Browse
Submit Data
Databases
API
Help

Dataset Information

21 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(E)-6,8-Di-chloro-3-{[(naphthalen-1-ylmeth-yl)iminiumyl]meth-yl}-2H-chromen-4-olate.

ABSTRACT: In the title compound, C21H15Cl2NO2, the H atom of the -OH group is transferred to the N atom of the imine, forming a zwitterion. Thus, there is formation of a six-membered ring via an intra-molecular O?H-N, rather than O-H?N, hydrogen bond in the mol-ecule. The dihedral angle between the naphthalene ring system and the benzene ring of the 2H-chromen system is 87.41?(4)°. In the crystal, the mol-ecules are packed through N-H?O, ?-? [centroid-centroid distances = 3.744?(3) and 3.780?(3)?Å], C-Cl?? [Cl?centroid = 3.261?(3)?Å], C-H?? and C-H?O inter-actions.

SUBMITTER: Ishikawa Y

PROVIDER: S-EPMC3793731 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(E)-6,8-Di-chloro-3-{[(naphthalen-1-ylmeth-yl)iminiumyl]meth-yl}-2H-chromen-4-olate.

Ishikawa Yoshinobu Y Motohashi Yuya Y

Acta crystallographica. Section E, Structure reports online 20130710 Pt 8

In the title compound, C21H15Cl2NO2, the H atom of the -OH group is transferred to the N atom of the imine, forming a zwitterion. Thus, there is formation of a six-membered ring via an intra-molecular O⋯H-N, rather than O-H⋯N, hydrogen bond in the mol-ecule. The dihedral angle between the naphthalene ring system and the benzene ring of the 2H-chromen system is 87.41 (4)°. In the crystal, the mol-ecules are packed through N-H⋯O, π-π [centroid-centroid distances = 3.744 (3) and 3.780 (3) Å], C-Cl⋯ ...[more]

PMID: 24109318

Similar Datasets

(E)-3-{[([1,1'-Biphen-yl]-3-ylmeth-yl)iminium-yl]meth-yl}-6,8-di-chloro-2H-chromen-4-olate.

Project description:In the crystal of the title compound, C23H17Cl2NO2, the H atom of the -OH group is transferred to the N atom of the imine, forming a zwitterion. This results in a six-membered intra-molecular O?H-N hydrogen-bonded ring, rather than that formed with an O-H?N hydrogen bond. The dihedral angle between the rings of the biphenyl unit is 13.88?(10)°. In the crystal, mol-ecules are linked by N-H?O and C-H?O inter-actions.

| S-EPMC3884411 | biostudies-literature

3-[(E)-(Benzyl-iminiumyl)meth-yl]-6,8-di-chloro-2H-chromen-4-olate.

Project description:In the title compound, C17H13Cl2NO2, the H atom of the -OH group is transferred to the N atom of the imine, forming a zwitterion. Thus, there is a intra-molecular O?H-N, rather than O-H?N, hydrogen bond, which forms a six-membered ring.

| S-EPMC3793730 | biostudies-literature

3-Hydroxy-meth-yl-6,8-dimeth-oxy-2H-chromen-2-one.

Project description:The asymmetric unit of the title compound, C(12)H(12)O(5), contains four independent mol-ecules. In the crystal structure, inter-molecular O-H?O hydrogen bonds link the mol-ecules into one-dimensional infinite chains. They are arranged in a nearly parallel fashion along the b axis and stabilized by ?-? inter-actions [3.443?(2)?Å].

| S-EPMC2961715 | biostudies-literature

Crystal structure of the tri-ethyl-ammonium salt of 3-[(4-hy-droxy-3-meth-oxy-phen-yl)(4-hy-droxy-2-oxo-2H-chromen-3-yl)meth-yl]-2-oxo-2H-chromen-4-olate.

Project description:The reaction between 3,3'-[(3-meth-oxy-4-hy-droxy-phen-yl)methanedi-yl]bis-(4-hy-droxy-2H-chromen-2-one) and tri-ethyl-amine in methanol yielded the title compound tri-ethyl-ammonium 3-[(4-hy-droxy-3-meth-oxy-phen-yl)(4-hy-droxy-2-oxo-2H-chromen-3-yl)meth-yl]-2-oxo-2H-chromen-4-olate, C6H16N+·C26H17O8- or (NHEt3)+(C26H17O8)-, which crystallized directly from its methano-lic mother liquor. The non-deprotonated coumarol substituent shares its H atom with the deprotonated coumarolate substituent in a short negative charge-assisted hydrogen bond in which the freely refined H atom is moved from its parent O atom towards the acceptor O atom, elongating the covalent O-H bond to 1.18?(3)?Å. The respective H atom can therefore be described as being shared by two alcohol O atoms, culminating in the formation of an eight-membered ring.

| S-EPMC5947787 | biostudies-literature

6,8-Di-tert-butyl-3-(4-nitro-phen-yl)-2H-chromen-2-one.

