Browse
Submit Data
Databases
API
Help

Dataset Information

15 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of 4-(4-meth-oxy-phen-yl)-7,7-dimethyl-2-methyl-amino-3-nitro-7,8-di-hydro-4H-chromen-5(6H)-one.

ABSTRACT: In the title compound, C19H22N2O5, the six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation with the dimethyl-substituted C atom as the flap. The pyran ring has a flat-boat conformation. The meth-oxy-phenyl ring is orthogonal to the mean plane of the chromene moiety, with a dihedral angle of 89.97?(8)°. The amine N atom deviates from the chromene mean plane by 0.1897?(16)?Å. The methyl-amine and the nitro group are involved in an intra-molecular N-H?O hydrogen bond which generates an S(6) ring motif. They are slightly twisted out of the plane of the chromene moiety with torsion angles of C-N-C-O(pyran) = 2.2?(3)° and O(nitro)-N-C-C = -5.6?(2)°. In the crystal, there are only C-H?? inter-actions present, forming inversion-related dimers.

SUBMITTER: Inglebert SA

PROVIDER: S-EPMC4186140 | biostudies-literature | 2014 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of 4-(4-meth-oxy-phen-yl)-7,7-dimethyl-2-methyl-amino-3-nitro-7,8-di-hydro-4H-chromen-5(6H)-one.

Inglebert S Antony SA Kamalraja Jayabal J Sethusankar K K Perumal Paramasivam T PT

Acta crystallographica. Section E, Structure reports online 20140801 Pt 9

In the title compound, C19H22N2O5, the six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation with the dimethyl-substituted C atom as the flap. The pyran ring has a flat-boat conformation. The meth-oxy-phenyl ring is orthogonal to the mean plane of the chromene moiety, with a dihedral angle of 89.97 (8)°. The amine N atom deviates from the chromene mean plane by 0.1897 (16) Å. The methyl-amine and the nitro group are involved in an intra-molecular N-H⋯O hydrogen bon ...[more]

PMID: 25309243

Similar Datasets

7,7-Dimethyl-2-methyl-amino-4-(4-methyl-phenyl)-3-nitro-7,8-di-hydro-4H-chromen-5(6H)-one.

Project description:In the title compound, C19H22N2O4, the six-membered cyclo-hexenone ring of the chromene unit adopts an envelope conformation, with the dimethyl-substituted C atom as the flap, while the pyran ring has a boat conformation. These two mean planes are inclined to one another by 6.65?(13)°·The benzene ring is normal to the 4H-chromene moiety mean plane, making a dihedral angle of 89.18?(5)°. The methyl-amine and nitro groups are slightly twisted from the chromene moiety mean plane, with torsion angles C-N-C-O = 1.70?(18) and O-N-C-C = 0.15?(18)°. The mol-ecular structure is characterized by an intra-molecular N-H?O hydrogen bond, which generates an S(6) ring motif. In the crystal, mol-ecules are linked via pairs of weak C-H?O hydrogen bonds, forming inversion dimers. These dimers are connected by further C-H?O hydrogen bonds, forming sheets lying parallel to (10-1).

| S-EPMC4051056 | biostudies-literature

4-(4-Bromo-phen-yl)-7,7-dimethyl-2-methyl-amino-3-nitro-7,8-di-hydro-4H-chromen-5(6H)-one including an unknown solvate.

Project description:In the title compound, C18H19BrN2O4, the chromene unit is not quite planar (r.m.s. deviation = 0.199?Å), with the methyl C atoms lying 0.027?(4) and 1.929?(4)?Å from the mean plane of the chromene unit. The six-membered carbocyclic ring of the chromene moiety adopts an envelope conformation, with the dimethyl-substituted C atom as the flap. The methyl-amine and nitro groups are slightly twisted from the chromene moiety, with C-N-C-O and O-N-C-C torsion angles of 2.7?(4) and -0.4?(4)°, respectively. The dihedral angle between the mean plane of the chromene unit and the benzene ring is 85.61?(13)°. An intra-molecular N-H?O hydrogen bond generates an S(6) ring motif, which stabilizes the mol-ecular conformation. In the crystal, mol-ecules are linked via N-H?O hydrogen bonds, forming hexa-gonal rings lying parallel to the ab plane. A region of disordered electron density, most probably disordered ethanol solvent mol-ecules, occupying voids of ca 432?Å(3) for an electron count of 158, was treated using the SQUEEZE routine in PLATON [Spek (2009 ?). Acta Cryst. D65, 148-155]. Their formula mass and unit-cell characteristics were not taken into account during refinement.

| S-EPMC4011266 | biostudies-literature

4-(4-Chloro-phen-yl)-7,7-dimethyl-7,8-dihydro-4H-1-benzopyran-2,5(3H,6H)-dione.

Project description:The title compound, C(17)H(17)ClO(3), has been synthesized by the reaction of p-chloro-benzaldehyde, isopropyl-idene malonate and 5,5-dimethyl-cyclo-hexane-1,3-dione with triethyl-benzyl-ammonium chloride in water as a green solvent. The six membered pyran-one ring of the hexa-hydro-coumarin system has a screw-boat conformation while the dimethyl-cyclo-hexenone system has a distorted envelope conformation. The dihedral angle between the least-squares planes of the coumarin ring system and the benzene ring is 85.64?(9)°.

| S-EPMC2980257 | biostudies-literature

5-Hydr-oxy-7-meth-oxy-4H-chromen-4-one.

