A near-linear P—Au—S geometry is found for the Au atom in the title complex, (C6H11)3PAu[SC(OCH2CH3)=NC6H4{C(=O}OCH3-4)] or [Au(C11H12NO3S)(C18H33P)].
Supporting information
CCDC reference: 647214
Key indicators
- Single-crystal X-ray study
- T = 223 K
- Mean (C-C) = 0.006 Å
- Disorder in main residue
- R factor = 0.028
- wR factor = 0.071
- Data-to-parameter ratio = 17.9
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.61
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.15
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.10 Ratio
PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 2.74 Ratio
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.86 Ratio
PLAT301_ALERT_3_C Main Residue Disorder ......................... 22.00 Perc.
PLAT432_ALERT_2_C Short Inter X...Y Contact O1' .. C7' .. 2.94 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H25A .. O1 .. 2.65 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H16A .. O2 .. 2.67 Ang.
Alert level G
ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be
replaced by the scaled T values. Since the ratio of scaled T's
is identical to the ratio of reported T values, the scaling
does not imply a change to the absorption corrections used in
the study.
Ratio of Tmax expected/reported 0.611
Tmax scaled 0.611 Tmin scaled 0.236
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
9 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
4 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
3 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; 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) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: SHELXL97.
[(
Z)—
O-Ethyl
N-[4-(methoxycarbonyl)phenyl]thiocarbamato-
κS](tricyclohexylphosphine-
κP)gold(I)
top
Crystal data top
[Au(C11H12NO3S)(C18H33P)] | F(000) = 1440 |
Mr = 715.66 | Dx = 1.543 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71069 Å |
Hall symbol: -P 2yn | Cell parameters from 8215 reflections |
a = 15.2963 (8) Å | θ = 2.4–30.0° |
b = 9.1081 (4) Å | µ = 4.93 mm−1 |
c = 22.2657 (11) Å | T = 223 K |
β = 96.837 (1)° | Block, colourless |
V = 3080.0 (3) Å3 | 0.29 × 0.24 × 0.10 mm |
Z = 4 | |
Data collection top
Bruker SMART CCD diffractometer | 7060 independent reflections |
Radiation source: fine-focus sealed tube | 6020 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.039 |
ω scans | θmax = 27.5°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −19→15 |
Tmin = 0.386, Tmax = 1 | k = −11→11 |
21294 measured reflections | l = −28→26 |
Refinement top
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) = 0.071 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0359P)2 + 0.2378P] where P = (Fo2 + 2Fc2)/3 |
