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Bis(μ-N-nitroso-N-phenyl­hy­droxy­laminato)-κ3O,O′:O′;κ3O′:O,O′-bis­­[(N-nitroso-N-phenyl­hy­droxy­laminato-κ2O,O′)lead(II)]

aDepartment of Chemistry, General Campus, Shahid Beheshti University, Tehran 1983963113, Iran, and bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my

(Received 20 February 2011; accepted 22 February 2011; online 26 February 2011)

The four cupferronate ions in the dinuclear title compound, [Pb2(C6H5N2O2)4], O,O′-chelate to the two PbII atoms; two of the four nitroso O atoms are also involved in bridging. The geometry of both five-coordinate PbIIatoms is distorted Ψ-octa­hedral; if another two longer inter­molecular Pb⋯O inter­actions [at 2.955 (1) and 3.099 (1) Å] are considered, the geometry is a distorted Ψ-square anti­prism.

Related literature

For the spectrospic assigment of the structure of the lead derivative, see: Bottei & Schneggenburger (1970[Bottei, R. S. & Schneggenburger, R. G. (1970). J. Inorg. Nucl. Chem. 32, 1525-1545.]). For the structure of the organic ligand, see: Hickmann et al. (1979[Hickmann, E., Hädicke, E. & Reuther, W. (1979). Tetrahedron Lett. 20, 2457-2460.]).

[Scheme 1]

Experimental

Crystal data
  • [Pb2(C6H5N2O2)4]

  • Mr = 962.86

  • Triclinic, [P \overline 1]

  • a = 9.6149 (5) Å

  • b = 11.5340 (6) Å

  • c = 13.2724 (7) Å

  • α = 82.459 (1)°

  • β = 79.280 (1)°

  • γ = 67.369 (1)°

  • V = 1331.95 (12) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 12.69 mm−1

  • T = 100 K

  • 0.30 × 0.15 × 0.15 mm

Data collection
  • Bruker SMART APEX diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.115, Tmax = 0.252

  • 16878 measured reflections

  • 6094 independent reflections

  • 5444 reflections with I > 2σ(I)

  • Rint = 0.036

Refinement
  • R[F2 > 2σ(F2)] = 0.026

  • wR(F2) = 0.071

  • S = 1.06

  • 6094 reflections

  • 379 parameters

  • H-atom parameters constrained

  • Δρmax = 1.74 e Å−3

  • Δρmin = −2.24 e Å−3

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Supporting information


Comment top

The cupferronate ion is a common ion used for the complexation of metals; the crystal structure of the chelate has been reported (Hickmann et al., 1979). The synthesis of the lead(II) derivative has been known for a long time (Bottei & Schneggenburger, 1970), and the compound was assumed to exist as a mononuclear compound. The compound is, in fact, a dinuclear compound (Scheme I). The four cupferronate ions in dinuclear [Pb(C6H5N2O2)2]2 O,O'-chelate to the lead(II) atom; two of the four nitroso O atoms are also involved in bridging (Fig. 1). The geometry of both five-coordinate lead atoms is Ψ-octahedral; if another longer intermolecular Pb···O interactions (approx. 3.0 Å) are considered, the geometry is a Ψ-square-antiprism (Fig. 2).

Related literature top

For the spectrospic assigment of the structure of the lead derivative, see: Bottei & Schneggenburger (1970). For the structure of the organic ligand, see: Hickmann et al. (1979).

Experimental top

Lead(II) nitrate (0.33 g, 1 mmol) dissolved in ethanol (20 ml) was added to the cupferron ligand (0.31 g, 2 mmol) dissolved in ethanol (20 ml). The mixture was stirred and then set aside for the growth of brown colored crystals.

Refinement top

Hydrogen atoms were placed in calculated positions (C–H 0.95 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2Ueq(C).

Omitted from the refinement were the following reflections owing to bad disagreement between the observed and calculated F2 values: (0 0 1), (0 1 2), (1 0 1), (0 0 2), (11 4 7), (-9 - 11 5), (11 3 8), (11 5 6), (-4 - 9 10), (-9 -9 2) and (-4 7 0). The final difference Fourier map had a peak in the vicinity of Pb2 and a hole in the vicinty of the same atom.

Computing details top

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); 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, 2010).

