rac-[2-(Dicyclohexylphosphanyl)phenyl](phenyl)phosphinic diisopropyl­amide–borane hemihydrate

Evans, S.J.; Renison, C.A.; Williams, D.B.G.; Muller, A.

doi:10.1107/S1600536813001839

Volume 69
Part 2
Pages o282-o283
February 2013

Received 23 November 2012
Accepted 18 January 2013
Online 23 January 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.003 Å
Disorder in main residue
R = 0.050
wR = 0.134
Data-to-parameter ratio = 16.7
Details

rac-[2-(Dicyclohexylphosphanyl)phenyl](phenyl)phosphinic diisopropylamide-borane hemihydrate

Stephen J. Evans,^a C. Alicia Renison,^a D. Bradley G. Williams ^a ^*⁺ and Alfred Muller ^a

^aResearch Centre for Synthesis and Catalysis, Department of Chemistry, University of Johannesburg (APK Campus), PO Box 524, Auckland Park, Johannesburg, 2006, South Africa
Correspondence e-mail: bwilliams@uj.ac.za

In the title compound, C₃₀H₄₈BNOP₂·0.5H₂O, the water molecule is disordered about an inversion centre. Both phosphorus atoms shows distortions in their tetrahedral environments with the cyclohexyl substituents disordered over two orientations in a 0.851 (3):0.149 (3) occupancy ratio. The crystal structure is assembled via O-HO interactions between pairs of phosphininc amide molecules and water molecules, creating hydrogen-bonded dimers with graph-set R₂⁴(8) along [001]. Weak C-HO interactions are also observed.

Related literature

For background to the synthesis of ligands derived from phosphinic amides, see: Williams et al. (2009). For background to DoM technology, see: Snieckus (1990). For details of cone angles, see: Tolman (1977); Otto (2001). For graph-set notation, see: Bernstein et al. (1995).

Experimental

Crystal data

C₃₀H₄₈BNOP₂·0.5H₂O
M_r = 1040.9
Triclinic, $[P \overline 1]$
a = 11.2480 (3) Å
b = 11.5240 (3) Å
c = 14.1640 (4) Å
= 90.543 (2)°
= 108.178 (1)°
= 118.826 (1)°
V = 1499.73 (7) Å³
Z = 1
Mo K radiation
= 0.17 mm^-1
T = 100 K
0.25 × 0.17 × 0.12 mm

Data collection

Bruker X8 APEXII 4K KappaCCD diffractometer
34539 measured reflections
7448 independent reflections
5330 reflections with I > 2(I)
R_int = 0.053

Refinement

R[F² > 2(F²)] = 0.050
wR(F²) = 0.134
S = 1.04
7448 reflections
447 parameters
314 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.55 e Å^-3
_min = -0.27 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O2-H7BO1ⁱ	0.88 (7)	1.85 (7)	2.722 (4)	167 (6)
O2-H7AO1	0.85 (5)	1.95 (5)	2.768 (4)	163 (5)
C51A-H51AO1	1.00	2.28	3.083 (3)	136
C61A-H61AO1	1.00	2.31	3.057 (5)	130
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus and XPREP (Bruker, 2004); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: publCIF (Westrip, 2010) and WinGX (Farrugia, 2012).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZQ2191 ).

Acknowledgements

The University of the Free State is thanked for the use of their diffractometer. Financial assistance from Sasol, THRIP and the Research Fund of the University of Johannesburg is gratefully acknowledged.

References

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119.
Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.
Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2004). SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2005). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Otto, S. (2001). Acta Cryst. C57, 793-795.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Snieckus, V. (1990). Chem. Rev. 90, 879-933.
Tolman, C. A. (1977). Chem. Rev. 77, 313-348.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.
Williams, D. B. G., Evans, S. J., De Bod, H., Mokhadinyana, M. S. & Hughes, T. (2009). Synthesis, 18, 3106-3112.

organic compounds