5-Amino-1-naphthol

Acta Crystallogr Sect E Struct Rep Online. 2009 Oct 31;65(Pt 11):o2964. doi: 10.1107/S1600536809045152.

Abstract

In the title compound, C(10)H(9)NO, the amino and the hydr-oxy groups act both as a single donor and a single acceptor in hydrogen bonding. In the crystal, mol-ecules are connected via chains of inter-molecular ⋯N-H⋯O-H⋯ inter-actions, forming a two-dimensional polymeric structure resembling the hydrogen-bonded mol-ecular assembly found in the crystal structure of naphthalene-1,5-diol. Within this layer, mol-ecules related by a translation along the a axis are arranged into slipped stacks via π-π stacking inter-actions [inter-planar distance = 3.450 (4) Å]. The amino N atom shows sp(3) hybridization and the two attached H atoms are located on the same side of the aromatic ring.