Triphenyl(3,4,5-trimethoxy­benzyl)­phospho­nium chloride monohydrate

Barkell, A.M.; Sharp, J.; Simpson, S.J.

doi:10.1107/S1600536808027712

Volume 64
Part 10
Page o1876
October 2008

Received 11 August 2008
Accepted 29 August 2008
Online 6 September 2008

Key indicators
Single-crystal X-ray study
T = 294 K
Mean (C-C) = 0.003 Å
R = 0.042
wR = 0.113
Data-to-parameter ratio = 18.9
Details

Triphenyl(3,4,5-trimethoxybenzyl)phosphonium chloride monohydrate

Alice M. Barkell,^a Jonathan Sharp ^a and Stephen J. Simpson ^a ^*

^aSchool of Biosciences, Geoffrey Pope Building, University of Exeter, Stocker Road, Exeter, EX4 4QD, England
Correspondence e-mail: S.J.Simpson@exeter.ac.uk

The asymmetric unit of the title salt, C₂₈H₂₈O₃P⁺·Cl^-·H₂O, contains a benzyltriphenylphosphonium cation, a chloride counter-ion, and a water molecule of crystallization. The 3,4,5-trimethoxy substituents of the benzylic functionality are arranged with the 3,5-methyl groups lying approximately in the aromatic ring plane while the 4-methyl group is out of the plane.

Related literature

For background, see: Asakawa et al. (1976); Mervic et al. (1977); Lawrence et al. (2006).

Experimental

Crystal data

C₂₈H₂₈O₃P⁺·Cl^-·H₂O
M_r = 496.94
Triclinic, $[P \overline 1]$
a = 10.5818 (8) Å
b = 10.6160 (15) Å
c = 13.8876 (15) Å
= 111.020 (9)°
= 95.895 (7)°
= 108.697 (11)°
V = 1337.0 (3) Å³
Z = 2
Mo K radiation
= 0.23 mm^-1
T = 294 (2) K
0.35 × 0.30 × 0.25 mm

Data collection

Bruker P4 diffractometer
Absorption correction: none
6874 measured reflections
5905 independent reflections
4821 reflections with I > 2(I)
R_int = 0.013
3 standard reflections every 147 reflections intensity decay: 0.5%

Refinement

R[F² > 2(F²)] = 0.041
wR(F²) = 0.112
S = 1.02
5905 reflections
313 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.31 e Å^-3
_min = -0.33 e Å^-3

Data collection: XSCANS (Bruker, 1997); cell refinement: XSCANS; data reduction: XSCANS; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FJ2146 ).

Acknowledgements

We thank Dr N. M. Boag (Salford University) for access to the diffractometer.

References

Asakawa, Y., Tanikawa, K. & Aratani, T. (1976). Phytochemistry, 15, 1057-1059.
Bruker (1997). XSCANS. Bruker AXS Inc., Madison, Wisconsin, USA.
Lawrence, N. J., Patterson, R. P., Ooi, L.-L., Cook, D. & Ducki, S. (2006). Bioorg. Med. Chem. Lett. 16, 5844-5848.
Mervic, M. & Ghera, E. (1977). J. Am. Chem. Soc. 99, 7673-7678.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds