title: Crystal structure of 1-(2,4-dihy-droxy-6-methyl-phen-yl)ethanone.
abstract: The title compound, C9H10O3, is a bioactive secondary metabolite, isolated from the endophytic fungus Nodulisporium sp. The compound exhibits an intra-molecular O-H⋯O hydrogen bond between the phenolic H atom and the carbonyl O atom of the adjacent acetyl group. In the crystal, mol-ecules are linked by hydrogen bonds involving the 4-phenolic H atom and a symmetry-related carbonyl O atom of a neighboring mol-ecule, resulting in extended supra-molecular chains along the a-axis direction. Aromatic π-π stacking inter-actions between the nearly parallel benzene rings of adjacent chains [centroid-centroid distance = 3.7478 (8) Å] further stabilize the three-dimensional supra-molecular framework.
authors.affiliation: Department of Chemistry, and Center for Excellence in Protein Structure and Function, Faculty of Science, Mahidol University, Bangkok 10400, Thailand.
authors.forename: Samran
authors.initials: S
authors.lastname: Prabpai
authors.affiliation: Department of Chemistry, and Center for Excellence in Protein Structure and Function, Faculty of Science, Mahidol University, Bangkok 10400, Thailand.
authors.forename: Palangpon
authors.initials: P
authors.lastname: Kongsaeree
keywords: 1-(2,4-dihy­droxy-6-methyl­phen­yl)ethanone; bioactive secondary metabolite; crystal structure; hydrogen bonding; π–π stacking