# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 13:24:25 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: (2R)-2-(3-fluoro-4-phenyl-phenyl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](C(O)=O)c1ccc(c(F)c1)c2ccccc2
#
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
 FLR  FLR  '(2R)-2-(3-fluoro-4-phenyl-phenyl)propanoic acid'  ligand  30  18  .  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_FLR
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
 FLR  C1   C  C1     0  -0.301  -3.3380  -1.2022  -0.1918
 FLR  C    C  C1     0  -0.241  -4.7178  -1.0744  -0.1150
 FLR  C5   C  C1     0  -0.266  -5.2861   0.1345   0.2628
 FLR  C4   C  C1     0  -0.241  -4.4637   1.2116   0.5675
 FLR  C3   C  C1     0  -0.298  -3.0845   1.0845   0.4905
 FLR  C2   C  C      0   0.098  -2.5027  -0.1258   0.1094
 FLR  C6   C  C      0  -0.168  -1.0362  -0.2941   0.0514
 FLR  C11  C  C      0   0.533  -0.2074   0.5853  -0.6361
 FLR  C10  C  C1     0  -0.457   1.1606   0.4350  -0.7093
 FLR  F    F  F      0  -0.311  -0.7638   1.6256  -1.2835
 FLR  C7   C  C1     0  -0.264  -0.4054  -1.3705   0.6736
 FLR  C8   C  C1     0  -0.344   0.9698  -1.5400   0.6166
 FLR  C9   C  C      0   0.200   1.7777  -0.6389  -0.0696
 FLR  C12  C  CH1    0  -0.468   3.2702  -0.8111  -0.1483
 FLR  C13  C  CH3    0  -0.644   3.7438  -0.9841  -1.5865
 FLR  C14  C  C      0   0.422   3.9816   0.3367   0.6196
 FLR  O1   O  O      0  -0.609   3.5015   0.6157   1.7352
 FLR  O    O  OC    -1  -0.594   4.9711   0.8635   0.0796
 FLR  H1   H  H      0   0.255  -2.9059  -2.1454  -0.5029
 FLR  H2   H  H      0   0.257  -5.3485  -1.9199  -0.3577
 FLR  H3   H  H      0   0.257  -6.3619   0.2366   0.3217
 FLR  H4   H  H      0   0.257  -4.8966   2.1556   0.8721
 FLR  H5   H  H      0   0.251  -2.4603   1.9283   0.7548
 FLR  H6   H  H      0   0.264   1.7406   1.1597  -1.2695
 FLR  H7   H  H      0   0.259  -1.0075  -2.0814   1.2259
 FLR  H8   H  H      0   0.249   1.4211  -2.3880   1.1167
 FLR  H9   H  HCH1   0   0.247   3.5175  -1.7313   0.3950
 FLR  H10  H  HCH3   0   0.226   4.8123  -1.1919  -1.6191
 FLR  H11  H  HCH3   0   0.215   3.2282  -1.8166  -2.0686
 FLR  H12  H  HCH3   0   0.215   3.5661  -0.0908  -2.1865

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
 FLR  O1   C14  deloc     1.246  0.020  1.246
 FLR  C8   C7   aromatic  1.387  0.020  1.387
 FLR  C8   C9   aromatic  1.391  0.020  1.391
 FLR  C14  O    deloc     1.244  0.020  1.244
 FLR  C14  C12  single    1.553  0.020  1.553
 FLR  C7   C6   aromatic  1.394  0.020  1.394
 FLR  C13  C12  single    1.524  0.020  1.524
 FLR  C1   C    aromatic  1.388  0.020  1.388
 FLR  C1   C2   aromatic  1.395  0.020  1.395
 FLR  C    C5   aromatic  1.388  0.020  1.388
 FLR  C12  C9   single    1.505  0.020  1.505
 FLR  C9   C10  aromatic  1.394  0.020  1.394
 FLR  C6   C2   single    1.477  0.020  1.477
 FLR  C6   C11  aromatic  1.390  0.020  1.390
 FLR  C2   C3   aromatic  1.396  0.020  1.396
 FLR  C5   C4   aromatic  1.389  0.020  1.389
 FLR  C10  C11  aromatic  1.378  0.020  1.378
 FLR  C3   C4   aromatic  1.387  0.020  1.387
 FLR  C11  F    single    1.346  0.020  1.346
 FLR  C1   H1   single    0.930  0.020  1.080
 FLR  C    H2   single    0.930  0.020  1.080
 FLR  C5   H3   single    0.930  0.020  1.080
 FLR  C4   H4   single    0.930  0.020  1.080
 FLR  C3   H5   single    0.930  0.020  1.080
 FLR  C10  H6   single    0.930  0.020  1.080
 FLR  C7   H7   single    0.930  0.020  1.080
 FLR  C8   H8   single    0.930  0.020  1.080
 FLR  C12  H9   single    0.970  0.020  1.090
 FLR  C13  H10  single    0.970  0.020  1.090
 FLR  C13  H11  single    0.970  0.020  1.090
 FLR  C13  H12  single    0.970  0.020  1.090

