# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 04:53:38 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: 4-hydroxyquinoline-3,8-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc2c(O)c(cnc12)C(O)=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
 GNV  GNV  '4-hydroxyquinoline-3,8-dicarboxylic acid'  ligand  24  17  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GNV
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
 GNV  C13  C  CR16  0  -0.241  -1.8922   2.5051   0.1441
 GNV  C15  C  CR66  0   0.002   0.0585   1.0843   0.0933
 GNV  C02  C  C     0   0.551   3.4182  -0.6919  -0.0165
 GNV  C04  C  CR6   0  -0.288   1.9682  -0.4060   0.0058
 GNV  C05  C  CR16  0  -0.077   1.0264  -1.4598  -0.0386
 GNV  C07  C  CR66  0   0.211  -0.7678  -0.0654   0.0691
 GNV  C08  C  CR6   0  -0.092  -2.1768   0.1073   0.0893
 GNV  C09  C  C     0   0.502  -3.0832  -1.0728   0.1550
 GNV  C12  C  CR16  0  -0.256  -2.7164   1.3717   0.1053
 GNV  C14  C  CR16  0  -0.309  -0.5318   2.3647   0.1419
 GNV  C16  C  CR6   0   0.450   1.4750   0.8901   0.0621
 GNV  N06  N  N     0  -0.433  -0.2661  -1.3180  -0.0122
 GNV  O01  O  O     0  -0.432   4.2953   0.1364   0.0002
 GNV  O03  O  OH1   0  -0.602   3.6678  -1.9977  -0.0551
 GNV  O10  O  OH1   0  -0.588  -4.1431  -0.9159  -0.6279
 GNV  O11  O  O     0  -0.422  -2.9075  -2.0354   0.8555
 GNV  O17  O  OH1   0  -0.565   2.3136   1.9076   0.0832
 GNV  H1   H  HCR6  0   0.281  -2.3360   3.4901   0.1779
 GNV  H4   H  HCR6  0   0.284  -3.7895   1.5070   0.1134
 GNV  H5   H  HCR6  0   0.267   0.0645   3.2683   0.1766
 GNV  H6   H  HOH1  0   0.488   4.6254  -2.1437  -0.0667
 GNV  H7   H  HOH1  0   0.488  -4.7536  -1.6605  -0.5132
 GNV  H2   H  HOH1  0   0.498   1.8627   2.7594   0.1086
 GNV  H3   H  HCR6  0   0.281   1.3851  -2.4797  -0.1050

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
 GNV  C13  C12  aromatic  1.402  0.020  1.402
 GNV  C13  C14  aromatic  1.368  0.020  1.368
 GNV  C12  C08  aromatic  1.375  0.020  1.375
 GNV  O11  C09  double    1.203  0.020  1.203
 GNV  C14  C15  aromatic  1.411  0.020  1.411
 GNV  C08  C09  single    1.489  0.020  1.489
 GNV  C08  C07  aromatic  1.420  0.020  1.420
 GNV  C09  O10  single    1.327  0.020  1.327
 GNV  C15  C07  aromatic  1.416  0.020  1.416
 GNV  C15  C16  aromatic  1.430  0.020  1.430
 GNV  C07  N06  aromatic  1.352  0.020  1.352
 GNV  O17  C16  single    1.319  0.020  1.319
 GNV  C16  C04  aromatic  1.388  0.020  1.388
 GNV  N06  C05  aromatic  1.301  0.020  1.301
 GNV  C04  C05  aromatic  1.414  0.020  1.414
 GNV  C04  C02  single    1.478  0.020  1.478
 GNV  O01  C02  double    1.207  0.020  1.207
 GNV  C02  O03  single    1.330  0.020  1.330
 GNV  C13  H1   single    0.930  0.020  1.080
 GNV  C12  H4   single    0.930  0.020  1.080
 GNV  C14  H5   single    0.930  0.020  1.080
 GNV  O03  H6   single    0.850  0.020  0.980
 GNV  O10  H7   single    0.850  0.020  0.980
 GNV  O17  H2   single    0.850  0.020  0.980
 GNV  C05  H3   single    0.930  0.020  1.080

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
 GNV  H1   C13  C14  120.13  3.000
 GNV  H1   C13  C12  119.75  3.000
 GNV  C14  C13  C12  120.12  3.000
 GNV  C16  C15  C14  122.58  3.000
 GNV  C16  C15  C07  117.86  3.000
 GNV  C14  C15  C07  119.56  3.000
 GNV  O03  C02  O01  122.55  3.000
 GNV  O03  C02  C04  111.99  3.000
 GNV  O01  C02  C04  125.46  3.000
 GNV  C16  C04  C05  117.42  3.000
 GNV  C05  C04  C02  120.58  3.000
