# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sat Jun  6 22:45:27 2020
#   Inital geometry file: a 255 line input string
#   Ligand name: "(1R,2S,5S)-3-[(2S)-2-(2,3-dihydro-1H-inden-2-yl)-2-[[(2S)-3,3-dimethyl-1-(2-oxopiperidin-1-yl)butan-2-yl]carbamoylamino]ethanoyl]-N-[(3S)-1,2-dioxo-1-(prop-2-enylamino)hexan-3-yl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide"
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC[C@H](NC(=O)[C@@H]1[C@@H]2[C@H](CN1C(=O)[C@@H](NC(=O)N[C@H](CN3CCCCC3=O)C(C)(C)C)C4Cc5ccccc5C4)C2(C)C)C(=O)C(=O)NCC=C
#
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
 M66  M66  "(1R,2S,5S)-3-{(2S)-2-(2,3-dihydro-1H-inden-2-yl)-2-[({(1S)-2,2-dimethyl-1-[(2-oxopiperidin-1-yl)methyl]propyl}carbamoyl)amino]acetyl}-6,6-dimethyl-N-{(1S)-1-[oxo(prop-2-en-1-ylamino)acetyl]butyl}-3-azabicyclo[3.1.0]hexane-2-carboxamide"  ligand  110  52  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_M66
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
 M66  C1    C  C     0   0.765  -3.0223   0.8372  -0.6814
 M66  O2    O  O     0  -0.517  -2.8041   1.6772   0.1838
 M66  N3    N  NH1   0  -0.690  -3.8134   1.0524  -1.7687
 M66  N5    N  NT    0  -0.460  -6.0023   1.0429   0.0099
 M66  C6    C  CH1   0  -0.051  -4.7571   2.1489  -1.8259
 M66  C7    C  CT    0  -0.090  -4.8180   2.7624  -3.2442
 M66  C8    C  CH3   0  -0.636  -3.4448   3.3448  -3.5839
 M66  C9    C  CH3   0  -0.670  -5.1930   1.7252  -4.3069
 M66  C10   C  CH3   0  -0.659  -5.8470   3.8962  -3.2633
 M66  C11   C  C     0   0.556  -5.8660   1.8066   1.1138
 M66  C12   C  CH2   0  -0.556  -5.6461   1.1135   2.4395
 M66  C13   C  CH2   0  -0.448  -6.1135  -0.3303   2.4978
 M66  C14   C  CH2   0  -0.475  -5.6012  -1.0573   1.2701
 M66  C15   C  CH2   0  -0.280  -6.1490  -0.4096   0.0163
 M66  C16   C  CH2   0  -0.306  -6.1247   1.7040  -1.2777
 M66  N17   N  NH1   0  -0.697  -2.4660  -0.4052  -0.6105
 M66  C18   C  CH1   0  -0.176  -1.5575  -0.6977   0.4610
 M66  C19   C  CR15  0  -0.297  -1.1024  -2.1590   0.4449
 M66  C20   C  CH2   0  -0.483  -2.2533  -3.1772   0.5625
 M66  C21   C  CH2   0  -0.510  -0.2838  -2.6069  -0.7829
 M66  C22   C  CR56  0   0.097  -1.6789  -4.4070  -0.0816
 M66  C23   C  CR56  0   0.103  -0.5609  -4.0811  -0.8456
 M66  C24   C  CR16  0  -0.327   0.1250  -5.0633  -1.5430
 M66  C25   C  CR16  0  -0.260  -0.3184  -6.3800  -1.4703
 M66  C26   C  CR16  0  -0.261  -1.4364  -6.7049  -0.7092
 M66  C27   C  CR16  0  -0.327  -2.1248  -5.7177  -0.0107
 M66  C28   C  C     0   0.605  -0.3264   0.1997   0.3851
 M66  O29   O  O     0  -0.494   0.1685   0.4927  -0.6945
 M66  N30   N  NT    0  -0.478   0.2261   0.5911   1.5448
 M66  C31   C  CH2   0  -0.281  -0.2539   0.2924   2.8897
 M66  C32   C  CH1   0  -0.201   1.5165   1.2481   1.5242
 M66  C33   C  CH1   0  -0.266   1.7394   1.6891   2.9548
 M66  C34   C  CH1   0  -0.265   0.6495   1.0892   3.7954
 M66  C35   C  CT    0  -0.003   0.7201   2.5792   3.6115
 M66  C36   C  CH3   0  -0.658   1.2295   3.3557   4.8051
 M66  C37   C  CH3   0  -0.692  -0.3227   3.3361   2.8219
 M66  C38   C  C     0   0.581   2.5904   0.2342   1.1346
 M66  O39   O  O     0  -0.478   2.5416  -0.9129   1.5455
