Browse
Submit Data
Databases
API
Help

Dataset Information

27 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of (E)-N-{2-[2-(3-chloro-benzyl-idene)hydrazin-yl]-2-oxoeth-yl}-4-methyl-benzene-sulfonamide monohydrate.

ABSTRACT: The mol-ecule of the title compound, C16H16ClN3O3S·H2O, is L-shaped being bent at the S atom; the S-N-C-C torsion angle is 132.0?(3)°. The central part of the mol-ecule, C-C-N-N=C, is almost linear, with the C-C-N-N and C-N-N=C torsion angles being -174.1?(2) and 176.0?(2)°, respectively. The dihedral angle between the p-toluene-sulfonyl ring and the S-N-C-C(=O) segment is 67.5?(4)°, while that between the two aromatic rings is 52.17?(11)°. In the crystal, the water H atom is involved in O-H?O hydrogen bonds with a sulfonamide O atom and the carbonyl O atom. The water O atom is itself hydrogen bonded to both NH hydrogen atoms. These four hydrogen bonds lead to the formation of corrugated sheets lying parallel to (100). There are also weak C-H?O contacts present within the sheets.

SUBMITTER: Purandara H

PROVIDER: S-EPMC4459383 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of (E)-N-{2-[2-(3-chloro-benzyl-idene)hydrazin-yl]-2-oxoeth-yl}-4-methyl-benzene-sulfonamide monohydrate.

Purandara H H Foro Sabine S Gowda B Thimme BT

Acta crystallographica. Section E, Crystallographic communications 20150509 Pt 6

The mol-ecule of the title compound, C16H16ClN3O3S·H2O, is L-shaped being bent at the S atom; the S-N-C-C torsion angle is 132.0 (3)°. The central part of the mol-ecule, C-C-N-N=C, is almost linear, with the C-C-N-N and C-N-N=C torsion angles being -174.1 (2) and 176.0 (2)°, respectively. The dihedral angle between the p-toluene-sulfonyl ring and the S-N-C-C(=O) segment is 67.5 (4)°, while that between the two aromatic rings is 52.17 (11)°. In the crystal, the water H atom is involved in O-H⋯O h ...[more]

PMID: 26090131

Similar Datasets

Crystal structure of (E)-N-{2-[2-(2-chloro-benzyl-idene)hydrazin-1-yl]-2-oxoeth-yl}-4-methyl-benzamide monohydrate.

Project description:The title compound, C17H16ClN3O2·H2O, an acyl-hydrazone derivative, contains a glycine moiety and two substituted benzene rings on either end of the chain. It crystallized as a monohydrate. The mol-ecules adopt an E conformation with respect to the C=N double bond, as indicated by the N-N=C-C torsion angle of 179.38 (14)°. The mol-ecule is twisted in such a way that the almost planar Car-C(=O)-N(H)-C(H2) and C(H2)-C(=O)N(H)-N=C-Car [r.m.s deviations = 0.009 and 0.025 Å, respectively] segments are inclined to on another by 77.36 (8)°, while the benzene rings are normal to one another, making a dihedral angle of 89.69 (9)°. In the crystal, the water mol-ecule links three mol-ecules through two O-H⋯O and one N-H⋯O hydrogen bonds. The mol-ecules are linked via pairs of N-H⋯O hydrogen bonds, forming inversion dimers with an R 2 (2)(14) ring motif. The dimers are linked by O-H⋯O hydrogen bonds, involving two mol-ecules of water, forming chains along [100], enclosing R 2 (2)(14) and R 2 (2)(18) ring motifs. The chains are linked through C-H⋯O inter-actions, forming sheets parallel to (010). Within the sheets, there are C-H⋯π and parallel slipped π-π stacking inter-actions present [inter-centroid distance = 3.6458 (12) Å].

| S-EPMC4518978 | biostudies-literature

Crystal structure of (E)-N-{2-[2-(4-methyl-benzyl-idene)hydrazin-1-yl]-2-oxoeth-yl}-p-toluene-sulfonamide.

Project description:The title acyl-hydrazone derivative, C17H19N3O3S, containing an amino acid moiety and electron-donating substituents attached to both the phenyl rings, crystallized with two independent mol-ecules (A and B) in the asymmetric unit. The mol-ecules are bent at the S atom, with C-SO2-NH-CH2 torsion angles of -67.3 (2) and 67.7 (3)° in mol-ecules A and B, respectively. Further, the dihedral angles between the sulfonyl-glycine segments and the p-toluene-sulfonyl rings are 76.1 (1) and 85.8 (1)° in mol-ecules A and B, respectively. The central hydrazone segments and the toluene rings attached to them are almost co-planar with their mean planes being inclined to one another by 5.2 (2) (mol-ecule A) and 2.9 (2)° (mol-ecule B). The dihedral angles between the benzene rings are 86.83 (12) (mol-ecule A) and 74.00 (14)° (mol-ecule B). In the crystal, the A mol-ecules are linked by a pair of N-H⋯O hydrogen bonds, forming inversion dimers with an R 2 (2)(8) ring motif. The dimers are linked via three N-H⋯O hydrogen bonds involving the B mol-ecules, forming chains along [100] and enclosing R 2 (2)(12) and R 4 (4)(16) ring motifs. The chains are linked via C-H⋯O hydrogen bonds and a C-H⋯π inter-action, forming sheets parallel to (010). There is a further C-H⋯π inter-action and a slipped parallel π-π inter-action [inter-centroid distance = 3.8773 (16) Å] between the sheets, leading to the formation of a three-dimensional framework.

| S-EPMC4459384 | biostudies-literature

4-Chloro-N-(3-methyl-benzo-yl)benzene-sulfonamide monohydrate.

