# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 21:35:31 2020
#   Inital geometry file: a 48 line input string
#   Ligand name: 3-chloro-4-hydroxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(O)c(Cl)c1
#
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
 CHB  CHB  '3-chloro-4-hydroxybenzoic acid'  ligand  16  11  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CHB
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
 CHB  C1   C   CR6   0  -0.125  -0.1975   0.0105   1.2626
 CHB  C2   C   CR16  0  -0.129   0.7037   0.0699   0.2042
 CHB  C3   C   CR6   0  -0.117   0.2345   0.1259  -1.0925
 CHB  CL3  CL  CL    0  -0.141   1.3452   0.2031  -2.4202
 CHB  C4   C   CR6   0   0.329  -1.1336   0.1230  -1.3764
 CHB  O4   O   OH1   0  -0.649  -1.6236   0.1755  -2.6143
 CHB  C5   C   CR16  0  -0.298  -2.0277   0.0634  -0.3081
 CHB  C6   C   CR16  0  -0.242  -1.5648   0.0085   0.9888
 CHB  C7   C   C     0   0.521   0.2398  -0.0508   2.6732
 CHB  O1   O   O     0  -0.486  -0.5112  -0.0954   3.6120
 CHB  O2   O   OH1   0  -0.517   1.5681  -0.0501   2.8079
 CHB  H2   H   HCR6  0   0.297   1.7707   0.0740   0.3757
 CHB  HO4  H   HOH1  0   0.483  -0.9099   0.2187  -3.2635
 CHB  H5   H   HCR6  0   0.288  -3.0897   0.0617  -0.5149
 CHB  H6   H   HCR6  0   0.257  -2.2712  -0.0359   1.8059
 CHB  HO2  H   HOH1  0   0.530   1.7791  -0.0901   3.7499

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
 CHB  C1  C2   aromatic  1.391  0.020  1.391
 CHB  C1  C6   aromatic  1.395  0.020  1.395
 CHB  C1  C7   single    1.478  0.020  1.478
 CHB  C2  C3   aromatic  1.380  0.020  1.380
 CHB  C2  H2   single    0.930  0.020  1.080
 CHB  C3  CL3  single    1.733  0.020  1.733
 CHB  C3  C4   aromatic  1.397  0.020  1.397
 CHB  C4  O4   single    1.332  0.020  1.332
 CHB  C4  C5   aromatic  1.394  0.020  1.394
 CHB  O4  HO4  single    0.850  0.020  0.980
 CHB  C5  C6   aromatic  1.378  0.020  1.378
 CHB  C5  H5   single    0.930  0.020  1.080
 CHB  C6  H6   single    0.930  0.020  1.080
 CHB  C7  O1   double    1.203  0.020  1.203
 CHB  C7  O2   single    1.335  0.020  1.335
 CHB  O2  HO2  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
 CHB  C7   C1  C6   118.52  3.000
 CHB  C7   C1  C2   122.42  3.000
 CHB  C6   C1  C2   119.06  3.000
 CHB  H2   C2  C3   118.99  3.000
 CHB  H2   C2  C1   121.26  3.000
 CHB  C3   C2  C1   119.75  3.000
 CHB  C4   C3  CL3  118.16  3.000
 CHB  C4   C3  C2   121.58  3.000
 CHB  CL3  C3  C2   120.25  3.000
 CHB  C5   C4  O4   118.54  3.000
 CHB  C5   C4  C3   118.18  3.000
 CHB  O4   C4  C3   123.29  3.000
 CHB  HO4  O4  C4   110.76  3.000
 CHB  H5   C5  C6   120.63  3.000
 CHB  H5   C5  C4   118.88  3.000
 CHB  C6   C5  C4   120.49  3.000
 CHB  H6   C6  C5   119.57  3.000
 CHB  H6   C6  C1   119.50  3.000
 CHB  C5   C6  C1   120.93  3.000
 CHB  O2   C7  O1   122.84  3.000
 CHB  O2   C7  C1   112.99  3.000
 CHB  O1   C7  C1   124.17  3.000
 CHB  HO2  O2  C7   108.41  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
 CHB  CONST_01  C4   C3  C2  C1     0.00   0.0  0
 CHB  CONST_02  C4   C5  C6  C1     0.00   0.0  0
 CHB  CONST_03  C5   C6  C1  C2     0.00   0.0  0
 CHB  CONST_04  C5   C4  C3  C2     0.00   0.0  0
 CHB  CONST_05  C6   C1  C2  C3     0.00   0.0  0
 CHB  CONST_06  C6   C5  C4  C3     0.00   0.0  0
 CHB  CONST_07  CL3  C3  C2  C1   180.00   0.0  0
 CHB  CONST_08  O4   C4  C3  C2   180.00   0.0  0
 CHB  CONST_09  C7   C1  C2  C3   180.00   0.0  0
 CHB  CONST_10  C5   C4  C3  CL3  180.00   0.0  0
 CHB  CONST_11  C6   C5  C4  O4   180.00   0.0  0
 CHB  CONST_12  C7   C1  C6  C5   180.00   0.0  0
 CHB  CONST_13  H5   C5  C6  C1   180.00   0.0  0
 CHB  CONST_14  H6   C6  C1  C2   180.00   0.0  0
 CHB  CONST_15  H2   C2  C3  C4   180.00   0.0  0
 CHB  CONST_16  HO2  O2  C7  C1   180.00   0.0  0
 CHB  Var_01    O1   C7  C1  C2   179.57  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
 CHB  plan-1  C1   0.020
 CHB  plan-1  C2   0.020
 CHB  plan-1  C3   0.020
 CHB  plan-1  CL3  0.020
 CHB  plan-1  C4   0.020
 CHB  plan-1  O4   0.020
 CHB  plan-1  C5   0.020
 CHB  plan-1  C6   0.020
 CHB  plan-1  C7   0.020
 CHB  plan-1  H2   0.020
 CHB  plan-1  H5   0.020
 CHB  plan-1  H6   0.020
 CHB  plan-2  C1   0.020
 CHB  plan-2  C7   0.020
 CHB  plan-2  O1   0.020
 CHB  plan-2  O2   0.020
 CHB  plan-2  HO2  0.020

