Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807050830/bt2547sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807050830/bt2547Isup2.hkl |
CCDC reference: 667181
The pure compound was prepared in 87% yield from PdCl2, tBubpy and NaI (1:1:4, in acetone, 2 h at room temperature). The complex was extracted into dichloromethane and precipitated with diethyl ether. M.p. > 320 °C. 1H-NMR: (600 MHz, CDCl3): δ 1.45 (s, 18 H, tBu), 7.50 (dd, 2 H, H5, 3JHH = 6 Hz, 4JHH = 2 Hz), 7.95 (d, 2 H, H3, 4JHH = 2 Hz), 9.81 (d, 2H, H6, 3JHH = 6 Hz). 13C{1H-NMR (151 MHz, CDCl3): δ 30.5 (Me), 35.9 (CMe3), 119.5 (CH3), 124.6 (C5), 153.8 (C6), 156.5 (C2), 164.2 (C4). Analysis: calcd for C18H24I2N2Pd: C, 34.39; H, 3.85; N, 4.46; Found: C, 34.50; H, 3.77; N, 4.62%.
Methyl hydrogen atoms were located in a difference synthesis; the methyl groups were idealized and refined as rigid groups allowed to rotate but not tip, with C—H 0.98 Å, H—C—H 109.5°. Other hydrogen atoms were included using a riding model with C—H 0.95 Å; U(H) values were fixed at n × Ueq(C) of the parent C atom, with n = 1.5 for methyl and 1.2 for other H atoms.
The two largest difference peaks lie 0.4 Å from the Pd atom.
Crystals of the title compound were unintentionally obtained by the liquid diffusion method from solutions of [C6{PdI(tBubpy)}3-1,3,5-(CH2OH)3–2,4,6] in CDCl3 layered with n-hexane (this sample was used for structure determination) or [PdI{C(O)C6H4{NHC(Me)?CHC(O)Me}-2}(tBubpy)] in CH2Cl2 layered with diethyl ether (cell determination only).
The molecular structure is shown in Fig. 1. The coordination at palladium is square planar (Table 1), but slightly distorted by the narrow bite of the chelating ligand. The least-squares plane though Pd and the four donor atoms has an r.m.s. deviation of 0.102 Å, whereby the donor atoms deviate from the plane alternately by ca ±0.1 Å. The planes of the bipyridine ligand subtend an interplanar angle of 9.8 (2)°.
The crystal structure of the homologous chloro complex [PdCl2(tBubpy)] has been determined twice (Qin et al., 2002; MacLean et al., 2002). The chloro and iodo complexes appear to be isotypic, although the beta angle of the chloro (96.6°) is significantly narrower than that of the iodo complex. The Pd—N bonds in the diiodo complex [2.047 (4), 2.062 (4) Å] are slightly longer than in the dichloro complex [2.028 (6), 2.029 (6) or 2.015 (3), 2.022 (3) Å], reflecting the greater trans influence of iodo ligands.
For related literature, see: MacLean et al. (2002); Qin et al. (2002).
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens, 1994); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).
