3-Hy­droxy-2-phenyl-2,3,3a,7a-tetra­hydro-1H,5H-pyrano[3,2-b]pyrrol-5-one: crystal structure and Hirshfeld surface analysis

The title isoaltholactone derivative, C(13)H(13)NO(3), has an NH group in place of the ether-O atom in the five-membered ring of the natural product. The five-membered ring is twisted about the N—C bond linking it to the six-membered ring, which has a half-chair conformation with the O atom connected to the ether-O atom lying above the plane defined by the remaining atoms. The dihedral angle between the mean planes of the rings comprising the fused-ring system is 75.10 (8)°. In the crystal, hy­droxy-O—H⋯N(amine) hydrogen bonding sustains linear supra­molecular chains along the a axis. Chains are linked into a three-dimensional architecture via amine-N—H⋯π(phen­yl) and phenyl-C—H⋯O(hy­droxy) inter­actions. The influence of the amine-N—H⋯π(phen­yl) contact on the mol­ecular packing is revealed by an analysis of the Hirshfeld surface.