PMCCPMCCPMCC

Search tips
Search criteria 

Advanced

 
Logo of actaeInternational Union of Crystallographysearchopen accessarticle submissionjournal home pagethis article
 
Acta Crystallogr Sect E Struct Rep Online. 2010 August 1; 66(Pt 8): m946.
Published online 2010 July 17. doi:  10.1107/S1600536810027509
PMCID: PMC3007439

Bis(quinoline-2-carboxyl­ato-κ2 N,O)lead(II)

Abstract

The PbII atom in the title compound, [Pb(C10H6NO2)2], is N,O-chelated by two quinoline-2-carboxyl­ate anions in a distorted Ψ-trigonal–bipyramidal environment; four atoms are connected to the PbII atom by regular coordination bonds. The structure also features two somewhat long Pb(...)O inter­actions [2.952 (3) and 3.014 (3) Å]. These long inter­actions give rise to a layer coordination polymer having the lead atom in a distorted Ψ-monocapped octa­hedral geometry.

Related literature

For a related structure, see: Zhang et al. (2007 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m946-scheme1.jpg

Experimental

Crystal data

  • [Pb(C10H6NO2)2]
  • M r = 551.51
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m946-efi1.jpg
  • a = 16.4510 (15) Å
  • b = 7.2895 (7) Å
  • c = 14.1877 (13) Å
  • β = 108.981 (1)°
  • V = 1608.9 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 10.52 mm−1
  • T = 100 K
  • 0.15 × 0.10 × 0.05 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.301, T max = 0.621
  • 9758 measured reflections
  • 3669 independent reflections
  • 3119 reflections with I > 2σ(I)
  • R int = 0.033

Refinement

  • R[F 2 > 2σ(F 2)] = 0.026
  • wR(F 2) = 0.058
  • S = 1.03
  • 3669 reflections
  • 244 parameters
  • 6 restraints
  • H-atom parameters constrained
  • Δρmax = 1.64 e Å−3
  • Δρmin = −0.93 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 bond lengths (Å)

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810027509/xu2797sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810027509/xu2797Isup2.hkl

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

Acknowledgments

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

supplementary crystallographic information

Comment

The lone-pair of electrons in lead(II) compounds is usually stereochemically active but the interpretation of the geometry when longer interactions are taken into account is, on the other hand, not usually so rigorous. Lead bis(quinoline-2-carboxylate) crystallizes as a DMSO-coordinated monohydrate but there is no mention of the geometry (Zhang et al., 2007). An examination of the published figure suggests a Ψ-octahedral arrangement.

In the title anhydrous compound (Scheme I, Fig. 1), the lead atom is N,O-chelated by the carboxylate anions in a Ψ-trigonal bipyramidal environment. However, when two other weaker interactions are considered, the lead atom the exists in a Ψ-monocapped octahedral geometry (Fig. 2).

Experimental

Lead(II) acetate (1 mmol, 0.38 g), quinoline-2-carboxylic acid (1 mmol, 0.17 g) and sodium nitrite (1 mmol, 0.07 g) were loaded into one arm of a convection tube and both of the arms were filled slowly by methanol. The chemical-bearing arm was immersed in an oil bath kept at 333 K. Crystals were formed on the inside surface of the arm kept at room temperature after a week.

Refinement

Hydrogen atoms were placed in calculated positions (C–H 0.95 Å) and included in the refinement in the riding model approximation, with U(H) set to 1.2Ueq(C). The anisotropic temperature factors of the C10 atom were restrained to be nearly isotropic so as to prevent the atom from going non-positive definite.

The final difference Fourier map had a peak/hole in the vicinity of Pb1.

Figures

Fig. 1.
Thermal ellipsoid plot (Barbour, 2001) of the molecule of Pb(C10H6NO2)2 depicted as a part of a layer at the 70% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius. Details of the Pb···O interactions are ...
Fig. 2.
Ψ-Monocapped octahedral geometry of lead. Symmetry codes are given in Table 1.

