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1<!DOCTYPE html PUBLIC "-//W3C//DTD XHTML 1.0 Transitional//EN" 2 "http://www.w3.org/TR/xhtml1/DTD/xhtml1-transitional.dtd"><html> 3<head> 4<title>(IUCr) Crystallography Journals Online - supplementary material</title> 5<meta name="copyright" content="© International Union of Crystallography 2010" /> 6<style type="text/css"> 7 8 <!--/* <![CDATA[ */ 9 a {color:#000066; text-decoration: none;} 10 a:hover {color:#000000; text-decoration: underline;} 11 .bluetable {border: 2px solid #99ccff;} 12 .openurllink {position: absolute; right: 1.0em;} 13 h1, h2, h3 {margin-top: 0em; margin-bottom: 0.5em;padding: 0em;} 14 /* ]]> */--> 15</style> 16<script language="JavaScript" src="http://journals.iucr.org/javascript/scripts.js" type="text/javascript" ></script><script type="text/javascript"> 17var gaJsHost = (("https:" == 18document.location.protocol) ? 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E<b>64</b>, o1895-o1896 [ <font size="2"><a title="Open URL link" href="http://dx.doi.org/10.1107/S160053680802816X">doi:10.1107/S160053680802816X</a></font> ]</p></div> 28<h3><span class="it"><i>N</i></span>,<span class="it"><i>N</i></span>'-Bis(5-bromo-2-hydroxybenzylidene)-2,2-dimethylpropane-1,3-diamine</h3><h3><a href="http://scripts.iucr.org/cgi-bin/citedin?search_on=name&author_name=Fun,%20H.-K.">H.-K. Fun</a>, <a href="http://scripts.iucr.org/cgi-bin/citedin?search_on=name&author_name=Kia,%20R.">R. Kia</a> and <a href="http://scripts.iucr.org/cgi-bin/citedin?search_on=name&author_name=Kargar,%20H.">H. Kargar</a></h3> 29<div class="abstract"> 30<a name="abstract"></a> 31<div class="heading2">Abstract <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --> 32</div> 33<!-- endheading2div --><p>The crystal structure of the title Schiff base compound, C<span class="inf"><sub>19</sub></span>H<span class="inf"><sub>20</sub></span>Br<span class="inf"><sub>2</sub></span>N<span class="inf"><sub>2</sub></span>O<span class="inf"><sub>2</sub></span>, contains two crystallographically independent molecules (<span class="it"><i>A</i></span> and <span class="it"><i>B</i></span>) in the asymmetric unit, with similar conformations. Intramolecular O-H<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif" />N (× 4) and C-H<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif" />N (× 5) hydrogen bonds form six- and five-membered rings, producing <span class="it"><i>S</i></span>(6) and <span class="it"><i>S</i></span>(5) ring motifs, respectively. One of the N atoms in molecule <span class="it"><i>A</i></span> acts as a trifurcated acceptor, the rest of the N atoms being bifurcated acceptors. The dihedral angles between the benzene rings in molecules <span class="it"><i>A</i></span> and <span class="it"><i>B</i></span> are 47.83 (17) and 61.11 (17)°, respectively. The molecular conformation is stabilized by intramolecular O-H<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif" />N and C-H<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif" />N hydrogen bonds. The short distances between the centroids of the benzene rings [3.7799 (19)-3.890 (2) Å] indicate the existence of <img alt="[pi]" border="0" src="/logos/entities/pi_rmgif.gif" />-<img alt="[pi]" border="0" src="/logos/entities/pi_rmgif.gif" /> interactions. In addition, the crystal structure is further stabilized by an intermolecular C-H<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif" />O hydrogen bond, C-H<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif" /><img alt="[pi]" border="0" src="/logos/entities/pi_rmgif.gif" /> interactions, and short intermolecular Br<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif" />Br and Br<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif" />O contacts [3.4786 (5) and 3.149 (3) Å, respectively].</p></div> 34<!-- endabstractdiv --> 35 36 37 38 39 40<div class="contentslist"> 41<ul> 42<li class="comment"><a title="Comment" href="#comment">Comment</a></li> 43<li class="relatedliterature"><a title="Related literature" href="#relatedliterature">Related literature</a></li> 44<li class="experimental"><a title="Experimental" href="#experimental">Experimental</a></li> 45<li class="refinement"><a title="Refinement" href="#refinement">Refinement</a></li> 46<li class="computingdetails"><a title="Computing details" href="#computingdetails">Computing details</a></li> 47<li class="figures"><a title="Figures" href="#figures">Figures</a></li> 48<li><a title="(I)" href="#chemicalname1"><i>N</i>,<i>N</i>'-Bis(5-bromo-2-hydroxybenzylidene)-2,2-dimethylpropane- 491,3-diamine </a><ul> 50<li><a title="Crystal data" href="#crystaldata1">Crystal data</a></li> 51<li><a title="Data collection" href="#datacollection1">Data collection</a></li> 52<li><a title="Refinement data" href="#refinementdata1">Refinement data</a></li> 53<li class="specialdetails"><a title="Special details" href="#specialdetails1">Special details</a></li> 54<li class="licoords"><a title="Fractional atomic coordinates" href="#fractionalatomiccoordinates1">Fractional atomic coordinates</a></li> 55<li class="liadps"><a title="Atomic displacement parameters" href="#atomicdisplacement1">Atomic displacement parameters</a></li> 56<li class="ligeomlong"><a title="Geometric parameters" href="#geometricparameters1">Geometric parameters</a></li> 57<li class="lihbondslong"><a title="Hydrogen-bond geometry" href="#hydrogen-bondgeometry1">Hydrogen-bond geometry</a></li> 58<li class="lihbondsshort"><a title="Hydrogen-bond geometry" href="#hydrogen-bondgeometry1">Hydrogen-bond geometry</a></li> 59</ul></li> 60<li class="acknowledgements"><a title="Acknowledgements" href="#acknowledgements">Acknowledgements</a></li> 61<li class="publreferences"><a title="References" href="#publreferences">References</a></li> 62</ul> 63</div> 64<!