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Acta Cryst. (2009). E65, m191    [ doi:10.1107/S1600536809000890 ]

(3,5,7-Tribromotropolonato-[kappa]2O,O')tris(triphenylphosphine-[kappa]P)silver(I)

G. Steyl and T. N. Hill

Abstract top

The title compound, [Ag(C7H2Br3O2)(C18H15P)3], a silver(I) derivative of 3,5,7-tribromotropolone, has three triphenylphosphine ligands coordinated to the silver centre, whereas the 3,5,7-tribromotropolonate anion coordinates as a bidentate ligand. The compound is an example of a five-coordinate silver complex containing a bidentate ligand.

Comment top

Recently, solid state studies containing the 3,5,7-tribromotropolone ligand have been reported (Steyl, 2007; Steyl & Roodt, 2006; Roodt et al., 2003; Crous et al., 2005), different metal centers such as Rh(I) and Pd(I) have been investigated. In this regard, we present a silver(I) tris(triphenylphosphine) complex of the 3,5,7-tribromotropolonato moiety.

The Ag—O bond distances are closely related in length while the Ag—P bond distances differ from each other, Table 1. A single phosphorous atom (P1) has a slight increase in bond distance compared to P2 and P3. Comparing the title compound to a similar tropolonato complex (Steyl & Hill, 2009) the Ag—O bond distances increases by ca 0.2 Å, while the Ag—P distances increased by ca 0.1 Å. This trend is indicative of the higher coordination number about the silver metal centre and the weaker coordination properties of the 3,5,7-tribromotropolonato moiety. The bidentate bite angle of the title compound is nearly 10 ° smaller than the related tropolonato or oxolato complex (Steyl & Hill, 2009; Dean et al., 2001).

In previous studies the longest Ag—O bond distance reported for the 3,5,7-tribromotropolonato moiety was ca 2.496 Å (Roodt et al., 2003), while in the title compound this bond length has increased to 2.630 (4) Å. The increase in coordination number of the silver moiety is a direct result of the weaker coordinating ability of the bidentate ligand compared to the related tropolonato complex, which contains only two triphenylphosphine ligands.

Related literature top

The title compound is structurally related to the tropolonato and oxalato derivatives; see: Steyl & Hill (2009); Dean et al. (2001). For diketonato complexes, see: Hill & Steyl (2008); Steyl (2006, 2007); Steyl & Hill (2009); Steyl & Roodt (2006). For general background, see: Roodt et al. (2003); Crous et al. (2005).

Experimental top

The title complex was synthesized by the addition of the sodium salt of 3,5,7-tribromotropolone (204 mg, 0.57 mmol) to an dichloromethane solution (10 ml) of the [Cu(PPh3)2NO3] (370 mg, 0.57 mmol). On slow evaporation of the solvent; crystals suitable for X-Ray crystallography was obtained. Yield: 400 mg (58%).

Refinement top

H atoms were positioned geometrically and refined using a riding model, with C—H = 0.95 Å and Uiso(H) = 1.2 times Ueq(C aromatic).

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2006); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. : Representation of the title compound (I), showing the numbering scheme and displacement ellipsoids (50% probability). For the carbon rings on the triphenylphosphine ligands, the first digit refers to phosphorous number, second digit to the ring number and third digit to atom in the ring. Hydrogen atoms omitted for clarity.
(3,5,7-Tribromotropolonato-κ2O,O')tris(triphenylphosphine- κP)silver(I) top
Crystal data top
[Ag(C7H2Br3O2)(C18H15P)3]F(000) = 2504
Mr = 1252.50Dx = 1.576 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 5934 reflections
a = 13.257 (1) Åθ = 3.1–22.7°
b = 27.1550 (17) ŵ = 2.79 mm−1
c = 14.688 (1) ÅT = 100 K
β = 93.121 (2)°Cuboid, yellow
V = 5279.7 (6) Å30.29 × 0.15 × 0.09 mm
Z = 4
Data collection top
Bruker 4K CCD area-detector
diffractometer		11519 independent reflections
Radiation source: fine-focus sealed tube7888 reflections with I > 2σ(I)
graphiteRint = 0.107
Detector resolution: 512 x 512 pixels mm-1θmax = 27.0°, θmin = 1.6°
φ and ω scansh = −16→16
Absorption correction: multi-scan
(SADABS; Bruker,1998)		k = −34→34
Tmin = 0.499, Tmax = 0.788l = −18→18
74600 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046Hydrogen site location: riding model
wR(F2) = 0.165H-atom parameters constrained
S = 1.07 w = 1/[σ2(Fo2) + (0.087P)2 + 1.428P]
where P = (Fo2 + 2Fc2)/3
11519 reflections(Δ/σ)max = 0.002
631 parametersΔρmax = 0.72 e Å−3
0 restraintsΔρmin = −1.18 e Å−3
Crystal data top
[Ag(C7H2Br3O2)(C18H15P)3]V = 5279.7 (6) Å3
Mr = 1252.50Z = 4
Monoclinic, P21/nMo Kα radiation
a = 13.257 (1) ŵ = 2.79 mm−1
b = 27.1550 (17) ÅT = 100 K
c = 14.688 (1) Å0.29 × 0.15 × 0.09 mm
β = 93.121 (2)°
Data collection top
Bruker 4K CCD area-detector
diffractometer		11519 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker,1998)		7888 reflections with I > 2σ(I)
Tmin = 0.499, Tmax = 0.788Rint = 0.107
74600 measured reflectionsθmax = 27.0°
Refinement top
R[F2 > 2σ(F2)] = 0.046H-atom parameters constrained
wR(F2) = 0.165Δρmax = 0.72 e Å−3
S = 1.07Δρmin = −1.18 e Å−3
11519 reflectionsAbsolute structure: ?
631 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
Special details top

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.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ag0.18844 (3)0.125664 (14)0.68777 (3)0.01393 (12)
Br70.20169 (5)−0.04255 (2)0.89448 (5)0.03177 (18)
Br50.51227 (5)−0.13951 (2)0.75005 (5)0.03368 (18)
Br30.53351 (5)0.04342 (2)0.59589 (5)0.0392 (2)
P20.00007 (10)0.11235 (5)0.67588 (9)0.0134 (3)
P10.27008 (10)0.16932 (5)0.55760 (10)0.0149 (3)
P30.25150 (10)0.15700 (5)0.84172 (10)0.0154 (3)
C10.2851 (4)0.0111 (2)0.7538 (4)0.0188 (12)
O10.2149 (3)0.04018 (13)0.7698 (3)0.0217 (9)
O20.3253 (3)0.06463 (14)0.6370 (3)0.0269 (10)
C3310.1569 (4)0.15493 (19)0.9278 (3)0.0162 (12)
C3350.0551 (4)0.1884 (2)1.0431 (4)0.0257 (14)
H3350.03750.21541.08020.031*
C221−0.0631 (4)0.1724 (2)0.6815 (4)0.0170 (12)
C1210.2327 (4)0.23395 (19)0.5429 (4)0.0151 (11)
C1110.2443 (4)0.1441 (2)0.4426 (4)0.0171 (12)
C211−0.0487 (4)0.08484 (19)0.5679 (4)0.0154 (11)
C1320.4522 (4)0.1880 (2)0.6530 (4)0.0265 (14)
H1320.41030.19700.70070.032*
C234−0.1611 (4)0.0118 (2)0.8766 (4)0.0235 (13)
H234−0.1935−0.01000.91630.028*
C3330.0318 (5)0.1043 (2)0.9974 (4)0.0257 (14)
H333−0.00210.07361.00210.031*
C223−0.1490 (4)0.2413 (2)0.6089 (4)0.0241 (14)
H223−0.17750.25680.55550.029*
C1160.1990 (4)0.1717 (2)0.3717 (4)0.0209 (13)
H1160.18440.20560.38090.025*
C20.3516 (4)0.0270 (2)0.6797 (4)0.0189 (12)
C225−0.1072 (5)0.2430 (2)0.7696 (4)0.0274 (14)
H225−0.10860.25950.82660.033*
C3320.1061 (4)0.1095 (2)0.9360 (4)0.0191 (12)
H3320.12330.08250.89890.023*
C1220.2955 (4)0.2692 (2)0.5055 (4)0.0206 (12)
H1220.36230.26050.49150.025*
C224−0.1507 (4)0.2647 (2)0.6918 (4)0.0258 (14)
H224−0.18210.29610.69570.031*
C3210.2960 (4)0.2205 (2)0.8439 (4)0.0183 (12)
C1130.2411 (5)0.0736 (2)0.3436 (4)0.0275 (15)
H1130.25650.03990.33360.033*
C2120.0186 (4)0.07450 (19)0.5013 (4)0.0200 (12)
H2120.08820.08210.51160.024*
C3110.3563 (4)0.12088 (19)0.8937 (4)0.0199 (12)
C40.4843 (5)−0.0432 (2)0.6857 (4)0.0259 (14)
H40.5454−0.05220.65930.031*
C3220.3932 (4)0.2336 (2)0.8765 (4)0.0229 (13)
H3220.43710.20960.90410.027*
C1310.4080 (4)0.1730 (2)0.5686 (4)0.0201 (13)
C222−0.1059 (4)0.1953 (2)0.6030 (4)0.0190 (12)
H222−0.10510.17910.54570.023*
C3360.1288 (4)0.1942 (2)0.9810 (4)0.0202 (12)
H3360.16040.22530.97470.024*
C50.4426 (4)−0.0778 (2)0.7413 (4)0.0210 (13)
C3340.0063 (4)0.1432 (2)1.0518 (4)0.0256 (14)
H334−0.04400.13931.09480.031*
C1240.1642 (4)0.3295 (2)0.5106 (4)0.0228 (13)
H1240.14040.36210.49900.027*
C236−0.0213 (4)0.0302 (2)0.7841 (4)0.0175 (12)
H2360.04190.02130.76140.021*
C215−0.1836 (5)0.0513 (2)0.4706 (5)0.0342 (16)
H215−0.25290.04330.45930.041*
C3250.2657 (5)0.3049 (2)0.7960 (5)0.0361 (17)
H3250.22210.32920.76910.043*
C60.3602 (4)−0.0740 (2)0.7951 (4)0.0186 (12)
H60.3456−0.10220.83030.022*
C1120.2642 (4)0.0942 (2)0.4274 (4)0.0222 (13)
H1120.29380.07450.47530.027*
C1230.2613 (4)0.3164 (2)0.4890 (4)0.0232 (13)
H1230.30400.34000.46290.028*
C213−0.0155 (5)0.0532 (2)0.4202 (4)0.0266 (14)
H2130.03030.04670.37420.032*
C231−0.0663 (4)0.07515 (19)0.7595 (4)0.0167 (12)
C3130.5055 (5)0.0732 (2)0.8722 (5)0.0304 (15)
H3130.55520.06150.83310.037*
C1260.1365 (4)0.2476 (2)0.5652 (4)0.0191 (12)
H1260.09380.22410.59180.023*
C3120.4283 (4)0.1029 (2)0.8365 (4)0.0234 (13)
H3120.42440.11100.77350.028*
C1150.1753 (4)0.1501 (2)0.2878 (4)0.0253 (14)
H1150.14450.16920.23970.030*
C3260.2324 (5)0.2562 (2)0.8032 (4)0.0254 (14)
H3260.16640.24740.78030.031*
C70.2968 (4)−0.0340 (2)0.8035 (4)0.0195 (12)
C3150.4415 (5)0.0779 (2)1.0187 (5)0.0332 (16)
H3150.44630.06921.08140.040*
C235−0.0696 (4)−0.0012 (2)0.8416 (4)0.0222 (13)
H235−0.0398−0.03210.85740.027*
C233−0.2047 (5)0.0565 (2)0.8533 (4)0.0260 (14)
H233−0.26670.06580.87800.031*
C1330.5555 (5)0.1899 (2)0.6675 (5)0.0356 (17)
H1330.58450.19990.72520.043*
C1250.1017 (4)0.2951 (2)0.5492 (4)0.0229 (13)
H1250.03550.30410.56460.027*
C216−0.1505 (4)0.0728 (2)0.5525 (4)0.0291 (15)
H216−0.19700.07940.59790.035*
C226−0.0618 (4)0.19746 (19)0.7645 (4)0.0217 (13)
H226−0.02960.18310.81750.026*
C3240.3626 (5)0.3176 (2)0.8282 (5)0.0355 (16)
H3240.38550.35050.82300.043*
C1140.1960 (5)0.1010 (2)0.2735 (4)0.0302 (15)
H1140.17940.08620.21600.036*
C214−0.1154 (5)0.0415 (2)0.4064 (4)0.0317 (16)
H214−0.13810.02620.35080.038*
C1350.5754 (5)0.1639 (2)0.5133 (6)0.0391 (18)
H1350.61820.15600.46550.047*
C3160.3634 (5)0.1084 (2)0.9857 (4)0.0270 (14)
H3160.31530.12071.02570.032*
C1340.6166 (5)0.1774 (2)0.5989 (6)0.0412 (19)
H1340.68780.17790.60980.049*
C30.4466 (4)0.0034 (2)0.6641 (4)0.0224 (13)
C1360.4705 (5)0.1620 (2)0.4984 (5)0.0286 (15)
H1360.44180.15310.44000.034*
C3140.5119 (5)0.0602 (2)0.9614 (5)0.0360 (17)
H3140.56460.03920.98430.043*
C3230.4253 (5)0.2824 (2)0.8678 (4)0.0298 (15)
H3230.49150.29130.88970.036*
C232−0.1584 (4)0.0880 (2)0.7941 (4)0.0223 (13)
H232−0.18950.11840.77720.027*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ag0.0115 (2)0.0155 (2)0.0148 (2)−0.00044 (15)0.00092 (15)0.00050 (17)
Br70.0295 (4)0.0335 (4)0.0341 (4)0.0099 (3)0.0177 (3)0.0095 (3)
Br50.0424 (4)0.0241 (3)0.0364 (4)0.0178 (3)0.0186 (3)0.0099 (3)
Br30.0361 (4)0.0277 (4)0.0563 (5)0.0034 (3)0.0237 (3)0.0152 (3)
P20.0098 (6)0.0158 (7)0.0146 (7)−0.0010 (5)0.0009 (5)−0.0021 (6)
P10.0127 (7)0.0154 (7)0.0168 (7)−0.0009 (5)0.0032 (6)0.0014 (6)
P30.0143 (7)0.0156 (7)0.0159 (7)−0.0021 (6)−0.0027 (6)0.0009 (6)
C10.013 (3)0.016 (3)0.027 (3)−0.003 (2)−0.004 (2)−0.002 (2)
O10.014 (2)0.017 (2)0.035 (2)0.0029 (16)0.0026 (17)−0.0031 (18)
O20.031 (2)0.019 (2)0.031 (2)0.0087 (18)0.0027 (19)0.0093 (19)
C3310.021 (3)0.017 (3)0.010 (3)0.002 (2)−0.006 (2)0.004 (2)
C3350.022 (3)0.024 (3)0.030 (3)0.004 (3)−0.005 (3)−0.005 (3)
C2210.008 (3)0.019 (3)0.025 (3)−0.006 (2)0.003 (2)0.002 (2)
C1210.014 (3)0.017 (3)0.013 (3)0.000 (2)−0.002 (2)0.008 (2)
C1110.017 (3)0.019 (3)0.016 (3)−0.003 (2)0.006 (2)−0.002 (2)
C2110.013 (3)0.017 (3)0.016 (3)−0.001 (2)0.000 (2)−0.003 (2)
C1320.019 (3)0.026 (3)0.034 (4)−0.002 (3)−0.003 (3)0.008 (3)
C2340.028 (3)0.022 (3)0.021 (3)−0.014 (3)0.007 (3)−0.002 (3)
C3330.030 (3)0.023 (3)0.023 (3)−0.005 (3)−0.005 (3)0.004 (3)
C2230.013 (3)0.020 (3)0.039 (4)0.001 (2)−0.005 (3)0.004 (3)
