Department of Solid State Chemistry, University of Chemistry and Technology Prague, Technická 5, 166 28 Prague 6, Czech Republic.
Teva Czech Industries s.r.o., Research and Development, Ostravská 29, 747 70 Opava-Komárov, Czech Republic.
Molecules. 2019 Jul 12;24(14):2548. doi: 10.3390/molecules24142548.
An aminoborane side product from the nicergoline manufacture process was identified by single-crystal X-ray diffraction. As boranes of pharmaceutical molecules are quite rare, the binding potential of the BH group was investigated and compared with similar compounds using Cambridge Structural Database (CSD). Surprisingly, the packing was stabilized by a dihydrogen bond, which triggered a false alert for too-short contact of hydrogen atoms in IUCR checkCIF. As the dihydrogen bond concept is not widely known, such an alert might mislead crystallographers to force -CH optimal geometry to -BH groups. The B-H distances equal to or less than 1.0 Å (17% of the CSD structures) are substantially biased when analyzing the structures of aminoborane complexes in CSD. To conduct proper searching, B-H bond length normalization should be applied in the CSD search.
通过单晶 X 射线衍射鉴定出尼麦角林制造过程中的一种氨硼烷副产物。由于药物分子的硼烷相当罕见，因此使用剑桥结构数据库（CSD）研究了 BH 基团的结合潜力，并与类似化合物进行了比较。令人惊讶的是，包装是通过氢键稳定的，这在 IUCR checkCIF 中引发了氢原子过短接触的错误警报。由于氢键的概念并不广为人知，这种警报可能会误导晶体学家迫使-CH 最佳几何形状转变为-BH 基团。在分析 CSD 中氨硼烷配合物的结构时，当 B-H 距离等于或小于 1.0 Å（CSD 结构的 17%）时，会产生很大的偏差。为了进行正确的搜索，应该在 CSD 搜索中应用 B-H 键长归一化。
