data_global 
 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common            '(E)-1-(2-hydroxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one'
_chemical_melting_point           ? 
_chemical_formula_moiety    	  'C14 H12 O2 S'        
_chemical_formula_sum 
 'C14 H12 O2 S' 
_chemical_formula_weight          244.31
 
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' 
 'O'  'O'   0.0106   0.0060 
 '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' 
 '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' 
_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                    8.2530(5) 
_cell_length_b                    13.1530(14) 
_cell_length_c                    14.1570(11) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  125.579(6) 
_cell_angle_gamma                 90.00 
_cell_volume                      1249.87(18) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     2072 
_cell_measurement_theta_min       2.52  
_cell_measurement_theta_max       25.02
 
_exptl_crystal_description        'block'
_exptl_crystal_colour             'light black'
_exptl_crystal_size_max           0.300
_exptl_crystal_size_mid           0.270
_exptl_crystal_size_min           0.250
_exptl_crystal_density_meas       1.298 
_exptl_crystal_density_diffrn     1.298
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              512.72
_exptl_absorpt_coefficient_mu     0.245 
_exptl_absorpt_correction_type    'psi-scan' 
_exptl_absorpt_correction_T_min   0.944
_exptl_absorpt_correction_T_max   0.953
_exptl_absorpt_process_details    'North et al., 1967'
_exptl_special_details 		 
; 
 ? 
; 
 
_diffrn_ambient_temperature       293(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'APEX (Bruker, 1999)'
_diffrn_measurement_method        'SAINT (Bruker, 1999)'
_diffrn_detector_area_resol_mean  0.8403 
_diffrn_standards_number          2200 
_diffrn_standards_interval_count  400 
_diffrn_standards_interval_time   0
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             2072 
_diffrn_reflns_av_R_equivalents   0.0214 
_diffrn_reflns_av_sigmaI/netI     0.0262 
_diffrn_reflns_limit_h_min        -8 
_diffrn_reflns_limit_h_max        8 
_diffrn_reflns_limit_k_min        -14 
_diffrn_reflns_limit_k_max        15 
_diffrn_reflns_limit_l_min        -16 
_diffrn_reflns_limit_l_max        16 
_diffrn_reflns_theta_min          2.52 
_diffrn_reflns_theta_max          25.02 
_reflns_number_total              2072 
_reflns_number_gt                 1748 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'APEX (Bruker, 1999)'
_computing_cell_refinement        'SAINT (Bruker, 1999)'
_computing_data_reduction         'SAINT (Bruker, 1999)'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     
'PLATON(Spek, 2003); ORTEP-II(Johnson, 1976)' 
_computing_publication_material   
'PLATON(Spek, 2003)'  
 
_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)+(0.1022P)²+0.2095P] 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        0.245 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          2072 
_refine_ls_number_parameters      156 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0479
_refine_ls_R_factor_gt            0.0480 
_refine_ls_wR_factor_ref          0.1616
_refine_ls_wR_factor_gt           0.1621 
_refine_ls_goodness_of_fit_ref    1.070 
_refine_ls_restrained_S_all       1.071 
_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 0.31013(10) 0.98072(5) 0.26141(5) 0.0730(3) Uani 1 1 d . . . 
O10 O 0.2413(3) 1.11453(14) -0.12065(15) 0.0767(5) Uani 1 1 d . . . 
C8 C 0.2082(3) 1.09331(17) 0.03171(19) 0.0589(6) Uani 1 1 d . . . 
H8 H 0.1594 1.1192 0.0718 0.071 Uiso 1 1 calc R . . 
C7 C 0.3077(3) 1.00603(17) 0.0657(2) 0.0595(6) Uani 1 1 d . . . 
H7 H 0.3523 0.9826 0.0225 0.071 Uiso 1 1 calc R . . 
C9 C 0.1739(3) 1.14947(17) -0.06778(19) 0.0591(6) Uani 1 1 d . . . 
C11 C 0.0654(3) 1.24592(17) -0.10452(18) 0.0576(5) Uani 1 1 d . . . 
C5 C 0.3541(3) 0.94368(17) 0.16224(18) 0.0579(6) Uani 1 1 d . . . 
C16 C 0.0261(4) 1.29571(19) -0.2047(2) 0.0660(6) Uani 1 1 d . . . 
O17 O 0.0862(3) 1.25773(15) -0.26744(16) 0.0884(6) Uani 1 1 d . . . 
H17 H 0.1467 1.2044 -0.2381 0.133 Uiso 1 1 calc R . . 
C4 C 0.4356(4) 0.84835(19) 0.1887(2) 0.0682(6) Uani 1 1 d . . . 
H4 H 0.4706 0.8146 0.1453 0.082 Uiso 1 1 calc R . . 
C12 C -0.0015(4) 1.29316(18) -0.0447(2) 0.0668(6) Uani 1 1 d . . . 
H12 H 0.0233 1.2623 0.0216 0.080 Uiso 1 1 calc R . . 
C3 C 0.4610(4) 0.8067(2) 0.2871(2) 0.0760(7) Uani 1 1 d . . . 
H3 H 0.5140 0.7423 0.3153 0.091 Uiso 1 1 calc R . . 
C15 C -0.0784(4) 1.3869(2) -0.2409(2) 0.0797(8) Uani 1 1 d . . . 
H15 H -0.1052 1.4190 -0.3072 0.096 Uiso 1 1 calc R . . 
C2 C 0.4018(4) 0.8682(2) 0.3373(2) 0.0720(7) Uani 1 1 d . . . 
C13 C -0.1030(4) 1.3839(2) -0.0811(3) 0.0821(8) Uani 1 1 d . . . 
H13 H -0.1450 1.4141 -0.0394 0.099 Uiso 1 1 calc R . . 
C14 C -0.1421(4) 1.4299(2) -0.1802(3) 0.0864(8) Uani 1 1 d . . . 
H14 H -0.2125 1.4907 -0.2057 0.104 Uiso 1 1 calc R . . 
C6 C 0.4044(5) 0.8495(3) 0.4430(3) 0.1061(11) Uani 1 1 d . . . 
H6A H 0.4103 0.7777 0.4568 0.159 Uiso 1 1 calc R . . 
H6B H 0.2856 0.8770 0.4306 0.159 Uiso 1 1 calc R . . 
H6C H 0.5190 0.8818 0.5092 0.159 Uiso 1 1 calc 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 C5 1.712(2) . ? 
S1 C2 1.723(3) . ? 
O10 C9 1.251(3) . ? 
C8 C7 1.328(3) . ? 
C8 C9 1.465(3) . ? 
C8 H8 0.9300 . ? 
C7 C5 1.442(3) . ? 
C7 H7 0.9300 . ? 
C9 C11 1.463(3) . ? 
C11 C12 1.397(3) . ? 
C11 C16 1.418(3) . ? 
C5 C4 1.368(3) . ? 
C16 O17 1.340(3) . ? 
C16 C15 1.390(4) . ? 
O17 H17 0.8200 . ? 
C4 C3 1.395(4) . ? 
C4 H4 0.9300 . ? 
C12 C13 1.374(4) . ? 
C12 H12 0.9300 . ? 
C3 C2 1.342(4) . ? 
C3 H3 0.9300 . ? 
C15 C14 1.363(4) . ? 
C15 H15 0.9300 . ? 
C2 C6 1.506(4) . ? 
C13 C14 1.383(4) . ? 
C13 H13 0.9300 . ? 
C14 H14 0.9300 . ? 
C6 H6A 0.9600 . ? 
C6 H6B 0.9600 . ? 
C6 H6C 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 
C5 S1 C2 92.34(12) . . ? 
C7 C8 C9 121.1(2) . . ? 
C7 C8 H8 119.5 . . ? 
C9 C8 H8 119.5 . . ? 
C8 C7 C5 127.0(2) . . ? 
C8 C7 H7 116.5 . . ? 
C5 C7 H7 116.5 . . ? 
O10 C9 C11 119.9(2) . . ? 
O10 C9 C8 119.1(2) . . ? 
C11 C9 C8 121.0(2) . . ? 
C12 C11 C16 117.4(2) . . ? 
C12 C11 C9 123.1(2) . . ? 
C16 C11 C9 119.5(2) . . ? 
C4 C5 C7 126.7(2) . . ? 
C4 C5 S1 109.98(18) . . ? 
C7 C5 S1 123.34(18) . . ? 
O17 C16 C15 117.9(2) . . ? 
O17 C16 C11 122.2(2) . . ? 
C15 C16 C11 119.9(2) . . ? 
C16 O17 H17 109.5 . . ? 
C5 C4 C3 113.4(2) . . ? 
C5 C4 H4 123.3 . . ? 
C3 C4 H4 123.3 . . ? 
C13 C12 C11 121.9(2) . . ? 
C13 C12 H12 119.0 . . ? 
C11 C12 H12 119.0 . . ? 
C2 C3 C4 113.7(2) . . ? 
C2 C3 H3 123.1 . . ? 
C4 C3 H3 123.1 . . ? 
C14 C15 C16 120.6(2) . . ? 
C14 C15 H15 119.7 . . ? 
C16 C15 H15 119.7 . . ? 
C3 C2 C6 129.0(3) . . ? 
C3 C2 S1 110.56(19) . . ? 
C6 C2 S1 120.5(2) . . ? 
C12 C13 C14 119.5(3) . . ? 
C12 C13 H13 120.3 . . ? 
C14 C13 H13 120.3 . . ? 
C15 C14 C13 120.7(3) . . ? 
C15 C14 H14 119.6 . . ? 
C13 C14 H14 119.6 . . ? 
C2 C6 H6A 109.5 . . ? 
C2 C6 H6B 109.5 . . ? 
H6A C6 H6B 109.5 . . ? 
C2 C6 H6C 109.5 . . ? 
H6A C6 H6C 109.5 . . ? 
H6B C6 H6C 109.5 . . ? 
 
