Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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

ABSTRACT: In the title compound, C₂₁H₁₈O₄, the relative conformation of the C=C and C=O double bonds in the central enone group is s-cisoid; there is a trans configuration about the C=C bond. The dihedral angle formed by the naphthalene ring system and the benzene ring is 16.80 (2)°. The meth-oxy groups at the ortho and para positions of the benzene ring are tilted to the ring by 169.8 (1) and 174.5 (1)°, respectively. The hy-droxy group in the benzene ring participates in an intra-molecular O-H⋯O hydrogen bond. In the crystal, C-H⋯O inter-actions link mol-ecules into linear chains along the a-axis direction.

SUBMITTER: Koh D

PROVIDER: S-EPMC9635433 | biostudies-literature | 2022 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

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

Koh Dongsoo D

IUCrData 20220927 Pt 9

In the title compound, C21H18O4, the relative conformation of the C=C and C=O double bonds in the central enone group is s-cisoid; there is a trans configuration about the C=C bond. The dihedral angle formed by the naphthalene ring system and the benzene ring is 16.80 (2)°. The meth-oxy groups at the ortho and para positions of the benzene ring are tilted to the ring by 169.8 (1) and 174.5 (1)°, respectively. The hy-droxy group in the ...[more]

PMID: 36337459

Similar Datasets

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

Project description:The title compound, C19H20O6, consists of a tetra-substituted benzene ring with one substituent being an α,β-unsaturated cinnamoyl group, which forms an extended conjugated system in the mol-ecule. In addition, two meth-oxy-meth-oxy and one hy-droxy group are bonded to the central benzene ring. The dihedral angle between eh rings is 10.22 (10)°. An intra-molecular hydrogen bond is observed between the hy-droxy group and the carbonyl O atom. One of the meth-oxy-meth-oxy substituents is conformationally disordered over two sets of sites with site-occupation factors of 0.831 (3) and 0.169 (3).

| S-EPMC3648248 | biostudies-literature

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

Project description:The title compound, C(22)H(26)O(9), crystallizes with two independent mol-ecules in the asymmetric unit in which the dihedral angles between the two benzene rings are 21.4 (2) and 5.1 (2)°. An intra-molecular O-H⋯O hydrogen bond occurs in each mol-ecule. Inter-molecular C-H⋯O hydrogen bonds stabilize the crystal structure.

| S-EPMC3247344 | biostudies-literature

(E)-1-(2-Hy-droxy-4,6-dimeth-oxy-phen-yl)-3-(4-meth-oxy-phen-yl)prop-2-en-1-one from Kaempferia rotunda Val.

Project description:The planar -CH=CHC(=O)- fragment (r.m.s. deviation = 0.074 Å) in the title compound, C(18)H(18)O(5), connects the planar hy-droxy-dimeth-oxy-phenyl (r.m.s. deviation = 0.039 Å) and meth-oxy-lphenyl (r.m.s. deviation = 0.021 Å) parts. The central fragment forms a dihedral angle of 13.7 (1)° with the hy-droxy-dimeth-oxy-phenyl part and 32.0 (1)° with the meth-oxy-phenyl part. The hy-droxy group forms an intra-molecular hydrogen bond to the carbonyl O atom.

| S-EPMC3009218 | biostudies-literature

(E)-3-(8-Benz-yloxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1-[2-hy-droxy-4,6-bis-(meth-oxy-meth-oxy)phen-yl]prop-2-en-1-one.

