Browse
Submit Data
Databases
API
Help

Dataset Information

16 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of (3E)-3-(2,4-di-nitro-phen-oxy-meth-yl)-4-phenyl-but-3-en-2-one.

ABSTRACT: In the title compound, C17H14N2O6, the conformation about the C=C double bond [1.345?(2)?Å] is E, with the ketone moiety almost coplanar [C-C-C-C torsion angle = 9.5?(2)°] along with the phenyl ring [C-C-C-C = 5.9?(2)°]. The aromatic rings are almost perpendicular to each other [dihedral angle = 86.66?(7)°]. The 4-nitro moiety is approximately coplanar with the benzene ring to which it is attached [O-N-C-C = 4.2?(2)°], whereas the one in the ortho position is twisted [O-N-C-C = 138.28?(13)°]. The mol-ecules associate via C-H?O inter-actions, involving both O atoms from the 2-nitro group, to form a helical supra-molecular chain along [010]. Nitro-nitro N?O inter-actions [2.8461?(19)?Å] connect the chains into layers that stack along [001].

SUBMITTER: Caracelli I

PROVIDER: S-EPMC4186202 | biostudies-literature | 2014 Sep

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of (3E)-3-(2,4-di-nitro-phen-oxy-meth-yl)-4-phenyl-but-3-en-2-one.

Caracelli Ignez I Maganhi Stella H SH Moran Paulo J S PJ de Paula Bruno R S BR Delling Felix N FN Tiekink Edward R T ER

Acta crystallographica. Section E, Structure reports online 20140823 Pt 9

In the title compound, C17H14N2O6, the conformation about the C=C double bond [1.345 (2) Å] is E, with the ketone moiety almost coplanar [C-C-C-C torsion angle = 9.5 (2)°] along with the phenyl ring [C-C-C-C = 5.9 (2)°]. The aromatic rings are almost perpendicular to each other [dihedral angle = 86.66 (7)°]. The 4-nitro moiety is approximately coplanar with the benzene ring to which it is attached [O-N-C-C = 4.2 (2)°], whereas the one in the ortho position is twisted [O-N-C-C = 138.28 (13)°]. Th ...[more]

PMID: 25309220

Similar Datasets

Crystal structure of (3E)-3-[(4-nitro-phen-oxy)-meth-yl]-4-phenyl-but-3-en-2-one.

Project description:In the title compound, C17H15NO4, the conformation about the C=C double bond [1.348?(2)?Å] is E with the ketone group almost co-planar [C-C-C-C torsion angle = 7.2?(2)°] but the phenyl group twisted away [C-C-C-C = 160.93?(17)°]. The terminal aromatic rings are almost perpendicular to each other [dihedral angle = 81.61?(9)°] giving the mol-ecule an overall U-shape. The crystal packing feature benzene-C-H?O(ketone) contacts that lead to supra-molecular helical chains along the b axis. These are connected by ?-? inter-actions between benzene and phenyl rings [inter-centroid distance = 3.6648?(14)?Å], resulting in the formation of a supra-molecular layer in the bc plane.

| S-EPMC4186193 | biostudies-literature

1-(3,4-Di-meth-oxy-phen-yl)-3-phenyl-prop-2-en-1-one.

Project description:In the title compound, C17H16O3, the dihedral angle between the mean planes of the benzene rings is 57.1?(1)°. The mean plane of the ketone group is twisted by 10.0?(5)° from that of the di-meth-oxy-phenyl ring. The two di-meth-oxy-phenyl groups are twisted slighly from the mean plane of the phenyl ring, with C-O-C-C torsion angles of 6.4?(2) and -7.9?(2)° [r.m.s. deviations = 0.15?(3) and 0.18?(3)?Å for the two methoxy C atoms]. In the crystal, weak centroid-centroid ?-? stacking inter-actions, with inter-centroid distances of 3.8939?(11) and 3.9430?(10)?Å are observed.

| S-EPMC3998479 | biostudies-literature

2-Meth-oxy-4-(prop-2-en-1-yl)phenyl 2,4-di-chloro-benzoate.

Project description:In the title compound, C17H14Cl2O3, the two benzene rings are twisted by 73.6?(2)°. The twist is similar to that found in the unsubstituted compound, viz. phenyl benzoate. In the crystal, inversion dimers are linked by pairs of C-H?O inter-actions.

| S-EPMC3770367 | biostudies-literature

3-(2,4-Dichloro-phen-oxy)-1-(4-meth-oxy-phen-yl)-4-(3-nitro-phen-yl)azetidin-2-one.

Project description:In the title compound, C(22)H(16)Cl(2)N(2)O(5), the nearly planar four-membered ?-lactam ring [maximum deviations of 0.011?(2) for the N atom] makes dihedral angles of 68.34?(13), 83.04?(13) and 3.37?(13)° with the dichloro-, nitro- and meth-oxy-phenyl rings, respectively. The crystal structure is stabilized by C-H?O hydrogen-bond inter-actions. In addition, a ?-? stacking inter-action [centroid-centroid distance = 3.6622?(12)?Å] is observed between the ?-lactam and nitro-phenyl rings.

| S-EPMC3050394 | biostudies-literature

(E)-3-[4-(Di-fluoro-meth-oxy)-3-hy-droxy-phen-yl]-1-phenyl-prop-2-en-1-one.

