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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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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. |
format | Online Article Text |
id | pubmed-3772466 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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