Bis{1-[(1H-benzotriazol-1-yl)meth­yl]-2-methyl-1H-imidazole-κN 3}dichlorido­cobalt(II)

Haiyan Yang; Yinghua Li; Yaomin Zhao; Wenzhuo Li; Fang He

doi:10.1107/S1600536812026712

. 2012 Jun 20;68(Pt 7):m948. doi: 10.1107/S1600536812026712

Bis{1-[(1H-benzotriazol-1-yl)methyl]-2-methyl-1H-imidazole-κN ³}dichloridocobalt(II)

Haiyan Yang ^a,^*, Yinghua Li ^a, Yaomin Zhao ^a, Wenzhuo Li ^a, Fang He ^a

PMCID: PMC3393205 PMID: 22807773

Abstract

In the title mononuclear complex, [CoCl₂(C₁₁H₁₁N₅)₂], the Co^II atom is four-coordinated by two ligand N atoms and two Cl atoms in a distorted tetrahedral geometry. In the crystal, molecules are stacked through π–π interactions [centroid–centroid distances = 3.473 (2), 3.807 (3), 3.883 (2) and 3.676 (2) Å], forming a three-dimensional supramolecular network.

Related literature

For background to complexes constructed from N-heterocyclic ligands, see: Yang et al. (2009 ▶); Meng et al. (2009 ▶); Mu et al. (2011 ▶); Zhao et al. (2012 ▶).

Experimental

Crystal data

[CoCl₂(C₁₁H₁₁N₅)₂]
M _r = 556.33
Triclinic,
a = 8.1684 (16) Å
b = 12.691 (3) Å
c = 13.289 (3) Å
α = 65.48 (3)°
β = 79.66 (3)°
γ = 84.30 (3)°
V = 1232.5 (6) Å³
Z = 2
Mo Kα radiation
μ = 0.95 mm⁻¹
T = 293 K
0.22 × 0.21 × 0.18 mm

Data collection

Rigaku Saturn diffractometer
Absorption correction: numerical (CrystalClear; Rigaku/MSC, 2006 ▶) T _min = 0.819, T _max = 0.848
12593 measured reflections
4330 independent reflections
3512 reflections with I > 2σ(I)
R _int = 0.039

Refinement

R[F ² > 2σ(F ²)] = 0.049
wR(F ²) = 0.101
S = 1.08
4330 reflections
318 parameters
H-atom parameters constrained
Δρ_max = 0.27 e Å⁻³
Δρ_min = −0.23 e Å⁻³

Data collection: CrystalClear (Rigaku/MSC, 2006 ▶); 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 datablock(s) global, I. DOI: 10.1107/S1600536812026712/vm2178sup1.cif

e-68-0m948-sup1.cif^{(30.5KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812026712/vm2178Isup2.hkl

e-68-0m948-Isup2.hkl^{(212.1KB, hkl)}

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

Acknowledgments

The authors are grateful to Zhongyuan University of Technology for financial support and thank Professor Hong-Wei Hou of Zhengzhou University for his help.

supplementary crystallographic information

Comment

Multidentate N-heterocyclic ligands, such as imidazole, triazole, tetrazole and their derivative, have more coordination sites and can result in coordination polymers with novel network patterns (Yang et al., 2009; Meng et al., 2009). These ligands have been the focus of attention in coordination chemistry. In recent years, our group has designed and synthesized a series of N-heterocyclic compounds and studied their coordination behaviors (Mu et al., 2011; Zhao et al., 2012). As a continuation of our research, we synthesized a N-heterocyclic compound 1-[(benzotriazol-1-yl)methyl]-1-H-1,3-(2-methyl-imdazole), and used it as ligand to react with CoCl₂, generating a new complex, [Co(C₁₁H₁₁N₅)₂Cl₂] (I), which is reported here.

The crystal structure of the title compound is depicted in Fig. 1. The Co^II atom is four-coordinated by two N atoms from two ligands, with Co—N bond lengths of 2.012 (3) Å and 2.026 (3) Å., and two Cl atoms, with Co—Cl bond lengths of 2.2449 (10) Å and 2.2527 (14) Å. The bond angles around the Co atom vary from 102.74 (8) ° (N10—Co1—Cl1) to 115.96 (8) ° (N7—Co1—Cl1). The dihedral angle between the imidazole planes in the two ligands is 77.2 (2) °.

In the crystal structure, the adjacent mononuclear structure units are stacked on each other along the b- and c axis through π–π interactions as is shown in Fig. 2. The centroid-centroid distances between the two adjacent aromatic planes are 3.883 (2) Å (planes A and B), 3.807 (3) Å (planes B and C), 3.473 (2) Å (planes C and D), 4.593 (4) Å (planes E and F) and 3.676 (2) Å (planes G and H), respectively. In addition, these mononuclear structure units are parallel to each other along the a axis, forming a three-dimensional supramolecular network.

Experimental

A methanol solution (5 ml) of 1-((benzotriazol-1-yl)methyl)- 1-H-1,3-(2-methyl-imdazol) (0.1 mmol) was added dropwise into a methanol solution (3 ml) of CoCl₂ (0.05 mmol). The resulting solution was left at room temperature. After two weeks, good quality blue crystals were obtained from the solution and dried in air.