Figures top
[Figure 1] Fig. 1. Anisotropic displacement ellipsoid plot (Barbour, 2001) of Pb2(C6H5N2O2)4 at the 70% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius.
[Figure 2] Fig. 2. Detail of geometry of the lead atoms when intermolecular longer interactions are considered. Symmetry codes: (i) 1 - x, 1 - y, 1 - z; (ii) 2 - x, 1 - y, 1 - z.
Bis(µ-N-nitroso-N-phenylhydroxylaminato)- κ3O,O':O';κ3O':O,O'- bis[(N-nitroso-N-phenylhydroxylaminato- κ2O,O')lead(II)] top
Crystal data top
[Pb2(C6H5N2O2)4]Z = 2
Mr = 962.86F(000) = 896
Triclinic, P1Dx = 2.401 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.6149 (5) ÅCell parameters from 9907 reflections
b = 11.5340 (6) Åθ = 2.4–28.3°
c = 13.2724 (7) ŵ = 12.69 mm1
α = 82.459 (1)°T = 100 K
β = 79.280 (1)°Prism, brown
γ = 67.369 (1)°0.30 × 0.15 × 0.15 mm
V = 1331.95 (12) Å3
Data collection top
Bruker SMART APEX
diffractometer
6094 independent reflections
Radiation source: fine-focus sealed tube5444 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.036
ω scansθmax = 27.5°, θmin = 2.3°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1212
Tmin = 0.115, Tmax = 0.252k = 1414
16878 measured reflectionsl = 1717
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)] = 0.026Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.071H-atom parameters constrained
S = 1.06 w = 1/[σ2(Fo2) + (0.0339P)2 + 2.8506P]
where P = (Fo2 + 2Fc2)/3
6094 reflections(Δ/σ)max = 0.001
379 parametersΔρmax = 1.74 e Å3
0 restraintsΔρmin = 2.24 e Å3
Crystal data top
[Pb2(C6H5N2O2)4]γ = 67.369 (1)°
Mr = 962.86V = 1331.95 (12) Å3
Triclinic, P1Z = 2
a = 9.6149 (5) ÅMo Kα radiation
b = 11.5340 (6) ŵ = 12.69 mm1
c = 13.2724 (7) ÅT = 100 K
α = 82.459 (1)°0.30 × 0.15 × 0.15 mm
β = 79.280 (1)°
Data collection top
Bruker SMART APEX
diffractometer
6094 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
5444 reflections with I > 2σ(I)
Tmin = 0.115, Tmax = 0.252Rint = 0.036
16878 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0260 restraints
wR(F2) = 0.071H-atom parameters constrained
S = 1.06Δρmax = 1.74 e Å3
6094 reflectionsΔρmin = 2.24 e Å3
379 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Pb10.634932 (18)0.462439 (15)0.364998 (12)0.00867 (6)
Pb20.819969 (18)0.523384 (15)0.612158 (13)0.01006 (6)
O10.6060 (4)0.6161 (3)0.4843 (2)0.0123 (7)
O20.5388 (4)0.6773 (3)0.3020 (2)0.0121 (7)
O30.8865 (4)0.4622 (3)0.3460 (3)0.0151 (7)
O40.7942 (4)0.3974 (3)0.2021 (3)0.0120 (7)
O50.7358 (4)0.3785 (3)0.5523 (3)0.0143 (7)
O61.0141 (4)0.3240 (3)0.5670 (3)0.0134 (7)
O70.5918 (4)0.5665 (3)0.7423 (3)0.0163 (7)
O80.8387 (4)0.3773 (3)0.7572 (3)0.0131 (7)
N10.5102 (4)0.7608 (4)0.3685 (3)0.0105 (8)
