Crystal and molecular structure of (6S,7R,8R,8aS)-7-bromo-6-(2-bromoethyl)-3-oxooctahydroindolizin-8-yl acetate

Viktor Vrábel, Ľubomír Švorc ^*, Peter Šafař ^a, Štefan Marchalín ^b, Jozef Kožíšek ^c

Institute of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
^a Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
^b Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovak Republic
^c Institute of Physical Chemistry and Chemical Physics, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovak Republic

E-mail: ^* lubomir.svorc@stuba.sk

Abstract: The absolute configuration of the title compound, C₁₂H₁₇Br₂NO₃, was assigned from the synthesis and confirmed by the structure determination. In the molecular structure, the central six-membered ring of the indolizine moiety adopts a chair conformation, with the deviations from the mean plane of the ring being -0.595 (2)Å for N1 atom and 0.563 (2)Å for C7 atom. The pyrrolidin-2-one ring is distorted towards a flat-envelope conformation, with atom C4 on the flap. Atom C4 is 0.191 (2)Å from the mean plane defined by atoms N1, C2, C3 and C5. The crystal structure is stabilized by van der Waals forces.

Keywords: indolizine, crystal and molecular structure, single-crystal X-ray study, conformation

Full paper in Portable Document Format: acs_0063.pdf

Acta Chimica Slovaca, Vol. 3, No. 2, 2010, pp. 3—11

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