Polymorphism in cocrystals: a review and assessment of its significance

A new polymorph of bis(2-aminopyridinium) fumarate–fumaric acid (1/1) from powder X-ray diffraction

(2013) Shuichao Dong et al.   ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS

Use of In Situ Atomic Force Microscopy to Follow Phase Changes at Crystal Surfaces in Real Time

(2013) Ranjit Thakuria et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Eutectics as improved pharmaceutical materials: design, properties and characterization

(2013) Suryanarayan Cherukuvada et al.   CHEMICAL COMMUNICATIONS

Cocrystallization by Freeze-Drying: Preparation of Novel Multicomponent Crystal Forms

(2013) Mark D. Eddleston et al.   CRYSTAL GROWTH & DESIGN

Temozolomide Cocrystals with Carboxamide Coformers

(2013) Palash Sanphui et al.   CRYSTAL GROWTH & DESIGN

Polymorphic Co-crystals from Polymorphic Co-crystal Formers: Competition between Carboxylic Acid···Pyridine and Phenol···Pyridine Hydrogen Bonds

(2013) Andreas Lemmerer et al.   CRYSTAL GROWTH & DESIGN

Interaction Dependence and Similarity in Thermal Expansion of a Dimorphic 1D Hydrogen-Bonded Organic Complex

(2013) Suman Bhattacharya et al.   CRYSTAL GROWTH & DESIGN

The Role of Weak Interactions in the Phase Transition and Distinct Mechanical Behavior of Two Structurally Similar Caffeine Co-crystal Polymorphs Studied by Nanoindentation

(2013) Soumyajit Ghosh et al.   CRYSTAL GROWTH & DESIGN

Thermodynamics and Crystallization of the Theophylline–Glutaric Acid Cocrystal

(2013) Shuo Zhang et al.   CRYSTAL GROWTH & DESIGN

Concomitant cocrystallization on engineered surfaces

(2013) Xingyi Shi et al.   CRYSTENGCOMM

Synthon polymorphs of sulfacetamide–acetamide cocrystal based on N–H⋯OS and N–H⋯OC hydrogen bonding

(2013) N. Rajesh Goud et al.   CRYSTENGCOMM

Polymorphism of “glycine–glutaric acid” co-crystals: the same phase at low temperatures and high pressures

(2013) Boris A. Zakharov et al.   CRYSTENGCOMM

Polymorphism in metformin embonate salt – recurrence of dimeric and tetrameric guanidinium–carboxylate synthons

(2013) Jagadeesh Babu Nanubolu et al.   CRYSTENGCOMM

Novel solid forms of the anti-tuberculosis drug, Isoniazid: ternary and polymorphic cocrystals

(2013) Srinivasulu Aitipamula et al.   CRYSTENGCOMM

Celecoxib cocrystal polymorphs with cyclic amides: synthons of a sulfonamide drug with carboxamide coformers

(2013) Geetha Bolla et al.   CRYSTENGCOMM

A Product of a Templated Solid-State Photodimerization Acts as a Template: Single-Crystal Reactivity in a Single Polymorph of a Cocrystal

(2013) Suman Bhattacharya et al.   ORGANIC LETTERS

Interconversion between different stoichiometric forms of a three-component crystal via liquid-assisted grinding

(2012) Leigh Loots et al.   CHEMICAL COMMUNICATIONS

A Rare Case of Polymorphism in a Three-Component Co-Crystal System, with Each Polymorph Having Ten Independent Molecules in the Asymmetric Unit

(2012) Yuncheng Yan et al.   CRYSTAL GROWTH & DESIGN

Polymorphic Ammonium Salts of the Antibiotic 4-Aminosalicylic Acid

(2012) Vânia André et al.   CRYSTAL GROWTH & DESIGN

Polymorphic Anhydrous Cocrystals of Gallic Acid and Acetamide from Methanol: Pointers toward a Stable Cocrystal Form

(2012) Ramanpreet Kaur et al.   CRYSTAL GROWTH & DESIGN

Formation Enthalpies and Polymorphs of Nicotinamide–R-Mandelic Acid Co-Crystals

(2012) Si-Wei Zhang et al.   CRYSTAL GROWTH & DESIGN

Synthon Modularity in 4-Hydroxybenzamide–Dicarboxylic Acid Cocrystals

(2012) Srinu Tothadi et al.   CRYSTAL GROWTH & DESIGN

Polymorphs, Salts, and Cocrystals: What’s in a Name?

