
Acta Cryst. (2009). E65, m1570 [ doi:10.1107/S1600536809047084 ]
S](tricyclohexylphosphine-
P)gold(I)In the title compound, [Au(C7H14NOS)(C18H33P)], the AuI atom is coordinated within an S,P-donor set that defines a slightly distorted linear geometry [S-Au-P = 174.94 (2)°], with the distortion due to a short intramolecular Au
O contact [2.908 (2) Å].
Compound (I) was prepared following the standard literature procedure from the reaction of Cy3PAuCl and (iPr)OC(S)N(H)(iPr) in the presence of base (Hall et al., 1993).
The H atoms were geometrically placed (C—H = 0.97–0.99 Å) and refined as riding with Uiso(H) = 1.2–1.5Ueq(C). The maximum and minimum residual electron density peaks of 1.01 and 0.78 e Å-3, respectively, were located 0.92 Å and 0.83 Å from the Au atom.
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: PATTY in DIRDIF92 (Beurskens et al., 1992); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
| Fig. 1. Molecular structure of (I) showing displacement ellipsoids at the 50% probability level. |
| [Au(C7H14NOS)(C18H33P)] | Z = 2 |
| Mr = 637.63 | F(000) = 644 |
| Triclinic, P1 | Dx = 1.540 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71069 Å |
| a = 11.1236 (5) Å | Cell parameters from 7451 reflections |
| b = 11.7949 (6) Å | θ = 2.2–30.0° |
| c = 11.9037 (6) Å | µ = 5.50 mm−1 |
| α = 73.869 (1)° | T = 223 K |
| β = 85.282 (1)° | Block, colourless |
| γ = 66.515 (1)° | 0.19 × 0.16 × 0.11 mm |
| V = 1375.30 (12) Å3 |
| Bruker SMART CCD diffractometer | 6300 independent reflections |
| Radiation source: fine-focus sealed tube | 5853 reflections with I > 2σ(I) |
| graphite | Rint = 0.020 |
| ω scans | θmax = 27.5°, θmin = 1.8° |
| Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −14→14 |
| Tmin = 0.636, Tmax = 1 | k = −15→15 |
| 10973 measured reflections | l = −13→15 |
| 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)] = 0.021 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.054 | H-atom parameters constrained |
| S = 0.98 | w = 1/[σ2(Fo2) + (0.0323P)2] where P = (Fo2 + 2Fc2)/3 |
| 6300 reflections | (Δ/σ)max = 0.001 |
| 271 parameters | Δρmax = 1.01 e Å−3 |
| 0 restraints | Δρmin = −0.78 e Å−3 |
| [Au(C7H14NOS)(C18H33P)] | γ = 66.515 (1)° |
| Mr = 637.63 | V = 1375.30 (12) Å3 |
| Triclinic, P1 | Z = 2 |
| a = 11.1236 (5) Å | Mo Kα radiation |
| b = 11.7949 (6) Å | µ = 5.50 mm−1 |
| c = 11.9037 (6) Å | T = 223 K |
| α = 73.869 (1)° | 0.19 × 0.16 × 0.11 mm |
| β = 85.282 (1)° |
| Bruker SMART CCD diffractometer | 6300 independent reflections |
