(5,5′-Dicarboxy­biphenyl-2,2′-dicarboxyl­ato-κ2 O 2,O 2′)bis­(1,10-phenanthroline-κ2 N,N′)zinc(II) dihydrate

Rui-Zhan Chen; Fei-Jun Guo; Fan-Lei Meng

doi:10.1107/S1600536808015742

. 2008 Jun 7;64(Pt 7):m855. doi: 10.1107/S1600536808015742

(5,5′-Dicarboxybiphenyl-2,2′-dicarboxylato-κ² O ²,O ^2′)bis(1,10-phenanthroline-κ² N,N′)zinc(II) dihydrate

Rui-Zhan Chen ^a,^b,^*, Fei-Jun Guo ^a, Fan-Lei Meng ^a

PMCID: PMC2961799 PMID: 21202732

Abstract

In the title compound, [Zn(C₁₆H₈O₈)(C₁₂H₈N₂)₂]·2H₂O, the Zn^II atom is located on a twofold rotation axis and is six-coordinated by two O atoms from a 5,5′-dicarboxybiphenyl-2,2′-dicarboxylate ligand and four N atoms from two 1,10-phenanthroline molecules in a distorted octahedral geometry. The crystal structure involves O—H⋯O hydrogen bonds.

Related literature

For related literature, see: Che et al. (2006 ▶); Chen et al. (2008 ▶); Lehn (1990 ▶); Zang et al. (2006 ▶).

Experimental

Crystal data

[Zn(C₁₆H₈O₈)(C₁₂H₈N₂)₂]·2H₂O
M _r = 790.03
Monoclinic,
a = 16.901 (5) Å
b = 9.473 (3) Å
c = 22.126 (7) Å
β = 96.429 (5)°
V = 3520.4 (19) Å³
Z = 4
Mo Kα radiation
μ = 0.77 mm⁻¹
T = 293 (2) K
0.26 × 0.22 × 0.20 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T _min = 0.817, T _max = 0.853
9664 measured reflections
3487 independent reflections
2437 reflections with I > 2σ(I)
R _int = 0.049

Refinement

R[F ² > 2σ(F ²)] = 0.057
wR(F ²) = 0.124
S = 1.04
3487 reflections
255 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.31 e Å⁻³
Δρ_min = −0.22 e Å⁻³

Data collection: SMART (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 global, I. DOI: 10.1107/S1600536808015742/hy2133sup1.cif

e-64-0m855-sup1.cif^{(21.7KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808015742/hy2133Isup2.hkl

e-64-0m855-Isup2.hkl^{(167.6KB, hkl)}

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

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

Zn1—O1	2.102 (2)
Zn1—N1	2.130 (3)
Zn1—N2	2.199 (3)

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O1—Zn1—O1ⁱ	106.16 (11)
O1—Zn1—N1ⁱ	98.70 (10)
O1—Zn1—N1	87.72 (10)
N1ⁱ—Zn1—N1	169.36 (16)
O1—Zn1—N2	162.88 (11)
N1—Zn1—N2	76.44 (13)
O1—Zn1—N2ⁱ	82.94 (10)
N1—Zn1—N2ⁱ	96.08 (12)
N2—Zn1—N2ⁱ	92.23 (15)

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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
O3—H3A⋯O2ⁱⁱ	0.82	1.74	2.538 (3)	162
O1W—H1B⋯O4ⁱⁱⁱ	0.86 (3)	2.24 (2)	2.966 (4)	143 (3)
O1W—H1A⋯O2	0.85 (3)	2.00 (2)	2.808 (4)	159 (4)

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Symmetry codes: (ii) Inline graphic ; (iii) .

Acknowledgments

The authors thank Changchun Normal University for supporting this work.

supplementary crystallographic information

Comment

In the construction of new coordination polymers, multi-carboxylates act as multifunctional organic ligands not only due to their various coordination modes, resulting from fully or partially deprotonated sites, to allow for the large diversity in topologies, but also due to the ability to act as hydrogen-bond acceptors and donors to assemble supramolecular structures (Che et al., 2006; Chen et al., 2008; Lehn, 1990). We chose biphenyl-2,5,2',5'-tetracarboxylic acid (H₄bptc) as a bridging ligand, 1,10-phenanthroline (phen) as a neutral ligand, and zinc(II) as a metal center, generating the title compound. We report here its crystal structure.

In the title compound, the Zn^II atom, lying on a twofold rotation axis, is six-coordinated by two O atoms from one H₂bptc ligand and four N atoms from two phen molecules in a distorted octahedral geometry (Fig. 1). The twofold rotation axis passes through the midpoint of the bond connecting two benzene rings of the H₂bptc ligand. The bond lengths are within the normal ranges (Table 1) (Zang et al., 2006). The crystal structure involves O—H···O hydrogen bonds between the carboxylate O atoms and water molecules (Table 2).

Experimental

A mixture of ZnCl₂.2H₂O (0.017 g, 0.1 mmol), H₄bptc (0.066 g, 0.2 mmol), phen (0.040 g, 0.2 mmol) and H₂O(15 ml) in a 25 ml Teflon-lined stainless steel reactor was heated from 298 to 443 K in 2 h and a constant temperature was maintained at 443 K for 72 h. After cooling to 298 K, colorless crystals of the title compound were obtained from the reaction.