{N,N′-Bis[1-(pyridin-2-yl)ethyl­idene]­propane-1,3-diamine}­(thio­cyanato-κN)copper(II) tetra­fluoridoborate

Li-Jun Liu

doi:10.1107/S1600536811021040

. 2011 Jun 11;67(Pt 7):m876–m877. doi: 10.1107/S1600536811021040

{N,N′-Bis[1-(pyridin-2-yl)ethylidene]propane-1,3-diamine}(thiocyanato-κN)copper(II) tetrafluoridoborate

Li-Jun Liu ^a,^*

PMCID: PMC3152035 PMID: 21836871

Abstract

In the title compound, [Cu(NCS)(C₁₇H₂₀N₄)]BF₄, the Cu^II ion is five-coordinated by the four N atoms of the tetradentate Schiff base ligand and one N atom of a thiocyanate ligand, thereby forming a square-pyramidal CuN₅ ccoordination geometry. The dihedral angle between the pyridine rings of the Schiff base is 55.58 (14)°. The F atoms of the tetrafluoridoborate anion are disordered over two sets of sites with occupancies of 0.614 (3) and 0.386 (3). In the crystal, the components are linked by C—H⋯F interactions.

Related literature

For background on the use of copper(II) complexes with Schiff bases in coordination chemistry and biological chemistry, see: Adhikary et al. (2009 ▶); Al-Karawi (2009 ▶); Xiao & Zhang (2009 ▶); Rajasekar et al. (2010 ▶); Sang & Lin (2010 ▶); Qin et al. (2010 ▶). For a related copper(II) complex that we reported recently, see: Liu (2010 ▶). For related copper complexes with square-pyramidal coordination, see: Liu et al. (1997 ▶); Chattopadhyay et al. (2006 ▶); Rahaman et al. (2005 ▶).

Experimental

Crystal data

[Cu(NCS)(C₁₇H₂₀N₄)]BF₄
M _r = 488.80
Monoclinic,
a = 9.5057 (7) Å
b = 13.7527 (11) Å
c = 16.1902 (13) Å
β = 101.200 (1)°
V = 2076.2 (3) Å³
Z = 4
Mo Kα radiation
μ = 1.20 mm⁻¹
T = 298 K
0.33 × 0.30 × 0.28 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ▶) T _min = 0.692, T _max = 0.729
17908 measured reflections
5059 independent reflections
3368 reflections with I > 2σ(I)
R _int = 0.034

Refinement

R[F ² > 2σ(F ²)] = 0.039
wR(F ²) = 0.107
S = 1.03
5059 reflections
310 parameters
56 restraints
H-atom parameters constrained
Δρ_max = 0.35 e Å⁻³
Δρ_min = −0.28 e Å⁻³

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); 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 datablock(s) global, I. DOI: 10.1107/S1600536811021040/hb5899sup1.cif

e-67-0m876-sup1.cif^{(19.8KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811021040/hb5899Isup2.hkl

e-67-0m876-Isup2.hkl^{(247.8KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Cu1—N2	1.986 (2)
Cu1—N3	2.003 (2)
Cu1—N4	2.021 (2)
Cu1—N1	2.063 (2)
Cu1—N5	2.091 (3)

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

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C2—H2⋯F4ⁱ	0.93	2.49	3.416 (8)	176
C7—H7B⋯F4ⁱ	0.96	2.34	3.234 (6)	155

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Symmetry code: (i) Inline graphic .

Acknowledgments

The author thanks the Experimental Center of Linyi University for supporting this work.

supplementary crystallographic information

Comment

Copper(II) complexes with Schiff bases have been widely investigated in coordination chemistry and biological chemistry (Adhikary et al., 2009; Al-Karawi, 2009; Xiao & Zhang, 2009; Rajasekar et al., 2010; Sang & Lin, 2010; Qin et al., 2010). As a continuation of our work on the Schiff base copper(II) complexes (Liu, 2010), in the present paper, the title new copper complex is reported.

The title compound contains a mononuclear copper(II) complex cation and a disordered fluoroborate anion, Fig. 1. The Cu^II atom in the complex is five-coordinated by the four N atoms of the Schiff base ligand, and by one N atom of a thiocyanate ligand, forming a square-pyramidal geometry. The bond lengths (Table 1) related to the Cu atom are comparable with those observed in similar copper complexes with square-pyramidal geometry (Liu et al., 1997; Chattopadhyay et al., 2006; Rahaman et al., 2005).

Experimental

2-Acetylpyridine (0.2 mmol, 24.2 mg), propane-1,3-diamine (0.1 mmol, 7.4 mg), ammonium thiocyanate (0.1 mmol, 7.6 mg), copper acetate (0.1 mmol, 19.9 mg), and ammonium fluoroborate (0.1 mmol, 10.5 mg) were mixed and stirred in methanol (20 ml) at reflux for 2 h, to give a blue solution. The solution was cooled to room temperature, and blue block-shaped single crystals were formed by slow evaporation of the solution in air.