 
data_2007src1050 
#Dr Adrian Dobbs
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C20 H29 N O2 S' 
_chemical_formula_weight          347.50 
 
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' 
 
_symmetry_cell_setting         Monoclinic
_symmetry_space_group_name_H-M    P21/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                    7.7257(2) 
_cell_length_b                    21.1223(7) 
_cell_length_c                    11.5315(2) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  96.654(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      1869.09(9) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     20793
_cell_measurement_theta_min       2.91 
_cell_measurement_theta_max       27.48 
 
_exptl_crystal_description        Block
_exptl_crystal_colour             Colourless 
_exptl_crystal_size_max           0.26 
_exptl_crystal_size_mid           0.06 
_exptl_crystal_size_min           0.02 
_exptl_crystal_density_meas     'not measured' 
_exptl_crystal_density_diffrn     1.235 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              752 
_exptl_absorpt_coefficient_mu     0.185 
_exptl_absorpt_correction_type    Multi-scan
_exptl_absorpt_correction_T_min   0.9535 
_exptl_absorpt_correction_T_max   0.9963 
_exptl_absorpt_process_details    'SADABS V2.10 (Sheldrick, G.M., 2003)'
 
_exptl_special_details 
; 
 SADABS was used to perform the Absorption correction 
Parameter refinement on 17847 reflections reduced R(int) from 0.1638 to 0.0546 
Ratio of minimum to maximum apparent transmission: 0.838105 
The given Tmin and Tmax were generated using the SHELX SIZE command 
; 
 
