# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 20:02:02 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: [6-(3,4-dihydroxyphenyl)pyridin-2-yl](4-fluoro-3-hydroxyphenyl)methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1O)c2cccc(n2)C(=O)c3ccc(F)c(O)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
 F45  F45  '[6-(3,4-dihydroxyphenyl)pyridin-2-yl](4-fluoro-3-hydroxyphenyl)methanone'  ligand  36  24  .  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_F45
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
 F45  F    F  F     0  -0.314   3.7521   3.2662  -0.6868
 F45  C13  C  CR6   0   0.448   3.3060   2.0168  -0.4768
 F45  C12  C  CR16  0  -0.399   2.2779   1.5198  -1.2466
 F45  C11  C  CR16  0  -0.266   1.8129   0.2360  -1.0100
 F45  C14  C  CR6   0   0.243   3.9157   1.2687   0.5282
 F45  O2   O  OH1   0  -0.625   4.9168   1.7397   1.2896
 F45  C15  C  CR16  0  -0.363   3.4590  -0.0236   0.7359
 F45  C10  C  CR6   0  -0.006   2.4026  -0.5398  -0.0137
 F45  C9   C  C     0   0.334   2.0066  -1.9509   0.2334
 F45  O1   O  O     0  -0.379   2.8138  -2.7619   0.6377
 F45  C8   C  CR6   0   0.122   0.5899  -2.3750  -0.0015
 F45  C7   C  CR16  0  -0.302   0.3018  -3.7108  -0.2514
 F45  C6   C  CR16  0  -0.148  -1.0289  -4.0547  -0.4338
 F45  C5   C  CR16  0  -0.329  -2.0028  -3.0774  -0.3429
 F45  N    N  N     0  -0.447  -0.3438  -1.4395   0.0903
 F45  C4   C  CR6   0   0.245  -1.6239  -1.7597  -0.0657
 F45  C3   C  CR6   0   0.047  -2.5993  -0.6569   0.0427
 F45  C2   C  CR16  0  -0.346  -3.9679  -0.8841   0.1528
 F45  C1   C  CR16  0  -0.325  -4.8563   0.1778   0.2411
 F45  C16  C  CR16  0  -0.420  -2.1417   0.6649   0.0332
 F45  C17  C  CR6   0   0.297  -3.0220   1.7250   0.1163
 F45  O3   O  OH1   0  -0.643  -2.6462   3.0237   0.1017
 F45  C    C  CR6   0   0.290  -4.4010   1.4865   0.2206
 F45  O    O  OH1   0  -0.626  -5.2896   2.4939   0.3005
 F45  H1   H  HCR6  0   0.292   1.8439   2.1343  -2.0241
 F45  H2   H  HCR6  0   0.271   1.0101  -0.1506  -1.6190
 F45  H3   H  HOH1  0   0.479   5.1427   2.6470   1.0542
 F45  H4   H  HCR6  0   0.281   3.9275  -0.6240   1.5058
 F45  H5   H  HCR6  0   0.279   1.0859  -4.4513  -0.3155
 F45  H6   H  HCR6  0   0.281  -1.3058  -5.0773  -0.6515
 F45  H7   H  HCR6  0   0.277  -3.0386  -3.3395  -0.5032
 F45  H8   H  HCR6  0   0.253  -4.3665  -1.8889   0.1866
 F45  H9   H  HCR6  0   0.270  -5.9191  -0.0076   0.3316
 F45  H10  H  HCR6  0   0.275  -1.0769   0.8531  -0.0468
 F45  H11  H  HOH1  0   0.480  -1.6868   3.1072   0.0704
 F45  H12  H  HOH1  0   0.475  -4.8388   3.3468   0.2937

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
 F45  O1   C9   double    1.214  0.020  1.214
 F45  O3   C17  single    1.352  0.020  1.352
 F45  C17  C16  aromatic  1.380  0.020  1.380
 F45  C17  C    aromatic  1.403  0.020  1.403
 F45  C16  C3   aromatic  1.399  0.020  1.399
 F45  C9   C8   single    1.497  0.020  1.497
 F45  C9   C10  single    1.486  0.020  1.486
 F45  C7   C8   aromatic  1.389  0.020  1.389
 F45  C7   C6   aromatic  1.386  0.020  1.386
 F45  C8   N    aromatic  1.325  0.020  1.325
 F45  C6   C5   aromatic  1.383  0.020  1.383
 F45  N    C4   aromatic  1.329  0.020  1.329
 F45  C5   C4   aromatic  1.399  0.020  1.399
 F45  O    C    single    1.346  0.020  1.346
 F45  C4   C3   single    1.476  0.020  1.476