 M66  N40   N  NH1   0  -0.633   3.5805   0.7225   0.3706
 M66  C41   C  CH1   0  -0.197   4.7035  -0.0658  -0.0643
 M66  C42   C  CH2   0  -0.410   4.6011  -0.4608  -1.5486
 M66  C43   C  CH2   0  -0.442   3.3983  -1.3506  -1.8359
 M66  C44   C  CH3   0  -0.660   3.3377  -1.7740  -3.2964
 M66  C46   C  C     0   0.297   5.9847   0.7033   0.1576
 M66  O47   O  O     0  -0.463   7.2205  -1.3517   0.2337
 M66  N48   N  NH1   0  -0.616   8.3810   0.5986   0.3312
 M66  C49   C  CH2   0  -0.363   9.7137   0.0328   0.4067
 M66  C50   C  C1    0  -0.166  10.3551  -0.0668  -0.9450
 M66  C51   C  C2    0  -0.521  11.4755   0.5604  -1.2778
 M66  C52   C  C     0   0.490   7.2734  -0.1326   0.2378
 M66  HN3   H  HNH1  0   0.383  -4.0245   0.2540  -2.3481
 M66  H6    H  HCH1  0   0.257  -4.3762   2.9236  -1.1585
 M66  H8    H  HCH3  0   0.230  -2.6667   2.5815  -3.5610
 M66  H8A   H  HCH3  0   0.224  -3.4556   3.7829  -4.5840
 M66  H8B   H  HCH3  0   0.222  -3.1641   4.1331  -2.8816
 M66  H9    H  HCH3  0   0.230  -6.1511   1.2445  -4.1023
 M66  H9A   H  HCH3  0   0.237  -5.2762   2.2061  -5.2834
 M66  H9B   H  HCH3  0   0.225  -4.4378   0.9425  -4.4061
 M66  H10   H  HCH3  0   0.228  -5.6840   4.5970  -2.4411
 M66  H10A  H  HCH3  0   0.234  -5.7721   4.4589  -4.1957
 M66  H10B  H  HCH3  0   0.230  -6.8716   3.5286  -3.1910
 M66  H12   H  HCH2  0   0.261  -4.5660   1.1593   2.6196
 M66  H12A  H  HCH2  0   0.261  -6.1141   1.7221   3.2142
 M66  H13   H  HCH2  0   0.246  -5.7529  -0.8019   3.4132
 M66  H13A  H  HCH2  0   0.228  -7.2061  -0.3752   2.5286
 M66  H14   H  HCH2  0   0.240  -4.5087  -1.0275   1.2532
 M66  H14A  H  HCH2  0   0.249  -5.8908  -2.1093   1.2740
 M66  H15   H  HCH2  0   0.241  -7.2089  -0.6631  -0.1018
 M66  H15A  H  HCH2  0   0.240  -5.6340  -0.8112  -0.8569
 M66  H16   H  HCH2  0   0.247  -6.6066   1.0045  -1.9641
 M66  H16A  H  HCH2  0   0.258  -6.7882   2.5630  -1.1885
 M66  HN17  H  HNH1  0   0.392  -2.4972  -1.0169  -1.4099
 M66  H18   H  HCH1  0   0.266  -2.0811  -0.5347   1.4056
 M66  H19   H  HCR5  0   0.279  -0.4575  -2.2954   1.3186
 M66  H20   H  HCH2  0   0.258  -2.5600  -3.3334   1.5981
 M66  H20A  H  HCH2  0   0.251  -3.1432  -2.8443   0.0175
 M66  H21   H  HCH2  0   0.244  -0.6096  -2.1192  -1.7079
 M66  H21A  H  HCH2  0   0.272   0.7757  -2.3743  -0.6701
 M66  H24   H  HCR6  0   0.242   0.9996  -4.8151  -2.1332
 M66  H25   H  HCR6  0   0.252   0.2118  -7.1567  -2.0063
 M66  H26   H  HCR6  0   0.251  -1.7707  -7.7331  -0.6566
 M66  H27   H  HCR6  0   0.246  -2.9947  -5.9760   0.5814
 M66  H31   H  HCH2  0   0.254  -1.3029   0.5770   2.9997
 M66  H31A  H  HCH2  0   0.257  -0.1685  -0.7727   3.1193
 M66  H32   H  HCH1  0   0.279   1.5062   2.0921   0.8278
 M66  H33   H  HCH1  0   0.273   2.7646   1.7369   3.3042
 M66  H34   H  HCH1  0   0.265   0.8590   0.6714   4.7727
 M66  H36   H  HCH3  0   0.230   1.7019   4.2885   4.4900
 M66  H36A  H  HCH3  0   0.230   0.4092   3.6096   5.4796
 M66  H36B  H  HCH3  0   0.229   1.9650   2.7892   5.3786
 M66  H37   H  HCH3  0   0.251  -0.6714   2.8144   1.9333
 M66  H37A  H  HCH3  0   0.231  -1.1967   3.5329   3.4462
