Study on H-bond patterns in phosphoric triamides having a P(O)NHC(O) skeleton, a gauche orientation of P(O) vs C(O) in new compounds

Abstract

The crystal and packing structures of new phosphoric triamides, in a rare gauche orientation of P(O) versus C(O), with the formula (CCl 2HC(O)NH)X2P(O), X = NC4H8 (1), N(C2H5)2 (2), N(CH3)(C 6H11) (3) and (CCl2HC(O)NH)(Y)P(O), Y = NHCH2C(CH3)2CH2NH (4) have been investigated. This article also reviews 91 similar structures deposited in the CSD aiming to classify hydrogen bond patterns in this category of phosphorus compounds. The present X-ray structural analysis shows that the H-bond pattern in the studied structures strongly depends on the conformation in the P(O)NHC(O) skeleton and the kind of amide linked to the P atom. The spectroscopic features (31P{1H}, 1H and 13C NMR, IR) of the new compounds have been investigated. © 2011 Elsevier Ltd. All rights reserved.