# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 18:17:15 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1C2=C3C=CC(=O)C=C3Oc4cc(O)ccc24
#
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
 FLU  FLU  '2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid'  ligand  36  25  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FLU
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
 FLU  C1   C  CR6    0   0.379  -0.3016   0.0085   4.0543
 FLU  O1   O  OH1    0  -0.613  -0.3940   0.0971   5.3844
 FLU  C2   C  CR16   0  -0.484   0.9151   0.0416   3.3884
 FLU  C3   C  CR66   0   0.374   0.9239  -0.0556   2.0051
 FLU  O2   O  O      0  -0.476   2.1275  -0.0223   1.4077
 FLU  C4   C  CR66   0   0.419   2.2574  -0.1291   0.0682
 FLU  C5   C  CR16   0  -0.549   3.5169  -0.1071  -0.4443
 FLU  C6   C  CR6    0   0.372   3.7437  -0.2157  -1.8630
 FLU  O3   O  OC     0  -0.514   4.8766  -0.2023  -2.3611
 FLU  C7   C  CR16   0  -0.398   2.5460  -0.3398  -2.6902
 FLU  C8   C  CR16   0  -0.283   1.3065  -0.3634  -2.1585
 FLU  C9   C  CR66   0  -0.076   1.0885  -0.2665  -0.7464
 FLU  C10  C  CR6    0   0.312  -0.1584  -0.2636  -0.1649
 FLU  C11  C  CR66   0   0.010  -0.2515  -0.1844   1.2602
 FLU  C12  C  CR16   0  -0.317  -1.4644  -0.2168   1.9663
 FLU  C13  C  CR16   0  -0.334  -1.5006  -0.1248   3.3341
 FLU  C14  C  CR6    0  -0.044  -1.3718  -0.5684  -0.9604
 FLU  C15  C  CR16   0  -0.276  -1.6204  -1.9087  -1.2484
 FLU  C16  C  CR16   0  -0.248  -2.7472  -2.2737  -1.9695
 FLU  C17  C  CR16   0  -0.248  -3.6313  -1.2969  -2.4077
 FLU  C18  C  CR16   0  -0.286  -3.3810   0.0363  -2.1218
 FLU  C19  C  CR6    0  -0.112  -2.2556   0.4178  -1.3979
 FLU  C20  C  C      0   0.405  -1.9812   1.8805  -1.0935
 FLU  O4   O  O      0  -0.561  -0.9383   2.1031  -0.4479
 FLU  O5   O  OC    -1  -0.579  -2.8059   2.7142  -1.5056
 FLU  HO1  H  HOH1   0   0.484   0.4770   0.1996   5.7860
 FLU  H2   H  HCR6   0   0.295   1.8488   0.1418   3.9293
 FLU  H5   H  HCR6   0   0.260   4.3688  -0.0088   0.2176
 FLU  H7   H  HCR6   0   0.255   2.6800  -0.4101  -3.7629
 FLU  H8   H  HCR6   0   0.266   0.4433  -0.4495  -2.8056
 FLU  H12  H  HCR6   0   0.269  -2.3906  -0.3185   1.4166
 FLU  H13  H  HCR6   0   0.277  -2.4431  -0.1502   3.8647
 FLU  H15  H  HCR6   0   0.256  -0.9301  -2.6696  -0.9049
 FLU  H16  H  HCR6   0   0.261  -2.9320  -3.3174  -2.1876
 FLU  H17  H  HCR6   0   0.256  -4.5125  -1.5751  -2.9714
 FLU  H18  H  HCR6   0   0.252  -4.0644   0.8020  -2.4640

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
 FLU  C1   O1   single    1.336  0.020  1.336
 FLU  C1   C2   aromatic  1.387  0.020  1.387
 FLU  C1   C13  aromatic  1.405  0.020  1.405
 FLU  O1   HO1  single    0.850  0.020  0.980
 FLU  C2   C3   aromatic  1.387  0.020  1.387
 FLU  C2   H2   single    0.930  0.020  1.080
 FLU  C3   O2   aromatic  1.344  0.020  1.344
 FLU  C3   C11  aromatic  1.398  0.020  1.398
 FLU  O2   C4   aromatic  1.350  0.020  1.350
 FLU  C4   C5   aromatic  1.360  0.020  1.360
 FLU  C4   C9   aromatic  1.431  0.020  1.431
 FLU  C5   C6   aromatic  1.441  0.020  1.441
 FLU  C5   H5   single    0.930  0.020  1.080
 FLU  C6   O3   double    1.238  0.020  1.238
 FLU  C6   C7   aromatic  1.461  0.020  1.461
 FLU  C7   C8   aromatic  1.349  0.020  1.349
 FLU  C7   H7   single    0.930  0.020  1.080
 FLU  C8   C9   aromatic  1.432  0.020  1.432
 FLU  C8   H8   single    0.930  0.020  1.080
 FLU  C9   C10  aromatic  1.376  0.020  1.376
 FLU  C10  C11  aromatic  1.430  0.020  1.430
 FLU  C10  C14  single    1.483  0.020  1.483
 FLU  C11  C12  aromatic  1.404  0.020  1.404
 FLU  C12  C13  aromatic  1.371  0.020  1.371
 FLU  C12  H12  single    0.930  0.020  1.080
 FLU  C13  H13  single    0.930  0.020  1.080
 FLU  C14  C15  aromatic  1.393  0.020  1.393
 FLU  C14  C19  aromatic  1.395  0.020  1.395
 FLU  C15  C16  aromatic  1.387  0.020  1.387
 FLU  C15  H15  single    0.930  0.020  1.080
 FLU  C16  C17  aromatic  1.388  0.020  1.388
 FLU  C16  H16  single    0.930  0.020  1.080
 FLU  C17  C18  aromatic  1.386  0.020  1.386
 FLU  C17  H17  single    0.930  0.020  1.080
 FLU  C18  C19  aromatic  1.391  0.020  1.391
 FLU  C18  H18  single    0.930  0.020  1.080
 FLU  C19  C20  single    1.519  0.020  1.519
 FLU  C20  O4   deloc     1.247  0.020  1.247
 FLU  C20  O5   deloc     1.243  0.020  1.243

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
 FLU  C13  C1   C2   120.30  3.000
 FLU  C13  C1   O1   117.22  3.000
 FLU  C2   C1   O1   122.47  3.000
 FLU  HO1  O1   C1   111.04  3.000
 FLU  H2   C2   C3   119.93  3.000
 FLU  H2   C2   C1   121.21  3.000
 FLU  C3   C2   C1   118.86  3.000
 FLU  C11  C3   O2   121.23  3.000
 FLU  C11  C3   C2   122.20  3.000
 FLU  O2   C3   C2   116.57  3.000
 FLU  C4   O2   C3   121.68  3.000
 FLU  C9   C4   C5   122.92  3.000
 FLU  C9   C4   O2   119.58  3.000
 FLU  C5   C4   O2   117.50  3.000
 FLU  H5   C5   C6   118.99  3.000
 FLU  H5   C5   C4   119.97  3.000
 FLU  C6   C5   C4   121.04  3.000
 FLU  C7   C6   O3   121.57  3.000
 FLU  C7   C6   C5   115.78  3.000
 FLU  O3   C6   C5   122.65  3.000
 FLU  H7   C7   C8   120.18  3.000
 FLU  H7   C7   C6   117.70  3.000
 FLU  C8   C7   C6   122.12  3.000
 FLU  H8   C8   C9   118.27  3.000
 FLU  H8   C8   C7   119.91  3.000
 FLU  C9   C8   C7   121.82  3.000
 FLU  C10  C9   C8   123.70  3.000
 FLU  C10  C9   C4   119.96  3.000
 FLU  C8   C9   C4   116.32  3.000
 FLU  C14  C10  C11  119.52  3.000
 FLU  C14  C10  C9   120.97  3.000
 FLU  C11  C10  C9   118.70  3.000
 FLU  C12  C11  C10  123.79  3.000
 FLU  C12  C11  C3   117.43  3.000
 FLU  C10  C11  C3   118.78  3.000
 FLU  H12  C12  C13  119.38  3.000
 FLU  H12  C12  C11  119.09  3.000
 FLU  C13  C12  C11  121.53  3.000
 FLU  H13  C13  C12  120.71  3.000
 FLU  H13  C13  C1   119.62  3.000
 FLU  C12  C13  C1   119.68  3.000
 FLU  C19  C14  C15  120.15  3.000
 FLU  C19  C14  C10  122.80  3.000
 FLU  C15  C14  C10  117.05  3.000
 FLU  H15  C15  C16  119.85  3.000
 FLU  H15  C15  C14  119.77  3.000
 FLU  C16  C15  C14  120.38  3.000
 FLU  H16  C16  C17  120.41  3.000
 FLU  H16  C16  C15  119.83  3.000
 FLU  C17  C16  C15  119.76  3.000
 FLU  H17  C17  C18  120.10  3.000
 FLU  H17  C17  C16  120.13  3.000
 FLU  C18  C17  C16  119.77  3.000
 FLU  H18  C18  C19  118.77  3.000
 FLU  H18  C18  C17  120.10  3.000
 FLU  C19  C18  C17  121.13  3.000
 FLU  C20  C19  C18  120.95  3.000
 FLU  C20  C19  C14  120.23  3.000
 FLU  C18  C19  C14  118.81  3.000
 FLU  O5   C20  O4   127.38  3.000
 FLU  O5   C20  C19  117.36  3.000
 FLU  O4   C20  C19  115.26  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
 FLU  CONST_01  O2   C3   C2   C1   180.00   0.0  0
 FLU  CONST_02  C11  C3   C2   C1     0.00   0.0  0
 FLU  CONST_03  C11  C12  C13  C1     0.00   0.0  0
 FLU  CONST_04  C12  C13  C1   C2     0.00   0.0  0
 FLU  CONST_05  C4   O2   C3   C2   180.00   0.0  0
 FLU  CONST_06  C10  C11  C3   C2   180.00   0.0  0
 FLU  CONST_07  C12  C11  C3   C2     0.00   0.0  0
 FLU  CONST_08  C13  C1   C2   C3     0.00   0.0  0
 FLU  CONST_09  C5   C4   O2   C3   180.00   0.0  0
 FLU  CONST_10  C9   C4   O2   C3     0.00   0.0  0
 FLU  CONST_11  C9   C10  C11  C3     0.00   0.0  0
 FLU  CONST_12  C14  C10  C11  C3   180.00   0.0  0
 FLU  CONST_13  C13  C12  C11  C3     0.00   0.0  0
 FLU  CONST_14  C10  C11  C3   O2     0.00   0.0  0
 FLU  CONST_15  C12  C11  C3   O2   180.00   0.0  0
 FLU  CONST_16  C6   C5   C4   O2   180.00   0.0  0
 FLU  CONST_17  C8   C9   C4   O2   180.00   0.0  0
 FLU  CONST_18  C10  C9   C4   O2     0.00   0.0  0
 FLU  CONST_19  C11  C3   O2   C4     0.00   0.0  0
 FLU  CONST_20  C7   C6   C5   C4     0.00   0.0  0
 FLU  CONST_21  C7   C8   C9   C4     0.00   0.0  0
 FLU  CONST_22  C11  C10  C9   C4     0.00   0.0  0
 FLU  CONST_23  C14  C10  C9   C4   180.00   0.0  0
 FLU  CONST_24  C8   C9   C4   C5     0.00   0.0  0
 FLU  CONST_25  C10  C9   C4   C5   180.00   0.0  0
 FLU  CONST_26  C8   C7   C6   C5     0.00   0.0  0
 FLU  CONST_27  C9   C4   C5   C6     0.00   0.0  0
 FLU  CONST_28  C9   C8   C7   C6     0.00   0.0  0
 FLU  CONST_29  C10  C9   C8   C7   180.00   0.0  0
 FLU  CONST_30  C11  C10  C9   C8   180.00   0.0  0
 FLU  CONST_31  C14  C10  C9   C8     0.00   0.0  0
 FLU  CONST_32  C12  C11  C10  C9   180.00   0.0  0
 FLU  CONST_35  C13  C12  C11  C10  180.00   0.0  0
 FLU  CONST_36  C16  C15  C14  C10  180.00   0.0  0
 FLU  CONST_37  C18  C19  C14  C10  180.00   0.0  0
 FLU  CONST_40  C14  C10  C11  C12    0.00   0.0  0
 FLU  CONST_41  C17  C16  C15  C14    0.00   0.0  0
 FLU  CONST_42  C17  C18  C19  C14    0.00   0.0  0
 FLU  CONST_43  C18  C19  C14  C15    0.00   0.0  0
 FLU  CONST_44  C18  C17  C16  C15    0.00   0.0  0
 FLU  CONST_45  C19  C14  C15  C16    0.00   0.0  0
 FLU  CONST_46  C19  C18  C17  C16    0.00   0.0  0
 FLU  CONST_47  C3   C2   C1   O1   180.00   0.0  0
 FLU  CONST_48  C12  C13  C1   O1   180.00   0.0  0
 FLU  CONST_49  O3   C6   C5   C4   180.00   0.0  0
 FLU  CONST_50  C8   C7   C6   O3   180.00   0.0  0
 FLU  CONST_51  C20  C19  C14  C10    0.00   0.0  0
 FLU  CONST_52  C20  C19  C14  C15  180.00   0.0  0
 FLU  CONST_53  C20  C19  C18  C17  180.00   0.0  0
 FLU  CONST_54  H12  C12  C13  C1   180.00   0.0  0
 FLU  CONST_55  H13  C13  C1   C2   180.00   0.0  0
 FLU  CONST_56  H2   C2   C3   O2     0.00   0.0  0
 FLU  CONST_57  H5   C5   C4   O2     0.00   0.0  0
 FLU  CONST_58  H8   C8   C9   C4   180.00   0.0  0
 FLU  CONST_59  H7   C7   C6   C5   180.00   0.0  0
 FLU  CONST_60  H15  C15  C14  C10    0.00   0.0  0
 FLU  CONST_61  H16  C16  C15  C14  180.00   0.0  0
 FLU  CONST_62  H18  C18  C19  C14  180.00   0.0  0
 FLU  CONST_63  H17  C17  C16  C15  180.00   0.0  0
 FLU  Var_01    O4   C20  C19  C14    0.12  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
 FLU  plan-1  C10  0.020
 FLU  plan-1  C14  0.020
 FLU  plan-1  C15  0.020
 FLU  plan-1  C16  0.020
 FLU  plan-1  C17  0.020
 FLU  plan-1  C18  0.020
 FLU  plan-1  C19  0.020
 FLU  plan-1  C20  0.020
 FLU  plan-1  H15  0.020
 FLU  plan-1  H16  0.020
 FLU  plan-1  H17  0.020
 FLU  plan-1  H18  0.020
 FLU  plan-2  C1   0.020
 FLU  plan-2  O1   0.020
 FLU  plan-2  C2   0.020
 FLU  plan-2  C3   0.020
 FLU  plan-2  O2   0.020
 FLU  plan-2  C10  0.020
 FLU  plan-2  C11  0.020
 FLU  plan-2  C12  0.020
 FLU  plan-2  C13  0.020
 FLU  plan-2  H2   0.020
 FLU  plan-2  H12  0.020
 FLU  plan-2  H13  0.020
 FLU  plan-3  O2   0.020
 FLU  plan-3  C4   0.020
 FLU  plan-3  C5   0.020
 FLU  plan-3  C6   0.020
 FLU  plan-3  O3   0.020
 FLU  plan-3  C7   0.020
 FLU  plan-3  C8   0.020
 FLU  plan-3  C9   0.020
 FLU  plan-3  C10  0.020
 FLU  plan-3  H5   0.020
 FLU  plan-3  H7   0.020
 FLU  plan-3  H8   0.020
 FLU  plan-4  C19  0.020
 FLU  plan-4  C20  0.020
 FLU  plan-4  O4   0.020
 FLU  plan-4  O5   0.020

