Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680604459X/bv2036sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680604459X/bv2036Isup2.hkl |
CCDC reference: 633636
Data collection: SMART (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1998); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXL97.
[Ir(C10H15)(C4N2S2)] | Z = 4 |
Mr = 467.60 | F(000) = 888 |
Triclinic, P1 | Dx = 1.964 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.891 (9) Å | Cell parameters from 6598 reflections |
b = 13.090 (13) Å | θ = 2.0–27.0° |
c = 14.548 (14) Å | µ = 8.69 mm−1 |
α = 98.347 (13)° | T = 298 K |
β = 97.794 (12)° | Block, red |
γ = 106.131 (11)° | 0.15 × 0.14 × 0.13 mm |
V = 1581 (3) Å3 |
Bruker SMART CCD area-detector diffractometer | 6598 independent reflections |
Radiation source: fine-focus sealed tube | 4925 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.000 |
φ and ω scans | θmax = 27.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | h = −11→11 |
Tmin = 0.356, Tmax = 0.398 | k = −16→16 |
6598 measured reflections | l = 0→18 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.096 | H-atom parameters constrained |
S = 0.97 | w = 1/[σ2(Fo2) + (13.7468P)2 + 14.5636P] where P = (Fo2 + 2Fc2)/3 |
6598 reflections | (Δ/σ)max = 0.001 |
343 parameters | Δρmax = 1.41 e Å−3 |
0 restraints | Δρmin = −2.28 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
Ir1 | 0.84997 (3) | 0.07207 (3) | 0.29571 (2) | 0.03707 (10) | |
Ir2 | 0.71112 (3) | 0.42889 (3) | 0.79490 (2) | 0.03760 (10) | |
S1 | 0.9404 (3) | −0.06897 (19) | 0.31269 (17) | 0.0501 (5) | |
S2 | 0.7186 (3) | 0.03827 (19) | 0.41412 (16) | 0.0502 (5) | |
S3 | 0.7489 (3) | 0.57174 (19) | 0.91107 (16) | 0.0533 (6) | |
S4 | 0.9769 (2) | 0.46672 (19) | 0.81171 (17) | 0.0510 (5) | |
N1 | 0.9138 (10) | −0.2958 (7) | 0.4416 (7) | 0.073 (3) | |
N2 | 0.6206 (10) | −0.1505 (8) | 0.5792 (7) | 0.079 (3) | |
N3 | 1.3585 (9) | 0.6640 (7) | 0.9367 (7) | 0.075 (3) | |
N4 | 1.0547 (11) | 0.8053 (7) | 1.0690 (7) | 0.084 (3) | |
C1 | 0.8117 (10) | 0.0954 (8) | 0.1493 (6) | 0.053 (2) | |
C2 | 0.9765 (9) | 0.1394 (7) | 0.1873 (6) | 0.042 (2) | |
C3 | 0.9953 (9) | 0.2259 (7) | 0.2683 (6) | 0.0408 (19) | |
C4 | 0.8390 (10) | 0.2329 (7) | 0.2764 (7) | 0.050 (2) | |
C5 | 0.7259 (9) | 0.1531 (8) | 0.2058 (6) | 0.049 (2) | |
C6 | 1.1495 (10) | 0.2994 (8) | 0.3244 (7) | 0.064 (3) | |
H6A | 1.1849 | 0.3607 | 0.2951 | 0.096* | |
H6B | 1.2274 | 0.2612 | 0.3270 | 0.096* | |
H6C | 1.1358 | 0.3236 | 0.3873 | 0.096* | |
C7 | 0.8056 (14) | 0.3137 (9) | 0.3463 (8) | 0.082 (3) | |
H7A | 0.8073 | 0.3773 | 0.3203 | 0.123* | |
H7B | 0.8852 | 0.3328 | 0.4027 | 0.123* | |
H7C | 0.7025 | 0.2836 | 0.3613 | 0.123* | |
C8 | 0.5459 (10) | 0.1332 (10) | 0.1867 (8) | 0.089 (4) | |
H8A | 0.5202 | 0.1793 | 0.1454 | 0.133* | |
