The QM workflow could also be extended methodologically by, for example, enumerating all diastereomers of a stereochemically unannotated molecule and predicting them all. This would initially approximate the expected error of a predicted 19 F NMR chemical shift due to stereochemistry. These calculation results could also be used to hypothesize what the actual stereochemistry may be. The presented QM workflow represents a cost-efficient approximation that is adequate for our application but with many avenues for further improvement. For example, one could use the Δ-learning paradigm recently applied to NMR chemical shift prediction or replace the linear regression correction with a non-linear method such as has been done for 1 H and 13 C NMR chemical shift prediction .