# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 15:44:46 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(c(O)c1)C(=O)\C=C\c2ccc(O)c(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
 BUN  BUN  (2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one  ligand  32  20  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BUN
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
 BUN  O2   O  O     0  -0.496   1.3141  -2.0813  -0.1448
 BUN  C6   C  C     0   0.441   1.3359  -0.8417  -0.1401
 BUN  C7   C  CR6   0  -0.182   2.6152  -0.1343  -0.1423
 BUN  C12  C  CR6   0   0.401   3.8168  -0.8847  -0.1104
 BUN  O4   O  OH1   0  -0.621   3.8175  -2.2093  -0.0957
 BUN  C11  C  CR16  0  -0.460   5.0496  -0.2365  -0.0873
 BUN  C10  C  CR6   0   0.402   5.1138   1.1463  -0.1035
 BUN  O3   O  OH1   0  -0.592   6.2739   1.8126  -0.0761
 BUN  C9   C  CR16  0  -0.314   3.9394   1.9088  -0.1491
 BUN  C8   C  CR16  0  -0.266   2.7294   1.2647  -0.1645
 BUN  C5   C  C1    0  -0.371   0.0804  -0.0870  -0.1183
 BUN  C4   C  C1    0  -0.209  -1.1062  -0.7134  -0.0882
 BUN  C3   C  CR6   0   0.185  -2.4199  -0.0987  -0.0492
 BUN  C2   C  CR16  0  -0.412  -3.5441  -0.9313   0.0088
 BUN  C1   C  CR6   0   0.288  -4.8201  -0.4101   0.0564
 BUN  O1   O  OH1   0  -0.632  -5.9525  -1.1540   0.1178
 BUN  C13  C  CR16  0  -0.298  -2.6261   1.2813  -0.0614
 BUN  C14  C  CR16  0  -0.291  -3.9013   1.8098  -0.0156
 BUN  C    C  CR6   0   0.311  -5.0110   0.9774   0.0444
 BUN  O    O  OH1   0  -0.597  -6.2364   1.5186   0.0887
 BUN  H3   H  HOH1  0   0.476   2.8649  -2.4911  -0.1134
 BUN  H4   H  HCR6  0   0.242   5.9487  -0.8409  -0.0447
 BUN  H5   H  HOH1  0   0.447   7.0151   1.2021  -0.0264
 BUN  H6   H  HCR6  0   0.247   3.9978   2.9879  -0.1657
 BUN  H7   H  HCR6  0   0.225   1.8420   1.8795  -0.1961
 BUN  H8   H  H     0   0.227   0.1230   0.9920  -0.1137
 BUN  H9   H  H     0   0.242  -1.0972  -1.7992  -0.0870
 BUN  H10  H  HCR6  0   0.229  -3.4049  -2.0077   0.0186
 BUN  H11  H  HOH1  0   0.450  -5.7495  -2.0925   0.1258
 BUN  H12  H  HCR6  0   0.218  -1.7880   1.9622  -0.1066
 BUN  H13  H  HCR6  0   0.253  -4.0532   2.8810  -0.0257
 BUN  H14  H  HOH1  0   0.456  -6.9051   0.8276   0.1411

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
 BUN  O    C    single    1.340  0.020  1.340
 BUN  C14  C    aromatic  1.389  0.020  1.389
 BUN  C14  C13  aromatic  1.381  0.020  1.381
 BUN  C    C1   aromatic  1.401  0.020  1.401
 BUN  C13  C3   aromatic  1.395  0.020  1.395
 BUN  C1   O1   single    1.356  0.020  1.356
 BUN  C1   C2   aromatic  1.379  0.020  1.379
 BUN  C3   C2   aromatic  1.400  0.020  1.400
 BUN  C3   C4   single    1.451  0.020  1.451
 BUN  C9   C8   aromatic  1.371  0.020  1.371
 BUN  C9   C10  aromatic  1.401  0.020  1.401
