04900(10) 0.0975(2) 0.0246(4) Uani 1 1 d . . .
C3 C -0.0245(3) 0.10019(9) 0.0789(2) 0.0286(5) Uani 1 1 d . . .
H3 H -0.0886 0.1320 0.0229 0.034 Uiso 1 1 calc R . .
C4 C 0.1377(3) 0.10572(9) 0.1407(2) 0.0262(4) Uani 1 1 d . . .
H4 H 0.1844 0.1406 0.1257 0.031 Uiso 1 1 calc R . .
C5 C 0.2308(2) 0.05958(8) 0.2246(2) 0.0187(4) Uani 1 1 d . . .
C6 C 0.1640(2) 0.00797(8) 0.2446(2) 0.0212(4) Uani 1 1 d . . .
H6 H 0.2284 -0.0235 0.3018 0.025 Uiso 1 1 calc R . .
C7 C 0.0015(2) 0.00309(9) 0.1796(2) 0.0239(4) Uani 1 1 d . . .
H7 H -0.0449 -0.0325 0.1914 0.029 Uiso 1 1 calc R . .
C8 C 0.4704(2) 0.19430(8) 0.5716(2) 0.0207(4) Uani 1 1 d . . .
H8 H 0.5695 0.2019 0.5623 0.025 Uiso 1 1 calc R . .
C9 C 0.5056(2) 0.17172(9) 0.7283(2) 0.0225(4) Uani 1 1 d . . .
H9A H 0.6056 0.1495 0.7725 0.027 Uiso 1 1 calc R . .
H9B H 0.5112 0.2048 0.7948 0.027 Uiso 1 1 calc R . .
C10 C 0.3671(2) 0.13176(8) 0.7009(2) 0.0197(4) Uani 1 1 d . . .
C12 C 0.2658(2) 0.13006(8) 0.5332(2) 0.0178(4) Uani 1 1 d . . .
H12 H 0.2196 0.0900 0.4996 0.021 Uiso 1 1 calc R . .
C13 C 0.1375(2) 0.17809(8) 0.4800(2) 0.0188(4) Uani 1 1 d . . .
H13 H 0.1026 0.1817 0.3706 0.023 Uiso 1 1 calc R . .
C14 C 0.2134(2) 0.23795(8) 0.5459(2) 0.0213(4) Uani 1 1 d . . .
H14A H 0.1373 0.2700 0.4960 0.026 Uiso 1 1 calc R . .
H14B H 0.2388 0.2389 0.6527 0.026 Uiso 1 1 calc R . .
C15 C 0.3638(2) 0.24893(8) 0.5277(2) 0.0230(4) Uani 1 1 d . . .
H15A H 0.3355 0.2592 0.4231 0.028 Uiso 1 1 calc R . .
H15B H 0.4216 0.2827 0.5906 0.028 Uiso 1 1 calc R . .
C16 C -0.0287(3) 0.18020(11) 0.6896(2) 0.0339(5) Uani 1 1 d . . .
H16A H -0.0136 0.2229 0.7050 0.051 Uiso 1 1 calc R . .
H16B H 0.0616 0.1595 0.7657 0.051 Uiso 1 1 calc R . .
H16C H -0.1246 0.1684 0.6967 0.051 Uiso 1 1 calc R . .
C17 C -0.0944(2) 0.08091(9) 0.4644(2) 0.0236(4) Uani 1 1 d . . .
H17A H -0.1954 0.0727 0.4656 0.035 Uiso 1 1 calc R . .
H17B H -0.0119 0.0573 0.5412 0.035 Uiso 1 1 calc R . .
H17C H -0.1010 0.0707 0.3670 0.035 Uiso 1 1 calc R . .
C18 C -0.2078(2) 0.20595(10) 0.3609(3) 0.0330(5) Uani 1 1 d . . .
H18A H -0.2157 0.1976 0.2621 0.049 Uiso 1 1 calc R . .
H18B H -0.1850 0.2479 0.3837 0.049 Uiso 1 1 calc R . .
H18C H -0.3074 0.1960 0.3630 0.049 Uiso 1 1 calc R . .
N1 N 0.47818(18) 0.09669(7) 0.48158(18) 0.0189(3) Uani 1 1 d . . .
N2 N 0.37739(18) 0.14601(6) 0.47049(17) 0.0184(3) Uani 1 1 d . . .
O1 O 0.51214(15) 0.01250(6) 0.34516(15) 0.0227(3) Uani 1 1 d . . .
O2 O 0.47692(17) 0.11237(6) 0.23424(15) 0.0260(3) Uani 1 1 d . . .
Si1 Si -0.04680(6) 0.16079(2) 0.50165(6) 0.02014(16) Uani 1 1 d . . .
