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(Z)-4-(2,5-Di-tert-butyl­anilino)pent-3-en-2-one

In the crystal structure of the title ketoamine, C(19)H(29)NO, the bond lengths from the N atom through the alkene group to the ketone O atom show the presence of an extensively delocalized π-system. The dihedral angle between the plane of the phenyl ring and that of the alkene component is 63.45 (7...

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Autores principales: Pastrán, Jesús, Ramírez, Andrea, Agrifoglio, Giuseppe, Linden, Anthony, Dorta, Romano
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120447/
https://www.ncbi.nlm.nih.gov/pubmed/21754790
http://dx.doi.org/10.1107/S1600536811017296
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author Pastrán, Jesús
Ramírez, Andrea
Agrifoglio, Giuseppe
Linden, Anthony
Dorta, Romano
author_facet Pastrán, Jesús
Ramírez, Andrea
Agrifoglio, Giuseppe
Linden, Anthony
Dorta, Romano
author_sort Pastrán, Jesús
collection PubMed
description In the crystal structure of the title ketoamine, C(19)H(29)NO, the bond lengths from the N atom through the alkene group to the ketone O atom show the presence of an extensively delocalized π-system. The dihedral angle between the plane of the phenyl ring and that of the alkene component is 63.45 (7)° due to steric hindrance exerted by the tert-butyl groups. The mol­ecule has a Z-configured alkene function, which is facilitated by an intra­molecular N—H⋯O hydrogen bond between the amine and ketone groups. The mol­ecules are linked into extended chains, which run parallel to the [010] direction, by a very weak C—H⋯O inter­action between the methyl substituent of the alkene group and the ketone O atom of a neighbouring mol­ecule.
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spelling pubmed-31204472011-07-13 (Z)-4-(2,5-Di-tert-butyl­anilino)pent-3-en-2-one Pastrán, Jesús Ramírez, Andrea Agrifoglio, Giuseppe Linden, Anthony Dorta, Romano Acta Crystallogr Sect E Struct Rep Online Organic Papers In the crystal structure of the title ketoamine, C(19)H(29)NO, the bond lengths from the N atom through the alkene group to the ketone O atom show the presence of an extensively delocalized π-system. The dihedral angle between the plane of the phenyl ring and that of the alkene component is 63.45 (7)° due to steric hindrance exerted by the tert-butyl groups. The mol­ecule has a Z-configured alkene function, which is facilitated by an intra­molecular N—H⋯O hydrogen bond between the amine and ketone groups. The mol­ecules are linked into extended chains, which run parallel to the [010] direction, by a very weak C—H⋯O inter­action between the methyl substituent of the alkene group and the ketone O atom of a neighbouring mol­ecule. International Union of Crystallography 2011-05-14 /pmc/articles/PMC3120447/ /pubmed/21754790 http://dx.doi.org/10.1107/S1600536811017296 Text en © Pastrán et al. 2011 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
Pastrán, Jesús
Ramírez, Andrea
Agrifoglio, Giuseppe
Linden, Anthony
Dorta, Romano
(Z)-4-(2,5-Di-tert-butyl­anilino)pent-3-en-2-one
title (Z)-4-(2,5-Di-tert-butyl­anilino)pent-3-en-2-one
title_full (Z)-4-(2,5-Di-tert-butyl­anilino)pent-3-en-2-one
title_fullStr (Z)-4-(2,5-Di-tert-butyl­anilino)pent-3-en-2-one
title_full_unstemmed (Z)-4-(2,5-Di-tert-butyl­anilino)pent-3-en-2-one
title_short (Z)-4-(2,5-Di-tert-butyl­anilino)pent-3-en-2-one
title_sort (z)-4-(2,5-di-tert-butyl­anilino)pent-3-en-2-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120447/
https://www.ncbi.nlm.nih.gov/pubmed/21754790
http://dx.doi.org/10.1107/S1600536811017296
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