data_comp_list
loop_
  _chem_comp.id
  _chem_comp.three_letter_code
  _chem_comp.name
  _chem_comp.group
  _chem_comp.number_atoms_all
  _chem_comp.number_atoms_nh
  _chem_comp.desc_level
  _chem_comp.initial_date
  _chem_comp.modified_date
  _chem_comp.source
  PL9  PL9  2,3-dimethyl-5-(3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22,26,30,34-nonaen-1-yl)cyclohexa-2,5-diene-1,4-dione  ligand  135  55  .  2013-04-15  2013-04-15
;
  electronic Ligand Builder and Optimisation Workbench (eLBOW)
    - a module of PHENIX version 1.8.2-1309 (Mon Feb 27 06:16:00 2013)
    - file written: Mon Apr  8 15:01:41 2013
    Inital geometry file: /Users/nat/data/PSII/ligands/PL9_3arc_D712.pdb
    Quantum optimisation: True
    Method: uhf
    SMILES string: CC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCC1=CC(=O)C(=C(C)C1=O)C

  Neutron distances added
  Dihedral restraints filtered
;

data_comp_PL9
loop_
  _chem_comp_atom.comp_id
  _chem_comp_atom.atom_id
  _chem_comp_atom.type_symbol
  _chem_comp_atom.type_energy
  _chem_comp_atom.partial_charge
  _chem_comp_atom.x
  _chem_comp_atom.y
  _chem_comp_atom.z
  PL9  C2    C  CR16  -0.170  -0.1022   0.1779    0.0382
  PL9  C3    C  CR6   -0.075   1.2653   0.1343    0.0160
  PL9  C4    C  CR6    0.305   2.0139   0.1248    1.2540
  PL9  C5    C  CR6   -0.088   1.2738   0.2463    2.5020
  PL9  C6    C  CR6   -0.078  -0.1011   0.3530    2.5035
  PL9  C1    C  CR6    0.293  -0.8304   0.3456    1.2559
  PL9  C7    C  CH2   -0.065   1.9441  -0.0020   -1.2828
  PL9  C8    C  C1    -0.161   1.9104   1.2016   -2.1632
  PL9  C9    C  C     -0.057   3.0219   1.8135   -2.5852
  PL9  C10   C  CH3   -0.140   4.3627   1.5166   -2.0493
  PL9  C11   C  CH2   -0.100   2.8919   3.0107   -3.4605
  PL9  C12   C  CH2   -0.069   3.4744   2.6964   -4.8490
  PL9  C13   C  C1    -0.165   3.0704   3.8130   -5.7403
  PL9  C14   C  C     -0.074   3.3131   3.8170   -7.0512
  PL9  C15   C  CH3   -0.135   3.9980   2.6914   -7.7293
  PL9  C16   C  CH2   -0.085   2.9044   4.9295   -7.9478
  PL9  C17   C  CH2   -0.082   2.3721   6.1669   -7.2194
  PL9  C18   C  C1    -0.159   1.9224   7.1911   -8.2233
  PL9  C19   C  C     -0.069   2.6591   8.2002   -8.7092
  PL9  C20   C  CH3   -0.131   4.0942   8.3196   -8.4094
  PL9  C21   C  CH2   -0.090   2.0298   9.1584   -9.6628
  PL9  C22   C  CH2   -0.077   2.2675  10.6331   -9.2768
  PL9  C23   C  C1    -0.154   1.5381  11.4820  -10.2662
  PL9  C24   C  C     -0.075   1.2641  12.7655  -10.0143
  PL9  C25   C  CH3   -0.126   1.5863  13.4419   -8.7478
  PL9  C26   C  CH2   -0.087   0.5732  13.5613  -11.0559
  PL9  C27   C  CH2   -0.083   1.5128  14.6452  -11.5995
  PL9  C28   C  C1    -0.146   2.5420  14.0056  -12.4486
  PL9  C29   C  C     -0.078   3.8351  14.2801  -12.2970
  PL9  C30   C  CH3   -0.135   4.3170  15.2168  -11.2558
  PL9  C31   C  CH2   -0.087   4.8986  13.7047  -13.1475
  PL9  C32   C  CH2   -0.086   4.3845  12.6190  -14.0955
  PL9  C33   C  C1    -0.156   5.5781  12.1778  -14.8689
  PL9  C34   C  C     -0.084   5.5212  11.8263  -16.1507
  PL9  C35   C  CH3   -0.125   4.3039  11.8966  -16.9719
  PL9  C36   C  CH2   -0.087   6.7917  11.4391  -16.8077
  PL9  C37   C  CH2   -0.085   6.7529   9.9559  -17.1569
  PL9  C38   C  C1    -0.159   7.9120   9.7146  -18.0722
  PL9  C39   C  C     -0.082   9.0334   9.1389  -17.6640
  PL9  C40   C  CH3   -0.127   9.2453   8.8150  -16.2392
  PL9  C41   C  CH2   -0.083  10.1194   8.9190  -18.6536
  PL9  C42   C  CH2   -0.079  10.2182   7.4239  -18.9530
  PL9  C43   C  C1    -0.163  11.5796   7.1303  -19.4781
  PL9  C44   C  C     -0.073  11.7982   6.6214  -20.6843
  PL9  C45   C  CH3   -0.136  10.7079   6.3819  -21.6592
  PL9  C46   C  CH2   -0.085  13.1492   6.2546  -21.1685
  PL9  C47   C  CH2   -0.088  14.2237   6.4525  -20.1011
  PL9  C48   C  C1    -0.161  15.4019   5.6634  -20.5539
  PL9  C49   C  C     -0.073  16.5626   6.2214  -20.8700
  PL9  C50   C  CH3   -0.137  17.6850   5.3213  -21.2146
  PL9  C51   C  CH3   -0.127  16.8199   7.6690  -20.8979
  PL9  C52   C  CH3   -0.148   2.0555   0.4350    3.7322
  PL9  C53   C  CH3   -0.152  -0.8932   0.5303    3.7171
  PL9  O1    O  O     -0.289   3.2490   0.1854    1.1896
  PL9  O2    O  O     -0.296  -2.0679   0.4680    1.1637
  PL9  HC2   H  HCR6   0.134  -0.6696   0.1756   -0.8526
  PL9  HC71  H  HCH2   0.074   1.5006  -0.8356   -1.8520
  PL9  HC72  H  HCH2   0.088   2.9700  -0.3185   -1.1217
  PL9  HC8   H  H      0.100   0.9732   1.5781   -2.4576
  PL9  H101  H  HCH3   0.061   5.1262   2.1924   -2.4286
  PL9  H102  H  HCH3   0.078   4.3792   1.6045   -0.9599
  PL9  H103  H  HCH3   0.064   4.6570   0.4936   -2.2945
  PL9  H111  H  HCH2   0.065   3.4307   3.8606   -3.0391
  PL9  H112  H  HCH2   0.065   1.8603   3.3195   -3.5617
  PL9  H121  H  HCH2   0.065   4.5480   2.6232   -4.7604
  PL9  H122  H  HCH2   0.068   3.0924   1.7444   -5.1698
  PL9  H13   H  H      0.102   2.5813   4.6351   -5.3166
  PL9  H151  H  HCH3   0.060   3.4566   1.7476   -7.5955
  PL9  H152  H  HCH3   0.058   4.1216   2.8308   -8.8029
  PL9  H153  H  HCH3   0.059   4.9991   2.5202   -7.3146
  PL9  H161  H  HCH2   0.067   2.1215   4.5830   -8.6207
  PL9  H162  H  HCH2   0.067   3.7245   5.2738   -8.5709
  PL9  H171  H  HCH2   0.066   3.0956   6.5267   -6.5030
  PL9  H172  H  HCH2   0.055   1.5034   5.8446   -6.6371
  PL9  H18   H  H      0.091   0.8953   7.1474   -8.4634
  PL9  H201  H  HCH3   0.063   4.6424   7.3953   -8.6026
  PL9  H202  H  HCH3   0.058   4.5768   9.1030   -8.9917
  PL9  H203  H  HCH3   0.061   4.2432   8.5609   -7.3530
  PL9  H211  H  HCH2   0.064   0.9622   9.0124   -9.7428
  PL9  H212  H  HCH2   0.062   2.4307   9.0226  -10.6684
  PL9  H221  H  HCH2   0.066   1.9252  10.7934   -8.2718
  PL9  H222  H  HCH2   0.065   3.3277  10.8386   -9.3150
  PL9  H23   H  H      0.100   1.3015  11.0914  -11.2107
  PL9  H251  H  HCH3   0.057   1.2795  14.4879   -8.7277
  PL9  H252  H  HCH3   0.060   1.0749  12.9590   -7.9129
  PL9  H253  H  HCH3   0.061   2.6569  13.3999   -8.5424
  PL9  H261  H  HCH2   0.063   0.1672  12.9893  -11.8822
  PL9  H262  H  HCH2   0.053  -0.3028  14.0868  -10.6410
  PL9  H271  H  HCH2   0.069   1.8809  15.2434  -10.7831
  PL9  H272  H  HCH2   0.054   0.9115  15.3244  -12.2158
  PL9  H28   H  H      0.101   2.2178  13.3546  -13.2005
  PL9  H301  H  HCH3   0.058   3.6881  16.1136  -11.2065
  PL9  H302  H  HCH3   0.056   5.3375  15.5558  -11.4180
  PL9  H303  H  HCH3   0.061   4.2747  14.7581  -10.2632
  PL9  H311  H  HCH2   0.067   5.3626  14.4724  -13.7632
  PL9  H312  H  HCH2   0.064   5.6945  13.2743  -12.5404
  PL9  H321  H  HCH2   0.066   4.0099  11.7958  -13.4983
  PL9  H322  H  HCH2   0.070   3.5861  12.9953  -14.7062
  PL9  H33   H  H      0.098   6.4903  12.1015  -14.3503
  PL9  H351  H  HCH3   0.059   4.4822  11.6222  -18.0098
  PL9  H352  H  HCH3   0.060   3.5425  11.2226  -16.5771
  PL9  H353  H  HCH3   0.062   3.8802  12.9025  -16.9696
  PL9  H361  H  HCH2   0.062   7.6547  11.5959  -16.1697
  PL9  H362  H  HCH2   0.066   6.9690  11.9949  -17.7260
  PL9  H371  H  HCH2   0.061   5.8262   9.7396  -17.6711
  PL9  H372  H  HCH2   0.066   6.7808   9.3597  -16.2585
  PL9  H38   H  H      0.096   7.7872   9.9882  -19.0801
  PL9  H401  H  HCH3   0.062   8.4820   8.1071  -15.8998
  PL9  H402  H  HCH3   0.059  10.2244   8.3974  -16.0470
  PL9  H403  H  HCH3   0.061   9.1396   9.7078  -15.6170
