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- <a name="top"></a><h1 class="suptitle">supplementary materials</h1><br /><div class="buttonlinks"><a href="./index.html" target="_parent"><img src="../../../../../graphics/htmlborder.gif" alt="HTML version" align="top" border="0" /></a><a href="./at2692.pdf" ><img src="../../../../../graphics/pdfborder.gif" alt="pdf version" align="top" border="0" /></a><a href="http://scripts.iucr.org/cgi-bin/sendcif?at2692sup1" ><img src="../../../../../graphics/cifborder.gif" alt="cif file" align="top" border="0" /></a><a href="http://scripts.iucr.org/cgi-bin/sendcif?at2692sup1&Qmime=cif" ><img src="../../../../../graphics/3dviewborder.gif" alt="3d view" align="top" border="0" /></a><a href="./at2692Isup2.hkl" ><img src="../../../../../graphics/structurefactorsborder.gif" alt="structure factors" align="top" border="0" /></a><a href="./at2692sup0.html" ><img src="../../../../../graphics/supplementarymaterialsborder.gif" alt="supplementary materials" align="top" border="0" /></a><a href="./at2692checkcif.html" ><img src="../../../../../graphics/checkcifborder.gif" alt="CIF check report" align="top" border="0" /></a><a href="http://scripts.iucr.org/cgi-bin/similar?wordList=trifluoromethyl%20or%20methylethylamine%20or%20hydroxybutanedioic%20or%20/&from=at2692" ><img src="../../../../../graphics/similarpapersborder.gif" alt="similar papers" align="top" border="0" /></a> <a href="../../../../../../services/openaccess.html"><img src="../../../../../../logos/free.gif" alt="Open access" align="top" border="0" /></a></div><p class="scheme"><img src="./at2692contents.gif" alt="at2692 scheme" /></p><div class="bibline"><p><i>Acta Cryst.</i> (2009). E<b>65</b>, o197 [ <font size="2"><a title="Open URL link" href="http://dx.doi.org/10.1107/S1600536808043201">doi:10.1107/S1600536808043201</a></font> ]</p></div>
- <h3>(<span class="it"><i>S</i></span>)-1-[3,5-Bis(trifluoromethyl)phenyl]-<span class="it"><i>N</i></span>-methylethylamine-(<span class="it"><i>R</i></span>)-2-hydroxybutanedioic acid (1/1)</h3><h3><a href="http://scripts.iucr.org/cgi-bin/citedin?search_on=name&author_name=Zhu,%20H.-B.">H.-B. Zhu</a>, <a href="http://scripts.iucr.org/cgi-bin/citedin?search_on=name&author_name=Ji,%20J.-F.">J.-F. Ji</a> and <a href="http://scripts.iucr.org/cgi-bin/citedin?search_on=name&author_name=Wang,%20H.">H. Wang</a></h3>
- <div class="abstract">
- <a name="abstract"></a>
- <div class="heading2">Abstract <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
- </div>
- <!-- endheading2div --><p>In the title compound, C<span class="inf"><sub>11</sub></span>H<span class="inf"><sub>11</sub></span>F<span class="inf"><sub>6</sub></span>N·C<span class="inf"><sub>4</sub></span>H<span class="inf"><sub>6</sub></span>O<span class="inf"><sub>5</sub></span>, a key intermediate in the synthesis of the NK1 receptor antagonist of casopitant, the F atoms of the trifluoromethyl groups are disordered over two sites with equal occupancies. In the crystal, the components are linked by bifurcated N-H<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif" />(O,O) hydrogen bonds.</p></div>
- <!-- endabstractdiv -->
- <div class="contentslist">
- <ul>
- <li class="comment"><a title="Comment" href="#comment">Comment</a></li>
- <li class="relatedliterature"><a title="Related literature" href="#relatedliterature">Related literature</a></li>
- <li class="experimental"><a title="Experimental" href="#experimental">Experimental</a></li>
- <li class="refinement"><a title="Refinement" href="#refinement">Refinement</a></li>
- <li class="computingdetails"><a title="Computing details" href="#computingdetails">Computing details</a></li>
- <li class="figures"><a title="Figures" href="#figures">Figures</a></li>
- <li><a title="(I)" href="#chemicalname1">(<i>S</i>)-1-[3,5-Bis(trifluoromethyl)phenyl]-<i>N</i>-methylethylamine–
- (<i>R</i>)-2-hydroxybutanedioic acid (1/1) </a><ul>
- <li><a title="Crystal data" href="#crystaldata1">Crystal data</a></li>
- <li><a title="Data collection" href="#datacollection1">Data collection</a></li>
- <li><a title="Refinement data" href="#refinementdata1">Refinement data</a></li>
- <li class="specialdetails"><a title="Special details" href="#specialdetails1">Special details</a></li>
- <li class="licoords"><a title="Fractional atomic coordinates" href="#fractionalatomiccoordinates1">Fractional atomic coordinates</a></li>
- <li class="liadps"><a title="Atomic displacement parameters" href="#atomicdisplacement1">Atomic displacement parameters</a></li>
- <li class="ligeomlong"><a title="Geometric parameters" href="#geometricparameters1">Geometric parameters</a></li>
- <li class="lihbondslong"><a title="Hydrogen-bond geometry" href="#hydrogen-bondgeometry1">Hydrogen-bond geometry</a></li>
- <li class="lihbondsshort"><a title="Hydrogen-bond geometry" href="#hydrogen-bondgeometry1">Hydrogen-bond geometry</a></li>
- </ul></li>
- <li class="acknowledgements"><a title="Acknowledgements" href="#acknowledgements">Acknowledgements</a></li>
- <li class="publreferences"><a title="References" href="#publreferences">References</a></li>
- </ul>
- </div>
- <!-- endcontentslistdiv -->
- <div class="comment">
- <a name="comment"></a>
- <div class="heading2">
- Comment <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
- </div>
- <!-- endheading2div --><p>The title compound, C<sub>11</sub>H<sub>11</sub>F<sub>6</sub>N.C<sub>4</sub>H<sub>6</sub>O<sub>5</sub>, is a key intermediate
- for the synthesis of casopitant, which is an NK1 receptor antagonist
- (Humphrey, 2003) for the
- treatment of chemotheraphy-induced nausea and vomiting (CINV) (Lohr,
- 2008).</p><p>The molecular structure of the title compound is shown in Fig.1. The F atoms of
- the trifluoromethyl group are disordered over two sites in a 0.50:0.50 ratio.
