catena-Poly[[bis-(N,N-dimethyl-formamide-κO)zinc]-μ(2)-oxalato-κO,O:O,O].

In the crystal structure of the title compound, [Zn(C(2)O(4))(C(3)H(7)NO)(2)](n), the Zn(II) ion is situated on a twofold rotation axis and has a distorted octa-hedral coordination geometry defined by the O atoms of two dimethyl-formamide mol-ecules and four O atoms of two bidentate oxalate ligands. The oxalate anion is located on an inversion centre and bridges two metal ions, resulting in a polymeric structure with infinite zigzag chains extending parallel to [010].

Related literature

For related structures, see: Yao et al. (2007 ▶); van Albada et al. (2004 ▶); Ghosh et al. (2004 ▶); Evans & Lin (2001 ▶). For a general review on compounds with metal-organic framework structures, see: Czaja et al. (2009 ▶). For the synthesis of the ligand, see: Yoneda et al. (1978 ▶).

Experimental

Crystal data

[Zn(C2O4)(C3H7NO)2]

M = 299.58

Orthorhombic,

a = 7.795 (1) Å

b = 9.809 (1) Å

c = 15.421 (1) Å

V = 1179.1 (2) Å3

Z = 4

Synchrotron radiation

λ = 0.90000 Å

μ = 2.10 mm−1

T = 298 K

0.14 × 0.10 × 0.09 mm

Data collection

ADSC Quantum210 diffractometer

Absorption correction: multi-scan (HKL-2000 SCALEPACK; Otwinowski & Minor, 1997 ▶) T min = 0.757, T max = 0.833

839 measured reflections

839 independent reflections

778 reflections with I > 2σ(I)

θmax = 30.4°

Refinement

R[F 2 > 2σ(F 2)] = 0.058

wR(F 2) = 0.169

S = 1.09

839 reflections

81 parameters

H-atom parameters constrained

Δρmax = 0.80 e Å−3

Δρmin = −0.82 e Å−3

Data collection: ADSC Quantum-210 ADX (Arvai & Nielsen, 1983 ▶); cell refinement: HKL-2000 (Otwinowski & Minor, 1997 ▶); data reduction: HKL-2000; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: CrystalMaker (CrystalMaker, 2007 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811030479/wm2511sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811030479/wm2511Isup2.hkl

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

[Zn(C2O4)(C3H7NO)2]	F(000) = 616
Mr = 299.58	Dx = 1.688 Mg m−3
Orthorhombic, Pbna	Synchrotron radiation, λ = 0.90000 Å
Hall symbol: -P 2ac 2b	Cell parameters from 839 reflections
a = 7.795 (1) Å	θ = 5.4–30.4°
b = 9.809 (1) Å	µ = 2.10 mm−1
c = 15.421 (1) Å	T = 298 K
V = 1179.1 (2) Å3	Block, colourless
Z = 4	0.14 × 0.10 × 0.09 mm

ADSC Quantum210 diffractometer	839 independent reflections
Radiation source: 6BIMX-I synchroton beamlin PLS, KOREA	778 reflections with I > 2σ(I)
Si111 double crystal	Rint = 0.000
φ scans	θmax = 30.4°, θmin = 5.4°
Absorption correction: multi-scan (HKL-2000SCALEPACK; Otwinowski & Minor, 1997)	h = 0→8
Tmin = 0.757, Tmax = 0.833	k = 0→10
839 measured reflections	l = 0→16

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)] = 0.058	H-atom parameters constrained
wR(F2) = 0.169	w = 1/[σ2(Fo2) + (0.1443P)2 + 0.1456P] where P = (Fo2 + 2Fc2)/3
S = 1.09	(Δ/σ)max < 0.001
839 reflections	Δρmax = 0.80 e Å−3
81 parameters	Δρmin = −0.82 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.034 (9)

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
Zn1	0.15869 (6)	0.7500	0.0000	0.0503 (6)
O1	0.1498 (3)	0.5678 (2)	0.07184 (15)	0.0600 (8)
O2	−0.0220 (3)	0.6367 (2)	−0.07091 (14)	0.0592 (8)
O3	0.3580 (3)	0.6927 (3)	−0.08757 (15)	0.0599 (8)
N1	0.5920 (4)	0.7617 (2)	−0.1613 (2)	0.0541 (9)
C1	−0.0497 (4)	0.5204 (3)	−0.0417 (2)	0.0498 (9)
C2	0.4708 (5)	0.7774 (4)	−0.1043 (3)	0.0559 (10)
H2	0.4686	0.8590	−0.0737	0.067*
C3	0.6058 (5)	0.6357 (4)	−0.2119 (2)	0.0687 (11)
H3A	0.6896	0.5769	−0.1858	0.103*
H3B	0.6403	0.6571	−0.2701	0.103*
H3C	0.4966	0.5905	−0.2130	0.103*
C4	0.7261 (5)	0.8631 (4)	−0.1751 (3)	0.0741 (11)
H4A	0.7063	0.9400	−0.1379	0.111*
H4B	0.7244	0.8924	−0.2345	0.111*
H4C	0.8358	0.8237	−0.1620	0.111*

