Browse
Submit Data
Databases
API
Help

Dataset Information

24 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3-Nitroso-2,4,6,8-tetra-phenyl-3,7-diaza-bicyclo-[3.3.1]nonan-9-one.

ABSTRACT: In the title compound, C(31)H(27)N(3)O(2), the two piperidine rings fused to each other each adopt a slightly distorted chair conformation. The phenyl rings on the N-unsubstituted piperidine ring occupy an equatorial position, while those on the N-nitroso-substituted piperidine ring are in axial positions. The NO group is approximately coplanar with the piperidine ring with a maximum deviation of 0.048?(4)?Å. The dihedral angles between the mean planes of the axially and equatorially oriented phenyl rings are 27.7?(1) and 31.9?(1)°, respectively. Mol-ecular packing is stabilized by weak inter-molecular C-H?O and C-H?? inter-actions.

SUBMITTER: Natarajan S

PROVIDER: S-EPMC3152129 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

3-Nitroso-2,4,6,8-tetra-phenyl-3,7-diaza-bicyclo-[3.3.1]nonan-9-one.

Natarajan Sampath S Mathews Rita R

Acta crystallographica. Section E, Structure reports online 20110618 Pt 7

In the title compound, C(31)H(27)N(3)O(2), the two piperidine rings fused to each other each adopt a slightly distorted chair conformation. The phenyl rings on the N-unsubstituted piperidine ring occupy an equatorial position, while those on the N-nitroso-substituted piperidine ring are in axial positions. The NO group is approximately coplanar with the piperidine ring with a maximum deviation of 0.048 (4) Å. The dihedral angles between the mean planes of the axially and equatorially oriented ph ...[more]

PMID: 21837083

Similar Datasets

2,4,6,8-Tetra-kis(4-ethyl-phen-yl)-3,7-diaza-bicyclo-[3.3.1]nonan-9-one.

Project description:The bicyclo-[3.3.1]nonane ring in the title compound, C(39)H(44)N(2)O, adopts a chair-boat conformation with the four benzene rings being directed away from the carbonyl group. The presence of C-H?O contacts leads to helical supra-molecular chains along the b axis.

| S-EPMC2979421 | biostudies-literature

2,4,6,8-Tetra-kis(4-fluoro-phen-yl)-3,7-diaza-bicyclo-[3.3.1]nonan-9-one.

Project description:In the title compound, C(31)H(24)F(4)N(2)O, the bicyclo-[3.3.1]nonane ring exists in a chair-boat conformation. Two of the four fluorine-substituted rings adopt equatorial dispositions with the piperidin-4-one rings. Mol-ecules are linked into a two-dimensional network parallel to (01) by N-H⋯O, C-H⋯F and C-H⋯O hydrogen bonds. Inter-molecular N-H⋯π and C-H⋯π inter-actions are also observed.

| S-EPMC2960046 | biostudies-literature

2,4,6,8-Tetra-kis(4-chloro-phen-yl)-3,7-diaza-bicyclo-[3.3.1]nonan-9-one O-benzyl-oxime acetone monosolvate.

Project description:In the title compound, C(38)H(31)Cl(4)N(3)O·C(3)H(6)O, the 3,7-diaza-bicycle exists in a chair-boat conformation. The 4-chloro-phenyl groups attached to the chair form are equatorially oriented at an angle of 18.15 (3)° with respect to each other, whereas the 4-chloro-phenyl groups attached to the boat form are oriented at an angle of 32.64 (3)°. In the crystal, mol-ecules are linked by N-H⋯π and C-H⋯O inter-actions.

| S-EPMC3344591 | biostudies-literature

2,4,6,8-Tetra-kis(4-bromo-phen-yl)-3,7-diaza-bicyclo-[3.3.1]nonan-9-one.

Project description:In the title compound, C(31)H(24)Br(4)N(2)O, one of the bromo-phenyl rings is disordered over two orientations with occupancies of 0.69?(2) and 0.31?(2). The bicyclo-[3.3.1]nonane ring system adopts a chair-boat conformation. In the crystal structure, mol-ecules are linked into chains along the c axis by inter-molecular C-H?O and N-H?O hydrogen bonds. Further stabilization is provided by C-H?? inter-actions.

| S-EPMC2979866 | biostudies-other

2,4,6,8-Tetra-kis(2-fluoro-phen-yl)-3,7-diaza-bicyclo-[3.3.1]nonan-9-one.

Project description:The title compound, C(31)H(24)F(4)N(2)O, exists in a chair-boat conformation with an equatorial orientation of the 2-fluoro-phenyl groups on both sides of the secondary amino group of the chair form. The benzene rings in the 'chair' part are inclined to each other at 19.4?(1)°, while the equivalent angle between the benzene rings in the 'boat' part is 75.6?(1)°. One F atom was treated as disordered over two positions in a 0.838?(4):0.162?(4) ratio. In the crystal, N-H?O hydrogen bonds link the mol-ecules into chains along [001] and these chains are held together via weak N-H?F and C-H?F inter-actions.

| S-EPMC3569241 | biostudies-other

2,4,6,8-Tetra-kis(2-methoxy-phen-yl)-3,7-diaza-bicyclo-[3.3.1]nonan-9-one diethyl ether hemisolvate.

