Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806003928/hg6298sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806003928/hg6298Isup2.hkl |
CCDC reference: 601184
Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT-Plus (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
(C8H20N)[Ru(C8H9S)3Cl2]·CH2Cl2 | F(000) = 1656 |
Mr = 798.78 | Dx = 1.442 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 4257 reflections |
a = 13.9279 (10) Å | θ = 2.3–25.0° |
b = 12.4525 (16) Å | µ = 0.91 mm−1 |
c = 21.2361 (13) Å | T = 293 K |
β = 92.162 (18)° | Needle, black |
V = 3680.5 (6) Å3 | 0.32 × 0.10 × 0.08 mm |
Z = 4 |
Bruker SMART CCD area-detector diffractometer | 8661 independent reflections |
Radiation source: fine-focus sealed tube | 3727 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.067 |
φ νd ω scans | θmax = 28.3°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −17→7 |
Tmin = 0.744, Tmax = 0.931 | k = −15→16 |
21935 measured reflections | l = −28→28 |
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)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.084 | H-atom parameters constrained |
S = 0.97 | w = 1/[σ2(Fo2) + (0.0138P)2] where P = (Fo2 + 2Fc2)/3 |
8661 reflections | (Δ/σ)max < 0.001 |
389 parameters | Δρmax = 0.80 e Å−3 |
0 restraints | Δρmin = −0.93 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 | ||
Ru1 | 0.30430 (3) | 0.22738 (3) | 0.866613 (19) | 0.01936 (11) | |
S1 | 0.19289 (10) | 0.19527 (9) | 0.79250 (6) | 0.0260 (4) | |
S2 | 0.26283 (9) | 0.22057 (9) | 0.96507 (6) | 0.0224 (3) | |
S3 | 0.45764 (10) | 0.24627 (8) | 0.84773 (6) | 0.0227 (3) | |
Cl1 | 0.33709 (10) | 0.04018 (8) | 0.86172 (6) | 0.0275 (4) | |
Cl2 | 0.27633 (9) | 0.41603 (8) | 0.87194 (6) | 0.0241 (3) | |
Cl3 | 0.19146 (12) | 0.60344 (10) | 0.03092 (7) | 0.0469 (5) | |
Cl4 | 0.07514 (12) | 0.41416 (11) | 0.05528 (8) | 0.0562 (5) | |
N1 | 0.2466 (3) | 0.7378 (3) | 0.79831 (18) | 0.0191 (10) | |
C11 | 0.1254 (4) | 0.3092 (4) | 0.7649 (2) | 0.0232 (13) | |
C12 | 0.0584 (4) | 0.3592 (4) | 0.8035 (3) | 0.0294 (14) | |
C13 | 0.0068 (4) | 0.4457 (4) | 0.7795 (3) | 0.0320 (15) | |
H13 | −0.0365 | 0.4806 | 0.8048 | 0.038* | |
C14 | 0.0184 (4) | 0.4810 (4) | 0.7190 (3) | 0.0388 (16) | |
