Table 1 Crystal data and structure refinement for compounds 1 (forms A and B), and 2–4
Compound
1-A
1-B
2
3
4
Formula
(C13H13N3OS)Ag(CH3CO2)
(C13H13N3OS)Ag (NO3) (C13H13N3OS)Ag(PF6) (C13H13N3OS)4Ag(BF4)(C4H8O)
Formula weight
Crystal system
Space group
426.24
Monoclinic
P21/c
4.3552(1)
19.5739(6)
18.4288(6)
90
95.12(2)
90
1564.75(8)
4
429.20
Triclinic
¯
P1
7.9094(2)
9.6883(3)
512.16
Orthorhombic
P212121
8.7396(2)
12.2836(2)
15.3536(3)
90
1304.08
Orthorhombic
Pca21
11.034(2)
32.057(6)
16.422(3)
90
90
90
5809(2)
4
Triclinic
P1
7.6567(4)
9.7852(4)
¯
˚
a/A
˚
b/A
˚
c/A
11.5435(5) 10.6752(3)
a/◦
b/◦
g /◦
73.77(1)
77.40(1)
75.77(1)
794.47(6)
2
1.782
1.417
428
8976
89.97(1)
69.83(1)
75.89(1)
741.53(4)
2
90
90
3
˚
V/A
1648.27(6)
4
Z
r
calc./mg m3
1.809
1.439
856
14 537
1.922
1.526
2.064
1.519
1.491
0.563
m/mm-1
F(000)
428
9809
1008
21 967
2688
36 273
Reflections
collected
Independent
reflections, Rint
No. of parameters
4130, 0.062
272
4591,
0.018
272
0.0282
0.0789
1.020
4302, 0.0182
4817,0.026
11 378, 0.116
260
243
684
Final R1 [I > 2s(I)] 0.0359
0.0278
0.0758
1.018
0.0255
0.0615
0.979
0.0941
0.2317
1.023
wR2 (all data)
0.1035
1.085
GOF on F2
3279 m (n(NH)). Mp 180 ◦C (decomp.). Anal. Calcd (%) for
C15H16N3O3SAg: C, 42.27; H, 3.78; N, 9.86. Found (%) C, 42.03;
H, 3.75; N, 9.91.
Notes and references
1 J. W. Steed, Chem. Soc. Rev., 2009, 38, 506.
2 P. D. Beer and S. R. Bayly, Top. Curr. Chem., 2005, 255, 125.
3 P. D. Beer and E. J. Hayes, Coord. Chem. Rev., 2003, 240, 167.
4 C. R. Rice, Coord. Chem. Rev., 2006, 250, 3190.
5 L. P. Harding, J. C. Jeffery, T. Riis-Johannessen, C. R. Rice and Z. T.
Zeng, Dalton Trans., 2004, 2396.
[Ag(L)](NO3) 2. Ligand L (30 mg, 0.115 mmol) was dissolved
in THF (2 ml) and added to a solution of silver nitrate (20 mg,
0.118 mmol) in H2O (2 ml). The mixture was left to slowly
evaporate for five days resulting in the formation of colourless
single crystals. IR (n/cm-1) 681, 760, 1304, 1387, 1535, 1578, 1608,
1709, 3129, 3278. Mp 180 ◦C (decomp.). Anal. Calcd (%) for
C13H13N4O4SAg: C, 36.40; H, 3.01; N, 13.10. Found (%) C, 36.30;
H, 3.07; N, 13.07.
6 J. L. Sessler, P. A. Gale and W.-S. Cho, Anion Receptor Chemistry,
Royal Society of Chemistry, Cambridge, UK, 2006.
7 P. A. Gale and R. Quesada, Coord. Chem. Rev., 2006, 250, 3219.
8 C. R. Bondy, P. A. Gale and S. J. Loeb, J. Am. Chem. Soc., 2004, 126,
5030.
9 P. A. Gale, Coord. Chem. Rev., 2003, 240, 191.
10 C. R. Bondy, P. A. Gale and S. J. Loeb, J. Supramol. Chem., 2002, 2,
93.
