Tokarčík Miroslav, Gowda B Thimme, Kožíšek Jozef, Sowmya B P, Fuess Hartmut
Acta Crystallogr Sect E Struct Rep Online. 2009 Jun 20;65(Pt 7):o1637-8. doi: 10.1107/S160053680902265X.
The title compound, C(13)H(8)Cl(3)NO, crystallizes with four mol-ecules in the asymmetric unit. In the mol-ecular structure, the conformations of the central amide -CONH group show a wide range of dihedral angles with respect to the attached aromatic rings (benzoyl and anilino). The dihedral angles between the amide group and the benzoyl ring are 8.1 (3), 4.3 (3), 27.8 (1) and 32.7 (2)° in the four mol-ecules. The amide group is twisted out of the plane of the anilino ring, as shown by the dihedral angles of 85.4 (1), 74.3 (1), 88.1 (1) and 77.6 (1)° in the four mol-ecules. The aromatic rings are oriented at dihedral angles of 86.6 (1), 78.0 (1), 60.3 (1) and 69.8 (1)° in the four mol-ecules. The crystal structure is stabilized via inter-molecular N-H⋯O hydrogen bonds, aromatic aromatic inter-actions, short Cl⋯Cl contacts and C-H⋯Cl hydrogen bonds. Inter-molecular hydrogen bonds connect the mol-ecules into two distinct chains running along the c axis of the crystal. One mol-ecule forms an inversion dimer in which the main inter-actions are π-π stacking [centroid-centroid distances = 3.749 (1) and 3.760 (1) Å] and a short Cl⋯Cl contact of 3.408 (1) Å.
标题化合物C(13)H(8)Cl(3)NO在不对称单元中以四个分子结晶。在分子结构中，中心酰胺-CONH基团的构象相对于相连的芳环（苯甲酰基和苯胺基）显示出广泛的二面角。在四个分子中，酰胺基团与苯甲酰基环之间的二面角分别为8.1 (3)、4.3 (3)、27.8 (1)和32.7 (2)°。如四个分子中二面角分别为85.4 (1)、74.3 (1)、88.1 (1)和77.6 (1)°所示，酰胺基团扭转出苯胺环平面。在四个分子中，芳环的取向二面角分别为86.6 (1)、78.0 (1)、60.3 (1)和69.8 (1)°。晶体结构通过分子间N-H⋯O氢键、芳环-芳环相互作用、短Cl⋯Cl接触和C-H⋯Cl氢键得以稳定。分子间氢键将分子连接成沿晶体c轴延伸的两条不同的链。一个分子形成一个反演二聚体，其中主要相互作用是π-π堆积[质心-质心距离 = 3.749 (1)和3.760 (1) Å]以及3.408 (1) Å的短Cl⋯Cl接触。
