Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807028401/si2018sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807028401/si2018Isup2.hkl |
CCDC reference: 654744
A mixture of [4,4'-dimethyl-2,2'-bipyridine]dinitratopalladium (83.0 mg, 0.20 mmol) and 4-benzyl-3,5-diphenylpyrazole (31.0 mg, 0.10 mmol) was dissolved in water (5 ml) and stirred 2 h resulting in a clear yellow solution. To the mixture was added a tenfold excess of potassium hexafluorophosphate, which resulted in the immediate deposition of yellow microcrystals.The crystals were filtered, washed with a minimum amount of cold water and dried under vacuum (quantative yield, of 129.6 mg). Crystals were obtained by the vapor diffusion of diethyl ether into a 1 mM solution of in acetonitrile. 1H NMR (400 MHz, [D3] acetonitrile): δ 2.45 (12H, s, dmbpy-CH3), 4.09 (4H, s, CH2), 6.82 (4H, m, Ph—H), 7.03 (6H, m, Ph—H), 7.20 (4H, d, J=5.9 Hz, dmbpy-H5,5'), 7.26 (8H, t, J = 7.5 Hz, Ph—H), 7.33 (4H, t, J = 7.3 Hz, Ph—H), 7.53 (8H, d, J = 7.5 Hz, Ph—H), 7.77 (4H, d, J = 5.9 Hz, dmbpy-H6,6'), 7.99 (4H, s, dmbpy-H3,3') p.p.m.
The value -0.02 (3) of the Flack parameter (Flack, 1983) indicates the absolute structure of the measured crystal was correctly determined. The water O atoms were refined with anisotropic displacement parameters. The H atoms of water molecules were located in a difference Fourier map and refined as riding, with O—H distances of 0.97 Å and Uiso(H) = 1.2Ueq(O). The aromatic H atoms were constrained to an ideal geometry, with C—H distances of 0.93 Å and Uiso(H) = 1.2Ueq(C). The methyl H atoms were rotated to fit the electron density, with C—H distances of 0.96 Å and Uiso(H) = 1.5Ueq(C). The methylene H atoms were constrained to ideal geometry, with C—H distances of 0.97 Å and Uiso(H) = 1.2Ueq(C). Both PF6- anions and ether molecule were disordered about twofold rotation axis. The largest peak and deepest hole on the final difference Fourier map corresponds to 1.05 and -0.720 e Å-3, and were located 1.15 and 0.16 Å from the F3 and C35 atoms, respectively.
In our previous publictions, we reported a 3,5-diphenylpyrazolate-bridged dinuclear Pd(II) complex having an inorganic anion as the charge-balancing species (Huang et al., 2005 and 2007). Recently, we reported a 4-benzyl substituted 3,5-diphenylpyrazole ligand (Huang et al., 2007). In the present paper, we report the crytal structure of a dinuclear palladium(II) complex based on 4,4'-dimethyl-2,2'-bipyridine (dmbpy) and 4-benzyl-3,5-diphenylpyrazolate (Fig. 1). In the cation, a crystallographic twofold rotation axis passes through F6 and the mid-point of the Pd1—Pd1i atoms (Fig. 1).The distance of two palladium atoms is 2.9989 (6) Å which are shorter than that of our previous dipalladium complexes (Table 1). The PdII center has a cis-square-planar geometry defined by a N,N'-bidentate pyrazolate ligand and a chelating 4,4'-dimethyl-2,2'-bipyridine ligand. This conformation creates an 'open book' disposition for the square-planar environment of the two Pd atoms. The dihedral angle between the two coordination planes around the Pd atoms is 61.0 (1)°. The two Pd(dmbpy)Pd planes form a cleft with a cavity of approximately 180 Å3. An interesting feature of the structure is the presence of a disordered hexafluorophosphate anion in the clip-like cavity formed by the Pd(dmbpy)Pd1 and Pd(dmbpy)Pdi planes. This disordered hexafluorophosphate anions is generated by a twofold rotation axis and held in the cavity by an anion–π interaction (P2—F8···Cg1 3.435 (15) Å, Cg1 is the centroid of the ring system Pd1, N1, C6, C7, N2; P2—F8···Cg2 3.187 (15) Å, Cg2 is the centroid of the ring system N1, C1, C2, C3, C5, C6). Atoms P1, F3 and F4 of the second anion lie also on a twofold rotation axis (Wyckoff letter a) and is located near the cation by C—H···F intermolecular hydrogen bonds. The compound packs by elestrostatic interactions, C—H···F intermolecular hydrogen bonds between the cations and anions, and C—H···O intermolecular hydrogen bonds between the solvent diethyl ether molecules and water molecules. The non-classical hydrogen bonds that connect cations and anions are detailed in Table 2.
For related literature, see: Flack (1983); Huang et al. (2005); Huang, Wu, Liu & Song (2007); Huang, Wu, Liu & Sun (2007).
Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXTL (Sheldrick, 2001); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Fig. 1. A view of the title compound, showing 30% probability displacement ellipsoids and the atom numbering scheme. | |
Fig. 2. Crystal packing of the title compound. |
[Pd2(C22H17N2)2(C12H12N2)2](PF6)2·C4H10O·H2O | Dx = 1.444 Mg m−3 |
Mr = 1582.10 | Mo Kα radiation, λ = 0.71073 Å |
Trigonal, P3121 | Cell parameters from 9974 reflections |
Hall symbol: P 31 2" | θ = 2.4–27.9° |
a = 22.1138 (3) Å | µ = 0.62 mm−1 |
c = 12.8884 (2) Å | T = 291 K |
V = 5458.29 (13) Å3 | Block, yellow |
Z = 3 | 0.48 × 0.42 × 0.36 mm |
F(000) = 2412 |
Bruker SMART CCD area-detector diffractometer | 9007 independent reflections |
Radiation source: sealed tube | 8156 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.028 |
φ and ω scans | θmax = 28.3°, θmin = 1.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −29→29 |
Tmin = 0.756, Tmax = 0.808 | k = −29→29 |
47040 measured reflections | l = −16→16 |
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)] = 0.045 | H-atom parameters constrained |
wR(F2) = 0.144 | w = 1/[σ2(Fo2) + (0.0859P)2 + 2.0829P] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max = 0.001 |
9007 reflections | Δρmax = 1.05 e Å−3 |
466 parameters | Δρmin = −0.74 e Å−3 |
0 restraints | Absolute structure: Flack (1983), with 4168 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.02 (3) |
[Pd2(C22H17N2)2(C12H12N2)2](PF6)2·C4H10O·H2O | Z = 3 |
Mr = 1582.10 | Mo Kα radiation |
Trigonal, P3121 | µ = 0.62 mm−1 |
a = 22.1138 (3) Å | T = 291 K |
c = 12.8884 (2) Å | 0.48 × 0.42 × 0.36 mm |
V = 5458.29 (13) Å3 |
Bruker SMART CCD area-detector diffractometer | 9007 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 8156 reflections with I > 2σ(I) |
Tmin = 0.756, Tmax = 0.808 | Rint = 0.028 |
47040 measured reflections |
R[F2 > 2σ(F2)] = 0.045 | H-atom parameters constrained |
wR(F2) = 0.144 | Δρmax = 1.05 e Å−3 |
S = 1.10 | Δρmin = −0.74 e Å−3 |
9007 reflections | Absolute structure: Flack (1983), with 4168 Friedel pairs |
466 parameters | Absolute structure parameter: −0.02 (3) |
0 restraints |
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 | Occ. (<1) | |
C1 | 0.5436 (3) | 0.8913 (3) | 1.0360 (4) | 0.0499 (10) | |
H1 | 0.5219 | 0.9138 | 1.0659 | 0.060* | |
C2 | 0.5767 (3) | 0.8665 (3) | 1.0993 (4) | 0.0590 (13) | |
H2 | 0.5777 | 0.8732 | 1.1706 | 0.071* | |
C3 | 0.6080 (3) | 0.8319 (3) | 1.0572 (4) | 0.0600 (13) | |
C4 | 0.6420 (5) | 0.8022 (5) | 1.1256 (6) | 0.095 (3) | |
H4A | 0.6909 | 0.8355 | 1.1322 | 0.142* | |
H4B | 0.6362 | 0.7600 | 1.0952 | 0.142* | |
H4C | 0.6206 | 0.7921 | 1.1929 | 0.142* | |
C5 | 0.6071 (3) | 0.8259 (3) | 0.9514 (5) | 0.0577 (12) | |
H5 | 0.6284 | 0.8033 | 0.9208 | 0.069* | |
C6 | 0.5751 (2) | 0.8527 (2) | 0.8887 (4) | 0.0439 (9) | |
C7 | 0.5768 (2) | 0.8544 (2) | 0.7752 (4) | 0.0422 (9) | |
C8 | 0.6115 (3) | 0.8291 (3) | 0.7153 (4) | 0.0525 (11) | |
H8 | 0.6319 | 0.8060 | 0.7471 | 0.063* | |
C9 | 0.6160 (3) | 0.8379 (3) | 0.6094 (4) | 0.0580 (13) | |
C10 | 0.6557 (5) | 0.8132 (5) | 0.5452 (6) | 0.089 (2) | |
H10A | 0.6379 | 0.7643 | 0.5576 | 0.133* | |
H10B | 0.7042 | 0.8389 | 0.5637 | 0.133* | |
H10C | 0.6505 | 0.8204 | 0.4731 | 0.133* | |
C11 | 0.5847 (3) | 0.8732 (3) | 0.5659 (4) | 0.0591 (13) | |
H11 | 0.5870 | 0.8809 | 0.4947 | 0.071* | |
C12 | 0.5500 (3) | 0.8965 (3) | 0.6292 (4) | 0.0508 (11) | |
H12 | 0.5295 | 0.9201 | 0.5992 | 0.061* | |
C13 | 0.4209 (2) | 0.9453 (2) | 0.6460 (4) | 0.0422 (9) | |
C14 | 0.3722 (2) | 0.8706 (2) | 0.6242 (4) | 0.0468 (10) | |