-- endcontentslistdiv --> 65 66<div class="comment"> 67<a name="comment"></a> 68<div class="heading2"> 69Comment <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --> 70</div> 71<!-- endheading2div --><p>The condensation of primary amines with carbonyl compounds yields Schiff base 72(Casellato & Vigato, 1977) that are still now regarded as one of the 73most 74potential group of chelators for facile preparations of metallo-organic hybrid 75materials. In the past two decades, the synthesis, structure and properties of 76Schiff base complexes have stimulated much interest for their noteworthy 77contributions in single molecule-based magnetism, materials science, catalysis 78of many reactions like carbonylation, hydroformylation, reduction, oxidation, 79epoxidation and hydrolysis, <i>etc.</i> (Pal <i>et al.</i>, 2005; 80Reglinski 81<i>et al.</i>, 2004; Hou <i>et al.</i>, 2001; Ren <i>et 82al.</i>, 2002). Only a 83relatively small number of free Schiff base ligands have been characterized 84by X-ray crystallography (Calligaris & Randaccio, 1987). As an 85extension of 86our work (Fun, Kargar & Kia, 2008; Fun, Kia & Kargar, 2008; 87Fun, Mirkhani 88<i>et al.</i>, 2008<i>a</i>,<i>b</i>) on the structural 89characterization of 90Schiff base compounds, the title compound (I), is reported here.</p><p>The crystal structure of the title compound (I) (Fig. I), contains two 91crystallographically independent molecules (A and B) in the asymmetric unit, 92with similar conformations. The bond lengths and angles are within normal 93ranges (Allen <i>et al.</i>, 1987). Intramolecular O—H···N (<i>x</i> 944) and 95C—H···N (<i>x</i> 5) hydrogen bonds form six- and five-membered rings, 96producing <i>S</i>(6) and <i>S</i>(5) ring motifs, respectively (Bernstein 97<i>et al.</i> 1995) (Table 1). One of the nitrogen atoms in the 98molecule A 99acts as a trifurcated acceptor, but the rest of the nitrogen atoms are 100bifurcated acceptors. The dihedral angles between the benzene rings in 101molecule A and B is 47.83 (17)° and 61.11 (17)°. The molecular conformation is 102stabilized by intramolecular O—H···N and C—H···N hydrogen bonds. The short 103distances between the centroids of the benzene rings [<i>Cg</i>2–<i>Cg</i>2 = 1043.7799 (19) Å and <i>Cg</i>3–<i>Cg</i>3 = 3.890 (2) Å] indicate the 105existence of <span style="font-family:Times">π</span>–<span style="font-family:Times">π</span> interactions. The Cg2 and Cg3 are the centroids of the 106C12A–C17A and C12B–C17B benzene rings. The interesting features of the 107crystal structure are short intermolecular Br···Br [symmetry code: 1/2 + 108<i>x</i>, -1/2 - <i>y</i> + 1/2 + <i>z</i>] and Br···O [symmetry code: 109-<i>x</i>, 1 + <i>y</i>, 1/2 - <i>z</i>] interactions, with distances of 1103.4786 (5) and 3.149 (3) Å, respectively, which are significantly shorter than 111the sum of the van der Waals radii of the relevent atoms.</p><p>In addition, the crystal structure is further stabilized by intermolecular 112C—H···O hydrogen bond and C—H···<span style="font-family:Times">π</span> interactions.</p> 113</div> 114<!-- endcommentdiv --> 115 116 117<div class="relatedliterature"> 118<a name="relatedliterature"></a> 119<div class="heading2"> 120Related literature <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --> 121</div> 122<!-- endheading2div --><p>For bond-length data, see: Allen <i>et al.</i> (1987). For hydrogen-bond 123motifs, see: Bernstein <i>et al.</i> (1995). For information on Schiff 124base 125ligands and complexes and their applications, see, for example: Fun, Kargar & 126Kia (2008); Fun, Kia & Kargar (2008); Fun, Mirkhani <i>et 127al.</i> 128(2008<i>a</i>,<i>b</i>); Calligaris & Randaccio (1987); 129Casellato & Vigato 130(1977); Pal <i>et al.</i> (2005); Reglinski <i>et al.</i> 1312004; Hou <i>et 132al.</i> (2001); Ren <i>et al.</i> (2002).</p> 133</div> 134<!-- endrelatedliteraturediv --> 135 136 137<div class="experimental"> 138<a name="experimental"></a> 139<div class="heading2"> 140Experimental <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --> 141</div> 142<!-- endheading2div --><p>The synthetic method has been described earlier (Reglinski <i>et al.</i>, 1432004). Single crystals suitable for X-ray diffraction were obtained by 144evaporation of an ethanol solution at room temperature.</p> 145</div> 146<!-- endexperimentaldiv --> 147 148 149<div class="refinement"> 150<a name="refinement"></a> 151<div class="heading2"> 152Refinement <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --> 153</div> 154<!-- endheading2div --><p>H atoms bound to the O1A, O2A, and O2B were located in a difference Fourier map 155and refined freely. H atom bound to O1B was located from a difference Fourier 156map and constrained to refine with the parent atom after distance restraint of 1570.84 (1) Å. The rest of the H atoms were positioned geometrically (C—H = 1580.95–0.99 Å) and refined using a riding model.</p> 159</div> 160<!