Molecular Structures of p-Methylsulphonylbenzoic Acid and Methylphenylsulphone: Comparison of X-Ray and Electron Diffraction Results

Abstract

<jats:p>The molecular structures of p-methylsulphonylbenzoic acid and methylphenylsulphone have been accurately determined by X-ray crystallography and gas electron diffraction, respectively. After correction for systematic effects, the geometry of the crystal molecule is seen to agree with that of the free molecule within a few thousandths of an Å unit for bond distances and a few tenths of a degree for bond angles. An exception is the S-Me bond distance, which is ca. 0.02 Å shorter in the crystal. The distortion of the benzene ring angles from 120°, an effect of the - SO<jats:sub>2</jats:sub>Me substituent, is virtually the same from both experiments</jats:p>

Structural Diversification of Light‐Metal Coordination Polymers Using 4‐(Methylsulfonyl)benzoate with a Charge‐Polarized Neutral Methylsulfonyl Coordination Moiety

“…[8b], The Na–O(SO 2 ) bond lengths [2.283(4) and 2.297(4) Å] are shorter than the Na–O(COO) bond lengths [2.348(4) and 2.753(4) Å]. The coordinated S=O (O1 and O6) bond lengths [1.444(3) and 1.446(3) Å] are similar to the uncoordinated S=O (O2, O5, O9 and O10) bond lengths [1.421(4)–1.442(4) Å], and there is no large difference between the S=O bond lengths of 1 and those of the pure organic crystal H‐msbza [1.440(1) and 1.436(1) Å] . In the case of the organic ligands with the charge‐polarized neutral pyridine N ‐oxide moiety, the coordination of this moiety to Mg II cations caused an elongation of the N–O bond, because of a further negative charge accumulation on the oxygen atoms .…”

“…(O2, O5, O9 and O10) bond lengths [1.421( 4)-1.442( 4) Å], and there is no large difference between the S=O bond lengths of 1 and those of the pure organic crystal H-msbza [1.440(1) and 1.436(1) Å]. [11] In the case of the organic ligands with the charge-polarized neutral pyridine N-oxide moiety, the coordination of this moiety to Mg II cations caused an elongation of the N-O bond, because of a further negative charge accumulation on the oxygen atoms. [8] In contrast, such an elongation was not observed in the msbzaligand.…”

Gallic Acid Dimer As a Double π–Hole Donor: Evidence from X-ray, Theoretical Calculations, and Generalization from the Cambridge Structural Database

“…We have represented four structures in Figure 3 where different O-donor groups are involved in the interaction. Figure 3a shows the structure of p-methylsulfonylbenzoic acid (refcode COBFUU 61 ) where the centrosymmetric hydrogen-bonded carboxylic acid dimer establishes two O•••π−hole interactions. In this self-assembly, the O atoms of the sulfonyl groups are located at 3.11 Å (0.11 Å shorter than ∑R vdW ) from the carboxylic C atoms and pointing to the π− hole (α = 81.4°).…”