2-[(2Z)-Azepan-2-yl­idene]-1-(4-nitro­phen­yl)ethanone

The title compound, C(14)H(16)N(2)O(3), is an NH-vinyl­ogous amide (enaminone) produced by the reaction of 4-nitro­phenacyl bromide with azepane-2-thione. The conformation about the C=C bond [1.3927 (14) Å] is Z, which allows for the formation of an intra­molecular N—H⋯O hydrogen bond that leads to...

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Detalles Bibliográficos
Autores principales: Mthembu, Siyanda T., Madeley, Lee G., de Koning, Charles B., Michael, Joseph P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414934/
https://www.ncbi.nlm.nih.gov/pubmed/22904921
http://dx.doi.org/10.1107/S1600536812032035
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author Mthembu, Siyanda T.
Madeley, Lee G.
de Koning, Charles B.
Michael, Joseph P.
author_facet Mthembu, Siyanda T.
Madeley, Lee G.
de Koning, Charles B.
Michael, Joseph P.
author_sort Mthembu, Siyanda T.
collection PubMed
description The title compound, C(14)H(16)N(2)O(3), is an NH-vinyl­ogous amide (enaminone) produced by the reaction of 4-nitro­phenacyl bromide with azepane-2-thione. The conformation about the C=C bond [1.3927 (14) Å] is Z, which allows for the formation of an intra­molecular N—H⋯O hydrogen bond that leads to an S(6) loop. Inversion-related mol­ecules associate via N—H⋯O hydrogen bonds to form a 12-membered {⋯OC(3)NH}(2) synthon.
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spelling pubmed-34149342012-08-17 2-[(2Z)-Azepan-2-yl­idene]-1-(4-nitro­phen­yl)ethanone Mthembu, Siyanda T. Madeley, Lee G. de Koning, Charles B. Michael, Joseph P. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(16)N(2)O(3), is an NH-vinyl­ogous amide (enaminone) produced by the reaction of 4-nitro­phenacyl bromide with azepane-2-thione. The conformation about the C=C bond [1.3927 (14) Å] is Z, which allows for the formation of an intra­molecular N—H⋯O hydrogen bond that leads to an S(6) loop. Inversion-related mol­ecules associate via N—H⋯O hydrogen bonds to form a 12-membered {⋯OC(3)NH}(2) synthon. International Union of Crystallography 2012-07-18 /pmc/articles/PMC3414934/ /pubmed/22904921 http://dx.doi.org/10.1107/S1600536812032035 Text en © Mthembu et al. 2012 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
Mthembu, Siyanda T.
Madeley, Lee G.
de Koning, Charles B.
Michael, Joseph P.
2-[(2Z)-Azepan-2-yl­idene]-1-(4-nitro­phen­yl)ethanone
title 2-[(2Z)-Azepan-2-yl­idene]-1-(4-nitro­phen­yl)ethanone
title_full 2-[(2Z)-Azepan-2-yl­idene]-1-(4-nitro­phen­yl)ethanone
title_fullStr 2-[(2Z)-Azepan-2-yl­idene]-1-(4-nitro­phen­yl)ethanone
title_full_unstemmed 2-[(2Z)-Azepan-2-yl­idene]-1-(4-nitro­phen­yl)ethanone
title_short 2-[(2Z)-Azepan-2-yl­idene]-1-(4-nitro­phen­yl)ethanone
title_sort 2-[(2z)-azepan-2-yl­idene]-1-(4-nitro­phen­yl)ethanone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414934/
https://www.ncbi.nlm.nih.gov/pubmed/22904921
http://dx.doi.org/10.1107/S1600536812032035
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