-- endrefinementdiv --> 161 162 163<div class="computingdetails"> 164<a name="computingdetails"></a> 165<div class="heading2"> 166Computing details <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --> 167</div> 168<!-- endheading2div --><p>Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2 (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2003).</p> 169</div> 170<!-- endcomputingdetailsdiv --> 171 172 173<div class="schemes"> 174<a href="./at2626scheme1.gif"></a> 175</div> 176<!-- endschemesdiv --> 177 178<div class="figures"> 179 180<div class="tablewrap"> 181<a name="figures"></a> 182<div class="heading2"> 183Figures <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --> 184</div> 185<!-- endheading2div --><table style="table-layout:fixed" width="100%" class="nodecs"> 186<colgroup span="2"> 187<col width="110"></col> 188<col></col> 189</colgroup> 190<tr><td class="nodecs" align="center" width="110"> 191<a href="./at2626fig1.html"><img width="100" src="./at2626fig1thm.gif" alt="[Figure 1]" align="middle"/></a> 192</td><td class="nodecs" valign="middle" > 193<font size="2">Fig. 1. The molecular structure of (I), with atom labels and 50% probability 194ellipsoids for non-H atoms. Intramolecular interactions are shown as dashed 195lines.</font> 196</td></tr> 197<tr><td class="nodecs" align="center" width="110"> 198<a href="./at2626fig2.html"><img width="100" src="./at2626fig2thm.gif" alt="[Figure 2]" align="middle"/></a> 199</td><td class="nodecs" valign="middle" > 200<font size="2">Fig. 2. The crystal packing of (I), showing stacking of molecules down the 201<i>b</i>-axis. Intramolecular and intermolecular interactions are shown as 202dashed lines.</font> 203</td></tr> 204</table> 205</div> 206 207</div> 208<!-- endfiguresdiv --> 209 210<div class="datablock1"> 211 212 213<div class="heading2"> 214<a name="chemicalname1"></a><i>N</i>,<i>N</i>'-Bis(5-bromo-2-hydroxybenzylidene)-2,2-dimethylpropane- 2151,3-diamine <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --> 216</div> 217<!-- endheading2div --> 218 219 220<div class="tablewrapcrystaldatalong"> 221<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"> 222<colgroup span="2"> 223<col width="50%"></col> 224<col width="50%"></col> 225</colgroup> 226<tr><td width="50%" class="tabledata" >C<sub>19</sub>H<sub>20</sub>Br<sub>2</sub>N<sub>2</sub>O<sub>2</sub></td><td width="50%" class="tabledata" ><i>F</i>(000) = 3744</td></tr><tr><td width="50%" class="tabledata" ><i>M</i><i><sub>r</sub></i> = 468.19</td><td width="50%" class="tabledata" ><i>D</i><sub>x</sub> = 1.644 Mg m<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr><tr><td width="50%" class="tabledata" >Monoclinic, <i>C</i>2/<i>c</i></td><td width="50%" class="tabledata" >Mo <i>K</i><span style="font-family:Times">α</span> radiation, <span style="font-family:Times">λ</span> = 0.71073 Å</td></tr><tr><td width="50%" class="tabledata" >Hall symbol: -C 2yc</td><td width="50%" class="tabledata" >Cell parameters from 5640 reflections</td></tr><tr><td width="50%" class="tabledata" ><i>a</i> = 31.7684 (10) Å</td><td width="50%" class="tabledata" ><span style="font-family:Times">θ</span> = 3.0–27.0°</td></tr><tr><td width="50%" class="tabledata" ><i>b</i> = 6.2436 (2) Å</td><td width="50%" class="tabledata" >µ = 4.30 mm<span style="font-family:Times"><sup>−</sup></span><sup>1</sup></td></tr><tr><td width="50%" class="tabledata" ><i>c</i> = 38.7287 (11) Å</td><td width="50%" class="tabledata" ><i>T</i> = 100 K</td></tr><tr><td width="50%" class="tabledata" ><span style="font-family:Times">β</span> = 99.870 (2)°</td><td width="50%" class="tabledata" >Needle, yellow</td></tr><tr><td width="50%" class="tabledata" ><i>V</i> = 7568.1 (4) Å<sup>3</sup></td><td width="50%" class="tabledata" >0.52 × 0.10 × 0.06 mm</td></tr><tr><td width="50%" class="tabledata" ><i>Z</i> = 16</td><td width="50%" class="tabledata" ></td></tr></table><!-- endtabledatatable --> 227</div> 228<!-- endtablewrapcrystaldatalongdiv --> 229 230<div class="tablewrapdatacollectionlong"> 231<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"> 232<colgroup span="2"> 233<col width="50%"></col> 234<col width="50%"></col> 235</colgroup> 236<tr><td width="50%" class="tabledata" >Bruker SMART APEXII CCD area-detector <br />diffractometer</td><td width="50%" class="tabledata" >11172 independent reflections</td></tr><tr><td width="50%" class="tabledata" >Radiation source: fine-focus sealed tube</td><td width="50%" class="tabledata" >6920 reflections with <i>I</i> > 2<span style="font-family:Times">σ</span>(<i>I</i>)</td></tr><tr><td width="50%" class="tabledata" >graphite</td><td width="50%" class="tabledata" ><i>R</i><sub>int</sub> = 0.080</td></tr><tr><td width="50%" class="tabledata" ><span style="font-family:Times">φ</span> and <span style="font-family:Times">ω</span> scans</td><td width="50%" class="tabledata" ><span style="font-family:Times">θ</span><sub>max</sub> = 30.2°, <span style="font-family:Times">θ</span><sub>min</sub> = 1.1°</td></tr><tr><td width="50%" class="tabledata" >Absorption correction: multi-scan <br />(SADABS; Bruker, 2005)</td><td width="50%" class="tabledata" ><i>h</i> = <span style="font-family:Times">−</span>36<span style="font-family:Times">→</span>44</td></tr><tr><td width="50%" class="tabledata" ><i>T</i><sub>min</sub> = 0.213, <i>T</i><sub>max</sub> = 0.783</td><td width="50%" class="tabledata" ><i>k</i> = <span style="font-family:Times">−</span>8<span style="font-family:Times">→</span>8</td></tr><tr><td width="50%" class="tabledata" >47391 measured reflections</td><td width="50%" class="tabledata" ><i>l</i> = <span style="font-family:Times">−</span>54<span style="font-family:Times">→</span>54</td></tr></table><!