Received 1 July 2013
aChemistry Department, Faculty of Science, Sohag University, 82524 Sohag, Egypt,bDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey,cChemistry and Environmental Division, Manchester Metropolitan University, Manchester M1 5GD, England,dChemistry Department, Faculty of Science, Mini University, 61519 El-Minia, Egypt,eSchool of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, England, and fKirkuk University, College of Science, Department of Chemistry, Kirkuk, Iraq
Correspondence e-mail: email@example.com
In the title compound, C14H13N3O2S, the dihedral angle between the thiophene and phenyl rings is 24.95 (8)°. The molecular structure is consolidated by intramolecular N-HO and C-HS interactions. The crystal structure features N-HN and N-HO hydrogen bonds forming centrosymmetric R22(12) dimers, which are linked into a two-dimensional network parallel to (011) with an S(6)R22S(6) motif. In addition, - stacking interactions [centroid-centroid distance = 3.7013 (12) Å] occur between the thiophene and phenyl rings of adjacent molecules.
For pharmaceutical and industrial applications of amino-thiophene-containingg compounds, see: Inversen et al. (2000); Webb et al. (2000). For the synthesis of multi-substituted thiphene compounds, see: El-Sharkawy et al. (2012); Huang et al. (2011). For the crystal structure of a related compound, see: Mabkhot et al. (2013).
Data collection: CrystalClear-SM Expert (Rigaku, 2012); cell refinement: CrystalClear-SM Expert; data reduction: CrystalClear-SM Expert; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012) and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PV2639 ).
Erciyes University, Sohag University and Southampton University are gratefully acknowledged for supporting this study.
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