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Oriented Crystallization on Organic Monolayers to Control Concomitant Polymorphism
Author(s) -
Bora Pranita,
Saikia Basanta,
Sarma Bipul
Publication year - 2020
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/chem.201903938
Subject(s) - crystallization , nucleation , synthon , crystallography , polymorphism (computer science) , metastability , monolayer , hydrogen bond , intermolecular force , materials science , chemistry , nanotechnology , stereochemistry , molecule , organic chemistry , biochemistry , genotype , gene
Nucleation events and crystal growth can be guided by molecular recognition at interfaces through intermolecular interactions. The short‐acting antimicrobial sulfa drug sulfathiazole is known for its concomitant crystallization, which has five known polymorphs, due to conformational flexibility and hydrogen‐bond synthon variation. In its development stage of a drug the issue of concomitant crystallization needs to be addressed with respect to patent litigation, including legal actions to protect patents against infringement. A functional self‐assembled monolayer (SAM) of organic thiol on a gold surface has been employed as an efficient approach to control concomitant nucleation of such flexible drugs. The crystallization on a SAM surface is mostly kinetically driven and often leads to the nucleation of novel metastable forms. Spectroscopic, thermal analysis and X‐ray diffraction studies reveal that a previously unknown, sixth form of the drug nucleates on the designed SAM surface.