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Crystal structures of aroylhydrazones derived from 5-methoxysalicylaldehyde

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Abstract

Two new aroylhydrazones 3-bromo-N′-(2-hydroxy-5-methoxybenzylidene)benzohydrazide (1) and 4-hydroxy-3-methoxy-N′-(2-hydroxy-5-methoxybenzylidene)benzohydrazide (2), derived from 5-methoxysalicylaldehyde, are prepared and determined by means of infrared and 1H NMR spectroscopy and single crystal X-ray diffraction. Compound 1 crystallizes in the monoclinic space group P21/n with a = 5.9406(7) Å, b = 31.833(3) Å, c = 7.6460(8) Å, β = 94.522(4)°, V = 1441.4(3) Å3, Z = 4. Compound 2 crystallizes in the monoclinic space group P21/c with a = 14.3471(9) Å, b = 11.3893(7) Å, c = 9.6853(6) Å, β = 94.063(2)°, V = 1578.6(2) Å3, Z = 4. Both molecules have very similar bond lengths and angles. The crystal structures of both compounds are stabilized by N-H...O and O-H...O hydrogen bonds as well as π...π interactions.

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References

  1. Y.-J. Wei and F.-W. Wang, J. Struct. Chem., 52, 755–759 (2011).

    Article  CAS  Google Scholar 

  2. Y. Lei, T.-Z. Li, C. Fu, et al., J. Chem. Crystallogr., 41, 1707–1711 (2011).

    Article  CAS  Google Scholar 

  3. H.-Y. Zhu, Asian J. Chem., 24, 558–560 (2012).

    CAS  Google Scholar 

  4. H. H. Monfared, S. Alavi, R. Bikas, et al., Polyhedron, 29, 3355–3362 (2010).

    Article  CAS  Google Scholar 

  5. D. Matoga, J. Szklarzewicz, K. Stadnicka, et al., Inorg. Chem., 46, 9042–9044 (2007).

    Article  CAS  Google Scholar 

  6. M. Kuriakose, M. R. P. Kurup, and E. Suresh, Struct. Chem., 18, 579–584 (2007).

    Article  CAS  Google Scholar 

  7. P. V. Bernhardt, P. Chin, and D. R. Richardson, J. Biol. Inorg. Chem., 6, 801–809 (2001).

    Article  CAS  Google Scholar 

  8. A. Walcourt, M. Loyevsky, D. B. Lovejoy, et al., Int. J. Biochem. Cell Biol., 36, 401–407 (2004).

    Article  CAS  Google Scholar 

  9. K. K. V. Raj, B. Narayana, B. V. Ashalatha, et al., Eur. J. Med. Chem., 42, 425–429 (2007).

    Article  CAS  Google Scholar 

  10. X. H. Peng, X. L. Tang, W. W. Qin, et al., Dalton Trans., 40, 5271–5277 (2011).

    Article  CAS  Google Scholar 

  11. A. A. Tameem, B. Saad, A. Makahleh, et al., Talanta, 82, 1385–1391 (2010).

    Article  CAS  Google Scholar 

  12. G. M. Sheldrick, SHELXL97, Program for Crystal Structure Refinement, Univ. Göttingen, Germany (1997).

    Google Scholar 

  13. J. Bernstein, R. E. Davis, L. Shimoni, et al., Angew. Chem. Int. Ed. Eng., 34, 1555–1573 (1995).

    Article  CAS  Google Scholar 

  14. A. B. P. Lever, Inorganic Electronic Spectroscopy, 2nd ed., Elsevier Science Publishers B.V., The Netherlands (1984).

    Google Scholar 

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Correspondence to Q. -S. Zong.

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Original Russian Text © 2013 Q.-S. Zong, J.-Y. Wu

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 54, No. 6, pp. 1121–1126, November–December, 2013.

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Zong, Q.S., Wu, J.Y. Crystal structures of aroylhydrazones derived from 5-methoxysalicylaldehyde. J Struct Chem 54, 1151–1156 (2013). https://doi.org/10.1134/S002247661306022X

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  • DOI: https://doi.org/10.1134/S002247661306022X

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