P. A. Suchetan

(1Z)-1-(1-Benzo­furan-2-yl)ethanone oxime

The title compound, C10H9NO2, is almost planar (r.m.s. deviation for the non-H atoms = 0.027 Å) and the conformation across the C=N bond is syn. Further, the O atom of the benzofuran ring is syn to the CH3 group in the side chain. In the crystal, molecules are linked into C(3) chains propagating in [010] by O—H⋯N hydrogen bonds.

Investigation of the crystal structures of N-(4-fluorobenzoyl)benzenesulfonamide and N-(4-fluoro-benzoyl)-4-methylbenzenesulfonamide

Abstract The crystal structures of two closely related compounds, namely, N-(4-fluorobenzoyl)-benzenesulfonamide (I) and N-(4-fluorobenzoyl)-4-methylbenzenesulfonamide (II) are investigated by analysing the packing patterns and intermolecular interactions, and also by Hirshfeld surface analysis. The crystal structure of each of (I) and (II) displays a two-dimensional architecture. Hirshfeld surfaces comprising dnorm surface and 2D fingerprint plots were analysed for both molecules in order to understand the relationship between the crystal structures. The analysis shows that the lengths of the observed hydrogen bonds and other intermolecular interactions in (II) are relatively shorter than those observed in (I). Further, the analysis demonstrates the predominant participation of the sulfonyl-O atom and the carbonyl-O atom as the hydrogen bond acceptors in (I) and (II), respectively.

Crystal structure of 2-(4-methyl-piperazin-1-yl)quinoline-3-carbaldehyde.

In the title compound, C15H17N3O, the aldehyde group is twisted relative to the quinoline group by17.6 (2)° due to the presence of a bulky piperazinyl group in the ortho position. The piperazine N atom attached to the aromatic ring is sp 3-hybridized and the dihedral angle between the mean planes through the the six piperazine ring atoms and through the quinoline ring system is 40.59 (7)°. Both piperazine substituents are in equatorial positions.

N-(4-Meth-oxy-benzo-yl)benzene-sulfon-amide.

In the title compound, C14H13NO4S, the dihedral angle between the aromatic rings is 69.81 (1)°; the dihedral angle between the planes defined by the S—N—C=O segment of the central chain and the sulfonyl benzene ring is 74.91 (1)°. In the crystal, the molecules are linked by weak N—H⋯O hydrogen bonds into C(4) chains running along [100]. The molecules in adjacent chains are linked by weak C—H⋯O interactions, generating R 2 2 (16) dimeric pairs. Weak C—H⋯π interactions connect the double chains into (001) sheets.

2-Chloro-N-(4-methoxybenzoyl)benzene-sulfonamide

In the title compound, C14H12ClNO4S, the dihedral angle between the aromatic rings is 82.07 (1)° and the dihedral angle between the planes defined by the S—N—C=O fragment and the sulfonyl benzene ring is 82.46 (3)°. In the crystal, the molecules are linked into C(4) chains running along [001] by strong N—H⋯O hydrogen bonds. A C—H⋯O interaction reinforces the [001] chains: its graph-set symbol is C(7). The chains are cross-linked into (100) sheets by further C—H⋯O interactions as C(6) chains along [001]. The structure also features weak π–π stacking interactions [centroid–centroid distances = 3.577 (1) and 3.8016 (1) Å].

