Acta Cryst. (2007). E63, m1582 [ doi:10.1107/S1600536807021307 ]
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N)gold(III)The AuIII atom in the title compound, [AuCl3(C11H9N)], exists in a square planar AuCl3N geometry. The phenyl ring of the ligand is twisted by 51.6 (3)° with respect to the pyridyl ring.
This compound was prepared as described in the literature (Constable & Leese, 1989). Bright-yellow crystals of (I) were obtained by its recrystalization from aqueous acetonitrile (xx:xx v/v).
The H atoms were placed in calculated positions [C—H 0.93 Å; U(H) = 1.2Ueq(C)]. The highest peak in the final difference map is 0.9 Å from Au1 and the deepest hole is 0.7 Å from Au1.
Data collection: RAPID-AUTO (Rigaku Corporation, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).
![[Figure 1]](./hb2395fig1thm.gif)
| Fig. 1. View of the molecular structure of (I) with displacement ellipsoids drawn at the 50% probability level (arbitary spheres for the H atoms). |
| [AuCl3(C11H9N)] | Z = 2 |
| Mr = 458.51 | F(000) = 424 |
| Triclinic, P1 | Dx = 2.346 Mg m−3 |
| Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
| a = 8.192 (2) Å | Cell parameters from 6137 reflections |
| b = 9.078 (2) Å | θ = 3.0–27.5° |
| c = 10.296 (2) Å | µ = 11.92 mm−1 |
| α = 66.28 (3)° | T = 298 K |
| β = 83.74 (3)° | Block, yellow |
| γ = 68.02 (2)° | 0.29 × 0.24 × 0.18 mm |
| V = 649.2 (2) Å3 |
| Rigaku R-AXIS RAPID IP diffractometer | 2952 independent reflections |
| Radiation source: fine-focus sealed tube | 2823 reflections with I > 2σ(I) |
| graphite | Rint = 0.022 |
| ω scan | θmax = 27.5°, θmin = 3.0° |
| Absorption correction: mumerical (NUMABS; Higashi, 1995) | h = −10→10 |
| Tmin = 0.090, Tmax = 0.223 | k = −11→11 |
| 6439 measured reflections | l = −13→13 |
| 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)] = 0.022 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.079 | H-atom parameters constrained |
| S = 1.30 | w = 1/[σ2(Fo2) + (0.0425P)2 + 0.2981P] where P = (Fo2 + 2Fc2)/3 |
| 2952 reflections | (Δ/σ)max = 0.001 |
| 145 parameters | Δρmax = 1.06 e Å−3 |
| 0 restraints | Δρmin = −0.92 e Å−3 |
| [AuCl3(C11H9N)] | γ = 68.02 (2)° |
| Mr = 458.51 | V = 649.2 (2) Å3 |
| Triclinic, P1 | Z = 2 |
| a = 8.192 (2) Å | Mo Kα radiation |
| b = 9.078 (2) Å | µ = 11.92 mm−1 |
| c = 10.296 (2) Å | T = 298 K |
| α = 66.28 (3)° | 0.29 × 0.24 × 0.18 mm |
| β = 83.74 (3)° |
| Rigaku R-AXIS RAPID IP diffractometer | 2952 independent reflections |
| Absorption correction: mumerical (NUMABS; Higashi, 1995) | 2823 reflections with I > 2σ(I) |
| Tmin = 0.090, Tmax = 0.223 | Rint = 0.022 |
| 6439 measured reflections | θmax = 27.5° |
| R[F2 > 2σ(F2)] = 0.022 | H-atom parameters constrained |
| wR(F2) = 0.079 | Δρmax = 1.06 e Å−3 |
| S = 1.30 | Δρmin = −0.92 e Å−3 |
| 2952 reflections | Absolute structure: ? |
| 145 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
| x | y | z | Uiso*/Ueq | ||
| Au1 | 0.60793 (2) | 0.81841 (2) | 0.703793 (18) | 0.03193 (9) | |
| Cl1 | 0.4693 (2) | 0.8672 (3) | 0.8937 (2) | 0.0564 (4) | |
| Cl2 | 0.7651 (2) | 0.9810 (2) | 0.6926 (2) | 0.0524 (4) | |
