15th Iranian Chemistry Conference , 2011-09-04

Title : ( Crystal structure and H-bond pattern of a new acetyl phosphorylamidate )

Authors: Atekeh Tarahhomi , Mehrdad Pourayoubi ,

Citation: BibTeX | EndNote


Acetyl phosphorylamidates, with the general formula R\\\'C(O)NHP(O)R2 have been attracted attention due to containing nitrogen-carbonyl and nitrogen-phosphoryl moieties, and special properties resulting from them such as acting as O,O-donor ligands and inhibitory of urease and acetylcholinesterase enzymes. The new compound 5,5-dimethyl-2-[N-(2,6-difluorobenzoyl)]-2-oxo-1,3,2-diazaphosphorinane was synthesized and characterized by 1H, 13C, 31P{1H}-NMR and IR spectroscopy and single crystal X-ray determination. The P atoms have a distorted tetrahedral configuration with the bond angles O(2)-P(1)-N(2) 115.27(14)°, O(2)-P(1)-N(3) 115.57(16)°, N(2)-P(1)-N(3) 103.67(15)°, O(2)-P(1)-N(1) 109.55(14)°, N(2)-P(1)-N(1) 108.12(16)° and N(3)-P(1)-N(1) 103.79(14)°, the phosphoryl and carbonyl groups are gauche to each other. In this structure, the intermolecular P=O…H―NC(O)NHP(O) and C=O…H―Namide HBs are responsible to connection of the molecules together as 1-D chains. Moreover, co-crystallization of solvent molecule (CH3OH) was occurred in the structure via P=O…H-OCH3 (O…O = 2.714(3) Å) and CH3(H)O…H-Namide (O…N = 2.904(4) Å) HBs along this chain. Therefore, each molecule is hydrogen-bonded to two molecules of CH3OH. Another interesting feature of this structure is the existence of C―H…O HBs that provide R23(13), R22(9) and R23(9) rings. In addition to, the combinations of the C―H…F and the C―H…O HBs make the R22(10) and R23(9) rings. These HBs expanded the crystal structure into a 3-D arrangement.


, Acetyl phosphorylamidates, NMR, X-ray crystallography, 3-D arrangement.
برای دانلود از شناسه و رمز عبور پرتال پویا استفاده کنید.

author = {Tarahhomi, Atekeh and Pourayoubi, Mehrdad},
title = {Crystal structure and H-bond pattern of a new acetyl phosphorylamidate},
booktitle = {15th Iranian Chemistry Conference},
year = {2011},
location = {همدان, IRAN},
keywords = {Acetyl phosphorylamidates; NMR; X-ray crystallography; 3-D arrangement.},


%0 Conference Proceedings
%T Crystal structure and H-bond pattern of a new acetyl phosphorylamidate
%A Tarahhomi, Atekeh
%A Pourayoubi, Mehrdad
%J 15th Iranian Chemistry Conference
%D 2011