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Acta Cryst. (2009). E65, m285    [ doi:10.1107/S1600536809004450 ]

catena-Poly[[diaquabis(diphenylacetato)zinc(II)]-[mu]-4,4'-bipyridine]

S.-S. Yu, H. Zhou, H. Xian and Z.-F. Tian

Abstract top

In the title compound, [Zn(C14H11O2)2(C10H8N2)(H2O)2]n, the ZnII ion lies on a crystallographic inversion center and is in a slightly distorted octahedral coordination enviroment. 4,4'-Bipyridine ligands act as bridging ligands, connecting ZnII ions into a chain along the b-axis direction. In the crystal structure, these chains are linked by intermolecular O-H...O hydrogen bonds to form a two-dimensional network parallel to the ab plane.

Comment top

During the past decade, the design of new metal-organic supramolecular solids has attracted attention in the fields of coordination chemistry and crystal engineering, for the sake of developing desired crystalline materials with potential functionality (Moulton & Zaworotko, 2001; Janiak , 2003). Furthermore, it has been realised that weak noncovalent interactions such as hydrogen bonds, aromatic stacking, and van der Waals forces (Hosseini, 2005; Nishio, 2004) are crucial in the direction of such crystalline architectures. Hitherto, a variety of organic connectors containing pyridyl and/or carboxylate groups (Brammer, 2004) have been widely used to construct metal-organic supramolecular frameworks. Herein we report the crystal structure of the title compound (1).

The asymmetric unit of (I) is illustrated in Fig. 1. The structure of (I) is a one-dimensional chain (Fig. 2), in which the ZnII ions are coordinated by two O atoms from two monodentate carboxylate groups of two bis(diphenylacetato) ligands, two N atoms of two bridging 4,4'-bipyridine ligands and two O atoms from two water molecules. The ZnII ion is in a slightly distorted octahedral coordination environment. In the crystal structure, these one-dimensional chains are linked via intermolecular O—H···O hydrogen bonds to form a two-dimensional network.

Related literature top

For background information, see: Janiak (2003); Moulton & Zaworotko (2001); Brammer (2004). For the role of weak noncovalent interactions in crystalline architectures, see: Hosseini (2005); Nishio (2004). Please check added text.

Experimental top

Soild ZnCl2(136 mg, 1 mmol), 4,4'-bipyridine (1 mmol, 0.156 g) and diphenylacetic acid (212 mg, 1 mmol) in water (8 ml) was placed in a Teflon-lined stainless-steel Parr bomb that was heated at 433 K for 48 h. Colorless block crystals were collected after the bomb was subsequently allowed to cool to room temperature.

Refinement top

The C-bound H atoms were placed to the bonded parent atoms in geometrically idealized positions (C—H = 0.93, and 0.98 Å) and refined as riding atoms, with Uiso(H) = 1.2Ueq(C). The O-bound H atoms were located in difference Fourier maps and refined as riding in their as-found positions but with O—H = 0.96 Å and with Uiso(H) = 1.5Ueq(C).