H14 | −0.0161 | 0.5401 | 0.7038 | 0.047* | |
C15 | 0.0809 (4) | 0.4289 (4) | 0.6811 (3) | 0.0365 (16) | |
H15 | 0.0861 | 0.4514 | 0.6396 | 0.044* | |
C16 | 0.1370 (4) | 0.3428 (4) | 0.7034 (3) | 0.0272 (14) | |
C17 | 0.0376 (4) | 0.3166 (4) | 0.8679 (2) | 0.0365 (16) | |
H17A | −0.0097 | 0.3613 | 0.8867 | 0.055* | |
H17B | 0.0955 | 0.3169 | 0.8939 | 0.055* | |
H17C | 0.0135 | 0.2446 | 0.8642 | 0.055* | |
C18 | 0.2033 (4) | 0.2883 (4) | 0.6592 (2) | 0.0391 (16) | |
H18A | 0.2685 | 0.2964 | 0.6747 | 0.059* | |
H18B | 0.1961 | 0.3203 | 0.6182 | 0.059* | |
H18C | 0.1875 | 0.2133 | 0.6564 | 0.059* | |
C21 | 0.2655 (4) | 0.0876 (3) | 0.9965 (2) | 0.0189 (13) | |
C22 | 0.1819 (4) | 0.0233 (4) | 0.9881 (2) | 0.0236 (13) | |
C23 | 0.1844 (4) | −0.0779 (4) | 1.0165 (2) | 0.0312 (15) | |
H23 | 0.1309 | −0.1224 | 1.0121 | 0.037* | |
C24 | 0.2636 (4) | −0.1133 (4) | 1.0507 (2) | 0.0269 (14) | |
H24 | 0.2626 | −0.1804 | 1.0698 | 0.032* | |
C25 | 0.3443 (4) | −0.0507 (4) | 1.0570 (2) | 0.0287 (14) | |
H25 | 0.3978 | −0.0763 | 1.0799 | 0.034* | |
C26 | 0.3473 (4) | 0.0514 (3) | 1.0293 (2) | 0.0204 (13) | |
C27 | 0.0965 (4) | 0.0596 (4) | 0.9492 (2) | 0.0344 (15) | |
H27A | 0.0728 | 0.1257 | 0.9658 | 0.052* | |
H27B | 0.0471 | 0.0059 | 0.9502 | 0.052* | |
H27C | 0.1146 | 0.0704 | 0.9065 | 0.052* | |
C28 | 0.4351 (4) | 0.1176 (4) | 1.0360 (2) | 0.0317 (15) | |
H28A | 0.4551 | 0.1386 | 0.9950 | 0.048* | |
H28B | 0.4853 | 0.0767 | 1.0569 | 0.048* | |
H28C | 0.4221 | 0.1805 | 1.0603 | 0.048* | |
C31 | 0.4976 (3) | 0.3822 (3) | 0.8446 (2) | 0.0186 (12) | |
C32 | 0.5367 (4) | 0.4302 (3) | 0.8990 (2) | 0.0232 (13) | |
C33 | 0.5748 (3) | 0.5325 (4) | 0.8943 (2) | 0.0248 (13) | |
H33 | 0.6009 | 0.5658 | 0.9302 | 0.030* | |
C34 | 0.5749 (4) | 0.5856 (4) | 0.8376 (2) | 0.0236 (13) | |
H34 | 0.6013 | 0.6541 | 0.8353 | 0.028* | |
C35 | 0.5362 (3) | 0.5376 (4) | 0.7844 (3) | 0.0250 (14) | |
H35 | 0.5370 | 0.5741 | 0.7463 | 0.030* | |
C36 | 0.4955 (4) | 0.4353 (4) | 0.7860 (2) | 0.0226 (13) | |
C37 | 0.5383 (4) | 0.3734 (3) | 0.9611 (2) | 0.0308 (15) | |
H37A | 0.4736 | 0.3584 | 0.9726 | 0.046* | |
H37B | 0.5690 | 0.4181 | 0.9927 | 0.046* | |