Project description:The title compound, C(23)H(25)NO(4), was synthesized by the reaction of 2-(4-nitro-phen-yl)acetonitrile and 3,5-di-tert-butyl-2-hydroxy-benzaldehyde. The dihedral angle formed by the benzene ring and the mean plane through the benzopyran-one ring system is 35.57?(5)°. The nitro group is almost coplanar with the attached benzene ring [dihedral angle = 5.19?(15)°]. The crystal packing is stabilized by an inter-molecular C-H?O hydrogen-bond inter-action.

| S-EPMC2979825 | biostudies-other

(7-Chloro-2-oxo-2H-chromen-4-yl)methyl di-ethyl-carbamodi-thio-ate.

Project description:In the title compound, C15H16ClNO2S2, the 2H-chromene ring system is nearly planar, with a maximum deviation of 0.023?(2)?Å. In the crystal, C-H?O hydrogen bonds give R 2 (1)(7) motifs, which generate [100] chains. C-H?? and ?-? inter-actions between chromene moieties [shortest ring centroid-centroid distance = 3.6199?(13)?Å] consolidate the packing.

| S-EPMC3884430 | biostudies-literature

Ethyl (4-{[(di-ethyl-carbamo-thio-yl)sulfan-yl]meth-yl}-2-oxo-2H-chromen-7-yl)carbamate.

Project description:In the title compound, C18H22N2O4S2, the 2H-chromene ring system is essentially planar (r.m.s. deviation = 0.012 Å). The mol-ecular conformation is stabilized by a C-H⋯O hydrogen bond. In the crystal, N-H⋯S and C-H⋯O hydrogen bonds occur, the former enclosing an R (2) 2(22) ring motif, and lead to the formation of a two-dimensional slab-like network lying parallel to (10-1). π-π inter-actions are observed between inversion-related aromatic rings [shortest centroid-centroid distance = 3.6300 (11) Å].

| S-EPMC3998360 | biostudies-literature

Zwitterionic 1-{(E)-[(2-methyl-phen-yl)iminium-yl]meth-yl}naphthalen-2-olate.

Project description:The title Schiff base, C18H15NO, crystallizes in its zwitterionic form and an N-H?O hydrogen bond closes an S(6) ring. The dihedral angle between the aromatic ring systems is 36.91?(10)°. Weak aromatic ?-? stacking occurs in the crystal [minimum centroid-centroid separation = 3.7771?(15)?Å].

| S-EPMC4051036 | biostudies-literature

Zwitterionic (E)-1-[(4-nitro-phen-yl)iminio-meth-yl]naphthalen-2-olate.

Project description:The title compound, C(17)H(12)N(2)O(3), was synthesized by the reaction of 2-hy-droxy-1-naphthaldehyde with 4-nitro-benzenamine. These condense to form the Schiff base, which crystallizes in the zwitterionic form. In the structure, the keto-amino tautomer has a fairly short intra-molecular N-H?O hydrogen bond between the 2-naphthalenone and amino groups, with electron delocalization. The mol-ecule is essentially planar, with a dihedral angle of 1.96?(3)° between the ring systems. In the crystal, the mol-ecules are linked via inter-molecular C-H?O hydrogen bonds, forming a layer parallel to (101).

| S-EPMC3089354 | biostudies-literature

Crystal structure of 1-{(E)-[(3,4-di-chloro-phen-yl)imino]-meth-yl}naphthalen-2-ol.

Project description:In the title compound, C17H11Cl2NO, the dihedral angle between the planes of the naphthalene ring system and the benzene ring is 28.88 (11)°. The main twist in the mol-ecule occurs about the N-Cb (b = benzene ring) bond, as indicated by the C=N-Cb-Cb torsion angle of 31.0 (4)°. An intra-molecular O-H⋯N hydrogen bond closes an S(6) ring. In the crystal, inversion dimers linked by pairs of very weak C-H⋯O inter-actions generate R 2 (2)(16) loops.

| S-EPMC4555428 | 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