7-Meth­oxy­indan-1-one

Chang, Y.J.; Chen, K.-Y.

doi:10.1107/S1600536812040743

Volume 68
Part 11
Page o3063
November 2012

Received 26 September 2012
Accepted 27 September 2012
Online 3 October 2012

Key indicators
Single-crystal X-ray study
T = 297 K
Mean (C-C) = 0.002 Å
R = 0.037
wR = 0.116
Data-to-parameter ratio = 15.1
Details

7-Methoxyindan-1-one

Yuan Jay Chang ^a and Kew-Yu Chen ^b ^*

^aDepartment of Chemistry, Tung Hai University, 407 Taichung, Taiwan, and ^bDepartment of Chemical Engineering, Feng Chia University, 40724 Taichung, Taiwan
Correspondence e-mail: kyuchen@fcu.edu.tw

In the title compound, C₁₀H₁₀O₂, the 1-indanone unit is essentially planar (r.m.s. deviation = 0.028 Å). In the crystal, molecules are linked via C-HO hydrogen bonds, forming layers lying parallel to the ab plane. This two-dimensional structure is stabilized by a weak C-H [pi] interaction. A second weak C-H [pi] interaction links the layers, forming a three-dimensional structure.

Related literature

For the preparation of the title compound, see: Li et al. (2011). For applications of indanone derivatives, see: Borge et al. (2010); Cai et al. (2005); Cui et al. (2009); Fu & Wang (2008); Li et al. (2009); Sousa et al. (2011); Tang et al. (2011). For related structures, see: Ali et al. (2010a,b,c,d); Chen et al. (2011a,b). For C-HO hydrogen bonds, see: Li et al. (2011a,b); Wang & Chen (2011); Xi et al. (2010).

Experimental

Crystal data

C₁₀H₁₀O₂
M_r = 162.18
Orthorhombic, P b c a
a = 8.5386 (7) Å
b = 10.4949 (9) Å
c = 18.8536 (16) Å
V = 1689.5 (2) Å³
Z = 8
Mo K radiation
= 0.09 mm^-1
T = 297 K
0.64 × 0.55 × 0.32 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001) T_min = 0.683, T_max = 1.000
8807 measured reflections
1663 independent reflections
1278 reflections with I > 2(I)
R_int = 0.032

Refinement

R[F² > 2(F²)] = 0.037
wR(F²) = 0.116
S = 1.02
1663 reflections
110 parameters
H-atom parameters constrained
_max = 0.20 e Å^-3
_min = -0.13 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg1 is the centroid of the C1/C5-C9 ring.

D-HA	D-H	HA	DA	D-HA
C3-H3BO2ⁱ	0.97	2.60	3.5183 (18)	159
C7-H7AO1ⁱⁱ	0.93	2.57	3.4802 (18)	167
C10-H10BO1ⁱⁱⁱ	0.96	2.59	3.486 (2)	156
C4-H4ACg1^iv	0.97	2.80	3.6430 (16)	146
C10-H10ACg1^v	0.96	2.82	3.6260 (16)	143
Symmetry codes: (i) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, z]$ ; (ii) x-1, y, z; (iii) $[x-{\script{1\over 2}}, y, -z+{\script{1\over 2}}]$ ; (iv) -x, -y+1, -z; (v) $[-x, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); 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: ZL2507 ).

Acknowledgements

This work was supported by the National Science Council, Tung Hai University and Feng Chia University in Taiwan.

References

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organic compounds