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1-[(2-Anilinoeth­yl)iminiometh­yl]-2-naph­thol­ate

The title Schiff base compound, C(19)H(18)N(2)O, was prepared by the reaction of equimolar quanti­ties of 2-hydr­oxy-1-naphthaldehyde with N-phenyl­ethane-1,2-diamine in a methanol solution. The mol­ecule adopts a zwitterionic conformation with the naphthyl OH group deprotonated and the imine N atom...

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Detalles Bibliográficos
Autor principal: Hao, Yu-Mei
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969739/
https://www.ncbi.nlm.nih.gov/pubmed/21583245
http://dx.doi.org/10.1107/S1600536809019096
Descripción
Sumario:The title Schiff base compound, C(19)H(18)N(2)O, was prepared by the reaction of equimolar quanti­ties of 2-hydr­oxy-1-naphthaldehyde with N-phenyl­ethane-1,2-diamine in a methanol solution. The mol­ecule adopts a zwitterionic conformation with the naphthyl OH group deprotonated and the imine N atom protonated. An intra­molecular N—H⋯O hydrogen bond forms between them. The dihedral angle between the benzene ring and the naphthyl system is 86.9 (2)°. In the crystal structure, mol­ecules are linked through inter­molecular N—H⋯O hydrogen bonds, forming chains running along the b axis.