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Volume 68 
Part 11 
Page o3245  
November 2012  

Received 21 October 2012
Accepted 24 October 2012
Online 31 October 2012

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.013 Å
R = 0.065
wR = 0.108
Data-to-parameter ratio = 16.6
Details
Open access

1,4-Dibromobutane-2,3-dione

aCollege of Science, Nanjing Forestry University, No. 159, Longpan Road, Nanjing 210037, People's Republic of China
Correspondence e-mail: zdxnjfu@gmail.com

The asymmetric unit of the title compound, C4H4Br2O2, contains one half-molecule, being located about a centre of inversion. In the crystal, there are no significant intermolecular interactions.

Related literature

For the uses of 1,4-dibromobutane-2,3-dione, see: Gogte et al. (1967[Gogte, V. N., Shan, L. G., Tilak, B. D., Gadekar, K. N. & Sahasrabudhe, M. B. (1967). Tetrahedron, 23, 2437-2441.]). For the synthesis of 1,4-dibromobutane-2,3-dione, see: Ruggli & Herzog (1946[Ruggli, P. & Herzog, M. (1946). Helv. Chim. Acta., 29, 95-101.]). For the cystal structure of the 1,4-dichloro analogue, see: Ducourant et al. (1986[Ducourant, B., Maury, C., Lere-Porte, J.-P., Petrissans, J. & Ribet, J.-L. (1986). Acta Cryst. C42, 341-343.]). For bond-length data, see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.]).

[Scheme 1]

Experimental

Crystal data
  • C4H4Br2O2

  • Mr = 243.89

  • Orthorhombic, P b c a

  • a = 6.945 (1) Å

  • b = 5.542 (1) Å

  • c = 17.238 (3) Å

  • V = 663.5 (2) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 12.13 mm-1

  • T = 298 K

  • 0.10 × 0.10 × 0.10 mm

Data collection
  • Enraf-Nonius CAD-4 diffractometer

  • Absorption correction: [psi] scan (North et al., 1968[North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.]) Tmin = 0.195, Tmax = 0.377

  • 614 measured reflections

  • 614 independent reflections

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

  • Rint = 0.077

  • 3 standard reflections every 120 min intensity decay: 1%

Refinement
  • R[F2 > 2[sigma](F2)] = 0.065

  • wR(F2) = 0.108

  • S = 0.93

  • 614 reflections

  • 37 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.65 e Å-3

  • [Delta][rho]min = -0.60 e Å-3

Data collection: CAD-4 Software (Enraf-Nonius, 1985[Enraf-Nonius (1985). CAD-4 Software. Enraf-Nonius, Delft, The Netherlands.]); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995[Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.]); 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: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2517 ).


References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Ducourant, B., Maury, C., Lere-Porte, J.-P., Petrissans, J. & Ribet, J.-L. (1986). Acta Cryst. C42, 341-343.  [CrossRef] [details]
Enraf-Nonius (1985). CAD-4 Software. Enraf-Nonius, Delft, The Netherlands.
Gogte, V. N., Shan, L. G., Tilak, B. D., Gadekar, K. N. & Sahasrabudhe, M. B. (1967). Tetrahedron, 23, 2437-2441.  [CrossRef] [ChemPort] [PubMed]
Harms, K. & Wocadlo, S. (1995). XCAD4. University of Marburg, Germany.
North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351-359.  [CrossRef] [details]
Ruggli, P. & Herzog, M. (1946). Helv. Chim. Acta., 29, 95-101.  [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2012). E68, o3245  [ doi:10.1107/S1600536812044200 ]

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