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Volume 69 
Part 5 
Page o699  
May 2013  

Received 2 April 2013
Accepted 6 April 2013
Online 13 April 2013

Key indicators
Single-crystal X-ray study
T = 291 K
Mean [sigma](C-C) = 0.002 Å
R = 0.039
wR = 0.105
Data-to-parameter ratio = 17.1
Details
Open access

(E,E,E)-1,6-Bis(4-chlorophenyl)hexa-1,3,5-triene

aDepartmemt of Chemistry, Xinzhou Teachers University, Xinzhou, Shanxi 030006, People's Republic of China
Correspondence e-mail: liubin@sxu.edu.cn

The title molecule, C18H14Cl2, lies about an inversion centre. The hexatriene chain is planar with a maximum deviation of 0.0001 (17) Å. The torsion angle of the single bond between the chain and the benzene ring is -168.49 (17)°. In the crystal, the shortest intermolecular distance between the Cl atoms is 4.0785 (11) Å.

Related literature

For the preparation, see: Spangler et al. (1989[Spangler, C. W., McCoy, R. K., Dembek, A. A., Sapochak, L. S. & Gates, B. D. (1989). J. Chem. Soc. Perkin Trans 1, pp. 151-154.]). For luminescence and fluorescent properties of trans-diphenyl polyenes, see: Alford & Palmer (1986[Alford, P. C. & Palmer, T. F. (1986). Chem. Phys. Lett. 127, 19-25.]); Sonoda et al.(2003[Sonoda, Y., Kawanishi, Y. & Goto, M. (2003). Acta Cryst. C59, o311-o313.]).

[Scheme 1]

Experimental

Crystal data
  • C18H14Cl2

  • Mr = 301.19

  • Monoclinic, P 21 /c

  • a = 15.6277 (7) Å

  • b = 4.0784 (2) Å

  • c = 12.1026 (5) Å

  • [beta] = 105.810 (4)°

  • V = 742.20 (5) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.42 mm-1

  • T = 291 K

  • 0.42 × 0.38 × 0.30 mm

Data collection
  • Agilent SuperNova (Dual, Cu at zero, Eos) diffractometer

  • Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012[Agilent (2012). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.]) Tmin = 0.667, Tmax = 1.000

  • 2513 measured reflections

  • 1560 independent reflections

  • 1214 reflections with I > 2[sigma](I)

  • Rint = 0.013

Refinement
  • R[F2 > 2[sigma](F2)] = 0.039

  • wR(F2) = 0.105

  • S = 1.06

  • 1560 reflections

  • 91 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.17 e Å-3

  • [Delta][rho]min = -0.21 e Å-3

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: SUPERFLIP (Palatinus & Chapuis, 2007[Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786-790.]); program(s) used to refine structure: OLEX2 (Dolomanov et al., 2009[Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.]) and SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: OLEX2; software used to prepare material for publication: OLEX2.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GO2085 ).


Acknowledgements

We acknowledge the Scientific and Technological Development Project funding of colleges and universities in Shanxi Province (20111023)

References

Agilent (2012). CrysAlis PRO. Agilent Technologies Ltd, Yarnton, England.
Alford, P. C. & Palmer, T. F. (1986). Chem. Phys. Lett. 127, 19-25.  [CrossRef] [ChemPort] [ISI]
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.  [ISI] [CrossRef] [ChemPort] [details]
Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst. 40, 786-790.  [ISI] [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Sonoda, Y., Kawanishi, Y. & Goto, M. (2003). Acta Cryst. C59, o311-o313.  [CSD] [CrossRef] [details]
Spangler, C. W., McCoy, R. K., Dembek, A. A., Sapochak, L. S. & Gates, B. D. (1989). J. Chem. Soc. Perkin Trans 1, pp. 151-154.  [CrossRef]


Acta Cryst (2013). E69, o699  [ doi:10.1107/S160053681300932X ]

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