(4-Methylphenyl)[2-(thiophen-2-ylcarbonyl)phenyl]methanone

The crystal studied of the title compound, C19H14O2S, was an inversion twin with a 0.7 (1):0.3 (1) domain ratio. The central benzene ring makes dihedral angles of 63.31 (9) and 60.86 (9)°, respectively, with the 4-methylphenyl and thiophene rings. In the crystal, molecules are linked by weak intermolecular C—H⋯O hydrogen bonds and S⋯π [3.609 (3) Å] interactions.

The crystal studied of the title compound, C 19 H 14 O 2 S, was an inversion twin with a 0.7 (1):0.3 (1) domain ratio. The central benzene ring makes dihedral angles of 63.31 (9) and 60.86 (9) , respectively, with the 4-methylphenyl and thiophene rings. In the crystal, molecules are linked by weak intermolecular C-HÁ Á ÁO hydrogen bonds and SÁ Á Á
The title compound crystallizes as the non-centrosymmetric space group P2 1 2 1 2 1 in spite of having no asymmetric C atoms. The crystal studied was an inversion twin with a 0.7 (1):0.3 (1) domain ratio.
In the title compound ( Fig. 1), The bond lengths and angles agree with those observed in other thiophene derivative (Ranjith et al., 2011). The benzene ring makes the dihedral angles of 63.31 (9)° and 60.86 (9)°, respectively with the 4-methylphenyl and thiophene rings. The thiophene ring makes the dihedral angle of 75.04 (9)° with respect to 4-methylphenyl ring, it shows that both rings are almost perpendicular to each other. The molecular packing (Fig. 2) is stabilized by weak intermolecular C-H···O hydrogen bonds; the first one between a benzene H atom and the O atom of the C═O unit (Table 1, C8-H8···O1 i ), and the second one between a benzene H atom and the O atom of the C═O unit (Table 1, C9-H9···O2 ii ). The molecular packing ( Fig. 2) is further stabilized by a weak intermolecular S···π interaction the thiophene S atom and the 4-methylphenyl ring, with a S1···Cg iv [3.609 (3) Å] (Cg is the centroid of the C13-C18 phenyl ring).

Experimental
The furan 1 g was dissolved in THF. The weighted lead tetracetone (1.52 g, 1520 m mol) was added to the furan. Then it was refluxed at 343 K for 0.5 h. The reaction mixture was checked for TLC. Then the usual workup was done with brine solution and CHCl 3 follwed by column chromatography (10% AcOEt/hexane) lead to the solution of the pure compound.
Single crystals suitable for X-ray diffraction were obtained by slow evaporation of a solution of the title compound in ethyl acetate at room temperature.

Refinement
All H atoms were fixed geometrically and allowed to ride on their parent C atoms, with C-H distances fixed in the range 0.93-0.97 Å with U iso (H) = 1.5U eq (C) for methyl H 1.2U eq (C) for other H atoms.

Special details
Geometry. 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.
Refinement. 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.