Di-μ-benzoato-κO,O':O;κO:O,O'-bis-[(benzoato-κO,O')(1,10-phenanthroline-κN,N')lead(II)].

In the centrosymmetric dinuclear title compound, [Pb(2)(C(7)H(5)O(2))(4)(C(12)H(8)N(2))(2)], two Pb(2+) ions are connected by two tridentate bridging benzoate anions. The Pb(2+) 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 supra-molecular framework is achieved by inter-molecular π-π stacking inter-actions, 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 = 1259.23

Triclinic,

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[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.069

S = 0.96

4059 reflections

298 parameters

H-atom parameters constrained

Δρmax = 1.95 e Å−3

Δρmin = −1.35 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAIn class="Chemical">NT; 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 ▶).

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

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

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

[Pb2(C7H5O2)4(C12H8N2)2]	Z = 1
Mr = 1259.23	F(000) = 604
Triclinic, P1	Dx = 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

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

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(Fo2) + (0.0271P)2] where P = (Fo2 + 2Fc2)/3
4059 reflections	(Δ/σ)max = 0.001
298 parameters	Δρmax = 1.95 e Å−3
0 restraints	Δρmin = −1.35 e Å−3

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.

	x	y	z	Uiso*/Ueq
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*

	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)

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

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) .