| Cl3 | 0.7367 (2) | 0.7757 (2) | 0.50767 (17) | 0.0468 (3) | |
| N1 | 0.4665 (6) | 0.6723 (6) | 0.7124 (5) | 0.0387 (10) | |
| C1 | 0.2963 (7) | 0.7577 (8) | 0.6642 (7) | 0.0450 (12) | |
| H1 | 0.2464 | 0.8759 | 0.6421 | 0.054* | |
| C2 | 0.1949 (8) | 0.6762 (10) | 0.6468 (7) | 0.0528 (15) | |
| H2 | 0.0772 | 0.7368 | 0.6151 | 0.063* | |
| C3 | 0.2731 (10) | 0.4994 (11) | 0.6779 (8) | 0.0597 (18) | |
| H3 | 0.2095 | 0.4404 | 0.6642 | 0.072* | |
| C4 | 0.4429 (9) | 0.4153 (9) | 0.7283 (7) | 0.0519 (14) | |
| H4 | 0.4949 | 0.2971 | 0.7512 | 0.062* | |
| C5 | 0.5401 (8) | 0.5015 (7) | 0.7465 (6) | 0.0406 (11) | |
| C6 | 0.7262 (7) | 0.4083 (7) | 0.8082 (6) | 0.0384 (11) | |
| C7 | 0.7772 (8) | 0.4233 (7) | 0.9251 (6) | 0.0435 (12) | |
| H7 | 0.6982 | 0.4997 | 0.9619 | 0.052* | |
| C8 | 0.9457 (9) | 0.3244 (9) | 0.9872 (8) | 0.0527 (14) | |
| H8 | 0.9791 | 0.3332 | 1.0664 | 0.063* | |
| C9 | 1.0635 (9) | 0.2131 (9) | 0.9316 (8) | 0.0563 (16) | |
| H9 | 1.1768 | 0.1469 | 0.9728 | 0.068* | |
| C10 | 1.0126 (9) | 0.2001 (8) | 0.8141 (8) | 0.0532 (15) | |
| H10 | 1.0924 | 0.1251 | 0.7765 | 0.064* | |
| C11 | 0.8458 (8) | 0.2966 (7) | 0.7525 (7) | 0.0470 (13) | |
| H11 | 0.8131 | 0.2870 | 0.6734 | 0.056* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Au1 | 0.03303 (12) | 0.02905 (12) | 0.03363 (13) | −0.00925 (8) | −0.00320 (8) | −0.01286 (8) |
| Cl1 | 0.0579 (9) | 0.0643 (10) | 0.0499 (9) | −0.0134 (8) | 0.0078 (7) | −0.0345 (8) |
| Cl2 | 0.0608 (9) | 0.0451 (7) | 0.0611 (10) | −0.0273 (7) | −0.0070 (7) | −0.0205 (7) |
| Cl3 | 0.0538 (8) | 0.0525 (8) | 0.0415 (8) | −0.0237 (7) | 0.0098 (6) | −0.0235 (6) |
| N1 | 0.042 (2) | 0.045 (2) | 0.037 (2) | −0.023 (2) | 0.0048 (19) | −0.018 (2) |
| C1 | 0.040 (3) | 0.054 (3) | 0.043 (3) | −0.018 (3) | 0.000 (2) | −0.020 (3) |
| C2 | 0.040 (3) | 0.076 (4) | 0.049 (4) | −0.029 (3) | 0.000 (3) | −0.024 (3) |
| C3 | 0.072 (4) | 0.077 (5) | 0.060 (4) | −0.053 (4) | 0.010 (3) | −0.034 (4) |
| C4 | 0.063 (4) | 0.047 (3) | 0.054 (4) | −0.030 (3) | −0.002 (3) | −0.018 (3) |
| C5 | 0.051 (3) | 0.044 (3) | 0.032 (3) | −0.023 (2) | 0.001 (2) | −0.014 (2) |
| C6 | 0.048 (3) | 0.034 (2) | 0.040 (3) | −0.023 (2) | 0.004 (2) | −0.014 (2) |
| C7 | 0.050 (3) | 0.042 (3) | 0.033 (3) | −0.012 (2) | −0.002 (2) | −0.013 (2) |
| C8 | 0.051 (3) | 0.056 (4) | 0.049 (4) | −0.015 (3) | −0.005 (3) | −0.020 (3) |
| C9 | 0.050 (3) | 0.053 (4) | 0.056 (4) | −0.014 (3) | −0.001 (3) | −0.015 (3) |
| C10 | 0.056 (3) | 0.040 (3) | 0.055 (4) | −0.008 (3) | 0.003 (3) | −0.019 (3) |
| C11 | 0.055 (3) | 0.041 (3) | 0.050 (3) | −0.015 (3) | 0.002 (3) | −0.024 (3) |
| Au1—N1 | 2.035 (5) | C4—H4 | 0.9300 |
| Au1—Cl1 | 2.268 (2) | C5—C6 | 1.503 (8) |
| Au1—Cl2 | 2.258 (2) | C6—C7 | 1.388 (8) |
| Au1—Cl3 | 2.280 (2) | C6—C11 | 1.385 (8) |
| N1—C1 | 1.351 (8) | C7—C8 | 1.387 (9) |
| N1—C5 | 1.341 (7) | C7—H7 | 0.9300 |
| C1—C2 | 1.367 (8) | C8—C9 | 1.377 (10) |
| C1—H1 | 0.9300 | C8—H8 | 0.9300 |
| C2—C3 | 1.397 (11) | C9—C10 | 1.382 (10) |
| C2—H2 | 0.9300 | C9—H9 | 0.9300 |
| C3—C4 | 1.353 (10) | C10—C11 | 1.372 (9) |
| C3—H3 | 0.9300 | C10—H10 | 0.9300 |
