Dichlorosubstitution as a steering tool in hydrogen bonded cocrystals: the nature of rigid and flexible coformers in crystal structures

Literature Information

Publication Date 2023-09-28
DOI 10.1039/D3CE00672G
Impact Factor 3.545
Authors

Ritesh Dubey, Sandeep Singh



Abstract

Dichlorosubstitution is known to steer crystal packings of planar aromatic compounds into short-axis β-structures. We employed the combinatorial matrix analogy of six isomeric dichlorophenols with two distinct coformers to identify the critical structural determinants, like (a) the O–H⋯N synthon and its variations; (b) weaker, subsidiary non-covalent interactions (C–H⋯Cl, Cl⋯Cl, Cl⋯π, and Cl⋯O) in the context of isolable crystal packings. We synthesized and structurally characterized 13 co-crystals obtained from two coformers, planar 1,10-phenanthroline (110phe) and flexible 4,4′-bipyridine (44bp). Systematic studies of these co-crystals demonstrated the utilities of dichlorosubstitution at molecular scaffolds to tune crystal packings, to explore chiral packing in achiral substrates and to apply geometrical complementarities (planar vs. flexible) in exploring uncharted crystallization routes of the given binary systems.

Source Journal

CrystEngComm

CrystEngComm
CiteScore: 5.5
Self-citation Rate: 7.7%
Articles per Year: 643

CrystEngComm is the forum for the design and understanding of crystalline materials. We welcome studies on the investigation of molecular behaviour within crystals, control of nucleation and crystal growth, engineering of crystal structures, and construction of crystalline materials with tuneable properties and functions. We publish hypothesis-driven research into… how crystal design affects thermodynamics, phase transitional behaviours, polymorphism, morphology control, solid state reactivity (crystal-crystal solution-crystal, and gas-crystal reactions), optoelectronics, ferroelectric materials, non-linear optics, molecular and bulk magnetism, conductivity and quantum computing, catalysis, absorption and desorption, and mechanical properties. Using Techniques and methods including… Single crystal and powder X-ray, electron, and neutron diffraction, solid-state spectroscopy, spectrometry, and microscopy, modelling and data mining, and empirical, semi-empirical and ab-initio theoretical evaluations. On crystalline and solid-state materials. We particularly welcome work on MOFs, coordination polymers, nanocrystals, host-guest and multi-component molecular materials. We also accept work on peptides and liquid crystals. All papers should involve the use or development of a design or optimisation strategy. Routine structural reports or crystal morphology descriptions, even when combined with an analysis of properties or potential applications, are generally considered to be outside the scope of the journal and are unlikely to be accepted.

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