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2,6-Bis(2-methyl-1,3-diazinan-2-yl)pyridine

The title compound, C(15)H(25)N(5), is an aminalization product between 2,6-diacetyl­pyridine and 1,3-diamino­propane. It crystallizes with two independent mol­ecules in the asymmetric unit with different conformations. In the first mol­ecule, the methyl groups are cis oriented with respect to the p...

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Detalles Bibliográficos
Autores principales: Ton, Quoc-Cuong, Bolte, Michael
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050144/
https://www.ncbi.nlm.nih.gov/pubmed/21522750
http://dx.doi.org/10.1107/S1600536810050063
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author Ton, Quoc-Cuong
Bolte, Michael
author_facet Ton, Quoc-Cuong
Bolte, Michael
author_sort Ton, Quoc-Cuong
collection PubMed
description The title compound, C(15)H(25)N(5), is an aminalization product between 2,6-diacetyl­pyridine and 1,3-diamino­propane. It crystallizes with two independent mol­ecules in the asymmetric unit with different conformations. In the first mol­ecule, the methyl groups are cis oriented with respect to the pyridine ring [N—C—C—C torsion angles = 72.5 (1) and 80.3 (1)°], while they are trans oriented in the second mol­ecule [N—C—C—C torsion angles = 82.6 (1) and −90.8 (1)°]. Each of the two mol­ecules forms centrosymmetric dimers held together by N—H⋯N hydrogen bonds, thus forming R (2) (2)(16) rings. The two dimers are inter­linked by additional N—H⋯N bonds into R (4) (4)(14) rings, building chains along the a axis. These patterns influence the orientation (either equatorial or axial) of the N—H bonds.
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spelling pubmed-30501442011-04-26 2,6-Bis(2-methyl-1,3-diazinan-2-yl)pyridine Ton, Quoc-Cuong Bolte, Michael Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(15)H(25)N(5), is an aminalization product between 2,6-diacetyl­pyridine and 1,3-diamino­propane. It crystallizes with two independent mol­ecules in the asymmetric unit with different conformations. In the first mol­ecule, the methyl groups are cis oriented with respect to the pyridine ring [N—C—C—C torsion angles = 72.5 (1) and 80.3 (1)°], while they are trans oriented in the second mol­ecule [N—C—C—C torsion angles = 82.6 (1) and −90.8 (1)°]. Each of the two mol­ecules forms centrosymmetric dimers held together by N—H⋯N hydrogen bonds, thus forming R (2) (2)(16) rings. The two dimers are inter­linked by additional N—H⋯N bonds into R (4) (4)(14) rings, building chains along the a axis. These patterns influence the orientation (either equatorial or axial) of the N—H bonds. International Union of Crystallography 2010-12-08 /pmc/articles/PMC3050144/ /pubmed/21522750 http://dx.doi.org/10.1107/S1600536810050063 Text en © Ton and Bolte 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
Ton, Quoc-Cuong
Bolte, Michael
2,6-Bis(2-methyl-1,3-diazinan-2-yl)pyridine
title 2,6-Bis(2-methyl-1,3-diazinan-2-yl)pyridine
title_full 2,6-Bis(2-methyl-1,3-diazinan-2-yl)pyridine
title_fullStr 2,6-Bis(2-methyl-1,3-diazinan-2-yl)pyridine
title_full_unstemmed 2,6-Bis(2-methyl-1,3-diazinan-2-yl)pyridine
title_short 2,6-Bis(2-methyl-1,3-diazinan-2-yl)pyridine
title_sort 2,6-bis(2-methyl-1,3-diazinan-2-yl)pyridine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050144/
https://www.ncbi.nlm.nih.gov/pubmed/21522750
http://dx.doi.org/10.1107/S1600536810050063
work_keys_str_mv AT tonquoccuong 26bis2methyl13diazinan2ylpyridine
AT boltemichael 26bis2methyl13diazinan2ylpyridine