# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 22:30:57 2022
#   Inital geometry file: a 284 line input string
#   Ligand name: (4S,7R)-4-hydroxy-7-(octadecanoyloxy)-10-oxo-3,5,9-trioxa-4-phosphaheptacosan-1-aminium 4-oxide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CO[P](O)(=O)OCC[NH3+])OC(=O)CCCCCCCCCCCCCCCCC
#
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
 PEE  PEE  '(4S,7R)-4-hydroxy-7-(octadecanoyloxy)-10-oxo-3,5,9-trioxa-4-phosphaheptacosan-1-aminium 4-oxide'  ligand  133  51  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_PEE
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 PEE  C2   C  CH1    0  -0.038   -0.9756   4.5813  -1.7456
 PEE  C1   C  CH2    0  -0.192   -0.4016   5.5000  -0.6813
 PEE  N    N  NT3    1  -0.782    3.1378   1.7902   2.7722
 PEE  C3   C  CH2    0  -0.192    0.0413   3.9289  -2.6540
 PEE  C4   C  CH2    0  -0.180    3.7158   3.9875   1.8066
 PEE  C5   C  CH2    0  -0.353    3.7954   3.0998   3.0243
 PEE  C11  C  CH2    0  -0.583   -3.7356   2.5391  -0.3663
 PEE  C12  C  CH2    0  -0.418   -5.2505   2.5981  -0.4978
 PEE  C13  C  CH2    0  -0.416   -5.9261   1.3184  -0.0219
 PEE  C14  C  CH2    0  -0.412   -7.4371   1.3618  -0.2130
 PEE  C15  C  CH2    0  -0.413   -8.1467   0.0767   0.1927
 PEE  C16  C  CH2    0  -0.412   -9.6500   0.1355  -0.0507
 PEE  C17  C  CH2    0  -0.413  -10.3820  -1.1519   0.3048
 PEE  C18  C  CH2    0  -0.412  -11.8790  -1.0763   0.0304
 PEE  C19  C  CH2    0  -0.412  -12.6266  -2.3624   0.3572
 PEE  C20  C  CH2    0  -0.412  -14.1196  -2.2741   0.0665
 PEE  C21  C  CH2    0  -0.412  -14.8772  -3.5578   0.3796
 PEE  C22  C  CH2    0  -0.412  -16.3681  -3.4615   0.0807
 PEE  C23  C  CH2    0  -0.412  -17.1317  -4.7428   0.3889
 PEE  C24  C  CH2    0  -0.411  -18.6215  -4.6423   0.0862
 PEE  C25  C  CH2    0  -0.406  -19.3882  -5.9217   0.3943
 PEE  C26  C  CH2    0  -0.419  -20.8776  -5.8211   0.0887
 PEE  C27  C  CH3    0  -0.662  -21.6346  -7.1041   0.4016
 PEE  C30  C  C      0   0.636    2.0231   2.6913  -2.3738
 PEE  C31  C  CH2    0  -0.575    2.7783   1.8065  -1.4200
 PEE  C32  C  CH2    0  -0.423    4.2765   1.8177  -1.6758
 PEE  C33  C  CH2    0  -0.421    5.0548   0.9254  -0.7170
 PEE  C34  C  CH2    0  -0.407    6.5099   0.7662  -1.1369
 PEE  C35  C  CH2    0  -0.414    7.3503  -0.0733  -0.1832
 PEE  C36  C  CH2    0  -0.412    8.7515  -0.3296  -0.7241
 PEE  C37  C  CH2    0  -0.413    9.6347  -1.1657   0.1930
 PEE  C38  C  CH2    0  -0.411   10.9977  -1.4565  -0.4236
 PEE  C39  C  CH2    0  -0.413   11.9126  -2.3031   0.4512
 PEE  C40  C  CH2    0  -0.411   13.2450  -2.6077  -0.2231
 PEE  C41  C  CH2    0  -0.413   14.1850  -3.4622   0.6167
 PEE  C42  C  CH2    0  -0.412   15.4955  -3.7709  -0.0975
 PEE  C43  C  CH2    0  -0.412   16.4532  -4.6282   0.7192
 PEE  C44  C  CH2    0  -0.411   17.7517  -4.9356  -0.0171
 PEE  C45  C  CH2    0  -0.407   18.7188  -5.7929   0.7885
 PEE  C46  C  CH2    0  -0.419   20.0150  -6.0976   0.0468
 PEE  C47  C  CH3    0  -0.663   20.9741  -6.9547   0.8605
 PEE  O4   O  O      0  -0.451   -3.5865   4.8256  -1.0985
 PEE  O5   O  O      0  -0.468    2.4300   3.0414  -3.4542
 PEE  O2   O  O2     0  -0.468   -1.7637   3.5328  -1.1680
