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  38<h1 class="suptitle">supplementary materials</h1>
  39
  40<br/>
  41<div class="buttonlinks"><a href="./index.html" target="_parent"><img src="../../../../../graphics/htmlborder.gif" alt="HTML version" align="top" border="0"/></a><a href="./at2623.pdf"><img src="../../../../../graphics/pdfborder.gif" alt="pdf version" align="top" border="0"/></a><a href="http://scripts.iucr.org/cgi-bin/sendcif?at2623sup1"><img src="../../../../../graphics/cifborder.gif" alt="cif file" align="top" border="0"/></a><a href="http://scripts.iucr.org/cgi-bin/sendcif?at2623sup1&amp;Qmime=cif">
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  44
  45<div class="bibline">
  46<p><i>Acta Cryst.</i> (2008). E<b>64</b>,
  47o1870-o1871����[ <a title="Open URL link" href="http://dx.doi.org/10.1107/S1600536808027608">doi:10.1107/S1600536808027608</a>
  48]</p>
  49</div>
  50
  51<h3><span class="it"><i>N</i></span>,<span class="it"><i>N</i></span>'-Bis(2-iodobenzylidene)ethane-1,2-diamine</h3>
  52
  53<h3><a href="http://scripts.iucr.org/cgi-bin/citedin?search_on=name&amp;author_name=Fun,%20H.-K.">
  54H.-K. Fun</a> and <a href="http://scripts.iucr.org/cgi-bin/citedin?search_on=name&amp;author_name=Kia,%20R.">
  55R. Kia</a></h3>
  56
  57<div class="abstract"><a id="abstract" name="abstract"/> 
  58
  59<div class="heading2">Abstract <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
  60</div>
  61
  62<!-- endheading2div -->
  63<p>The molecule of the title Schiff base compound, C<span class="inf"><sub>16</sub></span>H<span class="inf"><sub>14</sub></span>I<span class="inf"><sub>2</sub></span>N<span class="inf"><sub>2</sub></span>, lies across a crystallographic
  64inversion centre. An intramolecular C-H<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif"/>I hydrogen bond forms a
  65five-membered ring, producing an <span class="it"><i>S</i></span>(5) ring motif. The C=N bond is coplanar
  66with the benzene ring and adopts a <span class="it"><i>trans</i></span> configuration. Within the molecule,
  67the planar units are parallel, but extend in opposite directions
  68from the dimethylene bridge. An interesting feature of the crystal
  69structure is the short I<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif"/>N
  70[3.2096�(15)��] interaction, which is significantly
  71shorter than the sum of the van der Waals radii of these atoms. In
  72the crystal structure, molecules are linked into one-dimensional
  73extended chains along the <span class="it"><i>c</i></span> axis and
  74also into one-dimensional extended chains along the <span class="it"><i>b</i></span> axis through short intermolecular I<img alt="..." border="0" src="/logos/entities/ctdot_rmgif.gif"/>N
  75interactions, forming two-dimensional networks parallel to the
  76<span class="it"><i>bc</i></span> plane.</p>
  77</div>
  78
  79<!-- endabstractdiv -->
  80<div class="contentslist">
  81<ul>
  82<li class="comment"><a title="Comment" href="#comment">Comment</a></li>
  83
  84<li class="relatedliterature"><a title="Related literature" href="#relatedliterature">Related literature</a></li>
  85
  86<li class="experimental"><a title="Experimental" href="#experimental">Experimental</a></li>
  87
  88<li class="refinement"><a title="Refinement" href="#refinement">Refinement</a></li>
  89
  90<li class="computingdetails"><a title="Computing details" href="#computingdetails">Computing details</a></li>
  91
  92<li class="figures"><a title="Figures" href="#figures">Figures</a></li>
  93
  94<li><a title="(I)" href="#chemicalname1">N,N'-Bis(2-iodobenzylidene)ethane-1,2-diamine</a>
  95
  96
  97<ul>
  98<li><a title="Crystal data" href="#crystaldata1">Crystal
  99data</a></li>
 100
 101<li><a title="Data collection" href="#datacollection1">Data
 102collection</a></li>
 103
 104<li><a title="Refinement data" href="#refinementdata1">Refinement
 105data</a></li>
 106
 107<li class="specialdetails"><a title="Special details" href="#specialdetails1">Special details</a></li>
 108
 109<li class="licoords"><a title="Fractional atomic coordinates" href="#fractionalatomiccoordinates1">Fractional atomic
 110coordinates</a></li>
 111
 112<li class="liadps"><a title="Atomic displacement parameters" href="#atomicdisplacement1">Atomic displacement parameters</a></li>
 113
 114<li class="ligeomlong"><a title="Geometric parameters" href="#geometricparameters1">Geometric parameters</a></li>
 115
 116<li class="lihbondslong"><a title="Hydrogen-bond geometry" href="#hydrogen-bondgeometry1">Hydrogen-bond geometry</a></li>
 117
 118<li class="lihbondsshort"><a title="Hydrogen-bond geometry" href="#hydrogen-bondgeometry1">Hydrogen-bond geometry</a></li>
 119</ul>
 120</li>
 121
 122<li class="acknowledgements"><a title="Acknowledgements" href="#acknowledgements">Acknowledgements</a></li>
 123
 124<li class="publreferences"><a title="References" href="#publreferences">References</a></li>
 125</ul>
 126</div>
 127
 128<!-- endcontentslistdiv -->
 129<div class="comment"><a id="comment" name="comment"/> 
 130
 131<div class="heading2">Comment <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 132</div>
 133
 134<!-- endheading2div -->
 135<p>Schiff bases are one of most prevalent mixed-donor ligands in
 136the field of coordination chemistry. Schiff bases have been used
 137widely as ligands in the formation of transition metal complexes.
