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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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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. |
format | Online Article Text |
id | pubmed-3588315 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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