# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 10:05:26 2022
#   Inital geometry file: a 82 line input string
#   Ligand name: 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)C2=C(O)C(=O)c3c(O)cc(O)cc3O2
#
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
 KMP  KMP  3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one  ligand  31  21  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KMP
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
 KMP  C1   C  CR16  0  -0.500   0.6821   0.1220  -4.1738
 KMP  C2   C  CR6   0   0.406  -0.5145   0.1181  -3.4843
 KMP  C3   C  CR66  0  -0.328  -0.5135   0.1062  -2.0679
 KMP  C4   C  CR66  0   0.411   0.7172   0.0975  -1.4047
 KMP  C5   C  CR16  0  -0.470   1.9250   0.0997  -2.0782
 KMP  C6   C  CR6   0   0.401   1.8912   0.1127  -3.4688
 KMP  C9   C  CR6   0   0.421  -1.7288   0.0899  -1.3110
 KMP  C10  C  CR6   0   0.179  -1.5853   0.0633   0.1288
 KMP  C11  C  CR6   0   0.227  -0.3556   0.0787   0.7009
 KMP  C14  C  CR6   0   0.018  -0.0495   0.0461   2.1293
 KMP  C15  C  CR16  0  -0.277  -0.8694   0.6735   3.0726
 KMP  C16  C  CR16  0  -0.320  -0.5599   0.6456   4.4185
 KMP  C17  C  CR6   0   0.358   0.5835  -0.0175   4.8616
 KMP  C18  C  CR16  0  -0.371   1.4140  -0.6414   3.9320
 KMP  C19  C  CR16  0  -0.267   1.1014  -0.6028   2.5858
 KMP  O12  O  O     0  -0.464   0.7588   0.0946  -0.0649
 KMP  O13  O  OC    0  -0.511  -2.8625   0.0810  -1.8222
 KMP  O24  O  OH1   0  -0.621   0.8363  -0.0199   6.1791
 KMP  O27  O  OH1   0  -0.628  -2.7076   0.0008   0.8648
 KMP  O29  O  OH1   0  -0.616   3.0662   0.1155  -4.1044
 KMP  O30  O  OH1   0  -0.624  -1.6588   0.1243  -4.1603
 KMP  H1   H  HCR6  0   0.288   0.6764   0.1310  -5.2575
 KMP  H5   H  HCR6  0   0.287   2.8636   0.0932  -1.5405
 KMP  H15  H  HCR6  0   0.264  -1.7523   1.2121   2.7612
 KMP  H16  H  HCR6  0   0.272  -1.2020   1.1464   5.1318
 KMP  H18  H  HCR6  0   0.279   2.3088  -1.1590   4.2578
 KMP  H19  H  HCR6  0   0.267   1.7647  -1.1014   1.8916
 KMP  H24  H  HOH1  0   0.479   1.6491  -0.5022   6.3688
 KMP  H27  H  HOH1  0   0.475  -3.4620  -0.0075   0.2570
 KMP  H29  H  HOH1  0   0.484   2.9405   0.1241  -5.0606
 KMP  H30  H  HOH1  0   0.480  -2.3994   0.1116  -3.5139

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
 KMP  C1   C2   aromatic  1.381  0.020  1.381
 KMP  C1   C6   aromatic  1.400  0.020  1.400
 KMP  C1   H1   single    0.930  0.020  1.080
 KMP  C2   C3   aromatic  1.416  0.020  1.416
 KMP  C2   O30  single    1.329  0.020  1.329
 KMP  C3   C4   aromatic  1.398  0.020  1.398
 KMP  C3   C9   aromatic  1.432  0.020  1.432
 KMP  C4   C5   aromatic  1.383  0.020  1.383
 KMP  C4   O12  aromatic  1.341  0.020  1.341
 KMP  C5   C6   aromatic  1.391  0.020  1.391
 KMP  C5   H5   single    0.930  0.020  1.080
 KMP  C6   O29  single    1.336  0.020  1.336
 KMP  C9   C10  aromatic  1.447  0.020  1.447
 KMP  C9   O13  double    1.244  0.020  1.244
