Crystal structure of (3,5-dibromo-2-hy-droxyphenyl){1-[(naphthalen-1-yl)carbonyl]-1H-pyrazol-4-yl}methanone.

Abstract

In the title compound, C21H12Br2N2O3, a 1,4-diaroyl pyrazole derivative, the dihedral angles between the naphthalene ring system and the pyrazole ring, the pyrazole and benzene rings, and the naphthalene ring system and benzene ring are 50.0 (2), 51.1 (2) and 1.34 (16)°, respectively. The phenolic proton forms an intra­molecular O—H⋯O hydrogen bond with the adjacent carbonyl O atom. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds, forming inversion dimers. The dimers are linked by C—H⋯Br hydrogen bonds, forming double stranded chains along [01-1]. The chains are linked by π–π inter­actions between the pyrazole rings and between the naphthalene and benzene rings [centroid–centroid distances = 3.592 (4) and 3.632 (4) Å, respectively].