# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 14:45:51 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: (2Z)-2-[(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-1-benzofuran-3(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(O)c2C(=O)\C(Oc2c1)=C\c3cc(Br)c(O)c(Br)c3O
#
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
 FL9  FL9  (2Z)-2-[(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-1-benzofuran-3(2H)-one  ligand  31  23  .  2021-08-09  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FL9
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
 FL9  C2    C   CR5   0   0.294  -1.0625  -0.0858   1.8783
 FL9  C3    C   CR5   0   0.355  -1.9197  -0.0793   3.0909
 FL9  C3A   C   CR56  0  -0.331  -0.9741   0.0306   4.1686
 FL9  C4    C   CR6   0   0.399  -1.1279   0.0834   5.5575
 FL9  C5    C   CR16  0  -0.503   0.0119   0.1887   6.3417
 FL9  C6    C   CR6   0   0.410   1.2746   0.2403   5.7383
 FL9  C7    C   CR16  0  -0.473   1.4511   0.1876   4.3466
 FL9  C7A   C   CR56  0   0.462   0.3007   0.0830   3.6106
 FL9  C21   C   C1    0  -0.399  -1.4961  -0.1736   0.6156
 FL9  C1'   C   CR6   0   0.012  -0.7519  -0.1954  -0.6276
 FL9  C2'   C   CR6   0   0.423  -1.4675  -0.2382  -1.8427
 FL9  C3'   C   CR6   0  -0.385  -0.7733  -0.2638  -3.0543
 FL9  C4'   C   CR6   0   0.479   0.6235  -0.2555  -3.1054
 FL9  C5'   C   CR6   0  -0.234   1.3153  -0.2164  -1.8905
 FL9  C6'   C   CR16  0  -0.280   0.6445  -0.1849  -0.6893
 FL9  BR1   BR  BR    0   0.010  -1.7420  -0.3033  -4.6727
 FL9  BR2   BR  BR    0  -0.010   3.1959  -0.2082  -1.9178
 FL9  O1    O   O     0  -0.506   0.2521   0.0150   2.2575
 FL9  O3    O   O     0  -0.432  -3.1388  -0.1522   3.1310
 FL9  O4    O   OH1   0  -0.603  -2.3228   0.0351   6.1419
 FL9  O6    O   OH1   0  -0.612   2.3850   0.3442   6.4697
 FL9  O2'   O   OH1   0  -0.598  -2.7959  -0.2457  -1.7611
 FL9  O4'   O   OH1   0  -0.580   1.3383  -0.2813  -4.2219
 FL9  H5    H   HCR6  0   0.290  -0.0779   0.2311   7.4212
 FL9  H7    H   HCR6  0   0.286   2.4359   0.2276   3.9015
 FL9  H21   H   H     0   0.287  -2.5747  -0.2367   0.5451
 FL9  H6'   H   HCR6  0   0.295   1.2207  -0.1573   0.2221
 FL9  HO4   H   HOH1  0   0.482  -3.0253  -0.0369   5.4807
 FL9  HO6   H   HOH1  0   0.486   2.1795   0.3663   7.4120
 FL9  HO2'  H   HOH1  0   0.487  -3.2341  -0.3453  -2.6159
 FL9  HO4'  H   HOH1  0   0.488   0.7972  -0.3126  -5.0220

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
 FL9  C2   C3    single    1.485  0.020  1.485
 FL9  C2   C21   double    1.338  0.020  1.338
 FL9  C2   O1    single    1.372  0.020  1.372
 FL9  C3   C3A   single    1.438  0.020  1.438
 FL9  C3   O3    double    1.222  0.020  1.222
 FL9  C3A  C4    aromatic  1.398  0.020  1.398
