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Acta Cryst. (2007). E63, m2067    [ doi:10.1107/S1600536807031625 ]

Poly[([mu]2-1,3-di-4-pyridylpropane-[kappa]2N:N')([mu]2-terephthalato-[kappa]2O:O')zinc(II)]

E Yang, X.-C. Song, Y.-D. Lin and S.-Z. Shen

Abstract top

In the title compound, [Zn(C8H4O4)(C13H14N2)]n, each Zn atom is coordinated by two terephthalate and two 1,3-di-4-pyridylpropane ligands in a distorted tetrahedral fashion. As a result, undulating layers are formed perpendicular to the b axis.

Comment top

Ligands containing O– or N-donors can bind metal centers. Thus, they serve as building blocks to construct supramolecular architectures. Herein we report the structure of [Zn(tp)(bpp)]n (tp = terephthalate, bpp = 1,3-di-4-pyridylpropane).

As shown in Figure 1, the asymmetric unit of the title compound is composed of a four-coordinate Zn(II)center, a tp ligand and a bpp ligand, in which each Zinc center is coordinated in a distorted tetrahedral geometry to two tp ligands and two bpp ligands through two carboxylate groups and two nitrogen donors. An isostructural compound Cd(tp)(bpp) has been reported (Dai et al., 2004).

Related literature top

For related literature, see: Dai et al. (2004).

Experimental top

A mixture of Zn(NO3)2 (0.145 g, 0.5 mmol), Na2CO3 (0.05 g, 0.5 mmol), terephthalate (0.08 g, 0.5 mmol), 1,3-di-4-pyridylpropane (0.09 g, 0.5 mmol) and H2O (10 ml) was sealed in a 25 ml stainless-steel reactor with a Teflon-lined stainless steel reactor and was heated at 393 K for 3 d. On completion of the reaction, the reactor was cooled slowly to room temperature and the mixture was filtered, giving colorless single crystals suitable for X-ray analysis.

Refinement top

All H atoms were placed at calculated positions, and refined with isotropic displacement parameters, using a riding model [C—H 0.93Å and Uiso(H) = 1.2Ueq(C)].

