Crystal and molecular structure of 3‐phenyl‐4‐(p‐chlorobenzylamino)‐4,5‐dihydro‐1‐H‐1,2,4‐triazol‐5‐on

Abstract

The structure of the title compound, C 15 H 13 N 4 OCl was determined by single crystal X-ray diffraction technique. The structure consists of a p-chlorobenzylamino moiety and triazol and phenyl rings. The title compound crystallizes in the monoclinic space group P2 1 /c with a = 14.368(3), b = 6.255(3), c = 17.631(3) Å, β = 113.24 (3) o , Z = 4, V = 1455.8(8) Å 3 and D x = 1.372 gcm -3 . The structure was solved by direct methods and refined by full-matrix least-squares method (R=0.0477). The dihedral angle between the triazole moiety and the phenyl ring is 28.8 (3) o . The molecular packing is stabilized by N-H…N and N-H…O types of inter molecular hydrogen bonds.

Crystal structure of 2-(2'-hydroxyphenyl)-6-tributylstannyl-4-(3H )-quinazolinone and 2-(2'-hydroxyphenyl)-6-iodo-4-(3H)-quinazolinone

“…The C=N bond distance is comparable with those found in the literature [6]. The bond distance of N(1)-C(5) matches closely the single bond length reported for related structures [11]. Table 4 contains the hydrogen bond data for the crystal packing of I showing O(2)-H(2)...N(2) intramolecular hydrogen bonding.…”

1-(Benzoylmethyl)-4-(3,5-dimethyl-4H-1,2,4-triazol-4-yl)-3-(2-thienylmethyl)-1H-1,2,4-triazol-5(4H)-one

“…The dihedral angles between rings A/B, A/C, A/D, B/C, B/D and C/D are 85,45(16), 78.81 (18), 77.90 (17), 34.2 (2), 28.8 (2) and 23.4 (2) Å , respectively. A non-planar orientation of two substituted triazole rings has been observed previously (Ocak et al, 2003;Zhu et al, 2000;Bruno et al, 2003;Yılmaz et al, 2004Yılmaz et al, , 2005). However, 1,2,4-triazole derivatives with two Nlinked triazole rings have been observed to be planar (Ç oruh, Ç oruh, Kahveci, Ş aşmaz, Ag ar, Kim & Erdö nmez, 2003).…”

Three 1,2,4-triazole derivatives containing subtituted benzyl and benzylamino groups

“…Studies indicate that the 1,2,4-triazole moiety is associated with anticorrosion (Al-Khara® et al, 1986) and anti-in¯ammatory action (Gupta & Bhargava, 1978), and also with pharmacological activities, such as antiviral, analgesic, antimicrobial, antidepressant and antifungal effects (Jones et al, 1965;Sughen & Yoloye, 1978;Cansiz et al, 2001;Kane et al, 1988;Massa et al, 1992). As a contination of our studies of the structural analysis of Schiff-base-containing substituted 1,2,4triazole derivatives (Arslan et al, 2004;Yilmaz et al, 2004), we report here the crystal and molecular structures of three sub-stituted 1,2,4-triazole compounds, namely 3-(4-methylbenzyl)-4-benzylamino-1H-1,2,4-triazol-5(4H)-one, (I), 3-(4-methylbenzyl)-4-(4-methylbenzylamino)-1H-1,2,4-triazol-5(4H)-one, (II), and 3-(4-chlorobenzyl)-4-(4-methylbenzylamino)-1H-1,2,4-triazol-5(4H)-one, (III), which are expected to exhibit pharmacological properties and act as suitable ligands in coordination chemistry. The title compounds were obtained from the corresponding Schiff base in the presence of diglyme and NaBH 4 .…”

“…The dihedral angles between rings A/B and A/C are 62.05 (5) and 46.44 (5) , respectively, in (I), 69.99 (10) and 44.89 (10) in (II), and 67.58 (12) and 49.48 (10) in (III). A non-planar disposition of the three rings has been observed in similar 1,2,4-triazole derivatives (Zhu et al, 2000;Bruno et al, 2003;Arslan et al, 2004;Yilmaz et al, 2004). The slightly different rotations of these rings may be due to stacking interactions of the 1,2,4-triazole moiety.…”