(4-Fluorophenyl)(2-hydroxy-5-methylphenyl)methanone

In the title compound, C14H11FO2, the dihedral angles beteen the central C3O ketone residue and the fluoro- and hydroxy-substituted benzene rings are 50.44 (9) and 12.63 (10)°, respectively. The planes of the benzene rings subtend a dihedral angle of 58.88 (9)° and an intramolecular O—H⋯O hydrogen bond closes an S(6) ring. No directional interactions beyond van der Waals packing contacts were identified in the crystal structure.

In the title compound, C 14 H 11 FO 2 , the dihedral angles beteen the central C 3 O ketone residue and the fluoro-and hydroxysubstituted benzene rings are 50.44 (9) and 12.63 (10) , respectively. The planes of the benzene rings subtend a dihedral angle of 58.88 (9) and an intramolecular O-HÁ Á ÁO hydrogen bond closes an S(6) ring. No directional interactions beyond van der Waals packing contacts were identified in the crystal structure.

Comment
As part of our structural studies of benzophenone derivatives (Dileep et al., 2013), the title compound was prepared and characterized by single-crystal X-ray diffraction.

Experimental
A mixture of anhydrous aluminium chloride (0.03 mol) and 4-fluoro-benzoic acid p-tolyl ester (0.02 mol) in dry nitrobenzene (40 ml) was protected from moisture by calcium chloride guard tube and refluxed for 45 min. At the end of this period the solution was cooled and decomposed by acidulated ice-cold water. Nitrobenzene was removed by steam distillation. The residual solid was crushed into powder, dissolved in ether and extracted with 10% sodium hydroxide.
The basic aqueous solution was neutralized with 10% hydrochloric acid. The filtered solid was washed with distilled water and recrystallized from ethanol solution to afford pale yellow blocks of the title compound.

Refinement
All H-atoms were positioned geometrically and refined using a riding model with C-H= 0.93-0.9600 Å and

Special details
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles Refinement. Refinement on F 2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F 2 > σ(F 2 ) is used only for calculating -R-factor-obs 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.