 138Many such complexes have been structurally characterized, but only
 139a relatively small number of free Schiff base ligands have been
 140characterized (Calligaris &amp; Randaccio, 1987). There has been
 141growing interest in Schiff base ligands, mainly because of their
 142wide application in the field of biochemistry, synthesis, and
 143catalysis (Pal <i>et al.</i>, 2005; Hou <i>et al.</i>, 2001; Ren
 144<i>et al.</i>, 2002). As an extension of our work (Fun, Kia &amp;
 145Kargar 2008; Fun, Kargar &amp; Kia 2008; Fun, Mirkhani <i>et
 146al.</i> 2008) on the structural characterization of Schiff base
 147compounds, the title compound (I), is reported here.</p>
 148
 149<p>The molecule of the title compound, (I), (Fig. 1), lies across a
 150crystallographic inversion centre. The bond lengths and angles are
 151within normal ranges (Allen <i>et al.</i>,1987). An intramolecular
 152C-H���I hydrogen bond (Brammer <i>et al.</i> 2001)
 153forms a five-membered ring, producing an <i>S</i>(5) ring motif
 154(Bernstein <i>et al.</i>, 1995) (Table 1). The asymmetric unit of
 155the compound is composed of one-half of the molecule. The C<span style="font-family:Times">?</span>N bond is coplanar with the
 156benzene ring and adopts a <i>trans</i> configuration. Within the
 157molecule, the planar units are parallel, but extend in opposite
 158directions from the methylene bridge. The interesting feature of
 159the crystal structure is the short I���N
 160[3.2096�(15) �] interactions (Lommerse <i>et al.</i>
 1611996), which is significantly shorter than the sum of the van der
 162Waals radii of the relevant atoms. In the crystal structure,
 163molecules are linked into 1-D extended chains along the <i>c</i>
 164axis and are also into 1-D extended chains along the <i>b</i> axis
 165through short intermolecular I���N interactions
 166forming 2-D networks (Fig. 2 &amp; 3) which are parallel to the
 167<i>bc</i> plane.</p>
 168</div>
 169
 170<!-- endcommentdiv -->
 171<div class="relatedliterature"><a id="relatedliterature" name="relatedliterature"/> 
 172
 173<div class="heading2">Related literature <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 174</div>
 175
 176<!-- endheading2div -->
 177<p>For bond-length data, see: Allen <i>et al.</i> (1987). For
 178hydrogen-bond motifs, see: Bernstein <i>et al.</i> (1995). For the
 179hydrogen bond capability of halogens, see: Brammer <i>et al.</i>
 180(2001). For halogen-electronegative atom interactions, see:
 181Lommerse <i>et al.</i> (1996). For related structures, see, for
 182example: Fun, Kia &amp; Kargar (2008); Fun, Kargar &amp; Kia
 183(2008); Fun, Mirkhani <i>et al.</i> (2008); Calligaris &amp;
 184Randaccio, (1987). For information on Schiff base lignads and their
 185complexes and their applications, see, for example: Pal <i>et
 186al.</i> (2005); Hou <i>et al.</i> (2001); Ren <i>et al.</i>
 187(2002).</p>
 188</div>
 189
 190<!-- endrelatedliteraturediv -->
 191<div class="experimental"><a id="experimental" name="experimental"/> 
 192
 193<div class="heading2">Experimental <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 194</div>
 195
 196<!-- endheading2div -->
 197<p>The synthetic method has been described earlier (Fun, Kia &amp;
 198Kargar <i>et al.</i>, 2008). Single crystals suitable for
 199<i>X</i>-ray diffraction were obtained by evaporation of an ethanol
 200solution at room temperature.</p>
 201</div>
 202
 203<!-- endexperimentaldiv -->
 204<div class="refinement"><a id="refinement" name="refinement"/> 
 205
 206<div class="heading2">Refinement <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 207</div>
 208
 209<!-- endheading2div -->
 210<p>All of the H atoms were located from the difference Fourier map
 211and freely refined. The highest peak is located 0.61 � from C5
 212and the deepest hole is located 0.63 � from I1.</p>
 213</div>
 214
 215<!-- endrefinementdiv -->
 216<div class="computingdetails"><a id="computingdetails" name="computingdetails"/> 
 217
 218<div class="heading2">Computing details <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 219</div>
 220
 221<!-- endheading2div -->
 222<p>Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2
 223(Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s)
 224used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used
 225to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics:
 226SHELXTL (Sheldrick, 2008); software used to prepare material for
 227publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2003).</p>
 228</div>
 229
 230<!-- endcomputingdetailsdiv -->
 231<div class="schemes"><a href="./at2623scheme1.gif"/></div>
 232
 233<!-- endschemesdiv -->
 234<div class="figures"><a id="figures" name="figures"/> 
 235
 236<div class="heading2">Figures <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 237</div>
 238
 239<!-- endheading2div -->
 240<table style="table-layout:fixed" width="100%" class="nodecs">
 241<colgroup span="2">
 242<col width="110"/>
 243<col/></colgroup>
 244
 245<tr>
 246<td class="nodecs" align="center" width="110"><a href="./at2623fig1.html"><img width="100" src="./at2623fig1thm.gif" alt="[Figure 1]" align="middle"/></a> </td>
 247<td class="nodecs" valign="middle">Fig. 1. The molecular structure
 248of (I) with atom labels and 50% probability ellipsoids for non-H
 249atoms [symmetry code for A: -<i>x</i>, 1 - <i>y</i>, -<i>z</i>].
 250</td>
 251</tr>
 252
 253<tr>
 254<td class="nodecs" align="center" width="110"><a href="./at2623fig2.html"><img width="100" src="./at2623fig2thm.gif" alt="[Figure 2]" align="middle"/></a> </td>
 255<td class="nodecs" valign="middle">Fig. 2. The crystal packing of
 256(I), viewed down the <i>b</i> axis, showing 1-D extended chains
 257along the <i>c</i> axis. Intra- and intermolecular interactions are
 258shown as dashed lines. </td>
 259</tr>
 260
 261<tr>
 262<td class="nodecs" align="center" width="110"><a href="./at2623fig3.html"><img width="100" src="./at2623fig3thm.gif" alt="[Figure 3]" align="middle"/></a> </td>
 263<td class="nodecs" valign="middle">Fig. 3. The crystal packing of
 264(I), viewed down the <i>c</i>-axis showing 1-D extended chains
 265along the <i>b</i>-axis. Intra and intermolecular interactions are
 266shown as dashed lines. </td>
 267</tr>
 268</table>
 269</div>
 270
 271<!-- endfiguresdiv -->
 272<div class="datablock1">
 273<div class="heading2"><a id="chemicalname1" name="chemicalname1"/>N,N'-Bis(2-iodobenzylidene)ethane-1,2-diamine
 274<span class="toplink"><a class="buttons" href="#top">top</a></span>
 275<!-- endtoplinkspan -->
 276</div>
 277
 278<!-- endheading2div -->
 279<div class="tablewrapcrystaldatalong"><a id="crystaldata1" name="crystaldata1"/><span class="heading3">Crystal data</span>
