trans-Bis(ethyl­enediamine-κ2N,N′)bis­(6-methyl-2,2,4-trioxo-3,4-dihydro-1,2λ6,3-oxathia­zin-3-ido-κN)copper(II)

Dege, N.; Demirtaş, G.; Ibudak, H.

doi:10.1107/S1600536811051658

Volume 68
Part 1
Pages m47-m48
January 2012

Received 25 November 2011
Accepted 30 November 2011
Online 14 December 2011

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.003 Å
R = 0.024
wR = 0.065
Data-to-parameter ratio = 13.5
Details

trans-Bis(ethylenediamine-²N,N')bis(6-methyl-2,2,4-trioxo-3,4-dihydro-1,2⁶,3-oxathiazin-3-ido-N)copper(II)

Necmi Dege,^a Günes Demirtas ^a ^* and Hasan Içbudak ^b

^aOndokuz Mayis University, Arts and Sciences Faculty, Department of Physics, 55139 Samsun, Turkey, and ^bOndokuz Mayis University, Arts and Sciences Faculty, Department of Chemistry, 55139 Samsun, Turkey
Correspondence e-mail: gunesd@omu.edu.tr

In the crystal structure of the title compound, [Cu(C₄H₄NO₄S)₂(C₂H₈N₂)₂], the Cu²⁺ ion resides on a centre of symmetry. The environment of Cu²⁺ ion is a distorted octahedron. The axial bond lengths between the Cu^II ion and the N atoms are considerably longer than the equatorial bond distances between the Cu^II ion and the N atoms of the ethylenediamine ligand as a consequence of the Jahn-Teller effect. The molecular conformation is stabilized by intramolecular N-HO hydrogen bonds. In the crystal, molecules are connected by intermolecular N-HO hydrogen bonds into chains running along the a axis.

Related literature

For background to acesulfame [systematic name: 6-methyl-1,2,3-oxathiazin-4(3H)-one 2,2-dioxide], see: Clauss & Jensen (1973); Duffy & Anderson (1998); O'Brien Nabors (2001); Içbudak et al. (2006) For the crystal structures of acesulfame and its metal complexes, see: Beck et al. (1985); Bulut et al. (2005); Cavicchioli et al. (2010); Içbudak et al. (2005a, 2006, 2007b); Sahin et al. (2009, 2010); Velaga et al. (2010) and for spectroscopic, thermal analysis, magnetic susceptibility and conductivity studies on metal complexes of acesulfame, see: Beck et al. (1985); Içbudak et al. (2005a,b, 2006, 2007a,b). For Cu²⁺ complexes with an octahedral coordination geometry, see: Bulut et al. (2005); Içbudak et al. (2007b); Pariya et al. (1998a,b); Sahin et al. (2010). For the Jahn-Teller effect, see: Jahn & Teller (1937). For the structural flexibility owing to the electronic configuration, see: Kozlevcar et al. (2006). For the octahedral geometry of the Cu²⁺ ion, see: Petric et al. (1998);

Experimental

Crystal data

[Cu(C₄H₄NO₄S)₂(C₂H₈N₂)₂]
M_r = 508.03
Monoclinic, P 2₁ /c
a = 6.9853 (3) Å
b = 17.5355 (6) Å
c = 8.4092 (4) Å
= 93.017 (3)°
V = 1028.62 (7) Å³
Z = 2
Mo K radiation
= 1.32 mm^-1
T = 296 K
0.75 × 0.47 × 0.32 mm

Data collection

Stoe IPDS 2 diffractometer
Absorption correction: integration (X-RED32; Stoe & Cie, 2002) T_min = 0.438, T_max = 0.678
14620 measured reflections
2023 independent reflections
1865 reflections with I > 2(I)
R_int = 0.036

Refinement

R[F² > 2(F²)] = 0.024
wR(F²) = 0.065
S = 1.09
2023 reflections
150 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.23 e Å^-3
_min = -0.25 e Å^-3

Table 1
Selected bond lengths (Å)

Cu1-N1	2.7434 (15)
Cu1-N2	2.0090 (16)
Cu1-N3	2.0101 (14)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N3-H3BO4	0.82 (2)	2.20 (2)	2.905 (2)	143 (2)
N2-H2AO4ⁱ	0.82 (2)	2.13 (2)	2.931 (2)	167 (2)
N2-H2BO1ⁱⁱ	0.87 (2)	2.57 (2)	3.250 (2)	137 (2)
N3-H3AO2ⁱⁱⁱ	0.85 (2)	2.23 (2)	2.974 (2)	147 (2)
Symmetry codes: (i) x+1, y, z; (ii) -x+1, -y+1, -z+2; (iii) -x+1, -y+1, -z+1.

Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED (Stoe & Cie, 2002); program(s) used to solve structure: WinGX (Farrugia, 1997) and SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Macrae et al., 2006); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2009).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5731 ).

Acknowledgements

The authors thank the Ondokuz Mayis University Research Fund for financial support.

References

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