H8B | 0.5110 | 0.1488 | 0.2453 | 0.133* | |
H8C | 0.4933 | 0.0588 | 0.1573 | 0.133* | |
C9 | 0.7431 (13) | 0.0057 (9) | 0.0626 (7) | 0.086 (4) | |
H9A | 0.7385 | 0.0369 | 0.0069 | 0.129* | |
H9B | 0.6378 | −0.0358 | 0.0672 | 0.129* | |
H9C | 0.8097 | −0.0407 | 0.0590 | 0.129* | |
C10 | 1.1081 (11) | 0.1056 (9) | 0.1494 (8) | 0.075 (3) | |
H10A | 1.1425 | 0.1473 | 0.1028 | 0.112* | |
H10B | 1.0698 | 0.0300 | 0.1210 | 0.112* | |
H10C | 1.1960 | 0.1180 | 0.2002 | 0.112* | |
C11 | 0.8580 (9) | −0.1208 (7) | 0.4022 (6) | 0.046 (2) | |
C12 | 0.8884 (10) | −0.2187 (8) | 0.4259 (6) | 0.050 (2) | |
C13 | 0.7581 (9) | −0.0742 (7) | 0.4473 (6) | 0.0424 (19) | |
C14 | 0.6832 (10) | −0.1172 (8) | 0.5214 (7) | 0.051 (2) | |
C15 | 0.5861 (12) | 0.3600 (9) | 0.6512 (6) | 0.065 (3) | |
C16 | 0.4822 (10) | 0.4029 (7) | 0.7047 (7) | 0.055 (2) | |
C17 | 0.4563 (9) | 0.3442 (7) | 0.7758 (7) | 0.050 (2) | |
C18 | 0.5442 (9) | 0.2661 (7) | 0.7692 (6) | 0.048 (2) | |
C19 | 0.6231 (9) | 0.2765 (7) | 0.6903 (6) | 0.050 (2) | |
C20 | 0.6462 (17) | 0.4004 (11) | 0.5625 (8) | 0.127 (6) | |
H20A | 0.5733 | 0.3583 | 0.5062 | 0.191* | |
H20B | 0.7498 | 0.3924 | 0.5604 | 0.191* | |
H20C | 0.6523 | 0.4754 | 0.5666 | 0.191* | |
C21 | 0.4098 (13) | 0.4912 (9) | 0.6867 (10) | 0.107 (5) | |
H21A | 0.3091 | 0.4600 | 0.6444 | 0.161* | |
H21B | 0.4801 | 0.5426 | 0.6588 | 0.161* | |
H21C | 0.3943 | 0.5272 | 0.7454 | 0.161* | |
C22 | 0.3496 (11) | 0.3528 (10) | 0.8485 (8) | 0.088 (4) | |
H22A | 0.2429 | 0.3074 | 0.8223 | 0.133* | |
H22B | 0.3500 | 0.4266 | 0.8648 | 0.133* | |
H22C | 0.3889 | 0.3297 | 0.9041 | 0.133* | |
C23 | 0.5439 (12) | 0.1833 (8) | 0.8307 (8) | 0.080 (4) | |
H23A | 0.4585 | 0.1181 | 0.8033 | 0.121* | |
H23B | 0.5293 | 0.2111 | 0.8925 | 0.121* | |
H23C | 0.6436 | 0.1676 | 0.8356 | 0.121* | |
C24 | 0.7196 (12) | 0.2075 (10) | 0.6559 (9) | 0.103 (4) | |
H24A | 0.6517 | 0.1454 | 0.6107 | 0.155* | |
H24B | 0.7692 | 0.1840 | 0.7083 | 0.155* | |
H24C | 0.8003 | 0.2486 | 0.6265 | 0.155* | |
C25 | 1.0516 (9) | 0.5808 (7) | 0.8979 (6) | 0.047 (2) | |
C26 | 0.9539 (9) | 0.6281 (6) | 0.9419 (6) | 0.0417 (19) | |
C27 | 1.2241 (11) | 0.6281 (8) | 0.9217 (7) | 0.059 (3) | |
C28 | 1.0131 (11) | 0.7263 (8) | 1.0145 (7) | 0.057 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ir1 | 0.03717 (17) | 0.0445 (2) | 0.03266 (18) | 0.01472 (14) | 0.00799 (13) | 0.01136 (14) |
Ir2 | 0.03918 (17) | 0.0396 (2) | 0.03427 (18) | 0.01249 (14) | 0.00678 (14) | 0.00682 (14) |
S1 | 0.0562 (12) | 0.0581 (15) | 0.0517 (13) | 0.0302 (11) | 0.0227 (11) | 0.0232 (11) |
S2 | 0.0621 (13) | 0.0584 (15) | 0.0461 (13) | 0.0306 (11) | 0.0270 (11) | 0.0203 (11) |
S3 | 0.0492 (12) | 0.0549 (15) | 0.0500 (13) | 0.0121 (11) | 0.0119 (11) | −0.0033 (11) |
S4 | 0.0408 (11) | 0.0539 (14) | 0.0558 (14) | 0.0154 (10) | 0.0083 (10) | 0.0010 (11) |
