Browse
Submit Data
Databases
API
Help

Dataset Information

20 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

5-Iodo-2-phenyl-3-phenyl-sulfinyl-1-benzofuran.

ABSTRACT: In the title compound, C(20)H(13)IO(2)S, the O atom and the phenyl group of the phenyl-sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment; the phenyl ring is almost perpendicular to this plane [83.84?(5)°]. The phenyl ring in the 2-position is rotated out of the benzofuran plane, making a dihedral angle of 40.47?(5)°. The crystal structure is stabilized by non-classical inter-molecular C-H?O inter-actions, and by an I?O halogen bond of 3.124?(1)?Å [C-I?O = 165.84?(5)°].

SUBMITTER: Choi HD

PROVIDER: S-EPMC2977478 | biostudies-literature | 2009 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

5-Iodo-2-phenyl-3-phenyl-sulfinyl-1-benzofuran.

Choi Hong Dae HD Seo Pil Ja PJ Son Byeng Wha BW Lee Uk U

Acta crystallographica. Section E, Structure reports online 20090711 Pt 8

In the title compound, C(20)H(13)IO(2)S, the O atom and the phenyl group of the phenyl-sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment; the phenyl ring is almost perpendicular to this plane [83.84 (5)°]. The phenyl ring in the 2-position is rotated out of the benzofuran plane, making a dihedral angle of 40.47 (5)°. The crystal structure is stabilized by non-classical inter-molecular C-H⋯O inter-actions, and by an I⋯O halogen bond of 3.124 (1) Å [C-I⋯O = 165.84 ...[more]

PMID: 21583512

Similar Datasets

5-Iodo-2,7-dimethyl-3-phenyl-sulfinyl-1-benzofuran.

Project description:The title compound, C(16)H(13)IO(2)S, was prepared by the oxidation of 5-iodo-2,7-dimethyl-3-phenyl-sulfanyl-1-benzofuran using 3-chloro-perbenzoic acid. The O atom and the phenyl group of the phenyl-sulfinyl substituent lie on opposite sides of the plane of the benzofuran system. The phenyl ring is nearly perpendicular to the plane of the benzofuran fragment [89.15 (5)°]. The crystal structure is stabilized by an I⋯O halogen bond [I⋯O = 3.177 (2) Å and C-I⋯O = 175.68 (6)°] linking mol-ecules into centrosymmetric dimers and by a weak C-H⋯π inter-action between a phenyl H atom and the furan ring of the benzofuran system.

| S-EPMC2960312 | biostudies-literature

5-Iodo-7-methyl-3-methyl-sulfinyl-2-phenyl-1-benzofuran.

Project description:The title compound, C(16)H(13)IO(2)S, was prepared by the oxidation of 5-iodo-7-methyl-3-methyl-sulfanyl-2-phenyl-1-benzofuran with 3-chloro-peroxy-benzoic acid. The phenyl ring makes a dihedral angle of 27.17?(9)° with the plane of the benzofuran fragment, with the O atom and the methyl group of the methyl-sulfinyl substituent lying on opposite sides of this plane. The crystal structure exhibits inter-molecular C-H?I inter-actions, and an I?O halogen bond of 3.107?(2)?Å with a nearly linear C-I?O angle of 173.73?(6)°.

| S-EPMC2961360 | biostudies-literature

2-(4-Fluoro-phen-yl)-5-iodo-3-phenyl-sulfinyl-1-benzofuran.

Project description:In the title compound, C(20)H(12)FIO(2)S, the dihedral angles between the mean plane [r.m.s. deviation = 0.014?(1)?Å] of the benzofuran fragment and the pendant 4-fluoro-phenyl and phenyl rings are 8.0?(1) and 86.06?(6)°, respectively. In the crystal, mol-ecules are linked by weak C-H?O hydrogen bonds. The crystal structure also exhibits weak ?-? inter-actions between the furan and benzene rings of neighbouring mol-ecules [centroid-centroid distance = 3.547?(2)?Å, inter-planar distance = 3.397?(2)?Å and slippage = 1.021?(2)?Å].

| S-EPMC3344167 | biostudies-literature

3-Ethyl-sulfinyl-5-iodo-2-phenyl-1-benzofuran.

Project description:In the title compound, C(16)H(13)IO(2)S, the phenyl ring is rotated out of the benzofuran plane, as indicated by the dihedral angle of 32.56?(6)°. The crystal structure is stabilized by an I?O halogen inter-action [3.200?(2)?Å].

| S-EPMC3006682 | biostudies-other

5-Bromo-2-phenyl-3-phenyl-sulfinyl-1-benzofuran.

