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Methyl 2-[(E)-(4-nitro­phen­yl)hydrazono]-3-oxobutyrate

The mol­ecule of the title compound, C(11)H(11)N(3)O(5), exists as the E isomer as it is stabilized by an intra­molecular hydrogen bond. Except for the methyl H atoms, all atoms lie in special positions on a mirror plane and form a large conjugated system; the methyl H atoms are disordered about the...

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Detalles Bibliográficos
Autores principales: Liu, Yong-Hong, Sun, Gui-You, Liu, Jian-Feng, Ye, Jun, Liu, Xiao-Lan
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2962099/
https://www.ncbi.nlm.nih.gov/pubmed/21203301
http://dx.doi.org/10.1107/S160053680802312X
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author Liu, Yong-Hong
Sun, Gui-You
Liu, Jian-Feng
Ye, Jun
Liu, Xiao-Lan
author_facet Liu, Yong-Hong
Sun, Gui-You
Liu, Jian-Feng
Ye, Jun
Liu, Xiao-Lan
author_sort Liu, Yong-Hong
collection PubMed
description The mol­ecule of the title compound, C(11)H(11)N(3)O(5), exists as the E isomer as it is stabilized by an intra­molecular hydrogen bond. Except for the methyl H atoms, all atoms lie in special positions on a mirror plane and form a large conjugated system; the methyl H atoms are disordered about the mirror plane. In the crystalline state, bifurcated intra- and inter­molecular N—H⋯O hydrogen bonds and four inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into large perfectly planar sheets. Along the c axis, the N—N bond center approaches the phenyl-ring centroids of its neighbouring mol­ecules above and below to give π–π overlap (at a distance of ca 3.57 Å), thus fusing the mol­ecules into a three-dimensional framework.
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spelling pubmed-29620992010-12-30 Methyl 2-[(E)-(4-nitro­phen­yl)hydrazono]-3-oxobutyrate Liu, Yong-Hong Sun, Gui-You Liu, Jian-Feng Ye, Jun Liu, Xiao-Lan Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title compound, C(11)H(11)N(3)O(5), exists as the E isomer as it is stabilized by an intra­molecular hydrogen bond. Except for the methyl H atoms, all atoms lie in special positions on a mirror plane and form a large conjugated system; the methyl H atoms are disordered about the mirror plane. In the crystalline state, bifurcated intra- and inter­molecular N—H⋯O hydrogen bonds and four inter­molecular C—H⋯O hydrogen bonds link the mol­ecules into large perfectly planar sheets. Along the c axis, the N—N bond center approaches the phenyl-ring centroids of its neighbouring mol­ecules above and below to give π–π overlap (at a distance of ca 3.57 Å), thus fusing the mol­ecules into a three-dimensional framework. International Union of Crystallography 2008-07-26 /pmc/articles/PMC2962099/ /pubmed/21203301 http://dx.doi.org/10.1107/S160053680802312X Text en © Liu et al. 2008 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
Liu, Yong-Hong
Sun, Gui-You
Liu, Jian-Feng
Ye, Jun
Liu, Xiao-Lan
Methyl 2-[(E)-(4-nitro­phen­yl)hydrazono]-3-oxobutyrate
title Methyl 2-[(E)-(4-nitro­phen­yl)hydrazono]-3-oxobutyrate
title_full Methyl 2-[(E)-(4-nitro­phen­yl)hydrazono]-3-oxobutyrate
title_fullStr Methyl 2-[(E)-(4-nitro­phen­yl)hydrazono]-3-oxobutyrate
title_full_unstemmed Methyl 2-[(E)-(4-nitro­phen­yl)hydrazono]-3-oxobutyrate
title_short Methyl 2-[(E)-(4-nitro­phen­yl)hydrazono]-3-oxobutyrate
title_sort methyl 2-[(e)-(4-nitro­phen­yl)hydrazono]-3-oxobutyrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2962099/
https://www.ncbi.nlm.nih.gov/pubmed/21203301
http://dx.doi.org/10.1107/S160053680802312X
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