# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 15:20:30 2022
#   Inital geometry file: a 72 line input string
#   Ligand name: 5-chloro-4-hydroxybiphenyl-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(cc(Cl)c1O)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
 5P3  5P3  '5-chloro-4-hydroxybiphenyl-3-carboxylic acid'  ligand  25  17  .  2022-03-10  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5P3
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
 5P3  C1    C   CR6    0  -0.270   1.4319   0.8737   0.2173
 5P3  C2    C   CR16   0  -0.351   0.0484   0.9733   0.2202
 5P3  C3    C   CR6    0   0.073  -0.7717  -0.1200  -0.0423
 5P3  C4    C   CR16   0  -0.278  -0.1585  -1.3452  -0.3159
 5P3  C5    C   CR6    0  -0.150   1.2165  -1.4579  -0.3213
 5P3  C6    C   CR6    0   0.419   2.0462  -0.3626  -0.0578
 5P3  C7    C   C      0   0.506   2.2961   2.0742   0.5174
 5P3  O8    O   O      0  -0.630   3.5503   1.8596   0.4936
 5P3  O9    O   OC    -1  -0.541   1.7616   3.1566   0.7586
 5P3  O10   O   OH1    0  -0.631   3.3594  -0.4950  -0.0679
 5P3  CL11  CL  CL     0  -0.124   1.9600  -2.9830  -0.6730
 5P3  C12   C   C      0   0.096  -2.2426   0.0004  -0.0342
 5P3  C13   C   C1     0  -0.317  -3.0472  -1.0428   0.4298
 5P3  C14   C   C1     0  -0.240  -4.4298  -0.9290   0.4354
 5P3  C15   C   C1     0  -0.270  -5.0388   0.2338  -0.0179
 5P3  C16   C   C1     0  -0.240  -4.2503   1.2797  -0.4796
 5P3  C17   C   C1     0  -0.316  -2.8682   1.1630  -0.4900
 5P3  H2    H   HCR6   0   0.252  -0.3909   1.9343   0.4572
 5P3  H4    H   HCR6   0   0.272  -0.7584  -2.2170  -0.5450
 5P3  HO10  H   HOH1   0   0.467   3.6860   0.4637   0.1653
 5P3  H13   H   H      0   0.252  -2.5903  -1.9477   0.8109
 5P3  H14   H   H      0   0.256  -5.0314  -1.7498   0.8043
 5P3  H15   H   H      0   0.256  -6.1173   0.3238  -0.0120
 5P3  H16   H   H      0   0.256  -4.7120   2.1881  -0.8445
 5P3  H17   H   H      0   0.252  -2.2714   1.9800  -0.8764

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
 5P3  C2   C1    aromatic  1.387  0.020  1.387
 5P3  C1   C6    aromatic  1.408  0.020  1.408
 5P3  C1   C7    single    1.509  0.020  1.509
 5P3  C3   C2    aromatic  1.392  0.020  1.392
 5P3  C2   H2    single    0.930  0.020  1.080
 5P3  C12  C3    single    1.476  0.020  1.476
 5P3  C3   C4    aromatic  1.397  0.020  1.397
 5P3  C4   C5    aromatic  1.380  0.020  1.380
 5P3  C4   H4    single    0.930  0.020  1.080
 5P3  C5   C6    aromatic  1.399  0.020  1.399
 5P3  C5   CL11  single    1.733  0.020  1.733
 5P3  C6   O10   single    1.320  0.020  1.320
 5P3  O8   C7    deloc     1.273  0.020  1.273
 5P3  C7   O9    deloc     1.231  0.020  1.231
 5P3  O10  HO10  single    0.850  0.020  0.980
 5P3  C13  C12   aromatic  1.397  0.020  1.397
 5P3  C17  C12   aromatic  1.397  0.020  1.397
 5P3  C14  C13   aromatic  1.387  0.020  1.387
 5P3  C13  H13   single    0.930  0.020  1.080
 5P3  C15  C14   aromatic  1.389  0.020  1.389
 5P3  C14  H14   single    0.930  0.020  1.080
 5P3  C15  C16   aromatic  1.389  0.020  1.389
 5P3  C15  H15   single    0.930  0.020  1.080
 5P3  C16  C17   aromatic  1.387  0.020  1.387
 5P3  C16  H16   single    0.930  0.020  1.080
 5P3  C17  H17   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
 5P3  C7    C1   C6   119.18  3.000
 5P3  C7    C1   C2   120.90  3.000
 5P3  C6    C1   C2   119.91  3.000
 5P3  H2    C2   C3   119.96  3.000
 5P3  H2    C2   C1   117.95  3.000
 5P3  C3    C2   C1   122.08  3.000
 5P3  C12   C3   C4   120.67  3.000
 5P3  C4    C3   C2   117.85  3.000
 5P3  C12   C3   C2   121.48  3.000
 5P3  H4    C4   C5   119.06  3.000
 5P3  H4    C4   C3   120.28  3.000
 5P3  C5    C4   C3   120.65  3.000
 5P3  CL11  C5   C6   118.21  3.000
 5P3  CL11  C5   C4   120.02  3.000
 5P3  C6    C5   C4   121.76  3.000
 5P3  O10   C6   C5   120.67  3.000
 5P3  O10   C6   C1   121.58  3.000
 5P3  C5    C6   C1   117.75  3.000
 5P3  O9    C7   O8   125.44  3.000
 5P3  O9    C7   C1   119.32  3.000
 5P3  O8    C7   C1   115.24  3.000
 5P3  HO10  O10  C6   102.62  3.000
 5P3  C17   C12  C13  118.17  3.000
 5P3  C17   C12  C3   120.83  3.000
 5P3  C13   C12  C3   121.00  3.000
 5P3  H13   C13  C14  119.18  3.000
 5P3  H13   C13  C12  119.86  3.000
 5P3  C14   C13  C12  120.95  3.000
 5P3  H14   C14  C15  120.16  3.000
 5P3  H14   C14  C13  119.55  3.000
 5P3  C15   C14  C13  120.29  3.000
 5P3  H15   C15  C16  120.33  3.000
 5P3  H15   C15  C14  120.33  3.000
 5P3  C16   C15  C14  119.35  3.000
 5P3  H16   C16  C17  119.54  3.000
 5P3  H16   C16  C15  120.13  3.000
 5P3  C17   C16  C15  120.32  3.000
 5P3  H17   C17  C16  119.23  3.000
 5P3  H17   C17  C12  119.84  3.000
 5P3  C16   C17  C12  120.92  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
 5P3  CONST_01  C12   C3   C2   C1   180.00   0.0  0
 5P3  CONST_02  C4    C3   C2   C1     0.00   0.0  0
 5P3  CONST_03  C4    C5   C6   C1     0.00   0.0  0
 5P3  CONST_04  C5    C6   C1   C2     0.00   0.0  0
 5P3  CONST_07  C5    C4   C3   C2     0.00   0.0  0
 5P3  CONST_08  C6    C1   C2   C3     0.00   0.0  0
 5P3  CONST_09  C14   C13  C12  C3   180.00   0.0  0
 5P3  CONST_10  C16   C17  C12  C3   180.00   0.0  0
 5P3  CONST_11  C6    C5   C4   C3     0.00   0.0  0
 5P3  CONST_14  C12   C3   C4   C5   180.00   0.0  0
 5P3  CONST_15  C15   C14  C13  C12    0.00   0.0  0
 5P3  CONST_16  C15   C16  C17  C12    0.00   0.0  0
 5P3  CONST_17  C16   C17  C12  C13    0.00   0.0  0
 5P3  CONST_18  C16   C15  C14  C13    0.00   0.0  0
 5P3  CONST_19  C17   C12  C13  C14    0.00   0.0  0
 5P3  CONST_20  C17   C16  C15  C14    0.00   0.0  0
 5P3  CONST_21  CL11  C5   C6   C1   180.00   0.0  0
 5P3  CONST_22  O10   C6   C1   C2   180.00   0.0  0
 5P3  CONST_23  C7    C1   C2   C3   180.00   0.0  0
 5P3  CONST_24  CL11  C5   C4   C3   180.00   0.0  0
 5P3  CONST_25  O10   C6   C5   C4   180.00   0.0  0
 5P3  CONST_26  C7    C1   C6   C5   180.00   0.0  0
 5P3  CONST_27  H4    C4   C3   C2   180.00   0.0  0
 5P3  CONST_28  H13   C13  C12  C3     0.00   0.0  0
 5P3  CONST_29  H17   C17  C12  C3     0.00   0.0  0
 5P3  CONST_30  H2    C2   C3   C4   180.00   0.0  0
 5P3  CONST_31  H14   C14  C13  C12  180.00   0.0  0
 5P3  CONST_32  H16   C16  C17  C12  180.00   0.0  0
 5P3  CONST_33  H15   C15  C14  C13  180.00   0.0  0
 5P3  Var_01    O8    C7   C1   C2   179.58  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
 5P3  plan-1  C1    0.020
 5P3  plan-1  C2    0.020
 5P3  plan-1  C3    0.020
 5P3  plan-1  C4    0.020
 5P3  plan-1  C5    0.020
 5P3  plan-1  C6    0.020
 5P3  plan-1  C7    0.020
 5P3  plan-1  O10   0.020
 5P3  plan-1  CL11  0.020
 5P3  plan-1  C12   0.020
 5P3  plan-1  H2    0.020
 5P3  plan-1  H4    0.020
 5P3  plan-2  C3    0.020
 5P3  plan-2  C12   0.020
 5P3  plan-2  C13   0.020
 5P3  plan-2  C14   0.020
 5P3  plan-2  C15   0.020
 5P3  plan-2  C16   0.020
 5P3  plan-2  C17   0.020
 5P3  plan-2  H13   0.020
 5P3  plan-2  H14   0.020
 5P3  plan-2  H15   0.020
 5P3  plan-2  H16   0.020
 5P3  plan-2  H17   0.020
 5P3  plan-3  C1    0.020
 5P3  plan-3  C7    0.020
 5P3  plan-3  O8    0.020
 5P3  plan-3  O9    0.020

