A1 Journal article (refereed)
Synthesis, X-ray Structure, Conformational Analysis, and DFT Studies of a Giant s-Triazine bis-Schiff Base (2021)

Almarhoon, Z. M., Al-Zaben, M. I., Ben Bacha, A., Haukka, M., El-Faham, A., & Soliman, S. M. (2021). Synthesis, X-ray Structure, Conformational Analysis, and DFT Studies of a Giant s-Triazine bis-Schiff Base. Crystals, 11(11), Article 1418. https://doi.org/10.3390/cryst11111418

JYU authors or editors

Publication details

All authors or editors: Almarhoon, Zainab M.; Al-Zaben, Maha I.; Ben Bacha, Abir; Haukka, Matti; El-Faham, Ayman; Soliman, Saied M.

Journal or series: Crystals

eISSN: 2073-4352

Publication year: 2021

Publication date: 20/11/2021

Volume: 11

Issue number: 11

Article number: 1418

Publisher: MDPI AG

Publication country: Switzerland

Publication language: English

DOI: https://doi.org/10.3390/cryst11111418

Publication open access: Openly available

Publication channel open access: Open Access channel

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/79290

Abstract

The current work involves the synthesis of 2,2′-(6-(piperidin-1-yl)-1,3,5-triazine-2,4-diyl)bis(hydrazin-2-yl-1-ylidene))bis(methanylylidene))diphenol 4, characterization, and the DFT studies of the reported compound. The crystal unit cell parameters of 4 are a = 8.1139(2) Å, b = 11.2637(2) Å, c = 45.7836(8) Å. The unit cell volume is 4184.28(15) Å3 and Z = 4. It crystallized in the orthorhombic crystal system and Pbca space group. The O…H, N…H, C…H, H…H and C…C intermolecular contacts which affect the crystal stability were quantitatively analyzed using Hirshfeld calculations. Their percentages were calculated to be 9.8, 15.8, 23.7, 46.4, and 1.6% from the whole contacts occurred in the crystal, respectively. Conformational analysis was performed using DFT calculations for 17 suggested conformers and the most stable conformer was found to be the one which is stabilized by two intramolecular O-H…N hydrogen bonding interactions. This conclusion was further revealed by natural bond orbital calculations.

Keywords: heterocyclic compounds; nitrogen compounds; crystals; chemical synthesis; x-ray crystallography; density functional theory

Free keywords: s-triazine; bis-Schiff base; conformational analysis; Hirshfeld analysis; NBO

Contributing organizations

Ministry reporting: Yes

Reporting Year: 2021

JUFO rating: 1