Synthesis, Spectroscopic Study and Crystal Structure of a New Single-Enantiomer C(O)NHP(O)-based Phosphoric Triamide, CCl₃C(O)NHP(O)[(R)-(+)-NHCH(CH₃)(C₆H₅)]₂·0.25H₂O

Abstract

The crystal structure of CCl₃C(O)NHP(O)[(R)-(+)-NHCH(CH₃)(C₆H₅)]₂·0.25H₂O has been determined; it belongs to the chiral space group P1. In all four phosphoric triamide molecules of the asymmetric unit, the P atom has a distorted tetrahedral [N_CP]P(O)[N_P][N_P] configuration where two angles, O=P–N_P, are the largest ones at the P atom, while the N_P–P–N_P angle is the smallest one (N_CP and N_P denote the nitrogen atoms of the C(O)NHP(O) part and the two other nitrogen atoms bonded to phosphorus, respectively). In the crystal structure, two symmetry-independent one-dimensional chains extended along the b axis can be distinguished, each composed of alternating two symmetry independent phosphoric triamide molecules connected through N–H···O interactions. The chains are interconnected through hydrogen bonds of water molecules, and the resulting assembly is a ribbon running along the b axis.