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The asymmetric unit of (I), showing displacement ellipsoids at the 30% probability level.
[Figure 2] Fig. 2. Part of the one-dimensional chain structure of (I).
catena-Poly[[diaquabis(diphenylacetato)zinc(II)]-µ-4,4'-bipyridine] top
Crystal data top
[Zn(C14H11O2)2(C10H8N2)(H2O)2]Z = 1
Mr = 680.04F(000) = 354
Triclinic, P1Dx = 1.460 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 5.7536 (13) ÅCell parameters from 924 reflections
b = 11.882 (3) Åθ = 2.2–20.2°
c = 12.229 (3) ŵ = 0.85 mm−1
α = 98.522 (4)°T = 291 K
β = 103.273 (5)°Block, colorless
γ = 103.450 (4)°0.30 × 0.26 × 0.24 mm
V = 773.2 (3) Å3
Data collection top
Bruker SMART CCD
diffractometer		2679 independent reflections
Radiation source: fine-focus sealed tube2234 reflections with I > 2σ(I)
graphiteRint = 0.022
φ and ω scansθmax = 25.0°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Bruker, 2001)		h = −6→6
Tmin = 0.785, Tmax = 0.823k = −12→14
3891 measured reflectionsl = −14→11
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)] = 0.061Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.135H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.05P)2 + 1.22P]
where P = (Fo2 + 2Fc2)/3
2679 reflections(Δ/σ)max < 0.001
214 parametersΔρmax = 0.23 e Å−3
0 restraintsΔρmin = −0.22 e Å−3
Crystal data top
[Zn(C14H11O2)2(C10H8N2)(H2O)2]γ = 103.450 (4)°
Mr = 680.04V = 773.2 (3) Å3
Triclinic, P1Z = 1
a = 5.7536 (13) ÅMo Kα radiation
b = 11.882 (3) ŵ = 0.85 mm−1
c = 12.229 (3) ÅT = 291 K
α = 98.522 (4)°0.30 × 0.26 × 0.24 mm
β = 103.273 (5)°
Data collection top
Bruker SMART CCD
diffractometer		2679 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2001)		2234 reflections with I > 2σ(I)
Tmin = 0.785, Tmax = 0.823Rint = 0.022
3891 measured reflectionsθmax = 25.0°
Refinement top
R[F2 > 2σ(F2)] = 0.061H-atom parameters constrained
wR(F2) = 0.135Δρmax = 0.23 e Å−3
S = 1.02Δρmin = −0.22 e Å−3
2679 reflectionsAbsolute structure: ?
214 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
C10.5242 (9)0.7816 (4)−0.0135 (4)0.0552 (12)
H10.63900.74420.01970.066*
C20.4992 (9)0.7953 (4)−0.1250 (4)0.0575 (12)
H20.59690.7669−0.16720.069*
C30.3272 (9)0.8519 (4)−0.1754 (4)0.0540 (11)
H30.31060.8614−0.25070.065*
C40.1819 (9)0.8936 (4)−0.1118 (4)0.0592 (13)
H40.06790.9317−0.14410.071*
C50.2073 (8)0.8782 (4)0.0000 (4)0.0481 (11)
H50.10760.90520.04180.058*
C60.3773 (8)0.8238 (4)0.0501 (4)0.0544 (12)
C70.3955 (8)0.8080 (4)0.1714 (4)0.0528 (12)
H70.27200.84230.19630.063*
C80.3306 (8)0.6802 (4)0.1832 (4)0.0550 (12)
C90.0736 (9)0.6218 (4)0.1441 (4)0.0588 (13)
H9−0.04500.66150.12150.071*
C100.0081 (9)0.4974 (4)0.1416 (4)0.0575 (13)
H10−0.15920.45550.11630.069*
