Crystal structure and Hirshfeld surface analysis of a new benzodiazepine derivative: 4-dichloromethyl-2,3-dinydro-1H-1,5-benzochazepin-2-one

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Chkirate K., Kansiz S., Karrouchi K., Mague J. T., DEGE N., Essassi E. M.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.75, pp.33-41, 2019 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 75
  • Publication Date: 2019
  • Doi Number: 10.1107/s205698901801681x
  • Journal Name: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.33-41
  • Keywords: crystal structure, benzodiazepin-2-one, phase-transfer catalysis, hydrogen bonding, C-H center dot center dot center dot pi(ring) interaction, Hirshfeld surface analysis, 1,5-BENZODIAZEPINES
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

In the title compound, C10H8C12N2O, the seven-membered diazepine ring adopts a boat-shaped conformation. The mean planes of the two rings of the benzodiazepine unit are inclined to each other by 22.05 (6)degrees. In the crystal, molecules are linked by pairs of N-H center dot center dot center dot O hydrogen bonds, forming inversion dimers with an R-2(2) (8) ring motif. The dimers are linked by C-H center dot center dot center dot pi interactions, forming layers lying parallel to (10 (1) over bar). The roles of the intermolecular interactions in the crystal packing were clarified using Hirshfeld surface analysis; the most important contributions are from Cl center dot center dot center dot H/H center dot center dot center dot Cl (30.5%) and H center dot center dot center dot H (22.5%) interactions.