Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

7-Bromo-2-(4-methyl-phen-yl)-1-(methyl-sulfin-yl)naphtho-[2,1-b]furan.

ABSTRACT: In the title compound, C20H15BrO2S, the dihedral angle between the mean plane [r.m.s. deviation = 0.030?(2)?Å] of the naphtho-furan ring system and the 4-methyl-phenyl ring is 38.49?(9)°. In the crystal, mol-ecules are linked by C-H?? and C-Br?? [3.871?(2)?Å] inter-actions into stacks along the b-axis direction. These stacks are further linked by weak C-H?O hydrogen bonds, forming a three-dimensional network.

SUBMITTER: Choi HD

PROVIDER: S-EPMC3770411 | biostudies-other | 2013

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

7-Bromo-2-(4-methyl-phen-yl)-1-(methyl-sulfin-yl)naphtho-[2,1-b]furan.

Choi Hong Dae HD Seo Pil Ja PJ Lee Uk U

Acta crystallographica. Section E, Structure reports online 20130622 Pt 7

In the title compound, C20H15BrO2S, the dihedral angle between the mean plane [r.m.s. deviation = 0.030 (2) Å] of the naphtho-furan ring system and the 4-methyl-phenyl ring is 38.49 (9)°. In the crystal, mol-ecules are linked by C-H⋯π and C-Br⋯π [3.871 (2) Å] inter-actions into stacks along the b-axis direction. These stacks are further linked by weak C-H⋯O hydrogen bonds, forming a three-dimensional network. ...[more]

PMID: 24046696

Similar Datasets

2-(4-Bromo-phen-yl)-1-(phenyl-sulfin-yl)naphtho[2,1-b]furan.

Project description:In the title compound, C(24)H(15)BrO(2)S, the sulfinyl O atom and the phenyl group of the phenyl-sulfinyl substituent lie on opposite sides of the plane through the naphthofuran fragment. The phenyl ring is nearly perpendicular to the plane of the tricyclic naphthofuran system [81.77?(6)°] and is tilted slightly towards it. The 4-bromo-phenyl ring is rotated out of the naphthofuran plane by a dihedral angle of 31.12?(4)°. In the crystal structure, non-classical inter-molecular C-H?O and C-H?Br hydrogen bonds are observed. The crystal structure also exhibits aromatic ?-? inter-actions between the furan ring and the central benzene ring of the adjacent naphthofuran system [centroid-centroid distance = 3.768?(3)?Å]. In addition, inter-molecular C-Br?? inter-actions [3.866?(2)?Å] between the Br atom and the phenyl ring of the phenyl-sulfinyl substituent are present.

| S-EPMC2977400 | biostudies-literature

1-(4-Bromo-phenyl-sulfin-yl)-2-methyl-naphtho-[2,1-b]furan.

Project description:In the title compound, C(19)H(13)BrO(2)S, the 4-bromo-phenyl ring makes a dihedral angle of 83.75?(4)° with the mean plane of the naphtho-furan fragment [r.m.s. deviation = 0.024?(2)?Å]. In the crystal, mol-ecules are linked via pairs of C-H?O hydrogen bonds, forming inversion dimers. These dimers are connected by weak ?-? inter-actions between the central naphtho-furan benzene rings of neighbouring mol-ecules [centroid-centroid distance = 3.483?(2)?Å, inter-planar distance = 3.416?(2)?Å and slippage = 0.680?(2)?Å].

| S-EPMC3344175 | biostudies-literature

7-Bromo-2-(4-fluoro-phen-yl)-1-(methyl-sulfin-yl)naphtho[2,1-b]furan.

Project description:In the title compound, C(19)H(12)BrFO(2)S, the O atom and the methyl group of the methyl-sulfinyl substituent lie on opposite sides of the plane through the naphthofuran fragment. The 4-fluoro-phenyl ring is rotated out of the naphthofuran plane, making a dihedral angle of 41.65?(7)°. In the crystal, mol-ecules are linked by weak inter-molecular C-H?O and C-H?? inter-actions, and a short Br?F contact [3.046?(2)?Å] occurs. The O atom of the sulfinyl group is disordered over two positions, with refined site-occupancy factors of 0.912?(4) and 0.088?(4).

| S-EPMC2979164 | biostudies-other

2-(4-Fluoro-phen-yl)-1-(phenyl-sulfin-yl)-naphtho-[2,1-b]furan.

Project description:In the title compound, C(24)H(15)FO(2)S, the 4-fluoro-phenyl ring makes a dihedral angle of 19.43?(4)° with the mean plane of the naphtho-furan fragment. The dihedral angle between the phenyl ring and the mean plane of the naphtho-furan fragment is 85.83?(4)°. In the crystal, mol-ecules are linked by weak inter-molecular C-H?O hydrogen bonds.

| S-EPMC3200676 | biostudies-literature

Crystal structure of 7-bromo-2-(3-fluoro-phen-yl)-1-(methyl-sulfin-yl)naphtho[2,1-b]furan.