Crystal data

[Pb(C10H6NO2)2]F(000) = 1040
Mr = 551.51Dx = 2.277 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 3819 reflections
a = 16.4510 (15) Åθ = 2.6–28.3°
b = 7.2895 (7) ŵ = 10.52 mm1
c = 14.1877 (13) ÅT = 100 K
β = 108.981 (1)°Prism, colorless
V = 1608.9 (3) Å30.15 × 0.10 × 0.05 mm
Z = 4

Data collection

Bruker SMART APEX diffractometer3669 independent reflections
Radiation source: fine-focus sealed tube3119 reflections with I > 2σ(I)
graphiteRint = 0.033
ω scansθmax = 27.5°, θmin = 1.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −12→21
Tmin = 0.301, Tmax = 0.621k = −8→9
9758 measured reflectionsl = −18→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)] = 0.026Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.058H-atom parameters constrained
S = 1.02w = 1/[σ2(Fo2) + (0.0278P)2 + 0.2749P] where P = (Fo2 + 2Fc2)/3
3669 reflections(Δ/σ)max = 0.002
244 parametersΔρmax = 1.64 e Å3
6 restraintsΔρmin = −0.92 e Å3

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

xyzUiso*/Ueq
Pb10.747914 (11)0.70412 (2)0.535665 (12)0.00980 (6)
O10.7953 (2)0.6837 (4)0.4000 (2)0.0147 (7)
O20.7691 (2)0.6491 (5)0.2362 (2)0.0184 (7)
O30.7075 (2)1.0028 (4)0.4949 (2)0.0144 (7)
O40.7419 (2)1.2990 (4)0.4913 (3)0.0196 (7)
N10.6232 (2)0.6704 (5)0.3714 (3)0.0107 (8)
N20.8766 (2)0.9163 (5)0.5793 (3)0.0114 (8)
C10.7447 (3)0.6590 (6)0.3111 (3)0.0126 (10)
C20.6487 (3)0.6425 (6)0.2937 (3)0.0103 (9)
C30.5919 (3)0.6023 (6)0.1978 (3)0.0131 (9)
H30.61310.58080.14390.016*
C40.5058 (3)0.5948 (6)0.1835 (3)0.0138 (9)
H40.46630.57010.11910.017*
C50.4753 (3)0.6238 (6)0.2649 (3)0.0136 (9)
C60.3874 (3)0.6160 (6)0.2565 (3)0.0155 (10)
H60.34560.59140.19360.019*
C70.3621 (3)0.6437 (6)0.3383 (4)0.0176 (10)
H70.30290.63580.33200.021*
C80.4233 (3)0.6839 (6)0.4319 (4)0.0159 (10)
H80.40490.70410.48800.019*
C90.5090 (3)0.6940 (6)0.4427 (3)0.0152 (10)
H90.54960.72280.50580.018*
C100.5372 (3)0.6615 (6)0.3599 (3)0.0087 (9)
C110.7614 (3)1.1369 (6)0.5093 (3)0.0134 (10)
C120.8565 (3)1.0885 (6)0.5515 (3)0.0104 (9)
C130.9195 (3)1.2240 (6)0.5577 (3)0.0138 (10)
H130.90311.34560.53560.017*
C141.0048 (3)1.1769 (6)0.5963 (3)0.0146 (10)
H141.04801.26570.60020.018*
