# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 25 23:47:22 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1
#
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
 RHN  RHN  '4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid'  ligand  29  21  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RHN
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
 RHN  OAA   O  O     0  -0.422  -4.6435   1.7893  -0.0464
 RHN  OAB   O  O     0  -0.365   0.1844   2.8570   0.0875
 RHN  OAC   O  O     0  -0.514   1.3621  -2.3695   0.0649
 RHN  OAD   O  OH1   0  -0.586  -5.2538  -0.3570  -0.0521
 RHN  OAE   O  OH1   0  -0.609   3.8799  -1.8535   0.1150
 RHN  OAF   O  OH1   0  -0.609  -1.1262  -2.9765   0.0015
 RHN  CAG   C  CR16  0  -0.217   4.2024   1.7245   0.1494
 RHN  CAH   C  CR16  0  -0.328   4.5206   0.3857   0.1442
 RHN  CAI   C  CR16  0  -0.303   2.8736   2.1480   0.1281
 RHN  CAJ   C  CR16  0  -0.351  -2.6644  -1.2312  -0.0177
 RHN  CAK   C  CR16  0  -0.326  -1.9319   1.0662   0.0175
 RHN  CAL   C  C     0   0.555  -4.3627   0.6172  -0.0391
 RHN  CAM   C  CR6   0  -0.047  -2.9564   0.1185  -0.0130
 RHN  CAN   C  CR6   0   0.392   3.5077  -0.5812   0.1178
 RHN  CAO   C  CR6   0   0.415  -1.3348  -1.6678   0.0079
 RHN  CAP   C  CR6   0   0.324   0.4550   1.6752   0.0784
 RHN  CAQ   C  CR6   0   0.478   1.0961  -1.1573   0.0667
 RHN  CAR   C  CR66  0  -0.030   1.8623   1.2098   0.1012
 RHN  CAS   C  CR66  0  -0.012  -0.6185   0.6493   0.0439
 RHN  CAT   C  CR66  0  -0.174   2.1613  -0.1673   0.0958
 RHN  CAU   C  CR66  0  -0.172  -0.2978  -0.7185   0.0394
 RHN  HOAD  H  HOH1  0   0.495  -6.1521   0.0073  -0.0665
 RHN  HOAE  H  HOH1  0   0.491   3.0785  -2.4170   0.0966
 RHN  HOAF  H  HOH1  0   0.493  -0.1583  -3.1372   0.0253
 RHN  HAG   H  HCR6  0   0.284   4.9963   2.4586   0.1709
 RHN  HAH   H  HCR6  0   0.288   5.5533   0.0616   0.1603
 RHN  HAI   H  HCR6  0   0.275   2.6428   3.2035   0.1327
 RHN  HAJ   H  HCR6  0   0.296  -3.4446  -1.9800  -0.0406
 RHN  HAK   H  HCR6  0   0.277  -2.1650   2.1213   0.0203

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
 RHN  OAA  CAL   double    1.205  0.020  1.205
 RHN  CAP  OAB   double    1.212  0.020  1.212
 RHN  OAC  CAQ   double    1.241  0.020  1.241
 RHN  CAL  OAD   single    1.320  0.020  1.320
 RHN  OAD  HOAD  single    0.850  0.020  0.980
 RHN  OAE  CAN   single    1.326  0.020  1.326
 RHN  OAE  HOAE  single    0.850  0.020  0.980
 RHN  OAF  CAO   single    1.325  0.020  1.325
 RHN  OAF  HOAF  single    0.850  0.020  0.980
