6,6′-Dieth­oxy-2,2′-[propane-1,2-diyl­bis(nitrilo­methyl­idyne)]diphenol

Jia, Z.

doi:10.1107/S1600536809003328

Volume 65
Part 3
Page o646
March 2009

Received 22 January 2009
Accepted 27 January 2009
Online 28 February 2009

Key indicators
Single-crystal X-ray study
T = 273 K
Mean (C-C) = 0.005 Å
R = 0.066
wR = 0.193
Data-to-parameter ratio = 13.9
Details

6,6'-Diethoxy-2,2'-[propane-1,2-diylbis(nitrilomethylidyne)]diphenol

Zhen Jia ^a ^*

^aDepartment of Chemistry, Dezhou University, Dezhou 253023, People's Republic of China
Correspondence e-mail: dzxyjz@126.com

In the title molecule, C₂₁H₂₆N₂O₄, the dihedral angle between the two benzene rings is 88.4 (3)°. Two fairly strong intramolecular O-HN hydrogen bonds may, in part, influence the molecular conformation.

Related literature

For background information on the coordination ability of tetradentate Schiff-base ligands, see: Bermejo et al. (2007); Ni et al. (2005); Nayak et al., 2006; Mohanta et al., 2002; Saha et al. (2007); Wang et al. (2008); Yu et al. (2007).

Experimental

Crystal data

C₂₁H₂₆N₂O₄
M_r = 370.44
Triclinic, $[P \overline 1]$
a = 9.140 (3) Å
b = 11.451 (4) Å
c = 13.013 (5) Å
= 113.845 (5)°
= 109.628 (6)°
= 108.812 (5)°
V = 993.5 (6) Å³
Z = 2
Mo K radiation
= 0.09 mm^-1
T = 273 (2) K
0.12 × 0.11 × 0.09 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.990, T_max = 0.992
4894 measured reflections
3451 independent reflections
2325 reflections with I > 2(I)
R_int = 0.030

Refinement

R[F² > 2(F²)] = 0.066
wR(F²) = 0.193
S = 1.00
3451 reflections
249 parameters
H-atom parameters constrained
_max = 0.26 e Å^-3
_min = -0.26 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O3-H3N2	0.82	1.89	2.614 (3)	147
O1-H1N1	0.82	1.85	2.576 (2)	146

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH2762 ).

References

Bermejo, M. R., Fernandez, M. I., Gomez-forneas, E., Gonzalez-noya, A., Maneiro, M., Pedrido, R. & Rodringuez, M. J. (2007). Eur. J. Inorg. Chem. pp. 3104-3112.
Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA.
Mohanta, S., Lin, H. H., Lee, C. J. & Wei, H. H. (2002). Inorg. Chem. Commun. 5, 585-588.
Nayak, M., Koner, R., Lin, H. H., Florke, U., Wei, H. H. & Mohanta, S. (2006). Inorg. Chem. 45, 10764-10773.
Ni, Z. H., Kou, H. Z., Zhang, L. F., Ge, C. H., Cui, A. L., Wang, R. J., Li, Y. D. & Sato, O. (2005). Angew. Chem. Int. Ed. 44, 7742-7745.
Saha, P. K., Dutta, B., Jana, S., Bera, R., Saha, S., Okamoto, K. & Koner, S. (2007). Polyhedron, 26, 563-571.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Wang, H., Zhang, D., Tian, L. & Zhang, L.-F. (2008). Acta Cryst. E64, m1460.
Yu, T. Z., Zhang, K., Zhao, Y. L., Yang, C. H., Zhang, H., Fan, D. W. & Dong, W. K. (2007). Inorg. Chem. Commun. 10, 401-403.

organic compounds