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Acta Crystallogr Sect E Struct Rep Online. 2010 May 1; 66(Pt 5): m529.
Published online 2010 April 17. doi:  10.1107/S1600536810012742
PMCID: PMC2979204

Bis(2-methyl­quinolin-8-olato-κ2 N,O)­lead(II)

Abstract

The PbII atom in the title compound, [Pb(C10H8NO)2], is chelated by two oxine (2-methyl­quinolin-8-olate) anions in a Ψ-trigonal–bipyramidal geometry; the N atoms occupy the axial sites. The mol­ecule lies about a twofold rotation axis.

Related literature

For the crystal structure of bis­(quinolin-8-olato)lead(II), see: Zhu et al. (2005 [triangle]).

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Object name is e-66-0m529-scheme1.jpg

Experimental

Crystal data

  • [Pb(C10H8NO)2]
  • M r = 523.54
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m529-efi1.jpg
  • a = 22.439 (2) Å
  • b = 4.7636 (5) Å
  • c = 15.7139 (15) Å
  • β = 101.167 (1)°
  • V = 1647.9 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 10.25 mm−1
  • T = 223 K
  • 0.30 × 0.06 × 0.04 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.149, T max = 0.685
  • 7405 measured reflections
  • 1890 independent reflections
  • 1765 reflections with I > 2σ(I)
  • R int = 0.053

Refinement

  • R[F 2 > 2σ(F 2)] = 0.027
  • wR(F 2) = 0.063
  • S = 1.02
  • 1890 reflections
  • 115 parameters
  • H-atom parameters constrained
  • Δρmax = 1.69 e Å−3
  • Δρmin = −1.50 e Å−3

Data collection: APEX2 (Bruker, 2009 [triangle]); cell refinement: SAINT (Bruker, 2009 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: X-SEED (Barbour, 2001 [triangle]); software used to prepare material for publication: publCIF (Westrip, 2010 [triangle]).

Table 1
Selected geometric parameters (Å, °)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810012742/bt5241sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810012742/bt5241Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

We thank the Graduate Study Council of Shahid Beheshti University (project No. 600/2097) and the University of Malaya for supporting this study.

supplementary crystallographic information

Comment

Bis(quinolin-8-olato)lead(II) exists as a centrosymmetric dinuclear entity in which one of the two oxygen atoms also functions as a bridge. As adjacent molecules are linked by a weaker Pb···O interaction to generate a chain motif, the metal atom is regarded as being six-coordinate in a Ψ-pentagonal bipyramidal geometry, the lone pair electrons occupying an axial site (Zhu et al., 2005). In the present methyl-substituted analogue, the substituent is able to block the approach of neighboring potentially coordinating atoms so that the compound is only four-coordinate (Scheme I, Fig. 1). The coordination polyhedron is a Ψ-trigonal bipyramid and the lone pair electrons occupy an equatorial site. The axial sites are occupied by the nitrogen atoms and the oxygen atoms occupy the other equatorial sites. The lone pair compresses the O–Pb–O angle (Table 1).

Experimental

Lead (II) acetate trihydrate (1 mmol, 0.38 g), 2-methyl-8-hydroxyquinoline (1 mmol, 0.16 g) and sodium azide (1 mmol, 0.13 g) were loaded in to a convection tube; the tube was filled with 2:1 methanol/water and kept at 333 K. Crystals were collected after 1 week (m.p. > 543 K).

Refinement

H-atoms were placed in calculated positions (C—H 0.94 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2U(C). The final difference Fourier map had a large peak/deep hole in the vicinity of the lead atom.

Figures

Fig. 1.
Anisotropic displacement ellipsoid plot (Barbour, 2001) of the title compound; ellipsoids are drawn at the 50% probability level and H atoms are of arbitrary radius.

