Crystal structure and Hirshfeld surface analysis of (E)-2-[(anthracen-9-ylmethylidene)amino]-4-nitroaniline
Acta Crystallographica Section E: Crystallographic Communications, cilt.82, ss.259-263, 2026 (ESCI, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 82
- Basım Tarihi: 2026
- Doi Numarası: 10.1107/s2056989026001027
- Dergi Adı: Acta Crystallographica Section E: Crystallographic Communications
- Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
- Sayfa Sayıları: ss.259-263
- Anahtar Kelimeler: C - H⋯π(ring) interaction, crystal structure, π-stacking
- Hacettepe Üniversitesi Adresli: Evet
Özet
The title compound, C21H15N3O2, contains a nitroaniline ring and an anthracene ring system bridged over the methylene amino group. The anthracene ring system is essentially planar with an r.m.s. deviation of 0.03(2) Å and it is oriented at a dihedral angle of 79.70 (5)° with respect to nitroaniline ring. There is an intramolecular N - H⋯N hydrogen bond between N atoms of nitroaniline ring and amino group. In the crystal, N - H - O hydrogen bonds link the molecules into infinite chains along the b-axis direction. π-π stacking interactions between the nitroaniline rings of adjacent molecules with centroid-to-centroid distance of 3.7682 (2) Å and C - H⋯π(ring) interactions may help to consolidate the three-dimensional architecture. A Hirshfeld surface analysis indicates that the most important contributions for the crystal packing are from H⋯H (35.5%), H⋯C/C⋯H (33.7%) and H⋯O/O⋯H (18.3%) interactions.