-- endtabledatatable --> 237</div> 238<!-- endtablewrapdatacollectionlongdiv --> 239 240<div class="tablewraprefinementdatalong"> 241<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"> 242<colgroup span="2"> 243<col width="50%"></col> 244<col width="50%"></col> 245</colgroup> 246<tr><td width="50%" class="tabledata" >Refinement on <i>F</i><sup>2</sup></td><td width="50%" class="tabledata" >Primary atom site location: structure-invariant direct methods</td></tr><tr><td width="50%" class="tabledata" >Least-squares matrix: full</td><td width="50%" class="tabledata" >Secondary atom site location: difference Fourier map</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>)] = 0.043</td><td width="50%" class="tabledata" >Hydrogen site location: inferred from neighbouring sites</td></tr><tr><td width="50%" class="tabledata" ><i>wR</i>(<i>F</i><sup>2</sup>) = 0.110</td><td width="50%" class="tabledata" >H atoms treated by a mixture of independent and constrained refinement</td></tr><tr><td width="50%" class="tabledata" ><i>S</i> = 1.01</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>) + (0.0443<i>P</i>)<sup>2</sup> + 4.1476<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" >11172 reflections</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" >463 parameters</td><td width="50%" class="tabledata" >Δ<span style="font-family:Times">ρ</span><sub>max</sub> = 0.57 e Å<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr><tr><td width="50%" class="tabledata" >0 restraints</td><td width="50%" class="tabledata" >Δ<span style="font-family:Times">ρ</span><sub>min</sub> = <span style="font-family:Times">−</span>0.46 e Å<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr></table><!-- endtabledatatable --> 247</div> 248<!-- endtablewraprefinementdatalongdiv --> 249 250<div class="tablewrapcrystaldatashort"> 251<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"> 252<colgroup span="2"> 253<col width="50%"></col> 254<col width="50%"></col> 255</colgroup> 256<tr><td width="50%" class="tabledata" >C<sub>19</sub>H<sub>20</sub>Br<sub>2</sub>N<sub>2</sub>O<sub>2</sub></td><td width="50%" class="tabledata" ><i>V</i> = 7568.1 (4) Å<sup>3</sup></td></tr><tr><td width="50%" class="tabledata" ><i>M</i><i><sub>r</sub></i> = 468.19</td><td width="50%" class="tabledata" ><i>Z</i> = 16</td></tr><tr><td width="50%" class="tabledata" >Monoclinic, <i>C</i>2/<i>c</i></td><td width="50%" class="tabledata" >Mo <i>K</i><span style="font-family:Times">α</span> radiation</td></tr><tr><td width="50%" class="tabledata" ><i>a</i> = 31.7684 (10) Å</td><td width="50%" class="tabledata" >µ = 4.30 mm<span style="font-family:Times"><sup>−</sup></span><sup>1</sup></td></tr><tr><td width="50%" class="tabledata" ><i>b</i> = 6.2436 (2) Å</td><td width="50%" class="tabledata" ><i>T</i> = 100 K</td></tr><tr><td width="50%" class="tabledata" ><i>c</i> = 38.7287 (11) Å</td><td width="50%" class="tabledata" >0.52 × 0.10 × 0.06 mm</td></tr><tr><td width="50%" class="tabledata" ><span style="font-family:Times">β</span> = 99.870 (2)°</td><td width="50%" class="tabledata" ></td></tr></table><!-- endtabledatatable --> 257</div> 258<!-- endtablewrapcrystaldatashortdiv --> 259 260<div class="tablewrapdatacollectionshort"> 261<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"> 262<colgroup span="2"> 263<col width="50%"></col> 264<col width="50%"></col> 265</colgroup> 266<tr><td width="50%" class="tabledata" >Bruker SMART APEXII CCD area-detector <br />diffractometer</td><td width="50%" class="tabledata" >11172 independent reflections</td></tr><tr><td width="50%" class="tabledata" >Absorption correction: multi-scan <br />(SADABS; Bruker, 2005)</td><td width="50%" class="tabledata" >6920 reflections with <i>I</i> > 2<span style="font-family:Times">σ</span>(<i>I</i>)</td></tr><tr><td width="50%" class="tabledata" ><i>T</i><sub>min</sub> = 0.213, <i>T</i><sub>max</sub> = 0.783</td><td width="50%" class="tabledata" ><i>R</i><sub>int</sub> = 0.080</td></tr><tr><td width="50%" class="tabledata" >47391 measured reflections</td><td width="50%" class="tabledata" ><span style="font-family:Times">θ</span><sub>max</sub> = 30.2°</td></tr></table><!-- endtabledatatable --> 267</div> 268<!-- endtablewrapdatacollectionshortdiv --> 269 270<div class="tablewraprefinementdatashort"> 271<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"> 272<colgroup span="2"> 273<col width="50%"></col> 274<col width="50%"></col> 275</colgroup> 276<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>)] = 0.043</td><td width="50%" class="tabledata" >H atoms treated by a mixture of independent and constrained refinement</td></tr><tr><td width="50%" class="tabledata" ><i>wR</i>(<i>F</i><sup>2</sup>) = 0.110</td><td width="50%" class="tabledata" >Δ<span style="font-family:Times">ρ</span><sub>max</sub> = 0.57 e Å<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr><tr><td width="50%" class="tabledata" ><i>S</i> = 1.01</td><td width="50%" class="tabledata" >Δ<span style="font-family:Times">ρ</span><sub>min</sub> = <span style="font-family:Times">−</span>0.46 e Å<span style="font-family:Times"><sup>−</sup></span><sup>3</sup></td></tr><tr><td width="50%" class="tabledata" >11172 reflections</td><td width="50%" class="tabledata" >Absolute structure: ?