Poly[diaqua­bis­(μ3-1H-imidazole-4,5-dicarboxyl­ato)(μ2-sulfato)­diytterbium(III)]

Zhu, L.-C.

doi:10.1107/S1600536811045673

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 12| December 2011| Page m1683

https://doi.org/10.1107/S1600536811045673

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Poly[diaquabis(μ₃-1H-imidazole-4,5-dicarboxylato)(μ₂-sulfato)diytterbium(III)]

Li-Cai Zhu ^a ^*

^aSchool of Chemistry and Environment, South China Normal University, Guangzhou 510631, People's Republic of China
^*Correspondence e-mail: licaizhu1977@yahoo.com.cn

(Received 24 October 2011; accepted 31 October 2011; online 5 November 2011)

In the title compound, [Yb₂(C₅H₂N₂O₄)₂(SO₄)(H₂O)₂]_n, the Yb^III ion is eight-coordinated by four O atoms and one N atom from three imidazole-4,5-dicarboxylate ligands, two O atoms from one SO₄²⁻ anion (site symmetry 2), as well as one O atom of a water molecule, giving a bicapped trigonal–prismatic coordination geometry. The metal coordination units are connected by bridging imidazole-4,5-dicarboxylate and sulfate ligands, generating a heterometallic layer. The layers are stacked along the a axis via N—H⋯O, O—H⋯O, and C—H⋯O hydrogen-bonding interactions, generating a three-dimensional framework.

Related literature

For the application of multifunctional organic ligands containing O- and N-donors in the design of metal-organic frameworks, see: Cheng et al. (2006 ); Kuang et al. (2007 ); Sun et al. (2006 ); Zhu et al. (2010 ).

Experimental

Crystal data

[Yb₂(C₅H₂N₂O₄)₂(SO₄)(H₂O)₂]
M_r = 786.35
Monoclinic, C 2/c
a = 21.1089 (14) Å
b = 6.5584 (4) Å
c = 12.8766 (9) Å
β = 105.874 (1)°
V = 1714.7 (2) Å³
Z = 4
Mo Kα radiation
μ = 11.05 mm⁻¹
T = 296 K
0.20 × 0.18 × 0.15 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.126, T_max = 0.191
4239 measured reflections
1534 independent reflections
1392 reflections with I > 2σ(I)
R_int = 0.023

Refinement

R[F² > 2σ(F²)] = 0.020
wR(F²) = 0.047
S = 1.09
1534 reflections
150 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.66 e Å⁻³
Δρ_min = −0.99 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H1⋯O6ⁱ	0.87 (5)	2.09 (3)	2.925 (6)	161 (5)
O1W—H2W⋯O2ⁱⁱ	0.82 (2)	1.94 (3)	2.693 (5)	151 (5)
O1W—H1W⋯O3ⁱⁱⁱ	0.82 (6)	2.24 (4)	2.896 (5)	138 (5)
O1W—H1W⋯O4ⁱⁱⁱ	0.82 (6)	2.51 (6)	3.308 (5)	167 (5)
C5—H5⋯O5^iv	0.93	2.52	3.347 (6)	149
Symmetry codes: (i) $[x, -y+1, z+{\script{1\over 2}}]$ ; (ii) $[-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (iii) $[-x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+2]$ ; (iv) x, y+1, z.

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: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536811045673/pv2472sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536811045673/pv2472Isup2.hkl

checkCIF report

Comment top

In the past few years, the application of multifunctional organic ligands containing O– and N–donors to design metal-organic frameworks are of increasing interest, not only because of their impressive topological structures, but also due to their versatile applications in ion exchange, magnetism, bimetallic catalysis and luminescent probe (Cheng et al., 2006; Kuang et al., 2007; Sun et al., 2006; Zhu et al., 2010). As an extension of this research, the structure of the title compound, a new metal-organic framework, has been determined which is presented in this artcle.

