Crystal structures and spectral properties of new Cd(II) and Hg(II) complexes of monensic acid with different coordination modes of the ligand

• Authors: Juliana Ivanova , Ivayla Pantcheva , Mariana Mitewa , Svetlana Simova , Heike Mayer-Figge , William Sheldrick
• Languages of publication: EN

Abstracts

EN

The single crystal X-ray structures and the spectroscopic properties of complexes of monensic acid (C36H62O11·H2O) with toxic metal ions of Cd(II) and Hg(II) are discussed. The cadmium(II) complex (1) is of composition [Cd(C36H61O11)2(H2O)2] and crystallizes in the monoclinic system (space group P2(1), Z = 2) with a = 12.4090(8), b = 24.7688(16), c = 14.4358(11) Å, β = 91.979(7)°. Two ligand monoanions are bound in a bidentate coordination mode to Cd(II) via the carboxylate and the primary hydroxyl oxygens occupying the equatorial plane of the complex. The axial positions of the inner coordination sphere of Cd(II) are filled by two water molecules additionally engaged in intramolecular hydrogen bonds. The Hg(II) complex (2), [Hg(C36H60O11)(H2O)], crystallizes in the orthorhombic system (space group P2(1)2(1)2(1), Z = 4) with a = 12.7316(2), b = 16.4379(3), c = 18.7184(4) Å. The monensic acid reacts with Hg(II) in a tetradentate coordination manner via both oxygen atoms of the carboxylate function and oxygens of two hydroxyl groups. The twofold negative charge of the ligand is achieved by deprotonation of carboxylic and secondary hydroxyl groups located at the opposite ends of the molecule. Hg(II) is surrounded by five oxygen atoms in a distorted square pyramidal molecular geometry. [...]

Keywords

EN

Monovalent polyether ionophore; Heavy metal complexes

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2010
• Volume: 8
• Issue: 4
• Pages: 852-860

Dates

published

1 - 8 - 2010

online

17 - 6 - 2010

Contributors

author

Juliana Ivanova

• Medical Faculty, Sofia University, Sofia, 1164, Bulgaria

author

Ivayla Pantcheva

• Faculty of Chemistry, Sofia University, Sofia, 1164, Bulgaria

author

Mariana Mitewa

• Faculty of Chemistry, Sofia University, Sofia, 1164, Bulgaria

author

Svetlana Simova

• Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Sofia, 1113, Bulgaria

author

Heike Mayer-Figge

• Department of Analytical Chemistry, Ruhr-Universität Bochum, D-44780, Bochum, Germany

author

William Sheldrick

• Department of Analytical Chemistry, Ruhr-Universität Bochum, D-44780, Bochum, Germany

