Received 8 March 2013
The molecular structure of the title compound, C18H21N3S, shows a twisted conformation with a dihedral angle of 67.45 (4)° between the aromatic ring planes and an N-C-C-S torsion angle of -5.01 (13)°. The imidazolidine ring and the aniline moiety make a dihedral angle of 56.03 (4)° and the asscociated C-N-C angle is 125.71 (10)°. The guanidine-like C=N double bond is clearly localized, with a bond length of 1.2879 (14) Å. The C-S-C angle is 102.12 (5)° and the S-C(aromatic) and S-C bond lengths are 1.7643 (11) and 1.8159 (12) Å.
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); 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 local programs.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NK2203 ).
We thank the German research council (DFG) and the Federal Ministry of education and research (BMBF) for continued support of our work.
Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Herres-Pawlis, S., Neuba, A., Seewald, O., Seshadri, T., Egold, H., Flörke, U. & Henkel, G. (2005). Eur. J. Org. Chem. pp. 4879-4890.
Lindoy, L. F. & Livingstone, S. E. (1968). Inorg. Chem. 7, 1149-1154.
Neuba, A., Flörke, U. & Henkel, G. (2007). Acta Cryst. E63, o3476-o3477.
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.