# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 15:28:18 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 3-[6-(3-hydroxyphenyl)pyridin-2-yl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(c1)c2cccc(n2)c3cccc(c3)C(O)=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
 FBK  FBK  '3-[6-(3-hydroxyphenyl)pyridin-2-yl]benzoic acid'  ligand  34  22  .  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_FBK
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
 FBK  O1   O  O      0  -0.590   2.5382   2.7838   0.8388
 FBK  O2   O  OH1    0  -0.633  -3.0595   3.2077  -0.9923
 FBK  C1   C  CR6    0  -0.078   3.3427   0.6504   0.2183
 FBK  C2   C  CR16   0  -0.299   4.4197  -0.1632  -0.1252
 FBK  C3   C  CR16   0  -0.226   4.2178  -1.4991  -0.4398
 FBK  C4   C  CR16   0  -0.335   2.9422  -2.0421  -0.4063
 FBK  C5   C  CR6    0   0.084   1.8484  -1.2490  -0.0562
 FBK  C6   C  CR6    0   0.238   0.4760  -1.8033  -0.0041
 FBK  N    N  N      0  -0.461  -0.5223  -0.9266  -0.0397
 FBK  C    C  C      0   0.399   3.5552   2.1222   0.5566
 FBK  O    O  OC    -1  -0.594   4.7295   2.5367   0.5187
 FBK  C10  C  CR6    0   0.235  -1.7854  -1.3351   0.0085
 FBK  C11  C  CR6    0   0.079  -2.8263  -0.2806  -0.0316
 FBK  C12  C  CR16   0  -0.354  -4.1350  -0.5352   0.3832
 FBK  C13  C  CR16   0  -0.226  -5.0836   0.4737   0.3313
 FBK  C14  C  CR16   0  -0.390  -4.7555   1.7400  -0.1287
 FBK  C15  C  CR6    0   0.381  -3.4497   2.0001  -0.5374
 FBK  C16  C  CR16   0  -0.385  -2.4918   0.9933  -0.4841
 FBK  C17  C  CR16   0  -0.339   2.0686   0.0957   0.2440
 FBK  C7   C  CR16   0  -0.347   0.2325  -3.1741   0.0965
 FBK  C8   C  CR16   0  -0.141  -1.0796  -3.6117   0.1284
 FBK  C9   C  CR16   0  -0.346  -2.1106  -2.6894   0.0775
 FBK  H1   H  HOH1   0   0.474  -3.7999   3.8243  -0.9862
 FBK  H2   H  HCR6   0   0.246   5.4180   0.2531  -0.1484
 FBK  H3   H  HCR6   0   0.252   5.0574  -2.1237  -0.7173
 FBK  H4   H  HCR6   0   0.250   2.8108  -3.0831  -0.6711
 FBK  H6   H  HCR6   0   0.251  -4.4210  -1.5063   0.7633
 FBK  H7   H  HCR6   0   0.263  -6.0956   0.2742   0.6584
 FBK  H8   H  HCR6   0   0.273  -5.5087   2.5185  -0.1657
 FBK  H9   H  HCR6   0   0.263  -1.4777   1.2034  -0.7988
 FBK  H10  H  HCR6   0   0.243   1.2266   0.7206   0.5079
 FBK  H11  H  HCR6   0   0.269   1.0405  -3.8885   0.1602
 FBK  H12  H  HCR6   0   0.274  -1.2980  -4.6694   0.1944
 FBK  H13  H  HCR6   0   0.269  -3.1380  -3.0242   0.0835

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
 FBK  O2   C15  single    1.348  0.020  1.348
 FBK  C3   C4   aromatic  1.387  0.020  1.387
 FBK  C3   C2   aromatic  1.387  0.020  1.387
 FBK  C4   C5   aromatic  1.396  0.020  1.396
 FBK  C15  C16  aromatic  1.391  0.020  1.391
 FBK  C15  C14  aromatic  1.393  0.020  1.393
 FBK  C16  C11  aromatic  1.393  0.020  1.393
 FBK  C2   C1   aromatic  1.393  0.020  1.393
 FBK  C14  C13  aromatic  1.387  0.020  1.387
 FBK  C11  C10  single    1.482  0.020  1.482
 FBK  C11  C12  aromatic  1.396  0.020  1.396
 FBK  N    C10  aromatic  1.328  0.020  1.328
 FBK  N    C6   aromatic  1.329  0.020  1.329
 FBK  C10  C9   aromatic  1.394  0.020  1.394
