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Volume 69 
Part 12 
Pages m631-m632  
December 2013  

Received 18 October 2013
Accepted 28 October 2013
Online 6 November 2013

Key indicators
Single-crystal X-ray study
T = 173 K
Mean [sigma](C-C) = 0.003 Å
R = 0.034
wR = 0.081
Data-to-parameter ratio = 16.8
Details
Open access

{2,2'-[Ethane-1,2-diylbis(nitrilo­methan­yl­yl­idene)]diphenolato}(iso­propano­lato)aluminium di­chloro­methane hemisolvate

aDepartment of Chemistry, M.V. Lomonosov Moscow State University, Leninskie Gory 1/3, Moscow 119991, Russian Federation, and bInstitute of General and Inorganic Chemistry, Russian Academy of Sciences, Leninskii prosp. 31, Moscow 119991, Russian Federation
Correspondence e-mail: churakov@igic.ras.ru

In the title compound, [Al(C16H14N2O2)(C3H7O)]·0.5CH2Cl2, the salen complex is monomeric and the dichlormethane solvent mol­ecule lies on a crystallographic twofold axis. The central Al atom is fivefold coordinated and possesses a square-based pyramidal environment. The Al-OAlk(iprop­yl) bond [1.7404 (14) Å] is much shorter than the Al-OAr(salen) bond lengths [1.7974 (15) and 1.8094 (14) Å]. The iso­propyl­oxo group forms an intra­molecular C-H...N hydrogen bond. In the crystal, the complex mol­ecules are linked by weak C-H...O inter­actions.

Related literature

For general background to the chemistry affording aluminium complexes based on salen-type ligands, see: Matsumoto et al. (2007[Matsumoto, K., Saito, B. & Katsuki, T. (2007). Chem. Commun. pp. 3619-3627.]); Gurian et al. (1991[Gurian, P. L., Cheatham, L. K., Zillerb, J. W. & Barron, A. R. (1991). J. Chem. Soc. Dalton Trans. pp. 1449-1456.]); Atwood et al. (1997[Atwood, D. A., Jegier, J. A. & Rutherford, D. (1997). Bull. Chem. Soc. Jpn, 70, 2093-2100.]); Muñoz-Hernandez et al. (2000[Muñoz-Hernandez, M.-A., Keizer, T. S., Parkin, S., Zhang, Y. & Atwood, D. A. (2000). J. Chem. Crystallogr. 30, 219-222.]). For our previous work on main group element complexes with polydentate N,O-ligands, see: Karlov & Zaitseva (2001[Karlov, S. S. & Zaitseva, G. S. (2001). Chem. Heterocycl. Compd, 37, 1325-1357.]). For structures of related monomeric Al-salen complexes, see: Darensburg & Billodeaux (2005[Darensburg, D. J. & Billodeaux, D. R. (2005). Inorg. Chem. 44, 1433-1442.]); Gurian et al. (1991[Gurian, P. L., Cheatham, L. K., Zillerb, J. W. & Barron, A. R. (1991). J. Chem. Soc. Dalton Trans. pp. 1449-1456.]); Pang et al. (2008[Pang, X., Du, H., Chen, X., Wand, X. & Jing, X. (2008). Chem. Eur. J. 14, 3126-3136.]). For a description of the Cambridge Structural Database, see: Allen (2002[Allen, F. H. (2002). Acta Cryst. B58, 380-388.]).

[Scheme 1]

Experimental

Crystal data
  • [Al(C16H14N2O2)(C3H7O)]·0.5CH2Cl2

  • Mr = 394.82

  • Orthorhombic, F d d 2

  • a = 24.427 (3) Å

  • b = 30.875 (4) Å

  • c = 10.0956 (13) Å

  • V = 7614.0 (16) Å3

  • Z = 16

  • Mo K[alpha] radiation

  • [mu] = 0.27 mm-1

  • T = 173 K

  • 0.25 × 0.15 × 0.04 mm

Data collection
  • Bruker SMART APEXII diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2008[Bruker (2008). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.936, Tmax = 0.989

  • 13794 measured reflections

  • 4069 independent reflections

  • 3687 reflections with I > 2[sigma](I)

  • Rint = 0.032

Refinement
  • R[F2 > 2[sigma](F2)] = 0.034

  • wR(F2) = 0.081

  • S = 1.04

  • 4069 reflections

  • 242 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.32 e Å-3

  • [Delta][rho]min = -0.32 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 1872 Friedel pairs

  • Absolute structure parameter: -0.09 (7)

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C1-H1A...N1 1.00 2.64 3.204 (3) 116
C18-H18A...O3i 0.99 2.55 3.508 (2) 163
C4-H4...O1ii 0.96 2.33 3.2539 (18) 160
Symmetry codes: (i) [x+{\script{1\over 4}}, -y+{\script{3\over 4}}, z-{\script{1\over 4}}]; (ii) [-x+{\script{7\over 4}}, y+{\script{1\over 4}}, z-{\script{1\over 4}}].

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: FK2075 ).


Acknowledgements

This work was partially supported by the RFBR (12-03-00206_a) and a grant from the President of the Russian Federation to support the research of young Russian scientists and doctors (MD-3634.2012.3).

References

Allen, F. H. (2002). Acta Cryst. B58, 380-388.  [Web of Science] [CrossRef] [IUCr Journals]
Atwood, D. A., Jegier, J. A. & Rutherford, D. (1997). Bull. Chem. Soc. Jpn, 70, 2093-2100.  [CrossRef] [ChemPort] [Web of Science]
Bruker (2008). APEX2, SADABS and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Darensburg, D. J. & Billodeaux, D. R. (2005). Inorg. Chem. 44, 1433-1442.  [Web of Science] [PubMed]
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [IUCr Journals]
Gurian, P. L., Cheatham, L. K., Zillerb, J. W. & Barron, A. R. (1991). J. Chem. Soc. Dalton Trans. pp. 1449-1456.  [CSD] [CrossRef]
Karlov, S. S. & Zaitseva, G. S. (2001). Chem. Heterocycl. Compd, 37, 1325-1357.  [CrossRef] [ChemPort]
Matsumoto, K., Saito, B. & Katsuki, T. (2007). Chem. Commun. pp. 3619-3627.  [CrossRef]
Muñoz-Hernandez, M.-A., Keizer, T. S., Parkin, S., Zhang, Y. & Atwood, D. A. (2000). J. Chem. Crystallogr. 30, 219-222.
Pang, X., Du, H., Chen, X., Wand, X. & Jing, X. (2008). Chem. Eur. J. 14, 3126-3136.  [CSD] [CrossRef] [PubMed] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]


Acta Cryst (2013). E69, m631-m632   [ doi:10.1107/S1600536813029644 ]

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