Poly[[chloridodimethanol(μ(3)-pyridine-2,3-dicarboxyl-ato)europium(III)] methanol monosolvate].

The asymmetric unit of the title compound, {[Eu(C(7)H(3)NO(4))Cl(CH(3)OH)(2)]·CH(3)OH}(n), contains one Eu(III) ion, one pyridine 2,3-dicarboxylate dianion (PDC), two CH(3)OH mol-ecules coordinating to the metal atom, one coordinating chloride and one lattice occluded CH(3)OH mol-ecule. In the crystal, each PDC anion coordinates to three adjacent Eu(III) ions by the pyridine N and O atoms of the carboxyl-ate groups. The Eu(III) cation is eightfold coordinated by four carboxyl-ate O atoms, one pyridine N atom, two MeOH and one chloride anion in the form of a distorted polyhedron. Extended coordination of the PDC ligand lead to the formation of a two-dimensional coordination polymer parallel to (10-1).

Related literature

For related work on pyridine-carboxyl­ate transition-metal compounds, see: Swamy et al. (1998 ▶); Zhong et al. (1994 ▶); Zhang et al. (2003 ▶); Wu et al. (2003 ▶); Tong et al. (2000 ▶). For work on lanthanide compounds, see, for example: Zhao et al. (2004 ▶).

Experimental

Crystal data

[Eu(C7H3NO4)Cl(CH4O)2]·CH4O

M = 448.64

Monoclinic,

a = 10.4870 (3) Å

b = 10.9123 (3) Å

c = 12.9248 (3) Å

β = 99.694 (2)°

V = 1457.96 (7) Å3

Z = 4

Mo Kα radiation

μ = 4.51 mm−1

T = 150 K

0.20 × 0.15 × 0.14 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1997 ▶) T min = 0.448, T max = 0.532

7658 measured reflections

2550 independent reflections

2260 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.057

S = 1.02

2550 reflections

184 parameters

H-atom parameters constrained

Δρmax = 1.34 e Å−3

Δρmin = −0.56 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); 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: SHELXL97 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812017862/ds2185sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812017862/ds2185Isup2.hkl

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

[Eu(C7H3NO4)Cl(CH4O)2]·CH4O	F(000) = 872
Mr = 448.64	Dx = 2.044 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 5415 reflections
a = 10.4870 (3) Å	θ = 3.0–29.1°
b = 10.9123 (3) Å	µ = 4.51 mm−1
c = 12.9248 (3) Å	T = 150 K
β = 99.694 (2)°	Block, white
V = 1457.96 (7) Å3	0.20 × 0.15 × 0.14 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	2550 independent reflections
Radiation source: fine-focus sealed tube	2260 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.029
phi and ω scans	θmax = 25.0°, θmin = 3.0°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −12→11
Tmin = 0.448, Tmax = 0.532	k = −12→12
7658 measured reflections	l = −14→15

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.057	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.0287P)2 + 1.5721P] where P = (Fo2 + 2Fc2)/3
2550 reflections	(Δ/σ)max = 0.001
184 parameters	Δρmax = 1.34 e Å−3
0 restraints	Δρmin = −0.56 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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	0.19538 (2)	0.471828 (18)	0.142087 (15)	0.01375 (8)
C1	0.1686 (5)	1.0083 (4)	−0.0245 (4)	0.0217 (10)
H1A	0.1752	1.0679	−0.0747	0.026*
C2	0.1143 (4)	0.8967 (4)	−0.0540 (3)	0.0204 (10)
H2A	0.0830	0.8801	−0.1243	0.024*
C3	0.1066 (4)	0.8081 (4)	0.0227 (3)	0.0152 (9)
C4	0.1520 (4)	0.8388 (4)	0.1267 (3)	0.0141 (9)
C5	0.2135 (4)	1.0315 (4)	0.0803 (3)	0.0187 (9)
H5A	0.2508	1.1073	0.0992	0.022*
C6	0.1440 (4)	0.7542 (4)	0.2180 (3)	0.0142 (9)
C7	0.0458 (4)	0.6855 (4)	−0.0113 (3)	0.0149 (9)
C8	−0.0245 (5)	0.4395 (4)	0.3294 (4)	0.0309 (12)
H8A	−0.1158	0.4238	0.3164	0.046*
H8B	−0.0096	0.5262	0.3342	0.046*
H8C	0.0137	0.4012	0.3942	0.046*
C9	0.2592 (5)	0.3714 (5)	−0.1019 (4)	0.0298 (12)
H9A	0.3221	0.3790	−0.1476	0.045*
H9B	0.1840	0.4189	−0.1292	0.045*
H9C	0.2353	0.2869	−0.0974	0.045*
C10	0.6250 (6)	0.3148 (5)	0.1466 (4)	0.0437 (14)
H10A	0.7143	0.3136	0.1383	0.066*
H10B	0.6088	0.2489	0.1919	0.066*
H10C	0.6057	0.3915	0.1769	0.066*
Cl1	0.41214 (10)	0.62123 (9)	0.17815 (8)	0.0207 (2)
N1	0.2053 (3)	0.9493 (3)	0.1559 (3)	0.0161 (8)
O1	−0.0723 (3)	0.6882 (2)	−0.0493 (2)	0.0201 (7)
O2	0.1171 (3)	0.5928 (2)	−0.0058 (2)	0.0189 (7)
O3	0.1826 (3)	0.7950 (2)	0.3084 (2)	0.0180 (7)
O4	0.0993 (3)	0.6474 (2)	0.2001 (2)	0.0154 (6)
O5	0.3136 (3)	0.4156 (3)	0.0010 (2)	0.0222 (7)
O6	0.0332 (3)	0.3900 (3)	0.2445 (2)	0.0235 (7)
O7	0.5459 (4)	0.3005 (4)	0.0477 (3)	0.0470 (10)
H7A	0.5784	0.3203	−0.0159	0.056*
H5B	0.3905	0.3848	0.0202	0.056*
H6B	0.0268	0.3152	0.2582	0.056*

	U11	U22	U33	U12	U13	U23
Eu1	0.01652 (13)	0.00914 (13)	0.01382 (12)	−0.00020 (9)	−0.00258 (8)	0.00020 (8)
C1	0.029 (3)	0.013 (2)	0.021 (2)	0.0009 (19)	0.001 (2)	0.0053 (18)
C2	0.024 (3)	0.019 (2)	0.015 (2)	−0.0010 (19)	−0.0036 (18)	0.0026 (18)
C3	0.012 (2)	0.016 (2)	0.017 (2)	0.0029 (18)	−0.0012 (16)	−0.0021 (17)
C4	0.011 (2)	0.011 (2)	0.018 (2)	0.0013 (17)	−0.0040 (17)	−0.0012 (17)
C5	0.024 (3)	0.011 (2)	0.019 (2)	−0.0006 (19)	−0.0025 (18)	−0.0003 (18)
C6	0.008 (2)	0.015 (2)	0.018 (2)	0.0021 (17)	−0.0011 (17)	0.0019 (17)
C7	0.021 (3)	0.015 (2)	0.007 (2)	0.0018 (19)	−0.0006 (17)	0.0021 (16)
C8	0.036 (3)	0.029 (3)	0.031 (3)	0.005 (2)	0.017 (2)	0.003 (2)
C9	0.031 (3)	0.033 (3)	0.024 (3)	−0.004 (2)	0.002 (2)	−0.008 (2)
C10	0.030 (3)	0.052 (4)	0.050 (4)	0.001 (3)	0.006 (3)	0.012 (3)
Cl1	0.0198 (6)	0.0199 (5)	0.0212 (6)	−0.0041 (4)	0.0000 (4)	−0.0028 (4)
N1	0.017 (2)	0.0103 (18)	0.0194 (19)	0.0012 (14)	−0.0013 (15)	−0.0002 (14)
O1	0.0193 (18)	0.0143 (15)	0.0243 (17)	−0.0021 (13)	−0.0027 (13)	−0.0026 (12)
O2	0.0263 (18)	0.0117 (15)	0.0163 (15)	0.0037 (14)	−0.0034 (13)	−0.0013 (12)
O3	0.0208 (18)	0.0147 (15)	0.0166 (16)	−0.0028 (13)	−0.0024 (13)	−0.0004 (12)
O4	0.0181 (17)	0.0090 (14)	0.0177 (15)	−0.0007 (12)	−0.0006 (12)	−0.0019 (12)
O5	0.0222 (18)	0.0244 (17)	0.0182 (16)	0.0044 (14)	−0.0019 (13)	−0.0003 (13)
O6	0.0294 (19)	0.0183 (16)	0.0224 (17)	−0.0005 (14)	0.0032 (14)	0.0033 (13)
O7	0.043 (3)	0.067 (3)	0.034 (2)	0.018 (2)	0.0145 (19)	0.0166 (19)

