Browse
Submit Data
Databases
API
Help

Dataset Information

24 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

1-(2-Chloro-benzyl-idene)-2-(2,4-dinitro-phen-yl)hydrazine.

ABSTRACT: In the title compound, C(13)H(9)ClN(4)O(4), there are two crystallographically independent mol-ecules in the asymmetric unit, which have very similar conformations. The C=N-N angles in each independent mol-ecule are 115.0?(2) and 116.6?(2)°, which are significantly smaller than the ideal value of 120° expected for sp(2)-hybridized N atoms. This is probably a consequence of repulsion between the nitro-gen lone pairs and the adjacent N-N bonds. Two bifurcated intra-molecular N-H?O hydrogen bonds help to establish the mol-ecular conformation and consolidate the crystal packing.

SUBMITTER: Shi ZQ

PROVIDER: S-EPMC2959777 | biostudies-literature | 2008 Oct

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

1-(2-Chloro-benzyl-idene)-2-(2,4-dinitro-phen-yl)hydrazine.

Shi Zhi-Qiang ZQ Ji Ning-Ning NN Li Xiao-Yan XY

Acta crystallographica. Section E, Structure reports online 20081018 Pt 11

In the title compound, C(13)H(9)ClN(4)O(4), there are two crystallographically independent mol-ecules in the asymmetric unit, which have very similar conformations. The C=N-N angles in each independent mol-ecule are 115.0 (2) and 116.6 (2)°, which are significantly smaller than the ideal value of 120° expected for sp(2)-hybridized N atoms. This is probably a consequence of repulsion between the nitro-gen lone pairs and the adjacent N-N bonds. Two bifurcated intra-molecular N-H⋯O hydrogen bonds h ...[more]

PMID: 21580996

Similar Datasets

(E)-1-(2,4-Dinitro-phen-yl)-2-(2-fluoro-benzyl-idene)hydrazine.

Project description:In the title compound, C(13)H(9)FN(4)O(4), the dihedral angle between the mean planes of the two benzene rings of the nearly planar mol-ecule is 6.6?(9)°. The dihedral angles between the mean planes of the benzene ring and its two attached nitro groups are 6.7?(7) and 7.2?(9)°. Crystal packing is stabilized by N-H?O hydrogen bonds, weak C-H?O and C-H?F inter-molecular inter-actions and centroid-centroid ?-ring stacking inter-actions.

| S-EPMC3089184 | biostudies-literature

1-(2,3-Dimeth-oxy-benzyl-idene)-2-(2,4-dinitro-phen-yl)hydrazine.

Project description:In the title compound, C(15)H(14)N(4)O(6), the dihedral angle between the aromatic rings is 3.7?(4)°. The nitro groups make dihedral angles of 6.0?(4) and 5.2?(4)° with the parent ring and are oriented at 6.0?(6)° with respect to each other. The meth-oxy groups are inclined at 54.0?(2) and 2.5?(3)° with respect to the benzene ring to which they are attached. In the crystal, mol-ecules are linked by weak C-H?O inter-actions. The mol-ecular conformation is consolidated by an intra-molecular N-H?O hydrogen bond.

| S-EPMC3089222 | biostudies-literature

(E)-1-[1-(2-Chloro-phen-yl)ethyl-idene]-2-(2,4-dinitro-phen-yl)hydrazine.

Project description:The title mol-ecule, C(14)H(11)ClN(4)O(4), is in an E configuration and is twisted with the dihedral angle between the two benzene rings being 38.48?(8)°. The ethyl-idenehydrazine plane makes dihedral angles of 6.03?(10) and 44.04?(11)°, respectively, with the dinitro- and chloro-substituted benzene rings. The two nitro groups are essentially coplanar with the bound benzene ring, making dihedral angles of 0.9?(2) and 1.65?(18)°. An intra-molecular N-H?O hydrogen bond generates an S(6) ring motif. In the crystal, mol-ecules are linked by a weak C-H?O inter-action into a chain along the c axis. The chains are further stacked along the b axis by a ?-? inter-action with a centroid-centroid distance of 3.6088?(10)?Å.

| S-EPMC3239123 | biostudies-literature

N-[1-(Biphenyl-4-yl)ethyl-idene]-N'-(2,4-dinitro-phen-yl)hydrazine.

Project description:The title compound, C(20)H(16)N(4)O(4), contains two crystallographically independent mol-ecules (A and B) in the asymmetric unit. Intra-molecular N-H?O hydrogen bonds generate S(6) ring motifs in both molecules. The dihedral angles between the nitro-substituted benzene rings and the two benzene rings in mol-ecules A and B are 14.32?(9), 17.89?(9)° and 13.04?(9) and 25.71?(9)°. The ortho and para nitro groups form dihedral angles of 6.2?(2) and 8.5?(2)° in mol-ecule A, and 5.3?(3) and 13.8?(2)° in mol-ecule B, with the benzene rings to which they are attached. The crystal structure is stabilized by inter-molecular C-H?O inter-actions.

| S-EPMC2977666 | biostudies-literature

(E)-1-(2,4-Dinitro-phen-yl)-2-[1-(thio-phen-2-yl)ethyl-idene]hydrazine.

