X-Ray studies on potent new curariform agents. Part 3. Crystal and molecular structure of 1-methyl-2-phenyl-3-hydroxymethylimidazo[1,2-a]pyridinium chloride

Abstract

The structure of the title compound, representative of a new series of powerful, selective, monoquaternary neuromuscular blocking agents, has been determined by a three-dimensional X-ray analysis. Monoclinic crystals in space group P2₁/n have lattice parameters a= 7.692(1), b= 10.493(1), c= 16.821 (4)Å, β= 90.82(2)°, and Z= 4. The structure was solved by the heavy-atom method and refined by full-matrix least-squares calculations to R= 0.076 for 1 658 observed reflections. The molecule is an acetylcholine antagonist with N–C–C–O torsion angle 78.2(5)° and N ⋯ O distance 3.17(1)Å, with the two planar ring systems inclined at 51.4(5)°.