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Acta Cryst. (2007). E63, m2572    [ doi:10.1107/S1600536807044595 ]

Acetatotris(triphenylarsine)silver(I) acetonitrile solvate monohydrate

R. Meijboom and A. Muller

Abstract top

In the title compound, [Ag(C2H3O2)(C18H15As)3]·C2H3N·H2O, the Ag atom is coordinated by three arsine ligands and one O atom, forming a distorted tetrahedral configuration. The Ag-As bond distances are 2.5921 (6), 2.6190 (8) and 2.6373 (9) Å, and the Ag-O bond distance is 2.3269 (18) Å. The Ag atom is displaced 0.7781 (3) Å out of the plane defined by the three As atoms.

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 are the first crystallographically investigated 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. We present here the title compound, (I), a silver(I) tris(triphenylarsine) complex, of which only relatively few (11) examples can be found in the literature [Cambridge Structural Database (CSD), Version 5.28, November 2006 update; Allen, 2002].

Comparison of the title compound, (I), to the analogous [Ag(4-MeC6H4SO3)(AsPh3)3] complex (Meijboom, Janse van Rensburg, Senekal & Venter, 2006) indicate the expected tetrahedral environment around Ag. Coordination bond angles show a good correlation and all other bond distances and angles are unremarkable. The Ag atom in compound (I) is surrounded by three arsine ligands and an O atom of the acetate, forming a distorted tetrahedral configuration. The Ag—As bond distances are within the expected range (2.5921 (6), 2.6190 (8) and 2.6373 (9) Å). Also noted is the displacement of the Ag atom out of the plane defined by the three As atoms. In the title compound, (I) the Ag is displaced 0.7781 (3) Å, In addition, some weak inter- and intramolecular interactions are observed (Table 1).

An interesting factor to note is the displacement of the Ag atom out of the plane defined by the three As atoms. This displacement seems to be related to the coordinating ability of the fourth/supporting (anionic) group. When describing a completely tetrhedral environment, as in [Ag(AsPh3)4][PF6] (Meijboom, Janse van Rensburg, Kirsten & Viljoen, 2006), this displacement is 0.8903 (3) Å. With different coordinating ligands, the distortion from tetrahedral gets larger, as expressed by this displacement. The displacement decreases from 0.7781 (3) Å for (I), 0.6438 (2) Å for [Ag(4-MeC6H4SO3)(AsPh3)3] (Meijboom, Janse van Rensburg, Senekal & Venter, 2006) unto 0.6359 (2) Å for [Ag(NO3)(AsPh3)3] (Nardelli et al., 1985). Up to now, no trigonal planar complexes have been reported for AsPh3 yet, however these are not unknown for other ligands, such as phosphines.

Related literature top

The crystal structure of the highly related complex [Ag(4-MeC6H4SO3)(AsPh3)3] has already been published (Meijboom, Janse van Rensburg, Senekal & Venter, 2006).

For related literature, see: Allen (2002); Mann et al. (1937); Meijboom, Janse van Rensburg, Kirsten & Viljoen (2006); Nardelli et al. (1985).

Experimental top

A solution of triphenylarsine (57.4 mg, 0.187 mmol) in warm ethanol (3.0 ml) was added to a solution of [Ag(CH3CO2)] (31.0 mg, 0.186 mmol) in warm ethanol (2.0 ml). Colourless crystals of the title compound were obtained in quantitative yield (based on As) on allowing the solution to cool and stand.

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 0.73 e located 1.17 Å from atom C1 and the deepest hole −0.70 e, 0.64 Å from Ag. A Hirschfield test failure appeared in the structure validation. Using a disordered model the U values of the As atoms were refined to an 99.2% occupancy, allowing the structure to pass the Hirschfield test. The aqua molecule was restrained to keep the refinement stable.

