The condensation between sodium 2,6-diformyl-4-X-phenolate (X=Cl, CH3) with the reduced 1:1 Schiff base of 2,2',2"-tris (aminoethyl) amine (tren) and 2-formylfuran (or benzaldehyde) followed by in situ transmetallation with copper(II) perchlorate results in the production of four novel tetranuclear copper(II) complexes of 2:2 macrocyclic Schiff bases with functional pendant-arms (H2L1-4), which have been spectroscopically characterized. A typical complex (1) has been structurally studied by X-ray diffraction. In the cation of complex 1, [Cu4L1Cl2(OH)2]2+, a chair-shaped Cu4O4 core with two μ3-hydroxide groups inside is composed of two kinds of crystallographicall ndependent Cu(II) atoms, while each possesses a configuration of a distorted square pyramid. The four metal atoms are in an approximate parallelogram. Two pendant-arms, mono-dentatively bonding to their adjacent metal atoms, lie in the 'trans' position of the macrocycle. The variable temperature magnetic susceptibility of 1 has been measured in a temperature rang 4-300K. The best fitting with a quasi-butterfly magnetostructural model shows antiferromagnetic exchanges within this compound, with Jbb=-270.8cm-1, Jwb1=-40.3cm-1 and Jwb2=-37.5cm-1.