# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 11:24:33 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 6-formyl-9-methoxyphenazine-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(C=O)c2nc3cccc(C(O)=O)c3nc12
#
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
 GRI  GRI  '6-formyl-9-methoxyphenazine-1-carboxylic acid'  ligand  31  21  .  2021-08-10  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GRI
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
 GRI  CAA   C  CH3   0  -0.445   1.8647  -4.0201  -0.0171
 GRI  OAB   O  O     0  -0.414  -2.8729  -2.1036  -0.5796
 GRI  OAC   O  O     0  -0.397   4.6337   2.4691   0.1040
 GRI  OAD   O  OH1   0  -0.592  -4.4980  -1.1175   0.5861
 GRI  CAE   C  CR16  0  -0.236  -2.9022   2.6417  -0.0990
 GRI  CAF   C  CR16  0  -0.266  -3.4712   1.3439  -0.0533
 GRI  CAG   C  CR16  0  -0.265   3.5976  -0.1828   0.0622
 GRI  CAH   C  CR16  0  -0.398   3.0580  -1.4817   0.0483
 GRI  CAI   C  CR16  0  -0.303  -1.5542   2.8096  -0.1017
 GRI  NAK   N  N     0  -0.432   0.6124   1.8585  -0.0327
 GRI  NAL   N  N     0  -0.363  -0.4765  -0.7054  -0.0105
 GRI  OAM   O  O2    0  -0.422   1.0805  -2.8357   0.0090
 GRI  CAO   C  CR6   0  -0.117   2.8224   0.9483   0.0428
 GRI  CAP   C  CR6   0   0.349   1.6976  -1.6680   0.0198
 GRI  CAQ   C  CR6   0  -0.109  -2.6937   0.2189  -0.0395
 GRI  CAR   C  CR66  0   0.247  -0.7025   1.6731  -0.0675
 GRI  CAS   C  CR66  0   0.266   1.4012   0.7952  -0.0013
 GRI  CAT   C  CR66  0   0.231  -1.2676   0.3586  -0.0546
 GRI  CAU   C  CR66  0   0.150   0.8291  -0.5154   0.0001
 GRI  HAA   H  HCH3  0   0.271   1.1635  -4.8484  -0.0451
 GRI  HAAA  H  HCH3  0   0.242   2.5006  -4.0572  -0.9036
 GRI  HAAB  H  HCH3  0   0.243   2.4863  -4.1060   0.8763
 GRI  HOAD  H  HOH1  0   0.488  -4.9118  -1.9915   0.5225
 GRI  HAE   H  HCR6  0   0.284  -3.5615   3.4980  -0.1275
 GRI  HAF   H  HCR6  0   0.287  -4.5491   1.2619  -0.0492
 GRI  HAG   H  HCR6  0   0.285   4.6753  -0.0832   0.0898
 GRI  HAH   H  HCR6  0   0.304   3.7420  -2.3179   0.0337
 GRI  HAI   H  HCR6  0   0.282  -1.1032   3.7931  -0.1198
 GRI  HAJ   H  H     0   0.203   2.7319   3.1229   0.0475
 GRI  CAJ   C  C1    0   0.121   3.4361   2.2783   0.0667
 GRI  CAN   C  C     0   0.506  -3.3305  -1.1264  -0.0475

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
 GRI  OAM  CAA   single    1.421  0.020  1.421
 GRI  CAA  HAA   single    0.970  0.020  1.090
 GRI  CAA  HAAA  single    0.970  0.020  1.090
 GRI  CAA  HAAB  single    0.970  0.020  1.090
 GRI  OAB  CAN   double    1.203  0.020  1.203
 GRI  OAC  CAJ   double    1.213  0.020  1.213
 GRI  CAN  OAD   single    1.328  0.020  1.328
 GRI  OAD  HOAD  single    0.850  0.020  0.980
 GRI  CAF  CAE   aromatic  1.418  0.020  1.418
 GRI  CAE  CAI   aromatic  1.358  0.020  1.358
 GRI  CAE  HAE   single    0.930  0.020  1.080
 GRI  CAF  CAQ   aromatic  1.368  0.020  1.368
 GRI  CAF  HAF   single    0.930  0.020  1.080
 GRI  CAO  CAG   aromatic  1.371  0.020  1.371
 GRI  CAH  CAG   aromatic  1.407  0.020  1.407
 GRI  CAG  HAG   single    0.930  0.020  1.080
 GRI  CAP  CAH   aromatic  1.373  0.020  1.373
