metal-organic compounds
Di-μ-chlorido-bis({9-[(2,6-diisopropylphenyl)iminomethyl]anthracen-1-yl}palladium(II))
aSchool of Chemistry and Chemical Engineering, Shandong University, Shanda Nanlu 27, Jinan 250100, People's Republic of China
*Correspondence e-mail: hjsun@sdu.edu.cn
The centrosymmetric title compound, [Pd2Cl2(C27H26N)2], was obtained by a C—H bond-activation reaction of a Schiff base ligand with Li2PdCl4 in methanol, and was crystallized from dichloromethane as orange crystals. The Pd atom displays a slightly distorted square-planar geometry, with the N- and C-atom donors in a cis arrangement.
Related literature
An imine palladacycle et al. 1995). For related literature, see: Dupont et al. (2005).
with a six-membered ring has been determined (MunnoExperimental
Crystal data
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Data collection: APEX2 (Bruker, 2005); cell APEX2; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536808010301/cs2073sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808010301/cs2073Isup2.hkl
Anthracen-9-ylmethylene-(2,6-di-isopropylphenyl)-amine (383 mg, 1.05 mmol) was mixed with Li2PdCl4 (262 mg, 1 mmol) and NaOAc (86 mg, 1.05 mmol) in 5 ml of methanol. The reaction mixture was stirred for 3 days. The title compound was filtrated and dried under vacuo in the yield of 65% (329 mg). The crystals suitable for X-ray analysis were obtained from a dichloromethane solution by slow evaporation at room temperatures.
All H atoms were fixed geometrically and treated as riding on their parent atoms with C—H = 0.93 Å (aromatic), 0.96 (methyl), 0.98 Å (methine) with Uiso(H) = 1.2 (1.5 for methyl groups) times Ueq(C).
Data collection: SMART (Bruker, 1997); cell
SMART (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).Fig. 1. Molecular structure of the title compound. Displacement ellipsoids are drawn at 30% probability level, symmetry code A: 0.5-X, 0.5+Y, 0.5-Z |
[Pd2Cl2(C27H26N)2] | F(000) = 1032 |
Mr = 1012.68 | Dx = 1.453 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 12.3002 (4) Å | Cell parameters from 2187 reflections |
b = 12.9836 (4) Å | θ = 2.4–18.8° |
c = 15.4558 (5) Å | µ = 0.93 mm−1 |
β = 110.364 (2)° | T = 298 K |
V = 2314.04 (13) Å3 | Block, orange |
Z = 2 | 0.20 × 0.18 × 0.15 mm |
Bruker SMART APEXII diffractometer | 5320 independent reflections |
Radiation source: fine-focus sealed tube | 2428 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.101 |
ϕ and ω scans | θmax = 27.5°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −16→14 |
