Chlorido{2-[(dimethyl­amino)­meth­yl]phenyl-κ2N,C1}tellurium

Rakesh, P.; Singh, H.B.; Butcher, R.J.

doi:10.1107/S1600536811054328

Volume 68
Part 1
Page o214
January 2012

Received 7 December 2011
Accepted 17 December 2011
Online 23 December 2011

Key indicators
Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.006 Å
R = 0.043
wR = 0.096
Data-to-parameter ratio = 32.3
Details

Chlorido{2-[(dimethylamino)methyl]phenyl-²N,C¹}tellurium

Prakul Rakesh,^a Harkesh B. Singh ^a and Ray J. Butcher ^b ^*

^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 crystal structure of the title compound, C₉H₁₂ClNTe, contains isolated molecules with no close TeCl intermolecular contacts and has the same composition as a previously published structure [Engman et al. (2004). Phosphorus Sulfur Silicon Relat. Elem. 179, 285-292]. However, in this case, the compound has crystallized in a centrosymmetric space group, unlike the previously published structure which contained enantiomerically pure chiral molecules. In all other aspects, the metrical parameters are similar. The molecules with a T-shaped coordination environment about the Te atom are linked into dimers by C-HCl interactions.

Related literature

For a related structure, see: Engman et al. (2004). For related syntheses, see: Singh et al. (1990); Kaur et al. (1995).

Experimental

Crystal data

C₉H₁₂ClNTe
M_r = 297.25
Monoclinic, P 2₁ /n
a = 6.4514 (6) Å
b = 7.0287 (7) Å
c = 23.847 (2) Å
= 95.967 (9)°
V = 1075.49 (17) Å³
Z = 4
Mo K radiation
= 2.96 mm^-1
T = 295 K
0.45 × 0.36 × 0.12 mm

Data collection

Oxford Diffraction Xcalibur Ruby Gemini diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2007 $[Oxford Diffraction (2007). CrysAlis PRO. Oxford Diffraction Ltd, Abingdon, England.]$ ) T_min = 0.504, T_max = 1.000
7778 measured reflections
3587 independent reflections
2998 reflections with I > 2(I)
R_int = 0.023

Refinement

R[F² > 2(F²)] = 0.043
wR(F²) = 0.096
S = 1.20
3587 reflections
111 parameters
H-atom parameters constrained
_max = 2.25 e Å^-3
_min = -0.98 e Å^-3

Table 1
Selected bond lengths (Å)

Te-C1	2.116 (3)
Te-N	2.355 (3)
Te-Cl	2.5657 (11)

Table 2
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C9-H9CClⁱ	0.96	2.89	3.822 (5)	163
Symmetry code: (i) -x+1, -y, -z+1.

Data collection: CrysAlis PRO (Oxford Diffraction, 2007 $[Oxford Diffraction (2007). CrysAlis PRO. Oxford Diffraction Ltd, Abingdon, England.]$ ); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PK2376 ).

Acknowledgements

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

References

Engman, L., Wojton, A., Oleksyn, B. J. & Sliwinski, J. (2004). Phosphorus Sulfur Silicon Relat. Elem. 179, 285-292.
Kaur, R., Singh, H. B. & Butcher, R. J. (1995). Organometallics, 14, 4755-4763.
Oxford Diffraction (2007). CrysAlis PRO. Oxford Diffraction Ltd, Abingdon, England.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Singh, H. B., Sudha, N., West, A. A. & Hamor, T. A. (1990). J. Chem. Soc. Dalton Trans. pp. 907-913.

organic compounds

Chlorido{2-[(dimethylamino)methyl]phenyl-2N,C1}tellurium