Crystal structure of N-hy-droxy-picolinamide monohydrate

Acta Crystallogr E Crystallogr Commun. 2016 Jan 6;72(Pt 2):117-9. doi: 10.1107/S2056989015024706. eCollection 2016 Feb 1.

Abstract

The crystal structure of the title compound, C6H6N2O2·H2O, consists of N-hy-droxy-picolinamide and water mol-ecules connected through O-H⋯O and N-H⋯N hydrogen bonds. The O-H⋯O inter-actions and π-π stacking inter-actions between the pyridine rings [centroid-centroid distance = 3.427 (1) Å] organize the components into columns extending along the b axis and the N-H⋯N hydrogen bonds link these columns into a two-dimensional framework parallel to (100). The N-hy-droxy-picolinamide mol-ecule adopts a strongly flattened conformation and only the O-H group H atom deviates significantly from the mol-ecule best plane. The dihedral angle between the hydroxamic group and the pyridine ring is 5.6 (2)°. The conformation about the hydroxamic group C-N bond is Z and that about the C-C bond between the pyridine and hydroxamic groups is E.

Keywords: crystal structure; hydrogen bonds; hydroxamic acids; π–π stacking inter­actions.