3-{(E)-[(4-Formylphenyl)iminiumyl]methyl}naphthalen-2-olate

Abstract

The title Schiff base compound, C18H13NO2, is a zwitterion, with the naphthol hy­droxy group deprotonated and the imine N atom protonated. It adopts an E configuration about the central C=N double bond. The dihedral angle between the naphthyl ring system and the benzene ring is 1.73 (11)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, adjacent mol­ecules are connected by inter­molecular C—H⋯O hydrogen bonds, forming a supra­molecular ribbon along the b axis.

1,1′-[(1E,11E)-5,8-Dioxa-2,11-diazoniadodeca-1,11-diene-1,12-diyl]dinaphthalen-2-olate

“…In (I) ( Fig. 1), all bond lengths and angles are usual and comparable with those observed in the related compounds (Etemadi et al, 2004;Liu et al, 2010;Farag et al, 2010Farag et al, , 2011. Each molecule is situated on a twofold rotational axis.…”

“…For applications of Schiff bases in coordination chemistry, see: Osowle (2008). For related structures, see: Etemadi et al (2004); Liu et al (2010); Farag et al (2010;2011).…”