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6,6′-Dimethyl-2,2′-[1,3-diazinane-1,3-diylbis(methylene)]diphenol
In the molecule of the title compound, C(20)H(26)N(2)O(2), the 1,3-diazinane ring adopts a slightly distorted chair conformation and the hydroxybenzyl substituents occupy equatorial positions on the N atoms of the heterocyclic ring. There are two intramolecular O—H⋯N hydrogen bonds between the N...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295478/ https://www.ncbi.nlm.nih.gov/pubmed/22412589 http://dx.doi.org/10.1107/S1600536812005284 |
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author | Rivera, Augusto González, Derly Marcela Ríos-Motta, Jaime Fejfarová, Karla Dušek, Michal |
author_facet | Rivera, Augusto González, Derly Marcela Ríos-Motta, Jaime Fejfarová, Karla Dušek, Michal |
author_sort | Rivera, Augusto |
collection | PubMed |
description | In the molecule of the title compound, C(20)H(26)N(2)O(2), the 1,3-diazinane ring adopts a slightly distorted chair conformation and the hydroxybenzyl substituents occupy equatorial positions on the N atoms of the heterocyclic ring. There are two intramolecular O—H⋯N hydrogen bonds between the N atoms of the 1,3-diazinane ring and the hydroxy groups of the aromatic rings, with an S(6) set-graph motif. However, the two observed intramolecular hydrogen-bond distances were different. Considering that both N atoms experience the same chemical environment, it is surprising to see the difference in O⋯N distances [2.6771 (14) and 2.8123 (12) Å]. The crystal structure is further stabilized by a C—H⋯π interaction. |
format | Online Article Text |
id | pubmed-3295478 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32954782012-03-12 6,6′-Dimethyl-2,2′-[1,3-diazinane-1,3-diylbis(methylene)]diphenol Rivera, Augusto González, Derly Marcela Ríos-Motta, Jaime Fejfarová, Karla Dušek, Michal Acta Crystallogr Sect E Struct Rep Online Organic Papers In the molecule of the title compound, C(20)H(26)N(2)O(2), the 1,3-diazinane ring adopts a slightly distorted chair conformation and the hydroxybenzyl substituents occupy equatorial positions on the N atoms of the heterocyclic ring. There are two intramolecular O—H⋯N hydrogen bonds between the N atoms of the 1,3-diazinane ring and the hydroxy groups of the aromatic rings, with an S(6) set-graph motif. However, the two observed intramolecular hydrogen-bond distances were different. Considering that both N atoms experience the same chemical environment, it is surprising to see the difference in O⋯N distances [2.6771 (14) and 2.8123 (12) Å]. The crystal structure is further stabilized by a C—H⋯π interaction. International Union of Crystallography 2012-02-17 /pmc/articles/PMC3295478/ /pubmed/22412589 http://dx.doi.org/10.1107/S1600536812005284 Text en © Rivera et al. 2012 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 Rivera, Augusto González, Derly Marcela Ríos-Motta, Jaime Fejfarová, Karla Dušek, Michal 6,6′-Dimethyl-2,2′-[1,3-diazinane-1,3-diylbis(methylene)]diphenol |
title | 6,6′-Dimethyl-2,2′-[1,3-diazinane-1,3-diylbis(methylene)]diphenol |
title_full | 6,6′-Dimethyl-2,2′-[1,3-diazinane-1,3-diylbis(methylene)]diphenol |
title_fullStr | 6,6′-Dimethyl-2,2′-[1,3-diazinane-1,3-diylbis(methylene)]diphenol |
title_full_unstemmed | 6,6′-Dimethyl-2,2′-[1,3-diazinane-1,3-diylbis(methylene)]diphenol |
title_short | 6,6′-Dimethyl-2,2′-[1,3-diazinane-1,3-diylbis(methylene)]diphenol |
title_sort | 6,6′-dimethyl-2,2′-[1,3-diazinane-1,3-diylbis(methylene)]diphenol |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295478/ https://www.ncbi.nlm.nih.gov/pubmed/22412589 http://dx.doi.org/10.1107/S1600536812005284 |
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