Fig. 1. The formula unit of the title compound in the crystal. Ellipsoids represent 50% probability levels. |
[PdI2(C18H24N2)] | F(000) = 1192 |
Mr = 628.59 | Dx = 2.105 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 7.7201 (6) Å | Cell parameters from 9885 reflections |
b = 19.4695 (16) Å | θ = 2.6–28.8° |
c = 13.4120 (11) Å | µ = 4.05 mm−1 |
β = 100.290 (4)° | T = 100 K |
V = 1983.5 (3) Å3 | Prism, brown |
Z = 4 | 0.15 × 0.07 × 0.07 mm |
Bruker SMART 1000 CCD area-detector diffractometer | 5132 independent reflections |
Radiation source: fine-focus sealed tube | 4403 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.038 |
φ and ω scans | θmax = 28.7°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | h = −10→10 |
Tmin = 0.643, Tmax = 0.765 | k = −26→26 |
65072 measured reflections | l = −18→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)] = 0.043 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.121 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0506P)2 + 20.9904P] where P = (Fo2 + 2Fc2)/3 |
5132 reflections | (Δ/σ)max = 0.001 |
214 parameters | Δρmax = 2.95 e Å−3 |
0 restraints | Δρmin = −2.64 e Å−3 |
[PdI2(C18H24N2)] | V = 1983.5 (3) Å3 |
Mr = 628.59 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 7.7201 (6) Å | µ = 4.05 mm−1 |
b = 19.4695 (16) Å | T = 100 K |
c = 13.4120 (11) Å | 0.15 × 0.07 × 0.07 mm |
β = 100.290 (4)° |
Bruker SMART 1000 CCD area-detector diffractometer | 5132 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | 4403 reflections with I > 2σ(I) |
Tmin = 0.643, Tmax = 0.765 | Rint = 0.038 |
65072 measured reflections |
R[F2 > 2σ(F2)] = 0.043 | 0 restraints |
wR(F2) = 0.121 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0506P)2 + 20.9904P] where P = (Fo2 + 2Fc2)/3 |
5132 reflections | Δρmax = 2.95 e Å−3 |
214 parameters | Δρmin = −2.64 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. Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) 6.7811 (0.0033) x + 5.5841 (0.0167) y + 2.9416 (0.0118) z = 6.0043 (0.0102) * 0.0153 (0.0014) Pd * 0.1254 (0.0021) N1 * -0.1325 (0.0021) N11 * -0.1004 (0.0016) I1 * 0.0922 (0.0016) I2 Rms deviation of fitted atoms = 0.1021 7.4041 (0.0047) x + 2.7758 (0.0447) y + 0.9312 (0.0274) z = 3.5963 (0.0293) Angle to previous plane (with approximate e.s.d.) = 12.35 (0.16) * 0.0039 (0.0036) N1 * 0.0070 (0.0036) C2 * -0.0129 (0.0037) C3 * 0.0083 (0.0037) C4 * 0.0022 (0.0040) C5 * -0.0085 (0.0041) C6 Rms deviation of fitted atoms = 0.0079 7.0350 (0.0076) x + 1.8324 (0.0427) y + 3.1076 (0.0311) z = 4.2574 (0.0208) Angle to previous plane (with approximate e.s.d.) = 9.78 (1/5) * -0.0132 (0.0035) N11 * 0.0068 (0.0036) C12 * 0.0052 (0.0038) C13 * -0.0110 (0.0040) C14 * 0.0050 (0.0043) C15 * 0.0071 (0.0042) C16 Rms deviation of fitted atoms = 0.0086 |