N1 | 0.095 (6) | 0.064 (6) | 0.075 (6) | 0.041 (5) | 0.015 (5) | 0.032 (5) |
N2 | 0.073 (5) | 0.109 (8) | 0.078 (6) | 0.034 (5) | 0.038 (5) | 0.055 (6) |
N3 | 0.055 (5) | 0.087 (7) | 0.077 (6) | 0.011 (5) | 0.008 (5) | 0.022 (5) |
N4 | 0.101 (7) | 0.057 (6) | 0.075 (7) | 0.009 (5) | 0.003 (5) | −0.009 (5) |
C1 | 0.058 (5) | 0.066 (6) | 0.031 (4) | 0.010 (5) | 0.001 (4) | 0.022 (4) |
C2 | 0.045 (4) | 0.053 (5) | 0.042 (5) | 0.020 (4) | 0.021 (4) | 0.026 (4) |
C3 | 0.042 (4) | 0.051 (5) | 0.037 (4) | 0.019 (4) | 0.010 (4) | 0.022 (4) |
C4 | 0.061 (5) | 0.057 (6) | 0.053 (6) | 0.038 (5) | 0.024 (5) | 0.030 (5) |
C5 | 0.041 (4) | 0.079 (7) | 0.037 (5) | 0.025 (4) | 0.009 (4) | 0.030 (5) |
C6 | 0.059 (5) | 0.059 (6) | 0.055 (6) | −0.009 (5) | −0.005 (5) | 0.017 (5) |
C7 | 0.113 (9) | 0.084 (9) | 0.068 (7) | 0.050 (7) | 0.029 (7) | 0.025 (6) |
C8 | 0.040 (5) | 0.153 (12) | 0.093 (9) | 0.034 (6) | 0.012 (5) | 0.076 (9) |
C9 | 0.090 (8) | 0.099 (9) | 0.038 (6) | −0.011 (7) | 0.014 (6) | −0.005 (5) |
C10 | 0.083 (7) | 0.090 (9) | 0.076 (7) | 0.044 (6) | 0.053 (6) | 0.028 (6) |
C11 | 0.047 (5) | 0.047 (5) | 0.044 (5) | 0.013 (4) | 0.003 (4) | 0.013 (4) |
C12 | 0.053 (5) | 0.058 (6) | 0.046 (5) | 0.021 (4) | 0.011 (4) | 0.016 (5) |
C13 | 0.045 (4) | 0.050 (5) | 0.037 (4) | 0.016 (4) | 0.013 (4) | 0.015 (4) |
C14 | 0.047 (5) | 0.062 (6) | 0.049 (5) | 0.020 (4) | 0.011 (4) | 0.019 (5) |
C15 | 0.072 (6) | 0.070 (7) | 0.031 (5) | −0.006 (5) | 0.000 (5) | 0.006 (5) |
C16 | 0.057 (5) | 0.049 (6) | 0.054 (6) | 0.020 (4) | −0.008 (5) | 0.007 (5) |
C17 | 0.030 (4) | 0.048 (5) | 0.058 (6) | 0.004 (4) | 0.005 (4) | −0.013 (4) |
C18 | 0.043 (4) | 0.038 (5) | 0.054 (6) | 0.002 (4) | −0.003 (4) | 0.010 (4) |
C19 | 0.039 (4) | 0.056 (6) | 0.047 (5) | 0.015 (4) | 0.006 (4) | −0.011 (4) |
C20 | 0.166 (13) | 0.123 (12) | 0.048 (7) | −0.032 (10) | 0.022 (8) | 0.021 (7) |
C21 | 0.101 (9) | 0.066 (8) | 0.143 (13) | 0.035 (7) | −0.040 (9) | 0.024 (8) |
C22 | 0.052 (6) | 0.102 (10) | 0.098 (9) | 0.013 (6) | 0.034 (6) | −0.022 (7) |
C23 | 0.092 (8) | 0.049 (7) | 0.084 (8) | 0.000 (6) | −0.010 (7) | 0.030 (6) |
C24 | 0.066 (7) | 0.099 (10) | 0.126 (11) | 0.026 (7) | 0.018 (7) | −0.043 (8) |
C25 | 0.043 (4) | 0.051 (6) | 0.044 (5) | 0.010 (4) | 0.005 (4) | 0.016 (4) |
C26 | 0.048 (4) | 0.034 (5) | 0.034 (4) | 0.002 (4) | −0.001 (4) | 0.004 (3) |
C27 | 0.053 (5) | 0.063 (7) | 0.061 (6) | 0.016 (5) | 0.003 (5) | 0.022 (5) |
C28 | 0.064 (6) | 0.058 (7) | 0.050 (6) | 0.016 (5) | 0.013 (5) | 0.016 (5) |
Ir1—C5 | 2.172 (8) | C8—H8B | 0.9600 |
Ir1—C1 | 2.190 (8) | C8—H8C | 0.9600 |
Ir1—C4 | 2.191 (8) | C9—H9A | 0.9600 |
Ir1—C3 | 2.193 (8) | C9—H9B | 0.9600 |
Ir1—C2 | 2.205 (7) | C9—H9C | 0.9600 |
Ir1—S2 | 2.238 (3) | C10—H10A | 0.9600 |