C15 | 0.3780 (3) | 0.8400 (3) | 0.5326 (5) | 0.0652 (14) | |
H15 | 0.4128 | 0.8663 | 0.4847 | 0.078* | |
C16 | 0.3309 (5) | 0.7694 (4) | 0.5139 (7) | 0.084 (2) | |
H16 | 0.3354 | 0.7484 | 0.4542 | 0.101* | |
C17 | 0.2784 (5) | 0.7310 (3) | 0.5822 (7) | 0.088 (2) | |
H17 | 0.2472 | 0.6841 | 0.5685 | 0.106* | |
C18 | 0.2716 (4) | 0.7611 (4) | 0.6711 (8) | 0.086 (2) | |
H18 | 0.2352 | 0.7349 | 0.7169 | 0.103* | |
C19 | 0.3187 (3) | 0.8307 (3) | 0.6929 (5) | 0.0620 (12) | |
H19 | 0.3143 | 0.8506 | 0.7539 | 0.074* | |
C20 | 0.4195 (2) | 0.9389 (2) | 1.0197 (4) | 0.0403 (9) | |
C21 | 0.3762 (2) | 0.8629 (2) | 1.0408 (4) | 0.0455 (10) | |
C22 | 0.3518 (3) | 0.8147 (3) | 0.9600 (5) | 0.0589 (13) | |
H22 | 0.3615 | 0.8299 | 0.8916 | 0.071* | |
C23 | 0.3129 (3) | 0.7436 (3) | 0.9820 (6) | 0.0715 (17) | |
H23 | 0.2971 | 0.7116 | 0.9278 | 0.086* | |
C24 | 0.2976 (3) | 0.7204 (3) | 1.0813 (7) | 0.082 (2) | |
H24 | 0.2704 | 0.6728 | 1.0944 | 0.098* | |
C25 | 0.3214 (3) | 0.7660 (4) | 1.1609 (6) | 0.0725 (18) | |
H25 | 0.3114 | 0.7495 | 1.2287 | 0.087* | |
C26 | 0.3609 (3) | 0.8374 (3) | 1.1428 (5) | 0.0591 (13) | |
H26 | 0.3772 | 0.8683 | 1.1984 | 0.071* | |
C27 | 0.4274 (2) | 1.0032 (3) | 0.5939 (3) | 0.0429 (8) | |
C28 | 0.3809 (3) | 1.0019 (3) | 0.5084 (4) | 0.0528 (11) | |
H28A | 0.3642 | 0.9587 | 0.4699 | 0.063* | |
H28B | 0.4085 | 1.0401 | 0.4613 | 0.063* | |
C29 | 0.3190 (3) | 1.0073 (2) | 0.5424 (4) | 0.0498 (11) | |
C30 | 0.2880 (3) | 0.9856 (3) | 0.6380 (5) | 0.0644 (14) | |
H30 | 0.3081 | 0.9699 | 0.6865 | 0.077* | |
C31 | 0.2275 (4) | 0.9864 (5) | 0.6643 (9) | 0.096 (3) | |
H31 | 0.2067 | 0.9696 | 0.7286 | 0.115* | |
C32 | 0.1984 (5) | 1.0118 (6) | 0.5953 (11) | 0.117 (4) | |
H32 | 0.1591 | 1.0145 | 0.6138 | 0.140* | |
C33 | 0.2280 (5) | 1.0335 (5) | 0.4983 (11) | 0.108 (4) | |
H33 | 0.2079 | 1.0494 | 0.4501 | 0.130* | |
C34 | 0.2877 (4) | 1.0314 (3) | 0.4731 (6) | 0.0742 (19) | |
H34 | 0.3075 | 1.0466 | 0.4078 | 0.089* | |
C35 | 0.0657 (19) | 0.0584 (18) | 0.794 (3) | 0.282 (17) | |
H35A | 0.0256 | 0.0564 | 0.8277 | 0.338* | |
H35B | 0.0548 | 0.0504 | 0.7204 | 0.338* | |
C36 | 0.1279 (17) | 0.1337 (17) | 0.806 (2) | 0.267 (14) | |
H36A | 0.1342 | 0.1462 | 0.8782 | 0.401* | |
H36B | 0.1185 | 0.1654 | 0.7682 | 0.401* | |
H36C | 0.1696 | 0.1359 | 0.7795 | 0.401* | |
F1 | 0.5517 (4) | 1.0008 (4) | 0.4557 (3) | 0.1223 (19) | |
F2 | 0.5204 (7) | 0.9199 (4) | 0.3331 (6) | 0.185 (4) | |
F3 | 0.4871 (6) | 1.0000 | 0.3333 | 0.220 (9) | |
F4 | 0.6205 (7) | 1.0000 | 0.3333 | 0.218 (7) | |
F5 | 0.8020 (4) | 1.0593 (5) | 0.8395 (10) | 0.098 (3) | 0.50 |
F6 | 0.8550 (5) | 1.0000 | 0.8333 | 0.174 (5) | |
F7 | 0.7642 (6) | 0.9347 (7) | 0.9591 (14) | 0.270 (7) | |
F8 | 0.7129 (6) | 0.9957 (7) | 0.9187 (15) | 0.158 (6) | 0.50 |
F9 | 0.8204 (7) | 1.0540 (8) | 0.9732 (17) | 0.173 (7) | 0.50 |
N1 | 0.5419 (2) | 0.8839 (2) | 0.9324 (3) | 0.0409 (7) | |
N2 | 0.5449 (2) | 0.8865 (2) | 0.7307 (3) | 0.0405 (7) | |
N3 | 0.46707 (19) | 0.96654 (19) | 0.7249 (3) | 0.0386 (7) | |
N4 | 0.46601 (18) | 0.96287 (19) | 0.9408 (3) | 0.0384 (7) | |
O1 | 0.0732 (17) | 0.0000 | 0.8333 | 0.290 (15) | |
O2 | 0.2246 (11) | 0.2246 (11) | 1.0000 | 0.332 (17) | |
H2A | 0.2470 | 0.2505 | 0.9373 | 0.398* | |
P1 | 0.55322 (12) | 1.0000 | 0.3333 | 0.0683 (6) | |
P2 | 0.7837 (3) | 0.9967 (3) | 0.8965 (6) | 0.122 (2) | 0.50 |
Pd1 | 0.500203 (16) | 0.921712 (16) | 0.83157 (2) | 0.03555 (10) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.058 (3) | 0.064 (3) | 0.040 (2) | 0.040 (2) | 0.004 (2) | 0.003 (2) |
C2 | 0.067 (3) | 0.078 (4) | 0.046 (3) | 0.047 (3) | 0.000 (2) | 0.009 (3) |
