Browse
Submit Data
Databases
API
Help

Dataset Information

23 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Allyl 2-(2,2-dimethyl-3a,6a-di-hydro-furo[3,2-d][1,3]dioxol-5-yl)-4-oxo-4H-chromene-3-carboxyl-ate.

ABSTRACT: In the title compound, C20H18O7, the dioxolane ring adopts an envelope conformation with the dimethyl-substituted C atom as the flap, and its mean plane makes a dihedral angle of 73.25?(2)° with the pyran ring mean plane. The furan ring makes dihedral angles of 67.43?(12) and 6.20?(11)° with the mean plane of the dioxolane and pyran rings, respectively. The O atom attached to the pyran ring deviates by 0.0219?(2)?Å from its mean plane. In the crystal, mol-ecules are linked via C-H?O hydrogen bonds, forming chains along [010] and enclosing R 2 (2)(9) loops. They stack along the a axis with ?-? inter-actions involving the 4H-chromene units [centroid-centroid distances of 3.6389?(13) and 3.6555?(13)?Å]. The terminal CH2=CH- atoms of the allyl acetate group are disordered over two sets of sites with a refined occupancy ratio of 0.717?(6):0.283?(6).

SUBMITTER: Fatima Z

PROVIDER: S-EPMC3793755 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Allyl 2-(2,2-dimethyl-3a,6a-di-hydro-furo[3,2-d][1,3]dioxol-5-yl)-4-oxo-4H-chromene-3-carboxyl-ate.

Fatima Zeenat Z Srinivasan Thothadri T Rao Jonnalagadda Naga Siva JN Raghunathan Raghavachary R Velmurugan Devadasan D

Acta crystallographica. Section E, Structure reports online 20130713 Pt 8

In the title compound, C20H18O7, the dioxolane ring adopts an envelope conformation with the dimethyl-substituted C atom as the flap, and its mean plane makes a dihedral angle of 73.25 (2)° with the pyran ring mean plane. The furan ring makes dihedral angles of 67.43 (12) and 6.20 (11)° with the mean plane of the dioxolane and pyran rings, respectively. The O atom attached to the pyran ring deviates by 0.0219 (2) Å from its mean plane. In the crystal, mol-ecules are linked via C-H⋯O hydrogen bon ...[more]

PMID: 24109342

Similar Datasets

Methyl 2-(2,2-dimethyl-3a,6a-di-hydro-furo[3,2-d][1,3]dioxol-5-yl)-4-oxo-4H-chromene-3-carboxyl-ate.

Project description:In the title mol-ecule, C18H16O7, the dioxolane ring adopts an envelope conformation with the dimethyl-substituted C atom as the flap. The furan ring is almost coplanar with the pyran ring, with a dihedral angle of 1.04?(10)° between the planes, and it makes a dihedral angle of 67.97?(11)° with the mean plane of the dioxolane ring. The latter makes a dihedral angle of 67.15?(10)° with the pyran ring. The O atom attached to the pyran ring deviates by -0.009?(1)?Å. The crystal packing features C-H?O hydrogen bonds, forming a three-dimensional structure. The meth-oxy-carbonyl atoms are disordered over two positions, with a refined occupancy ratio of 0.508?(18):0.492?(18).

| S-EPMC3793797 | biostudies-other

Crystal structures of ethyl 6-(4-methyl-phen-yl)-4-oxo-4H-chromene-2-carboxyl-ate and ethyl 6-(4-fluoro-phen-yl)-4-oxo-4H-chromene-2-carboxyl-ate.

Project description:The crystal structures of two chromone derivatives, viz. ethyl 6-(4-methyl-phen-yl)-4-oxo-4H-chromene-2-carboxyl-ate, C19H16O4, (1), and ethyl 6-(4-fluoro-phen-yl)-4-oxo-4H-chromene-2-carboxyl-ate C18H13FO4, (2), have been determined: (1) crystallizes with two mol-ecules in the asymmetric unit. A comparison of the dihedral angles beween the mean planes of the central chromone core with those of the substituents, an ethyl ester moiety at the 2-position and a para-substituted phenyl ring at the 6-position shows that each mol-ecule differs significantly from the others, even the two independent mol-ecules (a and b) of (1). In all three mol-ecules, the carbonyl groups of the chromone and the carboxyl-ate are trans-related. The supra-molecular structure of (1) involves only weak C-H?? inter-actions between H atoms of the substituent phenyl group and the phenyl group, which link mol-ecules into a chain of alternating mol-ecules a and b, and weak ?-? stacking inter-actions between the chromone units. The packing in (2) involves C-H?O inter-actions, which form a network of two inter-secting ladders involving the carbonyl atom of the carboxyl-ate group as the acceptor for H atoms at the 7-position of the chromone ring and from an ortho-H atom of the exocyclic benzene ring. The carbonyl atom of the chromone acts as an acceptor from a meta-H atom of the exocyclic benzene ring. ?-? inter-actions stack the mol-ecules by unit translation along the a axis.

| S-EPMC4704759 | biostudies-literature

Ethyl 2-amino-4-(4-methyl-1,3-thia-zol-5-yl)-5-oxo-4H,5H-pyrano[3,2-c]chromene-3-carboxyl-ate.

