Synthesis and characterization of organotin complexes with dithiocarbamates and crystal structures of (4‐NCC₆H₄CH₂)₂Sn(S₂CNEt₂)₂ and (2‐ClC₆H₄CH₂)₂ Sn(Cl)S₂CNBz₂

Abstract

Abstract Ten organotin derivatives with dithiocarbamates of the formulae (4‐NCC 6 H 4 CH 2 ) 2 Sn(S 2 CNEt 2 ) 2 (1), (4‐NCC 6 H 4 CH 2 ) 2 Sn(S 2 CNBz 2 ) 2 (2), (4‐NCC 6 H 4 CH 2 ) 2 Sn[S 2 CN(CH 2 CH 2 ) 2 NCH 3 ] 2 (3), (2‐ClC 6 H 4 CH 2 ) 2 Sn(S 2 CNEt 2 ) 2 (4), (2‐ClC 6 H 4 CH 2 ) 2 Sn(S 2 CNBz 2 ) 2 (5), (4‐NCC 6 H 4 CH 2 ) 2 Sn(Cl)S 2 CNEt 2 (6), (4‐NCC 6 H 4 CH 2 ) 2 Sn(Cl)S 2 CNBz 2 (7), (4‐NCC 6 H 4 CH 2 ) 2 Sn(Cl)S 2 CN(CH 2 CH 2 ) 2 NCH 3 (8), (2‐ClC 6 H 4 CH 2 ) 2 Sn(Cl)S 2 CNEt 2 (9) and (2‐ClC 6 H 4 CH 2 ) 2 Sn(Cl)S 2 CNBz 2 (10) have been prepared. All complexes were characterized by elemental analyses, IR and NMR. The crystal structures of complexes 1 and 10 were determined by X‐ray single crystal diffraction. For complex 1, the central tin atom exists in a skew‐trapezoidal planar geometry defined by two asymmetrically coordinated dithiocarbamate ligands and two 4‐cyanobenzyl groups. In addition, because of the presence of close intermolecular non‐bonded contacts, complex 1 is a weakly‐bridged dimer. In complex 10, the central tin atom is rendered pentacoordinated in a distorted trigonal bipyramidal configuration by coordinating with S atoms derived from the dithiocarbamate ligand. In vitro assays for cytotoxicity against five human tumor cell lines (MCF‐7, EVSA‐T, WiDr, IGROV and M226) furnished the significant toxicities of the title complexes. Copyright © 2006 John Wiley & Sons, Ltd.