(IUCr) Bis[1,5-bis(1H-indol-3-ylmethylene)thiocarbazonato-[kappa]2N,S]nickel(II) dimethyl sulfoxide disolvate

Volume 64
Part 6
Page m755
June 2008

Received 24 April 2008
Accepted 25 April 2008
Online 3 May 2008

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.005 Å
R = 0.049
wR = 0.139
Data-to-parameter ratio = 18.2
Details

Bis[1,5-bis(1H-indol-3-ylmethylene)thiocarbazonato-²N,S]nickel(II) dimethyl sulfoxide disolvate

Mohd. Razali Rizal,^a Hapipah M. Ali ^a and Seik Weng Ng ^a ^*

^aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

The Ni atom in the crystal structure of the centrosymmetric title compound, [Ni(C₁₉H₁₅N₆S)₂]·2C₂H₆OS, is N,S-chelated by the deprotonated Schiff bases in a square-planar geometry. The -CH=N-N=C(S)-NH-N=CH- frament is planar. The two indolyl -NH (donor) sites interact with dimethyl sulfoxide molecules to furnish a layer motif.

Related literature

For the structure of the unsolvated nickel derivative of 1H-indole-3-carboxaldehyde thiosemicarbazone, see: Rizal et al. (2008). The ligand is known to be a sensitive complexing agent, see: Ghosh et al. (1999).

Experimental

Crystal data

[Ni(C₁₉H₁₅N₆S)₂]·2C₂H₆OS
M_r = 933.83
Monoclinic, C 2/c
a = 19.0340 (5) Å
b = 9.1982 (3) Å
c = 25.1374 (7) Å
= 95.672 (2)°
V = 4379.5 (2) Å³
Z = 4
Mo K radiation
= 0.69 mm^-1
T = 100 (2) K
0.30 × 0.03 × 0.03 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.821, T_max = 0.980
27119 measured reflections
5030 independent reflections
3201 reflections with I > 2(I)
R_int = 0.092

Refinement

R[F² > 2(F²)] = 0.048
wR(F²) = 0.139
S = 1.03
5030 reflections
277 parameters
H-atom parameters constrained
_max = 0.60 e Å^-3
_min = -0.53 e Å^-3

Table 1
Selected bond lengths (Å)

Ni1-N5	1.906 (3)
Ni1-S1	2.1748 (8)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1nO1	0.88	2.10	2.890 (4)	148
N6-H6nO1ⁱ	0.88	2.03	2.855 (4)	156
Symmetry code: (i) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

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: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2008).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT2702 ).

Acknowledgements

We thank the Science Fund (12-02-03-2031) for supporting this study, and the University of Malaya for the purchase of the diffractometer.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Ghosh, S., Chaudhury, S. P. & Ds, H. R. (1999). J. Ind. Chem. Soc. 76, 463-464.
Rizal, M. R., Ali, H. M. & Ng, S. W. (2008). Acta Cryst. E64. submitted (sg2241).
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2008). publCIF. In preparation.

metal-organic compounds

Bis[1,5-bis(1H-indol-3-ylmethylene)thiocarbazonato-2N,S]nickel(II) dimethyl sulfoxide disolvate