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Acta Crystallogr Sect E Struct Rep Online. 2009 October 1; 65(Pt 10): m1169–m1170.
Published online 2009 September 5. doi:  10.1107/S160053680903459X
PMCID: PMC2970246

Tetra­kis(6-methyl-2,2′-bipyridine)-1κ2 N,N′;2κ2 N,N′;3κ2 N,N′;4κ2 N,N′-tetra-μ-nitrato-1:2κ2 O:O′;2:3κ3 O:O′,O′′;2:3κ3 O,O′:O′′;3:4κ2 O:O′-tetra­nitrato-1κ4 O,O′;4κ2 O,O′-tetra­lead(II)

Abstract

In the tetranuclear centrosymmetric title compound, [Pb4(NO3)8(C11H10N2)4], irregular PbN2O5 and PbN2O4 coordination polyhedra occur. The hepta­coordinated lead(II) ion is bonded to two bidentate and one monodentate nitrate ion and one bidentate 6-methyl-2,2′-bipyridine (mbpy) ligand. The six-coordinate lead(II) ion is bonded to one bidentate and two monodentate nitrate anions and one mbpy ligand. In the crystal, bridging nitrate anions lead to infinite chains propagating in [111]. A number of C—H(...)O hydrogen bonds may stabilize the structure.

Related literature

For different metal complexes of 6-methyl-2,2′-bipyridine, see: Ahmadi, Kalateh et al. (2008 [triangle]); Ahmadi, Ebadi et al. (2008 [triangle]); Newkome et al. (1982 [triangle]); Onggo et al. (1990 [triangle], 2005 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-65-m1169-scheme1.jpg

Experimental

Crystal data

  • [Pb4(NO3)8(C11H10N2)4]
  • M r = 1002.84
  • Triclinic, An external file that holds a picture, illustration, etc.
Object name is e-65-m1169-efi1.jpg
  • a = 11.093 (2) Å
  • b = 11.266 (2) Å
  • c = 12.642 (3) Å
  • α = 109.25 (3)°
  • β = 95.43 (3)°
  • γ = 105.62 (3)°
  • V = 1407.0 (7) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 12.03 mm−1
  • T = 298 K
  • 0.40 × 0.30 × 0.25 mm

Data collection

  • Bruker SMART CCD diffractometer
  • Absorption correction: numerical shape of crystal determined optically (X-SHAPE and X-RED32; Stoe & Cie, 2005 [triangle]) T min = 0.021, T max = 0.052
  • 16752 measured reflections
  • 7561 independent reflections
  • 6277 reflections with I > 2σ(I)
  • R int = 0.089

Refinement

  • R[F 2 > 2σ(F 2)] = 0.049
  • wR(F 2) = 0.137
  • S = 1.10
  • 7561 reflections
  • 397 parameters
  • H-atom parameters constrained
  • Δρmax = 2.18 e Å−3
  • Δρmin = −2.37 e Å−3

Data collection: SMART (Bruker, 1998 [triangle]); cell refinement: SAINT (Bruker, 1998 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXTL; molecular graphics: ORTEP-3 (Farrugia, 1997 [triangle]); software used to prepare material for publication: WinGX (Farrugia, 1999 [triangle]).

Table 1
Selected bond lengths (Å)
Table 2
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053680903459X/hb5028sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680903459X/hb5028Isup2.hkl

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

Acknowledgments

We are grateful to Damghan University of Basic Sciences and the Islamic Azad University, Shahr-e-Rey Branch, for financial support.

supplementary crystallographic information

Comment

6-Methyl-2,2'-bipyridine (6-mbipy) is a good bidentate ligand, and numerous complexes with 6-mbipy have been prepared, such as that of zinc (Ahmadi, Kalateh et al., 2008), mercury (Ahmadi, Ebadi et al., 2008), palladium (Newkome et al., 1982), ruthenium (Onggo, Scudder et al., 2005) and iron (Onggo, Hook et al., 1990). We report herein the synthesis and crystal structure of the title compound (I).

The asymmetric unit of this tetrameric compound, (I), (Fig. 1), contains two different hepta and hexa-coordinated PbII centers that the metallic centers site in distorted environment by five oxygen atoms from three nitrate and two nitrogen atom from one 6-methyl-2,2'-bipyridine and distorted octahedral environment by four oxygen atoms from three nitrate and two nitrogen atom from one 6-methyl-2,2'-bipyridine respectively. The Pb—O and Pb—N bond lengths and angles are collected in Table 1.

In the crystal structure, intermolecular C—H···O hydrogen bonds (Table 2) may stabilize the structure.

Experimental

6-Methyl-2,2'-bipyridine (0.14 g, 0.79 mmol, 0.13 ml) in 5 ml me thanol was added to a solution of Pb(NO3)2 (0.26 g, 0.79 mmol) in methanol (10 ml) and the resulting colorless solution was stirred at 313 K for 30 min. This solution was left to evaporate slowly at room temperature. After one week, colorless blocks of (I) were isolated (yield 0.29 g, 73.2%).

Refinement

All H atoms were positioned geometrically, with C—H = 0.93Å and refined as riding with Uiso(H)=1.2Ueq.

Figures

Fig. 1.
The molecular structure of (I). Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (a) -x,-y,-z]

Crystal data

[Pb4(NO3)8(C11H10N2)4]Z = 2
Mr = 1002.84F(000) = 936
Triclinic, P1Dx = 2.367 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 11.093 (2) ÅCell parameters from 1311 reflections
b = 11.266 (2) Åθ = 1.7–29.2°
c = 12.642 (3) ŵ = 12.03 mm1
α = 109.25 (3)°T = 298 K
β = 95.43 (3)°Block, colorless
γ = 105.62 (3)°0.40 × 0.30 × 0.25 mm
V = 1407.0 (7) Å3

Data collection

Bruker SMART CCD diffractometer7561 independent reflections
Radiation source: fine-focus sealed tube6277 reflections with I > 2σ(I)
graphiteRint = 0.089
ω scansθmax = 29.2°, θmin = 1.7°
Absorption correction: numerical shape of crystal determined optically (program? reference?)h = −15→15
Tmin = 0.021, Tmax = 0.052k = −15→14
16752 measured reflectionsl = −17→17

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)] = 0.049Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.137H-atom parameters constrained
S = 1.10w = 1/[σ2(Fo2) + (0.0636P)2 + 3.7094P] where P = (Fo2 + 2Fc2)/3
7561 reflections(Δ/σ)max = 0.011
397 parametersΔρmax = 2.18 e Å3
0 restraintsΔρmin = −2.37 e Å3

Special details

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.
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

xyzUiso*/Ueq
C10.9335 (12)0.7297 (9)0.8235 (9)0.062 (3)
H1A0.92080.69130.74160.074*
H1B1.02340.76290.85580.074*
H1C0.89830.80130.84460.074*
C20.8691 (9)0.6277 (9)0.8670 (7)0.0478 (18)
C30.7749 (12)0.6393 (12)0.9294 (9)0.066 (3)
H30.75150.71590.94850.079*
C40.7160 (12)0.5403 (12)0.9634 (10)0.067 (3)
H40.65030.54761.00320.080*
C50.7530 (10)0.4297 (10)0.9393 (8)0.053 (2)
H50.71420.36190.96360.063*
C60.8491 (8)0.4204 (8)0.8785 (7)0.0412 (15)
C70.8970 (8)0.3056 (8)0.8500 (7)0.0424 (16)
C80.8691 (9)0.2158 (9)0.9059 (9)0.052 (2)
H80.81870.22640.96090.063*
C90.9175 (12)0.1117 (9)0.8781 (10)0.062 (3)
H90.89870.05010.91320.074*
C100.9918 (11)0.0992 (10)0.8002 (10)0.060 (2)
H101.02880.03190.78340.072*
C111.0127 (10)0.1894 (9)0.7449 (9)0.053 (2)
H111.05770.17620.68590.063*
C120.3946 (11)0.3441 (9)0.3475 (10)0.062 (3)
H12A0.38140.31920.26590.075*
H12B0.48340.39130.38050.075*
H12C0.34460.40000.37780.075*
C130.3544 (9)0.2208 (9)0.3761 (8)0.0505 (19)
C140.2605 (10)0.2030 (13)0.4403 (10)0.068 (3)
H140.21930.26600.46460.081*
C150.2295 (11)0.0929 (14)0.4671 (10)0.075 (3)
H150.16640.07980.50940.091*
C160.2915 (9)0.0006 (12)0.4318 (9)0.062 (3)
H160.2723−0.07450.45070.074*
C170.3841 (7)0.0227 (8)0.3667 (7)0.0425 (16)
C180.4550 (8)−0.0716 (8)0.3243 (7)0.0442 (17)
C190.4256 (11)−0.1938 (10)0.3387 (9)0.063 (3)
H190.3604−0.21850.37590.076*
C200.4965 (13)−0.2769 (10)0.2960 (11)0.072 (3)
H200.4774−0.35890.30360.087*
C210.5926 (12)−0.2405 (10)0.2438 (11)0.067 (3)
H210.6405−0.29590.21600.081*
C220.6182 (10)−0.1186 (10)0.2325 (10)0.059 (2)
H220.6836−0.09310.19560.071*
N10.9053 (7)0.5176 (7)0.8420 (6)0.0411 (13)
N20.9713 (8)0.2921 (7)0.7728 (6)0.0477 (16)
N31.2895 (7)0.5378 (9)0.7956 (8)0.057 (2)
N40.9322 (8)0.2233 (8)0.4204 (7)0.0519 (17)
N50.7285 (7)0.3733 (8)0.4898 (6)0.0469 (15)
N60.4148 (6)0.1316 (7)0.3391 (6)0.0410 (13)
N70.5523 (7)−0.0368 (7)0.2727 (6)0.0443 (14)
N80.3510 (8)0.0199 (8)0.0272 (7)0.0505 (16)
O11.2315 (7)0.4180 (7)0.7307 (8)0.071 (2)
O21.2252 (7)0.6164 (7)0.8206 (7)0.0591 (16)
O31.4048 (7)0.5766 (10)0.8320 (9)0.083 (3)
O40.9642 (9)0.3404 (8)0.4264 (7)0.068 (2)
O50.9608 (9)0.2066 (8)0.5144 (8)0.076 (2)
O60.8789 (12)0.1308 (10)0.3342 (9)0.110 (4)
O70.7188 (10)0.4369 (9)0.4276 (8)0.082 (3)
O80.7761 (7)0.4279 (7)0.5941 (6)0.0578 (16)
O90.6873 (7)0.2468 (7)0.4469 (6)0.0612 (17)
O100.3682 (10)0.1365 (8)0.0852 (8)0.077 (3)
O110.4108 (7)−0.0399 (7)0.0670 (7)0.0614 (17)
O120.2747 (8)−0.0373 (8)−0.0665 (7)0.070 (2)
Pb11.02005 (3)0.45241 (3)0.67017 (2)0.04043 (9)
Pb20.58525 (3)0.16179 (3)0.22876 (3)0.04202 (10)

