rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol

Acta Crystallogr C. 2007 Aug;63(Pt 8):o493-5. doi: 10.1107/S0108270107033690. Epub 2007 Jul 26.

Abstract

The asymmetric unit of the racemic form of the title compound, C(12)H(15)NOS, contains four crystallographically independent molecules. The olefinic bond connecting the 2-thienyl and 1-azabicyclo[2.2.2]octan-3-ol moieties has Z geometry. Strong hydrogen bonding occurs in a directed co-operative O-H...O-H...O-H...O-H R(4)(4)(8) pattern that influences the conformation of the molecules. Co-operative C-H...pi interactions between thienyl rings are also present. The average dihedral angle between adjacent thienyl rings is 87.09 (4) degrees.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Acetates / chemistry
  • Bridged Bicyclo Compounds / chemistry*
  • Crystallography, X-Ray / methods*
  • Hydrogen / chemistry
  • Hydrogen Bonding
  • Isomerism
  • Models, Chemical
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Oxygen / chemistry
  • Quinoxalines / chemistry*
  • Thiazolidines
  • Tosyl Compounds / chemistry*

Substances

  • (E)-2-(2-methoxybenzylidene)-1,4-di-p-tosyl-1,2,3,4-tetrahydroquinoxaline
  • Acetates
  • Bridged Bicyclo Compounds
  • Quinoxalines
  • Thiazolidines
  • Tosyl Compounds
  • ethyl acetate
  • Hydrogen
  • Oxygen