Browse
Submit Data
Databases
API
Help

Dataset Information

10 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3,5,5,6,8,8-Hexamethyl-5,6,7,8-tetra-hydro-2-naphthoic acid (AHTN-COOH).

ABSTRACT: The title compound, C(17)H(24)O(2), is the product of a haloform reaction of 6-acetyl-1,1,2,4,4,7-hexa-methyl-tetra-line (AHTN). The compound is a racemic mixture with a disorder in its aliphatic ring [occupany ratio 0.683?(4):0.317?(4)] due to two possible half-chair forms. The carb-oxy-lic acid unit is slightly twisted out of coplanarity with the aromatic system [dihedral angle = 29.26?(6)°]. In the crystal, pairs of short classical inter-molecular O-H?O hydrogen bonds link pairs of mol-ecules around a center of symmetry.

SUBMITTER: Kuhlich P

PROVIDER: S-EPMC2983290 | biostudies-other | 2010

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

3,5,5,6,8,8-Hexamethyl-5,6,7,8-tetra-hydro-2-naphthoic acid (AHTN-COOH).

Kuhlich Paul P Göstl Robert R Metzinger Ramona R Piechotta Christian C Nehls Irene I

Acta crystallographica. Section E, Structure reports online 20100930 Pt 10

The title compound, C(17)H(24)O(2), is the product of a haloform reaction of 6-acetyl-1,1,2,4,4,7-hexa-methyl-tetra-line (AHTN). The compound is a racemic mixture with a disorder in its aliphatic ring [occupany ratio 0.683 (4):0.317 (4)] due to two possible half-chair forms. The carb-oxy-lic acid unit is slightly twisted out of coplanarity with the aromatic system [dihedral angle = 29.26 (6)°]. In the crystal, pairs of short classical inter-molecular O-H⋯O hydrogen bonds link pairs of mol-ecules ...[more]

PMID: 21587655

Similar Datasets

5,6,7,8-Tetra-hydro-quinolin-8-one.

Project description:In the quinoline fused-ring system of the title compound, C(9)H(9)NO, the pyridine ring is planar to within 0.011?(3)?Å, while the partially saturated cyclo-hexene ring adopts a sofa conformation with an asymmetry parameter ?C(s)(C6) = 1.5?(4)°. There are no classical hydrogen bonds in the crystal structure. Mol-ecules form mol-ecular layers parallel to (100) with a distance between the layers of a/2 = 3.468?Å.

| S-EPMC3120345 | biostudies-literature

5,6,7,8-Tetra-hydro-naphthalene-1-carboxylic acid.

Project description:In the mol-ecule of the title compound, C(11)H(12)O(2), the cyclo-hexane ring adopts a half-chair conformation. In the crystal structure, mol-ecules are linked into centrosymmetric dimers by pairs of O-H?O hydrogen bonds, and the dimers are linked together by ?-? inter-actions [centroid-centroid distance = 3.8310?(13)?Å] and C-H?O bonds.

| S-EPMC2971897 | biostudies-other

5,6,7,8-Tetra-hydro-quinoline 1-oxide hemihydrate.

Project description:In the title compound, C(9)H(11)NO·0.5H(2)O, the asymmetric unit contains two similar mol-ecules of 5,6,7,8-tetra-hydro-quinoline 1-oxide and one water mol-ecule. The water mol-ecule links the two O atoms of both independent N-oxides into dimers via O-H?O hydrogen bonds, forming a three-dimensional network along [101], which is additionally stabilized by weak C-H?O inter-molecular inter-actions. In each mol-ecule, the saturated six-membered rings exist in a conformation inter-mediate between a half-chair and sofa.

| S-EPMC2984073 | biostudies-literature

(3,5,5,6,8,8-Hexamethyl-5,6,7,8-tetra-hydro-naphthalen-2-yl)methanol: a possible metabolite of the synthetic musk fragrance AHTN.

Project description:The title compound (AHTN-OH), C(17)H(26)O, was prepared in order to provide standard materials for the qualitative and quanti-tative analysis of environmental pollutants. The mol-ecule possesses a chiral C atom, although the structure determination was performed on racemic material, expressed in the structure as disordered chiral sites. The asymmetric unit consists of four AHTN-OH mol-ecules containing an hy-droxy group and forming a tetra-meric cyclic motif built up by four strong hydrogen bonds between these hy-droxy groups and additionally by two weak C-H?? inter-actions. Furthermore, these tetra-mers are linked via very weak C-H?? inter-actions, forming chains along the c axis.

| S-EPMC3120335 | biostudies-other

2-Phenyl-5,6,7,8-tetra-hydro-imidazo[2,1-b][1,3]benzo-thia-zole.

