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Volume 69 
Part 5 
Pages m269-m270  
May 2013  

Received 22 March 2013
Accepted 10 April 2013
Online 13 April 2013

Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.005 Å
R = 0.036
wR = 0.084
Data-to-parameter ratio = 13.9
Details
Open access

[[mu]-3-(Methylsulfanyl)benzene-1,2-dithiolato-1:2[kappa]4S,S':S,S']bis[tricarbonyliron(I)]

aState Key Laboratory of Fine Chemicals, Dalian University of Technology (DUT), Dalian 116024, People's Republic of China, and bSchool of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou 450001, People's Republic of China
Correspondence e-mail: ssdyok@yahoo.com.cn

The title compound, [Fe2(C7H6S3)(CO)6], was prepared as a biomimic for the active site of [FeFe]-hydrogenases. The central Fe2S2 core is in a butterfly conformation and each FeI atom has a pseudo-square-pyramidal coordination by three O atoms and two S atoms. The Fe-Fe distance is 2.471 (2) Å and the dihedral angle between the two Fe-S-Fe planes is 78.96 (7)°. The least-squares plane through the -S(C7H6S)S- bridge nearly bisects the molecular structure: except for the two Fe(CO)3 units, all atoms are in this plane with an average deviation from the plane of 0.028 (3) Å. In the crystal, the molecules are linked into chains along [001] by C-H...[pi](arene) interactions.

Related literature

For general background to [FeFe]-hydrogenases, see: Capon et al. (2009[Capon, J.-F., Gloaguen, F., Pétillon, F. Y., Schollhammer, P. & Talarmin, J. (2009). Coord. Chem. Rev. 253, 1476-1494.]); Tard & Pickett (2009[Tard, C. & Pickett, C. J. (2009). Chem. Rev. 109, 2245-2274.]). For the crystal structure of the natural enzyme, see: Peters et al. (1998[Peters, J. W., Lanzilotta, W. N., Lemon, B. J. & Seefeldt, L. C. (1998). Science 282, 1853-1858.]); Nicolet et al. (1999[Nicolet, Y., Piras, C., Legrand, P., Hatchikian, C. E. & Fontecilla-Camps, J. C. (1999). Structure, 7, 13-23.]). For related structures and the synthesis, see: Maiolo et al. (1981[Maiolo, F., Testaferri, L., Tiecco, M. & Tingoli, M. (1981). J. Org. Chem. 46, 3070-3073.]); Wang et al. (2005[Wang, F., Wang, M., Liu, X., Jin, K., Dong, W., Li, G., Åkermark, B. & Sun, L. (2005). Chem. Commun. pp. 3221-3223.]); Dong et al. (2006[Dong, W., Wang, M., Liu, X., Jin, K., Li, G., Wang, F. & Sun, L. (2006). Chem. Commun. pp. 305-307.]).

[Scheme 1]

Experimental

Crystal data
  • [Fe2(C7H6S3)(CO)6]

  • Mr = 466.06

  • Monoclinic, P 21 /c

  • a = 16.531 (17) Å

  • b = 7.975 (8) Å

  • c = 13.047 (13) Å

  • [beta] = 92.055 (13)°

  • V = 1719 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 2.08 mm-1

  • T = 295 K

  • 0.39 × 0.24 × 0.08 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2001[Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.555, Tmax = 0.847

  • 8260 measured reflections

  • 3024 independent reflections

  • 2098 reflections with I > 2[sigma](I)

  • Rint = 0.055

Refinement
  • R[F2 > 2[sigma](F2)] = 0.036

  • wR(F2) = 0.084

  • S = 0.97

  • 3024 reflections

  • 217 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.44 e Å-3

  • [Delta][rho]min = -0.31 e Å-3

Table 1
Selected bond lengths (Å)

Fe1-C1 1.789 (5)
Fe1-C2 1.786 (4)
Fe1-C3 1.788 (5)
Fe1-S1 2.2695 (19)
Fe1-S2 2.253 (2)
Fe2-C4 1.789 (5)
Fe2-C5 1.781 (4)
Fe2-C6 1.784 (5)
Fe2-S1 2.2763 (19)
Fe2-S2 2.263 (2)

Table 2
C-H...[pi](arene) interaction geometry (Å, °)

Cg1 is the centroid of the C7-C12 ring.

D-H...A D-H H...A D...A D-H...A
C13-H13A...Cg1i 0.96 2.69 3.590 (5) 157
Symmetry code: (i) [-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}].

Data collection: APEX2 (Bruker, 2007[Bruker (2007). SAINT-Plus and APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 2007[Bruker (2007). SAINT-Plus and APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: VN2067 ).


Acknowledgements

We are grateful to the Chinese National Natural Science Foundation (grant No. 21101057), the Doctoral Fund of Henan University of Technology (No. 2009BS053) and the Science Foundation of the Education Department of Henan Province (No. 2011B150006) for support.

References

Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). SAINT-Plus and APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Capon, J.-F., Gloaguen, F., Pétillon, F. Y., Schollhammer, P. & Talarmin, J. (2009). Coord. Chem. Rev. 253, 1476-1494.  [ISI] [CrossRef] [ChemPort]
Dong, W., Wang, M., Liu, X., Jin, K., Li, G., Wang, F. & Sun, L. (2006). Chem. Commun. pp. 305-307.  [CSD] [CrossRef]
Maiolo, F., Testaferri, L., Tiecco, M. & Tingoli, M. (1981). J. Org. Chem. 46, 3070-3073.  [CrossRef] [ChemPort]
Nicolet, Y., Piras, C., Legrand, P., Hatchikian, C. E. & Fontecilla-Camps, J. C. (1999). Structure, 7, 13-23.  [ISI] [CrossRef] [PubMed] [ChemPort]
Peters, J. W., Lanzilotta, W. N., Lemon, B. J. & Seefeldt, L. C. (1998). Science 282, 1853-1858.  [ISI] [CrossRef] [ChemPort] [PubMed]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Tard, C. & Pickett, C. J. (2009). Chem. Rev. 109, 2245-2274.  [ISI] [CrossRef] [PubMed] [ChemPort]
Wang, F., Wang, M., Liu, X., Jin, K., Dong, W., Li, G., Åkermark, B. & Sun, L. (2005). Chem. Commun. pp. 3221-3223.  [CSD] [CrossRef]


Acta Cryst (2013). E69, m269-m270   [ doi:10.1107/S1600536813009860 ]

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