Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

N-(4-Bromo-phen-yl)urea.

ABSTRACT: In the title compound, C(7)H(7)BrN(2)O, both the urea moiety [maximum deviation 0.003?(2)?Å] and the benzene ring are essentially planar [maximum deviation 0.003?(2)?Å] but are rotated with respect to each other by a dihedral angle of 47.8?(1)°. The crystal assembly is stabilized by N-H?O hydrogen bonds between all NH protons as conventional hydrogen bond donors and the C=O oxygen as a trifurcated hydrogen-bond acceptor. Both the overall mol-ecular geometry and the crystal packing of the title compound are very similar to those of N-phenyl-urea, which is underscored by a practically isostructural relationship between these two urea derivatives.

SUBMITTER: Stepnicka P

PROVIDER: S-EPMC3009331 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

N-(4-Bromo-phen-yl)urea.

Stěpnička Petr P Císařová Ivana I

Acta crystallographica. Section E, Structure reports online 20101020 Pt 11

In the title compound, C(7)H(7)BrN(2)O, both the urea moiety [maximum deviation 0.003 (2) Å] and the benzene ring are essentially planar [maximum deviation 0.003 (2) Å] but are rotated with respect to each other by a dihedral angle of 47.8 (1)°. The crystal assembly is stabilized by N-H⋯O hydrogen bonds between all NH protons as conventional hydrogen bond donors and the C=O oxygen as a trifurcated hydrogen-bond acceptor. Both the overall mol-ecular geometry and the crystal packing of the title c ...[more]

PMID: 21589060

Similar Datasets

N-(2-Bromo-phen-yl)thio-urea.

Project description:In the title compound, C(7)H(7)BrN(2)S, the thio-urea unit is almost perpendicular to the bromo-benzene fragment, making a dihedral angle of 80.82?(16)°. The crystal structure is stabilized by N-H?S inter-molecular hydrogen bonds, which form linear chains along the ab diagonal.

| S-EPMC2983840 | biostudies-literature

1-(3-Bromo-phen-yl)thio-urea.

Project description:In the title compound, C(7)H(7)BrN(2)S, the thio-urea moiety is nearly planar (r.m.s. deviation = 0.004 Å) and it forms a dihedral angle of 66.72 (15)° with the benzene ring. The C-N-C-N2 torsion angle is 15.1 (4)°. In the crystal, mol-ecules are linked via N-H⋯S and N-H⋯N hydrogen bonds into sheets lying parallel to (101).

| S-EPMC3414918 | biostudies-literature

1-(4-Bromo-phen-yl)-3-(2-thienylcarbon-yl)thio-urea.

Project description:The title compound, C(12)H(9)BrN(2)OS(2), consists of two planar parts, viz. the thio-phene ring including all substituents (r.m.s. deviation 0.007?Å) and the benzene ring including the respective substituents as well as the thione group (r.m.s. deviation 0.05?Å). The inter-planar angle is 18.84?(6)°. An intra-molecular C(phen-yl)-N-H?OC hydrogen bond is observed. The three-dimensional packing involves three types of inter-actions, viz. N-H?S, C-H?S (× 2) and Br?S [3.6924?(6)?Å].

| S-EPMC2970465 | biostudies-literature

1-(4-Bromo-phen-yl)-3-butano-ylthio-urea.

Project description:In the title compound, C(11)H(13)BrN(2)OS, there are two independent mol-ecules (A and B) in the asymmetric unit. The dihedral angle between the mean planes of the benzene ring and the carbamothioyl group is 63.66 (mol-ecule A) and 80.3?(0)° (mol-ecule B). The butanamide group in mol-ecule A is disordered [0.532?(6) and 0.468?(6) occupancy]. The carbamothioyl group is twisted by 63.6?(6) (mol-ecule A) and 80.3?(0)° (mol-ecule B) from the respective benzene ring. A strong intra-molecular N-H?O hydrogen bond occurs in each mol-ecule. The crystal packing is stabilized by weak inter-molecular N-H?O and N-H?S hydrogen-bond inter-actions, the latter forming an infinite co-operative hydrogen-bonded two-dimensional network along [110].

| S-EPMC3050228 | biostudies-literature

N-(4-Bromo-butano-yl)-N'-phen-ylthio-urea.

