Platinum precursor of anticancer drug: a structure fixed by long intermolecular N–H···I and C–H···I hydrogen bonds
Identifieur interne : 000D21 ( Main/Exploration ); précédent : 000D20; suivant : 000D22Platinum precursor of anticancer drug: a structure fixed by long intermolecular N–H···I and C–H···I hydrogen bonds
Auteurs : Richard Pažout [République tchèque] ; Jitka Housková [République tchèque] ; Michal Dušek [République tchèque] ; Jaroslav Maixner [République tchèque] ; Petr Ka Er [République tchèque]Source :
- Structural Chemistry [ 1040-0400 ] ; 2011-12-01.
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Abstract
Abstract: The title compound 1, cis-[diiodo(1R,2R)-1,2-diaminocyclohexane-κN,κN′]platinum(II), a precursor of a novel platinum-based anticancer complex, was synthesized. High purity (>99%) was determined by HPLC–UV/VIS and its structure was characterized by LC–ESI–MS, FT-IR and X-ray single-crystal diffraction. The molecules of the title compound interact via N–H···I and C–H···I intermolecular (ultra)-long hydrogen–iodine (acceptor) bonds (distances up to 3.1 Å). The crystal structure of the title compound 1 was compared to the structure calculated on the basis of density function theory (DFT). The calculated and measured data varied by a maximum of 0.09 Å in bond lengths and the maximum deviation between the compared angles were less than 2°. Experimentally measured bond lengths in the crystal were observed to be reduced when compared to the theoretical calculation. This was caused by both steric requirements of individual structural units and the presence of hydrogen bonds in real sample, which were confirmed by FT-IR (new bands as well as the band shifts to lower wavelengths).
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DOI: 10.1007/s11224-011-9826-8
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http://www.springer-ny.com</publisher><pubPlace>Boston</pubPlace><date type="published" when="2011-12-01">2011-12-01</date><biblScope unit="volume">22</biblScope><biblScope unit="issue">6</biblScope><biblScope unit="page" from="1325">1325</biblScope><biblScope unit="page" to="1330">1330</biblScope></imprint><idno type="ISSN">1040-0400</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">1040-0400</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Cytostatics</term><term>DFT</term><term>Intermolecular long hydrogen bond</term><term>Platinum-based anticancer complex</term><term>Single crystal/structure</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Abstract: The title compound 1, cis-[diiodo(1R,2R)-1,2-diaminocyclohexane-κN,κN′]platinum(II), a precursor of a novel platinum-based anticancer complex, was synthesized. High purity (>99%) was determined by HPLC–UV/VIS and its structure was characterized by LC–ESI–MS, FT-IR and X-ray single-crystal diffraction. The molecules of the title compound interact via N–H···I and C–H···I intermolecular (ultra)-long hydrogen–iodine (acceptor) bonds (distances up to 3.1 Å). The crystal structure of the title compound 1 was compared to the structure calculated on the basis of density function theory (DFT). The calculated and measured data varied by a maximum of 0.09 Å in bond lengths and the maximum deviation between the compared angles were less than 2°. Experimentally measured bond lengths in the crystal were observed to be reduced when compared to the theoretical calculation. This was caused by both steric requirements of individual structural units and the presence of hydrogen bonds in real sample, which were confirmed by FT-IR (new bands as well as the band shifts to lower wavelengths).</div></front></TEI><affiliations><list><country><li>République tchèque</li></country><region><li>Bohême centrale</li></region><settlement><li>Prague</li></settlement></list><tree><country name="République tchèque"><region name="Bohême centrale"><name sortKey="Pazout, Richard" sort="Pazout, Richard" uniqKey="Pazout R" first="Richard" last="Pažout">Richard Pažout</name></region><name sortKey="Dusek, Michal" sort="Dusek, Michal" uniqKey="Dusek M" first="Michal" last="Dušek">Michal Dušek</name><name sortKey="Houskova, Jitka" sort="Houskova, Jitka" uniqKey="Houskova J" first="Jitka" last="Housková">Jitka Housková</name><name sortKey="Ka Er, Petr" sort="Ka Er, Petr" uniqKey="Ka Er P" first="Petr" last="Ka Er">Petr Ka Er</name><name sortKey="Maixner, Jaroslav" sort="Maixner, Jaroslav" uniqKey="Maixner J" first="Jaroslav" last="Maixner">Jaroslav Maixner</name><name sortKey="Pazout, Richard" sort="Pazout, Richard" uniqKey="Pazout R" first="Richard" last="Pažout">Richard Pažout</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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