Context Diphenyltin(IV) diallyldithiocarbamate compound (Compound 1 ) and triphenyltin(IV) diallyldithiocarbamate compound (Compound 2 ) are two newly synthesised compounds of organotin(IV) with diallyldithiocarbamate ligands. Objective To assess the cytotoxic effects of two synthesised compounds against HT-29 human colon adenocarcinoma cells and human CCD-18Co normal colon cells. Materials and methods Two successfully synthesised compounds were characterised using elemental (carbon, hydrogen, nitrogen, and sulphur) analysis, Fourier-Transform Infrared (FTIR), and 1 H, 13 C 119 Sn Nucleus Magnetic Resonance (NMR) spectroscopies. The single-crystal structure of both compounds was determined by X-ray single-crystal analysis. The cytotoxicity of the compounds was assessed using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazholium bromide (MTT) assay upon 24 h of treatment. While the mode of cell death was determined based on the externalisation of phosphatidylserine using a flow cytometer. Results The elemental analysis data of the two compounds showed an agreement with the suggested formula of (C 6 H 5 ) 2 Sn[S 2 CN(C 3 H 5 ) 2 ] 2 for Compound 1 and (C 6 H 5 ) 3 Sn[S 2 CN(C 3 H 5 ) 2 ] for Compound 2 . The two major peaks of infrared absorbance, i.e., ν(C = N) and ν(C = S) were detected at the range of 1475–1479 cm −1 and 972–977 cm −1 , respectively. The chemical shift of carbon in NCS 2 group for Compound 1 and 2 were found at 200.82 and 197.79 ppm. The crystal structure of Compound 1 showed that it is six coordinated and crystallised in monoclinic, P2 1 /c space group. While the crystal structure of Compound 2 is five coordinated and crystallised in monoclinic, P2 1 /c space group. The cytotoxicity (IC 50 ) of the two compounds against HT-29 cell were 2.36 μM and 0.39 μM. Meanwhile, the percentage of cell death modes between 60% and 75% for compound 1 and compound 2 were mainly due to apoptosis, suggesting that both compounds induced growth arrest. Conclusion Our study concluded ...

The crystal and molecular structures of the title organotin dithiocarbamate compounds, [Sn(C6H5)3(C7H10NS2)] (I) and [Sn(C6H5)2(C7H10NS2)2] (II), present very distinct tin atom coordination geometries. In (I), the dithiocarbamate ligand is asymmetrically coordinating with the resulting C3S2 donor set defining a coordination geometry intermediate between square-pyramidal and trigonal–bipyramidal. In (II), two independent molecules comprise the asymmetric unit, which differ in the conformations of the allyl substituents and in the relative orientations of the tin-bound phenyl rings. The dithiocarbamate ligands in (II) coordinate in an asymmetric mode but the Sn—S bonds are more symmetric than observed in (I). The resulting C2S4 donor set approximates an octahedral coordination geometry with a cis-disposition of the ipso-carbon atoms and with the more tightly bound sulfur atoms approximately trans. The only directional intermolecular contacts in the crystals of (I) and (II) are of the type phenyl-C—H...π(phenyl) and vinylidene-C—H...π(phenyl), respectively, with each leading to a supramolecular chain propagating along the a-axis direction. The calculated Hirshfeld surfaces emphasize the importance of H...H contacts in the crystal of (I), i.e. contributing 62.2% to the overall surface. The only other two significant contacts also involve hydrogen, i.e. C...H/H...C (28.4%) and S...H/H...S (8.6%). Similar observations pertain to the individual molecules of (II), which are clearly distinguishable in their surface contacts, with H...H being clearly dominant (59.9 and 64.9%, respectively) along with C...H/H...C (24.3 and 20.1%) and S...H/H...S (14.4 and 13.6%) contacts. The calculations of energies of interaction suggest dispersive forces make a significant contribution to the stabilization of the crystals. The exception is for the C—H...π contacts in (II) where, in addition to the dispersive contribution, significant contributions are made by the electrostatic forces.

The crystal and molecular structures of the title triorganotin dithiocarbamate, [Sn(C6H5)3(C7H14NS2)], are described. The molecular geometry about the metal atom is highly distorted being based on a C3S tetrahedron as the dithiocarbamate ligand is asymmetrically chelating to the tin centre. The close approach of the second thione-S atom [Sn...S = 2.9264 (4) Å] is largely responsible for the distortion. The molecular packing is almost devoid of directional interactions with only weak phenyl-C—H...C(phenyl) interactions, leading to centrosymmetric dimeric aggregates, being noted. An analysis of the calculated Hirshfeld surface points to the significance of H...H contacts, which contribute 66.6% of all contacts to the surface, with C...H/H...C [26.8%] and S...H/H...H [6.6%] contacts making up the balance.

C16H34N2S4Sn, monoclinic, P21/n (no. 14), a = 10.6234(1) Å, b = 16.0898(1) Å, c = 13.2405(1) Å, β = 92.853(1)°, V = 2260.37(3) Å3, Z = 4, Rgt(F) = 0.0197, wRref(F2) = 0.0513, T = 100(2) K.

In this work, two organotin(IV) compounds viz. triphenyltin(IV) diisopropyldithiocarbamate (1) and dimethyltin(IV) diisopropyldithio-carbamate (2) were synthesized via in situ method. Both synthesized organotin(IV) complexes were characterized by elemental, FT-IR and 1H, 12C and 119Sn NMR spectroscopies. The single-crystal structure of compound 1 was determined by X-ray single-crystal analysis. The elemental analysis data showed agreement with the suggested formulas of (C6H5)3Sn[S2CN(C3H7)2] (1) and (CH3)2Sn[S2CN(C3H7)2]2 (2). The important infrared absorbance peaks, ν(C=N) and ν(C=S), were detected in the ranges 1477-1474 cm-1 and 1038-997 cm-1 respectively. The chemical shift of carbon in the NCS2 group for compounds 1 and 2 was observed at 196.97 ppm and 198.11 ppm, respectively. The crystal structure of compound 1 showed that it is 5-coordinated and crystallized in a triclinic, P1 space group with the crystal cell parameter: a = 9.7572(1) Å, b = 11.7030(2) Å, c = 11.7602(2)Å, α = 74.419(1)°, β = 80.114(1)°, γ = 67.285(2)° and R = 0.002. The cytotoxicity (IC50) of these two compounds against K562 leukaemia cells was 0.25 μM and 4.3 μM, respectively, as assessed using MTT assay. In conclusion, the study demonstrates that both compounds showed potent cytotoxicity towards the K562 cell line tested, with compound 1 displaying a greater effect.