# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Wed Jul  8 10:17:56 2020
#   Inital geometry file: a 220 line input string
#   Ligand name: (2S)-N-tert-butyl-1-[(2S,4S,5S)-2-hydroxy-4-{[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]carbamoyl}-5-phenylhexyl]-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]([C@H](C[C@H](O)CN1CCN(C[C@H]1C(=O)NC(C)(C)C)Cc2cccnc2)C(=O)N[C@@H]3[C@H](O)Cc4ccccc34)c5ccccc5
#
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
 XN1  XN1  '(2S)-N-tert-butyl-1-[(2S,4S,5S)-2-hydroxy-4-{[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]carbamoyl}-5-phenylhexyl]-4-(pyridin-3-ylmethyl)piperazine-2-carboxamide (non-preferred name)'  ligand  95  46  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_XN1
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
 XN1  N1    N  NT    0  -0.406   0.5180   2.1606  -5.2321
 XN1  C1    C  CH2   0  -0.278   0.5144   0.8799  -4.5633
 XN1  C2    C  CH1   0  -0.186  -0.6797   0.7741  -3.6149
 XN1  C3    C  C     0   0.560  -0.5502  -0.5544  -2.8626
 XN1  O1    O  O     0  -0.485   0.4001  -0.7637  -2.1219
 XN1  N2    N  NH1   0  -0.645  -1.5262  -1.4352  -3.1132
 XN1  C4    C  CT    0   0.102  -1.6758  -2.7746  -2.5302
 XN1  C5    C  CH3   0  -0.680  -2.9490  -3.3577  -3.1412
 XN1  C6    C  CH3   0  -0.646  -0.4865  -3.6650  -2.8905
 XN1  C7    C  CH3   0  -0.648  -1.8387  -2.6813  -1.0134
 XN1  N3    N  NT    0  -0.417  -0.6757   1.8707  -2.6684
 XN1  C8    C  CH2   0  -0.283  -0.5819   3.1607  -3.3252
 XN1  C9    C  CH2   0  -0.302   0.6105   3.2246  -4.2555
 XN1  C10   C  CH2   0  -0.318  -1.7667   1.8225  -1.7051
 XN1  C11   C  CH1   0   0.036  -1.2869   1.6692  -0.2647
 XN1  O2    O  OH1   0  -0.660  -0.3521   2.6681   0.0895
 XN1  C12   C  CH2   0  -0.477  -2.4778   1.6553   0.6917
 XN1  C13   C  CH1   0  -0.346  -2.1000   1.2699   2.1225
 XN1  C14   C  CH1   0  -0.295  -3.1796   1.6285   3.1710
 XN1  C15   C  CR6   0   0.137  -2.7636   1.0882   4.5225
 XN1  C16   C  CR16  0  -0.302  -3.4074  -0.0112   5.0838
 XN1  C17   C  CR16  0  -0.234  -2.9966  -0.5387   6.3021
 XN1  C18   C  CR16  0  -0.278  -1.9314   0.0315   6.9852
 XN1  C19   C  CR16  0  -0.276  -1.2827   1.1343   6.4395
 XN1  C20   C  CR16  0  -0.316  -1.6932   1.6519   5.2178
 XN1  C21   C  C     0   0.593  -1.8719  -0.2325   2.1931
 XN1  O3    O  O     0  -0.488  -2.7762  -1.0198   1.9575
 XN1  N4    N  NH1   0  -0.643  -0.6330  -0.6195   2.5505
 XN1  C22   C  CR15  0  -0.138  -0.2541  -1.9850   2.7876
 XN1  C23   C  CR15  0   0.000  -0.0617  -2.3312   4.2889
 XN1  O4    O  OH1   0  -0.669   0.5634  -1.2736   4.9764
 XN1  C24   C  CH2   0  -0.509   0.9087  -3.5149   4.2558
 XN1  C25   C  CR56  0   0.092   1.7317  -3.2580   3.0234