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, 2004); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. The structure (I), showing 50% 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.
Acetatotris(triphenylarsine)silver(I) acetonitrile solvate monohydrate top
Crystal data top
[Ag(C2H3O2)(C18H15As)3]·C2H3N·H2OZ = 2
Mr = 1144.64F000 = 1156
Triclinic, P1Dx = 1.536 Mg m−3
Hall symbol: -P 1Mo Kα radiation
λ = 0.71069 Å
a = 13.121 (5) ÅCell parameters from 7711 reflections
b = 13.739 (5) Åθ = 2.2–28.3º
c = 14.051 (5) ŵ = 2.44 mm−1
α = 83.625 (5)ºT = 101 (2) K
β = 86.621 (5)ºPrism, colourless
γ = 79.662 (5)º0.39 × 0.32 × 0.29 mm
V = 2475 (2) Å3
Data collection top
Bruker X8 APEXII
diffractometer		11117 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.036
T = 101(2) Kθmax = 28.3º
ω and φ scansθmin = 2.0º
Absorption correction: multi-scan
(SADABS; Bruker, 2004)		h = −17→17
Tmin = 0.432, Tmax = 0.495k = −18→18
66588 measured reflectionsl = −18→18
12287 independent reflections
Refinement top
Refinement on F23 restraints
Least-squares matrix: fullH atoms treated by a mixture of
independent and constrained refinement
R[F2 > 2σ(F2)] = 0.022  w = 1/[σ2(Fo2) + (0.0394P)2 + 0.6766P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.075(Δ/σ)max = 0.003
S = 1.20Δρmax = 0.73 e Å−3
12287 reflectionsΔρmin = −0.70 e Å−3
603 parametersExtinction correction: none
Crystal data top
[Ag(C2H3O2)(C18H15As)3]·C2H3N·H2Oγ = 79.662 (5)º
Mr = 1144.64V = 2475 (2) Å3
Triclinic, P1Z = 2
a = 13.121 (5) ÅMo Kα
b = 13.739 (5) ŵ = 2.44 mm−1
c = 14.051 (5) ÅT = 101 (2) K
α = 83.625 (5)º0.39 × 0.32 × 0.29 mm
β = 86.621 (5)º
Data collection top
Bruker X8 APEXII
diffractometer		12287 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2004)		11117 reflections with I > 2σ(I)
Tmin = 0.432, Tmax = 0.495Rint = 0.036
66588 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0223 restraints
wR(F2) = 0.075H atoms treated by a mixture of
independent and constrained refinement
S = 1.20Δρmax = 0.73 e Å−3
12287 reflectionsΔρmin = −0.70 e Å−3
603 parameters
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 5 s/frame. A total of 2771 frames were collected with a frame width of 0.5° covering up to θ = 28.33° with 99.9% 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
Ag0.758824 (11)0.195208 (10)0.728465 (10)0.01267 (4)
As10.765587 (15)0.010529 (14)0.806250 (14)0.01240 (5)
As20.657612 (15)0.325411 (14)0.835151 (13)0.01243 (5)
As30.684178 (15)0.216483 (14)0.557129 (13)0.01226 (5)
O10.93657 (12)0.19440 (12)0.71474 (13)0.0274 (4)
O20.88524 (13)0.35687 (13)0.69568 (16)0.0413 (5)
C10.95360 (15)0.28120 (16)0.70034 (15)0.0185 (4)
C21.06546 (18)0.29657 (18)0.6830 (2)0.0306 (5)
H2A1.08370.29830.61430.046*
H2B1.11140.24170.71780.046*
H2C1.07320.35960.70580.046*
N0.0604 (2)0.4127 (2)0.9169 (2)0.0553 (7)
C3−0.0024 (2)0.4715 (2)0.8821 (2)0.0388 (6)
C4−0.0845 (3)0.5446 (2)0.8408 (3)0.0525 (8)
H4A−0.12350.51340.7990.079*
H4B−0.05490.5980.80320.079*
H4C−0.1310.57220.8920.079*
C110.84120 (15)−0.10028 (14)0.74123 (14)0.0140 (4)
C120.94758 (15)−0.10439 (15)0.72360 (14)0.0173 (4)
H120.9808−0.05490.74420.021*
C131.00489 (16)−0.18071 (16)0.67599 (15)0.0202 (4)