C1160.023 (3)0.016 (3)0.024 (3)−0.007 (2)0.006 (2)−0.002 (2)
C20.022 (3)0.017 (3)0.018 (3)0.002 (2)0.001 (2)−0.008 (2)
C2250.039 (4)0.017 (3)0.028 (4)−0.006 (3)0.009 (3)−0.003 (3)
C3320.026 (3)0.015 (3)0.016 (3)0.000 (2)−0.005 (2)−0.001 (2)
C1220.015 (3)0.023 (3)0.024 (3)0.002 (2)0.000 (2)−0.001 (3)
C2240.019 (3)0.019 (3)0.040 (4)−0.006 (2)0.007 (3)0.000 (3)
C3210.022 (3)0.017 (3)0.016 (3)−0.003 (2)−0.002 (2)0.001 (2)
C1130.026 (3)0.021 (3)0.037 (4)−0.006 (3)0.016 (3)−0.014 (3)
C2120.021 (3)0.016 (3)0.024 (3)−0.003 (2)0.005 (2)−0.002 (2)
C3110.017 (3)0.013 (3)0.029 (3)−0.006 (2)−0.010 (2)0.003 (2)
C40.025 (3)0.021 (3)0.032 (4)0.007 (2)0.009 (3)0.002 (3)
C3220.026 (3)0.019 (3)0.023 (3)−0.005 (2)−0.004 (3)0.002 (3)
C1310.011 (3)0.015 (3)0.034 (3)0.000 (2)0.004 (2)0.009 (3)
C2220.012 (3)0.022 (3)0.023 (3)−0.005 (2)0.000 (2)−0.002 (3)
C3360.020 (3)0.020 (3)0.020 (3)−0.002 (2)−0.001 (2)−0.001 (2)
C50.028 (3)0.016 (3)0.019 (3)0.007 (2)0.002 (2)0.004 (2)
C3340.018 (3)0.040 (4)0.019 (3)0.006 (3)0.002 (2)0.004 (3)
C1240.031 (3)0.015 (3)0.022 (3)0.006 (2)−0.004 (3)−0.001 (2)
C2360.013 (3)0.021 (3)0.018 (3)0.000 (2)−0.002 (2)−0.002 (2)
C2150.016 (3)0.044 (4)0.041 (4)−0.007 (3)−0.009 (3)−0.016 (3)
C3250.040 (4)0.020 (3)0.046 (4)0.002 (3)−0.013 (3)0.007 (3)
C60.020 (3)0.019 (3)0.018 (3)−0.003 (2)0.004 (2)0.002 (2)
C1120.026 (3)0.014 (3)0.027 (3)−0.002 (2)0.012 (3)0.004 (3)
C1230.021 (3)0.020 (3)0.029 (3)−0.002 (2)0.002 (3)0.010 (3)
C2130.025 (3)0.035 (4)0.021 (3)−0.006 (3)0.005 (3)−0.010 (3)
C2310.016 (3)0.019 (3)0.016 (3)−0.002 (2)0.003 (2)0.002 (2)
C3130.021 (3)0.021 (3)0.048 (4)0.000 (3)−0.010 (3)−0.007 (3)
C1260.015 (3)0.020 (3)0.022 (3)−0.004 (2)0.002 (2)0.000 (2)
C3120.018 (3)0.022 (3)0.029 (3)−0.001 (2)−0.008 (3)−0.004 (3)
C1150.027 (3)0.029 (3)0.020 (3)−0.007 (3)0.001 (3)0.001 (3)
C3260.027 (3)0.021 (3)0.027 (3)0.001 (3)−0.008 (3)0.001 (3)
C70.016 (3)0.020 (3)0.022 (3)0.001 (2)0.005 (2)−0.001 (2)
C3150.032 (4)0.032 (4)0.034 (4)−0.010 (3)−0.016 (3)0.020 (3)
C2350.025 (3)0.017 (3)0.024 (3)−0.001 (2)0.000 (3)0.001 (2)
C2330.021 (3)0.024 (3)0.034 (4)−0.006 (3)0.013 (3)−0.001 (3)
C1330.026 (4)0.035 (4)0.045 (4)−0.007 (3)−0.007 (3)0.012 (3)
C1250.018 (3)0.026 (3)0.025 (3)0.001 (2)0.000 (2)−0.004 (3)
C2160.012 (3)0.042 (4)0.034 (4)−0.003 (3)0.004 (3)−0.016 (3)
C2260.031 (3)0.013 (3)0.021 (3)−0.005 (2)0.003 (3)−0.002 (2)
C3240.051 (5)0.017 (3)0.039 (4)−0.005 (3)0.007 (3)0.003 (3)
C1140.032 (4)0.036 (4)0.024 (3)−0.015 (3)0.011 (3)−0.013 (3)
C2140.030 (4)0.044 (4)0.020 (3)0.002 (3)−0.004 (3)−0.020 (3)
C1350.022 (3)0.024 (3)0.074 (6)0.004 (3)0.021 (4)0.014 (4)
C3160.022 (3)0.025 (3)0.034 (4)−0.005 (3)−0.006 (3)0.002 (3)
C1340.016 (3)0.022 (3)0.085 (6)−0.001 (3)−0.003 (4)0.021 (4)
C30.023 (3)0.024 (3)0.021 (3)−0.001 (2)0.008 (3)−0.002 (3)
C1360.022 (3)0.025 (3)0.040 (4)0.003 (3)0.015 (3)0.006 (3)
C3140.029 (4)0.019 (3)0.059 (5)−0.002 (3)−0.014 (3)0.008 (3)
C3230.031 (4)0.030 (3)0.028 (4)−0.017 (3)−0.004 (3)−0.003 (3)
C2320.017 (3)0.022 (3)0.029 (3)0.001 (2)0.006 (2)0.001 (3)
Geometric parameters (Å, °) top
Ag—O12.630 (4)C311—C3121.393 (8)
Ag—O22.597 (4)C4—C51.380 (8)
Ag—P12.5412 (14)C4—C31.391 (8)
Ag—P22.5198 (14)C4—H40.9500
Ag—P32.5160 (14)C322—C3231.400 (8)
Br7—C71.901 (6)C322—H3220.9500
Br5—C51.915 (5)C131—C1361.391 (8)
Br3—C31.906 (6)C222—H2220.9500
P2—C2211.838 (6)C336—H3360.9500
P2—C2111.838 (5)C5—C61.386 (8)
P2—C2311.849 (5)C334—H3340.9500
P1—C1311.830 (5)C124—C1231.389 (8)
P1—C1211.833 (5)C124—C1251.390 (8)
P1—C1111.837 (6)C124—H1240.9500
P3—C3211.823 (6)C236—C2351.382 (8)
P3—C3311.829 (6)C236—C2311.398 (7)
P3—C3111.833 (6)C236—H2360.9500
C1—O11.252 (6)C215—C2141.368 (9)
C1—C71.429 (8)C215—C2161.387 (8)
C1—C21.502 (8)C215—H2150.9500
O2—C21.238 (7)C325—C3241.387 (9)
C331—C3361.385 (8)C325—C3261.399 (8)
C331—C3321.413 (7)C325—H3250.9500
C335—C3361.380 (8)C6—C71.382 (8)
C335—C3341.398 (8)C6—H60.9500
C335—H3350.9500C112—H1120.9500
C221—C2261.396 (8)C123—H1230.9500
C221—C2221.402 (8)C213—C2141.367 (8)
C121—C1261.385 (7)C213—H2130.9500
C121—C1221.400 (7)C231—C2321.393 (7)
C111—C1161.394 (8)C313—C3141.356 (9)
C111—C1121.401 (8)C313—C3121.385 (8)
C211—C2121.388 (8)C313—H3130.9500
C211—C2161.395 (7)C126—C1251.385 (8)
C132—C1331.375 (8)C126—H1260.9500
C132—C1311.402 (8)C312—H3120.9500
C132—H1320.9500C115—C1141.379 (8)
C234—C2331.382 (8)C115—H1150.9500
C234—C2351.388 (8)C326—H3260.9500
C234—H2340.9500C315—C3141.376 (9)
C333—C3341.377 (8)C315—C3161.393 (8)
C333—C3321.379 (8)C315—H3150.9500
C333—H3330.9500C235—H2350.9500
C223—C2241.376 (8)C233—C2321.386 (8)
C223—C2221.378 (8)C233—H2330.9500
C223—H2230.9500C133—C1341.370 (10)
C116—C1151.387 (8)C133—H1330.9500
C116—H1160.9500C125—H1250.9500
C2—C31.443 (8)C216—H2160.9500
C225—C2261.379 (8)C226—H2260.9500
C225—C2241.384 (9)C324—C3231.375 (9)
C225—H2250.9500C324—H3240.9500
C332—H3320.9500C114—H1140.9500
C122—C1231.377 (8)C214—H2140.9500
C122—H1220.9500C135—C1341.392 (11)
C224—H2240.9500C135—C1361.396 (8)
C321—C3221.395 (8)C135—H1350.9500
C321—C3261.398 (8)C316—H3160.9500
C113—C1121.372 (8)C134—H1340.9500
C113—C1141.380 (9)C136—H1360.9500
C113—H1130.9500C314—H3140.9500
C212—C2131.377 (8)C323—H3230.9500
C212—H2120.9500C232—H2320.9500
C311—C3161.392 (8)
O2—Ag—O159.36 (12)C331—C336—H336119.7
P3—Ag—P2112.98 (5)C4—C5—C6129.8 (5)
P3—Ag—P1112.59 (5)C4—C5—Br5115.4 (4)
P2—Ag—P1118.42 (5)C6—C5—Br5114.7 (4)
P3—Ag—O2105.72 (10)C333—C334—C335119.5 (6)
P2—Ag—O2126.43 (10)C333—C334—H334120.3
P1—Ag—O275.45 (9)C335—C334—H334120.3
P3—Ag—O181.79 (9)C123—C124—C125120.0 (5)
P2—Ag—O190.69 (9)C123—C124—H124120.0
P1—Ag—O1134.81 (9)C125—C124—H124120.0
C221—P2—C211105.1 (2)C235—C236—C231119.5 (5)
C221—P2—C231102.8 (2)C235—C236—H236120.3
C211—P2—C231101.1 (2)C231—C236—H236120.3
C221—P2—Ag108.77 (17)C214—C215—C216119.4 (6)
C211—P2—Ag114.75 (18)C214—C215—H215120.3
C231—P2—Ag122.54 (18)C216—C215—H215120.3
C131—P1—C121102.7 (2)C324—C325—C326120.0 (6)
C131—P1—C111103.7 (3)C324—C325—H325120.0
C121—P1—C111102.3 (2)C326—C325—H325120.0
C131—P1—Ag115.06 (19)C7—C6—C5127.6 (5)
C121—P1—Ag114.32 (18)C7—C6—H6116.2
C111—P1—Ag116.87 (18)C5—C6—H6116.2
