Di-μ-methacrylato-bis-[diaquabis(meth-acryl-ato)europium(III)] methacrylic acid disolvate.

In the title centrosymmetric complex, [Eu(2)(C(4)H(5)O(2))(6)(H(2)O)(4)]·2C(4)H(6)O(2), the unique Eu(III) cation is coordinated by seven carb-oxylate O atoms from four methacrylate ligands and two water mol-ecules in a slightly disorted tricapped trigonal-prismatic environment. Two Eu(III) ions are bridged by carboxyl-ate groups, forming a dinuclear complex. The formula unit also contains two mol-ecules of methacrylic acid. In the crystal structure, mol-ecules are linked via inter-molecular O-H⋯O hydrogen bonds, forming one-dimensional chains propagating along the b-axis direction.

Related literature

For related literature, see: Millange et al. (2004 ▶); Petrochenkova et al. (2002 ▶); Yaghi et al. (1998 ▶).

Experimental

Crystal data

[Eu2(C4H5O2)6(H2O)4]·2C4H6O2

M = 1058.64

Triclinic,

a = 10.008 (2) Å

b = 10.011 (2) Å

c = 12.523 (3) Å

α = 78.83 (3)°

β = 85.51 (3)°

γ = 61.14 (3)°

V = 1077.9 (5) Å3

Z = 1

Mo Kα radiation

μ = 2.96 mm−1

T = 293 (2) K

0.43 × 0.17 × 0.13 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (Higashi, 1995 ▶) T min = 0.364, T max = 0.705

10633 measured reflections

4883 independent reflections

4470 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.063

S = 1.03

4883 reflections

248 parameters

H-atom parameters constrained

Δρmax = 1.21 e Å−3

Δρmin = −0.67 e Å−3

Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ▶); molecular graphics: PLATON (Spek, 2003 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536807065609/lh2579sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807065609/lh2579Isup2.hkl

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

[Eu2(C4H5O2)6(H2O)4]·2C4H6O2	Z = 1
Mr = 1058.64	F000 = 528
Triclinic, P1	Dx = 1.631 Mg m−3
Hall symbol: -P 1	Mo Kα radiation λ = 0.71073 Å
a = 10.008 (2) Å	Cell parameters from 9849 reflections
b = 10.011 (2) Å	θ = 3.1–27.5º
c = 12.523 (3) Å	µ = 2.96 mm−1
α = 78.83 (3)º	T = 293 (2) K
β = 85.51 (3)º	Needle, colorless
γ = 61.14 (3)º	0.43 × 0.17 × 0.13 mm
V = 1077.9 (5) Å3

Rigaku R-AXIS RAPID diffractometer	4883 independent reflections
Radiation source: fine-focus sealed tube	4470 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.023
Detector resolution: 10.0 pixels mm-1	θmax = 27.5º
T = 293(2) K	θmin = 3.1º
ω scan	h = −12→12
Absorption correction: multi-scan(Higashi, 1995)	k = −12→11
Tmin = 0.364, Tmax = 0.705	l = −16→16
10633 measured reflections

