# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 22:25:42 2021
#   Inital geometry file: a 84 line input string
#   Ligand name: 2-(4-fluorophenyl)-5,7-bis(oxidanyl)chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(O)c2C(=O)C=C(Oc2c1)c3ccc(F)cc3
#
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
 O9Z  O9Z  2-(4-fluorophenyl)-5,7-bis(oxidanyl)chromen-4-one  ligand  29  20  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O9Z
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
 O9Z  C4   C  CR6   0   0.405  37.4762  36.6461  33.1653
 O9Z  C5   C  CR66  0  -0.353  37.5930  35.9677  31.9300
 O9Z  C6   C  CR66  0   0.418  38.4546  36.4990  30.9679
 O9Z  C7   C  CR6   0   0.535  36.8487  34.7613  31.6514
 O9Z  C8   C  CR16  0  -0.515  37.0667  34.1937  30.3469
 O9Z  C10  C  CR6   0   0.011  38.2329  34.2724  28.1289
 O9Z  C13  C  CR6   0   0.536  38.7910  33.3375  25.5892
 O9Z  C15  C  CR16  0  -0.253  38.8111  35.1130  27.1744
 O9Z  C1   C  CR16  0  -0.469  39.1900  37.6488  31.1726
 O9Z  C2   C  CR6   0   0.400  39.0556  38.2919  32.4015
 O9Z  C3   C  CR16  0  -0.496  38.2070  37.7987  33.3952
 O9Z  C9   C  CR6   0   0.420  37.9290  34.7640  29.4761
 O9Z  O1   O  O     0  -0.470  38.6034  35.8815  29.7757
 O9Z  O2   O  O     0  -0.507  36.0724  34.2622  32.4820
 O9Z  O3   O  OH1   0  -0.627  36.6674  36.1836  34.1113
 O9Z  O4   O  OH1   0  -0.616  39.7767  39.4012  32.5869
 O9Z  C11  C  CR16  0  -0.287  37.9489  32.9504  27.7788
 O9Z  C12  C  CR16  0  -0.393  38.2237  32.4754  26.5095
 O9Z  C14  C  CR16  0  -0.396  39.0890  34.6504  25.8996
 O9Z  F1   F  F     0  -0.304  39.0648  32.8847  24.3611
 O9Z  H1   H  HCR6  0   0.286  36.5182  33.3065  30.0670
 O9Z  H2   H  HCR6  0   0.278  39.0427  36.1426  27.4074
 O9Z  H3   H  HCR6  0   0.288  39.8490  38.0368  30.4077
 O9Z  H4   H  HCR6  0   0.287  38.1182  38.3091  34.3470
 O9Z  H5   H  HOH1  0   0.477  36.2441  35.3613  33.7607
 O9Z  H6   H  HOH1  0   0.484  39.6253  39.7654  33.4671
 O9Z  H7   H  HCR6  0   0.277  37.5250  32.2678  28.5028
 O9Z  H8   H  HCR6  0   0.292  38.0084  31.4491  26.2445
 O9Z  H9   H  HCR6  0   0.291  39.5309  35.3037  25.1593

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
 O9Z  F1   C13  single    1.337  0.020  1.337
 O9Z  C13  C14  aromatic  1.382  0.020  1.382
 O9Z  C13  C12  aromatic  1.383  0.020  1.383
 O9Z  C14  C15  aromatic  1.384  0.020  1.384
 O9Z  C12  C11  aromatic  1.383  0.020  1.383
 O9Z  C15  C10  aromatic  1.397  0.020  1.397
 O9Z  C11  C10  aromatic  1.397  0.020  1.397
 O9Z  C10  C9   single    1.466  0.020  1.466
