# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Fri May 29 02:43:17 2020
#   Inital geometry file: a 201 line input string
#   Ligand name: N~1~-butyl-5-cyano-N~3~-{(2S,3R)-1-(3,5-difluorophenyl)-3-hydroxy-4-[(3-methoxybenzyl)amino]butan-2-yl}-N~1~-methyl-1H-indole-1,3-dicarboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCN(C)C(=O)n1cc(C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)CNCc3cccc(OC)c3)c4cc(ccc14)C#N
#
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
 3HH  3HH  N~1~-butyl-5-cyano-N~3~-{(2S,3R)-1-(3,5-difluorophenyl)-3-hydroxy-4-[(3-methoxybenzyl)amino]butan-2-yl}-N~1~-methyl-1H-indole-1,3-dicarboxamide  ligand  82  45  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3HH
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
 3HH  C1    C  CR16  0  -0.350  -3.7556   2.0639  -1.1141
 3HH  F1    F  F     0  -0.312  -0.6312   6.2643  -0.9190
 3HH  N1    N  NR5   0  -0.652  -3.5215  -1.3276  -0.0662
 3HH  C2    C  CR15  0  -0.034  -2.1776  -1.0427  -0.1437
 3HH  F2    F  F     0  -0.310  -3.1469   3.6094   1.9861
 3HH  N2    N  NS    0  -0.257  -6.0027   4.6157  -1.8188
 3HH  C3    C  CR5   0  -0.141  -1.9996   0.2436  -0.5465
 3HH  C4    C  CR56  0   0.088  -3.3078   0.8046  -0.7315
 3HH  C5    C  CR16  0  -0.276  -5.6136   0.0210  -0.4406
 3HH  C6    C  CR56  0   0.390  -4.2377  -0.1960  -0.3922
 3HH  C8    C  CH3   0  -0.660  -6.9374  -7.3711   0.0339
 3HH  C9    C  CR16  0  -0.261  -6.0460   1.2713  -0.8226
 3HH  C10   C  CR6   0   0.006  -5.1247   2.2851  -1.1495
 3HH  C11   C  C     0   0.716  -4.0945  -2.5258   0.4446
 3HH  N12   N  NT    0  -0.457  -3.5507  -3.6646   0.0003
 3HH  C13   C  CH3   0  -0.556  -2.7463  -3.8057  -1.2024
 3HH  C14   C  CH2   0  -0.305  -3.9840  -4.9125   0.6199
 3HH  C15   C  CH2   0  -0.421  -5.2566  -5.4766   0.0012
 3HH  C18   C  CH2   0  -0.426  -5.6676  -6.7954   0.6447
 3HH  O33   O  O     0  -0.469  -5.0046  -2.4500   1.2457
 3HH  C34   C  C     0   0.496  -0.7343   0.9676  -0.7774
 3HH  N35   N  NH1   0  -0.647   0.2863   0.6233   0.0323
 3HH  C36   C  CH1   0  -0.088   1.5388   1.3441   0.0838
 3HH  C37   C  CH1   0  -0.005   2.6799   0.3378   0.2872
 3HH  C38   C  CH2   0  -0.287   4.0495   0.9999   0.3005
 3HH  N39   N  NH1   0  -0.600   5.1021   0.0057   0.2626
 3HH  C42   C  CH2   0  -0.308   6.4214   0.6001   0.3392
 3HH  C43   C  CR6   0   0.088   7.5114  -0.4391   0.3219
 3HH  O46   O  O     0  -0.473  -0.6563   1.8211  -1.6487
 3HH  C48   C  CH2   0  -0.555   1.4898   2.4394   1.1686
 3HH  C50   C  CR6   0   0.176   0.3106   3.3497   0.9865
 3HH  C53   C  CR16  0  -0.484  -0.8951   3.0734   1.6247
 3HH  C54   C  CR6   0   0.562  -1.9863   3.8821   1.3749
 3HH  C55   C  CR16  0  -0.577  -1.9359   4.9647   0.5191
 3HH  C56   C  CR6   0   0.560  -0.7195   5.2162  -0.0875
 3HH  C57   C  CR16  0  -0.460   0.3995   4.4388   0.1252
 3HH  O63   O  OH1   0  -0.663   2.4701  -0.4640   1.4335