- N—H···O hydrogen bonding interactions occur between (<i>S</i>)-1-(3,
- 5-bis(trifluoromethyl)-phenyl)ethylamine <i>N</i>-monomethyl and
- (<i>R</i>)-2-hydroxybutanedioic acid (Table 1).</p>
- </div>
- <!-- endcommentdiv -->
- <div class="relatedliterature">
- <a name="relatedliterature"></a>
- <div class="heading2">
- Related literature <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
- </div>
- <!-- endheading2div --><p>For the NK1 receptor antagonist, see: Humphrey (2003).</p>
- </div>
- <!-- endrelatedliteraturediv -->
- <div class="experimental">
- <a name="experimental"></a>
- <div class="heading2">
- Experimental <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
- </div>
- <!-- endheading2div --><p>To a solution of 3, 5-bis(trifluoromethyl)-phenyl)ethylamine
- <i>N</i>-monomethyl (2.71 g, 10 mmol) in EtOAc (25 ml),
- (<i>R</i>)-2-hydroxybutanedioic acid (1.34,10 mmol) was added portionwise. The
- suspension was stirred for 2h at 298 K, then for 3 h at 273 K. The suspension
- was filtered and the cake was washed with EtOAc (20 ml). The solid was dried
- under vacucum obtaining the crude title compound (1.48 g). Single crystal of
- the title compound suitable for X-ray diffraction was obtained by slow
- evaporation of the EtOAc solution of the title compound.</p>
- </div>
- <!-- endexperimentaldiv -->
- <div class="refinement">
- <a name="refinement"></a>
- <div class="heading2">
- Refinement <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
- </div>
- <!-- endheading2div --><p>All H atoms were positoned geometrically and allowed to ride on their parent
- atoms, with C—H = 0.93Å for aromatic H atoms, 0.96Å for methyl H atoms,
- 0.97Å for methylene H atoms, 0.98Å for methine H atoms and O—H = 0.82 Å, N—H = 0.86 Å, respectively. [<i>U</i><sub>iso</sub> (H) = 1.2<i>U</i><sub>eq</sub>(C)
- for aromatic, methylene and methine; <i>U</i><sub>iso</sub>(H) = 1.5 <i>U</i><sub>eq</sub>(C)
- for methyl, <i>U</i><sub>iso</sub>(H) = 1.2<i>U</i><sub>eq</sub>(N); <i>U</i><sub>iso</sub>(H) = 1.5
- <i>U</i><sub>eq</sub>(O).]</p>
- </div>
- <!-- endrefinementdiv -->
- <div class="computingdetails">
- <a name="computingdetails"></a>
- <div class="heading2">
- Computing details <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
- </div>
- <!-- endheading2div --><p>Data collection: <i>CAD-4 Software</i> (Enraf–Nonius,1989); cell refinement: <i>CAD-4 Software</i>; data reduction: <i>XCAD4</i> (Harms & Wocadlo, 1995); program(s) used to solve structure: <i>SHELXS97</i> (Sheldrick, 2008); program(s) used to refine structure: <i>SHELXL97</i> (Sheldrick, 2008); molecular graphics: <i>SHELXTL</i> (Sheldrick, 2008); software used to prepare material for publication: <i>SHELXL97</i> (Sheldrick, 2008).</p>
- </div>
- <!-- endcomputingdetailsdiv -->
- <div class="schemes">
- <a href="./at2692scheme1.gif"></a>
- </div>
- <!-- endschemesdiv -->
- <div class="figures">
- <div class="tablewrap">
- <a name="figures"></a>
- <div class="heading2">
- Figures <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
- </div>
- <!-- endheading2div --><table style="table-layout:fixed" width="100%" class="nodecs">
- <colgroup span="2">
- <col width="110"></col>
- <col></col>
- </colgroup>
- <tr><td class="nodecs" align="center" width="110">
- <a href="./at2692fig1.html"><img width="100" src="./at2692fig1thm.gif" alt="[Figure 1]" align="middle"/></a>
- </td><td class="nodecs" valign="middle" >
- <font size="2">Fig. 1. The molecular structure of the title compound, drawn with 30% probability
- ellipsoids.</font>
- </td></tr>
- </table>
- </div>
- </div>
- <!-- endfiguresdiv -->
- <div class="datablock1">
- <div class="heading2">
- <a name="chemicalname1"></a>(<i>S</i>)-1-[3,5-Bis(trifluoromethyl)phenyl]-<i>N</i>-methylethylamine–
- (<i>R</i>)-2-hydroxybutanedioic acid (1/1) <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
- </div>
- <!-- endheading2div -->
- <div class="tablewrapcrystaldatalong">
- <a name="crystaldata1"></a><span class="heading3">Crystal data</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --><table style="table-layout:fixed" width="80%" summary="" class="tabledata">
- <colgroup span="2">
- <col width="50%"></col>
- <col width="50%"></col>
- </colgroup>
- <tr><td width="50%" class="tabledata" >C<sub>11</sub>H<sub>11</sub>F<sub>6</sub>N·C<sub>4</sub>H<sub>6</sub>O<sub>5</sub></td><td width="50%" class="tabledata" ><i>F</i><sub>000</sub> = 416</td></tr><tr><td width="50%" class="tabledata" ><i>M</i><i><sub>r</sub></i> = 405.30</td><td width="50%" class="tabledata" ><i>D</i><sub>x</sub> = 1.480 Mg m<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr><tr><td width="50%" class="tabledata" >Monoclinic, <i>P</i>2<sub>1</sub></td><td width="50%" class="tabledata" >Mo <i>K</i><span style="font-family:Times">α</span> radiation <br /><span style="font-family:Times">λ</span> = 0.71073 Å</td></tr><tr><td width="50%" class="tabledata" >Hall symbol: P 2yb</td><td width="50%" class="tabledata" >Cell parameters from 25 reflections</td></tr><tr><td width="50%" class="tabledata" ><i>a</i> = 6.6770 (13) Å</td><td width="50%" class="tabledata" ><span style="font-family:Times">θ</span> = 9–12º</td></tr><tr><td width="50%" class="tabledata" ><i>b</i> = 8.4510 (17) Å</td><td width="50%" class="tabledata" >µ = 0.15 mm<span style="font-family:Times"><sup>−</sup></span><sup>1</sup></td></tr><tr><td width="50%" class="tabledata" ><i>c</i> = 16.366 (3) Å</td><td width="50%" class="tabledata" ><i>T</i> = 298 K</td></tr><tr><td width="50%" class="tabledata" ><span style="font-family:Times">β</span> = 100.05 (3)º</td><td width="50%" class="tabledata" >Needle, colourless</td></tr><tr><td width="50%" class="tabledata" ><i>V</i> = 909.3 (3) Å<sup>3</sup></td><td width="50%" class="tabledata" >0.30 × 0.10 × 0.10 mm</td></tr><tr><td width="50%" class="tabledata" ><i>Z</i> = 2</td><td width="50%" class="tabledata" ></td></tr></table><!-- endtabledatatable -->