7060 reflections | (Δ/σ)max = 0.003 |
395 parameters | Δρmax = 1.27 e Å−3 |
116 restraints | Δρmin = −0.59 e Å−3 |
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 | x | y | z | Uiso*/Ueq | Occ. (<1) |
Au | 0.626952 (8) | 0.664517 (13) | 0.587216 (5) | 0.02938 (5) | |
S1 | 0.55417 (7) | 0.75540 (11) | 0.66361 (4) | 0.0470 (2) | |
P1 | 0.69273 (5) | 0.59305 (8) | 0.50617 (3) | 0.02611 (17) | |
O1' | 0.2538 (9) | 1.129 (2) | 0.7839 (7) | 0.071 (4) | 0.37 (2) |
O2' | 0.3576 (13) | 1.2360 (16) | 0.8456 (5) | 0.070 (5) | 0.37 (2) |
O1 | 0.2730 (6) | 1.1645 (12) | 0.8123 (10) | 0.115 (5) | 0.63 (2) |
O2 | 0.3970 (7) | 1.2840 (10) | 0.8401 (3) | 0.060 (2) | 0.63 (2) |
O3 | 0.63346 (18) | 0.5270 (2) | 0.71644 (10) | 0.0420 (6) | |
N1 | 0.5630 (3) | 0.6698 (3) | 0.77932 (14) | 0.0461 (8) | |
C1 | 0.5838 (3) | 0.6455 (4) | 0.72718 (16) | 0.0367 (8) | |
C2' | 0.5016 (9) | 0.7773 (15) | 0.7876 (10) | 0.038 (4) | 0.37 (2) |
C3' | 0.5348 (7) | 0.9065 (17) | 0.8146 (9) | 0.029 (3) | 0.37 (2) |
H3' | 0.5956 | 0.9163 | 0.8266 | 0.035* | 0.37 (2) |
C4' | 0.4781 (9) | 1.0213 (14) | 0.8240 (7) | 0.031 (3) | 0.37 (2) |
H4' | 0.5005 | 1.1087 | 0.8423 | 0.037* | 0.37 (2) |
C5' | 0.3882 (8) | 1.0069 (13) | 0.8064 (7) | 0.034 (4) | 0.37 (2) |
C6' | 0.3551 (7) | 0.8777 (15) | 0.7793 (8) | 0.042 (4) | 0.37 (2) |
H6' | 0.2943 | 0.8679 | 0.7674 | 0.051* | 0.37 (2) |
C7' | 0.4118 (10) | 0.7629 (13) | 0.7700 (9) | 0.045 (4) | 0.37 (2) |
H7' | 0.3894 | 0.6755 | 0.7517 | 0.053* | 0.37 (2) |
C8' | 0.3250 (10) | 1.1265 (16) | 0.8102 (6) | 0.044 (4) | 0.37 (2) |
C9' | 0.3000 (18) | 1.370 (2) | 0.8520 (9) | 0.089 (6) | 0.37 (2) |
H9A | 0.3206 | 1.4213 | 0.8892 | 0.134* | 0.37 (2) |
H9B | 0.2395 | 1.3392 | 0.8530 | 0.134* | 0.37 (2) |
H9C | 0.3033 | 1.4354 | 0.8179 | 0.134* | 0.37 (2) |
C2 | 0.5130 (6) | 0.7982 (9) | 0.7892 (6) | 0.038 (3) | 0.63 (2) |
C3 | 0.5529 (5) | 0.9292 (10) | 0.8092 (5) | 0.040 (2) | 0.63 (2) |
H3 | 0.6147 | 0.9365 | 0.8149 | 0.048* | 0.63 (2) |
C4 | 0.5017 (6) | 1.0496 (8) | 0.8208 (4) | 0.038 (2) | 0.63 (2) |
H4 | 0.5287 | 1.1382 | 0.8343 | 0.045* | 0.63 (2) |
C5 | 0.4104 (6) | 1.0389 (8) | 0.8124 (4) | 0.038 (2) | 0.63 (2) |
C6 | 0.3704 (5) | 0.9079 (10) | 0.7924 (5) | 0.048 (2) | 0.63 (2) |
H6 | 0.3086 | 0.9007 | 0.7868 | 0.058* | 0.63 (2) |
C7 | 0.4217 (6) | 0.7875 (8) | 0.7808 (5) | 0.049 (2) | 0.63 (2) |
H7 | 0.3946 | 0.6989 | 0.7673 | 0.059* | 0.63 (2) |
C8 | 0.3511 (8) | 1.1648 (11) | 0.8214 (6) | 0.056 (3) | 0.63 (2) |
C9 | 0.3485 (10) | 1.4244 (12) | 0.8527 (5) | 0.090 (4) | 0.63 (2) |
H9D | 0.3908 | 1.5029 | 0.8623 | 0.135* | 0.63 (2) |
H9E | 0.3154 | 1.4088 | 0.8867 | 0.135* | 0.63 (2) |
H9F | 0.3085 | 1.4510 | 0.8173 | 0.135* | 0.63 (2) |
C10 | 0.6565 (3) | 0.4305 (5) | 0.76797 (18) | 0.0573 (11) | |
H10A | 0.6037 | 0.4053 | 0.7868 | 0.069* | |
H10B | 0.6984 | 0.4793 | 0.7982 | 0.069* | |
C11 | 0.6962 (4) | 0.2963 (5) | 0.7456 (2) | 0.0704 (14) | |
H11A | 0.7156 | 0.2324 | 0.7794 | 0.106* | |
H11B | 0.7463 | 0.3230 | 0.7249 | 0.106* | |
H11C | 0.6529 | 0.2455 | 0.7177 | 0.106* | |
C12 | 0.7980 (2) | 0.6873 (3) | 0.50055 (14) | 0.0311 (7) | |
H12 | 0.7828 | 0.7770 | 0.4764 | 0.037* | |
C13 | 0.8649 (2) | 0.6042 (4) | 0.46714 (16) | 0.0396 (8) | |
H13A | 0.8838 | 0.5153 | 0.4898 | 0.047* | |
H13B | 0.8367 | 0.5742 | 0.4272 | 0.047* | |
C14 | 0.9450 (3) | 0.6986 (5) | 0.45969 (18) | 0.0503 (10) | |
H14A | 0.9877 | 0.6407 | 0.4402 | 0.060* | |
H14B | 0.9270 | 0.7823 | 0.4334 | 0.060* | |
C15 | 0.9878 (2) | 0.7542 (5) | 0.51997 (18) | 0.0476 (9) | |
H15A | 1.0364 | 0.8201 | 0.5134 | 0.057* | |
H15B | 1.0125 | 0.6709 | 0.5442 | 0.057* | |
C16 | 0.9228 (3) | 0.8361 (4) | 0.5550 (2) | 0.0465 (10) | |
H16A | 0.9520 | 0.8631 | 0.5950 | 0.056* | |
H16B | 0.9039 | 0.9266 | 0.5334 | 0.056* | |
C17 | 0.8428 (2) | 0.7412 (4) | 0.56204 (15) | 0.0367 (8) | |
H17A | 0.8005 | 0.7981 | 0.5823 | 0.044* | |
H17B | 0.8610 | 0.6563 | 0.5876 | 0.044* | |
C18 | 0.7123 (2) | 0.3951 (3) | 0.50597 (15) | 0.0342 (7) | |
H18 | 0.7442 | 0.3705 | 0.4711 | 0.041* | |
C19 | 0.6249 (3) | 0.3130 (3) | 0.4994 (2) | 0.0492 (10) | |
H19A | 0.5914 | 0.3379 | 0.4604 | 0.059* | |
H19B | 0.5904 | 0.3439 | 0.5315 | 0.059* | |
C20 | 0.6394 (4) | 0.1470 (4) | 0.5030 (3) | 0.0688 (15) | |
H20A | 0.5822 | 0.0977 | 0.5015 | 0.083* | |
H20B | 0.6673 | 0.1148 | 0.4678 | 0.083* | |
C21 | 0.6969 (3) | 0.1017 (4) | 0.5605 (3) | 0.0744 (15) | |
H21A | 0.6661 | 0.1232 | 0.5957 | 0.089* | |
H21B | 0.7077 | −0.0043 | 0.5597 | 0.089* | |
C22 | 0.7832 (3) | 0.1820 (4) | 0.5665 (3) | 0.0620 (13) | |
H22A | 0.8166 | 0.1527 | 0.5335 | 0.074* | |
H22B | 0.8177 | 0.1551 | 0.6048 | 0.074* | |
C23 | 0.7692 (3) | 0.3493 (3) | 0.56454 (18) | 0.0457 (9) | |
H23A | 0.7404 | 0.3800 | 0.5995 | 0.055* | |
H23B | 0.8264 | 0.3988 | 0.5669 | 0.055* | |
C24 | 0.6211 (2) | 0.6351 (4) | 0.43583 (14) | 0.0327 (7) | |
H24 | 0.5670 | 0.5761 | 0.4370 | 0.039* | |
C25 | 0.6580 (3) | 0.5922 (5) | 0.37796 (15) | 0.0501 (10) | |
H25A | 0.6714 | 0.4869 | 0.3786 | 0.060* | |
H25B | 0.7127 | 0.6461 | 0.3749 | 0.060* | |
C26 | 0.5910 (3) | 0.6274 (6) | 0.32337 (19) | 0.0693 (14) | |
H26A | 0.6165 | 0.6042 | 0.2862 | 0.083* | |
H26B | 0.5387 | 0.5658 | 0.3246 | 0.083* | |
C27 | 0.5643 (3) | 0.7872 (7) | 0.3226 (2) | 0.0785 (17) | |
H27A | 0.6157 | 0.8486 | 0.3178 | 0.094* | |