Ir1—S1 | 2.241 (3) | C10—H10B | 0.9600 |
Ir2—C15 | 2.164 (9) | C10—H10C | 0.9600 |
Ir2—C18 | 2.178 (8) | C11—C13 | 1.391 (11) |
Ir2—C16 | 2.178 (8) | C11—C12 | 1.459 (11) |
Ir2—C17 | 2.187 (8) | C13—C14 | 1.444 (11) |
Ir2—C19 | 2.199 (9) | C15—C19 | 1.398 (13) |
Ir2—S4 | 2.246 (3) | C15—C16 | 1.460 (14) |
Ir2—S3 | 2.246 (3) | C15—C20 | 1.568 (13) |
S1—C11 | 1.713 (8) | C16—C17 | 1.381 (12) |
S2—C13 | 1.724 (8) | C16—C21 | 1.508 (13) |
S3—C26 | 1.733 (8) | C17—C18 | 1.450 (12) |
S4—C25 | 1.710 (9) | C17—C22 | 1.525 (13) |
N1—C12 | 1.140 (11) | C18—C19 | 1.428 (12) |
N2—C14 | 1.143 (10) | C18—C23 | 1.502 (11) |
N3—C27 | 1.133 (10) | C19—C24 | 1.490 (13) |
N4—C28 | 1.143 (12) | C20—H20A | 0.9600 |
C1—C2 | 1.415 (11) | C20—H20B | 0.9600 |
C1—C5 | 1.462 (13) | C20—H20C | 0.9600 |
C1—C9 | 1.518 (13) | C21—H21A | 0.9600 |
C2—C3 | 1.466 (12) | C21—H21B | 0.9600 |
C2—C10 | 1.503 (12) | C21—H21C | 0.9600 |
C3—C4 | 1.437 (11) | C22—H22A | 0.9600 |
C3—C6 | 1.486 (11) | C22—H22B | 0.9600 |
C4—C5 | 1.408 (13) | C22—H22C | 0.9600 |
C4—C7 | 1.479 (14) | C23—H23A | 0.9600 |
C5—C8 | 1.527 (11) | C23—H23B | 0.9600 |
C6—H6A | 0.9600 | C23—H23C | 0.9600 |
C6—H6B | 0.9600 | C24—H24A | 0.9600 |
C6—H6C | 0.9600 | C24—H24B | 0.9600 |
C7—H7A | 0.9600 | C24—H24C | 0.9600 |
C7—H7B | 0.9600 | C25—C26 | 1.372 (12) |
C7—H7C | 0.9600 | C25—C27 | 1.456 (11) |
C8—H8A | 0.9600 | C26—C28 | 1.457 (13) |
C5—Ir1—C1 | 39.2 (3) | C5—C8—H8C | 109.5 |
C5—Ir1—C4 | 37.7 (3) | H8A—C8—H8C | 109.5 |
C1—Ir1—C4 | 64.0 (4) | H8B—C8—H8C | 109.5 |
C5—Ir1—C3 | 64.1 (3) | C1—C9—H9A | 109.5 |
C1—Ir1—C3 | 64.1 (3) | C1—C9—H9B | 109.5 |
C4—Ir1—C3 | 38.3 (3) | H9A—C9—H9B | 109.5 |
C5—Ir1—C2 | 64.4 (3) | C1—C9—H9C | 109.5 |
C1—Ir1—C2 | 37.6 (3) | H9A—C9—H9C | 109.5 |
C4—Ir1—C2 | 64.3 (3) | H9B—C9—H9C | 109.5 |
C3—Ir1—C2 | 38.9 (3) | C2—C10—H10A | 109.5 |
C5—Ir1—S2 | 108.3 (2) | C2—C10—H10B | 109.5 |
C1—Ir1—S2 | 141.2 (2) | H10A—C10—H10B | 109.5 |
C4—Ir1—S2 | 104.1 (2) | C2—C10—H10C | 109.5 |
C3—Ir1—S2 | 130.2 (2) | H10A—C10—H10C | 109.5 |
C2—Ir1—S2 | 168.2 (2) | H10B—C10—H10C | 109.5 |
C5—Ir1—S1 | 149.2 (3) | C13—C11—C12 | 121.2 (7) |
C1—Ir1—S1 | 113.3 (3) | C13—C11—S1 | 120.7 (6) |
C4—Ir1—S1 | 162.1 (2) | C12—C11—S1 | 118.0 (7) |
C3—Ir1—S1 | 123.9 (2) | N1—C12—C11 | 177.7 (11) |
C2—Ir1—S1 | 102.3 (2) | C11—C13—C14 | 122.4 (7) |
S2—Ir1—S1 | 88.50 (9) | C11—C13—S2 | 119.8 (6) |
C15—Ir2—C18 | 62.9 (3) | C14—C13—S2 | 117.8 (6) |
C15—Ir2—C16 | 39.3 (4) | N2—C14—C13 | 178.2 (9) |
C18—Ir2—C16 | 63.7 (3) | C19—C15—C16 | 109.8 (8) |
C15—Ir2—C17 | 63.2 (4) | C19—C15—C20 | 124.9 (11) |
C18—Ir2—C17 | 38.8 (3) | C16—C15—C20 | 125.3 (11) |
C16—Ir2—C17 | 36.9 (3) | C19—C15—Ir2 | 72.7 (5) |
C15—Ir2—C19 | 37.4 (4) | C16—C15—Ir2 | 70.9 (5) |
C18—Ir2—C19 | 38.1 (3) | C20—C15—Ir2 | 123.5 (7) |
C16—Ir2—C19 | 64.6 (3) | C17—C16—C15 | 106.8 (8) |
