# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 15 19:41:03 2022
#   Inital geometry file: a 311 line input string
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1c(C)c2[nH]c1cc3nc4c([C@@H](C(=O)OC)C(=O)c4c3C)c5[nH]c(cc6nc(c2)c(C(C)=O)c6C)c(C)c5CCC(=O)OC\C=C(/C)CC\C=C(C)\CC\C=C(/C)CCC=C(C)C
#
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
 08I  08I  'None                     '  ligand  131  65  .  2022-08-09  2022-08-09
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_08I
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
 08I  C4   C  CH3   0  -0.739  167.7372  145.3359  138.0364
 08I  C5   C  CH2   0  -0.487  166.5030  143.2402  137.3029
 08I  C7   C  C1    0  -0.274  167.5144  141.1232  136.4144
 08I  C8   C  C     0   0.116  167.9669  140.1702  137.2334
 08I  C10  C  CH2   0  -0.484  167.6368  138.7241  136.9738
 08I  C1   C  CH2   0  -0.248  165.5147  146.9355  136.6039
 08I  C3   C  C     0   0.142  166.5541  144.7430  137.3304
 08I  C11  C  CH2   0  -0.486  166.5914  138.1596  137.9483
 08I  C9   C  CH3   0  -0.729  168.7895  140.4348  138.4599
 08I  NB   N  N     0  -0.582  156.3407  150.7713  140.6255
 08I  ND   N  N     0  -0.606  159.1655  153.1798  139.3489
 08I  C12  C  C1    0  -0.261  166.2257  136.7500  137.6042
 08I  C13  C  C     0   0.104  166.3190  135.6540  138.3624
 08I  C14  C  CH3   0  -0.730  166.8238  135.6333  139.7755
 08I  C15  C  CH2   0  -0.481  165.8961  134.3155  137.8154
 08I  C16  C  CH2   0  -0.489  164.6142  133.7643  138.4593
 08I  C17  C  C1    0  -0.252  164.1999  132.4723  137.8268
 08I  C18  C  C     0   0.080  164.2119  131.2486  138.3622
 08I  C19  C  CH3   0  -0.703  163.7893  130.0515  137.5598
 08I  C1A  C  CR5   0   0.443  160.6122  150.4802  139.9558
 08I  C1B  C  CR5   0   0.297  156.4882  149.5051  141.0626
 08I  C1C  C  CR5   0   0.427  155.1026  153.4329  139.9667
 08I  C1D  C  CR5   0   0.286  159.1446  154.5002  139.0080
 08I  C2   C  C1    0  -0.319  165.5962  145.4517  136.7272
 08I  C20  C  CH3   0  -0.719  164.6366  130.9326  139.7656
 08I  C2A  C  CR5   0   0.016  161.1679  149.1981  140.2913
 08I  C2B  C  CR5   0   0.078  155.2132  148.9378  141.4870
 08I  C2C  C  CR5   0  -0.016  154.4955  154.7092  139.7037
 08I  C2D  C  CR5   0   0.028  160.4706  155.0046  138.6873
 08I  C3A  C  CR5   0   0.009  160.1466  148.4230  140.7796
 08I  C3B  C  CR5   0  -0.117  154.2903  149.9143  141.2598
 08I  C3C  C  CR5   0   0.046  155.4876  155.5614  139.2964
 08I  C3D  C  CR55  0  -0.036  161.2776  153.9127  138.8492
 08I  C4A  C  CR5   0   0.429  158.9459  149.2047  140.7407
 08I  C4B  C  CR5   0   0.329  155.0290  151.0562  140.7215
 08I  C4C  C  CR5   0   0.410  156.7183  154.8204  139.3034
 08I  C4D  C  CR55  0   0.272  160.4421  152.8280  139.2475
 08I  C6   C  CH2   0  -0.497  167.6881  142.6052  136.5567
 08I  CAA  C  CH2   0  -0.585  162.5734  148.7409  140.0775
 08I  CAB  C  C     0   0.318  152.8420  149.7736  141.5085
 08I  CAC  C  CH2   0  -0.542  155.3721  157.0127  138.9704
 08I  CAD  C  CR5   0   0.340  162.6497  153.4649  138.7948
 08I  CBA  C  CH2   0  -0.595  162.6969  147.9949  138.7480
 08I  CBB  C  CH3   0  -0.814  151.8653  150.3761  140.5307
 08I  CBC  C  CH3   0  -0.653  155.5748  157.8932  140.2041
 08I  CBD  C  CR15  0  -0.675  162.6203  151.9395  139.1375
 08I  CED  C  CH3   0  -0.433  162.7042  150.7001  135.6716
 08I  CGA  C  C     0   0.612  164.1154  147.6321  138.3988
 08I  CGD  C  C     0   0.622  163.1742  151.2372  137.9152
 08I  CHA  C  CR5   0  -0.044  161.1680  151.6493  139.4620
 08I  CHB  C  C1    0  -0.488  157.6808  148.7891  141.1232
 08I  CHC  C  C1    0  -0.494  154.4591  152.2934  140.4212
 08I  CHD  C  C1    0  -0.490  157.9833  155.2729  138.9785
 08I  CMA  C  CH3   0  -0.763  160.2200  147.0110  141.2440
 08I  CMC  C  CH3   0  -0.762  153.0463  155.0042  139.8763
 08I  CMD  C  CH3   0  -0.769  160.8170  156.3921  138.2896
 08I  NA   N  NR15  0  -0.795  159.2773  150.4183  140.2433
 08I  NC   N  NR15  0  -0.776  156.4253  153.5547  139.7066
 08I  O1A  O  O     0  -0.441  165.0101  147.5263  139.1990
 08I  O1D  O  O     0  -0.427  164.2925  150.8009  137.8332
 08I  O2A  O  O2    0  -0.461  164.2496  147.4181  137.0961
 08I  O2D  O  O2    0  -0.440  162.2909  151.2327  136.9335
 08I  OBB  O  O     0  -0.392  152.4454  149.1395  142.4660
 08I  OBD  O  O     0  -0.366  163.6615  154.0673  138.5315
 08I  H1   H  HCH3  0   0.240  167.9572  144.7750  138.9470
 08I  H2   H  HCH3  0   0.247  168.6335  145.2831  137.4140
 08I  H3   H  HCH3  0   0.248  167.5931  146.3780  138.3138
 08I  H4   H  HCH2  0   0.235  166.5024  142.8598  138.3300
 08I  H5   H  HCH2  0   0.239  165.5691  142.9090  136.8421
 08I  H6   H  H     0   0.221  166.9117  140.8089  135.5653
 08I  H7   H  HCH2  0   0.233  167.2635  138.6074  135.9526
 08I  H8   H  HCH2  0   0.226  168.5460  138.1175  137.0455
 08I  H9   H  HCH2  0   0.248  166.3380  147.4537  137.0936
 08I  H10  H  HCH2  0   0.257  165.5173  147.2290  135.5534
 08I  H11  H  HCH2  0   0.237  166.9521  138.2403  138.9745
 08I  H12  H  HCH2  0   0.231  165.6967  138.7889  137.8868
 08I  H13  H  HCH3  0   0.239  168.2528  140.1404  139.3651
 08I  H14  H  HCH3  0   0.234  169.7083  139.8436  138.4404
 08I  H15  H  HCH3  0   0.240  169.0670  141.4809  138.5749
 08I  H16  H  H     0   0.218  165.8477  136.6208  136.5913
 08I  H17  H  HCH3  0   0.233  167.6399  134.9134  139.8762
 08I  H18  H  HCH3  0   0.241  167.1887  136.5988  140.1195
 08I  H19  H  HCH3  0   0.238  166.0444  135.3131  140.4708
 08I  H20  H  HCH2  0   0.232  165.7437  134.3892  136.7352
 08I  H21  H  HCH2  0   0.226  166.6998  133.5872  137.9696
 08I  H22  H  HCH2  0   0.236  164.7538  133.6545  139.5355
 08I  H23  H  HCH2  0   0.231  163.8176  134.5032  138.3250
 08I  H24  H  H     0   0.219  163.8818  132.5597  136.7896
 08I  H25  H  HCH3  0   0.229  164.5986  129.3197  137.4920
 08I  H26  H  HCH3  0   0.229  162.9487  129.5375  138.0335
 08I  H27  H  HCH3  0   0.235  163.4925  130.3206  136.5465
 08I  H28  H  H     0   0.238  164.7922  144.9100  136.2357
 08I  H29  H  HCH3  0   0.239  164.9243  131.8087  140.3428
 08I  H30  H  HCH3  0   0.233  163.8331  130.4258  140.3058
 08I  H31  H  HCH3  0   0.234  165.4859  130.2444  139.7615
 08I  H32  H  HCH2  0   0.237  167.7590  143.0550  135.5625
 08I  H33  H  HCH2  0   0.240  168.6198  142.8497  137.0701
 08I  H34  H  HCH2  0   0.277  162.8673  148.0801  140.8943
 08I  H35  H  HCH2  0   0.274  163.2697  149.5765  140.1153
 08I  H36  H  HCH2  0   0.250  156.1000  157.2835  138.2030
 08I  H37  H  HCH2  0   0.255  154.3908  157.2131  138.5369
 08I  H38  H  HCH2  0   0.278  162.2428  148.5582  137.9319
 08I  H39  H  HCH2  0   0.301  162.1268  147.0606  138.7992
 08I  H40  H  HCH3  0   0.280  151.0000  149.7215  140.4340
 08I  H41  H  HCH3  0   0.275  151.4993  151.3336  140.9099
 08I  H42  H  HCH3  0   0.259  152.2982  150.5458  139.5471
 08I  H43  H  HCH3  0   0.235  155.4907  158.9482  139.9432
 08I  H44  H  HCH3  0   0.230  154.8271  157.6734  140.9666
 08I  H45  H  HCH3  0   0.228  156.5592  157.7331  140.6444
 08I  H46  H  HCR5  0   0.339  163.2931  151.7567  139.9785
 08I  H47  H  HCH3  0   0.255  161.8427  150.7864  135.0171
 08I  H48  H  HCH3  0   0.247  163.5349  151.2715  135.2587
 08I  H49  H  HCH3  0   0.243  162.9931  149.6535  135.7591
 08I  H50  H  H     0   0.275  157.6237  147.7794  141.5076
 08I  H51  H  H     0   0.280  153.3965  152.4065  140.5787
 08I  H52  H  H     0   0.279  158.0746  156.3095  138.6800
 08I  H53  H  HCH3  0   0.261  161.2519  146.6869  141.3647
 08I  H54  H  HCH3  0   0.257  159.7185  146.8754  142.2027
 08I  H55  H  HCH3  0   0.260  159.7452  146.3349  140.5305
 08I  H56  H  HCH3  0   0.260  154.0015  147.2160  141.9071
 08I  H57  H  HCH3  0   0.247  155.6758  146.8476  141.5136
 08I  H58  H  HCH3  0   0.259  155.2679  147.5202  143.0829
