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Acta Cryst. (2007). E63, m3076-m3077    [ doi:10.1107/S1600536807058837 ]

Di-[mu]-thiocyanato-bis[bis(tri-p-tolylphosphine)silver(I)] acetonitrile disolvate

G. J. S. Venter, R. Meijboom and A. Roodt

Abstract top

In the centrosymmetric title compound, [Ag2(NCS)2(C21H21P)4]·2CH3CN, the Ag atom is coordinated by two phosphine ligands and two bridging thiocyanate ligands in a distorted tetrahedral configuration. The Ag-P bond distances are 2.4615 (7) and 2.5091 (7) Å, while the Ag-N and the Ag-S bond distances are 2.364 (2) and 2.3269 (18) Å, respectively. The crystal structure exhibits C-H...S hydrogen bonds.

Comment top

Silver(I) complexes of the type [AgLnX] (L is a tertiary phosphine or arsine, n = 1–4 and X is a coordinating or noncoordinating anion) were first prepared by Mann et al. (1937) and were the first crystallographic examples of metal phosphine complexes. These compounds display a rich diversity of structural types due to the interplay of parameters such as the geometric flexibility of Ag(I), the bite angle, the electronic properties of the group 15 donor ligand, the coordination of the supporting ligand, etc. (Meijboom et al., 2008).

We recently embarked on a structural research project aimed at the identification which roles the above mentioned properties play during the crystallization of simple silver(I) salts with Group 15 donor ligands. Initial focus on tri-p-tolylphosphine complexes (Meijboom et al., 2006; Meijboom, 2006; Meijboom & Muller, 2006; Venter et al., 2006; Meijboom, 2007) enable us to compare these structures with the isosteric triphenylphosphine complexes.

As part of the above mentioned series, we present here the title compound, (I), a silver(I) bis[tri(p-tolyl)phosphine] complex, of which only relatively few examples can be found in the literature [Cambridge Structural Database (CSD), Version 5.28, November 2006 update; Allen, 2002].

The Ag atom in compound (I) is surrounded by two phosphine ligands as well as an N and a S atom of two different thiocyanate ligands, forming a distorted tetrahedral configuration; selected geometric parameters are given in Table 1. The thiocyanate ligands form bridges to give a dimeric structure. In addition, some weak inter- and intramolecular interactions are observed (Table 2). All bond distances and angles are otherwise unremarkable.

Related literature top

For a general introduction to the coordination chemistry of silver phosphine complexes, see: Meijboom et al. (2008). For the original preparation of silver phosphine complexes, see: Mann et al. (1937). For related silver(I) thiocyanate complexes, see: Bowmaker et al. (1997); Effendy et al. (2005). For related silver(I) tri-p-tolylphosphine complexes, see: Meijboom et al. (2006); Meijboom (2006, 2007); Meijboom & Muller (2006); Venter et al. (2006)7. For related literature, see: Allen (2002); Mann et al. (1937).

Experimental top

The title compound was synthesized by heating one equivalent of P(p-tol)3 (0.324 g, 1.06 mmol) with AgSCN (0.176 g, 1.06 mmol) in acetonitrile (10.0 ml) under reflux. Recrystallization from acetone produced white crystals suitable for X-ray diffraction in quantitative yield (0.486 g, 97.1%).

Refinement top

H atoms were positioned geometrically and refined using a riding model, with fixed C—H distances of 0.93 Å (CH) [Uiso(H) = 1.2Ueq] and 0.96 Å (CH3) [Uiso(H) = 1.5Ueq]. The highest residual peak is 0.95 e located 0.78 Å from atom Ag and the deepest hole −0.62 e, 0.75 Å from Ag. A Hirschfield test failure appeared in the structure validation. Using a disordered model the U values of the Ag atoms were refined to an 98.6% occupancy, allowing the structure to pass the Hirschfield test.

