Journal of Natural Products
Article
B3LYP/6-311G(2p,2d) level of theory in order to show a detailed
description of the electronic structure of the IPc monomer and dimer.
X-ray Diffraction. Single-crystal X-ray diffraction was performed
on a KM4-CCD diffractometer operating in κ geometry. Graphite-
monochromated Mo Kα radiation was used. The data were collected
at 110 K in ω-scan mode with Δω = 1.0° using the CrysAlis CCD
program.48 RED software version 1.170.32 (Oxford Diffraction)49 was
used for data processing. An empirical absorption correction was
applied using spherical harmonics implemented in the SCALE3
ABSPACK scaling algorithm. The structure was solved by direct
methods and refined by the full-matrix least-squares method by means
of the SHELX-97 program package.50 All non-hydrogen atoms were
refined anisotropically. The hydrogen atoms from C−H groups in IPc
were generated geometrically (C−H 0.93 Å) and treated as riding
atoms. The Uiso(H) values were constrained to be 1.2Ueq(carrier
atom). The hydrogen atoms bonded to the N atom were localized at
difference Fourier maps and refined with Uiso(H) = 1.2Ueq of the
corresponding parent atom. Due to the pronounced disorder of
solvent molecules (H2O and EtOH), the hydrogen atoms from these
moieties were not introduced to the structure refinement. A possible
arrangement of solvent molecules in the channels is presented in
Figure S1 in the Supporting Information. Due to the fact that
scattering factors of oxygen and carbon are similar and the degree of
the disorder is high, the proposed model is only one of a many
possible configurations. It minimizes well the electron density on
difference Fourier maps, ρmax = 0.322, ρmin = −0.232 e/Å3, and is the
simplest one, with only one symmetrically independent position of
ethanol in the unit cell. Different settings of molecules, however, as
well as different EtOH to H2O ratios cannot be excluded. CCDC
882076 contains the supplementary crystallographic data for this
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ASSOCIATED CONTENT
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S
* Supporting Information
(23) Flexner, C. W.; Hildreth, J. E.; Kuncl, R. W.; Drachman, D. B.
Lancet 1992, 339, 438−443.
A possible arrangement of solvent molecules in the channels.
This material is available free of charge via the Internet at
(24) Albert, D. H.; Malo, P. E.; Tapang, P.; Shaughnessy, T. K.;
Morgan, D. W.; Wegner, C. D.; Curtin, M. L.; Sheppard, G. S.; Xu, L.;
Davidsen, S. K.; Summers, J. B.; Carter, G. W. J. Pharmacol. Exp. Ther.
1998, 284, 83−88.
AUTHOR INFORMATION
■
(25) Dymin
Spectrosc. 2011, 57, 229−241.
(26) Dyminska, L.; Gągor, A.; Mączka, M.; Węglin
J. Raman Spectrosc. 2010, 41, 1021−1029.
(27) Lorenc, J.; Dyminska, L.; Talik, Z.; Hanuza, J.; Mączka, M.;
Wskowska, A.; Macalik, L. J. Raman Spectrosc. 2008, 39, 1−15.
́
ska, L.; Gągor, A.; Talik, Z.; Lorenc, J.; Hanuza, J. Vib.
Corresponding Author
*Tel: +48 71 3680299. Fax: +48 71 3680292. E-mail: lucyna.
́
́
ski, Z.; Hanuza, J.
́
Notes
́
The authors declare no competing financial interest.
(28) CCDC 882076 contains the supplementary crystallographic
data for this paper. The data can be obtained free of charge via www.
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