Project description:In the title compound, C19H11BrFO2S, the dihedral angle between the plane of the naphtho-furan ring system [r.m.s. deviation = 0.043?(2)?Å] and that of the 3-fluoro-benzene ring is 39.32?(8)°. In the crystal, mol-ecules are linked by C-H?O and C-Br?? [3.835?(1)?Å] inter-actions into stacks along the c axis, forming a three-dimensional network. The F atom is disordered over two positions, with site-occupancy factors of 0.851?(3) and 0.149?(3).

| S-EPMC4186200 | biostudies-other

7-Bromo-2-phenyl-1-(phenyl-sulfin-yl)naphtho[2,1-b]furan benzene hemisolvate.

Project description:The title compound, C(24)H(15)BrO(2)S·0.5C(6)H(6), crystallizes as a benzene hemisolvate. The O atom and the phenyl group of the phenyl-sulfinyl substituent lie on opposite sides of the plane of the naphthofuran fragment, and the phenyl ring is almost perpendicular to the plane of the naphthofuran fragment [83.78?(8)°] and is tilted slightly towards it. The 2-phenyl ring is rotated out of the naphthofuran plane by a dihedral angle of 25.2?(1)°. The crystal structure is stabilized by aromatic ?-? inter-actions between the central benzene ring and the furan ring of the neighbouring naphthofuran systems [centroid-centroid distance = 3.611?(3)?Å], and by inter-molecular C-H?? inter-actions between the benzene H atom of the phenyl-sulfinyl substituent and the 2-phenyl ring of an adjacent mol-ecule. In addition, the crystal structure exhibits a weak non-classical inter-molecular C-H?O hydrogen bond.

| S-EPMC2977353 | biostudies-literature

Methyl 2-(5-bromo-2-methyl-naphtho[2,1-b]furan-1-yl)acetate.

Project description:The three fused six-, six- and five-membered rings in the title compound, C(16)H(13)BrO(3), are coplanar, the CH(2)C(=O)OCH(3) residue being twisted out of this plane [dihedral angle = -26.9?(4)°]. Centrosymmetric dimers are found in the crystal structure stabilized by C-H?O inter-actions involving the furan O atom.

| S-EPMC2961467 | biostudies-literature

2-Phenyl-1-(phenyl-sulfin-yl)naphtho[2,1-b]furan.

Project description:In the title compound, C(24)H(16)O(2)S, the O atom and the phenyl group of the phenyl-sulfinyl substituent lie on opposite sides of the plane of the naphthofuran fragment; the phenyl ring is almost perpendicular to this plane [82.34?(5)°]. The 2-phenyl ring is rotated out of the naphthofuran plane making a dihedral angle of 48.21?(6)°. The crystal structure shows ?-? inter-actions between the central benzene rings of adjacent mol-ecules [centroid-centroid distance = 3.516?(3)?Å], as well as non-classical C-H?O hydrogen bonds.

| S-EPMC2969545 | biostudies-literature

1-(4-Bromo-phenyl-sulfon-yl)-2-methyl-naphtho-[2,1-b]furan.

Project description:In the title compound, C(19)H(13)BrO(3)S, the 4-bromo-phenyl ring makes a dihedral angle of 64.11?(2)° with the mean plane [r.m.s. deviation = 0.01?(2)?Å] of the naphtho-furan ring. In the crystal, mol-ecules are linked by weak C-H?O and C-H?? inter-actions. The crystal structure also exhibits slipped ?-? inter-actions between the central naphtho-furan benzene rings of neighbouring mol-ecules [centroid-centroid distance = 3.559?(2), slippage = 1.036?(2)?Å], and between the central naphtho-furan benzene ring and the furan ring of neighbouring mol-ecules [centroid-centroid distance = 3.655?(2), slippage = 1.136?(2)?Å].

| S-EPMC3414189 | biostudies-literature

7-Bromo-2-methyl-1-(phenyl-sulfon-yl)naphtho[2,1-b]furan.

Project description:The title compound, C(19)H(13)BrO(3)S, was prepared by the oxidation of 7-bromo-2-methyl-1-(phenyl-sulfan-yl)naph-tho[2,1-b]furan with 3-chloro-peroxy-benzoic acid. The phenyl ring makes a dihedral angle of 80.4?(2)° with the plane of the naphthofuran fragment. The crystal structure is stabilized by aromatic ?-? stacking inter-actions between the brominated benzene ring and the central benzene ring of the naphthofuran system of neighbouring mol-ecules; the centroid-centroid distances within the stack are 3.889?(3) and 3.981?(3)?Å. In addition, the stacked mol-ecules exhibit C-H??, inter- and intra-molecular C-H?O inter-actions.

| S-EPMC2961282 | 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