Browse
Submit Data
Databases
API
Help

Dataset Information

20 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Ethyl (2E)-2-(hydroxy-imino)propanoate.

ABSTRACT: The mol-ecule of the title compound, C(5)H(9)NO(3), is essentially planar [the maximum deviation for a non-H atom from the mean plane is 0.021 (3) Å] due to the π-conjugation of the hydroxy-imino and carbonyl groups, which are trans to each other; ab initio calculations in vacuo at the DFT (B3LYP/6-311G**++) level of theory confirmed that E conformer is indeed the lowest in energy. The packing in crystal structure is influenced by strong inter-molecular O-H⋯N hydrogen-bonding inter-actions between oxime groups and also by π-stacking of the mol-ecules due to the carbonyl and oxime group orbital overlap [inter-planar distance between adjacent mol-ecules = 3.143 (4) Å]. Jointly, these factors afford infinite 6.32 Å thick mol-ecular sheets, where the plane of each mol-ecule is perpendicular to the plane of the sheet. Seen from above, the mol-ecules within the sheet are arranged in a herringbone pattern. Such sheets form a stack due to weak van der Waals inter-actions; the gap between adjacent sheets is 2.07 Å.

SUBMITTER: Nikolayenko IV

PROVIDER: S-EPMC2983986 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

N-(2-Hydroxy-ethyl)-2-[2-(hydroxy-imino)propanamido]ethanaminium 2-(hydroxy-imino)propanoate.

Project description:The cation of the title salt, C(7)H(16)N(3)O(3) (+)·C(3)H(4)NO(3) (-), the oxime group is trans with respect to the amide-carbonyl group. The components of the structure are united into a three-dimensional network by an extensive system of O-H?O and N-H?O hydrogen bonds.

| S-EPMC2970128 | biostudies-literature

2-(2-Hydroxy-ethyl)-3-[(2-hydroxy-ethyl)imino]isoindolin-1-one.

Project description:In the crystal structure of the title compound, C(12)H(14)N(2)O(3), mol-ecules are packed into layers parallel to (100). Each layer contains centrosymmetric dimers formed by a pair of strong O-H⋯N hydrogen bonds with an R(2) (2)(10) motif, while strong O-H⋯O hydrogen bonds forming C(10) chains connect mol-ecules into a two-dimensional network. Additional stabilization is supplied by weak C-H⋯O hydrogen bonds and weak π-π stacking inter-actions with centroid-centroid distances in the range 3.4220 (7)-3.9616 (7) Å.

| S-EPMC2970005 | biostudies-literature

(2E)-N-(3,5-Dibromo-4-methoxy-phen-yl)-2-(hydroxy-imino)acetamide.

Project description:The title compound, C(9)H(8)Br(2)N(2)O(3), is planar (r.m.s. deviation = 0.030?Å) with the exception of the terminal methyl group which lies out of the plane [1.219?(3)?Å]. The conformation about the C=N double bond [1.268?(3)?Å] is E. An intra-molecular N-H?N hydrogen bond occurs. Linear supra-molecular chains along the b axis mediated by O-H?O hydrogen-bonding inter-actions feature in the crystal structure. These chains are also stabilized by weak C-H?N contacts.

| S-EPMC2979508 | biostudies-literature

(Z)-Ethyl 2-hydroxy-imino-2-(4-nitro-benz-yl)ethanoate.

Project description:The title mol-ecule, C(11)H(10)N(2)O(6), has a Z conformation about the C=N bond of the oxime unit. There are significant twists from planarity throughout the mol-ecule, the most significant being between the hydroxy-imino and ester groups which are effectively orthogonal with an N-C-C-O(carbon-yl) torsion angle of 91.4?(2)°. The crystal packing features oxime-benzoyl O-H?O contacts that lead to chains along [010] and C-H?O interactions also occur.

| S-EPMC2980268 | biostudies-literature

3-[(2-Hydroxy-ethyl)imino-meth-yl]-1,1'-bi-2-naphthol.

Project description:In the title compound, C(23)H(19)NO(3), there is an intra-molecular O-H?N hydrogen bond, which forms a six-membered ring, and inter-molecular O-H?O hydrogen bonds stabilize the crystal structure.

| S-EPMC2969659 | biostudies-literature

2-Hydroxy-imino-N'-[1-(2-pyrid-yl)ethyl-idene]propanohydrazide.

Project description:The title compound, C(10)H(12)N(4)O(2), features an intra-molecular N-H⋯N hydrogen bond formed between the imine NH and oxime N atoms. The oxime group and the amide C=O bond are anti to each other. In the crystal, mol-ecules are connected by O-H⋯O hydrogen bonds into supra-molecular zigzag chains along the c axis.

| S-EPMC2969988 | biostudies-literature

(E,E)-1-(2-Hydroxy-imino-1-phenyl-ethyl-idene)semicarbazide monohydrate.

Project description:In the title compound, C(9)H(10)N(4)O(2)·H(2)O, the oxime unit has an E configuration, and an intra-molecular N-H⋯N hydrogen bond results in the formation of a planar five-membered ring, which is oriented with respect to the aromatic ring at a dihedral angle of 74.82 (17)°. In the crystal structure, inter-molecular O-H⋯O and N-H⋯O hydrogen bonds link the mol-ecules and R(2) (2)(8) ring motifs are apparent.

| S-EPMC2977740 | biostudies-literature

(2E)-2-Hydroxy-imino-N'-[(E)-2-pyridyl-methyl-ene]propanohydrazide.

Project description:In the title compound, C(9)H(10)N(4)O(2), the pyridine ring is twisted by 16.5?(1)° from the mean plane defined by the remaining non-H atoms. An intra-molecular N-H?N inter-action is present. In the crystal, inter-molecular O-H?N and N-H?O hydrogen bonds link mol-ecules into layers parallel to the bc plane. The crystal packing exhibits ?-? inter-actions indicated by the short distance of 3.649?(1)?Å between the centroids of the pyridine rings of neighbouring mol-ecules.

| S-EPMC2970200 | biostudies-other

Bis{2-hydroxy-imino-N'-[1-(2-pyrid-yl)ethyl-idene]propanohydrazidato}zinc(II) dihydrate.

Project description:The title compound, [Zn(C(10)H(11)N(4)O(2))(2)]·2H(2)O, was prepared by the reaction between Zn(CH(3)COO)(2)·2H(2)O and 2-hydroxy-imino-N'-[1-(2-pyrid-yl)ethyl-idene]propano-hydrazide (Hpop). The central Zn(II) atom has a distorted tetra-gonal-bipyramidal coordination geometry formed by two amide O atoms and four N atoms of two azomethine and two pyridine groups. In the crystal, complex mol-ecules form layers parallel to the crystallographic b direction. The layers are connected by O-H⋯N and O-H⋯O hydrogen bonds involving the solvent water mol-ecules.

| S-EPMC2979945 | biostudies-literature

Isopropyl 3-(3,4-dihydroxy-phen-yl)-2-hydroxy-propanoate.

Project description:The title compound, C(12)H(16)O(5), is a derivative of ?-(3,4-dihydroxy-phen-yl)-?-hydr-oxy acid. The crystal packing is stabilized by inter-molecular O-H?O hydrogen bonds.

| S-EPMC2979231 | 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