Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(Z)-3',6'-Bis(diethyl-amino)-2-(4-oxopent-2-en-2-yl-amino)-spiro-[isoindoline-1,9'-xanthen]-3-one.

ABSTRACT: In the title compound, C(33)H(38)N(4)O(3), the mean planes of the 9H-xanthene unit and spiro-lactam (nine-atom) core are almost mutually perpendicular at 87.26?(6)°. Intra-molecular N-H?O and C-H?N inter-actions influence the 4-oxo-pent-2-en-2-yl-amino conformation. In the crystal, weak C-H?O hydrogen bonds link the mol-ecules into chains along [001].

SUBMITTER: Guo CB

PROVIDER: S-EPMC3394002 | biostudies-literature | 2012 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(Z)-3',6'-Bis(diethyl-amino)-2-(4-oxopent-2-en-2-yl-amino)-spiro-[isoindoline-1,9'-xanthen]-3-one.

Guo Chang-Bin CB He Ri-Cai RC Li Ai-Min AM

Acta crystallographica. Section E, Structure reports online 20120627 Pt 7

In the title compound, C(33)H(38)N(4)O(3), the mean planes of the 9H-xanthene unit and spiro-lactam (nine-atom) core are almost mutually perpendicular at 87.26 (6)°. Intra-molecular N-H⋯O and C-H⋯N inter-actions influence the 4-oxo-pent-2-en-2-yl-amino conformation. In the crystal, weak C-H⋯O hydrogen bonds link the mol-ecules into chains along [001]. ...[more]

PMID: 22798867

Similar Datasets

3',6'-Bis(diethyl-amino)-2-phenyl-spiro[isoindoline-1,9'-xanthen]-3-one.

Project description:The title compound, C(34)H(35)O(2)N(3), was synthesized by the reaction of 2-[3,6-bis-(diethyl-amino)-9H-xanthen-9-yl]benzoyl chloride with aniline. In the mol-ecular structure, the dihedral angles between the isoindoline and xanthene planes and between the isoindoline and benzene planes are 86.9?(3) and 47.0?(2)°, respectively. The mol-ecular packing in the crystal structure is stabilized by weak C-H?O hydrogen bonding.

| S-EPMC2969317 | biostudies-literature

2-[(E)-2-(Benzyl-idene-amino)-eth-yl]-3',6'-bis-(diethyl-amino)-spiro-[isoindoline-1,9'-xanthen]-3-one.

Project description:In the title compound, C(37)H(40)N(4)O(2), the xanthene and spiro-lactam rings are almost planar, with r.m.s. deviations from the mean planes of 0.223?(2) and 0.057?(2)?Å, respectively, and form a dihedral angle of 85.76?(3)°. The dihedral angle between the xanthene mean plane and the benzene ring is 87.16?(5)°. One of the two ethyl groups of one of the diethyl-amino groups is disordered over two sets of sites [0.76?(1):0.24?(1)].

| S-EPMC3151774 | biostudies-literature

3',6'-Bis(diethyl-amino)-2-(2-hydroxy-ethyl-amino)spiro-[isoindoline-1,9'-xanthen]-3-one.

Project description:In the title mol-ecule, C(30)H(36)N(4)O(3), the dihedral angle between the planes of the xanthene and spiro-lactam rings systems is 88.69?(4)°. Both C atoms of one of the ethyl groups are disordered over two sites with occupancies 0.72?(2)/0.28?(2). The conformation of the mol-ecule may be influenced by two intra-molecular hydrogen bonds.

| S-EPMC2961713 | biostudies-literature

2-[(2,4-Dihydroxy-benzyl-idene)amino]-3',6'-bis-(ethyl-amino)spiro-[isoindoline-1,9'-xanthen]-3-one.

Project description:The title compound, C(35)H(36)N(4)O(4), was prepared as a spiro-lactam ring formation of rhodamine B dye for comparison with a ring-opened form. The xanthene ring system is approximately planar. The r.m.s. deviation from planarity is 0.064?(6)?Å for the xanthene ring. The dihedral angles formed by the spiro-lactam and 2,4-dihydroxy-benzene rings with the xanthene ring system are 86.6?(9) and 88.0?(9)°, respectively.

| S-EPMC2979423 | biostudies-literature

3',6'-Bis(diethyl-amino)-2-[(E)-2-(4-hy-droxy-3-meth-oxy-benzyl-idene-amino)-eth-yl]spiro-[isoindoline-1,9'-xanthen]-3-one ethanol monosolvate.

Project description:In the title compound, C(38)H(42)N(4)O(4)·C(2)H(6)O, prepared via a spiro-lactam ring-formation reaction in a rhodamine dye, the xanthene ring system is approximately planar (r.m.s. deviation = 0.0014Å) and subtends dihedral angles of 88.10?(3) and 86.92?(4)° with the spiro-lactam (r.m.s. deviations = 0.0012?Å) and benzene rings, respectively. The crystal structure consists of chains parallel to [-101], formed via O-H?O inter-actions.

| S-EPMC3344589 | biostudies-literature

2-[(5-Chloro-2-hy-droxy-benzyl-idene)amino]-3',6'-bis-(diethyl-amino)-spiro-[isoindoline-1,9'-xanthen]-3-one.

