In a coordination-driven self-assembly process, diastereomeric coordination cages can arise from the stereochemical inversion of specific octahedral metal vertices, or less frequently, entire triangular faces (which may assume an anticlockwise or clockwise orientation). Diastereomers may also result from the handedness of ligand faces relative to that of octahedrally coordinated metal centers in face-capped tetrahedral cages. However, inevitable racemization in the self-assembly process while using achiral precursors, without any chiral source remains a formidable challenge. Self-assembly of 72 subcomponents produced a series of chiral 20-nucleii Co-imidazolate cages with a racemic tetartoidal (tetragonal pentagonal dodecahedron) structure. Chiral induction of the D-and L-enantiomers of menthol can yield both homochiral D and L cages chiral cages, respectively. The presence of the 2-methyl substituent on imidazolyl is essential for the development of a tetaroidal cage; in the absence of this steric effect, a cubic cage will result.