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 | ||
Pd | 0.24845 (5) | 0.57498 (2) | 0.38217 (3) | 0.01519 (10) | |
I1 | 0.14298 (7) | 0.69901 (2) | 0.35049 (3) | 0.03758 (14) | |
I2 | 0.33171 (6) | 0.57969 (2) | 0.20742 (3) | 0.03264 (13) | |
N1 | 0.2067 (6) | 0.5684 (2) | 0.5283 (3) | 0.0151 (8) | |
C2 | 0.2257 (7) | 0.5047 (2) | 0.5707 (3) | 0.0124 (9) | |
C3 | 0.2144 (7) | 0.4936 (2) | 0.6717 (4) | 0.0135 (9) | |
H3 | 0.2243 | 0.4483 | 0.6983 | 0.016* | |
C4 | 0.1887 (7) | 0.5487 (3) | 0.7348 (4) | 0.0145 (9) | |
C5 | 0.1693 (8) | 0.6136 (3) | 0.6890 (4) | 0.0197 (11) | |
H5 | 0.1502 | 0.6527 | 0.7281 | 0.024* | |
C6 | 0.1777 (8) | 0.6212 (3) | 0.5882 (4) | 0.0201 (11) | |
H6 | 0.1623 | 0.6658 | 0.5593 | 0.024* | |
C7 | 0.1949 (7) | 0.5410 (3) | 0.8480 (4) | 0.0168 (10) | |
C8 | 0.1975 (8) | 0.4657 (3) | 0.8812 (4) | 0.0202 (11) | |
H8A | 0.0926 | 0.4424 | 0.8448 | 0.030* | |
H8B | 0.1984 | 0.4634 | 0.9542 | 0.030* | |
H8C | 0.3033 | 0.4433 | 0.8657 | 0.030* | |
C9 | 0.0338 (9) | 0.5766 (3) | 0.8799 (5) | 0.0264 (12) | |
H9A | 0.0284 | 0.6246 | 0.8573 | 0.040* | |
H9B | 0.0453 | 0.5751 | 0.9538 | 0.040* | |
H9C | −0.0741 | 0.5528 | 0.8488 | 0.040* | |
C10 | 0.3628 (9) | 0.5758 (3) | 0.9012 (4) | 0.0250 (12) | |
H10A | 0.4645 | 0.5555 | 0.8777 | 0.037* | |
H10B | 0.3749 | 0.5694 | 0.9746 | 0.037* | |
H10C | 0.3572 | 0.6250 | 0.8855 | 0.037* | |
N11 | 0.2985 (6) | 0.4722 (2) | 0.4115 (3) | 0.0157 (8) | |
C12 | 0.2671 (7) | 0.4498 (3) | 0.5022 (3) | 0.0134 (9) | |
C13 | 0.2737 (7) | 0.3806 (3) | 0.5276 (4) | 0.0173 (10) | |
H13 | 0.2504 | 0.3667 | 0.5918 | 0.021* | |
C14 | 0.3140 (8) | 0.3312 (3) | 0.4602 (4) | 0.0197 (11) | |
C15 | 0.3502 (8) | 0.3563 (3) | 0.3687 (4) | 0.0254 (12) | |
H15 | 0.3811 | 0.3250 | 0.3204 | 0.030* | |
C16 | 0.3421 (8) | 0.4250 (3) | 0.3473 (4) | 0.0219 (11) | |
H16 | 0.3683 | 0.4400 | 0.2843 | 0.026* | |
C17 | 0.3111 (9) | 0.2538 (3) | 0.4818 (5) | 0.0272 (13) | |
C18 | 0.3405 (9) | 0.2390 (3) | 0.5955 (5) | 0.0285 (13) | |
H18A | 0.4543 | 0.2580 | 0.6279 | 0.043* | |
H18B | 0.3398 | 0.1893 | 0.6066 | 0.043* | |
H18C | 0.2462 | 0.2604 | 0.6249 | 0.043* | |
C19 | 0.1298 (11) | 0.2262 (3) | 0.4317 (6) | 0.0421 (19) | |
H19A | 0.0383 | 0.2470 | 0.4640 | 0.063* | |
H19B | 0.1274 | 0.1762 | 0.4397 | 0.063* | |
H19C | 0.1081 | 0.2377 | 0.3594 | 0.063* | |
