Abstract
Reactions of Ni(O2CCH3)2·4H2O and Cu(O2CCH3)2·H2O with biacetyl bis(benzoylhydrazone) (H2babh) in alcoholic media afford mononuclear nickel(II) and copper(II) complexes of general formula [M(babh)]. The complexes have been characterized by microanalysis (C, H, N), magnetic susceptibility, and various spectroscopic measurements. X-ray structures of both complexes have been determined. The metal centre in [Ni(babh)] is in square-planar N2O2 environment provided by the tetradentate babh2−. On the other hand, [Cu(babh)] crystallizes as distorted square-pyramidal [Cu(babh)(CH3OH)] from methanol. Here the tetradentate babh2− constitutes the N2O2 square-base and the O-coordinating methanol occupies the apical site. In the crystal lattice, the molecules of [Ni(babh)] form a one-dimensional π-stacked structure. The [Cu(babh)(CH3OH)] molecules also form a one-dimensional structure with alternating long and short Cu···Cu distances via intermolecular O–H···N hydrogen bonding and π–π interaction.
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References
Piguet C, Bernardinelli G, Hopfgartner G (1997) Chem Rev 97:2005
Munakata M, Wu LP, Kuroda-Sowa T (1999) Adv Inorg Chem 46:173
Proceedings of the Inorganic Crystal Engineering (Dalton Discussion No. 3) (2000) J Chem Soc Dalton Trans 3705–3998
Eddaoudi M, Moler DB, Li H, Chen B, Reineke TM, O’Keeffe M, Yaghi OM (2001) Acc Chem Res 34:319
Zaworotko MJ, Moulton B (2001) Chem Rev 101:1629
Albrecht M (2001) Chem Rev 101:3457
Pérez-García L, Amabilino DB (2002) Chem Soc Rev 31:342
Evans OR, Lin W (2002) Acc Chem Res 35:511
Kesanli B, Lin W (2003) Coord Chem Rev 246:305
Brammer L (2004) Chem Soc Rev 33:476
Lin W (2005) J Solid State Chem 178:2486
Gimeno N, Vilar R (2006) Coord Chem Rev 250:3161
Kitagawa S, Matsuda R (2007) Coord Chem Rev 251:2490
Baxter PNW, Lehn JM, Kneisel BO, Fenske D (1997) Angew Chem Int Ed Engl 36:1978
Aakeröy CB (1997) Acta Crystallogr B 53:569
Braga D, Grepioni F, Desiraju GR (1998) Chem Rev 98:1375
Yaghi OM, Li H, Davis C, Richardson D, Groy TL (1998) Acc Chem Res 31:474
Sangeetha NR, Baradi K, Gupta R, Pal CK, Manivannan V, Pal S (1999) Polyhedron 18:1425
Sangeetha NR, Pal S (1999) J Chem Crystallogr 29:287
Sangeetha NR, Pal SN, Anson CE, Powell AK, Pal S (2000) Inorg Chem Commun 3:415
Sangeetha NR, Pal S (2000) Polyhedron 19:1593
Sangeetha NR, Pal SN, Pal S (2000) Polyhedron 19:2713
Pal S (2002) Proc Indian Acad Sci (Chem Sci) 114:417
Mukhopadhyay A, Padmaja G, Pal SN, Pal S (2003) Inorg Chem Commun 6:381
Das S, Muthukumaragopal GP, Pal SN, Pal S (2003) New J Chem 27:1102
Das S, Pal S (2005) J Mol Struct 741:183
Das S, Pal S (2005) J Mol Struct 753:68
Mukhopadhyay A, Pal S (2006) Eur J Inorg Chem 4879
Hatfield WE (1976) In: Boudreaux EA, Mulay LN (eds) Theory and applications of molecular paramagnetism. Wiley, New York, p 491
SMART version 5.630, SAINT-plus version 6.45 (2003) Programs for data collection and extraction. Bruker-Nonius Analytical X-ray Systems Inc., Madison, WI, USA
Sheldrick GM (1997) SADABS: program for empirical absorption correction. University of Göttingen, Göttingen, Germany
Sheldrick GM (1997) SHELX-97: programs for structure solution and refinement. University of Göttingen, Göttingen, Germany
Farrugia LJ (1999) J Appl Crystallogr 32:837
McArdle P (1995) J Appl Crystallogr 28:65
Spek AL (2002) PLATON: a multipurpose crystallographic tool. Utrecht University, Utrecht, The Netherlands
Kemp W (1987) Organic spectroscopy. Macmillan, Hampshire, p 62
Raveendran R, Pal S (2008) Eur J Inorg Chem 5540
Castellani CB, Carugo O, Coda A (1988) Acta Crystallogr C 44:267
Chiari B, Piovesana O, Tarantelli T, Zanazzi PF (1988) Inorg Chem 27:3246
Das S, Maloor SA, Pal SN, Pal S (2006) Cryst Growth Des 6:2103
Acknowledgments
Financial assistance received from the Department of Science and Technology (DST) (Grant No. SR/S1/IC-10/2007) is gratefully acknowledged. Ms. T. Ghosh and Dr. A. Mukhopadhyay thank the University Grants Commission (UGC) and the Council of Scientific and Industrial Research (CSIR), respectively, for research fellowships. X-ray crystal structures were determined at the National Single Crystal Diffractometer Facility, School of Chemistry, University of Hyderabad (established by the DST). We thank the UGC for the facilities provided under the UPE and CAS programs.
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Ghosh, T., Mukhopadhyay, A., Dargaiah, K.S.C. et al. Syntheses and structures of nickel(II) and copper(II) complexes with biacetyl bis(benzoylhydrazone): one-dimensional self-assembly via π–π interaction and hydrogen bonding. Struct Chem 21, 147–152 (2010). https://doi.org/10.1007/s11224-009-9557-2
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DOI: https://doi.org/10.1007/s11224-009-9557-2