title: Crystal structure of rac-(3a'R,9a'R)-3a'-(indol-3-yl)-1',2',3',3a',4',9a'-hexa-hydro-spiro-[cyclo-pentane-1,9'-penta-leno[1,2-b]indole] p-xylene hemisolvate.
abstract: The title compound, C26H26N2·0.5C8H10, is the first reported characterized 2:2 product from acid-catalyzed condensation of indole with cyclo-penta-none and no other 2:2 products were observed. Recrystallization from p-xylene gave the title hemisolvate with the p-xylene mol-ecule located about an inversion center. The terminal penta-lene ring is envelope-flap disordered at the C atom farthest from the skeletal indole unit, with a refined occupancy ratio of 0.819 (4):0.181 (4). The major component has this C atom bent away from the spiro-fused cyclo-pentane ring. In the crystal, mol-ecules are connected by N-H⋯π inter-actions, forming chains along [100], and N-H⋯π and C-H⋯π inter-actions, forming chains along [001], which results in the formation of slabs parallel to (010).
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, MN 55455-0431, USA.
authors.forename: Wayland E
authors.initials: WE
authors.lastname: Noland
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, MN 55455-0431, USA.
authors.forename: Matthew A
authors.initials: MA
authors.lastname: Worth
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, MN 55455-0431, USA.
authors.forename: Andrew K
authors.initials: AK
authors.lastname: Schneerer
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, MN 55455-0431, USA.
authors.forename: Courtney L
authors.initials: CL
authors.lastname: Paal
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, MN 55455-0431, USA.
authors.forename: Kenneth J
authors.initials: KJ
authors.lastname: Tritch
keywords: X—H⋯π inter­actions; annulation; crystal structure; cyclic ketone; disorder; indole