Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802023565/lh6024sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802023565/lh6024Isup2.hkl |
CCDC reference: 204652
The title compound was prepared in 65% yield from the reaction between (p-MeOC6H4)3PAuCl (Ho & Tiekink, 2001) and K[S2COEt] using established procedures (Tiekink, 1985). Yellow crystals were obtained from the vapour diffusion of diethyl ether into a chloroform solution of the compound; m.p. 409–410 K. 1H NMR (CDCl3): δ 7.48–7.28 (m, 6H), 6.98–6.95 (m, 6H), 4.54 (q, 2H, J = 7.1 Hz), 3.84 (s, 9H), 1.39 p.p.m. (t, 3H, J = 7.1 Hz). 31P{1H} NMR (CDCl3): δ 33.7 p.p.m. ESI-MS: m/z = 902 [{(p-MeOC6H5)3P}2Au]+ and 1220 [{(p-MeOC6H5)3P}2Au2(S2COEt)]+. IR (KBr): 1182 (νC—O) and 1047 cm−1 (νC-S).
H atoms were placed in calculated positions and included in the final refinement in the riding-model approximation. The residual electron-density peak was located in the vicinity of the Au atom.
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SHELXTL (Bruker, 2000); program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHEXLTL.
Fig. 1. The molecular structure and crystallographic numbering scheme for (I). Displacement ellipsoids are shown at the 50% probability level (Johnson, 1976). |
[AuC3H5OS2)(C21H21O3P)] | F(000) = 2624 |
Mr = 670.50 | Dx = 1.780 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71069 Å |
Hall symbol: -C 2yc | Cell parameters from 7220 reflections |
a = 14.7524 (8) Å | θ = 2.3–29.4° |
b = 15.2702 (8) Å | µ = 6.14 mm−1 |
c = 22.7615 (14) Å | T = 208 K |
β = 102.634 (2)° | Block, yellow |
V = 5003.4 (5) Å3 | 0.29 × 0.26 × 0.12 mm |
Z = 8 |
Bruker AXS SMART CCD diffractometer | 7255 independent reflections |
Radiation source: fine-focus sealed tube | 5989 reflections with I > 2σ(I)' |
Graphite monochromator | Rint = 0.039 |
ω scans | θmax = 30.0°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −14→20 |
Tmin = 0.485, Tmax = 1 | k = −21→19 |
20818 measured reflections | l = −31→31 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.028 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.068 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0316P)2] where P = (Fo2 + 2Fc2)/3 |
7255 reflections | (Δ/σ)max < 0.001' |
289 parameters | Δρmax = 1.15 e Å−3 |
0 restraints | Δρmin = −0.80 e Å−3 |
[AuC3H5OS2)(C21H21O3P)] | V = 5003.4 (5) Å3 |
Mr = 670.50 | Z = 8 |
Monoclinic, C2/c | Mo Kα radiation |
a = 14.7524 (8) Å | µ = 6.14 mm−1 |
b = 15.2702 (8) Å | T = 208 K |
c = 22.7615 (14) Å | 0.29 × 0.26 × 0.12 mm |
β = 102.634 (2)° |
