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Diffraction-quality single crystals of two gold(I) complexes, namely bis(1,3-dimesityl-4,5-naphthoquinoimidazol-2-ylidene)gold(I) chloride benzene monosolvate, [Au(C
29H
26N
2O
2)
2]Cl·C
6H
6 or [(NQMes)
2Au]Cl·C
6H
6,
2, and bis(1,3-dimesityl-4,5-naphthoquinoimidazol-2-ylidene)gold(I) dichloridoaurate(I) dichloromethane disolvate, [Au(C
29H
26N
2O
2)
2][AuCl
2]·2CH
2Cl
2 or [(NQMes)
2Au][AuCl
2]·2CH
2Cl
2,
4, were isolated and studied with the aid of single-crystal X-ray diffraction analysis. Compound
2 crystallizes in a monoclinic space group
C2/
c with eight molecules in the unit cell, while compound
4 crystallizes in the triclinic space group
P with two molecules in the unit cell. The crystal lattice of compound
2 reveals C—H
Cl
− interactions that are present throughout the entire structure representing head-to-tail contacts between the aromatic (C—H) hydrogens of naphthoquinone and Cl
− counter-ions. Compound
4 stacks with the aid of short interactions between a naphthoquinone O atom of one molecule and the mesityl methyl group of another molecule along the
a axis, leading to a one-dimensional strand that is held together by strong π–η
2 interactions between the imidazolium backbone and the [AuCl
2]
− counter-ion. The bond angles defined by the Au
I atom and two carbene C atoms [C(carbene)—Au—C(carbene)] in compounds
2 and
4 are nearly rectilinear, with an average value of ∼174.1 [2]°. Though
2 and
4 share the same cation, they differ in their counter-anion, which alters the crystal lattice of the two compounds. The knowledge gleaned from these studies is expected to be useful in understanding the molecular interactions of
2 and
4 under physiological conditions.
Supporting information
CCDC references: 1901765; 1901764
For both structures, data collection: APEX2 (Bruker, 2014a); cell refinement: APEX2 (Bruker, 2014a); data reduction: SAINT (Bruker, 2014b); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2017 (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009), PLATON (Spek, 2009) and Mercury (Macrae et al., 2008)'.
Bis(1,3-dimesityl-4,5-naphthoquinoimidazol-2-ylidene)gold(I) chloride
benzene monosolvate (shelx_c2_c)
top
Crystal data top
[Au(C29H26N2O2)2]Cl·C6H6 | F(000) = 4784 |
Mr = 1179.56 | Dx = 1.341 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 24.368 (3) Å | Cell parameters from 7468 reflections |
b = 14.7921 (18) Å | θ = 19.9–2.3° |
c = 33.349 (4) Å | µ = 2.61 mm−1 |
β = 103.630 (5)° | T = 183 K |
V = 11682 (3) Å3 | Plate, yellow |
Z = 8 | 0.56 × 0.50 × 0.20 mm |
Data collection top
Bruker SMART X2S benchtop diffractometer | 7749 reflections with I > 2σ(I) |
Radiation source: XOS X-beam microfocus source | Rint = 0.127 |
ω scans | θmax = 25.0°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Bruker, 2014) | h = −28→28 |
Tmin = 0.444, Tmax = 1.000 | k = −17→16 |
64959 measured reflections | l = −39→38 |
10295 independent reflections | |
Refinement top
Refinement on F2 | 64 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.050 | H-atom parameters constrained |
wR(F2) = 0.119 | w = 1/[σ2(Fo2) + (0.0318P)2 + 50.4155P] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max = 0.003 |
10295 reflections | Δρmax = 1.73 e Å−3 |
675 parameters | Δρmin = −0.76 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Au1 | 0.79403 (2) | 0.23012 (2) | 0.88886 (2) | 0.03146 (9) | |
O1 | 0.78470 (19) | −0.1446 (3) | 0.82538 (14) | 0.0481 (12) | |
O2 | 0.9877 (2) | −0.0364 (4) | 0.91839 (18) | 0.0720 (17) | |
O3 | 0.7604 (2) | 0.6044 (3) | 0.82370 (15) | 0.0510 (12) | |
O4 | 0.6186 (2) | 0.4954 (4) | 0.91738 (19) | 0.0759 (18) | |
N1 | 0.8036 (2) | 0.0380 (3) | 0.86335 (15) | 0.0324 (12) | |
N2 | 0.8844 (2) | 0.0807 (3) | 0.90214 (15) | 0.0339 (12) | |
N3 | 0.7673 (2) | 0.4220 (3) | 0.86277 (15) | 0.0315 (12) | |
N4 | 0.7117 (2) | 0.3786 (3) | 0.90099 (15) | 0.0320 (12) | |
C1 | 0.8304 (2) | 0.1086 (4) | 0.88595 (19) | 0.0342 (15) | |
C2 | 0.8910 (3) | −0.0072 (4) | 0.88981 (19) | 0.0353 (15) | |
C3 | 0.9422 (3) | −0.0635 (5) | 0.8982 (2) | 0.0507 (19) | |
C4 | 0.9334 (3) | −0.1549 (5) | 0.8801 (2) | 0.0458 (17) | |
C5 | 0.9787 (3) | −0.2149 (5) | 0.8869 (3) | 0.059 (2) | |
H5 | 1.014697 | −0.196192 | 0.902631 | 0.070* | |
C6 | 0.9716 (4) | −0.3020 (6) | 0.8708 (3) | 0.068 (2) | |
H6 | 1.002311 | −0.343241 | 0.876229 | 0.082* | |
C7 | 0.9202 (4) | −0.3283 (5) | 0.8472 (3) | 0.059 (2) | |
H7 | 0.916005 | −0.387860 | 0.836195 | 0.071* | |
C8 | 0.8743 (3) | −0.2707 (5) | 0.8389 (2) | 0.0475 (17) | |
H8 | 0.839010 | −0.289935 | 0.822251 | 0.057* | |
C9 | 0.8808 (3) | −0.1832 (4) | 0.8555 (2) | 0.0415 (16) | |
C10 | 0.8304 (3) | −0.1226 (4) | 0.8466 (2) | 0.0407 (16) | |
C11 | 0.8411 (2) | −0.0331 (4) | 0.86554 (19) | 0.0341 (15) | |
C12 | 0.7462 (2) | 0.0462 (4) | 0.83762 (19) | 0.0330 (14) | |
C13 | 0.7401 (3) | 0.0809 (4) | 0.7986 (2) | 0.0417 (16) | |
C14 | 0.6848 (3) | 0.0918 (5) | 0.7753 (2) | 0.0497 (18) | |
H14 | 0.678948 | 0.114791 | 0.748055 | 0.060* | |
C15 | 0.6386 (3) | 0.0704 (4) | 0.7906 (2) | 0.0474 (18) | |
C16 | 0.6469 (3) | 0.0341 (4) | 0.8293 (2) | 0.0444 (17) | |
H16 | 0.615097 | 0.017576 | 0.839637 | 0.053* | |
C17 | 0.7017 (3) | 0.0209 (4) | 0.8543 (2) | 0.0396 (16) | |
C18 | 0.7898 (3) | 0.1069 (6) | 0.7819 (2) | 0.062 (2) | |
H18A | 0.811591 | 0.154071 | 0.799298 | 0.093* | |
H18B | 0.776570 | 0.129810 | 0.753662 | 0.093* | |
H18C | 0.813866 | 0.053857 | 0.781681 | 0.093* | |
C19 | 0.5788 (3) | 0.0890 (5) | 0.7657 (3) | 0.071 (3) | |
H19A | 0.573269 | 0.154347 | 0.762005 | 0.106* | |
H19B | 0.551679 | 0.064841 | 0.780460 | 0.106* | |
H19C | 0.573058 | 0.059762 | 0.738674 | 0.106* | |
C20 | 0.7100 (3) | −0.0172 (5) | 0.8969 (2) | 0.055 (2) | |
H20A | 0.731628 | −0.073558 | 0.898820 | 0.082* | |
H20B | 0.673115 | −0.029557 | 0.902724 | 0.082* | |
H20C | 0.730618 | 0.026421 | 0.916969 | 0.082* | |
C21 | 0.9264 (2) | 0.1398 (4) | 0.9276 (2) | 0.0388 (16) | |
C22 | 0.9396 (3) | 0.1274 (5) | 0.9705 (2) | 0.0457 (17) | |
C23 | 0.9767 (3) | 0.1913 (6) | 0.9941 (3) | 0.062 (2) | |
H23 | 0.986390 | 0.185905 | 1.023329 | 0.074* | |
C24 | 0.9995 (3) | 0.2618 (6) | 0.9756 (4) | 0.073 (3) | |
C25 | 0.9859 (3) | 0.2678 (5) | 0.9326 (3) | 0.065 (2) | |
H25 | 1.001880 | 0.315108 | 0.919847 | 0.079* | |
C26 | 0.9496 (3) | 0.2066 (4) | 0.9079 (2) | 0.0459 (18) | |
C27 | 0.9156 (3) | 0.0514 (5) | 0.9904 (2) | 0.058 (2) | |
H27A | 0.874837 | 0.047328 | 0.978525 | 0.086* | |
H27B | 0.922413 | 0.062489 | 1.020127 | 0.086* | |
H27C | 0.933690 | −0.005381 | 0.985566 | 0.086* | |
C28 | 1.0366 (3) | 0.3318 (7) | 1.0028 (3) | 0.109 (4) | |
H28A | 1.012689 | 0.373940 | 1.013781 | 0.163* | |
H28B | 1.058288 | 0.365260 | 0.986425 | 0.163* | |
H28C | 1.062516 | 0.301250 | 1.025724 | 0.163* | |
C29 | 0.9382 (3) | 0.2110 (5) | 0.8619 (3) | 0.064 (2) | |
H29A | 0.939546 | 0.149942 | 0.850820 | 0.096* | |
H29B | 0.966835 | 0.248851 | 0.853917 | 0.096* | |
H29C | 0.900705 | 0.237137 | 0.850933 | 0.096* | |
C30 | 0.7552 (2) | 0.3516 (4) | 0.88543 (18) | 0.0320 (14) | |
C31 | 0.6962 (3) | 0.4651 (4) | 0.88839 (19) | 0.0349 (15) | |
C32 | 0.6496 (3) | 0.5212 (5) | 0.8963 (2) | 0.0497 (19) | |
C33 | 0.6457 (3) | 0.6127 (4) | 0.8771 (2) | 0.0452 (17) | |
C34 | 0.6042 (3) | 0.6715 (5) | 0.8832 (3) | 0.065 (2) | |
H34 | 0.578042 | 0.651936 | 0.898431 | 0.077* | |
C35 | 0.6004 (4) | 0.7582 (5) | 0.8674 (3) | 0.074 (3) | |
H35 | 0.573409 | 0.799298 | 0.873366 | 0.089* | |
C36 | 0.6357 (3) | 0.7845 (5) | 0.8432 (3) | 0.060 (2) | |
H36 | 0.631145 | 0.842581 | 0.830697 | 0.073* | |
C37 | 0.6776 (3) | 0.7283 (5) | 0.8367 (2) | 0.055 (2) | |
H37 | 0.702944 | 0.748885 | 0.821003 | 0.066* | |
C38 | 0.6831 (3) | 0.6416 (4) | 0.8530 (2) | 0.0404 (16) | |