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 
C9 C8 C7 C5 179.2(2) . . . . ? 
C7 C8 C9 O10 -0.5(3) . . . . ? 
C7 C8 C9 C11 -179.6(2) . . . . ? 
O10 C9 C11 C12 -175.3(2) . . . . ? 
C8 C9 C11 C12 3.8(3) . . . . ? 
O10 C9 C11 C16 4.2(3) . . . . ? 
C8 C9 C11 C16 -176.8(2) . . . . ? 
C8 C7 C5 C4 171.7(2) . . . . ? 
C8 C7 C5 S1 -7.7(3) . . . . ? 
C2 S1 C5 C4 0.09(18) . . . . ? 
C2 S1 C5 C7 179.55(19) . . . . ? 
C12 C11 C16 O17 179.0(2) . . . . ? 
C9 C11 C16 O17 -0.4(3) . . . . ? 
C12 C11 C16 C15 -1.1(3) . . . . ? 
C9 C11 C16 C15 179.4(2) . . . . ? 
C7 C5 C4 C3 -179.3(2) . . . . ? 
S1 C5 C4 C3 0.1(3) . . . . ? 
C16 C11 C12 C13 0.5(4) . . . . ? 
C9 C11 C12 C13 179.9(2) . . . . ? 
C5 C4 C3 C2 -0.4(3) . . . . ? 
O17 C16 C15 C14 -179.5(2) . . . . ? 
C11 C16 C15 C14 0.7(4) . . . . ? 
C4 C3 C2 C6 179.4(3) . . . . ? 
C4 C3 C2 S1 0.4(3) . . . . ? 
C5 S1 C2 C3 -0.3(2) . . . . ? 
C5 S1 C2 C6 -179.4(2) . . . . ? 
C11 C12 C13 C14 0.5(4) . . . . ? 
C16 C15 C14 C13 0.4(4) . . . . ? 
C12 C13 C14 C15 -1.0(4) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.99 
_diffrn_reflns_theta_full              25.02 
_diffrn_measured_fraction_theta_full   0.99 
_refine_diff_density_max    0.254 
_refine_diff_density_min   -0.289 
_refine_diff_density_rms    0.052 