 KMP  C10  C11  aromatic  1.356  0.020  1.356
 KMP  C10  O27  single    1.344  0.020  1.344
 KMP  C11  C14  single    1.461  0.020  1.461
 KMP  C11  O12  aromatic  1.352  0.020  1.352
 KMP  C14  C15  aromatic  1.398  0.020  1.398
 KMP  C14  C19  aromatic  1.398  0.020  1.398
 KMP  C15  C16  aromatic  1.381  0.020  1.381
 KMP  C15  H15  single    0.930  0.020  1.080
 KMP  C16  C17  aromatic  1.394  0.020  1.394
 KMP  C16  H16  single    0.930  0.020  1.080
 KMP  C17  C18  aromatic  1.394  0.020  1.394
 KMP  C17  O24  single    1.342  0.020  1.342
 KMP  C18  C19  aromatic  1.383  0.020  1.383
 KMP  C18  H18  single    0.930  0.020  1.080
 KMP  C19  H19  single    0.930  0.020  1.080
 KMP  O24  H24  single    0.850  0.020  0.980
 KMP  O27  H27  single    0.850  0.020  0.980
 KMP  O29  H29  single    0.850  0.020  0.980
 KMP  O30  H30  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
 KMP  H1   C1   C6   120.55  3.000
 KMP  H1   C1   C2   119.65  3.000
 KMP  C6   C1   C2   119.80  3.000
 KMP  O30  C2   C3   120.61  3.000
 KMP  O30  C2   C1   119.47  3.000
 KMP  C3   C2   C1   119.91  3.000
 KMP  C9   C3   C4   119.76  3.000
 KMP  C9   C3   C2   121.88  3.000
 KMP  C4   C3   C2   118.36  3.000
 KMP  O12  C4   C5   117.37  3.000
 KMP  O12  C4   C3   120.10  3.000
 KMP  C5   C4   C3   122.53  3.000
 KMP  H5   C5   C6   121.20  3.000
 KMP  H5   C5   C4   121.05  3.000
 KMP  C6   C5   C4   117.75  3.000
 KMP  O29  C6   C5   117.02  3.000
 KMP  O29  C6   C1   121.34  3.000
 KMP  C5   C6   C1   121.64  3.000
 KMP  O13  C9   C10  119.95  3.000
 KMP  O13  C9   C3   123.81  3.000
 KMP  C10  C9   C3   116.23  3.000
 KMP  O27  C10  C11  121.79  3.000
 KMP  O27  C10  C9   117.58  3.000
 KMP  C11  C10  C9   120.62  3.000
 KMP  O12  C11  C14  112.41  3.000
 KMP  O12  C11  C10  120.56  3.000
 KMP  C14  C11  C10  127.01  3.000
 KMP  C19  C14  C15  118.08  3.000
 KMP  C19  C14  C11  120.14  3.000
 KMP  C15  C14  C11  121.77  3.000
 KMP  H15  C15  C16  118.31  3.000
 KMP  H15  C15  C14  120.56  3.000
 KMP  C16  C15  C14  121.12  3.000
 KMP  H16  C16  C17  119.80  3.000
 KMP  H16  C16  C15  119.99  3.000
 KMP  C17  C16  C15  120.20  3.000
 KMP  O24  C17  C18  122.81  3.000
 KMP  O24  C17  C16  117.87  3.000
 KMP  C18  C17  C16  119.32  3.000
 KMP  H18  C18  C19  119.51  3.000
 KMP  H18  C18  C17  120.34  3.000
 KMP  C19  C18  C17  120.14  3.000
 KMP  H19  C19  C18  118.25  3.000
 KMP  H19  C19  C14  120.61  3.000
 KMP  C18  C19  C14  121.14  3.000
 KMP  C11  O12  C4   122.71  3.000
 KMP  H24  O24  C17  110.67  3.000
 KMP  H27  O27  C10  107.89  3.000
 KMP  H29  O29  C6   110.92  3.000
 KMP  H30  O30  C2   108.31  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
 KMP  CONST_01  C4   C3   C2   C1     0.00  0.0  0
 KMP  CONST_02  C9   C3   C2   C1   180.00  0.0  0
 KMP  CONST_03  C4   C5   C6   C1     0.00  0.0  0
 KMP  CONST_04  C5   C6   C1   C2     0.00  0.0  0
