2003
DOI: 10.1107/s1600536803014739
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N,N-Dimethyl-2-(2-naphthyloxy)acetamide monohydrate

Abstract: The title compound, C14H15NO2·H2O, is a potential antiamnesic agent. One methyl group of the di­methyl‐substituted N atom appears to be disordered over two sites. In the crystal structure, the water mol­ecule is involved in intermolecular hydrogen bonds with two neighbouring water mol­ecules, as well as with the O atom of the amide group. The water⋯water interactions form extended chains which run parallel to the c axis. Intermolecular C—H⋯O and C—H⋯π interactions are also observed.

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“…1 shows a view of the molecule of (I), with the atomic numbering scheme. The bond lengths and angles in (I) are comparable with those in the related structures of 1-(2-naphthyloxymethylcarbonyl)piperidine and 3-methyl-1-(2naphthyloxymethylcarbonyl)piperidine (Thamotharan, Parthasarathi, Malik et al, 2003a), 4-(2-naphthyloxymethylcarbonyl)morpholine and 4-methyl-1-(2-naphthyloxymethylcarbonyl)piperazine (Thamotharan, Parthasarathi, Gupta et al, 2003a), as well as N,N-dimethyl-2-(2-naphthyloxy)acetamide monohydrate (Thamotharan, Parthasarathi, Gupta et al, 2003c). In (I), the central fragment C2-O11-C12-C13-N14 is planar, with a maximum deviation of 0.0223 (13) Å for atom C12.…”
Section: O11ðc2ðc1supporting
confidence: 66%
“…1 shows a view of the molecule of (I), with the atomic numbering scheme. The bond lengths and angles in (I) are comparable with those in the related structures of 1-(2-naphthyloxymethylcarbonyl)piperidine and 3-methyl-1-(2naphthyloxymethylcarbonyl)piperidine (Thamotharan, Parthasarathi, Malik et al, 2003a), 4-(2-naphthyloxymethylcarbonyl)morpholine and 4-methyl-1-(2-naphthyloxymethylcarbonyl)piperazine (Thamotharan, Parthasarathi, Gupta et al, 2003a), as well as N,N-dimethyl-2-(2-naphthyloxy)acetamide monohydrate (Thamotharan, Parthasarathi, Gupta et al, 2003c). In (I), the central fragment C2-O11-C12-C13-N14 is planar, with a maximum deviation of 0.0223 (13) Å for atom C12.…”
Section: O11ðc2ðc1supporting
confidence: 66%