data_hama 
  
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C15 H17 N3 O4 S' 
_chemical_formula_weight          335.38 
  
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    P2(1)/n 
  
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
  
_cell_length_a                    9.4553(19) 
_cell_length_b                    12.363(3) 
_cell_length_c                    14.484(3) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  93.16(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      1690.6(6) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     296(2) 
_cell_measurement_reflns_used     3055 
_cell_measurement_theta_min       2.3 
_cell_measurement_theta_max       22.4 
  
_exptl_crystal_description        Parallelepiped 
_exptl_crystal_colour             Colorless 
_exptl_crystal_size_max           0.29 
_exptl_crystal_size_mid           0.22 
_exptl_crystal_size_min           0.16 
_exptl_crystal_density_meas       0 
_exptl_crystal_density_diffrn     1.318 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              704 
_exptl_absorpt_coefficient_mu     0.214 
_exptl_absorpt_correction_type    Multi-scan 
_exptl_absorpt_correction_T_min   0.9406 
_exptl_absorpt_correction_T_max   0.9666 
_exptl_absorpt_process_details    'SADABS (Sheldrick, 1999)' 
  
_exptl_special_details 
; 
 ? 
; 
  
_diffrn_ambient_temperature       296(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'normal-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'CCD area detector' 
_diffrn_measurement_method        'phi and omega scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         1 
_diffrn_reflns_number             10738 
_diffrn_reflns_av_R_equivalents   0.0494 
_diffrn_reflns_av_sigmaI/netI     0.0425 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -13 
_diffrn_reflns_limit_k_max        13 
_diffrn_reflns_limit_l_min        -16 
_diffrn_reflns_limit_l_max        15 
_diffrn_reflns_theta_min          1.41 
_diffrn_reflns_theta_max          23.26 
_reflns_number_total              2429 
_reflns_number_gt                 1919 
_reflns_threshold_expression      >2sigma(I) 
  
_computing_data_collection        'Bruker SMART' 
_computing_cell_refinement        'Bruker SAINT+' 
_computing_data_reduction         'Bruker SAINT+' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
  
_refine_special_details 
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ 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/[\s^2^(Fo^2^)+(0.1000P)^2^+4.0000P] where P=(Fo^2^+2Fc^2^)/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          2429 
_refine_ls_number_parameters      211 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.1162 
_refine_ls_R_factor_gt            0.0962 
_refine_ls_wR_factor_ref          0.2391 
_refine_ls_wR_factor_gt           0.2263 
_refine_ls_goodness_of_fit_ref    1.135 
_refine_ls_restrained_S_all       1.135 
_refine_ls_shift/su_max           0.023 
_refine_ls_shift/su_mean          0.002 
  