| Absorption correction: multi-scan (SADABS; Bruker, 2000) | 5853 reflections with I > 2σ(I) |
| Tmin = 0.636, Tmax = 1 | Rint = 0.020 |
| 10973 measured reflections | θmax = 27.5° |
| R[F2 > 2σ(F2)] = 0.021 | H-atom parameters constrained |
| wR(F2) = 0.054 | Δρmax = 1.01 e Å−3 |
| S = 0.98 | Δρmin = −0.78 e Å−3 |
| 6300 reflections | Absolute structure: ? |
| 271 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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 | 0.099579 (9) | 0.244875 (8) | −0.000750 (8) | 0.02575 (4) | |
| S1 | 0.17603 (7) | 0.13648 (7) | 0.18959 (6) | 0.03236 (15) | |
| P1 | 0.04149 (6) | 0.33925 (6) | −0.19218 (6) | 0.02396 (13) | |
| O1 | 0.30086 (19) | −0.01420 (18) | 0.05751 (16) | 0.0341 (4) | |
| N1 | 0.3452 (2) | −0.1149 (2) | 0.2521 (2) | 0.0380 (6) | |
| C1 | 0.2845 (3) | −0.0148 (3) | 0.1727 (2) | 0.0302 (6) | |
| C2 | 0.3294 (3) | −0.1112 (3) | 0.3740 (3) | 0.0452 (8) | |
| H2 | 0.2426 | −0.0446 | 0.3820 | 0.054* | |
| C3 | 0.4361 (4) | −0.0765 (4) | 0.4098 (3) | 0.0602 (10) | |
| H3A | 0.4276 | 0.0076 | 0.3614 | 0.090* | |
| H3B | 0.5216 | −0.1397 | 0.3996 | 0.090* | |
| H3C | 0.4270 | −0.0753 | 0.4913 | 0.090* | |
| C4 | 0.3361 (4) | −0.2409 (4) | 0.4495 (3) | 0.0616 (11) | |
| H4A | 0.2668 | −0.2597 | 0.4247 | 0.092* | |
| H4B | 0.3253 | −0.2391 | 0.5307 | 0.092* | |
| H4C | 0.4205 | −0.3068 | 0.4412 | 0.092* | |
| C5 | 0.3930 (3) | −0.1300 (3) | 0.0295 (3) | 0.0385 (7) | |
| H5 | 0.4687 | −0.1722 | 0.0859 | 0.046* | |
| C6 | 0.3260 (4) | −0.2196 (4) | 0.0361 (4) | 0.0618 (11) | |
| H6A | 0.2994 | −0.2453 | 0.1156 | 0.093* | |
| H6B | 0.3860 | −0.2950 | 0.0133 | 0.093* | |
| H6C | 0.2494 | −0.1766 | −0.0163 | 0.093* | |
| C7 | 0.4384 (3) | −0.0863 (3) | −0.0916 (3) | 0.0458 (7) | |
| H7A | 0.4820 | −0.0298 | −0.0909 | 0.069* | |
| H7B | 0.3634 | −0.0407 | −0.1459 | 0.069* | |
| H7C | 0.4992 | −0.1604 | −0.1159 | 0.069* | |
| C8 | 0.0941 (3) | 0.2106 (3) | −0.2671 (2) | 0.0301 (5) | |
| H8 | 0.1905 | 0.1670 | −0.2545 | 0.036* | |
| C9 | 0.0396 (4) | 0.1087 (3) | −0.2087 (3) | 0.0438 (7) | |
| H9A | −0.0562 | 0.1465 | −0.2185 | 0.053* | |
| H9B | 0.0619 | 0.0785 | −0.1247 | 0.053* | |
| C10 | 0.0966 (4) | −0.0041 (3) | −0.2628 (4) | 0.0544 (9) | |
| H10A | 0.1909 | −0.0483 | −0.2437 | 0.065* | |
| H10B | 0.0556 | −0.0651 | −0.2287 | 0.065* | |
| C11 | 0.0755 (4) | 0.0378 (4) | −0.3945 (4) | 0.0631 (11) | |
| H11A | 0.1189 | −0.0367 | −0.4258 | 0.076* | |
| H11B | −0.0186 | 0.0722 | −0.4136 | 0.076* | |
| C12 | 0.1290 (5) | 0.1389 (4) | −0.4514 (3) | 0.0652 (11) | |