H131.0774−0.18370.66460.024*
C140.95619 (17)−0.25292 (16)0.64493 (16)0.0217 (4)
H140.9954−0.30510.61230.026*
C150.85059 (17)−0.24847 (16)0.66174 (17)0.0243 (5)
H150.8173−0.29760.64040.029*
C160.79312 (16)−0.17225 (15)0.70979 (16)0.0209 (4)
H160.7206−0.16950.72110.025*
C210.82362 (15)−0.02343 (14)0.93176 (14)0.0140 (4)
C220.85978 (16)−0.12179 (15)0.96811 (15)0.0174 (4)
H220.8522−0.1750.93290.021*
C230.90675 (16)−0.14144 (16)1.05562 (15)0.0192 (4)
H230.9313−0.20831.08020.023*
C240.91812 (16)−0.06414 (16)1.10748 (15)0.0199 (4)
H240.9512−0.0781.1670.024*
C250.88111 (17)0.03360 (16)1.07243 (15)0.0209 (4)
H250.8880.08651.10840.025*
C260.83390 (15)0.05398 (15)0.98461 (15)0.0173 (4)
H260.80860.12080.96070.021*
C310.62951 (15)−0.02768 (14)0.82364 (14)0.0138 (4)
C320.59538 (16)−0.07678 (16)0.90805 (15)0.0194 (4)
H320.6396−0.09410.96070.023*
C330.49643 (17)−0.10040 (17)0.91527 (16)0.0242 (5)
H330.4732−0.13410.9730.029*
C340.43107 (17)−0.07515 (17)0.83861 (16)0.0233 (4)
H340.3636−0.09180.84390.028*
C350.46450 (17)−0.02577 (16)0.75457 (16)0.0207 (4)
H350.4201−0.00820.70210.025*
C360.56342 (16)−0.00195 (15)0.74742 (14)0.0170 (4)
H360.58620.03230.68990.02*
C410.70622 (16)0.32578 (14)0.96343 (14)0.0156 (4)
C420.81163 (17)0.32505 (16)0.97131 (16)0.0222 (4)
H420.85590.32660.91540.027*
C430.85215 (18)0.32210 (18)1.06091 (18)0.0280 (5)
H430.92390.32241.06610.034*
C440.78762 (19)0.31865 (17)1.14311 (17)0.0278 (5)
H440.81540.31621.20440.033*
C450.68339 (19)0.31888 (17)1.13530 (16)0.0257 (5)
H450.63940.31671.19140.031*
C460.64217 (17)0.32224 (16)1.04540 (15)0.0195 (4)
H460.57030.32211.04040.023*
C510.51136 (15)0.31861 (14)0.86055 (13)0.0136 (4)
C520.47895 (16)0.23102 (15)0.84491 (15)0.0182 (4)
H520.5280.17730.82370.022*
C530.37538 (17)0.22124 (17)0.86003 (16)0.0230 (4)
H530.3540.1610.84930.028*
C540.30339 (17)0.29932 (17)0.89081 (15)0.0228 (4)
H540.23270.29260.90150.027*
C550.33488 (16)0.38747 (16)0.90598 (15)0.0209 (4)
H550.28550.44110.92670.025*
C560.43817 (16)0.39748 (15)0.89097 (15)0.0179 (4)
H560.45920.4580.90130.021*
C610.64800 (14)0.46448 (14)0.78628 (14)0.0147 (4)
C620.62752 (16)0.54129 (15)0.84537 (16)0.0195 (4)
H620.62410.52650.9130.023*
C630.61217 (17)0.63949 (16)0.80505 (18)0.0251 (5)
H630.59730.6920.84520.03*
C640.61850 (17)0.66101 (17)0.70649 (19)0.0273 (5)
H640.6060.72820.6790.033*
C650.64299 (17)0.58481 (18)0.64777 (17)0.0257 (5)
H650.64960.59990.58030.031*
C660.65778 (16)0.48681 (16)0.68732 (15)0.0200 (4)
H660.67460.43460.6470.024*
C710.53852 (15)0.20706 (14)0.54807 (14)0.0142 (4)
C720.46556 (16)0.27055 (16)0.59846 (15)0.0195 (4)
H720.48750.31850.63270.023*
C730.36101 (16)0.26442 (17)0.59916 (16)0.0230 (4)
H730.31180.30790.6340.028*
C740.32848 (16)0.19511 (16)0.54925 (16)0.0214 (4)
H740.25690.1910.54960.026*
C750.40016 (16)0.13178 (16)0.49881 (16)0.0214 (4)
H750.37780.08430.46430.026*
C760.50486 (16)0.13731 (15)0.49845 (15)0.0184 (4)
H760.55380.09320.46410.022*
C810.69607 (15)0.33401 (14)0.46904 (14)0.0146 (4)
C820.61863 (17)0.37928 (16)0.40779 (15)0.0212 (4)
H820.55380.35710.41190.025*
C830.63590 (19)0.45763 (17)0.33981 (16)0.0259 (5)
H830.58260.4890.29810.031*
C840.72991 (19)0.48946 (16)0.33319 (16)0.0245 (5)