Tmin = 0.836, Tmax = 0.873 | k = −16→16 |
27723 measured reflections | l = −19→20 |
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)] = 0.050 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.131 | H-atom parameters constrained |
S = 0.94 | w = 1/[σ2(Fo2) + (0.0537P)2] where P = (Fo2 + 2Fc2)/3 |
5320 reflections | (Δ/σ)max < 0.001 |
271 parameters | Δρmax = 0.58 e Å−3 |
0 restraints | Δρmin = −0.54 e Å−3 |
[Pd2Cl2(C27H26N)2] | V = 2314.04 (13) Å3 |
Mr = 1012.68 | Z = 2 |
Monoclinic, P21/n | Mo Kα radiation |
a = 12.3002 (4) Å | µ = 0.93 mm−1 |
b = 12.9836 (4) Å | T = 298 K |
c = 15.4558 (5) Å | 0.20 × 0.18 × 0.15 mm |
β = 110.364 (2)° |
Bruker SMART APEXII diffractometer | 5320 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2428 reflections with I > 2σ(I) |
Tmin = 0.836, Tmax = 0.873 | Rint = 0.101 |
27723 measured reflections |
R[F2 > 2σ(F2)] = 0.050 | 0 restraints |
wR(F2) = 0.131 | H-atom parameters constrained |
S = 0.94 | Δρmax = 0.58 e Å−3 |
5320 reflections | Δρmin = −0.54 e Å−3 |
271 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Pd1 | 0.40636 (3) | 0.49507 (3) | 0.06810 (3) | 0.04914 (17) | |
C27 | 0.1926 (4) | 0.4388 (4) | 0.1521 (3) | 0.0411 (13) | |
Cl3 | 0.57537 (14) | 0.40623 (14) | 0.05309 (12) | 0.0827 (6) | |
N1 | 0.3915 (3) | 0.3993 (3) | 0.1645 (3) | 0.0395 (10) | |
C26 | 0.3002 (4) | 0.3840 (4) | 0.1860 (3) | 0.0426 (13) | |
H26A | 0.3049 | 0.3316 | 0.2282 | 0.051* | |
C25 | 0.0810 (4) | 0.5956 (4) | 0.0888 (4) | 0.0485 (14) | |
C24 | 0.1851 (4) | 0.5348 (4) | 0.1064 (3) | 0.0400 (13) | |
C23 | 0.2731 (4) | 0.5759 (4) | 0.0773 (3) | 0.0466 (14) | |
C22 | 0.0973 (4) | 0.4010 (4) | 0.1764 (4) | 0.0496 (14) | |
C21 | 0.5028 (4) | 0.2374 (4) | 0.1872 (3) | 0.0429 (13) | |
C20 | 0.1011 (5) | 0.3082 (5) | 0.2267 (4) | 0.0666 (18) | |
H20A | 0.1682 | 0.2684 | 0.2455 | 0.080* | |
C19 | 0.5995 (5) | 0.1817 (4) | 0.2388 (4) | 0.0545 (16) | |
H19A | 0.6084 | 0.1145 | 0.2217 | 0.065* | |
C18 | −0.0089 (5) | 0.4584 (5) | 0.1491 (4) | 0.0492 (14) | |
C17 | 0.5775 (4) | 0.3840 (4) | 0.2893 (4) | 0.0447 (13) | |
C16 | 0.4925 (4) | 0.3376 (4) | 0.2149 (3) | 0.0414 (13) | |
C15 | 0.5675 (5) | 0.4939 (4) | 0.3150 (4) | 0.0560 (15) | |
H15A | 0.5160 | 0.5288 | 0.2597 | 0.067* | |
C14 | −0.0114 (5) | 0.5520 (5) | 0.1076 (4) | 0.0573 (16) | |
H14A | −0.0803 | 0.5892 | 0.0907 | 0.069* | |
C13 | 0.6832 (5) | 0.2241 (5) | 0.3152 (4) | 0.0572 (16) | |
H13A | 0.7471 | 0.1854 | 0.3500 | 0.069* | |
C12 | 0.2641 (5) | 0.6770 (5) | 0.0496 (4) | 0.0666 (18) | |
