# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 13:15:18 2022
#   Inital geometry file: a 43 line input string
#   Ligand name: (2S)-2-hydroxybutanedioic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H](CC(O)=O)C(O)=O
#
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
 LMR  LMR  '(2S)-2-hydroxybutanedioic acid'  ligand  13  9  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LMR
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
 LMR  C1   C  C      0   0.391   1.8766   0.1435   0.0504
 LMR  O1A  O  O      0  -0.616   2.5628  -0.6121   0.7802
 LMR  O1B  O  OC    -1  -0.602   2.2311   1.2230  -0.4497
 LMR  C2   C  CH1    0  -0.075   0.4434  -0.3512  -0.2342
 LMR  O2   O  OH1    0  -0.706   0.2670  -1.6173   0.3601
 LMR  C3   C  CH2    0  -0.579  -0.5943   0.6373   0.2748
 LMR  C4   C  C      0   0.408  -2.0439   0.2458  -0.0572
 LMR  O4A  O  OC    -1  -0.626  -2.9088   0.4844   0.8112
 LMR  O4B  O  O      0  -0.619  -2.2515  -0.2473  -1.1849
 LMR  H2   H  HCH1   0   0.186   0.3258  -0.4336  -1.3237
 LMR  HO2  H  HOH1   0   0.421   1.1184  -1.7387   0.8210
 LMR  H3   H  HCH2   0   0.197  -0.4780   0.7739   1.3547
 LMR  H3A  H  HCH2   0   0.221  -0.3946   1.6129  -0.1812

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
 LMR  C1  O1A  deloc   1.255  0.020  1.255
 LMR  C1  O1B  deloc   1.241  0.020  1.241
 LMR  C1  C2   single  1.543  0.020  1.543
 LMR  C2  O2   single  1.410  0.020  1.410
 LMR  C2  C3   single  1.521  0.020  1.521
 LMR  C3  C4   single  1.538  0.020  1.538
 LMR  C4  O4A  deloc   1.249  0.020  1.249
 LMR  C4  O4B  deloc   1.248  0.020  1.248
 LMR  C2  H2   single  0.970  0.020  1.090
 LMR  O2  HO2  single  0.850  0.020  0.980
 LMR  C3  H3   single  0.970  0.020  1.090
 LMR  C3  H3A  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
 LMR  C2   C1  O1B  118.03  3.000
 LMR  C2   C1  O1A  114.98  3.000
 LMR  O1B  C1  O1A  127.00  3.000
 LMR  H2   C2  C3   107.90  3.000
 LMR  H2   C2  O2   109.71  3.000
 LMR  C3   C2  O2   110.93  3.000
 LMR  H2   C2  C1   107.84  3.000
 LMR  C3   C2  C1   111.33  3.000
 LMR  O2   C2  C1   109.06  3.000
 LMR  HO2  O2  C2   101.63  3.000
 LMR  H3A  C3  H3   106.27  3.000
 LMR  H3A  C3  C4   107.98  3.000
 LMR  H3   C3  C4   110.17  3.000
 LMR  H3A  C3  C2   108.37  3.000
 LMR  H3   C3  C2   109.80  3.000
 LMR  C4   C3  C2   113.92  3.000
 LMR  O4B  C4  O4A  126.06  3.000
 LMR  O4B  C4  C3   116.90  3.000
 LMR  O4A  C4  C3   117.01  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
 LMR  Var_01  O4A  C4  C3  C2  142.42  30.0  3

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
 LMR  chir_01  C2  C1  O2  C3  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
 LMR  plan-1  C1   0.020
 LMR  plan-1  O1A  0.020
 LMR  plan-1  O1B  0.020
 LMR  plan-1  C2   0.020
 LMR  plan-2  C3   0.020
 LMR  plan-2  C4   0.020
 LMR  plan-2  O4A  0.020
 LMR  plan-2  O4B  0.020

