Di-μ-chlorido-dichlorido-bis{μ-6,6′-dimethoxy-2,2′-[o-phenylenebis(nitrilomethylidyne)]diphenolato}dilead(II)dizinc(II) N,N′-dimethyl­formamide disolvate

Wang, H.; Zhang, D.; Zhang, L.-F.

doi:10.1107/S1600536808032704

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 64| Part 11| November 2008| Pages m1408-m1409

doi:10.1107/S1600536808032704

Open

access

Di-μ-chlorido-dichlorido-bis{μ-6,6′-dimethoxy-2,2′-[o-phenylenebis(nitrilomethylidyne)]diphenolato}dilead(II)dizinc(II) N,N′-dimethylformamide disolvate

Hailong Wang,^a Daopeng Zhang ^a and Li-Fang Zhang ^a ^*

^aSchool of Chemistry and Chemical Technology, Shandong University, Jinan 250100, People's Republic of China
^*Correspondence e-mail: zhanglf@sdu.edu.cn

(Received 21 August 2008; accepted 10 October 2008; online 15 October 2008)

The title compound, [Pb₂Zn₂(C₂₂H₁₈N₂O₄)₂Cl₄]·2C₃H₇NO, was synthesized using a step-by-step method and has a slipped sandwich configuration. The coordination environment of the Zn²⁺ ion is distorted square-pyramidal and it is coordinated by N₂O₂ of the Schiff base ligand and chloride; each Pb²⁺ ion is coordinated by the four 6,6′-dimethoxy-2,2′-[o-phenylenebis(nitrilomethylidyne)]diphenolate (L) O atoms and two chloride ions. The Zn^IIPb^II dinuclear unit, through an inversion-symmetry operation, forms a tetrameric complex with double chloride bridges.

Related literature

For related literature, see: Karlin (1993 ); Korupoju et al. (2000 ); Lo et al. (2004 ); Ni et al. (2005 ); Sui et al. (2007 ); Ward (2007 ).

Experimental

Crystal data

[Pb₂Zn₂(C₂₂H₁₈N₂O₄)₂Cl₄]·2C₃H₇NO
M_r = 1581.88
Monoclinic, P 2₁ /c
a = 7.4955 (6) Å
b = 32.119 (3) Å
c = 11.2366 (9) Å
β = 95.729 (2)°
V = 2691.7 (4) Å³
Z = 2
Mo Kα radiation
μ = 7.38 mm⁻¹
T = 295 (2) K
0.20 × 0.15 × 0.10 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.320, T_max = 0.526 (expected range = 0.291–0.478)
13373 measured reflections
4719 independent reflections
3176 reflections with I > 2σ(I)
R_int = 0.063

Refinement

R[F² > 2σ(F²)] = 0.038
wR(F²) = 0.066
S = 0.93
4719 reflections
336 parameters
H-atom parameters constrained
Δρ_max = 0.55 e Å⁻³
Δρ_min = −0.64 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

N1—Zn1	2.062 (5)
N2—Zn1	2.064 (5)
O1—Pb1	2.720 (5)
O2—Zn1	2.026 (4)
O2—Pb1	2.408 (4)
O3—Zn1	2.025 (4)
O3—Pb1	2.386 (4)
O4—Pb1	2.690 (5)
Zn1—Cl1	2.2544 (18)
Pb1—Cl2	2.6138 (18)

O3—Zn1—O2	80.49 (16)
O3—Zn1—N1	144.11 (18)
O2—Zn1—N1	88.19 (18)
O3—Zn1—N2	88.00 (18)
O2—Zn1—N2	141.06 (18)
N1—Zn1—N2	79.7 (2)
O3—Zn1—Cl1	107.95 (13)
O2—Zn1—Cl1	108.74 (13)
N1—Zn1—Cl1	107.94 (14)
N2—Zn1—Cl1	110.20 (15)
O3—Pb1—O2	66.18 (14)
O3—Pb1—Cl2	89.13 (11)
O2—Pb1—Cl2	91.86 (10)
O3—Pb1—O4	61.20 (14)
O2—Pb1—O4	127.37 (14)
Cl2—Pb1—O4	88.05 (11)
O3—Pb1—O1	126.94 (14)
O2—Pb1—O1	60.79 (14)
Cl2—Pb1—O1	94.14 (12)
O4—Pb1—O1	171.53 (14)

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT-Plus (Bruker, 2001 ); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: XP in SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808032704/kp2192sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808032704/kp2192Isup2.hkl

checkCIF report

Comment top

Heterometallic complexes have been intensively studied owing to their unique physical and chemical properties (Ward et al., 2007 and Ni et al., 2005). In addition, these compounds exist at the active sites of many metalloenzymes and play important roles in biological systems (Karlin, 1993). It is necessary to extend the application of heterometallic compounds. Herein, a novel heterometallic tetranuclear (Zn^IIPb^II)₂ compound has been obtained using step-by-step method and its structure is depcited.