C39 | 0.7283 (3) | 0.5821 (4) | 0.8446 (2) | 0.0381 (15) | |
C40 | 0.7309 (3) | 0.4927 (4) | 0.86418 (19) | 0.0352 (15) | |
C41 | 0.8092 (3) | 0.4149 (4) | 0.8379 (2) | 0.0366 (16) | |
C42 | 0.8651 (3) | 0.4388 (4) | 0.8557 (2) | 0.0383 (16) | |
C43 | 0.9049 (3) | 0.4260 (5) | 0.8326 (2) | 0.0495 (19) | |
H43 | 0.943140 | 0.442199 | 0.843918 | 0.059* | |
C44 | 0.8893 (3) | 0.3896 (5) | 0.7930 (2) | 0.052 (2) | |
C45 | 0.8335 (4) | 0.3686 (5) | 0.7768 (2) | 0.057 (2) | |
H45 | 0.823059 | 0.344699 | 0.749584 | 0.069* | |
C46 | 0.7917 (3) | 0.3808 (4) | 0.7984 (2) | 0.0434 (17) | |
C47 | 0.8828 (3) | 0.4757 (5) | 0.8989 (2) | 0.058 (2) | |
H47A | 0.864586 | 0.534311 | 0.900220 | 0.087* | |
H47B | 0.923901 | 0.483244 | 0.906482 | 0.087* | |
H47C | 0.871415 | 0.433473 | 0.918092 | 0.087* | |
C48 | 0.9345 (4) | 0.3673 (6) | 0.7699 (3) | 0.076 (3) | |
H48A | 0.925751 | 0.398010 | 0.743145 | 0.114* | |
H48B | 0.935485 | 0.301841 | 0.765689 | 0.114* | |
H48C | 0.971320 | 0.387735 | 0.786134 | 0.114* | |
C49 | 0.7316 (3) | 0.3555 (6) | 0.7803 (2) | 0.064 (2) | |
H49A | 0.720629 | 0.305946 | 0.796270 | 0.096* | |
H49B | 0.727492 | 0.336073 | 0.751620 | 0.096* | |
H49C | 0.707210 | 0.407879 | 0.781006 | 0.096* | |
C50 | 0.6833 (3) | 0.3172 (4) | 0.9243 (2) | 0.0360 (15) | |
C51 | 0.6478 (3) | 0.2523 (4) | 0.9016 (2) | 0.0409 (17) | |
C52 | 0.6248 (3) | 0.1888 (5) | 0.9236 (2) | 0.0487 (18) | |
H52 | 0.601431 | 0.142215 | 0.909163 | 0.058* | |
C53 | 0.6355 (3) | 0.1921 (5) | 0.9664 (3) | 0.055 (2) | |
C54 | 0.6687 (3) | 0.2611 (5) | 0.9873 (2) | 0.052 (2) | |
H54 | 0.674491 | 0.264444 | 1.016409 | 0.063* | |
C55 | 0.6943 (3) | 0.3262 (5) | 0.9669 (2) | 0.0430 (17) | |
C56 | 0.6334 (3) | 0.2510 (5) | 0.8554 (2) | 0.0521 (19) | |
H56A | 0.623919 | 0.312340 | 0.844894 | 0.078* | |
H56B | 0.601063 | 0.211007 | 0.845336 | 0.078* | |
H56C | 0.665943 | 0.228875 | 0.845676 | 0.078* | |
C57 | 0.6116 (4) | 0.1191 (6) | 0.9901 (3) | 0.083 (3) | |
H57A | 0.578043 | 0.092062 | 0.971974 | 0.124* | |
H57B | 0.601229 | 0.146416 | 1.014051 | 0.124* | |
H57C | 0.640163 | 0.072252 | 0.999394 | 0.124* | |
C58 | 0.7293 (3) | 0.4018 (5) | 0.9896 (2) | 0.058 (2) | |
H58A | 0.764540 | 0.406565 | 0.980514 | 0.086* | |
H58B | 0.737856 | 0.389470 | 1.019351 | 0.086* | |
H58C | 0.708270 | 0.458672 | 0.983938 | 0.086* | |
Cl1 | 1.04519 (8) | 0.47611 (13) | 0.88765 (8) | 0.0792 (8) | |
C1A | 0.8172 (10) | −0.2898 (16) | 1.0212 (5) | 0.096 (5)* | 0.35 |
H1A | 0.822300 | −0.285239 | 1.050252 | 0.115* | 0.35 |
C1B | 0.7982 (9) | −0.3710 (13) | 1.0007 (6) | 0.098 (5)* | 0.35 |
H1B | 0.790513 | −0.421274 | 1.016288 | 0.117* | 0.35 |
C1C | 0.7906 (9) | −0.3792 (12) | 0.9591 (6) | 0.074 (5)* | 0.35 |
H1C | 0.777685 | −0.434473 | 0.945589 | 0.088* | 0.35 |
C1D | 0.8024 (10) | −0.3033 (15) | 0.9363 (5) | 0.089 (5)* | 0.35 |
H1D | 0.797473 | −0.307832 | 0.907216 | 0.106* | 0.35 |
C1E | 0.8216 (10) | −0.2209 (13) | 0.9567 (7) | 0.091 (4)* | 0.35 |
H1E | 0.829354 | −0.170067 | 0.941534 | 0.109* | 0.35 |
C1F | 0.8285 (10) | −0.2157 (12) | 0.9984 (6) | 0.095 (4)* | 0.35 |
H1F | 0.841353 | −0.160753 | 1.012282 | 0.114* | 0.35 |
C2A | 0.8376 (5) | −0.2732 (9) | 1.0218 (4) | 0.095 (4)* | 0.65 |
H2A | 0.849029 | −0.279806 | 1.050957 | 0.115* | 0.65 |
C2B | 0.8138 (5) | −0.3486 (9) | 0.9980 (4) | 0.090 (3)* | 0.65 |
H2B | 0.809607 | −0.404226 | 1.011172 | 0.108* | 0.65 |
C2C | 0.7970 (5) | −0.3422 (8) | 0.9565 (4) | 0.082 (3)* | 0.65 |
H2C | 0.780802 | −0.391592 | 0.939577 | 0.099* | 0.65 |
C2D | 0.8054 (6) | −0.2549 (9) | 0.9398 (4) | 0.084 (3)* | 0.65 |
H2D | 0.794028 | −0.248385 | 0.910639 | 0.101* | 0.65 |
C2E | 0.8296 (6) | −0.1755 (8) | 0.9634 (4) | 0.084 (4)* | 0.65 |
H2E | 0.834207 | −0.119077 | 0.950915 | 0.101* | 0.65 |
C2F | 0.8450 (6) | −0.1893 (9) | 1.0045 (4) | 0.097 (4)* | 0.65 |
H2F | 0.861197 | −0.140917 | 1.022025 | 0.117* | 0.65 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Au1 | 0.02753 (13) | 0.02967 (15) | 0.03938 (15) | 0.00434 (11) | 0.01229 (10) | 0.00096 (12) |
O1 | 0.041 (3) | 0.039 (3) | 0.060 (3) | 0.002 (2) | 0.002 (2) | −0.006 (2) |
O2 | 0.036 (3) | 0.063 (4) | 0.107 (5) | 0.015 (3) | −0.003 (3) | −0.028 (3) |
O3 | 0.056 (3) | 0.043 (3) | 0.060 (3) | 0.005 (2) | 0.025 (3) | 0.013 (2) |
O4 | 0.070 (4) | 0.061 (4) | 0.120 (5) | 0.030 (3) | 0.069 (4) | 0.038 (3) |
N1 | 0.027 (3) | 0.028 (3) | 0.044 (3) | 0.004 (2) | 0.012 (2) | −0.002 (2) |
N2 | 0.026 (3) | 0.033 (3) | 0.042 (3) | 0.007 (2) | 0.008 (2) | 0.000 (2) |
N3 | 0.033 (3) | 0.024 (3) | 0.040 (3) | 0.002 (2) | 0.013 (2) | 0.003 (2) |
N4 | 0.031 (3) | 0.024 (3) | 0.044 (3) | 0.008 (2) | 0.014 (2) | 0.005 (2) |
C1 | 0.030 (3) | 0.034 (4) | 0.041 (4) | 0.006 (3) | 0.014 (3) | 0.006 (3) |
C2 | 0.031 (3) | 0.031 (4) | 0.047 (4) | 0.002 (3) | 0.014 (3) | −0.002 (3) |
C3 | 0.036 (4) | 0.052 (5) | 0.062 (5) | 0.014 (3) | 0.006 (4) | −0.010 (4) |
C4 | 0.041 (4) | 0.038 (4) | 0.058 (5) | 0.013 (3) | 0.012 (4) | −0.004 (3) |
C5 | 0.048 (5) | 0.043 (5) | 0.084 (6) | 0.021 (4) | 0.012 (4) | −0.008 (4) |
C6 | 0.070 (6) | 0.049 (5) | 0.088 (6) | 0.028 (4) | 0.025 (5) | −0.001 (5) |
C7 | 0.068 (6) | 0.028 (4) | 0.082 (6) | 0.015 (4) | 0.018 (5) | −0.003 (4) |
C8 | 0.053 (4) | 0.035 (4) | 0.056 (4) | 0.003 (3) | 0.016 (4) | −0.002 (4) |
C9 | 0.043 (4) | 0.032 (4) | 0.051 (4) | 0.005 (3) | 0.016 (3) | 0.002 (3) |
C10 | 0.044 (4) | 0.036 (4) | 0.041 (4) | 0.000 (3) | 0.009 (3) | 0.002 (3) |
C11 | 0.029 (3) | 0.032 (4) | 0.042 (4) | 0.005 (3) | 0.009 (3) | 0.002 (3) |
C12 | 0.025 (3) | 0.027 (3) | 0.044 (4) | 0.003 (3) | 0.004 (3) | 0.001 (3) |
C13 | 0.049 (4) | 0.032 (4) | 0.042 (4) | 0.007 (3) | 0.006 (3) | −0.006 (3) |
C14 | 0.057 (5) | 0.044 (4) | 0.042 (4) | 0.005 (4) | −0.002 (4) | −0.004 (3) |
C15 | 0.040 (4) | 0.032 (4) | 0.059 (5) | 0.003 (3) | −0.010 (4) | −0.008 (3) |
C16 | 0.033 (4) | 0.035 (4) | 0.062 (5) | 0.001 (3) | 0.004 (3) | 0.001 (3) |
C17 | 0.040 (4) | 0.028 (4) | 0.049 (4) | 0.000 (3) | 0.007 (3) | 0.002 (3) |
C18 | 0.065 (5) | 0.079 (6) | 0.044 (5) | 0.002 (4) | 0.018 (4) | 0.009 (4) |
C19 | 0.055 (5) | 0.047 (5) | 0.090 (6) | 0.007 (4) | −0.023 (5) | −0.003 (4) |
C20 | 0.034 (4) | 0.066 (5) | 0.064 (5) | 0.008 (4) | 0.012 (4) | 0.017 (4) |
C21 | 0.022 (3) | 0.034 (4) | 0.057 (4) | 0.006 (3) | 0.004 (3) | −0.007 (3) |
C22 | 0.029 (4) | 0.048 (5) | 0.059 (5) | 0.012 (3) | 0.008 (3) | −0.007 (4) |
C23 | 0.034 (4) | 0.074 (6) | 0.072 (5) | 0.004 (4) | 0.001 (4) | −0.031 (5) |
C24 | 0.033 (4) | 0.060 (6) | 0.127 (9) | −0.008 (4) | 0.019 (5) | −0.045 (6) |
C25 | 0.035 (4) | 0.043 (5) | 0.123 (8) | −0.004 (4) | 0.027 (5) | −0.007 (5) |
C26 | 0.030 (4) | 0.031 (4) | 0.081 (6) | 0.001 (3) | 0.021 (4) | −0.004 (4) |
C27 | 0.048 (5) | 0.076 (6) | 0.049 (5) | 0.007 (4) | 0.013 (4) | −0.001 (4) |
C28 | 0.039 (5) | 0.099 (8) | 0.175 (11) | −0.006 (5) | 0.000 (6) | −0.075 (8) |
C29 | 0.056 (5) | 0.059 (6) | 0.083 (6) | 0.002 (4) | 0.026 (5) | 0.011 (4) |
C30 | 0.026 (3) | 0.042 (4) | 0.031 (3) | 0.006 (3) | 0.012 (3) | −0.001 (3) |
C31 | 0.033 (4) | 0.034 (4) | 0.040 (4) | 0.008 (3) | 0.015 (3) | 0.003 (3) |
C32 | 0.044 (4) | 0.041 (4) | 0.071 (5) | 0.013 (3) | 0.028 (4) | 0.010 (4) |
C33 | 0.038 (4) | 0.035 (4) | 0.065 (5) | 0.013 (3) | 0.019 (4) | 0.001 (3) |
C34 | 0.053 (5) | 0.043 (5) | 0.104 (7) | 0.013 (4) | 0.034 (5) | 0.014 (4) |
C35 | 0.071 (6) | 0.051 (5) | 0.108 (8) | 0.022 (4) | 0.035 (6) | 0.010 (5) |
C36 | 0.067 (5) | 0.030 (4) | 0.085 (6) | 0.021 (4) | 0.019 (5) | 0.020 (4) |
C37 | 0.052 (5) | 0.038 (4) | 0.070 (5) | 0.004 (4) | 0.005 (4) | 0.015 (4) |
C38 | 0.040 (4) | 0.029 (4) | 0.048 (4) | 0.000 (3) | 0.002 (3) | 0.004 (3) |
C39 | 0.037 (4) | 0.035 (4) | 0.043 (4) | −0.001 (3) | 0.011 (3) | 0.002 (3) |
C40 | 0.034 (3) | 0.027 (4) | 0.049 (4) | 0.005 (3) | 0.017 (3) | 0.002 (3) |
