# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Aug  6 19:19:56 2021
#   Inital geometry file: a 249 line input string
#   Ligand name: 7-(3-{[4-(4-acetylpiperazin-1-yl)phenoxy]methyl}-1,5-dimethyl-1H-pyrazol-4-yl)-3-{3-[(naphthalen-1-yl)oxy]propyl}-1-[(pyridin-3-yl)methyl]-1H-indole-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1nc(COc2ccc(cc2)N3CCN(CC3)C(C)=O)c(c1C)c4cccc5c(CCCOc6cccc7ccccc67)c(n(Cc8cccnc8)c45)C(O)=O
#
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
 9EA  9EA  '7-(3-{[4-(4-acetylpiperazin-1-yl)phenoxy]methyl}-1,5-dimethyl-1H-pyrazol-4-yl)-3-{3-[(naphthalen-1-yl)oxy]propyl}-1-[(pyridin-3-yl)methyl]-1H-indole-2-carboxylic acid'  ligand  103  57  .  2021-08-06  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9EA
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
 9EA  C4   C  CR16  0  -0.236  -29.7166   4.8120   5.6171
 9EA  C5   C  CR16  0  -0.314  -31.4969   3.2264   9.3096
 9EA  C6   C  CR16  0  -0.321  -28.6704   7.9447   3.9369
 9EA  C7   C  CR16  0  -0.287  -31.4415   8.2019   3.8068
 9EA  C8   C  CR16  0  -0.352  -32.4359   8.5895   7.1531
 9EA  C10  C  CR16  0  -0.340  -30.7493   8.6804   8.8668
 9EA  C13  C  CR16  0  -0.338  -35.5800  12.1258  12.1175
 9EA  C15  C  CR16  0  -0.331  -35.7767   9.3934  11.7643
 9EA  C17  C  CR16  0  -0.077  -31.0033   2.5745  10.4272
 9EA  C20  C  CR66  0   0.002  -30.8882   7.0585   4.4272
 9EA  C21  C  CR56  0   0.065  -33.2266   7.8335   8.0251
 9EA  C22  C  CR6   0   0.047  -31.5108   7.9643   9.7761
 9EA  C24  C  CR6   0   0.018  -32.5906   4.7667  10.7776
 9EA  C26  C  CR56  0   0.292  -32.7768   7.5339   9.3277
 9EA  C28  C  CR6   0   0.369  -34.5503   9.9436  12.1411
 9EA  C1   C  CR16  0  -0.251  -29.2304   9.0471   3.3510
 9EA  C2   C  CR16  0  -0.260  -30.6314   9.1744   3.2835
 9EA  C3   C  CR16  0  -0.235  -31.1940   8.9948   7.5748
 9EA  C9   C  CR16  0  -0.349  -28.9071   5.7787   5.0964
 9EA  C11  C  CR16  0  -0.184  -32.3041   4.3397   9.4898
 9EA  C12  C  CR16  0  -0.302  -36.8805  10.1983  11.5825
 9EA  C14  C  CR16  0  -0.407  -31.1209   4.9303   5.5720
 9EA  C16  C  CR16  0  -0.367  -34.4644  11.3155  12.3274
 9EA  C18  C  CR16  0  -0.096  -32.0320   4.0411  11.8272
 9EA  C19  C  CR66  0   0.128  -29.4782   6.9227   4.4880
 9EA  C23  C  CR5   0  -0.259  -30.9683   7.7456  11.1255
 9EA  C25  C  CR5   0   0.062  -34.5059   7.2304   7.8521
 9EA  C27  C  CR6   0   0.327  -36.8083  11.5896  11.7430
 9EA  C29  C  CR6   0   0.387  -31.7025   6.0379   5.0042
 9EA  C30  C  CR5   0   0.104  -34.7937   6.6067   9.0445
 9EA  C31  C  CR5   0   0.287  -31.2595   8.4654  12.3017
 9EA  C32  C  CR5   0   0.447  -29.9814   6.8563  11.5000
 9EA  C33  C  C     0   0.500  -36.0888   5.9929   9.3537
 9EA  C34  C  C     0   0.516  -40.4674  15.2138   9.9835
 9EA  C35  C  CH2   0  -0.302  -38.5906  12.2415  10.2385
 9EA  C36  C  CH2   0  -0.299  -37.9144  13.7440  11.9841
 9EA  C37  C  CH2   0  -0.308  -39.9895  12.8297  10.2549
 9EA  C38  C  CH2   0  -0.312  -39.3135  14.3391  12.0102
 9EA  C39  C  CH3   0  -0.752  -29.2268   5.8598  10.6995
 9EA  C40  C  CH3   0  -0.806  -40.3684  16.6089  10.5566
 9EA  C42  C  CH2   0  -0.520  -35.2962   7.3008   6.5838
 9EA  C44  C  CH2   0  -0.292  -32.2169   9.5925  12.4515
 9EA  C45  C  CH2   0  -0.461  -35.2634   6.0091   5.7522
 9EA  C46  C  CH2   0  -0.201  -33.8999   5.3718   5.6244
 9EA  N47  N  N     0  -0.398  -31.2634   2.9737  11.6683
