Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3-Mesityl-2-oxo-1-oxaspiro-[4.4]non-3-en-4-yl 4-chloro-benzoate.

ABSTRACT: The title compound, C(24)H(23)ClO(4), is a potent insecticide and miticide. The five-membered cyclo-pentane ring displays an envelope conformation with the atom at the flap position 0.611 (2) Å out of the mean plane formed by the other four atoms. The furan ring makes dihedral angles of 71.3 (2) and 81.9 (2)°, respectively, with the 2,4,6-trimethyl-phenyl and 4-chloro-phenyl rings. The dihedral angle between the two benzene rings is 76.6 (1)°. In the crystal, mol-ecules are linked through weak inter-molecular C-H⋯O hydrogen bonds, forming chains running along the c axis.

SUBMITTER: Ji MH

PROVIDER: S-EPMC2969026 | biostudies-literature | 2009 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

3-Mesityl-2-oxo-1-oxaspiro-[4.4]non-3-en-4-yl 4-chloro-benzoate.

Ji Ming-Hua MH Xia Min M Zhu Guo-Nian GN Zhao Jin-Hao JH

Acta crystallographica. Section E, Structure reports online 20090306 Pt 4

The title compound, C(24)H(23)ClO(4), is a potent insecticide and miticide. The five-membered cyclo-pentane ring displays an envelope conformation with the atom at the flap position 0.611 (2) Å out of the mean plane formed by the other four atoms. The furan ring makes dihedral angles of 71.3 (2) and 81.9 (2)°, respectively, with the 2,4,6-trimethyl-phenyl and 4-chloro-phenyl rings. The dihedral angle between the two benzene rings is 76.6 (1)°. In the crystal, mol-ecules are linked through weak i ...[more]

PMID: 21582443

Similar Datasets

3-Mesityl-2-oxo-1-oxaspiro-[4.4]non-3-en-4-yl benzoate.

Project description:In the title compound, C(24)H(24)O(4), a derivative of the potent insecticide and miticide spiro-mesifen, one cyclo-pentane C atom is disordered over two positions with occupancies of 0.574 (12) and 0.426 (12), resulting in respective envelope and twisted conformations for the cyclo-pentane ring. The atom at the flap position is 0.620 (5) Å out of the mean plane formed by the other four atoms of the envelope form. The furan ring makes dihedral angles of 68.26 (3) and 69.38 (2)°, respectively, with the 2,4,6-trimethyl-phenyl and benzene rings. The dihedral angle between the two benzene rings is 62.27 (3)°.

| S-EPMC3006810 | biostudies-literature

3-Mesityl-2-oxo-1-oxaspiro-[4.4]non-3-en-4-yl 2-(4-chloro-phen-yl)-3-methyl-butyrate.

Project description:In the title compound, C(28)H(31)ClO(4), the five-membered cyclo-pentyl ring displays an envelope conformation with the atom at the flap position 0.519 (3) Å out of the mean plane formed by the other four atoms. The furan ring makes dihedral angles of 72.9 (1) and 82.4 (1)°, respectively, with the trimethyl- and chloro-phenyl rings. The dihedral angle between the two benzene rings is 15.3 (1)°. In the crystal, mol-ecules are linked through inter-molecular C-H⋯Cl hydrogen bonds, forming a chain running along the b axis.

| S-EPMC2968092 | biostudies-literature

4-Hydr-oxy-3-mesityl-1-oxaspiro-[4.4]non-3-en-2-one.

Project description:In the title compound, C(17)H(20)O(3), the five-membered cyclo-pentyl ring displays an envelope conformation, with the atom at the flap position 0.538 (3) Å out of the mean plane formed by the other four atoms. The dihedral angle between the benzene and furan rings is 63.34 (15)°. In the crystal structure, mol-ecules are linked through inter-molecular O-H⋯O hydrogen bonds, forming a zigzag chain along [101].

| S-EPMC2968886 | biostudies-literature

3-tert-Butyl-2-oxo-1-oxaspiro-[4.5]dec-3-en-4-yl 4-chloro-benzoate.

Project description:The title tetronic acid derivative, C(20)H(23)ClO(4), which is a spiro-diclofen analogue, has two crystallographically independent mol-ecules in the asymmetric unit (Z' = 2). The cyclo-hexane rings in the respective mol-ecules A and B adopt chair conformations [four C atoms are planar with mean deviations of 0.013 (2) and 0.001 (2) Å, and the flap positions deviate by 0.653 (4) and -0.663 (3) Å (mol-ecule A) and 0.642 (4) and -0.643 (5) Å (mol-ecule B) from the plane]. The furan ring makes dihedral angles of 86.9 (1) (mol-ecule A) and 85.4 (1)° (mol-ecule B) with the respective benzene rings.

| S-EPMC3201220 | biostudies-literature

3-(2,4-Dichloro-phen-yl)-2-oxo-1-oxa-spiro-[4.5]dec-3-en-4-yl 4-chloro-benzoate.

Project description:In the title spiro-diclofen derivative, C(22)H(17)Cl(3)O(4), the cyclo-hexane ring adopts a chair conformation [four C atoms are planar with a mean deviation of 0.018 Å and the two C atoms at the flap positions deviate by 0.613 (4) and -0.668 (5) Å from the plane]. The dihedral angles between the furan ring and the two benzene rings are 55.78 (3) and 49.92 (3)°. Weak inter-molecular C-H⋯Cl inter-actions are observed in the crystal structure.

| S-EPMC2971930 | biostudies-literature

3-(2,4-Dichloro-phen-yl)-2-oxo-1-oxaspiro-[4.5]dec-3-en-4-yl acetate.

Project description:In the title compound, C(17)H(16)Cl(2)O(4), the cyclo-hexyl ring displays a chair conformation [the four C atoms are planar with a mean deviation of 0.001 (2) Å and the two C atoms at the flap positions deviate by 0.625 (2) and -0.680 (2) Å from the plane]. The furan ring is planar with a mean deviation of 0.004 (2) Å and forms a dihedral angle of 46.73 (2)° with the benzene ring.

| S-EPMC2980009 | biostudies-literature

3-(2,4-Dichloro-phen-yl)-2-oxo-1-oxaspiro-[4.5]dec-3-en-4-yl 2-methyl-prop-2-enoate.

Project description:In the title mol-ecule, C(19)H(18)Cl(2)O(4), the cyclo-hexane ring adopts a chair conformation. The furan ring is essentially planar and forms a dihedral angle of 82.1 (1)° with the benzene ring. In the crystal, weak C-H⋯O interactions are present.

| S-EPMC3344633 | biostudies-literature

4-[(6-Chloro-2-pyrid-yl)meth-oxy]-3-(2,4-dichloro-phen-yl)-1-oxaspiro-[4.5]dec-3-en-2-one.

Project description:In the title compound, C(21)H(18)Cl(3)NO(3), the cyclo-hexane ring is in a chair conformation. The five-membered ring forms a dihedral angle of 69.89 (2)° with the benzene ring. The dihedral angle between the benzene and pyridine rings is 14.03 (7)°.

| S-EPMC2968965 | biostudies-literature

2-Methyl-3-(2-methyl-phen-yl)-4-oxo-3,4-dihydro-quinazolin-8-yl 4-chloro-benzoate.

Project description:In the title compound, C(23)H(17)ClN(2)O(3), the quinazoline fused-ring system, including the ring-bound carbonyl-O and methyl-C atoms, is close to being planar (r.m.s. deviation = 0.044?Å) and is essentially orthogonal to both the 2-tolyl ring [dihedral angle = 89.51?(8)°] and to the ester group [the C-O-C-C torsion angle = -103.69?(16)°]. The carboxyl-ate group is almost coplanar with the benzene ring to which it is attached [O-C-C-C torsion angle = -4.7?(2)°]. The 2-tolyl ring system is disordered over two orientations in a 0.871?(3):0.129?(3) ratio. In the crystal, mol-ecules are consolidated into a three-dimensional architecture by C-H?Cl, C-H?O, C-H?N, C-H?? and ?-? inter-actions [inter-centroid distances = 3.6443?(9) and 3.8557?(11)?Å].

| S-EPMC3393320 | biostudies-other

2-Meth-oxy-4-(prop-2-en-1-yl)phenyl 2,4-di-chloro-benzoate.

Project description:In the title compound, C17H14Cl2O3, the two benzene rings are twisted by 73.6?(2)°. The twist is similar to that found in the unsubstituted compound, viz. phenyl benzoate. In the crystal, inversion dimers are linked by pairs of C-H?O inter-actions.

| S-EPMC3770367 | 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