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Synthesis and Crystal Structure of Schiff Base 2-[(3-Bromo-phenylimino)methyl]phenol and It's Copper(II) Complex
Corresponding Author(s) : Xin-Li Zhang
Asian Journal of Chemistry,
Vol. 26 No. 11 (2014): Vol 26 Issue 11
Abstract
A new Schiff base 2-[(3-bromo-phenylimino)methyl]phenol (HL) (1), derived from condensation of salicylaldehyde with m-bromoaniline, and its copper(II) complex (2) [Cu2L4], have been prepared and characterized by single crystal X-ray diffraction. 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)°, Mr = 276.13, V = 5451(3) Å3, Dc = 1.682 g/cm3, Z = 2, μ = 3.745 mm-1, F(000) = 276, R = 0.0326, wR = 0.0455. Complex belongs to the monoclinic system, space group P21/n with a = 13.970(9) Å, b = 11.891(7) Å, c = 15.232(9) Å, b = 114.876(9)°, Mr = 1227.55, V = 2296(2) Å3, Dc = 1.776 g/cm3, Z = 2, μ = 4.460 mm-1, F(000) = 1212, R = 0.1801, wR = 0.2158. 1 is stabilized by intermolecular C-H…O and p…p interaction and further linked into a 2D layer structure. But compound 2 is connected by halogen…halogen and C-H…p hydrogen bond and Cu…H interaction to form a 3D network.
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References
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S. Akine, T. Taniguchi and T. Nabeshima, Angew. Chem. Int. Ed., 41, 4670 (2002); doi:10.1002/anie.200290011.
M. He, Q.F. Li and T. Xie, Chinese J. Struct. Chem., 29, 582 (2010).
Y.N. Guo, Russ. J. Coord. Chem., 38, 121 (2012); doi:10.1134/S1070328412010034.
N. Raman, K. Pothiraj and T. Baskaran, J. Mol. Struct., 1000, 135 (2011); doi:10.1016/j.molstruc.2011.06.006.
S. Mandal, A.K. Rout, G. Pilet and D. Bandyopadhyay, Transition Met. Chem., 34, 719 (2009); doi:10.1007/s11243-009-9253-5.
K.K. Du and S.X. Liu, Chinese J. Struct. Chem., 27, 49 (2008).
N.A. Negm and M.F. Zaki, Colloids Surf. B Biointerfaces, 64, 179 (2008); doi:10.1016/j.colsurfb.2008.01.018.
Y.N. Guo, Chinese J. Inorg. Chem., 27, 1875 (2011).
X.H. Pu, Chinese J. Inorg. Chem., 28, 2211 (2012).
Z.X. Li, Z. Kristallogr. NCS, 225, 705 (2010); doi:10.1524/ncrs.2010.0310.
G.M. Sheldrick, SHELXS-97. Program for Crystal Structure Determination, University of Gottingen: Germany (1997).
G.M. Sheldrick, SHELXL-97. Program for Crystal Structure Refinement, University of Gottingen: Germany (1997).
R. Kiralj, B. Kojic-Prodic, I. Piantanida and M. Zinić, Acta Crystallogr. B, 55, 55 (1999); doi:10.1107/S0108768198006557.
M.B. Dai, Q.L. Zhang and X.C. Zhu, Chinese J. Inorg. Chem., 24, 1381 (2008).
L. Salmon, P. Thuéry and M. Ephritikhine, Polyhedron, 22, 2683 (2003); doi:10.1016/S0277-5387(03)00366-8.
Z. Yan-Shi, L. Qiu-Tian, Z. Hong-Ping, C. Yi-Hui and C. Chang-Neng, Chinese J. Synth. Chem., 18, 188 (2010); doi:10.1002/cjoc.20000180210.