Literature DB >> 22219841

Dichlorido(2,3-di-2-pyridyl-pyrazine-κN,N)palladium(II).

Kwang Ha1.   

Abstract

The Pd(II) ion in the title complex, [PdCl(2)(C(14)H(10)N(4))], has a slightly distorted square-planar environment defined by the two pyridine N atoms of the chelating 2,3-di-2-pyridyl-pyrazine ligand and two chloride anions. The pyridine rings are considerably inclined to the least-squares plane of the PdCl(2)N(2) unit [maximum deviation = 0.073 (1) Å], with dihedral angles of 64.19 (9) and 66.55 (9)°. The pyrazine ring is almost perpendicular to this plane and the dihedral angle is 88.2 (1)°. Two independent inter-molecular C-H⋯Cl hydrogen bonds, both involving the same Cl atom as a hydrogen-bond acceptor, give rise to chains running along the a and b axes, generating a layer structure extending parallel to (001). Mol-ecules are stacked in columns along the a axis. Along the b axis, successive mol-ecules stack in opposite directions.

Entities:  

Year:  2011        PMID： 22219841      PMCID： PMC3247536          DOI： 10.1107/S1600536811043753

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN： 1600-5368


Related literature

For the structure of the isotypic [PtBr2(2,3-di-2-pyridyl­pyrazine)] analog, see: Ha (2011 ▶). For related PtII complexes, see: Granifo et al. (2000 ▶); Cai et al. (2009 ▶).

Experimental

Crystal data

[PdCl2(C14H10N4)] M = 411.56 Monoclinic, a = 8.3414 (9) Å b = 15.3270 (16) Å c = 11.7208 (12) Å β = 101.027 (2)° V = 1470.8 (3) Å3 Z = 4 Mo Kα radiation μ = 1.62 mm−1 T = 200 K 0.28 × 0.26 × 0.20 mm

