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Volume 69 
Part 2 
Page o287  
February 2013  

Received 28 November 2012
Accepted 21 January 2013
Online 26 January 2013

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Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.005 Å
R = 0.071
wR = 0.172
Data-to-parameter ratio = 14.8
Details
Open access

2-Benzhydryl-6-tert-butyl-4-methylphenol

Sungwoo Yoon,a Junseong Leeb and Youngjo Kima*

aDepartment of Chemistry, Chungbuk National University, Cheongju, Chungbuk 361-763, Republic of Korea, and bDepartment of Chemistry, Chonnam National University, Gwangju 500-757, Republic of Korea
Correspondence e-mail: ykim@chungbuk.ac.kr

The title compound, C24H26O, was prepared by the reaction between 2-tert-butyl-4-methylphenol and diphenylmethanol in the presence of sulfuric acid. Three benzene rings are attached directly to the central C-H group in a twisted propeller conformation with the local pseudo-C3 rotational axis coinciding with the C-H bond. There are three short C-H...O contacts in the molecule.

Related literature

For similar structure types, see: Kim et al. (2012[Kim, S. H., Yoon, S., Mun, S.-D., Lee, H.-H., Lee, J. & Kim, Y. (2012). Polyhedron, 31, 665-670.]).

[Scheme 1]

Experimental

Crystal data

  • C24H26O

  • Mr = 330.45

  • Monoclinic, P 21 /n

  • a = 8.014 (4) Å

  • b = 15.472 (7) Å

  • c = 16.006 (7) Å

  • [beta] = 99.98 (2)°

  • V = 1954.6 (15) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.07 mm-1

  • T = 296 K

  • 0.20 × 0.17 × 0.15 mm
Data collection

  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2009[Bruker (2009). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.987, Tmax = 0.990

  • 17522 measured reflections

  • 3422 independent reflections

  • 1532 reflections with I > 2[sigma](I)

  • Rint = 0.138
Refinement

  • R[F2 > 2[sigma](F2)] = 0.071

  • wR(F2) = 0.172

  • S = 1.00

  • 3422 reflections

  • 231 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.15 e Å-3

  • [Delta][rho]min = -0.21 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C8-H8C...O 0.96 2.41 3.049 (4) 123
C10-H10A...O 0.96 2.44 3.071 (5) 123
C12-H12...O 0.98 2.38 2.771 (4) 103

Data collection: APEX2 (Bruker, 2009[Bruker (2009). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). SMART, SAINT and SADABS. 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: KJ2218 ).

Acknowledgements

YK gratefully acknowledges financial support from the National Research Foundation of Korea (NRF) grant funded by the Korea government (MEST) (No. 2010-0007092).

References

Bruker (2009). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Kim, S. H., Yoon, S., Mun, S.-D., Lee, H.-H., Lee, J. & Kim, Y. (2012). Polyhedron, 31, 665-670.  [ISI] [CSD] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]

Acta Cryst (2013). E69, o287  [ doi:10.1107/S1600536813002006 ]

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