Crystal structure of 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol dimethyl sulfoxide disolvate

A new bispyrazolylpyridine(BPP)-containing derivative, namely, 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol (1), C27H21N5O·2C2H6OS, has been synthesized by a Hantzsch multicomponent reaction using acetic acid (AcOH) as solvent and copper(II) acetate monohydrat...

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Main Authors: N'gandi N'gaza, Erwann Jeanneau, Catherine Marestin, Regis Mercier
Format: Article
Language:English
Published: International Union of Crystallography 2025-08-01
Series:Acta Crystallographica Section E: Crystallographic Communications
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Online Access:https://journals.iucr.org/paper?S2056989025006152
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author N'gandi N'gaza
Erwann Jeanneau
Catherine Marestin
Regis Mercier
author_facet N'gandi N'gaza
Erwann Jeanneau
Catherine Marestin
Regis Mercier
author_sort N'gandi N'gaza
collection DOAJ
description A new bispyrazolylpyridine(BPP)-containing derivative, namely, 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol (1), C27H21N5O·2C2H6OS, has been synthesized by a Hantzsch multicomponent reaction using acetic acid (AcOH) as solvent and copper(II) acetate monohydrate [Cu(OAc)2·H2O] as mild oxidant. The structure of the compound was fully characterized by single-crystal X-ray diffraction. The crystallographic study shows that the molecule crystallizes in the triclinic system with space group P1, with one molecule per asymmetric unit. Whereas the phenolic substituent in the para position of the pyridine group is highly twisted from the planar bispyrazolopyridine core [56.19 (4)°], the two phenyl rings present on the nitrogen atoms are only slightly distorted [11.77 (5) and 29.17 (5)°]. The crystal structure is consolidated by intermolecular C—H...O hydrogen bonds and π–π stacking interactions.
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publisher International Union of Crystallography
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series Acta Crystallographica Section E: Crystallographic Communications
spelling doaj-art-95cc022c852d4940926c127444179bdb2025-08-20T03:44:29ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902025-08-0181871171310.1107/S2056989025006152yy2018Crystal structure of 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol dimethyl sulfoxide disolvateN'gandi N'gaza0Erwann Jeanneau1Catherine Marestin2Regis Mercier3Universite Claude Bernard Lyon1, Université Jean Monnet, CNRS UMR 5223, Ingénierie des Matériaux Polymères, F69 621 Cédex, FranceCentre de Diffractométrie Henrin Longchambon, Universite Claude Bernard Lyon1, 69100 Villeurbanne, FranceUniversite Claude Bernard Lyon1, Université Jean Monnet, CNRS UMR 5223, Ingénierie des Matériaux Polymères, F69 621 Cédex, FranceUniversite Claude Bernard Lyon1, Université Jean Monnet, CNRS UMR 5223, Ingénierie des Matériaux Polymères, F69 621 Cédex, FranceA new bispyrazolylpyridine(BPP)-containing derivative, namely, 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol (1), C27H21N5O·2C2H6OS, has been synthesized by a Hantzsch multicomponent reaction using acetic acid (AcOH) as solvent and copper(II) acetate monohydrate [Cu(OAc)2·H2O] as mild oxidant. The structure of the compound was fully characterized by single-crystal X-ray diffraction. The crystallographic study shows that the molecule crystallizes in the triclinic system with space group P1, with one molecule per asymmetric unit. Whereas the phenolic substituent in the para position of the pyridine group is highly twisted from the planar bispyrazolopyridine core [56.19 (4)°], the two phenyl rings present on the nitrogen atoms are only slightly distorted [11.77 (5) and 29.17 (5)°]. The crystal structure is consolidated by intermolecular C—H...O hydrogen bonds and π–π stacking interactions.https://journals.iucr.org/paper?S2056989025006152crystal structuredihydrodipyrazolopyridine
spellingShingle N'gandi N'gaza
Erwann Jeanneau
Catherine Marestin
Regis Mercier
Crystal structure of 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol dimethyl sulfoxide disolvate
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
dihydrodipyrazolopyridine
title Crystal structure of 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol dimethyl sulfoxide disolvate
title_full Crystal structure of 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol dimethyl sulfoxide disolvate
title_fullStr Crystal structure of 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol dimethyl sulfoxide disolvate
title_full_unstemmed Crystal structure of 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol dimethyl sulfoxide disolvate
title_short Crystal structure of 4-(3,5-dimethyl-1,7-diphenyl-1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-4-yl)phenol dimethyl sulfoxide disolvate
title_sort crystal structure of 4 3 5 dimethyl 1 7 diphenyl 1 7 dihydrodipyrazolo 3 4 b 4 3 e pyridin 4 yl phenol dimethyl sulfoxide disolvate
topic crystal structure
dihydrodipyrazolopyridine
url https://journals.iucr.org/paper?S2056989025006152
work_keys_str_mv AT ngandingaza crystalstructureof435dimethyl17diphenyl17dihydrodipyrazolo34b43epyridin4ylphenoldimethylsulfoxidedisolvate
AT erwannjeanneau crystalstructureof435dimethyl17diphenyl17dihydrodipyrazolo34b43epyridin4ylphenoldimethylsulfoxidedisolvate
AT catherinemarestin crystalstructureof435dimethyl17diphenyl17dihydrodipyrazolo34b43epyridin4ylphenoldimethylsulfoxidedisolvate
AT regismercier crystalstructureof435dimethyl17diphenyl17dihydrodipyrazolo34b43epyridin4ylphenoldimethylsulfoxidedisolvate