N-[4-(Pyrrolidin-1-ylcarbonylmethoxy)phenyl]acetamide

Abstract

Key indicatorsSingle-crystal X-ray study T = 298 K Mean (C-C) = 0.003 Å Disorder in main residue R factor = 0.059 wR factor = 0.183 Data-to-parameter ratio = 14.9For details of how these key indicators were automatically derived from the article, see

2-[4-(Acetamido)phenoxy]-N,N-dimethylacetamide: a potential anti-amnesic agent

“…In the molecule (Fig. 1), the angle C1-N1-C11 of 129.72 (18) is comparable with the corresponding angle of 130.06 (18) in N-[4-(pyrrolidin-1-ylcarbonylmethoxy)phenyl]acetamide, (II) (Sundar et al, 2005). A possible reason for the large value of this angle may be the short intramolecular contact O3Á Á ÁH2 (2.35 Å ) which is less than the sum of the van der Waals radii (2.72 Å ; Bondi, 1964), leading to an intramolecular C-HÁ Á ÁO (Desiraju, 1997) interaction (Table 1).…”

“…The conformations of molecules with anti-amnesic activity have attracted considerable interest (Amato et al, 1991). The crystal structures of representatives from several new classes of anti-amnesic agents have been reported from our laboratory (Sundar et al, 2005;Thamotharan et al, 2003a,b,c,d and references therein) As a continuation of our investigation of a new class of anti-amnesic agents, the X-ray crystal structure determination of the title compound, (I), has been udertaken. The details of the synthesis of (I) and its biological activity will be published elsewhere (Malik & Piplani, 2006).…”

N-(3,4-Dichlorophenyl)-3-oxobutanamide

“…For the synthesis and biological activity of the title compound, see: Lliopoulos et al (1986); Grissar et al (1982). For related structures, see: Whitaker (1986Whitaker ( , 1987Whitaker ( , 1988; Whitaker & Walker (1987); Brown & Yadav (1984); Tai et al (2005); Sundar et al (2005); Guo (2004); Robin et al (2002). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

N-[4-(Morpholinocarbonylmethoxy)phenyl]acetamide monohydrate: a potential antiamnesic agent

“…The crystal structures of several examples of a new class of antiamnesic agent have been reported from our laboratory (Thamotharan, Parthasarathi, Gupta et al, 2003a,b,c,d;Thamotharan, Parthasarathi, Malik et al, 2003a,b;Sundar et al, 2005Sundar et al, , 2006. The X-ray crystal and molecular structure determination of the title compound, (I), was undertaken in order to confirm the connectivity of the compound and determine its stereochemistry.…”

“…1), the C1-N1-C13 angle [127.93 (13) ] is comparable with the corresponding angle in five related structures, viz. N-[4-(pyrrolidin-1-ylcarbonylmethoxy)phenyl]acetamide, (II) [130.06 (18) ; Sundar et al,2005], 2-[4-(acetamido)phenoxy]-N,N-dimethylacetamide, (III) [129.72 (18) ); Sundar et al, 2006], N-[4-(4-methylpiperazin-1-ylsulfonyl)phenyl]acetamide, (IV) [128.43 (19) ; Guo, 2004], N-(4-amino-2-methoxyphenyl)acetamide, (V) [129.78 (17) ; Robin et al, 2002] and N-[4-(acetyloxy)phenyl]acetamide, (VI) [128.8 (2) ; Caira et al, 1999]. A possible reason for the large value of this angle, when compared with the normal value of 120 , may be the short intramolecular contact between the atoms O3Á Á ÁH2 (2.38 Å ), which is less than the sum of their van der Waals radii (2.72 Å ; Bondi, 1964;Rowland & Taylor, 1996), leading to an intramolecular C-HÁ Á ÁO interaction (Table 1) (Desiraju, 1997).…”