# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Thu Jun 18 13:47:57 2020
#   Inital geometry file: a 211 line input string
#   Ligand name: 4-amino-N-{(2R)-2-hydroxy-2-[(10S,13S)-10-(1-methylethyl)-8,11-dioxo-2-oxa-9,12-diazabicyclo[13.2.2]nonadeca-1(17),15,18-trien-13-yl]ethyl}-N-(3-methylbutyl)benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCN(C[C@@H](O)[C@@H]1Cc2ccc(OCCCCCC(=O)N[C@@H](C(C)C)C(=O)N1)cc2)[S](=O)(=O)c3ccc(N)cc3
#
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
 PI9  PI9  4-amino-N-{(2R)-2-hydroxy-2-[(10S,13S)-10-(1-methylethyl)-8,11-dioxo-2-oxa-9,12-diazabicyclo[13.2.2]nonadeca-1(17),15,18-trien-13-yl]ethyl}-N-(3-methylbutyl)benzenesulfonamide  ligand  91  43  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_PI9
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
 PI9  C4    C  CH2   0  -0.432  -3.4009  -0.4405   6.0455
 PI9  C5    C  CH2   0  -0.574  -3.5311  -0.6656   4.5414
 PI9  C6    C  C     0   0.557  -2.3140  -1.2933   3.8919
 PI9  O1    O  O     0  -0.495  -1.7037  -2.2168   4.4099
 PI9  C3    C  CH2   0  -0.432  -2.5493   0.7608   6.4492
 PI9  C2    C  CH2   0  -0.464  -1.0609   0.6304   6.1395
 PI9  N1    N  NH1   0  -0.635  -1.9973  -0.7813   2.6863
 PI9  C7    C  CH1   0  -0.203  -0.8506  -1.1685   1.9092
 PI9  C8    C  CH1   0  -0.239  -1.1985  -2.1144   0.7359
 PI9  C10   C  CH3   0  -0.654  -1.7519  -3.4400   1.2431
 PI9  C9    C  CH3   0  -0.674  -2.1530  -1.4810  -0.2709
 PI9  C11   C  C     0   0.574  -0.1756   0.0954   1.3784
 PI9  O2    O  O     0  -0.476  -0.7651   1.1612   1.3111
 PI9  N2    N  NH1   0  -0.642   1.0785  -0.0984   0.9357
 PI9  C12   C  CH1   0  -0.121   1.9267   0.9428   0.3943
 PI9  C13   C  CH2   0  -0.514   3.1273   1.1881   1.3211
 PI9  C14   C  C     0   0.128   2.6730   1.3471   2.7440
 PI9  C15   C  C1    0  -0.277   1.9738   2.4823   3.1464
 PI9  C16   C  C1    0  -0.321   1.4559   2.5952   4.4268
 PI9  C19   C  C1    0  -0.312   2.8579   0.3306   3.6748
 PI9  C18   C  C1    0  -0.318   2.3381   0.4252   4.9579
 PI9  C17   C  C     0   0.345   1.6260   1.5554   5.3364
 PI9  O3    O  O2    0  -0.509   1.1377   1.6194   6.6059
 PI9  C1    C  CH2   0  -0.172  -0.2729   1.7851   6.7345
 PI9  C20   C  CH1   0   0.080   2.3535   0.5500  -1.0291
 PI9  O4    O  OH1   0  -0.657   3.3249   1.4178  -1.5471
 PI9  C21   C  CH2   0  -0.374   1.1260   0.4528  -1.9346
 PI9  N3    N  N     0  -0.549   1.4534  -0.0519  -3.2646
 PI9  C22   C  CH2   0  -0.306   1.0060  -1.4220  -3.5347
 PI9  C23   C  CH2   0  -0.417   1.6977  -2.4312  -2.6295
 PI9  C24   C  CH1   0  -0.238   1.3113  -3.8798  -2.9386
 PI9  C26   C  CH3   0  -0.650   2.1850  -4.8300  -2.1263
 PI9  C25   C  CH3   0  -0.668  -0.1648  -4.1550  -2.6638
 PI9  S     S  S     0   1.355   1.3174   1.0173  -4.5276
 PI9  O6    O  OS    0  -0.661   1.8019   2.3029  -4.0406
 PI9  O5    O  OS    0  -0.657   1.9733   0.3984  -5.6695
 PI9  C27   C  CR6   0  -0.222  -0.3929   1.1743  -4.8853
 PI9  C32   C  CR16  0  -0.234  -1.1592   2.1323  -4.2230
 PI9  C28   C  CR16  0  -0.229  -1.0043   0.2980  -5.7804
 PI9  C31   C  CR16  0  -0.319  -2.5174   2.2063  -4.4428
 PI9  C29   C  CR16  0  -0.322  -2.3622   0.3720  -6.0034
 PI9  C30   C  CR6   0   0.352  -3.1522   1.3221  -5.3325
 PI9  N4    N  NH2   0  -0.854  -4.4970   1.3618  -5.5117
 PI9  H41   H  HCH2  0   0.227  -3.0201  -1.3472   6.5218
 PI9  H42   H  HCH2  0   0.238  -4.4068  -0.2896   6.4437
 PI9  H51   H  HCH2  0   0.276  -4.3619  -1.3546   4.3586
 PI9  H52   H  HCH2  0   0.246  -3.7997   0.2717   4.0474
 PI9  H31   H  HCH2  0   0.226  -2.6740   0.9177   7.5252
 PI9  H32   H  HCH2  0   0.220  -2.9452   1.6603   5.9655
 PI9  H21   H  HCH2  0   0.231  -0.8995   0.6064   5.0588
 PI9  H22   H  HCH2  0   0.226  -0.6793  -0.3139   6.5383
 PI9  HN11  H  HNH1  0   0.394  -2.5030   0.0288   2.3640
 PI9  H71   H  HCH1  0   0.283  -0.1527  -1.6923   2.5689
 PI9  H81   H  HCH1  0   0.222  -0.2552  -2.3292   0.2210
 PI9  H101  H  HCH3  0   0.233  -1.8777  -4.1386   0.4139
 PI9  H102  H  HCH3  0   0.232  -1.0854  -3.9025   1.9710
 PI9  H103  H  HCH3  0   0.227  -2.7289  -3.3112   1.7111
 PI9  H91   H  HCH3  0   0.233  -3.1301  -1.2891   0.1762
 PI9  H92   H  HCH3  0   0.227  -1.7844  -0.5362  -0.6742
 PI9  H93   H  HCH3  0   0.239  -2.3043  -2.1527  -1.1168
 PI9  HN21  H  HNH1  0   0.400   1.5132  -0.9876   1.1334
 PI9  H121  H  HCH1  0   0.264   1.3255   1.8548   0.3534
 PI9  H131  H  HCH2  0   0.246   3.8253   0.3495   1.2424
 PI9  H132  H  HCH2  0   0.261   3.6570   2.0773   0.9778
 PI9  H151  H  H     0   0.247   1.8239   3.2941   2.4440
 PI9  H161  H  H     0   0.262   0.9208   3.4929   4.7120
 PI9  H191  H  H     0   0.246   3.4020  -0.5628   3.3901
 PI9  H181  H  H     0   0.254   2.4733  -0.3835   5.6655
 PI9  H11   H  HCH2  0   0.235  -0.4547   1.8556   7.8084
 PI9  H12   H  HCH2  0   0.213  -0.5970   2.7329   6.2893
 PI9  H20   H  HCH1  0   0.233   2.8305  -0.4357  -0.9724
 PI9  HO4   H  HOH1  0   0.446   2.8936   2.2021  -1.9037
 PI9  H211  H  HCH2  0   0.273   0.6443   1.4341  -1.9823
 PI9  H212  H  HCH2  0   0.262   0.3850  -0.2116  -1.4885
 PI9  H221  H  HCH2  0   0.267   1.2428  -1.6735  -4.5681
 PI9  H222  H  HCH2  0   0.228  -0.0837  -1.4863  -3.4249
 PI9  H231  H  HCH2  0   0.210   1.4638  -2.2300  -1.5780
 PI9  H232  H  HCH2  0   0.243   2.7788  -2.3120  -2.7399
 PI9  H241  H  HCH1  0   0.224   1.5047  -4.0630  -4.0019
 PI9  H261  H  HCH3  0   0.229   1.9546  -5.8716  -2.3545
 PI9  H262  H  HCH3  0   0.228   3.2455  -4.6717  -2.3291
 PI9  H263  H  HCH3  0   0.213   2.0273  -4.6842  -1.0545
 PI9  H251  H  HCH3  0   0.215  -0.4044  -3.9520  -1.6160
 PI9  H252  H  HCH3  0   0.230  -0.8290  -3.5454  -3.2774
 PI9  H253  H  HCH3  0   0.237  -0.4113  -5.1994  -2.8592
 PI9  H321  H  HCR6  0   0.278  -0.6980   2.8368  -3.5435
 PI9  H281  H  HCR6  0   0.279  -0.4238  -0.4408  -6.3170
 PI9  H311  H  HCR6  0   0.271  -3.1017   2.9587  -3.9283
