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To modulate assembly manners of octadehydrodibenzo [12]annulene ([12]DBA) core in solid state, we first synthesized ortho-phenyl-substituted derivative 2 and investigated the effects of the substituents on the molecular stacking manner of the [12]DBA core.[12]DBA 2 yielded four types of crystals, which differ from that of the parent compound: Namely, the guest-free crystal possessing an offset stacking manner (I-GF), the solvate with a edge-to-face arrangement (II), the solvates with zigzag π-stacked arrangements (III and III¤), and the solvate with 1D π-stacked columnar arrangements (IV). In the crystals, the phenyl groups contribute to limiting the stacking geometry of the [12]DBA cores and to forming void spaces accommodating various guest species, allowing versatile molecular assembly manners hitherto known for [12]DBA derivatives. We revealed that the crystals showed structure dependent fluorescence and charge carrier behaviors.

A 51-year-old womanwith autoimmune pancreatitis is reported in whomtreatment with ursodeoxycholic acid (UDCA) was beneficial. Complaining of epigastric discomfort, she presented with liver dysfunction of the cholestatic type, and diabetes mellitus. Pancreatic imaging revealed a diffuse swelling of the body, an irregular narrowing of the main pancreatic duct, and a terminal stricture of the common bile duct. Histologically, the biopsied pancreas was replaced by fibrous tissue with a small amount of mononuclear cell infiltration. She had anti-carbonic anhydrase-II antibody and anti-lactoferrin antibody. After treatment with UDCA, her liver dysfunction and diabetes mellitus improvedand the pancreas size was reduced. Steroid therapy is usually indicated for this disorder, but UDCA maybe given as an alternative choice.