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Ethyl 1-acetyl-1H-indole-3-carboxyl­ate

The title compound, C(13)H(13)NO(3), was synthesized by acetyl­ation of ethyl 1H-indole-3-carboxyl­ate. The aromatic ring system of the mol­ecule is essentially planar, but the saturated ethyl group is also located within this plane and the overall r.m.s. deviation from planarity is only 0.034 Å. Pa...

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Detalles Bibliográficos
Autores principales: Siddiquee, Tasneem, Islam, Shahid, Bennett, Dennis, Zeller, Matthias, Hossain, Mahmun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977149/
https://www.ncbi.nlm.nih.gov/pubmed/21583507
http://dx.doi.org/10.1107/S1600536809025379
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author Siddiquee, Tasneem
Islam, Shahid
Bennett, Dennis
Zeller, Matthias
Hossain, Mahmun
author_facet Siddiquee, Tasneem
Islam, Shahid
Bennett, Dennis
Zeller, Matthias
Hossain, Mahmun
author_sort Siddiquee, Tasneem
collection PubMed
description The title compound, C(13)H(13)NO(3), was synthesized by acetyl­ation of ethyl 1H-indole-3-carboxyl­ate. The aromatic ring system of the mol­ecule is essentially planar, but the saturated ethyl group is also located within this plane and the overall r.m.s. deviation from planarity is only 0.034 Å. Pairs of C—H⋯O inter­actions connect mol­ecules into chains along the diagonal of the unit cell. Mol­ecules also form weakly connected dimers via π⋯π stacking inter­actions of the indole rings with centroid–centroid separations of 3.571 (1) Å. C—H⋯π inter­actions between methyl­ene and methyl groups and the indole and benzene ring complete the directional inter­molecular inter­actions found in the crystal structure.
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spelling pubmed-29771492010-12-30 Ethyl 1-acetyl-1H-indole-3-carboxyl­ate Siddiquee, Tasneem Islam, Shahid Bennett, Dennis Zeller, Matthias Hossain, Mahmun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(13)NO(3), was synthesized by acetyl­ation of ethyl 1H-indole-3-carboxyl­ate. The aromatic ring system of the mol­ecule is essentially planar, but the saturated ethyl group is also located within this plane and the overall r.m.s. deviation from planarity is only 0.034 Å. Pairs of C—H⋯O inter­actions connect mol­ecules into chains along the diagonal of the unit cell. Mol­ecules also form weakly connected dimers via π⋯π stacking inter­actions of the indole rings with centroid–centroid separations of 3.571 (1) Å. C—H⋯π inter­actions between methyl­ene and methyl groups and the indole and benzene ring complete the directional inter­molecular inter­actions found in the crystal structure. International Union of Crystallography 2009-07-08 /pmc/articles/PMC2977149/ /pubmed/21583507 http://dx.doi.org/10.1107/S1600536809025379 Text en © Siddiquee 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
Siddiquee, Tasneem
Islam, Shahid
Bennett, Dennis
Zeller, Matthias
Hossain, Mahmun
Ethyl 1-acetyl-1H-indole-3-carboxyl­ate
title Ethyl 1-acetyl-1H-indole-3-carboxyl­ate
title_full Ethyl 1-acetyl-1H-indole-3-carboxyl­ate
title_fullStr Ethyl 1-acetyl-1H-indole-3-carboxyl­ate
title_full_unstemmed Ethyl 1-acetyl-1H-indole-3-carboxyl­ate
title_short Ethyl 1-acetyl-1H-indole-3-carboxyl­ate
title_sort ethyl 1-acetyl-1h-indole-3-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977149/
https://www.ncbi.nlm.nih.gov/pubmed/21583507
http://dx.doi.org/10.1107/S1600536809025379
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