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The Au atom in the title compound, (p-MeOC6H4)3PAuCl or [AuCl(C7H7O3P)], exhibits a linear geometry so that the Au-Cl bond length is 2.2885 (9) Å, Au-P is 2.2333 (8) Å and the angle at gold is 175.94 (3)°.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801017895/ci6073sup1.cif
Contains datablocks general, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536801017895/ci6073Isup2.hkl
Contains datablock I

CCDC reference: 175989

Key indicators

  • Single-crystal X-ray study
  • T = 223 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.028
  • wR factor = 0.064
  • Data-to-parameter ratio = 24.5

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry








Comment top

As expected, an effectively linear geometry is found for the Au atom in (p-MeOC6H4)3PAuCl, (I) (Fig. 1), with the angle at gold being 175.94 (3)°. The Au—Cl and Au—P distances in (I) are 2.2885 (9) and 2.2333 (8) Å, respectively. The Au donor atom parameters found in (I) are equal within experimental error to those found in the unsubstituted analogue, i.e. (C6H5)3PAuCl (Baenziger et al., 1976), for which the Au—Cl and Au—P distances are 2.279 (3) and 2.235 (3) Å, respectively. The aromatic rings are almost symmetrically disposed as seen in the sequence of dihedral angles of 68.76 (16), 73.48 (16) and 78.66 (15)° for the C1—C6, C8—C13 and C15—C20 rings, respectively. There is no evidence for π···π interactions in the lattice but arguably there are two C—H···π contacts involving methyl-H atoms of note. Thus, C7—H7c is 3.07 Å from the ring centroid of C8i–C13i with an angle at H7c of 175° [symmetry code: (i) 1 - x, y, 1/2 - z]. Similarly, C14—H14b is 3.09 Å from the ring centroid of C1ii–C6ii with 166° being the angle at the H14b atom [symmetry code: (ii) 1/2 - x, -1/2 + y, 1/2 - z]. A close C—H···O contact is also noted, so that C14—H14a is 2.58 Å from O3iii with a C14···O3iii distance of 3.430 (5) Å, and the angle subtended at H14a is 146°; [symmetry code: (iii) 1/2 + x, -1/2 - y, 1/2 + z].

Experimental top

The title compound was prepared from the reaction between HAuCl4·3H2O and (p-MeOC6H4)3P (Strem Chemicals Inc.) in accord with the literature procedure of Al—Saády et al. (1985) and had spectroscopic characteristics as reported in the literature (Decker et al., 1999). Colourless crystals were obtained from the layering of ethanol into a concentrated CH2Cl2 solution of the compound.

Refinement top

The C-bound H atoms were placed in geometrically calculated positions and included in the final refinement as riding with an overall displacement parameter, Uiso, with Uiso for CH and 1.5Uiso for CH3. The residual electron-density peak is located in the vicinity of the Au atom.

Computing details top

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: SHELXTL.

