Tetra­kis[μ3-4-nitro-N-(5-phenyl-1,3,4-oxadiazol-2-yl)benzamidato]tetra­kis­[methano­lsodium(I)]

Yin, G.-J.; Zhang, Q.; Li, D.

doi:10.1107/S1600536812014791

Volume 68
Part 5
Page m570
May 2012

Received 19 March 2012
Accepted 4 April 2012
Online 13 April 2012

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.003 Å
R = 0.040
wR = 0.106
Data-to-parameter ratio = 14.3
Details

Tetrakis[₃-4-nitro-N-(5-phenyl-1,3,4-oxadiazol-2-yl)benzamidato]tetrakis[methanolsodium(I)]

Guo-Jie Yin,^a ^* Qing Zhang ^a and Dong Li ^a

^aDepartment of Environment Engineering and Chemistry, Luoyang Institute of Science and Technology, 471023 Luoyang, People's Republic of China
Correspondence e-mail: yinguojie000000@yahoo.com.cn

In the title compound, [Na₄(C₁₅H₉N₄O₄)₄(CH₃OH)₄], the N₃O₃ environment around the Na⁺ ion is distorted octahedral. In the unit cell, four Na⁺ ions are bridged by four Schiff base anions, leading to a tetranuclear complex with -4 symmetry. O-HN hydrogen bonds between the methanol molecule and the Schiff base anion stabilize the structural set-up.

Related literature

For the preparation of 2-amino-5-phenyl-1,3,4-oxadiazole, see: Gibson (1962) and of N-(5-phenyl-1,3,4-oxadiazol-2-yl)-p-nitrobenzamide, see: Zhang et al. (2009). Organic ligands based on oxadiazole or carboxylate groups have both good coordination ability and diverse coordination modes, see: Hu et al. (2008).

Experimental

Crystal data

[Na₄(C₁₅H₉N₄O₄)₄(CH₄O)₄]
M_r = 1457.18
Tetragonal, I 4₁ /a
a = 15.6635 (2) Å
c = 27.1833 (6) Å
V = 6669.29 (18) Å³
Z = 4
Mo K radiation
= 0.13 mm^-1
T = 293 K
0.30 × 0.20 × 0.20 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004) T_min = 0.934, T_max = 1.000
15582 measured reflections
3413 independent reflections
2653 reflections with I > 2(I)
R_int = 0.027

Refinement

R[F² > 2(F²)] = 0.040
wR(F²) = 0.106
S = 1.02
3413 reflections
239 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.22 e Å^-3
_min = -0.22 e Å^-3

Table 1
Selected bond lengths (Å)

Na1-O5	2.3413 (14)
Na1-N1	2.3828 (15)
Na1-O1	2.3848 (13)
Na1-O1ⁱ	2.3972 (13)
Na1-N2ⁱⁱ	2.4127 (15)
Na1-N1ⁱⁱ	2.9859 (15)
Symmetry codes: (i) $[y+{\script{3\over 4}}, -x+{\script{5\over 4}}, -z+{\script{1\over 4}}]$ ; (ii) $[-y+{\script{5\over 4}}, x-{\script{3\over 4}}, -z+{\script{1\over 4}}]$ .

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; 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: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HP2035 ).

Acknowledgements

This work was supported by a start-up grant from Luoyang Institute of Science and Technology.

References

Bruker (2001). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Gibson, M. S. (1962). Tetrahedron, 18, 1377-1380.
Hu, T. L., Du, W. P., Hu, B. W., Li, J. R., Bu, X. H. & Cao, R. (2008). CrystEngComm, 10, 1037-1043.
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zhang, F. L., Hou, Y. H., Du, C. X. & Wu, Y. J. (2009). Dalton Trans. pp. 7359-7367.

metal-organic compounds

Tetrakis[3-4-nitro-N-(5-phenyl-1,3,4-oxadiazol-2-yl)benzamidato]tetrakis[methanolsodium(I)]