Project description:The title compound, C(35)H(35)ClN(4)O(3), resulted from a spiro-lactam ring closure of rhodamine B dye. The xanthene ring system is approximately planar [r.m.s. deviation = 0.050?(9)?Å for the xanthene ring]. The dihedral angles formed by the spiro-lactam and 5-chloro-2-hy-droxy-benzene rings with the xanthene ring system are 87.9?(7) and 79.1?(7)°, respectively.

| S-EPMC2979414 | biostudies-other

3',6'-Bis(ethyl-amino)-2',7'-dimethyl-2-{[2-[(E)-3,4-methyl-enedioxy-benzyl-idene-amino]eth-yl}spiro-[isoindoline-1,9'-xanthen]-3-one.

Project description:The title compound, C(36)H(36)N(4)O(4), was prepared as a spiro-lactam ring formation of the rhodamine dye for comparison with a ring-opened form. The xanthene ring system is approximately planar [r.m.s. deviations from planarity = 0.023?(9)?Å for the xanthene ring]. The dihedral angles formed by the spiro-lactam and 1,3-benzodioxole rings with the xanthene ring system are 86.8?(1) and 74.3?(1)°, respectively.

| S-EPMC2977299 | biostudies-literature

3',6'-Bis(ethyl-amino)-2',7'-dimethyl-2-{2-(E)-[(thio-phen-2-yl)methyl-idene-amino]-eth-yl}spiro-[isoindoline-1,9'-xanthen]-3-one methanol monosolvate.

Project description:The title compound, C(33)H(34)N(4)O(2)S·CH(3)OH, was prepared as a spiro-lactam ring formation of rhodamine 6?G dye for comparison with a ring-opened form. The xanthene and spiro-lactam rings are approximately planar [r.m.s. deviations from planarity = 0.122?(3) and 0.072?(6)?Å, respectively]. The dihedral angles formed by the spiro-lactam and thio-phene rings with the xanthene ring system are 89.7?(6) and 86.5?(2)°, respectively. The crystal structure features N-H?O and C-H?O hydrogen bonds.

| S-EPMC3344655 | biostudies-literature

3',6'-Bis(ethyl-amino)-2-[(2-hydroxy-ethyl)-amino]-2',7'-dimethylspiro-[isoindoline-1,9'-xanthen]-3-one.

Project description:In the title compound, C(28)H(32)N(4)O(3), the dihedral angle between the planes of the xanthene ring system and the spiro-lactam ring is 85.99?(3)°. Mol-ecules are linked by inter-molecular O-H?O and N-H?O hydrogen-bonding inter-actions.

| S-EPMC2962210 | biostudies-literature

Crystal structure, Hirshfeld surface analysis and DFT study of 2,2''-({[(1<i>E</i>,1'<i>E</i>)-(diselanedi-yl)bis-(2,1-phenyl-ene)]bis-(methane-ylyl-idene)}bis-(aza-neylyl-idene))bis-[3',6'-bis-(di-ethyl-amino)-4a',9a'-di-hydro-spiro-[isoindoline-1,9'-xanthen]-3-one].

Project description:The title compound, C70H70N8O4Se2, is a spiro bicyclic diselenide, made up of two [SeC6H4CH=N-N(CO)C6H4(C)C6H3NEt2(O)C6H3NEt2] units related by a twofold crystallographic symmetry element bis-ecting the diselenide bond. The compound crystallizes in a non-centrosymmetric polar space group (tetra-gonal, P b2) and the structure was refined as an inversion twin. The two diethyl amine groups and their attached phenyl groups of the xanthene ring are disordered over two orientations, with occupancies of 0.664 (19)/0.336 (19) and 0.665 (11)/0.335 (11), respectively. The dihedral angles between the mean planes of the central isoindoline and the phenyl rings are 26.8 (2) and 2.5 (4)°, respectively. The mean plane of the central xanthene ring forms dihedral angles of 2.0 (5), 8.8 (5), 1.7 (5) and 7.9 (6)° with the peripheral phenyl rings. The isoindoline and xanthene rings subtend a dihedral angle of 89.8 (2)°. The mol-ecular conformation is stabilized by an intra-molecular C-H⋯O hydrogen bond generating an S(6) ring motif. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds together with C-H⋯π (ring) inter-actions, forming a three-dimensional network. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H⋯H (68.1%), C⋯H/H⋯C (21.2%) and O⋯H/H⋯O (8.7%) contacts. The optimized structure calculated using density functional theory (DFT) at the B3LYP/6 - 31 G(d) level is compared with the experimentally determined mol-ecular structure in the solid state. The HOMO-LUMO behaviour was used to determine the energy gap and the mol-ecular electrostatic potential (MEP) of the compound was investigated.

| S-EPMC8739208 | 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