| H12A | 0.1084 | 0.1682 | −0.5357 | 0.078* | |
| H12B | 0.2246 | 0.1018 | −0.4401 | 0.078* | |
| C13 | 0.0697 (4) | 0.2527 (3) | −0.3988 (3) | 0.0509 (8) | |
| H13A | 0.1083 | 0.3154 | −0.4344 | 0.061* | |
| H13B | −0.0249 | 0.2944 | −0.4164 | 0.061* | |
| C14 | 0.1314 (2) | 0.4419 (2) | −0.2571 (2) | 0.0274 (5) | |
| H14 | 0.1062 | 0.4802 | −0.3413 | 0.033* | |
| C15 | 0.2799 (3) | 0.3628 (3) | −0.2449 (3) | 0.0393 (7) | |
| H15A | 0.3039 | 0.3165 | −0.1626 | 0.047* | |
| H15B | 0.3028 | 0.2992 | −0.2897 | 0.047* | |
| C16 | 0.3585 (3) | 0.4462 (3) | −0.2882 (3) | 0.0469 (8) | |
| H16A | 0.4522 | 0.3926 | −0.2736 | 0.056* | |
| H16B | 0.3432 | 0.4840 | −0.3728 | 0.056* | |
| C17 | 0.3205 (3) | 0.5522 (3) | −0.2277 (3) | 0.0471 (8) | |
| H17A | 0.3687 | 0.6069 | −0.2609 | 0.057* | |
| H17B | 0.3450 | 0.5144 | −0.1443 | 0.057* | |
| C18 | 0.1739 (3) | 0.6335 (3) | −0.2416 (3) | 0.0449 (8) | |
| H18A | 0.1508 | 0.6788 | −0.3243 | 0.054* | |
| H18B | 0.1515 | 0.6978 | −0.1976 | 0.054* | |
| C19 | 0.0950 (3) | 0.5502 (3) | −0.1972 (3) | 0.0345 (6) | |
| H19A | 0.0013 | 0.6042 | −0.2114 | 0.041* | |
| H19B | 0.1106 | 0.5129 | −0.1126 | 0.041* | |
| C20 | −0.1345 (2) | 0.4342 (2) | −0.2282 (2) | 0.0276 (5) | |
| H20 | −0.1723 | 0.3730 | −0.2346 | 0.033* | |
| C21 | −0.2064 (3) | 0.4929 (3) | −0.1287 (2) | 0.0329 (6) | |
| H21A | −0.1926 | 0.4245 | −0.0559 | 0.039* | |
| H21B | −0.1698 | 0.5519 | −0.1167 | 0.039* | |
| C22 | −0.3537 (3) | 0.5655 (3) | −0.1575 (3) | 0.0438 (7) | |
| H22A | −0.3920 | 0.5046 | −0.1603 | 0.053* | |
| H22B | −0.3957 | 0.6063 | −0.0953 | 0.053* | |
| C23 | −0.3806 (3) | 0.6671 (3) | −0.2735 (3) | 0.0418 (7) | |
| H23A | −0.4754 | 0.7097 | −0.2904 | 0.050* | |
| H23B | −0.3485 | 0.7320 | −0.2690 | 0.050* | |
| C24 | −0.3136 (3) | 0.6074 (3) | −0.3709 (3) | 0.0467 (8) | |
| H24A | −0.3305 | 0.6745 | −0.4450 | 0.056* | |
| H24B | −0.3499 | 0.5466 | −0.3787 | 0.056* | |
| C25 | −0.1655 (3) | 0.5375 (3) | −0.3458 (3) | 0.0378 (7) | |
| H25A | −0.1283 | 0.5997 | −0.3443 | 0.045* | |
| H25B | −0.1246 | 0.4974 | −0.4086 | 0.045* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Au | 0.02761 (6) | 0.01936 (6) | 0.02462 (6) | −0.00442 (4) | −0.00234 (4) | −0.00356 (4) |
| S1 | 0.0360 (4) | 0.0243 (3) | 0.0259 (3) | −0.0015 (3) | −0.0027 (3) | −0.0044 (3) |
| P1 | 0.0252 (3) | 0.0187 (3) | 0.0247 (3) | −0.0053 (3) | −0.0015 (2) | −0.0049 (2) |
| O1 | 0.0358 (10) | 0.0254 (10) | 0.0282 (10) | −0.0006 (8) | 0.0011 (8) | −0.0048 (8) |
| N1 | 0.0385 (13) | 0.0281 (13) | 0.0303 (13) | 0.0008 (11) | 0.0010 (10) | −0.0025 (10) |
