# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 17:18:54 2020
#   Inital geometry file: a 60 line input string
#   Ligand name: (2S)-2-hydroxy-2-phenylpropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@](O)(C(O)=O)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
 APG  APG  '(2S)-2-hydroxy-2-phenylpropanoic acid'  ligand  22  12  .  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_APG
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
 APG  C1    C  CR16  0  -0.243  -1.0108  -0.8471   2.5076
 APG  C2    C  CR16  0  -0.272  -1.0845  -0.4994   1.1673
 APG  C3    C  CR6   0   0.120  -0.0734   0.2545   0.5710
 APG  C4    C  CR16  0  -0.315   1.0099   0.6513   1.3459
 APG  C5    C  CR16  0  -0.239   1.0811   0.3090   2.6912
 APG  C6    C  CR16  0  -0.265   0.0726  -0.4412   3.2767
 APG  C12   C  CT    0   0.056  -0.1957   0.6015  -0.9052
 APG  O17   O  OH1   0  -0.652  -1.5126   1.0388  -1.1034
 APG  C13   C  C     0   0.524   0.0423  -0.6763  -1.7198
 APG  C14   C  CH3   0  -0.692   0.7993   1.6641  -1.3785
 APG  O14   O  O     0  -0.431  -0.7427  -1.1126  -2.5220
 APG  O15   O  OH1   0  -0.581   1.2173  -1.2222  -1.4570
 APG  H1    H  HCR6  0   0.257  -1.8037  -1.4338   2.9530
 APG  H2    H  HCR6  0   0.258  -1.9382  -0.8240   0.5860
 APG  H4    H  HCR6  0   0.258   1.8133   1.2333   0.9150
 APG  H5    H  HCR6  0   0.258   1.9295   0.6335   3.2799
 APG  H6    H  HCR6  0   0.258   0.1294  -0.7084   4.3239
 APG  HO17  H  HOH1  0   0.453  -1.6873   1.0969  -2.0500
 APG  H141  H  HCH3  0   0.246   1.8370   1.3583  -1.2630
 APG  H142  H  HCH3  0   0.257   0.6357   1.8791  -2.4362
 APG  H143  H  HCH3  0   0.257   0.6465   2.5875  -0.8196
 APG  HO15  H  HOH1  0   0.487   1.3545  -2.0064  -2.0100

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
 APG  C1   C2    aromatic  1.387  0.020  1.387
 APG  C1   C6    aromatic  1.389  0.020  1.389
 APG  C1   H1    single    0.930  0.020  1.080
 APG  C2   C3    aromatic  1.395  0.020  1.395
 APG  C2   H2    single    0.930  0.020  1.080
 APG  C3   C4    aromatic  1.390  0.020  1.390
 APG  C3   C12   single    1.521  0.020  1.521
 APG  C4   C5    aromatic  1.390  0.020  1.390
 APG  C4   H4    single    0.930  0.020  1.080
 APG  C5   C6    aromatic  1.387  0.020  1.387
 APG  C5   H5    single    0.930  0.020  1.080
 APG  C6   H6    single    0.930  0.020  1.080
 APG  C12  O17   single    1.402  0.020  1.402
 APG  C12  C13   single    1.534  0.020  1.534
 APG  C12  C14   single    1.531  0.020  1.531
 APG  O17  HO17  single    0.850  0.020  0.980
 APG  C13  O14   double    1.204  0.020  1.204
 APG  C13  O15   single    1.322  0.020  1.322
 APG  C14  H141  single    0.970  0.020  1.090
 APG  C14  H142  single    0.970  0.020  1.090
 APG  C14  H143  single    0.970  0.020  1.090
 APG  O15  HO15  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
 APG  H1    C1   C6    120.12  3.000
 APG  H1    C1   C2    119.65  3.000
 APG  C6    C1   C2    120.23  3.000
 APG  H2    C2   C3    120.27  3.000
 APG  H2    C2   C1    119.06  3.000
 APG  C3    C2   C1    120.67  3.000
 APG  C12   C3   C4    122.58  3.000
 APG  C12   C3   C2    118.67  3.000
 APG  C4    C3   C2    118.75  3.000
 APG  H4    C4   C5    118.69  3.000
 APG  H4    C4   C3    120.70  3.000
 APG  C5    C4   C3    120.62  3.000
 APG  H5    C5   C6    120.17  3.000
 APG  H5    C5   C4    119.52  3.000
 APG  C6    C5   C4    120.31  3.000
 APG  H6    C6   C5    120.27  3.000
 APG  H6    C6   C1    120.30  3.000
 APG  C5    C6   C1    119.43  3.000
 APG  C14   C12  C13   108.26  3.000
 APG  C14   C12  O17   110.51  3.000
 APG  C13   C12  O17   109.31  3.000
 APG  C14   C12  C3    113.96  3.000
 APG  C13   C12  C3    108.23  3.000
 APG  O17   C12  C3    106.49  3.000
 APG  HO17  O17  C12   109.13  3.000
 APG  O15   C13  O14   124.21  3.000
 APG  O15   C13  C12   112.11  3.000
 APG  O14   C13  C12   123.67  3.000
 APG  H143  C14  H142  107.99  3.000
 APG  H143  C14  H141  108.51  3.000
 APG  H142  C14  H141  107.52  3.000
 APG  H143  C14  C12   109.78  3.000
 APG  H142  C14  C12   109.81  3.000
 APG  H141  C14  C12   113.08  3.000
 APG  HO15  O15  C13   110.28  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
 APG  CONST_01  C4    C3   C2   C1     0.00  0.0  0
 APG  CONST_02  C4    C5   C6   C1     0.00  0.0  0
 APG  CONST_03  C5    C6   C1   C2     0.00  0.0  0
 APG  CONST_04  C5    C4   C3   C2     0.00  0.0  0
 APG  CONST_05  C6    C1   C2   C3     0.00  0.0  0
 APG  CONST_06  C6    C5   C4   C3     0.00  0.0  0
 APG  CONST_07  C12   C3   C2   C1   180.00  0.0  0
 APG  CONST_08  C12   C3   C4   C5   180.00  0.0  0
 APG  CONST_09  H5    C5   C6   C1   180.00  0.0  0
 APG  CONST_10  H6    C6   C1   C2   180.00  0.0  0
 APG  CONST_11  H4    C4   C3   C2   180.00  0.0  0
 APG  CONST_12  H1    C1   C2   C3   180.00  0.0  0
 APG  CONST_13  H2    C2   C3   C4   180.00  0.0  0
 APG  CONST_14  HO15  O15  C13  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
 APG  chir_01  C12  C3  C13  C14  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
 APG  plan-1  C1    0.020
 APG  plan-1  C2    0.020
 APG  plan-1  C3    0.020
 APG  plan-1  C4    0.020
 APG  plan-1  C5    0.020
 APG  plan-1  C6    0.020
 APG  plan-1  C12   0.020
 APG  plan-1  H1    0.020
 APG  plan-1  H2    0.020
 APG  plan-1  H4    0.020
 APG  plan-1  H5    0.020
 APG  plan-1  H6    0.020
 APG  plan-2  C12   0.020
 APG  plan-2  C13   0.020
 APG  plan-2  O14   0.020
 APG  plan-2  O15   0.020
 APG  plan-2  HO15  0.020