 280<!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 281<table style="table-layout:fixed" width="80%" summary="" class="tabledata">
 282<colgroup span="2">
 283<col width="50%"/>
 284<col width="50%"/></colgroup>
 285
 286<tr>
 287<td width="50%" class="tabledata">
 288C<sub>16</sub>H<sub>14</sub>I<sub>2</sub>N<sub>2</sub></td>
 289<td width="50%" class="tabledata"><i>F</i>(000) = 460</td>
 290</tr>
 291
 292<tr>
 293<td width="50%" class="tabledata"><i>M</i><i><sub>r</sub></i> =
 294488.09</td>
 295<td width="50%" class="tabledata"><i>D</i><sub>x</sub> = 1.993 Mg
 296m<span style="font-family:Times"><sup>?</sup></span><sup>3</sup></td>
 297</tr>
 298
 299<tr>
 300<td width="50%" class="tabledata">Monoclinic,
 301<i>P</i>2<sub>1</sub>/<i>c</i></td>
 302<td width="50%" class="tabledata">Mo <i>K</i><span style="font-family:Times">?</span> radiation, <span style="font-family:Times">?</span> = 0.71073 �</td>
 303</tr>
 304
 305<tr>
 306<td width="50%" class="tabledata">Hall symbol: -P 2ybc</td>
 307<td width="50%" class="tabledata">Cell parameters from 7125
 308reflections</td>
 309</tr>
 310
 311<tr>
 312<td width="50%" class="tabledata"><i>a</i> = 12.1820 (4)
 313</td>
 314<td width="50%" class="tabledata"><span style="font-family:Times">?</span> = 2.8-38.9�</td>
 315</tr>
 316
 317<tr>
 318<td width="50%" class="tabledata"><i>b</i> = 4.5978 (1) �</td>
 319<td width="50%" class="tabledata">� = 3.86 mm<span style="font-family:Times"><sup>?</sup></span><sup>1</sup></td>
 320</tr>
 321
 322<tr>
 323<td width="50%" class="tabledata"><i>c</i> = 14.5664 (4)
 324</td>
 325<td width="50%" class="tabledata"><i>T</i> = 100 K</td>
 326</tr>
 327
 328<tr>
 329<td width="50%" class="tabledata"><span style="font-family:Times">?</span> = 94.424 (2)�</td>
 330<td width="50%" class="tabledata">Plate, colourless</td>
 331</tr>
 332
 333<tr>
 334<td width="50%" class="tabledata"><i>V</i> = 813.44 (4)
 335<sup>3</sup></td>
 336<td width="50%" class="tabledata">0.51 � 0.14 � 0.02
 337mm</td>
 338</tr>
 339
 340<tr>
 341<td width="50%" class="tabledata"><i>Z</i> = 2</td>
 342<td width="50%" class="tabledata"/>
 343</tr>
 344</table>
 345
 346<!-- endtabledatatable -->
 347</div>
 348
 349<!-- endtablewrapcrystaldatalongdiv -->
 350<div class="tablewrapdatacollectionlong"><a id="datacollection1" name="datacollection1"/><span class="heading3">Data
 351collection</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 352<table style="table-layout:fixed" width="80%" summary="" class="tabledata">
 353<colgroup span="2">
 354<col width="50%"/>
 355<col width="50%"/></colgroup>
 356
 357<tr>
 358<td width="50%" class="tabledata">Bruker SMART APEXII CCD
 359area-detector<br/>
 360diffractometer</td>
 361<td width="50%" class="tabledata">4235 independent reflections</td>
 362</tr>
 363
 364<tr>
 365<td width="50%" class="tabledata">Radiation source: fine-focus
 366sealed tube</td>
 367<td width="50%" class="tabledata">3466 reflections with <i>I</i>
 368&gt; 2<span style="font-family:Times">?</span>(<i>I</i>)</td>
 369</tr>
 370
 371<tr>
 372<td width="50%" class="tabledata">graphite</td>
 373<td width="50%" class="tabledata"><i>R</i><sub>int</sub> =
 3740.044</td>
 375</tr>
 376
 377<tr>
 378<td width="50%" class="tabledata"><span style="font-family:Times">?</span> and <span style="font-family:Times">?</span> scans</td>
 379<td width="50%" class="tabledata"><span style="font-family:Times">?</span><sub>max</sub> = 37.5�,
 380<span style="font-family:Times">?</span><sub>min</sub> =
 3811.7�</td>
 382</tr>
 383
 384<tr>
 385<td width="50%" class="tabledata">Absorption correction:
 386multi-scan<br/>
 387(SADABS; Bruker, 2005)</td>
 388<td width="50%" class="tabledata"><i>h</i> = <span style="font-family:Times">?</span>19<span style="font-family:Times">?</span>20</td>
 389</tr>
 390
 391<tr>
 392<td width="50%" class="tabledata"><i>T</i><sub>min</sub> = 0.244,
 393<i>T</i><sub>max</sub> = 0.917</td>
 394<td width="50%" class="tabledata"><i>k</i> = <span style="font-family:Times">?</span>7<span style="font-family:Times">?</span>7</td>
 395</tr>
 396
 397<tr>
 398<td width="50%" class="tabledata">24819 measured reflections</td>
 399<td width="50%" class="tabledata"><i>l</i> = <span style="font-family:Times">?</span>24<span style="font-family:Times">?</span>24</td>
 400</tr>
 401</table>
 402
 403<!-- endtabledatatable -->
 404</div>
 405
 406<!-- endtablewrapdatacollectionlongdiv -->
 407<div class="tablewraprefinementdatalong"><a id="refinementdata1" name="refinementdata1"/><span class="heading3">Refinement</span>
 408<!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 409<table style="table-layout:fixed" width="80%" summary="" class="tabledata">
 410<colgroup span="2">
 411<col width="50%"/>
 412<col width="50%"/></colgroup>
 413
 414<tr>
 415<td width="50%" class="tabledata">Refinement on
 416<i>F</i><sup>2</sup></td>
 417<td width="50%" class="tabledata">Primary atom site location:
 418structure-invariant direct methods</td>
 419</tr>
 420
 421<tr>
 422<td width="50%" class="tabledata">Least-squares matrix: full</td>
 423<td width="50%" class="tabledata">Secondary atom site location:
 424difference Fourier map</td>
 425</tr>
 426
 427<tr>
 428<td width="50%" class="tabledata"><i>R</i>[<i>F</i><sup>2</sup>
 429&gt; 2<span style="font-family:Times">?</span>(<i>F</i><sup>2</sup>)] =
 4300.031</td>
 431<td width="50%" class="tabledata">Hydrogen site location: inferred
 432from neighbouring sites</td>
 433</tr>
 434
 435<tr>
 436<td width="50%" class="tabledata"><i>wR</i>(<i>F</i><sup>2</sup>) =
 4370.074</td>
 438<td width="50%" class="tabledata">All H-atom parameters
 439refined</td>
 440</tr>
 441
 442<tr>
 443<td width="50%" class="tabledata"><i>S</i> = 1.16</td>
 444<td width="50%" class="tabledata"><i>w</i> = 1/[<span style="font-family:Times">?</span><sup>2</sup>(<i>F</i><sub>o</sub><sup>
 4452</sup>) + (0.0295<i>P</i>)<sup>2</sup> + 0.1458<i>P</i>]<br/>
 446where <i>P</i> = (<i>F</i><sub>o</sub><sup>2</sup> +
 4472<i>F</i><sub>c</sub><sup>2</sup>)/3</td>
 448</tr>
 449
 450<tr>
 451<td width="50%" class="tabledata">4235 reflections</td>
 452<td width="50%" class="tabledata">(?/<span style="font-family:Times">?</span>)<sub>max</sub> = 0.001</td>
 453</tr>
 454
 455<tr>
 456<td width="50%" class="tabledata">115 parameters</td>
 457<td width="50%" class="tabledata">?<span style="font-family:Times">?</span><sub>max</sub> = 1.89 e
 458<span style="font-family:Times"><sup>?</sup></span><sup>3</sup></td>
 459</tr>
 460
 461<tr>
 462<td width="50%" class="tabledata">0 restraints</td>
