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Piperidine-1-carboxamidinium ethyl carbonate
In the title salt, C(6)H(14)N(3) (+)·C(3)H(5)O(3) (−), the C—N bond lengths in the central CN(3) unit of the carboxamidinium cation are 1.3262 (18), 1.3359 (18) and 1.3498 (18) Å, indicating partial double-bond character. The central C atom is bonded to the three N atoms in a nearly ideal trigonal–p...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2012
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588849/ https://www.ncbi.nlm.nih.gov/pubmed/23468814 http://dx.doi.org/10.1107/S1600536812045497 |
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author | Tiritiris, Ioannis |
author_facet | Tiritiris, Ioannis |
author_sort | Tiritiris, Ioannis |
collection | PubMed |
description | In the title salt, C(6)H(14)N(3) (+)·C(3)H(5)O(3) (−), the C—N bond lengths in the central CN(3) unit of the carboxamidinium cation are 1.3262 (18), 1.3359 (18) and 1.3498 (18) Å, indicating partial double-bond character. The central C atom is bonded to the three N atoms in a nearly ideal trigonal–planar geometry and the positive charge is delocalized in the CN(3) plane. The piperidine ring is in a chair conformation. The C—O bond lengths in the ethyl carbonate anion are characteristic for a delocalized double bond and a typical single bond. In the crystal, N—H⋯O hydrogen bonds between cations and anions generate a two-dimensional network in the direction of the ab plane, whereas adjacent ion pairs form chains running along the b axis. |
format | Online Article Text |
id | pubmed-3588849 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35888492013-03-06 Piperidine-1-carboxamidinium ethyl carbonate Tiritiris, Ioannis Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(6)H(14)N(3) (+)·C(3)H(5)O(3) (−), the C—N bond lengths in the central CN(3) unit of the carboxamidinium cation are 1.3262 (18), 1.3359 (18) and 1.3498 (18) Å, indicating partial double-bond character. The central C atom is bonded to the three N atoms in a nearly ideal trigonal–planar geometry and the positive charge is delocalized in the CN(3) plane. The piperidine ring is in a chair conformation. The C—O bond lengths in the ethyl carbonate anion are characteristic for a delocalized double bond and a typical single bond. In the crystal, N—H⋯O hydrogen bonds between cations and anions generate a two-dimensional network in the direction of the ab plane, whereas adjacent ion pairs form chains running along the b axis. International Union of Crystallography 2012-11-10 /pmc/articles/PMC3588849/ /pubmed/23468814 http://dx.doi.org/10.1107/S1600536812045497 Text en © Ioannis Tiritiris 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 Tiritiris, Ioannis Piperidine-1-carboxamidinium ethyl carbonate |
title | Piperidine-1-carboxamidinium ethyl carbonate |
title_full | Piperidine-1-carboxamidinium ethyl carbonate |
title_fullStr | Piperidine-1-carboxamidinium ethyl carbonate |
title_full_unstemmed | Piperidine-1-carboxamidinium ethyl carbonate |
title_short | Piperidine-1-carboxamidinium ethyl carbonate |
title_sort | piperidine-1-carboxamidinium ethyl carbonate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588849/ https://www.ncbi.nlm.nih.gov/pubmed/23468814 http://dx.doi.org/10.1107/S1600536812045497 |
work_keys_str_mv | AT tiritirisioannis piperidine1carboxamidiniumethylcarbonate |