 GRI  CAH  HAH   single    0.930  0.020  1.080
 GRI  CAI  CAR   aromatic  1.421  0.020  1.421
 GRI  CAI  HAI   single    0.930  0.020  1.080
 GRI  CAO  CAJ   single    1.465  0.020  1.465
 GRI  CAJ  HAJ   single    0.930  0.020  1.080
 GRI  CAR  NAK   aromatic  1.328  0.020  1.328
 GRI  NAK  CAS   aromatic  1.324  0.020  1.324
 GRI  CAT  NAL   aromatic  1.327  0.020  1.327
 GRI  NAL  CAU   aromatic  1.319  0.020  1.319
 GRI  OAM  CAP   single    1.321  0.020  1.321
 GRI  CAN  CAQ   single    1.489  0.020  1.489
 GRI  CAS  CAO   aromatic  1.430  0.020  1.430
 GRI  CAU  CAP   aromatic  1.443  0.020  1.443
 GRI  CAQ  CAT   aromatic  1.433  0.020  1.433
 GRI  CAT  CAR   aromatic  1.431  0.020  1.431
 GRI  CAU  CAS   aromatic  1.430  0.020  1.430

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
 GRI  HAAB  CAA  HAAA  109.28  3.000
 GRI  HAAB  CAA  HAA   109.20  3.000
 GRI  HAAA  CAA  HAA   109.23  3.000
 GRI  HAAB  CAA  OAM   111.40  3.000
 GRI  HAAA  CAA  OAM   111.39  3.000
 GRI  HAA   CAA  OAM   106.26  3.000
 GRI  HOAD  OAD  CAN   109.75  3.000
 GRI  HAE   CAE  CAI   120.48  3.000
 GRI  HAE   CAE  CAF   118.77  3.000
 GRI  CAI   CAE  CAF   120.76  3.000
 GRI  HAF   CAF  CAQ   120.29  3.000
 GRI  HAF   CAF  CAE   118.02  3.000
 GRI  CAQ   CAF  CAE   121.68  3.000
 GRI  HAG   CAG  CAO   119.16  3.000
 GRI  HAG   CAG  CAH   117.84  3.000
 GRI  CAO   CAG  CAH   123.00  3.000
 GRI  HAH   CAH  CAP   121.45  3.000
 GRI  HAH   CAH  CAG   118.16  3.000
 GRI  CAP   CAH  CAG   120.36  3.000
 GRI  HAI   CAI  CAR   118.53  3.000
 GRI  HAI   CAI  CAE   121.73  3.000
 GRI  CAR   CAI  CAE   119.74  3.000
 GRI  CAS   NAK  CAR   118.56  3.000
 GRI  CAU   NAL  CAT   118.35  3.000
 GRI  CAP   OAM  CAA   118.64  3.000
 GRI  CAS   CAO  CAJ   120.92  3.000
 GRI  CAS   CAO  CAG   118.29  3.000
 GRI  CAJ   CAO  CAG   120.79  3.000
 GRI  CAU   CAP  OAM   115.14  3.000
 GRI  CAU   CAP  CAH   119.20  3.000
 GRI  OAM   CAP  CAH   125.66  3.000
 GRI  CAT   CAQ  CAN   120.92  3.000
 GRI  CAT   CAQ  CAF   119.05  3.000
 GRI  CAN   CAQ  CAF   120.02  3.000
 GRI  CAT   CAR  NAK   121.26  3.000
 GRI  CAT   CAR  CAI   119.89  3.000
 GRI  NAK   CAR  CAI   118.84  3.000
 GRI  CAU   CAS  CAO   119.71  3.000
 GRI  CAU   CAS  NAK   119.84  3.000
 GRI  CAO   CAS  NAK   120.45  3.000
 GRI  CAR   CAT  CAQ   118.86  3.000
 GRI  CAR   CAT  NAL   120.11  3.000
 GRI  CAQ   CAT  NAL   120.99  3.000
 GRI  CAS   CAU  CAP   119.42  3.000
 GRI  CAS   CAU  NAL   121.86  3.000
 GRI  CAP   CAU  NAL   118.72  3.000
 GRI  HAJ   CAJ  CAO   115.39  3.000
 GRI  HAJ   CAJ  OAC   120.78  3.000
 GRI  CAO   CAJ  OAC   123.83  3.000
 GRI  CAQ   CAN  OAD   111.55  3.000
 GRI  CAQ   CAN  OAB   125.01  3.000
 GRI  OAD   CAN  OAB   123.42  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
 GRI  CONST_01  CAT   CAQ  CAF  CAE     0.00   0.0  0
 GRI  CONST_02  NAK   CAR  CAI  CAE   180.00   0.0  0
 GRI  CONST_03  CAT   CAR  CAI  CAE     0.00   0.0  0
 GRI  CONST_04  CAR   CAI  CAE  CAF     0.00   0.0  0
 GRI  CONST_05  NAL   CAT  CAQ  CAF   180.00   0.0  0
 GRI  CONST_06  CAR   CAT  CAQ  CAF     0.00   0.0  0
 GRI  CONST_07  NAK   CAS  CAO  CAG   180.00   0.0  0
