Bis(nitrato-κO)tetra­kis­[1-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-1-one]copper(II)

Hua Cai; Ying Guo; Jian-Gang Li; Yao Wu

doi:10.1107/S160053681103529X

. 2011 Sep 14;67(Pt 10):m1385. doi: 10.1107/S160053681103529X

Bis(nitrato-κO)tetrakis[1-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-1-one]copper(II)

Hua Cai ^a,^*, Ying Guo ^a, Jian-Gang Li ^a, Yao Wu ^a

PMCID: PMC3201555 PMID: 22064784

Abstract

In the title complex, [Cu(NO₃)₂(C₁₁H₁₁N₃O)₄], the Cu^II atom is situated on a centre of inversion and is coordinated by two O atoms from two nitrate anions and four N atoms from four monodentate 1-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-1-one ligands in a distorted octahedral geometry. Weak intermolecular C—H⋯O and C—H⋯N hydrogen bonds result in a supramolecular layer parallel to (101). These layers are connected by π–π interactions between the benzene rings [centroid–centroid distance = 3.891 (2) Å].

Related literature

For background to complexes with neutral N-containing ligands, see: Barnett & Champness (2003 ▶); Roesky & Andruh (2003 ▶); Zaworotko (2001 ▶). For a related structure, see: Cai et al. (2010 ▶).

Experimental

Crystal data

[Cu(NO₃)₂(C₁₁H₁₁N₃O)₄]
M _r = 992.47
Triclinic,
a = 7.7742 (14) Å
b = 12.472 (2) Å
c = 12.498 (2) Å
α = 102.232 (3)°
β = 100.737 (3)°
γ = 104.394 (3)°
V = 1110.0 (3) Å³
Z = 1
Mo Kα radiation
μ = 0.57 mm⁻¹
T = 296 K
0.24 × 0.20 × 0.14 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.876, T _max = 0.925
5737 measured reflections
3905 independent reflections
3295 reflections with I > 2σ(I)
R _int = 0.016

Refinement

R[F ² > 2σ(F ²)] = 0.040
wR(F ²) = 0.105
S = 1.03
3905 reflections
313 parameters
H-atom parameters constrained
Δρ_max = 0.55 e Å⁻³
Δρ_min = −0.34 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 ▶) and DIAMOND (Brandenburg & Berndt, 1999 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S160053681103529X/hy2463sup1.cif

e-67-m1385-sup1.cif^{(22.7KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681103529X/hy2463Isup2.hkl

e-67-m1385-Isup2.hkl^{(191.4KB, hkl)}

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

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C14—H14A⋯N2ⁱ	0.97	2.50	3.368 (4)	148
C19—H19⋯O5ⁱⁱ	0.93	2.56	3.291 (4)	136

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

Acknowledgments

We acknowledge financial support by the Special Fund for Central Universities (ZXH2009D011), the Natural Science Foundation of Tianjin (09JCYBJC04200), the National Natural Science Foundation of the Civil Aviation Administration of China (61079010) and the Scientific Research Foundation of the Civil Aviation University of China (No. 2011KYS05)

supplementary crystallographic information

Comment

Neutral organic ligands containing rigid or flexible spacers, such as 4,4'-bipyridine, 1,2-bis(4-pyridyl)ethane, 1,2-bis(4-pyridyl)propane and many others, have been used to generate a rich variety of metal-organic architectures with different metal ions by various reaction procedures (Barnett & Champness, 2003; Roesky & Andruh, 2003; Zaworotko, 2001). Recently, we have initiated a research program of synthesizing supermolecules based on pseudohalides and a flexible ligand, which consists of a propanone unit substituted with a triazole and a phenyl group (Cai et al., 2010). To further explore this series, we synthesized the title compound, a new Cu(II) complex based on the ligand 1-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-1-one (L).

In the neutral mononuclear title complex (Fig. 1), the Cu^II atom is six-coordinated by four monodentate L ligands in the equatorial plane and two O atoms from two NO₃^- anions in the axial positions, displaying a CuN₄O₂ octahedral geometry. The triazol and phenyl rings in the ligands are not coplanar. The dihedral angels formed by the least-squares planes of the phenyl and triazole rings are 43.8 (2) and 65.9 (2)°. Weak intermolecular C—H···O and C—H···N hydrogen bonds (Table 1) extend the monomeric units into a two-dimensional supramolecular layer parallel to (1 0 1), as shown in Fig. 2.

Experimental

Cu(NO₃)₂.3H₂O (24.2 mg, 0.1 mmol) and L (22.3 mg, 0.1 mmol) were mixed in a CH₃CN/H₂O (20 ml, v/v 1:1) solution with vigorous stirring for ca 30 min. The resulting solution was filtered and left to stand at room temperature. Colourless block crystals of the title compound suitable for X-ray analysis were obtained in 65% yield by slow evaporation of the solvent over a period of 1 week. Analysis, calculated for C₄₆H₄₄MnN₁₄O₄S₂: C 53.25, H 4.47, N 19.76%; found: C 53.45, H 4.43, N 19.62%.