Synthesis, X-ray crystallography, and multi-computational investigation of (E)-N-(2-morpholinoethyl)-1-(pyren-1-yl)methanimine to explore solid-state electronic behavior

被引：5

作者：

Das, Sanju ^{[1
]}

Samanta, Subhodip ^{[1
]}

Mandal, Arabinda ^{[2
]}

Sepay, Nayim ^{[3
]}

机构：

[1] Maulana Azad Coll, Dept Chem, Kolkata 700013, India

[2] Bidhannagar Coll, Dept Chem, Kolkata 700064, India

[3] Lady Brabourne Coll, Dept Chem, P-1-2 Suhrawardy Ave, Kolkata 700017, India

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2023年 / 1292卷

关键词：

X-ray crystallography; DFT; Hirshfeld surface; Electron localization function; Band gap and band structure;

D O I：

10.1016/j.molstruc.2023.136136

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：

Organic semiconductor designing is one of the most fascinating work in organic chemistry. Combination of pyrene-1-aldehyde and polar amine produces neutral surfactant like title compound. The compound was characterized with single crystal X-ray crystallography. Using DFT, the hydrophobic nature of the molecule was identified. The non-covalent forces like van der Walls, C-H..& pi;, and & pi;..& pi; interactions are involved in the stability of the molecules in the solid-state. It has high electron concentration, at the C-H units of the entire molecule and due to the conjugation of & pi;-electrons, pyrene rings have low localized electrons and less available in the interactions. The single molecule of title compound is almost insulator whereas in the solid-state, very ordered molecular arrangements (through self-assembly) make it very good semiconductor.

引用

页数：7

共 11 条

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RESULTS IN CHEMISTRY, 2023, 5
[3] (E)-N-(3-chlorophenyl)-1-(5-nitro-2-(piperidin-1-yl)phenyl)methanimine: X-Ray, DFT, ADMET, Boiled-Egg Model, Druggability, Bioavailabilty, and Human Cyclophilin D (CypD) Inhibitory Activity
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[4] Unveiling the multifaceted potential of (E)-N-(4-Chlorophenyl)-1-(thiophen-2-yl) methanimine with special reference to solution-state fluorescence, synthesis, electronic structure, antimicrobial, antibiofilm, larvicidal activities, toxicity, docking and dynamics
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JOURNAL OF MOLECULAR STRUCTURE, 2024, 1302
[5] (2E)-2-[1-(1,3-Benzodioxol-5-yl)-3-(1H-imidazol-1-yl)propylidene]-N-(2-chlorophenyl)hydrazine carboxamide: Synthesis, X-ray Structure, Hirshfeld Surface Analysis, DFT Calculations, Molecular Docking and Antifungal Profile
Al-Wabli, Reem, I
Al-Ghamdi, Alwah R.
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Attia, Mohamed, I
CRYSTALS, 2019, 9 (02)
[6] Synthesis, X-ray Single Crystal Structure, Molecular Docking and DFT Computations on N-[(1E)-1-(2H-1,3-Benzodioxol-5-yl)-3-(1H-imidazol-1-yl)propylidene]-hydroxylamine: A New Potential Antifungal Agent Precursor
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MOLECULES, 2017, 22 (03):
[7] The structure of N-allyl-(5-phenyl-[1,3,4]thiadiazol-2-yl) amine in solution and the solid state studied by the 1H, 13C, 15N NMR spectroscopy and X-ray crystallography
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[8] Synthesis, characterization, X-ray, HOMO-LUMO, MEP, FT-IR, NLO, Hirshfeld surface, ADMET, boiled-egg model properties and molecular docking studies with human cyclophilin D (CypD) of a Schiff base compound: (E)-1-(5-nitro-2-(piperidin-1-yl)phenyl)-N-(3-nitrophenyl) methanimine
Sahin, Songul
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POLYHEDRON, 2021, 205
[9] Synthesis of N-(β-D-glycuronopyranosyl)alkanamides and 1-(β-D-glycuronopyranosyl)-4-phenyl-[1,2,3]-triazoles as N-glycoprotein linkage region analogs: examination of the effect of C5 substituent on the N-glycosidic torsion (ΦN) based on X-ray crystallography
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CARBOHYDRATE RESEARCH, 2013, 380 : 1 - 8
[10] Syntheses, spectral characterization, single crystal X-ray diffraction and computational in gas and solid phases studies on chloro- acetic acid N′ -(2-hydroxy-naphthalen- 1-ylmethylene)- N-[4-(3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-hydrazide
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SN APPLIED SCIENCES, 2020, 2 (04):

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