C41 | 0.041 (4) | 0.027 (4) | 0.050 (4) | 0.006 (3) | 0.027 (3) | 0.003 (3) |
C42 | 0.037 (4) | 0.030 (4) | 0.054 (4) | 0.001 (3) | 0.022 (3) | 0.003 (3) |
C43 | 0.043 (4) | 0.041 (4) | 0.074 (5) | −0.003 (3) | 0.033 (4) | 0.002 (4) |
C44 | 0.067 (5) | 0.036 (4) | 0.070 (5) | 0.006 (4) | 0.048 (5) | 0.009 (4) |
C45 | 0.091 (7) | 0.042 (5) | 0.048 (5) | 0.006 (4) | 0.036 (5) | 0.000 (4) |
C46 | 0.056 (5) | 0.036 (4) | 0.041 (4) | −0.006 (3) | 0.019 (4) | 0.003 (3) |
C47 | 0.049 (5) | 0.063 (5) | 0.065 (5) | −0.006 (4) | 0.020 (4) | −0.008 (4) |
C48 | 0.095 (7) | 0.059 (6) | 0.100 (7) | 0.006 (5) | 0.075 (6) | 0.004 (5) |
C49 | 0.067 (6) | 0.076 (6) | 0.047 (5) | −0.008 (4) | 0.010 (4) | −0.013 (4) |
C50 | 0.039 (4) | 0.022 (3) | 0.053 (4) | 0.013 (3) | 0.022 (3) | 0.013 (3) |
C51 | 0.037 (4) | 0.031 (4) | 0.057 (4) | 0.007 (3) | 0.016 (3) | 0.004 (3) |
C52 | 0.038 (4) | 0.032 (4) | 0.081 (6) | 0.000 (3) | 0.023 (4) | 0.008 (4) |
C53 | 0.039 (4) | 0.046 (5) | 0.092 (6) | 0.017 (4) | 0.038 (4) | 0.026 (5) |
C54 | 0.056 (5) | 0.058 (5) | 0.051 (4) | 0.020 (4) | 0.029 (4) | 0.020 (4) |
C55 | 0.040 (4) | 0.043 (4) | 0.050 (4) | 0.013 (3) | 0.019 (3) | 0.009 (3) |
C56 | 0.052 (5) | 0.043 (5) | 0.059 (5) | 0.000 (3) | 0.009 (4) | 0.001 (3) |
C57 | 0.071 (6) | 0.066 (6) | 0.129 (8) | 0.015 (5) | 0.062 (6) | 0.046 (6) |
C58 | 0.067 (5) | 0.056 (5) | 0.053 (5) | 0.012 (4) | 0.021 (4) | −0.001 (4) |
Cl1 | 0.0436 (11) | 0.0410 (12) | 0.163 (2) | −0.0029 (9) | 0.0434 (14) | −0.0022 (13) |
Geometric parameters (Å, º) top
Au1—C1 | 2.016 (6) | C33—C34 | 1.383 (9) |
Au1—C30 | 2.021 (6) | C33—C38 | 1.416 (9) |
O1—C10 | 1.215 (8) | C34—C35 | 1.381 (11) |
O2—C3 | 1.219 (8) | C34—H34 | 0.9500 |
O3—C39 | 1.210 (7) | C35—C36 | 1.368 (11) |
O4—C32 | 1.210 (8) | C35—H35 | 0.9500 |
N1—C1 | 1.360 (8) | C36—C37 | 1.373 (10) |
N1—C11 | 1.384 (7) | C36—H36 | 0.9500 |
N1—C12 | 1.463 (7) | C37—C38 | 1.386 (9) |
N2—C1 | 1.364 (7) | C37—H37 | 0.9500 |
N2—C2 | 1.385 (8) | C38—C39 | 1.488 (9) |
N2—C21 | 1.457 (8) | C39—C40 | 1.468 (9) |
N3—C30 | 1.360 (7) | C41—C46 | 1.381 (9) |
N3—C40 | 1.380 (7) | C41—C42 | 1.396 (9) |
N3—C41 | 1.462 (7) | C42—C43 | 1.385 (8) |
N4—C30 | 1.347 (7) | C42—C47 | 1.506 (9) |
N4—C31 | 1.372 (7) | C43—C44 | 1.395 (10) |
N4—C50 | 1.470 (7) | C43—H43 | 0.9500 |
C2—C11 | 1.348 (8) | C44—C45 | 1.374 (11) |
C2—C3 | 1.471 (9) | C44—C48 | 1.520 (9) |
C3—C4 | 1.475 (10) | C45—C46 | 1.394 (9) |
C4—C5 | 1.393 (9) | C45—H45 | 0.9500 |
C4—C9 | 1.415 (9) | C46—C49 | 1.495 (10) |
C5—C6 | 1.392 (11) | C47—H47A | 0.9800 |
C5—H5 | 0.9500 | C47—H47B | 0.9800 |
C6—C7 | 1.369 (11) | C47—H47C | 0.9800 |
C6—H6 | 0.9500 | C48—H48A | 0.9800 |
C7—C8 | 1.382 (10) | C48—H48B | 0.9800 |
C7—H7 | 0.9500 | C48—H48C | 0.9800 |
C8—C9 | 1.401 (9) | C49—H49A | 0.9800 |
C8—H8 | 0.9500 | C49—H49B | 0.9800 |
C9—C10 | 1.492 (9) | C49—H49C | 0.9800 |
C10—C11 | 1.464 (9) | C50—C55 | 1.389 (9) |
C12—C13 | 1.373 (9) | C50—C51 | 1.390 (9) |
C12—C17 | 1.383 (8) | C51—C52 | 1.388 (9) |
C13—C14 | 1.395 (9) | C51—C56 | 1.499 (10) |
C13—C18 | 1.500 (9) | C52—C53 | 1.388 (10) |
C14—C15 | 1.379 (10) | C52—H52 | 0.9500 |
C14—H14 | 0.9500 | C53—C54 | 1.384 (11) |
C15—C16 | 1.370 (9) | C53—C57 | 1.533 (9) |
C15—C19 | 1.521 (9) | C54—C55 | 1.405 (9) |
C16—C17 | 1.410 (9) | C54—H54 | 0.9500 |
C16—H16 | 0.9500 | C55—C58 | 1.498 (10) |
C17—C20 | 1.498 (9) | C56—H56A | 0.9800 |
C18—H18A | 0.9800 | C56—H56B | 0.9800 |
C18—H18B | 0.9800 | C56—H56C | 0.9800 |
C18—H18C | 0.9800 | C57—H57A | 0.9800 |
C19—H19A | 0.9800 | C57—H57B | 0.9800 |
C19—H19B | 0.9800 | C57—H57C | 0.9800 |
C19—H19C | 0.9800 | C58—H58A | 0.9800 |
C20—H20A | 0.9800 | C58—H58B | 0.9800 |
C20—H20B | 0.9800 | C58—H58C | 0.9800 |
C20—H20C | 0.9800 | C1A—C1F | 1.397 (7) |
C21—C26 | 1.379 (9) | C1A—C1B | 1.406 (7) |
C21—C22 | 1.401 (9) | C1A—H1A | 0.9500 |
C22—C23 | 1.413 (10) | C1B—C1C | 1.362 (7) |
C22—C27 | 1.493 (10) | C1B—H1B | 0.9500 |
C23—C24 | 1.393 (12) | C1C—C1D | 1.424 (8) |
C23—H23 | 0.9500 | C1C—H1C | 0.9500 |
C24—C25 | 1.396 (13) | C1D—C1E | 1.422 (8) |
C24—C28 | 1.524 (11) | C1D—H1D | 0.9500 |
C25—C26 | 1.392 (11) | C1E—C1F | 1.363 (7) |
C25—H25 | 0.9500 | C1E—H1E | 0.9500 |
C26—C29 | 1.493 (10) | C1F—H1F | 0.9500 |
C27—H27A | 0.9800 | C2A—C2F | 1.400 (11) |
C27—H27B | 0.9800 | C2A—C2B | 1.413 (10) |
C27—H27C | 0.9800 | C2A—H2A | 0.9500 |
C28—H28A | 0.9800 | C2B—C2C | 1.350 (10) |
C28—H28B | 0.9800 | C2B—H2B | 0.9500 |
C28—H28C | 0.9800 | C2C—C2D | 1.440 (11) |
C29—H29A | 0.9800 | C2C—H2C | 0.9500 |
C29—H29B | 0.9800 | C2D—C2E | 1.460 (11) |
C29—H29C | 0.9800 | C2D—H2D | 0.9500 |
C31—C40 | 1.363 (8) | C2E—C2F | 1.348 (10) |
C31—C32 | 1.478 (8) | C2E—H2E | 0.9500 |
C32—C33 | 1.491 (9) | C2F—H2F | 0.9500 |
| | | |
C1—Au1—C30 | 174.2 (2) | C35—C34—C33 | 121.0 (7) |
C1—N1—C11 | 109.2 (5) | C35—C34—H34 | 119.5 |
C1—N1—C12 | 121.9 (5) | C33—C34—H34 | 119.5 |
C11—N1—C12 | 128.4 (5) | C36—C35—C34 | 119.6 (7) |
C1—N2—C2 | 109.6 (5) | C36—C35—H35 | 120.2 |
C1—N2—C21 | 122.0 (5) | C34—C35—H35 | 120.2 |
C2—N2—C21 | 128.4 (5) | C35—C36—C37 | 121.0 (7) |
C30—N3—C40 | 109.6 (5) | C35—C36—H36 | 119.5 |
C30—N3—C41 | 122.1 (5) | C37—C36—H36 | 119.5 |
C40—N3—C41 | 127.9 (5) | C36—C37—C38 | 120.4 (7) |
C30—N4—C31 | 110.1 (5) | C36—C37—H37 | 119.8 |
C30—N4—C50 | 122.1 (5) | C38—C37—H37 | 119.8 |
C31—N4—C50 | 127.5 (5) | C37—C38—C33 | 119.1 (6) |
N1—C1—N2 | 106.2 (5) | C37—C38—C39 | 118.8 (6) |
N1—C1—Au1 | 123.5 (4) | C33—C38—C39 | 122.1 (6) |
N2—C1—Au1 | 130.1 (5) | O3—C39—C40 | 122.4 (6) |
C11—C2—N2 | 107.0 (5) | O3—C39—C38 | 123.7 (6) |
C11—C2—C3 | 124.0 (6) | C40—C39—C38 | 113.9 (5) |
N2—C2—C3 | 128.9 (6) | C31—C40—N3 | 106.7 (5) |
O2—C3—C2 | 122.5 (7) | C31—C40—C39 | 124.4 (5) |
O2—C3—C4 | 123.6 (6) | N3—C40—C39 | 128.9 (5) |
C2—C3—C4 | 113.9 (6) | C46—C41—C42 | 123.2 (6) |
C5—C4—C9 | 118.8 (6) | C46—C41—N3 | 117.8 (6) |
C5—C4—C3 | 118.9 (7) | C42—C41—N3 | 118.9 (6) |
C9—C4—C3 | 122.3 (6) | C43—C42—C41 | 118.1 (6) |
C6—C5—C4 | 120.3 (7) | C43—C42—C47 | 120.0 (6) |
C6—C5—H5 | 119.8 | C41—C42—C47 | 121.9 (5) |
C4—C5—H5 | 119.8 | C42—C43—C44 | 120.6 (7) |
C7—C6—C5 | 120.0 (7) | C42—C43—H43 | 119.7 |
C7—C6—H6 | 120.0 | C44—C43—H43 | 119.7 |
C5—C6—H6 | 120.0 | C45—C44—C43 | 118.9 (6) |
C6—C7—C8 | 121.8 (7) | C45—C44—C48 | 121.2 (7) |
C6—C7—H7 | 119.1 | C43—C44—C48 | 119.7 (7) |
C8—C7—H7 | 119.1 | C44—C45—C46 | 122.9 (7) |
C7—C8—C9 | 118.7 (7) | C44—C45—H45 | 118.6 |
C7—C8—H8 | 120.7 | C46—C45—H45 | 118.6 |
C9—C8—H8 | 120.7 | C41—C46—C45 | 116.2 (7) |
C8—C9—C4 | 120.4 (6) | C41—C46—C49 | 122.1 (6) |
C8—C9—C10 | 117.8 (6) | C45—C46—C49 | 121.6 (7) |
C4—C9—C10 | 121.9 (6) | C42—C47—H47A | 109.5 |
O1—C10—C11 | 122.7 (6) | C42—C47—H47B | 109.5 |
O1—C10—C9 | 123.5 (6) | H47A—C47—H47B | 109.5 |
C11—C10—C9 | 113.8 (6) | C42—C47—H47C | 109.5 |
C2—C11—N1 | 107.9 (5) | H47A—C47—H47C | 109.5 |
C2—C11—C10 | 124.0 (6) | H47B—C47—H47C | 109.5 |
N1—C11—C10 | 128.0 (6) | C44—C48—H48A | 109.5 |
C13—C12—C17 | 124.0 (6) | C44—C48—H48B | 109.5 |
C13—C12—N1 | 117.6 (5) | H48A—C48—H48B | 109.5 |
C17—C12—N1 | 118.4 (5) | C44—C48—H48C | 109.5 |
C12—C13—C14 | 116.5 (6) | H48A—C48—H48C | 109.5 |
C12—C13—C18 | 122.1 (6) | H48B—C48—H48C | 109.5 |
C14—C13—C18 | 121.4 (6) | C46—C49—H49A | 109.5 |
C15—C14—C13 | 122.3 (7) | C46—C49—H49B | 109.5 |
C15—C14—H14 | 118.9 | H49A—C49—H49B | 109.5 |
C13—C14—H14 | 118.9 | C46—C49—H49C | 109.5 |
C16—C15—C14 | 119.1 (6) | H49A—C49—H49C | 109.5 |
C16—C15—C19 | 119.6 (7) | H49B—C49—H49C | 109.5 |
C14—C15—C19 | 121.2 (7) | C55—C50—C51 | 124.7 (6) |
C15—C16—C17 | 121.3 (6) | C55—C50—N4 | 118.7 (6) |
C15—C16—H16 | 119.4 | C51—C50—N4 | 116.6 (6) |
C17—C16—H16 | 119.4 | C52—C51—C50 | 117.1 (7) |
C12—C17—C16 | 116.8 (6) | C52—C51—C56 | 120.6 (7) |
C12—C17—C20 | 122.6 (6) | C50—C51—C56 | 122.3 (6) |
C16—C17—C20 | 120.6 (6) | C53—C52—C51 | 121.1 (7) |
C13—C18—H18A | 109.5 | C53—C52—H52 | 119.4 |
C13—C18—H18B | 109.5 | C51—C52—H52 | 119.4 |
H18A—C18—H18B | 109.5 | C54—C53—C52 | 119.3 (6) |
C13—C18—H18C | 109.5 | C54—C53—C57 | 120.5 (8) |
H18A—C18—H18C | 109.5 | C52—C53—C57 | 120.2 (8) |
H18B—C18—H18C | 109.5 | C53—C54—C55 | 122.4 (7) |
C15—C19—H19A | 109.5 | C53—C54—H54 | 118.8 |
C15—C19—H19B | 109.5 | C55—C54—H54 | 118.8 |
H19A—C19—H19B | 109.5 | C50—C55—C54 | 115.3 (7) |
C15—C19—H19C | 109.5 | C50—C55—C58 | 122.6 (6) |
H19A—C19—H19C | 109.5 | C54—C55—C58 | 122.1 (7) |
H19B—C19—H19C | 109.5 | C51—C56—H56A | 109.5 |
C17—C20—H20A | 109.5 | C51—C56—H56B | 109.5 |
C17—C20—H20B | 109.5 | H56A—C56—H56B | 109.5 |
H20A—C20—H20B | 109.5 | C51—C56—H56C | 109.5 |
C17—C20—H20C | 109.5 | H56A—C56—H56C | 109.5 |
H20A—C20—H20C | 109.5 | H56B—C56—H56C | 109.5 |
H20B—C20—H20C | 109.5 | C53—C57—H57A | 109.5 |
C26—C21—C22 | 124.0 (6) | C53—C57—H57B | 109.5 |
C26—C21—N2 | 117.5 (6) | H57A—C57—H57B | 109.5 |
C22—C21—N2 | 118.5 (6) | C53—C57—H57C | 109.5 |
C21—C22—C23 | 116.4 (7) | H57A—C57—H57C | 109.5 |
C21—C22—C27 | 122.2 (6) | H57B—C57—H57C | 109.5 |
C23—C22—C27 | 121.4 (7) | C55—C58—H58A | 109.5 |
C24—C23—C22 | 121.6 (8) | C55—C58—H58B | 109.5 |
C24—C23—H23 | 119.2 | H58A—C58—H58B | 109.5 |
C22—C23—H23 | 119.2 | C55—C58—H58C | 109.5 |
C23—C24—C25 | 118.6 (7) | H58A—C58—H58C | 109.5 |
C23—C24—C28 | 119.2 (10) | H58B—C58—H58C | 109.5 |
C25—C24—C28 | 122.2 (9) | C1F—C1A—C1B | 119.5 (5) |
C26—C25—C24 | 122.1 (8) | C1F—C1A—H1A | 120.3 |
C26—C25—H25 | 118.9 | C1B—C1A—H1A | 120.3 |
C24—C25—H25 | 118.9 | C1C—C1B—C1A | 121.4 (5) |
C21—C26—C25 | 117.2 (8) | C1C—C1B—H1B | 119.3 |
C21—C26—C29 | 121.6 (7) | C1A—C1B—H1B | 119.3 |
C25—C26—C29 | 121.2 (7) | C1B—C1C—C1D | 118.6 (5) |
C22—C27—H27A | 109.5 | C1B—C1C—H1C | 120.7 |
C22—C27—H27B | 109.5 | C1D—C1C—H1C | 120.7 |
H27A—C27—H27B | 109.5 | C1E—C1D—C1C | 120.3 (5) |
C22—C27—H27C | 109.5 | C1E—C1D—H1D | 119.8 |
H27A—C27—H27C | 109.5 | C1C—C1D—H1D | 119.8 |
H27B—C27—H27C | 109.5 | C1F—C1E—C1D | 119.1 (5) |
C24—C28—H28A | 109.5 | C1F—C1E—H1E | 120.5 |
C24—C28—H28B | 109.5 | C1D—C1E—H1E | 120.5 |
H28A—C28—H28B | 109.5 | C1E—C1F—C1A | 121.1 (5) |
C24—C28—H28C | 109.5 | C1E—C1F—H1F | 119.4 |
H28A—C28—H28C | 109.5 | C1A—C1F—H1F | 119.4 |
H28B—C28—H28C | 109.5 | C2F—C2A—C2B | 122.8 (11) |
C26—C29—H29A | 109.5 | C2F—C2A—H2A | 118.6 |
C26—C29—H29B | 109.5 | C2B—C2A—H2A | 118.6 |
H29A—C29—H29B | 109.5 | C2C—C2B—C2A | 120.5 (10) |
C26—C29—H29C | 109.5 | C2C—C2B—H2B | 119.8 |
H29A—C29—H29C | 109.5 | C2A—C2B—H2B | 119.8 |
H29B—C29—H29C | 109.5 | C2B—C2C—C2D | 115.0 (10) |
N4—C30—N3 | 106.3 (5) | C2B—C2C—H2C | 122.5 |
N4—C30—Au1 | 130.0 (4) | C2D—C2C—H2C | 122.5 |
N3—C30—Au1 | 123.5 (4) | C2C—C2D—C2E | 126.1 (10) |
C40—C31—N4 | 107.2 (5) | C2C—C2D—H2D | 116.9 |
C40—C31—C32 | 123.2 (6) | C2E—C2D—H2D | 116.9 |
N4—C31—C32 | 129.5 (5) | C2F—C2E—C2D | 114.0 (10) |
O4—C32—C31 | 122.6 (6) | C2F—C2E—H2E | 123.0 |
O4—C32—C33 | 123.3 (6) | C2D—C2E—H2E | 123.0 |
C31—C32—C33 | 114.1 (5) | C2E—C2F—C2A | 121.6 (11) |
C34—C33—C38 | 118.9 (6) | C2E—C2F—H2F | 119.2 |
C34—C33—C32 | 118.9 (6) | C2A—C2F—H2F | 119.2 |
C38—C33—C32 | 122.2 (6) | | |
| | | |
C11—N1—C1—N2 | −0.1 (6) | C40—N3—C30—Au1 | 175.4 (4) |
C12—N1—C1—N2 | −173.3 (5) | C41—N3—C30—Au1 | 1.4 (8) |
C11—N1—C1—Au1 | 175.8 (4) | C30—N4—C31—C40 | 0.2 (7) |
C12—N1—C1—Au1 | 2.6 (8) | C50—N4—C31—C40 | −173.8 (6) |
C2—N2—C1—N1 | −0.4 (6) | C30—N4—C31—C32 | 177.4 (7) |
C21—N2—C1—N1 | 178.5 (5) | C50—N4—C31—C32 | 3.4 (11) |
C2—N2—C1—Au1 | −176.0 (4) | C40—C31—C32—O4 | 178.9 (8) |
C21—N2—C1—Au1 | 3.0 (8) | N4—C31—C32—O4 | 2.1 (13) |
C1—N2—C2—C11 | 0.8 (7) | C40—C31—C32—C33 | −2.8 (10) |
C21—N2—C2—C11 | −178.1 (6) | N4—C31—C32—C33 | −179.6 (7) |
C1—N2—C2—C3 | 177.2 (6) | O4—C32—C33—C34 | −0.5 (12) |
C21—N2—C2—C3 | −1.7 (11) | C31—C32—C33—C34 | −178.8 (7) |
C11—C2—C3—O2 | 175.7 (7) | O4—C32—C33—C38 | 179.1 (8) |
N2—C2—C3—O2 | −0.1 (12) | C31—C32—C33—C38 | 0.8 (10) |
C11—C2—C3—C4 | −4.4 (10) | C38—C33—C34—C35 | −2.4 (13) |
N2—C2—C3—C4 | 179.8 (6) | C32—C33—C34—C35 | 177.3 (8) |
O2—C3—C4—C5 | 1.4 (12) | C33—C34—C35—C36 | 4.3 (14) |
C2—C3—C4—C5 | −178.5 (7) | C34—C35—C36—C37 | −4.7 (14) |
O2—C3—C4—C9 | −177.4 (7) | C35—C36—C37—C38 | 3.3 (13) |
C2—C3—C4—C9 | 2.7 (10) | C36—C37—C38—C33 | −1.3 (11) |
C9—C4—C5—C6 | −2.1 (11) | C36—C37—C38—C39 | 178.8 (7) |
C3—C4—C5—C6 | 179.0 (7) | C34—C33—C38—C37 | 0.9 (11) |
C4—C5—C6—C7 | 1.9 (13) | C32—C33—C38—C37 | −178.8 (7) |
C5—C6—C7—C8 | −0.5 (13) | C34—C33—C38—C39 | −179.3 (7) |
C6—C7—C8—C9 | −0.4 (12) | C32—C33—C38—C39 | 1.1 (11) |
C7—C8—C9—C4 | 0.1 (10) | C37—C38—C39—O3 | −1.2 (10) |
C7—C8—C9—C10 | −179.1 (6) | C33—C38—C39—O3 | 178.9 (7) |
C5—C4—C9—C8 | 1.2 (10) | C37—C38—C39—C40 | 178.7 (6) |
C3—C4—C9—C8 | 179.9 (6) | C33—C38—C39—C40 | −1.2 (9) |
C5—C4—C9—C10 | −179.6 (6) | N4—C31—C40—N3 | −0.4 (7) |
C3—C4—C9—C10 | −0.8 (10) | C32—C31—C40—N3 | −177.8 (6) |
C8—C9—C10—O1 | −1.2 (10) | N4—C31—C40—C39 | −179.7 (6) |
C4—C9—C10—O1 | 179.6 (6) | C32—C31—C40—C39 | 2.9 (11) |
C8—C9—C10—C11 | 179.4 (6) | C30—N3—C40—C31 | 0.4 (7) |
C4—C9—C10—C11 | 0.2 (9) | C41—N3—C40—C31 | 174.0 (6) |
N2—C2—C11—N1 | −0.8 (7) | C30—N3—C40—C39 | 179.7 (6) |
C3—C2—C11—N1 | −177.4 (6) | C41—N3—C40—C39 | −6.7 (11) |
N2—C2—C11—C10 | −179.2 (5) | O3—C39—C40—C31 | 179.1 (7) |
C3—C2—C11—C10 | 4.2 (10) | C38—C39—C40—C31 | −0.8 (9) |
C1—N1—C11—C2 | 0.6 (7) | O3—C39—C40—N3 | 0.0 (11) |
C12—N1—C11—C2 | 173.2 (5) | C38—C39—C40—N3 | −179.9 (6) |
C1—N1—C11—C10 | 178.9 (6) | C30—N3—C41—C46 | 85.7 (7) |
C12—N1—C11—C10 | −8.5 (10) | C40—N3—C41—C46 | −87.2 (8) |
O1—C10—C11—C2 | 178.8 (6) | C30—N3—C41—C42 | −91.5 (7) |
C9—C10—C11—C2 | −1.8 (9) | C40—N3—C41—C42 | 95.6 (8) |
O1—C10—C11—N1 | 0.7 (10) | C46—C41—C42—C43 | −1.2 (10) |
C9—C10—C11—N1 | −179.9 (6) | N3—C41—C42—C43 | 175.8 (6) |
C1—N1—C12—C13 | 84.2 (7) | C46—C41—C42—C47 | −179.9 (6) |
C11—N1—C12—C13 | −87.5 (8) | N3—C41—C42—C47 | −2.9 (9) |
C1—N1—C12—C17 | −94.1 (7) | C41—C42—C43—C44 | −0.5 (10) |
C11—N1—C12—C17 | 94.1 (7) | C47—C42—C43—C44 | 178.2 (6) |
C17—C12—C13—C14 | 1.0 (10) | C42—C43—C44—C45 | 1.6 (10) |
N1—C12—C13—C14 | −177.2 (5) | C42—C43—C44—C48 | −173.8 (6) |
C17—C12—C13—C18 | −179.7 (6) | C43—C44—C45—C46 | −1.0 (11) |
N1—C12—C13—C18 | 2.1 (9) | C48—C44—C45—C46 | 174.3 (7) |
C12—C13—C14—C15 | 1.0 (10) | C42—C41—C46—C45 | 1.7 (10) |
C18—C13—C14—C15 | −178.3 (7) | N3—C41—C46—C45 | −175.3 (6) |
C13—C14—C15—C16 | −2.4 (11) | C42—C41—C46—C49 | 179.8 (7) |
C13—C14—C15—C19 | 175.7 (6) | N3—C41—C46—C49 | 2.7 (10) |
C14—C15—C16—C17 | 1.9 (10) | C44—C45—C46—C41 | −0.6 (10) |
C19—C15—C16—C17 | −176.2 (6) | C44—C45—C46—C49 | −178.7 (7) |
C13—C12—C17—C16 | −1.4 (10) | C30—N4—C50—C55 | 104.7 (7) |
N1—C12—C17—C16 | 176.8 (5) | C31—N4—C50—C55 | −82.0 (8) |
C13—C12—C17—C20 | 179.7 (6) | C30—N4—C50—C51 | −74.2 (8) |
N1—C12—C17—C20 | −2.2 (9) | C31—N4—C50—C51 | 99.1 (7) |
C15—C16—C17—C12 | −0.1 (10) | C55—C50—C51—C52 | −4.5 (10) |
C15—C16—C17—C20 | 178.9 (7) | N4—C50—C51—C52 | 174.3 (5) |
C1—N2—C21—C26 | −75.9 (7) | C55—C50—C51—C56 | 174.3 (6) |
C2—N2—C21—C26 | 102.8 (7) | N4—C50—C51—C56 | −6.9 (9) |
C1—N2—C21—C22 | 102.3 (7) | C50—C51—C52—C53 | 2.2 (10) |
C2—N2—C21—C22 | −78.9 (8) | C56—C51—C52—C53 | −176.7 (6) |
C26—C21—C22—C23 | 3.5 (9) | C51—C52—C53—C54 | 1.3 (10) |
N2—C21—C22—C23 | −174.6 (5) | C51—C52—C53—C57 | −177.7 (6) |
C26—C21—C22—C27 | −177.0 (6) | C52—C53—C54—C55 | −2.8 (11) |
N2—C21—C22—C27 | 4.9 (9) | C57—C53—C54—C55 | 176.2 (6) |
C21—C22—C23—C24 | −0.9 (10) | C51—C50—C55—C54 | 3.1 (9) |
C27—C22—C23—C24 | 179.6 (7) | N4—C50—C55—C54 | −175.7 (5) |
C22—C23—C24—C25 | −1.3 (11) | C51—C50—C55—C58 | −175.0 (6) |
C22—C23—C24—C28 | 176.4 (7) | N4—C50—C55—C58 | 6.2 (9) |
