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6,9-Dimeth­oxy-3,4-dihydro-1H-1,4-oxazino[4,3-a]indol-1-one

The title compound, C(13)H(13)NO(4), is one cyclization product of the reaction of ethyl 1-(2-bromo­eth­yl)-4,7-dimeth­oxy-1H-indole-2-carboxyl­ate with sodium azide in refluxing dioxane and was synthesized with the aim of finding new compounds with biological properties. Bond lengths and angles are...

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Detalles Bibliográficos
Autores principales: Salas, Cristian O., Tapia, Ricardo A., Prieto, Yolanda
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051655/
https://www.ncbi.nlm.nih.gov/pubmed/21523004
http://dx.doi.org/10.1107/S1600536811000249
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author Salas, Cristian O.
Tapia, Ricardo A.
Prieto, Yolanda
author_facet Salas, Cristian O.
Tapia, Ricardo A.
Prieto, Yolanda
author_sort Salas, Cristian O.
collection PubMed
description The title compound, C(13)H(13)NO(4), is one cyclization product of the reaction of ethyl 1-(2-bromo­eth­yl)-4,7-dimeth­oxy-1H-indole-2-carboxyl­ate with sodium azide in refluxing dioxane and was synthesized with the aim of finding new compounds with biological properties. Bond lengths and angles are within the expected values and confirm the bond orders giving in the scheme. The shortest contacts between mol­ecules are set along the a axis, where stacked mol­ecules related by an inversion center form an ABAB array through π–π stacking inter­actions with centroid–centroid distances ranging from 3.922 (2) to 4.396 (2) Å. Weak C—H⋯O hydrogen bonds further stabilize the structure.
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spelling pubmed-30516552011-04-26 6,9-Dimeth­oxy-3,4-dihydro-1H-1,4-oxazino[4,3-a]indol-1-one Salas, Cristian O. Tapia, Ricardo A. Prieto, Yolanda Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(13)H(13)NO(4), is one cyclization product of the reaction of ethyl 1-(2-bromo­eth­yl)-4,7-dimeth­oxy-1H-indole-2-carboxyl­ate with sodium azide in refluxing dioxane and was synthesized with the aim of finding new compounds with biological properties. Bond lengths and angles are within the expected values and confirm the bond orders giving in the scheme. The shortest contacts between mol­ecules are set along the a axis, where stacked mol­ecules related by an inversion center form an ABAB array through π–π stacking inter­actions with centroid–centroid distances ranging from 3.922 (2) to 4.396 (2) Å. Weak C—H⋯O hydrogen bonds further stabilize the structure. International Union of Crystallography 2011-01-12 /pmc/articles/PMC3051655/ /pubmed/21523004 http://dx.doi.org/10.1107/S1600536811000249 Text en © Salas et al. 2011 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
Salas, Cristian O.
Tapia, Ricardo A.
Prieto, Yolanda
6,9-Dimeth­oxy-3,4-dihydro-1H-1,4-oxazino[4,3-a]indol-1-one
title 6,9-Dimeth­oxy-3,4-dihydro-1H-1,4-oxazino[4,3-a]indol-1-one
title_full 6,9-Dimeth­oxy-3,4-dihydro-1H-1,4-oxazino[4,3-a]indol-1-one
title_fullStr 6,9-Dimeth­oxy-3,4-dihydro-1H-1,4-oxazino[4,3-a]indol-1-one
title_full_unstemmed 6,9-Dimeth­oxy-3,4-dihydro-1H-1,4-oxazino[4,3-a]indol-1-one
title_short 6,9-Dimeth­oxy-3,4-dihydro-1H-1,4-oxazino[4,3-a]indol-1-one
title_sort 6,9-dimeth­oxy-3,4-dihydro-1h-1,4-oxazino[4,3-a]indol-1-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3051655/
https://www.ncbi.nlm.nih.gov/pubmed/21523004
http://dx.doi.org/10.1107/S1600536811000249
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