C151.0278 (3)0.9972 (6)0.6300 (3)0.0126 (9)
C161.1143 (3)0.9387 (6)0.6713 (3)0.0155 (10)
H161.15971.02430.68050.019*
C171.1325 (3)0.7599 (7)0.6981 (3)0.0169 (10)
H171.19070.72130.72330.020*
C181.0664 (3)0.6316 (7)0.6888 (3)0.0141 (10)
H181.08030.50820.70930.017*
C190.9823 (3)0.6841 (6)0.6505 (3)0.0136 (10)
H190.93790.59730.64460.016*
C200.9612 (3)0.8672 (6)0.6195 (3)0.0093 (9)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pb10.00792 (9)0.01030 (9)0.01183 (8)−0.00087 (7)0.00412 (6)0.00058 (7)
O10.0075 (17)0.0208 (19)0.0172 (16)−0.0020 (14)0.0061 (13)−0.0022 (13)
O20.0192 (19)0.0226 (18)0.0175 (16)0.0033 (15)0.0117 (14)−0.0028 (14)
O30.0095 (17)0.0113 (17)0.0208 (16)−0.0028 (14)0.0028 (14)−0.0009 (13)
O40.020 (2)0.0117 (17)0.0315 (19)0.0039 (15)0.0149 (15)0.0054 (15)
N10.012 (2)0.0061 (18)0.0169 (18)−0.0005 (15)0.0080 (16)0.0009 (14)
N20.014 (2)0.0097 (19)0.0115 (17)−0.0021 (16)0.0052 (15)−0.0014 (14)
C10.013 (3)0.008 (2)0.020 (2)0.0001 (18)0.009 (2)0.0037 (17)
C20.007 (2)0.006 (2)0.017 (2)0.0002 (17)0.0025 (18)0.0001 (16)
C30.014 (2)0.013 (2)0.013 (2)−0.0032 (19)0.0045 (18)−0.0013 (18)
C40.015 (3)0.007 (2)0.015 (2)−0.0004 (19)−0.0009 (18)0.0007 (17)
C50.014 (3)0.010 (2)0.016 (2)0.000 (2)0.0039 (19)0.0010 (18)
C60.012 (3)0.013 (2)0.019 (2)0.001 (2)0.0007 (19)0.0007 (19)
C70.010 (3)0.015 (2)0.026 (3)0.000 (2)0.004 (2)0.0054 (19)
C80.013 (3)0.012 (2)0.023 (2)0.001 (2)0.007 (2)0.0040 (19)
C90.014 (3)0.013 (2)0.016 (2)0.001 (2)0.0012 (19)0.0003 (18)
C100.005 (2)0.005 (2)0.014 (2)−0.0006 (16)0.0015 (17)0.0007 (15)
C110.017 (3)0.013 (2)0.012 (2)0.005 (2)0.0062 (19)0.0029 (17)
C120.013 (2)0.012 (2)0.0087 (19)0.0034 (18)0.0066 (17)−0.0013 (16)
C130.019 (3)0.008 (2)0.014 (2)0.001 (2)0.0065 (19)0.0034 (17)
C140.015 (3)0.013 (2)0.017 (2)−0.0075 (19)0.0074 (19)−0.0052 (18)
C150.014 (2)0.013 (2)0.013 (2)−0.0028 (19)0.0073 (18)−0.0023 (17)
C160.010 (2)0.017 (2)0.020 (2)−0.0033 (19)0.0052 (19)−0.0039 (19)
C170.012 (3)0.021 (3)0.016 (2)0.004 (2)0.0020 (19)−0.0007 (18)
C180.012 (3)0.015 (2)0.015 (2)0.001 (2)0.0041 (19)0.0008 (18)
C190.013 (2)0.014 (2)0.013 (2)−0.003 (2)0.0024 (18)−0.0011 (18)
C200.007 (2)0.013 (2)0.0096 (19)−0.0013 (18)0.0049 (17)−0.0030 (17)

