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Volume 69 
Part 5 
Page o653  
May 2013  

Received 4 March 2013
Accepted 25 March 2013
Online 5 April 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
R = 0.033
wR = 0.079
Data-to-parameter ratio = 9.4
Details
Open access

(R)-2-Cyano-N-(1-phenylethyl)acetamide

aDepartment of Studies in Physics, Manasagangotri, University of Mysore, Mysore 570 006, India,bDepartment of Chemistry, Yuvarajas College, University of Mysore, Mysore 570005, India, and cX-ray Crystallography Laboratory, Post-Graduate Department of Physics & Electronics, University of Jammu, Jammu Tawi 180 006, India
Correspondence e-mail: mas@physics.uni-mysore.ac.in

In the title compound, C11H12N2O, the dihedral angle between the acetamide group and the benzene ring is 68.7 (1)°. In the crystal, N-H...O and weak C-H...O hydrogen bonds link the molecules into chains along the a-axis direction.

Related literature

For related structures, see: Resende et al. (2003[Resende, J. A. L. C., Santos Jr, S., Ellena, J. & Guilardi, S. (2003). Acta Cryst. E59, o723-o725.]); Gálvez et al. (2010)[Gálvez, J. A., Quiroga, J., Cobo, J. & Glidewell, C. (2010). Acta Cryst. C66, o521-o523.].

[Scheme 1]

Experimental

Crystal data
  • C11H12N2O

  • Mr = 188.23

  • Orthorhombic, P 21 21 21

  • a = 4.7573 (1) Å

  • b = 11.1432 (3) Å

  • c = 19.3311 (5) Å

  • V = 1024.77 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 293 K

  • 0.3 × 0.2 × 0.2 mm

Data collection
  • Oxford diffraction Xcalibur Sapphire3 diffractometer

  • Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010[Oxford Diffraction (2010). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.]) Tmin = 0.965, Tmax = 1.000

  • 21018 measured reflections

  • 1201 independent reflections

  • 1097 reflections with I > 2[sigma](I)

  • Rint = 0.039

Refinement
  • R[F2 > 2[sigma](F2)] = 0.033

  • wR(F2) = 0.079

  • S = 1.04

  • 1201 reflections

  • 128 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.10 e Å-3

  • [Delta][rho]min = -0.13 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H2...O1i 0.86 2.04 2.878 (2) 165
C2-H2A...O1i 0.97 2.42 3.215 (2) 138
Symmetry code: (i) x-1, y, z.

Data collection: CrysAlis PRO (Oxford Diffraction, 2010[Oxford Diffraction (2010). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Oxford Diffraction, 2010[Oxford Diffraction (2010). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.]); 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 Widows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); software used to prepare material for publication: 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: GK2561 ).


Acknowledgements

MK acknowledges the help of Bahubali College of Engineering, Shravanabelagola for his research work. RK acknowledges the Department of Science & Technology for the single-crystal X-ray diffractometer sanctioned as a National Facility under Project No. SR/S2/CMP-47/2003.

References

Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Gálvez, J. A., Quiroga, J., Cobo, J. & Glidewell, C. (2010). Acta Cryst. C66, o521-o523.  [CSD] [CrossRef] [details]
Oxford Diffraction (2010). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.
Resende, J. A. L. C., Santos Jr, S., Ellena, J. & Guilardi, S. (2003). Acta Cryst. E59, o723-o725.  [CSD] [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [ChemPort] [details]


Acta Cryst (2013). E69, o653  [ doi:10.1107/S1600536813008131 ]

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