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. 2016 Feb 24;72(Pt 3):412-6.
doi: 10.1107/S2056989016002826. eCollection 2016 Mar 1.

New platinum(II) complexes with benzo-thia-zole ligands

José A Carmona-Negrón  1 , Mayra E Cádiz  1 , Curtis E Moore  2 , Arnold L Rheingold  2 , Enrique Meléndez  1
Affiliations

New platinum(II) complexes with benzo-thia-zole ligands

José A Carmona-Negrón et al. Acta Crystallogr E Crystallogr Commun. .

Abstract

Four new platinum(II) complexes, namely tetra-ethyl-ammonium tri-bromido-(2-methyl-1,3-benzo-thia-zole-κN)platinate(II), [NEt4][PtBr3(C8H7NS)] (1), tetra-ethyl-ammonium tri-bromido-(6-meth-oxy-2-methyl-1,3-benzo-thia-zole-κN)platinate(II), [NEt4][PtBr3(C9H9NOS)] (2), tetra-ethyl-ammonium tri-bromido-(2,5,6-trimethyl-1,3-benzo-thia-zole-κN)platinate(II), [NEt4][PtBr3(C10H11NS)] (3), and tetra-ethyl-ammonium tri-bromido-(2-methyl-5-nitro-1,3-benzo-thia-zole-κN)platinate(II), [NEt4][PtBr3(C8H6N2O2S)] (4), have been synthesized and structurally characterized by single-crystal X-ray diffraction techniques. These species are precursors of compounds with potential application in cancer chemotherapy. All four platinum(II) complexes adopt the expected square-planar coordination geometry, and the benzo-thia-zole ligand is engaged in bonding to the metal atom through the imine N atom (Pt-N). The Pt-N bond lengths are normal: 2.035 (5), 2.025 (4), 2.027 (5) and 2.041 (4) Å for complexes 1, 2, 3 and 4, respectively. The benzo-thia-zole ligands are positioned out of the square plane, with dihedral angles ranging from 76.4 (4) to 88.1 (4)°. The NEt4 cation in 3 is disordered with 0.57/0.43 occupancies.

Keywords: anti­cancer; benzo­thia­zole; cisplatin; crystal structure; platinum(II).

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Figures

Figure 1
Figure 1
The mol­ecular structure of [NEt4][PtBr3(2-Me-benzo­thia­zole)] (1), with displacement ellipsoids drawn at the 50% probability level.
Figure 2
Figure 2
The mol­ecular structure of [NEt4][PtBr3(6-OMe-2-Me-benzo­thia­zole)] (2), with displacement ellipsoids drawn at the 50% probability level.
Figure 3
Figure 3
The mol­ecular structure of [NEt4][PtBr3(2,5,6-Me-benzo­thia­zole)] (3), with displacement ellipsoids drawn at the 50% probability level. The NEt4 cation in 3 presented disorder with 0.57/0.43 occupancies. Only the major fraction is shown for clarity.
Figure 4
Figure 4
The mol­ecular structure of [NEt4][PtBr3(5-NO2-2-Me-benzo­thia­zole)] (4), with displacement ellipsoids drawn at the 50% probability level.
Figure 5
Figure 5
Details of the packing inter­actions in (a) [NEt4][PtBr3(2-Me-benzo­thia­zole)] and (b) [NEt4][PtBr3(6-Ome-2-Me-benzo­thia­zole)].
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