Crystal structure and Hirshfeld surface analysis of 2-{[7-acetyl-8-(4-chlorophenyl)-4-cyano-6-hydroxy-1,6-dimethyl-5,6,7,8-tetrahydroisoquinolin-3-yl]sulfanyl}-N-(4-chlorophenyl)acetamide

Abstract

In the title molecule, C28H25Cl2N3O3S, the heterocyclic portion of the tetrahydroisoquinoline unit is planar while the cyclohexene ring adopts a twist-boat conformation. The two 4-chlorophenyl groups extend away from one side of this unit while the hydroxyl and acetyl groups extend away from the opposite side and form an intramolecular O—H...O hydrogen bond. The crystal packing consists of layers parallel to the bc plane. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions to the crystal packing are from H...H (37.3%), Cl...H/H...Cl (17.6%), O...H/H...O (11.1%), C...H/H...C (10.9%) and N...H/H...N (9.7%) interactions.

Synthesis, characterization and crystal structure of some novel partially hydrogenated isoquinolines and their fused heterocyclic systems

“…7-Acetyl-8-aryl-4-cyano-1,6-dimethyl-6-hydroxy-5,6,7,8-tetrahydroisoquinoline-3(2H)-thione (1) was synthesized in a high yield according to the reported method [24]. The crystal structure of some derivatives of compound 1 is previously determined [24,25]. An attempt for elimination of both hydroxyl and acetyl groups of the compound 1 has succeeded.…”

Nitrophenyl-Group-Containing Heterocycles. I. Synthesis, Characterization, Crystal Structure, Anticancer Activity, and Antioxidant Properties of Some New 5,6,7,8-Tetrahydroisoquinolines Bearing 3(4)-Nitrophenyl Group

“…Additionally the α-carbonyl stereogenic center is base-labile. From the single-crystal X-ray data of compound 5d in the current paper and those of other reported related compounds, − ,− it is apparent that the cis , trans–cis isomer crystallized: aryl, acetyl, and hydroxy are cis / trans / cis with a hydrogen bonding between acetyl and hydroxy. Only one diastereoisomer is isolated as a reaction product during the course of the current investigation and previously reported ones. − ,− All reactions of starting compounds 2a , b which take place far away form their three consecutive stereogenic centers resulted in no epimerization processes. − ,− …”