Crystal data

[Pb(C10H8NO)2]F(000) = 992
Mr = 523.54Dx = 2.110 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 2952 reflections
a = 22.439 (2) Åθ = 2.6–25.2°
b = 4.7636 (5) ŵ = 10.25 mm1
c = 15.7139 (15) ÅT = 223 K
β = 101.167 (1)°Prism, yellow
V = 1647.9 (3) Å30.30 × 0.06 × 0.04 mm
Z = 4

Data collection

Bruker SMART APEX diffractometer1890 independent reflections
Radiation source: fine-focus sealed tube1765 reflections with I > 2σ(I)
graphiteRint = 0.053
ω scansθmax = 27.5°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −28→28
Tmin = 0.149, Tmax = 0.685k = −6→6
7405 measured reflectionsl = −20→18

Refinement

Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.027Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.063H-atom parameters constrained
S = 1.02w = 1/[σ2(Fo2) + (0.030P)2] where P = (Fo2 + 2Fc2)/3
1890 reflections(Δ/σ)max = 0.001
115 parametersΔρmax = 1.69 e Å3
0 restraintsΔρmin = −1.50 e Å3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Pb10.50000.67661 (5)0.75000.02578 (9)
O10.55706 (16)0.3516 (7)0.6978 (2)0.0336 (8)
N10.57862 (15)0.4778 (8)0.8701 (2)0.0226 (7)
C10.6024 (2)0.2268 (10)0.7500 (3)0.0278 (10)
C20.6392 (2)0.0290 (11)0.7206 (3)0.0344 (11)
H20.6321−0.01690.66130.041*
C30.6864 (2)−0.1029 (11)0.7771 (4)0.0393 (13)
H30.7104−0.23510.75470.047*
C40.6991 (2)−0.0466 (10)0.8640 (4)0.0355 (11)
H40.7312−0.13880.90080.043*
C50.6632 (2)0.1522 (9)0.8974 (3)0.0286 (10)
C60.6149 (2)0.2861 (9)0.8407 (3)0.0237 (9)
C70.6717 (2)0.2286 (11)0.9859 (3)0.0333 (11)
H70.70270.14351.02660.040*
C80.6349 (2)0.4264 (11)1.0127 (3)0.0326 (11)
H80.64140.48031.07130.039*
C90.5878 (2)0.5476 (10)0.9526 (3)0.0263 (9)
C100.5462 (2)0.7635 (10)0.9794 (3)0.0317 (11)
H10A0.50480.72670.95010.048*
H10B0.55830.94900.96370.048*
H10C0.54870.75421.04170.048*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pb10.02798 (15)0.02687 (14)0.02138 (14)0.0000.00204 (10)0.000
O10.0356 (19)0.0411 (19)0.0233 (18)0.0073 (15)0.0033 (15)−0.0031 (14)
N10.0225 (18)0.0247 (18)0.0207 (18)−0.0014 (15)0.0039 (14)−0.0012 (15)
C10.030 (3)0.030 (2)0.025 (2)−0.0004 (19)0.008 (2)−0.0019 (19)
C20.034 (3)0.037 (3)0.034 (3)−0.002 (2)0.012 (2)−0.006 (2)
C30.032 (3)0.034 (3)0.056 (4)0.004 (2)0.019 (3)−0.006 (2)
C40.025 (2)0.031 (2)0.050 (3)0.004 (2)0.007 (2)0.004 (2)
C50.021 (2)0.028 (2)0.035 (3)−0.0044 (18)0.003 (2)0.0039 (19)
C60.020 (2)0.027 (2)0.025 (2)−0.0052 (17)0.0053 (18)−0.0028 (18)
C70.028 (3)0.039 (3)0.030 (3)−0.004 (2)−0.003 (2)0.010 (2)
C80.036 (3)0.040 (3)0.021 (2)−0.005 (2)0.004 (2)0.000 (2)
C90.027 (2)0.028 (2)0.024 (2)−0.0103 (19)0.0062 (18)−0.0040 (19)
C100.036 (3)0.036 (2)0.026 (3)−0.007 (2)0.012 (2)−0.008 (2)

Geometric parameters (Å, °)