The asymmetric unite of the title compound (Fig. 1), contains a Yb^III ion, an imidazole-4,5-dicarboxylate ligand, a half SO₄^2- anion, and a coordinated water molecule. The Yb^III ion is eight-coordinated by four O atoms and a N atom from three imidazole-4,5-dicarboxylate ligands, two O atoms from a SO₄^2- anion as well as a coordinated water molecule, giving a bicapped trigonal prismatic coordination geometry. The metal coordination units are connected by bridging imidazole-4,5-dicarboxylate and sulfate ligands, generating a two-dimensional heterometallic layer. The two-dimensional layers are stacked along a axis via N—H···O, O—H···O, and C—H···O hydrogen-bonding interactions to generate the three-dimensional framework (Table 1 and Fig. 2).

Related literature top

For the application of multifunctional organic ligands containing O- and N-donors in the design of metal-organic frameworks, see: Cheng et al. (2006); Kuang et al. (2007); Sun et al. (2006); Zhu et al. (2010).

Experimental top

A mixture of Yb₂O₃ (0.099 g, 0.25 mmol), imidazole-4,5-dicarboxylic acid (0.156 g, 1 mmol), and H₂O (7 ml) was sealed in a 20 ml Teflon-lined reaction vessel at 443 K for 5 days then slowly cooled to room temperature. The product was collected by filtration, washed with water and air-dried. Colorless block crystals suitable for X-ray analysis were obtained.

Structure description top

For the application of multifunctional organic ligands containing O- and N-donors in the design of metal-organic frameworks, see: Cheng et al. (2006); Kuang et al. (2007); Sun et al. (2006); Zhu et al. (2010).

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title comples showing atomic-numbering scheme and displacement ellipsoids drawn at 30% probability level. Symmetry codes: A = 1 - x, y, 1.5 - z; B = x, 1 - y, -1/2 + z; C = x, -y, -1/2 + z.
	Fig. 2. A view of the three-dimensional structure of the title compound, the hydrogen bonding interactions have been drawn as broken lines.

Poly[diaquabis(µ₃-1H-imidazole-4,5-dicarboxylato)(µ₂- sulfato)diytterbium(III)] top

Crystal data top

[Yb₂(C₅H₂N₂O₄)₂(SO₄)(H₂O)₂]	F(000) = 1456
M_r = 786.35	D_x = 3.046 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2574 reflections
a = 21.1089 (14) Å	θ = 3.3–28.0°
b = 6.5584 (4) Å	µ = 11.05 mm⁻¹
c = 12.8766 (9) Å	T = 296 K
β = 105.874 (1)°	Block, colorless
V = 1714.7 (2) Å³	0.20 × 0.18 × 0.15 mm
Z = 4

Data collection top

Bruker APEXII area-detector diffractometer	1534 independent reflections
Radiation source: fine-focus sealed tube	1392 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.023
φ and ω scan	θ_max = 25.2°, θ_min = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −25→22
T_min = 0.126, T_max = 0.191	k = −7→7
4239 measured reflections	l = −14→15

Refinement top

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)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.047	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ²(F_o²) + (0.0216P)² + 5.6648P] where P = (F_o² + 2F_c²)/3
1534 reflections	(Δ/σ)_max = 0.001
150 parameters	Δρ_max = 0.66 e Å⁻³
4 restraints	Δρ_min = −0.99 e Å⁻³

Crystal data top

[Yb₂(C₅H₂N₂O₄)₂(SO₄)(H₂O)₂]	V = 1714.7 (2) Å³
M_r = 786.35	Z = 4
Monoclinic, C2/c	Mo Kα radiation
a = 21.1089 (14) Å	µ = 11.05 mm⁻¹
b = 6.5584 (4) Å	T = 296 K
c = 12.8766 (9) Å	0.20 × 0.18 × 0.15 mm
β = 105.874 (1)°