 GNV  C16  C04  C02  122.00  3.000
 GNV  H3   C05  N06  115.66  3.000
 GNV  H3   C05  C04  118.89  3.000
 GNV  N06  C05  C04  125.45  3.000
 GNV  N06  C07  C08  118.81  3.000
 GNV  N06  C07  C15  122.47  3.000
 GNV  C08  C07  C15  118.69  3.000
 GNV  C12  C08  C09  119.30  3.000
 GNV  C09  C08  C07  120.54  3.000
 GNV  C12  C08  C07  120.10  3.000
 GNV  O11  C09  O10  123.68  3.000
 GNV  O10  C09  C08  111.49  3.000
 GNV  O11  C09  C08  124.79  3.000
 GNV  H4   C12  C08  120.30  3.000
 GNV  H4   C12  C13  118.82  3.000
 GNV  C08  C12  C13  120.87  3.000
 GNV  H5   C14  C15  121.86  3.000
 GNV  H5   C14  C13  117.52  3.000
 GNV  C15  C14  C13  120.63  3.000
 GNV  O17  C16  C04  119.68  3.000
 GNV  C04  C16  C15  118.66  3.000
 GNV  O17  C16  C15  121.65  3.000
 GNV  C07  N06  C05  118.10  3.000
 GNV  H6   O03  C02  109.50  3.000
 GNV  H7   O10  C09  110.02  3.000
 GNV  H2   O17  C16  112.63  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
 GNV  CONST_01  C07  C08  C12  C13    0.00   0.0  0
 GNV  CONST_02  C07  C15  C14  C13    0.00   0.0  0
 GNV  CONST_03  C16  C15  C14  C13  180.00   0.0  0
 GNV  CONST_04  C12  C13  C14  C15    0.00   0.0  0
 GNV  CONST_05  C12  C08  C07  C15    0.00   0.0  0
 GNV  CONST_06  C05  N06  C07  C15    0.00   0.0  0
 GNV  CONST_07  C05  C04  C16  C15    0.00   0.0  0
 GNV  CONST_08  C14  C15  C16  C04  180.00   0.0  0
 GNV  CONST_09  C07  C15  C16  C04    0.00   0.0  0
 GNV  CONST_10  C07  N06  C05  C04    0.00   0.0  0
 GNV  CONST_11  C08  C07  N06  C05  180.00   0.0  0
 GNV  CONST_12  C14  C13  C12  C08    0.00   0.0  0
 GNV  CONST_13  C14  C15  C07  C08    0.00   0.0  0
 GNV  CONST_14  C16  C15  C07  C08  180.00   0.0  0
 GNV  CONST_15  N06  C07  C08  C12  180.00   0.0  0
 GNV  CONST_16  N06  C07  C15  C14  180.00   0.0  0
 GNV  CONST_17  N06  C07  C15  C16    0.00   0.0  0
 GNV  CONST_18  N06  C05  C04  C16    0.00   0.0  0
 GNV  CONST_19  C09  C08  C12  C13  180.00   0.0  0
 GNV  CONST_20  C09  C08  C07  C15  180.00   0.0  0
 GNV  CONST_21  C02  C04  C16  C15  180.00   0.0  0
 GNV  CONST_22  N06  C05  C04  C02  180.00   0.0  0
 GNV  CONST_23  O17  C16  C04  C05  180.00   0.0  0
 GNV  CONST_24  O17  C16  C15  C07  180.00   0.0  0
 GNV  CONST_25  N06  C07  C08  C09    0.00   0.0  0
 GNV  CONST_26  O17  C16  C15  C14    0.00   0.0  0
 GNV  CONST_27  H1   C13  C14  C15  180.00   0.0  0
 GNV  CONST_28  H4   C12  C08  C07  180.00   0.0  0
 GNV  CONST_29  H5   C14  C15  C07  180.00   0.0  0
 GNV  CONST_30  H3   C05  N06  C07  180.00   0.0  0
 GNV  CONST_31  H6   O03  C02  C04  180.00   0.0  0
 GNV  CONST_32  H7   O10  C09  C08  180.00   0.0  0
 GNV  Var_01    O01  C02  C04  C05  178.99  30.0  2
 GNV  Var_02    O11  C09  C08  C07   42.21  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
 GNV  plan-1  C13  0.020
 GNV  plan-1  C15  0.020
 GNV  plan-1  C02  0.020
 GNV  plan-1  C04  0.020
 GNV  plan-1  C05  0.020
 GNV  plan-1  C07  0.020
 GNV  plan-1  C08  0.020
 GNV  plan-1  C09  0.020
 GNV  plan-1  C12  0.020
 GNV  plan-1  C14  0.020
 GNV  plan-1  C16  0.020
 GNV  plan-1  N06  0.020
 GNV  plan-1  O17  0.020
 GNV  plan-1  H1   0.020
 GNV  plan-1  H4   0.020
 GNV  plan-1  H5   0.020
 GNV  plan-1  H3   0.020
 GNV  plan-2  C02  0.020
 GNV  plan-2  C04  0.020
 GNV  plan-2  O01  0.020
 GNV  plan-2  O03  0.020
 GNV  plan-2  H6   0.020
 GNV  plan-3  C08  0.020
 GNV  plan-3  C09  0.020
 GNV  plan-3  O10  0.020
 GNV  plan-3  O11  0.020
 GNV  plan-3  H7   0.020

