# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 06:19:58 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc2C(=O)C(=C(Oc2c1)c3ccc(O)c(O)c3)O
#
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
 FSE  FSE  2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one  ligand  31  21  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FSE
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
 FSE  C6   C  CR16  0  -0.332  -4.7717  -0.0207   0.1199
 FSE  C5   C  CR16  0  -0.275  -3.9086  -1.0803   0.0336
 FSE  C10  C  CR66  0  -0.142  -2.5185  -0.8828   0.0065
 FSE  C9   C  CR66  0   0.391  -2.0405   0.4244   0.0693
 FSE  C8   C  CR16  0  -0.480  -2.8972   1.5171   0.1564
 FSE  C7   C  CR6   0   0.384  -4.2624   1.2908   0.1813
 FSE  C4   C  CR6   0   0.371  -1.5796  -1.9766  -0.0918
 FSE  C3   C  CR6   0   0.160  -0.1769  -1.5923  -0.1135
 FSE  C2   C  CR6   0   0.219   0.2016  -0.2936  -0.0308
 FSE  C1'  C  CR6   0   0.033   1.5657   0.2337  -0.0609
 FSE  C6'  C  CR16  0  -0.298   1.8211   1.4742  -0.6444
 FSE  C5'  C  CR16  0  -0.331   3.1088   1.9851  -0.6736
 FSE  C4'  C  CR6   0   0.296   4.1648   1.2810  -0.1161
 FSE  C3'  C  CR6   0   0.291   3.9127   0.0381   0.4831
 FSE  C2'  C  CR16  0  -0.424   2.6304  -0.4753   0.5070
 FSE  O1   O  O     0  -0.463  -0.7264   0.6878   0.0555
 FSE  O4   O  O     0  -0.460  -1.8889  -3.1648  -0.1682
 FSE  O3'  O  OH1   0  -0.644   4.9832  -0.5848   1.0232
 FSE  O4'  O  OH1   0  -0.624   5.4011   1.8072  -0.1592
 FSE  O3   O  OH1   0  -0.629   0.7195  -2.5851  -0.2392
 FSE  O7   O  OH1   0  -0.614  -5.1553   2.2812   0.2616
 FSE  H6   H  HCR6  0   0.278  -5.8421  -0.1769   0.1406
 FSE  H5   H  HCR6  0   0.273  -4.2963  -2.0891  -0.0158
 FSE  H8   H  HCR6  0   0.297  -2.4909   2.5207   0.2051
 FSE  H6'  H  HCR6  0   0.260   1.0245   2.0499  -1.0948
 FSE  H5'  H  HCR6  0   0.272   3.3022   2.9441  -1.1373
 FSE  H2'  H  HCR6  0   0.278   2.4598  -1.4254   0.9960
 FSE  H3'  H  HOH1  0   0.484   4.7317  -1.4272   1.4177
 FSE  H4'  H  HOH1  0   0.476   6.0351   1.2282   0.2811
 FSE  HO3  H  HOH1  0   0.470   0.2202  -3.4159  -0.2796
 FSE  HO7  H  HOH1  0   0.484  -4.7185   3.1405   0.2961

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
 FSE  C6   C5   aromatic  1.369  0.020  1.369
 FSE  C6   C7   aromatic  1.408  0.020  1.408
 FSE  C6   H6   single    0.930  0.020  1.080
 FSE  C5   C10  aromatic  1.404  0.020  1.404
 FSE  C5   H5   single    0.930  0.020  1.080
 FSE  C10  C9   aromatic  1.393  0.020  1.393
 FSE  C10  C4   single    1.445  0.020  1.445
 FSE  C9   C8   aromatic  1.391  0.020  1.391
 FSE  C9   O1   single    1.340  0.020  1.340
