[Journal logo]

Volume 69 
Part 2 
Page o186  
February 2013  

Received 21 December 2012
Accepted 27 December 2012
Online 4 January 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.005 Å
Disorder in main residue
R = 0.074
wR = 0.205
Data-to-parameter ratio = 19.6
Details
Open access

3,3',5,5'-Tetra-tert-butyl-2'-hydroxy-[1,1'-biphenyl]-2-yl 4-methylbenzenesulfonate

aDepartment of Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China
Correspondence e-mail: wujc@lzu.edu.cn

In the title molecule, C37H48O4S, the benzene rings in the biphenyl fragment are inclined to each other at 61.1 (1)°. The hydroxy group is involved in a weak intramolecular O-H...Osulfonate hydrogen bond. One tert-butyl group is disodered over two orientations in a 0.682 (17):0.318 (17) ratio. In the crystal, weak C-H...O hydrogen bonds link the molecules into columns in direction [100].

Related literature

For applications of coordination complexes with close ligands in the ring-opening polymerization of cyclic esters, see: Wu et al. (2006[Wu, J., Yu, T.-L., Chen, C.-T. & Lin, C.-C. (2006). Coord. Chem. Rev. 250, 602-626.]). For the crystal structures of related compounds, see: Wu et al. (2009[Wu, J., Pan, X., Wang, L. & Yao, L. (2009). Acta Cryst. E65, o155.]); Wang & Wu (2012[Wang, C. & Wu, J. (2012). Acta Cryst. E68, o93.]).

[Scheme 1]

Experimental

Crystal data
  • C35H48O4S

  • Mr = 564.79

  • Triclinic, [P \overline 1]

  • a = 9.885 (2) Å

  • b = 12.948 (3) Å

  • c = 13.600 (3) Å

  • [alpha] = 101.761 (2)°

  • [beta] = 102.539 (2)°

  • [gamma] = 92.004 (2)°

  • V = 1657.8 (6) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.13 mm-1

  • T = 296 K

  • 0.28 × 0.22 × 0.21 mm

Data collection
  • Bruker SMART APEXII diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2004)[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.] Tmin = 0.965, Tmax = 0.973

  • 11516 measured reflections

  • 7609 independent reflections

  • 3453 reflections with I > 2[sigma](I)

  • Rint = 0.036

Refinement
  • R[F2 > 2[sigma](F2)] = 0.074

  • wR(F2) = 0.205

  • S = 0.99

  • 7609 reflections

  • 389 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.30 e Å-3

  • [Delta][rho]min = -0.28 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O2-H2A...O4 0.82 2.59 3.322 (4) 149
C24-H24C...O3i 0.96 2.67 3.372 (4) 130
C25-H25C...O4ii 0.96 2.64 3.500 (4) 150
C20-H20B...O3ii 0.96 2.69 3.609 (5) 160
Symmetry codes: (i) -x, -y, -z+1; (ii) -x+1, -y, -z+1.

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2, 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: CV5377 ).


Acknowledgements

We thank the National Natural Science Foundation of China (grant Nos. 21071069, 21171078 and 21271092) for financial support.

References

Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wang, C. & Wu, J. (2012). Acta Cryst. E68, o93.  [CSD] [CrossRef] [details]
Wu, J., Pan, X., Wang, L. & Yao, L. (2009). Acta Cryst. E65, o155.  [CSD] [CrossRef] [details]
Wu, J., Yu, T.-L., Chen, C.-T. & Lin, C.-C. (2006). Coord. Chem. Rev. 250, 602-626.  [ISI] [CrossRef] [ChemPort]


Acta Cryst (2013). E69, o186  [ doi:10.1107/S1600536812051938 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.