# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 02:10:22 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 7-oxo-7H-benzimidazo[2,1-a]benzo[de]isoquinoline-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc2c3nc4ccccc4n3C(=O)c5cccc1c25
#
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
 609  609  '7-oxo-7H-benzimidazo[2,1-a]benzo[de]isoquinoline-3-carboxylic acid'  ligand  34  24  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_609
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
 609  CAW   C  C     0   0.288   1.0372   0.3973  -0.0091
 609  CAR   C  CR66  0   0.153   2.4559   0.4061  -0.0237
 609  CAI   C  CR16  0  -0.318   3.1099   1.6616   0.0208
 609  CAF   C  CR16  0  -0.231   2.3980   2.8313   0.0503
 609  CAJ   C  CR16  0  -0.279   0.9985   2.8176   0.0362
 609  CAS   C  CR66  0  -0.179   0.3223   1.6213   0.0113
 609  CAP   C  CR6   0   0.569  -1.1523   1.6523   0.0111
 609  OAB   O  O     0  -0.404  -1.8102   2.6658   0.0199
 609  NAX   N  N     0  -0.707  -1.7651   0.4083  -0.0016
 609  CAU   C  CR56  0   0.356  -3.1232   0.1175  -0.0047
 609  CAK   C  CR16  0  -0.294  -4.2678   0.9025  -0.0010
 609  CAE   C  CR16  0  -0.267  -5.4799   0.2286  -0.0074
 609  CAD   C  CR16  0  -0.260  -5.5490  -1.1696  -0.0167
 609  CAH   C  CR16  0  -0.337  -4.4025  -1.9435  -0.0200
 609  CAQ   C  CR56  0   0.145  -3.1769  -1.2843  -0.0139
 609  NAM   N  N     0  -0.448  -1.9079  -1.8197  -0.0169
 609  CAV   C  CR56  0   0.496  -1.1027  -0.8072  -0.0100
 609  CAT   C  CR66  0  -0.058   0.3416  -0.8350  -0.0112
 609  CAL   C  CR16  0  -0.321   1.0301  -2.0225  -0.0078
 609  CAG   C  CR16  0  -0.261   2.4281  -2.0217  -0.0125
 609  CAO   C  CR6   0  -0.098   3.1412  -0.8445  -0.0358
 609  CAN   C  C     0   0.498   4.6251  -0.9208  -0.1512
 609  OAC   O  OH1   0  -0.583   5.1192  -1.9798   0.4701
 609  OAA   O  O     0  -0.428   5.3031  -0.1324  -0.7627
 609  HAI   H  HCR6  0   0.278   4.1865   1.7139   0.0358
 609  HAF   H  HCR6  0   0.280   2.9216   3.7764   0.0870
 609  HAJ   H  HCR6  0   0.282   0.4512   3.7503   0.0539
 609  HAK   H  HCR6  0   0.279  -4.2338   1.9804   0.0061
 609  HAE   H  HCR6  0   0.265  -6.3964   0.8034  -0.0062
 609  HAD   H  HCR6  0   0.263  -6.5182  -1.6504  -0.0218
 609  HAH   H  HCR6  0   0.265  -4.4496  -3.0243  -0.0275
 609  HAL   H  HCR6  0   0.278   0.4932  -2.9612  -0.0060
 609  HAG   H  HCR6  0   0.288   2.9404  -2.9731  -0.0236
 609  HOAC  H  HOH1  0   0.492   6.0750  -2.0382   0.3177

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
 609  CAS  CAW   aromatic  1.418  0.020  1.418
 609  CAR  CAW   aromatic  1.419  0.020  1.419
 609  CAW  CAT   aromatic  1.415  0.020  1.415
