Browse
Submit Data
Databases
API
Help

Dataset Information

35 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Ethyl (E)-3-hy-droxy-2-{N-[2-(thio-phen-2-yl)ethen-yl]carbamo-yl}but-2-enoate.

ABSTRACT: In the title compound, C(13)H(15)NO(4)S, there are two independent but conformationally similar mol-ecules in the asymmetric unit, both having an E conformation of the side-chain C=C group. Intra-molecular N-H?O and O-H?O hydrogen-bonding inter-actions are present in both molecules. In the crystal, one of the mol-ecule types is linked through inter-molecular hy-droxy-ketone O-H?O inter-actions, forming one-dimensional chains extending along [010], whereas the other mol-ecule type shows no associations.

SUBMITTER: Liu BS

PROVIDER: S-EPMC3394063 | biostudies-literature | 2012 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Ethyl (E)-3-hy-droxy-2-{N-[2-(thio-phen-2-yl)ethen-yl]carbamo-yl}but-2-enoate.

Liu Bao-Shuo BS Zhao Sheng-Yin SY

Acta crystallographica. Section E, Structure reports online 20120630 Pt 7

In the title compound, C(13)H(15)NO(4)S, there are two independent but conformationally similar mol-ecules in the asymmetric unit, both having an E conformation of the side-chain C=C group. Intra-molecular N-H⋯O and O-H⋯O hydrogen-bonding inter-actions are present in both molecules. In the crystal, one of the mol-ecule types is linked through inter-molecular hy-droxy-ketone O-H⋯O inter-actions, forming one-dimensional chains extending along [010], whereas the other mol-ecule type shows no associ ...[more]

PMID: 22798928

Similar Datasets

Ethyl (2Z)-3-hy-droxy-3-(4-nitro-phen-yl)prop-2-enoate.

Project description:The title compound, C11H11NO5, is essentially planar, with an r.m.s. deviation of 0.06?Å. The mol-ecular structure is stabilized by an intra-molecular O-H?O hydrogen bond. In the crystal, molecules are linked by two pairs of C-H?O hydrogen bonds, forming sheets, lying parallel to (101), which enclose R 4 (4)(26) ring motifs.

| S-EPMC4120527 | biostudies-literature

N'-[1-(2-Hy-droxy-phen-yl)ethyl-idene]thio-phene-2-carbohydrazide.

Project description:The title compound, C(13)H(12)N(2)O(2)S, was prepared by the reaction of 1-(2-hy-droxy-phen-yl)ethanone and thio-phene-2-carbohydrazide. The dihedral angle between the benzene and thio-phene rings is 10.07?(17)°. An intra-molecular O-H?N hydrogen bond may influence the mol-ecular conformation. In the crystal, mol-ecules are linked by N-H?O hydrogen bonds into chains along [010].

| S-EPMC3050207 | biostudies-literature

Ethyl (E)-3-hy-droxy-2-[(4-meth-oxy-styr-yl)-carbamo-yl]but-2-enoate.

Project description:The title compound, C(16)H(19)NO(5), which was synthesized from p-meth-oxy-cinnamic acid, has intra-molecular O-H?O and N-H?O hydrogen-bonding inter-actions. In the crystal, mol-ecules are linked by weak C-H?O hydrogen bonds and aromatic ?-? stacking inter-actions [minimum ring centroid-centroid separation = 3.790?(1)?Å].

| S-EPMC3297865 | biostudies-other

N-Ethyl-2-[1-(2-hy-droxy-4-methyl-phen-yl)ethyl-idene]hydrazinecarbo-thio-amide.

Project description:The title compound, C12H17N3OS, crystallizes with two independent mol-ecules (A and B) in the asymmetric unit. The dihedral angle between the mean planes of the benzene ring and the hydrazinecarbo-thio-amide group are 6.9?(4) and 37.2?(5)° in mol-ecules A and B, respectively. An intra-molecular O-H?N hydrogen bond is observed in each mol-ecule. This serves to maintain an approximately planar conformation for mol-ecule A, but leaves a significant twist between these two groups in mol-ecule B. In the crystal, a weak N-H?S inter-action is observed, forming inversion dimers among the B mol-ecules and resulting in an R 2 (2)(8) motif. These dimers are further inter-connected by weak N-H?O and C-H?O inter-molecular inter-actions, forming chains along [011].

| S-EPMC4051077 | biostudies-literature

3-{(E)-[1-(2-Hy-droxy-phen-yl)ethyl-idene]amino}-1-(2-methyl-phen-yl)thio-urea.

