两种丁烯-N,N'-二(O,O'-二酰基磷酰胺)多晶体氢键的结构和电子特性。

IF 1.9 3区 化学 Acta Crystallographica Section B-structural Science Pub Date : 2013-02-01 Epub Date: 2012-12-20 DOI:10.1107/S0108768112048331
Khodayar Gholivand, Ali A Ebrahimi Valmoozi, Hamid R Mahzouni
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引用次数: 14

摘要

双磷酰胺(C(6)H(5)O)(2)P(O) nhh (CH(2))(4)NHP(O)(OC(6)H(5))(2))结晶为两种多晶型,一种(ndl)由四氢呋喃(THF)/乙醇形成针状结构,另一种(prm)由H(2)O/乙醇形成棱柱状结构。两种形式的分子在某些扭转角和二氨基丁烷桥的取向上存在差异,尽管相似键长之间的差异对两种多晶型来说并不显著。在B3LYP/6-31+G*水平上对分离分子的几何优化表明,存在于晶体状态的两种构象也代表了局部气相能量的最小值。利用分子参与氢键时N-H键路径键临界点(b.c.p.)处电子密度(ρ)的降低来描述从优化结构到晶体结构的N-H距离的减小,并将完全优化结构的原子-分子(AIM)和自然键轨道(NBO)分析结果与l和prm的氢键模型簇进行了比较。
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Structural and electronic aspects of hydrogen bonding in two polymorphs of butylene-N,N'-bis(O,O'-diarylphosphoramidate).

The bisphosphoramidate (C(6)H(5)O)(2)P(O)NH(CH(2))(4)NHP(O)(OC(6)H(5))(2) crystallizes in two polymorphs, one (ndl) with a needle habit from tetrahydrofuran (THF)/ethanol and another (prm) which forms prisms from H(2)O/ethanol. The molecules in the two forms differ from each other in some torsion angles and the orientation of the diaminobutane bridge, although the differences between the similar bond lengths are not significant for the two polymorphs. The geometry optimizations at the B3LYP/6-31+G* level for isolated molecules show that the two conformers which exist in the crystalline state also represent local gas-phase energy minima. The decrease in the N-H distance from the optimized to the crystal structures has been described in terms of the decrease in electron density (ρ) at the bond-critical point (b.c.p.) of the N-H bond path when the molecule participates in hydrogen bonding, comparing the results of atoms-in-molecules (AIM) and natural bond orbital (NBO) analyses for fully optimized structures ndl and prm with their hydrogen-bonded model clusters.

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期刊介绍: Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials publishes scientific articles related to the structural science of compounds and materials in the widest sense. Knowledge of the arrangements of atoms, including their temporal variations and dependencies on temperature and pressure, is often the key to understanding physical and chemical phenomena and is crucial for the design of new materials and supramolecular devices. Acta Crystallographica B is the forum for the publication of such contributions. Scientific developments based on experimental studies as well as those based on theoretical approaches, including crystal-structure prediction, structure-property relations and the use of databases of crystal structures, are published.
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