Project description:There are two independent mol-ecules in the asymmetric unit of the title compound, C19H16N2O5S, in which the thia-zole rings make dihedral angles of 80.89?(11) and 84.81?(11)° with the pyrano[3,2-c]chromene ring systems. An intra-molecular N-H?O hydrogen bond involving the amino group occurs in each independent mol-ecule. In the crystal, the amino groups are involved in N-H?O and N-H?N hydrogen bonds.

| S-EPMC3884413 | biostudies-literature

Methyl 7-chloro-2-ethyl-sulfanyl-6-fluoro-4-oxo-4H-thio-chromene-3-carboxyl-ate.

Project description:In the title compound, C(13)H(10)ClFO(3)S(2), the two-ring system is essentially planar, the mean plane of the benzene ring being inclined at 6.0?(2)° to the plane of the remaining four atoms. The ethyl-sulfanyl group is almost coplanar with the two rings [dihedral angle = 6.4?(2)°], while the carboxyl-ate group is almost perpendicular to it [dihedral angle = 72.4?(2)°]. In the crystal structure, inter-molecular C-H?O and C-H?F hydrogen bonds link the mol-ecules in a stacked arrangement along the a axis.

| S-EPMC2983649 | biostudies-literature

rac-Dimethyl 2-(tert-butyl-amino)-5-oxo-4,5-dihydro-pyrano[3,2-c]chromene-3,4-dicarboxyl-ate.

Project description:The title compound, C(20)H(21)NO(7), is asymmetric with a chiral centre located in the pyran ring and crystallizes as a racemate. The mol-ecular framework is somewhat bent; the coumarin moiety and the pyran ring are inclined by 7.85?(5)°. The mol-ecular structure is characterized by an intra-molecular N-H?O hydrogen bond, which generates an S(6) ring motif, and the crystal packing is stabilized by inter-molecular C-H?O hydrogen bonds. The 3-carboxyl-ate O atom is involved in both of them, having a bifurcated character.

| S-EPMC3247363 | biostudies-literature

6-Methyl-4-oxo-4H-chromene-3-carbaldehyde.

Project description:In the title compound, C(11)H(8)O(3), the benzopyran-4-one or chromone ring system is almost planar, with a maximum deviation of 0.045?(2)?Å. The crystal structure is stablized by ?-? inter-actions between the benzene and pyran rings of inversion-related mol-ecules stacked along the b axis, with a centroid-centroid distance of 3.5463?(12)?Å

| S-EPMC3470266 | biostudies-literature

8-Chloro-4-oxo-4H-chromene-3-carbaldehyde.

Project description:In the title compound, C10H5ClO3, a chlorinated 3-formyl-chromone derivative, all atoms are essentially coplanar (r.m.s. deviation = 0.032?Å for the non-H atoms), with the largest deviation from the least-squares plane [0.0598?(14)?Å] being for a pyran-ring C atom. In the crystal, mol-ecules are linked through stacking inter-actions along the b axis [shortest centroid-centroid distance between the pyran and benzene rings = 3.566?(2)?Å].

| S-EPMC4120543 | biostudies-literature

7-Chloro-4-oxo-4H-chromene-3-carbaldehyde.

Project description:In the title compound, C10H5ClO3, a chlorinated 3-formyl-chromone derivative, all atoms are essentially coplanar (r.m.s. deviation = 0.0592?Å for all non-H atoms), with the largest deviation from the least-squares plane [0.1792?(19)?Å] being for the chromone-ring carbonyl O atom. In the crystal, mol-ecules are linked through C-H?O hydrogen bonds to form tetrads, which are assembled by stacking inter-actions [centroid-centroid distance between the pyran rings = 3.823?(3)?Å] and van der Waals contacts between the Cl atoms [Cl?Cl = 3.4483?(16)?Å and C-Cl?Cl = 171.73?(7)°] into a three-dimensional architecture.

| S-EPMC4158550 | biostudies-literature

6-Iodo-4-oxo-4H-chromene-3-carbaldehyde.

Project description:In the title compound, C10H5IO3, an iodinated 3-formyl-chromone derivative, the non-H atoms are essentially coplanar (r.m.s. deviation = 0.0259?Å), with the largest deviation from the least-squares plane [0.056?(5)?Å] being found for the formyl O atom. In the crystal, mol-ecules are linked through I?O halogen bonds [I?O = 3.245?(4)?Å, C-I?O = 165.95?(13) and C=O?I = 169.7?(4)°] along [101]. The supra-molecular chains are assembled into layers via ?-? stacking inter-actions along the b axis [shortest centroid-centroid distance between the pyran and benzene rings = 3.558?(3)?Å].

| S-EPMC4120610 | biostudies-literature

Ethyl 2-hydr-oxy-5-oxo-4-phenyl-2,3,4,5-tetra-hydro-pyrano[3,2-c]chromene-2-carboxyl-ate.

Project description:The main structural unit of the title compoud, C(21)H(18)O(6), is a fused three-ring group consisting of coumarin and tetra-hydro-pyrane ring systems. Two C atoms of the tetra-hydro-pyran ring are displaced by 0.295?(3) and -0.360?(2)?Å from the mean plane of coumarin ring. The dihedral angle between the phenyl and coumarin rings is 73.94?(3)°. Inter-molecular O-H?O hydrogen bonds are present in the crystal structure.

| S-EPMC2977402 | 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