  PL9  H411  H  HCH2   0.060   9.9090   9.4246  -19.5921
  PL9  H412  H  HCH2   0.067  11.0783   9.2918  -18.3105
  PL9  H421  H  HCH2   0.062  10.0591   6.8895  -18.0240
  PL9  H422  H  HCH2   0.064   9.4330   7.1343  -19.6303
  PL9  H43   H  H      0.100  12.3865   7.2400  -18.8118
  PL9  H451  H  HCH3   0.058  11.0370   5.9064  -22.5798
  PL9  H452  H  HCH3   0.060  10.2156   7.3191  -21.9389
  PL9  H453  H  HCH3   0.060   9.9266   5.7437  -21.2336
  PL9  H461  H  HCH2   0.069  13.1843   5.2212  -21.5041
  PL9  H462  H  HCH2   0.065  13.4328   6.8687  -22.0193
  PL9  H471  H  HCH2   0.065  13.8608   6.0516  -19.1620
  PL9  H472  H  HCH2   0.066  14.4413   7.4975  -19.9556
  PL9  H48   H  H      0.098  15.3083   4.6144  -20.5507
  PL9  H501  H  HCH3   0.059  18.6333   5.6654  -20.7953
  PL9  H502  H  HCH3   0.060  17.8150   5.2523  -22.2985
  PL9  H503  H  HCH3   0.057  17.5219   4.3069  -20.8485
  PL9  H511  H  HCH3   0.059  17.8514   7.9075  -21.1470
  PL9  H512  H  HCH3   0.062  16.1761   8.1527  -21.6313
  PL9  H513  H  HCH3   0.062  16.6032   8.1084  -19.9232
  PL9  H521  H  HCH3   0.085   3.1590   0.3837    3.5924
  PL9  H522  H  HCH3   0.075   1.9154   1.4080    4.2200
  PL9  H523  H  HCH3   0.073   1.8726  -0.3120    4.5140
  PL9  H531  H  HCH3   0.075  -0.6970   1.4687    4.2444
  PL9  H532  H  HCH3   0.089  -1.9924   0.5622    3.5420
  PL9  H533  H  HCH3   0.075  -0.7768  -0.2673    4.4538

loop_
  _chem_comp_bond.comp_id
  _chem_comp_bond.atom_id_1
  _chem_comp_bond.atom_id_2
  _chem_comp_bond.type
  _chem_comp_bond.value_dist
  _chem_comp_bond.value_dist_esd
  _chem_comp_bond.value_dist_neutron
  PL9  C2   C3    double  1.368  0.023  1.368
  PL9  C2   C1    single  1.429  0.035  1.429
  PL9  C2   HC2   single  1.056  0.039  1.080
  PL9  C3   C4    single  1.447  0.038  1.447
  PL9  C3   C7    single  1.472  0.036  1.472
  PL9  C4   C5    single  1.456  0.037  1.456
  PL9  C4   O1    double  1.238  0.026  1.238
  PL9  C5   C6    double  1.379  0.026  1.379
  PL9  C5   C52   single  1.470  0.035  1.470
  PL9  C6   C1    single  1.445  0.036  1.445
  PL9  C6   C53   single  1.460  0.035  1.460
  PL9  C1   O2    double  1.247  0.025  1.247
  PL9  C7   C8    single  1.492  0.033  1.492
  PL9  C7   HC71  single  1.103  0.040  1.090
  PL9  C7   HC72  single  1.086  0.039  1.090
  PL9  C8   C9    double  1.337  0.026  1.337
  PL9  C8   HC8   single  1.052  0.039  1.080
  PL9  C9   C10   single  1.474  0.033  1.474
  PL9  C9   C11   single  1.489  0.034  1.489
  PL9  C10  H101  single  1.088  0.038  1.090
  PL9  C10  H102  single  1.093  0.039  1.090
  PL9  C10  H103  single  1.092  0.039  1.090
  PL9  C11  C12   single  1.538  0.033  1.538
  PL9  C11  H111  single  1.091  0.040  1.090
  PL9  C11  H112  single  1.082  0.040  1.090
  PL9  C12  C13   single  1.485  0.033  1.485
  PL9  C12  H121  single  1.080  0.040  1.090
  PL9  C12  H122  single  1.075  0.039  1.090
  PL9  C13  C14   double  1.333  0.025  1.333
  PL9  C13  H13   single  1.046  0.039  1.080
  PL9  C14  C15   single  1.482  0.033  1.482
  PL9  C14  C16   single  1.486  0.035  1.486
  PL9  C15  H151  single  1.096  0.039  1.090
  PL9  C15  H152  single  1.090  0.038  1.090
  PL9  C15  H153  single  1.097  0.039  1.090
  PL9  C16  C17   single  1.531  0.034  1.531
  PL9  C16  H161  single  1.089  0.040  1.090
  PL9  C16  H162  single  1.086  0.040  1.090
  PL9  C17  C18   single  1.503  0.033  1.503
  PL9  C17  H171  single  1.080  0.039  1.090
  PL9  C17  H172  single  1.094  0.040  1.090
  PL9  C18  C19   double  1.341  0.026  1.341
  PL9  C18  H18   single  1.056  0.040  1.080
  PL9  C19  C20   single  1.471  0.033  1.471
  PL9  C19  C21   single  1.491  0.036  1.491
  PL9  C20  H201  single  1.092  0.039  1.090
  PL9  C20  H202  single  1.089  0.038  1.090
  PL9  C20  H203  single  1.094  0.039  1.090
  PL9  C21  C22   single  1.543  0.034  1.543
  PL9  C21  H211  single  1.081  0.040  1.090
  PL9  C21  H212  single  1.091  0.040  1.090
  PL9  C22  C23   single  1.494  0.033  1.494
  PL9  C22  H221  single  1.074  0.039  1.090
  PL9  C22  H222  single  1.081  0.040  1.090
  PL9  C23  C24   double  1.336  0.026  1.336
  PL9  C23  H23   single  1.049  0.040  1.080
  PL9  C24  C25   single  1.471  0.033  1.471
  PL9  C24  C26   single  1.482  0.035  1.482
  PL9  C25  H251  single  1.090  0.038  1.090
  PL9  C25  H252  single  1.092  0.039  1.090
  PL9  C25  H253  single  1.091  0.039  1.090
  PL9  C26  C27   single  1.534  0.033  1.534
  PL9  C26  H261  single  1.084  0.040  1.090
  PL9  C26  H262  single  1.103  0.040  1.090
  PL9  C27  C28   single  1.480  0.033  1.480
  PL9  C27  H271  single  1.077  0.039  1.090
  PL9  C27  H272  single  1.097  0.040  1.090
  PL9  C28  C29   double  1.331  0.025  1.331
  PL9  C28  H28   single  1.046  0.039  1.080
  PL9  C29  C30   single  1.481  0.033  1.481
  PL9  C29  C31   single  1.478  0.034  1.478
  PL9  C30  H301  single  1.096  0.039  1.090
  PL9  C30  H302  single  1.088  0.038  1.090
  PL9  C30  H303  single  1.094  0.039  1.090
  PL9  C31  C32   single  1.530  0.034  1.530
  PL9  C31  H311  single  1.088  0.040  1.090
  PL9  C31  H312  single  1.090  0.040  1.090
  PL9  C32  C33   single  1.489  0.032  1.489
  PL9  C32  H321  single  1.084  0.040  1.090
  PL9  C32  H322  single  1.073  0.039  1.090
  PL9  C33  C34   double  1.330  0.025  1.330
  PL9  C33  H33   single  1.052  0.040  1.080
  PL9  C34  C35   single  1.470  0.032  1.470
  PL9  C34  C36   single  1.482  0.034  1.482
  PL9  C35  H351  single  1.088  0.038  1.090
  PL9  C35  H352  single  1.091  0.038  1.090
  PL9  C35  H353  single  1.092  0.039  1.090
  PL9  C36  C37   single  1.524  0.033  1.524
  PL9  C36  H361  single  1.085  0.040  1.090
  PL9  C36  H362  single  1.088  0.039  1.090
  PL9  C37  C38   single  1.496  0.032  1.496
  PL9  C37  H371  single  1.082  0.039  1.090
  PL9  C37  H372  single  1.079  0.039  1.090
  PL9  C38  C39   double  1.325  0.026  1.325
  PL9  C38  H38   single  1.052  0.039  1.080
  PL9  C39  C40   single  1.476  0.032  1.476
  PL9  C39  C41   single  1.486  0.034  1.486
  PL9  C40  H401  single  1.095  0.039  1.090
  PL9  C40  H402  single  1.082  0.038  1.090
  PL9  C40  H403  single  1.093  0.039  1.090
  PL9  C41  C42   single  1.528  0.034  1.528
  PL9  C41  H411  single  1.087  0.040  1.090
  PL9  C41  H412  single  1.085  0.039  1.090
  PL9  C42  C43   single  1.488  0.032  1.488
  PL9  C42  H421  single  1.083  0.040  1.090
  PL9  C42  H422  single  1.077  0.039  1.090
  PL9  C43  C44   double  1.327  0.026  1.327
  PL9  C43  H43   single  1.052  0.040  1.080
  PL9  C44  C45   single  1.482  0.033  1.482
  PL9  C44  C46   single  1.481  0.034  1.481
  PL9  C45  H451  single  1.087  0.038  1.090
  PL9  C45  H452  single  1.095  0.039  1.090
  PL9  C45  H453  single  1.095  0.039  1.090
  PL9  C46  C47   single  1.527  0.034  1.527
  PL9  C46  H461  single  1.087  0.039  1.090
  PL9  C46  H462  single  1.087  0.040  1.090
  PL9  C47  C48   single  1.489  0.032  1.489
  PL9  C47  H471  single  1.084  0.040  1.090
  PL9  C47  H472  single  1.077  0.039  1.090
  PL9  C48  C49   double  1.326  0.025  1.326
  PL9  C48  H48   single  1.053  0.039  1.080
  PL9  C49  C50   single  1.479  0.033  1.479
  PL9  C49  C51   single  1.471  0.032  1.471
  PL9  C50  H501  single  1.093  0.038  1.090
  PL9  C50  H502  single  1.094  0.038  1.090
  PL9  C50  H503  single  1.091  0.039  1.090
