Bis(μ(2)-quinoline-2-carboxyl-ato)-κN,O:O;κO:N,O-bis-[(acetato-κO)(ethanol-κO)lead(II)].

In the centrosymmetric dinuclear title compound, [Pb(2)(C(10)H(6)NO(2))(2)(CH(3)COO)(2)(C(2)H(5)OH)(2)], one O atom of the carboxyl-ate group of the quinoline-2-carboxyl-ate anion connects the two Pb(II) atoms. The Pb(II) atom is surrounded by four O atoms and one N atom in a Ψ-octa-hedral PbO(4)NE geometry (E is the electron lone pair). Two longer Pb⋯O inter-actions distort the geometry towards a Ψ-square-anti-prism. Inter-molecular O-H⋯O hydrogen bonds link the mol-ecules.

Related literature

For the analogous methanol-coordinated compound, see: Mohammadnezhad et al. (2010 ▶).

Experimental

Crystal data

[Pb2(C10H6NO2)2(C2H3O2)2(C2H6O)2]

M = 968.92

Monoclinic,

a = 7.3419 (1) Å

b = 8.4004 (1) Å

c = 23.8008 (4) Å

β = 93.722 (1)°

V = 1464.82 (4) Å3

Z = 2

Mo Kα radiation

μ = 11.54 mm−1

T = 100 K

0.20 × 0.20 × 0.05 mm

Data collection

Agilent Technologies SuperNova Dual diffractometer with an Atlas detector

Absorption correction: multi-scan (CrysAlis PRO; Agilent Technologies, 2010 ▶) T min = 0.206, T max = 0.596

12668 measured reflections

3314 independent reflections

3010 reflections with I > 2σ(I)

R int = 0.049

Refinement

R[F 2 > 2σ(F 2)] = 0.029

wR(F 2) = 0.073

S = 1.08

3314 reflections

192 parameters

H-atom parameters constrained

Δρmax = 1.21 e Å−3

Δρmin = −1.57 e Å−3

Data collection: CrysAlis PRO (Agilent Technologies, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811002509/bt5469sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811002509/bt5469Isup2.hkl

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

[Pb2(C10H6NO2)2(C2H3O2)2(C2H6O)2]	F(000) = 912
Mr = 968.92	Dx = 2.197 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 7627 reflections
a = 7.3419 (1) Å	θ = 2.4–29.3°
b = 8.4004 (1) Å	µ = 11.54 mm−1
c = 23.8008 (4) Å	T = 100 K
β = 93.722 (1)°	Prim, colorless
V = 1464.82 (4) Å3	0.20 × 0.20 × 0.05 mm
Z = 2

Agilent Technologies SuperNova Dual diffractometer with an Atlas detector	3314 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	3010 reflections with I > 2σ(I)
Mirror	Rint = 0.049
Detector resolution: 10.4041 pixels mm-1	θmax = 27.5°, θmin = 2.6°
ω scan	h = −9→9
Absorption correction: multi-scan (CrysAlis PRO; Agilent Technologies, 2010)	k = −10→10
Tmin = 0.206, Tmax = 0.596	l = −30→30
12668 measured reflections

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.073	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.035P)2 + 1.3471P] where P = (Fo2 + 2Fc2)/3
3314 reflections	(Δ/σ)max = 0.001
192 parameters	Δρmax = 1.21 e Å−3
0 restraints	Δρmin = −1.57 e Å−3

