metal-organic compounds
In the crystal structure of the title compound, [Pd(C17H28N4S2)](BF4)2, the PdII atom is coordinated by one N atom from each of the pyrazolyl groups and the two thioether S atoms in a slightly distorted square-planar geometry.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804016022/cv6321sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804016022/cv6321Isup2.hkl |
CCDC reference: 248723
Computing details top
Data collection: MARXDS (Klein, 2000); cell refinement: MARXDS; data reduction: MARSCALE (Klein, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1998); program(s) used to refine structure: SHELXL97 (Sheldrick, 1998); molecular graphics: ORTEP-3 (Farrugia, (2003); software used to prepare material for publication: CIFTABS (Sheldrick, 1998).
[1,9-Bis(3,5-dimethylpyrazol-1-yl-κN2)-3,7-dithianonane-
κ2S,S']palladate(II) bis(tetrafluoroborate) top
Crystal data top
[Pd(C17H28N4S2)](BF4)2 | F(000) = 1272 |
Mr = 632.57 | Dx = 1.731 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71069 Å |
Hall symbol: -P 2ybc | Cell parameters from 8324 reflections |
a = 11.759 (1) Å | θ = 2.9–30.0° |
b = 18.650 (1) Å | µ = 1.01 mm−1 |
c = 11.880 (1) Å | T = 293 K |
β = 111.29 (2)° | Prism, yellow |
V = 2427.5 (5) Å3 | 0.20 × 0.07 × 0.07 mm |
Z = 4 |
Data collection top
MAR345 with image-plate detector diffractometer | 2400 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.093 |
Graphite monochromator | θmax = 30.0°, θmin = 2.9° |
φ scans | h = −15→15 |
9639 measured reflections | k = 0→26 |
6465 independent reflections | l = 0→15 |
Refinement top
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)] = 0.035 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.060 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.15 | w = 1/[σ2(Fo2) + (0.0062P)2] where P = (Fo2 + 2Fc2)/3 |
5502 reflections | (Δ/σ)max < 0.001 |
303 parameters | Δρmax = 0.59 e Å−3 |
259 restraints | Δρmin = −0.71 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Pd | 0.26189 (4) | 0.02442 (2) | 0.72402 (4) | 0.06044 (13) | |
S1 | 0.31289 (13) | −0.03276 (10) | 0.90495 (12) | 0.0784 (4) | |
S2 | 0.11754 (13) | −0.05896 (9) | 0.62420 (13) | 0.0743 (4) | |
N1 | 0.2134 (3) | 0.0473 (2) | 0.4601 (4) | 0.0486 (11) | |
N2 | 0.2105 (3) | 0.0788 (2) | 0.5661 (3) | 0.0545 (10) | |
N3 | 0.3936 (4) | 0.0981 (2) | 0.8150 (3) | 0.0516 (11) | |
N4 | 0.3882 (5) | 0.1318 (3) | 0.9097 (4) | 0.0616 (16) | |
