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The aurophilicity exhibited by AuI complexes depends strongly on the nature of the supporting ligands present and the length of the Au–element (Au—E) bond may be used as a measure of the donor–acceptor properties of the coordinated ligands. A binuclear iron–gold complex, [1,3-bis­(2,6-diiso­propyl­phen­yl)imidazol-2-yl­idene-2κC2]dicarbonyl-1κ2C-(1η5-cyclo­penta­dien­yl)gold(I)iron(II)(AuFe) benzene tris­olvate, [AuFe(C5H5)(C27H36N2)(CO)2]·3C6H6, was pre­pared by reaction of K[CpFe(CO)2] (Cp is cyclo­penta­dien­yl) with (NHC)AuCl [NHC = 1,3-bis­(2,6-diiso­propyl­phen­yl)imidazol-2-yl­idene]. In addition to the binuclear complex, the asymmetric unit contains three benzene solvent mol­ecules. This is the first example of a two-coordinated Au atom bonded to an Fe and a C atom of an N-heterocyclic carbene.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S205322961500892X/eg3184sup1.cif
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S205322961500892X/eg3184Isup2.hkl
Contains datablock I

CCDC reference: 1063870

Computing details top

Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA (Stoe & Cie, 2001); data reduction: X-AREA (Stoe & Cie, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: XP (Sheldrick, 2008) and Mercury (Macrae et al., 2006); software used to prepare material for publication: publCIF (Westrip, 2010).

[1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene-2κC2]dicarbonyl-1κC-(1η5-cyclopentadienyl)gold(0)iron(II)(AuFe) benzene trisolvate top
Crystal data top
[AuFe(C5H5)(C27H36N2)(CO)2]·3C6H6Z = 2
Mr = 996.82F(000) = 1012
Triclinic, P1Dx = 1.416 Mg m3
a = 10.0579 (4) ÅMo Kα radiation, λ = 0.71073 Å
b = 16.3027 (6) ÅCell parameters from 58383 reflections
c = 16.7074 (6) Åθ = 2.7–30.2°
α = 110.037 (3)°µ = 3.48 mm1
β = 104.524 (3)°T = 173 K
γ = 103.208 (3)°Block, light yellow
V = 2337.83 (16) Å30.26 × 0.24 × 0.21 mm
Data collection top
STOE IPDS II two-circle-
diffractometer
12614 reflections with I > 2σ(I)
Radiation source: Genix 3D IµS microfocus X-ray sourceRint = 0.082
ω scansθmax = 29.8°, θmin = 2.7°
Absorption correction: multi-scan
X-Area (Stoe & Cie, 2001)
h = 1314
Tmin = 0.356, Tmax = 0.477k = 2222
58383 measured reflectionsl = 2323
13245 independent reflections
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.033 w = 1/[σ2(Fo2) + (0.0483P)2 + 1.1822P]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.088(Δ/σ)max = 0.002
S = 1.08Δρmax = 1.40 e Å3
13245 reflectionsΔρmin = 2.08 e Å3
524 parametersExtinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
12 restraintsExtinction coefficient: 0.0136 (5)
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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Au10.37489 (2)0.33945 (2)0.21016 (2)0.02569 (5)
Fe10.18305 (4)0.41298 (3)0.18829 (3)0.02917 (8)
C10.0793 (3)0.2953 (2)0.1246 (2)0.0358 (6)
O10.0059 (3)0.21830 (19)0.08102 (19)0.0525 (7)
C20.1858 (4)0.4120 (2)0.2920 (2)0.0380 (6)
O20.1849 (4)0.4145 (2)0.36216 (18)0.0592 (7)
C110.5482 (3)0.29580 (17)0.22389 (16)0.0225 (4)
N120.6730 (2)0.33670 (15)0.21310 (15)0.0256 (4)
C130.7739 (3)0.2930 (2)0.2268 (2)0.0314 (5)
H13A0.86860.30880.22330.038*
C140.7108 (3)0.2234 (2)0.2460 (2)0.0325 (5)
H14A0.75230.18040.25870.039*
N150.5738 (2)0.22680 (15)0.24362 (15)0.0246 (4)
C210.2042 (5)0.4542 (3)0.0856 (3)0.0554 (10)
H21A0.19590.41250.02320.066*
C220.3344 (4)0.5042 (3)0.1624 (3)0.0481 (8)
H22A0.43480.50440.16480.058*
C230.2972 (5)0.5542 (2)0.2346 (3)0.0521 (9)
H23A0.36690.59720.29810.063*
C240.1449 (6)0.5366 (3)0.2017 (4)0.0666 (13)
H24A0.08860.56480.23790.080*
C250.0881 (5)0.4757 (3)0.1108 (4)0.0664 (14)
H25A0.01650.45200.06940.080*
C310.6981 (3)0.41725 (19)0.19382 (19)0.0283 (5)
C320.6605 (3)0.4033 (2)0.1025 (2)0.0336 (6)
C330.6875 (4)0.4832 (3)0.0861 (2)0.0428 (7)
H33A0.66260.47690.02510.051*
C340.7498 (4)0.5709 (3)0.1575 (3)0.0457 (8)
H34A0.76890.62420.14510.055*
C350.7847 (4)0.5819 (2)0.2468 (3)0.0417 (7)
H35A0.82600.64270.29510.050*
C360.7600 (3)0.5047 (2)0.2672 (2)0.0334 (5)
C370.5924 (4)0.3074 (2)0.0242 (2)0.0395 (6)
H37A0.58780.26090.05090.047*
C3710.6846 (5)0.2915 (3)0.0351 (3)0.0612 (11)
H37B0.63750.22880.08510.092*
H37C0.69380.33770.06050.092*
H37D0.78200.29770.00190.092*
C3720.4370 (5)0.2908 (5)0.0326 (4)0.0847 (18)
H37E0.39560.22830.08280.127*
H37F0.37730.29640.00590.127*
H37G0.43780.33710.05770.127*
C380.7932 (4)0.5178 (2)0.3658 (2)0.0391 (6)
H38A0.77350.45470.36560.047*
C3810.9552 (4)0.5754 (3)0.4253 (3)0.0591 (10)
H38B0.97230.58230.48800.089*
H38C1.01740.54360.40070.089*
H38D0.97880.63700.42490.089*
C3820.6916 (5)0.5606 (3)0.4051 (2)0.0503 (8)
H38E0.71430.56850.46840.075*
H38F0.70500.62130.40330.075*
H38G0.58980.51950.36880.075*
C410.4722 (3)0.16264 (19)0.2612 (2)0.0292 (5)
C420.3728 (3)0.0801 (2)0.1883 (2)0.0367 (6)
C430.2775 (4)0.0193 (2)0.2077 (3)0.0472 (8)
H43A0.20860.03760.15940.057*
C440.2818 (4)0.0405 (3)0.2957 (3)0.0518 (9)
H44A0.21590.00170.30760.062*
C450.3814 (4)0.1226 (3)0.3668 (3)0.0478 (8)
H45A0.38300.13640.42720.057*
C460.4794 (3)0.1856 (2)0.3514 (2)0.0351 (6)
C470.3627 (4)0.0580 (2)0.0903 (2)0.0465 (8)
H47A0.45280.10140.09220.056*
C4710.3548 (6)0.0408 (3)0.0382 (4)0.0680 (13)
H47B0.34850.05100.02410.102*
H47C0.44280.05030.06900.102*
H47D0.26800.08470.03620.102*
C4720.2304 (6)0.0767 (4)0.0410 (3)0.0709 (14)
H47E0.23740.14070.07560.106*
H47F0.22890.06800.02030.106*
H47G0.14020.03330.03610.106*
C480.5858 (4)0.2768 (3)0.4302 (2)0.0422 (7)
H48A0.65980.30530.40830.051*
C4810.5068 (6)0.3441 (3)0.4595 (3)0.0678 (12)
H48B0.57690.40240.51020.102*
H48C0.46130.35690.40800.102*
H48D0.43090.31660.47910.102*
C4820.6673 (5)0.2611 (4)0.5111 (3)0.0617 (11)
H48E0.71760.21750.49090.093*
H48F0.73920.32060.55900.093*
H48G0.59720.23530.53530.093*
C510.4722 (7)0.1568 (5)0.6799 (5)0.130 (4)
H51A0.55430.18620.73540.156*
C520.3730 (6)0.2019 (5)0.6625 (4)0.101 (2)
H52A0.39010.26310.70490.121*
C530.2491 (7)0.1571 (4)0.5829 (4)0.0853 (17)
H53A0.18090.18730.57140.102*
C540.2258 (6)0.0680 (4)0.5203 (4)0.0773 (15)
H54A0.13970.03680.46700.093*
C550.3273 (7)0.0242 (4)0.5349 (4)0.091 (2)
H55A0.31300.03540.49050.109*
C560.4503 (7)0.0684 (5)0.6154 (5)0.124 (4)
H56A0.51910.03850.62630.149*
C610.1549 (6)0.0347 (3)0.2269 (3)0.0610 (11)
H61A0.22350.02050.17630.073*
C620.1640 (7)0.0554 (4)0.3118 (4)0.0710 (14)
H62A0.23730.01500.32090.085*
C630.0623 (8)0.1377 (5)0.3845 (3)0.0814 (18)
H63A0.06670.15370.44380.098*
C640.0439 (6)0.1957 (4)0.3709 (3)0.0742 (16)
H64A0.11250.25160.42060.089*
C650.0500 (5)0.1723 (3)0.2858 (3)0.0585 (10)
H65A0.12360.21200.27640.070*
C660.0485 (5)0.0923 (3)0.2139 (3)0.0544 (9)
H66A0.04310.07670.15490.065*
C710.0349 (4)0.2282 (3)0.1360 (2)0.0526 (9)
H71A0.03640.24290.07620.063*
C720.1196 (4)0.2561 (3)0.1941 (2)0.0525 (9)
H72A0.17710.29140.17320.063*
C730.1204 (4)0.2323 (3)0.2826 (2)0.0545 (9)
H73A0.18090.24960.32270.065*
C740.0326 (4)0.1831 (3)0.3126 (3)0.0608 (11)
H74A0.03170.16810.37260.073*
C750.0539 (5)0.1561 (3)0.2543 (3)0.0680 (13)
H75A0.11380.12250.27440.082*
C760.0522 (4)0.1785 (3)0.1662 (3)0.0644 (13)
H76A0.11070.15980.12660.077*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Au10.02179 (6)0.02859 (6)0.03281 (6)0.01164 (4)0.01219 (4)0.01636 (4)
Fe10.02462 (18)0.03294 (19)0.03586 (19)0.01371 (15)0.01192 (15)0.01810 (16)
C10.0307 (13)0.0436 (16)0.0367 (13)0.0124 (12)0.0113 (11)0.0221 (12)
O10.0479 (15)0.0422 (13)0.0493 (14)0.0022 (11)0.0048 (11)0.0167 (11)
C20.0340 (14)0.0425 (16)0.0410 (14)0.0166 (12)0.0163 (12)0.0175 (12)
O20.071 (2)0.0723 (19)0.0415 (13)0.0257 (16)0.0283 (13)0.0255 (13)
C110.0187 (10)0.0260 (10)0.0292 (10)0.0112 (8)0.0113 (8)0.0148 (9)
N120.0236 (10)0.0276 (10)0.0321 (10)0.0108 (8)0.0135 (8)0.0162 (8)
C130.0245 (12)0.0341 (13)0.0433 (14)0.0136 (10)0.0173 (11)0.0193 (11)
C140.0273 (12)0.0331 (13)0.0453 (14)0.0175 (10)0.0154 (11)0.0198 (11)
N150.0229 (10)0.0237 (9)0.0302 (9)0.0090 (8)0.0116 (8)0.0129 (8)
C210.074 (3)0.0478 (19)0.0469 (18)0.0110 (18)0.0193 (18)0.0315 (16)
C220.0400 (17)0.0452 (18)0.074 (2)0.0162 (14)0.0264 (17)0.0375 (18)
C230.060 (2)0.0309 (15)0.060 (2)0.0123 (15)0.0168 (18)0.0181 (15)
C240.073 (3)0.057 (2)0.114 (4)0.048 (2)0.056 (3)0.054 (3)
C250.043 (2)0.068 (3)0.101 (4)0.0167 (18)0.008 (2)0.065 (3)
C310.0264 (12)0.0290 (12)0.0367 (13)0.0102 (9)0.0160 (10)0.0183 (10)
C320.0314 (13)0.0387 (14)0.0387 (13)0.0124 (11)0.0168 (11)0.0221 (12)
C330.0455 (18)0.0494 (18)0.0481 (17)0.0157 (14)0.0225 (14)0.0335 (15)
C340.0485 (19)0.0425 (17)0.065 (2)0.0172 (14)0.0294 (17)0.0367 (16)
C350.0446 (17)0.0310 (14)0.0560 (18)0.0124 (12)0.0252 (15)0.0213 (13)
C360.0325 (14)0.0318 (13)0.0402 (14)0.0110 (11)0.0179 (11)0.0167 (11)
C370.0400 (16)0.0448 (16)0.0327 (13)0.0098 (13)0.0140 (12)0.0176 (12)
C3710.059 (2)0.062 (2)0.058 (2)0.020 (2)0.032 (2)0.0134 (19)
C3720.043 (2)0.093 (4)0.071 (3)0.017 (2)0.002 (2)0.000 (3)
C380.0441 (17)0.0308 (14)0.0369 (14)0.0095 (12)0.0132 (12)0.0116 (11)
C3810.043 (2)0.059 (2)0.056 (2)0.0139 (18)0.0051 (17)0.0143 (19)
C3820.054 (2)0.057 (2)0.0395 (16)0.0184 (17)0.0219 (15)0.0164 (15)
C410.0270 (12)0.0275 (11)0.0424 (14)0.0125 (9)0.0154 (10)0.0214 (11)
C420.0329 (14)0.0297 (13)0.0494 (16)0.0097 (11)0.0167 (12)0.0181 (12)
C430.0392 (17)0.0339 (15)0.066 (2)0.0044 (13)0.0178 (15)0.0241 (15)
C440.0399 (18)0.051 (2)0.077 (3)0.0094 (15)0.0252 (17)0.043 (2)
C450.0412 (17)0.061 (2)0.059 (2)0.0149 (16)0.0247 (15)0.0424 (18)
C460.0302 (13)0.0417 (15)0.0429 (14)0.0126 (11)0.0151 (11)0.0271 (13)
C470.0467 (19)0.0315 (14)0.0442 (16)0.0030 (13)0.0158 (14)0.0041 (12)
C4710.063 (3)0.043 (2)0.079 (3)0.0101 (19)0.033 (2)0.003 (2)
C4720.084 (3)0.072 (3)0.0430 (19)0.031 (3)0.008 (2)0.016 (2)
C480.0415 (16)0.0520 (18)0.0346 (14)0.0113 (14)0.0150 (12)0.0221 (13)
C4810.076 (3)0.057 (2)0.058 (2)0.027 (2)0.014 (2)0.015 (2)
C4820.051 (2)0.085 (3)0.0443 (19)0.019 (2)0.0069 (17)0.032 (2)
C510.049 (3)0.224 (11)0.082 (4)0.002 (5)0.011 (3)0.063 (6)
C520.091 (5)0.099 (5)0.099 (5)0.014 (4)0.053 (4)0.026 (4)
C530.083 (4)0.108 (5)0.095 (4)0.039 (4)0.050 (3)0.059 (4)
C540.075 (3)0.100 (4)0.076 (3)0.024 (3)0.041 (3)0.052 (3)
C550.128 (6)0.078 (4)0.102 (4)0.039 (4)0.077 (4)0.052 (3)
C560.108 (6)0.224 (11)0.165 (8)0.121 (7)0.096 (6)0.149 (9)
C610.081 (3)0.0405 (18)0.066 (2)0.031 (2)0.027 (2)0.0203 (18)
C620.094 (4)0.072 (3)0.094 (4)0.051 (3)0.054 (3)0.061 (3)
C630.109 (5)0.118 (5)0.048 (2)0.077 (4)0.030 (3)0.044 (3)
C640.068 (3)0.085 (3)0.047 (2)0.039 (3)0.001 (2)0.009 (2)
C650.049 (2)0.059 (2)0.063 (2)0.0245 (19)0.0138 (19)0.022 (2)
C660.063 (2)0.054 (2)0.054 (2)0.0317 (19)0.0257 (19)0.0208 (17)
C710.053 (2)0.0476 (19)0.0440 (17)0.0003 (16)0.0094 (15)0.0212 (15)
C720.051 (2)0.054 (2)0.066 (2)0.0251 (17)0.0298 (18)0.0300 (18)
C730.052 (2)0.059 (2)0.058 (2)0.0195 (18)0.0157 (17)0.0341 (19)
C740.080 (3)0.0412 (19)0.057 (2)0.0080 (19)0.037 (2)0.0164 (17)
C750.068 (3)0.046 (2)0.115 (4)0.029 (2)0.054 (3)0.041 (2)
C760.0404 (19)0.062 (2)0.097 (3)0.0135 (18)0.010 (2)0.053 (3)
Geometric parameters (Å, º) top
Au1—C112.019 (2)C42—C471.522 (5)
Au1—Fe12.5093 (4)C43—C441.378 (6)
Fe1—C21.732 (3)C43—H43A0.9500
Fe1—C11.741 (3)C44—C451.381 (6)
Fe1—C212.085 (4)C44—H44A0.9500
Fe1—C242.084 (4)C45—C461.393 (4)
Fe1—C232.085 (4)C45—H45A0.9500
Fe1—C252.090 (3)C46—C481.521 (5)
Fe1—C222.111 (4)C47—C4711.517 (5)
C1—O11.154 (4)C47—C4721.533 (6)
C2—O21.161 (4)C47—H47A1.0000
C11—N151.336 (3)C471—H47B0.9800
C11—N121.366 (3)C471—H47C0.9800
N12—C131.385 (3)C471—H47D0.9800
N12—C311.439 (3)C472—H47E0.9800
C13—C141.348 (4)C472—H47F0.9800
C13—H13A0.9500C472—H47G0.9800
C14—N151.383 (3)C48—C4811.517 (6)
C14—H14A0.9500C48—C4821.530 (5)
N15—C411.448 (3)C48—H48A1.0000
C21—C221.407 (6)C481—H48B0.9800
C21—C251.413 (7)C481—H48C0.9800
C21—H21A1.0000C481—H48D0.9800
C22—C231.398 (6)C482—H48E0.9800
C22—H22A1.0000C482—H48F0.9800
C23—C241.414 (7)C482—H48G0.9800
C23—H23A1.0000C51—C521.399 (2)
C24—C251.375 (8)C51—C561.400 (2)
C24—H24A1.0000C51—H51A0.9500
C25—H25A1.0000C52—C531.394 (2)
C31—C321.398 (4)C52—H52A0.9500
C31—C361.392 (4)C53—C541.393 (2)
C32—C331.401 (4)C53—H53A0.9500
C32—C371.512 (5)C54—C551.394 (2)
C33—C341.381 (6)C54—H54A0.9500
C33—H33A0.9500C55—C561.397 (2)
C34—C351.381 (5)C55—H55A0.9500
C34—H34A0.9500C56—H56A0.9500
C35—C361.398 (4)C61—C661.368 (7)
C35—H35A0.9500C61—C621.374 (7)
C36—C381.522 (4)C61—H61A0.9500
C37—C3721.518 (6)C62—C631.398 (9)
C37—C3711.519 (5)C62—H62A0.9500
C37—H37A1.0000C63—C641.376 (9)
C371—H37B0.9800C63—H63A0.9500
C371—H37C0.9800C64—C651.362 (7)
C371—H37D0.9800C64—H64A0.9500
C372—H37E0.9800C65—C661.365 (6)
C372—H37F0.9800C65—H65A0.9500
C372—H37G0.9800C66—H66A0.9500
C38—C3821.521 (5)C71—C761.3937 (19)
C38—C3811.540 (5)C71—C721.3930 (19)
C38—H38A1.0000C71—H71A0.9500
C381—H38B0.9800C72—C731.3925 (19)
C381—H38C0.9800C72—H72A0.9500
C381—H38D0.9800C73—C741.3941 (19)
C382—H38E0.9800C73—H73A0.9500
C382—H38F0.9800C74—C751.3943 (19)
C382—H38G0.9800C74—H74A0.9500
C41—C421.395 (4)C75—C761.394 (2)
C41—C461.400 (4)C75—H75A0.9500
C42—C431.396 (4)C76—H76A0.9500
C11—Au1—Fe1171.02 (7)C38—C381—H38C109.5
C2—Fe1—C194.57 (15)H38B—C381—H38C109.5
C2—Fe1—C21163.94 (16)C38—C381—H38D109.5
C1—Fe1—C21101.24 (15)H38B—C381—H38D109.5
C2—Fe1—C24101.16 (19)H38C—C381—H38D109.5
C1—Fe1—C24134.74 (19)C38—C382—H38E109.5
C21—Fe1—C2465.5 (2)C38—C382—H38F109.5
C2—Fe1—C2398.61 (17)H38E—C382—H38F109.5
C1—Fe1—C23166.59 (16)C38—C382—H38G109.5
C21—Fe1—C2365.49 (17)H38E—C382—H38G109.5
C24—Fe1—C2339.64 (19)H38F—C382—H38G109.5
C2—Fe1—C25133.4 (2)C42—C41—C46122.6 (3)
C1—Fe1—C25103.28 (17)C42—C41—N15119.0 (3)
C21—Fe1—C2539.6 (2)C46—C41—N15118.4 (3)
C24—Fe1—C2538.5 (2)C41—C42—C43117.6 (3)
C23—Fe1—C2565.60 (18)C41—C42—C47121.9 (3)
C2—Fe1—C22128.57 (16)C43—C42—C47120.5 (3)
C1—Fe1—C22130.97 (16)C44—C43—C42120.9 (3)
C21—Fe1—C2239.17 (16)C44—C43—H43A119.5
C24—Fe1—C2265.79 (17)C42—C43—H43A119.5
C23—Fe1—C2238.91 (17)C43—C44—C45120.4 (3)
C25—Fe1—C2265.94 (16)C43—C44—H44A119.8
C2—Fe1—Au182.17 (11)C45—C44—H44A119.8
C1—Fe1—Au178.48 (10)C44—C45—C46121.0 (3)
C21—Fe1—Au1103.67 (14)C44—C45—H45A119.5
C24—Fe1—Au1145.31 (15)C46—C45—H45A119.5
C23—Fe1—Au1105.68 (12)C45—C46—C41117.4 (3)
C25—Fe1—Au1143.20 (17)C45—C46—C48120.3 (3)
C22—Fe1—Au184.98 (10)C41—C46—C48122.3 (3)
O1—C1—Fe1177.2 (3)C471—C47—C42113.0 (4)
O2—C2—Fe1176.9 (3)C471—C47—C472110.7 (4)
N15—C11—N12103.9 (2)C42—C47—C472109.3 (3)
N15—C11—Au1132.60 (19)C471—C47—H47A107.9
N12—C11—Au1123.47 (17)C42—C47—H47A107.9
C11—N12—C13111.3 (2)C472—C47—H47A107.9
C11—N12—C31124.2 (2)C47—C471—H47B109.5
C13—N12—C31124.5 (2)C47—C471—H47C109.5
C14—C13—N12106.2 (2)H47B—C471—H47C109.5
C14—C13—H13A126.9C47—C471—H47D109.5
N12—C13—H13A126.9H47B—C471—H47D109.5
C13—C14—N15106.6 (2)H47C—C471—H47D109.5
C13—C14—H14A126.7C47—C472—H47E109.5
N15—C14—H14A126.7C47—C472—H47F109.5
C11—N15—C14112.0 (2)H47E—C472—H47F109.5
C11—N15—C41124.9 (2)C47—C472—H47G109.5
C14—N15—C41123.1 (2)H47E—C472—H47G109.5
C22—C21—C25108.3 (4)H47F—C472—H47G109.5
C22—C21—Fe171.4 (2)C481—C48—C46110.7 (3)
C25—C21—Fe170.4 (2)C481—C48—C482110.6 (3)
C22—C21—H21A125.8C46—C48—C482111.6 (3)
C25—C21—H21A125.8C481—C48—H48A107.9
Fe1—C21—H21A125.8C46—C48—H48A107.9
C23—C22—C21107.1 (4)C482—C48—H48A107.9
C23—C22—Fe169.5 (2)C48—C481—H48B109.5
C21—C22—Fe169.4 (2)C48—C481—H48C109.5
C23—C22—H22A126.5H48B—C481—H48C109.5
C21—C22—H22A126.5C48—C481—H48D109.5
Fe1—C22—H22A126.5H48B—C481—H48D109.5
C22—C23—C24108.3 (4)H48C—C481—H48D109.5
C22—C23—Fe171.5 (2)C48—C482—H48E109.5
C24—C23—Fe170.2 (2)C48—C482—H48F109.5
C22—C23—H23A125.8H48E—C482—H48F109.5
C24—C23—H23A125.8C48—C482—H48G109.5
Fe1—C23—H23A125.8H48E—C482—H48G109.5
C25—C24—C23108.4 (4)H48F—C482—H48G109.5
C25—C24—Fe171.0 (2)C52—C51—C56119.9 (6)
C23—C24—Fe170.2 (2)C52—C51—H51A120.0
C25—C24—H24A125.8C56—C51—H51A120.0
C23—C24—H24A125.8C53—C52—C51120.0 (6)
Fe1—C24—H24A125.8C53—C52—H52A120.0
C24—C25—C21107.9 (4)C51—C52—H52A120.0
C24—C25—Fe170.5 (2)C54—C53—C52119.7 (6)
C21—C25—Fe170.0 (2)C54—C53—H53A120.1
C24—C25—H25A126.0C52—C53—H53A120.1
C21—C25—H25A126.0C53—C54—C55120.7 (6)
Fe1—C25—H25A126.0C53—C54—H54A119.6
C32—C31—C36123.7 (3)C55—C54—H54A119.6
C32—C31—N12118.2 (3)C54—C55—C56119.5 (6)
C36—C31—N12118.1 (2)C54—C55—H55A120.3
C31—C32—C33116.8 (3)C56—C55—H55A120.3
C31—C32—C37122.4 (3)C55—C56—C51120.0 (6)
C33—C32—C37120.8 (3)C55—C56—H56A120.0
C34—C33—C32120.9 (3)C51—C56—H56A120.0
C34—C33—H33A119.5C66—C61—C62121.0 (5)
C32—C33—H33A119.5C66—C61—H61A119.5
C35—C34—C33120.6 (3)C62—C61—H61A119.5
C35—C34—H34A119.7C61—C62—C63118.1 (5)
C33—C34—H34A119.7C61—C62—H62A121.0
C34—C35—C36121.0 (3)C63—C62—H62A121.0
C34—C35—H35A119.5C64—C63—C62120.7 (5)
C36—C35—H35A119.5C64—C63—H63A119.7
C31—C36—C35117.1 (3)C62—C63—H63A119.7
C31—C36—C38122.5 (3)C65—C64—C63119.5 (5)
C35—C36—C38120.4 (3)C65—C64—H64A120.3
C32—C37—C372111.2 (4)C63—C64—H64A120.3
C32—C37—C371111.6 (3)C66—C65—C64120.7 (5)
C372—C37—C371110.8 (4)C66—C65—H65A119.6
C32—C37—H37A107.7C64—C65—H65A119.6
C372—C37—H37A107.7C65—C66—C61120.1 (4)
C371—C37—H37A107.7C65—C66—H66A120.0
C37—C371—H37B109.5C61—C66—H66A120.0
C37—C371—H37C109.5C76—C71—C72119.6 (3)
H37B—C371—H37C109.5C76—C71—H71A120.2
C37—C371—H37D109.5C72—C71—H71A120.2
H37B—C371—H37D109.5C73—C72—C71120.2 (3)
H37C—C371—H37D109.5C73—C72—H72A119.9
C37—C372—H37E109.5C71—C72—H72A119.9
C37—C372—H37F109.5C72—C73—C74120.1 (3)
H37E—C372—H37F109.5C72—C73—H73A119.9
C37—C372—H37G109.5C74—C73—H73A119.9
H37E—C372—H37G109.5C75—C74—C73119.9 (4)
H37F—C372—H37G109.5C75—C74—H74A120.1
C36—C38—C382110.5 (3)C73—C74—H74A120.1
C36—C38—C381111.8 (3)C76—C75—C74119.8 (4)
C382—C38—C381111.5 (3)C76—C75—H75A120.1
C36—C38—H38A107.6C74—C75—H75A120.1
C382—C38—H38A107.6C75—C76—C71120.4 (3)
C381—C38—H38A107.6C75—C76—H76A119.8
C38—C381—H38B109.5C71—C76—H76A119.8
N15—C11—N12—C130.3 (3)C33—C32—C37—C37159.0 (5)
Au1—C11—N12—C13179.75 (19)C31—C36—C38—C382111.0 (3)
N15—C11—N12—C31177.9 (2)C35—C36—C38—C38265.9 (4)
Au1—C11—N12—C312.2 (4)C31—C36—C38—C381124.2 (3)
C11—N12—C13—C140.3 (3)C35—C36—C38—C38158.9 (4)
C31—N12—C13—C14177.8 (3)C11—N15—C41—C4290.2 (3)
N12—C13—C14—N150.1 (3)C14—N15—C41—C4290.2 (3)
N12—C11—N15—C140.3 (3)C11—N15—C41—C4690.7 (3)
Au1—C11—N15—C14179.8 (2)C14—N15—C41—C4688.9 (3)
N12—C11—N15—C41180.0 (2)C46—C41—C42—C430.2 (5)
Au1—C11—N15—C410.1 (4)N15—C41—C42—C43179.3 (3)
C13—C14—N15—C110.1 (3)C46—C41—C42—C47177.7 (3)
C13—C14—N15—C41179.8 (3)N15—C41—C42—C473.2 (4)
C25—C21—C22—C231.4 (4)C41—C42—C43—C440.2 (5)
Fe1—C21—C22—C2359.6 (3)C47—C42—C43—C44177.4 (4)
C25—C21—C22—Fe161.1 (3)C42—C43—C44—C450.2 (6)
C21—C22—C23—C241.3 (4)C43—C44—C45—C460.1 (6)
Fe1—C22—C23—C2460.9 (3)C44—C45—C46—C410.4 (5)
C21—C22—C23—Fe159.5 (2)C44—C45—C46—C48178.5 (3)
C22—C23—C24—C250.7 (5)C42—C41—C46—C450.5 (5)
Fe1—C23—C24—C2561.0 (3)N15—C41—C46—C45179.6 (3)
C22—C23—C24—Fe161.7 (3)C42—C41—C46—C48178.5 (3)
C23—C24—C25—C210.2 (5)N15—C41—C46—C482.4 (4)
Fe1—C24—C25—C2160.3 (3)C41—C42—C47—C471134.5 (4)
C23—C24—C25—Fe160.5 (3)C43—C42—C47—C47148.0 (5)
C22—C21—C25—C241.0 (4)C41—C42—C47—C472101.7 (4)
Fe1—C21—C25—C2460.7 (3)C43—C42—C47—C47275.8 (4)
C22—C21—C25—Fe161.7 (3)C45—C46—C48—C48174.1 (4)
C11—N12—C31—C3292.5 (3)C41—C46—C48—C481103.8 (4)
C13—N12—C31—C3290.2 (3)C45—C46—C48—C48249.5 (5)
C11—N12—C31—C3688.1 (3)C41—C46—C48—C482132.5 (3)
C13—N12—C31—C3689.2 (3)C56—C51—C52—C532.8 (11)
C36—C31—C32—C330.2 (5)C51—C52—C53—C540.9 (10)
N12—C31—C32—C33179.5 (3)C52—C53—C54—C552.0 (9)
C36—C31—C32—C37179.5 (3)C53—C54—C55—C563.1 (8)
N12—C31—C32—C371.2 (4)C54—C55—C56—C511.1 (10)
C31—C32—C33—C340.7 (5)C52—C51—C56—C551.8 (12)
C37—C32—C33—C34180.0 (3)C66—C61—C62—C630.7 (7)
C32—C33—C34—C351.1 (6)C61—C62—C63—C640.3 (7)
C33—C34—C35—C361.0 (6)C62—C63—C64—C650.2 (8)
C32—C31—C36—C350.1 (5)C63—C64—C65—C660.3 (7)
N12—C31—C36—C35179.4 (3)C64—C65—C66—C610.0 (7)
C32—C31—C36—C38177.1 (3)C62—C61—C66—C650.6 (7)
N12—C31—C36—C383.6 (4)C76—C71—C72—C731.7 (6)
C34—C35—C36—C310.5 (5)C71—C72—C73—C742.1 (6)
C34—C35—C36—C38177.5 (3)C72—C73—C74—C751.3 (7)
C31—C32—C37—C372114.1 (4)C73—C74—C75—C760.1 (7)
C33—C32—C37—C37265.2 (5)C74—C75—C76—C710.3 (7)
C31—C32—C37—C371121.7 (4)C72—C71—C76—C750.5 (6)
Hydrogen-bond geometry (Å, º) top
Cg(C51) and Cg(C61) are the centroids of the C51–C56 and C61–C66 benzene solvent molecules.
D—H···AD—HH···AD···AD—H···A
C14—H14A···Cg(C61)i0.952.743.37158
C62—H62A···Cg(C51)ii0.953.003.88155
C45—H45A···Cg(C51)0.953.124.03162
Symmetry codes: (i) x+1, y, z; (ii) x, y, z+1.
Structural characteristics of (I) in comparison to those of (II) (Fructos et al., 2005), (Me3P)AuCl (Angermaier et al., 1994), (F3P)AuCl (Schödel et al., 2006) and (OC)AuCl (Jones, 1982).
Fp is ????.
top
EXCompoundE—Au—X (°)Au—Au (Å)E—Au (Å)
CFp(NHC)AuFp, (I)171.02 (7)8.6341 (5)2.019 (2)
CCl(NHC)AuCl, (II)177.18.3271.941
PFp(Me3P)AuCl*178.43.3382.234
PFp(F3P)AuCl173.63.3502.172
CCl(OC)AuCl180.03.3801.926
Note: (*) since this structure has three molecules in the asymmetric unit, mean values were calculated.
 

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