Browse
Submit Data
Databases
API
Help

Dataset Information

22 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of O-ethyl N-(eth-oxy-carbon-yl)thio-carbamate.

ABSTRACT: The title compound, C6H11NO3S, provides entries to novel carbamoyl disulfanes and related compounds of inter-est to our laboratory. The atoms of the central O(C=S)N(C=O)O fragment have an r.m.s. deviation of 0.1077?Å from the respective least-squares plane. While several conformational orientations are conceivable, the crystal structure shows only the one in which the carbonyl and the thio-carbonyl moieties are anti to each other across the central conjugated C-N-C moiety. Pairs of 2.54?Å N-H?S=C hydrogen bonds between adjacent mol-ecules form centrosymmetric dimers in the crystal.

SUBMITTER: Henley MJ

PROVIDER: S-EPMC4647380 | biostudies-literature | 2015 Oct

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of O-ethyl N-(eth-oxy-carbon-yl)thio-carbamate.

Henley Matthew J MJ Schrader Alex M AM Young Victor G VG Barany George G

Acta crystallographica. Section E, Crystallographic communications 20150926 Pt 10

The title compound, C6H11NO3S, provides entries to novel carbamoyl disulfanes and related compounds of inter-est to our laboratory. The atoms of the central O(C=S)N(C=O)O fragment have an r.m.s. deviation of 0.1077 Å from the respective least-squares plane. While several conformational orientations are conceivable, the crystal structure shows only the one in which the carbonyl and the thio-carbonyl moieties are anti to each other across the central conjugated C-N-C moiety. Pairs of 2.54 Å N-H⋯S= ...[more]

PMID: 26594477

Similar Datasets

Ethyl N-[2-(4-phen-oxy-phen-oxy)eth-yl]carbamate.

Project description:The title compound, C(17)H(19)NO(4), which is a non-toxic insect growth regulator with the common name fenoxycarb, contains two independent and conformationally different mol-ecules in the asymmetric unit. Although the inter-ring dihedral angles are similar [62.21?(15) and 63.00?(14)°], the side-chain orientations differ. In the crystal, the mol-ecules are linked through N-H?O hydrogen-bonding associations, giving chains which extend along [110], while intra- and inter-molecular aromatic C-H?? inter-actions give sheet structures parallel to [110].

| S-EPMC3470196 | biostudies-literature

Ethyl N-[(benz-yloxy)thio-carbon-yl]carbamate.

Project description:In the title compound, C(11)H(13)NO(3)S, the dihedral angle between the benzyl and carbamate groups is 12.67 (10)°. The S atom and the carbonyl O atom are positioned anti to each other. In the crystal, pairs of N-H⋯S hydrogen bonds link mol-ecules into inversion dimers.

| S-EPMC3274993 | biostudies-literature

Crystal structure of ethyl 2-(di-eth-oxy-phosphor-yl)-2-(2,3,4-tri-meth-oxy-phen-yl)acetate.

Project description:The title compound, C17H27O8P, was prepared by Michaelis-Arbuzov reaction of ethyl 2-bromo-2-(2,3,4-tri-meth-oxy-phen-yl)acetate and triethyl phosphite. Such compounds rarely crystallize, but single crystals were recovered after the initial oil was left for approximately 10 years. The bond angle of the sp (3)-hybridized C atom connecting the benzene derivative with the phospho unit is widened marginally [112.5 (2)°]. The terminal P-O bond length of 1.464 (2) Å clearly indicates a double bond, whereas the two O atoms of the eth-oxy groups connected to the phospho-rous atom have bond lengths of 1.580 (2) Å and 1.581 (3) Å. The three meth-oxy groups emerge out of the benzene-ring plane due to steric hindrance [C-C-O-C torsion angles = -179.9 (3)°, -52.9 (4)° and 115.3 (4)°]. In the crystal, inversion dimers linked by pairs of C-H⋯O=P hydrogen bonds generate R 2 (2)(14) loops. The chosen crystal was modelled as a non-merohedral twin.

| S-EPMC4186086 | biostudies-literature

Crystal structure of N-[(4-eth-oxy-phen-yl)carbamo-thio-yl]cyclo-hexa-ne-carboxamide.

