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Acta Crystallographica Section E

Structure Reports
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ISSN 1600-5368
Editors: W. Clegg and D. G. Watson

3,4-Dimethylbenzenesulfonamide
B. Thimme Gowda, Roopa Nayak, Sabine Foro, Jozef Kožíšek and Hartmut Fuess

Copyright © International Union of Crystallography

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Acta Cryst. (2007). E63, o2968 Gowda et al. ¯ C8 H11 NO2 S

organic compounds
Acta Crystallographica Section E Refinement
Structure Reports R[F 2 > 2
(F 2)] = 0.037 H atoms treated by a mixture of
Online wR(F 2) = 0.107 independent and constrained
S = 1.11 refinement
ISSN 1600-5368
1618 reflections
max = 0.46 e Å3
118 parameters
min = 0.44 e Å3
2 restraints
3,4-Dimethylbenzenesulfonamide
B. Thimme Gowda,a* Roopa Nayak,a Sabine Foro,b Jozef Table 1
Hydrogen-bond geometry (Å,  ).
Kožı́šekc and Hartmut Fuessb
D—H


A D—H H


A D


A D—H


A
a
Department of Chemistry, Mangalore University, Mangalagangotri 574 199,
Mangalore, India, bInstitute of Materials Science, Darmstadt University of N1—H11N


O2 i
0.85 (1) 2.12 (1) 2.952 (2) 167 (2)
N1—H12N


O1ii 0.85 (1) 2.16 (1) 2.999 (2) 176 (2)
Technology, Petersenstrasse 23, D-64287 Darmstadt, Germany, and cDepartment of
Physical Chemistry, Slovak University of Technology, Radlinského 9, SK-812 37 Symmetry codes: (i) x; y þ 12; z þ 12; (ii) x þ 1; y þ 12; z þ 12.
Bratislava, Slovak Republic
Correspondence e-mail: gowdabt@yahoo.com Data collection: CAD-4-PC (Nonius, 1996); cell refinement: CAD-
4-PC; data reduction: REDU4 (Stoe & Cie, 1987); program(s) used to
Received 9 May 2007; accepted 21 May 2007
solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to
Key indicators: single-crystal X-ray study; T = 299 K; mean
(C–C) = 0.003 Å; refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics:
R factor = 0.037; wR factor = 0.107; data-to-parameter ratio = 13.7. ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Bran-
denburg, 1998); software used to prepare material for publication:
SHELXL97, PLATON (Spek, 2003) and WinGX (Farrugia, 1999).
The structure of the title compound (34DMBSA),
C8H11NO2S, resembles those of other arylsulfonamides. The BTG thanks the Alexander von Humboldt Foundation,
molecules are packed into a layered supramolecular structure, Bonn, Germany, for extensions to his research fellowship. JK
in the ac plane, via N—H


O hydrogen bonds. thanks the Grant Agency of the Slovak Republic (grant No. 1/
2449/05).
Related literature
Supplementary data and figures for this paper are available from the
For related literature, see: Gowda & Shetty (2004); Gowda et IUCr electronic archives (Reference: IM2016).
al. (2002, 2003, 2005, 2007); Jones & Weinkauf (1993); Kumar
et al. (1992); O’Connor & Maslen (1965). References
Brandenburg, K. (1998). DIAMOND. University of Bonn, Germany.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838.
Gowda, B. T., Damodara, N. & Jyothi, K. (2005). Int. J. Chem. Kinet. 37, 572–
582.
Gowda, B. T., Jyothi, K. & D’Souza, J. D. (2002). Z. Naturforsch. Teil A, 57,
967–973.
Gowda, B. T., Jyothi, K., Kozisek, J. & Fuess, H. (2003). Z. Naturforsch. Teil A,
58, 656–660.
Gowda, B. T. & Shetty, M. (2004). J. Phys. Org. Chem. 17, 848–864.
Experimental Gowda, B. T., Srilatha, Foro, S., Kozisek, J. & Fuess, H. (2007). Z. Naturforsch.
Teil A, 62. In the press.
Crystal data Jones, P. G. & Weinkauf, A. (1993). Z. Kristallogr. 208, 128–129.
C8H11NO2S V = 908.54 (9) Å3 Kumar, S. V., Senadhi, S. E. & Rao, L. M. (1992). Z. Kristallogr. 202, 1–6.
Mr = 185.24 Z=4 Nonius (1996). CAD-4-PC. Nonius BV, Delft, The Netherlands.
Monoclinic, P21 =c Cu K radiation North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351–
a = 9.7939 (4) Å  = 2.85 mm1 359.
b = 9.5488 (5) Å T = 299 (2) K O’Connor, B. H. & Maslen, E. N. (1965). Acta Cryst. 18, 363–366.
c = 10.3342 (8) Å 0.57  0.35  0.2 mm Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of
 = 109.936 (5) Göttingen, Germany.
Spek, A. L. (2003). J. Appl. Cryst. 36, 7–13.
Data collection Stoe & Cie (1996). REDU4. Stoe & Cie, Darmstadt, Germany.
Enraf–Nonius CAD-4 1618 independent reflections
diffractometer 1524 reflections with I > 2
(I)
Absorption correction: scan Rint = 0.040
(North et al., 1968) 3 standard reflections
Tmin = 0.366, Tmax = 0.586 frequency: 120 min
3312 measured reflections intensity decay: 3.5%

o2968 # 2007 International Union of Crystallography doi:10.1107/S160053680702483X Acta Cryst. (2007). E63, o2968
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