Two N-Substituted 3,5-Diphenyl-2-Pyrazoline-1-Thiocarboxamides

Abstract

The structures of N-ethyl-3-(4-fluorophenyl)-5-(4-methoxy-phenyl)-2- pyrazoline-1-thiocarboxamide, C<inf>19</inf>H<inf>20</inf>FN<inf>3</inf>OS, (I), and 3-(4-fluorophenyl)-N-methyl-5-(4-methylphenyl)-2-pyrazoline-1- thiocarboxamide, C<inf>18</inf>H<inf>18</inf>FN<inf>3</inf>S, (II), have similar geometric parameters. The methoxy/methyl-substituted phenyl groups are almost perpendicular to the pyrazoline (pyraz) ring [interplanar angles of 89.29 (8) and 80.39 (10)° for (I) and (II), respectively], which is coplanar with the fluorophenyl ring [interplanar angles of 5.72 (9) and 10.48 (10)°]. The pyrazoline ring approximates an envelope conformation in both structures, with the two-coordinate N atom involved in an intramolecular N - H⋯N <inf>pyraz</inf> interaction. In (I), N - H⋯O and C - H⋯ intermolecular hydrogen bonds are the primary interactions, whereas in (II), there are no intermolecular hydrogen bonds. © 2005 International Union of Crystallography.