S1 S 0.43646(5) 0.069347(19) 0.31572(5) 0.01837(15) Uani 1 1 d . . .
H1 H 0.472(3) 0.0699(12) 0.532(3) 0.038(7) Uiso 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
C11 C10 1.316(3) . ?
C11 H11A 0.9500 . ?
C11 H11B 0.9500 . ?
C1 C2 1.507(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.393(3) . ?
C2 C7 1.392(3) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(3) . ?
C5 S1 1.7656(19) . ?
C6 C7 1.388(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 N2 1.489(2) . ?
C8 C15 1.535(3) . ?
C8 C9 1.544(3) . ?
C8 H8 1.0000 . ?
C9 C10 1.517(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C12 1.527(3) . ?
C12 N2 1.495(2) . ?
C12 C13 1.542(2) . ?
C12 H12 1.0000 . ?
C13 C14 1.542(3) . ?
C13 Si1 1.8950(19) . ?
C13 H13 1.0000 . ?
C14 C15 1.536(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 Si1 1.870(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 Si1 1.864(2) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 Si1 1.864(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N1 N2 1.443(2) . ?
N1 S1 1.6527(16) . ?
N1 H1 0.81(3) . ?
O1 S1 1.4407(14) . ?
O2 S1 1.4294(13) . ?
 
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
C10 C11 H11A 120.0 . . ?
C10 C11 H11B 120.0 . . ?
H11A C11 H11B 120.0 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C7 118.14(18) . . ?
C3 C2 C1 120.8(2) . . ?
C7 C2 C1 121.1(2) . . ?
C4 C3 C2 121.30(19) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 119.11(19) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 120.98(18) . . ?
C6 C5 S1 120.11(15) . . ?
C4 C5 S1 118.80(15) . . ?
C5 C6 C7 118.84(18) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C6 C7 C2 121.61(19) . . ?
C6 C7 H7 119.2 . . ?
C2 C7 H7 119.2 . . ?
N2 C8 C15 106.29(15) . . ?
N2 C8 C9 104.35(14) . . ?
C15 C8 C9 112.29(15) . . ?
N2 C8 H8 111.2 . . ?
C15 C8 H8 111.2 . . ?
C9 C8 H8 111.2 . . ?
C10 C9 C8 103.40(15) . . ?
C10 C9 H9A 111.1 . . ?
C8 C9 H9A 111.1 . . ?
C10 C9 H9B 111.1 . . ?
C8 C9 H9B 111.1 . . ?
H9A C9 H9B 109.0 . . ?
C11 C10 C9 127.46(18) . . ?
C11 C10 C12 125.73(18) . . ?
C9 C10 C12 106.79(15) . . ?
N2 C12 C10 103.85(14) . . ?
N2 C12 C13 106.27(14) . . ?
C10 C12 C13 112.40(14) . . ?
N2 C12 H12 111.3 . . ?
C10 C12 H12 111.3 . . ?
C13 C12 H12 111.3 . . ?
C14 C13 C12 108.97(15) . . ?
C14 C13 Si1 114.35(12) . . ?
C12 C13 Si1 116.15(12) . . ?
C14 C13 H13 105.5 . . ?
C12 C13 H13 105.5 . . ?
Si1 C13 H13 105.5 . . ?
C15 C14 C13 111.94(15) . . ?
C15 C14 H14A 109.2 . . ?
C13 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C8 C15 C14 111.31(15) . . ?
C8 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C8 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
Si1 C16 H16A 109.5 . . ?
Si1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si1 C17 H17A 109.5 . . ?
Si1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si1 C18 H18A 109.5 . . ?
Si1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 N1 S1 110.88(12) . . ?
N2 N1 H1 113.3(18) . . ?
S1 N1 H1 107.6(18) . . ?
N1 N2 C8 110.11(14) . . ?
N1 N2 C12 110.37(13) . . ?
C8 N2 C12 101.98(13) . . ?
C17 Si1 C18 109.66(10) . . ?
C17 Si1 C16 109.71(10) . . ?
C18 Si1 C16 108.41(11) . . ?
C17 Si1 C13 109.41(9) . . ?
C18 Si1 C13 106.76(9) . . ?
C16 Si1 C13 112.81(9) . . ?
O2 S1 O1 119.50(8) . . ?
O2 S1 N1 108.36(9) . . ?
O1 S1 N1 104.61(8) . . ?
O2 S1 C5 107.64(9) . . ?
O1 S1 C5 109.32(8) . . ?
N1 S1 C5 106.74(8) . . ?
 
_diffrn_measured_fraction_theta_max    0.974
_diffrn_reflns_theta_full              27.49
_diffrn_measured_fraction_theta_full   0.974
_refine_diff_density_max    0.609
_refine_diff_density_min   -0.603
_refine_diff_density_rms    0.068
