Bromidotricarbon­yl[2-(pyridin-2-yl-κN)-5-p-tolyl-1,3,4-oxadiazole-κN3]rhenium(I) dichloro­methane monosolvate

Shi, L.-F.; Li, Y.; Si, Z.; Guan, Y.; Cao, H.

doi:10.1107/S160053681004969X

Volume 67
Part 1
Pages m9-m10
January 2011

Received 23 November 2010
Accepted 28 November 2010
Online 4 December 2010

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.008 Å
R = 0.040
wR = 0.103
Data-to-parameter ratio = 18.5
Details

Bromidotricarbonyl[2-(pyridin-2-yl-N)-5-p-tolyl-1,3,4-oxadiazole-N³]rhenium(I) dichloromethane monosolvate

Lin-Fang Shi,^a ^* Yan-wei Li,^b Zhen-jun Si,^c Ying Guan ^a and Hua-ru Cao ^a

^aCollege of Sciences, Zhejiang A&F University, Lin'an, Hangzhou, Zhejiang 311300, People's Republic of China,^bSchool of Chemical Engineering & Technology, Harbin Institute of Technology, Harbin 150001, People's Republic of China, and ^cSchool of Materials Science and Engineering, Changchun University of Science and Technology, Changchun 130000, People's Republic of China
Correspondence e-mail: lfshi2003@163.com

In the title compound, [ReBr(C₁₄H₁₁N₃O)(CO)₃]·CH₂Cl₂, the coordination geometry of the Re^I atom is a distorted ReC₃N₂Br octahedron with the carbonyl C atoms in a fac arrangement. Within the 2-(pyridin-2-yl)-5-p-tolyl-1,3,4-oxadiazole ligand, the dihedral angles between the oxadiazole ring and the pyridine (py) and benzene (bz) rings are 1.7 (2) and 7.1 (2)°, respectively, and the dihedral angle between the py and bz rings is 5.5 (2)°. In the crystal, aromatic [pi] - [pi] stacking between the oxadiazole rings of adjacent molecules [centroid-centroid separation = 3.465 (3) Å] is seen.

Related literature

For backgroud to phosphoresence in Re(I) complexes, see: Ley et al. (1997); Zhang et al. (2009). For a related structure, see: Rajendran et al. (2000). For the synthesis of the ligand, see: Demko & Sharpless (2001); Tamoto et al. (1997).

Experimental

Crystal data

[ReBr(C₁₄H₁₁N₃O)(CO)₃]·CH₂Cl₂
M_r = 672.32
Monoclinic, C 2/c
a = 12.590 (3) Å
b = 19.621 (4) Å
c = 17.660 (4) Å
= 101.77 (3)°
V = 4270.8 (15) Å³
Z = 8
Mo K radiation
= 7.84 mm^-1
T = 293 K
0.25 × 0.22 × 0.11 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2002) T_min = 0.149, T_max = 0.409
20653 measured reflections
4847 independent reflections
4254 reflections with I > 2(I)
R_int = 0.063

Refinement

R[F² > 2(F²)] = 0.040
wR(F²) = 0.103
S = 1.05
4847 reflections
262 parameters
H-atom parameters constrained
_max = 2.07 e Å^-3
_min = -2.88 e Å^-3

Table 1
Selected bond lengths (Å)

Re1-C1	1.887 (6)
Re1-C2	1.921 (5)
Re1-C3	1.890 (5)
Re1-N1	2.228 (4)
Re1-N2	2.169 (4)
Re1-Br1	2.6146 (11)

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5758 ).

Acknowledgements

This work was supported by Zhejiang A & F University Science Foundation (2009FR068).

References

Bruker (2002). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Demko, Z.-P. & Sharpless, K.-B. (2001). J. Org. Chem. 66, 7945-7950.
Ley, K.-D., Whittle, C.-E., Bartberger, M.-D. & Schanze, K.-S. (1997). J. Am. Chem. Soc. 119, 3423-3424.
Rajendran, T., Manimaran, B., Lee, F.-Y., Lee, G.-H., Peng, S.-M., Wang, C.-C. & Lu, K.-L. (2000). Inorg. Chem. 39, 2016-2017.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tamoto, N., Adachi, C. & Ngai, K. (1997). Chem. Mater. 9, 1077-1085.
Zhang, L.-M., Li, B. & Su, Z.-M. (2009). Langmuir, 25, 2068-2074.

metal-organic compounds

Bromidotricarbonyl[2-(pyridin-2-yl-N)-5-p-tolyl-1,3,4-oxadiazole-N3]rhenium(I) dichloromethane monosolvate