 PEE  O3   O  O2     0  -0.453    0.8149   2.9933  -1.9165
 PEE  O1P  O  O      0  -0.771    2.7480   5.0402  -0.9245
 PEE  O2P  O  OP    -1  -0.782    2.0691   6.6521   0.9804
 PEE  O3P  O  O2     0  -0.606    0.4331   4.8196   0.2311
 PEE  O4P  O  O2     0  -0.621    2.3582   4.1400   1.4632
 PEE  P    P  P      0   1.366    1.9932   5.2997   0.3426
 PEE  H1   H  HCH1   0   0.266   -1.6009   5.2070  -2.3902
 PEE  H2   H  HCH2   0   0.228    0.1150   6.3110  -1.2068
 PEE  H3   H  HCH2   0   0.245   -1.2221   5.9656  -0.1294
 PEE  H4   H  HNT3   0   0.471    2.1625   1.9074   2.4950
 PEE  H5   H  HNT3   0   0.463    3.6052   1.2520   2.0426
 PEE  H6   H  HNT3   0   0.485    3.1402   1.2060   3.6079
 PEE  H7   H  HCH2   0   0.251   -0.4697   3.4213  -3.4767
 PEE  H8   H  HCH2   0   0.245    0.6696   4.7106  -3.0843
 PEE  H9   H  HCH2   0   0.260    4.1921   4.9384   2.0667
 PEE  H10  H  HCH2   0   0.234    4.2884   3.5554   0.9776
 PEE  H11  H  HCH2   0   0.305    3.2895   3.5453   3.8773
 PEE  H12  H  HCH2   0   0.308    4.8305   2.9014   3.2902
 PEE  H13  H  HCH2   0   0.265   -3.3381   1.6520  -0.8654
 PEE  H14  H  HCH2   0   0.279   -3.4474   2.4411   0.6867
 PEE  H15  H  HCH2   0   0.226   -5.6423   3.4482   0.0661
 PEE  H16  H  HCH2   0   0.224   -5.5178   2.7731  -1.5442
 PEE  H17  H  HCH2   0   0.212   -5.5151   0.4634  -0.5701
 PEE  H18  H  HCH2   0   0.213   -5.6919   1.1439   1.0338
 PEE  H19  H  HCH2   0   0.209   -7.8518   2.2018   0.3552
 PEE  H20  H  HCH2   0   0.208   -7.6559   1.5742  -1.2656
 PEE  H21  H  HCH2   0   0.207   -7.7207  -0.7643  -0.3659
 PEE  H22  H  HCH2   0   0.208   -7.9547  -0.1341   1.2505
 PEE  H23  H  HCH2   0   0.207  -10.0780   0.9665   0.5213
 PEE  H24  H  HCH2   0   0.206   -9.8312   0.3733  -1.1051
 PEE  H25  H  HCH2   0   0.206   -9.9498  -1.9838  -0.2625
 PEE  H26  H  HCH2   0   0.207  -10.2169  -1.3893   1.3616
 PEE  H27  H  HCH2   0   0.206  -12.3116  -0.2492   0.6048
 PEE  H28  H  HCH2   0   0.206  -12.0377  -0.8237  -1.0241
 PEE  H29  H  HCH2   0   0.206  -12.1929  -3.1902  -0.2150
 PEE  H30  H  HCH2   0   0.206  -12.4766  -2.6148   1.4129
 PEE  H31  H  HCH2   0   0.206  -14.5528  -1.4478   0.6414
 PEE  H32  H  HCH2   0   0.206  -14.2661  -2.0147  -0.9881
 PEE  H33  H  HCH2   0   0.206  -14.4440  -4.3848  -0.1943
 PEE  H34  H  HCH2   0   0.206  -14.7352  -3.8171   1.4347
 PEE  H35  H  HCH2   0   0.206  -16.8005  -2.6344   0.6550
 PEE  H36  H  HCH2   0   0.206  -16.5084  -3.2000  -0.9742
 PEE  H37  H  HCH2   0   0.206  -16.6994  -5.5705  -0.1847
 PEE  H38  H  HCH2   0   0.206  -16.9937  -5.0040   1.4441
 PEE  H39  H  HCH2   0   0.206  -19.0531  -3.8136   0.6589
 PEE  H40  H  HCH2   0   0.206  -18.7589  -4.3815  -0.9693
 PEE  H41  H  HCH2   0   0.205  -18.9562  -6.7514  -0.1769
 PEE  H42  H  HCH2   0   0.205  -19.2531  -6.1818   1.4502
 PEE  H43  H  HCH2   0   0.210  -21.3077  -4.9918   0.6592
 PEE  H44  H  HCH2   0   0.210  -21.0123  -5.5629  -0.9663
 PEE  H45  H  HCH3   0   0.215  -21.2376  -7.9448  -0.1708
 PEE  H46  H  HCH3   0   0.215  -21.5541  -7.3615   1.4596
 PEE  H47  H  HCH3   0   0.225  -22.6952  -7.0141   0.1637
 PEE  H48  H  HCH2   0   0.243    2.5451   2.1101  -0.3985
 PEE  H49  H  HCH2   0   0.270    2.3883   0.7882  -1.5315