C3 | 0.069 (3) | 0.071 (4) | 0.056 (3) | 0.047 (3) | 0.001 (3) | 0.016 (3) |
C4 | 0.129 (7) | 0.135 (7) | 0.072 (4) | 0.105 (6) | 0.011 (5) | 0.035 (5) |
C5 | 0.066 (3) | 0.063 (3) | 0.066 (3) | 0.049 (3) | 0.003 (3) | 0.008 (3) |
C6 | 0.042 (2) | 0.041 (2) | 0.052 (3) | 0.0235 (17) | 0.0037 (19) | 0.0088 (19) |
C7 | 0.043 (2) | 0.042 (2) | 0.047 (2) | 0.0253 (17) | −0.0012 (19) | −0.0018 (18) |
C8 | 0.055 (3) | 0.057 (3) | 0.058 (3) | 0.038 (2) | 0.000 (2) | −0.005 (2) |
C9 | 0.056 (3) | 0.068 (3) | 0.060 (3) | 0.038 (3) | 0.000 (2) | −0.013 (2) |
C10 | 0.104 (6) | 0.130 (7) | 0.071 (4) | 0.088 (6) | −0.001 (4) | −0.027 (4) |
C11 | 0.061 (3) | 0.079 (4) | 0.048 (3) | 0.043 (3) | 0.003 (2) | −0.006 (3) |
C12 | 0.060 (3) | 0.065 (3) | 0.042 (2) | 0.043 (3) | 0.001 (2) | 0.001 (2) |
C13 | 0.0375 (19) | 0.049 (2) | 0.042 (2) | 0.0227 (18) | −0.0035 (17) | −0.0047 (18) |
C14 | 0.045 (2) | 0.043 (2) | 0.053 (3) | 0.0231 (18) | −0.009 (2) | −0.0076 (19) |
C15 | 0.069 (3) | 0.066 (3) | 0.061 (3) | 0.035 (3) | −0.011 (3) | −0.020 (3) |
C16 | 0.103 (5) | 0.066 (4) | 0.093 (5) | 0.050 (4) | −0.031 (5) | −0.034 (4) |
C17 | 0.086 (5) | 0.048 (3) | 0.125 (7) | 0.029 (3) | −0.038 (5) | −0.016 (4) |
C18 | 0.062 (4) | 0.050 (3) | 0.130 (7) | 0.017 (3) | −0.003 (4) | 0.006 (4) |
C19 | 0.058 (3) | 0.051 (3) | 0.070 (3) | 0.023 (2) | 0.002 (3) | 0.001 (3) |
C20 | 0.0340 (19) | 0.044 (2) | 0.045 (2) | 0.0209 (17) | 0.0018 (17) | 0.0033 (18) |
C21 | 0.0374 (19) | 0.048 (2) | 0.056 (3) | 0.0251 (19) | 0.0064 (18) | 0.008 (2) |
C22 | 0.054 (3) | 0.051 (3) | 0.067 (3) | 0.024 (2) | 0.006 (3) | 0.000 (2) |
C23 | 0.060 (3) | 0.046 (3) | 0.102 (5) | 0.022 (2) | 0.007 (3) | −0.002 (3) |
C24 | 0.054 (3) | 0.051 (3) | 0.135 (7) | 0.022 (3) | 0.015 (4) | 0.024 (4) |
C25 | 0.059 (3) | 0.073 (4) | 0.083 (5) | 0.031 (3) | 0.018 (3) | 0.039 (4) |
C26 | 0.051 (2) | 0.058 (3) | 0.061 (3) | 0.023 (2) | 0.006 (2) | 0.017 (3) |
C27 | 0.0407 (19) | 0.049 (2) | 0.041 (2) | 0.0238 (18) | −0.0036 (17) | −0.0006 (19) |
C28 | 0.050 (2) | 0.058 (3) | 0.044 (3) | 0.022 (2) | −0.007 (2) | 0.003 (2) |
C29 | 0.048 (2) | 0.0312 (18) | 0.065 (3) | 0.0159 (17) | −0.018 (2) | −0.0006 (19) |
C30 | 0.060 (3) | 0.062 (3) | 0.080 (4) | 0.037 (3) | −0.005 (3) | 0.000 (3) |
C31 | 0.064 (4) | 0.087 (5) | 0.141 (8) | 0.040 (4) | 0.008 (4) | −0.011 (5) |
C32 | 0.080 (5) | 0.103 (7) | 0.196 (12) | 0.068 (5) | −0.033 (7) | −0.033 (8) |
C33 | 0.095 (6) | 0.083 (5) | 0.173 (10) | 0.064 (5) | −0.070 (7) | −0.025 (6) |
C34 | 0.078 (4) | 0.046 (3) | 0.098 (5) | 0.031 (3) | −0.036 (4) | 0.002 (3) |
C35 | 0.28 (3) | 0.27 (4) | 0.29 (3) | 0.13 (3) | 0.15 (3) | 0.00 (3) |
C36 | 0.27 (3) | 0.28 (3) | 0.33 (3) | 0.20 (3) | −0.01 (3) | −0.09 (3) |
F1 | 0.160 (5) | 0.157 (5) | 0.047 (2) | 0.077 (4) | −0.004 (3) | 0.002 (3) |
F2 | 0.282 (12) | 0.118 (5) | 0.138 (6) | 0.087 (6) | 0.020 (6) | 0.015 (5) |
F3 | 0.197 (9) | 0.37 (3) | 0.149 (10) | 0.186 (14) | 0.000 (6) | 0.000 (12) |
F4 | 0.188 (8) | 0.30 (2) | 0.200 (12) | 0.152 (11) | 0.013 (7) | 0.026 (13) |
F5 | 0.050 (4) | 0.068 (5) | 0.160 (10) | 0.016 (4) | 0.000 (5) | 0.007 (5) |
F6 | 0.110 (5) | 0.099 (6) | 0.309 (16) | 0.049 (3) | 0.009 (4) | 0.018 (8) |
F7 | 0.150 (8) | 0.208 (11) | 0.42 (2) | 0.066 (9) | −0.013 (11) | 0.086 (12) |
F8 | 0.088 (7) | 0.095 (8) | 0.291 (19) | 0.045 (6) | 0.021 (9) | 0.024 (10) |
F9 | 0.097 (8) | 0.120 (10) | 0.28 (2) | 0.040 (8) | 0.038 (11) | 0.061 (12) |
N1 | 0.0424 (18) | 0.0435 (18) | 0.0425 (19) | 0.0258 (15) | 0.0024 (16) | 0.0035 (16) |
