Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-Acetamido-N-benzyl-1,4-imino-1,2,4-tride-oxy-l-xylitol (N-benzyl-l-XYLNAc).

ABSTRACT: X-ray crystallography defines the relative configuration at the three-stereogenic centres in the title compound N-benzyl-l-XYLNAc, C(14)H(20)N(2)O(3). The five-membered pyrrolidine ring adopts an envelope conformation with the N atom lying out of the plane of the other four atoms. In the crystal structure, inter-molecular O-H?O, N-H?O and O-H?N hydrogen bonds link the mol-ecules into chains along [100]. The carbonyl group O atom acts as an acceptor for a bifurcated hydrogen bond. The absolute configuration is determined by the use of l-glucuronolactone as the starting material for the synthesis.

SUBMITTER: Jenkinson SF

PROVIDER: S-EPMC2979175 | biostudies-literature | 2010 Apr

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-Acetamido-N-benzyl-1,4-imino-1,2,4-tride-oxy-l-xylitol (N-benzyl-l-XYLNAc).

Jenkinson Sarah F SF Crabtree Elizabeth V EV Glawar Andreas F G AF Butters Terry D TD Fleet George W J GW Watkin David J DJ

Acta crystallographica. Section E, Structure reports online 20100424 Pt 5

X-ray crystallography defines the relative configuration at the three-stereogenic centres in the title compound N-benzyl-l-XYLNAc, C(14)H(20)N(2)O(3). The five-membered pyrrolidine ring adopts an envelope conformation with the N atom lying out of the plane of the other four atoms. In the crystal structure, inter-molecular O-H⋯O, N-H⋯O and O-H⋯N hydrogen bonds link the mol-ecules into chains along [100]. The carbonyl group O atom acts as an acceptor for a bifurcated hydrogen bond. The absolute co ...[more]

PMID: 21579195

Similar Datasets

N-Benzyl-1,3-dide-oxy-1,3-imino-l-xylitol.

Project description:The structure determination confirms the stereochemistry of the title compound, C(12)H(17)NO(3), which contains a four-membered azetidine ring system. The absolute configuration was determined by the use of d-glucose as the starting material. In the crystal, O-H⋯O and O-H⋯N hydrogen bonds link the mol-ecules into layers in the ab plane.

| S-EPMC3200798 | biostudies-literature

Ethyl 4-acetamido-3-acet-oxy-2-benzyl-3-methyl-butano-ate.

Project description:The crystal structure of the title compound, C(18)H(25)NO(5), is stabilized by inter-molecular N-H⋯O hydrogen bonds, which form inversion dimers. The ethyl group is disordered over two positions in a 0.651 (12):0.349 (12) ratio.

| S-EPMC3239054 | biostudies-literature

Methyl N-({[2-(2-meth-oxy-acetamido)-4-(phenyl-sulfan-yl)phen-yl]amino}[(meth-oxy-carbonyl)imino]methyl)carbamate.

Project description:In the title compound, C(20)H(22)N(4)O(6)S, the phenyl and benzene rings form a dihedral angle of 58.75?(5)°. Intra-molecular N-H?O and N-H?N hydrogen bonds generate two S(6) and one S(7) ring motif, respectively. In the crystal, mol-ecules are linked via N-H?O, N-H?N, C-H?S and C-H?O hydrogen bonds, forming two-dimensional networks parallel to the bc plane.

| S-EPMC3297308 | biostudies-literature

2,2'-(4-{[(E)-4-Meth-oxy-benzyl-idene]amino}-phenyl-imino)-diethanol.

Project description:In the title compound, C(18)H(22)N(2)O(3), the dihedral angle between the aromatic rings is 3.9?(2)°. Both H atoms of the hy-droxy groups are involved in inter-molecular O-H?O hydrogen bonding. In the crystal structure, this hydrogen bonding assembles mol-ecules into chains of 2(1) symmetry extending parallel to the b axis. The almost planar (within 0.09 and 0.06?Å) 4-CH(3)O-C(6)H(4)-CH=N-C(6)H(4)- groups are oriented outwards the twofold screw axis.

| S-EPMC3007458 | biostudies-literature

Bis(2-{2-[2-(benzyl-carbamo-yl)phen-oxy]acetamido}-eth-yl)ammonium nitrate ethanol disolvate.