Project description:The title compound, C15H14N2S, crystallizes with two independent mol-ecules in the asymmetric unit. The central imidazo[2,1-b][1,3]benzo-thia-zole unit is planar (r.m.s. deviations of 0.010 and 0.008?Å for the two independent mol-ecules). The fused tetra-hydro-hexane ring adopts a half-chair conformation. The phenyl substituent is twisted by 16.96?(13) and 22.89?(12)° relative to the central imidazo[2,1-b][1,3]benzo-thia-zole unit in the two mol-ecules. In the crystal, there are no significant intermolecular interactions present.

| S-EPMC4051062 | biostudies-literature

1,3-Dimethyl-5,6,7,8-tetra-hydro-4H-cyclo-hepta-[c]thio-phene-4,8-dione.

Project description:In the title compound, C(11)H(12)O(2)S, the C and S atoms of the central thio-phene and the methyl groups, and the two carbonyl groups of the cyclo-hepta-nedione are almost coplanar [maximum deviation from the mean plane = 0.221?(2)?Å]. The packing is stabilized by ?-? inter-actions between the conjugated thio-phenes, the shortest centroid-centroid distance between thio-phene rings being 3.9759?(10)?Å.

| S-EPMC3011565 | biostudies-literature

Methyl 3,5,5,6,8,8-hexa-methyl-5,6,7,8-tetra-hydro-naphthalene-2-carboxyl-ate (AHTN-COOMe).

Project description:Crystals of the title compound, C(18)H(26)O(2), were grown from ethyl acetate. Due to the racemic precursor, the title compound is also obtained as a racemate. Disorder was observed during structure refinement, originating from two possible half-chair conformations of the non-aromatic ring. The disorder was refined by introducing split positions in the cyclo-hexane ring regarding the two possible R and S-enantiomers at the chiral CH group [ratio 0.744?(3):0.256?(3)]. The crystal structure features pairs of inversion-related molecules connected by pairs of non-classical C-H?O hydrogen bonds.

| S-EPMC3051644 | biostudies-literature

4-[3-(Trifluoro-meth-yl)phen-yl]-5,6,7,8-tetra-hydro-cinnolin-3(2H)-one.

Project description:The title compound, C(15)H(13)F(3)N(2)O, contains one benzene ring, one cyclo-hexane ring and a pyridazine ring. The dihedral angle formed by the pyridazine ring with the benzene ring is 61.5?(2)°. The crystal structure is stabilized by two inter-molecular hydrogen bonds (N-H?O and C-H?F). The cyclohexane ring adopts a screw-boat conformation. The CF(3) group is disordered over two positions; the site occupancy factors are ca 0.6 and 0.4.

| S-EPMC2960356 | biostudies-literature

2-(2-Nitro-anilino)-5,6,7,8-tetra-hydro-4H-cyclo-hepta-[b]thio-phene-3-carbonitrile.

Project description:The title compound, C(16)H(15)N(3)O(2)S, was synthesized by the reaction of 2-amino-5,6,7,8-tetra-hydro-4H-cyclo-hepta-[b]thio-phene-3-carbonitrile and o-fluoro-nitro-benzene. The thio-phene and nitro-phenyl rings and amino and carbonitrile groups are coplanar with a maximum deviation of 0.046?(2)?Å and a dihedral angle of 0.92?(6)° between the rings. The cyclo-hepta ring adopts a chair conformation. Intra-molecular N-H?O and C-H?S inter-actions occur. In the crystal, the mol-ecules form layers that are linked by ?-? stacking inter-actions between the thio-phene and benzene rings [centroid-centroid distances = 3.7089?(12) and 3.6170?(12)?Å].

| S-EPMC2979624 | biostudies-literature

4-Imino-2,7-dimethyl-5,6,7,8-tetra-hydro-4H-1-benzothieno[2,3-d]pyrimidin-3-amine.

Project description:In the title compound, C(12)H(16)N(4)S, the fused benzothio-phene and the pyrimidine rings are coplanar [dihedral angle = 1.61 (6)°]. Three C atoms of the cyclohexene ring (at positions 3, 6 and 7) are disordered over two sites with an occupancy ratio of 0.702 (8):0.298 (8). The cyclo-hexene ring in both the major and minor components adopts a half-chair conformation. The crystal structure is stabilized by N-H⋯N and C-H⋯N inter-actions, resulting in the formation of inversion dimers with R(2) (2)(10) and R(2) (2)(12) graph-set motifs.

| S-EPMC3414924 | 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