Poly[aqua-(μ(2)-oxalato)(4-oxidopyri-din-ium)erbium(II)].

The title complex, [Er(C(5)H(5)NO)(C(2)O(4))(H(2)O)](n), is a new erbium polymer based on oxalate and 4-oxidopyridinium ligands. The Er(II) center is coordinated by six O atoms from three oxalate ligands, one O atom from a 4-oxidopyridinium ligand and one water mol-ecule, and displays a distorted square-anti-prismatic coordination geometry. The oxalate ligands are both chelating and bridging, and link Er(II) ions, forming Er-oxalate layers in which the attached water and 4-oxidopyridinium units point alternately up and down. A mirror plane passes through the Er atom, one C, the oxide O and two oxalate O atoms. The layers are assembled into a three-dimensional supra-molecular network via inter-molecular hydrogen bonding and π-π stacking inter-actions [centroid-centroid distances of 3.587 (2) Å between parallel pyridinium rings]. Both the water mol-ecule and the 4-oxidopyridinium ligand are disordered over two sites in a 1:1 ratio.

Related literature

For related literature, see: Yaghi et al. (1998 ▶, 2003 ▶); Serre et al. (2004 ▶); James (2003 ▶).

Experimental

Crystal data

[Er(C5H5NO)(C2O4)(H2O)]

M = 412.41

Monoclinic,

a = 16.8649 (2) Å

b = 11.1863 (2) Å

c = 6.5152 (1) Å

β = 112.213 (1)°

V = 1137.91 (3) Å3

Z = 4

Mo Kα radiation

μ = 7.41 mm−1

T = 296 (2) K

0.21 × 0.19 × 0.13 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.241, T max = 0.392

7274 measured reflections

1365 independent reflections

1341 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.014

wR(F 2) = 0.036

S = 1.16

1365 reflections

105 parameters

39 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.53 e Å−3

Δρmin = −0.88 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); 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: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808009380/zl2097sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808009380/zl2097Isup2.hkl

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

[Er(C5H5NO)(C2O4)(H2O)]	F000 = 776
Mr = 412.41	Dx = 2.407 Mg m−3
Monoclinic, C2/m	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -C 2y	Cell parameters from 8000 reflections
a = 16.8649 (2) Å	θ = 1.7–26.0º
b = 11.1863 (2) Å	µ = 7.41 mm−1
c = 6.51520 (10) Å	T = 296 (2) K
β = 112.2130 (10)º	Block, white
V = 1137.91 (3) Å3	0.21 × 0.19 × 0.13 mm
Z = 4

Bruker APEXII area-detector diffractometer	1365 independent reflections
Radiation source: fine-focus sealed tube	1341 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.022
T = 296(2) K	θmax = 27.5º
φ and ω scans	θmin = 2.2º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)	h = −21→18
Tmin = 0.241, Tmax = 0.392	k = −14→14
7274 measured reflections	l = −8→8

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)] = 0.014	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.036	w = 1/[σ2(Fo2) + (0.019P)2 + 1.5595P] where P = (Fo2 + 2Fc2)/3
S = 1.16	(Δ/σ)max = 0.001
1365 reflections	Δρmax = 0.53 e Å−3
105 parameters	Δρmin = −0.87 e Å−3
39 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