Geometric parameters (Å, °)

Pb1—O12.304 (3)C6—H60.9500
Pb1—O2i2.952 (3)C7—C81.412 (7)
Pb1—O32.295 (3)C7—H70.9500
Pb1—O4ii3.014 (3)C8—C91.370 (7)
Pb1—N12.567 (4)C8—H80.9500
Pb1—N22.531 (4)C9—C101.417 (6)
O1—C11.279 (6)C9—H90.9500
O2—C11.255 (5)C11—C121.525 (6)
O3—C111.290 (6)C12—C131.413 (6)
O4—C111.229 (5)C13—C141.373 (7)
N1—C21.318 (6)C13—H130.9500
N1—C101.370 (6)C14—C151.404 (6)
N2—C121.325 (5)C14—H140.9500
N2—C201.368 (6)C15—C161.417 (6)
C1—C21.521 (6)C15—C201.419 (6)
C2—C31.408 (6)C16—C171.363 (6)
C3—C41.366 (6)C16—H160.9500
C3—H30.9500C17—C181.408 (7)
C4—C51.416 (6)C17—H170.9500
C4—H40.9500C18—C191.366 (6)
C5—C61.413 (6)C18—H180.9500
C5—C101.427 (6)C19—C201.413 (6)
C6—C71.370 (6)C19—H190.9500
O3—Pb1—O189.98 (11)C6—C7—H7119.8
O3—Pb1—N268.45 (11)C8—C7—H7119.8
O1—Pb1—N276.13 (11)C9—C8—C7120.6 (5)
O3—Pb1—N177.38 (11)C9—C8—H8119.7
O1—Pb1—N167.90 (11)C7—C8—H8119.7
N2—Pb1—N1129.71 (11)C8—C9—C10120.1 (4)
O3—Pb1—O2i80.37 (10)C8—C9—H9120.0
O1—Pb1—O2i149.57 (10)C10—C9—H9120.0
N2—Pb1—O2i73.48 (10)N1—C10—C9119.8 (4)
N1—Pb1—O2i135.90 (11)N1—C10—C5120.9 (4)
O3—Pb1—O4ii152.83 (10)C9—C10—C5119.3 (4)
O1—Pb1—O4ii76.09 (10)O4—C11—O3125.2 (4)
N2—Pb1—O4ii128.16 (11)O4—C11—C12118.0 (4)
N1—Pb1—O4ii75.78 (10)O3—C11—C12116.8 (4)
O2i—Pb1—O4ii122.81 (9)N2—C12—C13122.4 (4)
C1—O1—Pb1122.9 (3)N2—C12—C11117.5 (4)
C11—O3—Pb1123.4 (3)C13—C12—C11120.1 (4)
C2—N1—C10119.3 (4)C14—C13—C12118.9 (4)
C2—N1—Pb1113.3 (3)C14—C13—H13120.5
C10—N1—Pb1127.0 (3)C12—C13—H13120.5
C12—N2—C20119.6 (4)C13—C14—C15119.8 (4)
C12—N2—Pb1113.4 (3)C13—C14—H14120.1
C20—N2—Pb1126.7 (3)C15—C14—H14120.1
O2—C1—O1123.9 (4)C14—C15—C16123.0 (4)
O2—C1—C2117.3 (4)C14—C15—C20118.3 (4)
O1—C1—C2118.8 (4)C16—C15—C20118.6 (4)
N1—C2—C3123.3 (4)C17—C16—C15120.2 (4)
N1—C2—C1116.6 (4)C17—C16—H16119.9
C3—C2—C1120.1 (4)C15—C16—H16119.9
C4—C3—C2118.8 (4)C16—C17—C18121.1 (5)
C4—C3—H3120.6C16—C17—H17119.5
C2—C3—H3120.6C18—C17—H17119.5
C3—C4—C5119.9 (4)C19—C18—C17120.1 (5)
C3—C4—H4120.0C19—C18—H18119.9
C5—C4—H4120.0C17—C18—H18119.9
C6—C5—C4123.3 (4)C18—C19—C20120.2 (4)
C6—C5—C10119.0 (4)C18—C19—H19119.9
C4—C5—C10117.8 (4)C20—C19—H19119.9
C7—C6—C5120.5 (4)N2—C20—C19119.4 (4)
C7—C6—H6119.7N2—C20—C15121.0 (4)
C5—C6—H6119.7C19—C20—C15119.6 (4)
C6—C7—C8120.5 (5)
O3—Pb1—O1—C1−79.2 (3)C4—C5—C6—C7179.4 (5)