 GRI  CONST_08  CAU   CAS  CAO  CAG     0.00   0.0  0
 GRI  CONST_09  CAU   CAP  CAH  CAG     0.00   0.0  0
 GRI  CONST_10  CAS   CAO  CAG  CAH     0.00   0.0  0
 GRI  CONST_11  NAL   CAU  CAP  CAH   180.00   0.0  0
 GRI  CONST_12  CAS   CAU  CAP  CAH     0.00   0.0  0
 GRI  CONST_13  CAQ   CAF  CAE  CAI     0.00   0.0  0
 GRI  CONST_14  CAS   NAK  CAR  CAI   180.00   0.0  0
 GRI  CONST_15  NAL   CAT  CAR  CAI   180.00   0.0  0
 GRI  CONST_16  CAQ   CAT  CAR  CAI     0.00   0.0  0
 GRI  CONST_17  NAL   CAT  CAR  NAK     0.00   0.0  0
 GRI  CONST_18  CAQ   CAT  CAR  NAK   180.00   0.0  0
 GRI  CONST_19  NAL   CAU  CAS  NAK     0.00   0.0  0
 GRI  CONST_20  CAP   CAU  CAS  NAK   180.00   0.0  0
 GRI  CONST_21  CAO   CAS  CAU  NAL   180.00   0.0  0
 GRI  CONST_22  CAP   CAH  CAG  CAO     0.00   0.0  0
 GRI  CONST_23  CAR   NAK  CAS  CAO   180.00   0.0  0
 GRI  CONST_24  CAP   CAU  CAS  CAO     0.00   0.0  0
 GRI  CONST_25  CAT   NAL  CAU  CAP   180.00   0.0  0
 GRI  CONST_26  CAU   NAL  CAT  CAQ   180.00   0.0  0
 GRI  CONST_27  CAU   CAS  NAK  CAR     0.00   0.0  0
 GRI  CONST_28  CAU   NAL  CAT  CAR     0.00   0.0  0
 GRI  CONST_29  CAT   CAR  NAK  CAS     0.00   0.0  0
 GRI  CONST_30  CAT   NAL  CAU  CAS     0.00   0.0  0
 GRI  CONST_31  CAN   CAQ  CAF  CAE   180.00   0.0  0
 GRI  CONST_32  OAM   CAP  CAH  CAG   180.00   0.0  0
 GRI  CONST_33  CAJ   CAO  CAG  CAH   180.00   0.0  0
 GRI  CONST_34  NAK   CAS  CAO  CAJ     0.00   0.0  0
 GRI  CONST_35  CAU   CAS  CAO  CAJ   180.00   0.0  0
 GRI  CONST_36  CAN   CAQ  CAT  NAL     0.00   0.0  0
 GRI  CONST_37  OAM   CAP  CAU  NAL     0.00   0.0  0
 GRI  CONST_38  CAS   CAU  CAP  OAM   180.00   0.0  0
 GRI  CONST_39  CAR   CAT  CAQ  CAN   180.00   0.0  0
 GRI  CONST_40  HAI   CAI  CAE  CAF   180.00   0.0  0
 GRI  CONST_41  HAF   CAF  CAE  CAI   180.00   0.0  0
 GRI  CONST_42  HAH   CAH  CAG  CAO   180.00   0.0  0
 GRI  CONST_43  HAG   CAG  CAH  CAP   180.00   0.0  0
 GRI  CONST_44  HAE   CAE  CAF  CAQ   180.00   0.0  0
 GRI  CONST_45  HOAD  OAD  CAN  CAQ   180.00   0.0  0
 GRI  Var_01    CAH   CAP  OAM  CAA    -2.07  30.0  2
 GRI  Var_02    CAF   CAQ  CAN  OAB   146.73  30.0  2
 GRI  Var_03    CAG   CAO  CAJ  OAC     0.01  30.0  2
 GRI  Var_04    HAA   CAA  OAM  CAP  -178.73  30.0  3

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
 GRI  plan-1  CAE   0.020
 GRI  plan-1  CAF   0.020
 GRI  plan-1  CAG   0.020
 GRI  plan-1  CAH   0.020
 GRI  plan-1  CAI   0.020
 GRI  plan-1  NAK   0.020
 GRI  plan-1  NAL   0.020
 GRI  plan-1  OAM   0.020
 GRI  plan-1  CAO   0.020
 GRI  plan-1  CAP   0.020
 GRI  plan-1  CAQ   0.020
 GRI  plan-1  CAR   0.020
 GRI  plan-1  CAS   0.020
 GRI  plan-1  CAT   0.020
 GRI  plan-1  CAU   0.020
 GRI  plan-1  HAE   0.020
 GRI  plan-1  HAF   0.020
 GRI  plan-1  HAG   0.020
 GRI  plan-1  HAH   0.020
 GRI  plan-1  HAI   0.020
 GRI  plan-1  CAJ   0.020
 GRI  plan-1  CAN   0.020
 GRI  plan-2  OAB   0.020
 GRI  plan-2  OAD   0.020
 GRI  plan-2  CAQ   0.020
 GRI  plan-2  HOAD  0.020
 GRI  plan-2  CAN   0.020
 GRI  plan-3  OAC   0.020
 GRI  plan-3  CAO   0.020
 GRI  plan-3  HAJ   0.020
 GRI  plan-3  CAJ   0.020