 FSE  C8   C7   aromatic  1.384  0.020  1.384
 FSE  C8   H8   single    0.930  0.020  1.080
 FSE  C7   O7   single    1.336  0.020  1.336
 FSE  C4   C3   single    1.455  0.020  1.455
 FSE  C4   O4   double    1.230  0.020  1.230
 FSE  C3   C2   double    1.355  0.020  1.355
 FSE  C3   O3   single    1.344  0.020  1.344
 FSE  C2   C1'  single    1.463  0.020  1.463
 FSE  C2   O1   single    1.353  0.020  1.353
 FSE  C1'  C6'  aromatic  1.394  0.020  1.394
 FSE  C1'  C2'  aromatic  1.400  0.020  1.400
 FSE  C6'  C5'  aromatic  1.386  0.020  1.386
 FSE  C6'  H6'  single    0.930  0.020  1.080
 FSE  C5'  C4'  aromatic  1.386  0.020  1.386
 FSE  C5'  H5'  single    0.930  0.020  1.080
 FSE  C4'  C3'  aromatic  1.403  0.020  1.403
 FSE  C4'  O4'  single    1.344  0.020  1.344
 FSE  C3'  C2'  aromatic  1.382  0.020  1.382
 FSE  C3'  O3'  single    1.351  0.020  1.351
 FSE  C2'  H2'  single    0.930  0.020  1.080
 FSE  O3'  H3'  single    0.850  0.020  0.980
 FSE  O4'  H4'  single    0.850  0.020  0.980
 FSE  O3   HO3  single    0.850  0.020  0.980
 FSE  O7   HO7  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
 FSE  H6   C6   C7   119.43  3.000
 FSE  H6   C6   C5   120.87  3.000
 FSE  C7   C6   C5   119.70  3.000
 FSE  H5   C5   C10  119.02  3.000
 FSE  H5   C5   C6   119.90  3.000
 FSE  C10  C5   C6   121.08  3.000
 FSE  C4   C10  C9   119.37  3.000
 FSE  C4   C10  C5   122.55  3.000
 FSE  C9   C10  C5   118.08  3.000
 FSE  O1   C9   C8   116.75  3.000
 FSE  O1   C9   C10  121.35  3.000
 FSE  C8   C9   C10  121.90  3.000
 FSE  H8   C8   C7   121.35  3.000
 FSE  H8   C8   C9   119.95  3.000
 FSE  C7   C8   C9   118.69  3.000
 FSE  O7   C7   C8   122.63  3.000
 FSE  O7   C7   C6   116.83  3.000
 FSE  C8   C7   C6   120.55  3.000
 FSE  O4   C4   C3   119.79  3.000
 FSE  O4   C4   C10  124.89  3.000
 FSE  C3   C4   C10  115.32  3.000
 FSE  O3   C3   C2   121.84  3.000
 FSE  O3   C3   C4   116.71  3.000
 FSE  C2   C3   C4   121.44  3.000
 FSE  O1   C2   C1'  112.30  3.000
 FSE  O1   C2   C3   120.48  3.000
 FSE  C1'  C2   C3   127.20  3.000
 FSE  C2'  C1'  C6'  118.76  3.000
 FSE  C2'  C1'  C2   121.23  3.000
 FSE  C6'  C1'  C2   120.00  3.000
 FSE  H6'  C6'  C5'  118.66  3.000
 FSE  H6'  C6'  C1'  120.87  3.000
 FSE  C5'  C6'  C1'  120.46  3.000
 FSE  H5'  C5'  C4'  119.08  3.000
 FSE  H5'  C5'  C6'  120.11  3.000
 FSE  C4'  C5'  C6'  120.81  3.000
 FSE  O4'  C4'  C3'  121.72  3.000
 FSE  O4'  C4'  C5'  119.27  3.000
 FSE  C3'  C4'  C5'  119.01  3.000
 FSE  O3'  C3'  C2'  123.86  3.000
 FSE  O3'  C3'  C4'  115.91  3.000
 FSE  C2'  C3'  C4'  120.23  3.000
