Exploring the Crystal Landscape of Mandelamide and Chiral Resolution via Cocrystallization.

The crystal structures of (±)-mandelamide, -mandelamide, and enantioenriched mandelamide (94 : 6 ) were determined. Diastereomeric cocrystal pairs of -mandelamide with both enantiomers of mandelic acid and proline were synthesized. The diastereomeric cocrystal pairs of -mandelamide with /-mandelic acid form 1:1 cocrystals in each case, while the diastereomeric cocrystal pairs of -mandelamide with proline have different stoichiometries.