(S,S)-4′′-Cyano-7,7′′-dimeth-oxy-3′, 6′-dioxodispiro-[indane-2,2′-piperazine-5′, 2′′-indane]-4-carboxamide methanol solvate: Inter-rupting the amide-to-amide hydrogen-bonded tape

Bhumasamudram Jagadish, Michael D. Carducci, Alice Dawson, Gary S. Nichol, Eugene A. Mash

Research output: Research - peer-reviewArticle

  • 1 Citations

Abstract

The title methanol solvate, C24H22N4O5·CH3OH, forms an extended three-dimensional hydrogen-bonded structure, assisted by the presence of several good donor and acceptor sites. It shows none of the crystal packing features typically expected of piperazinediones, such as amide-to-amide R 2 2(8) hydrogen bonding. In this structure the methanol solvent appears to play only a space-filling role; it is not involved in any hydrogen bonding and instead is disordered over several sites. This study reports, to the best of our knowledge, the first crystal structure of an indane-containing piperazinedione compound which exhibits a three-dimensional hydrogen-bonded structure formed by classical (N - H⋯O and N - H⋯N) hydrogen-bonding inter-actions.

LanguageEnglish (US)
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume64
Issue number8
DOIs
StatePublished - 2008

Fingerprint

Amides
Tapes
Methanol
Hydrogen
Hydrogen bonds
piperazine
Hydrogen Bonding
amides
tapes
methyl alcohol
hydrogen
3,6-bis(5-chloro-2-piperidyl)-2,5-piperazinedione
Diketopiperazines
Crystal structure
Crystals
crystal structure
crystals

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Structural Biology

Cite this

@article{fa31d7a7c7d04cf793437192c32cb74b,
title = "(S,S)-4′′-Cyano-7,7′′-dimeth-oxy-3′, 6′-dioxodispiro-[indane-2,2′-piperazine-5′, 2′′-indane]-4-carboxamide methanol solvate: Inter-rupting the amide-to-amide hydrogen-bonded tape",
abstract = "The title methanol solvate, C24H22N4O5·CH3OH, forms an extended three-dimensional hydrogen-bonded structure, assisted by the presence of several good donor and acceptor sites. It shows none of the crystal packing features typically expected of piperazinediones, such as amide-to-amide R 2 2(8) hydrogen bonding. In this structure the methanol solvent appears to play only a space-filling role; it is not involved in any hydrogen bonding and instead is disordered over several sites. This study reports, to the best of our knowledge, the first crystal structure of an indane-containing piperazinedione compound which exhibits a three-dimensional hydrogen-bonded structure formed by classical (N - H⋯O and N - H⋯N) hydrogen-bonding inter-actions.",
author = "Bhumasamudram Jagadish and Carducci, {Michael D.} and Alice Dawson and Nichol, {Gary S.} and Mash, {Eugene A.}",
year = "2008",
doi = "10.1107/S010827010802057X",
volume = "64",
journal = "Acta Crystallographica Section C: Crystal Structure Communications",
issn = "0108-2701",
publisher = "International Union of Crystallography",
number = "8",

}

TY - JOUR

T1 - (S,S)-4′′-Cyano-7,7′′-dimeth-oxy-3′, 6′-dioxodispiro-[indane-2,2′-piperazine-5′, 2′′-indane]-4-carboxamide methanol solvate

T2 - Acta Crystallographica Section C: Crystal Structure Communications

AU - Jagadish,Bhumasamudram

AU - Carducci,Michael D.

AU - Dawson,Alice

AU - Nichol,Gary S.

AU - Mash,Eugene A.

PY - 2008

Y1 - 2008

N2 - The title methanol solvate, C24H22N4O5·CH3OH, forms an extended three-dimensional hydrogen-bonded structure, assisted by the presence of several good donor and acceptor sites. It shows none of the crystal packing features typically expected of piperazinediones, such as amide-to-amide R 2 2(8) hydrogen bonding. In this structure the methanol solvent appears to play only a space-filling role; it is not involved in any hydrogen bonding and instead is disordered over several sites. This study reports, to the best of our knowledge, the first crystal structure of an indane-containing piperazinedione compound which exhibits a three-dimensional hydrogen-bonded structure formed by classical (N - H⋯O and N - H⋯N) hydrogen-bonding inter-actions.

AB - The title methanol solvate, C24H22N4O5·CH3OH, forms an extended three-dimensional hydrogen-bonded structure, assisted by the presence of several good donor and acceptor sites. It shows none of the crystal packing features typically expected of piperazinediones, such as amide-to-amide R 2 2(8) hydrogen bonding. In this structure the methanol solvent appears to play only a space-filling role; it is not involved in any hydrogen bonding and instead is disordered over several sites. This study reports, to the best of our knowledge, the first crystal structure of an indane-containing piperazinedione compound which exhibits a three-dimensional hydrogen-bonded structure formed by classical (N - H⋯O and N - H⋯N) hydrogen-bonding inter-actions.

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U2 - 10.1107/S010827010802057X

DO - 10.1107/S010827010802057X

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VL - 64

JO - Acta Crystallographica Section C: Crystal Structure Communications

JF - Acta Crystallographica Section C: Crystal Structure Communications

SN - 0108-2701

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ER -