H840.74210.54130.28560.029*
C850.80700 (18)0.44592 (17)0.39586 (17)0.0265 (5)
H850.87140.46880.39190.032*
C860.78998 (17)0.36875 (16)0.46441 (16)0.0217 (4)
H860.84230.33970.5080.026*
C910.75413 (15)0.11608 (14)0.47754 (14)0.0141 (4)
C920.73331 (15)0.11703 (16)0.38087 (14)0.0166 (4)
H920.68210.16760.35180.02*
C930.78775 (16)0.04381 (16)0.32758 (15)0.0196 (4)
H930.77350.04430.2620.024*
C940.86278 (16)−0.02995 (15)0.36955 (15)0.0191 (4)
H940.8993−0.08020.33290.023*
C950.88455 (16)−0.03056 (15)0.46499 (15)0.0200 (4)
H950.9364−0.08070.49370.024*
C960.83026 (16)0.04241 (15)0.51848 (14)0.0176 (4)
H960.84530.0420.58380.021*
O30.92952 (18)0.52412 (16)0.58411 (17)0.0479 (5)
H3A0.917 (3)0.4700 (19)0.620 (2)0.058*
H3B0.962 (3)0.529 (2)0.5288 (16)0.058*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ag0.01282 (7)0.01352 (7)0.01234 (7)−0.00327 (5)−0.00042 (5)−0.00269 (5)
As10.01405 (10)0.01127 (9)0.01265 (10)−0.00450 (7)−0.00185 (7)−0.00013 (7)
As20.01327 (9)0.01217 (9)0.01205 (9)−0.00211 (7)0.00058 (7)−0.00291 (7)
As30.01330 (9)0.01365 (10)0.01007 (9)−0.00233 (7)−0.00157 (7)−0.00174 (7)
O10.0186 (8)0.0202 (8)0.0437 (10)−0.0049 (6)0.0023 (7)−0.0034 (7)
O20.0226 (9)0.0241 (9)0.0746 (15)−0.0015 (7)0.0040 (9)−0.0007 (9)
C10.0140 (9)0.0211 (10)0.0206 (10)−0.0044 (8)−0.0004 (8)−0.0009 (8)
C20.0204 (11)0.0241 (12)0.0484 (15)−0.0080 (9)0.0060 (10)−0.0056 (11)
N0.0344 (13)0.0447 (15)0.086 (2)0.0027 (12)0.0064 (14)−0.0222 (15)
C30.0342 (14)0.0379 (15)0.0472 (16)−0.0100 (12)0.0067 (12)−0.0157 (13)
C40.056 (2)0.0433 (17)0.058 (2)−0.0087 (15)−0.0157 (16)0.0038 (15)
C110.0164 (9)0.0122 (9)0.0136 (9)−0.0043 (7)−0.0017 (7)0.0014 (7)
C120.0163 (9)0.0205 (10)0.0170 (9)−0.0083 (8)−0.0025 (8)−0.0010 (8)
C130.0146 (9)0.0237 (11)0.0219 (10)−0.0037 (8)0.0003 (8)−0.0002 (8)
C140.0206 (10)0.0167 (10)0.0268 (11)−0.0010 (8)0.0018 (9)−0.0032 (8)
C150.0213 (11)0.0175 (10)0.0367 (13)−0.0072 (8)0.0026 (9)−0.0097 (9)
C160.0155 (9)0.0179 (10)0.0307 (12)−0.0048 (8)0.0017 (8)−0.0073 (9)
C210.0125 (9)0.0163 (9)0.0142 (9)−0.0056 (7)−0.0018 (7)0.0004 (7)
C220.0188 (10)0.0158 (9)0.0187 (10)−0.0059 (8)−0.0023 (8)−0.0010 (8)
C230.0185 (10)0.0193 (10)0.0187 (10)−0.0038 (8)−0.0014 (8)0.0032 (8)
C240.0186 (10)0.0281 (11)0.0135 (9)−0.0070 (8)−0.0018 (8)0.0006 (8)
C250.0240 (11)0.0251 (11)0.0159 (10)−0.0079 (9)−0.0008 (8)−0.0063 (8)
C260.0171 (9)0.0162 (9)0.0190 (10)−0.0038 (7)0.0009 (8)−0.0022 (8)
C310.0145 (9)0.0125 (9)0.0154 (9)−0.0039 (7)−0.0004 (7)−0.0028 (7)
C320.0185 (10)0.0222 (10)0.0174 (10)−0.0045 (8)−0.0029 (8)0.0011 (8)
C330.0217 (11)0.0311 (12)0.0205 (11)−0.0119 (9)0.0000 (9)0.0057 (9)
C340.0168 (10)0.0265 (11)0.0282 (12)−0.0092 (8)−0.0010 (9)−0.0010 (9)
C350.0195 (10)0.0244 (11)0.0198 (10)−0.0064 (8)−0.0059 (8)−0.0018 (8)
C360.0201 (10)0.0171 (10)0.0144 (9)−0.0047 (8)−0.0020 (8)−0.0010 (7)
C410.0187 (9)0.0106 (9)0.0174 (9)−0.0008 (7)−0.0043 (8)−0.0027 (7)
C420.0198 (10)0.0227 (11)0.0245 (11)−0.0023 (8)−0.0019 (8)−0.0066 (9)
C430.0224 (11)0.0274 (12)0.0358 (13)−0.0022 (9)−0.0137 (10)−0.0074 (10)
C440.0370 (13)0.0237 (11)0.0230 (11)0.0004 (10)−0.0159 (10)−0.0053 (9)
C450.0347 (13)0.0263 (11)0.0149 (10)−0.0019 (9)−0.0025 (9)−0.0019 (8)