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)] = 0.026	H-atom parameters constrained
wR(F2) = 0.063	w = 1/[σ2(Fo2) + (0.0286P)2 + 1.0172P] where P = (Fo2 + 2Fc2)/3
S = 1.03	(Δ/σ)max < 0.001
4883 reflections	Δρmax = 1.21 e Å−3
248 parameters	Δρmin = −0.67 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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
Eu1	0.496997 (17)	0.298680 (17)	−0.024157 (12)	0.03420 (6)
O1	0.5258 (4)	0.3096 (4)	0.5855 (2)	0.0745 (9)
H1	0.5008	0.3100	0.6494	0.089*
O2	0.7431 (4)	0.2686 (5)	0.6523 (3)	0.0849 (11)
O3	0.3543 (3)	0.3761 (3)	0.1388 (2)	0.0519 (6)
O4	0.4607 (3)	0.1270 (3)	0.1408 (2)	0.0469 (5)
O5	0.6467 (3)	0.4299 (3)	0.06309 (19)	0.0446 (5)
O6	0.7243 (3)	0.1818 (3)	0.0854 (2)	0.0538 (6)
O7	0.2929 (3)	0.2521 (3)	−0.06968 (19)	0.0473 (5)
O8	0.4088 (3)	0.3083 (3)	−0.2123 (2)	0.0531 (6)
O9	0.6445 (3)	0.0403 (3)	−0.0634 (2)	0.0445 (5)
H9A	0.7023	−0.0394	−0.0114	0.053*
H9B	0.6181	0.0142	−0.1199	0.053*
O10	0.6665 (3)	0.3480 (3)	−0.1503 (2)	0.0481 (6)
H1A	0.7259	0.3153	−0.2181	0.058*
H1B	0.6891	0.4288	−0.1425	0.058*
C1	0.6667 (5)	0.2842 (5)	0.5769 (3)	0.0576 (9)
C2	0.7280 (6)	0.2703 (7)	0.4668 (4)	0.0808 (14)
C3	0.6410 (8)	0.2790 (12)	0.3849 (5)	0.153 (4)
H3A	0.6790	0.2728	0.3149	0.184*
H3B	0.5435	0.2911	0.3990	0.184*
C4	0.8794 (8)	0.2517 (12)	0.4530 (6)	0.159 (4)
H4A	0.9012	0.2644	0.3768	0.238*
H4B	0.9516	0.1500	0.4886	0.238*
H4C	0.8867	0.3282	0.4844	0.238*
C5	0.3815 (4)	0.2424 (4)	0.1872 (3)	0.0411 (7)
C6	0.3183 (5)	0.2225 (5)	0.2970 (3)	0.0557 (9)
C7	0.2164 (6)	0.3603 (6)	0.3392 (4)	0.0829 (14)
H7A	0.1690	0.3337	0.4034	0.124*
H7B	0.1394	0.4312	0.2853	0.124*
H7C	0.2728	0.4083	0.3572	0.124*
C8	0.3595 (8)	0.0754 (7)	0.3509 (5)	0.114 (2)
H8A	0.3209	0.0598	0.4194	0.137*
H8B	0.4261	−0.0091	0.3190	0.137*
C9	0.7497 (3)	0.2914 (4)	0.0900 (2)	0.0386 (7)
C10	0.9501 (5)	0.3596 (6)	0.1039 (5)	0.0779 (14)
H10A	1.0492	0.3340	0.1216	0.094*
H10B	0.8827	0.4601	0.0710	0.094*
C11	1.0032 (5)	0.0918 (6)	0.1773 (5)	0.0807 (15)
H11A	1.0961	0.0822	0.2024	0.121*
H11B	1.0263	0.0248	0.1254	0.121*
H11C	0.9517	0.0630	0.2379	0.121*
C12	0.9047 (4)	0.2524 (4)	0.1257 (3)	0.0452 (7)
C13	0.3057 (4)	0.2764 (4)	−0.1712 (3)	0.0451 (7)
C14	0.0810 (6)	0.2365 (7)	−0.1881 (5)	0.0894 (17)
H14A	0.0142	0.2421	−0.2418	0.134*
H14B	0.0232	0.3108	−0.1419	0.134*
H14C	0.1282	0.1342	−0.1450	0.134*
C15	0.1952 (4)	0.2696 (5)	−0.2407 (3)	0.0595 (10)
C16	0.2013 (7)	0.3045 (13)	−0.3493 (5)	0.169 (5)
H16A	0.1287	0.3078	−0.3933	0.203*
H16B	0.2781	0.3255	−0.3806	0.203*