Bruker AXS SMART CCD diffractometer | 7255 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | 5989 reflections with I > 2σ(I)' |
Tmin = 0.485, Tmax = 1 | Rint = 0.039 |
20818 measured reflections |
R[F2 > 2σ(F2)] = 0.028 | 0 restraints |
wR(F2) = 0.068 | H-atom parameters constrained |
S = 1.00 | Δρmax = 1.15 e Å−3 |
7255 reflections | Δρmin = −0.80 e Å−3 |
289 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Au | 0.151886 (7) | 0.231058 (7) | 0.210398 (5) | 0.02809 (4) | |
S1 | 0.06972 (6) | 0.10969 (5) | 0.16901 (4) | 0.03724 (19) | |
S2 | 0.06197 (7) | 0.22145 (5) | 0.05854 (5) | 0.0429 (2) | |
P1 | 0.23201 (5) | 0.34587 (5) | 0.25747 (3) | 0.02374 (14) | |
O1 | −0.03134 (14) | 0.07680 (14) | 0.06834 (10) | 0.0332 (5) | |
O2 | 0.25579 (17) | 0.64952 (16) | 0.09770 (11) | 0.0486 (6) | |
O3 | 0.62012 (15) | 0.24719 (16) | 0.37412 (12) | 0.0405 (6) | |
O4 | 0.07013 (16) | 0.49833 (16) | 0.45230 (11) | 0.0427 (6) | |
C1 | 0.03029 (19) | 0.13660 (18) | 0.09419 (13) | 0.0273 (6) | |
C2 | −0.0827 (2) | 0.0909 (3) | 0.00711 (15) | 0.0456 (9) | |
H2A | −0.0405 | 0.0894 | −0.0207 | 0.055* | |
H2B | −0.1134 | 0.1481 | 0.0037 | 0.055* | |
C3 | −0.1530 (2) | 0.0199 (3) | −0.00787 (18) | 0.0544 (10) | |
H3A | −0.1883 | 0.0276 | −0.0488 | 0.082* | |
H3B | −0.1946 | 0.0222 | 0.0197 | 0.082* | |
H3C | −0.1218 | −0.0364 | −0.0043 | 0.082* | |
C4 | 0.24305 (18) | 0.43398 (18) | 0.20631 (12) | 0.0235 (5) | |
C5 | 0.32546 (19) | 0.4789 (2) | 0.20754 (13) | 0.0291 (6) | |
H5 | 0.3806 | 0.4607 | 0.2338 | 0.035* | |
C6 | 0.3266 (2) | 0.5503 (2) | 0.17044 (15) | 0.0349 (7) | |
H6 | 0.3826 | 0.5805 | 0.1719 | 0.042* | |
C7 | 0.2466 (2) | 0.5777 (2) | 0.13128 (14) | 0.0340 (7) | |
C8 | 0.1640 (2) | 0.5318 (2) | 0.12786 (15) | 0.0390 (8) | |
H8 | 0.1094 | 0.5489 | 0.1006 | 0.047* | |
C9 | 0.1638 (2) | 0.4604 (2) | 0.16545 (15) | 0.0347 (7) | |
H9 | 0.1083 | 0.4290 | 0.1632 | 0.042* | |
C10 | 0.1746 (3) | 0.6828 (3) | 0.05867 (19) | 0.0611 (11) | |
H10A | 0.1906 | 0.7338 | 0.0377 | 0.092* | |
H10B | 0.1296 | 0.6991 | 0.0820 | 0.092* | |
H10C | 0.1482 | 0.6382 | 0.0296 | 0.092* | |
C11 | 0.34770 (17) | 0.31617 (19) | 0.29707 (12) | 0.0241 (6) | |
C12 | 0.40366 (19) | 0.37467 (19) | 0.33578 (13) | 0.0279 (6) | |
H12 | 0.3790 | 0.4290 | 0.3438 | 0.034* | |
C13 | 0.49517 (19) | 0.3546 (2) | 0.36283 (13) | 0.0290 (6) | |
H13 | 0.5326 | 0.3952 | 0.3882 | 0.035* | |
C14 | 0.5304 (2) | 0.2727 (2) | 0.35146 (14) | 0.0292 (6) | |
C15 | 0.4742 (2) | 0.2131 (2) | 0.31574 (15) | 0.0356 (7) | |
H15 | 0.4973 | 0.1571 | 0.3101 | 0.043* | |
C16 | 0.3843 (2) | 0.23439 (19) | 0.28816 (15) | 0.0310 (6) | |
H16 | 0.3471 | 0.1933 | 0.2630 | 0.037* | |
