Browse
Submit Data
Databases
API
Help

Dataset Information

6 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of 4-(anthracen-9-yl)pyridine.

ABSTRACT: The title compound, C₁₉H₁₃N, which crystallizes in the monoclinic C2/c space group with one half-mol-ecule in the asymmetric unit, was synthesized by Suzuki-Miyaura cross-coupling reaction of 9-bromo-anthracene with pyridin-4-ylboronic acid and purified by column chromatography on silica gel. Light-yellow crystals of 4-(anthracen-9-yl)-pyridine suitable for X-ray diffraction were collected by the solvent evaporation method. In the crystal, pairs of mol-ecules are connected by inter-molecular C-H⋯π (pyridine) inter-actions [d(H7⋯Cg) = 2.7391 (2) Å], forming cyclic centrosymmetric dimers, further resulting in an infinite one-dimensional linear chain along the c-axis direction. Weak face-to-face π-π stacking inter-actions [d(Cg⋯Cg) = 3.6061 (2) Å] link neighboring lamellar networks into the supra-molecular structure.

SUBMITTER: Zhao M

PROVIDER: S-EPMC8183450 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Crystal structure of (E)-1(anthracen-9-ylmethylidene)[2-(morpholin-4-yl)eth-yl]amine.

Project description:The title compound, C21H22N2O, crystallizes with two independent mol-ecules in the asymmetric unit. In both mol-ecules, the anthracene ring systems are almost planar, with maximum deviations of 0.071?(8) and 0.028?(7)?Å, and make dihedral angles of 73.4?(2) and 73.3?(2)° with the least-squares planes formed by the four C atoms of the morpholine rings, which adopt a chair conformation. An intra-molecular C-H?? inter-action occurs. In the crystal, the packing is stabilized by weak C-H?O hydrogen bonds, which connect pairs of molecules into parallel to the c axis, and C-H?? inter-actions.

| S-EPMC4186061 | biostudies-literature

Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth-yl]amino}-benzoic acid.

Project description:In the mol-ecule of the title anthracene derivative, C22H17NO2, the benzene ring is inclined to the mean plane of the anthracene ring system (r.m.s. deviation = 0.024 Å) by 75.21 (9)°. In the crystal, mol-ecules are linked by pairs of O-H⋯O hydrogen bonds, forming classical carb-oxy-lic acid inversion dimers with an R 2 2(8) ring motif. The dimers are linked by C-H⋯π inter-actions, forming a supra-molecular framework.

| S-EPMC6944086 | biostudies-literature

Crystal structure of 2,6-bis-[(1H-pyrazol-1-yl)meth-yl]pyridine.

Project description:In the title compound, C13H13N5, the planes of the pyrazolyl groups are nearly perpendicular to that of the central pyridine ring, making dihedral angles of 87.77?(8) and 85.73?(7)°. In the crystal, weak C-H?N hydrogen bonds link the mol-ecules into layers extending parallel to (10-1).

| S-EPMC4186076 | biostudies-literature

Crystal structure of 2-[bis(1H-pyrazol-1-yl)meth-yl]pyridine.

Project description:The title compound, C12H11N5, was synthesized as a potential tridentate ligand to make catalytic metal complexes. The dihedral angle between the pyrazolyl rings is 67.9 (1)°. The most prominent feature in the crystal packing are C-H⋯N hydrogen-bonding inter-actions that link the mol-ecules into a supra-molecular tape along the b-axis direction.

| S-EPMC4571400 | biostudies-literature

Crystal structure and DFT study of (E)-N-[2-(1H-indol-3-yl)eth-yl]-1-(anthracen-9-yl)methanimine.

Project description:The title compound, C25H20N2, (I), was synthesized from the condensation reaction of anthracene-9-carbaldehyde and tryptamine in dry ethanol. The indole ring system (r.m.s. deviation = 0.016?Å) makes a dihedral angle of 63.56?(8)° with the anthracene ring (r.m.s. deviation = 0.023?Å). There is a short intra-molecular C-H?N inter-action present, and a C-H?? inter-action involving the two ring systems. In the crystal, the indole H atom forms an inter-molecular N-H?? inter-action, linking mol-ecules to form chains along the b-axis direction. There are also C-H?? inter-actions present, involving the central and terminal rings of the anthracene unit, linking the chains to form an overall two-dimensional layered structure, with the layers parallel to the bc plane. The density functional theory (DFT) optimized structure, at the B3LYP/6-311?G(d,p) level, is compared with the experimentally determined mol-ecular structure in the solid state.

| S-EPMC5588573 | biostudies-literature

Crystal structure of 2-[(di-chloro-methane)sulfon-yl]pyridine.