 9EA  N48  N  N     0  -0.306  -30.5292   8.0377  13.3138
 9EA  N49  N  NR5   0  -0.592  -33.7473   6.7890   9.9485
 9EA  N50  N  NR5   0  -0.323  -29.7600   7.0738  12.8140
 9EA  N51  N  NT    0  -0.518  -37.9650  12.3643  11.5491
 9EA  N52  N  NT    0  -0.446  -39.9532  14.2027  10.7185
 9EA  O53  O  OH1   0  -0.596  -36.3701   5.9295  10.6514
 9EA  O54  O  O     0  -0.508  -41.0000  15.0209   8.8971
 9EA  O55  O  O     0  -0.434  -36.8662   5.6214   8.5052
 9EA  O56  O  O2    0  -0.476  -33.5281   9.0746  12.3096
 9EA  O57  O  O2    0  -0.466  -33.0260   6.2569   4.9452
 9EA  H1   H  HCR6  0   0.252  -29.2869   3.9320   6.0781
 9EA  H2   H  HCR6  0   0.265  -31.2528   2.8699   8.3180
 9EA  H3   H  HCR6  0   0.252  -27.5930   7.8403   3.9868
 9EA  H4   H  HCR6  0   0.254  -32.5152   8.3144   3.7426
 9EA  H5   H  HCR6  0   0.246  -32.7888   8.8403   6.1627
 9EA  H6   H  HCR6  0   0.244  -29.7736   9.0279   9.1835
 9EA  H7   H  HCR6  0   0.267  -35.4574  13.1919  12.2538
 9EA  H8   H  HCR6  0   0.262  -35.8613   8.3238  11.6261
 9EA  H9   H  HCR6  0   0.265  -30.3709   1.7007  10.3187
 9EA  H10  H  HCR6  0   0.255  -28.5998   9.8222   2.9349
 9EA  H11  H  HCR6  0   0.255  -31.0695  10.0459   2.8149
 9EA  H12  H  HCR6  0   0.244  -30.5516   9.5604   6.9130
 9EA  H13  H  HCR6  0   0.246  -27.8293   5.6817   5.1392
 9EA  H14  H  HCR6  0   0.273  -32.6956   4.8662   8.6282
 9EA  H15  H  HCR6  0   0.259  -37.8224   9.7338  11.3184
 9EA  H16  H  HCR6  0   0.271  -31.7167   4.1321   5.9930
 9EA  H17  H  HCR6  0   0.276  -33.5392  11.7871  12.6319
 9EA  H18  H  HCR6  0   0.260  -32.2233   4.3493  12.8514
 9EA  H19  H  HCH2  0   0.219  -37.9909  12.7465   9.4656
 9EA  H20  H  HCH2  0   0.259  -38.6635  11.1924   9.9563
 9EA  H21  H  HCH2  0   0.214  -37.2725  14.3622  11.3369
 9EA  H22  H  HCH2  0   0.257  -37.5071  13.7935  12.9951
 9EA  H23  H  HCH2  0   0.242  -40.6258  12.2407  10.9236
 9EA  H24  H  HCH2  0   0.267  -40.4185  12.7878   9.2579
 9EA  H25  H  HCH2  0   0.245  -39.9128  13.8217  12.7667
 9EA  H26  H  HCH2  0   0.278  -39.2468  15.3817  12.3059
 9EA  H27  H  HCH3  0   0.265  -28.2131   6.2056  10.4876
 9EA  H28  H  HCH3  0   0.255  -29.1480   4.8987  11.2076
 9EA  H29  H  HCH3  0   0.263  -29.7275   5.6916   9.7486
 9EA  H30  H  HCH3  0   0.269  -40.8253  17.3074   9.8605
 9EA  H31  H  HCH3  0   0.266  -40.8842  16.6918  11.5138
 9EA  H32  H  HCH3  0   0.264  -39.3330  16.9133  10.7141
 9EA  H33  H  HCH3  0   0.273  -28.6959   6.9038  14.5764
 9EA  H34  H  HCH3  0   0.254  -29.2968   5.3640  13.9388
 9EA  H35  H  HCH3  0   0.260  -27.9153   6.1652  13.1737
 9EA  H36  H  HCH2  0   0.247  -34.9050   8.1252   5.9856
 9EA  H37  H  HCH2  0   0.255  -36.3389   7.5469   6.7887
 9EA  H38  H  HCH2  0   0.299  -33.0174   6.5495  11.8735
 9EA  H39  H  HCH2  0   0.310  -34.4129   5.5927  11.5094
 9EA  H40  H  HCH2  0   0.240  -32.0837  10.0707  13.4278
 9EA  H41  H  HCH2  0   0.234  -32.0254  10.3464  11.6791
 9EA  H42  H  HCH2  0   0.241  -35.6798   6.2128   4.7624
 9EA  H43  H  HCH2  0   0.247  -35.9097   5.2649   6.2171
 9EA  H44  H  HCH2  0   0.242  -33.9710   4.4221   5.0830
 9EA  H45  H  HCH2  0   0.219  -33.5093   5.1487   6.6225
 9EA  H46  H  HOH1  0   0.491  -37.2409   5.5221  10.7769
 9EA  C43  C  CH2   0  -0.417  -33.4744   5.9462  11.0941
 9EA  C41  C  CH3   0  -0.529  -28.8684   6.3302  13.6711

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
 9EA  C1   C6   aromatic  1.368  0.020  1.368
 9EA  C1   C2   aromatic  1.408  0.020  1.408
 9EA  C6   C19  aromatic  1.414  0.020  1.414
 9EA  C2   C7   aromatic  1.370  0.020  1.370
 9EA  C19  C9   aromatic  1.416  0.020  1.416
 9EA  C19  C20  aromatic  1.418  0.020  1.418
 9EA  C7   C20  aromatic  1.414  0.020  1.414
 9EA  C9   C4   aromatic  1.364  0.020  1.364
 9EA  C20  C29  aromatic  1.428  0.020  1.428
 9EA  C4   C14  aromatic  1.410  0.020  1.410
 9EA  C29  C14  aromatic  1.374  0.020  1.374
 9EA  C29  O57  single    1.343  0.020  1.343
 9EA  O57  C46  single    1.417  0.020  1.417
 9EA  C46  C45  single    1.510  0.020  1.510
 9EA  C45  C42  single    1.537  0.020  1.537
 9EA  C42  C25  single    1.496  0.020  1.496
 9EA  C8   C21  aromatic  1.399  0.020  1.399
 9EA  C8   C3   aromatic  1.373  0.020  1.373
 9EA  C25  C21  aromatic  1.425  0.020  1.425
 9EA  C25  C30  aromatic  1.376  0.020  1.376
 9EA  O55  C33  double    1.209  0.020  1.209
 9EA  C21  C26  aromatic  1.410  0.020  1.410
 9EA  C3   C10  aromatic  1.402  0.020  1.402
 9EA  C33  C30  single    1.466  0.020  1.466
 9EA  C33  O53  single    1.329  0.020  1.329
 9EA  C30  N49  aromatic  1.395  0.020  1.395
 9EA  C26  N49  aromatic  1.372  0.020  1.372
 9EA  C26  C22  aromatic  1.410  0.020  1.410
 9EA  C10  C22  aromatic  1.385  0.020  1.385
 9EA  N49  C43  single    1.448  0.020  1.448
 9EA  C22  C23  single    1.471  0.020  1.471
 9EA  C11  C5   aromatic  1.387  0.020  1.387
 9EA  C11  C24  aromatic  1.387  0.020  1.387
 9EA  C5   C17  aromatic  1.385  0.020  1.385
 9EA  C43  C24  single    1.507  0.020  1.507
 9EA  O54  C34  double    1.225  0.020  1.225
 9EA  C24  C18  aromatic  1.393  0.020  1.393
 9EA  C34  C40  single    1.512  0.020  1.512
 9EA  C34  N52  single    1.352  0.020  1.352
 9EA  C36  C38  single    1.521  0.020  1.521
 9EA  C36  N51  single    1.448  0.020  1.448
 9EA  C38  N52  single    1.448  0.020  1.448
 9EA  C23  C32  aromatic  1.380  0.020  1.380
 9EA  C23  C31  aromatic  1.409  0.020  1.409
 9EA  N52  C37  single    1.450  0.020  1.450
 9EA  C17  N47  aromatic  1.329  0.020  1.329
 9EA  C13  C16  aromatic  1.395  0.020  1.395
 9EA  C13  C27  aromatic  1.392  0.020  1.392
 9EA  C16  C28  aromatic  1.387  0.020  1.387
 9EA  C39  C32  single    1.484  0.020  1.484
 9EA  C44  C31  single    1.486  0.020  1.486
 9EA  C44  O56  single    1.417  0.020  1.417
 9EA  C32  N50  aromatic  1.350  0.020  1.350
 9EA  C18  N47  aromatic  1.325  0.020  1.325
 9EA  N51  C35  single    1.457  0.020  1.457
 9EA  N51  C27  single    1.406  0.020  1.406
 9EA  C31  N48  aromatic  1.319  0.020  1.319
 9EA  C35  C37  single    1.518  0.020  1.518
 9EA  C27  C12  aromatic  1.402  0.020  1.402
 9EA  C28  O56  single    1.352  0.020  1.352
 9EA  C28  C15  aromatic  1.396  0.020  1.396
 9EA  C12  C15  aromatic  1.378  0.020  1.378
 9EA  N50  N48  aromatic  1.331  0.020  1.331
 9EA  N50  C41  single    1.443  0.020  1.443
 9EA  C4   H1   single    0.930  0.020  1.080
 9EA  C5   H2   single    0.930  0.020  1.080
 9EA  C6   H3   single    0.930  0.020  1.080
 9EA  C7   H4   single    0.930  0.020  1.080
 9EA  C8   H5   single    0.930  0.020  1.080
 9EA  C10  H6   single    0.930  0.020  1.080
 9EA  C13  H7   single    0.930  0.020  1.080
 9EA  C15  H8   single    0.930  0.020  1.080
 9EA  C17  H9   single    0.930  0.020  1.080