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus and XPREP (Bruker 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. The structure (I), showing 30% probability displacement ellipsoids. H atoms have been omitted for clarity. For the C atoms, the first digit indicates ring number and the second digit indicates the position of the atom in the ring. Primed atoms were generated by symmetry (1 − x, 1 − y, 1 − z).
Di-µ-thiocyanato-bis[bis(tri-p-tolylphosphine)silver(I)] acetonitrile disolvate top
Crystal data top
[Ag2(NCS)2(C21H21P)4]·2C2H3NZ = 1
Mr = 1631.49F000 = 844
Triclinic, P1Dx = 1.322 Mg m−3
Hall symbol: -P 1Mo Kα radiation
λ = 0.71073 Å
a = 10.8842 (5) ÅCell parameters from 5879 reflections
b = 13.8418 (7) Åθ = 2.3–23.8º
c = 15.4048 (8) ŵ = 0.65 mm−1
α = 75.839 (3)ºT = 100 (2) K
β = 69.345 (2)ºCuboid, colourless
γ = 72.833 (2)º0.43 × 0.28 × 0.18 mm
V = 2049.11 (18) Å3
Data collection top
Bruker APEXII CCD area-detector
diffractometer		10186 independent reflections
Monochromator: graphite7349 reflections with I > 2σ(I)
Detector resolution: 0 pixels mm-1Rint = 0.037
T = 100(2) Kθmax = 28.4º
ω and φ scansθmin = 1.9º
Absorption correction: multi-scan
(SADABS; Bruker, 2004)		h = −14→14
Tmin = 0.766, Tmax = 0.891k = −18→18
41388 measured reflectionsl = −20→20
Refinement top
Refinement on F2H-atom parameters constrained
Least-squares matrix: full  w = 1/[σ2(Fo2) + (0.0549P)2 + 1.0074P]
where P = (Fo2 + 2Fc2)/3
R[F2 > 2σ(F2)] = 0.043(Δ/σ)max = 0.002
wR(F2) = 0.121Δρmax = 0.95 e Å−3
S = 1.03Δρmin = −0.62 e Å−3
10186 reflectionsExtinction correction: none
467 parameters
Crystal data top
[Ag2(NCS)2(C21H21P)4]·2C2H3Nγ = 72.833 (2)º
Mr = 1631.49V = 2049.11 (18) Å3
Triclinic, P1Z = 1
a = 10.8842 (5) ÅMo Kα
b = 13.8418 (7) ŵ = 0.65 mm−1
c = 15.4048 (8) ÅT = 100 (2) K
α = 75.839 (3)º0.43 × 0.28 × 0.18 mm
β = 69.345 (2)º
Data collection top
Bruker APEXII CCD area-detector
diffractometer		10186 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2004)		7349 reflections with I > 2σ(I)
Tmin = 0.766, Tmax = 0.891Rint = 0.037
41388 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.043467 parameters
wR(F2) = 0.121H-atom parameters constrained
S = 1.03Δρmax = 0.95 e Å−3
10186 reflectionsΔρmin = −0.62 e Å−3
Special details top

Experimental. The intensity data was collected on a Bruker X8 Apex II 4 K Kappa CCD diffractometer using an exposure time of 10 s/frame. A total of 1408 frames were collected with a frame width of 0.5° covering up to θ = 28.36° with 99.3% completeness accomplished.

