# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 03:11:06 2020
#   Inital geometry file: a 197 line input string
#   Ligand name: (2R)-2-({(2S)-3-(biphenyl-4-yl)-2-[(3,5-dimethylbenzoyl)(methyl)amino]propanoyl}amino)-3-(1H-indol-3-yl)propanoic acid (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN([C@@H](Cc1ccc(cc1)c2ccccc2)C(=O)N[C@H](Cc3c[nH]c4ccccc34)C(O)=O)C(=O)c5cc(C)cc(C)c5
#
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
 IRL  IRL  '(2R)-2-({(2S)-3-(biphenyl-4-yl)-2-[(3,5-dimethylbenzoyl)(methyl)amino]propanoyl}amino)-3-(1H-indol-3-yl)propanoic acid (non-preferred name)'  ligand  77  43  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_IRL
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
 IRL  C1   C  C      0   0.128   3.2941   4.0327   1.1881
 IRL  C2   C  C1     0  -0.360   2.2877   3.6852   0.2968
 IRL  C3   C  C      0  -0.027   1.8965   2.3562   0.1577
 IRL  C4   C  C1     0  -0.315   2.5360   1.3631   0.8858
 IRL  C5   C  C      0   0.128   3.5683   1.6829   1.7655
 IRL  C6   C  C1     0  -0.352   3.9249   3.0180   1.9102
 IRL  C7   C  CH3    0  -0.725   3.7095   5.4637   1.3713
 IRL  C8   C  CH3    0  -0.732   4.2798   0.5975   2.5198
 IRL  C9   C  C      0   0.519   0.8891   1.9796  -0.8807
 IRL  N10  N  NT     0  -0.427  -0.1488   1.2135  -0.4836
 IRL  C11  C  CH1    0  -0.243  -0.9327   0.5166  -1.4768
 IRL  C12  C  CH2    0  -0.572  -0.9023  -1.0020  -1.2154
 IRL  C13  C  CR6    0   0.146   0.4888  -1.4885  -0.9136
 IRL  C14  C  CR16   0  -0.305   0.7752  -2.1321   0.2859
 IRL  C15  C  CR16   0  -0.296   2.0674  -2.5290   0.5989
 IRL  C16  C  CR6    0   0.065   3.1208  -2.2938  -0.2826
 IRL  C17  C  CR16   0  -0.292   2.8283  -1.6738  -1.4994
 IRL  C18  C  CR16   0  -0.277   1.5369  -1.2827  -1.8091
 IRL  C19  C  C      0   0.089   4.5043  -2.6712   0.0666
 IRL  C20  C  C1     0  -0.306   5.5762  -1.8485  -0.2855
 IRL  C21  C  C1     0  -0.242   6.8774  -2.1929   0.0499
 IRL  C22  C  C1     0  -0.266   7.1323  -3.3690   0.7433
 IRL  C23  C  C1     0  -0.241   6.0747  -4.1958   1.0993
 IRL  C24  C  C1     0  -0.313   4.7737  -3.8503   0.7638
 IRL  C25  C  CH3    0  -0.553  -0.5352   1.0503   0.9072
 IRL  O26  O  O      0  -0.486   1.0646   2.3248  -2.0423
 IRL  C27  C  C      0   0.572  -2.3451   1.1150  -1.5507
 IRL  O28  O  O      0  -0.490  -2.5680   2.2320  -1.1067
 IRL  N29  N  NH1    0  -0.612  -3.2674   0.3478  -2.1396
 IRL  C30  C  CH1    0  -0.213  -4.6843   0.6117  -2.1058
 IRL  C31  C  C      0   0.414  -5.2912   0.8915  -3.4988
 IRL  C32  C  CH2    0  -0.552  -5.4252  -0.5635  -1.4265
 IRL  C33  C  CR5    0   0.039  -4.7076  -1.1032  -0.2338
 IRL  C34  C  CR15   0  -0.101  -4.2039  -2.3660  -0.1022
 IRL  N35  N  NR15   0  -0.691  -3.5356  -2.4925   1.0857
 IRL  C36  C  CR56   0   0.344  -3.5873  -1.3058   1.7563
