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Synthesis and Crystal Structure of 4,4',6,6'-Tetrachloro-2,2'-[(1,4-butylene)dioxybis(nitrilmethylidyne)]diphenol
Corresponding Author(s) : Li Wang
Asian Journal of Chemistry,
Vol. 25 No. 6 (2013): Vol 25 Issue 6
Abstract
The compound 4,4',6,6'-tetrachloro-2,2'-[(1,4-butylene)dioxybis(nitrilmethylidyne)]diphenol with the molecular formula C18H16Cl4N2O4, was synthesized by the reaction of 3,5-dichloro-2-hydroxybenzaldehyde with 1,4-bis(aminooxy)butane in ethanol. The molecule is disposed about a crystallographic centre of symmetry and the molecule adopts an extended conformation where the two phenoldoxime moieties are apart from each other. There are strong O-H···N intramolecular hydrogen bond and weak C-H···O and C-H···Cl intermolecular hydrogen bonds and strong intermolecular p-p stacking interactions (the nearest benzene rings are parallel to that of another molecule, are ca. 2.512(2) Å), stabilizing the two dimensional structures of the present compound.
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- W.K. Dong, G. Wang, S.S. Gong, J.F. Tong, Y.X. Sun and X.H. Gao, Transition Met. Chem., 37, 271 (2012).
- N.S. Venkataramanan, G. Kuppuraj and S. Rajagopal, Coord. Chem. Rev., 249, 1249 (2005).
- T. Katsuki, Coord. Chem. Rev., 140, 189 (1995).
- J.P. Costes, F. Dahan and A. Dupuis, Inorg. Chem., 39, 165 (2000).
- P.G. Lacroix, Eur. J. Inorg. Chem., 339 (2001).
- R. Atkins, G. Brfwer, E. Kokto, G.M. Mockler and E. Sinn, Inorg. Chem., 24, 128 (1985).
- D.A. Atwood, Coord. Chem. Rev., 165, 267 (1997).
- W.K. Dong, J.G. Duan, H.L. Wu, J.Y. Shi and T.Z. Yu, New Cryst. Struct., 221, 555 (2006).
- W.K. Dong and J.H. Feng, Acta Cryst., E62, 3577 (2006).
- W.K. Dong, J.H. Feng and X.Q. Yang, Z. Kristallogr. New Cryst. Struct., 221, 447 (2006).
- W.K. Dong, J.G. Duan, C.M Dong, Z.L. Ren and J.Y. Shi, Z. Kristallogr. New Cryst. Struct., 222, 327 (2007).
- W.K. Dong, J.Y. Shi, Y.X. Sun, L. Wang, J.G. Duan, J.K. Zhong and L. Xu, Anal. Sci., 23, 167 (2007).
- W.K. Dong, J.H. Feng and X.Q. Yang, Z. Kristallogr. New Cryst. Struct., 222, 50 (2007).
- W.K. Dong, X.N. He, C.M. Dong, L. Wang, J.K. Zhong, X. Chen and T.Z. Yu, Z. Kristallogr. New Cryst. Struct., 222, 289 (2007).
- J.G. Duan, C.M. Dong, J.Y. Shi, L. Wu and W.K. Dong, Acta Cryst., E63, 2704 (2007).
- Y.P. Zhang, G.H. Liu, J.Y. Shi, L. Xu and W.K. Dong, Acta Cryst., E63, 3852 (2007).
- W.K. Dong, G. Wang, Y.X. Sun, X.Y. Dong and X.H. Gao, Z. Naturforsch., 67b, 17 (2012).
References
W.K. Dong, G. Wang, S.S. Gong, J.F. Tong, Y.X. Sun and X.H. Gao, Transition Met. Chem., 37, 271 (2012).
N.S. Venkataramanan, G. Kuppuraj and S. Rajagopal, Coord. Chem. Rev., 249, 1249 (2005).
T. Katsuki, Coord. Chem. Rev., 140, 189 (1995).
J.P. Costes, F. Dahan and A. Dupuis, Inorg. Chem., 39, 165 (2000).
P.G. Lacroix, Eur. J. Inorg. Chem., 339 (2001).
R. Atkins, G. Brfwer, E. Kokto, G.M. Mockler and E. Sinn, Inorg. Chem., 24, 128 (1985).
D.A. Atwood, Coord. Chem. Rev., 165, 267 (1997).
W.K. Dong, J.G. Duan, H.L. Wu, J.Y. Shi and T.Z. Yu, New Cryst. Struct., 221, 555 (2006).
W.K. Dong and J.H. Feng, Acta Cryst., E62, 3577 (2006).
W.K. Dong, J.H. Feng and X.Q. Yang, Z. Kristallogr. New Cryst. Struct., 221, 447 (2006).
W.K. Dong, J.G. Duan, C.M Dong, Z.L. Ren and J.Y. Shi, Z. Kristallogr. New Cryst. Struct., 222, 327 (2007).
W.K. Dong, J.Y. Shi, Y.X. Sun, L. Wang, J.G. Duan, J.K. Zhong and L. Xu, Anal. Sci., 23, 167 (2007).
W.K. Dong, J.H. Feng and X.Q. Yang, Z. Kristallogr. New Cryst. Struct., 222, 50 (2007).
W.K. Dong, X.N. He, C.M. Dong, L. Wang, J.K. Zhong, X. Chen and T.Z. Yu, Z. Kristallogr. New Cryst. Struct., 222, 289 (2007).
J.G. Duan, C.M. Dong, J.Y. Shi, L. Wu and W.K. Dong, Acta Cryst., E63, 2704 (2007).
Y.P. Zhang, G.H. Liu, J.Y. Shi, L. Xu and W.K. Dong, Acta Cryst., E63, 3852 (2007).
W.K. Dong, G. Wang, Y.X. Sun, X.Y. Dong and X.H. Gao, Z. Naturforsch., 67b, 17 (2012).