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
N010.8035 (8)0.8517 (7)0.2119 (5)0.181 (3)
C020.8093 (6)0.7898 (6)0.2777 (6)0.123 (2)
C010.8191 (6)0.7107 (6)0.3612 (5)0.139 (2)
H01A0.81710.64480.34940.209*
H01B0.74280.73070.41590.209*
H01C0.90380.70430.37350.209*
P10.45861 (8)0.33722 (6)0.33462 (5)0.04830 (18)
P20.33522 (8)0.65463 (6)0.22390 (5)0.04649 (17)
Ag0.44006 (2)0.522764 (16)0.332532 (15)0.05329 (9)
N0.3217 (3)0.5219 (2)0.49407 (18)0.0596 (6)
S0.32370 (9)0.45764 (9)0.68088 (6)0.0755 (3)
C0.3244 (3)0.4944 (2)0.5702 (2)0.0517 (7)
C1110.3066 (3)0.3150 (2)0.32640 (19)0.0498 (7)
C1120.3026 (4)0.2392 (3)0.2849 (2)0.0657 (9)
H1120.38420.1940.25650.079*
C1130.1803 (4)0.2281 (3)0.2841 (3)0.0740 (10)
H1130.18010.17480.25530.089*
C1140.0598 (3)0.2916 (3)0.3235 (3)0.0645 (9)
C1150.0640 (4)0.3680 (3)0.3641 (3)0.0715 (10)
H115−0.01780.41380.39120.086*
C1160.1839 (3)0.3799 (3)0.3665 (2)0.0642 (8)
H1160.18320.43290.39590.077*
C117−0.0723 (4)0.2789 (4)0.3219 (3)0.0927 (13)
H11A−0.05460.23180.27840.139*
H11B−0.12560.34550.30120.139*
H11C−0.12260.2510.38510.139*
C1210.5996 (3)0.2773 (2)0.2425 (2)0.0489 (6)
C1220.6476 (3)0.1721 (2)0.2459 (2)0.0636 (8)
H1220.60480.12720.29750.076*
C1230.7569 (4)0.1320 (3)0.1748 (3)0.0730 (10)
H1230.78760.05980.17840.088*
C1240.8224 (3)0.1942 (3)0.0990 (3)0.0692 (9)
C1250.7767 (3)0.2984 (3)0.0961 (2)0.0647 (8)
H1250.82130.34280.0450.078*
C1260.6662 (3)0.3398 (2)0.1666 (2)0.0551 (7)
H1260.63590.4120.16270.066*
C1270.9419 (5)0.1491 (4)0.0214 (3)0.1131 (17)
H12A0.96290.07420.03720.17*
H12B1.02030.17450.01480.17*
H12C0.91980.1692−0.03790.17*
C1310.4852 (3)0.2517 (2)0.44051 (19)0.0495 (6)
C1320.4380 (5)0.1640 (3)0.4788 (3)0.0909 (14)
H1320.38380.14620.45120.109*
C1330.4684 (5)0.1014 (3)0.5567 (3)0.0928 (14)
H1330.43560.04080.58110.111*
C1340.5437 (4)0.1239 (3)0.5997 (2)0.0649 (9)
C1350.5942 (4)0.2076 (3)0.5603 (3)0.0726 (10)
H1350.6510.22340.5870.087*
C1360.5653 (3)0.2713 (3)0.4818 (3)0.0677 (9)
H1360.60220.33010.45630.081*
C1370.5763 (5)0.0539 (3)0.6853 (3)0.0930 (14)
H13A0.63590.08030.7040.14*
H13B0.6215−0.01510.67010.14*
H13C0.49270.05130.73720.14*
C2110.4437 (3)0.7267 (2)0.12818 (19)0.0473 (6)
C2120.4250 (3)0.7632 (2)0.0403 (2)0.0551 (7)
H2120.35790.74490.02560.066*
C2130.5037 (4)0.8261 (3)−0.0262 (2)0.0642 (9)
H2130.48950.8503−0.08590.077*
C2140.6017 (4)0.8542 (3)−0.0077 (2)0.0619 (8)
C2150.6228 (4)0.8157 (3)0.0789 (2)0.0670 (9)
H2150.6920.83230.09260.08*
C2160.5443 (3)0.7530 (2)0.1462 (2)0.0591 (8)
H2160.560.72790.20540.071*
C2170.6843 (5)0.9264 (3)−0.0789 (3)0.0908 (13)
H21A0.69120.977−0.04710.136*
H21B0.64010.9616−0.12730.136*
H21C0.77480.8872−0.10830.136*
C2210.2629 (3)0.5939 (2)0.16666 (19)0.0477 (6)
C2220.1265 (3)0.6102 (3)0.1810 (2)0.0644 (8)
H2220.06550.66340.21430.077*
C2230.0773 (4)0.5504 (3)0.1475 (3)0.0724 (9)
H223−0.01720.56340.15840.087*
C2240.1611 (4)0.4726 (3)0.0990 (2)0.0675 (9)
C2250.2979 (4)0.4586 (3)0.0817 (3)0.0719 (10)
H2250.35880.40760.04570.086*
C2260.3483 (4)0.5174 (3)0.1158 (2)0.0636 (8)
H2260.4430.5050.10410.076*
C2270.1079 (6)0.4033 (4)0.0663 (4)0.1025 (15)
H22A0.10840.42910.0010.154*
H22B0.01540.40180.10620.154*
H22C0.16530.33390.07040.154*
C2310.1978 (3)0.7558 (2)0.27808 (19)0.0471 (6)
