Synthesis and comprehensive structural studies of a novel amide based carboxylic acid derivative: Non-covalent interactions

被引：14

作者：

Chahkandi, Mohammad ^{[1
]}

Bhatti, Moazzam H. ^{[2
]}

Yunus, Uzma ^{[2
]}

Shaheen, Shahida ^{[2
]}

Nadeem, Muhammad ^{[2
]}

Tahir, Muhammad Nawaz ^{[3
]}

机构：

[1] Hakim Sabzevari Univ, Dept Chem, Sabzevar 9617976487, Iran

[2] Allama Iqbal Open Univ, Dept Chem, Islamabad, Pakistan

[3] Univ Sargodha, Dept Phys, Sargodha, Pakistan

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2017年 / 1133卷

关键词：

N-[(4-chlorophenyl)]-4-oxo-4-[oxy] butane amide; Binding energy of non-covalent interaction; DFT-D; Electronic transition; INTERACTION ENERGIES; VIBRATIONAL-SPECTRA; COMPLEXES; DFT; FREQUENCY; QTAIM; WATER; NBO;

D O I：

10.1016/j.molstruc.2016.12.045

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The presented work studies the geometric and electronic structures of the crystalline network of a novel amide based carboxylic acid derivative, N-[(4 chlorophenyl)]-4-oxo-4-[oxy] butane amide, C(10)H(10)NO(3)C1 (1), constructed via hydrogen bonds (HBs) and stacking non covalent interactions. Compound 1 was synthesized and characterized by FTIR, H-1, and C-13 NMR, and UV-Vis spectra, X-ray structural, DTA-TG, and El MS, analyses. DFf calculations about molecular and related network of 1 were performed at hybrid B3LYP/6-311+G (d, p) level of theory to support the experimental data. The neutral monomeric structures join together via inter molecular conventional O/N-H...O and non-conventional C-H...O HBs and O-H...pi and C-O...pi stacking interactions to create 2-D architecture of the network. The results of dispersion corrected density functional theory (DFT-D) calculations within the binding energy of the constructive non covalent interactions demonstrate that HBs, especially conventional O-H...O and N-H...O, govern the network formation. The calculated electronic spectrum show six major bands in the range of 180-270 nm which confirm the experimental one within an intense band around 250 nm. These charge transfer bands result from shift of lone pair electron density of phenyl to chlorine or hydroxyl or phenyl functional groups that possess pi -> pi* and pi -> pi characters. (C)2016 Elsevier B.V. All rights reserved.

引用

页码：499 / 509

页数：11

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