Literature DB >> 21522532

[μ-1,2-Bis(diphenyl-phosphan-yl)benzene-κP:P']bis-[chloridogold(I)].

Nobuto Yoshinari1, Naoki Kitani, Toshiaki Tsukuda, Takumi Konno.   

Abstract

In the crystal structure of the non-solvate form of the title compound, [Au(2)Cl(2)(C(30)H(24)P(2))], two almost linear P-Au(I)-Cl units [175.87 (3) and 171.48 (3)°] are in a skewed arrangement with a Cl-AuAu-Cl torsion angle of -65.29 (3)° so as to form an intra-molecular AuAu inter-action [3.0563 (2) Å]. The complex mol-ecules are connected each other through inter-molecular C-H⋯π inter-actions, giving a sheet structure parallel to the bc plane.

Entities:  

Year:  2010        PMID: 21522532      PMCID: PMC3050393          DOI: 10.1107/S1600536810052803

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


Related literature

For the crystal structure of the diethyl­ether solvate form of the title compound, [(AuCl)2(C30H24P2)]·(C2H5)2O, see: Mohamed et al. (2003 ▶). For closely related structures, see: Hashimoto et al. (2010 ▶).

Experimental

Crystal data

[Au2Cl2(C30H24P2)] M = 911.27 Monoclinic, a = 13.0733 (2) Å b = 12.4206 (2) Å c = 17.4630 (3) Å β = 96.795 (7)° V = 2815.69 (8) Å3 Z = 4 Mo Kα radiation μ = 10.73 mm−1 T = 200 K 0.15 × 0.10 × 0.10 mm