 PI9  H291  H  HCR6  0   0.271  -2.8255  -0.3099  -6.7059
 PI9  HN41  H  HNH2  0   0.394  -4.8894   0.9068  -6.3181
 PI9  HN42  H  HNH2  0   0.394  -4.9984   2.1793  -5.2083

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
 PI9  C4   C5    single    1.526  0.020  1.526
 PI9  C4   C3    single    1.527  0.020  1.527
 PI9  C4   H41   single    0.970  0.020  1.090
 PI9  C4   H42   single    0.970  0.020  1.090
 PI9  C5   C6    single    1.516  0.020  1.516
 PI9  C5   H51   single    0.970  0.020  1.090
 PI9  C5   H52   single    0.970  0.020  1.090
 PI9  C6   O1    double    1.222  0.020  1.222
 PI9  C6   N1    single    1.348  0.020  1.348
 PI9  C3   C2    single    1.526  0.020  1.526
 PI9  C3   H31   single    0.970  0.020  1.090
 PI9  C3   H32   single    0.970  0.020  1.090
 PI9  C2   C1    single    1.519  0.020  1.519
 PI9  C2   H21   single    0.970  0.020  1.090
 PI9  C2   H22   single    0.970  0.020  1.090
 PI9  N1   C7    single    1.438  0.020  1.438
 PI9  N1   HN11  single    0.860  0.020  1.020
 PI9  C7   C8    single    1.547  0.020  1.547
 PI9  C7   C11   single    1.528  0.020  1.528
 PI9  C7   H71   single    0.970  0.020  1.090
 PI9  C8   C10   single    1.523  0.020  1.523
 PI9  C8   C9    single    1.525  0.020  1.525
 PI9  C8   H81   single    0.970  0.020  1.090
 PI9  C10  H101  single    0.970  0.020  1.090
 PI9  C10  H102  single    0.970  0.020  1.090
 PI9  C10  H103  single    0.970  0.020  1.090
 PI9  C9   H91   single    0.970  0.020  1.090
 PI9  C9   H92   single    0.970  0.020  1.090
 PI9  C9   H93   single    0.970  0.020  1.090
 PI9  C11  O2    double    1.220  0.020  1.220
 PI9  C11  N2    single    1.344  0.020  1.344
 PI9  N2   C12   single    1.448  0.020  1.448
 PI9  N2   HN21  single    0.860  0.020  1.020
 PI9  C12  C13   single    1.536  0.020  1.536
 PI9  C12  C20   single    1.537  0.020  1.537
 PI9  C12  H121  single    0.970  0.020  1.090
 PI9  C13  C14   single    1.502  0.020  1.502
 PI9  C13  H131  single    0.970  0.020  1.090
 PI9  C13  H132  single    0.970  0.020  1.090
 PI9  C14  C15   aromatic  1.393  0.020  1.393
 PI9  C14  C19   aromatic  1.391  0.020  1.391
 PI9  C15  C16   aromatic  1.386  0.020  1.386
 PI9  C15  H151  single    0.930  0.020  1.080
 PI9  C16  C17   aromatic  1.392  0.020  1.392
 PI9  C16  H161  single    0.930  0.020  1.080
 PI9  C19  C18   aromatic  1.388  0.020  1.388
 PI9  C19  H191  single    0.930  0.020  1.080
 PI9  C18  C17   aromatic  1.388  0.020  1.388
 PI9  C18  H181  single    0.930  0.020  1.080
 PI9  C17  O3    single    1.362  0.020  1.362
 PI9  O3   C1    single    1.426  0.020  1.426
 PI9  C1   H11   single    0.970  0.020  1.090
 PI9  C1   H12   single    0.970  0.020  1.090
 PI9  C20  O4    single    1.402  0.020  1.402
 PI9  C20  C21   single    1.528  0.020  1.528
 PI9  C20  H20   single    0.970  0.020  1.090
 PI9  O4   HO4   single    0.850  0.020  0.980
