Crystal structure of 2-(5-bromo-2-hy-droxy-benzyl-idene)-2,3-di-hydro-1H-indene-1,3-dione.

Abstract

The title mol­ecule, C16H9BrO3, deviates slightly from planarity. The benzene ring makes a dihedral angle of 1.02 (9)° with the plane defined by the five-membered ring of the indandione moiety. The latter exhibits a minute twist indicated by the dihedral angle of 0.47 (9)° between the planes of the five- and six-membered rings. An intra­molecular C—H⋯O hydrogen bond between the attached benzene ring with one of the indandione carbonyl O atoms stabilizes the mol­ecular conformation. In the crystal, the mol­ecules form dimers across centres of inversion via pairwise O—H⋯O hydrogen bonds. The dimers form stacks running parallel to [010] and inter­act through π–π inter­actions between the five-membered ring of one mol­ecule and the six-membered rings of the indandione moiety of an adjacent mol­ecule [centroid-to-centroid distance = 3.5454 (10) Å].