# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 29 07:46:15 2020
#   Inital geometry file: a 45 line input string
#   Ligand name: (2R,3R)-2,3-dihydroxybutanedioic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H]([C@@H](O)C(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
 TLA  TLA  '(2R,3R)-2,3-dihydroxybutanedioic acid'  ligand  16  10  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_TLA
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
 TLA  O1   O  O     0  -0.426   0.8378   0.3251  -2.6134
 TLA  O11  O  OH1   0  -0.584  -1.1646  -0.6124  -2.2726
 TLA  C1   C  C     0   0.517  -0.1140   0.1011  -1.9121
 TLA  C2   C  CH1   0  -0.099  -0.2371   0.6080  -0.4842
 TLA  O2   O  OH1   0  -0.653   0.7878   1.5038  -0.1774
 TLA  C3   C  CH1   0  -0.099  -0.2486  -0.5997   0.4749
 TLA  O3   O  OH1   0  -0.653   0.7890  -1.4913   0.2003
 TLA  C4   C  C     0   0.517  -0.1696  -0.0894   1.9047
 TLA  O4   O  O     0  -0.426   0.7645  -0.3035   2.6327
 TLA  O41  O  OH1   0  -0.584  -1.2358   0.6163   2.2335
 TLA  H11  H  HOH1  0   0.492  -1.0536  -0.9505  -3.1746
 TLA  H2   H  HCH1  0   0.300  -1.1869   1.1436  -0.3921
 TLA  HA   H  HOH1  0   0.453   1.6060   1.2181  -0.6015
 TLA  H3   H  HCH1  0   0.300  -1.1923  -1.1405   0.3548
 TLA  HB   H  HOH1  0   0.453   1.5972  -1.1913   0.6332
 TLA  H41  H  HOH1  0   0.492  -1.1521   0.9612   3.1360

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
 TLA  O1   C1   double  1.203  0.020  1.203
 TLA  O11  C1   single  1.320  0.020  1.320
 TLA  O11  H11  single  0.850  0.020  0.980
 TLA  C1   C2   single  1.520  0.020  1.520
 TLA  C2   O2   single  1.395  0.020  1.395
 TLA  C2   C3   single  1.542  0.020  1.542
 TLA  C2   H2   single  0.970  0.020  1.090
 TLA  O2   HA   single  0.850  0.020  0.980
 TLA  C3   O3   single  1.395  0.020  1.395
 TLA  C3   C4   single  1.520  0.020  1.520
 TLA  C3   H3   single  0.970  0.020  1.090
 TLA  O3   HB   single  0.850  0.020  0.980
 TLA  C4   O4   double  1.204  0.020  1.204
 TLA  C4   O41  single  1.320  0.020  1.320
 TLA  O41  H41  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
 TLA  H11  O11  C1   110.57  3.000
 TLA  C2   C1   O11  111.86  3.000
 TLA  C2   C1   O1   123.33  3.000
 TLA  O11  C1   O1   124.81  3.000
 TLA  H2   C2   C3   108.94  3.000
 TLA  H2   C2   O2   107.74  3.000
 TLA  C3   C2   O2   111.81  3.000
 TLA  H2   C2   C1   108.21  3.000
 TLA  C3   C2   C1   108.88  3.000
 TLA  O2   C2   C1   111.17  3.000
 TLA  HA   O2   C2   109.65  3.000
 TLA  H3   C3   C4   108.30  3.000
 TLA  H3   C3   O3   107.70  3.000
 TLA  C4   C3   O3   111.16  3.000
 TLA  H3   C3   C2   108.97  3.000
 TLA  C4   C3   C2   108.76  3.000
 TLA  O3   C3   C2   111.86  3.000
 TLA  HB   O3   C3   109.63  3.000
 TLA  O41  C4   O4   124.83  3.000
 TLA  O41  C4   C3   111.83  3.000
 TLA  O4   C4   C3   123.34  3.000
 TLA  H41  O41  C4   110.62  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
 TLA  CONST_01  H11  O11  C1  O1    0.00  0.0  0
 TLA  CONST_02  H41  O41  C4  C3  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
 TLA  chir_01  C2  C1  O2  C3  positiv
 TLA  chir_02  C3  O3  C2  C4  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
 TLA  plan-1  O1   0.020
 TLA  plan-1  O11  0.020
 TLA  plan-1  C1   0.020
 TLA  plan-1  C2   0.020
 TLA  plan-1  H11  0.020
 TLA  plan-2  C3   0.020
 TLA  plan-2  C4   0.020
 TLA  plan-2  O4   0.020
 TLA  plan-2  O41  0.020
 TLA  plan-2  H41  0.020

