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

The title compound, [CuEu(2)(C(6)H(4)NO(2))(8)(H(2)O)(4)](n), displays a one-dimensional chain structure. The four-coordinate Cu(II) ion (site symmetry ) adopts a trans-CuN(2)O(2) geometry and is bridged by two carboxyl-ate groups from two isonicotinate ligands. The Eu(III) ion adopts a distorted square-anti-prismatic geometry, being coordinated by four O atoms from bridging carboxyl-ate groups of four isonicotinate ligands, two O atoms from chelating carboxyl-ate groups of one isonicotinate ligand and two O atoms from coordinated water mol-ecules; adjacent Eu(III) ions in the chain are related by inversion. The water mol-ecules 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 = 1416.34

Monoclinic,

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[F 2 > 2σ(F 2)] = 0.021

wR(F 2) = 0.049

S = 1.04

4853 reflections

359 parameters

6 restraints

H-atom parameters constrained

Δρmax = 0.36 e Å−3

Δρmin = −0.37 e Å−3

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 ▶).

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

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

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

[CuEu2(C6H4NO2)8(H2O)4]	F000 = 1398
Mr = 1416.34	Dx = 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 = 2.5–28.0º
b = 15.0371 (13) Å	µ = 2.86 mm−1
c = 18.2850 (16) Å	T = 295 (2) K
β = 93.8220 (10)º	Block, green
V = 2612.2 (4) Å3	0.40 × 0.30 × 0.27 mm
Z = 2

Bruker SMART CCD area-detector diffractometer	4853 independent reflections
Radiation source: fine-focus sealed tube	4222 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.036
T = 295(2) K	θmax = 25.5º
φ and ω scans	θmin = 2.5º
Absorption correction: multi-scan(SADABS; Sheldrick, 2003)	h = −10→11
Tmin = 0.397, Tmax = 0.517	k = −17→18
18387 measured reflections	l = −22→22

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(Fo2) + (0.0175P)2 + 1.449P] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max = 0.006
4853 reflections	Δρmax = 0.36 e Å−3
359 parameters	Δρmin = −0.36 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)

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 takeninto account individually in the estimation of e.s.d.'s in distances, anglesand torsion angles; correlations between e.s.d.'s in cell parameters are onlyused 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 andgoodness of fit S are based on F2, conventional R-factors R are basedon F, with F set to zero for negative F2. The threshold expression ofF2 > σ(F2) is used only for calculating R-factors(gt) etc. and isnot relevant to the choice of reflections for refinement. R-factors basedon 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
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*

	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)

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)

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···N1iv	0.83	2.06	2.881 (3)	169
O9—H1W···N4v	0.83	2.00	2.807 (3)	161

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) ; (ii) ; (iii) .