Received 6 November 2012
The asymmetric unit of the title phosphoric triamide, C13H21FN3O2P, consists of two independent molecules. In each molecule, the P=O group and the N-H unit belonging to the C(O)NHP(O) fragment are in a syn conformation with respect to each other. An intramolecular N-HO hydrogen bond occurs in each molecule. The P atom adopts a distorted tetrahedral environment. The methyl groups of an isopropyl fragment are disordered over two sets of sites with refined occupancies of 0.458 (5) and 0.542 (5). In the crystal, molecules are linked through N-HO(=P) and N-HO(=C) hydrogen bonds into chains along .
For related structures with a [C(O)NH]P(O)[NHC]2 moiety, see: Pourayoubi et al. (2011); Raissi Shabari et al. (2012). For the preparation of the starting compound 4-F-C6H4C(O)NHP(O)Cl2, see: Tarahhomi et al. (2011).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008) and SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL and enCIFer (Allen et al., 2004).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FF2089 ).
Support of this investigation by Ferdowsi University of Mashhad is gratefully acknowledged.
Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler, M. (2004). J. Appl. Cryst. 37, 335-338.
Bruker (2005). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.
Pourayoubi, M., Tarahhomi, A., Saneei, A., Rheingold, A. L. & Golen, J. A. (2011). Acta Cryst. C67, o265-o272.
Raissi Shabari, A., Pourayoubi, M., Fadaei, H., Necas, M. & Babiak, M. (2012). Acta Cryst. E68, o1813.
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tarahhomi, A., Pourayoubi, M., Rheingold, A. L. & Golen, J. A. (2011). Struct. Chem. 22, 201-210.