</td></tr><tr><td width="50%" class="tabledata" >463 parameters</td><td width="50%" class="tabledata" >Flack parameter: ?</td></tr><tr><td width="50%" class="tabledata" >0 restraints</td><td width="50%" class="tabledata" >Rogers parameter: ?</td></tr></table><!-- endtabledatatable --> 277</div> 278<!-- endtablewraprefinementdatashortdiv --> 279<div class="specialdetails"> 280 281<div class="tablewrap"> 282<a name="specialdetails1"></a><span class="heading3">Special details</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan --> 283<table style="table-layout:fixed" width="100%" class="tabledata"> 284<tr><td class="tabledata"><p><b>Experimental</b>. The low-temperature data was collected with the Oxford Cyrosystem Cobra 285low-temperature attachment.</p></td></tr> 286<tr><td class="tabledata"><p><b>Geometry</b>. All esds (except the esd in the dihedral angle between two l.s. planes) 287 are estimated using the full covariance matrix. The cell esds are taken 288 into account individually in the estimation of esds in distances, angles 289 and torsion angles; correlations between esds in cell parameters are only 290 used when they are defined by crystal symmetry. An approximate (isotropic) 291 treatment of cell esds is used for estimating esds involving l.s. planes.</p></td></tr> 292<tr><td class="tabledata"><p><b>Refinement</b>. Refinement of F<sup>2</sup> against ALL reflections. The weighted R-factor wR and 293 goodness of fit S are based on F<sup>2</sup>, conventional R-factors R are based 294 on F, with F set to zero for negative F<sup>2</sup>. The threshold expression of 295 F<sup>2</sup> > 2sigma(F<sup>2</sup>) is used only for calculating R-factors(gt) etc. and is 296 not relevant to the choice of reflections for refinement. R-factors based 297 on F<sup>2</sup> are statistically about twice as large as those based on F, and R- 298 factors based on ALL data will be even larger.</p></td></tr></table> 299</div> 300 301</div> 302<!-- endspecialdetailsdiv --> 303 304<div class="tablewrapcoords"> 305<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" ></td></tr><tr><td class="tabledata" >Br1A</td><td class="tabledata" >0.048763 (12)</td><td class="tabledata" >0.47249 (7)</td><td class="tabledata" >0.124135 (9)</td><td class="tabledata" >0.02437 (10)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >Br2A</td><td class="tabledata" >0.330044 (11)</td><td class="tabledata" >0.00679 (6)</td><td class="tabledata" >0.479516 (9)</td><td class="tabledata" >0.02179 (9)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >O1A</td><td class="tabledata" >0.06595 (9)</td><td class="tabledata" >0.8408 (5)</td><td class="tabledata" >0.26946 (7)</td><td class="tabledata" >0.0269 (6)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >O2A</td><td class="tabledata" >0.18364 (8)</td><td class="tabledata" >0.6081 (4)</td><td class="tabledata" >0.43058 (7)</td><td class="tabledata" >0.0214 (6)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >N1A</td><td class="tabledata" >0.09915 (9)</td><td class="tabledata" >0.4834 (5)</td><td class="tabledata" >0.29342 (7)</td><td class="tabledata" >0.0207 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >N2A</td><td class="tabledata" >0.14171 (9)</td><td class="tabledata" >0.2889 (5)</td><td class="tabledata" >0.39950 (7)</td><td class="tabledata" >0.0185 (6)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C1A</td><td class="tabledata" >0.06195 (11)</td><td class="tabledata" >0.7509 (6)</td><td class="tabledata" >0.23744 (9)</td><td class="tabledata" >0.0197 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C2A</td><td class="tabledata" >0.04274 (11)</td><td class="tabledata" >0.8701 (6)</td><td class="tabledata" >0.20872 (10)</td><td class="tabledata" >0.0231 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H2AA</td><td class="tabledata" >0.0321</td><td class="tabledata" >1.0093</td><td class="tabledata" >0.2121</td><td class="tabledata" >0.028*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C3A</td><td class="tabledata" >0.03900 (11)</td><td class="tabledata" >0.7879 (6)</td><td class="tabledata" >0.17532 (9)</td><td class="tabledata" >0.0206 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H3AA</td><td class="tabledata" >0.0261</td><td class="tabledata" >0.8709</td><td class="tabledata" >0.1558</td><td class="tabledata" >0.025*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C4A</td><td class="tabledata" >0.05410 (11)</td><td class="tabledata" >0.5838 (6)</td><td class="tabledata" >0.17031 (9)</td><td class="tabledata" >0.0202 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C5A</td><td class="tabledata" >0.07244 (11)</td><td class="tabledata" >0.4615 (6)</td><td class="tabledata" >0.19833 (9)</td><td class="tabledata" >0.0191 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H5AA</td><td class="tabledata" >0.0825</td><td class="tabledata" >0.3215</td><td class="tabledata" >0.1946</td><td class="tabledata" >0.023*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C6A</td><td class="tabledata" >0.07639 (11)</td><td class="tabledata" >0.5435 (6)</td><td class="tabledata" >0.23258 (9)</td><td class="tabledata" >0.0182 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C7A</td><td class="tabledata" >0.09411 (11)</td><td class="tabledata" >0.4094 (6)</td><td class="tabledata" >0.26223 (9)</td><td class="tabledata" >0.0197 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H7AA</td><td class="tabledata" >0.1020</td><td class="tabledata" >0.2657</td><td class="tabledata" >0.2584</td><td class="tabledata" >0.024*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C8A</td><td class="tabledata" >0.11469 (11)</td><td class="tabledata" >0.3431 (6)</td><td class="tabledata" >0.32298 (9)</td><td class="tabledata" >0.0200 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H8AA</td><td class="tabledata" >0.1426</td><td class="tabledata" >0.3959</td><td class="tabledata" >0.3353</td><td class="tabledata" >0.024*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H8AB</td><td class="tabledata" >0.1189</td><td class="tabledata" >0.1969</td><td class="tabledata" >0.3143</td><td class="tabledata" >0.024*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C9A</td><td class="tabledata" >0.08291 (11)</td><td class="tabledata" >0.3352 (6)</td><td class="tabledata" >0.34871 (9)</td><td class="tabledata" >0.0178 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C10A</td><td class="tabledata" >0.10260 (11)</td><td class="tabledata" >0.1953 (6)</td><td class="tabledata" >0.37987 (9)</td><td class="tabledata" >0.0191 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H10A</td><td class="tabledata" >0.0816</td><td class="tabledata" >0.1765</td><td class="tabledata" >0.3958</td><td class="tabledata" >0.023*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H10B</td><td class="tabledata" >0.1091</td><td class="tabledata" >0.0520</td><td class="tabledata" >0.3712</td><td class="tabledata" >0.023*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C11A</td><td class="tabledata" >0.17384 (11)</td><td class="tabledata" >0.1677 (6)</td><td class="tabledata" >0.40944 (8)</td><td class="tabledata" >0.0182 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H11A</td><td class="tabledata" >0.1724</td><td class="tabledata" >0.0207</td><td class="tabledata" >0.4030</td><td class="tabledata" >0.022*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C12A</td><td class="tabledata" >0.21289 (11)</td><td class="tabledata" >0.2529 (6)</td><td class="tabledata" >0.43068 (8)</td><td class="tabledata" >0.0168 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C13A</td><td class="tabledata" >0.24770 (11)</td><td class="tabledata" >0.1167 (6)</td><td class="tabledata" >0.44173 (8)</td><td class="tabledata" >0.0174 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H13A</td><td class="tabledata" >0.2467</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0279</td><td class="tabledata" >0.4340</td><td class="tabledata" >0.021*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C14A</td><td class="tabledata" >0.28333 (10)</td><td class="tabledata" >0.1924 (6)</td><td class="tabledata" >0.46376 (9)</td><td class="tabledata" >0.0166 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C15A</td><td class="tabledata" >0.28534 (11)</td><td class="tabledata" >0.4037 (6)</td><td class="tabledata" >0.47528 (8)</td><td class="tabledata" >0.0187 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H15A</td><td class="tabledata" >0.3097</td><td class="tabledata" >0.4540</td><td class="tabledata" >0.4909</td><td class="tabledata" >0.022*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C16A</td><td class="tabledata" >0.25179 (11)</td><td class="tabledata" >0.5388 (6)</td><td class="tabledata" >0.46392 (9)</td><td class="tabledata" >0.0191 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H16A</td><td class="tabledata" >0.2534</td><td class="tabledata" >0.6836</td><td class="tabledata" >0.4715</td><td class="tabledata" >0.023*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C17A</td><td class="tabledata" >0.21539 (11)</td><td class="tabledata" >0.4681 (6)</td><td class="tabledata" >0.44144 (9)</td><td class="tabledata" >0.0170 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C18A</td><td class="tabledata" >0.04145 (11)</td><td class="tabledata" >0.2283 (7)</td><td class="tabledata" >0.33119 (10)</td><td class="tabledata" >0.0235 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H18A</td><td class="tabledata" >0.0211</td><td class="tabledata" >0.2254</td><td class="tabledata" >0.3476</td><td class="tabledata" >0.035*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H18B</td><td class="tabledata" >0.0475</td><td class="tabledata" >0.0814</td><td class="tabledata" >0.3245</td><td class="tabledata" >0.035*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H18C</td><td class="tabledata" >0.0291</td><td class="tabledata" >0.3094</td><td class="tabledata" >0.3102</td><td class="tabledata" >0.035*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C19A</td><td class="tabledata" >0.07370 (12)</td><td class="tabledata" >0.5588 (6)</td><td class="tabledata" >0.36131 (9)</td><td class="tabledata" >0.0222 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H19A</td><td class="tabledata" >0.0532</td><td class="tabledata" >0.5491</td><td class="tabledata" >0.3775</td><td class="tabledata" >0.033*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H19B</td><td class="tabledata" >0.0617</td><td class="tabledata" >0.6476</td><td class="tabledata" >0.3412</td><td class="tabledata" >0.033*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H19C</td><td class="tabledata" >0.1003</td><td class="tabledata" >0.6235</td><td