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
C10.087 (7)0.044 (5)0.063 (6)0.030 (5)0.012 (5)0.024 (4)
C20.057 (5)0.046 (4)0.046 (4)0.030 (4)0.008 (4)0.014 (3)
C30.086 (8)0.074 (7)0.052 (5)0.049 (6)0.018 (5)0.021 (5)
C40.076 (7)0.081 (7)0.065 (6)0.048 (6)0.041 (5)0.028 (5)
C50.057 (5)0.064 (5)0.048 (4)0.022 (4)0.017 (4)0.029 (4)
C60.045 (4)0.048 (4)0.038 (3)0.021 (3)0.009 (3)0.020 (3)
C70.047 (4)0.040 (4)0.042 (4)0.012 (3)0.011 (3)0.019 (3)
C80.053 (5)0.050 (5)0.067 (5)0.016 (4)0.021 (4)0.036 (4)
C90.079 (7)0.043 (4)0.073 (6)0.019 (5)0.020 (5)0.032 (5)
C100.070 (6)0.043 (4)0.075 (6)0.026 (4)0.017 (5)0.026 (4)
C110.059 (5)0.048 (5)0.061 (5)0.028 (4)0.020 (4)0.022 (4)
C120.068 (6)0.045 (5)0.078 (7)0.035 (4)0.015 (5)0.013 (4)
C130.048 (5)0.050 (5)0.049 (4)0.019 (4)0.008 (4)0.010 (4)
C140.052 (5)0.086 (8)0.067 (6)0.031 (5)0.027 (5)0.019 (6)
C150.056 (6)0.112 (10)0.064 (6)0.025 (6)0.036 (5)0.035 (6)
C160.044 (5)0.080 (7)0.064 (6)0.009 (5)0.018 (4)0.038 (5)
C170.034 (3)0.048 (4)0.044 (4)0.007 (3)0.008 (3)0.021 (3)
C180.040 (4)0.039 (4)0.048 (4)0.003 (3)0.004 (3)0.019 (3)
C190.070 (6)0.053 (5)0.066 (6)0.002 (5)0.007 (5)0.037 (5)
C200.093 (8)0.044 (5)0.082 (7)0.019 (5)−0.008 (6)0.036 (5)
C210.083 (8)0.050 (5)0.080 (7)0.039 (5)0.005 (6)0.027 (5)
C220.053 (5)0.052 (5)0.075 (6)0.026 (4)0.006 (5)0.022 (5)
N10.046 (4)0.040 (3)0.043 (3)0.022 (3)0.010 (3)0.016 (3)
N20.060 (4)0.043 (4)0.045 (4)0.020 (3)0.015 (3)0.018 (3)
N30.038 (4)0.064 (5)0.081 (6)0.012 (3)0.004 (4)0.047 (5)
N40.057 (4)0.054 (4)0.055 (4)0.019 (3)0.021 (3)0.017 (3)
N50.038 (3)0.056 (4)0.049 (4)0.020 (3)0.007 (3)0.019 (3)
N60.035 (3)0.041 (3)0.045 (3)0.012 (3)0.006 (3)0.014 (3)
N70.052 (4)0.036 (3)0.047 (4)0.017 (3)0.011 (3)0.016 (3)
N80.051 (4)0.053 (4)0.050 (4)0.018 (3)0.015 (3)0.020 (3)
O10.054 (4)0.053 (4)0.118 (7)0.021 (3)0.016 (4)0.045 (4)
O20.054 (4)0.053 (4)0.076 (5)0.024 (3)0.017 (3)0.025 (3)
O30.043 (4)0.096 (6)0.111 (7)0.012 (4)0.003 (4)0.053 (6)
O40.088 (6)0.058 (4)0.062 (4)0.015 (4)0.019 (4)0.032 (3)
O50.086 (6)0.066 (5)0.091 (6)0.027 (4)0.019 (5)0.047 (4)
O60.121 (9)0.070 (6)0.086 (7)0.011 (6)0.025 (6)−0.023 (5)
O70.104 (7)0.089 (6)0.081 (6)0.051 (5)0.020 (5)0.051 (5)
O80.052 (4)0.065 (4)0.046 (3)0.019 (3)0.011 (3)0.007 (3)
O90.056 (4)0.063 (4)0.058 (4)0.011 (3)0.009 (3)0.022 (3)
O100.089 (7)0.059 (5)0.078 (5)0.040 (5)−0.004 (5)0.023 (4)
O110.057 (4)0.062 (4)0.075 (5)0.025 (3)0.009 (3)0.033 (4)
O120.062 (4)0.078 (5)0.059 (4)0.015 (4)−0.002 (3)0.021 (4)
Pb10.04429 (17)0.04041 (16)0.04192 (15)0.01671 (12)0.01061 (11)0.01886 (12)
Pb20.04585 (17)0.03412 (15)0.04792 (17)0.01031 (11)0.01553 (12)0.01783 (12)

Geometric parameters (Å, °)

