Cargando…

2-[(Naphthalen-1-yl­methyl­idene)amino]-5-methyl­phenol

The title compound, C(18)H(15)NO, is a Schiff base prepared from an acid-catalyzed condensation reaction between 1-naphthaldehyde and 6-amino-m-cresol. Intra­molecular hydrogen bonding occurs via an O—H⋯N inter­action, generating an S(5) ring motif. Neighboring phenol groups participate in inter­mol...

Descripción completa

Detalles Bibliográficos
Autores principales: Orona, Gabriella, Molinar, Vanessa, Fronczek, Frank R., Isovitsch, Ralph
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200862/
https://www.ncbi.nlm.nih.gov/pubmed/22059051
http://dx.doi.org/10.1107/S1600536811034556
Descripción
Sumario:The title compound, C(18)H(15)NO, is a Schiff base prepared from an acid-catalyzed condensation reaction between 1-naphthaldehyde and 6-amino-m-cresol. Intra­molecular hydrogen bonding occurs via an O—H⋯N inter­action, generating an S(5) ring motif. Neighboring phenol groups participate in inter­molecular hydrogen bonding through an O—H⋯O inter­action, forming chains. The O atom of the phenol group also participates in an intermolecular C—H⋯O interaction with an H atom of one of the naphthalene rings. The C—N=C—C torsion angle between the phenol and naphthalene rings is −179.8 (2)°. Crystal packing involves stacks with the mol­ecules inter­acting through the π-systems of the C=N with both the phenol system and one of the naphthalene rings.