C17 | 0.6799 (2) | 0.3043 (3) | 0.41376 (16) | 0.0411 (8) | |
H17A | 0.7410 | 0.2779 | 0.4257 | 0.062* | |
H17B | 0.6550 | 0.3147 | 0.4492 | 0.062* | |
H17C | 0.6848 | 0.3595 | 0.3936 | 0.062* | |
C18 | 0.17834 (18) | 0.39701 (18) | 0.31295 (13) | 0.0253 (6) | |
C19 | 0.18678 (19) | 0.48619 (18) | 0.32537 (13) | 0.0264 (6) | |
H19 | 0.2179 | 0.5219 | 0.3025 | 0.032* | |
C20 | 0.15035 (19) | 0.52390 (19) | 0.37085 (13) | 0.0279 (6) | |
H20 | 0.1560 | 0.5844 | 0.3785 | 0.033* | |
C21 | 0.10545 (19) | 0.4702 (2) | 0.40466 (14) | 0.0305 (6) | |
C22 | 0.0941 (2) | 0.3823 (2) | 0.39165 (15) | 0.0366 (7) | |
H22 | 0.0616 | 0.3471 | 0.4139 | 0.044* | |
C23 | 0.1300 (2) | 0.3455 (2) | 0.34629 (14) | 0.0335 (7) | |
H23 | 0.1218 | 0.2854 | 0.3378 | 0.040* | |
C24 | 0.0891 (3) | 0.5853 (2) | 0.47295 (17) | 0.0476 (9) | |
H24A | 0.0604 | 0.5961 | 0.5067 | 0.071* | |
H24B | 0.0643 | 0.6259 | 0.4407 | 0.071* | |
H24C | 0.1558 | 0.5934 | 0.4856 | 0.071* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Au | 0.02705 (7) | 0.02513 (7) | 0.02992 (7) | −0.00406 (4) | 0.00148 (4) | −0.00516 (4) |
S1 | 0.0424 (4) | 0.0281 (4) | 0.0336 (4) | −0.0103 (3) | −0.0082 (3) | 0.0002 (3) |
S2 | 0.0517 (5) | 0.0326 (4) | 0.0479 (5) | −0.0068 (4) | 0.0185 (4) | 0.0040 (4) |
P1 | 0.0243 (3) | 0.0234 (3) | 0.0225 (4) | −0.0012 (3) | 0.0030 (3) | −0.0030 (3) |
O1 | 0.0329 (11) | 0.0329 (12) | 0.0302 (11) | −0.0052 (9) | −0.0014 (9) | −0.0017 (9) |
O2 | 0.0605 (16) | 0.0422 (14) | 0.0454 (15) | 0.0048 (12) | 0.0167 (12) | 0.0170 (12) |
O3 | 0.0259 (11) | 0.0458 (13) | 0.0473 (15) | 0.0104 (9) | 0.0025 (10) | −0.0015 (11) |
O4 | 0.0517 (14) | 0.0396 (13) | 0.0452 (14) | −0.0016 (11) | 0.0290 (11) | −0.0069 (11) |
C1 | 0.0259 (13) | 0.0231 (13) | 0.0325 (16) | 0.0007 (11) | 0.0055 (11) | −0.0043 (12) |
C2 | 0.0420 (19) | 0.058 (2) | 0.0300 (18) | 0.0009 (16) | −0.0076 (14) | 0.0057 (16) |
C3 | 0.0388 (19) | 0.079 (3) | 0.040 (2) | −0.0050 (18) | −0.0034 (15) | −0.017 (2) |
C4 | 0.0253 (13) | 0.0238 (13) | 0.0210 (13) | 0.0007 (10) | 0.0040 (10) | −0.0024 (11) |
C5 | 0.0268 (14) | 0.0348 (16) | 0.0251 (15) | −0.0012 (12) | 0.0045 (11) | 0.0018 (12) |
C6 | 0.0339 (16) | 0.0390 (18) | 0.0322 (17) | −0.0056 (13) | 0.0078 (13) | 0.0002 (14) |
C7 | 0.0442 (18) | 0.0308 (16) | 0.0290 (16) | 0.0026 (13) | 0.0126 (13) | 0.0017 (13) |
C8 | 0.0336 (16) | 0.0421 (19) | 0.0364 (18) | 0.0069 (14) | −0.0027 (13) | 0.0089 (15) |
C9 | 0.0271 (15) | 0.0376 (17) | 0.0373 (18) | −0.0026 (12) | 0.0022 (12) | 0.0040 (14) |
C10 | 0.079 (3) | 0.054 (3) | 0.052 (2) | 0.021 (2) | 0.018 (2) | 0.026 (2) |
