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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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_20532296_v74_n10_p1068_GarciReyes |
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todo:paper_20532296_v74_n10_p1068_GarciReyes2023-10-03T16:39:02Z 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 Garcí-Reyes, F. Fantoni, A.C. Barón, M. Romano, R.M. Punte, G.M. Echeverrí, G.A. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_20532296_v74_n10_p1068_GarciReyes |
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Universidad de Buenos Aires |
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I-28 |
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R-134 |
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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 Garcí-Reyes, F. Fantoni, A.C. Barón, M. Romano, R.M. Punte, G.M. Echeverrí, G.A. 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. |
| format |
JOUR |
| author |
Garcí-Reyes, F. Fantoni, A.C. Barón, M. Romano, R.M. Punte, G.M. Echeverrí, G.A. |
| author_facet |
Garcí-Reyes, F. Fantoni, A.C. Barón, M. Romano, R.M. Punte, G.M. Echeverrí, G.A. |
| author_sort |
Garcí-Reyes, F. |
| 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 |
| url |
http://hdl.handle.net/20.500.12110/paper_20532296_v74_n10_p1068_GarciReyes |
| work_keys_str_mv |
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| _version_ |
1807319193954025472 |