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Characterization and crystal structures of new Schiff base macrocyclic compounds

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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, β = 103.611(5)°, V = 2182.08(18) Å3, Z = 4, R(F 2 > 2σ(F 2)) = 0.048 and wR(F 2) = = 0.150, while compound 2 crystallizes in the monoclinic space group C2/c with a = 38.4782(15) Å, b = 5.6309(2) Å, c = 20.4029(7) Å, β = 102.524(4)°, V = 4315.4(3) Å3, Z = 8, R(F 2 > 2σ(F 2)) = 0.051 and wR(F 2) = 0.130.

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Correspondence to A. D. Khalaji.

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Original Russian Text © 2015 A. D. Khalaji, S. Hafez Ghoran, M. Pojarová, M. Dušek.

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 56, No. 7, pp. 1467-1470, November-December, 2015.

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Khalaji, A.D., Hafez Ghoran, S., Pojarová, M. et al. Characterization and crystal structures of new Schiff base macrocyclic compounds. J Struct Chem 56, 1410–1414 (2015). https://doi.org/10.1134/S0022476615070240

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