  PL9  C51  H511  single  1.088  0.038  1.090
  PL9  C51  H512  single  1.089  0.038  1.090
  PL9  C51  H513  single  1.091  0.039  1.090
  PL9  C52  H521  single  1.113  0.038  1.090
  PL9  C52  H522  single  1.097  0.039  1.090
  PL9  C52  H523  single  1.097  0.039  1.090
  PL9  C53  H531  single  1.094  0.039  1.090
  PL9  C53  H532  single  1.114  0.038  1.090
  PL9  C53  H533  single  1.092  0.039  1.090

loop_
  _chem_comp_angle.comp_id
  _chem_comp_angle.atom_id_1
  _chem_comp_angle.atom_id_2
  _chem_comp_angle.atom_id_3
  _chem_comp_angle.value_angle
  _chem_comp_angle.value_angle_esd
  PL9  HC2   C2   C1    116.44  2.344
  PL9  HC2   C2   C3    121.54  2.394
  PL9  C1    C2   C3    121.80  2.280
  PL9  C7    C3   C4    121.05  2.230
  PL9  C7    C3   C2    118.57  2.547
  PL9  C4    C3   C2    120.23  2.334
  PL9  O1    C4   C5    123.20  2.376
  PL9  O1    C4   C3    118.12  2.274
  PL9  C5    C4   C3    118.03  2.259
  PL9  C52   C5   C6    121.30  2.306
  PL9  C52   C5   C4    117.25  2.305
  PL9  C6    C5   C4    120.94  2.278
  PL9  C53   C6   C1    116.39  2.240
  PL9  C53   C6   C5    123.45  2.265
  PL9  C1    C6   C5    120.12  2.356
  PL9  O2    C1   C6    124.34  2.227
  PL9  O2    C1   C2    117.02  2.323
  PL9  C6    C1   C2    118.63  2.377
  PL9  HC72  C7   HC71  103.67  2.987
  PL9  HC72  C7   C8    110.13  2.309
  PL9  HC71  C7   C8    107.23  2.361
  PL9  HC72  C7   C3    109.38  2.298
  PL9  HC71  C7   C3    109.88  2.346
  PL9  C8    C7   C3    115.83  2.285
  PL9  HC8   C8   C9    119.24  2.279
  PL9  HC8   C8   C7    118.30  2.297
  PL9  C9    C8   C7    122.46  2.277
  PL9  C11   C9   C10   117.07  2.323
  PL9  C11   C9   C8    118.75  2.269
  PL9  C10   C9   C8    123.31  2.229
  PL9  H103  C10  H102  107.16  2.988
  PL9  H103  C10  H101  108.32  2.984
  PL9  H102  C10  H101  106.68  2.980
  PL9  H103  C10  C9    110.61  2.254
  PL9  H102  C10  C9    111.09  2.325
  PL9  H101  C10  C9    112.74  2.350
  PL9  H112  C11  H111  106.54  2.961
  PL9  H112  C11  C12   109.58  2.319
  PL9  H111  C11  C12   108.71  2.358
  PL9  H112  C11  C9    111.58  2.360
  PL9  H111  C11  C9    110.87  2.289
  PL9  C12   C11  C9    109.47  2.271
  PL9  H122  C12  H121  108.54  2.937
  PL9  H122  C12  C13   112.97  2.504
  PL9  H121  C12  C13   111.76  2.264
  PL9  H122  C12  C11   108.41  2.297
  PL9  H121  C12  C11   108.44  2.276
  PL9  C13   C12  C11   106.57  2.253
  PL9  H13   C13  C14   118.75  2.327
  PL9  H13   C13  C12   118.36  2.272
  PL9  C14   C13  C12   122.88  2.242
  PL9  C16   C14  C15   114.81  2.670
  PL9  C16   C14  C13   123.05  2.356
  PL9  C15   C14  C13   122.13  2.312
  PL9  H153  C15  H152  106.79  2.982
  PL9  H153  C15  H151  105.68  2.985
  PL9  H152  C15  H151  106.65  2.981
  PL9  H153  C15  C14   111.55  2.726
  PL9  H152  C15  C14   113.96  2.702
  PL9  H151  C15  C14   111.70  2.601
  PL9  H162  C16  H161  106.82  2.972
  PL9  H162  C16  C17   106.21  2.644
  PL9  H161  C16  C17   107.52  2.699
  PL9  H162  C16  C14   112.08  2.672
  PL9  H161  C16  C14   109.41  2.666
  PL9  C17   C16  C14   114.42  2.680
  PL9  H172  C17  H171  106.08  2.961
  PL9  H172  C17  C18   108.57  2.721
  PL9  H171  C17  C18   114.61  2.671
  PL9  H172  C17  C16   106.92  2.701
  PL9  H171  C17  C16   110.60  2.703
  PL9  C18   C17  C16   109.69  2.716
  PL9  H18   C18  C19   118.91  2.708
  PL9  H18   C18  C17   114.51  2.667
  PL9  C19   C18  C17   126.20  2.671
  PL9  C21   C19  C20   119.33  2.704
  PL9  C21   C19  C18   118.92  2.702
  PL9  C20   C19  C18   121.56  2.710
  PL9  H203  C20  H202  107.30  2.983
  PL9  H203  C20  H201  106.82  2.983
  PL9  H202  C20  H201  106.97  2.983