H37C | 0.5731 | 0.3072 | 0.9579 | 0.046* | |
C38 | 0.4507 (4) | 0.3854 (3) | 0.7278 (2) | 0.0280 (14) | |
H38A | 0.4796 | 0.3166 | 0.7208 | 0.042* | |
H38B | 0.4607 | 0.4312 | 0.6923 | 0.042* | |
H38C | 0.3830 | 0.3764 | 0.7330 | 0.042* | |
C41 | 0.1657 (4) | 0.7959 (3) | 0.8279 (2) | 0.0254 (14) | |
H41A | 0.1234 | 0.8240 | 0.7945 | 0.031* | |
H41B | 0.1921 | 0.8567 | 0.8512 | 0.031* | |
C42 | 0.1057 (4) | 0.7297 (4) | 0.8722 (2) | 0.0372 (15) | |
H42A | 0.0706 | 0.6761 | 0.8484 | 0.056* | |
H42B | 0.0615 | 0.7759 | 0.8928 | 0.056* | |
H42C | 0.1473 | 0.6955 | 0.9032 | 0.056* | |
C43 | 0.2070 (4) | 0.6484 (3) | 0.7568 (2) | 0.0298 (14) | |
H43A | 0.1580 | 0.6781 | 0.7282 | 0.036* | |
H43B | 0.1761 | 0.5961 | 0.7832 | 0.036* | |
C44 | 0.2808 (4) | 0.5911 (4) | 0.7185 (2) | 0.0368 (16) | |
H44A | 0.3095 | 0.6412 | 0.6905 | 0.055* | |
H44B | 0.2501 | 0.5346 | 0.6945 | 0.055* | |
H44C | 0.3297 | 0.5610 | 0.7463 | 0.055* | |
C45 | 0.3134 (4) | 0.6896 (3) | 0.8474 (2) | 0.0258 (14) | |
H45A | 0.3667 | 0.6573 | 0.8263 | 0.031* | |
H45B | 0.2795 | 0.6322 | 0.8680 | 0.031* | |
C46 | 0.3540 (4) | 0.7642 (4) | 0.8978 (2) | 0.0307 (13) | |
H46A | 0.3905 | 0.8199 | 0.8785 | 0.046* | |
H46B | 0.3950 | 0.7245 | 0.9267 | 0.046* | |
H46C | 0.3024 | 0.7957 | 0.9201 | 0.046* | |
C47 | 0.3016 (4) | 0.8170 (3) | 0.7599 (2) | 0.0257 (14) | |
H47A | 0.3574 | 0.7808 | 0.7440 | 0.031* | |
H47B | 0.3247 | 0.8740 | 0.7876 | 0.031* | |
C48 | 0.2465 (4) | 0.8670 (4) | 0.7050 (2) | 0.0380 (16) | |
H48A | 0.2147 | 0.8118 | 0.6805 | 0.057* | |
H48B | 0.2902 | 0.9051 | 0.6791 | 0.057* | |
H48C | 0.1996 | 0.9161 | 0.7203 | 0.057* | |
C51 | 0.1599 (5) | 0.4737 (4) | 0.0093 (3) | 0.071 (3) | |
H51A | 0.1354 | 0.4745 | −0.0340 | 0.086* | |
H51B | 0.2174 | 0.4296 | 0.0110 | 0.086* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ru1 | 0.0272 (3) | 0.01007 (18) | 0.0212 (2) | −0.0004 (2) | 0.0071 (2) | 0.00033 (19) |
S1 | 0.0346 (10) | 0.0169 (7) | 0.0266 (8) | −0.0037 (6) | 0.0037 (7) | −0.0010 (5) |
S2 | 0.0297 (9) | 0.0146 (6) | 0.0235 (7) | −0.0007 (6) | 0.0084 (6) | 0.0001 (6) |
S3 | 0.0303 (9) | 0.0099 (7) | 0.0286 (8) | 0.0008 (5) | 0.0093 (7) | −0.0005 (5) |
Cl1 | 0.0436 (10) | 0.0111 (6) | 0.0288 (8) | −0.0001 (6) | 0.0137 (7) | 0.0001 (5) |