N2 | 0.0427 (18) | 0.0451 (18) | 0.0409 (19) | 0.0273 (15) | 0.0031 (15) | 0.0001 (16) |
N3 | 0.0353 (16) | 0.0387 (17) | 0.0426 (19) | 0.0192 (14) | −0.0027 (14) | −0.0017 (15) |
N4 | 0.0343 (16) | 0.0369 (16) | 0.046 (2) | 0.0195 (13) | 0.0048 (15) | 0.0013 (15) |
O1 | 0.29 (3) | 0.30 (4) | 0.28 (3) | 0.15 (2) | 0.025 (15) | 0.05 (3) |
O2 | 0.278 (18) | 0.278 (18) | 0.29 (3) | 0.03 (3) | 0.056 (16) | −0.056 (16) |
P1 | 0.0776 (11) | 0.0938 (17) | 0.0389 (10) | 0.0469 (8) | 0.0025 (5) | 0.0049 (10) |
P2 | 0.061 (2) | 0.078 (3) | 0.219 (7) | 0.029 (2) | 0.013 (3) | 0.010 (4) |
Pd1 | 0.03531 (15) | 0.03791 (16) | 0.03836 (16) | 0.02200 (12) | 0.00096 (12) | 0.00067 (12) |
C1—N1 | 1.343 (6) | C24—H24 | 0.9300 |
C1—C2 | 1.378 (7) | C25—C26 | 1.390 (9) |
C1—H1 | 0.9300 | C25—H25 | 0.9300 |
C2—C3 | 1.375 (8) | C26—H26 | 0.9300 |
C2—H2 | 0.9300 | C27—C20i | 1.409 (6) |
C3—C5 | 1.370 (8) | C27—C28 | 1.497 (6) |
C3—C4 | 1.506 (7) | C28—C29 | 1.499 (8) |
C4—H4A | 0.9600 | C28—H28A | 0.9700 |
C4—H4B | 0.9600 | C28—H28B | 0.9700 |
C4—H4C | 0.9600 | C29—C30 | 1.375 (9) |
C5—C6 | 1.388 (6) | C29—C34 | 1.389 (7) |
C5—H5 | 0.9300 | C30—C31 | 1.387 (9) |
C6—N1 | 1.356 (6) | C30—H30 | 0.9300 |
C6—C7 | 1.464 (7) | C31—C32 | 1.373 (14) |
C7—N2 | 1.355 (5) | C31—H31 | 0.9300 |
C7—C8 | 1.387 (6) | C32—C33 | 1.382 (16) |
C8—C9 | 1.375 (8) | C32—H32 | 0.9300 |
C8—H8 | 0.9300 | C33—C34 | 1.382 (13) |
C9—C11 | 1.394 (8) | C33—H33 | 0.9300 |
C9—C10 | 1.495 (8) | C34—H34 | 0.9300 |
C10—H10A | 0.9600 | C35—O1 | 1.47 (4) |
C10—H10B | 0.9600 | C35—C36 | 1.55 (4) |
C10—H10C | 0.9600 | C35—H35A | 0.9700 |
C11—C12 | 1.384 (7) | C35—H35B | 0.9700 |
C11—H11 | 0.9300 | C36—H36A | 0.9600 |
C12—N2 | 1.321 (6) | C36—H36B | 0.9600 |
C12—H12 | 0.9300 | C36—H36C | 0.9600 |
C13—N3 | 1.349 (6) | P1—F3 | 1.462 (15) |
C13—C27 | 1.388 (7) | P1—F4 | 1.489 (15) |
C13—C14 | 1.480 (6) | P1—F2 | 1.542 (8) |
C14—C19 | 1.385 (8) | P1—F2ii | 1.542 (8) |
C14—C15 | 1.397 (8) | P1—F1ii | 1.577 (4) |
C15—C16 | 1.398 (10) | P1—F1 | 1.577 (4) |
C15—H15 | 0.9300 | P2—F5i | 1.425 (13) |
C16—C17 | 1.362 (12) | P2—F5 | 1.436 (12) |
C16—H16 | 0.9300 | P2—F7 | 1.458 (13) |
C17—C18 | 1.372 (12) | P2—F9 | 1.49 (2) |
C17—H17 | 0.9300 | P2—F8 | 1.582 (13) |
C18—C19 | 1.389 (9) | P2—P2i | 1.634 (15) |
C18—H18 | 0.9300 | P2—F6 | 1.744 (11) |
C19—H19 | 0.9300 | F5—P2i | 1.425 (12) |
C20—N4 | 1.352 (6) | F6—P2i | 1.744 (11) |
C20—C27i | 1.409 (6) | N1—Pd1 | 2.002 (3) |
C20—C21 | 1.484 (6) | N2—Pd1 | 2.010 (3) |
C21—C22 | 1.392 (8) | N3—N4i | 1.352 (5) |
C21—C26 | 1.403 (7) | N3—Pd1 | 2.033 (3) |
C22—C23 | 1.392 (8) | N4—N3i | 1.352 (5) |
C22—H22 | 0.9300 | N4—Pd1 | 2.017 (3) |
C23—C24 | 1.356 (11) | O1—C35iii | 1.47 (4) |
C23—H23 | 0.9300 | O2—H2A | 0.9713 |
C24—C25 | 1.348 (12) | Pd1—Pd1i | 2.9989 (6) |
N1—C1—C2 | 121.9 (4) | C30—C29—C34 | 116.9 (6) |
N1—C1—H1 | 119.0 | C30—C29—C28 | 123.3 (5) |
C2—C1—H1 | 119.0 | C34—C29—C28 | 119.6 (6) |
C3—C2—C1 | 120.2 (5) | C29—C30—C31 | 122.0 (7) |
C3—C2—H2 | 119.9 | C29—C30—H30 | 119.0 |
C1—C2—H2 | 119.9 | C31—C30—H30 | 119.0 |
C5—C3—C2 | 117.3 (5) | C32—C31—C30 | 120.0 (10) |
C5—C3—C4 | 121.8 (5) | C32—C31—H31 | 120.0 |
C2—C3—C4 | 120.9 (6) | C30—C31—H31 | 120.0 |
C3—C4—H4A | 109.5 | C31—C32—C33 | 119.3 (8) |
C3—C4—H4B | 109.5 | C31—C32—H32 | 120.4 |
H4A—C4—H4B | 109.5 | C33—C32—H32 | 120.4 |
C3—C4—H4C | 109.5 | C34—C33—C32 | 119.8 (7) |
H4A—C4—H4C | 109.5 | C34—C33—H33 | 120.1 |
H4B—C4—H4C | 109.5 | C32—C33—H33 | 120.1 |
C3—C5—C6 | 121.6 (5) | C33—C34—C29 | 121.9 (8) |
C3—C5—H5 | 119.2 | C33—C34—H34 | 119.0 |
C6—C5—H5 | 119.2 | C29—C34—H34 | 119.0 |
N1—C6—C5 | 119.8 (5) | O1—C35—C36 | 119 (4) |
