# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 19:56:05 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: (2E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)/C=C/C(=O)c2ccc(O)cc2O
#
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
 HCC  HCC  (2E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one  ligand  31  19  .  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_HCC
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
 HCC  C1   C  CR6   0   0.386  -1.1664  0.1143  -4.7051
 HCC  C2   C  CR16  0  -0.395  -1.8806  0.1096  -3.4983
 HCC  C3   C  CR16  0  -0.290  -1.1893  0.0925  -2.3112
 HCC  C4   C  CR6   0  -0.192   0.2123  0.0783  -2.2579
 HCC  C5   C  CR6   0   0.389   0.9130  0.0829  -3.4927
 HCC  C6   C  CR16  0  -0.438   0.2193  0.1022  -4.6983
 HCC  C7   C  C     0   0.429   0.9697  0.0597  -1.0072
 HCC  C8   C  C1    0  -0.407   0.2698  0.0630   0.2780
 HCC  C9   C  C1    0  -0.224   0.9552  0.0495   1.4351
 HCC  O10  O  OH1   0  -0.628   2.2392  0.0688  -3.5424
 HCC  C11  C  CR6   0   0.131   0.4083  0.0514   2.7774
 HCC  C12  C  CR16  0  -0.287   1.2901  0.0320   3.8643
 HCC  C13  C  CR16  0  -0.327   0.8373  0.0328   5.1693
 HCC  C14  C  CR6   0   0.362  -0.5339  0.0537   5.4230
 HCC  C15  C  CR16  0  -0.360  -1.4321  0.0732   4.3520
 HCC  C16  C  CR16  0  -0.299  -0.9641  0.0718   3.0549
 HCC  O17  O  O     0  -0.507   2.2116  0.0447  -1.0411
 HCC  O18  O  OH1   0  -0.618  -0.9370  0.0547   6.7012
 HCC  O19  O  OH1   0  -0.615  -1.7799  0.1310  -5.8925
 HCC  H2   H  HCR6  0   0.279  -2.9635  0.1192  -3.4992
 HCC  H3   H  HCR6  0   0.273  -1.7688  0.0895  -1.3997
 HCC  H6   H  HCR6  0   0.276   0.7713  0.1054  -5.6302
 HCC  H8   H  H     0   0.275  -0.8107  0.0789   0.2867
 HCC  H9   H  H     0   0.265   2.0397  0.0351   1.3816
 HCC  H10  H  HOH1  0   0.478   2.5538  0.0539  -2.6001
 HCC  H12  H  HCR6  0   0.264   2.3579  0.0167   3.6817
 HCC  H13  H  HCR6  0   0.272   1.5386  0.0172   5.9934
 HCC  H15  H  HCR6  0   0.280  -2.4998  0.0897   4.5369
 HCC  H16  H  HCR6  0   0.266  -1.6862  0.0871   2.2493
 HCC  H18  H  HOH1  0   0.480  -1.8998  0.0686   6.7576
 HCC  H19  H  HOH1  0   0.482  -2.7379  0.1394  -5.7816

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
 HCC  C1   C2   aromatic  1.402  0.020  1.402
 HCC  C1   C6   aromatic  1.386  0.020  1.386
 HCC  C1   O19  single    1.337  0.020  1.337
 HCC  C2   C3   aromatic  1.374  0.020  1.374
 HCC  C2   H2   single    0.930  0.020  1.080
 HCC  C3   C4   aromatic  1.403  0.020  1.403
 HCC  C3   H3   single    0.930  0.020  1.080
 HCC  C4   C5   aromatic  1.420  0.020  1.420
 HCC  C4   C7   single    1.462  0.020  1.462
 HCC  C5   C6   aromatic  1.391  0.020  1.391
 HCC  C5   O10  single    1.327  0.020  1.327
 HCC  C6   H6   single    0.930  0.020  1.080
 HCC  C7   C8   single    1.463  0.020  1.463
 HCC  C7   O17  double    1.242  0.020  1.242
 HCC  C8   C9   double    1.345  0.020  1.345
 HCC  C8   H8   single    0.930  0.020  1.080
 HCC  C9   C11  single    1.449  0.020  1.449
 HCC  C9   H9   single    0.930  0.020  1.080
 HCC  O10  H10  single    0.850  0.020  0.980
 HCC  C11  C12  aromatic  1.400  0.020  1.400
 HCC  C11  C16  aromatic  1.400  0.020  1.400
 HCC  C12  C13  aromatic  1.381  0.020  1.381
 HCC  C12  H12  single    0.930  0.020  1.080
 HCC  C13  C14  aromatic  1.395  0.020  1.395
 HCC  C13  H13  single    0.930  0.020  1.080
 HCC  C14  C15  aromatic  1.398  0.020  1.398
 HCC  C14  O18  single    1.340  0.020  1.340
 HCC  C15  C16  aromatic  1.379  0.020  1.379
 HCC  C15  H15  single    0.930  0.020  1.080
 HCC  C16  H16  single    0.930  0.020  1.080
 HCC  O18  H18  single    0.850  0.020  0.980
 HCC  O19  H19  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
 HCC  O19  C1   C6   117.61  3.000
 HCC  O19  C1   C2   122.06  3.000
 HCC  C6   C1   C2   120.33  3.000
 HCC  H2   C2   C3   120.26  3.000
 HCC  H2   C2   C1   120.57  3.000
 HCC  C3   C2   C1   119.17  3.000
 HCC  H3   C3   C4   120.27  3.000
 HCC  H3   C3   C2   117.34  3.000
 HCC  C4   C3   C2   122.39  3.000
