5-Chloro-6-hydroxy-7,8-dimethylchroman-2-one

Abstract

In the title molecule, C11H11ClO3, the fused pyran ring adopts a half-chair conformation. In the crystal, intermolecular O—H...O hydrogen bonds link molecules into chains along [100]. These chains are interconnected by weak intermolecular C—H...O contacts which generate R22(8) ring motifs, forming sheets parallel to (001). Tetragonal symmetry generates an equivalent motif along b. Furthermore, the sheets are linked along the c axis by offset π–π stacking interactions involving the benzene rings of adjacent molecules [with centroid–centroid distances of 3.839 (2) Å], together with an additional weak C—H...O hydrogen bond, resulting in an overall three-dimensional network.