Figures top
[Figure 1] Fig. 1. The molecular structure and crystallographic numbering scheme for (I). Displacement ellipsoids are shown at the 50% probability level (Johnson, 1976).
Chlorotri(p-methoxyphenyl)phosphinegold(I) top
Crystal data top
[AuCl(C7H7O3P)]F(000) = 2256
Mr = 584.76Dx = 1.887 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71069 Å
a = 14.2875 (4) ÅCell parameters from 16893 reflections
b = 14.5396 (4) Åθ = 2.0–30.0°
c = 20.2212 (6) ŵ = 7.37 mm1
β = 101.504 (1)°T = 223 K
V = 4116.3 (2) Å3Block, colourless
Z = 80.42 × 0.26 × 0.10 mm
Data collection top
Bruker SMART CCD
diffractometer
6001 independent reflections
Radiation source: fine-focus sealed tube4896 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.040
ω scansθmax = 30.0°, θmin = 2.0°
Absorption correction: empirical (using intensity measurements)
(SADABS; Bruker, 2000)
h = 1820
Tmin = 0.114, Tmax = 0.478k = 1820
16893 measured reflectionsl = 2827
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.028Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.064H-atom parameters constrained
S = 0.95 w = 1/[σ2(Fo2) + (0.0317P)2]
where P = (Fo2 + 2Fc2)/3
6001 reflections(Δ/σ)max = 0.002
245 parametersΔρmax = 1.38 e Å3
0 restraintsΔρmin = 0.71 e Å3
Crystal data top
[AuCl(C7H7O3P)]V = 4116.3 (2) Å3
Mr = 584.76Z = 8
Monoclinic, C2/cMo Kα radiation
a = 14.2875 (4) ŵ = 7.37 mm1
b = 14.5396 (4) ÅT = 223 K
c = 20.2212 (6) Å0.42 × 0.26 × 0.10 mm
β = 101.504 (1)°
Data collection top
Bruker SMART CCD
diffractometer
6001 independent reflections
Absorption correction: empirical (using intensity measurements)
(SADABS; Bruker, 2000)
4896 reflections with I > 2σ(I)
Tmin = 0.114, Tmax = 0.478Rint = 0.040
16893 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0280 restraints
wR(F2) = 0.064H-atom parameters constrained
S = 0.95Δρmax = 1.38 e Å3
6001 reflectionsΔρmin = 0.71 e Å3
245 parameters
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
xyzUiso*/Ueq
Au0.216564 (8)0.203127 (8)0.315158 (6)0.03197 (5)
Cl10.18754 (7)0.31113 (6)0.39091 (5)0.0456 (2)
P10.24304 (6)0.09009 (6)0.24639 (4)0.02939 (17)
O10.5342 (2)0.19687 (18)0.08711 (15)0.0535 (7)
O20.40906 (19)0.22322 (17)0.42055 (14)0.0457 (6)
O30.10101 (16)0.02188 (18)0.04529 (13)0.0443 (6)
C10.3277 (2)0.1200 (2)0.19451 (16)0.0312 (7)
C20.3729 (3)0.2053 (2)0.20263 (19)0.0388 (8)
H20.35730.24730.23410.040 (2)*
C30.4400 (3)0.2292 (3)0.1654 (2)0.0465 (9)
H30.46910.28740.17120.040 (2)*
C40.4649 (2)0.1676 (3)0.11913 (18)0.0393 (8)
C50.4186 (2)0.0832 (3)0.10914 (18)0.0401 (8)
H50.43350.04190.07700.040 (2)*
C60.3504 (2)0.0597 (2)0.14657 (19)0.0389 (8)
H60.31930.00260.13940.040 (2)*
