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Synthesis and Crystal Structures of 1-(3-{[(E)-3,5-Dibromo-2-hydroxybenzylidene]amino}phenyl)ethanone O-methyloxime
Corresponding Author(s) : Zong-Li Ren
Asian Journal of Chemistry,
Vol. 26 No. 16 (2014): Vol 26 Issue 16
Abstract
A Schiff-base mono-oxime compound 1-(3-{[(E)-3,5-dibromo-2-hydroxybenzylidene]-amino}phenyl)ethanone O-methyloxime with the molecular formula C16H14N2O2Br2, has been synthesized and its structure was characterized by X-ray single-crystallography. Within the molecule, the two aromatic rings formed a dihedral angle of 26.55°. In the crystal structure, a strong intramoleclar O-H···N hydrogen bond establish the molecular conformation. An infinite 1D supramolecular chain structure was formed by intermolecular C-H···p hydrogen bonding and p-p stacking interactions.
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- S. Akine, T. Taniguchi, W. Dong, S. Masubuchi and T. Nabeshima, J. Org. Chem., 70, 1704 (2005); doi:10.1021/jo048030y.
- W.K. Dong, X.N. He, H.B. Yan, Z.W. Lv, X. Chen, C.-Y. Zhao and X.-L. Tang, Polyhedron, 28, 1419 (2009); doi:10.1016/j.poly.2009.03.017.
- F. Averseng, P.G. Lacroix, I. Malfant, F. Dahan and K. Nakatani, J. Mater. Chem., 10, 1013 (2000); doi:10.1039/a910244m.
- S. Di Bella, Chem. Soc. Rev., 30, 355 (2001); doi:10.1039/b100820j.
- P.G. Lacroix, Eur. J. Inorg. Chem., 2001, 339 (2001); doi:10.1002/1099-0682(200102)2001:2<339::AID-EJIC339>3.0.CO;2-Z.
- L. Que Jr., Coord. Chem. Rev., 50, 73 (1983); doi:10.1016/0010-8545(83)85027-9.
- L. Que Jr. and A.E. True, Prog. Inorg. Chem., 38, 97 (1990); doi:10.1002/9780470166390.ch3.
- K.S. Murray, Coord. Chem. Rev., 12, 1 (1974); doi:10.1016/S0010-8545(00)80384-7.
- D.H. Park, V. Ramkumar and P. Parthiban, Acta Crystallogr., 68E, o524 (2012); doi:10.1107/S1600536812002140.
- A. Burkhardt, L. Eriksson, G. Widmalm and I. Cumpstey, Acta Crystallogr., 65E, 633 (2009); doi:10.1107/S1600536809006333.
- D.H. Park, V. Ramkumar and P. Parthiban, Acta Crystallogr., 68E, o1481 (2012); doi:10.1107/S1600536812016509 .
- G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); doi:10.1107/S0108767307043930.
References
S. Akine, T. Taniguchi, W. Dong, S. Masubuchi and T. Nabeshima, J. Org. Chem., 70, 1704 (2005); doi:10.1021/jo048030y.
W.K. Dong, X.N. He, H.B. Yan, Z.W. Lv, X. Chen, C.-Y. Zhao and X.-L. Tang, Polyhedron, 28, 1419 (2009); doi:10.1016/j.poly.2009.03.017.
F. Averseng, P.G. Lacroix, I. Malfant, F. Dahan and K. Nakatani, J. Mater. Chem., 10, 1013 (2000); doi:10.1039/a910244m.
S. Di Bella, Chem. Soc. Rev., 30, 355 (2001); doi:10.1039/b100820j.
P.G. Lacroix, Eur. J. Inorg. Chem., 2001, 339 (2001); doi:10.1002/1099-0682(200102)2001:2<339::AID-EJIC339>3.0.CO;2-Z.
L. Que Jr., Coord. Chem. Rev., 50, 73 (1983); doi:10.1016/0010-8545(83)85027-9.
L. Que Jr. and A.E. True, Prog. Inorg. Chem., 38, 97 (1990); doi:10.1002/9780470166390.ch3.
K.S. Murray, Coord. Chem. Rev., 12, 1 (1974); doi:10.1016/S0010-8545(00)80384-7.
D.H. Park, V. Ramkumar and P. Parthiban, Acta Crystallogr., 68E, o524 (2012); doi:10.1107/S1600536812002140.
A. Burkhardt, L. Eriksson, G. Widmalm and I. Cumpstey, Acta Crystallogr., 65E, 633 (2009); doi:10.1107/S1600536809006333.
D.H. Park, V. Ramkumar and P. Parthiban, Acta Crystallogr., 68E, o1481 (2012); doi:10.1107/S1600536812016509 .
G.M. Sheldrick, Acta Crystallogr. A, 64, 112 (2008); doi:10.1107/S0108767307043930.