C11 | 0.0251 (13) | 0.0236 (14) | 0.0249 (14) | 0.0012 (10) | 0.0081 (11) | −0.0004 (11) |
C12 | 0.0285 (14) | 0.0245 (14) | 0.0290 (15) | 0.0030 (11) | 0.0026 (11) | −0.0011 (12) |
C13 | 0.0296 (14) | 0.0307 (15) | 0.0251 (15) | 0.0013 (12) | 0.0022 (11) | −0.0006 (12) |
C14 | 0.0225 (14) | 0.0387 (17) | 0.0271 (15) | 0.0036 (12) | 0.0071 (11) | 0.0028 (13) |
C15 | 0.0384 (17) | 0.0304 (16) | 0.0377 (18) | 0.0082 (13) | 0.0074 (14) | −0.0063 (13) |
C16 | 0.0342 (16) | 0.0257 (15) | 0.0318 (17) | 0.0005 (12) | 0.0048 (12) | −0.0058 (12) |
C17 | 0.0259 (15) | 0.053 (2) | 0.0408 (19) | 0.0031 (15) | 0.0005 (13) | 0.0042 (17) |
C18 | 0.0216 (13) | 0.0272 (14) | 0.0267 (14) | 0.0005 (10) | 0.0040 (10) | −0.0015 (11) |
C19 | 0.0256 (13) | 0.0255 (14) | 0.0288 (15) | −0.0005 (11) | 0.0074 (11) | 0.0011 (11) |
C20 | 0.0264 (14) | 0.0276 (14) | 0.0302 (16) | 0.0033 (11) | 0.0074 (11) | −0.0026 (12) |
C21 | 0.0252 (14) | 0.0373 (17) | 0.0303 (16) | 0.0022 (12) | 0.0088 (11) | −0.0040 (13) |
C22 | 0.0378 (17) | 0.0386 (17) | 0.0382 (18) | −0.0052 (14) | 0.0189 (14) | 0.0010 (15) |
C23 | 0.0377 (16) | 0.0266 (15) | 0.0372 (18) | −0.0045 (13) | 0.0105 (13) | −0.0027 (13) |
C24 | 0.062 (2) | 0.045 (2) | 0.041 (2) | 0.0054 (17) | 0.0230 (17) | −0.0095 (17) |
Au—P1 | 2.2505 (7) | C9—H9 | 0.9400 |
Au—S1 | 2.3004 (8) | C10—H10A | 0.9700 |
S1—C1 | 1.724 (3) | C10—H10B | 0.9700 |
S2—C1 | 1.650 (3) | C10—H10C | 0.9700 |
P1—C4 | 1.810 (3) | C11—C12 | 1.392 (4) |
P1—C11 | 1.805 (3) | C11—C16 | 1.393 (4) |
P1—C18 | 1.808 (3) | C12—C13 | 1.390 (4) |
O1—C1 | 1.331 (3) | C12—H12 | 0.9400 |
O1—C2 | 1.449 (4) | C13—C14 | 1.400 (4) |
O2—C7 | 1.361 (4) | C13—H13 | 0.9400 |
O2—C10 | 1.420 (4) | C14—C15 | 1.373 (4) |
O3—C14 | 1.368 (4) | C15—C16 | 1.377 (4) |
O3—C17 | 1.416 (4) | C15—H15 | 0.9400 |
O4—C21 | 1.371 (4) | C16—H16 | 0.9400 |
O4—C24 | 1.416 (4) | C17—H17A | 0.9700 |
C2—C3 | 1.487 (5) | C17—H17B | 0.9700 |
C2—H2A | 0.9800 | C17—H17C | 0.9700 |
C2—H2B | 0.9800 | C18—C19 | 1.391 (4) |
C3—H3A | 0.9700 | C18—C23 | 1.393 (4) |
C3—H3B | 0.9700 | C19—C20 | 1.391 (4) |
C3—H3C | 0.9700 | C19—H19 | 0.9400 |
C4—C5 | 1.391 (4) | C20—C21 | 1.388 (4) |
C4—C9 | 1.385 (4) | C20—H20 | 0.9400 |
C5—C6 | 1.381 (4) | C21—C22 | 1.377 (4) |
C5—H5 | 0.9400 | C22—C23 | 1.379 (4) |
C6—C7 | 1.379 (4) | C22—H22 | 0.9400 |
C6—H6 | 0.9400 | C23—H23 | 0.9400 |
C7—C8 | 1.394 (4) | C24—H24A | 0.9700 |
C8—C9 | 1.386 (4) | C24—H24B | 0.9700 |
C8—H8 | 0.9400 | C24—H24C | 0.9700 |
P1—Au—S1 | 175.87 (3) | H10B—C10—H10C | 109.5 |
Au—S1—C1 | 104.25 (10) | C12—C11—C16 | 118.2 (2) |
C4—P1—C11 | 107.44 (13) | C12—C11—P1 | 121.3 (2) |