H12A | 0.3250 | 0.7058 | 0.0353 | 0.080* | |
C11 | 0.0777 (6) | 0.6980 (5) | 0.0583 (4) | 0.0668 (18) | |
H11A | 0.0115 | 0.7372 | 0.0498 | 0.080* | |
C10 | 0.1665 (6) | 0.7400 (5) | 0.0415 (5) | 0.077 (2) | |
H10A | 0.1651 | 0.8090 | 0.0249 | 0.092* | |
C9 | 0.6706 (5) | 0.3239 (5) | 0.3391 (4) | 0.0572 (16) | |
H9A | 0.7269 | 0.3521 | 0.3907 | 0.069* | |
C8 | 0.4119 (5) | 0.1866 (4) | 0.1027 (4) | 0.0578 (16) | |
H8A | 0.3638 | 0.2416 | 0.0650 | 0.069* | |
C7 | −0.1044 (5) | 0.4211 (5) | 0.1699 (5) | 0.0684 (19) | |
H7A | −0.1740 | 0.4571 | 0.1494 | 0.082* | |
C6 | 0.0057 (5) | 0.2770 (5) | 0.2479 (5) | 0.081 (2) | |
H6A | 0.0096 | 0.2172 | 0.2819 | 0.097* | |
C5 | −0.0964 (6) | 0.3348 (6) | 0.2185 (6) | 0.087 (2) | |
H5A | −0.1599 | 0.3128 | 0.2331 | 0.105* | |
C4 | 0.3321 (5) | 0.1145 (5) | 0.1306 (5) | 0.095 (2) | |
H4A | 0.2759 | 0.0854 | 0.0763 | 0.142* | |
H4B | 0.2931 | 0.1525 | 0.1645 | 0.142* | |
H4C | 0.3771 | 0.0603 | 0.1687 | 0.142* | |
C3 | 0.5130 (7) | 0.5030 (5) | 0.3888 (5) | 0.101 (2) | |
H3A | 0.4396 | 0.4681 | 0.3688 | 0.152* | |
H3B | 0.5015 | 0.5744 | 0.3994 | 0.152* | |
H3C | 0.5633 | 0.4723 | 0.4450 | 0.152* | |
C2 | 0.4703 (6) | 0.1313 (6) | 0.0437 (5) | 0.103 (3) | |
H2A | 0.5176 | 0.1792 | 0.0252 | 0.154* | |
H2B | 0.4122 | 0.1033 | −0.0102 | 0.154* | |
H2C | 0.5180 | 0.0766 | 0.0787 | 0.154* | |
C1 | 0.6817 (6) | 0.5514 (5) | 0.3466 (5) | 0.095 (2) | |
H1A | 0.7167 | 0.5465 | 0.3001 | 0.143* | |
H1B | 0.7326 | 0.5217 | 0.4030 | 0.143* | |
H1C | 0.6682 | 0.6225 | 0.3567 | 0.143* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pd1 | 0.0378 (2) | 0.0662 (3) | 0.0482 (3) | 0.0092 (2) | 0.02099 (18) | 0.0192 (2) |
C27 | 0.040 (3) | 0.051 (4) | 0.037 (3) | 0.002 (3) | 0.018 (3) | −0.004 (3) |
Cl3 | 0.0636 (10) | 0.1143 (14) | 0.0903 (13) | 0.0401 (10) | 0.0520 (10) | 0.0621 (11) |
N1 | 0.034 (2) | 0.043 (3) | 0.042 (3) | 0.0013 (19) | 0.014 (2) | 0.007 (2) |
C26 | 0.038 (3) | 0.043 (3) | 0.049 (3) | 0.003 (2) | 0.017 (3) | 0.010 (3) |
C25 | 0.043 (3) | 0.060 (4) | 0.044 (3) | 0.004 (3) | 0.018 (3) | −0.004 (3) |
C24 | 0.037 (3) | 0.053 (4) | 0.033 (3) | 0.003 (2) | 0.016 (2) | −0.003 (2) |
C23 | 0.051 (3) | 0.045 (4) | 0.044 (3) | 0.006 (3) | 0.016 (3) | 0.007 (3) |
C22 | 0.045 (3) | 0.056 (4) | 0.053 (4) | 0.001 (3) | 0.022 (3) | −0.002 (3) |
C21 | 0.039 (3) | 0.059 (4) | 0.036 (3) | 0.005 (3) | 0.020 (3) | 0.010 (3) |
C20 | 0.045 (4) | 0.068 (4) | 0.088 (5) | −0.004 (3) | 0.026 (3) | 0.009 (4) |
C19 | 0.048 (4) | 0.049 (4) | 0.074 (5) | 0.010 (3) | 0.031 (3) | 0.012 (3) |
C18 | 0.043 (3) | 0.059 (4) | 0.050 (4) | 0.006 (3) | 0.021 (3) | −0.005 (3) |
C17 | 0.038 (3) | 0.060 (4) | 0.038 (3) | −0.005 (3) | 0.015 (3) | 0.010 (3) |
C16 | 0.035 (3) | 0.058 (4) | 0.038 (3) | 0.007 (3) | 0.022 (3) | 0.016 (3) |
C15 | 0.056 (3) | 0.057 (4) | 0.050 (3) | −0.008 (3) | 0.012 (3) | −0.002 (3) |
C14 | 0.052 (4) | 0.070 (4) | 0.051 (4) | 0.015 (3) | 0.020 (3) | −0.008 (3) |
C13 | 0.043 (3) | 0.067 (4) | 0.059 (4) | 0.004 (3) | 0.014 (3) | 0.022 (3) |
C12 | 0.071 (4) | 0.074 (5) | 0.064 (4) | 0.009 (4) | 0.036 (4) | 0.013 (4) |
C11 | 0.081 (5) | 0.062 (4) | 0.070 (5) | 0.024 (4) | 0.042 (4) | 0.007 (4) |
C10 | 0.102 (6) | 0.052 (4) | 0.090 (5) | 0.021 (4) | 0.051 (5) | 0.023 (4) |
C9 | 0.049 (4) | 0.071 (5) | 0.045 (4) | −0.010 (3) | 0.009 (3) | 0.010 (3) |
C8 | 0.055 (4) | 0.055 (4) | 0.057 (4) | 0.004 (3) | 0.012 (3) | −0.003 (3) |
C7 | 0.044 (4) | 0.079 (5) | 0.089 (5) | −0.001 (3) | 0.033 (4) | −0.024 (4) |
C6 | 0.065 (4) | 0.077 (5) | 0.109 (6) | −0.013 (4) | 0.041 (4) | 0.014 (4) |
C5 | 0.052 (4) | 0.091 (6) | 0.139 (7) | −0.011 (4) | 0.058 (5) | −0.012 (5) |
C4 | 0.068 (5) | 0.108 (6) | 0.096 (6) | −0.031 (4) | 0.013 (4) | −0.006 (5) |
C3 | 0.130 (7) | 0.079 (5) | 0.116 (6) | −0.017 (5) | 0.070 (6) | −0.033 (5) |
C2 | 0.079 (5) | 0.122 (7) | 0.097 (6) | 0.011 (4) | 0.018 (5) | −0.048 (5) |
C1 | 0.085 (6) | 0.072 (5) | 0.124 (7) | −0.022 (4) | 0.030 (5) | −0.003 (5) |
Pd1—C23 | 1.992 (5) | C15—C3 | 1.516 (8) |
Pd1—N1 | 1.997 (4) | C15—H15A | 0.9800 |
Pd1—Cl3i | 2.3440 (15) | C14—H14A | 0.9300 |
Pd1—Cl3 | 2.4580 (15) | C13—C9 | 1.370 (7) |
C27—C24 | 1.420 (7) | C13—H13A | 0.9300 |
C27—C22 | 1.436 (7) | C12—C10 | 1.421 (8) |
C27—C26 | 1.431 (6) | C12—H12A | 0.9300 |
Cl3—Pd1i | 2.3440 (15) | C11—C10 | 1.326 (8) |
N1—C26 | 1.292 (6) | C11—H11A | 0.9300 |
N1—C16 | 1.456 (6) | C10—H10A | 0.9300 |
C26—H26A | 0.9300 | C9—H9A | 0.9300 |
C25—C11 | 1.405 (7) | C8—C2 | 1.523 (8) |
C25—C14 | 1.388 (7) | C8—C4 | 1.522 (8) |
C25—C24 | 1.448 (7) | C8—H8A | 0.9800 |
C24—C23 | 1.413 (7) | C7—C5 | 1.333 (8) |
C23—C12 | 1.374 (7) | C7—H7A | 0.9300 |
C22—C20 | 1.426 (7) | C6—C5 | 1.396 (8) |
C22—C18 | 1.434 (7) | C6—H6A | 0.9300 |
C21—C16 | 1.388 (7) | C5—H5A | 0.9300 |
C21—C19 | 1.383 (7) | C4—H4A | 0.9600 |
C21—C8 | 1.542 (7) | C4—H4B | 0.9600 |
C20—C6 | 1.384 (7) | C4—H4C | 0.9600 |
C20—H20A | 0.9300 | C3—H3A | 0.9600 |
C19—C13 | 1.383 (7) | C3—H3B | 0.9600 |
C19—H19A | 0.9300 | C3—H3C | 0.9600 |
C18—C14 | 1.370 (7) | C2—H2A | 0.9600 |
C18—C7 | 1.407 (8) | C2—H2B | 0.9600 |
C17—C9 | 1.378 (7) | C2—H2C | 0.9600 |
C17—C16 | 1.394 (7) | C1—H1A | 0.9600 |
C17—C15 | 1.498 (7) | C1—H1B | 0.9600 |
C15—C1 | 1.514 (7) | C1—H1C | 0.9600 |
C23—Pd1—N1 | 89.05 (19) | C9—C13—C19 | 119.1 (5) |
C23—Pd1—Cl3i | 94.53 (16) | C9—C13—H13A | 120.5 |
N1—Pd1—Cl3i | 174.64 (12) | C19—C13—H13A | 120.5 |
C23—Pd1—Cl3 | 176.05 (17) | C23—C12—C10 | 123.5 (6) |
N1—Pd1—Cl3 | 94.50 (12) | C23—C12—H12A | 118.3 |
Cl3i—Pd1—Cl3 | 82.05 (5) | C10—C12—H12A | 118.3 |
C24—C27—C22 | 120.8 (5) | C10—C11—C25 | 121.7 (6) |
C24—C27—C26 | 120.7 (4) | C10—C11—H11A | 119.2 |
C22—C27—C26 | 118.0 (5) | C25—C11—H11A | 119.2 |
Pd1i—Cl3—Pd1 | 97.95 (5) | C11—C10—C12 | 118.3 (6) |
C26—N1—C16 | 115.7 (4) | C11—C10—H10A | 120.8 |
C26—N1—Pd1 | 127.0 (3) | C12—C10—H10A | 120.8 |
C16—N1—Pd1 | 117.3 (3) | C17—C9—C13 | 122.3 (5) |
N1—C26—C27 | 127.2 (5) | C17—C9—H9A | 118.8 |
N1—C26—H26A | 116.4 | C13—C9—H9A | 118.8 |
C27—C26—H26A | 116.4 | C2—C8—C4 | 111.4 (6) |
C11—C25—C14 | 121.7 (6) | C2—C8—C21 | 110.8 (5) |
C11—C25—C24 | 119.9 (5) | C4—C8—C21 | 111.8 (5) |
C14—C25—C24 | 118.3 (5) | C2—C8—H8A | 107.5 |
C27—C24—C23 | 124.4 (5) | C4—C8—H8A | 107.5 |
C27—C24—C25 | 118.2 (5) | C21—C8—H8A | 107.5 |
C23—C24—C25 | 117.4 (5) | C5—C7—C18 | 121.0 (6) |
C12—C23—C24 | 118.2 (5) | C5—C7—H7A | 119.5 |
C12—C23—Pd1 | 117.4 (4) | C18—C7—H7A | 119.5 |
C24—C23—Pd1 | 124.4 (4) | C20—C6—C5 | 120.5 (6) |
C27—C22—C20 | 123.8 (5) | C20—C6—H6A | 119.8 |
C27—C22—C18 | 119.3 (5) | C5—C6—H6A | 119.8 |
C20—C22—C18 | 116.9 (5) | C7—C5—C6 | 121.0 (6) |
C16—C21—C19 | 117.7 (5) | C7—C5—H5A | 119.5 |
C16—C21—C8 | 123.0 (5) | C6—C5—H5A | 119.5 |
C19—C21—C8 | 119.2 (5) | C8—C4—H4A | 109.5 |
C6—C20—C22 | 120.4 (6) | C8—C4—H4B | 109.5 |
C6—C20—H20A | 119.8 | H4A—C4—H4B | 109.5 |
C22—C20—H20A | 119.8 | C8—C4—H4C | 109.5 |
C13—C19—C21 | 121.3 (5) | H4A—C4—H4C | 109.5 |
C13—C19—H19A | 119.4 | H4B—C4—H4C | 109.5 |
C21—C19—H19A | 119.4 | C15—C3—H3A | 109.5 |
C14—C18—C7 | 121.9 (6) | C15—C3—H3B | 109.5 |
C14—C18—C22 | 117.9 (5) | H3A—C3—H3B | 109.5 |
C7—C18—C22 | 120.1 (6) | C15—C3—H3C | 109.5 |
C9—C17—C16 | 117.1 (5) | H3A—C3—H3C | 109.5 |
C9—C17—C15 | 121.4 (5) | H3B—C3—H3C | 109.5 |
C16—C17—C15 | 121.5 (5) | C8—C2—H2A | 109.5 |
C21—C16—C17 | 122.4 (5) | C8—C2—H2B | 109.5 |
C21—C16—N1 | 120.2 (5) | H2A—C2—H2B | 109.5 |
C17—C16—N1 | 117.4 (5) | C8—C2—H2C | 109.5 |
C17—C15—C1 | 113.7 (5) | H2A—C2—H2C | 109.5 |
C17—C15—C3 | 111.9 (5) | H2B—C2—H2C | 109.5 |
C1—C15—C3 | 108.8 (5) | C15—C1—H1A | 109.5 |
