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Crystal structure of (E)-3-(2,4-di-meth-oxy-phen-yl)-1-(1-hy-droxy-naphthalen-2-yl)prop-2-en-1-one.

ABSTRACT: In the title compound, C21H18O4, the C=C bond of the central enone group adopts an E conformation. The dihedral angle formed by the benzene ring and the naphthalene ring system is 6.60 (2)°. The meth-oxy groups on the benzene ring are essentially coplanar with the ring; the C-C-O-C torsion angles being 1.6 (2) and -177.1 (1)°. The hy-droxy group attached to the naphthalene ring is involved in an intra-molecular O-H⋯O hydrogen bond. The relative conformation of the two double bonds in the enone group is s-cisoid. In the crystal, weak C-H⋯O hydrogen bonds link the mol-ecules into chains propagating along [010].

SUBMITTER: Koh D

PROVIDER: S-EPMC4186154 | biostudies-literature | 2014 Sep

REPOSITORIES: biostudies-literature

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Crystal structure of (E)-3-(2,4-di-meth-oxy-phen-yl)-1-(1-hy-droxy-naphthalen-2-yl)prop-2-en-1-one.

Koh Dongsoo D

Acta crystallographica. Section E, Structure reports online 20140823 Pt 9

In the title compound, C21H18O4, the C=C bond of the central enone group adopts an E conformation. The dihedral angle formed by the benzene ring and the naphthalene ring system is 6.60 (2)°. The meth-oxy groups on the benzene ring are essentially coplanar with the ring; the C-C-O-C torsion angles being 1.6 (2) and -177.1 (1)°. The hy-droxy group attached to the naphthalene ring is involved in an intra-molecular O-H⋯O hydrogen bond. The relative conformation of the two double bonds in the enone g ...[more]

PMID: 25309211

Similar Datasets

Crystal structure of (E)-3-(3,4-di-meth-oxy-phen-yl)-1-(1-hy-droxy-naphthalen-2-yl)prop-2-en-1-one.

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Project description:In the mol-ecule of the title compound, C(18)H(14)O(3), there is an intra-molecular O-H?O=C hydrogen bond between the carbonyl and hy-droxy groups on the naphthalene ring system. The angles between the C=O bond vector and the least-squares planes of the naphthalene ring system and the phenyl ring are 30.58?(6) and 42.82?(7)°, respectively, while the dihedral angle between the naphthalene ring system and the phenyl ring is 58.65?(5)°. In the crystal, mol-ecules are connected by pairs of inter-molecular O-H?O=C hydrogen bonds, forming centrosymmetric dimers.

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Project description:In the title mol-ecule, C22H20O5, the C=C bond of the central enone group adopts an E conformation. The dihedral angle formed by the benzene ring and the naphthalene ring system is 12.6 (4)°. The hy-droxy group attached to the naphthalene ring is involved in an intra-molecular O-H⋯O hydrogen bond. In the crystal, weak C-H⋯O hydrogen bonds link the mol-ecules into chains along [010]. In addition, π-π stacking inter-actions are present, with centroid-centroid distances of 3.6648 (15) and 3.8661 (15) Å between the benzene and two naphthalene rings.

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(E)-3-(3,5-Dimeth-oxy-phen-yl)-1-(1-hy-droxy-naphthalen-2-yl)prop-2-en-1-one.

Project description:In the title mol-ecule, C21H18O4, the C=C bond of the central enone group adopts a trans conformation. The dihedral angle formed by the naphthalene ring system and the benzene ring is 2.97 (11)°. The hy-droxy group is involved in an intra-molecular O-H⋯O hydrogen bond. In the crystal, weak C-H⋯O hydrogen bonds link the mol-ecules into chains along [001].

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(E)-1-(2-Hy-droxy-6-meth-oxy-phen-yl)-3-(2,4,6-tri-meth-oxy-phen-yl)prop-2-en-1-one.

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