metal-organic compounds
The Au atom in the title compound, [Au(C7H5N2)(C18H15P)], displays linear coordination [Au-P = 2.232 (2) Å, Au-N = 2.022 (5) Å and P-Au-N = 179.6 (1)°].
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804005471/cf6334sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804005471/cf6334Isup2.hkl |
CCDC reference: 238644
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (N-C) = 0.008 Å
- R factor = 0.040
- wR factor = 0.108
- Data-to-parameter ratio = 20.7
checkCIF/PLATON results
No syntax errors found
Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR) is > 1.10 Tmin and Tmax reported: 0.122 0.258 Tmin and Tmax expected: 0.101 0.258 RR = 1.210 Please check that your absorption correction is appropriate. PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... 1.22 PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.15 PLAT165_ALERT_3_C Nr. of Status R Flagged Non-Hydrogen Atoms ..... 24 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... N2 PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... C9
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 6 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 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 0 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Indolyl(triphenylphosphine)gold(I) top
Crystal data top
[Au(C7H5N2)(C18H15P)] | Z = 2 |
Mr = 576.37 | F(000) = 556 |
Triclinic, P1 | Dx = 1.741 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.5683 (3) Å | Cell parameters from 4902 reflections |
b = 11.5851 (4) Å | θ = 2.0–26.4° |
c = 15.1189 (5) Å | µ = 6.78 mm−1 |
α = 103.011 (1)° | T = 298 K |
β = 97.442 (1)° | Column, colorless |
γ = 96.551 (1)° | 0.50 × 0.30 × 0.20 mm |
V = 1099.20 (7) Å3 |
Data collection top
Bruker SMART area-detector diffractometer | 4433 independent reflections |
Radiation source: medium-focus sealed tube | 4022 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.038 |
φ and ω scan | θmax = 26.4°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 1999) | h = −8→7 |
Tmin = 0.122, Tmax = 0.258 | k = −14→14 |
6827 measured reflections | l = −18→18 |
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)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.108 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.043P)2 + 0.3535P] where P = (Fo2 + 2Fc2)/3 |
