# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 17:10:56 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: 5-[(Z)-2-fluoro-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)/C(F)=C/c2cc(O)cc(O)c2
#
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
 83D  83D  5-[(Z)-2-fluoro-2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol  ligand  29  18  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_83D
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
 83D  C13  C  CR16  0  -0.488  -4.5151   0.0898  -0.0609
 83D  C6   C  CR16  0  -0.274   3.1305   1.0859   0.1188
 83D  C1   C  CR16  0  -0.470  -2.3118   1.0853  -0.2459
 83D  C5   C  CR6   0  -0.047   2.1686   0.0973  -0.1007
 83D  C8   C  CR6   0   0.354   4.9041  -0.5334  -0.0486
 83D  C3   C  C1    0  -0.543  -0.2840  -0.4066   0.0280
 83D  C9   C  CR16  0  -0.318   3.9548  -1.5304  -0.2773
 83D  C10  C  CR16  0  -0.293   2.6123  -1.2136  -0.3067
 83D  C11  C  CR16  0  -0.492  -2.5430  -1.2755   0.1935
 83D  C12  C  CR6   0   0.395  -3.9255  -1.1492   0.1677
 83D  F    F  F     0  -0.313   0.5273   1.7497  -0.2867
 83D  C4   C  C     0   0.541   0.7467   0.4318  -0.1164
 83D  O1   O  OH1   0  -0.623   6.1981  -0.8920  -0.0370
 83D  C7   C  CR16  0  -0.371   4.4800   0.7780   0.1476
 83D  C2   C  CR6   0   0.226  -1.7222  -0.1595  -0.0143
 83D  O2   O  OH1   0  -0.632  -4.7484  -2.1980   0.3600
 83D  C    C  CR6   0   0.414  -3.6993   1.1966  -0.2649
 83D  O    O  OH1   0  -0.635  -4.2126   2.4223  -0.4899
 83D  H1   H  HCR6  0   0.276  -5.5955   0.1814  -0.0773
 83D  H3   H  HCR6  0   0.256  -1.7244   1.9742  -0.4151
 83D  H4   H  H     0   0.267  -0.0096  -1.4379   0.2095
 83D  H5   H  HCR6  0   0.272   4.2758  -2.5502  -0.4468
 83D  H6   H  HCR6  0   0.262   1.9035  -2.0052  -0.5118
 83D  H7   H  HCR6  0   0.265  -2.0931  -2.2446   0.3796
 83D  H8   H  HOH1  0   0.478   6.7622  -0.1259   0.1184
 83D  H9   H  HCR6  0   0.278   5.2031   1.5663   0.3228
 83D  H10  H  HOH1  0   0.475  -4.2373  -3.0053   0.4852
 83D  H11  H  HOH1  0   0.475  -5.1756   2.3928  -0.4740
 83D  H2   H  HCR6  0   0.266   2.8387   2.1143   0.2805

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
 83D  O1   C8   single    1.343  0.020  1.343
 83D  C7   C8   aromatic  1.392  0.020  1.392
 83D  C7   C6   aromatic  1.384  0.020  1.384
 83D  C8   C9   aromatic  1.396  0.020  1.396
 83D  C6   C5   aromatic  1.397  0.020  1.397
 83D  C9   C10  aromatic  1.380  0.020  1.380
 83D  C5   C10  aromatic  1.399  0.020  1.399
 83D  C5   C4   single    1.461  0.020  1.461
 83D  C3   C4   double    1.336  0.020  1.336
 83D  C3   C2   single    1.460  0.020  1.460
 83D  C4   F    single    1.347  0.020  1.347
 83D  C2   C1   aromatic  1.397  0.020  1.397
 83D  C2   C11  aromatic  1.401  0.020  1.401
 83D  C1   C    aromatic  1.392  0.020  1.392
 83D  C11  C12  aromatic  1.389  0.020  1.389
 83D  C    O    single    1.348  0.020  1.348
 83D  C    C13  aromatic  1.390  0.020  1.390
 83D  C12  C13  aromatic  1.391  0.020  1.391
 83D  C12  O2   single    1.347  0.020  1.347
 83D  C13  H1   single    0.930  0.020  1.080
 83D  C6   H2   single    0.930  0.020  1.080
 83D  C1   H3   single    0.930  0.020  1.080
 83D  C3   H4   single    0.930  0.020  1.080
 83D  C9   H5   single    0.930  0.020  1.080
 83D  C10  H6   single    0.930  0.020  1.080
 83D  C11  H7   single    0.930  0.020  1.080
 83D  O1   H8   single    0.850  0.020  0.980
 83D  C7   H9   single    0.930  0.020  1.080
 83D  O2   H10  single    0.850  0.020  0.980
 83D  O    H11  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
 83D  H1   C13  C    121.02  3.000
 83D  H1   C13  C12  120.00  3.000
 83D  C    C13  C12  118.99  3.000
 83D  H2   C6   C7   118.13  3.000
 83D  H2   C6   C5   120.72  3.000
 83D  C7   C6   C5   121.14  3.000
 83D  H3   C1   C    118.34  3.000
 83D  H3   C1   C2   122.04  3.000
 83D  C    C1   C2   119.62  3.000
 83D  C4   C5   C10  121.43  3.000
 83D  C4   C5   C6   120.67  3.000
 83D  C10  C5   C6   117.90  3.000
 83D  C7   C8   O1   122.95  3.000
 83D  C7   C8   C9   119.26  3.000
 83D  O1   C8   C9   117.79  3.000
 83D  H4   C3   C2   114.57  3.000
 83D  H4   C3   C4   114.85  3.000
 83D  C2   C3   C4   130.58  3.000
 83D  H5   C9   C10  120.10  3.000
 83D  H5   C9   C8   119.80  3.000
 83D  C10  C9   C8   120.09  3.000
 83D  H6   C10  C9   118.25  3.000
 83D  H6   C10  C5   120.37  3.000
 83D  C9   C10  C5   121.36  3.000
 83D  H7   C11  C2   119.63  3.000
 83D  H7   C11  C12  119.83  3.000
 83D  C2   C11  C12  120.54  3.000
 83D  O2   C12  C11  122.33  3.000
 83D  O2   C12  C13  117.26  3.000
 83D  C11  C12  C13  120.40  3.000
 83D  F    C4   C3   120.12  3.000
 83D  F    C4   C5   112.58  3.000
 83D  C3   C4   C5   127.29  3.000
 83D  H8   O1   C8   110.67  3.000
 83D  H9   C7   C8   120.31  3.000
 83D  H9   C7   C6   119.46  3.000
 83D  C8   C7   C6   120.23  3.000
 83D  C11  C2   C3   115.98  3.000
 83D  C11  C2   C1   119.16  3.000
 83D  C3   C2   C1   124.86  3.000
 83D  H10  O2   C12  110.29  3.000
 83D  O    C    C1   117.04  3.000
 83D  O    C    C13  121.68  3.000
 83D  C1   C    C13  121.29  3.000
 83D  H11  O    C    110.49  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
 83D  CONST_01  C2   C1   C    C13     0.00   0.0  0
 83D  CONST_02  C2   C11  C12  C13     0.00   0.0  0
 83D  CONST_03  C9   C8   C7   C6      0.00   0.0  0
 83D  CONST_04  C9   C10  C5   C6      0.00   0.0  0
 83D  CONST_05  C12  C11  C2   C1      0.00   0.0  0
 83D  CONST_06  C12  C13  C    C1      0.00   0.0  0
 83D  CONST_07  C8   C7   C6   C5      0.00   0.0  0
 83D  CONST_08  C8   C9   C10  C5      0.00   0.0  0
 83D  CONST_09  C7   C8   C9   C10     0.00   0.0  0
 83D  CONST_10  C7   C6   C5   C10     0.00   0.0  0
 83D  CONST_11  C    C1   C2   C11     0.00   0.0  0
 83D  CONST_12  C    C13  C12  C11     0.00   0.0  0
 83D  CONST_13  O1   C8   C7   C6    180.00   0.0  0
 83D  CONST_14  C    C1   C2   C3    180.00   0.0  0
 83D  CONST_15  C12  C11  C2   C3    180.00   0.0  0
 83D  CONST_16  C4   C5   C10  C9    180.00   0.0  0
 83D  CONST_17  O1   C8   C9   C10   180.00   0.0  0
 83D  CONST_18  O    C    C13  C12   180.00   0.0  0
 83D  CONST_19  C7   C6   C5   C4    180.00   0.0  0
 83D  CONST_20  O    C    C1   C2    180.00   0.0  0
 83D  CONST_21  O2   C12  C11  C2    180.00   0.0  0
 83D  CONST_22  C    C13  C12  O2    180.00   0.0  0
 83D  CONST_23  H3   C1   C    C13   180.00   0.0  0
 83D  CONST_24  H7   C11  C12  C13   180.00   0.0  0
 83D  CONST_25  H6   C10  C5   C6    180.00   0.0  0
 83D  CONST_26  H1   C13  C    C1    180.00   0.0  0
 83D  CONST_27  H9   C7   C6   C5    180.00   0.0  0
 83D  CONST_28  H5   C9   C10  C5    180.00   0.0  0
 83D  CONST_29  H2   C6   C7   C8    180.00   0.0  0
 83D  Var_01    C2   C3   C4   C5   -177.98   0.0  2
 83D  Var_02    C3   C4   C5   C6   -161.56  30.0  2
 83D  Var_03    C4   C3   C2   C1      0.87  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
 83D  plan-1  C6   0.020
 83D  plan-1  C5   0.020
 83D  plan-1  C8   0.020
 83D  plan-1  C9   0.020
 83D  plan-1  C10  0.020
 83D  plan-1  C4   0.020
 83D  plan-1  O1   0.020
 83D  plan-1  C7   0.020
 83D  plan-1  H5   0.020
 83D  plan-1  H6   0.020
 83D  plan-1  H9   0.020
 83D  plan-1  H2   0.020
 83D  plan-2  C13  0.020
 83D  plan-2  C1   0.020
 83D  plan-2  C3   0.020
 83D  plan-2  C11  0.020
 83D  plan-2  C12  0.020
 83D  plan-2  C2   0.020
 83D  plan-2  O2   0.020
 83D  plan-2  C    0.020
 83D  plan-2  O    0.020
 83D  plan-2  H1   0.020
 83D  plan-2  H3   0.020
 83D  plan-2  H7   0.020
 83D  plan-3  C5   0.020
 83D  plan-3  C3   0.020
 83D  plan-3  F    0.020
 83D  plan-3  C4   0.020
 83D  plan-3  C2   0.020
 83D  plan-3  H4   0.020

