NDLI: C-H···O and C-H···N interactions in three hexahydrocycloocta[b]pyridine-3-carbonitriles.

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C-H···O and C-H···N interactions in three hexahydrocycloocta[b]pyridine-3-carbonitriles.

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Year: 2014 Volume: 70 Issue: Part 1

C-H···O and C-H···N interactions in three hexahydrocycloocta[b]pyridine-3-carbonitriles.

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Vishnupriya, R. Suresh, J. Maharani, S. Kumar, R. Ranjith
Description	Country affiliation: India Author Affiliation: Vishnupriya R ( Department of Physics, Madura College, Madurai 625 011, India.); Suresh J ( Department of Physics, Madura College, Madurai 625 011, India.); Maharani S ( Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, India.); Kumar RR ( Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, India.)
Abstract	The structures of three new pyridine derivatives, 2-methoxy-4-(4-methoxyphenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine-3-carbonitrile, C20H22N2O2, (I), 2-ethoxy-4-(3-nitrophenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine-3-carbonitrile, C20H21N3O3, (II), and 2-ethoxy-4-(4-methoxyphenyl)-5,6,7,8,9,10-hexahydrocycloocta[b]pyridine-3-carbonitrile, C21H24N2O2, (III), differ in the nature of the substituents either at the 2-position of the central pyridine ring or on the pendent aryl ring. This simple change in the structure substantially alters the intermolecular interaction patterns. The substituted phenyl group adopts a synclinal geometry with respect to the plane of the pyridine ring in all three compounds. In (I), a C-H···N interaction results in a one-dimensional chain parallel to the b axis. In (II), there are two C-H···N(nitrile) interactions from different symmetry-related molecules, resulting in a two-dimensional network parallel to the bc plane. There is also a weak C-H···O interaction from the ethoxy group to an adjacent nitro O atom. The present work is an example of how the simple replacement of a substituent in the main molecular scaffold may transform the structure type, paving the way for a variety of supramolecular motifs and consequently altering the complexity of the intermolecular interaction patterns.
File Format	HTM / HTML
Issue Number	Pt 2
Journal	Acta Crystallographica Section C Structural Chemistry
Volume Number	70
e-ISSN	20532296
Language	English
Publisher	IUCr
Publisher Date	2014-02-01
Publisher Place	Great Britain (UK)
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Discipline Crystallography Discipline Analytical Chemistry
Content Type	Text
Resource Type	Article

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