4433 reflections | (Δ/σ)max = 0.001 |
214 parameters | Δρmax = 1.85 e Å−3 |
0 restraints | Δρmin = −0.86 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Au1 | 0.81614 (3) | 0.46792 (2) | 0.22097 (1) | 0.0522 (1) | |
P1 | 0.5660 (2) | 0.3199 (1) | 0.2201 (1) | 0.0486 (3) | |
N1 | 1.0419 (8) | 0.6029 (4) | 0.2225 (3) | 0.051 (1) | |
N2 | 1.361 (1) | 0.6924 (6) | 0.2089 (5) | 0.086 (1) | |
C1 | 0.4393 (6) | 0.3489 (3) | 0.3211 (2) | 0.052 (1) | |
C2 | 0.4142 (7) | 0.2668 (3) | 0.3747 (3) | 0.067 (2) | |
C3 | 0.3124 (8) | 0.2929 (4) | 0.4502 (3) | 0.080 (2) | |
C4 | 0.2358 (7) | 0.4009 (4) | 0.4723 (2) | 0.070 (2) | |
C5 | 0.2609 (7) | 0.4830 (3) | 0.4187 (3) | 0.067 (2) | |
C6 | 0.3627 (7) | 0.4570 (3) | 0.3431 (2) | 0.061 (2) | |
C7 | 0.6573 (6) | 0.1784 (3) | 0.2155 (3) | 0.053 (1) | |
C8 | 0.5656 (7) | 0.0750 (4) | 0.1497 (3) | 0.079 (2) | |
C9 | 0.6425 (9) | −0.0321 (3) | 0.1484 (4) | 0.101 (3) | |
C10 | 0.8112 (9) | −0.0359 (3) | 0.2130 (4) | 0.092 (3) | |
C11 | 0.9030 (7) | 0.0675 (4) | 0.2788 (3) | 0.078 (2) | |
C12 | 0.8260 (6) | 0.1747 (3) | 0.2801 (3) | 0.067 (2) | |
C13 | 0.3624 (6) | 0.2960 (4) | 0.1221 (2) | 0.054 (1) | |
C14 | 0.1669 (7) | 0.2360 (5) | 0.1224 (3) | 0.083 (2) | |
C15 | 0.0113 (6) | 0.2191 (5) | 0.0471 (3) | 0.097 (3) | |
C16 | 0.0513 (7) | 0.2623 (5) | −0.0286 (3) | 0.094 (3) | |
C17 | 0.2468 (8) | 0.3223 (4) | −0.0289 (2) | 0.079 (2) | |
C18 | 0.4024 (6) | 0.3392 (4) | 0.0464 (3) | 0.063 (2) | |
C19 | 1.0967 (6) | 0.7050 (3) | 0.2911 (2) | 0.051 (1) | |
C20 | 0.9858 (6) | 0.7521 (4) | 0.3596 (3) | 0.060 (1) | |
C21 | 1.0682 (8) | 0.8587 (4) | 0.4238 (3) | 0.079 (2) | |
C22 | 1.2614 (8) | 0.9182 (3) | 0.4195 (3) | 0.083 (2) | |
C23 | 1.3723 (6) | 0.8710 (4) | 0.3510 (3) | 0.077 (2) | |
C24 | 1.2899 (6) | 0.7644 (4) | 0.2868 (3) | 0.060 (1) | |
C25 | 1.208 (1) | 0.5960 (6) | 0.1756 (5) | 0.062 (2) | |
H2 | 0.4655 | 0.1945 | 0.3599 | 0.080* | |
H3 | 0.2956 | 0.2379 | 0.4861 | 0.096* | |
H4 | 0.1677 | 0.4184 | 0.5228 | 0.084* | |
H5 | 0.2096 | 0.5553 | 0.4335 | 0.081* | |
H6 | 0.3795 | 0.5119 | 0.3073 | 0.074* | |
H8 | 0.4527 | 0.0775 | 0.1065 | 0.095* | |
H9 | 0.5812 | −0.1013 | 0.1044 | 0.121* | |
