catena-Poly[{di-μ-isonicotinato-bis[di­aqua­isonicotinatoeuropium(III)]}-μ-isonicotinato-[diisonicotinatocopper(II)]-μ-isonicotinato]

Huang, M.-L.

doi:10.1107/S1600536808038476

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 64| Part 12| December 2008| Pages m1595-m1596

doi:10.1107/S1600536808038476

Open

access

catena-Poly[{di-μ-isonicotinato-bis[diaquaisonicotinatoeuropium(III)]}-μ-isonicotinato-[diisonicotinatocopper(II)]-μ-isonicotinato]

Miao-Ling Huang ^a ^*

^aDepartment of Chemistry and Life Sciences, Quanzhou Normal University, Fujian 362000, People's Republic of China
^*Correspondence e-mail: hml301@163.com

(Received 27 October 2008; accepted 18 November 2008; online 22 November 2008)

The title compound, [CuEu₂(C₆H₄NO₂)₈(H₂O)₄]_n, displays a one-dimensional chain structure. The four-coordinate Cu^II ion (site symmetry $[{\overline 1}]$ ) adopts a trans-CuN₂O₂ geometry and is bridged by two carboxylate groups from two isonicotinate ligands. The Eu^III ion adopts a distorted square-antiprismatic geometry, being coordinated by four O atoms from bridging carboxylate groups of four isonicotinate ligands, two O atoms from chelating carboxylate groups of one isonicotinate ligand and two O atoms from coordinated water molecules; adjacent Eu^III ions in the chain are related by inversion. The water molecules interact with the ligands via O—H⋯N hydrogen bonds [O⋯O = 2.782 (3)–2.881 (3) Å], which link the chains into a three-dimensional structure.

Related literature

For background literature, see: Zhao et al. (2006 ); Ma et al. (2001 ). For related structures, see: Liang et al. (2007 ); Zhang et al. (2005 ); Deng et al. (2008 ).

Experimental

Crystal data

[CuEu₂(C₆H₄NO₂)₈(H₂O)₄]
M_r = 1416.34
Monoclinic, P 2₁ /n
a = 9.5218 (9) Å
b = 15.0371 (13) Å
c = 18.2850 (16) Å
β = 93.822 (1)°
V = 2612.2 (4) Å³
Z = 2
Mo Kα radiation
μ = 2.86 mm⁻¹
T = 295 (2) K
0.40 × 0.30 × 0.27 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.397, T_max = 0.517 (expected range = 0.355–0.462)
18387 measured reflections
4853 independent reflections
4222 reflections with I > 2σ(I)
R_int = 0.036

Refinement

R[F² > 2σ(F²)] = 0.021
wR(F²) = 0.049
S = 1.04
4853 reflections
359 parameters
6 restraints
H-atom parameters constrained
Δρ_max = 0.36 e Å⁻³
Δρ_min = −0.37 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O10—H4W⋯O8ⁱ	0.83	1.97	2.782 (3)	165
O9—H2W⋯O1ⁱ	0.83	1.98	2.790 (3)	164
O10—H3W⋯N1ⁱⁱ	0.83	2.06	2.881 (3)	169
O9—H1W⋯N4ⁱⁱⁱ	0.83	2.00	2.807 (3)	161
Symmetry codes: (i) -x, -y+2, -z; (ii) $[x+{\script{1\over 2}}, -y+{\script{5\over 2}}, z-{\script{1\over 2}}]$ ; (iii) $[-x-{\script{1\over 2}}, y+{\script{1\over 2}}, -z-{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2001 ); 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: ORTEP-3 for Windows (Farrugia, 1997 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808038476/pv2118sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808038476/pv2118Isup2.hkl

checkCIF report

Comment top

In recent years, the study of heterometallic lanthanide-transition metal polymers has played an important role due to their potential applications in catalytic, magnetic and hochtemperatursupraleiter materials (Zhao et al., 2006; Ma et al., 2001). Isonicotinic acid is a good linear bridging ligand with oxygen and nitrogen donors on opposite sides. the crystal structures of heterometallic lanthanide-transition metal complexes with isonicotinate ligand have been reported (Liang et al., 2007; Zhang et al., 2005; Deng et al., 2008;). In order to extend further the study of these compounds, the title complex, (I), has been synthesized and its structure is presented in this article.

