# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 11:48:53 2021
#   Inital geometry file: a 91 line input string
#   Ligand name: 2-[(4-fluorophenyl)amino]-3-hydroxynaphthalene-1,4-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC1=C(Nc2ccc(F)cc2)C(=O)c3ccccc3C1=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
 QLA  QLA  2-[(4-fluorophenyl)amino]-3-hydroxynaphthalene-1,4-dione  ligand  31  21  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QLA
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
 QLA  C1   C  CR6   0   0.305  15.9044  29.2373  64.2524
 QLA  O1   O  O     0  -0.405  15.3816  29.2747  63.1512
 QLA  C2   C  CR6   0   0.216  16.1661  30.5009  64.9497
 QLA  O2   O  OH1   0  -0.597  15.7755  31.6145  64.3307
 QLA  C3   C  CR6   0   0.137  16.7954  30.5451  66.1524
 QLA  O3   O  O     0  -0.380  17.5942  29.3317  67.9796
 QLA  C4   C  CR6   0   0.331  17.5932  32.8801  66.2782
 QLA  C5   C  CR16  0  -0.262  18.2663  32.9200  65.0573
 QLA  C6   C  CR16  0  -0.411  18.7661  34.1180  64.5696
 QLA  C7   C  CR6   0   0.505  18.6053  35.2687  65.3155
 QLA  C8   C  CR16  0  -0.404  17.9613  35.2562  66.5374
 QLA  C9   C  CR16  0  -0.311  17.4495  34.0592  67.0109
 QLA  C10  C  CR6   0   0.308  17.1076  29.2879  66.8674
 QLA  C11  C  CR66  0  -0.026  16.8127  27.9964  66.2030
 QLA  C12  C  CR16  0  -0.270  17.1127  26.8054  66.8489
 QLA  C13  C  CR16  0  -0.233  16.8544  25.5936  66.2218
 QLA  C14  C  CR16  0  -0.234  16.2956  25.5699  64.9521
 QLA  C15  C  CR16  0  -0.268  15.9897  26.7585  64.3028
 QLA  C16  C  CR66  0  -0.029  16.2480  27.9709  64.9263
 QLA  F1   F  F     0  -0.320  19.0933  36.4305  64.8440
 QLA  N1   N  NH1   0  -0.754  17.1020  31.6949  66.8258
 QLA  H1   H  HOH1  0   0.477  15.3886  31.3713  63.4747
 QLA  H2   H  HCR6  0   0.277  18.4332  32.0152  64.4891
 QLA  H3   H  HCR6  0   0.280  19.2910  34.1457  63.6234
 QLA  H4   H  HCR6  0   0.281  17.8454  36.1674  67.1093
 QLA  H5   H  HCR6  0   0.277  16.9263  34.0409  67.9589
 QLA  H6   H  HCR6  0   0.275  17.5506  26.8201  67.8378
 QLA  H7   H  HCR6  0   0.277  17.0910  24.6668  66.7264
 QLA  H8   H  HCR6  0   0.278  16.0947  24.6249  64.4661
 QLA  H9   H  HCR6  0   0.275  15.5482  26.7394  63.3157
 QLA  H10  H  HNH1  0   0.404  17.2348  31.5848  67.8205

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
 QLA  O1   C1   double    1.220  0.020  1.220
 QLA  C15  C14  aromatic  1.388  0.020  1.388
 QLA  C15  C16  aromatic  1.388  0.020  1.388
 QLA  C1   C16  single    1.475  0.020  1.475
 QLA  C1   C2   single    1.467  0.020  1.467
 QLA  F1   C7   single    1.346  0.020  1.346
 QLA  C6   C7   aromatic  1.381  0.020  1.381
 QLA  C6   C5   aromatic  1.387  0.020  1.387
 QLA  O2   C2   single    1.333  0.020  1.333
 QLA  C14  C13  aromatic  1.387  0.020  1.387
 QLA  C16  C11  aromatic  1.396  0.020  1.396
 QLA  C7   C8   aromatic  1.381  0.020  1.381
 QLA  C2   C3   double    1.358  0.020  1.358
 QLA  C5   C4   aromatic  1.395  0.020  1.395
 QLA  C13  C12  aromatic  1.389  0.020  1.389
 QLA  C11  C12  aromatic  1.388  0.020  1.388
 QLA  C11  C10  single    1.482  0.020  1.482
 QLA  C8   C9   aromatic  1.385  0.020  1.385
 QLA  C4   C9   aromatic  1.396  0.020  1.396
 QLA  C4   N1   single    1.395  0.020  1.395
 QLA  C3   N1   single    1.367  0.020  1.367
 QLA  C3   C10  single    1.480  0.020  1.480
 QLA  C10  O3   double    1.215  0.020  1.215
 QLA  O2   H1   single    0.850  0.020  0.980
 QLA  C5   H2   single    0.930  0.020  1.080
 QLA  C6   H3   single    0.930  0.020  1.080
 QLA  C8   H4   single    0.930  0.020  1.080
 QLA  C9   H5   single    0.930  0.020  1.080
 QLA  C12  H6   single    0.930  0.020  1.080
 QLA  C13  H7   single    0.930  0.020  1.080
 QLA  C14  H8   single    0.930  0.020  1.080
 QLA  C15  H9   single    0.930  0.020  1.080
 QLA  N1   H10  single    0.860  0.020  1.020

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
 QLA  C16  C1   C2   118.74  3.000
 QLA  C2   C1   O1   118.64  3.000
 QLA  C16  C1   O1   122.59  3.000
 QLA  C3   C2   O2   121.33  3.000
 QLA  C3   C2   C1   122.12  3.000
 QLA  O2   C2   C1   116.54  3.000
 QLA  H1   O2   C2   108.49  3.000
 QLA  N1   C3   C10  115.42  3.000
 QLA  C10  C3   C2   119.87  3.000
 QLA  N1   C3   C2   124.57  3.000
 QLA  N1   C4   C9   118.39  3.000
 QLA  N1   C4   C5   122.54  3.000
 QLA  C9   C4   C5   119.02  3.000
 QLA  H2   C5   C6   118.85  3.000
 QLA  H2   C5   C4   120.70  3.000
 QLA  C6   C5   C4   120.43  3.000
 QLA  H3   C6   C7   120.49  3.000
 QLA  H3   C6   C5   120.29  3.000
 QLA  C7   C6   C5   119.21  3.000
 QLA  F1   C7   C8   119.14  3.000
 QLA  C8   C7   C6   121.65  3.000
 QLA  F1   C7   C6   119.21  3.000
 QLA  H4   C8   C9   120.49  3.000
 QLA  H4   C8   C7   120.66  3.000
 QLA  C9   C8   C7   118.84  3.000
 QLA  H5   C9   C8   119.49  3.000
 QLA  H5   C9   C4   119.67  3.000
 QLA  C8   C9   C4   120.84  3.000
 QLA  C11  C10  O3   121.44  3.000
 QLA  O3   C10  C3   119.75  3.000
 QLA  C11  C10  C3   118.81  3.000
 QLA  C16  C11  C12  119.83  3.000
 QLA  C12  C11  C10  119.75  3.000
 QLA  C16  C11  C10  120.41  3.000
 QLA  H6   C12  C13  120.01  3.000
 QLA  H6   C12  C11  120.09  3.000
 QLA  C13  C12  C11  119.90  3.000
 QLA  H7   C13  C14  120.03  3.000
 QLA  H7   C13  C12  119.76  3.000