 08I  H59  H  HCH3  0   0.256  152.7559  154.9727  140.9281
 08I  H60  H  HCH3  0   0.259  152.7965  155.9933  139.4972
 08I  H61  H  HCH3  0   0.253  152.4241  154.2802  139.3483
 08I  H62  H  HCH3  0   0.260  160.5893  157.1005  139.0884
 08I  H63  H  HCH3  0   0.262  161.8752  156.4799  138.0546
 08I  H64  H  HCH3  0   0.258  160.2480  156.7071  137.4132
 08I  H65  H  HNR5  0   0.448  158.6245  151.1819  140.1131
 08I  H66  H  HNR5  0   0.446  157.1137  152.8184  139.8028
 08I  CMB  C  CH3   0  -0.751  155.0259  147.5612  142.0188

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
 08I  CED  O2D  single    1.431  0.020  1.431
 08I  C1   C2   single    1.491  0.020  1.491
 08I  C1   O2A  single    1.441  0.020  1.441
 08I  C2   C3   double    1.336  0.020  1.336
 08I  O2A  CGA  single    1.327  0.020  1.327
 08I  O1D  CGD  double    1.203  0.020  1.203
 08I  C3   C5   single    1.504  0.020  1.504
 08I  C3   C4   single    1.500  0.020  1.500
 08I  O2D  CGD  single    1.321  0.020  1.321
 08I  CMA  C3A  single    1.488  0.020  1.488
 08I  CBA  CGA  single    1.505  0.020  1.505
 08I  CBA  CAA  single    1.529  0.020  1.529
 08I  CGA  O1A  double    1.205  0.020  1.205
 08I  C5   C6   single    1.538  0.020  1.538
 08I  CGD  CBD  single    1.515  0.020  1.515
 08I  C6   C7   single    1.499  0.020  1.499
 08I  C2A  C3A  aromatic  1.372  0.020  1.372
 08I  C2A  CAA  single    1.493  0.020  1.493
 08I  C2A  C1A  aromatic  1.437  0.020  1.437
 08I  C3A  C4A  aromatic  1.433  0.020  1.433
 08I  C7   C8   double    1.336  0.020  1.336
 08I  CBD  CAD  single    1.564  0.020  1.564
 08I  CBD  CHA  single    1.516  0.020  1.516
 08I  C8   C9   single    1.500  0.020  1.500
 08I  C8   C10  single    1.506  0.020  1.506
 08I  OBD  CAD  double    1.207  0.020  1.207
 08I  C1A  CHA  aromatic  1.385  0.020  1.385
 08I  C1A  NA   aromatic  1.367  0.020  1.367
 08I  CAD  C3D  single    1.444  0.020  1.444
 08I  C10  C11  single    1.537  0.020  1.537
 08I  C4A  CHB  aromatic  1.386  0.020  1.386
 08I  C4A  NA   aromatic  1.353  0.020  1.353
 08I  CHA  C4D  aromatic  1.401  0.020  1.401
 08I  CHB  C1B  aromatic  1.392  0.020  1.392
 08I  C3D  C4D  aromatic  1.426  0.020  1.426
 08I  C3D  C2D  aromatic  1.367  0.020  1.367
 08I  C4D  ND   aromatic  1.328  0.020  1.328
 08I  C11  C12  single    1.496  0.020  1.496
 08I  C12  C13  double    1.336  0.020  1.336
 08I  CMB  C2B  single    1.488  0.020  1.488
 08I  C1B  C2B  aromatic  1.459  0.020  1.459
 08I  C1B  NB   aromatic  1.348  0.020  1.348
 08I  C2D  CMD  single    1.484  0.020  1.484
 08I  C2D  C1D  aromatic  1.454  0.020  1.454
 08I  C2B  C3B  aromatic  1.363  0.020  1.363
 08I  ND   C1D  aromatic  1.364  0.020  1.364
 08I  C19  C18  single    1.502  0.020  1.502
 08I  C15  C13  single    1.507  0.020  1.507
 08I  C15  C16  single    1.537  0.020  1.537
 08I  C13  C14  single    1.501  0.020  1.501
 08I  C17  C18  double    1.336  0.020  1.336
 08I  C17  C16  single    1.497  0.020  1.497
 08I  NB   C4B  aromatic  1.346  0.020  1.346
 08I  C1D  CHD  aromatic  1.395  0.020  1.395
 08I  C18  C20  single    1.500  0.020  1.500
 08I  C3B  C4B  aromatic  1.463  0.020  1.463
 08I  C3B  CAB  single    1.476  0.020  1.476
 08I  C4B  CHC  aromatic  1.395  0.020  1.395
 08I  CHD  C4C  aromatic  1.382  0.020  1.382
 08I  NC   C4C  aromatic  1.360  0.020  1.360
 08I  NC   C1C  aromatic  1.353  0.020  1.353
 08I  OBB  CAB  double    1.215  0.020  1.215
 08I  CAB  CBB  single    1.508  0.020  1.508
 08I  C4C  C3C  aromatic  1.437  0.020  1.437
 08I  CHC  C1C  aromatic  1.385  0.020  1.385
 08I  C1C  C2C  aromatic  1.438  0.020  1.438
 08I  C3C  C2C  aromatic  1.370  0.020  1.370
 08I  C3C  CAC  single    1.492  0.020  1.492
 08I  C2C  CMC  single    1.489  0.020  1.489
 08I  CAC  CBC  single    1.529  0.020  1.529
 08I  C4   H1   single    0.970  0.020  1.090
 08I  C4   H2   single    0.970  0.020  1.090
 08I  C4   H3   single    0.970  0.020  1.090