 XN1  C26   C  CR16  0  -0.338   2.9621  -3.7789   2.6577
 XN1  C27   C  CR16  0  -0.256   3.5176  -3.4003   1.4382
 XN1  C28   C  CR16  0  -0.270   2.8470  -2.5185   0.5975
 XN1  C29   C  CR16  0  -0.331   1.6098  -1.9968   0.9653
 XN1  C30   C  CR56  0   0.103   1.0676  -2.3733   2.1812
 XN1  C31   C  CH2   0  -0.410   1.4832   2.2556  -6.3141
 XN1  C32   C  CR6   0   0.027   2.9301   2.1174  -5.9048
 XN1  C33   C  CR16  0  -0.097   3.6780   3.2287  -5.5244
 XN1  N5    N  N     0  -0.403   4.9369   3.1767  -5.1082
 XN1  C34   C  CR16  0  -0.073   5.5217   1.9856  -5.0518
 XN1  C35   C  CR16  0  -0.321   4.8822   0.8110  -5.4181
 XN1  C36   C  CR16  0  -0.189   3.5678   0.8826  -5.8524
 XN1  C37   C  CH3   0  -0.665  -3.4521   3.1304   3.2373
 XN1  H11A  H  HCH2  0   0.245   0.4419   0.0822  -5.3085
 XN1  H12   H  HCH2  0   0.209   1.4352   0.7103  -3.9847
 XN1  H2    H  HCH1  0   0.221  -1.6006   0.7717  -4.2262
 XN1  HN2   H  HNH1  0   0.400  -2.2597  -1.1340  -3.7352
 XN1  H51   H  HCH3  0   0.242  -3.1205  -4.3646  -2.7622
 XN1  H52   H  HCH3  0   0.237  -3.8218  -2.7519  -2.8879
 XN1  H53   H  HCH3  0   0.237  -2.8773  -3.4182  -4.2291
 XN1  H61   H  HCH3  0   0.226  -0.3463  -3.7102  -3.9716
 XN1  H62   H  HCH3  0   0.242   0.4361  -3.3079  -2.4368
 XN1  H63   H  HCH3  0   0.225  -0.6648  -4.6805  -2.5328
 XN1  H71   H  HCH3  0   0.228  -2.6526  -2.0064  -0.7472
 XN1  H72   H  HCH3  0   0.221  -2.0660  -3.6656  -0.5997
 XN1  H73   H  HCH3  0   0.249  -0.9310  -2.3224  -0.5328
 XN1  H81   H  HCH2  0   0.194  -1.4939   3.3968  -3.8984
 XN1  H82   H  HCH2  0   0.237  -0.4746   3.9336  -2.5621
 XN1  H91   H  HCH2  0   0.240   0.6117   4.1889  -4.7697
 XN1  H92   H  HCH2  0   0.201   1.5373   3.1705  -3.6610
 XN1  H101  H  HCH2  0   0.232  -2.4554   0.9989  -1.9268
 XN1  H102  H  HCH2  0   0.235  -2.3795   2.7305  -1.7829
 XN1  H11   H  HCH1  0   0.233  -0.7354   0.7272  -0.1909
 XN1  HO2   H  HOH1  0   0.438  -0.8077   3.5172   0.0995
 XN1  H121  H  HCH2  0   0.240  -3.2467   0.9704   0.3232
 XN1  H122  H  HCH2  0   0.242  -2.9354   2.6487   0.6775
 XN1  H13   H  HCH1  0   0.245  -1.1828   1.8017   2.3986
 XN1  H141  H  HCH1  0   0.248  -4.1058   1.1254   2.8787
 XN1  H16   H  HCR6  0   0.250  -4.2359  -0.4677   4.5562
 XN1  H17   H  HCR6  0   0.256  -3.5109  -1.3962   6.7170
 XN1  H18   H  HCR6  0   0.259  -1.6078  -0.3768   7.9337
 XN1  H19   H  HCR6  0   0.261  -0.4529   1.5898   6.9649
 XN1  H20   H  HCR6  0   0.255  -1.1653   2.5048   4.8074
 XN1  HN4   H  HNH1  0   0.395   0.0576   0.0927   2.7289
 XN1  H22   H  HCR5  0   0.282  -1.0440  -2.6209   2.3787
 XN1  H23   H  HCR5  0   0.231  -1.0185  -2.5918   4.7549
 XN1  HO4   H  HOH1  0   0.456  -0.0945  -0.5936   5.1582
 XN1  H241  H  HCH2  0   0.260   1.4933  -3.5945   5.1738
 XN1  H242  H  HCH2  0   0.261   0.3488  -4.4490   4.1502
 XN1  H26   H  HCR6  0   0.248   3.4897  -4.4658   3.3082
 XN1  H27   H  HCR6  0   0.252   4.4817  -3.7948   1.1435
 XN1  H28   H  HCR6  0   0.250   3.2895  -2.2356  -0.3492
 XN1  H29   H  HCR6  0   0.265   1.0867  -1.3171   0.3038
 XN1  H311  H  HCH2  0   0.258   1.2412   1.4851  -7.0510
 XN1  H312  H  HCH2  0   0.257   1.3364   3.2212  -6.8053
 XN1  H33   H  HCR6  0   0.257   3.2296   4.2174  -5.5717
 XN1  H34   H  HCR6  0   0.263   6.5491   1.9641  -4.7051
 XN1  H35   H  HCR6  0   0.270   5.4053  -0.1341  -5.3651
 XN1  H36   H  HCR6  0   0.270   3.0451  -0.0162  -6.1580
 XN1  H371  H  HCH3  0   0.225  -2.5452   3.6971   3.4535
 XN1  H372  H  HCH3  0   0.240  -3.8624   3.5089   2.3021
 XN1  H373  H  HCH3  0   0.243  -4.1771   3.3496   4.0214

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
 XN1  N1   C1    single    1.445  0.020  1.445
 XN1  N1   C9    single    1.447  0.020  1.447
 XN1  N1   C31   single    1.453  0.020  1.453
 XN1  C1   C2    single    1.529  0.020  1.529
 XN1  C1   H11A  single    0.970  0.020  1.090
 XN1  C1   H12   single    0.970  0.020  1.090
 XN1  C2   C3    single    1.532  0.020  1.532
 XN1  C2   N3    single    1.449  0.020  1.449
 XN1  C2   H2    single    0.970  0.020  1.090
 XN1  C3   O1    double    1.223  0.020  1.223
 XN1  C3   N2    single    1.338  0.020  1.338
 XN1  N2   C4    single    1.468  0.020  1.468
 XN1  N2   HN2   single    0.860  0.020  1.020
 XN1  C4   C5    single    1.528  0.020  1.528
 XN1  C4   C6    single    1.529  0.020  1.529
 XN1  C4   C7    single    1.528  0.020  1.528
 XN1  C5   H51   single    0.970  0.020  1.090
 XN1  C5   H52   single    0.970  0.020  1.090
 XN1  C5   H53   single    0.970  0.020  1.090
 XN1  C6   H61   single    0.970  0.020  1.090
 XN1  C6   H62   single    0.970  0.020  1.090
 XN1  C6   H63   single    0.970  0.020  1.090
 XN1  C7   H71   single    0.970  0.020  1.090
 XN1  C7   H72   single    0.970  0.020  1.090
 XN1  C7   H73   single    0.970  0.020  1.090
 XN1  N3   C8    single    1.451  0.020  1.451
 XN1  N3   C10   single    1.456  0.020  1.456
 XN1  C8   C9    single    1.514  0.020  1.514
 XN1  C8   H81   single    0.970  0.020  1.090
 XN1  C8   H82   single    0.970  0.020  1.090
 XN1  C9   H91   single    0.970  0.020  1.090
 XN1  C9   H92   single    0.970  0.020  1.090
 XN1  C10  C11   single    1.526  0.020  1.526
 XN1  C10  H101  single    0.970  0.020  1.090
 XN1  C10  H102  single    0.970  0.020  1.090
 XN1  C11  O2    single    1.413  0.020  1.413
 XN1  C11  C12   single    1.527  0.020  1.527
 XN1  C11  H11   single    0.970  0.020  1.090
 XN1  O2   HO2   single    0.850  0.020  0.980
 XN1  C12  C13   single    1.529  0.020  1.529