Data collection

Rigaku R-AXIS VII diffractometer Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.189, T max = 0.341 31710 measured reflections 6438 independent reflections 5897 reflections with I > 2σ(I) R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.023 wR(F 2) = 0.041 S = 1.16 6438 reflections 325 parameters H-atom parameters constrained Δρmax = 0.54 e Å−3 Δρmin = −0.80 e Å−3 Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: Yadokari-XG 2009 (Kabuto et al., 2009 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2006 ▶) and ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: Yadokari-XG 2009 and publCIF (Westrip, 2010 ▶). Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810052803/is2645sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536810052803/is2645Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[Au2Cl2(C30H24P2)]F(000) = 1704
Mr = 911.27Dx = 2.150 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71075 Å
Hall symbol: -P 2ybcCell parameters from 24394 reflections
a = 13.0733 (2) Åθ = 3.1–27.5°
b = 12.4206 (2) ŵ = 10.73 mm1
c = 17.4630 (3) ÅT = 200 K
β = 96.795 (7)°Block, white
V = 2815.69 (8) Å30.15 × 0.10 × 0.10 mm
Z = 4
Rigaku R-AXIS VII diffractometer6438 independent reflections
Radiation source: fine-focus sealed tube5897 reflections with I > 2σ(I)
graphiteRint = 0.030
Detector resolution: 10.000 pixels mm-1θmax = 27.5°, θmin = 3.1°
ω scansh = −16→16
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)k = −15→16
Tmin = 0.189, Tmax = 0.341l = −22→22
31710 measured reflections
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.023Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.041H-atom parameters constrained
S = 1.16w = 1/[σ2(Fo2) + (0.0112P)2 + 2.7453P] where P = (Fo2 + 2Fc2)/3
6438 reflections(Δ/σ)max = 0.002
325 parametersΔρmax = 0.54 e Å3
0 restraintsΔρmin = −0.80 e Å3
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.
xyzUiso*/Ueq
Au10.283249 (9)0.406709 (9)0.296038 (6)0.02169 (4)
Au20.229077 (9)0.602225 (9)0.389584 (6)0.02065 (4)
Cl10.38861 (7)0.31036 (7)0.38364 (5)0.0385 (2)
Cl20.13663 (7)0.53399 (7)0.48118 (5)0.0371 (2)
P10.18427 (6)0.49382 (6)0.20367 (4)0.01918 (16)
P20.33234 (6)0.68257 (6)0.31436 (4)0.01836 (16)
C10.0679 (2)0.5541 (2)0.23080 (17)0.0234 (7)
C20.0205 (3)0.5115 (3)0.29040 (19)0.0340 (8)
H20.04860.44900.31640.041*
C3−0.0664 (3)0.5576 (3)0.3129 (2)0.0444 (10)
H3−0.09720.52820.35480.053*
C4−0.1088 (3)0.6462 (3)0.2748 (2)0.0444 (10)
H4−0.16900.67830.29040.053*
C5−0.0643 (3)0.6886 (3)0.2142 (3)0.0523 (11)
H5−0.09450.74920.18720.063*
C60.0241 (3)0.6436 (3)0.1923 (2)0.0379 (9)
H60.05500.67380.15070.045*
C70.1435 (2)0.4040 (2)0.12379 (17)0.0236 (7)
C80.0401 (3)0.3877 (3)0.0987 (2)0.0380 (9)
H8−0.01070.42990.11940.046*
C90.0104 (3)0.3101 (3)0.0436 (2)0.0502 (10)
H9−0.06060.29720.02790.060*
C100.0833 (3)0.2523 (3)0.0118 (2)0.0463 (10)
H100.06260.2002−0.02670.056*
C110.1864 (3)0.2685 (3)0.03467 (19)0.0402 (9)
H110.23650.22850.01150.048*
C120.2168 (3)0.3431 (3)0.09162 (19)0.0328 (8)
H120.28790.35270.10880.039*
C130.2511 (2)0.6058 (2)0.16336 (17)0.0197 (6)
