Crystal Structure and Computational Study on Methyl-3-Aminothiophene-2-Carboxylate
Yaping Tao,
Ligang Han,
Andong Sun,
Kexi Sun,
Qian Zhang,
Wanqiang Liu,
Jianbin Du,
Zhaojun Liu
Affiliations
Yaping Tao
Key Laboratory of Electromagnetic Transformation and Detection of Henan province, College of Physics and Electronic Information, Luoyang Normal University, Luoyang 471934, China
Ligang Han
Key Laboratory of Electromagnetic Transformation and Detection of Henan province, College of Physics and Electronic Information, Luoyang Normal University, Luoyang 471934, China
Andong Sun
Key Laboratory of Electromagnetic Transformation and Detection of Henan province, College of Physics and Electronic Information, Luoyang Normal University, Luoyang 471934, China
Kexi Sun
Key Laboratory of Electromagnetic Transformation and Detection of Henan province, College of Physics and Electronic Information, Luoyang Normal University, Luoyang 471934, China
Qian Zhang
College of Science, Langfang Normal University, Langfang 065000, China
Wanqiang Liu
School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China
Jianbin Du
College of Science, Langfang Normal University, Langfang 065000, China
Zhaojun Liu
Key Laboratory of Electromagnetic Transformation and Detection of Henan province, College of Physics and Electronic Information, Luoyang Normal University, Luoyang 471934, China
Methyl-3-aminothiophene-2-carboxylate (matc) is a key intermediate in organic synthesis, medicine, dyes, and pesticides. Single crystal X-ray diffraction analysis reveals that matc crystallizes in the monoclinic crystal system P21/c space group. Three matc molecules in the symmetric unit are crystallographically different and further linked through the N−H⋯O and N−H⋯N hydrogen bond interactions along with weak C−H⋯S and C−H⋯Cg interactions, which is verified by the three-dimensional Hirshfeld surface, two-dimensional fingerprint plot, and reduced density gradient (RDG) analysis. The interaction energies within crystal packing are visualized through dispersion, electrostatic, and total energies using three-dimensional energy-framework analyses. The dispersion energy dominates in crystal packing. To better understand the properties of matc, electrostatic potential (ESP) and frontier molecular orbitals (FMO) were also calculated and discussed. Experimental and calculation results suggested that amino and carboxyl groups can participate in various inter- and intra-interactions.
