Literature DB >> 22199654

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

Kwang Ha1.   

Abstract

The Pd(II) ion in the title complex, [PdBr(2)(C(14)H(10)N(4))], is four-coordinated in a slightly distorted square-planar environment by the two pyridine N atoms of the chelating 2,3-di-2-pyridyl-pyrazine (dpp) ligand and two bromide anions. The pyridine rings are considerably inclined to the least-squares plane of the PdBr(2)N(2) unit [maximum deviation = 0.080 (2) Å], making dihedral angles of 64.9 (1) and 66.4 (1)°. The pyrazine ring is perpendicular to the unit plane, with a dihedral angle of 89.0 (1)°. In the crystal, the complex mol-ecules are stacked in columns along the a axis and connected by C-H⋯Br hydrogen bonds, forming a helical chain along the b axis.

Entities:  

Year:  2011        PMID： 22199654      PMCID： PMC3238777          DOI： 10.1107/S1600536811050525

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


Related literature

For related structures of [PdX 2(dpp)] (X = Cl, I), see: Ha (2011a ▶,b ▶). For related Pt, Pd and Mn complexes, see: Granifo et al. (2000 ▶); Armentano et al. (2003 ▶); Delir Kheirollahi Nezhad et al. (2008 ▶); Cai et al. (2009 ▶).

Experimental

Crystal data

[PdBr2(C14H10N4)] M = 500.48 Monoclinic, a = 8.515 (2) Å b = 15.408 (4) Å c = 11.941 (3) Å β = 101.129 (5)° V = 1537.3 (7) Å3 Z = 4 Mo Kα radiation μ = 6.40 mm−1 T = 200 K 0.26 × 0.11 × 0.10 mm

Data collection

Bruker SMART 1000 CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.689, T max = 1.000 9366 measured reflections 2998 independent reflections 2384 reflections with I > 2σ(I) R int = 0.046

