Synthesis, crystal structure, Hirshfeld surface analysis, DFT investigation, and molecular docking, of novel organic dithiocarbamates obtained from Baylis-Hillman adducts/alcohols at room temperature

A number of new organic dithiocarbamates were produced in aqueous ethanol using a one-pot multicomponent reaction involving Baylis-Hillman adducts/alcohols, CS2, and different secondary amines. Because of the short reaction periods and high yields, this approach is easy, green, and cost-effective for producing biologically relevant dithiocarbamates at room temperature. The structure of the synthesized dithiocarbamates was confirmed using 1H, 13C NMR, HRMS, and single-crystal X-ray diffraction methods. The HOMO–LUMO energy gap, Mulliken charges, and MESPs have all been computed and presented. Hirshfeld surface analysis and accompanying two-dimensional fingerprint plots, as well as compound interaction energy estimates, were employed as theoretical methodologies to examine the driving force for crystal structure development via intermolecular interactions in their crystal lattices. A molecular docking study was also performed to evaluate the probable interactions and binding manner of the newly synthesized compounds (4a-4w) to the E. coli nitroreductase enzyme. The docking analysis suggested that the compounds (4k, 4g, 4l, and 4m) may inhibit the activity of the nitroreductase enzyme of E. coli.