C2320.1569 (3)0.8513 (2)0.2292 (2)0.0623 (8)
H2320.19860.86590.16340.075*
C2330.0550 (4)0.9258 (3)0.2755 (3)0.0700 (9)
H2330.02840.99080.24050.084*
C234−0.0082 (3)0.9086 (3)0.3703 (2)0.0612 (8)
C2350.0337 (4)0.8138 (3)0.4184 (2)0.0696 (9)
H235−0.00860.79960.48410.084*
C2360.1356 (4)0.7384 (2)0.3739 (2)0.0625 (8)
H2360.1630.67410.40960.075*
C237−0.1194 (4)0.9897 (3)0.4205 (3)0.0917 (13)
H23A−0.08121.02640.44780.138*
H23B−0.18680.95720.47050.138*
H23C−0.16231.03810.37560.138*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
N010.176 (6)0.208 (8)0.162 (7)−0.054 (6)−0.043 (5)−0.035 (6)
C020.085 (3)0.152 (6)0.142 (6)−0.040 (4)−0.012 (4)−0.058 (5)
C010.119 (5)0.161 (6)0.135 (5)−0.059 (4)−0.002 (4)−0.040 (5)
P10.0595 (4)0.0380 (4)0.0417 (4)−0.0077 (3)−0.0149 (3)−0.0009 (3)
P20.0560 (4)0.0399 (4)0.0413 (4)−0.0059 (3)−0.0193 (3)−0.0018 (3)
Ag0.06801 (16)0.04370 (13)0.04507 (13)−0.00633 (10)−0.02247 (11)−0.00144 (9)
N0.0651 (16)0.0592 (16)0.0476 (15)−0.0068 (13)−0.0157 (12)−0.0075 (12)
S0.0586 (5)0.1111 (8)0.0462 (4)−0.0207 (5)−0.0171 (4)0.0101 (5)
C0.0435 (15)0.0527 (17)0.0484 (16)−0.0051 (12)−0.0091 (12)−0.0039 (13)
C1110.0601 (17)0.0421 (15)0.0406 (14)−0.0082 (13)−0.0152 (13)0.0004 (12)
C1120.0627 (19)0.064 (2)0.072 (2)−0.0011 (16)−0.0241 (17)−0.0237 (17)
C1130.076 (2)0.074 (2)0.083 (3)−0.0118 (19)−0.032 (2)−0.026 (2)
C1140.0611 (19)0.061 (2)0.066 (2)−0.0133 (16)−0.0229 (17)0.0034 (16)
C1150.0570 (19)0.061 (2)0.081 (2)−0.0087 (16)−0.0077 (17)−0.0101 (18)
C1160.066 (2)0.0511 (18)0.068 (2)−0.0124 (15)−0.0085 (16)−0.0139 (16)
C1170.074 (3)0.093 (3)0.114 (4)−0.024 (2)−0.036 (2)−0.007 (3)
C1210.0548 (16)0.0432 (15)0.0455 (15)−0.0058 (12)−0.0181 (13)−0.0039 (12)
C1220.070 (2)0.0471 (18)0.065 (2)−0.0076 (15)−0.0195 (17)−0.0023 (15)
C1230.073 (2)0.055 (2)0.085 (3)0.0096 (17)−0.029 (2)−0.0220 (19)
C1240.0568 (19)0.084 (3)0.061 (2)0.0048 (18)−0.0210 (16)−0.0220 (19)
C1250.0622 (19)0.072 (2)0.0479 (17)−0.0096 (17)−0.0127 (15)−0.0012 (15)
C1260.0617 (18)0.0489 (17)0.0495 (16)−0.0082 (14)−0.0196 (14)−0.0002 (13)
C1270.083 (3)0.135 (4)0.086 (3)0.023 (3)−0.008 (2)−0.040 (3)
C1310.0613 (17)0.0409 (15)0.0428 (14)−0.0126 (13)−0.0146 (13)−0.0010 (12)
C1320.143 (4)0.090 (3)0.073 (2)−0.071 (3)−0.063 (3)0.028 (2)
C1330.149 (4)0.080 (3)0.075 (2)−0.066 (3)−0.060 (3)0.031 (2)
C1340.096 (3)0.0499 (18)0.0531 (18)−0.0127 (17)−0.0352 (18)−0.0015 (14)
C1350.075 (2)0.075 (2)0.074 (2)−0.0207 (19)−0.0414 (19)0.0083 (19)
C1360.064 (2)0.066 (2)0.073 (2)−0.0252 (17)−0.0310 (18)0.0156 (17)
C1370.148 (4)0.068 (2)0.072 (2)−0.022 (3)−0.062 (3)0.013 (2)
C2110.0540 (16)0.0425 (15)0.0416 (14)−0.0061 (12)−0.0154 (12)−0.0048 (11)
C2120.0676 (19)0.0540 (18)0.0439 (15)−0.0122 (15)−0.0212 (14)−0.0037 (13)
C2130.087 (2)0.0565 (19)0.0389 (15)−0.0092 (17)−0.0183 (16)−0.0004 (14)
C2140.071 (2)0.0533 (18)0.0509 (17)−0.0140 (16)−0.0068 (16)−0.0083 (14)
C2150.068 (2)0.070 (2)0.065 (2)−0.0237 (17)−0.0210 (17)−0.0043 (17)
C2160.070 (2)0.0566 (18)0.0508 (17)−0.0150 (15)−0.0249 (15)0.0020 (14)
C2170.107 (3)0.081 (3)0.067 (2)−0.038 (2)0.000 (2)0.001 (2)
C2210.0601 (17)0.0393 (14)0.0428 (14)−0.0066 (12)−0.0210 (13)−0.0024 (11)
C2220.0615 (19)0.070 (2)0.063 (2)−0.0094 (16)−0.0188 (16)−0.0194 (17)
C2230.069 (2)0.085 (3)0.071 (2)−0.024 (2)−0.0254 (18)−0.013 (2)