H10 | 0.8627 | −0.1076 | 0.2121 | 0.111* | |
H11 | 1.0158 | 0.0650 | 0.3220 | 0.094* | |
H12 | 0.8874 | 0.2439 | 0.3241 | 0.080* | |
H14 | 0.1401 | 0.2071 | 0.1730 | 0.099* | |
H15 | −0.1195 | 0.1789 | 0.0473 | 0.117* | |
H16 | −0.0528 | 0.2510 | −0.0790 | 0.113* | |
H17 | 0.2736 | 0.3512 | −0.0795 | 0.094* | |
H18 | 0.5332 | 0.3793 | 0.0462 | 0.076* | |
H20 | 0.8565 | 0.7123 | 0.3624 | 0.072* | |
H21 | 0.9940 | 0.8902 | 0.4696 | 0.095* | |
H22 | 1.3165 | 0.9895 | 0.4624 | 0.099* | |
H23 | 1.5016 | 0.9108 | 0.3481 | 0.093* | |
H25 | 1.2160 | 0.5326 | 0.1266 | 0.075* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Au1 | 0.0584 (2) | 0.0477 (2) | 0.0546 (2) | 0.0044 (1) | 0.0148 (1) | 0.0197 (1) |
P1 | 0.0539 (8) | 0.0488 (7) | 0.0474 (7) | 0.0059 (6) | 0.0142 (6) | 0.0176 (6) |
N1 | 0.055 (3) | 0.048 (3) | 0.056 (3) | 0.008 (2) | 0.018 (2) | 0.021 (2) |
N2 | 0.083 (4) | 0.083 (4) | 0.104 (5) | 0.013 (3) | 0.038 (4) | 0.036 (4) |
C1 | 0.051 (3) | 0.062 (3) | 0.040 (2) | 0.002 (2) | 0.008 (2) | 0.013 (2) |
C2 | 0.082 (4) | 0.063 (4) | 0.063 (3) | 0.008 (3) | 0.028 (3) | 0.024 (3) |
C3 | 0.099 (6) | 0.091 (5) | 0.064 (4) | 0.012 (4) | 0.038 (4) | 0.034 (4) |
C4 | 0.068 (4) | 0.090 (5) | 0.055 (3) | 0.014 (4) | 0.019 (3) | 0.016 (3) |
C5 | 0.067 (4) | 0.081 (4) | 0.055 (3) | 0.025 (3) | 0.009 (3) | 0.012 (3) |
C6 | 0.069 (4) | 0.074 (4) | 0.049 (3) | 0.020 (3) | 0.012 (3) | 0.023 (3) |
C7 | 0.057 (3) | 0.051 (3) | 0.058 (3) | 0.002 (2) | 0.022 (3) | 0.019 (2) |
C8 | 0.102 (6) | 0.054 (4) | 0.077 (4) | 0.012 (4) | 0.000 (4) | 0.014 (3) |
C9 | 0.149 (9) | 0.059 (4) | 0.093 (6) | 0.027 (5) | 0.010 (6) | 0.012 (4) |
C10 | 0.125 (9) | 0.065 (5) | 0.104 (7) | 0.034 (5) | 0.034 (6) | 0.039 (5) |
C11 | 0.076 (4) | 0.080 (5) | 0.094 (5) | 0.023 (4) | 0.020 (4) | 0.044 (4) |
C12 | 0.061 (4) | 0.064 (4) | 0.078 (4) | 0.007 (3) | 0.011 (3) | 0.026 (3) |
C13 | 0.061 (3) | 0.061 (3) | 0.044 (3) | 0.012 (3) | 0.015 (2) | 0.015 (2) |
C14 | 0.058 (4) | 0.133 (7) | 0.059 (4) | 0.001 (4) | 0.013 (3) | 0.031 (4) |
C15 | 0.063 (4) | 0.149 (8) | 0.076 (5) | 0.002 (5) | 0.007 (4) | 0.028 (5) |
C16 | 0.096 (6) | 0.133 (8) | 0.057 (4) | 0.047 (6) | 0.004 (4) | 0.019 (4) |
C17 | 0.103 (6) | 0.091 (5) | 0.050 (3) | 0.036 (5) | 0.019 (4) | 0.019 (3) |