N20.5430 (5)0.7366 (4)0.4610 (3)0.0135 (8)
N30.9326 (4)0.3966 (4)0.1922 (3)0.0083 (7)
N40.9843 (5)0.4281 (4)0.2626 (3)0.0125 (8)
N50.9547 (5)0.2375 (4)0.5810 (3)0.0113 (8)
N60.8147 (4)0.2585 (4)0.5742 (3)0.0124 (8)
N70.7129 (4)0.3892 (4)0.8210 (3)0.0108 (8)
N80.5862 (5)0.4818 (4)0.8174 (3)0.0160 (9)
C10.4389 (5)0.8924 (4)0.3363 (4)0.0100 (9)
C20.3808 (5)0.9821 (5)0.4097 (4)0.0135 (9)
H20.38680.95750.48040.016*
C30.3142 (6)1.1081 (5)0.3774 (4)0.0155 (10)
H30.27361.17030.42640.019*
C40.3064 (6)1.1439 (5)0.2730 (4)0.0160 (10)
H40.26301.23040.25090.019*
C50.3626 (6)1.0524 (5)0.2020 (4)0.0154 (10)
H50.35631.07660.13130.018*
C60.4280 (5)0.9255 (4)0.2332 (4)0.0116 (9)
H60.46440.86300.18460.014*
C71.0322 (5)0.3611 (4)0.0962 (3)0.0093 (9)
C81.1523 (5)0.4028 (5)0.0675 (4)0.0142 (10)
H81.17350.45060.11160.017*
C91.2405 (6)0.3726 (5)0.0276 (4)0.0208 (11)
H91.32420.39910.04880.025*
C101.2081 (6)0.3047 (5)0.0917 (4)0.0173 (10)
H101.26800.28660.15730.021*
C111.0883 (6)0.2625 (5)0.0609 (4)0.0179 (10)
H111.06780.21400.10470.021*
C120.9989 (5)0.2915 (4)0.0341 (4)0.0130 (9)
H120.91630.26380.05580.016*
C131.0454 (5)0.1123 (4)0.6183 (4)0.0114 (9)
C140.9955 (6)0.0140 (5)0.6234 (4)0.0156 (10)
H140.90350.02610.59940.019*
C151.0836 (6)0.1037 (5)0.6649 (4)0.0160 (10)
H151.05170.17280.66890.019*
C161.2180 (6)0.1200 (5)0.7002 (4)0.0164 (10)
H161.27690.20010.72870.020*
C171.2661 (6)0.0205 (5)0.6942 (4)0.0147 (10)
H171.35850.03260.71790.018*
C181.1794 (5)0.0983 (5)0.6533 (4)0.0123 (9)
H181.21100.16750.64950.015*
C190.7167 (5)0.2865 (4)0.8969 (4)0.0102 (9)
C200.6247 (6)0.3103 (5)0.9917 (4)0.0151 (10)
H200.56150.39391.00830.018*
C210.6273 (6)0.2085 (5)1.0620 (4)0.0191 (11)
H210.56450.22251.12700.023*
C220.7215 (6)0.0868 (5)1.0372 (4)0.0217 (11)
H220.72160.01751.08470.026*
C230.8148 (6)0.0666 (5)0.9434 (4)0.0180 (10)
H230.88060.01660.92750.022*
C240.8139 (6)0.1657 (5)0.8724 (4)0.0151 (10)
H240.87850.15150.80810.018*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Pb10.00879 (9)0.01181 (9)0.00641 (9)0.00508 (7)0.00091 (6)0.00028 (6)
Pb20.01043 (9)0.01290 (10)0.00908 (10)0.00683 (7)0.00345 (7)0.00231 (7)
O10.0151 (17)0.0133 (16)0.0089 (16)0.0059 (14)0.0030 (13)0.0017 (13)
O20.0169 (17)0.0132 (16)0.0069 (15)0.0060 (13)0.0007 (13)0.0032 (13)
O30.0140 (17)0.0257 (19)0.0091 (16)0.0100 (15)0.0017 (13)0.0051 (14)
O40.0080 (15)0.0203 (17)0.0103 (16)0.0077 (13)0.0027 (12)0.0005 (13)
O50.0142 (17)0.0167 (17)0.0143 (17)0.0077 (14)0.0058 (14)0.0022 (14)
O60.0122 (16)0.0150 (16)0.0155 (17)0.0084 (13)0.0013 (13)0.0009 (13)
O70.0172 (18)0.0186 (18)0.0096 (17)0.0051 (14)0.0011 (14)0.0016 (14)