N2—Pb1—O1—C1−147.0 (3)C10—C5—C6—C7−0.2 (7)
N1—Pb1—O1—C1−2.8 (3)C5—C6—C7—C81.2 (7)
O2i—Pb1—O1—C1−149.9 (3)C6—C7—C8—C9−0.7 (7)
O4ii—Pb1—O1—C177.2 (3)C7—C8—C9—C10−0.9 (7)
O1—Pb1—O3—C11−74.7 (3)C2—N1—C10—C9−179.1 (4)
N2—Pb1—O3—C110.4 (3)Pb1—N1—C10—C97.8 (5)
N1—Pb1—O3—C11−142.0 (3)C2—N1—C10—C5−0.4 (6)
O2i—Pb1—O3—C1176.3 (3)Pb1—N1—C10—C5−173.5 (3)
O4ii—Pb1—O3—C11−132.9 (3)C8—C9—C10—N1−179.5 (4)
O3—Pb1—N1—C2100.8 (3)C8—C9—C10—C51.9 (6)
O1—Pb1—N1—C25.6 (3)C6—C5—C10—N1−180.0 (4)
N2—Pb1—N1—C253.2 (3)C4—C5—C10—N10.4 (6)
O2i—Pb1—N1—C2162.2 (3)C6—C5—C10—C9−1.3 (6)
O4ii—Pb1—N1—C2−75.0 (3)C4—C5—C10—C9179.1 (4)
O3—Pb1—N1—C10−85.8 (3)Pb1—O3—C11—O4−177.6 (3)
O1—Pb1—N1—C10179.0 (4)Pb1—O3—C11—C122.8 (5)
N2—Pb1—N1—C10−133.3 (3)C20—N2—C12—C132.8 (6)
O2i—Pb1—N1—C10−24.3 (4)Pb1—N2—C12—C13−172.1 (3)
O4ii—Pb1—N1—C1098.5 (3)C20—N2—C12—C11−178.7 (3)
O3—Pb1—N2—C12−3.8 (3)Pb1—N2—C12—C116.5 (4)
O1—Pb1—N2—C1291.8 (3)O4—C11—C12—N2173.9 (4)
N1—Pb1—N2—C1246.9 (3)O3—C11—C12—N2−6.5 (6)
O2i—Pb1—N2—C12−89.8 (3)O4—C11—C12—C13−7.6 (6)
O4ii—Pb1—N2—C12151.2 (2)O3—C11—C12—C13172.1 (4)
O3—Pb1—N2—C20−178.2 (3)N2—C12—C13—C14−1.7 (6)
O1—Pb1—N2—C20−82.6 (3)C11—C12—C13—C14179.8 (4)
N1—Pb1—N2—C20−127.5 (3)C12—C13—C14—C15−0.9 (7)
O2i—Pb1—N2—C2095.9 (3)C13—C14—C15—C16−179.5 (4)
O4ii—Pb1—N2—C20−23.2 (4)C13—C14—C15—C202.3 (6)
Pb1—O1—C1—O2179.4 (3)C14—C15—C16—C17−176.7 (4)
Pb1—O1—C1—C20.1 (5)C20—C15—C16—C171.5 (6)
C10—N1—C2—C3−0.4 (6)C15—C16—C17—C18−2.4 (7)
Pb1—N1—C2—C3173.6 (3)C16—C17—C18—C191.5 (7)
C10—N1—C2—C1178.5 (4)C17—C18—C19—C200.3 (7)
Pb1—N1—C2—C1−7.5 (5)C12—N2—C20—C19179.0 (4)
O2—C1—C2—N1−173.8 (4)Pb1—N2—C20—C19−6.9 (5)
O1—C1—C2—N15.5 (6)C12—N2—C20—C15−1.3 (6)
O2—C1—C2—C35.2 (6)Pb1—N2—C20—C15172.8 (3)
O1—C1—C2—C3−175.5 (4)C18—C19—C20—N2178.6 (4)
N1—C2—C3—C41.2 (7)C18—C19—C20—C15−1.1 (6)
C1—C2—C3—C4−177.7 (4)C14—C15—C20—N2−1.3 (6)
C2—C3—C4—C5−1.1 (7)C16—C15—C20—N2−179.5 (4)
C3—C4—C5—C6−179.2 (4)C14—C15—C20—C19178.5 (4)
C3—C4—C5—C100.4 (7)C16—C15—C20—C190.2 (6)

Symmetry codes: (i) x, −y+3/2, z+1/2; (ii) x, y−1, z.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU2797).

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). J. Appl. Cryst.43, 920–925.
  • Zhang, W.-Z., Wei, D.-Z., Gao, E.-J. & Sun, Y.-G. (2007). Chin. J. Struct. Chem.26, 357–360.

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