# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 10:50:42 2022
#   Inital geometry file: a 271 line input string
#   Ligand name: (1~{R},9~{S},12~{S},13~{R},14~{S},17~{R},18~{E},21~{S},23~{S},24~{R},25~{S},27~{R})-17-ethyl-25-methoxy-12-[(~{E})-1-[(1~{R},3~{R},4~{R})-3-methoxy-4-oxidanyl-cyclohexyl]prop-1-en-2-yl]-13,19,21,27-tetramethyl-1,14,23-tris(oxidanyl)-11,28-dioxa-4-azatricyclo[22.3.1.0^{4,9}]octacos-18-ene-2,3,10,16-tetrone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@@H]1/C=C(C)/C[C@H](C)C[C@H](O)[C@H]2O[C@](O)([C@H](C)C[C@@H]2OC)C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@H](C)[C@@H](O)CC1=O)C(/C)=C/[C@@H]4CC[C@@H](O)[C@@H](C4)OC
#
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
 OOZ  OOZ  (1~{R},9~{S},12~{S},13~{R},14~{S},17~{R},18~{E},21~{S},23~{S},24~{R},25~{S},27~{R})-17-ethyl-25-methoxy-12-[(~{E})-1-[(1~{R},3~{R},4~{R})-3-methoxy-4-oxidanyl-cyclohexyl]prop-1-en-2-yl]-13,19,21,27-tetramethyl-1,14,23-tris(oxidanyl)-11,28-dioxa-4-azatricyclo[22.3.1.0^{4,9}]octacos-18-ene-2,3,10,16-tetrone  ligand  122  55  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OOZ
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
 OOZ  C1   C  CH1   0   0.035  -3.9861   -7.4554  25.0068
 OOZ  C2   C  CH1   0   0.054  -2.9626   -7.0111  26.0476
 OOZ  O3   O  O2    0  -0.524  -3.4647   -8.5775  24.3044
 OOZ  C41  C  CH1   0  -0.325  -0.7124   -5.3289  21.0817
 OOZ  C42  C  CH1   0   0.082  -0.1314   -3.9102  21.0854
 OOZ  C43  C  C1    0  -0.202   2.5796   -5.8612  22.2609
 OOZ  C44  C  CH3   0  -0.759   0.6080   -6.2170  23.7868
 OOZ  C45  C  CH3   0  -0.690  -1.5421   -5.6319  19.8349
 OOZ  C47  C  CH1   0  -0.330   3.6108   -5.5133  23.2854
 OOZ  C48  C  CH2   0  -0.457   4.8799   -6.3456  23.0842
 OOZ  C49  C  CH2   0  -0.422   3.9509   -4.0208  23.1974
 OOZ  C50  C  CH1   0   0.050   5.9591   -5.9581  24.0890
 OOZ  C51  C  CH2   0  -0.469   5.0506   -3.6373  24.1790
 OOZ  C52  C  CH1   0   0.065   6.2997   -4.4768  23.9653
 OOZ  C12  C  C     0   0.236  -2.6328  -10.6678  23.9837
 OOZ  C14  C  CH1   0  -0.216  -5.6276   -5.8904  21.8050
 OOZ  C16  C  C     0   0.518  -1.3671  -10.3196  23.2084
 OOZ  C18  C  CH2   0  -0.516  -6.0320   -4.4653  22.2673
 OOZ  C19  C  CH3   0  -0.664  -6.6856   -6.4920  20.8844
 OOZ  C22  C  C     0   0.126  -5.0351   -3.4140  21.8576
 OOZ  C23  C  CH1   0  -0.258  -0.2526  -10.0332  21.1026
 OOZ  C24  C  CH2   0  -0.337  -2.7006   -9.5888  21.2637
 OOZ  C25  C  C1    0  -0.259  -4.2423   -2.8396  22.7657
 OOZ  C26  C  CH3   0  -0.734  -5.0074   -3.1194  20.3876
 OOZ  C27  C  C     0   0.617   0.3908   -8.6890  20.7846
 OOZ  C28  C  CH2   0  -0.435  -0.5093  -10.8444  19.8289
 OOZ  C29  C  CH2   0  -0.433  -2.9533  -10.4127  20.0144
 OOZ  C30  C  CH1   0  -0.423  -3.1442   -1.8345  22.5336
 OOZ  C4   C  CH1   0   0.015  -4.3039   -6.3837  23.9660
 OOZ  C5   C  CH2   0  -0.459  -2.6210   -8.1812  26.9639
 OOZ  O6   O  O2    0  -0.497  -3.5061   -5.9221  26.7548
 OOZ  C7   C  CT    0   0.450  -3.1558   -9.7095  25.0711
 OOZ  C8   C  CH2   0  -0.452  -5.3581   -6.8503  22.9677
