Browse
Submit Data
Databases
API
Help

Dataset Information

29 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of 5-[2-(2,4,6-tri-bromo-phen-yl)diazen-yl]tropolone.

ABSTRACT: The title compound {systematic name: 2-hy-droxy-5-[2-(2,4,6-tri-bromo-phen-yl)diazen-1-yl]cyclo-hepta-2,4,6-trien-1-one}, C13H7Br3N2O2, is essentially planar, with an r.m.s. deviation of 0.054?Å. The mol-ecular structure is fixed in the azo tautomer by intra-molecular C-H?N inter-actions, with O-H?O hydrogen bonds creating linked dimers. Charge-transfer inter-actions are observed, with the segregated stacks linked by Br?Br inter-actions.

SUBMITTER: Hill TN

PROVIDER: S-EPMC5947493 | biostudies-literature | 2018 May

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of 5-[2-(2,4,6-tri-bromo-phen-yl)diazen-yl]tropolone.

Hill Tania N TN Savig Kelsey L KL Lemmerer Andreas A

Acta crystallographica. Section E, Crystallographic communications 20180427 Pt 5

The title compound {systematic name: 2-hy-droxy-5-[2-(2,4,6-tri-bromo-phen-yl)diazen-1-yl]cyclo-hepta-2,4,6-trien-1-one}, C13H7Br3N2O2, is essentially planar, with an r.m.s. deviation of 0.054 Å. The mol-ecular structure is fixed in the azo tautomer by intra-molecular C-H⋯N inter-actions, with O-H⋯O hydrogen bonds creating linked dimers. Charge-transfer inter-actions are observed, with the segregated stacks linked by Br⋯Br inter-actions. ...[more]

PMID: 29850097

Similar Datasets

(E)-1-[(2,4,6-Tri-bromo-phen-yl)diazen-yl]naphthalen-2-ol.

Project description:The title azo mol-ecule, C16H9Br3N2O, adopts a trans conformation with respect to the azo N=N double bond. An intra-molecular O-H?N hydrogen bond forms an S(6) ring motif. The dihedral angle between the naphthalene ring system and the benzene ring is 33.80?(16)°. In the crystal, mol-ecules are stacked in columns along the a axis by ?-? inter-actions [centroid-centroid distances = 3.815?(3) and 3.990?(3)?Å].

| S-EPMC3793751 | biostudies-literature

Crystal structure, characterization and Hirshfeld analysis of bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olato}copper(II) dimethyl sulfoxide monosolvate.

Project description:In the title compound, [Cu(C16H8Br3N2O)2]·C2H6OS, the CuII atom is tetra-coordinated in a square-planar coordination, being surrounded by two N atoms and two O atoms from two N,O-bidentate (E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olate ligands. The two N atoms and two O atoms around the metal center are trans to each other, with an O-Cu-O bond angle of 177.90?(16)° and a N-Cu-N bond angle of 177.8?(2)°. The average distances between the CuII atom and the coordinated O and N atoms are 1.892?(4) and 1.976?(4)?Å, respectively. In the crystal, complexes are linked by C-H?O hydrogen bonds and by ?-? inter-actions involving adjacent naphthalene ring systems [centroid-centroid distance = 3.679?(4)?Å]. The disordered DMSO mol-ecules inter-act weakly with the complex mol-ecules, being positioned in the voids left by the packing arrangement of the square-planar complexes. The DMSO solvent mol-ecule is disordered over two positions with occupancies of 0.70 and 0.30.

| S-EPMC7057387 | biostudies-literature

Crystal structure of 4-phenyl-1-{2-[(2,4,6-tri-methyl-phen-yl)selan-yl]phen-yl}-1H-1,2,3-triazole.

Project description:In the title compound, C23H21N3Se, the C-bound phenyl ring is almost coplanar with the central five-membered ring [dihedral angle = 2.84 (10)°], but the N-bound benzene ring is inclined [dihedral angle = 47.52 (10)°]. The dihedral angle between the Se-bound rings is 69.24 (9)°. An intra-molecular Se⋯N inter-action of 3.0248 (15) Å is noted. In the crystal, C-H⋯π inter-actions connect mol-ecules into double layers that stack along the a axis with no directional inter-actions between them.

| S-EPMC4350715 | biostudies-literature

Crystal structures of a copper(II) and the isotypic nickel(II) and palladium(II) complexes of the ligand (E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-ol.

Project description:In the copper(II) complex, bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naph-thalen-2-olato}copper(II), [Cu(C16H8Br3N2O)2], (I), the metal cation is coord-inated by two N atoms and two O atoms from two bidentate (E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olate ligands, forming a slightly distorted square-planar environment. In one of the ligands, the tri-bromo-benzene ring is inclined to the naphthalene ring system by 37.4 (5)°, creating a weak intra-molecular Cu⋯Br inter-action [3.134 (2) Å], while in the other ligand, the tri-bromo-benzene ring is inclined to the naphthalene ring system by 72.1 (6)°. In the isotypic nickel(II) and palladium(II) complexes, namely bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olato}nickel(II), [Ni(C16H8Br3N2O)2], (II), and bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olato}palladium(II), [Pd(C16H8Br3N2O)2], (III), respectively, the metal atoms are located on centres of inversion, hence the metal coordination spheres have perfect square-planar geometries. The tri-bromo-benzene rings are inclined to the naphthalene ring systems by 80.79 (18)° in (II) and by 80.8 (3)° in (III). In the crystal of (I), mol-ecules are linked by C-H⋯Br hydrogen bonds, forming chains along [010]. The chains are linked by C-H⋯π inter-actions, forming sheets parallel to (011). In the crystals of (II) and (III), mol-ecules are linked by C-H⋯π inter-actions, forming slabs parallel to (10-1). For the copper(II) complex (I), a region of disordered electron density was corrected for using the SQUEEZE routine in PLATON [Spek (2015 ▸). Acta Cryst. C71, 9-18]. The formula mass and unit-cell characteristics of the disordered solvent mol-ecules were not taken into account during refinement.

| S-EPMC4971848 | biostudies-literature

5-(Phenyl-diazen-yl)tropolone.

Project description:THE TITLE COMPOUND [SYSTEMATIC NAME: (E)-2-hy-droxy-5-(phenyl-diazen-yl)cyclo-hepta-2,4,6-trien-1-one], C(13)H(10)N(2)O(2), is essentially planar with an r.m.s. deviation of 0.036 (2) Å and a dihedral angle of 1.57 (8)° between the phenyl and tropolone rings. In the crystal, mol-ecules are linked by pairs of O-H⋯O hydrogen bonds into inversion dimers. The dimers are further connected by C-H⋯O hydrogen bonds and π-π stacking inter-actions, with centroid-centroid distances of 3.6934 (9) and 3.6282 (9) Å.

| S-EPMC3343922 | biostudies-literature

Crystal structure of 5-bromo-2,4,6-trimethyl-3-[(2-methyl-phen-yl)sulfin-yl]-1-benzo-furan.

Project description:In the title compound, C18H17BrO2S, the dihedral angle between the mean planes of the benzo-furan [r.m.s. deviation = 0.025 (2) Å] and the 2-methyl-benzene rings is 87.87 (5)°. In the crystal, mol-ecules are linked into supra-molecular layers parallel to (0-11) by C-H⋯O hydrogen bonds and Br⋯Br [3.4521 (5) Å] contacts. These are connected into a three-dimensional architecture via C-H⋯π inter-actions, which link inversion-related mol-ecules into dimers, and π-π inter-actions between the benzene and furan rings [centroid-centroid distance = 3.573 (2) Å].

| S-EPMC4571419 | biostudies-literature

2,4,6-Trinitro-N-[4-(phenyl-diazen-yl)phen-yl]aniline.

Project description:The title compound, C(18)H(12)N(6)O(6), was prepared from the reaction of 4-(phenyl-diazen-yl)aniline (aniline yellow) with picryl-sulfonic acid. The dihedral angle formed by the two benzene rings of the diphenyl-diazenyl ring system is 6.55?(13)° and that formed by the rings of the picrate-aniline ring system is 48.76?(12)°. The mol-ecule contains an intra-molecular aniline-nitro N-H?O hydrogen bond.

| S-EPMC3099790 | biostudies-literature

Crystal structure of [2-(tri-ethyl-ammonio)-eth-yl][(2,4,6-triiso-propyl-phen-yl)sulfon-yl]amide tetra-hydrate.

Project description:The zwitterionic title compound, C23H42N2O2S·4H2O, crystallized as a tetrahydrate from a solution of N-[(2,4,6-triiso-propyl-phen-yl)sulfon-yl]aziridine in tri-ethyl-amine, diethyl ether and pentane in the presence of moist air. It is formed by a nucleophillic ring-opening that is assumed to be reversible. The mol-ecular structure shows a major disorder of the triiso-propyl-phenyl group over two equally occupied locations. An inter-esting feature is the uncommon hydrate structure, exhibiting a tape-like motif which can be classified as a transition of the one-dimensional T4(2)6(2) motif into the two-dimensional L4(6)5(7)6(8) motif.

| S-EPMC4420053 | biostudies-literature

Crystal structure of 1-[3,5-bis-(tri-fluoro-meth-yl)phen-yl]-2-bromo-ethan-1-one.

Project description:The title compound, C10H5BrF6O, synthesized via continuous stirring of 3,5-bis-(tri-fluoro-meth-yl) aceto-phenone with bromine in an acidic medium and concentrated under reduced pressure, crystallizes with four mol-ecules in the unit cell (Z = 4) and one formula unit in the asymmetric unit. In the crystal, mol-ecules are linked in a head-to-tail fashion into dimers along the b-axis direction through weak C-H⋯Br and C-O⋯Csp2 inter-actions. C-H⋯O, C-F⋯π and F⋯F inter-actions are also observed.

| S-EPMC6002836 | biostudies-literature

Crystal structure of 3-{1'-[3,5-bis-(tri-fluoro-meth-yl)phen-yl]ferrocenyl}-4-bromo-thio-phene.

Project description:The mol-ecular structure of the title compound, [Fe(C9H6BrS)(C13H7F6)], consists of a ferrocene backbone with a bis-(tri-fluoro-meth-yl)phenyl group at one cyclo-penta-dienyl ring and a thio-phene heterocycle at the other cyclo-penta-dienyl ring. The latter is disordered over two sets of sites in a 0.6:0.4 ratio. In the crystal structure, intra-molecular π-π inter-actions between the thienyl and the phenyl substituent [centroid-centroid distance 3.695 (4) Å] and additional weak T-shaped π-π inter-actions between the thienyl and the phenyl-substituted cyclo-penta-dienyl ring [4.688 (6) Å] consolidate the crystal packing.

| S-EPMC4257188 | 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