Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3-[(Furan-2-yl)carbon-yl]-1-(pyrimi-din-2-yl)thio-urea.

ABSTRACT: The title compound, C10H8N4O2S, was synthesized from furoyl isothio-cynate and 2-amino-pyrimidine in dry acetone. The two N-H groups are in an anti conformation with respect to each other and one N-H group is anti to the C=S group while the other is syn. The amide C=S and the C=O groups are syn to each other. The mean plane of the central thio-urea fragment forms dihedral angles of 13.50?(14) and 5.03?(11)° with the furan and pyrimidine rings, respectively. The dihedral angle between the furan and pyrimidine rings is 18.43?(10)°. The mol-ecular conformation is stabilized by an intra-molecular N-H?N hydrogen bond generating an S(6) ring motif. In the crystal, mol-ecules are linked by pairs of N-H?N and weak C-H?S hydrogen bonds to form inversion dimers.

SUBMITTER: Singh DP

PROVIDER: S-EPMC3588843 | biostudies-other | 2012 Dec

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

3-[(Furan-2-yl)carbon-yl]-1-(pyrimi-din-2-yl)thio-urea.

Singh Durga P DP Pratap Seema S Gupta Sushil K SK Butcher Ray J RJ

Acta crystallographica. Section E, Structure reports online 20121107 Pt 12

The title compound, C10H8N4O2S, was synthesized from furoyl isothio-cynate and 2-amino-pyrimidine in dry acetone. The two N-H groups are in an anti conformation with respect to each other and one N-H group is anti to the C=S group while the other is syn. The amide C=S and the C=O groups are syn to each other. The mean plane of the central thio-urea fragment forms dihedral angles of 13.50 (14) and 5.03 (11)° with the furan and pyrimidine rings, respectively. The dihedral angle between the furan a ...[more]

PMID: 23468808

Similar Datasets

(+)-(S,S)-1,3-Bis[(tetra-hydro-furan-2-yl)-meth-yl]thio-urea.

Project description:The title compound, C(11)H(20)N(2)O(2)S, is an enanti-omerically pure heterocycle-substituted thio-urea synthesized under solvent-free conditions. The thio-urea unit adopts a ZZ conformation, with the HN-(C=S)-NH core almost planar and the tetra-hydro-furfuryl groups placed below and above this plane. The whole mol-ecule thus approximates to noncrystallographic C(2) symmetry. Unexpectedly, the C=S group is not involved in inter-molecular hydrogen bonding, as generally observed in homodisubstituted thioureas. Instead, mol-ecules form a one-dimensional network based on weak N-H⋯O(heterocycle) hydrogen bonding, resulting in a zigzag ribbon-like structure around the crystallographic 2(1) screw axis along [100].

| S-EPMC2968003 | biostudies-literature

3-[(Furan-2-yl-methyl-idene)amino]-1-(4-methyl-phen-yl)thio-urea.

Project description:There are two independent mol-ecules in the asymmetric unit of the title compound, C(13)H(13)N(3)OS, which was obtained from a condensation reaction of N-(p-tol-yl)hydrazinecarbothio-amide and furfural. The dihedral angles between the mean planes of the tolyl ring and the (furan-2-yl-methyl-ene)hydrazine unit are 39.83 (8) and 48.95 (7)° in the two mol-ecules. The mol-ecules both exhibit an E configuration. In the crystal, inter-molecular N-H⋯N and N-H⋯S hydrogen bonds connect the two independent mol-ecules.

| S-EPMC3051554 | biostudies-literature

N-(1,3-Thia-zol-2-yl)-N'-[(thio-phen-2-yl)carbon-yl]thio-urea hemihydrate.

Project description:The title compound, C9H7N3OS3·0.5H2O, crystallizes with two independent but similar mol-ecules in the asymmetric unit, both of which are linked by a water mol-ecule through O-H⋯N hydrogen bonds. In addition the water O atom is further linked by N-H⋯O hydrogen bonds to two additional main mol-ecules, forming a tetra-meric unit. These tetra-meric units then form infinite ribbons parallel to the ac plane.The dihedral angle between the thio-phenoyl and thia-zolyl rings is 12.15 (10) and 21.69 (11)° in mol-ecules A and B, respectively. The central thio-urea core makes dihedral angles of 5.77 (11) and 8.61 (9)°, respectively, with the thio--phen-oyl and thia-zolyl rings in mol-ecule A and 8.41 (10) and 13.43 (12)° in mol-ecule B. Each mol-ecule adopts a trans-cis geometry with respect to the position of thio-phenoyl and thia-zole groups relative to the S atom across the thio-urea C-N bonds. This geometry is stabilized by intra-molecular N-H⋯O hydrogen bonds.

| S-EPMC3588839 | biostudies-literature

3-Chloro-N-[N-(furan-2-carbon-yl)hydrazinocarbo-thio-yl]benzamide.

