2-Amino-4-(4-chloro-phen-yl)-4H-chromeno[8,7-b]pyridine-3-carbonitrile

Abd El-Galil E Amr; Ahmed M El-Agrody; Nermien M Sabry; Seik Weng Ng; Edward R T Tiekink

doi:10.1107/S1600536813005217

2-Amino-4-(4-chloro-phen-yl)-4H-chromeno[8,7-b]pyridine-3-carbonitrile

Acta Crystallogr Sect E Struct Rep Online. 2013 Mar 2;69(Pt 4):o462-3. doi: 10.1107/S1600536813005217. Print 2013 Apr 1.

Authors

Abd El-Galil E Amr¹, Ahmed M El-Agrody, Nermien M Sabry, Seik Weng Ng, Edward R T Tiekink

Affiliation

¹ Drug Exploration & Development Chair (DEDC), College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia ; Applied Organic Chemistry Department, National Research Center, Dokki 12622, Cairo, Egypt.

Abstract

The asymmetric unit of the title compound, C19H12ClN3O, contains two mol-ecules with similar conformations. The 14 non-H atoms comprising the 4H-chromeno[8,7-b]pyridine residue are essentially coplanar (r.m.s. deviations = 0.037 and 0.042 Å for the two mol-ecules) and the main difference between them is seen in the twist about the bond linking the main residue to the attached chloro-benzene rings [dihedral angles = 79.01 (12) and 76.22 (11)° for the two mol-ecules]. Zigzag supra-molecular chains along the a-axis direction mediated by amino-pyridine N-H⋯N hydrogen bonds feature in the crystal packing; these are connected into a three-dimensional architecture by C-H⋯π inter-actions and Cl⋯Cl contacts [Cl⋯Cl = 3.3896 (14) Å].