C460.0211 (10)0.0206 (10)0.0164 (10)−0.0016 (8)−0.0028 (8)−0.0027 (8)
C510.0149 (9)0.0159 (9)0.0098 (8)−0.0033 (7)−0.0010 (7)0.0009 (7)
C520.0213 (10)0.0160 (9)0.0174 (10)−0.0043 (8)−0.0015 (8)−0.0007 (8)
C530.0249 (11)0.0233 (11)0.0228 (11)−0.0105 (9)−0.0039 (9)0.0010 (9)
C540.0161 (10)0.0324 (12)0.0198 (10)−0.0084 (9)−0.0016 (8)0.0042 (9)
C550.0157 (10)0.0253 (11)0.0199 (10)−0.0009 (8)0.0004 (8)−0.0002 (8)
C560.0181 (10)0.0176 (10)0.0186 (10)−0.0049 (8)0.0006 (8)−0.0024 (8)
C610.0108 (8)0.0149 (9)0.0183 (9)−0.0029 (7)0.0000 (7)−0.0008 (7)
C620.0182 (10)0.0172 (10)0.0235 (10)−0.0047 (8)0.0011 (8)−0.0028 (8)
C630.0205 (10)0.0167 (10)0.0395 (13)−0.0058 (8)−0.0007 (10)−0.0048 (9)
C640.0179 (10)0.0180 (10)0.0458 (14)−0.0093 (8)−0.0086 (10)0.0114 (10)
C650.0228 (11)0.0304 (12)0.0238 (11)−0.0116 (9)−0.0054 (9)0.0111 (9)
C660.0173 (10)0.0244 (11)0.0193 (10)−0.0073 (8)−0.0005 (8)−0.0002 (8)
C710.0151 (9)0.0151 (9)0.0120 (9)−0.0032 (7)−0.0009 (7)0.0020 (7)
C720.0208 (10)0.0197 (10)0.0183 (10)−0.0037 (8)0.0015 (8)−0.0042 (8)
C730.0174 (10)0.0247 (11)0.0253 (11)−0.0005 (8)0.0048 (8)−0.0041 (9)
C740.0147 (9)0.0243 (11)0.0247 (11)−0.0057 (8)0.0012 (8)0.0028 (9)
C750.0198 (10)0.0219 (10)0.0250 (11)−0.0090 (8)−0.0011 (8)−0.0037 (9)
C760.0178 (10)0.0185 (10)0.0193 (10)−0.0030 (8)0.0010 (8)−0.0055 (8)
C810.0176 (9)0.0139 (9)0.0126 (9)−0.0029 (7)0.0000 (7)−0.0030 (7)
C820.0214 (10)0.0216 (10)0.0209 (10)−0.0060 (8)−0.0032 (8)0.0013 (8)
C830.0330 (12)0.0212 (11)0.0212 (11)−0.0012 (9)−0.0067 (9)0.0048 (9)
C840.0357 (13)0.0139 (10)0.0226 (11)−0.0039 (9)0.0030 (9)0.0009 (8)
C850.0252 (11)0.0223 (11)0.0330 (13)−0.0099 (9)0.0043 (10)−0.0014 (9)
C860.0195 (10)0.0196 (10)0.0261 (11)−0.0050 (8)−0.0031 (8)0.0009 (8)
C910.0134 (9)0.0153 (9)0.0142 (9)−0.0044 (7)0.0004 (7)−0.0015 (7)
C920.0134 (9)0.0224 (10)0.0143 (9)−0.0029 (7)−0.0017 (7)−0.0031 (8)
C930.0175 (10)0.0286 (11)0.0157 (9)−0.0085 (8)0.0008 (8)−0.0088 (8)
C940.0188 (10)0.0165 (10)0.0237 (10)−0.0066 (8)0.0059 (8)−0.0071 (8)
C950.0188 (10)0.0166 (10)0.0228 (10)−0.0008 (8)0.0010 (8)0.0018 (8)
C960.0194 (10)0.0187 (10)0.0138 (9)−0.0036 (8)−0.0001 (8)0.0016 (7)
O30.0540 (13)0.0364 (11)0.0523 (14)−0.0093 (10)0.0106 (11)−0.0045 (10)
Geometric parameters (Å, °) top
Ag—O12.3269 (18)C44—C451.378 (3)
Ag—As22.5921 (6)C44—H440.95
Ag—As32.6190 (8)C45—C461.396 (3)
Ag—As12.6373 (9)C45—H450.95
As1—C211.938 (2)C46—H460.95
As1—C311.944 (2)C51—C521.390 (3)
As1—C111.949 (2)C51—C561.400 (3)
As2—C611.942 (2)C52—C531.391 (3)
As2—C411.948 (2)C52—H520.95
As2—C511.948 (2)C53—C541.386 (3)
As3—C911.9399 (19)C53—H530.95
As3—C811.946 (2)C54—C551.389 (3)
As3—C711.951 (2)C54—H540.95
O1—C11.245 (3)C55—C561.388 (3)
O2—C11.244 (3)C55—H550.95
C1—C21.522 (3)C56—H560.95
C2—H2A0.98C61—C621.393 (3)
C2—H2B0.98C61—C661.394 (3)
C2—H2C0.98C62—C631.388 (3)
N—C31.136 (4)C62—H620.95
C3—C41.435 (4)C63—C641.384 (4)
C4—H4A0.98C63—H630.95
C4—H4B0.98C64—C651.386 (4)
C4—H4C0.98C64—H640.95
C11—C161.387 (3)C65—C661.383 (3)
C11—C121.395 (3)C65—H650.95
C12—C131.388 (3)C66—H660.95
C12—H120.95C71—C761.391 (3)
C13—C141.393 (3)C71—C721.391 (3)
C13—H130.95C72—C731.389 (3)
C14—C151.383 (3)C72—H720.95
C14—H140.95C73—C741.382 (3)
C15—C161.391 (3)C73—H730.95
