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Acta Cryst. (2009). E65, m261    [ doi:10.1107/S1600536809003559 ]

Bis([mu]-5-chloroquinolin-8-olato)-[kappa]3N,O:O;[kappa]3O:N,O-bis[(acetato-[kappa]2O,O')lead(II)]

G. Mohammadnezhad Sh., M. M. Amini and S. W. Ng

Abstract top

The molecule of the title compound, [Pb2(C9H5ClNO)2(C2H3O2)2], lies about a center of inversion. The PbII atom is chelated by acetate and substituted quinolin-8-olate anions; the O atoms of the quinolin-8-olates also bridge to confer a five-coordinate status to each metal center. The geometry approximates a distorted [Psi]-fac octahedron in which one of the sites is occupied by a stereochemically active lone pair.

Related literature top

The structural chemistry of lead(II) 8-hydroxyquinolinates has been reviewed; for bis(µ-acetato)diacetatotetrakis(µ-quinolin-8-olato)tetralead dihydrate in particular, see: Shahverdizadeh et al. (2008).

Experimental top

Lead acetate (0.38 g, 1 mmol) and 5-chloro-8-hydroxyquinoline (0.32 g, 2 mmol) were loaded into a convection tube; the tube was filled with dry methanol and kept at 333 K. Crystals were collected from the side arm after 1 day.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C—H 0.93–0.98 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2–1.5U(C).

The crystal diffracted strongly owing to the presence of the heavy metal atom. However, this introduced severe absorption problems that could not be corrected analytically as the crystal did not have regular faces. Although a sphere of reflections was measured, multi-scan treatment only marginally improved the quality. The final difference Fourier map had large peaks/deep holes near the lead atom. The anisotropic displacement factors of the carbon atoms were restrained to be nearly isotropic.

