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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 [sigma](C-C) = 0.007 Å
R = 0.055
wR = 0.114
Data-to-parameter ratio = 13.7
Details
Open access

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

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 CuII 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-H...N hydrogen bond involving the pyridine N atom and the amino group of the 2-aminopyridine ligand. In the crystal, molecules are linked via N-H...Cl hydrogen bonds, forming chains propagating along [001].

Related literature

For the preparation of similar compounds, see: Miao et al. (2009[Miao, J., Zhao, Z., Chen, H., Wang, D. & Nie, Y. (2009). Acta Cryst. E65, m904.]); Parashar et al. (1988[Parashar, R. K., Sharma, R. C., Kumar, A. & Mohan, G. (1988). Inorg. Chim. Acta, 151, 201-208.]); Castineiras et al. (1989[Castineiras, A., Castro, J. A., Duran, M. L., Garcia-Vazquez, J. A., Romero, J. & Sousa, A. (1989). Polyhedron, 8, 2543-2549.]). For the crystal structures of related compounds, see: Castineiras et al. (1989[Castineiras, A., Castro, J. A., Duran, M. L., Garcia-Vazquez, J. A., Romero, J. & Sousa, A. (1989). Polyhedron, 8, 2543-2549.]); Miao et al. (2009[Miao, J., Zhao, Z., Chen, H., Wang, D. & Nie, Y. (2009). Acta Cryst. E65, m904.]).

[Scheme 1]

Experimental

Crystal data
  • [Cu(C13H11N2O)Cl(C6H8N2)

  • Mr = 418.37

  • Monoclinic, P 21 /c

  • a = 17.443 (4) Å

  • b = 11.2197 (19) Å

  • c = 9.4435 (19) Å

  • [beta] = 92.67 (2)°

  • V = 1846.1 (6) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 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.]) Tmin = 0.565, Tmax = 1.000

  • 7213 measured reflections

  • 3339 independent reflections

  • 2017 reflections with I > 2[sigma](I)

  • Rint = 0.063

Refinement
  • R[F2 > 2[sigma](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

  • [Delta][rho]max = 0.40 e Å-3

  • [Delta][rho]min = -0.45 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N2-H2NB...N3 0.85 (4) 2.27 (4) 3.039 (6) 150 (5)
N2-H2NA...Cl1i 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[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: OLEX2 (Dolomanov et al., 2009[Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); 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.  [ChemPort]
Dolomanov, O. V., Bourhis, L. J., Gildea, R. J., Howard, J. A. K. & Puschmann, H. (2009). J. Appl. Cryst. 42, 339-341.  [ISI] [CrossRef] [ChemPort] [details]
Miao, J., Zhao, Z., Chen, H., Wang, D. & Nie, Y. (2009). Acta Cryst. E65, m904.  [CSD] [CrossRef] [details]
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.  [CrossRef] [ChemPort] [ISI]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]


Acta Cryst (2012). E68, m1523  [ doi:10.1107/S1600536812047198 ]

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