C110.1787 (9)0.4365 (5)0.1745 (4)0.0557 (12)
H110.13030.35520.16950.067*
C120.4204 (8)0.4999 (4)0.2145 (4)0.0527 (11)
H120.53870.46090.23930.063*
C130.4981 (10)0.6189 (4)0.2200 (4)0.0552 (12)
H130.66620.65880.24890.066*
C140.6538 (8)0.8770 (4)0.2592 (4)0.0463 (11)
C151.1601 (9)0.7492 (4)0.4541 (4)0.0494 (11)
H151.26390.79350.41840.059*
C161.1620 (8)0.6347 (4)0.4540 (4)0.0478 (11)
H161.27280.60450.42220.057*
C171.0046 (9)0.5634 (4)0.4995 (4)0.0510 (11)
C180.8504 (9)0.6187 (4)0.5508 (4)0.0489 (11)
H180.74240.57550.58530.059*
C190.8580 (9)0.7341 (4)0.5501 (4)0.0476 (11)
H190.75150.76690.58290.057*
N11.0118 (8)0.8015 (3)0.5046 (4)0.0591 (10)
O10.6471 (6)0.9293 (3)0.3557 (3)0.0600 (9)
O20.8431 (5)0.8730 (3)0.2284 (3)0.0516 (8)
O31.2454 (6)1.0195 (3)0.3733 (3)0.0608 (9)
H3B1.15390.96960.29940.073*
H3C1.39250.99610.40240.073*
Zn11.00001.00000.50000.0473 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.053 (3)0.063 (3)0.046 (3)0.020 (2)0.004 (2)0.010 (2)
C20.053 (3)0.059 (3)0.055 (3)0.003 (2)0.026 (2)0.001 (2)
C30.051 (3)0.056 (3)0.049 (3)0.008 (2)0.010 (2)0.011 (2)
C40.053 (3)0.051 (3)0.065 (3)0.011 (2)−0.007 (2)0.028 (2)
C50.047 (2)0.046 (2)0.055 (3)0.024 (2)0.008 (2)0.012 (2)
C60.046 (3)0.052 (3)0.061 (3)0.014 (2)0.012 (2)0.004 (2)
C70.044 (2)0.061 (3)0.045 (2)0.018 (2)0.001 (2)0.000 (2)
C80.042 (2)0.051 (3)0.056 (3)0.002 (2)0.006 (2)−0.008 (2)
C90.062 (3)0.057 (3)0.050 (3)0.000 (2)0.016 (2)0.013 (2)
C100.053 (3)0.059 (3)0.048 (3)−0.013 (2)0.024 (2)0.005 (2)
C110.060 (3)0.063 (3)0.048 (3)0.018 (2)0.028 (2)0.001 (2)
C120.049 (3)0.049 (3)0.065 (3)0.016 (2)0.018 (2)0.020 (2)
C130.063 (3)0.057 (3)0.051 (3)0.019 (2)0.019 (2)0.019 (2)
C140.039 (2)0.045 (2)0.047 (2)0.0136 (18)0.0069 (19)−0.0099 (19)
C150.061 (3)0.047 (3)0.058 (3)0.030 (2)0.027 (2)0.026 (2)
C160.051 (3)0.057 (3)0.054 (3)0.032 (2)0.025 (2)0.026 (2)
C170.059 (3)0.043 (2)0.056 (3)0.025 (2)0.015 (2)0.011 (2)
C180.054 (3)0.058 (3)0.049 (2)0.030 (2)0.019 (2)0.021 (2)
C190.056 (3)0.041 (2)0.050 (3)0.023 (2)0.010 (2)0.017 (2)
N10.065 (3)0.044 (2)0.064 (3)0.0170 (19)0.011 (2)0.0041 (19)
O10.0470 (18)0.067 (2)0.057 (2)0.0143 (16)0.0080 (15)−0.0010 (16)
O20.0419 (17)0.0550 (19)0.0550 (18)0.0178 (14)0.0141 (14)−0.0054 (14)
O30.058 (2)0.056 (2)0.061 (2)0.0140 (16)0.0108 (16)0.0031 (16)
Zn10.0440 (4)0.0420 (4)0.0436 (4)0.0021 (3)0.0025 (3)0.0020 (3)
Geometric parameters (Å, °) top
C1—C21.377 (6)C12—H120.9300
C1—C61.398 (6)C13—H130.9300
C1—H10.9300C14—O21.240 (5)
C2—C31.401 (7)C14—O11.263 (5)
C2—H20.9300C15—C161.363 (6)
C3—C41.388 (7)C15—N11.368 (6)
C3—H30.9300C15—H150.9300
C4—C51.385 (6)C16—C171.365 (6)
C4—H40.9300C16—H160.9300
C5—C61.374 (6)C17—C181.420 (6)
C5—H50.9300C17—C17i1.497 (8)
C6—C71.505 (7)C18—C191.362 (6)