Computing details top

Data collection: SMART (Siemens, 1996a); cell refinement: SAINT (Siemens, 1996a); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Siemens, 1996b); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. A view of the title compound, showing 50% probability displacement ellipsoids [symmetry code: (a) -1 + x,y,z; (b) 1 + x,y,z; (c) x,1/2 - y,-1/2 + z.].
[Figure 2] Fig. 2. Packing diagram of the title compound.
Poly[(µ2-1,3-di-4-pyridylpropane-κ2N:N')(µ2-terephthalato- κ2O:O')zinc(II)] top
Crystal data top
[Zn(C8H4O4)(C13H14N2)]F(000) = 1760
Mr = 427.74Dx = 1.497 Mg m−3
Orthorhombic, PbcaMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2abθ = 2.1–25.0°
a = 11.7563 (4) ŵ = 1.32 mm−1
b = 16.3925 (5) ÅT = 273 K
c = 19.7019 (7) ÅPrism, colorless
V = 3796.9 (2) Å30.20 × 0.14 × 0.10 mm
Z = 8
Data collection top
Siemens SMART 1K CCD area-detector
diffractometer		3350 independent reflections
Radiation source: fine-focus sealed tube2358 reflections with I > 2σ(I)
graphiteRint = 0.084
φ and ω scansθmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −13→13
Tmin = 0.800, Tmax = 0.850k = −19→19
28979 measured reflectionsl = −22→23
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)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.096H-atom parameters constrained
S = 0.94 w = 1/[σ2(Fo2) + (0.0511P)2]
where P = (Fo2 + 2Fc2)/3
3350 reflections(Δ/σ)max = 0.001
253 parametersΔρmax = 0.79 e Å−3
0 restraintsΔρmin = −0.48 e Å−3
Crystal data top
[Zn(C8H4O4)(C13H14N2)]V = 3796.9 (2) Å3
Mr = 427.74Z = 8
Orthorhombic, PbcaMo Kα radiation
a = 11.7563 (4) ŵ = 1.32 mm−1
b = 16.3925 (5) ÅT = 273 K
c = 19.7019 (7) Å0.20 × 0.14 × 0.10 mm
Data collection top
Siemens SMART 1K CCD area-detector
diffractometer		3350 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		2358 reflections with I > 2σ(I)
Tmin = 0.800, Tmax = 0.850Rint = 0.084
28979 measured reflectionsθmax = 25.0°
Refinement top
R[F2 > 2σ(F2)] = 0.036H-atom parameters constrained
wR(F2) = 0.096Δρmax = 0.79 e Å−3
S = 0.94Δρmin = −0.48 e Å−3
3350 reflectionsAbsolute structure: ?
253 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*/Ueq
Zn10.03302 (3)0.11133 (2)0.628053 (18)0.02148 (13)
O10.13272 (19)0.23097 (12)0.56729 (11)0.0316 (6)
O2−0.01621 (18)0.15596 (12)0.53795 (11)0.0292 (5)
O30.0110 (2)0.32360 (13)0.20996 (12)0.0348 (6)
O40.1115 (3)0.42520 (19)0.25268 (15)0.0705 (10)
N10.1814 (2)0.04851 (14)0.60977 (13)0.0215 (6)
N20.9127 (2)0.01958 (15)0.63451 (13)0.0232 (6)
C10.0592 (3)0.24763 (17)0.45592 (17)0.0220 (7)
C2−0.0246 (3)0.22873 (18)0.40925 (17)0.0255 (7)
H2A−0.08420.19450.42170.031*
C3−0.0204 (3)0.26049 (18)0.34390 (18)0.0288 (8)
H3A−0.07610.24640.31250.035*
C40.0664 (3)0.31303 (19)0.32547 (17)0.0285 (8)
C50.1504 (3)0.3327 (2)0.37208 (18)0.0309 (8)
H5A0.20860.36820.36000.037*
C60.1473 (3)0.29935 (18)0.43646 (17)0.0264 (8)
H6A0.20480.31160.46720.032*
C70.0599 (3)0.21031 (18)0.52526 (17)0.0259 (8)
C80.0673 (3)0.3545 (2)0.2571 (2)0.0440 (10)
C90.1854 (3)−0.03344 (18)0.60805 (18)0.0295 (8)
H9A0.1177−0.06230.61230.035*
C100.2853 (3)−0.07658 (19)0.60027 (19)0.0317 (9)
H10A0.2839−0.13330.59880.038*