Project description:In the title mol-ecule, C(28)H(28)O(9), the phenol and the benzene rings adjacent to the α,β-unsaturated ketone unit are inclined at 9.15 (13)° to each other. The terminal phenyl ring is oriented with respect to the phenol ring at a dihedral angle of 85.88 (13)°. In the crystal, the methyl-ene C atoms of the dihydro-dioxine ring are disordered over two sites with an occupancy ratio of 0.463 (18):0.537 (18), and both disordered components of the dihydro-dioxine ring adopt twisted-chair conformations. An intra-molecular O-H⋯O hydrogen bond and weak inter-molecular C-H⋯O hydrogen bonds are present in the crystal structure.

| S-EPMC3100013 | biostudies-literature

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

Project description:In the title compound, C16H14O4, there is an intra-molecular O-H⋯O hydrogen bond. The benzene rings are inclined to one another by 13.89 (9)°. The prop-2-en-1-one group is twisted slightly, the O=C-Car-Car (ar = aromatic) and C=C-C=O torsion angles being -10.4 (3) and -7.4 (3)°, respectively. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, forming chains along [100]. These chains are further linked by O-H⋯O hydrogen bonds, forming corrugated sheets lying parallel to (010). There are C-H⋯π inter-actions present within the sheets.

| S-EPMC4011235 | biostudies-literature

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

Project description:In the title mol-ecule, C19H20O6, the conformation about the C=C bond of the central enone group is E. The dihedral angle formed by the benzene rings is 11.6 (2)°. 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 [010].

| S-EPMC3885064 | biostudies-literature

(2,7-Di-meth-oxy-naphthalen-1-yl)(naph-thalen-1-yl)methanone.

Project description:The asymmetric unit of the title compound, C23H18O3, contains two independent mol-ecules (A and B). Each mol-ecule has essentially the same conformation (r.m.s. deviation of fitted mol-ecules = 0.173 Å) with the aromatic rings twisted in a near perpendicular manner. The dihedral angles between the two naphthalene ring systems are 79.07 (4) and 88.19 (4)° in the two independent mol-ecules. In the crystal, the A mol-ecules are connected by C-H⋯O inter-actions, forming chains along the b-axis direction. Further C-H⋯O inter-actions between the H atoms of the meth-oxy group and the O atoms of the carbonyl units link the A and B mol-ecules, forming a three-dimensional network.

| S-EPMC3647859 | biostudies-literature

(E)-3-[3,4-Bis(meth-oxy-methoxy)phen-yl]-1-(7-hy-droxy-5-meth-oxy-2,2-dimethyl-chroman-8-yl)prop-2-en-1-one.

Project description:The reaction of 5,6-(2,2-dimethyl-chroman-yl)-2-hy-droxy-4-meth-oxy-acetophenone and 3,4-bis-(meth-oxy-meth-yloxy)benzaldehyde affords the intense orange title chalcone derivative, C(25)H(30)O(8). The two benzene rings are connected through a -C(=O)-CH=CH- (propenone) unit, which is in an E conformation; the ring with the hy-droxy substitutent is aligned at 19.5?(2)° with respect to this unit, whereas the ring with the meth-oxy-meth-yloxy substituent is aligned at 9.3?(3)°. The dihedral angle between the rings is 19.38?(10)°. The hy-droxy group engages in an intra-molecular O-H?O hydrogen bond with the carbonyl O atom of the propenone unit, generating an S(5) ring.

| S-EPMC3200863 | biostudies-other

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

Project description:In the title moleclue, C16H14O4, the dihedral angle between the benzene rings is 16.1 (3)°. The meth-oxy group is essentially coplanar with the benzene ring to which it is attached, with a C-O-C C torsion angle of 5.5 (9)°. In the crystal, mol-ecules are linked by O-H⋯O and bifurcated O-H⋯(O,O) hydrogen bonds, forming a three-dimensional network. The structure was refined as a two-component inversion twin.

| S-EPMC4257319 | biostudies-literature

1-(2-Hy-droxy-4-meth-oxy-phen-yl)-3-(4-methyl-phen-yl)prop-2-en-1-one.

Project description:The mol-ecule of the title compound, C(17)H(16)O(3), exists in the E conformation with respect to the central C=C bond, is almost planar(r.m.s. deviation = 0.003 Å) and has an intra-molecular O-H⋯O hydrogen bond, which generates an S(6) ring. In the crystal, mol-ecules are linked by C-H⋯O inter-actions.

| S-EPMC3100019 | biostudies-literature