 OOZ  O9   O  OH1   0  -0.679  -3.1270   -6.0079  23.2838
 OOZ  C10  C  CH1   0  -0.299  -2.1163   -9.3719  26.1480
 OOZ  O13  O  OH1   0  -0.653  -4.2590  -10.2522  25.6959
 OOZ  O17  O  O     0  -0.337  -3.1506  -11.7331  23.7747
 OOZ  N20  N  NT    0  -0.448  -1.4542   -9.9731  21.9179
 OOZ  O21  O  O     0  -0.474  -0.3241  -10.5222  23.8129
 OOZ  O31  O  O2    0  -0.464  -0.2001   -7.6579  21.3547
 OOZ  O32  O  O     0  -0.442   1.3766   -8.6248  20.0942
 OOZ  C33  C  CH2   0  -0.457  -1.7488  -10.3685  19.0850
 OOZ  C34  C  C     0   0.430  -1.8531   -2.6406  22.5123
 OOZ  C35  C  CH2   0  -0.408  -3.1255   -0.7534  23.6146
 OOZ  C36  C  CH1   0   0.001   0.4208   -6.3518  21.2388
 OOZ  C37  C  CH2   0  -0.621  -1.2087   -2.8298  21.1665
 OOZ  O38  O  O     0  -0.410  -1.3851   -3.0949  23.5357
 OOZ  C39  C  CH3   0  -0.673  -2.0527    0.3022  23.3825
 OOZ  C40  C  C     0   0.070   1.2894   -6.1423  22.4518
 OOZ  O46  O  OH1   0  -0.674   0.6432   -3.7615  19.9123
 OOZ  O53  O  O2    0  -0.501   7.1578   -6.6807  23.8986
 OOZ  O54  O  OH1   0  -0.673   7.2696   -4.0814  24.9077
 OOZ  H1   H  HCH1  0   0.224  -4.9208   -7.7255  25.5181
 OOZ  H2   H  HCH1  0   0.221  -2.0467   -6.7053  25.5195
 OOZ  H3   H  HCH1  0   0.271  -1.3660   -5.4117  21.9494
 OOZ  H4   H  HCH1  0   0.233   0.5086   -3.8071  21.9695
 OOZ  H5   H  H     0   0.234   2.9403   -5.8282  21.2341
 OOZ  H6   H  HCH3  0   0.247   1.3112   -6.1933  24.6159
 OOZ  H7   H  HCH3  0   0.246  -0.0812   -5.3802  23.9208
 OOZ  H8   H  HCH3  0   0.245   0.0157   -7.1286  23.8834
 OOZ  H9   H  HCH3  0   0.248  -2.0440   -6.5951  19.9193
 OOZ  H10  H  HCH3  0   0.241  -2.3263   -4.8899  19.6840
 OOZ  H11  H  HCH3  0   0.228  -0.9295   -5.6563  18.9331
 OOZ  H12  H  HCH1  0   0.241   3.2291   -5.7121  24.2918
 OOZ  H13  H  HCH2  0   0.246   4.6416   -7.4086  23.1733
 OOZ  H14  H  HCH2  0   0.222   5.2598   -6.1886  22.0679
 OOZ  H15  H  HCH2  0   0.219   4.2705   -3.7883  22.1756
 OOZ  H16  H  HCH2  0   0.242   3.0543   -3.4269  23.3879
 OOZ  H17  H  HCH1  0   0.196   5.5774   -6.1369  25.1088
 OOZ  H18  H  HCH2  0   0.242   5.2980   -2.5784  24.0718
 OOZ  H19  H  HCH2  0   0.222   4.6946   -3.7791  25.2052
 OOZ  H20  H  HCH1  0   0.189   6.6633   -4.3022  22.9383
 OOZ  H21  H  HCH3  0   0.233   8.1409   -8.4052  24.2931
 OOZ  H22  H  HCH3  0   0.204   6.8938   -7.9988  25.4853
 OOZ  H23  H  HCH3  0   0.207   6.4338   -8.6415  23.8993
 OOZ  H27  H  HCH1  0   0.235  -4.7001   -5.8168  21.2299
 OOZ  H31  H  HCH2  0   0.240  -7.0043   -4.2133  21.8312
 OOZ  H32  H  HCH2  0   0.242  -6.1757   -4.4379  23.3500
 OOZ  H33  H  HCH3  0   0.222  -6.3857   -7.4778  20.5234
 OOZ  H34  H  HCH3  0   0.216  -7.6398   -6.6043  21.4045
 OOZ  H35  H  HCH3  0   0.228  -6.8574   -5.8576  20.0132
 OOZ  H36  H  HCH1  0   0.318   0.5066  -10.5602  21.6853
 OOZ  H37  H  HCH2  0   0.264  -2.6478   -8.5273  21.0098
 OOZ  H38  H  HCH2  0   0.278  -3.5289   -9.6908  21.9604
 OOZ  H39  H  H     0   0.233  -4.3554   -3.1439  23.8043
 OOZ  H40  H  HCH3  0   0.241  -4.3331   -2.3105  20.1150