| C1 | 0.0285 (13) | 0.0268 (14) | 0.0289 (14) | −0.0059 (11) | 0.0021 (10) | −0.0054 (11) |
| C2 | 0.0455 (18) | 0.0347 (17) | 0.0309 (16) | 0.0037 (14) | 0.0022 (13) | −0.0008 (13) |
| C3 | 0.064 (2) | 0.058 (2) | 0.044 (2) | −0.011 (2) | −0.0136 (17) | −0.0071 (17) |
| C4 | 0.064 (2) | 0.044 (2) | 0.046 (2) | −0.0061 (18) | 0.0062 (17) | 0.0104 (16) |
| C5 | 0.0369 (15) | 0.0297 (15) | 0.0375 (16) | −0.0022 (13) | 0.0065 (12) | −0.0097 (12) |
| C6 | 0.084 (3) | 0.041 (2) | 0.062 (3) | −0.029 (2) | 0.030 (2) | −0.0193 (18) |
| C7 | 0.0444 (18) | 0.0478 (19) | 0.0451 (19) | −0.0154 (16) | 0.0150 (14) | −0.0201 (15) |
| C8 | 0.0338 (14) | 0.0249 (13) | 0.0318 (14) | −0.0083 (11) | 0.0003 (11) | −0.0126 (11) |
| C9 | 0.058 (2) | 0.0347 (17) | 0.0484 (19) | −0.0249 (16) | 0.0116 (15) | −0.0194 (14) |
| C10 | 0.061 (2) | 0.0403 (19) | 0.078 (3) | −0.0250 (18) | 0.0040 (19) | −0.0323 (19) |
| C11 | 0.059 (2) | 0.062 (2) | 0.080 (3) | −0.012 (2) | −0.006 (2) | −0.052 (2) |
| C12 | 0.094 (3) | 0.058 (2) | 0.042 (2) | −0.018 (2) | 0.0045 (19) | −0.0297 (18) |
| C13 | 0.072 (2) | 0.0406 (18) | 0.0328 (17) | −0.0105 (17) | −0.0007 (15) | −0.0158 (14) |
| C14 | 0.0288 (13) | 0.0221 (12) | 0.0286 (13) | −0.0088 (11) | −0.0002 (10) | −0.0043 (10) |
| C15 | 0.0294 (14) | 0.0299 (15) | 0.0532 (19) | −0.0065 (12) | 0.0039 (12) | −0.0112 (13) |
| C16 | 0.0291 (15) | 0.0450 (19) | 0.061 (2) | −0.0141 (14) | 0.0047 (14) | −0.0079 (16) |
| C17 | 0.0380 (17) | 0.0453 (19) | 0.062 (2) | −0.0241 (16) | 0.0003 (15) | −0.0093 (16) |
| C18 | 0.0431 (17) | 0.0322 (16) | 0.063 (2) | −0.0198 (15) | 0.0036 (15) | −0.0102 (15) |
| C19 | 0.0337 (14) | 0.0280 (14) | 0.0434 (17) | −0.0125 (12) | 0.0055 (12) | −0.0127 (12) |
| C20 | 0.0252 (12) | 0.0233 (13) | 0.0297 (14) | −0.0053 (10) | −0.0047 (10) | −0.0046 (10) |
| C21 | 0.0297 (14) | 0.0304 (14) | 0.0325 (15) | −0.0060 (12) | 0.0000 (11) | −0.0075 (11) |
| C22 | 0.0282 (15) | 0.0349 (17) | 0.057 (2) | −0.0050 (13) | 0.0057 (13) | −0.0063 (14) |
| C23 | 0.0271 (14) | 0.0313 (16) | 0.056 (2) | −0.0050 (12) | −0.0045 (13) | −0.0038 (14) |
| C24 | 0.0392 (17) | 0.0387 (18) | 0.0473 (19) | −0.0044 (14) | −0.0180 (14) | 0.0003 (14) |
| C25 | 0.0351 (15) | 0.0366 (16) | 0.0298 (15) | −0.0056 (13) | −0.0067 (12) | −0.0012 (12) |
| Au—S1 | 2.3091 (7) | C12—C13 | 1.524 (5) |
| Au—P1 | 2.2602 (7) | C12—H12A | 0.9800 |
| S1—C1 | 1.767 (3) | C12—H12B | 0.9800 |
| P1—C20 | 1.842 (3) | C13—H13A | 0.9800 |
| P1—C14 | 1.839 (2) | C13—H13B | 0.9800 |
