Bis(3,5-di-tert-butyl-4H-1,2,4-triazol-4-amine-κN1)(nitrato-κO)silver(I) ethanol monosolvate monohydrate

Liu, Y.-M.; Chen, J.-H.; Yang, G.; Ng, S.W.

doi:10.1107/S1600536812019058

Volume 68
Part 6
Page m731
June 2012

Received 26 April 2012
Accepted 27 April 2012
Online 5 May 2012

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.007 Å
R = 0.054
wR = 0.091
Data-to-parameter ratio = 18.5
Details

Bis(3,5-di-tert-butyl-4H-1,2,4-triazol-4-amine-N¹)(nitrato-O)silver(I) ethanol monosolvate monohydrate

Ya-Mei Liu,^a Jing-Huo Chen,^a Guang Yang ^a and Seik Weng Ng ^b,^c ^*

^aDepartment of Chemistry, Zhengzhou University, Zhengzhou 450001, People's Republic of China,^bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, and ^cChemistry Department, Faculty of Science, King Abdulaziz University, PO Box 80203 Jeddah, Saudi Arabia
Correspondence e-mail: seikweng@um.edu.my

The Ag^I atom in the title compound, [Ag(NO₃)(C₁₀H₂₀N₄)₂]·C₂H₅OH·H₂O, is coordinated by the N atoms of two N-heterocycles [N-Ag-N = 151.5 (1)°]; the approximately linear coordination geometry is distorted into a T-shaped geometry owing to a long AgO_nitrate bond [2.717 (4) Å]. The N atoms of the N-heterocycles that are not involved in coordination point towards the lattice water molecule, which functions as a hydrogen-bond donor. The water molecule itself is a hydrogen-bond acceptor towards the ethanol solvent molecule. Hydrogen bonds of the type N-HO give rise to a layer motif parallel to (001).

Related literature

For the synthesis of the N-heterocycle, see: Yang et al. (2012).

Experimental

Crystal data

[Ag(NO₃)(C₁₀H₂₀N₄)₂]·C₂H₆O·H₂O
M_r = 626.56
Orthorhombic, P 2₁ 2₁ 2₁
a = 10.149 (2) Å
b = 14.802 (3) Å
c = 20.405 (4) Å
V = 3065.3 (11) Å³
Z = 4
Mo K radiation
= 0.70 mm^-1
T = 293 K
0.25 × 0.20 × 0.15 mm

Data collection

Rigaku R-AXIS RAPID IP diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) T_min = 0.844, T_max = 0.902
11760 measured reflections
6724 independent reflections
5767 reflections with I > 2(I)
R_int = 0.044

Refinement

R[F² > 2(F²)] = 0.054
wR(F²) = 0.091
S = 1.15
6724 reflections
363 parameters
7 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.28 e Å^-3
_min = -0.46 e Å^-3
Absolute structure: Flack (1983), 2227 Friedel pairs
Flack parameter: 0.48 (3)

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O4-H4O1w	0.85 (1)	1.94 (2)	2.772 (6)	167 (6)
O1w-H11N2	0.84 (1)	2.16 (2)	2.976 (5)	164 (6)
O1w-H12N6	0.84 (1)	2.08 (2)	2.915 (5)	171 (6)
N4-H41O1ⁱ	0.88 (1)	2.20 (2)	3.008 (6)	153 (4)
N4-H42O4ⁱⁱ	0.88 (1)	2.43 (2)	3.226 (6)	152 (4)
N8-H81O2ⁱⁱⁱ	0.88 (1)	2.27 (1)	3.144 (6)	171 (4)
N8-H82O4^iv	0.88 (1)	2.28 (2)	3.127 (7)	161 (6)
Symmetry codes: (i) $[-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) x-1, y, z; (iii) x+1, y, z; (iv) $[-x+2, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ .

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalClear (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU5525 ).

Acknowledgements

We thank Zhengzhou University of China and the Ministry of Higher Education of Malaysia (grant No. UM.C/HIR/MOHE/SC/12).

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan.
Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku/MSC (2002). CrystalClear. Rigaku/MSC Inc., The Woodlands, Texas, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.
Yang, G., Duan, P.-C., Shi, K.-G. & Raptis, R. G. (2012). Cryst. Growth Des. 12, 1882-1889.

metal-organic compounds

Bis(3,5-di-tert-butyl-4H-1,2,4-triazol-4-amine-N1)(nitrato-O)silver(I) ethanol monosolvate monohydrate