C2240.098 (3)0.0537 (19)0.062 (2)−0.0219 (19)−0.042 (2)0.0025 (16)
C2250.094 (3)0.0519 (19)0.075 (2)0.0012 (18)−0.040 (2)−0.0207 (17)
C2260.0651 (19)0.0539 (19)0.074 (2)0.0008 (15)−0.0301 (17)−0.0170 (16)
C2270.147 (4)0.080 (3)0.113 (4)−0.039 (3)−0.073 (3)−0.008 (3)
C2310.0554 (16)0.0427 (15)0.0426 (14)−0.0084 (12)−0.0186 (12)−0.0034 (11)
C2320.068 (2)0.0521 (18)0.0522 (17)−0.0075 (15)−0.0128 (15)0.0028 (14)
C2330.072 (2)0.0428 (17)0.078 (2)−0.0015 (15)−0.0184 (19)−0.0009 (16)
C2340.0607 (18)0.0525 (18)0.071 (2)−0.0077 (15)−0.0196 (17)−0.0173 (16)
C2350.082 (2)0.067 (2)0.0473 (17)−0.0051 (18)−0.0132 (17)−0.0112 (16)
C2360.081 (2)0.0491 (18)0.0478 (17)−0.0027 (16)−0.0214 (16)−0.0030 (14)
C2370.084 (3)0.071 (3)0.103 (3)0.002 (2)−0.011 (2)−0.031 (2)
Geometric parameters (Å, °) top
N01—C021.163 (9)C133—H1330.95
C02—C011.485 (9)C134—C1351.345 (5)
C01—H01A0.98C134—C1371.519 (4)
C01—H01B0.98C135—C1361.387 (5)
C01—H01C0.98C135—H1350.95
P1—C1111.821 (3)C136—H1360.95
P1—C1311.825 (3)C137—H13A0.98
P1—C1211.829 (3)C137—H13B0.98
P1—Ag2.5091 (8)C137—H13C0.98
P2—C2111.820 (3)C211—C2161.381 (4)
P2—C2211.830 (3)C211—C2121.389 (4)
P2—C2311.830 (3)C212—C2131.388 (4)
P2—Ag2.4612 (7)C212—H2120.95
Ag—N2.363 (3)C213—C2141.372 (5)
Ag—Si2.5955 (10)C213—H2130.95
N—C1.149 (4)C214—C2151.383 (5)
S—C1.653 (3)C214—C2171.520 (5)
S—Agi2.5955 (9)C215—C2161.389 (5)
C111—C1121.373 (4)C215—H2150.95
C111—C1161.398 (4)C216—H2160.95
C112—C1131.390 (5)C217—H21A0.98
C112—H1120.95C217—H21B0.98
C113—C1141.371 (5)C217—H21C0.98
C113—H1130.95C221—C2221.378 (4)
C114—C1151.372 (5)C221—C2261.382 (4)
C114—C1171.510 (5)C222—C2231.380 (5)
C115—C1161.376 (5)C222—H2220.95
C115—H1150.95C223—C2241.372 (5)
C116—H1160.95C223—H2230.95
C117—H11A0.98C224—C2251.379 (5)
C117—H11B0.98C224—C2271.511 (5)
C117—H11C0.98C225—C2261.383 (5)
C121—C1261.385 (4)C225—H2250.95
C121—C1221.390 (4)C226—H2260.95
C122—C1231.381 (5)C227—H22A0.98
C122—H1220.95C227—H22B0.98
C123—C1241.377 (5)C227—H22C0.98
C123—H1230.95C231—C2361.383 (4)
C124—C1251.375 (5)C231—C2321.383 (4)
C124—C1271.516 (5)C232—C2331.390 (5)
C125—C1261.389 (5)C232—H2320.95
C125—H1250.95C233—C2341.370 (5)
C126—H1260.95C233—H2330.95
C127—H12A0.98C234—C2351.373 (5)
C127—H12B0.98C234—C2371.512 (5)
C127—H12C0.98C235—C2361.386 (5)
C131—C1361.362 (4)C235—H2350.95
C131—C1321.375 (4)C236—H2360.95
C132—C1331.379 (5)C237—H23A0.98
C132—H1320.95C237—H23B0.98
C133—C1341.357 (5)C237—H23C0.98
N01—C02—C01179.1 (7)C135—C134—C137121.4 (3)
C02—C01—H01A109.5C133—C134—C137121.3 (3)
C02—C01—H01B109.5C134—C135—C136121.6 (3)
H01A—C01—H01B109.5C134—C135—H135119.2
C02—C01—H01C109.5C136—C135—H135119.2
H01A—C01—H01C109.5C131—C136—C135121.5 (3)
H01B—C01—H01C109.5C131—C136—H136119.2
C111—P1—C131104.29 (13)C135—C136—H136119.2
C111—P1—C121106.51 (13)C134—C137—H13A109.5
C131—P1—C121101.71 (13)C134—C137—H13B109.5
C111—P1—Ag112.36 (10)H13A—C137—H13B109.5
C131—P1—Ag115.15 (10)C134—C137—H13C109.5
C121—P1—Ag115.59 (10)H13A—C137—H13C109.5
C211—P2—C221105.03 (13)H13B—C137—H13C109.5
C211—P2—C231102.62 (13)C216—C211—C212118.1 (3)
C221—P2—C231106.15 (13)C216—C211—P2118.0 (2)
C211—P2—Ag117.54 (9)C212—C211—P2123.7 (2)
C221—P2—Ag109.03 (9)C213—C212—C211120.4 (3)
C231—P2—Ag115.44 (9)C213—C212—H212119.8
