Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine

Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine

The bicyclic imidazo[1,2-a]pyridine core of the title compound, C19H19N3, is relatively planar with an r.m.s. deviation of 0.040 Å. The phenyl ring is inclined to the mean plane of the imidazo[1,2-a]pyridine unit by 18.2 (1)°. In the crystal, molecules are linked by N—H...H hydrogen bonds, forming c...

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Main Authors: Zahira Tber, Sevgi Kansiz, Mohamed El Hafi, Mohamed Loubidi, Jabrane Jouha, Necmi Dege, El Mokhtar Essassi, Joel T. Mague
Format: Article
Language:English
Published: International Union of Crystallography 2019-10-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
crystal structure
alkyne
imidazo[1,2-a]pyridin
hydrogen bonding
C—H...π(ring) interaction
Hirshfeld surface
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989019012751
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spelling doaj-bcd92d2c81184686ab9957306461da542020-11-25T02:02:56ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902019-10-0175101564156710.1107/S2056989019012751su5507Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amineZahira Tber0Sevgi Kansiz1Mohamed El Hafi2Mohamed Loubidi3Jabrane Jouha4Necmi Dege5El Mokhtar Essassi6Joel T. Mague7Laboratoire de Chimie Bioorganique & Analytique, URAC 22 Université Hassan II Mohammedia-Casablanca, Faculté des Sciences et Techniques, BP 146, 28800 Mohammedia, MoroccoOndokuz Mayıs University, Faculty of Arts and Sciences, Department of Physics, 55139 Samsun, TurkeyLaboratoire de Chimie Organique Hétérocyclique, Centre de Recherche des Sciences des Médicaments, Pôle de Compétence Pharmacochimie, Av Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, MoroccoLaboratoire de Chimie Bioorganique & Analytique, URAC 22 Université Hassan II Mohammedia-Casablanca, Faculté des Sciences et Techniques, BP 146, 28800 Mohammedia, MoroccoLaboratoire de Chimie Organique et Analytique, Université Sultan Moulay Slimane, Faculté des Sciences et Techniques, BP 523, 23000 Beni-Mellal, MoroccoOndokuz Mayıs University, Faculty of Arts and Sciences, Department of Physics, 55139, Samsun, TurkeyLaboratoire de Chimie Organique Hétérocyclique, Centre de Recherche des Sciences des Médicaments, Pôle de Compétence Pharmacochimie, Av Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, MoroccoDepartment of Chemistry, Tulane University, New Orleans, LA 70118, USAThe bicyclic imidazo[1,2-a]pyridine core of the title compound, C19H19N3, is relatively planar with an r.m.s. deviation of 0.040 Å. The phenyl ring is inclined to the mean plane of the imidazo[1,2-a]pyridine unit by 18.2 (1)°. In the crystal, molecules are linked by N—H...H hydrogen bonds, forming chains along the c-axis direction. The chains are linked by C—H...π interactions, forming slabs parallel to the ac plane. The Hirshfeld surface analysis and fingerprint plots reveal that the crystal structure is dominated by H...H (54%) and C...H/H...C (35.6%) contacts. The crystal studied was refined as an inversion twinhttp://scripts.iucr.org/cgi-bin/paper?S2056989019012751crystal structurealkyneimidazo[1,2-a]pyridinhydrogen bondingC—H...π(ring) interactionHirshfeld surface
collection DOAJ
language English
format Article
sources DOAJ
author Zahira Tber
Sevgi Kansiz
Mohamed El Hafi
Mohamed Loubidi
Jabrane Jouha
Necmi Dege
El Mokhtar Essassi
Joel T. Mague
spellingShingle Zahira Tber
Sevgi Kansiz
Mohamed El Hafi
Mohamed Loubidi
Jabrane Jouha
Necmi Dege
El Mokhtar Essassi
Joel T. Mague
Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
alkyne
imidazo[1,2-a]pyridin
hydrogen bonding
C—H...π(ring) interaction
Hirshfeld surface
author_facet Zahira Tber
Sevgi Kansiz
Mohamed El Hafi
Mohamed Loubidi
Jabrane Jouha
Necmi Dege
El Mokhtar Essassi
Joel T. Mague
author_sort Zahira Tber
title Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine
title_short Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine
title_full Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine
title_fullStr Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of N-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine
title_sort crystal structure and hirshfeld surface analysis of n-(tert-butyl)-2-(phenylethynyl)imidazo[1,2-a]pyridin-3-amine
publisher International Union of Crystallography
series Acta Crystallographica Section E: Crystallographic Communications
issn 2056-9890
publishDate 2019-10-01
description The bicyclic imidazo[1,2-a]pyridine core of the title compound, C19H19N3, is relatively planar with an r.m.s. deviation of 0.040 Å. The phenyl ring is inclined to the mean plane of the imidazo[1,2-a]pyridine unit by 18.2 (1)°. In the crystal, molecules are linked by N—H...H hydrogen bonds, forming chains along the c-axis direction. The chains are linked by C—H...π interactions, forming slabs parallel to the ac plane. The Hirshfeld surface analysis and fingerprint plots reveal that the crystal structure is dominated by H...H (54%) and C...H/H...C (35.6%) contacts. The crystal studied was refined as an inversion twin
topic crystal structure
alkyne
imidazo[1,2-a]pyridin
hydrogen bonding
C—H...π(ring) interaction
Hirshfeld surface
url http://scripts.iucr.org/cgi-bin/paper?S2056989019012751
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