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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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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. |
format | Online Article Text |
id | pubmed-5137595 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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