 FL9  C3A  C7A   aromatic  1.393  0.020  1.393
 FL9  C4   C5    aromatic  1.388  0.020  1.388
 FL9  C4   O4    single    1.331  0.020  1.331
 FL9  C5   C6    aromatic  1.400  0.020  1.400
 FL9  C5   H5    single    0.930  0.020  1.080
 FL9  C6   C7    aromatic  1.404  0.020  1.404
 FL9  C6   O6    single    1.334  0.020  1.334
 FL9  C7   C7A   aromatic  1.370  0.020  1.370
 FL9  C7   H7    single    0.930  0.020  1.080
 FL9  C7A  O1    single    1.356  0.020  1.356
 FL9  C21  C1'   single    1.449  0.020  1.449
 FL9  C21  H21   single    0.930  0.020  1.080
 FL9  C1'  C2'   aromatic  1.411  0.020  1.411
 FL9  C1'  C6'   aromatic  1.398  0.020  1.398
 FL9  C2'  C3'   aromatic  1.397  0.020  1.397
 FL9  C2'  O2'   single    1.331  0.020  1.331
 FL9  C3'  C4'   aromatic  1.398  0.020  1.398
 FL9  C3'  BR1   single    1.887  0.020  1.887
 FL9  C4'  C5'   aromatic  1.399  0.020  1.399
 FL9  C4'  O4'   single    1.326  0.020  1.326
 FL9  C5'  C6'   aromatic  1.376  0.020  1.376
 FL9  C5'  BR2   single    1.881  0.020  1.881
 FL9  C6'  H6'   single    0.930  0.020  1.080
 FL9  O4   HO4   single    0.850  0.020  0.980
 FL9  O6   HO6   single    0.850  0.020  0.980
 FL9  O2'  HO2'  single    0.850  0.020  0.980
 FL9  O4'  HO4'  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
 FL9  O1    C2   C21  125.18  3.000
 FL9  O1    C2   C3   109.09  3.000
 FL9  C21   C2   C3   125.73  3.000
 FL9  O3    C3   C3A  129.49  3.000
 FL9  O3    C3   C2   127.04  3.000
 FL9  C3A   C3   C2   103.46  3.000
 FL9  C7A   C3A  C4   119.82  3.000
 FL9  C7A   C3A  C3   107.73  3.000
 FL9  C4    C3A  C3   132.45  3.000
 FL9  O4    C4   C5   119.48  3.000
 FL9  O4    C4   C3A  122.24  3.000
 FL9  C5    C4   C3A  118.28  3.000
 FL9  H5    C5   C6   120.15  3.000
 FL9  H5    C5   C4   119.84  3.000
 FL9  C6    C5   C4   120.00  3.000
 FL9  O6    C6   C7   116.23  3.000
 FL9  O6    C6   C5   121.15  3.000
 FL9  C7    C6   C5   122.62  3.000
 FL9  H7    C7   C7A  123.13  3.000
 FL9  H7    C7   C6   121.40  3.000
 FL9  C7A   C7   C6   115.47  3.000
 FL9  O1    C7A  C7   124.77  3.000
 FL9  O1    C7A  C3A  111.42  3.000
 FL9  C7    C7A  C3A  123.81  3.000
 FL9  H21   C21  C1'  117.06  3.000
 FL9  H21   C21  C2   112.83  3.000
 FL9  C1'   C21  C2   130.11  3.000
 FL9  C6'   C1'  C2'  117.96  3.000
 FL9  C6'   C1'  C21  123.42  3.000
 FL9  C2'   C1'  C21  118.61  3.000
 FL9  O2'   C2'  C3'  123.31  3.000
 FL9  O2'   C2'  C1'  116.98  3.000
 FL9  C3'   C2'  C1'  119.71  3.000
 FL9  BR1   C3'  C4'  118.81  3.000
 FL9  BR1   C3'  C2'  119.30  3.000
 FL9  C4'   C3'  C2'  121.90  3.000
 FL9  O4'   C4'  C5'  117.73  3.000
 FL9  O4'   C4'  C3'  124.71  3.000
 FL9  C5'   C4'  C3'  117.56  3.000
 FL9  BR2   C5'  C6'  120.00  3.000
 FL9  BR2   C5'  C4'  118.82  3.000
 FL9  C6'   C5'  C4'  121.18  3.000
