Synthesis, Spectroscopic Characterization and Crystal Structureof(EtO)۲P(S)[۱-(NHCH۲)C۶H۴-۳-(CH۲NH)]P(S)(OEt)۲

Bisphosphoramidothioates are widely used as additives in polymers,pesticides inagricultureand drugs inpharmaceutics[۱,۲].In this research, we report on the synthesis of(EtO)۲P(S)[۱-(NHCH۲)C۶H۴-۳-(CH۲NH)]P(S)(OEt)۲,belonging to bisphosphoramidothioatefamily.Characterization was performed byFTIR,NMR (۱H, ۱۳C, and ۳۱P),elemental analysis,Mass spectroscopyand X-ray crystallography.The crystallization solvent was chloroform and nheptane(۴:۱ v/v), andthe compound crystallizes in the triclinic system, and space group P۱ witha= ۱۰.۰۹۶۲ (۲) Å, b= ۱۰.۵۵۶۸ (۲)Å, c= ۱۱.۵۵۲۳ (۲)Å, α= ۸۳.۶۶۲۰ (۱۶)o, β= ۷۴.۳۴۱۰ (۱۸)o,γ=۷۱.۰۰۵۰ (۱۸)o, V= ۱۱۲۰.۶۸ (۴)Å۳and Z= ۲.The asymmetric unit consists of one completemolecule. In the crystal structure, the molecules are aggregated through N—H…S═P hydrogenbonds (which appears as red spots on the Hirshfeld surface) in a one-dimensional chain along theb-axis. The weaker contacts are C—H…S═P, C—H…π, and CH…HC, manifested as pale redspots on the Hirshfeld surface. The phosphorus signal appears at ۷۲.۸۲ ppm and molecularweight is۴۴۱.In the IR spectrum, the band centered at ۳۲۷۵ cm–۱ is attributed to the NHstretching frequency.

Keywords:

Crystal structure , bisphosphoramidothioate , NMR , Synthesis