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Ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate
The molecule of the title oxobutanoate derivative, C(12)H(13)ClN(2)O(3), adopts a keto–hydrazo tautomeric form and is roughly planar, the angle between the benzene ring and the mean plane through the hydrazone and aliphatic chain being 1.49 (6)°. This planarity is further aided by the formation of...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969699/ https://www.ncbi.nlm.nih.gov/pubmed/21583177 http://dx.doi.org/10.1107/S160053680901784X |
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author | Fun, Hoong-Kun Padaki, Mahesh Sowmya, Isloor, Arun M. Chantrapromma, Suchada |
author_facet | Fun, Hoong-Kun Padaki, Mahesh Sowmya, Isloor, Arun M. Chantrapromma, Suchada |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | The molecule of the title oxobutanoate derivative, C(12)H(13)ClN(2)O(3), adopts a keto–hydrazo tautomeric form and is roughly planar, the angle between the benzene ring and the mean plane through the hydrazone and aliphatic chain being 1.49 (6)°. This planarity is further aided by the formation of an intramolecular N—H⋯O hydrogen bond which generates an S(6) ring motif. The aromatic ring and aliphatic chain have a trans configuration with respect to the N—N bond. In the crystal packing, centrosymmetric R (2) (2)(16) dimers are formed through pairs of weak C—H⋯O(3-oxo) interactions. These dimers are linked together through weak C—H⋯O(carboxylate C=O) interactions into ribbons along the b-axis direction. These ribbons are stacked along the a-axis direction. The crystal also exhibits Cl⋯Cl [3.4988 (6) Å] and C⋯O [3.167 (2)–3.335 (2) Å] short contacts. |
format | Text |
id | pubmed-2969699 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29696992010-12-30 Ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate Fun, Hoong-Kun Padaki, Mahesh Sowmya, Isloor, Arun M. Chantrapromma, Suchada Acta Crystallogr Sect E Struct Rep Online Organic Papers The molecule of the title oxobutanoate derivative, C(12)H(13)ClN(2)O(3), adopts a keto–hydrazo tautomeric form and is roughly planar, the angle between the benzene ring and the mean plane through the hydrazone and aliphatic chain being 1.49 (6)°. This planarity is further aided by the formation of an intramolecular N—H⋯O hydrogen bond which generates an S(6) ring motif. The aromatic ring and aliphatic chain have a trans configuration with respect to the N—N bond. In the crystal packing, centrosymmetric R (2) (2)(16) dimers are formed through pairs of weak C—H⋯O(3-oxo) interactions. These dimers are linked together through weak C—H⋯O(carboxylate C=O) interactions into ribbons along the b-axis direction. These ribbons are stacked along the a-axis direction. The crystal also exhibits Cl⋯Cl [3.4988 (6) Å] and C⋯O [3.167 (2)–3.335 (2) Å] short contacts. International Union of Crystallography 2009-05-20 /pmc/articles/PMC2969699/ /pubmed/21583177 http://dx.doi.org/10.1107/S160053680901784X Text en © Fun et al. 2009 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 Fun, Hoong-Kun Padaki, Mahesh Sowmya, Isloor, Arun M. Chantrapromma, Suchada Ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate |
title | Ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate |
title_full | Ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate |
title_fullStr | Ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate |
title_full_unstemmed | Ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate |
title_short | Ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate |
title_sort | ethyl 2-[(3-chlorophenyl)hydrazono]-3-oxobutanoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969699/ https://www.ncbi.nlm.nih.gov/pubmed/21583177 http://dx.doi.org/10.1107/S160053680901784X |
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