Scholarlink

<p>The present study details the synthesis, structural characterization, and key physicochemical properties of <i>4-nitrobenzyl 4-(p-tolyl)thiazole-2-carboxylate</i> (<b>7</b>). The thiazoles compound was synthesized <i>via</i> a Hantzsch-type cyclocondensation reaction and characterized using spectroscopic techniques, including <sup>1</sup>H NMR and <sup>13</sup>C NMR spectroscopy, along with single-crystal X-ray diffraction analysis. Single crystal X-ray diffraction study revealed that the compound <b>7</b> crystallizes in the triclinic crystal system with space group <i>P&#xa0;</i>-1. The crystal structure reveals important insights into intermolecular interactions, like S···O, C–H···π and C = O···C = O interactions including hydrogen bonding, Van der Waals forces, and other intra and intermolecular forces that contribute to the overall molecular assembly. The solid-state structure analysis reveals a remarkable pattern of antiparallel C = O···C = O interactions. The influence of these non-covalent interactions was further validated using Hirshfeld surface analysis, providing a quantitative understanding of molecular packing contributions. The Density functional theory (DFT) simulations at the ωB97XD/6–311 + + G(d, p) level accurately predicted molecular geometry and matched experimental results. The NBO analysis further demonstrated that intramolecular charge transfer contributes to molecular stabilization, especially via hyperconjugative interactions.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Supramolecular architecture stabilized by antiparallel C = O⋯C = O and C–H⋯π interactions in 4-nitrobenzyl 4-(p-tolyl)thiazole-2-carboxylate : a study based on crystallography and NCI-RDG analysis

  • 期刊论文

  • 发表日期：

    2026年5月20日

查看全文
  • Chikkappaiahnayaka Santhosh,
  • Karthik Venkatesh,
  • Lohith Tumakuru Nagarajappa,
  • Kalleshappa Sharath,
  • Chandra,
  • Sadashiva Maralinganadoddi Panchegowda,
  • Sridhar Mandayam Anandalwar

摘要

The present study details the synthesis, structural characterization, and key physicochemical properties of 4-nitrobenzyl 4-(p-tolyl)thiazole-2-carboxylate (7). The thiazoles compound was synthesized via a Hantzsch-type cyclocondensation reaction and characterized using spectroscopic techniques, including 1H NMR and 13C NMR spectroscopy, along with single-crystal X-ray diffraction analysis. Single crystal X-ray diffraction study revealed that the compound 7 crystallizes in the triclinic crystal system with space group P -1. The crystal structure reveals important insights into intermolecular interactions, like S···O, C–H···π and C = O···C = O interactions including hydrogen bonding, Van der Waals forces, and other intra and intermolecular forces that contribute to the overall molecular assembly. The solid-state structure analysis reveals a remarkable pattern of antiparallel C = O···C = O interactions. The influence of these non-covalent interactions was further validated using Hirshfeld surface analysis, providing a quantitative understanding of molecular packing contributions. The Density functional theory (DFT) simulations at the ωB97XD/6–311 + + G(d, p) level accurately predicted molecular geometry and matched experimental results. The NBO analysis further demonstrated that intramolecular charge transfer contributes to molecular stabilization, especially via hyperconjugative interactions.