 PEE  H50  H  HCH2   0   0.227    4.4726   1.4900  -2.6997
 PEE  H51  H  HCH2   0   0.228    4.6451   2.8438  -1.6018
 PEE  H52  H  HCH2   0   0.184    5.0161   1.3420   0.2974
 PEE  H53  H  HCH2   0   0.219    4.5853  -0.0621  -0.6588
 PEE  H54  H  HCH2   0   0.211    6.5333   0.3091  -2.1321
 PEE  H55  H  HCH2   0   0.212    6.9677   1.7548  -1.2504
 PEE  H56  H  HCH2   0   0.208    7.4143   0.4251   0.7901
 PEE  H57  H  HCH2   0   0.207    6.8511  -1.0312  -0.0008
 PEE  H58  H  HCH2   0   0.206    8.6686  -0.8319  -1.6948
 PEE  H59  H  HCH2   0   0.208    9.2446   0.6279  -0.9256
 PEE  H60  H  HCH2   0   0.207    9.7653  -0.6502   1.1508
 PEE  H61  H  HCH2   0   0.206    9.1310  -2.1108   0.4244
 PEE  H62  H  HCH2   0   0.205   10.8511  -1.9633  -1.3843
 PEE  H63  H  HCH2   0   0.207   11.4976  -0.5103  -0.6594
 PEE  H64  H  HCH2   0   0.206   12.0917  -1.7897   1.4024
 PEE  H65  H  HCH2   0   0.206   11.4098  -3.2430   0.7050
 PEE  H66  H  HCH2   0   0.206   13.0542  -3.1134  -1.1765
 PEE  H67  H  HCH2   0   0.206   13.7440  -1.6663  -0.4792
 PEE  H68  H  HCH2   0   0.206   14.3965  -2.9528   1.5634
 PEE  H69  H  HCH2   0   0.206   13.6862  -4.4007   0.8835
 PEE  H70  H  HCH2   0   0.206   15.2770  -4.2760  -1.0451
 PEE  H71  H  HCH2   0   0.206   15.9906  -2.8309  -0.3666
 PEE  H72  H  HCH2   0   0.206   16.6820  -4.1215   1.6633
 PEE  H73  H  HCH2   0   0.206   15.9595  -5.5674   0.9929
 PEE  H74  H  HCH2   0   0.206   17.5199  -5.4408  -0.9615
 PEE  H75  H  HCH2   0   0.206   18.2430  -3.9954  -0.2924
 PEE  H76  H  HCH2   0   0.205   18.9529  -5.2882   1.7326
 PEE  H77  H  HCH2   0   0.206   18.2293  -6.7340   1.0639
 PEE  H78  H  HCH2   0   0.210   19.7810  -6.6018  -0.8961
 PEE  H79  H  HCH2   0   0.210   20.5034  -5.1573  -0.2276
 PEE  H80  H  HCH3   0   0.216   21.2443  -6.4619   1.7963
 PEE  H81  H  HCH3   0   0.216   20.5230  -7.9156   1.1151
 PEE  H82  H  HCH3   0   0.226   21.8967  -7.1568   0.3153
 PEE  C10  C  C      0   0.611   -3.0507   3.7617  -0.9132

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
 PEE  O1P  P    deloc   1.498  0.020  1.498
 PEE  O2P  P    deloc   1.497  0.020  1.497
 PEE  P    O3P  single  1.636  0.020  1.636
 PEE  P    O4P  single  1.653  0.020  1.653
 PEE  O3P  C1   single  1.411  0.020  1.411
 PEE  O4P  C4   single  1.409  0.020  1.409
 PEE  C4   C5   single  1.509  0.020  1.509
 PEE  C1   C2   single  1.519  0.020  1.519
 PEE  O4   C10  double  1.206  0.020  1.206
 PEE  C5   N    single  1.487  0.020  1.487
 PEE  C2   O2   single  1.433  0.020  1.433
 PEE  C2   C3   single  1.512  0.020  1.512
 PEE  C10  O2   single  1.332  0.020  1.332
 PEE  C10  C11  single  1.504  0.020  1.504
 PEE  C3   O3   single  1.420  0.020  1.420
 PEE  O3   C30  single  1.327  0.020  1.327
 PEE  C11  C12  single  1.522  0.020  1.522
 PEE  C30  C31  single  1.504  0.020  1.504
 PEE  C30  O5   double  1.206  0.020  1.206
 PEE  C31  C32  single  1.520  0.020  1.520
 PEE  C12  C13  single  1.523  0.020  1.523
 PEE  C13  C14  single  1.524  0.020  1.524
 PEE  C32  C33  single  1.524  0.020  1.524
 PEE  C33  C34  single  1.523  0.020  1.523
 PEE  C14  C15  single  1.523  0.020  1.523
 PEE  C15  C16  single  1.524  0.020  1.524
