# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 07:51:34 2020
#   Inital geometry file: a 60 line input string
#   Ligand name: (2R)-3,3-difluoro-2-hydroxy-3-phenylpropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H](C(O)=O)C(F)(F)c1ccccc1
#
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
 9NL  9NL  '(2R)-3,3-difluoro-2-hydroxy-3-phenylpropanoic acid'  ligand  21  14  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_9NL
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
 9NL  OAM  O  OC    -1  -0.574  -3.2322  -0.9024  -0.1122
 9NL  CAI  C  C      0   0.392  -2.6773   0.1869  -0.2862
 9NL  OAN  O  O      0  -0.598  -3.1701   1.3327  -0.1944
 9NL  CAH  C  CH1    0  -0.182  -1.1725   0.1896  -0.6882
 9NL  OAJ  O  OH1    0  -0.681  -0.7714   1.4978  -0.9608
 9NL  CAG  C  CT     0   0.756  -0.2904  -0.3860   0.4206
 9NL  FAK  F  F      0  -0.350  -0.6416   0.1858   1.6138
 9NL  FAL  F  F      0  -0.343  -0.5398  -1.7197   0.5629
 9NL  CAE  C  CR6    0  -0.056   1.1813  -0.1828   0.1822
 9NL  CAD  C  CR16   0  -0.293   1.8524   0.9053   0.7290
 9NL  CAC  C  CR16   0  -0.244   3.2043   1.0898   0.4745
 9NL  CAB  C  CR16   0  -0.259   3.8928   0.1974  -0.3360
 9NL  CAA  C  CR16   0  -0.241   3.2224  -0.8841  -0.8909
 9NL  CAF  C  CR16   0  -0.290   1.8722  -1.0746  -0.6327
 9NL  H2   H  HCH1   0   0.236  -1.0390  -0.4526  -1.5696
 9NL  H3   H  HOH1   0   0.435  -1.5618   2.0088  -0.6936
 9NL  H4   H  HCR6   0   0.256   1.3320   1.6153   1.3570
 9NL  H5   H  HCR6   0   0.259   3.7193   1.9363   0.9095
 9NL  H6   H  HCR6   0   0.259   4.9463   0.3449  -0.5355
 9NL  H7   H  HCR6   0   0.260   3.7507  -1.5846  -1.5243
 9NL  H8   H  HCR6   0   0.259   1.3654  -1.9232  -1.0738