C17—Ir2—C19 | 64.3 (3) | C17—C16—C21 | 125.0 (10) |
C15—Ir2—S4 | 113.7 (3) | C15—C16—C21 | 128.2 (10) |
C18—Ir2—S4 | 124.6 (2) | C17—C16—Ir2 | 71.9 (5) |
C16—Ir2—S4 | 149.2 (3) | C15—C16—Ir2 | 69.8 (5) |
C17—Ir2—S4 | 163.4 (3) | C21—C16—Ir2 | 124.8 (7) |
C19—Ir2—S4 | 102.9 (2) | C16—C17—C18 | 108.6 (8) |
C15—Ir2—S3 | 141.3 (3) | C16—C17—C22 | 128.0 (9) |
C18—Ir2—S3 | 130.3 (3) | C18—C17—C22 | 123.3 (9) |
C16—Ir2—S3 | 107.6 (3) | C16—C17—Ir2 | 71.2 (5) |
C17—Ir2—S3 | 103.5 (2) | C18—C17—Ir2 | 70.3 (4) |
C19—Ir2—S3 | 167.4 (2) | C22—C17—Ir2 | 126.3 (6) |
S4—Ir2—S3 | 88.66 (8) | C19—C18—C17 | 108.3 (7) |
C11—S1—Ir1 | 105.4 (3) | C19—C18—C23 | 125.6 (9) |
C13—S2—Ir1 | 105.5 (3) | C17—C18—C23 | 126.0 (9) |
C26—S3—Ir2 | 104.8 (3) | C19—C18—Ir2 | 71.8 (5) |
C25—S4—Ir2 | 104.8 (3) | C17—C18—Ir2 | 70.9 (5) |
C2—C1—C5 | 108.3 (8) | C23—C18—Ir2 | 126.1 (6) |
C2—C1—C9 | 123.8 (9) | C15—C19—C18 | 106.5 (8) |
C5—C1—C9 | 127.8 (8) | C15—C19—C24 | 127.9 (10) |
C2—C1—Ir1 | 71.8 (4) | C18—C19—C24 | 125.6 (10) |
C5—C1—Ir1 | 69.8 (4) | C15—C19—Ir2 | 70.0 (6) |
C9—C1—Ir1 | 125.6 (7) | C18—C19—Ir2 | 70.2 (5) |
C1—C2—C3 | 107.5 (7) | C24—C19—Ir2 | 126.5 (6) |
C1—C2—C10 | 126.0 (9) | C15—C20—H20A | 109.5 |
C3—C2—C10 | 126.5 (8) | C15—C20—H20B | 109.5 |
C1—C2—Ir1 | 70.6 (4) | H20A—C20—H20B | 109.5 |
C3—C2—Ir1 | 70.1 (4) | C15—C20—H20C | 109.5 |
C10—C2—Ir1 | 126.1 (6) | H20A—C20—H20C | 109.5 |
C4—C3—C2 | 107.3 (7) | H20B—C20—H20C | 109.5 |
C4—C3—C6 | 126.8 (9) | C16—C21—H21A | 109.5 |
C2—C3—C6 | 125.6 (8) | C16—C21—H21B | 109.5 |
C4—C3—Ir1 | 70.8 (5) | H21A—C21—H21B | 109.5 |
C2—C3—Ir1 | 71.0 (4) | C16—C21—H21C | 109.5 |
C6—C3—Ir1 | 128.3 (5) | H21A—C21—H21C | 109.5 |
C5—C4—C3 | 109.0 (8) | H21B—C21—H21C | 109.5 |
C5—C4—C7 | 126.3 (8) | C17—C22—H22A | 109.5 |
C3—C4—C7 | 124.7 (9) | C17—C22—H22B | 109.5 |
C5—C4—Ir1 | 70.5 (5) | H22A—C22—H22B | 109.5 |
C3—C4—Ir1 | 71.0 (4) | C17—C22—H22C | 109.5 |
C7—C4—Ir1 | 126.1 (6) | H22A—C22—H22C | 109.5 |
C4—C5—C1 | 107.9 (7) | H22B—C22—H22C | 109.5 |
C4—C5—C8 | 126.8 (9) | C18—C23—H23A | 109.5 |
C1—C5—C8 | 125.2 (9) | C18—C23—H23B | 109.5 |
C4—C5—Ir1 | 71.9 (4) | H23A—C23—H23B | 109.5 |
C1—C5—Ir1 | 71.1 (4) | C18—C23—H23C | 109.5 |
C8—C5—Ir1 | 125.2 (6) | H23A—C23—H23C | 109.5 |
C3—C6—H6A | 109.5 | H23B—C23—H23C | 109.5 |
C3—C6—H6B | 109.5 | C19—C24—H24A | 109.5 |
H6A—C6—H6B | 109.5 | C19—C24—H24B | 109.5 |
C3—C6—H6C | 109.5 | H24A—C24—H24B | 109.5 |
H6A—C6—H6C | 109.5 | C19—C24—H24C | 109.5 |
H6B—C6—H6C | 109.5 | H24A—C24—H24C | 109.5 |
C4—C7—H7A | 109.5 | H24B—C24—H24C | 109.5 |
C4—C7—H7B | 109.5 | C26—C25—C27 | 120.8 (8) |
H7A—C7—H7B | 109.5 | C26—C25—S4 | 121.7 (6) |
C4—C7—H7C | 109.5 | C27—C25—S4 | 117.5 (7) |
H7A—C7—H7C | 109.5 | C25—C26—C28 | 123.3 (8) |
H7B—C7—H7C | 109.5 | C25—C26—S3 | 120.0 (6) |
