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Volume 69 
Part 9 
Page o1427  
September 2013  

Received 26 July 2013
Accepted 7 August 2013
Online 14 August 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.002 Å
R = 0.046
wR = 0.119
Data-to-parameter ratio = 19.8
Details
Open access

A second monoclinic polymorph of 3,5-di-tert-butyl-2-hydroxybenzaldehyde

aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, and bChemistry Department, Faculty of Science, King Abdulaziz University, PO Box 80203 Jeddah, Saudi Arabia
Correspondence e-mail: seikweng@um.edu.my

In the title molecule, C15H22O2, there is an intramolecular hydrogen bond involving the hydroxy and aldehyde groups and forming an S(6) ring. The mean plane of the non-H atoms of this ring [(H)O-C[pdbond]C-C=O, with a maximum deviation of 0.013 (1) Å] are essentially coplanar with the benzene ring, forming a dihedral angle of 2.29 (8)°.

Related literature

For a monoclinic polymorph which contains two independent molecules in the asymmetric unit, see: Chu et al. (2004[Chu, Z.-L., Huang, W., Cui, K. & Gou, S.-H. (2004). Acta Cryst. E60, o1043-o1045.]); Ng (2013[Ng, S. W. (2013). Private communication (deposition number 952571). CCDC, Cambridge, England.]); Tooke & Spek (2004[Tooke, D. M. & Spek, A. L. (2004). Acta Cryst. E60, o766-o767.]).

[Scheme 1]

Experimental

Crystal data
  • C15H22O2

  • Mr = 234.33

  • Monoclinic, P 21 /n

  • a = 9.8347 (6) Å

  • b = 11.1775 (5) Å

  • c = 13.1287 (8) Å

  • [beta] = 110.614 (7)°

  • V = 1350.80 (13) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.07 mm-1

  • T = 100 K

  • 0.40 × 0.30 × 0.20 mm

Data collection
  • Agilent SuperNova Dual diffractometer with an Atlas detector

  • Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013[Agilent (2013). CrysAlis PRO. Agilent Technologies Inc., Santa Clara, CA, USA.]) Tmin = 0.971, Tmax = 0.985

  • 7536 measured reflections

  • 3130 independent reflections

  • 2511 reflections with I > 2[sigma](I)

  • Rint = 0.027

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

  • wR(F2) = 0.119

  • S = 1.02

  • 3130 reflections

  • 158 parameters

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

  • [Delta][rho]max = 0.29 e Å-3

  • [Delta][rho]min = -0.23 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...O2 0.90 (2) 1.77 (2) 2.611 (2) 154 (2)

Data collection: CrysAlis PRO (Agilent, 2013[Agilent (2013). CrysAlis PRO. Agilent Technologies Inc., Santa Clara, CA, USA.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5640 ).


Acknowledgements

I thank the Ministry of Higher Education of Malaysia (grant No. UM.C/HIR-MOHE/SC/03) for supporting this study.

References

Agilent (2013). CrysAlis PRO. Agilent Technologies Inc., Santa Clara, CA, USA.
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.  [CrossRef] [ChemPort]
Chu, Z.-L., Huang, W., Cui, K. & Gou, S.-H. (2004). Acta Cryst. E60, o1043-o1045.  [CSD] [CrossRef] [ChemPort] [details]
Ng, S. W. (2013). Private communication (deposition number 952571). CCDC, Cambridge, England.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Tooke, D. M. & Spek, A. L. (2004). Acta Cryst. E60, o766-o767.  [CSD] [CrossRef] [ChemPort] [details]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]


Acta Cryst (2013). E69, o1427  [ doi:10.1107/S1600536813022010 ]

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