N-Ethyl-N-phenyl-p-toluene­sulfonamide

Khan, I.U.; Haider, Z.; Arshad, M.N.; Ali, S.

doi:10.1107/S1600536810011219

Volume 66
Part 4
Page o979
April 2010

Received 23 March 2010
Accepted 24 March 2010
Online 31 March 2010

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.004 Å
R = 0.050
wR = 0.157
Data-to-parameter ratio = 20.8
Details

N-Ethyl-N-phenyl-p-toluenesulfonamide

Islam Ullah Khan,^a ^* Zeeshan Haider,^a Muhammad Nadeem Arshad ^a ⁺ and Sharafat Ali ^a

^aMaterials Chemistry Laboratory, Department of Chemistry, GC University, Lahore, Pakistan
Correspondence e-mail: iukhan.gcu@gmail.com

In the title compound, C₁₅H₁₇NO₂S, the aromatic rings are oriented at a dihedral angle of 32.8 (1)°. The ethyl group and phenyl ring on the N atom adopt a staggered conformation with respect to the O atoms.

Related literature

For related structures, see: Gowda et al. (2009); Nirmala et al. (2009a,b).

Experimental

Crystal data

C₁₅H₁₇NO₂S
M_r = 275.36
Orthorhombic, P b c a
a = 14.1248 (6) Å
b = 10.4126 (5) Å
c = 19.7639 (10) Å
V = 2906.8 (2) Å³
Z = 8
Mo K radiation
= 0.22 mm^-1
T = 296 K
0.32 × 0.19 × 0.16 mm

Data collection

Bruker Kappa APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2007) T_min = 0.951, T_max = 0.966
15016 measured reflections
3599 independent reflections
1759 reflections with I > 2(I)
R_int = 0.045

Refinement

R[F² > 2(F²)] = 0.050
wR(F²) = 0.157
S = 1.00
3597 reflections
173 parameters
H-atom parameters constrained
_max = 0.19 e Å^-3
_min = -0.31 e Å^-3

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG2749 ).

Acknowledgements

The authors acknowledge the Higher Education Commission (HEC) of Pakistan for providing a grant under the project strengthening the Materials Chemistry Laboratory at GC University Lahore. MNA also acknowledges the HEC for providing a fellowship under the International Research Support Initiative Program (IRSIP)

References

Bruker (2007). SADABS, APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
Gowda, B. T., Foro, S., Nirmala, P. G., Terao, H. & Fuess, H. (2009). Acta Cryst. E65, o1219.
Nirmala, P. G., Gowda, B. T., Foro, S. & Fuess, H. (2009a). Acta Cryst. E65, o3184.
Nirmala, P. G., Gowda, B. T., Foro, S. & Fuess, H. (2009b). Acta Cryst. E65, o3208.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.

organic compounds