N—Ag—P2115.81 (7)C211—C212—H212119.8
N—Ag—P195.55 (7)C214—C213—C212121.6 (3)
P2—Ag—P1119.75 (3)C214—C213—H213119.2
N—Ag—Si103.43 (7)C212—C213—H213119.2
P2—Ag—Si112.43 (3)C213—C214—C215118.0 (3)
P1—Ag—Si107.61 (3)C213—C214—C217121.7 (3)
C—N—Ag147.5 (2)C215—C214—C217120.3 (4)
C—S—Agi100.60 (11)C214—C215—C216121.0 (3)
N—C—S178.2 (3)C214—C215—H215119.5
C112—C111—C116117.5 (3)C216—C215—H215119.5
C112—C111—P1125.4 (2)C211—C216—C215120.9 (3)
C116—C111—P1117.2 (2)C211—C216—H216119.5
C111—C112—C113120.5 (3)C215—C216—H216119.5
C111—C112—H112119.7C214—C217—H21A109.5
C113—C112—H112119.7C214—C217—H21B109.5
C114—C113—C112122.0 (3)H21A—C217—H21B109.5
C114—C113—H113119C214—C217—H21C109.5
C112—C113—H113119H21A—C217—H21C109.5
C113—C114—C115117.4 (3)H21B—C217—H21C109.5
C113—C114—C117121.5 (4)C222—C221—C226117.7 (3)
C115—C114—C117121.1 (3)C222—C221—P2123.9 (2)
C114—C115—C116121.6 (3)C226—C221—P2117.9 (2)
C114—C115—H115119.2C221—C222—C223120.9 (3)
C116—C115—H115119.2C221—C222—H222119.5
C115—C116—C111121.0 (3)C223—C222—H222119.5
C115—C116—H116119.5C224—C223—C222121.8 (4)
C111—C116—H116119.5C224—C223—H223119.1
C114—C117—H11A109.5C222—C223—H223119.1
C114—C117—H11B109.5C223—C224—C225117.3 (3)
H11A—C117—H11B109.5C223—C224—C227122.3 (4)
C114—C117—H11C109.5C225—C224—C227120.4 (4)
H11A—C117—H11C109.5C224—C225—C226121.4 (3)
H11B—C117—H11C109.5C224—C225—H225119.3
C126—C121—C122117.7 (3)C226—C225—H225119.3
C126—C121—P1118.6 (2)C221—C226—C225120.9 (3)
C122—C121—P1123.7 (2)C221—C226—H226119.5
C123—C122—C121120.6 (3)C225—C226—H226119.5
C123—C122—H122119.7C224—C227—H22A109.5
C121—C122—H122119.7C224—C227—H22B109.5
C124—C123—C122121.6 (3)H22A—C227—H22B109.5
C124—C123—H123119.2C224—C227—H22C109.5
C122—C123—H123119.2H22A—C227—H22C109.5
C125—C124—C123118.0 (3)H22B—C227—H22C109.5
C125—C124—C127121.0 (4)C236—C231—C232117.8 (3)
C123—C124—C127121.0 (4)C236—C231—P2118.6 (2)
C124—C125—C126121.0 (3)C232—C231—P2123.5 (2)
C124—C125—H125119.5C231—C232—C233120.5 (3)
C126—C125—H125119.5C231—C232—H232119.8
C121—C126—C125121.0 (3)C233—C232—H232119.8
C121—C126—H126119.5C234—C233—C232122.0 (3)
C125—C126—H126119.5C234—C233—H233119
C124—C127—H12A109.5C232—C233—H233119
C124—C127—H12B109.5C233—C234—C235117.1 (3)
H12A—C127—H12B109.5C233—C234—C237121.9 (3)
C124—C127—H12C109.5C235—C234—C237121.0 (3)
H12A—C127—H12C109.5C234—C235—C236122.0 (3)
H12B—C127—H12C109.5C234—C235—H235119
C136—C131—C132116.7 (3)C236—C235—H235119
C136—C131—P1118.3 (2)C231—C236—C235120.6 (3)
C132—C131—P1124.9 (2)C231—C236—H236119.7
C131—C132—C133120.8 (3)C235—C236—H236119.7
C131—C132—H132119.6C234—C237—H23A109.5
C133—C132—H132119.6C234—C237—H23B109.5
C134—C133—C132122.1 (3)H23A—C237—H23B109.5
C134—C133—H133119C234—C237—H23C109.5
C132—C133—H133119H23A—C237—H23C109.5
C135—C134—C133117.2 (3)H23B—C237—H23C109.5
C211—P2—Ag—N134.40 (13)C136—C131—C132—C1331.7 (7)
C221—P2—Ag—N−106.31 (13)P1—C131—C132—C133177.0 (4)
C231—P2—Ag—N13.01 (13)C131—C132—C133—C1341.0 (8)
C211—P2—Ag—P1−112.01 (11)C132—C133—C134—C135−3.4 (7)
C221—P2—Ag—P17.28 (11)C132—C133—C134—C137−179.9 (5)
C231—P2—Ag—P1126.61 (11)C133—C134—C135—C1363.1 (6)
C211—P2—Ag—Si15.79 (11)C137—C134—C135—C136179.6 (4)
C221—P2—Ag—Si135.08 (10)C132—C131—C136—C135−1.9 (6)
C231—P2—Ag—Si−105.59 (11)P1—C131—C136—C135−177.6 (3)