The compound I is a tetranuclear neutral complex with a slipped sandwich configuration (Fig. 1). Each Zn(II) is coordinated in a square-pyramidal geometry with the basal square formed by two nitrogen atoms and two oxygen atoms from L ligand, with the apical position occupied by terminal chlorine atom. The coordination environment of each Pb(II) is a distorted octahedral geometry composed of four oxygen atoms from ligand and two bridging chlorine atoms. Zn(II) and Pb(II) are connected via two bridging oxygen atoms of the ligand, and two Pb(II) atoms are connected by two bridging chlorine atoms. The bond lengths of Zn—O, Zn—N and Zn—Cl are normal (Korupoju et al., 2000). Through π-π interaction between the rings C9—C14 and C16—C21 [symmetry code; (i) -1 + x, y, z] with centroid distance of 3.730 (3) /A [Cg1··· Cg2ⁱ ] the discrete tetranuclear (Zn^IIPb^II)₂ units forms a supramolecular structure (Fig. 2).

Related literature top

For related literature, see: Karlin (1993); Korupoju et al. (2000); Lo et al. (2004); Ni et al. (2005); Sui et al. (2007); Ward (2007).

Experimental top

The H₂L ligand and complex ZnL was synthesized according to the literature (Lo et al., 2004; Sui et al. 2007). Synthesis of the compound I was obtained by allowing the mixure of ZnL (0.088 g, 0.2 mmol) and PbCl₂.2H₂O(0.063 g, 0.2 mmol) to be refluxed in the DMF solution, cooled down to room temperature, then filtered, and suitable yellow crystals were obtained by slow evaporation of the filtrate at room temperature (yield: about 45%).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXL97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: XP in SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. A view of (I) with the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level, solvate DMF molecules are ommited for clarity.
	Fig. 2. A view of crystal packing based on π–π interactions.

Di-µ-chlorido-dichlorido-bis{µ-6,6'-dimethoxy-2,2'-[o- phenylenebis(nitrilomethylidyne)]diphenolato}dilead(II)dizinc(II) N,N'-dimethylformamide disolvate top

Crystal data top

[Zn₂Pb₂(C₂₂H₁₈N₂O₄)₂Cl₄]·2C₃H₇NO	F(000) = 1528
M_r = 1581.88	D_x = 1.952 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3748 reflections
a = 7.4955 (6) Å	θ = 1.9–26.5°
b = 32.119 (3) Å	µ = 7.38 mm⁻¹
c = 11.2366 (9) Å	T = 295 K
β = 95.729 (2)°	Block, yellow
V = 2691.7 (4) Å³	0.20 × 0.15 × 0.10 mm
Z = 2

Data collection top

Bruker APEXII CCD area-detector diffractometer	4719 independent reflections
Radiation source: fine-focus sealed tube	3176 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.063
Detector resolution: 0 pixels mm^-1	θ_max = 25.0°, θ_min = 1.9°
ϕ and ω scans	h = −8→7
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	k = −38→37
T_min = 0.320, T_max = 0.526	l = −13→12
13373 measured reflections

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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.066	H-atom parameters constrained
S = 0.93	w = 1/[σ²(F_o²) + (0.017P)²] where P = (F_o² + 2F_c²)/3
4719 reflections	(Δ/σ)_max = 0.001
336 parameters	Δρ_max = 0.55 e Å⁻³
0 restraints	Δρ_min = −0.64 e Å⁻³

