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Volume 64 
Part 8 
Page o1557  
August 2008  

Received 25 April 2008
Accepted 15 July 2008
Online 19 July 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.004 Å
R = 0.030
wR = 0.055
Data-to-parameter ratio = 13.3
Details
Open access

2-[(6-Bromo-2-pyridyl)amino]pyridine N-oxide

aZhejiang Hisun Pharmaceutical Co. Ltd, JiangXi Province Key Laboratory of Coordination Chemistry, 343009 Ji'an, JiangXi, People's Republic of China, and bCollege of Chemistry and Chemical Engineering, JiangXi Province Key Laboratory of Coordination Chemistry, JingGangShan University, 343009 Ji'an, JiangXi, People's Republic of China
Correspondence e-mail: xiruizeng@hotmail.com

In the crystal structure of the title compound, C10H8BrN3O, the dihedral angle between the two pyridine rings is 2.48 (2)°. A weak intramolecular N-H...O hydrogen bond is present.

Related literature

For similar structures, see: Wu (2007[Wu, J. (2007). Acta Cryst. E63, o4413.]); Liu & Wen (2007[Liu, Y.-Q. & Wen, H.-R. (2007). Acta Cryst. E63, o4690.]).

[Scheme 1]

Experimental

Crystal data
  • C10H8BrN3O

  • Mr = 266.09

  • Monoclinic, P 21 /n

  • a = 13.402 (3) Å

  • b = 5.3016 (10) Å

  • c = 14.562 (3) Å

  • [beta] = 103.498 (3)°

  • V = 1006.1 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 4.06 mm-1

  • T = 298 (2) K

  • 0.52 × 0.13 × 0.11 mm

Data collection
  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 1997[Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.545, Tmax = 0.650

  • 5867 measured reflections

  • 1850 independent reflections

  • 1263 reflections with I > 2[sigma](I)

  • Rint = 0.049

Refinement
  • R[F2 > 2[sigma](F2)] = 0.029

  • wR(F2) = 0.054

  • S = 0.98

  • 1850 reflections

  • 139 parameters

  • 1 restraint

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

  • [Delta][rho]max = 0.40 e Å-3

  • [Delta][rho]min = -0.28 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H2A...O1 0.899 (10) 2.12 (2) 2.542 (3) 107.8 (19)

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; 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: NC2103 ).


Acknowledgements

The authors are grateful for support from the Key Laboratory of Coordination Chemistry, JingGangShan University, China

References

Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Liu, Y.-Q. & Wen, H.-R. (2007). Acta Cryst. E63, o4690.  [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wu, J. (2007). Acta Cryst. E63, o4413.  [CrossRef] [details]


Acta Cryst (2008). E64, o1557  [ doi:10.1107/S1600536808022058 ]

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