4-(3-Chlorophenyl)-3-[(2,6-difluorobenzyl)sulfanyl]-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazole

Abstract

In the title compound, C24H20ClF2N3O3S, the essentially planar triazole ring (r.m.s. deviation = 0.001 Å) forms dihedral angles of 22.35 (10), 68.17 (10) and 42.01 (10)° with the mean planes of the trimeth­oxy­phenyl, chloro­phenyl and difluoro­phenyl rings, respectively. A weak intra­molecular C—H⋯π inter­action occurs. In the crystal, mol­ecules are linked into sheets lying parallel to the bc plane by C—H⋯O and C—H⋯N hydrogen bonds. The crystal packing also features weak C—H⋯π inter­actions.

4-(4-Bromophenyl)-1-(2,6-difluorobenzyl)-3-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole-5(4H)-thione

“…The central triazole ring makes dihedral angles of 28.18 (14)°, 63.76 (14)° and 77.01 (18)° respectively with the methoxy (C1-C6), bromo (C9-C14), and difluoro (C16-C21) substituted phenyl rings. The bond lengths are comparable to a related structure (Fun et al, 2011).…”

“…For a related structure and background to 1,2,4-triazole derivatives, see: Fun et al (2011). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

“…As part of our ongoing studies of 1,2,4-triazole derivatives (Fun et al, 2011), we now describe the structure of the title compound, (I).…”

2-{[5-(Adamantan-1-yl)-4-methyl-4H-1,2,4-triazol-3-yl]sulfanyl}-N,N-dimethylethanamine

“…1, the 1,2,4-triazole ring (N1-N3/C11/C12) is nearly planar with a maximum deviation of 0.005 (2) Å at atom N2. Bond lengths (Allen et al, 1987) and angles are within normal ranges and are comparable to those reported for related structures (Almutairi et al, 2012;Al-Tamimi et al, 2010;Al-Abdullah et al, 2012;Fun et al, 2011;Wang et al, 2011). The crystal studied was a non-merohedral twin, the refined ratio of twin components being 0.281 (3):0.719 (3).…”