Project description:In the title compound, C(35)H(36)N(2)O(5)·0.5C(4)H(10)O, the asymmetric unit contains one bicyclo-[3.3.1]nonane mol-ecule and a half-occupancy diethyl ether solvent with the O atom lying on a crystallographic inversion center. Two intra-molecular N-H?O hydrogen bonds generate S(6) ring motifs. The bicyclo-[3.3.1]nonane ring system adopts a chair-boat conformation. In the crystal structure, the mol-ecules are linked by weak inter-molecular C-H?N hydro-gen bonds into chains along the b axis; additional stabilization is provide by C-H?? inter-actions.

| S-EPMC2970300 | biostudies-other

Crystal structures and supra-molecular features of 9,9-dimethyl-3,7-di-aza-bicyclo-[3.3.1]nonane-2,4,6,8-tetra-one, 3,7-di-aza-spiro-[bi-cyclo-[3.3.1]nonane-9,1'-cyclo-penta-ne]-2,4,6,8-tetra-one and 9-methyl-9-phenyl-3,7-di-aza-bicyclo-[3.3.1]nonane-2,4,6,8-tetra-one di-methyl-formamide monosolvate.

Project description:Compounds (I), C9H10N2O4, (II), C11H12N2O4, and (III), C14H12N2O4·C3H7NO represent 9,9-disubstituted-3,7-di-aza-bicyclo-[3.3.1]nonane-2,4,6,8-tetra-one deriv-atives with very similar mol-ecular geometries for the bicyclic framework: the dihedral angle between the planes of the imide groups is 74.87 (6), 73.86 (3) and 74.83 (6)° in (I)-(III), respectively. The dimethyl derivative (I) is positioned on a crystallographic twofold axis and its overall geometry deviates only slightly from idealized C2v symmetry. The spiro-cyclo-pentane derivative (II) and the phen-yl/methyl analog (III) retain only inter-nal Cs symmetry, which in the case of (II) coincides with crystallographic mirror symmetry. The cyclo-pentane moiety in (II) adopts an envelope conformation, with the spiro C atom deviating from the mean plane of the rest of the ring by 0.548 (2) Å. In compound (III), an N-H⋯O hydrogen bond is formed with the di-methyl-formamide solvent mol-ecule. In the crystal, both (I) and (II) form similar zigzag hydrogen-bonded ribbons through double inter-molecular N-H⋯O hydrogen bonds. However, whereas in (I) the ribbons are formed by two trans-arranged O=C-N-H amide fragments, the amide fragments are cis-positioned in (II). The formation of ribbons in (III) is apparently disrupted by participation of one of its N-H groups in hydrogen bonding with the solvent mol-ecule. As a result, the mol-ecules of (III) form zigzag chains rather than the ribbons through inter-molecular N-H⋯O hydrogen bonds. The crystal of (I) was a pseudo-merohedral twin.

| S-EPMC5499299 | biostudies-literature

syn-3-(4-Chloro-benz-yl)-1,5-dimethyl-3,7-diaza-bicyclo-[3.3.1]nonan-9-ol.

Project description:In the title compound, C(16)H(23)ClN(2)O, both six-membered rings adopt chair conformations, thus allowing the formation of an intra-molecular N-H?N hydrogen bond. In the crystal, adjacent mol-ecules are combined into chains running along the ac diagonal via O-H?N hydrogen bonds.

| S-EPMC3414303 | biostudies-literature

(1S*,5R*)-9-Phenyl-9-aza-bicyclo-[3.3.1]nonan-3-one.

Project description:In the title compound, C(14)H(17)NO, the piperidinone and piperidine rings both adopt a chair conformation. The chiral crystals were obtained from a racemic reaction product via spontaneous resolution.

| S-EPMC3379287 | biostudies-literature

2,4-Bis(2-methoxy-phenyl)-3-aza-bicyclo-[3.3.1]nonan-9-one.

Project description:In the title compound, C(22)H(25)NO(3), the mol-ecule has a pseudo-mirror plane. The structure is a positional isomer of 2,4-bis(4-methoxy-phenyl)-3-aza-bicyclo-[3.3.1]nonan-9-one [Cox, McCabe, Milne & Sim (1985 ?). J. Chem. Soc. Chem. Commun. pp. 626-628]. The 3-aza-bicyclo-[3.3.1]nonan-9-one moiety adopts a double chair conformation with equatorial orientations of both 2-methoxy-phenyl substituents on either side of the secondary amino group. The benzene rings are oriented at an angle of 33.86?(4)° with respect to each other and the meth-oxy groups point towards the carbonyl group. The crystal structure is stabilized by intermolecular N-H?? inter-actions.

| S-EPMC2969524 | biostudies-other

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