Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802000077/wn6068sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536802000077/wn6068Isup2.hkl |
CCDC reference: 180758
Data collection: KRISEL control software [Any reference?]; cell refinement: MolEN (Enraf-Nonius, 1990); data reduction: MolEN; program(s) used to solve structure: MolEN; program(s) used to refine structure: MolEN; molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: Word Pad, IUCR CIF Template.
[RhCl(C8H12)(C18H15P)] | Dx = 1.50 Mg m−3 |
Mr = 508.84 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, P212121 | Cell parameters from 17 reflections |
a = 16.246 (3) Å | θ = 10.0–20.5° |
b = 8.145 (2) Å | µ = 0.96 mm−1 |
c = 16.992 (4) Å | T = 296 K |
V = 2248 (1) Å3 | Irregular, brown |
Z = 4 | 0.29 × 0.28 × 0.28 mm |
F(000) = 1040.0 |
Picker four-circle diffractometer | θmax = 28.3°, θmin = 1.0° |
Radiation source: x-ray tube | h = 0→21 |
Grahpite monochromator | k = 0→10 |
ω–2θ scans | l = 0→22 |
3170 measured reflections | 3 standard reflections every 120 min |
3170 independent reflections | intensity decay: none |
2839 reflections with I > 2σ(I) |
Refinement on F | 0 restraints |
Least-squares matrix: full | 0 constraints |
R[F2 > 2σ(F2)] = 0.036 | H-atom parameters constrained |
wR(F2) = 0.046 | Weighting scheme based on measured s.u.'s w = 4F2/[σ2(F2) + (0.03F2)2] |
S = 2.18 | (Δ/σ)max = 0.28 |
2839 reflections | Δρmax = 0.46 e Å−3 |
262 parameters | Δρmin = −0.12 e Å−3 |
Refinement. The structure for this molecule was refined several years ago using a mainframe computer. Because cycles of refinment on the mainframe were so time consuming, refinment on this molecule was stopped when the the largest ratio of the refinment shift to standard uncertaintly was equal to 0.28. The MolEN program which was used for refinment is no longer available for our use. |
x | y | z | Uiso*/Ueq | ||
RH1 | 0.63038 (3) | 0.10595 (6) | 0.11040 (3) | 0.1662 | |
CL1 | 0.6358 (1) | 0.3708 (2) | 0.1666 (1) | 0.2107 | |
P1 | 0.5951 (1) | 0.2265 (2) | −0.00778 (9) | 0.4970 | |
C1 | 0.5787 (4) | −0.1265 (8) | 0.0787 (4) | 0.1847 | |
C2 | 0.6643 (4) | −0.1261 (8) | 0.0659 (4) | 0.1950 | |
C3 | 0.7016 (5) | 0.0202 (9) | 0.2130 (4) | 0.2047 | |
C4 | 0.6220 (5) | −0.0074 (9) | 0.2301 (4) | 0.2093 | |
C5 | 0.5801 (5) | −0.176 (1) | 0.2277 (4) | 0.2223 | |