 3HH  C67   C  CR16  0  -0.389   7.4230  -1.5369  -0.5222
 3HH  C68   C  CR6   0   0.401   8.4406  -2.4912  -0.5622
 3HH  C69   C  CR16  0  -0.398   9.5596  -2.3451   0.2553
 3HH  C70   C  CR16  0  -0.227   9.6407  -1.2440   1.0994
 3HH  C71   C  CR16  0  -0.337   8.6306  -0.2975   1.1413
 3HH  O76   O  O2    0  -0.474   8.2564  -3.5170  -1.4178
 3HH  C77   C  CH3   0  -0.436   9.2456  -4.5234  -1.4869
 3HH  H1    H  HCR6  0   0.274  -3.0578   2.8471  -1.3741
 3HH  H2    H  HCR5  0   0.327  -1.4415  -1.7924   0.1011
 3HH  H5    H  HCR6  0   0.285  -6.3285  -0.7467  -0.1851
 3HH  H8    H  HCH3  0   0.229  -7.2290  -8.2999   0.5249
 3HH  H8A   H  HCH3  0   0.218  -7.7707  -6.6723   0.1264
 3HH  H8B   H  HCH3  0   0.218  -6.8040  -7.5865  -1.0277
 3HH  H9    H  HCR6  0   0.282  -7.1059   1.4796  -0.8681
 3HH  H13   H  HCH3  0   0.260  -1.6998  -3.9961  -0.9625
 3HH  H13A  H  HCH3  0   0.271  -3.1219  -4.6518  -1.7766
 3HH  H13B  H  HCH3  0   0.269  -2.8118  -2.9286  -1.8387
 3HH  H14   H  HCH2  0   0.256  -3.1632  -5.6243   0.5100
 3HH  H14A  H  HCH2  0   0.257  -4.1191  -4.7508   1.6894
 3HH  H15   H  HCH2  0   0.230  -6.0649  -4.7484   0.1069
 3HH  H15A  H  HCH2  0   0.222  -5.1083  -5.6268  -1.0729
 3HH  H18   H  HCH2  0   0.218  -5.8152  -6.6443   1.7182
 3HH  H18A  H  HCH2  0   0.218  -4.8526  -7.5192   0.5491
 3HH  HN35  H  HNH1  0   0.397   0.0945   0.0066   0.8073
 3HH  H36   H  HCH1  0   0.273   1.6874   1.8185  -0.8877
 3HH  H37   H  HCH1  0   0.250   2.6482  -0.3534  -0.5602
 3HH  H38   H  HCH2  0   0.239   4.1395   1.6419  -0.5814
 3HH  H38A  H  HCH2  0   0.205   4.1385   1.6667   1.1748
 3HH  HN39  H  HNH1  0   0.343   4.9869  -0.6260   1.0465
 3HH  H42   H  HCH2  0   0.242   6.5439   1.2631  -0.5245
 3HH  H42A  H  HCH2  0   0.215   6.5489   1.2405   1.2256
 3HH  H48   H  HCH2  0   0.254   1.4417   1.9798   2.1599
 3HH  H48A  H  HCH2  0   0.276   2.4111   3.0237   1.1308
 3HH  H53   H  HCR6  0   0.277  -0.9827   2.2401   2.3098
 3HH  H55   H  HCR6  0   0.299  -2.8010   5.5893   0.3397
 3HH  H57   H  HCR6  0   0.272   1.3278   4.6717  -0.3814
 3HH  HO63  H  HOH1  0   0.451   2.6341   0.0647   2.2224
 3HH  H67   H  HCR6  0   0.251   6.5525  -1.6633  -1.1546
 3HH  H69   H  HCR6  0   0.277  10.3645  -3.0669   0.2543
 3HH  H70   H  HCR6  0   0.256  10.5083  -1.1351   1.7378
 3HH  H71   H  HCR6  0   0.245   8.7067   0.5487   1.8130
 3HH  H77   H  HCH3  0   0.258   8.9066  -5.2410  -2.2302
 3HH  H77A  H  HCH3  0   0.227  10.2148  -4.1255  -1.7992
 3HH  H77B  H  HCH3  0   0.227   9.3703  -5.0407  -0.5319
 3HH  C7    C  CSP   0   0.044  -5.6104   3.5728  -1.5229

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
 3HH  C4   C1    aromatic  1.390  0.020  1.390
 3HH  C1   C10   aromatic  1.387  0.020  1.387
 3HH  C1   H1    single    0.930  0.020  1.080
 3HH  F1   C56   single    1.341  0.020  1.341
 3HH  C11  N1    single    1.423  0.020  1.423
 3HH  C2   N1    aromatic  1.376  0.020  1.376
