Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3-Benzyl-6-(2-chloro-benzo-yl)-1,3-benzoxazol-2(3H)-one.

ABSTRACT: In the title compound, C(21)H(14)ClNO(3), the benzoxazolone ring system is planar (r.m.s. deviation = 0.022 Å) and forms dihedral angles of 75.38 (10) and 65.92 (13)° with the mean planes of the chloro-benzoyl (r.m.s. deviation = 0.045 Å, excluding O atom) and benzyl (r.m.s. deviation = 0.023 Å) groups. The observed structure is stabilized by weak C-H⋯O hydrogen bonds and weak inter-molecular C-H⋯π inter-actions.

SUBMITTER: Takhirov YR

PROVIDER: S-EPMC3011399 | biostudies-literature | 2010 Nov

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

3-Benzyl-6-(2-chloro-benzo-yl)-1,3-benzoxazol-2(3H)-one.

Takhirov Yuldash R YR Dushamov Dilshod A DA Turgunov Kambarali K KK Mukhamedov Nasirkhon S NS Shakhidoyatov Khusniddin M KM

Acta crystallographica. Section E, Structure reports online 20101117 Pt 12

In the title compound, C(21)H(14)ClNO(3), the benzoxazolone ring system is planar (r.m.s. deviation = 0.022 Å) and forms dihedral angles of 75.38 (10) and 65.92 (13)° with the mean planes of the chloro-benzoyl (r.m.s. deviation = 0.045 Å, excluding O atom) and benzyl (r.m.s. deviation = 0.023 Å) groups. The observed structure is stabilized by weak C-H⋯O hydrogen bonds and weak inter-molecular C-H⋯π inter-actions. ...[more]

PMID: 21589497

Similar Datasets

3-Anilinomethyl-5-chloro-1,3--benzoxazol-2(3H)-one.

Project description:In the title compound, C(14)H(11)ClN(2)O(2), the 2,3-dihydro-1,3-benzoxazole ring system is essentially planar [maximum deviation = 0.009 (2) Å] and makes a dihedral angle of 79.15 (7)° with the phenyl ring. Inter-molecular N-H⋯O and weak C-H⋯Cl hydrogen bonds occur in the crystal structure.

| S-EPMC3344645 | biostudies-literature

3-({4-[(2-Methyl-benzyl-idene)amino]-5-sulfanyl-idene-1H-1,2,4-triazol-3-yl}meth-yl)-1,3-benzoxazol-2(3H)-one.

Project description:In the title compound, C(18)H(15)N(5)O(2)S, a weak intra-molecular C-H⋯S hydrogen bond results in a small dihedral angle of 3.71 (9)° between the methyl-phenyl and triazole rings, which, in turn, form dihedral angles of 80.09 (8) and 77.32 (8)°, respectively, with the benzoxazolone mean plane. In the crystal, N-H⋯O hydrogen bonds link mol-ecules into chains along [001], and weak C-H⋯N hydrogen bonds and π-π inter-actions between the five- and six-membered rings [centroid-centroid distances = 3.5074 (11) and 3.616 (1) Å] consolidate the crystal packing.

| S-EPMC3569233 | biostudies-literature

3-(1,3-Benzodioxol-5-yl)-3H-benzo[f]isobenzofuran-1-one.

Project description:In the title compound, C(19)H(12)O(4), the dioxole ring adopts a flattened envelope conformation with the methyl-ene C at the flap [deviation = 0.104 (2) Å]. The benzene ring of the benzodioxole ring system makes a dihedral angle of 76.45 (5)° with the planar [maximum deviation = 0.016 (1) Å] 3H-benzo[f]isobenzofuran-1-one ring system. In the crystal structure, the mol-ecules are linked into C(5) chains running along the b axis by inter-molecular C-H⋯O hydrogen bonds. In addition, C-H⋯π inter-actions are observed.

| S-EPMC2983915 | biostudies-literature

{2-[(1,3-Benzo-thia-zol-2-yl)meth-oxy]-5-chloro-phen-yl}(4-chloro-phen-yl)methan-one.

Project description:In the title compound, C21H13Cl2NO2S, the benzo-thia-zole ring makes dihedral angles of 0.94 (1) and 70.65 (5)° with the 4-chloro-phenyl-methanone unit and the 5-chloro-phenyl ring, respectively. The dihedral angle between the 4-chloro-phenyl-methanone unit and the 5-chloro-phenyl ring is 66.20 (5)°. The crystal structure consists of dimeric units generated by C-H⋯N hydrogen bonds, further linked by C-H⋯O and C-H⋯π inter-actions, leading to a three-dimensional network.

| S-EPMC3770393 | biostudies-literature

3-Benzyl-1-{[3-(4-chloro-phen-yl)isoxazol-5-yl]meth-yl}-1H-benzimidazol-2(3H)-one.

