Quinoxaline: Z′ = 1 form

Ranganathan, S.; Mahapatra, S.; Thakur, T.S.; Desiraju, G.R.

doi:10.1107/S1600536810039905

Volume 66
Part 11
Page o2789
November 2010

Received 28 September 2010
Accepted 6 October 2010
Online 9 October 2010

Key indicators
Single-crystal X-ray study
T = 270 K
Mean (C-C) = 0.004 Å
R = 0.038
wR = 0.106
Data-to-parameter ratio = 10.5
Details

Quinoxaline: Z' = 1 form

Sathishkumar Ranganathan,^a Sudarshan Mahapatra,^a Tejender S. Thakur ^a and Gautam R. Desiraju ^a ^*

^aSolid State and Structural Chemistry Unit, Indian Institute of Science, Bangalore 560 012, Karnataka, India
Correspondence e-mail: desiraju@sscu.iisc.ernet.in

A new Z' = 1 crystal structure of quinoxaline (or 1,4-diazanaphthalene), C₈H₆N₂, with one-fifth the volume of the earlier known Z' = 5 structure was obtained by means of an in situ cryocrystallization technique.

Related literature

For the structure of quinoxaline Z' = 5, see: Anthony et al. (1998). For the crystal structure of the hydrated organic compound, see: Namba et al. (1981).

Experimental

Crystal data

C₈H₆N₂
M_r = 130.15
Orthorhombic, P 2₁ 2₁ 2₁
a = 4.0212 (13) Å
b = 7.187 (2) Å
c = 23.095 (7) Å
V = 667.5 (3) Å³
Z = 4
Mo K radiation
= 0.08 mm^-1
T = 270 K
0.40 × 0.30 × 0.30 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.968, T_max = 0.976
7556 measured reflections
956 independent reflections
494 reflections with I > 2(I)
R_int = 0.045

Refinement

R[F² > 2(F²)] = 0.038
wR(F²) = 0.106
S = 0.90
956 reflections
91 parameters
H-atom parameters constrained
_max = 0.13 e Å^-3
_min = -0.15 e Å^-3

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: PLATON (Spek, 2009).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DS2061 ).

Acknowledgements

TST thanks the Indian Institute of Science for a post-doctoral fellowship and GRD thanks the DST for the award of a J. C. Bose fellowship. We also thank Professor T. N. Guru Row for useful discussions.

References

Anthony, A., Desiraju, G. R., Jetti, R. K. R., Kuduva, S. S., Madhavi, N. N. L., Nangia, A., Thaimattam, R. & Thalladi, V. R. (1998). Cryst. Eng. 1, 1-18.
Bruker (1998). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Namba, Y., Hirano, K. & Oda, T. (1981). Mem. Osaka Kyoiku Univ. Ser. III Nat. Sci. Appl. Sci. 30, 25-29.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.

organic compounds