C110.3881 (3)−0.03531 (18)0.59467 (17)0.0238 (7)
C120.3835 (3)0.04878 (18)0.59680 (18)0.0288 (8)
H12A0.45010.07900.59280.035*
C130.2810 (3)0.08814 (19)0.60476 (18)0.0297 (8)
H13A0.28070.14480.60680.036*
C140.5000 (2)−0.07953 (19)0.58788 (18)0.0281 (8)
H14A0.5587−0.04060.57570.034*
H14B0.4943−0.11900.55140.034*
C150.5349 (3)−0.12322 (18)0.65255 (19)0.0298 (8)
H15A0.4779−0.16390.66360.036*
H15B0.5372−0.08410.68950.036*
C160.6511 (3)−0.16502 (19)0.6468 (2)0.0342 (9)
H16A0.6632−0.19940.68630.041*
H16B0.6521−0.19960.60690.041*
C170.7464 (3)−0.10311 (19)0.64198 (17)0.0267 (8)
C180.7910 (3)−0.0679 (2)0.69933 (18)0.0340 (9)
H18A0.7660−0.08470.74180.041*
C190.8727 (3)−0.0077 (2)0.69445 (18)0.0327 (8)
H19A0.90120.01510.73420.039*
C200.7884 (3)−0.07596 (18)0.58023 (18)0.0287 (8)
H20A0.7619−0.09880.54000.034*
C210.8697 (3)−0.01512 (18)0.57826 (17)0.0255 (8)
H21A0.89570.00260.53620.031*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0232 (2)0.0222 (2)0.0190 (2)0.00177 (16)−0.00028 (17)−0.00100 (16)
O10.0448 (15)0.0261 (12)0.0240 (14)0.0051 (11)−0.0072 (12)0.0018 (11)
O20.0345 (13)0.0268 (11)0.0262 (14)0.0001 (11)0.0032 (11)0.0076 (11)
O30.0539 (16)0.0316 (12)0.0189 (13)−0.0003 (11)−0.0016 (12)0.0017 (11)
O40.085 (2)0.0718 (19)0.055 (2)−0.0278 (18)−0.0141 (18)0.0243 (17)
N10.0203 (14)0.0214 (13)0.0228 (16)−0.0028 (11)0.0007 (12)−0.0019 (12)
N20.0205 (14)0.0287 (14)0.0205 (16)0.0023 (12)0.0001 (12)0.0017 (13)
C10.0280 (19)0.0168 (15)0.0214 (18)0.0058 (13)0.0034 (15)−0.0008 (13)
C20.0313 (19)0.0207 (15)0.0245 (19)−0.0027 (14)0.0012 (16)0.0009 (15)
C30.038 (2)0.0252 (17)0.0232 (19)0.0006 (16)−0.0050 (17)−0.0031 (15)
C40.033 (2)0.0289 (18)0.023 (2)0.0028 (15)0.0037 (16)0.0044 (15)
C50.0260 (18)0.0377 (19)0.029 (2)−0.0033 (15)0.0033 (16)0.0079 (17)
C60.0237 (18)0.0296 (17)0.026 (2)0.0025 (14)−0.0024 (15)0.0000 (16)
C70.033 (2)0.0210 (16)0.0234 (19)0.0119 (15)0.0032 (16)−0.0009 (15)
C80.052 (3)0.045 (2)0.035 (3)−0.006 (2)−0.002 (2)0.011 (2)
C90.0195 (17)0.0247 (17)0.044 (2)−0.0044 (14)0.0008 (16)−0.0018 (16)
C100.0233 (19)0.0201 (16)0.052 (2)−0.0008 (14)0.0017 (17)−0.0055 (17)
C110.0230 (18)0.0279 (17)0.0203 (18)−0.0016 (14)0.0000 (15)−0.0023 (15)
C120.0206 (18)0.0265 (17)0.039 (2)−0.0057 (14)0.0010 (16)0.0011 (17)
C130.029 (2)0.0210 (16)0.039 (2)−0.0021 (15)−0.0015 (16)−0.0024 (15)
C140.0195 (18)0.0287 (17)0.036 (2)−0.0005 (14)0.0030 (15)−0.0086 (16)
C150.0194 (17)0.0265 (17)0.044 (2)0.0004 (14)0.0048 (16)−0.0012 (16)
C160.0244 (19)0.0278 (18)0.050 (3)−0.0006 (15)0.0047 (17)0.0024 (17)
C170.0197 (17)0.0250 (16)0.035 (2)0.0071 (14)0.0026 (15)0.0022 (16)
C180.030 (2)0.045 (2)0.026 (2)−0.0064 (17)0.0025 (17)0.0096 (17)
C190.032 (2)0.045 (2)0.021 (2)−0.0058 (17)−0.0010 (16)0.0012 (17)
C200.0231 (18)0.0309 (18)0.032 (2)0.0004 (15)−0.0003 (16)−0.0087 (16)
C210.0244 (18)0.0331 (18)0.0191 (19)0.0000 (15)0.0031 (15)−0.0018 (15)
Geometric parameters (Å, °) top
Zn1—O3i1.952 (2)C9—C101.380 (4)
Zn1—O22.005 (2)C9—H9A0.9300
Zn1—N12.058 (2)C10—C111.389 (4)
Zn1—N2ii2.068 (3)C10—H10A0.9300
O1—C71.239 (4)C11—C121.380 (4)
O2—C71.287 (4)C11—C141.508 (4)
O3—C81.248 (4)C12—C131.375 (4)
O3—Zn1iii1.952 (2)C12—H12A0.9300
