# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 17:11:21 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: (6-hydroxybiphenyl-3-yl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1ccc(O)c(c1)c2ccccc2
#
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
 LNN  LNN  '(6-hydroxybiphenyl-3-yl)acetic acid'  ligand  28  17  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LNN
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
 LNN  C1   C  CR6    0   0.262   0.4754  -1.8776  -0.0154
 LNN  C2   C  CR16   0  -0.311  -0.7775  -2.4636  -0.1535
 LNN  C3   C  CR16   0  -0.309  -1.8903  -1.6904  -0.4418
 LNN  O1   O  OC    -1  -0.626  -4.8201   1.6318   0.0851
 LNN  O2   O  O      0  -0.595  -3.4570   0.4998   1.4368
 LNN  C11  C  CR16   0  -0.242   3.5665   1.7121  -0.9696
 LNN  C12  C  CR16   0  -0.268   4.3778   1.5231   0.1406
 LNN  C13  C  CR16   0  -0.243   3.9647   0.6640   1.1516
 LNN  C14  C  CR16   0  -0.290   2.7542  -0.0063   1.0522
 LNN  C6   C  C      0   0.421  -3.8256   0.9191   0.3266
 LNN  C4   C  CR6    0   0.195  -1.7807  -0.3125  -0.6099
 LNN  C7   C  CR16   0  -0.369  -0.5209   0.2562  -0.4718
 LNN  C8   C  CR6    0  -0.009   0.6165  -0.4964  -0.1722
 LNN  O    O  OH1    0  -0.662   1.5568  -2.6613   0.2868
 LNN  C9   C  CR6    0   0.089   1.9298   0.1759  -0.0594
 LNN  C10  C  CR16   0  -0.303   2.3529   1.0447  -1.0661
 LNN  H1   H  HCR6   0   0.256  -0.8741  -3.5361  -0.0361
 LNN  H2   H  HCR6   0   0.243  -2.8559  -2.1709  -0.5483
 LNN  H4   H  HCR6   0   0.255   3.8784   2.3762  -1.7654
 LNN  H5   H  HCR6   0   0.255   5.3242   2.0424   0.2195
 LNN  H6   H  HCR6   0   0.255   4.5882   0.5175   2.0244
 LNN  H7   H  HCR6   0   0.247   2.4426  -0.6602   1.8557
 LNN  H8   H  HCH2   0   0.244  -3.6380   0.0012  -1.6119
 LNN  H9   H  HCH2   0   0.244  -2.6778   1.4451  -1.4252
 LNN  H10  H  HCR6   0   0.242  -0.4135   1.3288  -0.5938
 LNN  H11  H  HOH1   0   0.470   1.9704  -2.9736  -0.5255
 LNN  H12  H  HCR6   0   0.252   1.7300   1.1905  -1.9406
 LNN  C5   C  CH2    0  -0.701  -2.9810   0.5271  -0.9121

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
 LNN  C12  C11  aromatic  1.388  0.020  1.388
 LNN  C12  C13  aromatic  1.390  0.020  1.390
 LNN  C11  C10  aromatic  1.388  0.020  1.388
 LNN  C13  C14  aromatic  1.387  0.020  1.387
 LNN  C10  C9   aromatic  1.395  0.020  1.395
 LNN  C14  C9   aromatic  1.396  0.020  1.396
 LNN  C9   C8   single    1.480  0.020  1.480
 LNN  O    C1   single    1.369  0.020  1.369
 LNN  C8   C1   aromatic  1.397  0.020  1.397
 LNN  C8   C7   aromatic  1.396  0.020  1.396
 LNN  C1   C2   aromatic  1.390  0.020  1.390
 LNN  C7   C4   aromatic  1.389  0.020  1.389
 LNN  C2   C3   aromatic  1.385  0.020  1.385
 LNN  C4   C3   aromatic  1.392  0.020  1.392
 LNN  C4   C5   single    1.496  0.020  1.496
 LNN  C5   C6   single    1.550  0.020  1.550
 LNN  O2   C6   deloc     1.243  0.020  1.243
 LNN  C6   O1   deloc     1.247  0.020  1.247
 LNN  C2   H1   single    0.930  0.020  1.080
 LNN  C3   H2   single    0.930  0.020  1.080
 LNN  C11  H4   single    0.930  0.020  1.080
 LNN  C12  H5   single    0.930  0.020  1.080
 LNN  C13  H6   single    0.930  0.020  1.080
 LNN  C14  H7   single    0.930  0.020  1.080
 LNN  C5   H8   single    0.970  0.020  1.090
 LNN  C5   H9   single    0.970  0.020  1.090
 LNN  C7   H10  single    0.930  0.020  1.080
 LNN  O    H11  single    0.850  0.020  0.980
 LNN  C10  H12  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
 LNN  O    C1   C8   120.72  3.000
 LNN  C8   C1   C2   119.77  3.000
 LNN  O    C1   C2   119.50  3.000
 LNN  H1   C2   C3   120.23  3.000
 LNN  H1   C2   C1   119.14  3.000
 LNN  C3   C2   C1   120.63  3.000
 LNN  H2   C3   C4   119.80  3.000
 LNN  H2   C3   C2   119.25  3.000