Crystal data top

[Zn₂Pb₂(C₂₂H₁₈N₂O₄)₂Cl₄]·2C₃H₇NO	V = 2691.7 (4) Å³
M_r = 1581.88	Z = 2
Monoclinic, P2₁/c	Mo Kα radiation
a = 7.4955 (6) Å	µ = 7.38 mm⁻¹
b = 32.119 (3) Å	T = 295 K
c = 11.2366 (9) Å	0.20 × 0.15 × 0.10 mm
β = 95.729 (2)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	4719 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	3176 reflections with I > 2σ(I)
T_min = 0.320, T_max = 0.526	R_int = 0.063
13373 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.038	0 restraints
wR(F²) = 0.066	H-atom parameters constrained
S = 0.93	Δρ_max = 0.55 e Å⁻³
4719 reflections	Δρ_min = −0.64 e Å⁻³
336 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
C1	1.1566 (10)	−0.0054 (2)	0.1667 (6)	0.067 (2)
H1A	1.0503	−0.0177	0.1926	0.100*
H1B	1.2482	−0.0263	0.1655	0.100*
H1C	1.1300	0.0059	0.0879	0.100*
C2	1.3705 (10)	0.0487 (2)	0.2264 (6)	0.0448 (19)
C3	1.4939 (10)	0.0359 (2)	0.1533 (6)	0.054 (2)
H3	1.4754	0.0109	0.1118	0.065*
C4	1.6467 (10)	0.0591 (2)	0.1391 (6)	0.057 (2)
H4	1.7287	0.0500	0.0878	0.068*
C5	1.6746 (9)	0.0953 (2)	0.2017 (6)	0.0458 (19)
H5	1.7778	0.1106	0.1932	0.055*
C6	1.5510 (8)	0.11026 (19)	0.2791 (5)	0.0309 (16)
C7	1.3931 (9)	0.0871 (2)	0.2908 (5)	0.0339 (16)
C8	1.5982 (8)	0.14809 (19)	0.3455 (6)	0.0349 (17)
H8	1.7141	0.1582	0.3433	0.042*
C9	1.5514 (8)	0.20447 (19)	0.4732 (5)	0.0308 (16)
C10	1.7104 (8)	0.22575 (19)	0.4619 (6)	0.0350 (17)
H10	1.7875	0.2167	0.4073	0.042*
C11	1.7534 (10)	0.2602 (2)	0.5317 (6)	0.048 (2)
H11	1.8607	0.2740	0.5244	0.058*
C12	1.6408 (10)	0.2745 (2)	0.6123 (6)	0.052 (2)
H12	1.6722	0.2978	0.6589	0.062*
C13	1.4798 (9)	0.2540 (2)	0.6236 (6)	0.0427 (19)
H13	1.4019	0.2641	0.6763	0.051*
C14	1.4350 (8)	0.21857 (19)	0.5565 (5)	0.0303 (16)
C15	1.1756 (9)	0.1993 (2)	0.6481 (6)	0.0408 (18)
H15	1.2067	0.2202	0.7036	0.049*
C16	1.0212 (9)	0.1750 (2)	0.6657 (6)	0.0363 (17)
C17	0.9185 (10)	0.1873 (2)	0.7569 (6)	0.057 (2)
H17	0.9537	0.2107	0.8020	0.069*
C18	0.7699 (11)	0.1665 (3)	0.7822 (7)	0.073 (3)
H18	0.7050	0.1757	0.8434	0.088*
C19	0.7150 (10)	0.1318 (2)	0.7177 (7)	0.059 (2)
H19	0.6137	0.1173	0.7360	0.071*
C20	0.8083 (9)	0.1183 (2)	0.6266 (6)	0.0422 (18)
C21	0.9628 (8)	0.13985 (19)	0.5965 (6)	0.0322 (16)
C22	0.5984 (9)	0.0631 (2)	0.5684 (6)	0.059 (2)
H22A	0.5849	0.0400	0.5142	0.088*
H22B	0.5006	0.0821	0.5510	0.088*
H22C	0.5987	0.0532	0.6491	0.088*
C23	1.2723 (12)	0.0874 (3)	0.8580 (7)	0.087 (3)
H23A	1.3962	0.0798	0.8745	0.130*
H23B	1.2543	0.1010	0.7817	0.130*
H23C	1.1994	0.0628	0.8568	0.130*
C24	1.3274 (12)	0.1533 (3)	0.9737 (8)	0.092 (3)
H24A	1.4516	0.1459	0.9891	0.138*
H24B	1.2899	0.1678	1.0417	0.138*
H24C	1.3113	0.1710	0.9046	0.138*
C25	1.0834 (13)	0.1067 (3)	1.0144 (8)	0.082 (3)
H25	1.0538	0.1253	1.0729	0.099*
N1	1.4929 (7)	0.16881 (15)	0.4072 (4)	0.0302 (12)
N2	1.2753 (7)	0.19497 (15)	0.5626 (4)	0.0341 (13)
N3	1.2211 (9)	0.1160 (2)	0.9524 (6)	0.069 (2)
O1	1.2183 (7)	0.02728 (14)	0.2479 (4)	0.0568 (14)