C15—H150.95C74—C751.382 (3)
C16—H160.95C74—H740.95
C21—C261.393 (3)C75—C761.389 (3)
C21—C221.399 (3)C75—H750.95
C22—C231.386 (3)C76—H760.95
C22—H220.95C81—C821.385 (3)
C23—C241.387 (3)C81—C861.395 (3)
C23—H230.95C82—C831.399 (3)
C24—C251.389 (3)C82—H820.95
C24—H240.95C83—C841.376 (3)
C25—C261.391 (3)C83—H830.95
C25—H250.95C84—C851.388 (3)
C26—H260.95C84—H840.95
C31—C321.389 (3)C85—C861.391 (3)
C31—C361.393 (3)C85—H850.95
C32—C331.389 (3)C86—H860.95
C32—H320.95C91—C961.389 (3)
C33—C341.391 (3)C91—C921.399 (3)
C33—H330.95C92—C931.389 (3)
C34—C351.384 (3)C92—H920.95
C34—H340.95C93—C941.386 (3)
C35—C361.390 (3)C93—H930.95
C35—H350.95C94—C951.386 (3)
C36—H360.95C94—H940.95
C41—C461.387 (3)C95—C961.387 (3)
C41—C421.392 (3)C95—H950.95
C42—C431.389 (3)C96—H960.95
C42—H420.95O3—H3A0.887 (17)
C43—C441.393 (4)O3—H3B0.865 (17)
C43—H430.95
O1—Ag—As2114.21 (4)C42—C43—H43120
O1—Ag—As3109.38 (5)C44—C43—H43120
As2—Ag—As3111.58 (2)C45—C44—C43119.9 (2)
O1—Ag—As197.83 (4)C45—C44—H44120.1
As2—Ag—As1112.97 (2)C43—C44—H44120.1
As3—Ag—As1110.077 (13)C44—C45—C46120.3 (2)
C21—As1—C31103.76 (8)C44—C45—H45119.8
C21—As1—C1199.53 (8)C46—C45—H45119.8
C31—As1—C11100.32 (8)C41—C46—C45119.9 (2)
C21—As1—Ag117.12 (6)C41—C46—H46120
C31—As1—Ag112.95 (6)C45—C46—H46120
C11—As1—Ag120.50 (6)C52—C51—C56119.12 (18)
C61—As2—C41101.39 (8)C52—C51—As2117.31 (14)
C61—As2—C51100.35 (8)C56—C51—As2123.55 (15)
C41—As2—C51102.21 (8)C51—C52—C53120.59 (19)
C61—As2—Ag116.99 (6)C51—C52—H52119.7
C41—As2—Ag117.63 (6)C53—C52—H52119.7
C51—As2—Ag115.58 (6)C54—C53—C52120.0 (2)
C91—As3—C8198.54 (8)C54—C53—H53120
C91—As3—C71102.62 (8)C52—C53—H53120
C81—As3—C71101.76 (8)C53—C54—C55119.8 (2)
C91—As3—Ag112.54 (6)C53—C54—H54120.1
C81—As3—Ag120.68 (6)C55—C54—H54120.1
C71—As3—Ag117.66 (6)C56—C55—C54120.3 (2)
C1—O1—Ag109.98 (13)C56—C55—H55119.8
O2—C1—O1124.6 (2)C54—C55—H55119.8
O2—C1—C2117.15 (19)C55—C56—C51120.13 (19)
O1—C1—C2118.16 (19)C55—C56—H56119.9
C1—C2—H2A109.5C51—C56—H56119.9
C1—C2—H2B109.5C62—C61—C66119.69 (19)
H2A—C2—H2B109.5C62—C61—As2122.77 (15)
C1—C2—H2C109.5C66—C61—As2117.48 (15)
H2A—C2—H2C109.5C63—C62—C61119.8 (2)
H2B—C2—H2C109.5C63—C62—H62120.1
N—C3—C4177.9 (3)C61—C62—H62120.1
C3—C4—H4A109.5C64—C63—C62120.1 (2)
C3—C4—H4B109.5C64—C63—H63120
H4A—C4—H4B109.5C62—C63—H63120
C3—C4—H4C109.5C63—C64—C65120.2 (2)
H4A—C4—H4C109.5C63—C64—H64119.9
H4B—C4—H4C109.5C65—C64—H64119.9
C16—C11—C12119.53 (18)C66—C65—C64120.0 (2)
C16—C11—As1122.75 (15)C66—C65—H65120
C12—C11—As1117.69 (14)C64—C65—H65120
C13—C12—C11120.10 (19)C65—C66—C61120.1 (2)
C13—C12—H12120C65—C66—H66120
C11—C12—H12120C61—C66—H66120
C12—C13—C14120.07 (19)C76—C71—C72118.81 (19)
C12—C13—H13120C76—C71—As3123.57 (15)
C14—C13—H13120C72—C71—As3117.53 (15)
C15—C14—C13119.86 (19)C73—C72—C71120.6 (2)
C15—C14—H14120.1C73—C72—H72119.7
C13—C14—H14120.1C71—C72—H72119.7
C14—C15—C16120.1 (2)C74—C73—C72120.07 (19)
C14—C15—H15119.9C74—C73—H73120
C16—C15—H15119.9C72—C73—H73120
C11—C16—C15120.3 (2)C75—C74—C73119.9 (2)
C11—C16—H16119.9C75—C74—H74120.1
C15—C16—H16119.9C73—C74—H74120.1
C26—C21—C22119.60 (18)C74—C75—C76120.2 (2)
C26—C21—As1118.00 (15)C74—C75—H75119.9
C22—C21—As1122.32 (15)C76—C75—H75119.9