Project description:In the title compound, C(14)H(12)ClNO(3)S·H(2)O, the dihedral angle between the sulfonyl and benzoyl benzene rings is 84.4?(2)°. In the crystal, every water mol-ecule forms four hydrogen bonds with three different mol-ecules of 4-chloro-N-(3-methyl-benzo-yl)benzene-sulfonamide. One of the water H atoms forms a bifurcated hydrogen bond with both the sulfonyl and the carbonyl O atoms of the same mol-ecule. Mol-ecules are linked into layers in the ab plane through N-H?O and O-H?O hydrogen bonds.

| S-EPMC3254406 | 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-(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⋯π and π-π inter-actions [ring centroid-ring centroid distance = 3.674 (2) Å]. C-H⋯O inter-actions are also present.

| S-EPMC2983656 | biostudies-literature

4-{2-[(5-Chloro-2-hydroxy-benzyl-idene)amino]eth-yl}benzene-sulfonamide.

Project description:In the mol-ecule of the title compound, C(15)H(15)ClN(2)O(3)S, the S atom adopts a distorted tetra-hedral coordination geometry with two O atoms, one N atom of the amide group and one C atom of the aromatic ring. An intra-molecular O-H⋯N hydrogen bond results in the formation of a planar six-membered ring, which is oriented with respect to the adjacent aromatic ring at a dihedral angle of 3.38 (11)°. Thus, the two rings are nearly coplanar. In the crystal structure, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into centrosymmetric dimers.

| S-EPMC2960939 | biostudies-literature

Crystal structure of (E)-4-methyl-N-{2-[2-(4-nitro-benzyl-idene)hydrazin-1-yl]-2-oxoeth-yl}benzene-sulfonamide N,N-di-methyl-formamide monosolvate.

Project description:The mol-ecule of the title Schiff base compound, C16H16N4O5S·C3H7NO, displays a trans conformation with respect to the C=N double bond. The C-N and N-N bonds are relatively short compared to their normal bond lengths, indicating some degree of delocalization in the mol-ecule. The mol-ecule is bent at the S atom, with an S-N-C-C torsion angle of 164.48 (11)°. The dihedral angle between the two aromatic rings is 84.594 (7)°. Inter-molecular N-H⋯O and C -H⋯O hydrogen bonds connect centrosymmetrically related mol-ecules into dimers forming rings of R33(11) and R22(10) graph-set motif stacked along the a axis into a columnar arrangement. The mol-ecular columns are further linked into a three-dimensional network by C-H⋯π inter-actions.

| S-EPMC5683490 | biostudies-literature

Crystal structure and Hirshfeld surface analysis of (E)-4-chloro-N-{2-[2-(4-nitro-benzyl-idene)hydrazin-1-yl]-2-oxoeth-yl}benzene-sulfonamide N,N-di-methyl-formamide monosolvate.

Project description:The asymmetric unit of the title compound, C15H13ClN4O5S·C3H7NO, contains one mol-ecule each of the Schiff base and the solvent di-methyl-formamide. The hydrazone group adopts an E configuration about the C=N bond. The dihedral angle between the two aromatic rings is 86.58?(2)°. In the crystal, pairs of N-H?O hydrogen bonds between centrosymmetrically related mol-ecules generates rings with an R22(10) graph-set motif. The dimers are further linked via N-H?O and C-H?O hydrogen bonds, leading to the formation of R33(11) ring motifs. C-H?? inter-actions are also observed. The inter-molecular inter-actions in the crystal structure were qu-anti-fied and analysed using Hirshfeld surface analysis, which indicates that the most significant contacts in packing are O?H/H?O (31.3%), followed by H?H (25.4%) and C?H/H?C (13.0%).

| S-EPMC5947811 | biostudies-other

4-Chloro-N-(3-chloro-benzo-yl)benzene-sulfonamide monohydrate.

Project description:In the title compound, C(13)H(9)Cl(2)NO(3)S·H(2)O, the conformation of the C=O bond is syn to the meta-Cl group in the benzoyl ring. The mol-ecules are twisted at the S-N bond with a C-S-N-C torsion angle of 72.9 (2)°. The dihedral angle between the sulfonyl benzene ring and the S-NH-C-O segment is 77.8 (1)° and that between the sulfonyl and benzoyl benzene rings is 80.5 (1)°. In the crystal, mol-ecules are linked into a two-dimensional network parallel to (100) by N-H⋯O and O-H⋯O hydrogen bonds.

| S-EPMC3006969 | biostudies-literature

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