Refinement

R[F 2 > 2σ(F 2)] = 0.034 wR(F 2) = 0.086 S = 1.03 2998 reflections 190 parameters H-atom parameters constrained Δρmax = 0.84 e Å−3 Δρmin = −0.56 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/S1600536811050525/zj2038sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811050525/zj2038Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[PdBr2(C14H10N4)]F(000) = 952
Mr = 500.48Dx = 2.162 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 4302 reflections
a = 8.515 (2) Åθ = 2.6–26.0°
b = 15.408 (4) ŵ = 6.40 mm−1
c = 11.941 (3) ÅT = 200 K
β = 101.129 (5)°Block, yellow
V = 1537.3 (7) Å30.26 × 0.11 × 0.10 mm
Z = 4
Bruker SMART 1000 CCD diffractometer2998 independent reflections
Radiation source: fine-focus sealed tube2384 reflections with I > 2σ(I)
graphiteRint = 0.046
φ and ω scansθmax = 26.0°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2000)h = −10→10
Tmin = 0.689, Tmax = 1.000k = −18→15
9366 measured reflectionsl = −14→14
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.086H-atom parameters constrained
S = 1.03w = 1/[σ2(Fo2) + (0.036P)2 + 0.1829P] where P = (Fo2 + 2Fc2)/3
2998 reflections(Δ/σ)max < 0.001
190 parametersΔρmax = 0.84 e Å−3
0 restraintsΔρmin = −0.56 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
Pd10.52714 (4)0.06214 (2)0.31928 (3)0.02593 (12)
Br10.38710 (6)−0.07475 (3)0.31457 (4)0.03824 (16)
Br20.28059 (6)0.14467 (4)0.26892 (5)0.04539 (18)
N10.8184 (5)0.0074 (3)0.0802 (3)0.0343 (9)
N20.7670 (5)0.1852 (3)0.0770 (3)0.0398 (10)
N30.7370 (4)−0.0038 (2)0.3554 (3)0.0252 (8)
N40.6582 (5)0.1732 (2)0.3405 (3)0.0307 (9)
C10.8039 (5)0.0504 (3)0.1757 (4)0.0259 (10)
C20.7740 (5)0.1390 (3)0.1735 (4)0.0301 (11)
C30.7795 (6)0.1421 (4)−0.0176 (4)0.0420 (13)
H30.77160.1729−0.08730.050*
C40.8037 (6)0.0538 (3)−0.0161 (4)0.0383 (12)
H40.81010.0250−0.08530.046*
C50.8369 (5)−0.0063 (3)0.2804 (4)0.0257 (10)
C60.9677 (6)−0.0606 (3)0.2958 (4)0.0348 (12)
H61.0364−0.06130.24190.042*
C70.9980 (6)−0.1141 (3)0.3906 (4)0.0403 (13)
H71.0860−0.15310.40170.048*
C80.8991 (6)−0.1098 (3)0.4681 (4)0.0354 (12)
H80.9202−0.14470.53490.042*
C90.7696 (6)−0.0552 (3)0.4493 (4)0.0295 (11)
H90.7011−0.05320.50330.035*
C100.7647 (5)0.1935 (3)0.2749 (4)0.0315 (11)
C110.8591 (6)0.2670 (3)0.2963 (4)0.0398 (13)
H110.93250.28130.24850.048*
C120.8459 (7)0.3190 (3)0.3869 (5)0.0455 (14)
H120.91060.36940.40310.055*
C130.7370 (7)0.2973 (4)0.4548 (4)0.0467 (15)
H130.72550.33260.51790.056*
C140.6474 (6)0.2249 (3)0.4294 (4)0.0390 (13)
H140.57350.20990.47650.047*
U11U22U33U12U13U23
Pd10.0282 (2)0.0277 (2)0.0233 (2)0.00439 (15)0.00855 (14)0.00168 (14)
Br10.0316 (3)0.0399 (3)0.0447 (3)−0.0018 (2)0.0111 (2)−0.0006 (2)
Br20.0450 (3)0.0547 (4)0.0378 (3)0.0204 (3)0.0114 (2)0.0097 (2)
N10.044 (2)0.032 (2)0.030 (2)0.0060 (19)0.0149 (18)0.0043 (18)
N20.050 (3)0.034 (3)0.036 (2)0.000 (2)0.009 (2)0.010 (2)
N30.0271 (19)0.024 (2)0.026 (2)−0.0015 (17)0.0076 (16)−0.0005 (16)
N40.044 (2)0.022 (2)0.026 (2)0.0063 (18)0.0077 (18)0.0030 (16)
C10.022 (2)0.030 (3)0.027 (2)−0.0020 (19)0.0067 (18)0.003 (2)
C20.029 (2)0.033 (3)0.030 (3)−0.005 (2)0.009 (2)0.004 (2)
C30.053 (3)0.043 (4)0.030 (3)−0.008 (3)0.010 (2)0.006 (2)
C40.046 (3)0.042 (3)0.031 (3)0.003 (2)0.017 (2)0.000 (2)
C50.025 (2)0.026 (3)0.025 (2)−0.003 (2)0.0019 (18)0.0001 (19)
C60.026 (2)0.042 (3)0.038 (3)0.002 (2)0.010 (2)0.006 (2)
C70.029 (3)0.042 (3)0.049 (3)0.004 (2)0.006 (2)0.011 (3)
C80.036 (3)0.029 (3)0.038 (3)0.001 (2)0.002 (2)0.012 (2)
C90.034 (3)0.031 (3)0.023 (2)−0.001 (2)0.0033 (19)0.001 (2)
C100.035 (3)0.026 (3)0.033 (3)0.006 (2)0.002 (2)0.007 (2)
C110.040 (3)0.031 (3)0.045 (3)−0.002 (2)0.000 (2)0.002 (2)
C120.053 (4)0.024 (3)0.052 (3)−0.002 (2)−0.010 (3)−0.005 (3)
C130.071 (4)0.034 (3)0.030 (3)0.010 (3)−0.003 (3)−0.002 (2)
C140.055 (3)0.033 (3)0.029 (3)0.012 (3)0.009 (2)0.003 (2)
Pd1—N32.029 (4)C4—H40.9500
Pd1—N42.031 (4)C5—C61.376 (6)
Pd1—Br12.4183 (8)C6—C71.384 (7)
Pd1—Br22.4288 (8)C6—H60.9500
N1—C41.339 (6)C7—C81.368 (7)
N1—C11.345 (6)C7—H70.9500
N2—C31.333 (6)C8—C91.371 (7)
N2—C21.346 (6)C8—H80.9500
N3—C51.349 (5)C9—H90.9500
N3—C91.357 (6)C10—C111.385 (7)
N4—C101.344 (6)C11—C121.368 (7)
N4—C141.345 (6)C11—H110.9500
C1—C21.388 (6)C12—C131.385 (8)
C1—C51.506 (6)C12—H120.9500
C2—C101.488 (6)C13—C141.353 (7)
C3—C41.374 (7)C13—H130.9500
C3—H30.9500C14—H140.9500
N3—Pd1—N487.44 (14)C6—C5—C1118.7 (4)
N3—Pd1—Br188.74 (10)C5—C6—C7119.3 (5)
N4—Pd1—Br1173.69 (10)C5—C6—H6120.3
N3—Pd1—Br2177.29 (10)C7—C6—H6120.3
N4—Pd1—Br291.01 (11)C8—C7—C6118.9 (5)
Br1—Pd1—Br292.99 (3)C8—C7—H7120.6
C4—N1—C1117.1 (4)C6—C7—H7120.6
C3—N2—C2117.7 (4)C7—C8—C9120.0 (4)
C5—N3—C9118.6 (4)C7—C8—H8120.0
C5—N3—Pd1121.0 (3)C9—C8—H8120.0
C9—N3—Pd1119.9 (3)N3—C9—C8121.5 (5)
C10—N4—C14118.5 (4)N3—C9—H9119.2
C10—N4—Pd1122.7 (3)C8—C9—H9119.2
C14—N4—Pd1118.6 (4)N4—C10—C11121.1 (5)
N1—C1—C2121.0 (4)N4—C10—C2119.4 (4)
N1—C1—C5112.6 (4)C11—C10—C2119.4 (4)
C2—C1—C5126.1 (4)C12—C11—C10119.4 (5)
N2—C2—C1120.9 (4)C12—C11—H11120.3
N2—C2—C10113.4 (4)C10—C11—H11120.3
C1—C2—C10125.3 (4)C11—C12—C13119.2 (5)
N2—C3—C4121.2 (5)C11—C12—H12120.4
N2—C3—H3119.4C13—C12—H12120.4
C4—C3—H3119.4C14—C13—C12118.7 (5)
N1—C4—C3121.9 (5)C14—C13—H13120.6
N1—C4—H4119.0C12—C13—H13120.6
C3—C4—H4119.0N4—C14—C13123.0 (5)
N3—C5—C6121.7 (4)N4—C14—H14118.5
N3—C5—C1119.6 (4)C13—C14—H14118.5
N4—Pd1—N3—C5−71.4 (3)N1—C1—C5—C644.7 (6)
Br1—Pd1—N3—C5113.6 (3)C2—C1—C5—C6−130.3 (5)
N4—Pd1—N3—C9116.8 (3)N3—C5—C6—C7−0.1 (7)
Br1—Pd1—N3—C9−58.2 (3)C1—C5—C6—C7−178.9 (4)
N3—Pd1—N4—C1061.5 (4)C5—C6—C7—C8−1.7 (8)
Br2—Pd1—N4—C10−116.3 (3)C6—C7—C8—C92.1 (8)
N3—Pd1—N4—C14−113.0 (3)C5—N3—C9—C8−1.1 (6)
Br2—Pd1—N4—C1469.3 (3)Pd1—N3—C9—C8170.9 (3)
C4—N1—C1—C20.4 (6)C7—C8—C9—N3−0.7 (7)
C4—N1—C1—C5−174.9 (4)C14—N4—C10—C11−1.5 (7)
C3—N2—C2—C14.2 (7)Pd1—N4—C10—C11−175.9 (3)
C3—N2—C2—C10178.0 (4)C14—N4—C10—C2−177.6 (4)
N1—C1—C2—N2−3.5 (7)Pd1—N4—C10—C27.9 (6)
C5—C1—C2—N2171.1 (4)N2—C2—C10—N4129.0 (4)
N1—C1—C2—C10−176.5 (4)C1—C2—C10—N4−57.6 (6)
C5—C1—C2—C10−1.9 (7)N2—C2—C10—C11−47.3 (6)
C2—N2—C3—C4−1.9 (8)C1—C2—C10—C11126.2 (5)
C1—N1—C4—C31.9 (7)N4—C10—C11—C121.2 (7)
N2—C3—C4—N1−1.1 (8)C2—C10—C11—C12177.4 (4)
C9—N3—C5—C61.5 (6)C10—C11—C12—C13−0.6 (8)
Pd1—N3—C5—C6−170.4 (3)C11—C12—C13—C140.3 (8)
C9—N3—C5—C1−179.7 (4)C10—N4—C14—C131.1 (7)
Pd1—N3—C5—C18.4 (5)Pd1—N4—C14—C13175.8 (4)
N1—C1—C5—N3−134.1 (4)C12—C13—C14—N4−0.5 (8)
C2—C1—C5—N350.8 (6)
D—H···AD—HH···AD···AD—H···A
C11—H11···Br1i0.952.883.670 (5)141.
Pd1—N32.029 (4)
Pd1—N42.031 (4)
Pd1—Br12.4183 (8)
Pd1—Br22.4288 (8)
N3—Pd1—N487.44 (14)
Br1—Pd1—Br292.99 (3)
Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯AD—HH⋯AD⋯AD—H⋯A
C11—H11⋯Br1i0.952.883.670 (5)141

