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Crystal Engineering of Organic Clay Mimics from 3,5‐Pyrazoledicarboxylic Acid and Amines
Author(s) -
Beatty Alicia M.,
Granger Krista E.,
Simpson Amanda E.
Publication year - 2002
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20020715)8:14<3254::aid-chem3254>3.0.co;2-r
Subject(s) - alkyl , counterion , hydrogen bond , lamellar structure , chemistry , amine gas treating , intermolecular force , aryl , crystal engineering , crystallography , ammonium , crystal (programming language) , crystal structure , polymer chemistry , ion , organic chemistry , molecule , computer science , programming language
The syntheses and crystal structures of sixteen compounds containing the monoanion of 3,5‐pyrazoledicarboxylic acid (H 2 PzDCA) and ammonium‐based counterions are reported. The cations contain short‐chain alkyl, long‐chain alkyl, phenyl, and chloro‐, methoxy‐, and amine‐substituted aryl groups. Self‐complementary HPzDCA intermolecular hydrogen bonds create nearly planar sheets, to which the cations connect through hydrogen bonds. Twelve of the structures exhibit virtually identical hydrogen‐bonded layers, but the distance between layers varies from 9.33 to 14.10 Å (±20 %), depending on the cation. The comparison of the sixteen structures leads to the identification of a building block (HPzDCA) that creates remarkably reproducible, lamellar structures despite substantial changes in the counterion.