 XN1  C12  H121  single    0.970  0.020  1.090
 XN1  C12  H122  single    0.970  0.020  1.090
 XN1  C13  C14   single    1.547  0.020  1.547
 XN1  C13  C21   single    1.521  0.020  1.521
 XN1  C13  H13   single    0.970  0.020  1.090
 XN1  C14  C15   single    1.514  0.020  1.514
 XN1  C14  C37   single    1.528  0.020  1.528
 XN1  C14  H141  single    0.970  0.020  1.090
 XN1  C15  C16   aromatic  1.392  0.020  1.392
 XN1  C15  C20   aromatic  1.395  0.020  1.395
 XN1  C16  C17   aromatic  1.390  0.020  1.390
 XN1  C16  H16   single    0.930  0.020  1.080
 XN1  C17  C18   aromatic  1.388  0.020  1.388
 XN1  C17  H17   single    0.930  0.020  1.080
 XN1  C18  C19   aromatic  1.391  0.020  1.391
 XN1  C18  H18   single    0.930  0.020  1.080
 XN1  C19  C20   aromatic  1.389  0.020  1.389
 XN1  C19  H19   single    0.930  0.020  1.080
 XN1  C20  H20   single    0.930  0.020  1.080
 XN1  C21  O3    double    1.222  0.020  1.222
 XN1  C21  N4    single    1.346  0.020  1.346
 XN1  N4   C22   single    1.437  0.020  1.437
 XN1  N4   HN4   single    0.860  0.020  1.020
 XN1  C22  C23   single    1.553  0.020  1.553
 XN1  C22  C30   single    1.505  0.020  1.505
 XN1  C22  H22   single    0.970  0.020  1.090
 XN1  C23  O4    single    1.408  0.020  1.408
 XN1  C23  C24   single    1.531  0.020  1.531
 XN1  C23  H23   single    0.970  0.020  1.090
 XN1  O4   HO4   single    0.850  0.020  0.980
 XN1  C24  C25   single    1.504  0.020  1.504
 XN1  C24  H241  single    0.970  0.020  1.090
 XN1  C24  H242  single    0.970  0.020  1.090
 XN1  C25  C26   aromatic  1.385  0.020  1.385
 XN1  C25  C30   aromatic  1.390  0.020  1.390
 XN1  C26  C27   aromatic  1.393  0.020  1.393
 XN1  C26  H26   single    0.930  0.020  1.080
 XN1  C27  C28   aromatic  1.391  0.020  1.391
 XN1  C27  H27   single    0.930  0.020  1.080
 XN1  C28  C29   aromatic  1.392  0.020  1.392
 XN1  C28  H28   single    0.930  0.020  1.080
 XN1  C29  C30   aromatic  1.384  0.020  1.384
 XN1  C29  H29   single    0.930  0.020  1.080
 XN1  C31  C32   single    1.510  0.020  1.510
 XN1  C31  H311  single    0.970  0.020  1.090
 XN1  C31  H312  single    0.970  0.020  1.090
 XN1  C32  C33   aromatic  1.392  0.020  1.392
 XN1  C32  C36   aromatic  1.391  0.020  1.391
 XN1  C33  N5    aromatic  1.327  0.020  1.327
 XN1  C33  H33   single    0.930  0.020  1.080
 XN1  N5   C34   aromatic  1.328  0.020  1.328
 XN1  C34  C35   aromatic  1.387  0.020  1.387
 XN1  C34  H34   single    0.930  0.020  1.080
 XN1  C35  C36   aromatic  1.386  0.020  1.386
 XN1  C35  H35   single    0.930  0.020  1.080
 XN1  C36  H36   single    0.930  0.020  1.080
 XN1  C37  H371  single    0.970  0.020  1.090
 XN1  C37  H372  single    0.970  0.020  1.090
 XN1  C37  H373  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