Project description:The mol-ecular conformation of the title compound, C(10)H(8)O(4), isolated from Laretia acualis, is stabilized by a strong intra-molecular hydrogen bond between the hydroxyl and carbonyl groups. The crystal packing shows ?-? stacking inter-actions. The chromene (4H-1-benzopyran-4-one) unit is essentially planar.

| S-EPMC2915337 | biostudies-literature

7,7',8,8'-Tetra-meth-oxy-4,4'-dimethyl-3,3'-bicoumarin.

Project description:In the crystal structure, the title compound, C(24)H(22)O(8), lies on a twofold rotation axis and the asymmetric unit comprises one half-mol-ecule. The dihedral angle formed by the coumarin unit with the symmetry-related part is 74.78?(14)°. One of the meth-oxy groups attached to the coumarin unit is considerably twisted, making an angle of 87.17?(17)° with respect to the coumarin unit; the other is twisted by 0.66?(19)°. No classical hydrogen bonds are found in the sturcture; only a weak C-H?? inter-action and short intra-molecular O?O contacts [2.683?(2)-2.701?(2)?Å] are observed.

| S-EPMC2969639 | biostudies-literature

6-Meth-oxy-N-methyl-3-nitro-4-nitro-methyl-4H-chromen-2-amine.

Project description:In the title compound, C(12)H(13)N(3)O(6), the dihydro-pyran ring adopts a near screw-boat conformation. The dihedral angle between the mean planes of the benzene and dihydro-pyran rings is 6.35?(5)°. An intra-molecular N-H?O hydrogen bond generates an S(6) motif, which stabilizes the mol-ecular conformation. In the crystal, weak inter-molecular C-H?O, N-H?O and C-H?? hydrogen bonds contribute to the stabilization of the packing.

| S-EPMC3089089 | biostudies-other

9-Meth-oxy-6a,11a-dimethyl-6a,11a-dihydro-6H-1-benzofuro[3,2-c]chromen-3-ol from Dalbergia oliveri.

Project description:The title compound, commonly known as (+)-(6aS,11aS)-medicarpin, C(16)H(14)O(4), was isolated from Dalbergia oliveri and displays a rigid mol-ecule consisting of four fused rings. The benzofuran system is inclined at an angle of 76.49?(2)° with respect to the chroman unit. The compound exists as a polymeric chain arising from inter-molecular O-H?O bonding.

| S-EPMC2970239 | biostudies-literature

(4S*)-2-Methyl-amino-3-nitro-4-(4-nitro-phen-yl)-5,6,7,8-tetra-hydro-4H-chromen-5-one.

Project description:The title compound, C16H15N3O6, is asymmetric with a chiral centre located in the pyran ring and crystallizes as a racemate. The six-membered carbocyclic ring adopts an envelope conformation with the central CH2 C atom as the flap. The amine N atom deviates from the mean plane of the pyran ring by 0.1365?(15)?Å. The nitro-phenyl ring is almost orthogonal to the pyran ring and the mean plane of the six-membered carbocyclic ring, the dihedral angle between their mean planes being 88.30?(7) and 87.61?(8)°, respectively. The mol-ecular structure is stabilized by an intra-molecular N-H?O hydrogen bond, which generates an S(6) ring motif. In the crystal, mol-ecules are linked via C-H?O hydrogen bonds, forming infinite bands lying parallel to (-110) and composed of alternate R 2 (2)(24) and R 2 (4)(12) graph-set ring motifs. The crystal structure is further stabilized by C-H?? inter-actions, forming a three-dimensional structure.

| S-EPMC3884480 | biostudies-literature

2-(4-Hy-droxy-phen-yl)-3-meth-oxy-4H-chromen-4-one.

Project description:In the title compound, C16H12O4, the substituent benzene ring and meth-oxy group are twisted relative to the 4H-chromene skeleton by 24.1?(1) and 61.3?(1)°, respectively. In the crystal, mol-ecules are connected by classical O-H?O and weak C-H?O hydrogen bonds, forming chains parallel to [201]. The 4H-chromene ring systems of adjacent mol-ecules are either parallel or inclined at an angle of 28.9?(1)°.

| S-EPMC3685052 | biostudies-literature

3-Hy-droxy-2-(4-meth-oxy-phen-yl)-4H-chromen-4-one.

Project description:In the title compound, C(16)H(12)O(4), the benzene ring is twisted at an angle of 12.3?(1)° relative to the 4H-chromene skeleton, and an intramolecular O-H?O hydrogen bond occurs. The meth-oxy group is almost coplanar with the benzene ring [1.5?(1)°]. In the crystal, inversely oriented mol-ecules are arranged in double (A, A') columns, along the b axis, and are linked by a network of inter-molecular O-H?O hydrogen bonds (between A and A') and C-H?? contacts (within A or A'). The 4H-chromene cores are parallel within A or A', but make a dihedral angle of 88.6?(1)° between A and A'.

| S-EPMC3051573 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

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