N1—C6—C7 | 114.6 (4) | O1—C35—H35A | 107.7 |
C5—C6—C7 | 125.5 (4) | C36—C35—H35A | 107.7 |
N2—C7—C8 | 121.0 (4) | O1—C35—H35B | 107.7 |
N2—C7—C6 | 115.0 (4) | C36—C35—H35B | 107.7 |
C8—C7—C6 | 124.0 (4) | H35A—C35—H35B | 107.1 |
C9—C8—C7 | 120.7 (5) | C35—C36—H36A | 109.5 |
C9—C8—H8 | 119.7 | C35—C36—H36B | 109.5 |
C7—C8—H8 | 119.7 | H36A—C36—H36B | 109.5 |
C8—C9—C11 | 117.2 (5) | C35—C36—H36C | 109.5 |
C8—C9—C10 | 120.8 (6) | H36A—C36—H36C | 109.5 |
C11—C9—C10 | 121.9 (6) | H36B—C36—H36C | 109.5 |
C9—C10—H10A | 109.5 | F3—P1—F4 | 180.000 (4) |
C9—C10—H10B | 109.5 | F3—P1—F2 | 95.9 (5) |
H10A—C10—H10B | 109.5 | F4—P1—F2 | 84.1 (5) |
C9—C10—H10C | 109.5 | F3—P1—F2ii | 95.9 (5) |
H10A—C10—H10C | 109.5 | F4—P1—F2ii | 84.1 (5) |
H10B—C10—H10C | 109.5 | F2—P1—F2ii | 168.1 (10) |
C12—C11—C9 | 119.6 (5) | F3—P1—F1ii | 88.5 (3) |
C12—C11—H11 | 120.2 | F4—P1—F1ii | 91.5 (3) |
C9—C11—H11 | 120.2 | F2—P1—F1ii | 89.5 (4) |
N2—C12—C11 | 122.6 (5) | F2ii—P1—F1ii | 90.8 (4) |
N2—C12—H12 | 118.7 | F3—P1—F1 | 88.5 (3) |
C11—C12—H12 | 118.7 | F4—P1—F1 | 91.5 (3) |
N3—C13—C27 | 109.4 (4) | F2—P1—F1 | 90.8 (4) |
N3—C13—C14 | 122.2 (4) | F2ii—P1—F1 | 89.5 (4) |
C27—C13—C14 | 128.4 (4) | F1ii—P1—F1 | 177.0 (6) |
C19—C14—C15 | 119.2 (5) | F5i—P2—F5 | 105.5 (7) |
C19—C14—C13 | 120.1 (5) | F5i—P2—F7 | 76.7 (8) |
C15—C14—C13 | 120.6 (5) | F5—P2—F7 | 177.0 (10) |
C14—C15—C16 | 119.2 (7) | F5i—P2—F9 | 174.8 (8) |
C14—C15—H15 | 120.4 | F5—P2—F9 | 75.4 (8) |
C16—C15—H15 | 120.4 | F7—P2—F9 | 102.3 (11) |
C17—C16—C15 | 120.8 (7) | F5i—P2—F8 | 84.6 (8) |
C17—C16—H16 | 119.6 | F5—P2—F8 | 84.6 (7) |
C15—C16—H16 | 119.6 | F7—P2—F8 | 93.6 (8) |
C16—C17—C18 | 120.2 (6) | F9—P2—F8 | 90.4 (9) |
C16—C17—H17 | 119.9 | F5i—P2—P2i | 55.5 (6) |
C18—C17—H17 | 119.9 | F5—P2—P2i | 54.8 (6) |
C17—C18—C19 | 120.2 (7) | F7—P2—P2i | 128.0 (10) |
C17—C18—H18 | 119.9 | F9—P2—P2i | 127.2 (8) |
C19—C18—H18 | 119.9 | F8—P2—P2i | 100.4 (7) |
C14—C19—C18 | 120.3 (6) | F5i—P2—F6 | 85.0 (5) |
C14—C19—H19 | 119.9 | F5—P2—F6 | 84.7 (5) |
C18—C19—H19 | 119.9 | F7—P2—F6 | 97.7 (7) |
N4—C20—C27i | 108.2 (4) | F9—P2—F6 | 100.2 (6) |
N4—C20—C21 | 121.0 (4) | F8—P2—F6 | 162.5 (9) |
C27i—C20—C21 | 130.7 (4) | P2i—P2—F6 | 62.1 (3) |
C22—C21—C26 | 117.9 (5) | P2i—F5—P2 | 69.7 (7) |
C22—C21—C20 | 120.9 (5) | P2i—F6—P2 | 55.9 (6) |
C26—C21—C20 | 121.1 (5) | C1—N1—C6 | 119.0 (4) |
C21—C22—C23 | 119.8 (6) | C1—N1—Pd1 | 125.9 (3) |
C21—C22—H22 | 120.1 | C6—N1—Pd1 | 115.0 (3) |
C23—C22—H22 | 120.1 | C12—N2—C7 | 118.8 (4) |
C24—C23—C22 | 121.0 (7) | C12—N2—Pd1 | 126.4 (3) |
C24—C23—H23 | 119.5 | C7—N2—Pd1 | 114.5 (3) |
C22—C23—H23 | 119.5 | C13—N3—N4i | 108.4 (3) |
C25—C24—C23 | 120.4 (6) | C13—N3—Pd1 | 137.3 (3) |
C25—C24—H24 | 119.8 | N4i—N3—Pd1 | 114.1 (3) |
C23—C24—H24 | 119.8 | N3i—N4—C20 | 109.0 (3) |
C24—C25—C26 | 120.6 (6) | N3i—N4—Pd1 | 113.9 (3) |
C24—C25—H25 | 119.7 | C20—N4—Pd1 | 137.0 (3) |
C26—C25—H25 | 119.7 | C35—O1—C35iii | 113 (4) |
C25—C26—C21 | 120.2 (6) | H2A—O2—H2Aiv | 113.3 (1) |
C25—C26—H26 | 119.9 | N1—Pd1—N2 | 80.8 (1) |
C21—C26—H26 | 119.9 | N1—Pd1—N4 | 95.2 (1) |
C13—C27—C20i | 105.0 (4) | N2—Pd1—N4 | 173.5 (2) |
C13—C27—C28 | 125.7 (4) | N1—Pd1—N3 | 174.7 (2) |
C20i—C27—C28 | 129.0 (4) | N2—Pd1—N3 | 96.8 (1) |
C27—C28—C29 | 115.5 (4) | N4—Pd1—N3 | 86.8 (1) |
C27—C28—H28A | 108.4 | N1—Pd1—Pd1i | 110.59 (12) |
C29—C28—H28A | 108.4 | N2—Pd1—Pd1i | 110.18 (11) |
C27—C28—H28B | 108.4 | N4—Pd1—Pd1i | 66.34 (11) |
C29—C28—H28B | 108.4 | N3—Pd1—Pd1i | 65.68 (11) |
H28A—C28—H28B | 107.5 | ||
N1—C1—C2—C3 | −1.2 (10) | C30—C29—C34—C33 | −0.2 (9) |
