# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 06:11:37 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (6aR,11aS,11bR)-10-acetyl-9-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-11H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-11-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)C1=C(O)N2[C@@H]([C@@H]3[C@@H](Cc4cccc5[nH]cc3c45)C2(C)C)C1=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
 CZA  CZA  (6aR,11aS,11bR)-10-acetyl-9-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-11H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-11-one  ligand  45  25  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_CZA
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
 CZA  O2    O  O     0  -0.441  -1.7274   -6.9910   2.4029
 CZA  C6    C  CR5   0   0.350  -0.8613   -6.9242   1.5494
 CZA  C3    C  CR5   0  -0.268   0.0200   -7.9412   1.0275
 CZA  C2    C  C     0   0.329   0.1469   -9.3260   1.4455
 CZA  O1    O  O     0  -0.504   0.9864  -10.0711   0.9586
 CZA  C1    C  CH3   0  -0.764  -0.7949   -9.8207   2.5098
 CZA  C5    C  CR15  0  -0.114  -0.4738   -5.6299   0.8578
 CZA  C7    C  CR16  0  -0.357  -1.5137   -4.8863   0.0273
 CZA  C15   C  CR56  0   0.055  -2.3858   -3.9413   0.7719
 CZA  C16   C  CR15  0  -0.111  -3.5678   -4.0520   1.4491
 CZA  N2    N  NR15  0  -0.689  -3.9573   -2.8078   1.8877
 CZA  C17   C  CR56  0   0.377  -3.0426   -1.8712   1.4955
 CZA  C14   C  C     0   0.194  -2.0461   -2.5688   0.8016
 CZA  C18   C  CR16  0  -0.431  -2.9486   -0.4852   1.6436
 CZA  C19   C  CR16  0  -0.255  -1.8441    0.1283   1.0727
 CZA  C20   C  CR16  0  -0.415  -0.8447   -0.5839   0.3785
 CZA  C13   C  CR66  0   0.031  -0.9331   -1.9561   0.2412
 CZA  C12   C  C     0  -0.517   0.0696   -2.8799  -0.3954
 CZA  C8    C  CR16  0  -0.301  -0.5894   -4.1472  -0.9785
 CZA  C9    C  CT    0   0.266   0.4218   -5.2517  -1.3935
 CZA  C10   C  CH3   0  -0.698  -0.1946   -6.0845  -2.5229
 CZA  C11   C  CH3   0  -0.688   1.7845   -4.7252  -1.8298
 CZA  N1    N  NR5   0  -0.534   0.5249   -6.0267  -0.1260
 CZA  C4    C  CR5   0   0.604   0.7703   -7.3351   0.0132
 CZA  O3    O  OH1   0  -0.635   1.6250   -7.9678  -0.7480
 CZA  HO3   H  HOH1  0   0.462   2.1412   -7.3614  -1.2952
 CZA  H11   H  HCH3  0   0.256  -1.8327   -9.7166   2.1909
 CZA  H12   H  HCH3  0   0.312  -0.6896   -9.2368   3.4250
 CZA  H13   H  HCH3  0   0.245  -0.5863  -10.8675   2.7248
 CZA  H5    H  HCR5  0   0.335  -0.0243   -4.9666   1.6040
 CZA  H7    H  HCR6  0   0.284  -2.1217   -5.6170  -0.5131
 CZA  H161  H  HCR5  0   0.268  -4.1744   -4.9188   1.6560
 CZA  HN2   H  HNR5  0   0.405  -4.7995   -2.6253   2.4073
 CZA  H18   H  HCR6  0   0.247  -3.6982    0.0913   2.1694
 CZA  H19   H  HCR6  0   0.265  -1.7426    1.2023   1.1642
 CZA  H20   H  HCR6  0   0.208  -0.0054   -0.0419  -0.0410
 CZA  H121  H  H     0   0.301   0.6188   -2.3613  -1.1836
 CZA  H122  H  H     0   0.268   0.8151   -3.1479   0.3620
