Literature DB >> 22589771

Dichlorido[2-(phenyl-imino-meth-yl)quinoline-N,N']palladium(II).

William M Motswainyana, Martin O Onani, Abram M Madiehe.   

Abstract

In the title complex, [PdCl(2)(C(16)H(12)N(2))], the Pd(II) ion is coordinated by two N atoms [Pd-N 2.039 (2), 2.073 (2) Å] from a bidentate ligand and two chloride anions [Pd-Cl 2.2655 (7), 2.2991 (7) Å] in a distorted square-planar geometry. In the crystal, π-π inter-actions between the six-membered rings of the quinoline fragments [centroid-centroid distances = 3.815 (5), 3.824 (5) Å] link two mol-ecules into centrosymmetric dimers.

Entities:  

Year:  2012        PMID： 22589771      PMCID： PMC3343797          DOI： 10.1107/S1600536812009130

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


Related literature

For the synthesis of quinolyl-imine ligands and their transition metal-based complexes, see: Ardizzoia et al. (2009 ▶); Tianpengfei et al. (2011 ▶); Wei et al. (2009 ▶). For related structures, see: Motswainyana et al. (2011 ▶); Onani & Motswainyana (2011 ▶); Massa & Dehghampour (2009 ▶); Keter et al. (2008 ▶); Singh et al. (2007 ▶); Doherty et al. (2002 ▶).

Experimental

Crystal data

[PdCl2(C16H12N2)] M = 409.58 Monoclinic, a = 10.0980 (4) Å b = 15.8936 (6) Å c = 10.0010 (3) Å β = 112.005 (2)° V = 1488.17 (9) Å3 Z = 4 Mo Kα radiation μ = 1.60 mm−1 T = 173 K 0.23 × 0.16 × 0.03 mm

Data collection

Bruker SMART APEX CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2009 ▶) T min = 0.710, T max = 0.954 49839 measured reflections 3400 independent reflections 2575 reflections with I > 2σ(I) R int = 0.086

