Phenyl bis(m-tolylamido)phosphinate

Abstract

The P atom of the title compound, C20H21N2O2P, has a distorted tetra­hedral configuration; the bond angles at P are in the range 96.11 (6)–117.32 (8)°. The N atom exhibits sp 2 character. In the crystal, mol­ecules are connected via N—H⋯O hydrogen bonds into bands along the a axis, consisting of R 2 2(8) rings.

Syntheses and structures of four new mixed-amide phosphoric triamides

“…Recently, we have investigated the syntheses and crystal structures of racemic mixed-amide phosphinates having an (N 1 )P( O)(OC 6 H 5 )(N 2 ) segment, where N 1 and N 2 belong to two different -NR x R y groups (R x 6 ¼ H; R y = H or 6 ¼ H) (Pourayoubi et al, , 2013.…”

Analysis of N—H...O hydrogen bonds in new C(O)—NH—P(O)-based phosphoric triamides and analogous structures deposited in the Cambridge Structural Database

“…Furthermore, the double hydrogenbond acceptor capability of the P O group to form [N-H] 2 Á Á ÁO P hydrogen bonds was studied for phosphoramidates involving a higher number of H-atom donor sites than H-atom acceptor sites (Pourayoubi, Nečas & Negari, 2012;Pourayoubi, Tarahhomi et al, 2012) and also in compounds containing different hydrogen-acceptor sites with different hydrogen-acceptor capability (Pourayoubi, Nečas & Negari, 2012).…”

“…In this context, only a few studies have been devoted to the classification of hydrogen-bond patterns in the compounds having a C(O)-NH-P(O) fragment based on gauche or anti conformations of P O versus C O (Toghraee et al, 2011) and in compounds with an (O)P(O)(NH) 2 fragment (Pourayoubi, Nečas & Negari, 2012).…”

“…A stronger hydrogen-bond acceptor capability of the O atom in the P O group was compared to those in C O, S O, OR (R = alkyl) and OAr (Ar = aryl) groups in compounds with C(O)-NH-P(O) (Toghraee et al, (Pourayoubi, Nečas & Negari, 2012) fragments, respectively. Furthermore, the double hydrogenbond acceptor capability of the P O group to form [N-H] 2 Á Á ÁO P hydrogen bonds was studied for phosphoramidates involving a higher number of H-atom donor sites than H-atom acceptor sites (Pourayoubi, Nečas & Negari, 2012;Pourayoubi, Tarahhomi et al, 2012) and also in compounds containing different hydrogen-acceptor sites with different hydrogen-acceptor capability (Pourayoubi, Nečas & Negari, 2012).…”

Newrac-XP(O)(OC6H5)(NHC6H4-p-CH3) [X= N(CH3)(cyclo-C6H11) and NH(C3H5)] andrac-(C6H5CH2NH)P(O)(OC6H5)(NH-cyclo-C6H11) mixed-amide phosphinates

“…[In compounds with a P(O)(NR 1 R 2 ) segment, the NR 1 R 2 group obtained from an NHR 1 R 2 amine is named as an amido group.] The systematic study of such molecules may be useful for: (i) gaining insight into the reason why a particular amide group makes a stronger or weaker P-N bond; (ii) the preparation of racemic compounds ; (iii) finding new synthesis and purification procedures (Pourayoubi, Rheingold et al, 2011); (iv) comparison of the hydrogen-bond patterns for finding empirical rules to predict hydrogen-bond patterns based on molecular structure (Toghraee et al, 2011;Pourayoubi et al, 2012).…”