C321—P3—C331104.5 (3)C113—C112—C111120.1 (6)
C321—P3—C311105.2 (2)C113—C112—H112119.9
C331—P3—C311103.2 (3)C111—C112—H112119.9
C321—P3—Ag115.31 (18)C122—C123—C124119.9 (5)
C331—P3—Ag113.83 (17)C122—C123—H123120.0
C311—P3—Ag113.60 (19)C124—C123—H123120.0
O1—C1—C7120.4 (5)C214—C213—C212119.7 (6)
O1—C1—C2115.2 (5)C214—C213—H213120.1
C7—C1—C2124.4 (5)C212—C213—H213120.1
C1—O1—Ag123.6 (4)C232—C231—C236119.6 (5)
C2—O2—Ag124.2 (4)C232—C231—P2124.4 (4)
C336—C331—C332118.6 (5)C236—C231—P2115.9 (4)
C336—C331—P3125.6 (4)C314—C313—C312121.5 (7)
C332—C331—P3115.7 (4)C314—C313—H313119.2
C336—C335—C334120.5 (6)C312—C313—H313119.2
C336—C335—H335119.8C125—C126—C121120.8 (5)
C334—C335—H335119.8C125—C126—H126119.6
C226—C221—C222119.2 (5)C121—C126—H126119.6
C226—C221—P2119.2 (4)C313—C312—C311119.5 (6)
C222—C221—P2121.4 (4)C313—C312—H312120.2
C126—C121—C122119.0 (5)C311—C312—H312120.2
C126—C121—P1118.3 (4)C114—C115—C116120.5 (6)
C122—C121—P1122.6 (4)C114—C115—H115119.7
C116—C111—C112118.7 (5)C116—C115—H115119.7
C116—C111—P1122.5 (4)C321—C326—C325120.1 (6)
C112—C111—P1118.7 (4)C321—C326—H326120.0
C212—C211—C216119.4 (5)C325—C326—H326120.0
C212—C211—P2118.8 (4)C6—C7—C1132.6 (5)
C216—C211—P2121.8 (4)C6—C7—Br7113.4 (4)
C133—C132—C131120.9 (6)C1—C7—Br7113.9 (4)
C133—C132—H132119.6C314—C315—C316120.7 (6)
C131—C132—H132119.6C314—C315—H315119.6
C233—C234—C235119.7 (5)C316—C315—H315119.6
C233—C234—H234120.2C236—C235—C234120.8 (5)
C235—C234—H234120.2C236—C235—H235119.6
C334—C333—C332120.4 (6)C234—C235—H235119.6
C334—C333—H333119.8C234—C233—C232120.2 (6)
C332—C333—H333119.8C234—C233—H233119.9
C224—C223—C222120.1 (6)C232—C233—H233119.9
C224—C223—H223120.0C134—C133—C132120.0 (7)
C222—C223—H223120.0C134—C133—H133120.0
C115—C116—C111120.2 (5)C132—C133—H133120.0
C115—C116—H116119.9C126—C125—C124119.7 (5)
C111—C116—H116119.9C126—C125—H125120.1
O2—C2—C3120.6 (5)C124—C125—H125120.1
O2—C2—C1116.4 (5)C215—C216—C211119.8 (6)
C3—C2—C1122.7 (5)C215—C216—H216120.1
C226—C225—C224120.1 (6)C211—C216—H216120.1
C226—C225—H225120.0C225—C226—C221120.0 (6)
C224—C225—H225120.0C225—C226—H226120.0
C333—C332—C331120.5 (5)C221—C226—H226120.0
C333—C332—H332119.8C323—C324—C325119.9 (6)
C331—C332—H332119.8C323—C324—H324120.0
C123—C122—C121120.6 (5)C325—C324—H324120.0
C123—C122—H122119.7C115—C114—C113119.3 (6)
C121—C122—H122119.7C115—C114—H114120.4
C223—C224—C225120.5 (6)C113—C114—H114120.4
C223—C224—H224119.8C213—C214—C215121.5 (6)
C225—C224—H224119.8C213—C214—H214119.2
C322—C321—C326119.7 (5)C215—C214—H214119.2
C322—C321—P3122.6 (4)C134—C135—C136119.3 (7)
C326—C321—P3117.5 (4)C134—C135—H135120.4
C112—C113—C114121.1 (6)C136—C135—H135120.4
C112—C113—H113119.4C311—C316—C315119.5 (6)
C114—C113—H113119.4C311—C316—H316120.3
C213—C212—C211120.1 (5)C315—C316—H316120.3
C213—C212—H212119.9C133—C134—C135120.8 (6)
C211—C212—H212119.9C133—C134—H134119.6
C316—C311—C312119.2 (5)C135—C134—H134119.6
C316—C311—P3123.0 (5)C4—C3—C2132.3 (6)
C312—C311—P3117.7 (4)C4—C3—Br3114.8 (4)
C5—C4—C3127.2 (6)C2—C3—Br3112.9 (4)
C5—C4—H4116.4C131—C136—C135120.3 (7)
