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Self-assembly of a series of ZnX2 (X– = Cl–, Br–, and I–) with (S)-(1-isonicotinoylpyrrolidin-2-yl)­methyl isonicotinate (L) as a new chiral hemicircular bidentate ligand yields a system comprising 30-membered metallacyclodimeric species [ZnX2L]2 with two chiral centers. In the solid state, the metallacyclodimers’ packing arrays differ according to the anions and nestled solvate molecules. In the present study, the differential pulse voltammetry (DPV) technique was employed for chiral discrimination of amino acid enantiomers with S-chiral [ZnX2L]2 and was found to be an effective tool for enantio-recognition of amino acids.