C70.5704 (3)0.1338 (3)0.0446 (2)0.0582 (11)
H7A0.61930.16370.02520.060 (3)*
H7B0.51890.11370.00870.060 (3)*
H7C0.59760.08100.07090.060 (3)*
C80.2918 (2)0.0103 (2)0.29420 (16)0.0307 (6)
C90.3847 (2)0.0403 (2)0.29795 (18)0.0377 (8)
H90.42310.01180.27120.040 (2)*
C100.4218 (2)0.1118 (2)0.34046 (19)0.0408 (8)
H100.48500.13140.34250.040 (2)*
C110.3657 (2)0.1542 (2)0.37992 (17)0.0347 (7)
C120.2727 (2)0.1254 (2)0.37677 (18)0.0386 (8)
H120.23420.15400.40340.040 (2)*
C130.2368 (2)0.0537 (2)0.33371 (19)0.0391 (8)
H130.17340.03430.33140.040 (2)*
C140.3542 (3)0.2746 (3)0.4590 (2)0.0517 (10)
H14A0.39410.32130.48480.060 (3)*
H14B0.30110.30370.42890.060 (3)*
H14C0.33000.23370.48960.060 (3)*
C150.1351 (2)0.0523 (2)0.19027 (17)0.0298 (6)
C160.1263 (2)0.0348 (2)0.16002 (17)0.0324 (7)
H160.17530.07820.17240.040 (2)*
C170.0470 (2)0.0573 (2)0.11263 (18)0.0352 (7)
H170.04170.11630.09330.040 (2)*
C180.0257 (2)0.0065 (2)0.09297 (17)0.0326 (7)
C190.0183 (2)0.0936 (2)0.12280 (18)0.0365 (7)
H190.06700.13730.10990.040 (2)*
C200.0612 (2)0.1148 (2)0.17145 (18)0.0350 (7)
H200.06540.17290.19230.040 (2)*
C210.1737 (3)0.0442 (3)0.0199 (2)0.0533 (10)
H21A0.22300.01530.01360.060 (3)*
H21B0.14590.09490.00070.060 (3)*
H21C0.20160.06710.05670.060 (3)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Au0.03458 (7)0.02812 (7)0.03443 (8)0.00158 (5)0.00981 (5)0.00202 (5)
Cl10.0552 (5)0.0359 (4)0.0503 (6)0.0046 (4)0.0213 (4)0.0113 (4)
P10.0292 (4)0.0283 (4)0.0311 (4)0.0003 (3)0.0070 (3)0.0005 (3)
O10.0494 (15)0.0637 (19)0.0544 (19)0.0036 (13)0.0270 (14)0.0059 (14)
O20.0517 (15)0.0404 (14)0.0436 (16)0.0054 (11)0.0059 (12)0.0116 (12)
O30.0357 (12)0.0529 (15)0.0417 (15)0.0033 (11)0.0013 (11)0.0094 (12)
C10.0281 (15)0.0338 (17)0.0313 (17)0.0003 (12)0.0054 (12)0.0037 (13)
C20.0453 (19)0.0357 (18)0.038 (2)0.0042 (15)0.0151 (16)0.0053 (14)
C30.051 (2)0.0402 (19)0.051 (2)0.0137 (17)0.0177 (18)0.0019 (17)
C40.0340 (17)0.048 (2)0.038 (2)0.0010 (15)0.0101 (15)0.0099 (16)
C50.0426 (18)0.044 (2)0.035 (2)0.0067 (15)0.0127 (15)0.0004 (15)
C60.0382 (17)0.0349 (18)0.045 (2)0.0019 (14)0.0108 (15)0.0035 (15)
C70.051 (2)0.081 (3)0.048 (3)0.009 (2)0.024 (2)0.013 (2)
C80.0322 (15)0.0291 (15)0.0310 (17)0.0012 (12)0.0064 (13)0.0020 (13)
C90.0305 (16)0.0411 (19)0.043 (2)0.0004 (14)0.0113 (15)0.0088 (15)
C100.0315 (16)0.0424 (19)0.049 (2)0.0058 (15)0.0090 (15)0.0059 (17)
C110.0403 (17)0.0280 (16)0.0335 (19)0.0014 (13)0.0017 (14)0.0001 (13)
C120.0413 (18)0.0396 (19)0.038 (2)0.0013 (15)0.0162 (15)0.0055 (15)
C130.0309 (16)0.044 (2)0.044 (2)0.0054 (14)0.0111 (15)0.0063 (16)
C140.063 (3)0.048 (2)0.042 (2)0.0055 (19)0.0049 (19)0.0137 (18)
C150.0272 (14)0.0289 (15)0.0349 (18)0.0004 (12)0.0101 (13)0.0012 (13)
