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Volume 69 
Part 10 
Page o1550  
October 2013  

Received 7 September 2013
Accepted 11 September 2013
Online 18 September 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.003 Å
R = 0.046
wR = 0.129
Data-to-parameter ratio = 12.4
Details
Open access

(4-Hydroxy-3-methylphenyl)(phenyl)methanone

aDepartment of Studies in Physics, Manasagangotri, University of Mysore, Mysore 570 006, India, and bDepartment of Chemistry, Yuvaraja's College, University of Mysore, Mysore 570 005, India
Correspondence e-mail: mas@physics.uni-mysore.ac.in

In the title compound, C14H12O2, the benzene rings make a dihedral angle of 58.84 (12)°. In the crystal, molecules are linked into chains along the b-axis direction by O-H...O hydrogen bonds. These chains are further linked by C-H...O hydrogen bonds, forming layers parallel to the bc plane.

Related literature

For the biological activity of benzophenone derivatives, see: Khanum et al. (2004[Khanum, S. A., Venu, T. D., Shashikanth, S. & Firdouse, A. (2004). Bioorg. Med. Chem. Lett. 12, 2093-2095.]); Naveen et al. (2006[Naveen, S., Khanum, S. A., Devaiah, V. T., Shashikanth, S., Anandalwar, S. M. & Prasad, S. (2006). Anal. Sci. 22, 183-184.]); Selvi et al. (2003[Selvi, A. T., Joseph, G. S. & Jayaprakasha, G. K. (2003). Food Microbiol. 20, 455-460.]). For a related structure, see: Mahendra et al. (2005[Mahendra, M., Khanum, S. A., Singh, A. K., Shashikanth, S., Doreswamy, B. H., Sridhar, M. A. & Shashidhara Prasad, J. (2005). Acta Cryst. E61, o2990-o2991.]).

[Scheme 1]

Experimental

Crystal data
  • C14H12O2

  • Mr = 212.24

  • Orthorhombic, P b c a

  • a = 7.7043 (4) Å

  • b = 16.3770 (8) Å

  • c = 17.7482 (9) Å

  • V = 2239.4 (2) Å3

  • Z = 8

  • Cu K[alpha] radiation

  • [mu] = 0.67 mm-1

  • T = 293 K

  • 0.30 × 0.25 × 0.20 mm

Data collection
  • Bruker X8 Proteum diffractometer

  • 7657 measured reflections

  • 1828 independent reflections

  • 1518 reflections with I > 2[sigma](I)

  • Rint = 0.037

Refinement
  • R[F2 > 2[sigma](F2)] = 0.046

  • wR(F2) = 0.129

  • S = 1.03

  • 1828 reflections

  • 147 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.14 e Å-3

  • [Delta][rho]min = -0.15 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O14-H14...O8i 0.82 1.91 2.7106 (19) 166
C2-H2...O14ii 0.93 2.57 3.448 (3) 158
Symmetry codes: (i) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, z]; (ii) [x, -y+{\script{3\over 2}}, z-{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2006[Bruker (2006). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2006[Bruker (2006). APEX2 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: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IS5303 ).


Acknowledgements

The authors would like to thank the University of Mysore for providing the diffractometer facility under IoE. VLR acknowledges the financial support provided by the Department of Science and Technology, New Delhi, under the INSPIRE-Fellowship scheme [IF110555]. SAK gratefully acknowledges the financial assistance provided by the UGC under the major research project scheme [F.39/737/2010 (SR)]. CSD would like to thank the University of Mysore for the award of an RFSMS fellowship under the head DV5/Physics/389/RFSMS/2009-2010/10.07.2012.

References

Bruker (2006). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Khanum, S. A., Venu, T. D., Shashikanth, S. & Firdouse, A. (2004). Bioorg. Med. Chem. Lett. 12, 2093-2095.
Mahendra, M., Khanum, S. A., Singh, A. K., Shashikanth, S., Doreswamy, B. H., Sridhar, M. A. & Shashidhara Prasad, J. (2005). Acta Cryst. E61, o2990-o2991.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Naveen, S., Khanum, S. A., Devaiah, V. T., Shashikanth, S., Anandalwar, S. M. & Prasad, S. (2006). Anal. Sci. 22, 183-184.  [PubMed]
Selvi, A. T., Joseph, G. S. & Jayaprakasha, G. K. (2003). Food Microbiol. 20, 455-460.
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]


Acta Cryst (2013). E69, o1550  [ doi:10.1107/S160053681302521X ]

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