Cl2 | 0.0280 (9) | 0.0113 (6) | 0.0337 (8) | 0.0012 (5) | 0.0092 (7) | 0.0006 (5) |
Cl3 | 0.0601 (13) | 0.0329 (8) | 0.0479 (11) | −0.0083 (8) | 0.0028 (9) | −0.0097 (7) |
Cl4 | 0.0613 (13) | 0.0410 (9) | 0.0684 (13) | 0.0044 (9) | 0.0298 (11) | 0.0197 (8) |
N1 | 0.021 (3) | 0.011 (2) | 0.026 (2) | −0.0015 (19) | 0.003 (2) | 0.0016 (18) |
C11 | 0.020 (4) | 0.025 (3) | 0.024 (3) | −0.007 (2) | −0.010 (3) | 0.001 (2) |
C12 | 0.021 (4) | 0.027 (3) | 0.040 (4) | −0.004 (3) | −0.005 (3) | 0.001 (3) |
C13 | 0.023 (4) | 0.025 (3) | 0.048 (4) | −0.004 (3) | −0.002 (3) | −0.003 (3) |
C14 | 0.032 (4) | 0.023 (3) | 0.060 (5) | −0.008 (3) | −0.015 (4) | 0.005 (3) |
C15 | 0.037 (4) | 0.037 (3) | 0.034 (4) | −0.014 (3) | −0.013 (3) | 0.011 (3) |
C16 | 0.029 (4) | 0.023 (3) | 0.029 (3) | −0.011 (3) | −0.011 (3) | −0.002 (2) |
C17 | 0.042 (4) | 0.032 (3) | 0.037 (4) | 0.007 (3) | 0.011 (3) | 0.002 (3) |
C18 | 0.047 (4) | 0.042 (3) | 0.028 (3) | −0.013 (3) | −0.003 (3) | 0.002 (3) |
C21 | 0.026 (4) | 0.013 (2) | 0.018 (3) | −0.001 (2) | 0.012 (3) | −0.003 (2) |
C22 | 0.028 (4) | 0.023 (3) | 0.021 (3) | −0.006 (3) | 0.008 (3) | 0.001 (2) |
C23 | 0.044 (4) | 0.020 (3) | 0.031 (4) | −0.015 (3) | 0.017 (3) | −0.003 (3) |
C24 | 0.044 (4) | 0.014 (3) | 0.023 (3) | −0.004 (3) | 0.004 (3) | 0.002 (2) |
C25 | 0.043 (4) | 0.018 (3) | 0.026 (3) | 0.005 (3) | 0.008 (3) | 0.003 (2) |
C26 | 0.029 (4) | 0.016 (3) | 0.017 (3) | 0.002 (2) | 0.008 (3) | 0.000 (2) |
C27 | 0.031 (4) | 0.038 (3) | 0.034 (4) | −0.017 (3) | 0.001 (3) | 0.009 (3) |
C28 | 0.031 (4) | 0.026 (3) | 0.038 (4) | −0.005 (3) | −0.001 (3) | 0.000 (3) |
C31 | 0.017 (3) | 0.011 (2) | 0.029 (3) | 0.000 (2) | 0.006 (3) | 0.000 (2) |
C32 | 0.032 (4) | 0.014 (2) | 0.024 (3) | 0.003 (2) | 0.013 (3) | 0.003 (2) |
C33 | 0.026 (4) | 0.022 (3) | 0.027 (3) | −0.002 (2) | 0.007 (3) | −0.004 (2) |
C34 | 0.026 (4) | 0.012 (2) | 0.032 (4) | −0.006 (2) | 0.005 (3) | −0.002 (2) |
C35 | 0.019 (3) | 0.022 (3) | 0.035 (4) | −0.003 (3) | 0.013 (3) | 0.011 (3) |
C36 | 0.020 (3) | 0.019 (3) | 0.029 (3) | 0.005 (2) | 0.007 (3) | −0.002 (2) |
C37 | 0.048 (4) | 0.022 (3) | 0.022 (3) | 0.004 (3) | 0.000 (3) | 0.000 (2) |