 OOZ  H41  H  HCH3  0   0.247  -4.7020   -4.0024  19.8198
 OOZ  H42  H  HCH3  0   0.243  -6.0078   -2.8572  20.0359
 OOZ  H43  H  HCH2  0   0.250  -0.6403  -11.8889  20.1220
 OOZ  H44  H  HCH2  0   0.259   0.3780  -10.8039  19.1984
 OOZ  H45  H  HCH2  0   0.247  -3.8455  -10.0256  19.5189
 OOZ  H46  H  HCH2  0   0.231  -3.1638  -11.4476  20.2984
 OOZ  H47  H  HCH1  0   0.264  -3.2678   -1.3508  21.5615
 OOZ  H48  H  HCH1  0   0.233  -4.7114   -5.5311  24.5193
 OOZ  H49  H  HCH2  0   0.248  -1.8418   -7.8921  27.6742
 OOZ  H50  H  HCH2  0   0.232  -3.5013   -8.4594  27.5510
 OOZ  H51  H  HCH2  0   0.221  -6.2875   -7.0244  23.5216
 OOZ  H52  H  HCH2  0   0.240  -5.0720   -7.8169  22.5440
 OOZ  H53  H  HOH1  0   0.459  -2.7706   -5.2184  23.6993
 OOZ  H54  H  HCH1  0   0.261  -1.2118   -9.0457  25.6285
 OOZ  H55  H  HOH1  0   0.456  -4.9008  -10.5561  25.0413
 OOZ  H56  H  HCH2  0   0.250  -1.9187  -10.9980  18.2103
 OOZ  H57  H  HCH2  0   0.229  -1.6026   -9.3489  18.7116
 OOZ  H58  H  HCH2  0   0.237  -4.1087   -0.2773  23.6310
 OOZ  H59  H  HCH2  0   0.224  -2.9934   -1.2166  24.5952
 OOZ  H60  H  HCH1  0   0.258   1.0357   -6.3317  20.3380
 OOZ  H61  H  HCH2  0   0.293  -0.7624   -1.8517  20.9342
 OOZ  H62  H  HCH2  0   0.274  -1.9824   -2.9628  20.4065
 OOZ  H63  H  HCH3  0   0.235  -2.1037    1.0836  24.1409
 OOZ  H64  H  HCH3  0   0.224  -1.0472   -0.1207  23.4201
 OOZ  H65  H  HCH3  0   0.222  -2.1742    0.7787  22.4084
 OOZ  H66  H  HOH1  0   0.449   1.1811   -2.9686  20.0001
 OOZ  H67  H  HOH1  0   0.440   8.0234   -4.6740  24.8164
 OOZ  C11  C  CH3   0  -0.409  -2.5428   -5.0141  27.2312
 OOZ  C15  C  CH3   0  -0.656  -1.7584  -10.5619  27.0257
 OOZ  C55  C  CH3   0  -0.403   7.1424   -7.9871  24.4176
 OOZ  H24  H  HCH3  0   0.233  -3.0655   -4.2331  27.7824
 OOZ  H25  H  HCH3  0   0.209  -1.8198   -5.4823  27.9076
 OOZ  H26  H  HCH3  0   0.207  -1.9862   -4.5449  26.4111
 OOZ  H28  H  HCH3  0   0.235  -0.9582  -10.2860  27.7133
 OOZ  H29  H  HCH3  0   0.229  -2.6066  -10.8963  27.6217
 OOZ  H30  H  HCH3  0   0.232  -1.3997  -11.4098  26.4403

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
 OOZ  C33  C29  single  1.522  0.020  1.522
 OOZ  C33  C28  single  1.522  0.020  1.522
 OOZ  O46  C42  single  1.414  0.020  1.414
 OOZ  C45  C41  single  1.528  0.020  1.528
 OOZ  C29  C24  single  1.518  0.020  1.518
 OOZ  C28  C23  single  1.532  0.020  1.532
 OOZ  C26  C22  single  1.499  0.020  1.499
 OOZ  O32  C27  double  1.205  0.020  1.205
 OOZ  C19  C14  single  1.526  0.020  1.526
 OOZ  C42  C41  single  1.533  0.020  1.533
 OOZ  C42  C37  single  1.528  0.020  1.528
 OOZ  C41  C36  single  1.535  0.020  1.535
 OOZ  C37  C34  single  1.504  0.020  1.504
 OOZ  C27  C23  single  1.524  0.020  1.524
 OOZ  C27  O31  single  1.318  0.020  1.318
 OOZ  C24  N20  single  1.459  0.020  1.459
 OOZ  C36  O31  single  1.451  0.020  1.451
 OOZ  C36  C40  single  1.507  0.020  1.507
 OOZ  C23  N20  single  1.453  0.020  1.453
 OOZ  C14  C18  single  1.552  0.020  1.552
 OOZ  C14  C8   single  1.532  0.020  1.532