O80.0081 (15)0.0190 (17)0.0104 (16)0.0053 (13)0.0017 (12)0.0015 (13)
N10.0095 (18)0.0153 (19)0.0080 (19)0.0064 (16)0.0009 (15)0.0004 (15)
N20.013 (2)0.014 (2)0.013 (2)0.0046 (16)0.0042 (16)0.0004 (16)
N30.0049 (17)0.0130 (18)0.0070 (18)0.0045 (15)0.0010 (14)0.0004 (15)
N40.0120 (19)0.022 (2)0.0062 (19)0.0099 (17)0.0033 (15)0.0020 (16)
N50.0138 (19)0.016 (2)0.0060 (18)0.0087 (16)0.0020 (15)0.0022 (15)
N60.0101 (19)0.015 (2)0.014 (2)0.0058 (16)0.0024 (15)0.0025 (16)
N70.0113 (19)0.0161 (19)0.0047 (18)0.0047 (16)0.0021 (14)0.0000 (15)
N80.019 (2)0.019 (2)0.0083 (19)0.0047 (17)0.0031 (16)0.0006 (16)
C10.007 (2)0.013 (2)0.011 (2)0.0056 (17)0.0005 (17)0.0002 (17)
C20.012 (2)0.019 (2)0.010 (2)0.0079 (19)0.0031 (18)0.0032 (18)
C30.014 (2)0.017 (2)0.016 (2)0.0059 (19)0.0004 (19)0.006 (2)
C40.014 (2)0.015 (2)0.022 (3)0.0094 (19)0.008 (2)0.006 (2)
C50.017 (2)0.022 (3)0.009 (2)0.008 (2)0.0055 (18)0.0035 (19)
C60.011 (2)0.013 (2)0.012 (2)0.0057 (18)0.0021 (18)0.0023 (18)
C70.010 (2)0.008 (2)0.007 (2)0.0012 (17)0.0019 (17)0.0004 (16)
C80.010 (2)0.018 (2)0.016 (2)0.0072 (19)0.0045 (18)0.0034 (19)
C90.010 (2)0.027 (3)0.024 (3)0.008 (2)0.004 (2)0.008 (2)
C100.015 (2)0.018 (2)0.014 (2)0.003 (2)0.0000 (19)0.001 (2)
C110.013 (2)0.022 (3)0.017 (3)0.003 (2)0.0014 (19)0.004 (2)
C120.010 (2)0.016 (2)0.014 (2)0.0075 (18)0.0027 (18)0.0010 (18)
C130.011 (2)0.013 (2)0.008 (2)0.0029 (18)0.0016 (17)0.0024 (17)
C140.015 (2)0.022 (3)0.012 (2)0.008 (2)0.0017 (19)0.0048 (19)
C150.019 (2)0.017 (2)0.017 (2)0.011 (2)0.003 (2)0.0024 (19)
C160.014 (2)0.021 (3)0.015 (2)0.008 (2)0.0030 (19)0.001 (2)
C170.013 (2)0.024 (3)0.010 (2)0.010 (2)0.0018 (18)0.0005 (19)
C180.010 (2)0.019 (2)0.012 (2)0.0111 (19)0.0003 (18)0.0008 (19)
C190.011 (2)0.016 (2)0.008 (2)0.0091 (18)0.0026 (17)0.0006 (18)
C200.015 (2)0.022 (3)0.009 (2)0.008 (2)0.0026 (18)0.0011 (19)
C210.013 (2)0.029 (3)0.015 (3)0.010 (2)0.0030 (19)0.003 (2)
C220.028 (3)0.019 (3)0.021 (3)0.015 (2)0.006 (2)0.008 (2)
C230.024 (3)0.014 (2)0.017 (3)0.007 (2)0.003 (2)0.0024 (19)
C240.017 (2)0.021 (2)0.010 (2)0.010 (2)0.0013 (19)0.0040 (19)
Geometric parameters (Å, º) top
Pb1—O22.382 (3)C5—H50.9500
Pb1—O32.384 (3)C6—H60.9500
Pb1—O42.427 (3)C7—C121.378 (7)
Pb1—O12.433 (3)C7—C81.388 (7)
Pb1—O52.757 (3)C8—C91.387 (7)
Pb2—O82.371 (3)C8—H80.9500
Pb2—O52.389 (3)C9—C101.376 (8)
Pb2—O62.403 (3)C9—H90.9500
Pb2—O72.453 (3)C10—C111.392 (7)
Pb2—O12.718 (3)C10—H100.9500
O1—N21.305 (5)C11—C121.387 (7)
O2—N11.309 (5)C11—H110.9500
O3—N41.307 (5)C12—H120.9500
O4—N31.310 (5)C13—C141.380 (7)
O5—N61.320 (5)C13—C181.394 (7)
O6—N51.307 (5)C14—C151.399 (7)
O7—N81.311 (5)C14—H140.9500
O8—N71.312 (5)C15—C161.393 (7)
N1—N21.293 (6)C15—H150.9500
