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Acta Crystallogr Sect E Struct Rep Online. 2009 March 1; 65(Pt 3): m259.
Published online 2009 February 11. doi:  10.1107/S1600536809003547
PMCID: PMC2968636

Bis(μ-2-methyl­quinolin-8-olato)-κ3 N,O:O3 O:N,O-bis­[(methanol-κO)(nitrato-κ2 O,O′)lead(II)]

Abstract

The mol­ecule of the title compound, [Pb2(C10H8NO)2(NO3)2(CH3OH)2], lies about a centre of inversion. The Pb atom is chelated by nitrate and substituted quinolin-8-olate anions. The O atom of the quinolin-8-olate also bridges, to confer a six-coordinate status on the metal centre. When a longer Pb(...)O inter­action is considered, the geometry approximates a Ψ-cube in which one of the sites is occupied by a stereochemically active lone pair.

Related literature

The 8-hydroxy­quinolinate group engages in μ3-bridging in dinitratohexa­(quinolin-8-olato)tetra­lead(II); see: Zhang et al. (2008 [triangle]). It also exhibits this feature in the chain compound, bis­(methanol)dinitratodi(quinolin-8-olato)dilead(II); see Shahverdizadeh et al. (2008 [triangle]). Both reports comment on lone-pair stereochemistry in this class of lead(II) compounds.

An external file that holds a picture, illustration, etc.
Object name is e-65-0m259-scheme1.jpg

Experimental

Crystal data

  • [Pb2(C10H8NO)2(NO3)2(CH4O)2]
  • M r = 918.83
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-0m259-efi1.jpg
  • a = 8.2579 (1) Å
  • b = 8.8052 (1) Å
  • c = 9.6765 (1) Å
  • α = 103.976 (1)°
  • β = 98.262 (1)°
  • γ = 108.190 (1)°
  • V = 630.07 (1) Å3
  • Z = 1
  • Mo Kα radiation
  • μ = 13.41 mm−1
  • T = 100 (2) K
  • 0.20 × 0.15 × 0.05 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.175, T max = 0.554 (expected range = 0.162–0.512)
  • 5958 measured reflections
  • 2872 independent reflections
  • 2754 reflections with I > 2σ(I)
  • R int = 0.019

Refinement

  • R[F 2 > 2σ(F 2)] = 0.021
  • wR(F 2) = 0.058
  • S = 1.08
  • 2872 reflections
  • 174 parameters
  • 1 restraint
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 1.41 e Å−3
  • Δρmin = −2.12 e Å−3

Data collection: APEX2 (Bruker, 2008 [triangle]); cell refinement: SAINT (Bruker, 2008 [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, 2009 [triangle]).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809003547/tk2363sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809003547/tk2363Isup2.hkl

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

Acknowledgments

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

supplementary crystallographic information

Experimental

Lead nitrate (0.33 g, 1 mmol) and 2-methyl-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 3 d.

Refinement

Carbon-bound H atoms were placed in calculated positions (C—H 0.93 to 0.98 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2 to 1.5U(C). The methanol H atom was located in a difference Fourier map, and was refined with a distance restraint of O—H 0.84 (1) Å; its temperature factor was freely refined.

The crystal diffracted strongly owing to the extremely heavy metal atom; however, its presence 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 Pb atom.

Figures

Fig. 1.
Thermal ellipsoid plot (Barbour, 2001) of Pb2(NO3)2(CH4O)2(C10H8NO)2; ellipsoids are drawn at the 70% probability level and H atoms of arbitrary radius. The unlabelled atoms are related by 1-x, 2-y, 1-z.
Fig. 2.
Detail of the environment of the Pb atom. Symmetry codes: (i) 1 - x, 2 - y, 1 - z; (ii) 1 - x, 1 - y, 1 - z.

Crystal data

[Pb2(C10H8NO)2(NO3)2(CH4O)2]Z = 1
Mr = 918.83F(000) = 428
Triclinic, P1Dx = 2.422 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 8.2579 (1) ÅCell parameters from 5067 reflections
b = 8.8052 (1) Åθ = 2.2–28.3°
c = 9.6765 (1) ŵ = 13.41 mm1
α = 103.976 (1)°T = 100 K
β = 98.262 (1)°Block, yellow
γ = 108.190 (1)°0.20 × 0.15 × 0.05 mm
V = 630.07 (1) Å3

Data collection

Bruker SMART APEX diffractometer2872 independent reflections
Radiation source: fine-focus sealed tube2754 reflections with I > 2σ(I)
graphiteRint = 0.019
ω scansθmax = 27.5°, θmin = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −10→10
Tmin = 0.175, Tmax = 0.554k = −11→11
5958 measured reflectionsl = −12→12

