2-Chloro-<i>N</i>-(4-methoxybenzoyl)benzenesulfonamide

Sreenivasa, S.; Palakshamurthy, B. S.; Pampa, K.J.; Lokanath, N.K.; Suchetan, P.A.

doi:10.1107/s1600536814001482

Cited by 4 publications

(2 citation statements)

References 6 publications

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“…The decrease in torsional values of salt compared to the MA and LPA shows the high symmetry attained during crystallisation due to hydrogen bonding interactions. The charge transfer mechanism during crystallisation result in negative values [16].…”

Section: Dihedral Anglementioning

confidence: 99%

Impact of Crystal Parameters in XRD and DFT Measurements

Usha,

Kanakam Christopher

2024

Density Functional Theory - New Perspectives and Applications

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The Zwitterionic property of aminoacids give molecular crystal formation through homodesmotic reaction with smaller organic molecules which can undergo hydrogen bonding interactions. Alpha hydroxyl phenyl acetic acid known as mandelic acid (MA) was added with essential amino acid, L-phenylalanine (LPA) resulted in the formation of molecular crystal with P21 space group otho rhombic crystal containing four units (namely one MA, two LPA and one water) bis-L –phenyl alanine mandelate (BLPAMA) by slow evaporation method. The single crystal obtained was subjected to characterisation studies. Recrystallised BLPAMA using methanol, subjected to slow evaporation method resulted in the formation of non centerosymmetric C2 point group monoclinic single crystal of R-phenylalanine-S-mandelate (RPASMA) confirmed with XRD study. The theoretical DFT study of RPASMA using Gaussian 09 software to study the non-covalent interactions with MO6,6-31++G(d,p) showed encouraging results for the formation of low energy gap, highly reactive RPASMA. The H-bonding in the crystal confirmed by DFT study showed the existence of three units – MA, H and LPA in the crystal. Compared the experimental and theoretical crystal parameters of the reactants (MA, LPA) and product (RPASMA) for the thermo chemical properties, intermolecular hydrogen bonding existing between MA and LPA stabilises the structure of the formed RPASMA crystal resulting in the small difference in energy gap observed from HOMO-LUMO studies indicate the highly reactive character of RPASMA.

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Section: Dihedral Anglementioning

confidence: 99%

Impact of Crystal Parameters in XRD and DFT Measurements

Usha,

Kanakam Christopher

2024

Density Functional Theory - New Perspectives and Applications

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“…Similar to that observed in series 1, the methoxy-and fluoro-substituted compounds in series 2 show diversity in their intermolecular interactions. N-(2-chlorophenylsulfonyl)-4-methoxybenzamide (Sreenivasa et al, 2014b) features structure-directing N-HÁ Á ÁO(S) and C-HÁ Á ÁO(S) hydrogen bonds and weak arylaryl interactions, resulting in a two-dimensional structure. However, in N-(2-chlorophenylsulfonyl)-4-fluorobenzamide (II), N-HÁ Á ÁO(S) and C-HÁ Á ÁO(S) hydrogen bonds (with no structure-directing characteristics) between molecules form inversion-related dimers, and these dimers are interconnected via C OÁ Á Á aryl interactions, forming a onedimensional architecture.…”

Section: Tablementioning

confidence: 99%

Crystal structures of threeN-(arylsulfonyl)-4-fluorobenzamides

et al. 2016

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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).

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