Eu1—O3i	2.344 (3)	C7—O1	1.253 (5)
Eu1—O4	2.346 (3)	C7—O2	1.253 (5)
Eu1—O2	2.354 (3)	C8—O6	1.445 (5)
Eu1—O1ii	2.373 (3)	C8—H8A	0.9600
Eu1—O5	2.450 (3)	C8—H8B	0.9600
Eu1—O6	2.490 (3)	C8—H8C	0.9600
Eu1—N1i	2.655 (3)	C9—O5	1.438 (5)
Eu1—Cl1	2.7723 (11)	C9—H9A	0.9600
C1—C2	1.371 (6)	C9—H9B	0.9600
C1—C5	1.380 (6)	C9—H9C	0.9600
C1—H1A	0.9300	C10—O7	1.410 (7)
C2—C3	1.397 (6)	C10—H10A	0.9600
C2—H2A	0.9300	C10—H10B	0.9600
C3—C4	1.389 (6)	C10—H10C	0.9600
C3—C7	1.515 (6)	N1—Eu1iii	2.655 (3)
C4—N1	1.355 (5)	O1—Eu1ii	2.373 (3)
C4—C6	1.512 (6)	O3—Eu1iii	2.344 (3)
C5—N1	1.340 (5)	O5—H5B	0.8701
C5—H5A	0.9300	O6—H6B	0.8404
C6—O3	1.253 (5)	O7—H7A	0.9656
C6—O4	1.262 (5)
O3i—Eu1—O4	146.02 (10)	N1—C5—H5A	118.7
O3i—Eu1—O2	141.52 (10)	C1—C5—H5A	118.7
O4—Eu1—O2	72.05 (9)	O3—C6—O4	123.4 (4)
O3i—Eu1—O1ii	75.98 (10)	O3—C6—C4	117.3 (3)
O4—Eu1—O1ii	122.41 (10)	O4—C6—C4	119.2 (3)
O2—Eu1—O1ii	85.21 (10)	O1—C7—O2	125.6 (4)
O3i—Eu1—O5	71.06 (10)	O1—C7—C3	115.6 (4)
O4—Eu1—O5	137.83 (10)	O2—C7—C3	118.6 (4)
O2—Eu1—O5	71.76 (10)	O6—C8—H8A	109.5
O1ii—Eu1—O5	74.93 (10)	O6—C8—H8B	109.5
O3i—Eu1—O6	87.13 (10)	H8A—C8—H8B	109.5
O4—Eu1—O6	75.79 (10)	O6—C8—H8C	109.5
O2—Eu1—O6	117.19 (10)	H8A—C8—H8C	109.5
O1ii—Eu1—O6	69.05 (10)	H8B—C8—H8C	109.5
O5—Eu1—O6	141.48 (10)	O5—C9—H9A	109.5
O3i—Eu1—N1i	63.22 (10)	O5—C9—H9B	109.5
O4—Eu1—N1i	83.10 (10)	H9A—C9—H9B	109.5
O2—Eu1—N1i	151.18 (10)	O5—C9—H9C	109.5
O1ii—Eu1—N1i	121.25 (10)	H9A—C9—H9C	109.5
O5—Eu1—N1i	123.02 (10)	H9B—C9—H9C	109.5
O6—Eu1—N1i	68.52 (10)	O7—C10—H10A	109.5
O3i—Eu1—Cl1	92.51 (7)	O7—C10—H10B	109.5
O4—Eu1—Cl1	81.38 (7)	H10A—C10—H10B	109.5
O2—Eu1—Cl1	88.32 (8)	O7—C10—H10C	109.5
O1ii—Eu1—Cl1	151.46 (8)	H10A—C10—H10C	109.5
O5—Eu1—Cl1	76.64 (7)	H10B—C10—H10C	109.5
O6—Eu1—Cl1	137.37 (7)	C5—N1—C4	117.8 (4)
N1i—Eu1—Cl1	73.41 (8)	C5—N1—Eu1iii	126.3 (3)
C2—C1—C5	119.5 (4)	C4—N1—Eu1iii	115.6 (2)
C2—C1—H1A	120.2	C7—O1—Eu1ii	126.7 (3)
C5—C1—H1A	120.2	C7—O2—Eu1	128.4 (2)
C1—C2—C3	119.2 (4)	C6—O3—Eu1iii	128.6 (3)
C1—C2—H2A	120.4	C6—O4—Eu1	130.2 (3)
C3—C2—H2A	120.4	C9—O5—Eu1	126.9 (3)
C4—C3—C2	117.9 (4)	C9—O5—H5B	109.8
C4—C3—C7	123.5 (4)	Eu1—O5—H5B	116.4
C2—C3—C7	118.5 (4)	C8—O6—Eu1	132.9 (3)
N1—C4—C3	122.8 (4)	C8—O6—H6B	98.2
N1—C4—C6	113.6 (3)	Eu1—O6—H6B	123.2
C3—C4—C6	123.6 (4)	C10—O7—H7A	120.6
N1—C5—C1	122.6 (4)

Table 1

Selected bond lengths (Å)

Eu1—O3i	2.344 (3)
Eu1—O4	2.346 (3)
Eu1—O2	2.354 (3)
Eu1—O1ii	2.373 (3)
Eu1—O5	2.450 (3)
Eu1—O6	2.490 (3)
Eu1—N1i	2.655 (3)
Eu1—Cl1	2.7723 (11)

Symmetry codes: (i) ; (ii) .