O4—C81.273 (4)C13—H13A0.9300
N1—C131.342 (4)C14—C151.518 (5)
N1—C91.345 (4)C14—H14A0.9700
N2—C211.345 (4)C14—H14B0.9700
N2—C191.348 (4)C15—C161.533 (4)
N2—Zn1iv2.068 (3)C15—H15A0.9700
C1—C21.382 (4)C15—H15B0.9700
C1—C61.392 (4)C16—C171.515 (4)
C1—C71.497 (4)C16—H16A0.9700
C2—C31.390 (5)C16—H16B0.9700
C2—H2A0.9300C17—C181.373 (5)
C3—C41.384 (4)C17—C201.386 (5)
C3—H3A0.9300C18—C191.380 (4)
C4—C51.386 (5)C18—H18A0.9300
C4—C81.509 (5)C19—H19A0.9300
C5—C61.382 (4)C20—C211.381 (4)
C5—H5A0.9300C20—H20A0.9300
C6—H6A0.9300C21—H21A0.9300
O3i—Zn1—O2119.62 (9)C11—C10—H10A120.0
O3i—Zn1—N1122.05 (10)C12—C11—C10116.7 (3)
O2—Zn1—N1105.80 (9)C12—C11—C14121.1 (3)
O3i—Zn1—N2ii104.82 (10)C10—C11—C14122.1 (3)
O2—Zn1—N2ii97.03 (10)C13—C12—C11120.4 (3)
N1—Zn1—N2ii103.10 (9)C13—C12—H12A119.8
C7—O2—Zn1102.9 (2)C11—C12—H12A119.8
C8—O3—Zn1iii108.9 (2)N1—C13—C12123.0 (3)
C13—N1—C9116.8 (3)N1—C13—H13A118.5
C13—N1—Zn1120.7 (2)C12—C13—H13A118.5
C9—N1—Zn1122.2 (2)C11—C14—C15112.8 (3)
C21—N2—C19116.8 (3)C11—C14—H14A109.0
C21—N2—Zn1iv120.9 (2)C15—C14—H14A109.0
C19—N2—Zn1iv122.3 (2)C11—C14—H14B109.0
C2—C1—C6118.9 (3)C15—C14—H14B109.0
C2—C1—C7121.3 (3)H14A—C14—H14B107.8
C6—C1—C7119.7 (3)C14—C15—C16113.0 (3)
C1—C2—C3120.5 (3)C14—C15—H15A109.0
C1—C2—H2A119.8C16—C15—H15A109.0
C3—C2—H2A119.8C14—C15—H15B109.0
C4—C3—C2120.1 (3)C16—C15—H15B109.0
C4—C3—H3A119.9H15A—C15—H15B107.8
C2—C3—H3A119.9C17—C16—C15111.4 (3)
C3—C4—C5119.7 (3)C17—C16—H16A109.4
C3—C4—C8121.3 (3)C15—C16—H16A109.4
C5—C4—C8118.8 (3)C17—C16—H16B109.4
C6—C5—C4119.8 (3)C15—C16—H16B109.4
C6—C5—H5A120.1H16A—C16—H16B108.0
C4—C5—H5A120.1C18—C17—C20116.8 (3)
C5—C6—C1120.9 (3)C18—C17—C16120.8 (3)
C5—C6—H6A119.6C20—C17—C16122.3 (3)
C1—C6—H6A119.6C17—C18—C19120.6 (3)
O1—C7—O2122.7 (3)C17—C18—H18A119.7
O1—C7—C1120.1 (3)C19—C18—H18A119.7
O2—C7—C1117.2 (3)N2—C19—C18122.8 (3)
O3—C8—O4122.4 (4)N2—C19—H19A118.6
O3—C8—C4118.5 (3)C18—C19—H19A118.6
O4—C8—C4118.3 (4)C21—C20—C17120.2 (3)
N1—C9—C10123.0 (3)C21—C20—H20A119.9
N1—C9—H9A118.5C17—C20—H20A119.9
C10—C9—H9A118.5N2—C21—C20122.8 (3)
C9—C10—C11120.0 (3)N2—C21—H21A118.6
C9—C10—H10A120.0C20—C21—H21A118.6
Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) x−1, y, z; (iii) x, −y+1/2, z−1/2; (iv) x+1, y, z.
Table 1
Selected geometric parameters (Å, °) top
Zn1—O3i1.952 (2)Zn1—N12.058 (2)
Zn1—O22.005 (2)Zn1—N2ii2.068 (3)
O3i—Zn1—O2119.62 (9)O2—Zn1—N2ii97.03 (10)
O3i—Zn1—N1122.05 (10)N1—Zn1—N2ii103.10 (9)
O2—Zn1—N1105.80 (9)C7—O2—Zn1102.9 (2)
Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) x−1, y, z.
Acknowledgements top

The authors acknowledge financial support from the Nature Science Foundation of Fujian Province (Nos. 2006 F3042 and JB06073).

references
References top

Dai, J.-C., Wu, X.-T., Hu, S.-M., Fu, Z.-Y., Zhang, J.-J., Du, W.-X., Zhang, H.-H. & Sun, R.-Q. (2004). Eur. J. Inorg. Chem. pp. 2096–2106.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.

Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.

Siemens (1996a). SMART and SAINT. Versions 4.0. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.

Siemens (1996b). SHELXTL. Version 5.06. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.