Here,
aiming to adopt the phenyl–perfluorophenyl interaction
to regulate molecular alignment and arrangement for crystal engineering,
we examined and compared in detail the crystal structures of N,N′-diphenylurea compounds 1–6. We found that phenyl–perfluorophenyl
interaction greatly influenced the intermolecular arrangement in the
crystal, and we were able to prepare a cocrystal of 1 and 2, in which the molecules were alternately arranged
under the control of the phenyl–perfluorophenyl interaction.
This arrangement was driven by the asymmetric geometry of the hydrogen
bonds in the cocrystal (1·2), in which 2, bearing two perfluorophenyl groups, worked as a better hydrogen
bond donor. In contrast, NH connected to the phenyl group in 3 proved to be a better hydrogen bond donor due to the intramolecular
resonance effect. N,N′-Dimethylated
derivatives, 4–6, existed in cis-cis form in the crystal. Antiparallel
carbonyl–carbonyl arrangements were observed in 4 and 6, while an unexpected carbonyl–perfluorophenyl
interaction was observed in the crystal of 5. These findings
will be helpful in the design of diphenylurea-based functional molecules,
especially for solid-state application.
We report a case of spontaneous parasitic leiomyoma in a 30-year-old post-partum woman. A subserosal leiomyoma had been noted at the first trimester screening, and she had experienced persistent abdominal pain during her previous pregnancy. She was referred to hospital with severe abdominal pain at 7 months after delivery. We detected a homogenous solid tumor that resembled the subserosal leiomyoma but was completely detached from the uterus. On laparoscopy the vascularization of the tumor was supplied from the omentum, which was tightly adherent to the tumor. Histopathologically, the tumor was surrounded by a fibrous vascular capsule, and broadly hyalinized and partially calcified, consistent with a degenerated uterine leiomyoma. Detachment of a pedunculated subserosal leiomyoma from the uterus following adhesion to other pelvic structures throughout pregnancy may result in a parasitic leiomyoma, a rare subtype of uterine leiomyoma.
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