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Volume 69 
Part 8 
Page m443  
August 2013  

Received 28 June 2013
Accepted 3 July 2013
Online 10 July 2013

Key indicators
Single-crystal X-ray study
T = 203 K
Mean [sigma](C-C) = 0.006 Å
R = 0.030
wR = 0.076
Data-to-parameter ratio = 18.0
Details
Open access

Bis[2-(1,3-benzothiazol-2-yl)phenyl-[kappa]2C1,N][1,3-bis(4-bromophenyl)propane-1,3-dionato-[kappa]2O,O']iridium(III)

aDepartment of Chemistry Education and Interdisciplinary Program of Advanced Information and Display Materials, Pusan National University, Busan 609-735, Republic of Korea, and bDepartment of Chemistry, Chungnam National University, Daejeon 305-764, Republic of Korea
Correspondence e-mail: skkang@cnu.ac.kr

The title complex, [Ir(C15H9Br2O2)(C13H8NS)2], lies about a crystallographic twofold rotation axis passing through the IrIII atom and the central C atom of the bis(bromophenyl)propane-1,3-dionate ligand. The IrIII atom adopts a distorted octahedral geometry coordinated by two N atoms in the axial positions, and two C and two O atoms in the equatorial plane. The dihedral angle between the two thiazole ring systems in the complex is 77.45 (10)°.

Related literature

For luminescent Ir complexes, see: Ulbricht et al. (2009[Ulbricht, C., Beyer, B., Friebe, C., Winter, A. & Schubert, U. S. (2009). Adv. Mater. 21, 4418-4441.]); Liu et al. (2008[Liu, Z.-W., Nie, D.-B., Bian, Z.-Q., Chen, F.-F., Lou, B., Bian, J. & Huang, C.-H. (2008). ChemPhysChem, 9, 634-640.]); Hwang et al. (2005[Hwang, F. M., Chen, H. Y., Chen, P. S., Liu, C. S., Chi, Y. C., Shu, C. F., Wu, F. L., Chou, P. T., Peng, S. M. & Lee, G. H. (2005). Inorg. Chem. 44, 1344-1353.]); Tsuboyama et al. (2003[Tsuboyama, A., Iwawaki, H., Furugori, M., Mukaide, T., Kamatani, J., Igawa, S., Moriyama, T., Miura, S., Takiguchi, T., Okada, S., Hoshino, M. & Ueno, K. (2003). J. Am. Chem. Soc. 125, 12971-12979.]); Bera et al. (2007[Bera, N., Cumpustey, N., Burn, P. L. & Samuel, I. D. W. (2007). Adv. Funct. Mater. 17, 1149-1152.]). For phosphorescent Ir complexes, see: Xu et al. (2009[Xu, M., Zhou, R., Wang, G. & Yu, J. (2009). Inorg. Chim. Acta, 362, 2183-2188.]); Sengottuvelan et al. (2011[Sengottuvelan, N., Yun, S.-J., Kang, S. K. & Kim, Y.-I. (2011). Bull. Korean Chem. Soc. 32, 4321-4326.], 2013[Sengottuvelan, N., Yun, S.-J., Kim, D.-Y., Hwang, I.-H., Kang, S. K. & Kim, Y.-I. (2013). Bull. Korean Chem. Soc. 34, 167-173.]).

[Scheme 1]

Experimental

Crystal data
  • [Ir(C15H9Br2O2)(C13H8NS)2]

  • Mr = 993.77

  • Monoclinic, C 2/c

  • a = 15.888 (4) Å

  • b = 12.689 (3) Å

  • c = 17.143 (5) Å

  • [beta] = 100.28 (5)°

  • V = 3400.8 (16) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 6.44 mm-1

  • T = 203 K

  • 0.35 × 0.29 × 0.16 mm

Data collection
  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2002[Bruker (2002). SADABS, SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.132, Tmax = 0.365

  • 15842 measured reflections

  • 4079 independent reflections

  • 3623 reflections with I > 2[sigma](I)

  • Rint = 0.059

Refinement
  • R[F2 > 2[sigma](F2)] = 0.030

  • wR(F2) = 0.076

  • S = 1.06

  • 4079 reflections

  • 227 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 1.55 e Å-3

  • [Delta][rho]min = -1.26 e Å-3

Table 1
Selected bond lengths (Å)

Ir1-C18 1.996 (4)
Ir1-N12 2.060 (3)
Ir1-O2 2.155 (3)

Data collection: SMART (Bruker, 2002[Bruker (2002). SADABS, SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). SADABS, SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS2013 (Sheldrick, 2013[Sheldrick, G. M. (2013). University of Göttingen, Germany.]); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2013[Sheldrick, G. M. (2013). University of Göttingen, Germany.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: IS5287 ).


References

Bera, N., Cumpustey, N., Burn, P. L. & Samuel, I. D. W. (2007). Adv. Funct. Mater. 17, 1149-1152.  [CrossRef] [ChemPort]
Bruker (2002). SADABS, SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Hwang, F. M., Chen, H. Y., Chen, P. S., Liu, C. S., Chi, Y. C., Shu, C. F., Wu, F. L., Chou, P. T., Peng, S. M. & Lee, G. H. (2005). Inorg. Chem. 44, 1344-1353.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]
Liu, Z.-W., Nie, D.-B., Bian, Z.-Q., Chen, F.-F., Lou, B., Bian, J. & Huang, C.-H. (2008). ChemPhysChem, 9, 634-640.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]
Sengottuvelan, N., Yun, S.-J., Kang, S. K. & Kim, Y.-I. (2011). Bull. Korean Chem. Soc. 32, 4321-4326.  [ChemPort]
Sengottuvelan, N., Yun, S.-J., Kim, D.-Y., Hwang, I.-H., Kang, S. K. & Kim, Y.-I. (2013). Bull. Korean Chem. Soc. 34, 167-173.  [ChemPort]
Sheldrick, G. M. (2013). University of Göttingen, Germany.
Tsuboyama, A., Iwawaki, H., Furugori, M., Mukaide, T., Kamatani, J., Igawa, S., Moriyama, T., Miura, S., Takiguchi, T., Okada, S., Hoshino, M. & Ueno, K. (2003). J. Am. Chem. Soc. 125, 12971-12979.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]
Ulbricht, C., Beyer, B., Friebe, C., Winter, A. & Schubert, U. S. (2009). Adv. Mater. 21, 4418-4441.  [Web of Science] [CrossRef] [ChemPort]
Xu, M., Zhou, R., Wang, G. & Yu, J. (2009). Inorg. Chim. Acta, 362, 2183-2188.  [Web of Science] [CSD] [CrossRef] [ChemPort]


Acta Cryst (2013). E69, m443  [ doi:10.1107/S1600536813018394 ]

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