 3HH  N1   C6    aromatic  1.378  0.020  1.378
 3HH  C2   C3    aromatic  1.360  0.020  1.360
 3HH  C2   H2    single    0.930  0.020  1.080
 3HH  F2   C54   single    1.340  0.020  1.340
 3HH  C7   N2    triple    1.153  0.020  1.153
 3HH  C3   C34   single    1.476  0.020  1.476
 3HH  C3   C4    aromatic  1.435  0.020  1.435
 3HH  C6   C4    aromatic  1.407  0.020  1.407
 3HH  C6   C5    aromatic  1.394  0.020  1.394
 3HH  C5   C9    aromatic  1.377  0.020  1.377
 3HH  C5   H5    single    0.930  0.020  1.080
 3HH  C10  C7    single    1.426  0.020  1.426
 3HH  C8   C18   single    1.522  0.020  1.522
 3HH  C8   H8    single    0.970  0.020  1.090
 3HH  C8   H8A   single    0.970  0.020  1.090
 3HH  C8   H8B   single    0.970  0.020  1.090
 3HH  C9   C10   aromatic  1.408  0.020  1.408
 3HH  C9   H9    single    0.930  0.020  1.080
 3HH  N12  C11   single    1.338  0.020  1.338
 3HH  C11  O33   double    1.215  0.020  1.215
 3HH  C13  N12   single    1.454  0.020  1.454
 3HH  C14  N12   single    1.459  0.020  1.459
 3HH  C13  H13   single    0.970  0.020  1.090
 3HH  C13  H13A  single    0.970  0.020  1.090
 3HH  C13  H13B  single    0.970  0.020  1.090
 3HH  C14  C15   single    1.523  0.020  1.523
 3HH  C14  H14   single    0.970  0.020  1.090
 3HH  C14  H14A  single    0.970  0.020  1.090
 3HH  C15  C18   single    1.524  0.020  1.524
 3HH  C15  H15   single    0.970  0.020  1.090
 3HH  C15  H15A  single    0.970  0.020  1.090
 3HH  C18  H18   single    0.970  0.020  1.090
 3HH  C18  H18A  single    0.970  0.020  1.090
 3HH  O46  C34   double    1.222  0.020  1.222
 3HH  C34  N35   single    1.347  0.020  1.347
 3HH  C36  N35   single    1.446  0.020  1.446
 3HH  N35  HN35  single    0.860  0.020  1.020
 3HH  C48  C36   single    1.542  0.020  1.542
 3HH  C36  C37   single    1.535  0.020  1.535
 3HH  C36  H36   single    0.970  0.020  1.090
 3HH  O63  C37   single    1.415  0.020  1.415
 3HH  C37  C38   single    1.521  0.020  1.521
 3HH  C37  H37   single    0.970  0.020  1.090
 3HH  C38  N39   single    1.448  0.020  1.448
 3HH  C38  H38   single    0.970  0.020  1.090
 3HH  C38  H38A  single    0.970  0.020  1.090
 3HH  N39  C42   single    1.449  0.020  1.449
 3HH  N39  HN39  single    0.890  0.020  1.040
 3HH  C43  C42   single    1.506  0.020  1.506
 3HH  C42  H42   single    0.970  0.020  1.090
 3HH  C42  H42A  single    0.970  0.020  1.090
 3HH  C67  C43   aromatic  1.388  0.020  1.388
 3HH  C71  C43   aromatic  1.394  0.020  1.394
 3HH  C50  C48   single    1.501  0.020  1.501
 3HH  C48  H48   single    0.970  0.020  1.090
 3HH  C48  H48A  single    0.970  0.020  1.090
 3HH  C57  C50   aromatic  1.391  0.020  1.391
 3HH  C53  C50   aromatic  1.392  0.020  1.392
 3HH  C54  C53   aromatic  1.381  0.020  1.381
 3HH  C53  H53   single    0.930  0.020  1.080
 3HH  C55  C54   aromatic  1.381  0.020  1.381
 3HH  C55  C56   aromatic  1.382  0.020  1.382