 IRL  C37  C  CR56   0   0.026  -4.3233  -0.4013   0.9570
 IRL  C38  C  CR16   0  -0.307  -3.0522  -0.9431   2.9917
 IRL  C39  C  CR16   0  -0.281  -3.2672   0.3511   3.4241
 IRL  C40  C  CR16   0  -0.273  -4.0005   1.2657   2.6498
 IRL  C41  C  CR16   0  -0.348  -4.5260   0.9022   1.4256
 IRL  O42  O  O      0  -0.593  -4.5407   0.8131  -4.4856
 IRL  O43  O  OC    -1  -0.615  -6.5084   1.1636  -3.4918
 IRL  H1   H  H      0   0.250   1.7970   4.4551  -0.2871
 IRL  H2   H  H      0   0.264   2.2511   0.3252   0.7548
 IRL  H3   H  H      0   0.242   4.7233   3.2775   2.5981
 IRL  H4   H  HCH3   0   0.247   3.4939   5.8114   2.3832
 IRL  H5   H  HCH3   0   0.246   4.7815   5.5871   1.2125
 IRL  H6   H  HCH3   0   0.245   3.1918   6.1230   0.6759
 IRL  H7   H  HCH3   0   0.252   4.8462  -0.0427   1.8408
 IRL  H8   H  HCH3   0   0.245   4.9753   1.0084   3.2502
 IRL  H9   H  HCH3   0   0.245   3.5760  -0.0472   3.0477
 IRL  H10  H  HCH1   0   0.304  -0.4701   0.7092  -2.4467
 IRL  H11  H  HCH2   0   0.281  -1.5770  -1.2620  -0.3976
 IRL  H12  H  HCH2   0   0.271  -1.2784  -1.5226  -2.1000
 IRL  H13  H  HCR6   0   0.245  -0.0191  -2.3120   1.0021
 IRL  H14  H  HCR6   0   0.252   2.2571  -2.9984   1.5564
 IRL  H15  H  HCR6   0   0.253   3.6171  -1.5026  -2.2216
 IRL  H16  H  HCR6   0   0.253   1.3498  -0.8038  -2.7630
 IRL  H17  H  H      0   0.254   5.3903  -0.9180  -0.8081
 IRL  H18  H  H      0   0.257   7.6932  -1.5370  -0.2259
 IRL  H19  H  H      0   0.257   8.1471  -3.6397   1.0038
 IRL  H20  H  H      0   0.257   6.2634  -5.1174   1.6347
 IRL  H21  H  H      0   0.253   3.9612  -4.5143   1.0331
 IRL  H22  H  HCH3   0   0.263  -0.2143   1.9068   1.4932
 IRL  H23  H  HCH3   0   0.282  -1.6194   0.9943   0.9854
 IRL  H24  H  HCH3   0   0.238  -0.1175   0.1493   1.3586
 IRL  H25  H  HNH1   0   0.388  -2.9840  -0.5357  -2.5301
 IRL  H26  H  HCH1   0   0.250  -4.8206   1.5034  -1.4935
 IRL  H27  H  HCH2   0   0.244  -6.4277  -0.2184  -1.1671
 IRL  H28  H  HCH2   0   0.238  -5.5568  -1.3755  -2.1486
 IRL  H29  H  HCR5   0   0.277  -4.2625  -3.1966  -0.7886
 IRL  H30  H  HNR5   0   0.404  -3.1010  -3.3370   1.4164
 IRL  H31  H  HCR6   0   0.255  -2.4840  -1.6468   3.5871
 IRL  H32  H  HCR6   0   0.246  -2.8625   0.6662   4.3772
 IRL  H33  H  HCR6   0   0.242  -4.1498   2.2721   3.0198
 IRL  H34  H  HCR6   0   0.236  -5.0891   1.6183   0.8409

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
 IRL  C8   C5   single    1.501  0.020  1.501
 IRL  C5   C4   aromatic  1.394  0.020  1.394
 IRL  C5   C6   aromatic  1.389  0.020  1.389
 IRL  C4   C3   aromatic  1.388  0.020  1.388
 IRL  C6   C1   aromatic  1.396  0.020  1.396
 IRL  C3   C9   single    1.495  0.020  1.495
 IRL  C3   C2   aromatic  1.392  0.020  1.392
 IRL  O26  C9   double    1.225  0.020  1.225
 IRL  C1   C2   aromatic  1.389  0.020  1.389
 IRL  C1   C7   single    1.501  0.020  1.501
 IRL  C9   N10  single    1.350  0.020  1.350
 IRL  C25  N10  single    1.453  0.020  1.453
 IRL  N10  C11  single    1.445  0.020  1.445
 IRL  C12  C11  single    1.541  0.020  1.541
 IRL  C12  C13  single    1.504  0.020  1.504
 IRL  C18  C17  aromatic  1.384  0.020  1.384
 IRL  C18  C13  aromatic  1.394  0.020  1.394
 IRL  C11  C27  single    1.536  0.020  1.536
 IRL  C17  C16  aromatic  1.397  0.020  1.397
 IRL  C13  C14  aromatic  1.391  0.020  1.391
 IRL  C40  C41  aromatic  1.381  0.020  1.381
 IRL  C40  C39  aromatic  1.405  0.020  1.405
 IRL  C41  C37  aromatic  1.400  0.020  1.400
 IRL  C14  C15  aromatic  1.388  0.020  1.388
 IRL  C16  C15  aromatic  1.394  0.020  1.394
 IRL  C16  C19  single    1.476  0.020  1.476
 IRL  C32  C30  single    1.546  0.020  1.546
 IRL  C32  C33  single    1.493  0.020  1.493
 IRL  C30  C31  single    1.545  0.020  1.545
 IRL  C30  N29  single    1.442  0.020  1.442
 IRL  O42  C31  deloc     1.242  0.020  1.242
 IRL  C37  C33  aromatic  1.435  0.020  1.435
 IRL  C37  C36  aromatic  1.414  0.020  1.414
 IRL  C24  C19  aromatic  1.396  0.020  1.396
 IRL  C24  C23  aromatic  1.387  0.020  1.387
 IRL  C39  C38  aromatic  1.381  0.020  1.381
 IRL  C31  O43  deloc     1.247  0.020  1.247
 IRL  C27  N29  single    1.336  0.020  1.336
 IRL  C27  O28  double    1.222  0.020  1.222
 IRL  C19  C20  aromatic  1.396  0.020  1.396
 IRL  C33  C34  aromatic  1.366  0.020  1.366
 IRL  C23  C22  aromatic  1.389  0.020  1.389
 IRL  C36  C38  aromatic  1.394  0.020  1.394
 IRL  C36  N35  aromatic  1.364  0.020  1.364
 IRL  C20  C21  aromatic  1.387  0.020  1.387
 IRL  C34  N35  aromatic  1.369  0.020  1.369
 IRL  C22  C21  aromatic  1.389  0.020  1.389
 IRL  C2   H1   single    0.930  0.020  1.080
 IRL  C4   H2   single    0.930  0.020  1.080
 IRL  C6   H3   single    0.930  0.020  1.080
 IRL  C7   H4   single    0.970  0.020  1.090
 IRL  C7   H5   single    0.970  0.020  1.090
 IRL  C7   H6   single    0.970  0.020  1.090
 IRL  C8   H7   single    0.970  0.020  1.090
 IRL  C8   H8   single    0.970  0.020  1.090
 IRL  C8   H9   single    0.970  0.020  1.090
 IRL  C11  H10  single    0.970  0.020  1.090
 IRL  C12  H11  single    0.970  0.020  1.090
 IRL  C12  H12  single    0.970  0.020  1.090
 IRL  C14  H13  single    0.930  0.020  1.080
 IRL  C15  H14  single    0.930  0.020  1.080
 IRL  C17  H15  single    0.930  0.020  1.080
 IRL  C18  H16  single    0.930  0.020  1.080
 IRL  C20  H17  single    0.930  0.020  1.080
 IRL  C21  H18  single    0.930  0.020  1.080
 IRL  C22  H19  single    0.930  0.020  1.080
 IRL  C23  H20  single    0.930  0.020  1.080
 IRL  C24  H21  single    0.930  0.020  1.080
 IRL  C25  H22  single    0.970  0.020  1.090
 IRL  C25  H23  single    0.970  0.020  1.090
 IRL  C25  H24  single    0.970  0.020  1.090
 IRL  N29  H25  single    0.860  0.020  1.020
