biostudies-literatureUnknown67(Pt 9)Orona GThe 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.Acta crystallographica. Section E, Structure reports onlineo2505-6https://www.ebi.ac.uk/biostudies/studies/S-EPMC3200862biostudies-literature2-[(Naphthalen-1-yl-methyl-idene)amino]-5-methyl-phenol.PMC3200862Isovitsch ROrona GMolinar VFronczek FRfalse2-[(Naphthalen-1-yl-methyl-idene)amino]-5-methyl-phenol.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.2011-01-01T00:00:00Z2011 Sep2025-04-04T08:06:27.238Z2019-03-26T23:59:26ZS-EPMC32008622205905110.1107/S1600536811034556