 RHN  CAH  CAG   aromatic  1.376  0.020  1.376
 RHN  CAG  CAI   aromatic  1.395  0.020  1.395
 RHN  CAG  HAG   single    0.930  0.020  1.080
 RHN  CAN  CAH   aromatic  1.401  0.020  1.401
 RHN  CAH  HAH   single    0.930  0.020  1.080
 RHN  CAR  CAI   aromatic  1.380  0.020  1.380
 RHN  CAI  HAI   single    0.930  0.020  1.080
 RHN  CAO  CAJ   aromatic  1.400  0.020  1.400
 RHN  CAJ  CAM   aromatic  1.381  0.020  1.381
 RHN  CAJ  HAJ   single    0.930  0.020  1.080
 RHN  CAS  CAK   aromatic  1.378  0.020  1.378
 RHN  CAM  CAK   aromatic  1.396  0.020  1.396
 RHN  CAK  HAK   single    0.930  0.020  1.080
 RHN  CAM  CAL   single    1.492  0.020  1.492
 RHN  CAN  CAT   aromatic  1.409  0.020  1.409
 RHN  CAO  CAU   aromatic  1.406  0.020  1.406
 RHN  CAR  CAP   single    1.483  0.020  1.483
 RHN  CAS  CAP   single    1.485  0.020  1.485
 RHN  CAQ  CAT   single    1.455  0.020  1.455
 RHN  CAQ  CAU   single    1.462  0.020  1.462
 RHN  CAT  CAR   aromatic  1.409  0.020  1.409
 RHN  CAU  CAS   aromatic  1.405  0.020  1.405

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
 RHN  HOAD  OAD  CAL  110.37  3.000
 RHN  HOAE  OAE  CAN  108.81  3.000
 RHN  HOAF  OAF  CAO  108.47  3.000
 RHN  HAG   CAG  CAI  119.58  3.000
 RHN  HAG   CAG  CAH  119.39  3.000
 RHN  CAI   CAG  CAH  121.03  3.000
 RHN  HAH   CAH  CAN  118.92  3.000
 RHN  HAH   CAH  CAG  120.78  3.000
 RHN  CAN   CAH  CAG  120.30  3.000
 RHN  HAI   CAI  CAR  120.52  3.000
 RHN  HAI   CAI  CAG  120.00  3.000
 RHN  CAR   CAI  CAG  119.48  3.000
 RHN  HAJ   CAJ  CAO  118.02  3.000
 RHN  HAJ   CAJ  CAM  121.61  3.000
 RHN  CAO   CAJ  CAM  120.37  3.000
 RHN  HAK   CAK  CAS  120.06  3.000
 RHN  HAK   CAK  CAM  120.31  3.000
 RHN  CAS   CAK  CAM  119.63  3.000
 RHN  CAM   CAL  OAD  112.93  3.000
 RHN  CAM   CAL  OAA  123.00  3.000
 RHN  OAD   CAL  OAA  124.08  3.000
 RHN  CAL   CAM  CAK  117.72  3.000
 RHN  CAL   CAM  CAJ  121.72  3.000
 RHN  CAK   CAM  CAJ  120.56  3.000
 RHN  CAT   CAN  CAH  119.25  3.000
 RHN  CAT   CAN  OAE  123.39  3.000
 RHN  CAH   CAN  OAE  117.36  3.000
 RHN  CAU   CAO  CAJ  119.36  3.000
 RHN  CAU   CAO  OAF  123.41  3.000
 RHN  CAJ   CAO  OAF  117.22  3.000
 RHN  CAS   CAP  CAR  118.01  3.000
 RHN  CAS   CAP  OAB  120.81  3.000
 RHN  CAR   CAP  OAB  121.18  3.000
 RHN  CAU   CAQ  CAT  119.64  3.000
 RHN  CAU   CAQ  OAC  119.84  3.000
 RHN  CAT   CAQ  OAC  120.53  3.000
 RHN  CAT   CAR  CAP  120.54  3.000
 RHN  CAT   CAR  CAI  120.60  3.000
 RHN  CAP   CAR  CAI  118.86  3.000
 RHN  CAU   CAS  CAP  120.51  3.000
 RHN  CAU   CAS  CAK  120.79  3.000