 XN1  C31   N1   C9    114.33  3.000
 XN1  C31   N1   C1    113.84  3.000
 XN1  C9    N1   C1    109.84  3.000
 XN1  H12   C1   H11A  107.53  3.000
 XN1  H12   C1   C2    108.46  3.000
 XN1  H11A  C1   C2    108.69  3.000
 XN1  H12   C1   N1    112.20  3.000
 XN1  H11A  C1   N1    109.34  3.000
 XN1  C2    C1   N1    110.52  3.000
 XN1  H2    C2   N3    111.43  3.000
 XN1  H2    C2   C3    109.88  3.000
 XN1  N3    C2   C3    109.60  3.000
 XN1  H2    C2   C1    107.93  3.000
 XN1  N3    C2   C1    110.54  3.000
 XN1  C3    C2   C1    107.37  3.000
 XN1  N2    C3   O1    124.56  3.000
 XN1  N2    C3   C2    114.65  3.000
 XN1  O1    C3   C2    120.76  3.000
 XN1  HN2   N2   C4    116.32  3.000
 XN1  HN2   N2   C3    116.72  3.000
 XN1  C4    N2   C3    126.90  3.000
 XN1  C7    C4   C6    110.63  3.000
 XN1  C7    C4   C5    109.35  3.000
 XN1  C6    C4   C5    109.38  3.000
 XN1  C7    C4   N2    110.44  3.000
 XN1  C6    C4   N2    111.00  3.000
 XN1  C5    C4   N2    105.92  3.000
 XN1  H53   C5   H52   108.32  3.000
 XN1  H53   C5   H51   107.81  3.000
 XN1  H52   C5   H51   107.83  3.000
 XN1  H53   C5   C4    111.39  3.000
 XN1  H52   C5   C4    111.19  3.000
 XN1  H51   C5   C4    110.17  3.000
 XN1  H63   C6   H62   107.89  3.000
 XN1  H63   C6   H61   107.89  3.000
 XN1  H62   C6   H61   108.52  3.000
 XN1  H63   C6   C4    109.74  3.000
 XN1  H62   C6   C4    111.73  3.000
 XN1  H61   C6   C4    110.95  3.000
 XN1  H73   C7   H72   107.68  3.000
 XN1  H73   C7   H71   108.11  3.000
 XN1  H72   C7   H71   108.07  3.000
 XN1  H73   C7   C4    111.69  3.000
 XN1  H72   C7   C4    110.07  3.000
 XN1  H71   C7   C4    111.08  3.000
 XN1  C10   N3   C8    112.17  3.000
 XN1  C10   N3   C2    113.89  3.000
 XN1  C8    N3   C2    112.18  3.000
 XN1  H82   C8   H81   107.04  3.000
 XN1  H82   C8   C9    108.81  3.000
 XN1  H81   C8   C9    108.85  3.000
 XN1  H82   C8   N3    108.63  3.000
 XN1  H81   C8   N3    111.86  3.000
 XN1  C9    C8   N3    111.52  3.000
 XN1  H92   C9   H91   107.23  3.000
 XN1  H92   C9   C8    109.19  3.000
 XN1  H91   C9   C8    109.11  3.000
 XN1  H92   C9   N1    112.43  3.000
 XN1  H91   C9   N1    109.34  3.000
 XN1  C8    C9   N1    109.47  3.000
 XN1  H102  C10  H101  104.85  3.000
 XN1  H102  C10  C11   108.99  3.000
 XN1  H101  C10  C11   108.24  3.000
 XN1  H102  C10  N3    110.11  3.000
 XN1  H101  C10  N3    111.21  3.000
 XN1  C11   C10  N3    113.09  3.000
 XN1  H11   C11  C12   110.05  3.000
 XN1  H11   C11  O2    104.97  3.000
 XN1  C12   C11  O2    111.42  3.000
 XN1  H11   C11  C10   107.98  3.000
 XN1  C12   C11  C10   110.29  3.000
 XN1  O2    C11  C10   111.94  3.000
 XN1  HO2   O2   C11   108.22  3.000
 XN1  H122  C12  H121  105.68  3.000
