Poly[diaqua-μ2-isonicotinato-μ2-oxalato-terbium(III)]

Song, W.-D.; Li, S.-J.; Qin, P.-W.; Hu, S.-W.

doi:10.1107/S1600536808040518

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 1| January 2009| Page m117

doi:10.1107/S1600536808040518

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Poly[diaqua-μ₂-isonicotinato-μ₂-oxalato-terbium(III)]

Wen-Dong Song,^a ^* Shi-Jie Li,^a Pei-Wen Qin ^a and Shi-Wei Hu ^a

^aCollege of Science, Guang Dong Ocean University, Zhanjiang 524088, People's Republic of China
^*Correspondence e-mail: songwd60@126.com

(Received 6 November 2008; accepted 2 December 2008; online 20 December 2008)

In the crystal structure of the title complex, [Tb(C₆H₄NO₂)(C₂O₄)(H₂O)₂]_n, the Tb^III cation is coordinated by four O atoms from two oxalate ligands, two O atoms from two isonicotinate ligands and two O atoms from water molecules within a distorted square–antiprismatic coordination. The Tb^III cation, the isonicotinate anion and the two crystallographically independent water molecules occupy general positions, whereas one of the two crystallographically independent oxalate anions is located on a center of inversion, and the second oxalate anion is located on a twofold rotation axis. The Tb^III cations are linked by the oxalate and isonicotinate anions into layers, which are connected via intermolecular hydrogen-bonding and π–π stacking [with centroid-to-centroid distances of 3.509 (2) and 3.343 (3) Å] interactions into a three-dimensional network.

Related literature

For general background on coordination polymers and open-framework materials, see: Yaghi et al. (1998 , 2003 ); Serre et al. (2004 ); James (2003 ). For related structures, see: Xia et al. (2004 ); Feng et al. (2003 ). An independent determination of this structure is reported in the following paper, see: Fang et al. (2009 ).

Experimental

Crystal data

[Tb(C₆H₄NO₂)(C₂O₄)(H₂O)₂]
M_r = 405.07
Monoclinic, C 2/c
a = 17.7957 (6) Å
b = 9.9229 (4) Å
c = 12.9673 (5) Å
β = 112.407 (2)°
V = 2116.95 (14) Å³
Z = 8
Mo Kα radiation
μ = 6.72 mm⁻¹
T = 273 (2) K
0.36 × 0.30 × 0.24 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.113, T_max = 0.207
7256 measured reflections
1906 independent reflections
1618 reflections with I > 2σ(I)
R_int = 0.034

Refinement

R[F² > 2σ(F²)] = 0.023
wR(F²) = 0.053
S = 0.91
1906 reflections
145 parameters
6 restraints
H-atom parameters constrained
Δρ_max = 0.52 e Å⁻³
Δρ_min = −0.88 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1W⋯N1ⁱ	0.84	1.83	2.665	177
O1W—H2W⋯O2ⁱⁱ	0.84	2.19	2.992 (3)	159
O2W—H3W⋯O3ⁱⁱⁱ	0.84	2.00	2.835 (3)	177
O2W—H4W⋯O1W^iv	0.84	2.21	2.998 (3)	156
Symmetry codes: (i) $[x-{\script{1\over 2}}, y+{\script{1\over 2}}, z]$ ; (ii) $[x, -y+2, z+{\script{1\over 2}}]$ ; (iii) -x+1, -y+2, -z; (iv) $[-x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z]$ .

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: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808040518/nc2122sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808040518/nc2122Isup2.hkl

checkCIF report

Comment top

The use of multifunctional organic linker molecules in the preparation of coordination polymers and open-framework materials has led to the development of a rich field of chemistry (Yaghi et al., 1998, 2003; Serre et al., 2004; James, 2003) owing to the potential applications of these materials in catalysis, separation, gas storage and molecular recognition. In our own investigatins we used isonictinate and oxalate ligands for the preparation of new coordination polymers, because it has been found that both anions can act as multidentate ligands [Xia et al. (2004); Feng et al. (2003)] with versatile binding and coordination modes. During these investigations, single crystals of the title compound were obtained.