C7—C81.514 (7)C18—H180.9300
C7—C141.572 (6)C19—N11.328 (6)
C7—H70.9800C19—H190.9300
C8—C131.373 (7)N1—Zn12.384 (4)
C8—C91.413 (6)O1—Zn12.250 (3)
C9—C101.432 (7)O3—Zn12.326 (3)
C9—H90.9300O3—H3B0.9600
C10—C111.372 (7)O3—H3C0.9600
C10—H100.9300Zn1—O1ii2.250 (3)
C11—C121.354 (7)Zn1—O3ii2.326 (3)
C11—H110.9300Zn1—N1ii2.384 (4)
C12—C131.367 (6)
C2—C1—C6120.1 (5)C8—C13—H13119.7
C2—C1—H1120.0O2—C14—O1126.4 (4)
C6—C1—H1120.0O2—C14—C7117.4 (4)
C1—C2—C3120.3 (5)O1—C14—C7116.2 (4)
C1—C2—H2119.9C16—C15—N1122.6 (4)
C3—C2—H2119.9C16—C15—H15118.7
C4—C3—C2119.3 (4)N1—C15—H15118.7
C4—C3—H3120.3C15—C16—C17121.4 (4)
C2—C3—H3120.3C15—C16—H16119.3
C5—C4—C3119.8 (4)C17—C16—H16119.3
C5—C4—H4120.1C16—C17—C18115.3 (4)
C3—C4—H4120.1C16—C17—C17i123.8 (5)
C6—C5—C4121.1 (5)C18—C17—C17i120.9 (5)
C6—C5—H5119.4C19—C18—C17121.1 (4)
C4—C5—H5119.4C19—C18—H18119.4
C5—C6—C1119.4 (5)C17—C18—H18119.4
C5—C6—C7119.0 (4)N1—C19—C18122.5 (4)
C1—C6—C7121.6 (4)N1—C19—H19118.8
C6—C7—C8114.4 (4)C18—C19—H19118.8
C6—C7—C14113.9 (4)C19—N1—C15117.1 (4)
C8—C7—C14109.1 (4)C19—N1—Zn1120.2 (3)
C6—C7—H7106.3C15—N1—Zn1122.6 (3)
C8—C7—H7106.3C14—O1—Zn1119.4 (3)
C14—C7—H7106.3Zn1—O3—H3B109.4
C13—C8—C9120.2 (5)Zn1—O3—H3C109.2
C13—C8—C7125.6 (4)H3B—O3—H3C109.5
C9—C8—C7114.0 (4)O1—Zn1—O1ii180.000 (1)
C8—C9—C10115.4 (5)O1—Zn1—O392.45 (12)
C8—C9—H9122.3O1ii—Zn1—O387.55 (12)
C10—C9—H9122.3O1—Zn1—O3ii87.55 (12)
C11—C10—C9123.6 (5)O1ii—Zn1—O3ii92.45 (12)
C11—C10—H10118.2O3—Zn1—O3ii180.000 (1)
C9—C10—H10118.2O1—Zn1—N1ii90.93 (13)
C12—C11—C10117.1 (5)O1ii—Zn1—N1ii89.07 (13)
C12—C11—H11121.4O3—Zn1—N1ii86.86 (13)
C10—C11—H11121.4O3ii—Zn1—N1ii93.14 (13)
C11—C12—C13122.8 (5)O1—Zn1—N189.07 (13)
C11—C12—H12118.6O1ii—Zn1—N190.93 (13)
C13—C12—H12118.6O3—Zn1—N193.14 (13)
C12—C13—C8120.7 (5)O3ii—Zn1—N186.86 (13)
C12—C13—H13119.7N1ii—Zn1—N1180.000 (2)
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+2, −y+2, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O3—H3B···O20.961.822.618 (5)139
O3—H3C···O1iii0.961.972.802 (5)143
Symmetry codes: (iii) x+1, y, z.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O3—H3B···O20.961.822.618 (5)139
O3—H3C···O1i0.961.972.802 (5)143
Symmetry codes: (i) x+1, y, z.
Acknowledgements top

The authors thank Nanjing Xiaozhuang College of China for financial support (grant No. 2007NXY31).

references
References top

Brammer, L. (2004). Chem. Soc. Rev. 33, 476–489.

Bruker (2001). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.

Hosseini, M. W. (2005). Acc. Chem. Res. 38, 313–323.

Janiak, C. (2003). Dalton Trans. pp. 2781–2804.

Moulton, B. & Zaworotko, M. J. (2001). Chem. Rev. 101, 1629–1658.

Nishio, M. (2004). CrystEngComm, 6, 130–158.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.