7-Chloro-3-phenylbenzo[4,5]thiazolo[2,3-c][1,2,4]triazole

Abstract

In the title compound, C14H8ClN3S, the dihedral angle between the approximately planar triple-fused ring system (r.m.s. deviation = 0.065 Å) and the pendant phenyl ring is 62.25 (5)°. In the crystal, mol­ecules are linked into infinite chains along the c-axis direction by C—H⋯N hydrogen bonds. Aromatic π–π stacking inter­actions [centroid–centroid distances = 3.7499 (8) and 3.5644 (8) Å] and weak C—H⋯π inter­actions are also observed.

7-Nitro-2-phenylimidazo[2,1-b][1,3]benzothiazole

“…The bond lengths and angles within the molecule of I are in a good agreement with those found in the related compounds (Landreau et al, 2002;Adib et al, 2008;Fun, Asik et al, 2011;Fun, Hemamalini et al, 2011;Ghabbour et al, 2012;Bunev et al, 2013) into three-dimensional framework (Fig. 3).…”

“…For applications of imidazo[2, 1-b] [1,3]benzothiazoles, see: Ager et al (1988); Sanfilippo et al (1988); Barché chath et al (2005); Andreani et al (2008); Chao et al (2009); Kumbhare et al (2011); Chandak et al (2013). For the crystal structures of related compounds, see: Landreau et al (2002); Adib et al (2008); Fun, Asik et al (2011) ;Fun, Hemamalini et al (2011); Ghabbour et al (2012); Bunev et al (2013).…”

2-Phenyl-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothiazole

“…The bond lengths and angles within the molecule of I are in a good agreement with those found in the related compounds (Landreau et al, 2002;Adib et al, 2008;Fun, Asik et al, 2011;Fun, Hemamalini et al, 2011;Ghabbour et al, 2012;Bunev et al, 2013a,b;Bunev et al, 2014).…”

“…For applications of imidazo [2,1-b] [1,3]benzothiazoles, see: Ager et al (1988); Sanfilippo et al (1988); Barché chath et al (2005); Andreani et al (2008); Chao et al (2009); Kumbhare et al (2011); Chandak et al (2013). For the crystal structures of related compounds, see: Landreau et al (2002); Adib et al (2008); Fun, Asik et al (2011); Fun, Hemamalini et al (2011); Ghabbour et al (2012); Bunev et al (2013aBunev et al ( ,b, 2014.…”

6-Fluoro-2-(4-methoxyphenyl)imidazo[2,1-b][1,3]benzothiazole

“…It is present in the anticancer medication mercaptopurine, which combats leukemia by interfering with DNA activities (Katritzky & Rees, 1984). The structure of a related compound 7-Chloro-3-phenylbenzo[4,5]thiazolo-[2,3-c][1,2,4] triazole has been reported by Fun et al, 2011. In continuation of our research investigation, a new fused imidazo[2,1-b]thiazole derivative was prepared by the reaction of flurobenzothiazole amine with 4-methoxy phenacyl bromide under microwave irradiation at 130 °C and its crystal structure is reported here.…”