Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3-Hy-droxy-2,2-bis-(1H-pyrazol-1-yl)-cyclo-penta-none.

ABSTRACT: The title compound, C(11)H(12)N(4)O(2), was unexpectedly obtained in the reaction of ?,?'-disubstituted cyclo-penta-none with 1,1,3,3-tetra-meth-oxy-propane in the presence of dioxane saturated with HCl. It belongs to a previously unknown class of gem-bihetaryl ketones which may be useful for screening of new substances with biological activity. In the studied structure, the cyclo-penta-none moiety adopts an envelope conformation, with the hy-droxy-bearing C atom as the flap [deviation from basal plane = 0.643?(3)?Å]. The dihedral angle between the two pyrazole rings is 80.02?(8)°. In the crystal, inversion dimers are formed via a pair of O-H?N hydrogen bonds.

SUBMITTER: Rybakov VB

PROVIDER: S-EPMC3297902 | biostudies-other | 2012 Mar

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

3-Hy-droxy-2,2-bis-(1H-pyrazol-1-yl)-cyclo-penta-none.

Rybakov Victor B VB Utkina Anastasia A AA Kurkin Alexander V AV Yurovskaya Marina A MA

Acta crystallographica. Section E, Structure reports online 20120224 Pt 3

The title compound, C(11)H(12)N(4)O(2), was unexpectedly obtained in the reaction of α,α'-disubstituted cyclo-penta-none with 1,1,3,3-tetra-meth-oxy-propane in the presence of dioxane saturated with HCl. It belongs to a previously unknown class of gem-bihetaryl ketones which may be useful for screening of new substances with biological activity. In the studied structure, the cyclo-penta-none moiety adopts an envelope conformation, with the hy-droxy-bearing C atom as the flap [deviation from basa ...[more]

PMID: 22412705

Similar Datasets

(2E,5E)-2,5-Bis(4-hy-droxy-3-meth-oxy-benzyl-idene)cyclo-penta-none ethanol monosolvate.

Project description:In the title structure, C21H20O5·C2H5OH, the curcumine-type mol-ecule has a double E conformation for the two benzyl-idene double bonds [C=C = 1.342 (4) and 1.349 (4) Å] and is nearly planar with respect to the non-H atoms (r.m.s. deviation from planarity = 0.069 Å). The two phenolic OH groups form bifurcated hydrogen bonds with intra-molecular branches to adjacent meth-oxy O atoms and inter-molecular branches to either a neighbouring mol-ecule or an ethanol solvent mol-ecule. The ethanol O atom donates a hydrogen bond to the keto O atom. These hydrogen bonds link the constituents into layers parallel to (101) in the crystal structure.

| S-EPMC3629584 | biostudies-literature

2,2-Bis(hy-droxy-meth-yl)-2,3-dihydro-1H-pyrrolizin-1-one.

Project description:The title compound, C(9)H(11)NO(3), was prepared by an Aldol reaction of 2,3-dihydro-1H-pyrrolizin-1-one with formaldehyde. The asymmetric unit contains six mol-ecules. The pyrrolizine ring system in each mol-ecule is planar, the maximum atomic deviation being 0.066 (2) Å. In the crystal structure, mol-ecules are liked together by an extensive O-H⋯O hydrogen-bonding network.

| S-EPMC3006763 | biostudies-literature

(2,2-Bipyrid-yl)bis-(?-penta-methyl-cyclo-penta-dien-yl)strontium(II).

Project description:In the title compound, [Sr(C(10)H(15))(2)(C(10)H(8)N(2))], the Sr-N distances are 2.624?(3) and 2.676?(3)?Å, the Sr?Cp ring centroid distances are 2.571 and 2.561?Å and the N-C-C-N torsion angle in the bipyridine ligand is -2.2?(4)°. Inter-estingly, the bipyridine ligand is tilted. The angle between the plane defined by the Sr atom and the two bipyridyl N atoms and the plane defined by the 12 atoms of the bipyridine ligand is 10.7?(1)°.

| S-EPMC2960620 | biostudies-literature

[(1R,3S)-2,2-Dichloro-3-(hy-droxy-meth-yl)cyclo-prop-yl]methanol.

Project description:The title compound, C(5)H(8)Cl(2)O(2), represents a meso isomer crystallizing in a chiral space group with two mol-ecules per asymmetric unit. The mol-ecules form helical associates with a pitch of 6.31?Å along the a axis via O-H?O hydrogen bonds. The overall three-dimesional supra-molecular architecture is stabilized by C-Cl?O halogen bonding, with a Cl?O separation of 3.139?(3)?Å and a C-Cl?O angle of 162.5?(2)°.

| S-EPMC3569760 | biostudies-literature

(E)-2-Methyl-6-[(1-phenyl-1H-pyrazol-4-yl)methyl-idene]cyclo-hexa-none.

Project description:The asymmetric unit of the title compound, C(17)H(18)N(2)O, contains two independent mol-ecules. In both, the cyclo-hexane ring adopts a flattened chair conformation, and the 3- and 4-methyl-ene C atoms as well as the methyl C atoms are disordered over two positions, the occupancy of the major component being 68 (1)% in one mol-ecule and 64 (1)% in the other. The phenyl and pyrazole rings in both mol-ecules are approximately coplanar, the r.m.s. deviations being 0.048 and 0.015 Å, respectively. Weak inter-molecular C-H⋯O hydrogen bonding is present in the crystal structure.

| S-EPMC3151926 | biostudies-literature

Synthesis and crystal structures of 5,5'-(propane-2,2-di-yl)bis-(2-hy-droxy-benzaldehyde) and 5,5'-(propane-2,2-di-yl)bis-(2-hy-droxy-isophthalaldehyde).

