Synthesis and structural characterization of 2-mercapto-1-tert-butylimidazole and its Group 12 metal derivatives (HmimtBu)2MBr2 (M = Zn, Cd, Hg) |
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Authors: | Jennifer L. White Joseph M. Tanski David G. Churchill Arnold L. Rheingold Daniel Rabinovich |
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Affiliation: | (1) Department of Chemistry, The University of North Carolina at Charlotte, 9201 University City Boulevard, Charlotte, North Carolina, 28223;(2) Department of Chemistry, Columbia University, New York;(3) Department of Chemistry and Biochemistry, University of Delaware, Delaware;(4) Department of Chemistry, The University of North Carolina at Charlotte, 9201 University City Boulevard, Charlotte, North Carolina, 28223 |
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Abstract: | 2-Mercapto-1-tert-butylimidazole (HmimtBu) and its Group 12 metal complexes (HmimtBu)2 MBr2 (M = Zn, Cd, Hg) have been readily prepared and structurally characterized. Whereas the former displays a dimeric structure in the solid state with two S H–N interactions linking each pair of molecules, the four-coordinate complexes exhibit distorted tetrahedral geometries with the S–M–S angles in the range 103.2–135.2. The average M–Br bond lengths are 2.401, 2.567, and 2.688 Å for M = Zn, Cd, and Hg, respectively, and the corresponding average M–S bond distances are 2.350, 2.540, and 2.467 Å. The average C–S bond length for all the complexes (1.72 Å) is only ca. 0.02 Å longer than the corresponding value in the free ligand. HmimtBu is orthorhombic, space group Pbca, a = 10.1571(5) Å, b = 9.7906(5) Å, c = 17.6616(9) Å, V = 1756.34(15) Å3, Z = 8; (HmimtBu)2ZnBr2 is monoclinic, space group C2/c, a = 17.187(3) Å, b = 8.9908(17) Å, c = 15.560(3) Å, = 117.206(3), V = 2138.3(7) Å3, Z = 4; (HmimtBu)2CdBr2 is triclinic, space group P, a = 7.4625(6) Å, b = 9.6149(9) Å, c = 31.020(3) Å, = 93.485(2), = 94.579(2), = 103.872(2), V = 2146.6(3) Å3, Z = 4; (HmimtBu)2HgBr2 is monoclinic, space group P21/c, a = 6.8908(6) Å, b = 10.2397(9) Å, c = 29.859(3) Å, = 94.364(2), V = 2100.7(3) Å3, Z = 4. |
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Keywords: | Zinc cadmium mercury 2-mercapto-1-alkylimidazole thione complexes crystal structure |
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