# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 21:53:15 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  22  14  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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  OH1   0  -0.571  -3.1061  -1.1186  -0.4916
 9NL  CAI  C  C     0   0.497  -2.6606   0.1120  -0.3466
 9NL  OAN  O  O     0  -0.423  -3.3257   1.0506   0.0062
 9NL  CAH  C  CH1   0  -0.153  -1.1777   0.2440  -0.6868
 9NL  OAJ  O  OH1   0  -0.639  -0.8531   1.5633  -0.9707
 9NL  CAG  C  CT    0   0.757  -0.3008  -0.2937   0.4600
 9NL  FAK  F  F     0  -0.338  -0.6619   0.3494   1.6084
 9NL  FAL  F  F     0  -0.331  -0.5884  -1.6080   0.6614
 9NL  CAE  C  CR6   0  -0.072   1.1683  -0.1220   0.2042
 9NL  CAD  C  CR16  0  -0.293   1.8587   0.9737   0.7089
 9NL  CAC  C  CR16  0  -0.241   3.2118   1.1238   0.4384
 9NL  CAB  C  CR16  0  -0.253   3.8774   0.1891  -0.3424
 9NL  CAA  C  CR16  0  -0.239   3.1855  -0.9006  -0.8539
 9NL  CAF  C  CR16  0  -0.282   1.8342  -1.0570  -0.5825
 9NL  H1   H  HOH1  0   0.492  -4.0453  -1.1711  -0.2543
 9NL  H2   H  HCH1  0   0.312  -0.9592  -0.3553  -1.5757
 9NL  H3   H  HOH1  0   0.456  -1.2865   2.1451  -0.3341
 9NL  H4   H  HCR6  0   0.262   1.3565   1.7144   1.3160
 9NL  H5   H  HCR6  0   0.264   3.7450   1.9761   0.8383
 9NL  H6   H  HCR6  0   0.264   4.9317   0.3104  -0.5536
 9NL  H7   H  HCR6  0   0.264   3.6974  -1.6332  -1.4635
 9NL  H8   H  HCR6  0   0.266   1.3088  -1.9110  -0.9903

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    1.388  0.020  1.388
 9NL  FAL  CAG  single    1.360  0.020  1.360
 9NL  FAK  CAG  single    1.365  0.020  1.365
 9NL  CAH  CAG  single    1.541  0.020  1.541
 9NL  CAH  CAI  single    1.527  0.020  1.527
 9NL  CAG  CAE  single    1.501  0.020  1.501
 9NL  OAN  CAI  double    1.203  0.020  1.203
 9NL  CAI  OAM  single    1.317  0.020  1.317
 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  1.387  0.020  1.387
 9NL  CAC  CAB  aromatic  1.388  0.020  1.388
 9NL  CAA  CAB  aromatic  1.388  0.020  1.388
 9NL  OAM  H1   single    0.850  0.020  0.980
 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  H1   OAM  CAI  110.56  3.000
 9NL  CAH  CAI  OAN  122.32  3.000
 9NL  OAN  CAI  OAM  125.05  3.000
 9NL  CAH  CAI  OAM  112.63  3.000
 9NL  H2   CAH  CAG  107.46  3.000
 9NL  H2   CAH  OAJ  107.92  3.000
 9NL  CAG  CAH  OAJ  110.54  3.000
 9NL  H2   CAH  CAI  109.13  3.000
 9NL  CAG  CAH  CAI  110.90  3.000
 9NL  OAJ  CAH  CAI  110.78  3.000
 9NL  H3   OAJ  CAH  109.46  3.000
 9NL  CAE  CAG  FAL  110.04  3.000
 9NL  CAE  CAG  FAK  110.39  3.000
 9NL  FAL  CAG  FAK  105.95  3.000
 9NL  CAE  CAG  CAH  112.97  3.000
 9NL  FAK  CAG  CAH  108.14  3.000
 9NL  FAL  CAG  CAH  109.09  3.000
 9NL  CAF  CAE  CAD  119.82  3.000
 9NL  CAF  CAE  CAG  119.20  3.000
 9NL  CAD  CAE  CAG  120.96  3.000
 9NL  H4   CAD  CAC  119.22  3.000
 9NL  H4   CAD  CAE  120.87  3.000
 9NL  CAC  CAD  CAE  119.92  3.000
 9NL  H5   CAC  CAB  120.14  3.000
 9NL  H5   CAC  CAD  119.58  3.000
 9NL  CAB  CAC  CAD  120.29  3.000
 9NL  H6   CAB  CAA  120.11  3.000
 9NL  H6   CAB  CAC  120.10  3.000
 9NL  CAA  CAB  CAC  119.79  3.000
 9NL  H7   CAA  CAF  119.66  3.000
 9NL  H7   CAA  CAB  120.21  3.000
 9NL  CAF  CAA  CAB  120.13  3.000
 9NL  H8   CAF  CAA  119.21  3.000
 9NL  H8   CAF  CAE  120.72  3.000
 9NL  CAA  CAF  CAE  120.06  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  CONST_14  H1   OAM  CAI  OAN    0.00   0.0  0
 9NL  Var_01    CAD  CAE  CAG  CAH   95.61  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
 9NL  plan-2  H1   0.020