- </div>
- <!-- endtablewrapcrystaldatalongdiv -->
- <div class="tablewrapdatacollectionlong">
- <a name="datacollection1"></a><span class="heading3">Data collection</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --><table style="table-layout:fixed" width="80%" summary="" class="tabledata">
- <colgroup span="2">
- <col width="50%"></col>
- <col width="50%"></col>
- </colgroup>
- <tr><td width="50%" class="tabledata" >Enraf–Nonius CAD-4 <br />diffractometer</td><td width="50%" class="tabledata" ><i>R</i><sub>int</sub> = 0.058</td></tr><tr><td width="50%" class="tabledata" >Radiation source: fine-focus sealed tube</td><td width="50%" class="tabledata" ><span style="font-family:Times">θ</span><sub>max</sub> = 25.3º</td></tr><tr><td width="50%" class="tabledata" >Monochromator: graphite</td><td width="50%" class="tabledata" ><span style="font-family:Times">θ</span><sub>min</sub> = 1.3º</td></tr><tr><td width="50%" class="tabledata" ><i>T</i> = 298 K</td><td width="50%" class="tabledata" ><i>h</i> = 0→7</td></tr><tr><td width="50%" class="tabledata" ><span style="font-family:Times">ω</span>/2<span style="font-family:Times">θ</span> scans</td><td width="50%" class="tabledata" ><i>k</i> = 0→10</td></tr><tr><td width="50%" class="tabledata" >Absorption correction: <span style="font-family:Times">ψ</span> scan<br />(North <i>et al.</i>, 1968)</td><td width="50%" class="tabledata" ><i>l</i> = <span style="font-family:Times">−</span>19→19</td></tr><tr><td width="50%" class="tabledata" ><i>T</i><sub>min</sub> = 0.957, <i>T</i><sub>max</sub> = 0.985</td><td width="50%" class="tabledata" >3 standard reflections</td></tr><tr><td width="50%" class="tabledata" >1915 measured reflections</td><td width="50%" class="tabledata" > every 200 reflections</td></tr><tr><td width="50%" class="tabledata" >1757 independent reflections</td><td width="50%" class="tabledata" > intensity decay: 1%</td></tr><tr><td width="50%" class="tabledata" >1067 reflections with <i>I</i> > 2<span style="font-family:Times">σ</span>(<i>I</i>)</td><td width="50%" class="tabledata" ></td></tr></table><!-- endtabledatatable -->
- </div>
- <!-- endtablewrapdatacollectionlongdiv -->
- <div class="tablewraprefinementdatalong">
- <a name="refinementdata1"></a><span class="heading3">Refinement</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --><table style="table-layout:fixed" width="80%" summary="" class="tabledata">
- <colgroup span="2">
- <col width="50%"></col>
- <col width="50%"></col>
- </colgroup>
- <tr><td width="50%" class="tabledata" >Refinement on <i>F</i><sup>2</sup></td><td width="50%" class="tabledata" >Secondary atom site location: difference Fourier map</td></tr><tr><td width="50%" class="tabledata" >Least-squares matrix: full</td><td width="50%" class="tabledata" >Hydrogen site location: inferred from neighbouring sites</td></tr><tr><td width="50%" class="tabledata" ><i>R</i>[<i>F</i><sup>2</sup> > 2<span style="font-family:Times">σ</span>(<i>F</i><sup>2</sup>)] = 0.063</td><td width="50%" class="tabledata" >H-atom parameters constrained</td></tr><tr><td width="50%" class="tabledata" ><i>wR</i>(<i>F</i><sup>2</sup>) = 0.154</td><td width="50%" class="tabledata" >  <i>w</i> = 1/[<span style="font-family:Times">σ</span><sup>2</sup>(<i>F</i><sub>o</sub><sup>2</sup>) + (0.060<i>P</i>)<sup>2</sup> + 0.3<i>P</i>] <br />where <i>P</i> = (<i>F</i><sub>o</sub><sup>2</sup> + 2<i>F</i><sub>c</sub><sup>2</sup>)/3</td></tr><tr><td width="50%" class="tabledata" ><i>S</i> = 1.00</td><td width="50%" class="tabledata" >(Δ/<span style="font-family:Times">σ</span>)<sub>max</sub> < 0.001</td></tr><tr><td width="50%" class="tabledata" >1757 reflections</td><td width="50%" class="tabledata" >Δ<span style="font-family:Times">ρ</span><sub>max</sub> = 0.18 e Å<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr><tr><td width="50%" class="tabledata" >220 parameters</td><td width="50%" class="tabledata" >Δ<span style="font-family:Times">ρ</span><sub>min</sub> = <span style="font-family:Times">−</span>0.27 e Å<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr><tr><td width="50%" class="tabledata" >2 restraints</td><td width="50%" class="tabledata" >Extinction correction: none</td></tr><tr><td width="50%" class="tabledata" >Primary atom site location: structure-invariant direct methods</td><td width="50%" class="tabledata" ></td></tr></table><!-- endtabledatatable -->
- </div>
- <!-- endtablewraprefinementdatalongdiv -->
- <div class="tablewrapcrystaldatashort">
- <a name="crystaldata1"></a><span class="heading3">Crystal data</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --><table style="table-layout:fixed" width="80%" summary="" class="tabledata">
- <colgroup span="2">