H27B | 0.5199 | 0.8052 | 0.2879 | 0.094* | |
C28 | 0.5278 (3) | 0.8288 (5) | 0.3796 (2) | 0.0639 (14) | |
H28A | 0.4729 | 0.7747 | 0.3822 | 0.077* | |
H28B | 0.5140 | 0.9339 | 0.3787 | 0.077* | |
C29 | 0.5924 (3) | 0.7953 (4) | 0.43506 (18) | 0.0464 (9) | |
H29A | 0.5648 | 0.8165 | 0.4716 | 0.056* | |
H29B | 0.6442 | 0.8587 | 0.4352 | 0.056* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Au | 0.03426 (8) | 0.03075 (8) | 0.02415 (8) | 0.00497 (5) | 0.00773 (5) | 0.00052 (4) |
S1 | 0.0640 (6) | 0.0502 (5) | 0.0303 (4) | 0.0239 (5) | 0.0197 (4) | 0.0072 (4) |
P1 | 0.0308 (4) | 0.0243 (4) | 0.0236 (4) | 0.0045 (3) | 0.0051 (3) | 0.0003 (3) |
O1' | 0.055 (6) | 0.074 (8) | 0.083 (7) | 0.013 (5) | 0.005 (5) | 0.009 (5) |
O2' | 0.073 (8) | 0.062 (7) | 0.075 (7) | 0.017 (6) | 0.007 (6) | −0.001 (5) |
O1 | 0.048 (5) | 0.066 (6) | 0.236 (17) | 0.019 (4) | 0.036 (7) | 0.025 (7) |
O2 | 0.069 (5) | 0.059 (4) | 0.050 (3) | 0.023 (4) | 0.002 (3) | −0.001 (3) |
O3 | 0.0537 (15) | 0.0401 (13) | 0.0322 (13) | 0.0128 (12) | 0.0052 (11) | 0.0011 (10) |
N1 | 0.060 (2) | 0.0513 (19) | 0.0279 (16) | 0.0101 (16) | 0.0094 (15) | −0.0009 (13) |
C1 | 0.040 (2) | 0.0413 (19) | 0.0290 (17) | 0.0014 (16) | 0.0059 (15) | −0.0013 (13) |
C2' | 0.053 (8) | 0.042 (6) | 0.020 (6) | −0.001 (6) | 0.005 (6) | −0.002 (5) |
C3' | 0.021 (5) | 0.045 (7) | 0.021 (5) | 0.000 (5) | 0.001 (4) | 0.000 (5) |
C4' | 0.028 (6) | 0.039 (6) | 0.025 (5) | −0.011 (5) | 0.002 (5) | 0.002 (4) |
C5' | 0.021 (5) | 0.056 (7) | 0.028 (5) | −0.002 (6) | 0.007 (4) | 0.004 (5) |
C6' | 0.042 (6) | 0.046 (6) | 0.040 (7) | 0.000 (5) | 0.005 (5) | −0.004 (5) |
C7' | 0.036 (6) | 0.047 (6) | 0.052 (8) | 0.002 (5) | 0.009 (5) | −0.005 (5) |
C8' | 0.041 (8) | 0.047 (7) | 0.046 (6) | 0.001 (6) | 0.016 (6) | −0.007 (5) |
C9' | 0.091 (10) | 0.065 (8) | 0.111 (10) | 0.028 (7) | 0.008 (8) | 0.000 (7) |
C2 | 0.044 (4) | 0.050 (5) | 0.022 (4) | 0.003 (4) | 0.013 (3) | 0.004 (4) |
C3 | 0.042 (4) | 0.049 (4) | 0.030 (4) | −0.004 (4) | 0.009 (4) | −0.003 (3) |
C4 | 0.040 (4) | 0.046 (4) | 0.028 (3) | −0.007 (3) | 0.006 (3) | 0.001 (3) |
C5 | 0.040 (5) | 0.051 (4) | 0.025 (3) | −0.002 (4) | 0.011 (3) | 0.008 (3) |
C6 | 0.033 (4) | 0.068 (5) | 0.045 (5) | −0.013 (4) | 0.008 (3) | 0.010 (4) |
C7 | 0.058 (5) | 0.051 (4) | 0.038 (4) | −0.018 (4) | 0.005 (4) | −0.006 (3) |
C8 | 0.053 (5) | 0.055 (5) | 0.060 (6) | 0.008 (5) | 0.007 (5) | 0.025 (5) |
C9 | 0.080 (7) | 0.083 (6) | 0.103 (6) | 0.021 (5) | −0.002 (5) | 0.028 (5) |
C10 | 0.073 (3) | 0.054 (2) | 0.042 (2) | 0.016 (2) | −0.001 (2) | 0.0075 (18) |
C11 | 0.078 (4) | 0.064 (3) | 0.069 (3) | 0.027 (3) | 0.006 (3) | 0.015 (2) |
