Bis(μ-2,2′-oxydibenzoato-κ4 O,O′:O′′,O′′′)bis­[(4,4′-dimethyl-2,2′-bipyridine-κ2 N,N′)zinc(II)] dihydrate

Hong Cui; Wen-Juan Li; Ruo-Jie Tao

doi:10.1107/S1600536808010271

. 2008 Apr 23;64(Pt 5):m697. doi: 10.1107/S1600536808010271

Bis(μ-2,2′-oxydibenzoato-κ⁴ O,O′:O′′,O′′′)bis[(4,4′-dimethyl-2,2′-bipyridine-κ² N,N′)zinc(II)] dihydrate

Hong Cui ^a, Wen-Juan Li ^b, Ruo-Jie Tao ^a,^*

PMCID: PMC2961073 PMID: 21202231

Abstract

In the title compound, [Zn₂(C₁₄H₈O₅)₂(C₁₂H₁₂N₂)₂]·2H₂O, the Zn^II atom exhibits a distorted octahedral coordination geometry, defined by two N atoms from one 4,4′-dimethyl-2,2′-bipyridine ligand and four O atoms from two bridging 2,2′-oxydibenzoate ligands. The molecule is a centrosymmetric dimer. π–π Stacking interactions are observed between the 4,4′-dimethyl-2,2′-bipyridine ligands, with a centroid–centroid distance of 3.649 (2) Å.

Related literature

For related literature, see: Allen et al. (1987 ▶); Zhang et al. (2008 ▶).

Experimental

Crystal data

[Zn₂(C₁₄H₈O₅)₂(C₁₂H₁₂N₂)₂]·2H₂O
M _r = 1047.65
Triclinic,
a = 10.425 (2) Å
b = 10.866 (2) Å
c = 11.960 (2) Å
α = 68.413 (4)°
β = 66.721 (3)°
γ = 78.348 (4)°
V = 1154.7 (4) Å³
Z = 1
Mo Kα radiation
μ = 1.11 mm⁻¹
T = 293 (2) K
0.20 × 0.16 × 0.15 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.808, T _max = 0.851
6797 measured reflections
4484 independent reflections
3788 reflections with I > 2σ(I)
R _int = 0.028

Refinement

R[F ² > 2σ(F ²)] = 0.057
wR(F ²) = 0.123
S = 1.16
4484 reflections
318 parameters
H-atom parameters constrained
Δρ_max = 0.79 e Å⁻³
Δρ_min = −0.42 e Å⁻³

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808010271/hy2127sup1.cif

e-64-0m697-sup1.cif^{(25.2KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808010271/hy2127Isup2.hkl

e-64-0m697-Isup2.hkl^{(219.7KB, hkl)}

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

Table 1. Selected geometric parameters (Å, °).

Zn1—O2	2.006 (3)
Zn1—O4ⁱ	2.053 (4)
Zn1—N2	2.059 (3)
Zn1—N1	2.086 (3)
Zn1—O5ⁱ	2.295 (5)
Zn1—O3	2.495 (4)

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O2—Zn1—O4ⁱ	100.39 (14)
O2—Zn1—N2	100.84 (13)
O4ⁱ—Zn1—N2	96.86 (14)
O2—Zn1—N1	106.07 (12)
O4ⁱ—Zn1—N1	153.52 (14)
N2—Zn1—N1	79.25 (11)
O2—Zn1—O5ⁱ	145.16 (14)
O4ⁱ—Zn1—O5ⁱ	57.76 (14)
N2—Zn1—O5ⁱ	108.05 (15)
N1—Zn1—O5ⁱ	98.21 (12)
O2—Zn1—O3	56.84 (11)
O4ⁱ—Zn1—O3	99.09 (14)
N2—Zn1—O3	154.58 (12)
N1—Zn1—O3	94.60 (12)
O5ⁱ—Zn1—O3	97.20 (14)

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Symmetry code: (i) Inline graphic .

Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O3	0.85	2.04	2.845 (5)	158
O1W—H1WB⋯O5ⁱ	0.85	2.07	2.876 (6)	158

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Symmetry code: (i) Inline graphic .

Acknowledgments

The authors are grateful for financial support provided by the Henan Administration of Science and Technology (grant No. 0111030700).

supplementary crystallographic information

Comment

As part of our ongoing studies (Zhang et al., 2008), we synthesized the title compound and report here its crystal structure.

The bond lengths and angles of the title compound are within normal ranges (Allen et al., 1987) (Table 1). Intermolecular hydrogen bonds are formed between the water molecule and the carboxylate groups (Fig. 1; Table 2). The molecule is centrosymmetric with an inversion center located at the midpoint of the Zn1 and Zn1ⁱ atoms [symmetry code (i): 1 - x, 2 - y, 1 - z]. The asymmetric unit thus contains one-half molecule. The Zn^II atom exhibits a distorted octahedral coordination geometry, defined by two N atoms from one 4,4'-dimethyl-2,2'-bipyridine (dbpy) ligand and four O atoms from two 2,2'-oxydibenzoate (odb) ligands. The two carboxylate groups of each odb ligand coordinate to two different Zn atoms.

The π–π stacking interactions between the aromatic rings of the dbpy ligands are observed, with a centroid–centroid distance of 3.649 (2)Å [Fig. 2; Cg1 = the centroid of N1ⁱⁱ, C15ⁱⁱ, C16ⁱⁱ, C17ⁱⁱ, C19ⁱⁱ, C20ⁱⁱ and Cg2 = the centroid of N2, C21, C22, C23, C25, C26; symmetry code: (ii) 2 - x, 2 - y, 1 - z].

Experimental

The title compound was synthesized hydrothermally in a Teflon-lined autoclave (23 ml) by heating a mixture of H₂odb (0.052 g, 0.2 mmol), dbpy (0.037 g, 0.2 mmol), Zn(NO₃)₂.6H₂O (0.059 g, 0.2 mmol) and one drop of Et₃N (pH = 8~9) in water (10 ml) at 393 K for 3 d. Colorless single crystals were collected in 56% yield based on Zn.