C111—P1—Ag—N82.47 (12)C134—C135—C136—C131−0.5 (6)
C131—P1—Ag—N−36.74 (13)C221—P2—C211—C216−159.2 (2)
C121—P1—Ag—N−155.00 (12)C231—P2—C211—C21690.0 (3)
C111—P1—Ag—P2−41.54 (10)Ag—P2—C211—C216−37.8 (3)
C131—P1—Ag—P2−160.75 (11)C221—P2—C211—C21225.7 (3)
C121—P1—Ag—P280.99 (11)C231—P2—C211—C212−85.1 (3)
C111—P1—Ag—Si−171.52 (10)Ag—P2—C211—C212147.1 (2)
C131—P1—Ag—Si69.27 (11)C216—C211—C212—C213−1.4 (5)
C121—P1—Ag—Si−48.99 (10)P2—C211—C212—C213173.6 (2)
P2—Ag—N—C−164.1 (4)C211—C212—C213—C2140.0 (5)
P1—Ag—N—C69.0 (5)C212—C213—C214—C2151.7 (5)
Si—Ag—N—C−40.6 (5)C212—C213—C214—C217−177.5 (3)
C131—P1—C111—C112−85.8 (3)C213—C214—C215—C216−2.0 (5)
C121—P1—C111—C11221.3 (3)C217—C214—C215—C216177.3 (4)
Ag—P1—C111—C112148.9 (3)C212—C211—C216—C2151.2 (5)
C131—P1—C111—C11693.6 (3)P2—C211—C216—C215−174.2 (3)
C121—P1—C111—C116−159.3 (2)C214—C215—C216—C2110.6 (5)
Ag—P1—C111—C116−31.8 (3)C211—P2—C221—C222−120.2 (3)
C116—C111—C112—C113−0.4 (5)C231—P2—C221—C222−12.0 (3)
P1—C111—C112—C113178.9 (3)Ag—P2—C221—C222113.0 (3)
C111—C112—C113—C1140.4 (6)C211—P2—C221—C22668.5 (3)
C112—C113—C114—C1150.3 (6)C231—P2—C221—C226176.7 (2)
C112—C113—C114—C117179.8 (4)Ag—P2—C221—C226−58.3 (3)
C113—C114—C115—C116−0.9 (5)C226—C221—C222—C2231.6 (5)
C117—C114—C115—C116179.5 (4)P2—C221—C222—C223−169.7 (3)
C114—C115—C116—C1110.8 (5)C221—C222—C223—C2240.1 (6)
C112—C111—C116—C115−0.2 (5)C222—C223—C224—C225−2.3 (5)
P1—C111—C116—C115−179.5 (3)C222—C223—C224—C227176.9 (4)
C111—P1—C121—C126110.7 (2)C223—C224—C225—C2263.0 (5)
C131—P1—C121—C126−140.3 (2)C227—C224—C225—C226−176.2 (3)
Ag—P1—C121—C126−14.9 (3)C222—C221—C226—C225−0.9 (5)
C111—P1—C121—C122−71.8 (3)P2—C221—C226—C225171.0 (3)
C131—P1—C121—C12237.1 (3)C224—C225—C226—C221−1.5 (5)
Ag—P1—C121—C122162.6 (2)C211—P2—C231—C236−147.7 (3)
C126—C121—C122—C123−0.9 (5)C221—P2—C231—C236102.3 (3)
P1—C121—C122—C123−178.3 (3)Ag—P2—C231—C236−18.6 (3)
C121—C122—C123—C1240.4 (6)C211—P2—C231—C23228.9 (3)
C122—C123—C124—C1250.6 (6)C221—P2—C231—C232−81.1 (3)
C122—C123—C124—C127−179.8 (4)Ag—P2—C231—C232158.0 (2)
C123—C124—C125—C126−1.2 (5)C236—C231—C232—C233−1.0 (5)
C127—C124—C125—C126179.3 (4)P2—C231—C232—C233−177.6 (3)
C122—C121—C126—C1250.4 (5)C231—C232—C233—C2340.1 (6)
P1—C121—C126—C125178.0 (2)C232—C233—C234—C2350.3 (6)
C124—C125—C126—C1210.7 (5)C232—C233—C234—C237−179.7 (4)
C111—P1—C131—C136−160.5 (3)C233—C234—C235—C2360.2 (6)
C121—P1—C131—C13688.9 (3)C237—C234—C235—C236−179.8 (4)
Ag—P1—C131—C136−36.9 (3)C232—C231—C236—C2351.4 (5)
C111—P1—C131—C13224.2 (4)P2—C231—C236—C235178.2 (3)
C121—P1—C131—C132−86.4 (4)C234—C235—C236—C231−1.1 (6)
Ag—P1—C131—C132147.8 (3)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C01—H01A···Si0.982.593.443 (6)146
Symmetry codes: (i) −x+1, −y+1, −z+1.
Table 1
Selected geometric parameters (Å, °) top
P1—Ag2.5091 (8)N—C1.149 (4)
P2—Ag2.4612 (7)S—C1.653 (3)
Ag—N2.363 (3)S—Agi2.5955 (9)
N—Ag—P195.55 (7)P1—Ag—Si107.61 (3)
P2—Ag—P1119.75 (3)C—N—Ag147.5 (2)
N—Ag—Si103.43 (7)C—S—Agi100.60 (11)
P2—Ag—Si112.43 (3)N—C—S178.2 (3)
P2—Ag—N—C−164.1 (4)Si—Ag—N—C−40.6 (5)
P1—Ag—N—C69.0 (5)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
C01—H01A···Si0.982.593.443 (6)146
Symmetry codes: (i) −x+1, −y+1, −z+1.
Acknowledgements top