C20 | 0.4554 (11) | 0.2171 (4) | 0.4360 (5) | 0.0376 (17) | |
H20A | 0.4321 | 0.2230 | 0.3622 | 0.056* | |
H20B | 0.4555 | 0.1681 | 0.4524 | 0.056* | |
H20C | 0.5704 | 0.2370 | 0.4641 | 0.056* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pd | 0.0179 (2) | 0.01681 (19) | 0.00966 (17) | −0.00128 (15) | −0.00068 (13) | 0.00382 (13) |
I1 | 0.0497 (3) | 0.0287 (2) | 0.0323 (2) | 0.00421 (19) | 0.00187 (19) | 0.01204 (17) |
I2 | 0.0357 (2) | 0.0439 (3) | 0.02018 (19) | −0.00452 (19) | 0.00987 (16) | 0.00242 (16) |
N1 | 0.019 (2) | 0.012 (2) | 0.0141 (19) | 0.0023 (16) | 0.0016 (16) | 0.0007 (15) |
C2 | 0.016 (2) | 0.010 (2) | 0.010 (2) | −0.0001 (17) | −0.0005 (17) | 0.0007 (16) |
C3 | 0.018 (2) | 0.010 (2) | 0.012 (2) | −0.0015 (18) | 0.0014 (17) | −0.0005 (17) |
C4 | 0.016 (2) | 0.013 (2) | 0.013 (2) | −0.0011 (19) | 0.0001 (17) | −0.0007 (18) |
C5 | 0.027 (3) | 0.012 (2) | 0.019 (2) | 0.004 (2) | 0.002 (2) | −0.0009 (19) |
C6 | 0.032 (3) | 0.010 (2) | 0.016 (2) | 0.005 (2) | −0.002 (2) | 0.0000 (18) |
C7 | 0.025 (3) | 0.014 (2) | 0.012 (2) | −0.004 (2) | 0.0046 (19) | −0.0028 (17) |
C8 | 0.027 (3) | 0.018 (3) | 0.015 (2) | −0.003 (2) | 0.006 (2) | 0.0025 (19) |
C9 | 0.033 (3) | 0.023 (3) | 0.028 (3) | 0.003 (2) | 0.017 (2) | −0.003 (2) |
C10 | 0.035 (3) | 0.028 (3) | 0.011 (2) | −0.012 (3) | 0.002 (2) | −0.005 (2) |
N11 | 0.017 (2) | 0.019 (2) | 0.0108 (18) | 0.0027 (17) | 0.0013 (15) | 0.0001 (16) |
C12 | 0.016 (2) | 0.014 (2) | 0.009 (2) | 0.0004 (18) | −0.0004 (17) | −0.0013 (17) |
C13 | 0.025 (3) | 0.013 (2) | 0.013 (2) | 0.004 (2) | −0.0004 (19) | −0.0007 (18) |
C14 | 0.025 (3) | 0.016 (2) | 0.015 (2) | 0.008 (2) | −0.004 (2) | −0.0040 (19) |
C15 | 0.035 (3) | 0.025 (3) | 0.015 (2) | 0.011 (2) | 0.002 (2) | −0.006 (2) |
C16 | 0.028 (3) | 0.025 (3) | 0.013 (2) | 0.004 (2) | 0.005 (2) | −0.004 (2) |
C17 | 0.042 (4) | 0.015 (3) | 0.022 (3) | 0.012 (2) | −0.002 (2) | −0.004 (2) |
C18 | 0.041 (4) | 0.018 (3) | 0.025 (3) | 0.011 (3) | 0.001 (2) | 0.001 (2) |
C19 | 0.058 (5) | 0.015 (3) | 0.044 (4) | 0.002 (3) | −0.016 (3) | −0.006 (3) |
C20 | 0.064 (5) | 0.026 (3) | 0.021 (3) | 0.026 (3) | 0.005 (3) | −0.001 (2) |
Pd—N1 | 2.047 (4) | C3—H3 | 0.9500 |
Pd—N11 | 2.062 (4) | C5—H5 | 0.9500 |
Pd—I2 | 2.5403 (6) | C6—H6 | 0.9500 |
Pd—I1 | 2.5596 (6) | C8—H8A | 0.9800 |
N1—C6 | 1.348 (7) | C8—H8B | 0.9800 |
N1—C2 | 1.361 (6) | C8—H8C | 0.9800 |
C2—C3 | 1.389 (7) | C9—H9A | 0.9800 |
C2—C12 | 1.481 (7) | C9—H9B | 0.9800 |
C3—C4 | 1.402 (7) | C9—H9C | 0.9800 |
C4—C5 | 1.402 (7) | C10—H10A | 0.9800 |
C4—C7 | 1.519 (7) | C10—H10B | 0.9800 |