_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    '10cm confocal mirrors'
_diffrn_measurement_device_type  
'Bruker-Nonius APEX II CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   '4096x4096pixels / 62x62mm'
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             20906 
_diffrn_reflns_av_R_equivalents   0.0585 
_diffrn_reflns_av_sigmaI/netI     0.0478 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -27 
_diffrn_reflns_limit_k_max        27 
_diffrn_reflns_limit_l_min        -11 
_diffrn_reflns_limit_l_max        14 
_diffrn_reflns_theta_min          3.17 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              4239 
_reflns_number_gt                 3244 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        
'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
#Although determined using DirAx, the cell is refined in the HKL
#package during data reduction
_computing_data_reduction         
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 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)+(0.0581P)²+4.3447P] 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          4239 
_refine_ls_number_parameters      218 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0950 
_refine_ls_R_factor_gt            0.0678 
_refine_ls_wR_factor_ref          0.1737 
_refine_ls_wR_factor_gt           0.1531 
_refine_ls_goodness_of_fit_ref    0.965 
_refine_ls_restrained_S_all       0.965 
_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 
S1 S 0.34207(9) 0.30956(4) 0.37340(6) 0.02796(19) Uani 1 1 d . . . 
O1 O 0.2761(3) 0.33131(10) 0.47738(17) 0.0315(5) Uani 1 1 d . . . 
O2 O 0.2662(3) 0.33121(11) 0.26055(17) 0.0343(5) Uani 1 1 d . . . 
N1 N 0.5468(3) 0.32866(13) 0.3844(2) 0.0306(5) Uani 1 1 d . . . 
C1 C 0.6572(3) 0.32435(14) 0.4997(2) 0.0278(6) Uani 1 1 d . . . 
H1 H 0.6000 0.2957 0.5502 0.033 Uiso 1 1 calc R . . 
C2 C 0.8261(4) 0.29201(16) 0.4682(3) 0.0347(7) Uani 1 1 d . . . 
H2 H 0.9276 0.3086 0.5177 0.042 Uiso 1 1 calc R . . 
C3 C 0.8349(4) 0.31084(18) 0.3407(3) 0.0390(7) Uani 1 1 d . . . 
H3A H 0.8869 0.3524 0.3357 0.047 Uiso 1 1 calc R . . 
H3B H 0.9026 0.2804 0.3019 0.047 Uiso 1 1 calc R . . 
C4 C 0.6453(4) 0.31115(17) 0.2861(2) 0.0356(7) Uani 1 1 d . . . 
H4A H 0.6272 0.3420 0.2236 0.043 Uiso 1 1 calc R . . 
H4B H 0.6105 0.2697 0.2555 0.043 Uiso 1 1 calc R . . 
C5 C 0.8153(4) 0.22172(16) 0.4819(3) 0.0346(7) Uani 1 1 d . . . 
H5 H 0.7229 0.2011 0.4388 0.042 Uiso 1 1 calc R . . 
C6 C 0.9248(4) 0.18665(16) 0.5494(3) 0.0359(7) Uani 1 1 d . . . 
H6 H 1.0182 0.2069 0.5923 0.043 Uiso 1 1 calc R . . 
C7 C 0.9104(5) 0.11655(17) 0.5625(3) 0.0441(8) Uani 1 1 d . . . 
H7A H 0.8019 0.1023 0.5219 0.066 Uiso 1 1 calc R . . 
H7B H 0.9147 0.1060 0.6438 0.066 Uiso 1 1 calc R . . 
H7C H 1.0053 0.0963 0.5302 0.066 Uiso 1 1 calc R . . 
C8 C 0.6758(4) 0.38934(15) 0.5586(2) 0.0308(6) Uani 1 1 d . . . 
