1-D system:Copper(II) complex with pentadentate strand-type ligand involving two imidazole groups exhibits a self-complementary double-faced H-bonding recognition and enantioselective self-assembly behavior. The mono-deprotonated complex includes one imidazole and one imidazolate moiety, and due to the spiral arrangement of the acyclic ligand, inducesC(clockwise) andA(anticlockwise) enantiomers. The complex functions as chiral building component and aggregates into …CCCC… and …AAAA… homochiral 1D zigzag-chains, owing to hydrogen-bonding between the imidazole and imidazolate groups of adjacent homochiral units.