Browse
Submit Data
Databases
API
Help

Dataset Information

11 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of N'-[(E)-(4-chloro-phen-yl)(phen-yl)methyl-idene]-4-methyl-benzene-sulfono-hydrazide.

ABSTRACT: The title compound, C20H17ClN2O2S, was obtained by a condensation reaction between 4-chloro-benzo-phenone and tosyl hydrazide. The plane of the methyl-substituted benzene ring forms dihedral angles of 20.12?(12) and 78.43?(13)° with those of the chlorine-substituted benzene ring and the benzene ring, respectively, with the last two rings forming a dihedral angle of 67.81?(13)°. The chlorine substituent was also found to be 0.868?(2):0.132?(2) disordered over these two rings. In the crystal, mol-ecules are linked through pairs of N-H?O hydrogen bonds, giving centrosymmetric cyclic dimers [graph set R 2 (2)(8)], which are linked by weak C-H?O and C-H?Cl inter-actions into a chain structure which extends along the a-axis direction.

SUBMITTER: Balaji J

PROVIDER: S-EPMC4331850 | biostudies-other | 2015 Jan

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

Crystal structure of N'-[(E)-(4-chloro-phen-yl)(phen-yl)methyl-idene]-4-methyl-benzene-sulfono-hydrazide.

Balaji J J Prabu S S Xavier J J F JJ Srinivasan P P

Acta crystallographica. Section E, Crystallographic communications 20150101 Pt 1

The title compound, C20H17ClN2O2S, was obtained by a condensation reaction between 4-chloro-benzo-phenone and tosyl hydrazide. The plane of the methyl-substituted benzene ring forms dihedral angles of 20.12 (12) and 78.43 (13)° with those of the chlorine-substituted benzene ring and the benzene ring, respectively, with the last two rings forming a dihedral angle of 67.81 (13)°. The chlorine substituent was also found to be 0.868 (2):0.132 (2) disordered over these two rings. In the crystal, mol- ...[more]

PMID: 25705499

Similar Datasets

Crystal structure of (E)-N'-(4-chloro-benzyl-idene)-4-methyl-benzene-sulfono-hydrazide: a hexa-gonal polymorph.

Project description:The title compound, C14H13ClN2O2S, crystallized in the enanti-omorphic defining hexa-gonal space group P61 [Flack parameter = -0.02?(7)]. The partially hydrated form of the same compound, crystallizing in the triclinic space group P-1, has been reported previously [Kia et al. (2009b). Acta Cryst. E65, o1119], as has the crystal structure of the bromo derivative, also crystallizing in the space group P-1 [Kia et al. (2009a). Acta Cryst. E65, o821]. The title mol-ecule is non-planar with the planes of the benzene rings being inclined to one another by 76.62?(13)°, and has an E conformation about the C=N bond. In the crystal, mol-ecules are linked via N-H?O hydrogen bonds forming 61 helical chains running along [001]. The chains are linked via C-H?O hydrogen bonds, C-H?? inter-actions and short Cl?O [3.015?(3)?Å] inter-actions, forming a three-dimensional structure.

| S-EPMC4257446 | biostudies-literature

Crystal structure of (E)-N'-(3,4-di-fluoro-benzyl-idene)-4-methyl-benzene-sulfono-hydrazide.

Project description:In the title compound, C14H12F2N2O2S, the dihedral angle between the aromatic rings is 70.23?(8)° and the S-N-N=C torsion angle is 172.11?(11)°. In the crystal, N-H?O hydrogen bonds link the mol-ecules into [100] C(4) chains, with adjacent mol-ecules in the chain related by translational symmetry. The chains are linked by weak C-H?F and C-H?O inter-actions, thereby forming a three-dimensional network.

| S-EPMC4647373 | biostudies-literature

4-Methyl-N'-(2-oxoindolin-3-yl-idene)benzene-1-sulfono-hydrazide.

