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Crystal structure of N,N′-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dichloride

The title salt, C(18)H(26)N(4) (2+)·2Cl(−), was obtained by the protonation of N,N-bis­(pyridin-4-ylmeth­yl)cyclo­hexane-1,4-di­amine with hydro­chloric acid in ethanol. The asymmetric unit consists of one half of an N,N-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dication, with a crystall...

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Autores principales: Moon, Suk-Hee, Im, Hansu, Kim, Tae Ho, Park, Ki-Min
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5137595/
https://www.ncbi.nlm.nih.gov/pubmed/27980817
http://dx.doi.org/10.1107/S2056989016017205
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author Moon, Suk-Hee
Im, Hansu
Kim, Tae Ho
Park, Ki-Min
author_facet Moon, Suk-Hee
Im, Hansu
Kim, Tae Ho
Park, Ki-Min
author_sort Moon, Suk-Hee
collection PubMed
description The title salt, C(18)H(26)N(4) (2+)·2Cl(−), was obtained by the protonation of N,N-bis­(pyridin-4-ylmeth­yl)cyclo­hexane-1,4-di­amine with hydro­chloric acid in ethanol. The asymmetric unit consists of one half of an N,N-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dication, with a crystallographic inversion centre located at the centre of the cyclo­hexyl ring, and a chloride anion. The central cyclo­hexyl ring in the dication adopts a chair conformation. The two trans-(4-pyridine)–CH(2)–NH(2)– moieties at the 1- and 4-positions of the central cyclo­hexyl ring occupy equatorial sites. The terminal pyridine ring is tilted by 53.72 (6)° with respect to the mean plane of the central cyclo­hexyl ring (r.m.s. deviation = 0.2413 Å). In the crystal, N(+)—H⋯Cl(−) hydrogen bonds between the dications and the chloride anions, and π–π stacking inter­actions between the pyridine rings of the dications afford a two-dimensional sheet extending parallel to the ab plane. These sheets are further connected through weak C—H⋯Cl(−) hydrogen bonds, resulting in the formation of a three-dimensional supra­molecular network.
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spelling pubmed-51375952016-12-15 Crystal structure of N,N′-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dichloride Moon, Suk-Hee Im, Hansu Kim, Tae Ho Park, Ki-Min Acta Crystallogr E Crystallogr Commun Research Communications The title salt, C(18)H(26)N(4) (2+)·2Cl(−), was obtained by the protonation of N,N-bis­(pyridin-4-ylmeth­yl)cyclo­hexane-1,4-di­amine with hydro­chloric acid in ethanol. The asymmetric unit consists of one half of an N,N-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dication, with a crystallographic inversion centre located at the centre of the cyclo­hexyl ring, and a chloride anion. The central cyclo­hexyl ring in the dication adopts a chair conformation. The two trans-(4-pyridine)–CH(2)–NH(2)– moieties at the 1- and 4-positions of the central cyclo­hexyl ring occupy equatorial sites. The terminal pyridine ring is tilted by 53.72 (6)° with respect to the mean plane of the central cyclo­hexyl ring (r.m.s. deviation = 0.2413 Å). In the crystal, N(+)—H⋯Cl(−) hydrogen bonds between the dications and the chloride anions, and π–π stacking inter­actions between the pyridine rings of the dications afford a two-dimensional sheet extending parallel to the ab plane. These sheets are further connected through weak C—H⋯Cl(−) hydrogen bonds, resulting in the formation of a three-dimensional supra­molecular network. International Union of Crystallography 2016-11-04 /pmc/articles/PMC5137595/ /pubmed/27980817 http://dx.doi.org/10.1107/S2056989016017205 Text en © Moon et al. 2016 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 Research Communications
Moon, Suk-Hee
Im, Hansu
Kim, Tae Ho
Park, Ki-Min
Crystal structure of N,N′-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dichloride
title Crystal structure of N,N′-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dichloride
title_full Crystal structure of N,N′-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dichloride
title_fullStr Crystal structure of N,N′-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dichloride
title_full_unstemmed Crystal structure of N,N′-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dichloride
title_short Crystal structure of N,N′-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dichloride
title_sort crystal structure of n,n′-bis­(pyridin-3-ylmeth­yl)cyclo­hexane-1,4-di­ammonium dichloride
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5137595/
https://www.ncbi.nlm.nih.gov/pubmed/27980817
http://dx.doi.org/10.1107/S2056989016017205
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