Computing details top

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); 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: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of Pb2(CH3CO2)2(C9H5ClNO)2; ellipsoids are drawn at the 70% probability level and H atoms of arbitrary radius. Unlabelled atoms are related by 1-x, 1-y, 1-z.
Bis(µ-5-chloroquinolin-8-οlato)- κ3N,O:O;κ3O:N,O- bis[(acetato-κ2O,O')lead(II)] top
Crystal data top
[Pb2(C9H5ClNO)2(C2H3O2)2]F(000) = 816
Mr = 889.65Dx = 2.702 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 4123 reflections
a = 5.3049 (1) Åθ = 2.9–28.3°
b = 11.8200 (3) ŵ = 15.67 mm−1
c = 17.4928 (3) ÅT = 100 K
β = 94.569 (1)°Yellow, prism
V = 1093.38 (4) Å30.10 × 0.03 × 0.02 mm
Z = 2
Data collection top
Bruker SMART APEX
diffractometer		1925 independent reflections
Radiation source: fine-focus sealed tube1655 reflections with I > 2σ(I)
graphiteRint = 0.063
ω scansθmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −6→6
Tmin = 0.303, Tmax = 0.745k = −13→14
7713 measured reflectionsl = −20→20
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.107H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.0761P)2]
where P = (Fo2 + 2Fc2)/3
1925 reflections(Δ/σ)max = 0.001
155 parametersΔρmax = 5.25 e Å−3
72 restraintsΔρmin = −3.38 e Å−3
Crystal data top
[Pb2(C9H5ClNO)2(C2H3O2)2]V = 1093.38 (4) Å3
Mr = 889.65Z = 2
Monoclinic, P21/nMo Kα radiation
a = 5.3049 (1) ŵ = 15.67 mm−1
b = 11.8200 (3) ÅT = 100 K
c = 17.4928 (3) Å0.10 × 0.03 × 0.02 mm
β = 94.569 (1)°
Data collection top
Bruker SMART APEX
diffractometer		1925 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		1655 reflections with I > 2σ(I)
Tmin = 0.303, Tmax = 0.745Rint = 0.063
7713 measured reflectionsθmax = 25.0°
Refinement top
R[F2 > 2σ(F2)] = 0.040H-atom parameters constrained
wR(F2) = 0.107Δρmax = 5.25 e Å−3
S = 1.00Δρmin = −3.38 e Å−3
1925 reflectionsAbsolute structure: ?
155 parametersFlack parameter: ?
72 restraintsRogers parameter: ?
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Pb10.63668 (6)0.60161 (3)0.421032 (17)0.01511 (18)
Cl1−0.4232 (4)0.30986 (19)0.20373 (12)0.0219 (5)
O10.3463 (11)0.4603 (5)0.4439 (3)0.0175 (13)
O20.2902 (11)0.7164 (6)0.4314 (4)0.0244 (14)
O30.6097 (12)0.8054 (6)0.4933 (4)0.0318 (16)
N10.3482 (13)0.5526 (6)0.3014 (4)0.0164 (15)
C10.1685 (16)0.4300 (8)0.3908 (5)0.0149 (17)
C2−0.0268 (17)0.3547 (8)0.4053 (5)0.0186 (18)
H2−0.03510.32590.45570.022*
C3−0.2105 (16)0.3205 (7)0.3474 (5)0.0186 (19)
H3−0.33920.26910.35940.022*
C4−0.2057 (16)0.3610 (8)0.2735 (5)0.0154 (17)
C5−0.0195 (16)0.4416 (7)0.2573 (5)0.0143 (18)