C1—C2—C3—C5 | 2.4 (10) | C28—C29—C34—C33 | 176.0 (6) |
C1—C2—C3—C4 | −177.7 (7) | F5i—P2—F5—P2i | −23.9 (8) |
C2—C3—C5—C6 | −0.8 (9) | F9—P2—F5—P2i | 161.4 (7) |
C4—C3—C5—C6 | 179.3 (7) | F8—P2—F5—P2i | −106.8 (8) |
C3—C5—C6—N1 | −2.0 (9) | F6—P2—F5—P2i | 59.4 (4) |
C3—C5—C6—C7 | 174.2 (6) | F5i—P2—F6—P2i | 53.3 (5) |
N1—C6—C7—N2 | −0.3 (6) | F5—P2—F6—P2i | −52.8 (5) |
C5—C6—C7—N2 | −176.6 (5) | F7—P2—F6—P2i | 129.1 (9) |
N1—C6—C7—C8 | 176.2 (5) | F9—P2—F6—P2i | −126.9 (8) |
C5—C6—C7—C8 | −0.2 (8) | F8—P2—F6—P2i | −0.5 (18) |
N2—C7—C8—C9 | 1.9 (8) | C2—C1—N1—C6 | −1.7 (8) |
C6—C7—C8—C9 | −174.3 (5) | C2—C1—N1—Pd1 | −176.6 (4) |
C7—C8—C9—C11 | 0.2 (8) | C5—C6—N1—C1 | 3.3 (7) |
C7—C8—C9—C10 | 177.6 (6) | C7—C6—N1—C1 | −173.3 (4) |
C8—C9—C11—C12 | −1.0 (9) | C5—C6—N1—Pd1 | 178.7 (4) |
C10—C9—C11—C12 | −178.4 (6) | C7—C6—N1—Pd1 | 2.1 (5) |
C9—C11—C12—N2 | −0.3 (9) | C11—C12—N2—C7 | 2.4 (8) |
N3—C13—C14—C19 | 68.4 (6) | C11—C12—N2—Pd1 | 176.8 (4) |
C27—C13—C14—C19 | −111.3 (6) | C8—C7—N2—C12 | −3.2 (7) |
N3—C13—C14—C15 | −114.1 (6) | C6—C7—N2—C12 | 173.4 (4) |
C27—C13—C14—C15 | 66.2 (7) | C8—C7—N2—Pd1 | −178.3 (4) |
C19—C14—C15—C16 | −1.9 (9) | C6—C7—N2—Pd1 | −1.7 (5) |
C13—C14—C15—C16 | −179.4 (6) | C27—C13—N3—N4i | 0.6 (5) |
C14—C15—C16—C17 | 2.1 (11) | C14—C13—N3—N4i | −179.1 (4) |
C15—C16—C17—C18 | −0.6 (12) | C27—C13—N3—Pd1 | −173.7 (3) |
C16—C17—C18—C19 | −1.0 (12) | C14—C13—N3—Pd1 | 6.6 (7) |
C15—C14—C19—C18 | 0.3 (9) | C27i—C20—N4—N3i | 0.5 (5) |
C13—C14—C19—C18 | 177.9 (6) | C21—C20—N4—N3i | −177.2 (4) |
C17—C18—C19—C14 | 1.2 (11) | C27i—C20—N4—Pd1 | 175.6 (3) |
N4—C20—C21—C22 | −35.4 (7) | C21—C20—N4—Pd1 | −2.0 (7) |
C27i—C20—C21—C22 | 147.6 (5) | C36—C35—O1—C35iii | 147 (3) |
N4—C20—C21—C26 | 142.2 (5) | C1—N1—Pd1—N2 | 172.7 (5) |
C27i—C20—C21—C26 | −34.9 (7) | C6—N1—Pd1—N2 | −2.4 (3) |
C26—C21—C22—C23 | 0.7 (8) | C1—N1—Pd1—N4 | −2.1 (4) |
C20—C21—C22—C23 | 178.3 (5) | C6—N1—Pd1—N4 | −177.2 (3) |
C21—C22—C23—C24 | 0.7 (9) | C1—N1—Pd1—Pd1i | 64.5 (4) |
C22—C23—C24—C25 | −1.7 (10) | C6—N1—Pd1—Pd1i | −110.6 (3) |
C23—C24—C25—C26 | 1.3 (10) | C12—N2—Pd1—N1 | −172.4 (5) |
C24—C25—C26—C21 | 0.1 (9) | C7—N2—Pd1—N1 | 2.2 (3) |
C22—C21—C26—C25 | −1.1 (8) | C12—N2—Pd1—N3 | 2.8 (5) |
C20—C21—C26—C25 | −178.7 (5) | C7—N2—Pd1—N3 | 177.4 (3) |
N3—C13—C27—C20i | −0.3 (5) | C12—N2—Pd1—Pd1i | −63.7 (4) |
C14—C13—C27—C20i | 179.4 (5) | C7—N2—Pd1—Pd1i | 110.9 (3) |
N3—C13—C27—C28 | −173.6 (4) | N3i—N4—Pd1—N1 | 111.1 (3) |
C14—C13—C27—C28 | 6.1 (8) | C20—N4—Pd1—N1 | −63.9 (5) |
C13—C27—C28—C29 | 90.3 (6) | N3i—N4—Pd1—N3 | −63.9 (3) |
C20i—C27—C28—C29 | −81.4 (6) | C20—N4—Pd1—N3 | 121.1 (4) |
C27—C28—C29—C30 | −27.2 (7) | N3i—N4—Pd1—Pd1i | 0.9 (2) |
C27—C28—C29—C34 | 156.9 (5) | C20—N4—Pd1—Pd1i | −174.1 (5) |
C34—C29—C30—C31 | 1.1 (9) | C13—N3—Pd1—N2 | 65.8 (5) |
C28—C29—C30—C31 | −175.0 (6) | N4i—N3—Pd1—N2 | −108.3 (3) |
C29—C30—C31—C32 | −2.5 (12) | C13—N3—Pd1—N4 | −119.6 (5) |
C30—C31—C32—C33 | 3.0 (14) | N4i—N3—Pd1—N4 | 66.3 (3) |
C31—C32—C33—C34 | −2.2 (14) | C13—N3—Pd1—Pd1i | 174.9 (5) |
C32—C33—C34—C29 | 0.8 (12) | N4i—N3—Pd1—Pd1i | 0.9 (2) |
Symmetry codes: (i) x−y+1, −y+2, −z+5/3; (ii) x−y+1, −y+2, −z+2/3; (iii) x−y, −y, −z+5/3; (iv) y, x, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1···F1i | 0.93 | 2.50 | 3.228 (8) | 135 |
C12—H12···F1 | 0.93 | 2.44 | 3.200 (8) | 139 |
C36—H36A···O2 | 0.96 | 2.45 | 3.25 (3) | 141 |
C36—H36B···F7v | 0.96 | 2.31 | 3.04 (4) | 133 |
C36—H36C···F9v | 0.96 | 2.19 | 2.95 (3) | 135 |
Symmetry codes: (i) x−y+1, −y+2, −z+5/3; (v) −x+y, −x+1, z−1/3. |
Experimental details
Crystal data | |
