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Characterization and crystal structures of solvated N′-(4-hydroxy-3-nitrobenzylidene)-3-methylbenzohydrazide and N′-(4-dimethyl-aminobenzylidene)-3-methylbenzohydrazide

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Abstract

Two new solvated benzohydrazone derivatives N′-(4-hydroxy-3-nitrobenzylidene)-3-methylbenzohydrazide-methanol-water (2/1/1) 2(C15H13N3O4)·CH3OH·H2O (1) and N′-(4-dimethylamino-benzylidene)-3-methylbenzohydrazide methanol monosolvate C17H19N3O·CH3OH (2) are prepared and characterized by elemental analysis, 1H and 13C NMR, and single crystal X-ray diffraction. Compound 1 crystallizes in the monoclinic space group P21/c with unit cell dimensions a = 17.084(2) Å, b = 12.706(1) Å, c = 15.412(1) Å, β = 113.207(1)°, V = 3074.1(4) Å3, Z = 4, R 1 = 0.0567, and wR 2 = 0.1209. Compound 2 crystallizes in the monoclinic space group P21/n with unit cell dimensions a = 15.058(1) Å, b = 6.658(1) Å, c = 17.211(2) Å, β = 94.189(2)°, V = 1720.8(3) Å3, Z = 4, R 1 = 0.0611, and wR 2 = 0.1594. X-ray diffraction indicates that the asymmetric unit of 1 contains two independent benzohydrazone molecules, one methanol and one water molecules. The asymmetric unit of 2 contains one benzohydrazone molecule and one methanol molecule. Benzohydrazone molecules of the compounds display trans configurations with respect to the C=N double bonds. The crystal structures of the compounds are stabilized by hydrogen bonds and weak π...π interactions.

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  1. Hebei Key Laboratory of Bioinorganic Chemistry, College of Sciences, Agricultural University of Hebei, Baoding, 071001, P. R. China

    J. -J. Ma

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  1. J. -J. Ma
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Original Russian Text © 2013 J.-J. Ma

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 54, No. 6, pp. 1115–1120, November–December, 2013.

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Ma, J.J. Characterization and crystal structures of solvated N′-(4-hydroxy-3-nitrobenzylidene)-3-methylbenzohydrazide and N′-(4-dimethyl-aminobenzylidene)-3-methylbenzohydrazide. J Struct Chem 54, 1145–1150 (2013). https://doi.org/10.1134/S0022476613060218

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  • DOI: https://doi.org/10.1134/S0022476613060218

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