 PEE  C34  C35  single  1.523  0.020  1.523
 PEE  C16  C17  single  1.523  0.020  1.523
 PEE  C17  C18  single  1.524  0.020  1.524
 PEE  C35  C36  single  1.524  0.020  1.524
 PEE  C36  C37  single  1.523  0.020  1.523
 PEE  C18  C19  single  1.523  0.020  1.523
 PEE  C38  C37  single  1.524  0.020  1.524
 PEE  C38  C39  single  1.523  0.020  1.523
 PEE  C19  C20  single  1.524  0.020  1.524
 PEE  C39  C40  single  1.524  0.020  1.524
 PEE  C40  C41  single  1.523  0.020  1.523
 PEE  C20  C21  single  1.523  0.020  1.523
 PEE  C41  C42  single  1.524  0.020  1.524
 PEE  C43  C42  single  1.523  0.020  1.523
 PEE  C43  C44  single  1.524  0.020  1.524
 PEE  C21  C22  single  1.524  0.020  1.524
 PEE  C23  C22  single  1.523  0.020  1.523
 PEE  C23  C24  single  1.524  0.020  1.524
 PEE  C27  C26  single  1.522  0.020  1.522
 PEE  C25  C24  single  1.523  0.020  1.523
 PEE  C25  C26  single  1.524  0.020  1.524
 PEE  C44  C45  single  1.523  0.020  1.523
 PEE  C45  C46  single  1.524  0.020  1.524
 PEE  C46  C47  single  1.522  0.020  1.522
 PEE  C2   H1   single  0.970  0.020  1.090
 PEE  C1   H2   single  0.970  0.020  1.090
 PEE  C1   H3   single  0.970  0.020  1.090
 PEE  N    H4   single  0.890  0.020  1.040
 PEE  N    H5   single  0.890  0.020  1.040
 PEE  N    H6   single  0.890  0.020  1.040
 PEE  C3   H7   single  0.970  0.020  1.090
 PEE  C3   H8   single  0.970  0.020  1.090
 PEE  C4   H9   single  0.970  0.020  1.090
 PEE  C4   H10  single  0.970  0.020  1.090
 PEE  C5   H11  single  0.970  0.020  1.090
 PEE  C5   H12  single  0.970  0.020  1.090
 PEE  C11  H13  single  0.970  0.020  1.090
 PEE  C11  H14  single  0.970  0.020  1.090
 PEE  C12  H15  single  0.970  0.020  1.090
 PEE  C12  H16  single  0.970  0.020  1.090
 PEE  C13  H17  single  0.970  0.020  1.090
 PEE  C13  H18  single  0.970  0.020  1.090
 PEE  C14  H19  single  0.970  0.020  1.090
 PEE  C14  H20  single  0.970  0.020  1.090
 PEE  C15  H21  single  0.970  0.020  1.090
 PEE  C15  H22  single  0.970  0.020  1.090
 PEE  C16  H23  single  0.970  0.020  1.090
 PEE  C16  H24  single  0.970  0.020  1.090
 PEE  C17  H25  single  0.970  0.020  1.090
 PEE  C17  H26  single  0.970  0.020  1.090
 PEE  C18  H27  single  0.970  0.020  1.090
 PEE  C18  H28  single  0.970  0.020  1.090
 PEE  C19  H29  single  0.970  0.020  1.090
 PEE  C19  H30  single  0.970  0.020  1.090
 PEE  C20  H31  single  0.970  0.020  1.090
 PEE  C20  H32  single  0.970  0.020  1.090
 PEE  C21  H33  single  0.970  0.020  1.090
 PEE  C21  H34  single  0.970  0.020  1.090
 PEE  C22  H35  single  0.970  0.020  1.090
 PEE  C22  H36  single  0.970  0.020  1.090
 PEE  C23  H37  single  0.970  0.020  1.090
 PEE  C23  H38  single  0.970  0.020  1.090
 PEE  C24  H39  single  0.970  0.020  1.090
 PEE  C24  H40  single  0.970  0.020  1.090
 PEE  C25  H41  single  0.970  0.020  1.090
 PEE  C25  H42  single  0.970  0.020  1.090
 PEE  C26  H43  single  0.970  0.020  1.090
 PEE  C26  H44  single  0.970  0.020  1.090
 PEE  C27  H45  single  0.970  0.020  1.090
 PEE  C27  H46  single  0.970  0.020  1.090
 PEE  C27  H47  single  0.970  0.020  1.090
 PEE  C31  H48  single  0.970  0.020  1.090
 PEE  C31  H49  single  0.970  0.020  1.090
 PEE  C32  H50  single  0.970  0.020  1.090
