# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 08:09:01 2022
#   Inital geometry file: a 51 line input string
#   Ligand name: 2-(aminomethyl)-5-chloranyl-benzene-1,4-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCc1cc(O)c(Cl)cc1O
#
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
 OJK  OJK  2-(aminomethyl)-5-chloranyl-benzene-1,4-diol  ligand  19  11  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OJK
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
 OJK  C14  C   CH2   0  -0.362  15.5170  -10.8605  20.1173
 OJK  C15  C   CR6   0   0.043  14.3154  -11.4103  20.8397
 OJK  C16  C   CR16  0  -0.380  13.7869  -12.6417  20.4877
 OJK  C17  C   CR6   0   0.403  12.6909  -13.2019  21.1394
 OJK  O2   O   OH1   0  -0.619  12.2455  -14.4014  20.7201
 OJK  C18  C   CR6   0  -0.163  12.1305  -12.4788  22.1848
 OJK  C19  C   CR16  0  -0.339  12.6367  -11.2444  22.5660
 OJK  C20  C   CR6   0   0.316  13.7274  -10.7075  21.8986
 OJK  N2   N   NH2   0  -0.792  16.7381  -11.0867  20.8848
 OJK  CL   CL  CL    0  -0.117  10.7637  -13.1325  23.0316
 OJK  H1   H   HCH2  0   0.214  15.3430   -9.8072  19.8649
 OJK  H2   H   HCH2  0   0.240  15.6178  -11.3882  19.1674
 OJK  H3   H   HCR6  0   0.267  14.2326  -13.1954  19.6691
 OJK  H4   H   HOH1  0   0.464  11.4698  -14.6809  21.2215
 OJK  H5   H   HOH1  0   0.475  13.7773   -9.1122  22.9635
 OJK  H6   H   HCR6  0   0.290  12.1738  -10.7077  23.3858
 OJK  H7   H   HNH2  0   0.349  17.5284  -10.7681  20.3373
 OJK  H8   H   HNH2  0   0.343  16.7300  -10.5018  21.7113
 OJK  O3   O   OH1   0  -0.633  14.2612   -9.5106  22.2316

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
 OJK  C14  N2   single    1.460  0.020  1.460
 OJK  C14  C15  single    1.506  0.020  1.506
 OJK  C16  C15  aromatic  1.385  0.020  1.385
 OJK  C16  C17  aromatic  1.393  0.020  1.393
 OJK  O2   C17  single    1.346  0.020  1.346
 OJK  C15  C20  aromatic  1.400  0.020  1.400
 OJK  C17  C18  aromatic  1.389  0.020  1.389
 OJK  C20  O3   single    1.352  0.020  1.352
 OJK  C20  C19  aromatic  1.387  0.020  1.387
 OJK  C18  C19  aromatic  1.388  0.020  1.388
 OJK  C18  CL   single    1.736  0.020  1.736
 OJK  C14  H1   single    0.970  0.020  1.090
 OJK  C14  H2   single    0.970  0.020  1.090
 OJK  C16  H3   single    0.930  0.020  1.080
 OJK  O2   H4   single    0.850  0.020  0.980
 OJK  O3   H5   single    0.850  0.020  0.980
 OJK  C19  H6   single    0.930  0.020  1.080
 OJK  N2   H7   single    0.890  0.020  1.040
 OJK  N2   H8   single    0.890  0.020  1.040

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
 OJK  H2   C14  H1   106.18  3.000
 OJK  H2   C14  N2   107.78  3.000
 OJK  H1   C14  N2   113.73  3.000
 OJK  H2   C14  C15  108.35  3.000
 OJK  H1   C14  C15  109.53  3.000
 OJK  N2   C14  C15  111.02  3.000
 OJK  C20  C15  C16  118.56  3.000
 OJK  C20  C15  C14  120.97  3.000
 OJK  C16  C15  C14  120.46  3.000
 OJK  H3   C16  C17  118.12  3.000
 OJK  H3   C16  C15  119.27  3.000
 OJK  C17  C16  C15  122.60  3.000
 OJK  C18  C17  O2   124.38  3.000
 OJK  C18  C17  C16  117.40  3.000
 OJK  O2   C17  C16  118.23  3.000
 OJK  H4   O2   C17  111.24  3.000
 OJK  CL   C18  C19  119.23  3.000
 OJK  CL   C18  C17  119.26  3.000
 OJK  C19  C18  C17  121.51  3.000
 OJK  H6   C19  C20  120.55  3.000
 OJK  H6   C19  C18  119.51  3.000
 OJK  C20  C19  C18  119.94  3.000
 OJK  C19  C20  O3   122.32  3.000
 OJK  C19  C20  C15  119.99  3.000
 OJK  O3   C20  C15  117.69  3.000
 OJK  H8   N2   H7   105.41  3.000
 OJK  H8   N2   C14  109.45  3.000
 OJK  H7   N2   C14  108.65  3.000
 OJK  H5   O3   C20  110.78  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
 OJK  CONST_01  C18  C17  C16  C15    0.00   0.0  0
 OJK  CONST_02  C18  C19  C20  C15    0.00   0.0  0
 OJK  CONST_03  C19  C20  C15  C16    0.00   0.0  0
 OJK  CONST_04  C19  C18  C17  C16    0.00   0.0  0
 OJK  CONST_05  C20  C15  C16  C17    0.00   0.0  0
 OJK  CONST_06  C20  C19  C18  C17    0.00   0.0  0
 OJK  CONST_07  C17  C16  C15  C14  180.00   0.0  0
 OJK  CONST_08  C19  C20  C15  C14  180.00   0.0  0
 OJK  CONST_09  O2   C17  C16  C15  180.00   0.0  0
 OJK  CONST_10  O3   C20  C15  C16  180.00   0.0  0
 OJK  CONST_11  CL   C18  C17  C16  180.00   0.0  0
 OJK  CONST_12  C19  C18  C17  O2   180.00   0.0  0
 OJK  CONST_13  C18  C19  C20  O3   180.00   0.0  0
 OJK  CONST_14  CL   C18  C19  C20  180.00   0.0  0
 OJK  CONST_15  H6   C19  C20  C15  180.00   0.0  0
 OJK  CONST_16  H3   C16  C17  C18  180.00   0.0  0
 OJK  Var_01    N2   C14  C15  C16  -99.52  30.0  2
 OJK  Var_02    H7   N2   C14  C15  175.75  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
 OJK  plan-1  C14  0.020
 OJK  plan-1  C15  0.020
 OJK  plan-1  C16  0.020
 OJK  plan-1  C17  0.020
 OJK  plan-1  O2   0.020
 OJK  plan-1  C18  0.020
 OJK  plan-1  C19  0.020
 OJK  plan-1  C20  0.020
 OJK  plan-1  CL   0.020
 OJK  plan-1  H3   0.020
 OJK  plan-1  H6   0.020
 OJK  plan-1  O3   0.020

