1,2-Bis(p-tolyl­sulfon­yl)hydrazine

Zhang, W.-F.; Li, R.-B.; Tai, X.-S.; Tang, S.-H.; Tang, J.-B.

doi:10.1107/S1600536808034314

Volume 64
Part 11
Page o2182
November 2008

Received 20 October 2008
Accepted 21 October 2008
Online 25 October 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.008 Å
R = 0.065
wR = 0.080
Data-to-parameter ratio = 14.1
Details

1,2-Bis(p-tolylsulfonyl)hydrazine

Wei-Fen Zhang,^a ^* Ruo-Bao Li,^a Xi-Shi Tai,^b Shu-Hong Tang ^c and Jin-Bao Tang ^a

^aDepartment of Basic Medicine, Weifang Medical University, Weifang 261053, People's Republic of China,^bDepartment of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, People's Republic of China, and ^cCollege of Information and Control Engineering, Weifang University, Weifang 261061, People's Republic of China
Correspondence e-mail: taixishi@lzu.edu.cn

In the title compound, C₁₄H₁₆N₂O₄S₂, the dihedral angle between the aromatic ring planes is 76.8 (3)° and the S-N-N-S torsion angle is 122.5 (3)°. In the crystal structure, molecules form a chain structure by way of N-HO hydrogen bonds.

Related literature

For background on aroylhydrazines, see: Bu et al. (2001); Ranford et al. (1998), Agarwal & Sharma (1993).

Experimental

Crystal data

C₁₄H₁₆N₂O₄S₂
M_r = 340.41
Monoclinic, P 2₁ /c
a = 15.7318 (16) Å
b = 10.7016 (12) Å
c = 9.4943 (9) Å
= 90.102 (2)°
V = 1598.4 (3) Å³
Z = 4
Mo K radiation
= 0.35 mm^-1
T = 298 (2) K
0.33 × 0.11 × 0.04 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2000) T_min = 0.893, T_max = 0.986
7984 measured reflections
2808 independent reflections
1132 reflections with I > 2(I)
R_int = 0.108

Refinement

R[F² > 2(F²)] = 0.065
wR(F²) = 0.080
S = 0.97
2808 reflections
199 parameters
H-atom parameters constrained
_max = 0.23 e Å^-3
_min = -0.27 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1O3ⁱ	0.90	2.10	2.935 (5)	155
N2-H2AO1ⁱ	0.90	2.01	2.857 (5)	157
Symmetry code: (i) $[x, -y+{\script{3\over 2}}, z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB2824 ).

Acknowledgements

The authors thank the National Natural Science Foundation of China (20671073), Shandong Province Scientific and Technological Brainstorm Project (2008 GG10002022), the National Natural Science Foundation of Shandong (Y2007B60) and the Science and Technology Foundation of Weifang for research grants.

References

Agarwal, R. K. & Sharma, S. (1993). Pol. J. Chem. 67, 581-586.
Bruker (2000). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bu, X. H., Gao, Y. X., Chen, W. & Zhang, R. H. (2001). J. Rare Earth, 19, 70-75.
Ranford, J. D., Vittal, J. J. & Wang, Y. M. (1998). Inorg. Chem. 37, 1226-1231.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds