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Volume 68 
Part 1 
Page o40  
January 2012  

Received 2 November 2011
Accepted 29 November 2011
Online 7 December 2011

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.005 Å
R = 0.075
wR = 0.271
Data-to-parameter ratio = 14.4
Details
Open access

6,6'-Di-tert-butyl-4,4'-dimethyl-2,2'-[1,2-phenylenebis(nitrilomethanylylidene)]diphenol

aDepartment of Pharmacy, Jining Medical College, Xueyuan Road 669, Rizhao, People's Republic of China
Correspondence e-mail: wqb_wangqibao@163.com

In the title molecule, C30H36N2O2, the dihedral angles between the central benzene ring and the two benzene rings of the butylsalicylaldimine groups are 14.3 (2) and 40.6 (2)°. There are two strong intramolecular O-H...N hydrogen bonds which form S(6) rings. The crystal studied was a non-merohedral twin with refined components of 0.270 (4) and 0.730 (4).

Related literature

For applications of Schiff base ligands in pharmaceutical and catalytic research, see: Hashimoto & Maruoka (2007[Hashimoto, T. & Maruoka, K. (2007). Chem. Rev. 107, 5656-5682.]); Singh et al. (2009[Singh, S., Bharti, N. & Mohapatra, P. P. (2009). Chem. Rev. 109, 1900-1947.]). For a related structure, see: You et al. (2010[You, W., Yao, C. & Huang, W. (2010). Chin. J. Inorg. Chem. pp. 867-874.]). For hydrogen-bond motifs, see: Bernstein et al. (1995[Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.]).

[Scheme 1]

Experimental

Crystal data
  • C30H36N2O2

  • Mr = 456.61

  • Triclinic, [P \overline 1]

  • a = 10.578 (7) Å

  • b = 11.394 (7) Å

  • c = 12.217 (7) Å

  • [alpha] = 72.195 (6)°

  • [beta] = 73.525 (6)°

  • [gamma] = 72.975 (6)°

  • V = 1309.8 (14) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.07 mm-1

  • T = 296 K

  • 0.28 × 0.22 × 0.15 mm

Data collection
  • Bruker SMART CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2007[Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.980, Tmax = 0.989

  • 4593 measured reflections

  • 4593 independent reflections

  • 2894 reflections with I > 2[sigma](I)

Refinement
  • R[F2 > 2[sigma](F2)] = 0.075

  • wR(F2) = 0.271

  • S = 1.13

  • 4593 reflections

  • 318 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.29 e Å-3

  • [Delta][rho]min = -0.30 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...N1 0.82 1.89 2.605 (4) 145
O2-H2...N2 0.82 1.87 2.609 (4) 149

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). 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.]) and DIAMOND (Brandenburg, 1999[Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5371 ).


Acknowledgements

This work was supported by the Foundation of Shandong Educational Committee (No. J10LB63) and the Key Project of Science and Technology of JNMC.

References

Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555-1573.  [CrossRef] [ChemPort] [ISI]
Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Hashimoto, T. & Maruoka, K. (2007). Chem. Rev. 107, 5656-5682.  [ISI] [CrossRef] [PubMed] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Singh, S., Bharti, N. & Mohapatra, P. P. (2009). Chem. Rev. 109, 1900-1947.  [ISI] [CrossRef] [PubMed] [ChemPort]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]
You, W., Yao, C. & Huang, W. (2010). Chin. J. Inorg. Chem. pp. 867-874.


Acta Cryst (2012). E68, o40  [ doi:10.1107/S1600536811051257 ]

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