Abstract
The title compound, C21H16N4, obtained under standard Suzuki cross-coupling conditions, is a model compound in the synthesis and biological activity evaluation of new aza-analogues of sildenafil containing a pyrazolo[4,3-e][1,2,4]triazine system. An N—H⋯N intramolecular hydrogen bond involving the aminobenzene system and the 1,2,4-triazine moiety helps to establish a near coplanar orientation of the rings with a dihedral angle of 12.04 (4)°, which is believed to be necessary for the biological activity of sildenafil analogues. The 1,2,4-triazine ring is slightly distorted from planarity [r.m.s deviation = 0.0299 (11) Å] and forms dihedral angles of 58.60 (4) and 36.35 (3)° with the pendant phenyl rings. The crystal packing features bifurcated N—H⋯(N,N) hydrogen bonds linking screw-axis-related molecules into chains parallel to the [010] direction and π–π interactions, with a centroid–centroid separation of 3.8722 (7) Å and a slippage of 1.412 (3) Å. The crystal studied was a nonmerohedral twin with a ratio of 0.707 (2):0293 (2).
Highlights
Suzuki cross-coupling conditions, is a model compound in the synthesis and biological activity evaluation of new azaanalogues of sildenafil containing a pyrazolo[4,3-e][1,2,4]triazine system
An N—H N intramolecular hydrogen bond involving the aminobenzene system and the 1,2,4-triazine moiety helps to establish a near coplanar orientation of the rings with a dihedral angle of 12.04 (4), which is believed to be necessary for the biological activity of sildenafil analogues
The 1,2,4-triazine ring is slightly distorted from planarity [r.m.s deviation = 0.0299 (11) Å] and forms dihedral angles of
Summary
R factor = 0.035; wR factor = 0.103; data-to-parameter ratio = 16.7. Suzuki cross-coupling conditions, is a model compound in the synthesis and biological activity evaluation of new azaanalogues of sildenafil containing a pyrazolo[4,3-e][1,2,4]triazine system. An N—H N intramolecular hydrogen bond involving the aminobenzene system and the 1,2,4-triazine moiety helps to establish a near coplanar orientation of the rings with a dihedral angle of 12.04 (4) , which is believed to be necessary for the biological activity of sildenafil analogues. The 1,2,4-triazine ring is slightly distorted from planarity [r.m.s deviation = 0.0299 (11) Å] and forms dihedral angles of. 58.60 (4) and 36.35 (3) with the pendant phenyl rings. The crystal packing features bifurcated N—H (N,N) hydrogen bonds linking screw-axis-related molecules into chains parallel to the [010] direction.
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Acta Crystallographica Section E Structure Reports Online
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