 OOZ  C22  C18  single  1.506  0.020  1.506
 OOZ  C22  C25  double  1.335  0.020  1.335
 OOZ  N20  C16  single  1.339  0.020  1.339
 OOZ  C43  C40  double  1.334  0.020  1.334
 OOZ  C43  C47  single  1.495  0.020  1.495
 OOZ  C40  C44  single  1.501  0.020  1.501
 OOZ  C34  C30  single  1.522  0.020  1.522
 OOZ  C34  O38  double  1.214  0.020  1.214
 OOZ  C30  C25  single  1.507  0.020  1.507
 OOZ  C30  C35  single  1.529  0.020  1.529
 OOZ  C49  C47  single  1.533  0.020  1.533
 OOZ  C49  C51  single  1.523  0.020  1.523
 OOZ  C8   C4   single  1.525  0.020  1.525
 OOZ  O9   C4   single  1.411  0.020  1.411
 OOZ  C48  C47  single  1.531  0.020  1.531
 OOZ  C48  C50  single  1.525  0.020  1.525
 OOZ  C16  O21  double  1.222  0.020  1.222
 OOZ  C16  C12  single  1.525  0.020  1.525
 OOZ  C39  C35  single  1.523  0.020  1.523
 OOZ  O17  C12  double  1.203  0.020  1.203
 OOZ  C52  C51  single  1.520  0.020  1.520
 OOZ  C52  C50  single  1.525  0.020  1.525
 OOZ  C52  O54  single  1.409  0.020  1.409
 OOZ  C4   C1   single  1.527  0.020  1.527
 OOZ  O53  C50  single  1.413  0.020  1.413
 OOZ  O53  C55  single  1.406  0.020  1.406
 OOZ  C12  C7   single  1.541  0.020  1.541
 OOZ  O3   C1   single  1.423  0.020  1.423
 OOZ  O3   C7   single  1.402  0.020  1.402
 OOZ  C1   C2   single  1.526  0.020  1.526
 OOZ  C7   O13  single  1.379  0.020  1.379
 OOZ  C7   C10  single  1.534  0.020  1.534
 OOZ  C2   O6   single  1.408  0.020  1.408
 OOZ  C2   C5   single  1.525  0.020  1.525
 OOZ  C10  C5   single  1.529  0.020  1.529
 OOZ  C10  C15  single  1.521  0.020  1.521
 OOZ  O6   C11  single  1.407  0.020  1.407
 OOZ  C1   H1   single  0.970  0.020  1.090
 OOZ  C2   H2   single  0.970  0.020  1.090
 OOZ  C41  H3   single  0.970  0.020  1.090
 OOZ  C42  H4   single  0.970  0.020  1.090
 OOZ  C43  H5   single  0.930  0.020  1.080
 OOZ  C44  H6   single  0.970  0.020  1.090
 OOZ  C44  H7   single  0.970  0.020  1.090
 OOZ  C44  H8   single  0.970  0.020  1.090
 OOZ  C45  H9   single  0.970  0.020  1.090
 OOZ  C45  H10  single  0.970  0.020  1.090
 OOZ  C45  H11  single  0.970  0.020  1.090
 OOZ  C47  H12  single  0.970  0.020  1.090
 OOZ  C48  H13  single  0.970  0.020  1.090
 OOZ  C48  H14  single  0.970  0.020  1.090
 OOZ  C49  H15  single  0.970  0.020  1.090
 OOZ  C49  H16  single  0.970  0.020  1.090
 OOZ  C50  H17  single  0.970  0.020  1.090
 OOZ  C51  H18  single  0.970  0.020  1.090
 OOZ  C51  H19  single  0.970  0.020  1.090
 OOZ  C52  H20  single  0.970  0.020  1.090
 OOZ  C55  H21  single  0.970  0.020  1.090
 OOZ  C55  H22  single  0.970  0.020  1.090
 OOZ  C55  H23  single  0.970  0.020  1.090
 OOZ  C11  H24  single  0.970  0.020  1.090
 OOZ  C11  H25  single  0.970  0.020  1.090
 OOZ  C11  H26  single  0.970  0.020  1.090
 OOZ  C14  H27  single  0.970  0.020  1.090
 OOZ  C15  H28  single  0.970  0.020  1.090
 OOZ  C15  H29  single  0.970  0.020  1.090
 OOZ  C15  H30  single  0.970  0.020  1.090
 OOZ  C18  H31  single  0.970  0.020  1.090
 OOZ  C18  H32  single  0.970  0.020  1.090
 OOZ  C19  H33  single  0.970  0.020  1.090
