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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...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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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. |
format | Text |
id | pubmed-2962099 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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