N1—C11.447 (6)C16—C171.382 (7)
N3—N41.286 (6)C16—H160.9500
N3—C71.445 (6)C17—C181.400 (7)
N5—N61.291 (6)C17—H170.9500
N5—C131.447 (6)C18—H180.9500
N7—N81.278 (6)C19—C241.387 (7)
N7—C191.444 (6)C19—C201.390 (7)
C1—C61.383 (7)C20—C211.396 (7)
C1—C21.396 (7)C20—H200.9500
C2—C31.388 (7)C21—C221.390 (8)
C2—H20.9500C21—H210.9500
C3—C41.400 (7)C22—C231.382 (8)
C3—H30.9500C22—H220.9500
C4—C51.388 (7)C23—C241.381 (7)
C4—H40.9500C23—H230.9500
C5—C61.392 (7)C24—H240.9500
O2—Pb1—O391.40 (12)C4—C5—C6120.8 (4)
O2—Pb1—O492.26 (11)C4—C5—H5119.6
O3—Pb1—O464.06 (11)C6—C5—H5119.6
O2—Pb1—O164.21 (11)C1—C6—C5118.7 (4)
O3—Pb1—O177.66 (11)C1—C6—H6120.6
O4—Pb1—O1134.66 (11)C5—C6—H6120.6
O2—Pb1—O5125.02 (11)C12—C7—C8122.4 (4)
O3—Pb1—O572.98 (11)C12—C7—N3118.0 (4)
O4—Pb1—O5123.21 (10)C8—C7—N3119.5 (4)
O1—Pb1—O561.03 (10)C9—C8—C7117.9 (5)
O8—Pb2—O579.95 (12)C9—C8—H8121.0
O8—Pb2—O670.65 (11)C7—C8—H8121.0
O5—Pb2—O664.08 (11)C10—C9—C8120.8 (5)
O8—Pb2—O763.85 (11)C10—C9—H9119.6
O5—Pb2—O785.48 (12)C8—C9—H9119.6
O6—Pb2—O7128.79 (11)C9—C10—C11120.4 (5)
O8—Pb2—O1130.44 (11)C9—C10—H10119.8
O5—Pb2—O162.13 (11)C11—C10—H10119.8
O6—Pb2—O1113.71 (11)C12—C11—C10119.7 (5)
O7—Pb2—O181.54 (11)C12—C11—H11120.1
N2—O1—Pb1121.0 (3)C10—C11—H11120.1
N2—O1—Pb2121.7 (3)C7—C12—C11118.8 (4)
Pb1—O1—Pb2111.54 (12)C7—C12—H12120.6
N1—O2—Pb1116.1 (3)C11—C12—H12120.6
N4—O3—Pb1122.2 (3)C14—C13—C18122.3 (5)
N3—O4—Pb1115.8 (3)C14—C13—N5120.7 (4)
N6—O5—Pb2115.1 (3)C18—C13—N5116.9 (4)
N6—O5—Pb1121.7 (3)C13—C14—C15118.5 (5)
Pb2—O5—Pb1111.59 (12)C13—C14—H14120.8
N5—O6—Pb2109.6 (3)C15—C14—H14120.8
N8—O7—Pb2119.6 (3)C16—C15—C14120.2 (5)
N7—O8—Pb2117.1 (3)C16—C15—H15119.9
N2—N1—O2125.6 (4)C14—C15—H15119.9
N2—N1—C1116.3 (4)C17—C16—C15120.4 (5)
O2—N1—C1118.0 (4)C17—C16—H16119.8
N1—N2—O1112.5 (4)C15—C16—H16119.8
N4—N3—O4123.6 (4)C16—C17—C18120.2 (5)
N4—N3—C7117.9 (4)C16—C17—H17119.9
O4—N3—C7118.5 (4)C18—C17—H17119.9
N3—N4—O3114.4 (4)C13—C18—C17118.3 (5)
N6—N5—O6124.4 (4)C13—C18—H18120.9
N6—N5—C13116.9 (4)C17—C18—H18120.9
O6—N5—C13118.3 (4)C24—C19—C20121.8 (5)
N5—N6—O5112.6 (4)C24—C19—N7118.3 (4)
N8—N7—O8124.7 (4)C20—C19—N7119.9 (4)
N8—N7—C19118.0 (4)C19—C20—C21118.5 (5)
O8—N7—C19117.1 (4)C19—C20—H20120.8
N7—N8—O7113.5 (4)C21—C20—H20120.8
C6—C1—C2121.7 (4)C22—C21—C20120.2 (5)
C6—C1—N1118.8 (4)C22—C21—H21119.9
C2—C1—N1119.5 (4)C20—C21—H21119.9
C3—C2—C1118.8 (5)C23—C22—C21119.9 (5)
C3—C2—H2120.6C23—C22—H22120.0
C1—C2—H2120.6C21—C22—H22120.0
C2—C3—C4120.4 (5)C24—C23—C22121.0 (5)
C2—C3—H3119.8C24—C23—H23119.5
C4—C3—H3119.8C22—C23—H23119.5
C5—C4—C3119.6 (5)C23—C24—C19118.6 (5)
C5—C4—H4120.2C23—C24—H24120.7
C3—C4—H4120.2C19—C24—H24120.7
O2—Pb1—O1—N25.5 (3)Pb1—O4—N3—C7178.8 (3)
