Crystal structure and Hirshfeld surface analysis of 1,2-bis-[5-(4-fluoro-phen-yl)-1,3-oxazol-2-yl]benzene.

Abstract

The title compound, C₂₄H₁₄F₂N₂O₂, was studied by single-crystal and powder X-ray diffraction methods. The title compound crystallizes in the monoclinic space group P2₁/c with one mol-ecule in the asymmetric unit. The two chemically equivalent substituents adopt different orientations relative to the central benzene ring. The dihedral angles between the central benzene and oxazole rings are 2.4 (2) and 57.6 (2)°, while those between the oxazole and terminal 4-fluoro-phenyl rings are 13.3 (2) and 2.5 (2)°, respectively. In the crystal, inversion-related mol-ecules form dimers through π-π stacking between oxazole rings [centroid-to-centroid distance = 3.587 (3) Å] and C-H⋯N hydrogen bonds. The dimers are further connected by C-H⋯N inter-actions into layers parallel to (100). Hirshfeld surface analysis indicates that C⋯H/H⋯C (30.2%), H⋯H (21.8%) and F⋯H/H⋯F (18.0%) contacts make the largest contributions to the crystal packing.