Crystal structures of 2-benzyl-amino-4-(4-bromo-phen-yl)-6,7,8,9-tetra-hydro-5H-cyclo-hepta-[b]pyridine-3-carbo-nitrile and 2-benzyl-amino-4-(4-chloro-phen-yl)-6,7,8,9-tetra-hydro-5H-cyclo-hepta[b]pyridine-3-carbo-nitrile.

ABSTRACT: In the title compounds, C24H22BrN3, (I), and C24H22ClN3, (II), the 2-amino-pyridine ring is fused with a cyclo-heptane ring, which adopts a half-chair conformation. The planes of the phenyl and benzene rings are inclined to that of the central pyridine ring [r.m.s. deviations = 0.0083?(1) and 0.0093?(1)?Å for (I) and (II), respectively] by 62.47?(17) and 72.51?(14)°, respectively, in (I), and by 71.44?(9) and 54.90?(8)°, respectively, in (II). The planes of the aromatic rings are inclined to one another by 53.82?(17)° in (I) and by 58.04?(9)° in (II). In the crystals of both (I) and (II), pairs of N-H?Nnitrile hydrogen bonds link the mol-ecules, forming inversion dimers with R 2 (2)(12) ring motifs. In (I), the resulting dimers are connected through C-H?Br hydrogen bonds, forming sheets parallel to (10-1), and ?-? inter-actions [inter-centroid distance = 3.7821?(16)?Å] involving inversion-related pyridine rings, forming a three-dimensional network. In (II), the resulting dimers are connected through ?-? inter-actions [inter-centroid distance = 3.771?(2)?Å] involving inversion-related pyridine rings, forming a two-dimensional network lying parallel to (001).

SUBMITTER: Nagalakshmi RA 

PROVIDER: S-EPMC4331894 | biostudies-other | 2015 Jan

REPOSITORIES: biostudies-other