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1-[(E)-(2-Phenoxy-anilino)methyl-ene]naphthalen-2(1H)-one.

ABSTRACT: The mol-ecule of the title compound, C(23)H(17)NO(2), a Schiff base derived from 2-hydr-oxy-1-naphthaldehyde, crystallizes in the keto-amine tautomeric form. The dihedral angle between the aniline and hydroxy-benzene rings is 77.41?(17)°, whereas the planes of the naphthaldehyde and fused aniline benzene rings are nearly coplanar, making a dihedral angle of 8.29?(15)°. Intra-molecular N-H?O hydrogen bonding, a characteristic hydrogen bond for Schiff bases, helps to stabilize the mol-ecular structure. Weak inter-molecular C-H?? inter-actions are present in the crystal structure.

SUBMITTER: Temel E

PROVIDER: S-EPMC2979135 | biostudies-literature | 2010 Apr

REPOSITORIES: biostudies-literature

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1-[(E)-(2-Phenoxy-anilino)methyl-ene]naphthalen-2(1H)-one.

Temel Ersin E Ağar Erbil E Büyükgüngör Orhan O

Acta crystallographica. Section E, Structure reports online 20100421 Pt 5

The mol-ecule of the title compound, C(23)H(17)NO(2), a Schiff base derived from 2-hydr-oxy-1-naphthaldehyde, crystallizes in the keto-amine tautomeric form. The dihedral angle between the aniline and hydroxy-benzene rings is 77.41 (17)°, whereas the planes of the naphthaldehyde and fused aniline benzene rings are nearly coplanar, making a dihedral angle of 8.29 (15)°. Intra-molecular N-H⋯O hydrogen bonding, a characteristic hydrogen bond for Schiff bases, helps to stabilize the mol-ecular struc ...[more]

PMID: 21579180

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