2-(4-Carb­oxy­piperidinium-1-yl)pyridine-3-carboxyl­ate

The title compound, C(12)H(14)N(2)O(4), crystallizes as a zwitterion. A negative charge is delocalized in the deprotonated carboxyl group attached to the pyridine ring. The piperidine N atom accepts a proton and the ring is transformed into a piperidinium cation. There is an intra­molecular N—H⋯O hy...

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Detalles Bibliográficos
Autores principales: Fan, Ping, Ge, Chunhua, Sun, Mingjun, Li, Weiwei, Shang, Runshan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297954/
https://www.ncbi.nlm.nih.gov/pubmed/22412757
http://dx.doi.org/10.1107/S1600536812005752
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author Fan, Ping
Ge, Chunhua
Sun, Mingjun
Li, Weiwei
Shang, Runshan
author_facet Fan, Ping
Ge, Chunhua
Sun, Mingjun
Li, Weiwei
Shang, Runshan
author_sort Fan, Ping
collection PubMed
description The title compound, C(12)H(14)N(2)O(4), crystallizes as a zwitterion. A negative charge is delocalized in the deprotonated carboxyl group attached to the pyridine ring. The piperidine N atom accepts a proton and the ring is transformed into a piperidinium cation. There is an intra­molecular N—H⋯O hydrogen bond between the protonated NH and a carboxyl­ate O atom. In the crystal, an O—H⋯O hydrogen bond between the carboxyl group and the carboxyl­ate O atom of another mol­ecule generates a helix along the b axis.
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spelling pubmed-32979542012-03-12 2-(4-Carb­oxy­piperidinium-1-yl)pyridine-3-carboxyl­ate Fan, Ping Ge, Chunhua Sun, Mingjun Li, Weiwei Shang, Runshan Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(14)N(2)O(4), crystallizes as a zwitterion. A negative charge is delocalized in the deprotonated carboxyl group attached to the pyridine ring. The piperidine N atom accepts a proton and the ring is transformed into a piperidinium cation. There is an intra­molecular N—H⋯O hydrogen bond between the protonated NH and a carboxyl­ate O atom. In the crystal, an O—H⋯O hydrogen bond between the carboxyl group and the carboxyl­ate O atom of another mol­ecule generates a helix along the b axis. International Union of Crystallography 2012-02-29 /pmc/articles/PMC3297954/ /pubmed/22412757 http://dx.doi.org/10.1107/S1600536812005752 Text en © Fan et al. 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
Fan, Ping
Ge, Chunhua
Sun, Mingjun
Li, Weiwei
Shang, Runshan
2-(4-Carb­oxy­piperidinium-1-yl)pyridine-3-carboxyl­ate
title 2-(4-Carb­oxy­piperidinium-1-yl)pyridine-3-carboxyl­ate
title_full 2-(4-Carb­oxy­piperidinium-1-yl)pyridine-3-carboxyl­ate
title_fullStr 2-(4-Carb­oxy­piperidinium-1-yl)pyridine-3-carboxyl­ate
title_full_unstemmed 2-(4-Carb­oxy­piperidinium-1-yl)pyridine-3-carboxyl­ate
title_short 2-(4-Carb­oxy­piperidinium-1-yl)pyridine-3-carboxyl­ate
title_sort 2-(4-carb­oxy­piperidinium-1-yl)pyridine-3-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297954/
https://www.ncbi.nlm.nih.gov/pubmed/22412757
http://dx.doi.org/10.1107/S1600536812005752
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AT gechunhua 24carboxypiperidinium1ylpyridine3carboxylate
AT sunmingjun 24carboxypiperidinium1ylpyridine3carboxylate
AT liweiwei 24carboxypiperidinium1ylpyridine3carboxylate
AT shangrunshan 24carboxypiperidinium1ylpyridine3carboxylate

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