Browse
Submit Data
Databases
API
Help

Dataset Information

13 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

1-Benzoyl-3-[3-cyano-8-methyl-4-(1-methyl-1H-pyrrol-2-yl)-5,6,7,8-tetra-hydro-quinolin-2-yl]thio-urea.

ABSTRACT: In the N-substituted benzoyl-thio-urea, C(24)H(23)N(5)OS, the benzoyl-thio-urea unit is non-planar (r.m.s. deviation = 0.126?Å). The aliphatic part of the tetra-hydro-quinoline fused-ring system is disordered over two positions in a 0.592?(5):0.408?(5) ratio. The pyridine and pyrrole rings are twisted by 55.2?(1)° in order to avoid crowding of their respective substituents. Pairs of mol-ecules are linked by N-H?N hydrogen bonds, forming centrosymmetric dimers. Furthermore, an intra-molecular N-H?O hydrogen bond stabilizes the mol-ecular conformation.

SUBMITTER: Asiri AM

PROVIDER: S-EPMC3200694 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

1-Benzoyl-3-[3-cyano-8-methyl-4-(1-methyl-1H-pyrrol-2-yl)-5,6,7,8-tetra-hydro-quinolin-2-yl]thio-urea.

Asiri Abdullah M AM Faidallah Hassan M HM Al-Youbi Abdulrahman O AO Alamry Khalid A KA Ng Seik Weng SW

Acta crystallographica. Section E, Structure reports online 20110827 Pt 9

In the N-substituted benzoyl-thio-urea, C(24)H(23)N(5)OS, the benzoyl-thio-urea unit is non-planar (r.m.s. deviation = 0.126 Å). The aliphatic part of the tetra-hydro-quinoline fused-ring system is disordered over two positions in a 0.592 (5):0.408 (5) ratio. The pyridine and pyrrole rings are twisted by 55.2 (1)° in order to avoid crowding of their respective substituents. Pairs of mol-ecules are linked by N-H⋯N hydrogen bonds, forming centrosymmetric dimers. Furthermore, an intra-molecular N-H ...[more]

PMID: 22064903

Similar Datasets

3-Benzoyl-1-[4-(methyl-sulfan-yl)phen-yl]thio-urea.

Project description:The title compound, C15H14N2OS2, adopts a helix conformation. An intra-molecular N-H?O hydrogen bond leads to a six-membered pseudo-ring [r.m.s. deviation = 0.0212?Å, maximum deviation = 0.033?(1)?Å for the N atom bearing the benzoyl group] in the central unit. The benzene and (methyl-sulfan-yl)benzene ring [r.m.s = 0.0028?Å and largest deviation of 0.067?(3)?Å for the methyl-sulfanyl C atom] make dihedral angles of 31.76?(8) and 54.68?(6)°, respectively, with the pseudo-ring plane. The dihedral angle between the benzene rings is 85.71?(8)°. In the crystal, pairs of weak N-H?S inter-actions form inversion dimers and mediate a linear chain along [001].

| S-EPMC3685073 | biostudies-literature

1-[3-({[Bis(2-methyl-prop-yl)carbamo-thio-yl]amino}-carbon-yl)benzoyl]-3,3-bis-(2-methyl-prop-yl)thio-urea.

Project description:The title compound, C26H42N4O2S2, adopts a shallow U-shape as both pendant arms of the 1,3-substituted benzene ring are orientated in the same direction. The thione S atoms lie to the same side of the benzene ring and the carbonyl O atoms to the other. The most prominent feature of the crystal packing is the formation of inversion dimers mediated by N-H?S hydrogen bonds. One of the 2-methyl-propyl groups is statistically disordered over two positions.

| S-EPMC3884506 | biostudies-literature

1-Benzoyl-3-[4-(3-benzoyl-thio-ureido)phen-yl]thio-urea.

Project description:The mol-ecule of the title compound, C(22)H(18)N(4)O(2)S(2), lies across a crystallographic inversion centre. The mol-ecule adopts a syn-anti configuration with respect to the positions of the carbonyl groups and terminal phenyl rings relative to the thione S atom across the C-N bond. There are two intra-molecular N-H?O and C-H?S hydrogen bonds within each molecule, resulting in the formation of four six-membered S(6) rings. The central and terminal rings make a dihedral angle of 13.55?(15)°. In the crystal, mol-ecules are linked by inter-molecular C-H?S hydrogen bonds, forming R(2) (2)(14) rings and resulting in zigzag chains.

| S-EPMC3011532 | biostudies-literature

1-Benzoyl-3-methyl-3-pentyl-thio-urea.