Project description:In the title compound C13H10ClN3O3S, the benzoyl group maintains its trans conformation against the thiono group about the C-N bond and the intra-molecular hydrogen bond between the benzoyl O atom and thio-amide H atom. In the crystal, N-H?O and C-H?O hydrogen bonds link the mol-ecules, forming chains along the b-axis direction. In addition, C-H?? inter-actions occur between a phenyl H atom and the furan ring.

| S-EPMC3790427 | biostudies-literature

N-(Biphenyl-4-carbon-yl)-N'-(4-chloro-phen-yl)thio-urea.

Project description:In the title compound, C(20)H(15)ClN(2)OS, the benzene rings of the biphenyl group are at an angle of 44.23 (12)°. The C(4)N(2)OS central thio-urea fragment makes dihedral angles with the benzene carbonyl and chloro-benzene rings of 55.96 (9) and 64.09 (9)°, respectively. The trans-cis geometry of the thio-urea group is stabilized by the intra-molecular hydrogen bond between the carbonyl O atom and the H atom of the cis-thio-amide. In the crystal structure, mol-ecules are linked by N-H⋯S and N-H⋯O inter-molecular hydrogen bonds to form one-dimensional chains along the c axis. C-H⋯π inter-actions also contribute to the stability of the mol-ecule.

| S-EPMC2915178 | biostudies-literature

1-(Naphthalen-1-yl)-3-[(thio-phen-2-yl)carbon-yl]thio-urea.

Project description:In the title compound, C(16)H(12)N(2)OS(2), the dihedral angles between the mean planes of the central thio-urea core and the thio-phene ring and the naphthalene ring system are 1.8?(2) and 6.45?(18)°, respectively. The mol-ecule adopts a trans-cis conformation with respect to the position of thio-phenoyl and naphthyl groups relative to the S atom across the thiourea C-N bonds. Both the thio-phene ring and the sulfanyl-idene S atom are disordered over two sets of sites with occupancies of 0.862?(3):0.138?(3) and 0.977?(3):0.023?(3), respectively. An intra-molecular N-H?O hydrogen bond is observed. The crystal packing features two N-H?S hydrogen bonds.

| S-EPMC3470236 | biostudies-other

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

cis-Bis{1,1-dibenzyl-3-[(furan-2-yl)carbon-yl]thio-ureato-?O,S}nickel(II).

Project description:In the title compound, [Ni(C(20)H(17)N(2)O(2)S)(2)], the Ni(II) atom is coordinated by the S and O atoms of two 1,1-dibenzyl-3-[(furan-2-yl)carbon-yl]thio-ureate ligands in a distorted square-planar geometry. The two O and two S atoms are mutually cis to each other. The Ni-S and Ni-O bond lengths lie within the range of those found in related structures. The dihedral angle between the planes of the two chelating rings is 20.33?(6)°.

| S-EPMC3100031 | biostudies-literature

1-(o-Tol-yl)thio-urea.

Project description:In the title compound, C(8)H(10)N(2)S, the o-tolyl group and the thio-urea core are planar. The mean planes of the two groups are almost perpendicular [82.19?(8)°]. The thio-urea group is in the thio-amide form, in which resonance is present. In the crystal structure, mol-ecules are linked by inter-molecular N-H?S hydrogen bonds, forming two infinite chains parallel to the (110) and (10) planes.

| S-EPMC2960674 | biostudies-literature

N-(2-Bromo-phen-yl)thio-urea.

Project description:In the title compound, C(7)H(7)BrN(2)S, the thio-urea unit is almost perpendicular to the bromo-benzene fragment, making a dihedral angle of 80.82?(16)°. The crystal structure is stabilized by N-H?S inter-molecular hydrogen bonds, which form linear chains along the ab diagonal.

| S-EPMC2983840 | 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