- <col width="50%"></col>
- <col width="50%"></col>
- </colgroup>
- <tr><td width="50%" class="tabledata" >C<sub>11</sub>H<sub>11</sub>F<sub>6</sub>N·C<sub>4</sub>H<sub>6</sub>O<sub>5</sub></td><td width="50%" class="tabledata" ><i>V</i> = 909.3 (3) Å<sup>3</sup></td></tr><tr><td width="50%" class="tabledata" ><i>M</i><i><sub>r</sub></i> = 405.30</td><td width="50%" class="tabledata" ><i>Z</i> = 2</td></tr><tr><td width="50%" class="tabledata" >Monoclinic, <i>P</i>2<sub>1</sub></td><td width="50%" class="tabledata" >Mo <i>K</i><span style="font-family:Times">α</span></td></tr><tr><td width="50%" class="tabledata" ><i>a</i> = 6.6770 (13) Å</td><td width="50%" class="tabledata" >µ = 0.15 mm<span style="font-family:Times"><sup>−</sup></span><sup>1</sup></td></tr><tr><td width="50%" class="tabledata" ><i>b</i> = 8.4510 (17) Å</td><td width="50%" class="tabledata" ><i>T</i> = 298 K</td></tr><tr><td width="50%" class="tabledata" ><i>c</i> = 16.366 (3) Å</td><td width="50%" class="tabledata" >0.30 × 0.10 × 0.10 mm</td></tr><tr><td width="50%" class="tabledata" ><span style="font-family:Times">β</span> = 100.05 (3)º</td><td width="50%" class="tabledata" ></td></tr></table><!-- endtabledatatable -->
- </div>
- <!-- endtablewrapcrystaldatashortdiv -->
- <div class="tablewrapdatacollectionshort">
- <a name="datacollection1"></a><span class="heading3">Data collection</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --><table style="table-layout:fixed" width="80%" summary="" class="tabledata">
- <colgroup span="2">
- <col width="50%"></col>
- <col width="50%"></col>
- </colgroup>
- <tr><td width="50%" class="tabledata" >Enraf–Nonius CAD-4 <br />diffractometer</td><td width="50%" class="tabledata" >1067 reflections with <i>I</i> > 2<span style="font-family:Times">σ</span>(<i>I</i>)</td></tr><tr><td width="50%" class="tabledata" >Absorption correction: <span style="font-family:Times">ψ</span> scan<br />(North <i>et al.</i>, 1968)</td><td width="50%" class="tabledata" ><i>R</i><sub>int</sub> = 0.058</td></tr><tr><td width="50%" class="tabledata" ><i>T</i><sub>min</sub> = 0.957, <i>T</i><sub>max</sub> = 0.985</td><td width="50%" class="tabledata" >3 standard reflections</td></tr><tr><td width="50%" class="tabledata" >1915 measured reflections</td><td width="50%" class="tabledata" > every 200 reflections</td></tr><tr><td width="50%" class="tabledata" >1757 independent reflections</td><td width="50%" class="tabledata" > intensity decay: 1%</td></tr></table><!-- endtabledatatable -->
- </div>
- <!-- endtablewrapdatacollectionshortdiv -->
- <div class="tablewraprefinementdatashort">
- <a name="refinementdata1"></a><span class="heading3">Refinement</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --><table style="table-layout:fixed" width="80%" summary="" class="tabledata">
- <colgroup span="2">
- <col width="50%"></col>
- <col width="50%"></col>
- </colgroup>
- <tr><td width="50%" class="tabledata" ><i>R</i>[<i>F</i><sup>2</sup> > 2<span style="font-family:Times">σ</span>(<i>F</i><sup>2</sup>)] = 0.063</td><td width="50%" class="tabledata" >H-atom parameters constrained</td></tr><tr><td width="50%" class="tabledata" ><i>wR</i>(<i>F</i><sup>2</sup>) = 0.154</td><td width="50%" class="tabledata" >Δ<span style="font-family:Times">ρ</span><sub>max</sub> = 0.18 e Å<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr><tr><td width="50%" class="tabledata" ><i>S</i> = 1.00</td><td width="50%" class="tabledata" >Δ<span style="font-family:Times">ρ</span><sub>min</sub> = <span style="font-family:Times">−</span>0.27 e Å<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr><tr><td width="50%" class="tabledata" >1757 reflections</td><td width="50%" class="tabledata" >Absolute structure: ?</td></tr><tr><td width="50%" class="tabledata" >220 parameters</td><td width="50%" class="tabledata" >Flack parameter: ?</td></tr><tr><td width="50%" class="tabledata" >2 restraints</td><td width="50%" class="tabledata" >Rogers parameter: ?</td></tr></table><!-- endtabledatatable -->
- </div>
- <!-- endtablewraprefinementdatashortdiv -->
- <div class="specialdetails">
- <div class="tablewrap">
- <a name="specialdetails1"></a><span class="heading3">Special details</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
- <table style="table-layout:fixed" width="100%" class="tabledata">
- <tr><td class="tabledata"><p><b>Geometry</b>. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
- are estimated using the full covariance matrix. The cell e.s.d.'s are taken
- into account individually in the estimation of e.s.d.'s in distances, angles
- and torsion angles; correlations between e.s.d.'s in cell parameters are only
- used when they are defined by crystal symmetry. An approximate (isotropic)
- treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
- planes.</p></td></tr>
- <tr><td class="tabledata"><p><b>Refinement</b>. Refinement of <i>F</i><sup>2</sup> against ALL reflections. The weighted <i>R</i>-factor
- <i>wR</i> and goodness of fit <i>S</i> are based on <i>F</i><sup>2</sup>, conventional
- <i>R</i>-factors <i>R</i> are based on <i>F</i>, with <i>F</i> set to zero for
- negative <i>F</i><sup>2</sup>. The threshold expression of <i>F</i><sup>2</sup> >
- <span style="font-family:Times">σ</span>(<i>F</i><sup>2</sup>) is used only for calculating <i>R</i>-factors(gt) <i>etc</i>.