 OOZ  C19  H34  single  0.970  0.020  1.090
 OOZ  C19  H35  single  0.970  0.020  1.090
 OOZ  C23  H36  single  0.970  0.020  1.090
 OOZ  C24  H37  single  0.970  0.020  1.090
 OOZ  C24  H38  single  0.970  0.020  1.090
 OOZ  C25  H39  single  0.930  0.020  1.080
 OOZ  C26  H40  single  0.970  0.020  1.090
 OOZ  C26  H41  single  0.970  0.020  1.090
 OOZ  C26  H42  single  0.970  0.020  1.090
 OOZ  C28  H43  single  0.970  0.020  1.090
 OOZ  C28  H44  single  0.970  0.020  1.090
 OOZ  C29  H45  single  0.970  0.020  1.090
 OOZ  C29  H46  single  0.970  0.020  1.090
 OOZ  C30  H47  single  0.970  0.020  1.090
 OOZ  C4   H48  single  0.970  0.020  1.090
 OOZ  C5   H49  single  0.970  0.020  1.090
 OOZ  C5   H50  single  0.970  0.020  1.090
 OOZ  C8   H51  single  0.970  0.020  1.090
 OOZ  C8   H52  single  0.970  0.020  1.090
 OOZ  O9   H53  single  0.850  0.020  0.980
 OOZ  C10  H54  single  0.970  0.020  1.090
 OOZ  O13  H55  single  0.850  0.020  0.980
 OOZ  C33  H56  single  0.970  0.020  1.090
 OOZ  C33  H57  single  0.970  0.020  1.090
 OOZ  C35  H58  single  0.970  0.020  1.090
 OOZ  C35  H59  single  0.970  0.020  1.090
 OOZ  C36  H60  single  0.970  0.020  1.090
 OOZ  C37  H61  single  0.970  0.020  1.090
 OOZ  C37  H62  single  0.970  0.020  1.090
 OOZ  C39  H63  single  0.970  0.020  1.090
 OOZ  C39  H64  single  0.970  0.020  1.090
 OOZ  C39  H65  single  0.970  0.020  1.090
 OOZ  O46  H66  single  0.850  0.020  0.980
 OOZ  O54  H67  single  0.850  0.020  0.980

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
 OOZ  H1   C1   C4   108.22  3.000
 OOZ  H1   C1   O3   110.33  3.000
 OOZ  C4   C1   O3   107.05  3.000
 OOZ  H1   C1   C2   108.94  3.000
 OOZ  O3   C1   C2   108.69  3.000
 OOZ  C4   C1   C2   113.59  3.000
 OOZ  H2   C2   O6   110.33  3.000
 OOZ  H2   C2   C5   108.37  3.000
 OOZ  O6   C2   C5   112.23  3.000
 OOZ  H2   C2   C1   108.17  3.000
 OOZ  C5   C2   C1   109.68  3.000
 OOZ  O6   C2   C1   107.99  3.000
 OOZ  C7   O3   C1   116.60  3.000
 OOZ  H3   C41  C36  108.10  3.000
 OOZ  H3   C41  C45  108.00  3.000
 OOZ  C36  C41  C45  110.63  3.000
 OOZ  H3   C41  C42  107.21  3.000
 OOZ  C36  C41  C42  109.68  3.000
 OOZ  C45  C41  C42  113.03  3.000
 OOZ  H4   C42  O46  109.84  3.000
 OOZ  H4   C42  C37  107.60  3.000
 OOZ  O46  C42  C37  110.86  3.000
 OOZ  H4   C42  C41  108.07  3.000
 OOZ  C37  C42  C41  112.78  3.000
 OOZ  O46  C42  C41  107.64  3.000
 OOZ  H5   C43  C40  117.50  3.000
 OOZ  H5   C43  C47  114.25  3.000
 OOZ  C40  C43  C47  128.18  3.000
 OOZ  H8   C44  H7   106.65  3.000
 OOZ  H8   C44  H6   107.56  3.000
 OOZ  H7   C44  H6   107.33  3.000
 OOZ  H8   C44  C40  111.52  3.000
 OOZ  H7   C44  C40  110.95  3.000
 OOZ  H6   C44  C40  112.55  3.000
 OOZ  H11  C45  H10  107.75  3.000
 OOZ  H11  C45  H9   107.64  3.000
 OOZ  H10  C45  H9   106.33  3.000
 OOZ  H11  C45  C41  111.98  3.000
 OOZ  H10  C45  C41  111.63  3.000
 OOZ  H9   C45  C41  111.24  3.000
 OOZ  H12  C47  C49  107.87  3.000
 OOZ  H12  C47  C48  108.13  3.000
 OOZ  C49  C47  C48  109.74  3.000
 OOZ  H12  C47  C43  110.33  3.000
