# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 20:21:36 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: 4-chloro-2-[(5-chloroquinolin-8-yl)oxy]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(Cl)cc1Oc2ccc(Cl)c3cccnc23
#
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
 K91  K91  4-chloro-2-[(5-chloroquinolin-8-yl)oxy]phenol  ligand  29  20  .  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_K91
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
 K91  C1    C   CR6   0   0.310  -2.6198   1.0338  -0.3016
 K91  C2    C   CR16  0  -0.356  -3.7621   0.4385  -0.8317
 K91  C3    C   CR16  0  -0.212  -4.2004  -0.7983  -0.3870
 K91  C4    C   CR6   0  -0.059  -3.4848  -1.4583   0.5988
 K91  C5    C   CR16  0  -0.260  -2.3542  -0.8869   1.1588
 K91  C6    C   CR6   0   0.234  -1.9362   0.3567   0.7159
 K91  O7    O   O2    0  -0.523  -0.8743   0.9912   1.3233
 K91  C8    C   CR6   0   0.330   0.3840   0.5170   1.0851
 K91  C9    C   CR16  0  -0.358   0.9855  -0.3404   1.9606
 K91  C10   C   CR16  0  -0.215   2.3026  -0.7824   1.7377
 K91  C11   C   CR6   0  -0.146   2.9934  -0.3551   0.6406
 K91  C12   C   CR66  0   0.150   2.4123   0.5426  -0.2883
 K91  C13   C   CR66  0   0.247   1.0859   0.9845  -0.0566
 K91  N14   N   N     0  -0.524   0.4674   1.8517  -0.8873
 K91  C15   C   CR16  0  -0.016   1.1028   2.2915  -1.9417
 K91  C16   C   CR16  0  -0.328   2.4176   1.9103  -2.2601
 K91  C17   C   CR16  0  -0.156   3.0691   1.0391  -1.4349
 K91  CL18  CL  CL    0  -0.107   4.6095  -0.9135   0.3886
 K91  O19   O   OH1   0  -0.659  -2.2238   2.2301  -0.7513
 K91  CL20  CL  CL    0  -0.134  -4.0148  -3.0138   1.1550
 K91  H2    H   HCR6  0   0.276  -4.3075   0.9532  -1.6125
 K91  H3    H   HCR6  0   0.281  -5.0881  -1.2430  -0.8156
 K91  H5    H   HCR6  0   0.289  -1.8141  -1.3929   1.9487
 K91  H9    H   HCR6  0   0.293   0.4584  -0.6782   2.8431
 K91  H10   H   HCR6  0   0.297   2.7600  -1.4608   2.4440
 K91  H15   H   HCR6  0   0.291   0.5675   2.9824  -2.5817
 K91  H16   H   HCR6  0   0.289   2.8937   2.3082  -3.1444
 K91  H17   H   HCR6  0   0.283   4.0817   0.7323  -1.6566
 K91  HO19  H   HOH1  0   0.482  -1.2349   2.2776  -0.6968

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
 K91  C1   C2    aromatic  1.393  0.020  1.393
 K91  C1   C6    aromatic  1.400  0.020  1.400
 K91  C1   O19   single    1.338  0.020  1.338
 K91  C2   C3    aromatic  1.385  0.020  1.385
 K91  C3   C4    aromatic  1.385  0.020  1.385
 K91  C4   C5    aromatic  1.385  0.020  1.385
 K91  C4   CL20  single    1.735  0.020  1.735
 K91  C5   C6    aromatic  1.385  0.020  1.385
 K91  C6   O7    single    1.378  0.020  1.378
 K91  O7   C8    single    1.366  0.020  1.366
 K91  C8   C9    aromatic  1.365  0.020  1.365
 K91  C8   C13   aromatic  1.419  0.020  1.419
 K91  C9   C10   aromatic  1.407  0.020  1.407
 K91  C10  C11   aromatic  1.365  0.020  1.365