Project description:In the title thio-urea derivative, C(16)H(17)N(3)OS, the hy-droxy- and methyl-substituted benzene rings form dihedral angles of 9.62?(12) and 55.69?(6)°, respectively, with the central CN(3)S chromophore (r.m.s. deviation = 0.0117?Å). An intra-molecular O-H?N hydrogen bond ensures the coplanarity of the central atoms. The H atoms of the NH groups are syn and the conformation about the N=C double bond [1.295?(4)?Å] is E. In the crystal, helical supra-molecular chains sustained primarily by N-H?S hydrogen bonds are found. Additional stabilization is provided by C-H?? and ?-? [ring centroid(hy-droxy-benzene)?ring centroid(methyl-benzene) = 3.8524?(18)?Å] inter-actions.

| S-EPMC3089068 | biostudies-literature

N-[Eth-yl(2-hy-droxy-eth-yl)carbamo-thio-yl]-3-fluoro-benzamide.

Project description:In the title compound, C12H15FN2O2S, the mol-ecule adopts a cis configuration of the fluoro-benzoyl group with respect to the thiono group about their C-N bond. The dihedral angle between the fluoro-benzoyl group and the thio-urea N2CS fragment is 69.60?(11)°. An intra-molecular N-H?O hydrogen bond occurs. In the crystal, mol-ecules form chains along the b-axis direction via O-H?S and C-H?O hydrogen bonds.

| S-EPMC4011211 | biostudies-literature

N-[Eth-yl(2-hy-droxy-eth-yl)carbamo-thio-yl]-2-methyl-benzamide.

Project description:The title compound, C13H18N2O2S, adopts a cis conformation between the methyl-benzoyl and thiono groups across their thio-urea C-N bond. However, the methyl-benzoyl group and N2CS thio-urea moiety are twisted by 15.03?(3)°. In the molecule there is an N-H?O hydrogen bond. In the crystal, mol-ecules are linked by O-H?O inter-actions, generating chains extending along the c-axis direction.

| S-EPMC4011282 | biostudies-literature

2-[Carbamo-thio-yl(2-hy-droxy-eth-yl)amino]-ethyl benzoate: crystal structure, Hirshfeld surface analysis and computational study.

Project description:The title di-substituted thio-urea, C12H16N2O3S, has the hy-droxy-lethyl and ethyl benzoate substituents bound to the same amine-N atom, and is twisted, having a (+)syn-clinal conformation with the Namine-C-C-O(hydroxyl, carbon-yl) torsion angles of 49.39?(13) and 59.09?(12)°, respectively; the dihedral angle between the almost planar CN2S core and the pendent benzene ring is 69.26?(4)°. In the crystal, supra-molecular layers propagating in the ac plane are formed via a combination of hydroxyl-O-H?S(thione), amine-N-H?O(hydroxyl, carbon-yl) hydrogen-bonds. The layers stack along the b axis with inter-digitation of the benzene rings allowing the formation of ?-? stacking [inter-centroid separation = 3.8722?(7)?Å] and parallel C=O?? inter-actions. A computational chemistry study shows the conventional hydrogen bonding in the crystal leads to significant electrostatic stabilization but dispersion terms are also apparent, notably through the inter-actions involving the benzene residue.

| S-EPMC7274010 | biostudies-literature

N-[(3-Ethyl-phen-yl)carbamo-thio-yl]-2,2-di-phenyl-acetamide.

Project description:In the title mol-ecule, C23H22N2OS, the di-phenyl-acetyl and ethyl-benzene groups adopt a trans-cis conformation, respectively, with respect to the S atom across the (S=)C-N bonds. This conformation is stabilized by an intra-molecular N-H⋯O hydrogen bond and a weak C-H⋯S hydrogen bond. The ethyl-substituted benzene ring forms dihedral angles of 87.53 (15) and 73.94 (15)° with the phenyl rings. In the crystal, N-H⋯O hydrogen bonds link mol-ecules into chains along [100]. A weak C-H⋯π inter-action is also observed.

| S-EPMC3772456 | biostudies-literature

2,4-Di-chloro-N-[eth-yl(2-hy-droxy-eth-yl)carbamo-thio-yl]benzamide.

Project description:In the title compound, C12H14Cl2N2O2S, the mol-ecule adopts a cis conformation with respect to the di-chloro-benzoyl group against the thiono group about the C-N bond. However, the di-chloro-benzene group and the thio-urea moiety are twisted by 75.41?(8)°. An intra-molecular N-H?O hydrogen bond occurs between the amido H atom and hydroxyl O atom. In the crystal, O-H?S and O-H?O hydrogen bonds link the molecules, forming chains along the b-axis direction.

| S-EPMC3914078 | 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