# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 07:33:37 2020
#   Inital geometry file: a 193 line input string
#   Ligand name: N-[(benzyloxy)carbonyl]-L-leucyl-N-[(2S,3S)-3-hydroxy-1-(4-hydroxyphenyl)-4-oxobutan-2-yl]-L-leucinamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc2ccc(O)cc2)[C@H](O)C=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
 EP9  EP9  N-[(benzyloxy)carbonyl]-L-leucyl-N-[(2S,3S)-3-hydroxy-1-(4-hydroxyphenyl)-4-oxobutan-2-yl]-L-leucinamide  peptide  81  40  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EP9
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
 EP9  C15  C  C     0   0.764   3.5324  -0.1154  -0.2775
 EP9  O5   O  O     0  -0.513   3.4211  -0.9520  -1.1501
 EP9  O4   O  O2    0  -0.479   4.5308   0.7694  -0.2062
 EP9  C16  C  CH2   0  -0.241   5.5383   0.6938  -1.2221
 EP9  C17  C  CR6   0   0.076   6.6343   1.6350  -0.8252
 EP9  C18  C  CR16  0  -0.286   7.5699   1.2546   0.1341
 EP9  C19  C  CR16  0  -0.242   8.5783   2.1259   0.5186
 EP9  C20  C  CR16  0  -0.262   8.6608   3.3899  -0.0538
 EP9  C21  C  CR16  0  -0.242   7.7330   3.7764  -1.0111
 EP9  C22  C  CR16  0  -0.296   6.7231   2.9018  -1.3921
 EP9  N3   N  NH1   0  -0.663   2.6798   0.0239   0.7553
 EP9  C14  C  CH1   0  -0.213   1.4715  -0.7495   0.8056
 EP9  C13  C  C     0   0.586   0.5247  -0.3637  -0.3332
 EP9  O6   O  O     0  -0.482   0.5321   0.7471  -0.8339
 EP9  C23  C  CH2   0  -0.448   0.7472  -0.5330   2.1367
 EP9  C24  C  CH1   0  -0.231   1.5776  -0.8367   3.3859
 EP9  C25  C  CH3   0  -0.655   0.7172  -0.6111   4.6251
 EP9  C26  C  CH3   0  -0.665   2.1426  -2.2526   3.3703
 EP9  N2   N  NH1   0  -0.620  -0.3240  -1.3466  -0.6770
 EP9  C12  C  CH1   0  -0.253  -1.4485  -1.1806  -1.5580
 EP9  C11  C  C     0   0.587  -2.7386  -1.2450  -0.7418
 EP9  O7   O  O     0  -0.472  -2.8475  -1.9811   0.2233
 EP9  C27  C  CH2   0  -0.409  -1.4679  -2.2592  -2.6449
 EP9  C28  C  CH1   0  -0.234  -0.2288  -2.2646  -3.5424
 EP9  C29  C  CH3   0  -0.652  -0.2907  -3.4527  -4.4971
 EP9  C30  C  CH3   0  -0.664  -0.0724  -0.9613  -4.3194
 EP9  C1   C  CH1   0  -0.052  -6.1627  -0.7077  -1.4507
 EP9  O1   O  OH1   0  -0.648  -7.4085  -0.4706  -0.8732
 EP9  C2   C  C1    0   0.154  -5.9798  -2.1605  -1.8265
 EP9  C3   C  CH1   0  -0.130  -4.9948  -0.2654  -0.5382
 EP9  C4   C  CH2   0  -0.520  -5.1309   1.2021  -0.1118
 EP9  C5   C  CR6   0   0.129  -4.0568   1.6002   0.8603
 EP9  C6   C  CR16  0  -0.296  -4.2604   1.4799   2.2312
 EP9  C7   C  CR16  0  -0.366  -3.2701   1.8085   3.1456
 EP9  C8   C  CR6   0   0.343  -2.0355   2.2651   2.6946
 EP9  O3   O  OH1   0  -0.641  -1.0338   2.6102   3.5337
 EP9  C9   C  CR16  0  -0.307  -1.8076   2.3800   1.3270
 EP9  C10  C  CR16  0  -0.296  -2.8114   2.0540   0.4300
 EP9  N1   N  NH1   0  -0.646  -3.7332  -0.4701  -1.2122
 EP9  H16  H  HCH2  0   0.248   5.9176  -0.3271  -1.2995
 EP9  H17  H  HCH2  0   0.248   5.1172   0.9741  -2.1901
 EP9  H18  H  HCR6  0   0.255   7.5145   0.2670   0.5769
 EP9  H19  H  HCR6  0   0.258   9.3030   1.8185   1.2615
 EP9  H20  H  HCR6  0   0.259   9.4482   4.0699   0.2446
 EP9  H21  H  HCR6  0   0.258   7.7942   4.7586  -1.4613
 EP9  H22  H  HCR6  0   0.256   6.0007   3.2063  -2.1404
 EP9  H15  H  HNH1  0   0.402   2.7714   0.8233   1.3622
 EP9  H14  H  HCH1  0   0.272   1.7234  -1.8097   0.7077
 EP9  H23  H  HCH2  0   0.258   0.3824   0.4976   2.1822
 EP9  H24  H  HCH2  0   0.241  -0.1415  -1.1714   2.1407
 EP9  H25  H  HCH1  0   0.221   2.4164  -0.1335   3.4305
 EP9  H26  H  HCH3  0   0.215  -0.1176  -1.3158   4.6543
 EP9  H27  H  HCH3  0   0.228   1.2981  -0.7445   5.5387
 EP9  H28  H  HCH3  0   0.225   0.2995   0.3964   4.6403
 EP9  H29  H  HCH3  0   0.217   1.3451  -2.9892   3.2428
 EP9  H30  H  HCH3  0   0.231   2.8672  -2.4016   2.5684
 EP9  H31  H  HCH3  0   0.232   2.6523  -2.4762   4.3089
 EP9  H13  H  HNH1  0   0.396  -0.2581  -2.2269  -0.1887
 EP9  H12  H  HCH1  0   0.279  -1.3611  -0.1956  -2.0182
 EP9  H32  H  HCH2  0   0.240  -1.5731  -3.2391  -2.1669
 EP9  H33  H  HCH2  0   0.236  -2.3615  -2.1211  -3.2635
 EP9  H34  H  HCH1  0   0.227   0.6516  -2.3856  -2.9022
 EP9  H35  H  HCH3  0   0.215  -1.1551  -3.3743  -5.1605
 EP9  H36  H  HCH3  0   0.227   0.6030  -3.5006  -5.1213
 EP9  H37  H  HCH3  0   0.226  -0.3700  -4.3975  -3.9569
 EP9  H38  H  HCH3  0   0.213  -0.9407  -0.7808  -4.9586
 EP9  H39  H  HCH3  0   0.231   0.0470  -0.0983  -3.6633
 EP9  H40  H  HCH3  0   0.230   0.8072  -1.0000  -4.9640
 EP9  H3   H  HCH1  0   0.281  -4.9920  -0.8939   0.3555
 EP9  H4   H  HCH2  0   0.252  -5.0963   1.8347  -1.0047
 EP9  H5   H  HCH2  0   0.264  -6.1140   1.3468   0.3363
 EP9  H6   H  HCR6  0   0.248  -5.2149   1.1227   2.6007
 EP9  H7   H  HCR6  0   0.265  -3.4646   1.7121   4.2082
 EP9  H8   H  HOH1  0   0.472  -1.3066   2.4871   4.4493
 EP9  H9   H  HCR6  0   0.254  -0.8452   2.7198   0.9666
 EP9  H10  H  HCR6  0   0.241  -2.6139   2.1671  -0.6292
 EP9  H11  H  HNH1  0   0.403  -3.5278   0.1486  -1.9824
 EP9  H41  H  HOH1  0   0.449  -7.5950  -1.1685  -0.2340
 EP9  H43  H  HCH1  0   0.271  -6.1098  -0.1224  -2.3782
 EP9  H42  H  H     0   0.209  -5.1035  -2.3872  -2.4536
 EP9  O2   O  O     0  -0.369  -6.7344  -3.0258  -1.4609

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
 EP9  C15  O5   double    1.214  0.020  1.214
 EP9  O4   C15  single    1.336  0.020  1.336
 EP9  O4   C16  single    1.433  0.020  1.433
 EP9  C16  C17  single    1.498  0.020  1.498
 EP9  C16  H16  single    0.970  0.020  1.090
 EP9  C16  H17  single    0.970  0.020  1.090
 EP9  C17  C18  aromatic  1.393  0.020  1.393
 EP9  C18  C19  aromatic  1.387  0.020  1.387
 EP9  C18  H18  single    0.930  0.020  1.080
 EP9  C19  H19  single    0.930  0.020  1.080
 EP9  C20  C19  aromatic  1.390  0.020  1.390
 EP9  C20  H20  single    0.930  0.020  1.080
 EP9  C21  C20  aromatic  1.388  0.020  1.388
 EP9  C21  H21  single    0.930  0.020  1.080
 EP9  C22  C17  aromatic  1.391  0.020  1.391
 EP9  C22  C21  aromatic  1.389  0.020  1.389
 EP9  C22  H22  single    0.930  0.020  1.080
 EP9  N3   C15  single    1.346  0.020  1.346
 EP9  N3   H15  single    0.890  0.020  1.040
 EP9  C14  N3   single    1.436  0.020  1.436
 EP9  C14  H14  single    0.970  0.020  1.090
 EP9  C13  C14  single    1.530  0.020  1.530
 EP9  O6   C13  double    1.218  0.020  1.218
 EP9  C23  C14  single    1.531  0.020  1.531
 EP9  C23  C24  single    1.530  0.020  1.530
 EP9  C23  H23  single    0.970  0.020  1.090
 EP9  C23  H24  single    0.970  0.020  1.090
 EP9  C24  H25  single    0.970  0.020  1.090
 EP9  C25  C24  single    1.525  0.020  1.525
 EP9  C25  H26  single    0.970  0.020  1.090
 EP9  C25  H27  single    0.970  0.020  1.090
 EP9  C25  H28  single    0.970  0.020  1.090
 EP9  C26  C24  single    1.525  0.020  1.525
 EP9  C26  H29  single    0.970  0.020  1.090
 EP9  C26  H30  single    0.970  0.020  1.090
 EP9  C26  H31  single    0.970  0.020  1.090
 EP9  N2   C13  single    1.343  0.020  1.343
 EP9  N2   H13  single    0.860  0.020  1.020
 EP9  C12  C27  single    1.531  0.020  1.531
 EP9  C12  N2   single    1.438  0.020  1.438
 EP9  C12  H12  single    0.970  0.020  1.090
 EP9  C11  C12  single    1.528  0.020  1.528
 EP9  O7   C11  double    1.219  0.020  1.219
 EP9  C27  H32  single    0.970  0.020  1.090
 EP9  C27  H33  single    0.970  0.020  1.090
 EP9  C28  C27  single    1.530  0.020  1.530
 EP9  C28  C30  single    1.525  0.020  1.525
 EP9  C28  H34  single    0.970  0.020  1.090
 EP9  C29  C28  single    1.525  0.020  1.525
 EP9  C29  H35  single    0.970  0.020  1.090
 EP9  C29  H36  single    0.970  0.020  1.090
 EP9  C29  H37  single    0.970  0.020  1.090
 EP9  C30  H38  single    0.970  0.020  1.090
 EP9  C30  H39  single    0.970  0.020  1.090
 EP9  C30  H40  single    0.970  0.020  1.090
 EP9  C1   C3   single    1.547  0.020  1.547
 EP9  C1   H43  single    0.970  0.020  1.090
 EP9  O1   C1   single    1.394  0.020  1.394
 EP9  O1   H41  single    0.850  0.020  0.980
 EP9  O2   C2   double    1.205  0.020  1.205
 EP9  C2   C1   single    1.512  0.020  1.512
 EP9  C3   N1   single    1.445  0.020  1.445
 EP9  C3   H3   single    0.970  0.020  1.090
 EP9  C4   C3   single    1.534  0.020  1.534
 EP9  C4   C5   single    1.502  0.020  1.502
 EP9  C4   H4   single    0.970  0.020  1.090
 EP9  C4   H5   single    0.970  0.020  1.090
 EP9  C5   C10  aromatic  1.394  0.020  1.394
 EP9  C6   C5   aromatic  1.391  0.020  1.391
 EP9  C6   C7   aromatic  1.387  0.020  1.387
 EP9  C6   H6   single    0.930  0.020  1.080
 EP9  C7   C8   aromatic  1.391  0.020  1.391
 EP9  C7   H7   single    0.930  0.020  1.080
 EP9  C8   C9   aromatic  1.391  0.020  1.391
 EP9  C8   O3   single    1.352  0.020  1.352
 EP9  O3   H8   single    0.850  0.020  0.980
 EP9  C9   H9   single    0.930  0.020  1.080
 EP9  C10  C9   aromatic  1.385  0.020  1.385
 EP9  C10  H10  single    0.930  0.020  1.080
 EP9  N1   C11  single    1.346  0.020  1.346
 EP9  N1   H11  single    0.860  0.020  1.020
 EP9  C2   H42  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
 EP9  N3   C15  O4   111.33  3.000
 EP9  N3   C15  O5   124.38  3.000
 EP9  O4   C15  O5   124.29  3.000
 EP9  C16  O4   C15  116.92  3.000
 EP9  H17  C16  H16  108.13  3.000
 EP9  H17  C16  C17  110.83  3.000
 EP9  H16  C16  C17  110.61  3.000
 EP9  H17  C16  O4   110.10  3.000
 EP9  H16  C16  O4   110.11  3.000
 EP9  C17  C16  O4   107.07  3.000
 EP9  C22  C17  C18  119.12  3.000
 EP9  C22  C17  C16  120.73  3.000
 EP9  C18  C17  C16  120.15  3.000
 EP9  H18  C18  C19  119.76  3.000
 EP9  H18  C18  C17  119.73  3.000
 EP9  C19  C18  C17  120.51  3.000
 EP9  H19  C19  C20  120.07  3.000
 EP9  C20  C19  C18  120.01  3.000
 EP9  H19  C19  C18  119.91  3.000
 EP9  H20  C20  C21  120.10  3.000
 EP9  C21  C20  C19  119.84  3.000
 EP9  H20  C20  C19  120.07  3.000
 EP9  H21  C21  C22  119.89  3.000
 EP9  C22  C21  C20  119.98  3.000
 EP9  H21  C21  C20  120.12  3.000
 EP9  H22  C22  C21  119.81  3.000
 EP9  H22  C22  C17  119.66  3.000
 EP9  C21  C22  C17  120.54  3.000
 EP9  H15  N3   C14  118.86  3.000
 EP9  C14  N3   C15  120.27  3.000
 EP9  H15  N3   C15  119.11  3.000
 EP9  H14  C14  C23  108.89  3.000
 EP9  C23  C14  C13  108.58  3.000
 EP9  H14  C14  C13  108.67  3.000
 EP9  C23  C14  N3   110.64  3.000
 EP9  C13  C14  N3   111.03  3.000
 EP9  H14  C14  N3   108.97  3.000
 EP9  N2   C13  O6   124.45  3.000
 EP9  N2   C13  C14  113.38  3.000
 EP9  O6   C13  C14  122.13  3.000
 EP9  H24  C23  H23  106.18  3.000
 EP9  H24  C23  C24  108.78  3.000
 EP9  H23  C23  C24  109.50  3.000
 EP9  H24  C23  C14  107.76  3.000
 EP9  H23  C23  C14  109.09  3.000
 EP9  C24  C23  C14  115.15  3.000
 EP9  H25  C24  C26  108.23  3.000
 EP9  C26  C24  C25  110.77  3.000
 EP9  H25  C24  C25  107.69  3.000
 EP9  C26  C24  C23  112.15  3.000
 EP9  C25  C24  C23  109.13  3.000
 EP9  H25  C24  C23  108.74  3.000
 EP9  H28  C25  H27  107.77  3.000
 EP9  H28  C25  H26  107.62  3.000
 EP9  H27  C25  H26  107.80  3.000
 EP9  H28  C25  C24  111.34  3.000
 EP9  H27  C25  C24  111.22  3.000
 EP9  H26  C25  C24  110.93  3.000
 EP9  H31  C26  H30  107.10  3.000
 EP9  H31  C26  H29  107.64  3.000
 EP9  H30  C26  H29  107.86  3.000
 EP9  H31  C26  C24  110.77  3.000
 EP9  H30  C26  C24  112.36  3.000
 EP9  H29  C26  C24  110.89  3.000
 EP9  H13  N2   C12  116.63  3.000
 EP9  C12  N2   C13  124.49  3.000
 EP9  H13  N2   C13  118.26  3.000
 EP9  H12  C12  C27  109.73  3.000
 EP9  H12  C12  C11  109.34  3.000
 EP9  C27  C12  C11  109.80  3.000
 EP9  C11  C12  N2   109.15  3.000
 EP9  H12  C12  N2   107.46  3.000
 EP9  C27  C12  N2   111.31  3.000
 EP9  N1   C11  O7   123.95  3.000
 EP9  N1   C11  C12  114.40  3.000
 EP9  O7   C11  C12  121.60  3.000
 EP9  H33  C27  H32  106.31  3.000
 EP9  H33  C27  C28  109.26  3.000
 EP9  H32  C27  C28  109.31  3.000
 EP9  C28  C27  C12  114.12  3.000
 EP9  H33  C27  C12  108.80  3.000
 EP9  H32  C27  C12  108.76  3.000
 EP9  H34  C28  C30  108.05  3.000
 EP9  H34  C28  C29  108.20  3.000
 EP9  C30  C28  C29  110.53  3.000
 EP9  C29  C28  C27  109.70  3.000
 EP9  H34  C28  C27  107.97  3.000
 EP9  C30  C28  C27  112.26  3.000
 EP9  H37  C29  H36  107.74  3.000
 EP9  H37  C29  H35  107.77  3.000
 EP9  H36  C29  H35  107.69  3.000
 EP9  H37  C29  C28  111.56  3.000
 EP9  H36  C29  C28  111.04  3.000
 EP9  H35  C29  C28  110.88  3.000
 EP9  H40  C30  H39  107.16  3.000
 EP9  H40  C30  H38  107.50  3.000
 EP9  H39  C30  H38  107.94  3.000
 EP9  H40  C30  C28  110.69  3.000
 EP9  H39  C30  C28  112.39  3.000
 EP9  H38  C30  C28  110.95  3.000
 EP9  H43  C1   C3   108.04  3.000
 EP9  H43  C1   C2   107.24  3.000
 EP9  C3   C1   C2   109.28  3.000
 EP9  C2   C1   O1   112.00  3.000
 EP9  H43  C1   O1   107.61  3.000
 EP9  C3   C1   O1   112.45  3.000
 EP9  H41  O1   C1   108.93  3.000
 EP9  H42  C2   O2   121.55  3.000
 EP9  H42  C2   C1   115.83  3.000
 EP9  O2   C2   C1   122.62  3.000
 EP9  H3   C3   N1   107.33  3.000
 EP9  H3   C3   C4   108.85  3.000
 EP9  N1   C3   C4   110.03  3.000
 EP9  C4   C3   C1   111.74  3.000
 EP9  H3   C3   C1   108.67  3.000
 EP9  N1   C3   C1   110.09  3.000
 EP9  H5   C4   H4   106.68  3.000
 EP9  H5   C4   C5   110.10  3.000
 EP9  H4   C4   C5   110.61  3.000
 EP9  H5   C4   C3   108.74  3.000
 EP9  H4   C4   C3   108.86  3.000
 EP9  C5   C4   C3   111.71  3.000
 EP9  C10  C5   C6   117.60  3.000
 EP9  C6   C5   C4   120.67  3.000
 EP9  C10  C5   C4   121.69  3.000
 EP9  H6   C6   C7   118.81  3.000
 EP9  H6   C6   C5   119.55  3.000
 EP9  C7   C6   C5   121.64  3.000
 EP9  H7   C7   C8   120.39  3.000
 EP9  H7   C7   C6   119.78  3.000
 EP9  C8   C7   C6   119.84  3.000
 EP9  C9   C8   O3   117.89  3.000
 EP9  O3   C8   C7   122.70  3.000
 EP9  C9   C8   C7   119.41  3.000
 EP9  H8   O3   C8   110.34  3.000
 EP9  H9   C9   C10  120.18  3.000
 EP9  C10  C9   C8   119.90  3.000
 EP9  H9   C9   C8   119.93  3.000
 EP9  H10  C10  C9   118.45  3.000
 EP9  H10  C10  C5   119.92  3.000
 EP9  C9   C10  C5   121.62  3.000
 EP9  H11  N1   C3   116.55  3.000
 EP9  H11  N1   C11  117.99  3.000
 EP9  C3   N1   C11  124.32  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
 EP9  CONST_01  C20  C19  C18  C17     0.00   0.0  0
 EP9  CONST_02  C20  C21  C22  C17     0.00   0.0  0
 EP9  CONST_03  C21  C22  C17  C18     0.00   0.0  0
 EP9  CONST_04  C21  C20  C19  C18     0.00   0.0  0
 EP9  CONST_05  C22  C17  C18  C19     0.00   0.0  0
 EP9  CONST_06  C22  C21  C20  C19     0.00   0.0  0
 EP9  CONST_07  C8   C9   C10  C5      0.00   0.0  0
 EP9  CONST_08  C8   C7   C6   C5      0.00   0.0  0
 EP9  CONST_09  C9   C10  C5   C6      0.00   0.0  0
 EP9  CONST_10  C9   C8   C7   C6      0.00   0.0  0
 EP9  CONST_11  C10  C5   C6   C7      0.00   0.0  0
 EP9  CONST_12  C10  C9   C8   C7      0.00   0.0  0
 EP9  CONST_13  C19  C18  C17  C16   180.00   0.0  0
 EP9  CONST_14  C21  C22  C17  C16   180.00   0.0  0
 EP9  CONST_15  C9   C10  C5   C4    180.00   0.0  0
 EP9  CONST_16  C7   C6   C5   C4    180.00   0.0  0
 EP9  CONST_17  O3   C8   C7   C6    180.00   0.0  0
 EP9  CONST_18  C10  C9   C8   O3    180.00   0.0  0
 EP9  CONST_19  H19  C19  C18  C17   180.00   0.0  0
 EP9  CONST_20  H21  C21  C22  C17   180.00   0.0  0
 EP9  CONST_21  H22  C22  C17  C18   180.00   0.0  0
 EP9  CONST_22  H20  C20  C19  C18   180.00   0.0  0
 EP9  CONST_23  H18  C18  C19  C20   180.00   0.0  0
 EP9  CONST_24  H9   C9   C10  C5    180.00   0.0  0
 EP9  CONST_25  H7   C7   C6   C5    180.00   0.0  0
 EP9  CONST_26  H10  C10  C5   C6    180.00   0.0  0
 EP9  CONST_27  H6   C6   C7   C8    180.00   0.0  0
 EP9  CONST_28  C12  N2   C13  C14   180.00   0.0  0
 EP9  CONST_29  C12  N2   C13  O6      0.00   0.0  0
 EP9  CONST_30  C3   N1   C11  C12   180.00   0.0  0
 EP9  CONST_31  C3   N1   C11  O7      0.00   0.0  0
 EP9  CONST_32  H13  N2   C13  C14     0.00   0.0  0
 EP9  CONST_33  H11  N1   C11  C12     0.00   0.0  0
 EP9  Var_01    C18  C17  C16  O4     79.61  30.0  2
 EP9  Var_02    C10  C5   C4   C3     86.53  30.0  2
 EP9  Var_03    C17  C16  O4   C15  -171.99  30.0  3
 EP9  Var_04    C14  N3   C15  O5     -6.73  30.0  1
 EP9  Var_05    N3   C15  O4   C16   177.71  30.0  3
 EP9  Var_06    C25  C24  C23  C14  -178.55  30.0  3
 EP9  Var_07    C30  C28  C27  C12   -62.02  30.0  2
 EP9  Var_08    H26  C25  C24  C23    64.37  30.0  3
 EP9  Var_09    H29  C26  C24  C23   -55.36  30.0  3
 EP9  Var_10    H38  C30  C28  C27   -59.68  30.0  3
 EP9  Var_11    H35  C29  C28  C27    62.59  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
 EP9  chir_01  C14  N3  C13  C23  positiv
 EP9  chir_02  C12  N2  C27  C11  negativ
 EP9  chir_03  C1   O1  C3   C2   negativ
 EP9  chir_04  C3   N1  C4   C1   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
 EP9  plan-1  C16  0.020
 EP9  plan-1  C17  0.020
 EP9  plan-1  C18  0.020
 EP9  plan-1  C19  0.020
 EP9  plan-1  C20  0.020
 EP9  plan-1  C21  0.020
 EP9  plan-1  C22  0.020
 EP9  plan-1  H18  0.020
 EP9  plan-1  H19  0.020
 EP9  plan-1  H20  0.020
 EP9  plan-1  H21  0.020
 EP9  plan-1  H22  0.020
 EP9  plan-2  C1   0.020
 EP9  plan-2  C2   0.020
 EP9  plan-2  H42  0.020
 EP9  plan-2  O2   0.020
 EP9  plan-3  C4   0.020
 EP9  plan-3  C5   0.020
 EP9  plan-3  C6   0.020
 EP9  plan-3  C7   0.020
 EP9  plan-3  C8   0.020
 EP9  plan-3  O3   0.020
 EP9  plan-3  C9   0.020
 EP9  plan-3  C10  0.020
 EP9  plan-3  H6   0.020
 EP9  plan-3  H7   0.020
 EP9  plan-3  H9   0.020
 EP9  plan-3  H10  0.020
 EP9  plan-4  C14  0.020
 EP9  plan-4  C13  0.020
 EP9  plan-4  O6   0.020
 EP9  plan-4  N2   0.020
 EP9  plan-4  C12  0.020
 EP9  plan-4  H13  0.020
 EP9  plan-5  C12  0.020
 EP9  plan-5  C11  0.020
 EP9  plan-5  O7   0.020
 EP9  plan-5  C3   0.020
 EP9  plan-5  N1   0.020
 EP9  plan-5  H11  0.020
 EP9  plan-6  C15  0.020
 EP9  plan-6  O5   0.020
 EP9  plan-6  O4   0.020
 EP9  plan-6  N3   0.020