C6 | 0.5343 (5) | −0.200 (1) | 0.1477 (5) | 0.2197 | |
C7 | 0.7252 (5) | −0.2189 (9) | 0.1175 (5) | 0.2103 | |
C8 | 0.7635 (5) | −0.108 (1) | 0.1818 (5) | 0.2273 | |
C11 | 0.5088 (4) | 0.3637 (7) | 0.0064 (4) | 0.1717 | |
C12 | 0.4999 (5) | 0.5114 (9) | −0.0334 (4) | 0.2100 | |
C13 | 0.4288 (5) | 0.606 (1) | −0.0215 (5) | 0.2197 | |
C14 | 0.3689 (5) | 0.555 (1) | 0.0314 (5) | 0.2287 | |
C15 | 0.3774 (4) | 0.407 (1) | 0.0724 (4) | 0.2097 | |
C16 | 0.4479 (4) | 0.3156 (9) | 0.0597 (4) | 0.1907 | |
C21 | 0.5595 (4) | 0.0923 (8) | −0.0877 (3) | 0.1797 | |
C22 | 0.4758 (4) | 0.0788 (9) | −0.1080 (4) | 0.1960 | |
C23 | 0.4519 (5) | −0.034 (1) | −0.1636 (5) | 0.2350 | |
C24 | 0.5066 (6) | −0.135 (1) | −0.2020 (5) | 0.2493 | |
C25 | 0.5903 (6) | −0.122 (1) | −0.1824 (5) | 0.2390 | |
C26 | 0.6166 (5) | −0.0095 (9) | −0.1258 (4) | 0.2083 | |
C31 | 0.6738 (4) | 0.3503 (8) | −0.0565 (4) | 0.1733 | |
C32 | 0.7407 (4) | 0.4105 (9) | −0.0130 (4) | 0.1963 | |
C33 | 0.7992 (5) | 0.5057 (9) | −0.0492 (4) | 0.2100 | |
C34 | 0.7954 (5) | 0.543 (1) | −0.1297 (5) | 0.2160 | |
C35 | 0.7282 (5) | 0.481 (1) | −0.1732 (5) | 0.2173 | |
C36 | 0.6696 (4) | 0.386 (1) | −0.1364 (4) | 0.2000 | |
H1 | 0.542 | 0.548 | −0.068 | 0.2414* | |
H2 | 0.422 | 0.705 | −0.050 | 0.2516* | |
H3 | 0.322 | 0.622 | 0.040 | 0.2639* | |
H4 | 0.336 | 0.371 | 0.108 | 0.2414* | |
H5 | 0.455 | 0.216 | 0.088 | 0.2165* | |
H6 | 0.436 | 0.147 | −0.084 | 0.2306* | |
H7 | 0.395 | −0.043 | −0.176 | 0.2735* | |
H8 | 0.488 | −0.212 | −0.240 | 0.2891* | |
H9 | 0.629 | −0.189 | −0.208 | 0.2779* | |
H10 | 0.673 | −0.002 | −0.113 | 0.2387* | |
H11 | 0.745 | 0.385 | 0.041 | 0.2279* | |
H12 | 0.844 | 0.548 | −0.019 | 0.2387* | |
H13 | 0.837 | 0.608 | −0.154 | 0.2466* | |
H14 | 0.723 | 0.505 | −0.228 | 0.2516* | |
H15 | 0.625 | 0.344 | −0.166 | 0.2306* | |
H16 | 0.542 | −0.184 | 0.270 | 0.2591* | |
H17 | 0.621 | −0.259 | 0.233 | 0.2591* | |
H18 | 0.528 | −0.314 | 0.139 | 0.2566* | |
H19 | 0.482 | −0.149 | 0.152 | 0.2566* | |
H20 | 0.768 | −0.261 | 0.085 | 0.2414* | |
H21 | 0.697 | −0.307 | 0.142 | 0.2414* | |
H22 | 0.781 | −0.174 | 0.224 | 0.2615* | |
H23 | 0.809 | −0.052 | 0.160 | 0.2615* | |
H24 | 0.546 | −0.075 | 0.040 | 0.2135* | |
H25 | 0.685 | −0.065 | 0.023 | 0.2251* | |
H26 | 0.722 | 0.129 | 0.221 | 0.2387* | |
H27 | 0.589 | 0.084 | 0.245 | 0.2466* |
U11 | U22 | U33 | U12 | U13 | U23 | |
