Di-μ-benzoato-κ3O,O′:O;κ3O:O,O′-bis­[(benzoato-κ2O,O′)(1,10-phenanthroline-κ2N,N′)lead(II)]

Li, H.-J.; Gao, Z.-Q.; Gu, J.-Z.

doi:10.1107/S160053681101840X

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 6| June 2011| Page m778

doi:10.1107/S160053681101840X

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Di-μ-benzoato-κ³O,O′:O;κ³O:O,O′-bis[(benzoato-κ²O,O′)(1,10-phenanthroline-κ²N,N′)lead(II)]

Hong-Jin Li,^a Zhu-Qing Gao ^a ^* and Jin-Zhong Gu ^b

^aSchool of Chemistry and Biology Engineering, Taiyuan University of Science and Technology, Taiyuan 030021, People's Republic of China, and ^bCollege of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, People's Republic of China
^*Correspondence e-mail: zqgao2008@163.com

(Received 4 May 2011; accepted 15 May 2011; online 20 May 2011)

In the centrosymmetric dinuclear title compound, [Pb₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂], two Pb²⁺ ions are connected by two tridentate bridging benzoate anions. The Pb²⁺ ion is seven-coordinated by five O atoms from three benzoate anions and two N atoms from the 1,10-phenanthroline ligands. The benzoate anions adopt two different coordination modes, one bidentate–chelating and one tridentate bridging–chelating. The three-dimensional supramolecular framework is achieved by intermolecular π–π stacking interactions, with a shortest centroid–centroid distance of 3.617 (4) Å.

Related literature

For bond lengths and angles in other lead(II) compounds, see: Fan et al. (2006 ); Hu et al. (2011 ).

Experimental

Crystal data

[Pb₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂]
M_r = 1259.23
Triclinic, $[P \overline 1]$
a = 9.011 (3) Å
b = 10.923 (3) Å
c = 11.920 (4) Å
α = 83.760 (3)°
β = 87.626 (3)°
γ = 71.601 (3)°
V = 1106.6 (6) Å³
Z = 1
Mo Kα radiation
μ = 7.66 mm⁻¹
T = 293 K
0.28 × 0.26 × 0.24 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2004 ) T_min = 0.223, T_max = 0.261
7969 measured reflections
4059 independent reflections
3296 reflections with I > 2σ(I)
R_int = 0.041

Refinement

R[F² > 2σ(F²)] = 0.034
wR(F²) = 0.069
S = 0.96
4059 reflections
298 parameters
H-atom parameters constrained
Δρ_max = 1.95 e Å⁻³
Δρ_min = −1.35 e Å⁻³

Table 1
Selected bond lengths (Å)

Pb1—O4	2.394 (4)
Pb1—N1	2.578 (5)
Pb1—O1	2.584 (4)
Pb1—N2	2.703 (5)
Pb1—O2	2.723 (5)
Pb1—O3	2.788 (5)
Pb1—O3ⁱ	2.924 (5)
Symmetry code: (i) -x+1, -y+2, -z+1.

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681101840X/wm2486sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053681101840X/wm2486Isup2.hkl

checkCIF report

Comment top

Lead(II) compounds have been increasingly studied owing to their interesting physical and chemical properties (Fan et al., 2006; Hu et al., 2011). In order to extend our investigations in this field, we crystallised the lead(II) title compound [Pb₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂], and report its structure here.

The asymmetric unit of the title complex (Fig. 1) contains one Pb²⁺ ion, two benzoate anions, and one 1,10-phenanthroline ligand. The Pb²⁺ ion is seven-coordinated by five O atoms from three benzoate ligands and by two N atoms from 1,10-phenanthroline. The coordination environment around the Pb²⁺ ion may be described as a distorted mono-capped trigonal prism. Two adjacent Pb^II complexes are connected by two bridging benzoate anions to generate a centrosymmetric dinuclear unit. The benzoate anions adopt two kinds of coordination modes, viz. a bidentate chelating and a tridentate bridging-chelating mode.

The Pb—N and Pb—O bond lengths range between 2.578 (5)–2.703 (5) Å and 2.394 (4)–2.924 (5) Å, respectively. These values are in good agreement with those reported for other Pb(II)—O and Pb(II)—N donor complexes (Fan et al., 2006; Hu et al., 2011).

In the crystal structure, π—π stacking interactions between adjacent 1,10-phenanthroline ligands [centroid—centroid distance = 3.617 (4) Å] are observed. Furthermore, adjacent benzene rings from benzoate anions are also involved in π—π stacking interactions [centroid—centroid distance = 4.083 (3) Å]. π—π stacking interactions between adjacent 1,10-phenanthroline ligands and benzene rings from benzoate anions [centroid—centroid distance = 3.945 (4) Å] are also observed. These interactions of the discrete neutral molecules lead to a three-dimensional supramolecular framework (Fig. 2).

Related literature top

For bond lengths and angles in other lead(II) compounds, see: Fan et al. (2006); Hu et al. (2011).

Experimental top

A mixture of Pb(CH₃COO)₂^.3H₂O (0.20 g, 0.54 mmol), benzoic acid (0.12 g, 1.0 mmol), 1,10-phenanthroline (0.11 g, 0.54 mmol), NaOH (0.04 g, 1.0 mmol), and water (10 ml) was stirred at room temperature for 15 min, and then sealed in a 25 ml Teflon-lined, stainless-steel Parr autoclave. The autoclave was heated at 433 K for 3 d. Upon cooling, the solution contained single crystals of the title complex in ca 80% yield. Anal./calc. for C₂₆H₁₈N₂O₄Pb: C, 49.60; H, 2.88; N, 4.45; found: C, 49.43; H, 3.07; N, 4.13.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The asymmetric unit in the structure of the title complex, showing the atom-labeling scheme. Displacement ellipsoids are drawn at the 30% probability level.
	Fig. 2. View approximately along the a axis, showing the three-dimensional framework structure in the title complex.

Di-µ-benzoato- κ³O,O':O;κ³O:O,O'- bis[(benzoato-κ²O,O')(1,10-phenanthroline- κ²N,N')lead(II)] top

Crystal data top

[Pb₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂]	Z = 1
M_r = 1259.23	F(000) = 604
Triclinic, P1	D_x = 1.889 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.011 (3) Å	Cell parameters from 3450 reflections
b = 10.923 (3) Å	θ = 2.4–24.1°
c = 11.920 (4) Å	µ = 7.66 mm⁻¹
α = 83.760 (3)°	T = 293 K
β = 87.626 (3)°	Block, colorless
γ = 71.601 (3)°	0.28 × 0.26 × 0.24 mm
V = 1106.6 (6) Å³

Data collection top

Bruker APEXII CCD diffractometer	4059 independent reflections
Radiation source: fine-focus sealed tube	3296 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.041
ϕ and ω scans	θ_max = 25.5°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −10→10
T_min = 0.223, T_max = 0.261	k = −12→13
7969 measured reflections	l = −14→14

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.069	H-atom parameters constrained
S = 0.96	w = 1/[σ²(F_o²) + (0.0271P)²] where P = (F_o² + 2F_c²)/3
4059 reflections	(Δ/σ)_max = 0.001
298 parameters	Δρ_max = 1.95 e Å⁻³
0 restraints	Δρ_min = −1.35 e Å⁻³

Crystal data top

[Pb₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂]	γ = 71.601 (3)°
M_r = 1259.23	V = 1106.6 (6) Å³
Triclinic, P1	Z = 1
a = 9.011 (3) Å	Mo Kα radiation
b = 10.923 (3) Å	µ = 7.66 mm⁻¹
c = 11.920 (4) Å	T = 293 K
α = 83.760 (3)°	0.28 × 0.26 × 0.24 mm
β = 87.626 (3)°

Data collection top

Bruker APEXII CCD diffractometer	4059 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2004)	3296 reflections with I > 2σ(I)
T_min = 0.223, T_max = 0.261	R_int = 0.041
7969 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.034	0 restraints
wR(F²) = 0.069	H-atom parameters constrained
S = 0.96	Δρ_max = 1.95 e Å⁻³
4059 reflections	Δρ_min = −1.35 e Å⁻³
298 parameters

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.

