# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 13:33:35 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 2-(3,5-dibromo-4-hydroxyphenyl)-6-hydroxy-3-methyl-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C(Oc2ccc(O)cc2C1=O)c3cc(Br)c(O)c(Br)c3
#
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
 FL8  FL8  2-(3,5-dibromo-4-hydroxyphenyl)-6-hydroxy-3-methyl-4H-chromen-4-one  ligand  32  22  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_FL8
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
 FL8  BR3   BR  BR    0   0.001  -2.4278   0.5554  -3.5007
 FL8  BR5   BR  BR    0  -0.000   3.1476   0.1922  -2.6025
 FL8  O1    O   O     0  -0.458   0.4591   0.5292   2.0399
 FL8  C2    C   CR6   0   0.354  -0.3706  -0.2500   1.3306
 FL8  C3    C   CR6   0  -0.179  -1.2751  -1.0844   1.8993
 FL8  C4    C   CR6   0   0.441  -1.4195  -1.1010   3.3496
 FL8  C4A   C   CR66  0  -0.097  -0.4833  -0.2504   4.0919
 FL8  C5    C   CR16  0  -0.398  -0.4825  -0.2114   5.4883
 FL8  C6    C   CR6   0   0.380   0.4233   0.5866   6.1609
 FL8  C7    C   CR16  0  -0.373   1.3409   1.3583   5.4315
 FL8  C8    C   CR16  0  -0.317   1.3476   1.3304   4.0550
 FL8  C8A   C   CR66  0   0.344   0.4312   0.5223   3.3900
 FL8  C1'   C   CR6   0  -0.014  -0.1425  -0.0684  -0.1110
 FL8  C2'   C   CR16  0  -0.245  -1.2093   0.1073  -0.9873
 FL8  C3'   C   CR6   0  -0.209  -0.9761   0.3078  -2.3337
 FL8  C4'   C   CR6   0   0.462   0.3194   0.3439  -2.8607
 FL8  C5'   C   CR6   0  -0.224   1.3760   0.1690  -1.9595
 FL8  C6'   C   CR16  0  -0.258   1.1562  -0.0234  -0.6084
 FL8  O4'   O   OH1   0  -0.581   0.4550   0.5415  -4.1667
 FL8  C3B   C   CH3   0  -0.746  -2.1405  -2.0220   1.1155
 FL8  O4    O   OC    0  -0.432  -2.2554  -1.7924   3.9166
 FL8  O6    O   OH1   0  -0.629   0.3932   0.5941   7.5063
 FL8  H51   H   HCR6  0   0.274  -1.1945  -0.8114   6.0404
 FL8  H71   H   HCR6  0   0.290   2.0571   1.9844   5.9508
 FL8  H81   H   HCR6  0   0.289   2.0569   1.9259   3.4953
 FL8  H2'1  H   HCR6  0   0.298  -2.2239   0.1105  -0.6130
 FL8  H6'1  H   HCR6  0   0.296   1.9999  -0.1548   0.0557
 FL8  H4'O  H   HOH1  0   0.487   1.3799   0.5899  -4.4431
 FL8  H3'1  H   HCH3  0   0.259  -2.2291  -2.9733   1.6390
 FL8  H3'2  H   HCH3  0   0.254  -3.1533  -1.6335   0.9934
 FL8  H3'3  H   HCH3  0   0.254  -1.7380  -2.2246   0.1257
 FL8  HO61  H   HOH1  0   0.478   1.0747   1.1770   7.8594

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
 FL8  BR3  C3'   single    1.879  0.020  1.879
 FL8  BR5  C5'   single    1.885  0.020  1.885
 FL8  O1   C2    aromatic  1.341  0.020  1.341
 FL8  O1   C8A   aromatic  1.350  0.020  1.350
 FL8  C2   C3    aromatic  1.356  0.020  1.356
 FL8  C2   C1'   single    1.471  0.020  1.471
 FL8  C3   C4    aromatic  1.458  0.020  1.458
 FL8  C3   C3B   single    1.497  0.020  1.497
 FL8  C4   C4A   aromatic  1.467  0.020  1.467
 FL8  C4   O4    double    1.224  0.020  1.224
 FL8  C4A  C5    aromatic  1.397  0.020  1.397
 FL8  C4A  C8A   aromatic  1.388  0.020  1.388
 FL8  C5   C6    aromatic  1.382  0.020  1.382
 FL8  C5   H51   single    0.930  0.020  1.080
 FL8  C6   C7    aromatic  1.403  0.020  1.403
