2-Acetyl-4-(2-chorophenyldiazenyl)phenol

Abstract

Key indicatorsSingle-crystal X-ray study T = 296 K Mean (C-C) = 0.002 Å R factor = 0.038 wR factor = 0.111 Data-to-parameter ratio = 15.9For details of how these key indicators were automatically derived from the article, see A view of (I), showing the atom-numbering scheme and 50% probability displacement ellipsoids. A dashed line indicates the intramolecular hydrogen bond. organic papers

PM3 semiempirical study and its comparison with X-ray crystal structure of 2-methyl-4-(4-methoxyphenylazo)phenol

“…This value obviously indicates its double bond character. Corresponding values of these bond lengths mentioned earlier for similar compounds are consistent with previously reported studies in the literature [18][19][20][21][22][23][24][25]. Although there is no intramolecular hydrogen bond, two important intermolecular hydrogen bonds, details of which are given in Table 3, are observed in the crystal structure.…”

“…Although there is no intramolecular hydrogen bond, two important intermolecular hydrogen bonds, details of which are given in Table 3, are observed in the crystal structure. The geometrical parameters of the intermolecular hydrogen bonds in the crystal structure are comparable with those of similar azo compounds [18][19][20][21][22][23][24][25]. The corresponding values of the distances between donor and acceptor in C-H···O and O-H···N type hydrogen bonds were found to be 3.464(4) and 2.902(2) Åin [20,24], respectively.…”

“…in similar azo compounds participate in either both inter-and intramolecular [18][19][20][21][22] or only one intermolecular hydrogen bond [23,24]. Whereas here atom O1 participates in two different intermolecular hydrogen bonds, so that the fibroid structure occurs (see Fig.…”

2-Acetyl-4-(4-ethoxyphenyldiazenyl)phenol

“…The compound was prepared by using 4-ethoxyaniline and 2-hydroxyacetophenone as for Deveci et al (2005). Crystals of 2-acetyl-4-(4-ethoxyphenyldiazenyl)phenol were obtained after 1 d by slow evaporation of an acetonitrile solution (yield 56%, m.p.…”