 QLA  C14  C13  C12  120.21  3.000
 QLA  H8   C14  C15  119.80  3.000
 QLA  H8   C14  C13  120.06  3.000
 QLA  C15  C14  C13  120.13  3.000
 QLA  H9   C15  C16  120.10  3.000
 QLA  H9   C15  C14  120.11  3.000
 QLA  C16  C15  C14  119.79  3.000
 QLA  C15  C16  C11  120.14  3.000
 QLA  C11  C16  C1   119.76  3.000
 QLA  C15  C16  C1   120.10  3.000
 QLA  H10  N1   C4   115.66  3.000
 QLA  H10  N1   C3   115.03  3.000
 QLA  C4   N1   C3   126.88  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
 QLA  CONST_01  C7   C6   C5   C4     0.00  0.0  0
 QLA  CONST_02  C7   C8   C9   C4     0.00  0.0  0
 QLA  CONST_03  C8   C7   C6   C5     0.00  0.0  0
 QLA  CONST_04  C8   C9   C4   C5     0.00  0.0  0
 QLA  CONST_05  C9   C8   C7   C6     0.00  0.0  0
 QLA  CONST_06  C9   C4   C5   C6     0.00  0.0  0
 QLA  CONST_07  C14  C15  C16  C11    0.00  0.0  0
 QLA  CONST_08  C14  C13  C12  C11    0.00  0.0  0
 QLA  CONST_09  C15  C14  C13  C12    0.00  0.0  0
 QLA  CONST_10  C15  C16  C11  C12    0.00  0.0  0
 QLA  CONST_11  C16  C15  C14  C13    0.00  0.0  0
 QLA  CONST_12  C16  C11  C12  C13    0.00  0.0  0
 QLA  CONST_13  F1   C7   C6   C5   180.00  0.0  0
 QLA  CONST_14  N1   C4   C5   C6   180.00  0.0  0
 QLA  CONST_15  N1   C4   C9   C8   180.00  0.0  0
 QLA  CONST_16  F1   C7   C8   C9   180.00  0.0  0
 QLA  CONST_21  H9   C15  C16  C1     0.00  0.0  0
 QLA  CONST_22  H3   C6   C5   C4   180.00  0.0  0
 QLA  CONST_23  H4   C8   C9   C4   180.00  0.0  0
 QLA  CONST_24  H5   C9   C4   C5   180.00  0.0  0
 QLA  CONST_25  H2   C5   C6   C7   180.00  0.0  0
 QLA  CONST_26  H6   C12  C11  C10    0.00  0.0  0
 QLA  CONST_27  H7   C13  C12  C11  180.00  0.0  0
 QLA  CONST_28  H8   C14  C13  C12  180.00  0.0  0

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
 QLA  plan-1  C4   0.020
 QLA  plan-1  C5   0.020
 QLA  plan-1  C6   0.020
 QLA  plan-1  C7   0.020
 QLA  plan-1  C8   0.020
 QLA  plan-1  C9   0.020
 QLA  plan-1  F1   0.020
 QLA  plan-1  N1   0.020
 QLA  plan-1  H2   0.020
 QLA  plan-1  H3   0.020
 QLA  plan-1  H4   0.020
 QLA  plan-1  H5   0.020
 QLA  plan-2  C1   0.020
 QLA  plan-2  O1   0.020
 QLA  plan-2  C2   0.020
 QLA  plan-2  O2   0.020
 QLA  plan-2  C3   0.020
 QLA  plan-2  O3   0.020
 QLA  plan-2  C10  0.020
 QLA  plan-2  C11  0.020
 QLA  plan-2  C12  0.020
 QLA  plan-2  C13  0.020
 QLA  plan-2  C14  0.020
 QLA  plan-2  C15  0.020
 QLA  plan-2  C16  0.020
 QLA  plan-2  N1   0.020
 QLA  plan-2  H6   0.020
 QLA  plan-2  H7   0.020
 QLA  plan-2  H8   0.020
 QLA  plan-2  H9   0.020
 QLA  plan-3  C3   0.020
 QLA  plan-3  C4   0.020
 QLA  plan-3  N1   0.020
 QLA  plan-3  H10  0.020