Project description:In the title compound, C(15)H(13)N(3)O(3)S, the C-S-N(H)-N linkage is non-planar, the torsion angle being -65.12 (13)° and the S atom showing a tetra-hedral environment. The compound has two almost planar fragments linked to the S atom: the isatin-derivative fragment [(C(8)H(5)NO)N-N(H)-] and the tolyl fragment [C(7)H(7)-] have maximum deviations from the mean plane through the non-H atoms of 0.0813 (13) and 0.0094 (16) Å, respectively, and make an inter-planar angle of 80.48 (3)°. In the crystal, mol-ecules are connected into inversion dimers via pairs of N-H⋯O hydrogen bonds. Additionally, the mol-ecular structure is stabilized by an intra-molecular N-H⋯O hydrogen bond.

| S-EPMC3238916 | biostudies-literature

Crystal structure of (E)-N'-{[(1R,3R)-3-isopropyl-1-methyl-2-oxo-cyclo-pent-yl]methyl-idene}-4-methyl-benzene-sulfono-hydrazide.

Project description:The title compound, C17H24N2O3S, was synthesized in order to determine the relative configuration of the corresponding ?-keto aldehyde. In the U-shaped mol-ecule, the five-membered ring approximates an envelope with the methyl-ene atom adjacent to the quaternary C atom being the flap. The dihedral angles between the four nearly coplanar atoms of the five-membered ring and the flap and the aromatic ring are 38.8?(4) and 22.9?(2)°, respectively. The bond angles around the S atom are in the range 104.11?(16)-119.95?(16)°. In the crystal, mol-ecules are linked via N-H?O by hydrogen bonds, forming a chain along the a-axis direction.

| S-EPMC4384629 | biostudies-literature

(E)-N'-[(2-Hy-droxy-naphthalen-1-yl)methyl-idene]-4-methyl-benzene-sulfono-hydrazide.

Project description:In the title compound, C(18)H(16)N(2)O(3)S, the dihedral angle between the planes of the benzene ring and the naphthyl ring system is 83.37?(10)°. An intra-molecular O-H?N hydrogen bond occurs. Inter-molecular N-H?O hydrogen bonds stabilize the crystal structure. There is a ?-? inter-action between the naphthyl ring systems [centroid-centroid distance = 3.7556?(15)?Å]. In addition, naphth-yl-tolyl and naphth-yl-naphthyl C-H?? inter-actions are observed.

| S-EPMC3052163 | biostudies-literature

Crystal structure and Hirshfeld surface analysis of (E)-N'-benzyl-idene-4-chloro-benzene-sulfono-hydrazide and of its (E)-4-chloro-N'-(ortho- and para-methyl-benzyl-idene)benzene-sulfono-hydrazide derivatives.

Project description:(E)-N'-Benzyl-idene-4-chloro-benzene-sulfono-hydrazide, C13H11ClN2O2S, (I), and its ortho- and para-methyl-substituted derivatives, C14H13ClN2O2S, namely (E)-4-chloro-N'-(2-methyl-benzyl-idene)benzene-sulfono-hydrazide, (II), and (E)-4-chloro-N'-(4-methyl-benzyl-idene)benzene-sulfono-hydrazide, (III), have been synthesized, characterized spectroscopically and their crystal structures determined to investigate the effect of the substitution site of the benzyl-idene group on the structural and supra-molecular features in these compounds. Compounds (I) and (II) are isotypic while compound (III) is different. All three mol-ecules are bent at the S atom with C-S-N-N torsion angles of -66.0?(3), -66.0?(3) and -58.4?(2)° for (I), (II) and (III), respectively. The hydrazone portions of the mol-ecules, S-N-N=C, are slightly twisted from planarity, with a torsion angle of 166.5?(3)° in (I), 165.4?(3)° in (II) and 157.9?(2)° in (III). The two aromatic rings present in the compounds are inclined to each other by 78.4?(2), 74.8?(2) and 76.9?(1)° in (I), (II) and (III), respectively. In the crystal structure of the parent compound (I), and of the ortho-methyl derivative (II), an N-H?O hydrogen bond links the mol-ecules into chains along [001], which are inter-connected by weak inter-molecular C-H?O inter-actions, generating layers lying parallel to the bc plane. In the crystal of the para derivative (III), however, the packing is significantly different. Here mol-ecules are linked by pairs of N-H?O hydrogen bonds, forming inversion dimers with an R 2 2(8) ring motif. The dimers are then linked by C-Cl?? inter-actions, forming ribbons propagating along [10]. Hirshfeld surface analyses show that the van der Waals inter-actions constitute the major contribution to the inter-molecular inter-actions in the crystal structures of all three compounds. The fingerprint plots indicate that the H?H contacts make the largest contributions to the Hirshfeld surfaces.