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) top

	x	y	z	U_iso*/U_eq
Pb1	0.24985 (3)	0.97230 (2)	0.484550 (19)	0.03770 (9)
C3	0.1241 (8)	0.5411 (7)	0.4132 (6)	0.060 (2)
H3	0.0979	0.4679	0.4009	0.072*
C2	0.0639 (8)	0.6531 (8)	0.3469 (7)	0.064 (2)
H2	−0.0042	0.6577	0.2890	0.077*
C1	0.1049 (8)	0.7616 (7)	0.3660 (6)	0.0556 (18)
H1	0.0621	0.8384	0.3202	0.067*
N1	0.2020 (5)	0.7600 (5)	0.4465 (4)	0.0415 (12)
C5	0.2638 (7)	0.6483 (6)	0.5128 (5)	0.0383 (14)
C9	0.3737 (7)	0.6449 (6)	0.5979 (5)	0.0392 (14)
N2	0.4171 (6)	0.7506 (5)	0.6046 (4)	0.0414 (12)
C12	0.5255 (8)	0.7451 (6)	0.6789 (6)	0.0515 (17)
H12	0.5580	0.8175	0.6821	0.062*
C11	0.5919 (8)	0.6347 (7)	0.7520 (6)	0.062 (2)
H11	0.6669	0.6340	0.8036	0.074*
C10	0.5474 (8)	0.5294 (7)	0.7478 (6)	0.0603 (19)
H10	0.5890	0.4562	0.7981	0.072*
C8	0.4388 (8)	0.5296 (6)	0.6680 (6)	0.0484 (17)
C7	0.3938 (9)	0.4183 (6)	0.6538 (7)	0.0591 (19)
H7	0.4332	0.3431	0.7023	0.071*
C6	0.2968 (9)	0.4201 (7)	0.5725 (7)	0.060 (2)
H6	0.2746	0.3444	0.5624	0.072*
C4	0.2253 (7)	0.5353 (6)	0.5000 (5)	0.0460 (16)
O1	0.0004 (5)	1.0690 (4)	0.3639 (4)	0.0515 (11)
O2	0.1272 (6)	1.2117 (5)	0.3714 (4)	0.0702 (15)
C13	0.0280 (8)	1.1731 (6)	0.3290 (6)	0.0466 (16)
C14	−0.0619 (7)	1.2544 (6)	0.2281 (5)	0.0417 (15)
C19	−0.1491 (8)	1.2081 (8)	0.1642 (6)	0.068 (2)
H19	−0.1557	1.1250	0.1825	0.081*
C15	−0.0538 (8)	1.3785 (7)	0.1983 (6)	0.0580 (19)
H15	0.0068	1.4112	0.2406	0.070*
C18	−0.2279 (11)	1.2843 (12)	0.0720 (8)	0.104 (3)
H18	−0.2879	1.2521	0.0287	0.125*
C17	−0.2193 (12)	1.4049 (12)	0.0435 (8)	0.108 (4)
H17	−0.2718	1.4546	−0.0197	0.130*
C16	−0.1348 (11)	1.4533 (9)	0.1065 (7)	0.086 (3)
H16	−0.1312	1.5372	0.0880	0.103*
O3	0.5456 (6)	0.9341 (5)	0.3871 (4)	0.0672 (14)
O4	0.3436 (6)	0.9290 (5)	0.2975 (4)	0.0689 (14)
C20	0.4843 (8)	0.9206 (6)	0.3015 (6)	0.0436 (15)
C21	0.5768 (7)	0.8906 (5)	0.1958 (5)	0.0410 (15)
C26	0.5161 (9)	0.8558 (7)	0.1053 (6)	0.0612 (19)
H26	0.4149	0.8506	0.1100	0.073*
C25	0.5999 (13)	0.8290 (8)	0.0091 (7)	0.089 (3)
H25	0.5563	0.8068	−0.0519	0.106*
C22	0.7265 (8)	0.8974 (7)	0.1879 (6)	0.067 (2)
H22	0.7698	0.9208	0.2485	0.080*
C23	0.8124 (11)	0.8697 (9)	0.0907 (10)	0.097 (3)
H23	0.9136	0.8749	0.0856	0.116*
C24	0.7511 (14)	0.8349 (9)	0.0027 (8)	0.100 (4)
