Browse
Submit Data
Databases
API
Help

Dataset Information

16 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(E)-[({[(3-Methyl-phen-yl)meth-yl]sulfan-yl}methane-thio-yl)amino](1-phenyl-pentyl-idene)amine.

ABSTRACT: In the structure of the title compound, C(20)H(24)N(2)S(2), the central CN(2)S(2) atoms are planar (r.m.s. deviation = 0.0205?Å) but both benzene rings are twisted out of this plane forming dihedral angles of 23.03?(6) and 84.75?(4)° (tol-yl); the n-butyl group occupies a position normal to the plane [N-C-C-C torsion angle = -84.33?(16)°]. The conformation of the imine bond [1.2888?(18)?Å] is E. The syn arrangement of the thione S and amino H atoms enables the formation of N-H?S hydrogen bonds between centrosymmetrically related mol-ecules. These lead to eight-membered {?HNC=S}(2) synthons which are further stabilized by proximate C-H?S interactions. The resulting dimeric aggregates are connected into a supra-molecular chain along the c axis by C-H??(tol-yl) inter-actions.

SUBMITTER: Paulus G

PROVIDER: S-EPMC3120291 | biostudies-literature | 2011 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(E)-[({[(3-Methyl-phen-yl)meth-yl]sulfan-yl}methane-thio-yl)amino](1-phenyl-pentyl-idene)amine.

Paulus Georgiana G Crouse Karen A KA Mohamed Tahir Mohamed Ibrahim MI Tiekink Edward R T ER

Acta crystallographica. Section E, Structure reports online 20110511 Pt 6

In the structure of the title compound, C(20)H(24)N(2)S(2), the central CN(2)S(2) atoms are planar (r.m.s. deviation = 0.0205 Å) but both benzene rings are twisted out of this plane forming dihedral angles of 23.03 (6) and 84.75 (4)° (tol-yl); the n-butyl group occupies a position normal to the plane [N-C-C-C torsion angle = -84.33 (16)°]. The conformation of the imine bond [1.2888 (18) Å] is E. The syn arrangement of the thione S and amino H atoms enables the formation of N-H⋯S hydrogen bonds b ...[more]

PMID: 21754762

Similar Datasets

(E)-{[(Butyl-sulfan-yl)methane-thio-yl]amino}(4-meth-oxy-benzyl-idene)amine: crystal structure and Hirshfeld surface analysis.

Project description:The title hydrazine carbodi-thio-ate, C13H18N2OS2, is constructed about a central and almost planar C2N2S2 chromophore (r.m.s. deviation = 0.0263 Å); the terminal meth-oxy-benzene group is close to coplanar with this plane [dihedral angle = 3.92 (11)°]. The n-butyl group has an extended all-trans conformation [torsion angles S-Cm-Cm-Cm = -173.2 (3)° and Cm-Cm-Cm-Cme = 180.0 (4)°; m = methyl-ene and me = meth-yl]. The most prominent feature of the mol-ecular packing is the formation of centrosymmetric eight-membered {⋯HNCS}2 synthons, as a result of thio-amide-N-H⋯S(thio-amide) hydrogen bonds; these are linked via meth-oxy-C-H⋯π(meth-oxy-benzene) inter-actions to form a linear supra-molecular chain propagating along the a-axis direction. An analysis of the calculated Hirshfeld surfaces and two-dimensional fingerprint plots point to the significance of H⋯H (58.4%), S⋯H/H⋯S (17.1%), C⋯H/H⋯C (8.2%) and O⋯H/H⋯O (4.9%) contacts in the packing. The energies of the most significant inter-actions, i.e. the N-H⋯S and C-H⋯π inter-actions have their most significant contributions from electrostatic and dispersive components, respectively. The energies of two other identified close contacts at close to van der Waals distances, i.e. a thione-sulfur and meth-oxy-benzene-hydrogen contact (occurring within the chains along the a axis) and between methyl-ene-H atoms (occurring between chains to consolidate the three-dimensional architecture), are largely dispersive in nature.

| S-EPMC7001837 | biostudies-literature

3-({[(1-Phenyl-eth-yl)sulfan-yl]methane-thio-yl}sulfan-yl)propanoic acid.