References

• [1] R.W. Taylor, R.F. Kauffman, D.R. Pfeiffer, In: J.W. Westley (Ed.) Polyether antibitocis: naturally occuring acid ionophores (Marcel Dekker, New York, 1982)
• [2] R.F. Shumard, M.F. Callender, Antimicrob. Agents Chemother. 7, 369 (1967)
• [3] J. Henri, C. Burel, P. Sanders, P.M. Laurentie, J. Vet. Pharmacol. Ther. 32, 451 (2009) http://dx.doi.org/10.1111/j.1365-2885.2009.01063.x[Crossref]
• [4] B.C. Pressman, M. Fahim, Annu. Rev. Pharmacol. Toxicol. 22, 465 (1982) http://dx.doi.org/10.1146/annurev.pa.22.040182.002341[Crossref]
• [5] M.D. Ruff, In: J.W. Westley (Ed.) Polyether antibiotics: naturally occuring acid ionophores (Marcel Dekker, New York, 1982)
• [6] M. Pinkerton, L.K. Steinrauf, J. Mol. Biol. 49, 533 (1970) http://dx.doi.org/10.1016/0022-2836(70)90279-2[Crossref]
• [7] W.K. Lutz, F.K. Winkler, J.D. Dunitz, Helv. Chim. Acta 54, 1103 (1971) http://dx.doi.org/10.1002/hlca.19710540419[Crossref]
• [8] L.K. Steinrauf, E.W. Czerwinski, M. Pinkerton, Biochem. Biophys. Res. Commun. 45, 1279 (1971) http://dx.doi.org/10.1016/0006-291X(71)90156-2[Crossref]
• [9] D.L. Ward, K.T. Wei, J.G. Hoogerheide, A.I. Popov, Acta Cryst, B34, 110 (1978)
• [10] J.G. Hoogerheide, A.I. Popov, J. Solution Chem. 8, 83 (1979) http://dx.doi.org/10.1007/BF00646810[Crossref]
• [11] W.L. Duax, G.D. Smith, P.D. Strong, J. Am. Chem. Soc. 102, 6725 (1980) http://dx.doi.org/10.1021/ja00542a010[Crossref]
• [12] P.Y. Barrans, M. Alleaume, G. Jeminet, Acta Cryst. B38, 1144 (1982)
• [13] J. Garcla-Rosas, H. Schneider, B.G. Cox, J. Phys. Chem. 87, 5467 (1983) http://dx.doi.org/10.1021/j150644a032[Crossref]
• [14] W. Pangborn, W.L. Duax, D. Langs, J. Am. Chem. Soc. 109, 2163 (1987) http://dx.doi.org/10.1021/ja00241a038[Crossref]
• [15] J. Rzeszotarska, E. Wagner-Czauderna, M.K. Kalinowski, J. Chem. Res. S 400 (1994)
• [16] M. Mimouni, M. Hebrant, G. Dauphin, J. Juillard, J. Chem. Res. S 278 (1996)
• [17] A. Huczynński, M. Ratajczak-Sitarz, A. Katrusiak, B. Brzezinski, J. Mol. Struct. 871, 92 (2007) http://dx.doi.org/10.1016/j.molstruc.2006.07.046[Crossref]
• [18] S.O. Yildirim, V. McKee, F.Z. Khardli, M. Mimouni, T.B. Hadda, Acta Cryst. E64, m154 (2007)
• [19] A. Huczynski, M. Ratajczak-Sitarz, A. Katrusiak, B. Brzezinski, J. Mol. Struct. 888, 224 (2008) http://dx.doi.org/10.1016/j.molstruc.2007.12.005[Crossref]
• [20] P. Dorkov, I.N. Pantcheva, W.S. Sheldrick, H. Mayer-Figge, R. Petrova, M. Mitewa, J. Inorg. Biochem. 102, 26 (2008) http://dx.doi.org/10.1016/j.jinorgbio.2007.06.033[Crossref]
• [21] I.N. Pantcheva, P. Dorkov, V. Atanasov, M. Mitewa, B.L. Shivachev, R.P. Nikolova, H. Mayer-Figge, W.S. Sheldrick, J. Inorg. Biochem. 103, 1419 (2009) http://dx.doi.org/10.1016/j.jinorgbio.2009.08.007[Crossref]
• [22] I.N. Pantcheva, M. Mitewa, W.S. Sheldrick, I.M. Oppel, R. Zhorova, P. Dorkov, Curr. Drug Disc. Techn. 5, 154 (2008) http://dx.doi.org/10.2174/157016308784746247[Crossref]
• [23] I.N. Pantcheva, R. Zhorova, M. Mitewa, S. Simova, H. Mayer-Figge, W.S. Sheldrick, Biometals 23, 59 (2009) http://dx.doi.org/10.1007/s10534-009-9269-5[Crossref]
• [24] I.N. Pantcheva, R. Zhorova, M.I. Mitewa, W.S. Sheldick, In: M. Melnik, P. Segla, M. Tatarko (Eds.), Insights into coordination, bioinorganic and applied inorganic chemistry (Press of Slovak University of Technology, Bratislava, 2009) 257
• [25] I.N. Pantcheva, J. Ivanova, R. Zhorova, M. Mitewa, S. Simova, H. Mayer-Figge, W.S. Sheldrick, Inorg. Chim. Acta 363, 1879 (2010) http://dx.doi.org/10.1016/j.ica.2010.02.009[Crossref]
• [26] S.A. Hamidinia, W.L. Erdahl, C.J. Chapman, G.E. Steinbaugh, R.W. Taylor, D.R. Pfeiffer, Environm. Health Persp. 114, 484 (2006) http://dx.doi.org/10.1289/ehp.8279[Crossref]
• [27] S.A. Hamidinia, O.I. Shimelis, B. Tan, W.L. Erdahl, C.J. Chapman, G.D. Renkes, R.W. Taylor, D.R. Pfeiffer, J. Biol. Chem. 277, 38111 (2002) http://dx.doi.org/10.1074/jbc.M205590200[Crossref]
• [28] P.G. Gertenbach, A.I. Popov. J. Am. Chem. Soc. 97, 4738 (1975) http://dx.doi.org/10.1021/ja00849a041[Crossref]
• [29] G.M. Sheldrick, SHELXS-97, Program for Crystal Structure Solution (University of Göttingen, Germany, 1997)
• [30] G.M. Sheldrick, SHELXL-97, Program for Crystal Structure Refinement (University of Göttingen, Germany, 1997)
• [31] K. Nakamoto, Infrared and raman spectroscopy of inorganic and coordination compounds, 5th edition (Wiley, Toronto, 1997)
• [32] J.W. Chamberlin, A. Agtarap, Org. Mass Spectrom. 3, 271 (1970) http://dx.doi.org/10.1002/oms.1210030304[Crossref]
• [33] M.M. Siegel, W.J. McGahren, K.B. Tomer, T.T. Chang, Biomed. Environm. Mass Spectrom. 14, 29 (1987) http://dx.doi.org/10.1002/bms.1200140108[Crossref]
• [34] D.E. Kiehl, R.K. Julian, A.S. Kennington, Rapid Comm. Mass Spectrom. 12, 903 (1988) http://dx.doi.org/10.1002/(SICI)1097-0231(19980731)12:14<903::AID-RCM253>3.0.CO;2-V[Crossref]
• [35] V.M. Havlicek, M. Ryska, S. Pospisil, J. Mass Spectrom. 30, 1089 (1995) http://dx.doi.org/10.1002/jms.1190300805[Crossref]
• [36] D.A. Volmer, C.M. Lock, Rapid Comm. Mass Spectrom. 12, 157 (1998) http://dx.doi.org/10.1002/(SICI)1097-0231(19980227)12:4<157::AID-RCM134>3.0.CO;2-M[Crossref]
• [37] N.P. Lopes, C.B.W. Stark, H. Hong, P.J. Gates, J.Z. Staunton, Rapid Comm. Mass Spectrom. 16, 414 (2002) http://dx.doi.org/10.1002/rcm.592[Crossref]
• [38] X.S. Miao, R.E. March, C.D. Metcalfe, Rapid Comm. Mass Spectrom. 17, 149 (2004) http://dx.doi.org/10.1002/rcm.882[Crossref]

Identifiers

DOI

10.2478/s11532-010-0067-2