Browse
Submit Data
Databases
API
Help

Dataset Information

9 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(1S,2S,6R,7aR)-2-Benzyl-1,6-dihy-droxy-hexa-hydro-pyrrolizin-3-one.

ABSTRACT: In the title compound, C(14)H(17)NO(3), the dihedral angles show that the H atoms at two stereocenters are in a trans-diaxial configuration. In the crystal, the molecules are linked by O-H?O hydrogen bonds. The absolute configuration of the molecule has been established on the basis of refinement of the Hooft and Flack parameters.

SUBMITTER: Oliveira FL

PROVIDER: S-EPMC3297313 | biostudies-other | 2012 Mar

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

(1S,2S,6R,7aR)-2-Benzyl-1,6-dihy-droxy-hexa-hydro-pyrrolizin-3-one.

Oliveira F L FL Freire K R L KR Aparicio R R Coelho F F

Acta crystallographica. Section E, Structure reports online 20120204 Pt 3

In the title compound, C(14)H(17)NO(3), the dihedral angles show that the H atoms at two stereocenters are in a trans-diaxial configuration. In the crystal, the molecules are linked by O-H⋯O hydrogen bonds. The absolute configuration of the molecule has been established on the basis of refinement of the Hooft and Flack parameters. ...[more]

PMID: 22412503

Similar Datasets

(1S,2E,6R,7aR)-2-Benzyl-idene-1,6-dihy-droxy-2,3,5,6,7,7a-hexa-hydro-1H-pyrrolizin-3-one.

Project description:In the title compound, C(14)H(15)NO(3), the conformation of the double bond was determined to be E, confirming the result obtained from two-dimensional NMR data. The five-membered rings of the pyrrolizine unit exhibit C-envelope conformations, with C atoms displaced from the mean planes formed by the remaining rings atoms by 0.1468?(15) and 0.5405?(17)?Å. The mean planes of these rings (through all ring atoms) have a dihedral angle of 49.03?(10)°. In the crystal, mol-ecules are linked by O-H?O hydrogen bonds. The absolute configuration of the mol-ecule was established, as judged by the, as judged by the obtained values for the Hooft and Flack parameters.

| S-EPMC3344667 | biostudies-literature

(1S,2E,6R,7aR)-1,6-Dihy-droxy-2-(4-nitro-benzyl-idene)-2,3,5,6,7,7a-hexa-hydro-1H-pyrrolizin-3-one.

Project description:The crystal structure of the title compound, C(14)H(14)N(2)O(5), contains two distinct conformers in the asymmetric unit. The compound has three defined stereocenters, two of them contiguous, and a C=C double bond with an E conformation. The stereocenters exhibit the same chirality in both conformers, with significant differences in the conformation of the five-membered rings of the pyrrolizine unit (both either in a twist or in an envelope form) and in the dihedral angles between the corresponding mean planes and the benzene rings. A prominent feature is a change from almost coplanar rings in one conformer to a new conformation in the second conformer, in which the mean plane of a five-membered ring is almost perpendicular to the benzene ring, with a dihedral angle 87.19?(8)°; the corresponding angle in the first conformer is 14.02?(10)°. In the crystal, molecules are linked by O-H?O and C-H?O hydrogen bonds. Crystallographic data were essential to confirm the configuration of the double bond, which was unclear from the available two-dimensional NMR data. In addition, reliable Flack and Hooft parameters were obtained, allowing for the correct absolute structure to be determined.

| S-EPMC3344666 | biostudies-literature

(1S,2R,6R,7aS)-1,2,6-Trihy-droxy-hexa-hydro-1H-pyrrolizin-3-one.

Project description:In the title compound, C(7)H(11)NO(4), prepared via a Morita-Baylis-Hillman adduct, the five-membered ring bearing three O atoms approximates to a twisted conformation, whereas the other ring is close to an envelope, with a C atom in the flap position. The dihedral angle between their mean planes (all atoms) is 23.11?(9)°. The new stereocenters are created in a trans-diaxial configuration. In the crystal, O-H?O and O-H?(O,O) hydrogen bonds link the mol-ecules, generating a three-dimensional network. A weak C-H?O inter-action also occurs.

| S-EPMC3297312 | biostudies-literature

(6S,7S,8S,8aS)-6-Ethyl-7,8-dihy-droxy-1,5,6,7,8,8a-hexa-hydro-indolizin-3(2H)-one monohydrate.

Project description:The absolute configuration of the title compound, C(10)H(17)NO(3)·H(2)O, was assigned from the synthesis. In the mol-ecular structure, the central six-membered ring of the indolizine moiety adopts a chair conformation, with two atoms displaced by -0.578?(2) and 0.651?(1)?Å from the plane of the other four atoms [maximum deviation 0.019?(2)?Å] The conformation of the fused oxopyrrolidine ring is close to that of a flat envelope, with the flap atom displaced by 0.294?(1)?Å from the plane through the remaining four atoms. In the crystal, one of the hy-droxy groups is hydrogen-bonded to two water mol-ecules, while the other hy-droxy group exhibits an inter-molecular hydrogen bond to the carbonyl O atom, resulting in a chain parallel to the b axis.

| S-EPMC3011597 | biostudies-literature

2-{(1S*,2S*)-2-[(E)-(2,4-Dihy-droxy-benzyl-idene)amino]-cyclo-hex-yl}isoindoline-1,3-dione.