  PL9  H203  C20  C19   110.34  2.661
  PL9  H202  C20  C19   112.45  2.672
  PL9  H201  C20  C19   112.65  2.696
  PL9  H212  C21  H211  106.14  2.967
  PL9  H212  C21  C22   107.03  2.673
  PL9  H211  C21  C22   107.45  2.676
  PL9  H212  C21  C19   110.76  2.719
  PL9  H211  C21  C19   112.18  2.710
  PL9  C22   C21  C19   112.91  2.672
  PL9  H222  C22  H221  108.51  2.937
  PL9  H222  C22  C23   110.34  2.693
  PL9  H221  C22  C23   112.29  2.701
  PL9  H222  C22  C21   108.91  2.664
  PL9  H221  C22  C21   109.13  2.660
  PL9  C23   C22  C21   107.59  2.706
  PL9  H23   C23  C24   118.76  2.664
  PL9  H23   C23  C22   119.66  2.711
  PL9  C24   C23  C22   121.40  2.696
  PL9  C26   C24  C25   117.40  2.659
  PL9  C26   C24  C23   118.61  2.673
  PL9  C25   C24  C23   123.98  2.662
  PL9  H253  C25  H252  107.38  2.984
  PL9  H253  C25  H251  108.04  2.993
  PL9  H252  C25  H251  106.17  2.996
  PL9  H253  C25  C24   111.05  2.704
  PL9  H252  C25  C24   110.63  2.706
  PL9  H251  C25  C24   113.28  2.671
  PL9  H262  C26  H261  103.93  2.984
  PL9  H262  C26  C27   106.45  2.690
  PL9  H261  C26  C27   109.40  2.697
  PL9  H262  C26  C24   111.21  2.661
  PL9  H261  C26  C24   115.28  2.696
  PL9  C27   C26  C24   110.06  2.702
  PL9  H272  C27  H271  105.63  2.964
  PL9  H272  C27  C28   109.06  2.657
  PL9  H271  C27  C28   115.93  2.666
  PL9  H272  C27  C26   107.51  2.698
  PL9  H271  C27  C26   109.46  2.666
  PL9  C28   C27  C26   108.90  2.661
  PL9  H28   C28  C29   120.76  2.698
  PL9  H28   C28  C27   117.77  2.676
  PL9  C29   C28  C27   121.43  2.690
  PL9  C31   C29  C30   114.61  2.700
  PL9  C31   C29  C28   123.60  2.706
  PL9  C30   C29  C28   121.78  2.667
  PL9  H303  C30  H302  107.58  2.981
  PL9  H303  C30  H301  106.25  2.984
  PL9  H302  C30  H301  106.86  2.981
  PL9  H303  C30  C29   111.10  2.677
  PL9  H302  C30  C29   113.43  2.699
  PL9  H301  C30  C29   111.24  2.697
  PL9  H312  C31  H311  106.41  2.972
  PL9  H312  C31  C32   108.08  2.665
  PL9  H311  C31  C32   107.06  2.673
  PL9  H312  C31  C29   111.01  2.668
  PL9  H311  C31  C29   110.96  2.668
  PL9  C32   C31  C29   113.01  2.664
  PL9  H322  C32  H321  108.83  2.938
  PL9  H322  C32  C33   113.87  2.661
  PL9  H321  C32  C33   109.77  2.658
  PL9  H322  C32  C31   110.71  2.697
  PL9  H321  C32  C31   108.28  2.701
  PL9  C33   C32  C31   105.22  2.704
  PL9  H33   C33  C34   119.54  2.699
  PL9  H33   C33  C32   117.41  2.671
  PL9  C34   C33  C32   122.98  2.667
  PL9  C36   C34  C35   118.34  2.449
  PL9  C36   C34  C33   117.36  2.687
  PL9  C35   C34  C33   124.13  2.661
  PL9  H353  C35  H352  107.32  2.983
  PL9  H353  C35  H351  107.34  2.980
  PL9  H352  C35  H351  107.69  2.981
  PL9  H353  C35  C34   111.36  2.673
  PL9  H352  C35  C34   110.26  2.695
  PL9  H351  C35  C34   112.65  2.773
  PL9  H362  C36  H361  107.04  2.969
  PL9  H362  C36  C37   107.93  2.420
  PL9  H361  C36  C37   107.20  2.677
  PL9  H362  C36  C34   112.37  2.237
  PL9  H361  C36  C34   112.56  2.395
  PL9  C37   C36  C34   109.51  2.691
  PL9  H372  C37  H371  107.91  2.945
  PL9  H372  C37  C38   113.59  2.399
  PL9  H371  C37  C38   109.92  2.590
  PL9  H372  C37  C36   110.27  2.367
  PL9  H371  C37  C36   108.99  2.303
  PL9  C38   C37  C36   106.10  2.464
  PL9  H38   C38  C39   120.57  2.684
  PL9  H38   C38  C37   116.89  2.688
  PL9  C39   C38  C37   122.50  2.692
  PL9  C41   C39  C40   120.36  2.689
  PL9  C41   C39  C38   118.54  2.702
  PL9  C40   C39  C38   120.93  2.700
  PL9  H403  C40  H402  107.56  2.995
  PL9  H403  C40  H401  106.50  2.985
  PL9  H402  C40  H401  109.04  2.988
  PL9  H403  C40  C39   110.87  2.390
  PL9  H402  C40  C39   112.71  2.595