Project description:The asymmetric unit of the title compound, C6H5Cl2NO2S, contains two mol-ecules with similar conformations (r.m.s. overlay fit for the non-H atoms = 0.067?Å). Atoms attached to the pendent Csp (3)-S bond are arranged in a staggered conformation with one of the Cl atoms anti to the C atom in the aromatic ring [C-S-C-Cl torsion angles = 178.41?(11) and -176.70?(13)°]. In the crystal, mol-ecules are linked by C-H?N and C-H?O hydrogen bonds, generating a three-dimensional network, and weak aromatic ?-? stacking is also observed [centroid-centroid separation = 3.8902?(17)?Å].

| S-EPMC4257385 | biostudies-literature

(E)-1,3-Bis(anthracen-9-yl)prop-2-en-1-one: crystal structure and DFT study.

Project description:The title compound, C31H20O, was synthesized using a Claisen-Schmidt condensation. The enone group adopts an s-trans conformation and the anthracene ring systems are twisted at angles of 85.21 (19) and 83.98 (19)° from the enone plane. In the crystal, mol-ecules are connected into chains along [100] via weak C-H⋯π inter-actions. The observed band gap of 3.03 eV is in excellent agreement with that (3.07 eV) calculated using density functional theory (DFT) at the B3LYP/6-311++G(d,p) level. The Hirshfeld surface analysis indicates a high percentage of C⋯H/H⋯C (41.2%) contacts in the crystal.

| S-EPMC5946975 | biostudies-literature

Crystal structure and Hirshfeld surface analysis of 4-{[(anthracen-9-yl)meth-yl]amino}-benzoic acid di-methyl-formamide monosolvate.

Project description:The title compound, C22H17NO2·C3H7NO, was synthesized by condensation of an aromatic aldehyde with a secondary amine and subsequent reduction. It was crystallized from a di-methyl-formamide solution as a monosolvate, C22H17NO2·C3H7NO. The aromatic mol-ecule is non-planar with a dihedral angle between the mean planes of the aniline moiety and the methyl anthracene moiety of 81.36?(8)°. The torsion angle of the Car-yl-CH2-NH-Car-yl backbone is 175.9?(2)°. The crystal structure exhibits a three-dimensional supra-molecular network, resulting from hydrogen-bonding inter-actions between the carb-oxy-lic OH group and the solvent O atom as well as between the amine functionality and the O atom of the carb-oxy-lic group and additional C-H?? inter-actions. Hirshfeld surface analysis was performed to qu-antify the inter-molecular inter-actions.

| S-EPMC7199275 | biostudies-literature

4-(Anthracen-9-yl)-2-phenyl-6-(pyridin-2-yl)pyridine.

Project description:In the title compound, C(30)H(20)N(2), the anthracene ring system is approximately planar [maximum deviation = 0.035?(2)?Å] and is nearly perpendicular to the central pyridine ring, making a dihedral angle of 75.73?(7)°. The terminal pyridine ring and the phenyl ring are oriented at dihedral angles of 8.11?(10) and 13.22?(10)°, respectively, to the central pyridine ring.

| S-EPMC3344146 | biostudies-other

(E)-1-(Anthracen-9-yl)-3-(2-chloro-6-fluoro-phen-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis.

Project description:In the title compound, C23H14ClFO, the enone moiety adopts an E conformation. The dihedral angle between the benzene and anthracene ring is 63.42?(8)° and an intra-molecular C-H?F hydrogen bond generates an S(6) ring motif. In the crystal, mol-ecules are arranged into centrosymmetric dimers via pairs of C-H?F hydrogen bonds. The crystal structure also features C-H?? and ?-? inter-actions. Hirshfeld surface analysis was used to confirm the existence of inter-molecular inter-actions.

| S-EPMC4908534 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

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