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Synthesis and X-Ray Structures of Hydrazones Derived from 2-(4-Nitrophenoxy)acetohydrazide
Corresponding Author(s) : Qian-Shou Zong
Asian Journal of Chemistry,
Vol. 26 No. 3 (2014): Vol 26 Issue 3
Abstract
Two new hydrazones, (4-nitrophenoxy)acetic acid [1-(3,4-dihydroxyphenyl)methylidene]hydrazide (1) and (4-nitrophenoxy)acetic acid [1-(4-hydroxyphenyl)methylidene]hydrazide (2), derived from 2-(4-nitrophenoxy)acetohydrazide have been prepared and determined by means of the infrared spectra, 1H NMR and single crystal X-ray diffraction. Compound 1 crystallizes in the monoclinic space group P21/n with a = 8.306(1) Å, b = 12.220(1) Å, c = 14.853(2) Å, b = 104.899(1)º, V = 1456.8(3) Å3, Z = 4. Compound 2 crystallizes in the monoclinic space group P21/n with a = 8.356(3) Å, b = 12.392(3) Å, c = 14.595(3) Å, b = 105.598(2)°, V = 1455.6(7) Å3, Z = 4. Both molecules have similar bond lengths and angles pattern. The crystal structures of both compounds are stabilized by hydrogen bonds, as well as p···p interactions.
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- Y.-J. Wei and F.-W. Wang, J. Struct. Chem., 52, 755 (2011); doi:10.1134/S0022476611040160.
- Y. Lei, T.-Z. Li, C. Fu, X.-L. Guan and Y. Tan, J. Chem. Crystallogr., 41, 1707 (2011); doi:10.1007/s10870-011-0161-0.
- H.-Y. Zhu, Asian J. Chem., 24, 558 (2012).
- H.H. Monfared, S. Alavi, R. Bikas, M. Vahedpour and P. Mayer, Polyhedron, 29, 3355 (2010); doi:10.1016/j.poly.2010.09.029.
- D. Matoga, J. Szklarzewicz, K. Stadnicka and M.S. Shongwe, Inorg. Chem., 46, 9042 (2007); doi:10.1021/ic701435x.
- M. Kuriakose, M.R. Prathapachandra Kurup and E. Suresh, Struct. Chem., 18, 579 (2007); doi:10.1007/s11224-007-9187-5.
- P.V. Bernhardt, P. Chin and D.R. Richardson, J. Biol. Inorg. Chem., 6, 801 (2001); doi:10.1007/s007750100258.
- A. Walcourt, M. Loyevsky, D.B. Lovejoy, V.R. Gordeuk and D.R. Richardson, Int. J. Biochem. Cell Biol., 36, 401 (2004); doi:10.1016/S1357-2725(03)00248-6.
- K.K. Vijaya Raj, B. Narayana, B.V. Ashalatha, N. Suchetha Kumari and B.K. Sarojini, Eur. J. Med. Chem., 42, 425 (2007); doi:10.1016/j.ejmech.2006.09.010.
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- A.A. Tameem, B. Saad, A. Makahleh, A. Salhin and M.I. Saleh, Talanta, 82, 1385 (2010); doi:10.1016/j.talanta.2010.07.004.
- G.M. Sheldrick, SHELXL97, Program for crystal structure refinement, University of Göttingen, Germany (1997).
References
Y.-J. Wei and F.-W. Wang, J. Struct. Chem., 52, 755 (2011); doi:10.1134/S0022476611040160.
Y. Lei, T.-Z. Li, C. Fu, X.-L. Guan and Y. Tan, J. Chem. Crystallogr., 41, 1707 (2011); doi:10.1007/s10870-011-0161-0.
H.-Y. Zhu, Asian J. Chem., 24, 558 (2012).
H.H. Monfared, S. Alavi, R. Bikas, M. Vahedpour and P. Mayer, Polyhedron, 29, 3355 (2010); doi:10.1016/j.poly.2010.09.029.
D. Matoga, J. Szklarzewicz, K. Stadnicka and M.S. Shongwe, Inorg. Chem., 46, 9042 (2007); doi:10.1021/ic701435x.
M. Kuriakose, M.R. Prathapachandra Kurup and E. Suresh, Struct. Chem., 18, 579 (2007); doi:10.1007/s11224-007-9187-5.
P.V. Bernhardt, P. Chin and D.R. Richardson, J. Biol. Inorg. Chem., 6, 801 (2001); doi:10.1007/s007750100258.
A. Walcourt, M. Loyevsky, D.B. Lovejoy, V.R. Gordeuk and D.R. Richardson, Int. J. Biochem. Cell Biol., 36, 401 (2004); doi:10.1016/S1357-2725(03)00248-6.
K.K. Vijaya Raj, B. Narayana, B.V. Ashalatha, N. Suchetha Kumari and B.K. Sarojini, Eur. J. Med. Chem., 42, 425 (2007); doi:10.1016/j.ejmech.2006.09.010.
X.H. Peng, X.L. Tang, W.W. Qin, W. Dou, Y.L. Guo, J.R. Zheng, W.-S. Liu and D.Q. Wang, Dalton Trans., 40, 5271 (2011); doi:10.1039/c0dt01590c.
A.A. Tameem, B. Saad, A. Makahleh, A. Salhin and M.I. Saleh, Talanta, 82, 1385 (2010); doi:10.1016/j.talanta.2010.07.004.
G.M. Sheldrick, SHELXL97, Program for crystal structure refinement, University of Göttingen, Germany (1997).