C23—C22—C21119.89 (19)C75—C76—C71120.47 (19)
C23—C22—H22120.1C75—C76—H76119.8
C21—C22—H22120.1C71—C76—H76119.8
C22—C23—C24120.38 (19)C82—C81—C86119.72 (19)
C22—C23—H23119.8C82—C81—As3122.82 (15)
C24—C23—H23119.8C86—C81—As3117.33 (15)
C23—C24—C25120.03 (19)C81—C82—C83120.0 (2)
C23—C24—H24120C81—C82—H82120
C25—C24—H24120C83—C82—H82120
C24—C25—C26119.95 (19)C84—C83—C82120.2 (2)
C24—C25—H25120C84—C83—H83119.9
C26—C25—H25120C82—C83—H83119.9
C25—C26—C21120.14 (19)C83—C84—C85120.1 (2)
C25—C26—H26119.9C83—C84—H84119.9
C21—C26—H26119.9C85—C84—H84119.9
C32—C31—C36119.39 (18)C84—C85—C86120.0 (2)
C32—C31—As1123.30 (15)C84—C85—H85120
C36—C31—As1117.30 (15)C86—C85—H85120
C33—C32—C31119.83 (19)C85—C86—C81119.9 (2)
C33—C32—H32120.1C85—C86—H86120
C31—C32—H32120.1C81—C86—H86120
C32—C33—C34120.5 (2)C96—C91—C92119.31 (18)
C32—C33—H33119.8C96—C91—As3117.85 (15)
C34—C33—H33119.8C92—C91—As3122.81 (15)
C35—C34—C33119.9 (2)C93—C92—C91119.77 (19)
C35—C34—H34120.1C93—C92—H92120.1
C33—C34—H34120.1C91—C92—H92120.1
C34—C35—C36119.6 (2)C94—C93—C92120.37 (19)
C34—C35—H35120.2C94—C93—H93119.8
C36—C35—H35120.2C92—C93—H93119.8
C35—C36—C31120.78 (19)C93—C94—C95120.09 (18)
C35—C36—H36119.6C93—C94—H94120
C31—C36—H36119.6C95—C94—H94120
C46—C41—C42119.76 (19)C94—C95—C96119.7 (2)
C46—C41—As2123.17 (16)C94—C95—H95120.1
C42—C41—As2117.00 (15)C96—C95—H95120.1
C43—C42—C41120.1 (2)C95—C96—C91120.75 (19)
C43—C42—H42120C95—C96—H96119.6
C41—C42—H42120C91—C96—H96119.6
C42—C43—C44120.1 (2)H3A—O3—H3B130 (3)
O1—Ag—As1—C2163.64 (8)Ag—As2—C41—C4249.02 (17)
As2—Ag—As1—C21−56.89 (7)C46—C41—C42—C43−0.8 (3)
As3—Ag—As1—C21177.64 (6)As2—C41—C42—C43−177.97 (17)
O1—Ag—As1—C31−175.90 (7)C41—C42—C43—C440.8 (3)
As2—Ag—As1—C3163.58 (6)C42—C43—C44—C45−0.4 (3)
As3—Ag—As1—C31−61.89 (6)C43—C44—C45—C460.2 (3)
O1—Ag—As1—C11−57.53 (8)C42—C41—C46—C450.6 (3)
As2—Ag—As1—C11−178.05 (7)As2—C41—C46—C45177.54 (16)
As3—Ag—As1—C1156.48 (7)C44—C45—C46—C41−0.3 (3)
O1—Ag—As2—C6168.85 (8)C61—As2—C51—C52144.80 (16)
As3—Ag—As2—C61−55.84 (7)C41—As2—C51—C52−111.03 (16)
As1—Ag—As2—C61179.51 (6)Ag—As2—C51—C5218.00 (17)
O1—Ag—As2—C41−52.27 (8)C61—As2—C51—C56−33.53 (18)
As3—Ag—As2—C41−176.96 (7)C41—As2—C51—C5670.65 (18)
As1—Ag—As2—C4158.39 (7)Ag—As2—C51—C56−160.33 (15)
O1—Ag—As2—C51−173.29 (8)C56—C51—C52—C53−0.6 (3)
As3—Ag—As2—C5162.03 (6)As2—C51—C52—C53−178.98 (16)
As1—Ag—As2—C51−62.63 (6)C51—C52—C53—C540.1 (3)
O1—Ag—As3—C9155.40 (8)C52—C53—C54—C550.4 (3)
As2—Ag—As3—C91−177.25 (6)C53—C54—C55—C56−0.4 (3)
As1—Ag—As3—C91−50.99 (7)C54—C55—C56—C51−0.1 (3)
O1—Ag—As3—C81−60.27 (8)C52—C51—C56—C550.6 (3)
As2—Ag—As3—C8167.07 (7)As2—C51—C56—C55178.87 (15)
As1—Ag—As3—C81−166.67 (7)C41—As2—C61—C62−29.07 (18)
O1—Ag—As3—C71174.38 (7)C51—As2—C61—C6275.77 (18)
As2—Ag—As3—C71−58.27 (7)Ag—As2—C61—C62−158.38 (14)
As1—Ag—As3—C7167.99 (6)C41—As2—C61—C66153.78 (16)
As2—Ag—O1—C1−44.67 (16)C51—As2—C61—C66−101.38 (16)
As3—Ag—O1—C181.18 (15)Ag—As2—C61—C6624.47 (17)
As1—Ag—O1—C1−164.26 (14)C66—C61—C62—C633.0 (3)
Ag—O1—C1—O21.1 (3)As2—C61—C62—C63−174.05 (16)
Ag—O1—C1—C2−176.22 (16)C61—C62—C63—C64−0.8 (3)
C21—As1—C11—C16113.68 (18)C62—C63—C64—C65−1.8 (3)
C31—As1—C11—C167.68 (19)C63—C64—C65—C662.2 (3)
Ag—As1—C11—C16−116.87 (17)C64—C65—C66—C610.1 (3)