C12 | 0.0331 (18) | 0.0319 (16) | 0.0288 (17) | 0.0026 (14) | 0.0065 (14) | 0.0008 (12) |
C13 | 0.0352 (19) | 0.052 (2) | 0.0321 (18) | 0.0046 (18) | 0.0078 (15) | −0.0073 (16) |
C14 | 0.040 (2) | 0.069 (3) | 0.046 (2) | 0.001 (2) | 0.0188 (18) | 0.0001 (19) |
C15 | 0.033 (2) | 0.052 (2) | 0.059 (2) | −0.0048 (18) | 0.0105 (17) | −0.0015 (19) |
C16 | 0.039 (2) | 0.040 (2) | 0.060 (3) | −0.0001 (17) | 0.0062 (19) | −0.0097 (17) |
C17 | 0.0337 (18) | 0.0402 (18) | 0.0370 (18) | 0.0029 (16) | 0.0081 (14) | −0.0097 (15) |
C18 | 0.0390 (19) | 0.0254 (15) | 0.0393 (19) | 0.0073 (15) | 0.0095 (15) | −0.0006 (13) |
C19 | 0.048 (2) | 0.0258 (17) | 0.074 (3) | 0.0004 (16) | 0.007 (2) | −0.0015 (17) |
C20 | 0.066 (3) | 0.0257 (19) | 0.116 (5) | −0.006 (2) | 0.019 (3) | −0.012 (2) |
C21 | 0.076 (3) | 0.027 (2) | 0.125 (5) | 0.015 (2) | 0.031 (3) | 0.025 (2) |
C22 | 0.061 (3) | 0.040 (2) | 0.086 (4) | 0.022 (2) | 0.018 (3) | 0.020 (2) |
C23 | 0.055 (2) | 0.0330 (18) | 0.050 (2) | 0.0143 (17) | 0.0075 (19) | 0.0122 (15) |
C24 | 0.0341 (18) | 0.0364 (17) | 0.0268 (16) | −0.0004 (15) | 0.0006 (14) | 0.0019 (13) |
C25 | 0.051 (2) | 0.074 (3) | 0.0245 (18) | 0.002 (2) | 0.0027 (16) | −0.0080 (17) |
C26 | 0.058 (3) | 0.118 (4) | 0.030 (2) | −0.007 (3) | 0.001 (2) | −0.003 (2) |
C27 | 0.063 (3) | 0.122 (4) | 0.045 (3) | −0.019 (3) | −0.012 (2) | 0.045 (3) |
C28 | 0.056 (3) | 0.071 (3) | 0.063 (3) | 0.009 (2) | 0.000 (2) | 0.037 (2) |
C29 | 0.051 (2) | 0.0415 (19) | 0.045 (2) | 0.0075 (18) | −0.0026 (18) | 0.0104 (16) |
Geometric parameters (Å, º) top
Au—S1 | 2.2954 (9) | C12—C13 | 1.534 (4) |
Au—P1 | 2.2638 (8) | C12—C17 | 1.537 (5) |
S1—C1 | 1.749 (4) | C12—H12 | 0.9900 |
P1—C18 | 1.827 (3) | C13—C14 | 1.522 (5) |
P1—C24 | 1.842 (3) | C13—H13A | 0.9800 |
P1—C12 | 1.842 (3) | C13—H13B | 0.9800 |
O1'—C8' | 1.174 (14) | C14—C15 | 1.509 (6) |
O2'—C8' | 1.330 (13) | C14—H14A | 0.9800 |
O2'—C9' | 1.523 (10) | C14—H14B | 0.9800 |
O1—C8 | 1.188 (12) | C15—C16 | 1.528 (5) |
O2—C8 | 1.333 (12) | C15—H15A | 0.9800 |
O2—C9 | 1.522 (8) | C15—H15B | 0.9800 |
O3—C1 | 1.357 (4) | C16—C17 | 1.522 (5) |
O3—C10 | 1.455 (4) | C16—H16A | 0.9800 |
N1—C1 | 1.260 (5) | C16—H16B | 0.9800 |
N1—C2' | 1.383 (6) | C17—H17A | 0.9800 |
N1—C2 | 1.429 (5) | C17—H17B | 0.9800 |
C2'—C3' | 1.3900 | C18—C19 | 1.523 (5) |
C2'—C7' | 1.3900 | C18—C23 | 1.537 (5) |
C3'—C4' | 1.3900 | C18—H18 | 0.9900 |
C3'—H3' | 0.9400 | C19—C20 | 1.529 (4) |
C4'—C5' | 1.3900 | C19—H19A | 0.9800 |
C4'—H4' | 0.9400 | C19—H19B | 0.9800 |
C5'—C6' | 1.3900 | C20—C21 | 1.522 (8) |
C5'—C8' | 1.466 (9) | C20—H20A | 0.9800 |
C6'—C7' | 1.3900 | C20—H20B | 0.9800 |
C6'—H6' | 0.9400 | C21—C22 | 1.501 (7) |