| P1—C8 | 1.844 (3) | C14—C19 | 1.532 (4) |
| O1—C1 | 1.367 (3) | C14—C15 | 1.535 (4) |
| O1—C5 | 1.452 (3) | C14—H14 | 0.9900 |
| N1—C1 | 1.263 (3) | C15—C16 | 1.525 (4) |
| N1—C2 | 1.458 (4) | C15—H15A | 0.9800 |
| C2—C4 | 1.520 (4) | C15—H15B | 0.9800 |
| C2—C3 | 1.524 (5) | C16—C17 | 1.513 (5) |
| C2—H2 | 0.9900 | C16—H16A | 0.9800 |
| C3—H3A | 0.9700 | C16—H16B | 0.9800 |
| C3—H3B | 0.9700 | C17—C18 | 1.522 (4) |
| C3—H3C | 0.9700 | C17—H17A | 0.9800 |
| C4—H4A | 0.9700 | C17—H17B | 0.9800 |
| C4—H4B | 0.9700 | C18—C19 | 1.529 (4) |
| C4—H4C | 0.9700 | C18—H18A | 0.9800 |
| C5—C7 | 1.508 (4) | C18—H18B | 0.9800 |
| C5—C6 | 1.500 (5) | C19—H19A | 0.9800 |
| C5—H5 | 0.9900 | C19—H19B | 0.9800 |
| C6—H6A | 0.9700 | C20—C25 | 1.536 (4) |
| C6—H6B | 0.9700 | C20—C21 | 1.543 (4) |
| C6—H6C | 0.9700 | C20—H20 | 0.9900 |
| C7—H7A | 0.9700 | C21—C22 | 1.531 (4) |
| C7—H7B | 0.9700 | C21—H21A | 0.9800 |
| C7—H7C | 0.9700 | C21—H21B | 0.9800 |
| C8—C13 | 1.519 (4) | C22—C23 | 1.515 (4) |
| C8—C9 | 1.530 (4) | C22—H22A | 0.9800 |
| C8—H8 | 0.9900 | C22—H22B | 0.9800 |
| C9—C10 | 1.525 (5) | C23—C24 | 1.512 (5) |
| C9—H9A | 0.9800 | C23—H23A | 0.9800 |
| C9—H9B | 0.9800 | C23—H23B | 0.9800 |
| C10—C11 | 1.514 (6) | C24—C25 | 1.532 (4) |
| C10—H10A | 0.9800 | C24—H24A | 0.9800 |
| C10—H10B | 0.9800 | C24—H24B | 0.9800 |
| C11—C12 | 1.512 (6) | C25—H25A | 0.9800 |
| C11—H11A | 0.9800 | C25—H25B | 0.9800 |
| C11—H11B | 0.9800 | ||
| P1—Au—S1 | 174.94 (2) | C8—C13—C12 | 111.3 (3) |
| C1—S1—Au | 101.17 (9) | C8—C13—H13A | 109.4 |
| C20—P1—C14 | 108.31 (12) | C12—C13—H13A | 109.4 |
| C20—P1—C8 | 106.97 (12) | C8—C13—H13B | 109.4 |
| C14—P1—C8 | 106.64 (12) | C12—C13—H13B | 109.4 |
| C20—P1—Au | 116.82 (9) | H13A—C13—H13B | 108.0 |
| C14—P1—Au | 110.30 (9) | C19—C14—C15 | 110.1 (2) |
| C8—P1—Au | 107.28 (9) | C19—C14—P1 | 109.76 (18) |
| C1—O1—C5 | 118.2 (2) | C15—C14—P1 | 110.57 (18) |
| C1—N1—C2 | 119.2 (3) | C19—C14—H14 | 108.8 |
| N1—C1—O1 | 120.5 (3) | C15—C14—H14 | 108.8 |
| N1—C1—S1 | 127.7 (2) | P1—C14—H14 | 108.8 |
| O1—C1—S1 | 111.82 (18) | C16—C15—C14 | 112.3 (2) |
| N1—C2—C4 | 109.0 (3) | C16—C15—H15A | 109.1 |
| N1—C2—C3 | 109.0 (3) | C14—C15—H15A | 109.1 |
| C4—C2—C3 | 111.7 (3) | C16—C15—H15B | 109.1 |
| N1—C2—H2 | 109.0 | C14—C15—H15B | 109.1 |
| C4—C2—H2 | 109.0 | H15A—C15—H15B | 107.9 |
| C3—C2—H2 | 109.0 | C17—C16—C15 | 111.5 (3) |
| C2—C3—H3A | 109.5 | C17—C16—H16A | 109.3 |
| C2—C3—H3B | 109.5 | C15—C16—H16A | 109.3 |
| H3A—C3—H3B | 109.5 | C17—C16—H16B | 109.3 |
| C2—C3—H3C | 109.5 | C15—C16—H16B | 109.3 |