	x	y	z	Uiso*/Ueq
Pb1	0.72555 (2)	0.46532 (2)	0.554759 (7)	0.01208 (8)
O1	0.4023 (5)	0.4525 (4)	0.54078 (14)	0.0149 (7)
O2	0.1288 (5)	0.3557 (5)	0.55875 (15)	0.0225 (8)
O3	0.6357 (5)	0.7354 (5)	0.56638 (14)	0.0225 (8)
O4	0.7982 (5)	0.6708 (4)	0.64405 (14)	0.0215 (8)
O5	0.6307 (5)	0.1781 (4)	0.51184 (13)	0.0206 (8)
H5	0.5230	0.1444	0.5119	0.031*
N1	0.5510 (5)	0.3454 (5)	0.63884 (16)	0.0134 (8)
C1	0.2921 (7)	0.3768 (6)	0.57117 (19)	0.0144 (10)
C2	0.3771 (7)	0.3126 (6)	0.62685 (19)	0.0145 (10)
C3	0.2694 (7)	0.2289 (6)	0.66278 (19)	0.0168 (10)
H3	0.1453	0.2066	0.6518	0.020*
C4	0.3433 (7)	0.1795 (7)	0.7138 (2)	0.0199 (11)
H4	0.2712	0.1234	0.7390	0.024*
C5	0.5280 (7)	0.2127 (6)	0.72855 (19)	0.0162 (10)
C6	0.6171 (7)	0.1640 (7)	0.7808 (2)	0.0211 (11)
H6	0.5501	0.1091	0.8076	0.025*
C7	0.7974 (7)	0.1958 (6)	0.7925 (2)	0.0206 (11)
H7	0.8559	0.1611	0.8271	0.025*
C8	0.8983 (7)	0.2801 (6)	0.7536 (2)	0.0208 (11)
H8	1.0239	0.3017	0.7624	0.025*
C9	0.8177 (7)	0.3308 (6)	0.70336 (19)	0.0168 (10)
H9	0.8862	0.3887	0.6777	0.020*
C10	0.6310 (7)	0.2963 (6)	0.68997 (19)	0.0155 (10)
C11	0.7125 (7)	0.7694 (6)	0.61446 (19)	0.0155 (10)
C12	0.6856 (8)	0.9361 (6)	0.6361 (2)	0.0225 (12)
H12A	0.8021	0.9774	0.6524	0.034*
H12B	0.5964	0.9343	0.6650	0.034*
H12C	0.6406	1.0049	0.6050	0.034*
C13	0.7704 (9)	0.0864 (8)	0.4891 (2)	0.0311 (14)
H13A	0.7238	−0.0224	0.4810	0.037*
H13B	0.8746	0.0775	0.5175	0.037*
C14	0.8359 (8)	0.1573 (8)	0.4361 (2)	0.0315 (14)
H14A	0.9244	0.0853	0.4204	0.047*
H14B	0.8941	0.2602	0.4448	0.047*
H14C	0.7319	0.1727	0.4087	0.047*

	U11	U22	U33	U12	U13	U23
Pb1	0.00993 (11)	0.01418 (12)	0.01215 (12)	0.00129 (7)	0.00073 (7)	0.00054 (6)
O1	0.0135 (18)	0.0172 (19)	0.0138 (17)	0.0006 (14)	−0.0009 (14)	0.0015 (13)
O2	0.0117 (18)	0.032 (2)	0.0239 (18)	0.0019 (16)	−0.0002 (14)	0.0063 (16)
O3	0.024 (2)	0.022 (2)	0.0209 (18)	0.0037 (17)	−0.0060 (15)	−0.0039 (16)
O4	0.028 (2)	0.0179 (19)	0.0179 (17)	0.0039 (17)	−0.0045 (15)	−0.0008 (15)
O5	0.0188 (19)	0.0208 (19)	0.0218 (18)	0.0037 (16)	−0.0012 (14)	−0.0045 (15)
N1	0.013 (2)	0.014 (2)	0.0129 (19)	0.0040 (17)	−0.0012 (15)	−0.0020 (16)
C1	0.012 (2)	0.016 (3)	0.015 (2)	0.004 (2)	0.0023 (18)	−0.0019 (19)
C2	0.016 (2)	0.013 (2)	0.015 (2)	0.004 (2)	0.0026 (18)	−0.0019 (19)
C3	0.015 (2)	0.016 (3)	0.020 (2)	−0.001 (2)	0.0040 (19)	0.002 (2)
C4	0.020 (3)	0.020 (3)	0.021 (2)	0.000 (2)	0.008 (2)	0.005 (2)
C5	0.018 (3)	0.017 (3)	0.014 (2)	0.006 (2)	0.0017 (19)	−0.0030 (19)
C6	0.028 (3)	0.024 (3)	0.012 (2)	0.002 (2)	0.005 (2)	0.003 (2)
C7	0.026 (3)	0.021 (3)	0.014 (2)	0.006 (2)	−0.002 (2)	0.004 (2)
C8	0.018 (3)	0.025 (3)	0.019 (2)	0.007 (2)	−0.003 (2)	−0.004 (2)
C9	0.018 (3)	0.018 (3)	0.015 (2)	−0.002 (2)	0.0029 (19)	0.000 (2)
C10	0.019 (3)	0.011 (2)	0.017 (2)	0.005 (2)	0.0023 (19)	−0.0042 (19)
C11	0.014 (2)	0.013 (2)	0.020 (2)	−0.004 (2)	0.0050 (19)	0.000 (2)
C12	0.032 (3)	0.012 (3)	0.023 (3)	0.003 (2)	−0.002 (2)	−0.003 (2)
C13	0.030 (3)	0.031 (3)	0.034 (3)	0.019 (3)	0.007 (3)	0.003 (3)
C14	0.024 (3)	0.039 (4)	0.032 (3)	0.009 (3)	0.008 (2)	0.003 (3)

