Investigations of new potential photo-acid generators: crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid

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Abstract

The title compounds, C14H12O, (I), and C15H11BrO2, (II), were prepared and characterized as part of our studies of potential new photo-acid generators. In (I), which crystallizes in the ortho­rhom­bic space group Pca21, compared to P21/n for the previously known monoclinic polymorph [Cornella & Martin (2013). Org. Lett. 15, 6298-6301], the dihedral angle between the aromatic rings is 4.35 (6)° and the OH group is disordered over two sites in a 0.795 (3):0.205 (3) ratio. In the crystal of (I), mol­ecules are linked by O-H...[pi] inter­actions involving both the major and minor -OH disorder components, generating [001] chains as part of the herringbone packing motif. The asymmetric unit of (II) contains two mol­ecules with similar conformations (weighted r.m.s. overlay fit = 0.183 Å). In the crystal of (II), both mol­ecules form carboxyl­ate inversion dimers linked by pairs of O-H...O hydrogen bonds, generating R22(8) loops in each case. The dimers are linked by pairs of C-H...O hydrogen bonds to form [010] chains.
Original languageEnglish
Pages (from-to)407-411
Number of pages5
JournalActa Crystallographica Section E: Crystallographic Communications
Volume72
Issue number3
DOIs
Publication statusPublished - 1 Mar 2016

Keywords

  • crystal structure
  • stillbene
  • cinnamic acid
  • photo-acid generator
  • O—H⋯π inter­actions

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