 08I  C5   H4   single    0.970  0.020  1.090
 08I  C5   H5   single    0.970  0.020  1.090
 08I  C7   H6   single    0.930  0.020  1.080
 08I  C10  H7   single    0.970  0.020  1.090
 08I  C10  H8   single    0.970  0.020  1.090
 08I  C1   H9   single    0.970  0.020  1.090
 08I  C1   H10  single    0.970  0.020  1.090
 08I  C11  H11  single    0.970  0.020  1.090
 08I  C11  H12  single    0.970  0.020  1.090
 08I  C9   H13  single    0.970  0.020  1.090
 08I  C9   H14  single    0.970  0.020  1.090
 08I  C9   H15  single    0.970  0.020  1.090
 08I  C12  H16  single    0.930  0.020  1.080
 08I  C14  H17  single    0.970  0.020  1.090
 08I  C14  H18  single    0.970  0.020  1.090
 08I  C14  H19  single    0.970  0.020  1.090
 08I  C15  H20  single    0.970  0.020  1.090
 08I  C15  H21  single    0.970  0.020  1.090
 08I  C16  H22  single    0.970  0.020  1.090
 08I  C16  H23  single    0.970  0.020  1.090
 08I  C17  H24  single    0.930  0.020  1.080
 08I  C19  H25  single    0.970  0.020  1.090
 08I  C19  H26  single    0.970  0.020  1.090
 08I  C19  H27  single    0.970  0.020  1.090
 08I  C2   H28  single    0.930  0.020  1.080
 08I  C20  H29  single    0.970  0.020  1.090
 08I  C20  H30  single    0.970  0.020  1.090
 08I  C20  H31  single    0.970  0.020  1.090
 08I  C6   H32  single    0.970  0.020  1.090
 08I  C6   H33  single    0.970  0.020  1.090
 08I  CAA  H34  single    0.970  0.020  1.090
 08I  CAA  H35  single    0.970  0.020  1.090
 08I  CAC  H36  single    0.970  0.020  1.090
 08I  CAC  H37  single    0.970  0.020  1.090
 08I  CBA  H38  single    0.970  0.020  1.090
 08I  CBA  H39  single    0.970  0.020  1.090
 08I  CBB  H40  single    0.970  0.020  1.090
 08I  CBB  H41  single    0.970  0.020  1.090
 08I  CBB  H42  single    0.970  0.020  1.090
 08I  CBC  H43  single    0.970  0.020  1.090
 08I  CBC  H44  single    0.970  0.020  1.090
 08I  CBC  H45  single    0.970  0.020  1.090
 08I  CBD  H46  single    0.970  0.020  1.090
 08I  CED  H47  single    0.970  0.020  1.090
 08I  CED  H48  single    0.970  0.020  1.090
 08I  CED  H49  single    0.970  0.020  1.090
 08I  CHB  H50  single    0.930  0.020  1.080
 08I  CHC  H51  single    0.930  0.020  1.080
 08I  CHD  H52  single    0.930  0.020  1.080
 08I  CMA  H53  single    0.970  0.020  1.090
 08I  CMA  H54  single    0.970  0.020  1.090
 08I  CMA  H55  single    0.970  0.020  1.090
 08I  CMB  H56  single    0.970  0.020  1.090
 08I  CMB  H57  single    0.970  0.020  1.090
 08I  CMB  H58  single    0.970  0.020  1.090
 08I  CMC  H59  single    0.970  0.020  1.090
 08I  CMC  H60  single    0.970  0.020  1.090
 08I  CMC  H61  single    0.970  0.020  1.090
 08I  CMD  H62  single    0.970  0.020  1.090
 08I  CMD  H63  single    0.970  0.020  1.090
 08I  CMD  H64  single    0.970  0.020  1.090
 08I  NA   H65  single    0.860  0.020  1.020
 08I  NC   H66  single    0.860  0.020  1.020

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
 08I  H3   C4   H2   107.47  3.000
 08I  H3   C4   H1   107.82  3.000
 08I  H2   C4   H1   106.56  3.000
 08I  H3   C4   C3   113.22  3.000
 08I  H2   C4   C3   111.09  3.000
 08I  H1   C4   C3   110.39  3.000
 08I  H5   C5   H4   106.85  3.000
 08I  H5   C5   C6   109.20  3.000
 08I  H4   C5   C6   108.18  3.000
 08I  H5   C5   C3   109.85  3.000
 08I  H4   C5   C3   109.26  3.000
 08I  C6   C5   C3   113.28  3.000
 08I  H6   C7   C6   115.09  3.000
 08I  H6   C7   C8   117.40  3.000
 08I  C6   C7   C8   127.45  3.000
 08I  C9   C8   C10  115.50  3.000
 08I  C10  C8   C7   120.35  3.000
 08I  C9   C8   C7   124.14  3.000
 08I  H8   C10  H7   106.58  3.000
 08I  H8   C10  C11  108.65  3.000
 08I  H7   C10  C11  108.72  3.000
 08I  H8   C10  C8   109.79  3.000
 08I  H7   C10  C8   109.78  3.000
 08I  C11  C10  C8   113.12  3.000
 08I  H10  C1   H9   107.65  3.000
 08I  H10  C1   O2A  103.95  3.000
 08I  H9   C1   O2A  110.54  3.000
 08I  H10  C1   C2   110.32  3.000
 08I  H9   C1   C2   113.26  3.000