C7'—H7' | 0.9400 | C21—H21A | 0.9800 |
C9'—H9A | 0.9700 | C21—H21B | 0.9800 |
C9'—H9B | 0.9700 | C22—C23 | 1.539 (4) |
C9'—H9C | 0.9700 | C22—H22A | 0.9800 |
C2—C3 | 1.3900 | C22—H22B | 0.9800 |
C2—C7 | 1.3900 | C23—H23A | 0.9800 |
C3—C4 | 1.3900 | C23—H23B | 0.9800 |
C3—H3 | 0.9400 | C24—C25 | 1.518 (5) |
C4—C5 | 1.3900 | C24—C29 | 1.523 (5) |
C4—H4 | 0.9400 | C24—H24 | 0.9900 |
C5—C6 | 1.3900 | C25—C26 | 1.527 (6) |
C5—C8 | 1.490 (8) | C25—H25A | 0.9800 |
C6—C7 | 1.3900 | C25—H25B | 0.9800 |
C6—H6 | 0.9400 | C26—C27 | 1.511 (7) |
C7—H7 | 0.9400 | C26—H26A | 0.9800 |
C9—H9D | 0.9700 | C26—H26B | 0.9800 |
C9—H9E | 0.9700 | C27—C28 | 1.497 (7) |
C9—H9F | 0.9700 | C27—H27A | 0.9800 |
C10—C11 | 1.478 (6) | C27—H27B | 0.9800 |
C10—H10A | 0.9800 | C28—C29 | 1.518 (6) |
C10—H10B | 0.9800 | C28—H28A | 0.9800 |
C11—H11A | 0.9700 | C28—H28B | 0.9800 |
C11—H11B | 0.9700 | C29—H29A | 0.9800 |
C11—H11C | 0.9700 | C29—H29B | 0.9800 |
| | | |
S1—Au—P1 | 174.39 (3) | C13—C14—H14B | 109.4 |
Au—S1—C1 | 106.94 (12) | H14A—C14—H14B | 108.0 |
C18—P1—C24 | 106.50 (16) | C14—C15—C16 | 112.2 (3) |
C18—P1—C12 | 108.35 (15) | C14—C15—H15A | 109.2 |
C24—P1—C12 | 106.36 (15) | C16—C15—H15A | 109.2 |
C18—P1—Au | 111.97 (11) | C14—C15—H15B | 109.2 |
C24—P1—Au | 110.02 (11) | C16—C15—H15B | 109.2 |
C12—P1—Au | 113.28 (10) | H15A—C15—H15B | 107.9 |
C8'—O2'—C9' | 118.5 (11) | C17—C16—C15 | 110.8 (3) |
C8—O2—C9 | 119.4 (7) | C17—C16—H16A | 109.5 |
C1—O3—C10 | 115.4 (3) | C15—C16—H16A | 109.5 |
C1—N1—C2' | 119.8 (10) | C17—C16—H16B | 109.5 |
C1—N1—C2 | 119.0 (6) | C15—C16—H16B | 109.5 |
N1—C1—O3 | 120.7 (3) | H16A—C16—H16B | 108.1 |
N1—C1—S1 | 125.1 (3) | C16—C17—C12 | 111.6 (3) |
O3—C1—S1 | 114.2 (2) | C16—C17—H17A | 109.3 |
N1—C2'—C3' | 116.0 (11) | C12—C17—H17A | 109.3 |
N1—C2'—C7' | 124.0 (11) | C16—C17—H17B | 109.3 |
C3'—C2'—C7' | 120.0 | C12—C17—H17B | 109.3 |
C4'—C3'—C2' | 120.0 | H17A—C17—H17B | 108.0 |
C4'—C3'—H3' | 120.0 | C19—C18—C23 | 110.5 (3) |
C2'—C3'—H3' | 120.0 | C19—C18—P1 | 110.0 (2) |
C3'—C4'—C5' | 120.0 | C23—C18—P1 | 110.0 (2) |
C3'—C4'—H4' | 120.0 | C19—C18—H18 | 108.8 |
C5'—C4'—H4' | 120.0 | C23—C18—H18 | 108.8 |
C6'—C5'—C4' | 120.0 | P1—C18—H18 | 108.8 |
C6'—C5'—C8' | 116.4 (10) | C18—C19—C20 | 111.1 (4) |
C4'—C5'—C8' | 123.4 (10) | C18—C19—H19A | 109.4 |
C5'—C6'—C7' | 120.0 | C20—C19—H19A | 109.4 |
C5'—C6'—H6' | 120.0 | C18—C19—H19B | 109.4 |
C7'—C6'—H6' | 120.0 | C20—C19—H19B | 109.4 |
C6'—C7'—C2' | 120.0 | H19A—C19—H19B | 108.0 |
C6'—C7'—H7' | 120.0 | C21—C20—C19 | 112.2 (4) |
C2'—C7'—H7' | 120.0 | C21—C20—H20A | 109.2 |
O1'—C8'—O2' | 122.6 (12) | C19—C20—H20A | 109.2 |
O1'—C8'—C5' | 124.5 (14) | C21—C20—H20B | 109.2 |
