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Volume 69 
Part 4 
Page o514  
April 2013  

Received 22 February 2013
Accepted 5 March 2013
Online 9 March 2013

Key indicators
Single-crystal X-ray study
T = 200 K
Mean [sigma](C-C) = 0.003 Å
R = 0.043
wR = 0.132
Data-to-parameter ratio = 19.1
Details
Open access

(E)-3-(3,5-Dimethoxyphenyl)-1-(2-methoxyphenyl)prop-2-en-1-one

aDivision of Bioscience and Biotechnology, BMIC, Konkuk University, Seoul 143-701, Republic of Korea, and bDepartment of Applied Chemistry, Dongduk Women's University, Seoul 136-714, Republic of Korea
Correspondence e-mail: dskoh@dongduk.ac.kr

In the title molecule, C18H18O4, the dihedral angle between the benzene rings is 52.52 (7)°. The C=C bond of the central enone group adopts a trans conformation. The relative conformation of the two double bonds in the enone group is s-transoid. In the crystal, molecules are linked by pairs of weak C-H...O hydrogen bonds, forming inversion dimers.

Related literature

For the synthesis and biological properties of chalcone derivatives, see: Shin et al. (2012[Shin, S. Y., Ahn, S., Park, M. J., Yoon, H., Kim, M., Ji, S. Y., Koh, D., Lee, Y. H. & Lim, Y. (2012). J. Korean Soc. Appl. Biol. Chem. 55, 669-675.]); Hwang et al. (2011[Hwang, D., Hyun, J., Jo, G., Koh, D. & Lim, Y. (2011). Magn. Reson. Chem. 49, 41-45.]). For related structures, see: Fun et al. (2012[Fun, H.-K., Chia, T. S., Samshuddin, S., Narayana, B. & Sarojini, B. K. (2012). Acta Cryst. E68, o1560-o1561.]); Lee et al. (2012[Lee, H.-J., Lim, Y. & Koh, D. (2012). Acta Cryst. E68, o3403.]); Prasath et al. (2010[Prasath, R., Sarveswari, S., Vijayakumar, V., Narasimhamurthy, T. & Tiekink, E. R. T. (2010). Acta Cryst. E66, o1110.]).

[Scheme 1]

Experimental

Crystal data
  • C18H18O4

  • Mr = 298.32

  • Monoclinic, P 21 /c

  • a = 12.0925 (18) Å

  • b = 8.4460 (12) Å

  • c = 15.109 (2) Å

  • [beta] = 92.340 (3)°

  • V = 1541.9 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 200 K

  • 0.24 × 0.14 × 0.10 mm

Data collection
  • Bruker SMART CCD diffractometer

  • 11328 measured reflections

  • 3865 independent reflections

  • 1544 reflections with I > 2[sigma](I)

  • Rint = 0.053

Refinement
  • R[F2 > 2[sigma](F2)] = 0.043

  • wR(F2) = 0.132

  • S = 0.81

  • 3865 reflections

  • 202 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.21 e Å-3

  • [Delta][rho]min = -0.27 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C2-H2...O1i 0.95 2.51 3.457 (3) 172
Symmetry code: (i) -x+1, -y, -z+1.

Data collection: SMART (Bruker, 2000[Bruker (2000). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2000[Bruker (2000). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5589 ).


References

Bruker (2000). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Fun, H.-K., Chia, T. S., Samshuddin, S., Narayana, B. & Sarojini, B. K. (2012). Acta Cryst. E68, o1560-o1561.  [CSD] [CrossRef] [details]
Hwang, D., Hyun, J., Jo, G., Koh, D. & Lim, Y. (2011). Magn. Reson. Chem. 49, 41-45.  [ISI] [CrossRef] [ChemPort] [PubMed]
Lee, H.-J., Lim, Y. & Koh, D. (2012). Acta Cryst. E68, o3403.  [CSD] [CrossRef] [details]
Prasath, R., Sarveswari, S., Vijayakumar, V., Narasimhamurthy, T. & Tiekink, E. R. T. (2010). Acta Cryst. E66, o1110.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Shin, S. Y., Ahn, S., Park, M. J., Yoon, H., Kim, M., Ji, S. Y., Koh, D., Lee, Y. H. & Lim, Y. (2012). J. Korean Soc. Appl. Biol. Chem. 55, 669-675.  [CrossRef] [ChemPort]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]


Acta Cryst (2013). E69, o514  [ doi:10.1107/S1600536813006302 ]

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