H24	0.8105	0.8150	−0.0623	0.120*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pb1	0.04097 (14)	0.03437 (14)	0.04007 (15)	−0.01488 (10)	0.00285 (9)	−0.00557 (10)
C3	0.060 (5)	0.050 (5)	0.081 (6)	−0.027 (4)	0.015 (4)	−0.028 (4)
C2	0.059 (5)	0.068 (5)	0.074 (5)	−0.028 (4)	−0.009 (4)	−0.023 (4)
C1	0.058 (4)	0.053 (5)	0.059 (5)	−0.017 (4)	−0.007 (4)	−0.012 (4)
N1	0.041 (3)	0.038 (3)	0.049 (3)	−0.015 (2)	0.002 (2)	−0.012 (3)
C5	0.042 (3)	0.034 (3)	0.044 (4)	−0.017 (3)	0.015 (3)	−0.014 (3)
C9	0.041 (3)	0.036 (4)	0.042 (4)	−0.015 (3)	0.014 (3)	−0.009 (3)
N2	0.053 (3)	0.033 (3)	0.039 (3)	−0.015 (3)	0.008 (2)	−0.007 (2)
C12	0.058 (4)	0.044 (4)	0.055 (4)	−0.018 (3)	−0.002 (3)	−0.011 (3)
C11	0.064 (5)	0.055 (5)	0.060 (5)	−0.010 (4)	−0.011 (4)	−0.001 (4)
C10	0.078 (5)	0.045 (4)	0.048 (4)	−0.008 (4)	−0.007 (4)	0.007 (3)
C8	0.057 (4)	0.036 (4)	0.050 (4)	−0.013 (3)	0.015 (3)	−0.005 (3)
C7	0.074 (5)	0.034 (4)	0.067 (5)	−0.015 (4)	0.014 (4)	−0.003 (4)
C6	0.071 (5)	0.037 (4)	0.078 (6)	−0.023 (4)	0.026 (4)	−0.021 (4)
C4	0.047 (4)	0.041 (4)	0.059 (4)	−0.023 (3)	0.014 (3)	−0.019 (3)
O1	0.057 (3)	0.040 (3)	0.058 (3)	−0.017 (2)	0.003 (2)	−0.001 (2)
O2	0.072 (3)	0.063 (3)	0.082 (4)	−0.034 (3)	−0.032 (3)	0.012 (3)
C13	0.047 (4)	0.037 (4)	0.054 (4)	−0.011 (3)	0.007 (3)	−0.008 (3)
C14	0.040 (4)	0.050 (4)	0.038 (4)	−0.018 (3)	0.008 (3)	−0.006 (3)
C19	0.073 (5)	0.091 (6)	0.053 (5)	−0.046 (5)	0.000 (4)	−0.005 (4)
C15	0.063 (5)	0.057 (5)	0.054 (4)	−0.021 (4)	0.004 (4)	−0.001 (4)
C18	0.122 (8)	0.155 (11)	0.062 (6)	−0.081 (8)	−0.024 (5)	0.000 (7)
C17	0.123 (9)	0.143 (10)	0.057 (6)	−0.050 (8)	−0.034 (6)	0.034 (7)
C16	0.094 (7)	0.084 (6)	0.068 (6)	−0.023 (5)	0.004 (5)	0.024 (5)
O3	0.093 (4)	0.074 (4)	0.046 (3)	−0.038 (3)	0.002 (3)	−0.019 (3)
O4	0.069 (3)	0.093 (4)	0.050 (3)	−0.032 (3)	0.018 (2)	−0.017 (3)
C20	0.058 (4)	0.027 (3)	0.048 (4)	−0.017 (3)	0.004 (3)	−0.005 (3)
C21	0.051 (4)	0.030 (3)	0.042 (4)	−0.013 (3)	0.012 (3)	−0.006 (3)
C26	0.081 (5)	0.061 (5)	0.047 (4)	−0.029 (4)	0.014 (4)	−0.013 (4)
C25	0.129 (9)	0.086 (7)	0.056 (5)	−0.038 (6)	0.025 (5)	−0.027 (5)
C22	0.060 (5)	0.075 (5)	0.064 (5)	−0.021 (4)	0.017 (4)	−0.012 (4)
C23	0.073 (6)	0.094 (7)	0.114 (8)	−0.018 (5)	0.044 (6)	−0.010 (7)
C24	0.137 (10)	0.069 (6)	0.074 (7)	−0.007 (6)	0.060 (7)	−0.017 (5)