 FSE  H2'  C2'  C3'  118.72  3.000
 FSE  H2'  C2'  C1'  120.55  3.000
 FSE  C3'  C2'  C1'  120.72  3.000
 FSE  C2   O1   C9   122.04  3.000
 FSE  H3'  O3'  C3'  111.10  3.000
 FSE  H4'  O4'  C4'  110.78  3.000
 FSE  HO3  O3   C3   107.06  3.000
 FSE  HO7  O7   C7   111.09  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
 FSE  CONST_01  C9   C10  C5   C6     0.00   0.0  0
 FSE  CONST_02  C9   C8   C7   C6     0.00   0.0  0
 FSE  CONST_03  C8   C7   C6   C5     0.00   0.0  0
 FSE  CONST_04  C8   C9   C10  C5     0.00   0.0  0
 FSE  CONST_05  C7   C6   C5   C10    0.00   0.0  0
 FSE  CONST_06  C7   C8   C9   C10    0.00   0.0  0
 FSE  CONST_07  C4'  C5'  C6'  C1'    0.00   0.0  0
 FSE  CONST_08  C4'  C3'  C2'  C1'    0.00   0.0  0
 FSE  CONST_09  C3'  C2'  C1'  C6'    0.00   0.0  0
 FSE  CONST_10  C3'  C4'  C5'  C6'    0.00   0.0  0
 FSE  CONST_11  C2'  C1'  C6'  C5'    0.00   0.0  0
 FSE  CONST_12  C2'  C3'  C4'  C5'    0.00   0.0  0
 FSE  CONST_13  C5'  C6'  C1'  C2   180.00   0.0  0
 FSE  CONST_14  C3'  C2'  C1'  C2   180.00   0.0  0
 FSE  CONST_15  O7   C7   C6   C5   180.00   0.0  0
 FSE  CONST_16  O7   C7   C8   C9   180.00   0.0  0
 FSE  CONST_17  O3'  C3'  C2'  C1'  180.00   0.0  0
 FSE  CONST_18  O4'  C4'  C5'  C6'  180.00   0.0  0
 FSE  CONST_19  O3'  C3'  C4'  C5'  180.00   0.0  0
 FSE  CONST_20  O4'  C4'  C3'  C2'  180.00   0.0  0
 FSE  CONST_21  H8   C8   C7   C6   180.00   0.0  0
 FSE  CONST_22  H6   C6   C5   C10  180.00   0.0  0
 FSE  CONST_23  H5   C5   C10  C9   180.00   0.0  0
 FSE  CONST_24  H6'  C6'  C1'  C2     0.00   0.0  0
 FSE  CONST_25  H2'  C2'  C1'  C2     0.00   0.0  0
 FSE  CONST_26  H5'  C5'  C6'  C1'  180.00   0.0  0
 FSE  Var_01    C3   C4   C10  C5   179.72  30.0  1
 FSE  Var_02    C2   C3   C4   C10    0.72  30.0  1
 FSE  Var_03    C3   C2   O1   C9     0.32  30.0  1
 FSE  Var_04    C6'  C1'  C2   C3   146.58  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
 FSE  plan-1  C2   0.020
 FSE  plan-1  C1'  0.020
 FSE  plan-1  C6'  0.020
 FSE  plan-1  C5'  0.020
 FSE  plan-1  C4'  0.020
 FSE  plan-1  C3'  0.020
 FSE  plan-1  C2'  0.020
 FSE  plan-1  O3'  0.020
 FSE  plan-1  O4'  0.020
 FSE  plan-1  H6'  0.020
 FSE  plan-1  H5'  0.020
 FSE  plan-1  H2'  0.020
 FSE  plan-2  C6   0.020
 FSE  plan-2  C5   0.020
 FSE  plan-2  C10  0.020
 FSE  plan-2  C9   0.020
 FSE  plan-2  C8   0.020
 FSE  plan-2  C7   0.020
 FSE  plan-2  C4   0.020
 FSE  plan-2  O1   0.020
 FSE  plan-2  O7   0.020
 FSE  plan-2  H6   0.020
 FSE  plan-2  H5   0.020
 FSE  plan-2  H8   0.020
 FSE  plan-3  C10  0.020
 FSE  plan-3  C4   0.020
 FSE  plan-3  C3   0.020
 FSE  plan-3  O4   0.020

