Complexes of N-(Pyridin-2-ylmethylene)benzene-1,4-diamine
oufis, G. Kalkanis, Transition. Met. Chem. 1993, 18, 531; c) S.
Kasselouri, J. Coord. Chem. 1998, 44, 55; d) A. Garoufis, S.
Kasselouri, C.-A. Mitsopoulou, J. Sletten, C. Papadimitriou,
N. Hadjiliadis, Polyhedron 1999, 18, 39; e) M. Tsiouri, J. C.
Plakatouras, A. Garoufis, V. Nastpoulos, N. Hadjiliadis, Inorg.
Chem. Commun. 2002, 5, 844.
[3] a) A. R. Genady, T. A. Fayed, D. Gabel, J. Organomet. Chem.
2008, 693, 1065; b) X.-M. Yu, G.-J. Zhou, C.-S. Lam, W.-Y.
Wong, X.-L. Zhu, J.-X. Sun, M. Wong, H.-S. Kwok, J. Or-
ganomet. Chem. 2007, 693, 1518.
[4] a) M. C. Aragoni, M. Arca, N. R. Champness, A. V. Cherni-
kov, F. A. Devillanova, F. Isaia, V. Lippolis, N. S. Oxtoby, G.
Verani, S. Z. Vatsadze, C. Wilson, Cent. Eur. J. Chem. 2004,
2008; b) H. N. Kim, H. K. Lee, S. W. Lee, Bull. Korean Chem.
Soc. 2005, 26, 892; c) D. Min, B.-Y. Cho, S. W. Lee, Inorg.
Chim. Acta 2006, 359, 577; d) H. S. Huh, S. W. Lee, Inorg.
Chem. Commun. 2007, 10, 1244.
[5] a) X.-M. Ouyang, B.-L. Fei, T. Okamura, H.-W. Bu, W.-Y. Sun,
W.-X. Tang, N. Ueyama, Eur. J. Inorg. Chem. 2003, 618; b) J.
R. Nitschke, M. Hutin, G. Bernardinelli, Angew. Chem. Int.
Ed. 2004, 43, 6724.
[6] K. S. Singh, Y. A. Mozharivskyj, C. Thöne, M. R. Kollipara,
J. Organomet. Chem. 2005, 690, 3720Ϫ3729.
[7] N. Yoshida, K. Ichikawa, M. Shiro, J. Chem. Soc. Perkin Trans.
2 2000, 17.
[8] N. Chanda, B. Mondal, V. G. Puranik, G. K. Lahiri, Poly-
hedron 2002, 21, 2033.
[9] a) M. Jacob, P. K. Bhattacharya, P. A. Ganeshpure, Bull.
Chem. Soc. Jpn. 1989, 62, 1325; b) M. Jacob, P. K. Bhattach-
arya, J. Mol. Catal. 1989, 54, 131; c) M. J. Upadhyay, P. K.
Bhattacharya, J. Mol. Catal. 1992, 73, 277.
Figure 5. πϪπ stacked parallel aryl rings in the layered structure of
Hg(LЈ)Cl2 (3). Dashed lines exhibit hydrogen bonds to adjacent
molecules.
cury(II) ions in methanol. The so formed molecule, LЈ, acts
as a didentate ligand, chelating metal ions via both imine
and pyridyl N atoms. The main structural features in the
crystal structures of M(LЈ)Cl2 complexes are NϪH···Cl hy-
drogen bonds and stacking interactions between aromatic
rings.
Treatments of L with metal ions frequently resulted in
the formation of metal complexes of L, without hydrolysis
of ligand. These reactions were performed in a variety of
protic or aprotic solvents such as toluene [10], benzene
[12b], tetrahydrofuran/acetonitrile [11b], ethanol [9, 12a]
and methanol [7, 11a]. In all of the above mentioned cases,
the researchers utilized dry solvents. However, a different
result has been obtained by performing the reaction in non-
dried ethanol. In this case, transformation of L to LЈ, and
the formation of a complex of LЈ was reported [8]. Further-
more, when a RuII complex of L was eluted with non-dried
solvents on alumina column, transformation of L to LЈ
occurred [10]. So, transformation of L to LЈ may be attri-
buted to the hydrolysis by moisture in non-dried solvents.
[10] N. M. Shavaleev, Z. R. Bell, G. Accorsi, M. D. Ward, Inorg.
Chim. Acta 2003, 351, 159.
[11] a) A. Singh, M. Chandra, A. N. Sahay, D. S. Pandey, K. K.
Pandet, S. M. Mobin, M. C. Puetra, P. Valerga, J. Organomet.
Chem. 2004, 689, 1821; b) H.-C. Wu, P. Thanasekaran, C.-H.
Tsai, J.-Y. Wu, S.-M. Huang, Y.-S. Wen, K.-L. Lu, Inorg. Chem.
2006, 45, 295; c) M. Barboiu, E. Petit, A. Lee, G. Vaughan,
Inorg. Chem. 2006, 45, 484.
[12] a) S. Chakraborty, P. Munshi, G. K. Lahiri, Polyhedron 1999,
18, 1437; b) P. J. Ball, T. R. Shtoyko, J. A. Krause, W. J. Old-
ham, W. B. Connick, Inorg. Chem. 2004, 43, 622.
[13] K. S. Singh, G. P. A. Yap, K. A. Kreisel, M. Kollipara, J.
Coord. Chem. 2005, 58, 1607.
[14] D. Mishra, S. Naskar, R. J. Butcher, S. K. Chattopadhyay,
Inorg. Chim. Acta 2005, 358, 3115.
[15] Stoe & Cie, X-AREA, Version 1.30, Program for the acquisition
and analysis of data, Darmstadt, Germany, 2005.
[16] Stoe & Cie, X-RED, Version 1.28b, Program for data reduction
and absorption correction, Darmstadt, Germany, 2005.
[17] Stoe & Cie, X-SHAPE, Version 2.05, Program for crystal
optimization for numerical absorption correction, Darmstadt,
Germany, 2004.
[18] G. M. Sheldrick, SHELX97. Program for crystal structure
solution and refinement. University of Göttingen, Germany,
1997.
[19] International Tables For X-ray Crystallography, Vol C, Kluwer
Academic Publisher, Doordrecht, The Netherlands, 1995.
[20] Stoe & Cie, X-STEP32, Version 1.07b, Crystallographic pack-
age, Darmstadt, Germany, 2000.
Acknowledgement
Financial support by Tarbiat Moalem University is gratefully
acknowledged.
References
[1] a) C.-M. Wu, B. Liang, Acta Crystallogr. Sect. C 2008, 64,
o142; b) A. Knödler, K. Hübler, T. Sixt, W. Kaim, Inorg. Chem.
Commun. 2000, 3, 182; c) Y.-B. Dong, M. D. Smith, H.-C.
Loye, Inorg. Chem. 2000, 39, 4927; d) Y.-B. Dong, M. D. Smith,
R. C. Layland, H.-C. Loye, Chem. Mater. 2000, 12, 1156; e)
H.-F. Zhu, L.-Y. Kong, T. Okamura, J. Fan, W.-Y. Sun, N.
Ueyama, Eur. J. Inorg. Chem. 2004, 1465.
[2] a) K. Wang, K. Wedeking, W. Zuo, D. Zhang, W.-H. Sun, J.
Organomet. Chem. 2008, 693, 1073; b) S. Kasselouri, A. Gar-
Received September 23, 2008
Published Online: December 12, 2008
Z. Anorg. Allg. Chem. 2009, 1633Ϫ1637
2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
1637