- and is not relevant to the choice of reflections for refinement.
- <i>R</i>-factors based on <i>F</i><sup>2</sup> are statistically about twice as large
- as those based on <i>F</i>, and <i>R</i>- factors based on ALL data will be
- even larger.</p></td></tr></table>
- </div>
- </div>
- <!-- endspecialdetailsdiv -->
- <div class="tablewrapcoords">
- <a name="fractionalatomiccoordinates1"></a> <span class="heading3">Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å<sup>2</sup>)</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --><table style="table-layout:fixed" width="100%" summary="" class="tabledata"><tr><td class="tabledata" > </td><td class="tabledata" ><i>x</i></td><td class="tabledata" ><i>y</i></td><td class="tabledata" ><i>z</i></td><td class="tabledata" ><i>U</i><sub>iso</sub>*/<i>U</i><sub>eq</sub></td><td class="tabledata" >Occ. (<1)</td></tr><tr><td class="tabledata" >F1</td><td class="tabledata" >0.9058 (17)</td><td class="tabledata" >0.4852 (16)</td><td class="tabledata" >0.9973 (8)</td><td class="tabledata" >0.112</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F3</td><td class="tabledata" >0.9270 (13)</td><td class="tabledata" >0.6270 (13)</td><td class="tabledata" >0.8772 (6)</td><td class="tabledata" >0.083</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F2</td><td class="tabledata" >1.0892 (15)</td><td class="tabledata" >0.4013 (14)</td><td class="tabledata" >0.9084 (6)</td><td class="tabledata" >0.101</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F1'</td><td class="tabledata" >0.7985 (16)</td><td class="tabledata" >0.6070 (16)</td><td class="tabledata" >0.9651 (7)</td><td class="tabledata" >0.111</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F2'</td><td class="tabledata" >1.000 (2)</td><td class="tabledata" >0.4376 (16)</td><td class="tabledata" >0.9758 (7)</td><td class="tabledata" >0.111</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F3'</td><td class="tabledata" >0.9991 (17)</td><td class="tabledata" >0.5461 (16)</td><td class="tabledata" >0.8769 (7)</td><td class="tabledata" >0.115</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F4</td><td class="tabledata" >0.5055 (13)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0158 (14)</td><td class="tabledata" >0.9651 (7)</td><td class="tabledata" >0.085</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F5</td><td class="tabledata" >0.3781 (15)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0926 (12)</td><td class="tabledata" >0.8429 (6)</td><td class="tabledata" >0.080</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F6</td><td class="tabledata" >0.6975 (13)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0918 (12)</td><td class="tabledata" >0.8664 (6)</td><td class="tabledata" >0.078</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F4'</td><td class="tabledata" >0.5831 (15)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0443 (15)</td><td class="tabledata" >0.9665 (8)</td><td class="tabledata" >0.097</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F5'</td><td class="tabledata" >0.3083 (15)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0556 (14)</td><td class="tabledata" >0.8707 (6)</td><td class="tabledata" >0.095</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >F6'</td><td class="tabledata" >0.6174 (16)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.1374 (14)</td><td class="tabledata" >0.8609 (7)</td><td class="tabledata" >0.093</td><td class="tabledata" >0.50</td></tr><tr><td class="tabledata" >N</td><td class="tabledata" >0.3387 (7)</td><td class="tabledata" >0.3503 (6)</td><td class="tabledata" >0.6045 (3)</td><td class="tabledata" >0.0464 (12)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H0A</td><td class="tabledata" >0.2534</td><td class="tabledata" >0.2888</td><td class="tabledata" >0.5744</td><td class="tabledata" >0.056*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C1</td><td class="tabledata" >0.8859 (12)</td><td class="tabledata" >0.4933 (11)</td><td class="tabledata" >0.9164 (5)</td><td class="tabledata" >0.081</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C2</td><td class="tabledata" >0.5244 (14)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0104 (14)</td><td class="tabledata" >0.8816 (5)</td><td class="tabledata" >0.094 (3)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C3</td><td class="tabledata" >0.5326 (11)</td><td class="tabledata" >0.1454 (10)</td><td class="tabledata" >0.8548 (4)</td><td class="tabledata" >0.063 (2)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C4</td><td class="tabledata" >0.4157 (10)</td><td class="tabledata" >0.2037 (8)</td><td class="tabledata" >0.7869 (4)</td><td class="tabledata" >0.0543 (17)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H4A</td><td class="tabledata" >0.3136</td><td class="tabledata" >0.1408</td><td class="tabledata" >0.7574</td><td class="tabledata" >0.065*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C5</td><td class="tabledata" >0.4445 (9)</td><td class="tabledata" >0.3611 (9)</td><td class="tabledata" >0.7587 (4)</td><td class="tabledata" >0.0527 (16)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C6</td><td class="tabledata" >0.5931 (11)</td><td class="tabledata" >0.4465 (10)</td><td class="tabledata" >0.8000 (4)</td><td class="tabledata" >0.072 (2)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H6A</td><td class="tabledata" >0.6137</td><td class="tabledata" >0.5488</td><td class="tabledata" >0.7821</td><td class="tabledata" >0.087*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C7</td><td class="tabledata" >0.7249 (13)</td><td class="tabledata" >0.3856 (12)</td><td class="tabledata" >0.8723 (5)</td><td class="tabledata" >0.080 (2)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C8</td><td class="tabledata" >0.6962 (12)</td><td class="tabledata" >0.2426 (12)</td><td class="tabledata" >0.8978 (5)</td><td class="tabledata" >0.079 (3)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H8A</td><td class="tabledata" >0.7817</td><td class="tabledata" >0.2026</td><td class="tabledata" >0.9441</td><td class="tabledata" >0.095*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C9</td><td class="tabledata" >0.3017 (8)</td><td class="tabledata" >0.4239 (8)</td><td class="tabledata" >0.6855 (3)</td><td class="tabledata" >0.0482 (15)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H9A</td><td class="tabledata" >0.3274</td><td class="tabledata" >0.5377</td><td class="tabledata" >0.6823</td><td class="tabledata" >0.058*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C10</td><td class="tabledata" >0.0783 (9)</td><td class="tabledata" >0.4033 (9)</td><td class="tabledata" >0.6903 (4)</td><td class="tabledata" >0.0646 (19)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H10A</td><td class="tabledata" >0.0507</td><td class="tabledata" >0.4508</td><td class="tabledata" >0.7405</td><td class="tabledata" >0.097*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H10B</td><td class="tabledata" >0.0461</td><td class="tabledata" >0.2926</td><td class="tabledata" >0.6902</td><td class="tabledata" >0.097*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H10C</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0033</td><td class="tabledata" >0.4535</td><td class="tabledata" >0.6433</td><td class="tabledata" >0.097*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C11</td><td class="tabledata" >0.5373 (9)</td><td class="tabledata" >0.3961 (9)</td><td class="tabledata" >0.5832 (4)</td><td class="tabledata" >0.0606 (18)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H11A</td><td class="tabledata" >0.5542</td><td class="tabledata" >0.3455</td><td class="tabledata" >0.5323</td><td class="tabledata" >0.091*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H11B</td><td class="tabledata" >0.6447</td><td class="tabledata" >0.3636</td><td class="tabledata" >0.6269</td><td class="tabledata" >0.091*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H11C</td><td class="tabledata" >0.5419</td><td class="tabledata" >0.5088</td><td class="tabledata" >0.5766</td><td class="tabledata" >0.091*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >O1</td><td class="tabledata" >0.6777 (8)</td><td class="tabledata" >0.0742 (7)</td><td class="tabledata" >0.6474 (4)</td><td class="tabledata" >0.0869 (18)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >O2</td><td class="tabledata" >0.5220 (7)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.1471 (5)</td><td class="tabledata" >0.6689 (3)</td><td class="tabledata" >0.0652 (13)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H2A</td><td class="tabledata" >0.4226</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0912</td><td class="tabledata" >0.6526</td><td class="tabledata" >0.098*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >O3</td><td class="tabledata" >0.8263 (6)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.2740 (5)</td><td class="tabledata" >0.5576 (3)</td><td class="tabledata" >0.0579 (12)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H3A</td><td class="tabledata" >0.8825</td><td class="tabledata" ><span style="font-family:Times">−</span>0.3437</td><td class="tabledata" >0.5351</td><td class="tabledata" >0.087*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >O4</td><td class="tabledata" >1.1965 (6)</td><td class="tabledata" >0.0264 (5)</td><td class="tabledata" >0.6157 (3)</td><td class="tabledata" >0.0540 (11)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >O5</td><td class="tabledata" >0.9516 (7)</td><td class="tabledata" >0.0076 (6)</td><td class="tabledata" >0.5086 (3)</td><td class="tabledata" >0.0678 (15)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H5A</td><td class="tabledata" >1.0184</td><td class="tabledata" >0.0743</td><td class="tabledata" >0.4888</td><td class="tabledata" >0.102*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C12</td><td class="tabledata" >0.6858 (11)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0671 (9)</td><td class="tabledata" >0.6676 (4)</td><td class="tabledata" >0.0551 (17)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C13</td><td class="tabledata" >0.8797 (9)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.1508 (8)</td><td class="tabledata" >0.6891 (4)</td><td class="tabledata" >0.0522 (15)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H13A</td><td class="tabledata" >0.8587</td><td class="tabledata" ><span style="font-family:Times">−</span>0.2481</td><td class="tabledata" >0.7179</td><td class="tabledata" >0.063*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H13B</td><td class="tabledata" >0.9744</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0857</td><td class="tabledata" >0.7265</td><td class="tabledata" >0.063*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C14</td><td class="tabledata" >0.9715 (8)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.1898 (7)</td><td class="tabledata" >0.6122 (3)</td><td class="tabledata" >0.0428 (14)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H14A</td><td class="tabledata" >1.0894</td><td class="tabledata" ><span style="font-family:Times">−</span>0.2588</td><td class="tabledata" >0.6292</td><td class="tabledata" >0.051*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C15</td><td class="tabledata" >1.0461 (9)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0360 (7)</td><td class="tabledata" >0.5766 (4)</td><td class="tabledata" >0.0464 (15)</td><td class="tabledata" ></td></tr></table>
- </div>
- <!-- endtablewrapcoordsdiv -->
- <div class="tablewrapadps">
