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Open Access Crystal structures of three N-aryl-2,2,2-tribromoacetamides

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Three N-aryl-2,2,2-tribromoacetamides, namely, 2,2,2-tribromo-N-(2-fluorophenyl)acetamide, C8H5Br3FNO, (I), 2,2,2-tribromo-N-[3-(trifluoromethyl)phenyl]acetamide, C9H5Br3F3NO, (II) and 2,2,2-tribromo-N-(4-fluorophenyl)acetamide, C8H5Br3FNO, (III) were synthesized and their crystal structures were analysed. In the crystal structure of (I), C—Br...πaryl interactions connect the molecules into dimers, which in turn are connected via Br...Br contacts [3.6519 (12) Å], leading to the formation of a one-dimensional ladder-type architecture. The crystal structure of (II) features chains linked by N—H...O and C—H...O hydrogen bonds. Two such chains are interlinked to form ribbons through Br...Br [3.6589 (1) Å] and Br...F [3.0290 (1) Å] interactions. C—Br...πaryl and C—F...πaryl interactions between the ribbons extend the supramolecular architecture of (II) from one dimension to two. In (III), the molecules are connected into R22(8) dimers via pairs of C—H...F interactions and these dimers form ribbons through Br...Br [3.5253 (1) Å] contacts. The ribbons are further interlinked into columns via C—Br...O=C contacts, forming a two-dimensional architecture.
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Document Type: Research Article

Affiliations: 1: Department of Studies and Research in Chemistry, Tumkur University, Tumakuru, India 2: Institution of Excellence, University of Mysore, Mysuru-6, India 3: Department of Physics, University of Mysore, Mysuru-6, India 4: University College of Science, Tumakuru, India 5: Department of Chemistry, University College of Science, Tumkur University, Tumakuru 572013, India

Publication date: January 1, 2015

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