C60.1645 (16)0.4747 (7)0.3134 (5)0.0179 (18)
C7−0.0074 (17)0.4913 (8)0.1825 (5)0.0203 (19)
H7−0.12700.47070.14160.024*
C80.1763 (17)0.5679 (8)0.1710 (5)0.0193 (19)
H80.18630.60180.12210.023*
C90.3506 (19)0.5960 (7)0.2321 (6)0.021 (2)
H90.47840.64970.22320.025*
C100.3841 (15)0.7984 (8)0.4697 (5)0.0172 (18)
C110.202 (2)0.8912 (7)0.4903 (6)0.025 (2)
H11A0.12280.86980.53690.037*
H11B0.07130.90130.44810.037*
H11C0.29530.96220.49920.037*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pb10.0176 (2)0.0145 (2)0.0126 (2)−0.00021 (12)−0.00237 (15)0.00053 (12)
Cl10.0203 (10)0.0240 (11)0.0198 (11)−0.0012 (9)−0.0085 (9)−0.0023 (9)
O10.021 (3)0.014 (3)0.017 (3)−0.005 (2)−0.005 (3)0.001 (3)
O20.022 (3)0.027 (4)0.023 (3)0.006 (3)−0.007 (3)−0.005 (3)
O30.026 (4)0.027 (4)0.041 (4)0.000 (3)−0.004 (3)−0.012 (3)
N10.022 (4)0.012 (4)0.015 (4)−0.003 (3)−0.002 (3)0.000 (3)
C10.017 (3)0.017 (3)0.010 (3)0.002 (3)−0.005 (3)−0.002 (3)
C20.021 (4)0.021 (4)0.013 (4)−0.001 (4)−0.003 (4)0.003 (4)
C30.019 (4)0.016 (4)0.020 (4)−0.001 (3)−0.004 (3)0.004 (3)
C40.016 (3)0.015 (3)0.013 (3)−0.001 (3)−0.008 (3)−0.006 (3)
C50.020 (4)0.013 (4)0.009 (4)0.003 (3)−0.002 (3)−0.001 (3)
C60.018 (4)0.014 (4)0.021 (4)0.003 (3)0.000 (3)−0.001 (3)
C70.026 (4)0.021 (4)0.013 (4)0.007 (4)−0.006 (3)0.001 (4)
C80.024 (4)0.021 (4)0.012 (4)0.001 (4)0.000 (4)0.002 (4)
C90.025 (5)0.017 (4)0.022 (5)0.000 (3)0.008 (4)0.006 (4)
C100.018 (4)0.023 (4)0.010 (4)−0.005 (4)−0.005 (3)0.010 (4)
C110.031 (5)0.020 (5)0.022 (5)0.003 (4)−0.003 (4)−0.004 (4)
Geometric parameters (Å, °) top
Pb1—O22.303 (6)C2—H20.9500
Pb1—O12.328 (6)C3—C41.380 (13)
Pb1—O1i2.469 (6)C3—H30.9500
Pb1—N12.559 (7)C4—C51.417 (13)
Pb1—O32.729 (7)C5—C61.384 (13)
Pb1—C102.848 (9)C5—C71.441 (12)
Cl1—C41.722 (9)C7—C81.356 (13)
O1—C11.319 (11)C7—H70.9500
O1—Pb1i2.469 (6)C8—C91.397 (15)
O2—C101.257 (11)C8—H80.9500
O3—C101.237 (10)C9—H90.9500
N1—C91.317 (12)C10—C111.524 (13)
N1—C61.370 (11)C11—H11A0.9800
C1—C21.404 (13)C11—H11B0.9800
C1—C61.451 (13)C11—H11C0.9800
C2—C31.407 (13)
O2—Pb1—O182.3 (2)C2—C3—H3119.6
O2—Pb1—O1i93.9 (2)C3—C4—C5119.1 (8)
O1—Pb1—O1i66.3 (2)C3—C4—Cl1118.8 (7)
O2—Pb1—N176.6 (2)C5—C4—Cl1122.2 (7)
O1—Pb1—N167.5 (2)C6—C5—C4120.7 (8)
O1i—Pb1—N1133.6 (2)C6—C5—C7116.7 (8)
O2—Pb1—O351.1 (2)C4—C5—C7122.6 (8)
O1—Pb1—O3119.6 (2)N1—C6—C5123.4 (8)
O1i—Pb1—O379.5 (2)N1—C6—C1115.5 (8)
N1—Pb1—O3121.9 (2)C5—C6—C1121.0 (8)
O2—Pb1—C1025.6 (2)C8—C7—C5119.4 (9)
O1—Pb1—C10101.6 (2)C8—C7—H7120.3
O1i—Pb1—C1086.5 (2)C5—C7—H7120.3
N1—Pb1—C1099.5 (2)C7—C8—C9119.0 (8)
O3—Pb1—C1025.5 (2)C7—C8—H8120.5
C1—O1—Pb1121.3 (5)C9—C8—H8120.5
C1—O1—Pb1i124.2 (5)N1—C9—C8123.9 (8)
Pb1—O1—Pb1i113.7 (2)N1—C9—H9118.1
