Crystal and Molecular Structures of the 2:1 Cocrystal of 4-Nitrophenylacetic acid and N,N′-bis(pyridin-3-ylmethyl)oxalamide, and with the Thioxalamide Analogue

  title={Crystal and Molecular Structures of the 2:1 Cocrystal of 4-Nitrophenylacetic acid and N,N′-bis(pyridin-3-ylmethyl)oxalamide, and with the Thioxalamide Analogue},
  author={Hadi Arman and Trupta Kaulgud and Tyler Miller and Pavel V. Poplaukhin and Edward R. T. Tiekink},
  journal={Journal of Chemical Crystallography},
The common feature of each of the title 2:1 cocrystals is the formation of the O–H···N(pyridyl) hydrogen bonds leading to three-molecule aggregates. The persistent formation of the O–H···N(pyridyl) hydrogen bonds where other functionalities are present, e.g. amide, indicates the robustness of this supramolecular synthon. In the structure of the 2:1 4-nitrophenylacetic acid N,N′-bis(pyridin-3-ylmethyl)oxalamide cocrystal, (1), the amide-H forms a hydrogen bond with the hydroxyl group so that… 
2,6-Dinitrobenzoic acid and its 2 : 1 salts formed with isomeric n-({[(pyridin-1-ium-n-ylmethyl)carbamoyl]formamido}methyl) pyridin-1-ium, n = 2, 3 and 4
Abstract The co-crystallisation of two equivalents of 2,6-dinitrobenzoic acid (1) with one equivalent of a member of the isomeric N,N′-bis(pyridin-n-ylmethyl)ethanediamides, n = 2, 3 and 4, resulted
1:1 Co-crystals of sulfadimidine with three bipyridine-type molecules: Persistence of N–H…N hydrogen bonded supramolecular chains
Abstract The crystal and molecular structures of 1:1 cocrystals formed between sulfadimidine and each of three bipyridine-type molecules, namely 4,4′-bipyridine (1), 4-
Conformational preferences for isomeric N,N′-bis(pyridin-n-ylmethyl)ethanedithiodiamides, n = 2, 3 and 4: a combined crystallographic and DFT study
Abstract Crystal structure analysis of the isomeric N,N′-bis(pyridin-n-ylmethyl)ethanedithioamides, n = 2 (1), 3 (2) and 4 (3), show a planar conformation for 1 and conformations whereby the pyridyl
Structural, Hirshfeld surface and theoretical analysis of two conformational polymorphs of N,N′-bis(pyridin-3-ylmethyl)oxalamide
Abstract The common feature of two conformational polymorphs of N,N′-bis(pyridin-3-ylmethyl)oxalamide is their crystallisation in the monoclinic space group P21/c with Z=4. In low symmetry form 1,
tert-Butyl(2-hydroxyethyl)azanium 4-[(1,3-thiazol-2-ylazanidyl)sulfonyl]aniline
Two pairs of independent cations and anions comprise the asymmetric unit of the title salt, C6H16NO+·C9H8N3O2S2 −, and despite the variations in conformation, intramolecular hypervalent S⋯O interactions persist in each anion.
A 2:1 co-crystal of 2-methylbenzoic acid and N,N′-bis(pyridin-4-ylmethyl)ethanediamide: crystal structure and Hirshfeld surface analysis
The 2:1 acid/diamide co-crystal sees the components connected into three-molecule aggregates via hydroxy-O—H⋯N(pyridyl) hydrogen bonds and the three-dimensional packing is consolidated by π–π interactions involving all the aromatic residues.
Helical supramolecular assembly of N2,N2')bis[3-(morpholin-4-yl)propyl]-N1,N1'-(1,2-phenylene)dioxalamide dimethyl sulfoxide monosolvate.
The title compound is the first example of a helical 1,2-phenylenedioxalamide, which traps one molecule of dimethyl sulfoxide through N-H...O hydrogen bonding and C-H…O soft interactions allow the formation of a meso-helix.