 F45  C    C1   aromatic  1.386  0.020  1.386
 F45  C3   C2   aromatic  1.392  0.020  1.392
 F45  C15  C10  aromatic  1.394  0.020  1.394
 F45  C15  C14  aromatic  1.386  0.020  1.386
 F45  C1   C2   aromatic  1.387  0.020  1.387
 F45  C10  C11  aromatic  1.394  0.020  1.394
 F45  O2   C14  single    1.343  0.020  1.343
 F45  C14  C13  aromatic  1.393  0.020  1.393
 F45  C11  C12  aromatic  1.386  0.020  1.386
 F45  C13  C12  aromatic  1.377  0.020  1.377
 F45  C13  F    single    1.343  0.020  1.343
 F45  C12  H1   single    0.930  0.020  1.080
 F45  C11  H2   single    0.930  0.020  1.080
 F45  O2   H3   single    0.850  0.020  0.980
 F45  C15  H4   single    0.930  0.020  1.080
 F45  C7   H5   single    0.930  0.020  1.080
 F45  C6   H6   single    0.930  0.020  1.080
 F45  C5   H7   single    0.930  0.020  1.080
 F45  C2   H8   single    0.930  0.020  1.080
 F45  C1   H9   single    0.930  0.020  1.080
 F45  C16  H10  single    0.930  0.020  1.080
 F45  O3   H11  single    0.850  0.020  0.980
 F45  O    H12  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
 F45  C14  C13  C12  122.42  3.000
 F45  C12  C13  F    119.76  3.000
 F45  C14  C13  F    117.83  3.000
 F45  H1   C12  C11  120.95  3.000
 F45  H1   C12  C13  119.74  3.000
 F45  C11  C12  C13  119.30  3.000
 F45  H2   C11  C10  121.24  3.000
 F45  H2   C11  C12  119.02  3.000
 F45  C10  C11  C12  119.72  3.000
 F45  C15  C14  O2   119.18  3.000
 F45  O2   C14  C13  123.14  3.000
 F45  C15  C14  C13  117.67  3.000
 F45  H3   O2   C14  111.49  3.000
 F45  H4   C15  C10  120.32  3.000
 F45  H4   C15  C14  118.74  3.000
 F45  C10  C15  C14  120.94  3.000
 F45  C9   C10  C15  117.64  3.000
 F45  C15  C10  C11  119.92  3.000
 F45  C9   C10  C11  122.32  3.000
 F45  C8   C9   O1   119.50  3.000
 F45  C8   C9   C10  119.66  3.000
 F45  O1   C9   C10  120.84  3.000
 F45  N    C8   C7   123.04  3.000
 F45  N    C8   C9   117.13  3.000
 F45  C7   C8   C9   119.78  3.000
 F45  H5   C7   C6   121.25  3.000
 F45  H5   C7   C8   121.28  3.000
 F45  C6   C7   C8   117.46  3.000
 F45  H6   C6   C5   120.08  3.000
 F45  H6   C6   C7   120.44  3.000
 F45  C5   C6   C7   119.48  3.000
 F45  H7   C5   C4   121.17  3.000
 F45  H7   C5   C6   119.61  3.000
 F45  C4   C5   C6   119.21  3.000
 F45  C4   N    C8   120.04  3.000
 F45  C3   C4   N    116.61  3.000
 F45  C3   C4   C5   122.64  3.000
 F45  N    C4   C5   120.75  3.000
 F45  C16  C3   C2   118.46  3.000
 F45  C2   C3   C4   122.25  3.000
 F45  C16  C3   C4   119.29  3.000
 F45  H8   C2   C1   118.24  3.000
 F45  H8   C2   C3   121.10  3.000
 F45  C1   C2   C3   120.65  3.000
 F45  H9   C1   C    119.05  3.000
 F45  H9   C1   C2   120.19  3.000
 F45  C    C1   C2   120.77  3.000
 F45  H10  C16  C17  119.83  3.000
 F45  H10  C16  C3   119.06  3.000
 F45  C17  C16  C3   121.11  3.000
 F45  C    C17  O3   115.92  3.000
 F45  C    C17  C16  120.04  3.000
 F45  O3   C17  C16  124.04  3.000
 F45  H11  O3   C17  111.12  3.000
 F45  O    C    C17  121.74  3.000
 F45  O    C    C1   119.29  3.000
 F45  C17  C    C1   118.97  3.000
 F45  H12  O    C    110.66  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
 F45  CONST_01  C10  C15  C14  C13    0.00   0.0  0
 F45  CONST_02  C10  C11  C12  C13    0.00   0.0  0
 F45  CONST_03  C15  C10  C11  C12    0.00   0.0  0
 F45  CONST_04  C15  C14  C13  C12    0.00   0.0  0
