An investigation of the hydrogen-bond preferences and co-crystallization behavior of three didonor compounds

Andreas Lemmerer; Daniel A. Adsmond; Joel Bernstein

doi:10.1021/cg2002145

An investigation of the hydrogen-bond preferences and co-crystallization behavior of three didonor compounds

Andreas Lemmerer, Daniel A. Adsmond, Joel Bernstein

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

We assess the suitability of the three didonor compounds as building blocks for ternary co-crystals of the type (didonor)(monoacceptor)₂. A Cambridge Structural Database (CSD) survey was carried out to analyze the hydrogen-bond connectivity and develop a strategy for the preparation of the desired co-crystal. Six specific compounds were selected and crystals were grown from 1:1 and 1:2 solutions of didonor compounds (m-hydroxybenzoic acid, p-hydroxybenzoic acid, and racemic mandelic acid) and acceptor compounds (acridine, triphenylphosphine oxide, and nicotinamide) leading to three co-crystals (m-hydroxybenzoic acid) · (triphenylphosphine oxide) ₂ (1), ((RS)-mandelic acid) · (acridine) (2) and (p-hydroxybenzoic acid) · (nicotinamide) (3). Characterization by single-crystal structure determination confirms the success of this design strategy.

Original language	English
Pages (from-to)	2011-2019
Number of pages	9
Journal	Crystal Growth and Design
Volume	11
Issue number	5
DOIs	https://doi.org/10.1021/cg2002145
State	Published - 4 May 2011

ASJC Scopus subject areas

General Chemistry
General Materials Science
Condensed Matter Physics

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abstract = "We assess the suitability of the three didonor compounds as building blocks for ternary co-crystals of the type (didonor)(monoacceptor)2. A Cambridge Structural Database (CSD) survey was carried out to analyze the hydrogen-bond connectivity and develop a strategy for the preparation of the desired co-crystal. Six specific compounds were selected and crystals were grown from 1:1 and 1:2 solutions of didonor compounds (m-hydroxybenzoic acid, p-hydroxybenzoic acid, and racemic mandelic acid) and acceptor compounds (acridine, triphenylphosphine oxide, and nicotinamide) leading to three co-crystals (m-hydroxybenzoic acid) · (triphenylphosphine oxide) 2 (1), ((RS)-mandelic acid) · (acridine) (2) and (p-hydroxybenzoic acid) · (nicotinamide) (3). Characterization by single-crystal structure determination confirms the success of this design strategy.",

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N2 - We assess the suitability of the three didonor compounds as building blocks for ternary co-crystals of the type (didonor)(monoacceptor)2. A Cambridge Structural Database (CSD) survey was carried out to analyze the hydrogen-bond connectivity and develop a strategy for the preparation of the desired co-crystal. Six specific compounds were selected and crystals were grown from 1:1 and 1:2 solutions of didonor compounds (m-hydroxybenzoic acid, p-hydroxybenzoic acid, and racemic mandelic acid) and acceptor compounds (acridine, triphenylphosphine oxide, and nicotinamide) leading to three co-crystals (m-hydroxybenzoic acid) · (triphenylphosphine oxide) 2 (1), ((RS)-mandelic acid) · (acridine) (2) and (p-hydroxybenzoic acid) · (nicotinamide) (3). Characterization by single-crystal structure determination confirms the success of this design strategy.

AB - We assess the suitability of the three didonor compounds as building blocks for ternary co-crystals of the type (didonor)(monoacceptor)2. A Cambridge Structural Database (CSD) survey was carried out to analyze the hydrogen-bond connectivity and develop a strategy for the preparation of the desired co-crystal. Six specific compounds were selected and crystals were grown from 1:1 and 1:2 solutions of didonor compounds (m-hydroxybenzoic acid, p-hydroxybenzoic acid, and racemic mandelic acid) and acceptor compounds (acridine, triphenylphosphine oxide, and nicotinamide) leading to three co-crystals (m-hydroxybenzoic acid) · (triphenylphosphine oxide) 2 (1), ((RS)-mandelic acid) · (acridine) (2) and (p-hydroxybenzoic acid) · (nicotinamide) (3). Characterization by single-crystal structure determination confirms the success of this design strategy.

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An investigation of the hydrogen-bond preferences and co-crystallization behavior of three didonor compounds

Abstract

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