Fernandes William B, Aragão Angelo Q, Martins Felipe T, Noda-Perez Caridad, Lariucci Carlito, Napolitano Hamilton B
Science and Technology Center, State University of Goiás, Anápolis, GO 75132-903, Brazil.
Acta Crystallogr C. 2011 Jul;67(Pt 7):o226-9. doi: 10.1107/S0108270111019196. Epub 2011 Jun 4.
Two arylsulfonamide derivatives, N-(4-acetylphenyl)benzenesulfonamide, C(14)H(13)NO(3)S, and N-(4-acetylphenyl)-2,5-dichlorobenzenesulfonamide, C(14)H(11)Cl(2)NO(3)S, differing by the absence or presence of two chloro substituents on one of the phenyl rings, were synthesized and characterized in order to establish structural relationships and the role of chloro substitution on the molecular conformation and crystal assembly. Both arylsulfonamides form inversion-related dimers through C-H···π and π-π interactions. These dimers pack in a similar way in the two structures. The substitution of two H atoms at the 2- and 5-positions of one phenyl ring by Cl atoms did not substantially alter the molecular conformation or the intermolecular architecture displayed by the unsubstituted sulfonamide. The structural information controlling the assembly of such compounds in their crystal phases is in the (phenyl)benzenesulfonamide molecular framework.
合成并表征了两种芳基磺酰胺衍生物，即N-(4-乙酰基苯基)苯磺酰胺（C₁₄H₁₃NO₃S）和N-(4-乙酰基苯基)-2,5-二氯苯磺酰胺（C₁₄H₁₁Cl₂NO₃S），它们的区别在于其中一个苯环上是否存在两个氯取代基，目的是建立结构关系以及氯取代对分子构象和晶体堆积的作用。两种芳基磺酰胺均通过C-H···π和π-π相互作用形成对映相关的二聚体。在这两种结构中，这些二聚体以相似的方式堆积。一个苯环的2-位和5-位上的两个氢原子被氯原子取代，并没有实质性地改变未取代磺酰胺所呈现的分子构象或分子间结构。控制此类化合物在其晶相中的堆积的结构信息存在于（苯基）苯磺酰胺分子骨架中。