O2	1.2672 (5)	0.09841 (12)	0.3583 (4)	0.0358 (11)
O3	1.0450 (6)	0.12607 (12)	0.5055 (4)	0.0411 (12)
O4	0.7656 (6)	0.08411 (14)	0.5550 (4)	0.0484 (13)
O5	0.9982 (10)	0.0763 (2)	0.9986 (7)	0.126 (3)
Zn1	1.22386 (10)	0.15710 (2)	0.41482 (7)	0.0330 (2)
Pb1	1.00874 (4)	0.060131 (8)	0.40830 (2)	0.04083 (10)
Cl1	1.0695 (2)	0.19248 (6)	0.26480 (16)	0.0515 (5)
Cl2	1.1909 (2)	0.02574 (6)	0.59314 (17)	0.0555 (5)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.079 (6)	0.048 (5)	0.072 (6)	−0.013 (4)	−0.002 (5)	−0.025 (5)
C2	0.053 (5)	0.046 (5)	0.037 (4)	0.000 (4)	0.012 (4)	−0.010 (4)
C3	0.062 (6)	0.042 (5)	0.059 (5)	−0.006 (4)	0.016 (5)	−0.025 (4)
C4	0.057 (5)	0.058 (5)	0.058 (5)	0.003 (4)	0.024 (4)	−0.027 (5)
C5	0.034 (4)	0.061 (5)	0.043 (5)	0.006 (4)	0.008 (4)	−0.001 (4)
C6	0.034 (4)	0.029 (4)	0.032 (4)	0.005 (3)	0.011 (3)	0.002 (3)
C7	0.038 (4)	0.033 (4)	0.029 (4)	0.008 (3)	0.000 (3)	0.005 (3)
C8	0.027 (4)	0.032 (4)	0.046 (4)	−0.006 (3)	0.006 (4)	0.007 (3)
C9	0.025 (4)	0.037 (4)	0.031 (4)	0.003 (3)	0.000 (3)	0.002 (3)
C10	0.029 (4)	0.039 (4)	0.036 (4)	−0.004 (3)	0.002 (3)	−0.002 (3)
C11	0.045 (5)	0.043 (5)	0.054 (5)	−0.016 (4)	−0.004 (4)	−0.002 (4)
C12	0.051 (5)	0.051 (5)	0.054 (5)	−0.007 (4)	0.012 (4)	−0.014 (4)
C13	0.042 (5)	0.038 (4)	0.049 (5)	0.002 (3)	0.009 (4)	0.000 (4)
C14	0.030 (4)	0.030 (4)	0.030 (4)	−0.002 (3)	−0.004 (3)	0.003 (3)
C15	0.046 (5)	0.038 (4)	0.040 (4)	−0.006 (3)	0.012 (4)	0.003 (3)
C16	0.043 (4)	0.035 (4)	0.033 (4)	−0.001 (3)	0.016 (4)	0.002 (3)
C17	0.057 (5)	0.053 (5)	0.065 (6)	−0.007 (4)	0.025 (5)	−0.018 (4)
C18	0.076 (6)	0.073 (7)	0.081 (7)	−0.017 (5)	0.056 (5)	−0.017 (5)
C19	0.047 (5)	0.063 (6)	0.073 (6)	−0.014 (4)	0.031 (5)	−0.007 (5)
C20	0.035 (4)	0.046 (5)	0.046 (5)	−0.004 (3)	0.009 (4)	0.003 (4)
C21	0.026 (4)	0.034 (4)	0.038 (4)	0.005 (3)	0.011 (3)	−0.004 (3)
C22	0.050 (5)	0.063 (5)	0.063 (5)	−0.020 (4)	0.010 (4)	0.012 (4)
C23	0.084 (7)	0.093 (7)	0.088 (7)	−0.016 (6)	0.037 (6)	−0.029 (6)
C24	0.101 (8)	0.070 (7)	0.101 (8)	−0.049 (6)	−0.007 (6)	−0.013 (6)
C25	0.089 (8)	0.074 (7)	0.090 (7)	−0.029 (6)	0.043 (6)	−0.018 (6)
N1	0.029 (3)	0.029 (3)	0.033 (3)	0.000 (3)	0.007 (3)	−0.001 (3)
N2	0.032 (3)	0.034 (3)	0.038 (3)	−0.006 (2)	0.011 (3)	−0.001 (3)
N3	0.067 (5)	0.073 (5)	0.068 (5)	−0.018 (4)	0.017 (4)	−0.010 (4)
O1	0.069 (4)	0.044 (3)	0.060 (3)	−0.015 (3)	0.018 (3)	−0.023 (3)
O2	0.034 (3)	0.030 (3)	0.045 (3)	−0.002 (2)	0.013 (2)	−0.005 (2)
O3	0.043 (3)	0.033 (3)	0.051 (3)	−0.003 (2)	0.023 (2)	−0.003 (2)
O4	0.035 (3)	0.046 (3)	0.065 (3)	−0.012 (2)	0.013 (3)	−0.004 (3)
O5	0.115 (6)	0.114 (7)	0.158 (7)	−0.039 (5)	0.063 (5)	−0.014 (5)
Zn1	0.0303 (4)	0.0303 (4)	0.0393 (5)	−0.0020 (3)	0.0080 (4)	−0.0011 (4)
Pb1	0.03765 (16)	0.03548 (16)	0.05010 (18)	−0.00722 (14)	0.00808 (13)	−0.00237 (15)
Cl1	0.0443 (11)	0.0581 (13)	0.0522 (12)	0.0087 (9)	0.0043 (10)	0.0121 (10)
Cl2	0.0504 (12)	0.0521 (12)	0.0621 (13)	−0.0162 (9)	−0.0032 (10)	0.0058 (10)