 3HH  C55  H55   single    0.930  0.020  1.080
 3HH  C56  C57   aromatic  1.379  0.020  1.379
 3HH  C57  H57   single    0.930  0.020  1.080
 3HH  O63  HO63  single    0.850  0.020  0.980
 3HH  C68  C67   aromatic  1.396  0.020  1.396
 3HH  C67  H67   single    0.930  0.020  1.080
 3HH  O76  C68   single    1.348  0.020  1.348
 3HH  C69  C68   aromatic  1.393  0.020  1.393
 3HH  C69  C70   aromatic  1.390  0.020  1.390
 3HH  C69  H69   single    0.930  0.020  1.080
 3HH  C70  C71   aromatic  1.385  0.020  1.385
 3HH  C70  H70   single    0.930  0.020  1.080
 3HH  C71  H71   single    0.930  0.020  1.080
 3HH  C77  O76   single    1.413  0.020  1.413
 3HH  C77  H77   single    0.970  0.020  1.090
 3HH  C77  H77A  single    0.970  0.020  1.090
 3HH  C77  H77B  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
 3HH  H1    C1   C10   121.03  3.000
 3HH  H1    C1   C4    120.98  3.000
 3HH  C10   C1   C4    117.99  3.000
 3HH  C11   N1   C6    124.54  3.000
 3HH  C6    N1   C2    108.92  3.000
 3HH  C11   N1   C2    126.00  3.000
 3HH  H2    C2   C3    129.45  3.000
 3HH  H2    C2   N1    120.65  3.000
 3HH  C3    C2   N1    109.90  3.000
 3HH  C34   C3   C4    124.71  3.000
 3HH  C4    C3   C2    106.77  3.000
 3HH  C34   C3   C2    128.51  3.000
 3HH  C6    C4   C3    107.05  3.000
 3HH  C6    C4   C1    119.83  3.000
 3HH  C3    C4   C1    133.08  3.000
 3HH  H5    C5   C9    120.22  3.000
 3HH  H5    C5   C6    122.32  3.000
 3HH  C9    C5   C6    117.45  3.000
 3HH  C5    C6   C4    122.22  3.000
 3HH  C5    C6   N1    130.47  3.000
 3HH  C4    C6   N1    107.30  3.000
 3HH  H8B   C8   H8A   107.59  3.000
 3HH  H8B   C8   H8    107.61  3.000
 3HH  H8A   C8   H8    107.64  3.000
 3HH  H8B   C8   C18   111.28  3.000
 3HH  H8A   C8   C18   111.14  3.000
 3HH  H8    C8   C18   111.38  3.000
 3HH  H9    C9   C10   119.53  3.000
 3HH  H9    C9   C5    119.63  3.000
 3HH  C10   C9   C5    120.84  3.000
 3HH  C9    C10  C7    119.21  3.000
 3HH  C9    C10  C1    121.66  3.000
 3HH  C7    C10  C1    119.13  3.000
 3HH  O33   C11  N12   125.21  3.000
 3HH  O33   C11  N1    119.07  3.000
 3HH  N12   C11  N1    115.71  3.000
 3HH  C14   N12  C13   115.63  3.000
 3HH  C14   N12  C11   117.79  3.000
 3HH  C13   N12  C11   125.61  3.000
 3HH  H13B  C13  H13A  107.34  3.000
 3HH  H13B  C13  H13   109.14  3.000
 3HH  H13A  C13  H13   108.13  3.000
 3HH  H13B  C13  N12   111.91  3.000
 3HH  H13A  C13  N12   108.71  3.000
 3HH  H13   C13  N12   111.47  3.000
 3HH  H14A  C14  H14   106.77  3.000
 3HH  H14A  C14  C15   110.48  3.000
 3HH  H14   C14  C15   110.22  3.000
 3HH  H14A  C14  N12   109.06  3.000
 3HH  H14   C14  N12   106.95  3.000
 3HH  C15   C14  N12   113.10  3.000
 3HH  H15A  C15  H15   106.65  3.000
 3HH  H15A  C15  C18   109.40  3.000
 3HH  H15   C15  C18   109.65  3.000
 3HH  H15A  C15  C14   109.64  3.000
 3HH  H15   C15  C14   109.37  3.000
 3HH  C18   C15  C14   111.98  3.000
