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Volume 68 
Part 1 
Page o28  
January 2012  

Received 17 November 2011
Accepted 29 November 2011
Online 7 December 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
R = 0.041
wR = 0.133
Data-to-parameter ratio = 17.4
Details
Open access

(E)-2-[(2-Formylphenoxy)methyl]-3-(4-methylphenyl)prop-2-enenitrile

aDepartment of Physics, Bharathidasan Engineering College, Nattrampalli, Vellore 635 854, India,bDepartment of Physics, Thanthai Periyar Government Institute of Technology, Vellore 632 002, India, and cDepartment of Organic Chemistry, University of Madras, Chennai 600 025, India
Correspondence e-mail: smurugavel27@gmail.com

In the title compound, C18H15NO2, the dihedral angle between the two benzene rings is 74.8 (1)°. The carbonitrile chain is almost linear, the C-C-N angle being 176.2 (2)°. In the crystal, [pi]-[pi] interactions [centroid-centroid distance = 3.842 (1) Å] are observed.

Related literature

For background to the synthetic procedure, see: Bakthadoss & Murugan (2010[Bakthadoss, M. & Murugan, G. (2010). Eur. J. Org. Chem. pp. 5825-5830.]). For related structures, see: Swaminathan et al. (2011[Swaminathan, K., Sethusankar, K., Murugan, G. & Bakthadoss, M. (2011). Acta Cryst. E67, o2000.]); Prasanna et al. (2011[Prasanna, C. M. S., Sethusankar, K., Rajesh, R. & Raghunathan, R. (2011). Acta Cryst. E67, o2176.]).

[Scheme 1]

Experimental

Crystal data
  • C18H15NO2

  • Mr = 277.31

  • Monoclinic, P 21 /c

  • a = 7.0792 (4) Å

  • b = 13.7006 (7) Å

  • c = 15.3587 (9) Å

  • [beta] = 96.782 (2)°

  • V = 1479.21 (14) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 293 K

  • 0.23 × 0.21 × 0.15 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.982, Tmax = 0.988

  • 15027 measured reflections

  • 3321 independent reflections

  • 1950 reflections with I > 2[sigma](I)

  • Rint = 0.022

Refinement
  • R[F2 > 2[sigma](F2)] = 0.041

  • wR(F2) = 0.133

  • S = 1.01

  • 3321 reflections

  • 191 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.14 e Å-3

  • [Delta][rho]min = -0.14 e Å-3

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2, SAINT and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: APEX2 and SAINT (Bruker, 2004[Bruker (2004). APEX2, SAINT and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT and XPREP (Bruker, 2004[Bruker (2004). APEX2, SAINT and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); 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: ORTEP-3 (Farrugia (1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IM2342 ).


Acknowledgements

The authors thank Dr Babu Vargheese, SAIF, IIT, Madras, India, for his help with the data collection.

References

Bakthadoss, M. & Murugan, G. (2010). Eur. J. Org. Chem. pp. 5825-5830.  [CSD] [CrossRef]
Bruker (2004). APEX2, SAINT and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Prasanna, C. M. S., Sethusankar, K., Rajesh, R. & Raghunathan, R. (2011). Acta Cryst. E67, o2176.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]
Swaminathan, K., Sethusankar, K., Murugan, G. & Bakthadoss, M. (2011). Acta Cryst. E67, o2000.  [CrossRef] [details]


Acta Cryst (2012). E68, o28  [ doi:10.1107/S1600536811051415 ]

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