C4—P1—C18 | 104.06 (13) | C16—C11—P1 | 120.4 (2) |
C11—P1—C18 | 105.69 (12) | C13—C12—C11 | 121.5 (3) |
Au—P1—C4 | 112.62 (9) | C13—C12—H12 | 119.2 |
Au—P1—C11 | 112.51 (10) | C11—C12—H12 | 119.2 |
Au—P1—C18 | 113.85 (9) | C12—C13—C14 | 118.6 (3) |
C1—O1—C2 | 119.1 (3) | C12—C13—H13 | 120.7 |
C7—O2—C10 | 117.8 (3) | C14—C13—H13 | 120.7 |
C14—O3—C17 | 118.8 (3) | O3—C14—C15 | 116.3 (3) |
C21—O4—C24 | 118.3 (3) | O3—C14—C13 | 123.6 (3) |
S1—C1—S2 | 127.03 (17) | C15—C14—C13 | 120.1 (3) |
S1—C1—O1 | 108.9 (2) | C16—C15—C14 | 120.7 (3) |
S2—C1—O1 | 124.1 (2) | C16—C15—H15 | 119.7 |
O1—C2—C3 | 107.7 (3) | C14—C15—H15 | 119.7 |
O1—C2—H2A | 110.2 | C15—C16—C11 | 120.7 (3) |
C3—C2—H2A | 110.2 | C15—C16—H16 | 119.6 |
O1—C2—H2B | 110.2 | C11—C16—H16 | 119.6 |
C3—C2—H2B | 110.2 | O3—C17—H17A | 109.5 |
H2A—C2—H2B | 108.5 | O3—C17—H17B | 109.5 |
C2—C3—H3A | 109.5 | H17A—C17—H17B | 109.5 |
C2—C3—H3B | 109.5 | O3—C17—H17C | 109.5 |
H3A—C3—H3B | 109.5 | H17A—C17—H17C | 109.5 |
C2—C3—H3C | 109.5 | H17B—C17—H17C | 109.5 |
H3A—C3—H3C | 109.5 | C19—C18—C23 | 118.4 (3) |
H3B—C3—H3C | 109.5 | C19—C18—P1 | 122.1 (2) |
C5—C4—C9 | 118.4 (3) | C23—C18—P1 | 119.4 (2) |
C5—C4—P1 | 123.7 (2) | C18—C19—C20 | 121.6 (3) |
C9—C4—P1 | 117.8 (2) | C18—C19—H19 | 119.2 |
C6—C5—C4 | 120.3 (3) | C20—C19—H19 | 119.2 |
C6—C5—H5 | 119.8 | C21—C20—C19 | 118.5 (3) |
C4—C5—H5 | 119.8 | C21—C20—H20 | 120.7 |
C7—C6—C5 | 120.8 (3) | C19—C20—H20 | 120.7 |
C7—C6—H6 | 119.6 | C22—C21—O4 | 115.2 (3) |
C5—C6—H6 | 119.6 | C22—C21—C20 | 120.4 (3) |
O2—C7—C6 | 115.6 (3) | O4—C21—C20 | 124.3 (3) |
O2—C7—C8 | 124.6 (3) | C21—C22—C23 | 120.7 (3) |
C6—C7—C8 | 119.9 (3) | C21—C22—H22 | 119.7 |
C7—C8—C9 | 118.7 (3) | C23—C22—H22 | 119.7 |
C7—C8—H8 | 120.6 | C22—C23—C18 | 120.2 (3) |
C9—C8—H8 | 120.6 | C22—C23—H23 | 119.9 |
C8—C9—C4 | 121.8 (3) | C18—C23—H23 | 119.9 |
C8—C9—H9 | 119.1 | O4—C24—H24A | 109.5 |
C4—C9—H9 | 119.1 | O4—C24—H24B | 109.5 |
O2—C10—H10A | 109.5 | H24A—C24—H24B | 109.5 |
O2—C10—H10B | 109.5 | O4—C24—H24C | 109.5 |
H10A—C10—H10B | 109.5 | H24A—C24—H24C | 109.5 |
O2—C10—H10C | 109.5 | H24B—C24—H24C | 109.5 |
H10A—C10—H10C | 109.5 |
Experimental details
Crystal data | |
Chemical formula | [AuC3H5OS2)(C21H21O3P)] |
Mr | 670.50 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 208 |
a, b, c (Å) | 14.7524 (8), 15.2702 (8), 22.7615 (14) |
β (°) | 102.634 (2) |
V (Å3) | 5003.4 (5) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 6.14 |
Crystal size (mm) | 0.29 × 0.26 × 0.12 |
Data collection | |
Diffractometer | Bruker AXS SMART CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2000) |