 FL9  H6'   C6'  C5'  118.54  3.000
 FL9  H6'   C6'  C1'  119.77  3.000
 FL9  C5'   C6'  C1'  121.69  3.000
 FL9  C7A   O1   C2   108.30  3.000
 FL9  HO4   O4   C4   110.76  3.000
 FL9  HO6   O6   C6   111.10  3.000
 FL9  HO2'  O2'  C2'  113.53  3.000
 FL9  HO4'  O4'  C4'  113.32  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
 FL9  CONST_01  C6   C5   C4   C3A     0.00   0.0  0
 FL9  CONST_02  C6   C7   C7A  C3A     0.00   0.0  0
 FL9  CONST_03  C7   C7A  C3A  C4      0.00   0.0  0
 FL9  CONST_04  C7   C6   C5   C4      0.00   0.0  0
 FL9  CONST_05  C7A  C3A  C4   C5      0.00   0.0  0
 FL9  CONST_06  C7A  C7   C6   C5      0.00   0.0  0
 FL9  CONST_07  C4'  C3'  C2'  C1'     0.00   0.0  0
 FL9  CONST_08  C4'  C5'  C6'  C1'     0.00   0.0  0
 FL9  CONST_09  C5'  C6'  C1'  C2'     0.00   0.0  0
 FL9  CONST_10  C5'  C4'  C3'  C2'     0.00   0.0  0
 FL9  CONST_11  C6'  C1'  C2'  C3'     0.00   0.0  0
 FL9  CONST_12  C6'  C5'  C4'  C3'     0.00   0.0  0
 FL9  CONST_13  O4   C4   C3A  C3      0.00   0.0  0
 FL9  CONST_14  O6   C6   C5   C4    180.00   0.0  0
 FL9  CONST_15  O4   C4   C5   C6    180.00   0.0  0
 FL9  CONST_16  O4   C4   C3A  C7A   180.00   0.0  0
 FL9  CONST_17  O6   C6   C7   C7A   180.00   0.0  0
 FL9  CONST_18  C3'  C2'  C1'  C21   180.00   0.0  0
 FL9  CONST_19  C5'  C6'  C1'  C21   180.00   0.0  0
 FL9  CONST_20  BR1  C3'  C2'  C1'   180.00   0.0  0
 FL9  CONST_21  BR2  C5'  C6'  C1'   180.00   0.0  0
 FL9  CONST_22  O4'  C4'  C3'  C2'   180.00   0.0  0
 FL9  CONST_23  BR2  C5'  C4'  C3'   180.00   0.0  0
 FL9  CONST_24  O2'  C2'  C3'  C4'   180.00   0.0  0
 FL9  CONST_25  BR1  C3'  C4'  C5'   180.00   0.0  0
 FL9  CONST_26  O2'  C2'  C1'  C6'   180.00   0.0  0
 FL9  CONST_27  O4'  C4'  C5'  C6'   180.00   0.0  0
 FL9  CONST_28  H5   C5   C4   C3A   180.00   0.0  0
 FL9  CONST_29  H7   C7   C7A  C3A   180.00   0.0  0
 FL9  CONST_30  H6'  C6'  C1'  C2'   180.00   0.0  0
 FL9  Var_01    C2'  C1'  C21  C2   -177.32  30.0  2
 FL9  Var_02    C1'  C21  C2   C3   -179.65  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
 FL9  plan-1  C21  0.020
 FL9  plan-1  C1'  0.020
 FL9  plan-1  C2'  0.020
 FL9  plan-1  C3'  0.020
 FL9  plan-1  C4'  0.020
 FL9  plan-1  C5'  0.020
 FL9  plan-1  C6'  0.020
 FL9  plan-1  BR1  0.020
 FL9  plan-1  BR2  0.020
 FL9  plan-1  O2'  0.020
 FL9  plan-1  O4'  0.020
 FL9  plan-1  H6'  0.020
 FL9  plan-2  C2   0.020
 FL9  plan-2  C3   0.020
 FL9  plan-2  C3A  0.020
 FL9  plan-2  C4   0.020
 FL9  plan-2  C5   0.020
 FL9  plan-2  C6   0.020
 FL9  plan-2  C7   0.020
 FL9  plan-2  C7A  0.020
 FL9  plan-2  C21  0.020
 FL9  plan-2  O1   0.020
 FL9  plan-2  O3   0.020
 FL9  plan-2  O4   0.020
 FL9  plan-2  O6   0.020
 FL9  plan-2  H5   0.020
 FL9  plan-2  H7   0.020

