N-Methacryloyl-4-(piperidin-1-yl)-1,8-naphthalimide
نویسندگان
چکیده
In the title compound, C(21)H(20)N(2)O(3), the naphthalimide unit is almost planar (r.m.s. deviation for the 15 non-H atoms = 0.059 Å). The carboximide N atom and the five C atoms of the 2-methyl-prop-2-enoyl substituent also lie in a plane (r.m.s. deviation = 0.009 Å), which subtends an angle of 84.34 (7)° to the naphthalamide plane. This orients the =CH(2) group of the vinyl fragment towards the naphthalimide rings, giving the mol-ecule an extended configuration. The piperidine ring adopts a chair conformation and there is evidence for some delocalization between the naphthalene and piperidine units, the C-N(pip) bond length being 1.404 (4) Å. In the crystal structure, π-π contacts with centroid-centroid distances of 3.5351 (18) and 3.7794 (18) Å supported by C-H⋯O hydrogen bonds link adjacent mol-ecules in a head-to-tail fashion, forming dimers. These are further stabilized by other C-H⋯O contacts of varying strength, which stack the mol-ecules down the b axis.
منابع مشابه
Synthesis and Fluorescent Properties of Novel Mono- and Di-Substituted 1,8-Naphthalimide Derivatives at the C-4 Position
A series of novel N-n-butyl-1,8-naphthalimide derivatives were synthesized via a three-step reaction involving nucleophilic substitution and acylation. All of the compounds were characterized by IR, 1H NMR, 13C NMR, MS, and elemental analysis, and the crystal structure of N-n-butyl-4-[N’,N’-bis(2`,4`-dichlorobenzoyl)ethylamino]-1,8-naphthalimide was determined. The π-π stacking interactions and...
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