Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805034926/ng6227sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805034926/ng6227Isup2.hkl |
CCDC reference: 289823
Data collection: COLLECT (Nonius, 2000); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS86 (Sheldrick, 1985); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
[Rh(C12H8NO)Cl2(C12H9NO)] | F(000) = 1080 |
Mr = 539.21 | Dx = 1.677 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 13.5492 (2) Å | Cell parameters from 18110 reflections |
b = 8.2515 (1) Å | θ = 2.0–25.4° |
c = 19.2229 (3) Å | µ = 1.08 mm−1 |
β = 96.521 (1)° | T = 200 K |
V = 2135.24 (5) Å3 | Prism, orange |
Z = 4 | 0.45 × 0.24 × 0.08 mm |
Nonius KappaCCD area-detector diffractometer | 3894 independent reflections |
Radiation source: fine-focus sealed tube | 3560 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.050 |
Detector resolution: 9 pixels mm-1 | θmax = 25.3°, θmin = 2.1° |
CCD rotation images, thick slices scans | h = −16→16 |
Absorption correction: multi-scan (Blessing, 1995) | k = −9→9 |
Tmin = 0.729, Tmax = 0.918 | l = −23→23 |
20293 measured reflections |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.090 | w = 1/[σ2(Fo2) + (0.0556P)2 + 0.8456P] where P = (Fo2 + 2Fc2)/3 |
S = 1.13 | (Δ/σ)max = 0.002 |
3894 reflections | Δρmax = 0.90 e Å−3 |
281 parameters | Δρmin = −1.18 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0129 (7) |
Experimental. Rhodium(III) chloride trihydrate (0.132 g, 0.5 mmol) and 2-pyridyl phenone (0.549 g, 3.0 mmol) were placed in a ceramic boat (10 cm, 1.3 cm in length and in width, respectively) and heated in an oven at 150 °C for 15 h. After cooling, the resulting reaction mixture was washed with 20 ml of methanol and orange single crystals, (I), were isolated by suction filtration (yield 78%). Spectroscopic analysis: IR (KBr, cm-1): ν(C═O) 1677, 1612; 1H NMR (400 MHz, [(CD3)2SO], δ, p.p.m.): 9.53 (d, 1H, H(C24), J = 5.7 Hz), 8.77 (d, 1H, H(C1), J = 5.4 Hz), 8.42 (d, 1H, H(C4), J = 8.5 Hz), 8.35 (t, 1H, H(C3), J = 7.6 Hz), 8.31 (t, 1H, H(C22), J = 7.5 Hz), 8.24 (d, 1H, H(C21), J = 7.7 Hz), 8.15 (d, 2H, H(C8) + H(C12), J = 7.7 Hz), 8.05 (t, 1H, H(C2), J = 6.6 Hz), 7.94–7.89 (m, 2H, H(C23) + H(C10)), 7.80–7.75 (m, 4H, H(C17) + H(C9) + H(C11) + H(C14)), 7.46 (t, 1H, H(C16), J = 7.7 Hz), 7.29 (t, 1H, H(C15), J = 7.3 Hz); 13C NMR (500 MHz, [(CD3)2SO], δ, p.p.m.): 201.5, 187.7, 156.8, 156.5, 155.4, 155.3, 153.7, 153.5, 140.2, 140.0, 139.3, 135.1, 135.1, 133.6, 131.1, 130.8, 130.8, 130.7, 129.6, 128.4, 128.0, 127.5, 125.9, 124.1; analysis, calculated for C24H17Cl2N2O2Rh: C 53.46, H 3.18, Cl 13.15, N 5.20%; found: C 53.41, H 3.32, Cl 13.29, N 5.35%. |
