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Title: Structural properties of a family of hydrogen-bonded co-crystals formed between gemfibrozil and hydroxy derivatives of t-butylamine, determined directly from powder X-ray diffraction data

Abstract

We report the formation and structural properties of co-crystals containing gemfibrozil and hydroxy derivatives of t-butylamine H{sub 2}NC(CH{sub 3}){sub 3-} {sub n} (CH{sub 2}OH) {sub n} , with n=0, 1, 2 and 3. In each case, a 1:1 co-crystal is formed, with transfer of a proton from the carboxylic acid group of gemfibrozil to the amino group of the t-butylamine derivative. All of the co-crystal materials prepared are polycrystalline powders, and do not contain single crystals of suitable size and/or quality for single crystal X-ray diffraction studies. Structure determination of these materials has been carried out directly from powder X-ray diffraction data, using the direct-space Genetic Algorithm technique for structure solution followed by Rietveld refinement. The structural chemistry of this series of co-crystal materials reveals well-defined structural trends within the first three members of the family (n=0, 1, 2), but significantly contrasting structural properties for the member with n=3. - Graphical abstract: Structural properties of a family of co-crystals containing gemfibrozil and hydroxy derivatives of t-butylamine are discussed and rationalized.

Authors:
 [1];  [2];  [3];  [2];  [4]
  1. School of Chemistry, Cardiff University, Park Place, Cardiff CF10 3AT, Wales (United Kingdom)
  2. School of Life and Health Sciences, Aston University, Aston Triangle, Birmingham B4 7ET (United Kingdom)
  3. School of Chemistry, Cardiff University, Park Place, Cardiff CF10 3AT, Wales (United Kingdom), E-mail: HarrisKDM@cardiff.ac.uk
  4. Bristol-Myers Squibb, Pharmaceutical Research Institute, Wirral, Merseyside CH46 1QW (United Kingdom)
Publication Date:
OSTI Identifier:
21015748
Resource Type:
Journal Article
Resource Relation:
Journal Name: Journal of Solid State Chemistry; Journal Volume: 180; Journal Issue: 3; Other Information: DOI: 10.1016/j.jssc.2006.12.036; PII: S0022-4596(07)00019-9; Copyright (c) 2007 Elsevier Science B.V., Amsterdam, The Netherlands, All rights reserved; Country of input: International Atomic Energy Agency (IAEA)
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; ALGORITHMS; AMINES; CARBOXYLIC ACIDS; MONOCRYSTALS; POLYCRYSTALS; POWDERS; X-RAY DIFFRACTION

Citation Formats

Cheung, Eugene Y., David, Sarah E., Harris, Kenneth D.M., Conway, Barbara R., and Timmins, Peter. Structural properties of a family of hydrogen-bonded co-crystals formed between gemfibrozil and hydroxy derivatives of t-butylamine, determined directly from powder X-ray diffraction data. United States: N. p., 2007. Web. doi:10.1016/j.jssc.2006.12.036.
Cheung, Eugene Y., David, Sarah E., Harris, Kenneth D.M., Conway, Barbara R., & Timmins, Peter. Structural properties of a family of hydrogen-bonded co-crystals formed between gemfibrozil and hydroxy derivatives of t-butylamine, determined directly from powder X-ray diffraction data. United States. doi:10.1016/j.jssc.2006.12.036.
Cheung, Eugene Y., David, Sarah E., Harris, Kenneth D.M., Conway, Barbara R., and Timmins, Peter. Thu . "Structural properties of a family of hydrogen-bonded co-crystals formed between gemfibrozil and hydroxy derivatives of t-butylamine, determined directly from powder X-ray diffraction data". United States. doi:10.1016/j.jssc.2006.12.036.
@article{osti_21015748,
title = {Structural properties of a family of hydrogen-bonded co-crystals formed between gemfibrozil and hydroxy derivatives of t-butylamine, determined directly from powder X-ray diffraction data},
author = {Cheung, Eugene Y. and David, Sarah E. and Harris, Kenneth D.M. and Conway, Barbara R. and Timmins, Peter},
abstractNote = {We report the formation and structural properties of co-crystals containing gemfibrozil and hydroxy derivatives of t-butylamine H{sub 2}NC(CH{sub 3}){sub 3-} {sub n} (CH{sub 2}OH) {sub n} , with n=0, 1, 2 and 3. In each case, a 1:1 co-crystal is formed, with transfer of a proton from the carboxylic acid group of gemfibrozil to the amino group of the t-butylamine derivative. All of the co-crystal materials prepared are polycrystalline powders, and do not contain single crystals of suitable size and/or quality for single crystal X-ray diffraction studies. Structure determination of these materials has been carried out directly from powder X-ray diffraction data, using the direct-space Genetic Algorithm technique for structure solution followed by Rietveld refinement. The structural chemistry of this series of co-crystal materials reveals well-defined structural trends within the first three members of the family (n=0, 1, 2), but significantly contrasting structural properties for the member with n=3. - Graphical abstract: Structural properties of a family of co-crystals containing gemfibrozil and hydroxy derivatives of t-butylamine are discussed and rationalized.},
doi = {10.1016/j.jssc.2006.12.036},
journal = {Journal of Solid State Chemistry},
number = 3,
volume = 180,
place = {United States},
year = {Thu Mar 15 00:00:00 EDT 2007},
month = {Thu Mar 15 00:00:00 EDT 2007}
}