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

Autores
García Reyes, Fernando; Fantoni, Adolfo Carlos; Barón, Máximo; Romano, Rosana Mariel; Punte, Graciela María del Carmen; Echeverría, Gustavo Alberto
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
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.
Instituto de Física La Plata
Centro de Química Inorgánica
Facultad de Ingeniería
Materia
Química
Física
Crystal structure
Hydrogen bonds
IR spectroscopy
Raman spectroscopy
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by-nc-sa/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/99723
Acceder
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oai_identifier_str oai:sedici.unlp.edu.ar:10915/99723
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Role of weak C—H…O and strong N—H…O inter­molecular inter­actions on the high-symmetry mol­ecular packing of trans-cyclo­hexane-1,4-dicarboxamideGarcía Reyes, FernandoFantoni, Adolfo CarlosBarón, MáximoRomano, Rosana MarielPunte, Graciela María del CarmenEcheverría, Gustavo AlbertoQuímicaFísicaCrystal structureHydrogen bondsIR spectroscopyRaman spectroscopyAn 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.Instituto de Física La PlataCentro de Química InorgánicaFacultad de Ingeniería2018-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdf1068-1078http://sedici.unlp.edu.ar/handle/10915/99723enginfo:eu-repo/semantics/altIdentifier/url/https://ri.conicet.gov.ar/11336/86959info:eu-repo/semantics/altIdentifier/issn/2053-2296info:eu-repo/semantics/altIdentifier/doi/10.1107/S2053229618011750info:eu-repo/semantics/altIdentifier/hdl/11336/86959info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by-nc-sa/4.0/Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-11-12T10:44:47Zoai:sedici.unlp.edu.ar:10915/99723Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-11-12 10:44:48.291SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv 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 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
spellingShingle 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
García Reyes, Fernando
Química
Física
Crystal structure
Hydrogen bonds
IR spectroscopy
Raman spectroscopy
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
dc.creator.none.fl_str_mv García Reyes, Fernando
Fantoni, Adolfo Carlos
Barón, Máximo
Romano, Rosana Mariel
Punte, Graciela María del Carmen
Echeverría, Gustavo Alberto
author García Reyes, Fernando
author_facet García Reyes, Fernando
Fantoni, Adolfo Carlos
Barón, Máximo
Romano, Rosana Mariel
Punte, Graciela María del Carmen
Echeverría, Gustavo Alberto
author_role author
author2 Fantoni, Adolfo Carlos
Barón, Máximo
Romano, Rosana Mariel
Punte, Graciela María del Carmen
Echeverría, Gustavo Alberto
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Química
Física
Crystal structure
Hydrogen bonds
IR spectroscopy
Raman spectroscopy
topic Química
Física
Crystal structure
Hydrogen bonds
IR spectroscopy
Raman spectroscopy
dc.description.none.fl_txt_mv 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.
Instituto de Física La Plata
Centro de Química Inorgánica
Facultad de Ingeniería
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.
publishDate 2018
dc.date.none.fl_str_mv 2018-09
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://sedici.unlp.edu.ar/handle/10915/99723
url http://sedici.unlp.edu.ar/handle/10915/99723
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://ri.conicet.gov.ar/11336/86959
info:eu-repo/semantics/altIdentifier/issn/2053-2296
info:eu-repo/semantics/altIdentifier/doi/10.1107/S2053229618011750
info:eu-repo/semantics/altIdentifier/hdl/11336/86959
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by-nc-sa/4.0/
Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0)
dc.format.none.fl_str_mv application/pdf
1068-1078
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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