 CZA  H8    H  HCR6  0   0.252  -1.1636   -3.8424  -1.8572
 CZA  H101  H  HCH3  0   0.198  -1.1811   -6.4662  -2.2620
 CZA  H102  H  HCH3  0   0.264  -0.3038   -5.4593  -3.4087
 CZA  H103  H  HCH3  0   0.231   0.4184   -6.9362  -2.8174
 CZA  H111  H  HCH3  0   0.246   1.6734   -4.0034  -2.6386
 CZA  H112  H  HCH3  0   0.234   2.3226   -4.2490  -1.0136
 CZA  H113  H  HCH3  0   0.236   2.4214   -5.5224  -2.2217

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
 CZA  O2   C6    double    1.218  0.020  1.218
 CZA  C6   C3    single    1.443  0.020  1.443
 CZA  C6   C5    single    1.518  0.020  1.518
 CZA  C3   C4    double    1.400  0.020  1.400
 CZA  C3   C2    single    1.452  0.020  1.452
 CZA  C2   C1    single    1.505  0.020  1.505
 CZA  C2   O1    double    1.223  0.020  1.223
 CZA  C1   H11   single    0.970  0.020  1.090
 CZA  C1   H12   single    0.970  0.020  1.090
 CZA  C1   H13   single    0.970  0.020  1.090
 CZA  C5   N1    single    1.457  0.020  1.457
 CZA  C5   C7    single    1.525  0.020  1.525
 CZA  C5   H5    single    0.970  0.020  1.090
 CZA  C7   C8    single    1.553  0.020  1.553
 CZA  C7   C15   single    1.486  0.020  1.486
 CZA  C7   H7    single    0.970  0.020  1.090
 CZA  C15  C14   aromatic  1.414  0.020  1.414
 CZA  C15  C16   aromatic  1.367  0.020  1.367
 CZA  C16  N2    aromatic  1.376  0.020  1.376
 CZA  C16  H161  single    0.930  0.020  1.080
 CZA  N2   C17   aromatic  1.367  0.020  1.367
 CZA  N2   HN2   single    0.860  0.020  1.020
 CZA  C17  C14   aromatic  1.400  0.020  1.400
 CZA  C17  C18   aromatic  1.397  0.020  1.397
 CZA  C14  C13   aromatic  1.389  0.020  1.389
 CZA  C18  C19   aromatic  1.386  0.020  1.386
 CZA  C18  H18   single    0.930  0.020  1.080
 CZA  C19  C20   aromatic  1.410  0.020  1.410
 CZA  C19  H19   single    0.930  0.020  1.080
 CZA  C20  C13   aromatic  1.382  0.020  1.382
 CZA  C20  H20   single    0.930  0.020  1.080
 CZA  C13  C12   single    1.505  0.020  1.505
 CZA  C12  C8    single    1.543  0.020  1.543
 CZA  C12  H121  single    0.970  0.020  1.090
 CZA  C12  H122  single    0.970  0.020  1.090
 CZA  C8   C9    single    1.554  0.020  1.554
 CZA  C8   H8    single    0.970  0.020  1.090
 CZA  C9   C10   single    1.533  0.020  1.533
 CZA  C9   C11   single    1.525  0.020  1.525
 CZA  C9   N1    single    1.489  0.020  1.489
 CZA  C10  H101  single    0.970  0.020  1.090
 CZA  C10  H102  single    0.970  0.020  1.090
 CZA  C10  H103  single    0.970  0.020  1.090
 CZA  C11  H111  single    0.970  0.020  1.090
 CZA  C11  H112  single    0.970  0.020  1.090
 CZA  C11  H113  single    0.970  0.020  1.090
 CZA  N1   C4    single    1.338  0.020  1.338
 CZA  C4   O3    single    1.308  0.020  1.308
 CZA  O3   HO3   single    0.850  0.020  0.980

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
 CZA  C5    C6   C3    106.27  3.000
 CZA  C5    C6   O2    123.21  3.000
 CZA  C3    C6   O2    130.46  3.000
 CZA  C4    C3   C2    125.08  3.000
 CZA  C2    C3   C6    128.41  3.000
 CZA  C4    C3   C6    106.51  3.000
 CZA  C1    C2   O1    120.71  3.000
 CZA  O1    C2   C3    121.75  3.000
 CZA  C1    C2   C3    117.54  3.000
 CZA  H13   C1   H12   109.30  3.000
 CZA  H13   C1   H11   109.37  3.000
 CZA  H12   C1   H11   106.62  3.000
 CZA  H13   C1   C2    109.62  3.000
 CZA  H12   C1   C2    110.92  3.000
 CZA  H11   C1   C2    110.93  3.000
 CZA  H5    C5   N1    110.10  3.000
 CZA  H5    C5   C7    110.84  3.000
 CZA  N1    C5   C7    103.45  3.000
 CZA  H5    C5   C6    108.12  3.000
 CZA  C7    C5   C6    119.34  3.000
 CZA  N1    C5   C6    104.50  3.000
 CZA  H7    C7   C8    109.20  3.000
 CZA  H7    C7   C15   110.26  3.000
 CZA  C8    C7   C15   111.79  3.000
 CZA  H7    C7   C5    108.82  3.000
 CZA  C15   C7   C5    115.95  3.000
 CZA  C8    C7   C5    100.31  3.000
 CZA  C14   C15  C16   106.01  3.000
 CZA  C16   C15  C7    134.78  3.000
 CZA  C14   C15  C7    119.13  3.000
 CZA  H161  C16  N2    120.45  3.000
 CZA  H161  C16  C15   130.30  3.000
 CZA  N2    C16  C15   109.25  3.000
 CZA  HN2   N2   C17   125.74  3.000
 CZA  HN2   N2   C16   124.45  3.000
 CZA  C17   N2   C16   109.81  3.000
 CZA  C18   C17  C14   119.92  3.000
 CZA  C18   C17  N2    133.99  3.000
 CZA  C14   C17  N2    106.08  3.000
 CZA  C13   C14  C17   123.40  3.000
 CZA  C13   C14  C15   127.75  3.000
 CZA  C17   C14  C15   108.84  3.000
 CZA  H18   C18  C19   121.08  3.000
 CZA  H18   C18  C17   122.24  3.000
 CZA  C19   C18  C17   116.68  3.000
 CZA  H19   C19  C20   118.44  3.000
 CZA  H19   C19  C18   118.61  3.000
 CZA  C20   C19  C18   122.95  3.000
 CZA  H20   C20  C13   120.52  3.000
 CZA  H20   C20  C19   119.14  3.000
 CZA  C13   C20  C19   120.34  3.000
 CZA  C12   C13  C20   127.52  3.000
 CZA  C12   C13  C14   115.72  3.000
 CZA  C20   C13  C14   116.70  3.000
 CZA  H122  C12  H121  105.84  3.000
 CZA  H122  C12  C8    110.54  3.000
 CZA  H121  C12  C8    109.40  3.000
 CZA  H122  C12  C13   108.12  3.000
 CZA  H121  C12  C13   110.43  3.000
 CZA  C8    C12  C13   112.31  3.000
 CZA  H8    C8   C9    108.99  3.000
 CZA  H8    C8   C12   107.41  3.000
 CZA  C9    C8   C12   114.01  3.000
 CZA  H8    C8   C7    109.92  3.000
 CZA  C9    C8   C7    102.83  3.000
 CZA  C12   C8   C7    113.60  3.000
 CZA  N1    C9   C11   111.19  3.000
 CZA  N1    C9   C10   111.85  3.000
 CZA  C11   C9   C10   109.64  3.000
 CZA  N1    C9   C8    100.81  3.000
 CZA  C11   C9   C8    114.37  3.000
 CZA  C10   C9   C8    108.74  3.000
 CZA  H103  C10  H102  106.56  3.000
 CZA  H103  C10  H101  107.47  3.000
 CZA  H102  C10  H101  107.75  3.000
 CZA  H103  C10  C9    113.42  3.000
 CZA  H102  C10  C9    109.12  3.000
 CZA  H101  C10  C9    112.22  3.000
 CZA  H113  C11  H112  107.47  3.000
 CZA  H113  C11  H111  106.05  3.000
 CZA  H112  C11  H111  108.51  3.000
 CZA  H113  C11  C9    111.81  3.000
 CZA  H112  C11  C9    112.25  3.000
 CZA  H111  C11  C9    110.49  3.000
 CZA  C4    N1   C9    127.58  3.000
 CZA  C4    N1   C5    108.76  3.000
 CZA  C9    N1   C5    112.68  3.000
 CZA  O3    C4   N1    122.16  3.000
 CZA  O3    C4   C3    124.24  3.000
 CZA  N1    C4   C3    113.60  3.000
 CZA  HO3   O3   C4    112.03  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
 CZA  CONST_01  N2    C17  C14  C15    0.00   0.0  0
 CZA  CONST_02  C18   C17  C14  C15  180.00   0.0  0
 CZA  CONST_03  C20   C13  C14  C15  180.00   0.0  0
 CZA  CONST_04  C17   N2   C16  C15    0.00   0.0  0
 CZA  CONST_05  C17   C14  C15  C16    0.00   0.0  0
 CZA  CONST_06  C13   C14  C15  C16  180.00   0.0  0
 CZA  CONST_07  C14   C17  N2   C16    0.00   0.0  0
 CZA  CONST_08  C18   C17  N2   C16  180.00   0.0  0
 CZA  CONST_09  C14   C15  C16  N2     0.00   0.0  0
 CZA  CONST_10  C13   C14  C17  N2   180.00   0.0  0
 CZA  CONST_11  C19   C18  C17  N2   180.00   0.0  0
 CZA  CONST_12  C20   C13  C14  C17    0.00   0.0  0
 CZA  CONST_13  C20   C19  C18  C17    0.00   0.0  0
 CZA  CONST_14  C19   C18  C17  C14    0.00   0.0  0
 CZA  CONST_15  C19   C20  C13  C14    0.00   0.0  0
 CZA  CONST_16  C13   C14  C17  C18    0.00   0.0  0
 CZA  CONST_17  C13   C20  C19  C18    0.00   0.0  0
 CZA  CONST_18  H161  C16  C15  C7     0.00   0.0  0
 CZA  CONST_19  HN2   N2   C16  C15  180.00   0.0  0
 CZA  CONST_20  H18   C18  C17  N2     0.00   0.0  0
 CZA  CONST_21  H19   C19  C18  C17  180.00   0.0  0
 CZA  CONST_22  H20   C20  C13  C14  180.00   0.0  0
 CZA  Var_01    N1    C4   C3   C6     3.52  30.0  1
 CZA  Var_02    C5    N1   C4   C3     0.27  30.0  1
 CZA  Var_03    C4    C3   C6   C5    -5.60  30.0  1
 CZA  Var_04    C8    C9   N1   C5    10.08  30.0  1
 CZA  Var_05    C8    C12  C13  C14   30.66  30.0  1
 CZA  Var_06    C1    C2   C3   C6     3.51  30.0  2
 CZA  Var_07    H101  C10  C9   C8   -53.16  30.0  3
 CZA  Var_08    H111  C11  C9   C8   -55.49  30.0  3
 CZA  Var_09    H11   C1   C2   C3    59.24  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
 CZA  chir_01  C5  C6  N1   C7   negativ
 CZA  chir_02  C7  C5  C8   C15  positiv
 CZA  chir_03  C8  C7  C12  C9   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
 CZA  plan-1  O2    0.020
 CZA  plan-1  C6    0.020
 CZA  plan-1  C3    0.020
 CZA  plan-1  C5    0.020
 CZA  plan-2  C7    0.020
 CZA  plan-2  C15   0.020
 CZA  plan-2  C16   0.020
 CZA  plan-2  N2    0.020
 CZA  plan-2  C17   0.020
 CZA  plan-2  C14   0.020
 CZA  plan-2  C18   0.020
 CZA  plan-2  C19   0.020
 CZA  plan-2  C20   0.020
 CZA  plan-2  C13   0.020
 CZA  plan-2  C12   0.020
 CZA  plan-2  H161  0.020
 CZA  plan-2  HN2   0.020
 CZA  plan-2  H18   0.020
 CZA  plan-2  H19   0.020
 CZA  plan-2  H20   0.020
 CZA  plan-3  C3    0.020
 CZA  plan-3  C2    0.020
 CZA  plan-3  O1    0.020
 CZA  plan-3  C1    0.020
 CZA  plan-4  C5    0.020
 CZA  plan-4  C9    0.020
 CZA  plan-4  N1    0.020
 CZA  plan-4  C4    0.020

