# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 13:57:09 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  31  18  .  2021-08-09  2023-02-16
;
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  CR16  0  -0.298  -3.3305  -1.2049  -0.2129
 FLR  C    C  CR16  0  -0.241  -4.7135  -1.1014  -0.1597
 FLR  C5   C  CR16  0  -0.264  -5.3085   0.0911   0.2284
 FLR  C4   C  CR16  0  -0.241  -4.5109   1.1769   0.5666
 FLR  C3   C  CR16  0  -0.295  -3.1286   1.0751   0.5115
 FLR  C2   C  CR6   0   0.094  -2.5213  -0.1190   0.1211
 FLR  C6   C  CR6   0  -0.161  -1.0511  -0.2601   0.0836
 FLR  C11  C  CR6   0   0.535  -0.2349   0.6303  -0.6047
 FLR  C10  C  CR16  0  -0.447   1.1362   0.5063  -0.6672
 FLR  F    F  F     0  -0.307  -0.8057   1.6536  -1.2626
 FLR  C7   C  CR16  0  -0.262  -0.4095  -1.3193   0.7214
 FLR  C8   C  CR16  0  -0.320   0.9693  -1.4646   0.6766
 FLR  C9   C  CR6   0   0.190   1.7593  -0.5543  -0.0150
 FLR  C12  C  CH1   0  -0.500   3.2498  -0.7469  -0.0972
 FLR  C13  C  CH3   0  -0.646   3.7209  -0.9337  -1.5469
 FLR  C14  C  C     0   0.577   4.0002   0.3805   0.5842
 FLR  O1   O  O     0  -0.431   3.4982   1.3629   1.0676
 FLR  O    O  OH1   0  -0.591   5.3080   0.1541   0.5956
 FLR  H1   H  HCR6  0   0.256  -2.8762  -2.1350  -0.5315
 FLR  H2   H  HCR6  0   0.259  -5.3251  -1.9531  -0.4284
 FLR  H3   H  HCR6  0   0.259  -6.3868   0.1739   0.2696
 FLR  H4   H  HCR6  0   0.259  -4.9658   2.1077   0.8794
 FLR  H5   H  HCR6  0   0.253  -2.5235   1.9248   0.8004
 FLR  H6   H  HCR6  0   0.271   1.7030   1.2335  -1.2357
 FLR  H7   H  HCR6  0   0.265  -1.0029  -2.0367   1.2740
 FLR  H8   H  HCR6  0   0.260   1.4324  -2.2996   1.1871
 FLR  H9   H  HCH1  0   0.307   3.5076  -1.6607   0.4486
 FLR  H10  H  HCH3  0   0.252   4.7757  -1.1973  -1.5920
 FLR  H11  H  HCH3  0   0.250   3.1543  -1.7406  -2.0090
 FLR  H12  H  HCH3  0   0.237   3.5690  -0.0328  -2.1412
 FLR  H13  H  HOH1  0   0.482   5.7680   0.8906   1.0259

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  double    1.204  0.020  1.204
 FLR  C8   C7   aromatic  1.387  0.020  1.387
 FLR  C8   C9   aromatic  1.390  0.020  1.390
 FLR  C14  O    single    1.327  0.020  1.327
 FLR  C14  C12  single    1.516  0.020  1.516
 FLR  C7   C6   aromatic  1.393  0.020  1.393
 FLR  C13  C12  single    1.536  0.020  1.536
 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  1.392  0.020  1.392
 FLR  C6   C2   single    1.477  0.020  1.477
 FLR  C6   C11  aromatic  1.390  0.020  1.390
 FLR  C2   C3   aromatic  1.395  0.020  1.395
 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    1.344  0.020  1.344
 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
 FLR  O    H13  single    0.850  0.020  0.980

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   119.71  3.000
 FLR  H1   C1   C    119.56  3.000
 FLR  C2   C1   C    120.72  3.000
 FLR  H2   C    C5   120.21  3.000
 FLR  H2   C    C1   119.66  3.000
 FLR  C5   C    C1   120.13  3.000
 FLR  H3   C5   C4   120.20  3.000
 FLR  H3   C5   C    120.23  3.000
 FLR  C4   C5   C    119.57  3.000
 FLR  H4   C4   C3   119.57  3.000
 FLR  H4   C4   C5   120.09  3.000
 FLR  C3   C4   C5   120.34  3.000
 FLR  H5   C3   C2   120.21  3.000
 FLR  H5   C3   C4   119.27  3.000
 FLR  C2   C3   C4   120.51  3.000
 FLR  C6   C2   C3   121.46  3.000
 FLR  C3   C2   C1   118.73  3.000
 FLR  C6   C2   C1   119.79  3.000
 FLR  C7   C6   C11  116.31  3.000
 FLR  C11  C6   C2   122.39  3.000
 FLR  C7   C6   C2   121.29  3.000
 FLR  F    C11  C10  117.96  3.000
 FLR  F    C11  C6   118.73  3.000
 FLR  C10  C11  C6   123.29  3.000
 FLR  H6   C10  C9   121.54  3.000
 FLR  H6   C10  C11  118.95  3.000
 FLR  C9   C10  C11  119.51  3.000
 FLR  H7   C7   C8   119.46  3.000
 FLR  H7   C7   C6   119.02  3.000
 FLR  C8   C7   C6   121.51  3.000
 FLR  H8   C8   C9   119.78  3.000
 FLR  H8   C8   C7   119.39  3.000
 FLR  C9   C8   C7   120.83  3.000
 FLR  C12  C9   C8   120.42  3.000
 FLR  C12  C9   C10  121.00  3.000
 FLR  C8   C9   C10  118.54  3.000
 FLR  H9   C12  C14  106.26  3.000
 FLR  H9   C12  C13  107.26  3.000
 FLR  C14  C12  C13  111.28  3.000
 FLR  H9   C12  C9   108.22  3.000
 FLR  C13  C12  C9   111.77  3.000
 FLR  C14  C12  C9   111.75  3.000
 FLR  H12  C13  H11  107.97  3.000
 FLR  H12  C13  H10  108.22  3.000
 FLR  H11  C13  H10  107.90  3.000
 FLR  H12  C13  C12  111.80  3.000
 FLR  H11  C13  C12  109.34  3.000
 FLR  H10  C13  C12  111.47  3.000
 FLR  O    C14  O1   123.12  3.000
 FLR  O    C14  C12  111.39  3.000
 FLR  O1   C14  C12  125.49  3.000
 FLR  H13  O    C14  109.99  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
 FLR  CONST_34  H13  O    C14  C12  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
 FLR  plan-3  H13  0.020