Pb1—O12.566 (8)C5—C61.379 (14)
Pb1—O22.609 (8)C6—C71.478 (13)
Pb1—O42.851 (8)C7—C81.401 (14)
Pb1—O52.675 (9)C8—C91.375 (16)
Pb1—O82.693 (8)C9—C101.339 (18)
Pb1—N12.618 (8)C10—C111.396 (16)
Pb1—N22.528 (8)C12—C131.512 (15)
Pb2—O92.624 (7)C13—C141.392 (16)
Pb2—O102.763 (11)C14—C151.36 (2)
Pb2—O112.629 (8)C15—C161.375 (18)
Pb2—N62.470 (7)C16—C171.397 (14)
Pb2—N72.422 (8)C17—C181.480 (13)
Pb2—O12i2.910 (9)C18—C191.403 (15)
O1—N31.269 (13)C19—C201.389 (18)
O2—N31.261 (12)C20—C211.348 (19)
O3—N31.222 (12)C21—C221.384 (17)
O4—N41.245 (13)C1—H1A0.9600
O5—N41.287 (13)C1—H1B0.9600
O6—N41.192 (14)C1—H1C0.9600
O7—N51.241 (13)C3—H30.9300
O8—N51.247 (10)C4—H40.9300
O9—N51.275 (12)C5—H50.9300
O10—N81.226 (13)C8—H80.9300
O11—N81.244 (12)C9—H90.9300
O12—N81.244 (12)C10—H100.9300
N1—C21.354 (13)C11—H110.9300
N1—C61.349 (12)C12—H12A0.9600
N2—C71.333 (12)C12—H12B0.9600
N2—C111.312 (14)C12—H12C0.9600
N6—C131.338 (13)C14—H140.9300
N6—C171.350 (12)C15—H150.9300
N7—C181.348 (12)C16—H160.9300
N7—C221.329 (14)C19—H190.9300
C1—C21.477 (15)C20—H200.9300
C2—C31.376 (16)C21—H210.9300
C3—C41.354 (19)C22—H220.9300
C4—C51.365 (18)
O1—Pb1—O249.6 (3)N1—C2—C3119.6 (10)
O1—Pb1—O4105.4 (3)C1—C2—C3123.3 (10)
O1—Pb1—O584.7 (3)C2—C3—C4120.6 (12)
O1—Pb1—O8166.8 (3)C3—C4—C5120.0 (12)
O1—Pb1—N1111.9 (3)C4—C5—C6118.8 (11)
O1—Pb1—N273.1 (3)N1—C6—C5121.1 (9)
O2—Pb1—O4133.0 (3)N1—C6—C7116.2 (8)
O2—Pb1—O5134.1 (3)C5—C6—C7122.7 (9)
O2—Pb1—O8141.9 (2)N2—C7—C6118.4 (8)
O2—Pb1—N183.7 (2)N2—C7—C8120.7 (9)
O2—Pb1—N294.9 (3)C6—C7—C8120.8 (8)
O4—Pb1—O545.5 (3)C7—C8—C9118.9 (10)
O4—Pb1—O871.0 (3)C8—C9—C10119.8 (10)
O4—Pb1—N1140.2 (3)C9—C10—C11118.6 (11)
O4—Pb1—N2116.8 (3)N2—C11—C10122.6 (10)
O5—Pb1—O884.0 (3)N6—C13—C12117.1 (9)
O5—Pb1—N1124.2 (3)N6—C13—C14121.8 (10)
O5—Pb1—N272.2 (3)C12—C13—C14121.1 (10)
O8—Pb1—N169.5 (2)C13—C14—C15119.5 (12)
O8—Pb1—N296.9 (3)C14—C15—C16120.0 (12)
N1—Pb1—N263.9 (3)C15—C16—C17118.2 (12)
O9—Pb2—O10141.1 (3)N6—C17—C16122.1 (9)
O9—Pb2—O11141.2 (3)N6—C17—C18115.9 (7)
O9—Pb2—N670.3 (2)C16—C17—C18122.0 (9)
O9—Pb2—N775.0 (2)N7—C18—C17118.5 (8)
O9—Pb2—O12i117.1 (2)N7—C18—C19119.6 (9)
O10—Pb2—O1146.0 (3)C17—C18—C19121.9 (9)
O10—Pb2—N675.8 (3)C18—C19—C20118.3 (11)
O10—Pb2—N7109.1 (3)C19—C20—C21121.0 (11)
