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Volume 68 
Part 12 
Page o3470  
December 2012  

Received 9 November 2012
Accepted 21 November 2012
Online 28 November 2012

Key indicators
Single-crystal X-ray study
T = 298 K
Mean [sigma](C-C) = 0.002 Å
R = 0.036
wR = 0.120
Data-to-parameter ratio = 11.6
Details
Open access

2,2'-[4-Acetyl-1,3-phenylenebis(oxy)]diacetic acid

aSchool of Chemistry & Environmental Engineering, Jiujiang University, Jiujiang 332005, People's Republic of China
Correspondence e-mail: jgwang117@163.com

In the title compound, C12H12O7, the dihedral angles between the benzene ring and the mean planes of the 3-carboxymethoxy, 1-carboxymethoxy and acetyl substituents are 8.67 (7), 7.81 (6) and 10.3 (18)°, respectively. In the crystal, molecules are linked by typical carboxylic acid O-H...O hydrogen bonds, forming a zigzag chain. C-H...O interactions also occur.

Related literature

For a related structure, see: Zhang et al. (2007[Zhang, C., Li, H., Liu, D. & Liu, M. (2007). Acta Cryst. E63, o4210.]).

[Scheme 1]

Experimental

Crystal data
  • C12H12O7

  • Mr = 268.22

  • Triclinic, [P \overline 1]

  • a = 5.1351 (6) Å

  • b = 7.8346 (9) Å

  • c = 15.6157 (18) Å

  • [alpha] = 86.217 (2)°

  • [beta] = 81.321 (1)°

  • [gamma] = 72.101 (2)°

  • V = 590.86 (12) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.13 mm-1

  • T = 298 K

  • 0.12 × 0.10 × 0.10 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2003[Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany.]) Tmin = 0.985, Tmax = 0.987

  • 3902 measured reflections

  • 2049 independent reflections

  • 1860 reflections with I > 2[sigma](I)

  • Rint = 0.016

Refinement
  • R[F2 > 2[sigma](F2)] = 0.036

  • wR(F2) = 0.120

  • S = 1.05

  • 2049 reflections

  • 176 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.24 e Å-3

  • [Delta][rho]min = -0.23 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...O2i 0.82 1.83 2.6530 (14) 180
O6-H6...O5ii 0.82 1.83 2.6352 (15) 167
C2-H2...O7iii 0.93 2.44 3.3566 (17) 168
C4-H4...O6iv 0.93 2.52 3.4392 (19) 169
Symmetry codes: (i) -x+3, -y+2, -z; (ii) -x-1, -y+2, -z+1; (iii) x-1, y+1, z; (iv) -x, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2004[Bruker (2004). APEX2 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GO2075 ).


Acknowledgements

This study was funded by Jiangxi Provincial Department of Education (GJJ08433) and the Doctoral Research Initiating Project of Jiujiang University.

References

Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]
Zhang, C., Li, H., Liu, D. & Liu, M. (2007). Acta Cryst. E63, o4210.  [CSD] [CrossRef] [details]


Acta Cryst (2012). E68, o3470  [ doi:10.1107/S1600536812047897 ]

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