	U11	U22	U33	U12	U13	U23
Eu1	0.04010 (9)	0.03521 (9)	0.03404 (9)	−0.02243 (7)	0.00397 (6)	−0.00989 (6)
O1	0.0741 (19)	0.111 (3)	0.0470 (16)	−0.0522 (19)	0.0110 (14)	−0.0135 (16)
O2	0.079 (2)	0.136 (3)	0.0553 (19)	−0.055 (2)	0.0165 (16)	−0.046 (2)
O3	0.0736 (16)	0.0468 (14)	0.0465 (14)	−0.0376 (13)	0.0186 (12)	−0.0149 (11)
O4	0.0618 (14)	0.0430 (13)	0.0452 (13)	−0.0321 (12)	0.0033 (11)	−0.0091 (10)
O5	0.0417 (12)	0.0444 (14)	0.0432 (13)	−0.0171 (11)	0.0011 (9)	−0.0075 (10)
O6	0.0541 (14)	0.0451 (14)	0.0685 (17)	−0.0288 (12)	−0.0140 (12)	−0.0035 (12)
O7	0.0515 (13)	0.0583 (15)	0.0404 (13)	−0.0330 (12)	0.0013 (10)	−0.0082 (11)
O8	0.0550 (14)	0.0765 (18)	0.0386 (13)	−0.0395 (14)	0.0067 (10)	−0.0137 (12)
O9	0.0489 (12)	0.0378 (12)	0.0490 (14)	−0.0208 (10)	0.0034 (10)	−0.0135 (10)
O10	0.0625 (14)	0.0554 (15)	0.0466 (13)	−0.0419 (13)	0.0186 (11)	−0.0221 (11)
C1	0.068 (2)	0.063 (2)	0.048 (2)	−0.036 (2)	0.0153 (18)	−0.0186 (18)
C2	0.086 (3)	0.124 (5)	0.049 (2)	−0.062 (3)	0.017 (2)	−0.025 (3)
C3	0.123 (5)	0.315 (12)	0.054 (3)	−0.126 (7)	0.028 (3)	−0.055 (5)
C4	0.137 (6)	0.315 (13)	0.095 (5)	−0.152 (8)	0.063 (5)	−0.092 (7)
C5	0.0493 (17)	0.051 (2)	0.0357 (16)	−0.0336 (16)	0.0013 (13)	−0.0091 (14)
C6	0.070 (2)	0.070 (3)	0.0378 (19)	−0.043 (2)	0.0078 (16)	−0.0078 (17)
C7	0.093 (3)	0.095 (4)	0.055 (3)	−0.043 (3)	0.026 (2)	−0.017 (3)
C8	0.185 (7)	0.084 (4)	0.065 (3)	−0.068 (4)	0.036 (4)	0.004 (3)
C9	0.0392 (15)	0.0477 (19)	0.0302 (15)	−0.0215 (15)	0.0029 (12)	−0.0088 (13)
C10	0.048 (2)	0.080 (3)	0.121 (4)	−0.039 (2)	0.004 (2)	−0.027 (3)
C11	0.043 (2)	0.069 (3)	0.117 (4)	−0.019 (2)	−0.015 (2)	−0.002 (3)
C12	0.0347 (15)	0.051 (2)	0.0480 (19)	−0.0174 (15)	0.0017 (13)	−0.0136 (15)
C13	0.0441 (17)	0.0443 (19)	0.048 (2)	−0.0193 (15)	−0.0020 (14)	−0.0154 (15)
C14	0.091 (4)	0.103 (4)	0.095 (4)	−0.069 (3)	−0.035 (3)	0.015 (3)
C15	0.0461 (19)	0.073 (3)	0.059 (2)	−0.0237 (19)	−0.0103 (17)	−0.020 (2)
C16	0.105 (5)	0.394 (15)	0.060 (4)	−0.155 (7)	0.008 (3)	−0.057 (6)

