Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

N-(3,4-Dimethyl-phen-yl)maleamic acid.

ABSTRACT: The title compound, C(12)H(13)NO(3), crystallizes with four independent mol-ecules in the asymmetric unit. The N-H bond and the C=O bond in the amide segment are anti to each other. The C=C double bond is cis configured and an intra-molecular O-H?O hydrogen bond is formed in each molecule. The mean planes through the aromatic ring and the amide group -NHCO- are inclined at angles of 17.4?(3), 20.8?(2), 16.2?(2) and 11.2?(3)° in the four mol-ecules. In the crystal, inter-molecular N-H?O hydrogen bonds link the mol-ecules into ribbons along the b axis.

SUBMITTER: Gowda BT

PROVIDER: S-EPMC2971237 | biostudies-literature | 2009 Oct

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

N-(3,4-Dimethyl-phen-yl)maleamic acid.

Gowda B Thimme BT Tokarčík Miroslav M Kožíšek Jozef J Shakuntala K K Fuess Hartmut H

Acta crystallographica. Section E, Structure reports online 20091028 Pt 11

The title compound, C(12)H(13)NO(3), crystallizes with four independent mol-ecules in the asymmetric unit. The N-H bond and the C=O bond in the amide segment are anti to each other. The C=C double bond is cis configured and an intra-molecular O-H⋯O hydrogen bond is formed in each molecule. The mean planes through the aromatic ring and the amide group -NHCO- are inclined at angles of 17.4 (3), 20.8 (2), 16.2 (2) and 11.2 (3)° in the four mol-ecules. In the crystal, inter-molecular N-H⋯O hydrogen ...[more]

PMID: 21578460

Similar Datasets

N-(2,6-Dimethyl-phen-yl)maleamic acid.

Project description:The asymmetric unit of the title compound, C(12)H(13)NO(3), contains two independent mol-ecules. The conformation of the N-H bond and the C=O bond in the amide segment are anti to each other. The mol-ecular conformation of each mol-ecule is stabilized by an intra-molecular O-H?O hydrogen bond. In the crystal, mol-ecules are connected through intermolecular N-H?O hydrogen bonds. In addition, there is a carbon-yl-carbonyl dipolar inter-action with an O?C contact of 2.926?(3)?Å.

| S-EPMC2971056 | biostudies-literature

N-(3,4-Dichloro-phen-yl)maleamic acid.

Project description:The asymmetric unit of the title compound, C(10)H(7)Cl(2)NO(3), contains two unique mol-ecules, both being stabilized by an intra-molecular O-H?O hydrogen bond within their maleamic units. In the crystal structure, inter-molecular N-H?O hydrogen bonds link the mol-ecules into chains extending along [1] which are further assembled into sheets via short inter-molecular C-Cl?O=C contacts [3.102?(2) and 3.044?(2)?Å].

| S-EPMC3007083 | biostudies-other

N-(2,4,6-Trimethyl-phen-yl)maleamic acid.

Project description:The mol-ecular structure of the title compound, C(13)H(15)NO(3), is stabilized by a short intra-molecular O-H?O hydrogen bond within the maleamic unit. In the crystal, inter-molecular N-H?O hydrogen bonds link mol-ecules into zigzag chains propagating in [010].

| S-EPMC2971101 | biostudies-literature

N-(3,5-Dichloro-phen-yl)maleamic acid.

Project description:In the title compound, C(10)H(7)Cl(2)NO(3), the asymmetric unit contains four independent mol-ecules, which are linked to each other by N-H?O hydrogen bonds. The mol-ecular structure is stabilized by a short intra-molecular O-H?O hydrogen bond within each maleamic acid unit. In the crystal, the mol-ecules are linked into networks through N-H?O hydrogen bonds and inter-molecular C-Cl?O=C contacts [Cl?O = 3.0897?(12) and 3.0797?(13)?Å].

| S-EPMC2980102 | biostudies-literature

N-(2,5-Dichloro-phen-yl)maleamic acid.