 PI9  C21  N3    single    1.460  0.020  1.460
 PI9  C21  H211  single    0.970  0.020  1.090
 PI9  C21  H212  single    0.970  0.020  1.090
 PI9  N3   C22   single    1.466  0.020  1.466
 PI9  N3   S     single    1.660  0.020  1.660
 PI9  C22  C23   single    1.522  0.020  1.522
 PI9  C22  H221  single    0.970  0.020  1.090
 PI9  C22  H222  single    0.970  0.020  1.090
 PI9  C23  C24   single    1.531  0.020  1.531
 PI9  C23  H231  single    0.970  0.020  1.090
 PI9  C23  H232  single    0.970  0.020  1.090
 PI9  C24  C26   single    1.525  0.020  1.525
 PI9  C24  C25   single    1.526  0.020  1.526
 PI9  C24  H241  single    0.970  0.020  1.090
 PI9  C26  H261  single    0.970  0.020  1.090
 PI9  C26  H262  single    0.970  0.020  1.090
 PI9  C26  H263  single    0.970  0.020  1.090
 PI9  C25  H251  single    0.970  0.020  1.090
 PI9  C25  H252  single    0.970  0.020  1.090
 PI9  C25  H253  single    0.970  0.020  1.090
 PI9  S    O6    double    1.458  0.020  1.458
 PI9  S    O5    double    1.455  0.020  1.455
 PI9  S    C27   single    1.754  0.020  1.754
 PI9  C27  C32   aromatic  1.394  0.020  1.394
 PI9  C27  C28   aromatic  1.394  0.020  1.394
 PI9  C32  C31   aromatic  1.378  0.020  1.378
 PI9  C32  H321  single    0.930  0.020  1.080
 PI9  C28  C29   aromatic  1.378  0.020  1.378
 PI9  C28  H281  single    0.930  0.020  1.080
 PI9  C31  C30   aromatic  1.406  0.020  1.406
 PI9  C31  H311  single    0.930  0.020  1.080
 PI9  C29  C30   aromatic  1.406  0.020  1.406
 PI9  C29  H291  single    0.930  0.020  1.080
 PI9  C30  N4    single    1.357  0.020  1.357
 PI9  N4   HN41  single    0.890  0.020  1.040
 PI9  N4   HN42  single    0.890  0.020  1.040

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
 PI9  H42   C4   H41   106.06  3.000
 PI9  H42   C4   C3    107.98  3.000
 PI9  H41   C4   C3    110.07  3.000
 PI9  H42   C4   C5    107.52  3.000
 PI9  H41   C4   C5    109.68  3.000
 PI9  C3    C4   C5    115.10  3.000
 PI9  H52   C5   H51   106.13  3.000
 PI9  H52   C5   C6    111.03  3.000
 PI9  H51   C5   C6    106.10  3.000
 PI9  H52   C5   C4    109.86  3.000
 PI9  H51   C5   C4    108.79  3.000
 PI9  C6    C5   C4    114.51  3.000
 PI9  N1    C6   O1    123.29  3.000
 PI9  N1    C6   C5    114.51  3.000
 PI9  O1    C6   C5    122.16  3.000
 PI9  H32   C3   H31   105.97  3.000
 PI9  H32   C3   C2    109.46  3.000
 PI9  H31   C3   C2    108.84  3.000
 PI9  H32   C3   C4    109.13  3.000
 PI9  H31   C3   C4    108.01  3.000
 PI9  C2    C3   C4    115.04  3.000
 PI9  H22   C2   H21   106.86  3.000
 PI9  H22   C2   C1    109.42  3.000
 PI9  H21   C2   C1    109.11  3.000
 PI9  H22   C2   C3    109.88  3.000
 PI9  H21   C2   C3    110.28  3.000
 PI9  C1    C2   C3    111.19  3.000
 PI9  HN11  N1   C7    116.34  3.000
 PI9  HN11  N1   C6    118.26  3.000
 PI9  C7    N1   C6    124.64  3.000
 PI9  H71   C7   C11   108.88  3.000
 PI9  H71   C7   C8    107.95  3.000
 PI9  C11   C7   C8    109.98  3.000