 OOZ  C48  C47  C43  110.81  3.000
 OOZ  C49  C47  C43  109.89  3.000
 OOZ  H14  C48  H13  106.89  3.000
 OOZ  H14  C48  C50  109.23  3.000
 OOZ  H13  C48  C50  110.35  3.000
 OOZ  H14  C48  C47  109.34  3.000
 OOZ  H13  C48  C47  109.71  3.000
 OOZ  C50  C48  C47  111.22  3.000
 OOZ  H16  C49  H15  106.67  3.000
 OOZ  H16  C49  C51  110.09  3.000
 OOZ  H15  C49  C51  109.69  3.000
 OOZ  H16  C49  C47  109.70  3.000
 OOZ  H15  C49  C47  108.96  3.000
 OOZ  C51  C49  C47  111.60  3.000
 OOZ  H17  C50  O53  109.59  3.000
 OOZ  H17  C50  C52  108.03  3.000
 OOZ  O53  C50  C52  107.24  3.000
 OOZ  H17  C50  C48  108.85  3.000
 OOZ  O53  C50  C48  112.44  3.000
 OOZ  C52  C50  C48  110.58  3.000
 OOZ  H19  C51  H18  106.91  3.000
 OOZ  H19  C51  C52  109.11  3.000
 OOZ  H18  C51  C52  109.60  3.000
 OOZ  H19  C51  C49  109.66  3.000
 OOZ  H18  C51  C49  110.13  3.000
 OOZ  C52  C51  C49  111.33  3.000
 OOZ  H20  C52  O54  110.57  3.000
 OOZ  H20  C52  C51  108.31  3.000
 OOZ  O54  C52  C51  108.46  3.000
 OOZ  H20  C52  C50  107.62  3.000
 OOZ  O54  C52  C50  111.85  3.000
 OOZ  C51  C52  C50  109.97  3.000
 OOZ  O17  C12  C7   121.83  3.000
 OOZ  C7   C12  C16  119.91  3.000
 OOZ  O17  C12  C16  118.12  3.000
 OOZ  H27  C14  C8   106.98  3.000
 OOZ  H27  C14  C19  107.29  3.000
 OOZ  C8   C14  C19  109.44  3.000
 OOZ  H27  C14  C18  108.41  3.000
 OOZ  C8   C14  C18  113.28  3.000
 OOZ  C19  C14  C18  111.17  3.000
 OOZ  O21  C16  N20  125.10  3.000
 OOZ  O21  C16  C12  114.77  3.000
 OOZ  N20  C16  C12  119.68  3.000
 OOZ  H32  C18  H31  105.80  3.000
 OOZ  H32  C18  C22  109.83  3.000
 OOZ  H31  C18  C22  108.59  3.000
 OOZ  H32  C18  C14  110.64  3.000
 OOZ  H31  C18  C14  108.91  3.000
 OOZ  C22  C18  C14  112.80  3.000
 OOZ  H35  C19  H34  107.60  3.000
 OOZ  H35  C19  H33  107.71  3.000
 OOZ  H34  C19  H33  107.72  3.000
 OOZ  H35  C19  C14  111.20  3.000
 OOZ  H34  C19  C14  111.03  3.000
 OOZ  H33  C19  C14  111.41  3.000
 OOZ  C26  C22  C25  124.83  3.000
 OOZ  C25  C22  C18  120.56  3.000
 OOZ  C26  C22  C18  114.60  3.000
 OOZ  H36  C23  N20  107.18  3.000
 OOZ  H36  C23  C28  107.73  3.000
 OOZ  N20  C23  C28  110.47  3.000
 OOZ  H36  C23  C27  104.09  3.000
 OOZ  N20  C23  C27  115.45  3.000
 OOZ  C28  C23  C27  111.37  3.000
 OOZ  H38  C24  H37  106.07  3.000
 OOZ  H38  C24  N20  109.80  3.000
 OOZ  H37  C24  N20  108.59  3.000
 OOZ  H38  C24  C29  110.46  3.000
 OOZ  H37  C24  C29  110.13  3.000
 OOZ  N20  C24  C29  111.61  3.000
 OOZ  H39  C25  C30  114.16  3.000
 OOZ  H39  C25  C22  117.84  3.000
 OOZ  C30  C25  C22  127.95  3.000
 OOZ  H42  C26  H41  106.41  3.000
 OOZ  H42  C26  H40  107.97  3.000
 OOZ  H41  C26  H40  107.29  3.000
 OOZ  H42  C26  C22  110.24  3.000
 OOZ  H41  C26  C22  110.83  3.000
 OOZ  H40  C26  C22  113.78  3.000
 OOZ  O32  C27  O31  124.94  3.000
 OOZ  O31  C27  C23  114.24  3.000
 OOZ  O32  C27  C23  120.79  3.000
 OOZ  H44  C28  H43  106.76  3.000
 OOZ  H44  C28  C33  111.64  3.000
 OOZ  H43  C28  C33  109.42  3.000
 OOZ  H44  C28  C23  108.97  3.000
 OOZ  H43  C28  C23  107.65  3.000
