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Volume 70 
Part 5 
Pages m164-m165  
May 2014  

Received 4 March 2014
Accepted 27 March 2014
Online 5 April 2014

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.018 Å
R = 0.050
wR = 0.101
Data-to-parameter ratio = 21.8
Details
Open access

([mu]2-2-Meth­oxy­ethanol-[kappa]3O1:O1,O3)(2-meth­oxy­ethanol-[kappa]O1)tris­([mu]2-3,4,5,6-tetra­fluoro-o-phenyl­ene-[kappa]2C1:C2)trimercury(II)

aDepartment of Chemistry & Biology, New Mexico Highlands University, Diamond Ave, Las Vegas, NM 87701, USA, and bX-ray Science Division, Argonne National Laboratory, 9700 S. Cass Avenue, Bldg 401 MS-16 Argonne, IL 60439, USA
Correspondence e-mail: lcastaneda3@live.nmhu.edu

In the title compound, [Hg3(C6F4)3(C3H8O2)2], two O atoms from one 2-meth­oxy­ethanol ligand and one O atom from the second 2-meth­oxy­ethanol ligand coordinate three HgII atoms [Hg-O = 2.765 (7)-2.890 (8) Å] in the trimeric organomercurial Lewis acid (o-C6F4Hg)3. The hy­droxy groups are involved in formation of intra- and inter­molecular O-H...O hydrogen bonds; the latter link two mol­ecules into centrosymmetric dimers. An extensive net of weak inter­molecular C-H...F inter­actions further consolidates the crystal packing.

Related literature

For the synthesis of trimeric perfluoro-ortho-phenyl­ene mercury and its use as a catalyst, see: Sartori & Golloch (1968[Sartori, P. & Golloch, A. (1968). Chem. Ber. 101, 2004-2009.]) and Lee et al. (1999[Lee, H., Diaz, M. & Hawthorne, M. F. (1999). Tetrahedron Lett. 40, 7651-7655.]), respectively. For the properties of organomercurial anti­crowns, see: Taylor et al. (2007[Taylor, T. J., Burress, C. N. & Gabbaï, F. P. (2007). Organometallics, 26, 5252-5263.]). For related crystal structures, see: Tikhonova et al. (2002[Tikhonova, I. A., Dolgushin, F. M., Tugashov, K. I., Petrovskii, P. V., Furin, G. G. & Shur, V. B. (2002). J. Organomet. Chem. 654, 123-131.], 2013[Tikhonova, I. A., Yakovenko, A. A., Tugashov, K. I., Dolgushin, F. M., Petrovskii, P. V., Minacheva, M. K., Strunin, B. N. & Shur, V. B. (2013). Russ. Chem. Bull. 62, 710-715.]).

[Scheme 1]

Experimental

Crystal data
  • [Hg3(C6F4)3(C3H8O2)2]

  • Mr = 1198.14

  • Triclinic, [P \overline 1]

  • a = 10.170 (4) Å

  • b = 12.623 (5) Å

  • c = 12.962 (5) Å

  • [alpha] = 113.450 (5)°

  • [beta] = 110.411 (5)°

  • [gamma] = 92.795 (5)°

  • V = 1396.3 (9) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 16.56 mm-1

  • T = 100 K

  • 0.30 × 0.25 × 0.20 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2003[Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany.]) Tmin = 0.979, Tmax = 0.984

  • 16463 measured reflections

  • 8430 independent reflections

  • 4880 reflections with I > 2[sigma](I)

  • Rint = 0.090

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

  • wR(F2) = 0.101

  • S = 0.91

  • 8430 reflections

  • 386 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 3.70 e Å-3

  • [Delta][rho]min = -2.93 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O2-H2...O3 0.84 2.04 2.771 (11) 145
O3-H3...O4i 0.84 1.86 2.694 (10) 171
C21-H21B...F6ii 0.99 2.52 3.480 (14) 162
C23-H23A...F10iii 0.99 2.48 3.109 (12) 121
C23-H23B...F11iv 0.99 2.47 3.301 (12) 141
C24-H24B...F5ii 0.98 2.54 3.339 (14) 138
C24-H24C...F2v 0.98 2.46 3.352 (15) 152
C19-H19B...F2vi 0.98 2.53 3.207 (13) 126
Symmetry codes: (i) -x, -y+1, -z; (ii) x-1, y, z; (iii) x, y-1, z; (iv) -x, -y+2, -z+1; (v) -x, -y+1, -z+1; (vi) x, y, z-1.

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2001[Bruker (2001). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.


Supporting information for this paper is available from the IUCr electronic archives (Reference: CV5445 ).


Acknowledgements

The authors are grateful for NSF support via DMR-0934212 (PREM).

References

Bruker (2001). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2005). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Lee, H., Diaz, M. & Hawthorne, M. F. (1999). Tetrahedron Lett. 40, 7651-7655.  [Web of Science] [CrossRef] [ChemPort]
Sartori, P. & Golloch, A. (1968). Chem. Ber. 101, 2004-2009.  [CrossRef] [ChemPort]
Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Taylor, T. J., Burress, C. N. & Gabbaï, F. P. (2007). Organometallics, 26, 5252-5263.  [CrossRef] [ChemPort]
Tikhonova, I. A., Dolgushin, F. M., Tugashov, K. I., Petrovskii, P. V., Furin, G. G. & Shur, V. B. (2002). J. Organomet. Chem. 654, 123-131.  [CSD] [CrossRef] [ChemPort]
Tikhonova, I. A., Yakovenko, A. A., Tugashov, K. I., Dolgushin, F. M., Petrovskii, P. V., Minacheva, M. K., Strunin, B. N. & Shur, V. B. (2013). Russ. Chem. Bull. 62, 710-715.  [Web of Science] [CrossRef] [ChemPort]


Acta Cryst (2014). E70, m164-m165   [ doi:10.1107/S1600536814006898 ]

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