 PI9  H71   C7   N1    108.16  3.000
 PI9  C11   C7   N1    108.49  3.000
 PI9  C8    C7   N1    113.28  3.000
 PI9  H81   C8   C9    108.06  3.000
 PI9  H81   C8   C10   107.37  3.000
 PI9  C9    C8   C10   110.73  3.000
 PI9  H81   C8   C7    106.41  3.000
 PI9  C9    C8   C7    112.80  3.000
 PI9  C10   C8   C7    111.18  3.000
 PI9  H103  C10  H102  108.13  3.000
 PI9  H103  C10  H101  107.36  3.000
 PI9  H102  C10  H101  107.83  3.000
 PI9  H103  C10  C8    111.43  3.000
 PI9  H102  C10  C8    111.68  3.000
 PI9  H101  C10  C8    110.23  3.000
 PI9  H93   C9   H92   107.06  3.000
 PI9  H93   C9   H91   107.56  3.000
 PI9  H92   C9   H91   107.55  3.000
 PI9  H93   C9   C8    110.06  3.000
 PI9  H92   C9   C8    113.09  3.000
 PI9  H91   C9   C8    111.27  3.000
 PI9  N2    C11  O2    123.97  3.000
 PI9  N2    C11  C7    114.04  3.000
 PI9  O2    C11  C7    121.90  3.000
 PI9  HN21  N2   C12   117.03  3.000
 PI9  HN21  N2   C11   117.67  3.000
 PI9  C12   N2   C11   124.48  3.000
 PI9  H121  C12  C20   109.35  3.000
 PI9  H121  C12  C13   108.61  3.000
 PI9  C20   C12  C13   112.49  3.000
 PI9  H121  C12  N2    106.96  3.000
 PI9  C20   C12  N2    108.97  3.000
 PI9  C13   C12  N2    110.30  3.000
 PI9  H132  C13  H131  107.01  3.000
 PI9  H132  C13  C14   111.03  3.000
 PI9  H131  C13  C14   110.01  3.000
 PI9  H132  C13  C12   108.65  3.000
 PI9  H131  C13  C12   109.44  3.000
 PI9  C14   C13  C12   110.61  3.000
 PI9  C19   C14  C15   117.98  3.000
 PI9  C19   C14  C13   121.10  3.000
 PI9  C15   C14  C13   120.78  3.000
 PI9  H151  C15  C16   119.08  3.000
 PI9  H151  C15  C14   119.52  3.000
 PI9  C16   C15  C14   121.40  3.000
 PI9  H161  C16  C17   120.49  3.000
 PI9  H161  C16  C15   119.70  3.000
 PI9  C17   C16  C15   119.81  3.000
 PI9  H191  C19  C18   119.14  3.000
 PI9  H191  C19  C14   119.56  3.000
 PI9  C18   C19  C14   121.29  3.000
 PI9  H181  C18  C17   119.58  3.000
 PI9  H181  C18  C19   120.43  3.000
 PI9  C17   C18  C19   119.98  3.000
 PI9  O3    C17  C18   118.45  3.000
 PI9  O3    C17  C16   122.02  3.000
 PI9  C18   C17  C16   119.52  3.000
 PI9  C1    O3   C17   116.37  3.000
 PI9  H12   C1   H11   107.13  3.000
 PI9  H12   C1   O3    110.87  3.000
 PI9  H11   C1   O3    105.13  3.000
 PI9  H12   C1   C2    110.17  3.000
 PI9  H11   C1   C2    110.37  3.000
 PI9  O3    C1   C2    112.92  3.000
 PI9  H20   C20  C21   108.84  3.000
 PI9  H20   C20  O4    105.91  3.000
 PI9  C21   C20  O4    112.14  3.000
 PI9  H20   C20  C12   107.62  3.000
 PI9  C21   C20  C12   109.99  3.000
 PI9  O4    C20  C12   112.11  3.000
 PI9  HO4   O4   C20   109.30  3.000
 PI9  H212  C21  H211  105.37  3.000
 PI9  H212  C21  N3    108.33  3.000
 PI9  H211  C21  N3    111.66  3.000
 PI9  H212  C21  C20   110.00  3.000
 PI9  H211  C21  C20   108.81  3.000
 PI9  N3    C21  C20   112.44  3.000
 PI9  S     N3   C22   115.89  3.000
 PI9  S     N3   C21   116.88  3.000
 PI9  C22   N3   C21   114.99  3.000
