(IUCr) N,N'-Dibenzyl-N''-(4-bromobenzoyl)-N,N'-dimethylphosphoric triamide

Volume 64
Part 3
Page o633
March 2008

Received 9 January 2008
Accepted 19 February 2008
Online 27 February 2008

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.005 Å
R = 0.053
wR = 0.136
Data-to-parameter ratio = 19.2
Details

N,N'-Dibenzyl-N''-(4-bromobenzoyl)-N,N'-dimethylphosphoric triamide

Saeed Dehghanpour,^a ^* Richard Welter,^b Aliou Hamady Barry ^c and Farzaneh Tabasi ^a

^aDepartment of Chemistry, Alzahra University, Vanak, Tehran, Iran,^bLaboratoire DECMET, UMR CNRS 7513, Université Louis Pasteur, Strasbourg, France, and ^cDépartement de Chimie, Faculté des Sciences et Techniques, Université de Nouakchott, Nouakchott, Mauritania
Correspondence e-mail: dehganpour_farasha@yahoo.com

In the title compound, C₂₃H₂₅BrN₃O₂P, the P atom has a distorted tetrahedral coordination. In the crystal structure, the molecules form centrosymmetric dimers via pairs of essentially linear N-HO hydrogen bonds.

Related literature

For the use of carbacylamidophosphate, see: Barak et al. (2000); Burla et al. (1989); Gubina et al. (2000); Mallender et al. (2000); Trush et al. (2003). For related structures, see: Trush et al. (1999).

Experimental

Crystal data

C₂₃H₂₅BrN₃O₂P
M_r = 486.34
Monoclinic, P 2₁ /n
a = 9.0140 (4) Å
b = 13.2690 (5) Å
c = 19.377 (1) Å
= 94.1500 (14)°
V = 2311.54 (18) Å³
Z = 4
Mo K radiation
= 1.87 mm^-1
T = 293 (2) K
0.11 × 0.09 × 0.08 mm

Data collection

Nonius KappaCCD diffractometer
Absorption correction: none
12951 measured reflections
5214 independent reflections
2593 reflections with I > 2(I)
R_int = 0.051

Refinement

R[F² > 2(F²)] = 0.053
wR(F²) = 0.135
S = 1.00
5214 reflections
271 parameters
H-atom parameters constrained
_max = 0.27 e Å^-3
_min = -0.62 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1O2ⁱ	0.86	1.99	2.845 (3)	170
Symmetry code: (i) -x+2, -y+1, -z.

Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: DENZO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZL2095 ).

Acknowledgements

SD acknowledges the Alzahra University Research Council for partial support of this work.

References

Barak, D., Ordentlich, A., Kaplan, D., Barak, R., Mizrahi, D., Kronman, C., Segall, Y., Velan, B. & Shaerman, A. (2000). Biochemistry, 39, 1156-1161.
Burla, M. C., Camalli, M., Cascarano, G., Giacovazzo, C., Polidori, G., Spagna, R. & Viterbo, D. (1989). J. Appl. Cryst. 22, 389-393.
Gubina, K. E., Ovchynnikov, V. A., Amirkhanov, V. M., Fischer, H., Stumpf, R. & Skopenko, V. V. (2000). Z. Naturforsch. Teil B, 55, 576-582.
Mallender, W. D., Szegletes, T. & Rosenberry, T. L. (2000). Biochemistry, 39, 7753-7763.
Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands.
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.
Trush, V. A., Amirkhanov, V. M., Ovchinnikov, V. A., Swiatek-Kozlowska, J., Lanikina, K. A. & Domasevitch, K. V. (2003). Polyhedron, 22, 1221-1229.
Trush, V. A., Domasevitch, K. V., Amirkhanov, V. M. & Sieler, J. (1999). Z. Naturforsch. Teil B, 54, 451-455.

organic compounds