# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 28 23:18:02 2022
#   Inital geometry file: a 76 line input string
#   Ligand name: 3-chloranyl-2-piperazin-1-yl-quinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cc2ccccc2nc1N3CCNCC3
#
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
 1K8  1K8  "3-chloranyl-2-piperazin-1-yl-quinoline"  ligand  31  17  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1K8
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
 1K8  C1   C   CH2   0  -0.321  33.2063  12.6155  -39.1019
 1K8  C2   C   CH2   0  -0.297  32.9525  13.8956  -39.8885
 1K8  C3   C   CR16  0  -0.312  33.3163  20.1105  -41.0495
 1K8  C4   C   CH2   0  -0.317  31.6043  14.7126  -38.0714
 1K8  C5   C   CH2   0  -0.316  31.8656  13.4308  -37.2954
 1K8  C6   C   CR16  0  -0.258  33.2470  20.2436  -42.4113
 1K8  C8   C   CR6   0   0.504  32.8662  16.2717  -39.4512
 1K8  C10  C   CR16  0  -0.134  33.2747  18.6255  -39.0617
 1K8  C12  C   CR66  0   0.219  32.9650  17.7013  -41.2659
 1K8  C13  C   CR16  0  -0.295  32.9021  17.8649  -42.6664
 1K8  N1   N   NH1   0  -0.577  32.1624  12.2905  -38.1448
 1K8  N3   N   NT    0  -0.495  32.7389  14.9903  -38.9534
 1K8  C9   C   CR6   0  -0.152  33.1408  17.3673  -38.5656
 1K8  C11  C   CR66  0   0.057  33.1769  18.8393  -40.4554
 1K8  N13  N   N     0  -0.480  32.8028  16.4655  -40.7410
 1K8  CL1  CL  CL    0  -0.099  33.4291  17.0917  -36.8829
 1K8  C7   C   CR16  0  -0.256  33.0375  19.1105  -43.2224
 1K8  H1   H   HCH2  0   0.239  33.3242  11.7835  -39.7987
 1K8  H2   H   HCH2  0   0.222  34.1519  12.7161  -38.5600
 1K8  H3   H   HCH2  0   0.211  32.0890  13.7594  -40.5553
 1K8  H4   H   HCH2  0   0.246  33.8141  14.1184  -40.5181
 1K8  H6   H   HCH2  0   0.250  31.4351  15.5362  -37.3809
 1K8  H7   H   HCH2  0   0.224  30.6892  14.6035  -38.6721
 1K8  H8   H   HCH2  0   0.223  32.7124  13.5955  -36.6216
 1K8  H9   H   HCH2  0   0.240  30.9987  13.1994  -36.6740
 1K8  H10  H   HCR6  0   0.261  33.3535  21.2182  -42.8686
 1K8  H11  H   HCR6  0   0.288  33.4954  19.4576  -38.4044
 1K8  H12  H   HCR6  0   0.258  32.7394  16.9910  -43.2841
 1K8  H13  H   HNH1  0   0.341  31.3224  12.0273  -38.6484
 1K8  H15  H   HCR6  0   0.261  32.9844  19.2284  -44.2970
 1K8  H5   H   HCR6  0   0.263  33.4817  20.9741  -40.4166

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
 1K8  C7   C13  aromatic  1.371  0.020  1.371
 1K8  C7   C6   aromatic  1.409  0.020  1.409
 1K8  C13  C12  aromatic  1.411  0.020  1.411
 1K8  C6   C3   aromatic  1.370  0.020  1.370
 1K8  C12  N13  aromatic  1.352  0.020  1.352
 1K8  C12  C11  aromatic  1.413  0.020  1.413
 1K8  C3   C11  aromatic  1.410  0.020  1.410
 1K8  N13  C8   aromatic  1.306  0.020  1.306
 1K8  C11  C10  aromatic  1.413  0.020  1.413
 1K8  C2   N3   single    1.455  0.020  1.455
 1K8  C2   C1   single    1.524  0.020  1.524
 1K8  C8   N3   single    1.381  0.020  1.381
 1K8  C8   C9   aromatic  1.435  0.020  1.435
 1K8  N3   C4   single    1.464  0.020  1.464
 1K8  C10  C9   aromatic  1.359  0.020  1.359
 1K8  C1   N1   single    1.453  0.020  1.453
 1K8  C9   CL1  single    1.729  0.020  1.729
 1K8  C4   C5   single    1.521  0.020  1.521
 1K8  N1   C5   single    1.453  0.020  1.453
 1K8  C1   H1   single    0.970  0.020  1.090
 1K8  C1   H2   single    0.970  0.020  1.090
 1K8  C2   H3   single    0.970  0.020  1.090
