# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 18:58:28 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: (3Z)-4-(2-hydroxyphenyl)-2-oxobut-3-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(=O)\C=C/c1ccccc1O
#
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
 TOH  TOH  '(3Z)-4-(2-hydroxyphenyl)-2-oxobut-3-enoic acid'  ligand  21  14  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TOH
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
 TOH  O8   O  O      0  -0.409  5.9256  -3.5400   4.3160
 TOH  C9   C  C      0   0.180  5.7736  -3.8828   3.1600
 TOH  C10  C  C      0   0.351  6.6811  -4.9873   2.5433
 TOH  O11  O  OC    -1  -0.583  7.5392  -5.4573   3.3017
 TOH  O10  O  O      0  -0.575  6.4466  -5.2819   1.3577
 TOH  C8   C  C1     0  -0.373  4.7424  -3.2947   2.2884
 TOH  C7   C  C1     0  -0.194  3.8691  -2.3898   2.7579
 TOH  C1   C  CR6    0   0.015  2.8199  -1.7298   1.9922
 TOH  C6   C  CR16   0  -0.302  2.7919  -1.7547   0.5928
 TOH  C5   C  CR16   0  -0.264  1.7988  -1.1212  -0.1290
 TOH  C4   C  CR16   0  -0.246  0.7959  -0.4360   0.5497
 TOH  C3   C  CR16   0  -0.375  0.7947  -0.3889   1.9325
 TOH  C2   C  CR6    0   0.335  1.7979  -1.0287   2.6577
 TOH  O2   O  OH1    0  -0.619  1.8180  -1.0106   4.0013
 TOH  H81  H  H      0   0.260  4.7112  -3.6387   1.2642
 TOH  H71  H  H      0   0.261  3.9435  -2.1218   3.8064
 TOH  H6   H  HCR6   0   0.258  3.5798  -2.2705   0.0596
 TOH  H5   H  HCR6   0   0.258  1.8069  -1.1532  -1.2099
 TOH  H4   H  HCR6   0   0.266  0.0103   0.0665   0.0009
 TOH  H3   H  HCR6   0   0.275  0.0084   0.1428   2.4560
 TOH  HO2  H  HOH1   0   0.481  1.0730  -0.5041   4.3447

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
 TOH  O8   C9   double    1.215  0.020  1.215
 TOH  C9   C10  single    1.557  0.020  1.557
 TOH  C9   C8   single    1.473  0.020  1.473
 TOH  C10  O10  deloc     1.244  0.020  1.244
 TOH  C10  O11  deloc     1.238  0.020  1.238
 TOH  C8   C7   double    1.342  0.020  1.342
 TOH  C8   H81  single    0.930  0.020  1.080
 TOH  C7   C1   single    1.457  0.020  1.457
 TOH  C7   H71  single    0.930  0.020  1.080
 TOH  C1   C6   aromatic  1.400  0.020  1.400
 TOH  C1   C2   aromatic  1.407  0.020  1.407
 TOH  C6   C5   aromatic  1.382  0.020  1.382
 TOH  C6   H6   single    0.930  0.020  1.080
 TOH  C5   C4   aromatic  1.391  0.020  1.391
 TOH  C5   H5   single    0.930  0.020  1.080
 TOH  C4   C3   aromatic  1.384  0.020  1.384
 TOH  C4   H4   single    0.930  0.020  1.080
 TOH  C3   C2   aromatic  1.393  0.020  1.393
 TOH  C3   H3   single    0.930  0.020  1.080
 TOH  C2   O2   single    1.344  0.020  1.344
 TOH  O2   HO2  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
