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Volume 69 
Part 11 
Pages o1664-o1665  
November 2013  

Received 12 September 2013
Accepted 14 October 2013
Online 19 October 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.004 Å
R = 0.039
wR = 0.109
Data-to-parameter ratio = 10.7
Details
Open access

4-Meth­oxy-N-[(4-methyl­phen­yl)sulfon­yl]benzamide including an unknown solvate

aDepartment of Studies and Research in Chemistry, Tumkur University, Tumkur, Karnataka 572 103, India,bDepartment of Studies and Research in Physics, U.C.S., Tumkur University, Tumkur, Karnataka 572 103, India,cDepartment of Physics, Karnatak University, Dharwad, Karnataka 580 003, India,dUniversity College of Science, Tumkur University, Tumkur, India, and eDepartment of Studies and Research in Chemistry, U.C.S., Tumkur University, Tumkur, Karnataka 572 103, India
Correspondence e-mail: pasuchetan@yahoo.co.in

In the title compound, C15H15NO4S, the dihedral angle between the benzene rings is 78.62 (16)°. In the crystal, adjacent mol­ecules are linked along the c axis into C(4) chains through strong N-H...O hydrogen bonds. Mol­ecules are further connected through C-H...O hydrogen bonds into a hexa­meric unit generating an R66(66) motif. Another C-H...O inter­action connects the mol­ecules along the c axis, forming C(5) chains. A region of disordered electron density, most probably disordered methanol-water solvent mol­ecules, was treated with the SQUEEZE routine in PLATON [Spek (2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]). Acta Cryst. D65, 148-155]. The formula mass and unit-cell characteristics do not take into account this disordered solvent.

Related literature

For similar structures, see: Gowda et al. (2009[Gowda, B. T., Foro, S., Suchetan, P. A. & Fuess, H. (2009). Acta Cryst. E65, o2516.]); Suchetan et al. (2010a[Suchetan, P. A., Gowda, B. T., Foro, S. & Fuess, H. (2010a). Acta Cryst. E66, o1039.],b[Suchetan, P. A., Gowda, B. T., Foro, S. & Fuess, H. (2010b). Acta Cryst. E66, o327.],c[Suchetan, P. A., Gowda, B. T., Foro, S. & Fuess, H. (2010c). Acta Cryst. E66, o1510.], 2011[Suchetan, P. A., Foro, S. & Gowda, B. T. (2011). Acta Cryst. E67, o917.]); Sreenivasa et al. (2013[Sreenivasa, S., Palakshamurthy, B. S., Lohith, T. N., Mohan, N. R., Kumar, V. & Suchetan, P. A. (2013). Acta Cryst. E69, o1263.]). For details of the use of the SQUEEZE routine in PLATON, see: Spek (2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).

[Scheme 1]

Experimental

Crystal data
  • C15H15NO4S

  • Mr = 305.34

  • Trigonal, [R \overline 3]

  • a = 27.1686 (16) Å

  • c = 10.8594 (6) Å

  • V = 6941.8 (7) Å3

  • Z = 18

  • Mo K[alpha] radiation

  • [mu] = 0.22 mm-1

  • T = 293 K

  • 0.32 × 0.27 × 0.19 mm

Data collection
  • Bruker APEXII diffractometer

  • 7701 measured reflections

  • 2106 independent reflections

  • 1604 reflections with I > 2[sigma](I)

  • Rint = 0.031

  • [theta]max = 22.9°

Refinement
  • R[F2 > 2[sigma](F2)] = 0.039

  • wR(F2) = 0.109

  • S = 1.06

  • 2106 reflections

  • 196 parameters

  • 1 restraint

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.17 e Å-3

  • [Delta][rho]min = -0.31 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1N...O3i 0.82 (2) 2.26 (2) 3.038 (3) 160 (3)
N1-H1N...O2i 0.82 (2) 2.59 (3) 3.140 (3) 126 (2)
C10-H10...O3i 0.93 2.58 3.249 (3) 129
C15-H15A...O1ii 0.96 2.56 3.454 (4) 154
Symmetry codes: (i) [-x+y+{\script{1\over 3}}, -x+{\script{5\over 3}}, z-{\script{1\over 3}}]; (ii) [x-y+{\script{2\over 3}}, x+{\script{1\over 3}}, -z+{\script{1\over 3}}].

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: APEX2 and SAINT-Plus (Bruker, 2009[Bruker (2009). APEX2, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus and XPREP (Bruker, 2009[Bruker (2009). APEX2, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.]); 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: Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2649 ).


Acknowledgements

PAS thanks the University Grants Commission (UGC), India, for financial support under its Minor Research Project scheme. JT thanks the Department of Science and Technology (DST), New Delhi, for the SCXRD facility under the PURSE Grant (SR/S9/Z-23/2008/11, 2009) at USIC, Karnatak University.

References

Bruker (2009). APEX2, SAINT-Plus and XPREP. Bruker AXS Inc., Madison, Wisconsin, USA.
Gowda, B. T., Foro, S., Suchetan, P. A. & Fuess, H. (2009). Acta Cryst. E65, o2516.  [CSD] [CrossRef] [IUCr Journals]
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J. & Wood, P. A. (2008). J. Appl. Cryst. 41, 466-470.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Sreenivasa, S., Palakshamurthy, B. S., Lohith, T. N., Mohan, N. R., Kumar, V. & Suchetan, P. A. (2013). Acta Cryst. E69, o1263.  [CSD] [CrossRef] [IUCr Journals]
Suchetan, P. A., Foro, S. & Gowda, B. T. (2011). Acta Cryst. E67, o917.  [CSD] [CrossRef] [IUCr Journals]
Suchetan, P. A., Gowda, B. T., Foro, S. & Fuess, H. (2010a). Acta Cryst. E66, o1039.  [CSD] [CrossRef] [IUCr Journals]
Suchetan, P. A., Gowda, B. T., Foro, S. & Fuess, H. (2010b). Acta Cryst. E66, o327.  [CSD] [CrossRef] [IUCr Journals]
Suchetan, P. A., Gowda, B. T., Foro, S. & Fuess, H. (2010c). Acta Cryst. E66, o1510.  [CSD] [CrossRef] [IUCr Journals]


Acta Cryst (2013). E69, o1664-o1665   [ doi:10.1107/S1600536813028158 ]

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