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 0.13928(17) 0.33620(13) 0.93076(11) 0.0519(6) Uani 1 1 d . . . 
O1 O 0.1466(6) 0.4555(4) 0.9175(3) 0.0746(16) Uani 1 1 d . . . 
O2 O 0.2112(5) 0.3478(3) 0.5778(3) 0.0566(12) Uani 1 1 d . . . 
O3 O -0.0126(5) 0.2208(4) 0.4931(3) 0.0592(12) Uani 1 1 d . . . 
O4 O 0.1139(4) 0.0902(3) 0.4248(3) 0.0490(11) Uani 1 1 d . . . 
N1 N 0.1356(6) 0.1752(4) 0.8117(3) 0.0539(14) Uani 1 1 d . . . 
N2 N 0.1428(5) 0.1280(4) 0.7275(4) 0.0497(13) Uani 1 1 d . . . 
N3 N 0.1657(5) 0.1299(4) 0.5709(3) 0.0415(12) Uani 1 1 d . . . 
H3 H 0.2266 0.0787 0.5670 0.050 Uiso 1 1 calc R . . 
C1 C 0.1441(6) 0.2817(5) 0.8145(4) 0.0454(15) Uani 1 1 d . . . 
C2 C 0.1659(6) 0.3492(4) 0.7409(4) 0.0441(14) Uani 1 1 d . . . 
H2 H 0.1720 0.4239 0.7481 0.053 Uiso 1 1 calc R . . 
C3 C 0.1780(6) 0.3011(4) 0.6569(4) 0.0409(14) Uani 1 1 d . . . 
C4 C 0.1584(6) 0.1860(4) 0.6543(4) 0.0375(13) Uani 1 1 d . . . 
C5 C -0.0387(8) 0.3097(7) 0.9489(6) 0.089(3) Uani 1 1 d . . . 
H5A H -0.0592 0.3311 1.0104 0.107 Uiso 1 1 calc R . . 
H5B H -0.0568 0.2337 0.9413 0.107 Uiso 1 1 calc R . . 
H5C H -0.0977 0.3496 0.9050 0.107 Uiso 1 1 calc R . . 
C6 C 0.2283(11) 0.4639(5) 0.5781(5) 0.091(3) Uani 1 1 d . . . 
H6A H 0.3069 0.4847 0.6202 0.109 Uiso 1 1 calc R . . 
H6B H 0.1430 0.4987 0.5978 0.109 Uiso 1 1 calc R . . 
C7 C 0.2561(14) 0.4968(7) 0.4823(6) 0.148(6) Uani 1 1 d . . . 
H7A H 0.1875 0.4637 0.4399 0.177 Uiso 1 1 calc R . . 
H7B H 0.3494 0.4739 0.4681 0.177 Uiso 1 1 calc R . . 
H7C H 0.2494 0.5740 0.4770 0.177 Uiso 1 1 calc R . . 
C8 C 0.0793(6) 0.1541(5) 0.4959(4) 0.0433(14) Uani 1 1 d . . . 
C9 C 0.0300(7) 0.1075(5) 0.3379(4) 0.0561(17) Uani 1 1 d . . . 
H9A H -0.0659 0.1272 0.3515 0.067 Uiso 1 1 calc R . . 
H9B H 0.0256 0.0405 0.3030 0.067 Uiso 1 1 calc R . . 
C10 C 0.0913(6) 0.1944(5) 0.2802(4) 0.0431(14) Uani 1 1 d . . . 
C11 C 0.0342(8) 0.2967(6) 0.2790(5) 0.070(2) Uani 1 1 d . . . 
H11 H -0.0419 0.3122 0.3149 0.084 Uiso 1 1 calc R . . 
C12 C 0.0893(11) 0.3764(6) 0.2249(6) 0.090(3) Uani 1 1 d . . . 
H12 H 0.0493 0.4451 0.2236 0.108 Uiso 1 1 calc R . . 
C13 C 0.2027(10) 0.3548(7) 0.1729(5) 0.081(2) Uani 1 1 d . . . 
H13 H 0.2402 0.4091 0.1371 0.097 Uiso 1 1 calc R . . 
C14 C 0.2609(9) 0.2530(8) 0.1738(5) 0.081(2) Uani 1 1 d . . . 
H14 H 0.3381 0.2376 0.1389 0.097 Uiso 1 1 calc R . . 
C15 C 0.2028(7) 0.1738(6) 0.2272(5) 0.0618(18) Uani 1 1 d . . . 
H15 H 0.2408 0.1044 0.2271 0.074 Uiso 1 1 calc R . . 
  
