Di-μ-benzoato-κ(3)O,O':O;κ(3)O:O,O'-bis-[aqua-(nitrato-κO)(1,10-phenanthroline-κ(2)N,N')lead(II)].

The title compound, [Pb(2)(C(7)H(5)O(2))(2)(NO(3))(2)(C(12)H(8)N(2))(2)(H(2)O)(2)], crystallizes as a dinuclear centrosymmetric dimer containing two Pb(II) atoms bridged by two benzoate ligands. Each Pb(II) atom is seven-coordinated by a water mol-ecule, a nitrate anion, a 1,10-phenanthroline (phen) ligand and two benzoate anions. The crystal packing is stabilized by O-H⋯O hydrogen bonds and by π-π stacking between neighboring phen ligands, with a centroid-centroid distance of 3.557 (3) Å.

Related literature

For related Pb(II) complexes with benzoate and 1,10-phenanthroline ligands, see: Dai et al. (2010 ▶); Li et al. (2011 ▶); Gao & Xuan (2009 ▶); Zhu (2006 ▶).

Experimental

Crystal data

[Pb2(C7H5O2)2(NO3)2(C12H8N2)2(H2O)2]

M = 1177.08

Monoclinic,

a = 11.7112 (13) Å

b = 13.5403 (15) Å

c = 14.1328 (11) Å

β = 124.483 (6)°

V = 1847.3 (3) Å3

Z = 2

Mo Kα radiation

μ = 9.18 mm−1

T = 296 K

0.22 × 0.18 × 0.16 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996) ▶ T min = 0.150, T max = 0.230

9109 measured reflections

3209 independent reflections

2788 reflections with I > 2σ(I)

R int = 0.038

Refinement

R[F 2 > 2σ(F 2)] = 0.022

wR(F 2) = 0.051

S = 1.04

3209 reflections

262 parameters

6 restraints

H-atom parameters constrained

Δρmax = 1.03 e Å−3

Δρmin = −0.83 e Å−3

Data collection: APEX2 (Bruker, 2003 ▶); cell refinement: SAINT (Bruker, 2003 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812012974/lr2055sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812012974/lr2055Isup2.hkl

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

[Pb2(C7H5O2)2(NO3)2(C12H8N2)2(H2O)2]	F(000) = 1120
Mr = 1177.08	Dx = 2.116 Mg m−3Dm = 2.116 (1) Mg m−3Dm measured by not measured
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 6315 reflections
a = 11.7112 (13) Å	θ = 2.4–27.7°
b = 13.5403 (15) Å	µ = 9.18 mm−1
c = 14.1328 (11) Å	T = 296 K
β = 124.483 (6)°	Block, light-yellow
V = 1847.3 (3) Å3	0.22 × 0.18 × 0.16 mm
Z = 2

Bruker APEXII CCD area-detector diffractometer	3209 independent reflections
Radiation source: fine-focus sealed tube	2788 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.038
phi and ω scans	θmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.150, Tmax = 0.230	k = −15→16
9109 measured reflections	l = −16→16

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)] = 0.022	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.051	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0209P)2 + 0.9758P] where P = (Fo2 + 2Fc2)/3
3209 reflections	(Δ/σ)max = 0.003
262 parameters	Δρmax = 1.03 e Å−3
6 restraints	Δρmin = −0.83 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	0.322274 (15)	0.530376 (10)	0.507038 (13)	0.03399 (7)
O1	0.2190 (3)	0.5567 (2)	0.3057 (3)	0.0426 (7)
O2	0.3808 (3)	0.4428 (2)	0.3797 (3)	0.0431 (7)
O3	0.3786 (4)	0.7099 (2)	0.4726 (3)	0.0574 (9)
O4	0.4076 (4)	0.7422 (3)	0.6335 (3)	0.0750 (11)
O5	0.5305 (5)	0.8164 (3)	0.5870 (4)	0.1065 (16)
N1	0.1221 (3)	0.4070 (2)	0.4019 (3)	0.0336 (7)
N2	0.0825 (3)	0.6004 (2)	0.4347 (3)	0.0302 (7)
N3	0.4402 (4)	0.7581 (3)	0.5646 (4)	0.0557 (10)
C1	−0.0097 (4)	0.4381 (3)	0.3570 (3)	0.0319 (9)
C2	0.1409 (5)	0.3132 (3)	0.3863 (4)	0.0439 (11)
H2	0.2308	0.2909	0.4181	0.053*
C3	0.0314 (5)	0.2464 (3)	0.3242 (4)	0.0467 (11)
H3	0.0485	0.1816	0.3137	0.056*
C4	−0.0996 (5)	0.2771 (3)	0.2796 (4)	0.0465 (11)
H4A	−0.1732	0.2334	0.2384	0.056*
C5	−0.1242 (4)	0.3755 (3)	0.2956 (4)	0.0389 (10)
C6	−0.2605 (4)	0.4123 (4)	0.2514 (4)	0.0468 (11)
H6	−0.3361	0.3700	0.2113	0.056*
C7	−0.2807 (4)	0.5071 (3)	0.2672 (4)	0.0446 (11)
H7	−0.3700	0.5296	0.2372	0.054*
C8	−0.1654 (4)	0.5744 (3)	0.3301 (3)	0.0345 (9)
C9	−0.1820 (4)	0.6735 (3)	0.3479 (4)	0.0400 (10)
H9	−0.2698	0.6988	0.3185	0.048*
C10	−0.0679 (5)	0.7327 (3)	0.4088 (4)	0.0434 (10)
H10	−0.0771	0.7985	0.4221	0.052*
C11	0.0622 (4)	0.6932 (3)	0.4507 (4)	0.0385 (10)
H11	0.1389	0.7343	0.4923	0.046*
C12	−0.0301 (4)	0.5400 (3)	0.3746 (3)	0.0295 (8)
C13	0.2744 (5)	0.4860 (3)	0.1831 (4)	0.0407 (10)
C14	0.3537 (5)	0.4185 (4)	0.1693 (4)	0.0511 (11)
H14	0.4155	0.3773	0.2297	0.061*
C15	0.3405 (6)	0.4129 (4)	0.0664 (5)	0.0624 (13)
H15	0.3952	0.3690	0.0579	0.075*
C16	0.2473 (9)	0.4715 (4)	−0.0234 (6)	0.080 (2)
H16	0.2387	0.4668	−0.0928	0.096*
C17	0.1666 (8)	0.5369 (4)	−0.0129 (5)	0.087 (2)
H17	0.1037	0.5770	−0.0742	0.105*
C18	0.1803 (7)	0.5426 (4)	0.0915 (5)	0.0721 (17)
H18	0.1241	0.5859	0.0990	0.087*
C19	0.2933 (4)	0.4950 (3)	0.2965 (4)	0.0333 (9)