Data collection top

Bruker APEXII area-detector diffractometer	1534 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1392 reflections with I > 2σ(I)
T_min = 0.126, T_max = 0.191	R_int = 0.023
4239 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.020	4 restraints
wR(F²) = 0.047	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	Δρ_max = 0.66 e Å⁻³
1534 reflections	Δρ_min = −0.99 e Å⁻³
150 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
Yb1	0.355312 (10)	0.07841 (3)	0.714967 (16)	0.01086 (9)
S1	0.5000	0.0299 (3)	0.7500	0.0182 (4)
C1	0.3390 (2)	0.0272 (7)	0.9554 (4)	0.0134 (10)
C2	0.3697 (2)	0.2318 (7)	0.9654 (4)	0.0148 (10)
C3	0.3764 (2)	0.3838 (7)	1.0402 (4)	0.0145 (10)
C4	0.3492 (2)	0.4128 (7)	1.1340 (4)	0.0128 (10)
C5	0.4168 (2)	0.4805 (8)	0.9077 (4)	0.0179 (11)
H5	0.4371	0.5603	0.8664	0.022*
N1	0.3942 (2)	0.2930 (6)	0.8817 (3)	0.0165 (9)
N2	0.4065 (2)	0.5391 (6)	1.0009 (3)	0.0183 (10)
H1	0.420 (3)	0.648 (6)	1.039 (4)	0.027*
O1	0.32418 (19)	−0.0583 (5)	1.0318 (3)	0.0220 (9)
O2	0.32955 (18)	−0.0546 (5)	0.8633 (3)	0.0192 (8)
O3	0.33204 (18)	0.2591 (5)	1.1767 (3)	0.0219 (8)
O4	0.34067 (19)	0.5917 (5)	1.1620 (3)	0.0219 (8)
O5	0.45816 (18)	−0.0925 (5)	0.7997 (3)	0.0304 (10)
O6	0.45308 (19)	0.1572 (6)	0.6710 (3)	0.0349 (10)
O1W	0.24374 (18)	0.1038 (6)	0.6799 (3)	0.0250 (9)
H2W	0.224 (2)	0.201 (6)	0.646 (4)	0.037*
H1W	0.221 (3)	0.075 (8)	0.720 (4)	0.037*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Yb1	0.01712 (13)	0.00743 (13)	0.00944 (13)	0.00016 (8)	0.00604 (9)	0.00022 (8)
S1	0.0156 (9)	0.0145 (9)	0.0250 (10)	0.000	0.0063 (8)	0.000
C1	0.017 (2)	0.010 (2)	0.012 (3)	0.0000 (19)	0.001 (2)	0.001 (2)
C2	0.021 (2)	0.012 (3)	0.011 (2)	−0.003 (2)	0.0040 (19)	0.000 (2)
C3	0.021 (3)	0.013 (2)	0.011 (2)	0.002 (2)	0.006 (2)	0.001 (2)
C4	0.017 (2)	0.010 (3)	0.010 (2)	−0.0018 (19)	0.002 (2)	−0.0017 (19)
C5	0.025 (3)	0.015 (3)	0.015 (3)	−0.005 (2)	0.008 (2)	0.003 (2)
N1	0.024 (2)	0.012 (2)	0.016 (2)	−0.0023 (17)	0.0082 (18)	−0.0010 (17)
N2	0.027 (2)	0.014 (2)	0.016 (2)	−0.0064 (19)	0.0084 (19)	−0.0018 (18)
O1	0.042 (2)	0.0151 (19)	0.0107 (19)	−0.0090 (16)	0.0095 (17)	−0.0001 (15)
O2	0.033 (2)	0.0155 (19)	0.0110 (18)	−0.0084 (15)	0.0090 (15)	−0.0058 (15)
O3	0.037 (2)	0.0144 (19)	0.0182 (18)	0.0042 (16)	0.0134 (16)	0.0061 (16)
O4	0.039 (2)	0.0103 (19)	0.018 (2)	0.0028 (16)	0.0105 (17)	−0.0009 (14)
O5	0.021 (2)	0.030 (2)	0.041 (3)	0.0019 (16)	0.0104 (18)	0.0155 (19)
O6	0.023 (2)	0.044 (2)	0.041 (3)	0.0071 (19)	0.0135 (19)	0.027 (2)
O1W	0.024 (2)	0.023 (2)	0.031 (2)	0.0066 (17)	0.0129 (18)	0.0083 (17)

