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Volume 68 
Part 1 
Page o53  
January 2012  

Received 29 September 2011
Accepted 2 December 2011
Online 10 December 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
R = 0.035
wR = 0.101
Data-to-parameter ratio = 11.5
Details
Open access

2-(4H-1,2,4-Triazol-4-yl)pyrimidine

aTianjin Key Laboratory of Structure and Performances for Functional Molecules, Tianjin Normal University, Tianjin 300387, People's Republic of China
Correspondence e-mail: wangying790601@163.com

The title compound, C6H5N5, is almost planar, the triazole and pyrimidine rings forming a dihedral angle of 2.9 (13)°.

Related literature

For the synthesis of the title compound, see: Wiley & Hart (1953[Wiley, R. H. & Hart, A. J. (1953). J. Org. Chem. 18, 1368-1371.]). For properties of related compounds, see: Haasnoot (2000[Haasnoot, J. G. (2000). Coord. Chem. Rev. 200-2002, 131-185.]).

[Scheme 1]

Experimental

Crystal data
  • C6H5N5

  • Mr = 147.15

  • Triclinic, [P \overline 1]

  • a = 5.6929 (10) Å

  • b = 7.7355 (14) Å

  • c = 8.6102 (15) Å

  • [alpha] = 67.233 (2)°

  • [beta] = 80.755 (2)°

  • [gamma] = 69.837 (2)°

  • V = 328.04 (10) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.10 mm-1

  • T = 293 K

  • 0.46 × 0.34 × 0.12 mm

Data collection
  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.954, Tmax = 0.988

  • 1803 measured reflections

  • 1154 independent reflections

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

  • Rint = 0.010

Refinement
  • R[F2 > 2[sigma](F2)] = 0.035

  • wR(F2) = 0.101

  • S = 1.03

  • 1154 reflections

  • 100 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.11 e Å-3

  • [Delta][rho]min = -0.17 e Å-3

Data collection: SMART (Bruker, 2008[Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2 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: ORTEP-3 (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: AA2030 ).


Acknowledgements

This work was supported financially by Tianjin Normal University (grant No. 5RL090), the Natural Science Foundation of Tianjin (grant No. 11JCYBJC03600) and the Young Scientist Fund (grant No. 52 G10005).

References

Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Haasnoot, J. G. (2000). Coord. Chem. Rev. 200-2002, 131-185.  [ISI] [CrossRef]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wiley, R. H. & Hart, A. J. (1953). J. Org. Chem. 18, 1368-1371.  [CrossRef] [ChemPort]


Acta Cryst (2012). E68, o53  [ doi:10.1107/S1600536811051968 ]

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