O10—Pb2—O12i101.8 (3)C20—C21—C22118.3 (12)
O11—Pb2—N681.6 (2)N7—C22—C21122.0 (11)
O11—Pb2—N769.7 (3)C2—C1—H1A110.00
O11—Pb2—O12i74.6 (3)C2—C1—H1B110.00
N6—Pb2—N767.5 (3)C2—C1—H1C110.00
O12i—Pb2—N6147.3 (3)H1A—C1—H1B109.00
O12i—Pb2—N783.3 (3)H1A—C1—H1C109.00
Pb1—O1—N396.4 (6)H1B—C1—H1C109.00
Pb1—O2—N394.6 (6)C2—C3—H3120.00
Pb1—O4—N494.8 (6)C4—C3—H3120.00
Pb1—O4—Pb1ii110.9 (3)C3—C4—H4120.00
Pb1ii—O4—N4153.4 (7)C5—C4—H4120.00
Pb1—O5—N4102.2 (6)C4—C5—H5121.00
Pb1—O8—N5120.0 (6)C6—C5—H5121.00
Pb2—O9—N5110.7 (5)C7—C8—H8121.00
Pb2—O10—N894.1 (7)C9—C8—H8121.00
Pb2—O11—N8100.3 (6)C8—C9—H9120.00
Pb2i—O12—N8106.0 (7)C10—C9—H9120.00
Pb1—N1—C2119.9 (6)C9—C10—H10121.00
Pb1—N1—C6116.9 (6)C11—C10—H10121.00
C2—N1—C6119.9 (8)N2—C11—H11119.00
Pb1—N2—C7120.8 (6)C10—C11—H11119.00
Pb1—N2—C11119.8 (7)C13—C12—H12A109.00
C7—N2—C11119.2 (9)C13—C12—H12B109.00
O1—N3—O2118.2 (8)C13—C12—H12C110.00
O1—N3—O3121.0 (10)H12A—C12—H12B109.00
O2—N3—O3120.7 (10)H12A—C12—H12C109.00
O4—N4—O5115.7 (9)H12B—C12—H12C109.00
O4—N4—O6123.4 (10)C13—C14—H14120.00
O5—N4—O6120.9 (10)C15—C14—H14120.00
O7—N5—O8122.7 (9)C14—C15—H15120.00
O7—N5—O9119.5 (8)C16—C15—H15120.00
O8—N5—O9117.8 (8)C15—C16—H16121.00
Pb2—N6—C13122.8 (6)C17—C16—H16121.00
Pb2—N6—C17118.7 (5)C18—C19—H19121.00
C13—N6—C17118.4 (8)C20—C19—H19121.00
Pb2—N7—C18118.9 (6)C19—C20—H20119.00
Pb2—N7—C22119.8 (7)C21—C20—H20119.00
C18—N7—C22120.7 (9)C20—C21—H21121.00
O10—N8—O11117.3 (9)C22—C21—H21121.00
O10—N8—O12121.4 (10)N7—C22—H22119.00
O11—N8—O12121.3 (9)C21—C22—H22119.00
N1—C2—C1117.2 (9)
O2—Pb1—O1—N3−6.2 (6)O11—Pb2—N7—C2287.4 (8)
O4—Pb1—O1—N3127.9 (6)N6—Pb2—N7—C22176.5 (8)
O5—Pb1—O1—N3168.9 (7)O12i—Pb2—N7—C2211.4 (8)
N1—Pb1—O1—N3−66.3 (7)O12i—Pb2—N6—C13−155.8 (6)
N2—Pb1—O1—N3−118.2 (7)O9—Pb2—N6—C17−83.2 (6)
O4ii—Pb1—O1—N354.0 (7)O10—Pb2—N6—C17116.3 (6)
O1—Pb1—O2—N36.2 (6)O11—Pb2—N6—C1769.7 (6)
O4—Pb1—O2—N3−65.2 (7)N7—Pb2—N6—C17−1.8 (6)
O5—Pb1—O2—N3−0.8 (8)O12i—Pb2—N6—C1726.5 (8)
O8—Pb1—O2—N3176.8 (5)O9—Pb2—N7—C1880.0 (6)
N1—Pb1—O2—N3132.1 (6)O10—Pb2—N7—C18−59.4 (7)
N2—Pb1—O2—N369.1 (6)O11—Pb2—N7—C18−83.6 (6)
O4ii—Pb1—O2—N3−122.8 (6)N6—Pb2—N7—C185.5 (6)
O1—Pb1—O4—N473.9 (7)O12i—Pb2—N7—C18−159.6 (6)
O2—Pb1—O4—N4122.3 (6)O9—Pb2—N6—C1394.5 (7)