loop_ 
 _atom_site_aniso_label 
 _atom_site_aniso_U_11 
 _atom_site_aniso_U_22 
 _atom_site_aniso_U_33 
 _atom_site_aniso_U_23 
 _atom_site_aniso_U_13 
 _atom_site_aniso_U_12 
S1 0.0610(10) 0.0530(10) 0.0428(10) -0.0051(7) 0.0122(7) -0.0058(8) 
O1 0.121(4) 0.045(3) 0.061(3) -0.019(2) 0.033(3) -0.031(3) 
O2 0.100(3) 0.031(2) 0.040(2) -0.0003(19) 0.017(2) -0.013(2) 
O3 0.056(3) 0.065(3) 0.057(3) -0.009(2) 0.006(2) 0.014(2) 
O4 0.073(3) 0.036(2) 0.039(2) -0.0065(19) 0.007(2) -0.001(2) 
N1 0.085(4) 0.037(3) 0.042(3) -0.003(2) 0.018(3) -0.013(3) 
N2 0.071(3) 0.030(3) 0.049(3) -0.004(2) 0.008(3) -0.009(2) 
N3 0.058(3) 0.031(3) 0.036(3) -0.005(2) 0.010(2) 0.003(2) 
C1 0.056(4) 0.039(3) 0.043(4) -0.004(3) 0.014(3) -0.007(3) 
C2 0.060(4) 0.029(3) 0.044(4) 0.000(3) 0.010(3) -0.006(3) 
C3 0.053(3) 0.033(3) 0.038(3) -0.001(3) 0.009(3) -0.003(3) 
C4 0.044(3) 0.025(3) 0.044(3) 0.001(3) 0.007(3) -0.001(2) 
C5 0.081(6) 0.095(6) 0.094(6) -0.024(5) 0.035(5) -0.013(5) 
C6 0.190(10) 0.035(4) 0.049(4) 0.003(3) 0.020(5) -0.032(5) 
C7 0.311(18) 0.059(6) 0.076(7) 0.017(5) 0.042(8) -0.046(8) 
C8 0.055(4) 0.032(3) 0.044(4) -0.003(3) 0.013(3) -0.005(3) 
C9 0.069(4) 0.052(4) 0.046(4) -0.012(3) -0.002(3) -0.021(3) 
C10 0.050(3) 0.043(4) 0.036(3) -0.007(3) -0.005(3) -0.010(3) 
C11 0.079(5) 0.052(4) 0.080(5) -0.008(4) 0.018(4) -0.001(4) 
C12 0.133(8) 0.050(5) 0.088(6) 0.012(4) 0.012(6) -0.002(5) 
C13 0.113(7) 0.076(6) 0.052(5) 0.015(4) 0.002(5) -0.033(5) 
C14 0.077(5) 0.112(7) 0.055(5) 0.006(5) 0.017(4) -0.012(5) 
C15 0.073(5) 0.062(4) 0.051(4) -0.003(3) 0.007(4) 0.010(4) 
  
_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 1.490(5) . ? 
S1 C5 1.748(8) . ? 
S1 C1 1.817(6) . ? 
O2 C3 1.336(7) . ? 
O2 C6 1.445(7) . ? 
O3 C8 1.198(7) . ? 
O4 C8 1.352(7) . ? 
O4 C9 1.466(7) . ? 
N1 C1 1.320(7) . ? 
N1 N2 1.357(7) . ? 
N2 C4 1.295(7) . ? 
N3 C8 1.356(7) . ? 
N3 C4 1.398(7) . ? 
C1 C2 1.378(8) . ? 
C2 C3 1.364(8) . ? 
C3 C4 1.435(7) . ? 
C6 C7 1.483(11) . ? 
C9 C10 1.497(8) . ? 
C10 C15 1.361(9) . ? 
C10 C11 1.375(9) . ? 
C11 C12 1.380(10) . ? 
C12 C13 1.369(12) . ? 
C13 C14 1.374(12) . ? 
C14 C15 1.381(10) . ? 
  
