4-Acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone

Sydnones, which contain a mesoionic five-membered heterocyclic ring, are more stable if synthesized with an aromatic substutuent at the N3 position. In the title compound {sys­tematic name: 4-acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]-1,2,3-oxa­diazol-3-ylium-5-olate}, C(13)H(12)N(2)O(5), the aromatic...

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Detalles Bibliográficos
Autores principales: Grossie, David, Harrison, Leanna, Turnbull, Kenneth
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884322/
https://www.ncbi.nlm.nih.gov/pubmed/24454098
http://dx.doi.org/10.1107/S1600536813027207
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author Grossie, David
Harrison, Leanna
Turnbull, Kenneth
author_facet Grossie, David
Harrison, Leanna
Turnbull, Kenneth
author_sort Grossie, David
collection PubMed
description Sydnones, which contain a mesoionic five-membered heterocyclic ring, are more stable if synthesized with an aromatic substutuent at the N3 position. In the title compound {sys­tematic name: 4-acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]-1,2,3-oxa­diazol-3-ylium-5-olate}, C(13)H(12)N(2)O(5), the aromatic substitutent is 2-(eth­oxy­carbon­yl)phenyl. Intra- and inter­molecular hydrogen bonds are observed. The inter­planar angle between the sydnone and benzene rings is 71.94 (8)°. π-ring⋯carbon­yl inter­actions of 3.2038 (16) Å arise between the sydnone ring and a symmetry-related C=O group.
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spelling pubmed-38843222014-01-17 4-Acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone Grossie, David Harrison, Leanna Turnbull, Kenneth Acta Crystallogr Sect E Struct Rep Online Organic Papers Sydnones, which contain a mesoionic five-membered heterocyclic ring, are more stable if synthesized with an aromatic substutuent at the N3 position. In the title compound {sys­tematic name: 4-acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]-1,2,3-oxa­diazol-3-ylium-5-olate}, C(13)H(12)N(2)O(5), the aromatic substitutent is 2-(eth­oxy­carbon­yl)phenyl. Intra- and inter­molecular hydrogen bonds are observed. The inter­planar angle between the sydnone and benzene rings is 71.94 (8)°. π-ring⋯carbon­yl inter­actions of 3.2038 (16) Å arise between the sydnone ring and a symmetry-related C=O group. International Union of Crystallography 2013-10-19 /pmc/articles/PMC3884322/ /pubmed/24454098 http://dx.doi.org/10.1107/S1600536813027207 Text en © Grossie 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
Grossie, David
Harrison, Leanna
Turnbull, Kenneth
4-Acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone
title 4-Acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone
title_full 4-Acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone
title_fullStr 4-Acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone
title_full_unstemmed 4-Acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone
title_short 4-Acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone
title_sort 4-acetyl-3-[2-(eth­oxy­carbon­yl)phen­yl]sydnone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884322/
https://www.ncbi.nlm.nih.gov/pubmed/24454098
http://dx.doi.org/10.1107/S1600536813027207
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