supplementary materials


hp2053 scheme

Acta Cryst. (2013). E69, m102    [ doi:10.1107/S1600536813000524 ]

catena-Poly[(acetatochloridozinc)-[mu]-1,1'-[1,4-phenylenebis(methylene)]di-1H-imidazole]

L. Wang

Abstract top

The title compound, [Zn(CH3CO2)Cl(C14H14N4)]n, is a one-dimensional coordination polymer in which the ZnII ion is tetrahedrally coordinated by two N atoms of a bridging 1,1'-[1,4-phenylenebis(methylene)]di-1H-imidazole ligand, an acetate O atom and a Cl atom. The Cl atom, two acetate O atoms and two acetate C atoms are located on a mirror plane. The coordination of the diimidazole ligand to the ZnII ion gives an infinite one-dimensional zigzag structure along the b-axis direction with the charge balanced by the chloride and acetate ions.

Comment top

In the field of supramolecular chemistry and crystal engineering, the design and assembly of metal-organic coordination polymers with appealing structures and properties have stimulated interests of chemists in recent years (Wang et al., 2009 and Leininger et al. 2000)). Thus far, a large number of metal-organic coordination polymers have been prepared. Herein, a new metal coordination polymer has been prepared by using a bidentate ligand.

As shown in Fig. 1, the asymmetric unit of compound was composed of a 1,4-bis((1H-imidazol-1-yl)methyl)benzene ligand (L), a divalent zinc ion, a chloride ion, and an acetate ion. The bond lengths of Zn—N, Zn—O, and Zn—Cl are consistent with those reported result (Li et al., 2008). The orgainic ligand in a trans-coordination mode to coordinate with the zinc ions by using two terminal nitrogen atoms, leading to the one-dimensional zigzag coordination polymer. The dihedral angle of the imidazol and benzene planes is 87.293 (2)°, and two the imidazol planes is parallel with the dihedral angle of 0°. The adjacent single chains are parallel along the direction of b axis, Fig. 2.

Related literature top

For background to the design and assembly of metal-organic coordination polymers, see: Wang et al. (2009); Leininger et al. (2000). For a related structure, see: Li et al. (2008). For the synthesis of the title complex, see: Wang et al. (2012).

Experimental top

The title compound was synthesized referring to the reported literature (Wang et al., 2012). A mixture of Zn(OAc)2.2H2O (0.0422 g, 0.1 mmol), ZnCl2 (0.014 g, 0.1 mmol), and 1,4-bis((1H-imidazol-1-yl)methyl)benzene ligand (L) (0.024 g, 0.1 mmol), and H2O (15 ml) was sealed in 25 ml Teflon-lined stainless steel reactor and heated to 120 oC. Colorless block-shaped crystals suitable for X-ray diffraction analysis were separated by filtration with the yield of 0.031 g, 78% (based on ligand).