Synthesis, crystal structure and molecular docking studies of novel 2-(4-(4-substitutedphenylsulfonyl)piperazin-1-yl)quinolone-3-carbaldehyde derivatives

The present work reports the synthesis of novel 2-(4-(4-substitutedphenylsulfonyl) piperazin-1-yl) quinolone-3-carbaldehyde derivatives, namely, 2-(4-tosylpiperazin-1-yl)quinoline-3-carbaldehyde (4a), 2-(4-(4-nitrophenylsulfonyl)piperazin-1-yl)quinoline-3-carbaldehyde (4b) and 2-(4-(4-tert-butylphenylsulfonyl) piperazin-1-yl)quinoline-3-carbaldehyde (4c). These compounds have been characterized by FT-IR, 1H-NMR, 13C-NMR and LCMS. Further, the structures of compounds 4b and 4c have been elucidated by single crystal X-ray diffraction studies. The asymmetric unit of 4b contains two molecules (A and B) and that of 4c contains one. The piperazine ring in both the molecules 4b and 4c has chair conformation and the aldehyde group is twisted with respect to the quinoline group, respectively, by 13.3 (3)°, 18.2 (3)° and 11.2 (3)° in Molecule A & B of 4b and 4c due to the bulky piperazinyl group present in the ortho position. The crystal structures of both features interactions of the type C-H…O, C-H…πaryl and πaryl… πaryl, leading to a three-dimensional (3D) supramolecular architecture in 4b and a one-dimensional (1D) architecture in 4c. The various intermolecular interactions exhibited in 4b and 4c are well supported by Hirshfeld surface and fingerprint plots analysis. Further, the three compounds were evaluated for their in-silico antimicrobial activity. In-silico molecular docking studies were carried out in order to know the binding modes of the synthesized compounds with DNA Gyrase A and N-myristoyltranferase as target proteins for antibacterial and antifungal docking studies, respectively.

Crystal structures of 3-fluoro-N-[2-(tri­fluoro­meth­yl)phen­yl]benzamide, 3-bromo-N-[2-(tri­fluoro­meth­yl)phen­yl]benzamide and 3-iodo-N-[2-(tri­fluoro­meth­yl)phen­yl]benzamide

The crystal structures of three N-[2-(trifluoromethyl)phenyl]benzamides are reported. The 3-fluorobenzamide crystallized with two independent molecules in the asymmetric unit; the dihedral angles between the two benzene rings are 43.94 (8) and 55.66 (7)°. In the 3-bromobenzamide and the 3-iodobenzamide, this dihedral angle is much smaller, viz. 10.40 (12) and 12.5 (2)°, respectively.

Crystal structures of three N-(aryl-sulfon-yl)-4-fluoro-benzamides.

The crystal structures of three N-(arylsulfonyl)-4-fluorobenzamides, namely 4-fluoro-N-(2-methylphenylsulfonyl)benzamide, (I), N-(2-chlorophenylsulfonyl)-4-fluorobenzamide, (II), and N-(4-chlorophenylsulfonyl)-4-fluorobenzamide monohydrate, (III), are described and compared with related structures. The conformation of the three molecules is very similar with the aromatic rings being inclined to one another by 82.83 (11) and 85.01 (10)° in the two independent molecules of (I), 89.91 (10)° in (II) and 81.82 (11)° in (III).

Crystal structure of 4-methoxyphenyl 2-oxo-2H-chromene-3-carboxylate

In the title compound, C17H12O5, the dihedral angle between the planes of the coumarin ring system (r.m.s. deviation = 0.015 Å) and the benzene ring is 48.04 (10)°. The central CO2 group subtends a dihedral angle of 27.15 (11)° with the coumarin ring system and 74.86 (13)° with the benzene ring. In the crystal, molecules are linked by C—H⋯O interactions, which generate a three-dimensional network. Very weak C—H⋯π interactions are also observed.

N-Ethyl-2,2-dimethyl-N-(3-methyl­phen­yl)propanamide

In the title compound, C14H21NO, the conformation across the N—C(O) bond is syn-periplanar, the C—N—C—C torsion being −5.9 (5)°. The atoms of the ethyl group attached to the N atom are disordered over two sets of sites with occupancy ratios of 0.65 (2):0.35 (2) (CH2) and 0.689 (14):0.311 (14) (CH3)are linked by very weak C—H⋯O interactions forming C(8) chains along [001]. C—H⋯π interactions link the molecules along the c-axis direction.