Received 6 June 2013
aShri Angalamman College of Engineering and Technology, Siruganoor, Tiruchirappalli 621 105, India,bDepartment of Chemistry, Annamalai University, Annamalainagar, Chidambaram, India,cDepartment of Chemistry, Urumudhanalakshmi College, Tiruchirappalli 620 019, India, and dDepartment of Physics, Urumudhanalakshmi College, Tiruchirappalli 620 019, India
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In the title compound, C29H19F3N2O, a phenanthroline-fused imidazole tetracyclic system, the fused benzene rings deviate slightly from the central ring and make dihedral angles with this ring of 3.47 (8) and 3.05 (8)°. The trifluoromethylphenyl ring is roughly coplanar with the phenanthroline-fused imidazole tetracyclic system [dihedral angle = 11.02 (6)°], while the methoxyphenyl ring is almost perpendicular [dihedral angle = 87.65 (6)°]. There are intramolecular C-H interactions involving the methoxyphenyl ring and the central phenanthroline ring, as well as an intermolecular C-H interaction involving the phenanthroline ring. In addition, there is an intermolecular - interaction involving the central phenanthroline ring and the trifluoromethylphenyl ring [centroid-centroid distance = 3.685 (2) Å], as well as C-HN interactions linking the molecules into dimers.
For background to the supramolecular architecture of phenanthroline compounds, see: Lehn (1995). For metal sensors, see: Walters et al. (2000). For molecular electronics, see: Peng et al. (1997). For photo sensitizers see: Hara et al. (2001). For a related structure, see: Sathishkumar et al. (2013).
Data collection: APEX2 (Bruker, 2008); cell refinement: APEX2 and SAINT (Bruker, 2008); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 2012); 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: BV2223 ).
The authors thank Dr Babu Varghese, Senior Scientific Officer SAIF, IIT Chennai, India, for carrying out the data collection.
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