Symmetry code: (i) .

  6 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  Structural, UV-visible, and electrochemical studies on 2,3-dicyano-5,6-di-2-pyridylpyrazine, [(CN)2Py2Pyz], related species and its complexes [(CN)2Py2PyzMCl2] (M = Pt(II), Pd(II)).

Authors:  Xiaohui Cai; Maria Pia Donzello; Elisa Viola; Corrado Rizzoli; Claudio Ercolani; Karl M Kadish
Journal:  Inorg Chem       Date:  2009-08-03       Impact factor: 5.165

3.  Tetra-chlorido(2,3-di-2-pyridylpyrazine-κN,N)platinum(IV).

Authors:  Parvaneh Delir Kheirollahi Nezhad; Fatemeh Azadbakht; Vahid Amani; Hamid Reza Khavasi
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-03-29

4.  (2,3-Di-2-pyridyl-pyrazine-κN,N)diiodidopalladium(II).

Authors:  Kwang Ha
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-10-29

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

Authors:  Kwang Ha
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-10-29

6.  Structure validation in chemical crystallography.

Authors:  Anthony L Spek
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-01-20
  6 in total
  1 in total

1.  (2,3-Di-2-pyridyl-pyrazine-κN,N)bis-(thio-cyanato-κS)palladium(II).

Authors:  Kwang Ha
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-01-14
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.