Received 10 November 2013
aResearch Scholar (Chemistry), Bharathiyar University, Coimbatore 641 046, Tamilnadu, India,bDepartment of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India,cDepartment of Sciences, Chemistry and Materials Research Lab, Amrita Vishwa Vidyapeetham University, Ettimadai, Coimbatore 641 112, India, and dDepartment of Physics, CPCL Polytechnic College, Chennai 600 068, India
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In the title compound, C25H19FN2O5S, the substituted phenyl ring makes a dihedral angle of 12.26 (9)° with the indole ring system. The nitro group is twisted at an angle of 26.92 (8)° out of the plane of the ring to which it is attached. The molecular structure is stabilized by weak C-HO hydrogen bonds. In the crystal, weak C-HO, C-HF and - [centroid-centroid distance = 3.6645 (11) Å] interactions link the molecules, forming a three-dimensional network.
For the biological activity of indole derivatives, see: Pomarnacka & Kozlarska-Kedra (2003); Srivastava et al. (2011). For related structures, see: Chakkaravarthi et al. (2008, 2010). For details of the configuration at the S atom, see: Bassindale (1984). For details of N-atom hybridization, see: Beddoes et al. (1986).
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT6945 ).
The authors wish to acknowledge the SAIF, IIT, Madras, for the data collection.
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