 463<td width="50%" class="tabledata">?<span style="font-family:Times">?</span><sub>min</sub> = <span style="font-family:Times">?</span>1.74 e �<span style="font-family:Times"><sup>?</sup></span><sup>3</sup></td>
 464</tr>
 465</table>
 466
 467<!-- endtabledatatable -->
 468</div>
 469
 470<!-- endtablewraprefinementdatalongdiv -->
 471<div class="tablewrapcrystaldatashort"><a id="crystaldata1" name="crystaldata1"/><span class="heading3">Crystal data</span>
 472<!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 473<table style="table-layout:fixed" width="80%" summary="" class="tabledata">
 474<colgroup span="2">
 475<col width="50%"/>
 476<col width="50%"/></colgroup>
 477
 478<tr>
 479<td width="50%" class="tabledata">
 480C<sub>16</sub>H<sub>14</sub>I<sub>2</sub>N<sub>2</sub></td>
 481<td width="50%" class="tabledata"><i>V</i> = 813.44 (4)
 482<sup>3</sup></td>
 483</tr>
 484
 485<tr>
 486<td width="50%" class="tabledata"><i>M</i><i><sub>r</sub></i> =
 487488.09</td>
 488<td width="50%" class="tabledata"><i>Z</i> = 2</td>
 489</tr>
 490
 491<tr>
 492<td width="50%" class="tabledata">Monoclinic,
 493<i>P</i>2<sub>1</sub>/<i>c</i></td>
 494<td width="50%" class="tabledata">Mo <i>K</i><span style="font-family:Times">?</span> radiation</td>
 495</tr>
 496
 497<tr>
 498<td width="50%" class="tabledata"><i>a</i> = 12.1820 (4)
 499</td>
 500<td width="50%" class="tabledata">� = 3.86 mm<span style="font-family:Times"><sup>?</sup></span><sup>1</sup></td>
 501</tr>
 502
 503<tr>
 504<td width="50%" class="tabledata"><i>b</i> = 4.5978 (1) �</td>
 505<td width="50%" class="tabledata"><i>T</i> = 100 K</td>
 506</tr>
 507
 508<tr>
 509<td width="50%" class="tabledata"><i>c</i> = 14.5664 (4)
 510</td>
 511<td width="50%" class="tabledata">0.51 � 0.14 � 0.02
 512mm</td>
 513</tr>
 514
 515<tr>
 516<td width="50%" class="tabledata"><span style="font-family:Times">?</span> = 94.424 (2)�</td>
 517<td width="50%" class="tabledata"/>
 518</tr>
 519</table>
 520
 521<!-- endtabledatatable -->
 522</div>
 523
 524<!-- endtablewrapcrystaldatashortdiv -->
 525<div class="tablewrapdatacollectionshort"><a id="datacollection1" name="datacollection1"/><span class="heading3">Data
 526collection</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 527<table style="table-layout:fixed" width="80%" summary="" class="tabledata">
 528<colgroup span="2">
 529<col width="50%"/>
 530<col width="50%"/></colgroup>
 531
 532<tr>
 533<td width="50%" class="tabledata">Bruker SMART APEXII CCD
 534area-detector<br/>
 535diffractometer</td>
 536<td width="50%" class="tabledata">4235 independent reflections</td>
 537</tr>
 538
 539<tr>
 540<td width="50%" class="tabledata">Absorption correction:
 541multi-scan<br/>
 542(SADABS; Bruker, 2005)</td>
 543<td width="50%" class="tabledata">3466 reflections with <i>I</i>
 544&gt; 2<span style="font-family:Times">?</span>(<i>I</i>)</td>
 545</tr>
 546
 547<tr>
 548<td width="50%" class="tabledata"><i>T</i><sub>min</sub> = 0.244,
 549<i>T</i><sub>max</sub> = 0.917</td>
 550<td width="50%" class="tabledata"><i>R</i><sub>int</sub> =
 5510.044</td>
 552</tr>
 553
 554<tr>
 555<td width="50%" class="tabledata">24819 measured reflections</td>
 556<td width="50%" class="tabledata"><span style="font-family:Times">?</span><sub>max</sub> =
 55737.5�</td>
 558</tr>
 559</table>
 560
 561<!-- endtabledatatable -->
 562</div>
 563
 564<!-- endtablewrapdatacollectionshortdiv -->
 565<div class="tablewraprefinementdatashort"><a id="refinementdata1" name="refinementdata1"/><span class="heading3">Refinement</span>
 566<!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 567<table style="table-layout:fixed" width="80%" summary="" class="tabledata">
 568<colgroup span="2">
 569<col width="50%"/>
 570<col width="50%"/></colgroup>
 571
 572<tr>
 573<td width="50%" class="tabledata"><i>R</i>[<i>F</i><sup>2</sup>
 574&gt; 2<span style="font-family:Times">?</span>(<i>F</i><sup>2</sup>)] =
 5750.031</td>
 576<td width="50%" class="tabledata">All H-atom parameters
 577refined</td>
 578</tr>
 579
 580<tr>
 581<td width="50%" class="tabledata"><i>wR</i>(<i>F</i><sup>2</sup>) =
 5820.074</td>
 583<td width="50%" class="tabledata">?<span style="font-family:Times">?</span><sub>max</sub> = 1.89 e
 584<span style="font-family:Times"><sup>?</sup></span><sup>3</sup></td>
 585</tr>
 586
 587<tr>
 588<td width="50%" class="tabledata"><i>S</i> = 1.16</td>
 589<td width="50%" class="tabledata">?<span style="font-family:Times">?</span><sub>min</sub> = <span style="font-family:Times">?</span>1.74 e �<span style="font-family:Times"><sup>?</sup></span><sup>3</sup></td>
 590</tr>
 591
 592<tr>
 593<td width="50%" class="tabledata">4235 reflections</td>
 594<td width="50%" class="tabledata">Absolute structure: ?</td>
 595</tr>
 596
 597<tr>
 598<td width="50%" class="tabledata">115 parameters</td>
 599<td width="50%" class="tabledata">Flack parameter: ?</td>
 600</tr>
 601
 602<tr>
 603<td width="50%" class="tabledata">0 restraints</td>
 604<td width="50%" class="tabledata">Rogers parameter: ?</td>
 605</tr>
 606</table>
 607
 608<!-- endtabledatatable -->
 609</div>
 610
 611<!-- endtablewraprefinementdatashortdiv -->
 612<div class="specialdetails"><a id="specialdetails1" name="specialdetails1"/><span class="heading3">Special
 613details</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 614<table style="table-layout:fixed" width="100%" class="tabledata">
 615<tr>
 616<td class="tabledata">
 617<p><b>Experimental</b>. The low-temperature data was collected with
 618the Oxford Cyrosystem Cobra low-temperature attachment.</p>
 619</td>
 620</tr>
 621
 622<tr>
 623<td class="tabledata">
 624<p><b>Geometry</b>. All e.s.d.'s (except the e.s.d. in the
 625dihedral angle between two l.s. planes) are estimated using the
 626full covariance matrix. The cell e.s.d.'s are taken into
 627account individually in the estimation of e.s.d.'s in
 628distances, angles and torsion angles; correlations between
 629e.s.d.'s in cell parameters are only used when they are defined
 630by crystal symmetry. An approximate (isotropic) treatment of cell
 631e.s.d.'s is used for estimating e.s.d.'s involving l.s.
 632planes.</p>
 633</td>
 634</tr>
 635
 636<tr>
 637<td class="tabledata">
 638<p><b>Refinement</b>. Refinement of <i>F</i><sup>2</sup> against
 639ALL reflections. The weighted <i>R</i>-factor <i>wR</i> and
 640goodness of fit <i>S</i> are based on <i>F</i><sup>2</sup>,
 641conventional <i>R</i>-factors <i>R</i> are based on <i>F</i>, with
 642<i>F</i> set to zero for negative <i>F</i><sup>2</sup>. The
 643threshold expression of <i>F</i><sup>2</sup> &gt; <span style="font-family:Times">?</span>(<i>F</i><sup>2</sup>) is
 644used only for calculating <i>R</i>-factors(gt) <i>etc</i>. and is
 645not relevant to the choice of reflections for refinement.