 RHN  CAP   CAS  CAK  118.70  3.000
 RHN  CAR   CAT  CAQ  120.65  3.000
 RHN  CAR   CAT  CAN  119.33  3.000
 RHN  CAQ   CAT  CAN  120.02  3.000
 RHN  CAS   CAU  CAQ  120.66  3.000
 RHN  CAS   CAU  CAO  119.28  3.000
 RHN  CAQ   CAU  CAO  120.07  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
 RHN  CONST_01  CAT   CAN  CAH  CAG     0.00   0.0  0
 RHN  CONST_02  CAT   CAR  CAI  CAG     0.00   0.0  0
 RHN  CONST_03  CAR   CAI  CAG  CAH     0.00   0.0  0
 RHN  CONST_04  CAR   CAT  CAN  CAH     0.00   0.0  0
 RHN  CONST_05  CAN   CAH  CAG  CAI     0.00   0.0  0
 RHN  CONST_06  CAN   CAT  CAR  CAI     0.00   0.0  0
 RHN  CONST_07  CAS   CAU  CAO  CAJ     0.00   0.0  0
 RHN  CONST_08  CAS   CAK  CAM  CAJ     0.00   0.0  0
 RHN  CONST_09  CAO   CAU  CAS  CAK     0.00   0.0  0
 RHN  CONST_10  CAO   CAJ  CAM  CAK     0.00   0.0  0
 RHN  CONST_11  CAU   CAO  CAJ  CAM     0.00   0.0  0
 RHN  CONST_12  CAU   CAS  CAK  CAM     0.00   0.0  0
 RHN  CONST_13  CAG   CAH  CAN  OAE   180.00   0.0  0
 RHN  CONST_14  CAQ   CAT  CAN  OAE     0.00   0.0  0
 RHN  CONST_15  CAR   CAT  CAN  OAE   180.00   0.0  0
 RHN  CONST_16  CAM   CAJ  CAO  OAF   180.00   0.0  0
 RHN  CONST_17  CAQ   CAU  CAO  OAF     0.00   0.0  0
 RHN  CONST_18  CAS   CAU  CAO  OAF   180.00   0.0  0
 RHN  CONST_19  CAO   CAJ  CAM  CAL   180.00   0.0  0
 RHN  CONST_20  CAS   CAK  CAM  CAL   180.00   0.0  0
 RHN  CONST_21  HAI   CAI  CAG  CAH   180.00   0.0  0
 RHN  CONST_22  HAH   CAH  CAG  CAI   180.00   0.0  0
 RHN  CONST_23  HAK   CAK  CAM  CAJ   180.00   0.0  0
 RHN  CONST_24  HAJ   CAJ  CAM  CAK   180.00   0.0  0
 RHN  CONST_25  HAG   CAG  CAH  CAN   180.00   0.0  0
 RHN  CONST_26  HOAD  OAD  CAL  CAM   180.00   0.0  0
 RHN  Var_01    CAJ   CAM  CAL  OAA  -179.39  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
 RHN  plan-1  OAB   0.020
 RHN  plan-1  OAC   0.020
 RHN  plan-1  OAE   0.020
 RHN  plan-1  OAF   0.020
 RHN  plan-1  CAG   0.020
 RHN  plan-1  CAH   0.020
 RHN  plan-1  CAI   0.020
 RHN  plan-1  CAJ   0.020
 RHN  plan-1  CAK   0.020
 RHN  plan-1  CAL   0.020
 RHN  plan-1  CAM   0.020
 RHN  plan-1  CAN   0.020
 RHN  plan-1  CAO   0.020
 RHN  plan-1  CAP   0.020
 RHN  plan-1  CAQ   0.020
 RHN  plan-1  CAR   0.020
 RHN  plan-1  CAS   0.020
 RHN  plan-1  CAT   0.020
 RHN  plan-1  CAU   0.020
 RHN  plan-1  HAG   0.020
 RHN  plan-1  HAH   0.020
 RHN  plan-1  HAI   0.020
 RHN  plan-1  HAJ   0.020
 RHN  plan-1  HAK   0.020
 RHN  plan-2  OAA   0.020
 RHN  plan-2  OAD   0.020
 RHN  plan-2  CAL   0.020
 RHN  plan-2  CAM   0.020
 RHN  plan-2  HOAD  0.020