 OOZ  C33  C28  C23  112.17  3.000
 OOZ  H46  C29  H45  107.23  3.000
 OOZ  H46  C29  C33  109.77  3.000
 OOZ  H45  C29  C33  111.06  3.000
 OOZ  H46  C29  C24  109.39  3.000
 OOZ  H45  C29  C24  108.50  3.000
 OOZ  C33  C29  C24  110.80  3.000
 OOZ  H47  C30  C35  108.50  3.000
 OOZ  H47  C30  C34  108.53  3.000
 OOZ  C35  C30  C34  111.96  3.000
 OOZ  H47  C30  C25  110.48  3.000
 OOZ  C35  C30  C25  111.82  3.000
 OOZ  C34  C30  C25  105.49  3.000
 OOZ  H48  C4   O9   110.32  3.000
 OOZ  H48  C4   C8   108.17  3.000
 OOZ  O9   C4   C8   109.97  3.000
 OOZ  H48  C4   C1   106.22  3.000
 OOZ  O9   C4   C1   110.04  3.000
 OOZ  C8   C4   C1   112.04  3.000
 OOZ  H50  C5   H49  106.98  3.000
 OOZ  H50  C5   C10  110.73  3.000
 OOZ  H49  C5   C10  108.51  3.000
 OOZ  H50  C5   C2   109.71  3.000
 OOZ  H49  C5   C2   110.31  3.000
 OOZ  C10  C5   C2   110.54  3.000
 OOZ  C11  O6   C2   113.89  3.000
 OOZ  O13  C7   C10  108.09  3.000
 OOZ  C10  C7   C12  113.71  3.000
 OOZ  O13  C7   C12  110.27  3.000
 OOZ  C10  C7   O3   110.83  3.000
 OOZ  O13  C7   O3   112.91  3.000
 OOZ  C12  C7   O3   101.02  3.000
 OOZ  H52  C8   H51  106.10  3.000
 OOZ  H52  C8   C4   110.08  3.000
 OOZ  H51  C8   C4   107.70  3.000
 OOZ  H52  C8   C14  107.81  3.000
 OOZ  H51  C8   C14  109.51  3.000
 OOZ  C4   C8   C14  115.27  3.000
 OOZ  H53  O9   C4   108.62  3.000
 OOZ  H54  C10  C7   107.02  3.000
 OOZ  H54  C10  C5   107.12  3.000
 OOZ  C7   C10  C5   108.80  3.000
 OOZ  H54  C10  C15  108.24  3.000
 OOZ  C5   C10  C15  112.27  3.000
 OOZ  C7   C10  C15  113.09  3.000
 OOZ  H55  O13  C7   110.38  3.000
 OOZ  C24  N20  C23  117.75  3.000
 OOZ  C23  N20  C16  118.44  3.000
 OOZ  C24  N20  C16  123.76  3.000
 OOZ  C36  O31  C27  118.54  3.000
 OOZ  H57  C33  H56  106.53  3.000
 OOZ  H57  C33  C29  109.92  3.000
 OOZ  H56  C33  C29  110.46  3.000
 OOZ  H57  C33  C28  110.42  3.000
 OOZ  H56  C33  C28  109.77  3.000
 OOZ  C29  C33  C28  109.69  3.000
 OOZ  O38  C34  C37  122.83  3.000
 OOZ  O38  C34  C30  120.90  3.000
 OOZ  C37  C34  C30  116.27  3.000
 OOZ  H59  C35  H58  106.27  3.000
 OOZ  H59  C35  C39  110.22  3.000
 OOZ  H58  C35  C39  109.52  3.000
 OOZ  H59  C35  C30  109.65  3.000
 OOZ  H58  C35  C30  107.92  3.000
 OOZ  C39  C35  C30  113.02  3.000
 OOZ  H60  C36  C40  109.71  3.000
 OOZ  H60  C36  O31  108.90  3.000
 OOZ  C40  C36  O31  107.92  3.000
 OOZ  H60  C36  C41  108.62  3.000
 OOZ  C40  C36  C41  114.55  3.000
 OOZ  O31  C36  C41  106.99  3.000
 OOZ  H62  C37  H61  104.40  3.000
 OOZ  H62  C37  C34  109.53  3.000
 OOZ  H61  C37  C34  104.53  3.000
 OOZ  H62  C37  C42  112.10  3.000
 OOZ  H61  C37  C42  109.36  3.000
 OOZ  C34  C37  C42  116.01  3.000
 OOZ  H65  C39  H64  107.61  3.000
 OOZ  H65  C39  H63  107.63  3.000
 OOZ  H64  C39  H63  107.27  3.000
 OOZ  H65  C39  C35  111.12  3.000
 OOZ  H64  C39  C35  112.03  3.000
 OOZ  H63  C39  C35  110.97  3.000
 OOZ  C36  C40  C44  116.58  3.000
 OOZ  C44  C40  C43  125.23  3.000
 OOZ  C36  C40  C43  118.14  3.000
 OOZ  H66  O46  C42  108.50  3.000
