Crystal structure and Hirshfeld surface analysis of 2-(4-amino-6-phenyl-1,2,5,6-tetrahydro-1,3,5-triazin-2-ylidene)malononitrile dimethylformamide hemisolvate

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Mahmudov I., Atioglu Z., AKKURT M., Abdullayev Y., Sujayev A., Bhattarai A.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.78, pp.779-792, 2022 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 78
  • Publication Date: 2022
  • Doi Number: 10.1107/s2056989022006910
  • Journal Name: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.779-792
  • Keywords: crystal structure, disorder, hydrogen bonds, C-H center dot center dot center dot pi interactions, Hirshfeld surface analysis
  • Erciyes University Affiliated: Yes

Abstract

The title compound, 2C(12)H(10)N(6)center dot C3H7NO, crystallizes as a racemate in the monoclinic P2(1)/c space group with two independent molecules (I and II) and one dimethylformamide solvent molecule in the asymmetric unit. Both molecules (I and II) have chiral centers at the carbon atoms where the triazine rings of molecules I and II are attached to the phenyl ring. In the crystal, molecules I and II are linked by intermolecular N-H center dot center dot center dot N, N-H center dot center dot center dot O and C-H center dot center dot center dot N hydrogen bonds through the solvent dimethylformamide molecule into layers parallel to (001). In addition, C-H center dot center dot center dot pi interactions also connect adjacent molecules into layers parallel to (001). The stability of the molecular packing is ensured by van derWaals interactions between the layers. The Hirshfeld surface analysis indicates that N center dot center dot center dot H/H center dot center dot center dot N (38.3% for I; 35.0% for II), H center dot center dot center dot H (28.2% for I; 27.0% for II) and C center dot center dot center dot H/H center dot center dot center dot C (23.4% for I; 26.3% for II) interactions are the most significant contributors to the crystal packing.