# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 29 16:39:08 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  22  14  .  2021-08-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

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  -0.377  5.7575  -3.8042   4.4043
 TOH  C9    C  C     0   0.235  5.7033  -3.9699   3.2053
 TOH  C10   C  C     0   0.486  6.7116  -4.9189   2.5382
 TOH  O11   O  OH1   0  -0.573  7.5718  -5.3987   3.4085
 TOH  O10   O  O     0  -0.407  6.6946  -5.1751   1.3627
 TOH  C8    C  C1    0  -0.372  4.7501  -3.3421   2.3033
 TOH  C7    C  C1    0  -0.181  3.8151  -2.4982   2.7823
 TOH  C1    C  CR6   0   0.016  2.8141  -1.7916   2.0077
 TOH  C6    C  CR16  0  -0.300  2.7613  -1.8651   0.6081
 TOH  C5    C  CR16  0  -0.262  1.8094  -1.1832  -0.1199
 TOH  C4    C  CR16  0  -0.239  0.8724  -0.3990   0.5495
 TOH  C3    C  CR16  0  -0.373  0.8951  -0.3023   1.9280
 TOH  C2    C  CR6   0   0.347  1.8578  -0.9919   2.6639
 TOH  O2    O  OH1   0  -0.615  1.9039  -0.9208   4.0014
 TOH  HO11  H  HOH1  0   0.492  8.1980  -5.9929   2.9668
 TOH  H81   H  H     0   0.282  4.8240  -3.5817   1.2519
 TOH  H71   H  H     0   0.278  3.8076  -2.3251   3.8526
 TOH  H6    H  HCR6  0   0.264  3.4894  -2.4667   0.0807
 TOH  H5    H  HCR6  0   0.263  1.7924  -1.2564  -1.1985
 TOH  H4    H  HCR6  0   0.272  0.1181   0.1408  -0.0074
 TOH  H3    H  HCR6  0   0.279  0.1614   0.3081   2.4414
 TOH  HO2   H  HOH1  0   0.485  1.2044  -0.3478   4.3367

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    1.212  0.020  1.212
 TOH  C9   C10   single    1.537  0.020  1.537
 TOH  C9   C8    single    1.455  0.020  1.455
 TOH  C10  O10   double    1.203  0.020  1.203
 TOH  C10  O11   single    1.314  0.020  1.314
 TOH  O11  HO11  single    0.850  0.020  0.980
 TOH  C8   C7    double    1.348  0.020  1.348
 TOH  C8   H81   single    0.930  0.020  1.080
 TOH  C7   C1    single    1.450  0.020  1.450
 TOH  C7   H71   single    0.930  0.020  1.080
 TOH  C1   C6    aromatic  1.403  0.020  1.403
 TOH  C1   C2    aromatic  1.409  0.020  1.409
 TOH  C6   C5    aromatic  1.379  0.020  1.379
 TOH  C6   H6    single    0.930  0.020  1.080
 TOH  C5   C4    aromatic  1.393  0.020  1.393
 TOH  C5   H5    single    0.930  0.020  1.080
 TOH  C4   C3    aromatic  1.382  0.020  1.382
 TOH  C4   H4    single    0.930  0.020  1.080
 TOH  C3   C2    aromatic  1.394  0.020  1.394
 TOH  C3   H3    single    0.930  0.020  1.080
 TOH  C2   O2    single    1.340  0.020  1.340
 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  115.29  3.000
 TOH  C8    C9   O8   125.73  3.000
 TOH  C10   C9   O8   118.98  3.000
 TOH  O10   C10  O11  125.34  3.000
 TOH  O11   C10  C9   111.55  3.000
 TOH  O10   C10  C9   123.11  3.000
 TOH  HO11  O11  C10  110.17  3.000
 TOH  H81   C8   C7   122.14  3.000
 TOH  H81   C8   C9   117.56  3.000
 TOH  C7    C8   C9   120.30  3.000
 TOH  H71   C7   C1   116.42  3.000
 TOH  H71   C7   C8   117.10  3.000
 TOH  C1    C7   C8   126.48  3.000
 TOH  C2    C1   C6   117.97  3.000
 TOH  C2    C1   C7   119.77  3.000
 TOH  C6    C1   C7   122.26  3.000
 TOH  H6    C6   C5   118.83  3.000
 TOH  H6    C6   C1   119.36  3.000
 TOH  C5    C6   C1   121.80  3.000
 TOH  H5    C5   C4   120.46  3.000
 TOH  H5    C5   C6   120.27  3.000
 TOH  C4    C5   C6   119.27  3.000
 TOH  H4    C4   C3   119.34  3.000
 TOH  H4    C4   C5   120.16  3.000
 TOH  C3    C4   C5   120.50  3.000
 TOH  H3    C3   C2   119.74  3.000
 TOH  H3    C3   C4   120.05  3.000
 TOH  C2    C3   C4   120.21  3.000
 TOH  O2    C2   C3   121.62  3.000
 TOH  O2    C2   C1   118.14  3.000
 TOH  C3    C2   C1   120.24  3.000
 TOH  HO2   O2   C2   110.70  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  CONST_15  HO11  O11  C10  C9  180.00   0.0  0
 TOH  Var_01    C6    C1   C7   C8   -3.59  30.0  2
 TOH  Var_02    C1    C7   C8   C9  179.30   0.0  2
 TOH  Var_03    O10   C10  C9   O8  177.22  30.0  2
 TOH  Var_04    C7    C8   C9   O8   -0.42  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-3  HO11  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

