Crystal structures of two bis-carbamoylmethylphosphine oxide (CMPO) compounds
Crystal structures of two bis-carbamoylmethylphosphine oxide (CMPO) compounds
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两种双氨基甲酰基甲基氧化膦 (CMPO) 化合物的晶体结构
DOI：
10.1107/s205698901900820x
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发表时间：
2019
期刊：
影响因子：
--
通讯作者：
Biros, Shannon M.
中科院分区：
文献类型：
--
作者：
VanderWeide, Andrew I.;Staples, Richard J.;Biros, Shannon M.
两种双氨基甲酰基甲基氧化膦化合物，即{[(3-{[2-(二苯基膦酰基)乙酰胺基]甲基}苯甲基)氨基甲酰基]甲基}二苯基氧化膦，C36H34N2O4P2，(I)和[({2-[2-(二乙氧基膦酰基)乙酰胺基]乙基}氨基甲酰基)甲基]膦酸二乙酯， C14H30N2O8P2, (II) 是通过酯和伯胺之间的亲核酰基取代反应合成的。两种晶体中都存在氢键相互作用，但这些相互作用在化合物(I)的情况下是分子内的，在化合物(II)的情况下是分子间的。化合物(I)的晶体中也存在分子内π-π堆积相互作用，质心距为3.9479 (12) Å，二面角为9.56 (12)°。分子间C—H⋯π相互作用[C⋯质心距离为3.622 (2) Å，C—H⋯质心角为146°]产生位于ab平面的超分子片。化合物(I)的关键几何特征包括近平面的反式酰胺基团，其CN-C-C扭转角为169.12 (17)°，氧化膦磷原子与酰胺氮原子之间的扭转角为-108.39 (15)°。对于化合物(II)，磷酰基对应的电子密度是无序的，并被建模为两部分，占据比为0.7387 (19):0.2613 (19)。化合物(II)还具有反式酰胺基团，其CN-C-C扭转角接近平面性-176.50 (16)°。该结构中的氢键是分子间的，酰胺氢原子与P=O氧原子之间的D⋯A距离为2.883 (2) Å，D—H⋯A角为175.0 (18)°。这些非共价相互作用产生沿 b 轴方向延伸的带。
Two bis-carbamoylmethylphosphine oxide compounds, namely {[(3-{[2-(diphenylphosphinoyl)ethanamido]methyl}benzyl)carbamoyl]methyl}diphenylphosphine oxide, C36H34N2O4P2, (I), and diethyl [({2-[2-(diethoxyphosphinoyl)ethanamido]ethyl}carbamoyl)methyl]phosphonate, C14H30N2O8P2, (II), were synthesized via nucleophilic acyl substitution reactions between an ester and a primary amine. Hydrogen-bonding interactions are present in both crystals, but these interactions are intramolecular in the case of compound (I) and intermolecular in compound (II). Intramolecular π–π stacking interactions are also present in the crystal of compound (I) with a centroid–centroid distance of 3.9479 (12) Å and a dihedral angle of 9.56 (12)°. Intermolecular C—H⋯π interactions [C⋯centroid distance of 3.622 (2) Å, C—H⋯centroid angle of 146°] give rise to supramolecular sheets that lie in the ab plane. Key geometric features for compound (I) involve a nearly planar, trans-amide group with a C—N—C—C torsion angle of 169.12 (17)°, and a torsion angle of −108.39 (15)° between the phosphine oxide phosphorus atom and the amide nitrogen atom. For compound (II), the electron density corresponding to the phosphoryl group was disordered, and was modeled as two parts with a 0.7387 (19):0.2613 (19) occupancy ratio. Compound (II) also boasts a trans-amide group that approaches planarity with a C—N—C—C torsion angle of −176.50 (16)°. The hydrogen bonds in this structure are intermolecular, with a D⋯A distance of 2.883 (2) Å and a D—H⋯A angle of 175.0 (18)° between the amide hydrogen atom and the P=O oxygen atom. These non-covalent interactions create ribbons that run along the b-axis direction.
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NCMPO 修饰的吡啶 N-氧化物平台的合成和 f 元件连接特性。
影响因子：
4
作者：
Sabrina Ouizem;Daniel Rosario;D. Dickie;R. Paine;A. Bettencourt;B. Hay;Julien Podair;L. Delmau
通讯作者：
L. Delmau
DOI：
10.1107/s1600536814020078
发表时间：
2014-10-01
期刊：
Acta crystallographica. Section E, Structure reports online
影响因子：
--
作者：
Stoscup JA;Staples RJ;Biros SM
通讯作者：
Biros SM
DOI：
10.1039/p29960001175
发表时间：
1996-06-01
期刊：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
影响因子：
--
作者：
ArnaudNeu, F;Bohmer, V;Vogt, W
通讯作者：
Vogt, W
磷酸乙酸的单和双[N-芳基（苄基）]酰胺。
DOI：
--
发表时间：
2006
期刊：
影响因子：
--
作者：
O. Artyushin;E. Sharova;I. Odinets;K. Lyssenko;D. G. Golovanov;T. Mastryukova;G. A. Pribylova;I. Tananaev;G. V. Myasoedova
通讯作者：
G. V. Myasoedova
功能性空配体的金属转换和自包含。
影响因子：
15
作者：
P. Amrhein;A. Shivanyuk;Darren W. Johnson;J. Rebek
通讯作者：
J. Rebek