Even in such simple systems, controlling the stereochemistry at the benzylic position (crucial to materials properties) is problematic.
The system with C s has cis stereochemistry at the bicyclic ring junction, whilst that with C 2 symmetry has trans stereochemistry.
The team confirmed the stereochemistry of ptaquiloside from the X-ray structure of a derivative.
The system with C s has cis stereochemistry at the bicyclic ring junction, whilst that with C 2 symmetry has trans stereochemistry at the bicyclic ring junction, whilst that with C 2 symmetry has trans stereochemistry.
Details such as the absolute stereochemistry of tryptophan side chains, usually only available from high resolution X-ray crystallography, are also sometimes available.