Browse
Submit Data
Databases
API
Help

Dataset Information

15 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of 1,4-dieth-oxy-9,10-anthra-quinone.

ABSTRACT: The asymmetric unit of the title compound, C18H16O4, contains two crystallographically independent mol-ecules. The anthra-quinone ring systems are slightly bent with dihedral angles of 2.33 (8) and 13.31 (9)° between the two terminal benzene rings. In the crystal, the two independent mol-ecules adopt slipped-parallel π-overlap with an average inter-planar distance of 3.45 Å, forming a dimer; the centroid-centroid distances of the π-π inter-actions are 3.6659 (15)-3.8987 (15) Å. The mol-ecules are also linked by C-H⋯O inter-actions, forming a tape structure along the a-axis direction. The crystal packing is characterized by a dimer-herringbone pattern.

SUBMITTER: Kitamura C

PROVIDER: S-EPMC4518951 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Crystal structure of 2-bromo-1,4-dihy-droxy-9,10-anthra-quinone.

Project description:In an attempt to brominate 1,4-diprop-oxy-9,10-anthra-quinone, a mixture of products, including the title compound, C14H7BrO4, was obtained. The mol-ecule is essentially planar (r.m.s. deviation = 0.029?Å) and two intra-molecular O-H?O hydrogen bonds occur. In the crystal, the mol-ecules are linked by weak C-H?O hydrogen bonds, Br?O contacts [3.240?(5)?Å], and ?-? stacking inter-actions [shortest centroid-centroid separation = 3.562?(4)?Å], generating a three-dimensional network.

| S-EPMC4257177 | biostudies-literature

2,3,6,7-Tetra-meth-oxy-9,10-anthra-quinone.

Project description:Mol-ecules of the title compound, C(18)H(16)O(6), are almost planar [maximum deviation = 0.096?(4)?Å] and reside on crystallographic centres of inversion. They adopt a conformation in which the C(meth-yl)-O bonds are directed along the mol-ecular short axis [C-C-O-C torsion angles of -175.3?(3) and 178.2?(3)°]. In the crystal, mol-ecules adopt a slipped-parallel arrangement with ?-? stacking inter-actions along the a axis with an inter-planar distance of 3.392?(4)?Å. Weak C-H?O inter-actions link the mol-ecules into sheets parallel to (10-2).

| S-EPMC3415025 | biostudies-literature

Synthesis and crystal structures of two purpurin derivatives: 1,4-dihy-droxy-2-propoxyanthra-quinone and 2-but-oxy-1,4-di-hydroxy-anthra-quinone.

Project description:The title compounds were obtained by deprotonation of 1,2,4-tri-hydroxy-anthra-quinone (purpurin) using sodium hydride followed by reaction with either 1-bromo-propane or 1-bromo-butane. 1,4-Dihy-droxy-2-propoxyanthra-quinone crystallizes as a 1:1 solvate from aceto-nitrile, C17H14O5·CH3CN. The anthra-quinone core of the mol-ecule is essentially planar and both hy-droxy groups participate in intra-molecular O-H?O (carbon-yl) hydrogen bonds. The propyl chain is angled slightly above the plane of the anthra-quinone moiety with a maximum deviation of 0.247?(2)?Å above the plane for the terminal carbon atom. In contrast, 2-but-oxy-1,4-di-hydroxy-anthra-quinone, C18H16O5, crystallizes from nitro-methane with two independent mol-ecules in the asymmetric unit. The anthra-quinone core of each independent mol-ecule is essentially planar and both hy-droxy groups on both mol-ecules participate in intra-molecular O-H?O(carbon-yl) hydrogen bonds. The butyl chain in one mol-ecule is also angled slightly above the plane of the anthra-quinone moiety, with a maximum deviation of 0.833?(5)?Å above the plane for the terminal carbon atom. In contrast, the butyl group on the second mol-ecule is twisted out of the plane of the anthra-quinone core with a torsion angle of 65.1?(3)°, resulting in a maximum deviation of 1.631?(5)?Å above the plane for the terminal carbon atom.

| S-EPMC5683491 | biostudies-literature

Crystal structures of 1-hy-droxy-4-prop-yloxy-9,10-anthra-quinone and its acetyl derivative.

Project description:1-Hy-droxy-4-prop-yloxy-9,10-anthra-quinone, C17H14O4, (I), and its acetyl derivative, 4-acet-yloxy-4-prop-yloxy-9,10-anthra-quinone, C19H16O5, (II), were synthesized from the commercially available dye quinizarin. In both compounds, the anthra-quinone frameworks are close to planarity. There is a large difference in the conformation of the prop-yloxy group; the mol-ecule of (I) adopts a gauche conformation [O-C-C-C = -64.4 (2)°], although the mol-ecule of (II) takes a trans-planar conformation (zigzag) [O-C-C-C = 176.1 (3)°]. In the mol-ecule of (I), there is an intra-molecular O-H⋯O hydrogen bond. In both crystals, the mol-ecules are linked by C-H ⋯O hydrogen bonds. A difference in the mol-ecular arrangements of (I) and (II) is found along the stacking directions.

| S-EPMC5730237 | biostudies-literature

Crystal structure of 2,7-dieth-oxy-1,8-bis-(4-nitro-benzo-yl)naphthalene.