C23—C24—C25—C26 | 1.2 (12) | C53—C54—C55—C50 | 0.7 (10) |
C28—C24—C25—C26 | −176.5 (7) | C53—C54—C55—C58 | 178.8 (6) |
C22—C21—C26—C25 | −3.6 (10) | C1F—C1A—C1B—C1C | 0.0 (3) |
N2—C21—C26—C25 | 174.5 (6) | C1A—C1B—C1C—C1D | 0.1 (3) |
C22—C21—C26—C29 | 173.9 (6) | C1B—C1C—C1D—C1E | −0.2 (6) |
N2—C21—C26—C29 | −7.9 (9) | C1C—C1D—C1E—C1F | 0.2 (9) |
C24—C25—C26—C21 | 1.2 (11) | C1D—C1E—C1F—C1A | 0.0 (9) |
C24—C25—C26—C29 | −176.4 (7) | C1B—C1A—C1F—C1E | −0.1 (7) |
C31—N4—C30—N3 | 0.1 (7) | C2F—C2A—C2B—C2C | 0.0 (3) |
C50—N4—C30—N3 | 174.4 (5) | C2A—C2B—C2C—C2D | 0.1 (3) |
C31—N4—C30—Au1 | −175.3 (5) | C2B—C2C—C2D—C2E | −0.2 (6) |
C50—N4—C30—Au1 | −0.9 (9) | C2C—C2D—C2E—C2F | 0.2 (8) |
C40—N3—C30—N4 | −0.3 (7) | C2D—C2E—C2F—C2A | −0.1 (8) |
C41—N3—C30—N4 | −174.3 (5) | C2B—C2A—C2F—C2E | 0.0 (7) |
Bis(1,3-dimesityl-4,5-naphthoquinoimidazol-2-ylidene)gold(I)
dichloridaurate(I) dichloromethane disolvate (shelx_p-1)
top
Crystal data top
[Au(C29H26N2O2)2][AuCl2]·2CH2Cl2 | Z = 2 |
Mr = 1503.72 | F(000) = 1472 |
Triclinic, P1 | Dx = 1.665 Mg m−3 |
a = 11.9236 (11) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 15.1244 (14) Å | Cell parameters from 9938 reflections |
c = 18.4014 (16) Å | θ = 2.2–24.8° |
α = 100.460 (3)° | µ = 5.20 mm−1 |
β = 105.164 (3)° | T = 183 K |
γ = 103.994 (3)° | Block, yellow |
V = 2999.8 (5) Å3 | 0.74 × 0.50 × 0.25 mm |
Data collection top
Bruker SMART X2S benchtop diffractometer | 10522 independent reflections |
Radiation source: XOS X-beam microfocus source | 7802 reflections with I > 2σ(I) |
Doubly curved silicon crystal monochromator | Rint = 0.105 |
ω scans | θmax = 25.1°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2014) | h = −14→14 |
Tmin = 0.413, Tmax = 1.000 | k = −18→17 |
53862 measured reflections | l = −21→21 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.052 | H-atom parameters constrained |
wR(F2) = 0.138 | w = 1/[σ2(Fo2) + (0.0788P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.99 | (Δ/σ)max = 0.001 |
10522 reflections | Δρmax = 2.29 e Å−3 |
697 parameters | Δρmin = −2.27 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Au1 | 0.29603 (3) | 0.46949 (2) | 0.28062 (2) | 0.01952 (11) | |
O1 | 0.4592 (5) | 0.3022 (4) | 0.0258 (3) | 0.0298 (14) | |
O2 | 0.1641 (6) | 0.0544 (4) | 0.1236 (3) | 0.0394 (16) | |
O3 | 0.4847 (5) | 0.8511 (4) | 0.5106 (4) | 0.0351 (15) | |
O4 | 0.0051 (5) | 0.7269 (4) | 0.3426 (4) | 0.0366 (15) | |
N1 | 0.3758 (5) | 0.3620 (4) | 0.1619 (3) | 0.0182 (14) | |
N2 | 0.2468 (5) | 0.2630 (5) | 0.1951 (4) | 0.0211 (15) | |
N3 | 0.3673 (5) | 0.6637 (4) | 0.3928 (3) | 0.0189 (14) | |
N4 | 0.1750 (5) | 0.6133 (4) | 0.3269 (4) | 0.0198 (14) | |
C1 | 0.3086 (7) | 0.3549 (6) | 0.2121 (5) | 0.0255 (19) | |
C2 | 0.3548 (7) | 0.2724 (6) | 0.1148 (4) | 0.0215 (17) | |
C3 | 0.4000 (6) | 0.2454 (6) | 0.0506 (4) | 0.0215 (18) | |
C4 | 0.3639 (7) | 0.1438 (6) | 0.0168 (5) | 0.0275 (19) | |
C5 | 0.4091 (7) | 0.1112 (7) | −0.0415 (5) | 0.035 (2) | |
H5 | 0.462325 | 0.154880 | −0.058066 | 0.042* | |
C6 | 0.3774 (8) | 0.0158 (7) | −0.0756 (5) | 0.041 (2) | |
H6 | 0.408684 | −0.005650 | −0.115585 | 0.049* | |
C7 | 0.3005 (9) | −0.0488 (7) | −0.0522 (5) | 0.042 (2) | |
H7 | 0.280749 | −0.114465 | −0.075104 | 0.051* | |
C8 | 0.2522 (8) | −0.0173 (7) | 0.0051 (5) | 0.038 (2) | |
H8 | 0.195651 | −0.061207 | 0.019299 | 0.046* | |
C9 | 0.2865 (7) | 0.0774 (6) | 0.0409 (5) | 0.031 (2) | |
C10 | 0.2327 (7) | 0.1093 (6) | 0.1024 (4) | 0.0265 (19) | |
C11 | 0.2749 (6) | 0.2108 (5) | 0.1371 (4) | 0.0187 (17) | |
C12 | 0.4614 (6) | 0.4492 (5) | 0.1635 (4) | 0.0195 (17) | |
C13 | 0.5738 (7) | 0.4812 (6) | 0.2202 (5) | 0.0240 (18) | |
C14 | 0.6586 (7) | 0.5631 (6) | 0.2180 (5) | 0.0261 (19) | |
H14 | 0.737018 | 0.586861 | 0.256443 | 0.031* | |
C15 | 0.6295 (8) | 0.6088 (7) | 0.1611 (5) | 0.035 (2) | |
C16 | 0.5136 (8) | 0.5764 (7) | 0.1074 (5) | 0.036 (2) | |
H16 | 0.492381 | 0.610501 | 0.070027 | 0.043* | |
C17 | 0.4276 (7) | 0.4959 (6) | 0.1063 (5) | 0.0252 (19) | |
C18 | 0.6072 (8) | 0.4346 (7) | 0.2850 (5) | 0.033 (2) | |
H18A | 0.565213 | 0.449151 | 0.322726 | 0.050* | |
H18B | 0.695597 | 0.458235 | 0.311178 | 0.050* | |
H18C | 0.582474 | 0.366106 | 0.263260 | 0.050* | |
C19 | 0.7213 (9) | 0.6977 (7) | 0.1608 (6) | 0.049 (3) | |
H19A | 0.793207 | 0.715731 | 0.207294 | 0.073* | |
H19B | 0.684197 | 0.748916 | 0.160887 | 0.073* | |
H19C | 0.745766 | 0.686023 | 0.113944 | 0.073* | |
C20 | 0.3009 (8) | 0.4599 (7) | 0.0463 (5) | 0.041 (2) | |
H20A | 0.286808 | 0.395348 | 0.016494 | 0.062* | |
H20B | 0.294424 | 0.500838 | 0.010754 | 0.062* | |
H20C | 0.239696 | 0.460333 | 0.072914 | 0.062* | |
C21 | 0.1614 (7) | 0.2238 (6) | 0.2338 (5) | 0.0237 (18) | |
C22 | 0.0406 (7) | 0.2243 (6) | 0.2048 (5) | 0.0273 (19) | |
C23 | −0.0389 (7) | 0.1821 (7) | 0.2419 (5) | 0.036 (2) | |
H23 | −0.122055 | 0.179927 | 0.223908 | 0.043* | |
C24 | −0.0028 (8) | 0.1439 (6) | 0.3025 (5) | 0.034 (2) | |
C25 | 0.1175 (8) | 0.1453 (7) | 0.3284 (5) | 0.035 (2) | |
H25 | 0.142681 | 0.117850 | 0.369988 | 0.042* | |
C26 | 0.2022 (7) | 0.1857 (6) | 0.2955 (5) | 0.0262 (19) | |
C27 | 0.0015 (8) | 0.2629 (7) | 0.1377 (5) | 0.038 (2) | |
H27A | 0.041315 | 0.331273 | 0.152590 | 0.058* | |
H27B | −0.087226 | 0.250050 | 0.121569 | 0.058* | |
H27C | 0.024470 | 0.233136 | 0.094222 | 0.058* | |
C28 | −0.0953 (9) | 0.0942 (8) | 0.3366 (6) | 0.052 (3) | |
H28A | −0.067757 | 0.045342 | 0.357756 | 0.077* | |
H28B | −0.174563 | 0.065091 | 0.295730 | 0.077* | |
H28C | −0.103155 | 0.140213 | 0.378502 | 0.077* | |
C29 | 0.3313 (8) | 0.1828 (7) | 0.3217 (5) | 0.041 (2) | |
H29A | 0.345742 | 0.141535 | 0.279786 | 0.062* | |
H29B | 0.344769 | 0.158214 | 0.367996 | 0.062* | |
H29C | 0.387668 | 0.246605 | 0.334530 | 0.062* | |
C30 | 0.2800 (7) | 0.5889 (6) | 0.3388 (4) | 0.0210 (17) | |
C31 | 0.3195 (6) | 0.7345 (5) | 0.4143 (4) | 0.0188 (17) | |
C32 | 0.3805 (8) | 0.8269 (6) | 0.4731 (5) | 0.0265 (19) | |
C33 | 0.2967 (7) | 0.8868 (6) | 0.4774 (5) | 0.0270 (19) | |
C34 | 0.3460 (8) | 0.9758 (6) | 0.5277 (6) | 0.038 (2) | |
H34 | 0.429280 | 0.997274 | 0.559362 | 0.045* | |
C35 | 0.2721 (9) | 1.0339 (6) | 0.5316 (6) | 0.043 (3) | |
H35 | 0.306307 | 1.095641 | 0.565860 | 0.051* | |
C36 | 0.1537 (9) | 1.0051 (7) | 0.4882 (5) | 0.039 (2) | |
H36 | 0.105448 | 1.046466 | 0.490740 | 0.046* | |
C37 | 0.1023 (8) | 0.9135 (7) | 0.4391 (5) | 0.033 (2) | |
H37 | 0.018040 | 0.892177 | 0.409635 | 0.040* | |
C38 | 0.1722 (7) | 0.8534 (6) | 0.4330 (4) | 0.0226 (18) | |
C39 | 0.1139 (7) | 0.7577 (6) | 0.3786 (4) | 0.0219 (18) | |
C40 | 0.1980 (7) | 0.7029 (6) | 0.3732 (4) | 0.0224 (18) | |
C41 | 0.4967 (6) | 0.6691 (6) | 0.4173 (4) | 0.0203 (17) | |
C42 | 0.5662 (7) | 0.6989 (6) | 0.3732 (4) | 0.0234 (18) | |
C43 | 0.6901 (7) | 0.7041 (6) | 0.3983 (5) | 0.028 (2) | |
H43 | 0.740491 | 0.725578 | 0.368725 | 0.034* | |
C44 | 0.7395 (7) | 0.6789 (6) | 0.4642 (5) | 0.032 (2) | |
C45 | 0.6652 (7) | 0.6484 (6) | 0.5072 (5) | 0.031 (2) | |
H45 | 0.699732 | 0.631741 | 0.553432 | 0.038* | |
C46 | 0.5407 (7) | 0.6413 (6) | 0.4847 (5) | 0.027 (2) | |
C47 | 0.5128 (8) | 0.7258 (7) | 0.2996 (5) | 0.036 (2) | |
H47A | 0.454534 | 0.669544 | 0.260164 | 0.055* | |
H47B | 0.578415 | 0.753106 | 0.279873 | 0.055* | |
H47C | 0.470891 | 0.772358 | 0.311011 | 0.055* | |
C48 | 0.8722 (8) | 0.6812 (8) | 0.4886 (6) | 0.047 (3) | |
H48A | 0.908672 | 0.706939 | 0.545229 | 0.070* | |
H48B | 0.916522 | 0.721031 | 0.462386 | 0.070* | |
H48C | 0.877158 | 0.616931 | 0.473954 | 0.070* | |
C49 | 0.4614 (8) | 0.6079 (7) | 0.5317 (5) | 0.037 (2) | |
H49A | 0.430839 | 0.658693 | 0.551602 | 0.056* | |
H49B | 0.509134 | 0.590093 | 0.575524 | 0.056* | |
H49C | 0.392328 | 0.553032 | 0.498584 | 0.056* | |
C50 | 0.0592 (6) | 0.5502 (5) | 0.2712 (5) | 0.0209 (17) | |