Refinement

R[F 2 > 2σ(F 2)] = 0.030 wR(F 2) = 0.063 S = 1.05 3400 reflections 190 parameters H-atom parameters constrained Δρmax = 1.00 e Å−3 Δρmin = −0.59 e Å−3 Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: SHELXL97. Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812009130/cv5251sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812009130/cv5251Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[PdCl2(C16H12N2)]F(000) = 808
Mr = 409.58Dx = 1.828 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 49839 reflections
a = 10.0980 (4) Åθ = 3.4–27.5°
b = 15.8936 (6) ŵ = 1.60 mm−1
c = 10.0010 (3) ÅT = 173 K
β = 112.005 (2)°Plate, orange
V = 1488.17 (9) Å30.23 × 0.16 × 0.03 mm
Z = 4
Bruker SMART APEX CCD diffractometer3400 independent reflections
Radiation source: fine-focus sealed tube2575 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.086
1.0° φ scans and ω scansθmax = 27.5°, θmin = 3.4°
Absorption correction: multi-scan (SADABS; Bruker, 2009)h = −13→13
Tmin = 0.710, Tmax = 0.954k = −20→20
49839 measured reflectionsl = −12→12
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.030Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.063H-atom parameters constrained
S = 1.05w = 1/[σ2(Fo2) + (0.0267P)2 + 0.1302P] where P = (Fo2 + 2Fc2)/3
3400 reflections(Δ/σ)max = 0.001
190 parametersΔρmax = 1.00 e Å−3
0 restraintsΔρmin = −0.59 e Å−3
Experimental. 'crystal mounted on a cryoloop'
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
Pd10.69195 (2)0.038621 (12)0.43401 (2)0.02445 (9)
Cl10.65380 (7)0.18083 (4)0.39731 (8)0.03194 (18)
Cl20.89245 (7)0.06851 (4)0.62746 (8)0.03355 (18)
N10.5127 (2)−0.00321 (13)0.2642 (2)0.0243 (5)
N20.6938 (2)−0.08478 (13)0.4906 (2)0.0264 (5)
C10.4308 (3)0.03303 (15)0.1353 (3)0.0268 (6)
C20.4815 (3)0.10349 (15)0.0822 (3)0.0289 (6)
H20.57290.12640.13590.035*
C30.3981 (3)0.13838 (16)−0.0468 (3)0.0333 (7)
H30.43290.1855−0.08230.040*
C40.2618 (3)0.10609 (17)−0.1284 (3)0.0387 (7)
H40.20450.1326−0.21620.046*
C50.2123 (3)0.03718 (18)−0.0818 (3)0.0374 (8)
H50.12110.0150−0.13840.045*
C60.2947 (3)−0.00179 (17)0.0495 (3)0.0295 (7)
C70.2488 (3)−0.07536 (17)0.0973 (3)0.0338 (7)
H70.1566−0.09770.04460.041*
C80.3373 (3)−0.11471 (16)0.2201 (3)0.0307 (7)
H80.3102−0.16630.25060.037*
C90.4687 (3)−0.07709 (16)0.2995 (3)0.0270 (6)
C100.5726 (3)−0.11936 (16)0.4231 (3)0.0269 (6)
H100.5507−0.17240.45360.032*
C110.7958 (3)−0.12731 (15)0.6125 (3)0.0251 (6)
C120.7546 (3)−0.16047 (15)0.7185 (3)0.0277 (6)
H120.6589−0.15440.71220.033*
C130.8534 (3)−0.20272 (16)0.8341 (3)0.0327 (7)
H130.8264−0.22400.90900.039*
C140.9911 (3)−0.21379 (16)0.8403 (3)0.0361 (7)
H141.0581−0.24440.91780.043*
C151.0315 (3)−0.18044 (17)0.7341 (3)0.0368 (7)
H151.1266−0.18820.73910.044*
C160.9356 (3)−0.13606 (16)0.6209 (3)0.0313 (7)
H160.9647−0.11170.54940.038*
U11U22U33U12U13U23
Pd10.02349 (14)0.02256 (14)0.02361 (14)−0.00179 (8)0.00458 (10)0.00024 (9)
Cl10.0326 (4)0.0229 (3)0.0349 (4)−0.0023 (3)0.0063 (3)−0.0004 (3)
Cl20.0274 (4)0.0340 (4)0.0309 (4)−0.0049 (3)0.0014 (3)−0.0011 (3)
N10.0253 (12)0.0223 (12)0.0220 (13)−0.0001 (10)0.0051 (10)−0.0013 (10)
N20.0252 (13)0.0244 (12)0.0275 (13)0.0008 (10)0.0075 (11)0.0050 (11)
C10.0287 (16)0.0281 (15)0.0206 (15)0.0077 (12)0.0057 (12)−0.0020 (12)
C20.0332 (16)0.0247 (15)0.0274 (16)0.0014 (12)0.0098 (13)−0.0038 (13)
C30.0464 (18)0.0257 (15)0.0267 (17)0.0063 (13)0.0125 (15)−0.0004 (13)
C40.0468 (19)0.0346 (17)0.0262 (17)0.0126 (14)0.0039 (15)0.0037 (14)
C50.0313 (17)0.0417 (19)0.0287 (18)0.0085 (13)−0.0008 (14)−0.0035 (14)