O5—Pb1—O4—N47.7 (6)O10—Pb2—N6—C13−66.0 (7)
O8—Pb1—O4—N4−92.9 (7)O11—Pb2—N6—C13−112.6 (7)
N1—Pb1—O4—N4−85.2 (8)N7—Pb2—N6—C13175.9 (7)
N2—Pb1—O4—N4−4.7 (8)O9—Pb2—N7—C22−109.0 (8)
O4ii—Pb1—O4—N4−173.2 (7)O10—Pb2—N7—C22111.6 (8)
O1—Pb1—O4—Pb1ii−113.0 (3)Pb1—O1—N3—O3−168.1 (10)
O2—Pb1—O4—Pb1ii−64.5 (5)Pb1—O1—N3—O211.1 (10)
O5—Pb1—O4—Pb1ii−179.1 (6)Pb1—O2—N3—O1−10.8 (10)
O8—Pb1—O4—Pb1ii80.3 (3)Pb1—O2—N3—O3168.4 (10)
N1—Pb1—O4—Pb1ii88.0 (5)Pb1ii—O4—N4—O5−178.4 (13)
N2—Pb1—O4—Pb1ii168.5 (3)Pb1—O4—N4—O6167.5 (11)
O4ii—Pb1—O4—Pb1ii0.0 (3)Pb1—O4—N4—O5−12.8 (10)
O1ii—Pb1ii—O4—Pb1−97.2 (4)Pb1ii—O4—N4—O62(2)
O2ii—Pb1ii—O4—Pb1−138.7 (4)Pb1—O5—N4—O413.9 (11)
O4ii—Pb1ii—O4—Pb10.0 (3)Pb1—O5—N4—O6−166.4 (10)
O5ii—Pb1ii—O4—Pb1−0.7 (5)Pb1—O8—N5—O981.2 (9)
O8ii—Pb1ii—O4—Pb175.2 (3)Pb1—O8—N5—O7−99.6 (10)
N1ii—Pb1ii—O4—Pb1138.6 (3)Pb2—O9—N5—O8177.8 (6)
O1ii—Pb1ii—O4—N467.4 (18)Pb2—O9—N5—O7−1.4 (11)
O2ii—Pb1ii—O4—N426.0 (17)Pb2—O10—N8—O1114.9 (10)
O4ii—Pb1ii—O4—N4164.7 (18)Pb2—O10—N8—O12−166.7 (9)
O5ii—Pb1ii—O4—N4164.0 (17)Pb2—O11—N8—O10−15.9 (10)
O8ii—Pb1ii—O4—N4−120.2 (17)Pb2—O11—N8—O12165.7 (8)
N1ii—Pb1ii—O4—N4−56.7 (18)Pb2i—O12—N8—O10129.4 (9)
O1—Pb1—O5—N4−125.3 (7)Pb2i—O12—N8—O11−52.2 (11)
O2—Pb1—O5—N4−120.0 (7)Pb1—N1—C2—C1−20.6 (11)
O4—Pb1—O5—N4−7.6 (6)C6—N1—C2—C1−179.4 (8)
O8—Pb1—O5—N461.6 (7)Pb1—N1—C2—C3158.7 (7)
N1—Pb1—O5—N4121.8 (6)C6—N1—C2—C3−0.1 (13)
N2—Pb1—O5—N4160.8 (8)C2—N1—C6—C51.3 (13)
O4ii—Pb1—O5—N4−8.5 (8)Pb1—N1—C6—C722.2 (10)
O2—Pb1—O8—N5141.4 (7)C2—N1—C6—C7−178.4 (8)
O4—Pb1—O8—N54.4 (7)Pb1—N1—C6—C5−158.2 (7)
O5—Pb1—O8—N5−40.4 (7)C11—N2—C7—C6−178.7 (9)
N1—Pb1—O8—N5−170.4 (8)Pb1—N2—C7—C8179.4 (7)
N2—Pb1—O8—N5−111.6 (7)C7—N2—C11—C10−5.9 (16)
O4ii—Pb1—O8—N577.1 (7)Pb1—N2—C11—C10178.3 (8)
O8—Pb1—N1—C692.2 (6)Pb1—N2—C7—C6−3.1 (11)
N2—Pb1—N1—C6−16.8 (6)C11—N2—C7—C83.7 (14)
O4ii—Pb1—N1—C6159.2 (6)Pb2—N6—C17—C16178.1 (7)
O1—Pb1—N2—C7135.5 (7)C13—N6—C17—C160.3 (13)
O2—Pb1—N2—C790.4 (7)Pb2—N6—C13—C14−178.6 (8)
O4—Pb1—N2—C7−125.4 (7)Pb2—N6—C13—C120.1 (12)
O5—Pb1—N2—C7−134.7 (7)C17—N6—C13—C12177.7 (8)
O8—Pb1—N2—C7−53.3 (7)Pb2—N6—C17—C18−1.6 (9)
N1—Pb1—N2—C79.9 (6)C17—N6—C13—C14−0.9 (14)
O1—Pb1—N2—C11−48.8 (8)C13—N6—C17—C18−179.4 (8)
O2—Pb1—N2—C11−93.9 (8)Pb2—N7—C22—C21−172.4 (9)
