1-[(E)-(2-Phenoxy­anilino)methyl­ene]naphthalen-2(1H)-one

The mol­ecule of the title compound, C(23)H(17)NO(2), a Schiff base derived from 2-hydr­oxy-1-naphthaldehyde, crystallizes in the keto–amine tautomeric form. The dihedral angle between the aniline and hydroxy­benzene rings is 77.41 (17)°, whereas the planes of the naphthaldehyde and fused aniline be...

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Detalles Bibliográficos
Autores principales: Temel, Ersin, Ağar, Erbil, Büyükgüngör, Orhan
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979135/
https://www.ncbi.nlm.nih.gov/pubmed/21579180
http://dx.doi.org/10.1107/S1600536810013851
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author Temel, Ersin
Ağar, Erbil
Büyükgüngör, Orhan
author_facet Temel, Ersin
Ağar, Erbil
Büyükgüngör, Orhan
author_sort Temel, Ersin
collection PubMed
description The mol­ecule of the title compound, C(23)H(17)NO(2), a Schiff base derived from 2-hydr­oxy-1-naphthaldehyde, crystallizes in the keto–amine tautomeric form. The dihedral angle between the aniline and hydroxy­benzene 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)°. Intra­molecular N—H⋯O hydrogen bonding, a characteristic hydrogen bond for Schiff bases, helps to stabilize the mol­ecular structure. Weak inter­molecular C—H⋯π inter­actions are present in the crystal structure.
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spelling pubmed-29791352010-12-30 1-[(E)-(2-Phenoxy­anilino)methyl­ene]naphthalen-2(1H)-one Temel, Ersin Ağar, Erbil Büyükgüngör, Orhan Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title compound, C(23)H(17)NO(2), a Schiff base derived from 2-hydr­oxy-1-naphthaldehyde, crystallizes in the keto–amine tautomeric form. The dihedral angle between the aniline and hydroxy­benzene 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)°. Intra­molecular N—H⋯O hydrogen bonding, a characteristic hydrogen bond for Schiff bases, helps to stabilize the mol­ecular structure. Weak inter­molecular C—H⋯π inter­actions are present in the crystal structure. International Union of Crystallography 2010-04-21 /pmc/articles/PMC2979135/ /pubmed/21579180 http://dx.doi.org/10.1107/S1600536810013851 Text en © Temel et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Temel, Ersin
Ağar, Erbil
Büyükgüngör, Orhan
1-[(E)-(2-Phenoxy­anilino)methyl­ene]naphthalen-2(1H)-one
title 1-[(E)-(2-Phenoxy­anilino)methyl­ene]naphthalen-2(1H)-one
title_full 1-[(E)-(2-Phenoxy­anilino)methyl­ene]naphthalen-2(1H)-one
title_fullStr 1-[(E)-(2-Phenoxy­anilino)methyl­ene]naphthalen-2(1H)-one
title_full_unstemmed 1-[(E)-(2-Phenoxy­anilino)methyl­ene]naphthalen-2(1H)-one
title_short 1-[(E)-(2-Phenoxy­anilino)methyl­ene]naphthalen-2(1H)-one
title_sort 1-[(e)-(2-phenoxy­anilino)methyl­ene]naphthalen-2(1h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979135/
https://www.ncbi.nlm.nih.gov/pubmed/21579180
http://dx.doi.org/10.1107/S1600536810013851
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