 OOZ  C55  O53  C50  114.60  3.000
 OOZ  H67  O54  C52  107.62  3.000
 OOZ  H26  C11  H25  108.05  3.000
 OOZ  H26  C11  H24  108.37  3.000
 OOZ  H25  C11  H24  108.10  3.000
 OOZ  H26  C11  O6   111.74  3.000
 OOZ  H25  C11  O6   112.66  3.000
 OOZ  H24  C11  O6   107.78  3.000
 OOZ  H30  C15  H29  108.12  3.000
 OOZ  H30  C15  H28  107.08  3.000
 OOZ  H29  C15  H28  107.71  3.000
 OOZ  H30  C15  C10  112.07  3.000
 OOZ  H29  C15  C10  111.87  3.000
 OOZ  H28  C15  C10  109.78  3.000
 OOZ  H23  C55  H22  107.93  3.000
 OOZ  H23  C55  H21  108.04  3.000
 OOZ  H22  C55  H21  108.35  3.000
 OOZ  H23  C55  O53  112.81  3.000
 OOZ  H22  C55  O53  111.84  3.000
 OOZ  H21  C55  O53  107.72  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
 OOZ  CONST_03  O21  C16  N20  C23     0.00   0.0  0
 OOZ  CONST_04  O21  C16  N20  C24   180.00   0.0  0
 OOZ  Var_01    C30  C25  C22  C18   176.35   0.0  0
 OOZ  Var_02    C30  C34  C37  C42  -165.19  30.0  1
 OOZ  Var_03    C52  C51  C49  C47    56.25  30.0  1
 OOZ  Var_04    C25  C22  C18  C14  -108.04  30.0  1
 OOZ  Var_05    C29  C24  N20  C16  -126.43  30.0  3
 OOZ  Var_06    C29  C33  C28  C23   -56.06  30.0  1
 OOZ  Var_07    C28  C33  C29  C24    56.34  30.0  1
 OOZ  Var_08    N20  C16  C12  C7   -109.40  30.0  1
 OOZ  Var_09    C33  C29  C24  N20   -52.81  30.0  1
 OOZ  Var_10    C36  C40  C43  C47   174.97   0.0  2
 OOZ  Var_11    H40  C26  C22  C18   175.97  30.0  3
 OOZ  Var_12    H24  C11  O6   C2   -178.43  30.0  3
 OOZ  Var_13    H21  C55  O53  C50  -174.86  30.0  3
 OOZ  Var_14    H63  C39  C35  C30   176.95  30.0  3
 OOZ  Var_15    H6   C44  C40  C36   172.13  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
 OOZ  chir_01  C1   C4   O3   C2   negativ
 OOZ  chir_02  C2   O6   C5   C1   negativ
 OOZ  chir_03  C41  C45  C42  C36  positiv
 OOZ  chir_04  C42  O46  C41  C37  positiv
 OOZ  chir_05  C47  C43  C49  C48  positiv
 OOZ  chir_06  C50  O53  C48  C52  positiv
 OOZ  chir_07  C52  O54  C50  C51  negativ
 OOZ  chir_08  C14  C19  C18  C8   negativ
 OOZ  chir_09  C23  C28  C27  N20  negativ
 OOZ  chir_10  C30  C34  C25  C35  negativ
 OOZ  chir_11  C4   C8   O9   C1   positiv
 OOZ  chir_12  C7   O3   C12  C10  negativ
 OOZ  chir_13  C10  C7   C5   C15  negativ
 OOZ  chir_14  C36  C41  O31  C40  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
 OOZ  plan-1  C12  0.020
 OOZ  plan-1  C16  0.020
 OOZ  plan-1  C23  0.020
 OOZ  plan-1  C24  0.020
 OOZ  plan-1  N20  0.020
 OOZ  plan-1  O21  0.020
 OOZ  plan-2  C12  0.020
 OOZ  plan-2  C16  0.020
 OOZ  plan-2  C7   0.020
 OOZ  plan-2  O17  0.020
 OOZ  plan-3  C30  0.020
 OOZ  plan-3  C34  0.020
 OOZ  plan-3  C37  0.020
 OOZ  plan-3  O38  0.020
 OOZ  plan-4  C23  0.020
 OOZ  plan-4  C27  0.020
 OOZ  plan-4  O31  0.020
 OOZ  plan-4  O32  0.020
 OOZ  plan-5  C18  0.020
 OOZ  plan-5  C22  0.020
 OOZ  plan-5  C25  0.020
 OOZ  plan-5  C26  0.020
 OOZ  plan-5  C30  0.020
 OOZ  plan-5  H39  0.020
 OOZ  plan-6  C43  0.020
 OOZ  plan-6  C44  0.020
 OOZ  plan-6  C47  0.020
 OOZ  plan-6  C36  0.020
 OOZ  plan-6  C40  0.020
 OOZ  plan-6  H5   0.020

