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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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Autor principal: Tiritiris, Ioannis
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
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.
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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