 FL8  C6   O6    single    1.346  0.020  1.346
 FL8  C7   C8    aromatic  1.377  0.020  1.377
 FL8  C7   H71   single    0.930  0.020  1.080
 FL8  C8   C8A   aromatic  1.391  0.020  1.391
 FL8  C8   H81   single    0.930  0.020  1.080
 FL8  C1'  C2'   aromatic  1.392  0.020  1.392
 FL8  C1'  C6'   aromatic  1.391  0.020  1.391
 FL8  C2'  C3'   aromatic  1.381  0.020  1.381
 FL8  C2'  H2'1  single    0.930  0.020  1.080
 FL8  C3'  C4'   aromatic  1.399  0.020  1.399
 FL8  C4'  C5'   aromatic  1.400  0.020  1.400
 FL8  C4'  O4'   single    1.328  0.020  1.328
 FL8  C5'  C6'   aromatic  1.382  0.020  1.382
 FL8  C6'  H6'1  single    0.930  0.020  1.080
 FL8  O4'  H4'O  single    0.850  0.020  0.980
 FL8  C3B  H3'1  single    0.970  0.020  1.090
 FL8  C3B  H3'2  single    0.970  0.020  1.090
 FL8  C3B  H3'3  single    0.970  0.020  1.090
 FL8  O6   HO61  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
 FL8  C8A   O1   C2    120.87  3.000
 FL8  C1'   C2   C3    126.21  3.000
 FL8  C1'   C2   O1    110.53  3.000
 FL8  C3    C2   O1    123.26  3.000
 FL8  C3B   C3   C4    117.16  3.000
 FL8  C3B   C3   C2    123.46  3.000
 FL8  C4    C3   C2    119.37  3.000
 FL8  O4    C4   C4A   121.94  3.000
 FL8  O4    C4   C3    122.34  3.000
 FL8  C4A   C4   C3    115.71  3.000
 FL8  C8A   C4A  C5    119.31  3.000
 FL8  C8A   C4A  C4    119.18  3.000
 FL8  C5    C4A  C4    121.50  3.000
 FL8  H51   C5   C6    120.20  3.000
 FL8  H51   C5   C4A   119.60  3.000
 FL8  C6    C5   C4A   120.20  3.000
 FL8  O6    C6   C7    122.08  3.000
 FL8  O6    C6   C5    118.37  3.000
 FL8  C7    C6   C5    119.55  3.000
 FL8  H71   C7   C8    119.18  3.000
 FL8  H71   C7   C6    120.05  3.000
 FL8  C8    C7   C6    120.78  3.000
 FL8  H81   C8   C8A   120.28  3.000
 FL8  H81   C8   C7    120.61  3.000
 FL8  C8A   C8   C7    119.11  3.000
 FL8  C8    C8A  C4A   121.05  3.000
 FL8  C8    C8A  O1    117.48  3.000
 FL8  C4A   C8A  O1    121.47  3.000
 FL8  C6'   C1'  C2'   119.10  3.000
 FL8  C6'   C1'  C2    119.94  3.000
 FL8  C2'   C1'  C2    120.92  3.000
 FL8  H2'1  C2'  C3'   119.70  3.000
 FL8  H2'1  C2'  C1'   120.11  3.000
 FL8  C3'   C2'  C1'   120.18  3.000
 FL8  C4'   C3'  C2'   121.83  3.000
 FL8  C4'   C3'  BR3   118.55  3.000
 FL8  C2'   C3'  BR3   119.62  3.000
 FL8  O4'   C4'  C5'   125.09  3.000
 FL8  O4'   C4'  C3'   117.96  3.000
 FL8  C5'   C4'  C3'   116.95  3.000
 FL8  C6'   C5'  C4'   121.78  3.000
 FL8  C6'   C5'  BR5   118.99  3.000
 FL8  C4'   C5'  BR5   119.23  3.000
 FL8  H6'1  C6'  C5'   119.54  3.000
 FL8  H6'1  C6'  C1'   120.30  3.000
 FL8  C5'   C6'  C1'   120.15  3.000
 FL8  H4'O  O4'  C4'   112.73  3.000
 FL8  H3'3  C3B  H3'2  107.94  3.000
 FL8  H3'3  C3B  H3'1  107.74  3.000
 FL8  H3'2  C3B  H3'1  106.81  3.000
 FL8  H3'3  C3B  C3    112.28  3.000
 FL8  H3'2  C3B  C3    111.83  3.000
 FL8  H3'1  C3B  C3    110.01  3.000
 FL8  HO61  O6   C6    110.72  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
 FL8  CONST_01  C4    C3   C2   O1     0.00   0.0  0
 FL8  CONST_04  C4    C4A  C8A  O1     0.00   0.0  0
 FL8  CONST_05  C5    C4A  C8A  O1   180.00   0.0  0
