Received 19 February 2013
aX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia,bDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, PO Box 2457, Riyadh 11451, Saudi Arabia,cDepartment of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand, and dFaculty of Traditional Thai Medicine, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand
Correspondence e-mail: email@example.com
The asymmetric unit of the title compound, C18H18ClN3OS·C2H5OH, comprises a pyrazoline derivative and an ethanol solvent molecule. In the molecule of the pyrazoline derivative, the pyrazole ring adopts an envelope conformation with the C atom bearing the ethoxyphenyl substituent as the flap. The dihedral angle between the benzene rings is 74.22 (7)°. The ethoxy group is coplanar with the attached benzene ring [C-O-C-Cmethyl = 175.50 (11)° and r.m.s. deviation = 0.0459 (1) Å for the nine non-H atoms]. In the crystal, the pyrazoline molecules are linked by N-HOethoxy hydrogen bonds into chains along the c axis and are further linked with the solvent ethanol molecules by N-HOethanol and Oethanol-HS hydrogen bonds. C-H interactions are also present.
For bond-length data, see: Allen et al. (1987). For ring conformational analysis, see: Cremer & Pople (1975). For related structures, see: Chantrapromma et al. (2012); Nonthason et al. (2011). For background to and applications of pyrazoline derivatives, see: Bilgin et al. (1992, 1993, 1994); Gokhan et al. (2003); Ruhoglu et al. (2005); Zhang et al. (2000). For the fluorescent properties and antioxidant activity of pyrazoline derivatives by DPPH scavenging, see: Molyneux (2004). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); 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, PLATON (Spek, 2009) and publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ5045 ).
This work was supported by the Thailand Research Fund (TRF) through the Royal Golden Jubilee Ph.D. Program (PHD/0257/2553). The authors extend their appreciation to Prince of Songkla University and the Malaysian Government and Universiti Sains Malaysia for APEX DE2012 grant (No. 1002/PFIZIK/910323) and RUC grant (Structure Determination of 50 kDa Outer Membrane Proteins From S.typhi By X-ray Protein Crystallography, No. 1001/PSKBP/8630013).
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