 08I  O2A  C1   C2   110.67  3.000
 08I  C2   C3   C5   119.84  3.000
 08I  C5   C3   C4   115.49  3.000
 08I  C2   C3   C4   124.65  3.000
 08I  H12  C11  H11  106.29  3.000
 08I  H12  C11  C12  109.18  3.000
 08I  H11  C11  C12  111.52  3.000
 08I  H12  C11  C10  108.00  3.000
 08I  H11  C11  C10  110.15  3.000
 08I  C12  C11  C10  111.50  3.000
 08I  H15  C9   H14  107.91  3.000
 08I  H15  C9   H13  107.26  3.000
 08I  H14  C9   H13  106.38  3.000
 08I  H15  C9   C8   113.31  3.000
 08I  H14  C9   C8   110.55  3.000
 08I  H13  C9   C8   111.12  3.000
 08I  C4B  NB   C1B  106.41  3.000
 08I  C4D  ND   C1D  104.60  3.000
 08I  H16  C12  C13  117.05  3.000
 08I  H16  C12  C11  114.24  3.000
 08I  C13  C12  C11  128.70  3.000
 08I  C15  C13  C14  115.09  3.000
 08I  C14  C13  C12  124.69  3.000
 08I  C15  C13  C12  120.21  3.000
 08I  H19  C14  H18  107.35  3.000
 08I  H19  C14  H17  106.32  3.000
 08I  H18  C14  H17  107.76  3.000
 08I  H19  C14  C13  111.31  3.000
 08I  H18  C14  C13  113.47  3.000
 08I  H17  C14  C13  110.31  3.000
 08I  H21  C15  H20  106.62  3.000
 08I  H21  C15  C16  108.33  3.000
 08I  H20  C15  C16  108.77  3.000
 08I  H21  C15  C13  109.49  3.000
 08I  H20  C15  C13  109.76  3.000
 08I  C16  C15  C13  113.62  3.000
 08I  H23  C16  H22  106.38  3.000
 08I  H23  C16  C17  109.22  3.000
 08I  H22  C16  C17  111.43  3.000
 08I  H23  C16  C15  108.27  3.000
 08I  H22  C16  C15  110.05  3.000
 08I  C17  C16  C15  111.31  3.000
 08I  H24  C17  C18  117.26  3.000
 08I  H24  C17  C16  114.47  3.000
 08I  C18  C17  C16  128.23  3.000
 08I  C20  C18  C19  114.31  3.000
 08I  C20  C18  C17  124.79  3.000
 08I  C19  C18  C17  120.90  3.000
 08I  H27  C19  H26  108.04  3.000
 08I  H27  C19  H25  108.02  3.000
 08I  H26  C19  H25  106.34  3.000
 08I  H27  C19  C18  112.13  3.000
 08I  H26  C19  C18  111.08  3.000
 08I  H25  C19  C18  111.01  3.000
 08I  NA   C1A  CHA  120.33  3.000
 08I  NA   C1A  C2A  106.74  3.000
 08I  CHA  C1A  C2A  132.92  3.000
 08I  CHB  C1B  C2B  122.42  3.000
 08I  C2B  C1B  NB   111.35  3.000
 08I  CHB  C1B  NB   126.23  3.000
 08I  NC   C1C  CHC  126.23  3.000
 08I  CHC  C1C  C2C  126.44  3.000
 08I  NC   C1C  C2C  107.32  3.000
 08I  CHD  C1D  C2D  124.20  3.000
 08I  CHD  C1D  ND   123.66  3.000
 08I  C2D  C1D  ND   112.15  3.000
 08I  H28  C2   C3   118.05  3.000
 08I  H28  C2   C1   114.71  3.000
 08I  C3   C2   C1   127.20  3.000
 08I  H31  C20  H30  106.33  3.000
 08I  H31  C20  H29  107.67  3.000
 08I  H30  C20  H29  107.79  3.000
 08I  H31  C20  C18  110.44  3.000
 08I  H30  C20  C18  110.61  3.000
 08I  H29  C20  C18  113.68  3.000
 08I  CAA  C2A  C3A  125.35  3.000
 08I  CAA  C2A  C1A  127.13  3.000
 08I  C3A  C2A  C1A  107.41  3.000
 08I  CMB  C2B  C3B  129.61  3.000
 08I  C3B  C2B  C1B  105.36  3.000
 08I  CMB  C2B  C1B  125.02  3.000
 08I  CMC  C2C  C3C  128.04  3.000
 08I  CMC  C2C  C1C  124.45  3.000
 08I  C3C  C2C  C1C  107.51  3.000
 08I  CMD  C2D  C3D  129.82  3.000
 08I  CMD  C2D  C1D  126.59  3.000
 08I  C3D  C2D  C1D  103.59  3.000
 08I  CMA  C3A  C4A  124.56  3.000
 08I  C4A  C3A  C2A  107.81  3.000
 08I  CMA  C3A  C2A  127.62  3.000
 08I  CAB  C3B  C4B  129.19  3.000
 08I  CAB  C3B  C2B  124.62  3.000
 08I  C4B  C3B  C2B  106.19  3.000
 08I  CAC  C3C  C4C  124.69  3.000
 08I  CAC  C3C  C2C  127.88  3.000
 08I  C4C  C3C  C2C  107.35  3.000
 08I  CAD  C3D  C4D  109.34  3.000
 08I  C4D  C3D  C2D  107.14  3.000
 08I  CAD  C3D  C2D  143.50  3.000
 08I  NA   C4A  CHB  126.46  3.000
 08I  NA   C4A  C3A  107.10  3.000
 08I  CHB  C4A  C3A  126.43  3.000
 08I  CHC  C4B  C3B  124.43  3.000
 08I  CHC  C4B  NB   124.80  3.000
 08I  C3B  C4B  NB   110.68  3.000
 08I  NC   C4C  CHD  124.85  3.000
 08I  NC   C4C  C3C  107.27  3.000
 08I  CHD  C4C  C3C  127.88  3.000
 08I  CHA  C4D  C3D  112.29  3.000
 08I  C3D  C4D  ND   112.52  3.000
 08I  CHA  C4D  ND   135.18  3.000
 08I  H33  C6   H32  106.27  3.000
 08I  H33  C6   C7   111.41  3.000