The Tb^III centre in the title compound exhibits a distorted square-antiprismatic coordination geometry, defined by eight O atoms from two oxalate ligands, two O atom from two isonictinate ligands and two water molecules (Fig. 1). The oxalate and isonictinate ligands link the Tb^III cations with Tb—Tb distances of 6.179 (2) Å, 6.183 (3) Å and 5.045 (2) Å, respectively, thus forming Tb-oxalate-isonictinate layers with the attached water that is pointing up and down (Fig. 2). The layers are connected into a three-dimensional network via inter/intramolecular O—H···O and O—H···N hydrogen bonding interactions (Table 1) involving the coordinated water molecules, the N atoms of isonictinate and the oxalate O atoms. They are also stabilized by π-π stacking interactions with centroid to centroid distances of 3.509 (2) Å and 3.343 (3) Å, respectively, among parellel pyridinium rings of neighboring complexes.

Related literature top

For general background on coordination polymers and open-framework materials, see: Yaghi et al. (1998, 2003); Serre et al. (2004); James (2003). For related structures, see: Xia et al. (2004); Feng et al. (2003). An independent determination of this structure is reported in the following paper, see: Feng et al. (2009).

Experimental top

A mixture of Tb₂O₃ (0.5 mmol, 0.175 g), sodium oxalate (1 mmol, 0.134 g), isonicotinic acid (1 mmol, 0.123 g) and H₂O (10 ml) was placed in a 23 ml Teflon reactor, which was heated to 433 K for three days and then cooled to room temperature at a rate of 10 K h^-1. The crystals obtained were washed with water and dryed in air.

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: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The structure of the title compound, showing the atom-numbering scheme and displacement ellipsoids drawn at the 30% probability level. [Symmetry codes: (i) 1 - x, y, 0.5 - z; (ii) 0.5 - x, 2.5 - y, -z; (iii) 0.5 - x, 1.5 - y, -z]
	Fig. 2. Crystal structure of the title compound with view onto the layers. The H atoms are not shown for clarity.

Poly[diaqua-µ₂-isonicotinato-µ₂-oxalato-terbium(III)] top

Crystal data top

[Tb(C₆H₄NO₂)(C₂O₄)(H₂O)₂]	F(000) = 1536
M_r = 405.07	D_x = 2.542 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 8000 reflections
a = 17.7957 (6) Å	θ = 1.7–26.0°
b = 9.9229 (4) Å	µ = 6.72 mm⁻¹
c = 12.9673 (5) Å	T = 273 K
β = 112.407 (2)°	Block, colorless
V = 2116.95 (14) Å³	0.36 × 0.30 × 0.24 mm
Z = 8

Data collection top

Bruker APEXII area-detector diffractometer	1906 independent reflections
Radiation source: fine-focus sealed tube	1618 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.034
ϕ and ω scans	θ_max = 25.2°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −21→20
T_min = 0.113, T_max = 0.207	k = −11→11
7256 measured reflections	l = −15→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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.053	H-atom parameters constrained
S = 0.91	w = 1/[σ²(F_o²) + (0.0299P)² + 5.163P] where P = (F_o² + 2F_c²)/3
1906 reflections	(Δ/σ)_max = 0.001
145 parameters	Δρ_max = 0.52 e Å⁻³
6 restraints	Δρ_min = −0.88 e Å⁻³

Crystal data top

[Tb(C₆H₄NO₂)(C₂O₄)(H₂O)₂]	V = 2116.95 (14) Å³
M_r = 405.07	Z = 8
Monoclinic, C2/c	Mo Kα radiation
a = 17.7957 (6) Å	µ = 6.72 mm⁻¹
b = 9.9229 (4) Å	T = 273 K
c = 12.9673 (5) Å	0.36 × 0.30 × 0.24 mm
β = 112.407 (2)°

