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Volume 68 
Part 1 
Pages o215-o216  
January 2012  

Received 4 December 2011
Accepted 19 December 2011
Online 23 December 2011

Key indicators
Single-crystal X-ray study
T = 123 K
Mean [sigma](C-C) = 0.005 Å
Disorder in main residue
R = 0.038
wR = 0.056
Data-to-parameter ratio = 30.1
Details
Open access

Dibromidochlorido{2-[(dimethylamino)methyl]phenyl-[kappa]2N,C1}tellurium(IV)

aDepartment of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India, and bDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA
Correspondence e-mail: rbutcher99@yahoo.com

The title compound, C9H13Br2ClNTe, was synthesized by reacting [2-(dimethylaminomethyl)phenyl]tellurium(II) chloride with Br2. As a consequence, the Cl and Br atoms are not well ordered but distributed over the three possible positions such that the overall stiochiometry is two Br atoms and one Cl atom. The scrambling of the Br and Cl atoms indicates a small energy barrier for the exchange process between the apical and equatorial positions. Overall, the Te atom geometry is slightly distorted square pyramidal ([tau] = 0.052 for the major component). However, there is a weak secondary interaction between the Te atoms and the disordered Br/Cl atoms of a nearby molecule. The Te-Br and Te-Cl distances in both disorder components fall into two groups; a longer distance for the Br/Cl involved in this secondary interaction [2.6945 (17) Å for Br and 2.601 (9)Å for Cl] and shorter bond distances to the remaining halogen atoms, indicating that this interaction has slightly weakened the Te-X bond, as is the case in the previously reported tribromido structure [Singh et al. (1990). J. Chem. Soc. Dalton Trans. pp. 907-913]. Otherwise, the metrical parameters in the two structures are not significantly different. An intermolecular C-H...Br interaction occurs.

Related literature

For related structures, see: Panda et al. (1999[Panda, A., Mugesh, G., Singh, H. B. & Butcher, R. J. (1999). Organometallics, 18, 1986-1993.]); Singh & McWhinnie (1985[Singh, H. B. & McWhinnie, W. R. (1985). J. Chem. Soc. Dalton Trans. pp. 821-825.]); Singh et al. (1992[Singh, H. B., Sudha, N. & Butcher, R. J. (1992). Inorg. Chem. 31, 1431-1435.]); Singh et al. (1990[Singh, H. B., Sudha, N., West, A. A. & Hamor, T. A. (1990). J. Chem. Soc. Dalton Trans. pp. 907-913.]). For the synthesis of similar dibromidochlorido derivatives of tellurium, see: Rivkin et al. (1991[Rivkin, B. B., Maksimenko, A. A. & Sadekov, I. D. (1991). Zh. Obshch. Khim. 61, 1154-1162.]); Cobbledick et al. (1979[Cobbledick, R. E., Einstein, F. W. B., McWhinnie, W. R. & Musa, F. H. (1979). J. Chem. Res. (S), p. 145.]). For the asymmetry parameter, see: Addison et al. (1984[Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.]). For the preparation of bis[2-(dimethylaminomethyl)phenyl]ditelluride, see: Kaur et al. (1995[Kaur, R., Singh, H. B. & Butcher, R. J. (1995). Organometallics, 14, 4755-4763.]).

[Scheme 1]

Experimental

Crystal data
  • C9H12Br2ClNTe

  • Mr = 457.07

  • Monoclinic, P 21 /c

  • a = 7.2854 (3) Å

  • b = 12.4785 (5) Å

  • c = 14.4098 (6) Å

  • [beta] = 98.200 (4)°

  • V = 1296.61 (9) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 8.63 mm-1

  • T = 123 K

  • 0.63 × 0.50 × 0.10 mm

Data collection
  • Oxford Diffraction Xcalibur Ruby Gemini diffractometer

  • Absorption correction: analytical [CrysAlis PRO (Oxford Diffraction, 2007[Oxford Diffraction (2007). CrysAlis PRO, CrysAlis RED and CrysAlis CCD. Oxford Diffraction Ltd, Abingdon, England.]), based on expressions derived by Clark & Reid (1995[Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.])] Tmin = 0.042, Tmax = 0.409

  • 8229 measured reflections

  • 4241 independent reflections

  • 2981 reflections with I > 2[sigma](I)

  • Rint = 0.044

Refinement
  • R[F2 > 2[sigma](F2)] = 0.038

  • wR(F2) = 0.056

  • S = 0.96

  • 4241 reflections

  • 141 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.91 e Å-3

  • [Delta][rho]min = -0.92 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C7-H7A...Br2i 0.99 2.96 3.839 (4) 149
Symmetry code: (i) x-1, y, z.

Data collection: CrysAlis PRO (Oxford Diffraction, 2007[Oxford Diffraction (2007). CrysAlis PRO, CrysAlis RED and CrysAlis CCD. Oxford Diffraction Ltd, Abingdon, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: JJ2114 ).


Acknowledgements

RJB acknowledges the NSF-MRI program (grant CHE-0619278) for funds to purchase the diffractometer. HBS acknowledges the DST for funding and PR acknowledges the CSIR for a fellowship.

References

Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.  [CrossRef]
Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.  [CrossRef] [details]
Cobbledick, R. E., Einstein, F. W. B., McWhinnie, W. R. & Musa, F. H. (1979). J. Chem. Res. (S), p. 145.
Kaur, R., Singh, H. B. & Butcher, R. J. (1995). Organometallics, 14, 4755-4763.  [CrossRef] [ChemPort]
Oxford Diffraction (2007). CrysAlis PRO, CrysAlis RED and CrysAlis CCD. Oxford Diffraction Ltd, Abingdon, England.
Panda, A., Mugesh, G., Singh, H. B. & Butcher, R. J. (1999). Organometallics, 18, 1986-1993.  [CrossRef] [ChemPort]
Rivkin, B. B., Maksimenko, A. A. & Sadekov, I. D. (1991). Zh. Obshch. Khim. 61, 1154-1162.  [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Singh, H. B. & McWhinnie, W. R. (1985). J. Chem. Soc. Dalton Trans. pp. 821-825.  [CrossRef]
Singh, H. B., Sudha, N. & Butcher, R. J. (1992). Inorg. Chem. 31, 1431-1435.  [CrossRef] [ChemPort]
Singh, H. B., Sudha, N., West, A. A. & Hamor, T. A. (1990). J. Chem. Soc. Dalton Trans. pp. 907-913.  [CrossRef]


Acta Cryst (2012). E68, o215-o216   [ doi:10.1107/S1600536811054560 ]

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