Crystal structure of 4-nitro-N-[(pyridin-2-yl)methylidene]aniline

The title compound, C12H9N3O2, adopts an E conformation at the imine double bond. The pyridyl ring makes a dihedral angle of 47.78 (5)° with the benzene ring, indicating the molecule is twisted. In the crystal, molecules are π–π stacked into columns parallel to [100], with an interplanar separation...

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Main Authors: Watcharin Saphu, Kittipong Chainok
Format: Article
Language:English
Published: International Union of Crystallography 2015-10-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989015016928
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author Watcharin Saphu
Kittipong Chainok
author_facet Watcharin Saphu
Kittipong Chainok
author_sort Watcharin Saphu
collection DOAJ
description The title compound, C12H9N3O2, adopts an E conformation at the imine double bond. The pyridyl ring makes a dihedral angle of 47.78 (5)° with the benzene ring, indicating the molecule is twisted. In the crystal, molecules are π–π stacked into columns parallel to [100], with an interplanar separation of 3.8537 (8) Å, corresponding to the length of the a axis. The chains are further linked via weak C—H...O and C—H...N hydrogen bonds, forming two-dimensional sheets parallel to (010). The sheets interact by van der Waals interactions.
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spelling doaj.art-e0c737be799741478746cf68e925fac82022-12-21T19:25:23ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902015-10-017110o760o76010.1107/S2056989015016928tk5383Crystal structure of 4-nitro-N-[(pyridin-2-yl)methylidene]anilineWatcharin Saphu0Kittipong Chainok1Department of Chemistry, Faculty of Science, Naresuan University, Muang, Phitsanulok 65000, ThailandDepartment of Physics, Faculty of Science and Technology, Thammasat University, Khlong Luang, Pathum Thani 12120, ThailandThe title compound, C12H9N3O2, adopts an E conformation at the imine double bond. The pyridyl ring makes a dihedral angle of 47.78 (5)° with the benzene ring, indicating the molecule is twisted. In the crystal, molecules are π–π stacked into columns parallel to [100], with an interplanar separation of 3.8537 (8) Å, corresponding to the length of the a axis. The chains are further linked via weak C—H...O and C—H...N hydrogen bonds, forming two-dimensional sheets parallel to (010). The sheets interact by van der Waals interactions.http://scripts.iucr.org/cgi-bin/paper?S2056989015016928crystal structurehydrogen bondsSchiff baseπ–π stacking
spellingShingle Watcharin Saphu
Kittipong Chainok
Crystal structure of 4-nitro-N-[(pyridin-2-yl)methylidene]aniline
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
hydrogen bonds
Schiff base
π–π stacking
title Crystal structure of 4-nitro-N-[(pyridin-2-yl)methylidene]aniline
title_full Crystal structure of 4-nitro-N-[(pyridin-2-yl)methylidene]aniline
title_fullStr Crystal structure of 4-nitro-N-[(pyridin-2-yl)methylidene]aniline
title_full_unstemmed Crystal structure of 4-nitro-N-[(pyridin-2-yl)methylidene]aniline
title_short Crystal structure of 4-nitro-N-[(pyridin-2-yl)methylidene]aniline
title_sort crystal structure of 4 nitro n pyridin 2 yl methylidene aniline
topic crystal structure
hydrogen bonds
Schiff base
π–π stacking
url http://scripts.iucr.org/cgi-bin/paper?S2056989015016928
work_keys_str_mv AT watcharinsaphu crystalstructureof4nitronpyridin2ylmethylideneaniline
AT kittipongchainok crystalstructureof4nitronpyridin2ylmethylideneaniline