	U11	U22	U33	U12	U13	U23
Zn1	0.0436 (8)	0.0500 (8)	0.0573 (8)	0.000	0.000	0.00088 (15)
O1	0.0572 (14)	0.0566 (14)	0.0661 (16)	−0.0077 (9)	−0.0120 (9)	0.0045 (10)
O2	0.0611 (15)	0.0539 (14)	0.0626 (15)	−0.0058 (9)	−0.0082 (9)	0.0082 (9)
O3	0.0538 (16)	0.0587 (17)	0.0672 (16)	−0.0041 (10)	0.0109 (9)	−0.0060 (12)
N1	0.0432 (19)	0.0546 (18)	0.065 (2)	0.0040 (10)	0.0055 (18)	0.0000 (10)
C1	0.0438 (14)	0.0507 (17)	0.055 (2)	0.0013 (12)	0.0012 (15)	0.0008 (13)
C2	0.051 (2)	0.0531 (17)	0.063 (2)	0.0038 (16)	−0.0031 (17)	−0.0021 (16)
C3	0.060 (2)	0.074 (2)	0.072 (2)	0.0038 (16)	0.0104 (18)	−0.0101 (17)
C4	0.057 (2)	0.065 (2)	0.101 (3)	−0.0029 (15)	0.014 (2)	0.0077 (18)

Zn1—O2	2.101 (2)	N1—C3	1.466 (4)
Zn1—O2i	2.101 (2)	C1—O1ii	1.254 (4)
Zn1—O1	2.104 (2)	C1—C1ii	1.554 (6)
Zn1—O1i	2.104 (2)	C2—H2	0.9300
Zn1—O3i	2.134 (2)	C3—H3A	0.9600
Zn1—O3	2.134 (2)	C3—H3B	0.9600
O1—C1ii	1.254 (4)	C3—H3C	0.9600
O2—C1	1.246 (3)	C4—H4A	0.9600
O3—C2	1.237 (5)	C4—H4B	0.9600
N1—C2	1.299 (5)	C4—H4C	0.9600
N1—C4	1.458 (5)
O2—Zn1—O2i	95.82 (14)	C4—N1—C3	116.4 (3)
O2—Zn1—O1	78.62 (8)	O2—C1—O1ii	127.3 (3)
O2i—Zn1—O1	98.81 (9)	O2—C1—C1ii	116.7 (3)
O2—Zn1—O1i	98.81 (9)	O1ii—C1—C1ii	116.1 (3)
O2i—Zn1—O1i	78.62 (8)	O3—C2—N1	125.3 (4)
O1—Zn1—O1i	176.23 (11)	O3—C2—H2	117.3
O2—Zn1—O3i	163.08 (9)	N1—C2—H2	117.3
O2i—Zn1—O3i	91.12 (9)	N1—C3—H3A	109.5
O1—Zn1—O3i	85.09 (9)	N1—C3—H3B	109.5
O1i—Zn1—O3i	97.67 (9)	H3A—C3—H3B	109.5
O2—Zn1—O3	91.12 (9)	N1—C3—H3C	109.5
O2i—Zn1—O3	163.08 (9)	H3A—C3—H3C	109.5
O1—Zn1—O3	97.67 (9)	H3B—C3—H3C	109.5
O1i—Zn1—O3	85.09 (9)	N1—C4—H4A	109.5
O3i—Zn1—O3	86.53 (13)	N1—C4—H4B	109.5
C1ii—O1—Zn1	114.3 (2)	H4A—C4—H4B	109.5
C1—O2—Zn1	114.36 (19)	N1—C4—H4C	109.5
C2—O3—Zn1	118.2 (2)	H4A—C4—H4C	109.5
C2—N1—C4	122.6 (3)	H4B—C4—H4C	109.5
C2—N1—C3	120.9 (3)
O2—Zn1—O1—C1ii	0.7 (2)	O2i—Zn1—O3—C2	29.7 (5)
O2i—Zn1—O1—C1ii	94.9 (2)	O1—Zn1—O3—C2	−137.2 (3)
O3i—Zn1—O1—C1ii	−174.7 (2)	O1i—Zn1—O3—C2	45.3 (3)
O3—Zn1—O1—C1ii	−88.9 (2)	O3i—Zn1—O3—C2	−52.7 (2)
O2i—Zn1—O2—C1	−98.8 (2)	Zn1—O2—C1—O1ii	−179.4 (3)
O1—Zn1—O2—C1	−0.9 (2)	Zn1—O2—C1—C1ii	0.9 (4)
O1i—Zn1—O2—C1	−178.1 (2)	Zn1—O3—C2—N1	−174.2 (3)
O3i—Zn1—O2—C1	15.0 (4)	C4—N1—C2—O3	−177.0 (4)
O3—Zn1—O2—C1	96.7 (2)	C3—N1—C2—O3	−0.6 (6)
O2—Zn1—O3—C2	144.1 (3)

Table 1

Selected bond lengths (Å)

Zn1—O2	2.101 (2)
Zn1—O1	2.104 (2)
Zn1—O3	2.134 (2)