class="tabledata" >0.3734</td><td class="tabledata" >0.033*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >Br1B</td><td class="tabledata" >0.203156 (14)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.21813 (7)</td><td class="tabledata" >0.339930 (10)</td><td class="tabledata" >0.03229 (11)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >Br2B</td><td class="tabledata" ><span style="font-family:Times">−</span>0.107371 (12)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.17661 (7)</td><td class="tabledata" >0.040046 (10)</td><td class="tabledata" >0.02582 (10)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >O1B</td><td class="tabledata" >0.18949 (9)</td><td class="tabledata" >0.3706 (4)</td><td class="tabledata" >0.21548 (7)</td><td class="tabledata" >0.0311 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H1OB</td><td class="tabledata" >0.1733</td><td class="tabledata" >0.3089</td><td class="tabledata" >0.1988</td><td class="tabledata" >0.047*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >O2B</td><td class="tabledata" >0.04871 (9)</td><td class="tabledata" >0.3734 (5)</td><td class="tabledata" >0.04206 (7)</td><td class="tabledata" >0.0234 (6)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >N1B</td><td class="tabledata" >0.15040 (9)</td><td class="tabledata" >0.0685 (5)</td><td class="tabledata" >0.17729 (7)</td><td class="tabledata" >0.0210 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >N2B</td><td class="tabledata" >0.09435 (9)</td><td class="tabledata" >0.0503 (5)</td><td class="tabledata" >0.06810 (7)</td><td class="tabledata" >0.0203 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C1B</td><td class="tabledata" >0.19306 (11)</td><td class="tabledata" >0.2322 (6)</td><td class="tabledata" >0.24240 (10)</td><td class="tabledata" >0.0230 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C2B</td><td class="tabledata" >0.21359 (12)</td><td class="tabledata" >0.2995 (7)</td><td class="tabledata" >0.27530 (10)</td><td class="tabledata" >0.0274 (9)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H2BA</td><td class="tabledata" >0.2255</td><td class="tabledata" >0.4392</td><td class="tabledata" >0.2781</td><td class="tabledata" >0.033*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C3B</td><td class="tabledata" >0.21669 (12)</td><td class="tabledata" >0.1653 (7)</td><td class="tabledata" >0.30373 (10)</td><td class="tabledata" >0.0260 (9)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H3BA</td><td class="tabledata" >0.2306</td><td class="tabledata" >0.2126</td><td class="tabledata" >0.3261</td><td class="tabledata" >0.031*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C4B</td><td class="tabledata" >0.19961 (12)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0384 (7)</td><td class="tabledata" >0.29977 (9)</td><td class="tabledata" >0.0241 (9)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C5B</td><td class="tabledata" >0.17993 (11)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.1126 (6)</td><td class="tabledata" >0.26741 (9)</td><td class="tabledata" >0.0205 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H5BA</td><td class="tabledata" >0.1687</td><td class="tabledata" ><span style="font-family:Times">−</span>0.2539</td><td class="tabledata" >0.2650</td><td class="tabledata" >0.025*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C6B</td><td class="tabledata" >0.17662 (11)</td><td class="tabledata" >0.0223 (6)</td><td class="tabledata" >0.23812 (9)</td><td class="tabledata" >0.0195 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C7B</td><td class="tabledata" >0.15596 (11)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0552 (6)</td><td class="tabledata" >0.20381 (9)</td><td class="tabledata" >0.0185 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H7BA</td><td class="tabledata" >0.1466</td><td class="tabledata" ><span style="font-family:Times">−</span>0.1997</td><td class="tabledata" >0.2012</td><td class="tabledata" >0.022*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C8B</td><td class="tabledata" >0.13053 (11)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0151 (6)</td><td class="tabledata" >0.14318 (9)</td><td class="tabledata" >0.0220 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H8BA</td><td class="tabledata" >0.1022</td><td class="tabledata" >0.0522</td><td class="tabledata" >0.1360</td><td class="tabledata" >0.026*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H8BB</td><td class="tabledata" >0.1263</td><td class="tabledata" ><span style="font-family:Times">−</span>0.1716</td><td class="tabledata" >0.1449</td><td class="tabledata" >0.026*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C9B</td><td class="tabledata" >0.15859 (11)</td><td class="tabledata" >0.0308 (6)</td><td class="tabledata" >0.11529 (9)</td><td class="tabledata" >0.0202 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C10B</td><td class="tabledata" >0.13537 (11)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0555 (7)</td><td class="tabledata" >0.08002 (9)</td><td class="tabledata" >0.0218 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H10C</td><td class="tabledata" >0.1539</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0355</td><td class="tabledata" >0.0621</td><td class="tabledata" >0.026*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H10D</td><td class="tabledata" >0.1305</td><td