- <a name="atomicdisplacement1"></a> <span class="heading3">Atomic displacement parameters (Å<sup>2</sup>)</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --><table style="table-layout:fixed" width="100%" summary="" class="tabledata"><tr><td class="tabledata" > </td><td class="tabledata" ><i>U</i><sup>11</sup></td><td class="tabledata" ><i>U</i><sup>22</sup></td><td class="tabledata" ><i>U</i><sup>33</sup></td><td class="tabledata" ><i>U</i><sup>12</sup></td><td class="tabledata" ><i>U</i><sup>13</sup></td><td class="tabledata" ><i>U</i><sup>23</sup></td></tr><tr><td class="tabledata" >F1</td><td class="tabledata" >0.112</td><td class="tabledata" >0.112</td><td class="tabledata" >0.112</td><td class="tabledata" >0.000</td><td class="tabledata" >0.020</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F3</td><td class="tabledata" >0.083</td><td class="tabledata" >0.083</td><td class="tabledata" >0.083</td><td class="tabledata" >0.000</td><td class="tabledata" >0.015</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F2</td><td class="tabledata" >0.101</td><td class="tabledata" >0.101</td><td class="tabledata" >0.101</td><td class="tabledata" >0.000</td><td class="tabledata" >0.018</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F1'</td><td class="tabledata" >0.111</td><td class="tabledata" >0.111</td><td class="tabledata" >0.111</td><td class="tabledata" >0.000</td><td class="tabledata" >0.019</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F2'</td><td class="tabledata" >0.111</td><td class="tabledata" >0.111</td><td class="tabledata" >0.111</td><td class="tabledata" >0.000</td><td class="tabledata" >0.019</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F3'</td><td class="tabledata" >0.115</td><td class="tabledata" >0.115</td><td class="tabledata" >0.115</td><td class="tabledata" >0.000</td><td class="tabledata" >0.020</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F4</td><td class="tabledata" >0.085</td><td class="tabledata" >0.085</td><td class="tabledata" >0.085</td><td class="tabledata" >0.000</td><td class="tabledata" >0.015</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F5</td><td class="tabledata" >0.080</td><td class="tabledata" >0.080</td><td class="tabledata" >0.080</td><td class="tabledata" >0.000</td><td class="tabledata" >0.014</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F6</td><td class="tabledata" >0.078</td><td class="tabledata" >0.078</td><td class="tabledata" >0.078</td><td class="tabledata" >0.000</td><td class="tabledata" >0.014</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F4'</td><td class="tabledata" >0.097</td><td class="tabledata" >0.097</td><td class="tabledata" >0.097</td><td class="tabledata" >0.000</td><td class="tabledata" >0.017</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F5'</td><td class="tabledata" >0.095</td><td class="tabledata" >0.095</td><td class="tabledata" >0.095</td><td class="tabledata" >0.000</td><td class="tabledata" >0.017</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >F6'</td><td class="tabledata" >0.093</td><td class="tabledata" >0.093</td><td class="tabledata" >0.093</td><td class="tabledata" >0.000</td><td class="tabledata" >0.016</td><td class="tabledata" >0.000</td></tr><tr><td class="tabledata" >N</td><td class="tabledata" >0.050 (3)</td><td class="tabledata" >0.044 (3)</td><td class="tabledata" >0.047 (3)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.015 (3)</td><td class="tabledata" >0.010 (2)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.004 (3)</td></tr><tr><td class="tabledata" >C1</td><td class="tabledata" >0.072</td><td class="tabledata" >0.100</td><td class="tabledata" >0.067</td><td class="tabledata" ><span style="font-family:Times">−</span>0.033</td><td class="tabledata" ><span style="font-family:Times">−</span>0.003</td><td class="tabledata" >0.033</td></tr><tr><td class="tabledata" >C2</td><td class="tabledata" >0.097 (7)</td><td class="tabledata" >0.114 (8)</td><td class="tabledata" >0.069 (6)</td><td class="tabledata" >0.014 (7)</td><td class="tabledata" >0.012 (5)</td><td class="tabledata" >0.000 (6)</td></tr><tr><td class="tabledata" >C3</td><td class="tabledata" >0.063 (4)</td><td class="tabledata" >0.065 (5)</td><td class="tabledata" >0.059 (4)</td><td class="tabledata" >0.016 (4)</td><td class="tabledata" >0.005 (4)</td><td class="tabledata" >0.000 (4)</td></tr><tr><td class="tabledata" >C4</td><td class="tabledata" >0.055 (4)</td><td class="tabledata" >0.058 (4)</td><td class="tabledata" >0.048 (3)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.002 (4)</td><td class="tabledata" >0.002 (3)</td><td class="tabledata" >0.002 (3)</td></tr><tr><td class="tabledata" >C5</td><td class="tabledata" >0.053 (4)</td><td class="tabledata" >0.065 (5)</td><td class="tabledata" >0.042 (3)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.004 (4)</td><td class="tabledata" >0.013 (3)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.002 (3)</td></tr><tr><td class="tabledata" >C6</td><td class="tabledata" >0.075 (5)</td><td class="tabledata" >0.084 (6)</td><td class="tabledata" >0.055 (4)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.014 (5)</td><td class="tabledata" >0.003 (4)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.012 (4)</td></tr><tr><td class="tabledata" >C7</td><td class="tabledata" >0.068 (5)</td><td class="tabledata" >0.076 (6)</td><td class="tabledata" >0.089 (6)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.003 (5)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.006 (4)</td><td class="tabledata" >0.001 (5)</td></tr><tr><td class="tabledata" >C8</td><td class="tabledata" >0.068 (5)</td><td class="tabledata" >0.102 (7)</td><td class="tabledata" >0.061 (5)</td><td class="tabledata" >0.000 (5)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.007 (4)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.014 (5)</td></tr><tr><td class="tabledata" >C9</td><td class="tabledata" >0.053 (3)</td><td class="tabledata" >0.045 (3)</td><td class="tabledata" >0.045 (3)</td><td class="tabledata" >0.009 (3)</td><td class="tabledata" >0.003 (3)</td><td class="tabledata" >0.007 (3)</td></tr><tr><td class="tabledata" >C10</td><td class="tabledata" >0.054 (4)</td><td