 3HH  H18A  C18  H18   106.12  3.000
 3HH  H18A  C18  C15   109.56  3.000
 3HH  H18   C18  C15   109.34  3.000
 3HH  H18A  C18  C8    109.64  3.000
 3HH  H18   C18  C8    109.47  3.000
 3HH  C15   C18  C8    112.51  3.000
 3HH  O46   C34  N35   123.95  3.000
 3HH  N35   C34  C3    115.47  3.000
 3HH  O46   C34  C3    120.58  3.000
 3HH  HN35  N35  C36   116.23  3.000
 3HH  HN35  N35  C34   118.28  3.000
 3HH  C36   N35  C34   123.37  3.000
 3HH  H36   C36  C48   108.77  3.000
 3HH  H36   C36  C37   107.56  3.000
 3HH  C48   C36  C37   113.32  3.000
 3HH  H36   C36  N35   107.63  3.000
 3HH  C37   C36  N35   108.78  3.000
 3HH  C48   C36  N35   110.58  3.000
 3HH  H37   C37  O63   105.38  3.000
 3HH  H37   C37  C38   107.92  3.000
 3HH  O63   C37  C38   111.91  3.000
 3HH  H37   C37  C36   106.86  3.000
 3HH  C38   C37  C36   112.65  3.000
 3HH  O63   C37  C36   111.64  3.000
 3HH  H38A  C38  H38   106.11  3.000
 3HH  H38A  C38  N39   112.14  3.000
 3HH  H38   C38  N39   108.77  3.000
 3HH  H38A  C38  C37   110.04  3.000
 3HH  H38   C38  C37   108.80  3.000
 3HH  N39   C38  C37   110.81  3.000
 3HH  HN39  N39  C42   108.57  3.000
 3HH  HN39  N39  C38   108.97  3.000
 3HH  C42   N39  C38   112.25  3.000
 3HH  H42A  C42  H42   105.66  3.000
 3HH  H42A  C42  C43   109.08  3.000
 3HH  H42   C42  C43   109.12  3.000
 3HH  H42A  C42  N39   112.74  3.000
 3HH  H42   C42  N39   107.96  3.000
 3HH  C43   C42  N39   112.04  3.000
 3HH  C71   C43  C67   119.27  3.000
 3HH  C71   C43  C42   120.27  3.000
 3HH  C67   C43  C42   120.46  3.000
 3HH  H48A  C48  H48   107.06  3.000
 3HH  H48A  C48  C50   109.52  3.000
 3HH  H48   C48  C50   109.29  3.000
 3HH  H48A  C48  C36   109.21  3.000
 3HH  H48   C48  C36   109.91  3.000
 3HH  C50   C48  C36   111.74  3.000
 3HH  C57   C50  C53   119.64  3.000
 3HH  C53   C50  C48   120.30  3.000
 3HH  C57   C50  C48   119.98  3.000
 3HH  H53   C53  C54   120.09  3.000
 3HH  H53   C53  C50   120.88  3.000
 3HH  C54   C53  C50   119.03  3.000
 3HH  C55   C54  C53   122.84  3.000
 3HH  C55   C54  F2    118.29  3.000
 3HH  C53   C54  F2    118.87  3.000
 3HH  H55   C55  C56   121.72  3.000
 3HH  H55   C55  C54   121.75  3.000
 3HH  C56   C55  C54   116.53  3.000
 3HH  C57   C56  C55   122.94  3.000
 3HH  C57   C56  F1    118.88  3.000
 3HH  C55   C56  F1    118.18  3.000
 3HH  H57   C57  C56   120.15  3.000
 3HH  H57   C57  C50   120.84  3.000
 3HH  C56   C57  C50   119.00  3.000
 3HH  HO63  O63  C37   109.10  3.000
 3HH  H67   C67  C68   119.30  3.000
 3HH  H67   C67  C43   119.90  3.000
 3HH  C68   C67  C43   120.80  3.000
 3HH  O76   C68  C69   124.17  3.000
 3HH  C69   C68  C67   119.80  3.000
 3HH  O76   C68  C67   116.03  3.000
 3HH  H69   C69  C70   119.08  3.000
 3HH  H69   C69  C68   121.82  3.000
 3HH  C70   C69  C68   119.10  3.000
 3HH  H70   C70  C71   119.86  3.000
 3HH  H70   C70  C69   118.99  3.000
 3HH  C71   C70  C69   121.15  3.000
 3HH  H71   C71  C70   120.10  3.000
 3HH  H71   C71  C43   120.02  3.000
 3HH  C70   C71  C43   119.88  3.000
 3HH  C77   O76  C68   118.51  3.000
 3HH  H77B  C77  H77A  108.70  3.000
 3HH  H77B  C77  H77   108.69  3.000
 3HH  H77A  C77  H77   108.74  3.000
 3HH  H77B  C77  O76   111.97  3.000
 3HH  H77A  C77  O76   112.05  3.000
 3HH  H77   C77  O76   106.58  3.000
 3HH  C10   C7   N2    180.00  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
 3HH  CONST_01  C2    C3   C4   C1    180.00   0.0  0
 3HH  CONST_02  N1    C6   C4   C1    180.00   0.0  0
 3HH  CONST_03  C5    C6   C4   C1      0.00   0.0  0
 3HH  CONST_04  C5    C9   C10  C1      0.00   0.0  0
 3HH  CONST_05  C4    C3   C2   N1      0.00   0.0  0
 3HH  CONST_06  C3    C4   C6   N1      0.00   0.0  0
 3HH  CONST_07  C9    C5   C6   N1    180.00   0.0  0
 3HH  CONST_08  C4    C6   N1   C2      0.00   0.0  0
 3HH  CONST_09  C5    C6   N1   C2    180.00   0.0  0
 3HH  CONST_10  C6    C4   C3   C2      0.00   0.0  0
 3HH  CONST_11  C6    N1   C2   C3      0.00   0.0  0
 3HH  CONST_12  C10   C1   C4   C3    180.00   0.0  0
 3HH  CONST_13  C5    C6   C4   C3    180.00   0.0  0
 3HH  CONST_14  C9    C10  C1   C4      0.00   0.0  0
 3HH  CONST_15  C9    C5   C6   C4      0.00   0.0  0
 3HH  CONST_16  C10   C1   C4   C6      0.00   0.0  0
 3HH  CONST_17  C10   C9   C5   C6      0.00   0.0  0
 3HH  CONST_18  C69   C68  C67  C43     0.00   0.0  0
 3HH  CONST_19  C69   C70  C71  C43     0.00   0.0  0
 3HH  CONST_20  C55   C56  C57  C50     0.00   0.0  0
 3HH  CONST_21  C55   C54  C53  C50     0.00   0.0  0
 3HH  CONST_22  C56   C57  C50  C53     0.00   0.0  0
 3HH  CONST_23  C56   C55  C54  C53     0.00   0.0  0
 3HH  CONST_24  C57   C50  C53  C54     0.00   0.0  0
 3HH  CONST_25  C57   C56  C55  C54     0.00   0.0  0
 3HH  CONST_26  C70   C71  C43  C67     0.00   0.0  0
 3HH  CONST_27  C70   C69  C68  C67     0.00   0.0  0
 3HH  CONST_28  C71   C43  C67  C68     0.00   0.0  0
 3HH  CONST_29  C71   C70  C69  C68     0.00   0.0  0
 3HH  CONST_30  C34   C3   C4   C1      0.00   0.0  0
 3HH  CONST_31  C54   C55  C56  F1    180.00   0.0  0
 3HH  CONST_32  C50   C57  C56  F1    180.00   0.0  0
 3HH  CONST_33  C34   C3   C2   N1    180.00   0.0  0
 3HH  CONST_34  C50   C53  C54  F2    180.00   0.0  0
 3HH  CONST_35  C56   C55  C54  F2    180.00   0.0  0
 3HH  CONST_36  C11   N1   C2   C3    180.00   0.0  0
 3HH  CONST_37  C7    C10  C1   C4    180.00   0.0  0
 3HH  CONST_38  C11   N1   C6   C4    180.00   0.0  0
 3HH  CONST_39  C11   N1   C6   C5      0.00   0.0  0
 3HH  CONST_40  C7    C10  C9   C5    180.00   0.0  0
 3HH  CONST_41  C34   C3   C4   C6    180.00   0.0  0
 3HH  CONST_42  C68   C67  C43  C42   180.00   0.0  0
 3HH  CONST_43  C70   C71  C43  C42   180.00   0.0  0
 3HH  CONST_44  O76   C68  C67  C43   180.00   0.0  0
 3HH  CONST_45  C56   C57  C50  C48   180.00   0.0  0
 3HH  CONST_46  C54   C53  C50  C48   180.00   0.0  0