C60.0290 (16)0.0280 (16)0.0267 (17)0.0046 (12)0.0049 (13)−0.0055 (13)
C70.0272 (16)0.0365 (17)0.0314 (18)−0.0032 (13)0.0037 (14)−0.0089 (14)
C80.0325 (16)0.0267 (15)0.0311 (17)−0.0062 (12)0.0098 (14)−0.0066 (13)
C90.0298 (16)0.0273 (15)0.0232 (16)0.0008 (12)0.0092 (13)−0.0032 (12)
C100.0320 (16)0.0222 (14)0.0260 (16)−0.0007 (12)0.0105 (13)0.0006 (12)
C110.0276 (15)0.0183 (13)0.0250 (16)0.0004 (11)0.0048 (13)−0.0029 (12)
C120.0273 (15)0.0244 (14)0.0303 (17)−0.0005 (12)0.0093 (13)−0.0030 (13)
C130.0423 (18)0.0248 (15)0.0266 (17)0.0021 (13)0.0078 (14)0.0043 (13)
C140.0371 (18)0.0234 (15)0.0330 (19)0.0044 (13)−0.0039 (14)−0.0020 (13)
C150.0273 (16)0.0316 (16)0.045 (2)0.0008 (13)0.0059 (15)−0.0090 (15)
C160.0343 (17)0.0280 (15)0.0309 (18)0.0016 (13)0.0114 (14)−0.0025 (13)
Pd1—N22.039 (2)C6—C71.406 (4)
Pd1—N12.073 (2)C7—C81.370 (4)
Pd1—Cl22.2655 (7)C7—H70.9500
Pd1—Cl12.2991 (7)C8—C91.400 (4)
N1—C91.348 (3)C8—H80.9500
N1—C11.371 (3)C9—C101.452 (4)
N2—C101.279 (3)C10—H100.9500
N2—C111.436 (3)C11—C121.380 (4)
C1—C21.415 (3)C11—C161.390 (4)
C1—C61.431 (4)C12—C131.385 (4)
C2—C31.366 (4)C12—H120.9500
C2—H20.9500C13—C141.380 (4)
C3—C41.407 (4)C13—H130.9500
C3—H30.9500C14—C151.379 (4)
C4—C51.357 (4)C14—H140.9500
C4—H40.9500C15—C161.377 (4)
C5—C61.407 (4)C15—H150.9500
C5—H50.9500C16—H160.9500
N2—Pd1—N180.41 (8)C8—C7—C6119.8 (3)
N2—Pd1—Cl293.00 (6)C8—C7—H7120.1
N1—Pd1—Cl2173.36 (6)C6—C7—H7120.1
N2—Pd1—Cl1166.73 (6)C7—C8—C9118.4 (3)
N1—Pd1—Cl198.16 (6)C7—C8—H8120.8
Cl2—Pd1—Cl188.45 (3)C9—C8—H8120.8
C9—N1—C1118.1 (2)N1—C9—C8124.0 (2)
C9—N1—Pd1109.69 (16)N1—C9—C10115.0 (2)
C1—N1—Pd1132.02 (17)C8—C9—C10120.9 (2)
C10—N2—C11119.0 (2)N2—C10—C9119.6 (2)
C10—N2—Pd1111.05 (17)N2—C10—H10120.2
C11—N2—Pd1128.13 (16)C9—C10—H10120.2
N1—C1—C2120.7 (2)C12—C11—C16120.5 (2)
N1—C1—C6120.5 (2)C12—C11—N2120.4 (2)
C2—C1—C6118.8 (2)C16—C11—N2119.2 (2)
C3—C2—C1119.6 (3)C11—C12—C13119.8 (2)
C3—C2—H2120.2C11—C12—H12120.1
C1—C2—H2120.2C13—C12—H12120.1
C2—C3—C4121.4 (3)C14—C13—C12119.9 (3)
C2—C3—H3119.3C14—C13—H13120.1
C4—C3—H3119.3C12—C13—H13120.1
C5—C4—C3120.1 (3)C15—C14—C13120.0 (3)
C5—C4—H4120.0C15—C14—H14120.0
C3—C4—H4120.0C13—C14—H14120.0
C4—C5—C6120.7 (3)C16—C15—C14120.7 (3)
C4—C5—H5119.7C16—C15—H15119.6
C6—C5—H5119.7C14—C15—H15119.6
C7—C6—C5121.9 (2)C15—C16—C11119.1 (3)
C7—C6—C1118.9 (2)C15—C16—H16120.5
C5—C6—C1119.3 (3)C11—C16—H16120.5
N2—Pd1—N1—C917.70 (17)C2—C1—C6—C5−3.0 (4)
Cl2—Pd1—N1—C924.5 (6)C5—C6—C7—C8174.9 (3)
Cl1—Pd1—N1—C9−148.95 (16)C1—C6—C7—C8−3.5 (4)
N2—Pd1—N1—C1−168.0 (2)C6—C7—C8—C93.9 (4)
Cl2—Pd1—N1—C1−161.1 (4)C1—N1—C9—C8−7.0 (4)
Cl1—Pd1—N1—C125.4 (2)Pd1—N1—C9—C8168.3 (2)
N1—Pd1—N2—C10−17.17 (18)C1—N1—C9—C10169.1 (2)
Cl2—Pd1—N2—C10163.62 (18)Pd1—N1—C9—C10−15.7 (3)
Cl1—Pd1—N2—C1067.7 (4)C7—C8—C9—N11.5 (4)
N1—Pd1—N2—C11178.4 (2)C7—C8—C9—C10−174.4 (2)
Cl2—Pd1—N2—C11−0.8 (2)C11—N2—C10—C9−179.8 (2)
Cl1—Pd1—N2—C11−96.8 (3)Pd1—N2—C10—C914.1 (3)
C9—N1—C1—C2−170.4 (2)N1—C9—C10—N21.4 (4)
Pd1—N1—C1—C215.6 (4)C8—C9—C10—N2177.6 (2)
C9—N1—C1—C67.1 (4)C10—N2—C11—C12−47.7 (3)
Pd1—N1—C1—C6−166.84 (18)Pd1—N2—C11—C12115.7 (2)
N1—C1—C2—C3179.8 (2)C10—N2—C11—C16131.1 (3)
C6—C1—C2—C32.2 (4)Pd1—N2—C11—C16−65.5 (3)
C1—C2—C3—C40.4 (4)C16—C11—C12—C130.0 (4)
C2—C3—C4—C5−2.2 (4)N2—C11—C12—C13178.8 (2)
C3—C4—C5—C61.3 (4)C11—C12—C13—C14−2.1 (4)
C4—C5—C6—C7−177.2 (3)C12—C13—C14—C152.2 (4)
C4—C5—C6—C11.3 (4)C13—C14—C15—C16−0.1 (4)
N1—C1—C6—C7−2.1 (4)C14—C15—C16—C11−1.9 (4)
C2—C1—C6—C7175.5 (2)C12—C11—C16—C151.9 (4)
N1—C1—C6—C5179.4 (2)N2—C11—C16—C15−176.8 (2)
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