Rotundifoline, an Oxoindole Alkaloid

Autor: A. Mukhopadhyyay, S. K. Talapatra, S. K. Mazumdar, K. Bhattacharyya, Amit Saha, Pranab Kumar Lala
Rok vydání: 1998
Předmět:
Zdroj: Acta Crystallographica Section C Crystal Structure Communications. 54:399-401
ISSN: 0108-2701
DOI: 10.1107/s0108270197013528
Popis: In the title compound, methyl 2-{6′-ethyl-2′,3′,5′,6′,7′,8′-hexahydro-4-hydroxy-2-oxo- spiro­[1H-indole-3(2H),1′(8a'H)-indolizin]-7′-yl}-3-methoxyacrylate, C22H28N2O5, the indole molecule is not planar. The planarity of the atom group C13—N1—C2=O1 of the indole moiety and the short N1—C2 bond of 1.363 (11) A are due to delocalization of the benzoid electrons, which extend over the atoms N1, C2 and O1. The five-membered ring of the indolizine moiety is puckered and the six-membered ring fused to it has a normal chair conformation. The methoxy­carbonyl and the methoxy groups have a trans configuration about the C16 =C17 bond in the acrlyl moiety. The structure is stabilized by intramolecular hydrogen bonding of the type O—H⋯N and intermolecular hydrogen bonding of the type N—H⋯O.
Databáze: OpenAIRE