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Volume 68 
Part 11 
Page o3203  
November 2012  

Received 7 October 2012
Accepted 13 October 2012
Online 24 October 2012

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.003 Å
R = 0.064
wR = 0.143
Data-to-parameter ratio = 15.9
Details
Open access

2-Cyano-N'-[1-(pyridin-2-yl)ethylidene]acetohydrazide

aSchool of Pharmacy, Xinxiang Medical University, Xinxiang Henan 453003, People's Republic of China,bThe Hematology Department of the First Affiliated Hospital of Xinxiang Medical University, Weihui Henan 453100, People's Republic of China, and cSchool of Basic Medical Sciences, Xinxiang Medical University, Xinxiang Henan 453003, People's Republic of China
Correspondence e-mail: qianzhibin2012@163.com

In the title compound, C10H10N4O, the dihedral angle between the pyridine ring and the -C=O(CH2)CN group is 24.08 (12)°. In the crystal, inversion dimers linked by pairs of N-H...N hydrogen bonds generate R22(8) loops.

Related literature

For the biological activity of hydrazone compounds, see: Rauf et al. (2008[Rauf, A., Banday, M. R. & Mattoo, R. H. (2008). Acta Chim. Slov. 55, 448-452.]); Zhang et al. (2012[Zhang, M., Xian, D.-M., Li, H.-H., Zhang, J.-C. & You, Z.-L. (2012). Aust. J. Chem. 65, 343-350.]). For related structures, see: Taha et al. (2012[Taha, M., Naz, H., Rahman, A. A., Ismail, N. H. & Yousuf, S. (2012). Acta Cryst. E68, o2846.]); Kargar et al. (2012[Kargar, H., Kia, R. & Tahir, M. N. (2012). Acta Cryst. E68, o2118-o2119.]); Rassem et al. (2012[Rassem, H. H., Salhin, A., Bin Salleh, B., Rosli, M. M. & Fun, H.-K. (2012). Acta Cryst. E68, o2279.]).

[Scheme 1]

Experimental

Crystal data
  • C10H10N4O

  • Mr = 202.22

  • Monoclinic, P 21 /c

  • a = 8.192 (2) Å

  • b = 14.520 (2) Å

  • c = 8.7340 (17) Å

  • [beta] = 98.466 (2)°

  • V = 1027.6 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 298 K

  • 0.17 × 0.13 × 0.12 mm

Data collection
  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996)[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.] Tmin = 0.985, Tmax = 0.989

  • 6189 measured reflections

  • 2222 independent reflections

  • 1128 reflections with I > 2[sigma](I)

  • Rint = 0.040

Refinement
  • R[F2 > 2[sigma](F2)] = 0.064

  • wR(F2) = 0.143

  • S = 1.03

  • 2222 reflections

  • 140 parameters

  • 1 restraint

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.14 e Å-3

  • [Delta][rho]min = -0.18 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N3-H3A...O1i 0.90 (1) 2.05 (1) 2.929 (2) 167 (2)
Symmetry code: (i) -x+2, -y, -z.

Data collection: SMART (Bruker, 1998[Bruker (1998). SMART and SAINT . Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 1998[Bruker (1998). SMART and SAINT . 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6969 ).


Acknowledgements

The intensity data were collected by Xiao-Lin Han under the guidance of Mr Yanglu Zhu at Dalian Institute of Technology.

References

Bruker (1998). SMART and SAINT . Bruker AXS Inc., Madison, Wisconsin, USA.
Kargar, H., Kia, R. & Tahir, M. N. (2012). Acta Cryst. E68, o2118-o2119.  [CSD] [CrossRef] [details]
Rassem, H. H., Salhin, A., Bin Salleh, B., Rosli, M. M. & Fun, H.-K. (2012). Acta Cryst. E68, o2279.  [CSD] [CrossRef] [details]
Rauf, A., Banday, M. R. & Mattoo, R. H. (2008). Acta Chim. Slov. 55, 448-452.  [ChemPort]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Taha, M., Naz, H., Rahman, A. A., Ismail, N. H. & Yousuf, S. (2012). Acta Cryst. E68, o2846.  [CrossRef] [details]
Zhang, M., Xian, D.-M., Li, H.-H., Zhang, J.-C. & You, Z.-L. (2012). Aust. J. Chem. 65, 343-350.  [ChemPort]


Acta Cryst (2012). E68, o3203  [ doi:10.1107/S1600536812042869 ]

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