Browse
Submit Data
Databases
API
Help

Dataset Information

18 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-[(E)-2-(3,4-Di-chloro-benzyl-idene)hydrazin-1-yl]quinoxaline.

ABSTRACT: The 21 non-H atoms of the title compound, C15H10Cl2N4, are almost planar (r.m.s. deviation = 0.032?Å); the conformation about the N=C bond [1.277?(6)?Å] is E. In the crystal, zigzag supra-molecular chains along the c axis (glide symmetry) are formed via N-H?N hydrogen bonds. These associate along the b axis by ?-? inter-actions between the fused and terminal benzene rings [inter-centroid distance = 3.602?(3)?Å] so that layers form in the bc plane.

SUBMITTER: Noguiera TC

PROVIDER: S-EPMC3998292 | biostudies-literature | 2014 Feb

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-[(E)-2-(3,4-Di-chloro-benzyl-idene)hydrazin-1-yl]quinoxaline.

Noguiera Thais C M TC Pinheiro Alexandra C AC de Souza Marcus V N MV Wardell James L JL Tiekink Edward R T ER

Acta crystallographica. Section E, Structure reports online 20140111 Pt 2

The 21 non-H atoms of the title compound, C15H10Cl2N4, are almost planar (r.m.s. deviation = 0.032 Å); the conformation about the N=C bond [1.277 (6) Å] is E. In the crystal, zigzag supra-molecular chains along the c axis (glide symmetry) are formed via N-H⋯N hydrogen bonds. These associate along the b axis by π-π inter-actions between the fused and terminal benzene rings [inter-centroid distance = 3.602 (3) Å] so that layers form in the bc plane. ...[more]

PMID: 24764853

Similar Datasets

2-[(3,4-Di-chloro-benzyl-idene)amino]-4-methyl-phenol.

Project description:In the title compound, C14H11Cl2NO, the dihedral angle between the benzene rings is 15.36?(8)°. A phenol-imine-type intra-molecular O-H?N hydrogen bond generates an S(5) ring motif. In the crystal, a pair of weak C-H?O hydrogen bonds form an R 2 (1)(7) ring motif involving glide-plane-related mol-ecules. The mol-ecules linked via these inter-actions form chains along [101].

| S-EPMC3685100 | biostudies-literature

Crystal structure of (E)-3-{[2-(2,4-di-chloro-benzyl-idene)hydrazin-1-yl]carbon-yl}pyridinium chloride trihydrate.

Project description:In the title hydrated salt, C13H10Cl2N3O(+)·Cl(-)·3H2O, the organic cation exhibits a dihedral angle of 8.26 (14)° between the mean planes of the pyridinium and benzene rings, and dihedral angles of 8.70 (15) and 15.93 (5)° between the mean planes of the hydrazide group and the benzene and pyridinium rings, respectively. In the crystal, N-H⋯O, N-H⋯Cl, C-H⋯O, C-H⋯Cl, O-H⋯O, O-H⋯N and O-H⋯Cl hydrogen bonds link the complex cations, chloride anions and solvent water mol-ecules into a three-dimensional network.

| S-EPMC4384619 | biostudies-literature

Crystal structures of two dis-symmetric di-Schiff base compounds: 2-({(E)-2-[(E)-2,6-di-chloro-benzyl-idene]hydrazin-1-yl-idene}meth-yl)-6-meth-oxy-phenol and 4-bromo-2-({(E)-2-[(E)-2,6-di-chloro-benzyl-idene]hydrazin-1-yl-idene}meth-yl)phenol.

Project description:Each of the title dis-symmetric di-Schiff base compounds, C15H12Cl2N2O2 (I) and C14H9BrCl2N2O (II), features a central azo-N-N bond connecting two imine groups, each with an E-configuration. One imine bond in each mol-ecule connects to a 2,6-di-chloro-benzene substituent while the other links a 2-hydroxyl-3-meth-oxy-substituted benzene ring in (I) or a 2-hydroxyl-4-bromo benzene ring in (II). Each mol-ecule features an intra-molecular hydroxyl-O-H?N(imine) hydrogen bond. The C-N-N-C torsion angles of -151.0?(3)° for (I) and 177.8?(6)° (II) indicates a significant twist in the former. The common feature of the mol-ecular packing is the formation of supra-molecular chains. In (I), the linear chains are aligned along the a-axis direction and the mol-ecules are linked by meth-oxy-C-H?O(meth-oxy) and chloro-benzene-C-Cl??(chlorobenzene) inter-actions. The chain in (II) is also aligned along the a axis but, has a zigzag topology and is sustained by Br?O [3.132?(4)?Å] secondary bonding inter-actions. In each crystal, the chains pack without directional inter-actions between them. The non-covalent inter-actions are delineated in the study of the calculated Hirshfeld surfaces. Dispersion forces make the most significant contributions to the identified inter-molecular inter-actions in each of (I) and (II).

| S-EPMC7274017 | biostudies-literature

2-{(1E)-[(E)-2-(2,6-Di-chloro-benzyl-idene)hydrazin-1-yl-idene]meth-yl}phenol: crystal structure, Hirshfeld surface analysis and computational study.