C5—C8—H8A | 109.5 | C28—C26—S3 | 116.7 (7) |
C5—C8—H8B | 109.5 | N3—C27—C25 | 177.3 (11) |
H8A—C8—H8B | 109.5 | N4—C28—C26 | 176.8 (11) |
C5—Ir1—S1—C11 | −124.0 (5) | Ir1—S1—C11—C13 | −0.1 (8) |
C1—Ir1—S1—C11 | −146.2 (4) | Ir1—S1—C11—C12 | 176.4 (6) |
C4—Ir1—S1—C11 | 136.4 (9) | C13—C11—C12—N1 | 160 (26) |
C3—Ir1—S1—C11 | 140.3 (4) | S1—C11—C12—N1 | −16 (26) |
C2—Ir1—S1—C11 | 175.9 (4) | C12—C11—C13—C14 | 2.0 (13) |
S2—Ir1—S1—C11 | 0.7 (3) | S1—C11—C13—C14 | 178.4 (7) |
C5—Ir1—S2—C13 | 152.6 (4) | C12—C11—C13—S2 | −177.3 (6) |
C1—Ir1—S2—C13 | 125.8 (5) | S1—C11—C13—S2 | −0.9 (10) |
C4—Ir1—S2—C13 | −168.3 (4) | Ir1—S2—C13—C11 | 1.4 (7) |
C3—Ir1—S2—C13 | −136.3 (4) | Ir1—S2—C13—C14 | −177.9 (6) |
C2—Ir1—S2—C13 | −157.5 (11) | C11—C13—C14—N2 | −145 (38) |
S1—Ir1—S2—C13 | −1.1 (3) | S2—C13—C14—N2 | 34 (38) |
C15—Ir2—S3—C26 | −125.9 (5) | C18—Ir2—C15—C19 | −38.2 (5) |
C18—Ir2—S3—C26 | 138.3 (4) | C16—Ir2—C15—C19 | −119.0 (8) |
C16—Ir2—S3—C26 | −151.6 (4) | C17—Ir2—C15—C19 | −81.9 (6) |
C17—Ir2—S3—C26 | 170.3 (4) | S4—Ir2—C15—C19 | 80.0 (5) |
C19—Ir2—S3—C26 | 158.2 (12) | S3—Ir2—C15—C19 | −159.6 (4) |
S4—Ir2—S3—C26 | 1.8 (3) | C18—Ir2—C15—C16 | 80.8 (6) |
C15—Ir2—S4—C25 | 145.7 (4) | C17—Ir2—C15—C16 | 37.1 (5) |
C18—Ir2—S4—C25 | −142.0 (4) | C19—Ir2—C15—C16 | 119.0 (8) |
C16—Ir2—S4—C25 | 121.9 (6) | S4—Ir2—C15—C16 | −161.0 (5) |
C17—Ir2—S4—C25 | −139.0 (9) | S3—Ir2—C15—C16 | −40.7 (7) |
C19—Ir2—S4—C25 | −176.5 (4) | C18—Ir2—C15—C20 | −159.0 (12) |
S3—Ir2—S4—C25 | −1.7 (3) | C16—Ir2—C15—C20 | 120.2 (13) |
C5—Ir1—C1—C2 | 118.3 (8) | C17—Ir2—C15—C20 | 157.3 (12) |
C4—Ir1—C1—C2 | 81.0 (6) | C19—Ir2—C15—C20 | −120.8 (14) |
C3—Ir1—C1—C2 | 38.2 (5) | S4—Ir2—C15—C20 | −40.8 (12) |
S2—Ir1—C1—C2 | 161.0 (4) | S3—Ir2—C15—C20 | 79.6 (12) |
S1—Ir1—C1—C2 | −79.6 (5) | C19—C15—C16—C17 | −0.3 (11) |
C4—Ir1—C1—C5 | −37.3 (5) | C20—C15—C16—C17 | 179.1 (9) |
C3—Ir1—C1—C5 | −80.1 (5) | Ir2—C15—C16—C17 | −62.9 (6) |
C2—Ir1—C1—C5 | −118.3 (8) | C19—C15—C16—C21 | −178.5 (9) |
S2—Ir1—C1—C5 | 42.7 (7) | C20—C15—C16—C21 | 1.0 (16) |
S1—Ir1—C1—C5 | 162.2 (4) | Ir2—C15—C16—C21 | 119.0 (10) |
C5—Ir1—C1—C9 | −122.7 (10) | C19—C15—C16—Ir2 | 62.6 (7) |
C4—Ir1—C1—C9 | −160.0 (10) | C20—C15—C16—Ir2 | −118.0 (9) |
C3—Ir1—C1—C9 | 157.2 (10) | C15—Ir2—C16—C17 | 116.3 (8) |
C2—Ir1—C1—C9 | 119.0 (11) | C18—Ir2—C16—C17 | 37.8 (5) |
S2—Ir1—C1—C9 | −80.0 (10) | C19—Ir2—C16—C17 | 80.3 (6) |
S1—Ir1—C1—C9 | 39.5 (9) | S4—Ir2—C16—C17 | 151.9 (5) |
C5—C1—C2—C3 | −0.2 (9) | S3—Ir2—C16—C17 | −89.0 (5) |
C9—C1—C2—C3 | 178.2 (8) | C18—Ir2—C16—C15 | −78.5 (6) |
Ir1—C1—C2—C3 | −60.7 (5) | C17—Ir2—C16—C15 | −116.3 (8) |
C5—C1—C2—C10 | −178.4 (7) | C19—Ir2—C16—C15 | −36.0 (5) |
C9—C1—C2—C10 | −0.1 (13) | S4—Ir2—C16—C15 | 35.6 (8) |
Ir1—C1—C2—C10 | 121.1 (8) | S3—Ir2—C16—C15 | 154.7 (5) |