O2'—C8'—C5' | 112.8 (12) | C19—C20—H20B | 109.2 |
C3—C2—C7 | 120.0 | H20A—C20—H20B | 107.9 |
C3—C2—N1 | 121.9 (7) | C22—C21—C20 | 110.9 (4) |
C7—C2—N1 | 118.0 (7) | C22—C21—H21A | 109.5 |
C2—C3—C4 | 120.0 | C20—C21—H21A | 109.5 |
C2—C3—H3 | 120.0 | C22—C21—H21B | 109.5 |
C4—C3—H3 | 120.0 | C20—C21—H21B | 109.5 |
C5—C4—C3 | 120.0 | H21A—C21—H21B | 108.1 |
C5—C4—H4 | 120.0 | C21—C22—C23 | 111.3 (4) |
C3—C4—H4 | 120.0 | C21—C22—H22A | 109.4 |
C4—C5—C6 | 120.0 | C23—C22—H22A | 109.4 |
C4—C5—C8 | 123.1 (7) | C21—C22—H22B | 109.4 |
C6—C5—C8 | 116.9 (7) | C23—C22—H22B | 109.4 |
C7—C6—C5 | 120.0 | H22A—C22—H22B | 108.0 |
C7—C6—H6 | 120.0 | C18—C23—C22 | 110.8 (4) |
C5—C6—H6 | 120.0 | C18—C23—H23A | 109.5 |
C6—C7—C2 | 120.0 | C22—C23—H23A | 109.5 |
C6—C7—H7 | 120.0 | C18—C23—H23B | 109.5 |
C2—C7—H7 | 120.0 | C22—C23—H23B | 109.5 |
O1—C8—O2 | 122.5 (8) | H23A—C23—H23B | 108.1 |
O1—C8—C5 | 126.2 (11) | C25—C24—C29 | 111.9 (3) |
O2—C8—C5 | 111.2 (9) | C25—C24—P1 | 115.1 (3) |
O2—C9—H9D | 109.5 | C29—C24—P1 | 110.5 (2) |
O2—C9—H9E | 109.5 | C25—C24—H24 | 106.2 |
H9D—C9—H9E | 109.5 | C29—C24—H24 | 106.2 |
O2—C9—H9F | 109.5 | P1—C24—H24 | 106.2 |
H9D—C9—H9F | 109.5 | C24—C25—C26 | 109.8 (3) |
H9E—C9—H9F | 109.5 | C24—C25—H25A | 109.7 |
O3—C10—C11 | 107.7 (3) | C26—C25—H25A | 109.7 |
O3—C10—H10A | 110.2 | C24—C25—H25B | 109.7 |
C11—C10—H10A | 110.2 | C26—C25—H25B | 109.7 |
O3—C10—H10B | 110.2 | H25A—C25—H25B | 108.2 |
C11—C10—H10B | 110.2 | C27—C26—C25 | 111.5 (4) |
H10A—C10—H10B | 108.5 | C27—C26—H26A | 109.3 |
C10—C11—H11A | 109.5 | C25—C26—H26A | 109.3 |
C10—C11—H11B | 109.5 | C27—C26—H26B | 109.3 |
H11A—C11—H11B | 109.5 | C25—C26—H26B | 109.3 |
C10—C11—H11C | 109.5 | H26A—C26—H26B | 108.0 |
H11A—C11—H11C | 109.5 | C28—C27—C26 | 111.2 (4) |
H11B—C11—H11C | 109.5 | C28—C27—H27A | 109.4 |
C13—C12—C17 | 109.7 (3) | C26—C27—H27A | 109.4 |
C13—C12—P1 | 116.2 (2) | C28—C27—H27B | 109.4 |
C17—C12—P1 | 112.9 (2) | C26—C27—H27B | 109.4 |
C13—C12—H12 | 105.7 | H27A—C27—H27B | 108.0 |
C17—C12—H12 | 105.7 | C27—C28—C29 | 111.5 (4) |
P1—C12—H12 | 105.7 | C27—C28—H28A | 109.3 |
C14—C13—C12 | 111.5 (3) | C29—C28—H28A | 109.3 |
C14—C13—H13A | 109.3 | C27—C28—H28B | 109.3 |
C12—C13—H13A | 109.3 | C29—C28—H28B | 109.3 |
C14—C13—H13B | 109.3 | H28A—C28—H28B | 108.0 |
C12—C13—H13B | 109.3 | C28—C29—C24 | 111.1 (3) |
H13A—C13—H13B | 108.0 | C28—C29—H29A | 109.4 |
C15—C14—C13 | 111.2 (3) | C24—C29—H29A | 109.4 |
C15—C14—H14A | 109.4 | C28—C29—H29B | 109.4 |
C13—C14—H14A | 109.4 | C24—C29—H29B | 109.4 |
C15—C14—H14B | 109.4 | H29A—C29—H29B | 108.0 |
| | | |
C2'—N1—C1—O3 | −170.1 (9) | C4—C5—C8—O2 | −2.1 (12) |
C2—N1—C1—O3 | 178.0 (6) | C6—C5—C8—O2 | −179.5 (7) |
C2'—N1—C1—S1 | 10.3 (10) | C1—O3—C10—C11 | 170.2 (4) |
C2—N1—C1—S1 | −1.6 (7) | C18—P1—C12—C13 | 28.9 (3) |
C10—O3—C1—N1 | 2.5 (5) | C24—P1—C12—C13 | −85.3 (3) |
C10—O3—C1—S1 | −177.8 (3) | Au—P1—C12—C13 | 153.7 (2) |
Au—S1—C1—N1 | 173.3 (3) | C18—P1—C12—C17 | −99.2 (3) |
Au—S1—C1—O3 | −6.3 (3) | C24—P1—C12—C17 | 146.7 (2) |
C1—N1—C2'—C3' | −105.7 (11) | Au—P1—C12—C17 | 25.7 (3) |
C2—N1—C2'—C3' | −17 (7) | C17—C12—C13—C14 | −56.3 (4) |
C1—N1—C2'—C7' | 73.4 (14) | P1—C12—C13—C14 | 174.1 (3) |
C2—N1—C2'—C7' | 162 (9) | C12—C13—C14—C15 | 56.0 (4) |
N1—C2'—C3'—C4' | 179.1 (18) | C13—C14—C15—C16 | −54.8 (5) |
C7'—C2'—C3'—C4' | 0.0 | C14—C15—C16—C17 | 54.6 (5) |
C2'—C3'—C4'—C5' | 0.0 | C15—C16—C17—C12 | −55.4 (4) |
C3'—C4'—C5'—C6' | 0.0 | C13—C12—C17—C16 | 56.3 (4) |
C3'—C4'—C5'—C8' | −174.9 (16) | P1—C12—C17—C16 | −172.3 (2) |
C4'—C5'—C6'—C7' | 0.0 | C24—P1—C18—C19 | −56.0 (3) |
C8'—C5'—C6'—C7' | 175.3 (15) | C12—P1—C18—C19 | −170.1 (3) |
C5'—C6'—C7'—C2' | 0.0 | Au—P1—C18—C19 | 64.3 (3) |
N1—C2'—C7'—C6' | −179 (2) | C24—P1—C18—C23 | −178.0 (3) |
C3'—C2'—C7'—C6' | 0.0 | C12—P1—C18—C23 | 67.9 (3) |
C9'—O2'—C8'—O1' | −0.1 (3) | Au—P1—C18—C23 | −57.7 (3) |
C9'—O2'—C8'—C5' | 178.0 (15) | C23—C18—C19—C20 | −54.8 (5) |
C6'—C5'—C8'—O1' | −13.0 (17) | P1—C18—C19—C20 | −176.5 (3) |
C4'—C5'—C8'—O1' | 162.1 (12) | C18—C19—C20—C21 | 54.9 (6) |
C6'—C5'—C8'—O2' | 168.9 (9) | C19—C20—C21—C22 | −55.4 (6) |
C4'—C5'—C8'—O2' | −15.9 (15) | C20—C21—C22—C23 | 56.1 (6) |
C1—N1—C2—C3 | −93.0 (8) | C19—C18—C23—C22 | 55.9 (4) |
C2'—N1—C2—C3 | 170 (9) | P1—C18—C23—C22 | 177.6 (3) |
C1—N1—C2—C7 | 89.7 (8) | C21—C22—C23—C18 | −56.9 (5) |
C2'—N1—C2—C7 | −8 (8) | C18—P1—C24—C25 | −58.4 (3) |
C7—C2—C3—C4 | 0.0 | C12—P1—C24—C25 | 57.0 (3) |
N1—C2—C3—C4 | −177.2 (11) | Au—P1—C24—C25 | −180.0 (3) |
C2—C3—C4—C5 | 0.0 | C18—P1—C24—C29 | 173.6 (3) |
C3—C4—C5—C6 | 0.0 | C12—P1—C24—C29 | −71.0 (3) |
C3—C4—C5—C8 | −177.3 (10) | Au—P1—C24—C29 | 52.0 (3) |
C4—C5—C6—C7 | 0.0 | C29—C24—C25—C26 | −54.9 (5) |
C8—C5—C6—C7 | 177.5 (9) | P1—C24—C25—C26 | 177.8 (3) |
C5—C6—C7—C2 | 0.0 | C24—C25—C26—C27 | 56.0 (5) |
C3—C2—C7—C6 | 0.0 | C25—C26—C27—C28 | −57.1 (5) |
N1—C2—C7—C6 | 177.3 (10) | C26—C27—C28—C29 | 56.0 (5) |
C9—O2—C8—O1 | 2.3 (16) | C27—C28—C29—C24 | −54.7 (5) |
C9—O2—C8—C5 | −179.1 (8) | C25—C24—C29—C28 | 54.6 (5) |
C4—C5—C8—O1 | 176.3 (12) | P1—C24—C29—C28 | −175.7 (3) |
C6—C5—C8—O1 | −1.1 (16) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C25—H25a···O1i | 0.98 | 2.65 | 3.363 (14) | 130 |
C16—H16a···O2ii | 0.98 | 2.67 | 3.427 (10) | 134 |
Symmetry codes: (i) x+1/2, −y+3/2, z−1/2; (ii) −x+3/2, y−1/2, −z+3/2. |