 9EA  C1   H10  single    0.930  0.020  1.080
 9EA  C2   H11  single    0.930  0.020  1.080
 9EA  C3   H12  single    0.930  0.020  1.080
 9EA  C9   H13  single    0.930  0.020  1.080
 9EA  C11  H14  single    0.930  0.020  1.080
 9EA  C12  H15  single    0.930  0.020  1.080
 9EA  C14  H16  single    0.930  0.020  1.080
 9EA  C16  H17  single    0.930  0.020  1.080
 9EA  C18  H18  single    0.930  0.020  1.080
 9EA  C35  H19  single    0.970  0.020  1.090
 9EA  C35  H20  single    0.970  0.020  1.090
 9EA  C36  H21  single    0.970  0.020  1.090
 9EA  C36  H22  single    0.970  0.020  1.090
 9EA  C37  H23  single    0.970  0.020  1.090
 9EA  C37  H24  single    0.970  0.020  1.090
 9EA  C38  H25  single    0.970  0.020  1.090
 9EA  C38  H26  single    0.970  0.020  1.090
 9EA  C39  H27  single    0.970  0.020  1.090
 9EA  C39  H28  single    0.970  0.020  1.090
 9EA  C39  H29  single    0.970  0.020  1.090
 9EA  C40  H30  single    0.970  0.020  1.090
 9EA  C40  H31  single    0.970  0.020  1.090
 9EA  C40  H32  single    0.970  0.020  1.090
 9EA  C41  H33  single    0.970  0.020  1.090
 9EA  C41  H34  single    0.970  0.020  1.090
 9EA  C41  H35  single    0.970  0.020  1.090
 9EA  C42  H36  single    0.970  0.020  1.090
 9EA  C42  H37  single    0.970  0.020  1.090
 9EA  C43  H38  single    0.970  0.020  1.090
 9EA  C43  H39  single    0.970  0.020  1.090
 9EA  C44  H40  single    0.970  0.020  1.090
 9EA  C44  H41  single    0.970  0.020  1.090
 9EA  C45  H42  single    0.970  0.020  1.090
 9EA  C45  H43  single    0.970  0.020  1.090
 9EA  C46  H44  single    0.970  0.020  1.090
 9EA  C46  H45  single    0.970  0.020  1.090
 9EA  O53  H46  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
 9EA  H1   C4   C14  118.51  3.000
 9EA  H1   C4   C9   120.20  3.000
 9EA  C14  C4   C9   121.29  3.000
 9EA  H2   C5   C11  121.00  3.000
 9EA  H2   C5   C17  120.28  3.000
 9EA  C11  C5   C17  118.72  3.000
 9EA  H3   C6   C19  118.70  3.000
 9EA  H3   C6   C1   120.29  3.000
 9EA  C19  C6   C1   121.01  3.000
 9EA  H4   C7   C2   119.39  3.000
 9EA  H4   C7   C20  119.92  3.000
 9EA  C2   C7   C20  120.69  3.000
 9EA  H5   C8   C3   120.56  3.000
 9EA  H5   C8   C21  120.80  3.000
 9EA  C3   C8   C21  118.64  3.000
 9EA  H6   C10  C3   118.90  3.000
 9EA  H6   C10  C22  117.97  3.000
 9EA  C3   C10  C22  123.12  3.000
 9EA  H7   C13  C27  120.91  3.000
 9EA  H7   C13  C16  117.58  3.000
 9EA  C27  C13  C16  121.51  3.000
 9EA  H8   C15  C12  119.87  3.000
 9EA  H8   C15  C28  119.53  3.000
 9EA  C12  C15  C28  120.59  3.000
 9EA  H9   C17  N47  116.71  3.000
 9EA  H9   C17  C5   120.44  3.000
 9EA  N47  C17  C5   122.84  3.000
 9EA  C29  C20  C19  118.78  3.000
 9EA  C29  C20  C7   122.17  3.000
 9EA  C19  C20  C7   119.05  3.000
 9EA  C25  C21  C26  107.97  3.000
 9EA  C26  C21  C8   120.69  3.000
 9EA  C25  C21  C8   131.34  3.000
 9EA  C23  C22  C26  125.26  3.000
 9EA  C23  C22  C10  118.45  3.000
 9EA  C26  C22  C10  116.26  3.000
 9EA  C43  C24  C18  118.99  3.000
 9EA  C18  C24  C11  117.16  3.000
 9EA  C43  C24  C11  123.85  3.000
 9EA  N49  C26  C22  131.07  3.000
 9EA  C22  C26  C21  121.00  3.000
 9EA  N49  C26  C21  107.92  3.000
 9EA  O56  C28  C16  124.89  3.000
 9EA  O56  C28  C15  116.38  3.000
 9EA  C16  C28  C15  118.72  3.000
 9EA  H10  C1   C2   119.76  3.000
 9EA  H10  C1   C6   120.21  3.000