Pb1—O1	2.377 (4)	C4—H4	0.9500
Pb1—O3	2.384 (4)	C5—C10	1.414 (7)
Pb1—O1i	2.500 (3)	C5—C6	1.427 (7)
Pb1—N1	2.645 (4)	C6—C7	1.362 (8)
Pb1—O5	2.694 (4)	C6—H6	0.9500
Pb1—O4	2.763 (3)	C7—C8	1.413 (7)
Pb1—O2ii	3.096 (4)	C7—H7	0.9500
O1—C1	1.288 (6)	C8—C9	1.367 (7)
O1—Pb1i	2.500 (3)	C8—H8	0.9500
O2—C1	1.229 (6)	C9—C10	1.417 (7)
O3—C11	1.275 (6)	C9—H9	0.9500
O4—C11	1.233 (6)	C11—C12	1.510 (7)
O5—C13	1.418 (6)	C12—H12A	0.9800
O5—H5	0.8400	C12—H12B	0.9800
N1—C2	1.319 (6)	C12—H12C	0.9800
N1—C10	1.380 (6)	C13—C14	1.502 (8)
C1—C2	1.526 (7)	C13—H13A	0.9900
C2—C3	1.392 (7)	C13—H13B	0.9900
C3—C4	1.362 (7)	C14—H14A	0.9800
C3—H3	0.9500	C14—H14B	0.9800
C4—C5	1.407 (7)	C14—H14C	0.9800
O1—Pb1—O3	77.18 (12)	C3—C4—H4	120.5
O1—Pb1—O1i	64.70 (14)	C5—C4—H4	120.5
O3—Pb1—O1i	75.67 (11)	C4—C5—C10	119.0 (4)
O1—Pb1—N1	63.92 (12)	C4—C5—C6	122.7 (5)
O3—Pb1—N1	97.09 (12)	C10—C5—C6	118.3 (5)
O1i—Pb1—N1	128.43 (12)	C7—C6—C5	120.4 (5)
O1—Pb1—O5	71.05 (11)	C7—C6—H6	119.8
O3—Pb1—O5	146.07 (12)	C5—C6—H6	119.8
O1i—Pb1—O5	80.20 (11)	C6—C7—C8	120.5 (5)
N1—Pb1—O5	79.62 (11)	C6—C7—H7	119.7
O1—Pb1—O4	106.08 (11)	C8—C7—H7	119.7
O3—Pb1—O4	50.00 (11)	C9—C8—C7	120.9 (5)
O1i—Pb1—O4	124.72 (10)	C9—C8—H8	119.5
N1—Pb1—O4	74.61 (11)	C7—C8—H8	119.5
O5—Pb1—O4	152.06 (10)	C8—C9—C10	119.4 (5)
O1—Pb1—O2ii	159.18 (11)	C8—C9—H9	120.3
O3—Pb1—O2ii	123.42 (12)	C10—C9—H9	120.3
O1i—Pb1—O2ii	114.32 (10)	N1—C10—C5	120.4 (4)
N1—Pb1—O2ii	111.89 (10)	N1—C10—C9	119.2 (4)
O5—Pb1—O2ii	88.18 (11)	C5—C10—C9	120.4 (4)
O4—Pb1—O2ii	91.48 (10)	O4—C11—O3	122.8 (5)
C1—O1—Pb1	127.0 (3)	O4—C11—C12	120.1 (4)
C1—O1—Pb1i	115.8 (3)	O3—C11—C12	117.0 (4)
Pb1—O1—Pb1i	115.30 (14)	C11—C12—H12A	109.5
C11—O3—Pb1	102.0 (3)	C11—C12—H12B	109.5
C11—O4—Pb1	85.1 (3)	H12A—C12—H12B	109.5
C13—O5—Pb1	117.1 (4)	C11—C12—H12C	109.5
C13—O5—H5	121.4	H12A—C12—H12C	109.5
Pb1—O5—H5	121.4	H12B—C12—H12C	109.5
C2—N1—C10	118.6 (4)	O5—C13—C14	112.5 (5)
C2—N1—Pb1	115.2 (3)	O5—C13—H13A	109.1
C10—N1—Pb1	125.6 (3)	C14—C13—H13A	109.1
O2—C1—O1	125.1 (4)	O5—C13—H13B	109.1
O2—C1—C2	119.7 (4)	C14—C13—H13B	109.1
O1—C1—C2	115.2 (4)	H13A—C13—H13B	107.8
N1—C2—C3	123.6 (4)	C13—C14—H14A	109.5
N1—C2—C1	116.7 (4)	C13—C14—H14B	109.5
C3—C2—C1	119.7 (4)	H14A—C14—H14B	109.5
C4—C3—C2	119.5 (5)	C13—C14—H14C	109.5
C4—C3—H3	120.3	H14A—C14—H14C	109.5
