1,2-Bis(diphenyl­phosphino)-1,2-diethyl­hydrazine

Kriel, F.H.; Fernandes, M.A.; Caddy, J.

doi:10.1107/S1600536810015886

Volume 66
Part 6
Page o1270
June 2010

Received 28 April 2010
Accepted 29 April 2010
Online 8 May 2010

Key indicators
Single-crystal X-ray study
T = 173 K
Mean (C-C) = 0.004 Å
R = 0.058
wR = 0.156
Data-to-parameter ratio = 20.8
Details

1,2-Bis(diphenylphosphino)-1,2-diethylhydrazine

Frederik H. Kriel,^a ^* Manuel A. Fernandes ^b and Judy Caddy ^a

^aProject AuTEK, Mintek, Private Bag X3015, Randburg 2125, South Africa, and ^bMolecular Science Institute, School of Chemistry, University of the Witwatersrand, PO Wits, 2050 Johannesburg, South Africa
Correspondence e-mail: erikk@mintek.co.za

The title compound, C₂₈H₃₀N₂P₂, adopts a well documented and studied gauche conformation around the hydrazine bond. Bond lengths and angles are in the typical ranges expected for P-N and P-C bonds. A normal hydrazine N-N bond length of 1.426 (3) Å is observed.

Related literature

For related structures, see: Reddy et al. (1994, 1995); Pelizzi & Pelizzi (1979). For ab initio molecular modelling studies, see: Cowley et al. (1979).

Experimental

Crystal data

C₂₈H₃₀N₂P₂
M_r = 456.48
Monoclinic, P 2₁ /c
a = 14.623 (5) Å
b = 13.085 (4) Å
c = 13.494 (4) Å
= 108.182 (6)°
V = 2453.1 (13) Å³
Z = 4
Mo K radiation
= 0.20 mm^-1
T = 173 K
0.44 × 0.17 × 0.17 mm

Data collection

Bruker SMART 1K CCD area-detector diffractometer
15744 measured reflections
6008 independent reflections
3774 reflections with I > 2(I)
R_int = 0.056

Refinement

R[F² > 2(F²)] = 0.058
wR(F²) = 0.156
S = 1.02
6008 reflections
289 parameters
H-atom parameters constrained
_max = 0.82 e Å^-3
_min = -0.56 e Å^-3

Data collection: SMART-NT (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al., 2008); software used to prepare material for publication: WinGX (Farrugia, 1999).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WN2384 ).

Acknowledgements

The authors thank Project AuTEK (Mintek and Harmony) and the University of the Witwatersrand for financial support.

References

Bruker (1998). SMART-NT. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (1999). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA.
Cowley, A. H., Mitchell, D. J., Whangbo, M. H. & Wolfe, S. (1979). J. Am. Chem. Soc. 101, 5224-5231.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
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.
Pelizzi, C. & Pelizzi, G. (1979). Acta Cryst. B35, 1785-1790.
Reddy, V. S., Katti, K. V. & Barnes, C. L. (1994). Chem. Ber. 127, 1355-1357.
Reddy, V. S., Katti, K. V. & Barnes, C. L. (1995). Inorg. Chem. 34, 5483-5488.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds