# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue May 19 07:09:03 2020
#   Inital geometry file: a 189 line input string
#   Ligand name: (5alpha,5'beta)-5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxoergotaman
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C[C@@H](C=C2[C@H]1Cc3c[nH]c4cccc2c34)C(=O)N[C@]5(C)O[C@@]6(O)[C@@H]7CCCN7C(=O)[C@H](Cc8ccccc8)N6C5=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
 ERM  ERM  (5alpha,5'beta)-5'-benzyl-12'-hydroxy-2'-methyl-3',6',18-trioxoergotaman  ligand  78  43  .  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_ERM
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
 ERM  C1   C  CR15  0  -0.098   7.9776   0.5158  -1.4767
 ERM  N1   N  NR15  0  -0.697   8.5215  -0.6522  -0.9860
 ERM  O1   O  O     0  -0.454   0.6247   0.5619   2.2277
 ERM  C10  C  CR16  0  -0.388   5.1837  -2.1709   0.8813
 ERM  C11  C  CR16  0  -0.264   6.3506  -2.9525   0.9541
 ERM  C12  C  CR16  0  -0.326   7.5534  -2.5707   0.3754
 ERM  C13  C  CR56  0   0.368   7.5667  -1.3535  -0.3066
 ERM  C14  C  CR56  0  -0.027   6.3980  -0.5867  -0.3839
 ERM  C15  C  CH3   0  -0.536   3.6770   3.6920  -0.4517
 ERM  C16  C  C     0   0.561   0.6260   0.1837   1.0718
 ERM  C17  C  CT    0   0.262  -1.2915  -1.4117   1.3302
 ERM  C18  C  C     0   0.573  -2.2877  -0.4525   2.0076
 ERM  C19  C  CH1   0  -0.201  -4.5323   0.3985   1.4050
 ERM  N2   N  NT    0  -0.445   3.3496   2.2802  -0.5138
 ERM  C2   C  CR5   0  -0.013   6.6594   0.5867  -1.1268
 ERM  O2   O  O2    0  -0.520  -2.0946  -2.0694   0.3841
 ERM  C20  C  C     0   0.579  -5.7136  -0.0955   0.5650
 ERM  C21  C  CH2   0  -0.257  -6.7032  -1.8899  -0.7731
 ERM  C22  C  CH2   0  -0.499  -6.2014  -3.2992  -1.0713
 ERM  C23  C  CH2   0  -0.464  -4.6811  -3.1537  -1.0580
 ERM  C24  C  CH1   0  -0.067  -4.4626  -2.1885   0.1002
 ERM  C25  C  CT    0   0.678  -3.2287  -1.3037   0.0649
 ERM  C26  C  CH3   0  -0.677  -0.6883  -2.4104   2.2908
 ERM  C27  C  CH2   0  -0.527  -4.2916   1.9091   1.2458
 ERM  C28  C  CR6   0   0.118  -3.6340   2.2653  -0.0552
 ERM  C29  C  CR16  0  -0.287  -4.3762   2.4558  -1.2193
 ERM  C3   C  CH2   0  -0.532   5.5386   1.5416  -1.3650
 ERM  N3   N  NH1   0  -0.678  -0.2921  -0.6704   0.5677
 ERM  O3   O  O     0  -0.431  -2.1853   0.0912   3.0804
 ERM  C30  C  CR16  0  -0.237  -3.7466   2.7087  -2.4305
 ERM  C31  C  CR16  0  -0.262  -2.3609   2.7722  -2.5004
 ERM  C32  C  CR16  0  -0.247  -1.6101   2.6023  -1.3445
 ERM  C33  C  CR16  0  -0.343  -2.2437   2.3560  -0.1320
 ERM  C4   C  CH1   0  -0.094   4.5017   1.4396  -0.2178
 ERM  N4   N  NT    0  -0.565  -3.3288  -0.3674   1.1552
 ERM  O4   O  O     0  -0.492  -6.7053   0.6089   0.4416
 ERM  C5   C  CH2   0  -0.269   2.2223   1.9984   0.3541
 ERM  N5   N  NT    0  -0.500  -5.6334  -1.3224   0.0430
 ERM  O5   O  OH1   0  -0.630  -3.1430  -0.7011  -1.1634
 ERM  C6   C  CH1   0  -0.452   1.6815   0.6105   0.0604
 ERM  C7   C  C1    0  -0.270   2.8086  -0.3773   0.1088
 ERM  C8   C  C     0   0.035   4.0869  -0.0064   0.0360
 ERM  C9   C  CR6   0   0.131   5.1923  -0.9639   0.1976
 ERM  H1   H  HCR5  0   0.280   8.5899   1.1997  -2.0436
 ERM  H2   H  HNR5  0   0.407   9.4797  -0.9305  -1.1134
 ERM  H3   H  HCR6  0   0.238   4.2905  -2.5161   1.3879
 ERM  H4   H  HCR6  0   0.249   6.3124  -3.8871   1.4994
 ERM  H5   H  HCR6  0   0.259   8.4338  -3.1941   0.4618
 ERM  H6   H  HCH3  0   0.244   4.4427   3.9560  -1.1785
 ERM  H7   H  HCH3  0   0.240   2.7920   4.2821  -0.6909
 ERM  H8   H  HCH3  0   0.200   4.0332   4.0042   0.5417
 ERM  H9   H  HCH1  0   0.321  -4.8303   0.2202   2.4452
 ERM  H11  H  HCH2  0   0.247  -6.8278  -1.3048  -1.6874
 ERM  H12  H  HCH2  0   0.256  -7.6514  -1.8832  -0.2363
 ERM  H13  H  HCH2  0   0.248  -6.5214  -3.9877  -0.2870
 ERM  H14  H  HCH2  0   0.263  -6.5818  -3.6737  -2.0200
 ERM  H15  H  HCH2  0   0.265  -4.1616  -4.0974  -0.9022
 ERM  H16  H  HCH2  0   0.254  -4.3356  -2.7217  -1.9980
 ERM  H17  H  HCH1  0   0.279  -4.4431  -2.7424   1.0458
 ERM  H18  H  HCH3  0   0.257  -0.0736  -1.8980   3.0278
 ERM  H19  H  HCH3  0   0.254  -1.4671  -2.9625   2.8159
 ERM  H20  H  HCH3  0   0.259  -0.0596  -3.1173   1.7496
 ERM  H21  H  HCH2  0   0.276  -5.2476   2.4186   1.3610
 ERM  H22  H  HCH2  0   0.273  -3.6655   2.2348   2.0773
 ERM  H23  H  HCR6  0   0.253  -5.4565   2.4035  -1.1809
 ERM  H24  H  HCH2  0   0.255   5.9075   2.5639  -1.4460
 ERM  H25  H  HCH2  0   0.242   5.0259   1.3134  -2.3052
 ERM  H26  H  HNH1  0   0.414  -0.1515  -1.0095  -0.3740
 ERM  H27  H  HCR6  0   0.260  -4.3409   2.8550  -3.3232
 ERM  H28  H  HCR6  0   0.261  -1.8699   2.9634  -3.4455
 ERM  H29  H  HCR6  0   0.254  -0.5300   2.6666  -1.3866
 ERM  H30  H  HCR6  0   0.251  -1.6494   2.2513   0.7686
 ERM  H31  H  HCH1  0   0.221   5.0054   1.7856   0.7060
 ERM  H32  H  HCH2  0   0.218   2.4882   2.0826   1.4185
 ERM  H33  H  HCH2  0   0.243   1.4485   2.7467   0.1647
 ERM  H34  H  HOH1  0   0.468  -2.5973   0.0974  -1.1200
 ERM  H35  H  HCH1  0   0.283   1.2332   0.6060  -0.9414
 ERM  H36  H  H     0   0.253   2.5605  -1.4277   0.2277

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
 ERM  C23  C22  single    1.527  0.020  1.527
 ERM  C23  C24  single    1.523  0.020  1.523
 ERM  C26  C17  single    1.511  0.020  1.511
 ERM  C22  C21  single    1.525  0.020  1.525
 ERM  O2   C17  single    1.404  0.020  1.404
 ERM  O2   C25  single    1.405  0.020  1.405
 ERM  C24  C25  single    1.519  0.020  1.519
 ERM  C24  N5   single    1.457  0.020  1.457
 ERM  C21  N5   single    1.460  0.020  1.460
 ERM  C17  N3   single    1.459  0.020  1.459
 ERM  C17  C18  single    1.540  0.020  1.540
 ERM  C25  O5   single    1.371  0.020  1.371
 ERM  C25  N4   single    1.441  0.020  1.441
 ERM  N3   C16  single    1.351  0.020  1.351
 ERM  N5   C20  single    1.336  0.020  1.336
 ERM  C5   N2   single    1.450  0.020  1.450
 ERM  C5   C6   single    1.518  0.020  1.518
 ERM  C15  N2   single    1.451  0.020  1.451
 ERM  C18  N4   single    1.348  0.020  1.348
 ERM  C18  O3   double    1.207  0.020  1.207
 ERM  C16  C6   single    1.523  0.020  1.523
 ERM  C16  O1   double    1.216  0.020  1.216
 ERM  N4   C19  single    1.448  0.020  1.448
 ERM  N2   C4   single    1.457  0.020  1.457
 ERM  C6   C7   single    1.500  0.020  1.500
 ERM  C20  O4   double    1.223  0.020  1.223
 ERM  C20  C19  single    1.531  0.020  1.531
 ERM  C19  C27  single    1.538  0.020  1.538
 ERM  C7   C8   double    1.333  0.020  1.333
 ERM  C4   C3   single    1.550  0.020  1.550
 ERM  C4   C8   single    1.526  0.020  1.526
 ERM  C3   C2   single    1.492  0.020  1.492
 ERM  C8   C9   single    1.471  0.020  1.471
 ERM  C27  C28  single    1.501  0.020  1.501
 ERM  C2   C1   aromatic  1.366  0.020  1.366
 ERM  C2   C14  aromatic  1.413  0.020  1.413
 ERM  C28  C29  aromatic  1.394  0.020  1.394
 ERM  C28  C33  aromatic  1.395  0.020  1.395
 ERM  C9   C14  aromatic  1.391  0.020  1.391
 ERM  C9   C10  aromatic  1.387  0.020  1.387
 ERM  C29  C30  aromatic  1.388  0.020  1.388
 ERM  C33  C32  aromatic  1.390  0.020  1.390
 ERM  C1   N1   aromatic  1.379  0.020  1.379
 ERM  C14  C13  aromatic  1.400  0.020  1.400
 ERM  C30  C31  aromatic  1.389  0.020  1.389
 ERM  C10  C11  aromatic  1.406  0.020  1.406
 ERM  C32  C31  aromatic  1.389  0.020  1.389
 ERM  N1   C13  aromatic  1.366  0.020  1.366
 ERM  C13  C12  aromatic  1.395  0.020  1.395
 ERM  C11  C12  aromatic  1.388  0.020  1.388
 ERM  C1   H1   single    0.930  0.020  1.080
 ERM  N1   H2   single    0.860  0.020  1.020
 ERM  C10  H3   single    0.930  0.020  1.080
 ERM  C11  H4   single    0.930  0.020  1.080
 ERM  C12  H5   single    0.930  0.020  1.080
 ERM  C15  H6   single    0.970  0.020  1.090
 ERM  C15  H7   single    0.970  0.020  1.090
 ERM  C15  H8   single    0.970  0.020  1.090
 ERM  C19  H9   single    0.970  0.020  1.090
 ERM  C21  H11  single    0.970  0.020  1.090
 ERM  C21  H12  single    0.970  0.020  1.090
 ERM  C22  H13  single    0.970  0.020  1.090
 ERM  C22  H14  single    0.970  0.020  1.090
 ERM  C23  H15  single    0.970  0.020  1.090
 ERM  C23  H16  single    0.970  0.020  1.090
 ERM  C24  H17  single    0.970  0.020  1.090
 ERM  C26  H18  single    0.970  0.020  1.090
 ERM  C26  H19  single    0.970  0.020  1.090
 ERM  C26  H20  single    0.970  0.020  1.090
 ERM  C27  H21  single    0.970  0.020  1.090
 ERM  C27  H22  single    0.970  0.020  1.090
 ERM  C29  H23  single    0.930  0.020  1.080
 ERM  C3   H24  single    0.970  0.020  1.090
 ERM  C3   H25  single    0.970  0.020  1.090
 ERM  N3   H26  single    0.860  0.020  1.020
 ERM  C30  H27  single    0.930  0.020  1.080
 ERM  C31  H28  single    0.930  0.020  1.080
 ERM  C32  H29  single    0.930  0.020  1.080
 ERM  C33  H30  single    0.930  0.020  1.080
 ERM  C4   H31  single    0.970  0.020  1.090
 ERM  C5   H32  single    0.970  0.020  1.090
 ERM  C5   H33  single    0.970  0.020  1.090
 ERM  O5   H34  single    0.850  0.020  0.980
 ERM  C6   H35  single    0.970  0.020  1.090
 ERM  C7   H36  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
 ERM  H1   C1   C2   130.50  3.000
 ERM  H1   C1   N1   120.01  3.000
 ERM  C2   C1   N1   109.49  3.000
 ERM  H2   N1   C13  125.94  3.000
 ERM  H2   N1   C1   124.41  3.000
 ERM  C13  N1   C1   109.65  3.000
 ERM  H3   C10  C9   120.85  3.000
 ERM  H3   C10  C11  118.86  3.000
 ERM  C9   C10  C11  120.26  3.000
 ERM  H4   C11  C12  118.55  3.000
 ERM  H4   C11  C10  118.46  3.000
 ERM  C12  C11  C10  122.98  3.000
 ERM  H5   C12  C13  122.26  3.000
 ERM  H5   C12  C11  120.87  3.000
 ERM  C13  C12  C11  116.86  3.000
 ERM  C14  C13  C12  119.80  3.000
 ERM  C12  C13  N1   134.25  3.000
 ERM  C14  C13  N1   105.95  3.000
 ERM  C9   C14  C2   127.25  3.000
 ERM  C9   C14  C13  123.51  3.000
 ERM  C2   C14  C13  109.24  3.000
 ERM  H8   C15  H7   107.89  3.000
 ERM  H8   C15  H6   107.84  3.000
 ERM  H7   C15  H6   107.05  3.000
 ERM  H8   C15  N2   112.82  3.000
 ERM  H7   C15  N2   109.52  3.000
 ERM  H6   C15  N2   111.49  3.000
 ERM  C6   C16  N3   113.59  3.000
 ERM  C6   C16  O1   123.01  3.000
 ERM  N3   C16  O1   123.38  3.000
 ERM  N3   C17  C26  113.23  3.000
 ERM  N3   C17  O2   106.11  3.000
 ERM  C26  C17  O2   110.30  3.000
 ERM  N3   C17  C18  110.89  3.000
 ERM  O2   C17  C18  102.60  3.000
 ERM  C26  C17  C18  112.96  3.000
 ERM  N4   C18  O3   126.80  3.000
 ERM  O3   C18  C17  128.07  3.000
 ERM  N4   C18  C17  105.11  3.000
 ERM  H9   C19  N4   107.66  3.000
 ERM  H9   C19  C27  107.48  3.000
 ERM  N4   C19  C27  111.81  3.000
 ERM  H9   C19  C20  104.96  3.000
 ERM  C27  C19  C20  112.38  3.000
 ERM  N4   C19  C20  112.07  3.000
 ERM  C5   N2   C4   112.40  3.000
 ERM  C4   N2   C15  111.99  3.000
 ERM  C5   N2   C15  109.81  3.000
 ERM  C3   C2   C14  118.46  3.000
 ERM  C14  C2   C1   105.67  3.000
 ERM  C3   C2   C1   135.86  3.000
 ERM  C25  O2   C17  111.06  3.000
 ERM  N5   C20  O4   122.58  3.000
 ERM  O4   C20  C19  119.68  3.000
 ERM  N5   C20  C19  117.67  3.000
 ERM  H12  C21  H11  108.04  3.000
 ERM  H12  C21  N5   111.09  3.000
 ERM  H11  C21  N5   110.06  3.000
 ERM  H12  C21  C22  112.84  3.000
 ERM  H11  C21  C22  111.63  3.000
 ERM  N5   C21  C22  103.14  3.000
 ERM  H14  C22  H13  107.86  3.000
 ERM  H14  C22  C23  112.84  3.000
 ERM  H13  C22  C23  110.22  3.000
 ERM  H14  C22  C21  111.92  3.000
 ERM  H13  C22  C21  110.23  3.000
 ERM  C23  C22  C21  103.75  3.000
 ERM  H16  C23  H15  108.40  3.000
 ERM  H16  C23  C24  111.03  3.000
 ERM  H15  C23  C24  111.84  3.000
 ERM  H16  C23  C22  110.21  3.000
 ERM  H15  C23  C22  113.19  3.000
 ERM  C24  C23  C22  102.11  3.000
 ERM  H17  C24  N5   110.40  3.000
 ERM  H17  C24  C25  107.45  3.000
 ERM  N5   C24  C25  107.79  3.000
 ERM  H17  C24  C23  109.77  3.000
 ERM  N5   C24  C23  103.39  3.000
 ERM  C25  C24  C23  117.90  3.000
 ERM  O5   C25  N4   113.38  3.000
 ERM  N4   C25  C24  107.73  3.000
 ERM  O5   C25  C24  109.13  3.000
 ERM  N4   C25  O2   103.78  3.000
 ERM  O5   C25  O2   113.12  3.000
 ERM  C24  C25  O2   109.45  3.000
 ERM  H20  C26  H19  108.84  3.000
 ERM  H20  C26  H18  108.42  3.000
 ERM  H19  C26  H18  108.43  3.000
 ERM  H20  C26  C17  110.07  3.000
 ERM  H19  C26  C17  110.85  3.000
 ERM  H18  C26  C17  110.17  3.000
 ERM  H22  C27  H21  106.48  3.000
 ERM  H22  C27  C28  109.79  3.000
 ERM  H21  C27  C28  111.42  3.000
 ERM  H22  C27  C19  107.72  3.000
 ERM  H21  C27  C19  108.12  3.000
 ERM  C28  C27  C19  113.04  3.000
 ERM  C33  C28  C29  118.41  3.000
 ERM  C33  C28  C27  119.98  3.000
 ERM  C29  C28  C27  121.55  3.000
 ERM  H23  C29  C30  119.50  3.000
 ERM  H23  C29  C28  119.69  3.000
 ERM  C30  C29  C28  120.81  3.000
 ERM  H25  C3   H24  106.87  3.000
 ERM  H25  C3   C4   107.98  3.000
 ERM  H24  C3   C4   110.07  3.000
 ERM  H25  C3   C2   110.83  3.000
 ERM  H24  C3   C2   110.98  3.000
 ERM  C4   C3   C2   110.02  3.000
 ERM  H26  N3   C17  114.31  3.000
 ERM  H26  N3   C16  117.71  3.000
 ERM  C17  N3   C16  126.25  3.000
 ERM  H27  C30  C31  120.00  3.000
 ERM  H27  C30  C29  119.69  3.000
 ERM  C31  C30  C29  120.31  3.000
 ERM  H28  C31  C32  120.22  3.000
 ERM  H28  C31  C30  120.32  3.000
 ERM  C32  C31  C30  119.46  3.000
 ERM  H29  C32  C33  119.94  3.000
 ERM  H29  C32  C31  119.98  3.000
 ERM  C33  C32  C31  120.09  3.000
 ERM  H30  C33  C32  119.46  3.000
 ERM  H30  C33  C28  119.62  3.000
 ERM  C32  C33  C28  120.91  3.000
 ERM  H31  C4   C8   106.32  3.000
 ERM  H31  C4   C3   107.02  3.000
 ERM  C8   C4   C3   111.56  3.000
 ERM  H31  C4   N2   110.42  3.000
 ERM  C8   C4   N2   111.45  3.000
 ERM  C3   C4   N2   109.92  3.000
 ERM  C25  N4   C19  122.14  3.000
 ERM  C19  N4   C18  124.47  3.000
 ERM  C25  N4   C18  112.57  3.000
 ERM  H33  C5   H32  106.64  3.000
 ERM  H33  C5   C6   109.89  3.000
 ERM  H32  C5   C6   110.07  3.000
 ERM  H33  C5   N2   108.27  3.000
 ERM  H32  C5   N2   112.09  3.000
 ERM  C6   C5   N2   109.80  3.000
 ERM  C24  N5   C21  112.30  3.000
 ERM  C21  N5   C20  122.10  3.000
 ERM  C24  N5   C20  125.36  3.000
 ERM  H34  O5   C25  110.96  3.000
 ERM  H35  C6   C7   109.50  3.000
 ERM  H35  C6   C5   109.01  3.000
 ERM  C7   C6   C5   109.16  3.000
 ERM  H35  C6   C16  108.79  3.000
 ERM  C7   C6   C16  108.36  3.000
 ERM  C5   C6   C16  112.00  3.000
 ERM  H36  C7   C8   119.62  3.000
 ERM  H36  C7   C6   117.97  3.000
 ERM  C8   C7   C6   122.39  3.000
 ERM  C9   C8   C7   122.23  3.000
 ERM  C9   C8   C4   115.52  3.000
 ERM  C7   C8   C4   122.25  3.000
 ERM  C8   C9   C14  115.40  3.000
 ERM  C14  C9   C10  116.58  3.000
 ERM  C8   C9   C10  128.00  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
 ERM  CONST_01  C9   C14  C2   C1    180.00   0.0  0
 ERM  CONST_02  C13  C14  C2   C1      0.00   0.0  0
 ERM  CONST_03  C14  C13  N1   C1      0.00   0.0  0
 ERM  CONST_04  C12  C13  N1   C1    180.00   0.0  0
 ERM  CONST_05  C14  C2   C1   N1      0.00   0.0  0
 ERM  CONST_06  C2   C14  C13  N1      0.00   0.0  0
 ERM  CONST_07  C9   C14  C13  N1    180.00   0.0  0
 ERM  CONST_08  C11  C12  C13  N1    180.00   0.0  0
 ERM  CONST_09  C2   C14  C9   C10   180.00   0.0  0
 ERM  CONST_10  C13  C14  C9   C10     0.00   0.0  0
 ERM  CONST_11  C13  C12  C11  C10     0.00   0.0  0
 ERM  CONST_12  C14  C9   C10  C11     0.00   0.0  0
 ERM  CONST_13  C14  C13  C12  C11     0.00   0.0  0
 ERM  CONST_14  C2   C14  C13  C12   180.00   0.0  0
 ERM  CONST_15  C9   C14  C13  C12     0.00   0.0  0
 ERM  CONST_16  C9   C10  C11  C12     0.00   0.0  0
 ERM  CONST_17  C2   C1   N1   C13     0.00   0.0  0
 ERM  CONST_18  C31  C30  C29  C28     0.00   0.0  0
 ERM  CONST_19  C31  C32  C33  C28     0.00   0.0  0
 ERM  CONST_20  C32  C33  C28  C29     0.00   0.0  0
 ERM  CONST_21  C32  C31  C30  C29     0.00   0.0  0
 ERM  CONST_22  C33  C28  C29  C30     0.00   0.0  0
 ERM  CONST_23  C33  C32  C31  C30     0.00   0.0  0
 ERM  CONST_24  C25  N4   C18  C17     0.00   0.0  0
 ERM  CONST_25  C19  N4   C18  C17   180.00   0.0  0
 ERM  CONST_26  C24  N5   C20  C19     0.00   0.0  0
 ERM  CONST_27  C21  N5   C20  C19   180.00   0.0  0
 ERM  CONST_28  C30  C29  C28  C27   180.00   0.0  0
 ERM  CONST_29  C32  C33  C28  C27   180.00   0.0  0
 ERM  CONST_30  O3   C18  N4   C19     0.00   0.0  0
 ERM  CONST_31  O4   C20  N5   C21     0.00   0.0  0
 ERM  CONST_32  O4   C20  N5   C24   180.00   0.0  0
 ERM  CONST_33  O3   C18  N4   C25   180.00   0.0  0
 ERM  CONST_34  H5   C12  C13  N1      0.00   0.0  0
 ERM  CONST_35  H2   N1   C13  C12     0.00   0.0  0
 ERM  CONST_36  H3   C10  C11  C12   180.00   0.0  0
 ERM  CONST_37  H1   C1   N1   C13   180.00   0.0  0
 ERM  CONST_38  H4   C11  C12  C13   180.00   0.0  0
 ERM  CONST_39  H27  C30  C29  C28   180.00   0.0  0
 ERM  CONST_40  H29  C32  C33  C28   180.00   0.0  0
 ERM  CONST_41  H30  C33  C28  C29   180.00   0.0  0
 ERM  CONST_42  H28  C31  C30  C29   180.00   0.0  0
 ERM  CONST_43  H23  C29  C30  C31   180.00   0.0  0
 ERM  CONST_44  C6   C16  N3   C17   180.00   0.0  0
 ERM  CONST_45  C17  N3   C16  O1      0.00   0.0  0
 ERM  CONST_46  H26  N3   C16  C6      0.00   0.0  0
 ERM  Var_01    C4   C3   C2   C1   -153.64  30.0  1
 ERM  Var_02    C7   C8   C9   C10   -25.15  30.0  1
 ERM  Var_03    C22  C21  N5   C20  -177.19  30.0  1
 ERM  Var_04    C24  C23  C22  C21    39.13  30.0  1
 ERM  Var_05    N5   C21  C22  C23   -29.27  30.0  1
 ERM  Var_06    C6   C5   N2   C4    -67.31  30.0  1
 ERM  Var_07    C6   C7   C8   C4     -5.17  30.0  1
 ERM  Var_08    C29  C28  C27  C19    85.07  30.0  2
 ERM  Var_09    H6   C15  N2   C4     61.03  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
 ERM  chir_01  C17  O2  N3   C18  negativ
 ERM  chir_02  C19  N4  C27  C20  negativ
 ERM  chir_03  C24  N5  C23  C25  negativ
 ERM  chir_04  C25  O2  N4   C24  positiv
 ERM  chir_05  C4   N2  C3   C8   positiv
 ERM  chir_06  C6   C7  C16  C5   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
 ERM  plan-1  C27  0.020
 ERM  plan-1  C28  0.020
 ERM  plan-1  C29  0.020
 ERM  plan-1  C30  0.020
 ERM  plan-1  C31  0.020
 ERM  plan-1  C32  0.020
 ERM  plan-1  C33  0.020
 ERM  plan-1  H23  0.020
 ERM  plan-1  H27  0.020
 ERM  plan-1  H28  0.020
 ERM  plan-1  H29  0.020
 ERM  plan-1  H30  0.020
 ERM  plan-2  C1   0.020
 ERM  plan-2  N1   0.020
 ERM  plan-2  C10  0.020
 ERM  plan-2  C11  0.020
 ERM  plan-2  C12  0.020
 ERM  plan-2  C13  0.020
 ERM  plan-2  C14  0.020
 ERM  plan-2  C2   0.020
 ERM  plan-2  C3   0.020
 ERM  plan-2  C8   0.020
 ERM  plan-2  C9   0.020
 ERM  plan-2  H1   0.020
 ERM  plan-2  H2   0.020
 ERM  plan-2  H3   0.020
 ERM  plan-2  H4   0.020
 ERM  plan-2  H5   0.020
 ERM  plan-3  O1   0.020
 ERM  plan-3  C16  0.020
 ERM  plan-3  C17  0.020
 ERM  plan-3  N3   0.020
 ERM  plan-3  C6   0.020
 ERM  plan-3  H26  0.020
 ERM  plan-4  C17  0.020
 ERM  plan-4  C18  0.020
 ERM  plan-4  C19  0.020
 ERM  plan-4  C25  0.020
 ERM  plan-4  O3   0.020
 ERM  plan-4  N4   0.020
 ERM  plan-5  C19  0.020
 ERM  plan-5  C20  0.020
 ERM  plan-5  C21  0.020
 ERM  plan-5  C24  0.020
 ERM  plan-5  O4   0.020
 ERM  plan-5  N5   0.020

