# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 15:06:22 2020
#   Inital geometry file: a 65 line input string
#   Ligand name: (1Z)-2-hydroxy-3-oxohex-1-en-1-yl dihydrogen phosphate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC(=O)\C(O)=C\O[P](O)(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
 1AE  1AE  '(1Z)-2-hydroxy-3-oxohex-1-en-1-yl dihydrogen phosphate'  ligand  22  13  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1AE
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
 1AE  C1   C  CH3    0  -0.665  0.8479   0.2367  -0.7710
 1AE  C2   C  CH2    0  -0.417  1.0754   1.7419  -0.8011
 1AE  C3   C  CH2    0  -0.581  2.1722   2.1165  -1.7873
 1AE  C4   C  C      0   0.337  2.4590   3.6003  -1.8578
 1AE  O4   O  O      0  -0.475  1.8779   4.3954  -1.1230
 1AE  C5   C  C      0   0.108  3.4459   4.1157  -2.7873
 1AE  O5   O  OH1    0  -0.660  3.6598   5.4647  -2.7639
 1AE  C6   C  C1     0   0.023  4.1375   3.3286  -3.6436
 1AE  O7   O  O2     0  -0.597  5.0311   3.7952  -4.4757
 1AE  P    P  P      0   1.230  5.9847   2.6162  -5.4245
 1AE  O8   O  OP    -1  -0.873  4.9074   1.8004  -6.1114
 1AE  O9   O  O      0  -0.875  6.7639   1.8923  -4.3449
 1AE  O10  O  OP    -1  -0.862  6.7657   3.5766  -6.2940
 1AE  H11  H  HCH3   0   0.230  0.0632  -0.0303  -0.0626
 1AE  H12  H  HCH3   0   0.219  0.5511  -0.1402  -1.7514
 1AE  H13  H  HCH3   0   0.218  1.7542  -0.2956  -0.4760
 1AE  H21  H  HCH2   0   0.222  0.1453   2.2471  -1.0705
 1AE  H22  H  HCH2   0   0.223  1.3387   2.0911   0.1993
 1AE  H31  H  HCH2   0   0.262  3.0974   1.5951  -1.5217
 1AE  H32  H  HCH2   0   0.259  1.9076   1.7534  -2.7847
 1AE  HO5  H  HOH1   0   0.448  3.0879   5.8202  -2.0695
 1AE  H62  H  H      0   0.228  3.9359   2.2599  -3.6474

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
 1AE  C1  C2   single  1.523  0.020  1.523
 1AE  C1  H11  single  0.970  0.020  1.090
 1AE  C1  H12  single  0.970  0.020  1.090
 1AE  C1  H13  single  0.970  0.020  1.090
 1AE  C2  C3   single  1.522  0.020  1.522
 1AE  C2  H21  single  0.970  0.020  1.090
 1AE  C2  H22  single  0.970  0.020  1.090
 1AE  C3  C4   single  1.513  0.020  1.513
 1AE  C3  H31  single  0.970  0.020  1.090
 1AE  C3  H32  single  0.970  0.020  1.090
 1AE  C4  C5   single  1.450  0.020  1.450
 1AE  C4  O4   double  1.229  0.020  1.229
 1AE  C5  C6   double  1.353  0.020  1.353
 1AE  C5  O5   single  1.366  0.020  1.366
 1AE  O5  HO5  single  0.850  0.020  0.980
 1AE  C6  O7   single  1.307  0.020  1.307
 1AE  C6  H62  single  0.930  0.020  1.080
 1AE  O7  P    single  1.789  0.020  1.789
 1AE  P   O9   deloc   1.516  0.020  1.516
 1AE  P   O8   deloc   1.516  0.020  1.516
 1AE  P   O10  deloc   1.513  0.020  1.513

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
 1AE  H13  C1  H12  107.46  3.000
 1AE  H13  C1  H11  107.60  3.000
 1AE  H12  C1  H11  107.65  3.000
 1AE  H13  C1  C2   111.30  3.000
 1AE  H12  C1  C2   111.37  3.000
 1AE  H11  C1  C2   111.25  3.000
 1AE  H22  C2  H21  106.47  3.000
 1AE  H22  C2  C3   109.96  3.000
 1AE  H21  C2  C3   109.88  3.000
 1AE  H22  C2  C1   109.52  3.000
 1AE  H21  C2  C1   109.56  3.000
 1AE  C3   C2  C1   111.34  3.000
 1AE  H32  C3  H31  105.52  3.000
 1AE  H32  C3  C4   109.21  3.000
 1AE  H31  C3  C4   108.56  3.000
 1AE  H32  C3  C2   109.56  3.000
 1AE  H31  C3  C2   109.55  3.000
 1AE  C4   C3  C2   114.09  3.000
 1AE  C5   C4  O4   118.37  3.000
 1AE  O4   C4  C3   121.14  3.000
 1AE  C5   C4  C3   120.49  3.000
 1AE  C6   C5  O5   120.35  3.000
 1AE  O5   C5  C4   116.51  3.000
 1AE  C6   C5  C4   123.14  3.000
 1AE  HO5  O5  C5   106.42  3.000
 1AE  H62  C6  O7   118.37  3.000
 1AE  H62  C6  C5   118.63  3.000
 1AE  O7   C6  C5   123.00  3.000
 1AE  P    O7  C6   117.83  3.000
 1AE  O10  P   O9   116.57  3.000
 1AE  O10  P   O8   116.62  3.000
 1AE  O9   P   O8   115.53  3.000
 1AE  O10  P   O7    99.30  3.000
 1AE  O8   P   O7   102.48  3.000
 1AE  O9   P   O7   102.19  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
 1AE  Var_01  O7   C6  C5  C4  -179.66   0.0  2
 1AE  Var_02  C4   C3  C2  C1  -179.46  30.0  3
 1AE  Var_03  C5   C4  C3  C2  -177.81  30.0  3
 1AE  Var_04  C6   C5  C4  C3     1.17  30.0  2
 1AE  Var_05  O9   P   O7  C6   -64.57  30.0  3
 1AE  Var_06  H11  C1  C2  C3   179.89  30.0  3

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
 1AE  plan-1  C3   0.020
 1AE  plan-1  C4   0.020
 1AE  plan-1  O4   0.020
 1AE  plan-1  C5   0.020
 1AE  plan-2  C4   0.020
 1AE  plan-2  C5   0.020
 1AE  plan-2  O5   0.020
 1AE  plan-2  C6   0.020
 1AE  plan-2  O7   0.020
 1AE  plan-2  H62  0.020

