Synthesis, Characterization, Single Crystal Investigation, Hirshfeld Surface Analysis and Antibacterial Evaluation of New Dithiophosphonate Compounds

The reaction of Lawesson’s reagent (۲,۴-bis(۴-methoxyphenyl)-۱,۳,۲,۴-dithiadiphosphetane-۲,۴-disulfide, LR) with hexamethyleneimine (Azepane), morpholine and diisobutylamine in wet toluene produced [(p-C۶H۴OMe)۲(O)(PS۲-)۲(C۶H۱۲NH۲+)۲] (I), [(p-C۶H۴OMe)۲(O)(PS۲-)۲(OC۴H۸NH۲+)۲] (II), [(p-C۶H۴OMe)۲(O)(PS۲-)۲(C۸H۱۸NH۲+)۲] (III), respectively. Compounds I, II, and III are characterized by IR spectroscopy, elemental analysis, ۱H, ۱۳C, and ۳۱P NMR techniques. The reaction of compounds with LR produced an ion pair. The X-ray crystallography studies of compound I showed that its asymmetric unit is composed of two independent molecules. In this compound, the P atom is in a tetrahedral environment. Also, the crystal structure of compound I revealed that the P(S)…H–N hydrogen bonds caused the formation of a one-dimensional arrangement. ۳D Hirshfeld surfaces (HS) and ۲D fingerprint plots (FPs) were used to analyze intramolecular interactions in compound I. The results of the analysis of HS and FPs of compound I demonstrated that H…H interactions had the highest proportions. The antibacterial potential of these compounds was tested against four bacteria, namely Pseudomonas aeruginosa (G-), Escherichia coli (G-), Micrococcus luteus (G+), and Bacillus subtilis (G+).

کلیدواژه ها:

Dithiophosphonate ، Single crystal investigation ، Hirshfeld surface analysis ، Antibacterial Potential