 1K8  C2   H4   single    0.970  0.020  1.090
 1K8  C3   H5   single    0.930  0.020  1.080
 1K8  C4   H6   single    0.970  0.020  1.090
 1K8  C4   H7   single    0.970  0.020  1.090
 1K8  C5   H8   single    0.970  0.020  1.090
 1K8  C5   H9   single    0.970  0.020  1.090
 1K8  C6   H10  single    0.930  0.020  1.080
 1K8  C10  H11  single    0.930  0.020  1.080
 1K8  C13  H12  single    0.930  0.020  1.080
 1K8  N1   H13  single    0.890  0.020  1.040
 1K8  C7   H15  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
 1K8  H2   C1   H1   107.02  3.000
 1K8  H2   C1   N1   108.37  3.000
 1K8  H1   C1   N1   109.12  3.000
 1K8  H2   C1   C2   108.80  3.000
 1K8  H1   C1   C2   109.19  3.000
 1K8  N1   C1   C2   114.10  3.000
 1K8  H4   C2   H3   107.21  3.000
 1K8  H4   C2   N3   109.47  3.000
 1K8  H3   C2   N3   111.56  3.000
 1K8  H4   C2   C1   109.77  3.000
 1K8  H3   C2   C1   109.86  3.000
 1K8  N3   C2   C1   108.94  3.000
 1K8  H5   C3   C11  119.19  3.000
 1K8  H5   C3   C6   120.73  3.000
 1K8  C11  C3   C6   120.09  3.000
 1K8  H7   C4   H6   106.99  3.000
 1K8  H7   C4   N3   109.54  3.000
 1K8  H6   C4   N3   111.06  3.000
 1K8  H7   C4   C5   109.75  3.000
 1K8  H6   C4   C5   109.93  3.000
 1K8  N3   C4   C5   109.52  3.000
 1K8  H9   C5   H8   107.21  3.000
 1K8  H9   C5   N1   109.19  3.000
 1K8  H8   C5   N1   108.66  3.000
 1K8  H9   C5   C4   109.44  3.000
 1K8  H8   C5   C4   108.67  3.000
 1K8  N1   C5   C4   113.48  3.000
 1K8  H10  C6   C7   119.72  3.000
 1K8  H10  C6   C3   120.18  3.000
 1K8  C7   C6   C3   120.11  3.000
 1K8  N13  C8   C9   120.36  3.000
 1K8  C9   C8   N3   120.24  3.000
 1K8  N13  C8   N3   119.30  3.000
 1K8  H11  C10  C11  119.76  3.000
 1K8  H11  C10  C9   120.65  3.000
 1K8  C11  C10  C9   119.55  3.000
 1K8  N13  C12  C11  122.09  3.000
 1K8  C11  C12  C13  118.85  3.000
 1K8  N13  C12  C13  119.06  3.000
 1K8  H12  C13  C7   121.13  3.000
 1K8  H12  C13  C12  118.65  3.000
 1K8  C7   C13  C12  120.23  3.000
 1K8  H13  N1   C5   108.95  3.000
 1K8  H13  N1   C1   109.03  3.000
 1K8  C5   N1   C1   110.88  3.000
 1K8  C8   N3   C4   117.70  3.000
 1K8  C4   N3   C2   110.99  3.000
 1K8  C8   N3   C2   116.93  3.000
 1K8  CL1  C9   C10  119.10  3.000
 1K8  CL1  C9   C8   120.70  3.000
 1K8  C10  C9   C8   120.02  3.000
 1K8  C12  C11  C10  117.01  3.000
 1K8  C10  C11  C3   123.02  3.000
 1K8  C12  C11  C3   119.94  3.000
 1K8  C12  N13  C8   120.87  3.000
 1K8  H15  C7   C13  119.79  3.000
 1K8  H15  C7   C6   119.42  3.000
 1K8  C13  C7   C6   120.79  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
 1K8  CONST_01  C13  C7   C6   C3      0.00   0.0  0
 1K8  CONST_02  C13  C12  C11  C3      0.00   0.0  0
 1K8  CONST_03  N13  C12  C11  C3    180.00   0.0  0
 1K8  CONST_04  C9   C10  C11  C3    180.00   0.0  0
 1K8  CONST_05  C12  C13  C7   C6      0.00   0.0  0
 1K8  CONST_06  C12  C11  C3   C6      0.00   0.0  0
 1K8  CONST_07  C10  C11  C3   C6    180.00   0.0  0
 1K8  CONST_08  C13  C12  N13  C8    180.00   0.0  0
 1K8  CONST_09  C11  C12  N13  C8      0.00   0.0  0
 1K8  CONST_10  C11  C10  C9   C8      0.00   0.0  0
 1K8  CONST_11  C13  C12  C11  C10   180.00   0.0  0
 1K8  CONST_12  N13  C12  C11  C10     0.00   0.0  0
 1K8  CONST_13  N13  C8   C9   C10     0.00   0.0  0
 1K8  CONST_14  C9   C8   N13  C12     0.00   0.0  0
 1K8  CONST_15  C9   C10  C11  C12     0.00   0.0  0