Financial assistance from the South African National Research Foundation, the Research Fund of the University of the Free State and SASOL is gratefully acknowledged. Part of this material is based on work supported by the South African National Research Foundation (SA NRF, GUN 2038915). Opinions, findings, conclusions or recommendations expressed in this material are those of the authors and do not necessarily reflect the views of the NRF.

references
References top

Allen, F. H. (2002). Acta Cryst. B58, 380–388.

Bowmaker, G. A., Effendy, initials?, Hart, R. D., Kildea, J. D., De Silva, E. N. & White, A. H. (1997). Aust. J. Chem. 50, 627–640.

Brandenburg, K. & Putz, H. (2005). DIAMOND. Release 3.0c. Crystal Impact GbR, Bonn, Germany.

Bruker (2004). SAINT-Plus (Version 7.12 including XPREP) and SADABS (Version 2004/1). Bruker AXS Inc., Madison, Wisconsin, USA.

Bruker (2005). APEX2. Version 1.0-27. Bruker AXS Inc., Madison, Wisconsin, USA.

Effendy, initials?, Di Nicola, C., Fianchini, M., Pettinari, C., Skelton, B. W., Somers, N. & White, A. H. (2005). Inorg. Chim. Acta, 358, 763–795.

Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838.

Mann, F. G., Wells, A. F. & Purdue, D. (1937). J. Chem. Soc. 1828–1836.

Meijboom, R. (2006). Acta Cryst. E62, m2698–m2700.

Meijboom, R. (2007). Acta Cryst. E63, m78–m79.

Meijboom, R., Bowen, R. J. & Berners-Price, S. J. (2008). Coord. Chem. Rev. Submitted.. Any update?

Meijboom, R. & Muller, A. (2006). E62, m3191-m3193.

Meijboom, R., Muller, A. & Roodt, A. (2006). Acta Cryst. E62, m2162–m2164.

Sheldrick, G. M. (1997). SHELXL97 and SHELXS97. University of Göttingen, Germany.

Venter, G. J. S., Meijboom, R. & Roodt, A. (2006). Acta Cryst. E62, m3453–m3455.