Structural study of some esters derived from syn and anti 5-arylcarbonyloxy-2-methyl-2-azabicyclo[2.2.2]octane hydrochlorides

Synthesis and structural study of esters derived from 2-methyl-2-azabicyclo[2.2.2]octan-6-syn(anti)-ols by NMR spectroscopy and x-ray crystallography

“…The geometry of the six-membered rings is similar to that found in similar compounds. 13 Pharmacologically interesting 14 are the intramolecular distances of N-1 and O-2 to the centroid of the phenyl ring, 7.198(4) and 3.674(6) Å respectively, and the distance O-2…N-1, which is 4.787(8) Å . The Cl-1 atom supports the whole structure; there is a hydrogen bond with N-1 through H-1 and a series of short contacts (range of distances H…Cl from 2.77 to 3.23 Å ) from the Cl-1 atom to the hydrogen of several C atoms in different cells (see Table 1).…”