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1-{(Z)-[3-(1-Hy­droxy­eth­yl)anilino]methyl­idene}naphthalen-2(1H)-one

In the title compound, C(19)H(17)NO(2), the dihedral angle between the benzene ring and the naphthalene ring system is 9.72 (5)°, while the torsion angle of the C—N—C—C bridging group is 179.24 (17)°. The methyl group of the 1-phenyl­ethanol moiety is disordered over two positions with a refined occ...

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Autores principales: Horton, Peter N., Akkurt, Mehmet, Mohamed, Shaaban K., Abdelhamid, Antar A., Marzouk, Adel A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588315/
https://www.ncbi.nlm.nih.gov/pubmed/23476368
http://dx.doi.org/10.1107/S1600536812050635
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author Horton, Peter N.
Akkurt, Mehmet
Mohamed, Shaaban K.
Abdelhamid, Antar A.
Marzouk, Adel A.
author_facet Horton, Peter N.
Akkurt, Mehmet
Mohamed, Shaaban K.
Abdelhamid, Antar A.
Marzouk, Adel A.
author_sort Horton, Peter N.
collection PubMed
description In the title compound, C(19)H(17)NO(2), the dihedral angle between the benzene ring and the naphthalene ring system is 9.72 (5)°, while the torsion angle of the C—N—C—C bridging group is 179.24 (17)°. The methyl group of the 1-phenyl­ethanol moiety is disordered over two positions with a refined occupancy ratio of 0.775 (5):0.225 (5). The mol­ecular conformation is stabil­ized by an intra­molecular N—H⋯O hydrogen bond, which generates an S(6) ring motif. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds, forming zigzag chains propagating along the c-axis direction. Neighbouring chains are linked via C—H⋯O inter­actions, forming a two-dimensional slab-like network parallel to the bc plane.
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spelling pubmed-35883152013-03-08 1-{(Z)-[3-(1-Hy­droxy­eth­yl)anilino]methyl­idene}naphthalen-2(1H)-one Horton, Peter N. Akkurt, Mehmet Mohamed, Shaaban K. Abdelhamid, Antar A. Marzouk, Adel A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(19)H(17)NO(2), the dihedral angle between the benzene ring and the naphthalene ring system is 9.72 (5)°, while the torsion angle of the C—N—C—C bridging group is 179.24 (17)°. The methyl group of the 1-phenyl­ethanol moiety is disordered over two positions with a refined occupancy ratio of 0.775 (5):0.225 (5). The mol­ecular conformation is stabil­ized by an intra­molecular N—H⋯O hydrogen bond, which generates an S(6) ring motif. In the crystal, mol­ecules are linked by O—H⋯O hydrogen bonds, forming zigzag chains propagating along the c-axis direction. Neighbouring chains are linked via C—H⋯O inter­actions, forming a two-dimensional slab-like network parallel to the bc plane. International Union of Crystallography 2012-12-19 /pmc/articles/PMC3588315/ /pubmed/23476368 http://dx.doi.org/10.1107/S1600536812050635 Text en © Horton et al. 2013 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
Horton, Peter N.
Akkurt, Mehmet
Mohamed, Shaaban K.
Abdelhamid, Antar A.
Marzouk, Adel A.
1-{(Z)-[3-(1-Hy­droxy­eth­yl)anilino]methyl­idene}naphthalen-2(1H)-one
title 1-{(Z)-[3-(1-Hy­droxy­eth­yl)anilino]methyl­idene}naphthalen-2(1H)-one
title_full 1-{(Z)-[3-(1-Hy­droxy­eth­yl)anilino]methyl­idene}naphthalen-2(1H)-one
title_fullStr 1-{(Z)-[3-(1-Hy­droxy­eth­yl)anilino]methyl­idene}naphthalen-2(1H)-one
title_full_unstemmed 1-{(Z)-[3-(1-Hy­droxy­eth­yl)anilino]methyl­idene}naphthalen-2(1H)-one
title_short 1-{(Z)-[3-(1-Hy­droxy­eth­yl)anilino]methyl­idene}naphthalen-2(1H)-one
title_sort 1-{(z)-[3-(1-hy­droxy­eth­yl)anilino]methyl­idene}naphthalen-2(1h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588315/
https://www.ncbi.nlm.nih.gov/pubmed/23476368
http://dx.doi.org/10.1107/S1600536812050635
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