Geometric parameters (Å, º) top

C1—O1	1.437 (7)	C17—C18	1.354 (10)
C1—H1A	0.9600	C17—H17	0.9300
C1—H1B	0.9600	C18—C19	1.370 (9)
C1—H1C	0.9600	C18—H18	0.9300
C2—C3	1.361 (9)	C19—C20	1.367 (9)
C2—O1	1.373 (8)	C19—H19	0.9300
C2—C7	1.432 (8)	C20—O4	1.379 (7)
C3—C4	1.389 (9)	C20—C21	1.420 (8)
C3—H3	0.9300	C21—O3	1.321 (7)
C4—C5	1.365 (9)	C22—O4	1.444 (7)
C4—H4	0.9300	C22—H22A	0.9600
C5—C6	1.416 (8)	C22—H22B	0.9600
C5—H5	0.9300	C22—H22C	0.9600
C6—C7	1.415 (8)	C23—N3	1.483 (9)
C6—C8	1.451 (8)	C23—H23A	0.9600
C7—O2	1.319 (7)	C23—H23B	0.9600
C8—N1	1.286 (7)	C23—H23C	0.9600
C8—H8	0.9300	C24—N3	1.446 (9)
C9—C10	1.391 (8)	C24—H24A	0.9600
C9—N1	1.411 (7)	C24—H24B	0.9600
C9—C14	1.416 (8)	C24—H24C	0.9600
C10—C11	1.375 (8)	C25—O5	1.172 (9)
C10—H10	0.9300	C25—N3	1.335 (10)
C11—C12	1.377 (9)	C25—H25	0.9300
C11—H11	0.9300	N1—Zn1	2.062 (5)
C12—C13	1.392 (9)	N2—Zn1	2.064 (5)
C12—H12	0.9300	O1—Pb1	2.720 (5)
C13—C14	1.389 (8)	O2—Zn1	2.026 (4)
C13—H13	0.9300	O2—Pb1	2.408 (4)
C14—N2	1.424 (7)	O3—Zn1	2.025 (4)
C15—N2	1.283 (7)	O3—Pb1	2.386 (4)
C15—C16	1.426 (8)	O4—Pb1	2.690 (5)
C15—H15	0.9300	Zn1—Cl1	2.2544 (18)
C16—C17	1.399 (9)	Pb1—Cl2	2.6138 (18)
C16—C21	1.416 (8)