  PL9  H401  C40  C39   109.93  2.678
  PL9  H412  C41  H411  106.53  2.967
  PL9  H412  C41  C42   109.95  2.683
  PL9  H411  C41  C42   107.37  2.706
  PL9  H412  C41  C39   112.63  2.695
  PL9  H411  C41  C39   111.40  2.703
  PL9  C42   C41  C39   108.82  2.703
  PL9  H422  C42  H421  107.44  2.943
  PL9  H422  C42  C43   113.08  2.700
  PL9  H421  C42  C43   109.84  2.387
  PL9  H422  C42  C41   109.84  2.706
  PL9  H421  C42  C41   107.77  2.386
  PL9  C43   C42  C41   108.74  2.594
  PL9  H43   C43  C44   119.29  2.698
  PL9  H43   C43  C42   117.22  2.593
  PL9  C44   C43  C42   123.15  2.695
  PL9  C46   C44  C45   114.57  2.586
  PL9  C46   C44  C43   122.84  2.664
  PL9  C45   C44  C43   122.59  2.680
  PL9  H453  C45  H452  106.10  2.984
  PL9  H453  C45  H451  106.87  2.981
  PL9  H452  C45  H451  107.11  2.980
  PL9  H453  C45  C44   111.31  2.700
  PL9  H452  C45  C44   111.12  2.384
  PL9  H451  C45  C44   113.90  2.593
  PL9  H462  C46  H461  106.68  2.971
  PL9  H462  C46  C47   106.88  2.672
  PL9  H461  C46  C47   108.43  2.673
  PL9  H462  C46  C44   110.73  2.671
  PL9  H461  C46  C44   111.46  2.683
  PL9  C47   C46  C44   112.40  2.701
  PL9  H472  C47  H471  108.03  2.939
  PL9  H472  C47  C48   113.30  2.695
  PL9  H471  C47  C48   109.42  2.703
  PL9  H472  C47  C46   111.23  2.690
  PL9  H471  C47  C46   108.79  2.694
  PL9  C48   C47  C46   105.99  2.379
  PL9  H48   C48  C49   119.85  2.593
  PL9  H48   C48  C47   117.18  2.381
  PL9  C49   C48  C47   122.83  2.577
  PL9  C51   C49  C50   117.50  2.364
  PL9  C51   C49  C48   124.88  2.673
  PL9  C50   C49  C48   117.62  2.687
  PL9  H503  C50  H502  106.96  2.983
  PL9  H503  C50  H501  107.09  2.981
  PL9  H502  C50  H501  107.28  2.982
  PL9  H503  C50  C49   111.98  2.700
  PL9  H502  C50  C49   111.07  2.695
  PL9  H501  C50  C49   112.18  2.377
  PL9  H513  C51  H512  107.78  2.983
  PL9  H513  C51  H511  107.74  2.980
  PL9  H512  C51  H511  108.00  2.979
  PL9  H513  C51  C49   110.17  2.583
  PL9  H512  C51  C49   110.27  2.673
  PL9  H511  C51  C49   112.72  2.682
  PL9  H523  C52  H522  105.41  2.987
  PL9  H523  C52  H521  102.91  2.985
  PL9  H522  C52  H521  102.90  3.000
  PL9  H523  C52  C5    114.87  2.369
  PL9  H522  C52  C5    114.71  2.288
  PL9  H521  C52  C5    114.59  2.281
  PL9  H533  C53  H532  103.43  2.985
  PL9  H533  C53  H531  106.39  2.987
  PL9  H532  C53  H531  103.20  2.986
  PL9  H533  C53  C6    114.47  2.392
  PL9  H532  C53  C6    114.10  2.281
  PL9  H531  C53  C6    114.05  2.273

loop_
  _chem_comp_tor.comp_id
  _chem_comp_tor.id
  _chem_comp_tor.atom_id_1
  _chem_comp_tor.atom_id_2
  _chem_comp_tor.atom_id_3
  _chem_comp_tor.atom_id_4
  _chem_comp_tor.value_angle
  _chem_comp_tor.value_angle_esd
  _chem_comp_tor.period
  PL9  CONST_1  C1    C2   C3   C4      6.16   0.0  0
  PL9  CONST_2  C1    C6   C5   C4     -0.00   0.0  0
  PL9  CONST_3  C7    C3   C2   C1   -178.26   0.0  0
  PL9  CONST_4  C52   C5   C6   C1    171.51   0.0  0
  PL9  Var_1    C8    C7   C3   C2     71.78  30.0  3
  PL9  Var_2    H521  C52  C5   C4     -4.73  30.0  3
  PL9  Var_3    H531  C53  C6   C5     63.79  30.0  3
  PL9  Var_4    C9    C8   C7   C3    120.52  30.0  3
  PL9  Var_5    C10   C9   C8   C7    -10.90  30.0  2
  PL9  Var_6    C12   C11  C9   C8   -114.73  30.0  3
  PL9  Var_7    C13   C12  C11  C9    168.79  30.0  3
  PL9  Var_8    C14   C13  C12  C11  -174.44  30.0  3
  PL9  Var_9    C15   C14  C13  C12     0.67  30.0  2
  PL9  Var_10   C17   C16  C14  C13     8.84  30.0  3
  PL9  Var_11   C18   C17  C16  C14  -176.94  30.0  3
  PL9  Var_12   C19   C18  C17  C16   -93.46  30.0  3
  PL9  Var_13   C20   C19  C18  C17     7.41  30.0  2
