The tetradentate Schiff bases H 2 L = H 2 AC [N,NЈ-ethylenebis(4-iminopentan-2-one)], H 2 MAL1 [N,NЈ-ethylene-bis-(methyl-3-iminobutanoate)], and H 2 MAL2 [N,NЈ-ethylenebis(tert-butyl-3-iminobutanoate)] were found to possess sufficient flexibility and were tailored to self assemble with zinc ions to form neutral bimetallic helicates with the overall composition Zn 2 L 2 . In solution for all ligands, an equilibrium between the tautomeric forms exists, which was confirmed by IR and NMR spectroscopy. X-ray single-crystal analysis performed for H 2 MAL1 (1) and H 2 MAL2 (2) reveals that they have similar geometrical parameters and crystallize in a trans conformation. In the crystal structures of the zinc complexes [Zn 2 (AC) 2 ]·C 6 H 6 (3), [Zn 2 (MAL1) 2 ]·0.5C 7 H 8 (4), and [Zn 2 -(MAL2) 2 ]·C 7 H 8 (5), the Schiff base ligands are helically wrapped around the two four-coordinate metal ions, which leads to an idealized D 2 symmetry. The coordination polyhedron around the Zn ions in 3-5 can be described as a tetrahedral geometry comprising two O-and two N-donor atoms of