Received 23 December 2009
aDepartment of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA,bDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA,cDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India, and dDepartment of Studies in Chemistry, Mangalore University, Mangalagangotri 574 199, India
Correspondence e-mail: firstname.lastname@example.org
In the title compound, C21H15F3N2, the benzene ring bonded to the central C atom forms dihedral angles of 77.5 (7) and 89.0 (5)°, respectively, with the remaining two benzene rings. Weak intermolecular C-HF hydrogen bonds link the molecules into chains propagated in . The crystal packing exhibits weak - interactions as evidenced by relatively short distances between the centroids of the aromatic rings [3.820 (7) and 3.971 (5) Å]. A MOPAC PM3 optimization of the molecular geometry in vacuo supports a suggestion that intermolecular forces have a significnt influence on the molecular conformation in the crystal.
For aromatic aldehyde reactions, see Williams & Bailar (1959). For kinetics of hydrobenzamides, see Crampton et al. (1997). For conventional preparation of hydrobenzamides, see Kamal & Qureshi (1963). For related structures, see: Corey & Kuhnle (1997); Karupaiyan et al. (1998); Saigo et al. (1986). For bond-length data, see: Allen et al. (1987). For the synthesis of nitrogen-containing heterocyclic compounds, see Kupfer & Brinker (1996). For MOPAC PM3 calculations, see Schmidt & Polik (2007).
Data collection: CrysAlis PRO (Oxford Diffraction, 2007); 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: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV2683 ).
QNMHA thanks the University of Mysore for use of their research facilities. RJB acknowledges the NSF MRI program (grant No. CHE-0619278) for funds to purchase an X-ray diffractometer.
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