Chemical formula | [Pd2(C22H17N2)2(C12H12N2)2](PF6)2·C4H10O·H2O |
Mr | 1582.10 |
Crystal system, space group | Trigonal, P3121 |
Temperature (K) | 291 |
a, c (Å) | 22.1138 (3), 12.8884 (2) |
V (Å3) | 5458.29 (13) |
Z | 3 |
Radiation type | Mo Kα |
µ (mm−1) | 0.62 |
Crystal size (mm) | 0.48 × 0.42 × 0.36 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.756, 0.808 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 47040, 9007, 8156 |
Rint | 0.028 |
(sin θ/λ)max (Å−1) | 0.667 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.045, 0.144, 1.10 |
No. of reflections | 9007 |
No. of parameters | 466 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.05, −0.74 |
Absolute structure | Flack (1983), with 4168 Friedel pairs |
Absolute structure parameter | −0.02 (3) |
Computer programs: SMART (Bruker, 2001), SMART, SAINT-Plus (Bruker, 2001), SHELXTL (Sheldrick, 2001), SHELXTL.
N1—Pd1 | 2.002 (3) | N3—Pd1 | 2.033 (3) |
N2—Pd1 | 2.010 (3) | N4—Pd1 | 2.017 (3) |
N3—N4i | 1.352 (5) | Pd1—Pd1i | 2.9989 (6) |
N4i—N3—Pd1 | 114.1 (3) | N1—Pd1—N2 | 80.8 (1) |
N3i—N4—Pd1 | 113.9 (3) | N4—Pd1—N3 | 86.8 (1) |
Symmetry code: (i) x−y+1, −y+2, −z+5/3. |
D—H···A | D—H | H···A | D···A | D—H···A |
C1—H1···F1i | 0.93 | 2.50 | 3.228 (8) | 135 |
C12—H12···F1 | 0.93 | 2.44 | 3.200 (8) | 139 |
C36—H36A···O2 | 0.96 | 2.45 | 3.25 (3) | 141 |
C36—H36B···F7ii | 0.96 | 2.31 | 3.04 (4) | 133 |
C36—H36C···F9ii | 0.96 | 2.19 | 2.95 (3) | 135 |
Symmetry codes: (i) x−y+1, −y+2, −z+5/3; (ii) −x+y, −x+1, z−1/3. |
In our previous publictions, we reported a 3,5-diphenylpyrazolate-bridged dinuclear Pd(II) complex having an inorganic anion as the charge-balancing species (Huang et al., 2005 and 2007). Recently, we reported a 4-benzyl substituted 3,5-diphenylpyrazole ligand (Huang et al., 2007). In the present paper, we report the crytal structure of a dinuclear palladium(II) complex based on 4,4'-dimethyl-2,2'-bipyridine (dmbpy) and 4-benzyl-3,5-diphenylpyrazolate (Fig. 1). In the cation, a crystallographic twofold rotation axis passes through F6 and the mid-point of the Pd1—Pd1i atoms (Fig. 1).The distance of two palladium atoms is 2.9989 (6) Å which are shorter than that of our previous dipalladium complexes (Table 1). The PdII center has a cis-square-planar geometry defined by a N,N'-bidentate pyrazolate ligand and a chelating 4,4'-dimethyl-2,2'-bipyridine ligand. This conformation creates an 'open book' disposition for the square-planar environment of the two Pd atoms. The dihedral angle between the two coordination planes around the Pd atoms is 61.0 (1)°. The two Pd(dmbpy)Pd planes form a cleft with a cavity of approximately 180 Å3. An interesting feature of the structure is the presence of a disordered hexafluorophosphate anion in the clip-like cavity formed by the Pd(dmbpy)Pd1 and Pd(dmbpy)Pdi planes. This disordered hexafluorophosphate anions is generated by a twofold rotation axis and held in the cavity by an anion–π interaction (P2—F8···Cg1 3.435 (15) Å, Cg1 is the centroid of the ring system Pd1, N1, C6, C7, N2; P2—F8···Cg2 3.187 (15) Å, Cg2 is the centroid of the ring system N1, C1, C2, C3, C5, C6). Atoms P1, F3 and F4 of the second anion lie also on a twofold rotation axis (Wyckoff letter a) and is located near the cation by C—H···F intermolecular hydrogen bonds. The compound packs by elestrostatic interactions, C—H···F intermolecular hydrogen bonds between the cations and anions, and C—H···O intermolecular hydrogen bonds between the solvent diethyl ether molecules and water molecules. The non-classical hydrogen bonds that connect cations and anions are detailed in Table 2.