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 C5 104.9(4) . . ? 
O1 S1 C1 104.1(3) . . ? 
C5 S1 C1 98.2(3) . . ? 
C3 O2 C6 117.3(5) . . ? 
C8 O4 C9 115.3(5) . . ? 
C1 N1 N2 116.7(5) . . ? 
C4 N2 N1 120.8(5) . . ? 
C8 N3 C4 121.8(5) . . ? 
N1 C1 C2 126.4(5) . . ? 
N1 C1 S1 113.1(4) . . ? 
C2 C1 S1 120.3(4) . . ? 
C3 C2 C1 116.7(5) . . ? 
O2 C3 C2 127.7(5) . . ? 
O2 C3 C4 116.2(5) . . ? 
C2 C3 C4 116.0(5) . . ? 
N2 C4 N3 116.5(5) . . ? 
N2 C4 C3 123.2(5) . . ? 
N3 C4 C3 120.1(5) . . ? 
O2 C6 C7 107.2(6) . . ? 
O3 C8 O4 125.6(6) . . ? 
O3 C8 N3 125.7(5) . . ? 
O4 C8 N3 108.8(5) . . ? 
O4 C9 C10 112.1(5) . . ? 
C15 C10 C11 118.8(6) . . ? 
C15 C10 C9 121.0(6) . . ? 
C11 C10 C9 120.2(6) . . ? 
C10 C11 C12 120.2(7) . . ? 
C13 C12 C11 120.3(8) . . ? 
C12 C13 C14 119.9(7) . . ? 
C13 C14 C15 118.9(7) . . ? 
C10 C15 C14 121.8(7) . . ? 
  
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
C1 N1 N2 C4 0.5(9) . . . . ? 
N2 N1 C1 C2 -3.1(10) . . . . ? 
N2 N1 C1 S1 -178.1(4) . . . . ? 
O1 S1 C1 N1 -178.7(5) . . . . ? 
C5 S1 C1 N1 -71.0(6) . . . . ? 
O1 S1 C1 C2 6.0(6) . . . . ? 
C5 S1 C1 C2 113.7(6) . . . . ? 
N1 C1 C2 C3 0.9(10) . . . . ? 
S1 C1 C2 C3 175.6(4) . . . . ? 
C6 O2 C3 C2 -4.2(10) . . . . ? 
C6 O2 C3 C4 178.6(6) . . . . ? 
C1 C2 C3 O2 -173.7(6) . . . . ? 
C1 C2 C3 C4 3.4(8) . . . . ? 
N1 N2 C4 N3 179.6(5) . . . . ? 
N1 N2 C4 C3 4.1(9) . . . . ? 
C8 N3 C4 N2 126.5(6) . . . . ? 
C8 N3 C4 C3 -57.9(7) . . . . ? 
O2 C3 C4 N2 171.4(5) . . . . ? 
C2 C3 C4 N2 -6.1(9) . . . . ? 
O2 C3 C4 N3 -3.9(8) . . . . ? 
C2 C3 C4 N3 178.6(5) . . . . ? 
C3 O2 C6 C7 -176.7(8) . . . . ? 
C9 O4 C8 O3 0.6(8) . . . . ? 
C9 O4 C8 N3 -179.5(5) . . . . ? 
C4 N3 C8 O3 -2.5(9) . . . . ? 
C4 N3 C8 O4 177.6(4) . . . . ? 
C8 O4 C9 C10 87.5(6) . . . . ? 
O4 C9 C10 C15 80.1(7) . . . . ? 
O4 C9 C10 C11 -100.7(7) . . . . ? 
C15 C10 C11 C12 0.1(11) . . . . ? 
C9 C10 C11 C12 -179.1(7) . . . . ? 
C10 C11 C12 C13 -1.0(13) . . . . ? 
C11 C12 C13 C14 0.8(13) . . . . ? 
C12 C13 C14 C15 0.3(12) . . . . ? 
C11 C10 C15 C14 1.0(10) . . . . ? 
C9 C10 C15 C14 -179.9(6) . . . . ? 
C13 C14 C15 C10 -1.2(11) . . . . ? 
  
loop_ 
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
N3 H3 O1  0.86 1.94 2.791(6) 168.7 2_546 
  
_diffrn_measured_fraction_theta_max    0.998 
_diffrn_reflns_theta_full              23.26 
_diffrn_measured_fraction_theta_full   0.998 
_refine_diff_density_max    1.516 
_refine_diff_density_min   -0.382 
_refine_diff_density_rms    0.078