[Ag(L)](PF6) 3. Ligand L (30 mg, 0.115 mmol) was dissolved in
THF (2 ml) and added to a solution of silver hexafluorophosphate
(20 mg, 0.079 mmol) in H2O (2 ml). The mixture was left to slowly
11 C. R. Bondy, P. A. Gale and S. J. Loeb, Chem. Commun., 2001,
729.
12 S. Nieto, J. Pe´rez, V. Riera, D. Miguel and C. Alvarez, Chem. Commun.,
2005, 546.
evaporate for five days resulting in the formation of colourless
13 S. Nieto, J. Pe´rez, L. Riera, V. Riera and D. Miguel, Chem.–Eur. J.,
-1
=
single crystals. IR (n/cm ) 987 br (PF6), 1649 s (C O), 3308 br
2006, 12, 2244.
(NH), 3477 br (H2O). Anal. Calcd (%) for C13H12N3OSAgPF6: C,
30.42; H, 2.56; N, 8.11. Found (%) C, 30.50; H, 2.56; N, 8.22. Mass
511.16 (M + H).
14 S. Nieto, J. Pe´rez, L. Riera, V. Riera and D. Miguel, New J. Chem.,
2006, 30, 838.
15 J. Pe´rez and L. Riera, Chem. Commun., 2008, 533.
16 S. L. Renard, A. Franken, C. A. Kilner, J. D. Kennedy and M. A.
Halcrow, New J. Chem., 2002, 26, 1634.
17 X. M. Liu, C. A. Kilner and M. A. Halcrow, Chem. Commun., 2002,
704.
18 D. R. Turner, B. Smith, E. C. Spencer, A. E. Goeta, I. R. Evans, D. A.
Tocher, J. A. K. Howard and J. W. Steed, New J. Chem., 2005, 29, 90.
19 D. R. Turner, E. C. Spencer, J. A. K. Howard, D. A. Tocher and J. W.
Steed, Chem. Commun., 2004, 1352.
20 D. R. Turner, B. Smith, A. E. Goeta, I. R. Evans, D. A. Tocher, J. A. K.
Howard and J. W. Steed, CrystEngComm, 2004, 6, 633.
21 D. R. Turner, A. Pastor, M. Alajar´ın and J. W. Steed, Struct. Bonding,
2004, 108, 97.
[Ag(L)4](BF4)·thf 4. Ligand L (30 mg, 0.115 mmol) in THF
(2 ml) was mixed with a solution of silver tetrafluoroborate
(22.5 mg, 115 mmol) in THF : H2O (1 : 1 v/v, 2 ml) and the mixture
was allowed to evaporate resulting in the formation of colourless
single crystals. IR (n/cm-1) 1037 s (BF4), 1597, 1554, 1657, 3307 m
(NH), 3368 (m, NH). Anal. Calcd (%) for C52H52N12O4S4AgBF4:
C, 52.75; H, 4.43; N, 14.20. Found (%) C, 51.50; H, 4.43; N, 14.10.
22 K. J. Wallace, R. Daari, W. J. Belcher, L. O. Abouderbala, M. G.
Boutelle and J. W. Steed, J. Organomet. Chem., 2003, 666, 63.
23 G. Hennrich and E. V. Anslyn, Chem.–Eur. J., 2002, 8, 2218.
24 S. J. Dickson, S. C. G. Biagini and J. W. Steed, Chem. Commun., 2007,
4955.
25 S. J. Dickson, M. J. Paterson, C. E. Willans, K. M. Anderson and J. W.
Steed, Chem.–Eur. J., 2008, 14, 7296.
Acknowledgements
We thank Durham University, the Higher Education Commission
of Pakistan and the Charles Wallace Trust Pakistan for partial
funding. We are grateful to Mr Ian McKeagh for assistance in
NMR titrations and valuable discussions.
This journal is
The Royal Society of Chemistry 2009
Dalton Trans., 2009, 5708–5714 | 5713
©