 F45  CONST_05  C14  C15  C10  C11    0.00   0.0  0
 F45  CONST_06  C14  C13  C12  C11    0.00   0.0  0
 F45  CONST_07  C5   C6   C7   C8     0.00   0.0  0
 F45  CONST_08  C5   C4   N    C8     0.00   0.0  0
 F45  CONST_09  C3   C4   N    C8   180.00   0.0  0
 F45  CONST_10  C4   N    C8   C7     0.00   0.0  0
 F45  CONST_11  C4   C5   C6   C7     0.00   0.0  0
 F45  CONST_12  N    C8   C7   C6     0.00   0.0  0
 F45  CONST_13  N    C4   C5   C6     0.00   0.0  0
 F45  CONST_14  C3   C4   C5   C6   180.00   0.0  0
 F45  CONST_15  C16  C3   C4   C5   180.00   0.0  0
 F45  CONST_16  C2   C3   C4   C5     0.00   0.0  0
 F45  CONST_17  C16  C3   C4   N      0.00   0.0  0
 F45  CONST_18  C2   C3   C4   N    180.00   0.0  0
 F45  CONST_19  C17  C16  C3   C4   180.00   0.0  0
 F45  CONST_20  C1   C2   C3   C4   180.00   0.0  0
 F45  CONST_21  C    C17  C16  C3     0.00   0.0  0
 F45  CONST_22  C    C1   C2   C3     0.00   0.0  0
 F45  CONST_23  C17  C16  C3   C2     0.00   0.0  0
 F45  CONST_24  C17  C    C1   C2     0.00   0.0  0
 F45  CONST_25  C16  C17  C    C1     0.00   0.0  0
 F45  CONST_26  C16  C3   C2   C1     0.00   0.0  0
 F45  CONST_27  C15  C14  C13  F    180.00   0.0  0
 F45  CONST_28  C11  C12  C13  F    180.00   0.0  0
 F45  CONST_29  C9   C10  C11  C12  180.00   0.0  0
 F45  CONST_30  O2   C14  C13  C12  180.00   0.0  0
 F45  CONST_31  C9   C10  C15  C14  180.00   0.0  0
 F45  CONST_32  C10  C15  C14  O2   180.00   0.0  0
 F45  CONST_33  C6   C7   C8   C9   180.00   0.0  0
 F45  CONST_34  C4   N    C8   C9   180.00   0.0  0
 F45  CONST_35  O3   C17  C16  C3   180.00   0.0  0
 F45  CONST_36  O    C    C1   C2   180.00   0.0  0
 F45  CONST_37  O3   C17  C    C1   180.00   0.0  0
 F45  CONST_38  O    C    C17  C16  180.00   0.0  0
 F45  CONST_39  H4   C15  C14  C13  180.00   0.0  0
 F45  CONST_40  H2   C11  C12  C13  180.00   0.0  0
 F45  CONST_41  H1   C12  C13  C14  180.00   0.0  0
 F45  CONST_42  H6   C6   C7   C8   180.00   0.0  0
 F45  CONST_43  H7   C5   C6   C7   180.00   0.0  0
 F45  CONST_44  H5   C7   C6   C5   180.00   0.0  0
 F45  CONST_45  H10  C16  C3   C4     0.00   0.0  0
 F45  CONST_46  H8   C2   C3   C4     0.00   0.0  0
 F45  CONST_47  H9   C1   C2   C3   180.00   0.0  0
 F45  Var_01    C8   C9   C10  C11  -32.49  30.0  2
 F45  Var_02    C7   C8   C9   C10  156.66  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
 F45  plan-1  F    0.020
 F45  plan-1  C13  0.020
 F45  plan-1  C12  0.020
 F45  plan-1  C11  0.020
 F45  plan-1  C14  0.020
 F45  plan-1  O2   0.020
 F45  plan-1  C15  0.020
 F45  plan-1  C10  0.020
 F45  plan-1  C9   0.020
 F45  plan-1  H1   0.020
 F45  plan-1  H2   0.020
 F45  plan-1  H4   0.020
 F45  plan-2  C9   0.020
 F45  plan-2  C8   0.020
 F45  plan-2  C7   0.020
 F45  plan-2  C6   0.020
 F45  plan-2  C5   0.020
 F45  plan-2  N    0.020
 F45  plan-2  C4   0.020
 F45  plan-2  C3   0.020
 F45  plan-2  H5   0.020
 F45  plan-2  H6   0.020
 F45  plan-2  H7   0.020
 F45  plan-3  C4   0.020
 F45  plan-3  C3   0.020
 F45  plan-3  C2   0.020
 F45  plan-3  C1   0.020
 F45  plan-3  C16  0.020
 F45  plan-3  C17  0.020
 F45  plan-3  O3   0.020
 F45  plan-3  C    0.020
 F45  plan-3  O    0.020
 F45  plan-3  H8   0.020
 F45  plan-3  H9   0.020
 F45  plan-3  H10  0.020
 F45  plan-4  C10  0.020
 F45  plan-4  C9   0.020
 F45  plan-4  O1   0.020
 F45  plan-4  C8   0.020