 HCC  C7   C4   C5   119.23  3.000
 HCC  C7   C4   C3   123.38  3.000
 HCC  C5   C4   C3   117.39  3.000
 HCC  O10  C5   C6   117.78  3.000
 HCC  O10  C5   C4   121.71  3.000
 HCC  C6   C5   C4   120.51  3.000
 HCC  H6   C6   C5   119.45  3.000
 HCC  H6   C6   C1   120.35  3.000
 HCC  C5   C6   C1   120.20  3.000
 HCC  O17  C7   C8   120.14  3.000
 HCC  O17  C7   C4   119.64  3.000
 HCC  C8   C7   C4   120.22  3.000
 HCC  H8   C8   C9   120.18  3.000
 HCC  H8   C8   C7   119.04  3.000
 HCC  C9   C8   C7   120.78  3.000
 HCC  H9   C9   C11  114.99  3.000
 HCC  H9   C9   C8   117.82  3.000
 HCC  C11  C9   C8   127.19  3.000
 HCC  H10  O10  C5   106.33  3.000
 HCC  C16  C11  C12  117.63  3.000
 HCC  C16  C11  C9   123.59  3.000
 HCC  C12  C11  C9   118.78  3.000
 HCC  H12  C12  C13  118.84  3.000
 HCC  H12  C12  C11  119.35  3.000
 HCC  C13  C12  C11  121.81  3.000
 HCC  H13  C13  C14  119.92  3.000
 HCC  H13  C13  C12  120.46  3.000
 HCC  C14  C13  C12  119.62  3.000
 HCC  O18  C14  C15  122.51  3.000
 HCC  O18  C14  C13  117.99  3.000
 HCC  C15  C14  C13  119.51  3.000
 HCC  H15  C15  C16  119.66  3.000
 HCC  H15  C15  C14  120.17  3.000
 HCC  C16  C15  C14  120.17  3.000
 HCC  H16  C16  C15  118.28  3.000
 HCC  H16  C16  C11  120.45  3.000
 HCC  C15  C16  C11  121.27  3.000
 HCC  H18  O18  C14  110.86  3.000
 HCC  H19  O19  C1   110.73  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
 HCC  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 HCC  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 HCC  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 HCC  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 HCC  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 HCC  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 HCC  CONST_07  C14  C13  C12  C11     0.00   0.0  0
 HCC  CONST_08  C14  C15  C16  C11     0.00   0.0  0
 HCC  CONST_09  C15  C16  C11  C12     0.00   0.0  0
 HCC  CONST_10  C15  C14  C13  C12     0.00   0.0  0
 HCC  CONST_11  C16  C11  C12  C13     0.00   0.0  0
 HCC  CONST_12  C16  C15  C14  C13     0.00   0.0  0
 HCC  CONST_13  O10  C5   C6   C1    180.00   0.0  0
 HCC  CONST_14  C7   C4   C3   C2    180.00   0.0  0
 HCC  CONST_15  O19  C1   C2   C3    180.00   0.0  0
 HCC  CONST_16  O10  C5   C4   C3    180.00   0.0  0
 HCC  CONST_17  O19  C1   C6   C5    180.00   0.0  0
 HCC  CONST_18  C7   C4   C5   C6    180.00   0.0  0
 HCC  CONST_19  C13  C12  C11  C9    180.00   0.0  0
 HCC  CONST_20  C15  C16  C11  C9    180.00   0.0  0
 HCC  CONST_21  O18  C14  C13  C12   180.00   0.0  0
 HCC  CONST_22  O18  C14  C15  C16   180.00   0.0  0
 HCC  CONST_23  H3   C3   C2   C1    180.00   0.0  0
 HCC  CONST_24  H6   C6   C1   C2    180.00   0.0  0
 HCC  CONST_25  H2   C2   C3   C4    180.00   0.0  0
 HCC  CONST_26  H13  C13  C12  C11   180.00   0.0  0
 HCC  CONST_27  H15  C15  C16  C11   180.00   0.0  0
 HCC  CONST_28  H16  C16  C11  C12   180.00   0.0  0
 HCC  CONST_29  H12  C12  C13  C14   180.00   0.0  0
 HCC  Var_01    C8   C7   C4   C3     -0.36  30.0  2
 HCC  Var_02    C12  C11  C9   C8    179.84  30.0  2
 HCC  Var_03    C11  C9   C8   C7    179.96   0.0  2
 HCC  Var_04    C9   C8   C7   C4   -179.83  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
 HCC  plan-1  C1   0.020
 HCC  plan-1  C2   0.020
 HCC  plan-1  C3   0.020
 HCC  plan-1  C4   0.020
 HCC  plan-1  C5   0.020
 HCC  plan-1  C6   0.020
 HCC  plan-1  C7   0.020
 HCC  plan-1  O10  0.020
 HCC  plan-1  O19  0.020
 HCC  plan-1  H2   0.020
 HCC  plan-1  H3   0.020
 HCC  plan-1  H6   0.020
 HCC  plan-2  C9   0.020
 HCC  plan-2  C11  0.020
 HCC  plan-2  C12  0.020
 HCC  plan-2  C13  0.020
 HCC  plan-2  C14  0.020
 HCC  plan-2  C15  0.020
 HCC  plan-2  C16  0.020
 HCC  plan-2  O18  0.020
 HCC  plan-2  H12  0.020
 HCC  plan-2  H13  0.020
 HCC  plan-2  H15  0.020
 HCC  plan-2  H16  0.020
 HCC  plan-3  C4   0.020
 HCC  plan-3  C7   0.020
 HCC  plan-3  C8   0.020
 HCC  plan-3  O17  0.020
 HCC  plan-4  C7   0.020
 HCC  plan-4  C8   0.020
 HCC  plan-4  C9   0.020
 HCC  plan-4  C11  0.020
 HCC  plan-4  H8   0.020
 HCC  plan-4  H9   0.020

