I’ve been thinking about extend the API to include an ‘unspecified’ configuration for stereochemistry. Generally the unspecified configuration is inferred by the absence of a configuration but there are several situations where it would be nice to explicitly encode this detail. It adds complication and wanted to here any concerns.
Example of requirement - by default the depiction favours placing bonds to non-stereo centres, then to non-ring atoms, lower connectivity etc.
With two stereo centres the depiction correctly places the wedges unambiguously
however then the acyclic centre is not specified the wedge placement doesn’t see a stereo centre and places a wedge causing ambiguity.
The behaviour in SMILES etc will be the same and the centres would not be marked.