 BUN  C8   C7   aromatic  1.404  0.020  1.404
 BUN  C5   C4   double    1.342  0.020  1.342
 BUN  C5   C6   single    1.465  0.020  1.465
 BUN  O3   C10  single    1.338  0.020  1.338
 BUN  C10  C11  aromatic  1.384  0.020  1.384
 BUN  C7   C6   single    1.462  0.020  1.462
 BUN  C7   C12  aromatic  1.417  0.020  1.417
 BUN  C6   O2   double    1.240  0.020  1.240
 BUN  C11  C12  aromatic  1.393  0.020  1.393
 BUN  C12  O4   single    1.325  0.020  1.325
 BUN  O4   H3   single    0.850  0.020  0.980
 BUN  C11  H4   single    0.930  0.020  1.080
 BUN  O3   H5   single    0.850  0.020  0.980
 BUN  C9   H6   single    0.930  0.020  1.080
 BUN  C8   H7   single    0.930  0.020  1.080
 BUN  C5   H8   single    0.930  0.020  1.080
 BUN  C4   H9   single    0.930  0.020  1.080
 BUN  C2   H10  single    0.930  0.020  1.080
 BUN  O1   H11  single    0.850  0.020  0.980
 BUN  C13  H12  single    0.930  0.020  1.080
 BUN  C14  H13  single    0.930  0.020  1.080
 BUN  O    H14  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
 BUN  C5   C6   C7   120.05  3.000
 BUN  C7   C6   O2   119.94  3.000
 BUN  C5   C6   O2   120.00  3.000
 BUN  C8   C7   C12  117.33  3.000
 BUN  C12  C7   C6   119.07  3.000
 BUN  C8   C7   C6   123.60  3.000
 BUN  C11  C12  O4   117.69  3.000
 BUN  O4   C12  C7   122.02  3.000
 BUN  C11  C12  C7   120.29  3.000
 BUN  H3   O4   C12  106.44  3.000
 BUN  H4   C11  C10  121.26  3.000
 BUN  H4   C11  C12  118.37  3.000
 BUN  C10  C11  C12  120.37  3.000
 BUN  C9   C10  O3   117.15  3.000
 BUN  O3   C10  C11  122.50  3.000
 BUN  C9   C10  C11  120.34  3.000
 BUN  H5   O3   C10  110.68  3.000
 BUN  H6   C9   C8   121.10  3.000
 BUN  H6   C9   C10  119.91  3.000
 BUN  C8   C9   C10  118.98  3.000
 BUN  H7   C8   C9   117.26  3.000
 BUN  H7   C8   C7   120.06  3.000
 BUN  C9   C8   C7   122.67  3.000
 BUN  H8   C5   C4   120.08  3.000
 BUN  H8   C5   C6   118.75  3.000
 BUN  C4   C5   C6   121.17  3.000
 BUN  H9   C4   C3   115.54  3.000
 BUN  H9   C4   C5   117.35  3.000
 BUN  C3   C4   C5   127.11  3.000
 BUN  C13  C3   C2   118.02  3.000
 BUN  C2   C3   C4   118.43  3.000
 BUN  C13  C3   C4   123.55  3.000
 BUN  H10  C2   C1   119.55  3.000
 BUN  H10  C2   C3   119.15  3.000
 BUN  C1   C2   C3   121.30  3.000
 BUN  C    C1   O1   115.46  3.000
 BUN  O1   C1   C2   124.52  3.000
 BUN  C    C1   C2   120.01  3.000
 BUN  H11  O1   C1   111.10  3.000
 BUN  H12  C13  C14  118.44  3.000
 BUN  H12  C13  C3   120.58  3.000
 BUN  C14  C13  C3   120.97  3.000
 BUN  H13  C14  C    118.80  3.000
 BUN  H13  C14  C13  120.54  3.000
 BUN  C    C14  C13  120.66  3.000
 BUN  O    C    C14  119.34  3.000
 BUN  C14  C    C1   119.03  3.000
 BUN  O    C    C1   121.62  3.000
 BUN  H14  O    C    110.30  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
 BUN  CONST_01  C10  C9   C8   C7      0.00   0.0  0
 BUN  CONST_02  C10  C11  C12  C7      0.00   0.0  0
 BUN  CONST_03  C9   C8   C7   C12     0.00   0.0  0
 BUN  CONST_04  C9   C10  C11  C12     0.00   0.0  0
 BUN  CONST_05  C8   C9   C10  C11     0.00   0.0  0
 BUN  CONST_06  C8   C7   C12  C11     0.00   0.0  0
 BUN  CONST_07  C    C14  C13  C3      0.00   0.0  0
 BUN  CONST_08  C    C1   C2   C3      0.00   0.0  0
 BUN  CONST_09  C14  C    C1   C2      0.00   0.0  0
 BUN  CONST_10  C14  C13  C3   C2      0.00   0.0  0
 BUN  CONST_11  C13  C14  C    C1      0.00   0.0  0
 BUN  CONST_12  C13  C3   C2   C1      0.00   0.0  0
 BUN  CONST_13  C9   C8   C7   C6    180.00   0.0  0
 BUN  CONST_14  C11  C12  C7   C6    180.00   0.0  0
 BUN  CONST_15  O3   C10  C11  C12   180.00   0.0  0
 BUN  CONST_16  C8   C7   C12  O4    180.00   0.0  0
 BUN  CONST_17  C10  C11  C12  O4    180.00   0.0  0
 BUN  CONST_18  C8   C9   C10  O3    180.00   0.0  0
 BUN  CONST_19  C14  C13  C3   C4    180.00   0.0  0
 BUN  CONST_20  C1   C2   C3   C4    180.00   0.0  0
 BUN  CONST_21  O1   C1   C2   C3    180.00   0.0  0
 BUN  CONST_22  O    C    C1   C2    180.00   0.0  0
 BUN  CONST_23  C14  C    C1   O1    180.00   0.0  0
 BUN  CONST_24  O    C    C14  C13   180.00   0.0  0
 BUN  CONST_25  H6   C9   C8   C7    180.00   0.0  0
 BUN  CONST_26  H4   C11  C12  C7    180.00   0.0  0
 BUN  CONST_27  H7   C8   C7   C12   180.00   0.0  0
 BUN  CONST_28  H13  C14  C13  C3    180.00   0.0  0
 BUN  CONST_29  H12  C13  C3   C2    180.00   0.0  0
 BUN  CONST_30  H10  C2   C3   C13   180.00   0.0  0
 BUN  Var_01    C8   C7   C6   O2    178.67  30.0  2
 BUN  Var_02    C13  C3   C4   C5      1.18  30.0  3
 BUN  Var_03    C3   C4   C5   C6    179.26   0.0  2
 BUN  Var_04    C4   C5   C6   C7   -178.63  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
 BUN  plan-1  C6   0.020
 BUN  plan-1  C7   0.020
 BUN  plan-1  C12  0.020
 BUN  plan-1  O4   0.020
 BUN  plan-1  C11  0.020
 BUN  plan-1  C10  0.020
 BUN  plan-1  O3   0.020
 BUN  plan-1  C9   0.020
 BUN  plan-1  C8   0.020
 BUN  plan-1  H4   0.020
 BUN  plan-1  H6   0.020
 BUN  plan-1  H7   0.020
 BUN  plan-2  C4   0.020
 BUN  plan-2  C3   0.020
 BUN  plan-2  C2   0.020
 BUN  plan-2  C1   0.020
 BUN  plan-2  O1   0.020
 BUN  plan-2  C13  0.020
 BUN  plan-2  C14  0.020
 BUN  plan-2  C    0.020
 BUN  plan-2  O    0.020
 BUN  plan-2  H10  0.020
 BUN  plan-2  H12  0.020
 BUN  plan-2  H13  0.020
 BUN  plan-3  O2   0.020
 BUN  plan-3  C6   0.020
 BUN  plan-3  C7   0.020
 BUN  plan-3  C5   0.020
 BUN  plan-4  C6   0.020
 BUN  plan-4  C5   0.020
 BUN  plan-4  C4   0.020
 BUN  plan-4  C3   0.020
 BUN  plan-4  H8   0.020
 BUN  plan-4  H9   0.020