O4—Pb1—N2—C1150.2 (8)Pb2—N7—C18—C19172.8 (7)
O5—Pb1—N2—C1140.9 (8)Pb2—N7—C18—C17−8.6 (10)
O8—Pb1—N2—C11122.4 (8)C18—N7—C22—C21−1.5 (16)
N1—Pb1—N2—C11−174.4 (8)C22—N7—C18—C17−179.5 (9)
O5—Pb1—N1—C625.0 (7)C22—N7—C18—C191.9 (13)
O5—Pb1—N1—C2−134.5 (7)C1—C2—C3—C4177.5 (11)
O8—Pb1—N1—C2−67.3 (7)N1—C2—C3—C4−1.7 (16)
N2—Pb1—N1—C2−176.2 (8)C2—C3—C4—C52.3 (18)
O4ii—Pb1—N1—C2−0.2 (7)C3—C4—C5—C6−1.1 (17)
O1—Pb1—N1—C2126.8 (7)C4—C5—C6—N1−0.7 (14)
O2—Pb1—N1—C285.1 (7)C4—C5—C6—C7179.0 (9)
O4—Pb1—N1—C2−75.0 (8)N1—C6—C7—C8164.3 (9)
O4—Pb1—N1—C684.5 (7)N1—C6—C7—N2−13.3 (12)
O1—Pb1—N1—C6−73.7 (7)C5—C6—C7—C8−15.4 (14)
O2—Pb1—N1—C6−115.4 (6)C5—C6—C7—N2167.0 (9)
O10i—Pb2i—O12—N811.7 (7)C6—C7—C8—C9−178.9 (10)
O11i—Pb2i—O12—N8−25.8 (7)N2—C7—C8—C9−1.3 (15)
N6i—Pb2i—O12—N8−70.4 (8)C7—C8—C9—C101.2 (17)
N7i—Pb2i—O12—N8−96.6 (7)C8—C9—C10—C11−3.2 (18)
O9i—Pb2i—O12—N8−165.9 (6)C9—C10—C11—N25.8 (18)
O10—Pb2—O9—N5−74.9 (7)C12—C13—C14—C15−178.1 (11)
O11—Pb2—O9—N5−151.9 (6)N6—C13—C14—C150.5 (16)
N6—Pb2—O9—N5−105.8 (6)C13—C14—C15—C160.6 (18)
N7—Pb2—O9—N5−176.8 (7)C14—C15—C16—C17−1.2 (17)
O12i—Pb2—O9—N5109.0 (6)C15—C16—C17—N60.8 (15)
O9—Pb2—O10—N8−130.6 (6)C15—C16—C17—C18−179.6 (9)
O11—Pb2—O10—N8−8.6 (6)C16—C17—C18—C195.6 (14)
N6—Pb2—O10—N8−100.6 (7)N6—C17—C18—C19−174.7 (8)
N7—Pb2—O10—N8−41.0 (7)C16—C17—C18—N7−173.0 (8)
O12i—Pb2—O10—N845.9 (7)N6—C17—C18—N76.7 (11)
O9—Pb2—O11—N8130.3 (6)C17—C18—C19—C20179.8 (10)
O10—Pb2—O11—N88.6 (6)N7—C18—C19—C20−1.7 (15)
N6—Pb2—O11—N887.0 (6)C18—C19—C20—C211.1 (18)
N7—Pb2—O11—N8156.0 (7)C19—C20—C21—C22−0.7 (19)
O12i—Pb2—O11—N8−115.5 (6)C20—C21—C22—N70.9 (19)

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

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
C1—H1A···O4ii0.962.553.378 (14)144
C3—H3···O10iii0.932.503.368 (17)155
C10—H10···O6iv0.932.473.349 (17)157
C12—H12A···O100.962.483.299 (15)143
C12—H12B···O70.962.493.412 (17)160
C12—H12C···O8iii0.962.593.516 (14)162
C19—H19···O9v0.932.453.253 (13)145
C21—H21···O1iv0.932.423.212 (15)143
C22—H22···O12i0.932.533.268 (15)137

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

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5028).

References

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