Project description:The asymmetric unit of the title compound, C(11)H(13)Br(1)N(2)O(1)S(1), consists of two independent mol-ecules, which are linked by N-H?O hydrogen bonds, forming a dimer. Both mol-ecules maintain the trans--cis configuration with respect to the position of the butanoyl groups and benzene rings against the thiono group across the C-N bonds. The mol-ecule is stabilized by intra-molecular N-H?O hydrogen bonds. Inter-molecular N-H?S, C-H?S and C-H?? inter-actions also occur.

| S-EPMC3152046 | biostudies-literature

1-(2-Bromo-phen-yl)-3-(4-chloro-butano-yl)thio-urea.

Project description:The asymmetric unit of the title compound, C(11)H(12)BrClN(2)OS, consists of two crystallographically independent mol-ecules. In each mol-ecule, the butano-ylthio-urea unit is nearly planar, with maximum deviations of 0.1292?(19) and 0.3352?(18)?Å from the mean plane defined by nine non-H atoms, and is twisted relative to the terminal benzene ring with dihedral angles of 69.26?(7) and 82.41?(7)°. An intra-molecular N-H?O hydrogen bond generates an S(6) ring motif in each butano-ylthio-urea unit. In the crystal, N-H?O hydrogen bonds link the two independent mol-ecules together, forming an R(2) (2)(12) ring motif. The mol-ecules are further connected into a tape along the c axis via N-H?S and C-H?S hydrogen bonds.

| S-EPMC3344192 | biostudies-literature

1-(4-Bromo-phen-yl)-1-(4-nitro-benzo-yl)thio-urea.

Project description:The title compound, C(14)H(10)BrN(3)O(3)S, crystallizes as two concomitant polymorphs that differ in colour (one yellow and one colourless). Only the structure of the colourless form could be determined. The mol-ecule exists in the thio-amide form with an intra-molecular N-H?O=C hydrogen bond across the thio-urea system. Mol-ecules are linked into layers parallel to (120) by Br?O(nitro) contacts [3.103?(1)?Å], classical hydrogen bonds from the other NH function to the S atom and N(nitro)?O=C contacts. The layers are linked by weak C-H?O(nitro) hydrogen bonds to produce the observed three-dimensional network.

| S-EPMC2977201 | 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

1-(4-Bromo-phen-yl)-3-(3-chloro-propan-oyl)thio-urea.

Project description:The title compound, C10H10BrClN2OS, adopts a trans-cis conformation with respect to the position of the 3-chloro-propanoyl and 4-bromo-phenyl groups, respectively, against the thiono C=S bond across their C-N bonds. The benzene ring makes a dihedral angle of 9.55?(16)° with the N2CS thio-urea moiety. Intra-molecular N-H?O and C-H?S hydrogen bonds occur. In the crystal, mol-ecules are linked into chains along the c-axis direction by N-H?S, C-H?S and C-H?O hydrogen bonds.

| S-EPMC4051006 | biostudies-literature

1-(4-Bromo-3-chloro-phen-yl)-3-meth-oxy-3-methyl-urea (chlorbromuron).

Project description:In the title urea-based herbicide, C(9)H(10)BrClN(2)O(2), there exist multiple inter- and intra-molecular inter-actions. Most notably, the intra-molecular hydrogen bond between the urea carbonyl O atom and an aromatic H atom affects the planarity and torsion angles of the mol-ecule by restricting rotations about the Ar-secondary amine N and the secondary amine N and the carbonyl C. The two N atoms in the urea fragment are in different environments. One is planar; the other, pseudo-C(3v). It is likely that the different nitro-gen-atom geometries and the restricted rotations within the mol-ecule impact the bioactivity of chlorbromuron.

| S-EPMC3008005 | 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