 08I  H32  C6   C7   109.14  3.000
 08I  H33  C6   C5   109.70  3.000
 08I  H32  C6   C5   108.74  3.000
 08I  C7   C6   C5   111.41  3.000
 08I  H35  CAA  H34  105.47  3.000
 08I  H35  CAA  CBA  110.67  3.000
 08I  H34  CAA  CBA  109.49  3.000
 08I  H35  CAA  C2A  111.23  3.000
 08I  H34  CAA  C2A  109.37  3.000
 08I  CBA  CAA  C2A  110.48  3.000
 08I  OBB  CAB  CBB  120.55  3.000
 08I  CBB  CAB  C3B  119.22  3.000
 08I  OBB  CAB  C3B  120.18  3.000
 08I  H37  CAC  H36  105.95  3.000
 08I  H37  CAC  CBC  109.51  3.000
 08I  H36  CAC  CBC  109.62  3.000
 08I  H37  CAC  C3C  109.58  3.000
 08I  H36  CAC  C3C  110.07  3.000
 08I  CBC  CAC  C3C  111.94  3.000
 08I  OBD  CAD  CBD  123.41  3.000
 08I  OBD  CAD  C3D  130.54  3.000
 08I  CBD  CAD  C3D  106.04  3.000
 08I  H39  CBA  H38  104.99  3.000
 08I  H39  CBA  CGA  107.20  3.000
 08I  H38  CBA  CGA  110.08  3.000
 08I  H39  CBA  CAA  109.46  3.000
 08I  H38  CBA  CAA  111.40  3.000
 08I  CGA  CBA  CAA  113.29  3.000
 08I  H42  CBB  H41  108.07  3.000
 08I  H42  CBB  H40  109.24  3.000
 08I  H41  CBB  H40  106.94  3.000
 08I  H42  CBB  CAB  113.01  3.000
 08I  H41  CBB  CAB  110.00  3.000
 08I  H40  CBB  CAB  109.39  3.000
 08I  H45  CBC  H44  107.89  3.000
 08I  H45  CBC  H43  107.97  3.000
 08I  H44  CBC  H43  108.04  3.000
 08I  H45  CBC  CAC  111.16  3.000
 08I  H44  CBC  CAC  110.93  3.000
 08I  H43  CBC  CAC  110.73  3.000
 08I  H46  CBD  CHA  113.15  3.000
 08I  H46  CBD  CGD  108.57  3.000
 08I  CHA  CBD  CGD  115.74  3.000
 08I  H46  CBD  CAD  108.69  3.000
 08I  CHA  CBD  CAD  104.58  3.000
 08I  CGD  CBD  CAD  105.58  3.000
 08I  H49  CED  H48  109.40  3.000
 08I  H49  CED  H47  109.59  3.000
 08I  H48  CED  H47  109.57  3.000
 08I  H49  CED  O2D  111.32  3.000
 08I  H48  CED  O2D  111.06  3.000
 08I  H47  CED  O2D  105.84  3.000
 08I  O2A  CGA  O1A  124.24  3.000
 08I  O1A  CGA  CBA  124.53  3.000
 08I  O2A  CGA  CBA  111.22  3.000
 08I  O2D  CGD  O1D  124.73  3.000
 08I  O2D  CGD  CBD  110.91  3.000
 08I  O1D  CGD  CBD  124.27  3.000
 08I  CBD  CHA  C4D  107.61  3.000
 08I  C4D  CHA  C1A  123.83  3.000
 08I  CBD  CHA  C1A  128.47  3.000
 08I  H50  CHB  C4A  115.22  3.000
 08I  H50  CHB  C1B  116.76  3.000
 08I  C4A  CHB  C1B  128.02  3.000
 08I  H51  CHC  C4B  117.61  3.000
 08I  H51  CHC  C1C  114.76  3.000
 08I  C4B  CHC  C1C  127.62  3.000
 08I  H52  CHD  C4C  117.10  3.000
 08I  H52  CHD  C1D  117.77  3.000
 08I  C4C  CHD  C1D  125.13  3.000
 08I  H55  CMA  H54  107.32  3.000
 08I  H55  CMA  H53  107.48  3.000
 08I  H54  CMA  H53  107.55  3.000
 08I  H55  CMA  C3A  111.23  3.000
 08I  H54  CMA  C3A  111.69  3.000
 08I  H53  CMA  C3A  111.34  3.000
 08I  H61  CMC  H60  107.67  3.000
 08I  H61  CMC  H59  107.19  3.000
 08I  H60  CMC  H59  107.51  3.000
 08I  H61  CMC  C2C  111.56  3.000
 08I  H60  CMC  C2C  111.29  3.000
 08I  H59  CMC  C2C  111.40  3.000
 08I  H64  CMD  H63  108.09  3.000
 08I  H64  CMD  H62  106.95  3.000
 08I  H63  CMD  H62  107.98  3.000
 08I  H64  CMD  C2D  111.30  3.000
 08I  H63  CMD  C2D  111.13  3.000
 08I  H62  CMD  C2D  111.21  3.000
 08I  H65  NA   C4A  124.46  3.000
 08I  H65  NA   C1A  124.61  3.000
 08I  C4A  NA   C1A  110.93  3.000
 08I  H66  NC   C4C  123.94  3.000
 08I  H66  NC   C1C  125.50  3.000
 08I  C4C  NC   C1C  110.56  3.000
 08I  CGA  O2A  C1   118.57  3.000
 08I  CGD  O2D  CED  117.62  3.000
 08I  H58  CMB  H57  107.16  3.000
 08I  H58  CMB  H56  107.28  3.000
 08I  H57  CMB  H56  107.86  3.000
 08I  H58  CMB  C2B  110.81  3.000
 08I  H57  CMB  C2B  111.42  3.000
 08I  H56  CMB  C2B  112.07  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
 08I  CONST_01  C4A  CHB  C1B  NB      0.00   0.0  0
 08I  CONST_02  C3B  C2B  C1B  NB      0.00   0.0  0
 08I  CONST_03  C2B  C3B  C4B  NB      0.00   0.0  0
 08I  CONST_04  C1C  CHC  C4B  NB      0.00   0.0  0
 08I  CONST_05  C1A  CHA  C4D  ND      0.00   0.0  0
 08I  CONST_06  C2D  C3D  C4D  ND      0.00   0.0  0