C2—C3—H3	120.3	H14B—C14—H14C	109.5
C3—C4—C5	118.9 (5)
O3—Pb1—O1—C1	−116.7 (4)	O4—Pb1—N1—C10	−60.4 (4)
O1i—Pb1—O1—C1	163.3 (4)	O2ii—Pb1—N1—C10	24.9 (4)
N1—Pb1—O1—C1	−12.1 (3)	Pb1—O1—C1—O2	−170.1 (4)
O5—Pb1—O1—C1	75.4 (4)	Pb1i—O1—C1—O2	−6.8 (6)
O4—Pb1—O1—C1	−75.4 (4)	Pb1—O1—C1—C2	10.8 (6)
O2ii—Pb1—O1—C1	71.1 (5)	Pb1i—O1—C1—C2	174.0 (3)
O3—Pb1—O1—Pb1i	80.02 (15)	C10—N1—C2—C3	−0.8 (7)
O1i—Pb1—O1—Pb1i	0.0	Pb1—N1—C2—C3	170.7 (4)
N1—Pb1—O1—Pb1i	−175.37 (19)	C10—N1—C2—C1	176.9 (4)
O5—Pb1—O1—Pb1i	−87.89 (15)	Pb1—N1—C2—C1	−11.6 (5)
O4—Pb1—O1—Pb1i	121.29 (13)	O2—C1—C2—N1	−177.0 (4)
O2ii—Pb1—O1—Pb1i	−92.2 (3)	O1—C1—C2—N1	2.2 (6)
O1—Pb1—O3—C11	126.0 (3)	O2—C1—C2—C3	0.8 (7)
O1i—Pb1—O3—C11	−167.2 (3)	O1—C1—C2—C3	180.0 (4)
N1—Pb1—O3—C11	64.9 (3)	N1—C2—C3—C4	1.2 (8)
O5—Pb1—O3—C11	146.8 (3)	C1—C2—C3—C4	−176.4 (5)
O4—Pb1—O3—C11	1.8 (3)	C2—C3—C4—C5	−0.8 (7)
O2ii—Pb1—O3—C11	−57.3 (3)	C3—C4—C5—C10	0.0 (7)
O1—Pb1—O4—C11	−59.0 (3)	C3—C4—C5—C6	−179.4 (5)
O3—Pb1—O4—C11	−1.9 (3)	C4—C5—C6—C7	178.4 (5)
O1i—Pb1—O4—C11	11.1 (3)	C10—C5—C6—C7	−0.9 (8)
N1—Pb1—O4—C11	−115.3 (3)	C5—C6—C7—C8	1.2 (8)
O5—Pb1—O4—C11	−138.7 (3)	C6—C7—C8—C9	−0.3 (8)
O2ii—Pb1—O4—C11	132.4 (3)	C7—C8—C9—C10	−0.9 (8)
O1—Pb1—O5—C13	164.3 (3)	C2—N1—C10—C5	−0.1 (7)
O3—Pb1—O5—C13	142.8 (3)	Pb1—N1—C10—C5	−170.6 (3)
O1i—Pb1—O5—C13	97.8 (3)	C2—N1—C10—C9	180.0 (4)
N1—Pb1—O5—C13	−129.9 (3)	Pb1—N1—C10—C9	9.4 (6)
O4—Pb1—O5—C13	−107.0 (4)	C4—C5—C10—N1	0.4 (7)
O2ii—Pb1—O5—C13	−17.3 (3)	C6—C5—C10—N1	179.8 (4)
O1—Pb1—N1—C2	11.7 (3)	C4—C5—C10—C9	−179.6 (5)
O3—Pb1—N1—C2	83.6 (3)	C6—C5—C10—C9	−0.2 (7)
O1i—Pb1—N1—C2	6.3 (4)	C8—C9—C10—N1	−178.9 (5)
O5—Pb1—N1—C2	−62.2 (3)	C8—C9—C10—C5	1.1 (7)
O4—Pb1—N1—C2	128.7 (3)	Pb1—O4—C11—O3	3.2 (5)
O2ii—Pb1—N1—C2	−146.0 (3)	Pb1—O4—C11—C12	179.6 (4)
O1—Pb1—N1—C10	−177.5 (4)	Pb1—O3—C11—O4	−3.8 (5)
O3—Pb1—N1—C10	−105.5 (4)	Pb1—O3—C11—C12	179.7 (4)
O1i—Pb1—N1—C10	177.2 (3)	Pb1—O5—C13—C14	−68.5 (6)
O5—Pb1—N1—C10	108.7 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5···O3i	0.84	2.36	2.710 (5)	106

Table 1

Selected bond lengths (Å)

Pb1—O1	2.377 (4)
Pb1—O3	2.384 (4)
Pb1—O1i	2.500 (3)
Pb1—N1	2.645 (4)
Pb1—O5	2.694 (4)
Pb1—O4	2.763 (3)
Pb1—O2ii	3.096 (4)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5⋯O3i	0.84	2.36	2.710 (5)	106

Symmetry code: (i) .