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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.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807031625/bt2419sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807031625/bt2419Isup2.hkl
Contains datablock I

CCDC reference: 657534

Key indicators

  • Single-crystal X-ray study
  • T = 273 K
  • Mean [sigma](C-C) = 0.005 Å
  • R factor = 0.036
  • wR factor = 0.095
  • Data-to-parameter ratio = 13.2

checkCIF/PLATON results

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Alert level C PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 1.03
Alert level G PLAT794_ALERT_5_G Check Predicted Bond Valency for Zn1 (2) 1.84
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check

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)].

Structure description 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).

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

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 m3
Orthorhombic, PbcaMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2abθ = 2.1–25.0°
a = 11.7563 (4) ŵ = 1.32 mm1
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)
Graphite monochromatorRint = 0.084
φ and ω scansθmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1313
Tmin = 0.800, Tmax = 0.850k = 1919
28979 measured reflectionsl = 2223
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 Å3
0 restraintsΔρmin = 0.48 e Å3
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 mm1
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 reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0360 restraints
wR(F2) = 0.096H-atom parameters constrained
S = 0.94Δρmax = 0.79 e Å3
3350 reflectionsΔρmin = 0.48 e Å3
253 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
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)
O20.01621 (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)
C20.0246 (3)0.22873 (18)0.40925 (17)0.0255 (7)
H2A0.08420.19450.42170.031*
C30.0204 (3)0.26049 (18)0.34390 (18)0.0288 (8)
H3A0.07610.24640.31250.035*
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)
H9A0.11770.06230.61230.035*
C100.2853 (3)0.07658 (19)0.60027 (19)0.0317 (9)
H10A0.28390.13330.59880.038*
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)
H14A0.55870.04060.57570.034*
H14B0.49430.11900.55140.034*
C150.5349 (3)0.12322 (18)0.65255 (19)0.0298 (8)
H15A0.47790.16390.66360.036*
H15B0.53720.08410.68950.036*
C160.6511 (3)0.16502 (19)0.6468 (2)0.0342 (9)
H16A0.66320.19940.68630.041*
H16B0.65210.19960.60690.041*
C170.7464 (3)0.10311 (19)0.64198 (17)0.0267 (8)
C180.7910 (3)0.0679 (2)0.69933 (18)0.0340 (9)
H18A0.76600.08470.74180.041*
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)
H20A0.76190.09880.54000.034*
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, º) 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) x1, y, z; (iii) x, y+1/2, z1/2; (iv) x+1, y, z.

Experimental details

Crystal data
Chemical formula[Zn(C8H4O4)(C13H14N2)]
Mr427.74
Crystal system, space groupOrthorhombic, Pbca
Temperature (K)273
a, b, c (Å)11.7563 (4), 16.3925 (5), 19.7019 (7)
V3)3796.9 (2)
Z8
Radiation typeMo Kα
µ (mm1)1.32
Crystal size (mm)0.20 × 0.14 × 0.10
Data collection
DiffractometerSiemens SMART 1K CCD area-detector
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.800, 0.850
No. of measured, independent and
observed [I > 2σ(I)] reflections
28979, 3350, 2358
Rint0.084
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.036, 0.096, 0.94
No. of reflections3350
No. of parameters253
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.79, 0.48

Computer programs: SMART (Siemens, 1996a), SAINT (Siemens, 1996a), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Siemens, 1996b), SHELXTL.

Selected geometric parameters (Å, º) 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) x1, y, z.
 

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