C1 | 0.1776 (4) | −0.0796 (3) | 0.8950 (4) | 0.0641 (15) | |
H1 | 0.1818 | −0.0911 | 0.9761 | 0.077* | |
H1A | 0.1082 | −0.0480 | 0.8592 | 0.077* | |
C2 | 0.1559 (4) | −0.1476 (3) | 0.8224 (5) | 0.0663 (15) | |
H2 | 0.2117 | −0.1838 | 0.8707 | 0.080* | |
H2A | 0.0737 | −0.1640 | 0.8092 | 0.080* | |
C3 | 0.1701 (4) | −0.1440 (3) | 0.7027 (4) | 0.0691 (15) | |
H3 | 0.1244 | −0.1829 | 0.6523 | 0.083* | |
H3A | 0.2555 | −0.1506 | 0.7144 | 0.083* | |
C4 | 0.1460 (5) | −0.0739 (4) | 0.4824 (5) | 0.063 (2) | |
H4 | 0.1684 | −0.1238 | 0.4802 | 0.077* | |
H4A | 0.0698 | −0.0663 | 0.4151 | 0.077* | |
C5 | 0.2448 (4) | −0.0271 (3) | 0.4619 (4) | 0.0655 (14) | |
H5 | 0.3229 | −0.0357 | 0.5260 | 0.079* | |
H5A | 0.2523 | −0.0400 | 0.3858 | 0.079* | |
C6 | 0.1830 (4) | 0.0945 (3) | 0.3731 (4) | 0.0517 (12) | |
C7 | 0.1712 (5) | 0.0756 (3) | 0.2477 (4) | 0.0703 (17) | |
H7 | 0.1889 | 0.0256 | 0.2440 | 0.085* | |
H7A | 0.2276 | 0.1036 | 0.2246 | 0.085* | |
H7B | 0.0895 | 0.0853 | 0.1935 | 0.085* | |
C8 | 0.1671 (5) | 0.1592 (3) | 0.4166 (4) | 0.0685 (15) | |
H8 | 0.1497 | 0.2024 | 0.3748 | 0.082* | |
C9 | 0.1823 (4) | 0.1473 (3) | 0.5393 (4) | 0.0638 (12) | |
C10 | 0.1750 (6) | 0.2004 (3) | 0.6356 (5) | 0.100 (2) | |
H10 | 0.1905 | 0.1755 | 0.7104 | 0.120* | |
H10A | 0.0951 | 0.2215 | 0.6093 | 0.120* | |
H10B | 0.2350 | 0.2375 | 0.6472 | 0.120* | |
C11 | 0.4958 (7) | 0.1212 (4) | 0.7859 (6) | 0.083 (3) | |
C12 | 0.5194 (7) | 0.0910 (3) | 0.6925 (6) | 0.106 (3) | |
H12 | 0.4499 | 0.0637 | 0.6434 | 0.120* | |
H12A | 0.5890 | 0.0600 | 0.7237 | 0.120* | |
H12B | 0.5361 | 0.1280 | 0.6445 | 0.120* | |
C13 | 0.5462 (3) | 0.1728 (2) | 0.8783 (3) | 0.0674 (9) | |
H13 | 0.6168 | 0.1989 | 0.8888 | 0.080* | |
C14 | 0.4772 (5) | 0.1798 (3) | 0.9517 (4) | 0.0677 (13) | |
C15 | 0.5044 (5) | 0.2287 (3) | 1.0492 (4) | 0.0792 (18) | |
H15 | 0.4450 | 0.2239 | 1.0868 | 0.095* | |
H15A | 0.5025 | 0.2768 | 1.0197 | 0.095* | |
H15B | 0.5842 | 0.2186 | 1.1074 | 0.095* | |
C16 | 0.3028 (8) | 0.1125 (5) | 0.9642 (7) | 0.082 (3) | |
H16 | 0.2208 | 0.1184 | 0.9054 | 0.101* | |
H16A | 0.3121 | 0.1448 | 1.0309 | 0.101* | |
C17 | 0.3182 (5) | 0.0352 (4) | 1.0111 (5) | 0.094 (2) | |
H17 | 0.2547 | 0.0255 | 1.0431 | 0.112* | |
H17A | 0.3959 | 0.0317 | 1.0778 | 0.112* | |
B1 | 0.5016 (7) | −0.1252 (5) | 0.6662 (7) | 0.105 (3) | |
F1 | 0.4004 (3) | −0.1633 (2) | 0.5977 (3) | 0.1020 (12) | |
F2 | 0.4738 (3) | −0.0860 (2) | 0.7485 (3) | 0.1038 (12) | |
