TY - JOUR
T1 - Investigations of new potential photo-acid generators
T2 - crystal structures of 2-[(E)-2-phenylethenyl]phenol (orthorhombic polymorph) and (2E)-3-(2-bromophenyl)-2-phenylprop-2-enoic acid
AU - Harrison, William T. A.
AU - Plater, M. John
AU - Yin, Lee J.
N1 - Acknowledgements
We thank the EPSRC National Crystallography Service (University of Southampton) for the X-ray data collections and the National Mass Spectrometry Service (University of Swansea) for the high-resolution mass-spectroscopic data.
PY - 2016/3/1
Y1 - 2016/3/1
N2 - 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.
AB - 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.
KW - crystal structure
KW - stillbene
KW - cinnamic acid
KW - photo-acid generator
KW - O—H⋯π interactions
U2 - 10.1107/S2056989016002942
DO - 10.1107/S2056989016002942
M3 - Article
VL - 72
SP - 407
EP - 411
JO - Acta Crystallographica Section E: Crystallographic Communications
JF - Acta Crystallographica Section E: Crystallographic Communications
SN - 2056-9890
IS - 3
ER -