Received 17 October 2012
aDepartment of Chemistry, M.M.V., Banaras Hindu University, Varanasi 221 005, India,bSchool of Studies in Chemistry, Jiwaji University, Gwalior 474 011, India, and cDepartment of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA
Correspondence e-mail: email@example.com
The title compound, C10H8N4O2S, was synthesized from furoyl isothiocynate and 2-aminopyrimidine in dry acetone. The two N-H groups are in an anti conformation with respect to each other and one N-H group is anti to the C=S group while the other is syn. The amide C=S and the C=O groups are syn to each other. The mean plane of the central thiourea fragment forms dihedral angles of 13.50 (14) and 5.03 (11)° with the furan and pyrimidine rings, respectively. The dihedral angle between the furan and pyrimidine rings is 18.43 (10)°. The molecular conformation is stabilized by an intramolecular N-HN hydrogen bond generating an S(6) ring motif. In the crystal, molecules are linked by pairs of N-HN and weak C-HS hydrogen bonds to form inversion dimers.
For a general background to the biological activity of thiourea, see: Koketsu & Ishihara (2006). For heterocyclic derivatives, metal complexes and molecular electronics, see: Zeng et al. (2003); D'hooghe et al. (2005); Aly et al. (2007); Duque et al. (2009). For related structures, see: Singh et al. (2012); Koch (2001); Hassan et al. (2007); Pérez et al. (2008); Yan & Xue (2008).
Data collection: CrysAlis PRO (Agilent, 2011); 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: LH5548 ).
DPS and SP are grateful to Banaras Hindu University, Varanasi, for financial support. RJB acknowledges the NSF-MRI program (grant No. CHE0619278) for funds to purchase the X-ray diffractometer. SKG wishes to acknowledge the USIEF for the award of a Fulbright-Nehru Senior Research Fellowship.
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