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2-[(Naphthalen-1-yl-methyl-idene)amino]-5-methyl-phenol.

Authors
Type
Published Article
Journal
Acta Crystallographica Section E Structure Reports Online
1600-5368
Publisher
International Union of Crystallography
Publication Date
Volume
67
Issue
Pt 9
Identifiers
DOI: 10.1107/S1600536811034556
PMID: 22059051
Source
Medline
License
Unknown

Abstract

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. Intra-molecular hydrogen bonding occurs via an O-H⋯N inter-action, generating an S(5) ring motif. Neighboring phenol groups participate in inter-molecular hydrogen bonding through an O-H⋯O inter-action, 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 mol-ecules inter-acting through the π-systems of the C=N with both the phenol system and one of the naphthalene rings.

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