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Synthesis and Crystal Structure of 2-[(3-Bromo-phenylimino)methyl]phenol
Corresponding Author(s) : Ya-Ning Guo
Asian Journal of Chemistry,
Vol. 25 No. 7 (2013): Vol 25 Issue 7
Abstract
A new Schiff base 2-[(3-bromo-phenylimino)methyl]phenol, derived from condensation of salicylaldehyde with m-bromoaniline, has been prepared and characterized by single crystal X-raydiffraction. Schiff base is in the monoclinic system, space group P21 with a = 3.928(14) Å, b = 10.590(4)Å, c = 13.212(5)Å, b = 97.360(4)º, Mr = 276.13, V = 545.1(3)Å3, Dc = 1.682 g/cm3, Z = 2, μ = 3.745 mm-1, F(000) = 276, R = 0.0326, wR = 0.0455. The schiff base is stabilized by intermolecular C-H···O and p···p interaction and further linked into a 2D layer structure.
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References
J.C. MacDonald and G.M. Whitesides, Chem. Rev., 94, 2383 (1994).
J. Bernstein, R.E. Davis and L. Shimoni, Angew Chem. Int. Ed Engl., 34, 1555 (1995).
C. Janiak, J. Chem. Soc. Dalton Trans., 3885 (2000).
J.A.R.P. Sarma and G.R. Desiraju, Acc. Chem. Res., 19, 222 (1986).
I. Chao and J.C. Chen, Angew. Chem., 108, 200 (1996).
G. Müller, M. Lutz and S. Harder, Acta Crystallogr., B52, 1014 (1996).
D. Braga, F. Grepioni and J.J. Byrne, J. Chem. Soc. Chem.Commun., 125 (1995).
B.R. Kaafarani, A.A. Pinkerton and D.C. Neckers, Tetrahedron Lett., 42, 8137 (2001).
T. Steiner and W. Saenger, J. Chem. Soc. Chem. Commun., 2087 (1995).
T. Steiner and G.R. Desiraju, J. Chem. Soc. Chem. Commun., 891 (1998).
X.B. Wang, Z.T. Zhang and Q.Y. Wang, Struct. Chem., 16, 461 (2005).
Y.N. Guo, Chin. J. Inorg. Chem., 27, 1875 (2011).
M. Santanu, K.R. Ashok and P. Guillaume, Transition Met. Chem., 34, 719 (2009).
J.L. Atwood, J.E. Davies and D.D. MacNicol, In eds.: F. Vogtle, In Comprehensive Supramolecular Chemistry, Pergamon, Oxford, Vol. 6, p. 1 (1996).
S.A. Schuetz, C.M. Silvernail and C.D. Incarvito, Inorg. Chem., 43, 6203 (2004).
S. Akine, T. Taniguchi and T. Nabeshima, Angew. Chem. Int. Ed., 41, 4670 (2002).
Y.N. Guo, Russ. J. Coord. Chem., 38, 122 (2012).
R. Natarajan, P. Krishnan and B. Thanasekaran, J. Mol. Struct., 1000, 135 (2011).
G.M. Sheldrick, SHELX-97. Program Package for Crystal Structure Solution and Refinement; University of Gottingen: Germany (1997).
R. Kiralj, B. Kojic-Prodic and I. Piantanida, Acta Crystallogr., B55, 55 (1999).