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Synthesis and crystal structure investigation of pyridine‐2‐(3′‐mercaptopropanoic acid)‐ N ‐oxide
Author(s) -
Ramasubramanian R.,
Kumaresan S.,
Thomas R.,
Stephen A. David,
Kumaradhas P.
Publication year - 2007
Publication title -
crystal research and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.377
H-Index - 64
eISSN - 1521-4079
pISSN - 0232-1300
DOI - 10.1002/crat.200710916
Subject(s) - crystallography , monoclinic crystal system , hydrogen bond , antiparallel (mathematics) , chemistry , molecule , crystal structure , pyridine , group (periodic table) , oxide , crystal (programming language) , methylene , stereochemistry , organic chemistry , physics , quantum mechanics , magnetic field , computer science , programming language
Pyridine‐2‐(3′‐mercaptopropanoic acid)‐ N ‐oxide (I), is a higher homologue of 1‐oxopyridinium‐2‐thioacetic acid (II) [1]. It crystallizes in monoclinic space group P2 1 with a = 9.2168(2) Å, b = 4.1423(2) Å, c = 11.3904(4) Å, β = 98.65(2)°, V = 429.93(3) Å 3 and Z = 2. The least‐squares refinement gave residual index R = 0.024 for 1070 observed reflections. The introduction of an additional methylene group in (II) causes a flip in the carboxylic acid group of (I) that facilitates the molecules to align infinite antiparallel chains through strong C–H···O interactions. The molecules are interlinked by O–H···O hydrogen bonding across the chains and forming an infinite screw chain along y‐direction. The molecular packing is stabilized by O–H···O and C–H···O hydrogen bonding and π‐π electron interactions. This is an important facet of the crystal packing. (© 2007 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim)