Synthesis, crystal structure, structural and spectroscopic analysis of (2E)-1-(4-chlorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

被引:2
|
作者
Ribeiro, Mariana Alves [1 ]
de-Farias, Iolanda Frota [4 ]
Freire, Paulo Tarso Cavalcante [1 ]
Ayala, Alejandro Pedro [1 ]
de-Melo, Gustavo Antonio Ferreira [1 ]
Vasconcelos, Daniel Linhares Militao [2 ]
Barreto, Antonio Cesar Honorato [1 ]
Almeida-Neto, Francisco Wagner Queiroz [3 ]
de-Brito, Debora Hellen Almeida [4 ]
Bandeira, Paulo Nogueira [5 ]
Silva-dos-Santos, Helcio [5 ]
de-Lemos, Telma Leda Gomes [4 ]
Teixeira, Alexandre Magno Rodrigues [6 ,7 ]
机构
[1] Univ Fed Ceara, Dept Phys, Fortaleza, CE, Brazil
[2] Univ Estadual Ceara, Course Phys, Campus FECLESC, Quixada, CE, Brazil
[3] Univ Estadual Ceara, Course Chem, Campus CECITEC, Taua, CE, Brazil
[4] Univ Fed Ceara, Sci Ctr, Dept Organ & Inorgan Chem, Lab Biotechnol & Organ Synth LABS, Campus Pici, Fortaleza, CE, Brazil
[5] State Univ Vale Acarau, Sci & Technol Ctr, Course Chem, Sobral, CE, Brazil
[6] Univ Estadual Ceara, Course Phys, Campus FAFIDAM, Limoeiro Do Norte, CE, Brazil
[7] Univ Estadual Ceara, Course Phys, Campus FAFIDAM,Ave Dom Aureliano Matos,2058 Ctr, Limoeiro Do Norte, CE, Brazil
关键词
Single-crystal; XRD; ATR-FTIR; FT-Raman; UV-Vis; TGA; DFT; MOLECULAR-STRUCTURE; INTERMOLECULAR INTERACTIONS; QUANTITATIVE-ANALYSIS; DFT;
D O I
10.1016/j.molstruc.2023.136410
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
Chalcones are privileged structures in chemistry because they present a variety of possibilities for the construction of new molecules, which can be obtained from natural sources or by synthesis. In the solid-state, chalcones can crystalize into various space groups, and their molecular arrangements are directly associated with their chemical and physical properties. The aim of the present work was to investigate the structural, vibrational, electronic and non-linear optical (NLO) properties of a novel chalcone crystal (2E)-1-(4-chlor-ophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one (C16H13ClO3, hereafter named CLPMP). This chalcone was synthesized and characterized by single-crystal X-ray Diffraction (XRD), Fourier Transform Raman (FT-Raman), Attenuated Total Reflection Fourier Transform Infrared (ATR-FTIR), and Ultraviolet-visible (UV-Vis) spectroscopy. The thermal stability of CLPMP was also evaluated by thermogravimetric analysis (TGA) and differential thermogravimetric (DTG). Theoretical quantum chemistry calculations were performed to obtain information about their chemical and physical properties. Our crystallographic data show that at room temperature, CLPMP has a monoclinic structure with P21/c space group, and four molecules per unit cell, with the following cell lengths: a = 15.5924 (4) & ANGS;, b = 14.5537 (4) & ANGS;, c = 5.90980 (10) & ANGS;, and 13 = 90.046(2)degrees. A comparison between the experimental and theoretical Raman spectra allowed us to assign all normal modes of this crystal. Through the experimental and theoretical UV absorption spectra of chalcone CLPMP, it was possible to identify the electronic transitions of its first six singlet states. From the Hirshfeld surfaces analysis it was verified that short intermolecular contacts are responsible for stabilizing the packing of the CLPMP crystal. Our NLO study and thermal analysis showed that the chalcone CLPMP can be a good material for optical applications.
引用
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页数:10
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