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Volume 69 
Part 3 
Page o456  
March 2013  

Received 31 January 2013
Accepted 22 February 2013
Online 28 February 2013

Key indicators
Single-crystal X-ray study
T = 93 K
Mean [sigma](C-C) = 0.004 Å
R = 0.046
wR = 0.121
Data-to-parameter ratio = 11.9
Details
Open access

2-(2,5-Dimethylphenoxy)ethanol

aDepartment of Material Science and Chemistry, Wakayama University, Sakaedani, Wakayama, 640-8510, Japan
Correspondence e-mail: okuno@center.wakayama-u.ac.jp

There are two independent molecules in the asymmetric unit of the title phenoxyethanol derivative, C10H14O2, Each molecule has an approximately planar structure except for the hydroxy groups (r.m.s. deviations = 0.0281 and 0.0144 Å). The ethylenedioxy groups have a gauche conformation. In the crystal, the molecules form O-H...O hydrogen-bonded chains along the a axis.

Related literature

For related structures of phenoxyethanol derivatives, see: Sanyal & Lahti (2006[Sanyal, N. & Lahti, P. M. (2006). Cryst. Growth Des. 6, 1253-1255.]); Sierra & Lahti (2004[Sierra, C. A. & Lahti, P. M. (2004). Chem. Mater. 16, 55-61.]).

[Scheme 1]

Experimental

Crystal data
  • C10H14O2

  • Mr = 166.22

  • Orthorhombic, P n a 21

  • a = 8.274 (3) Å

  • b = 13.745 (4) Å

  • c = 17.113 (5) Å

  • V = 1946.2 (11) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 93 K

  • 0.10 × 0.09 × 0.09 mm

Data collection
  • Rigaku Saturn724+ diffractometer

  • Absorption correction: numerical (NUMABS; Rigaku, 1999[Rigaku (1999). NUMABS Rigaku Corporation, Tokyo, Japan.]) Tmin = 0.989, Tmax = 0.993

  • 16794 measured reflections

  • 2661 independent reflections

  • 2440 reflections with F2 > 2[sigma](F2)

  • Rint = 0.027

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

  • wR(F2) = 0.121

  • S = 1.09

  • 2660 reflections

  • 223 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.23 e Å-3

  • [Delta][rho]min = -0.18 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O2-H2...O4i 0.84 1.82 2.623 (3) 159
O4-H4...O2ii 0.84 1.80 2.626 (3) 167
Symmetry codes: (i) [-x+1, -y+1, z+{\script{1\over 2}}]; (ii) [-x+{\script{1\over 2}}, y-{\script{1\over 2}}, z-{\script{1\over 2}}].

Data collection: CrystalClear (Rigaku, 2008[Rigaku (2008). CrystalClear. Rigaku Corporation, Tokyo, Japan.]); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SIR92 (Altomare, et al., 1994[Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); software used to prepare material for publication: CrystalStructure (Rigaku, 2010[Rigaku (2010). CrystalStructure. Rigaku Corporation, Tokyo, Japan.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NK2198 ).


Acknowledgements

This work was supported by Research for Promoting Technological Seeds from the Japan Science and Technology Agency (JST).

References

Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435.  [CrossRef] [details]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Rigaku (1999). NUMABS Rigaku Corporation, Tokyo, Japan.
Rigaku (2008). CrystalClear. Rigaku Corporation, Tokyo, Japan.
Rigaku (2010). CrystalStructure. Rigaku Corporation, Tokyo, Japan.
Sanyal, N. & Lahti, P. M. (2006). Cryst. Growth Des. 6, 1253-1255.  [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Sierra, C. A. & Lahti, P. M. (2004). Chem. Mater. 16, 55-61.  [CrossRef] [ChemPort]


Acta Cryst (2013). E69, o456  [ doi:10.1107/S1600536813005187 ]

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