Two new phosphinic amides: Synthesis, crystal structure, and theoretical study of hydrogen bonding

GRAPHICAL ABSTRACT

ABSTRACT

Two novel phosphinic amides, (C₆H₅)₂P(O)(NH−cyclo−C₇H₁₃) (I) and (C₆H₅)₂P(O)(NH−cyclo−C₆H₁₁) (II) were synthesized and characterized by spectroscopic methods and X-ray crystallography. Both compounds crystallize in the orthorhombic chiral space group P2₁2₁2₁ and in both structures, the N—H···O hydrogen bonds lead to one-dimensional arrangements along the a axis. The molecular geometries and vibrational frequencies of I and II were investigated with quantum chemical calculations at the B3LYP/6–311G^** level of theory. Furthermore, the hydrogen bonds were studied by means of the Bader theory of atoms in molecules (AIM) and natural bond orbital (NBO) analysis.

KEYWORDS:

• Phosphinic amide
• X-ray crystallography
• hydrogen bond
• AIM
• NBO