Crystal structure of ethyl 2-[2-(4-methylbenzoyl)-5-p-tolyl-1H-imidazol-1-yl]acetate

Abstract

In the title compound, C22H22N2O3, the plane of the five-membered ring is oriented at dihedral angles of 45.4 (1) and 52.5 (1)° to the phenyl rings. Furthermore, this ring makes an angle of 85.2 (2)° with the plane of the ethyl acetate substituent. The molecular structure is affected by an intramolecular C—H...O hydrogen bond between an H atom from the p-tolyl group and the carbonyl O atom of the acetate. The methyl group of the ethyl acetate residue is disordered over two sites with equal occupancies. The crystal structure features intermolecular C—H...O and C—H...N interactions. One of the C—H...O hydrogen bonds forms a C(5) chain motif extending along the a axis. In addition, C—H...N contacts form inversion dimers with R22(12) ring motifs, linking the imidazole ring system to the benzene ring of the p-tolyl substituent.

Keywords

• crystal structure
• imidazole derivative
• new synthesis
• 2-(4-methoxyphenyl)-2-oxoacetaldehyde
• glycine methyl ester hydrochloride