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4-(2-Methylanilino)pent-3-en-2-one
The title enamino ketone, C(12)H(15)NO, a derivative of 4-(phenylamino)pent-3-en-2-one, presents a roughly planar [greatest displacement of an atom from the pentenone plane is 0.033 (2) Å] pentenone backbone, enhanced by an intramolecular N—H⋯O hydrogen bond; the asymmetry in C—C distances in the...
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006949/ https://www.ncbi.nlm.nih.gov/pubmed/21587831 http://dx.doi.org/10.1107/S1600536810021045 |
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author | Venter, Gertruida J. S. Steyl, Gideon Roodt, Andreas |
author_facet | Venter, Gertruida J. S. Steyl, Gideon Roodt, Andreas |
author_sort | Venter, Gertruida J. S. |
collection | PubMed |
description | The title enamino ketone, C(12)H(15)NO, a derivative of 4-(phenylamino)pent-3-en-2-one, presents a roughly planar [greatest displacement of an atom from the pentenone plane is 0.033 (2) Å] pentenone backbone, enhanced by an intramolecular N—H⋯O hydrogen bond; the asymmetry in C—C distances in the group suggests the presence of unsaturated bonds. The overall geometry in the free ligand differs significantly from that in other reported compounds, in which it is coordinated to rhodium; this is reflected in the bond distances [the N⋯O distance is significantly increased (0.2 Å) upon coordination to the metal] and the dihedral angle between the benzene ring and the pentenone backbone [49.53 (5)°]. All of the methyl goups are rotationally disordered over two orientations of equal occupancy. |
format | Text |
id | pubmed-3006949 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30069492010-12-30 4-(2-Methylanilino)pent-3-en-2-one Venter, Gertruida J. S. Steyl, Gideon Roodt, Andreas Acta Crystallogr Sect E Struct Rep Online Organic Papers The title enamino ketone, C(12)H(15)NO, a derivative of 4-(phenylamino)pent-3-en-2-one, presents a roughly planar [greatest displacement of an atom from the pentenone plane is 0.033 (2) Å] pentenone backbone, enhanced by an intramolecular N—H⋯O hydrogen bond; the asymmetry in C—C distances in the group suggests the presence of unsaturated bonds. The overall geometry in the free ligand differs significantly from that in other reported compounds, in which it is coordinated to rhodium; this is reflected in the bond distances [the N⋯O distance is significantly increased (0.2 Å) upon coordination to the metal] and the dihedral angle between the benzene ring and the pentenone backbone [49.53 (5)°]. All of the methyl goups are rotationally disordered over two orientations of equal occupancy. International Union of Crystallography 2010-06-05 /pmc/articles/PMC3006949/ /pubmed/21587831 http://dx.doi.org/10.1107/S1600536810021045 Text en © Venter 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 Venter, Gertruida J. S. Steyl, Gideon Roodt, Andreas 4-(2-Methylanilino)pent-3-en-2-one |
title | 4-(2-Methylanilino)pent-3-en-2-one |
title_full | 4-(2-Methylanilino)pent-3-en-2-one |
title_fullStr | 4-(2-Methylanilino)pent-3-en-2-one |
title_full_unstemmed | 4-(2-Methylanilino)pent-3-en-2-one |
title_short | 4-(2-Methylanilino)pent-3-en-2-one |
title_sort | 4-(2-methylanilino)pent-3-en-2-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006949/ https://www.ncbi.nlm.nih.gov/pubmed/21587831 http://dx.doi.org/10.1107/S1600536810021045 |
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