Cargando…

Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine

In the title imidazo[1,2-a]pyridine derivatives, N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine, C(19)H(23)N(3)O, (I), and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine, C(19)H(24)N(4), (II), the 4-meth­oxy­phenyl ring in (I) and the 4-(di­meth...

Descripción completa

Detalles Bibliográficos
Autores principales: Dhanalakshmi, G., Ramanjaneyulu, Mala, Thennarasu, Sathiah, Aravindhan, S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281107/
https://www.ncbi.nlm.nih.gov/pubmed/30574400
http://dx.doi.org/10.1107/S2056989018016651
_version_ 1783378784175521792
author Dhanalakshmi, G.
Ramanjaneyulu, Mala
Thennarasu, Sathiah
Aravindhan, S.
author_facet Dhanalakshmi, G.
Ramanjaneyulu, Mala
Thennarasu, Sathiah
Aravindhan, S.
author_sort Dhanalakshmi, G.
collection PubMed
description In the title imidazo[1,2-a]pyridine derivatives, N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine, C(19)H(23)N(3)O, (I), and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine, C(19)H(24)N(4), (II), the 4-meth­oxy­phenyl ring in (I) and the 4-(di­methyl­amino)­phenyl ring in (II) are inclined to the respective imidazole rings by 26.69 (9) and 31.35 (10)°. In the crystal of (I), mol­ecules are linked by N—H⋯N hydrogen bonds, forming chains propagating along the [001] direction. The chains are linked by C—H⋯π inter­actions, forming layers parallel to the (010) plane. In (II), the crystal packing also features N—H⋯N hydrogen bonds, which together with C—H⋯N hydrogen bonds link mol­ecules to form chains propagating along the c-axis direction. The chains are linked by C—H⋯π inter­actions to form layers parallel to the (100) plane. Inversion-related layers are linked by offset π–π inter­actions [inter­centroid distance = 3.577 (1) Å]. The inter­molecular inter­actions of both compounds were analyzed using Hirshfeld surface analysis and two-dimensional fingerprint plots.
format Online
Article
Text
id pubmed-6281107
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-62811072018-12-20 Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine Dhanalakshmi, G. Ramanjaneyulu, Mala Thennarasu, Sathiah Aravindhan, S. Acta Crystallogr E Crystallogr Commun Research Communications In the title imidazo[1,2-a]pyridine derivatives, N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine, C(19)H(23)N(3)O, (I), and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine, C(19)H(24)N(4), (II), the 4-meth­oxy­phenyl ring in (I) and the 4-(di­methyl­amino)­phenyl ring in (II) are inclined to the respective imidazole rings by 26.69 (9) and 31.35 (10)°. In the crystal of (I), mol­ecules are linked by N—H⋯N hydrogen bonds, forming chains propagating along the [001] direction. The chains are linked by C—H⋯π inter­actions, forming layers parallel to the (010) plane. In (II), the crystal packing also features N—H⋯N hydrogen bonds, which together with C—H⋯N hydrogen bonds link mol­ecules to form chains propagating along the c-axis direction. The chains are linked by C—H⋯π inter­actions to form layers parallel to the (100) plane. Inversion-related layers are linked by offset π–π inter­actions [inter­centroid distance = 3.577 (1) Å]. The inter­molecular inter­actions of both compounds were analyzed using Hirshfeld surface analysis and two-dimensional fingerprint plots. International Union of Crystallography 2018-11-30 /pmc/articles/PMC6281107/ /pubmed/30574400 http://dx.doi.org/10.1107/S2056989018016651 Text en © Dhanalakshmi et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Dhanalakshmi, G.
Ramanjaneyulu, Mala
Thennarasu, Sathiah
Aravindhan, S.
Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine
title Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine
title_full Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine
title_fullStr Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine
title_short Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine
title_sort crystal structure and hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: n-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and n-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281107/
https://www.ncbi.nlm.nih.gov/pubmed/30574400
http://dx.doi.org/10.1107/S2056989018016651
work_keys_str_mv AT dhanalakshmig crystalstructureandhirshfeldsurfaceanalysisoftwoimidazo12apyridinederivativesntertbutyl24methoxyphenyl5methylimidazo12apyridin3amineandntertbutyl24dimethylaminophenylimidazo12apyridin3amine
AT ramanjaneyulumala crystalstructureandhirshfeldsurfaceanalysisoftwoimidazo12apyridinederivativesntertbutyl24methoxyphenyl5methylimidazo12apyridin3amineandntertbutyl24dimethylaminophenylimidazo12apyridin3amine
AT thennarasusathiah crystalstructureandhirshfeldsurfaceanalysisoftwoimidazo12apyridinederivativesntertbutyl24methoxyphenyl5methylimidazo12apyridin3amineandntertbutyl24dimethylaminophenylimidazo12apyridin3amine
AT aravindhans crystalstructureandhirshfeldsurfaceanalysisoftwoimidazo12apyridinederivativesntertbutyl24methoxyphenyl5methylimidazo12apyridin3amineandntertbutyl24dimethylaminophenylimidazo12apyridin3amine