C3—C4—H4116.4C131—C136—H136119.8
C321—C322—C323119.3 (5)C135—C136—H136119.8
C321—C322—H322120.4C313—C314—C315119.5 (6)
C323—C322—H322120.4C313—C314—H314120.3
C136—C131—C132118.7 (5)C315—C314—H314120.3
C136—C131—P1123.8 (5)C324—C323—C322121.1 (6)
C132—C131—P1117.5 (4)C324—C323—H323119.4
C223—C222—C221120.1 (6)C322—C323—H323119.4
C223—C222—H222120.0C233—C232—C231120.2 (5)
C221—C222—H222120.0C233—C232—H232119.9
C335—C336—C331120.5 (5)C231—C232—H232119.9
C335—C336—H336119.7
P3—Ag—P2—C22167.3 (2)C216—C211—C212—C2130.9 (9)
P1—Ag—P2—C221−67.4 (2)P2—C211—C212—C213179.0 (5)
O2—Ag—P2—C221−159.9 (2)C321—P3—C311—C31694.6 (5)
O1—Ag—P2—C221148.7 (2)C331—P3—C311—C316−14.6 (5)
P3—Ag—P2—C211−175.37 (19)Ag—P3—C311—C316−138.4 (4)
P1—Ag—P2—C21149.9 (2)C321—P3—C311—C312−89.3 (5)
O2—Ag—P2—C211−42.6 (2)C331—P3—C311—C312161.5 (4)
O1—Ag—P2—C211−94.0 (2)Ag—P3—C311—C31237.7 (5)
P3—Ag—P2—C231−52.3 (2)C326—C321—C322—C3230.2 (9)
P1—Ag—P2—C231173.0 (2)P3—C321—C322—C323173.8 (5)
O2—Ag—P2—C23180.5 (2)C133—C132—C131—C136−2.7 (9)
O1—Ag—P2—C23129.1 (2)C133—C132—C131—P1177.6 (5)
P3—Ag—P1—C13149.6 (2)C121—P1—C131—C136−101.7 (5)
P2—Ag—P1—C131−175.5 (2)C111—P1—C131—C1364.6 (5)
O2—Ag—P1—C131−51.7 (2)Ag—P1—C131—C136133.4 (4)
O1—Ag—P1—C131−51.7 (2)C121—P1—C131—C13278.0 (5)
P3—Ag—P1—C121−68.98 (19)C111—P1—C131—C132−175.7 (4)
P2—Ag—P1—C12165.92 (19)Ag—P1—C131—C132−46.8 (5)
O2—Ag—P1—C121−170.2 (2)C224—C223—C222—C221−0.4 (8)
O1—Ag—P1—C121−170.2 (2)C226—C221—C222—C223−2.1 (8)
P3—Ag—P1—C111171.6 (2)P2—C221—C222—C223−177.3 (4)
P2—Ag—P1—C111−53.5 (2)C334—C335—C336—C331−1.4 (8)
O2—Ag—P1—C11170.3 (2)C332—C331—C336—C3352.4 (8)
O1—Ag—P1—C11170.3 (2)P3—C331—C336—C335179.1 (4)
P2—Ag—P3—C321−110.3 (2)C3—C4—C5—C6−6.4 (11)
P1—Ag—P3—C32127.1 (2)C3—C4—C5—Br5176.8 (5)
O2—Ag—P3—C321107.6 (2)C332—C333—C334—C3351.3 (9)
O1—Ag—P3—C321162.4 (2)C336—C335—C334—C333−0.4 (9)
P2—Ag—P3—C33110.4 (2)C4—C5—C6—C72.4 (11)
P1—Ag—P3—C331147.86 (19)Br5—C5—C6—C7179.3 (5)
O2—Ag—P3—C331−131.7 (2)C114—C113—C112—C111−1.5 (9)
O1—Ag—P3—C331−76.8 (2)C116—C111—C112—C1131.3 (8)
P2—Ag—P3—C311128.2 (2)P1—C111—C112—C113176.8 (4)
P1—Ag—P3—C311−94.4 (2)C121—C122—C123—C1240.9 (9)
O2—Ag—P3—C311−13.9 (2)C125—C124—C123—C1220.3 (9)
O1—Ag—P3—C31141.0 (2)C211—C212—C213—C214−1.2 (9)
C7—C1—O1—Ag177.8 (4)C235—C236—C231—C2320.8 (8)
C2—C1—O1—Ag−3.2 (6)C235—C236—C231—P2−175.8 (4)
P3—Ag—O1—C1−107.4 (4)C221—P2—C231—C23216.0 (5)
P2—Ag—O1—C1139.5 (4)C211—P2—C231—C232−92.4 (5)
P1—Ag—O1—C16.4 (5)Ag—P2—C231—C232138.4 (4)
O2—Ag—O1—C16.4 (4)C221—P2—C231—C236−167.5 (4)
P3—Ag—O2—C259.9 (4)C211—P2—C231—C23684.0 (4)
P2—Ag—O2—C2−75.5 (5)Ag—P2—C231—C236−45.1 (5)
P1—Ag—O2—C2169.7 (5)C122—C121—C126—C1251.3 (8)
O1—Ag—O2—C2−10.3 (4)P1—C121—C126—C125−175.3 (4)
C321—P3—C331—C336−0.2 (5)C314—C313—C312—C3111.2 (9)
C311—P3—C331—C336109.6 (5)C316—C311—C312—C313−0.1 (8)
Ag—P3—C331—C336−126.8 (4)P3—C311—C312—C313−176.4 (4)
C321—P3—C331—C332176.6 (4)C111—C116—C115—C1140.0 (9)
C311—P3—C331—C332−73.6 (4)C322—C321—C326—C325−0.8 (9)
Ag—P3—C331—C33250.0 (4)P3—C321—C326—C325−174.7 (5)
C211—P2—C221—C226164.5 (4)C324—C325—C326—C3210.9 (10)
C231—P2—C221—C22659.0 (5)C5—C6—C7—C110.2 (11)
Ag—P2—C221—C226−72.2 (4)C5—C6—C7—Br7−173.9 (5)
C211—P2—C221—C222−20.4 (5)O1—C1—C7—C6173.6 (6)
C231—P2—C221—C222−125.8 (4)C2—C1—C7—C6−5.3 (10)
Ag—P2—C221—C222102.9 (4)O1—C1—C7—Br7−2.2 (7)
C131—P1—C121—C126−156.8 (4)C2—C1—C7—Br7178.9 (4)
C111—P1—C121—C12695.9 (5)C231—C236—C235—C234−1.3 (8)
Ag—P1—C121—C126−31.5 (5)C233—C234—C235—C2360.3 (9)
C131—P1—C121—C12226.8 (5)C235—C234—C233—C2321.1 (9)
C111—P1—C121—C122−80.5 (5)C131—C132—C133—C1340.5 (9)
Ag—P1—C121—C122152.1 (4)C121—C126—C125—C124−0.2 (8)
C131—P1—C111—C116−111.3 (5)C123—C124—C125—C126−0.6 (9)
C121—P1—C111—C116−4.7 (5)C214—C215—C216—C2110.8 (10)
Ag—P1—C111—C116121.0 (4)C212—C211—C216—C215−0.7 (9)
C131—P1—C111—C11273.4 (5)P2—C211—C216—C215−178.8 (5)
C121—P1—C111—C112−180.0 (4)C224—C225—C226—C221−2.4 (9)
Ag—P1—C111—C112−54.3 (5)C222—C221—C226—C2253.6 (8)
C221—P2—C211—C212118.0 (4)P2—C221—C226—C225178.8 (4)
C231—P2—C211—C212−135.3 (4)C326—C325—C324—C323−0.5 (11)
Ag—P2—C211—C212−1.4 (5)C116—C115—C114—C113−0.3 (9)
C221—P2—C211—C216−63.9 (5)C112—C113—C114—C1151.0 (9)
C231—P2—C211—C21642.7 (5)C212—C213—C214—C2151.2 (10)
Ag—P2—C211—C216176.7 (4)C216—C215—C214—C213−1.0 (11)
C112—C111—C116—C115−0.5 (8)C312—C311—C316—C315−0.6 (8)
P1—C111—C116—C115−175.8 (4)P3—C311—C316—C315175.4 (4)
Ag—O2—C2—C3−160.9 (4)C314—C315—C316—C3110.4 (9)
Ag—O2—C2—C112.9 (7)C132—C133—C134—C1351.6 (10)
O1—C1—C2—O2−6.1 (7)C136—C135—C134—C133−1.6 (9)
C7—C1—C2—O2172.9 (5)C5—C4—C3—C2−10.0 (11)
O1—C1—C2—C3167.6 (5)C5—C4—C3—Br3173.3 (5)
C7—C1—C2—C3−13.4 (8)O2—C2—C3—C4−163.7 (6)
C334—C333—C332—C331−0.3 (8)C1—C2—C3—C422.9 (10)
C336—C331—C332—C333−1.5 (8)O2—C2—C3—Br313.0 (7)
P3—C331—C332—C333−178.6 (4)C1—C2—C3—Br3−160.4 (4)
C126—C121—C122—C123−1.6 (8)C132—C131—C136—C1352.7 (9)
P1—C121—C122—C123174.8 (4)P1—C131—C136—C135−177.5 (4)
C222—C223—C224—C2251.6 (9)C134—C135—C136—C131−0.6 (9)
C226—C225—C224—C223−0.2 (9)C312—C313—C314—C315−1.5 (9)
C331—P3—C321—C322110.9 (5)C316—C315—C314—C3130.6 (9)
C311—P3—C321—C3222.6 (6)C325—C324—C323—C322−0.1 (10)
Ag—P3—C321—C322−123.3 (4)C321—C322—C323—C3240.3 (9)
C331—P3—C321—C326−75.3 (5)C234—C233—C232—C231−1.5 (9)
C311—P3—C321—C326176.4 (5)C236—C231—C232—C2330.5 (9)
Ag—P3—C321—C32650.4 (5)P2—C231—C232—C233176.9 (4)
Table 1
Selected geometric parameters (Å, °) top
Ag—O12.630 (4)Ag—P22.5198 (14)
Ag—O22.597 (4)Ag—P32.5160 (14)
Ag—P12.5412 (14)
O2—Ag—O159.36 (12)P2—Ag—O2126.43 (10)
P3—Ag—P2112.98 (5)P1—Ag—O275.45 (9)
P3—Ag—P1112.59 (5)P3—Ag—O181.79 (9)
P2—Ag—P1118.42 (5)P2—Ag—O190.69 (9)
P3—Ag—O2105.72 (10)P1—Ag—O1134.81 (9)
O1—C1—C2—O2−6.1 (7)
Acknowledgements top

Financial assistance from the University of the Free State and Professor A. Roodt is gratefully acknowledged. Mr L. Kirsten is acknowledged for the the data collection. Part of this material is based on work supported by the South African National Research Foundation (NRF) under grant No. GUN 2068915. 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

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