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Volume 70 
Part 5 
Page o520  
May 2014  

Received 25 March 2014
Accepted 1 April 2014
Online 5 April 2014

Key indicators
Single-crystal X-ray study
T = 173 K
Mean [sigma](C-C) = 0.003 Å
R = 0.028
wR = 0.073
Data-to-parameter ratio = 18.9
Details
Open access

5-Bromo-2,7-dimethyl-3-(4-methyl­phenyl­sulfon­yl)-1-benzo­furan

aDepartment of Chemistry, Dongeui University, San 24 Kaya-dong, Busanjin-gu, Busan 614-714, Republic of Korea, and bDepartment of Chemistry, Pukyong National University, 599-1 Daeyeon 3-dong, Nam-gu, Busan 608-737, Republic of Korea
Correspondence e-mail: uklee@pknu.ac.kr

In the title compound, C17H15BrO3S, the dihedral angle between the mean planes of the benzo­furan and 4-methyl­phenyl rings is 76.43 (5)°. In the crystal, mol­ecules are linked via pairs of C-H...O hydrogen bonds into inversion dimers that are further linked by Br...Br [3.6517 (4) Å] contacts about inversion centers into supra­molecular sheets that lie parallel to (111).

Related literature

For background information and the crystal structures of related compounds, see: Choi et al. (2011[Choi, H. D., Seo, P. J., Son, B. W. & Lee, U. (2011). Acta Cryst. E67, o1279.], 2012[Choi, H. D., Seo, P. J. & Lee, U. (2012). Acta Cryst. E68, o3208.], 2013[Choi, H. D., Seo, P. J. & Lee, U. (2013). Acta Cryst. E69, o720.]).

[Scheme 1]

Experimental

Crystal data
  • C17H15BrO3S

  • Mr = 379.26

  • Triclinic, [P \overline 1]

  • a = 8.1554 (2) Å

  • b = 9.9790 (2) Å

  • c = 10.1260 (2) Å

  • [alpha] = 77.410 (1)°

  • [beta] = 77.114 (1)°

  • [gamma] = 76.009 (1)°

  • V = 767.68 (3) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 2.82 mm-1

  • T = 173 K

  • 0.34 × 0.32 × 0.23 mm

Data collection
  • Bruker SMART APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2009[Bruker (2009). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.543, Tmax = 0.746

  • 14016 measured reflections

  • 3812 independent reflections

  • 3336 reflections with I > 2[sigma](I)

  • Rint = 0.033

Refinement
  • R[F2 > 2[sigma](F2)] = 0.028

  • wR(F2) = 0.073

  • S = 1.04

  • 3812 reflections

  • 202 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.36 e Å-3

  • [Delta][rho]min = -0.42 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C13-H13...O2i 0.95 2.54 3.330 (2) 140
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). APEX2, SADABS 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: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and DIAMOND (Brandenburg, 1998[Brandenburg, K. (1998). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXL97.


Supporting information for this paper is available from the IUCr electronic archives (Reference: GG2139 ).


References

Brandenburg, K. (1998). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2009). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Choi, H. D., Seo, P. J. & Lee, U. (2012). Acta Cryst. E68, o3208.  [CSD] [CrossRef] [IUCr Journals]
Choi, H. D., Seo, P. J. & Lee, U. (2013). Acta Cryst. E69, o720.  [CSD] [CrossRef] [IUCr Journals]
Choi, H. D., Seo, P. J., Son, B. W. & Lee, U. (2011). Acta Cryst. E67, o1279.  [CSD] [CrossRef] [IUCr Journals]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2014). E70, o520  [ doi:10.1107/S1600536814007181 ]

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