Browse
Submit Data
Databases
API
Help

Dataset Information

18 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Ethyl 6-amino-5-cyano-2,4-bis-(4-methyl-phen-yl)-4H-pyran-3-carboxyl-ate.

ABSTRACT: In the title compound, C(23)H(22)N(2)O(3), the pyran ring adopts a twisted boat conformation. The tolyl rings and carboxyl-ate group are attached to the pyran ring with torsion angles of -77.1?(2), 59.5?(3) and 17.8?(3)°, respectively. The ethyl group is disordered over two orientations with a site-occupancy ratio of 0.508?(5):0.492?(5). In the crystal, mol-ecules are linked by N-H?N and N-H?O hydrogen bonds, generating a chain running the a axis. Weak C-H?O, C-H?N and C-H?? inter-actions are also observed.

SUBMITTER: Kannan M

PROVIDER: S-EPMC2983318 | biostudies-literature | 2010 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Ethyl 6-amino-5-cyano-2,4-bis-(4-methyl-phen-yl)-4H-pyran-3-carboxyl-ate.

Kannan M M Kumaravel Kandhasamy K Vasuki Gnanasambandam G Krishna R R

Acta crystallographica. Section E, Structure reports online 20100911 Pt 10

In the title compound, C(23)H(22)N(2)O(3), the pyran ring adopts a twisted boat conformation. The tolyl rings and carboxyl-ate group are attached to the pyran ring with torsion angles of -77.1 (2), 59.5 (3) and 17.8 (3)°, respectively. The ethyl group is disordered over two orientations with a site-occupancy ratio of 0.508 (5):0.492 (5). In the crystal, mol-ecules are linked by N-H⋯N and N-H⋯O hydrogen bonds, generating a chain running the a axis. Weak C-H⋯O, C-H⋯N and C-H⋯π inter-actions are al ...[more]

PMID: 21587527

Similar Datasets

Ethyl 6-amino-5-cyano-4-isopropyl-2-methyl-4H-pyran-3-carboxyl-ate.

Project description:In the title compound, C(13)H(18)N(2)O(3), the two H atoms of the NH(2) group are engaged in hydrogen bonding with the N atom of the cyano group and with one O atom of the ethoxy-carbonyl group, building a chain parallel to the [100] direction. The N-H⋯N hydrogen bonds assemble the mol-ecules around inversion centres, forming dimers with an R(2) (2)(12) graph-set motif.

| S-EPMC2967956 | biostudies-literature

Ethyl 6-amino-5-cyano-2-methyl-4-propyl-4H-pyran-3-carboxyl-ate.

Project description:The pyran ring of the title compound, C(13)H(18)N(2)O(3), is almost planar (r.m.s. deviation = 0.059?Å). The crystal packing is stabilized by N-H?O and N-H?N hydrogen bonds.

| S-EPMC2971089 | biostudies-other

Ethyl 6'-amino-5'-cyano-2'-methyl-2-oxospiro-[indoline-3,4'-pyran]-3'-carboxyl-ate.

Project description:In the title compound, C(17)H(15)N(3)O(4), the atoms of the spiro pyran ring are nearly planar with a maximum deviation of 0.0188 (14) Å. The benzene and pyrrole rings make a dihedral angle of 5.71 (6)°. The indole system and the pyran ring are oriented at a dihedral angle of 82.94 (3)°. The crystal structure is stabilized by inter-molecular classical and non-classical N-H⋯O, N-H⋯N and C-H⋯O hydrogen bonds.

| S-EPMC2979997 | biostudies-literature

Crystal structure of isobutyl 4-(2-chloro-phen-yl)-5-cyano-6-{(E)-[(di-methyl-amino)-methyl-idene]amino}-2-methyl-4H-pyran-3-carboxyl-ate.