O3—Pb1—O1—N2103.2 (3)O4—N3—N4—O30.4 (6)
O4—Pb1—O1—N271.0 (4)C7—N3—N4—O3178.2 (4)
O5—Pb1—O1—N2179.6 (3)Pb1—O3—N4—N30.8 (5)
O2—Pb1—O1—Pb2148.12 (16)Pb2—O6—N5—N628.7 (5)
O3—Pb1—O1—Pb250.45 (13)Pb2—O6—N5—C13143.8 (3)
O4—Pb1—O1—Pb282.70 (17)O6—N5—N6—O50.8 (6)
O5—Pb1—O1—Pb226.76 (11)C13—N5—N6—O5171.8 (4)
O8—Pb2—O1—N2130.8 (3)Pb2—O5—N6—N529.0 (4)
O5—Pb2—O1—N2175.6 (3)Pb1—O5—N6—N5111.0 (4)
O6—Pb2—O1—N2145.0 (3)Pb2—O8—N7—N88.9 (6)
O7—Pb2—O1—N286.3 (3)Pb2—O8—N7—C19167.6 (3)
O8—Pb2—O1—Pb175.71 (17)O8—N7—N8—O70.3 (7)
O5—Pb2—O1—Pb130.95 (12)C19—N7—N8—O7176.1 (4)
O6—Pb2—O1—Pb18.49 (16)Pb2—O7—N8—N78.3 (5)
O7—Pb2—O1—Pb1120.29 (14)N2—N1—C1—C6167.7 (4)
O3—Pb1—O2—N181.4 (3)O2—N1—C1—C611.0 (6)
O4—Pb1—O2—N1145.5 (3)N2—N1—C1—C213.4 (6)
O1—Pb1—O2—N15.8 (3)O2—N1—C1—C2168.0 (4)
O5—Pb1—O2—N111.3 (3)C6—C1—C2—C31.7 (7)
O2—Pb1—O3—N492.5 (3)N1—C1—C2—C3179.3 (4)
O4—Pb1—O3—N40.7 (3)C1—C2—C3—C40.4 (7)
O1—Pb1—O3—N4155.7 (3)C2—C3—C4—C51.6 (7)
O5—Pb1—O3—N4141.1 (4)C3—C4—C5—C60.7 (7)
O2—Pb1—O4—N390.9 (3)C2—C1—C6—C52.6 (7)
O3—Pb1—O4—N30.4 (3)N1—C1—C6—C5178.5 (4)
O1—Pb1—O4—N335.8 (3)C4—C5—C6—C11.3 (7)
O5—Pb1—O4—N344.6 (3)N4—N3—C7—C12160.2 (4)
O8—Pb2—O5—N642.0 (3)O4—N3—C7—C1221.1 (6)
O6—Pb2—O5—N631.3 (3)N4—N3—C7—C822.9 (6)
O7—Pb2—O5—N6106.2 (3)O4—N3—C7—C8155.8 (4)
O1—Pb2—O5—N6171.0 (3)C12—C7—C8—C90.2 (7)
O8—Pb2—O5—Pb1174.02 (15)N3—C7—C8—C9176.6 (4)
O6—Pb2—O5—Pb1112.72 (16)C7—C8—C9—C100.8 (7)
O7—Pb2—O5—Pb1109.80 (14)C8—C9—C10—C111.6 (8)
O1—Pb2—O5—Pb126.99 (11)C9—C10—C11—C121.4 (8)
O2—Pb1—O5—N6166.4 (3)C8—C7—C12—C110.3 (7)
O3—Pb1—O5—N687.0 (3)N3—C7—C12—C11176.5 (4)
O4—Pb1—O5—N645.4 (3)C10—C11—C12—C70.5 (7)
O1—Pb1—O5—N6172.1 (3)N6—N5—C13—C1414.3 (6)
O2—Pb1—O5—Pb225.19 (19)O6—N5—C13—C14172.6 (4)
O3—Pb1—O5—Pb254.25 (14)N6—N5—C13—C18162.4 (4)
O4—Pb1—O5—Pb295.90 (15)O6—N5—C13—C1810.7 (6)
O1—Pb1—O5—Pb230.82 (12)C18—C13—C14—C150.3 (7)
O8—Pb2—O6—N559.4 (3)N5—C13—C14—C15176.8 (4)
O5—Pb2—O6—N528.6 (3)C13—C14—C15—C160.2 (7)
O7—Pb2—O6—N531.2 (3)C14—C15—C16—C170.4 (8)
O1—Pb2—O6—N567.2 (3)C15—C16—C17—C180.6 (7)
O8—Pb2—O7—N89.1 (3)C14—C13—C18—C170.5 (7)
O5—Pb2—O7—N871.9 (3)N5—C13—C18—C17177.1 (4)
O6—Pb2—O7—N820.7 (4)C16—C17—C18—C130.7 (7)
O1—Pb2—O7—N8134.4 (3)N8—N7—C19—C24146.6 (5)
O5—Pb2—O8—N781.3 (3)O8—N7—C19—C2430.1 (6)
O6—Pb2—O8—N7147.2 (3)N8—N7—C19—C2033.5 (6)
O7—Pb2—O8—N78.6 (3)O8—N7—C19—C20149.8 (4)
O1—Pb2—O8—N742.1 (3)C24—C19—C20—C212.3 (7)
Pb1—O2—N1—N26.9 (5)N7—C19—C20—C21177.8 (4)
Pb1—O2—N1—C1174.5 (3)C19—C20—C21—C220.6 (8)
O2—N1—N2—O11.9 (6)C20—C21—C22—C231.2 (8)
C1—N1—N2—O1179.6 (4)C21—C22—C23—C241.4 (8)
Pb1—O1—N2—N14.3 (5)C22—C23—C24—C190.2 (8)
Pb2—O1—N2—N1146.7 (3)C20—C19—C24—C232.1 (7)
Pb1—O4—N3—N40.2 (5)N7—C19—C24—C23178.1 (4)