C51 | 0.0266 (8) | 0.5635 (7) | 0.1971 (5) | 0.033 (2) | |
C52 | −0.0810 (9) | 0.5005 (8) | 0.1448 (6) | 0.047 (3) | |
H52 | −0.106613 | 0.507695 | 0.093344 | 0.056* | |
C53 | −0.1530 (8) | 0.4279 (7) | 0.1635 (6) | 0.043 (3) | |
C54 | −0.1160 (7) | 0.4200 (6) | 0.2387 (6) | 0.037 (2) | |
H54 | −0.164543 | 0.370884 | 0.253210 | 0.044* | |
C55 | −0.0095 (8) | 0.4819 (7) | 0.2939 (5) | 0.033 (2) | |
C56 | 0.1050 (10) | 0.6421 (7) | 0.1750 (6) | 0.057 (3) | |
H56A | 0.104507 | 0.703186 | 0.203892 | 0.085* | |
H56B | 0.072429 | 0.635259 | 0.118906 | 0.085* | |
H56C | 0.188766 | 0.638926 | 0.188084 | 0.085* | |
C57 | −0.2700 (9) | 0.3621 (8) | 0.1048 (7) | 0.068 (4) | |
H57A | −0.308216 | 0.315226 | 0.128522 | 0.102* | |
H57B | −0.252795 | 0.329826 | 0.059645 | 0.102* | |
H57C | −0.325462 | 0.398149 | 0.087830 | 0.102* | |
C58 | 0.0306 (9) | 0.4704 (8) | 0.3759 (6) | 0.051 (3) | |
H58A | 0.107137 | 0.454421 | 0.385322 | 0.077* | |
H58B | −0.032453 | 0.419700 | 0.381938 | 0.077* | |
H58C | 0.042989 | 0.529566 | 0.413583 | 0.077* | |
Au2 | 0.32100 (3) | 0.77171 (3) | 0.67602 (2) | 0.03643 (13) | |
Cl1 | 0.4481 (3) | 0.8454 (2) | 0.79868 (15) | 0.0602 (8) | |
Cl2 | 0.1922 (2) | 0.6923 (2) | 0.55543 (14) | 0.0475 (6) | |
Cl3 | 0.0096 (3) | −0.1064 (2) | 0.22955 (17) | 0.0683 (8) | |
Cl4 | −0.0574 (3) | −0.1727 (2) | 0.06283 (16) | 0.0634 (8) | |
C59 | −0.0624 (9) | −0.0909 (7) | 0.1407 (6) | 0.048 (3) | |
H59A | −0.022872 | −0.026446 | 0.138168 | 0.058* | |
H59B | −0.148568 | −0.096647 | 0.136127 | 0.058* | |
Cl5 | 0.3382 (3) | −0.0834 (3) | 0.3000 (2) | 0.0777 (10) | |
Cl6 | 0.3542 (4) | −0.1655 (3) | 0.1487 (2) | 0.1018 (13) | |
C60 | 0.3338 (13) | −0.0711 (10) | 0.2067 (8) | 0.084 (4) | |
H60A | 0.254123 | −0.063579 | 0.180585 | 0.101* | |
H60B | 0.398200 | −0.012867 | 0.211722 | 0.101* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Au1 | 0.01953 (18) | 0.01883 (18) | 0.02378 (19) | 0.00784 (14) | 0.00909 (14) | 0.00830 (14) |
O1 | 0.027 (3) | 0.036 (4) | 0.026 (3) | 0.003 (3) | 0.012 (3) | 0.010 (3) |
O2 | 0.061 (4) | 0.013 (3) | 0.040 (4) | −0.004 (3) | 0.029 (3) | 0.000 (3) |
O3 | 0.023 (3) | 0.030 (4) | 0.049 (4) | 0.011 (3) | 0.005 (3) | 0.008 (3) |
O4 | 0.030 (4) | 0.035 (4) | 0.046 (4) | 0.016 (3) | 0.011 (3) | 0.008 (3) |
N1 | 0.021 (3) | 0.015 (4) | 0.022 (3) | 0.005 (3) | 0.011 (3) | 0.009 (3) |
N2 | 0.019 (3) | 0.024 (4) | 0.023 (4) | 0.003 (3) | 0.009 (3) | 0.012 (3) |
N3 | 0.018 (3) | 0.023 (4) | 0.023 (4) | 0.012 (3) | 0.007 (3) | 0.015 (3) |
N4 | 0.016 (3) | 0.022 (4) | 0.025 (4) | 0.006 (3) | 0.009 (3) | 0.011 (3) |
C1 | 0.024 (4) | 0.024 (5) | 0.031 (5) | 0.011 (4) | 0.008 (4) | 0.006 (4) |
C2 | 0.020 (4) | 0.021 (5) | 0.019 (4) | 0.003 (4) | 0.002 (3) | 0.004 (4) |
C3 | 0.016 (4) | 0.029 (5) | 0.015 (4) | 0.003 (4) | 0.002 (3) | 0.005 (4) |
C4 | 0.023 (4) | 0.035 (5) | 0.025 (5) | 0.011 (4) | 0.005 (4) | 0.010 (4) |
C5 | 0.030 (5) | 0.045 (6) | 0.028 (5) | 0.011 (4) | 0.015 (4) | 0.000 (4) |
C6 | 0.046 (6) | 0.039 (6) | 0.032 (5) | 0.011 (5) | 0.016 (5) | −0.005 (5) |
C7 | 0.055 (6) | 0.034 (6) | 0.030 (5) | 0.016 (5) | 0.009 (5) | −0.008 (4) |
C8 | 0.040 (5) | 0.046 (6) | 0.030 (5) | 0.013 (5) | 0.013 (4) | 0.008 (5) |
C9 | 0.035 (5) | 0.021 (5) | 0.032 (5) | 0.002 (4) | 0.016 (4) | −0.003 (4) |
C10 | 0.026 (4) | 0.033 (5) | 0.023 (4) | 0.010 (4) | 0.008 (4) | 0.012 (4) |
C11 | 0.020 (4) | 0.017 (4) | 0.023 (4) | 0.005 (3) | 0.013 (3) | 0.007 (3) |
C12 | 0.019 (4) | 0.013 (4) | 0.029 (4) | 0.003 (3) | 0.013 (4) | 0.008 (4) |
C13 | 0.031 (5) | 0.019 (4) | 0.027 (5) | 0.008 (4) | 0.014 (4) | 0.010 (4) |
C14 | 0.026 (4) | 0.022 (5) | 0.023 (4) | 0.000 (4) | 0.009 (4) | −0.004 (4) |
C15 | 0.038 (5) | 0.034 (6) | 0.032 (5) | −0.001 (4) | 0.019 (5) | 0.012 (4) |
C16 | 0.043 (6) | 0.032 (6) | 0.030 (5) | 0.002 (5) | 0.011 (4) | 0.017 (4) |
C17 | 0.029 (5) | 0.022 (5) | 0.025 (4) | 0.005 (4) | 0.007 (4) | 0.012 (4) |
C18 | 0.034 (5) | 0.037 (6) | 0.029 (5) | 0.013 (4) | 0.004 (4) | 0.014 (4) |
C19 | 0.051 (6) | 0.040 (6) | 0.050 (6) | −0.006 (5) | 0.020 (5) | 0.020 (5) |
C20 | 0.049 (6) | 0.040 (6) | 0.040 (6) | 0.015 (5) | 0.009 (5) | 0.030 (5) |
C21 | 0.026 (4) | 0.022 (5) | 0.028 (5) | 0.004 (4) | 0.019 (4) | 0.005 (4) |
C22 | 0.032 (5) | 0.028 (5) | 0.030 (5) | 0.016 (4) | 0.014 (4) | 0.013 (4) |
C23 | 0.020 (4) | 0.042 (6) | 0.046 (6) | 0.008 (4) | 0.016 (4) | 0.010 (5) |
C24 | 0.047 (6) | 0.029 (5) | 0.047 (6) | 0.016 (4) | 0.036 (5) | 0.021 (5) |
C25 | 0.047 (6) | 0.042 (6) | 0.029 (5) | 0.020 (5) | 0.023 (4) | 0.019 (4) |
C26 | 0.027 (4) | 0.024 (5) | 0.032 (5) | 0.009 (4) | 0.012 (4) | 0.012 (4) |
C27 | 0.032 (5) | 0.050 (6) | 0.045 (6) | 0.019 (5) | 0.018 (5) | 0.023 (5) |
C28 | 0.059 (7) | 0.052 (7) | 0.068 (7) | 0.017 (6) | 0.046 (6) | 0.037 (6) |
C29 | 0.034 (5) | 0.062 (7) | 0.026 (5) | 0.015 (5) | 0.007 (4) | 0.010 (5) |
C30 | 0.020 (4) | 0.022 (5) | 0.019 (4) | 0.005 (4) | 0.004 (4) | 0.007 (4) |
C31 | 0.021 (4) | 0.018 (4) | 0.025 (4) | 0.012 (4) | 0.011 (4) | 0.007 (3) |
C32 | 0.028 (5) | 0.019 (5) | 0.034 (5) | 0.005 (4) | 0.015 (4) | 0.007 (4) |
C33 | 0.028 (5) | 0.030 (5) | 0.035 (5) | 0.010 (4) | 0.019 (4) | 0.024 (4) |
C34 | 0.037 (5) | 0.021 (5) | 0.060 (6) | 0.007 (4) | 0.025 (5) | 0.011 (5) |
C35 | 0.051 (6) | 0.016 (5) | 0.065 (7) | 0.011 (5) | 0.031 (6) | 0.003 (5) |
C36 | 0.049 (6) | 0.034 (6) | 0.053 (6) | 0.027 (5) | 0.033 (5) | 0.018 (5) |
C37 | 0.032 (5) | 0.041 (6) | 0.045 (6) | 0.022 (5) | 0.022 (4) | 0.026 (5) |
C38 | 0.032 (5) | 0.027 (5) | 0.022 (4) | 0.019 (4) | 0.016 (4) | 0.016 (4) |
C39 | 0.024 (5) | 0.021 (5) | 0.024 (4) | 0.010 (4) | 0.010 (4) | 0.008 (4) |
C40 | 0.027 (4) | 0.025 (5) | 0.019 (4) | 0.009 (4) | 0.010 (4) | 0.009 (4) |
C41 | 0.018 (4) | 0.023 (5) | 0.023 (4) | 0.013 (4) | 0.006 (3) | 0.007 (4) |
C42 | 0.018 (4) | 0.032 (5) | 0.026 (4) | 0.015 (4) | 0.007 (4) | 0.012 (4) |
C43 | 0.028 (5) | 0.029 (5) | 0.028 (5) | 0.008 (4) | 0.013 (4) | 0.006 (4) |
C44 | 0.025 (5) | 0.033 (5) | 0.038 (5) | 0.015 (4) | 0.011 (4) | 0.005 (4) |
C45 | 0.032 (5) | 0.045 (6) | 0.027 (5) | 0.025 (5) | 0.006 (4) | 0.023 (4) |
C46 | 0.022 (4) | 0.037 (5) | 0.029 (5) | 0.014 (4) | 0.011 (4) | 0.012 (4) |
C47 | 0.036 (5) | 0.043 (6) | 0.043 (6) | 0.017 (5) | 0.018 (5) | 0.027 (5) |
C48 | 0.027 (5) | 0.071 (8) | 0.051 (6) | 0.025 (5) | 0.013 (5) | 0.022 (6) |
C49 | 0.041 (5) | 0.048 (6) | 0.040 (5) | 0.024 (5) | 0.017 (5) | 0.032 (5) |
C50 | 0.014 (4) | 0.018 (4) | 0.030 (5) | 0.006 (3) | 0.006 (4) | 0.007 (4) |
C51 | 0.031 (5) | 0.040 (6) | 0.030 (5) | 0.016 (5) | 0.005 (4) | 0.013 (4) |
C52 | 0.042 (6) | 0.054 (7) | 0.033 (6) | 0.022 (6) | −0.009 (5) | 0.006 (5) |
C53 | 0.018 (5) | 0.039 (6) | 0.060 (7) | 0.010 (4) | −0.001 (5) | −0.002 (5) |
C54 | 0.019 (5) | 0.027 (5) | 0.058 (7) | 0.001 (4) | 0.013 (5) | 0.003 (5) |
C55 | 0.031 (5) | 0.038 (6) | 0.040 (5) | 0.018 (4) | 0.020 (4) | 0.015 (5) |
C56 | 0.081 (8) | 0.043 (7) | 0.049 (7) | 0.012 (6) | 0.019 (6) | 0.032 (6) |
C57 | 0.030 (6) | 0.055 (8) | 0.083 (9) | 0.004 (6) | −0.013 (6) | −0.011 (7) |
C58 | 0.045 (6) | 0.054 (7) | 0.059 (7) | 0.002 (5) | 0.025 (5) | 0.032 (6) |
Au2 | 0.0391 (2) | 0.0412 (3) | 0.0397 (2) | 0.02189 (19) | 0.01651 (18) | 0.01764 (19) |
Cl1 | 0.0633 (17) | 0.070 (2) | 0.0447 (16) | 0.0420 (16) | 0.0053 (13) | −0.0017 (14) |
Cl2 | 0.0388 (13) | 0.0661 (19) | 0.0400 (14) | 0.0124 (13) | 0.0151 (11) | 0.0210 (13) |
Cl3 | 0.081 (2) | 0.061 (2) | 0.0505 (17) | 0.0179 (17) | 0.0020 (16) | 0.0172 (15) |
Cl4 | 0.0630 (18) | 0.077 (2) | 0.0490 (16) | 0.0199 (16) | 0.0185 (14) | 0.0144 (15) |
C59 | 0.042 (6) | 0.050 (7) | 0.054 (6) | 0.007 (5) | 0.016 (5) | 0.028 (6) |
Cl5 | 0.081 (2) | 0.088 (3) | 0.078 (2) | 0.037 (2) | 0.0255 (19) | 0.039 (2) |
Cl6 | 0.142 (3) | 0.107 (3) | 0.111 (3) | 0.063 (3) | 0.082 (3) | 0.065 (3) |
C60 | 0.108 (11) | 0.089 (11) | 0.091 (10) | 0.041 (9) | 0.054 (9) | 0.062 (9) |
Geometric parameters (Å, º) top
Au1—C30 | 2.004 (8) | C28—H28C | 0.9800 |
Au1—C1 | 2.013 (8) | C29—H29A | 0.9800 |
O1—C3 | 1.210 (9) | C29—H29B | 0.9800 |
O2—C10 | 1.212 (9) | C29—H29C | 0.9800 |
O3—C32 | 1.181 (9) | C31—C40 | 1.363 (10) |
O4—C39 | 1.218 (9) | C31—C32 | 1.484 (11) |
N1—C1 | 1.372 (9) | C32—C33 | 1.509 (11) |
N1—C2 | 1.396 (10) | C33—C34 | 1.376 (12) |
N1—C12 | 1.450 (9) | C33—C38 | 1.408 (11) |
N2—C1 | 1.341 (10) | C34—C35 | 1.392 (12) |
N2—C11 | 1.373 (9) | C34—H34 | 0.9500 |
N2—C21 | 1.461 (9) | C35—C36 | 1.345 (13) |
N3—C30 | 1.353 (10) | C35—H35 | 0.9500 |
N3—C31 | 1.375 (9) | C36—C37 | 1.398 (12) |
N3—C41 | 1.467 (9) | C36—H36 | 0.9500 |
N4—C30 | 1.364 (9) | C37—C38 | 1.383 (10) |
N4—C40 | 1.384 (10) | C37—H37 | 0.9500 |
N4—C50 | 1.462 (9) | C38—C39 | 1.484 (11) |
C2—C11 | 1.364 (10) | C39—C40 | 1.459 (10) |
C2—C3 | 1.454 (10) | C41—C42 | 1.360 (10) |
C3—C4 | 1.457 (11) | C41—C46 | 1.395 (11) |
C4—C5 | 1.388 (10) | C42—C43 | 1.405 (10) |
C4—C9 | 1.410 (11) | C42—C47 | 1.511 (11) |
C5—C6 | 1.379 (12) | C43—C44 | 1.366 (12) |
C5—H5 | 0.9500 | C43—H43 | 0.9500 |
C6—C7 | 1.380 (13) | C44—C45 | 1.388 (11) |
C6—H6 | 0.9500 | C44—C48 | 1.518 (11) |
C7—C8 | 1.392 (11) | C45—C46 | 1.405 (10) |
C7—H7 | 0.9500 | C45—H45 | 0.9500 |
C8—C9 | 1.374 (12) | C46—C49 | 1.501 (11) |
C8—H8 | 0.9500 | C47—H47A | 0.9800 |
C9—C10 | 1.502 (10) | C47—H47B | 0.9800 |
C10—C11 | 1.455 (11) | C47—H47C | 0.9800 |
C12—C13 | 1.375 (11) | C48—H48A | 0.9800 |
C12—C17 | 1.398 (11) | C48—H48B | 0.9800 |
C13—C14 | 1.411 (11) | C48—H48C | 0.9800 |
C13—C18 | 1.507 (11) | C49—H49A | 0.9800 |
C14—C15 | 1.372 (12) | C49—H49B | 0.9800 |
C14—H14 | 0.9500 | C49—H49C | 0.9800 |
C15—C16 | 1.382 (12) | C50—C55 | 1.356 (11) |
C15—C19 | 1.517 (12) | C50—C51 | 1.383 (11) |
C16—C17 | 1.383 (11) | C51—C52 | 1.382 (12) |
C16—H16 | 0.9500 | C51—C56 | 1.512 (13) |
C17—C20 | 1.520 (11) | C52—C53 | 1.378 (14) |
C18—H18A | 0.9800 | C52—H52 | 0.9500 |
C18—H18B | 0.9800 | C53—C54 | 1.375 (14) |
C18—H18C | 0.9800 | C53—C57 | 1.501 (13) |
C19—H19A | 0.9800 | C54—C55 | 1.389 (12) |
C19—H19B | 0.9800 | C54—H54 | 0.9500 |
C19—H19C | 0.9800 | C55—C58 | 1.515 (13) |
C20—H20A | 0.9800 | C56—H56A | 0.9800 |
C20—H20B | 0.9800 | C56—H56B | 0.9800 |
C20—H20C | 0.9800 | C56—H56C | 0.9800 |
C21—C26 | 1.394 (11) | C57—H57A | 0.9800 |
C21—C22 | 1.402 (11) | C57—H57B | 0.9800 |
C22—C23 | 1.407 (11) | C57—H57C | 0.9800 |
C22—C27 | 1.475 (12) | C58—H58A | 0.9800 |
C23—C24 | 1.364 (12) | C58—H58B | 0.9800 |
C23—H23 | 0.9500 | C58—H58C | 0.9800 |
C24—C25 | 1.382 (12) | Au2—Cl2 | 2.254 (3) |
C24—C28 | 1.520 (11) | Au2—Cl1 | 2.261 (3) |
C25—C26 | 1.385 (11) | Cl3—C59 | 1.723 (10) |
C25—H25 | 0.9500 | Cl4—C59 | 1.739 (10) |
C26—C29 | 1.502 (11) | C59—H59A | 0.9900 |
C27—H27A | 0.9800 | C59—H59B | 0.9900 |
C27—H27B | 0.9800 | Cl5—C60 | 1.748 (12) |
C27—H27C | 0.9800 | Cl6—C60 | 1.729 (14) |
C28—H28A | 0.9800 | C60—H60A | 0.9900 |
C28—H28B | 0.9800 | C60—H60B | 0.9900 |
| | | |
C30—Au1—C1 | 173.9 (3) | N3—C30—N4 | 105.4 (6) |
C1—N1—C2 | 109.4 (6) | N3—C30—Au1 | 129.3 (5) |
C1—N1—C12 | 123.9 (6) | N4—C30—Au1 | 125.2 (6) |
C2—N1—C12 | 126.5 (6) | C40—C31—N3 | 106.8 (7) |
C1—N2—C11 | 111.1 (6) | C40—C31—C32 | 123.9 (7) |
C1—N2—C21 | 124.4 (6) | N3—C31—C32 | 129.2 (7) |
C11—N2—C21 | 124.5 (6) | O3—C32—C31 | 122.8 (7) |
C30—N3—C31 | 110.9 (6) | O3—C32—C33 | 124.2 (8) |
C30—N3—C41 | 122.8 (6) | C31—C32—C33 | 113.0 (7) |
C31—N3—C41 | 126.1 (6) | C34—C33—C38 | 120.6 (8) |
C30—N4—C40 | 110.1 (6) | C34—C33—C32 | 117.5 (8) |
C30—N4—C50 | 121.9 (6) | C38—C33—C32 | 121.9 (8) |
C40—N4—C50 | 128.0 (6) | C33—C34—C35 | 119.0 (9) |
N2—C1—N1 | 105.9 (6) | C33—C34—H34 | 120.5 |
N2—C1—Au1 | 131.4 (6) | C35—C34—H34 | 120.5 |
N1—C1—Au1 | 122.0 (6) | C36—C35—C34 | 121.8 (9) |
C11—C2—N1 | 106.5 (6) | C36—C35—H35 | 119.1 |
C11—C2—C3 | 124.1 (7) | C34—C35—H35 | 119.1 |
N1—C2—C3 | 129.3 (7) | C35—C36—C37 | 119.3 (8) |
O1—C3—C2 | 123.0 (8) | C35—C36—H36 | 120.4 |
O1—C3—C4 | 122.8 (7) | C37—C36—H36 | 120.4 |
C2—C3—C4 | 114.2 (7) | C38—C37—C36 | 121.0 (8) |
C5—C4—C9 | 118.6 (8) | C38—C37—H37 | 119.5 |
C5—C4—C3 | 118.2 (8) | C36—C37—H37 | 119.5 |
C9—C4—C3 | 123.3 (7) | C37—C38—C33 | 118.2 (8) |
C6—C5—C4 | 120.4 (9) | C37—C38—C39 | 118.9 (7) |
C6—C5—H5 | 119.8 | C33—C38—C39 | 122.9 (7) |
C4—C5—H5 | 119.8 | O4—C39—C40 | 122.9 (7) |
C5—C6—C7 | 120.7 (8) | O4—C39—C38 | 123.1 (7) |
C5—C6—H6 | 119.6 | C40—C39—C38 | 114.0 (7) |
C7—C6—H6 | 119.6 | C31—C40—N4 | 106.8 (6) |
C6—C7—C8 | 119.7 (9) | C31—C40—C39 | 124.2 (7) |
C6—C7—H7 | 120.1 | N4—C40—C39 | 129.0 (7) |
C8—C7—H7 | 120.1 | C42—C41—C46 | 123.7 (7) |
C9—C8—C7 | 119.8 (9) | C42—C41—N3 | 119.1 (7) |
C9—C8—H8 | 120.1 | C46—C41—N3 | 117.1 (6) |
C7—C8—H8 | 120.1 | C41—C42—C43 | 118.0 (7) |
C8—C9—C4 | 120.7 (7) | C41—C42—C47 | 121.4 (7) |
C8—C9—C10 | 118.6 (8) | C43—C42—C47 | 120.6 (7) |
C4—C9—C10 | 120.5 (7) | C44—C43—C42 | 121.3 (7) |
O2—C10—C11 | 122.9 (7) | C44—C43—H43 | 119.3 |
O2—C10—C9 | 122.4 (8) | C42—C43—H43 | 119.3 |
C11—C10—C9 | 114.6 (7) | C43—C44—C45 | 118.8 (7) |
C2—C11—N2 | 107.1 (7) | C43—C44—C48 | 120.7 (8) |
C2—C11—C10 | 123.0 (7) | C45—C44—C48 | 120.5 (8) |
N2—C11—C10 | 129.9 (6) | C44—C45—C46 | 122.3 (8) |
C13—C12—C17 | 122.7 (7) | C44—C45—H45 | 118.9 |
C13—C12—N1 | 118.4 (7) | C46—C45—H45 | 118.9 |
C17—C12—N1 | 118.8 (7) | C41—C46—C45 | 115.8 (7) |
C12—C13—C14 | 117.7 (7) | C41—C46—C49 | 122.5 (7) |
C12—C13—C18 | 122.7 (7) | C45—C46—C49 | 121.7 (7) |
C14—C13—C18 | 119.6 (7) | C42—C47—H47A | 109.5 |
C15—C14—C13 | 120.9 (8) | C42—C47—H47B | 109.5 |
C15—C14—H14 | 119.5 | H47A—C47—H47B | 109.5 |
C13—C14—H14 | 119.5 | C42—C47—H47C | 109.5 |
C14—C15—C16 | 119.3 (8) | H47A—C47—H47C | 109.5 |
C14—C15—C19 | 120.1 (8) | H47B—C47—H47C | 109.5 |
C16—C15—C19 | 120.5 (8) | C44—C48—H48A | 109.5 |
C15—C16—C17 | 121.9 (8) | C44—C48—H48B | 109.5 |
C15—C16—H16 | 119.0 | H48A—C48—H48B | 109.5 |
C17—C16—H16 | 119.0 | C44—C48—H48C | 109.5 |
C16—C17—C12 | 117.3 (7) | H48A—C48—H48C | 109.5 |
C16—C17—C20 | 121.7 (7) | H48B—C48—H48C | 109.5 |
C12—C17—C20 | 121.1 (7) | C46—C49—H49A | 109.5 |
C13—C18—H18A | 109.5 | C46—C49—H49B | 109.5 |
C13—C18—H18B | 109.5 | H49A—C49—H49B | 109.5 |
H18A—C18—H18B | 109.5 | C46—C49—H49C | 109.5 |
C13—C18—H18C | 109.5 | H49A—C49—H49C | 109.5 |
H18A—C18—H18C | 109.5 | H49B—C49—H49C | 109.5 |
H18B—C18—H18C | 109.5 | C55—C50—C51 | 123.6 (8) |
C15—C19—H19A | 109.5 | C55—C50—N4 | 119.1 (7) |
C15—C19—H19B | 109.5 | C51—C50—N4 | 117.3 (7) |
H19A—C19—H19B | 109.5 | C52—C51—C50 | 115.9 (9) |
C15—C19—H19C | 109.5 | C52—C51—C56 | 122.4 (9) |
H19A—C19—H19C | 109.5 | C50—C51—C56 | 121.6 (8) |
H19B—C19—H19C | 109.5 | C53—C52—C51 | 123.3 (9) |
C17—C20—H20A | 109.5 | C53—C52—H52 | 118.4 |
C17—C20—H20B | 109.5 | C51—C52—H52 | 118.4 |
H20A—C20—H20B | 109.5 | C54—C53—C52 | 117.5 (8) |
C17—C20—H20C | 109.5 | C54—C53—C57 | 121.2 (10) |
H20A—C20—H20C | 109.5 | C52—C53—C57 | 121.2 (10) |
H20B—C20—H20C | 109.5 | C53—C54—C55 | 121.6 (9) |
C26—C21—C22 | 123.4 (7) | C53—C54—H54 | 119.2 |
C26—C21—N2 | 119.1 (7) | C55—C54—H54 | 119.2 |
C22—C21—N2 | 117.5 (7) | C50—C55—C54 | 117.9 (8) |
C21—C22—C23 | 115.1 (8) | C50—C55—C58 | 121.5 (8) |
C21—C22—C27 | 121.0 (7) | C54—C55—C58 | 120.6 (9) |
C23—C22—C27 | 123.8 (7) | C51—C56—H56A | 109.5 |
C24—C23—C22 | 123.4 (8) | C51—C56—H56B | 109.5 |
C24—C23—H23 | 118.3 | H56A—C56—H56B | 109.5 |
C22—C23—H23 | 118.3 | C51—C56—H56C | 109.5 |
C23—C24—C25 | 118.8 (7) | H56A—C56—H56C | 109.5 |
C23—C24—C28 | 120.5 (8) | H56B—C56—H56C | 109.5 |
C25—C24—C28 | 120.5 (8) | C53—C57—H57A | 109.5 |
C24—C25—C26 | 121.7 (8) | C53—C57—H57B | 109.5 |
C24—C25—H25 | 119.2 | H57A—C57—H57B | 109.5 |
C26—C25—H25 | 119.2 | C53—C57—H57C | 109.5 |