Project description:In the title compound, C21H24ClN3O3, the dihedral angle between the pyran ring (r.m.s. deviation = 0.037?Å) and the chloro-benzene ring is 88.56?(14)°. In the crystal, the mol-ecules are linked by C-H?O inter-actions, generating C(7) (001) chains.

| S-EPMC4384599 | biostudies-literature

Ethyl 2-amino-4-(3-nitro-phen-yl)-4H-1-benzothieno[3,2-b]pyran-3-carboxyl-ate.

Project description:The mol-ecule of the title compound, C20H16N2O5S, is built up by one fused five-membered and two fused six-membered rings linked to eth-oxy-carbonyl and 3-nitro-phenyl groups. The benzothieno-pyran ring system is nearly planar (r.m.s deviation = 0.0392?Å) and forms a dihedral angle of 86.90?(6)° with the aromatic ring of the nitro-benzene group. In the crystal, mol-ecules are linked by N-H?O hydrogen bonds and by ?-? inter-actions between the phenyl ring and the six-membered heterocyle [inter-centroid distance = 3.5819?(8)?Å], forming a three-dimensional network.

| S-EPMC4011203 | biostudies-literature

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 5-cyano-4-[2-(2,4-dichloro-phen-oxy)acetamido]-1-phenyl-1H-pyrrole-3-carboxyl-ate.

Project description:In the title compound, C(22)H(17)Cl(2)N(3)O(4), the pyrrole ring and the 2,4-dichloro-phenyl group form a dihedral angle of 8.14?(13)°; the phenyl ring is twisted with respect to the pyrrole ring, forming a dihedral angle of 60.77?(14)°. The C=O bond length is 1.213?(3)?Å, indicating that the mol-ecule is in the keto form, associated with a -CONH- group, and the amide group adopts the usual trans conformation. The mol-ecule is stabilized by an intra-molecular N-H?O hydrogen-bonding inter-action. In the crystal, the stacked mol-ecules exhibit inter-molecular C-H?O and C-H?N hydrogen-bonding inter-actions.

| S-EPMC2977304 | biostudies-literature

Methyl 6'-amino-5'-cyano-2'-methyl-2-oxospiro-[indoline-3,4'-pyran]-3'-carboxyl-ate.

Project description:In the mol-ecule of the title compound, C(16)H(13)N(3)O(4), the atoms of the spiro pyran ring are nearly planar with a maximum deviation of 0.095?(2)?Å. The indole and pyran rings are oriented at a dihedral angle of 87.3?(9)°. In the crystal, mol-ecules are linked by inter-molecular N-H?N and N-H?O hydrogen bonds.

| S-EPMC3050260 | biostudies-literature

Crystal structure of ethyl 4-(2,4-di-chloro-phen-yl)-2-methyl-4H-benzo[4,5]thia-zolo[3,2-a]pyrimidine-3-carboxyl-ate.

Project description:In the title compound, C20H16Cl2N2O2S, the pyrimidine ring has a screw-boat conformation. The attached di-chloro-phenyl ring is twisted at an angle of 89.29?(13)° with respect to the pyrimidine ring mean plane. The benzo-thia-zole group is approximately planar (r.m.s. deviation = 0.008?Å) and inclined to the pyrimidine ring mean plane by 3.04?(10)°. The carboxyl-ate group assumes an extended conformation with respect to the pyrimidine ring, which can be seen from the O=C-O-C torsion angle of 3.2?(4) °. In the crystal, mol-ecules are linked via C-H?O and C-H?N hydrogen bonds, forming slabs lying parallel to (100).

| S-EPMC4420040 | biostudies-literature

Ethyl 1,4-bis-(4-chloro-phen-yl)-2-methyl-1H-pyrrole-3-carboxyl-ate.

Project description:In the title mol-ecule, C20H17Cl2NO2, the pyrrole moiety makes dihedral angles of 63.42?(11) and 70.43?(12)° with the chlorobenzene rings. The eth-oxy-carbonyl unit is present in a synperiplanar conformation with respect to the pyrrole ring, as indicated by the dihedral angle of 14.5?(3)°. In the crystal, mol-ecules are linked into chains parallel to the a-axis direction by weak C-H?O hydrogen bonds.

| S-EPMC3793764 | 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