The molecular structure and the crystal packing diagram of the title compound are shown in Figs. 1 and 2, respectively. The complex structure is a one-dimensional chain consisting of two metal centres - Cu(II) and Eu(III), which are linked to each other by tridentate bridging isonicotinate ligands. It is worthwhile to note that one-dimensional chain is an axial-symmetric structure. Each Eu(III) cation is of an eight coordination consisting of eight oxygen atoms from four bridging carboxylate O atoms of four isonicotinate ligands [Eu—O distances ranging from 2.341 (2) to 2.366 (2) Å], two from chelating carboxylate O atoms of one isonicotinate ligand [Eu—O distances 2.477 (2) and 2.5428 (19) Å] and two water molecules [Eu—O distances 2.4133 (19) and 2.4548 (19) Å]. The O—Eu—O bond angles are in the range from 51.88 (6) to 152.34 (8)°. Therefore, the coordination polyhedron can be described as a distorted square antiprism. Two Eu(III) ions are connected by four bridging carboxylate groups of four isonicotinate ligands with a Eu···Eu distance of 4.5265 (4) Å. The Cu(II) cation, lies on an inversion center and is of four-coordination with an quadrilateral planar geometry, in which two coordinated oxygen atoms belong to two monodentate coordinating carboxylate O atoms of two isonicotinate ligands [Cu—O distance 1.9867 (19) Å] and two nitrogen atoms from two tridentate bridging isonicotinate ligands [Cu—N distance 2.011 (2) Å]. The O—Cu—N bond angles lie in a very narrow range of 89.26 (9) to 90.74 (9)°. Two weak Cu—N bonds with a distance of 2.654 (3)Å on both sides of the quadrilateral planar copper center are observed, in which the coordination N atoms come from pyridyl groups of two isonicotinate ligands bridging two Eu(III) ions via carboxylates in two adjacent molecular chains. The water molecules are hydrogen bonded to the N atoms of the pyridyl groups of the ligands via O—H···N type hydrogen bonds which link the complex into a three-dimensional structure (details of hydrogen bonding geometry are given in Table 1).

Related literature top

For background literature, see: Zhao et al. (2006); Ma et al. (2001). For related structures, see: Liang et al. (2007); Zhang et al. (2005); Deng et al. (2008).

Experimental top

A mixture of Eu₂O₃ (0.1811 g, 0.5 mmol), CuO (0.0801 g, 1 mmol), isonicotinic acid (0.4923 g, 4.0 mmol), and H₂O (20.0 ml) was sealed in a 40 ml Teflon-lined stainless steel reactor, heated in an oven at 413 K for 72 h, and then slowly cooled to room temperature. The blue block single crystals suitable for X-ray analysis were collected.

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The ORTEP-3 (Farrugia, 1997) drawing of the title compound. Displacement ellipsoids are drawn at 30% probability level. Symmetry codes: (i) -x + 1, -y + 2, -z.
	Fig. 2. Projection showing the three-dimensional structure formed by H-bonding interaction of the compound (I).

catena-poly[{di-µ-isonicotinato-bis[diaquaisonicotinatoeuropium(III)]}-µ- isonicotinato-[diisonicotinatocopper(II)]-µ-isonicotinato] top

Crystal data top

[CuEu₂(C₆H₄NO₂)₈(H₂O)₄]	F(000) = 1398
M_r = 1416.34	D_x = 1.801 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6922 reflections
a = 9.5218 (9) Å	θ = 2.5–28.0°
b = 15.0371 (13) Å	µ = 2.86 mm⁻¹
c = 18.2850 (16) Å	T = 295 K
β = 93.822 (1)°	Block, green
V = 2612.2 (4) Å³	0.40 × 0.30 × 0.27 mm
Z = 2

Data collection top

Bruker SMART CCD area-detector diffractometer	4853 independent reflections
Radiation source: fine-focus sealed tube	4222 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.036
ϕ and ω scans	θ_max = 25.5°, θ_min = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −10→11
T_min = 0.397, T_max = 0.517	k = −17→18
18387 measured reflections	l = −22→22

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.021	H-atom parameters constrained
wR(F²) = 0.049	w = 1/[σ²(F_o²) + (0.0175P)² + 1.449P] where P = (F_o² + 2F_c²)/3
S = 1.04	(Δ/σ)_max = 0.006
4853 reflections	Δρ_max = 0.36 e Å⁻³
359 parameters	Δρ_min = −0.37 e Å⁻³
6 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00683 (17)

Crystal data top

[CuEu₂(C₆H₄NO₂)₈(H₂O)₄]	V = 2612.2 (4) Å³
M_r = 1416.34	Z = 2
Monoclinic, P2₁/n	Mo Kα radiation
a = 9.5218 (9) Å	µ = 2.86 mm⁻¹
b = 15.0371 (13) Å	T = 295 K
c = 18.2850 (16) Å	0.40 × 0.30 × 0.27 mm
β = 93.822 (1)°

Data collection top

Bruker SMART CCD area-detector diffractometer	4853 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	4222 reflections with I > 2σ(I)
T_min = 0.397, T_max = 0.517	R_int = 0.036
18387 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.021	6 restraints
wR(F²) = 0.049	H-atom parameters constrained
S = 1.04	Δρ_max = 0.36 e Å⁻³
4853 reflections	Δρ_min = −0.37 e Å⁻³
359 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
Eu1	0.303549 (14)	1.084800 (9)	−0.000640 (7)	0.01521 (6)
Cu1	0.0000	0.5000	0.0000	0.02112 (12)
O1	0.1022 (2)	1.06985 (13)	0.08317 (11)	0.0256 (5)
O2	0.2241 (2)	1.19395 (13)	0.08933 (11)	0.0319 (5)
O3	0.4104 (2)	1.03423 (18)	0.11132 (12)	0.0440 (6)
O4	0.6048 (3)	0.95248 (17)	0.11231 (12)	0.0437 (6)
O5	0.2714 (2)	0.92881 (14)	−0.00398 (13)	0.0378 (6)
O6	0.4704 (2)	0.85317 (15)	−0.00984 (14)	0.0454 (6)
O7	−0.1420 (2)	0.55366 (14)	−0.07136 (11)	0.0276 (5)
O8	−0.3139 (2)	0.62128 (16)	−0.01438 (11)	0.0370 (6)
N1	−0.0769 (4)	1.2279 (2)	0.30315 (16)	0.0494 (8)
N2	0.5926 (3)	1.0505 (3)	0.37273 (15)	0.0521 (9)
N3	0.1135 (2)	0.61288 (15)	0.00239 (12)	0.0193 (5)
N4	−0.4825 (3)	0.6230 (2)	−0.28160 (15)	0.0448 (8)
C1	−0.1334 (4)	1.1683 (3)	0.2564 (2)	0.0579 (12)
H1	−0.2213	1.1456	0.2656	0.069*
C2	−0.0711 (4)	1.1377 (3)	0.1950 (2)	0.0463 (10)
H2	−0.1151	1.0949	0.1648	0.056*
C3	0.0576 (3)	1.1721 (2)	0.17983 (15)	0.0259 (7)
C4	0.1180 (4)	1.2343 (2)	0.22750 (18)	0.0420 (9)
H4	0.2050	1.2589	0.2189	0.050*
C5	0.0485 (4)	1.2599 (3)	0.2882 (2)	0.0507 (10)
H5	0.0914	1.3015	0.3201	0.061*
C6	0.1329 (3)	1.1432 (2)	0.11331 (15)	0.0226 (6)
C7	0.5089 (4)	1.1027 (3)	0.33001 (19)	0.0462 (10)
H7	0.4656	1.1504	0.3518	0.055*
C8	0.4824 (4)	1.0906 (2)	0.25533 (17)	0.0314 (7)
H8	0.4216	1.1283	0.2282	0.038*
C9	0.5483 (3)	1.0211 (2)	0.22209 (15)	0.0229 (6)
C10	0.6410 (4)	0.9697 (3)	0.26468 (17)	0.0406 (9)
H10	0.6913	0.9242	0.2439	0.049*
C11	0.6578 (4)	0.9867 (3)	0.33875 (19)	0.0573 (12)
H11	0.7197	0.9507	0.3669	0.069*
C12	0.5193 (3)	1.0016 (2)	0.14180 (15)	0.0252 (7)
C13	0.0470 (3)	0.69169 (19)	0.00148 (15)	0.0233 (6)
H13	−0.0508	0.6921	0.0004	0.028*
C14	0.1172 (3)	0.77197 (19)	0.00207 (15)	0.0231 (6)
H14	0.0676	0.8252	0.0027	0.028*
C15	0.2621 (3)	0.77222 (19)	0.00173 (14)	0.0207 (6)
C16	0.3327 (3)	0.69096 (19)	0.00510 (15)	0.0241 (7)
H16	0.4305	0.6889	0.0072	0.029*
C17	0.2545 (3)	0.6135 (2)	0.00524 (15)	0.0229 (6)
H17	0.3018	0.5594	0.0074	0.027*
C18	0.3420 (3)	0.8586 (2)	−0.00392 (16)	0.0254 (7)
C19	−0.5216 (3)	0.6665 (2)	−0.22291 (19)	0.0408 (9)
H19	−0.5995	0.7038	−0.2288	0.049*
C20	−0.4541 (3)	0.6600 (2)	−0.15378 (17)	0.0320 (7)
H20	−0.4856	0.6926	−0.1148	0.038*
C21	−0.3387 (3)	0.6041 (2)	−0.14357 (16)	0.0258 (7)
C22	−0.2961 (4)	0.5588 (2)	−0.20395 (18)	0.0420 (9)
H22	−0.2191	0.5207	−0.1994	0.050*
C23	−0.3693 (4)	0.5708 (3)	−0.2715 (2)	0.0532 (11)
H23	−0.3379	0.5410	−0.3118	0.064*
C24	−0.2594 (3)	0.59323 (18)	−0.06933 (16)	0.0239 (7)
O9	0.0897 (2)	1.07055 (13)	−0.07832 (11)	0.0284 (5)
H1W	0.0757	1.0919	−0.1202	0.043*
H2W	0.0301	1.0314	−0.0715	0.043*
O10	0.2777 (2)	1.22483 (13)	−0.06923 (11)	0.0299 (5)
H3W	0.3208	1.2307	−0.1068	0.045*
H4W	0.2738	1.2729	−0.0473	0.045*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Eu1	0.01495 (9)	0.01529 (9)	0.01549 (8)	−0.00210 (6)	0.00169 (5)	−0.00087 (5)
Cu1	0.0205 (3)	0.0153 (3)	0.0264 (3)	−0.0064 (2)	−0.0071 (2)	0.0056 (2)
O1	0.0249 (12)	0.0272 (12)	0.0251 (11)	−0.0042 (9)	0.0061 (9)	−0.0054 (9)
O2	0.0394 (13)	0.0233 (12)	0.0351 (12)	−0.0072 (10)	0.0194 (10)	−0.0044 (9)
O3	0.0394 (15)	0.0656 (18)	0.0255 (12)	0.0092 (13)	−0.0078 (11)	0.0041 (12)
O4	0.0550 (16)	0.0506 (15)	0.0274 (12)	0.0129 (13)	0.0161 (11)	−0.0074 (11)
O5	0.0373 (14)	0.0178 (12)	0.0576 (16)	−0.0060 (10)	−0.0016 (12)	0.0012 (10)
O6	0.0214 (13)	0.0354 (14)	0.0796 (19)	−0.0127 (11)	0.0041 (12)	0.0022 (13)
O7	0.0268 (12)	0.0267 (12)	0.0281 (11)	−0.0024 (10)	−0.0083 (9)	0.0054 (9)
O8	0.0475 (15)	0.0358 (14)	0.0272 (12)	0.0008 (11)	−0.0022 (11)	−0.0020 (10)
N1	0.064 (2)	0.0436 (19)	0.0442 (18)	−0.0060 (17)	0.0313 (16)	−0.0110 (15)
N2	0.046 (2)	0.088 (3)	0.0216 (15)	−0.0102 (19)	−0.0030 (14)	−0.0089 (16)
N3	0.0209 (13)	0.0159 (12)	0.0208 (12)	−0.0044 (10)	−0.0011 (10)	0.0023 (9)
N4	0.049 (2)	0.0461 (19)	0.0368 (17)	0.0086 (16)	−0.0195 (14)	−0.0070 (14)
C1	0.049 (2)	0.062 (3)	0.067 (3)	−0.017 (2)	0.040 (2)	−0.023 (2)
C2	0.037 (2)	0.050 (2)	0.054 (2)	−0.0138 (18)	0.0207 (18)	−0.0225 (18)
C3	0.0276 (17)	0.0260 (17)	0.0250 (16)	0.0029 (14)	0.0077 (13)	−0.0016 (13)
C4	0.045 (2)	0.043 (2)	0.041 (2)	−0.0128 (18)	0.0190 (17)	−0.0108 (16)
C5	0.065 (3)	0.045 (2)	0.044 (2)	−0.013 (2)	0.0199 (19)	−0.0180 (18)
C6	0.0195 (16)	0.0263 (17)	0.0219 (15)	0.0037 (13)	0.0021 (12)	0.0027 (12)
C7	0.057 (3)	0.050 (2)	0.034 (2)	−0.007 (2)	0.0143 (18)	−0.0162 (17)
C8	0.0341 (19)	0.0342 (19)	0.0267 (16)	0.0047 (15)	0.0072 (14)	−0.0006 (14)
C9	0.0208 (16)	0.0294 (17)	0.0184 (14)	−0.0025 (13)	0.0018 (12)	0.0014 (12)
C10	0.040 (2)	0.054 (2)	0.0282 (18)	0.0150 (18)	0.0034 (15)	0.0054 (16)
C11	0.046 (2)	0.100 (4)	0.0249 (19)	0.018 (2)	−0.0035 (17)	0.011 (2)
C12	0.0283 (18)	0.0276 (17)	0.0198 (15)	−0.0068 (14)	0.0032 (13)	0.0029 (13)
C13	0.0177 (15)	0.0229 (16)	0.0289 (16)	−0.0017 (12)	−0.0013 (12)	0.0014 (12)
C14	0.0211 (16)	0.0169 (15)	0.0313 (16)	0.0008 (12)	0.0003 (12)	0.0002 (12)
C15	0.0217 (16)	0.0209 (16)	0.0190 (14)	−0.0076 (12)	−0.0011 (12)	−0.0006 (11)
C16	0.0168 (16)	0.0236 (17)	0.0319 (16)	−0.0036 (12)	0.0015 (13)	0.0012 (13)
C17	0.0221 (16)	0.0184 (15)	0.0278 (16)	0.0002 (13)	−0.0006 (12)	0.0017 (12)
C18	0.0270 (18)	0.0219 (17)	0.0268 (16)	−0.0085 (13)	−0.0021 (13)	0.0001 (12)
C19	0.0283 (19)	0.045 (2)	0.047 (2)	0.0097 (17)	−0.0104 (16)	0.0023 (17)
C20	0.0272 (18)	0.037 (2)	0.0319 (17)	0.0040 (15)	−0.0007 (14)	−0.0001 (14)
C21	0.0246 (17)	0.0228 (17)	0.0291 (16)	−0.0030 (13)	−0.0060 (13)	0.0019 (12)
C22	0.046 (2)	0.042 (2)	0.0360 (19)	0.0178 (18)	−0.0124 (17)	−0.0118 (16)
C23	0.062 (3)	0.057 (3)	0.038 (2)	0.022 (2)	−0.0196 (19)	−0.0229 (18)
C24	0.0262 (17)	0.0156 (15)	0.0289 (16)	−0.0055 (13)	−0.0055 (13)	0.0038 (12)
O9	0.0247 (12)	0.0343 (13)	0.0250 (11)	−0.0101 (10)	−0.0081 (9)	0.0053 (9)
O10	0.0414 (13)	0.0221 (11)	0.0277 (11)	0.0021 (10)	0.0129 (10)	0.0045 (9)

