Crystal, molecular and electronic structure of (5S,8aS)-5-methyl-4,6,7,8,8a,9-hexa­hydro­thieno-[3,2-f] indolizinium iodide

Viktor Vrábel ^*, Július Sivý ^a, Peter Šafař ^b, Jozefína Žúžiová ^c

Institute of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak Technical University, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
^a Institute of Mathematics and Physics, Faculty of Mechanical Engineering, Slovak University of Technologyy, Námestie slobody 17, SK-812 31 Bratislava, Slovak Republic
^b Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak Technical University, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
^c Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak Technical University, Radlinského 9, SK-812 37 Bratislava, Slovak Republic

E-mail: ^* viktor.vrabel@stuba.sk

Abstract: The molecules of the title compound, C₁₁H₁₆NS×I, crystallize as single enantiomer with two stereogenic centre, their absolute configuration were confirmed by anomalous dispersion effects in diffraction measurements on the crystals. The conformation of the pyrrolidine ring is close to that of an envelope, with the flap atom N1 displaced by 0.661 (2) Å from the plane of the oder remaining four atoms. The central six-membered ring of the indolizine moiety adopt a half-chair conformation with atom C5 displaced by -0.686 (2) Å from the plane of the oder remaining five atoms. The crystal structure of the title compound is stabilized by C—H···I···H—C hydrogen interactions.

Keywords: conformation, crystal and electronic structure, hydrogen interactions, indolizine, single-crystal X-ray study

Full paper in Portable Document Format: acs_0189.pdf

Acta Chimica Slovaca, Vol. 7, No. 2, 2014, pp. 73—76, DOI: 10.2478/acs-2014-0013

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