 M66  H37B  H  HCH3  0   0.230   0.0757   4.3016   2.5038
 M66  HN40  H  HNH1  0   0.402   3.4976   1.6644   0.0199
 M66  H41   H  HCH1  0   0.288   4.7275  -0.9758   0.5358
 M66  H42   H  HCH2  0   0.235   4.5513   0.4471  -2.1586
 M66  H42A  H  HCH2  0   0.245   5.5147  -0.9824  -1.8432
 M66  H43   H  HCH2  0   0.219   3.4437  -2.2363  -1.1952
 M66  H43A  H  HCH2  0   0.240   2.4772  -0.8268  -1.5707
 M66  H44   H  HCH3  0   0.220   3.2736  -0.9077  -3.9569
 M66  H44A  H  HCH3  0   0.220   4.2225  -2.3445  -3.5839
 M66  H44B  H  HCH3  0   0.228   2.4656  -2.4009  -3.4877
 M66  HN48  H  HNH1  0   0.413   8.2968   1.6030   0.2855
 M66  H49   H  HCH2  0   0.273  10.3112   0.6609   1.0676
 M66  H49A  H  HCH2  0   0.265   9.6405  -0.9526   0.8684
 M66  H50   H  H     0   0.255   9.8477  -0.6955  -1.6703
 M66  H51   H  H     0   0.241  12.0006   1.1980  -0.5762
 M66  H51A  H  H     0   0.245  11.9098   0.4593  -2.2637
 M66  O45   O  O     0  -0.348   6.0234   1.9033   0.2512
 M66  O4    O  O     0  -0.521  -5.8756   3.0321   1.0553

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
 M66  C1   N3    single    1.362  0.020  1.362
 M66  C1   O2    double    1.226  0.020  1.226
 M66  N3   C6    single    1.448  0.020  1.448
 M66  N3   HN3   single    0.890  0.020  1.040
 M66  N5   C16   single    1.453  0.020  1.453
 M66  C6   C7    single    1.546  0.020  1.546
 M66  C6   H6    single    0.970  0.020  1.090
 M66  C7   C9    single    1.532  0.020  1.532
 M66  C7   C10   single    1.531  0.020  1.531
 M66  C8   C7    single    1.530  0.020  1.530
 M66  C8   H8    single    0.970  0.020  1.090
 M66  C8   H8A   single    0.970  0.020  1.090
 M66  C8   H8B   single    0.970  0.020  1.090
 M66  C9   H9    single    0.970  0.020  1.090
 M66  C9   H9A   single    0.970  0.020  1.090
 M66  C9   H9B   single    0.970  0.020  1.090
 M66  C10  H10   single    0.970  0.020  1.090
 M66  C10  H10A  single    0.970  0.020  1.090
 M66  C10  H10B  single    0.970  0.020  1.090
 M66  C11  O4    double    1.227  0.020  1.227
 M66  C11  N5    single    1.349  0.020  1.349
 M66  C12  C11   single    1.512  0.020  1.512
 M66  C12  H12   single    0.970  0.020  1.090
 M66  C12  H12A  single    0.970  0.020  1.090
 M66  C13  C12   single    1.519  0.020  1.519
 M66  C13  C14   single    1.516  0.020  1.516
 M66  C13  H13   single    0.970  0.020  1.090
 M66  C13  H13A  single    0.970  0.020  1.090
 M66  C14  C15   single    1.514  0.020  1.514
 M66  C14  H14   single    0.970  0.020  1.090
 M66  C14  H14A  single    0.970  0.020  1.090
 M66  C15  N5    single    1.460  0.020  1.460
 M66  C15  H15   single    0.970  0.020  1.090
 M66  C15  H15A  single    0.970  0.020  1.090
 M66  C16  C6    single    1.539  0.020  1.539
 M66  C16  H16   single    0.970  0.020  1.090
 M66  C16  H16A  single    0.970  0.020  1.090
 M66  N17  C1    single    1.363  0.020  1.363
 M66  N17  C18   single    1.435  0.020  1.435
 M66  N17  HN17  single    0.860  0.020  1.020
 M66  C18  C28   single    1.525  0.020  1.525
 M66  C18  H18   single    0.970  0.020  1.090
 M66  C19  C18   single    1.531  0.020  1.531
 M66  C19  H19   single    0.970  0.020  1.090
 M66  C20  C19   single    1.541  0.020  1.541
