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

The title compound, C(11)H(13)N(2)O(+)·Cl(−)·2H(2)O, 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...

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Detalles Bibliográficos
Autores principales: Khan, Amir Muhammad, Abbas, Ghulam, Qureshi, Rizwana Aleem, Khan, Uzma, Ghufran, Muhammad Asad, Stoeckli-Evans, Helen
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968537/
https://www.ncbi.nlm.nih.gov/pubmed/21582144
http://dx.doi.org/10.1107/S1600536809003766
Descripción
Sumario:The title compound, C(11)H(13)N(2)O(+)·Cl(−)·2H(2)O, 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—H⋯Cl and N—H⋯Cl hydrogen bonds, forming approximately triangular-shaped R (2) (1)(7) rings, and O—H⋯Cl and O—H⋯O hydrogen bonds, forming penta­gonal-shaped R (5) (4)(10) rings. The overall effect is a ribbon-like arrangement running parallel to the a axis.