Project description:In the title compound, C(36)H(40)N(5)O(6) (+)·NO(3) (-)·2C(2)H(5)OH, the nitrate anion is disordered over the two orientations of equal occupancy while the solvent mol-ecule reveals large displacement parameters. The cation is formed by protonation of the N atom of a secondary amine in the middle of the flexible chain and the whole compound has crystallographically imposed C-2 symmetry with the crystallographic b axis. An O atom of the nitrate anion links the acidic H atoms of the cation via N-H?O hydrogen bonding. In addition, neighbouring cations are connected by inter-molecular N-H?O hydrogen bonds and ?-? inter-actions between the benzamide groups of the cations [centroid-centroid distance = 4.000?(3)?Å], forming a chain along [001]. The ethanol solvent mol-ecules are arranged on the side of the chain through O-H?O hydrogen bonds.

| S-EPMC3050242 | biostudies-literature

(2Z)-N-(4-Meth-oxy-phen-yl)-2-(4-meth-oxy-phenyl-imino)-2H-1,4-benzoxazin-3-amine.

Project description:In the crystal structure of the title compound, C(22)H(19)N(3)O(3), inter-molecular C-H?O hydrogen bonds link the mol-ecules into a zigzag chain parallel to the face diagonal of the ac plane. The meth-oxy phenyl rings make a dihdral angle of 32.38?(7)° and form dihedral angles of 0.66?(8) and 24.17?(7)° with the fused benzooxazine ring system.

| S-EPMC3050339 | biostudies-literature

Redetermination of 1,3-diammonio-1,2,3-tride-oxy-cis-inositol dichloride.

Project description:The crystal structure of the title compound, C(6)H(16)N(2)O(3) (2+)·2Cl(-), has been reported previously by Palm [Acta Cryst. (1967 ?), 22, 209-216] from Weisenberg camera data, with R1 = 10.5%, isotropic refinement of non-H atoms and H atoms not located. We remeasured a data set of the title compound and present a more precise structure determination. The asymmetric unit contains two unique 1,3-diammonio-1,2,3-tride-oxy-cis-inositol cations and four Cl(-) counter-ions. The cyclo-hexane rings of both inositol cations adopt chair conformations with two axial hy-droxy groups. An extended network of hydrogen bonds is formed. The four chloride counter ions are hydrogen bonded to the hydroxy and ammonium groups of the cations by N-H?Cl and O-H?Cl interactions. The cations are aligned into wavy layers by cation?cation interactions of the form N-H?O(ax), N-H?O(eq) and O(ax)-H?O(eq). Intramolecular hydrogen bonding between the axial hydroxy groups is, however, not observed.

| S-EPMC3344537 | biostudies-literature

(E,E)-N-(2,3,4,5,6-Penta-fluoro-benzyl-idene)-N-(3,4,5-trimeth-oxy-benzyl-idene)benzene-1,4-diamine.

Project description:The title compound, C(23)H(17)F(5)N(2)O(3), forms a layered centrosymmetric crystal structure in which C-H?F inter-actions are responsible for the formation of planar ribbons along [110], meth-oxy-meth-oxy (C-H?O) inter-actions for the formation of layers parallel to [[Formula: see text]13], and OCH(3)?? and C-F?? inter-actions for the stacking of these layers.

| S-EPMC3239037 | biostudies-literature

N-Benzyl-3,5-dide-oxy-3,5-imino-1,2-O-isopropyl-idene-?-l-lyxofuran-ose.

Project description:X-ray crystallography confirmed the formation, structure and relative stereochemistry of the title compound, C(15)H(19)NO(3), which contains a sterically congested four-membered azetidine ring system. The absolute configuration was determined by the use of l-arabinose as the starting material.

| S-EPMC3414331 | biostudies-literature

Poly[[(?4-1,3,5-triamino-1,3,5-tride-oxy-cis-inositol)sodium] bromide].

Project description:In the structure of the title compound, {[Na(C6H15N3O3)]Br} n , the sodium cation and the bromide anion are both located on threefold rotation axes. The sodium cation is bonded to the three hy-droxy groups of one 1,3,5-triamino-1,3,5-tride-oxy-cis-inositol (taci) ligand, with the taci ligand residing around the same threefold rotation axis as the sodium ion. The coordination sphere of the sodium ion is completed by three amino groups of three neighbouring taci mol-ecules. Hence, this type of coordination constitutes a three-dimensional open framework with channels along the c axis which are filled with the bromide counter-anions. Each bromide ion forms three symmetry-related hydrogen bonds to both the hy-droxy and the amino groups of neighbouring taci ligands.

| S-EPMC3629471 | biostudies-literature

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