 646<i>R</i>-factors based on <i>F</i><sup>2</sup> are statistically
 647about twice as large as those based on <i>F</i>, and <i>R</i>-
 648factors based on ALL data will be even larger.</p>
 649</td>
 650</tr>
 651</table>
 652</div>
 653
 654<!-- endspecialdetailsdiv -->
 655<div class="tablewrapcoords"><a id="fractionalatomiccoordinates1" name="fractionalatomiccoordinates1"/> <span class="heading3">Fractional atomic coordinates and isotropic or
 656equivalent isotropic displacement parameters
 657(�<sup>2</sup>)</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span>
 658<!-- endtoplinkspan -->
 659<table style="table-layout:fixed" width="100%" summary="" class="tabledata">
 660<tr>
 661<td class="tabledata"/>
 662<td class="tabledata"><i>x</i></td>
 663<td class="tabledata"><i>y</i></td>
 664<td class="tabledata"><i>z</i></td>
 665<td class="tabledata">
 666<i>U</i><sub>iso</sub>*/<i>U</i><sub>eq</sub></td>
 667<td class="tabledata"/>
 668</tr>
 669
 670<tr>
 671<td class="tabledata">I1</td>
 672<td class="tabledata">0.219874 (11)</td>
 673<td class="tabledata">0.02241 (3)</td>
 674<td class="tabledata">0.328844 (8)</td>
 675<td class="tabledata">0.01748 (5)</td>
 676<td class="tabledata"/>
 677</tr>
 678
 679<tr>
 680<td class="tabledata">N1</td>
 681<td class="tabledata">0.14038 (12)</td>
 682<td class="tabledata">0.3597 (4)</td>
 683<td class="tabledata">0.03053 (10)</td>
 684<td class="tabledata">0.0158 (3)</td>
 685<td class="tabledata"/>
 686</tr>
 687
 688<tr>
 689<td class="tabledata">C1</td>
 690<td class="tabledata">0.29294 (15)</td>
 691<td class="tabledata"><span style="font-family:Times">?</span>0.0875 (4)</td>
 692<td class="tabledata">0.20654 (12)</td>
 693<td class="tabledata">0.0146 (3)</td>
 694<td class="tabledata"/>
 695</tr>
 696
 697<tr>
 698<td class="tabledata">C2</td>
 699<td class="tabledata">0.37697 (15)</td>
 700<td class="tabledata"><span style="font-family:Times">?</span>0.2923 (4)</td>
 701<td class="tabledata">0.21484 (12)</td>
 702<td class="tabledata">0.0167 (3)</td>
 703<td class="tabledata"/>
 704</tr>
 705
 706<tr>
 707<td class="tabledata">C3</td>
 708<td class="tabledata">0.43327 (16)</td>
 709<td class="tabledata"><span style="font-family:Times">?</span>0.3648 (5)</td>
 710<td class="tabledata">0.13879 (12)</td>
 711<td class="tabledata">0.0178 (3)</td>
 712<td class="tabledata"/>
 713</tr>
 714
 715<tr>
 716<td class="tabledata">C4</td>
 717<td class="tabledata">0.40419 (16)</td>
 718<td class="tabledata"><span style="font-family:Times">?</span>0.2345 (5)</td>
 719<td class="tabledata">0.05442 (13)</td>
 720<td class="tabledata">0.0185 (4)</td>
 721<td class="tabledata"/>
 722</tr>
 723
 724<tr>
 725<td class="tabledata">C5</td>
 726<td class="tabledata">0.32010 (17)</td>
 727<td class="tabledata"><span style="font-family:Times">?</span>0.0341 (4)</td>
 728<td class="tabledata">0.04599 (13)</td>
 729<td class="tabledata">0.0160 (3)</td>
 730<td class="tabledata"/>
 731</tr>
 732
 733<tr>
 734<td class="tabledata">H5</td>
 735<td class="tabledata">0.2813</td>
 736<td class="tabledata"><span style="font-family:Times">?</span>0.0060</td>
 737<td class="tabledata"><span style="font-family:Times">?</span>0.0162</td>
 738<td class="tabledata">0.019*</td>
 739<td class="tabledata"/>
 740</tr>
 741
 742<tr>
 743<td class="tabledata">C6</td>
 744<td class="tabledata">0.26222 (16)</td>
 745<td class="tabledata">0.0456 (4)</td>
 746<td class="tabledata">0.12178 (13)</td>
 747<td class="tabledata">0.0135 (3)</td>
 748<td class="tabledata"/>
 749</tr>
 750
 751<tr>
 752<td class="tabledata">C7</td>
 753<td class="tabledata">0.17398 (15)</td>
 754<td class="tabledata">0.2630 (4)</td>
 755<td class="tabledata">0.10940 (12)</td>
 756<td class="tabledata">0.0147 (3)</td>
 757<td class="tabledata"/>
 758</tr>
 759
 760<tr>
 761<td class="tabledata">C8</td>
 762<td class="tabledata">0.05021 (16)</td>
 763<td class="tabledata">0.5681 (4)</td>
 764<td class="tabledata">0.02623 (13)</td>
 765<td class="tabledata">0.0160 (3)</td>
 766<td class="tabledata"/>
 767</tr>
 768
 769<tr>
 770<td class="tabledata">H8B</td>
 771<td class="tabledata">0.0723 (18)</td>
 772<td class="tabledata">0.725 (5)</td>
 773<td class="tabledata"><span style="font-family:Times">?</span>0.0044 (15)</td>
 774<td class="tabledata">0.016 (6)*</td>
 775<td class="tabledata"/>
 776</tr>
 777
 778<tr>
 779<td class="tabledata">H4</td>
 780<td class="tabledata">0.4465 (18)</td>
 781<td class="tabledata"><span style="font-family:Times">?</span>0.278 (5)</td>
 782<td class="tabledata">0.0004 (15)</td>
 783<td class="tabledata">0.017 (6)*</td>
 784<td class="tabledata"/>
 785</tr>
 786
 787<tr>
 788<td class="tabledata">H8A</td>
 789<td class="tabledata">0.0293 (19)</td>
 790<td class="tabledata">0.629 (6)</td>
 791<td class="tabledata">0.0866 (16)</td>
 792<td class="tabledata">0.021 (6)*</td>
 793<td class="tabledata"/>
 794</tr>
 795
 796<tr>
 797<td class="tabledata">H2</td>
 798<td class="tabledata">0.3998 (18)</td>
 799<td class="tabledata"><span style="font-family:Times">?</span>0.387 (6)</td>
 800<td class="tabledata">0.2766 (16)</td>
 801<td class="tabledata">0.015 (6)*</td>
 802<td class="tabledata"/>
 803</tr>
 804
 805<tr>
 806<td class="tabledata">H7</td>
 807<td class="tabledata">0.144 (2)</td>
 808<td class="tabledata">0.323 (7)</td>
 809<td class="tabledata">0.1634 (18)</td>
 810<td class="tabledata">0.034 (7)*</td>
 811<td class="tabledata"/>
 812</tr>
 813
 814<tr>
 815<td class="tabledata">H3</td>
 816<td class="tabledata">0.488 (3)</td>
 817<td class="tabledata"><span style="font-family:Times">?</span>0.507 (5)</td>
 818<td class="tabledata">0.148 (2)</td>
 819<td class="tabledata">0.031 (9)*</td>
 820<td class="tabledata"/>
 821</tr>
 822</table>
 823</div>
 824
 825<!-- endtablewrapcoordsdiv -->
 826<div class="tablewrapadps"><a id="atomicdisplacement1" name="atomicdisplacement1"/> <span class="heading3">Atomic
 827displacement parameters (�<sup>2</sup>)</span>
 828<!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
 829<table style="table-layout:fixed" width="100%" summary="" class="tabledata">
 830<tr>
 831<td class="tabledata"/>