C38 | 0.033 (4) | 0.021 (3) | 0.030 (3) | −0.001 (3) | 0.006 (3) | 0.005 (2) |
C41 | 0.027 (4) | 0.021 (3) | 0.029 (3) | 0.009 (2) | 0.008 (3) | 0.001 (2) |
C42 | 0.031 (4) | 0.041 (3) | 0.041 (4) | 0.001 (3) | 0.017 (3) | 0.007 (3) |
C43 | 0.030 (4) | 0.023 (3) | 0.036 (4) | −0.009 (3) | −0.003 (3) | −0.003 (2) |
C44 | 0.045 (4) | 0.029 (3) | 0.037 (4) | −0.006 (3) | 0.007 (3) | −0.015 (3) |
C45 | 0.023 (4) | 0.015 (2) | 0.039 (4) | 0.005 (2) | 0.009 (3) | 0.005 (2) |
C46 | 0.036 (4) | 0.029 (3) | 0.027 (3) | −0.002 (3) | −0.004 (3) | 0.003 (3) |
C47 | 0.027 (4) | 0.021 (3) | 0.030 (3) | −0.003 (2) | 0.009 (3) | 0.000 (2) |
C48 | 0.036 (4) | 0.044 (3) | 0.034 (4) | 0.000 (3) | 0.005 (3) | 0.022 (3) |
C51 | 0.084 (6) | 0.036 (4) | 0.099 (6) | −0.014 (4) | 0.064 (5) | −0.017 (4) |
Ru1—S2 | 2.1918 (18) | C28—H28B | 0.9600 |
Ru1—S3 | 2.201 (2) | C28—H28C | 0.9600 |
Ru1—S1 | 2.2046 (19) | C31—C32 | 1.394 (7) |
Ru1—Cl1 | 2.378 (2) | C31—C36 | 1.408 (6) |
Ru1—Cl2 | 2.385 (2) | C32—C33 | 1.385 (6) |
S1—C11 | 1.789 (5) | C32—C37 | 1.497 (6) |
S2—C21 | 1.785 (5) | C33—C34 | 1.373 (6) |
S3—C31 | 1.784 (4) | C33—H33 | 0.9300 |
Cl3—C51 | 1.732 (5) | C34—C35 | 1.371 (6) |
Cl4—C51 | 1.727 (5) | C34—H34 | 0.9300 |
N1—C45 | 1.496 (6) | C35—C36 | 1.395 (6) |
N1—C41 | 1.498 (5) | C35—H35 | 0.9300 |
N1—C47 | 1.507 (5) | C36—C38 | 1.499 (7) |
N1—C43 | 1.511 (6) | C37—H37A | 0.9600 |
C11—C16 | 1.387 (6) | C37—H37B | 0.9600 |
C11—C12 | 1.410 (6) | C37—H37C | 0.9600 |
C12—C13 | 1.382 (7) | C38—H38A | 0.9600 |
C12—C17 | 1.505 (7) | C38—H38B | 0.9600 |
C13—C14 | 1.373 (7) | C38—H38C | 0.9600 |
C13—H13 | 0.9300 | C41—C42 | 1.522 (6) |
C14—C15 | 1.371 (7) | C41—H41A | 0.9700 |
C14—H14 | 0.9300 | C41—H41B | 0.9700 |
C15—C16 | 1.399 (7) | C42—H42A | 0.9600 |
C15—H15 | 0.9300 | C42—H42B | 0.9600 |
C16—C18 | 1.503 (6) | C42—H42C | 0.9600 |
C17—H17A | 0.9600 | C43—C44 | 1.514 (6) |
C17—H17B | 0.9600 | C43—H43A | 0.9700 |
C17—H17C | 0.9600 | C43—H43B | 0.9700 |
C18—H18A | 0.9600 | C44—H44A | 0.9600 |
C18—H18B | 0.9600 | C44—H44B | 0.9600 |
C18—H18C | 0.9600 | C44—H44C | 0.9600 |
C21—C26 | 1.388 (7) | C45—C46 | 1.511 (6) |
C21—C22 | 1.418 (7) | C45—H45A | 0.9700 |
C22—C23 | 1.397 (6) | C45—H45B | 0.9700 |
C22—C27 | 1.493 (7) | C46—H46A | 0.9600 |
C23—C24 | 1.370 (7) | C46—H46B | 0.9600 |
C23—H23 | 0.9300 | C46—H46C | 0.9600 |
C24—C25 | 1.370 (7) | C47—C48 | 1.507 (7) |
C24—H24 | 0.9300 | C47—H47A | 0.9700 |
C25—C26 | 1.401 (6) | C47—H47B | 0.9700 |
C25—H25 | 0.9300 | C48—H48A | 0.9600 |
C26—C28 | 1.478 (6) | C48—H48B | 0.9600 |
C27—H27A | 0.9600 | C48—H48C | 0.9600 |
C27—H27B | 0.9600 | C51—H51A | 0.9700 |
C27—H27C | 0.9600 | C51—H51B | 0.9700 |
C28—H28A | 0.9600 | ||
S2—Ru1—S3 | 118.07 (6) | C33—C32—C31 | 118.3 (4) |
S2—Ru1—S1 | 118.05 (7) | C33—C32—C37 | 120.4 (5) |
S3—Ru1—S1 | 123.45 (6) | C31—C32—C37 | 121.3 (4) |
S2—Ru1—Cl1 | 93.54 (5) | C34—C33—C32 | 121.3 (5) |
S3—Ru1—Cl1 | 84.70 (5) | C34—C33—H33 | 119.3 |
S1—Ru1—Cl1 | 85.54 (5) | C32—C33—H33 | 119.3 |
S2—Ru1—Cl2 | 86.76 (4) | C35—C34—C33 | 119.9 (5) |
S3—Ru1—Cl2 | 93.71 (5) | C35—C34—H34 | 120.1 |
S1—Ru1—Cl2 | 95.78 (5) | C33—C34—H34 | 120.1 |
Cl1—Ru1—Cl2 | 178.33 (5) | C34—C35—C36 | 121.8 (5) |
C11—S1—Ru1 | 115.95 (17) | C34—C35—H35 | 119.1 |
C21—S2—Ru1 | 112.97 (15) | C36—C35—H35 | 119.1 |
C31—S3—Ru1 | 114.52 (16) | C35—C36—C31 | 117.1 (5) |
C45—N1—C41 | 111.0 (4) | C35—C36—C38 | 121.1 (5) |
C45—N1—C47 | 109.0 (4) | C31—C36—C38 | 121.9 (4) |
C41—N1—C47 | 108.5 (3) | C32—C37—H37A | 109.5 |
C45—N1—C43 | 108.4 (4) | C32—C37—H37B | 109.5 |
C41—N1—C43 | 109.6 (4) | H37A—C37—H37B | 109.5 |
C47—N1—C43 | 110.4 (4) | C32—C37—H37C | 109.5 |
C16—C11—C12 | 121.2 (5) | H37A—C37—H37C | 109.5 |
C16—C11—S1 | 118.0 (4) | H37B—C37—H37C | 109.5 |
C12—C11—S1 | 120.7 (4) | C36—C38—H38A | 109.5 |
C13—C12—C11 | 118.4 (5) | C36—C38—H38B | 109.5 |
C13—C12—C17 | 119.6 (5) | H38A—C38—H38B | 109.5 |
C11—C12—C17 | 121.8 (5) | C36—C38—H38C | 109.5 |
C14—C13—C12 | 121.1 (5) | H38A—C38—H38C | 109.5 |
C14—C13—H13 | 119.4 | H38B—C38—H38C | 109.5 |
C12—C13—H13 | 119.4 | N1—C41—C42 | 115.9 (4) |
C15—C14—C13 | 119.9 (6) | N1—C41—H41A | 108.3 |
C15—C14—H14 | 120.1 | C42—C41—H41A | 108.3 |
C13—C14—H14 | 120.1 | N1—C41—H41B | 108.3 |
C14—C15—C16 | 121.5 (5) | C42—C41—H41B | 108.3 |
C14—C15—H15 | 119.3 | H41A—C41—H41B | 107.4 |
C16—C15—H15 | 119.3 | C41—C42—H42A | 109.5 |
C11—C16—C15 | 117.8 (5) | C41—C42—H42B | 109.5 |
