Stereochemical studies. Part 29. Crystal structure of 2-benzyl-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-phenylisoquinolinium iodide
Abstract
The structure of the title compound has been established by X-ray crystallography from diffractometer data. Crystals are orthorhombic, space group Pbca, cell dimensions a= 33.443(10), b= 9.654(4), c= 13.991(5)Å, Z= 8. The structure was solved by Patterson and Fourier techniques and refined by least-squares calculation to R 0.036 for 1 875 observed reflections. Ring A is in the half-chair conformation. The 1-phenyl and 2-benzyl substituents are trans diaxial, which has only partly corroborated the conclusion (trans diequatorial) inferred from 1H n.m.r. studies. The nitrogen atom maintains an almost regular tetrahedron formed by four polarized C(sp3)-N+(sp3) single bonds (mean 1.532 Å). Geometry of the molecule resembles that of 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-(3,4-methylenedioxyphenyl)isoquinoline (cryptostyline I) methiodide.