O1—C1—H1A	109.5	O3—C21—C20	118.4 (6)
O1—C1—H1B	109.5	C16—C21—C20	118.2 (6)
H1A—C1—H1B	109.5	O4—C22—H22A	109.5
O1—C1—H1C	109.5	O4—C22—H22B	109.5
H1A—C1—H1C	109.5	H22A—C22—H22B	109.5
H1B—C1—H1C	109.5	O4—C22—H22C	109.5
C3—C2—O1	125.5 (7)	H22A—C22—H22C	109.5
C3—C2—C7	120.8 (7)	H22B—C22—H22C	109.5
O1—C2—C7	113.7 (6)	N3—C23—H23A	109.5
C2—C3—C4	121.7 (7)	N3—C23—H23B	109.5
C2—C3—H3	119.2	H23A—C23—H23B	109.5
C4—C3—H3	119.2	N3—C23—H23C	109.5
C5—C4—C3	118.9 (7)	H23A—C23—H23C	109.5
C5—C4—H4	120.5	H23B—C23—H23C	109.5
C3—C4—H4	120.5	N3—C24—H24A	109.5
C4—C5—C6	122.0 (7)	N3—C24—H24B	109.5
C4—C5—H5	119.0	H24A—C24—H24B	109.5
C6—C5—H5	119.0	N3—C24—H24C	109.5
C7—C6—C5	118.9 (6)	H24A—C24—H24C	109.5
C7—C6—C8	123.7 (6)	H24B—C24—H24C	109.5
C5—C6—C8	117.3 (6)	O5—C25—N3	123.1 (10)
O2—C7—C6	124.2 (6)	O5—C25—H25	118.5
O2—C7—C2	118.2 (6)	N3—C25—H25	118.5
C6—C7—C2	117.6 (6)	C8—N1—C9	121.9 (5)
N1—C8—C6	125.4 (6)	C8—N1—Zn1	125.7 (4)
N1—C8—H8	117.3	C9—N1—Zn1	112.3 (4)
C6—C8—H8	117.3	C15—N2—C14	122.3 (6)
C10—C9—N1	125.1 (6)	C15—N2—Zn1	126.2 (5)
C10—C9—C14	119.6 (6)	C14—N2—Zn1	111.4 (4)
N1—C9—C14	115.3 (5)	C25—N3—C24	122.8 (8)
C11—C10—C9	119.8 (6)	C25—N3—C23	120.2 (7)
C11—C10—H10	120.1	C24—N3—C23	117.1 (7)
C9—C10—H10	120.1	C2—O1—C1	118.4 (5)
C10—C11—C12	121.3 (7)	C2—O1—Pb1	117.8 (4)
C10—C11—H11	119.3	C1—O1—Pb1	122.2 (4)
C12—C11—H11	119.3	C7—O2—Zn1	125.6 (4)
C11—C12—C13	119.7 (7)	C7—O2—Pb1	129.2 (4)
C11—C12—H12	120.1	Zn1—O2—Pb1	104.13 (17)
C13—C12—H12	120.1	C21—O3—Zn1	127.4 (4)
C14—C13—C12	120.2 (7)	C21—O3—Pb1	127.7 (4)
C14—C13—H13	119.9	Zn1—O3—Pb1	104.90 (17)
C12—C13—H13	119.9	C20—O4—C22	117.7 (5)
C13—C14—C9	119.3 (6)	C20—O4—Pb1	117.0 (4)
C13—C14—N2	124.7 (6)	C22—O4—Pb1	125.3 (4)
C9—C14—N2	116.0 (5)	O3—Zn1—O2	80.49 (16)
N2—C15—C16	125.8 (6)	O3—Zn1—N1	144.11 (18)
N2—C15—H15	117.1	O2—Zn1—N1	88.19 (18)
C16—C15—H15	117.1	O3—Zn1—N2	88.00 (18)
C17—C16—C21	117.8 (6)	O2—Zn1—N2	141.06 (18)
C17—C16—C15	117.4 (6)	N1—Zn1—N2	79.7 (2)
C21—C16—C15	124.8 (6)	O3—Zn1—Cl1	107.95 (13)
C18—C17—C16	122.6 (7)	O2—Zn1—Cl1	108.74 (13)
C18—C17—H17	118.7	N1—Zn1—Cl1	107.94 (14)
C16—C17—H17	118.7	N2—Zn1—Cl1	110.20 (15)
C17—C18—C19	120.1 (7)	O3—Pb1—O2	66.18 (14)
C17—C18—H18	120.0	O3—Pb1—Cl2	89.13 (11)
C19—C18—H18	120.0	O2—Pb1—Cl2	91.86 (10)
C20—C19—C18	120.3 (7)	O3—Pb1—O4	61.20 (14)
C20—C19—H19	119.8	O2—Pb1—O4	127.37 (14)
C18—C19—H19	119.8	Cl2—Pb1—O4	88.05 (11)
C19—C20—O4	125.7 (7)	O3—Pb1—O1	126.94 (14)
C19—C20—C21	121.0 (7)	O2—Pb1—O1	60.79 (14)
O4—C20—C21	113.4 (6)	Cl2—Pb1—O1	94.14 (12)
O3—C21—C16	123.4 (6)	O4—Pb1—O1	171.53 (14)

