Chlorido(4-methylpyridin-2-amine-κN1)(2-{[(4-methylpyridin-2-yl)imino-κN]methyl}phenolato-κO)copper(II)

Bhagyaraju, B.; Sambasiva Rao, P.; Swu, T.

doi:10.1107/S1600536812047198

Volume 68
Part 12
Page m1523
December 2012

Received 25 October 2012
Accepted 16 November 2012
Online 24 November 2012

Key indicators
Single-crystal X-ray study
T = 300 K
Mean (C-C) = 0.007 Å
R = 0.055
wR = 0.114
Data-to-parameter ratio = 13.7
Details

Chlorido(4-methylpyridin-2-amine-N¹)(2-{[(4-methylpyridin-2-yl)imino-N]methyl}phenolato-O)copper(II)

Bussa Bhagyaraju,^a P. Sambasiva Rao ^a ⁺ and Toka Swu ^a ^*

^aDepartment of Chemistry, Pondicherry University, R.V. Nagar, Kalapet, Puducherry 605 014, India
Correspondence e-mail: tokaswu.che@pondiuni.edu.in

In the title complex, [Cu(C₁₃H₁₁N₂O)Cl(C₆H₈N₂)], the Cu^II atom adopts a distorted tetrahedral geometry being coordinated by the phenolic O atom and the azomethine N atom of the Schiff base ligand N-salicylidene 2-aminopyridine, and by the 2-aminopyridine N atom and a Cl atom. The pyridyl N atom of the Schiff base and the imino N atom of the 4-methyl-pyridine-2-ylimino ligand are not involved in the coordination. There is an intramolecular N-HN hydrogen bond involving the pyridine N atom and the amino group of the 2-aminopyridine ligand. In the crystal, molecules are linked via N-HCl hydrogen bonds, forming chains propagating along [001].

Related literature

For the preparation of similar compounds, see: Miao et al. (2009); Parashar et al. (1988); Castineiras et al. (1989). For the crystal structures of related compounds, see: Castineiras et al. (1989); Miao et al. (2009).

Experimental

Crystal data

[Cu(C₁₃H₁₁N₂O)Cl(C₆H₈N₂)
M_r = 418.37
Monoclinic, P 2₁ /c
a = 17.443 (4) Å
b = 11.2197 (19) Å
c = 9.4435 (19) Å
= 92.67 (2)°
V = 1846.1 (6) Å³
Z = 4
Mo K radiation
= 1.34 mm^-1
T = 300 K
0.40 × 0.40 × 0.06 mm

Data collection

Oxford Diffraction Xcalibur, Eos diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010 $[Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd., Yarnton, England.]$ ) T_min = 0.565, T_max = 1.000
7213 measured reflections
3339 independent reflections
2017 reflections with I > 2(I)
R_int = 0.063

Refinement

R[F² > 2(F²)] = 0.055
wR(F²) = 0.114
S = 0.94
3339 reflections
243 parameters
2 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.40 e Å^-3
_min = -0.45 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2NBN3	0.85 (4)	2.27 (4)	3.039 (6)	150 (5)
N2-H2NACl1ⁱ	0.86 (4)	2.44 (4)	3.305 (5)	179 (7)
Symmetry code: (i) $[x, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]$ .

Data collection: CrysAlis PRO (Oxford Diffraction, 2010 $[Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd., Yarnton, England.]$ ); 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: OLEX2 (Dolomanov et al., 2009) and PLATON (Spek, 2009); software used to prepare material for publication: OLEX2.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2518 ).

Acknowledgements

BB thanks the Department of Science and Technolgy, New Delhi, India, for financial support and for providing the single-crystal X-ray diffractometer facility at the Department of Chemistry, Pondicherry University, under the DST-FIST program.

References

Castineiras, A., Castro, J. A., Duran, M. L., Garcia-Vazquez, J. A., Romero, J. & Sousa, A. (1989). Polyhedron, 8, 2543-2549.
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.
Miao, J., Zhao, Z., Chen, H., Wang, D. & Nie, Y. (2009). Acta Cryst. E65, m904.
Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd., Yarnton, England.
Parashar, R. K., Sharma, R. C., Kumar, A. & Mohan, G. (1988). Inorg. Chim. Acta, 151, 201-208.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.