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rac-4-Carbamoylpiperidinium cis-2-carboxycyclohexane-1-carboxylate
In the title racemic salt, C(6)H(13)N(2)O(+)·C(8)H(11)O(4) (−), formed from the reaction of cis-cyclohexane-1,2-dicarboxylic anhydride with isonipecotamide, the cations are linked into duplex chain substructures through both centrosymmetric cyclic head-to-head ‘amide motif’ hydrogen-bonding assoc...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295451/ https://www.ncbi.nlm.nih.gov/pubmed/22412562 http://dx.doi.org/10.1107/S1600536812004710 |
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author | Smith, Graham Wermuth, Urs D. |
author_facet | Smith, Graham Wermuth, Urs D. |
author_sort | Smith, Graham |
collection | PubMed |
description | In the title racemic salt, C(6)H(13)N(2)O(+)·C(8)H(11)O(4) (−), formed from the reaction of cis-cyclohexane-1,2-dicarboxylic anhydride with isonipecotamide, the cations are linked into duplex chain substructures through both centrosymmetric cyclic head-to-head ‘amide motif’ hydrogen-bonding associations [graph set R (2) (2)(8)] and ‘side-by-side’ R (2) (2)(14) associations. The anions are incorporated into the chains through cyclic R (4) (3)(10) interactions involving amide and piperidinium N—H⋯O(carboxyl) hydrogen bonds which, together with inter-anion carboxylic acid O—H⋯O(carboxyl) hydrogen bonds, give a two-dimensional layered structure extending along (011). |
format | Online Article Text |
id | pubmed-3295451 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32954512012-03-12 rac-4-Carbamoylpiperidinium cis-2-carboxycyclohexane-1-carboxylate Smith, Graham Wermuth, Urs D. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title racemic salt, C(6)H(13)N(2)O(+)·C(8)H(11)O(4) (−), formed from the reaction of cis-cyclohexane-1,2-dicarboxylic anhydride with isonipecotamide, the cations are linked into duplex chain substructures through both centrosymmetric cyclic head-to-head ‘amide motif’ hydrogen-bonding associations [graph set R (2) (2)(8)] and ‘side-by-side’ R (2) (2)(14) associations. The anions are incorporated into the chains through cyclic R (4) (3)(10) interactions involving amide and piperidinium N—H⋯O(carboxyl) hydrogen bonds which, together with inter-anion carboxylic acid O—H⋯O(carboxyl) hydrogen bonds, give a two-dimensional layered structure extending along (011). International Union of Crystallography 2012-02-10 /pmc/articles/PMC3295451/ /pubmed/22412562 http://dx.doi.org/10.1107/S1600536812004710 Text en © Smith and Wermuth 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 Smith, Graham Wermuth, Urs D. rac-4-Carbamoylpiperidinium cis-2-carboxycyclohexane-1-carboxylate |
title |
rac-4-Carbamoylpiperidinium cis-2-carboxycyclohexane-1-carboxylate |
title_full |
rac-4-Carbamoylpiperidinium cis-2-carboxycyclohexane-1-carboxylate |
title_fullStr |
rac-4-Carbamoylpiperidinium cis-2-carboxycyclohexane-1-carboxylate |
title_full_unstemmed |
rac-4-Carbamoylpiperidinium cis-2-carboxycyclohexane-1-carboxylate |
title_short |
rac-4-Carbamoylpiperidinium cis-2-carboxycyclohexane-1-carboxylate |
title_sort | rac-4-carbamoylpiperidinium cis-2-carboxycyclohexane-1-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295451/ https://www.ncbi.nlm.nih.gov/pubmed/22412562 http://dx.doi.org/10.1107/S1600536812004710 |
work_keys_str_mv | AT smithgraham rac4carbamoylpiperidiniumcis2carboxycyclohexane1carboxylate AT wermuthursd rac4carbamoylpiperidiniumcis2carboxycyclohexane1carboxylate |