Received 9 May 2013
aDepartment of Chemistry, An-Najah National University, Nablus, State of Palestine,bDepartment of Chemistry, Hashemite University, Zarqa 13115, Jordan,cDepartment of Chemistry, University of Jordan, Amman 11942, Jordan, and dLCAE-URAC18, Faculté des Sciences, Université Mohammed Ier, Oujda 60000, Morocco
Correspondence e-mail: email@example.com, firstname.lastname@example.org
In the title racemic Schiff base ligand, C20H20Cl2N2, which was prepared by the condensation of 2-chlorobenzaldehyde and cyclohexane-1,2-diamine, the cyclohexane ring adopts a chair conformation and the dihedral angle between the aromatic rings of the 2-chlorophenyl substituent groups is 62.52 (8)°. In the structure, there are two short intramolecular methine C-HCl interactions [CCl = 3.066 (2) and 3.076 (3) Å], and in the crystal there are also weak intermolecular aromatic C-HCl [3.464 (3), 3.553 (3) and 3.600 (3) Å] and ClCl [3.557 (3) and 3.891 (3) Å] contacts.
For the crystal structures of some Schiff bases derived from cyclohexane-1,2-diamine, see: Arvinnezhad et al. (2012); Fan et al. (2011); Saleh Salga et al. (2010). For applications of chiral Schiff base ligands, see: Da Silva et al. (2011); Dhar & Taploo (1982); Przybylski et al. (2009); Gupta & Sutar (2008). For the synthesis of the title compound, see: Larrow & Jacobsen (1998).
Data collection: CrysAlis PRO (Agilent, 2011); 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: ORTEPIII (Burnett & Johnson, 1996); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZS2261 ).
This project was supported by An-Najah National University and Hashemite University. The X-ray structural work was carried out at the Hamdi Mango Center for Scientific Research at the University of Jordan.
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