Browse
Submit Data
Databases
API
Help

Dataset Information

14 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of rac-3-hy-droxy-2-(p-tol-yl)-2,3,3a,4,7,7a-hexa-hydro-1H-4,7-methano-isoindol-1-one.

ABSTRACT: In the title compound, C16H17NO2, the cyclo-hexene ring adopts a boat conformation, and the five-membered rings have envelope conformations with the bridging atom as the flap. Their mean planes are oriented at a dihedral angle of 86.51?(7)°. The mol-ecular structure is stabilized by a short intra-molecular C-H?O contact. In the crystal, mol-ecules are linked by O-H?O hydrogen bonds forming chains propagating along [100]. The chains are linked by C-H?? inter-actions, forming slabs parallel to (001).

SUBMITTER: Aslantas M

PROVIDER: S-EPMC4350749 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of rac-3-hy-droxy-2-(p-tol-yl)-2,3,3a,4,7,7a-hexa-hydro-1H-4,7-methano-isoindol-1-one.

Aslantaş Mehmet M Çelik Cumali C Çelik Ömer Ö Karayel Arzu A

Acta crystallographica. Section E, Crystallographic communications 20150204 Pt 3

In the title compound, C16H17NO2, the cyclo-hexene ring adopts a boat conformation, and the five-membered rings have envelope conformations with the bridging atom as the flap. Their mean planes are oriented at a dihedral angle of 86.51 (7)°. The mol-ecular structure is stabilized by a short intra-molecular C-H⋯O contact. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds forming chains propagating along [100]. The chains are linked by C-H⋯π inter-actions, forming slabs parallel to (00 ...[more]

PMID: 25844217

Similar Datasets

Crystal structure of 1,3-diallyl-1,3,3a,4,7,7a-hexa-hydro-4,7-methano-2-benzo-thio-phene 2,2-dioxide.

Project description:The title compound C15H20O2S, was identified as a product of di-allyl-ation of the meso-isomer of the corresponding norbornene sulfone, and it is an achiral compound. The five-membered heterocycle adopts an envelope conformation with the S atom deviating by 0.795?(3)?Å from the other atoms of the ring (r.m.s. deviation = 0.0131). Both allyl groups are anti-oriented relative to the S atom but their double bonds are directed in opposite directions relative to the plane of the heterocycle.

| S-EPMC4257250 | biostudies-literature

2-Tosyl-2,3,3a,4,9,9a-hexa-hydro-1H-benzo[f]isoindol-1-one.

Project description:The title compound, C19H19NO3S, was produced by the self-reaction of N-cinnamyl-N-tosyl-acryl-amide in the presence of palladium(II) acetate via an intra-molecular C-C coupling reaction and C-H activation. There are two chiral C atoms in the mol-ecule, but the crystal is a racemic system due to a lack of chiral separation. The five-membered ring is twisted about the methyl-ene-methane bond, and the cyclo-hexa-1,4-diene ring has a boat conformation. The dihedral angle between the benzene rings is 88.27?(14)°, indicating an almost orthogonal relationship and an approximate L-shape for the mol-ecule. In the crystal, the presence of C-H?? inter-actions leads to inversion dimers.

| S-EPMC3685075 | biostudies-literature

Crystal structure of 4,5,6,7,8,8-hexa-chloro-2-(3,4-di-meth-oxy-pheneth-yl)-3a,4,7,7a-tetra-hydro-1H-4,7-methano-iso-indole-1,3(2H)-dione [+solvent].

Project description:In the title compound, C19H15Cl6NO4 [+solvent], the six-membered ring of the norbornene moiety adopts a boat conformation and the two five-membered rings have envelope conformations. The pyrrolidine ring makes a dihedral angle of 14.83?(12)° with the 3,4-di-meth-oxy-phenyl ring, which are attached to each other by an extended N-CH2-CH2-Car bridge. In the crystal, the structure features C-H?O inter-molecular hydrogen bonds, an offset ?-? inter-action [inter-centroid distance = 3.564?(1)?Å] and a C-Cl?? inter-action. The contribution of some disordered solvent to the scattering was removed using the SQUEEZE routine [Spek (2015 ?). Acta Cryst. C71, 9-18] of PLATON. The solvent contribution was not included in the reported mol-ecular weight and density.

| S-EPMC6505607 | biostudies-literature

(3-Methyl-3a,4,7,7a-tetra-hydro-5H-4,7-methano-isoxazolo[4,5-d][1,2]oxazin-5-yl)(phen-yl)methanone.