Data collection

Bruker SMART 1000 CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.864, T max = 1.000 10347 measured reflections 3540 independent reflections 2864 reflections with I > 2σ(I) R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.028 wR(F 2) = 0.075 S = 1.18 3540 reflections 190 parameters H-atom parameters constrained Δρmax = 1.00 e Å−3 Δρmin = −0.72 e Å−3 Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97. Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811043753/ng5256sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811043753/ng5256Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[PdCl2(C14H10N4)]F(000) = 808
Mr = 411.56Dx = 1.859 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 5882 reflections
a = 8.3414 (9) Åθ = 2.2–28.2°
b = 15.3270 (16) ŵ = 1.62 mm−1
c = 11.7208 (12) ÅT = 200 K
β = 101.027 (2)°Block, yellow
V = 1470.8 (3) Å30.28 × 0.26 × 0.20 mm
Z = 4
Bruker SMART 1000 CCD diffractometer3540 independent reflections
Radiation source: fine-focus sealed tube2864 reflections with I > 2σ(I)
graphiteRint = 0.030
φ and ω scansθmax = 28.3°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2000)h = −8→11
Tmin = 0.864, Tmax = 1.000k = −20→18
10347 measured reflectionsl = −15→15
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.028Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.075H-atom parameters constrained
S = 1.18w = 1/[σ2(Fo2) + (0.014P)2 + 2.5736P] where P = (Fo2 + 2Fc2)/3
3540 reflections(Δ/σ)max < 0.001
190 parametersΔρmax = 1.00 e Å−3
0 restraintsΔρmin = −0.72 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.
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.
xyzUiso*/Ueq
Pd10.01972 (3)0.059770 (17)0.31747 (2)0.02267 (8)
Cl1−0.10981 (11)−0.07263 (6)0.31179 (8)0.0316 (2)
Cl2−0.22196 (12)0.13589 (7)0.26969 (8)0.0377 (2)
N10.3194 (4)0.0089 (2)0.0758 (3)0.0301 (7)
N20.2618 (4)0.1877 (2)0.0729 (3)0.0337 (7)
N30.2348 (3)−0.00482 (19)0.3552 (2)0.0230 (6)
N40.1485 (4)0.17256 (19)0.3406 (2)0.0276 (6)
C10.3028 (4)0.0517 (2)0.1734 (3)0.0232 (7)
C20.2710 (4)0.1409 (2)0.1712 (3)0.0266 (7)
C30.2751 (5)0.1441 (3)−0.0234 (3)0.0365 (9)
H30.26660.1752−0.09450.044*
C40.3007 (5)0.0556 (3)−0.0224 (3)0.0335 (8)
H40.30520.0266−0.09340.040*
C50.3386 (4)−0.0043 (2)0.2797 (3)0.0235 (7)
C60.4750 (4)−0.0569 (3)0.2984 (3)0.0312 (8)
H60.5475−0.05620.24500.037*
C70.5064 (4)−0.1105 (3)0.3944 (3)0.0333 (8)
H70.5995−0.14750.40750.040*
C80.4000 (4)−0.1094 (2)0.4710 (3)0.0290 (8)
H80.4194−0.14560.53800.035*
C90.2662 (4)−0.0558 (2)0.4498 (3)0.0257 (7)
H90.1940−0.05480.50330.031*
C100.2571 (4)0.1951 (2)0.2742 (3)0.0262 (7)
C110.3524 (5)0.2700 (2)0.2987 (3)0.0342 (9)
H110.42740.28590.25070.041*
C120.3370 (5)0.3206 (3)0.3926 (4)0.0400 (10)
H120.40240.37130.41090.048*
C130.2252 (5)0.2968 (3)0.4605 (3)0.0400 (10)
H130.21280.33120.52570.048*
C140.1324 (5)0.2231 (2)0.4324 (3)0.0350 (9)
H140.05500.20720.47850.042*
U11U22U33U12U13U23
Pd10.02314 (14)0.02532 (15)0.02103 (14)0.00354 (10)0.00798 (10)0.00188 (10)
Cl10.0248 (4)0.0329 (5)0.0384 (5)−0.0023 (4)0.0089 (4)0.0000 (4)
Cl20.0340 (5)0.0461 (6)0.0346 (5)0.0158 (4)0.0106 (4)0.0100 (4)
N10.0340 (17)0.0312 (17)0.0285 (16)−0.0009 (13)0.0144 (13)0.0009 (13)
N20.0414 (19)0.0305 (17)0.0296 (16)−0.0011 (14)0.0076 (14)0.0063 (14)
N30.0219 (14)0.0269 (16)0.0204 (13)0.0005 (11)0.0044 (11)0.0021 (12)
N40.0327 (17)0.0243 (16)0.0261 (15)0.0050 (12)0.0063 (13)0.0035 (12)
C10.0202 (16)0.0278 (18)0.0220 (16)−0.0005 (13)0.0049 (13)0.0035 (14)
C20.0271 (18)0.0262 (19)0.0273 (18)−0.0015 (14)0.0072 (15)0.0023 (14)
C30.039 (2)0.041 (2)0.031 (2)0.0001 (18)0.0101 (17)0.0107 (17)
