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Crystal and Molecular Structures of Two 2-Aminothiophene Derivatives
Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań, Poland
Department of Studies in Chemistry, University of Mysore, Mysore 570 006, India
R. L. Fine Chem, No. 15, KHB Industrial area, Yelahanka New Town, Bengaluru 560 106, India
* Author to whom correspondence should be addressed.
Received: 29 February 2012; in revised form: 10 July 2012 / Accepted: 11 July 2012 / Published: 27 July 2012
Abstract: The crystal and molecular structures of two 2-aminothiophene derivatives, potential allosteric enhancers at the human A1 adenosine receptor, are reported. (2-Amino-4,5,6,7-tetrahydro-1-benzothiophen-3-yl)(phenyl)methanone (1) crystallizes in the orthorhombic space group Pna21 (a = 9.2080(4) Å, b = 14.0485(7) Å, c = 10.3826(6) Å), and (2-amino-5-ethylthiophen-3-yl)(2-chlorophenyl)methanone (2) crystalizes in the monoclinic P21/c space group with unit cell parameters a = 10.6092(8) Å, b = 10.8355(8) Å, c = 11.1346(9) Å, β = 98.643(6)Å. In both molecules the intramolecular N–H···O=C hydrogen bonds close six-membered planar rings and significantly influence the molecular conformation. Intermolecular N–H···O bonds connect the molecules in infinite chains along a in case of 1, and along b in 2; in each case the appropriate unit cell axis is approximately 10 Å long.
Keywords: 2-aminothiophenes; crystal structure; conformation; hydrogen bonds; weak interactions
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Kubicki, M.; Dutkiewicz, G.; Yathirajan, H.S.; Dawar, P.; Ramesha, A.R.; Dayananda, A.S. Crystal and Molecular Structures of Two 2-Aminothiophene Derivatives. Crystals 2012, 2, 1058-1066.
Kubicki M, Dutkiewicz G, Yathirajan HS, Dawar P, Ramesha AR, Dayananda AS. Crystal and Molecular Structures of Two 2-Aminothiophene Derivatives. Crystals. 2012; 2(3):1058-1066.
Kubicki, Maciej; Dutkiewicz, Grzegorz; Yathirajan, Hemmige S.; Dawar, Pankaj; Ramesha, Andagar R.; Dayananda, Alaloor S. 2012. "Crystal and Molecular Structures of Two 2-Aminothiophene Derivatives." Crystals 2, no. 3: 1058-1066.