4-Hy­droxy­indan-1-one

Chang, C.-W.; Fang, S.-K.; Luo, M.-H.; Tsai, H.-Y.; Chen, K.-Y.

doi:10.1107/S1600536812041669

Volume 68
Part 11
Page o3097
November 2012

Received 2 October 2012
Accepted 5 October 2012
Online 10 October 2012

Key indicators
Single-crystal X-ray study
T = 297 K
Mean (C-C) = 0.002 Å
R = 0.040
wR = 0.115
Data-to-parameter ratio = 17.2
Details

4-Hydroxyindan-1-one

Che-Wei Chang,^a Sin-Kai Fang,^a Ming-Hui Luo,^a Hsing-Yang Tsai ^a and Kew-Yu Chen ^a ^*

^aDepartment of Chemical Engineering, Feng Chia University, 40724 Taichung, Taiwan
Correspondence e-mail: kyuchen@fcu.edu.tw

The molecule of the title compound, C₉H₈O₂, is essentially planar except for the methylene H atoms [maximum deviation = 0.028 (1) Å]. In the crystal, the molecules are linked by classical O-HO hydrogen bonds and weak C-HO interactions into chains along [110] and [1-10].

Related literature

For the preparation of the title compound, see: Gerasov et al. (2011). For applications of indanone derivatives, see: Tang et al. (2011); Borbone et al. (2011); Borge et al. (2010); Cai et al. (2005); Cui et al. (2009); Fu & Wang (2008); Li et al. (2009); Sousa et al. (2011); Yu et al. (2011). For related structures, see: Ali et al. (2010); Chen et al. (2011a,b). For graph-set theory, see: Bernstein et al. (1995).

Experimental

Crystal data

C₉H₈O₂
M_r = 148.15
Monoclinic, C 2/c
a = 13.5890 (6) Å
b = 8.6160 (3) Å
c = 13.9435 (6) Å
= 116.738 (6)°
V = 1457.98 (13) Å³
Z = 8
Mo K radiation
= 0.10 mm^-1
T = 297 K
0.63 × 0.60 × 0.38 mm

Data collection

Bruker SMART CCD detector diffractometer
6305 measured reflections
1794 independent reflections
1289 reflections with I > 2(I)
R_int = 0.018

Refinement

R[F² > 2(F²)] = 0.040
wR(F²) = 0.115
S = 1.06
1794 reflections
104 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.21 e Å^-3
_min = -0.15 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1AO2ⁱ	0.94 (2)	1.75 (2)	2.6918 (18)	175 (2)
C2-H2AO2ⁱ	0.93	2.59	3.255 (2)	129
Symmetry code: (i) $[x-{\script{1\over 2}}, y+{\script{1\over 2}}, z]$ .

Data collection: SMART (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX publication routines (Farrugia, 1999).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU5628 ).

Acknowledgements

This work was supported by the National Science Council (grant No. NSC 101-2113-M-035-001-MY2) and Feng Chia University in Taiwan. The authors appreciate the Precision Instrument Support Center of Feng Chia University in providing fabrication and measurement facilities.

References

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organic compounds