Synthesis, Spectroscopic Characterization, Structural Study and Hirshfeld Surface Analysis of a New Thiophosphoramide with a P(S)(N)3 Skeleton

Hirshfeld surfaces and two-dimensional fingerprint plots are used to analysis intermolecular contacts. In this research, synthesis, crystal structure, and intermolecular interactions are investigated for a new compound, {[(cyclo-C6H11)N(CH3)]P(S)[NC4H8O]2}2.CH3OH.The asymmetric unit of this compound is composed of two independent phosphorothioic triamide molecules and one molecule of methanol solvent. The phosphorus atom displays a distorted tetrahedral environment with the maximum and minimum values of angles at the P atom for one of the N—P═S and one of the N—P—N angles, respectively. From the six nitrogen atoms for two phosphorothioic triamide molecules, the environments at the four nitrogen atoms are mainly non-planar, while the two other nitrogen atoms show almost planarity. Hirshfeld surfaces and two-dimensional fingerprint plots are generated using the Crystal Explorer software program in which the CIF input file is used. These analyses reveal that H…H interactions have 78.3% and 77.7% portions of total interactions for the two symmetry-independent phosphorothioic triamide molecules, respectively. The C—H…O interaction in one of the symmetry independent molecules and the C—H…S═P interaction in the other molecule are the characteristic interactions, appearing as very large red spots in the related Hirshfeld surface maps. The characterization of the compound has also been performed by IR, 31P{1H}, 1H and 13C NMR and mass spectroscopy.