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 | ||
Rh1 | 0.740042 (14) | 0.23604 (2) | 0.461802 (10) | 0.01895 (12) | |
Cl1 | 0.61174 (5) | 0.33261 (9) | 0.38202 (3) | 0.02823 (18) | |
Cl2 | 0.86288 (5) | 0.15031 (9) | 0.54994 (3) | 0.02630 (18) | |
O1 | 0.68117 (13) | 0.3691 (2) | 0.55273 (9) | 0.0247 (4) | |
O2 | 0.60440 (16) | −0.0616 (3) | 0.28719 (11) | 0.0434 (6) | |
N1 | 0.80511 (15) | 0.4591 (3) | 0.46074 (11) | 0.0220 (5) | |
N2 | 0.66528 (15) | 0.0243 (3) | 0.46712 (11) | 0.0224 (5) | |
C1 | 0.8453 (2) | 0.5235 (4) | 0.40658 (15) | 0.0285 (6) | |
H1 | 0.8468 | 0.4633 | 0.3640 | 0.034* | |
C2 | 0.8867 (2) | 0.6774 (4) | 0.40994 (16) | 0.0312 (7) | |
H2 | 0.9164 | 0.7197 | 0.3707 | 0.037* | |
C3 | 0.8846 (2) | 0.7694 (3) | 0.46909 (18) | 0.0304 (7) | |
H3 | 0.9134 | 0.8758 | 0.4709 | 0.037* | |
C4 | 0.8397 (2) | 0.7052 (4) | 0.52485 (15) | 0.0257 (6) | |
H4 | 0.8364 | 0.7679 | 0.5666 | 0.031* | |
C5 | 0.80109 (18) | 0.5504 (3) | 0.51934 (13) | 0.0222 (6) | |
C6 | 0.74022 (18) | 0.4777 (3) | 0.57159 (14) | 0.0229 (6) | |
C7 | 0.74851 (19) | 0.5413 (3) | 0.64403 (13) | 0.0239 (6) | |
C8 | 0.8423 (2) | 0.5700 (4) | 0.68034 (15) | 0.0325 (7) | |
H8 | 0.9004 | 0.5523 | 0.6570 | 0.039* | |
C9 | 0.8499 (2) | 0.6200 (4) | 0.74959 (16) | 0.0406 (8) | |
H9 | 0.9144 | 0.6382 | 0.7745 | 0.049* | |
C10 | 0.7648 (3) | 0.6459 (4) | 0.78144 (16) | 0.0407 (8) | |
H10 | 0.7698 | 0.6842 | 0.8289 | 0.049* | |
C11 | 0.6722 (2) | 0.6177 (4) | 0.74587 (16) | 0.0376 (7) | |
H11 | 0.6133 | 0.6352 | 0.7683 | 0.045* | |
C12 | 0.6638 (2) | 0.5620 (4) | 0.67766 (15) | 0.0293 (6) | |
H12 | 0.5998 | 0.5371 | 0.6532 | 0.035* | |
C13 | 0.81116 (19) | 0.1367 (3) | 0.38797 (13) | 0.0230 (6) | |
C14 | 0.9120 (2) | 0.1688 (4) | 0.38579 (14) | 0.0260 (6) | |
H14 | 0.9477 | 0.2334 | 0.4218 | 0.031* | |
C15 | 0.9612 (2) | 0.1098 (4) | 0.33145 (14) | 0.0312 (7) | |
H15 | 1.0309 | 0.1300 | 0.3315 | 0.037* | |
C16 | 0.9104 (2) | 0.0217 (4) | 0.27779 (15) | 0.0366 (7) | |
H16 | 0.9442 | −0.0165 | 0.2397 | 0.044* | |