 O9Z  C9   O1   single    1.339  0.020  1.339
 O9Z  C9   C8   double    1.352  0.020  1.352
 O9Z  O1   C6   single    1.351  0.020  1.351
 O9Z  C8   C7   single    1.439  0.020  1.439
 O9Z  C6   C1   aromatic  1.380  0.020  1.380
 O9Z  C6   C5   aromatic  1.397  0.020  1.397
 O9Z  C1   C2   aromatic  1.393  0.020  1.393
 O9Z  C7   C5   single    1.445  0.020  1.445
 O9Z  C7   O2   double    1.242  0.020  1.242
 O9Z  C5   C4   aromatic  1.414  0.020  1.414
 O9Z  C2   O4   single    1.336  0.020  1.336
 O9Z  C2   C3   aromatic  1.397  0.020  1.397
 O9Z  C4   C3   aromatic  1.384  0.020  1.384
 O9Z  C4   O3   single    1.328  0.020  1.328
 O9Z  C8   H1   single    0.930  0.020  1.080
 O9Z  C15  H2   single    0.930  0.020  1.080
 O9Z  C1   H3   single    0.930  0.020  1.080
 O9Z  C3   H4   single    0.930  0.020  1.080
 O9Z  O3   H5   single    0.850  0.020  0.980
 O9Z  O4   H6   single    0.850  0.020  0.980
 O9Z  C11  H7   single    0.930  0.020  1.080
 O9Z  C12  H8   single    0.930  0.020  1.080
 O9Z  C14  H9   single    0.930  0.020  1.080

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
 O9Z  O3   C4   C3   119.57  3.000
 O9Z  O3   C4   C5   120.37  3.000
 O9Z  C3   C4   C5   120.06  3.000
 O9Z  C7   C5   C6   120.18  3.000
 O9Z  C7   C5   C4   121.77  3.000
 O9Z  C6   C5   C4   118.05  3.000
 O9Z  O1   C6   C1   116.94  3.000
 O9Z  C1   C6   C5   122.92  3.000
 O9Z  O1   C6   C5   120.14  3.000
 O9Z  O2   C7   C8   122.85  3.000
 O9Z  O2   C7   C5   121.93  3.000
 O9Z  C8   C7   C5   115.22  3.000
 O9Z  H1   C8   C9   120.24  3.000
 O9Z  H1   C8   C7   118.81  3.000
 O9Z  C9   C8   C7   120.94  3.000
 O9Z  C11  C10  C9   120.37  3.000
 O9Z  C9   C10  C15  120.79  3.000
 O9Z  C11  C10  C15  118.84  3.000
 O9Z  F1   C13  C14  118.94  3.000
 O9Z  C14  C13  C12  122.10  3.000
 O9Z  F1   C13  C12  118.95  3.000
 O9Z  H2   C15  C14  118.29  3.000
 O9Z  H2   C15  C10  120.97  3.000
 O9Z  C14  C15  C10  120.74  3.000
 O9Z  H3   C1   C2   121.12  3.000
 O9Z  H3   C1   C6   121.24  3.000
 O9Z  C2   C1   C6   117.64  3.000
 O9Z  O4   C2   C3   121.49  3.000
 O9Z  C3   C2   C1   121.54  3.000
 O9Z  O4   C2   C1   116.97  3.000
 O9Z  H4   C3   C2   120.55  3.000
 O9Z  H4   C3   C4   119.66  3.000
 O9Z  C2   C3   C4   119.78  3.000
 O9Z  O1   C9   C10  112.40  3.000
 O9Z  O1   C9   C8   121.95  3.000
 O9Z  C10  C9   C8   125.65  3.000
 O9Z  C9   O1   C6   121.56  3.000
 O9Z  H5   O3   C4   107.32  3.000
 O9Z  H6   O4   C2   110.82  3.000
 O9Z  H7   C11  C12  118.40  3.000
 O9Z  H7   C11  C10  120.61  3.000
 O9Z  C12  C11  C10  120.98  3.000
 O9Z  H8   C12  C11  120.75  3.000