 M66  C20  H20   single    0.970  0.020  1.090
 M66  C20  H20A  single    0.970  0.020  1.090
 M66  C21  C19   single    1.542  0.020  1.542
 M66  C21  H21   single    0.970  0.020  1.090
 M66  C21  H21A  single    0.970  0.020  1.090
 M66  C22  C20   single    1.502  0.020  1.502
 M66  C23  C21   single    1.501  0.020  1.501
 M66  C23  C22   aromatic  1.393  0.020  1.393
 M66  C24  C23   aromatic  1.386  0.020  1.386
 M66  C24  H24   single    0.930  0.020  1.080
 M66  C25  C24   aromatic  1.391  0.020  1.391
 M66  C25  C26   aromatic  1.391  0.020  1.391
 M66  C25  H25   single    0.930  0.020  1.080
 M66  C26  C27   aromatic  1.391  0.020  1.391
 M66  C26  H26   single    0.930  0.020  1.080
 M66  C27  C22   aromatic  1.386  0.020  1.386
 M66  C27  H27   single    0.930  0.020  1.080
 M66  C28  O29   double    1.223  0.020  1.223
 M66  C28  N30   single    1.343  0.020  1.343
 M66  N30  C32   single    1.448  0.020  1.448
 M66  C31  N30   single    1.459  0.020  1.459
 M66  C31  C34   single    1.507  0.020  1.507
 M66  C31  H31   single    0.970  0.020  1.090
 M66  C31  H31A  single    0.970  0.020  1.090
 M66  C32  C33   single    1.514  0.020  1.514
 M66  C32  H32   single    0.970  0.020  1.090
 M66  C33  C35   single    1.504  0.020  1.504
 M66  C33  H33   single    0.970  0.020  1.090
 M66  C34  C33   single    1.501  0.020  1.501
 M66  C34  C35   single    1.503  0.020  1.503
 M66  C34  H34   single    0.970  0.020  1.090
 M66  C35  C36   single    1.512  0.020  1.512
 M66  C36  H36   single    0.970  0.020  1.090
 M66  C36  H36A  single    0.970  0.020  1.090
 M66  C36  H36B  single    0.970  0.020  1.090
 M66  C37  C35   single    1.511  0.020  1.511
 M66  C37  H37   single    0.970  0.020  1.090
 M66  C37  H37A  single    0.970  0.020  1.090
 M66  C37  H37B  single    0.970  0.020  1.090
 M66  C38  C32   single    1.527  0.020  1.527
 M66  C38  N40   single    1.343  0.020  1.343
 M66  O39  C38   double    1.219  0.020  1.219
 M66  N40  HN40  single    0.860  0.020  1.020
 M66  C41  N40   single    1.439  0.020  1.439
 M66  C41  C46   single    1.511  0.020  1.511
 M66  C41  H41   single    0.970  0.020  1.090
 M66  C42  C41   single    1.539  0.020  1.539
 M66  C42  H42   single    0.970  0.020  1.090
 M66  C42  H42A  single    0.970  0.020  1.090
 M66  C43  C42   single    1.524  0.020  1.524
 M66  C43  H43   single    0.970  0.020  1.090
 M66  C43  H43A  single    0.970  0.020  1.090
 M66  C44  C43   single    1.522  0.020  1.522
 M66  C44  H44   single    0.970  0.020  1.090
 M66  C44  H44A  single    0.970  0.020  1.090
 M66  C44  H44B  single    0.970  0.020  1.090
 M66  C46  O45   double    1.204  0.020  1.204
 M66  O47  C52   double    1.220  0.020  1.220
 M66  N48  C52   single    1.330  0.020  1.330
 M66  N48  HN48  single    0.860  0.020  1.020
 M66  C49  N48   single    1.450  0.020  1.450
 M66  C49  H49   single    0.970  0.020  1.090
 M66  C49  H49A  single    0.970  0.020  1.090
 M66  C50  C49   single    1.500  0.020  1.500
 M66  C50  H50   single    0.930  0.020  1.080
 M66  C51  C50   double    1.326  0.020  1.326
 M66  C51  H51   single    0.930  0.020  1.080
 M66  C51  H51A  single    0.930  0.020  1.080
 M66  C52  C46   single    1.538  0.020  1.538

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
 M66  N17   C1   N3    115.01  3.000
 M66  N17   C1   O2    121.02  3.000
 M66  N3    C1   O2    123.97  3.000
 M66  HN3   N3   C6    116.13  3.000
 M66  HN3   N3   C1    117.07  3.000
 M66  C6    N3   C1    122.00  3.000
 M66  C16   N5   C15   116.63  3.000
 M66  C15   N5   C11   124.73  3.000
 M66  C16   N5   C11   118.43  3.000
 M66  H6    C6   C16   107.31  3.000
 M66  C16   C6   C7    113.97  3.000
 M66  H6    C6   C7    107.04  3.000
 M66  C16   C6   N3    110.25  3.000
 M66  H6    C6   N3    106.62  3.000
 M66  C7    C6   N3    111.25  3.000
 M66  C10   C7   C9    109.16  3.000
 M66  C10   C7   C8    108.58  3.000
 M66  C9    C7   C8    108.87  3.000
 M66  C8    C7   C6    108.62  3.000
 M66  C10   C7   C6    109.37  3.000
 M66  C9    C7   C6    112.17  3.000
 M66  H8B   C8   H8A   107.57  3.000
 M66  H8B   C8   H8    107.96  3.000
 M66  H8A   C8   H8    107.89  3.000
 M66  H8B   C8   C7    111.26  3.000
 M66  H8A   C8   C7    110.32  3.000
 M66  H8    C8   C7    111.68  3.000
 M66  H9B   C9   H9A   106.68  3.000
 M66  H9B   C9   H9    107.97  3.000
 M66  H9A   C9   H9    107.15  3.000
 M66  H9B   C9   C7    112.28  3.000
 M66  H9A   C9   C7    109.94  3.000
 M66  H9    C9   C7    112.53  3.000
 M66  H10B  C10  H10A  107.14  3.000
 M66  H10B  C10  H10   107.84  3.000
 M66  H10A  C10  H10   107.57  3.000
 M66  H10B  C10  C7    112.39  3.000
 M66  H10A  C10  C7    110.26  3.000
 M66  H10   C10  C7    111.43  3.000
 M66  C12   C11  N5    118.20  3.000
 M66  C12   C11  O4    120.05  3.000
 M66  N5    C11  O4    121.71  3.000
 M66  H12A  C12  H12   106.43  3.000
 M66  H12A  C12  C13   111.78  3.000
 M66  H12   C12  C13   109.67  3.000
 M66  C13   C12  C11   115.13  3.000
 M66  H12A  C12  C11   107.74  3.000
 M66  H12   C12  C11   105.56  3.000
 M66  H13A  C13  H13   106.78  3.000
 M66  H13A  C13  C14   109.91  3.000
 M66  H13   C13  C14   111.13  3.000
 M66  H13A  C13  C12   110.34  3.000
 M66  H13   C13  C12   109.97  3.000
 M66  C14   C13  C12   108.71  3.000
 M66  H14A  C14  H14   106.96  3.000
 M66  H14A  C14  C15   108.63  3.000
 M66  H14   C14  C15   109.71  3.000
 M66  H14A  C14  C13   111.70  3.000
 M66  H14   C14  C13   109.70  3.000
 M66  C15   C14  C13   110.07  3.000
 M66  H15A  C15  H15   106.57  3.000
 M66  H15A  C15  C14   109.56  3.000
 M66  H15   C15  C14   109.89  3.000
 M66  H15A  C15  N5    108.39  3.000
 M66  H15   C15  N5    109.07  3.000
 M66  C14   C15  N5    113.14  3.000
 M66  H16A  C16  H16   106.73  3.000
 M66  H16A  C16  C6    110.03  3.000
 M66  H16   C16  C6    110.70  3.000
 M66  H16A  C16  N5    109.73  3.000
 M66  H16   C16  N5    107.62  3.000
 M66  C6    C16  N5    111.87  3.000
 M66  HN17  N17  C18   119.24  3.000
 M66  HN17  N17  C1    119.98  3.000
 M66  C18   N17  C1    118.89  3.000
 M66  H18   C18  C28   110.01  3.000
 M66  H18   C18  C19   107.10  3.000
 M66  C28   C18  C19   108.74  3.000
 M66  C19   C18  N17   112.03  3.000
 M66  H18   C18  N17   108.17  3.000
 M66  C28   C18  N17   110.73  3.000
 M66  H19   C19  C21   106.66  3.000
 M66  C21   C19  C20   105.38  3.000
 M66  H19   C19  C20   107.27  3.000
 M66  C21   C19  C18   116.32  3.000
 M66  C20   C19  C18   114.07  3.000
 M66  H19   C19  C18   106.61  3.000
 M66  H20A  C20  H20   106.70  3.000
 M66  H20A  C20  C22   110.25  3.000
 M66  H20   C20  C22   113.39  3.000
 M66  C22   C20  C19   102.86  3.000
 M66  H20A  C20  C19   111.59  3.000
 M66  H20   C20  C19   112.14  3.000
 M66  H21A  C21  H21   106.34  3.000
 M66  H21A  C21  C23   113.14  3.000
 M66  H21   C21  C23   110.30  3.000
 M66  C23   C21  C19   102.74  3.000
 M66  H21A  C21  C19   111.80  3.000
 M66  H21   C21  C19   112.66  3.000
 M66  C27   C22  C23   120.49  3.000
 M66  C27   C22  C20   128.98  3.000
 M66  C23   C22  C20   110.52  3.000
 M66  C24   C23  C22   120.49  3.000
 M66  C24   C23  C21   128.71  3.000
 M66  C22   C23  C21   110.79  3.000
 M66  H24   C24  C25   120.16  3.000
 M66  C25   C24  C23   119.11  3.000
 M66  H24   C24  C23   120.73  3.000
 M66  H25   C25  C26   119.81  3.000
 M66  H25   C25  C24   119.80  3.000
 M66  C26   C25  C24   120.39  3.000
 M66  H26   C26  C27   119.78  3.000
 M66  H26   C26  C25   119.78  3.000
 M66  C27   C26  C25   120.44  3.000
 M66  H27   C27  C26   120.16  3.000
 M66  H27   C27  C22   120.77  3.000
 M66  C26   C27  C22   119.08  3.000
 M66  N30   C28  O29   121.73  3.000
 M66  N30   C28  C18   117.42  3.000
 M66  O29   C28  C18   120.76  3.000
 M66  C32   N30  C31   113.53  3.000
 M66  C31   N30  C28   126.95  3.000
 M66  C32   N30  C28   119.11  3.000
 M66  H31A  C31  H31   107.92  3.000
 M66  H31A  C31  C34   110.00  3.000
 M66  H31   C31  C34   112.17  3.000
 M66  H31A  C31  N30   111.57  3.000
 M66  H31   C31  N30   110.82  3.000
 M66  C34   C31  N30   104.39  3.000
 M66  H32   C32  C38   110.88  3.000
 M66  C38   C32  C33   109.33  3.000
 M66  H32   C32  C33   112.22  3.000
 M66  C38   C32  N30   109.20  3.000
 M66  H32   C32  N30   110.52  3.000
 M66  C33   C32  N30   104.47  3.000
 M66  H33   C33  C35   118.30  3.000
 M66  H33   C33  C34   121.57  3.000
 M66  C35   C33  C34    60.01  3.000
 M66  C34   C33  C32   107.81  3.000
 M66  H33   C33  C32   117.17  3.000
 M66  C35   C33  C32   119.03  3.000
 M66  H34   C34  C35   118.92  3.000
 M66  H34   C34  C33   121.25  3.000
 M66  C35   C34  C33    60.08  3.000
 M66  H34   C34  C31   117.01  3.000
 M66  C35   C34  C31   118.61  3.000
 M66  C33   C34  C31   108.05  3.000
 M66  C37   C35  C36   112.81  3.000
 M66  C37   C35  C34   121.87  3.000
 M66  C36   C35  C34   115.36  3.000
 M66  C37   C35  C33   122.40  3.000
 M66  C36   C35  C33   114.85  3.000
 M66  C34   C35  C33    59.91  3.000
 M66  H36B  C36  H36A  107.60  3.000
 M66  H36B  C36  H36   107.67  3.000
 M66  H36A  C36  H36   107.73  3.000
 M66  H36B  C36  C35   112.04  3.000
 M66  H36A  C36  C35   110.72  3.000
 M66  H36   C36  C35   110.89  3.000
 M66  H37B  C37  H37A  107.41  3.000
 M66  H37B  C37  H37   107.64  3.000
 M66  H37A  C37  H37   107.27  3.000
 M66  H37B  C37  C35   110.08  3.000
 M66  H37A  C37  C35   110.11  3.000
 M66  H37   C37  C35   114.06  3.000
 M66  N40   C38  O39   124.30  3.000
 M66  O39   C38  C32   120.69  3.000
 M66  N40   C38  C32   114.97  3.000
 M66  HN40  N40  C41   118.07  3.000
 M66  C41   N40  C38   123.24  3.000
 M66  HN40  N40  C38   118.49  3.000
 M66  H41   C41  C46   108.99  3.000
 M66  H41   C41  C42   108.54  3.000
 M66  C46   C41  C42   109.19  3.000
 M66  C42   C41  N40   112.33  3.000
 M66  H41   C41  N40   107.94  3.000
 M66  C46   C41  N40   109.79  3.000
 M66  H42A  C42  H42   106.48  3.000
 M66  H42A  C42  C43   109.30  3.000
 M66  H42   C42  C43   110.08  3.000
 M66  C43   C42  C41   112.59  3.000
 M66  H42A  C42  C41   109.08  3.000
 M66  H42   C42  C41   109.11  3.000
 M66  H43A  C43  H43   106.33  3.000
 M66  H43A  C43  C44   109.44  3.000
 M66  H43   C43  C44   109.77  3.000
 M66  C44   C43  C42   112.02  3.000
 M66  H43A  C43  C42   109.87  3.000
 M66  H43   C43  C42   109.25  3.000
 M66  H44B  C44  H44A  107.55  3.000
 M66  H44B  C44  H44   107.65  3.000
 M66  H44A  C44  H44   107.65  3.000
 M66  H44B  C44  C43   111.10  3.000
 M66  H44A  C44  C43   111.47  3.000
 M66  H44   C44  C43   111.24  3.000
 M66  C52   C46  O45   120.70  3.000
 M66  C52   C46  C41   116.20  3.000
 M66  O45   C46  C41   123.09  3.000
 M66  HN48  N48  C52   118.32  3.000
 M66  HN48  N48  C49   117.88  3.000
 M66  C52   N48  C49   123.67  3.000
 M66  H49A  C49  H49   107.50  3.000
 M66  H49A  C49  C50   110.50  3.000
 M66  H49   C49  C50   110.51  3.000
 M66  C50   C49  N48   111.85  3.000
 M66  H49A  C49  N48   108.24  3.000
 M66  H49   C49  N48   108.10  3.000
 M66  H50   C50  C51   120.07  3.000
 M66  C51   C50  C49   123.78  3.000
 M66  H50   C50  C49   116.15  3.000
 M66  H51A  C51  H51   116.77  3.000
 M66  H51A  C51  C50   121.56  3.000
 M66  H51   C51  C50   121.67  3.000
 M66  N48   C52  O47   125.83  3.000
 M66  N48   C52  C46   113.74  3.000
 M66  O47   C52  C46   120.42  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
 M66  CONST_01  C25   C24  C23  C22     0.00   0.0  0
 M66  CONST_02  C25   C26  C27  C22     0.00   0.0  0
 M66  CONST_03  C26   C27  C22  C23     0.00   0.0  0
 M66  CONST_04  C26   C25  C24  C23     0.00   0.0  0
 M66  CONST_05  C27   C22  C23  C24     0.00   0.0  0
 M66  CONST_06  C27   C26  C25  C24     0.00   0.0  0
 M66  CONST_07  C15   N5   C11  C12     0.00   0.0  0
 M66  CONST_08  C15   N5   C11  O4    180.00   0.0  0
 M66  CONST_09  C16   N5   C11  C12   180.00   0.0  0
 M66  CONST_10  H27   C27  C22  C20     0.00   0.0  0
 M66  CONST_11  H24   C24  C23  C21     0.00   0.0  0
 M66  CONST_12  H26   C26  C27  C22   180.00   0.0  0
 M66  CONST_13  H25   C25  C24  C23   180.00   0.0  0
 M66  CONST_14  C32   N30  C28  C18   180.00   0.0  0
 M66  CONST_15  C31   N30  C28  C18     0.00   0.0  0
 M66  CONST_16  C32   N30  C28  O29     0.00   0.0  0
 M66  CONST_17  C31   N30  C28  O29   180.00   0.0  0
 M66  CONST_18  C16   N5   C11  O4      0.00   0.0  0
 M66  CONST_19  C41   N40  C38  C32   180.00   0.0  0
 M66  CONST_20  HN40  N40  C38  C32     0.00   0.0  0
 M66  CONST_22  C18   N17  C1   O2      0.00   0.0  0
 M66  CONST_23  C41   N40  C38  O39     0.00   0.0  0
 M66  CONST_24  N48   C52  C46  C41   180.00   0.0  0
 M66  CONST_25  C49   N48  C52  C46   180.00   0.0  0
 M66  CONST_26  C49   N48  C52  O47     0.00   0.0  0
 M66  CONST_27  C18   N17  C1   N3    180.00   0.0  0
 M66  CONST_29  HN3   N3   C1   O2    180.00   0.0  0
 M66  CONST_30  HN17  N17  C1   O2    180.00   0.0  0
 M66  CONST_31  HN48  N48  C52  C46     0.00   0.0  0
 M66  Var_01    C13   C12  C11  N5    -22.24  30.0  1
 M66  Var_02    C13   C14  C15  N5     48.30  30.0  1
 M66  Var_03    C14   C15  N5   C11   -22.95  30.0  1
 M66  Var_04    C14   C13  C12  C11    47.68  30.0  1
 M66  Var_05    C15   C14  C13  C12   -60.55  30.0  1
 M66  Var_06    C23   C22  C20  C19   -16.84  30.0  1
 M66  Var_07    C22   C23  C21  C19    16.76  30.0  1
 M66  Var_08    C33   C34  C31  N30    -7.15  30.0  1
 M66  Var_09    C32   C33  C34  C31    -0.61  30.0  1
 M66  Var_10    C34   C31  N30  C32    13.20  30.0  1
 M66  Var_11    C34   C35  C33  C32    94.79  30.0  1
 M66  Var_12    C11   N5   C16  C6     80.17  30.0  2
 M66  Var_13    H36   C36  C35  C33    85.71  30.0  3
 M66  Var_14    H37   C37  C35  C33    33.65  30.0  3
 M66  Var_15    C44   C43  C42  C41  -177.95  30.0  2
 M66  Var_16    C51   C50  C49  N48   118.82  30.0  2
 M66  Var_17    C52   N48  C49  C50    93.71  30.0  3
 M66  Var_18    H51   C51  C50  C49    -0.24   0.0  2
 M66  Var_19    H9    C9   C7   C6     57.73  30.0  3
 M66  Var_20    H10   C10  C7   C6     50.15  30.0  3
 M66  Var_21    H8    C8   C7   C6     59.79  30.0  3
 M66  Var_22    H44   C44  C43  C42   -59.47  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
 M66  chir_01  C6   N3   C7   C16  negativ
 M66  chir_02  C18  N17  C28  C19  positiv
 M66  chir_03  C19  C18  C20  C21  negativ
 M66  chir_04  C32  N30  C38  C33  positiv
 M66  chir_07  C41  N40  C46  C42  positiv
 M66  chir_08  C33  C32  C35  C34  both
 M66  chir_09  C34  C35  C33  C31  both

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
 M66  plan-1  N5    0.020
 M66  plan-1  C11   0.020
 M66  plan-1  C12   0.020
 M66  plan-1  C15   0.020
 M66  plan-1  C16   0.020
 M66  plan-1  O4    0.020
 M66  plan-2  C20   0.020
 M66  plan-2  C21   0.020
 M66  plan-2  C22   0.020
 M66  plan-2  C23   0.020
 M66  plan-2  C24   0.020
 M66  plan-2  C25   0.020
 M66  plan-2  C26   0.020
 M66  plan-2  C27   0.020
 M66  plan-2  H24   0.020
 M66  plan-2  H25   0.020
 M66  plan-2  H26   0.020
 M66  plan-2  H27   0.020
 M66  plan-3  C49   0.020
 M66  plan-3  C50   0.020
 M66  plan-3  C51   0.020
 M66  plan-3  H50   0.020
 M66  plan-3  H51   0.020
 M66  plan-3  H51A  0.020
 M66  plan-4  C1    0.020
 M66  plan-4  O2    0.020
 M66  plan-4  N3    0.020
 M66  plan-4  C6    0.020
 M66  plan-4  N17   0.020
 M66  plan-4  C18   0.020
 M66  plan-4  HN3   0.020
 M66  plan-4  HN17  0.020
 M66  plan-5  C18   0.020
 M66  plan-5  C28   0.020
 M66  plan-5  O29   0.020
 M66  plan-5  N30   0.020
 M66  plan-5  C31   0.020
 M66  plan-5  C32   0.020
 M66  plan-6  C32   0.020
 M66  plan-6  C38   0.020
 M66  plan-6  O39   0.020
 M66  plan-6  N40   0.020
 M66  plan-6  C41   0.020
 M66  plan-6  HN40  0.020
 M66  plan-7  C41   0.020
 M66  plan-7  C46   0.020
 M66  plan-7  O47   0.020
 M66  plan-7  N48   0.020
 M66  plan-7  C49   0.020
 M66  plan-7  C52   0.020
 M66  plan-7  HN48  0.020
 M66  plan-7  O45   0.020