Project description:Two independent mol-ecules comprise the asymmetric unit of the title compound, C(14)H(20)N(2)OS. These differ in the relative orientations of the pentyl chains [C-C-C-C torsion angles = -176.7?(3) and 176.4?(3)°]. Significant twists are evident in each mol-ecule, the dihedral angles formed between the thio-urea and amide residues being 53.47?(17) and 55.81?(17)°. In the crystal, each mol-ecule self-associates via a centrosymmetric eight-membered {?HNC=S}(2) synthon, and these are connected into a supra-molecular chain along [110] via C-H?O contacts. Disorder is noted for one of the independent mol-ecules in that two orientations (50:50) were resolved for its benzene ring.

| S-EPMC3089364 | biostudies-literature

1-Benzoyl-3-(5-quinol-yl)thio-urea.

Project description:The title compound, C(17)H(13)N(3)OS, was obtained by the reaction of benzoyl chloride, ammonium thio-cyanate and 5-amino-quinoline in the presence of polyethyl-eneglycol-400 (PEG-400)?as a phase-transfer catalyst. The compound crystallized as discrete mol-ecules linked by N-H?N and C-H?N hydrogen bonds involving all the potential donors, generating sheets parallel to (100). An intramolecular N-H?O bond is also present.

| S-EPMC2968342 | biostudies-literature

5,6,7,8-Tetra-hydro-quinolin-8-one.

Project description:In the quinoline fused-ring system of the title compound, C(9)H(9)NO, the pyridine ring is planar to within 0.011?(3)?Å, while the partially saturated cyclo-hexene ring adopts a sofa conformation with an asymmetry parameter ?C(s)(C6) = 1.5?(4)°. There are no classical hydrogen bonds in the crystal structure. Mol-ecules form mol-ecular layers parallel to (100) with a distance between the layers of a/2 = 3.468?Å.

| S-EPMC3120345 | biostudies-literature

1-Benzoyl-3,3-bis-(2-methyl-prop-yl)thio-urea.

Project description:The title compound, C(16)H(24)N(2)OS, is twisted about the central N(H)-C bond with the C-N-C-S torsion angle being 119.6?(3)°. The carbonyl O and thione S atoms are directed to opposite sides of the mol-ecule, a conformation that allows for the formation of a linear supra-molecular chain comprising alternating eight-membered {?HNCS}(2) and 14-membered {?HCNCNCO}(2) synthons.

| S-EPMC3052116 | biostudies-other

1-Benzoyl-3,3-bis-(propan-2-yl)thio-urea.

Project description:Two independent thio-urea derivatives comprise the asymmetric unit of the title compound, C(14)H(20)N(2)OS. The major difference between the mol-ecules relates to a twist in the relative orientation of the benzene rings [torsion angles = 4.5?(2) and -19.9?(2)° for the two independent mol-ecules]. The thio-carbonyl and carbonyl groups lie to opposite sides of the mol-ecule as there are twists about the central N-S bond [torsion angles = 83.90?(15) and 81.77?(15)°]. Supra-molecular chains extending parallel to [101] with a stepped topology and mediated by N-H?O hydrogen bonding feature in the crystal structure. C-H?O and C-H?? inter-actions are also present.

| S-EPMC3007396 | biostudies-literature

1-Benzoyl-3-(2,4,5-trichloro-phen-yl)thio-urea.

Project description:The benzene and phenyl rings in the title compound, C(14)H(9)Cl(3)N(2)OS, form a dihedral angle of 40.98?(6)°. The mol-ecule exists in the thione form with typical thio-urea C-S [1.666?(2)?Å] and C-O [1.227?(3)?Å] bond lengths as well as shortened C-N bonds [1.345?(3) and 1.386?(2)?Å]. An intra-molecular N-H?O hydrogen bond stabilizes the mol-ecular conformation. In the crystal, pairs of N-H?S hydrogen bonds link the mol-ecules into centrosymmetric dimers.

| S-EPMC3254466 | biostudies-literature

1-(3-Cyano-phen-yl)-3-(2-furo-yl)thio-urea.

Project description:The title compound, C(13)H(9)N(3)O(2)S, was synthesized from furoyl isothio-cyanate and 3-amino-benzonitrile in dry acetone. The thio-urea group is in the thio-amide form. The thio-urea fragment makes dihedral angles of 3.91?(16) and 37.83?(12)° with the ketofuran group and the benzene ring, respectively. The mol-ecular geometry is stabilized by N-H?O hydrogen bonds. In the crystal structure, centrosymmetrically related mol-ecules are linked by two inter-molecular N-H?S hydrogen bonds to form dimers.

| S-EPMC2961779 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

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