Project description:The title compound, C28H22N2O8, possesses crystallographically imposed twofold symmetry, with the two central carbon atoms of the naphthalene unit lying on the rotation axis. The two benzoyl groups in the mol-ecule are twisted away from the attached naphthalene unit with a C-C-C=O torsion angle of 49.05?(15)° between the naphthalene unit and the carbonyl group. The dihedral angle between the naphthalene ring system and the benzene ring is 77.17?(5)°. In the crystal, pairs of C-H?O=C hydrogen bonds link the mol-ecules into a double-column structure along the c axis. The mol-ecules are further linked by C-H?O=N hydrogen bonds, forming a three-dimensional network. C-H?? inter-actions between the methyl-ene group and the naphthalene unit and ?-? inter-actions between the naphthalene ring systems [centroid-centroid distances of 3.7858?(7)-3.7860?(7)?Å] are also observed.

| S-EPMC4186128 | biostudies-literature

2,3-Dichloro-5,8-dimeth-oxy-1,4-naphtho-quinone.

Project description:In the crystal structure of the title compound, C(12)H(8)Cl(2)O(4), mol-ecules crystallize in planes parallel to (-204) with an inter-planar distance of 3.288?(2)?Å [centroid-centroid distance = 3.819?(2) and slippage = 1.932?(2)?Å]. The structure features C-H?O inter-actions involving meth-oxy and aromatic H atoms and the carbonyl O atoms as well as a C-H?Cl inter-action involving an aromatic H atom. In addition there are short inter-halogen contacts between adjoining mol-ecules [Cl?Cl = 3.3709?(5)?Å].

| S-EPMC3393287 | biostudies-literature

Crystal structure and Hirshfeld surface analysis of 3,4-di-hydro-2H-anthra[1,2-b][1,4]dioxepine-8,13-dione.

Project description:The title compound, C17H12O4, was synthesized from the dye alizarin. The dihedral angle between the mean plane of the anthra-quinone ring system (r.m.s. deviation = 0.039?Å) and the dioxepine ring is 16.29?(8)°. In the crystal, the mol-ecules are linked by C-H?O hydrogen bonds, forming sheets lying parallel to the ab plane. The sheets are connected through ?-? and C=O?? inter-actions to generate a three-dimensional supra-molecular network. Hirshfeld surface analysis was used to investigate inter-molecular inter-actions in the solid-state: the most important contributions are from H?H (43.0%), H?O/O?H (27%), H?C/C?H (13.8%) and C?C (12.4%) contacts.

| S-EPMC7133044 | biostudies-literature

Crystal structure of dimethyl 2,5-bis-[(di-phen-oxy-phosphor-yl)-oxy]cyclo-hexa-1,4-diene-1,4-di-carboxyl-ate.

Project description:In the title compound, C34H30O12P2, which was synthesized via the esterification of dimethyl 2,5-dioxo-1,4-cyclo-hexa-nedi-carboxyl-ate with diphenyl chloro-phosphate, the mol-ecule has crystallographic inversion symmetry. The dihedral angles between the plane of the cyclo-hexa-1,4-diene ring and those of the two benzene rings of the substituent phosphate groups are 41.0?(1) and 89.5?(1)°, while that with the ester group is 3.1?(3)°. In the crystal, only weak inter-molecular C-H?O hydrogen bonds are present.

| S-EPMC4459327 | biostudies-literature

9,10-Dimethyl-9,10-per-oxy-9,10-dihydro-anthracene.

Project description:The structure of the title compound, C(16)H(14)O(2), contains one half-mol-ecule in the asymmetric unit and the mol-ecule is located on a mirror plane. The dihedral angle between the two benzene ring planes is 53.07?(6)°. The crystal structure involves intermolecular C-H?O hydrogen bonds.

| S-EPMC2961065 | biostudies-literature

Crystal structure of trans-1,4-bis-[(tri-methyl-sil-yl)-oxy]cyclo-hexa-2,5-diene-1,4-dicarbo-nitrile.

Project description:The asymmetric unit of the title compound, C14H22N2O2Si2, contains one half of the mol-ecule, which is completed by inversion symmetry. The cyclo-hexa-2,5-diene ring is exactly planar and reflects the bond-length distribution of a pair of located double bonds [1.3224?(14)?Å] and two pairs of single bonds [1.5121?(13) and 1.5073?(14)?Å]. The tetra-hedral angle between the sp (3)-C atom and the two neighbouring sp (2)-C atoms in the cyclo-hexa-2,5-diene ring is enlarged by about 3°.

| S-EPMC4158486 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data