Project description:In the title compound, C(12)H(14)O(2)S(3), a chain transfer agent (CTA) used in polymerization, the dihedral angle between the aromatic ring and the CS(3) grouping is 84.20?(10)°. In the crystal, carb-oxy-lic acid inversion dimers linked by pairs of O-H?O hydrogen bonds generate R(2) (2)(8) loops.

| S-EPMC3238997 | biostudies-literature

Crystal structure of (±)-1-({[4-(all-yloxy)phen-yl]sulfan-yl}meth-yl)-2-(di-phenyl-thio-phosphor-yl)ferrocene.

Project description:The title compound, [Fe(C5H5)(C27H24OPS2)], is built up from a ferrocene moiety substituted in the 1- and 2-positions by {[4-(all-yloxy)phen-yl]sulfan-yl}methyl and di-phenyl-thio-phosphoryl groups, respectively. The two S atoms lie on opposite sides of the cyclo-penta-dienyl ring plane to which they are attached. In the crystal, C-H⋯S hydrogen bonds link the mol-ecules into a ribbon running parallel to the (-110) plane. C-H⋯π inter-actions link the ribbons to form a three-dimensional network.

| S-EPMC4571369 | biostudies-literature

1-(Thio-phen-2-yl)-N-(4-{(E)-[(thio-phen-2-yl)meth-yl]imino-meth-yl}benzyl-idene)methanamine.

Project description:The title compound C(18)H(16)N(2)S(2), crystallizes with two independent half-mol-ecules in the asymmetric unit, in one of which the thio-phene rings are disordered in a 0.67:0.33 ratio. Each independent mol-ecule lies across a crystallographic centre of symmetry. The dihedral angle between central (half) benzene ring and the thiophene ring is 11.82°.

| S-EPMC3515239 | biostudies-literature

2-[(1E)-[(Z)-2-({[(1Z)-[(E)-2-[(2-Hy-droxy-phen-yl)methyl-idene]hydrazin-1-yl-idene]({[(4-methyl-phen-yl)meth-yl]sulfan-yl})meth-yl]disulfan-yl}({[(4-methyl-phen-yl)meth-yl]sulfan-yl})methyl-idene)hydrazin-1-yl-idene]meth-yl]phenol: crystal structure, Hirshfeld surface analysis and computational study.

Project description:The complete mol-ecule of the title hydrazine carbodi-thio-ate derivative, C32H30N4O2S4, is generated by a crystallographic twofold axis that bis-ects the di-sulfide bond. The mol-ecule is twisted about this bond with the C-S-S-C torsion angle of 90.70?(8)° indicating an orthogonal relationship between the symmetry-related halves of the mol-ecule. The conformation about the imine bond [1.282?(2)?Å] is E and there is limited delocalization of ?-electron density over the CN2C residue as there is a twist about the N-N bond [C-N-N-C torsion angle = -166.57?(15)°]. An intra-molecular hydroxyl-O-H?N(imine) hydrogen bond closes an S(6) loop. In the crystal, methyl-ene-C-H??(tol-yl) contacts assemble mol-ecules into a supra-molecular layer propagating in the ab plane: the layers stack without directional inter-actions between them. The analysis of the calculated Hirshfeld surfaces confirm the importance of H?H contacts, which contribute 46.7% of all contacts followed by H?C/C?H contacts [25.5%] reflecting, in part, the C-H??(tol-yl) contacts. The calculation of the inter-action energies confirm the importance of the dispersion term and the influence of the stabilizing H?H contacts in the inter-layer region.

| S-EPMC7405575 | biostudies-literature

(E)-1-[2-(Methyl-sulfan-yl)phen-yl]-2-({(E)-2-[2-(methyl-sulfan-yl)phen-yl]hydrazinyl-idene}(nitro)-meth-yl)diazene.