| S-EPMC6218900 | biostudies-other

N'-[3-(Hy-droxy-imino)-butan-2-yl-idene]-4-methyl-benzene-1-sulfono-hydrazide.

Project description:In the title compound, C(11)H(15)N(3)O(3)S, the C-S-N(H)-N linkage is nonplanar, the torsion angle being 75.70?(12)°. The compound has two almost planar fragments linked to the S atom: the hydrazone-derivative fragment [(HONC(4)H(6))N-N(H)-] and the tolyl fragment (C(7)H(7)-) have maximum deviations from the mean plane through the non-H atoms of 0.0260?(10) and 0.0148?(14)?Å, respectively. The two planar fragments make an inter-planar angle of 79.47?(5)°. In the crystal, mol-ecules are connected through inversion centers via pairs of N-H?O and O-H?N hydrogen bonds.

| S-EPMC3297317 | biostudies-literature

Crystal structure of (Z)-N'-[1-(3-methyl-5-oxo-1-phenyl-1,5-di-hydro-4H-pyrazol-4-yl-idene)prop-yl]benzene-sulfono-hydrazide.

Project description:The title compound, C19H20N4O3S, was synthesized by refluxing equimolar amounts of 1-phenyl-3-methyl-4-propionylpyrazol-5-one and benzene-sulfonyl hydrazide in ethanol. The compound crystallizes in the keto form and the carbonyl O atom forms an intra-molecular N-H?O hydrogen bond with the neighbouring NH group. There is also C-H?O short contact involving the neighbouring phenyl ring. Probably as a result of this, the phenyl ring is inclined to the pyrazolone ring by only 7.58?(12)°. The dihedral angle between the phenyl ring and the benzene-sulfonyl ring is 22.78?(11)°. In the crystal, mol-ecules are linked by pairs of N-H?O hydrogen bonds, forming inversion dimers with an R (2) 2(14) ring motif. The dimers are linked via pairs of C-H?O hydrogen bonds, forming chains propagating along [100].

| S-EPMC4420066 | biostudies-literature

N'-[(E)-(5-Bromo-2-hydroxy-phen-yl)(phen-yl)methyl-idene]-4-chloro-benzo-hydrazide.

Project description:The Schiff base, C(20)H(14)BrClN(2)O(2), displays a trans conformation with respect to the C=N double bond. The aromatic rings at either end of the -C(=O)-NH-N=C- fragment are nearly parallel [dihedral angle = 3.4?(5)°]. The hydr-oxy group forms an intra-molecular hydrogen bond to the imino N atom.

| S-EPMC2977427 | biostudies-literature

Crystal structure of N'-[(E)-(1S,3R)-(3-isopropyl-1-methyl-2-oxo-cyclo-pent-yl)methyl-idene]-4-methyl-benzene-sulfono-hydrazide.

Project description:The title compound, C17H24N2O3S, was synthesized in order to determine the relative configuration of the corresponding ?-keto aldehyde. In the U-shaped mol-ecule, the five-membered ring approximates an envelope, with the methyl-ene C atom adjacent to the quaternary C atom being the flap, and the methyl and isopropyl substituents lying to the same side of the ring. The dihedral angles between the four nearly coplanar atoms of the five-membered ring and the flap and the aromatic ring are 35.74?(15) and 55.72?(9)°, respectively. The bond angles around the S atom are in the range from 103.26?(12) to 120.65?(14)°. In the crystal, mol-ecules are linked via N-H?O hydrogen bonds, forming a chain along the a axis.

| S-EPMC4719872 | 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