 9EA  C2   C1   C6   120.03  3.000
 9EA  H11  C2   C1   119.76  3.000
 9EA  H11  C2   C7   119.85  3.000
 9EA  C1   C2   C7   120.39  3.000
 9EA  H12  C3   C10  119.51  3.000
 9EA  H12  C3   C8   120.23  3.000
 9EA  C10  C3   C8   120.25  3.000
 9EA  H13  C9   C19  119.39  3.000
 9EA  H13  C9   C4   120.80  3.000
 9EA  C19  C9   C4   119.81  3.000
 9EA  H14  C11  C24  120.96  3.000
 9EA  H14  C11  C5   119.82  3.000
 9EA  C24  C11  C5   119.22  3.000
 9EA  H15  C12  C27  119.88  3.000
 9EA  H15  C12  C15  118.57  3.000
 9EA  C27  C12  C15  121.55  3.000
 9EA  H16  C14  C29  121.51  3.000
 9EA  H16  C14  C4   118.32  3.000
 9EA  C29  C14  C4   120.17  3.000
 9EA  H17  C16  C28  121.45  3.000
 9EA  H17  C16  C13  118.23  3.000
 9EA  C28  C16  C13  120.32  3.000
 9EA  H18  C18  N47  116.34  3.000
 9EA  H18  C18  C24  119.47  3.000
 9EA  N47  C18  C24  124.20  3.000
 9EA  C9   C19  C20  119.80  3.000
 9EA  C20  C19  C6   118.82  3.000
 9EA  C9   C19  C6   121.39  3.000
 9EA  C32  C23  C31  104.49  3.000
 9EA  C31  C23  C22  127.85  3.000
 9EA  C32  C23  C22  127.48  3.000
 9EA  C42  C25  C30  130.20  3.000
 9EA  C30  C25  C21  105.93  3.000
 9EA  C42  C25  C21  123.87  3.000
 9EA  N51  C27  C12  119.25  3.000
 9EA  C12  C27  C13  117.29  3.000
 9EA  N51  C27  C13  123.44  3.000
 9EA  O57  C29  C14  124.54  3.000
 9EA  O57  C29  C20  115.34  3.000
 9EA  C14  C29  C20  120.13  3.000
 9EA  N49  C30  C33  125.51  3.000
 9EA  N49  C30  C25  110.21  3.000
 9EA  C33  C30  C25  123.86  3.000
 9EA  N48  C31  C44  121.67  3.000
 9EA  N48  C31  C23  111.12  3.000
 9EA  C44  C31  C23  127.19  3.000
 9EA  N50  C32  C39  123.34  3.000
 9EA  N50  C32  C23  106.11  3.000
 9EA  C39  C32  C23  130.52  3.000
 9EA  O55  C33  O53  122.30  3.000
 9EA  O53  C33  C30  114.37  3.000
 9EA  O55  C33  C30  123.27  3.000
 9EA  O54  C34  N52  122.00  3.000
 9EA  N52  C34  C40  117.34  3.000
 9EA  O54  C34  C40  120.66  3.000
 9EA  H20  C35  H19  107.25  3.000
 9EA  H20  C35  N51  110.06  3.000
 9EA  H19  C35  N51  111.03  3.000
 9EA  H20  C35  C37  108.33  3.000
 9EA  H19  C35  C37  109.39  3.000
 9EA  N51  C35  C37  110.69  3.000
 9EA  H22  C36  H21  107.55  3.000
 9EA  H22  C36  N51  109.56  3.000
 9EA  H21  C36  N51  112.25  3.000
 9EA  H22  C36  C38  108.05  3.000
 9EA  H21  C36  C38  109.07  3.000
 9EA  N51  C36  C38  110.24  3.000
 9EA  H24  C37  H23  108.08  3.000
 9EA  H24  C37  N52  109.88  3.000
 9EA  H23  C37  N52  109.19  3.000
 9EA  H24  C37  C35  109.83  3.000
 9EA  H23  C37  C35  109.50  3.000
 9EA  N52  C37  C35  110.33  3.000
 9EA  H26  C38  H25  107.41  3.000
 9EA  H26  C38  N52  111.14  3.000
 9EA  H25  C38  N52  109.27  3.000
 9EA  H26  C38  C36  108.90  3.000
 9EA  H25  C38  C36  109.30  3.000
 9EA  N52  C38  C36  110.75  3.000
 9EA  H29  C39  H28  107.73  3.000
 9EA  H29  C39  H27  107.86  3.000
 9EA  H28  C39  H27  107.61  3.000
 9EA  H29  C39  C32  109.95  3.000
 9EA  H28  C39  C32  112.17  3.000
 9EA  H27  C39  C32  111.35  3.000
 9EA  H32  C40  H31  107.52  3.000
 9EA  H32  C40  H30  108.20  3.000
 9EA  H31  C40  H30  108.33  3.000
 9EA  H32  C40  C34  112.00  3.000
 9EA  H31  C40  C34  111.83  3.000
 9EA  H30  C40  C34  108.84  3.000
 9EA  H37  C42  H36  105.98  3.000
 9EA  H37  C42  C45  108.16  3.000
 9EA  H36  C42  C45  109.31  3.000
 9EA  H37  C42  C25  110.88  3.000
 9EA  H36  C42  C25  108.12  3.000
 9EA  C45  C42  C25  114.08  3.000