 PI9  H222  C22  H221  107.30  3.000
 PI9  H222  C22  C23   110.67  3.000
 PI9  H221  C22  C23   108.20  3.000
 PI9  H222  C22  N3    109.83  3.000
 PI9  H221  C22  N3    108.90  3.000
 PI9  C23   C22  N3    111.80  3.000
 PI9  H232  C23  H231  106.73  3.000
 PI9  H232  C23  C24   109.42  3.000
 PI9  H231  C23  C24   108.27  3.000
 PI9  H232  C23  C22   108.49  3.000
 PI9  H231  C23  C22   110.61  3.000
 PI9  C24   C23  C22   113.12  3.000
 PI9  H241  C24  C25   108.37  3.000
 PI9  H241  C24  C26   108.15  3.000
 PI9  C25   C24  C26   110.23  3.000
 PI9  H241  C24  C23   108.02  3.000
 PI9  C25   C24  C23   112.23  3.000
 PI9  C26   C24  C23   109.72  3.000
 PI9  H263  C26  H262  107.64  3.000
 PI9  H263  C26  H261  107.58  3.000
 PI9  H262  C26  H261  107.75  3.000
 PI9  H263  C26  C24   110.88  3.000
 PI9  H262  C26  C24   111.56  3.000
 PI9  H261  C26  C24   111.25  3.000
 PI9  H253  C25  H252  107.26  3.000
 PI9  H253  C25  H251  107.45  3.000
 PI9  H252  C25  H251  107.56  3.000
 PI9  H253  C25  C24   111.03  3.000
 PI9  H252  C25  C24   112.76  3.000
 PI9  H251  C25  C24   110.54  3.000
 PI9  C27   S    O5    108.52  3.000
 PI9  C27   S    O6    108.25  3.000
 PI9  O5    S    O6    119.17  3.000
 PI9  C27   S    N3    107.01  3.000
 PI9  O5    S    N3    106.63  3.000
 PI9  O6    S    N3    106.65  3.000
 PI9  C28   C27  C32   119.74  3.000
 PI9  C28   C27  S     120.15  3.000
 PI9  C32   C27  S     120.03  3.000
 PI9  H321  C32  C31   119.04  3.000
 PI9  H321  C32  C27   120.76  3.000
 PI9  C31   C32  C27   120.19  3.000
 PI9  H281  C28  C29   119.02  3.000
 PI9  H281  C28  C27   120.83  3.000
 PI9  C29   C28  C27   120.16  3.000
 PI9  H311  C31  C30   119.61  3.000
 PI9  H311  C31  C32   119.57  3.000
 PI9  C30   C31  C32   120.82  3.000
 PI9  H291  C29  C30   119.64  3.000
 PI9  H291  C29  C28   119.51  3.000
 PI9  C30   C29  C28   120.84  3.000
 PI9  N4    C30  C29   120.89  3.000
 PI9  N4    C30  C31   120.84  3.000
 PI9  C29   C30  C31   118.25  3.000
 PI9  HN42  N4   HN41  114.52  3.000
 PI9  HN42  N4   C30   118.55  3.000
 PI9  HN41  N4   C30   118.64  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
 PI9  CONST_01  C17   C16  C15  C14     0.00   0.0  0
 PI9  CONST_02  C17   C18  C19  C14     0.00   0.0  0
 PI9  CONST_03  C18   C19  C14  C15     0.00   0.0  0
 PI9  CONST_04  C18   C17  C16  C15     0.00   0.0  0
 PI9  CONST_05  C19   C14  C15  C16     0.00   0.0  0
 PI9  CONST_06  C19   C18  C17  C16     0.00   0.0  0
 PI9  CONST_07  C30   C31  C32  C27     0.00   0.0  0
 PI9  CONST_08  C30   C29  C28  C27     0.00   0.0  0
 PI9  CONST_09  C29   C28  C27  C32     0.00   0.0  0
 PI9  CONST_10  C29   C30  C31  C32     0.00   0.0  0
 PI9  CONST_11  C31   C32  C27  C28     0.00   0.0  0
 PI9  CONST_12  C31   C30  C29  C28     0.00   0.0  0
 PI9  CONST_13  C7    N1   C6   C5    180.00   0.0  0
 PI9  CONST_14  C12   N2   C11  C7    180.00   0.0  0
 PI9  CONST_15  C31   C32  C27  S     180.00   0.0  0
 PI9  CONST_16  C29   C28  C27  S     180.00   0.0  0
 PI9  CONST_17  N4    C30  C31  C32   180.00   0.0  0
 PI9  CONST_18  N4    C30  C29  C28   180.00   0.0  0
 PI9  CONST_19  C7    N1   C6   O1      0.00   0.0  0
 PI9  CONST_20  C12   N2   C11  O2      0.00   0.0  0
 PI9  CONST_21  H151  C15  C14  C13     0.00   0.0  0
 PI9  CONST_22  H191  C19  C14  C13     0.00   0.0  0
 PI9  CONST_23  H161  C16  C15  C14   180.00   0.0  0
 PI9  CONST_24  H181  C18  C19  C14   180.00   0.0  0
 PI9  CONST_25  H311  C31  C32  C27   180.00   0.0  0
 PI9  CONST_26  H291  C29  C28  C27   180.00   0.0  0
 PI9  CONST_27  H281  C28  C27  C32   180.00   0.0  0
 PI9  CONST_28  H321  C32  C27  C28   180.00   0.0  0
 PI9  CONST_29  HN11  N1   C6   C5      0.00   0.0  0
 PI9  CONST_30  HN21  N2   C11  C7      0.00   0.0  0
 PI9  Var_01    N1    C6   C5   C4   -139.91  30.0  1
 PI9  Var_02    C1    C2   C3   C4   -172.64  30.0  1
 PI9  Var_03    C2    C3   C4   C5    -67.88  30.0  1
 PI9  Var_04    C3    C4   C5   C6     77.04  30.0  1
 PI9  Var_05    O3    C1   C2   C3    172.96  30.0  1
 PI9  Var_06    C15   C14  C13  C12   -70.53  30.0  1
 PI9  Var_07    C32   C27  S    N3     88.60  30.0  2
 PI9  Var_08    C27   S    N3   C21   -76.71  30.0  3
 PI9  Var_09    H101  C10  C8   C7   -173.13  30.0  3
 PI9  Var_10    H91   C9   C8   C7    -65.41  30.0  3
 PI9  Var_11    C22   N3   C21  C20   107.52  30.0  3
 PI9  Var_12    C23   C22  N3   C21   -64.10  30.0  3
 PI9  Var_13    C24   C23  C22  N3   -176.78  30.0  3
 PI9  Var_14    C26   C24  C23  C22   172.21  30.0  3
 PI9  Var_15    H261  C26  C24  C23  -177.96  30.0  3
 PI9  Var_16    H251  C25  C24  C23   -59.00  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
 PI9  chir_01  C7   N1  C8   C11  negativ
 PI9  chir_02  C12  N2  C13  C20  negativ
 PI9  chir_03  C20  O4  C12  C21  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
 PI9  plan-1  C13   0.020
 PI9  plan-1  C14   0.020
 PI9  plan-1  C15   0.020
 PI9  plan-1  C16   0.020
 PI9  plan-1  C19   0.020
 PI9  plan-1  C18   0.020
 PI9  plan-1  C17   0.020
 PI9  plan-1  O3    0.020
 PI9  plan-1  H151  0.020
 PI9  plan-1  H161  0.020
 PI9  plan-1  H191  0.020
 PI9  plan-1  H181  0.020
 PI9  plan-2  S     0.020
 PI9  plan-2  C27   0.020
 PI9  plan-2  C32   0.020
 PI9  plan-2  C28   0.020
 PI9  plan-2  C31   0.020
 PI9  plan-2  C29   0.020
 PI9  plan-2  C30   0.020
 PI9  plan-2  N4    0.020
 PI9  plan-2  H321  0.020
 PI9  plan-2  H281  0.020
 PI9  plan-2  H311  0.020
 PI9  plan-2  H291  0.020
 PI9  plan-3  C5    0.020
 PI9  plan-3  C6    0.020
 PI9  plan-3  O1    0.020
 PI9  plan-3  N1    0.020
 PI9  plan-3  C7    0.020
 PI9  plan-3  HN11  0.020
 PI9  plan-4  C7    0.020
 PI9  plan-4  C11   0.020
 PI9  plan-4  O2    0.020
 PI9  plan-4  N2    0.020
 PI9  plan-4  C12   0.020
 PI9  plan-4  HN21  0.020
 PI9  plan-5  C30   0.020
 PI9  plan-5  N4    0.020
 PI9  plan-5  HN41  0.020
 PI9  plan-5  HN42  0.020