A Doubly Interpenetrated Layer Structure in the 1:1 Cocrystal Formed Between Pyromellitic Acid and 4-Amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide
In the title 1:1 cocrystal comprising pyromellitic acid and 4-amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide, molecules are aggregated into a supramolecular layer by O–H···O, O–H···N and
2-({[(Pyridin-1-ium-2-ylmethyl)carbamoyl]formamido}methyl)pyridin-1-ium bis(3,5-dicarboxybenzoate): crystal structure and Hirshfeld surface analysis
The crystal structure of the title salt comprises supramolecular tapes of dications arising from amide-N—H⋯O(amide) hydrogen bonds which thread through supramolecular layers of anions connected via
The 1:2 co-crystal formed between N,N′-bis(pyridin-4-ylmethyl)ethanediamide and benzoic acid: crystal structure, Hirshfeld surface analysis and computational study
The 4-pyridyl residues lie to either side of the central, planar C2N2O2 chromophore of the oxalamide molecule which has a + anti-periplanar conformation which leads to supramolecular tapes in the crystal.


Crystal and Molecular Structures of 2-Amino-4-Nitrobenzoic Acid and Its Cocrystals with 2,2′-Bipyridine (2/1) and Bis(pyridin-2-yl)ketone (1/1)
The eight-membered {···HOC=O}2 synthon featured in the crystal structure of 2-amino-4-nitrobenzoic acid (1) is replaced by carboxylic acid···N-pyridine hydrogen bonds in its cocrystals with
Anion-directed assembly of supramolecular zinc(II) halides with N,N′-bis-4-methyl-pyridyl oxalamide
We report here the supramolecular structures and solid state luminescence of zinc(II) halides with N,N′-bis-4-methyl-pyridyl oxalamide (L), where the supramolecular assembly formed is dependent on
Crystal-engineering studies of coordination polymers and a molecular-looped complex containing dipyridyl-amide ligands.
We report herein crystal-engineering studies of coordination polymers and a molecular-looped complex containing two dipyridyl-amide ligands, 1,3-bis-pyridin-4-ylmethyl urea (L1) and
Supramolecular assembly of gold(I) complexes of diphosphines and N,N'-bis-4-methylpyridyl oxalamide.
The dipyridyl amide system with the amides incorporated into the bridging ligands as well as the one-dimensional rectangular channels in the solid state for the dppp-based rectangle make this a promising family of metal-containing cyclic peptides in crystal engineering and molecular-recognition studies.
Hierarchy of Supramolecular Synthons: Persistent Carboxylic Acid···Pyridine Hydrogen Bonds in Cocrystals That also Contain a Hydroxyl Moiety
A Cambridge Structural Database (CSD) analysis was conducted in order to evaluate the hierarchy of supramolecular heterosynthons that involve two of the most relevant functional groups in the context
Derivatives of Dithiooxamides, Synthesis of Their Ni(II), Co(II), Cu(II) Complexes and Investigation of Their Structure
Abstract In this work, N,N′-bis(2-hydroxyphenyl)dithiooxamide (BDOH4), N,N′-bis(2-pyridylmethyl)dithiooxamide (BPDH2) and N,N′-bis(2-pyridylmethyl)dithiooxamide dihydrochloride (BPDH2·2HCl), were
Hierarchy of supramolecular synthons: persistent hydroxyl...pyridine hydrogen bonds in cocrystals that contain a cyano acceptor.
This work characterizes a series of 17 cocrystals that are composed of cocrystal formers which contain a permutation of OH, pyridine, and CN functional groups and reveals that all cocry crystals are sustained by the hydroxyl...pyridine heterosynthon.
Designed cocrystals based on the pyridine-iodoalkyne halogen bond.
In each cocrystal, the oxalamide or urea host forms one-dimensional hydrogen-bonded networks, aligning the diiodopolyyne for potential topochemical polymerization with a repeat distance matching the host repeat.
Pressure-induced polymerization of diiodobutadiyne in assembled cocrystals.
It is reported here the successful ordered polymerization of diiodobutadiyne in these cocrystals, by subjecting them to high external pressure (0.3-10 GPa), as determined by solid-state NMR and Raman spectroscopy.