(Pyridine-2-aldoximato-κ2N,N′)bis­[2-(pyridin-2-yl)phenyl-κ2C1,N]iridium(III)

Pal, S.; Singh, B.C.

doi:10.1107/S1600536813004297

Volume 69
Part 3
Page m159
March 2013

Received 29 January 2013
Accepted 13 February 2013
Online 20 February 2013

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.010 Å
R = 0.037
wR = 0.063
Data-to-parameter ratio = 22.1
Details

(Pyridine-2-aldoximato-²N,N')bis[2-(pyridin-2-yl)phenyl-²C¹,N]iridium(III)

Satyanarayan Pal ^a ^* and Bimal Chandra Singh ^a

^aDepartment of Chemistry, International Institute of Information Technology, Bhubaneswar, Odisha 751 003, India
Correspondence e-mail: snpal75@gmail.com

In the title complex, [Ir(C₁₁H₈N)₂(C₆H₅N₂O)], the octahedrally coordinated Ir^III atom is bonded to two 2-(pyridin-2-yl)phenyl ligands, through two phenyl C and two pydidine N atoms, and to one pyridine-2-aldoxime ligand through a pyridine N and an oxime N atom. The oxime O atom of the aldoxime unit forms intermolecular C-HO hydrogen bonds, which result in a two-dimensional hydrogen-bonded polymeric network parallel to (100). C-H [pi] interactions are also observed.

Related literature

For the synthesis of the iridium phenylpyridine starting material, see: Nonoyama (1974). For preparation of phenyl pyridine-based Ir(III) complexes, see: Lamansky et al. (2001). For similar types of complexes, see: Neve et al. (1999). For standard bond lengths, see: Allen et al. (1987). For hydrogen bonding, see: Desiraju (1991) and for C-H [pi] interactions, see: Ma & Dougherty (1997). For oxime ligands, see: Godycki & Rundle (1953).

Experimental

Crystal data

[Ir(C₁₁H₈N)₂(C₆H₅N₂O)]
M_r = 621.71
Monoclinic, P 2₁
a = 9.414 (1) Å
b = 14.226 (2) Å
c = 9.551 (1) Å
= 117.260 (7)°
V = 1137.0 (2) Å³
Z = 2
Mo K radiation
= 5.90 mm^-1
T = 293 K
0.40 × 0.32 × 0.24 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2003) T_min = 0.201, T_max = 0.332
25091 measured reflections
6898 independent reflections
5718 reflections with I > 2(I)
R_int = 0.065

Refinement

R[F² > 2(F²)] = 0.037
wR(F²) = 0.063
S = 0.96
6898 reflections
308 parameters
1 restraint
H-atom parameters constrained
_max = 1.34 e Å^-3
_min = -0.83 e Å^-3
Absolute structure: Flack (1983), 3193 Friedel pairs
Flack parameter: 0.007 (10)

Table 1
Hydrogen-bond geometry (Å, °)

Cg1, Cg2 and Cg3 are the centroids of the C17-C22, N2/C12-C16 and N1/C1-C5 rings, respectively.

D-HA	D-H	HA	DA	D-HA
C7-H7O1ⁱ	0.93	2.35	3.235 (10)	159
C15-H15O1ⁱⁱ	0.93	2.37	3.239 (9)	155
C3-H3Cg1ⁱⁱⁱ	0.93	2.74	3.604 (7)	155
C8-H8Cg2ⁱ	0.93	2.69	3.606 (7)	170
C13-H13Cg3^iv	0.93	2.71	3.538 (9)	148
Symmetry codes: (i) x, y, z+1; (ii) $[-x+1, y-{\script{1\over 2}}, -z]$ ; (iii) $[-x+1, y+{\script{1\over 2}}, -z+1]$ ; (iv) $[-x, y-{\script{1\over 2}}, -z]$ .

Data collection: SMART (Bruker, 2003); cell refinement: SMART (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BG2497 ).

Acknowledgements

The authors would like to thank the Department of Science and Technology, Government of India (Fast-Track project, Grant No. SR/FT/CS-050/2009) for research funding. We also gratefully acknowlege the University of Hyderabad (India) single-crystal X-ray facility for the data collection.

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-S19.
Bruker (2003). SMART, SAINT and SADABS. Bruker AXS inc., Madison, Wisconsin, USA.
Desiraju, G. R. (1991). Acc. Chem. Res. 24, 290-296.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
Godycki, L. E. & Rundle, R. E. (1953). Acta Cryst. 6, 487-495.
Lamansky, S., Djurovich, P., Murphy, D., Abdel-Razzaq, F., Kwong, R., Tsyba, I., Bortz, M., Mui, B., Bau, R. & Thompson, M. E. (2001). Inorg. Chem. 40, 1704-1711.
Ma, J. C. & Dougherty, D. A. (1997). Chem. Rev. 97, 1303-1324.
Neve, F., Crispini, A., Campagna, S. & Serroni, S. (1999). Inorg. Chem. 38, 2250-2258.
Nonoyama, M. (1974). Bull. Chem. Soc. Jpn, 47, 767-768.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.