Syntheses, Characterizations and Crystal Structures of Two New Racemic Amidophosphoesters: rac-(C6H5O)(cyclo-C6H11NH)P(O)N(C4H8)NP(O)(NH-cyclo-C6H11)(OC6H5) and rac-(p-CH3-C6H4NH)P(O)(OC6H4-p-CH3)(OC6H5)

The new racemic compounds, rac -diphenyl bis( cyclo -hexylamido)(piperazine)-1,4-diyldiphosphinate, C 28 H 42 N 4 O 4 P 2 ( I ), and rac -phenyl( p -methylphenyl)( p -tolylamido)-phosphonate, C 20 H 20 NO 3 P ( II ), were synthesized and characterized by elemental analysis, 31 P, 13 C, 1 H nuclear magnetic resonance, infrared spectroscopy and single-crystal X-ray diffraction analysis. The phosphorus atoms exhibit distorted tetrahedral environment [O]P=O[N][N] in I and [N]P=O[O][O] in II. In compound I , two (C 6 H 5 O)P(O)(NH- cyclo -C 6 H 11 ) fragments are bridged via a NC 4 H 8 N linker that accepts chair conformation. In structure II , the environment of the P atom is a result of the linking of one amido and two different phenoxy groups bonded to the P atom. In crystal structure I , adjacent molecules are linked to each other through hydrogen bonds N–H⋅⋅⋅OP in a two-dimensional network along the ab plane, including (26) ring motifs, while in structure II , pairs of intermolecular hydrogen bonds N–H⋅⋅⋅OP lead to the formation of centrosymmetric dimers with the (8) graph-set motif.