 9EA  H41  C44  H40  107.85  3.000
 9EA  H41  C44  O56  110.03  3.000
 9EA  H40  C44  O56  111.19  3.000
 9EA  H41  C44  C31  109.75  3.000
 9EA  H40  C44  C31  110.03  3.000
 9EA  O56  C44  C31  107.99  3.000
 9EA  H43  C45  H42  106.72  3.000
 9EA  H43  C45  C46  106.46  3.000
 9EA  H42  C45  C46  110.23  3.000
 9EA  H43  C45  C42  109.30  3.000
 9EA  H42  C45  C42  108.99  3.000
 9EA  C46  C45  C42  114.81  3.000
 9EA  H45  C46  H44  107.28  3.000
 9EA  H45  C46  O57  110.13  3.000
 9EA  H44  C46  O57  110.15  3.000
 9EA  H45  C46  C45  109.32  3.000
 9EA  H44  C46  C45  110.43  3.000
 9EA  O57  C46  C45  109.50  3.000
 9EA  C18  N47  C17  117.86  3.000
 9EA  N50  N48  C31  105.47  3.000
 9EA  C43  N49  C30  125.31  3.000
 9EA  C43  N49  C26  122.73  3.000
 9EA  C30  N49  C26  107.97  3.000
 9EA  N48  N50  C41  120.49  3.000
 9EA  C41  N50  C32  126.60  3.000
 9EA  N48  N50  C32  112.80  3.000
 9EA  C36  N51  C35  111.44  3.000
 9EA  C35  N51  C27  115.52  3.000
 9EA  C36  N51  C27  117.07  3.000
 9EA  C38  N52  C37  112.68  3.000
 9EA  C37  N52  C34  121.67  3.000
 9EA  C38  N52  C34  125.65  3.000
 9EA  H46  O53  C33  109.66  3.000
 9EA  C44  O56  C28  118.50  3.000
 9EA  C46  O57  C29  119.01  3.000
 9EA  H39  C43  H38  105.66  3.000
 9EA  H39  C43  N49  109.23  3.000
 9EA  H38  C43  N49  108.88  3.000
 9EA  H39  C43  C24  109.42  3.000
 9EA  H38  C43  C24  109.78  3.000
 9EA  N49  C43  C24  113.57  3.000
 9EA  H35  C41  H34  108.79  3.000
 9EA  H35  C41  H33  108.80  3.000
 9EA  H34  C41  H33  109.02  3.000
 9EA  H35  C41  N50  110.36  3.000
 9EA  H34  C41  N50  111.09  3.000
 9EA  H33  C41  N50  108.73  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
 9EA  CONST_01   C6   C19  C9   C4    180.00   0.0  0
 9EA  CONST_02   C20  C19  C9   C4      0.00   0.0  0
 9EA  CONST_03   C20  C29  C14  C4      0.00   0.0  0
 9EA  CONST_04   C18  C24  C11  C5      0.00   0.0  0
 9EA  CONST_05   C18  N47  C17  C5      0.00   0.0  0
 9EA  CONST_06   C7   C2   C1   C6      0.00   0.0  0
 9EA  CONST_07   C7   C20  C19  C6      0.00   0.0  0
 9EA  CONST_08   C29  C20  C19  C6    180.00   0.0  0
 9EA  CONST_09   C9   C19  C20  C7    180.00   0.0  0
 9EA  CONST_10   C14  C29  C20  C7    180.00   0.0  0
 9EA  CONST_11   C30  C25  C21  C8    180.00   0.0  0
 9EA  CONST_12   N49  C26  C21  C8    180.00   0.0  0
 9EA  CONST_13   C22  C26  C21  C8      0.00   0.0  0
 9EA  CONST_14   C22  C10  C3   C8      0.00   0.0  0
 9EA  CONST_15   C21  C8   C3   C10     0.00   0.0  0
 9EA  CONST_16   C21  C26  C22  C10     0.00   0.0  0
 9EA  CONST_17   N49  C26  C22  C10   180.00   0.0  0
 9EA  CONST_20   C15  C28  C16  C13     0.00   0.0  0
 9EA  CONST_21   C15  C12  C27  C13     0.00   0.0  0
 9EA  CONST_22   C24  C11  C5   C17     0.00   0.0  0
 9EA  CONST_23   C24  C18  N47  C17     0.00   0.0  0
 9EA  CONST_24   C1   C6   C19  C20     0.00   0.0  0
 9EA  CONST_25   C1   C2   C7   C20     0.00   0.0  0
 9EA  CONST_26   N49  C30  C25  C21     0.00   0.0  0
 9EA  CONST_27   C30  N49  C26  C21     0.00   0.0  0
 9EA  CONST_28   C23  C22  C26  C21   180.00   0.0  0
 9EA  CONST_29   C25  C21  C26  C22   180.00   0.0  0
 9EA  CONST_30   C30  N49  C26  C22   180.00   0.0  0
 9EA  CONST_31   N50  C32  C23  C22   180.00   0.0  0
 9EA  CONST_32   N48  C31  C23  C22   180.00   0.0  0
 9EA  CONST_33   C3   C8   C21  C26     0.00   0.0  0
 9EA  CONST_34   C30  C25  C21  C26     0.00   0.0  0
