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Journal of Structural Chemistry

2015 year, number 7

CHARACTERIZATION AND CRYSTAL STRUCTURES OF NEW SCHIFF BASE MACROCYCLIC COMPOUNDS

A. D. Khalaji1, S. Hafez Ghoran1, M. Pojarova2, M. DuЕЎek2
1Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran
alidkhalaji@yahoo.com
2Institute of Physics, Czech Academy of Sciences, Praha, Czech Republic
Keywords: synthesis, macrocyclic Schiff base, single crystal structure analysis, spectroscopy

Abstract

We report the synthesis and characterization of two new macrocyclic Schiff base compounds: a 15-membered (1) and 16-membered (2) one. Their synthesis involves a Schiff base condensation of 2,2-dimethylpropanediamine and two dialdehydes: 5,5¢-dimethoxy-2,2¢-(ethane-1,2-diyldioxy)dibenzaldehyde and 5,5¢-dimethoxy-2,2¢-(propane-1,3-diyldioxy)dibenzaldehyde. The compounds are characterized by elemental analysis (CHN), FT-IR, 1H and 13C-NMR spectroscopy, and single crystal X-ray diffraction. Compound 1 crystallizes in the monoclinic space group Cc with a = 11.0668(5) Å, b = 11.7962(5) Å, c = 17.1980(9) Å, b = 103.611(5)°, V = 2182.08(18) Å3, Z = 4, R ( F 2 > 2s( F 2)) = 0.048 and wR ( F 2) == 0.150, while compound 2 crystallizes in the monoclinic space group C 2/ c with a = 38.4782(15) Å, b = 5.6309(2) Å, c = 20.4029(7) Å, b = 102.524(4)°, V = 4315.4(3) Å3, Z = 8, R ( F 2 > 2s( F 2)) = 0.051 and wR ( F 2) = 0.130.