1-((E)-{(1R,2R)-2-[(E)-(2-hydroxy-1-naphthyl)methyleneamino]cyclohexyl}iminiomethyl)naphthalen-2-o late : a Schiff base compound having both OH and NH character

Abstract

The title Schiff base compound, C28H26N2O2, possesses both OH and NH tautomeric character in its molecular structure. While the OH side of the compound is described as an intermediate state, its NH side adopts a predominantly zwitterionic form. The molecular structure of the compound is stabilized by both N+ - H center dot center dot center dot O- and O - H center dot center dot center dot N intramolecular hydrogen bonds. There are two weak C - H center dot center dot center dot O hydrogen bonds leading to polymeric chains of topology C(5) and C(13) running along the b axis of the unit cell. In addition, intermolecular C - H center dot center dot center dot pi interactions serve to stabilize the extended structure.