Project description:The mol-ecule of the title compound, C(12)H(10)N(4)O(4)S, is slightly twisted, with a dihedral angle of 8.23?(9)° between the benzene and thio-phene rings. One nitro group is co-planar [O-N-C-C torsion angles = -0.5?(3) and -1.9?(3)°] whereas the other is slightly twisted with respect to the benzene ring [O-N-C-C torsion angles = -5.1?(3) and -5.7?(3)°]. In the crystal, the mol-ecules are linked by weak C-H?O inter-actions into screw chains along the b axis. The mol-ecular conformation is consolidated by an intra-molecular N-H?O hydrogen bond.

| S-EPMC3089201 | biostudies-literature

(E)-1-(2,4-Dinitro-phen-yl)-2-[1-(2-nitro-phen-yl)ethyl-idene]hydrazine.

Project description:The title compound, C(14)H(11)N(5)O(6), was obtained from the condensation reaction of 2,4-dinitro-phenyl-hydrazine and 2-nitro-acetophenone. The mol-ecule displays an E conformation about the C=N double bond and an intra-molecular N-H?O hydrogen bond generates an S(6) ring motif. The dihedral angle between the benzene rings is 7.84?(6)°. In the crystal, mol-ecules are linked by C-H?O hydrogen bonds and ?-? stacking inter-actions [centroid-centroid distance = 3.6447?(8)?Å] into a three-dimensional network.

| S-EPMC3247472 | biostudies-literature

(E)-1-(2,4-Dinitro-phen-yl)-2-[1-(3-nitro-phen-yl)ethyl-idene]hydrazine.

Project description:In the asymmetric unit of the title compound, C(14)H(11)N(5)O(6), there are three crystallographically independent mol-ecules with similar conformations but some differences in bond angles. The mol-ecules are slightly twisted with the dihedral angles between the benzene rings being 10.02?(14), 8.41?(15) and 1.40?(14)°. In each mol-ecule, an intra-molecular N-H?O hydrogen bond generates an S(6) ring motif. In the crystal, mol-ecules are linked by weak C-H?O inter-actions into a three-dimensional network. ?-? inter-actions with centroid-centroid distances of 3.5635?(17)-3.8273?(18)?Å are observed.

| S-EPMC3435706 | biostudies-literature

(E)-1-(2,4-Dinitro-phen-yl)-2-[1-(4-fluoro-phen-yl)ethyl-idene]hydrazine.

Project description:The title compound, C(14)H(11)FN(4)O(4), crystallizes with two essentially planar mol-ecules in the asymmetric unit; the dihedral angles between the benzene rings are 1.57?(15) and 6.17?(15)°. In each mol-ecule, an intra-molecular N-H?O hydrogen bond generates an S(6) ring. In the crystal, mol-ecules are linked by weak C-H?O and C-H?F inter-actions into sheets lying parallel to (120). O?C [2.980?(4)?Å] and O?N [2.892?(3)?Å] short contacts also occur.

| S-EPMC3275075 | biostudies-literature

N-(2,4-Dinitro-phen-yl)-N'-(1-p-tolyl-ethyl-idene)hydrazine.

Project description:In the title mol-ecule, C(15)H(14)N(4)O(4), the dihedral angle between the two benzene rings is 2.21 (7)°. An intra-molecular N-H⋯O hydrogen bond generates an S(6) ring motif. The mean planes of the ortho- and para-nitro groups make dihedral angles of 2.17 (17) and 2.05 (16)°, respectively, with the benzene ring to which they are attached. In the crystal structure, weak inter-molecular C-H⋯O hydrogen bonds generate R(2) (2)(7), R(2) (2)(13) and R(2) (1)(10) ring motifs, linking symmetry-related mol-ecules into extended chains along the b axis. In addition, there are inter-molecular C⋯C [3.332 (2)-3.343 (2) Å] contacts which are shorter than the sum of the van der Waals radii. The crystal structure is further stabilized by inter-molecular C-H⋯π and π-π stacking inter-actions [centroid-centroid distance = 3.8090 (9) Å].

| S-EPMC2969085 | biostudies-literature

(E)-1-[1-(3-Chloro-phen-yl)ethyl-idene]-2-(2,4-dinitro-phen-yl)hydrazine.

Project description:There are two crystallographically independent mol-ecules in the asymmetric unit of the title compound, C(14)H(11)ClN(4)O(4), with the same E conformation about the C=N double bond. The mol-ecules are approximately planar, with a dihedral angle between the benzene rings of 10.24?(12)° in one mol-ecule and 4.73?(12)° in the other. In both mol-ecules, the ortho-nitro groups of the 2,4-dinitro-phenyl units are coplanar to their bound benzene rings, whereas the para-nitro groups are slightly twisted. In each mol-ecule, intra-molecular N-H?O hydrogen bonds generate S(6) ring motifs. In the crystal, mol-ecules are linked by weak C-H?O inter-actions into sheets parallel to the (-102) plane. These sheets are stacked by ?-? inter-actions, with centroid-centroid distances of 3.7008?(14) and 3.7459?(14)?Å. A Cl?O short contact [3.111?(2)?Å] is observed.

| S-EPMC3295481 | biostudies-other

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