(E)-2,6-Di­bromo-4-{2-[1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium-4-yl]ethen­yl}phenolate methanol disolvate, a fluoro­ponytailed solvatochromic dye

The title compound, C(21)H(12)Br(2)F(13)NO·2CH(3)OH, was obtained by condensation of 4-methyl-1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium iodide and 3,5-di­bromo-4-hy­droxy­benzaldehyde, followed by deprotonation. It crystallizes as a methanol disolvate and exhibits short O—H⋯O hydrogen bonds and a d...

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Autores principales: Fliri, Lukas, Partl, Gabriel, Gelbrich, Thomas, Kahlenberg, Volker, Laus, Gerhard, Schottenberger, Herwig
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730310/
https://www.ncbi.nlm.nih.gov/pubmed/29250373
http://dx.doi.org/10.1107/S2056989017013378
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author Fliri, Lukas
Partl, Gabriel
Gelbrich, Thomas
Kahlenberg, Volker
Laus, Gerhard
Schottenberger, Herwig
author_facet Fliri, Lukas
Partl, Gabriel
Gelbrich, Thomas
Kahlenberg, Volker
Laus, Gerhard
Schottenberger, Herwig
author_sort Fliri, Lukas
collection PubMed
description The title compound, C(21)H(12)Br(2)F(13)NO·2CH(3)OH, was obtained by condensation of 4-methyl-1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium iodide and 3,5-di­bromo-4-hy­droxy­benzaldehyde, followed by deprotonation. It crystallizes as a methanol disolvate and exhibits short O—H⋯O hydrogen bonds and a disordered perfluoro­alkyl chain [occupancy ratio 0.538 (7):0.462 (7)]. Significant π–π stacking inter­actions are observed between the benzene and pyridine rings of neighbouring mol­ecules along the b-axis direction.
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spelling pubmed-57303102017-12-15 (E)-2,6-Di­bromo-4-{2-[1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium-4-yl]ethen­yl}phenolate methanol disolvate, a fluoro­ponytailed solvatochromic dye Fliri, Lukas Partl, Gabriel Gelbrich, Thomas Kahlenberg, Volker Laus, Gerhard Schottenberger, Herwig Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(21)H(12)Br(2)F(13)NO·2CH(3)OH, was obtained by condensation of 4-methyl-1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium iodide and 3,5-di­bromo-4-hy­droxy­benzaldehyde, followed by deprotonation. It crystallizes as a methanol disolvate and exhibits short O—H⋯O hydrogen bonds and a disordered perfluoro­alkyl chain [occupancy ratio 0.538 (7):0.462 (7)]. Significant π–π stacking inter­actions are observed between the benzene and pyridine rings of neighbouring mol­ecules along the b-axis direction. International Union of Crystallography 2017-09-25 /pmc/articles/PMC5730310/ /pubmed/29250373 http://dx.doi.org/10.1107/S2056989017013378 Text en © Fliri et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Fliri, Lukas
Partl, Gabriel
Gelbrich, Thomas
Kahlenberg, Volker
Laus, Gerhard
Schottenberger, Herwig
(E)-2,6-Di­bromo-4-{2-[1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium-4-yl]ethen­yl}phenolate methanol disolvate, a fluoro­ponytailed solvatochromic dye
title (E)-2,6-Di­bromo-4-{2-[1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium-4-yl]ethen­yl}phenolate methanol disolvate, a fluoro­ponytailed solvatochromic dye
title_full (E)-2,6-Di­bromo-4-{2-[1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium-4-yl]ethen­yl}phenolate methanol disolvate, a fluoro­ponytailed solvatochromic dye
title_fullStr (E)-2,6-Di­bromo-4-{2-[1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium-4-yl]ethen­yl}phenolate methanol disolvate, a fluoro­ponytailed solvatochromic dye
title_full_unstemmed (E)-2,6-Di­bromo-4-{2-[1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium-4-yl]ethen­yl}phenolate methanol disolvate, a fluoro­ponytailed solvatochromic dye
title_short (E)-2,6-Di­bromo-4-{2-[1-(1H,1H,2H,2H-perfluoro­oct­yl)pyridinium-4-yl]ethen­yl}phenolate methanol disolvate, a fluoro­ponytailed solvatochromic dye
title_sort (e)-2,6-di­bromo-4-{2-[1-(1h,1h,2h,2h-perfluoro­oct­yl)pyridinium-4-yl]ethen­yl}phenolate methanol disolvate, a fluoro­ponytailed solvatochromic dye
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730310/
https://www.ncbi.nlm.nih.gov/pubmed/29250373
http://dx.doi.org/10.1107/S2056989017013378
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