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)] = 0.021Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.058H atoms treated by a mixture of independent and constrained refinement
S = 1.08w = 1/[σ2(Fo2) + (0.0341P)2 + 1.3909P] where P = (Fo2 + 2Fc2)/3
2872 reflections(Δ/σ)max = 0.001
174 parametersΔρmax = 1.41 e Å3
1 restraintΔρmin = −2.12 e Å3

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

xyzUiso*/Ueq
Pb10.403585 (18)0.747859 (17)0.434423 (15)0.01020 (6)
O10.5672 (4)0.9839 (4)0.3886 (3)0.0139 (6)
O20.7047 (5)0.7066 (4)0.4111 (4)0.0202 (7)
O30.6609 (5)0.6459 (5)0.6104 (4)0.0263 (8)
O40.8652 (5)0.5918 (5)0.5137 (4)0.0261 (8)
O50.0903 (4)0.7403 (4)0.3446 (4)0.0175 (6)
H50.006 (6)0.691 (7)0.376 (7)0.028 (17)*
N10.3858 (5)0.7002 (4)0.1665 (4)0.0114 (7)
N20.7441 (5)0.6484 (5)0.5124 (4)0.0146 (7)
C10.6165 (6)0.9696 (5)0.2615 (5)0.0123 (8)
C20.7547 (6)1.0900 (6)0.2411 (5)0.0169 (9)
H20.82191.18850.32030.020*
C30.7985 (6)1.0691 (6)0.1028 (5)0.0205 (9)
H30.89631.15290.09130.025*
C40.7024 (6)0.9308 (6)−0.0140 (5)0.0199 (9)
H40.73150.9203−0.10650.024*
C50.5592 (6)0.8028 (5)0.0032 (5)0.0141 (8)
C60.5180 (5)0.8209 (5)0.1415 (4)0.0115 (8)
C70.4520 (6)0.6577 (6)−0.1116 (5)0.0167 (9)
H70.47310.6417−0.20700.020*
C80.3161 (6)0.5389 (6)−0.0852 (5)0.0165 (9)
H80.24190.4414−0.16260.020*
C90.2879 (5)0.5628 (5)0.0573 (5)0.0121 (8)
C100.1480 (5)0.4306 (4)0.0890 (5)0.0160 (9)
H10A0.20070.36460.13580.024*
H10B0.06320.3567−0.00280.024*
H10C0.08790.48340.15490.024*
C110.0687 (6)0.8890 (4)0.3246 (5)0.0257 (11)
H11A0.09280.97170.42050.039*
H11B−0.05200.86160.27120.039*
H11C0.15040.93580.26840.039*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Pb10.01050 (9)0.00980 (9)0.01087 (9)0.00331 (6)0.00258 (6)0.00458 (6)
O10.0147 (15)0.0116 (13)0.0134 (14)0.0013 (12)0.0045 (12)0.0043 (11)
O20.0235 (18)0.0268 (17)0.0212 (16)0.0148 (14)0.0101 (14)0.0161 (14)
O30.0270 (19)0.046 (2)0.0163 (16)0.0181 (17)0.0125 (14)0.0177 (16)
O40.0162 (17)0.0333 (19)0.039 (2)0.0136 (15)0.0108 (15)0.0205 (17)
O50.0129 (16)0.0205 (16)0.0227 (16)0.0073 (13)0.0072 (13)0.0098 (13)
N10.0117 (17)0.0121 (16)0.0120 (16)0.0041 (14)0.0028 (13)0.0067 (13)
N20.0126 (18)0.0164 (17)0.0159 (17)0.0051 (14)0.0036 (14)0.0068 (14)
C10.014 (2)0.0129 (18)0.0128 (19)0.0072 (16)0.0030 (16)0.0055 (16)
C20.017 (2)0.015 (2)0.017 (2)0.0048 (17)0.0033 (17)0.0049 (17)
C30.018 (2)0.019 (2)0.027 (2)0.0039 (18)0.0113 (19)0.0115 (19)
C40.021 (2)0.022 (2)0.022 (2)0.0080 (19)0.0124 (19)0.0110 (19)
C50.015 (2)0.017 (2)0.0138 (19)0.0064 (17)0.0063 (16)0.0096 (17)
C60.0095 (19)0.0148 (19)0.0134 (19)0.0071 (16)0.0022 (15)0.0067 (16)
C70.018 (2)0.021 (2)0.014 (2)0.0101 (18)0.0053 (17)0.0049 (17)
C80.014 (2)0.017 (2)0.017 (2)0.0061 (17)0.0020 (16)0.0030 (17)
C90.0088 (19)0.0137 (19)0.0140 (19)0.0047 (16)0.0011 (15)0.0045 (16)
C100.011 (2)0.0125 (19)0.020 (2)−0.0014 (16)0.0022 (16)0.0038 (16)
C110.022 (3)0.024 (2)0.036 (3)0.010 (2)0.008 (2)0.014 (2)