 IRL  C30  H26  single    0.970  0.020  1.090
 IRL  C32  H27  single    0.970  0.020  1.090
 IRL  C32  H28  single    0.970  0.020  1.090
 IRL  C34  H29  single    0.930  0.020  1.080
 IRL  N35  H30  single    0.860  0.020  1.020
 IRL  C38  H31  single    0.930  0.020  1.080
 IRL  C39  H32  single    0.930  0.020  1.080
 IRL  C40  H33  single    0.930  0.020  1.080
 IRL  C41  H34  single    0.930  0.020  1.080

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
 IRL  C7   C1   C6   120.31  3.000
 IRL  C7   C1   C2   121.16  3.000
 IRL  C6   C1   C2   118.53  3.000
 IRL  H1   C2   C3   119.81  3.000
 IRL  H1   C2   C1   119.75  3.000
 IRL  C3   C2   C1   120.44  3.000
 IRL  C9   C3   C4   119.65  3.000
 IRL  C9   C3   C2   119.94  3.000
 IRL  C4   C3   C2   120.08  3.000
 IRL  H2   C4   C5   119.38  3.000
 IRL  H2   C4   C3   120.04  3.000
 IRL  C5   C4   C3   120.56  3.000
 IRL  C8   C5   C6   121.39  3.000
 IRL  C6   C5   C4   118.45  3.000
 IRL  C8   C5   C4   120.16  3.000
 IRL  H3   C6   C5   118.98  3.000
 IRL  H3   C6   C1   119.11  3.000
 IRL  C5   C6   C1   121.91  3.000
 IRL  H6   C7   H5   107.79  3.000
 IRL  H6   C7   H4   107.77  3.000
 IRL  H5   C7   H4   107.04  3.000
 IRL  H6   C7   C1   111.57  3.000
 IRL  H5   C7   C1   111.23  3.000
 IRL  H4   C7   C1   111.23  3.000
 IRL  H9   C8   H8   108.09  3.000
 IRL  H9   C8   H7   106.81  3.000
 IRL  H8   C8   H7   107.88  3.000
 IRL  H9   C8   C5   111.39  3.000
 IRL  H8   C8   C5   111.53  3.000
 IRL  H7   C8   C5   110.94  3.000
 IRL  O26  C9   N10  123.32  3.000
 IRL  N10  C9   C3   117.18  3.000
 IRL  O26  C9   C3   119.43  3.000
 IRL  C25  N10  C11  117.37  3.000
 IRL  C11  N10  C9   119.26  3.000
 IRL  C25  N10  C9   123.37  3.000
 IRL  H10  C11  C27  106.15  3.000
 IRL  H10  C11  C12  108.43  3.000
 IRL  C27  C11  C12  114.22  3.000
 IRL  H10  C11  N10  107.20  3.000
 IRL  C27  C11  N10  110.13  3.000
 IRL  C12  C11  N10  110.37  3.000
 IRL  H12  C12  H11  106.27  3.000
 IRL  H12  C12  C13  109.05  3.000
 IRL  H11  C12  C13  110.13  3.000
 IRL  H12  C12  C11  108.98  3.000
 IRL  H11  C12  C11  110.46  3.000
 IRL  C13  C12  C11  111.78  3.000
 IRL  C18  C13  C14  117.87  3.000
 IRL  C14  C13  C12  120.87  3.000
 IRL  C18  C13  C12  121.25  3.000
 IRL  H13  C14  C15  119.06  3.000
 IRL  H13  C14  C13  119.69  3.000
 IRL  C15  C14  C13  121.24  3.000
 IRL  H14  C15  C16  120.00  3.000
 IRL  H14  C15  C14  119.11  3.000
 IRL  C16  C15  C14  120.87  3.000
 IRL  C19  C16  C17  121.06  3.000
 IRL  C19  C16  C15  121.05  3.000
 IRL  C17  C16  C15  117.89  3.000
 IRL  H15  C17  C18  119.05  3.000
 IRL  H15  C17  C16  119.90  3.000
 IRL  C18  C17  C16  121.04  3.000
 IRL  H16  C18  C17  118.87  3.000
 IRL  H16  C18  C13  120.06  3.000
 IRL  C17  C18  C13  121.07  3.000
 IRL  C24  C19  C20  118.39  3.000
