# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May 11 17:40:29 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: 5-chloro-8-[(3-chlorobenzyl)oxy]quinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cccc(COc2ccc(Cl)c3cccnc23)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
 KM1  KM1  5-chloro-8-[(3-chlorobenzyl)oxy]quinoline  ligand  31  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_KM1
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
 KM1  C1    C   CR16  0  -0.281  -3.0603  -0.6188  -1.8736
 KM1  C2    C   CR16  0  -0.247  -4.3088  -0.0492  -2.0771
 KM1  C3    C   CR16  0  -0.220  -5.0745   0.3727  -0.9995
 KM1  C4    C   CR6   0  -0.024  -4.5693   0.2130   0.2815
 KM1  C5    C   CR16  0  -0.249  -3.3244  -0.3540   0.5006
 KM1  C6    C   CR6   0   0.096  -2.5637  -0.7758  -0.5844
 KM1  C7    C   CH2   0  -0.275  -1.2018  -1.3585  -0.3567
 KM1  O8    O   O2    0  -0.442  -0.2801  -0.2757  -0.3646
 KM1  C9    C   CR6   0   0.369   1.0132  -0.5417  -0.1532
 KM1  C10   C   CR16  0  -0.423   1.5396  -1.7914   0.0585
 KM1  C11   C   CR16  0  -0.202   2.9203  -1.9618   0.2763
 KM1  C12   C   CR6   0  -0.159   3.7631  -0.8908   0.2797
 KM1  C13   C   CR66  0   0.186   3.2698   0.4192   0.0630
 KM1  C14   C   CR66  0   0.105   1.8800   0.5963  -0.1549
 KM1  N15   N   N     0  -0.410   1.3300   1.8080  -0.3671
 KM1  C16   C   CR16  0  -0.079   2.1065   2.8582  -0.3723
 KM1  C17   C   CR16  0  -0.315   3.4970   2.7969  -0.1664
 KM1  C18   C   CR16  0  -0.182   4.0750   1.5784   0.0496
 KM1  CL19  CL  CL    0  -0.129   5.4578  -1.1367   0.5523
 KM1  CL20  CL  CL    0  -0.127  -5.5148   0.7301   1.6395
 KM1  H1    H   HCR6  0   0.263  -2.4733  -0.9476  -2.7222
 KM1  H2    H   HCR6  0   0.272  -4.6944   0.0688  -3.0808
 KM1  H3    H   HCR6  0   0.283  -6.0485   0.8154  -1.1572
 KM1  H5    H   HCR6  0   0.279  -2.9496  -0.4755   1.5090
 KM1  H7    H   HCH2  0   0.252  -1.1628  -1.8845   0.6028
 KM1  H7A   H   HCH2  0   0.253  -0.9550  -2.0766  -1.1452
 KM1  H10   H   HCR6  0   0.299   0.9162  -2.6743   0.0647
 KM1  H11   H   HCR6  0   0.288   3.3016  -2.9601   0.4418
 KM1  H16   H   HCR6  0   0.269   1.6315   3.8176  -0.5476
 KM1  H17   H   HCR6  0   0.279   4.0882   3.7016  -0.1828
 KM1  H18   H   HCR6  0   0.273   5.1416   1.5005   0.2090

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
 KM1  C1   C2    aromatic  1.387  0.020  1.387
 KM1  C1   C6    aromatic  1.390  0.020  1.390
 KM1  C2   C3    aromatic  1.388  0.020  1.388
 KM1  C3   C4    aromatic  1.386  0.020  1.386
 KM1  C4   C5    aromatic  1.385  0.020  1.385
 KM1  C4   CL20  single    1.734  0.020  1.734
 KM1  C5   C6    aromatic  1.391  0.020  1.391
 KM1  C6   C7    single    1.499  0.020  1.499
 KM1  C7   O8    single    1.422  0.020  1.422
 KM1  O8   C9    single    1.337  0.020  1.337
 KM1  C9   C10   aromatic  1.372  0.020  1.372
 KM1  C9   C14   aromatic  1.430  0.020  1.430
 KM1  C10  C11   aromatic  1.408  0.020  1.408
 KM1  C11  C12   aromatic  1.363  0.020  1.363