Refinement top

All the non-hydrogen atoms were refined anisotropically by full-matrix leastsquares calculations on F2. All H atoms (except H1a) were placed in geometrically idealized positions and treated as riding on their parent atoms with C—H = 0.93 Å, Uiso = 1.2Ueq (C) for aromatic atoms, C—H = 0.96 Å, C—H = 0.96 Å, Uiso = 1.5Ueq (C) for methyl atoms.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. Molecular structure with the unique atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level, hydrogen atoms are omited for clarity.
[Figure 2] Fig. 2. A view of two-dimensional supramolecular diagram.
catena-Poly[(acetatochloridozinc)-µ-1,1'-[1,4- phenylenebis(methylene)]di-1H-imidazole] top
Crystal data top
[Zn(C2H3O2)Cl(C14H14N4)]F(000) = 408
Mr = 398.18Dx = 1.529 Mg m3
Monoclinic, P21/mMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybCell parameters from 1643 reflections
a = 7.4510 (5) Åθ = 2.9–29.0°
b = 14.1636 (8) ŵ = 1.59 mm1
c = 8.1977 (5) ÅT = 293 K
β = 90.459 (6)°Block, colorless
V = 865.10 (9) Å30.20 × 0.15 × 0.10 mm
Z = 2
Data collection top
Bruker APEXII CCD area-detector
diffractometer
1867 independent reflections
Radiation source: fine-focus sealed tube1375 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.076
φ and ω scansθmax = 26.5°, θmin = 2.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2003)
h = 89
Tmin = 0.742, Tmax = 0.857k = 1717
5952 measured reflectionsl = 106
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.054Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.124H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.0537P)2]
where P = (Fo2 + 2Fc2)/3
1867 reflections(Δ/σ)max = 0.001
118 parametersΔρmax = 0.55 e Å3
0 restraintsΔρmin = 0.50 e Å3
Crystal data top
[Zn(C2H3O2)Cl(C14H14N4)]V = 865.10 (9) Å3
Mr = 398.18Z = 2
Monoclinic, P21/mMo Kα radiation
a = 7.4510 (5) ŵ = 1.59 mm1
b = 14.1636 (8) ÅT = 293 K
c = 8.1977 (5) Å0.20 × 0.15 × 0.10 mm
β = 90.459 (6)°
Data collection top
Bruker APEXII CCD area-detector
diffractometer
1867 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2003)
1375 reflections with I > 2σ(I)
Tmin = 0.742, Tmax = 0.857Rint = 0.076
5952 measured reflectionsθmax = 26.5°
Refinement top
R[F2 > 2σ(F2)] = 0.054H-atom parameters constrained
wR(F2) = 0.124Δρmax = 0.55 e Å3
S = 1.00Δρmin = 0.50 e Å3
1867 reflectionsAbsolute structure: ?
118 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
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
xyzUiso*/UeqOcc. (<1)
C11.1006 (5)0.1143 (2)0.9055 (4)0.0387 (9)
H11.17910.14720.97350.046*
C20.8642 (5)0.0711 (2)0.7765 (5)0.0441 (9)
H20.74650.06930.73790.053*
C30.9946 (6)0.0095 (2)0.7356 (5)0.0443 (10)
H30.98400.04190.66570.053*
C41.3238 (5)0.0061 (3)0.8149 (5)0.0483 (10)
H4A1.31260.07150.84850.058*
H4B1.40130.02550.89340.058*
C51.4064 (6)0.0774 (2)0.5539 (5)0.0448 (10)
H51.34230.12990.58880.054*
C61.4113 (5)0.0027 (2)0.6486 (4)0.0372 (9)