C5—C1—C2—Ir1 | 60.5 (5) | C15—Ir2—C16—C21 | −123.2 (12) |
C9—C1—C2—Ir1 | −121.1 (9) | C18—Ir2—C16—C21 | 158.3 (11) |
C5—Ir1—C2—C1 | −38.1 (6) | C17—Ir2—C16—C21 | 120.5 (12) |
C4—Ir1—C2—C1 | −80.1 (6) | C19—Ir2—C16—C21 | −159.2 (11) |
C3—Ir1—C2—C1 | −117.8 (7) | S4—Ir2—C16—C21 | −87.5 (11) |
S2—Ir1—C2—C1 | −91.8 (12) | S3—Ir2—C16—C21 | 31.5 (10) |
S1—Ir1—C2—C1 | 112.5 (5) | C15—C16—C17—C18 | 0.9 (10) |
C5—Ir1—C2—C3 | 79.7 (5) | C21—C16—C17—C18 | 179.1 (9) |
C1—Ir1—C2—C3 | 117.8 (7) | Ir2—C16—C17—C18 | −60.6 (6) |
C4—Ir1—C2—C3 | 37.8 (4) | C15—C16—C17—C22 | −176.7 (8) |
S2—Ir1—C2—C3 | 26.1 (13) | C21—C16—C17—C22 | 1.5 (15) |
S1—Ir1—C2—C3 | −129.7 (4) | Ir2—C16—C17—C22 | 121.8 (9) |
C5—Ir1—C2—C10 | −159.1 (10) | C15—C16—C17—Ir2 | 61.5 (6) |
C1—Ir1—C2—C10 | −121.0 (11) | C21—C16—C17—Ir2 | −120.3 (10) |
C4—Ir1—C2—C10 | 159.0 (9) | C15—Ir2—C17—C16 | −39.5 (6) |
C3—Ir1—C2—C10 | 121.2 (10) | C18—Ir2—C17—C16 | −118.7 (8) |
S2—Ir1—C2—C10 | 147.3 (8) | C19—Ir2—C17—C16 | −81.4 (6) |
S1—Ir1—C2—C10 | −8.5 (9) | S4—Ir2—C17—C16 | −122.6 (9) |
C1—C2—C3—C4 | −0.7 (8) | S3—Ir2—C17—C16 | 101.6 (5) |
C10—C2—C3—C4 | 177.5 (8) | C15—Ir2—C17—C18 | 79.2 (6) |
Ir1—C2—C3—C4 | −61.8 (5) | C16—Ir2—C17—C18 | 118.7 (8) |
C1—C2—C3—C6 | −175.0 (7) | C19—Ir2—C17—C18 | 37.3 (5) |
C10—C2—C3—C6 | 3.2 (13) | S4—Ir2—C17—C18 | −3.9 (12) |
Ir1—C2—C3—C6 | 124.0 (8) | S3—Ir2—C17—C18 | −139.8 (5) |
C1—C2—C3—Ir1 | 61.0 (5) | C15—Ir2—C17—C22 | −163.4 (10) |
C10—C2—C3—Ir1 | −120.7 (8) | C18—Ir2—C17—C22 | 117.5 (11) |
C5—Ir1—C3—C4 | 36.4 (5) | C16—Ir2—C17—C22 | −123.9 (11) |
C1—Ir1—C3—C4 | 80.2 (6) | C19—Ir2—C17—C22 | 154.8 (10) |
C2—Ir1—C3—C4 | 117.0 (7) | S4—Ir2—C17—C22 | 113.5 (10) |
S2—Ir1—C3—C4 | −56.2 (6) | S3—Ir2—C17—C22 | −22.3 (9) |
S1—Ir1—C3—C4 | −178.1 (4) | C16—C17—C18—C19 | −1.2 (9) |
C5—Ir1—C3—C2 | −80.6 (5) | C22—C17—C18—C19 | 176.5 (8) |
C1—Ir1—C3—C2 | −36.8 (5) | Ir2—C17—C18—C19 | −62.4 (6) |
C4—Ir1—C3—C2 | −117.0 (7) | C16—C17—C18—C23 | −177.5 (8) |
S2—Ir1—C3—C2 | −173.2 (3) | C22—C17—C18—C23 | 0.3 (13) |
S1—Ir1—C3—C2 | 64.9 (5) | Ir2—C17—C18—C23 | 121.3 (9) |
C5—Ir1—C3—C6 | 158.6 (10) | C16—C17—C18—Ir2 | 61.2 (6) |
C1—Ir1—C3—C6 | −157.6 (10) | C22—C17—C18—Ir2 | −121.1 (8) |
C4—Ir1—C3—C6 | 122.2 (11) | C15—Ir2—C18—C19 | 37.5 (5) |
C2—Ir1—C3—C6 | −120.8 (10) | C16—Ir2—C18—C19 | 81.7 (6) |
S2—Ir1—C3—C6 | 66.0 (9) | C17—Ir2—C18—C19 | 117.7 (7) |
S1—Ir1—C3—C6 | −55.9 (9) | S4—Ir2—C18—C19 | −63.7 (5) |
C2—C3—C4—C5 | 1.4 (9) | S3—Ir2—C18—C19 | 173.1 (4) |
C6—C3—C4—C5 | 175.6 (7) | C15—Ir2—C18—C17 | −80.2 (6) |
Ir1—C3—C4—C5 | −60.5 (6) | C16—Ir2—C18—C17 | −36.0 (5) |
C2—C3—C4—C7 | −176.8 (8) | C19—Ir2—C18—C17 | −117.7 (7) |
C6—C3—C4—C7 | −2.7 (13) | S4—Ir2—C18—C17 | 178.6 (4) |
Ir1—C3—C4—C7 | 121.3 (8) | S3—Ir2—C18—C17 | 55.4 (6) |
C2—C3—C4—Ir1 | 61.9 (5) | C15—Ir2—C18—C23 | 158.7 (11) |