  PL9  Var_14   C22   C21  C19  C18   130.65  30.0  3
  PL9  Var_15   C23   C22  C21  C19  -177.37  30.0  3
  PL9  Var_16   C24   C23  C22  C21   162.54  30.0  3
  PL9  Var_17   C25   C24  C23  C22    -2.91  30.0  2
  PL9  Var_18   C27   C26  C24  C23  -112.99  30.0  3
  PL9  Var_19   C28   C27  C26  C24    72.71  30.0  3
  PL9  Var_20   C29   C28  C27  C26  -131.19  30.0  3
  PL9  Var_21   C30   C29  C28  C27     1.25  30.0  2
  PL9  Var_22   C32   C31  C29  C28    -7.77  30.0  3
  PL9  Var_23   C33   C32  C31  C29   179.37  30.0  3
  PL9  Var_24   C34   C33  C32  C31  -144.11  30.0  3
  PL9  Var_25   C35   C34  C33  C32     3.36  30.0  2
  PL9  Var_26   C37   C36  C34  C33   112.88  30.0  3
  PL9  Var_27   C38   C37  C36  C34   167.69  30.0  3
  PL9  Var_28   C39   C38  C37  C36   102.96  30.0  3
  PL9  Var_29   C40   C39  C38  C37    -5.75  30.0  2
  PL9  Var_30   C42   C41  C39  C38  -108.61  30.0  3
  PL9  Var_31   C43   C42  C41  C39  -157.68  30.0  3
  PL9  Var_32   C44   C43  C42  C41  -119.31  30.0  3
  PL9  Var_33   C45   C44  C43  C42     4.22  30.0  2
  PL9  Var_34   C47   C46  C44  C43     3.34  30.0  3
  PL9  Var_35   C48   C47  C46  C44   162.49  30.0  3
  PL9  Var_36   C49   C48  C47  C46   116.02  30.0  3
  PL9  Var_37   C50   C49  C48  C47   175.80  30.0  2
  PL9  Var_38   H101  C10  C9   C8   -173.26  30.0  3
  PL9  Var_39   HC71  C7   C8   C9   -116.40  30.0  1
  PL9  Var_40   HC8   C8   C9   C10   169.01  30.0  2
  PL9  Var_41   H111  C11  C12  C13   -69.96  30.0  3
  PL9  Var_42   H151  C15  C14  C13    58.66  30.0  3
  PL9  Var_43   H121  C12  C13  C14    67.26  30.0  2
  PL9  Var_44   H13   C13  C14  C15  -179.87  30.0  2
  PL9  Var_45   H161  C16  C17  C18   -55.19  30.0  2
  PL9  Var_46   H201  C20  C19  C18    50.64  30.0  3
  PL9  Var_47   H171  C17  C18  C19    31.65  30.0  2
  PL9  Var_48   H18   C18  C19  C20   179.87  30.0  2
  PL9  Var_49   H211  C21  C22  C23   -53.15  30.0  2
  PL9  Var_50   H251  C25  C24  C23  -179.63  30.0  3
  PL9  Var_51   H221  C22  C23  C24    42.43  30.0  1
  PL9  Var_52   H23   C23  C24  C25  -177.93  30.0  2
  PL9  Var_53   H261  C26  C27  C28   -54.93  30.0  3
  PL9  Var_54   H301  C30  C29  C28   -43.53  30.0  3
  PL9  Var_55   H271  C27  C28  C29    -7.27  30.0  2
  PL9  Var_56   H28   C28  C29  C30   178.90  30.0  2
  PL9  Var_57   H311  C31  C32  C33    56.91  30.0  2
  PL9  Var_58   H351  C35  C34  C33   176.45  30.0  3
  PL9  Var_59   H321  C32  C33  C34    99.58  30.0  2
  PL9  Var_60   H33   C33  C34  C35  -179.77  30.0  2
  PL9  Var_61   H361  C36  C37  C38   -69.91  30.0  1
  PL9  Var_62   H401  C40  C39  C38    61.17  30.0  3
  PL9  Var_63   H371  C37  C38  C39  -139.35  30.0  2
  PL9  Var_64   H38   C38  C39  C40   176.82  30.0  2
  PL9  Var_65   H411  C41  C42  C43    81.62  30.0  3
  PL9  Var_66   H451  C45  C44  C43  -176.54  30.0  3
  PL9  Var_67   H421  C42  C43  C44   122.97  30.0  1
  PL9  Var_68   H43   C43  C44  C45   177.37  30.0  2
  PL9  Var_69   H461  C46  C47  C48    38.82  30.0  1
  PL9  Var_70   H501  C50  C49  C48  -139.71  30.0  3
  PL9  Var_71   H511  C51  C49  C48   177.81  30.0  3
  PL9  Var_72   H471  C47  C48  C49  -126.83  30.0  1
  PL9  Var_73   H48   C48  C49  C50     0.30  30.0  2

loop_
  _chem_comp_plane_atom.comp_id
  _chem_comp_plane_atom.plane_id
  _chem_comp_plane_atom.atom_id
  _chem_comp_plane_atom.dist_esd
  PL9  plan-1  C2   0.020
  PL9  plan-1  C3   0.020
  PL9  plan-1  C4   0.020
  PL9  plan-1  C5   0.020
  PL9  plan-1  C6   0.020
  PL9  plan-1  C1   0.020
  PL9  plan-1  C7   0.020
  PL9  plan-1  C52  0.020
  PL9  plan-1  C53  0.020
  PL9  plan-1  O1   0.020
  PL9  plan-1  O2   0.020
  PL9  plan-1  HC2  0.020