 9EA  CONST_35   C25  C30  N49  C26     0.00   0.0  0
 9EA  CONST_36   C3   C10  C22  C26     0.00   0.0  0
 9EA  CONST_39   C27  C13  C16  C28     0.00   0.0  0
 9EA  CONST_40   C27  C12  C15  C28     0.00   0.0  0
 9EA  CONST_41   C9   C19  C6   C1    180.00   0.0  0
 9EA  CONST_42   C19  C6   C1   C2      0.00   0.0  0
 9EA  CONST_43   C19  C20  C7   C2      0.00   0.0  0
 9EA  CONST_44   C29  C20  C7   C2    180.00   0.0  0
 9EA  CONST_45   C25  C21  C8   C3    180.00   0.0  0
 9EA  CONST_46   C23  C22  C10  C3    180.00   0.0  0
 9EA  CONST_47   C29  C20  C19  C9      0.00   0.0  0
 9EA  CONST_48   C29  C14  C4   C9      0.00   0.0  0
 9EA  CONST_49   N47  C17  C5   C11     0.00   0.0  0
 9EA  CONST_50   N47  C18  C24  C11     0.00   0.0  0
 9EA  CONST_51   C16  C13  C27  C12     0.00   0.0  0
 9EA  CONST_52   C16  C28  C15  C12     0.00   0.0  0
 9EA  CONST_53   C19  C9   C4   C14     0.00   0.0  0
 9EA  CONST_54   C19  C20  C29  C14     0.00   0.0  0
 9EA  CONST_55   N49  C26  C22  C23     0.00   0.0  0
 9EA  CONST_56   N48  N50  C32  C23     0.00   0.0  0
 9EA  CONST_57   N50  N48  C31  C23     0.00   0.0  0
 9EA  CONST_58   N49  C26  C21  C25     0.00   0.0  0
 9EA  CONST_59   N50  C32  C23  C31     0.00   0.0  0
 9EA  CONST_60   C32  N50  N48  C31     0.00   0.0  0
 9EA  CONST_61   N48  C31  C23  C32     0.00   0.0  0
 9EA  CONST_62   N51  C27  C12  C15   180.00   0.0  0
 9EA  CONST_63   N51  C27  C13  C16   180.00   0.0  0
 9EA  CONST_64   O57  C29  C14  C4    180.00   0.0  0
 9EA  CONST_65   C43  C24  C11  C5    180.00   0.0  0
 9EA  CONST_66   O57  C29  C20  C7      0.00   0.0  0
 9EA  CONST_67   C42  C25  C21  C8      0.00   0.0  0
 9EA  CONST_68   O56  C28  C16  C13   180.00   0.0  0
 9EA  CONST_69   C33  C30  C25  C21   180.00   0.0  0
 9EA  CONST_72   C39  C32  C23  C22     0.00   0.0  0
 9EA  CONST_73   C44  C31  C23  C22     0.00   0.0  0
 9EA  CONST_74   C42  C25  C21  C26   180.00   0.0  0
 9EA  CONST_75   C33  C30  N49  C26   180.00   0.0  0
 9EA  CONST_76   O56  C28  C15  C12   180.00   0.0  0
 9EA  CONST_77   O57  C29  C20  C19   180.00   0.0  0
 9EA  CONST_78   C41  N50  C32  C23   180.00   0.0  0
 9EA  CONST_80   C39  C32  C23  C31   180.00   0.0  0
 9EA  CONST_81   C41  N50  N48  C31   180.00   0.0  0
 9EA  CONST_82   C44  C31  C23  C32   180.00   0.0  0
 9EA  CONST_83   N48  N50  C32  C39   180.00   0.0  0
 9EA  CONST_84   N49  C30  C25  C42   180.00   0.0  0
 9EA  CONST_85   N47  C18  C24  C43   180.00   0.0  0
 9EA  CONST_86   N50  N48  C31  C44   180.00   0.0  0
 9EA  CONST_87   H11  C2   C1   C6    180.00   0.0  0
 9EA  CONST_88   H13  C9   C19  C6      0.00   0.0  0
 9EA  CONST_89   H10  C1   C2   C7    180.00   0.0  0
 9EA  CONST_90   H6   C10  C3   C8    180.00   0.0  0
 9EA  CONST_91   H5   C8   C3   C10   180.00   0.0  0
 9EA  CONST_92   H15  C12  C27  C13   180.00   0.0  0
 9EA  CONST_93   H17  C16  C28  C15   180.00   0.0  0
 9EA  CONST_94   H14  C11  C5   C17   180.00   0.0  0
 9EA  CONST_95   H18  C18  N47  C17   180.00   0.0  0
 9EA  CONST_96   H3   C6   C19  C20   180.00   0.0  0
 9EA  CONST_97   H16  C14  C29  C20   180.00   0.0  0
 9EA  CONST_98   H12  C3   C8   C21   180.00   0.0  0
 9EA  CONST_99   H2   C5   C11  C24   180.00   0.0  0
 9EA  CONST_100  H7   C13  C16  C28   180.00   0.0  0
 9EA  CONST_101  H4   C7   C2   C1    180.00   0.0  0
 9EA  CONST_102  H9   C17  C5   C11   180.00   0.0  0