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
 9NL  OAJ  CAH  single    1.395  0.020  1.395
 9NL  FAL  CAG  single    1.364  0.020  1.364
 9NL  FAK  CAG  single    1.369  0.020  1.369
 9NL  CAH  CAG  single    1.529  0.020  1.529
 9NL  CAH  CAI  single    1.558  0.020  1.558
 9NL  CAG  CAE  single    1.505  0.020  1.505
 9NL  OAN  CAI  deloc     1.251  0.020  1.251
 9NL  CAI  OAM  deloc     1.235  0.020  1.235
 9NL  CAE  CAD  aromatic  1.390  0.020  1.390
 9NL  CAE  CAF  aromatic  1.392  0.020  1.392
 9NL  CAD  CAC  aromatic  1.388  0.020  1.388
 9NL  CAF  CAA  aromatic  1.388  0.020  1.388
 9NL  CAC  CAB  aromatic  1.388  0.020  1.388
 9NL  CAA  CAB  aromatic  1.388  0.020  1.388
 9NL  CAH  H2   single    0.970  0.020  1.090
 9NL  OAJ  H3   single    0.850  0.020  0.980
 9NL  CAD  H4   single    0.930  0.020  1.080
 9NL  CAC  H5   single    0.930  0.020  1.080
 9NL  CAB  H6   single    0.930  0.020  1.080
 9NL  CAA  H7   single    0.930  0.020  1.080
 9NL  CAF  H8   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
 9NL  CAH  CAI  OAN  113.46  3.000
 9NL  OAN  CAI  OAM  128.37  3.000
 9NL  CAH  CAI  OAM  118.17  3.000
 9NL  H2   CAH  CAG  106.95  3.000
 9NL  H2   CAH  OAJ  110.88  3.000
 9NL  CAG  CAH  OAJ  109.19  3.000
 9NL  H2   CAH  CAI  108.87  3.000
 9NL  CAG  CAH  CAI  111.68  3.000
 9NL  OAJ  CAH  CAI  109.26  3.000
 9NL  H3   OAJ  CAH  101.78  3.000
 9NL  CAE  CAG  FAL  109.11  3.000
 9NL  CAE  CAG  FAK  109.43  3.000
 9NL  FAL  CAG  FAK  105.70  3.000
 9NL  CAE  CAG  CAH  113.48  3.000
 9NL  FAK  CAG  CAH  109.07  3.000
 9NL  FAL  CAG  CAH  109.76  3.000
 9NL  CAF  CAE  CAD  119.48  3.000
 9NL  CAF  CAE  CAG  119.46  3.000
 9NL  CAD  CAE  CAG  121.03  3.000
 9NL  H4   CAD  CAC  119.21  3.000
 9NL  H4   CAD  CAE  120.66  3.000
 9NL  CAC  CAD  CAE  120.13  3.000
 9NL  H5   CAC  CAB  120.10  3.000
 9NL  H5   CAC  CAD  119.59  3.000
 9NL  CAB  CAC  CAD  120.31  3.000
 9NL  H6   CAB  CAA  120.17  3.000
 9NL  H6   CAB  CAC  120.19  3.000
 9NL  CAA  CAB  CAC  119.64  3.000
 9NL  H7   CAA  CAF  119.67  3.000
 9NL  H7   CAA  CAB  120.17  3.000
 9NL  CAF  CAA  CAB  120.16  3.000
 9NL  H8   CAF  CAA  119.17  3.000
 9NL  H8   CAF  CAE  120.57  3.000
 9NL  CAA  CAF  CAE  120.26  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
 9NL  CONST_01  CAB  CAC  CAD  CAE    0.00   0.0  0
 9NL  CONST_02  CAB  CAA  CAF  CAE    0.00   0.0  0
 9NL  CONST_03  CAA  CAF  CAE  CAD    0.00   0.0  0
 9NL  CONST_04  CAA  CAB  CAC  CAD    0.00   0.0  0
 9NL  CONST_05  CAF  CAE  CAD  CAC    0.00   0.0  0
 9NL  CONST_06  CAF  CAA  CAB  CAC    0.00   0.0  0
 9NL  CONST_07  CAC  CAD  CAE  CAG  180.00   0.0  0
 9NL  CONST_08  CAA  CAF  CAE  CAG  180.00   0.0  0
 9NL  CONST_09  H5   CAC  CAD  CAE  180.00   0.0  0
 9NL  CONST_10  H7   CAA  CAF  CAE  180.00   0.0  0
 9NL  CONST_11  H8   CAF  CAE  CAD  180.00   0.0  0
 9NL  CONST_12  H6   CAB  CAC  CAD  180.00   0.0  0
 9NL  CONST_13  H4   CAD  CAC  CAB  180.00   0.0  0
 9NL  Var_01    CAD  CAE  CAG  CAH   94.64  30.0  2

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
 9NL  chir_01  CAH  OAJ  CAG  CAI  negativ

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
 9NL  plan-1  CAG  0.020
 9NL  plan-1  CAE  0.020
 9NL  plan-1  CAD  0.020
 9NL  plan-1  CAC  0.020
 9NL  plan-1  CAB  0.020
 9NL  plan-1  CAA  0.020
 9NL  plan-1  CAF  0.020
 9NL  plan-1  H4   0.020
 9NL  plan-1  H5   0.020
 9NL  plan-1  H6   0.020
 9NL  plan-1  H7   0.020
 9NL  plan-1  H8   0.020
 9NL  plan-2  OAM  0.020
 9NL  plan-2  CAI  0.020
 9NL  plan-2  OAN  0.020
 9NL  plan-2  CAH  0.020