Project description:In the title compound, C(15)H(15)N(5)O(2)S(2), the phenyl rings make dihedral angles of 4.03?(4) and 9.77?(5)° with the plane defined by the central N-N-C-N-N atoms (r.m.s. deviation = 0.010?Å). The C-S-C-C torsion angles of the methyl-sulfanyl groups with their respective phenyl rings are -7.47?(13) and -72.07?(13)°. The shortest centroid-centroid distance of 3.707?Å occurs between the two ?-systems N-N-C-N-N and the benzene ring in the diazene 1-position. The H atom bound to the N atom is involved in intra-molecular N-H?N and N-H?S contacts, while the nitro O atoms are involved in inter-molecular C-H?O contacts.

| S-EPMC3254534 | biostudies-literature

2-(4-Meth-oxy-phen-yl)-1-pentyl-4,5-di-phenyl-1H-imidazole.

Project description:The title compound, C27H28N2O, is a lophine (2,4,5-triphenyl-1H-imidazole) derivative with an n-pentyl chain on the amine N atom and a 4-meth-oxy substituent on the benzene ring. The two phenyl and meth-oxy-benzene rings are inclined to the imidazole ring at angles of 25.32?(7), 76.79?(5) and 35.42?(7)°, respectively, while the meth-oxy substituent lies close to the plane of its benzene ring, with a maximum deviation of 0.126?(3)?Å for the meth-oxy C atom. In the crystal, inversion dimers linked by pairs of C-H?O hydrogen bonds generate R2(2)(22) loops. These dimers are stacked along the a-axis direction.

| S-EPMC3588259 | biostudies-literature

Crystal structure of (pyridin-2-yl-methyl-idene)(tri-phenyl-meth-yl)amine.

Project description:The title Schiff base compound, C25H20N2, crystallizes with two independent mol-ecules (A and B) in the asymmetric unit. In both mol-ecules, the imine group is approximately coplanar with the pyridine ring, with N-C-C-N torsion angles of 170.1?(3) and -172.0?(3)?Å. In the crystal, A and B dimers are linked by pairs of C-H?? inter-actions and further C-H?? bonds link the dimers into a three-dimensional network.

| S-EPMC4257176 | biostudies-literature

Crystal structure of 2-meth-oxy-2-[(4-meth-oxy-phen-yl)sulfan-yl]-1-phenyl-ethanone.

Project description:In the title β-thio-carbonyl compound, C16H16O3S, the adjacent meth-oxy and carbonyl O atoms are synperiplanar [the O-C-C-O torsion angle is 19.8 (4)°] and are separated by 2.582 (3) Å. The dihedral angle between the rings is 40.11 (16)°, and the meth-oxy group is coplanar with the benzene ring to which it is connected [the C-C-O-C torsion angle is 179.1 (3)°]. The most notable feature of the crystal packing is the formation of methine and methyl C-H⋯O(carbon-yl) inter-actions that lead to a supra-molecular chain with a zigzag topology along the c axis. Chains pack with no specific inter-molecular inter-actions between them.

| S-EPMC4555440 | biostudies-literature

Methyl 2-{[(3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-yl-idene)(thio-phen-2-yl)meth-yl]amino}-3-phenyl-propionate.

Project description:In the title compound, C(25)H(23)N(3)O(3)S, an intra-molecular N-H?O inter-action generates an S(6) ring, which stabilizes the enamine-keto form of the compound. This S(6) ring and the pyrazole ring are essentially coplanar, making a dihedral angle of 1.49?(6)°. The bond lengths within the S(6) ring of the mol-ecule lie between classical single- and double-bond lengths, indicating extensive conjugation. The structure exhibits a thienyl-ring flip disorder, with occupancy factors in the ratio 64.7?(3):35.3?(3).

| S-EPMC3213630 | 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