 9EA  CONST_103  H8   C15  C28  C16   180.00   0.0  0
 9EA  CONST_104  H1   C4   C9   C19   180.00   0.0  0
 9EA  CONST_105  O54  C34  N52  C37     0.00   0.0  0
 9EA  CONST_106  C40  C34  N52  C37   180.00   0.0  0
 9EA  CONST_107  O54  C34  N52  C38   180.00   0.0  0
 9EA  CONST_108  C40  C34  N52  C38     0.00   0.0  0
 9EA  CONST_109  H46  O53  C33  C30   180.00   0.0  0
 9EA  Var_01     C36  N51  C27  C13   -10.82  30.0  2
 9EA  Var_02     C38  C36  N51  C27  -166.69  30.0  1
 9EA  Var_03     C37  C35  N51  C27   165.81  30.0  1
 9EA  Var_04     C38  N52  C37  C35   -55.09  30.0  1
 9EA  Var_05     C37  N52  C38  C36    55.41  30.0  1
 9EA  Var_06     N52  C38  C36  N51   -55.58  30.0  1
 9EA  Var_07     N52  C37  C35  N51    55.18  30.0  1
 9EA  Var_08     C30  N49  C43  C24    87.74  30.0  3
 9EA  Var_09     N49  C43  C24  C11   -13.82  30.0  1
 9EA  Var_10     C45  C42  C25  C21   103.35  30.0  3
 9EA  Var_11     C31  C44  O56  C28  -166.96  30.0  2
 9EA  Var_12     O56  C44  C31  C23    69.47  30.0  2
 9EA  Var_13     O55  C33  C30  C25    22.81  30.0  3
 9EA  Var_14     H27  C39  C32  C23   103.95  30.0  2
 9EA  Var_15     H33  C41  N50  C32   164.15  30.0  2
 9EA  Var_16     C46  C45  C42  C25   -43.99  30.0  1
 9EA  Var_17     C45  C46  O57  C29   164.12  30.0  3
 9EA  Var_18     H30  C40  C34  N52  -179.72  30.0  3
 9EA  Var_19     O57  C46  C45  C42   -62.69  30.0  1

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
 9EA  plan-1  C22  0.020
 9EA  plan-1  C23  0.020
 9EA  plan-1  C31  0.020
 9EA  plan-1  C32  0.020
 9EA  plan-1  C39  0.020
 9EA  plan-1  C44  0.020
 9EA  plan-1  N48  0.020
 9EA  plan-1  N50  0.020
 9EA  plan-1  C41  0.020
 9EA  plan-2  C13  0.020
 9EA  plan-2  C15  0.020
 9EA  plan-2  C28  0.020
 9EA  plan-2  C12  0.020
 9EA  plan-2  C16  0.020
 9EA  plan-2  C27  0.020
 9EA  plan-2  N51  0.020
 9EA  plan-2  O56  0.020
 9EA  plan-2  H7   0.020
 9EA  plan-2  H8   0.020
 9EA  plan-2  H15  0.020
 9EA  plan-2  H17  0.020
 9EA  plan-3  C5   0.020
 9EA  plan-3  C17  0.020
 9EA  plan-3  C24  0.020
 9EA  plan-3  C11  0.020
 9EA  plan-3  C18  0.020
 9EA  plan-3  N47  0.020
 9EA  plan-3  H2   0.020
 9EA  plan-3  H9   0.020
 9EA  plan-3  H14  0.020
 9EA  plan-3  H18  0.020
 9EA  plan-3  C43  0.020
 9EA  plan-4  C8   0.020
 9EA  plan-4  C10  0.020
 9EA  plan-4  C21  0.020
 9EA  plan-4  C22  0.020
 9EA  plan-4  C26  0.020
 9EA  plan-4  C3   0.020
 9EA  plan-4  C23  0.020
 9EA  plan-4  C25  0.020
 9EA  plan-4  C30  0.020
 9EA  plan-4  C33  0.020
 9EA  plan-4  C42  0.020
 9EA  plan-4  N49  0.020
 9EA  plan-4  H5   0.020
 9EA  plan-4  H6   0.020
 9EA  plan-4  H12  0.020
 9EA  plan-4  C43  0.020
 9EA  plan-5  C4   0.020
 9EA  plan-5  C6   0.020
 9EA  plan-5  C7   0.020
 9EA  plan-5  C20  0.020
 9EA  plan-5  C1   0.020
 9EA  plan-5  C2   0.020
 9EA  plan-5  C9   0.020
 9EA  plan-5  C14  0.020
 9EA  plan-5  C19  0.020
 9EA  plan-5  C29  0.020
 9EA  plan-5  O57  0.020
 9EA  plan-5  H1   0.020
 9EA  plan-5  H3   0.020
 9EA  plan-5  H4   0.020
 9EA  plan-5  H10  0.020
 9EA  plan-5  H11  0.020
 9EA  plan-5  H13  0.020
 9EA  plan-5  H16  0.020
 9EA  plan-6  C34  0.020
 9EA  plan-6  C37  0.020
 9EA  plan-6  C38  0.020
 9EA  plan-6  C40  0.020
 9EA  plan-6  N52  0.020
 9EA  plan-6  O54  0.020
 9EA  plan-7  C30  0.020
 9EA  plan-7  C33  0.020
 9EA  plan-7  O53  0.020
 9EA  plan-7  O55  0.020
 9EA  plan-7  H46  0.020

