Browse
Submit Data
Databases
API
Help

Dataset Information

17 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(Z)-Methyl 2-bromo-methyl-3-(2-chloro-phen-yl)acrylate.

ABSTRACT: In the title compound, C(11)H(10)BrClO(2), the dihedral angle between the benzene ring and the plane of the acrylate unit is 62.1?(1)°. The crystal packing is stabilzed by inter-molecular C-H?O hydrogen bonds and C-Cl?? inter-actions [Cl?centroid = 3.829?(1)?Å and C-Cl?centroid = 165.3?(1)°].

SUBMITTER: Madhanraj R

PROVIDER: S-EPMC3201457 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(Z)-Methyl 2-bromo-methyl-3-(2-chloro-phen-yl)acrylate.

Madhanraj R R Vijayakumar S S Selvakumar R R Bakthadoss M M Murugavel S S

Acta crystallographica. Section E, Structure reports online 20110930 Pt 10

In the title compound, C(11)H(10)BrClO(2), the dihedral angle between the benzene ring and the plane of the acrylate unit is 62.1 (1)°. The crystal packing is stabilzed by inter-molecular C-H⋯O hydrogen bonds and C-Cl⋯π inter-actions [Cl⋯centroid = 3.829 (1) Å and C-Cl⋯centroid = 165.3 (1)°]. ...[more]

PMID: 22064911

Similar Datasets

Crystal structures of methyl (E)-3-(2-chloro-phen-yl)-2-({2-[(E)-2-nitro-vin-yl]phen-oxy}meth-yl)acrylate and methyl (E)-2-({4-chloro-2-[(E)-2-nitro-vin-yl]phen-oxy}meth-yl)-3-(2-chloro-phen-yl)acrylate.

Project description:The title compounds, C19H16ClNO5, (I), and C19H15Cl2NO5, (II), both crystallize in the monoclinic space group P21/n. They differ essentially in the orientation of the methyl acetate group, with the C=O bond directed towards the NO2 group in (I) but away from it in (II). In compound (I), the mean plane of the methyl acrylate unit is planar, with a maximum deviation of 0.0044 (2) Å for the methyl C atom, while in (II) this deviation is 0.0147 Å. The inter-planar angles between the two aromatic rings are 74.87 (9) and 75.65 (2)° for compounds (I) and (II), respectively. In both compounds, the methyl acrylate and nitro-vinyl groups each adopt an E conformation about the C=C bond. In the crystal of (I), mol-ecules are linked by C-H⋯O hydrogen bonds forming chains along the b axis. The chains are linked via C-H⋯Cl hydrogen bonds, forming sheets parallel to the ab plane. The sheets are linked via C-H⋯π inter-actions, forming a three-dimensional structure. In the crystal of (II), mol-ecules are linked by pairs of C-H⋯O hydrogen bonds, forming inversion dimers with an R 2 (2)(30) ring motif. The dimers are linked via C-H⋯O hydrogen bonds, forming sheets parallel to the ac plane and enclosing R 4 (4)(28) ring motifs. The sheets are linked via parallel slipped π-π inter-actions (inter-centroid distances are both ca 3.86 Å), forming a three-dimensional structure.

| S-EPMC4770962 | biostudies-literature

2-Bromo-N-(4-chloro-phen-yl)-2-methyl-propanamide.

Project description:In the title mol-ecule, C(10)H(11)BrClNO, there is a twist between the mean plane of the amide group and the benzene ring [C(=O)-N-C-C torsion angle = -27.1?(3)°]. In the crystal, inter-molecular N-H?O and weak C-H?O hydrogen bonds link the mol-ecules into chains along [010].

| S-EPMC3201238 | biostudies-literature

(E)-Methyl 3-{3-[(4-bromo-phen-oxy)-methyl]phen-yl}acrylate.

Project description:In the mol-ecule of the title compound, C(17)H(15)BrO(3), the rings make a dihedral angle of 75.54?(17)°. In the crystal structure, inter-molecular C-H?O hydrogen bonds link the mol-ecules into centrosymmetric dimers, and the ?-stacked dimers inter-act with neighbouring dimers via C-H?? stacking inter-actions.

| S-EPMC2914896 | biostudies-other

(E)-Methyl 2-[(4-bromo-2-formyl-phen-oxy)meth-yl]-3-phenyl-acrylate.

Project description:The C=C double bond in the title compound, C(18)H(15)BrO(4), adopts an E configuration. The two rings are almost orthogonal to each other, making a dihedral angle of 82.8 (1)°. An intra-molecular C-H⋯O hydrogen bond occurs. The crystal structure is stabilized by inter-molecular C-H⋯O hydrogen bonds.

| S-EPMC3238972 | biostudies-literature

(E)-Methyl 3-(4-chloro-phen-yl)-2-{2-[(E)-(hy-droxy-imino)-meth-yl]phen-oxy-meth-yl}acrylate.

Project description:In the title compound, C(18)H(16)ClNO(4), the dihedral angle between the mean planes through the aromatic rings is 83.8?(8)°. The hy-droxy-ethanimine group is essentially coplanar with the ring to which it is attached [O-N-C-C torsion angle = -177.96?(13)°]. The mol-ecules are linked into centrosymmetric R(2) (2)(6) dimers via O-H?N hydrogen bonds. The crystal packing is further stabilized by C-H?O inter-actions.

| S-EPMC3201559 | biostudies-literature

N'-[(E)-(5-Bromo-2-hydroxy-phen-yl)(phen-yl)methyl-idene]-4-chloro-benzo-hydrazide.

Project description:The Schiff base, C(20)H(14)BrClN(2)O(2), displays a trans conformation with respect to the C=N double bond. The aromatic rings at either end of the -C(=O)-NH-N=C- fragment are nearly parallel [dihedral angle = 3.4?(5)°]. The hydr-oxy group forms an intra-molecular hydrogen bond to the imino N atom.

| S-EPMC2977427 | biostudies-literature

Methyl (2Z)-2-bromo-meth-yl-3-(3-chloro-phen-yl)prop-2-enoate.

Project description:There are two independent mol-ecules (A and B) in the asymmetric unit of the title compound C11H10BrClO2, which represents the Z isomer. The methyl-acrylate moieties are essentially planar, within 0.084 (2) and 0.027 (5) Å in mol-ecules A and B, respectively. The benzene ring makes dihedral angles of 13.17 (7) and 27.89 (9)° with the methyl-acrylate moiety in mol-ecules A and B, respectively. The methyl-bromide moiety is almost orthogonal to the benzene ring, making dihedral angles of 81.46 (16)° in mol-ecule A and 79.61 (16)° in mol-ecule B. The methyl-acrylate moiety exhibits an extended trans conformation in both mol-ecules. In the crystal, pairs of C-H⋯O hydrogen bonds result in the formation of quasi-centrosymmetric R 2 (2)(14) AB dimers.

| S-EPMC3684935 | biostudies-literature

(Z)-Methyl 2-[(4-bromo-2-formyl-phen-oxy)meth-yl]-3-o-tolyl-acrylate.

Project description:In the title compound, C(19)H(17)BrO(4), the dihedral angle between the two benzene rings is 82.1?(1)°. The mol-ecular structure is stabilized by an intra-molecular C-H?O hydrogen bond which generates an S(7) ring motif. The crystal packing is stabilized by inter-molecular C-H?O hydrogen bonds and C-H?? inter-actions. Inter-molecular C-H?O inter-actions are involved in the formation of centrosymmetric R(2) (2)(16) dimers, which are connected into supra-molecular tapes running along the [100] direction.

| S-EPMC3201264 | biostudies-literature

1-(2-Bromo-4-chloro-phen-yl)-3,3-di-methyl-thio-urea.

Project description:In the title compound, C9H10BrClN2S, the di-methyl-thio-urea group is twisted from the benzene ring plane by 54.38?(6)°. In the crystal, the amino groups are involved in the formation of N-H?S hydrogen bonds, which link the mol-ecules into chains along [010]. Weak C-H?Cl inter-actions further link these chains into layers parallel to the ab plane.

| S-EPMC4051011 | biostudies-literature

Methyl (Z)-2-[(4-bromo-2-formyl-phen-oxy)meth-yl]-3-(4-methyl-phen-yl)acrylate.

Project description:In the title compound, C(19)H(17)BrO(4), the dihedral angle between the two benzene rings is 82.9?(2)°. The mol-ecular structure is stabilized by an intra-molecular C-H?O hydrogen bond, which generates an S(7) ring motif. The crystal packing is stabilized by C-H?O hydrogen bonds, which generate two centrosymmetic ring systems with R(2) (2)(18) and R(2) (2)(14) graph-set motifs. The crystal packing is further stabilized by inter-molecular ?-? inter-actions [centroid-centroid distance = 3.984?(2)?Å].

| S-EPMC3297846 | biostudies-other

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