catena-Poly[[dinitratocopper(II)]-μ-4,4′′-bis­(1H-benzimidazol-1-yl)-1,1′:4′,1′′-terphen­yl]

Hong-Shi Jiang; Hui Li; Jian Wang; Hui-Xuan Ma; Zhe Zhang

doi:10.1107/S1600536811013596

. 2011 Apr 16;67(Pt 5):m603. doi: 10.1107/S1600536811013596

catena-Poly[[dinitratocopper(II)]-μ-4,4′′-bis(1H-benzimidazol-1-yl)-1,1′:4′,1′′-terphenyl]

Hong-Shi Jiang ^a,^*, Hui Li ^a, Jian Wang ^a, Hui-Xuan Ma ^a, Zhe Zhang ^a

PMCID: PMC3089250 PMID: 21754322

Abstract

In the title one-dimensional coordination polymer, [Cu(NO₃)₂(C₃₂H₂₂N₄)]_n, the Cu²⁺ ion (site symmetry 2) is coordinated by two nitrate O atoms and two N atoms from two 4,4′-bis(benzoimidazol-1-yl)terphenyl (L) ligands in a distorted cis-CuN₂O₂ square-planar coordination geometry. An alternative description of the metal coordination geometry, if long Cu—O contacts to the bonded nitrate anions are considered, is an extremely distorted cis-CuN₂O₄ octahedron. The complete L ligand is generated by crystallographic twofold symmetry and connects the metal ions into infinite chains propagating in [10 Inline graphic ]. The dihedral angle between the benzimidazole ring system and the adjacent benzene (B) ring is 51.12 (11)° and the dihedral angle between the B ring and the central ring is 19.45 (13)°.

Related literature

For background to benzimidazole-derived ligands in coordination polymers, see: Jin et al. (2006 ▶); Li et al. (2010 ▶); Su et al. (2003 ▶).

Experimental

Crystal data

[Cu(NO₃)₂(C₃₂H₂₂N₄)]
M _r = 650.10
Monoclinic,
a = 14.960 (3) Å
b = 15.237 (3) Å
c = 12.139 (2) Å
β = 103.94 (3)°
V = 2685.7 (9) Å³
Z = 4
Mo Kα radiation
μ = 0.88 mm⁻¹
T = 293 K
0.20 × 0.18 × 0.15 mm

Data collection

Rigaku Mercury CCD diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005 ▶) T _min = 0.839, T _max = 0.877
13493 measured reflections
2371 independent reflections
2181 reflections with I > 2σ(I)
R _int = 0.044

Refinement

R[F ² > 2σ(F ²)] = 0.044
wR(F ²) = 0.124
S = 1.09
2371 reflections
204 parameters
H-atom parameters constrained
Δρ_max = 0.37 e Å⁻³
Δρ_min = −0.77 e Å⁻³

Data collection: CrystalClear (Rigaku/MSC, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; 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/S1600536811013596/hb5843sup1.cif

e-67-0m603-sup1.cif^{(19.1KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811013596/hb5843Isup2.hkl

e-67-0m603-Isup2.hkl^{(116.6KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Cu1—N1	1.985 (2)
Cu1—O1	2.025 (2)
Cu1—O3	2.452 (3)

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Acknowledgments

We thank the College Research Program of Yuncheng University [2008114] for funding.

supplementary crystallographic information

Comment

Benzimidazole has been well used in crystal engineering, and a large number of benzimidazole-containing flexible ligands have been extensively studied (Su et al.,2003; Jin et al.,2006). However, to our knowledge, the research on benzoimidazole ligands bearing rigid spacers is still less developed (Li et al.,2010).

Single-crystal X-ray diffraction analysis reveals that the title compound (I) crystallizes in the monoclinic space group C2/c. The geometry of the Cu(II) ion is surrounded by two benzoiimidazole rings of individual L ligands and two nitrate anions, which illustrates a distorted square coordination environment (Fig. 1). Notably, as shown in Fig. 2, the four-coordinated Cu(II) center is bridged by the linear ligand L to form an infinite one-dimensional architecture.

Experimental

A mixture of CH₃OH and CHCl₃ (1:1, 8 ml), as a buffer layer, was carefully layered over a solution of 4,4'-Bis(benzoimidazol-1-yl)terphenyl (L, 0.06 mmol) in CHCl₃ (6 ml). Then, a solution of Cu(NO₃)₂ (0.02 mmol) in CH₃OH (6 ml) was layered over the buffer layer, and the resultant reaction was left to stand at room temperature. After ca three weeks, green block single crystals appeared at the boundary. Yield: ~30% (based on L).