Pb1—O1i2.262 (3)C4—C51.409 (7)
Pb1—O12.262 (3)C4—H40.9400
Pb1—N1i2.507 (3)C5—C71.414 (8)
Pb1—N12.507 (3)C5—C61.416 (7)
O1—C11.318 (6)C7—C81.371 (8)
N1—C91.316 (5)C7—H70.9400
N1—C61.363 (6)C8—C91.399 (7)
C1—C21.390 (7)C8—H80.9400
C1—C61.426 (7)C9—C101.501 (7)
C2—C31.393 (8)C10—H10A0.9700
C2—H20.9400C10—H10B0.9700
C3—C41.366 (8)C10—H10C0.9700
C3—H30.9400
O1—Pb1—O1i93.6 (2)C4—C5—C7124.2 (5)
O1i—Pb1—N1i69.46 (12)C4—C5—C6119.4 (5)
O1—Pb1—N1i80.42 (12)C7—C5—C6116.4 (4)
O1i—Pb1—N180.42 (12)N1—C6—C5121.5 (4)
O1—Pb1—N169.46 (12)N1—C6—C1117.2 (4)
N1—Pb1—N1i135.6 (1)C5—C6—C1121.3 (4)
C1—O1—Pb1120.4 (3)C8—C7—C5120.3 (5)
C9—N1—C6121.0 (4)C8—C7—H7119.9
C9—N1—Pb1126.8 (3)C5—C7—H7119.9
C6—N1—Pb1112.1 (3)C7—C8—C9119.9 (4)
O1—C1—C2122.4 (5)C7—C8—H8120.1
O1—C1—C6120.8 (4)C9—C8—H8120.1
C2—C1—C6116.8 (5)N1—C9—C8120.9 (4)
C1—C2—C3121.5 (5)N1—C9—C10117.5 (4)
C1—C2—H2119.3C8—C9—C10121.6 (4)
C3—C2—H2119.3C9—C10—H10A109.5
C4—C3—C2122.3 (5)C9—C10—H10B109.5
C4—C3—H3118.9H10A—C10—H10B109.5
C2—C3—H3118.9C9—C10—H10C109.5
C3—C4—C5118.8 (5)H10A—C10—H10C109.5
C3—C4—H4120.6H10B—C10—H10C109.5
C5—C4—H4120.6
O1i—Pb1—O1—C1−80.4 (3)C9—N1—C6—C1−178.9 (4)
N1i—Pb1—O1—C1−148.9 (4)Pb1—N1—C6—C1−1.1 (5)
N1—Pb1—O1—C1−2.0 (3)C4—C5—C6—N1179.4 (4)
O1i—Pb1—N1—C9−83.2 (4)C7—C5—C6—N1−0.1 (6)
O1—Pb1—N1—C9179.2 (4)C4—C5—C6—C1−0.9 (7)
N1i—Pb1—N1—C9−130.3 (4)C7—C5—C6—C1179.6 (4)
O1i—Pb1—N1—C699.1 (3)O1—C1—C6—N1−0.7 (6)
O1—Pb1—N1—C61.6 (3)C2—C1—C6—N1−179.4 (4)
N1i—Pb1—N1—C652.0 (3)O1—C1—C6—C5179.6 (4)
Pb1—O1—C1—C2−179.0 (4)C2—C1—C6—C50.9 (7)
Pb1—O1—C1—C62.4 (6)C4—C5—C7—C8179.4 (5)
O1—C1—C2—C3−179.2 (5)C6—C5—C7—C8−1.1 (7)
C6—C1—C2—C3−0.6 (7)C5—C7—C8—C91.7 (7)
C1—C2—C3—C40.2 (8)C6—N1—C9—C8−0.2 (6)
C2—C3—C4—C5−0.2 (8)Pb1—N1—C9—C8−177.7 (3)
C3—C4—C5—C7180.0 (5)C6—N1—C9—C10179.2 (4)
C3—C4—C5—C60.5 (7)Pb1—N1—C9—C101.7 (6)
C9—N1—C6—C50.8 (6)C7—C8—C9—N1−1.0 (7)
Pb1—N1—C6—C5178.6 (3)C7—C8—C9—C10179.6 (5)

Symmetry codes: (i) −x+1, y, −z+3/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5241).

References

  • Barbour, L. J. (2001). J. Supramol. Chem.1, 189–191.
  • Bruker (2009). APEX2 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Sheldrick, G. M. (1996). SADABS University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]
  • Westrip, S. P. (2010). publCIF In preparation.
  • Zhu, L.-H., Zeng, M.-H. & Ng, S. W. (2005). Acta Cryst. E61, m1082–m1084.

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography