5-Amino-1-naphthol

In the title compound, C10H9NO, the amino and the hydroxy groups act both as a single donor and a single acceptor in hydrogen bonding. In the crystal, molecules are connected via chains of intermolecular center dot center dot center dot N-H center dot center dot center dot O-H center dot center dot center dot interactions, forming a two-dimensional polymeric structure resembling the hydrogen-bonded molecular assembly found in the crystal structure of naphthalene-1,5-diol. Within this layer, molecules related by a translation along the a axis are arranged into slipped stacks via pi-pi stacking interactions [interplanar distance = 3.450 (4) angstrom]. The amino N atom shows sp(3) hybridization and the two attached H atoms are located on the same side of the aromatic ring.