Crystal structure of the enol form of mesotrione: a benzoyl­cyclo­hexa­nedione herbicide

The title compound [systematic name: 3-hy­droxy-2-(4-methyl­sulfonyl-2-nitro­benzo­yl)cyclo­hex-2-enone], C(14)H(13)NO(7)S, is the enol form of a benzoyl­cyclo­hexa­nedione herbicide. As a result of this tautomerization, there is intra­molecular O—H⋯O hydrogen bond enclosing an S(6) ring motif. The...

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Detalles Bibliográficos
Autores principales: Kang, Gihaeng, Kim, Jineun, Park, Hyunjin, Kim, Tae Ho
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571390/
https://www.ncbi.nlm.nih.gov/pubmed/26396790
http://dx.doi.org/10.1107/S2056989015012803
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author Kang, Gihaeng
Kim, Jineun
Park, Hyunjin
Kim, Tae Ho
author_facet Kang, Gihaeng
Kim, Jineun
Park, Hyunjin
Kim, Tae Ho
author_sort Kang, Gihaeng
collection PubMed
description The title compound [systematic name: 3-hy­droxy-2-(4-methyl­sulfonyl-2-nitro­benzo­yl)cyclo­hex-2-enone], C(14)H(13)NO(7)S, is the enol form of a benzoyl­cyclo­hexa­nedione herbicide. As a result of this tautomerization, there is intra­molecular O—H⋯O hydrogen bond enclosing an S(6) ring motif. The cyclo­hexene ring has an envelope conformation, with the central CH(2) C atom as the flap. Its mean plane is inclined to the benzene ring by 87.46 (8)°. In the crystal, mol­ecules are linked by a series of C—H⋯O hydrogen bonds, forming a three-dimensional framework.
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spelling pubmed-45713902015-09-22 Crystal structure of the enol form of mesotrione: a benzoyl­cyclo­hexa­nedione herbicide Kang, Gihaeng Kim, Jineun Park, Hyunjin Kim, Tae Ho Acta Crystallogr E Crystallogr Commun Data Reports The title compound [systematic name: 3-hy­droxy-2-(4-methyl­sulfonyl-2-nitro­benzo­yl)cyclo­hex-2-enone], C(14)H(13)NO(7)S, is the enol form of a benzoyl­cyclo­hexa­nedione herbicide. As a result of this tautomerization, there is intra­molecular O—H⋯O hydrogen bond enclosing an S(6) ring motif. The cyclo­hexene ring has an envelope conformation, with the central CH(2) C atom as the flap. Its mean plane is inclined to the benzene ring by 87.46 (8)°. In the crystal, mol­ecules are linked by a series of C—H⋯O hydrogen bonds, forming a three-dimensional framework. International Union of Crystallography 2015-07-08 /pmc/articles/PMC4571390/ /pubmed/26396790 http://dx.doi.org/10.1107/S2056989015012803 Text en © Kang et al. 2015 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 Data Reports
Kang, Gihaeng
Kim, Jineun
Park, Hyunjin
Kim, Tae Ho
Crystal structure of the enol form of mesotrione: a benzoyl­cyclo­hexa­nedione herbicide
title Crystal structure of the enol form of mesotrione: a benzoyl­cyclo­hexa­nedione herbicide
title_full Crystal structure of the enol form of mesotrione: a benzoyl­cyclo­hexa­nedione herbicide
title_fullStr Crystal structure of the enol form of mesotrione: a benzoyl­cyclo­hexa­nedione herbicide
title_full_unstemmed Crystal structure of the enol form of mesotrione: a benzoyl­cyclo­hexa­nedione herbicide
title_short Crystal structure of the enol form of mesotrione: a benzoyl­cyclo­hexa­nedione herbicide
title_sort crystal structure of the enol form of mesotrione: a benzoyl­cyclo­hexa­nedione herbicide
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571390/
https://www.ncbi.nlm.nih.gov/pubmed/26396790
http://dx.doi.org/10.1107/S2056989015012803
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AT parkhyunjin crystalstructureoftheenolformofmesotrioneabenzoylcyclohexanedioneherbicide
AT kimtaeho crystalstructureoftheenolformofmesotrioneabenzoylcyclohexanedioneherbicide

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