SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF MERCURY(II) COMPOUNDS WITH 2-SUBSTITUTED BENZOTHIAZOLES

Zeljka Zugaj, Zora Popovic and Draginja Mrvoš-Sermek

Laboratory of General and Inorganic Chemistry, Chemistry Department, Faculty of Science, University of Zagreb, Ulica kralja Zvonimira 8, HR-10000 Zagreb, Croatia

Keywords: Crystal structures; Mercury(II) compounds; benzothiazole; 2-substituted benzothiazole derivatives

As the activities of many enzymes depend on the interaction of an imidazole or thiazole group with metal ion, the coordination behavior of benzothiazole as well as its 2-substituted derivatives toward mercury(II) are of particular interest since these molecules contain both S and N heteroatoms and a -donor aromatic system.

Mercury(II) chloride reacts with benzothiazole giving ClHgS-C₆H₅NH₃^+Cl- (1) as a consequence of ring opening,¹ while with its 2-substituted methyl derivative HgCl₂(C₈H₇NS) (2) is obtained. 2-mercaptobenzothiazole (bztzH benzo-1,3-thiazoline-2-thione) reacts with mercury(II) chloride giving two types of compounds i.e. HgCl₂bztzH _and HgCl₂(bztzH)₂ depending upon the stoichiometry being used in the reaction. Unfortunately the crystals were not of good quality for X-ray investigations. Benzo-1,3-thiazoline-2-thione is readily deprotonated in aqueous alcholic media with mercury(II) acetate giving (C₇H₄NS₂)₂Hg (3).

The crystal and molecular structures of the compounds 2 and 3 have been determined by X-ray diffractometry. Structural characteristics are as follows: HgCl₂(C₈H₇NS) (2), monoclinic, space group P2₁/n, a 7.346(1) Ä, b 9.696(6) Ä, c 14.915(1) Ä, 94.69(2) , V 1058.86(20) ij and Z = 2; (C₇H₄NS₂)₂Hg (3), monoclinic, space group P2₁/n, a 11.881(5) Ä, b 6.033(3) Ä, c 31.818(10) Ä, 96.41(5) , V 2266.5(2) ij and Z = 4.

References:

1. (a) N. Davidovic, D. Matkovic-Calogovic, Z. Popovic and I. Vedrina-Dragojevia, Acta Crystallogr.,

C54 (1998) in press.

(b) F. Capitan, F. Salinas and L. F. Capitan-Vallvey, Bull. Soc. Chim., (1979) 281.

(c) H. Jadamus, Q. Fernando and H. Freiser, J. Am. Chem. Soc., 86 (1964) 3056.