 PEE  C32  H51  single  0.970  0.020  1.090
 PEE  C33  H52  single  0.970  0.020  1.090
 PEE  C33  H53  single  0.970  0.020  1.090
 PEE  C34  H54  single  0.970  0.020  1.090
 PEE  C34  H55  single  0.970  0.020  1.090
 PEE  C35  H56  single  0.970  0.020  1.090
 PEE  C35  H57  single  0.970  0.020  1.090
 PEE  C36  H58  single  0.970  0.020  1.090
 PEE  C36  H59  single  0.970  0.020  1.090
 PEE  C37  H60  single  0.970  0.020  1.090
 PEE  C37  H61  single  0.970  0.020  1.090
 PEE  C38  H62  single  0.970  0.020  1.090
 PEE  C38  H63  single  0.970  0.020  1.090
 PEE  C39  H64  single  0.970  0.020  1.090
 PEE  C39  H65  single  0.970  0.020  1.090
 PEE  C40  H66  single  0.970  0.020  1.090
 PEE  C40  H67  single  0.970  0.020  1.090
 PEE  C41  H68  single  0.970  0.020  1.090
 PEE  C41  H69  single  0.970  0.020  1.090
 PEE  C42  H70  single  0.970  0.020  1.090
 PEE  C42  H71  single  0.970  0.020  1.090
 PEE  C43  H72  single  0.970  0.020  1.090
 PEE  C43  H73  single  0.970  0.020  1.090
 PEE  C44  H74  single  0.970  0.020  1.090
 PEE  C44  H75  single  0.970  0.020  1.090
 PEE  C45  H76  single  0.970  0.020  1.090
 PEE  C45  H77  single  0.970  0.020  1.090
 PEE  C46  H78  single  0.970  0.020  1.090
 PEE  C46  H79  single  0.970  0.020  1.090
 PEE  C47  H80  single  0.970  0.020  1.090
 PEE  C47  H81  single  0.970  0.020  1.090
 PEE  C47  H82  single  0.970  0.020  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
 PEE  H1   C2   O2   109.96  3.000
 PEE  H1   C2   C3   106.09  3.000
 PEE  O2   C2   C3   107.24  3.000
 PEE  H1   C2   C1   106.43  3.000
 PEE  C3   C2   C1   115.34  3.000
 PEE  O2   C2   C1   111.59  3.000
 PEE  H3   C1   H2   106.30  3.000
 PEE  H3   C1   O3P  108.84  3.000
 PEE  H2   C1   O3P  112.83  3.000
 PEE  H3   C1   C2   109.14  3.000
 PEE  H2   C1   C2   106.85  3.000
 PEE  O3P  C1   C2   112.64  3.000
 PEE  H6   N    H5   106.43  3.000
 PEE  H6   N    H4   106.89  3.000
 PEE  H5   N    H4   107.70  3.000
 PEE  H6   N    C5   111.39  3.000
 PEE  H5   N    C5   112.54  3.000
 PEE  H4   N    C5   111.56  3.000
 PEE  H8   C3   H7   107.76  3.000
 PEE  H8   C3   O3   111.29  3.000
 PEE  H7   C3   O3   109.84  3.000
 PEE  H8   C3   C2   108.37  3.000
 PEE  H7   C3   C2   109.76  3.000
 PEE  O3   C3   C2   109.79  3.000
 PEE  H10  C4   H9   107.14  3.000
 PEE  H10  C4   O4P  111.20  3.000
 PEE  H9   C4   O4P  112.53  3.000
 PEE  H10  C4   C5   110.54  3.000
 PEE  H9   C4   C5   107.23  3.000
 PEE  O4P  C4   C5   108.14  3.000
 PEE  H12  C5   H11  109.02  3.000
 PEE  H12  C5   C4   110.80  3.000
 PEE  H11  C5   C4   111.56  3.000
 PEE  H12  C5   N    107.57  3.000
 PEE  H11  C5   N    106.74  3.000
 PEE  C4   C5   N    110.97  3.000
 PEE  H14  C11  H13  105.70  3.000
 PEE  H14  C11  C12  110.38  3.000
 PEE  H13  C11  C12  110.74  3.000
 PEE  H14  C11  C10  107.59  3.000
 PEE  H13  C11  C10  109.15  3.000
 PEE  C12  C11  C10  112.97  3.000
 PEE  H16  C12  H15  106.35  3.000
 PEE  H16  C12  C13  108.95  3.000
 PEE  H15  C12  C13  109.47  3.000
 PEE  H16  C12  C11  109.39  3.000
 PEE  H15  C12  C11  110.03  3.000
 PEE  C13  C12  C11  112.46  3.000
 PEE  H18  C13  H17  106.12  3.000
 PEE  H18  C13  C14  109.72  3.000