Project description:The asymmetric unit of the title compound, C(10)H(7)Cl(2)NO(3), contains two independent mol-ecules. The mol-ecular conformation of each maleamic unit is stabilized by an intra-molecular O-H?O(carbon-yl) hydrogen bond owing to the anti disposition of the participating entities. The mean planes through the benzene ring and the amido group are inclined at angles of 45.7?(1) and 40.8?(1)° in the two mol-ecules. In the crystal, the independent mol-ecules self-associate via N-H?O hydrogen bonds into zigzag ribbons propagating along the a axis. The ribbons are weakly coupled by C-H?? and C-H?O inter-actions.

| S-EPMC2972031 | biostudies-literature

N-(3-Nitro-phen-yl)maleamic acid.

Project description:In the title compound, C(10)H(8)N(2)O(5), the mol-ecule is slightly distorted from planarity. The mol-ecular structure is stabilized by two intra-molecular hydrogen bonds. The first is a short O-H?O hydrogen bond (H?O distance = 1.57?Å) within the maleamic acid unit and the second is a C-H?O hydrogen bond (H?O distance = 2.24?Å) which connects the amide group with the benzene ring. The nitro group is twisted by 6.2?(2)° out of the plane of the benzene ring. The crystal structure manifests a variety of hydrogen bonding. The packing is dominated by a strong inter-molecular N-H?O inter-action which links the mol-ecules into chains running along the b axis. The chains within a plane are further assembled by three additional types of inter-molecular C-H?O hydrogen bonds to form a sheet parallel to the (01) plane.

| S-EPMC3007040 | biostudies-literature

N-(2,4,5-Trichloro-phen-yl)maleamic acid.

Project description:The title compound, C(10)H(6)Cl(3)NO(3), crystallizes with two independent mol-ecules in the asymmetric unit. The mol-ecular structure is stabilized by a short intra-molecular O-H?O hydrogen bond within the maleamic unit. In the crystal, each mol-ecule self-associates via N-H?O hydrogen bonds into chains, each running along the b axis. Two short inter-molecular Cl?O contacts [3.1267?(15) and 3.0523?(12)?Å] and C-H?O inter-actions inter-connect these chains into a three-dimensional network.

| S-EPMC2980077 | biostudies-literature

N-(2-Methyl-phen-yl)maleamic acid.

Project description:In the title compound, C(11)H(11)NO(3), the conformation of the N-H bond is anti to the C=O bond in the amide segment, while it is syn to the ortho-methyl group in the phenyl ring. In the maleamic acid unit, the amide C=O bond is anti to the adjacent C-H bond, while the carboxyl C=O bond is syn to the adjacent C-H bond. The C=O and O-H bonds of the acid group are in the relatively rare anti position to each other. This is an obvious consequence of the intra-molecular O-H⋯O hydrogen bond donated to the amide carbonyl group. The ortho-substituted phenyl ring makes a dihedral angle of 12.7 (1)° with the mean plane of the maleamic acid unit. In the crystal structure, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into zigzag chains parallel to [001]. These chains are further linked into sheet by weak π-π inter-actions [centroid-centroid distance = 3.425 (2) Å].

| S-EPMC3006921 | biostudies-literature

N-(3-Chloro-phen-yl)maleamic acid.

Project description:In the title compound, C(10)H(8)ClNO(3), the molecular conformation is stabilized by two intra-molecular hydrogen bonds. The first is a short O-H⋯O hydrogen bond within the maleamic acid unit and the second is a C-H⋯O hydrogen bond which connects the amide group with the phenyl ring. The maleamic acid unit is essentially planar, with an r.m.s. deviation of 0.044 Å, and makes a dihedral angle of 15.2 (1)° with the phenyl ring. In the crystal, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into C(7) chains running [010].

| S-EPMC3006958 | biostudies-literature

(2-Benzoyl-phen-yl)(3,4-dimethyl-phen-yl)methanone.

Project description:In the title compound, C(22)H(18)O(2), the central benzene ring forms dihedral angles of 76.0?(1) and 73.1?(1)° with the phenyl ring and dimethyl-substituted benzene ring, respectively. The carbonyl-group O atoms deviate significantly from the phenyl ring and the dimethyl-substituted benzene ring [-0.582?(12) and 0.546?(12)?Å, respectively]. The crystal packing is stabilized by C-H?? inter-actions.

| S-EPMC3213611 | 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