Geometric parameters (Å, º) top

Eu1—O4ⁱ	2.341 (2)	C3—C6	1.516 (4)
Eu1—O6ⁱ	2.342 (2)	C4—C5	1.385 (5)
Eu1—O3	2.351 (2)	C4—H4	0.9300
Eu1—O5	2.366 (2)	C5—H5	0.9300
Eu1—O9	2.4133 (19)	C7—C8	1.384 (5)
Eu1—O10	2.4548 (19)	C7—H7	0.9300
Eu1—O2	2.477 (2)	C8—C9	1.381 (4)
Eu1—O1	2.5428 (19)	C8—H8	0.9300
Eu1—C6	2.864 (3)	C9—C10	1.376 (4)
Cu1—O7ⁱⁱ	1.9867 (19)	C9—C12	1.504 (4)
Cu1—O7	1.9867 (19)	C10—C11	1.377 (5)
Cu1—N3	2.011 (2)	C10—H10	0.9300
Cu1—N3ⁱⁱ	2.011 (2)	C11—H11	0.9300
O1—C6	1.259 (3)	C13—C14	1.380 (4)
O2—C6	1.256 (3)	C13—H13	0.9300
O3—C12	1.245 (4)	C14—C15	1.380 (4)
O4—C12	1.248 (4)	C14—H14	0.9300
O4—Eu1ⁱ	2.341 (2)	C15—C16	1.394 (4)
O5—C18	1.251 (4)	C15—C18	1.513 (4)
O6—C18	1.237 (4)	C16—C17	1.383 (4)
O6—Eu1ⁱ	2.342 (2)	C16—H16	0.9300
O7—C24	1.269 (4)	C17—H17	0.9300
O8—C24	1.235 (4)	C19—C20	1.383 (4)
N1—C1	1.326 (5)	C19—H19	0.9300
N1—C5	1.333 (5)	C20—C21	1.386 (4)
N2—C11	1.320 (5)	C20—H20	0.9300
N2—C7	1.334 (5)	C21—C22	1.381 (4)
N3—C17	1.340 (4)	C21—C24	1.517 (4)
N3—C13	1.343 (4)	C22—C23	1.389 (5)
N4—C19	1.331 (4)	C22—H22	0.9300
N4—C23	1.336 (5)	C23—H23	0.9300
C1—C2	1.382 (5)	O9—H1W	0.8334
C1—H1	0.9300	O9—H2W	0.8326
C2—C3	1.376 (4)	O10—H3W	0.8291
C2—H2	0.9300	O10—H4W	0.8292
C3—C4	1.378 (4)

