ABSTRACT
The crystal structures of two N-(aryl-sulfon-yl)aryl-amides, namely N-(3-fluoro-benzo-yl)benzene-sulfonamide, C13H10FNO3S, (I), and N-(3-fluoro-benzo-yl)-4-methyl-benzene-sulfonamide, C14H12FNO3S, (II), are described and compared with related structures. The dihedral angle between the benzene rings is 82.73â (10)° in (I) compared to 72.60â (12)° in (II). In the crystal of (I), the mol-ecules are linked by C-Hâ¯O and C-Hâ¯π inter-actions, resulting in a three-dimensional grid-like architecture, while C-Hâ¯O inter-actions lead to one-dimensional ribbons in (II). The crystals of both (I) and (II) feature strong but non-structure-directing N-Hâ¯O hydrogen bonds with R 2 (2)(8) ring motifs. The structure of (I) also features π-π stacking inter-actions.
ABSTRACT
The crystal structures of three N-aryl-sulfonyl-4-fluoro-benzamides, namely 4-fluoro-N-(2-methyl-phenyl-sulfon-yl)benzamide, C14H12FNO3S, (I), N-(2-chloro-phenyl-sulfon-yl)-4-fluorobenzamide, C13H9ClFNO3S, (II), and N-(4-chloro-phenyl-sulfon-yl)-4-fluoro-benzamide monohydrate, C13H9ClFNO3S·H2O, (III), are described and compared with related structures. The asymmetric unit of (I) contains two independent mol-ecules (A and B), while that of (II) contains just one mol-ecule, and that of (III) contains a mol-ecule of water in addition to one main mol-ecule. The dihedral angle between the benzene rings is 82.83â (11)° in mol-ecule A and 85.01â (10)° in mol-ecule B of (I), compared to 89.91â (10)° in (II) and 81.82â (11)° in (III). The crystal structure of (I) features strong N-Hâ¯O hydrogen bonds between the A and B mol-ecules, resulting in an R 4 (4)(16) tetra-meric unit. These tetra-meric units are connected into sheets in the bc plane by various C-Hâ¯O inter-actions, and adjacent sheets are further inter-linked via C-Hâ¯πar-yl inter-actions, forming a three-dimensional architecture. The crystal structure is further stabilized by πar-yl-πar-yl and S=Oâ¯πar-yl inter-actions. In the crystal of (II), mol-ecules are connected into R 2 (2)(8) and R 2 (2)(14) dimers via N-Hâ¯O hydrogen bonds and C-Hâ¯O inter-actions, respectively; the dimers are further inter-connected via a weak C=Oâ¯πar-yl inter-action, leading to the formation of chains along [1-10]. In the crystal of (III), N-Hâ¯O and O-Hâ¯O hydrogen bonds involving both the main mol-ecule and the solvent water mol-ecule results in the formation of sheets parallel to the bc plane. The sheets are further connected by C-Hâ¯O inter-actions and weak C-Clâ¯πar-yl, C-Fâ¯πar-yl and S=Oâ¯πar-yl inter-actions, forming a three-dimensional architecture.
ABSTRACT
Three N-ar-yl-2,2,2-tri-bromo-acetamides, namely, 2,2,2-tri-bromo-N-(2-fluoro-phen-yl)-acetamide, C8H5Br3FNO, (I), 2,2,2-tri-bromo-N-[3-(tri-fluoro-methyl)-phen-yl]-acetamide, C9H5Br3F3NO, (II) and 2,2,2-tri-bromo-N-(4-fluoro-phen-yl)-acetamide, C8H5Br3FNO, (III) were synthesized and their crystal structures were analysed. In the crystal structure of (I), C-Brâ¯πar-yl inter-actions connect the mol-ecules into dimers, which in turn are connected via Brâ¯Br contacts [3.6519â (12)â Å], leading to the formation of a one-dimensional ladder-type architecture. The crystal structure of (II) features chains linked by N-Hâ¯O and C-Hâ¯O hydrogen bonds. Two such chains are inter-linked to form ribbons through Brâ¯Br [3.6589â (1)â Å] and Brâ¯F [3.0290â (1)â Å] inter-actions. C-Brâ¯πar-yl and C-Fâ¯πar-yl inter-actions between the ribbons extend the supra-molecular architecture of (II) from one dimension to two. In (III), the mol-ecules are connected into R 2 (2)(8) dimers via pairs of C-Hâ¯F inter-actions and these dimers form ribbons through Brâ¯Br [3.5253â (1)â Å] contacts. The ribbons are further inter-linked into columns via C-Brâ¯O=C contacts, forming a two-dimensional architecture.