(E)-N-Butyl-3-(3,4-dihydroxyphenyl)acrylamide hemihydrate
نویسندگان
چکیده
In the title compound, C(13)H(17)NO(3)·0.5H(2)O, a new caffeic acid amide derivative, the solvent water mol-ecule lies on a twofold axis and the terminal ethyl group appears disordered with occupancy factors of 0.525 (6) and 0.475 (6). The benzene ring makes an angle of 17.3 (2)° with the C=C-C-O linker. The presence of an ethyl-enic spacer in the caffeic acid amide mol-ecule allows the formation of a conjugated system, strongly stabilized through π-electron delocalization. The C=C double bond in the linker is trans, similar to those previously reported in caffeic esters. The crystal is stabilized by O-H⋯O, N-H⋯O and C-H⋯O hydrogen bonds. The mol-ecules of the caffeic acid amide form a supermolecular planar structure through O-H⋯O hydrogen bonds between a hy-droxy group of one caffeic acid mol-ecule and a carbonyl O atom of another. These planes inter-act via C-H⋯O, O-H⋯O and N-H⋯O hydrogen bonds to form a three-dimensional network.
منابع مشابه
(E)-Isopropyl 3-(3,4-dihydroxyphenyl)acrylate
In the title compound, C(12)H(14)O(4), a derivative of caffeic acid [(E)-3-(3,4-dihy-droxy-phen-yl)-2-propenoic acid], an intra-molecular O-H⋯O hydrogen bond forms an S(5) ring. In the crystal, inter-molecular O-H⋯O hydrogen bonds link mol-ecules into chains propagating in [110].
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The title mol-ecule, C(15)H(20)O(4), has an E conformation about its C=C bond and is almost planar (r.m.s. deviation of all non-H atoms = 0.04 Å). The crystal structurere features O-H⋯O and C-H⋯O hydrogen bonds.
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In the mol-ecule of the title compound, C(14)H(18)O(4), the C=C double bond is in an E configuration. The mol-ecule is almost planar (r.m.s. deviation of all non-H atoms = 0.04 Å). An intra-molecular O-H⋯O hydrogen bond occurs. In the crystal, inter-molecular O-H⋯O inter-actions link the mol-ecules into ribbons extending in [110].
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In the title compound, C(12)H(16)O(3), a fully extened hexyl carbon chain is attached to a benzene ring; the mean planes formed by the atoms in the benzene ring and the hexa-none are inclined at an angle 8.5 (2)° with respect to each other. In the crystal, inter-molecular O-H⋯O hydrogen bonds join the mol-ecules into an infinite sheet.
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