Crystal structure of 4-bromo-2-(1H-imidazo[4,5-b]pyridin-2-yl)phenol

Kamel Ouari

doi:10.1107/S2056989015022197

Crystal structure of 4-bromo-2-(1H-imidazo[4,5-b]pyridin-2-yl)phenol

Acta Crystallogr E Crystallogr Commun. 2015 Nov 28;71(Pt 12):o991-2. doi: 10.1107/S2056989015022197. eCollection 2015 Dec 1.

Author

Kamel Ouari¹

Affiliation

¹ Laboratoire d'Electrochimie, d'Ingénierie Moléculaire et de Catalyse Redox, Faculty of Technology, University of Ferhat Abbas Sétif-1, 19000 Sétif, Algeria.

Abstract

In the title compound, C12H8BrN3O, the 4-bromo-phenol ring is coplanar with the planar imidazo[4,5-b]pyridine moiety (r.m.s deviation = 0.015 Å), making a dihedral angle of 1.8 (2)°. There is an intra-molecular O-H⋯N hydrogen bond forming an S(6) ring motif. In the crystal, mol-ecules are linked via N-H⋯N and O-H⋯Br hydrogen bonds, forming undulating sheets parallel to (10-2). The sheets are linked by π-π inter-actions [inter-centroid distance = 3.7680 (17) Å], involving inversion-related mol-ecules, forming a three-dimensional structure.

Keywords: 2,3-diaminopyridine; 5-bromo-2-hydroxy-1-salycilaldehyde; crystal structure; hydrogen bonding.