 XN1  H122  C12  C13   110.15  3.000
 XN1  H121  C12  C13   109.33  3.000
 XN1  H122  C12  C11   108.04  3.000
 XN1  H121  C12  C11   110.06  3.000
 XN1  C13   C12  C11   113.30  3.000
 XN1  H13   C13  C21   110.01  3.000
 XN1  H13   C13  C14   107.51  3.000
 XN1  C21   C13  C14   107.58  3.000
 XN1  H13   C13  C12   108.68  3.000
 XN1  C21   C13  C12   109.23  3.000
 XN1  C14   C13  C12   113.78  3.000
 XN1  H141  C14  C37   108.22  3.000
 XN1  H141  C14  C15   107.89  3.000
 XN1  C37   C14  C15   111.17  3.000
 XN1  H141  C14  C13   107.64  3.000
 XN1  C37   C14  C13   112.44  3.000
 XN1  C15   C14  C13   109.31  3.000
 XN1  C20   C15  C16   118.22  3.000
 XN1  C20   C15  C14   120.76  3.000
 XN1  C16   C15  C14   120.98  3.000
 XN1  H16   C16  C17   119.55  3.000
 XN1  H16   C16  C15   119.35  3.000
 XN1  C17   C16  C15   121.10  3.000
 XN1  H17   C17  C18   120.09  3.000
 XN1  H17   C17  C16   119.75  3.000
 XN1  C18   C17  C16   120.16  3.000
 XN1  H18   C18  C19   120.24  3.000
 XN1  H18   C18  C17   120.39  3.000
 XN1  C19   C18  C17   119.38  3.000
 XN1  H19   C19  C20   119.78  3.000
 XN1  H19   C19  C18   120.04  3.000
 XN1  C20   C19  C18   120.18  3.000
 XN1  H20   C20  C19   118.85  3.000
 XN1  H20   C20  C15   120.19  3.000
 XN1  C19   C20  C15   120.96  3.000
 XN1  N4    C21  O3    123.16  3.000
 XN1  N4    C21  C13   115.74  3.000
 XN1  O3    C21  C13   121.09  3.000
 XN1  HN4   N4   C22   117.49  3.000
 XN1  HN4   N4   C21   118.32  3.000
 XN1  C22   N4   C21   124.04  3.000
 XN1  H22   C22  C30   109.49  3.000
 XN1  H22   C22  C23   108.75  3.000
 XN1  C30   C22  C23   102.90  3.000
 XN1  H22   C22  N4    107.49  3.000
 XN1  C30   C22  N4    114.22  3.000
 XN1  C23   C22  N4    113.84  3.000
 XN1  H23   C23  C24   112.26  3.000
 XN1  H23   C23  O4    111.03  3.000
 XN1  C24   C23  O4    108.05  3.000
 XN1  H23   C23  C22   110.86  3.000
 XN1  C24   C23  C22   103.30  3.000
 XN1  O4    C23  C22   111.08  3.000
 XN1  HO4   O4   C23   108.61  3.000
 XN1  H242  C24  H241  107.04  3.000
 XN1  H242  C24  C25   110.29  3.000
 XN1  H241  C24  C25   114.12  3.000
 XN1  H242  C24  C23   109.74  3.000
 XN1  H241  C24  C23   112.20  3.000
 XN1  C25   C24  C23   103.45  3.000
 XN1  C30   C25  C26   120.23  3.000
 XN1  C30   C25  C24   110.10  3.000
 XN1  C26   C25  C24   129.66  3.000
 XN1  H26   C26  C27   120.26  3.000
 XN1  H26   C26  C25   120.83  3.000
 XN1  C27   C26  C25   118.91  3.000
 XN1  H27   C27  C28   119.73  3.000
 XN1  H27   C27  C26   119.65  3.000
 XN1  C28   C27  C26   120.62  3.000
 XN1  H28   C28  C29   119.76  3.000
 XN1  H28   C28  C27   119.81  3.000
 XN1  C29   C28  C27   120.43  3.000
 XN1  H29   C29  C30   121.21  3.000
 XN1  H29   C29  C28   120.20  3.000
 XN1  C30   C29  C28   118.59  3.000
 XN1  C29   C30  C25   121.22  3.000
 XN1  C29   C30  C22   128.90  3.000
 XN1  C25   C30  C22   109.85  3.000
 XN1  H312  C31  H311  106.85  3.000
 XN1  H312  C31  C32   109.34  3.000
 XN1  H311  C31  C32   109.29  3.000
 XN1  H312  C31  N1    107.64  3.000
 XN1  H311  C31  N1    107.99  3.000
 XN1  C32   C31  N1    115.38  3.000
 XN1  C36   C32  C33   116.87  3.000
 XN1  C36   C32  C31   122.06  3.000
 XN1  C33   C32  C31   121.04  3.000
 XN1  H33   C33  N5    116.15  3.000
 XN1  H33   C33  C32   119.52  3.000
 XN1  N5    C33  C32   124.33  3.000
 XN1  C34   N5   C33   117.78  3.000
 XN1  H34   C34  C35   120.30  3.000
 XN1  H34   C34  N5    116.64  3.000
 XN1  C35   C34  N5    123.06  3.000
 XN1  H35   C35  C36   121.28  3.000
 XN1  H35   C35  C34   120.28  3.000
 XN1  C36   C35  C34   118.44  3.000
 XN1  H36   C36  C35   120.19  3.000
 XN1  H36   C36  C32   120.30  3.000
 XN1  C35   C36  C32   119.50  3.000
 XN1  H373  C37  H372  107.28  3.000
 XN1  H373  C37  H371  107.81  3.000
 XN1  H372  C37  H371  107.63  3.000
 XN1  H373  C37  C14   110.34  3.000
 XN1  H372  C37  C14   111.81  3.000
 XN1  H371  C37  C14   111.77  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
 XN1  CONST_01  C18  C17  C16  C15    0.00   0.0  0
 XN1  CONST_02  C18  C19  C20  C15    0.00   0.0  0
 XN1  CONST_03  C19  C20  C15  C16    0.00   0.0  0
 XN1  CONST_04  C19  C18  C17  C16    0.00   0.0  0
 XN1  CONST_05  C20  C15  C16  C17    0.00   0.0  0
 XN1  CONST_06  C20  C19  C18  C17    0.00   0.0  0
 XN1  CONST_07  C28  C27  C26  C25    0.00   0.0  0
 XN1  CONST_08  C28  C29  C30  C25    0.00   0.0  0
 XN1  CONST_09  C29  C30  C25  C26    0.00   0.0  0
 XN1  CONST_10  C29  C28  C27  C26    0.00   0.0  0
 XN1  CONST_11  C30  C25  C26  C27    0.00   0.0  0
 XN1  CONST_12  C30  C29  C28  C27    0.00   0.0  0
 XN1  CONST_13  C34  N5   C33  C32    0.00   0.0  0
 XN1  CONST_14  C34  C35  C36  C32    0.00   0.0  0
 XN1  CONST_15  C35  C36  C32  C33    0.00   0.0  0
 XN1  CONST_16  C35  C34  N5   C33    0.00   0.0  0
 XN1  CONST_17  C36  C32  C33  N5     0.00   0.0  0
 XN1  CONST_18  C36  C35  C34  N5     0.00   0.0  0
 XN1  CONST_19  C17  C16  C15  C14  180.00   0.0  0
 XN1  CONST_20  C19  C20  C15  C14  180.00   0.0  0
 XN1  CONST_21  N5   C33  C32  C31  180.00   0.0  0
 XN1  CONST_22  C35  C36  C32  C31  180.00   0.0  0
 XN1  CONST_23  H17  C17  C16  C15  180.00   0.0  0
 XN1  CONST_24  H19  C19  C20  C15  180.00   0.0  0
 XN1  CONST_25  H20  C20  C15  C16  180.00   0.0  0
 XN1  CONST_26  H18  C18  C17  C16  180.00   0.0  0
 XN1  CONST_27  H16  C16  C17  C18  180.00   0.0  0
 XN1  CONST_28  H29  C29  C30  C22    0.00   0.0  0
 XN1  CONST_29  H26  C26  C25  C24    0.00   0.0  0
 XN1  CONST_30  H27  C27  C26  C25  180.00   0.0  0
 XN1  CONST_31  H28  C28  C27  C26  180.00   0.0  0
 XN1  CONST_32  H35  C35  C36  C32  180.00   0.0  0
 XN1  CONST_33  H36  C36  C32  C33  180.00   0.0  0
 XN1  CONST_34  H34  C34  N5   C33  180.00   0.0  0
 XN1  CONST_35  H33  C33  N5   C34  180.00   0.0  0
 XN1  CONST_36  C4   N2   C3   C2   180.00   0.0  0
 XN1  CONST_37  C22  N4   C21  C13  180.00   0.0  0
 XN1  CONST_38  C22  N4   C21  O3     0.00   0.0  0
 XN1  CONST_39  HN2  N2   C3   C2     0.00   0.0  0
 XN1  CONST_40  C4   N2   C3   O1     0.00   0.0  0
 XN1  CONST_41  HN4  N4   C21  C13    0.00   0.0  0
 XN1  Var_01    N3   C8   C9   N1    57.24  30.0  1
 XN1  Var_02    C8   C9   N1   C1   -60.48  30.0  1
 XN1  Var_03    C9   N1   C1   C2    60.27  30.0  1
 XN1  Var_04    C9   C8   N3   C2   -54.04  30.0  1
 XN1  Var_05    C26  C25  C24  C23  161.72  30.0  1
 XN1  Var_06    C33  C32  C31  N1   -88.84  30.0  2
 XN1  Var_07    C32  C31  N1   C1   -62.82  30.0  3
 XN1  Var_08    C11  C10  N3   C2   117.07  30.0  3
 XN1  Var_09    C5   C4   N2   C3   179.77  30.0  3
 XN1  Var_10    H51  C5   C4   N2   179.29  30.0  3
 XN1  Var_11    H61  C6   C4   N2   -55.26  30.0  3
 XN1  Var_12    H71  C7   C4   N2    53.74  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
 XN1  chir_01  C2   C1   C3   N3   negativ
 XN1  chir_02  C11  O2   C12  C10  negativ
 XN1  chir_03  C13  C12  C14  C21  negativ
 XN1  chir_04  C14  C13  C15  C37  negativ
 XN1  chir_05  C22  N4   C23  C30  positiv
 XN1  chir_06  C23  O4   C24  C22  positiv

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
 XN1  plan-1  C14  0.020
 XN1  plan-1  C15  0.020
 XN1  plan-1  C16  0.020
 XN1  plan-1  C17  0.020
 XN1  plan-1  C18  0.020
 XN1  plan-1  C19  0.020
 XN1  plan-1  C20  0.020
 XN1  plan-1  H16  0.020
 XN1  plan-1  H17  0.020
 XN1  plan-1  H18  0.020
 XN1  plan-1  H19  0.020
 XN1  plan-1  H20  0.020
 XN1  plan-2  C22  0.020
 XN1  plan-2  C24  0.020
 XN1  plan-2  C25  0.020
 XN1  plan-2  C26  0.020
 XN1  plan-2  C27  0.020
 XN1  plan-2  C28  0.020
 XN1  plan-2  C29  0.020
 XN1  plan-2  C30  0.020
 XN1  plan-2  H26  0.020
 XN1  plan-2  H27  0.020
 XN1  plan-2  H28  0.020
 XN1  plan-2  H29  0.020
 XN1  plan-3  C31  0.020
 XN1  plan-3  C32  0.020
 XN1  plan-3  C33  0.020
 XN1  plan-3  N5   0.020
 XN1  plan-3  C34  0.020
 XN1  plan-3  C35  0.020
 XN1  plan-3  C36  0.020
 XN1  plan-3  H33  0.020
 XN1  plan-3  H34  0.020
 XN1  plan-3  H35  0.020
 XN1  plan-3  H36  0.020
 XN1  plan-4  C2   0.020
 XN1  plan-4  C3   0.020
 XN1  plan-4  O1   0.020
 XN1  plan-4  N2   0.020
 XN1  plan-4  C4   0.020
 XN1  plan-4  HN2  0.020
 XN1  plan-5  C13  0.020
 XN1  plan-5  C21  0.020
 XN1  plan-5  O3   0.020
 XN1  plan-5  N4   0.020
 XN1  plan-5  C22  0.020
 XN1  plan-5  HN4  0.020