class="tabledata" >0.069 (5)</td><td class="tabledata" >0.073 (4)</td><td class="tabledata" >0.005 (4)</td><td class="tabledata" >0.017 (3)</td><td class="tabledata" >0.014 (4)</td></tr><tr><td class="tabledata" >C11</td><td class="tabledata" >0.047 (3)</td><td class="tabledata" >0.062 (4)</td><td class="tabledata" >0.072 (4)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.015 (3)</td><td class="tabledata" >0.010 (3)</td><td class="tabledata" >0.003 (4)</td></tr><tr><td class="tabledata" >O1</td><td class="tabledata" >0.081 (4)</td><td class="tabledata" >0.067 (4)</td><td class="tabledata" >0.120 (5)</td><td class="tabledata" >0.011 (3)</td><td class="tabledata" >0.037 (3)</td><td class="tabledata" >0.010 (4)</td></tr><tr><td class="tabledata" >O2</td><td class="tabledata" >0.068 (3)</td><td class="tabledata" >0.053 (3)</td><td class="tabledata" >0.074 (3)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.002 (3)</td><td class="tabledata" >0.009 (2)</td><td class="tabledata" >0.002 (3)</td></tr><tr><td class="tabledata" >O3</td><td class="tabledata" >0.059 (3)</td><td class="tabledata" >0.043 (2)</td><td class="tabledata" >0.074 (3)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.012 (2)</td><td class="tabledata" >0.018 (2)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.011 (2)</td></tr><tr><td class="tabledata" >O4</td><td class="tabledata" >0.046 (2)</td><td class="tabledata" >0.053 (3)</td><td class="tabledata" >0.062 (3)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.011 (2)</td><td class="tabledata" >0.009 (2)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.002 (2)</td></tr><tr><td class="tabledata" >O5</td><td class="tabledata" >0.082 (3)</td><td class="tabledata" >0.066 (3)</td><td class="tabledata" >0.052 (2)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.022 (3)</td><td class="tabledata" >0.003 (2)</td><td class="tabledata" >0.015 (3)</td></tr><tr><td class="tabledata" >C12</td><td class="tabledata" >0.062 (4)</td><td class="tabledata" >0.061 (4)</td><td class="tabledata" >0.046 (4)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.003 (4)</td><td class="tabledata" >0.022 (3)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.005 (3)</td></tr><tr><td class="tabledata" >C13</td><td class="tabledata" >0.060 (4)</td><td class="tabledata" >0.051 (4)</td><td class="tabledata" >0.048 (3)</td><td class="tabledata" >0.005 (4)</td><td class="tabledata" >0.016 (3)</td><td class="tabledata" >0.003 (3)</td></tr><tr><td class="tabledata" >C14</td><td class="tabledata" >0.041 (3)</td><td class="tabledata" >0.048 (4)</td><td class="tabledata" >0.042 (3)</td><td class="tabledata" >0.007 (3)</td><td class="tabledata" >0.014 (3)</td><td class="tabledata" >0.006 (3)</td></tr><tr><td class="tabledata" >C15</td><td class="tabledata" >0.046 (3)</td><td class="tabledata" >0.036 (3)</td><td class="tabledata" >0.061 (4)</td><td class="tabledata" >0.005 (3)</td><td class="tabledata" >0.020 (3)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.004 (3)</td></tr></table>
- </div>
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- <div class="tablewrapgeomlong">
- <a name="geometricparameters1"></a> <span class="heading3">Geometric parameters (Å, °)</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --><!-- startgeom --><table style="table-layout:fixed" width="100%" summary="" class="tabledata">
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- <col width="20%"></col>
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- <tr><td width="30%" class="tabledata" >F1—C1</td><td width="20%" class="tabledata" >1.309 (14)</td><td width="30%" class="tabledata" >C7—C8</td><td width="20%" class="tabledata" >1.304 (13)</td></tr><tr><td width="30%" class="tabledata" >F3—C1</td><td width="20%" class="tabledata" >1.352 (13)</td><td width="30%" class="tabledata" >C8—H8A</td><td width="20%" class="tabledata" >0.9300</td></tr><tr><td width="30%" class="tabledata" >F2—C1</td><td width="20%" class="tabledata" >1.589 (14)</td><td width="30%" class="tabledata" >C9—C10</td><td width="20%" class="tabledata" >1.517 (8)</td></tr><tr><td width="30%" class="tabledata" >F1'—C1</td><td width="20%" class="tabledata" >1.436 (13)</td><td width="30%" class="tabledata" >C9—H9A</td><td width="20%" class="tabledata" >0.9800</td></tr><tr><td width="30%" class="tabledata" >F2'—C1</td><td width="20%" class="tabledata" >1.219 (13)</td><td width="30%" class="tabledata" >C10—H10A</td><td width="20%" class="tabledata" >0.9600</td></tr><tr><td width="30%" class="tabledata" >F3'—C1</td><td width="20%" class="tabledata" >1.167 (12)</td><td width="30%" class="tabledata" >C10—H10B</td><td width="20%" class="tabledata" >0.9600</td></tr><tr><td width="30%" class="tabledata" >F4—C2</td><td width="20%" class="tabledata" >1.395 (13)</td><td width="30%" class="tabledata" >C10—H10C</td><td width="20%" class="tabledata" >0.9600</td></tr><tr><td width="30%" class="tabledata" >F5—C2</td><td width="20%" class="tabledata" >1.274 (12)</td><td width="30%" class="tabledata" >C11—H11A</td><td width="20%" class="tabledata" >0.9600</td></tr><tr><td width="30%" class="tabledata" >F6—C2</td><td width="20%" class="tabledata" >1.404 (11)</td><td width="30%" class="tabledata" >C11—H11B</td><td width="20%" class="tabledata" >0.9600</td></tr><tr><td width="30%" class="tabledata" >F4'—C2</td><td width="20%" class="tabledata" >1.405 (14)</td><td width="30%" class="tabledata" >C11—H11C</td><td width="20%" class="tabledata" >0.9600</td></tr><tr><td width="30%" class="tabledata" >F5'—C2</td><td width="20%" class="tabledata" >1.474 (13)</td><td width="30%" class="tabledata" >O1—C12</td><td width="20%" class="tabledata" >1.237 (9)</td></tr><tr><td width="30%" class="tabledata" >F6'—C2</td><td width="20%" class="tabledata" >1.313 (15)</td><td width="30%" class="tabledata" >O2—C12</td><td width="20%" class="tabledata" >1.290 (8)</td></tr><tr><td width="30%" class="tabledata" >N—C11</td><t…