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Synthesis, Characterization and Crystal Structures of N′-(5-Bromo-2-hydroxybenzylidene)-2-fluorobenzohydrazide in Unsolvated and Monohydrate Forms

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Abstract

A new hydrazone derivative, N′-(5-bromo-2-hydroxybenzylidene)-2-fluorobenzohydrazide (BFBH), has been prepared and crystallized from absolute methanol and 95% ethanol, respectively, yielding unsolvated and monohydrate forms of the compound, viz. BFBH (1) and BFBH·H2O (2). The two forms of the compound were characterized by elemental analysis, IR spectra, 1HNMR spectra, and X-ray single crystal structural determination. The unsolvated form of the compound crystallizes in the monoclinic space group P21/c with unit cell dimensions a = 6.879(1) Å, b = 28.911(2) Å, c = 8.724(1) Å, β = 127.685(2)º, V = 1373.1(3) Ǻ3, Z = 4, R 1 = 0.0569, and wR 2 = 0.1352. The monohydrate forms of the compound crystallizes in the monoclinic space group P21/c with unit cell dimensions a = 14.873(3) Å, b = 7.265(1) Å, c = 13.043(2) Å, β = 96.281(2)º, V = 1400.9(4) Ǻ3, Z = 4, R 1 = 0.0402, and wR 2 = 0.0890. The two structures are similar to each other, except for the presence of a water molecule in (2).

Graphical Abstract

A new hydrazone derivative, N′-(5-bromo-2-hydroxybenzylidene)-2-fluorobenzohydrazide, has been prepared and crystallized from absolute methanol and 95% ethanol, respectively, yielding unsolvated and monohydrate forms of the compound.

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Acknowledgments

This research was supported by the National Sciences Foundation of China (No. 20676057 and 20877036) and Top-class foundation of Pingdingshan University (No. 2008010).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Pingdingshan University, Pingdingshan, 467000, Henan, People’s Republic of China

    Ling-Wei Xue, Yong-Jun Han, Gan-Qing Zhao & Yun-Xiao Feng

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  1. Ling-Wei Xue
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  2. Yong-Jun Han
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Correspondence to Ling-Wei Xue.

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Xue, LW., Han, YJ., Zhao, GQ. et al. Synthesis, Characterization and Crystal Structures of N′-(5-Bromo-2-hydroxybenzylidene)-2-fluorobenzohydrazide in Unsolvated and Monohydrate Forms. J Chem Crystallogr 41, 1599–1603 (2011). https://doi.org/10.1007/s10870-011-0146-z

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  • DOI: https://doi.org/10.1007/s10870-011-0146-z

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