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Volume 64 
Part 11 
Page o2244  
November 2008  

Received 27 October 2008
Accepted 28 October 2008
Online 31 October 2008

Key indicators
Single-crystal X-ray study
T = 294 K
Mean [sigma](C-C) = 0.006 Å
R = 0.044
wR = 0.107
Data-to-parameter ratio = 13.9
Details
Open access

(E)-4-[(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)iminomethyl]phenyl 4-bromobenzenesulfonate

aCollege of Sciences, Hebei University of Science & Technology, Shijiazhuang 050018, People's Republic of China, and bCollege of Chemical & Pharmaceutical Engineering, Hebei University of Science & Technology, Shijiazhuang 050018, People's Republic of China
Correspondence e-mail: han_jianrong@163.com

In the title compound, C24H20BrN3O4S, the central benzene ring makes dihedral angles of 17.13 (13), 39.83 (13) and 58.37 (13)°, respectively, with the pyrazolone ring, the bromobenzene ring and the terminal phenyl ring. In the crystal structure, the packing is stabilized by a weak non-classical intermolecular C-H...O hydrogen bond which links the molecules into a chain propagating in [100].

Related literature

For a related structure, see: Han et al. (2007[Han, J.-R., Zhen, X.-L., Tian, X., Li, F. & Liu, S.-X. (2007). Acta Cryst. E63, o4035.]). For general background, see: Kahwa et al. (1986[Kahwa, I. A., Selbin, J., Hsieh, T. C.-Y. & Laine, R. A. (1986). Inorg. Chim. Acta, 118, 179-185.]); Klayman et al. (1979[Klayman, D. L., Bartosevich, J. F., Griffin, T. S., Mason, C. J. & Scovill, J. P. (1979). J. Med. Chem. 22, 855-862.]); Santos et al. (2001[Santos, M. L. P., Bagatin, I. A., Pereira, E. M. & Ferreira, A. M. D. C. (2001). J. Chem. Soc. Dalton Trans. pp. 838-844.]). For reference geometrical data: see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.]).

[Scheme 1]

Experimental

Crystal data
  • C24H20BrN3O4S

  • Mr = 526.40

  • Monoclinic, P 21 /n

  • a = 6.9959 (14) Å

  • b = 33.222 (6) Å

  • c = 10.218 (2) Å

  • [beta] = 95.992 (3)°

  • V = 2361.9 (8) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 1.86 mm-1

  • T = 294 (2) K

  • 0.18 × 0.16 × 0.11 mm

Data collection
  • Bruker SMART APEX CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.693, Tmax = 0.815

  • 12151 measured reflections

  • 4174 independent reflections

  • 2506 reflections with I > 2[sigma](I)

  • Rint = 0.058

Refinement
  • R[F2 > 2[sigma](F2)] = 0.044

  • wR(F2) = 0.107

  • S = 1.01

  • 4174 reflections

  • 300 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.28 e Å-3

  • [Delta][rho]min = -0.23 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C17-H17A...O4i 0.96 2.40 3.361 (5) 176
Symmetry code: (i) x-1, y, z.

Data collection: SMART (Bruker, 1999[Bruker (1999). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 1999[Bruker (1999). SMART and SAINT. 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: HB2828 ).


Acknowledgements

The project was supported by the Foundation of the Education Department of Hebei Province (grant No. 606022).

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bruker (1999). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Han, J.-R., Zhen, X.-L., Tian, X., Li, F. & Liu, S.-X. (2007). Acta Cryst. E63, o4035.  [CrossRef] [details]
Kahwa, I. A., Selbin, J., Hsieh, T. C.-Y. & Laine, R. A. (1986). Inorg. Chim. Acta, 118, 179-185.  [CrossRef] [ChemPort] [ISI]
Klayman, D. L., Bartosevich, J. F., Griffin, T. S., Mason, C. J. & Scovill, J. P. (1979). J. Med. Chem. 22, 855-862.  [CrossRef] [ChemPort] [PubMed] [ISI]
Santos, M. L. P., Bagatin, I. A., Pereira, E. M. & Ferreira, A. M. D. C. (2001). J. Chem. Soc. Dalton Trans. pp. 838-844.  [CrossRef]
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2008). E64, o2244  [ doi:10.1107/S1600536808035034 ]

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