Browse
Submit Data
Databases
API
Help

Dataset Information

21 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of ethyl 3-(4-chloro-phen-yl)-5-[(E)-2-(di-methyl-amino)-ethen-yl]-1,2-oxazole-4-carboxyl-ate.

ABSTRACT: In the title compound, C16H17ClN2O3, two mol-ecules, A and B, with different conformations, comprise the asymmetric unit. In mol-ecule A, the C=O group of the ester points away from the benzene ring [C-C-C=O = -170.8?(3)°], whereas in mol-ecule B, it points back towards the benzene ring [C-C-C=O = 17.9?(4)°]. The dihedral angles betweeen the oxazole and benzene rings also differ somewhat [46.26?(13) for mol-ecule A and 41.59?(13) for mol-ecule B]. Each mol-ecule features an intra-molecular C-H?O inter-action, which closes an S(6) ring. In the crystal, the B mol-ecules are linked into [001] C(12) chains by weak C-H?Cl inter-actions.

SUBMITTER: Efimov I

PROVIDER: S-EPMC4719961 | biostudies-literature | 2015 Dec

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of ethyl 3-(4-chloro-phen-yl)-5-[(E)-2-(di-methyl-amino)-ethen-yl]-1,2-oxazole-4-carboxyl-ate.

Efimov Ilya I Slepukhin Pavel P Bakulev Vasiliy V

Acta crystallographica. Section E, Crystallographic communications 20151209 Pt 12

In the title compound, C16H17ClN2O3, two mol-ecules, A and B, with different conformations, comprise the asymmetric unit. In mol-ecule A, the C=O group of the ester points away from the benzene ring [C-C-C=O = -170.8 (3)°], whereas in mol-ecule B, it points back towards the benzene ring [C-C-C=O = 17.9 (4)°]. The dihedral angles betweeen the oxazole and benzene rings also differ somewhat [46.26 (13) for mol-ecule A and 41.59 (13) for mol-ecule B]. Each mol-ecule features an intra-molecular C-H⋯O ...[more]

PMID: 26870480

Similar Datasets

Ethyl 3-(10-bromo-anthracen-9-yl)-5-methyl-1,2-oxazole-4-carboxyl-ate.

Project description:In the title compound, C21H16BrNO3, the mean planes of the anthracene tricycle and isoxazole ring are inclined to each other at a dihedral angle of 72.12?(7)°. The carb-oxy group is slightly out of the isoxazole mean plane, with a maximum deviation of 0.070?(5)?Å for the carbonyl O atom. In the crystal, pairs of weak C-H?O hydrogen bonds link the mol-ecules into dimers, and weak C-H?N inter-actions further link these dimers into corrugated layers parallel to the bc plane.

| S-EPMC4004437 | biostudies-literature

Ethyl 8-(2,4-di-chloro-phen-yl)-6-methyl-1,2,4-triazolo[1,5-a]pyridine-7-carboxyl-ate.

Project description:In the title compound, C16H13Cl2N3O2, the carboxyl-ate group and the benzene ring attached to the central 1,2,4-triazolo[1,5-a]pyridine bicycle are twisted from its mean plane by 55.6?(1) and 72.6?(1)°, respectively. In the crystal, weak C-H?O inter-actions link the mol-ecules into zigzag chains propagating in [100].

| S-EPMC3885057 | biostudies-literature

Crystal structures of three 1-oxo-1,2-di-hydro-naphthalene derivatives: dimethyl 4-(4-meth-oxy-phen-yl)-2-(4-methyl-phen-yl)-1-oxo-1,2-di-hydro-naphthalene-2,3-di-carboxyl-ate, dimethyl 1-oxo-2-(pyren-4-yl)-4-(thio-phen-2-yl)-1,2-di-hydro-naphthalene-2,3-di-carboxyl-ate and ethyl 1-oxo-2-phenyl-2,4-bis-(thio-phen-2-yl)-1,2-di-hydro-naphthalene-3-carboxyl-ate.

Project description:In the title 1-oxo-1,2-di-hydro-naphthalene derivatives, C28H24O6, (I), C34H22O5S, (II), and C27H20O3S2, (III), the cyclo-hexa-1,3-diene rings of the 1,2-di-hydro-naphthalene ring systems adopt half-chair, boat and half-chair conformations, respectively. The carbonyl O atoms attached to the di-hydro-naphthalene ring systems are each significantly deviated from the mean plane of the 1,2-di-hydro-naphthalene ring system, by 0.6162?(12)?Å in (I), 0.6016?(16)?Å in (II) and 0.515?(3)?Å in (III). The mean planes of the 1,2-di-hydro-naphthalene ring systems make dihedral angles of 85.83?(3), 88.19?(3) and 81.67?(8)°, respectively, with the methyl-phenyl ring in (I), the pyrene ring in (II) and the phenyl ring in (III). In (I), the mol-ecular structure is stabilized by an intra-molecular C-H?O hydrogen bond, generating an S(6) ring motif. In the crystal of (I), mol-ecules are linked by an inter-molecular C-H?O hydrogen bond, which generates a C(8) zigzag chain running along [100]. Adjacent chains are further connected by C-H?? and offset ?-? inter-actions [centroid-centroid distance = 3.6572?(9)?Å], forming a double-chain structure. In the crystals of (II) and (III), mol-ecules are linked into chain structures by offset ?-? inter-actions with centroid-centroid distances of 3.5349?(12) and 3.8845?(13)?Å for (II) and 3.588?(2)?Å for (III). In (II) and (III), the thio-phene rings are orientationally disordered over two sites, with occupancy ratios of 0.69:0.31 for (II), and 0.528?(4):0.472?(4) and 0.632?(5):0.368?(5) for (III).

