Crystal structures and Hirshfeld surface analyses of 2-[(4,6-di-amino-pyrimidin-2-yl)sulfan-yl]- N -(pyridin-2-yl)acetamide and 2-[(4,6-di-amino-pyrimidin-2-yl)sulfan-yl]- N -(pyrazin-2-yl)acetamide

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 74; no. Pt 5; pp. 718 - 723
• Main Authors: Choudhury, Manisha, Viswanathan, Vijayan, Timiri, Ajay Kumar, Sinha, Barij Nayan, Jayaprakash, Venkatesan, Velmurugan, Devadasan
• Format: Journal Article
• Language: English
• Published: England International Union of Crystallography 01.05.2018
• Subjects: 4,6-diaminopyrimidine; acetamide; crystal structure; Hirshfeld surface; hydrogen bonding; offset π-π interactions; pyrazine; pyridine; Research Communications; sulfanyl; pyrazine; hydrogen bonding; 4,6-di­amino­pyrimidine; offset π-π inter­actions; sulfan­yl; crystal structure; pyridine; acetamide; Hirshfeld surface
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989018005704

In the title compounds, C H N OS (I) and C H N OS (II), the di-amino-pyrimidine ring makes dihedral angles of 71.10 (9)° with the pyridine ring in (I) and 62.93 (15)° with the pyrazine ring in (II). The ethanamine group, -CH -C(=O)-NH- lies in the plane of the pyridine and pyrazine rings in compounds (I) and (II), respectively. In both compounds, there is an intra-molecular N-H⋯N hydrogen bond forming an (7) ring motif and a short C-H⋯O inter-action forming an (6) loop. In the crystals of both compounds, mol-ecules are linked by pairs of N-H⋯N hydrogen bonds, forming inversion dimers with (8) ring motifs. In (I), the dimers are linked by N-H⋯O and N-H⋯N hydrogen bonds, forming layers parallel to (1[Formula: see text] [Formula: see text]). The layers are linked by offset π-π inter-actions [inter-centroid distance = 3.777 (1) Å], forming a three-dimensional supra-molecular structure. In (II), the dimers are linked by N-H⋯O, N-H⋯N and C-H⋯O hydrogen bonds, also forming a three-dimensional supra-molecular structure.