 TOH  C8   C9   C10  117.20  3.000
 TOH  C8   C9   O8   122.54  3.000
 TOH  C10  C9   O8   120.27  3.000
 TOH  O10  C10  O11  128.66  3.000
 TOH  O11  C10  C9   115.51  3.000
 TOH  O10  C10  C9   115.83  3.000
 TOH  H81  C8   C7   121.82  3.000
 TOH  H81  C8   C9   116.99  3.000
 TOH  C7   C8   C9   121.18  3.000
 TOH  H71  C7   C1   116.46  3.000
 TOH  H71  C7   C8   117.39  3.000
 TOH  C1   C7   C8   126.16  3.000
 TOH  C2   C1   C6   117.86  3.000
 TOH  C2   C1   C7   120.02  3.000
 TOH  C6   C1   C7   122.12  3.000
 TOH  H6   C6   C5   118.98  3.000
 TOH  H6   C6   C1   119.11  3.000
 TOH  C5   C6   C1   121.90  3.000
 TOH  H5   C5   C4   120.50  3.000
 TOH  H5   C5   C6   120.21  3.000
 TOH  C4   C5   C6   119.28  3.000
 TOH  H4   C4   C3   119.36  3.000
 TOH  H4   C4   C5   120.31  3.000
 TOH  C3   C4   C5   120.33  3.000
 TOH  H3   C3   C2   119.74  3.000
 TOH  H3   C3   C4   120.00  3.000
 TOH  C2   C3   C4   120.25  3.000
 TOH  O2   C2   C3   121.66  3.000
 TOH  O2   C2   C1   117.96  3.000
 TOH  C3   C2   C1   120.38  3.000
 TOH  HO2  O2   C2   110.58  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
 TOH  CONST_01  C4   C5   C6  C1    0.00   0.0  0
 TOH  CONST_02  C4   C3   C2  C1    0.00   0.0  0
 TOH  CONST_03  C3   C2   C1  C6    0.00   0.0  0
 TOH  CONST_04  C3   C4   C5  C6    0.00   0.0  0
 TOH  CONST_05  C2   C1   C6  C5    0.00   0.0  0
 TOH  CONST_06  C2   C3   C4  C5    0.00   0.0  0
 TOH  CONST_07  C5   C6   C1  C7  180.00   0.0  0
 TOH  CONST_08  C3   C2   C1  C7  180.00   0.0  0
 TOH  CONST_09  O2   C2   C1  C6  180.00   0.0  0
 TOH  CONST_10  O2   C2   C3  C4  180.00   0.0  0
 TOH  CONST_11  H5   C5   C6  C1  180.00   0.0  0
 TOH  CONST_12  H3   C3   C2  C1  180.00   0.0  0
 TOH  CONST_13  H4   C4   C5  C6  180.00   0.0  0
 TOH  CONST_14  H6   C6   C5  C4  180.00   0.0  0
 TOH  Var_01    C6   C1   C7  C8  -14.39  30.0  2
 TOH  Var_02    C1   C7   C8  C9  179.26   0.0  2
 TOH  Var_03    O10  C10  C9  O8  179.42  30.0  2
 TOH  Var_04    C7   C8   C9  O8   -3.43  30.0  2

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
 TOH  plan-1  C7   0.020
 TOH  plan-1  C1   0.020
 TOH  plan-1  C6   0.020
 TOH  plan-1  C5   0.020
 TOH  plan-1  C4   0.020
 TOH  plan-1  C3   0.020
 TOH  plan-1  C2   0.020
 TOH  plan-1  O2   0.020
 TOH  plan-1  H6   0.020
 TOH  plan-1  H5   0.020
 TOH  plan-1  H4   0.020
 TOH  plan-1  H3   0.020
 TOH  plan-2  O8   0.020
 TOH  plan-2  C9   0.020
 TOH  plan-2  C10  0.020
 TOH  plan-2  C8   0.020
 TOH  plan-3  C9   0.020
 TOH  plan-3  C10  0.020
 TOH  plan-3  O11  0.020
 TOH  plan-3  O10  0.020
 TOH  plan-4  C9   0.020
 TOH  plan-4  C8   0.020
 TOH  plan-4  C7   0.020
 TOH  plan-4  C1   0.020
 TOH  plan-4  H81  0.020
 TOH  plan-4  H71  0.020