 08I  CONST_07  C3D  C2D  C1D  ND      0.00   0.0  0
 08I  CONST_08  C4C  CHD  C1D  ND      0.00   0.0  0
 08I  CONST_09  C4A  C3A  C2A  C1A     0.00   0.0  0
 08I  CONST_10  C3D  C4D  CHA  C1A   180.00   0.0  0
 08I  CONST_11  C3A  C4A  NA   C1A     0.00   0.0  0
 08I  CONST_12  CHB  C4A  NA   C1A   180.00   0.0  0
 08I  CONST_13  C3A  C4A  CHB  C1B   180.00   0.0  0
 08I  CONST_14  NA   C4A  CHB  C1B     0.00   0.0  0
 08I  CONST_15  C4B  C3B  C2B  C1B     0.00   0.0  0
 08I  CONST_16  C3B  C4B  NB   C1B     0.00   0.0  0
 08I  CONST_17  CHC  C4B  NB   C1B   180.00   0.0  0
 08I  CONST_18  CHD  C4C  NC   C1C   180.00   0.0  0
 08I  CONST_19  C3C  C4C  NC   C1C     0.00   0.0  0
 08I  CONST_20  C3B  C4B  CHC  C1C   180.00   0.0  0
 08I  CONST_21  C4C  C3C  C2C  C1C     0.00   0.0  0
 08I  CONST_22  C4D  C3D  C2D  C1D     0.00   0.0  0
 08I  CONST_23  CHA  C4D  ND   C1D   180.00   0.0  0
 08I  CONST_24  C3D  C4D  ND   C1D     0.00   0.0  0
 08I  CONST_25  NC   C4C  CHD  C1D     0.00   0.0  0
 08I  CONST_26  C3C  C4C  CHD  C1D   180.00   0.0  0
 08I  CONST_27  CHB  C4A  C3A  C2A   180.00   0.0  0
 08I  CONST_28  NA   C4A  C3A  C2A     0.00   0.0  0
 08I  CONST_29  C4D  CHA  C1A  C2A   180.00   0.0  0
 08I  CONST_30  C4A  NA   C1A  C2A     0.00   0.0  0
 08I  CONST_31  C4A  CHB  C1B  C2B   180.00   0.0  0
 08I  CONST_32  C4B  NB   C1B  C2B     0.00   0.0  0
 08I  CONST_33  CHC  C4B  C3B  C2B   180.00   0.0  0
 08I  CONST_34  C4C  NC   C1C  C2C     0.00   0.0  0
 08I  CONST_35  C4B  CHC  C1C  C2C   180.00   0.0  0
 08I  CONST_36  CHD  C4C  C3C  C2C   180.00   0.0  0
 08I  CONST_37  NC   C4C  C3C  C2C     0.00   0.0  0
 08I  CONST_38  CHA  C4D  C3D  C2D   180.00   0.0  0
 08I  CONST_39  C4D  ND   C1D  C2D     0.00   0.0  0
 08I  CONST_40  C4C  CHD  C1D  C2D   180.00   0.0  0
 08I  CONST_41  CHA  C1A  C2A  C3A   180.00   0.0  0
 08I  CONST_42  NA   C1A  C2A  C3A     0.00   0.0  0
 08I  CONST_43  CHB  C1B  C2B  C3B   180.00   0.0  0
 08I  CONST_44  NC   C1C  C2C  C3C     0.00   0.0  0
 08I  CONST_45  CHC  C1C  C2C  C3C   180.00   0.0  0
 08I  CONST_46  CHD  C1D  C2D  C3D   180.00   0.0  0
 08I  CONST_47  CHA  C1A  NA   C4A   180.00   0.0  0
 08I  CONST_48  CHB  C1B  NB   C4B   180.00   0.0  0
 08I  CONST_49  NC   C1C  CHC  C4B     0.00   0.0  0
 08I  CONST_50  CHC  C1C  NC   C4C   180.00   0.0  0
 08I  CONST_51  NA   C1A  CHA  C4D     0.00   0.0  0
 08I  CONST_52  CHD  C1D  ND   C4D   180.00   0.0  0
 08I  CONST_53  CMB  C2B  C1B  NB    180.00   0.0  0
 08I  CONST_54  CAB  C3B  C4B  NB    180.00   0.0  0
 08I  CONST_55  CMD  C2D  C1D  ND    180.00   0.0  0
 08I  CONST_56  CMA  C3A  C2A  C1A   180.00   0.0  0
 08I  CONST_57  CAB  C3B  C2B  C1B   180.00   0.0  0
 08I  CONST_58  CAC  C3C  C2C  C1C   180.00   0.0  0
 08I  CONST_59  CAA  C2A  C3A  C4A   180.00   0.0  0
 08I  CONST_60  CMB  C2B  C3B  C4B   180.00   0.0  0
 08I  CONST_61  CMC  C2C  C3C  C4C   180.00   0.0  0
 08I  CONST_62  CMD  C2D  C3D  C4D   180.00   0.0  0
 08I  CONST_63  CHA  C1A  C2A  CAA     0.00   0.0  0
 08I  CONST_64  NA   C1A  C2A  CAA   180.00   0.0  0
 08I  CONST_65  CHC  C4B  C3B  CAB     0.00   0.0  0
 08I  CONST_66  CHD  C4C  C3C  CAC     0.00   0.0  0
 08I  CONST_67  NC   C4C  C3C  CAC   180.00   0.0  0
 08I  CONST_68  CMD  C2D  C3D  CAD     0.00   0.0  0
 08I  CONST_69  CMA  C3A  C4A  CHB     0.00   0.0  0
 08I  CONST_70  CMB  C2B  C1B  CHB     0.00   0.0  0
 08I  CONST_71  CMC  C2C  C1C  CHC     0.00   0.0  0
 08I  CONST_72  CMD  C2D  C1D  CHD     0.00   0.0  0
 08I  CONST_73  NA   C4A  C3A  CMA   180.00   0.0  0
 08I  CONST_74  NC   C1C  C2C  CMC   180.00   0.0  0
 08I  CONST_75  H50  CHB  C1B  NB    180.00   0.0  0
 08I  CONST_76  H51  CHC  C4B  NB    180.00   0.0  0
 08I  CONST_77  H52  CHD  C1D  ND    180.00   0.0  0
 08I  CONST_78  H65  NA   C1A  C2A   180.00   0.0  0
 08I  CONST_79  H66  NC   C1C  C2C   180.00   0.0  0
 08I  Var_01    CBD  CHA  C4D  ND    179.35  30.0  1
 08I  Var_02    CBD  CAD  C3D  C2D  -179.35  30.0  2