(2012) Srinivasulu Aitipamula et al.   CRYSTAL GROWTH & DESIGN

Cocrystal Systems of Pharmaceutical Interest: 2011

(2012) Harry G. Brittain   CRYSTAL GROWTH & DESIGN

Polymorphism and phase transformations of a cocrystal of nicotinamide and pimelic acid

(2012) Srinivasulu Aitipamula et al.   CRYSTENGCOMM

Co-crystals of caffeine and piracetam with 4-hydroxybenzoic acid: Unravelling the hidden hydrates of 1 : 1 co-crystals

(2012) Srinivasulu Aitipamula et al.   CRYSTENGCOMM

The role of mechanochemistry and supramolecular design in the development of pharmaceutical materials

(2012) Amit Delori et al.   CRYSTENGCOMM

Fast dissolving eutectic compositions of two anti-tubercular drugs

(2012) Suryanarayan Cherukuvada et al.   CRYSTENGCOMM

Polymorphism in co-crystals: a metastable form of the ionic co-crystal 2 HBz·1 NaBz crystallised by flash evaporation

(2012) Christian Butterhof et al.   CRYSTENGCOMM

Screening for polymorphs of cocrystals: a case study

(2012) Mark D. Eddleston et al.   CRYSTENGCOMM

Fast dissolving eutectic compositions of curcumin

(2012) N. Rajesh Goud et al.   INTERNATIONAL JOURNAL OF PHARMACEUTICS

Use of pharmaceutical salts and cocrystals to address the issue of poor solubility

(2012) David P. Elder et al.   INTERNATIONAL JOURNAL OF PHARMACEUTICS

Pharmaceutical cocrystals and poorly soluble drugs

(2012) Ranjit Thakuria et al.   INTERNATIONAL JOURNAL OF PHARMACEUTICS

Towards crystal structure prediction of complex organic compounds – a report on the fifth blind test

(2011) David A. Bardwell et al.   ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE

Polymorphic form IV of olanzapine

(2011) Ranjit Thakuria et al.   ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS

Softening and Hardening of Macro- and Nano-Sized Organic Cocrystals in a Single-Crystal Transformation

(2011) Chandana Karunatilaka et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Cocrystal Strategy to Tune the Luminescent Properties of Stilbene-Type Organic Solid-State Materials

(2011) Dongpeng Yan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthon polymorphism and pseudopolymorphism in co-crystals. The 4,4′-bipyridine–4-hydroxybenzoic acid structural landscape

(2011) Arijit Mukherjee et al.   CHEMICAL COMMUNICATIONS

New polymorphs of curcumin

(2011) Palash Sanphui et al.   CHEMICAL COMMUNICATIONS

Supramolecular polymorphism of the 1 : 1 molecular salt (adamantane-1-carboxylate-3,5,7-tricarboxylic acid)·(hexamethylenetetraminium). A “failed” crystal engineering attempt

(2011) Andreas Lemmerer et al.   CHEMICAL COMMUNICATIONS

Triclabendazole: An Intriguing Case of Co-existence of Conformational and Tautomeric Polymorphism

(2011) Srinu Tothadi et al.   Chemistry-An Asian Journal

Guest-Induced Isomerization of Net and Polymorphism in Trimesic Acid–Arylamine Complexes

(2011) Suman Bhattacharya et al.   CRYSTAL GROWTH & DESIGN

Polymorphism in Multiple Component Crystals: Forms III and IV of Gallic Acid Monohydrate

(2011) Heather D. Clarke et al.   CRYSTAL GROWTH & DESIGN

Polymorphism in Solvate Crystals of Indantrione 1,2-Dioxime

(2011) Mitsuaki Suzuki et al.   CRYSTAL GROWTH & DESIGN

Co-Crystals of 1,3-Adamantanedicarboxylic Acid with N-Oxide and Aza Compounds

(2011) Yogesh Manjare et al.   CRYSTAL GROWTH & DESIGN

Polymorphs and a Hydrate of Furosemide–Nicotinamide 1:1 Cocrystal

(2011) Takamitsu Ueto et al.   CRYSTAL GROWTH & DESIGN

Co-Crystals of Sulfamethazine with Some Carboxylic Acids and Amides: Co-Former Assisted Tautomerism in an Active Pharmaceutical Ingredient and Hydrogen Bond Competition Study