Experimental details

Crystal data
Chemical formula[Pb2(C6H5N2O2)4]
Mr962.86
Crystal system, space groupTriclinic, P1
Temperature (K)100
a, b, c (Å)9.6149 (5), 11.5340 (6), 13.2724 (7)
α, β, γ (°)82.459 (1), 79.280 (1), 67.369 (1)
V3)1331.95 (12)
Z2
Radiation typeMo Kα
µ (mm1)12.69
Crystal size (mm)0.30 × 0.15 × 0.15
Data collection
DiffractometerBruker SMART APEX
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.115, 0.252
No. of measured, independent and
observed [I > 2σ(I)] reflections
16878, 6094, 5444
Rint0.036
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.026, 0.071, 1.06
No. of reflections6094
No. of parameters379
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.74, 2.24

Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).

 

Acknowledgements

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

References

First citationBarbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.  CrossRef CAS Google Scholar
First citationBottei, R. S. & Schneggenburger, R. G. (1970). J. Inorg. Nucl. Chem. 32, 1525–1545.  CrossRef CAS Web of Science Google Scholar
First citationBruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationHickmann, E., Hädicke, E. & Reuther, W. (1979). Tetrahedron Lett. 20, 2457–2460.  CSD CrossRef Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWestrip, S. P. (2010). J. Appl. Cryst. 43, 920–925.  Web of Science CrossRef CAS IUCr Journals Google Scholar

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