C17—C15—H15A | 107.4 | C15—C1—H1B | 109.5 |
C1—C15—H15A | 107.4 | H1A—C1—H1B | 109.5 |
C3—C15—H15A | 107.4 | C15—C1—H1C | 109.5 |
C18—C14—C25 | 125.0 (6) | H1A—C1—H1C | 109.5 |
C18—C14—H14A | 117.5 | H1B—C1—H1C | 109.5 |
C25—C14—H14A | 117.5 |
Symmetry code: (i) −x+1, −y+1, −z. |
Experimental details
Crystal data | |
Chemical formula | [Pd2Cl2(C27H26N)2] |
Mr | 1012.68 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 298 |
a, b, c (Å) | 12.3002 (4), 12.9836 (4), 15.4558 (5) |
β (°) | 110.364 (2) |
V (Å3) | 2314.04 (13) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.93 |
Crystal size (mm) | 0.20 × 0.18 × 0.15 |
Data collection | |
Diffractometer | Bruker SMART APEXII diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.836, 0.873 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 27723, 5320, 2428 |
Rint | 0.101 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.050, 0.131, 0.94 |
No. of reflections | 5320 |
No. of parameters | 271 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.58, −0.54 |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
Acknowledgements
Financial support of this work by the Excellent Young Teachers Program of MOE, People's Republic of China, and by the Scientific Research Foundation for Returned Overseas Chinese Scholars/State Education Ministry, Natural Science Foundation of Shandong University for Young Scientists, are gratefully acknowledged.
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Recently, much attention is being paid to the use of palladacycles as catalyst precursors (Dupont et al. 2005). Several imine-palladacycles with six-membered rings were prepared as catalyst precursors (Munno et al. 1995). We prepared a new palladacycle with six-membered ring by a C—H bond activation reaction between a Schiff base ligand and Li2PdCl4 in methanol. In its orange crystals palladium displays a slightly distorted square-planar geometry with the nitrogen and the carbon donors in cis-fashion. The length of C26—N1 (1.292 (6) Å) is characteristic for a C=N double bond. The distances of Pd—Cl bond trans to the carbon donor are slightly longer (ca 0.12 Å) than those trans to the imine donor, as expected, because of the trans influence. The chelate ring of Pd1—N1—C26—C27—C24—C23 adopts a twisted half-chair conformation, which is due to the presence of three double bonds of N1—C26, C23—C24 and C24—C27 in the ring. The isopropyl groups on the aromatic ring may readily force the N-phenyl ring perpendicular to the coordination plane.