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Volume 69 
Part 11 
Page o1714  
November 2013  

Received 5 October 2013
Accepted 21 October 2013
Online 26 October 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.008 Å
R = 0.061
wR = 0.171
Data-to-parameter ratio = 14.0
Details
Open access

6,6'-Dieth­oxy-2,2'-[4-methyl-1,2-phenyl­enebis(nitrilo­methanylyl­idene)]diphenol aceto­nitrile monosolvate

aLiaocheng University, Department of Chemistry, Liaocheng, Shandong Province 252059, People's Republic of China
Correspondence e-mail: drzengsy@163.com

The title solvated Schiff base compound, C25H26N2O4·CH3CN, possesses an O2N2 donor set affording a potentially tetra­dentate metal complex ligand. The central ring makes dihedral angles of 6.7 (3) and 48.4 (2)° with the pendant rings. Intra­molecular N-H...O hydrogen-bonding inter­actions are observed.

Related literature

For background to the properties of tetra­dentate Schiff-base ligands with O2N2 donor sets, see Zhang et al. (2009[Zhang, D. P., Wang, H. L., Chen, Y. T., Ni, Z. H., Tian, L. J. & Jiang, J. Z. (2009). Inorg. Chem. 48, 11215-11225.]); Nayka et al. (2006[Nayka, M., Koner, R., Lin, H. H., Florke, U., Wei, H. H. & Mohanta, S. (2006). Inorg. Chem. 45, 10764-10773.]). For related crystal structures, see Liu et al. (2006[Liu, Y.-F., Xia, H.-T., Yang, S.-P. & Wang, D.-Q. (2006). Acta Cryst. E62, o5908-o5909.]); Kargar et al. (2009[Kargar, H., Kia, R., Jamshidvand, A. & Fun, H.-K. (2009). Acta Cryst. E65, o776-o777.]).

[Scheme 1]

Experimental

Crystal data
  • C25H26N2O4·C2H3N

  • Mr = 459.53

  • Monoclinic, P 21 /c

  • a = 11.580 (3) Å

  • b = 24.999 (7) Å

  • c = 8.995 (3) Å

  • [beta] = 106.891 (6)°

  • V = 2491.7 (12) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 293 K

  • 0.17 × 0.11 × 0.09 mm

Data collection
  • Bruker APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2008a[Sheldrick, G. M. (2008a). SADABS. University of Göttingen, Germany.]) Tmin = 0.986, Tmax = 0.993

  • 12206 measured reflections

  • 4387 independent reflections

  • 2242 reflections with I > 2[sigma](I)

  • Rint = 0.122

Refinement
  • R[F2 > 2[sigma](F2)] = 0.061

  • wR(F2) = 0.171

  • S = 0.91

  • 4387 reflections

  • 313 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.14 e Å-3

  • [Delta][rho]min = -0.17 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
O1-H1...N1 0.82 1.90 2.610 (5) 145
O2-H2...N2 0.82 1.91 2.605 (5) 142

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT-Plus (Bruker, 2001[Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008b[Sheldrick, G. M. (2008b). Acta Cryst. A64, 112-122.]; program(s) used to refine structure: SHELXL97 (Sheldrick, 2008b[Sheldrick, G. M. (2008b). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008b[Sheldrick, G. M. (2008b). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HG5352 ).


References

Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Kargar, H., Kia, R., Jamshidvand, A. & Fun, H.-K. (2009). Acta Cryst. E65, o776-o777.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Liu, Y.-F., Xia, H.-T., Yang, S.-P. & Wang, D.-Q. (2006). Acta Cryst. E62, o5908-o5909.  [CSD] [CrossRef] [ChemPort] [IUCr Journals]
Nayka, M., Koner, R., Lin, H. H., Florke, U., Wei, H. H. & Mohanta, S. (2006). Inorg. Chem. 45, 10764-10773.  [Web of Science] [PubMed]
Sheldrick, G. M. (2008a). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008b). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Zhang, D. P., Wang, H. L., Chen, Y. T., Ni, Z. H., Tian, L. J. & Jiang, J. Z. (2009). Inorg. Chem. 48, 11215-11225.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]


Acta Cryst (2013). E69, o1714  [ doi:10.1107/S1600536813028845 ]

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