Geometric parameters (Å, º) top

Yb1—O4ⁱ	2.264 (3)	C1—C2	1.481 (6)
Yb1—O1ⁱⁱ	2.272 (3)	C2—C3	1.367 (7)
Yb1—O1W	2.280 (4)	C2—N1	1.377 (6)
Yb1—O3ⁱⁱ	2.291 (3)	C3—N2	1.369 (6)
Yb1—O2	2.297 (3)	C3—C4	1.485 (7)
Yb1—O6	2.342 (4)	C4—O3	1.249 (6)
Yb1—O5	2.421 (4)	C4—O4	1.255 (5)
Yb1—N1	2.510 (4)	C5—N1	1.328 (6)
Yb1—S1	2.9798 (3)	C5—N2	1.334 (7)
S1—O5ⁱⁱⁱ	1.464 (4)	C5—H5	0.9300
S1—O5	1.464 (4)	N2—H1	0.87 (5)
S1—O6ⁱⁱⁱ	1.470 (4)	O1—Yb1^iv	2.272 (3)
S1—O6	1.470 (4)	O3—Yb1^iv	2.291 (3)
S1—Yb1ⁱⁱⁱ	2.9798 (3)	O4—Yb1^v	2.264 (3)
C1—O1	1.244 (6)	O1W—H2W	0.82 (2)
C1—O2	1.266 (6)	O1W—H1W	0.82 (6)

O4ⁱ—Yb1—O1ⁱⁱ	76.46 (12)	O6ⁱⁱⁱ—S1—O6	110.8 (4)
O4ⁱ—Yb1—O1W	79.74 (14)	O5ⁱⁱⁱ—S1—Yb1	135.09 (15)
O1ⁱⁱ—Yb1—O1W	78.99 (15)	O5—S1—Yb1	53.75 (14)
O4ⁱ—Yb1—O3ⁱⁱ	148.74 (13)	O6ⁱⁱⁱ—S1—Yb1	120.86 (16)
O1ⁱⁱ—Yb1—O3ⁱⁱ	74.75 (12)	O6—S1—Yb1	50.65 (15)
O1W—Yb1—O3ⁱⁱ	83.05 (14)	O5ⁱⁱⁱ—S1—Yb1ⁱⁱⁱ	53.75 (14)
O4ⁱ—Yb1—O2	124.73 (12)	O5—S1—Yb1ⁱⁱⁱ	135.09 (15)
O1ⁱⁱ—Yb1—O2	140.73 (13)	O6ⁱⁱⁱ—S1—Yb1ⁱⁱⁱ	50.65 (15)
O1W—Yb1—O2	74.07 (14)	O6—S1—Yb1ⁱⁱⁱ	120.86 (16)
O3ⁱⁱ—Yb1—O2	74.10 (12)	Yb1—S1—Yb1ⁱⁱⁱ	167.75 (7)
O4ⁱ—Yb1—O6	76.89 (14)	O1—C1—O2	122.7 (4)
O1ⁱⁱ—Yb1—O6	77.64 (14)	O1—C1—C2	122.6 (4)
O1W—Yb1—O6	150.11 (14)	O2—C1—C2	114.7 (4)
O3ⁱⁱ—Yb1—O6	108.21 (14)	C3—C2—N1	110.6 (4)
O2—Yb1—O6	135.20 (13)	C3—C2—C1	132.9 (5)
O4ⁱ—Yb1—O5	127.57 (13)	N1—C2—C1	116.5 (4)
O1ⁱⁱ—Yb1—O5	114.21 (14)	C2—C3—N2	104.5 (4)
O1W—Yb1—O5	150.85 (13)	C2—C3—C4	132.8 (4)
O3ⁱⁱ—Yb1—O5	76.28 (13)	N2—C3—C4	121.8 (4)
O2—Yb1—O5	80.58 (13)	O3—C4—O4	123.2 (5)
O6—Yb1—O5	58.02 (13)	O3—C4—C3	118.5 (4)
O4ⁱ—Yb1—N1	72.99 (13)	O4—C4—C3	118.1 (4)
O1ⁱⁱ—Yb1—N1	148.68 (12)	N1—C5—N2	111.0 (4)
O1W—Yb1—N1	101.95 (14)	N1—C5—H5	124.5
O3ⁱⁱ—Yb1—N1	136.57 (13)	N2—C5—H5	124.5
O2—Yb1—N1	66.31 (12)	C5—N1—C2	105.0 (4)
O6—Yb1—N1	88.79 (15)	C5—N1—Yb1	138.2 (3)
O5—Yb1—N1	80.25 (14)	C2—N1—Yb1	113.6 (3)
O4ⁱ—Yb1—S1	101.39 (10)	C5—N2—C3	109.0 (4)
O1ⁱⁱ—Yb1—S1	98.30 (10)	C5—N2—H1	130 (4)
O1W—Yb1—S1	176.78 (11)	C3—N2—H1	121 (4)
O3ⁱⁱ—Yb1—S1	94.59 (10)	C1—O1—Yb1^iv	141.5 (3)
O2—Yb1—S1	107.44 (9)	C1—O2—Yb1	127.3 (3)
O6—Yb1—S1	29.03 (9)	C4—O3—Yb1^iv	143.5 (3)
O5—Yb1—S1	29.18 (9)	C4—O4—Yb1^v	164.1 (3)
N1—Yb1—S1	81.27 (10)	S1—O5—Yb1	97.06 (18)
O5ⁱⁱⁱ—S1—O5	113.5 (3)	S1—O6—Yb1	100.32 (19)
O5ⁱⁱⁱ—S1—O6ⁱⁱⁱ	103.9 (2)	Yb1—O1W—H2W	121 (4)
O5—S1—O6ⁱⁱⁱ	112.4 (2)	Yb1—O1W—H1W	128 (4)
O5ⁱⁱⁱ—S1—O6	112.4 (2)	H2W—O1W—H1W	102 (3)
O5—S1—O6	103.9 (2)