Geometric parameters (Å, º) top

Pb1—O4	2.394 (4)	O1—C13	1.263 (7)
Pb1—N1	2.578 (5)	O1—Pb1ⁱⁱ	2.946 (4)
Pb1—O1	2.584 (4)	O2—C13	1.247 (8)
Pb1—N2	2.703 (5)	C13—C14	1.512 (9)
Pb1—O2	2.723 (5)	C13—Pb1ⁱⁱ	3.874 (6)
Pb1—O3	2.788 (5)	C14—C19	1.356 (9)
Pb1—O3ⁱ	2.924 (5)	C14—C15	1.387 (9)
C3—C2	1.350 (10)	C19—C18	1.377 (11)
C3—C4	1.390 (9)	C19—H19	0.9300
C3—H3	0.9300	C15—C16	1.376 (10)
C2—C1	1.390 (9)	C15—H15	0.9300
C2—H2	0.9300	C18—C17	1.350 (13)
C1—N1	1.320 (8)	C18—H18	0.9300
C1—H1	0.9300	C17—C16	1.345 (12)
N1—C5	1.350 (7)	C17—H17	0.9300
C5—C4	1.408 (8)	C16—H16	0.9300
C5—C9	1.436 (8)	O3—C20	1.224 (7)
C9—N2	1.342 (7)	O3—Pb1ⁱ	2.923 (5)
C9—C8	1.404 (8)	O4—C20	1.244 (7)
N2—C12	1.329 (8)	C20—C21	1.490 (8)
C12—C11	1.389 (9)	C21—C26	1.370 (9)
C12—H12	0.9300	C21—C22	1.374 (9)
C11—C10	1.339 (10)	C26—C25	1.353 (10)
C11—H11	0.9300	C26—H26	0.9300
C10—C8	1.392 (9)	C25—C24	1.383 (13)
C10—H10	0.9300	C25—H25	0.9300
C8—C7	1.425 (9)	C22—C23	1.374 (11)
C7—C6	1.326 (10)	C22—H22	0.9300
C7—H7	0.9300	C23—C24	1.348 (13)
C6—C4	1.429 (9)	C23—H23	0.9300
C6—H6	0.9300	C24—H24	0.9300

