Bis(1,10-phenanthroline-5,6-dione-κ2N,N′)silver(I) 2-hy­droxy-3,5-dinitro­benzoate

Wang, S.-T.; Che, G.-B.; Liu, C.-B.; Wang, X.; Liu, L.

doi:10.1107/S1600536811053785

Volume 68
Part 1
Page m76
January 2012

Received 18 November 2011
Accepted 14 December 2011
Online 21 December 2011

Key indicators
Single-crystal X-ray study
T = 174 K
Mean (C-C) = 0.011 Å
R = 0.083
wR = 0.163
Data-to-parameter ratio = 11.3
Details

Bis(1,10-phenanthroline-5,6-dione-²N,N')silver(I) 2-hydroxy-3,5-dinitrobenzoate

Shen-Tang Wang,^a Guang-Bo Che,^a Chun-Bo Liu,^a ^* Xing Wang ^a and Ling Liu ^a

^aSchool of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, People's Republic of China
Correspondence e-mail: guangbocheujs@yahoo.com.cn

In the cation of the title salt, [Ag(C₁₂H₆N₂O₂)₂](C₇H₃N₂O₇), the Ag^I atom is coordinated in a distorted tetrahedral geometry by four N atoms from two 1,10-phenanthroline-5,6-dione ligands, while the 3,5-dinitrosalicylate anion has only a short contact [2.847 (6) Å] between one of its O atoms and the Ag^I atom. The dihedral angle between the two 1,10-phenanthroline-5,6-dione ligands is 58.4 (1)°. There is an intramolecular O-HO hydrogen bond in the 3,5-dinitrosalicylate anion.

Related literature

For general background to the structures and potential applications of supramolecular architectures with 1,10-phenantroline-5,6-dione and 3,5-dinitrosalicylic acid, see: Hiort et al. (1993); Song et al. (2007); Che et al. (2008); Onuegbu et al. (2009). For the synthesis of the 1,10-phenantroline-5,6-dione ligand, see: Dickeson & Sumers (1970).

Experimental

Crystal data

[Ag(C₁₂H₆N₂O₂)₂](C₇H₃N₂O₇)
M_r = 755.36
Monoclinic, P 2₁ /c
a = 11.757 (2) Å
b = 18.297 (4) Å
c = 13.223 (3) Å
= 103.91 (3)°
V = 2761.1 (11) Å³
Z = 4
Mo K radiation
= 0.81 mm^-1
T = 174 K
0.30 × 0.24 × 0.20 mm

Data collection

Bruker SMART diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2002) T_min = 0.780, T_max = 0.910
12726 measured reflections
5059 independent reflections
3914 reflections with I > 2(I)
R_int = 0.052

Refinement

R[F² > 2(F²)] = 0.083
wR(F²) = 0.163
S = 1.11
5013 reflections
442 parameters
22 restraints
H-atom parameters constrained
_max = 1.11 e Å^-3
_min = -0.72 e Å^-3

Table 1
Selected bond lengths (Å)

Ag1-N1	2.400 (6)
Ag1-N2	2.351 (6)
Ag1-N3	2.337 (6)
Ag1-N4	2.377 (6)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O7-H7O8	0.82	1.71	2.457 (9)	151

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); 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) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: VN2025 ).

Acknowledgements

The authors thank Jiangsu University for supporting this work.

References

Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (2002). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Che, G. B., Liu, C. B., Liu, B., Wang, Q. W. & Xu, Z. L. (2008). CrystEngComm, 10, 184-191.
Dickeson, J. E. & Sumers, L. A. (1970). Aust. J. Chem. 23, 1023-1027.
Hiort, C., Lincoln, P. & Norden, B. (1993). J. Am. Chem. Soc. 115, 3448-3454.
Onuegbu, J., Butcher, R. J., Hosten, C., Udeochu, U. C. & Bakare, O. (2009). Acta Cryst. E65, m1119-m1120.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Song, W.-D., Guo, X.-X. & Zhang, C.-H. (2007). Acta Cryst. E63, m399-m401.

metal-organic compounds

Bis(1,10-phenanthroline-5,6-dione-2N,N')silver(I) 2-hydroxy-3,5-dinitrobenzoate