 O9Z  H8   C12  C13  120.68  3.000
 O9Z  C11  C12  C13  118.57  3.000
 O9Z  H9   C14  C15  120.69  3.000
 O9Z  H9   C14  C13  120.55  3.000
 O9Z  C15  C14  C13  118.76  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
 O9Z  CONST_01  C1   C6   C5   C4     0.00   0.0  0
 O9Z  CONST_02  C1   C2   C3   C4     0.00   0.0  0
 O9Z  CONST_03  C2   C1   C6   C5     0.00   0.0  0
 O9Z  CONST_04  C2   C3   C4   C5     0.00   0.0  0
 O9Z  CONST_05  C3   C2   C1   C6     0.00   0.0  0
 O9Z  CONST_06  C3   C4   C5   C6     0.00   0.0  0
 O9Z  CONST_07  C13  C14  C15  C10    0.00   0.0  0
 O9Z  CONST_08  C13  C12  C11  C10    0.00   0.0  0
 O9Z  CONST_09  C12  C13  C14  C15    0.00   0.0  0
 O9Z  CONST_10  C12  C11  C10  C15    0.00   0.0  0
 O9Z  CONST_11  C14  C13  C12  C11    0.00   0.0  0
 O9Z  CONST_12  C14  C15  C10  C11    0.00   0.0  0
 O9Z  CONST_13  C14  C15  C10  C9   180.00   0.0  0
 O9Z  CONST_14  C12  C11  C10  C9   180.00   0.0  0
 O9Z  CONST_15  O4   C2   C3   C4   180.00   0.0  0
 O9Z  CONST_16  O4   C2   C1   C6   180.00   0.0  0
 O9Z  CONST_17  O3   C4   C5   C6   180.00   0.0  0
 O9Z  CONST_18  O3   C4   C5   C7     0.00   0.0  0
 O9Z  CONST_19  F1   C13  C14  C15  180.00   0.0  0
 O9Z  CONST_20  O3   C4   C3   C2   180.00   0.0  0
 O9Z  CONST_21  F1   C13  C12  C11  180.00   0.0  0
 O9Z  CONST_22  H3   C1   C6   C5   180.00   0.0  0
 O9Z  CONST_23  H4   C3   C4   C5   180.00   0.0  0
 O9Z  CONST_24  H9   C14  C15  C10  180.00   0.0  0
 O9Z  CONST_25  H8   C12  C11  C10  180.00   0.0  0
 O9Z  CONST_26  H2   C15  C14  C13  180.00   0.0  0
 O9Z  CONST_27  H7   C11  C12  C13  180.00   0.0  0
 O9Z  Var_01    C8   C7   C5   C4   179.53  30.0  1
 O9Z  Var_02    C9   C8   C7   C5     0.94  30.0  1
 O9Z  Var_03    C10  C9   O1   C6   179.47  30.0  1
 O9Z  Var_04    C15  C10  C9   C8   160.89  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
 O9Z  plan-1  C10  0.020
 O9Z  plan-1  C13  0.020
 O9Z  plan-1  C15  0.020
 O9Z  plan-1  C9   0.020
 O9Z  plan-1  C11  0.020
 O9Z  plan-1  C12  0.020
 O9Z  plan-1  C14  0.020
 O9Z  plan-1  F1   0.020
 O9Z  plan-1  H2   0.020
 O9Z  plan-1  H7   0.020
 O9Z  plan-1  H8   0.020
 O9Z  plan-1  H9   0.020
 O9Z  plan-2  C4   0.020
 O9Z  plan-2  C5   0.020
 O9Z  plan-2  C6   0.020
 O9Z  plan-2  C7   0.020
 O9Z  plan-2  C1   0.020
 O9Z  plan-2  C2   0.020
 O9Z  plan-2  C3   0.020
 O9Z  plan-2  O1   0.020
 O9Z  plan-2  O3   0.020
 O9Z  plan-2  O4   0.020
 O9Z  plan-2  H3   0.020
 O9Z  plan-2  H4   0.020
 O9Z  plan-3  C5   0.020
 O9Z  plan-3  C7   0.020
 O9Z  plan-3  C8   0.020
 O9Z  plan-3  O2   0.020

