Supramolecular interaction in copper(ll) complexes containing schiff base ligands Phailyn Khemthong1, Chatphorn Theppitak1, Filip Kielar1 and Kittipong Chainok2

  • Chatphorn Theppitak
Keywords: Copper(II), Noncovalent interactions, Schiff base, Supramolecule, X-ray crystallography

Abstract

Two new dinuclear copper(II) complexes containing 4-bromo-N-(2-pyridylmethylene)aniline (C12H9BrN2) or 4-chloro-3,5-dimethyl-N-(2-pyridylmethylene)aniline (C14H13ClN2) Schiff base ligands, [Cu(C12H9BrN2)Cl2] (1) or [Cu(C14H13ClN2)Cl2] (2), were synthesized. Single crystal X-ray analysis at room temperature revealed that complex 1 crystallizes in the monoclinic space group P21/n and the molecular structure consists of a dichloro-bridged dinuclear Cu(II) species [Cu···Cu = 3.4678(6) Å]. Whereas, complex 2 also crystallizes the monoclinic system with P21/c space group in which the two Cu(II) atoms are linked by weak electrostatic Cu···Cl interactions [3.021(1) Å] to form a dinuclear complex [Cu···Cu separation = 3.468(1) Å]. The different of supramolecular artchitecture of complexes is the result of combination of intermolecular forces including electrostatic Cu···Cl, halogen···π, π–π, C–H···π and C–H···Cl interactions.

References

1. Riccardo B, Andrew MJ. Molecular recognition and ligand binding. Annu Rev Phys Chem 2013;64:151–75.
2. Lehn JM. Supramolecular chemistry. Weinheim : Wiley-VCH; 1995.
3. Lehn JM. Supramolecular chemistry. Science 1993;260(5115):1762–3.
4. Desiraju, GR. Crystal engineering: the design of organic solids. Amsterdam: Elsevier; 1989.
5. Petkau-Milroy K, Brunsveld L. Supramolecular chemical biology; bioactive synthetic selfassemblies. Org Biomol Chem 2013;11:219–32.
6. Elemans JAAW, De Feyter S, Lei S. Molecular and supramolecular networks on surfaces: from two-dimensional crystal engineering to reactivity. Angew Chem Int Ed 2009;48:7298–332.
7. Bruker. APEX2, SADABS and SAINT. Madison Wisconsin USA: Bruker AXS Inc.; 2014.
8. Sheldrick GM. Crystal structure refinement with SHELXL. Acta Cryst 2015;C71:3–8.
9. Addison AW, Rao TN, Reedijk J, van Rijn J, Verschoor GC. Synthesis, structure, and spectroscopic properties of copper(II) compounds containing nitrogen–sulphur donor ligands; the crystal and molecular structure of
aqua[1,7-bis(N-methylbenzimidazol-2-yl)-2,6-dithiaheptane]copper(II) perchlorate. J Chem Soc Dalton Trans 1984;1349–56.
10. Khalaj M, Dehghanpour S, Mahmoudi A, Khalaj A, Lough AJ. A second monoclinic polymorph of di-μ-chlorido-bis(chlorido{2-[(4-ethylphenyl) iminomethyl]pyridine-k2N,N’}copper(II)). Acta Cryst 2012;E68:m920–1.
11. Dehghanpour S, Khalaj M, Mahmoudi A. Mercury(I) complexes with bidentate iminopyridine ligands : synthesis, spectral characterization and structural analysis. Polyhedron 2009;28(7):1205-10.
12. Khalaj M, Dehghanpour S, Mahmoudi A, Sevedidarzam S. Dibromido{2-[(4-bromophenyl) iminometyl]pyridine-k2N,N’}zinc(II). Acta Cryst 2009;E65:m890.
Published
2017-06-22