 1K8  CONST_16  C7   C13  C12  C11     0.00   0.0  0
 1K8  CONST_17  C7   C6   C3   C11     0.00   0.0  0
 1K8  CONST_18  C7   C13  C12  N13   180.00   0.0  0
 1K8  CONST_19  N3   C8   C9   C10   180.00   0.0  0
 1K8  CONST_20  N3   C8   N13  C12   180.00   0.0  0
 1K8  CONST_21  CL1  C9   C8   N3      0.00   0.0  0
 1K8  CONST_22  CL1  C9   C10  C11   180.00   0.0  0
 1K8  CONST_23  CL1  C9   C8   N13   180.00   0.0  0
 1K8  CONST_24  H15  C7   C6   C3    180.00   0.0  0
 1K8  CONST_25  H11  C10  C11  C3      0.00   0.0  0
 1K8  CONST_26  H12  C13  C7   C6    180.00   0.0  0
 1K8  CONST_27  H11  C10  C9   C8    180.00   0.0  0
 1K8  CONST_28  H5   C3   C11  C10     0.00   0.0  0
 1K8  CONST_29  H15  C7   C13  C12   180.00   0.0  0
 1K8  CONST_30  H5   C3   C11  C12   180.00   0.0  0
 1K8  CONST_31  H11  C10  C11  C12   180.00   0.0  0
 1K8  CONST_32  H10  C6   C7   C13   180.00   0.0  0
 1K8  CONST_33  H12  C13  C12  C11   180.00   0.0  0
 1K8  CONST_34  H10  C6   C3   C11   180.00   0.0  0
 1K8  CONST_35  H12  C13  C12  N13     0.00   0.0  0
 1K8  CONST_36  H5   C3   C6   C7    180.00   0.0  0
 1K8  Var_01    C8   N3   C2   C1    162.33  30.0  1
 1K8  Var_02    C4   N3   C2   C1    -58.78  30.0  1
 1K8  Var_03    C4   C5   N1   C1     50.67  30.0  1
 1K8  Var_04    N13  C8   N3   C2     18.46  30.0  1
 1K8  Var_05    C9   C8   N3   C2   -158.04  30.0  1
 1K8  Var_06    C5   C4   N3   C2     59.17  30.0  1
 1K8  Var_07    C5   N1   C1   C2    -50.96  30.0  1
 1K8  Var_08    N13  C8   N3   C4   -117.64  30.0  1
 1K8  Var_09    C9   C8   N3   C4     65.86  30.0  1
 1K8  Var_10    C8   N3   C4   C5   -162.30  30.0  1
 1K8  Var_11    N3   C2   C1   N1     55.19  30.0  1
 1K8  Var_12    N3   C4   C5   N1    -55.07  30.0  1
 1K8  Var_13    H8   C5   N1   C1    -70.33  30.0  1
 1K8  Var_14    H9   C5   N1   C1    173.04  30.0  1
 1K8  Var_15    H6   C4   N3   C2   -179.22  30.0  1
 1K8  Var_16    H7   C4   N3   C2    -61.25  30.0  1
 1K8  Var_17    H13  N1   C1   C2     68.99  30.0  1
 1K8  Var_18    H3   C2   N3   C4     62.67  30.0  1
 1K8  Var_19    H4   C2   N3   C4   -178.83  30.0  1
 1K8  Var_20    H13  N1   C5   C4    -69.33  30.0  1
 1K8  Var_21    H1   C1   N1   C5   -173.39  30.0  1
 1K8  Var_22    H2   C1   N1   C5     70.40  30.0  1
 1K8  Var_23    H3   C2   N3   C8    -76.21  30.0  1
 1K8  Var_24    H4   C2   N3   C8     42.29  30.0  1
 1K8  Var_25    H6   C4   N3   C8    -40.69  30.0  1
 1K8  Var_26    H7   C4   N3   C8     77.29  30.0  1
 1K8  Var_27    H3   C2   C1   N1    -67.30  30.0  1
 1K8  Var_28    H4   C2   C1   N1    175.04  30.0  1
 1K8  Var_29    H6   C4   C5   N1   -177.36  30.0  1
 1K8  Var_30    H7   C4   C5   N1     65.22  30.0  1
 1K8  Var_31    H1   C1   C2   N3    177.57  30.0  1
 1K8  Var_32    H2   C1   C2   N3    -65.94  30.0  1
 1K8  Var_33    H8   C5   C4   N3     65.92  30.0  1
 1K8  Var_34    H9   C5   C4   N3   -177.30  30.0  1

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
 1K8  plan-1  C3   0.020
 1K8  plan-1  C6   0.020
 1K8  plan-1  C8   0.020
 1K8  plan-1  C10  0.020
 1K8  plan-1  C12  0.020
 1K8  plan-1  C13  0.020
 1K8  plan-1  N3   0.020
 1K8  plan-1  C9   0.020
 1K8  plan-1  C11  0.020
 1K8  plan-1  N13  0.020
 1K8  plan-1  CL1  0.020
 1K8  plan-1  C7   0.020
 1K8  plan-1  H10  0.020
 1K8  plan-1  H11  0.020
 1K8  plan-1  H12  0.020
 1K8  plan-1  H15  0.020
 1K8  plan-1  H5   0.020