RH1 | 0.0339 (2) | 0.0227 (2) | 0.0261 (2) | −0.0008 (2) | −0.0023 (2) | −0.0005 (2) |
CL1 | 0.071 (1) | 0.0277 (7) | 0.0410 (7) | −0.0025 (9) | −0.0083 (9) | −0.0071 (6) |
P1 | 0.0296 (7) | 0.0251 (7) | 0.0278 (7) | −0.0025 (7) | −0.0015 (7) | 0.0002 (6) |
C1 | 0.044 (3) | 0.022 (3) | 0.039 (3) | −0.006 (3) | −0.000 (3) | −0.002 (3) |
C2 | 0.045 (3) | 0.030 (3) | 0.042 (3) | 0.004 (3) | 0.007 (3) | −0.008 (3) |
C3 | 0.055 (4) | 0.045 (4) | 0.031 (3) | 0.009 (4) | −0.008 (3) | 0.009 (3) |
C4 | 0.066 (4) | 0.049 (4) | 0.024 (3) | 0.005 (4) | −0.007 (3) | 0.010 (3) |
C5 | 0.068 (5) | 0.051 (4) | 0.034 (3) | −0.007 (4) | 0.005 (4) | 0.012 (3) |
C6 | 0.045 (4) | 0.051 (4) | 0.056 (4) | −0.018 (3) | 0.000 (3) | 0.019 (4) |
C7 | 0.048 (4) | 0.033 (3) | 0.053 (4) | 0.007 (3) | −0.004 (4) | 0.001 (4) |
C8 | 0.044 (4) | 0.047 (4) | 0.066 (4) | 0.008 (4) | −0.011 (3) | 0.000 (5) |
C11 | 0.031 (3) | 0.024 (3) | 0.035 (3) | −0.001 (2) | −0.001 (3) | −0.003 (2) |
C12 | 0.052 (4) | 0.034 (3) | 0.047 (4) | 0.002 (3) | −0.002 (3) | 0.000 (3) |
C13 | 0.045 (3) | 0.041 (4) | 0.061 (4) | 0.008 (4) | −0.002 (3) | 0.009 (4) |
C14 | 0.042 (3) | 0.051 (4) | 0.067 (5) | 0.008 (4) | −0.009 (4) | −0.008 (4) |
C15 | 0.036 (3) | 0.049 (4) | 0.049 (3) | 0.007 (4) | 0.002 (3) | −0.008 (3) |
C16 | 0.036 (3) | 0.038 (3) | 0.035 (3) | 0.002 (3) | 0.002 (3) | −0.001 (3) |
C21 | 0.038 (3) | 0.030 (3) | 0.030 (3) | −0.009 (3) | −0.003 (2) | 0.003 (3) |
C22 | 0.045 (3) | 0.045 (4) | 0.031 (3) | −0.009 (3) | −0.019 (3) | 0.005 (3) |
C23 | 0.062 (5) | 0.055 (4) | 0.055 (4) | −0.018 (4) | −0.016 (4) | −0.005 (4) |
C24 | 0.081 (5) | 0.060 (5) | 0.051 (4) | −0.009 (5) | −0.013 (4) | −0.011 (4) |
C25 | 0.074 (5) | 0.057 (5) | 0.048 (4) | −0.011 (5) | 0.004 (4) | −0.022 (4) |
C26 | 0.056 (4) | 0.044 (3) | 0.033 (3) | −0.004 (3) | 0.000 (3) | −0.008 (3) |
C31 | 0.030 (3) | 0.029 (3) | 0.032 (3) | −0.001 (3) | 0.002 (3) | 0.001 (3) |
C32 | 0.037 (3) | 0.030 (3) | 0.052 (4) | −0.006 (3) | −0.000 (3) | −0.005 (3) |
C33 | 0.048 (4) | 0.042 (4) | 0.043 (4) | −0.006 (3) | 0.002 (3) | −0.003 (3) |
C34 | 0.046 (4) | 0.040 (4) | 0.055 (4) | −0.005 (3) | 0.006 (3) | 0.005 (4) |
C35 | 0.052 (4) | 0.043 (4) | 0.051 (4) | −0.013 (4) | 0.011 (3) | 0.006 (4) |
C36 | 0.035 (3) | 0.050 (4) | 0.039 (3) | −0.012 (4) | 0.002 (3) | 0.006 (3) |
RH1—CL1 | 2.361 (2) | C34—C35 | 1.41 (1) |
C11—C16 | 1.396 (9) | C7—C8 | 1.55 (1) |
RH1—P1 | 2.308 (2) | C35—C36 | 1.38 (1) |
C12—C13 | 1.40 (1) | C11—C12 | 1.388 (9) |
RH1—C1 | 2.140 (6) | C1—H24 | 0.944 |
C13—C14 | 1.39 (1) | C2—H25 | 0.945 |
RH1—C2 | 2.109 (7) | C3—H26 | 0.956 |
C14—C15 | 1.40 (1) | C4—H27 | 0.952 |
RH1—C3 | 2.205 (7) | C5—H16 | 0.951 |
C15—C16 | 1.38 (1) | C5—H17 | 0.952 |
RH1—C4 | 2.238 (7) | C6—H18 | 0.946 |
C21—C22 | 1.406 (9) | C6—H19 | 0.949 |
P1—C11 | 1.809 (6) | C7—H21 | 0.948 |
C21—C26 | 1.40 (1) | C7—H20 | 0.952 |
P1—C21 | 1.837 (6) | C8—H22 | 0.940 |
C22—C23 | 1.37 (1) | C8—H23 | 0.944 |
P1—C31 | 1.827 (6) | C12—H1 | 0.950 |
C23—C24 | 1.38 (1) | C13—H2 | 0.947 |
C1—C2 | 1.41 (1) | C14—H3 | 0.949 |
C24—C25 | 1.40 (1) | C15—H4 | 0.951 |
C1—C6 | 1.50 (1) | C16—H5 | 0.950 |
C25—C26 | 1.39 (1) | C22—H6 | 0.945 |
C2—C7 | 1.52 (1) | C23—H7 | 0.951 |
C31—C32 | 1.402 (9) | C24—H8 | 0.950 |
C3—C4 | 1.34 (1) | C25—H9 | 0.939 |
C31—C36 | 1.390 (9) | C26—H10 | 0.944 |
C3—C8 | 1.54 (1 | C32—H11 | 0.943 |
C32—C33 | 1.37 (1) | C33—H12 | 0.955 |
C4—C5 | 1.53 (1) | C34—H13 | 0.953 |
C33—C34 | 1.40 (1) | C35—H14 | 0.955 |
C5—C6 | 1.56 (1) | C36—H15 | 0.946 |
CL1—RH1—P1 | 88.44 (6) | H25—C2—C1 | 118.18 |
RH1—C1—C6 | 110.1 (5) | H25—C2—C7 | 118.33 |
CL1—RH1—C1 | 157.7 (2) | H26—C3—C4 | 117.25 |
C2—C1—C6 | 126.7 (6) | H26—C3—C8 | 116.75 |
CL1—RH1—C2 | 162.6 (2) | H27—C4—C3 | 117.94 |
RH1—C2—C1 | 71.9 (4) | H27—C4—C5 | 117.23 |
CL1—RH1—C3 | 87.1 (2) | H16—C5—H17 | 109.52 |
RH1—C2—C7 | 114.1 (5) | H16—C5—C4 | 109.29 |
CL1—RH1—C4 | 90.7 (2) | H16—C5—C6 | 109.83 |
C1—C2—C7 | 123.4 (6) | H17—C5—C4 | 108.88 |
P1—RH1—C1 | 93.4 (2) | H17—C5—C6 | 109.02 |
RH1—C3—C4 | 73.7 (4) | H18—C6—H19 | 110.18 |
P1—RH1—C2 | 97.7 (2) | H18—C6—C1 | 108.75 |
RH1—C3—C8 | 106.5 (5) | H18—C6—C5 | 108.09 |
P1—RH1—C3 | 162.3 (2) | H19—C6—C1 | 108.42 |
C4—C3—C8 | 126.1 (7) | H19—C6—C5 | 107.75 |
P1—RH1—C4 | 162.0 (2) | H21—C7—H20 | 109.59 |
RH1—C4—C3 | 71.1 (4) | H21—C7—C2 | 108.34 |
RH1—C4—C5 | 111.9 (4) | H21—C7—C8 | 109.03 |
C3—C4—C5 | 124.8 (7) | H20—C7—C2 | 108.63 |
C4—C5—C6 | 110.2 (6) | H20—C7—C8 | 109.03 |
C1—C6—C5 | 113.7 (6) | H22—C8—H23 | 109.79 |
C2—C7—C8 | 112.1 (6) | H22—C8—C3 | 108.77 |
C3—C8—C7 | 112.0 (6) | H22—C8—C7 | 109.04 |
RH1—P1—C11 | 109.8 (2) | H23—C8—C3 | 108.54 |
P1—C11—C12 | 123.4 (5) | H23—C8—C7 | 108.64 |
RH1—P1—C21 | 118.0 (2) | H1—C12—C11 | 119.91 |
P1—C11—C16 | 117.5 (5) | H1—C12—C13 | 120.64 |
RH1—P1—C31 | 117.1 (2) | H2—C13—C14 | 120.27 |
C12—C11—C16 | 119.1 (6) | H2—C13—C12 | 119.33 |
C11—P1—C21 | 102.8 (3) | H3—C14—C13 | 119.38 |
C11—C12—C13 | 119.3 (7) | H3—C14—C15 | 119.89 |
C11—P1—C31 | 105.2 (3) | H4—C15—C16 | 121.27 |
C12—C13—C14 | 120.6 (8) | H4—C15—C14 | 120.84 |
C21—P1—C31 | 102.4 (3) | H5—C16—C15 | 118.76 |
C13—C14—C15 | 120.6 (7) | H5—C16—C11 | 118.78 |
RH1—C1—C2 | 69.5 (4) | H6—C22—C23 | 119.77 |
C14—C15—C16 | 117.9 (7) | H6—C22—C21 | 120.63 |
C11—C16—C15 | 122.4 (6) | H7—C23—C22 | 118.60 |
P1—C31—C32 | 119.8 (5) | H7—C23—C24 | 118.48 |
P1—C21—C22 | 122.2 (5) | H8—C24—C23 | 120.80 |
P1—C31—C36 | 121.6 (5) | H8—C24—C25 | 121.29 |
P1—C21—C26 | 118.9 (5) | H9—C25—C26 | 119.72 |
C32—C31—C36 | 118.7 (6) | H9—C25—C24 | 119.64 |
C22—C21—C26 | 118.7 (6) | H10—C26—C25 | 119.9 |
C31—C32—C33 | 119.9 (6) | H10—C26—C21 | 119.8 |
C21—C22—C23 | 119.6 (7) | H11—C32—C33 | 120.6 |
C32—C33—C34 | 121.9 (7) | H11—C32—C31 | 119.53 |
C22—C23—C24 | 123.0 (8) | H12—C33—C32 | 119.40 |
C33—C34—C35 | 117.8 (7) | H12—C33—C34 | 118.65 |
C23—C24—C25 | 117.7 (8) | H13—C34—C33 | 120.79 |
C34—C35—C36 | 119.9 (7) | H13—C34—C35 | 121.36 |
C24—C25—C26 | 120.8 (8) | H14—C35—C36 | 119.77 |
C31—C36—C35 | 121.8 (6) | H14—C35—C34 | 120.37 |
C21—C26—C25 | 120.2 (7) | H15—C36—C35 | 119.43 |
H24—C1—C2 | 116.58 | H15—C36—C31 | 118.76 |
H24—C1—C6 | 116.81 |
Compound | Rh—D1 | Rh—D2 | Cl—Rh—D1 | Cl—Rh—D2 | D1—Rh—D2 |
A | 1.986 (6) | 2.013 (6) | 178.1 (2) | 90.8 (2) | 87.7 (3) |
B | 1.989 (5) | 2.026 (5) | 177.9 (2) | 91.9 (2) | 88.2 (2) |
C | 1.978 (5) | 2.001 (5) | 175.9 (2) | 91.9 (1) | 88.0 (2) |
D | 1.987 (8) | 2.118 (6) | 177.5 (5) | 90.9 (3) | 86.8 (4) |
2 | 2.005 (7) | 2.118 (7) | 174.6 (2) | 88.8 (2) | 86.5 (4) |
E | 1.988 (6) | 2.099 (7) | 176.5 (4) | 90.4 (3) | 86.3 (4) |
F | 1.996 (9) | 2.089 (7) | 175.7 (3) | 90.2 (2) | 85.9 (4) |
G | 1.994 (4) | 2.092 (4) | 176.1 (1) | 90.1 (1) | 84.0 (2) |
D1 and D2 are the mid-points of the two double
bonds in cod. A = Rh(cod)Cl(Et3P═N(C6H4)CH3)) (Imhoff et al., 1990). B = RhCl(C8H12)(C9H16N2) (Flörke et al., 1992). C = RhCl(C8H12)(C7H12N2) .1/2C4H8O2 (Flörke et al., 1992). D = RhCl(cod)P(p-C6H4F3)3 (Iglesias et al., 1987). 2 = Title compound RhCl(cod)P(C6H5)3 E = RhCl(cod)P(C6H5)(o-tol) (Hubbard, 1988). F = RhCl(cod)P(C6H5)(o-tol)2 at 252K (Hubbard, 1988). G = RhCl(cod)P(C6H5)(o-tol)2 at 123K (Pinkerton, 1988). |