# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 15 04:09:37 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  29  17  .  2021-08-13  2021-08-13  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

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   0.296   0.4728  -1.8834  -0.1751
 LNN  C2   C  CR16  0  -0.324  -0.7802  -2.4743  -0.3163
 LNN  C3   C  CR16  0  -0.290  -1.8995  -1.6937  -0.5441
 LNN  O1   O  OH1   0  -0.594  -4.8468   1.5818   0.1441
 LNN  O2   O  O     0  -0.435  -3.3984   0.5613   1.4987
 LNN  C11  C  CR16  0  -0.240   3.6202   1.6357  -1.0148
 LNN  C12  C  CR16  0  -0.262   4.3876   1.4549   0.1291
 LNN  C13  C  CR16  0  -0.235   3.9188   0.6382   1.1485
 LNN  C14  C  CR16  0  -0.317   2.6907   0.0015   1.0251
 LNN  C6   C  C     0   0.556  -3.7477   0.8768   0.3905
 LNN  C4   C  CR6   0   0.143  -1.7999  -0.3095  -0.6462
 LNN  C7   C  CR16  0  -0.337  -0.5458   0.2660  -0.5052
 LNN  C8   C  CR6   0  -0.025   0.5981  -0.4918  -0.2615
 LNN  O    O  OH1   0  -0.620   1.5241  -2.7059   0.0200
 LNN  C9   C  CR6   0   0.020   1.9145   0.1714  -0.1235
 LNN  C10  C  CR16  0  -0.286   2.3955   0.9969  -1.1408
 LNN  H1   H  HCR6  0   0.263  -0.8681  -3.5520  -0.2572
 LNN  H2   H  HCR6  0   0.255  -2.8634  -2.1766  -0.6543
 LNN  H3   H  HOH1  0   0.481  -5.2991   1.7904   0.9751
 LNN  H4   H  HCR6  0   0.261   3.9788   2.2708  -1.8144
 LNN  H5   H  HCR6  0   0.260   5.3443   1.9510   0.2265
 LNN  H6   H  HCR6  0   0.261   4.5059   0.5008   2.0472
 LNN  H7   H  HCR6  0   0.270   2.3237  -0.6059   1.8443
 LNN  H8   H  HCH2  0   0.301  -3.7149   0.0371  -1.5578
 LNN  H9   H  HCH2  0   0.304  -2.7449   1.4745  -1.3791
 LNN  H10  H  HCR6  0   0.254  -0.4438   1.3434  -0.5759
 LNN  H11  H  HOH1  0   0.474   2.3535  -2.2125   0.0042
 LNN  H12  H  HCR6  0   0.257   1.8076   1.1314  -2.0405
 LNN  C5   C  CH2   0  -0.693  -3.0137   0.5368  -0.8836

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  1.389  0.020  1.389
 LNN  C12  C13  aromatic  1.388  0.020  1.388
 LNN  C11  C10  aromatic  1.387  0.020  1.387
 LNN  C13  C14  aromatic  1.389  0.020  1.389
 LNN  C10  C9   aromatic  1.396  0.020  1.396
 LNN  C14  C9   aromatic  1.397  0.020  1.397
 LNN  C9   C8   single    1.480  0.020  1.480
 LNN  O    C1   single    1.349  0.020  1.349
 LNN  C8   C1   aromatic  1.400  0.020  1.400
 LNN  C8   C7   aromatic  1.394  0.020  1.394
 LNN  C1   C2   aromatic  1.393  0.020  1.393
 LNN  C7   C4   aromatic  1.387  0.020  1.387
 LNN  C2   C3   aromatic  1.383  0.020  1.383
 LNN  C4   C3   aromatic  1.392  0.020  1.392
 LNN  C4   C5   single    1.499  0.020  1.499
 LNN  C5   C6   single    1.509  0.020  1.509
 LNN  O2   C6   double    1.204  0.020  1.204
 LNN  C6   O1   single    1.329  0.020  1.329
 LNN  C2   H1   single    0.930  0.020  1.080
 LNN  C3   H2   single    0.930  0.020  1.080
 LNN  O1   H3   single    0.850  0.020  0.980
 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   123.04  3.000
 LNN  C8   C1   C2   119.74  3.000
 LNN  O    C1   C2   117.21  3.000
 LNN  H1   C2   C3   120.32  3.000
 LNN  H1   C2   C1   119.32  3.000
 LNN  C3   C2   C1   120.35  3.000
 LNN  H2   C3   C4   119.96  3.000
 LNN  H2   C3   C2   119.01  3.000
 LNN  C4   C3   C2   121.02  3.000
 LNN  H3   O1   C6   109.95  3.000
 LNN  H4   C11  C10  119.72  3.000
 LNN  H4   C11  C12  120.11  3.000
 LNN  C10  C11  C12  120.17  3.000
 LNN  H5   C12  C13  120.16  3.000
 LNN  H5   C12  C11  120.18  3.000
 LNN  C13  C12  C11  119.66  3.000
 LNN  H6   C13  C14  119.69  3.000
 LNN  H6   C13  C12  120.09  3.000
 LNN  C14  C13  C12  120.22  3.000
 LNN  H7   C14  C9   120.10  3.000
 LNN  H7   C14  C13  119.29  3.000
 LNN  C9   C14  C13  120.58  3.000
 LNN  C5   C6   O2   125.23  3.000
 LNN  O2   C6   O1   123.35  3.000
 LNN  C5   C6   O1   111.42  3.000
 LNN  C7   C4   C5   120.94  3.000
 LNN  C5   C4   C3   121.02  3.000
 LNN  C7   C4   C3   118.03  3.000
 LNN  H10  C7   C8   118.32  3.000
 LNN  H10  C7   C4   119.38  3.000
 LNN  C8   C7   C4   122.30  3.000
 LNN  C9   C8   C7   120.17  3.000
 LNN  C7   C8   C1   118.54  3.000
 LNN  C9   C8   C1   121.27  3.000
 LNN  H11  O    C1   110.83  3.000
 LNN  C10  C9   C8   120.23  3.000
 LNN  C8   C9   C14  121.09  3.000
 LNN  C10  C9   C14  118.68  3.000
 LNN  H12  C10  C9   119.46  3.000
 LNN  H12  C10  C11  119.83  3.000
 LNN  C9   C10  C11  120.70  3.000
 LNN  H9   C5   H8   105.66  3.000
 LNN  H9   C5   C4   110.90  3.000
 LNN  H8   C5   C4   111.04  3.000
 LNN  H9   C5   C6   107.98  3.000
 LNN  H8   C5   C6   108.15  3.000
 LNN  C4   C5   C6   112.80  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  CONST_34  H3   O1   C6   O2      0.00   0.0  0
 LNN  Var_01    C6   C5   C4   C3     84.75  30.0  2
 LNN  Var_02    C4   C5   C6   O1   -177.51  30.0  1

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  H3   0.020
 LNN  plan-3  C5   0.020