 K91  C11  C12   aromatic  1.416  0.020  1.416
 K91  C11  CL18  single    1.728  0.020  1.728
 K91  C12  C13   aromatic  1.417  0.020  1.417
 K91  C12  C17   aromatic  1.412  0.020  1.412
 K91  C13  N14   aromatic  1.351  0.020  1.351
 K91  N14  C15   aromatic  1.307  0.020  1.307
 K91  C15  C16   aromatic  1.405  0.020  1.405
 K91  C16  C17   aromatic  1.365  0.020  1.365
 K91  C2   H2    single    0.930  0.020  1.080
 K91  C3   H3    single    0.930  0.020  1.080
 K91  C5   H5    single    0.930  0.020  1.080
 K91  C9   H9    single    0.930  0.020  1.080
 K91  C10  H10   single    0.930  0.020  1.080
 K91  C15  H15   single    0.930  0.020  1.080
 K91  C16  H16   single    0.930  0.020  1.080
 K91  C17  H17   single    0.930  0.020  1.080
 K91  O19  HO19  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
 K91  O19   C1   C6   122.14  3.000
 K91  O19   C1   C2   119.80  3.000
 K91  C6    C1   C2   118.05  3.000
 K91  H2    C2   C3   119.77  3.000
 K91  H2    C2   C1   118.97  3.000
 K91  C3    C2   C1   121.25  3.000
 K91  H3    C3   C4   120.67  3.000
 K91  H3    C3   C2   119.97  3.000
 K91  C4    C3   C2   119.36  3.000
 K91  CL20  C4   C5   119.32  3.000
 K91  CL20  C4   C3   119.83  3.000
 K91  C5    C4   C3   120.85  3.000
 K91  H5    C5   C6   120.17  3.000
 K91  H5    C5   C4   120.63  3.000
 K91  C6    C5   C4   119.19  3.000
 K91  O7    C6   C5   120.34  3.000
 K91  O7    C6   C1   118.28  3.000
 K91  C5    C6   C1   121.28  3.000
 K91  C8    O7   C6   118.24  3.000
 K91  C13   C8   C9   120.33  3.000
 K91  C13   C8   O7   118.79  3.000
 K91  C9    C8   O7   120.81  3.000
 K91  H9    C9   C10  119.15  3.000
 K91  H9    C9   C8   120.30  3.000
 K91  C10   C9   C8   120.54  3.000
 K91  H10   C10  C11  120.50  3.000
 K91  H10   C10  C9   119.32  3.000
 K91  C11   C10  C9   120.18  3.000
 K91  CL18  C11  C12  119.52  3.000
 K91  CL18  C11  C10  119.29  3.000
 K91  C12   C11  C10  121.18  3.000
 K91  C17   C12  C13  117.30  3.000
 K91  C17   C12  C11  124.38  3.000
 K91  C13   C12  C11  118.32  3.000
 K91  N14   C13  C12  121.88  3.000
 K91  N14   C13  C8   118.67  3.000
 K91  C12   C13  C8   119.45  3.000
 K91  C15   N14  C13  119.30  3.000
 K91  H15   C15  C16  120.09  3.000
 K91  H15   C15  N14  116.80  3.000
 K91  C16   C15  N14  123.11  3.000
 K91  H16   C16  C17  121.30  3.000
 K91  H16   C16  C15  119.86  3.000
 K91  C17   C16  C15  118.85  3.000
 K91  H17   C17  C16  120.27  3.000
 K91  H17   C17  C12  120.17  3.000
 K91  C16   C17  C12  119.56  3.000
 K91  HO19  O19  C1   108.63  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
 K91  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 K91  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 K91  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 K91  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 K91  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 K91  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 K91  CONST_07  C11   C10  C9   C8     0.00   0.0  0
 K91  CONST_08  C11   C12  C13  C8     0.00   0.0  0
 K91  CONST_09  C17   C12  C13  C8   180.00   0.0  0
 K91  CONST_10  C15   N14  C13  C8   180.00   0.0  0
 K91  CONST_11  C12   C13  C8   C9     0.00   0.0  0
 K91  CONST_12  N14   C13  C8   C9   180.00   0.0  0
 K91  CONST_13  C12   C11  C10  C9     0.00   0.0  0
 K91  CONST_14  C13   C8   C9   C10    0.00   0.0  0
 K91  CONST_15  C13   C12  C11  C10    0.00   0.0  0
 K91  CONST_16  C17   C12  C11  C10  180.00   0.0  0
 K91  CONST_17  N14   C13  C12  C11  180.00   0.0  0
 K91  CONST_18  C16   C17  C12  C11  180.00   0.0  0
 K91  CONST_19  C15   N14  C13  C12    0.00   0.0  0
 K91  CONST_20  C15   C16  C17  C12    0.00   0.0  0
 K91  CONST_21  C16   C17  C12  C13    0.00   0.0  0
 K91  CONST_22  C16   C15  N14  C13    0.00   0.0  0
 K91  CONST_23  C17   C12  C13  N14    0.00   0.0  0
 K91  CONST_24  C17   C16  C15  N14    0.00   0.0  0
 K91  CONST_25  O7    C6   C1   C2   180.00   0.0  0
 K91  CONST_26  CL20  C4   C3   C2   180.00   0.0  0
 K91  CONST_27  O19   C1   C2   C3   180.00   0.0  0
 K91  CONST_28  O7    C6   C5   C4   180.00   0.0  0
 K91  CONST_29  O19   C1   C6   C5   180.00   0.0  0
 K91  CONST_30  CL20  C4   C5   C6   180.00   0.0  0
 K91  CONST_31  C10   C9   C8   O7   180.00   0.0  0
 K91  CONST_32  C12   C13  C8   O7   180.00   0.0  0
 K91  CONST_33  N14   C13  C8   O7     0.00   0.0  0
 K91  CONST_34  CL18  C11  C10  C9   180.00   0.0  0
 K91  CONST_35  CL18  C11  C12  C13  180.00   0.0  0
 K91  CONST_36  CL18  C11  C12  C17    0.00   0.0  0
 K91  CONST_37  H3    C3   C2   C1   180.00   0.0  0
 K91  CONST_38  H5    C5   C6   C1   180.00   0.0  0
 K91  CONST_39  H2    C2   C3   C4   180.00   0.0  0
 K91  CONST_40  H10   C10  C9   C8   180.00   0.0  0
 K91  CONST_41  H9    C9   C10  C11  180.00   0.0  0
 K91  CONST_42  H17   C17  C12  C11    0.00   0.0  0
 K91  CONST_43  H16   C16  C17  C12  180.00   0.0  0
 K91  CONST_44  H15   C15  N14  C13  180.00   0.0  0
 K91  Var_01    C9    C8   O7   C6   -96.88  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
 K91  plan-1  C1    0.020
 K91  plan-1  C2    0.020
 K91  plan-1  C3    0.020
 K91  plan-1  C4    0.020
 K91  plan-1  C5    0.020
 K91  plan-1  C6    0.020
 K91  plan-1  O7    0.020
 K91  plan-1  O19   0.020
 K91  plan-1  CL20  0.020
 K91  plan-1  H2    0.020
 K91  plan-1  H3    0.020
 K91  plan-1  H5    0.020
 K91  plan-2  O7    0.020
 K91  plan-2  C8    0.020
 K91  plan-2  C9    0.020
 K91  plan-2  C10   0.020
 K91  plan-2  C11   0.020
 K91  plan-2  C12   0.020
 K91  plan-2  C13   0.020
 K91  plan-2  N14   0.020
 K91  plan-2  C15   0.020
 K91  plan-2  C16   0.020
 K91  plan-2  C17   0.020
 K91  plan-2  CL18  0.020
 K91  plan-2  H9    0.020
 K91  plan-2  H10   0.020
 K91  plan-2  H15   0.020
 K91  plan-2  H16   0.020
 K91  plan-2  H17   0.020