 KMP  CONST_05  C5   C4   C3   C2     0.00  0.0  0
 KMP  CONST_06  O12  C4   C3   C2   180.00  0.0  0
 KMP  CONST_07  C10  C9   C3   C2   180.00  0.0  0
 KMP  CONST_08  C6   C1   C2   C3     0.00  0.0  0
 KMP  CONST_09  C6   C5   C4   C3     0.00  0.0  0
 KMP  CONST_10  C11  O12  C4   C3     0.00  0.0  0
 KMP  CONST_11  C11  C10  C9   C3     0.00  0.0  0
 KMP  CONST_12  C10  C9   C3   C4     0.00  0.0  0
 KMP  CONST_13  C10  C11  O12  C4     0.00  0.0  0
 KMP  CONST_14  C14  C11  O12  C4   180.00  0.0  0
 KMP  CONST_15  C9   C3   C4   C5   180.00  0.0  0
 KMP  CONST_16  C11  O12  C4   C5   180.00  0.0  0
 KMP  CONST_17  O12  C4   C5   C6   180.00  0.0  0
 KMP  CONST_18  O12  C4   C3   C9     0.00  0.0  0
 KMP  CONST_19  C14  C11  C10  C9   180.00  0.0  0
 KMP  CONST_20  O12  C11  C10  C9     0.00  0.0  0
 KMP  CONST_23  C16  C15  C14  C11  180.00  0.0  0
 KMP  CONST_24  C18  C19  C14  C11  180.00  0.0  0
 KMP  CONST_25  C17  C16  C15  C14    0.00  0.0  0
 KMP  CONST_26  C17  C18  C19  C14    0.00  0.0  0
 KMP  CONST_28  C18  C19  C14  C15    0.00  0.0  0
 KMP  CONST_29  C18  C17  C16  C15    0.00  0.0  0
 KMP  CONST_30  C19  C14  C15  C16    0.00  0.0  0
 KMP  CONST_31  C19  C18  C17  C16    0.00  0.0  0
 KMP  CONST_33  O29  C6   C1   C2   180.00  0.0  0
 KMP  CONST_34  O13  C9   C3   C2     0.00  0.0  0
 KMP  CONST_35  O27  C10  C9   C3   180.00  0.0  0
 KMP  CONST_36  O30  C2   C3   C4   180.00  0.0  0
 KMP  CONST_37  O13  C9   C3   C4   180.00  0.0  0
 KMP  CONST_38  O29  C6   C5   C4   180.00  0.0  0
 KMP  CONST_39  O30  C2   C1   C6   180.00  0.0  0
 KMP  CONST_40  O30  C2   C3   C9     0.00  0.0  0
 KMP  CONST_41  O13  C9   C10  C11  180.00  0.0  0
 KMP  CONST_42  O27  C10  C11  C14    0.00  0.0  0
 KMP  CONST_43  O24  C17  C16  C15  180.00  0.0  0
 KMP  CONST_44  O24  C17  C18  C19  180.00  0.0  0
 KMP  CONST_45  O27  C10  C11  O12  180.00  0.0  0
 KMP  CONST_46  H5   C5   C6   C1   180.00  0.0  0
 KMP  CONST_47  H1   C1   C2   C3   180.00  0.0  0
 KMP  CONST_48  H15  C15  C14  C11    0.00  0.0  0
 KMP  CONST_49  H19  C19  C14  C11    0.00  0.0  0
 KMP  CONST_50  H16  C16  C15  C14  180.00  0.0  0
 KMP  CONST_51  H18  C18  C19  C14  180.00  0.0  0

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
 KMP  plan-1  C11  0.020
 KMP  plan-1  C14  0.020
 KMP  plan-1  C15  0.020
 KMP  plan-1  C16  0.020
 KMP  plan-1  C17  0.020
 KMP  plan-1  C18  0.020
 KMP  plan-1  C19  0.020
 KMP  plan-1  O24  0.020
 KMP  plan-1  H15  0.020
 KMP  plan-1  H16  0.020
 KMP  plan-1  H18  0.020
 KMP  plan-1  H19  0.020
 KMP  plan-2  C1   0.020
 KMP  plan-2  C2   0.020
 KMP  plan-2  C3   0.020
 KMP  plan-2  C4   0.020
 KMP  plan-2  C5   0.020
 KMP  plan-2  C6   0.020
 KMP  plan-2  C9   0.020
 KMP  plan-2  O12  0.020
 KMP  plan-2  O29  0.020
 KMP  plan-2  O30  0.020
 KMP  plan-2  H1   0.020
 KMP  plan-2  H5   0.020
 KMP  plan-3  C3   0.020
 KMP  plan-3  C9   0.020
 KMP  plan-3  C10  0.020
 KMP  plan-3  O13  0.020

