Received 3 September 2011
aPG Research Department of Physics, Rajah Serfoji Government College (Autonomous), Thanjavur 613 005, Tamilnadu, India,bDepartment of Chemistry, K.S.R. College of Engineering, Tiruchengode 637 215, Tamilnadu, India,cDepartment of Chemistry, Annamalai University, Annamalai Nagar 608 002, Tamilnadu, India,dDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA, and eDepartment of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA
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In the title molecule, C23H19ClN2, the heterocyclic ring adopts a screw-boat conformation, with all substituents equatorial. The benzene ring at position 2 makes dihedral angles of 77.88 (12) and 76.31 (12)° with the phenyl rings at positions 5 and 6, respectively. The dihedral angle between the phenyl rings at positions 5 and 6 is 70.05 (10)°. The Cl atom is disordered over two positions with occupancy factors of 0.946 (5) and 0.054 (5). In the crystal, C-H interactions are found.
For the biological properties of heterocyclic ring systems having a dihydropyrazine nucleus, see: Sondhi et al. (2005). For the use of dihydropyrazines, with reference to DNA breakage activity, see: Takechi et al. (2011). For the inhibition of the growth of Escherichia coli, see: Takeda et al. (2005). For a closely related crystal structure, see: Anuradha et al. (2009).
Data collection: CrysAlis PRO (Oxford Diffraction, 2010); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Oxford Diffraction, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WN2451 ).
JPJ acknowledges the NSF-MRI program (grant No. CHE1039027) for funds to purchase the X-ray diffractometer.
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