 PEE  H17  C13  C14  109.36  3.000
 PEE  H18  C13  C12  109.88  3.000
 PEE  H17  C13  C12  109.45  3.000
 PEE  C14  C13  C12  112.13  3.000
 PEE  H20  C14  H19  105.90  3.000
 PEE  H20  C14  C15  109.05  3.000
 PEE  H19  C14  C15  109.41  3.000
 PEE  H20  C14  C13  108.91  3.000
 PEE  H19  C14  C13  109.40  3.000
 PEE  C15  C14  C13  113.87  3.000
 PEE  H22  C15  H21  106.04  3.000
 PEE  H22  C15  C16  109.55  3.000
 PEE  H21  C15  C16  109.37  3.000
 PEE  H22  C15  C14  109.75  3.000
 PEE  H21  C15  C14  109.30  3.000
 PEE  C16  C15  C14  112.61  3.000
 PEE  H24  C16  H23  105.85  3.000
 PEE  H24  C16  C17  109.18  3.000
 PEE  H23  C16  C17  109.35  3.000
 PEE  H24  C16  C15  108.97  3.000
 PEE  H23  C16  C15  109.34  3.000
 PEE  C17  C16  C15  113.84  3.000
 PEE  H26  C17  H25  105.99  3.000
 PEE  H26  C17  C18  109.42  3.000
 PEE  H25  C17  C18  109.38  3.000
 PEE  H26  C17  C16  109.63  3.000
 PEE  H25  C17  C16  109.35  3.000
 PEE  C18  C17  C16  112.84  3.000
 PEE  H28  C18  H27  105.86  3.000
 PEE  H28  C18  C19  109.27  3.000
 PEE  H27  C18  C19  109.33  3.000
 PEE  H28  C18  C17  109.09  3.000
 PEE  H27  C18  C17  109.32  3.000
 PEE  C19  C18  C17  113.68  3.000
 PEE  H30  C19  H29  105.95  3.000
 PEE  H30  C19  C20  109.35  3.000
 PEE  H29  C19  C20  109.38  3.000
 PEE  H30  C19  C18  109.52  3.000
 PEE  H29  C19  C18  109.37  3.000
 PEE  C20  C19  C18  113.02  3.000
 PEE  H32  C20  H31  105.87  3.000
 PEE  H32  C20  C21  109.32  3.000
 PEE  H31  C20  C21  109.33  3.000
 PEE  H32  C20  C19  109.17  3.000
 PEE  H31  C20  C19  109.33  3.000
 PEE  C21  C20  C19  113.54  3.000
 PEE  H34  C21  H33  105.93  3.000
 PEE  H34  C21  C22  109.31  3.000
 PEE  H33  C21  C22  109.38  3.000
 PEE  H34  C21  C20  109.44  3.000
 PEE  H33  C21  C20  109.37  3.000
 PEE  C22  C21  C20  113.15  3.000
 PEE  H36  C22  H35  105.89  3.000
 PEE  H36  C22  C23  109.35  3.000
 PEE  H35  C22  C23  109.33  3.000
 PEE  H36  C22  C21  109.22  3.000
 PEE  H35  C22  C21  109.34  3.000
 PEE  C23  C22  C21  113.44  3.000
 PEE  H38  C23  H37  105.92  3.000
 PEE  H38  C23  C24  109.29  3.000
 PEE  H37  C23  C24  109.37  3.000
 PEE  H38  C23  C22  109.40  3.000
 PEE  H37  C23  C22  109.37  3.000
 PEE  C24  C23  C22  113.24  3.000
 PEE  H40  C24  H39  105.90  3.000
 PEE  H40  C24  C25  109.37  3.000
 PEE  H39  C24  C25  109.34  3.000
 PEE  H40  C24  C23  109.25  3.000
 PEE  H39  C24  C23  109.34  3.000
 PEE  C25  C24  C23  113.37  3.000
 PEE  H42  C25  H41  105.90  3.000
 PEE  H42  C25  C26  109.23  3.000
 PEE  H41  C25  C26  109.32  3.000
 PEE  H42  C25  C24  109.40  3.000
 PEE  H41  C25  C24  109.40  3.000
 PEE  C26  C25  C24  113.33  3.000
 PEE  H44  C26  H43  105.98  3.000
 PEE  H44  C26  C27  109.61  3.000
 PEE  H43  C26  C27  109.64  3.000
 PEE  H44  C26  C25  109.22  3.000
 PEE  H43  C26  C25  109.25  3.000
 PEE  C27  C26  C25  112.90  3.000
 PEE  H47  C27  H46  107.61  3.000
 PEE  H47  C27  H45  107.63  3.000
 PEE  H46  C27  H45  107.44  3.000
 PEE  H47  C27  C26  111.67  3.000
 PEE  H46  C27  C26  111.17  3.000
 PEE  H45  C27  C26  111.13  3.000
 PEE  O3   C30  O5   123.36  3.000
 PEE  O5   C30  C31  124.69  3.000
 PEE  O3   C30  C31  111.87  3.000
 PEE  H49  C31  H48  106.13  3.000
 PEE  H49  C31  C32  109.90  3.000
 PEE  H48  C31  C32  111.48  3.000
 PEE  H49  C31  C30  107.66  3.000
 PEE  H48  C31  C30  108.83  3.000
 PEE  C32  C31  C30  112.57  3.000
 PEE  H51  C32  H50  106.53  3.000
 PEE  H51  C32  C33  109.57  3.000
 PEE  H50  C32  C33  108.81  3.000
 PEE  H51  C32  C31  109.15  3.000
 PEE  H50  C32  C31  109.41  3.000
 PEE  C33  C32  C31  113.17  3.000
 PEE  H53  C33  H52  106.15  3.000
 PEE  H53  C33  C34  109.28  3.000
 PEE  H52  C33  C34  109.17  3.000
 PEE  H53  C33  C32  110.03  3.000
 PEE  H52  C33  C32  109.96  3.000
 PEE  C34  C33  C32  112.08  3.000
 PEE  H55  C34  H54  105.88  3.000
 PEE  H55  C34  C35  109.37  3.000
 PEE  H54  C34  C35  109.09  3.000
 PEE  H55  C34  C33  109.49  3.000
 PEE  H54  C34  C33  108.33  3.000
 PEE  C35  C34  C33  114.34  3.000
 PEE  H57  C35  H56  106.05  3.000
 PEE  H57  C35  C36  109.33  3.000
 PEE  H56  C35  C36  109.78  3.000
 PEE  H57  C35  C34  109.55  3.000
 PEE  H56  C35  C34  109.74  3.000
 PEE  C36  C35  C34  112.20  3.000
 PEE  H59  C36  H58  105.76  3.000
 PEE  H59  C36  C37  109.23  3.000
 PEE  H58  C36  C37  109.00  3.000
 PEE  H59  C36  C35  109.39  3.000
 PEE  H58  C36  C35  108.79  3.000
 PEE  C37  C36  C35  114.32  3.000
 PEE  H61  C37  H60  106.02  3.000
 PEE  H61  C37  C38  109.39  3.000
 PEE  H60  C37  C38  109.69  3.000
 PEE  H61  C37  C36  109.52  3.000
 PEE  H60  C37  C36  109.71  3.000
 PEE  C38  C37  C36  112.32  3.000
 PEE  H63  C38  H62  105.76  3.000
 PEE  H63  C38  C39  109.24  3.000
 PEE  H62  C38  C39  109.07  3.000
 PEE  H63  C38  C37  109.29  3.000
 PEE  H62  C38  C37  108.86  3.000
 PEE  C39  C38  C37  114.27  3.000
 PEE  H65  C39  H64  106.02  3.000
 PEE  H65  C39  C40  109.40  3.000
 PEE  H64  C39  C40  109.57  3.000
 PEE  H65  C39  C38  109.52  3.000
 PEE  H64  C39  C38  109.66  3.000
 PEE  C40  C39  C38  112.47  3.000
 PEE  H67  C40  H66  105.80  3.000
 PEE  H67  C40  C41  109.26  3.000
 PEE  H66  C40  C41  109.17  3.000
 PEE  H67  C40  C39  109.25  3.000
 PEE  H66  C40  C39  108.96  3.000
 PEE  C41  C40  C39  114.07  3.000
 PEE  H69  C41  H68  106.00  3.000
 PEE  H69  C41  C42  109.39  3.000
 PEE  H68  C41  C42  109.46  3.000
 PEE  H69  C41  C40  109.50  3.000
 PEE  H68  C41  C40  109.56  3.000
 PEE  C42  C41  C40  112.70  3.000
 PEE  H71  C42  H70  105.85  3.000
 PEE  H71  C42  C43  109.30  3.000
 PEE  H70  C42  C43  109.24  3.000
 PEE  H71  C42  C41  109.26  3.000
 PEE  H70  C42  C41  109.10  3.000
 PEE  C43  C42  C41  113.79  3.000
 PEE  H73  C43  H72  105.97  3.000
 PEE  H73  C43  C44  109.37  3.000
 PEE  H72  C43  C44  109.37  3.000
 PEE  H73  C43  C42  109.46  3.000
 PEE  H72  C43  C42  109.45  3.000
 PEE  C44  C43  C42  112.97  3.000
 PEE  H75  C44  H74  105.89  3.000
 PEE  H75  C44  C45  109.34  3.000
 PEE  H74  C44  C45  109.31  3.000
 PEE  H75  C44  C43  109.28  3.000
 PEE  H74  C44  C43  109.22  3.000
 PEE  C45  C44  C43  113.52  3.000
 PEE  H77  C45  H76  105.93  3.000
 PEE  H77  C45  C46  109.29  3.000
 PEE  H76  C45  C46  109.25  3.000
 PEE  H77  C45  C44  109.44  3.000
 PEE  H76  C45  C44  109.40  3.000
 PEE  C46  C45  C44  113.27  3.000
 PEE  H79  C46  H78  105.98  3.000
 PEE  H79  C46  C47  109.67  3.000
 PEE  H78  C46  C47  109.62  3.000
 PEE  H79  C46  C45  109.25  3.000
