Benzenesulfonamide

Gowda, B.T.; Nayak, Roopa P; Kožı́šek, Jozef; Tokarčík, M.; Fueß, H.

doi:10.1107/s1600536807024221

Cited by 22 publications

(44 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The S16‐N22, S16‐O19, S16‐O20 and C13‐S16 bond lengths were obtained at 1.610 (2)/1.672 Å, 1.442 (18)/1.444 Å, 1.435 (18)/1.444 Å and 1.764 (3)/1.795 Å (exp./cal.) in our study, while these bond lengths for 4‐X–C 6 H 4 SO 2 NH 2 (X=CH 3 , NH 2 , H, F, Cl and Br) compounds in the literature were found as 1.610 (6) Å, 1.610 Å, 1.597 (8) Å, 1.601 (2) Å, 1.595 (18) Å and 1.599 (3) Å for S16‐N22 bond length, 1.433 (5) Å, 1.470 Å, 1.408 (9) Å, 1.437 (14) Å, 1.430 (14) Å and 1.432 (2) Å for S16‐O19 one, 1.428 (5) Å, 1.410 Å, 1.394 (8) Å, 1.431 (14) Å, 1.430 (14) Å and 1.426 (3) Å for S16‐O20 one, 1.788 (8) Å, 1.740 Å, 1.755 (9) Å, 1.763 (2) Å, 1.767 (18) Å and 1.768 (3) Å for C13‐S16 one, respectively . In our study, we obtained 107.65 (12)°/107.19° for C13‐S16‐N22 bond angle and 117.22 (11)°/122.94° for O19‐S16‐O20 one.…”

Section: Resultssupporting

confidence: 48%

4‐[(1, 3‐Dioxoisoindolin‐2‐yl)methyl]benzenesulfonamide: Full Structural and Spectroscopic Characterization and Molecular Docking with Carbonic Anhydrase II

et al. 2018

View full text Add to dashboard Cite

The structural, spectral, electronic, thermodynamic and nonlinear optical features of 4-[(1, 3-dioxoisoindolin-2-yl)methyl] benzenesulfonamide were investigated using experimental and theoretical methods. Experimental characterization was carried out via FT-IR, Raman, carbon-13 and proton NMR chemical shifts and UV-Vis. spectroscopic techniques. The molecular electronic structure computations were done with DFT/B3LYP method using the 6-311 + + G(2d,2p) basis set. VEDA4 software was used to analyze in PED (potential energy distribution) to vibrational profile of computed harmonic frequencies.Hirshfeld surface analysis was performed to determine interactions in crystal packing of the compound. Additionally, the highest occupied molecular orbitals (HOMOs), lowest unoccu-pied molecular orbitals (LUMOs), nonlinear optical (NLO) analysis, molecular electrostatic potential (MEP and ESP) surfaces and thermochemical properties were studied with theoretical computational method. The localization contributions on the defined molecular groups of molecular orbitals in the electronic transitions were investigated. Enzyme-ligand interactions of 4-[(1, 3-dioxoisoindolin-2-yl)methyl]benzenesulfonamide with carbonic anhydrase II were investigated by molecular docking analysis. The experimental and calculated structural and spectroscopic data were compared with each other. The correlation between computed results and experimental records is in a good harmony. Computational proceduresThe structural optimization, vibrational frequencies, 1 H and 13 C NMR chemical shifts, UV-Vis. spectroscopic analysis, HOMO-LUMO studies, molecular electrostatic potential (MEP, ESP and MEP contour) mapping, nonlinear optical features and thermochemical features of the title molecule were investigated with B3LYP functional [12,13] in DFT method at the 6-311 + + G(2d,2p) [a] Dr.

show abstract

Section: Resultssupporting

confidence: 48%

4‐[(1, 3‐Dioxoisoindolin‐2‐yl)methyl]benzenesulfonamide: Full Structural and Spectroscopic Characterization and Molecular Docking with Carbonic Anhydrase II

et al. 2018

View full text Add to dashboard Cite

show abstract

“…The obtained bond lengths of C@C fall in the range from 1.371 to 1.394 Å [6] for three compounds. For benzenesulfonamide molecule these bond lengths were found in the range 1.339-1.407 Å [27]. B3LYP method predicted these bonds at ca.…”

Section: Molecular Geometriesmentioning

confidence: 96%

Theoretical investigation on the molecular structure, Infrared, Raman and NMR spectra of para-halogen benzenesulfonamides, 4-X-C6H4SO2NH2 (X=Cl, Br or F)

Karabacak

Çınar

Çoruh

et al. 2009

Journal of Molecular Structure

View full text Add to dashboard Cite

“…5.2.8. FSTW-YIFZAP (Gowda et al, 2007). This material, falling at the bottom of Table 1 in FSTW (Flack et al, 2011), caught the interest of those authors because of the small variation of R D (= AE|D obs À D model |/AE|D obs |, summed over the Friedel pairs) as a function of imposed values for the Flack (x) parameter.…”

Section: Figure 27mentioning

confidence: 99%

Why direct and post-refinement determinations of absolute structure may give different results

Watkin

Cooper

2016

Acta Crystallogr Sect B

View full text Add to dashboard Cite

Direct determination of the Flack parameter as part of the structure refinement procedure usually gives different, though similar, values to post-refinement methods. The source of this discrepancy has been probed by analysing a range of data sets taken from the recent literature. Most significantly, it was observed that the directly refined Flack (x) parameter and its standard uncertainty are usually not much influenced by changes in the refinement weighting schemes, but if they are then there are probably problems with the data or model. Post-refinement analyses give Flack parameters strongly influenced by the choice of weights. Weights derived from those used in the main least squares lead to post-refinement estimates of the Flack parameters and their standard uncertainties very similar to those obtained by direct refinement. Weights derived from the variances of the observed structure amplitudes are more appropriate and often yield post-refinement Flack parameters similar to those from direct refinement, but always with lower standard uncertainties. Substantial disagreement between direct and post-refinement determinations are strongly indicative of problems with the data, which may be difficult to identify. Examples drawn from 28 structure determinations are provided showing a range of different underlying problems. It seems likely that post-refinement methods taking into account the slope of the normal probability plot are currently the most robust estimators of absolute structure and should be reported along with the directly refined values.

show abstract

Benzenesulfonamide

Cited by 22 publications

References 9 publications

4‐[(1, 3‐Dioxoisoindolin‐2‐yl)methyl]benzenesulfonamide: Full Structural and Spectroscopic Characterization and Molecular Docking with Carbonic Anhydrase II

4‐[(1, 3‐Dioxoisoindolin‐2‐yl)methyl]benzenesulfonamide: Full Structural and Spectroscopic Characterization and Molecular Docking with Carbonic Anhydrase II

Theoretical investigation on the molecular structure, Infrared, Raman and NMR spectra of para-halogen benzenesulfonamides, 4-X-C6H4SO2NH2 (X=Cl, Br or F)

Why direct and post-refinement determinations of absolute structure may give different results

Contact Info

Product

Resources

About