C17 | 0.8110 (2) | −0.0148 (4) | 0.27968 (14) | 0.0328 (7) | |
H17 | 0.7755 | −0.0751 | 0.2421 | 0.039* | |
C18 | 0.76169 (19) | 0.0406 (4) | 0.33535 (14) | 0.0261 (6) | |
C19 | 0.6599 (2) | −0.0225 (4) | 0.33873 (15) | 0.0297 (6) | |
C20 | 0.63119 (19) | −0.0646 (3) | 0.40995 (15) | 0.0266 (6) | |
C21 | 0.5744 (2) | −0.2037 (4) | 0.41660 (18) | 0.0352 (7) | |
H21 | 0.5540 | −0.2682 | 0.3759 | 0.042* | |
C22 | 0.5500 (2) | −0.2497 (4) | 0.4815 (2) | 0.0384 (8) | |
H22 | 0.5094 | −0.3438 | 0.4857 | 0.046* | |
C23 | 0.5835 (2) | −0.1564 (4) | 0.53900 (17) | 0.0348 (7) | |
H23 | 0.5675 | −0.1850 | 0.5848 | 0.042* | |
C24 | 0.64091 (19) | −0.0209 (4) | 0.53022 (15) | 0.0280 (6) | |
H24 | 0.6638 | 0.0423 | 0.5708 | 0.034* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Rh1 | 0.02154 (16) | 0.01741 (16) | 0.01798 (16) | −0.00318 (7) | 0.00263 (10) | 0.00000 (7) |
Cl1 | 0.0271 (3) | 0.0305 (4) | 0.0264 (4) | −0.0003 (3) | 0.0001 (3) | 0.0074 (3) |
Cl2 | 0.0264 (3) | 0.0292 (4) | 0.0226 (3) | −0.0007 (3) | −0.0003 (3) | 0.0003 (3) |
O1 | 0.0254 (9) | 0.0233 (11) | 0.0260 (10) | −0.0048 (8) | 0.0049 (8) | −0.0036 (8) |
O2 | 0.0361 (11) | 0.0561 (16) | 0.0355 (12) | −0.0110 (11) | −0.0062 (9) | −0.0131 (11) |
N1 | 0.0220 (10) | 0.0217 (12) | 0.0224 (11) | −0.0028 (9) | 0.0026 (9) | 0.0009 (9) |
N2 | 0.0190 (10) | 0.0202 (12) | 0.0279 (12) | −0.0016 (9) | 0.0028 (9) | 0.0018 (9) |
C1 | 0.0311 (14) | 0.0287 (16) | 0.0264 (14) | −0.0021 (12) | 0.0061 (12) | 0.0036 (12) |
C2 | 0.0318 (15) | 0.0258 (17) | 0.0370 (16) | −0.0031 (13) | 0.0080 (12) | 0.0061 (13) |
C3 | 0.0285 (16) | 0.0201 (16) | 0.0422 (18) | −0.0036 (11) | 0.0021 (14) | 0.0057 (12) |
C4 | 0.0251 (14) | 0.0213 (14) | 0.0302 (15) | −0.0016 (11) | 0.0004 (11) | −0.0036 (12) |
C5 | 0.0222 (13) | 0.0200 (14) | 0.0239 (13) | −0.0011 (11) | 0.0007 (10) | −0.0010 (11) |
C6 | 0.0208 (12) | 0.0213 (14) | 0.0265 (14) | 0.0026 (11) | 0.0026 (10) | 0.0002 (11) |
C7 | 0.0285 (14) | 0.0186 (14) | 0.0248 (13) | −0.0002 (11) | 0.0038 (11) | −0.0010 (11) |
C8 | 0.0309 (15) | 0.0337 (18) | 0.0325 (15) | −0.0020 (13) | 0.0020 (12) | −0.0027 (13) |
C9 | 0.0444 (18) | 0.044 (2) | 0.0304 (16) | −0.0053 (15) | −0.0065 (14) | −0.0053 (14) |
C10 | 0.064 (2) | 0.0352 (19) | 0.0225 (15) | −0.0033 (16) | 0.0035 (14) | −0.0030 (13) |