 FL8  CONST_06  C7    C8   C8A  O1   180.00   0.0  0
 FL8  CONST_07  C4A   C8A  O1   C2     0.00   0.0  0
 FL8  CONST_08  C8    C8A  O1   C2   180.00   0.0  0
 FL8  CONST_09  C4A   C4   C3   C2     0.00   0.0  0
 FL8  CONST_10  C3'   C2'  C1'  C2   180.00   0.0  0
 FL8  CONST_11  C5'   C6'  C1'  C2   180.00   0.0  0
 FL8  CONST_12  C8A   O1   C2   C3     0.00   0.0  0
 FL8  CONST_15  C5    C4A  C4   C3   180.00   0.0  0
 FL8  CONST_16  C8A   C4A  C4   C3     0.00   0.0  0
 FL8  CONST_17  C1'   C2   C3   C4   180.00   0.0  0
 FL8  CONST_18  C6    C5   C4A  C4   180.00   0.0  0
 FL8  CONST_19  C8    C8A  C4A  C4   180.00   0.0  0
 FL8  CONST_20  C7    C6   C5   C4A    0.00   0.0  0
 FL8  CONST_21  C7    C8   C8A  C4A    0.00   0.0  0
 FL8  CONST_22  C8    C8A  C4A  C5     0.00   0.0  0
 FL8  CONST_23  C8    C7   C6   C5     0.00   0.0  0
 FL8  CONST_24  C8A   C4A  C5   C6     0.00   0.0  0
 FL8  CONST_25  C8A   C8   C7   C6     0.00   0.0  0
 FL8  CONST_26  C1'   C2   O1   C8A  180.00   0.0  0
 FL8  CONST_27  C4'   C3'  C2'  C1'    0.00   0.0  0
 FL8  CONST_28  C4'   C5'  C6'  C1'    0.00   0.0  0
 FL8  CONST_29  C5'   C6'  C1'  C2'    0.00   0.0  0
 FL8  CONST_30  C5'   C4'  C3'  C2'    0.00   0.0  0
 FL8  CONST_31  C6'   C1'  C2'  C3'    0.00   0.0  0
 FL8  CONST_32  C6'   C5'  C4'  C3'    0.00   0.0  0
 FL8  CONST_33  C1'   C2'  C3'  BR3  180.00   0.0  0
 FL8  CONST_34  C5'   C4'  C3'  BR3  180.00   0.0  0
 FL8  CONST_35  C3'   C4'  C5'  BR5  180.00   0.0  0
 FL8  CONST_36  C1'   C6'  C5'  BR5  180.00   0.0  0
 FL8  CONST_37  C3B   C3   C2   O1   180.00   0.0  0
 FL8  CONST_38  O4    C4   C3   C2   180.00   0.0  0
 FL8  CONST_39  C3B   C3   C4   C4A  180.00   0.0  0
 FL8  CONST_40  O6    C6   C5   C4A  180.00   0.0  0
 FL8  CONST_41  O4    C4   C4A  C5     0.00   0.0  0
 FL8  CONST_42  O6    C6   C7   C8   180.00   0.0  0
 FL8  CONST_43  O4    C4   C4A  C8A  180.00   0.0  0
 FL8  CONST_44  C3B   C3   C2   C1'    0.00   0.0  0
 FL8  CONST_45  O4'   C4'  C3'  C2'  180.00   0.0  0
 FL8  CONST_46  O4'   C4'  C5'  C6'  180.00   0.0  0
 FL8  CONST_47  H81   C8   C8A  O1     0.00   0.0  0
 FL8  CONST_48  H2'1  C2'  C1'  C2     0.00   0.0  0
 FL8  CONST_49  H6'1  C6'  C1'  C2     0.00   0.0  0
 FL8  CONST_50  H51   C5   C4A  C4     0.00   0.0  0
 FL8  CONST_51  H71   C7   C6   C5   180.00   0.0  0
 FL8  Var_01    H3'1  C3B  C3   C2   140.47  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
 FL8  plan-1  BR3   0.020
 FL8  plan-1  BR5   0.020
 FL8  plan-1  C2    0.020
 FL8  plan-1  C1'   0.020
 FL8  plan-1  C2'   0.020
 FL8  plan-1  C3'   0.020
 FL8  plan-1  C4'   0.020
 FL8  plan-1  C5'   0.020
 FL8  plan-1  C6'   0.020
 FL8  plan-1  O4'   0.020
 FL8  plan-1  H2'1  0.020
 FL8  plan-1  H6'1  0.020
 FL8  plan-2  O1    0.020
 FL8  plan-2  C4    0.020
 FL8  plan-2  C4A   0.020
 FL8  plan-2  C5    0.020
 FL8  plan-2  C6    0.020
 FL8  plan-2  C7    0.020
 FL8  plan-2  C8    0.020
 FL8  plan-2  C8A   0.020
 FL8  plan-2  O6    0.020
 FL8  plan-2  H51   0.020
 FL8  plan-2  H71   0.020
 FL8  plan-2  H81   0.020
 FL8  plan-3  C3    0.020
 FL8  plan-3  C4    0.020
 FL8  plan-3  C4A   0.020
 FL8  plan-3  O4    0.020

