(Z)-Ethyl 2-oxo-3-(1,2-dihydroquinolin-2-yl­idene)propano­ate

Both independent mol­ecules in the asymmetric unit of the tautomeric title compound, C(14)H(13)NO(3), a synthetic product obtained from 2-lithio­methyl­quinoline and diethyl oxalate, crystallize in the enaminone form with a Z configuration around the double bond. Intra­molecular N—H⋯O hydrogen bonds...

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Detalles Bibliográficos
Autores principales: Valkonen, Arto, Kolehmainen, Erkki, Ośmiałowski, Borys, Gawinecki, Ryszard
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007001/
https://www.ncbi.nlm.nih.gov/pubmed/21587963
http://dx.doi.org/10.1107/S160053681002324X
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author Valkonen, Arto
Kolehmainen, Erkki
Ośmiałowski, Borys
Gawinecki, Ryszard
author_facet Valkonen, Arto
Kolehmainen, Erkki
Ośmiałowski, Borys
Gawinecki, Ryszard
author_sort Valkonen, Arto
collection PubMed
description Both independent mol­ecules in the asymmetric unit of the tautomeric title compound, C(14)H(13)NO(3), a synthetic product obtained from 2-lithio­methyl­quinoline and diethyl oxalate, crystallize in the enaminone form with a Z configuration around the double bond. Intra­molecular N—H⋯O hydrogen bonds occur, generating an S(6) graph-set motif. In the crystal, weak inter­molecular C—H⋯O and π–π stacking inter­actions [centroid–centroid distances = 3.7020 (14)–3.7429 (13)Å] define a three-dimensional supra­molecular network.
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spelling pubmed-30070012010-12-30 (Z)-Ethyl 2-oxo-3-(1,2-dihydroquinolin-2-yl­idene)propano­ate Valkonen, Arto Kolehmainen, Erkki Ośmiałowski, Borys Gawinecki, Ryszard Acta Crystallogr Sect E Struct Rep Online Organic Papers Both independent mol­ecules in the asymmetric unit of the tautomeric title compound, C(14)H(13)NO(3), a synthetic product obtained from 2-lithio­methyl­quinoline and diethyl oxalate, crystallize in the enaminone form with a Z configuration around the double bond. Intra­molecular N—H⋯O hydrogen bonds occur, generating an S(6) graph-set motif. In the crystal, weak inter­molecular C—H⋯O and π–π stacking inter­actions [centroid–centroid distances = 3.7020 (14)–3.7429 (13)Å] define a three-dimensional supra­molecular network. International Union of Crystallography 2010-06-23 /pmc/articles/PMC3007001/ /pubmed/21587963 http://dx.doi.org/10.1107/S160053681002324X Text en © Valkonen et al. 2010 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
Valkonen, Arto
Kolehmainen, Erkki
Ośmiałowski, Borys
Gawinecki, Ryszard
(Z)-Ethyl 2-oxo-3-(1,2-dihydroquinolin-2-yl­idene)propano­ate
title (Z)-Ethyl 2-oxo-3-(1,2-dihydroquinolin-2-yl­idene)propano­ate
title_full (Z)-Ethyl 2-oxo-3-(1,2-dihydroquinolin-2-yl­idene)propano­ate
title_fullStr (Z)-Ethyl 2-oxo-3-(1,2-dihydroquinolin-2-yl­idene)propano­ate
title_full_unstemmed (Z)-Ethyl 2-oxo-3-(1,2-dihydroquinolin-2-yl­idene)propano­ate
title_short (Z)-Ethyl 2-oxo-3-(1,2-dihydroquinolin-2-yl­idene)propano­ate
title_sort (z)-ethyl 2-oxo-3-(1,2-dihydroquinolin-2-yl­idene)propano­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007001/
https://www.ncbi.nlm.nih.gov/pubmed/21587963
http://dx.doi.org/10.1107/S160053681002324X
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