Project description:In the title compound, C24H18ClN3O2, the benzimidazole plane is nearly perpendicular to the phenyl ring and to the isoxazole ring, making dihedral angles of 75.95 (7) and 73.04 (8)°, respectively, but the two residues point in opposite directions with respect to the benzimidazole plane. The dihedral angle between the chloro-phenyl and isoxazole rings is 7.95 (8)°. In the crystal, mol-ecules are linked by pairs of C-H⋯O hydrogen bonds into inversion dimers.

| S-EPMC3884387 | biostudies-literature

1,3-Dibenzyl-5-chloro-1H-benzimidazol-2(3H)-one.

Project description:In both independent mol-ecules of the title compound, C(21)H(17)ClN(2)O, the aromatic rings of the benzyl substituents are located on opposite sides of the benzimidazole ring systems. In one mol-ecule, the rings are aligned at 77.0?(1) and 78.1?(1)° with respect to the fused-ring system, whereas in the other mol-ecule the rings are aligned at 76.0?(1) and 76.9?(1)°. There is an inter-molecular Cl?O contact of 3.086?(1)?Å.

| S-EPMC3213576 | biostudies-literature

1,3-Diallyl-5-chloro-1H-benzimidazol-2(3H)-one.

Project description:The benzimidazolone part of the title mol-ecule, C(13)H(13)ClN(2)O, is almost planar (r.m.s. deviation = 0.006 Å) and its mean plane is aligned at dihedral angles of 62.5 (1) and 78.0 (1)° with respect to the mean planes of the allyl substituents.

| S-EPMC3051792 | biostudies-literature

2,6-Bis(4-chloro-phen-yl)-1,3-dimethyl-piperidin-4-one O-benzyl-oxime.

Project description:The piperidin-4-one ring in the title compound, C(26)H(26)Cl(2)N(2)O, exists in a chair conformation with equatorial orientations of the methyl and 4-chlorophenyl groups. The C atom bonded to the oxime group is statistically planar (bond-angle sum = 360.0°) although the C-C=N bond angles are very different [117.83 (15) and 127.59 (15)°]. The dihedral angle between the chloro-phenyl rings is 54.75 (4)°. In the crystal, mol-ecules inter-act via van der Waals forces.

| S-EPMC3275266 | biostudies-literature

Crystal structure of 5-chloro-1,3-bis-[2-(2-oxo-1,3-oxazolidin-3-yl)eth-yl]-1H-benz-imidazol-2(3H)-one.

Project description:In the title compound, C17H19ClN4O5, the benzimidazole fused-ring system is essentially planar, the maximum deviation from the mean plane being 0.06 (1) Å. Both oxazolidine rings are nearly planar, the maximum deviations from the mean planes are 0.071 (13) and 0.070 (10) Å. The dihedral angle between the mean planes of the oxazolidine rings is 69.9 (7)°. The benzimidazole mean plane makes the dihedral angles of 43.9 (6) and 45.6 (6)° with the two oxazolidine rings. In the crystal, the mol-ecules are linked together by weak C-H⋯O hydrogen bonds building zigzag tapes running along the c axis. The Cl atom is split over two positions with an occupancy ratio of 0.567 (7):0.433 (7). This means that the reaction yields two isomers, A and B; the A component has the Cl-atom substituent in the 5-position of the benzimidazolone ring and the B component has the Cl atom in the 6-position. The two isomers form the disordered co-crystal, with a nearly half Cl atom in each of them, as indicated by the occupancy ratio. The crystal structure was refined as an inversion twin.

| S-EPMC4647354 | biostudies-literature

(4R)-4-Benzyl-3-{(4S)-4-chloro-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]butano-yl}-1,3-oxazolidin-2-one.

Project description:The title compound, C(19)H(24)ClNO(5), was synthesized and subsequently employed in an Evans alkyl-ation. The purpose was to prove the absolute configuration in the projected synthesis of the side chain of (-)-Lytophilippine A. The oxazolidinone and the isopropylidene acetal rings have twisted conformations. The oxazolidinone and side-chain carbonyl groups are orientated in an anti-periplanar arrangement to minimize van der Waals repulsions. Furthermore, the Cl atom and the acetonide-protected secondary alcohol are also in an anti-periplanar arrangement with a torsion angle of 173.64 (14)°. The absolute configuration was determined and agrees with the configuration of the used chiral auxiliary.

| S-EPMC3254509 | 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