C10—O2—Pb1102.2 (5)C8—C9—H9118.1
C10—O3—Pb182.6 (5)O3—C10—O2124.1 (9)
C9—N1—C6117.6 (8)O3—C10—C11119.2 (8)
C9—N1—Pb1128.0 (6)O2—C10—C11116.7 (8)
C6—N1—Pb1114.4 (6)O3—C10—Pb171.9 (5)
O1—C1—C2122.8 (8)O2—C10—Pb152.2 (4)
O1—C1—C6120.9 (8)C11—C10—Pb1168.8 (6)
C2—C1—C6116.3 (8)C10—C11—H11A109.5
C1—C2—C3122.1 (8)C10—C11—H11B109.5
C1—C2—H2119.0H11A—C11—H11B109.5
C3—C2—H2119.0C10—C11—H11C109.5
C4—C3—C2120.7 (8)H11A—C11—H11C109.5
C4—C3—H3119.6H11B—C11—H11C109.5
O2—Pb1—O1—C173.2 (6)Cl1—C4—C5—C6−175.1 (6)
O1i—Pb1—O1—C1170.9 (8)C3—C4—C5—C7−177.6 (8)
N1—Pb1—O1—C1−5.5 (6)Cl1—C4—C5—C73.6 (12)
O3—Pb1—O1—C1109.5 (6)C9—N1—C6—C5−1.4 (12)
C10—Pb1—O1—C190.1 (6)Pb1—N1—C6—C5176.2 (6)
O2—Pb1—O1—Pb1i−97.7 (3)C9—N1—C6—C1−179.6 (8)
O1i—Pb1—O1—Pb1i0.0Pb1—N1—C6—C1−2.0 (9)
N1—Pb1—O1—Pb1i−176.4 (3)C4—C5—C6—N1−179.6 (8)
O3—Pb1—O1—Pb1i−61.4 (3)C7—C5—C6—N11.7 (12)
C10—Pb1—O1—Pb1i−80.8 (3)C4—C5—C6—C1−1.5 (12)
O1—Pb1—O2—C10138.8 (5)C7—C5—C6—C1179.8 (8)
O1i—Pb1—O2—C1073.4 (5)O1—C1—C6—N1−2.8 (12)
N1—Pb1—O2—C10−152.6 (6)C2—C1—C6—N1176.6 (8)
O3—Pb1—O2—C100.3 (5)O1—C1—C6—C5179.0 (8)
O2—Pb1—O3—C10−0.3 (5)C2—C1—C6—C5−1.6 (12)
O1—Pb1—O3—C10−49.2 (6)C6—C5—C7—C8−1.2 (12)
O1i—Pb1—O3—C10−104.0 (5)C4—C5—C7—C8−179.9 (8)
N1—Pb1—O3—C1031.3 (6)C5—C7—C8—C90.4 (13)
O2—Pb1—N1—C993.9 (7)C6—N1—C9—C80.6 (13)
O1—Pb1—N1—C9−179.0 (8)Pb1—N1—C9—C8−176.6 (6)
O1i—Pb1—N1—C9176.4 (6)C7—C8—C9—N1−0.1 (14)
O3—Pb1—N1—C969.1 (8)Pb1—O3—C10—O20.4 (8)
C10—Pb1—N1—C982.3 (7)Pb1—O3—C10—C11177.7 (7)
O2—Pb1—N1—C6−83.4 (6)Pb1—O2—C10—O3−0.5 (10)
O1—Pb1—N1—C63.7 (5)Pb1—O2—C10—C11−177.9 (6)
O1i—Pb1—N1—C6−0.9 (7)O2—Pb1—C10—O3179.5 (8)
O3—Pb1—N1—C6−108.1 (6)O1—Pb1—C10—O3137.8 (5)
C10—Pb1—N1—C6−95.0 (6)O1i—Pb1—C10—O372.9 (5)
Pb1—O1—C1—C2−172.5 (7)N1—Pb1—C10—O3−153.5 (5)
Pb1i—O1—C1—C2−2.6 (11)O1—Pb1—C10—O2−41.8 (6)
Pb1—O1—C1—C66.8 (10)O1i—Pb1—C10—O2−106.7 (5)
Pb1i—O1—C1—C6176.8 (6)N1—Pb1—C10—O227.0 (6)
O1—C1—C2—C3−178.1 (8)O3—Pb1—C10—O2−179.5 (8)
C6—C1—C2—C32.6 (13)O2—Pb1—C10—C1110 (3)
C1—C2—C3—C4−0.4 (14)O1—Pb1—C10—C11−32 (3)
C2—C3—C4—C5−2.8 (13)O1i—Pb1—C10—C11−97 (3)
C2—C3—C4—Cl1176.0 (7)N1—Pb1—C10—C1137 (3)
C3—C4—C5—C63.7 (13)O3—Pb1—C10—C11−170 (3)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Acknowledgements top

We thank Shahid Beheshti University and the University of Malaya for supporting this study.

references
References top

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.

Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.

Shahverdizadeh, G. H., Soudi, A. A., Morsali, A. & Retailleau, P. (2008). Inorg. Chim. Acta, 361, 1875–1884.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.

Westrip, S. P. (2009). publCIF. In preparation.