# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 22:36:05 2020
#   Inital geometry file: a 176 line input string
#   Ligand name: N-[(3R,4R)-4-{[4-(2-fluoro-3-methoxy-6-propoxybenzene-1-carbonyl)benzene-1-carbonyl]amino}pyrrolidin-3-yl]-1H-indazole-5-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCOc1ccc(OC)c(F)c1C(=O)c2ccc(cc2)C(=O)N[C@@H]3CNC[C@H]3NC(=O)c4ccc5[nH]ncc5c4
#
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
 EE4  EE4  N-[(3R,4R)-4-{[4-(2-fluoro-3-methoxy-6-propoxybenzene-1-carbonyl)benzene-1-carbonyl]amino}pyrrolidin-3-yl]-1H-indazole-5-carboxamide  ligand  71  41  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EE4
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
 EE4  C10  C  CR16  0  -0.246   2.5830   1.0067  -2.5393
 EE4  C13  C  CR16  0  -0.287   1.1174   1.1440  -0.1881
 EE4  C15  C  C     0   0.552  -0.3186   2.9875  -1.1934
 EE4  C21  C  CH2   0  -0.298  -4.1556   4.3402   1.4034
 EE4  C22  C  CH1   0  -0.151  -3.3568   3.0895   0.9687
 EE4  C24  C  C     0   0.560  -3.7974   0.7131   0.6025
 EE4  C26  C  CR6   0  -0.043  -4.7921  -0.3265   0.2106
 EE4  C28  C  CR56  0  -0.065  -5.5106  -2.6014   0.3381
 EE4  C01  C  CH3   0  -0.675   6.8687   3.1869   2.2521
 EE4  C02  C  CH2   0  -0.457   6.2031   2.3851   1.1417
 EE4  C03  C  CH2   0  -0.169   6.0087   0.9417   1.5541
 EE4  C05  C  CR6   0   0.417   5.1022  -1.0550   0.6284
 EE4  C06  C  CR6   0  -0.405   4.3874  -1.6325  -0.4291
 EE4  C07  C  C     0   0.385   4.0102  -0.8116  -1.6256
 EE4  C09  C  CR6   0  -0.017   2.9026   0.1620  -1.4758
 EE4  C11  C  CR16  0  -0.259   1.5470   1.9126  -2.4230
 EE4  C12  C  CR6   0  -0.028   0.7954   1.9842  -1.2506
 EE4  C14  C  CR16  0  -0.242   2.1627   0.2425  -0.2995
 EE4  C18  C  CH1   0  -0.044  -2.4151   3.6254  -0.1131
 EE4  C19  C  CH2   0  -0.321  -2.1720   5.0491   0.3922
 EE4  C27  C  CR16  0  -0.345  -4.5886  -1.6109   0.6780
 EE4  C29  C  CR56  0   0.423  -6.6095  -2.2903  -0.4826
 EE4  C32  C  CR15  0  -0.121  -5.6653  -3.9878   0.6149
 EE4  C33  C  CR16  0  -0.271  -6.8154  -0.9998  -0.9825
 EE4  C34  C  CR16  0  -0.306  -5.9012  -0.0398  -0.6233
 EE4  C35  C  CR6   0   0.508   4.0755  -2.9697  -0.3793
 EE4  C37  C  CR6   0   0.220   4.4261  -3.7874   0.6960
 EE4  C39  C  CH3   0  -0.438   4.3867  -5.9233   1.7018
 EE4  C40  C  CR16  0  -0.365   5.1259  -3.1962   1.7357
 EE4  C41  C  CR16  0  -0.385   5.4626  -1.8436   1.7089
 EE4  F36  F  F     0  -0.296   3.3859  -3.5094  -1.3924
 EE4  N17  N  NH1   0  -0.690  -1.2478   2.7865  -0.2487
 EE4  N20  N  NH1   0  -0.589  -3.4836   5.5066   0.8267
 EE4  N23  N  NH1   0  -0.666  -4.2038   1.9930   0.5621
 EE4  N30  N  NR15  0  -0.543  -7.2985  -3.4410  -0.6291
 EE4  N31  N  N     0  -0.221  -6.7345  -4.4591   0.0284
 EE4  O08  O  O     0  -0.358   4.5932  -0.9633  -2.6746
 EE4  O16  O  O     0  -0.483  -0.3578   3.9251  -1.9781
 EE4  O25  O  O     0  -0.504  -2.6656   0.3992   0.9654
 EE4  O38  O  O2    0  -0.468   4.0489  -5.0759   0.6210
 EE4  H1   H  HCR6  0   0.271   3.1502   0.9602  -3.4592
 EE4  H2   H  HCR6  0   0.263   0.5817   1.1892   0.7510
 EE4  H3   H  HCH2  0   0.246  -5.1928   4.2946   1.0674
 EE4  H4   H  HCH2  0   0.242  -4.1758   4.4001   2.4929
 EE4  H5   H  HCH1  0   0.274  -2.7504   2.7461   1.8114
 EE4  H6   H  HCH3  0   0.225   6.2456   3.2241   3.1468
 EE4  H7   H  HCH3  0   0.225   7.8300   2.7545   2.5340
 EE4  H8   H  HCH3  0   0.240   7.0495   4.2130   1.9339
 EE4  H9   H  HCH2  0   0.233   5.2353   2.8265   0.8918
 EE4  H10  H  HCH2  0   0.232   6.8162   2.4229   0.2379
 EE4  H11  H  HCH2  0   0.223   6.9764   0.4824   1.7869
 EE4  H12  H  HCH2  0   0.223   5.3864   0.8799   2.4548
 EE4  H13  H  HCR6  0   0.266   1.3130   2.5678  -3.2508
 EE4  H14  H  HCR6  0   0.268   2.3895  -0.4024   0.5392
 EE4  H15  H  HCH1  0   0.255  -2.9539   3.6804  -1.0669
 EE4  H16  H  HCH2  0   0.227  -1.4767   5.0235   1.2379
 EE4  H17  H  HCH2  0   0.257  -1.7565   5.7107  -0.3652
 EE4  H18  H  HCR6  0   0.263  -3.7372  -1.8418   1.3046
 EE4  H19  H  HCR5  0   0.274  -5.0359  -4.6274   1.2145
 EE4  H20  H  HCR6  0   0.279  -7.6495  -0.7645  -1.6293
 EE4  H21  H  HCR6  0   0.261  -6.0360   0.9557  -1.0266
 EE4  H22  H  HCH3  0   0.263   3.9987  -6.9077   1.4536
 EE4  H23  H  HCH3  0   0.231   5.4684  -5.9952   1.8410
 EE4  H24  H  HCH3  0   0.231   3.9309  -5.5904   2.6379
 EE4  H25  H  HCR6  0   0.299   5.4289  -3.7778   2.5956
 EE4  H26  H  HCR6  0   0.289   6.0110  -1.4367   2.5466
 EE4  H27  H  HNH1  0   0.415  -1.2587   1.9195   0.2687
 EE4  H28  H  HNH1  0   0.356  -4.0018   5.8124   0.0137
 EE4  H30  H  HNH1  0   0.411  -5.1457   2.2114   0.2807
 EE4  H31  H  HNR5  0   0.421  -8.1463  -3.5926  -1.1510
 EE4  O04  O  O2    0  -0.469   5.3811   0.2513   0.4829

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
 EE4  N30  N31  aromatic  1.337  0.020  1.337
 EE4  N30  C29  aromatic  1.349  0.020  1.349
 EE4  N31  C32  aromatic  1.307  0.020  1.307
 EE4  C33  C29  aromatic  1.399  0.020  1.399
 EE4  C33  C34  aromatic  1.373  0.020  1.373
 EE4  C29  C28  aromatic  1.406  0.020  1.406
 EE4  C32  C28  aromatic  1.422  0.020  1.422
 EE4  C34  C26  aromatic  1.417  0.020  1.417
 EE4  C28  C27  aromatic  1.395  0.020  1.395
 EE4  C26  C27  aromatic  1.382  0.020  1.382
 EE4  C26  C24  single    1.491  0.020  1.491
 EE4  C24  O25  double    1.229  0.020  1.229
 EE4  C24  N23  single    1.343  0.020  1.343
 EE4  N23  C22  single    1.444  0.020  1.444
 EE4  C22  C21  single    1.546  0.020  1.546
 EE4  C22  C18  single    1.531  0.020  1.531
 EE4  C21  N20  single    1.464  0.020  1.464
 EE4  C39  O38  single    1.414  0.020  1.414
 EE4  C18  N17  single    1.444  0.020  1.444
 EE4  C18  C19  single    1.530  0.020  1.530
 EE4  N20  C19  single    1.455  0.020  1.455
 EE4  O38  C37  single    1.345  0.020  1.345
 EE4  N17  C15  single    1.340  0.020  1.340
 EE4  C37  C40  aromatic  1.386  0.020  1.386
 EE4  C37  C35  aromatic  1.396  0.020  1.396
 EE4  C15  O16  double    1.223  0.020  1.223
 EE4  C15  C12  single    1.500  0.020  1.500
 EE4  F36  C35  single    1.339  0.020  1.339
 EE4  C40  C41  aromatic  1.394  0.020  1.394
 EE4  C11  C12  aromatic  1.395  0.020  1.395
 EE4  C11  C10  aromatic  1.381  0.020  1.381
 EE4  C35  C06  aromatic  1.374  0.020  1.374
 EE4  C12  C13  aromatic  1.392  0.020  1.392
 EE4  C10  C09  aromatic  1.395  0.020  1.395
 EE4  C41  C05  aromatic  1.385  0.020  1.385
 EE4  C13  C14  aromatic  1.385  0.020  1.385
 EE4  C06  C05  aromatic  1.401  0.020  1.401
 EE4  C06  C07  single    1.499  0.020  1.499
 EE4  C09  C14  aromatic  1.392  0.020  1.392
 EE4  C09  C07  single    1.482  0.020  1.482
 EE4  C05  O04  single    1.344  0.020  1.344
 EE4  C07  O08  double    1.210  0.020  1.210
 EE4  O04  C03  single    1.421  0.020  1.421
 EE4  C03  C02  single    1.514  0.020  1.514
 EE4  C02  C01  single    1.523  0.020  1.523
 EE4  C10  H1   single    0.930  0.020  1.080
 EE4  C13  H2   single    0.930  0.020  1.080
 EE4  C21  H3   single    0.970  0.020  1.090
 EE4  C21  H4   single    0.970  0.020  1.090
 EE4  C22  H5   single    0.970  0.020  1.090
 EE4  C01  H6   single    0.970  0.020  1.090
 EE4  C01  H7   single    0.970  0.020  1.090
 EE4  C01  H8   single    0.970  0.020  1.090
 EE4  C02  H9   single    0.970  0.020  1.090
 EE4  C02  H10  single    0.970  0.020  1.090
 EE4  C03  H11  single    0.970  0.020  1.090
 EE4  C03  H12  single    0.970  0.020  1.090
 EE4  C11  H13  single    0.930  0.020  1.080
 EE4  C14  H14  single    0.930  0.020  1.080
 EE4  C18  H15  single    0.970  0.020  1.090
 EE4  C19  H16  single    0.970  0.020  1.090
 EE4  C19  H17  single    0.970  0.020  1.090
 EE4  C27  H18  single    0.930  0.020  1.080
 EE4  C32  H19  single    0.930  0.020  1.080
 EE4  C33  H20  single    0.930  0.020  1.080
 EE4  C34  H21  single    0.930  0.020  1.080
 EE4  C39  H22  single    0.970  0.020  1.090
 EE4  C39  H23  single    0.970  0.020  1.090
 EE4  C39  H24  single    0.970  0.020  1.090
 EE4  C40  H25  single    0.930  0.020  1.080
 EE4  C41  H26  single    0.930  0.020  1.080
 EE4  N17  H27  single    0.860  0.020  1.020
 EE4  N20  H28  single    0.890  0.020  1.040
 EE4  N23  H30  single    0.860  0.020  1.020
 EE4  N30  H31  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
 EE4  H1   C10  C11  119.54  3.000
 EE4  H1   C10  C09  120.14  3.000
 EE4  C11  C10  C09  120.32  3.000
 EE4  H2   C13  C14  118.08  3.000
 EE4  H2   C13  C12  121.50  3.000
 EE4  C14  C13  C12  120.40  3.000
 EE4  O16  C15  N17  123.01  3.000
 EE4  O16  C15  C12  120.79  3.000
 EE4  N17  C15  C12  116.19  3.000
 EE4  H4   C21  H3   106.98  3.000
 EE4  H4   C21  N20  110.97  3.000
 EE4  H3   C21  N20  110.38  3.000
 EE4  H4   C21  C22  109.54  3.000
 EE4  H3   C21  C22  111.76  3.000
 EE4  N20  C21  C22  107.24  3.000
 EE4  H5   C22  N23  107.69  3.000
 EE4  H5   C22  C18  108.26  3.000
 EE4  N23  C22  C18  115.31  3.000
 EE4  H5   C22  C21  108.90  3.000
 EE4  C18  C22  C21  103.49  3.000
 EE4  N23  C22  C21  112.97  3.000
 EE4  O25  C24  N23  122.05  3.000
 EE4  N23  C24  C26  117.03  3.000
 EE4  O25  C24  C26  120.91  3.000
 EE4  C34  C26  C27  120.16  3.000
 EE4  C27  C26  C24  117.44  3.000
 EE4  C34  C26  C24  122.40  3.000
 EE4  C32  C28  C29  104.14  3.000
 EE4  C32  C28  C27  135.77  3.000
 EE4  C29  C28  C27  120.09  3.000
 EE4  H8   C01  H7   107.61  3.000
 EE4  H8   C01  H6   107.59  3.000
 EE4  H7   C01  H6   107.75  3.000
 EE4  H8   C01  C02  110.82  3.000
 EE4  H7   C01  C02  111.40  3.000
 EE4  H6   C01  C02  111.49  3.000
 EE4  H10  C02  H9   107.08  3.000
 EE4  H10  C02  C03  109.29  3.000
 EE4  H9   C02  C03  109.50  3.000
 EE4  H10  C02  C01  109.86  3.000
 EE4  H9   C02  C01  109.95  3.000
 EE4  C03  C02  C01  111.07  3.000
 EE4  H12  C03  H11  107.64  3.000
 EE4  H12  C03  O04  109.95  3.000
 EE4  H11  C03  O04  110.27  3.000
 EE4  H12  C03  C02  110.52  3.000
 EE4  H11  C03  C02  110.12  3.000
 EE4  O04  C03  C02  108.34  3.000
 EE4  O04  C05  C41  125.72  3.000
 EE4  O04  C05  C06  115.15  3.000
 EE4  C41  C05  C06  119.13  3.000
 EE4  C35  C06  C07  120.31  3.000
 EE4  C07  C06  C05  120.33  3.000
 EE4  C35  C06  C05  119.32  3.000
 EE4  O08  C07  C09  122.01  3.000
 EE4  O08  C07  C06  120.14  3.000
 EE4  C09  C07  C06  117.84  3.000
 EE4  C14  C09  C07  121.37  3.000
 EE4  C07  C09  C10  119.46  3.000
 EE4  C14  C09  C10  119.16  3.000
 EE4  H13  C11  C12  119.73  3.000
 EE4  H13  C11  C10  119.69  3.000
 EE4  C12  C11  C10  120.58  3.000
 EE4  C11  C12  C15  117.81  3.000
 EE4  C11  C12  C13  119.07  3.000
 EE4  C15  C12  C13  123.11  3.000
 EE4  H14  C14  C09  120.61  3.000
 EE4  H14  C14  C13  118.94  3.000
 EE4  C09  C14  C13  120.46  3.000
 EE4  H15  C18  N17  110.16  3.000
 EE4  H15  C18  C19  108.58  3.000
 EE4  N17  C18  C19  116.31  3.000
 EE4  H15  C18  C22  109.26  3.000
 EE4  C19  C18  C22  100.95  3.000
 EE4  N17  C18  C22  111.12  3.000
 EE4  H17  C19  H16  108.02  3.000
 EE4  H17  C19  N20  111.15  3.000
 EE4  H16  C19  N20  110.42  3.000
 EE4  H17  C19  C18  113.36  3.000
 EE4  H16  C19  C18  109.52  3.000
 EE4  N20  C19  C18  104.35  3.000
 EE4  H18  C27  C28  120.63  3.000
 EE4  H18  C27  C26  120.67  3.000
 EE4  C28  C27  C26  118.69  3.000
 EE4  N30  C29  C33  132.28  3.000
 EE4  C33  C29  C28  121.84  3.000
 EE4  N30  C29  C28  105.88  3.000
 EE4  H19  C32  N31  120.83  3.000
 EE4  H19  C32  C28  128.49  3.000
 EE4  N31  C32  C28  110.68  3.000
 EE4  H20  C33  C34  121.18  3.000
 EE4  H20  C33  C29  121.86  3.000
 EE4  C34  C33  C29  116.95  3.000
 EE4  H21  C34  C33  117.54  3.000
 EE4  H21  C34  C26  120.18  3.000
 EE4  C33  C34  C26  122.25  3.000
 EE4  F36  C35  C37  118.44  3.000
 EE4  F36  C35  C06  118.80  3.000
 EE4  C37  C35  C06  122.76  3.000
 EE4  O38  C37  C40  126.32  3.000
 EE4  C40  C37  C35  117.06  3.000
 EE4  O38  C37  C35  116.61  3.000
 EE4  H24  C39  H23  108.88  3.000
 EE4  H24  C39  H22  108.82  3.000
 EE4  H23  C39  H22  108.83  3.000
 EE4  H24  C39  O38  111.86  3.000
 EE4  H23  C39  O38  111.91  3.000
 EE4  H22  C39  O38  106.44  3.000
 EE4  H25  C40  C41  117.99  3.000
 EE4  H25  C40  C37  120.58  3.000
 EE4  C41  C40  C37  121.43  3.000
 EE4  H26  C41  C40  118.22  3.000
 EE4  H26  C41  C05  121.49  3.000
 EE4  C40  C41  C05  120.29  3.000
 EE4  H27  N17  C18  116.23  3.000
 EE4  H27  N17  C15  119.83  3.000
 EE4  C18  N17  C15  122.66  3.000
 EE4  H28  N20  C19  108.46  3.000
 EE4  H28  N20  C21  108.79  3.000
 EE4  C19  N20  C21  106.30  3.000
 EE4  H30  N23  C24  119.87  3.000
 EE4  H30  N23  C22  117.56  3.000
 EE4  C24  N23  C22  122.52  3.000
 EE4  H31  N30  N31  119.70  3.000
 EE4  H31  N30  C29  127.92  3.000
 EE4  N31  N30  C29  112.38  3.000
 EE4  N30  N31  C32  106.92  3.000
 EE4  C39  O38  C37  117.68  3.000
 EE4  C05  O04  C03  118.85  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
 EE4  CONST_01  C13  C12  C11  C10    0.00   0.0  0
 EE4  CONST_02  C13  C14  C09  C10    0.00   0.0  0
 EE4  CONST_03  C29  C33  C34  C26    0.00   0.0  0
 EE4  CONST_04  C29  C28  C27  C26    0.00   0.0  0
 EE4  CONST_05  C32  C28  C27  C26  180.00   0.0  0
 EE4  CONST_06  N31  N30  C29  C28    0.00   0.0  0
 EE4  CONST_07  C34  C33  C29  C28    0.00   0.0  0
 EE4  CONST_08  N30  N31  C32  C28    0.00   0.0  0
 EE4  CONST_09  C34  C26  C27  C28    0.00   0.0  0
 EE4  CONST_10  C37  C40  C41  C05    0.00   0.0  0
 EE4  CONST_11  C37  C35  C06  C05    0.00   0.0  0
 EE4  CONST_12  C40  C37  C35  C06    0.00   0.0  0
 EE4  CONST_13  C40  C41  C05  C06    0.00   0.0  0
 EE4  CONST_14  C12  C11  C10  C09    0.00   0.0  0
 EE4  CONST_15  C12  C13  C14  C09    0.00   0.0  0
 EE4  CONST_16  C14  C13  C12  C11    0.00   0.0  0
 EE4  CONST_17  C14  C09  C10  C11    0.00   0.0  0
 EE4  CONST_18  N30  C29  C28  C27  180.00   0.0  0
 EE4  CONST_19  C33  C29  C28  C27    0.00   0.0  0
 EE4  CONST_20  N31  C32  C28  C27  180.00   0.0  0
 EE4  CONST_21  C33  C34  C26  C27    0.00   0.0  0
 EE4  CONST_22  C32  N31  N30  C29    0.00   0.0  0
 EE4  CONST_23  N31  C32  C28  C29    0.00   0.0  0
 EE4  CONST_24  N30  C29  C28  C32    0.00   0.0  0
 EE4  CONST_25  C33  C29  C28  C32  180.00   0.0  0
 EE4  CONST_26  N31  N30  C29  C33  180.00   0.0  0
 EE4  CONST_27  N30  C29  C33  C34  180.00   0.0  0
 EE4  CONST_28  C41  C40  C37  C35    0.00   0.0  0
 EE4  CONST_29  C41  C05  C06  C35    0.00   0.0  0
 EE4  CONST_30  C15  C12  C11  C10  180.00   0.0  0
 EE4  CONST_31  C07  C09  C14  C13  180.00   0.0  0
 EE4  CONST_32  C14  C13  C12  C15  180.00   0.0  0
 EE4  CONST_33  C33  C34  C26  C24  180.00   0.0  0
 EE4  CONST_34  C28  C27  C26  C24  180.00   0.0  0
 EE4  CONST_35  F36  C35  C06  C05  180.00   0.0  0
 EE4  CONST_36  O38  C37  C35  C06  180.00   0.0  0
 EE4  CONST_37  C37  C35  C06  C07  180.00   0.0  0
 EE4  CONST_38  C41  C05  C06  C07  180.00   0.0  0
 EE4  CONST_39  C11  C10  C09  C07  180.00   0.0  0
 EE4  CONST_40  O04  C05  C06  C35  180.00   0.0  0
 EE4  CONST_41  F36  C35  C37  C40  180.00   0.0  0
 EE4  CONST_42  O04  C05  C41  C40  180.00   0.0  0
 EE4  CONST_43  O38  C37  C40  C41  180.00   0.0  0
 EE4  CONST_44  H14  C14  C09  C10  180.00   0.0  0
 EE4  CONST_45  H13  C11  C12  C13  180.00   0.0  0
 EE4  CONST_46  H20  C33  C34  C26  180.00   0.0  0
 EE4  CONST_47  H31  N30  C29  C28  180.00   0.0  0
 EE4  CONST_48  H25  C40  C41  C05  180.00   0.0  0
 EE4  CONST_49  H26  C41  C05  C06  180.00   0.0  0
 EE4  CONST_50  H2   C13  C14  C09  180.00   0.0  0
 EE4  CONST_51  H1   C10  C11  C12  180.00   0.0  0
 EE4  CONST_52  H19  C32  C28  C27    0.00   0.0  0
 EE4  CONST_53  H21  C34  C26  C27  180.00   0.0  0
 EE4  CONST_54  H18  C27  C28  C29  180.00   0.0  0
 EE4  CONST_55  C26  C24  N23  C22  180.00   0.0  0
 EE4  CONST_56  C18  N17  C15  C12  180.00   0.0  0
 EE4  CONST_57  O25  C24  N23  C22    0.00   0.0  0
 EE4  CONST_58  O16  C15  N17  C18    0.00   0.0  0
 EE4  CONST_59  H30  N23  C24  C26    0.00   0.0  0
 EE4  CONST_60  H27  N17  C15  C12    0.00   0.0  0
 EE4  Var_01    C18  C19  N20  C21   35.87  30.0  1
 EE4  Var_02    C19  N20  C21  C22  -14.64  30.0  1
 EE4  Var_03    C06  C07  C09  C10  175.69  30.0  2
 EE4  Var_04    C09  C07  C06  C05  -74.68  30.0  2
 EE4  Var_05    N17  C15  C12  C13  -19.36  30.0  2
 EE4  Var_06    C41  C05  O04  C03   -5.20  30.0  1
 EE4  Var_07    O25  C24  C26  C27   21.29  30.0  2
 EE4  Var_08    C40  C37  O38  C39    0.25  30.0  2
 EE4  Var_09    H11  C03  O04  C05   59.72  30.0  3
 EE4  Var_10    H22  C39  O38  C37  179.96  30.0  3
 EE4  Var_11    O04  C03  C02  C01  179.75  30.0  1
 EE4  Var_12    H6   C01  C02  C03  -62.87  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
 EE4  chir_01  C22  N23  C21  C18  positiv
 EE4  chir_02  C18  N17  C22  C19  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
 EE4  plan-1  C10  0.020
 EE4  plan-1  C13  0.020
 EE4  plan-1  C15  0.020
 EE4  plan-1  C07  0.020
 EE4  plan-1  C09  0.020
 EE4  plan-1  C11  0.020
 EE4  plan-1  C12  0.020
 EE4  plan-1  C14  0.020
 EE4  plan-1  H1   0.020
 EE4  plan-1  H2   0.020
 EE4  plan-1  H13  0.020
 EE4  plan-1  H14  0.020
 EE4  plan-2  C05  0.020
 EE4  plan-2  C06  0.020
 EE4  plan-2  C07  0.020
 EE4  plan-2  C35  0.020
 EE4  plan-2  C37  0.020
 EE4  plan-2  C40  0.020
 EE4  plan-2  C41  0.020
 EE4  plan-2  F36  0.020
 EE4  plan-2  O38  0.020
 EE4  plan-2  H25  0.020
 EE4  plan-2  H26  0.020
 EE4  plan-2  O04  0.020
 EE4  plan-3  C24  0.020
 EE4  plan-3  C26  0.020
 EE4  plan-3  C28  0.020
 EE4  plan-3  C27  0.020
 EE4  plan-3  C29  0.020
 EE4  plan-3  C32  0.020
 EE4  plan-3  C33  0.020
 EE4  plan-3  C34  0.020
 EE4  plan-3  N30  0.020
 EE4  plan-3  N31  0.020
 EE4  plan-3  H18  0.020
 EE4  plan-3  H19  0.020
 EE4  plan-3  H20  0.020
 EE4  plan-3  H21  0.020
 EE4  plan-3  H31  0.020
 EE4  plan-4  C22  0.020
 EE4  plan-4  C24  0.020
 EE4  plan-4  C26  0.020
 EE4  plan-4  N23  0.020
 EE4  plan-4  O25  0.020
 EE4  plan-4  H30  0.020
 EE4  plan-5  C15  0.020
 EE4  plan-5  C12  0.020
 EE4  plan-5  C18  0.020
 EE4  plan-5  N17  0.020
 EE4  plan-5  O16  0.020
 EE4  plan-5  H27  0.020
 EE4  plan-6  C06  0.020
 EE4  plan-6  C07  0.020
 EE4  plan-6  C09  0.020
 EE4  plan-6  O08  0.020