O4—Pb1—N1	73.03 (16)	C6—C7—H7	119.4
O4—Pb1—O1	76.92 (16)	C8—C7—H7	119.4
N1—Pb1—O1	80.92 (15)	C7—C6—C4	121.7 (6)
O4—Pb1—N2	100.85 (16)	C7—C6—H6	119.1
N1—Pb1—N2	62.22 (16)	C4—C6—H6	119.1
O1—Pb1—N2	141.48 (15)	C3—C4—C5	117.5 (6)
O4—Pb1—O2	79.49 (17)	C3—C4—C6	123.6 (6)
N1—Pb1—O2	127.45 (15)	C5—C4—C6	118.9 (6)
O1—Pb1—O2	49.27 (13)	C13—O1—Pb1	95.5 (4)
N2—Pb1—O2	169.20 (13)	C13—O1—Pb1ⁱⁱ	129.6 (4)
O4—Pb1—O3	48.70 (15)	Pb1—O1—Pb1ⁱⁱ	103.74 (14)
N1—Pb1—O3	100.12 (14)	C13—O2—Pb1	89.4 (4)
O1—Pb1—O3	120.86 (14)	O2—C13—O1	124.0 (6)
N2—Pb1—O3	78.88 (14)	O2—C13—C14	117.9 (6)
O2—Pb1—O3	93.68 (15)	O1—C13—C14	118.1 (6)
O4—Pb1—O3ⁱ	113.45 (15)	C19—C14—C15	118.7 (7)
N1—Pb1—O3ⁱ	140.87 (15)	C19—C14—C13	121.5 (6)
O1—Pb1—O3ⁱ	137.97 (14)	C15—C14—C13	119.8 (6)
N2—Pb1—O3ⁱ	78.83 (15)	C14—C19—C18	119.9 (8)
O2—Pb1—O3ⁱ	91.08 (14)	C14—C19—H19	120.1
O3—Pb1—O3ⁱ	66.84 (16)	C18—C19—H19	120.1
C2—C3—C4	120.0 (6)	C16—C15—C14	120.3 (7)
C2—C3—H3	120.0	C16—C15—H15	119.8
C4—C3—H3	120.0	C14—C15—H15	119.8
C3—C2—C1	119.3 (7)	C17—C18—C19	121.0 (9)
C3—C2—H2	120.3	C17—C18—H18	119.5
C1—C2—H2	120.3	C19—C18—H18	119.5
N1—C1—C2	122.8 (7)	C16—C17—C18	120.1 (9)
N1—C1—H1	118.6	C16—C17—H17	120.0
C2—C1—H1	118.6	C18—C17—H17	120.0
Pb1—C1—H1	78.0	C17—C16—C15	120.0 (9)
Pb1ⁱⁱ—C1—H1	66.1	C17—C16—H16	120.0
C1—N1—C5	118.4 (5)	C15—C16—H16	120.0
C1—N1—Pb1	119.7 (4)	C20—O3—Pb1	85.0 (4)
C5—N1—Pb1	121.7 (4)	C20—O3—Pb1ⁱ	155.1 (4)
N1—C5—C4	122.0 (6)	Pb1—O3—Pb1ⁱ	113.16 (16)
N1—C5—C9	118.6 (5)	C20—O4—Pb1	103.6 (4)
C4—C5—C9	119.3 (6)	O3—C20—O4	122.8 (6)
N2—C9—C8	121.7 (6)	O3—C20—C21	121.1 (6)
N2—C9—C5	118.8 (5)	O4—C20—C21	116.1 (6)
C8—C9—C5	119.4 (6)	C26—C21—C22	118.7 (6)
C12—N2—C9	118.9 (5)	C26—C21—C20	121.5 (6)
C12—N2—Pb1	123.4 (4)	C22—C21—C20	119.8 (6)
C9—N2—Pb1	117.2 (4)	C25—C26—C21	121.5 (8)
N2—C12—C11	122.0 (6)	C25—C26—H26	119.2
N2—C12—H12	119.0	C21—C26—H26	119.2
C11—C12—H12	119.0	C26—C25—C24	119.2 (9)
Pb1—C12—H12	80.8	C26—C25—H25	120.4
C10—C11—C12	119.7 (7)	C24—C25—H25	120.4
C10—C11—H11	120.2	C23—C22—C21	120.1 (8)
C12—C11—H11	120.2	C23—C22—H22	120.0
C11—C10—C8	119.9 (6)	C21—C22—H22	120.0
C11—C10—H10	120.0	C24—C23—C22	120.4 (9)
C8—C10—H10	120.0	C24—C23—H23	119.8
C10—C8—C9	117.7 (6)	C22—C23—H23	119.8
C10—C8—C7	122.9 (6)	C23—C24—C25	120.1 (8)
C9—C8—C7	119.4 (6)	C23—C24—H24	120.0
C6—C7—C8	121.1 (7)	C25—C24—H24	120.0

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

Experimental details

Crystal data
Chemical formula	[Pb₂(C₇H₅O₂)₄(C₁₂H₈N₂)₂]
M_r	1259.23
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	9.011 (3), 10.923 (3), 11.920 (4)
α, β, γ (°)	83.760 (3), 87.626 (3), 71.601 (3)
V (Å³)	1106.6 (6)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	7.66
Crystal size (mm)	0.28 × 0.26 × 0.24

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2004)
T_min, T_max	0.223, 0.261
No. of measured, independent and observed [I > 2σ(I)] reflections	7969, 4059, 3296
R_int	0.041
(sin θ/λ)_max (Å⁻¹)	0.606

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.034, 0.069, 0.96
No. of reflections	4059
No. of parameters	298
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.95, −1.35

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Putz, 2005), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Pb1—O4	2.394 (4)	Pb1—O2	2.723 (5)
Pb1—N1	2.578 (5)	Pb1—O3	2.788 (5)
Pb1—O1	2.584 (4)	Pb1—O3ⁱ	2.924 (5)
Pb1—N2	2.703 (5)

Symmetry code: (i) −x+1, −y+2, −z+1.

References

Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2004). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Fan, S. R. & Zhu, L. G. (2006). Inorg. Chem. Commun. 45, 7935–7942. CrossRef CAS Google Scholar
Hu, R. R., Cai, H. & Luo, J. H. (2011). Inorg. Chem. Commun. 14, 433–436. CrossRef CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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