C11 | 0.0485 (18) | 0.0351 (19) | 0.0322 (16) | 0.0023 (15) | 0.0170 (14) | −0.0019 (13) |
C12 | 0.0313 (14) | 0.0262 (16) | 0.0312 (15) | −0.0011 (12) | 0.0070 (12) | 0.0003 (12) |
C13 | 0.0263 (13) | 0.0245 (15) | 0.0179 (13) | −0.0004 (11) | 0.0012 (10) | 0.0018 (11) |
C14 | 0.0301 (14) | 0.0247 (16) | 0.0232 (13) | −0.0033 (12) | 0.0028 (11) | −0.0006 (11) |
C15 | 0.0277 (14) | 0.0377 (18) | 0.0291 (15) | −0.0018 (13) | 0.0082 (12) | −0.0006 (13) |
C16 | 0.0380 (16) | 0.048 (2) | 0.0245 (15) | 0.0028 (14) | 0.0085 (12) | −0.0082 (14) |
C17 | 0.0368 (16) | 0.0365 (18) | 0.0248 (14) | −0.0006 (13) | 0.0019 (12) | −0.0089 (13) |
C18 | 0.0273 (14) | 0.0274 (16) | 0.0229 (13) | −0.0016 (12) | −0.0009 (11) | −0.0021 (11) |
C19 | 0.0286 (14) | 0.0277 (16) | 0.0315 (15) | −0.0020 (12) | −0.0019 (12) | −0.0066 (12) |
C20 | 0.0203 (12) | 0.0215 (15) | 0.0370 (15) | −0.0006 (11) | −0.0011 (11) | −0.0023 (12) |
C21 | 0.0283 (15) | 0.0233 (16) | 0.053 (2) | −0.0046 (13) | −0.0011 (14) | −0.0061 (15) |
C22 | 0.0247 (16) | 0.0250 (18) | 0.065 (2) | −0.0072 (11) | 0.0016 (16) | 0.0094 (14) |
C23 | 0.0277 (14) | 0.0305 (18) | 0.0471 (18) | 0.0024 (13) | 0.0078 (13) | 0.0169 (14) |
C24 | 0.0248 (13) | 0.0265 (16) | 0.0327 (15) | 0.0011 (11) | 0.0039 (11) | 0.0051 (12) |
Rh1—Cl1 | 2.3246 (7) | C9—H9 | 0.9601 |
Rh1—Cl2 | 2.3454 (6) | C10—C11 | 1.378 (5) |
Rh1—O1 | 2.2831 (18) | C10—H10 | 0.9599 |
Rh1—N1 | 2.042 (2) | C11—C12 | 1.382 (4) |
Rh1—N2 | 2.028 (2) | C11—H11 | 0.9601 |
Rh1—C13 | 1.981 (3) | C12—H12 | 0.9600 |
O1—C6 | 1.229 (3) | C13—C14 | 1.397 (4) |
O2—C19 | 1.217 (3) | C13—C18 | 1.396 (4) |
N1—C1 | 1.339 (3) | C14—C15 | 1.389 (4) |
N1—C5 | 1.361 (3) | C14—H14 | 0.9599 |
N2—C24 | 1.346 (4) | C15—C16 | 1.380 (4) |
N2—C20 | 1.358 (3) | C15—H15 | 0.9600 |
C1—C2 | 1.387 (4) | C16—C17 | 1.385 (4) |
C1—H1 | 0.9600 | C16—H16 | 0.9600 |
C2—C3 | 1.370 (4) | C17—C18 | 1.401 (4) |
C2—H2 | 0.9600 | C17—H17 | 0.9600 |
C3—C4 | 1.396 (4) | C18—C19 | 1.482 (4) |
C3—H3 | 0.9600 | C19—C20 | 1.506 (4) |
C4—C5 | 1.380 (4) | C20—C21 | 1.396 (4) |
C4—H4 | 0.9600 | C21—C22 | 1.380 (5) |
C5—C6 | 1.496 (4) | C21—H21 | 0.9600 |
C6—C7 | 1.481 (4) | C22—C23 | 1.381 (5) |
C7—C12 | 1.391 (4) | C22—H22 | 0.9600 |
C7—C8 | 1.399 (4) | C23—C24 | 1.383 (4) |
C8—C9 | 1.387 (4) | C23—H23 | 0.9600 |
C8—H8 | 0.9600 | C24—H24 | 0.9600 |
C9—C10 | 1.381 (5) | ||
Cl1—Rh1—Cl2 | 175.00 (2) | C10—C11—H11 | 120.5 |
O1—Rh1—Cl1 | 92.30 (5) | C11—C10—C9 | 120.8 (3) |
O1—Rh1—Cl2 | 82.70 (5) | C11—C10—H10 | 119.2 |
O1—C6—C7 | 120.9 (2) | C11—C12—C7 | 119.9 (3) |
O1—C6—C5 | 119.0 (2) | C11—C12—H12 | 120.6 |
O2—C19—C18 | 123.3 (3) | C12—C7—C6 | 120.1 (2) |
O2—C19—C20 | 118.7 (3) | C12—C7—C8 | 119.9 (2) |
N1—Rh1—Cl1 | 88.61 (6) | C12—C11—H11 | 119.5 |
N1—Rh1—Cl2 | 90.42 (6) | C13—Rh1—Cl1 | 93.29 (7) |
N1—Rh1—O1 | 76.29 (7) | C13—Rh1—Cl2 | 91.70 (7) |
N1—C1—C2 | 121.7 (3) | C13—Rh1—O1 | 171.09 (8) |
N1—C1—H1 | 120.5 | C13—Rh1—N1 | 96.90 (10) |
N1—C5—C4 | 121.7 (2) | C13—Rh1—N2 | 88.05 (10) |
N1—C5—C6 | 114.2 (2) | C13—C14—H14 | 119.9 |
N2—Rh1—Cl1 | 89.32 (6) | C13—C18—C19 | 122.7 (2) |
N2—Rh1—Cl2 | 91.22 (6) | C14—C13—C18 | 118.5 (2) |
N2—Rh1—O1 | 98.96 (8) | C14—C13—Rh1 | 120.0 (2) |
N2—Rh1—N1 | 174.74 (8) | C14—C15—H15 | 119.7 |
N2—C20—C19 | 120.8 (2) | C15—C14—C13 | 120.7 (3) |
N2—C20—C21 | 120.7 (3) | C15—C14—H14 | 119.4 |
N2—C24—C23 | 122.2 (3) | C15—C16—C17 | 119.9 (3) |
N2—C24—H24 | 119.5 | C15—C16—H16 | 120.3 |
C1—N1—C5 | 118.8 (2) | C16—C15—C14 | 120.4 (3) |
C1—N1—Rh1 | 125.45 (19) | C16—C15—H15 | 119.9 |
C1—C2—H2 | 120.0 | C16—C17—C18 | 119.9 (3) |
C2—C1—H1 | 117.8 | C16—C17—H17 | 119.9 |
C2—C3—C4 | 118.6 (3) | C17—C16—H16 | 119.8 |
C2—C3—H3 | 119.4 | C17—C18—C13 | 120.5 (2) |
C3—C2—C1 | 119.9 (3) | C17—C18—C19 | 116.5 (2) |
C3—C2—H2 | 120.0 | C18—C17—H17 | 120.1 |
C3—C4—H4 | 120.2 | C18—C13—Rh1 | 121.45 (19) |
C4—C3—H3 | 122.0 | C18—C19—C20 | 117.3 (2) |
C4—C5—C6 | 123.6 (2) | C20—N2—Rh1 | 123.41 (18) |
C5—N1—Rh1 | 115.64 (17) | C20—C21—H21 | 119.5 |
C5—C4—C3 | 119.1 (3) | C21—C20—C19 | 118.3 (3) |
C5—C4—H4 | 120.6 | C21—C22—H22 | 119.8 |
C6—O1—Rh1 | 107.72 (16) | C22—C21—C20 | 120.0 (3) |
C7—C6—C5 | 120.0 (2) | C22—C21—H21 | 120.5 |
C7—C8—H8 | 119.2 | C22—C23—H23 | 120.6 |
C7—C12—H12 | 119.6 | C22—C23—C24 | 119.4 (3) |
C8—C7—C6 | 119.8 (2) | C23—C22—C21 | 118.6 (3) |
C8—C9—C10 | 119.8 (3) | C23—C22—H22 | 121.5 |
C8—C9—H9 | 119.3 | C23—C24—H24 | 118.3 |
C9—C8—C7 | 119.5 (3) | C24—N2—C20 | 118.9 (2) |
C9—C8—H8 | 121.2 | C24—N2—C20 | 118.9 (2) |
C9—C10—H10 | 120.0 | C24—N2—Rh1 | 117.35 (19) |
C10—C9—H9 | 120.9 | C24—C23—H23 | 119.9 |
C10—C11—C12 | 120.0 (3) | ||
Rh1—O1—C6—C5 | 28.0 (3) | C1—N1—C5—C4 | −1.8 (4) |
Rh1—O1—C6—C7 | −154.6 (2) | C1—N1—C5—C6 | 170.4 (2) |
Rh1—N1—C1—C2 | 179.0 (2) | C3—C4—C5—N1 | −0.4 (4) |
Rh1—N1—C5—C4 | −178.2 (2) | C3—C4—C5—C6 | −171.9 (3) |
Rh1—N1—C5—C6 | −6.0 (3) | N1—C5—C6—O1 | −17.4 (3) |
Rh1—N2—C20—C21 | −175.6 (2) | C4—C5—C6—O1 | 154.7 (3) |
Rh1—N2—C20—C19 | 8.8 (3) | N1—C5—C6—C7 | 165.2 (2) |
Rh1—N2—C24—C23 | 175.0 (2) | C4—C5—C6—C7 | −22.8 (4) |
Rh1—C13—C14—C15 | −175.2 (2) | O1—C6—C7—C12 | −39.1 (4) |
Rh1—C13—C18—C17 | 173.4 (2) | C5—C6—C7—C12 | 138.3 (3) |
Rh1—C13—C18—C19 | −13.3 (4) | O1—C6—C7—C8 | 136.5 (3) |
O1—Rh1—N1—C1 | −161.4 (2) | C5—C6—C7—C8 | −46.2 (4) |
O1—Rh1—N1—C5 | 14.67 (17) | C12—C7—C8—C9 | −0.5 (5) |
O1—Rh1—N2—C20 | 145.2 (2) | C6—C7—C8—C9 | −176.0 (3) |
O1—Rh1—N2—C24 | −28.5 (2) | C7—C8—C9—C10 | −1.9 (5) |
N1—Rh1—O1—C6 | −23.28 (17) | C8—C9—C10—C11 | 2.0 (5) |
N1—Rh1—C13—C14 | 40.3 (2) | C9—C10—C11—C12 | 0.4 (5) |
N1—Rh1—C13—C18 | −136.5 (2) | C10—C11—C12—C7 | −2.9 (5) |
N2—Rh1—O1—C6 | 159.03 (17) | C8—C7—C12—C11 | 2.9 (4) |
N2—Rh1—C13—C14 | −141.5 (2) | C6—C7—C12—C11 | 178.4 (3) |
N2—Rh1—C13—C18 | 41.7 (2) | C18—C13—C14—C15 | 1.7 (4) |
Cl1—Rh1—N1—C1 | −68.7 (2) | C13—C14—C15—C16 | 1.6 (5) |
Cl1—Rh1—N1—C5 | 107.38 (17) | C14—C15—C16—C17 | −3.0 (5) |
Cl1—Rh1—N2—C20 | 53.0 (2) | C15—C16—C17—C18 | 1.3 (5) |
Cl1—Rh1—N2—C24 | −120.70 (19) | C14—C13—C18—C17 | −3.4 (4) |
Cl1—Rh1—O1—C6 | −111.29 (17) | C14—C13—C18—C19 | 169.9 (3) |
Cl1—Rh1—C13—C14 | 129.3 (2) | C16—C17—C18—C13 | 2.0 (5) |
Cl1—Rh1—C13—C18 | −47.5 (2) | C16—C17—C18—C19 | −171.7 (3) |
Cl2—Rh1—N2—C20 | −132.0 (2) | C13—C18—C19—O2 | 156.5 (3) |
Cl2—Rh1—N2—C24 | 54.32 (19) | C17—C18—C19—O2 | −29.9 (4) |
Cl2—Rh1—N1—C1 | 116.2 (2) | C13—C18—C19—C20 | −33.5 (4) |
Cl2—Rh1—N1—C5 | −67.71 (17) | C17—C18—C19—C20 | 140.1 (3) |
Cl2—Rh1—O1—C6 | 68.94 (16) | C24—N2—C20—C21 | −2.0 (4) |
Cl2—Rh1—C13—C14 | −50.4 (2) | C24—N2—C20—C19 | −177.5 (2) |
Cl2—Rh1—C13—C18 | 132.8 (2) | O2—C19—C20—N2 | −154.1 (3) |
C13—Rh1—N1—C1 | 24.4 (2) | C18—C19—C20—N2 | 35.5 (4) |
C13—Rh1—N1—C5 | −159.48 (18) | O2—C19—C20—C21 | 30.3 (4) |
C13—Rh1—N2—C20 | −40.3 (2) | C18—C19—C20—C21 | −140.1 (3) |
C13—Rh1—N2—C24 | 146.0 (2) | N2—C20—C21—C22 | 1.9 (4) |
C1—N1—C13—C14 | 53.9 (2) | C19—C20—C21—C22 | 177.5 (3) |
C5—N1—C1—C2 | 3.0 (4) | C20—C21—C22—C23 | −0.6 (5) |
N1—C1—C2—C3 | −1.9 (4) | C21—C22—C23—C24 | −0.5 (4) |
C1—C2—C3—C4 | −0.4 (4) | C20—N2—C24—C23 | 1.0 (4) |
C2—C3—C4—C5 | 1.5 (4) | C22—C23—C24—N2 | 0.3 (4) |