C140.2447 (3)0.6146 (2)0.08372 (18)0.0280 (7)
H140.20840.56130.05230.034*
C150.2902 (3)0.6993 (3)0.04926 (17)0.0306 (7)
H150.28600.7031−0.00530.037*
C160.3408 (3)0.7769 (3)0.09325 (17)0.0311 (8)
H160.37110.83580.06950.037*
C170.3483 (2)0.7703 (2)0.17310 (17)0.0269 (7)
H170.38400.82500.20350.032*
C180.3046 (2)0.6855 (2)0.20917 (16)0.0202 (6)
C190.4619 (2)0.6301 (2)0.33296 (16)0.0209 (6)
C200.5251 (3)0.6146 (3)0.27570 (18)0.0305 (7)
H200.50060.63040.22350.037*
C210.6239 (3)0.5762 (3)0.2947 (2)0.0399 (9)
H210.66710.56510.25530.048*
C220.6606 (3)0.5538 (3)0.37001 (19)0.0325 (8)
H220.72870.52760.38260.039*
C230.5983 (3)0.5693 (3)0.42694 (19)0.0298 (7)
H230.62370.55440.47910.036*
C240.4994 (2)0.6062 (2)0.40878 (18)0.0271 (7)
H240.45630.61560.44840.032*
C250.3414 (2)0.8233 (2)0.34357 (16)0.0216 (6)
C260.2503 (3)0.8795 (3)0.34737 (19)0.0321 (8)
H260.18620.84740.32870.039*
C270.2528 (3)0.9822 (3)0.3782 (2)0.0422 (9)
H270.19041.02070.38050.051*
C280.3447 (4)1.0283 (3)0.4055 (2)0.0490 (11)
H280.34581.09830.42750.059*
C290.4353 (4)0.9744 (3)0.4013 (2)0.0462 (10)
H290.49901.00760.41950.055*
C300.4338 (3)0.8710 (3)0.37043 (19)0.0339 (8)
H300.49650.83340.36790.041*
U11U22U33U12U13U23
Au10.02405 (7)0.02000 (6)0.02113 (6)−0.00025 (5)0.00320 (5)0.00152 (4)
Au20.02083 (7)0.02433 (7)0.01768 (6)−0.00245 (5)0.00596 (5)0.00182 (4)
Cl10.0439 (5)0.0344 (5)0.0352 (5)0.0106 (4)−0.0034 (4)0.0077 (4)
Cl20.0305 (4)0.0520 (5)0.0309 (4)−0.0058 (4)0.0116 (4)0.0160 (4)
P10.0189 (4)0.0204 (4)0.0184 (4)−0.0017 (3)0.0030 (3)−0.0002 (3)
P20.0203 (4)0.0216 (4)0.0138 (4)−0.0025 (3)0.0045 (3)−0.0004 (3)
C10.0204 (16)0.0254 (16)0.0246 (16)−0.0056 (13)0.0039 (13)−0.0075 (12)
C20.0252 (18)0.046 (2)0.0313 (19)−0.0061 (16)0.0074 (15)0.0009 (15)
C30.030 (2)0.069 (3)0.038 (2)−0.0064 (19)0.0160 (17)−0.0050 (19)
C40.028 (2)0.048 (2)0.061 (3)−0.0017 (18)0.0181 (19)−0.025 (2)
C50.041 (2)0.029 (2)0.090 (3)0.0116 (18)0.022 (2)−0.004 (2)
C60.036 (2)0.0316 (19)0.048 (2)0.0066 (16)0.0167 (18)0.0031 (16)
C70.0255 (17)0.0236 (16)0.0214 (16)−0.0004 (13)0.0015 (13)0.0007 (12)
C80.0298 (19)0.037 (2)0.046 (2)0.0058 (16)−0.0034 (17)−0.0149 (16)
C90.041 (2)0.052 (2)0.053 (3)−0.003 (2)−0.0140 (19)−0.019 (2)
C100.067 (3)0.034 (2)0.035 (2)0.0033 (19)−0.010 (2)−0.0139 (16)
C110.058 (3)0.0335 (19)0.0293 (19)0.0136 (18)0.0077 (18)−0.0084 (15)
C120.032 (2)0.0336 (18)0.0331 (19)0.0030 (15)0.0070 (15)−0.0048 (14)
C130.0181 (15)0.0222 (15)0.0190 (15)0.0019 (12)0.0030 (12)0.0018 (11)
C140.0326 (18)0.0284 (17)0.0222 (16)−0.0012 (14)0.0000 (14)0.0000 (13)
C150.042 (2)0.0367 (18)0.0139 (15)−0.0024 (16)0.0064 (14)0.0026 (13)
C160.041 (2)0.0308 (18)0.0217 (16)−0.0092 (15)0.0065 (15)0.0051 (13)
C170.0331 (19)0.0278 (17)0.0198 (15)−0.0072 (14)0.0028 (14)−0.0021 (12)
C180.0191 (15)0.0271 (16)0.0148 (14)−0.0009 (12)0.0032 (12)0.0011 (11)
C190.0217 (16)0.0222 (15)0.0194 (15)−0.0022 (12)0.0050 (12)−0.0005 (11)
C200.0272 (18)0.046 (2)0.0187 (16)0.0034 (15)0.0047 (14)−0.0029 (14)
C210.0284 (19)0.065 (2)0.0280 (19)0.0073 (18)0.0101 (16)−0.0085 (17)
C220.0213 (17)0.0395 (19)0.036 (2)0.0058 (15)0.0017 (15)−0.0024 (15)
C230.0304 (19)0.0355 (18)0.0228 (17)0.0012 (15)0.0004 (14)0.0043 (13)
