Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures

The crystalline structure of four alkoxy-substituted benzoic acids, namely 3-(methoxy)benzoic acid (I), (with two independent molecules in the asymmetric unit); 3,4-di(ethoxy)benzoic acid (II), 3,5-di(ethoxy)benzoic acid (III) and 3,4,5-tri(ethoxy)benzoic acid (IV) are presented, and the details of...

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Detalles Bibliográficos
Autores: Raffo, Pablo Alejandro, Rossi, Leonardo, Alborés, Pablo, Baggio, Ricardo Fortunato, Cukiernik, Fabio Daniel
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2014
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/31730
Acceso en línea:http://hdl.handle.net/11336/31730
Access Level:acceso abierto
Palabra clave:Alkoxy- Substituted Benzoic Acids
Pipi And Chpi Interactions
Rationalization of Packing Modes
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
id AR_81ceaf62cd7cb295aa2dfd2ab187ae53
oai_identifier_str oai:ri.conicet.gov.ar:11336/31730
network_acronym_str AR
network_name_str Argentina
repository_id_str
dc.title.none.fl_str_mv Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures
title Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures
spellingShingle Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures
Raffo, Pablo Alejandro
Alkoxy- Substituted Benzoic Acids
Pipi And Chpi Interactions
Rationalization of Packing Modes
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
title_short Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures
title_full Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures
title_fullStr Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures
title_full_unstemmed Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures
title_sort Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures
dc.creator.none.fl_str_mv Raffo, Pablo Alejandro
Rossi, Leonardo
Alborés, Pablo
Baggio, Ricardo Fortunato
Cukiernik, Fabio Daniel
author Raffo, Pablo Alejandro
author_facet Raffo, Pablo Alejandro
Rossi, Leonardo
Alborés, Pablo
Baggio, Ricardo Fortunato
Cukiernik, Fabio Daniel
author_role author
author2 Rossi, Leonardo
Alborés, Pablo
Baggio, Ricardo Fortunato
Cukiernik, Fabio Daniel
author2_role author
author
author
author
dc.subject.none.fl_str_mv Alkoxy- Substituted Benzoic Acids
Pipi And Chpi Interactions
Rationalization of Packing Modes
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
topic Alkoxy- Substituted Benzoic Acids
Pipi And Chpi Interactions
Rationalization of Packing Modes
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
description The crystalline structure of four alkoxy-substituted benzoic acids, namely 3-(methoxy)benzoic acid (I), (with two independent molecules in the asymmetric unit); 3,4-di(ethoxy)benzoic acid (II), 3,5-di(ethoxy)benzoic acid (III) and 3,4,5-tri(ethoxy)benzoic acid (IV) are presented, and the details of their packing arrangements discussed. In all cases the synthon is a H-bonded head-to-head dimer. C–H⋯π interactions involving C atoms at the 4-positions of neighbouring molecules organize the dimeric synthons in a perpendicular orientation in the case of I. These interactions being blocked for II, Van der Waals interchain interactions organise synthons therein in parallel orientation. In the case of III, although C–H⋯π interactions at the 4-positions are possible in principle, interchain interactions prevail, giving rise to a parallel arrangement of linear strands. Finally, compound IV with all three 3,4,5 substituted sites reduces its interaction scheme to stacking contacts, and the columns thus formed are essentially non interacting. An attempt to rationalize the molecular factors influencing the structures of the whole set of 3-, 4- and/or 5-methoxy- and ethoxy-substituted benzoic acids reported so far in the literature is performed.
publishDate 2014
dc.date.none.fl_str_mv 2014-04
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
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://hdl.handle.net/11336/31730
Cukiernik, Fabio Daniel; Baggio, Ricardo Fortunato; Alborés, Pablo; Rossi, Leonardo; Raffo, Pablo Alejandro; Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures; Elsevier Science; Journal of Molecular Structure; 1070; 4-2014; 86-93
0022-2860
CONICET Digital
CONICET
url http://hdl.handle.net/11336/31730
identifier_str_mv Cukiernik, Fabio Daniel; Baggio, Ricardo Fortunato; Alborés, Pablo; Rossi, Leonardo; Raffo, Pablo Alejandro; Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures; Elsevier Science; Journal of Molecular Structure; 1070; 4-2014; 86-93
0022-2860
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2014.04.003
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0022286014003561
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
_version_ 1799196066916073472
spelling Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architecturesRaffo, Pablo AlejandroRossi, LeonardoAlborés, PabloBaggio, Ricardo FortunatoCukiernik, Fabio DanielAlkoxy- Substituted Benzoic AcidsPipi And Chpi InteractionsRationalization of Packing Modeshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The crystalline structure of four alkoxy-substituted benzoic acids, namely 3-(methoxy)benzoic acid (I), (with two independent molecules in the asymmetric unit); 3,4-di(ethoxy)benzoic acid (II), 3,5-di(ethoxy)benzoic acid (III) and 3,4,5-tri(ethoxy)benzoic acid (IV) are presented, and the details of their packing arrangements discussed. In all cases the synthon is a H-bonded head-to-head dimer. C–H⋯π interactions involving C atoms at the 4-positions of neighbouring molecules organize the dimeric synthons in a perpendicular orientation in the case of I. These interactions being blocked for II, Van der Waals interchain interactions organise synthons therein in parallel orientation. In the case of III, although C–H⋯π interactions at the 4-positions are possible in principle, interchain interactions prevail, giving rise to a parallel arrangement of linear strands. Finally, compound IV with all three 3,4,5 substituted sites reduces its interaction scheme to stacking contacts, and the columns thus formed are essentially non interacting. An attempt to rationalize the molecular factors influencing the structures of the whole set of 3-, 4- and/or 5-methoxy- and ethoxy-substituted benzoic acids reported so far in the literature is performed.Fil: Raffo, Pablo Alejandro. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; ArgentinaFil: Rossi, Leonardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; ArgentinaFil: Alborés, Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; ArgentinaFil: Baggio, Ricardo Fortunato. Comisión Nacional de Energía Atómica. Centro Atómico Constituyentes; ArgentinaFil: Cukiernik, Fabio Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Instituto de Química, Física de los Materiales, Medioambiente y Energía. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Instituto de Química, Física de los Materiales, Medioambiente y Energía; ArgentinaElsevier Science2014-04info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/31730Cukiernik, Fabio Daniel; Baggio, Ricardo Fortunato; Alborés, Pablo; Rossi, Leonardo; Raffo, Pablo Alejandro; Alkoxy-benzoic acids: Some lacking structures and rationalization of the molecular features governing their crystalline architectures; Elsevier Science; Journal of Molecular Structure; 1070; 4-2014; 86-930022-2860CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.molstruc.2014.04.003info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0022286014003561info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T14:13:33Zoai:ri.conicet.gov.ar:11336/31730instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982024-05-08 14:13:34.221CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
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