(2011) Soumyajit Ghosh et al.   CRYSTAL GROWTH & DESIGN

Solubility Advantage of Amorphous Drugs and Pharmaceutical Cocrystals

(2011) N. Jagadeesh Babu et al.   CRYSTAL GROWTH & DESIGN

A hexagonal solvate of the neurotransmitter γ-aminobutyric acid

(2011) Elise J. C. de Vries et al.   CRYSTENGCOMM

The influence of water on dielectric property in cocrystal compound of [orotic acid][melamine]·H2O

(2011) Hao-Ran Xu et al.   CRYSTENGCOMM

Covalent assistance in supramolecular synthesis: in situ modification and masking of the hydrogen bonding functionality of the supramolecular reagent isoniazid in co-crystals

(2011) Andreas Lemmerer et al.   CRYSTENGCOMM

Pyrazinamide cocrystals and the search for polymorphs

(2011) Heba Abourahma et al.   CRYSTENGCOMM

A kinetically controlled crystallization process for identifying new co-crystal forms: fast evaporation of solvent from solutions to dryness

(2011) Partha Pratim Bag et al.   CRYSTENGCOMM

The solvates of sulfamerazine: structural, thermochemical, and desolvation studies

(2011) Srinivasulu Aitipamula et al.   CRYSTENGCOMM

Cocrystallization via planetary milling: Enhancing throughput of solid-state screening methods

(2011) Stephen R. Bysouth et al.   INTERNATIONAL JOURNAL OF PHARMACEUTICS

Structural diversity, but no polymorphism, in a homologous family of co-crystals of urea and α,ω-dihydroxyalkanes

(2011) Javier Martí-Rujas et al.   NEW JOURNAL OF CHEMISTRY

Two three-dimensional networks in two polymorphs of biphenyl-4,4′-diaminium bis(3-carboxy-4-hydroxybenzenesulfonate) dihydrate

(2010) Wen-xing Yin et al.   ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS

Formation of Cocrystals from Stoichiometric Solutions of Incongruently Saturating Systems by Spray Drying

(2010) Amjad Alhalaweh et al.   CRYSTAL GROWTH & DESIGN

Polymorphs and Solvates of a Cocrystal Involving an Analgesic Drug, Ethenzamide, and 3,5-Dinitrobenzoic Acid

(2010) Srinivasulu Aitipamula et al.   CRYSTAL GROWTH & DESIGN

Structure−Stability Relationships in Cocrystal Hydrates: Does the Promiscuity of Water Make Crystalline Hydrates the Nemesis of Crystal Engineering?

(2010) Heather D. Clarke et al.   CRYSTAL GROWTH & DESIGN

Conformational and enantiotropic polymorphism of a 1 : 1 cocrystal involving ethenzamide and ethylmalonic acid

(2010) Srinivasulu Aitipamula et al.   CRYSTENGCOMM

Cocrystals of nutraceuticalp-coumaric acid with caffeine and theophylline: polymorphism and solid-state stability explored in detail using their crystal graphs

(2010) Nate Schultheiss* et al.   CRYSTENGCOMM

Novel form V of tolbutamide and a high Z′ crystal structure of form III

(2010) Naba K. Nath et al.   CRYSTENGCOMM

Transformation Pathways of Cocrystal Hydrates When Coformer Modulates Water Activity

(2010) Adivaraha Jayasankar et al.   JOURNAL OF PHARMACEUTICAL SCIENCES

Solid-State Forms of Zoledronic Acid: Polymorphism in Hydrates

(2010) Romina Ruscica et al.   JOURNAL OF PHARMACEUTICAL SCIENCES

Improving Mechanical Properties of Crystalline Solids by Cocrystal Formation: New Compressible Forms of Paracetamol