C18 | 0.083 (4) | 0.064 (4) | 0.050 (3) | 0.021 (3) | 0.021 (3) | 0.019 (3) |
C19 | 0.056 (3) | 0.047 (3) | 0.057 (3) | 0.009 (2) | 0.014 (2) | 0.024 (2) |
C20 | 0.069 (4) | 0.052 (3) | 0.067 (4) | 0.005 (3) | 0.026 (3) | 0.023 (3) |
C21 | 0.107 (6) | 0.061 (4) | 0.072 (4) | 0.014 (4) | 0.030 (4) | 0.012 (3) |
C22 | 0.091 (5) | 0.063 (4) | 0.084 (5) | 0.005 (4) | 0.007 (4) | 0.006 (4) |
C23 | 0.066 (4) | 0.064 (4) | 0.097 (5) | −0.004 (3) | 0.011 (4) | 0.019 (4) |
C24 | 0.059 (3) | 0.058 (3) | 0.069 (4) | 0.008 (3) | 0.017 (3) | 0.024 (3) |
C25 | 0.078 (4) | 0.057 (3) | 0.066 (4) | 0.017 (3) | 0.035 (3) | 0.026 (3) |
Geometric parameters (Å, º) top
Au1—N1 | 2.022 (5) | C10—H10 | 0.93 |
Au1—P1 | 2.232 (2) | C11—C12 | 1.39 |
P1—C1 | 1.817 (3) | C11—H11 | 0.93 |
P1—C7 | 1.799 (3) | C12—H12 | 0.93 |
P1—C13 | 1.810 (3) | C13—C14 | 1.39 |
N1—C19 | 1.363 (6) | C13—C18 | 1.39 |
N1—C25 | 1.378 (8) | C14—C15 | 1.39 |
N2—C25 | 1.36 (1) | C14—H14 | 0.93 |
N2—C24 | 1.444 (8) | C15—C16 | 1.39 |
C1—C2 | 1.39 | C15—H15 | 0.93 |
C1—C6 | 1.39 | C16—C17 | 1.39 |
C2—C3 | 1.39 | C16—H16 | 0.93 |
C2—H2 | 0.93 | C17—C18 | 1.39 |
C3—C4 | 1.39 | C17—H17 | 0.93 |
C3—H3 | 0.93 | C18—H18 | 0.93 |
C4—C5 | 1.39 | C19—C20 | 1.39 |
C4—H4 | 0.93 | C19—C24 | 1.39 |
C5—C6 | 1.39 | C20—C21 | 1.39 |
C5—H5 | 0.93 | C20—H20 | 0.93 |
C6—H6 | 0.93 | C21—C22 | 1.39 |
C7—C8 | 1.39 | C21—H21 | 0.93 |
C7—C12 | 1.39 | C22—C23 | 1.39 |
C8—C9 | 1.39 | C22—H22 | 0.93 |
C8—H8 | 0.93 | C23—C24 | 1.39 |
C9—C10 | 1.39 | C23—H23 | 0.93 |
C9—H9 | 0.93 | C25—H25 | 0.93 |
C10—C11 | 1.39 | ||
N1—Au1—P1 | 179.6 (1) | C12—C11—H11 | 120.0 |
C1—P1—C7 | 105.8 (2) | C11—C12—C7 | 120.0 |
C1—P1—C13 | 106.0 (2) | C11—C12—H12 | 120.0 |
C7—P1—C13 | 106.5 (2) | C7—C12—H12 | 120.0 |
C1—P1—Au1 | 113.0 (2) | C14—C13—C18 | 120.0 |
C7—P1—Au1 | 113.4 (2) | C14—C13—P1 | 120.6 (2) |
C13—P1—Au1 | 111.6 (2) | C18—C13—P1 | 119.4 (2) |
C19—N1—C25 | 105.0 (5) | C13—C14—C15 | 120.0 |
C19—N1—Au1 | 124.8 (3) | C13—C14—H14 | 120.0 |
C25—N1—Au1 | 127.1 (4) | C15—C14—H14 | 120.0 |
C25—N2—C24 | 105.1 (5) | C14—C15—C16 | 120.0 |
C2—C1—C6 | 120.0 | C14—C15—H15 | 120.0 |
C2—C1—P1 | 122.5 (2) | C16—C15—H15 | 120.0 |
C6—C1—P1 | 117.5 (2) | C17—C16—C15 | 120.0 |
C1—C2—C3 | 120.0 | C17—C16—H16 | 120.0 |