O4ⁱ—Eu1—O6ⁱ	76.87 (9)	N1—C5—H5	118.5
O4ⁱ—Eu1—O3	121.14 (8)	C4—C5—H5	118.5
O6ⁱ—Eu1—O3	73.47 (9)	O2—C6—O1	121.7 (3)
O4ⁱ—Eu1—O5	78.18 (9)	O2—C6—C3	118.8 (3)
O6ⁱ—Eu1—O5	120.90 (8)	O1—C6—C3	119.6 (3)
O3—Eu1—O5	75.49 (9)	O2—C6—Eu1	59.57 (14)
O4ⁱ—Eu1—O9	79.30 (8)	O1—C6—Eu1	62.56 (14)
O6ⁱ—Eu1—O9	144.92 (8)	C3—C6—Eu1	173.2 (2)
O3—Eu1—O9	141.54 (8)	N2—C7—C8	124.3 (3)
O5—Eu1—O9	78.12 (7)	N2—C7—H7	117.9
O4ⁱ—Eu1—O10	77.90 (8)	C8—C7—H7	117.9
O6ⁱ—Eu1—O10	76.15 (8)	C7—C8—C9	118.4 (3)
O3—Eu1—O10	138.18 (8)	C7—C8—H8	120.8
O5—Eu1—O10	145.98 (7)	C9—C8—H8	120.8
O9—Eu1—O10	73.94 (7)	C10—C9—C8	118.0 (3)
O4ⁱ—Eu1—O2	152.34 (8)	C10—C9—C12	120.8 (3)
O6ⁱ—Eu1—O2	90.07 (8)	C8—C9—C12	121.2 (3)
O3—Eu1—O2	76.68 (8)	C9—C10—C11	118.7 (3)
O5—Eu1—O2	129.00 (7)	C9—C10—H10	120.6
O9—Eu1—O2	99.60 (7)	C11—C10—H10	120.6
O10—Eu1—O2	75.30 (7)	N2—C11—C10	124.8 (4)
O4ⁱ—Eu1—O1	147.58 (8)	N2—C11—H11	117.6
O6ⁱ—Eu1—O1	135.36 (8)	C10—C11—H11	117.6
O3—Eu1—O1	75.31 (7)	O3—C12—O4	126.0 (3)
O5—Eu1—O1	80.01 (7)	O3—C12—C9	117.0 (3)
O9—Eu1—O1	72.93 (7)	O4—C12—C9	117.0 (3)
O10—Eu1—O1	109.25 (7)	N3—C13—C14	122.9 (3)
O2—Eu1—O1	51.88 (6)	N3—C13—H13	118.5
O4ⁱ—Eu1—C6	165.98 (8)	C14—C13—H13	118.5
O6ⁱ—Eu1—C6	112.40 (9)	C15—C14—C13	119.1 (3)
O3—Eu1—C6	72.50 (8)	C15—C14—H14	120.4
O5—Eu1—C6	104.14 (8)	C13—C14—H14	120.4
O9—Eu1—C6	87.60 (8)	C14—C15—C16	118.5 (3)
O10—Eu1—C6	93.78 (7)	C14—C15—C18	120.7 (3)
O2—Eu1—C6	25.93 (7)	C16—C15—C18	120.8 (3)
O1—Eu1—C6	26.07 (7)	C17—C16—C15	118.7 (3)
O7ⁱⁱ—Cu1—O7	180.0	C17—C16—H16	120.7
O7ⁱⁱ—Cu1—N3	89.26 (9)	C15—C16—H16	120.7
O7—Cu1—N3	90.74 (9)	N3—C17—C16	123.0 (3)
O7ⁱⁱ—Cu1—N3ⁱⁱ	90.74 (9)	N3—C17—H17	118.5
O7—Cu1—N3ⁱⁱ	89.26 (9)	C16—C17—H17	118.5
N3—Cu1—N3ⁱⁱ	180.0	O6—C18—O5	126.2 (3)
C6—O1—Eu1	91.37 (16)	O6—C18—C15	116.9 (3)
C6—O2—Eu1	94.50 (17)	O5—C18—C15	116.8 (3)
C12—O3—Eu1	144.7 (2)	N4—C19—C20	124.4 (3)
C12—O4—Eu1ⁱ	144.1 (2)	N4—C19—H19	117.8
C18—O5—Eu1	140.1 (2)	C20—C19—H19	117.8
C18—O6—Eu1ⁱ	151.0 (2)	C19—C20—C21	118.8 (3)
C24—O7—Cu1	137.19 (19)	C19—C20—H20	120.6
C1—N1—C5	116.3 (3)	C21—C20—H20	120.6
C11—N2—C7	115.7 (3)	C22—C21—C20	117.6 (3)
C17—N3—C13	117.7 (2)	C22—C21—C24	120.5 (3)
C17—N3—Cu1	122.85 (19)	C20—C21—C24	121.9 (3)
C13—N3—Cu1	119.46 (19)	C21—C22—C23	119.3 (3)
C19—N4—C23	116.3 (3)	C21—C22—H22	120.3
N1—C1—C2	124.8 (3)	C23—C22—H22	120.3
N1—C1—H1	117.6	N4—C23—C22	123.5 (3)
C2—C1—H1	117.6	N4—C23—H23	118.2
C3—C2—C1	118.3 (3)	C22—C23—H23	118.2
C3—C2—H2	120.8	O8—C24—O7	127.0 (3)
C1—C2—H2	120.8	O8—C24—C21	118.7 (3)
C2—C3—C4	117.9 (3)	O7—C24—C21	114.3 (3)
C2—C3—C6	122.0 (3)	Eu1—O9—H1W	125.7
C4—C3—C6	120.1 (3)	Eu1—O9—H2W	122.1
C3—C4—C5	119.6 (3)	H1W—O9—H2W	110.0
C3—C4—H4	120.2	Eu1—O10—H3W	118.5
C5—C4—H4	120.2	Eu1—O10—H4W	120.4
N1—C5—C4	123.1 (3)	H3W—O10—H4W	110.4