 3HH  CONST_47  O76   C68  C69  C70   180.00   0.0  0
 3HH  CONST_48  H9    C9   C10  C1    180.00   0.0  0
 3HH  CONST_49  H5    C5   C6   N1      0.00   0.0  0
 3HH  CONST_50  H1    C1   C4   C3      0.00   0.0  0
 3HH  CONST_51  H2    C2   C3   C4    180.00   0.0  0
 3HH  CONST_52  H70   C70  C71  C43   180.00   0.0  0
 3HH  CONST_53  H57   C57  C50  C53   180.00   0.0  0
 3HH  CONST_54  H55   C55  C54  C53   180.00   0.0  0
 3HH  CONST_55  H53   C53  C54  C55   180.00   0.0  0
 3HH  CONST_56  H71   C71  C43  C67   180.00   0.0  0
 3HH  CONST_57  H69   C69  C68  C67   180.00   0.0  0
 3HH  CONST_58  H67   C67  C68  C69   180.00   0.0  0
 3HH  CONST_64  C36   N35  C34  C3    180.00   0.0  0
 3HH  CONST_66  C14   N12  C11  N1    180.00   0.0  0
 3HH  CONST_67  HN35  N35  C34  C3      0.00   0.0  0
 3HH  CONST_69  O33   C11  N12  C14     0.00   0.0  0
 3HH  CONST_70  O46   C34  N35  C36     0.00   0.0  0
 3HH  Var_01    C57   C50  C48  C36   -85.25  30.0  2
 3HH  Var_02    C67   C43  C42  N39    40.80  30.0  2
 3HH  Var_03    C43   C42  N39  C38   179.08  30.0  3
 3HH  Var_04    H77   C77  O76  C68  -179.74  30.0  3
 3HH  Var_05    C14   C15  C18  C8   -179.92  30.0  2
 3HH  Var_06    C15   C14  N12  C11    84.89  30.0  2
 3HH  Var_07    C18   C15  C14  N12   178.65  30.0  3
 3HH  Var_08    C42   N39  C38  C37  -177.21  30.0  3
 3HH  Var_09    H13   C13  N12  C11   109.50  30.0  3
 3HH  Var_10    H8    C8   C18  C15  -178.50  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
 3HH  chir_01  C36  N35  C48  C37  negativ
 3HH  chir_02  C37  O63  C36  C38  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
 3HH  plan-1  F1    0.020
 3HH  plan-1  F2    0.020
 3HH  plan-1  C48   0.020
 3HH  plan-1  C50   0.020
 3HH  plan-1  C53   0.020
 3HH  plan-1  C54   0.020
 3HH  plan-1  C55   0.020
 3HH  plan-1  C56   0.020
 3HH  plan-1  C57   0.020
 3HH  plan-1  H53   0.020
 3HH  plan-1  H55   0.020
 3HH  plan-1  H57   0.020
 3HH  plan-2  C42   0.020
 3HH  plan-2  C43   0.020
 3HH  plan-2  C67   0.020
 3HH  plan-2  C68   0.020
 3HH  plan-2  C69   0.020
 3HH  plan-2  C70   0.020
 3HH  plan-2  C71   0.020
 3HH  plan-2  O76   0.020
 3HH  plan-2  H67   0.020
 3HH  plan-2  H69   0.020
 3HH  plan-2  H70   0.020
 3HH  plan-2  H71   0.020
 3HH  plan-3  C1    0.020
 3HH  plan-3  N1    0.020
 3HH  plan-3  C2    0.020
 3HH  plan-3  N2    0.020
 3HH  plan-3  C3    0.020
 3HH  plan-3  C4    0.020
 3HH  plan-3  C5    0.020
 3HH  plan-3  C6    0.020
 3HH  plan-3  C9    0.020
 3HH  plan-3  C10   0.020
 3HH  plan-3  C11   0.020
 3HH  plan-3  N12   0.020
 3HH  plan-3  C13   0.020
 3HH  plan-3  C14   0.020
 3HH  plan-3  O33   0.020
 3HH  plan-3  C34   0.020
 3HH  plan-3  N35   0.020
 3HH  plan-3  C36   0.020
 3HH  plan-3  O46   0.020
 3HH  plan-3  H1    0.020
 3HH  plan-3  H2    0.020
 3HH  plan-3  H5    0.020
 3HH  plan-3  H9    0.020
 3HH  plan-3  HN35  0.020
 3HH  plan-3  C7    0.020

