Architecture of packing in molecular crystals

CrystEngComm ◽  
2017 ◽  
Vol 19 (45) ◽  
pp. 6869-6882 ◽  
Author(s):  
W. D. S. Motherwell
Keyword(s):  
Crystal Structures ◽  
Molecular Crystals ◽  
Similarity Groups

Molecular coordination shells have been used to classify crystal structures into similarity groups.

scholarly journals An optimized intermolecular force field for hydrogen-bonded organic molecular crystals using atomic multipole electrostatics

2016 ◽  
Vol 72 (4) ◽  
pp. 477-487 ◽  
Author(s):  
Edward O. Pyzer-Knapp ◽  
Hugh P. G. Thompson ◽  
Graeme M. Day
Keyword(s):  
Force Field ◽  
Crystal Structures ◽  
Force Fields ◽  
Molecular Crystals ◽  
Intermolecular Force ◽  
Organic Molecular Crystals ◽  
Organic Solid ◽  
Lattice Energies ◽  
Validation Set ◽  
Unit Cell Dimensions

We present a re-parameterization of a popular intermolecular force field for describing intermolecular interactions in the organic solid state. Specifically we optimize the performance of the exp-6 force field when used in conjunction with atomic multipole electrostatics. We also parameterize force fields that are optimized for use with multipoles derived from polarized molecular electron densities, to account for induction effects in molecular crystals. Parameterization is performed against a set of 186 experimentally determined, low-temperature crystal structures and 53 measured sublimation enthalpies of hydrogen-bonding organic molecules. The resulting force fields are tested on a validation set of 129 crystal structures and show improved reproduction of the structures and lattice energies of a range of organic molecular crystals compared with the original force field with atomic partial charge electrostatics. Unit-cell dimensions of the validation set are typically reproduced to within 3% with the re-parameterized force fields. Lattice energies, which were all included during parameterization, are systematically underestimated when compared with measured sublimation enthalpies, with mean absolute errors of between 7.4 and 9.0%.

Adamantane derivatives of sulfonamide molecular crystals: structure, sublimation thermodynamic characteristics, molecular packing, and hydrogen bond networks

CrystEngComm ◽  
2015 ◽  
Vol 17 (4) ◽  
pp. 753-763 ◽  
Author(s):  
German L. Perlovich ◽  
Alex M. Ryzhakov ◽  
Valery V. Tkachev ◽  
Alexey N. Proshin
Keyword(s):  
Hydrogen Bond ◽  
Crystal Structures ◽  
Molecular Crystals ◽  
Thermodynamic Characteristics ◽  
Molecular Packing ◽  
Adamantane Derivatives ◽  
X Ray Diffraction ◽  
X Ray ◽  
Hydrogen Bond Networks ◽  
Derivatives Of

The crystal structures of six adamantane derivatives of sulfonamides have been determined by X-ray diffraction and their sublimation and fusion processes have been studied.

scholarly journals Accurate Lattice Energies for Molecular Crystals from Experimental Crystal Structures

2018 ◽  
Vol 14 (3) ◽  
pp. 1614-1623 ◽  
Author(s):  
Sajesh P. Thomas ◽  
Peter R. Spackman ◽  
Dylan Jayatilaka ◽  
Mark A. Spackman
Keyword(s):  
Crystal Structures ◽  
Molecular Crystals ◽  
Lattice Energies ◽  
Experimental Crystal

Engineering crystals that facilitate the acyl-transfer reaction: insight from a comparison of the crystal structures ofmyo-inositol-1,3,5-orthoformate-derived benzoates and carbonates

2016 ◽  
Vol 72 (11) ◽  
pp. 875-881 ◽  
Author(s):  
Majid I. Tamboli ◽  
Shobhana Krishanaswamy ◽  
Rajesh G. Gonnade ◽  
Mysore S. Shashidhar
Keyword(s):  
Molecular Structure ◽  
Crystal Structures ◽  
Transfer Reaction ◽  
Molecular Crystals ◽  
Considerable Change ◽  
Chemical Processes ◽  
Acyl Transfer ◽  
The Relationship ◽  
Reactivity Insertion ◽  
Orientation Of Molecules

