Hydrogen bonding in two tetracyclic indole alkaloids

Acta Crystallogr C. 2001 Jan;57(Pt 1):97-9. doi: 10.1107/s0108270100014220.

Abstract

3-Acetyl-1,6,7,12b-tetrahydroindolo[2,3-a]quinolizin-2(12H)-one, C17H16N2O2, consists of two symmetry-independent molecules and each forms a layered structure stabilized by N-H...O and C-H...O hydrogen bonds. In 3-acetyl-6,7-dihydroindolo[2,3-a]quinolizin-4(12H)-one monohydrate, C17H14)N2O2.H2O, the structure is stabilized by O-H...O, N-H...O and C-H...O hydrogen bonds, with the ordered water molecule playing a crucial role in the self-assembly. Contribution from the weak interactions to the strong hydrogen-bonded network is a common feature in both structures.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Hydrogen Bonding
  • Indoles / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Quinazolines / chemistry*
  • Quinolizines / chemistry*

Substances

  • 3-Acetyl-1,6,7,12b-tetrahydroindolo(2,3-a)quinolizin-2(12H)-one monohydrate
  • 3-acetyl-6,7-dihydroindolo(2,3-a)quinolizin-4(12H)-one monohydrate
  • Indoles
  • Quinazolines
  • Quinolizines