C40.040 (2)0.038 (2)0.0253 (18)−0.0008 (17)0.0131 (16)0.0034 (16)
C50.0219 (17)0.0248 (18)0.0244 (17)−0.0024 (13)0.0060 (14)−0.0009 (14)
C60.0230 (18)0.038 (2)0.034 (2)0.0046 (15)0.0109 (15)0.0073 (17)
C70.0258 (19)0.036 (2)0.035 (2)0.0068 (16)−0.0013 (15)0.0091 (17)
C80.0270 (18)0.032 (2)0.0255 (18)−0.0019 (15)−0.0005 (14)0.0081 (15)
C90.0274 (18)0.0312 (19)0.0178 (15)0.0006 (14)0.0023 (13)0.0046 (14)
C100.0285 (18)0.0199 (17)0.0290 (18)0.0014 (14)0.0028 (15)0.0035 (14)
C110.034 (2)0.030 (2)0.037 (2)0.0003 (16)0.0010 (16)0.0043 (17)
C120.039 (2)0.030 (2)0.046 (2)−0.0006 (17)−0.0055 (19)−0.0029 (18)
C130.055 (3)0.027 (2)0.032 (2)0.0104 (18)−0.0054 (19)−0.0083 (17)
C140.051 (2)0.027 (2)0.0284 (19)0.0096 (17)0.0097 (17)0.0009 (15)
Pd1—N32.022 (3)C4—H40.9500
Pd1—N42.026 (3)C5—C61.377 (5)
Pd1—Cl12.2939 (10)C6—C71.377 (5)
Pd1—Cl22.3037 (9)C6—H60.9500
N1—C41.338 (4)C7—C81.378 (5)
N1—C11.349 (4)C7—H70.9500
N2—C31.335 (5)C8—C91.370 (5)
N2—C21.347 (4)C8—H80.9500
N3—C91.341 (4)C9—H90.9500
N3—C51.351 (4)C10—C111.394 (5)
N4—C101.347 (4)C11—C121.372 (6)
N4—C141.353 (4)C11—H110.9500
C1—C21.393 (5)C12—C131.386 (6)
C1—C51.496 (5)C12—H120.9500
C2—C101.488 (5)C13—C141.374 (6)
C3—C41.374 (5)C13—H130.9500
C3—H30.9500C14—H140.9500
N3—Pd1—N487.89 (12)C6—C5—C1119.7 (3)
N3—Pd1—Cl188.08 (8)C5—C6—C7120.1 (3)
N4—Pd1—Cl1173.45 (8)C5—C6—H6119.9
N3—Pd1—Cl2178.07 (8)C7—C6—H6119.9
N4—Pd1—Cl290.98 (9)C6—C7—C8118.6 (3)
Cl1—Pd1—Cl293.19 (4)C6—C7—H7120.7
C4—N1—C1117.1 (3)C8—C7—H7120.7
C3—N2—C2117.2 (3)C9—C8—C7119.5 (3)
C9—N3—C5119.7 (3)C9—C8—H8120.2
C9—N3—Pd1119.4 (2)C7—C8—H8120.2
C5—N3—Pd1120.5 (2)N3—C9—C8121.6 (3)
C10—N4—C14119.5 (3)N3—C9—H9119.2
C10—N4—Pd1122.7 (2)C8—C9—H9119.2
C14—N4—Pd1117.7 (3)N4—C10—C11120.8 (3)
N1—C1—C2120.8 (3)N4—C10—C2119.4 (3)
N1—C1—C5113.0 (3)C11—C10—C2119.7 (3)
C2—C1—C5125.8 (3)C12—C11—C10119.5 (4)
N2—C2—C1121.2 (3)C12—C11—H11120.2
N2—C2—C10113.4 (3)C10—C11—H11120.2
C1—C2—C10125.3 (3)C11—C12—C13119.3 (4)
N2—C3—C4121.6 (3)C11—C12—H12120.4
N2—C3—H3119.2C13—C12—H12120.4
C4—C3—H3119.2C14—C13—C12119.2 (4)
N1—C4—C3121.9 (3)C14—C13—H13120.4
N1—C4—H4119.1C12—C13—H13120.4
C3—C4—H4119.1N4—C14—C13121.7 (4)
N3—C5—C6120.4 (3)N4—C14—H14119.2
N3—C5—C1119.9 (3)C13—C14—H14119.2
N4—Pd1—N3—C9116.6 (3)N1—C1—C5—C645.6 (4)
Cl1—Pd1—N3—C9−58.2 (3)C2—C1—C5—C6−128.3 (4)
N4—Pd1—N3—C5−70.4 (3)N3—C5—C6—C70.0 (6)
Cl1—Pd1—N3—C5114.7 (3)C1—C5—C6—C7−178.1 (3)
N3—Pd1—N4—C1062.0 (3)C5—C6—C7—C8−0.7 (6)
Cl2—Pd1—N4—C10−116.4 (3)C6—C7—C8—C90.4 (6)
N3—Pd1—N4—C14−112.7 (3)C5—N3—C9—C8−1.5 (5)
Cl2—Pd1—N4—C1468.8 (3)Pd1—N3—C9—C8171.5 (3)
C4—N1—C1—C2−1.3 (5)C7—C8—C9—N30.8 (6)
C4—N1—C1—C5−175.5 (3)C14—N4—C10—C11−0.3 (5)
C3—N2—C2—C13.7 (5)Pd1—N4—C10—C11−175.0 (3)
C3—N2—C2—C10179.3 (3)C14—N4—C10—C2−178.2 (3)
N1—C1—C2—N2−2.4 (5)Pd1—N4—C10—C27.1 (4)
C5—C1—C2—N2171.0 (3)N2—C2—C10—N4128.8 (3)
N1—C1—C2—C10−177.4 (3)C1—C2—C10—N4−55.8 (5)
C5—C1—C2—C10−4.0 (6)N2—C2—C10—C11−49.1 (5)
C2—N2—C3—C4−1.4 (6)C1—C2—C10—C11126.2 (4)
C1—N1—C4—C33.7 (5)N4—C10—C11—C121.0 (5)
N2—C3—C4—N1−2.4 (6)C2—C10—C11—C12178.9 (3)
C9—N3—C5—C61.1 (5)C10—C11—C12—C13−0.9 (6)
Pd1—N3—C5—C6−171.8 (3)C11—C12—C13—C140.1 (6)
C9—N3—C5—C1179.2 (3)C10—N4—C14—C13−0.5 (5)
Pd1—N3—C5—C16.3 (4)Pd1—N4—C14—C13174.4 (3)
N1—C1—C5—N3−132.6 (3)C12—C13—C14—N40.6 (6)
C2—C1—C5—N353.5 (5)
D—H···AD—HH···AD···AD—H···A
C6—H6···Cl1i0.952.833.445 (4)124.
C11—H11···Cl1ii0.952.823.629 (4)143.
Pd1—N32.022 (3)
Pd1—N42.026 (3)
Pd1—Cl12.2939 (10)
Pd1—Cl22.3037 (9)
N3—Pd1—N487.89 (12)
Cl1—Pd1—Cl293.19 (4)
Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯AD—HH⋯AD⋯AD—H⋯A
C6—H6⋯Cl1i0.952.833.445 (4)124
C11—H11⋯Cl1ii0.952.823.629 (4)143

Symmetry codes: (i) ; (ii) .

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