Organic NMR Crystallography: Enabling Progress for Applications to Pharmaceuticals and Plant Cell Walls

IF 3.3 3区化学 Q2 CHEMISTRY, PHYSICAL

Faraday Discussions Pub Date : 2024-05-20 DOI:10.1039/d4fd00088a

Zainab Rehman, Jairah Lubay, W. Trent Trent Franks, Emily Corlett, Bao Nguyen, Garry Scrivens, Brian Samas, Heather Frericks-Schmidt, Steven P. Brown

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Abstract

The application of NMR crystallography to organic molecules is exemplified by two case studies. For the tosylate salt of the active pharmaceutical ingredient, Ritlectinib, solid-state NMR spectra are presented at a 1H Larmor frequency of 1 GHz and a magic-angle spinning (MAS) frequency of 60 kHz. Specifically, 14N-1H heteronuclear multiple-quantum coherence (HMQC) and 1H-1H double-quantum (DQ) single-quantum (SQ) correlation experiments are powerful probes of hydrogen bonding interactions. A full assignment of the 1H, 13C and 14N/ 15N chemical shifts is achieved using also 1H-13C cross polarization (CP) HETCOR spectra together with gauge-including projector augmented wave (GIPAW) DFT calculation for the geometry-optimised X-ray diffraction crystal structure that is reported here (CCDC 2352028). In addition, GIPAW calculations are presented for the 13C chemical shifts in the two polymorphs of cellulose for which diffraction structures are available. For both case studies, a focus is on the discrepancy between experiment and GIPAW calculation.

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有机核磁共振晶体学：推动药物和植物细胞壁应用的进步

核磁共振晶体学在有机分子中的应用以两个案例研究为例。对于活性药物成分 Ritlectinib 的对甲苯磺酸盐，以 1 GHz 的 1H Larmor 频率和 60 kHz 的魔角旋转 (MAS) 频率展示了固态 NMR 光谱。具体来说，14N-1H 异核多量子相干 (HMQC) 和 1H-1H 双量子 (DQ) 单量子 (SQ) 关联实验是氢键相互作用的有力探针。此外，还利用 1H-13C 交叉极化 (CP) HETCOR 光谱以及对本文所报告的几何优化 X 射线衍射晶体结构（CCDC 2352028）进行的 gauge-including projector augmented wave (GIPAW) DFT 计算，实现了对 1H、13C 和 14N/ 15N 化学位移的全面分配。此外，GIPAW 还计算了有衍射结构的两种纤维素多晶体的 13C 化学位移。这两个案例研究的重点是实验与 GIPAW 计算之间的差异。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Faraday Discussions 化学-物理化学

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259

期刊介绍： Discussion summary and research papers from discussion meetings that focus on rapidly developing areas of physical chemistry and its interfaces