Data collection top

Bruker APEXII area-detector diffractometer	1906 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1618 reflections with I > 2σ(I)
T_min = 0.113, T_max = 0.207	R_int = 0.034
7256 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.023	6 restraints
wR(F²) = 0.053	H-atom parameters constrained
S = 0.91	Δρ_max = 0.52 e Å⁻³
1906 reflections	Δρ_min = −0.88 e Å⁻³
145 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
Tb1	0.323989 (12)	0.96756 (2)	0.074846 (17)	0.01399 (9)
O1	0.46185 (19)	1.0185 (4)	0.1051 (3)	0.0274 (9)
O2	0.3030 (2)	1.1497 (3)	−0.0596 (3)	0.0229 (8)
O5	0.3693 (2)	0.7501 (4)	0.1067 (3)	0.0331 (9)
C1	0.2585 (3)	1.2447 (5)	−0.0542 (4)	0.0172 (11)
C2	0.5146 (3)	1.0111 (5)	0.2013 (4)	0.0172 (11)
C7	0.5237 (3)	0.6498 (6)	0.1361 (4)	0.0231 (12)
H7	0.5190	0.7432	0.1348	0.028*
C8	0.3727 (3)	0.6297 (6)	0.0808 (4)	0.0196 (11)
C3	0.4558 (3)	0.5688 (5)	0.1108 (3)	0.0163 (11)
C6	0.5989 (3)	0.5889 (7)	0.1636 (4)	0.0281 (13)
H6	0.6444	0.6439	0.1807	0.034*
C4	0.4671 (3)	0.4306 (5)	0.1135 (4)	0.0220 (12)
H4	0.4228	0.3731	0.0961	0.026*
C5	0.54429 (8)	0.37835 (15)	0.14206 (11)	0.0281 (13)
H5	0.5508	0.2853	0.1440	0.034*
N1	0.60972 (8)	0.45622 (15)	0.16691 (11)	0.0279 (11)
O3	0.59033 (8)	1.00505 (15)	0.22872 (11)	0.0229 (8)
O4	0.22609 (8)	1.33232 (15)	−0.12763 (11)	0.0232 (8)
O6	0.31250 (8)	0.55572 (15)	0.03267 (11)	0.0301 (9)
O1W	0.25866 (8)	0.87408 (15)	0.19413 (11)	0.0208 (8)
H1W	0.2122	0.9030	0.1852	0.031*
H2W	0.2833	0.8622	0.2630	0.031*
O2W	0.33025 (8)	0.88114 (15)	−0.09693 (11)	0.0286 (9)
H3W	0.3550	0.9157	−0.1341	0.043*
H4W	0.2966	0.8264	−0.1394	0.043*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Tb1	0.01048 (13)	0.01587 (15)	0.01480 (12)	0.00208 (11)	0.00389 (9)	0.00099 (11)
O1	0.0140 (17)	0.047 (3)	0.0180 (17)	−0.0045 (17)	0.0027 (14)	0.0043 (17)
O2	0.0294 (19)	0.023 (2)	0.0202 (17)	0.0082 (17)	0.0143 (15)	0.0022 (16)
O5	0.039 (2)	0.028 (2)	0.039 (2)	0.017 (2)	0.0227 (19)	0.0083 (19)
C1	0.013 (2)	0.019 (3)	0.021 (3)	0.001 (2)	0.007 (2)	0.001 (2)
C2	0.009 (2)	0.017 (3)	0.021 (2)	−0.002 (2)	0.002 (2)	0.000 (2)
C7	0.019 (3)	0.026 (3)	0.022 (3)	−0.004 (2)	0.005 (2)	−0.009 (2)
C8	0.020 (3)	0.030 (3)	0.012 (2)	0.008 (2)	0.008 (2)	0.010 (2)
C3	0.017 (2)	0.024 (3)	0.007 (2)	0.005 (2)	0.0035 (18)	−0.002 (2)
C6	0.016 (3)	0.047 (4)	0.022 (3)	−0.004 (3)	0.008 (2)	−0.006 (3)
C4	0.020 (3)	0.022 (3)	0.023 (3)	−0.002 (2)	0.007 (2)	−0.004 (2)
C5	0.028 (3)	0.026 (3)	0.034 (3)	0.013 (3)	0.016 (2)	0.007 (3)
N1	0.015 (2)	0.046 (4)	0.024 (2)	0.007 (2)	0.0081 (18)	0.003 (2)
O3	0.0175 (18)	0.033 (2)	0.0197 (17)	−0.0024 (16)	0.0089 (14)	0.0018 (15)
O4	0.032 (2)	0.020 (2)	0.0195 (17)	0.0121 (17)	0.0116 (15)	0.0052 (16)
O6	0.0095 (17)	0.050 (3)	0.0259 (18)	0.0005 (18)	0.0013 (14)	0.0006 (18)
O1W	0.0149 (16)	0.028 (2)	0.0201 (16)	0.0064 (16)	0.0076 (14)	0.0074 (16)
O2W	0.040 (2)	0.028 (2)	0.0232 (18)	−0.0068 (19)	0.0179 (17)	−0.0074 (17)

