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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...

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Autores principales: Rivera, Augusto, González, Derly Marcela, Ríos-Motta, Jaime, Fejfarová, Karla, Dušek, Michal
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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