5-(4-Chlorophenyl)-1-cyclopropyl-2-(2-fluorophenyl)-3-phenylpentane-1,5-dione

In the title compound, C26H22ClFO2, the cyclopropane ring makes dihedral angles of 45.7 (2), 49.0 (2) and 65.2 (2)° with the fluoro-substituted phenyl ring, the benzene ring and the chloro-substituted phenyl ring, respectively. The F and Cl atoms deviate by 0.0307 (11) and 0.0652 (6) Å, respectively, from the planes of the phenyl rings to which they are attached. In the crystal, molecules are linked by C—H⋯F hydrogen bonds, forming chains along the b axis.

In the title compound, C 26 H 22 ClFO 2 , the cyclopropane ring makes dihedral angles of 45.7 (2), 49.0 (2) and 65.2 (2) with the fluoro-substituted phenyl ring, the benzene ring and the chloro-substituted phenyl ring, respectively. The F and Cl atoms deviate by 0.0307 (11) and 0.0652 (6) Å , respectively, from the planes of the phenyl rings to which they are attached. In the crystal, molecules are linked by C-HÁ Á ÁF hydrogen bonds, forming chains along the b axis.

Neelakandan and Devadasan Velmurugan Comment
Diketones are popular in organic synthesis for their applications in biology and medicine. They are known to exhibit antioxidant, antitumour and antibacterial activities (Bennett et al., 1999). They are also key intermediates in the preparation of various heterocyclic compounds (Sato et al., 2008). We report herein on the synthesis and crystal structure of one the title diketone.
The dihedral angle between the unsubstituted phenyl ring and the fluoro substituted phenyl ring is 3.65 (8)° and the dihedral angle between the unsubstituted phenyl ring and the chloro substituted phenyl ring is 71.73 (8)°. The dihedral angle between the fluoro substituted phenyl ring and the chloro substituted phenyl ring is 71.15 (8)°. The chloro atom, Cl1, deviates by 0.0652 (6) Å from the phenyl ring to which it is attached.
In the crystal, C-H···F hydrogen bonds link the molecules to form chains along the b axis (Table 1 and Fig. 2).

Refinement
The hydrogen atoms were placed in calculated positions and treated as riding atoms: C-H = 0.93 -1.08 Å with U iso (H) = 1.5U eq (C) for methyl H atoms and = 1.2U eq (C) for other H atoms.  The molecular structure of the title molecule, with atom labelling. Displacement ellipsoids are drawn at the 30% probability level.

Figure 2
The crystal packing of the title compound viewed along the b axis. H-atoms not involved in C-H···F hydrogen bonds (dashed lines) have been excluded for clarity.