C6—C3—C4—Ir1 | −123.9 (8) | C16—Ir2—C18—C23 | −157.1 (11) |
C1—Ir1—C4—C5 | 38.8 (5) | C17—Ir2—C18—C23 | −121.1 (11) |
C3—Ir1—C4—C5 | 119.2 (7) | C19—Ir2—C18—C23 | 121.2 (11) |
C2—Ir1—C4—C5 | 80.7 (5) | S4—Ir2—C18—C23 | 57.5 (10) |
S2—Ir1—C4—C5 | −101.7 (5) | S3—Ir2—C18—C23 | −65.7 (10) |
S1—Ir1—C4—C5 | 124.3 (8) | C16—C15—C19—C18 | −0.4 (10) |
C5—Ir1—C4—C3 | −119.2 (7) | C20—C15—C19—C18 | −179.8 (9) |
C1—Ir1—C4—C3 | −80.4 (5) | Ir2—C15—C19—C18 | 61.0 (6) |
C2—Ir1—C4—C3 | −38.4 (5) | C16—C15—C19—C24 | 177.3 (9) |
S2—Ir1—C4—C3 | 139.1 (5) | C20—C15—C19—C24 | −2.1 (16) |
S1—Ir1—C4—C3 | 5.2 (12) | Ir2—C15—C19—C24 | −121.3 (10) |
C5—Ir1—C4—C7 | 121.2 (10) | C16—C15—C19—Ir2 | −61.5 (6) |
C1—Ir1—C4—C7 | 160.0 (10) | C20—C15—C19—Ir2 | 119.1 (10) |
C3—Ir1—C4—C7 | −119.6 (11) | C17—C18—C19—C15 | 1.0 (9) |
C2—Ir1—C4—C7 | −158.1 (10) | C23—C18—C19—C15 | 177.3 (8) |
S2—Ir1—C4—C7 | 19.5 (9) | Ir2—C18—C19—C15 | −60.9 (6) |
S1—Ir1—C4—C7 | −114.4 (9) | C17—C18—C19—C24 | −176.8 (8) |
C3—C4—C5—C1 | −1.5 (9) | C23—C18—C19—C24 | −0.5 (14) |
C7—C4—C5—C1 | 176.7 (8) | Ir2—C18—C19—C24 | 121.3 (9) |
Ir1—C4—C5—C1 | −62.3 (6) | C17—C18—C19—Ir2 | 61.9 (6) |
C3—C4—C5—C8 | −178.4 (7) | C23—C18—C19—Ir2 | −121.8 (9) |
C7—C4—C5—C8 | −0.2 (14) | C18—Ir2—C19—C15 | 116.9 (7) |
Ir1—C4—C5—C8 | 120.8 (8) | C16—Ir2—C19—C15 | 37.8 (6) |
C3—C4—C5—Ir1 | 60.8 (5) | C17—Ir2—C19—C15 | 78.9 (6) |
C7—C4—C5—Ir1 | −121.0 (9) | S4—Ir2—C19—C15 | −112.3 (5) |
C2—C1—C5—C4 | 1.1 (9) | S3—Ir2—C19—C15 | 92.0 (13) |
C9—C1—C5—C4 | −177.2 (9) | C15—Ir2—C19—C18 | −116.9 (7) |
Ir1—C1—C5—C4 | 62.9 (5) | C16—Ir2—C19—C18 | −79.1 (5) |
C2—C1—C5—C8 | 178.0 (7) | C17—Ir2—C19—C18 | −38.0 (5) |
C9—C1—C5—C8 | −0.3 (14) | S4—Ir2—C19—C18 | 130.8 (4) |
Ir1—C1—C5—C8 | −120.2 (8) | S3—Ir2—C19—C18 | −24.9 (14) |
C2—C1—C5—Ir1 | −61.8 (5) | C15—Ir2—C19—C24 | 122.9 (12) |
C9—C1—C5—Ir1 | 119.9 (9) | C18—Ir2—C19—C24 | −120.2 (12) |
C1—Ir1—C5—C4 | −117.0 (7) | C16—Ir2—C19—C24 | 160.7 (11) |
C3—Ir1—C5—C4 | −37.0 (5) | C17—Ir2—C19—C24 | −158.3 (11) |
C2—Ir1—C5—C4 | −80.4 (5) | S4—Ir2—C19—C24 | 10.6 (10) |
S2—Ir1—C5—C4 | 89.6 (5) | S3—Ir2—C19—C24 | −145.2 (10) |
S1—Ir1—C5—C4 | −150.3 (4) | Ir2—S4—C25—C26 | 1.2 (7) |
C4—Ir1—C5—C1 | 117.0 (7) | Ir2—S4—C25—C27 | −177.4 (6) |
C3—Ir1—C5—C1 | 80.0 (5) | C27—C25—C26—C28 | −0.4 (13) |
C2—Ir1—C5—C1 | 36.5 (5) | S4—C25—C26—C28 | −178.9 (6) |
S2—Ir1—C5—C1 | −153.4 (4) | C27—C25—C26—S3 | 178.9 (6) |
S1—Ir1—C5—C1 | −33.4 (7) | S4—C25—C26—S3 | 0.4 (10) |
C1—Ir1—C5—C8 | 120.3 (11) | Ir2—S3—C26—C25 | −1.7 (7) |
C4—Ir1—C5—C8 | −122.8 (11) | Ir2—S3—C26—C28 | 177.7 (6) |
C3—Ir1—C5—C8 | −159.7 (10) | C26—C25—C27—N3 | −140 (23) |
C2—Ir1—C5—C8 | 156.8 (10) | S4—C25—C27—N3 | 39 (23) |
S2—Ir1—C5—C8 | −33.2 (10) | C25—C26—C28—N4 | 129 (20) |
S1—Ir1—C5—C8 | 86.9 (10) | S3—C26—C28—N4 | −50 (20) |