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	Occ. (<1)
N1	−0.02721 (14)	0.4755 (4)	0.2392 (5)	0.0325 (18)	0.50
H6	−0.0815	0.4701	0.2056	0.039*	0.50
C1	0.0218 (3)	0.3724 (4)	0.2667 (9)	0.0358 (13)	0.50
H1	−0.0041	0.2977	0.2487	0.043*	0.50
C2	0.1096 (3)	0.3811 (8)	0.3210 (9)	0.0381 (10)	0.50
H2	0.1425	0.3121	0.3394	0.046*	0.50
C3	0.14844 (16)	0.4927 (10)	0.3478 (5)	0.0326 (13)	0.50
C4	0.0994 (4)	0.5958 (8)	0.3203 (9)	0.0381 (10)	0.50
H4	0.1254	0.6705	0.3383	0.046*	0.50
C5	0.0116 (4)	0.5871 (4)	0.2660 (9)	0.0358 (13)	0.50
H5	−0.0212	0.6561	0.2476	0.043*	0.50
O1W	0.3241 (2)	0.4753 (8)	−0.1619 (6)	0.040 (3)	0.50
H1W	0.358 (4)	0.438 (6)	−0.200 (10)	0.060*	0.50
H2W	0.291 (4)	0.506 (8)	−0.276 (7)	0.060*	0.50
C6	0.20541 (15)	0.2749 (2)	−0.0746 (4)	0.0252 (5)
C7	0.4856 (2)	0.5000	0.5987 (5)	0.0212 (6)
Er1	0.311393 (8)	0.5000	0.17883 (2)	0.01752 (6)
O1	0.23010 (16)	0.5000	0.3883 (4)	0.0347 (6)
O2	0.40635 (16)	0.5000	0.5514 (4)	0.0313 (6)
O3	0.54305 (16)	0.5000	0.7871 (4)	0.0324 (6)
O4	0.19303 (11)	0.38280 (16)	−0.0507 (3)	0.0313 (4)
O5	0.15399 (12)	0.20337 (17)	−0.2053 (3)	0.0338 (4)

	U11	U22	U33	U12	U13	U23
N1	0.0174 (18)	0.056 (6)	0.0245 (17)	−0.0017 (19)	0.0082 (14)	−0.0025 (18)
C1	0.0264 (18)	0.052 (4)	0.0305 (15)	−0.0077 (17)	0.0121 (13)	−0.0001 (17)
C2	0.0235 (17)	0.059 (3)	0.0322 (15)	−0.011 (2)	0.0107 (13)	0.005 (2)
C3	0.0204 (19)	0.062 (4)	0.0147 (15)	0.008 (5)	0.0055 (14)	−0.008 (5)
C4	0.0235 (17)	0.059 (3)	0.0322 (15)	−0.011 (2)	0.0107 (13)	0.005 (2)
C5	0.0264 (18)	0.052 (4)	0.0305 (15)	−0.0077 (17)	0.0121 (13)	−0.0001 (17)
O1W	0.0155 (15)	0.089 (9)	0.0155 (13)	0.001 (2)	0.0049 (11)	0.002 (2)
C6	0.0150 (12)	0.0301 (11)	0.0257 (12)	0.0024 (9)	0.0021 (10)	−0.0033 (9)
C7	0.0120 (15)	0.0322 (16)	0.0177 (14)	0.000	0.0036 (12)	0.000
Er1	0.00977 (9)	0.02597 (9)	0.01457 (8)	0.000	0.00206 (6)	0.000
O1	0.0134 (12)	0.0683 (19)	0.0206 (12)	0.000	0.0044 (10)	0.000
O2	0.0111 (11)	0.0639 (18)	0.0177 (11)	0.000	0.0041 (9)	0.000
O3	0.0122 (12)	0.0645 (18)	0.0186 (12)	0.000	0.0038 (10)	0.000
O4	0.0161 (9)	0.0284 (8)	0.0392 (10)	0.0039 (7)	−0.0011 (8)	−0.0073 (7)
O5	0.0187 (9)	0.0307 (9)	0.0374 (10)	0.0035 (8)	−0.0058 (7)	−0.0064 (8)

