(E)-2,6-Di-bromo-4-{2-[1-(1 H,1 H,2 H,2 H-perfluoro-oct-yl)pyridinium-4-yl]ethen-yl}phenolate methanol disolvate, a fluoro-ponytailed solvatochromic dye

Lukas Fliri; Gabriel Partl; Thomas Gelbrich; Volker Kahlenberg; Gerhard Laus; Herwig Schottenberger

doi:10.1107/S2056989017013378

(E)-2,6-Di-bromo-4-{2-[1-(1 H,1 H,2 H,2 H-perfluoro-oct-yl)pyridinium-4-yl]ethen-yl}phenolate methanol disolvate, a fluoro-ponytailed solvatochromic dye

Acta Crystallogr E Crystallogr Commun. 2017 Sep 25;73(Pt 10):1526-1529. doi: 10.1107/S2056989017013378. eCollection 2017 Oct 1.

Authors

Lukas Fliri¹, Gabriel Partl², Thomas Gelbrich¹, Volker Kahlenberg³, Gerhard Laus¹, Herwig Schottenberger¹

Affiliations

¹ University of Innsbruck, Faculty of Chemistry and Pharmacy, Innrain 80-82, 6020 Innsbruck, Austria.
² University of Helsinki, Department of Chemistry, PO Box 55, 00014 Helsinki, Finland.
³ University of Innsbruck, Institute of Mineralogy and Petrography, Innrain 52, 6020 Innsbruck, Austria.

Abstract

The title compound, C₂₁H₁₂Br₂F₁₃NO·2CH₃OH, was obtained by condensation of 4-methyl-1-(1H,1H,2H,2H-perfluoro-oct-yl)pyridinium iodide and 3,5-di-bromo-4-hy-droxy-benzaldehyde, followed by deprotonation. It crystallizes as a methanol disolvate and exhibits short O-H⋯O hydrogen bonds and a disordered perfluoro-alkyl chain [occupancy ratio 0.538 (7):0.462 (7)]. Significant π-π stacking inter-actions are observed between the benzene and pyridine rings of neighbouring mol-ecules along the b-axis direction.

Keywords: crystal structure; fluoroalkyl; methanol; phenolate; pyridinium; solvatochromism.