H8 H 0.5576 0.4038 0.5679 0.037 Uiso 1 1 calc R . . 
C9 C 0.7581(4) 0.44053(16) 0.4890(3) 0.0374(7) Uani 1 1 d . . . 
H9A H 0.8765 0.4284 0.4789 0.045 Uiso 1 1 calc R . . 
H9B H 0.6929 0.4441 0.4122 0.045 Uiso 1 1 calc R . . 
C10 C 0.7602(5) 0.50425(17) 0.5502(3) 0.0440(8) Uani 1 1 d . . . 
H10A H 0.6415 0.5180 0.5551 0.053 Uiso 1 1 calc R . . 
H10B H 0.8160 0.5354 0.5051 0.053 Uiso 1 1 calc R . . 
C11 C 0.8579(5) 0.50013(17) 0.6728(3) 0.0453(8) Uani 1 1 d . . . 
H11A H 0.9798 0.4909 0.6675 0.054 Uiso 1 1 calc R . . 
H11B H 0.8512 0.5406 0.7119 0.054 Uiso 1 1 calc R . . 
C12 C 0.7808(5) 0.44861(18) 0.7437(3) 0.0486(9) Uani 1 1 d . . . 
H12A H 0.8506 0.4447 0.8189 0.058 Uiso 1 1 calc R . . 
H12B H 0.6638 0.4607 0.7575 0.058 Uiso 1 1 calc R . . 
C13 C 0.7744(4) 0.38484(16) 0.6817(3) 0.0379(7) Uani 1 1 d . . . 
H13A H 0.7173 0.3541 0.7270 0.045 Uiso 1 1 calc R . . 
H13B H 0.8922 0.3702 0.6765 0.045 Uiso 1 1 calc R . . 
C14 C 0.3291(4) 0.22612(14) 0.3715(2) 0.0284(6) Uani 1 1 d . . . 
C15 C 0.3516(4) 0.19288(15) 0.4764(2) 0.0314(6) Uani 1 1 d . . . 
H15 H 0.3691 0.2145 0.5470 0.038 Uiso 1 1 calc R . . 
C16 C 0.3476(4) 0.12741(15) 0.4747(3) 0.0351(7) Uani 1 1 d . . . 
H16 H 0.3628 0.1053 0.5449 0.042 Uiso 1 1 calc R . . 
C17 C 0.3213(4) 0.09367(16) 0.3698(3) 0.0350(7) Uani 1 1 d . . . 
C18 C 0.2998(4) 0.12802(16) 0.2665(3) 0.0368(7) Uani 1 1 d . . . 
H18 H 0.2822 0.1064 0.1959 0.044 Uiso 1 1 calc R . . 
C19 C 0.3039(4) 0.19328(16) 0.2658(2) 0.0331(7) Uani 1 1 d . . . 
H19 H 0.2900 0.2153 0.1954 0.040 Uiso 1 1 calc R . . 
C20 C 0.3098(5) 0.02282(17) 0.3687(3) 0.0486(9) Uani 1 1 d . . . 
H20A H 0.1919 0.0088 0.3448 0.058 Uiso 1 1 d R . . 
H20B H 0.3427 0.0088 0.4524 0.058 Uiso 1 1 d R . . 
H20C H 0.3919 0.0045 0.3216 0.058 Uiso 1 1 d 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 
S1 O1 1.432(2) . ? 
S1 O2 1.439(2) . ? 
S1 N1 1.623(2) . ? 
S1 C14 1.765(3) . ? 
N1 C4 1.483(4) . ? 
N1 C1 1.497(3) . ? 
C1 C8 1.531(4) . ? 
C1 C2 1.553(4) . ? 
C1 H1 0.9800 . ? 
C2 C5 1.496(5) . ? 
C2 C3 1.533(4) . ? 
C2 H2 0.9800 . ? 
C3 C4 1.526(4) . ? 
C3 H3A 0.9700 . ? 
C3 H3B 0.9700 . ? 
C4 H4A 0.9700 . ? 
C4 H4B 0.9700 . ? 
C5 C6 1.310(4) . ? 
C5 H5 0.9300 . ? 
C6 C7 1.494(5) . ? 
C6 H6 0.9300 . ? 
C7 H7A 0.9600 . ? 
C7 H7B 0.9600 . ? 
C7 H7C 0.9600 . ? 
C8 C9 1.529(4) . ? 
C8 C13 1.534(4) . ? 
C8 H8 0.9800 . ? 
C9 C10 1.519(5) . ? 
C9 H9A 0.9700 . ? 
C9 H9B 0.9700 . ? 
C10 C11 1.526(4) . ? 
C10 H10A 0.9700 . ? 
C10 H10B 0.9700 . ? 
C11 C12 1.524(5) . ? 
C11 H11A 0.9700 . ? 
C11 H11B 0.9700 . ? 
C12 C13 1.523(5) . ? 
C12 H12A 0.9700 . ? 
C12 H12B 0.9700 . ? 
C13 H13A 0.9700 . ? 
C13 H13B 0.9700 . ? 
C14 C15 1.391(4) . ? 
C14 C19 1.397(4) . ? 
C15 C16 1.383(4) . ? 
C15 H15 0.9300 . ? 
C16 C17 1.398(4) . ? 
C16 H16 0.9300 . ? 
C17 C18 1.389(4) . ? 
C17 C20 1.499(5) . ? 
C18 C19 1.379(5) . ? 
C18 H18 0.9300 . ? 
C19 H19 0.9300 . ? 
C20 H20A 0.9667 . ? 
C20 H20B 1.0140 . ? 
C20 H20C 0.9623 . ? 
 