 LNN  C4   C3   C2   120.95  3.000
 LNN  H4   C11  C10  119.71  3.000
 LNN  H4   C11  C12  120.21  3.000
 LNN  C10  C11  C12  120.07  3.000
 LNN  H5   C12  C13  120.23  3.000
 LNN  H5   C12  C11  120.27  3.000
 LNN  C13  C12  C11  119.50  3.000
 LNN  H6   C13  C14  119.67  3.000
 LNN  H6   C13  C12  119.94  3.000
 LNN  C14  C13  C12  120.40  3.000
 LNN  H7   C14  C9   120.02  3.000
 LNN  H7   C14  C13  119.35  3.000
 LNN  C9   C14  C13  120.62  3.000
 LNN  C5   C6   O2   117.84  3.000
 LNN  O2   C6   O1   127.04  3.000
 LNN  C5   C6   O1   115.11  3.000
 LNN  C7   C4   C5   121.21  3.000
 LNN  C5   C4   C3   121.12  3.000
 LNN  C7   C4   C3   117.67  3.000
 LNN  H10  C7   C8   118.45  3.000
 LNN  H10  C7   C4   118.91  3.000
 LNN  C8   C7   C4   122.65  3.000
 LNN  C9   C8   C7   119.63  3.000
 LNN  C7   C8   C1   118.33  3.000
 LNN  C9   C8   C1   122.02  3.000
 LNN  H11  O    C1   109.79  3.000
 LNN  C10  C9   C8   119.81  3.000
 LNN  C8   C9   C14  121.70  3.000
 LNN  C10  C9   C14  118.47  3.000
 LNN  H12  C10  C9   119.45  3.000
 LNN  H12  C10  C11  119.60  3.000
 LNN  C9   C10  C11  120.94  3.000
 LNN  H9   C5   H8   105.64  3.000
 LNN  H9   C5   C4   110.07  3.000
 LNN  H8   C5   C4   109.95  3.000
 LNN  H9   C5   C6   108.27  3.000
 LNN  H8   C5   C6   107.78  3.000
 LNN  C4   C5   C6   114.70  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
 LNN  CONST_03  C4   C7   C8   C1     0.00   0.0  0
 LNN  CONST_04  C4   C3   C2   C1     0.00   0.0  0
 LNN  CONST_05  C9   C8   C1   C2   180.00   0.0  0
 LNN  CONST_06  C7   C8   C1   C2     0.00   0.0  0
 LNN  CONST_07  C7   C4   C3   C2     0.00   0.0  0
 LNN  CONST_08  C8   C1   C2   C3     0.00   0.0  0
 LNN  CONST_09  C8   C7   C4   C3     0.00   0.0  0
 LNN  CONST_10  C14  C13  C12  C11    0.00   0.0  0
 LNN  CONST_11  C14  C9   C10  C11    0.00   0.0  0
 LNN  CONST_12  C8   C9   C10  C11  180.00   0.0  0
 LNN  CONST_13  C9   C10  C11  C12    0.00   0.0  0
 LNN  CONST_14  C9   C14  C13  C12    0.00   0.0  0
 LNN  CONST_15  C10  C11  C12  C13    0.00   0.0  0
 LNN  CONST_16  C10  C9   C14  C13    0.00   0.0  0
 LNN  CONST_17  C8   C9   C14  C13  180.00   0.0  0
 LNN  CONST_19  C9   C8   C7   C4   180.00   0.0  0
 LNN  CONST_21  C5   C4   C3   C2   180.00   0.0  0
 LNN  CONST_22  O    C1   C2   C3   180.00   0.0  0
 LNN  CONST_23  C8   C7   C4   C5   180.00   0.0  0
 LNN  CONST_24  O    C1   C8   C7   180.00   0.0  0
 LNN  CONST_25  C9   C8   C1   O      0.00   0.0  0
 LNN  CONST_26  H10  C7   C8   C1   180.00   0.0  0
 LNN  CONST_27  H2   C3   C2   C1   180.00   0.0  0
 LNN  CONST_28  H6   C13  C12  C11  180.00   0.0  0
 LNN  CONST_29  H12  C10  C11  C12  180.00   0.0  0
 LNN  CONST_30  H7   C14  C13  C12  180.00   0.0  0
 LNN  CONST_31  H4   C11  C12  C13  180.00   0.0  0
 LNN  CONST_32  H5   C12  C13  C14  180.00   0.0  0
 LNN  CONST_33  H1   C2   C3   C4   180.00   0.0  0
 LNN  Var_01    C6   C5   C4   C3    82.24  30.0  2
 LNN  Var_02    C4   C5   C6   O1   179.23  30.0  3

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
 LNN  plan-1  C11  0.020
 LNN  plan-1  C12  0.020
 LNN  plan-1  C13  0.020
 LNN  plan-1  C14  0.020
 LNN  plan-1  C8   0.020
 LNN  plan-1  C9   0.020
 LNN  plan-1  C10  0.020
 LNN  plan-1  H4   0.020
 LNN  plan-1  H5   0.020
 LNN  plan-1  H6   0.020
 LNN  plan-1  H7   0.020
 LNN  plan-1  H12  0.020
 LNN  plan-2  C1   0.020
 LNN  plan-2  C2   0.020
 LNN  plan-2  C3   0.020
 LNN  plan-2  C4   0.020
 LNN  plan-2  C7   0.020
 LNN  plan-2  C8   0.020
 LNN  plan-2  O    0.020
 LNN  plan-2  C9   0.020
 LNN  plan-2  H1   0.020
 LNN  plan-2  H2   0.020
 LNN  plan-2  H10  0.020
 LNN  plan-2  C5   0.020
 LNN  plan-3  O1   0.020
 LNN  plan-3  O2   0.020
 LNN  plan-3  C6   0.020
 LNN  plan-3  C5   0.020