| H3A—C3—H3C | 109.5 | H16A—C16—H16B | 108.0 |
| H3B—C3—H3C | 109.5 | C16—C17—C18 | 111.4 (3) |
| C2—C4—H4A | 109.5 | C16—C17—H17A | 109.3 |
| C2—C4—H4B | 109.5 | C18—C17—H17A | 109.3 |
| H4A—C4—H4B | 109.5 | C16—C17—H17B | 109.3 |
| C2—C4—H4C | 109.5 | C18—C17—H17B | 109.3 |
| H4A—C4—H4C | 109.5 | H17A—C17—H17B | 108.0 |
| H4B—C4—H4C | 109.5 | C17—C18—C19 | 110.9 (3) |
| O1—C5—C7 | 105.7 (2) | C17—C18—H18A | 109.5 |
| O1—C5—C6 | 109.4 (3) | C19—C18—H18A | 109.5 |
| C7—C5—C6 | 112.7 (3) | C17—C18—H18B | 109.5 |
| O1—C5—H5 | 109.6 | C19—C18—H18B | 109.5 |
| C7—C5—H5 | 109.6 | H18A—C18—H18B | 108.0 |
| C6—C5—H5 | 109.6 | C18—C19—C14 | 112.2 (2) |
| C5—C6—H6A | 109.5 | C18—C19—H19A | 109.2 |
| C5—C6—H6B | 109.5 | C14—C19—H19A | 109.2 |
| H6A—C6—H6B | 109.5 | C18—C19—H19B | 109.2 |
| C5—C6—H6C | 109.5 | C14—C19—H19B | 109.2 |
| H6A—C6—H6C | 109.5 | H19A—C19—H19B | 107.9 |
| H6B—C6—H6C | 109.5 | C25—C20—C21 | 110.5 (2) |
| C5—C7—H7A | 109.5 | C25—C20—P1 | 114.90 (18) |
| C5—C7—H7B | 109.5 | C21—C20—P1 | 111.93 (17) |
| H7A—C7—H7B | 109.5 | C25—C20—H20 | 106.3 |
| C5—C7—H7C | 109.5 | C21—C20—H20 | 106.3 |
| H7A—C7—H7C | 109.5 | P1—C20—H20 | 106.3 |
| H7B—C7—H7C | 109.5 | C22—C21—C20 | 111.2 (2) |
| C13—C8—C9 | 111.0 (3) | C22—C21—H21A | 109.4 |
| C13—C8—P1 | 116.5 (2) | C20—C21—H21A | 109.4 |
| C9—C8—P1 | 111.1 (2) | C22—C21—H21B | 109.4 |
| C13—C8—H8 | 105.8 | C20—C21—H21B | 109.4 |
| C9—C8—H8 | 105.8 | H21A—C21—H21B | 108.0 |
| P1—C8—H8 | 105.8 | C23—C22—C21 | 111.7 (2) |
| C8—C9—C10 | 110.3 (3) | C23—C22—H22A | 109.3 |
| C8—C9—H9A | 109.6 | C21—C22—H22A | 109.3 |
| C10—C9—H9A | 109.6 | C23—C22—H22B | 109.3 |
| C8—C9—H9B | 109.6 | C21—C22—H22B | 109.3 |
| C10—C9—H9B | 109.6 | H22A—C22—H22B | 107.9 |
| H9A—C9—H9B | 108.1 | C24—C23—C22 | 110.5 (3) |
| C11—C10—C9 | 112.2 (3) | C24—C23—H23A | 109.5 |
| C11—C10—H10A | 109.2 | C22—C23—H23A | 109.5 |
| C9—C10—H10A | 109.2 | C24—C23—H23B | 109.5 |
| C11—C10—H10B | 109.2 | C22—C23—H23B | 109.5 |
| C9—C10—H10B | 109.2 | H23A—C23—H23B | 108.1 |
| H10A—C10—H10B | 107.9 | C23—C24—C25 | 110.8 (3) |
| C12—C11—C10 | 111.6 (3) | C23—C24—H24A | 109.5 |
| C12—C11—H11A | 109.3 | C25—C24—H24A | 109.5 |
| C10—C11—H11A | 109.3 | C23—C24—H24B | 109.5 |
| C12—C11—H11B | 109.3 | C25—C24—H24B | 109.5 |
| C10—C11—H11B | 109.3 | H24A—C24—H24B | 108.1 |
| H11A—C11—H11B | 108.0 | C24—C25—C20 | 111.3 (2) |
| C11—C12—C13 | 110.6 (3) | C24—C25—H25A | 109.4 |
| C11—C12—H12A | 109.5 | C20—C25—H25A | 109.4 |
| C13—C12—H12A | 109.5 | C24—C25—H25B | 109.4 |
| C11—C12—H12B | 109.5 | C20—C25—H25B | 109.4 |