Geometric parameters (Å, °)

Pb1—O12.281 (3)C2—C31.421 (6)
Pb1—O1i2.478 (3)C2—H20.9500
Pb1—N12.499 (3)C3—C41.365 (7)
Pb1—O52.583 (3)C3—H30.9500
Pb1—O22.655 (3)C4—C51.418 (6)
Pb1—O33.019 (4)C4—H40.9500
Pb1—O3ii3.248 (4)C5—C71.406 (6)
Pb1—O4ii3.320 (4)C5—C61.412 (6)
O1—C11.341 (5)C7—C81.378 (6)
O1—Pb1i2.478 (3)C7—H70.9500
O2—N21.259 (5)C8—C91.408 (6)
O3—N21.248 (5)C8—H80.9500
O4—N21.248 (5)C9—C101.490 (5)
O5—C111.430 (5)C10—H10A0.9800
O5—H50.838 (10)C10—H10B0.9800
N1—C91.326 (5)C10—H10C0.9800
N1—C61.362 (5)C11—H11A0.9800
C1—C21.369 (6)C11—H11B0.9800
C1—C61.433 (6)C11—H11C0.9800
O1—Pb1—O1i64.88 (12)O4—N2—O2119.8 (4)
O1—Pb1—N168.38 (11)O1—C1—C2123.2 (4)
O1i—Pb1—N1124.94 (11)O1—C1—C6117.8 (4)
O1—Pb1—O5100.85 (11)C2—C1—C6119.0 (4)
O1i—Pb1—O582.53 (10)C1—C2—C3120.6 (4)
N1—Pb1—O579.21 (11)C1—C2—H2119.7
O1—Pb1—O275.46 (11)C3—C2—H2119.7
O1i—Pb1—O2114.95 (11)C4—C3—C2121.2 (4)
N1—Pb1—O278.25 (11)C4—C3—H3119.4
O5—Pb1—O2156.87 (11)C2—C3—H3119.4
O1—Pb1—O3105.98 (11)C3—C4—C5119.8 (4)
O1i—Pb1—O3100.58 (10)C3—C4—H4120.1
N1—Pb1—O3119.16 (10)C5—C4—H4120.1
O5—Pb1—O3151.65 (10)C7—C5—C6117.2 (4)
O2—Pb1—O344.42 (9)C7—C5—C4123.5 (4)
O1—Pb1—O3ii144.45 (10)C6—C5—C4119.3 (4)
O1i—Pb1—O3ii144.84 (9)N1—C6—C5122.2 (4)
N1—Pb1—O3ii89.96 (10)N1—C6—C1117.7 (4)
O5—Pb1—O3ii102.30 (10)C5—C6—C1120.2 (4)
O2—Pb1—O3ii72.63 (10)C8—C7—C5119.8 (4)
O3—Pb1—O3ii59.42 (12)C8—C7—H7120.1
O1—Pb1—O4ii175.03 (10)C5—C7—H7120.1
O1i—Pb1—O4ii114.40 (10)C7—C8—C9119.6 (4)
N1—Pb1—O4ii109.62 (11)C7—C8—H8120.2
O5—Pb1—O4ii74.21 (9)C9—C8—H8120.2
O2—Pb1—O4ii108.83 (9)N1—C9—C8121.5 (4)
O3—Pb1—O4ii78.99 (10)N1—C9—C10118.5 (4)
O3ii—Pb1—O4ii38.47 (9)C8—C9—C10120.0 (4)
C1—O1—Pb1119.2 (2)C9—C10—H10A109.5
C1—O1—Pb1i124.9 (2)C9—C10—H10B109.5
Pb1—O1—Pb1i115.12 (12)H10A—C10—H10B109.5
N2—O2—Pb1106.1 (2)C9—C10—H10C109.5
N2—O3—Pb188.6 (2)H10A—C10—H10C109.5
C11—O5—Pb1118.7 (2)H10B—C10—H10C109.5
C11—O5—H5108 (4)O5—C11—H11A109.5
Pb1—O5—H5122 (4)O5—C11—H11B109.5
C9—N1—C6119.7 (4)H11A—C11—H11B109.5
C9—N1—Pb1127.4 (3)O5—C11—H11C109.5
C6—N1—Pb1111.6 (3)H11A—C11—H11C109.5
O3—N2—O4120.2 (4)H11B—C11—H11C109.5
O3—N2—O2119.9 (4)
O1i—Pb1—O1—C1−170.3 (4)O1—Pb1—N1—C617.3 (3)
N1—Pb1—O1—C1−20.3 (3)O1i—Pb1—N1—C650.8 (3)
O5—Pb1—O1—C1−93.9 (3)O5—Pb1—N1—C6123.7 (3)
O2—Pb1—O1—C162.6 (3)O2—Pb1—N1—C6−61.5 (3)
O3—Pb1—O1—C195.3 (3)O3—Pb1—N1—C6−79.4 (3)
O3ii—Pb1—O1—C136.0 (4)O3ii—Pb1—N1—C6−133.8 (3)
O4ii—Pb1—O1—C1−87.4 (12)O4ii—Pb1—N1—C6−167.5 (3)
O1i—Pb1—O1—Pb1i0.0Pb1—O3—N2—O4−170.3 (4)
N1—Pb1—O1—Pb1i150.03 (17)Pb1—O3—N2—O29.0 (4)
O5—Pb1—O1—Pb1i76.34 (14)Pb1—O2—N2—O3−10.7 (5)
O2—Pb1—O1—Pb1i−127.07 (15)Pb1—O2—N2—O4168.6 (3)
O3—Pb1—O1—Pb1i−94.40 (14)Pb1—O1—C1—C2−159.2 (3)
O3ii—Pb1—O1—Pb1i−153.76 (12)Pb1i—O1—C1—C231.5 (6)
O4ii—Pb1—O1—Pb1i82.9 (12)Pb1—O1—C1—C621.2 (5)
O1—Pb1—O2—N2137.6 (3)Pb1i—O1—C1—C6−148.1 (3)
O1i—Pb1—O2—N284.7 (3)O1—C1—C2—C3−178.8 (4)
N1—Pb1—O2—N2−152.0 (3)C6—C1—C2—C30.8 (7)
O5—Pb1—O2—N2−138.9 (3)C1—C2—C3—C41.4 (7)
O3—Pb1—O2—N25.4 (2)C2—C3—C4—C5−1.8 (7)
O3ii—Pb1—O2—N2−58.3 (3)C3—C4—C5—C7179.0 (5)
O4ii—Pb1—O2—N2−45.1 (3)C3—C4—C5—C60.1 (7)
O1—Pb1—O3—N2−53.6 (3)C9—N1—C6—C5−2.1 (6)
O1i—Pb1—O3—N2−120.3 (3)Pb1—N1—C6—C5166.0 (3)
N1—Pb1—O3—N220.2 (3)C9—N1—C6—C1178.0 (4)
O5—Pb1—O3—N2145.9 (3)Pb1—N1—C6—C1−13.9 (4)
O2—Pb1—O3—N2−5.3 (2)C7—C5—C6—N13.2 (6)
O3ii—Pb1—O3—N290.9 (3)C4—C5—C6—N1−177.8 (4)
O4ii—Pb1—O3—N2126.7 (3)C7—C5—C6—C1−176.9 (4)
O1—Pb1—O5—C11−16.8 (3)C4—C5—C6—C12.0 (6)
O1i—Pb1—O5—C1145.7 (3)O1—C1—C6—N1−3.0 (6)
N1—Pb1—O5—C11−82.1 (3)C2—C1—C6—N1177.4 (4)
O2—Pb1—O5—C11−95.2 (4)O1—C1—C6—C5177.1 (4)
O3—Pb1—O5—C11144.2 (3)C2—C1—C6—C5−2.5 (6)
O3ii—Pb1—O5—C11−169.7 (3)C6—C5—C7—C8−1.5 (6)
O4ii—Pb1—O5—C11163.8 (3)C4—C5—C7—C8179.6 (4)
O1—Pb1—N1—C9−175.7 (4)C5—C7—C8—C9−1.0 (7)
O1i—Pb1—N1—C9−142.2 (3)C6—N1—C9—C8−0.7 (6)
O5—Pb1—N1—C9−69.4 (3)Pb1—N1—C9—C8−166.7 (3)
O2—Pb1—N1—C9105.4 (4)C6—N1—C9—C10178.1 (4)
O3—Pb1—N1—C987.5 (4)Pb1—N1—C9—C1012.1 (5)
O3ii—Pb1—N1—C933.2 (4)C7—C8—C9—N12.3 (7)
O4ii—Pb1—N1—C9−0.6 (4)C7—C8—C9—C10−176.5 (4)

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

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
O5—H5···O4iii0.84 (1)2.06 (2)2.869 (5)161 (6)

Symmetry codes: (iii) x−1, y, z.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: TK2363).

References

  • 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. [PubMed]
  • Westrip, S. P. (2009). publCIF In preparation.
  • Zhang, W.-Z., Wei, D.-Z., Che, X.-F., Gao, E.-J., Wang, K.-H., Yin, H.-X. & Gu, X.-G. (2008). Chin. J. Struct. Chem.27, 287–292.

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