(2E)-1-(4-Bromo-phen-yl)-3-(4-fluoro-phen-yl)prop-2-en-1-one

Abstract

The title compound, C(15)H(10)BrFO, is isostructural with (2E)-1-(4-chloro-phen-yl)-3-(4-fluoro-phen-yl)prop-2-en-1-one [Qiu et al. (2006 ▶). Acta Cryst. E62, o3525-o3526], but the structures of other dihalogen analogues, without fluorine, are different, although they are also isostructural within the series. The mol-ecule is approximately flat, the dihedral angle between the ring planes being 8.49 (13)°. In the crystal structure, inter-molecular C-H⋯O, C-H⋯F and C-H⋯Br hydrogen bonds link mol-ecules into V-shaped ribbons running parallel to [101] and stacked with an inter-planar distance of approximately 3.53 Å (centroid-vcentroid distance = 3.857 Å)..

Fig. 1.

Perspective view of the title compound with labelling scheme and displacement ellipsoids drawn at 50% probability level. Hydrogen atoms are depicted as spheres with arbitrary radii.

Fig. 2.

A fragment of the hydrogen bonded ribbon as seen approximately along the [100] direction. The hydrogen-bonding interactions are shown as dashed lines. Symmetry codes: (i) x, y, z; (ii) -x, -y, 1-z; (iii) 1-x, -y, 2-z; (iv) 1+x, y, 1+z.

Fig. 3.

The crystal packing of the title compound showing neighbouring ribbons connected by weak C-H···Br contacts. Hydrogen-bonding interactions are shown as dashed lines.