| C13—C12—H12B | 109.5 | H25A—C25—H25B | 108.0 |
| H12A—C12—H12B | 108.1 | ||
| C2—N1—C1—O1 | 177.8 (2) | Au—P1—C14—C19 | −62.62 (19) |
| C2—N1—C1—S1 | −0.8 (4) | C20—P1—C14—C15 | −172.0 (2) |
| C5—O1—C1—N1 | −2.1 (4) | C8—P1—C14—C15 | −57.1 (2) |
| C5—O1—C1—S1 | 176.71 (19) | Au—P1—C14—C15 | 59.0 (2) |
| Au—S1—C1—N1 | −173.7 (2) | C19—C14—C15—C16 | −53.6 (3) |
| Au—S1—C1—O1 | 7.64 (19) | P1—C14—C15—C16 | −175.1 (2) |
| C1—N1—C2—C4 | 146.0 (3) | C14—C15—C16—C17 | 55.0 (4) |
| C1—N1—C2—C3 | −91.8 (3) | C15—C16—C17—C18 | −55.6 (4) |
| C1—O1—C5—C7 | −153.8 (2) | C16—C17—C18—C19 | 55.7 (4) |
| C1—O1—C5—C6 | 84.5 (3) | C17—C18—C19—C14 | −55.6 (4) |
| C20—P1—C8—C13 | 56.3 (3) | C15—C14—C19—C18 | 54.1 (3) |
| C14—P1—C8—C13 | −59.4 (3) | P1—C14—C19—C18 | 176.0 (2) |
| Au—P1—C8—C13 | −177.6 (2) | C14—P1—C20—C25 | 31.2 (2) |
| C20—P1—C8—C9 | −72.0 (2) | C8—P1—C20—C25 | −83.4 (2) |
| C14—P1—C8—C9 | 172.2 (2) | Au—P1—C20—C25 | 156.48 (18) |
| Au—P1—C8—C9 | 54.1 (2) | C14—P1—C20—C21 | −95.9 (2) |
| C13—C8—C9—C10 | 55.2 (4) | C8—P1—C20—C21 | 149.53 (18) |
| P1—C8—C9—C10 | −173.5 (2) | Au—P1—C20—C21 | 29.4 (2) |
| C8—C9—C10—C11 | −54.5 (4) | C25—C20—C21—C22 | 53.5 (3) |
| C9—C10—C11—C12 | 55.0 (4) | P1—C20—C21—C22 | −177.03 (19) |
| C10—C11—C12—C13 | −55.3 (5) | C20—C21—C22—C23 | −55.3 (3) |
| C9—C8—C13—C12 | −57.0 (4) | C21—C22—C23—C24 | 57.4 (4) |
| P1—C8—C13—C12 | 174.6 (3) | C22—C23—C24—C25 | −58.0 (3) |
| C11—C12—C13—C8 | 56.6 (4) | C23—C24—C25—C20 | 57.3 (4) |
| C20—P1—C14—C19 | 66.4 (2) | C21—C20—C25—C24 | −54.7 (3) |
| C8—P1—C14—C19 | −178.80 (19) | P1—C20—C25—C24 | 177.5 (2) |
The National University of Singapore (grant No. R-143–000–213–112) is thanked for support.
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Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.
As a part of an on-going study of the structural systematics of molecules related to the general formula R3PAu[SC(OR')NR''] for R, R' and R'' = alkyl and aryl (Ho et al. 2006; Ho & Tiekink, 2007; Kuan et al., 2008), the title compound, (I), was investigated.
In keeping with previous studies, the gold atom exists within an SP donor set defined by the phosphine-P and thiolate-S atoms, Table 1 and Fig. 1. Confirmation that the carbonimidothioate ligand is functioning as a thiolate is found in the magnitudes of the C1—S1 and C1═N1 distances of 1.767 (3) and 1.263 (3) Å, respectively. The coordination geometry is distorted from the ideal linear [S—Au—P = 174.94 (2) °] owing to the close approach of the O1 atom, 2.908 (2) Å.