Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

N-(4-Chloro-phen-yl)benzamide.

ABSTRACT: The structure of the title compound, C(13)H(10)ClNO, resembles those of N-phen-ylbenzamide, N-(2-chloro-phenyl)-benzamide and other benzanilides, with similar bond parameters. The amide group -NHCO- makes a dihedral angle of 29.95 (9)° with the benzoyl ring, while the benzoyl and aniline rings form a dihedral angle of 60.76 (3)°. The structure shows both intra- and inter-molecular hydrogen bonding. The mol-ecules are linked by N-H⋯O hydrogen bonds into chains running along the [100] direction.

SUBMITTER: Gowda BT

PROVIDER: S-EPMC2961007 | biostudies-literature | 2008 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

N-(4-Chloro-phen-yl)benzamide.

Gowda B Thimme BT Tokarčík Miroslav M Kožíšek Jozef J Sowmya B P BP Fuess Hartmut H

Acta crystallographica. Section E, Structure reports online 20080329 Pt 4

The structure of the title compound, C(13)H(10)ClNO, resembles those of N-phen-ylbenzamide, N-(2-chloro-phenyl)-benzamide and other benzanilides, with similar bond parameters. The amide group -NHCO- makes a dihedral angle of 29.95 (9)° with the benzoyl ring, while the benzoyl and aniline rings form a dihedral angle of 60.76 (3)°. The structure shows both intra- and inter-molecular hydrogen bonding. The mol-ecules are linked by N-H⋯O hydrogen bonds into chains running along the [100] direction. ...[more]

PMID: 21202156

Similar Datasets

N-(3-Chloro-phen-yl)benzamide.

Project description:The conformation of the N-H bond in the structure of the title compound (N3CPBA), C(13)H(10)ClNO, is anti to the meta chloro substituent in the aniline benzene ring, similar to that observed with respect to the ortho chloro substituent in N-(2-chloro-phen-yl)benzamide (N2CPBA) and meta chloro substituent in N-(3,4-dichloro-phen-yl)benzamide (N34DCPBA), but in contrast to the syn conformation observed with respect to both the ortho and the meta chloro substituents in N-(2,3-dichloro-phen-yl)benzamide (N23DCPBA). The bond parameters in N3CPBA are similar to those in N-phenyl-benzamide, N2CPBA, N23DCPBA, N34DCPBA and other benzanilides. The amide group -NHCO- makes a dihedral angle of 18.2 (2)° with the benzoyl ring, while the dihedral angle between the two benzene rings is 61.0 (1)°. The mol-ecules are linked into chains along the b axis by N-H⋯O hydrogen bonds.

| S-EPMC2960316 | biostudies-literature

3-Chloro-N-(2-chloro-phen-yl)benzamide.

Project description:In the title compound, C(13)H(9)Cl(2)NO, the meta-Cl atom in the benzoyl ring is positioned anti to the C=O bond, while the ortho-Cl atom in the aniline ring is positioned syn to the N-H bond. The two aromatic rings are almost coplanar, making a dihedral angle of 4.73 (5)°. The crystal structure is stabilized by N-H⋯O hydrogen bonds, which link the mol-ecules into chains along the b axis.

| S-EPMC3254408 | biostudies-literature

4-Chloro-N-(3-chloro-phen-yl)benzamide.

Project description:The title compound, C(13)H(9)Cl(2)N, has an intra-molecular C-H⋯O close contact, and presents the NH group syn to the meta-chloro group in the aniline ring and trans to the C=O group. The crystal packing is formed by infinite chains of N-H⋯O hydrogen bonds along the c axis. Cl⋯Cl [3.474 (1) Å] contacts link chains. The crystal used for data collection was a twin, the domains related by the twin law 0.948 (1)/0.052 (1).

| S-EPMC2970278 | biostudies-literature

3-Chloro-N-(3-chloro-phen-yl)benzamide.

Project description:In the crystal structure of the title compound, C(13)H(9)Cl(2)NO, the N-H and C=O bonds are anti to each other in the two independent mol-ecules. In one mol-ecule, the N-H bond is syn to the meta-chloro group of the attached ring; it is anti in the other mol-ecule. This relationship is also observed between the C=O bond and the meta-chloro substituent of its attached ring. The amide -NHCO- group makes dihedral angles of 31.5 (4) and 34.7 (3)° with the aniline rings; it makes dihedral angles of 37.4 (3) and 37.2 (3)° with the benzoyl rings. The two rings are nearly coplanar, with dihedral angles of 9.1 (2) and 7.3 (3)° in the two independent mol-ecules. Adjacent mol-ecules are linked into infinite chains through N-H⋯O hydrogen bonds.

| S-EPMC2961234 | biostudies-literature

2-Chloro-N-(3-chloro-phen-yl)benzamide.

Project description:In the structure of the the title compound, C(13)H(9)Cl(2)NO, the N-H and C=O groups are mutually trans. Furthermore, the conformation of the C=O group is syn to the ortho-chloro group in the benzoyl ring, while the N-H bond is anti to the meta-chloro group in the aniline ring. The amide group forms dihedral angles of 89.11 (19) and 22.58 (37)°, respectively, with the benzoyl and aniline rings, while the benzoyl and aniline rings form a dihedral angle of 69.74 (14)°. The mol-ecules are linked into infinite chains through inter-molecular N-H⋯O hydrogen bonds.

| S-EPMC2961659 | biostudies-literature

4-Chloro-N-(2-chloro-phen-yl)benzamide.

Project description:In the mol-ecular structure of the title compound, C(13)H(9)Cl(2)NO, the amide N-C=O plane makes dihedral angles of 31.53 (8) and 36.23 (8)°, respectively, with the 4-chloro- and 2-chloro-phenyl rings. The dihedral angle between the two benzene rings is 6.25 (8)°. The mol-ecules are stacked in columns along the b axis through inter-molecular N-H⋯O hydrogen bonds. The columns are further connected by weak C-H⋯O hydrogen bonds. The compound is not isomorphous with the fluoro analogue.

| S-EPMC2959385 | 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

4-Chloro-N-(2,6-dichloro-phen-yl)benzamide.

Project description:The title compound, C(13)H(8)Cl(3)NO, crystallizes with four mol-ecules in the asymmetric unit. In the mol-ecular structure, the conformations of the central amide -CONH group show a wide range of dihedral angles with respect to the attached aromatic rings (benzoyl and anilino). The dihedral angles between the amide group and the benzoyl ring are 8.1 (3), 4.3 (3), 27.8 (1) and 32.7 (2)° in the four mol-ecules. The amide group is twisted out of the plane of the anilino ring, as shown by the dihedral angles of 85.4 (1), 74.3 (1), 88.1 (1) and 77.6 (1)° in the four mol-ecules. The aromatic rings are oriented at dihedral angles of 86.6 (1), 78.0 (1), 60.3 (1) and 69.8 (1)° in the four mol-ecules. The crystal structure is stabilized via inter-molecular N-H⋯O hydrogen bonds, aromatic aromatic inter-actions, short Cl⋯Cl contacts and C-H⋯Cl hydrogen bonds. Inter-molecular hydrogen bonds connect the mol-ecules into two distinct chains running along the c axis of the crystal. One mol-ecule forms an inversion dimer in which the main inter-actions are π-π stacking [centroid-centroid distances = 3.749 (1) and 3.760 (1) Å] and a short Cl⋯Cl contact of 3.408 (1) Å.

| S-EPMC2969447 | biostudies-literature

4-Chloro-N-(2-methoxy-phen-yl)benzamide.

Project description:The title compound, C(14)H(12)ClNO(2), was prepared by refluxing 4-chloro-benzoyl chloride with o-anisidine in CHCl(3). The methoxy-phen-yl-amide segment of the mol-ecule is almost planar, with a dihedral angle of 5.10 (7)° between the benzene ring and the C-N-C(O)-C fragment. A weak intra-molecular N-H⋯O contact forms an S(5) ring and contributes to the planarity of this portion of the mol-ecule. The two benzene rings are inclined at an angle of 26.74 (7)°. In the crystal structure, inter-molecular Cl⋯O inter-actions of 3.1874 (9) Å generate centrosymmetric dimers. These are further linked by C-H⋯O and C-H⋯π inter-actions, forming inversion related sheets parallel to [001].

| S-EPMC2980066 | biostudies-literature

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

Project description:In the structure of the the title compound, C(15)H(14)ClNO, the N-H and C=O bonds are trans to each other and the amide O atom is anti to the ortho-Cl atom in the benzoyl ring. The amide group makes dihedral angles of 61.2 (6) and 42.2 (8)° with the benzoyl and aniline rings, respectively. In the crystal, the mol-ecules are linked into infinite chains by N-H⋯O hydrogen bonds.

| S-EPMC2968629 | 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