 FBK  C5   C6   single    1.481  0.020  1.481
 FBK  C5   C17  aromatic  1.395  0.020  1.395
 FBK  C6   C7   aromatic  1.396  0.020  1.396
 FBK  C9   C8   aromatic  1.384  0.020  1.384
 FBK  C8   C7   aromatic  1.384  0.020  1.384
 FBK  C13  C12  aromatic  1.386  0.020  1.386
 FBK  C1   C17  aromatic  1.390  0.020  1.390
 FBK  C1   C    single    1.525  0.020  1.525
 FBK  O1   C    deloc     1.246  0.020  1.246
 FBK  C    O    deloc     1.246  0.020  1.246
 FBK  O2   H1   single    0.850  0.020  0.980
 FBK  C2   H2   single    0.930  0.020  1.080
 FBK  C3   H3   single    0.930  0.020  1.080
 FBK  C4   H4   single    0.930  0.020  1.080
 FBK  C12  H6   single    0.930  0.020  1.080
 FBK  C13  H7   single    0.930  0.020  1.080
 FBK  C14  H8   single    0.930  0.020  1.080
 FBK  C16  H9   single    0.930  0.020  1.080
 FBK  C17  H10  single    0.930  0.020  1.080
 FBK  C7   H11  single    0.930  0.020  1.080
 FBK  C8   H12  single    0.930  0.020  1.080
 FBK  C9   H13  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
 FBK  H1   O2   C15  110.40  3.000
 FBK  C17  C1   C    120.59  3.000
 FBK  C    C1   C2   120.71  3.000
 FBK  C17  C1   C2   118.70  3.000
 FBK  H2   C2   C3   120.00  3.000
 FBK  H2   C2   C1   119.61  3.000
 FBK  C3   C2   C1   120.39  3.000
 FBK  H3   C3   C4   119.59  3.000
 FBK  H3   C3   C2   120.05  3.000
 FBK  C4   C3   C2   120.36  3.000
 FBK  H4   C4   C5   120.85  3.000
 FBK  H4   C4   C3   118.85  3.000
 FBK  C5   C4   C3   120.30  3.000
 FBK  C17  C5   C6   119.96  3.000
 FBK  C17  C5   C4   118.55  3.000
 FBK  C6   C5   C4   121.49  3.000
 FBK  C7   C6   N    121.25  3.000
 FBK  C7   C6   C5   122.12  3.000
 FBK  N    C6   C5   116.63  3.000
 FBK  C10  N    C6   120.69  3.000
 FBK  O    C    C1   116.46  3.000
 FBK  O    C    O1   126.85  3.000
 FBK  C1   C    O1   116.68  3.000
 FBK  C9   C10  C11  121.90  3.000
 FBK  C9   C10  N    121.48  3.000
 FBK  C11  C10  N    116.61  3.000
 FBK  C16  C11  C12  119.24  3.000
 FBK  C12  C11  C10  121.36  3.000
 FBK  C16  C11  C10  119.40  3.000
 FBK  H6   C12  C13  119.08  3.000
 FBK  H6   C12  C11  121.07  3.000
 FBK  C13  C12  C11  119.84  3.000
 FBK  H7   C13  C14  119.33  3.000
 FBK  H7   C13  C12  119.64  3.000
 FBK  C14  C13  C12  121.02  3.000
 FBK  H8   C14  C15  120.49  3.000
 FBK  H8   C14  C13  120.19  3.000
 FBK  C15  C14  C13  119.32  3.000
 FBK  C16  C15  C14  119.95  3.000
 FBK  C14  C15  O2   122.53  3.000
 FBK  C16  C15  O2   117.52  3.000
 FBK  H9   C16  C15  119.58  3.000
 FBK  H9   C16  C11  119.80  3.000
 FBK  C15  C16  C11  120.62  3.000
 FBK  H10  C17  C5   119.12  3.000
 FBK  H10  C17  C1   119.19  3.000
 FBK  C5   C17  C1   121.69  3.000
 FBK  H11  C7   C8   119.91  3.000
 FBK  H11  C7   C6   121.55  3.000
 FBK  C8   C7   C6   118.54  3.000
 FBK  H12  C8   C9   120.22  3.000
 FBK  H12  C8   C7   120.13  3.000
 FBK  C9   C8   C7   119.65  3.000
 FBK  H13  C9   C8   120.10  3.000
 FBK  H13  C9   C10  121.52  3.000
 FBK  C8   C9   C10  118.37  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
 FBK  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 FBK  CONST_02  C4   C5   C17  C1     0.00   0.0  0