 PEE  H78  C46  C45  109.24  3.000
 PEE  C47  C46  C45  112.85  3.000
 PEE  H82  C47  H81  107.65  3.000
 PEE  H82  C47  H80  107.63  3.000
 PEE  H81  C47  H80  107.44  3.000
 PEE  H82  C47  C46  111.72  3.000
 PEE  H81  C47  C46  111.10  3.000
 PEE  H80  C47  C46  111.10  3.000
 PEE  C10  O2   C2   118.86  3.000
 PEE  C30  O3   C3   117.83  3.000
 PEE  P    O3P  C1   117.81  3.000
 PEE  P    O4P  C4   116.99  3.000
 PEE  O4P  P    O3P   92.91  3.000
 PEE  O4P  P    O2P  109.49  3.000
 PEE  O3P  P    O2P  110.02  3.000
 PEE  O4P  P    O1P  109.92  3.000
 PEE  O3P  P    O1P  111.84  3.000
 PEE  O2P  P    O1P  119.43  3.000
 PEE  O2   C10  O4   123.49  3.000
 PEE  O2   C10  C11  111.70  3.000
 PEE  O4   C10  C11  124.80  3.000

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
 PEE  Var_01  O4   C10  O2   C2     -2.73  30.0  1
 PEE  Var_02  O1P  P    O3P  C1    -65.61  30.0  2
 PEE  Var_03  O4P  C4   C5   N      56.97  30.0  1
 PEE  Var_04  C31  C30  O3   C3    173.95  30.0  3
 PEE  Var_05  C13  C12  C11  C10   176.37  30.0  3
 PEE  Var_06  C14  C13  C12  C11  -177.51  30.0  3
 PEE  Var_07  O4   C10  C11  C12    19.47  30.0  1
 PEE  Var_08  C15  C14  C13  C12   177.42  30.0  3
 PEE  Var_09  C16  C15  C14  C13  -178.21  30.0  3
 PEE  Var_10  C17  C16  C15  C14   178.19  30.0  3
 PEE  Var_11  C18  C17  C16  C15  -179.02  30.0  3
 PEE  Var_12  C19  C18  C17  C16   179.02  30.0  3
 PEE  Var_13  C20  C19  C18  C17  -179.52  30.0  3
 PEE  Var_14  C21  C20  C19  C18   179.58  30.0  3
 PEE  Var_15  C22  C21  C20  C19  -179.78  30.0  3
 PEE  Var_16  C23  C22  C21  C20   179.88  30.0  3
 PEE  Var_17  C24  C23  C22  C21  -179.90  30.0  1
 PEE  Var_18  C25  C24  C23  C22  -179.96  30.0  3
 PEE  Var_19  C26  C25  C24  C23  -179.89  30.0  1
 PEE  Var_20  C27  C26  C25  C24  -179.93  30.0  3
 PEE  Var_21  C33  C32  C31  C30  -179.99  30.0  3
 PEE  Var_22  C34  C33  C32  C31   170.25  30.0  3
 PEE  Var_23  O3   C30  C31  C32  -161.16  30.0  1
 PEE  Var_24  C35  C34  C33  C32   177.74  30.0  3
 PEE  Var_25  C36  C35  C34  C33   173.68  30.0  3
 PEE  Var_26  C37  C36  C35  C34   179.98  30.0  3
 PEE  Var_27  C38  C37  C36  C35   176.95  30.0  3
 PEE  Var_28  C39  C38  C37  C36  -179.40  30.0  1
 PEE  Var_29  C40  C39  C38  C37   178.09  30.0  3
 PEE  Var_30  C41  C40  C39  C38  -179.56  30.0  3
 PEE  Var_31  C42  C41  C40  C39   178.86  30.0  3
 PEE  Var_32  C43  C42  C41  C40  -179.83  30.0  3
 PEE  Var_33  C44  C43  C42  C41   179.49  30.0  1
 PEE  Var_34  C45  C44  C43  C42  -179.98  30.0  3
 PEE  Var_35  C46  C45  C44  C43   179.97  30.0  3
 PEE  Var_36  C47  C46  C45  C44  -180.00  30.0  3
 PEE  Var_37  H4   N    C5   C4    -57.33  30.0  3
 PEE  Var_38  H45  C27  C26  C25   -59.08  30.0  3
 PEE  Var_39  H7   C3   O3   C30    83.25  30.0  1
 PEE  Var_40  H80  C47  C46  C45   -59.47  30.0  3
 PEE  Var_41  H2   C1   O3P  P      -1.25  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 PEE  chir_01  C2  C1  O2  C3  positiv

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
 PEE  plan-1  C11  0.020
 PEE  plan-1  O4   0.020
 PEE  plan-1  O2   0.020
 PEE  plan-1  C10  0.020
 PEE  plan-2  C30  0.020
 PEE  plan-2  C31  0.020
 PEE  plan-2  O5   0.020
 PEE  plan-2  O3   0.020