Minor variations in the molecular structure of constituent molecules of reactive crystals often yield crystals with significantly different properties due to altered modes of molecular association in the solid state. Hence, these studies could provide a better understanding of the complex chemical processes occurring in the crystalline state. However, reactions that proceed efficiently in molecular crystals are only a small fraction of the reactions that are known to proceed (with comparable efficiency) in the solution state. Hence, for consistent progress in this area of research, investigation of newer reactive molecular crystals which support different kinds of reactions and their related systems is essential. The crystal structures and acyl-transfer reactivity of amyo-inositol-1,3,5-orthoformate-derived dibenzoate and its carbonate (4-O-benzoyl-2-O-phenoxycarbonyl-myo-inositol 1,3,5-orthoformate, C21H18O9) and thiocarbonate (4-O-benzoyl-2-O-phenoxythiocarbonyl-myo-inositol 1,3,5-orthoformate, C21H18O8S) analogs are compared with the aim of understanding the relationship between crystal structure and acyl-transfer reactivity. Insertion of an O atom in the acyl (or thioacyl) group of an ester gives the corresponding carbonate (or thiocarbonate). This seemingly minor change in molecular structure results in a considerable change in the packing of the molecules in the crystals ofmyo-inositol-1,3,5-orthoformate-derived benzoates and the corresponding carbonates. These differences result in a lack of intermolecular acyl-transfer reactivity in crystals ofmyo-inositol-1,3,5-orthoformate-derived carbonates. Hence, this study illustrates the sensitivity of the relative orientation of molecules, their packing and ensuing changes in the reactivity of resulting crystals to minor changes in molecular structure.

A combined experimental and theoretical study of miconazole salts and cocrystals: crystal structures, DFT computations, formation thermodynamics and solubility improvement

2021 ◽  
Author(s):  
Ksenia V. Drozd ◽  
Alex N. Manin ◽  
Alexander P. Voronin ◽  
Denis Boycov ◽  
Churakov Andrei ◽  
...  
Keyword(s):  
Crystal Structures ◽  
Theoretical Study ◽  
Molecular Crystals ◽  
Dicarboxylic Acids ◽  
Antifungal Drug ◽  
Crystal Forms ◽  
Dft Computations ◽  
Solubility Improvement ◽  
Aliphatic Dicarboxylic Acids ◽  
Formation Thermodynamics

Experimental and theoretical screening of multi-component crystal forms of miconazole (MCL), an antifungal drug, with ten aliphatic dicarboxylic acids was performed. Seven multi-component molecular crystals were isolated and identified by...

The study of interactions with a halogen atom: influence of NH2group insertion on the crystal structures ofmeta-bromonitrobenzene derivatives

2018 ◽  
Vol 74 (11) ◽  
pp. 1509-1517 ◽  
Author(s):  
Paulina H. Marek ◽  
Mateusz Urban ◽  
Izabela D. Madura
Keyword(s):  
Crystal Structures ◽  
Molecular Crystals ◽  
Noncovalent Interaction ◽  
Hirshfeld Surface ◽  
Potential Surfaces ◽  
Acta Cryst ◽  
Reduced Density Gradient ◽  
Reduced Density ◽  
Structure Stabilization ◽  
Electron Donating Groups

Halogen atoms in molecular crystals may be involved in various interactions, often playing a very important role in structure stabilization. By introducing electron-donating groups, such as NH2, the electron density of the molecule is changed and thus interactions with the bromine substituent may alter. Herein, the crystal structures ofmeta-bromonitrobenzene and its NH2-substituted derivatives are analyzed. In all four described structures, namelym-bromonitrobenzene [Charlton & Trotter (1963).Acta Cryst.16, 313], 4-bromo-2-nitroaniline (C6H5BrN2O2,1), 2-bromo-6-nitroaniline (2) and 2-bromo-4-nitroaniline [Arshadet al.(2009).Acta Cryst.E65, o480], the Br atom is engaged in different interactions (Br...π, Br...O, Br...Br and C—H...Br, respectively). The Hirshfeld surface analysis (HS) and Reduced Density Gradient NonCovalent Interaction (RDG NCI) plots are used to prove the relevance, directionality and stabilizing nature of these interactions. Their modifications have been associated with the position of the amino group in the molecular structure and its influence on charge distribution analyzed with electrostatic potential surfaces (EPS). The diversification of the interactions has been correlated with a σ-hole potential value that enables a switching of the Br-atom character from electrophilic to nucleophilic.