 IRL  C20  C19  C16  120.62  3.000
 IRL  C24  C19  C16  120.99  3.000
 IRL  H17  C20  C21  119.40  3.000
 IRL  H17  C20  C19  119.74  3.000
 IRL  C21  C20  C19  120.85  3.000
 IRL  H18  C21  C22  120.13  3.000
 IRL  H18  C21  C20  119.67  3.000
 IRL  C22  C21  C20  120.20  3.000
 IRL  H19  C22  C23  120.23  3.000
 IRL  H19  C22  C21  120.27  3.000
 IRL  C23  C22  C21  119.49  3.000
 IRL  H20  C23  C24  119.68  3.000
 IRL  H20  C23  C22  120.06  3.000
 IRL  C24  C23  C22  120.26  3.000
 IRL  H21  C24  C23  119.38  3.000
 IRL  H21  C24  C19  119.81  3.000
 IRL  C23  C24  C19  120.80  3.000
 IRL  H24  C25  H23  108.01  3.000
 IRL  H24  C25  H22  108.36  3.000
 IRL  H23  C25  H22  107.22  3.000
 IRL  H24  C25  N10  112.78  3.000
 IRL  H23  C25  N10  109.85  3.000
 IRL  H22  C25  N10  110.45  3.000
 IRL  N29  C27  O28  123.97  3.000
 IRL  O28  C27  C11  120.42  3.000
 IRL  N29  C27  C11  115.61  3.000
 IRL  H25  N29  C30  116.51  3.000
 IRL  H25  N29  C27  118.72  3.000
 IRL  C30  N29  C27  124.25  3.000
 IRL  H26  C30  C32  108.36  3.000
 IRL  H26  C30  C31  108.00  3.000
 IRL  C32  C30  C31  110.21  3.000
 IRL  H26  C30  N29  106.61  3.000
 IRL  C31  C30  N29  113.46  3.000
 IRL  C32  C30  N29  110.00  3.000
 IRL  O43  C31  O42  127.43  3.000
 IRL  O43  C31  C30  114.70  3.000
 IRL  O42  C31  C30  117.87  3.000
 IRL  H28  C32  H27  106.31  3.000
 IRL  H28  C32  C33  108.46  3.000
 IRL  H27  C32  C33  111.46  3.000
 IRL  H28  C32  C30  109.37  3.000
 IRL  H27  C32  C30  107.71  3.000
 IRL  C33  C32  C30  113.29  3.000
 IRL  C37  C33  C34  105.87  3.000
 IRL  C34  C33  C32  126.05  3.000
 IRL  C37  C33  C32  127.95  3.000
 IRL  H29  C34  N35  120.49  3.000
 IRL  H29  C34  C33  129.07  3.000
 IRL  N35  C34  C33  110.43  3.000
 IRL  H30  N35  C36  125.82  3.000
 IRL  H30  N35  C34  125.03  3.000
 IRL  C36  N35  C34  109.13  3.000
 IRL  C38  C36  C37  122.30  3.000
 IRL  C38  C36  N35  130.34  3.000
 IRL  C37  C36  N35  107.36  3.000
 IRL  C41  C37  C36  118.81  3.000
 IRL  C36  C37  C33  107.20  3.000
 IRL  C41  C37  C33  133.99  3.000
 IRL  H31  C38  C39  121.22  3.000
 IRL  H31  C38  C36  121.30  3.000
 IRL  C39  C38  C36  117.47  3.000
 IRL  H32  C39  C40  119.40  3.000
 IRL  H32  C39  C38  119.36  3.000
 IRL  C40  C39  C38  121.24  3.000
 IRL  H33  C40  C41  119.68  3.000
 IRL  H33  C40  C39  119.27  3.000
 IRL  C41  C40  C39  121.05  3.000
 IRL  H34  C41  C40  120.17  3.000
 IRL  H34  C41  C37  120.70  3.000
 IRL  C40  C41  C37  119.13  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
 IRL  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 IRL  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 IRL  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 IRL  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 IRL  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 IRL  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 IRL  CONST_07  C16  C17  C18  C13    0.00   0.0  0
