Crystal Structures of a Series of 1,1-Spiro-bis(1,2,3,4-tetrahydronaphthalene)-Based Derivatives

Mariolino Carta, Madeleine Helliwell, Neil B. McKeown*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The structures of four spirobisnaphthalenes based monomers 1, 2, 3a and 3b are reported. Each compound represents a methoxylated precursor which after deprotection led to the formation of a monomer successfully used for the synthesis of Polymers of intrinsic microporosity. The spiro-centre represents the site of contortion that, since its rigidity, leads to inefficient packing in the solid state inducing microporosity in the final polymer. Compound 1 crystallized in the monoclinic P2/c space group with unit cell parameters a = 8.1659(19) angstrom, b = 7.5298(18) angstrom, c = 19.130(5) angstrom, beta = 97.935(4)degrees, V = 1165.0(5) angstrom(3), Z = 2, D = 1.210 Mg m(-3). Compound 2 crystallized in the monoclinic P2(1)/n space group with unit cell parameters a = 12.6940(9) angstrom, b = 7.7267(6) angstrom, c = 19.9754(15) angstrom, beta = 97.220(1)degrees, V = 1943.7(3) angstrom(3), Z = 4, D = 1.355 Mg m(-3). Compound 3a crystallized in the monoclinic P2(1)/c space group with unit cell parameters a = 16.8137(14) angstrom, b = 10.5577(9) angstrom, c = 31.344(3) angstrom, beta = 103.618(1)degrees, V = 5407.5(8) angstrom(3), Z = 8, D = 1.308 Mg m(-3). Compound 3b crystallized in the monoclinic Pc space group with unit cell parameters a = 15.594 angstrom, b = 12.564 angstrom, c = 18.339 angstrom, beta = 90.224(1)degrees, V = 3593.0 angstrom(3), Z = 4, D = 1.236 Mg m(-3).

Original languageEnglish
Pages (from-to)111-118
Number of pages8
JournalJournal of chemical crystallography
Volume42
Issue number2
DOIs
Publication statusPublished - Feb 2012

Keywords

  • Microporous materials
  • Polymers
  • Spiro-compounds
  • CH center dot center dot center dot pi bonding
  • INTRINSIC MICROPOROSITY PIMS
  • HIGH-SURFACE-AREA
  • HYDROGEN STORAGE
  • POLYMERS
  • MONOMERS
  • METHANE
  • ROBUST

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