Eu1—O5i	2.348 (3)	C3—H3A	0.9300
Eu1—O10	2.388 (2)	C3—H3B	0.9300
Eu1—O6	2.392 (3)	C4—H4A	0.9600
Eu1—O9	2.409 (2)	C4—H4B	0.9600
Eu1—O3	2.427 (3)	C4—H4C	0.9600
Eu1—O7	2.432 (2)	C5—C6	1.486 (5)
Eu1—O4	2.543 (2)	C6—C8	1.366 (6)
Eu1—O8	2.548 (3)	C6—C7	1.436 (6)
Eu1—O5	2.807 (2)	C7—H7A	0.9600
Eu1—C13	2.869 (3)	C7—H7B	0.9600
Eu1—C5	2.869 (3)	C7—H7C	0.9600
Eu1—C9	2.965 (3)	C8—H8A	0.9300
O1—C1	1.306 (5)	C8—H8B	0.9300
O1—H1	0.8199	C9—C12	1.489 (4)
O2—C1	1.201 (5)	C10—C12	1.330 (6)
O3—C5	1.262 (4)	C10—H10A	0.9300
O4—C5	1.267 (4)	C10—H10B	0.9300
O5—C9	1.262 (4)	C11—C12	1.463 (6)
O5—Eu1i	2.348 (3)	C11—H11A	0.9600
O6—C9	1.251 (4)	C11—H11B	0.9600
O7—C13	1.256 (4)	C11—H11C	0.9600
O8—C13	1.265 (4)	C13—C15	1.494 (5)
O9—H9A	0.8987	C14—C15	1.419 (6)
O9—H9B	0.8986	C14—H14A	0.9600
O10—H1A	1.0110	C14—H14B	0.9600
O10—H1B	0.9620	C14—H14C	0.9600
C1—C2	1.467 (6)	C15—C16	1.341 (7)
C2—C3	1.360 (8)	C16—H16A	0.9300
C2—C4	1.435 (7)	C16—H16B	0.9300
O5i—Eu1—O10	81.90 (9)	Eu1—O9—H9A	120.9
O5i—Eu1—O6	119.10 (9)	Eu1—O9—H9B	120.1
O10—Eu1—O6	79.03 (9)	H9A—O9—H9B	115.3
O5i—Eu1—O9	156.71 (8)	Eu1—O10—H1A	141.7
O10—Eu1—O9	82.67 (8)	Eu1—O10—H1B	118.3
O6—Eu1—O9	74.59 (9)	H1A—O10—H1B	99.9
O5i—Eu1—O3	73.91 (9)	O2—C1—O1	123.7 (4)
O10—Eu1—O3	141.94 (8)	O2—C1—C2	121.8 (4)
O6—Eu1—O3	87.49 (10)	O1—C1—C2	114.4 (4)
O9—Eu1—O3	127.81 (8)	C3—C2—C4	124.0 (5)
O5i—Eu1—O7	95.23 (9)	C3—C2—C1	120.1 (5)
O10—Eu1—O7	125.78 (8)	C4—C2—C1	115.9 (5)
O6—Eu1—O7	141.54 (8)	C2—C3—H3A	120.0
O9—Eu1—O7	79.87 (9)	C2—C3—H3B	120.0
O3—Eu1—O7	85.95 (9)	H3A—C3—H3B	120.0
O5i—Eu1—O4	124.80 (8)	C2—C4—H4A	109.5
O10—Eu1—O4	148.55 (9)	C2—C4—H4B	109.5
O6—Eu1—O4	73.37 (9)	H4A—C4—H4B	109.5
O9—Eu1—O4	75.78 (8)	C2—C4—H4C	109.5
O3—Eu1—O4	52.07 (8)	H4A—C4—H4C	109.5
O7—Eu1—O4	72.79 (8)	H4B—C4—H4C	109.5
O5i—Eu1—O8	85.16 (9)	O3—C5—O4	119.5 (3)
O10—Eu1—O8	73.95 (8)	O3—C5—C6	119.7 (3)
O6—Eu1—O8	140.49 (9)	O4—C5—C6	120.8 (3)
O9—Eu1—O8	73.85 (9)	O3—C5—Eu1	57.10 (17)
O3—Eu1—O8	131.04 (9)	O4—C5—Eu1	62.36 (17)
O7—Eu1—O8	51.92 (8)	C6—C5—Eu1	176.8 (3)
O4—Eu1—O8	120.10 (8)	C8—C6—C7	124.2 (4)
O5i—Eu1—O5	70.43 (9)	C8—C6—C5	118.3 (4)
O10—Eu1—O5	67.57 (7)	C7—C6—C5	117.5 (4)
O6—Eu1—O5	48.79 (8)	C6—C7—H7A	109.5
O9—Eu1—O5	118.84 (8)	C6—C7—H7B	109.5
O3—Eu1—O5	76.73 (8)	H7A—C7—H7B	109.5
O7—Eu1—O5	159.92 (8)	C6—C7—H7C	109.5
O4—Eu1—O5	103.32 (7)	H7A—C7—H7C	109.5
O8—Eu1—O5	136.54 (8)	H7B—C7—H7C	109.5