 832<td class="tabledata"><i>U</i><sup>11</sup></td>
 833<td class="tabledata"><i>U</i><sup>22</sup></td>
 834<td class="tabledata"><i>U</i><sup>33</sup></td>
 835<td class="tabledata"><i>U</i><sup>12</sup></td>
 836<td class="tabledata"><i>U</i><sup>13</sup></td>
 837<td class="tabledata"><i>U</i><sup>23</sup></td>
 838</tr>
 839
 840<tr>
 841<td class="tabledata">I1</td>
 842<td class="tabledata">0.02070 (7)</td>
 843<td class="tabledata">0.01995 (7)</td>
 844<td class="tabledata">0.01214 (6)</td>
 845<td class="tabledata">0.00044 (4)</td>
 846<td class="tabledata">0.00353 (4)</td>
 847<td class="tabledata">0.00024 (4)</td>
 848</tr>
 849
 850<tr>
 851<td class="tabledata">N1</td>
 852<td class="tabledata">0.0157 (7)</td>
 853<td class="tabledata">0.0154 (8)</td>
 854<td class="tabledata">0.0163 (6)</td>
 855<td class="tabledata">0.0034 (6)</td>
 856<td class="tabledata">0.0008 (5)</td>
 857<td class="tabledata">0.0003 (5)</td>
 858</tr>
 859
 860<tr>
 861<td class="tabledata">C1</td>
 862<td class="tabledata">0.0162 (8)</td>
 863<td class="tabledata">0.0149 (8)</td>
 864<td class="tabledata">0.0127 (7)</td>
 865<td class="tabledata"><span style="font-family:Times">?</span>0.0002 (6)</td>
 866<td class="tabledata">0.0015 (6)</td>
 867<td class="tabledata"><span style="font-family:Times">?</span>0.0012 (6)</td>
 868</tr>
 869
 870<tr>
 871<td class="tabledata">C2</td>
 872<td class="tabledata">0.0184 (8)</td>
 873<td class="tabledata">0.0151 (8)</td>
 874<td class="tabledata">0.0160 (7)</td>
 875<td class="tabledata">0.0003 (7)</td>
 876<td class="tabledata"><span style="font-family:Times">?</span>0.0026 (6)</td>
 877<td class="tabledata">0.0001 (6)</td>
 878</tr>
 879
 880<tr>
 881<td class="tabledata">C3</td>
 882<td class="tabledata">0.0155 (8)</td>
 883<td class="tabledata">0.0175 (9)</td>
 884<td class="tabledata">0.0201 (8)</td>
 885<td class="tabledata">0.0046 (7)</td>
 886<td class="tabledata"><span style="font-family:Times">?</span>0.0003 (6)</td>
 887<td class="tabledata"><span style="font-family:Times">?</span>0.0004 (7)</td>
 888</tr>
 889
 890<tr>
 891<td class="tabledata">C4</td>
 892<td class="tabledata">0.0192 (8)</td>
 893<td class="tabledata">0.0187 (9)</td>
 894<td class="tabledata">0.0178 (8)</td>
 895<td class="tabledata">0.0049 (7)</td>
 896<td class="tabledata">0.0033 (6)</td>
 897<td class="tabledata"><span style="font-family:Times">?</span>0.0019 (6)</td>
 898</tr>
 899
 900<tr>
 901<td class="tabledata">C5</td>
 902<td class="tabledata">0.0188 (8)</td>
 903<td class="tabledata">0.0161 (8)</td>
 904<td class="tabledata">0.0132 (7)</td>
 905<td class="tabledata">0.0018 (6)</td>
 906<td class="tabledata">0.0028 (6)</td>
 907<td class="tabledata"><span style="font-family:Times">?</span>0.0030 (6)</td>
 908</tr>
 909
 910<tr>
 911<td class="tabledata">C6</td>
 912<td class="tabledata">0.0151 (8)</td>
 913<td class="tabledata">0.0132 (8)</td>
 914<td class="tabledata">0.0123 (7)</td>
 915<td class="tabledata">0.0001 (6)</td>
 916<td class="tabledata">0.0011 (6)</td>
 917<td class="tabledata"><span style="font-family:Times">?</span>0.0011 (6)</td>
 918</tr>
 919
 920<tr>
 921<td class="tabledata">C7</td>
 922<td class="tabledata">0.0147 (7)</td>
 923<td class="tabledata">0.0129 (8)</td>
 924<td class="tabledata">0.0168 (7)</td>
 925<td class="tabledata">0.0008 (6)</td>
 926<td class="tabledata">0.0021 (6)</td>
 927<td class="tabledata"><span style="font-family:Times">?</span>0.0011 (6)</td>
 928</tr>
 929
 930<tr>
 931<td class="tabledata">C8</td>
 932<td class="tabledata">0.0151 (8)</td>
 933<td class="tabledata">0.0149 (8)</td>
 934<td class="tabledata">0.0178 (8)</td>
 935<td class="tabledata">0.0038 (6)</td>
 936<td class="tabledata">0.0009 (6)</td>
 937<td class="tabledata">0.0002 (6)</td>
 938</tr>
 939</table>
 940</div>
 941
 942<!-- endtablewrapadpsdiv -->
 943<div class="tablewrapgeomlong"><a id="geometricparameters1" name="geometricparameters1"/> <span class="heading3">Geometric
 944parameters (�, �)</span><!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span>
 945<!-- endtoplinkspan --><!-- startgeom -->
 946<table style="table-layout:fixed" width="100%" summary="" class="tabledata">
 947<colgroup span="4">
 948<col width="30%"/>
 949<col width="20%"/>
 950<col width="30%"/>
 951<col width="20%"/></colgroup>
 952
 953<tr>
 954<td width="30%" class="tabledata">I1-C1</td>
 955<td width="20%" class="tabledata">2.1133�(17)</td>
 956<td width="30%" class="tabledata">C4-C5</td>
 957<td width="20%" class="tabledata">1.376�(3)</td>
 958</tr>
 959
 960<tr>
 961<td width="30%" class="tabledata">N1-C7</td>
 962<td width="20%" class="tabledata">1.270�(2)</td>
 963<td width="30%" class="tabledata">C4-H4</td>
 964<td width="20%" class="tabledata">0.99�(2)</td>
 965</tr>
 966
 967<tr>
 968<td width="30%" class="tabledata">N1-C8</td>
 969<td width="20%" class="tabledata">1.455�(2)</td>
 970<td width="30%" class="tabledata">C5-C6</td>
 971<td width="20%" class="tabledata">1.404�(3)</td>
 972</tr>
 973
 974<tr>
 975<td width="30%" class="tabledata">C1-C2</td>
 976<td width="20%" class="tabledata">1.389�(3)</td>
 977<td width="30%" class="tabledata">C5-H5</td>
 978<td width="20%" class="tabledata">0.9975</td>
 979</tr>
 980
 981<tr>
 982<td width="30%" class="tabledata">C1-C6</td>
 983<td width="20%" class="tabledata">1.403�(3)</td>
 984<td width="30%" class="tabledata">C6-C7</td>
 985<td width="20%" class="tabledata">1.469�(3)</td>
 986</tr>
 987
 988<tr>
 989<td width="30%" class="tabledata">C2-C3</td>
 990<td width="20%" class="tabledata">1.388�(3)</td>
 991<td width="30%" class="tabledata">C7-H7</td>
 992<td width="20%" class="tabledata">0.93�(3)</td>
 993</tr>
 994
 995<tr>
 996<td width="30%" class="tabledata">C2-H2</td>
 997<td width="20%" class="tabledata">1.02�(2)</td>
 998<td width="30%" class="tabledata">C8-C8<sup>i</sup></td>
 999<td width="20%" class="tabledata">1.526�(4)</td>
1000</tr>
1001
1002<tr>
1003<td width="30%" class="tabledata">C3-C4</td>
1004<td width="20%" class="tabledata">1.388�(3)</td>
1005<td width="30%" class="tabledata">C8-H8B</td>
1006<td width="20%" class="tabledata">0.90�(2)</td>
