3-{[(4Z)-1,2-Dimethyl-5-oxoimidazol-4-ylidene]methyl}-4-hydroxybenzonitrile

Abstract

In the title compound, C13H11N3O2, an intramolecular O—H...N hydrogen bond generates an S(7) ring. The dihedral angle between the mean plane of the benzene ring and the imidazolidinone ring is 3.05 (2)°. In the crystal, inversion-related molecules are linked by dual C—H...Ocarbonyl hydrogen bonds to form a dimer with an R22(14) graph-set motif. A C—H...Ohydroxy interaction links pairs of molecules into another type of cyclic dimer with an R22(18) motif. The molecules are further linked by C—H...N interactions to form layers parallel to (001). Offset π–π stacking [3.3877 (8) Å] is observed in the crystal structure, with an interplanar spacing between the planes of neighboring benzene rings of 3.444 (1) Å.