Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions

Autores
Ahmed, Muhammad Naeem; Madni, Murtaza; Anjum, Shaista; Andleeb, Saiqa; Hameed, Shahid; Khan, Abdul Majeed; Ashfaq, Muhammad; Tahir, Muhammad Nawaz; Gil, Diego Mauricio; Frontera, Antonio
Año de publicación
2021
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The synthesis and X-ray characterization of 1-(2-(3-(4-bromophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methylthiazol-5-yl)ethanone (7), ethyl 2-(5-(4-bromophenyl)-3-(4-chlorophenyl)-4,5-dihydropyrazol-1-yl)thiazole-4-carboxylate (8) and 2-(5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)-N′-(2-hydroxy-3-methoxybenzylidene)thiazole-4-carbohydrazide (10) are described in this manuscript. The structure-directing role of a variety of noncovalent interactions has been analyzed energetically using DFT calculations and Hirshfeld surface analysis. Moreover, the existence and importance of halogen and chalcogen bonding interactions have been analyzed by using the quantum theory of atoms in molecules and the noncovalent interaction index (NCIplot).
Fil: Ahmed, Muhammad Naeem. University of Azad Jammu and Kashmir; Pakistán
Fil: Madni, Murtaza. Quaiad-i-Azam University; Pakistán
Fil: Anjum, Shaista. University of Azad Jammu and Kashmir; Pakistán
Fil: Andleeb, Saiqa. University of Azad Jammu and Kashmir; Pakistán
Fil: Hameed, Shahid. Quaiad-i-Azam University; Pakistán
Fil: Khan, Abdul Majeed. Federal Urdu University of Arts; Pakistán. University Road; Pakistán
Fil: Ashfaq, Muhammad. University of Sargodha; Pakistán
Fil: Tahir, Muhammad Nawaz. University of Sargodha; Pakistán
Fil: Gil, Diego Mauricio. Universidad Nacional de Tucumán. Instituto de Biotecnología Farmacéutica y Alimentaria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Biotecnología Farmacéutica y Alimentaria; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Frontera, Antonio. Universidad de las Islas Baleares; España
Materia
PYRAZOLYL-THIAZOLE
CRYSTAL STRUCTURE
HIRSHFELD SURFACES
DFT
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/148301
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactionsAhmed, Muhammad NaeemMadni, MurtazaAnjum, ShaistaAndleeb, SaiqaHameed, ShahidKhan, Abdul MajeedAshfaq, MuhammadTahir, Muhammad NawazGil, Diego MauricioFrontera, AntonioPYRAZOLYL-THIAZOLECRYSTAL STRUCTUREHIRSHFELD SURFACESDFThttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The synthesis and X-ray characterization of 1-(2-(3-(4-bromophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methylthiazol-5-yl)ethanone (7), ethyl 2-(5-(4-bromophenyl)-3-(4-chlorophenyl)-4,5-dihydropyrazol-1-yl)thiazole-4-carboxylate (8) and 2-(5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)-N′-(2-hydroxy-3-methoxybenzylidene)thiazole-4-carbohydrazide (10) are described in this manuscript. The structure-directing role of a variety of noncovalent interactions has been analyzed energetically using DFT calculations and Hirshfeld surface analysis. Moreover, the existence and importance of halogen and chalcogen bonding interactions have been analyzed by using the quantum theory of atoms in molecules and the noncovalent interaction index (NCIplot).Fil: Ahmed, Muhammad Naeem. University of Azad Jammu and Kashmir; PakistánFil: Madni, Murtaza. Quaiad-i-Azam University; PakistánFil: Anjum, Shaista. University of Azad Jammu and Kashmir; PakistánFil: Andleeb, Saiqa. University of Azad Jammu and Kashmir; PakistánFil: Hameed, Shahid. Quaiad-i-Azam University; PakistánFil: Khan, Abdul Majeed. Federal Urdu University of Arts; Pakistán. University Road; PakistánFil: Ashfaq, Muhammad. University of Sargodha; PakistánFil: Tahir, Muhammad Nawaz. University of Sargodha; PakistánFil: Gil, Diego Mauricio. Universidad Nacional de Tucumán. Instituto de Biotecnología Farmacéutica y Alimentaria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Biotecnología Farmacéutica y Alimentaria; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; ArgentinaFil: Frontera, Antonio. Universidad de las Islas Baleares; EspañaRoyal Society of Chemistry2021-03info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/148301Ahmed, Muhammad Naeem; Madni, Murtaza; Anjum, Shaista; Andleeb, Saiqa; Hameed, Shahid; et al.; Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions; Royal Society of Chemistry; CrystEngComm; 23; 18; 3-2021; 3276-32871466-80331466-8033CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1039/D1CE00256Binfo:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2021/CE/D1CE00256Binfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:16:19Zoai:ri.conicet.gov.ar:11336/148301instacron: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:34982025-09-29 10:16:20.28CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions
title Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions
spellingShingle Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions
Ahmed, Muhammad Naeem
PYRAZOLYL-THIAZOLE
CRYSTAL STRUCTURE
HIRSHFELD SURFACES
DFT
title_short Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions
title_full Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions
title_fullStr Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions
title_full_unstemmed Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions
title_sort Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions
dc.creator.none.fl_str_mv Ahmed, Muhammad Naeem
Madni, Murtaza
Anjum, Shaista
Andleeb, Saiqa
Hameed, Shahid
Khan, Abdul Majeed
Ashfaq, Muhammad
Tahir, Muhammad Nawaz
Gil, Diego Mauricio
Frontera, Antonio
author Ahmed, Muhammad Naeem
author_facet Ahmed, Muhammad Naeem
Madni, Murtaza
Anjum, Shaista
Andleeb, Saiqa
Hameed, Shahid
Khan, Abdul Majeed
Ashfaq, Muhammad
Tahir, Muhammad Nawaz
Gil, Diego Mauricio
Frontera, Antonio
author_role author
author2 Madni, Murtaza
Anjum, Shaista
Andleeb, Saiqa
Hameed, Shahid
Khan, Abdul Majeed
Ashfaq, Muhammad
Tahir, Muhammad Nawaz
Gil, Diego Mauricio
Frontera, Antonio
author2_role author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv PYRAZOLYL-THIAZOLE
CRYSTAL STRUCTURE
HIRSHFELD SURFACES
DFT
topic PYRAZOLYL-THIAZOLE
CRYSTAL STRUCTURE
HIRSHFELD SURFACES
DFT
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The synthesis and X-ray characterization of 1-(2-(3-(4-bromophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methylthiazol-5-yl)ethanone (7), ethyl 2-(5-(4-bromophenyl)-3-(4-chlorophenyl)-4,5-dihydropyrazol-1-yl)thiazole-4-carboxylate (8) and 2-(5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)-N′-(2-hydroxy-3-methoxybenzylidene)thiazole-4-carbohydrazide (10) are described in this manuscript. The structure-directing role of a variety of noncovalent interactions has been analyzed energetically using DFT calculations and Hirshfeld surface analysis. Moreover, the existence and importance of halogen and chalcogen bonding interactions have been analyzed by using the quantum theory of atoms in molecules and the noncovalent interaction index (NCIplot).
Fil: Ahmed, Muhammad Naeem. University of Azad Jammu and Kashmir; Pakistán
Fil: Madni, Murtaza. Quaiad-i-Azam University; Pakistán
Fil: Anjum, Shaista. University of Azad Jammu and Kashmir; Pakistán
Fil: Andleeb, Saiqa. University of Azad Jammu and Kashmir; Pakistán
Fil: Hameed, Shahid. Quaiad-i-Azam University; Pakistán
Fil: Khan, Abdul Majeed. Federal Urdu University of Arts; Pakistán. University Road; Pakistán
Fil: Ashfaq, Muhammad. University of Sargodha; Pakistán
Fil: Tahir, Muhammad Nawaz. University of Sargodha; Pakistán
Fil: Gil, Diego Mauricio. Universidad Nacional de Tucumán. Instituto de Biotecnología Farmacéutica y Alimentaria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Biotecnología Farmacéutica y Alimentaria; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química Orgánica; Argentina
Fil: Frontera, Antonio. Universidad de las Islas Baleares; España
description The synthesis and X-ray characterization of 1-(2-(3-(4-bromophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methylthiazol-5-yl)ethanone (7), ethyl 2-(5-(4-bromophenyl)-3-(4-chlorophenyl)-4,5-dihydropyrazol-1-yl)thiazole-4-carboxylate (8) and 2-(5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)-N′-(2-hydroxy-3-methoxybenzylidene)thiazole-4-carbohydrazide (10) are described in this manuscript. The structure-directing role of a variety of noncovalent interactions has been analyzed energetically using DFT calculations and Hirshfeld surface analysis. Moreover, the existence and importance of halogen and chalcogen bonding interactions have been analyzed by using the quantum theory of atoms in molecules and the noncovalent interaction index (NCIplot).
publishDate 2021
dc.date.none.fl_str_mv 2021-03
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/11336/148301
Ahmed, Muhammad Naeem; Madni, Murtaza; Anjum, Shaista; Andleeb, Saiqa; Hameed, Shahid; et al.; Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions; Royal Society of Chemistry; CrystEngComm; 23; 18; 3-2021; 3276-3287
1466-8033
1466-8033
CONICET Digital
CONICET
url http://hdl.handle.net/11336/148301
identifier_str_mv Ahmed, Muhammad Naeem; Madni, Murtaza; Anjum, Shaista; Andleeb, Saiqa; Hameed, Shahid; et al.; Crystal engineering with pyrazolyl-thiazole derivatives: structure-directing role of π-stacking and σ-hole interactions; Royal Society of Chemistry; CrystEngComm; 23; 18; 3-2021; 3276-3287
1466-8033
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1039/D1CE00256B
info:eu-repo/semantics/altIdentifier/url/https://pubs.rsc.org/en/content/articlelanding/2021/CE/D1CE00256B
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
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
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score 13.070432

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