 08I  Var_03    CBA  CAA  C2A  C1A   -94.01  30.0  2
 08I  Var_04    OBB  CAB  C3B  C2B    36.76  30.0  2
 08I  Var_05    CBC  CAC  C3C  C2C    88.82  30.0  2
 08I  Var_06    H56  CMB  C2B  C1B  -157.66  30.0  2
 08I  Var_07    H59  CMC  C2C  C1C    67.32  30.0  2
 08I  Var_08    H62  CMD  C2D  C1D    62.81  30.0  2
 08I  Var_09    H53  CMA  C3A  C2A    12.52  30.0  2
 08I  Var_10    CGA  CBA  CAA  C2A   173.91  30.0  2
 08I  Var_11    H40  CBB  CAB  C3B   143.24  30.0  3
 08I  Var_12    H43  CBC  CAC  C3C   179.75  30.0  3
 08I  Var_13    C1   C2   C3   C4      1.41   0.0  2
 08I  Var_14    C6   C7   C8   C10   176.78   0.0  2
 08I  Var_15    C15  C13  C12  C11  -179.78   0.0  2
 08I  Var_16    C19  C18  C17  C16  -178.40   0.0  2
 08I  Var_17    C6   C5   C3   C4    -62.22  30.0  3
 08I  Var_18    C8   C7   C6   C5    -92.81  30.0  3
 08I  Var_19    C3   C5   C6   C7   -173.32  30.0  2
 08I  Var_20    C11  C10  C8   C7   -106.26  30.0  3
 08I  Var_21    C12  C11  C10  C8    176.35  30.0  3
 08I  Var_22    C13  C12  C11  C10   121.99  30.0  3
 08I  Var_23    CBA  CGA  O2A  C1   -174.15  30.0  3
 08I  Var_24    O2A  C1   C2   C3   -126.17  30.0  1
 08I  Var_25    C16  C15  C13  C12  -110.10  30.0  1
 08I  Var_26    C17  C16  C15  C13   176.86  30.0  3
 08I  Var_27    C18  C17  C16  C15   111.16  30.0  1
 08I  Var_28    O2A  CGA  CBA  CAA  -158.58  30.0  3
 08I  Var_29    O1D  CGD  O2D  CED    -1.61  30.0  3
 08I  Var_30    H1   C4   C3   C5    -40.72  30.0  3
 08I  Var_31    H13  C9   C8   C7    115.43  30.0  3
 08I  Var_32    H17  C14  C13  C12  -125.46  30.0  3
 08I  Var_33    H25  C19  C18  C17   120.87  30.0  3
 08I  Var_34    H29  C20  C18  C17     1.29  30.0  3
 08I  Var_35    H47  CED  O2D  CGD   179.83  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
 08I  chir_01  CBD  CGD  CAD  CHA  negativ

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
 08I  plan-1   NB   0.020
 08I  plan-1   C1B  0.020
 08I  plan-1   C2B  0.020
 08I  plan-1   C3B  0.020
 08I  plan-1   C4B  0.020
 08I  plan-1   CAB  0.020
 08I  plan-1   CHB  0.020
 08I  plan-1   CHC  0.020
 08I  plan-1   CMB  0.020
 08I  plan-2   CBA  0.020
 08I  plan-2   CGA  0.020
 08I  plan-2   O1A  0.020
 08I  plan-2   O2A  0.020
 08I  plan-3   C7   0.020
 08I  plan-3   C8   0.020
 08I  plan-3   C10  0.020
 08I  plan-3   C9   0.020
 08I  plan-3   C6   0.020
 08I  plan-3   H6   0.020
 08I  plan-4   C11  0.020
 08I  plan-4   C12  0.020
 08I  plan-4   C13  0.020
 08I  plan-4   C14  0.020
 08I  plan-4   C15  0.020
 08I  plan-4   H16  0.020
 08I  plan-5   C16  0.020
 08I  plan-5   C17  0.020
 08I  plan-5   C18  0.020
 08I  plan-5   C19  0.020
 08I  plan-5   C20  0.020
 08I  plan-5   H24  0.020
 08I  plan-6   C1A  0.020
 08I  plan-6   C2A  0.020
 08I  plan-6   C3A  0.020
 08I  plan-6   C4A  0.020
 08I  plan-6   CAA  0.020
 08I  plan-6   CHA  0.020
 08I  plan-6   CHB  0.020
 08I  plan-6   CMA  0.020
 08I  plan-6   NA   0.020
 08I  plan-6   H65  0.020
 08I  plan-7   ND   0.020
 08I  plan-7   C1D  0.020
 08I  plan-7   C2D  0.020
 08I  plan-7   C3D  0.020
 08I  plan-7   C4D  0.020
 08I  plan-7   CAD  0.020
 08I  plan-7   CHA  0.020
 08I  plan-7   CHD  0.020
 08I  plan-7   CMD  0.020
 08I  plan-8   C1C  0.020
 08I  plan-8   C2C  0.020
 08I  plan-8   C3C  0.020
 08I  plan-8   C4C  0.020
 08I  plan-8   CAC  0.020
 08I  plan-8   CHC  0.020
 08I  plan-8   CHD  0.020
 08I  plan-8   CMC  0.020
 08I  plan-8   NC   0.020
 08I  plan-8   H66  0.020
 08I  plan-9   C3B  0.020
 08I  plan-9   CAB  0.020
 08I  plan-9   CBB  0.020
 08I  plan-9   OBB  0.020
 08I  plan-10  C3D  0.020
 08I  plan-10  CAD  0.020
 08I  plan-10  CBD  0.020
 08I  plan-10  OBD  0.020
 08I  plan-11  C4   0.020
 08I  plan-11  C5   0.020
 08I  plan-11  C1   0.020
 08I  plan-11  C3   0.020
 08I  plan-11  C2   0.020
 08I  plan-11  H28  0.020
 08I  plan-12  CBD  0.020
 08I  plan-12  CGD  0.020
 08I  plan-12  O1D  0.020
 08I  plan-12  O2D  0.020

