Received 2 July 2013
aDepartment of Chemistry, Faculty of Resource Science and Technology, Universiti Malaysia Sarawak, 94300 Kota Samarahan, Sarawak, Malaysia,bDepartment of Molecular Biology, Faculty of Resource Science and Technology, Universiti Malaysia Sarawak, 94300 Kota Samarahan, Sarawak, Malaysia, and cX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia
Correspondence e-mail: email@example.com
The asymmetric unit of the title compound, C22H18N4O2S2, contains two molecules. In one of them, the dihedral angles between the central benzene ring and the phenyl rings are 16.97 (8) and 20.97 (8)°, while the phenyl rings make a dihedral angle of 37.87 (8)°. In the other molecule, the corresponding values are 34.92 (7), 53.90 (7) and 60.68 (8)°, respectively. In each molecule, two intramolecular N-HO hydrogen bonds generate S(6) rings and a short C-HS contact also occurs. In the crystal, N-HS, N-HO, C-HO and C-HS interactions link the molecules into a three-dimensional network.
For biological applications of benzimidazole derivatives, see: Madan et al. (1991); Fernandez et al. (2005); Kucukguzel et al. (2008); Saeed et al. (2009). For biological properties of thioureas, see: Rauf et al. (2009).
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7103 ).
ZN, MAMA and HH thank Universiti Malaysia Sarawak and the Ministry of Science, Technology and Innovation, MOSTI, for financing this project through FRGS/01 (14)/743/2010 (29). WSHWZ thanks Yayasan Tunku Abdul Rahman for providing a scholarship for her postgraduate studies. MMR thanks Universiti Sains Malaysia (USM) for the research facilities and USM Short Term Grant (No. 304/PFIZIK/6312078).
Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Fernandez, E. R., Manzano, J. L., Benito, J. J., Hermosa, R., Monte, E. & Criado, J. J. (2005). J. Inorg. Biochem. 99, 1559-1572.
Kucukguzel, I., Tatar, E., Kucukguzel, S. G., Rollas, S. & Clercq, E. D. (2008). Eur. J. Med. Chem. 43, 381-392.
Madan, V. K., Taneja, A. D. & Kudesia, V. P. (1991). J. Indian Chem. Soc. 68, 471-472.
Rauf, M. K., Din, I. U., Badshah, A., Geilen, M., Ebihara, M., Vos, D. & Ahmed, S. (2009). J. Inorg. Biochem. 103, 1135-1144.
Saeed, A., Abbas, N., Rafique, H., Rashid, S. & Hameed, A. (2009). Chemistry, 18, 152-158.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.