1-Acetyl-3-(p-chlorobenzyl)-4-(p-chlorobenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-one

Abstract

Key indicatorsSingle-crystal X-ray study T = 293 K Mean '(C±C) = 0.005 A Ê R factor = 0.060 wR factor = 0.133 Data-to-parameter ratio = 11.6For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e. # 2003 International Union of Crystallography Printed in Great Britain ± all rights reservedIn the title compound, C 18 H 14 Cl 2 N 4 O 2 , the triazole ring and benzylidenamino moiety are each planar, and approximately coplanar with respect to each other. The crystal structure is stabilized by CÐHÁ Á ÁO and CÐHÁ Á ÁN intra-and intermolecular hydrogen bonds. Comment

Octane-1,8-diylbis[3-ethyl-1H-1,2,4-triazol-5(4H)-one]

“…As the CÐ HÁ Á ÁN hydrogen bond involves N1 as acceptor (Table 2), the N3 C1 bond length, 1.288 (3) A Ê , is a little longer than some values reported in the literature [1.272 (3) A Ê in C 13 H 13 ClN 4 O 2 (C Ë oruh, Kahveci, S Ë as Ëmaz, Ag AE ar, Kim & Erdo È nmez, 2003), 1.261 (4) A Ê in the 4-amino-3-methyl-1,2,4-triazole-5-thione derivative of p-nitrobenzaldehyde (Liu et al, 1999), and 1.267 (2) A Ê in 4-(4-hydroxybenzylidenamino)-4H-1,2,4-triazole hemihydrate (Zhu et al, 2000)]. However, it is close to other reported values (Puviarasan et al, 1999;Ocak et al, 2003). In the 1,2,4triazole ring, atoms N1 and N2 have no substituents, and the N1ÐN2 bond length, 1.372 (2) A Ê , is essentially identical to that [1.373 (2) A Ê ] reported for a similar compound (Liu et al, 1999).…”

“…Therefore, the structures of 1,2,4-triazole derivatives with different substituents have been the subject of much interest in our laboratory. Examples include 1- (Ocak et al, 2003), and C-H…”

“…In the 1,2,4triazole ring, atoms N1 and N2 have no substituents, and the N1ÐN2 bond length, 1.372 (2) A Ê , is essentially identical to that [1.373 (2) A Ê ] reported for a similar compound (Liu et al, 1999). This is shorter than in compounds where at least one N atom has a substituent [1.394 (3) A Ê (C Ë oruh, Kahveci, S Ë as Ëmaz, Ag AE ar, Kim & Erdo È nmez, 2003), 1.399 (2) A Ê (C Ë oruh, Kahveci, S Ë as Ëmaz, and 1.404 (4) A Ê (Ocak et al, 2003)]. In (I), the 1,2,4-triazole ring is planar, with a maximum deviation from the least-squares plane of 0.0017 (1) A Ê for atom N1.…”

4-(2,6-Dichlorobenzylamino)-3,5-diphenyl-4H-1,2,4-triazole

“…The N C, NÐN and ClÐC bond lengths [N4 C3 = 1.369 (3) A Ê , N4 C5 = 1.376 (3) A Ê , N4ÐN3 = 1.410 (2) A Ê , N1ÐN2 = 1.393 (3) A Ê , Cl1 C24 = 1.730 (2) A Ê and Cl2 C20 = 1.739 (2) A Ê ] agree with literature values (Palmer & Parsons, 1996;Ocak, C Ë oruh et al, 2003;Ocak, Kahvecib et al, 2003;McCarrick et al, 1999;Atalay et al, 2003Atalay et al, , 2004.…”

4-(2,4-Dichlorobenzylamino)-3-phenyl-5-p-tolyl-4H-1,2,4-triazole

“…The bond lengths and angles of the triazole ring are comparable to reported values Zhu et al, 2000). The Cl1ÐC18 and Cl2ÐC20 bond lengths [1.745 (6) and 1.725 (6) A Ê , respectively] are in agreement with those found previously (Ocak et al, 2003;Puviarasan et al, 1999). There are ®ve %±% stacking interactions in (I).…”