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Volume 69 
Part 12 
Page m628  
December 2013  

Received 22 October 2013
Accepted 25 October 2013
Online 6 November 2013

Key indicators
Single-crystal X-ray study
T = 200 K
Mean [sigma](C-C) = 0.009 Å
R = 0.050
wR = 0.111
Data-to-parameter ratio = 16.8
Details
Open access

Poly[[mu]-aqua-[mu]5-[2-(2,3,6-tri­chloro­phenyl)acetato]-caesium]

aScience and Engineering Faculty, Queensland University of Technology, GPO Box 2434, Brisbane, Queensland 4001, Australia
Correspondence e-mail: g.smith@qut.edu.au

In the structure of the title complex, [Cs(C8H4Cl3O2)(H2O)]n, the caesium salt of the commercial herbicide fenac [(2,3,6-tri­chloro­phen­yl)acetic acid], the irregular eight-coordination about Cs+ comprises a bidentate O:Cl-chelate inter­action involving a carboxyl­ate-O atom and an ortho-related ring-substituted Cl atom, which is also bridging, a triple-bridging carboxyl­ate-O atom and a bridging water mol­ecule. A two-dimensional polymer is generated, lying parallel to (100), within which there are water-carboxyl­ate O-H...O hy­dro­gen-bonding inter­actions.

Related literature

For background information on the herbicide fenac, see: O'Neil (2001[O'Neil, M. J. (2001). Editor. The Merck Index, 13th ed., p. 360. Whitehouse Station, NJ, USA: Merck & Co. Inc.]). For the structure of fenac, see: White et al. (1979[White, A. H., Raston, C. L., Kennard, C. H. L. & Smith, G. (1979). Cryst. Struct. Commun. 8, 63-67.]). For examples of caesium complexes involving coord­inating carbon-bound Cl, see: Levitskaia et al. (2000[Levitskaia, T. G., Bryan, J. C., Sachleben, R. A., Lamb, J. D. & Moyer, B. A. (2000). J. Am. Chem. Soc. 122, 554-562.]); Smith (2013[Smith, G. (2013). Acta Cryst. E69, m22-m23.]).

[Scheme 1]

Experimental

Crystal data
  • [Cs(C8H4Cl3O2)(H2O)]

  • Mr = 389.39

  • Monoclinic, P 21 /c

  • a = 17.0606 (12) Å

  • b = 4.9834 (3) Å

  • c = 13.9283 (10) Å

  • [beta] = 98.127 (6)°

  • V = 1172.29 (14) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 3.82 mm-1

  • T = 200 K

  • 0.20 × 0.15 × 0.07 mm

Data collection
  • Oxford Diffraction Gemini-S CCD-detector diffractometer

  • Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012[Agilent (2012). CrysAlis PRO. Agilent Technologies Ltd., Yarnton, England.]) Tmin = 0.582, Tmax = 0.980

  • 7585 measured reflections

  • 2284 independent reflections

  • 1873 reflections with I > 2[sigma](I)

  • Rint = 0.034

Refinement
  • R[F2 > 2[sigma](F2)] = 0.050

  • wR(F2) = 0.111

  • S = 1.09

  • 2284 reflections

  • 136 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 2.18 e Å-3

  • [Delta][rho]min = -1.86 e Å-3

Table 1
Selected bond lengths (Å)

Cs1-Cl6 3.711 (2)
Cs1-O1W 3.131 (6)
Cs1-O13 3.246 (7)
Cs1-Cl6i 3.646 (2)
Cs1-O1Wi 3.148 (6)
Cs1-O12ii 3.213 (5)
Cs1-O12iii 3.103 (6)
Cs1-O12iv 3.242 (6)
Symmetry codes: (i) x, y+1, z; (ii) -x+2, -y+2, -z+1; (iii) [x, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]; (iv) [x, -y+{\script{5\over 2}}, z+{\script{1\over 2}}].

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1W-H11W...O13ii 0.97 1.70 2.638 (8) 161
O1W-H12W...O12v 0.84 2.40 3.191 (8) 158
Symmetry codes: (ii) -x+2, -y+2, -z+1; (v) -x+2, -y+1, -z+1.

Data collection: CrysAlis PRO (Agilent, 2012[Agilent (2012). CrysAlis PRO. Agilent Technologies Ltd., Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR92 (Altomare et al., 1993[Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993). J. Appl. Cryst. 26, 343-350.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]) within WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); molecular graphics: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: PLATON.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WM2781 ).


Acknowledgements

The author acknowledges financial support from the Science and Engineering Faculty and the University Library, Queensland University of Technology.

References

Agilent (2012). CrysAlis PRO. Agilent Technologies Ltd., Yarnton, England.
Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993). J. Appl. Cryst. 26, 343-350.  [CrossRef] [Web of Science] [IUCr Journals]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Levitskaia, T. G., Bryan, J. C., Sachleben, R. A., Lamb, J. D. & Moyer, B. A. (2000). J. Am. Chem. Soc. 122, 554-562.  [Web of Science] [CSD] [CrossRef] [ChemPort]
O'Neil, M. J. (2001). Editor. The Merck Index, 13th ed., p. 360. Whitehouse Station, NJ, USA: Merck & Co. Inc.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Smith, G. (2013). Acta Cryst. E69, m22-m23.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
White, A. H., Raston, C. L., Kennard, C. H. L. & Smith, G. (1979). Cryst. Struct. Commun. 8, 63-67.  [ChemPort]


Acta Cryst (2013). E69, m628  [ doi:10.1107/S1600536813029395 ]

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