C25—C26—C21 | 117.5 (7) | H57A—C57—H57C | 109.5 |
C25—C26—C29 | 121.2 (8) | H57B—C57—H57C | 109.5 |
C21—C26—C29 | 121.2 (7) | C55—C58—H58A | 109.5 |
C22—C27—H27A | 109.5 | C55—C58—H58B | 109.5 |
C22—C27—H27B | 109.5 | H58A—C58—H58B | 109.5 |
H27A—C27—H27B | 109.5 | C55—C58—H58C | 109.5 |
C22—C27—H27C | 109.5 | H58A—C58—H58C | 109.5 |
H27A—C27—H27C | 109.5 | H58B—C58—H58C | 109.5 |
H27B—C27—H27C | 109.5 | Cl2—Au2—Cl1 | 177.45 (11) |
C24—C28—H28A | 109.5 | Cl3—C59—Cl4 | 112.3 (6) |
C24—C28—H28B | 109.5 | Cl3—C59—H59A | 109.1 |
H28A—C28—H28B | 109.5 | Cl4—C59—H59A | 109.1 |
C24—C28—H28C | 109.5 | Cl3—C59—H59B | 109.1 |
H28A—C28—H28C | 109.5 | Cl4—C59—H59B | 109.1 |
H28B—C28—H28C | 109.5 | H59A—C59—H59B | 107.9 |
C26—C29—H29A | 109.5 | Cl6—C60—Cl5 | 113.6 (7) |
C26—C29—H29B | 109.5 | Cl6—C60—H60A | 108.8 |
H29A—C29—H29B | 109.5 | Cl5—C60—H60A | 108.8 |
C26—C29—H29C | 109.5 | Cl6—C60—H60B | 108.8 |
H29A—C29—H29C | 109.5 | Cl5—C60—H60B | 108.8 |
H29B—C29—H29C | 109.5 | H60A—C60—H60B | 107.7 |
| | | |
C11—N2—C1—N1 | 1.7 (9) | C31—N3—C30—N4 | −0.6 (8) |
C21—N2—C1—N1 | −178.7 (6) | C41—N3—C30—N4 | −174.8 (6) |
C11—N2—C1—Au1 | 171.8 (6) | C31—N3—C30—Au1 | 175.4 (6) |
C21—N2—C1—Au1 | −8.6 (12) | C41—N3—C30—Au1 | 1.2 (10) |
C2—N1—C1—N2 | −0.8 (8) | C40—N4—C30—N3 | 0.3 (8) |
C12—N1—C1—N2 | −176.5 (6) | C50—N4—C30—N3 | 179.3 (6) |
C2—N1—C1—Au1 | −172.0 (5) | C40—N4—C30—Au1 | −175.9 (5) |
C12—N1—C1—Au1 | 12.3 (10) | C50—N4—C30—Au1 | 3.1 (10) |
C1—N1—C2—C11 | −0.4 (9) | C30—N3—C31—C40 | 0.7 (8) |
C12—N1—C2—C11 | 175.1 (7) | C41—N3—C31—C40 | 174.6 (6) |
C1—N1—C2—C3 | 176.3 (7) | C30—N3—C31—C32 | 177.7 (7) |
C12—N1—C2—C3 | −8.2 (13) | C41—N3—C31—C32 | −8.4 (12) |
C11—C2—C3—O1 | 171.0 (8) | C40—C31—C32—O3 | 176.4 (8) |
N1—C2—C3—O1 | −5.1 (13) | N3—C31—C32—O3 | −0.1 (13) |
C11—C2—C3—C4 | −6.8 (11) | C40—C31—C32—C33 | −5.5 (11) |
N1—C2—C3—C4 | 177.0 (7) | N3—C31—C32—C33 | 177.9 (7) |
O1—C3—C4—C5 | 6.1 (12) | O3—C32—C33—C34 | 0.9 (12) |
C2—C3—C4—C5 | −176.1 (7) | C31—C32—C33—C34 | −177.1 (7) |
O1—C3—C4—C9 | −174.5 (8) | O3—C32—C33—C38 | −178.1 (8) |
C2—C3—C4—C9 | 3.3 (11) | C31—C32—C33—C38 | 3.9 (10) |
C9—C4—C5—C6 | 0.9 (13) | C38—C33—C34—C35 | −2.8 (13) |
C3—C4—C5—C6 | −179.7 (8) | C32—C33—C34—C35 | 178.3 (8) |
C4—C5—C6—C7 | −0.2 (14) | C33—C34—C35—C36 | 0.7 (14) |
C5—C6—C7—C8 | 1.6 (15) | C34—C35—C36—C37 | 1.6 (14) |
C6—C7—C8—C9 | −3.6 (14) | C35—C36—C37—C38 | −2.0 (13) |
C7—C8—C9—C4 | 4.3 (14) | C36—C37—C38—C33 | 0.0 (12) |
C7—C8—C9—C10 | 179.9 (8) | C36—C37—C38—C39 | −178.5 (7) |
C5—C4—C9—C8 | −2.9 (13) | C34—C33—C38—C37 | 2.4 (11) |
C3—C4—C9—C8 | 177.7 (8) | C32—C33—C38—C37 | −178.7 (7) |
C5—C4—C9—C10 | −178.4 (7) | C34—C33—C38—C39 | −179.2 (8) |
C3—C4—C9—C10 | 2.2 (13) | C32—C33—C38—C39 | −0.3 (11) |
C8—C9—C10—O2 | 3.0 (13) | C37—C38—C39—O4 | −4.9 (12) |
C4—C9—C10—O2 | 178.6 (8) | C33—C38—C39—O4 | 176.7 (7) |
C8—C9—C10—C11 | 179.8 (8) | C37—C38—C39—C40 | 176.2 (7) |
C4—C9—C10—C11 | −4.6 (11) | C33—C38—C39—C40 | −2.2 (11) |
N1—C2—C11—N2 | 1.4 (8) | N3—C31—C40—N4 | −0.5 (8) |
C3—C2—C11—N2 | −175.5 (7) | C32—C31—C40—N4 | −177.6 (7) |
N1—C2—C11—C10 | −178.5 (7) | N3—C31—C40—C39 | −179.4 (7) |
C3—C2—C11—C10 | 4.6 (12) | C32—C31—C40—C39 | 3.4 (12) |
C1—N2—C11—C2 | −2.0 (9) | C30—N4—C40—C31 | 0.1 (8) |
C21—N2—C11—C2 | 178.4 (7) | C50—N4—C40—C31 | −178.8 (7) |
C1—N2—C11—C10 | 177.9 (8) | C30—N4—C40—C39 | 179.0 (7) |
C21—N2—C11—C10 | −1.6 (13) | C50—N4—C40—C39 | 0.1 (13) |
O2—C10—C11—C2 | 178.2 (8) | O4—C39—C40—C31 | −178.2 (8) |
C9—C10—C11—C2 | 1.3 (11) | C38—C39—C40—C31 | 0.7 (11) |
O2—C10—C11—N2 | −1.8 (14) | O4—C39—C40—N4 | 3.1 (13) |
C9—C10—C11—N2 | −178.6 (7) | C38—C39—C40—N4 | −178.0 (7) |
C1—N1—C12—C13 | 77.4 (9) | C30—N3—C41—C42 | 82.9 (10) |
C2—N1—C12—C13 | −97.6 (9) | C31—N3—C41—C42 | −90.4 (9) |
C1—N1—C12—C17 | −104.3 (9) | C30—N3—C41—C46 | −95.9 (9) |
C2—N1—C12—C17 | 80.8 (9) | C31—N3—C41—C46 | 90.8 (9) |
C17—C12—C13—C14 | −2.0 (11) | C46—C41—C42—C43 | −1.7 (13) |
N1—C12—C13—C14 | 176.2 (6) | N3—C41—C42—C43 | 179.6 (7) |
C17—C12—C13—C18 | 175.8 (7) | C46—C41—C42—C47 | 178.4 (8) |
N1—C12—C13—C18 | −6.0 (11) | N3—C41—C42—C47 | −0.3 (12) |
C12—C13—C14—C15 | −0.1 (11) | C41—C42—C43—C44 | 0.9 (13) |
C18—C13—C14—C15 | −178.0 (8) | C47—C42—C43—C44 | −179.2 (8) |
C13—C14—C15—C16 | 2.9 (12) | C42—C43—C44—C45 | −0.5 (13) |
C13—C14—C15—C19 | 178.8 (8) | C42—C43—C44—C48 | 177.5 (8) |
C14—C15—C16—C17 | −3.7 (13) | C43—C44—C45—C46 | 0.9 (14) |
C19—C15—C16—C17 | −179.7 (8) | C48—C44—C45—C46 | −177.1 (8) |
C15—C16—C17—C12 | 1.7 (13) | C42—C41—C46—C45 | 2.0 (13) |
C15—C16—C17—C20 | −179.1 (8) | N3—C41—C46—C45 | −179.3 (7) |
C13—C12—C17—C16 | 1.2 (12) | C42—C41—C46—C49 | −179.4 (8) |
N1—C12—C17—C16 | −177.0 (7) | N3—C41—C46—C49 | −0.7 (12) |
C13—C12—C17—C20 | −178.0 (7) | C44—C45—C46—C41 | −1.6 (13) |
N1—C12—C17—C20 | 3.8 (11) | C44—C45—C46—C49 | 179.8 (9) |
C1—N2—C21—C26 | −96.3 (10) | C30—N4—C50—C55 | 84.0 (9) |
C11—N2—C21—C26 | 83.2 (10) | C40—N4—C50—C55 | −97.2 (9) |
C1—N2—C21—C22 | 85.4 (10) | C30—N4—C50—C51 | −95.1 (9) |
C11—N2—C21—C22 | −95.0 (9) | C40—N4—C50—C51 | 83.6 (9) |
C26—C21—C22—C23 | −0.8 (12) | C55—C50—C51—C52 | −1.6 (12) |
N2—C21—C22—C23 | 177.4 (7) | N4—C50—C51—C52 | 177.6 (7) |
C26—C21—C22—C27 | −178.0 (8) | C55—C50—C51—C56 | 178.6 (8) |
N2—C21—C22—C27 | 0.2 (12) | N4—C50—C51—C56 | −2.2 (12) |
C21—C22—C23—C24 | 0.8 (13) | C50—C51—C52—C53 | −0.4 (14) |
C27—C22—C23—C24 | 177.9 (9) | C56—C51—C52—C53 | 179.4 (9) |
C22—C23—C24—C25 | −1.0 (14) | C51—C52—C53—C54 | 1.5 (14) |
C22—C23—C24—C28 | −176.4 (9) | C51—C52—C53—C57 | 179.3 (9) |
C23—C24—C25—C26 | 1.1 (14) | C52—C53—C54—C55 | −0.7 (13) |
C28—C24—C25—C26 | 176.5 (8) | C57—C53—C54—C55 | −178.4 (8) |
C24—C25—C26—C21 | −1.1 (13) | C51—C50—C55—C54 | 2.4 (12) |
C24—C25—C26—C29 | −177.2 (8) | N4—C50—C55—C54 | −176.8 (7) |
C22—C21—C26—C25 | 1.0 (12) | C51—C50—C55—C58 | 179.9 (8) |
N2—C21—C26—C25 | −177.2 (7) | N4—C50—C55—C58 | 0.8 (12) |
C22—C21—C26—C29 | 177.0 (8) | C53—C54—C55—C50 | −1.2 (13) |
N2—C21—C26—C29 | −1.1 (12) | C53—C54—C55—C58 | −178.8 (8) |
Selected bond lengths (Å) and angles (°) for [(NQMes)2Au]Cl, 2, and
[(NQMes)2Au][AuCl2], 4 topCompound | [(NQMes)2Au]Cl, 2 | [(NQMes)2Au][AuCl2], 4 |
Au—Ccarbenea | 2.019[6] | 2.009[6] |
C1carbene—Na | 1.362[5] | 1.357[8] |
C30carbene—Na | 1.354[5] | 1.359[8] |
N1—C11/N2—C2 | 1.384 (7)/1.385 (8) | 1.373 (9)/1.396 (10) |
C2—C11 | 1.348 (8) | 1.364 (10) |
C2—C3 | 1.471 (9) | 1.454 (10) |
C—Oa | 1.214[4] | 1.205[9] |
Cl1—Au2 | – | 2.261 (3) |
Au2—Cl2 | – | 2.254 (3) |
Carbene—Au—Carbene | 174.2 (2) | 173.9 (3) |
N1—C1—N2 | 106.2 (5) | 105.9 (6) |
C1—N2—C2 | 109.6 (5) | 109.4 (6) |
C1—N1—C11 | 109.2 (5) | 111.1 (6) |
Imiplane—Au—Imiplanec | 72.5 (2) | 61.8 (3) |
Notes: (a) average interatomic distances are displayed when two
identical bond types or angles are present; (b) average standard
uncertainties were computed according to the reference (McRee, 1999);
(c Imiplane denotes the plane defined by five atoms that constitutes
the imidazolylidene ring. |
Selected bond lengths (Å) and angles (°) for compounds
2 and 4 topPlease define Imi-1 and Imi-2. Do square brackets indicate averages? |
Compound | [(NQMes)2Au]Cl, 2 | [(NQMes)2Au][AuCl2], 4 |
Au—C(carbene) | 2.017[5] | 2.004[8] |
C(carbene)—N1/C(carbene)—N2 | 1.356 (6)/1.364 (6) | 1.369 (9)/1.347 (11) |
N1—C11/N2—C2 | 1.385 (6)/1.388 (6) | 1.400 (10)/1.374 (9) |
C2—C11 | 1.384 (7) | 1.366 (11) |
C2—C3 | 1.468 (7) | 1.454 (10) |
C3—O2 | 1.214 (7) | 1.212 (9) |
Cl1—Au2 | | 2.263 (3) |
Au2—Cl2 | | 2.255 (3) |
C(carbene)—Au—C(carbene) | 173.7[2] | 173.8[3] |
N1—C(carbene)—N2 | 106.4 (4) | 105.8 (7) |
C1—N2—C2 | 109.4 (4) | 109.5 (6) |
C1—N1—C11 | 109.3 (4) | 111.2 (6) |
Imi-1(plane)—Au—Imi-2(plane) | 69.7 | 62.27 |
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