 KM1  C12  C13   aromatic  1.417  0.020  1.417
 KM1  C12  CL19  single    1.734  0.020  1.734
 KM1  C13  C14   aromatic  1.418  0.020  1.418
 KM1  C13  C18   aromatic  1.411  0.020  1.411
 KM1  C14  N15   aromatic  1.348  0.020  1.348
 KM1  N15  C16   aromatic  1.306  0.020  1.306
 KM1  C16  C17   aromatic  1.407  0.020  1.407
 KM1  C17  C18   aromatic  1.366  0.020  1.366
 KM1  C1   H1    single    0.930  0.020  1.080
 KM1  C2   H2    single    0.930  0.020  1.080
 KM1  C3   H3    single    0.930  0.020  1.080
 KM1  C5   H5    single    0.930  0.020  1.080
 KM1  C7   H7    single    0.970  0.020  1.090
 KM1  C7   H7A   single    0.970  0.020  1.090
 KM1  C10  H10   single    0.930  0.020  1.080
 KM1  C11  H11   single    0.930  0.020  1.080
 KM1  C16  H16   single    0.930  0.020  1.080
 KM1  C17  H17   single    0.930  0.020  1.080
 KM1  C18  H18   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
 KM1  H1    C1   C6   119.91  3.000
 KM1  H1    C1   C2   119.83  3.000
 KM1  C6    C1   C2   120.25  3.000
 KM1  H2    C2   C3   119.39  3.000
 KM1  H2    C2   C1   120.11  3.000
 KM1  C3    C2   C1   120.50  3.000
 KM1  H3    C3   C4   120.67  3.000
 KM1  H3    C3   C2   120.54  3.000
 KM1  C4    C3   C2   118.78  3.000
 KM1  CL20  C4   C5   119.23  3.000
 KM1  CL20  C4   C3   119.39  3.000
 KM1  C5    C4   C3   121.39  3.000
 KM1  H5    C5   C6   120.22  3.000
 KM1  H5    C5   C4   120.29  3.000
 KM1  C6    C5   C4   119.49  3.000
 KM1  C7    C6   C5   119.77  3.000
 KM1  C7    C6   C1   120.62  3.000
 KM1  C5    C6   C1   119.59  3.000
 KM1  H7A   C7   H7   107.94  3.000
 KM1  H7A   C7   O8   110.45  3.000
 KM1  H7    C7   O8   110.34  3.000
 KM1  H7A   C7   C6   110.52  3.000
 KM1  H7    C7   C6   110.62  3.000
 KM1  O8    C7   C6   106.98  3.000
 KM1  C9    O8   C7   118.33  3.000
 KM1  C14   C9   C10  119.48  3.000
 KM1  C14   C9   O8   115.32  3.000
 KM1  C10   C9   O8   125.20  3.000
 KM1  H10   C10  C11  117.76  3.000
 KM1  H10   C10  C9   121.57  3.000
 KM1  C11   C10  C9   120.67  3.000
 KM1  H11   C11  C12  120.47  3.000
 KM1  H11   C11  C10  118.76  3.000
 KM1  C12   C11  C10  120.78  3.000
 KM1  CL19  C12  C13  119.71  3.000
 KM1  CL19  C12  C11  119.56  3.000
 KM1  C13   C12  C11  120.73  3.000
 KM1  C18   C13  C14  117.08  3.000
 KM1  C18   C13  C12  124.21  3.000
 KM1  C14   C13  C12  118.71  3.000
 KM1  N15   C14  C13  122.45  3.000
 KM1  N15   C14  C9   117.92  3.000
 KM1  C13   C14  C9   119.63  3.000
 KM1  C16   N15  C14  118.75  3.000
 KM1  H16   C16  C17  119.66  3.000
 KM1  H16   C16  N15  116.83  3.000
 KM1  C17   C16  N15  123.50  3.000
 KM1  H17   C17  C18  121.17  3.000
 KM1  H17   C17  C16  120.13  3.000
 KM1  C18   C17  C16  118.70  3.000
 KM1  H18   C18  C17  120.33  3.000
 KM1  H18   C18  C13  120.15  3.000
 KM1  C17   C18  C13  119.52  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
