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4-[Bis(4-fluorophenyl)methyl]-1-[(2E)-3-phenylprop-2-en-1-yl]piperazin-1-ium 3-carboxypropanoate
In the title salt, C(26)H(27)F(2)N(2) (+)·C(4)H(5)O(4) (−), the piperazine N atom bearing the vinylic substituent is protonated. The piperazine ring adopts a chair conformation. In ther crystal, the succinate monoanions are connected via short O—H⋯O hydrogen bonds between the carboxylic acid and c...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569791/ https://www.ncbi.nlm.nih.gov/pubmed/23424537 http://dx.doi.org/10.1107/S1600536813000706 |
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author | Kavitha, Channappa N. Yathirajan, Hemmige S. Narayana, Badiadka Gerber, Thomas van Brecht, Benjamin Betz, Richard |
author_facet | Kavitha, Channappa N. Yathirajan, Hemmige S. Narayana, Badiadka Gerber, Thomas van Brecht, Benjamin Betz, Richard |
author_sort | Kavitha, Channappa N. |
collection | PubMed |
description | In the title salt, C(26)H(27)F(2)N(2) (+)·C(4)H(5)O(4) (−), the piperazine N atom bearing the vinylic substituent is protonated. The piperazine ring adopts a chair conformation. In ther crystal, the succinate monoanions are connected via short O—H⋯O hydrogen bonds between the carboxylic acid and carboxylate groups into undulating chains extending along [001] and the flunarizinium monocations are attached to these chains via N(+)—H⋯O(−) hydrogen bonds. C—H⋯O interactions connect these chains into a three-dimensional network. The shortest centroid–centroid distance of 3.7256 (10) Å was found between one of the fluorinated benzene rings and the non-fluorinated phenyl ring in the neighbouring molecule related by a glide plane. |
format | Online Article Text |
id | pubmed-3569791 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35697912013-02-19 4-[Bis(4-fluorophenyl)methyl]-1-[(2E)-3-phenylprop-2-en-1-yl]piperazin-1-ium 3-carboxypropanoate Kavitha, Channappa N. Yathirajan, Hemmige S. Narayana, Badiadka Gerber, Thomas van Brecht, Benjamin Betz, Richard Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(26)H(27)F(2)N(2) (+)·C(4)H(5)O(4) (−), the piperazine N atom bearing the vinylic substituent is protonated. The piperazine ring adopts a chair conformation. In ther crystal, the succinate monoanions are connected via short O—H⋯O hydrogen bonds between the carboxylic acid and carboxylate groups into undulating chains extending along [001] and the flunarizinium monocations are attached to these chains via N(+)—H⋯O(−) hydrogen bonds. C—H⋯O interactions connect these chains into a three-dimensional network. The shortest centroid–centroid distance of 3.7256 (10) Å was found between one of the fluorinated benzene rings and the non-fluorinated phenyl ring in the neighbouring molecule related by a glide plane. International Union of Crystallography 2013-01-19 /pmc/articles/PMC3569791/ /pubmed/23424537 http://dx.doi.org/10.1107/S1600536813000706 Text en © Kavitha et al. 2013 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 Kavitha, Channappa N. Yathirajan, Hemmige S. Narayana, Badiadka Gerber, Thomas van Brecht, Benjamin Betz, Richard 4-[Bis(4-fluorophenyl)methyl]-1-[(2E)-3-phenylprop-2-en-1-yl]piperazin-1-ium 3-carboxypropanoate |
title | 4-[Bis(4-fluorophenyl)methyl]-1-[(2E)-3-phenylprop-2-en-1-yl]piperazin-1-ium 3-carboxypropanoate |
title_full | 4-[Bis(4-fluorophenyl)methyl]-1-[(2E)-3-phenylprop-2-en-1-yl]piperazin-1-ium 3-carboxypropanoate |
title_fullStr | 4-[Bis(4-fluorophenyl)methyl]-1-[(2E)-3-phenylprop-2-en-1-yl]piperazin-1-ium 3-carboxypropanoate |
title_full_unstemmed | 4-[Bis(4-fluorophenyl)methyl]-1-[(2E)-3-phenylprop-2-en-1-yl]piperazin-1-ium 3-carboxypropanoate |
title_short | 4-[Bis(4-fluorophenyl)methyl]-1-[(2E)-3-phenylprop-2-en-1-yl]piperazin-1-ium 3-carboxypropanoate |
title_sort | 4-[bis(4-fluorophenyl)methyl]-1-[(2e)-3-phenylprop-2-en-1-yl]piperazin-1-ium 3-carboxypropanoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569791/ https://www.ncbi.nlm.nih.gov/pubmed/23424537 http://dx.doi.org/10.1107/S1600536813000706 |
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