Role of weak C—H…O and strong N—H…O intermolecular interactions on the high-symmetry molecular packing of trans-cyclohexane-1,4-dicarboxamide
An unpredicted fourfold screw N—H.O hydrogen bond C(4) motif in a primary dicarboxamide (trans-cyclohexane-1,4-dicarboxamide, C8H14N2O2) was investigated by single-crystal X-ray diffraction and IR and Raman spectroscopies. Electron-density topology and intermolecular energy analyses determined fro...
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2018
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v74_n10_p1068_GarciReyes http://hdl.handle.net/20.500.12110/paper_20532296_v74_n10_p1068_GarciReyes |
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paper:paper_20532296_v74_n10_p1068_GarciReyes2023-06-08T16:34:03Z Role of weak C—H…O and strong N—H…O intermolecular interactions on the high-symmetry molecular packing of trans-cyclohexane-1,4-dicarboxamide Ab initio calculations Carboxamide Crystal structure Hydrogen bonds IR spectroscopy Raman spectroscopy Calculations Crystal structure Hexane Infrared spectroscopy Raman spectroscopy Screws Single crystals Cyclohexane Ab initio calculations Carboxamides Cluster calculations Co-operative effects Electron-density topology IR and Raman spectroscopy Single crystal x-ray diffraction Structural modeling Hydrogen bond interaction Intermolecular interactions Molecular arrangements Hydrogen bonds An unpredicted fourfold screw N—H.O hydrogen bond C(4) motif in a primary dicarboxamide (trans-cyclohexane-1,4-dicarboxamide, C8H14N2O2) was investigated by single-crystal X-ray diffraction and IR and Raman spectroscopies. Electron-density topology and intermolecular energy analyses determined from ab initio calculations were employed to examine the influence of weak C—H.O hydrogen-bond interactions on the peculiar arrangement of molecules in the tetragonal P43212 space group. In addition, the way in which the co-operative effects of those weak bonds might modify their relative influence on molecular packing was estimated from cluster calculations. Based on the results, a structural model is proposed which helps to rationalize the unusual fourfold screw molecular arrangement. © 2018 International Union of Crystallography. 2018 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v74_n10_p1068_GarciReyes http://hdl.handle.net/20.500.12110/paper_20532296_v74_n10_p1068_GarciReyes |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Ab initio calculations Carboxamide Crystal structure Hydrogen bonds IR spectroscopy Raman spectroscopy Calculations Crystal structure Hexane Infrared spectroscopy Raman spectroscopy Screws Single crystals Cyclohexane Ab initio calculations Carboxamides Cluster calculations Co-operative effects Electron-density topology IR and Raman spectroscopy Single crystal x-ray diffraction Structural modeling Hydrogen bond interaction Intermolecular interactions Molecular arrangements Hydrogen bonds |
| spellingShingle |
Ab initio calculations Carboxamide Crystal structure Hydrogen bonds IR spectroscopy Raman spectroscopy Calculations Crystal structure Hexane Infrared spectroscopy Raman spectroscopy Screws Single crystals Cyclohexane Ab initio calculations Carboxamides Cluster calculations Co-operative effects Electron-density topology IR and Raman spectroscopy Single crystal x-ray diffraction Structural modeling Hydrogen bond interaction Intermolecular interactions Molecular arrangements Hydrogen bonds Role of weak C—H…O and strong N—H…O intermolecular interactions on the high-symmetry molecular packing of trans-cyclohexane-1,4-dicarboxamide |
| topic_facet |
Ab initio calculations Carboxamide Crystal structure Hydrogen bonds IR spectroscopy Raman spectroscopy Calculations Crystal structure Hexane Infrared spectroscopy Raman spectroscopy Screws Single crystals Cyclohexane Ab initio calculations Carboxamides Cluster calculations Co-operative effects Electron-density topology IR and Raman spectroscopy Single crystal x-ray diffraction Structural modeling Hydrogen bond interaction Intermolecular interactions Molecular arrangements Hydrogen bonds |
| description |
An unpredicted fourfold screw N—H.O hydrogen bond C(4) motif in a primary dicarboxamide (trans-cyclohexane-1,4-dicarboxamide, C8H14N2O2) was investigated by single-crystal X-ray diffraction and IR and Raman spectroscopies. Electron-density topology and intermolecular energy analyses determined from ab initio calculations were employed to examine the influence of weak C—H.O hydrogen-bond interactions on the peculiar arrangement of molecules in the tetragonal P43212 space group. In addition, the way in which the co-operative effects of those weak bonds might modify their relative influence on molecular packing was estimated from cluster calculations. Based on the results, a structural model is proposed which helps to rationalize the unusual fourfold screw molecular arrangement. © 2018 International Union of Crystallography. |
| title |
Role of weak C—H…O and strong N—H…O intermolecular interactions on the high-symmetry molecular packing of trans-cyclohexane-1,4-dicarboxamide |
| title_short |
Role of weak C—H…O and strong N—H…O intermolecular interactions on the high-symmetry molecular packing of trans-cyclohexane-1,4-dicarboxamide |
| title_full |
Role of weak C—H…O and strong N—H…O intermolecular interactions on the high-symmetry molecular packing of trans-cyclohexane-1,4-dicarboxamide |
| title_fullStr |
Role of weak C—H…O and strong N—H…O intermolecular interactions on the high-symmetry molecular packing of trans-cyclohexane-1,4-dicarboxamide |
| title_full_unstemmed |
Role of weak C—H…O and strong N—H…O intermolecular interactions on the high-symmetry molecular packing of trans-cyclohexane-1,4-dicarboxamide |
| title_sort |
role of weak c—h…o and strong n—h…o intermolecular interactions on the high-symmetry molecular packing of trans-cyclohexane-1,4-dicarboxamide |
| publishDate |
2018 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v74_n10_p1068_GarciReyes http://hdl.handle.net/20.500.12110/paper_20532296_v74_n10_p1068_GarciReyes |
| _version_ |
1768542761676439552 |