 KM1  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 KM1  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 KM1  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 KM1  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 KM1  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 KM1  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 KM1  CONST_07  C12   C11  C10  C9     0.00   0.0  0
 KM1  CONST_08  C12   C13  C14  C9     0.00   0.0  0
 KM1  CONST_09  C18   C13  C14  C9   180.00   0.0  0
 KM1  CONST_10  C16   N15  C14  C9   180.00   0.0  0
 KM1  CONST_11  C13   C14  C9   C10    0.00   0.0  0
 KM1  CONST_12  N15   C14  C9   C10  180.00   0.0  0
 KM1  CONST_13  C13   C12  C11  C10    0.00   0.0  0
 KM1  CONST_14  C14   C9   C10  C11    0.00   0.0  0
 KM1  CONST_15  C14   C13  C12  C11    0.00   0.0  0
 KM1  CONST_16  C18   C13  C12  C11  180.00   0.0  0
 KM1  CONST_17  N15   C14  C13  C12  180.00   0.0  0
 KM1  CONST_18  C17   C18  C13  C12  180.00   0.0  0
 KM1  CONST_19  C16   N15  C14  C13    0.00   0.0  0
 KM1  CONST_20  C16   C17  C18  C13    0.00   0.0  0
 KM1  CONST_21  C17   C18  C13  C14    0.00   0.0  0
 KM1  CONST_22  C17   C16  N15  C14    0.00   0.0  0
 KM1  CONST_23  C18   C13  C14  N15    0.00   0.0  0
 KM1  CONST_24  C18   C17  C16  N15    0.00   0.0  0
 KM1  CONST_25  C7    C6   C1   C2   180.00   0.0  0
 KM1  CONST_26  CL20  C4   C3   C2   180.00   0.0  0
 KM1  CONST_27  C7    C6   C5   C4   180.00   0.0  0
 KM1  CONST_28  CL20  C4   C5   C6   180.00   0.0  0
 KM1  CONST_29  C11   C10  C9   O8   180.00   0.0  0
 KM1  CONST_30  C13   C14  C9   O8   180.00   0.0  0
 KM1  CONST_31  N15   C14  C9   O8     0.00   0.0  0
 KM1  CONST_32  CL19  C12  C11  C10  180.00   0.0  0
 KM1  CONST_33  CL19  C12  C13  C14  180.00   0.0  0
 KM1  CONST_34  CL19  C12  C13  C18    0.00   0.0  0
 KM1  CONST_35  H3    C3   C2   C1   180.00   0.0  0
 KM1  CONST_36  H5    C5   C6   C1   180.00   0.0  0
 KM1  CONST_37  H1    C1   C2   C3   180.00   0.0  0
 KM1  CONST_38  H2    C2   C3   C4   180.00   0.0  0
 KM1  CONST_39  H11   C11  C10  C9   180.00   0.0  0
 KM1  CONST_40  H10   C10  C11  C12  180.00   0.0  0
 KM1  CONST_41  H18   C18  C13  C12    0.00   0.0  0
 KM1  CONST_42  H17   C17  C18  C13  180.00   0.0  0
 KM1  CONST_43  H16   C16  N15  C14  180.00   0.0  0
 KM1  Var_01    O8    C7   C6   C1    89.41  30.0  2
 KM1  Var_02    C10   C9   O8   C7     0.83  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
 KM1  plan-1  C1    0.020
 KM1  plan-1  C2    0.020
 KM1  plan-1  C3    0.020
 KM1  plan-1  C4    0.020
 KM1  plan-1  C5    0.020
 KM1  plan-1  C6    0.020
 KM1  plan-1  C7    0.020
 KM1  plan-1  CL20  0.020
 KM1  plan-1  H1    0.020
 KM1  plan-1  H2    0.020
 KM1  plan-1  H3    0.020
 KM1  plan-1  H5    0.020
 KM1  plan-2  O8    0.020
 KM1  plan-2  C9    0.020
 KM1  plan-2  C10   0.020
 KM1  plan-2  C11   0.020
 KM1  plan-2  C12   0.020
 KM1  plan-2  C13   0.020
 KM1  plan-2  C14   0.020
 KM1  plan-2  N15   0.020
 KM1  plan-2  C16   0.020
 KM1  plan-2  C17   0.020
 KM1  plan-2  C18   0.020
 KM1  plan-2  CL19  0.020
 KM1  plan-2  H10   0.020
 KM1  plan-2  H11   0.020
 KM1  plan-2  H16   0.020
 KM1  plan-2  H17   0.020
 KM1  plan-2  H18   0.020

