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Volume 69 
Part 7 
Page o1095  
July 2013  

Received 20 May 2013
Accepted 8 June 2013
Online 15 June 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.004 Å
R = 0.057
wR = 0.176
Data-to-parameter ratio = 13.0
Details
Open access

2-(1-Methyl-2-oxoindolin-3-ylidene)malononitrile

aState Key Laboratory of Materials-Oriented Chemical Engineering, School of Pharmaceutical Sciences, Nanjing University of Technology, Xinmofan Road No. 5 Nanjing, Nanjing 210009, People's Republic of China
Correspondence e-mail: dcwang@njut.edu.cn

The title molecule, C12H7N3O, is almost planar, with an r.m.s. deviation of 0.026 Å. No directional interactions could be detected in the crystal.

Related literature

For background literature, see: Demchuk et al. (2011[Demchuk, D. V., Elinson, M. N. & Nikishin, G. I. (2011). Mendeleev Commun. 51, 224-225.]). For the crystal structure of a related compound, see: Spencer et al. (2010)[Spencer, J., Chowdhry, B. Z., Hamid, S., Mendham, A. P., Male, L., Coles, S. J. & Hursthouse, M. B. (2010). Acta Cryst. C66, o71-o78.].

[Scheme 1]

Experimental

Crystal data
  • C12H7N3O

  • Mr = 209.21

  • Monoclinic, P 21 /n

  • a = 6.9720 (14) Å

  • b = 9.929 (2) Å

  • c = 15.084 (3) Å

  • [beta] = 100.25 (3)°

  • V = 1027.5 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 293 K

  • 0.30 × 0.20 × 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 = 0.973, Tmax = 0.991

  • 2056 measured reflections

  • 1896 independent reflections

  • 1278 reflections with I > 2[sigma](I)

  • Rint = 0.081

  • 3 standard reflections every 200 reflections intensity decay: 1%

Refinement
  • R[F2 > 2[sigma](F2)] = 0.057

  • wR(F2) = 0.176

  • S = 1.00

  • 1896 reflections

  • 146 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.18 e Å-3

  • [Delta][rho]min = -0.19 e Å-3

Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994[Enraf-Nonius (1994). CAD-4 EXPRESS. Enraf-Nonius, Delft, The Netherlands.]); cell refinement: CAD-4 EXPRESS; 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: 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: PV2634 ).


References

Demchuk, D. V., Elinson, M. N. & Nikishin, G. I. (2011). Mendeleev Commun. 51, 224-225.  [Web of Science] [CrossRef]
Enraf-Nonius (1994). CAD-4 EXPRESS. Enraf-Nonius, Delft, The Netherlands.
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] [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]
Spencer, J., Chowdhry, B. Z., Hamid, S., Mendham, A. P., Male, L., Coles, S. J. & Hursthouse, M. B. (2010). Acta Cryst. C66, o71-o78.  [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2013). E69, o1095  [ doi:10.1107/S1600536813016012 ]

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