Wechselwirkungen in Molekülkristallen, 154 [1 - 3]. Wirt/Gast-Einschlußverbindungen von N,N'-Ditosyl-p-phenylendiamin- Derivaten: Die Kristallstrukturen von N,N'-Di(4-nitro-benzosulfuryl)-p- phenylendiamin und seinen Wasserstoffbrücken-Addukten mit Cyclopentanon, Cyclohexanon, Tetrahydrofuran, N,N-Dimethylformamidsowie Pyridin / Interactions in Molecular Crystals, 154 [1 - 3]. Host/Guest-Inclusion Compounds of N,N'-Ditosyl-p-phenylenediamine Derivatives: The Crystal Structures of N,N'-Di(4- nitro-benzosulfuryl)-p-phenylenediamine and its Hydrogen-Bonded Adducts with Cyclopentanone, Cyclohexanone, Tetrahydrofurane, N,N-Dimethylformamide as well as Pyridine

1999 ◽  
Vol 54 (4) ◽  
pp. 501-514
Author(s):  
Hans Bock ◽  
Norbert Nagel ◽  
Peter Eller
Keyword(s):  
Hydrogen Bond ◽  
Crystal Structures ◽  
Inclusion Compounds ◽  
Molecular Crystals ◽  
Host Lattice ◽  
Host Crystal ◽  
Host Matrix ◽  
Hydrogen Bond Acceptor ◽  
Guest Molecules ◽  
Optimum Conformation

Based on preceeding investigations on the crystallization and structures of 13 inclusion compounds with a variety of guest molecules in the host matrix of N,N′-Ditosyl-p-phenylenediamine, the crystal structures of N,N′-Di(4-nitro-benzosulfuryl)-p-phenylenediamine and the five hydrogen bond acceptor molecules cyclopentanone, cyclohexanone, tetrahydrofurane, N,N-dimethylformamide, and pyridine are reported and discussed. In all of the host/guest aggregates formed, the planes of the (4-nitro)phenyl substituents are more strongly twisted out of the p-phenylene plane than in the guest-free host crystal structure, substantiating the importance of optimum conformation of the sulfonamide backbone. The dominant interactions, however, are the hydrogen bonds from the donor host to the acceptor guest, which prevent the usual formation of (sulfonamide···sulfonamide) hydrogen bond motifs in the host lattice. A pecularity is found in the 4:1 stochiometry of the pyridine inclusion compound of N,N′-di(4-nitro-benzosulfuryl)-p-phenylenediamine.

Search for structure-forming components in molecular crystals of binary compounds: a topological approach

2002 ◽  
Vol 217 (3) ◽  
Author(s):  
E. V. Peresypkina ◽  
V. A. Blatov
Keyword(s):  
Crystal Structures ◽  
Molecular Interactions ◽  
Molecular Crystal ◽  
Molecular Crystals ◽  
Topological Approach ◽  
Binary Compounds ◽  
Uniformity Criterion

AbstractMolecular crystal structures of 81 polymorphs of binary compounds are investigated with the method of coordination sequences and with the uniformity criterion for atomic sublattices. It is shown that using these tools one can estimate semi-quantitatively the relative force of inter-molecular interactions and to find so-called structure-forming lattice,

The automatic selection of molecular crystal structures by combining stereochemical criteria and high-speed computing

1962 ◽  
Vol 267 (1331) ◽  
pp. 566-589 ◽  
Keyword(s):  
Crystal Structures ◽  
Molecular Crystal ◽  
High Speed ◽  
Molecular Crystals ◽  
Diamagnetic Anisotropy ◽  
Initial Stage ◽  
Trial Structure ◽  
Relationship Of ◽  
The Relationship ◽  
Selection Of

The increasing use of digital computers in the final stages of the analysis of the structures of molecular crystals now means that the selection of a trial structure for automatic refinement has become the most time-consuming phase of such analyses. This paper shows that in certain types of problem this initial stage can also be carried out on computers, by making use of stereochemical information available at the outset. Examples of the successful application of such methods are given, and ways of increasing their power and flexibility when very fast computers become available are described. The relationship of such geometrical calculations to problems in crystal physics is also indicated, and it is shown that in appropriate cases measurements of, for example, diamagnetic anisotropy can be combined with geometrical results to provide an exceptionally rapid selection of possible molecular orientations.

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