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Volume 69 
Part 4 
Page o560  
April 2013  

Received 12 March 2013
Accepted 17 March 2013
Online 23 March 2013

Key indicators
Single-crystal X-ray study
T = 297 K
Mean [sigma](C-C) = 0.002 Å
R = 0.043
wR = 0.126
Data-to-parameter ratio = 12.8
Details
Open access

N,N'-Bis(pyridin-3-yl)oxamide

aCenter for General Education, Hsin Sheng Junior College of Medical Care and Management, Longtan, Taiwan, and bDepartment of Chemistry, Chung-Yuan Christian University, Chung-Li, Taiwan
Correspondence e-mail: jdchen@cycu.edu.tw

The title molecule, C12H10N4O2, located about an inversion centre, is roughly planar, with an r.m.s. deviation from the least-squares plane of all non-H atoms of 0.019 Å. In the crystal, N-H...N hydrogen bonds between the amide N-H group and the pyridine N atom connect the molecules into a corrugated layer parallel to (10-1).

Related literature

For N,N'-di(3-pyridyl)oxamide and its metal complexes, see: Hu et al. (2012[Hu, H.-L., Hsu, Y.-F., Wu, C.-J., Yeh, C.-W., Chen, J.-D. & Wang, J.-C. (2012). Polyhedron, 33, 280-288.]).

[Scheme 1]

Experimental

Crystal data
  • C12H10N4O2

  • Mr = 242.24

  • Monoclinic, P 21 /n

  • a = 3.8992 (7) Å

  • b = 12.662 (2) Å

  • c = 10.9678 (17) Å

  • [beta] = 97.983 (4)°

  • V = 536.26 (16) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.11 mm-1

  • T = 297 K

  • 0.58 × 0.20 × 0.06 mm

Data collection
  • Bruker SMART 1000 diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 1997[Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 1.000, Tmax = 1.000

  • 2997 measured reflections

  • 1050 independent reflections

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

  • Rint = 0.034

Refinement
  • R[F2 > 2[sigma](F2)] = 0.043

  • wR(F2) = 0.126

  • S = 1.06

  • 1050 reflections

  • 82 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.19 e Å-3

  • [Delta][rho]min = -0.26 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1A...N2i 0.86 2.26 3.061 (2) 156
Symmetry code: (i) [x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z-{\script{1\over 2}}].

Data collection: SMART (Bruker, 1997[Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 1997[Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT and SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); 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; software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GK2563 ).


Acknowledgements

We are grateful to the National Science Council of the Republic of China for support.

References

Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Hu, H.-L., Hsu, Y.-F., Wu, C.-J., Yeh, C.-W., Chen, J.-D. & Wang, J.-C. (2012). Polyhedron, 33, 280-288.  [ISI] [CSD] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2013). E69, o560  [ doi:10.1107/S1600536813007277 ]

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