1007</tr>
1008
1009<tr>
1010<td width="30%" class="tabledata">C3-H3</td>
1011<td width="20%" class="tabledata">0.94�(3)</td>
1012<td width="30%" class="tabledata">C8-H8A</td>
1013<td width="20%" class="tabledata">0.98�(2)</td>
1014</tr>
1015
1016<tr>
1017<td width="25%" class="tabledata"/>
1018<td width="25%" class="tabledata"/>
1019<td width="25%" class="tabledata"/>
1020<td width="25%" class="tabledata"/>
1021</tr>
1022
1023<tr>
1024<td width="30%" class="tabledata">C7-N1-C8</td>
1025<td width="20%" class="tabledata">117.33�(16)</td>
1026<td width="30%" class="tabledata">C4-C5-H5</td>
1027<td width="20%" class="tabledata">117.7</td>
1028</tr>
1029
1030<tr>
1031<td width="30%" class="tabledata">C2-C1-C6</td>
1032<td width="20%" class="tabledata">121.13�(17)</td>
1033<td width="30%" class="tabledata">C6-C5-H5</td>
1034<td width="20%" class="tabledata">116.7</td>
1035</tr>
1036
1037<tr>
1038<td width="30%" class="tabledata">C2-C1-I1</td>
1039<td width="20%" class="tabledata">116.36�(13)</td>
1040<td width="30%" class="tabledata">C1-C6-C5</td>
1041<td width="20%" class="tabledata">117.54�(18)</td>
1042</tr>
1043
1044<tr>
1045<td width="30%" class="tabledata">C6-C1-I1</td>
1046<td width="20%" class="tabledata">122.46�(14)</td>
1047<td width="30%" class="tabledata">C1-C6-C7</td>
1048<td width="20%" class="tabledata">123.23�(17)</td>
1049</tr>
1050
1051<tr>
1052<td width="30%" class="tabledata">C3-C2-C1</td>
1053<td width="20%" class="tabledata">119.97�(17)</td>
1054<td width="30%" class="tabledata">C5-C6-C7</td>
1055<td width="20%" class="tabledata">119.23�(17)</td>
1056</tr>
1057
1058<tr>
1059<td width="30%" class="tabledata">C3-C2-H2</td>
1060<td width="20%" class="tabledata">118.9�(13)</td>
1061<td width="30%" class="tabledata">N1-C7-C6</td>
1062<td width="20%" class="tabledata">122.09�(17)</td>
1063</tr>
1064
1065<tr>
1066<td width="30%" class="tabledata">C1-C2-H2</td>
1067<td width="20%" class="tabledata">121.1�(13)</td>
1068<td width="30%" class="tabledata">N1-C7-H7</td>
1069<td width="20%" class="tabledata">122.8�(17)</td>
1070</tr>
1071
1072<tr>
1073<td width="30%" class="tabledata">C2-C3-C4</td>
1074<td width="20%" class="tabledata">119.67�(18)</td>
1075<td width="30%" class="tabledata">C6-C7-H7</td>
1076<td width="20%" class="tabledata">115.1�(17)</td>
1077</tr>
1078
1079<tr>
1080<td width="30%" class="tabledata">C2-C3-H3</td>
1081<td width="20%" class="tabledata">116�(2)</td>
1082<td width="30%" class="tabledata">N1-C8-C8<sup>i</sup></td>
1083<td width="20%" class="tabledata">108.9�(2)</td>
1084</tr>
1085
1086<tr>
1087<td width="30%" class="tabledata">C4-C3-H3</td>
1088<td width="20%" class="tabledata">124�(2)</td>
1089<td width="30%" class="tabledata">N1-C8-H8B</td>
1090<td width="20%" class="tabledata">107.1�(14)</td>
1091</tr>
1092
1093<tr>
1094<td width="30%" class="tabledata">C5-C4-C3</td>
1095<td width="20%" class="tabledata">120.34�(18)</td>
1096<td width="30%" class="tabledata">C8<sup>i</sup>-C8-H8B</td>
1097<td width="20%" class="tabledata">109.9�(14)</td>
1098</tr>
1099
1100<tr>
1101<td width="30%" class="tabledata">C5-C4-H4</td>
1102<td width="20%" class="tabledata">119.5�(13)</td>
1103<td width="30%" class="tabledata">N1-C8-H8A</td>
1104<td width="20%" class="tabledata">113.6�(15)</td>
1105</tr>
1106
1107<tr>
1108<td width="30%" class="tabledata">C3-C4-H4</td>
1109<td width="20%" class="tabledata">120.1�(13)</td>
1110<td width="30%" class="tabledata">C8<sup>i</sup>-C8-H8A</td>
1111<td width="20%" class="tabledata">108.3�(14)</td>
1112</tr>
1113
1114<tr>
1115<td width="30%" class="tabledata">C4-C5-C6</td>
1116<td width="20%" class="tabledata">121.35�(18)</td>
1117<td width="30%" class="tabledata">H8B-C8-H8A</td>
1118<td width="20%" class="tabledata">109�(2)</td>
1119</tr>
1120
1121<tr>
1122<td width="25%" class="tabledata"/>
1123<td width="25%" class="tabledata"/>
1124<td width="25%" class="tabledata"/>
1125<td width="25%" class="tabledata"/>
1126</tr>
1127
1128<tr>
1129<td width="30%" class="tabledata">C6-C1-C2-C3</td>
1130<td width="20%" class="tabledata">1.1�(3)</td>
1131<td width="30%" class="tabledata">I1-C1-C6-C7</td>
1132<td width="20%" class="tabledata"><span style="font-family:Times">?</span>2.6�(3)</td>
1133</tr>
1134
1135<tr>
1136<td width="30%" class="tabledata">I1-C1-C2-C3</td>
1137<td width="20%" class="tabledata"><span style="font-family:Times">?</span>176.50�(15)</td>
1138<td width="30%" class="tabledata">C4-C5-C6-C1</td>
1139<td width="20%" class="tabledata"><span style="font-family:Times">?</span>0.2�(3)</td>
1140</tr>
1141
1142<tr>
1143<td width="30%" class="tabledata">C1-C2-C3-C4</td>
1144<td width="20%" class="tabledata"><span style="font-family:Times">?</span>0.9�(3)</td>
1145<td width="30%" class="tabledata">C4-C5-C6-C7</td>
1146<td width="20%" class="tabledata">179.31�(18)</td>
1147</tr>
1148
1149<tr>
1150<td width="30%" class="tabledata">C2-C3-C4-C5</td>
1151<td width="20%" class="tabledata">0.1�(3)</td>
1152<td width="30%" class="tabledata">C8-N1-C7-C6</td>
1153<td width="20%" class="tabledata">178.18�(17)</td>
1154</tr>
1155
1156<tr>
1157<td width="30%" class="tabledata">C3-C4-C5-C6</td>
1158<td width="20%" class="tabledata">0.5�(3)</td>
1159<td width="30%" class="tabledata">C1-C6-C7-N1</td>
1160<td width="20%" class="tabledata"><span style="font-family:Times">?</span>173.04�(19)</td>
1161</tr>
1162
1163<tr>
1164<td width="30%" class="tabledata">C2-C1-C6-C5</td>
1165<td width="20%" class="tabledata"><span style="font-family:Times">?</span>0.5�(3)</td>
1166<td width="30%" class="tabledata">C5-C6-C7-N1</td>
1167<td width="20%" class="tabledata">7.4�(3)</td>
1168</tr>
1169
1170<tr>
1171<td width="30%" class="tabledata">I1-C1-C6-C5</td>
1172<td width="20%" class="tabledata">176.90�(13)</td>
1173<td width="30%" class="tabledata">C7-N1-C8-C8<sup>i</sup></td>
1174<td width="20%" class="tabledata"><span style="font-family:Times">?</span>114.6�(2)</td>
1175</tr>
1176
1177<tr>
1178<td width="30%" class="tabledata">C2-C1-C6-C7</td>
1179<td width="20%" class="tabledata">179.94�(17)</td>
1180<td width="30%" class="tabledata"/>
1181<td width="20%" class="tabledata"/>
1182</tr>
1183</table>
1184