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
 FLR  H1   C1   C2   119.67  3.000
 FLR  H1   C1   C    119.52  3.000
 FLR  C2   C1   C    120.81  3.000
 FLR  H2   C    C5   120.18  3.000
 FLR  H2   C    C1   119.67  3.000
 FLR  C5   C    C1   120.15  3.000
 FLR  H3   C5   C4   120.23  3.000
 FLR  H3   C5   C    120.26  3.000
 FLR  C4   C5   C    119.51  3.000
 FLR  H4   C4   C3   119.56  3.000
 FLR  H4   C4   C5   120.08  3.000
 FLR  C3   C4   C5   120.36  3.000
 FLR  H5   C3   C2   120.15  3.000
 FLR  H5   C3   C4   119.23  3.000
 FLR  C2   C3   C4   120.60  3.000
 FLR  C6   C2   C3   121.55  3.000
 FLR  C3   C2   C1   118.57  3.000
 FLR  C6   C2   C1   119.86  3.000
 FLR  C7   C6   C11  116.06  3.000
 FLR  C11  C6   C2   122.63  3.000
 FLR  C7   C6   C2   121.30  3.000
 FLR  F    C11  C10  117.98  3.000
 FLR  F    C11  C6   118.71  3.000
 FLR  C10  C11  C6   123.30  3.000
 FLR  H6   C10  C9   121.01  3.000
 FLR  H6   C10  C11  119.05  3.000
 FLR  C9   C10  C11  119.94  3.000
 FLR  H7   C7   C8   119.47  3.000
 FLR  H7   C7   C6   118.87  3.000
 FLR  C8   C7   C6   121.65  3.000
 FLR  H8   C8   C9   119.54  3.000
 FLR  H8   C8   C7   119.34  3.000
 FLR  C9   C8   C7   121.13  3.000
 FLR  C12  C9   C8   121.85  3.000
 FLR  C12  C9   C10  120.22  3.000
 FLR  C8   C9   C10  117.92  3.000
 FLR  H9   C12  C14  105.77  3.000
 FLR  H9   C12  C13  107.59  3.000
 FLR  C14  C12  C13  114.08  3.000
 FLR  H9   C12  C9   107.09  3.000
 FLR  C13  C12  C9   111.75  3.000
 FLR  C14  C12  C9   110.11  3.000
 FLR  H12  C13  H11  107.74  3.000
 FLR  H12  C13  H10  107.44  3.000
 FLR  H11  C13  H10  107.74  3.000
 FLR  H12  C13  C12  112.06  3.000
 FLR  H11  C13  C12  110.89  3.000
 FLR  H10  C13  C12  110.78  3.000
 FLR  O    C14  O1   126.88  3.000
 FLR  O    C14  C12  117.55  3.000
 FLR  O1   C14  C12  115.56  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
 FLR  CONST_01  C4   C5   C    C1     0.00  0.0  0
 FLR  CONST_04  C4   C3   C2   C1     0.00  0.0  0
 FLR  CONST_05  C6   C2   C1   C    180.00  0.0  0
 FLR  CONST_06  C3   C2   C1   C      0.00  0.0  0
 FLR  CONST_07  C3   C4   C5   C      0.00  0.0  0
 FLR  CONST_08  C2   C1   C    C5     0.00  0.0  0
 FLR  CONST_09  C2   C3   C4   C5     0.00  0.0  0
 FLR  CONST_10  C6   C2   C3   C4   180.00  0.0  0
 FLR  CONST_13  C8   C7   C6   C2   180.00  0.0  0
 FLR  CONST_14  C10  C11  C6   C2   180.00  0.0  0
 FLR  CONST_15  C9   C8   C7   C6     0.00  0.0  0
 FLR  CONST_16  C9   C10  C11  C6     0.00  0.0  0
 FLR  CONST_17  C8   C7   C6   C11    0.00  0.0  0
 FLR  CONST_18  C8   C9   C10  C11    0.00  0.0  0
 FLR  CONST_19  C7   C8   C9   C10    0.00  0.0  0
 FLR  CONST_20  C7   C6   C11  C10    0.00  0.0  0
 FLR  CONST_21  F    C11  C6   C2     0.00  0.0  0
 FLR  CONST_22  C12  C9   C10  C11  180.00  0.0  0
 FLR  CONST_23  C7   C6   C11  F    180.00  0.0  0
 FLR  CONST_24  C9   C10  C11  F    180.00  0.0  0
 FLR  CONST_25  C12  C9   C8   C7   180.00  0.0  0
 FLR  CONST_26  H3   C5   C    C1   180.00  0.0  0
 FLR  CONST_27  H5   C3   C2   C1   180.00  0.0  0
 FLR  CONST_28  H4   C4   C5   C    180.00  0.0  0
 FLR  CONST_29  H1   C1   C    C5   180.00  0.0  0
 FLR  CONST_30  H2   C    C5   C4   180.00  0.0  0
 FLR  CONST_31  H7   C7   C6   C2     0.00  0.0  0
 FLR  CONST_32  H8   C8   C7   C6   180.00  0.0  0
 FLR  CONST_33  H6   C10  C11  C6   180.00  0.0  0

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FLR  chir_01  C12  C14  C13  C9  positiv

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
 FLR  plan-1  C1   0.020
 FLR  plan-1  C    0.020
 FLR  plan-1  C5   0.020
 FLR  plan-1  C4   0.020
 FLR  plan-1  C3   0.020
 FLR  plan-1  C2   0.020
 FLR  plan-1  C6   0.020
 FLR  plan-1  H1   0.020
 FLR  plan-1  H2   0.020
 FLR  plan-1  H3   0.020
 FLR  plan-1  H4   0.020
 FLR  plan-1  H5   0.020
 FLR  plan-2  C2   0.020
 FLR  plan-2  C6   0.020
 FLR  plan-2  C11  0.020
 FLR  plan-2  C10  0.020
 FLR  plan-2  F    0.020
 FLR  plan-2  C7   0.020
 FLR  plan-2  C8   0.020
 FLR  plan-2  C9   0.020
 FLR  plan-2  C12  0.020
 FLR  plan-2  H6   0.020
 FLR  plan-2  H7   0.020
 FLR  plan-2  H8   0.020
 FLR  plan-3  C12  0.020
 FLR  plan-3  C14  0.020
 FLR  plan-3  O1   0.020
 FLR  plan-3  O    0.020