Geometric parameters (Å, º) top

Tb1—O5	2.285 (4)	C7—H7	0.9300
Tb1—O6ⁱ	2.3055 (14)	C8—O6	1.251 (5)
Tb1—O4ⁱⁱ	2.3814 (14)	C8—C3	1.505 (6)
Tb1—O1	2.386 (3)	C3—C4	1.385 (7)
Tb1—O2W	2.4286 (13)	C6—N1	1.329 (7)
Tb1—O2	2.439 (3)	C6—H6	0.9300
Tb1—O1W	2.4444 (13)	C4—C5	1.380 (5)
Tb1—O3ⁱⁱⁱ	2.4476 (13)	C4—H4	0.9300
O1—C2	1.245 (6)	C5—N1	1.3306
O2—C1	1.251 (5)	C5—H5	0.9300
O5—C8	1.249 (6)	O3—Tb1ⁱⁱⁱ	2.4476 (13)
C1—O4	1.255 (5)	O4—Tb1ⁱⁱ	2.3814 (14)
C1—C1ⁱⁱ	1.549 (9)	O6—Tb1ⁱ	2.3055 (14)
C2—O3	1.257 (5)	O1W—H1W	0.8400
C2—C2ⁱⁱⁱ	1.537 (9)	O1W—H2W	0.8400
C7—C3	1.382 (7)	O2W—H3W	0.8400
C7—C6	1.387 (7)	O2W—H4W	0.8400