 609  CAI  CAR   aromatic  1.416  0.020  1.416
 609  CAR  CAO   aromatic  1.426  0.020  1.426
 609  CAF  CAI   aromatic  1.370  0.020  1.370
 609  CAI  HAI   single    0.930  0.020  1.080
 609  CAF  CAJ   aromatic  1.400  0.020  1.400
 609  CAF  HAF   single    0.930  0.020  1.080
 609  CAJ  CAS   aromatic  1.374  0.020  1.374
 609  CAJ  HAJ   single    0.930  0.020  1.080
 609  CAS  CAP   single    1.475  0.020  1.475
 609  OAB  CAP   double    1.208  0.020  1.208
 609  CAP  NAX   single    1.387  0.020  1.387
 609  NAX  CAV   aromatic  1.384  0.020  1.384
 609  NAX  CAU   aromatic  1.389  0.020  1.389
 609  CAK  CAU   aromatic  1.388  0.020  1.388
 609  CAU  CAQ   aromatic  1.403  0.020  1.403
 609  CAK  CAE   aromatic  1.387  0.020  1.387
 609  CAK  HAK   single    0.930  0.020  1.080
 609  CAE  CAD   aromatic  1.400  0.020  1.400
 609  CAE  HAE   single    0.930  0.020  1.080
 609  CAD  CAH   aromatic  1.383  0.020  1.383
 609  CAD  HAD   single    0.930  0.020  1.080
 609  CAQ  CAH   aromatic  1.392  0.020  1.392
 609  CAH  HAH   single    0.930  0.020  1.080
 609  NAM  CAQ   aromatic  1.377  0.020  1.377
 609  CAV  NAM   aromatic  1.294  0.020  1.294
 609  CAT  CAV   aromatic  1.445  0.020  1.445
 609  CAT  CAL   aromatic  1.373  0.020  1.373
 609  CAG  CAL   aromatic  1.398  0.020  1.398
 609  CAL  HAL   single    0.930  0.020  1.080
 609  CAO  CAG   aromatic  1.377  0.020  1.377
 609  CAG  HAG   single    0.930  0.020  1.080
 609  CAN  CAO   single    1.490  0.020  1.490
 609  OAA  CAN   double    1.206  0.020  1.206
 609  CAN  OAC   single    1.324  0.020  1.324
 609  OAC  HOAC  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
 609  CAT   CAW  CAS  120.27  3.000
 609  CAT   CAW  CAR  119.80  3.000
 609  CAS   CAW  CAR  119.94  3.000
 609  CAO   CAR  CAI  123.76  3.000
 609  CAO   CAR  CAW  118.37  3.000
 609  CAI   CAR  CAW  117.83  3.000
 609  HAI   CAI  CAF  118.52  3.000
 609  HAI   CAI  CAR  120.30  3.000
 609  CAF   CAI  CAR  121.18  3.000
 609  HAF   CAF  CAJ  119.55  3.000
 609  HAF   CAF  CAI  119.71  3.000
 609  CAJ   CAF  CAI  120.74  3.000
 609  HAJ   CAJ  CAS  120.13  3.000
 609  HAJ   CAJ  CAF  119.83  3.000
 609  CAS   CAJ  CAF  120.04  3.000
 609  CAP   CAS  CAJ  118.27  3.000
 609  CAP   CAS  CAW  121.48  3.000
 609  CAJ   CAS  CAW  120.24  3.000
 609  NAX   CAP  OAB  120.79  3.000
 609  NAX   CAP  CAS  115.02  3.000
 609  OAB   CAP  CAS  124.19  3.000
 609  CAV   NAX  CAU  106.50  3.000
 609  CAU   NAX  CAP  128.31  3.000
 609  CAV   NAX  CAP  125.19  3.000
 609  CAQ   CAU  CAK  122.24  3.000
 609  CAQ   CAU  NAX  104.28  3.000
 609  CAK   CAU  NAX  133.47  3.000
 609  HAK   CAK  CAE  120.89  3.000
 609  HAK   CAK  CAU  122.63  3.000
 609  CAE   CAK  CAU  116.49  3.000
 609  HAE   CAE  CAD  119.26  3.000
 609  HAE   CAE  CAK  118.83  3.000
 609  CAD   CAE  CAK  121.90  3.000
 609  HAD   CAD  CAH  119.59  3.000
 609  HAD   CAD  CAE  119.21  3.000
 609  CAH   CAD  CAE  121.19  3.000
 609  HAH   CAH  CAQ  120.77  3.000
 609  HAH   CAH  CAD  121.53  3.000
 609  CAQ   CAH  CAD  117.70  3.000
 609  NAM   CAQ  CAH  128.84  3.000
 609  NAM   CAQ  CAU  110.68  3.000
 609  CAH   CAQ  CAU  120.47  3.000
 609  CAV   NAM  CAQ  105.61  3.000
 609  CAT   CAV  NAM  127.39  3.000
 609  CAT   CAV  NAX  119.69  3.000
 609  NAM   CAV  NAX  112.92  3.000
 609  CAL   CAT  CAV  121.21  3.000
 609  CAL   CAT  CAW  120.45  3.000
 609  CAV   CAT  CAW  118.34  3.000
 609  HAL   CAL  CAG  119.80  3.000
 609  HAL   CAL  CAT  120.13  3.000
 609  CAG   CAL  CAT  120.07  3.000
 609  HAG   CAG  CAO  120.47  3.000
 609  HAG   CAG  CAL  118.27  3.000
 609  CAO   CAG  CAL  121.24  3.000
 609  CAN   CAO  CAG  118.25  3.000
 609  CAN   CAO  CAR  121.60  3.000
 609  CAG   CAO  CAR  120.06  3.000
 609  OAA   CAN  OAC  123.44  3.000
 609  OAC   CAN  CAO  112.11  3.000
 609  OAA   CAN  CAO  124.43  3.000
 609  HOAC  OAC  CAN  110.02  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
 609  CONST_01  CAF   CAJ  CAS  CAW    0.00   0.0  0
 609  CONST_02  CAF   CAI  CAR  CAW    0.00   0.0  0
 609  CONST_03  CAG   CAO  CAR  CAW    0.00   0.0  0
 609  CONST_04  NAX   CAV  CAT  CAW    0.00   0.0  0
 609  CONST_05  NAM   CAV  CAT  CAW  180.00   0.0  0
 609  CONST_06  CAG   CAL  CAT  CAW    0.00   0.0  0
 609  CONST_07  CAJ   CAS  CAW  CAR    0.00   0.0  0
 609  CONST_08  CAV   CAT  CAW  CAR  180.00   0.0  0
 609  CONST_09  CAL   CAT  CAW  CAR    0.00   0.0  0
 609  CONST_10  CAJ   CAF  CAI  CAR    0.00   0.0  0
 609  CONST_11  CAL   CAG  CAO  CAR    0.00   0.0  0
 609  CONST_12  CAS   CAW  CAR  CAI    0.00   0.0  0
 609  CONST_13  CAT   CAW  CAR  CAI  180.00   0.0  0
 609  CONST_14  CAG   CAO  CAR  CAI  180.00   0.0  0
 609  CONST_15  CAS   CAJ  CAF  CAI    0.00   0.0  0
 609  CONST_16  CAO   CAR  CAI  CAF  180.00   0.0  0
 609  CONST_17  CAT   CAW  CAS  CAJ  180.00   0.0  0
 609  CONST_18  CAO   CAR  CAW  CAS  180.00   0.0  0
 609  CONST_19  CAV   CAT  CAW  CAS    0.00   0.0  0
 609  CONST_20  CAL   CAT  CAW  CAS  180.00   0.0  0
 609  CONST_21  CAQ   NAM  CAV  NAX    0.00   0.0  0
 609  CONST_22  CAL   CAT  CAV  NAX  180.00   0.0  0
 609  CONST_23  CAE   CAK  CAU  NAX  180.00   0.0  0
 609  CONST_24  CAH   CAQ  CAU  NAX  180.00   0.0  0
 609  CONST_25  NAM   CAQ  CAU  NAX    0.00   0.0  0
 609  CONST_26  NAM   CAV  NAX  CAU    0.00   0.0  0
 609  CONST_27  CAT   CAV  NAX  CAU  180.00   0.0  0
 609  CONST_28  CAD   CAE  CAK  CAU    0.00   0.0  0
 609  CONST_29  CAD   CAH  CAQ  CAU    0.00   0.0  0
 609  CONST_30  CAV   NAM  CAQ  CAU    0.00   0.0  0
 609  CONST_31  CAV   NAX  CAU  CAK  180.00   0.0  0
 609  CONST_32  CAH   CAQ  CAU  CAK    0.00   0.0  0
 609  CONST_33  NAM   CAQ  CAU  CAK  180.00   0.0  0
 609  CONST_34  CAH   CAD  CAE  CAK    0.00   0.0  0
 609  CONST_35  CAQ   CAU  CAK  CAE    0.00   0.0  0
 609  CONST_36  CAQ   CAH  CAD  CAE    0.00   0.0  0
 609  CONST_37  NAM   CAQ  CAH  CAD  180.00   0.0  0
 609  CONST_38  CAV   NAM  CAQ  CAH  180.00   0.0  0
 609  CONST_39  CAV   NAX  CAU  CAQ    0.00   0.0  0
 609  CONST_40  CAT   CAV  NAM  CAQ  180.00   0.0  0
 609  CONST_41  CAL   CAT  CAV  NAM    0.00   0.0  0
 609  CONST_42  CAG   CAL  CAT  CAV  180.00   0.0  0
 609  CONST_43  CAO   CAR  CAW  CAT    0.00   0.0  0
 609  CONST_44  CAO   CAG  CAL  CAT    0.00   0.0  0
 609  CONST_45  CAN   CAO  CAR  CAW  180.00   0.0  0
 609  CONST_46  CAN   CAO  CAR  CAI    0.00   0.0  0
 609  CONST_47  CAN   CAO  CAG  CAL  180.00   0.0  0
 609  CONST_48  HAJ   CAJ  CAS  CAW  180.00   0.0  0
 609  CONST_49  HAI   CAI  CAR  CAW  180.00   0.0  0
 609  CONST_50  HAL   CAL  CAT  CAW  180.00   0.0  0
 609  CONST_51  HAF   CAF  CAI  CAR  180.00   0.0  0
 609  CONST_52  HAG   CAG  CAO  CAR  180.00   0.0  0
 609  CONST_53  HAK   CAK  CAU  NAX    0.00   0.0  0
 609  CONST_54  HAE   CAE  CAK  CAU  180.00   0.0  0
 609  CONST_55  HAH   CAH  CAQ  CAU  180.00   0.0  0
 609  CONST_56  HAD   CAD  CAE  CAK  180.00   0.0  0
 609  CONST_57  HOAC  OAC  CAN  CAO  180.00   0.0  0
 609  Var_01    OAA   CAN  CAO  CAR  -32.11  30.0  2

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
 609  plan-1  CAW   0.020
 609  plan-1  CAR   0.020
 609  plan-1  CAI   0.020
 609  plan-1  CAF   0.020
 609  plan-1  CAJ   0.020
 609  plan-1  CAS   0.020
 609  plan-1  CAP   0.020
 609  plan-1  OAB   0.020
 609  plan-1  NAX   0.020
 609  plan-1  CAU   0.020
 609  plan-1  CAK   0.020
 609  plan-1  CAE   0.020
 609  plan-1  CAD   0.020
 609  plan-1  CAH   0.020
 609  plan-1  CAQ   0.020
 609  plan-1  NAM   0.020
 609  plan-1  CAV   0.020
 609  plan-1  CAT   0.020
 609  plan-1  CAL   0.020
 609  plan-1  CAG   0.020
 609  plan-1  CAO   0.020
 609  plan-1  CAN   0.020
 609  plan-1  HAI   0.020
 609  plan-1  HAF   0.020
 609  plan-1  HAJ   0.020
 609  plan-1  HAK   0.020
 609  plan-1  HAE   0.020
 609  plan-1  HAD   0.020
 609  plan-1  HAH   0.020
 609  plan-1  HAL   0.020
 609  plan-1  HAG   0.020
 609  plan-2  CAO   0.020
 609  plan-2  CAN   0.020
 609  plan-2  OAC   0.020
 609  plan-2  OAA   0.020
 609  plan-2  HOAC  0.020

