Crystal Structure of 3-Acetoxy-2-methyl-&lt;i&gt;N&lt;/i&gt;-(4-nitrophenyl)benzamide

Kansız, Sevgi; Çakmak, Şükriye; Dege, Necmi; Meral, Güngör; Kütük, Halil

doi:10.2116/xraystruct.34.17

Cited by 4 publications

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“…The molecule is almost planar, the C1-C6 and C8-C13 rings making a dihedral angle of 4.99 (7) . The O4 C9, C9-C8, C8 C7, C7-N2 and N2-C5 bond lengths are typical of double and single bonds, respectively (Table 1), thus indicating that the title molecule exists as a keto-enamine tautomer (Kansiz et al, 2018). The bond lengths at the N1 atom are typical of aromatic nitro groups.…”

Section: Chemical Contextmentioning

confidence: 97%

Crystal structure and Hirshfeld surface analysis of (Z)-6-[(2-hydroxy-5-nitroanilino)methylidene]-4-methylcyclohexa-2,4-dien-1-one

et al. 2019

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The title compound, C14H12N2O4, is a Schiff base that exists in the keto–enamine tautomeric form and adopts a Z configuration. The molecule is almost planar, the rings making a dihedral angle of 4.99 (7)°. The molecular structure is stabilized by an intramolecular N—H...O hydrogen bond forming an S(6) ring motif. In the crystal, inversion-related molecules are linked by pairs of O—H...O hydrogen bonds, forming dimers with an R 2 2(18) ring motif. The dimers are linked by pairs of C—H...O contacts with an R 2 2(10) ring motif, forming ribbons extended along the [2\overline{1}0] direction. Hirshfeld surface analysis, two-dimensional fingerprint plots and the molecular electrostatic potential surfaces were used to analyse the intermolecular interactions present in the crystal, indicating that the most important contributions for the crystal packing are from H...H (33.9%), O...H/H...O (29.8%) and C...H/H...C (17.3%) interactions.

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Section: Chemical Contextmentioning

confidence: 97%

Crystal structure and Hirshfeld surface analysis of (Z)-6-[(2-hydroxy-5-nitroanilino)methylidene]-4-methylcyclohexa-2,4-dien-1-one

et al. 2019

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“…Moreover, amide-based compounds represent an important group of efficient chelating ligands (Strotmeyer et al, 2003;Sliva et al, 1997;Pavlishchuk et al, 2011;Gumienna-Kontecka et al, 2007). Recently, we synthesized and studied some new substituted secondary benzamide derivatives obtained as a result of the interaction of aniline-based compounds with acyl chlorides (Ç akmak et al, 2016;Kırca et al, 2018;Demir et al, 2015;Kansız, Ç akmak et al, 2018). Among them, 3-acetoxy-2methyl-N-(4-methoxyphenyl) benzamide was found to exhibit good antioxidant activity (Demir et al, 2015).…”

Section: Chemical Contextmentioning

confidence: 99%

Synthesis, crystal structure, spectroscopic features and Hirshfeld surfaces of 2-methyl-3-[(2-methylphenyl)carbamoyl]phenyl acetate

et al. 2019

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The title compound, C17H17NO3, was synthesized, characterized by IR spectroscopy and its crystal structure was determined from single-crystal diffraction data. The asymmetric unit contains two molecules, which adopt different conformations. In one molecule, the acetoxy and the terminal 2-methylphenyl groups are positioned on opposite sides of the plane formed by the central benzene ring, whereas in the other molecule they lie on the same side of this plane. In the crystal, the molecules are linked through strong N—H...O hydrogen bonds into chains along [010]. Hirshfeld surface analysis and fingerprint plots were used to investigate the intermolecular interactions in the solid state.

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Crystal structure and Hirshfeld surface analysis of a copper(II) complex with ethylenediamine and non-coordinated benzoate

et al. 2020

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In the title compound, diaquabis(ethylenediamine-κ2 N,N′)copper(II) bis(2-nitrobenzoate), [Cu(C2H8N2)2(H2O)2](C7H4NO4)2, two diaquabis(ethylenediamine)copper(II) cations and four nitrobenzoate anions are present in the asymmetric unit. All four anions are `whole-molecule' disordered over two sets of sites. The major components have refined occupancies of 0.572 (13), 0.591 (9), 0.601 (9) and 0.794 (10). The CuII ions exhibit slightly distorted octahedral geometries. In the crystal, cations and anions are connected to each other via N—H...O and O—H...O hydrogen bonds, forming a two-dimensional network parallel to (200). The intermolecular contacts in the crystal were further analysed using Hirshfeld surface analysis, which indicates that the most significant contacts are O...H/H...O (42.9%), followed by H...H (35.7%), C...H/H...C (14.2%), C...C (2.9%), C...O/O...C (2.2%), N...H/H...N (0.9%) and N...O/O...N (0.3%).

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Crystal Structure of 3-Acetoxy-2-methyl-<i>N</i>-(4-nitrophenyl)benzamide

Cited by 4 publications

References 5 publications

Crystal structure and Hirshfeld surface analysis of (Z)-6-[(2-hydroxy-5-nitroanilino)methylidene]-4-methylcyclohexa-2,4-dien-1-one

Crystal structure and Hirshfeld surface analysis of (Z)-6-[(2-hydroxy-5-nitroanilino)methylidene]-4-methylcyclohexa-2,4-dien-1-one

Synthesis, crystal structure, spectroscopic features and Hirshfeld surfaces of 2-methyl-3-[(2-methylphenyl)carbamoyl]phenyl acetate

Crystal structure and Hirshfeld surface analysis of a copper(II) complex with ethylenediamine and non-coordinated benzoate

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