Project description:In the title compound, C(20)H(13)BrO(2)S, the O atom and the phenyl group of the phenyl-sulfinyl substituent are located on opposite sides of the plane of the benzofuran system. The S-bound phenyl ring is almost perpendicular to this plane [80.35?(8)°]. The phenyl ring in the 2-position is twisted with respect to the benzofuran plane, making a dihedral angle of 16.0?(1)°.

| S-EPMC2971280 | biostudies-literature

5-Chloro-2-phenyl-3-phenyl-sulfinyl-1-benzofuran.

Project description:In the title compound, C(20)H(13)ClO(2)S, the O atom and the phenyl group of the phenyl-sulfinyl substituent lie on opposite sides of the plane of the benzofuran fragment; the S-bound phenyl ring is nearly perpendicular to this plane [80.87?(5)°]. The phenyl ring in the 2-position is rotated out of the benzofuran plane, making a dihedral angle of 17.43?(7)°. The crystal structure features ?-? inter-actions between the phenyl ring and the furyl ring of a neighbouring benzofuran system [centroid-centroid distance = 3.886?(2)?Å].

| S-EPMC2977298 | biostudies-literature

3-Cyclo-hexyl-sulfinyl-5-iodo-2-methyl-1-benzofuran.

Project description:There are two independent mol-ecules, A and B, in the asymmetric unit of the title compound, C(15)H(17)ClO(2)S, in each of which the cyclo-hexyl ring adopts a chair conformation. The benzofuran units in each mol-ecule are essentially planar, with mean deviations from a least-squares plane defined by the nine constituent ring atoms of 0.006 (2) Å for A and 0.011 (2) Å for B. In the crystal, mol-ecules are linked by weak inter-molecular C-H⋯O and C-H⋯π inter-actions and by two I⋯O contacts [I⋯O = 3.079 (2) and 3.017 (2) Å].

| S-EPMC3099997 | biostudies-literature

2-Methyl-3-phenyl-sulfinyl-1-benzofuran.

Project description:The title compound, C(15)H(12)O(2)S, was prepared by the oxidation of 2-methyl-3-phenyl-sulfanyl-1-benzofuran with 3-chloro-peroxy-benzoic acid. The O atom and the phenyl group of the phenyl-sulfinyl substituent lie on opposite sides of the plane of the benzofuran system. The phenyl ring makes a dihedral angle of 78.76?(4)° with the benzofuran mean plane. The crystal structure is stabilized by ?-? inter-actions between the furan and benzene rings of neighbouring mol-ecules [centroid-centroid distance = 4.017?(3)?Å]. In addition, the crystal structure exhibits inter-molecular C-H?? and C-H?O inter-actions.

| S-EPMC2962107 | biostudies-literature

2,4,6-Trimethyl-3-phenyl-sulfinyl-1-benzofuran.

Project description:The title compound, C(17)H(16)O(2)S, was prepared by the oxidation of 2,4,6-trimethyl-3-phenyl-sulfanyl-1-benzofuran with 3-chloro-peroxy-benzoic acid. The O atom and the phenyl group of the phenyl-sulfinyl substituent lie on opposite sides of the planar benzofuran fragment. The phenyl ring is nearly perpendicular to the plane of the benzofuran unit [89.88?(8)°] and is tilted slightly towards it. The crystal structure is stabilized by C-H?? inter-actions between a phenyl H atoms and the phenyl and furan rings of neighbouring mol-ecules. In addition, the crystal structure exhibits inter-molecular C-H?O inter-actions.

| S-EPMC2962106 | biostudies-literature

3-Methyl-sulfinyl-2-phenyl-1-benzofuran.

Project description:The title compound, C(15)H(12)O(2)S, was prepared by the oxidation of 3-methyl-sulfanyl-2-phenyl-1-benzofuran with 3-chloro-peroxy-benzoic acid. The phenyl ring makes a dihedral angle of 37.65?(8)° with the plane of the benzofuran fragment. The O atom and the methyl group of the methyl-sulfinyl substituent lie on opposite sides of the plane of the benzofuran ring system. The crystal structure is stabilized by aromatic ?-? inter-actions between the benzene rings of neighbouring mol-ecules [centroid-centroid distance = 3.549?(2)?Å] and by inter-molecular C-H?O inter-actions.

| S-EPMC2960582 | 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