3,5-Diphenyl-1,2,4-dithia­zolium tetra­bromidoferrate(III)

Shotonwa, I.O.; Boeré, R.T.

doi:10.1107/S1600536813000275

Volume 69
Part 2
Page m95
February 2013

Received 30 December 2012
Accepted 3 January 2013
Online 12 January 2013

Key indicators
Single-crystal X-ray study
T = 173 K
Mean (C-C) = 0.004 Å
R = 0.027
wR = 0.050
Data-to-parameter ratio = 22.2
Details

3,5-Diphenyl-1,2,4-dithiazolium tetrabromidoferrate(III)

Ibukun O. Shotonwa ^a and René T. Boeré ^a ^*

^aDepartment of Chemistry and Biochemistry, University of Lethbridge, Lethbridge, Alberta, Canada T1K 3M4
Correspondence e-mail: boere@uleth.ca

The cation of the title salt, (C₁₄H₁₀NS₂)[FeBr₄], contains a flat central NC₂S₂ ring (r.m.s. deviation = 0.005 Å), with two attached phenyl rings that are almost coplanar [the dihedral angles between the mean planes are 2.4 (1) and 7.7 (1)° for the two phenyl rings]. The [FeBr₄]^- anion makes short BrS contacts [BrS = 3.4819 (8), 3.6327 (9) and 3.5925 (9) Å] and also bridges by way of short contacts to ring H atoms of a second cation held parallel to the first by [pi] -stacking, with a separation between the mean 1,2,4-dithiazolium rings of 3.409 Å. The closest contacts are between a phenyl ring centroid of one cation and the ipso C atom of the phenyl ring of another cation, for which the distance is 3.489 Å. The discrete dimers are linked laterally by further BrH short contacts, resulting in double sheets located parallel to the b axis and to the bisector of a and c.

Related literature

For synthesis details, see: Corsaro et al. (1984); Liebscher & Hartmann (1977). For related structures, see: Clegg et al. (1996); Neels et al. (1986). For a description of the Cambridge Structural Database, see: Allen (2002). For bond lengths in tetrabromidoferrate complexes, see: Maithufi & Otto (2011); Bhattacharya & Sarkar (2010). For short-contact distances between stacked aryl rings, see: Martinez & Iverson (2012); McGaughey et al. (1998).

Experimental

Crystal data

(C₁₄H₁₀NS₂)[FeBr₄]
M_r = 631.84
Monoclinic, P 2₁ /c
a = 10.6492 (5) Å
b = 11.4005 (6) Å
c = 15.8046 (8) Å
= 96.482 (1)°
V = 1906.51 (17) Å³
Z = 4
Mo K radiation
= 9.39 mm^-1
T = 173 K
0.22 × 0.13 × 0.07 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2008) T_min = 0.556, T_max = 0.746
27655 measured reflections
4426 independent reflections
3497 reflections with I > 2(I)
R_int = 0.042

Refinement

R[F² > 2(F²)] = 0.027
wR(F²) = 0.050
S = 1.02
4426 reflections
199 parameters
H-atom parameters constrained
_max = 0.63 e Å^-3
_min = -0.45 e Å^-3

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT-Plus (Bruker, 2008); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: QM2091 ).

Acknowledgements

The Natural Sciences and Engineering Research Council of Canada (NSERC) is gratefully acknowledged for a Discovery Grant. The diffractometer was purchased with the help of NSERC and the University of Lethbridge.

References

Allen, F. H. (2002). Acta Cryst. B58, 380-388.
Bhattacharya, D. & Sarkar, S. (2010). Eur. J. Inorg. Chem. pp. 3429-3435.
Bruker (2008). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
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Corsaro, A., Compagnini, A., Perrini, G. & Purrello, G. (1984). J. Chem. Soc. Perkin Trans. 1, pp. 897-900.
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metal-organic compounds