O6	0.4669 (4)	0.3437 (3)	0.6293 (3)	0.0666 (10)
H6A	0.5130	0.3253	0.6990	0.100*
H6B	0.4841	0.3147	0.5853	0.100*

	U11	U22	U33	U12	U13	U23
Pb1	0.03010 (10)	0.04089 (10)	0.03137 (11)	0.00026 (7)	0.01764 (8)	0.00064 (7)
O1	0.0506 (19)	0.0452 (16)	0.0353 (18)	0.0131 (14)	0.0263 (17)	0.0059 (13)
O2	0.0395 (17)	0.0530 (17)	0.0372 (18)	0.0071 (14)	0.0219 (16)	0.0072 (14)
O3	0.058 (2)	0.0539 (19)	0.041 (2)	−0.0079 (17)	0.0163 (18)	−0.0010 (17)
O4	0.073 (3)	0.092 (3)	0.059 (3)	0.008 (2)	0.037 (2)	0.001 (2)
O5	0.103 (3)	0.098 (3)	0.090 (4)	−0.064 (3)	0.038 (3)	−0.019 (3)
N1	0.0371 (18)	0.0358 (17)	0.0332 (19)	0.0023 (15)	0.0231 (17)	0.0000 (15)
N2	0.0287 (17)	0.0347 (17)	0.0257 (17)	0.0013 (14)	0.0144 (15)	0.0003 (14)
N3	0.056 (3)	0.051 (2)	0.047 (3)	−0.006 (2)	0.022 (2)	0.004 (2)
C1	0.037 (2)	0.036 (2)	0.026 (2)	−0.0030 (17)	0.020 (2)	0.0001 (16)
C2	0.051 (3)	0.037 (2)	0.049 (3)	0.003 (2)	0.032 (3)	−0.003 (2)
C3	0.061 (3)	0.033 (2)	0.042 (3)	−0.002 (2)	0.027 (3)	−0.0102 (19)
C4	0.056 (3)	0.042 (2)	0.038 (3)	−0.012 (2)	0.025 (3)	−0.008 (2)
C5	0.041 (2)	0.043 (2)	0.030 (2)	−0.0064 (19)	0.019 (2)	−0.0011 (18)
C6	0.035 (2)	0.059 (3)	0.038 (3)	−0.013 (2)	0.015 (2)	0.000 (2)
C7	0.029 (2)	0.058 (3)	0.046 (3)	−0.001 (2)	0.020 (2)	0.006 (2)
C8	0.031 (2)	0.046 (2)	0.030 (2)	−0.0001 (18)	0.019 (2)	0.0050 (19)
C9	0.036 (2)	0.048 (2)	0.041 (3)	0.011 (2)	0.025 (2)	0.007 (2)
C10	0.052 (3)	0.038 (2)	0.044 (3)	0.007 (2)	0.029 (2)	0.001 (2)
C11	0.043 (2)	0.036 (2)	0.042 (3)	−0.0034 (18)	0.027 (2)	−0.0052 (18)
C12	0.030 (2)	0.0354 (19)	0.026 (2)	−0.0014 (16)	0.0170 (19)	0.0008 (16)
C13	0.045 (3)	0.042 (2)	0.038 (3)	−0.003 (2)	0.026 (2)	−0.0020 (19)
C14	0.046 (3)	0.057 (3)	0.048 (3)	0.000 (2)	0.025 (3)	−0.008 (2)
C15	0.065 (3)	0.075 (3)	0.057 (3)	0.000 (3)	0.041 (3)	−0.014 (3)
C16	0.125 (6)	0.081 (4)	0.051 (4)	−0.016 (4)	0.060 (4)	−0.013 (3)
C17	0.139 (7)	0.075 (4)	0.045 (4)	0.038 (4)	0.051 (5)	0.013 (3)
C18	0.101 (5)	0.069 (3)	0.047 (3)	0.042 (3)	0.043 (4)	0.016 (3)
C19	0.032 (2)	0.0352 (19)	0.033 (2)	−0.0062 (18)	0.018 (2)	−0.0020 (18)
O6	0.059 (2)	0.069 (2)	0.071 (3)	0.0027 (18)	0.036 (2)	0.0086 (19)