O5—Tb1—O6ⁱ	103.43 (11)	O4—C1—C1ⁱⁱ	116.8 (5)
O5—Tb1—O4ⁱⁱ	151.65 (9)	O1—C2—O3	127.1 (4)
O6ⁱ—Tb1—O4ⁱⁱ	80.4	O1—C2—C2ⁱⁱⁱ	117.5 (5)
O5—Tb1—O1	84.30 (13)	O3—C2—C2ⁱⁱⁱ	115.4 (5)
O6ⁱ—Tb1—O1	154.26 (9)	C3—C7—C6	118.6 (5)
O4ⁱⁱ—Tb1—O1	104.49 (10)	C3—C7—H7	120.7
O5—Tb1—O2W	72.32 (10)	C6—C7—H7	120.7
O6ⁱ—Tb1—O2W	79.4	O5—C8—O6	125.1 (4)
O4ⁱⁱ—Tb1—O2W	135.3	O5—C8—C3	117.3 (5)
O1—Tb1—O2W	79.74 (9)	O6—C8—C3	117.6 (4)
O5—Tb1—O2	140.94 (11)	C7—C3—C4	117.7 (4)
O6ⁱ—Tb1—O2	78.63 (9)	C7—C3—C8	120.8 (5)
O4ⁱⁱ—Tb1—O2	67.37 (8)	C4—C3—C8	121.5 (4)
O1—Tb1—O2	80.13 (11)	N1—C6—C7	123.6 (5)
O2W—Tb1—O2	69.77 (8)	N1—C6—H6	118.2
O5—Tb1—O1W	75.35 (9)	C7—C6—H6	118.2
O6ⁱ—Tb1—O1W	72.49 (5)	C5—C4—C3	120.0 (4)
O4ⁱⁱ—Tb1—O1W	79.29 (5)	C5—C4—H4	120.0
O1—Tb1—O1W	133.11 (8)	C3—C4—H4	120.0
O2W—Tb1—O1W	130.20 (6)	N1—C5—C4	122.4 (2)
O2—Tb1—O1W	138.86 (8)	N1—C5—H5	118.8
O5—Tb1—O3ⁱⁱⁱ	85.32 (10)	C4—C5—H5	118.8
O6ⁱ—Tb1—O3ⁱⁱⁱ	137.68 (6)	C6—N1—C5	117.7 (2)
O4ⁱⁱ—Tb1—O3ⁱⁱⁱ	74.2	C2—O3—Tb1ⁱⁱⁱ	118.5 (2)
O1—Tb1—O3ⁱⁱⁱ	66.61 (8)	C1—O4—Tb1ⁱⁱ	118.2 (2)
O2W—Tb1—O3ⁱⁱⁱ	141.3	C8—O6—Tb1ⁱ	149.8 (3)
O2—Tb1—O3ⁱⁱⁱ	119.75 (9)	Tb1—O1W—H1W	117.6
O1W—Tb1—O3ⁱⁱⁱ	69.9	Tb1—O1W—H2W	123.0
C2—O1—Tb1	119.2 (3)	H1W—O1W—H2W	106.4
C1—O2—Tb1	116.5 (3)	Tb1—O2W—H3W	126.8
C8—O5—Tb1	154.8 (3)	Tb1—O2W—H4W	124.0
O2—C1—O4	126.6 (4)	H3W—O2W—H4W	106.6
O2—C1—C1ⁱⁱ	116.6 (5)

Symmetry codes: (i) −x+1/2, −y+3/2, −z; (ii) −x+1/2, −y+5/2, −z; (iii) −x+1, y, −z+1/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···N1^iv	0.84	1.83	2.665	177
O1W—H2W···O2^v	0.84	2.19	2.992 (3)	159
O2W—H3W···O3^vi	0.84	2.00	2.835 (3)	177
O2W—H4W···O1Wⁱ	0.84	2.21	2.998 (3)	156

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

Experimental details

Crystal data
Chemical formula	[Tb(C₆H₄NO₂)(C₂O₄)(H₂O)₂]
M_r	405.07
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	273
a, b, c (Å)	17.7957 (6), 9.9229 (4), 12.9673 (5)
β (°)	112.407 (2)
V (Å³)	2116.95 (14)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	6.72
Crystal size (mm)	0.36 × 0.30 × 0.24

Data collection
Diffractometer	Bruker APEXII area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.113, 0.207
No. of measured, independent and observed [I > 2σ(I)] reflections	7256, 1906, 1618
R_int	0.034
(sin θ/λ)_max (Å⁻¹)	0.599

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.023, 0.053, 0.91
No. of reflections	1906
No. of parameters	145
No. of restraints	6
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.52, −0.88

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
O1W—H1W···N1ⁱ	0.84	1.83	2.665	176.8
O1W—H2W···O2ⁱⁱ	0.84	2.19	2.992 (3)	158.8
O2W—H3W···O3ⁱⁱⁱ	0.84	2.00	2.835 (3)	177.4
O2W—H4W···O1W^iv	0.84	2.21	2.998 (3)	155.5

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

Acknowledgements

The authors acknowledge Guang Dong Ocean University for supporting this work.

References

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