# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 12:03:28 2020
#   Inital geometry file: a 49 line input string
#   Ligand name: (1Z,2S,3R)-N,2,3,4-tetrahydroxybutanimidic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@@H](O)[C@H](O)\C(O)=N\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
 HYA  HYA  '(1Z,2S,3R)-N,2,3,4-tetrahydroxybutanimidic acid'  ligand  19  10  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HYA
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
 HYA  C1   C  C     0   0.414  -1.3968   0.1279   0.0428
 HYA  C2   C  CH1   0  -0.059  -0.0340   0.7581   0.1460
 HYA  C3   C  CH1   0  -0.027   1.0780  -0.2236  -0.2593
 HYA  C4   C  CH2   0  -0.175   2.3984   0.5139  -0.4167
 HYA  N    N  N     0  -0.215  -2.1162   0.4079  -0.9673
 HYA  O1   O  OH1   0  -0.607  -1.7280  -0.6850   1.0428
 HYA  O2   O  OH1   0  -0.657   0.1750   1.3290   1.4134
 HYA  O3   O  OH1   0  -0.658   1.1705  -1.3169   0.6216
 HYA  O4   O  OH1   0  -0.668   3.3674  -0.3909  -0.8882
 HYA  O    O  OH1   0  -0.588  -3.3127  -0.2868  -0.9381
 HYA  H2   H  HCH1  0   0.270  -0.0213   1.5790  -0.5754
 HYA  H3   H  HCH1  0   0.244   0.7990  -0.6365  -1.2353
 HYA  H41  H  HCH2  0   0.204   2.6913   0.9523   0.5469
 HYA  H42  H  HCH2  0   0.205   2.2474   1.3490  -1.1133
 HYA  HO1  H  HOH1  0   0.483  -2.6349  -1.0039   0.9308
 HYA  HO2  H  HOH1  0   0.449   0.1071   0.6437   2.0874
 HYA  HO3  H  HOH1  0   0.448   1.7036  -1.0698   1.3843
 HYA  HO4  H  HOH1  0   0.457   4.2173   0.0584  -0.8893
 HYA  HO   H  HOH1  0   0.480  -3.8171   0.0802  -1.6701

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
 HYA  C1  C2   single  1.505  0.020  1.505
 HYA  C1  N    double  1.271  0.020  1.271
 HYA  C1  O1   single  1.331  0.020  1.331
 HYA  C2  C3   single  1.538  0.020  1.538
 HYA  C2  O2   single  1.406  0.020  1.406
 HYA  C2  H2   single  0.970  0.020  1.090
 HYA  C3  C4   single  1.521  0.020  1.521
 HYA  C3  O3   single  1.407  0.020  1.407
 HYA  C3  H3   single  0.970  0.020  1.090
 HYA  C4  O4   single  1.407  0.020  1.407
 HYA  C4  H41  single  0.970  0.020  1.090
 HYA  C4  H42  single  0.970  0.020  1.090
 HYA  N   O    single  1.384  0.020  1.384
 HYA  O1  HO1  single  0.850  0.020  0.980
 HYA  O2  HO2  single  0.850  0.020  0.980
 HYA  O3  HO3  single  0.850  0.020  0.980
 HYA  O4  HO4  single  0.850  0.020  0.980
 HYA  O   HO   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
 HYA  O1   C1  N    126.22  3.000
 HYA  O1   C1  C2   115.44  3.000
 HYA  N    C1  C2   118.34  3.000
 HYA  H2   C2  O2   106.76  3.000
 HYA  H2   C2  C3   107.29  3.000
 HYA  O2   C2  C3   112.92  3.000
 HYA  H2   C2  C1   106.24  3.000
 HYA  O2   C2  C1   111.50  3.000
 HYA  C3   C2  C1   111.68  3.000
 HYA  H3   C3  O3   106.36  3.000
 HYA  H3   C3  C4   108.16  3.000
 HYA  O3   C3  C4   112.62  3.000
 HYA  H3   C3  C2   106.93  3.000
 HYA  O3   C3  C2   112.24  3.000
 HYA  C4   C3  C2   110.21  3.000
 HYA  H42  C4  H41  106.84  3.000
 HYA  H42  C4  O4   111.79  3.000
 HYA  H41  C4  O4   111.52  3.000
 HYA  H42  C4  C3   108.37  3.000
 HYA  H41  C4  C3   109.53  3.000
 HYA  O4   C4  C3   108.71  3.000
 HYA  O    N   C1   111.22  3.000
 HYA  HO1  O1  C1   110.33  3.000
 HYA  HO2  O2  C2   109.35  3.000
 HYA  HO3  O3  C3   109.45  3.000
 HYA  HO4  O4  C4   107.98  3.000
 HYA  HO   O   N    104.23  3.000

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
 HYA  chir_01  C2  C1  C3  O2  positiv
 HYA  chir_02  C3  O3  C2  C4  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
 HYA  plan-1  C1  0.020
 HYA  plan-1  C2  0.020
 HYA  plan-1  N   0.020
 HYA  plan-1  O1  0.020
 HYA  plan-1  O   0.020