F3 | 0.5362 (3) | −0.0815 (2) | 0.5920 (3) | 0.1045 (11) | |
F4 | 0.5930 (3) | −0.1724 (2) | 0.7255 (3) | 0.1044 (12) | |
B2 | 0.9512 (6) | 0.1359 (4) | 0.8436 (7) | 0.105 (3) | |
F5 | 1.0261 (7) | 0.0812 (4) | 0.8412 (8) | 0.110 (3)* | 0.50 |
F6 | 0.9904 (6) | 0.1706 (4) | 0.9493 (6) | 0.103 (2)* | 0.50 |
F7 | 0.9384 (7) | 0.1835 (4) | 0.7536 (7) | 0.108 (3)* | 0.50 |
F8 | 0.8390 (6) | 0.1024 (5) | 0.8256 (7) | 0.098 (3)* | 0.50 |
F5' | 0.9865 (8) | 0.0859 (4) | 0.7779 (7) | 0.108 (3)* | 0.50 |
F7' | 0.9973 (7) | 0.2005 (4) | 0.8249 (8) | 0.115 (3)* | 0.50 |
F8' | 0.8292 (6) | 0.1387 (5) | 0.8095 (7) | 0.112 (3)* | 0.50 |
F6' | 1.0071 (6) | 0.1190 (5) | 0.9645 (6) | 0.109 (3)* | 0.50 |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Pd | 0.06212 (19) | 0.0546 (3) | 0.0548 (2) | 0.0005 (3) | 0.00957 (14) | 0.0001 (3) |
S1 | 0.0832 (9) | 0.0729 (12) | 0.0659 (8) | −0.0065 (9) | 0.0114 (7) | 0.0063 (9) |
S2 | 0.0729 (9) | 0.0599 (11) | 0.0727 (9) | 0.0038 (7) | 0.0057 (7) | −0.0040 (8) |
N1 | 0.045 (2) | 0.039 (3) | 0.061 (3) | 0.0105 (17) | 0.0195 (18) | 0.0076 (19) |
N2 | 0.060 (2) | 0.051 (3) | 0.056 (2) | 0.005 (2) | 0.0242 (18) | 0.003 (2) |
N3 | 0.078 (3) | 0.053 (3) | 0.0495 (17) | 0.020 (2) | 0.022 (2) | −0.0145 (18) |
N4 | 0.071 (4) | 0.061 (5) | 0.047 (2) | 0.009 (4) | 0.019 (2) | 0.011 (2) |
C1 | 0.069 (3) | 0.082 (5) | 0.045 (3) | 0.009 (3) | 0.027 (2) | 0.023 (3) |
C2 | 0.054 (3) | 0.074 (4) | 0.085 (4) | −0.010 (3) | 0.042 (3) | 0.004 (3) |
C3 | 0.065 (3) | 0.063 (4) | 0.070 (3) | −0.010 (3) | 0.014 (2) | 0.000 (3) |
C4 | 0.051 (5) | 0.056 (5) | 0.054 (4) | −0.008 (4) | −0.003 (3) | −0.016 (4) |
C5 | 0.058 (3) | 0.081 (4) | 0.048 (3) | 0.002 (4) | 0.0084 (19) | 0.000 (4) |
C6 | 0.068 (3) | 0.058 (4) | 0.034 (2) | 0.001 (3) | 0.025 (2) | 0.003 (2) |
C7 | 0.072 (4) | 0.063 (4) | 0.061 (3) | −0.017 (3) | 0.011 (3) | 0.005 (3) |
C8 | 0.068 (3) | 0.071 (4) | 0.066 (3) | 0.004 (3) | 0.024 (3) | 0.000 (3) |
C9 | 0.067 (3) | 0.072 (3) | 0.075 (2) | −0.014 (2) | 0.044 (2) | 0.000 (2) |
C10 | 0.099 (5) | 0.071 (5) | 0.084 (4) | 0.011 (4) | −0.020 (3) | 0.009 (4) |
C11 | 0.083 (6) | 0.044 (5) | 0.076 (5) | 0.008 (4) | −0.014 (5) | 0.013 (4) |
C12 | 0.095 (6) | 0.054 (4) | 0.090 (6) | −0.017 (4) | −0.026 (5) | 0.007 (4) |
C13 | 0.0758 (15) | 0.069 (3) | 0.072 (2) | −0.0171 (16) | 0.0301 (15) | 0.003 (2) |
C14 | 0.079 (3) | 0.075 (4) | 0.076 (2) | 0.015 (3) | 0.023 (2) | −0.008 (2) |
C15 | 0.107 (5) | 0.059 (4) | 0.060 (3) | −0.004 (4) | 0.017 (3) | 0.005 (3) |
C16 | 0.072 (8) | 0.078 (7) | 0.060 (5) | 0.033 (6) | −0.012 (5) | −0.024 (5) |
C17 | 0.092 (4) | 0.112 (6) | 0.073 (4) | −0.013 (5) | 0.026 (3) | −0.002 (4) |
B1 | 0.116 (7) | 0.108 (9) | 0.089 (6) | −0.002 (6) | 0.034 (5) | −0.009 (6) |
F1 | 0.104 (3) | 0.095 (3) | 0.099 (3) | −0.003 (2) | 0.028 (2) | −0.001 (2) |
F2 | 0.110 (3) | 0.101 (3) | 0.097 (3) | −0.006 (2) | 0.034 (2) | 0.000 (2) |
F3 | 0.100 (3) | 0.106 (3) | 0.104 (3) | 0.006 (2) | 0.034 (2) | 0.003 (3) |
F4 | 0.100 (3) | 0.099 (3) | 0.109 (3) | 0.005 (2) | 0.031 (2) | 0.003 (2) |
B2 | 0.085 (6) | 0.141 (10) | 0.088 (6) | 0.012 (6) | 0.029 (5) | −0.011 (7) |
Geometric parameters (Å, º) top
Pd—N2 | 2.022 (4) | C8—C9 | 1.420 (6) |
Pd—N3 | 2.059 (4) | C8—H8 | 0.9300 |
Pd—S1 | 2.2761 (15) | C9—C10 | 1.539 (7) |
Pd—S2 | 2.2900 (16) | C10—H10 | 0.9600 |
S1—C17 | 1.773 (6) | C10—H10A | 0.9600 |
S1—C1 | 1.781 (5) | C10—H10B | 0.9600 |
S2—C3 | 1.829 (5) | C11—C12 | 1.360 (10) |
S2—C4 | 1.854 (6) | C11—C13 | 1.419 (8) |
N1—C6 | 1.304 (5) | C12—H12 | 0.9600 |
N1—N2 | 1.401 (5) | C12—H12A | 0.9600 |
N1—C5 | 1.435 (6) | C12—H12B | 0.9600 |
N2—C9 | 1.330 (6) | C13—C14 | 1.397 (5) |
N3—N4 | 1.310 (5) | C13—H13 | 0.9300 |
N3—C11 | 1.432 (9) | C14—C15 | 1.417 (6) |
N4—C14 | 1.330 (7) | C15—H15 | 0.9600 |
N4—C16 | 1.425 (10) | C15—H15A | 0.9600 |
C1—C2 | 1.503 (7) | C15—H15B | 0.9600 |
C1—H1 | 0.9700 | C16—C17 | 1.532 (9) |
C1—H1A | 0.9700 | C16—H16 | 0.9700 |
C2—C3 | 1.493 (7) | C16—H16A | 0.9700 |
C2—H2 | 0.9700 | C17—H17 | 0.9700 |
C2—H2A | 0.9700 | C17—H17A | 0.9700 |
C3—H3 | 0.9700 | B1—F3 | 1.366 (8) |
C3—H3A | 0.9700 | B1—F2 | 1.352 (8) |
C4—C5 | 1.542 (8) | B1—F4 | 1.370 (8) |
C4—H4 | 0.9700 | B1—F1 | 1.372 (7) |
C4—H4A | 0.9700 | B2—F6 | 1.337 (8) |
C5—H5 | 0.9700 | B2—F5 | 1.354 (9) |
C5—H5A | 0.9700 | B2—F7 | 1.356 (8) |
C6—C8 | 1.351 (6) | B2—F8 | 1.404 (8) |
C6—C7 | 1.488 (6) | B2—F8' | 1.343 (8) |
C7—H7 | 0.9600 | B2—F5' | 1.373 (9) |
C7—H7A | 0.9600 | B2—F7' | 1.372 (9) |
C7—H7B | 0.9600 | B2—F6' | 1.381 (8) |
N2—Pd—N3 | 93.84 (15) | C6—C8—C9 | 105.7 (5) |
N2—Pd—S1 | 176.85 (12) | C6—C8—H8 | 127.2 |
N3—Pd—S1 | 85.81 (11) | C9—C8—H8 | 127.1 |
N2—Pd—S2 | 86.81 (12) | N2—C9—C8 | 108.8 (4) |
N3—Pd—S2 | 179.10 (12) | N2—C9—C10 | 121.1 (4) |
S1—Pd—S2 | 93.58 (6) | C8—C9—C10 | 130.0 (5) |
C17—S1—C1 | 101.4 (3) | C9—C10—H10 | 109.6 |
C17—S1—Pd | 105.4 (2) | C9—C10—H10A | 109.9 |
C1—S1—Pd | 104.16 (16) | H10—C10—H10A | 109.5 |
C3—S2—C4 | 101.2 (3) | C9—C10—H10B | 108.9 |
C3—S2—Pd | 105.95 (17) | H10—C10—H10B | 109.5 |
C4—S2—Pd | 103.2 (2) | H10A—C10—H10B | 109.5 |
C6—N1—N2 | 109.9 (4) | C12—C11—C13 | 139.5 (8) |
C6—N1—C5 | 131.3 (4) | C12—C11—N3 | 120.7 (6) |
N2—N1—C5 | 118.8 (4) | C13—C11—N3 | 99.7 (6) |
C9—N2—N1 | 105.8 (3) | C11—C12—H12 | 110.2 |
C9—N2—Pd | 132.0 (3) | C11—C12—H12A | 108.9 |
N1—N2—Pd | 121.8 (3) | H12—C12—H12A | 109.5 |
N4—N3—C11 | 111.7 (5) | C11—C12—H12B | 109.3 |
N4—N3—Pd | 120.6 (4) | H12—C12—H12B | 109.5 |
C11—N3—Pd | 127.6 (4) | H12A—C12—H12B | 109.5 |
N3—N4—C14 | 111.6 (5) | C14—C13—C11 | 111.9 (5) |
N3—N4—C16 | 122.1 (6) | C14—C13—H13 | 124.7 |
C14—N4—C16 | 126.1 (5) | C11—C13—H13 | 123.5 |
C2—C1—S1 | 114.4 (4) | N4—C14—C13 | 105.1 (4) |
C2—C1—H1 | 108.9 | N4—C14—C15 | 130.8 (4) |
S1—C1—H1 | 108.8 | C13—C14—C15 | 124.1 (5) |
C2—C1—H1A | 108.3 | C14—C15—H15 | 109.7 |
S1—C1—H1A | 108.6 | C14—C15—H15A | 109.5 |
H1—C1—H1A | 107.6 | H15—C15—H15A | 109.5 |
C3—C2—C1 | 117.0 (5) | C14—C15—H15B | 109.3 |
C3—C2—H2 | 107.8 | H15—C15—H15B | 109.5 |
C1—C2—H2 | 107.7 | H15A—C15—H15B | 109.5 |
C3—C2—H2A | 108.3 | N4—C16—C17 | 113.2 (6) |
C1—C2—H2A | 108.4 | N4—C16—H16 | 109.2 |
H2—C2—H2A | 107.3 | C17—C16—H16 | 109.1 |
C2—C3—S2 | 113.0 (4) | N4—C16—H16A | 108.8 |
C2—C3—H3 | 108.9 | C17—C16—H16A | 108.7 |
S2—C3—H3 | 109.0 | H16—C16—H16A | 107.7 |
C2—C3—H3A | 109.1 | C16—C17—S1 | 116.4 (5) |
S2—C3—H3A | 108.9 | C16—C17—H17 | 108.2 |
H3—C3—H3A | 107.7 | S1—C17—H17 | 108.0 |
C5—C4—S2 | 117.0 (4) | C16—C17—H17A | 108.4 |
C5—C4—H4 | 107.7 | S1—C17—H17A | 108.2 |
S2—C4—H4 | 108.2 | H17—C17—H17A | 107.3 |
C5—C4—H4A | 108.2 | F3—B1—F2 | 110.6 (7) |
S2—C4—H4A | 108.2 | F3—B1—F4 | 110.7 (6) |
H4—C4—H4A | 107.3 | F2—B1—F4 | 109.1 (6) |
N1—C5—C4 | 110.2 (4) | F3—B1—F1 | 108.9 (6) |
N1—C5—H5 | 109.8 | F2—B1—F1 | 108.9 (6) |
C4—C5—H5 | 109.7 | F4—B1—F1 | 108.7 (6) |
N1—C5—H5A | 109.2 | F6—B2—F5 | 112.3 (7) |
C4—C5—H5A | 109.9 | F6—B2—F7 | 109.0 (7) |
H5—C5—H5A | 108.1 | F5—B2—F7 | 111.3 (7) |
N1—C6—C8 | 109.6 (4) | F6—B2—F8 | 110.0 (7) |
N1—C6—C7 | 122.2 (5) | F5—B2—F8 | 104.2 (7) |
C8—C6—C7 | 128.2 (5) | F7—B2—F8 | 110.0 (7) |
C6—C7—H7 | 109.5 | F8'—B2—F5' | 111.4 (7) |
C6—C7—H7A | 109.8 | F8'—B2—F7' | 111.0 (8) |
H7—C7—H7A | 109.5 | F5'—B2—F7' | 106.6 (7) |
C6—C7—H7B | 109.2 | F8'—B2—F6' | 112.1 (7) |
H7—C7—H7B | 109.5 | F5'—B2—F6' | 108.0 (7) |
H7A—C7—H7B | 109.5 | F7'—B2—F6' | 107.6 (7) |