Project description:In the title mol-ecule, C(21)H(20)N(2)O(4), the dihedral angle between the phenol ring and the isoindole-1,3-dione mean plane is 69.79?(6)°. The cyclo-hexane ring adopts a chair conformation. Weak inter-molecular O-H?O and O-H?N inter-actions feature as part of the crystal packing.

| S-EPMC3152027 | biostudies-other

(1S*,4aR*,5S*,6S*,8aR*)-3-Benzyl-1-methyl-5,6-diphenyl-3,4,4a,5,6,8a-hexa-hydro-1H-2,3-benzoxazin-4-one.

Project description:In the title compound, C(28)H(27)NO(2), the oxazinone ring adopts a twist-boat conformation and the cyclo-hexene ring has a twisted envelope conformation. The crystal structure is stabilized by weak non-classical inter-molecular C-H?O hydrogen bonds.

| S-EPMC2971003 | biostudies-literature

N'-(2,3-Dihy-droxy-benzyl-idene)isonicotinohydrazide.

Project description:The title compound, C(13)H(11)N(3)O(3), crystallized with two independent mol-ecules in the asymmetric unit. One of the mol-ecules is twisted while the other is almost planar, with dihedral angles of 28.02?(6) and 2.42?(9)°, respectively, between the benzene and pyridine rings. Intra-molecular O-H?O and O-H?N hydrogen bonds are present in both mol-ecules. The two independent mol-ecules are linked by pairs of O-H?O hydrogen bonds. The crystal structure is further stabilized by inter-molecular N-H?N hydrogen bonds and C-H?N and C-H?O inter-actions.

| S-EPMC3011376 | biostudies-literature

2,2'-Bis{8-[(benzyl-amino)-methyl-idene]-1,6-dihy-droxy-5-isopropyl-3-methyl-naphthalen-7(8H)-one}.

Project description:The asymmetric unit of the title compound, C44H44N2O6, contains two independent mol-ecules with similar conformations. The di-hydro-naphthalene ring systems are approximately planar [maximum deviations = 0.036?(2), 0.128?(2), 0.0.24?(2) and 0.075?(2)?Å]. The dihedral angle between two di-hydro-naphthalene ring systems is 83.37?(4)° in one mol-ecule and 88.99?(4)° in the other. The carbonyl O atom is linked with the adjacent hy-droxy and imino groups via intra-molecular O-H?O and N-H?O hydrogen bonds. In the crystal, mol-ecules are linked through O-H?O hydrogen bonds into layers parallel to (001), and adjacent layers are further stacked by ?-? inter-actions between di-hydro-naphthalene and phenyl rings into a three-dimensional supra-molecular architecture. In the crystal, one of the isopropyl groups is disordered over two positions with an occupancy ratio of 0.684?(8):0.316?(8).

| S-EPMC3884299 | biostudies-other

6,8-Dihy-droxy-8a-methyl-3,5-dimethyl-idenedeca-hydro-naphtho-[2,3-b]furan-2(3H)-one.

Project description:The title compound, C(15)H(20)O(4), is a eudesmanolide isolated from the Chinese medicinal plant Carpesium tris-te Maxim. The mol-ecule contains three rings, viz. two fused six-membered rings in chair conformations and a five-membered ring in a flattened envelope conformation. In the crystal, two hy-droxy groups are involved in the formation of intra- and inter-molecular O-H?O hydrogen bonds. The H atoms in these groups are split, with site-occupation factors of 0.5. The inter-molecular hydrogen bonds link mol-ecules into chains propagating in [010].

| S-EPMC3515328 | biostudies-literature

11,12-Dihy-droxy-10,6,8,11,13-icetexapentan-1-one.

Project description:THE TITLE COMPOUND [SYSTEMATIC NAME: 14,15-dihy-droxy-7,7-dimethyl-13-(propan-2-yl)tricyclo-[9.4.0.0(3,8)]penta-deca-1(11),3(8),9,12,14-pentaen-4-one], C(20)H(24)O(3), is a new icetexane diterpenoid which was isolated from the roots of Premna obtusifolia (Verbenaceae). The mol-ecule has three fused rings: a cyclo-hexenone, a central cyclo-heptene and a benzene ring. The cyclo-hexenone ring is in an envelope conformation, whereas the cyclo-heptene ring is in a twisted boat conformation. Intra-molecular O-H?O hydrogen bonds generate S(5) and S(8) ring motifs. In the crystal, mol-ecules are linked into dimers through O-H?O hydrogen bonds. These dimers are arranged in to sheets parallel to the ac plane. C-H?O and weak C-H?? inter-actions are also present.

| S-EPMC3051731 | 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