Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Videos

Isomeric N-(iodophenyl)nitrobenzamides form different three-dimensional framework structures.

James L Wardell1, John N Low, Janet M S Skakle

  • 1Departamento de Química Inorgânica, Instituto de Química, Universidade Federal do Rio de Janeiro, CP 68563, 21945-970 Rio de Janeiro, RJ, Brazil.

Acta Crystallographica. Section B, Structural Science
|September 20, 2006
PubMed
Summary
This summary is machine-generated.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

<i>catena</i>-Poly[[(5,5'-dimethyl-2,2'-bi-pyridine)nickel(II)]-μ<sub>2</sub>-azido-κ<sup>2</sup> <i>N</i>:<i>N</i>-μ<sub>2</sub>-azido-κ<sup>2</sup> <i>N</i>:<i>N</i>']: synthesis, crystal structure, Hirshfeld surface analysis and DFT calculations.

Acta crystallographica. Section E, Crystallographic communications·2025
Same author

Racemic <i>cis</i>-bis-[bis-(pyrimidin-2-yl)amine-κ<i>N</i>]bis(dicyanamido-κ<i>N</i><sup>1</sup>)iron(II) dihydrate: synthesis, crystal structure and Hirshfeld surface analysis.

Acta crystallographica. Section E, Crystallographic communications·2023
Same author

Synthesis of 5-(arylmethylideneamino)-4-(1H-benzo[d]imidazol-1-yl)pyrimidine hybrids: synthetic sequence and the molecular and supramolecular structures of two intermediates and three final products.

Acta crystallographica. Section C, Structural chemistry·2023
Same author

(E,E)-1,1'-[1,2-Bis(4-chlorophenyl)ethane-1,2-diyl]bis(phenyldiazene) revisited: threefold configurational disorder of (S,S), (R,R) and (S,R) isomers, a detailed critique.

Acta crystallographica. Section C, Structural chemistry·2023
Same author

Conversion of 2-methyl-4-styrylquinolines into 2,4-distyrylquinolines: synthesis, and spectroscopic and structural characterization of five examples.

Acta crystallographica. Section C, Structural chemistry·2023
Same author

A three-step pathway from (2-aminophenyl)chalcones to novel styrylquinoline-chalcone hybrids: synthesis and spectroscopic and structural characterization of three examples.

Acta crystallographica. Section C, Structural chemistry·2023

The study reveals that isomeric N-(iodophenyl)nitrobenzamides exhibit diverse three-dimensional crystal structures. These structures are determined by various hydrogen bonds and specific interactions like iodo-carbonyl or iodo-nitro contacts.

Area of Science:

  • Crystal Engineering
  • Supramolecular Chemistry
  • Organic Chemistry

Background:

  • Understanding the relationship between molecular structure and crystal packing is crucial in materials science.
  • Nitrobenzamide derivatives are versatile building blocks for supramolecular assemblies.
  • The presence of iodine and nitro groups offers unique opportunities for non-covalent interactions.

Purpose of the Study:

  • To investigate the crystal structures of isomeric N-(iodophenyl)nitrobenzamides.
  • To analyze the role of hydrogen bonding and halogen bonding in directing supramolecular assembly.
  • To elucidate how positional isomerism influences the resulting three-dimensional frameworks.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and supramolecular structures.

Related Experiment Videos

  • Analysis of intermolecular interactions, including hydrogen bonds (N-H...O, C-H...O) and halogen bonds (I...O, I...N).
  • Comparison of crystal packing motifs across a series of related isomeric compounds.

    • Main Results:

    • All studied N-(iodophenyl)nitrobenzamide isomers formed distinct three-dimensional framework structures.
    • Intermolecular interactions varied significantly, including N-H...O, C-H...O hydrogen bonds, and halogen bonding (iodo...carbonyl, iodo...nitro).
    • Specific interactions like aromatic pi...pi stacking and carbonyl...carbonyl interactions were observed in certain isomers, influencing overall crystal packing.

    Conclusions:

    • The specific arrangement of iodine and nitro substituents on the phenyl rings dictates the resulting supramolecular architecture.
    • Hydrogen bonding and halogen bonding are key drivers in the self-assembly of these nitrobenzamide derivatives.
    • The study highlights the subtle yet significant impact of isomerism on crystal engineering and the formation of diverse solid-state structures.