Crystal structures and Hirshfeld surface analyses of bis[N,N-bis(2-methoxyethyl)dithiocarbamato-κ²S,S′]di-n-butyltin(IV) and [N-(2-methoxyethyl)-N-methyldithiocarbamato-κ²S,S′]triphenyltin(IV)

Abstract

The crystal and molecular structures of the two title organotin dithiocarbamate compounds, [Sn(C4H9)2(C7H14NO2S2)2], (I), and [Sn(C6H5)3(C5H10NOS2)], (II), are described. Both structures feature asymmetrically bound dithiocarbamate ligands leading to a skew-trapezoidal bipyramidal geometry for the metal atom in (I) and a distorted tetrahedral geometry in (II). The complete molecule of (I) is generated by a crystallographic twofold axis (Sn site symmetry 2). In the crystal of (I), molecules self-assemble into a supramolecular array parallel to (10-1)viamethylene-C—H...O(methoxy) interactions. In the crystal of (II), supramolecular dimers are formedviapairs of weak phenyl-C—H...π(phenyl) contacts. In each of (I) and (II), the specified assemblies connect into a three-dimensional architecture without directional interactions between them. Hirshfeld surface analyses confirm the importance of H...H contacts in the molecular packing of each of (I) and (II), and in the case of (I), highlight the importance of short methoxy-H...H(butyl) contacts between layers.

Crystal structures and Hirshfeld surface analyses of (N-hexyl-N-methyldithiocarbamato-κ2S,S′)triphenyltin(IV) and [N-methyl-N-(2-phenylethyl)dithiocarbamato-κ2S,S′]triphenyltin(IV)

“…These results gave rise to the suggestion that increasing the length of the alkyl chain leads to enhanced solubility/activity of the compound (Segovia et al, 2002). Complementing these biological investigations (Mohamad, Awang, Kamaludin & Abu Bakar, 2016; are structural studies of organotin dithiocarbamates Mohamad, Awang, Kamaludin, Jotani et al, 2016;Mohamad et al, 2017Mohamad et al, , 2018 and in continuation of the latter, herein, the crystal and molecular structures of (C 6 H 5 ) 3 Sn[S 2 CN(Me)Hex] (I) and (C 6 H 5 ) 3 Sn[S 2 CN(CH 3 )-CH 2 CH 2 Ph] (II) are reported along with a Hirshfeld surface analysis to provide more details on the molecular packing.…”

Cellular Basis of Organotin(IV) Derivatives as Anticancer Metallodrugs: A Review

“…Two novel organotin(IV) compounds as methoxyethyldithiocarbamate ligands (Scheme 5) were synthesized and characterized in a study by Awang et al (2016). Further determination of the cytotoxic effects of dibutyltin(IV) and diphenyltin(IV) in HL-60 human leukemia cells showed that both compounds had very low IC 50 values (0.40 SCHEME 3 | Chemical structure of 19-20 (Mohamad et al, 2016;Mohamad et al, 2018). SCHEME 4 | Chemical structure of 21-24. and 0.35 μM for compounds 29 and 30, respectively), supporting the strong cytotoxic activities of both compounds.…”