| C4—C5 | 1.378 (8) | C11—H11 | 0.9300 |
| N1—Au1—Cl1 | 90.2 (1) | N1—C5—C4 | 119.8 (6) |
| N1—Au1—Cl2 | 179.6 (1) | N1—C5—C6 | 118.5 (5) |
| N1—Au1—Cl3 | 88.9 (1) | C4—C5—C6 | 121.7 (5) |
| Cl1—Au1—Cl2 | 90.21 (7) | C7—C6—C11 | 119.5 (6) |
| Cl1—Au1—Cl3 | 177.68 (5) | C7—C6—C5 | 121.4 (5) |
| Cl2—Au1—Cl3 | 90.70 (6) | C11—C6—C5 | 118.9 (5) |
| C1—N1—C5 | 119.8 (5) | C6—C7—C8 | 120.1 (6) |
| C1—N1—Au1 | 116.8 (4) | C6—C7—H7 | 120.0 |
| C5—N1—Au1 | 122.9 (4) | C8—C7—H7 | 120.0 |
| N1—C1—C2 | 122.2 (6) | C9—C8—C7 | 120.0 (7) |
| N1—C1—H1 | 118.9 | C9—C8—H8 | 120.0 |
| C2—C1—H1 | 118.9 | C7—C8—H8 | 120.0 |
| C1—C2—C3 | 118.1 (6) | C10—C9—C8 | 119.7 (6) |
| C1—C2—H2 | 121.0 | C10—C9—H9 | 120.2 |
| C3—C2—H2 | 121.0 | C8—C9—H9 | 120.2 |
| C4—C3—C2 | 119.0 (6) | C9—C10—C11 | 120.8 (6) |
| C4—C3—H3 | 120.5 | C9—C10—H10 | 119.6 |
| C2—C3—H3 | 120.5 | C11—C10—H10 | 119.6 |
| C3—C4—C5 | 121.2 (6) | C10—C11—C6 | 119.9 (6) |
| C3—C4—H4 | 119.4 | C10—C11—H11 | 120.0 |
| C5—C4—H4 | 119.4 | C6—C11—H11 | 120.0 |
| Cl1—Au1—N1—C1 | 75.5 (4) | C3—C4—C5—C6 | 177.4 (6) |
| Cl3—Au1—N1—C1 | −102.4 (4) | N1—C5—C6—C7 | 52.6 (7) |
| Cl1—Au1—N1—C5 | −112.9 (4) | C4—C5—C6—C7 | −125.4 (6) |
| Cl3—Au1—N1—C5 | 69.3 (4) | N1—C5—C6—C11 | −131.6 (6) |
| C5—N1—C1—C2 | −0.9 (9) | C4—C5—C6—C11 | 50.3 (8) |
| Au1—N1—C1—C2 | 171.1 (5) | C11—C6—C7—C8 | −1.2 (8) |
| N1—C1—C2—C3 | −1.2 (10) | C5—C6—C7—C8 | 174.5 (5) |
| C1—C2—C3—C4 | 2.3 (10) | C6—C7—C8—C9 | 1.0 (10) |
| C2—C3—C4—C5 | −1.4 (11) | C7—C8—C9—C10 | −0.2 (10) |
| C1—N1—C5—C4 | 1.8 (8) | C8—C9—C10—C11 | −0.2 (10) |
| Au1—N1—C5—C4 | −169.6 (5) | C9—C10—C11—C6 | −0.1 (10) |
| C1—N1—C5—C6 | −176.3 (5) | C7—C6—C11—C10 | 0.8 (9) |
| Au1—N1—C5—C6 | 12.3 (7) | C5—C6—C11—C10 | −175.0 (5) |
| C3—C4—C5—N1 | −0.7 (10) |
| Au1—N1 | 2.035 (5) | Au1—Cl2 | 2.258 (2) |
| Au1—Cl1 | 2.268 (2) | Au1—Cl3 | 2.280 (2) |
We thank the Education Department of Henan Province, Zhengzhou University and the University of Malaya for supporting this study.
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.
Constable, E. C. & Leese, T. A. (1989). J. Organomet. Chem. 363, 419–424.
Fan, D., Yang, C.-T., Ranford, J. D., Lee, P. F. & Vittal, J. J. (2003). J. Chem. Soc. Dalton Trans. pp. 2680–2685.
Higashi, T. (1995). NUMABS. Rigaku Corporation, Tokyo, Japan.
Rigaku Corporation (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan.
Rigaku/MSC (2002). CrystalStructure. Rigaku/MSC Inc., The Woodlands, Texas, USA.
Sheldrick, G. M. (1997). SHELXL97 and SHELXS97. University of Göttingen, Germany.
Westrip, S. P. (2007). publCIF. In preparation.
Zhang, X.-P., Yang, G. & Ng, S. W. (2006). Acta Cryst. E62, m2018–m2020.
A previous study reported the crystal structure of 4,4'-bipyridinium tetrachloroaurate(III) chloride, which was obtained unexpectedly from the reaction of 4,4'-bipyridine and potassium tetrachloraurate (Zhang et al., 2006). The direct reaction of 2-phenylpyridine with gold chloride yielded the expected title compound (I), which has the metal center in a square plane that is composed of the donor nitrogen site along with three chlorine atoms (Table 1, Fig. 1).