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6-Bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1H-imidazo[4,5-b]pyridin-2(3H)-one

In the title compound, C(14)H(16)BrN(3)O(5), the N atoms adjacent to the carbonyl group in the five-membered ring are substituted by (1,3-dioxolan-2-yl)methyl groups. The fused ring system is essentially planar, with the largest deviation from the mean plane being 0.014 (2) Å for the C atom bearing...

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Autores principales: Kandri Rodi, Youssef, Haoudi, Amal, Capet, Frédéric, Mazzah, Ahmed, Essassi, El Mokhtar, El Ammari, Lahcen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3772466/
https://www.ncbi.nlm.nih.gov/pubmed/24046609
http://dx.doi.org/10.1107/S1600536813014591
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author Kandri Rodi, Youssef
Haoudi, Amal
Capet, Frédéric
Mazzah, Ahmed
Essassi, El Mokhtar
El Ammari, Lahcen
author_facet Kandri Rodi, Youssef
Haoudi, Amal
Capet, Frédéric
Mazzah, Ahmed
Essassi, El Mokhtar
El Ammari, Lahcen
author_sort Kandri Rodi, Youssef
collection PubMed
description In the title compound, C(14)H(16)BrN(3)O(5), the N atoms adjacent to the carbonyl group in the five-membered ring are substituted by (1,3-dioxolan-2-yl)methyl groups. The fused ring system is essentially planar, with the largest deviation from the mean plane being 0.014 (2) Å for the C atom bearing the Br atom. The first oxolane ring, attached on the side of the N atom belonging to the pyridine ring, has an envelope conformation with one of the O atoms as the flap, whereas the second oxolane ring displays a twisted boat conformation. The two oxolane rings display envelope and twisted boat conformations. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds, building chains parallel to the a-axis direction.
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spelling pubmed-37724662013-09-17 6-Bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1H-imidazo[4,5-b]pyridin-2(3H)-one Kandri Rodi, Youssef Haoudi, Amal Capet, Frédéric Mazzah, Ahmed Essassi, El Mokhtar El Ammari, Lahcen Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(14)H(16)BrN(3)O(5), the N atoms adjacent to the carbonyl group in the five-membered ring are substituted by (1,3-dioxolan-2-yl)methyl groups. The fused ring system is essentially planar, with the largest deviation from the mean plane being 0.014 (2) Å for the C atom bearing the Br atom. The first oxolane ring, attached on the side of the N atom belonging to the pyridine ring, has an envelope conformation with one of the O atoms as the flap, whereas the second oxolane ring displays a twisted boat conformation. The two oxolane rings display envelope and twisted boat conformations. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds, building chains parallel to the a-axis direction. International Union of Crystallography 2013-06-08 /pmc/articles/PMC3772466/ /pubmed/24046609 http://dx.doi.org/10.1107/S1600536813014591 Text en © Kandri Rodi et al. 2013 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
Kandri Rodi, Youssef
Haoudi, Amal
Capet, Frédéric
Mazzah, Ahmed
Essassi, El Mokhtar
El Ammari, Lahcen
6-Bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1H-imidazo[4,5-b]pyridin-2(3H)-one
title 6-Bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_full 6-Bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_fullStr 6-Bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_full_unstemmed 6-Bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_short 6-Bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1H-imidazo[4,5-b]pyridin-2(3H)-one
title_sort 6-bromo-1,3-bis­[(1,3-dioxolan-2-yl)meth­yl]-1h-imidazo[4,5-b]pyridin-2(3h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3772466/
https://www.ncbi.nlm.nih.gov/pubmed/24046609
http://dx.doi.org/10.1107/S1600536813014591
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