Project description:The title Schiff base compound, C14H10Cl2N2O, features an E configuration about each of the C=N imine bonds. Overall, the mol-ecule is approximately planar with the dihedral angle between the central C2N2 residue (r.m.s. deviation = 0.0371?Å) and the peripheral hy-droxy-benzene and chloro-benzene rings being 4.9?(3) and 7.5?(3)°, respectively. Nevertheless, a small twist is evident about the central N-N bond [the C-N-N-C torsion angle = -172.7?(2)°]. An intra-molecular hy-droxy-O-H?N(imine) hydrogen bond closes an S(6) loop. In the crystal, ?-? stacking inter-actions between hy-droxy- and chloro-benzene rings [inter-centroid separation = 3.6939?(13)?Å] lead to a helical supra-molecular chain propagating along the b-axis direction; the chains pack without directional inter-actions between them. The calculated Hirshfeld surfaces point to the importance of H?H and Cl?H/H?Cl contacts to the overall surface, each contributing approximately 29% of all contacts. However, of these only Cl?H contacts occur at separations less than the sum of the van der Waals radii. The aforementioned ?-? stacking inter-actions contribute 12.0% to the overall surface contacts. The calculation of the inter-action energies in the crystal indicates significant contributions from the dispersion term.

| S-EPMC6775727 | biostudies-literature

7-Chloro-4-[(E)-N'-(4-fluoro-benzyl-idene)hydrazin-yl]quinoline monohydrate.

Project description:The mol-ecule of the title hydrate, C(16)H(11)ClFN(3)·H(2)O, is slightly twisted, as indicated by the dihedral angle of 9.55?(10)° formed between the quinoline ring system and the benzene ring. The conformation about the C=N double bond is E, and the amine-H atom is oriented towards the quinoline residue. In the crystal structure, the water mol-ecule accepts an N-H?O and makes two O-H?N(quinoline) hydrogen bonds, generating a two-dimensional array in the ab plane, which is further stabilized by C-H?O inter-actions. The most significant contacts between layers are of the type C-H?F.

| S-EPMC2980273 | biostudies-literature

7-Chloro-4-[(E)-2-(3,4,5-trimeth-oxy-benzyl-idene)hydrazin-1-yl]quinoline.

Project description:In the title compound, C(19)H(18)ClN(3)O(3), the r.m.s. deviation through the 23 non-H and non-meth-oxy atoms is 0.088?Å, indicating a planar mol-ecule with the exception of the meth-oxy groups. One meth-oxy group, surrounded on either side by the other meth-oxy groups, is almost normal to the benzene ring to which it is connected [C-O-C(ar)-C(ar) torsion angle = 81.64?(15)°]. In the crystal, N-H?O, C-H?O and ?-? inter-actions [between quinoline residues; centroid-centroid distance = 3.4375?(8)?Å] link mol-ecules into a three-dimensional architecture.

| S-EPMC3344149 | biostudies-literature

7-Chloro-4-[(E)-2-(2,5-dimeth-oxy-benzyl-idene)hydrazin-1-yl]quinoline.

Project description:In the nearly planar title compound (r.m.s. deviation for the 24 non-H atoms = 0.064?Å), C(18)H(16)ClN(3)O(2), the conformation about the N=C bond is E. Supra-molecular chains propagated by glide symmetry along [001] are found in the crystal packing. These are sustained by N-H?N hydrogen bonds with the quinoline N atom being the acceptor. The chains are connected into a three-dimensional architecture by ?-? inter-actions involving all three aromatic rings [centroid-centroid distances = 3.5650?(9)-3.6264?(9)?Å].

| S-EPMC3344174 | biostudies-literature

7-Chloro-4-[(E)-2-(2-methoxy-benzyl-idene)hydrazin-1-yl]quinoline monohydrate.

Project description:In the title hydrate, C(17)H(14)ClN(3)O·H(2)O, the dihedral angle between the quinoline fused-ring system and the benzene ring is 13.4?(2)° and the conformation about the C=N bond is E. In the crystal, N(h)-H?O(w) and O(w)-H?N(q) (h = hydro-zone, w = water and q = quinoline) hydrogen bonds generate a two-dimenstional network in the ac plane. A weak C-H?O inter-action helps to consolidate the packing.

| S-EPMC2983501 | biostudies-literature

7-Chloro-4-[(E)-2-(4-methoxy-benzyl-idene)hydrazin-1-yl]quinoline monohydrate.

Project description:The organic mol-ecule in the title hydrate, C(17)H(14)ClN(3)O·H(2)O, has a small but significant twist from planarity, as seen in the dihedral angle of 12.10?(17)° between the quinoline and benzene rings. The conformation about the C=N bond is E. Chains along the b axis are formed in the crystal structure aided by water-quinoline O-H?N (× 2) and hydrazone-water N-H?O hydrogen bonds. Layers of these chains stack along the a axis via C-H?? and ?-? inter-actions [ring centroid-ring centroid distance = 3.674?(2)?Å]. C-H?O inter-actions are also present.

| S-EPMC2983656 | biostudies-literature

4-[(E)-2-(2-Chloro-benzyl-idene)hydrazin-1-yl]quinolin-1-ium chloride dihydrate.

Project description:In the title hydrated salt, C(16)H(13)ClN(3) (+)·Cl(-)·2H(2)O, a small twist is evident in the cation so that the chloro-benzene ring is not coplanar with the central hydrazinyl group [the N-C-C-C torsion angle = -4.8?(12)°]. The conformation about the imine N=C bond [1.284?(10)?Å] is E. The components of the structure are connected into a three-dimensional architecture via O-H?O, O-H?Cl and N-H?Cl hydrogen bonds. One water H atom is disposed over two sites of equal occupancy.

| S-EPMC3379418 | 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