Crystal structure and Hirshfeld surface analysis of a new polymorph of (E)-2-(4-bromophenyl)-1-[2,2-dibromo-1-(3-nitrophenyl)ethenyl]diazene

A new polymorph of the title compound, C14H8Br3N3O2, (form-2) was obtained in the same manner as the previously reported form-1 [Akkurt et al. (2022). Acta Cryst. E78, 732-736]. The structure of the new polymorph is stabilized by a C-H⋯O hydrogen bond that links molecules into chains. These chains are linked by face-to-face π-π stacking interactions, resulting in a layered structure. Short inter-molecular Br⋯O contacts and van der Waals interactions between the layers aid in the cohesion of the crystal packing. In the previously reported form-1, C-H⋯Br interactions connect molecules into zigzag chains, which are linked by C-Br⋯π interactions into layers, whereas the van der Waals interactions between the layers stabilize the crystal packing of form-2. Hirshfeld molecular surface analysis was used to compare the intermolecular interactions of the polymorphs. © 2022 IUCr.

Авторы
Atioǧlu Z. , Akkurt M. , Shikhaliyev N.Q. , Mammadova N.A. , Babayeva G.V. , Khrustalev V.N. , Bhattarai A.
Издательство
International Union of Crystallography
Язык
Английский
Страницы
804-808
Статус
Опубликовано
Том
78
Год
2022
Организации
  • 1 Department of Aircraft Electrics and Electronics, School of Applied Sciences, Cappadocia University, Mustafapaşa, Ürgüp, Nevşehir, 50420, Turkey
  • 2 Department of Physics, Faculty of Sciences, Erciyes University, Kayseri, 38039, Turkey
  • 3 Organic Chemistry Department, Baku State University, Z. Khalilov str. 23, Baku, AZ 1148, Azerbaijan
  • 4 Azerbaijan State Pedagogical University, Uzeyir Hajibeyli str., 68, Baku, Azerbaijan
  • 5 Peoples' Friendship University of Russia (RUDN University), Miklukho-Maklay St. 6, Moscow, 117198, Russian Federation
  • 6 N. D. Zelinsky Institute of Organic Chemistry Ras, Leninsky Prosp. 47, Moscow, 119991, Russian Federation
  • 7 Department of Chemistry, M.M.A.M.C (Tribhuvan University), Biratnagar, Nepal
Ключевые слова
azo compounds; C-H⋯O interactions; crystal structure; Hirshfeld surface analysis; polymorphism
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