Project description:The title compound, C14H14N2O3, is the exo isomer with a syn arrangement of two O atoms in the isoxazole and oxazine rings. The dihedral angle between the isoxazole and phenyl rings is 60.38?(4)°. In the crystal, weak C-H?O hydrogen bonds link the mol-ecules, forming a three-dimensional network. The isoxazole O atom is an acceptor for three of these hydrogen bonds.

| S-EPMC4011260 | biostudies-literature

Crystal structure and Hirshfeld surface analysis of (3aR,4S,7S,7aS)-4,5,6,7,8,8-hexa-chloro-2-{6-[(3aR,4R,7R,7aS)-4,5,6,7,8,8-hexa-chloro-1,3-dioxo-1,3,3a,4,7,7a-hexa-hydro-2H-4,7-methano-isoindol-2-yl]hex-yl}-3a,4,7,7a-tetra-hydro-1H-4,7-methano-iso-indole-1,3(2H)-dione.

Project description:The mol-ecule of the title compound, C24H16Cl12N2O4, is generated by a crystallographic inversion centre at the midpoint of the central C-C bond. A kink in the mol-ecule is defined by a torsion angle of -169.86 (15)° about this central bond of the alkyl bridge. The pyrrolidine ring is essentially planar [max. deviation = 0.014 (1) Å]. The cyclo-hexane ring has a boat conformation, while both cyclo-pentane rings adopt an envelope conformation. In the crystal structure, mol-ecules are linked by inter-molecular C-H⋯O, C-H⋯Cl and C-Cl⋯π inter-actions, and short inter-molecular Cl⋯O and Cl⋯Cl contacts, forming a three-dimensional network.

| S-EPMC8340976 | biostudies-literature

rac-1,2,3,4-Tetra-hydro-1,4-methano-anthracene-6,7-dicarbonitrile.

Project description:The title compound, C(17)H(12)N(2), comprises a norbornane unit having a dicyanona-phthalene ring fused on one side. Both cyano groups are twisted slightly out of the plane of the naphthalene ring system [C-C-C-C torsion angle = 1.9 (2)°]. In the crystal, inversion-related mol-ecules are linked by pairs of weak C-H⋯N hydrogen bonds, forming dimers.

| S-EPMC3238964 | biostudies-literature

8-Methyl-4-phenyl-2,3,3a,4,5,9b-hexa-hydro-furo[3,2-c]quinoline.

Project description:The title compound, C(18)H(19)NO, was synthesized from the multi-component one-pot reaction between p-toluidine, benzaldehyde and 2,3-dihydro-furan in the presence of palladium dichloride. There are two mol-ecules in the asymmetric unit. The crystal packing is stabilized by classical inter-molecular N-H?O hydrogen bonds.

| S-EPMC2980039 | biostudies-literature

Benzyl 2-benzyl-4-[(3aS,7aR)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-isoindol-2-yl]-4-oxobutano-ate.

Project description:In the title compound, C(26)H(31)NO(3), the octa-hydro-1H-isoindole ring is not planar and the two rings are twisted with a C-C-C-C torsion angle of 73.6?(4)°. The six-membered ring has a chair conformation while the five-membered ring has an envelope conformation on the C-atom in position 7a. The H atoms in the 3a- and 7a-psitions are cis and the H-C-C-H torsion angle is 42.36°.

| S-EPMC3470212 | biostudies-literature

rac-2-Methyl-3,4,5,6-tetra-hydro-2H-2,6-methano-1,3-benzoxazocin-4-one.

Project description:The title compound, C(12)H(13)NO(2), represents a conformationally restricted 2-pyridone analogue of 1,4-dihydro-pyridine-type calcium antagonists and was selected for a crystal structure determination in order to explore some aspects of drug-receptor inter-action. In the mol-ecule, two stereogenic centres are of opposite chirality, whereas a racemate occurs in the crystal. It was found that the formally aminic N atom of the heterocycle is essentially sp(2)-hybridized with the lone-pair electrons partially delocalized through conjugation with the adjacent carbonyl bond. As a result, the central pyridone ring assumes an unsymmetrical half-chair conformation. The critical 4-phenyl ring is fixed in a pseudo-axial and perpendicular orientation [dihedral angle 85.8?(1)°] with respect to the pyridone ring via an oxygen bridge. In the crystal a pair of centrosymmetric N-H?O hydrogen bonds connect mol-ecules of opposite chirality into a dimer. The dimers are packed by hydrophobic van der Waals inter-actions.

| S-EPMC2979478 | biostudies-literature

rac-(4aR,8aR)-2,3-Diphenyl-4a,5,6,7,8,8a-hexa-hydro-quinoxaline.

Project description:The structure of the title racemic compound, C(20)H(20)N(2), shows close similarity to that of the enanti-omerically pure (4aR,8aR)-2,3-diphenyl-4a,5,6,7,8,8a-hexa-hydro-quinoxaline [Wang & Ye (2008 ?). Acta Cryst. E64, o359-o359]. The similarity applies to the unit-cell parameters as well as to the packing of the constituent mol-ecules. Similar packing is conditioned by a lack of directed inter-molecular inter-actions such as hydrogen bonds in either structure.

| S-EPMC2961730 | 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