C5—C6 | 1.373 (7) | C10—H10C | 0.9800 |
C7—C10 | 1.523 (8) | C13—H13 | 0.9500 |
C7—C8 | 1.530 (7) | C15—H15 | 0.9500 |
C7—C9 | 1.549 (8) | C16—H16 | 0.9500 |
N11—C16 | 1.343 (7) | C18—H18A | 0.9800 |
N11—C12 | 1.354 (6) | C18—H18B | 0.9800 |
C12—C13 | 1.389 (7) | C18—H18C | 0.9800 |
C13—C14 | 1.392 (7) | C19—H19A | 0.9800 |
C14—C15 | 1.394 (8) | C19—H19B | 0.9800 |
C14—C17 | 1.536 (8) | C19—H19C | 0.9800 |
C15—C16 | 1.368 (8) | C20—H20A | 0.9800 |
C17—C18 | 1.529 (8) | C20—H20B | 0.9800 |
C17—C19 | 1.538 (10) | C20—H20C | 0.9800 |
C17—C20 | 1.540 (9) | ||
N1—Pd—N11 | 79.19 (17) | C4—C5—H5 | 119.7 |
N1—Pd—I2 | 174.30 (13) | N1—C6—H6 | 118.4 |
N11—Pd—I2 | 98.14 (12) | C5—C6—H6 | 118.4 |
N1—Pd—I1 | 96.79 (12) | C7—C8—H8A | 109.5 |
N11—Pd—I1 | 171.98 (13) | C7—C8—H8B | 109.5 |
I2—Pd—I1 | 86.459 (19) | H8A—C8—H8B | 109.5 |
C6—N1—C2 | 117.6 (4) | C7—C8—H8C | 109.5 |
C6—N1—Pd | 126.5 (4) | H8A—C8—H8C | 109.5 |
C2—N1—Pd | 115.7 (3) | H8B—C8—H8C | 109.5 |
N1—C2—C3 | 121.9 (4) | C7—C9—H9A | 109.5 |
N1—C2—C12 | 114.6 (4) | C7—C9—H9B | 109.5 |
C3—C2—C12 | 123.4 (4) | H9A—C9—H9B | 109.5 |
C2—C3—C4 | 120.6 (5) | C7—C9—H9C | 109.5 |
C3—C4—C5 | 116.2 (5) | H9A—C9—H9C | 109.5 |
C3—C4—C7 | 123.1 (5) | H9B—C9—H9C | 109.5 |
C5—C4—C7 | 120.6 (5) | C7—C10—H10A | 109.5 |
C6—C5—C4 | 120.6 (5) | C7—C10—H10B | 109.5 |
N1—C6—C5 | 123.1 (5) | H10A—C10—H10B | 109.5 |
C4—C7—C10 | 107.2 (4) | C7—C10—H10C | 109.5 |
C4—C7—C8 | 112.4 (4) | H10A—C10—H10C | 109.5 |
C10—C7—C8 | 108.9 (5) | H10B—C10—H10C | 109.5 |
C4—C7—C9 | 110.4 (5) | C12—C13—H13 | 119.5 |
C10—C7—C9 | 109.2 (5) | C14—C13—H13 | 119.5 |
C8—C7—C9 | 108.6 (4) | C16—C15—H15 | 119.4 |
C16—N11—C12 | 117.5 (5) | C14—C15—H15 | 119.4 |
C16—N11—Pd | 127.0 (4) | N11—C16—H16 | 118.6 |
C12—N11—Pd | 115.2 (3) | C15—C16—H16 | 118.6 |
N11—C12—C13 | 121.8 (5) | C17—C18—H18A | 109.5 |
N11—C12—C2 | 114.7 (4) | C17—C18—H18B | 109.5 |
C13—C12—C2 | 123.4 (4) | H18A—C18—H18B | 109.5 |
C12—C13—C14 | 120.9 (5) | C17—C18—H18C | 109.5 |
C13—C14—C15 | 115.7 (5) | H18A—C18—H18C | 109.5 |
C13—C14—C17 | 122.8 (5) | H18B—C18—H18C | 109.5 |
C15—C14—C17 | 121.4 (5) | C17—C19—H19A | 109.5 |
C16—C15—C14 | 121.2 (5) | C17—C19—H19B | 109.5 |
N11—C16—C15 | 122.8 (5) | H19A—C19—H19B | 109.5 |
C18—C17—C14 | 111.6 (5) | C17—C19—H19C | 109.5 |
C18—C17—C19 | 109.4 (6) | H19A—C19—H19C | 109.5 |
C14—C17—C19 | 107.7 (5) | H19B—C19—H19C | 109.5 |
C18—C17—C20 | 108.8 (5) | C17—C20—H20A | 109.5 |
C14—C17—C20 | 110.1 (6) | C17—C20—H20B | 109.5 |
C19—C17—C20 | 109.3 (6) | H20A—C20—H20B | 109.5 |
C2—C3—H3 | 119.7 | C17—C20—H20C | 109.5 |
