2-Hy­droxy-3-meth­oxy­methyl-5-methyl­benzaldehyde

Gunasekaran, B.; Jayamani, A.; Sengottuvelan, N.; Chakkaravarthi, G.

doi:10.1107/S1600536813002845

Volume 69
Part 2
Page o317
February 2013

Received 27 January 2013
Accepted 28 January 2013
Online 31 January 2013

Key indicators
Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.003 Å
R = 0.054
wR = 0.181
Data-to-parameter ratio = 19.2
Details

2-Hydroxy-3-methoxymethyl-5-methylbenzaldehyde

B. Gunasekaran,^a A. Jayamani,^b N. Sengottuvelan ^b and G. Chakkaravarthi ^c ^*

^aDepartment of Physics & Nano Technology, SRM University, SRM Nagar, Kattankulathur, Kancheepuram Dist, Chennai 603 203 Tamil Nadu, India,^bDepartment of Chemistry, DDE, Alagappa University, Karaikudi 630 003, India, and ^cDepartment of Physics, CPCL Polytechnic College, Chennai 600 068, India
Correspondence e-mail: chakkaravarthi_2005@yahoo.com

In the title molecule, C₁₀H₁₂O₃, all non-H atoms lie in a common plane (r.m.s deviation = 0.010 Å). The molecular conformation is stabilized by an intramolecular O-HO hydrogen bond.

Related literature

For the biological activity of methylbenzene derivatives, see: Anbarasan et al. (2011); Chan & Daniels (2007). For related structures see: Wang et al. (2011); Kiliç et al. (2009); For graph-set notation of hydrogen bonds, see: Bernstein et al. (1995).

Experimental

Crystal data

C₁₀H₁₂O₃
M_r = 180.20
Monoclinic, P 2₁ /c
a = 13.899 (3) Å
b = 8.9184 (19) Å
c = 7.5043 (16) Å
= 94.098 (6)°
V = 927.8 (3) Å³
Z = 4
Mo K radiation
= 0.10 mm^-1
T = 295 K
0.30 × 0.24 × 0.20 mm

Data collection

Bruker Kappa APEXII diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.972, T_max = 0.981
10089 measured reflections
2329 independent reflections
1213 reflections with I > 2(I)
R_int = 0.050

Refinement

R[F² > 2(F²)] = 0.054
wR(F²) = 0.181
S = 1.03
2329 reflections
121 parameters
H-atom parameters constrained
_max = 0.24 e Å^-3
_min = -0.22 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O2-H2O1	0.82	1.91	2.628 (3)	146

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT6886 ).

Acknowledgements

The authors wish to acknowledge the SAIF, IIT, Madras for the data collection.

References

Anbarasan, P. M., Subramanian, M. K., Senthilkumar, P., Mohanasundaram, C., Ilangovan, V. & Sundaraganesan, N. (2011). J. Chem. Pharm. Res. 3, 597-612.
Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N. (1995). Angew. Chem. Int. Ed. Engl., 34, 1555-1573.
Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Chan, L. & Daniels, L. (2007). Acta Cryst. E63, o2435.
Kiliç, I., Isik, S., Agar, E. & Ersahin, F. (2009). Acta Cryst. E65, o1347.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Wang, J., Duan, E., Zhou, E., Yao, Q. & Zhang, W. (2011). Acta Cryst. E67, o1414.

organic compounds