Synthesis, crystal structure and Hirshfeld surface analysis of 2-(perfluorophenyl)acetamide in comparison with some related compounds

Novikov, Anton P.; Bezdomnikov, Alexey A.; Grigoriev, Mikhail S.; German, K. É.

doi:10.1107/s2056989021013359

Cited by 5 publications

(2 citation statements)

References 16 publications

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“…The fingerprint plots (2D scans of 3D surfaces) are a convenient way to analyze the intermolecular interactions present in crystals. This method can be used to analyze the π–stacking interactions [ 40 ], the halogen and hydrogen bonds [ 41 , 42 ], anion–π [ 28 ] and other weak non-covalent interactions [ 43 , 44 ].…”

Section: Resultsmentioning

confidence: 99%

Novel Synthesis Methods of New Imidazole-Containing Coordination Compounds Tc(IV, V, VII)—Reaction Mechanism, Xrd and Hirshfeld Surface Analysis

Volkov

Novikov

Grigoriev

et al. 2022

IJMS

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In this work, we have proposed two new methods for the synthesis of [TcO2L4]+ (where L = imidazole (Im), methylimidazole (MeIm)) complexes using thiourea (Tu) and Sn(II) as the reducing agents. The main and by-products of the reactions were determined, and possible reaction mechanisms were proposed. We have shown that the reduction of Tc(VII) with thiourea is accompanied by the formation of the Tc(III) intermediate and further oxidation to Tc(V). The reaction conditions’ changing can lead to the formation of Tc(VII) and Tc(IV) salts. Seven new crystal structures are described in this work: Tc(V) complexes, salts with Tc(VII) and Tc(IV) anions. For the halide salts of Tu the cell parameters were determined. In all of the obtained compounds, except for [TcO2(MeIm)4]TcO4, there are π–stacking interactions between the aromatic rings. An increase in the anion size lead to weakening of the intermolecular interactions. The halogen bonds and anion-π interactions were also found in the hexahalide-containing compounds. The Hirshfeld surface analysis showed that the main contribution to the crystal packing is created by the van der Waals interactions of the H···H type (42.5–55.1%), H···C/C ···H (17.7–21.3%) and hydrogen bonds, which contribute 15.7–25.3% in total.

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Section: Resultsmentioning

confidence: 99%

Novel Synthesis Methods of New Imidazole-Containing Coordination Compounds Tc(IV, V, VII)—Reaction Mechanism, Xrd and Hirshfeld Surface Analysis

Volkov

Novikov

Grigoriev

et al. 2022

IJMS

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“…[40] Fingerprint plots or 2D d norm surface unfolding is a convenient way to summarize the intermolecular contacts present in crystals by decomposing this fingerprint plot into functions to identify specific interactions. This method can be used to analyze π-interactions (such as anion-π, anion-π-cation, anion-π-π and π-stacking), [6,42] halogen and hydrogen bonds, [43,44] and other weak non-covalent interactions. [45,46] The donor-acceptor groups are visualized using a standard (high) surface resolution and d norm surfaces, as illustrated in Figure 5.…”

Section: Chemistryselectmentioning

confidence: 99%

Cation Protonation Degree Influence on the Formation of Anion⋅⋅⋅Anion and Other Non‐Valent Interactions in Guaninium Perrhenates and Pertechnetate

et al. 2022

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H 2 Gua(ReO 4 ) 2 , HGuaReO 4 and HGuaTcO 4 were first obtained and structurally characterized. Two types of anionic interactions were found in the structure with the twice protonated cation. One type of the rare double-lock interaction of perrhenate anions was found in the case of the singly protonated guanine salt. Singly charged cations are linked by hydrogen bonds into layer. π-Stacking interactions between these layers form 3dimensional frame. Multiple and relatively abundant anion-π interactions are formed in H 2 Gua(ReO 4 ) 2 as compared to HGuaReO 4 and HGuaTcO 4 . Different types of crystal packing are formed in the compounds under research. Hirshfeld surface analysis has given evidence that the main contribution to intermolecular interactions for the cations is made by hydrogen bonds of the O⋅⋅⋅H/H⋅⋅⋅O type in all structures, O⋅⋅⋅C/C⋅⋅⋅O and O⋅⋅⋅N/N⋅⋅⋅O interactions in H 2 Gua(ReO 4 ) 2 , N⋅⋅⋅H/H⋅⋅⋅N and H⋅⋅⋅H interactions in HGuaReO 4 and HGuaTcO 4 .

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Synthesis, crystal structure and Hirshfeld surface analysis of N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfonyl)acetamide

Geetha¹,

Kumar²,

Kumar³

et al. 2023

Acta Cryst E

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The synthesis and crystal structure of the title compound, C12H16FNO3S, which is related to the herbicide flufenacet, are presented. The dihedral angle between the amide group and the fluorinated benzene ring is 87.30 (5)° and the N—C—C—S torsion angle defining the orientation of the methylsulfonyl substituent relative to the amide group is 106.91 (11)°. In the crystal, inversion-related molecules form dimers as a result of pairwise C—H...O hydrogen bonds, which appear to be reinforced by short O...π contacts [O...Cg = 3.0643 (11) Å]. A Hirshfeld surface analysis was used to quantify the various types of intermolecular contacts, which are dominated by H atoms.

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Synthesis, crystal structure and Hirshfeld surface analysis of 2-(perfluorophenyl)acetamide in comparison with some related compounds

Cited by 5 publications

References 16 publications

Novel Synthesis Methods of New Imidazole-Containing Coordination Compounds Tc(IV, V, VII)—Reaction Mechanism, Xrd and Hirshfeld Surface Analysis

Novel Synthesis Methods of New Imidazole-Containing Coordination Compounds Tc(IV, V, VII)—Reaction Mechanism, Xrd and Hirshfeld Surface Analysis

Cation Protonation Degree Influence on the Formation of Anion⋅⋅⋅Anion and Other Non‐Valent Interactions in Guaninium Perrhenates and Pertechnetate

Synthesis, crystal structure and Hirshfeld surface analysis of N-(4-fluorophenyl)-N-isopropyl-2-(methylsulfonyl)acetamide

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