O5i—Eu1—C13	89.82 (10)	C6—C8—H8A	120.0
O10—Eu1—C13	100.09 (9)	C6—C8—H8B	120.0
O6—Eu1—C13	150.28 (9)	H8A—C8—H8B	120.0
O9—Eu1—C13	75.84 (9)	O6—C9—O5	120.3 (3)
O3—Eu1—C13	108.63 (10)	O6—C9—C12	117.9 (3)
O7—Eu1—C13	25.76 (9)	O5—C9—C12	121.8 (3)
O4—Eu1—C13	96.56 (9)	O6—C9—Eu1	51.37 (16)
O8—Eu1—C13	26.16 (9)	O5—C9—Eu1	70.44 (17)
O5—Eu1—C13	157.60 (9)	C12—C9—Eu1	162.5 (2)
O5i—Eu1—C5	99.33 (10)	C12—C10—H10A	120.0
O10—Eu1—C5	155.54 (9)	C12—C10—H10B	120.0
O6—Eu1—C5	79.14 (10)	H10A—C10—H10B	120.0
O9—Eu1—C5	101.94 (10)	C12—C11—H11A	109.5
O3—Eu1—C5	25.89 (9)	C12—C11—H11B	109.5
O7—Eu1—C5	78.59 (9)	H11A—C11—H11B	109.5
O4—Eu1—C5	26.19 (9)	C12—C11—H11C	109.5
O8—Eu1—C5	130.48 (8)	H11A—C11—H11C	109.5
O5—Eu1—C5	89.66 (8)	H11B—C11—H11C	109.5
C13—Eu1—C5	104.33 (10)	C10—C12—C11	123.5 (4)
O5i—Eu1—C9	95.46 (9)	C10—C12—C9	119.6 (4)
O10—Eu1—C9	68.69 (8)	C11—C12—C9	116.8 (3)
O6—Eu1—C9	24.12 (9)	O7—C13—O8	119.9 (3)
O9—Eu1—C9	95.06 (9)	O7—C13—C15	118.4 (3)
O3—Eu1—C9	84.62 (9)	O8—C13—C15	121.7 (3)
O7—Eu1—C9	163.21 (8)	O7—C13—Eu1	57.33 (16)
O4—Eu1—C9	90.47 (9)	O8—C13—Eu1	62.64 (17)
O8—Eu1—C9	142.12 (8)	C15—C13—Eu1	175.0 (3)
O5—Eu1—C9	25.07 (8)	C15—C14—H14A	109.5
C13—Eu1—C9	166.67 (9)	C15—C14—H14B	109.5
C5—Eu1—C9	86.92 (9)	H14A—C14—H14B	109.5
C1—O1—H1	109.4	C15—C14—H14C	109.5
C5—O3—Eu1	97.0 (2)	H14A—C14—H14C	109.5
C5—O4—Eu1	91.45 (19)	H14B—C14—H14C	109.5
C9—O5—Eu1i	165.5 (2)	C16—C15—C14	122.7 (4)
C9—O5—Eu1	84.49 (18)	C16—C15—C13	119.1 (4)
Eu1i—O5—Eu1	109.57 (9)	C14—C15—C13	118.0 (4)
C9—O6—Eu1	104.5 (2)	C15—C16—H16A	120.0
C13—O7—Eu1	96.9 (2)	C15—C16—H16B	120.0
C13—O8—Eu1	91.2 (2)	H16A—C16—H16B	120.0

D—H···A	D—H	H···A	D···A	D—H···A
O10—H1A···O2ii	1.01	1.75	2.684 (4)	152
O10—H1B···O3i	0.96	1.79	2.700 (5)	156
O1—H1···O8iii	0.82	1.90	2.707 (4)	168
O9—H9B···O4iv	0.90	1.98	2.711 (3)	137
O9—H9A···O7iv	0.90	2.15	2.871 (4)	136

Table 1

Selected bond lengths (Å)

Eu1—O5i	2.348 (3)
Eu1—O10	2.388 (2)
Eu1—O6	2.392 (3)
Eu1—O9	2.409 (2)
Eu1—O3	2.427 (3)
Eu1—O7	2.432 (2)
Eu1—O4	2.543 (2)
Eu1—O8	2.548 (3)
Eu1—O5	2.807 (2)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O10—H1A⋯O2ii	1.01	1.75	2.684 (4)	152
O10—H1B⋯O3i	0.96	1.79	2.700 (5)	156
O1—H1⋯O8iii	0.82	1.90	2.707 (4)	168
O9—H9B⋯O4iv	0.90	1.98	2.711 (3)	137
O9—H9A⋯O7iv	0.90	2.15	2.871 (4)	136

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .