8a-Methyl-5,6,8,8a,9,10-hexahydro-10,12a-epoxyisoindolo[1,2-a]isoquinolinium iodide

Abstract

The title compound, C17H18NO+·I−, is an adduct resulting from an intra­molecular Diels–Alder reaction of methallyl chloride with 3,4-dihydro-1-furylisoquinoline. The cation comprises a fused penta­cyclic system containing three five-membered rings (dihydro­pyrrole, dihydro­furan and tetra­hydro­furan) and two six-membered rings (tetra­hydro­pyridine and benzene). The five-membered rings have the usual envelope conformations, and the central six-membered tetra­hydro­pyridine ring adopts the unsymmetrical half-boat conformation. In the crystal, cations and iodide anions are bound by weak inter­molecular hydrogen-bonding inter­actions into a three-dimensional framework.

Diethyl 1,8-bis(4-methylphenyl)-11-oxatricyclo[6.2.1.02,7]undeca-2,4,6-triene-9,10-dicarboxylate

“…Geometrical parameters agree well with reported structures (Bailey et al 1995;Takahashi et al 2003;Simpson et al, 2004;Toze et al, 2010). The 5-membered ring C 1 \C 2 \C 7 \C 8 \O 1 adopts an envelope conformation with atom O 1 displaced by -(0.757) Å from the mean plane of the other ring atoms C 1 \C 2 \C 7 \C 8 .…”

“…For background to Diels-Alder reactions, see: Akio & Toshiki (2010). For related structures, see: Bailey et al (1995); Takahashi et al (2003); Simpson et al (2004); Toze et al (2010). For puckering and asymmetry parameters, see: Cremer & Pople (1975); Nardelli (1983).…”