N1—C1	1.3900	C6—O5	1.249 (3)
N1—C5	1.3900	C6—C6i	1.553 (5)
N1—H6	0.8600	C7—O3	1.243 (4)
C1—C2	1.3900	C7—O2	1.253 (4)
C1—H1	0.9300	C7—C7ii	1.537 (6)
C2—C3	1.3900	Er1—O1	2.271 (3)
C2—H2	0.9300	Er1—O1Wiii	2.326 (3)
C3—O1	1.303 (3)	Er1—O5i	2.3388 (19)
C3—C4	1.3900	Er1—O5iv	2.3388 (19)
C4—C5	1.3900	Er1—O2	2.349 (2)
C4—H4	0.9300	Er1—O3ii	2.380 (2)
C5—H5	0.9300	Er1—O4	2.3839 (17)
O1W—Er1	2.326 (3)	Er1—O4iii	2.3839 (17)
O1W—H1W	0.818 (10)	O1—C3iii	1.303 (4)
O1W—H2W	0.818 (10)	O3—Er1ii	2.380 (2)
C6—O4	1.245 (3)	O5—Er1i	2.3388 (19)
C1—N1—C5	120.0	O1W—Er1—O5iv	94.3 (2)
C1—N1—H6	120.0	O5i—Er1—O5iv	153.17 (9)
C5—N1—H6	120.0	O1—Er1—O2	73.12 (9)
C2—C1—N1	120.0	O1Wiii—Er1—O2	135.51 (11)
C2—C1—H1	120.0	O1W—Er1—O2	135.51 (11)
N1—C1—H1	120.0	O5i—Er1—O2	82.54 (5)
C1—C2—C3	120.0	O5iv—Er1—O2	82.54 (5)
C1—C2—H2	120.0	O1—Er1—O3ii	141.24 (9)
C3—C2—H2	120.0	O1Wiii—Er1—O3ii	67.96 (11)
O1—C3—C4	120.4 (7)	O1W—Er1—O3ii	67.96 (11)
O1—C3—C2	119.5 (7)	O5i—Er1—O3ii	76.89 (5)
C4—C3—C2	120.0	O5iv—Er1—O3ii	76.89 (5)
C5—C4—C3	120.0	O2—Er1—O3ii	68.12 (8)
C5—C4—H4	120.0	O1—Er1—O4	79.89 (7)
C3—C4—H4	120.0	O1Wiii—Er1—O4	79.87 (16)
C4—C5—N1	120.0	O1W—Er1—O4	72.16 (15)
C4—C5—H5	120.0	O5i—Er1—O4	68.77 (6)
N1—C5—H5	120.0	O5iv—Er1—O4	135.04 (6)
Er1—O1W—H1W	133 (5)	O2—Er1—O4	136.92 (6)
Er1—O1W—H2W	123 (4)	O3ii—Er1—O4	130.40 (6)
H1W—O1W—H2W	104.2 (17)	O1—Er1—O4iii	79.89 (7)
O4—C6—O5	126.9 (2)	O1Wiii—Er1—O4iii	72.16 (15)
O4—C6—C6i	116.0 (3)	O1W—Er1—O4iii	79.87 (16)
O5—C6—C6i	117.1 (3)	O5i—Er1—O4iii	135.04 (6)
O3—C7—O2	127.1 (3)	O5iv—Er1—O4iii	68.77 (6)
O3—C7—C7ii	116.8 (4)	O2—Er1—O4iii	136.92 (6)
O2—C7—C7ii	116.0 (4)	O3ii—Er1—O4iii	130.40 (6)
O1—Er1—O1Wiii	150.24 (12)	O4—Er1—O4iii	66.72 (8)
O1—Er1—O1W	150.24 (12)	C3—O1—Er1	135.2 (2)
O1Wiii—Er1—O1W	13.6 (5)	C3iii—O1—Er1	135.2 (2)
O1—Er1—O5i	98.41 (5)	C7—O2—Er1	120.1 (2)
O1Wiii—Er1—O5i	94.3 (2)	C7—O3—Er1ii	118.9 (2)
O1W—Er1—O5i	81.0 (2)	C6—O4—Er1	118.12 (15)
O1—Er1—O5iv	98.41 (5)	C6—O5—Er1i	118.91 (16)
O1Wiii—Er1—O5iv	81.0 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H2W···O1v	0.818 (10)	2.03 (4)	2.769 (4)	149 (8)
O1W—H1W···O2v	0.818 (10)	2.18 (6)	2.729 (4)	124 (6)
N1—H6···O4vi	0.86	2.41	3.041 (3)	130
N1—H6···O4vii	0.86	2.02	2.794 (3)	150

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H2W⋯O1i	0.818 (10)	2.03 (4)	2.769 (4)	149 (8)
O1W—H1W⋯O2i	0.818 (10)	2.18 (6)	2.729 (4)	124 (6)
N1—H6⋯O4ii	0.86	2.41	3.041 (3)	130
N1—H6⋯O4iii	0.86	2.02	2.794 (3)	150

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