C4—C3—H3 | 119.7 | H20A—C20—H20C | 109.5 |
C6—C5—H5 | 119.7 | H20B—C20—H20C | 109.5 |
Experimental details
Crystal data | |
Chemical formula | [PdI2(C18H24N2)] |
Mr | 628.59 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 100 |
a, b, c (Å) | 7.7201 (6), 19.4695 (16), 13.4120 (11) |
β (°) | 100.290 (4) |
V (Å3) | 1983.5 (3) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 4.05 |
Crystal size (mm) | 0.15 × 0.07 × 0.07 |
Data collection | |
Diffractometer | Bruker SMART 1000 CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 1998) |
Tmin, Tmax | 0.643, 0.765 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 65072, 5132, 4403 |
Rint | 0.038 |
(sin θ/λ)max (Å−1) | 0.676 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.043, 0.121, 1.07 |
No. of reflections | 5132 |
No. of parameters | 214 |
H-atom treatment | H-atom parameters constrained |
w = 1/[σ2(Fo2) + (0.0506P)2 + 20.9904P] where P = (Fo2 + 2Fc2)/3 | |
Δρmax, Δρmin (e Å−3) | 2.95, −2.64 |
Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), XP (Siemens, 1994).
Pd—N1 | 2.047 (4) | Pd—I2 | 2.5403 (6) |
Pd—N11 | 2.062 (4) | Pd—I1 | 2.5596 (6) |
N1—Pd—N11 | 79.19 (17) | N1—Pd—I1 | 96.79 (12) |
N1—Pd—I2 | 174.30 (13) | N11—Pd—I1 | 171.98 (13) |
N11—Pd—I2 | 98.14 (12) | I2—Pd—I1 | 86.459 (19) |
Crystals of the title compound were unintentionally obtained by the liquid diffusion method from solutions of [C6{PdI(tBubpy)}3-1,3,5-(CH2OH)3–2,4,6] in CDCl3 layered with n-hexane (this sample was used for structure determination) or [PdI{C(O)C6H4{NHC(Me)?CHC(O)Me}-2}(tBubpy)] in CH2Cl2 layered with diethyl ether (cell determination only).
The molecular structure is shown in Fig. 1. The coordination at palladium is square planar (Table 1), but slightly distorted by the narrow bite of the chelating ligand. The least-squares plane though Pd and the four donor atoms has an r.m.s. deviation of 0.102 Å, whereby the donor atoms deviate from the plane alternately by ca ±0.1 Å. The planes of the bipyridine ligand subtend an interplanar angle of 9.8 (2)°.
The crystal structure of the homologous chloro complex [PdCl2(tBubpy)] has been determined twice (Qin et al., 2002; MacLean et al., 2002). The chloro and iodo complexes appear to be isotypic, although the beta angle of the chloro (96.6°) is significantly narrower than that of the iodo complex. The Pd—N bonds in the diiodo complex [2.047 (4), 2.062 (4) Å] are slightly longer than in the dichloro complex [2.028 (6), 2.029 (6) or 2.015 (3), 2.022 (3) Å], reflecting the greater trans influence of iodo ligands.