Project description:The title compounds 5,5'-(propane-2,2-di-yl)bis-(2-hy-droxy-benzaldehyde), C17H16O4, (1), and 5,5'-(propane-2,2-di-yl)bis-(2-hy-droxy-isophthalaldehyde), C19H16O6, (2), crystallize with one mol-ecule in the asymmetric unit. In mol-ecule (1), a >C(CH3)2 group bridges two nearly planar salicyl-aldehyde groups [r.m.s deviations = 0.010 (1) and 0.025 (2) Å], each comprising a planar phenyl ring bonded with a hydroxyl and an aldehyde group. Similarly, compound (2) has the same bridging group, but it connects two nearly planar appendants [r.m.s deviations = 0.034 (1) and 0.035 (1) Å], each comprising a phenyl ring bonded with a hydroxyl and two aldehyde groups. Mol-ecule (1) exhibits a bridge angle of 109.5 (2)° with the salicyl-aldehyde planes subtending a dihedral angle of 88.4 (1)°. In contrast, mol-ecule (2) presents a bridge angle of 108.9 (2)° with its appendants subtending a dihedral angle of 79.6 (3)°. Both mol-ecules exhibit two intra-molecular O-H⋯O hydrogen bonds involving the phenolic H atoms and carboxyl O-atom acceptors. In the crystal of (2), O-H⋯O hydrogen bonds between one of the hydroxyl H atoms and a carboxyl O atom from a symmetry-related mol-ecule form a chain along [10]. In addition, (2) exhibits a strong visible luminescence when excited with ultraviolet radiation.

| S-EPMC6281094 | biostudies-literature

2,2'-[(3-Bromo-4-hy-droxy-5-meth-oxy-phen-yl)methyl-idene]bis-(3-hy-droxy-5,5-dimethyl-cyclo-hex-2-en-1-one).

Project description:In the title compound, C(24)H(29)BrO(6), the dihedral angle between the cyclo-hexenone mean planes is 57.63?(2)° while the dihedral angles between the benzene ring and the cyclo-hexenone mean planes are 58.42?(2) and 69.08?(3)°. The two cyclo-hexenone rings both show an envelope conformation, with the C atom bearing two methyl groups as the flap atom in each ring. Two intra-molecular O-H?O hydrogen bonds occur. In the crystal, molecules are linked via pairs of O-H?O hydrogen bonds, forming inversion dimers.

| S-EPMC3470230 | biostudies-literature

(2,2'-Bipyrid-yl-κ(2) N,N')bis-(η(5)-penta-methyl-cyclo-penta-dien-yl)barium.

Project description:In the title compound, [Ba(C10H15)2(C10H8N2)], the Ba-N distances are 2.798 (3) and 2.886 (3) Å, and the Cp ring centroid distances to Ba(2+) are 2.7291 (7) and 2.7192 (9) Å. The angle between the N atoms in the bypyridine ligand and the metal ion is 56.80 (8)° and the N-C-C-N torsion angle in the bi-pyridine ligand is 1.7 (4)°. The bi-pyridine ligand is almost planar, the dihedral angle formed by the intersection of the planes defined by the pyridyl rings being 3.04 (19)°, and the angle between the plane defined by the Ba(2+) ion and the two bipyridyl N atoms and the plane defined by the 12 atoms of the bi-pyridine ligand is 10.2 (3)°. The average Ba-N and Ba-centroid distances are 0.16 and 0.14 Å longer, respectively, than the equivalent distances in the isotypic strontium compound [Kazhdan et al. (2008 ▶). Acta Cryst. E64, m1134]. This difference is in accord with the difference between the ionic radii of 0.16 Å suggested by Shannon [Acta Cryst. (1976 ▶), A32, 751-767].

| S-EPMC3793675 | biostudies-literature

2,2'-(Piperazine-1,4-di-yl)diethanaminium bis-(2-hy-droxy-benzoate).

Project description:The asymmetric unit of the title salt, C(8)H(22)N(4) (2+)·2C(7)H(5)O(3) (-), comprises half a 2,2'-(piperazine-1,4-di-yl)diethan-aminium dication plus a 2-hy-droxy-benzoate anion. In the crystal, the anions and cations are linked by N-H?O and O-H?O hydrogen bonds to form infinite two-dimensional networks parallel with the a unit-cell face. The conformation adopted by the cation in the crystal is very similar to that adopted by the same cation in the structures of the nitrate and tetra-hydrogen penta-borate salts.

| S-EPMC3414313 | biostudies-literature

c-5-Hy-droxy-r-2,c-4-bis-(meth-oxy-carbon-yl)-t-5-methyl-t-3-(3-nitro-phen-yl)cyclo-hexa-none.

Project description:In the title compound, C(17)H(19)NO(8) [systematic name = dimethyl 4-hydroxy-4-methyl-2-(3-nitrophenyl)-6-oxocyclohexane-1,3-dicarboxylate], the cyclo-hexa-none ring exhibits a chair conformation. The meth-oxy-carbonyl groups are oriented in opposite directions with respect to the cyclo-hexa-none ring. In the crystal, O-H⋯O hydrogen bonds links the mol-ecules into chains running parallel to the a axis. These chains are connected by weak C-H⋯O hydrogen bonds, forming sheets parallel to the ab plane.

| S-EPMC3394008 | 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