Project description:The asymmetric unit of the title compound, C16H22N2O2S, contains two crystallographically independent mol-ecules (A and B). In mol-ecule A, the cyclo-hexane ring is disordered over two orientations [occupancy ratio 0.841?(10):0.159?(10)]. In each mol-ecule, the central carbonyl thio-urea unit is nearly planar (r.m.s. deviations for all non-H atoms of 0.034?Å in mol-ecule A and 0.094?Å in mol-ecule B). In both mol-ecules, the cyclo-hexane ring adopts a chair conformation. The mean plane of the cyclo-hexane ring makes dihedral angles of 35.8?(4) (mol-ecule A) and 20.7?(3)° (mol-ecule B) with that of the benzene ring. Each mol-ecule features an intra-molecular N-H?O hydrogen bond, which closes an S(6) ring motif. In the crystal, mol-ecules are linked via pairs of weak N-H?S inter-actions, forming inversion dimers with an R 2 (2)(8) ring motif for both mol-ecules. The crystal structure also features weak C-H?? ring inter-actions.

| S-EPMC4645074 | biostudies-literature

Crystal structure of 4-[4-(eth-oxy-carbon-yl)piperazin-1-yl]benzoic acid.

Project description:The asymmetric unit of the title compound, C14H18N2O4, contains two independent mol-ecules (A and B) which have essentially the same conformation. The piperazine rings adopts chair conformations with the N atoms out of plane. The dihedral angles formed by the four approximately planar C atoms of the piperazine ring and the benzene ring is 30.8 (5)° in mol-ecule A and 30.6 (5)° in mol-ecule B. In the crystal, mol-ecules A and B are connected by a pair of O-H⋯O hydrogen bonds, forming a dimer with graph-set notation R22(8). Weak C-H⋯O hydrogen bonds connect the dimers, forming zigzag chains along [001].

| S-EPMC5120704 | 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

Crystal structure of 4-eth-oxy-N-(4-eth-oxy-phen-yl)-N-phenyl-aniline.

Project description:In the title compound, C22H23NO2, the planes of the eth-oxy-benzene rings are oriented with respect to that of the phenyl ring at dihedral angles of 61.77 (8) and 84.77 (8)°, and they are twisted with respect to one another, with a dihedral angle of 80.37 (7)°. In the crystal, weak C-H⋯π inter-actions link the mol-ecules into supra-molecular chains propagating along [101].

| S-EPMC4186099 | biostudies-literature

Bis{2-eth-oxy-6-[2-(ethyl-ammonio)ethyl-imino-meth-yl]phenolato}thio-cyanato-zinc(II) nitrate.

Project description:The title complex, [Zn(NCS)(C(13)H(20)N(2)O(2))(2)]NO(3), consists of a complex mononuclear Zn(II) cation and a nitrate counter-anion. The Zn(II) ion is five-coordinate in a trigonal-bipyramidal geometry. The thio-cyanate N atom and two O atoms from two Schiff bases define the equatorial plane, and the two imine N atoms from the same two Schiff bases occupy the axial positions, with an N-Zn-N angle of 175.98?(7)°. The amine N atoms of the Schiff base ligands are protonated and are not involved in the coordination to the metal. The dihedral angle between the two substituted benzene rings is 87.7?(2)°. The nitrate counter-ions are linked to the cations through N-H?O hydrogen bonds.

| S-EPMC2959439 | biostudies-literature

Crystal structure of 2-benzamido-N-(2,2-di-eth-oxy-eth-yl)benzamide.

Project description:In the title compound, C20H24N2O4, both peptide bonds adopt a trans configuration with respect to the -N-H and -C=O groups. The dihedral angle between the aromatic rings is 53.58 (4)°. The mol-ecular conformation is stabilized by an intra-molecular N-H⋯O hydrogen bond. The crystal packing is characterized by zigzag chains of N-H⋯O hydrogen-bonded mol-ecules running along the b-axis direction.

| S-EPMC4350703 | biostudies-literature

Crystal structure of ethyl 2-[2-((1E)-{(1E)-2-[2-(2-eth-oxy-2-oxoeth-oxy)benzyl-idene]hydrazin-1-yl-idene}meth-yl)phen-oxy]acetate.

Project description:The complete mol-ecule of the title compound, C22H24N2O6, is generated by crystallographic inversion symmetry and is approximately planar (r.m.s. deviation of the non-H atoms = 0.134 Å). The packing consists of inter-digitated sheets inclined at 25.9 (4)° to one another and linked by short C-H⋯O hydrogen bonds.

| S-EPMC4331898 | 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