...
  • 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Crystal growth & design >Crystal Morphology and Interfacial Stability of RS-Ibuprofen in Relation to Its Molecular and Synthonic Structure
【24h】

Crystal Morphology and Interfacial Stability of RS-Ibuprofen in Relation to Its Molecular and Synthonic Structure

机译：与其分子与合成结构相关RS-ubuprofen的晶体形态和界面稳定性

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

The key intermolecular (synthonic) interactions, crystal morphology, and surface interfacial stability of the anti-inflammatory drug RS-ibuprofen are examined in relation to its bulk crystal and surface chemistry, and to rationalize its growth behavior as a function of the crystallization environment. The OH center dot center dot center dot O H-bonding dimers between adjacent carboxylic acid groups are calculated to be the strongest bulk (intrinsic) synthons, with other important synthons arising due to interactions between the less-polar phenyl ring and aliphatic chain. Morphological prediction, using the attachment energy model, predicts a prismatic faceted shape, in good agreement with the shape of the experimentally grown crystals from the vapor phase. Crystals grown from solution are found to have higher aspect ratios, with those prepared in polar protic solvents (EtOH) producing less needle-like crystals, than those prepared in less polar and aprotic solvents (toluene, acetonitrile, and ethyl acetate). Though the anisotropy factors of the {011} and {002} forms are relatively similar (39.5% and 43.4%, respectively), examination of the surface chemistry reveals that the most important extrinsic (surface-terminated) synthons on the capping {011} surface involve H-bonding interactions, while those on the side {002} surfaces mostly involve van der Waals (vdW) interactions. This suggests that a polar, protic solvent is more likely to bind to the capping {011} surface and inhibit growth of the long axis of the needle, compared to apolar and/or aprotic solvents. A previously unreported re-entrant face is found to appear in the external crystal morphology at higher supersaturations (in the range of sigma = 0.660.79), not due to twinning, which is provisionally identified as being consistent with either the {112} or {012} form. Analysis of the calculated surface entropy alpha-factors suggest that the capping {011} faces would be expected to be least smooth on the molecular level, with a higher degree of unsaturated extrinsic synthons, in comparison to the {002} and {100} faces. This is consistent with growth mechanism data previously published (Nguyen et al. CrystEngComm 2014, 16, 4568-4586) and with the observed re-entrant morphological instability at the capping surfaces.
机译：抗炎药RS-ubuprofen的关键分子（合成）相互作用，晶体形态和表面界面稳定性与其散装晶体和表面化学相关，并作为结晶环境的函数合理化其生长行为。相邻羧酸基团之间的OH中心点中心点中心点O H键合二聚体是最强的体积（内在）合成器，其具有由于较少极性苯基环和脂族链之间的相互作用而产生的其他重要合成器。使用附接能量模型的形态学预测预测棱镜刻面形状，与来自气相的实验生长晶体的形状吻合。发现从溶液生长的晶体具有较高的纵横比，其中在极性质子溶剂（EtOH）中制备的那些，其产生较少的针状晶体，而不是在不太极性和非质子溶剂（甲苯，乙腈和乙酸乙酯）中制备的那些。虽然{011}和{002}形式的各向异性因子相对相似（分别为39.5％和43.4％），表面化学的检查表明，封顶上最重要的外在（表面终止）合成器{011}表面涉及H键合相互作用，而侧面{002}曲面的相互作用主要涉及范德华（VDW）相互作用。这表明与具有不良和/或非质子溶剂相比，极性质子溶剂更可能与封端{011}表面结合并抑制针长轴的生长。发现先前未报告的再参赛者面部在较高的超饱和度（Sigma = 0.660.79的范围内）出现在外部晶体形态，而不是由于孪生，这被临时识别为与{112}或{012}形式。计算表面熵α因子的分析表明，与{002}和{100}面相比，封端{011}面将预期在分子水平上具有更高程度的不饱和外在合成物。 。这与先前发表的生长机制数据一致（Nguyen等人。结晶Commm 2014,16,4568-4586），并且在封盖表面上观察到的再参与者形态不稳定。

著录项

  • 来源
    《Crystal growth & design》 |2017年第6期|共12页
  • 作者

    Nguyen Thai T. H.; Rosbottom Ian; Marziano Ivan; Hammond Robert B.; Roberts Kevin J.;

  • 作者单位

    Univ Leeds Inst Proc Res &

    Dev Sch Chem &

    Proc Engn Ctr Digital Design Drug Prod Leeds LS2 9JT W Yorkshire England;

    Univ Leeds Inst Proc Res &

    Dev Sch Chem &

    Proc Engn Ctr Digital Design Drug Prod Leeds LS2 9JT W Yorkshire England;

    Pfizer Worldwide Res &

    Dev Sandwich CT13 9NJ Kent England;

    Univ Leeds Inst Proc Res &

    Dev Sch Chem &

    Proc Engn Ctr Digital Design Drug Prod Leeds LS2 9JT W Yorkshire England;

    Univ Leeds Inst Proc Res &

    Dev Sch Chem &

    Proc Engn Ctr Digital Design Drug Prod Leeds LS2 9JT W Yorkshire England;

  • 收录信息
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 晶体学;
  • 关键词

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号