Browse
Submit Data
Databases
API
Help

Dataset Information

29 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Dimethyl 4,4'-dihy-droxy-3,3'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl]bis-(methyl-ene)}dibenzoate.

ABSTRACT: The title compound, C(25)H(30)N(2)O(6), has the imidazolidine ring in an envelope conformation. There are two intra-molecular O-H?N hydrogen-bond inter-actions with graph-set motif S(6). The cyclo-hexane ring adopts a slightly distorted chair conformation. One methyl carboxyl-ate substituent forms a dihedral angle of 12.00?(5)° with the plane of the benzene ring, while the other methyl carboxyl-ate group is almost coplanar, making a dihedral angle of 2.26?(9)°. In the crystal, pairs of inter-molecular C-H?O hydrogen bonds form racemic dimers, corresponding to an R(2) (2)(18) graph-set motif. Further weak C-H?O inter-actions generate a chain running along the c axis.

SUBMITTER: Rivera A

PROVIDER: S-EPMC3247326 | biostudies-literature | 2011 Nov

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Dimethyl 4,4'-dihy-droxy-3,3'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl]bis-(methyl-ene)}dibenzoate.

Rivera Augusto A Quiroga Diego D Ríos-Motta Jaime J Fejfarová Karla K Dušek Michal M

Acta crystallographica. Section E, Structure reports online 20111012 Pt 11

The title compound, C(25)H(30)N(2)O(6), has the imidazolidine ring in an envelope conformation. There are two intra-molecular O-H⋯N hydrogen-bond inter-actions with graph-set motif S(6). The cyclo-hexane ring adopts a slightly distorted chair conformation. One methyl carboxyl-ate substituent forms a dihedral angle of 12.00 (5)° with the plane of the benzene ring, while the other methyl carboxyl-ate group is almost coplanar, making a dihedral angle of 2.26 (9)°. In the crystal, pairs of inter-mol ...[more]

PMID: 22219944

Similar Datasets

Di-n-butyl 4,4'-dihy-droxy-3,3'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl]bis-(methyl-ene)}dibenzoate.

Project description:The complete molecule of the title compound, C(31)H(42)N(2)O(6), is generated by crystallographic twofold symmetry, with one C atom lying on the axis. The dihedral angle between the aromatic rings is 57.03?(6)°. The central heterocyclic ring adopts a half-chair conformation. The mol-ecular conformation is stabilized by two intra-molecular O-H?N hydrogen bonds with the N atoms of the heterocyclic ring as the acceptors. In the crystal, mol-ecules are linked into chains along the c axis by non-classical C-H?O hydrogen bonds.

| S-EPMC3200585 | biostudies-literature

Diethyl 4,4'-dihy-droxy-3,3'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl]bis-(methyl-ene)}dibenzoate.

Project description:The heterocyclic ring in the title compound, C(27)H(34)N(2)O(6), has an envelope conformation on one of the bridgehead C atoms [Q(2) = 0.4487?(19)?Å and ? = 291.3?(2)°]. Two strong intra-molecular O-H?N hydrogen bonds stabilize the mol-ecular conformation. The benzoate groups differ in the relative orientations of the ethyl groups, as quanti-fied by the values of the C-O-C-C torsion angles of -86.5?(2) and -178.97?(17)°. The carbonyl groups are nearly coplanar with the benzene rings, forming C-C-C-O torsion angles of 0.9?(3) and 3.4?(3)°. The crystal structure is stabilized by weak inter-molecular C-H?O inter-actions.

| S-EPMC3247559 | biostudies-other

Di-n-propyl 4,4'-dihy-droxy-3,3'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-benzimidazole-1,3-di-yl]bis-(methyl-ene)}dibenzoate.

Project description:The title compound, C(29)H(38)N(2)O(6), was prepared as model for studying intra-molecular hydrogen-bonding inter-actions. Mol-ecules of the title compound are located on a crystallographic twofold rotation axis, which passes through the C atom linked to the two N atoms on the imidazolidine ring. The mol-ecular structure shows the existence of two intra-molecular O-H?N hydrogen-bonding inter-actions between the two N atoms of the imidazolidine moiety and the hy-droxy groups in the aromatic rings. The crystal structure shows the strain of ring fusion in the perhydro-benzimidazole moiety according to the endocyclic bond angles and the torsion angles, which evidence a puckering of the cyclo-hexane ring with respect to normal tetra-hedral bond angles in an ideal chair conformation.

| S-EPMC3201437 | biostudies-other

4,4'-Difluoro-2,2'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl]bis-(methyl-ene)]}diphenol.

Project description:In the crystal structure of the title compound, C(21)H(24)F(2)N(2)O(2), the two N atoms of the imidazolidine moiety are linked to the hy-droxy groups by intra-molecular O-H?N hydrogen-bonding inter-actions. The crystal studied was a racemic mixture of RR and SS enatiomers. The cyclo-hexane ring adopts a chair conformation and the imidazolidine group to which it is fused has a twisted envelope conformation.

| S-EPMC3120376 | biostudies-literature

4,4'-Dimeth-oxy-2,2'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-diyl]bis(methyl-ene)}diphenol.

Project description:The title compound, C(23)H(30)N(2)O(4), is a Mannich base useful for studying the effect of an electron-donating phenol substituent on intra-molecular hydrogen bonding. In the mol-ecular structure, the cyclo-hexane ring adopts a chair conformation and the five-membered ring has a twisted envelope conformation. Each meth-oxy group is oriented in the same plane of the respective aromatic ring, showing torsion angles below 11.8?(3)° and bond angles between the meth-oxy group and the aromatic ring of 116.6?(2) and 116.6?(1)°. The structure shows inter-actions between two the N atoms of the heterocyclic ring and the hy-droxy groups by intra-molecular O-H?N hydrogen-bonding inter-actions. In the crystal, C-H?O inter-actions are observed. The crystal studied was a racemic mixture of RR and SS enanti-omers.

| S-EPMC3200725 | biostudies-literature

4,4'-Di-tert-butyl-2,2'-[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl)bis-(methyl-ene)]diphenol.

Project description:In the title compound, C(29)H(42)N(2)O(2), the heterocyclic ring has a twist conformation. The cyclohexane ring adopts a chair conformation. The dihedral angle between the aromatic rings is 32.74?(6)°. The mol-ecular conformation is stabilized by two intramolecular O-H?N hydrogen bonds with graph-set motif S(6). The crystal packing is stabilized by C-H?O and C-H?? inter-actions.

| S-EPMC3247337 | biostudies-literature

1,1'-[(2,3,3a,4,5,6,7,7a-Octa-hydro-1H-1,3-benzimidazole-1,3-di-yl)bis-(methyl-ene)]bis-(1H-benzotriazole).

Project description:The cyclo-hexane ring in the title compound, C(21)H(24)N(8), adopts a chair conformation and the five-membered heterocyclic ring to which it is fused adopts a twist conformation on their common C-C bond. The substituents on the N atoms of the central five-membered heterocycle are arranged trans with respect to the central ring. The terminal benzotriazole rings are oriented at angles of 74.66?(8) and 84.18?(8)° with respect to the mean plane of the central heterocycle. The angle between the two benzotriazole rings is 30.80?(9)°. The bond lengths and angles are within normal ranges; the largest deviation from expecta-tion is for a long N-CH(2) bond length [1.476?(2)?Å] as a consequence of an anomeric effect. In the crystal, mol-ecules are connected by C-H?N hydrogen bonds.

| S-EPMC3247461 | biostudies-literature

4,4'-Dichloro-3,3',5,5'-tetra-methyl-2,2'-[(3aR,7aR/3aS,7aS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl)bis-(methyl-ene)]diphenol.

Project description:In the title compound, C(25)H(32)Cl(2)N(2)O(2), there are two intra-molecular O-H? N hydrogen-bonding inter-actions between the hy-droxy groups on the aromatic rings and the two N atoms of the heterocyclic group. The cyclo-hexane ring adopts a chair conformation and the imidazolidine unit to which it is fused has a twisted envelope conformation. The asymmetric unit comprises one half-mol-ecule which is completed by a twofold rotation axis. A C-H?O inter-action is observed in the crystal structure.

| S-EPMC3213571 | biostudies-literature

4,4'-Diiodo-2,2'-[(3aR,7aR)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl)bis-(methyl-ene)]diphenol.

Project description:In the crystal structure of the title compound, C(21)H(24)I(2)N(2)O(2), the two N atoms of the imidazolidine moiety are linked to the hy-droxy groups by intra-molecular O-H?N hydrogen-bonding inter-actions. The cyclo-hexane ring adopts a chair conformation and the heterocyclic ring to which it is fused has a twisted envelope conformation.

| S-EPMC3200707 | biostudies-literature

(3aRS,7aSR)-7a-Meth-oxy-2-oxo-2,3,3a,4,5,6,7,7a-octa-hydro-1-benzofuran-4,4-dicarbonitrile.

Project description:The racemic title compound, C11H12N2O3, contains a [4.3.0]bicyclic unit in which the shared C-C bond adopts a cis configuration. The five- and six-membered rings are in twisted envelope (with the bridgehead C atom bearing the methoxy substituent as the flap) and distorted chair conformations, respectively. In the crystal, the mol-ecules are linked via weak C-H?O iteractions, forming ladder-like chains along [010].

| S-EPMC3589067 | 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