1185<table style="table-layout:fixed" width="100%" class="noborder">
1186<tr>
1187<td class="tabledata">Symmetry codes: (i) ?<i>x</i>,
1188?<i>y</i>+1, ?<i>z</i>.</td>
1189</tr>
1190</table>
1191</div>
1192
1193<!-- endtablewrapgeomlongdiv -->
1194<div class="tablewraphbondslong"><a id="hydrogen-bondgeometry1" name="hydrogen-bondgeometry1"/> <span class="heading3">Hydrogen-bond geometry (�, �)</span>
1195<!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
1196<table style="table-layout:fixed" width="100%" summary="" class="tabledata">
1197<colgroup span="5">
1198<col width="40%"/>
1199<col width="15%"/>
1200<col width="15%"/>
1201<col width="15%"/>
1202<col width="15%"/></colgroup>
1203
1204<tr>
1205<td width="40%" class="tabledata">
1206<i>D</i>-H���<i>A</i></td>
1207<td width="15%" class="tabledata"><i>D</i>-H</td>
1208<td width="15%" class="tabledata">H���<i>A</i></td>
1209<td width="15%" class="tabledata">
1210<i>D</i>���<i>A</i></td>
1211<td width="15%" class="tabledata">
1212<i>D</i>-H���<i>A</i></td>
1213</tr>
1214
1215<tr>
1216<td width="40%" class="tabledata">C7-H7���I1</td>
1217<td width="15%" class="tabledata">0.93�(3)</td>
1218<td width="15%" class="tabledata">2.87�(3)</td>
1219<td width="15%" class="tabledata">3.3880�(18)</td>
1220<td width="15%" class="tabledata">116�(2)</td>
1221</tr>
1222</table>
1223</div>
1224
1225<!-- endtablewraphbondslongdiv --><!-- endcoord --><!-- endadp -->
1226<!-- startgeom --><!-- endgeom -->
1227<div class="tablewraphbondsshort"><a id="hydrogen-bondgeometry1" name="hydrogen-bondgeometry1"/> <span class="heading3"><span class="tablenum"><b>Table 1</b></span><br/>
1228Hydrogen-bond geometry (�, �)</span>
1229<!-- endheading3span --> <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
1230<table style="table-layout:fixed" width="100%" summary="" class="tabledata">
1231<colgroup span="5">
1232<col width="40%"/>
1233<col width="15%"/>
1234<col width="15%"/>
1235<col width="15%"/>
1236<col width="15%"/></colgroup>
1237
1238<tr>
1239<td width="40%" class="tabledata">
1240<i>D</i>-H���<i>A</i></td>
1241<td width="15%" class="tabledata"><i>D</i>-H</td>
1242<td width="15%" class="tabledata">H���<i>A</i></td>
1243<td width="15%" class="tabledata">
1244<i>D</i>���<i>A</i></td>
1245<td width="15%" class="tabledata">
1246<i>D</i>-H���<i>A</i></td>
1247</tr>
1248
1249<tr>
1250<td width="40%" class="tabledata">C7-H7���I1</td>
1251<td width="15%" class="tabledata">0.93�(3)</td>
1252<td width="15%" class="tabledata">2.87�(3)</td>
1253<td width="15%" class="tabledata">3.3880�(18)</td>
1254<td width="15%" class="tabledata">116�(2)</td>
1255</tr>
1256</table>
1257</div>
1258
1259<!-- endtablewraphbondsshortdiv -->
1260</div>
1261
1262<!-- enddatablockdiv --><a id="extratables" name="extratables"/>
1263
1264
1265<div class="acknowledgements"><a id="acknowledgements" name="acknowledgements"/> 
1266
1267<div class="heading2">Acknowledgements <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
1268</div>
1269
1270<!-- endheading2div -->
1271<p>HKF and RK thank the Malaysian Government and Universiti Sains
1272Malaysia for the Science Fund grant No. 305/PFIZIK/613312. RK
1273thanks Universiti Sains Malaysia for a post-doctoral research
1274fellowship.</p>
1275</div>
1276
1277<!-- endacknowledgementsdiv -->
1278<div class="references"><a id="references" name="references"/><a class="buttons" title="link to reference list" href="./at2623bdy.html#References">references</a></div>
1279
1280<!-- endreferencesdiv -->
1281<div class="publreferences"><a id="publreferences" name="publreferences"/> 
1282
1283<div class="heading2">References <span class="toplink"><a class="buttons" href="#top">top</a></span><!-- endtoplinkspan -->
1284</div>
1285
1286<!-- endheading2div -->
1287<p>Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A.
1288G. &amp; Taylor, R. (1987). <i>J. Chem. Soc. Perkin Trans. 2</i>,
1289pp. S1-S19.<br/>
1290<br/>
1291Bernstein, J., Davis, R. E., Shimoni, L. &amp; Chamg, N.-L. (1995).
1292<i>Angew. Chem. Int. Ed. Engl.</i> <b>34</b>, 1555-1573.<br/>
1293<br/>
1294Brammer, L., Bruton, E. A. &amp; Sherwood, P. (2001). <i>Cryst.
1295Growth Des.</i> <b>1</b>, 277-290.<br/>
1296<br/>
1297Bruker (2005). <i>APEX2</i>, <i>SAINT</i> and <i>SADABS</i>. Bruker
1298AXS Inc., Madison, Wisconsin, USA.<br/>
1299<br/>
1300Calligaris, M. &amp; Randaccio, L. (1987). <i>Comprehensive
1301Coordination Chemistry</i>, Vol. 2, edited by G. Wilkinson, pp.
1302715-738. London: Pergamon.<br/>
1303<br/>
1304Fun, H.-K., Kargar, H. &amp; Kia, R. (2008). <i>Acta Cryst.</i>
1305E<b>64</b>, o1308.<br/>
1306<br/>
1307Fun, H.-K., Kia, R. &amp; Kargar, H. (2008). <i>Acta Cryst.</i>
1308E<b>64</b>, o1335.<br/>
1309<br/>
1310Fun, H.-K., Mirkhani, V., Kia, R. &amp; Vartooni, A. R. (2008).
1311<i>Acta Cryst.</i> E<b>64</b>, o1471.<br/>
1312<br/>
1313Hou, B., Friedman, N., Ruhman, S., Sheves, M. &amp; Ottolenghi, M.
1314(2001). <i>J. Phys. Chem. B</i>, <b>105</b>, 7042-7048.<br/>
1315<br/>
1316Lommerse, J. P. M., Stone, A. J., Taylor, R. &amp; Allen, F. H.
1317(1996). <i>J. Am. Chem. Soc.</i> <b>118</b>, 3108-3116.<br/>
1318<br/>
1319Pal, S., Barik, A. K., Gupta, S., Hazra, A., Kar, S. K., Peng,
1320S.-M., Lee, G.-H., Butcher, R. J., El Fallah, M. S. &amp; Ribas, J.
1321(2005). <i>Inorg. Chem.</i> <b>44</b>, 3880-3889.<br/>
1322<br/>
1323Ren, S., Wang, R., Komatsu, K., Bonaz-Krause, P., Zyrianov, Y.,
1324McKenna, C. E., Csipke, C., Tokes, Z. A. &amp; Lien, E. J. (2002).
1325<i>J. Med. Chem.</i> <b>45</b>, 410-419.<br/>
1326<br/>
1327Sheldrick, G. M. (2008). <i>Acta Cryst.</i> A<b>64</b>,
1328112-122.<br/>
1329<br/>
1330Spek, A. L. (2003). <i>J. Appl. Cryst.</i> <b>36</b>, 7-13.<br/>
1331<br/>
1332</p>
1333</div>
1334
1335<!-- endpublreferencesdiv -->
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1347<br/>
1348<br/>
1349<br/>
1350<br/>
1351<br/>
1352<br/>
1353<br/>
1354<br/>
1355<br/>
1356<br/>
1357<br/>
1358<br/>
1359<br/>
1360<br/>
1361<br/>
1362<br/>
1363<br/>
1364<br/>
1365<br/>
1366<br/>
1367<br/>
1368<br/>
1369<br/>
1370<br/>
1371<br/>
1372<br/>
1373<br/>
1374<br/>
1375<br/>
1376<br/>
1377<br/>
1378<br/>
1379<br/>
1380<br/>
1381</body>
1382</html>