C71.5034 (5)0.0802 (3)0.5934 (5)0.0438 (10)
H71.50530.13510.65540.053*
C80.9449 (11)0.25001.2806 (8)0.0513 (16)
C90.9467 (13)0.25001.4712 (9)0.094 (3)
H9A1.06860.25001.51010.140*
H9B0.88640.19471.51030.140*0.50
H9C0.88640.30531.51030.140*0.50
O10.8030 (8)0.25001.2164 (5)0.0686 (13)
O21.0927 (8)0.25001.2147 (6)0.0856 (16)
Zn10.80781 (9)0.25000.97775 (7)0.0402 (2)
N10.9317 (4)0.13638 (19)0.8831 (4)0.0374 (7)
N21.1458 (4)0.03823 (19)0.8181 (3)0.0373 (7)
Cl10.5193 (2)0.25000.8976 (3)0.0729 (5)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.032 (2)0.045 (2)0.039 (2)0.0021 (17)0.0033 (17)0.0050 (16)
C20.031 (2)0.049 (2)0.052 (2)0.0049 (18)0.0030 (18)0.0016 (19)
C30.044 (3)0.041 (2)0.048 (2)0.0033 (19)0.0000 (19)0.0112 (18)
C40.041 (2)0.061 (2)0.043 (2)0.015 (2)0.0049 (19)0.0020 (19)
C50.041 (2)0.0401 (19)0.053 (2)0.0126 (18)0.0107 (19)0.0021 (18)
C60.028 (2)0.0403 (19)0.044 (2)0.0007 (16)0.0017 (16)0.0010 (17)
C70.046 (3)0.0381 (19)0.047 (2)0.0068 (18)0.0048 (19)0.0060 (17)
C80.066 (5)0.031 (3)0.057 (4)0.0000.016 (4)0.000
C90.136 (9)0.091 (5)0.054 (4)0.0000.000 (5)0.000
O10.090 (4)0.067 (3)0.049 (3)0.0000.014 (3)0.000
O20.094 (5)0.084 (3)0.079 (4)0.0000.001 (3)0.000
Zn10.0355 (4)0.0390 (4)0.0464 (4)0.0000.0116 (3)0.000
N10.0322 (18)0.0369 (15)0.0431 (18)0.0003 (14)0.0047 (14)0.0040 (14)
N20.0350 (19)0.0415 (16)0.0355 (16)0.0040 (14)0.0056 (14)0.0007 (14)
Cl10.0332 (9)0.0714 (10)0.1140 (16)0.0000.0032 (9)0.000
Geometric parameters (Å, º) top
C1—N11.308 (5)C5—H50.9300
C1—N21.338 (4)C6—C71.372 (5)
C1—H10.9300C7—C5i1.387 (5)
C2—C31.350 (5)C7—H70.9300
C2—N11.366 (4)C8—O11.177 (8)
C2—H20.9300C8—O21.231 (8)
C3—N21.371 (5)C8—C91.562 (9)
C3—H30.9300C9—H9A0.9600
C4—N21.468 (5)C9—H9B0.9600
C4—C61.516 (5)C9—H9C0.9600
C4—H4A0.9700Zn1—O11.957 (4)
C4—H4B0.9700Zn1—N12.014 (3)
C5—C61.375 (5)Zn1—N1ii2.014 (3)
C5—C7i1.387 (5)Zn1—Cl12.2428 (17)
N1—C1—N2111.3 (3)C5i—C7—H7119.6
N1—C1—H1124.3O1—C8—O2127.4 (7)
N2—C1—H1124.3O1—C8—C9116.6 (7)
C3—C2—N1109.5 (3)O2—C8—C9116.0 (7)
C3—C2—H2125.2C8—C9—H9A109.5
N1—C2—H2125.2C8—C9—H9B109.5
C2—C3—N2106.1 (3)H9A—C9—H9B109.5
C2—C3—H3127.0C8—C9—H9C109.5
N2—C3—H3127.0H9A—C9—H9C109.5
N2—C4—C6113.4 (3)H9B—C9—H9C109.5
N2—C4—H4A108.9C8—O1—Zn1115.1 (5)
C6—C4—H4A108.9O1—Zn1—N1113.41 (12)
N2—C4—H4B108.9O1—Zn1—N1ii113.41 (12)
C6—C4—H4B108.9N1—Zn1—N1ii106.09 (17)
H4A—C4—H4B107.7O1—Zn1—Cl1105.52 (18)
C6—C5—C7i120.3 (3)N1—Zn1—Cl1109.17 (9)
C6—C5—H5119.9N1ii—Zn1—Cl1109.17 (9)
C7i—C5—H5119.9C1—N1—C2106.1 (3)
C7—C6—C5118.9 (3)C1—N1—Zn1125.5 (2)
C7—C6—C4119.4 (3)C2—N1—Zn1128.3 (2)
C5—C6—C4121.6 (3)C1—N2—C3107.0 (3)
C6—C7—C5i120.8 (3)C1—N2—C4125.8 (3)
C6—C7—H7119.6C3—N2—C4127.1 (3)
Symmetry codes: (i) x+3, y, z+1; (ii) x, y+1/2, z.
Selected bond lengths (Å) top
Zn1—O11.957 (4)Zn1—Cl12.2428 (17)
Zn1—N12.014 (3)
Acknowledgements top

The author thanks the University of Science and Technology, Beijing, for support.

references
References top

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