| S-EPMC5290560 | biostudies-literature

Ethyl 8-(4-nitro-phen-yl)imidazo[1,2-a]pyridine-7-carboxyl-ate.

Project description:In the title compound, C(16)H(13)N(3)O(4), the imidazo[1,2-a]pyridine and benzene rings make a dihedral angle of 56.21?(2)°. The crystal packing is stabilized by weak ?-? stacking inter-actions [centroid-centroid distances = 3.787?(2)?Å] and C-H?O inter-molecular hydrogen-bonding inter-actions.

| S-EPMC3011613 | biostudies-literature

Ethyl 2-(4-chloro-phen-yl)-1-phenyl-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title compound, C(22)H(17)ClN(2)O(2), the essentially planar benzimidazole ring system [maximum deviation = 0.012?(2)?Å] forms dihedral angles of 28.69?(6) and 63.65?(7)°, respectively, with the phenyl and chloro-substituted benzene rings. The dihedral angle between the phenyl and benzene rings is 64.23?(8)°. In the crystal, mol-ecules are linked into a zigzag chain along the a axis by inter-molecular C-H?O hydrogen bonds. C-H?? inter-actions are also present.

| S-EPMC3379429 | biostudies-literature

Ethyl 4-(4-chloro-anilino)-1-(4-chloro-phen-yl)-2-methyl-5-oxo-2,5-di-hydro-1H-pyrrole-2-carboxyl-ate.

Project description:In the title compound, C20H18Cl2N2O3, the dihedral angles between the central 2,5-di-hydro-1H-pyrrole ring and the phenyl rings are 74.87?(9) and 29.09?(9)°. Intra-molecular N-H?O and C-H?O hydrogen bonds occur. In the crystal, pairs of N-H?O hydrogen bonds link adjacent mol-ecules into inversion dimers and form an R 1 (2)(6)R 2 (2)(10)R 1 (2)(6) ring motif through C-H?O hydrogen bonds.

| S-EPMC3894618 | biostudies-literature

Ethyl 1-sec-butyl-2-(4-chloro-phen-yl)-1H-benzimidazole-5-carboxyl-ate.

Project description:In the title compound, C(20)H(21)ClN(2)O(2), the ethyl 1H-benzimidazole-5-carboxyl-ate ring system, excluding the methyl-ene and methyl H atoms, is almost planar, with a maximum deviation of 0.055?(1)?Å, and makes a dihedral angle of 40.63?(4)° with the benzene ring. The sec-butyl group is disordered over two positions, with refined site occupancies of 0.855?(4) and 0.145?(4). In the crystal, mol-ecules are linked into chains along [010] via inter-molecular C-H?O hydrogen bonds and are further inter-connected by C-H?Cl inter-actions into two-dimensional networks parallel to (001). The crystal structure is further consolidated by C-H?? inter-actions.

| S-EPMC3008004 | 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

Ethyl 1-(4-chloro-benz-yl)-3-(4-fluoro-phen-yl)-1H-pyrazole-5-carboxyl-ate.

Project description:In the title compound, C(19)H(16)ClFN(2)O(2), the pyrazole ring makes dihedral angles of 5.15?(6) and 77.72?(6)°, with the fluoro-phenyl and chloro-phenyl rings, respectively.

| S-EPMC3120511 | biostudies-literature

Crystal structure of ethyl 2-(3,5-di-fluoro-phen-yl)quinoline-4-carboxyl-ate.

Project description:In the title compound, C18H13F2NO2, the two rings of the quinoline system are fused almost coaxially, with a dihedral angle between their planes of 2.28?(8)°. The plane of the attached benzene ring is inclined to the plane of the quinoline system by 7.65?(7)°. The carboxyl-ate group attached to the quinoline system is in an anti-periplanar conformation. There is a short intra-molecular C-H?O contact involving the carbonyl group. In the crystal, mol-ecules are linked via C-H?O hydrogen bonds, forming chains lying in the (1-10) plane.

| S-EPMC4420057 | 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