Browse
Submit Data
Databases
API
Help

Dataset Information

33 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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

ABSTRACT: 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.

SUBMITTER: Gowda BT

PROVIDER: S-EPMC2977707 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

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

Gowda B Thimme BT Foro Sabine S Terao Hiromitsu H Fuess Hartmut H

Acta crystallographica. Section E, Structure reports online 20090410 Pt 5

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 ...[more]

PMID: 21583843

Similar Datasets

N-(3,4-Dimethyl-phen-yl)acetamide.

Project description:The conformation of the N-H bond in the title compound (34DMPA), C(10)H(13)NO, is syn to the 3-methyl substituent in the aromatic ring, in contrast to the anti conformation observed with respect to the 3-chloro substituent in N-(3,4-dichloro-phen-yl)acetamide (34DCPA). The asymmetric unit of the structure contains three mol-ecules. The bond parameters in 34DMPA are similar to those in 34DCPA, N-(2,6-dimethyl-phen-yl)acetamide, N-(3,5-dimethyl-phen-yl)acetamide and other acetanilides. The mol-ecules in 34DMPA are linked into infinite chains through N-H⋯O hydrogen bonding.

| S-EPMC2914973 | biostudies-literature

N-{4-[(3,4-Dimethyl-phen-yl)sulfamo-yl]phen-yl}acetamide.

Project description:Two independent mol-ecules comprise the asymmetric unit of the title compound, C(16)H(18)N(2)O(3)S. Small but significant twists about the (S)N-C and S-C bonds differentiate the mol-ecules but the most obvious difference is found in the relative orientation of the meta-methyl groups, which lie on opposite sides of the mol-ecules. Overall, both mol-ecules adopt a U shape but with significant twisting evident, particularly in the second independent mol-ecule [dihedral angles between benzene rings = 63.90?(13) and 35.78?(11)°]. In the crystal, N-H?O hydrogen bonds lead to supra-molecular chains with a tubular topology propagating in [100] and C-H?O contacts cross-link the chains.

| S-EPMC3007528 | biostudies-literature

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

Project description:In the title compound, C(10)H(11)Cl(2)NO, the N-H bond is syn to the 3-methyl substituent in the aromatic ring, similar to that observed in N-(3,4-dimethyl-phen-yl)acetamide and to the 3-chloro substituent in 2,2-dichloro-N-(3,4-dichloro-phen-yl)acetamide, and contrasting with the anti conformation observed for the 3-methyl substituent in 2,2,2-trichloro-N-(3,4-dimethyl-phen-yl)acetamide. On the other hand, it is anti to the C=O bond. An inter-molecular N-H?O hydrogen bond links mol-ecules into infinite chains along the b axis.

| S-EPMC2969347 | biostudies-literature

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

Project description:The conformation of the N-H bond in the title compound, C(10)H(10)Cl(3)NO, is anti to the C=O bond. The amide H atom exhibits both intra-molecular N-H⋯Cl and inter-molecular N-H⋯O hydrogen bonding. The latter inter-actions link the mol-ecules into infinite chains.

| S-EPMC2977724 | biostudies-literature

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

Project description:In the title compound, C14H10ClF2NO, the dihedral angle between the mean planes of the 4-chloro-phenyl and 3,4-di-fluoro-phenyl rings is 65.2 (1)°. These two planes are twisted by 83.5 (5) and 38.9 (9)°, respectively, from that of the acetamide group. In the crystal, N-H⋯O hydrogen bonds form infinite chains along [100]. Weak C-H⋯O and C-H⋯F inter-actions are also observed and stack mol-ecules along the b axis.

| S-EPMC3685127 | 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-(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-{4-[(3,4-Dimethyl-phen-yl)(eth-yl)sulfamo-yl]phen-yl}-N-ethyl-acetamide.

Project description:When viewed down the central S?N axis of the title compound, C(20)H(26)N(2)O(3)S, it is apparent that the mol-ecule adopts a gauche conformation with all O atoms lying to one side of the central benzene ring; the carbonyl O atom is directed away from the central ring and the N-bound ethyl groups lie to one side of the mol-ecule. Supra-molecular helical chains aligned along the b axis and sustained by C-H?O contacts feature in the crystal packing. These are consolidated in the three-dimensional structure by C-H?? inter-actions.

| S-EPMC3011401 | biostudies-literature

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

Project description:In the title compound, C(15)H(14)ClNO, the conformation of the N-H bond is anti to the meta-methyl group in the aniline ring, while that of the C=O bond is anti to the ortho-chloro group in the benzoyl ring. The mean planes through the two benzene rings make a dihedral angle of 80.8?(2)°. In the crystal, mol-ecules are linked by inter-molecular N-H?O hydrogen bonds, forming column-like chains along the b axis.

| S-EPMC3213471 | 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