C21—As1—C11—C12−68.34 (16)C62—C61—C66—C65−2.7 (3)
C31—As1—C11—C12−174.34 (15)As2—C61—C66—C65174.58 (16)
Ag—As1—C11—C1261.10 (17)C91—As3—C71—C763.30 (19)
C16—C11—C12—C13−0.8 (3)C81—As3—C71—C76104.96 (18)
As1—C11—C12—C13−178.84 (16)Ag—As3—C71—C76−120.81 (16)
C11—C12—C13—C140.6 (3)C91—As3—C71—C72179.83 (16)
C12—C13—C14—C15−0.1 (3)C81—As3—C71—C72−78.51 (17)
C13—C14—C15—C16−0.2 (4)Ag—As3—C71—C7255.72 (17)
C12—C11—C16—C150.5 (3)C76—C71—C72—C730.0 (3)
As1—C11—C16—C15178.48 (17)As3—C71—C72—C73−176.73 (16)
C14—C15—C16—C110.0 (4)C71—C72—C73—C74−0.2 (3)
C31—As1—C21—C26−109.09 (16)C72—C73—C74—C750.1 (3)
C11—As1—C21—C26147.72 (15)C73—C74—C75—C760.3 (3)
Ag—As1—C21—C2616.10 (17)C74—C75—C76—C71−0.5 (3)
C31—As1—C21—C2274.20 (17)C72—C71—C76—C750.4 (3)
C11—As1—C21—C22−28.98 (18)As3—C71—C76—C75176.91 (16)
Ag—As1—C21—C22−160.60 (14)C91—As3—C81—C8294.70 (17)
C26—C21—C22—C23−0.9 (3)C71—As3—C81—C82−10.19 (18)
As1—C21—C22—C23175.77 (15)Ag—As3—C81—C82−142.63 (15)
C21—C22—C23—C240.0 (3)C91—As3—C81—C86−81.06 (17)
C22—C23—C24—C250.9 (3)C71—As3—C81—C86174.05 (15)
C23—C24—C25—C26−0.9 (3)Ag—As3—C81—C8641.61 (17)
C24—C25—C26—C210.0 (3)C86—C81—C82—C831.8 (3)
C22—C21—C26—C250.9 (3)As3—C81—C82—C83−173.83 (16)
As1—C21—C26—C25−175.94 (15)C81—C82—C83—C840.4 (3)
C21—As1—C31—C32−5.59 (18)C82—C83—C84—C85−1.9 (3)
C11—As1—C31—C3297.00 (17)C83—C84—C85—C861.2 (3)
Ag—As1—C31—C32−133.41 (15)C84—C85—C86—C811.1 (3)
C21—As1—C31—C36173.03 (15)C82—C81—C86—C85−2.6 (3)
C11—As1—C31—C36−84.39 (16)As3—C81—C86—C85173.31 (16)
Ag—As1—C31—C3645.20 (16)C81—As3—C91—C96131.53 (16)
C36—C31—C32—C330.6 (3)C71—As3—C91—C96−124.29 (16)
As1—C31—C32—C33179.16 (16)Ag—As3—C91—C963.15 (17)
C31—C32—C33—C34−0.1 (3)C81—As3—C91—C92−46.35 (18)
C32—C33—C34—C35−0.3 (3)C71—As3—C91—C9257.82 (18)
C33—C34—C35—C360.1 (3)Ag—As3—C91—C92−174.74 (15)
C34—C35—C36—C310.4 (3)C96—C91—C92—C930.9 (3)
C32—C31—C36—C35−0.7 (3)As3—C91—C92—C93178.77 (15)
As1—C31—C36—C35−179.38 (15)C91—C92—C93—C94−0.2 (3)
C61—As2—C41—C46103.09 (17)C92—C93—C94—C95−0.5 (3)
C51—As2—C41—C46−0.27 (18)C93—C94—C95—C960.6 (3)
Ag—As2—C41—C46−128.00 (15)C94—C95—C96—C910.1 (3)
C61—As2—C41—C42−79.89 (17)C92—C91—C96—C95−0.9 (3)
C51—As2—C41—C42176.75 (16)As3—C91—C96—C95−178.82 (16)
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O3—H3A···O20.887 (17)1.879 (18)2.765 (3)177 (3)
C54—H54···N0.952.563.307 (3)135
O3—H3B···O3i0.865 (17)2.17 (2)2.973 (4)154 (3)
Symmetry codes: (i) −x+2, −y+1, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O3—H3A···O20.887 (17)1.879 (18)2.765 (3)177 (3)
C54—H54···N0.952.563.307 (3)135
O3—H3B···O3i0.865 (17)2.17 (2)2.973 (4)154 (3)
Symmetry codes: (i) −x+2, −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.

Altomare, A., Burla, M. C., Camalli, M., Cascarano, G. L., Giacovazzo, C., Guagliardi, A., Moliterni, A. G. G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115–119. Not cited in CIF; was SIR97 used for structure solution or should this be omitted?

Brandenburg, K. & Putz, H. (2004). or (2005). DIAMOND. Release 3.0c. Crystal Impact GbR, Bonn, Germany. Please chck date; 2004 in CIF.

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

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