Acta Cryst. (2009). E65, o474-o475  [ doi:10.1107/S1600536809003766 ]

3-Hydroxy-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-4-ium chloride dihydrate: (+)-vasicinol hydrochloride dihydrate from Peganum harmala L

A. M. Khan, G. Abbas, R. A. Qureshi, U. Khan, M. A. Ghufran and H. Stoeckli-Evans

Abstract: The title compound, C₁₁H₁₃N₂O⁺·Cl^-·2H₂O, the dihydrate of (+)-vasicinol hydrochloride, is a pyrrolidinoquinazoline alkaloid. It was isolated from the ethyl acetate fraction of the leaves of Peganum harmala L. The pyrrolidine ring has an envelope conformation with the C atom at position 2 acting as the flap and the C atom at position 3, carrying the hydroxyl substituent, has an S configuration. The absolute configuration was determined as a result of the anomalous scattering of the Cl atom. In the crystal structure, molecules stack along the a axis, connected to one another via intermolecular O-HCl and N-HCl hydrogen bonds, forming approximately triangular-shaped R₂¹(7) rings, and O-HCl and O-HO hydrogen bonds, forming pentagonal-shaped R₅⁴(10) rings. The overall effect is a ribbon-like arrangement running parallel to the a axis.

Online 6 February 2009

Copyright © International Union of Crystallography
IUCr Webmaster