rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol.
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.
Sonar
Vijayakumar N
VN
Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, KY 40536, USA.
Venkatraj
M
M
Parkin
Sean
S
Crooks
Peter A
PA
D000085:Acetates / Q000737:chemistry; D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray / Q000379:methods*; D006859:Hydrogen / Q000737:chemistry; D006860:Hydrogen Bonding; D007536:Isomerism; D008956:Models, Chemical; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry; D011810:Quinoxalines / Q000737:chemistry*; D053778:Thiazolidines; D014105:Tosyl Compounds / Q000737:chemistry*
C523944:(E)-2-(2-methoxybenzylidene)-1,4-di-p-tosyl-1,2,3,4-tetrahydroquinoxaline; D000085:Acetates; D001643:Bridged Bicyclo Compounds; D011810:Quinoxalines; D053778:Thiazolidines; D014105:Tosyl Compounds; C007650:ethyl acetate; D006859:Hydrogen; D010100:Oxygen