Alternariol 9-O-methyl ether

Acta Crystallogr Sect E Struct Rep Online. 2012 May 1;68(Pt 5):o1471. doi: 10.1107/S1600536812015000. Epub 2012 Apr 21.

Abstract

The title compound (AME; systematic name: 3,7-dihy-droxy-9-meth-oxy-1-methyl-6H-benzo[c]chromen-6-one), C(15)H(12)O(5), was isolated from an endophytic fungi Alternaria sp., from Catharanthus roseus (common name: Madagascar periwinkle). There is an intramolecular O-H⋯O hydrogen bond in the essentially planar mol-ecule (r.m.s. deviation 0.02 Å). In the crystal, the molecule forms an O-H⋯O hydrogen bond with its centrosymmetric counterpart with four bridging inter-actions (two O-H⋯O and two C-H⋯O). The almost planar sheets of the dimeric units thus formed are stacked along b axis via C-H⋯π and π-π contacts [with C⋯C short contacts between aromatic moieties of 3.324 (3), 3.296 (3) and 3.374 (3) Å].