C240.0256 (17)0.0354 (18)0.0212 (16)0.0027 (14)0.0072 (13)0.0015 (13)
C250.0299 (17)0.0228 (15)0.0131 (14)−0.0030 (13)0.0068 (13)0.0013 (11)
C260.043 (2)0.0284 (17)0.0262 (17)0.0031 (16)0.0101 (16)0.0053 (13)
C270.066 (3)0.0287 (19)0.035 (2)0.0113 (19)0.0192 (19)0.0077 (15)
C280.097 (4)0.0248 (18)0.0281 (19)−0.001 (2)0.019 (2)−0.0004 (15)
C290.074 (3)0.033 (2)0.030 (2)−0.021 (2)0.0001 (19)−0.0035 (15)
C300.041 (2)0.0309 (18)0.0297 (18)−0.0079 (16)0.0021 (16)−0.0017 (14)
Au1—P12.2256 (8)C13—C141.388 (4)
Au1—Cl12.2739 (8)C13—C181.407 (4)
Au1—Au23.05634 (17)C14—C151.381 (4)
Au2—P22.2279 (7)C14—H140.9500
Au2—Cl22.2792 (8)C15—C161.355 (4)
P1—C11.808 (3)C15—H150.9500
P1—C71.816 (3)C16—C171.389 (4)
P1—C131.827 (3)C16—H160.9500
P2—C191.809 (3)C17—C181.384 (4)
P2—C251.821 (3)C17—H170.9500
P2—C181.830 (3)C19—C201.384 (4)
C1—C21.378 (4)C19—C241.388 (4)
C1—C61.387 (5)C20—C211.381 (5)
C2—C31.372 (5)C20—H200.9500
C2—H20.9500C21—C221.373 (5)
C3—C41.368 (6)C21—H210.9500
C3—H30.9500C22—C231.371 (5)
C4—C51.373 (6)C22—H220.9500
C4—H40.9500C23—C241.373 (5)
C5—C61.377 (5)C23—H230.9500
C5—H50.9500C24—H240.9500
C6—H60.9500C25—C301.377 (4)
C7—C81.385 (5)C25—C261.388 (4)
C7—C121.391 (4)C26—C271.383 (5)
C8—C91.385 (5)C26—H260.9500
C8—H80.9500C27—C281.364 (6)
C9—C101.362 (5)C27—H270.9500
C9—H90.9500C28—C291.370 (6)
C10—C111.374 (5)C28—H280.9500
C10—H100.9500C29—C301.392 (5)
C11—C121.383 (5)C29—H290.9500
C11—H110.9500C30—H300.9500
C12—H120.9500
P1—Au1—Cl1175.87 (3)C14—C13—C18118.8 (3)
P1—Au1—Au281.343 (19)C14—C13—P1118.1 (2)
Cl1—Au1—Au2102.64 (2)C18—C13—P1123.1 (2)
P2—Au2—Cl2171.48 (3)C15—C14—C13121.3 (3)
P2—Au2—Au181.132 (19)C15—C14—H14119.4
Cl2—Au2—Au1104.79 (2)C13—C14—H14119.4
C1—P1—C7106.00 (14)C16—C15—C14120.1 (3)
C1—P1—C13103.96 (14)C16—C15—H15120.0
C7—P1—C13106.38 (14)C14—C15—H15120.0
C1—P1—Au1116.51 (10)C15—C16—C17119.9 (3)
C7—P1—Au1110.53 (10)C15—C16—H16120.0
C13—P1—Au1112.70 (10)C17—C16—H16120.0
C19—P2—C25105.53 (14)C18—C17—C16121.2 (3)
C19—P2—C18104.91 (13)C18—C17—H17119.4
C25—P2—C18105.09 (13)C16—C17—H17119.4
C19—P2—Au2110.65 (10)C17—C18—C13118.8 (3)
C25—P2—Au2106.77 (9)C17—C18—P2115.4 (2)
C18—P2—Au2122.62 (10)C13—C18—P2125.6 (2)
C2—C1—C6118.5 (3)C20—C19—C24119.1 (3)
C2—C1—P1120.4 (3)C20—C19—P2123.1 (2)
C6—C1—P1121.1 (2)C24—C19—P2117.7 (2)
C3—C2—C1121.1 (3)C21—C20—C19119.7 (3)
C3—C2—H2119.4C21—C20—H20120.1
C1—C2—H2119.4C19—C20—H20120.1
C4—C3—C2119.9 (3)C22—C21—C20120.7 (3)
C4—C3—H3120.0C22—C21—H21119.6
C2—C3—H3120.0C20—C21—H21119.6
C3—C4—C5119.9 (3)C23—C22—C21119.7 (3)
C3—C4—H4120.0C23—C22—H22120.1
C5—C4—H4120.0C21—C22—H22120.1
C4—C5—C6120.3 (4)C22—C23—C24120.2 (3)
C4—C5—H5119.8C22—C23—H23119.9
C6—C5—H5119.8C24—C23—H23119.9
C5—C6—C1120.1 (3)C23—C24—C19120.5 (3)
C5—C6—H6119.9C23—C24—H24119.7
C1—C6—H6119.9C19—C24—H24119.7
C8—C7—C12119.1 (3)C30—C25—C26119.3 (3)
C8—C7—P1121.3 (2)C30—C25—P2122.2 (2)
C12—C7—P1119.4 (3)C26—C25—P2117.9 (2)
C9—C8—C7120.3 (3)C27—C26—C25120.1 (3)
C9—C8—H8119.9C27—C26—H26119.9
C7—C8—H8119.9C25—C26—H26119.9
C10—C9—C8119.8 (4)C28—C27—C26120.1 (4)
C10—C9—H9120.1C28—C27—H27120.0
C8—C9—H9120.1C26—C27—H27120.0