C1—C2—H2 | 120.0 | C15—C16—H16 | 120.0 |
C3—C2—H2 | 120.0 | C16—C17—C18 | 120.0 |
C4—C3—C2 | 120.0 | C16—C17—H17 | 120.0 |
C4—C3—H3 | 120.0 | C18—C17—H17 | 120.0 |
C2—C3—H3 | 120.0 | C17—C18—C13 | 120.0 |
C5—C4—C3 | 120.0 | C17—C18—H18 | 120.0 |
C5—C4—H4 | 120.0 | C13—C18—H18 | 120.0 |
C3—C4—H4 | 120.0 | N1—C19—C20 | 128.5 (3) |
C4—C5—C6 | 120.0 | N1—C19—C24 | 111.5 (3) |
C4—C5—H5 | 120.0 | C20—C19—C24 | 120.0 |
C6—C5—H5 | 120.0 | C19—C20—C21 | 120.0 |
C5—C6—C1 | 120.0 | C19—C20—H20 | 120.0 |
C5—C6—H6 | 120.0 | C21—C20—H20 | 120.0 |
C1—C6—H6 | 120.0 | C20—C21—C22 | 120.0 |
C8—C7—C12 | 120.0 | C20—C21—H21 | 120.0 |
C8—C7—P1 | 122.0 (2) | C22—C21—H21 | 120.0 |
C12—C7—P1 | 118.0 (2) | C23—C22—C21 | 120.0 |
C7—C8—C9 | 120.0 | C23—C22—H22 | 120.0 |
C7—C8—H8 | 120.0 | C21—C22—H22 | 120.0 |
C9—C8—H8 | 120.0 | C24—C23—C22 | 120.0 |
C8—C9—C10 | 120.0 | C24—C23—H23 | 120.0 |
C8—C9—H9 | 120.0 | C22—C23—H23 | 120.0 |
C10—C9—H9 | 120.0 | C23—C24—C19 | 120.0 |
C11—C10—C9 | 120.0 | C23—C24—N2 | 134.3 (4) |
C11—C10—H10 | 120.0 | C19—C24—N2 | 105.7 (4) |
C9—C10—H10 | 120.0 | N2—C25—N1 | 112.7 (6) |
C10—C11—C12 | 120.0 | N2—C25—H25 | 123.7 |
C10—C11—H11 | 120.0 | N1—C25—H25 | 123.7 |
C7—P1—C1—C2 | −4.2 (3) | C7—P1—C13—C18 | −105.1 (3) |
C13—P1—C1—C2 | 108.6 (3) | C1—P1—C13—C18 | 142.6 (3) |
Au1—P1—C1—C2 | −128.8 (2) | Au1—P1—C13—C18 | 19.1 (3) |
C7—P1—C1—C6 | 177.0 (2) | P1—C13—C14—C15 | 179.4 (4) |
C13—P1—C1—C6 | −70.2 (3) | P1—C13—C18—C17 | −179.5 (4) |
Au1—P1—C1—C6 | 52.4 (3) | C25—N1—C19—C20 | −178.3 (4) |
P1—C1—C2—C3 | −178.8 (3) | Au1—N1—C19—C20 | −17.2 (6) |
P1—C1—C6—C5 | 178.8 (3) | C25—N1—C19—C24 | 1.9 (5) |
C13—P1—C7—C8 | −4.1 (3) | Au1—N1—C19—C24 | 163.1 (3) |
C1—P1—C7—C8 | 108.3 (3) | N1—C19—C20—C21 | −179.7 (5) |
Au1—P1—C7—C8 | −127.3 (3) | C22—C23—C24—N2 | 179.9 (6) |
C13—P1—C7—C12 | 175.4 (3) | N1—C19—C24—C23 | 179.7 (4) |
C1—P1—C7—C12 | −72.2 (3) | N1—C19—C24—N2 | −0.2 (5) |
Au1—P1—C7—C12 | 52.2 (3) | C20—C19—C24—N2 | −179.9 (4) |
P1—C7—C8—C9 | 179.5 (4) | C25—N2—C24—C23 | 178.4 (4) |
P1—C7—C12—C11 | −179.5 (3) | C25—N2—C24—C19 | −1.6 (6) |
C7—P1—C13—C14 | 75.5 (3) | C24—N2—C25—N1 | 3.0 (8) |
C1—P1—C13—C14 | −36.9 (3) | C19—N1—C25—N2 | −3.1 (7) |
Au1—P1—C13—C14 | −160.3 (2) | Au1—N1—C25—N2 | −163.6 (5) |