C160.0292 (15)0.0306 (16)0.0388 (19)0.0027 (12)0.0098 (14)0.0008 (14)
C170.0390 (17)0.0287 (16)0.040 (2)0.0033 (13)0.0129 (15)0.0041 (14)
C180.0286 (15)0.0393 (18)0.0317 (18)0.0052 (13)0.0102 (13)0.0033 (14)
C190.0298 (15)0.0381 (18)0.041 (2)0.0083 (13)0.0060 (14)0.0034 (15)
C200.0366 (16)0.0281 (16)0.041 (2)0.0022 (13)0.0094 (14)0.0050 (14)
C210.0387 (19)0.073 (3)0.044 (2)0.0004 (19)0.0025 (17)0.000 (2)
Geometric parameters (Å, º) top
Au—P12.2333 (8)C4—C51.390 (5)
Au—Cl12.2885 (9)C5—C61.390 (5)
P1—C81.811 (3)C8—C131.380 (4)
P1—C151.809 (3)C8—C91.385 (4)
P1—C11.806 (3)C9—C101.385 (5)
O1—C41.356 (4)C10—C111.384 (5)
O1—C71.423 (5)C11—C121.382 (5)
O2—C111.365 (4)C12—C131.389 (5)
O2—C141.421 (4)C15—C201.388 (4)
O3—C181.358 (4)C15—C161.400 (4)
O3—C211.433 (4)C16—C171.369 (5)
C1—C61.393 (5)C17—C181.389 (4)
C1—C21.392 (4)C18—C191.397 (4)
C2—C31.377 (5)C19—C201.381 (5)
C3—C41.391 (5)
P1—Au—Cl1175.94 (3)C13—C8—C9118.3 (3)
C8—P1—C15106.19 (14)C13—C8—P1118.4 (2)
C8—P1—C1105.89 (14)C9—C8—P1123.1 (3)
C15—P1—C1107.17 (15)C10—C9—C8121.0 (3)
C8—P1—Au110.81 (11)C9—C10—C11119.8 (3)
C15—P1—Au112.66 (10)O2—C11—C10115.4 (3)
C1—P1—Au113.61 (11)O2—C11—C12124.6 (3)
C4—O1—C7118.3 (3)C10—C11—C12120.1 (3)
C11—O2—C14118.8 (3)C13—C12—C11119.2 (3)
C18—O3—C21117.8 (3)C12—C13—C8121.6 (3)
C6—C1—C2118.4 (3)C20—C15—C16118.4 (3)
C6—C1—P1121.9 (3)C20—C15—P1118.7 (2)
C2—C1—P1119.7 (3)C16—C15—P1122.7 (2)
C3—C2—C1121.1 (3)C17—C16—C15120.8 (3)
C4—C3—C2120.3 (3)C16—C17—C18120.5 (3)
O1—C4—C3115.4 (3)O3—C18—C17116.2 (3)
O1—C4—C5125.4 (4)O3—C18—C19124.2 (3)
C3—C4—C5119.2 (3)C17—C18—C19119.6 (3)
C4—C5—C6120.1 (3)C20—C19—C18119.4 (3)
C1—C6—C5120.7 (3)C19—C20—C15121.4 (3)

Experimental details

Crystal data
Chemical formula[AuCl(C7H7O3P)]
Mr584.76
Crystal system, space groupMonoclinic, C2/c
Temperature (K)223
a, b, c (Å)14.2875 (4), 14.5396 (4), 20.2212 (6)
β (°) 101.504 (1)
V3)4116.3 (2)
Z8
Radiation typeMo Kα
µ (mm1)7.37
Crystal size (mm)0.42 × 0.26 × 0.10
Data collection
DiffractometerBruker SMART CCD
diffractometer
Absorption correctionEmpirical (using intensity measurements)
(SADABS; Bruker, 2000)
Tmin, Tmax0.114, 0.478
No. of measured, independent and
observed [I > 2σ(I)] reflections
16893, 6001, 4896
Rint0.040
(sin θ/λ)max1)0.704
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.028, 0.064, 0.95
No. of reflections6001
No. of parameters245
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.38, 0.71

Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SHELXTL (Bruker, 2000), PATTY in DIRDIF92 (Beurskens et al., 1992), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), SHELXTL.

 

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