C11—C16—C18 | 123.3 (5) | H42A—C42—H42B | 109.5 |
C15—C16—C18 | 118.9 (5) | C41—C42—H42C | 109.5 |
C12—C17—H17A | 109.5 | H42A—C42—H42C | 109.5 |
C12—C17—H17B | 109.5 | H42B—C42—H42C | 109.5 |
H17A—C17—H17B | 109.5 | N1—C43—C44 | 114.8 (4) |
C12—C17—H17C | 109.5 | N1—C43—H43A | 108.6 |
H17A—C17—H17C | 109.5 | C44—C43—H43A | 108.6 |
H17B—C17—H17C | 109.5 | N1—C43—H43B | 108.6 |
C16—C18—H18A | 109.5 | C44—C43—H43B | 108.6 |
C16—C18—H18B | 109.5 | H43A—C43—H43B | 107.5 |
H18A—C18—H18B | 109.5 | C43—C44—H44A | 109.5 |
C16—C18—H18C | 109.5 | C43—C44—H44B | 109.5 |
H18A—C18—H18C | 109.5 | H44A—C44—H44B | 109.5 |
H18B—C18—H18C | 109.5 | C43—C44—H44C | 109.5 |
C26—C21—C22 | 122.2 (4) | H44A—C44—H44C | 109.5 |
C26—C21—S2 | 119.6 (4) | H44B—C44—H44C | 109.5 |
C22—C21—S2 | 118.1 (4) | N1—C45—C46 | 116.9 (4) |
C23—C22—C21 | 116.6 (5) | N1—C45—H45A | 108.1 |
C23—C22—C27 | 121.2 (5) | C46—C45—H45A | 108.1 |
C21—C22—C27 | 122.1 (4) | N1—C45—H45B | 108.1 |
C24—C23—C22 | 121.6 (5) | C46—C45—H45B | 108.1 |
C24—C23—H23 | 119.2 | H45A—C45—H45B | 107.3 |
C22—C23—H23 | 119.2 | C45—C46—H46A | 109.5 |
C25—C24—C23 | 120.7 (5) | C45—C46—H46B | 109.5 |
C25—C24—H24 | 119.7 | H46A—C46—H46B | 109.5 |
C23—C24—H24 | 119.7 | C45—C46—H46C | 109.5 |
C24—C25—C26 | 120.8 (5) | H46A—C46—H46C | 109.5 |
C24—C25—H25 | 119.6 | H46B—C46—H46C | 109.5 |
C26—C25—H25 | 119.6 | N1—C47—C48 | 115.8 (4) |
C21—C26—C25 | 117.9 (5) | N1—C47—H47A | 108.3 |
C21—C26—C28 | 121.8 (4) | C48—C47—H47A | 108.3 |
C25—C26—C28 | 120.2 (5) | N1—C47—H47B | 108.3 |
C22—C27—H27A | 109.5 | C48—C47—H47B | 108.3 |
C22—C27—H27B | 109.5 | H47A—C47—H47B | 107.4 |
H27A—C27—H27B | 109.5 | C47—C48—H48A | 109.5 |
C22—C27—H27C | 109.5 | C47—C48—H48B | 109.5 |
H27A—C27—H27C | 109.5 | H48A—C48—H48B | 109.5 |
H27B—C27—H27C | 109.5 | C47—C48—H48C | 109.5 |
C26—C28—H28A | 109.5 | H48A—C48—H48C | 109.5 |
C26—C28—H28B | 109.5 | H48B—C48—H48C | 109.5 |
H28A—C28—H28B | 109.5 | Cl4—C51—Cl3 | 115.0 (3) |
C26—C28—H28C | 109.5 | Cl4—C51—H51A | 108.5 |
H28A—C28—H28C | 109.5 | Cl3—C51—H51A | 108.5 |
H28B—C28—H28C | 109.5 | Cl4—C51—H51B | 108.5 |
C32—C31—C36 | 121.7 (4) | Cl3—C51—H51B | 108.5 |
C32—C31—S3 | 119.3 (4) | H51A—C51—H51B | 107.5 |
C36—C31—S3 | 118.9 (4) |