Pogoda Dorota, Matera-Witkiewicz Agnieszka, Listowski Marcin, Janczak Jan, Videnova-Adrabinska Veneta
Department of Chemistry, Wroclaw University of Technology, Wybrzeze Wyspianskiego 27, Wroclaw 50-370, Poland.
Screening Laboratory of Biological Activity Test and Collection of Biological Material, Wroclaw Medical University, Borowska 211A, Wroclaw 50-556, Poland.
Acta Crystallogr C Struct Chem. 2018 Mar 1;74(Pt 3):372-380. doi: 10.1107/S2053229618002280. Epub 2018 Feb 23.
The crystal structure of 6-chloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione (5-chloroisatoic anhydride), CHClNO, has been determined and analysed in terms of connectivity and packing patterns. The compound crystallizes in the noncentrosymmetric space group Pna2 with one molecule in the asymmetric unit. The role of different weak interactions is discussed with respect to three-dimensional network organization. Molecules are extended into one-dimensional helical arrangements, making use of N-H...O hydrogen bonds and π-π interactions. The helices are further organized into monolayers via weak C-H...O and lone pair-π interactions, and the monolayers are packed into a noncentrosymmetric three-dimensional architecture by C-Cl...π interactions and C-H...Cl and Cl...Cl contacts. A Hirshfeld surface (HS) analysis was carried out and two-dimensional (2D) fingerprint plots were generated to visualize the intermolecular interactions and to provide quantitative data for their relative contributions. In addition, tests of the antimicrobial activity and in vitro cytotoxity effects against fitoblast L929 were performed and are discussed.
已测定了6-氯-2,4-二氢-1H-3,1-苯并恶嗪-2,4-二酮（5-氯异邻苯二甲酸酐）CHClNO的晶体结构，并根据连接性和堆积模式进行了分析。该化合物以非中心对称空间群Pna2结晶，不对称单元中有一个分子。针对三维网络结构讨论了不同弱相互作用的作用。分子利用N-H...O氢键和π-π相互作用扩展为一维螺旋排列。螺旋通过弱C-H...O和孤对-π相互作用进一步组织成单层，并且单层通过C-Cl...π相互作用以及C-H...Cl和Cl...Cl接触堆积成非中心对称的三维结构。进行了Hirshfeld表面（HS）分析并生成了二维（2D）指纹图谱，以可视化分子间相互作用并为其相对贡献提供定量数据。此外，还进行了针对成纤维细胞L929的抗菌活性和体外细胞毒性作用测试并进行了讨论。