Tmin, Tmax | 0.485, 1 |
No. of measured, independent and observed [I > 2σ(I)'] reflections | 20818, 7255, 5989 |
Rint | 0.039 |
(sin θ/λ)max (Å−1) | 0.704 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.028, 0.068, 1.00 |
No. of reflections | 7255 |
No. of parameters | 289 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.15, −0.80 |
Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXTL (Bruker, 2000), PATTY in DIRDIF92 (Beurskens et al., 1992), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), SHEXLTL.
Au—P1 | 2.2505 (7) | P1—C11 | 1.805 (3) |
Au—S1 | 2.3004 (8) | P1—C18 | 1.808 (3) |
S1—C1 | 1.724 (3) | O1—C1 | 1.331 (3) |
S2—C1 | 1.650 (3) | O1—C2 | 1.449 (4) |
P1—C4 | 1.810 (3) | ||
P1—Au—S1 | 175.87 (3) | Au—P1—C11 | 112.51 (10) |
Au—S1—C1 | 104.25 (10) | Au—P1—C18 | 113.85 (9) |
C4—P1—C11 | 107.44 (13) | C1—O1—C2 | 119.1 (3) |
C4—P1—C18 | 104.06 (13) | S1—C1—S2 | 127.03 (17) |
C11—P1—C18 | 105.69 (12) | S1—C1—O1 | 108.9 (2) |
Au—P1—C4 | 112.62 (9) | S2—C1—O1 | 124.1 (2) |
Dithiocarbonate (i.e. xanthate or −S2COR) ligands invariably coordinate to the metal centre in their phosphinegold(I) complexes via one of the S atoms, thereby leading to a linear P—Au—S arrangement (Tiekink, 1985; Siasios & Tiekink, 1992, 1993a,b). Weak intramolecular Au···X associations are also present and these can either involve the second S atom or the O atom. It is the requirements of efficient crystal packing that are thought to play a major role in determining the nature of the weaker intramolecular interactions to Au in these complexes. In this context, the molecular structure of (p-MeOC6H4)3PAu(S2COEt), (I) (Fig. 1 and Table 1), was investigated. The Au atom exists within a linear geometry [175.87 (3)°] defined by S [2.3004 (8) Å] and P [2.2505 (7) Å] donor atoms. The orientation of the xanthate ligand is such that the S2 atom in close proximity [3.4239 (11) Å] to the Au atom as is normally found in these systems. The dihedral angles formed between the aromatic rings are 59.01 (14), 86.03 (14) and 77.46 (14)°, respectively. The crystal lattice is stabilized by C—H···π interactions and weaker O/S···H contacts. Each of the aromatic rings appears to be involved in a C—H···π contact. C17—H17C is 2.94 Å from the centroid of C4i—C9i, with an angle at H17C of 163° [symmetry code: (i) 1 − x, y, 0.5 − z], C10—H10B is 2.92 Å from the centroid of C11ii—C16ii with an angle of 156° at H10B [symmetry code: (ii) 0.5 − x, 0.5 + y, 0.5 − z] and C3—H3A is 2.97 Å from the centroid of C18iii—C23iii with an angle of 154° at H3A [symmetry code: (iii) −0.5 + x, 0.5 − y, −0.5 + z].