Research Article: 1-[Amino­(4-chloro­phen­yl)meth­yl]-6-bromo­naphthalen-2-ol

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): A. S. Praveen, H. S. Yathirajan, William T. A. Harrison, Alexandra M. Z. Slawin.


In the title compound, C17H13BrClNO, the dihedral angle between the naphthol ring system and the chloro­benzene ring is 76.59 (11)°. This twisted conformation is supported by an intra­molecular O—H⋯N hydrogen bond. In the crystal, [100] chains arise, with adjacent mol­ecules linked by an N—H⋯O hydrogen bond, a C—H⋯π inter­action and an aromatic π–π stacking contact [centroid-to-centroid separation = 3.783 (2) Å]. Weak C—H⋯O inter­actions also occur.

Partial Text

For related naphthol–oxazine derivatives and their anti­microbial activity, see: Mayekar et al. (2011 ▶).