class="tabledata" ><span style="font-family:Times">−</span>0.2111</td><td class="tabledata" >0.0822</td><td class="tabledata" >0.026*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C11B</td><td class="tabledata" >0.06085 (11)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0637 (6)</td><td class="tabledata" >0.06348 (9)</td><td class="tabledata" >0.0193 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H11B</td><td class="tabledata" >0.0632</td><td class="tabledata" ><span style="font-family:Times">−</span>0.2135</td><td class="tabledata" >0.0676</td><td class="tabledata" >0.023*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C12B</td><td class="tabledata" >0.01870 (11)</td><td class="tabledata" >0.0298 (6)</td><td class="tabledata" >0.05198 (8)</td><td class="tabledata" >0.0175 (7)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C13B</td><td class="tabledata" ><span style="font-family:Times">−</span>0.01786 (11)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0943 (6)</td><td class="tabledata" >0.05134 (9)</td><td class="tabledata" >0.0203 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H13B</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0154</td><td class="tabledata" ><span style="font-family:Times">−</span>0.2390</td><td class="tabledata" >0.0590</td><td class="tabledata" >0.024*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C14B</td><td class="tabledata" ><span style="font-family:Times">−</span>0.05760 (11)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0080 (6)</td><td class="tabledata" >0.03961 (9)</td><td class="tabledata" >0.0188 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C15B</td><td class="tabledata" ><span style="font-family:Times">−</span>0.06189 (11)</td><td class="tabledata" >0.2017 (6)</td><td class="tabledata" >0.02785 (9)</td><td class="tabledata" >0.0213 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H15B</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0894</td><td class="tabledata" >0.2590</td><td class="tabledata" >0.0193</td><td class="tabledata" >0.026*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C16B</td><td class="tabledata" ><span style="font-family:Times">−</span>0.02609 (11)</td><td class="tabledata" >0.3268 (6)</td><td class="tabledata" >0.02854 (9)</td><td class="tabledata" >0.0212 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H16B</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0290</td><td class="tabledata" >0.4705</td><td class="tabledata" >0.0204</td><td class="tabledata" >0.025*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C17B</td><td class="tabledata" >0.01438 (11)</td><td class="tabledata" >0.2447 (6)</td><td class="tabledata" >0.04102 (9)</td><td class="tabledata" >0.0192 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C18B</td><td class="tabledata" >0.20099 (11)</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0906 (7)</td><td class="tabledata" >0.12457 (10)</td><td class="tabledata" >0.0249 (9)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H18D</td><td class="tabledata" >0.2190</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0598</td><td class="tabledata" >0.1070</td><td class="tabledata" >0.037*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H18E</td><td class="tabledata" >0.1953</td><td class="tabledata" ><span style="font-family:Times">−</span>0.2448</td><td class="tabledata" >0.1250</td><td class="tabledata" >0.037*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H18F</td><td class="tabledata" >0.2158</td><td class="tabledata" ><span style="font-family:Times">−</span>0.0447</td><td class="tabledata" >0.1477</td><td class="tabledata" >0.037*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >C19B</td><td class="tabledata" >0.16738 (12)</td><td class="tabledata" >0.2702 (6)</td><td class="tabledata" >0.11289 (10)</td><td class="tabledata" >0.0239 (8)</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H19D</td><td class="tabledata" >0.1402</td><td class="tabledata" >0.3474</td><td class="tabledata" >0.1069</td><td class="tabledata" >0.036*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H19E</td><td class="tabledata" >0.1849</td><td class="tabledata" >0.2955</td><td class="tabledata" >0.0948</td><td class="tabledata" >0.036*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H19F</td><td class="tabledata" >0.1827</td><td class="tabledata" >0.3215</td><td class="tabledata" >0.1355</td><td class="tabledata" >0.036*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H2OA</td><td class="tabledata" >0.1637 (13)</td><td class="tabledata" >0.531 (7)</td><td class="tabledata" >0.4195 (10)</td><td class="tabledata" >0.027 (12)*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H1OA</td><td class="tabledata" >0.0731 (13)</td><td class="tabledata" >0.745 (8)</td><td class="tabledata" >0.2823 (11)</td><td class="tabledata" >0.031 (14)*</td><td class="tabledata" ></td></tr><tr><td class="tabledata" >H2OB</td><td class="tabledata" >0.0676 (14)</td><td class="tabledata" >0.317 (8)</td><td class="tabledata" >0.0506 (12)</td><td class="tabledata" >0.043 (16)*</td><td class="tabledata" ></td></tr></table> 306</div> 307<!-- endtablewrapcoordsdiv --> 308<div class="tablewrapadps"> 309<a name="atomicdisplacement1"></a> <span class="heading3">Atomic displacement parameters (Å<sup>2</sup>)</span><!-- endheading3span …
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