(2009) Shyam Karki et al.   ADVANCED MATERIALS

Engineering cocrystal and polymorph architecture via pseudoseeding

(2009) Tomislav Friščić et al.   CHEMICAL COMMUNICATIONS

Pharmaceutical Cocrystals and Their Physicochemical Properties

(2009) Nate Schultheiss et al.   CRYSTAL GROWTH & DESIGN

Carbamazepine Co-crystallization with Pyridine Carboxamides: Rationalization by Complementary Phase Diagrams and Crystal Energy Landscapes

(2009) Matthew Habgood et al.   CRYSTAL GROWTH & DESIGN

Trimorphs of a pharmaceutical cocrystal involving two active pharmaceutical ingredients: potential relevance to combination drugs

(2009) Srinivasulu Aitipamula et al.   CRYSTENGCOMM

The utility of a ternary phase diagram in the discovery of new co-crystal forms

(2009) Keith Chadwick et al.   CRYSTENGCOMM

Hierarchical halogen bonding induces polymorphism

(2009) Kari Raatikainen et al.   CRYSTENGCOMM

Dimorphs of a 1 : 1 cocrystal of ethenzamide and saccharin: solid-state grinding methods result in metastable polymorph

(2009) Srinivasulu Aitipamula et al.   CRYSTENGCOMM

Conformational Polymorphism in Organic Crystals

(2008) Ashwini Nangia   ACCOUNTS OF CHEMICAL RESEARCH

Three Polymorphic Forms of the Co-Crystal 4,4′-Bipyridine/Pimelic Acid and their Structural, Thermal, and Spectroscopic Characterization

(2008) Dario Braga et al.   CHEMISTRY-A EUROPEAN JOURNAL

Polymorphs and Polymorphic Cocrystals of Temozolomide

(2008) N. Jagadeesh Babu et al.   Chemistry-An Asian Journal

Crystal Structures of Norfloxacin Hydrates

(2008) Saikat Roy et al.   CRYSTAL GROWTH & DESIGN

Continuously Substituted Solid Solutions of Organic Co-Crystals

(2008) Mark A. Oliveira et al.   CRYSTAL GROWTH & DESIGN

Co-Crystal Polymorphs from a Solvent-Mediated Transformation

(2008) Joop H. ter Horst et al.   CRYSTAL GROWTH & DESIGN

Crystal Structure Prediction of a Co-Crystal Using a Supramolecular Synthon Approach: 2-Methylbenzoic Acid−2-Amino-4-methylpyrimidine

(2008) Tejender S. Thakur et al.   CRYSTAL GROWTH & DESIGN

Polymorphism in Carbamazepine Cocrystals

(2008) William W. Porter III et al.   CRYSTAL GROWTH & DESIGN

A rapid thermal method for cocrystal screening

(2008) Enxian Lu et al.   CRYSTENGCOMM

The crystal structures of chloro and methyl ortho-benzoic acids and their co-crystal: rationalizing similarities and differences

(2008) Marco Polito et al.   CRYSTENGCOMM

Co-crystallisation of benzoic acid derivatives with N-containing bases in solution and by mechanical grinding: stoichiometric variants, polymorphism and twinning

(2008) Signe Skovsgaard et al.   CRYSTENGCOMM

Control and interconversion of cocrystal stoichiometry in grinding: stepwise mechanism for the formation of a hydrogen-bonded cocrystal

(2008) Shyam Karki et al.   CRYSTENGCOMM

The role of cocrystals in pharmaceutical science

(2008) Ning Shan et al.   DRUG DISCOVERY TODAY

Is the Induction Energy Important for Modeling Organic Crystals?

(2008) Gareth W. A. Welch et al.   Journal of Chemical Theory and Computation

Ternary and quaternary co-crystals of 1,3-cis,5-cis-cyclohexanetricarboxylic acid and 4,4′-bipyridines

(2008) Balakrishna R. Bhogala et al.   NEW JOURNAL OF CHEMISTRY

Conformational polymorphism in a heteromolecular single crystal leads to concerted movement akin to collective rack-and-pinion gears at the molecular level

(2008) A. N. Sokolov et al.   PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA

What is a co-crystal?

(2008) Julio Zukerman-Schpector et al.   ZEITSCHRIFT FUR KRISTALLOGRAPHIE