Browse
Submit Data
Databases
API
Help

Dataset Information

31 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

N-(2-Chloro-phen-yl)-2-(4,6-dimethyl-pyrimidin-2-ylsulfan-yl)acetamide.

ABSTRACT: In the title compound, C(14)H(14)ClN(3)OS, the 4,6-dimethyl-pyrimidine ring and the chloro-benzene ring subtend a dihedral angle of 80.0?(2)°. The length of the Csp(2)-S bond is significantly shorter than that of the Csp(3)-S bond. The crystal structure is stabilized by inter-molecular N-H?O, C-H?O and C-H?N hydrogen bonding, and C-H?? inter-actions.

SUBMITTER: Li Q

PROVIDER: S-EPMC2977659 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

N-(2-Chloro-phen-yl)-2-(4,6-dimethyl-pyrimidin-2-ylsulfan-yl)acetamide.

Li Qiang Q Wang Wei W Wang Hui H Gao Yan Y Qiu Hong H

Acta crystallographica. Section E, Structure reports online 20090402 Pt 5

In the title compound, C(14)H(14)ClN(3)OS, the 4,6-dimethyl-pyrimidine ring and the chloro-benzene ring subtend a dihedral angle of 80.0 (2)°. The length of the Csp(2)-S bond is significantly shorter than that of the Csp(3)-S bond. The crystal structure is stabilized by inter-molecular N-H⋯O, C-H⋯O and C-H⋯N hydrogen bonding, and C-H⋯π inter-actions. ...[more]

PMID: 21584002

Similar Datasets

2-(4,6-Dimethyl-pyrimidin-2-ylsulfan-yl)-N-phenyl-acetamide.

Project description:In the title compound, C(14)H(15)N(3)OS, the phenyl ring is almost perpendicular to the dimethyl-pyrimidine group, with a dihedral angle of 88.1 (3)°. The Csp(2)-S bond of 1.759 (3) Å is significantly shorter than the Csp(3)-S bond of 1.795 (3) Å due to the p-π conjugation.

| S-EPMC2960928 | biostudies-literature

2-(4,6-Dimethyl-pyrimidin-2-ylsulfan-yl)-N-(4-methyl-pyridin-2-yl)acetamide.

Project description:The non-H atoms of the title mol-ecule, C(14)H(16)N(4)OS, are coplanar, with an r.m.s. deviation of 0.039 Å. The dihedral angle between the two aromatic rings is 2.4 (2)°. An intra-molecular C-H⋯O hydrogen bond is observed. The mol-ecules exist as N-H⋯N hydrogen-bonded centrosymmetric dimers.

| S-EPMC2915263 | biostudies-literature

Crystal structures of <i>N</i>-(4-chloro-phen-yl)-2-[(4,6-di-amino-pyrimidin-2-yl)sulfan-yl]acetamide and <i>N</i>-(3-chloro-phen-yl)-2-[(4,6-di-amino-pyrimidin-2-yl)sulfan-yl]acetamide.

Project description:The title compounds, C12H12ClN5OS, (I), and C12H12ClN5OS, (II), are 2-[(di-amino-pyrimidin-2-yl)sulfan-yl]acetamides. Compound (II), crystallizes with two independent mol-ecules (A and B) in the asymmetric unit. In each of the mol-ecules, in both (I) and (II), an intra-molecular N-H⋯N hydrogen bond forms an S(7) ring motif. The pyrimidine ring is inclined to the benzene ring by 42.25 (14)° in (I), and by 59.70 (16) and 62.18 (15)° in mol-ecules A and B, respectively, of compound (II). In the crystal of (I), mol-ecules are linked by pairs of N-H⋯N hydrogen bonds, forming inversion dimers with an R22(8) ring motif. The dimers are linked via bifurcated N-H⋯O and C-H⋯O hydrogen bonds, forming corrugated layers parallel to the ac plane. In the crystal of (II), the A mol-ecules are linked through N-H⋯O and N-H⋯Cl hydrogen bonds, forming layers parallel to (100). The B mol-ecules are also linked by N-H⋯O and N-H⋯Cl hydrogen bonds, also forming layers parallel to (100). The parallel layers of A and B mol-ecules are linked via N-H⋯N hydrogen bonds, forming a three-dimensional structure.

| S-EPMC5382600 | biostudies-literature

N-(4,6-Dimeth-oxy-pyrimidin-2-yl)-2-(3-methyl-phen-yl)acetamide.

Project description:In the title compound, C(15)H(17)N(3)O(3), the dihedral angle between the pyrimidine and benzene rings is 87.0?(7)°. In the crystal, mol-ecules are linked into inversion dimers with R(2) (2)(8) graph-set motifs by a pair of N-H?O hydrogen bonds. Weak C-H?O hydrogen bonds and inter-molecular ?-? inter-actions [centroid-centroid distance = 3.544?(1)?Å] are also observed.

| S-EPMC3254559 | biostudies-literature

2-Chloro-N-(2,4-dimethyl-phen-yl)acetamide.

Project description:The conformation of the N-H bond in the structure of the title compound, C(10)H(12)ClNO, is syn to the ortho methyl group, similar to that observed with respect to the meta methyl group in 2-chloro-N-(3-methyl-phen-yl)acetamide and the ortho-chloro group in 2-chloro-N-(2-chloro-phen-yl)acetamide. The geometric parameters are similar to those of other acetanilides. The mol-ecules are linked into chains through inter-molecular N-H?O hydrogen bonds.

| S-EPMC2915041 | biostudies-literature

2-Chloro-N-(3,5-dimethyl-phen-yl)acetamide.

Project description:The conformation of the C=O bond in the structure of the title compound, C(10)H(12)ClNO, is anti to the N-H bond and to the C-Cl bond in the side chain in all four independent mol-ecules comprising the asymmetric unit. In the crystal, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into supra-molecular chains.

| S-EPMC2977723 | biostudies-literature

2-Chloro-N-(3,4-dimethyl-phen-yl)acetamide.

Project description:The conformation of the C=O bond in the structure of the title compound, C(10)H(12)ClNO, is anti to the N-H bond and to the methyl-ene H atoms in the side chain in both the independent mol-ecules comprising the asymmetric unit. However, the conformation of the N-H bond is syn to the meta-methyl substituent in the aromatic ring of one of the mol-ecules and anti in the other mol-ecule. The two independent mol-ecules are linked through inter-molecular N-H⋯O hydrogen bonding into chains parallel to the b axis.

| S-EPMC2977707 | biostudies-literature

2-Chloro-N-(2,6-dimethyl-phen-yl)acetamide.

Project description:The crystal structure of the title compound (26DMPCA), C(10)H(12)ClNO, is closely related to those of side-chain-unsubstituted N-(2,6-dimethyl-phen-yl)acetamide and side-chain-substituted 2,2,2-trichloro-N-(2,6-dimethyl-phen-yl)-acet-amide and N-(2,6-dimethyl-phen-yl)-2,2,2-trimethylacet-amide, with slightly different bond parameters. The mol-ecules in 26DMPCA are linked into chains through N-H⋯O hydrogen bonding.

| S-EPMC2915338 | biostudies-literature

N-[2-Chloro-6-(4-chloro-6-methoxy-pyrimidin-2-ylsulfan-yl)benz-yl]-3,4-dimethyl-aniline.

Project description:In the title mol-ecule, C(20)H(19)Cl(2)N(3)OS, the dihedral angle between the two benzene rings is 79.3?(7)°. The 4-chloro-6-methoxy-pyrimidine group is rotationally disordered over two sites by approximately 180°, the ratio of the refined occupancies being 0.6772?(15):0.3228?(15). Both disorder components of disorder are involved in intra-molecular N-H?N hydrogen bonds.

| S-EPMC2971454 | biostudies-literature

2-[(4,6-Di-amino-pyrimidin-2-yl)sulfan-yl]-N-(2-methyl-phen-yl)acetamide.

Project description:In the title compound, C13H15NOS, the plane of the pyrimidine ring makes a dihedral angle of 54.73?(9)° with that of the o-tolyl ring. The mol-ecule adopts an extended conformation, which is evident from the C-C(=O)-N-Car (ar = aromatic) torsion angle of 178.42?(15)°. In the crystal, mol-ecules are linked via pairs of N-H?N hydrogen bonds, forming inversion dimers with an R (2) 2(8) ring motif. The dimers are linked by N-H?O and C-H?O hydrogen bonds, with the O atom accepting three such interactions, forming sheets parallel to (100).

| S-EPMC4158502 | 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