Experimental details

Crystal data
Chemical formula	[Zn₂Pb₂(C₂₂H₁₈N₂O₄)₂Cl₄]·2C₃H₇NO
M_r	1581.88
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	295
a, b, c (Å)	7.4955 (6), 32.119 (3), 11.2366 (9)
β (°)	95.729 (2)
V (Å³)	2691.7 (4)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	7.38
Crystal size (mm)	0.20 × 0.15 × 0.10

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.320, 0.526
No. of measured, independent and observed [I > 2σ(I)] reflections	13373, 4719, 3176
R_int	0.063
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.038, 0.066, 0.93
No. of reflections	4719
No. of parameters	336
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.55, −0.64

Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SHELXL97 (Sheldrick, 2008), XP in SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

N1—Zn1	2.062 (5)	O3—Zn1	2.025 (4)
N2—Zn1	2.064 (5)	O3—Pb1	2.386 (4)
O1—Pb1	2.720 (5)	O4—Pb1	2.690 (5)
O2—Zn1	2.026 (4)	Zn1—Cl1	2.2544 (18)
O2—Pb1	2.408 (4)	Pb1—Cl2	2.6138 (18)

O3—Zn1—O2	80.49 (16)	O3—Pb1—O2	66.18 (14)
O3—Zn1—N1	144.11 (18)	O3—Pb1—Cl2	89.13 (11)
O2—Zn1—N1	88.19 (18)	O2—Pb1—Cl2	91.86 (10)
O3—Zn1—N2	88.00 (18)	O3—Pb1—O4	61.20 (14)
O2—Zn1—N2	141.06 (18)	O2—Pb1—O4	127.37 (14)
N1—Zn1—N2	79.7 (2)	Cl2—Pb1—O4	88.05 (11)
O3—Zn1—Cl1	107.95 (13)	O3—Pb1—O1	126.94 (14)
O2—Zn1—Cl1	108.74 (13)	O2—Pb1—O1	60.79 (14)
N1—Zn1—Cl1	107.94 (14)	Cl2—Pb1—O1	94.14 (12)
N2—Zn1—Cl1	110.20 (15)	O4—Pb1—O1	171.53 (14)

Acknowledgements

This work was supported by the Natural Science Foundation of China and the Post-Doctoral Innovation Project of Shandong Province.

References

Bruker (2001). SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Karlin, K. D. (1993). Science, 261, 701–708. CrossRef CAS PubMed Web of Science Google Scholar
Korupoju, S. R., Mangayarkarasi, N., Ameerunisha, S., Valente, E. J. & Zacharias, P. S. (2000). J. Chem. Soc. Dalton Trans. pp. 2845–2852. Web of Science CSD CrossRef Google Scholar
Lo, W. K., Wong, W. K., Guo, J., Wong, W. Y., Li, K. F. & Cheah, K. W. (2004). Inorg. Chim. Acta, 357, 4510–4521. Web of Science CSD CrossRef CAS Google Scholar
Ni, Z. H., Kou, H. Z., Zhao, Y. H., Zheng, L., Wang, R. J., Cui, A. L. & Sato, O. (2005). Inorg. Chem. 44, 2050–2059. Web of Science CrossRef PubMed CAS Google Scholar
Sheldrick, G. M. (2003). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sui, Y., Sui, Y.-H., Luo, Q.-Y. & Wang, Y.-D. (2007). Acta Cryst. E63, m2277–m2278. CrossRef IUCr Journals Google Scholar
Ward, M. D. (2007). Coord. Chem. Rev. 251, 1663–1677. Web of Science CrossRef CAS Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.