O4ⁱ—Eu1—O1—C6	−154.11 (17)	O10—Eu1—C6—O2	−44.17 (18)
O6ⁱ—Eu1—O1—C6	33.3 (2)	O1—Eu1—C6—O2	−172.2 (3)
O3—Eu1—O1—C6	80.12 (17)	O4ⁱ—Eu1—C6—O1	75.1 (4)
O5—Eu1—O1—C6	157.60 (17)	O6ⁱ—Eu1—C6—O1	−155.36 (16)
O9—Eu1—O1—C6	−121.87 (17)	O3—Eu1—C6—O1	−92.26 (17)
O10—Eu1—O1—C6	−56.31 (17)	O5—Eu1—C6—O1	−22.77 (18)
O2—Eu1—O1—C6	−4.30 (16)	O9—Eu1—C6—O1	54.35 (16)
O4ⁱ—Eu1—O2—C6	148.82 (19)	O10—Eu1—C6—O1	128.07 (16)
O6ⁱ—Eu1—O2—C6	−150.30 (18)	O2—Eu1—C6—O1	172.2 (3)
O3—Eu1—O2—C6	−77.32 (18)	C11—N2—C7—C8	3.6 (6)
O5—Eu1—O2—C6	−18.9 (2)	N2—C7—C8—C9	−1.3 (6)
O9—Eu1—O2—C6	63.58 (18)	C7—C8—C9—C10	−2.4 (5)
O10—Eu1—O2—C6	134.05 (18)	C7—C8—C9—C12	177.2 (3)
O1—Eu1—O2—C6	4.33 (16)	C8—C9—C10—C11	3.5 (5)
O4ⁱ—Eu1—O3—C12	16.4 (4)	C12—C9—C10—C11	−176.2 (3)
O6ⁱ—Eu1—O3—C12	−46.5 (4)	C7—N2—C11—C10	−2.4 (6)
O5—Eu1—O3—C12	82.6 (4)	C9—C10—C11—N2	−1.1 (7)
O9—Eu1—O3—C12	130.7 (4)	Eu1—O3—C12—O4	−29.2 (6)
O10—Eu1—O3—C12	−91.6 (4)	Eu1—O3—C12—C9	152.7 (3)
O2—Eu1—O3—C12	−140.6 (4)	Eu1ⁱ—O4—C12—O3	26.5 (6)
O1—Eu1—O3—C12	165.8 (4)	Eu1ⁱ—O4—C12—C9	−155.4 (3)
C6—Eu1—O3—C12	−167.2 (4)	C10—C9—C12—O3	161.7 (3)
O4ⁱ—Eu1—O5—C18	64.0 (3)	C8—C9—C12—O3	−17.9 (4)
O6ⁱ—Eu1—O5—C18	−2.7 (4)	C10—C9—C12—O4	−16.6 (4)
O3—Eu1—O5—C18	−62.9 (3)	C8—C9—C12—O4	163.8 (3)
O9—Eu1—O5—C18	145.3 (3)	C17—N3—C13—C14	1.1 (4)
O10—Eu1—O5—C18	110.1 (3)	Cu1—N3—C13—C14	−179.2 (2)
O2—Eu1—O5—C18	−121.8 (3)	N3—C13—C14—C15	1.7 (4)
O1—Eu1—O5—C18	−140.2 (3)	C13—C14—C15—C16	−3.7 (4)
C6—Eu1—O5—C18	−130.2 (3)	C13—C14—C15—C18	175.0 (3)
N3—Cu1—O7—C24	−95.7 (3)	C14—C15—C16—C17	2.9 (4)
N3ⁱⁱ—Cu1—O7—C24	84.3 (3)	C18—C15—C16—C17	−175.7 (3)
O7ⁱⁱ—Cu1—N3—C17	39.1 (2)	C13—N3—C17—C16	−1.9 (4)
O7—Cu1—N3—C17	−140.9 (2)	Cu1—N3—C17—C16	178.4 (2)
O7ⁱⁱ—Cu1—N3—C13	−140.6 (2)	C15—C16—C17—N3	−0.1 (4)
O7—Cu1—N3—C13	39.4 (2)	Eu1ⁱ—O6—C18—O5	22.8 (7)
C5—N1—C1—C2	0.6 (7)	Eu1ⁱ—O6—C18—C15	−159.1 (3)
N1—C1—C2—C3	−1.4 (7)	Eu1—O5—C18—O6	−8.6 (5)
C1—C2—C3—C4	1.0 (6)	Eu1—O5—C18—C15	173.3 (2)
C1—C2—C3—C6	−179.3 (3)	C14—C15—C18—O6	−174.3 (3)
C2—C3—C4—C5	−0.1 (5)	C16—C15—C18—O6	4.3 (4)
C6—C3—C4—C5	−179.8 (3)	C14—C15—C18—O5	3.9 (4)
C1—N1—C5—C4	0.4 (6)	C16—C15—C18—O5	−177.5 (3)
C3—C4—C5—N1	−0.7 (6)	C23—N4—C19—C20	−0.7 (6)
Eu1—O2—C6—O1	−8.1 (3)	N4—C19—C20—C21	−0.7 (5)
Eu1—O2—C6—C3	172.4 (2)	C19—C20—C21—C22	1.1 (5)
Eu1—O1—C6—O2	7.9 (3)	C19—C20—C21—C24	−179.8 (3)
Eu1—O1—C6—C3	−172.7 (2)	C20—C21—C22—C23	0.0 (5)
C2—C3—C6—O2	158.1 (3)	C24—C21—C22—C23	−179.1 (3)
C4—C3—C6—O2	−22.2 (4)	C19—N4—C23—C22	1.9 (6)
C2—C3—C6—O1	−21.4 (5)	C21—C22—C23—N4	−1.5 (7)
C4—C3—C6—O1	158.3 (3)	Cu1—O7—C24—O8	10.8 (5)
O4ⁱ—Eu1—C6—O2	−97.1 (4)	Cu1—O7—C24—C21	−168.0 (2)
O6ⁱ—Eu1—C6—O2	32.40 (19)	C22—C21—C24—O8	−167.1 (3)
O3—Eu1—C6—O2	95.50 (18)	C20—C21—C24—O8	13.9 (4)
O5—Eu1—C6—O2	164.99 (17)	C22—C21—C24—O7	11.8 (4)
O9—Eu1—C6—O2	−117.89 (18)	C20—C21—C24—O7	−167.3 (3)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O10—H4W···O8ⁱⁱⁱ	0.83	1.97	2.782 (3)	165
O9—H2W···O1ⁱⁱⁱ	0.83	1.98	2.790 (3)	164
O10—H3W···N1^iv	0.83	2.06	2.881 (3)	169
O9—H1W···N4^v	0.83	2.00	2.807 (3)	161

Symmetry codes: (iii) −x, −y+2, −z; (iv) x+1/2, −y+5/2, z−1/2; (v) −x−1/2, y+1/2, −z−1/2.

Experimental details

Crystal data
Chemical formula	[CuEu₂(C₆H₄NO₂)₈(H₂O)₄]
M_r	1416.34
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	295
a, b, c (Å)	9.5218 (9), 15.0371 (13), 18.2850 (16)
β (°)	93.822 (1)
V (Å³)	2612.2 (4)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	2.86
Crystal size (mm)	0.40 × 0.30 × 0.27

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.397, 0.517
No. of measured, independent and observed [I > 2σ(I)] reflections	18387, 4853, 4222
R_int	0.036
(sin θ/λ)_max (Å⁻¹)	0.606

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.021, 0.049, 1.04
No. of reflections	4853
No. of parameters	359
No. of restraints	6
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.36, −0.37

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2003), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O10—H4W···O8ⁱ	0.83	1.97	2.782 (3)	165
O9—H2W···O1ⁱ	0.83	1.98	2.790 (3)	164
O10—H3W···N1ⁱⁱ	0.83	2.06	2.881 (3)	169
O9—H1W···N4ⁱⁱⁱ	0.83	2.00	2.807 (3)	161

Symmetry codes: (i) −x, −y+2, −z; (ii) x+1/2, −y+5/2, z−1/2; (iii) −x−1/2, y+1/2, −z−1/2.

Acknowledgements

This work was supported by the Natural Science Foundation of Quanzhou Normal University of China (grant No. 2008 K J01).

References

Bruker (2001). SMART. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2003). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Deng, H., Liu, Z.-H., Qiu, Y.-C., Li, Y.-H. & Zeller, M. (2008). Inorg. Chem. Commun. pp. 978–981. Web of Science CSD CrossRef Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Liang, F.-P., Huang, M.-L., Jiang, C.-F., Li, Y. & Hu, R.-X. (2007). J. Coord. Chem. pp. 2343–2350. Web of Science CSD CrossRef Google Scholar
Ma, B.-Q., Gao, S., Su, G. & Xu, G.-X. (2001). Angew. Chem. Int. Ed. 40, 434–437. Web of Science CrossRef 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
Zhang, M.-B., Zhang, J., Zheng, S.-T. & Yang, G.-Y. (2005). Angew. Chem. Int. Ed. 44, 1385–1388. Web of Science CSD CrossRef CAS Google Scholar
Zhao, B., Gao, H.-L., Chen, X.-Y., Cheng, P., Shi, W., Liao, D.-Z., Yan, S. P. & Jiang, Z.-H. (2006). Chem. Eur. J. 12, 149–158. Web of Science CSD 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.

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 64| Part 12| December 2008| Pages m1595-m1596

doi:10.1107/S1600536808038476

Open

access

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page

metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

catena-Poly[{di-μ-isonicotinato-bis­[di­aqua­isonicotinatoeuropium(III)]}-μ-isonicotinato-[diisonicotinatocopper(II)]-μ-isonicotinato]

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

catena-Poly[{di-μ-isonicotinato-bis[diaquaisonicotinatoeuropium(III)]}-μ-isonicotinato-[diisonicotinatocopper(II)]-μ-isonicotinato]