catena-Poly[[[N,N′-bis­(3-methoxy­benzyl­idene)ethyl­enediamine]copper(I)]-μ-thio­cyanato-κ2 N:S]

Aliakbar Dehno Khalaji; Hassan Hadadzadeh; Kazuma Gotoh; Hiroyuki Ishida

doi:10.1107/S1600536808041925

. 2008 Dec 13;65(Pt 1):m70. doi: 10.1107/S1600536808041925

catena-Poly[[[N,N′-bis(3-methoxybenzylidene)ethylenediamine]copper(I)]-μ-thiocyanato-κ² N:S]

Aliakbar Dehno Khalaji ^a,^‡, Hassan Hadadzadeh ^a, Kazuma Gotoh ^b, Hiroyuki Ishida ^b,^*

PMCID: PMC2967908 PMID: 21581537

Abstract

In the cyrstal structure of the title compound, [Cu(NCS)(C₁₈H₂₀N₂O₂)]_n, the Cu^I atom is coordinated in a distorted tetrahedral geometry by two imino N atoms from a bidentate chelating Schiff base ligand, and one N and one S atoms from two thiocyanate anions. The thiocyanate anion bridges the Cu^I atoms, forming a zigzag chain along [101]. The Schiff base ligand adopts an E,E configuration and the dihedral angle between the terminal benzene rings is 53.68 (8)°.

Related literature

For related copper(I) complexes with bidentate ligands, see: Amirnasr et al. (2006 ▶); Khalaji, Brad & Zhang (2008 ▶); Khalaji, Welter et al. (2008 ▶); Khalaji & Welter (2006 ▶); Zhao et al. (2008 ▶).

Experimental

Crystal data

[Cu(NCS)(C₁₈H₂₀N₂O₂)]
M _r = 417.99
Monoclinic,
a = 8.1316 (3) Å
b = 23.5113 (9) Å
c = 10.1597 (4) Å
β = 107.1245 (15)°
V = 1856.27 (11) Å³
Z = 4
Mo Kα radiation
μ = 1.31 mm⁻¹
T = 193 (1) K
0.31 × 0.17 × 0.02 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: numerical (ABSCOR; Higashi, 1995 ▶) T _min = 0.771, T _max = 0.974
28362 measured reflections
5395 independent reflections
4614 reflections with I > 2σ(I)
R _int = 0.031

Refinement

R[F ² > 2σ(F ²)] = 0.030
wR(F ²) = 0.076
S = 1.05
5395 reflections
235 parameters
H-atom parameters constrained
Δρ_max = 0.51 e Å⁻³
Δρ_min = −0.23 e Å⁻³

Data collection: PROCESS-AUTO (Rigaku/MSC, 2004 ▶); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: CrystalStructure and PLATON (Spek, 2003 ▶).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808041925/lh2744sup1.cif

e-65-00m70-sup1.cif^{(21KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808041925/lh2744Isup2.hkl

e-65-00m70-Isup2.hkl^{(264.2KB, hkl)}

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

Table 1. Selected bond lengths (Å).

Cu1—S1	2.3130 (4)
Cu1—N1ⁱ	1.9347 (12)
Cu1—N2	2.0917 (12)
Cu1—N3	2.0900 (13)

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Symmetry code: (i) Inline graphic .

supplementary crystallographic information

Comment

Synthesis and characterization of copper(I) complexes with bidentate chelating Schiff base ligands have received much attention in recent years (Khalaji, Brad & Zhang, 2008; Khalaji, Welter et al., 2008; Zhao et al., 2008). Depending on the ligands involved, copper(I) complexes can show a wide variety of structures (Amirnasr et al., 2006; Khalaji & Welter, 2006; Khalaji, Brad & Zhang, 2008; Khalaji, Welter et al., 2008). As part of a general study of transition metal complexes with bidentate chelating Schiff base ligands (Khalaji & Welter, 2006; Khalaji, Brad & Zhang, 2008; Khalaji, Welter et al., 2008), here, we reported the synthesis and the crystal structure of the title compound, (I).

The crystal structure of the title compound, (I), is shown in Fig. 1. The Schiff base (3-MeO-ba)₂en ligand chelates the Cu^I atom to form a five-membered ring, with N2—Cu1—N3 = 83.78 (4)°, which is in good agreement with the corresponding angles in related complexes (Khalaji & Welter, 2006; Khalaji, Brad & Zhang, 2008; Khalaji, Welter et al., 2008). The Cu—N and Cu—S distances (Table 1) are similar to those in the other copper(I) complexes. The C12—N3 and C9—N2 bond lengths of 1.2717 (18) and 1.2665 (18) Å, respectively, conform to the value for a C=N double bond, while the N2—C10 and N3—C11 bond lengths of 1.462 (2) and 1.476 (2) Å, respectively, conform to the value for a C—N single bond. These C—N lengths are comparable to the corresponding values observed in other tetrahedral copper(I) complexes with bidentate chelating Schiff base ligands (Khalaji & Welter, 2006; Khalaji, Brad & Zhang, 2008; Khalaji, Welter et al., 2008). The bidentate chelating (3-MeO-ba)₂en ligand adopts an E,E configuration in this structure.

Experimental

The title compound, (I), was synthesized using a method analogous to the literature procedure (Khalaji & Welter, 2006), except that CuI was replaced with CuNCS. Single crystals suitable for data collection were obtained by slow evaporation from an acetonitrile solution at 273 K.