C9—C10—C11120.9 (3)C27—C28—C29120.5 (3)
C9—C10—H10119.5C27—C28—H28119.8
C11—C10—H10119.5C29—C28—H28119.7
C10—C11—C12119.7 (3)C28—C29—C30119.9 (4)
C10—C11—H11120.2C28—C29—H29120.0
C12—C11—H11120.2C30—C29—H29120.0
C11—C12—C7120.1 (3)C25—C30—C29120.0 (4)
C11—C12—H12119.9C25—C30—H30120.0
C7—C12—H12119.9C29—C30—H30120.0
P1—Au1—Au2—P2−70.42 (3)P1—C13—C14—C15177.7 (3)
Cl1—Au1—Au2—P2108.45 (3)C13—C14—C15—C16−1.1 (5)
P1—Au1—Au2—Cl2115.85 (3)C14—C15—C16—C171.0 (5)
Cl1—Au1—Au2—Cl2−65.29 (3)C15—C16—C17—C18−0.1 (5)
Au2—Au1—P1—C1−42.04 (11)C16—C17—C18—C13−0.7 (5)
Au2—Au1—P1—C7−163.09 (11)C16—C17—C18—P2174.4 (3)
Au2—Au1—P1—C1378.02 (10)C14—C13—C18—C170.6 (4)
Au1—Au2—P2—C19−63.84 (10)P1—C13—C18—C17−176.6 (2)
Au1—Au2—P2—C25−178.20 (11)C14—C13—C18—P2−173.9 (2)
Au1—Au2—P2—C1860.75 (11)P1—C13—C18—P28.9 (4)
C7—P1—C1—C296.0 (3)C19—P2—C18—C17−78.0 (3)
C13—P1—C1—C2−152.0 (3)C25—P2—C18—C1733.0 (3)
Au1—P1—C1—C2−27.4 (3)Au2—P2—C18—C17154.9 (2)
C7—P1—C1—C6−83.8 (3)C19—P2—C18—C1396.7 (3)
C13—P1—C1—C628.2 (3)C25—P2—C18—C13−152.3 (3)
Au1—P1—C1—C6152.8 (2)Au2—P2—C18—C13−30.5 (3)
C6—C1—C2—C3−1.7 (5)C25—P2—C19—C20−101.8 (3)
P1—C1—C2—C3178.5 (3)C18—P2—C19—C209.0 (3)
C1—C2—C3—C41.4 (6)Au2—P2—C19—C20143.1 (2)
C2—C3—C4—C50.1 (6)C25—P2—C19—C2477.1 (3)
C3—C4—C5—C6−1.2 (6)C18—P2—C19—C24−172.2 (2)
C4—C5—C6—C10.8 (6)Au2—P2—C19—C24−38.1 (3)
C2—C1—C6—C50.6 (5)C24—C19—C20—C21−0.1 (5)
P1—C1—C6—C5−179.6 (3)P2—C19—C20—C21178.7 (3)
C1—P1—C7—C8−3.9 (3)C19—C20—C21—C22−0.5 (6)
C13—P1—C7—C8−114.2 (3)C20—C21—C22—C230.2 (6)
Au1—P1—C7—C8123.2 (3)C21—C22—C23—C240.6 (5)
C1—P1—C7—C12−178.1 (2)C22—C23—C24—C19−1.1 (5)
C13—P1—C7—C1271.6 (3)C20—C19—C24—C230.9 (5)
Au1—P1—C7—C12−51.0 (3)P2—C19—C24—C23−178.0 (2)
C12—C7—C8—C91.4 (5)C19—P2—C25—C302.3 (3)
P1—C7—C8—C9−172.8 (3)C18—P2—C25—C30−108.3 (3)
C7—C8—C9—C10−2.4 (6)Au2—P2—C25—C30120.1 (2)
C8—C9—C10—C111.2 (6)C19—P2—C25—C26−169.8 (2)
C9—C10—C11—C121.1 (6)C18—P2—C25—C2679.7 (3)
C10—C11—C12—C7−2.1 (5)Au2—P2—C25—C26−52.0 (2)
C8—C7—C12—C110.9 (5)C30—C25—C26—C27−0.3 (5)
P1—C7—C12—C11175.2 (3)P2—C25—C26—C27172.0 (2)
C1—P1—C13—C14−101.0 (3)C25—C26—C27—C28−0.4 (5)
C7—P1—C13—C1410.6 (3)C26—C27—C28—C291.2 (5)
Au1—P1—C13—C14131.9 (2)C27—C28—C29—C30−1.2 (5)
C1—P1—C13—C1876.2 (3)C26—C25—C30—C290.3 (5)
C7—P1—C13—C18−172.1 (2)P2—C25—C30—C29−171.7 (3)
Au1—P1—C13—C18−50.9 (3)C28—C29—C30—C250.5 (5)
C18—C13—C14—C150.3 (5)
D—H···AD—HH···AD···AD—H···A
C15—H15···Cgi0.952.823.569 (4)137
C21—H21···Cgii0.952.843.559 (4)134
Table 1

Selected bond lengths (Å)

Au1—P12.2256 (8)
Au1—Cl12.2739 (8)
Au2—P22.2279 (7)
Au2—Cl22.2792 (8)
Table 2

Hydrogen-bond geometry (Å, °)

Cg is the centroid of the C25–C30 ring.

D—H⋯AD—HH⋯ADAD—H⋯A
C15—H15⋯Cgi0.952.823.569 (4)137
C21—H21⋯Cgii0.952.843.559 (4)134

Symmetry codes: (i) ; (ii) .

  2 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  [Mu-o-phenylenebis(diphenylphosphine)-kappa2P:P']bis[chlorogold(I)], dppbz(AuCl)2.

Authors:  Ahmed A Mohamed; Jeanette A Krause Bauer; Alice E Bruce; Mitchell R M Bruce
Journal:  Acta Crystallogr C       Date:  2003-02-18       Impact factor: 1.172

  2 in total

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