Symmetry codes: (i) x, −y+1, z−1/2; (ii) x, −y, z−1/2; (iii) −x+1, y, −z+3/2; (iv) x, −y, z+1/2; (v) x, −y+1, z+1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H1···O6^v	0.87 (5)	2.09 (3)	2.925 (6)	161 (5)
O1W—H2W···O2^vi	0.82 (2)	1.94 (3)	2.693 (5)	151 (5)
O1W—H1W···O3^vii	0.82 (6)	2.24 (4)	2.896 (5)	138 (5)
O1W—H1W···O4^vii	0.82 (6)	2.51 (6)	3.308 (5)	167 (5)
C5—H5···O5^viii	0.93	2.52	3.347 (6)	149

Symmetry codes: (v) x, −y+1, z+1/2; (vi) −x+1/2, y+1/2, −z+3/2; (vii) −x+1/2, −y+1/2, −z+2; (viii) x, y+1, z.

Experimental details

Crystal data
Chemical formula	[Yb₂(C₅H₂N₂O₄)₂(SO₄)(H₂O)₂]
M_r	786.35
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	296
a, b, c (Å)	21.1089 (14), 6.5584 (4), 12.8766 (9)
β (°)	105.874 (1)
V (Å³)	1714.7 (2)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	11.05
Crystal size (mm)	0.20 × 0.18 × 0.15

Data collection
Diffractometer	Bruker APEXII area-detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.126, 0.191
No. of measured, independent and observed [I > 2σ(I)] reflections	4239, 1534, 1392
R_int	0.023
(sin θ/λ)_max (Å⁻¹)	0.599

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.020, 0.047, 1.09
No. of reflections	1534
No. of parameters	150
No. of restraints	4
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.66, −0.99

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H1···O6ⁱ	0.87 (5)	2.09 (3)	2.925 (6)	161 (5)
O1W—H2W···O2ⁱⁱ	0.82 (2)	1.94 (3)	2.693 (5)	151 (5)
O1W—H1W···O3ⁱⁱⁱ	0.82 (6)	2.24 (4)	2.896 (5)	138 (5)
O1W—H1W···O4ⁱⁱⁱ	0.82 (6)	2.51 (6)	3.308 (5)	167 (5)
C5—H5···O5^iv	0.9300	2.5200	3.347 (6)	149.00

Symmetry codes: (i) x, −y+1, z+1/2; (ii) −x+1/2, y+1/2, −z+3/2; (iii) −x+1/2, −y+1/2, −z+2; (iv) x, y+1, z.

Acknowledgements

The authors acknowledge South China Normal University for supporting this work.

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