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 S1 O2 120.56(13) . . ? 
O1 S1 N1 107.05(12) . . ? 
O2 S1 N1 106.42(12) . . ? 
O1 S1 C14 107.78(13) . . ? 
O2 S1 C14 106.85(13) . . ? 
N1 S1 C14 107.60(14) . . ? 
C4 N1 C1 112.0(2) . . ? 
C4 N1 S1 117.38(19) . . ? 
C1 N1 S1 120.24(18) . . ? 
N1 C1 C8 110.7(2) . . ? 
N1 C1 C2 103.1(2) . . ? 
C8 C1 C2 117.4(2) . . ? 
N1 C1 H1 108.4 . . ? 
C8 C1 H1 108.4 . . ? 
C2 C1 H1 108.4 . . ? 
C5 C2 C3 111.6(3) . . ? 
C5 C2 C1 110.7(2) . . ? 
C3 C2 C1 104.0(2) . . ? 
C5 C2 H2 110.1 . . ? 
C3 C2 H2 110.1 . . ? 
C1 C2 H2 110.1 . . ? 
C4 C3 C2 104.4(2) . . ? 
C4 C3 H3A 110.9 . . ? 
C2 C3 H3A 110.9 . . ? 
C4 C3 H3B 110.9 . . ? 
C2 C3 H3B 110.9 . . ? 
H3A C3 H3B 108.9 . . ? 
N1 C4 C3 103.8(2) . . ? 
N1 C4 H4A 111.0 . . ? 
C3 C4 H4A 111.0 . . ? 
N1 C4 H4B 111.0 . . ? 
C3 C4 H4B 111.0 . . ? 
H4A C4 H4B 109.0 . . ? 
C6 C5 C2 125.7(3) . . ? 
C6 C5 H5 117.1 . . ? 
C2 C5 H5 117.1 . . ? 
C5 C6 C7 124.7(3) . . ? 
C5 C6 H6 117.6 . . ? 
C7 C6 H6 117.6 . . ? 
C6 C7 H7A 109.5 . . ? 
C6 C7 H7B 109.5 . . ? 
H7A C7 H7B 109.5 . . ? 
C6 C7 H7C 109.5 . . ? 
H7A C7 H7C 109.5 . . ? 
H7B C7 H7C 109.5 . . ? 
C9 C8 C1 115.1(2) . . ? 
C9 C8 C13 109.7(2) . . ? 
C1 C8 C13 111.5(2) . . ? 
C9 C8 H8 106.7 . . ? 
C1 C8 H8 106.7 . . ? 
C13 C8 H8 106.7 . . ? 
C10 C9 C8 111.4(3) . . ? 
C10 C9 H9A 109.3 . . ? 
C8 C9 H9A 109.3 . . ? 
C10 C9 H9B 109.3 . . ? 
C8 C9 H9B 109.3 . . ? 
H9A C9 H9B 108.0 . . ? 
C9 C10 C11 111.0(3) . . ? 
C9 C10 H10A 109.4 . . ? 
C11 C10 H10A 109.4 . . ? 
C9 C10 H10B 109.4 . . ? 
C11 C10 H10B 109.4 . . ? 
H10A C10 H10B 108.0 . . ? 
C12 C11 C10 110.8(3) . . ? 
C12 C11 H11A 109.5 . . ? 
C10 C11 H11A 109.5 . . ? 
C12 C11 H11B 109.5 . . ? 
C10 C11 H11B 109.5 . . ? 
H11A C11 H11B 108.1 . . ? 
C13 C12 C11 111.9(3) . . ? 
C13 C12 H12A 109.2 . . ? 
C11 C12 H12A 109.2 . . ? 
C13 C12 H12B 109.2 . . ? 
C11 C12 H12B 109.2 . . ? 
H12A C12 H12B 107.9 . . ? 
C12 C13 C8 111.4(3) . . ? 
C12 C13 H13A 109.3 . . ? 
C8 C13 H13A 109.3 . . ? 
C12 C13 H13B 109.3 . . ? 
C8 C13 H13B 109.3 . . ? 
H13A C13 H13B 108.0 . . ? 
C15 C14 C19 119.9(3) . . ? 
C15 C14 S1 119.5(2) . . ? 
C19 C14 S1 120.6(2) . . ? 
C16 C15 C14 119.5(3) . . ? 
C16 C15 H15 120.3 . . ? 
C14 C15 H15 120.3 . . ? 
C15 C16 C17 121.5(3) . . ? 
C15 C16 H16 119.2 . . ? 
C17 C16 H16 119.2 . . ? 
C18 C17 C16 117.8(3) . . ? 
C18 C17 C20 120.8(3) . . ? 
C16 C17 C20 121.3(3) . . ? 
C19 C18 C17 121.8(3) . . ? 
C19 C18 H18 119.1 . . ? 
C17 C18 H18 119.1 . . ? 
C18 C19 C14 119.5(3) . . ? 
C18 C19 H19 120.3 . . ? 
C14 C19 H19 120.3 . . ? 
C17 C20 H20A 111.3 . . ? 
C17 C20 H20B 106.0 . . ? 
H20A C20 H20B 107.8 . . ? 
C17 C20 H20C 111.3 . . ? 
H20A C20 H20C 112.1 . . ? 
H20B C20 H20C 108.1 . . ? 
 
_diffrn_measured_fraction_theta_max    0.993 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.993 
_refine_diff_density_max    0.680 
_refine_diff_density_min   -0.369 
_refine_diff_density_rms    0.062 