Project description:In the title compound, C16H12F2O3, the plane of the phenyl ring makes a dihedral angle of 3.22?(8)° with that of the benzene ring. The mol-ecule has an E conformation about the C=C bond. In the crystal, mol-ecules are linked via pairs of O-H?O hydrogen bonds, forming inversion dimers which are further consolidated by a pair of C-H?O hydrogen bonds. The dimers are linked via C-H?O hydrogen bonds, forming columns along the b-axis direction.

| S-EPMC3648329 | biostudies-literature

1-(2,4-Di-nitro-phen-yl)-2-[(E)-2,4,5-tri-meth-oxy-benzyl-idene]hydrazine.

Project description:The title compound, C16H16N4O7, is close to being planar, with a dihedral angle of 3.15?(11)° between the benzene rings. The meth-oxy groups at the ortho- and para-positions of the 2,4,5-tri-meth-oxy-phenyl group are almost coplanar with the ring [deviations of the C atoms = 0.017?(2) and -0.025?(2)?Å, respectively], whereas the meta-meth-oxy group deviates slightly [C-atom displacement = 0.162?(2)?Å]. Both the ortho- and para-nitro groups are close to being coplanar with their attached ring [dihedral angles = 7.81?(12) and 8.56?(11)°, respectively]. An intra-molecular N-H?O hydrogen bond generates an S(6) ring motif. In the crystal, inversion dimers linked by pairs of N-H?O hydrogen bonds involving the same H atom as the intra-molecular bond generate R 2 (2)(12) loops. The dimers are linked by weak C-H?O inter-actions into sheets parallel to the (10-4) plane and the sheets are stacked by ?-? inter-actions, with a centroid-centroid distance of 3.5974?(14)?Å.

| S-EPMC3793714 | biostudies-literature

(E)-3-(3,4-Di-fluoro-phen-yl)-1-(3,4-di-meth-oxy-phen-yl)prop-2-en-1-one.

Project description:In the title compound, C17H14F2O3, the dihedral angle between the benzene rings is 20.56 (8)° and the H atoms at the central propenone group are trans configured. One of the F atoms is disordered over two positions (occupancy ratio 0.57:0.43) and was refined using a split model. In the crystal, the molecules are linked into centrosymmetrical dimers and are further connected into a three-dimensional network via weak C-H⋯O interactions.

| S-EPMC3685099 | biostudies-literature

(E)-1-(2,4-Dichloro-phen-yl)-3-[3-(4-meth-oxy-phen-yl)-1-phenyl-1H-pyrazol-4-yl]prop-2-en-1-one.

Project description:In the title mol-ecule, C(25)H(18)Cl(2)N(2)O(2), the dihedral angles between the pyrazole ring and its N- and C-bonded benzene rings are 8.28?(11) and 40.89?(10)°, respectively. The dihedral angle between the benzene rings is 39.03?(11)°. The title mol-ecule exists in a trans conformation with respect to the acyclic C=C bond. In the crystal, mol-ecules are linked into inversion dimers by pairs of inter-molecular C-H?O hydrogen bonds, generating R(2) (2)(14) loops.

| S-EPMC3247490 | biostudies-literature

(E)-1-[2-Hy-droxy-4,6-bis-(meth-oxy-meth-oxy)phen-yl]-3-phenyl-prop-2-en-1-one.

Project description:The title compound, C19H20O6, consists of a tetra-substituted benzene ring with one substituent being an ?,?-unsaturated cinnamoyl group, which forms an extended conjugated system in the mol-ecule. In addition, two meth-oxy-meth-oxy and one hy-droxy group are bonded to the central benzene ring. The dihedral angle between eh rings is 10.22?(10)°. An intra-molecular hydrogen bond is observed between the hy-droxy group and the carbonyl O atom. One of the meth-oxy-meth-oxy substituents is conformationally disordered over two sets of sites with site-occupation factors of 0.831?(3) and 0.169?(3).

| S-EPMC3648248 | biostudies-literature

3-(2,4-Di-chloro-phen-oxy)-1-(4-meth-oxy-benz-yl)-4-(4-nitro-phen-yl)azetidin-2-one.

Project description:The ?-lactam ring of the title compound, C23H18Cl2N2O5, is nearly planar [maximum deviation = 0.019?(2)?Å for the N atom] and its mean plane makes dihedral angles of 56.86?(15), 68.83?(15) and 83.75?(15)° with the di-chloro-, nitro- and meth-oxy-substituted benzene rings, respectively. In the crystal, mol-ecules are linked by pairs of C-H?O hydrogen bonds, forming inversion dimers with R 2 (2)(10) loops. The dimers are linked by further C-H?O hydrogen bonds, forming sheets lying parallel to (001). The mol-ecular packing is further stabilized by C-H?? inter-actions.

| S-EPMC4158542 | biostudies-other

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