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Volume 69 
Part 8 
Page o1239  
August 2013  

Received 14 June 2013
Accepted 28 June 2013
Online 10 July 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.004 Å
R = 0.037
wR = 0.107
Data-to-parameter ratio = 20.6
Details
Open access

Ethyl 3-(4-chlorophenyl)-2-phenyl-3-(4-phenyl-1,2,3-selenadiazol-5-yl)propanoate

aCentre of Advanced Study in Crystallography and Biophysics, University of Madras, Guindy Campus, Chennai 600 025, India,bDepartment of Chemistry, Sri Sarada College for Women (Autonomous), Fairlands, Salem 636 016, India, and cDepartment of Industrial Chemistry, Alagappa University, Karaikudi 630 003, India
Correspondence e-mail: mnpsy2004@yahoo.com

In the title compound, C25H21ClN2O2Se, the selenadiazole ring is almost planar [maximum deviation = 0.004 (2) Å], and the adjacent benzene ring is twisted by 50.6 (1)° with respect to this ring.

Related literature

For general background to selenadiazol derivatives, see: Khanna (2005[Khanna, P. K. (2005). Phosphorus Sulfur Silicon Relat. Elem. 180, 951-955.]). For related structures, see: Marx et al. (2008[Marx, A., Saravanan, S., Muthusubramanian, S., Manivannan, V. & Rath, N. P. (2008). Acta Cryst. E64, o349.]); Muthukumaran et al. (2011[Muthukumaran, J., Nachiappan, M., Chitra, S., Manisankar, P., Bhattacharya, S., Muthusubramanian, S., Krishna, R. & Jeyakanthan, J. (2011). Acta Cryst. E67, o2010-o2011.]).

[Scheme 1]

Experimental

Crystal data
  • C25H21ClN2O2Se

  • Mr = 495.85

  • Monoclinic, P 21 /c

  • a = 12.1337 (3) Å

  • b = 12.2267 (3) Å

  • c = 16.4423 (4) Å

  • [beta] = 107.744 (1)°

  • V = 2323.26 (10) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.76 mm-1

  • T = 293 K

  • 0.25 × 0.20 × 0.18 mm

Data collection
  • Bruker SMART APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.663, Tmax = 0.729

  • 22323 measured reflections

  • 5764 independent reflections

  • 3745 reflections with I > 2[sigma](I)

  • Rint = 0.035

Refinement
  • R[F2 > 2[sigma](F2)] = 0.037

  • wR(F2) = 0.107

  • S = 1.02

  • 5764 reflections

  • 280 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.42 e Å-3

  • [Delta][rho]min = -0.27 e Å-3

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); 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: NG5333 ).


Acknowledgements

PS thanks the UGC, New Delhi, for financial support in the form of a Research Fellowship in Science for Meritorious Students. The authors thank the TBI Consultancy, University of Madras, India, for the data collection.

References

Bruker (2008). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Khanna, P. K. (2005). Phosphorus Sulfur Silicon Relat. Elem. 180, 951-955.  [CrossRef] [ChemPort]
Marx, A., Saravanan, S., Muthusubramanian, S., Manivannan, V. & Rath, N. P. (2008). Acta Cryst. E64, o349.  [CSD] [CrossRef] [IUCr Journals]
Muthukumaran, J., Nachiappan, M., Chitra, S., Manisankar, P., Bhattacharya, S., Muthusubramanian, S., Krishna, R. & Jeyakanthan, J. (2011). Acta Cryst. E67, o2010-o2011.  [CrossRef] [ChemPort] [IUCr Journals]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2013). E69, o1239  [ doi:10.1107/S1600536813017790 ]

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