Ethyl 2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate

The mol­ecule of the title oxobutanoate derivative, C(12)H(13)ClN(2)O(3), is nearly planar; the inter­planar angle between the benzene ring and the mean plane through the hydrazono-3-oxobutanoate unit is 2.69 (3)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal p...

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Autores principales: Fun, Hoong-Kun, Chantrapromma, Suchada, Padaki, Mahesh, Radhika, Isloor, Arun M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977712/
https://www.ncbi.nlm.nih.gov/pubmed/21583848
http://dx.doi.org/10.1107/S1600536809012951
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author Fun, Hoong-Kun
Chantrapromma, Suchada
Padaki, Mahesh
Radhika,
Isloor, Arun M.
author_facet Fun, Hoong-Kun
Chantrapromma, Suchada
Padaki, Mahesh
Radhika,
Isloor, Arun M.
author_sort Fun, Hoong-Kun
collection PubMed
description The mol­ecule of the title oxobutanoate derivative, C(12)H(13)ClN(2)O(3), is nearly planar; the inter­planar angle between the benzene ring and the mean plane through the hydrazono-3-oxobutanoate unit is 2.69 (3)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal packing, C—H⋯O(3-oxo) inter­actions link mol­ecules into dimers. The dimers thus formed are linked through C—H⋯O(carboxyl­ate C=O) inter­actions, leading to the formation of ribbons along the [01[Image: see text]] direction, which are stabilized via Cl⋯Cl [3.2916 (3) Å] contacts. The ribbons are stacked via C⋯O contacts [3.2367 (12)–3.3948 (12) Å].
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spelling pubmed-29777122010-12-30 Ethyl 2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate Fun, Hoong-Kun Chantrapromma, Suchada Padaki, Mahesh Radhika, Isloor, Arun M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title oxobutanoate derivative, C(12)H(13)ClN(2)O(3), is nearly planar; the inter­planar angle between the benzene ring and the mean plane through the hydrazono-3-oxobutanoate unit is 2.69 (3)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal packing, C—H⋯O(3-oxo) inter­actions link mol­ecules into dimers. The dimers thus formed are linked through C—H⋯O(carboxyl­ate C=O) inter­actions, leading to the formation of ribbons along the [01[Image: see text]] direction, which are stabilized via Cl⋯Cl [3.2916 (3) Å] contacts. The ribbons are stacked via C⋯O contacts [3.2367 (12)–3.3948 (12) Å]. International Union of Crystallography 2009-04-10 /pmc/articles/PMC2977712/ /pubmed/21583848 http://dx.doi.org/10.1107/S1600536809012951 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
Chantrapromma, Suchada
Padaki, Mahesh
Radhika,
Isloor, Arun M.
Ethyl 2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate
title Ethyl 2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate
title_full Ethyl 2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate
title_fullStr Ethyl 2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate
title_full_unstemmed Ethyl 2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate
title_short Ethyl 2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate
title_sort ethyl 2-[(4-chloro­phen­yl)hydrazono]-3-oxobutanoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977712/
https://www.ncbi.nlm.nih.gov/pubmed/21583848
http://dx.doi.org/10.1107/S1600536809012951
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AT chantraprommasuchada ethyl24chlorophenylhydrazono3oxobutanoate
AT padakimahesh ethyl24chlorophenylhydrazono3oxobutanoate
AT radhika ethyl24chlorophenylhydrazono3oxobutanoate
AT isloorarunm ethyl24chlorophenylhydrazono3oxobutanoate

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