Pb1—O1	2.406 (3)	C6—C7	1.347 (6)
Pb1—O2	2.552 (3)	C6—H6	0.9300
Pb1—N1	2.560 (3)	C7—C8	1.443 (6)
Pb1—N2	2.565 (3)	C7—H7	0.9300
Pb1—O3	2.635 (3)	C8—C9	1.398 (6)
Pb1—O6	2.989 (3)	C8—C12	1.413 (5)
Pb1—O2i	2.913 (3)	C9—C10	1.366 (6)
Pb1—C19	2.837 (4)	C9—H9	0.9300
O1—C19	1.264 (5)	C10—C11	1.391 (6)
O2—C19	1.253 (5)	C10—H10	0.9300
O3—N3	1.255 (5)	C11—H11	0.9300
O4—N3	1.249 (5)	C13—C18	1.364 (7)
O5—N3	1.210 (5)	C13—C14	1.393 (6)
N1—C2	1.328 (5)	C13—C19	1.495 (6)
N1—C1	1.361 (5)	C14—C15	1.375 (7)
N2—C11	1.322 (5)	C14—H14	0.9300
N2—C12	1.364 (5)	C15—C16	1.366 (9)
C1—C5	1.398 (6)	C15—H15	0.9300
C1—C12	1.446 (5)	C16—C17	1.363 (9)
C2—C3	1.400 (6)	C16—H16	0.9300
C2—H2	0.9300	C17—C18	1.393 (7)
C3—C4	1.352 (6)	C17—H17	0.9300
C3—H3	0.9300	C18—H18	0.9300
C4—C5	1.407 (6)	O6—H6A	0.8500
C4—H4A	0.9300	O6—H6B	0.8501
C5—C6	1.435 (6)
O1—Pb1—O2	52.46 (9)	C5—C6—H6	119.5
O1—Pb1—N1	74.22 (10)	C6—C7—C8	120.9 (4)
O2—Pb1—N1	79.07 (9)	C6—C7—H7	119.5
O1—Pb1—N2	76.72 (10)	C8—C7—H7	119.5
O2—Pb1—N2	124.16 (10)	C9—C8—C12	118.1 (4)
N1—Pb1—N2	64.77 (9)	C9—C8—C7	122.7 (4)
O1—Pb1—O3	69.88 (10)	C12—C8—C7	119.2 (4)
O2—Pb1—O3	95.94 (10)	C10—C9—C8	119.4 (4)
N1—Pb1—O3	137.55 (10)	C10—C9—H9	120.3
N2—Pb1—O3	85.27 (10)	C8—C9—H9	120.3
O1—Pb1—C19	26.28 (10)	C9—C10—C11	119.1 (4)
O2—Pb1—C19	26.20 (10)	C9—C10—H10	120.4
N1—Pb1—C19	75.79 (10)	C11—C10—H10	120.4
N2—Pb1—C19	100.98 (11)	N2—C11—C10	123.5 (4)
O3—Pb1—C19	81.72 (11)	N2—C11—H11	118.2
C19—O1—Pb1	96.3 (2)	C10—C11—H11	118.2
C19—O2—Pb1	89.7 (2)	N2—C12—C8	121.7 (3)
N3—O3—Pb1	110.3 (3)	N2—C12—C1	118.9 (3)
C2—N1—C1	118.0 (4)	C8—C12—C1	119.4 (3)
C2—N1—Pb1	122.5 (3)	C18—C13—C14	118.8 (4)
C1—N1—Pb1	119.5 (2)	C18—C13—C19	121.4 (4)
C11—N2—C12	118.1 (3)	C14—C13—C19	119.9 (4)
C11—N2—Pb1	123.1 (3)	C15—C14—C13	120.0 (5)
C12—N2—Pb1	118.8 (2)	C15—C14—H14	120.0
O5—N3—O4	121.1 (5)	C13—C14—H14	120.0
O5—N3—O3	121.1 (5)	C16—C15—C14	120.2 (5)
O4—N3—O3	117.9 (4)	C16—C15—H15	119.9
N1—C1—C5	122.5 (4)	C14—C15—H15	119.9
N1—C1—C12	118.0 (3)	C15—C16—C17	121.0 (5)
C5—C1—C12	119.5 (4)	C15—C16—H16	119.5
N1—C2—C3	122.8 (4)	C17—C16—H16	119.5
N1—C2—H2	118.6	C16—C17—C18	118.7 (6)
C3—C2—H2	118.6	C16—C17—H17	120.6
C4—C3—C2	119.3 (4)	C18—C17—H17	120.6
C4—C3—H3	120.4	C13—C18—C17	121.3 (5)
C2—C3—H3	120.4	C13—C18—H18	119.3
C3—C4—C5	119.8 (4)	C17—C18—H18	119.3
C3—C4—H4A	120.1	O2—C19—O1	121.4 (4)
C5—C4—H4A	120.1	O2—C19—C13	120.4 (4)
C1—C5—C4	117.5 (4)	O1—C19—C13	118.2 (4)
C1—C5—C6	120.0 (4)	O2—C19—Pb1	64.1 (2)
C4—C5—C6	122.5 (4)	O1—C19—Pb1	57.4 (2)
C7—C6—C5	121.0 (4)	C13—C19—Pb1	174.8 (3)
C7—C6—H6	119.5	H6A—O6—H6B	117.0
O2—Pb1—O1—C19	−1.6 (2)	C6—C7—C8—C9	179.7 (4)
N1—Pb1—O1—C19	−89.8 (2)	C6—C7—C8—C12	0.5 (6)
N2—Pb1—O1—C19	−156.9 (3)	C12—C8—C9—C10	−1.1 (6)
O3—Pb1—O1—C19	113.3 (3)	C7—C8—C9—C10	179.6 (4)
O1—Pb1—O2—C19	1.6 (2)	C8—C9—C10—C11	0.7 (6)
N1—Pb1—O2—C19	80.0 (2)	C12—N2—C11—C10	−0.5 (6)
N2—Pb1—O2—C19	31.0 (3)	Pb1—N2—C11—C10	177.9 (3)
O3—Pb1—O2—C19	−57.4 (2)	C9—C10—C11—N2	0.2 (7)
O1—Pb1—O3—N3	174.1 (3)	C11—N2—C12—C8	0.0 (6)
O2—Pb1—O3—N3	−139.6 (3)	Pb1—N2—C12—C8	−178.5 (3)
N1—Pb1—O3—N3	140.1 (3)	C11—N2—C12—C1	−179.6 (3)
N2—Pb1—O3—N3	96.5 (3)	Pb1—N2—C12—C1	1.9 (4)
C19—Pb1—O3—N3	−161.6 (3)	C9—C8—C12—N2	0.8 (6)
O1—Pb1—N1—C2	97.8 (3)	C7—C8—C12—N2	−180.0 (4)
O2—Pb1—N1—C2	44.0 (3)	C9—C8—C12—C1	−179.6 (4)
N2—Pb1—N1—C2	−179.7 (3)	C7—C8—C12—C1	−0.4 (6)
O3—Pb1—N1—C2	130.9 (3)	N1—C1—C12—N2	0.2 (5)
C19—Pb1—N1—C2	70.7 (3)	C5—C1—C12—N2	−180.0 (4)
O1—Pb1—N1—C1	−80.3 (3)	N1—C1—C12—C8	−179.4 (4)
O2—Pb1—N1—C1	−134.1 (3)	C5—C1—C12—C8	0.4 (6)
N2—Pb1—N1—C1	2.2 (3)	C18—C13—C14—C15	2.8 (8)
O3—Pb1—N1—C1	−47.3 (3)	C19—C13—C14—C15	−177.4 (4)
C19—Pb1—N1—C1	−107.5 (3)	C13—C14—C15—C16	−1.7 (8)
O1—Pb1—N2—C11	−101.9 (3)	C14—C15—C16—C17	0.5 (10)
O2—Pb1—N2—C11	−125.5 (3)	C15—C16—C17—C18	−0.4 (11)
N1—Pb1—N2—C11	179.5 (3)	C14—C13—C18—C17	−2.7 (9)
O3—Pb1—N2—C11	−31.5 (3)	C19—C13—C18—C17	177.5 (5)
C19—Pb1—N2—C11	−112.1 (3)	C16—C17—C18—C13	1.5 (11)
O1—Pb1—N2—C12	76.5 (3)	Pb1—O2—C19—O1	−2.8 (4)
O2—Pb1—N2—C12	53.0 (3)	Pb1—O2—C19—C13	177.0 (3)
N1—Pb1—N2—C12	−2.1 (2)	Pb1—O1—C19—O2	3.0 (4)
O3—Pb1—N2—C12	147.0 (3)	Pb1—O1—C19—C13	−176.8 (3)
C19—Pb1—N2—C12	66.4 (3)	C18—C13—C19—O2	−179.6 (5)
Pb1—O3—N3—O5	143.7 (4)	C14—C13—C19—O2	0.6 (6)
Pb1—O3—N3—O4	−34.4 (5)	C18—C13—C19—O1	0.2 (7)
C2—N1—C1—C5	−0.2 (6)	C14—C13—C19—O1	−179.6 (4)
Pb1—N1—C1—C5	178.0 (3)	C18—C13—C19—Pb1	−31 (3)
C2—N1—C1—C12	179.6 (4)	C14—C13—C19—Pb1	149 (3)
Pb1—N1—C1—C12	−2.2 (5)	O1—Pb1—C19—O2	−177.2 (4)
C1—N1—C2—C3	1.3 (6)	N1—Pb1—C19—O2	−94.1 (2)
Pb1—N1—C2—C3	−176.8 (3)	N2—Pb1—C19—O2	−154.3 (2)
N1—C2—C3—C4	−1.4 (7)	O3—Pb1—C19—O2	122.2 (2)
C2—C3—C4—C5	0.3 (7)	O2—Pb1—C19—O1	177.2 (4)
N1—C1—C5—C4	−0.8 (6)	N1—Pb1—C19—O1	83.1 (2)
C12—C1—C5—C4	179.4 (4)	N2—Pb1—C19—O1	22.9 (3)
N1—C1—C5—C6	179.3 (4)	O3—Pb1—C19—O1	−60.6 (2)
C12—C1—C5—C6	−0.5 (6)	O1—Pb1—C19—C13	33 (3)
C3—C4—C5—C1	0.7 (6)	O2—Pb1—C19—C13	−150 (3)
C3—C4—C5—C6	−179.4 (4)	N1—Pb1—C19—C13	116 (3)
C1—C5—C6—C7	0.6 (7)	N2—Pb1—C19—C13	56 (3)
C4—C5—C6—C7	−179.3 (4)	O3—Pb1—C19—C13	−28 (3)
C5—C6—C7—C8	−0.6 (7)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O4ii	0.85	2.29	3.116 (5)	164
O6—H6B···O3i	0.85	2.20	2.971 (7)	150

Table 1

Selected bond lengths (Å)

Pb1—O1	2.406 (3)
Pb1—O2	2.552 (3)
Pb1—N1	2.560 (3)
Pb1—N2	2.565 (3)
Pb1—O3	2.635 (3)
Pb1—O6	2.989 (3)
Pb1—O2i	2.913 (3)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O6—H6A⋯O4ii	0.85	2.29	3.116 (5)	164
O6—H6B⋯O3i	0.85	2.20	2.971 (7)	150

Symmetry codes: (i) ; (ii) .