 IRL  CONST_08  C16  C15  C14  C13    0.00   0.0  0
 IRL  CONST_09  C17  C18  C13  C14    0.00   0.0  0
 IRL  CONST_10  C17  C16  C15  C14    0.00   0.0  0
 IRL  CONST_11  C19  C16  C15  C14  180.00   0.0  0
 IRL  CONST_12  C18  C13  C14  C15    0.00   0.0  0
 IRL  CONST_13  C18  C17  C16  C15    0.00   0.0  0
 IRL  CONST_16  C23  C24  C19  C16  180.00   0.0  0
 IRL  CONST_17  C21  C20  C19  C16  180.00   0.0  0
 IRL  CONST_20  C19  C16  C17  C18  180.00   0.0  0
 IRL  CONST_21  C22  C23  C24  C19    0.00   0.0  0
 IRL  CONST_22  C22  C21  C20  C19    0.00   0.0  0
 IRL  CONST_23  C23  C24  C19  C20    0.00   0.0  0
 IRL  CONST_24  C23  C22  C21  C20    0.00   0.0  0
 IRL  CONST_25  C24  C19  C20  C21    0.00   0.0  0
 IRL  CONST_26  C24  C23  C22  C21    0.00   0.0  0
 IRL  CONST_27  C40  C41  C37  C33  180.00   0.0  0
 IRL  CONST_28  C38  C36  C37  C33  180.00   0.0  0
 IRL  CONST_29  N35  C36  C37  C33    0.00   0.0  0
 IRL  CONST_30  C36  N35  C34  C33    0.00   0.0  0
 IRL  CONST_31  C41  C37  C33  C34  180.00   0.0  0
 IRL  CONST_32  C36  C37  C33  C34    0.00   0.0  0
 IRL  CONST_33  C37  C36  N35  C34    0.00   0.0  0
 IRL  CONST_34  C38  C36  N35  C34  180.00   0.0  0
 IRL  CONST_35  C41  C37  C36  N35  180.00   0.0  0
 IRL  CONST_36  C39  C38  C36  N35  180.00   0.0  0
 IRL  CONST_37  C37  C33  C34  N35    0.00   0.0  0
 IRL  CONST_38  C40  C41  C37  C36    0.00   0.0  0
 IRL  CONST_39  C40  C39  C38  C36    0.00   0.0  0
 IRL  CONST_40  C39  C40  C41  C37    0.00   0.0  0
 IRL  CONST_41  C39  C38  C36  C37    0.00   0.0  0
 IRL  CONST_42  C41  C40  C39  C38    0.00   0.0  0
 IRL  CONST_43  C41  C37  C36  C38    0.00   0.0  0
 IRL  CONST_44  C8   C5   C6   C1   180.00   0.0  0
 IRL  CONST_45  C9   C3   C2   C1   180.00   0.0  0
 IRL  CONST_46  C8   C5   C4   C3   180.00   0.0  0
 IRL  CONST_47  C7   C1   C2   C3   180.00   0.0  0
 IRL  CONST_48  C9   C3   C4   C5   180.00   0.0  0
 IRL  CONST_49  C7   C1   C6   C5   180.00   0.0  0
 IRL  CONST_50  C17  C18  C13  C12  180.00   0.0  0
 IRL  CONST_51  C15  C14  C13  C12  180.00   0.0  0
 IRL  CONST_52  C41  C37  C33  C32    0.00   0.0  0
 IRL  CONST_53  C36  C37  C33  C32  180.00   0.0  0
 IRL  CONST_54  N35  C34  C33  C32  180.00   0.0  0
 IRL  CONST_55  H2   C4   C3   C2   180.00   0.0  0
 IRL  CONST_56  H3   C6   C1   C2   180.00   0.0  0
 IRL  CONST_57  H1   C2   C3   C4   180.00   0.0  0
 IRL  CONST_58  H15  C17  C18  C13  180.00   0.0  0
 IRL  CONST_59  H14  C15  C14  C13  180.00   0.0  0
 IRL  CONST_60  H16  C18  C13  C14  180.00   0.0  0
 IRL  CONST_61  H13  C14  C15  C16  180.00   0.0  0
 IRL  CONST_62  H21  C24  C19  C16    0.00   0.0  0
 IRL  CONST_63  H17  C20  C19  C16    0.00   0.0  0
 IRL  CONST_64  H20  C23  C24  C19  180.00   0.0  0
 IRL  CONST_65  H18  C21  C20  C19  180.00   0.0  0
 IRL  CONST_66  H19  C22  C21  C20  180.00   0.0  0
 IRL  CONST_67  H34  C41  C37  C33    0.00   0.0  0
 IRL  CONST_68  H30  N35  C34  C33  180.00   0.0  0
 IRL  CONST_69  H31  C38  C36  N35    0.00   0.0  0
 IRL  CONST_70  H32  C39  C38  C36  180.00   0.0  0
 IRL  CONST_71  H29  C34  N35  C36  180.00   0.0  0
 IRL  CONST_72  H33  C40  C41  C37  180.00   0.0  0
 IRL  CONST_75  O26  C9   N10  C11    0.00   0.0  0
 IRL  CONST_76  C30  N29  C27  C11  180.00   0.0  0
 IRL  CONST_77  O26  C9   N10  C25  180.00   0.0  0
 IRL  CONST_78  C30  N29  C27  O28    0.00   0.0  0
 IRL  CONST_79  H25  N29  C27  C11    0.00   0.0  0
 IRL  Var_01    O26  C9   C3   C2    52.45  30.0  2
 IRL  Var_02    C18  C13  C12  C11  -57.03  30.0  2
 IRL  Var_03    C37  C33  C32  C30   58.47  30.0  2
 IRL  Var_04    H4   C7   C1   C2   115.57  30.0  2
 IRL  Var_05    H7   C8   C5   C4    66.46  30.0  2
 IRL  Var_06    H22  C25  N10  C9    25.21  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
 IRL  chir_01  C11  N10  C12  C27  negativ
 IRL  chir_02  C30  N29  C31  C32  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
 IRL  plan-1  C1   0.020
 IRL  plan-1  C2   0.020
 IRL  plan-1  C3   0.020
 IRL  plan-1  C4   0.020
 IRL  plan-1  C5   0.020
 IRL  plan-1  C6   0.020
 IRL  plan-1  C7   0.020
 IRL  plan-1  C8   0.020
 IRL  plan-1  C9   0.020
 IRL  plan-1  H1   0.020
 IRL  plan-1  H2   0.020
 IRL  plan-1  H3   0.020
 IRL  plan-2  C12  0.020
 IRL  plan-2  C13  0.020
 IRL  plan-2  C14  0.020
 IRL  plan-2  C15  0.020
 IRL  plan-2  C16  0.020
 IRL  plan-2  C17  0.020
 IRL  plan-2  C18  0.020
 IRL  plan-2  C19  0.020
 IRL  plan-2  H13  0.020
 IRL  plan-2  H14  0.020
 IRL  plan-2  H15  0.020
 IRL  plan-2  H16  0.020
 IRL  plan-3  C16  0.020
 IRL  plan-3  C19  0.020
 IRL  plan-3  C20  0.020
 IRL  plan-3  C21  0.020
 IRL  plan-3  C22  0.020
 IRL  plan-3  C23  0.020
 IRL  plan-3  C24  0.020
 IRL  plan-3  H17  0.020
 IRL  plan-3  H18  0.020
 IRL  plan-3  H19  0.020
 IRL  plan-3  H20  0.020
 IRL  plan-3  H21  0.020
 IRL  plan-4  C32  0.020
 IRL  plan-4  C33  0.020
 IRL  plan-4  C34  0.020
 IRL  plan-4  N35  0.020
 IRL  plan-4  C36  0.020
 IRL  plan-4  C37  0.020
 IRL  plan-4  C38  0.020
 IRL  plan-4  C39  0.020
 IRL  plan-4  C40  0.020
 IRL  plan-4  C41  0.020
 IRL  plan-4  H29  0.020
 IRL  plan-4  H30  0.020
 IRL  plan-4  H31  0.020
 IRL  plan-4  H32  0.020
 IRL  plan-4  H33  0.020
 IRL  plan-4  H34  0.020
 IRL  plan-5  C3   0.020
 IRL  plan-5  C9   0.020
 IRL  plan-5  N10  0.020
 IRL  plan-5  C11  0.020
 IRL  plan-5  C25  0.020
 IRL  plan-5  O26  0.020
 IRL  plan-6  C11  0.020
 IRL  plan-6  C27  0.020
 IRL  plan-6  O28  0.020
 IRL  plan-6  N29  0.020
 IRL  plan-6  C30  0.020
 IRL  plan-6  H25  0.020
 IRL  plan-7  C30  0.020
 IRL  plan-7  C31  0.020
 IRL  plan-7  O42  0.020
 IRL  plan-7  O43  0.020

