Two newXP(O)[NHC(CH₃)₃]₂phosphoramidates, withX= (CH₃)₂N and [(CH₃)₃CNH]₂P(O)(O)

Abstract

In N,N'-di-tert-butyl-N'',N''-dimethylphosphoric triamide, C(10)H(26)N(3)OP, (I), and N,N',N'',N'''-tetra-tert-butyl[oxybis(phosphonic diamide), [corrected] C(16)H(40)N(4)O(3)P(2), (II), the extended structures are mediated by P(O)...(H-N)(2) interactions. The asymmetric unit of (I) consists of six independent molecules which aggregate through P(O)...(H-N)(2) hydrogen bonds, giving R(2)(1)(6) loops and forming two independent chains parallel to the a axis. Of the 12 independent tert-butyl groups, five are disordered over two different positions with occupancies ranging from 1/6 to 5/6. In the structure of (II), the asymmetric unit contains one molecule. P(O)...(H-N)(2) hydrogen bonds give S(6) and R(2)(2)(8) rings, and the molecules form extended chains parallel to the c axis. The structures of (I) and (II), along with similar structures having (N)P(O)(NH)(2) and (NH)(2)P(O)(O)P(O)(NH)(2) skeletons extracted from the Cambridge Structural Database, are used to compare hydrogen-bond patterns in these families of phosphoramidates. The strengths of P(O)[...H-N](x) (x = 1, 2 or 3) hydrogen bonds are also analysed, using these compounds and previously reported structures with (N)(2)P(O)(NH) and P(O)(NH)(3) fragments.

Syntheses and structures of four new mixed-amide phosphoric triamides

“…The P O bond lengths and O P-N and P-N-C angles are comparable with those in similar compounds (Pourayoubi et al, 2012(Pourayoubi et al, , 2014. On the other hand, the two N 2 atoms in (III) belong to two chemically (but not crystallographically) equivalent groups containing N atoms, and in (IV), N 2 is related to a bifunctional group containing two chemically equivalent N atoms.…”

A combined X-ray crystallography and theoretical study of N—H...OX (X is =P and —C) hydrogen bonds in two new structures with a (C—O)2(N)P(=Y) (Y is O and S) skeleton

“…The N-HÁ Á ÁO P hydrogen bond is the predominant feature in different families of (NH)P O-based compounds and usually acts as a directing interaction in supramolecular structures (Saneei et al, 2018). In various published articles, different aspects regarding hydrogen bonds, including their strengths (Hamzehee, Pourayoubi, Nečas et al, 2017), patterns (Pourayoubi, Toghraee et al, 2014) and motifs (Pourayoubi, Tarahhomi et al, 2012) were studied through a statistical analysis of the Cambridge Structural Database (CSD; Groom et al, 2016). Furthermore, theoretical approaches were applied to the evaluation of hydrogen-bond strengths in compounds with (C) 2 (N)P(O), (N) 3 P(O) and (O) 2 (N)P(O) skeletons (Hamzehee, Pourayoubi, Farhadipour et al, 2017;Pourayoubi et al, 2013;Gholivand et al, 2013).…”

A novel amido–pyrophosphate MnIIchelate complex with the synthetic ligand O{P(O)[NHC(CH3)3]2}2(L): [Mn(L)2{OC(H)N(CH3)2}2]Cl2·2H2O

“…[(CH 3 ) 3 CNH] 2 P(O)OP(O)[NHC(CH 3 ) 3 ] 2 (L) was prepared according to the literature method of Pourayoubi et al (2012). To a solution of MnCl 2 Á4H 2 O (2 mmol) in methanol (5 ml), a solution of L (2 mmol) in methanol-dimethylformamide (5 ml; 4:1 v/v) was added and the mixture was refluxed for 48 h. Crystals of (I) were obtained from the reaction solution by slow evaporation at room temperature.…”