 FBK  CONST_03  C6   C5   C17  C1   180.00   0.0  0
 FBK  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 FBK  CONST_05  C5   C17  C1   C2     0.00   0.0  0
 FBK  CONST_06  C6   C5   C4   C3   180.00   0.0  0
 FBK  CONST_07  C17  C5   C4   C3     0.00   0.0  0
 FBK  CONST_08  C17  C1   C2   C3     0.00   0.0  0
 FBK  CONST_11  C10  N    C6   C5   180.00   0.0  0
 FBK  CONST_12  C8   C7   C6   C5   180.00   0.0  0
 FBK  CONST_13  C11  C10  N    C6   180.00   0.0  0
 FBK  CONST_14  C9   C10  N    C6     0.00   0.0  0
 FBK  CONST_15  C9   C8   C7   C6     0.00   0.0  0
 FBK  CONST_18  C8   C9   C10  N      0.00   0.0  0
 FBK  CONST_20  C8   C7   C6   N      0.00   0.0  0
 FBK  CONST_21  C15  C16  C11  C10  180.00   0.0  0
 FBK  CONST_22  C13  C12  C11  C10  180.00   0.0  0
 FBK  CONST_23  C7   C6   N    C10    0.00   0.0  0
 FBK  CONST_24  C7   C8   C9   C10    0.00   0.0  0
 FBK  CONST_25  C14  C15  C16  C11    0.00   0.0  0
 FBK  CONST_26  C8   C9   C10  C11  180.00   0.0  0
 FBK  CONST_27  C14  C13  C12  C11    0.00   0.0  0
 FBK  CONST_28  C15  C16  C11  C12    0.00   0.0  0
 FBK  CONST_30  C15  C14  C13  C12    0.00   0.0  0
 FBK  CONST_31  C16  C15  C14  C13    0.00   0.0  0
 FBK  CONST_32  C16  C11  C12  C13    0.00   0.0  0
 FBK  CONST_35  C11  C16  C15  O2   180.00   0.0  0
 FBK  CONST_36  C13  C14  C15  O2   180.00   0.0  0
 FBK  CONST_37  C    C1   C2   C3   180.00   0.0  0
 FBK  CONST_38  C    C1   C17  C5   180.00   0.0  0
 FBK  CONST_39  H3   C3   C2   C1   180.00   0.0  0
 FBK  CONST_40  H4   C4   C3   C2   180.00   0.0  0
 FBK  CONST_41  H10  C17  C1   C2   180.00   0.0  0
 FBK  CONST_42  H2   C2   C3   C4   180.00   0.0  0
 FBK  CONST_43  H11  C7   C6   C5     0.00   0.0  0
 FBK  CONST_44  H12  C8   C7   C6   180.00   0.0  0
 FBK  CONST_45  H13  C9   C10  N    180.00   0.0  0
 FBK  CONST_46  H9   C16  C11  C10    0.00   0.0  0
 FBK  CONST_47  H6   C12  C11  C10    0.00   0.0  0
 FBK  CONST_48  H7   C13  C12  C11  180.00   0.0  0
 FBK  CONST_49  H8   C14  C13  C12  180.00   0.0  0
 FBK  Var_01    C2   C1   C    O1   179.22  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
 FBK  plan-1  C1   0.020
 FBK  plan-1  C2   0.020
 FBK  plan-1  C3   0.020
 FBK  plan-1  C4   0.020
 FBK  plan-1  C5   0.020
 FBK  plan-1  C6   0.020
 FBK  plan-1  C    0.020
 FBK  plan-1  C17  0.020
 FBK  plan-1  H2   0.020
 FBK  plan-1  H3   0.020
 FBK  plan-1  H4   0.020
 FBK  plan-1  H10  0.020
 FBK  plan-2  C5   0.020
 FBK  plan-2  C6   0.020
 FBK  plan-2  N    0.020
 FBK  plan-2  C10  0.020
 FBK  plan-2  C11  0.020
 FBK  plan-2  C7   0.020
 FBK  plan-2  C8   0.020
 FBK  plan-2  C9   0.020
 FBK  plan-2  H11  0.020
 FBK  plan-2  H12  0.020
 FBK  plan-2  H13  0.020
 FBK  plan-3  O2   0.020
 FBK  plan-3  C10  0.020
 FBK  plan-3  C11  0.020
 FBK  plan-3  C12  0.020
 FBK  plan-3  C13  0.020
 FBK  plan-3  C14  0.020
 FBK  plan-3  C15  0.020
 FBK  plan-3  C16  0.020
 FBK  plan-3  H6   0.020
 FBK  plan-3  H7   0.020
 FBK  plan-3  H8   0.020
 FBK  plan-3  H9   0.020
 FBK  plan-4  O1   0.020
 FBK  plan-4  C1   0.020
 FBK  plan-4  C    0.020
 FBK  plan-4  O    0.020

