[Journal logo]

Volume 64 
Part 4 
Pages m570-m571  
April 2008  

Received 15 March 2008
Accepted 18 March 2008
Online 29 March 2008


[Cited in]
[Download citation]
Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.002 Å
R = 0.045
wR = 0.126
Data-to-parameter ratio = 31.8
Details

Chlorido{5,5'-dimethyl-2,2'-[1,2-phenylenebis(nitrilomethylidyne)]diphenolato-[kappa]4O,N,N',O'}manganese(III)

Naser Eltaher Eltayeb,a+ Siang Guan Teoh,a Suchada Chantrapromma,b++ Hoong-Kun Func* and Rohana Adnana

aSchool of Chemical Science, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia,bDepartment of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand, and cX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia
Correspondence e-mail: hkfun@usm.my

In the title complex, [Mn(C22H18N2O2)Cl], the MnIII center is in a distorted square-pyramidal configuration; the basal plane is formed by the N2O2 donors of the tetradentate Schiff base dianion, with the two phenol O atoms and two imine N atoms each mutually cis. The chloride ion occupies the apical coordination site. The dihedral angle between the two outer phenolate rings of the tetradentate ligand is 18.24 (9)°. The central benzene ring makes dihedral angles of 13.71 (8) and 30.50 (8)° with the two outer phenolate rings. In the crystal structure, weak C-H...Cl interactions link the molecules into screw helices along the b direction. These helices are further connected by weak C-H...O interactions into a three-dimensional network. The crystal structure is further stabilized by C-H...[pi] interactions involving the central benzene ring.

Related literature

For values of bond lengths, see: Allen et al. (1987[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.]). For details of ring conformations, see: Cremer & Pople (1975[Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.]). For related structures, see, for example: Eltayeb et al. (2008[Eltayeb, N. E., Teoh, S. G., Chantrapromma, S., Fun, H.-K. & Adnan, R. (2008). Acta Cryst. E64, m535-m536.]); Habibi et al. (2007[Habibi, M. H., Askari, E., Chantrapromma, S. & Fun, H.-K. (2007). Acta Cryst. E63, m2905-m2906.]); Mitra et al. (2006[Mitra, K., Biswas, S., Lucas, C. R. & Adhikary, B. (2006). Inorg. Chim. Acta, 359, 1997-2003.]). For background to applications of manganese complexes, see, for example: Dixit & Srinivasan (1988[Dixit, P. S. & Srinivasan, K. (1988). Inorg. Chem. 27, 4507-4509.]); Glatzel et al. (2004[Glatzel, P., Bergmann, U., Yano, J., Visser, H., Robblee, J. H., Gu, W., de Groot, F. M. F., Christou, G., Pecoraro, V. L., Cramer, S. P. & Yachandra, V. K. (2004). J. Am. Chem. Soc. 126, 9946-9959.]); Lu et al. (2006[Lu, Z., Yuan, M., Pan, F., Gao, S., Zhang, D. & Zhu, D. (2006). Inorg. Chem. 45, 3538-3548.]); Stallings et al. (1985[Stallings, W. C., Pattridge, K. A., Strong, R. K. & Ludwig, M. L. (1985). J. Biol. Chem. 260, 16424-16432.]).

[Scheme 1]

Experimental

Crystal data

  • [Mn(C22H18N2O2)Cl]

  • Mr = 432.77

  • Monoclinic, C 2/c

  • a = 20.9593 (5) Å

  • b = 13.5897 (3) Å

  • c = 14.9316 (3) Å

  • [beta] = 119.641 (1)°

  • V = 3696.43 (14) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.88 mm-1

  • T = 100.0 (1) K

  • 0.56 × 0.20 × 0.19 mm
Data collection

  • Bruker SMART APEXII CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). APEX2 (Version 1.27), SAINT (Version 7.12A) and SADABS (Version 2004/1). Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.639, Tmax = 0.852

  • 35769 measured reflections

  • 8109 independent reflections

  • 5992 reflections with I > 2[sigma](I)

  • Rint = 0.048
Refinement

  • R[F2 > 2[sigma](F2)] = 0.045

  • wR(F2) = 0.126

  • S = 1.07

  • 8109 reflections

  • 255 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.75 e Å-3

  • [Delta][rho]min = -0.69 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C5-H5A...Cl1i 0.93 2.77 3.6508 (16) 158
C7-H7A...Cl1i 0.93 2.81 3.6933 (15) 158
C11-H11A...O1ii 0.93 2.58 3.423 (2) 151
C4-H4A...Cg1iii 0.93 2.83 3.5443 (19) 135
Symmetry codes: (i) [-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]; (ii) [x+{\script{1\over 2}}, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]; (iii) [x, -y-1, z-{\script{1\over 2}}]. Cg1 is the centroid of the C8-C13 benzene ring.

Data collection: APEX2 (Bruker, 2005[Bruker (2005). APEX2 (Version 1.27), SAINT (Version 7.12A) and SADABS (Version 2004/1). Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: APEX2; data reduction: SAINT (Bruker, 2005[Bruker (2005). APEX2 (Version 1.27), SAINT (Version 7.12A) and SADABS (Version 2004/1). Bruker AXS Inc., Madison, Wisconsin, USA.]); program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003[Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ2474 ).

Acknowledgements

The authors thank the Malaysian Government, Ministry of Science, Technology and Innovation (MOSTI), and Universiti Sains Malaysia for the E-Science Fund research grant (PKIMIA/613308) and facilities. The International University of Africa (Sudan) is acknowledged for providing study leave to NEE. The authors also thank Universiti Sains Malaysia for the Fundamental Research Grant Scheme (FRGS) grant No. 203/PFIZIK/671064.

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 (2005). APEX2 (Version 1.27), SAINT (Version 7.12A) and SADABS (Version 2004/1). Bruker AXS Inc., Madison, Wisconsin, USA.
Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354-1358.
Dixit, P. S. & Srinivasan, K. (1988). Inorg. Chem. 27, 4507-4509.
Eltayeb, N. E., Teoh, S. G., Chantrapromma, S., Fun, H.-K. & Adnan, R. (2008). Acta Cryst. E64, m535-m536.
Glatzel, P., Bergmann, U., Yano, J., Visser, H., Robblee, J. H., Gu, W., de Groot, F. M. F., Christou, G., Pecoraro, V. L., Cramer, S. P. & Yachandra, V. K. (2004). J. Am. Chem. Soc. 126, 9946-9959.
Habibi, M. H., Askari, E., Chantrapromma, S. & Fun, H.-K. (2007). Acta Cryst. E63, m2905-m2906.
Lu, Z., Yuan, M., Pan, F., Gao, S., Zhang, D. & Zhu, D. (2006). Inorg. Chem. 45, 3538-3548.
Mitra, K., Biswas, S., Lucas, C. R. & Adhikary, B. (2006). Inorg. Chim. Acta, 359, 1997-2003.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.
Stallings, W. C., Pattridge, K. A., Strong, R. K. & Ludwig, M. L. (1985). J. Biol. Chem. 260, 16424-16432.

Acta Cryst (2008). E64, m570-m571   [ doi:10.1107/S1600536808007459 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.