# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 22:54:53 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 4-(aminomethyl)-6-chloroquinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCC1=CC(=O)Nc2ccc(Cl)cc12
#
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
 ILL  ILL  4-(aminomethyl)-6-chloroquinolin-2(1H)-one  ligand  23  14  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ILL
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
 ILL  C1    C   CR16  0  -0.320  -0.5310  -2.1307  -0.2218
 ILL  C2    C   CR16  0  -0.220  -1.8418  -1.7149  -0.1761
 ILL  C3    C   CR6   0  -0.039  -2.1284  -0.3657   0.0309
 ILL  C4    C   CR16  0  -0.306  -1.1208   0.5576   0.1840
 ILL  CL5   CL  CL    0  -0.123  -3.7813   0.1493   0.0973
 ILL  C6    C   CR66  0   0.005   0.2205   0.1538   0.1289
 ILL  C7    C   CR66  0   0.401   0.5066  -1.2064  -0.0682
 ILL  N8    N   NR16  0  -0.757   1.8105  -1.6215  -0.1052
 ILL  C9    C   CR6   0   0.536   2.9036  -0.8105   0.0427
 ILL  C10   C   CR16  0  -0.532   2.5906   0.5938   0.2358
 ILL  C11   C   CR6   0   0.289   1.3286   1.0707   0.2747
 ILL  O12   O   O     0  -0.490   4.0407  -1.2633   0.0052
 ILL  C13   C   CH2   0  -0.409   1.0735   2.5468   0.4275
 ILL  N14   N   NH2   0  -0.792   0.7195   3.1351  -0.8590
 ILL  H1    H   HCR6  0   0.290  -0.3047  -3.1780  -0.3758
 ILL  H2    H   HCR6  0   0.291  -2.6411  -2.4330  -0.2960
 ILL  H4    H   HCR6  0   0.286  -1.3714   1.5954   0.3566
 ILL  H8    H   HNR6  0   0.418   1.9915  -2.6066  -0.2486
 ILL  H10   H   HCR6  0   0.273   3.4346   1.2626   0.3446
 ILL  H131  H   HCH2  0   0.228   0.3296   2.7085   1.2181
 ILL  H132  H   HCH2  0   0.263   1.9926   3.0207   0.7718
 ILL  H14   H   HNH2  0   0.348  -0.2146   2.8547  -1.1299
 ILL  H5    H   HNH2  0   0.361   0.6804   4.1411  -0.7538

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
 ILL  C1   C2    aromatic  1.376  0.020  1.376
 ILL  C1   C7    aromatic  1.398  0.020  1.398
 ILL  C2   C3    aromatic  1.395  0.020  1.395
 ILL  C3   C4    aromatic  1.375  0.020  1.375
 ILL  C3   CL5   single    1.733  0.020  1.733
 ILL  C4   C6    aromatic  1.402  0.020  1.402
 ILL  C6   C7    aromatic  1.404  0.020  1.404
 ILL  C6   C11   single    1.446  0.020  1.446
 ILL  C7   N8    single    1.369  0.020  1.369
 ILL  N8   C9    single    1.369  0.020  1.369
 ILL  C9   C10   single    1.452  0.020  1.452
 ILL  C9   O12   double    1.225  0.020  1.225
 ILL  C10  C11   double    1.350  0.020  1.350
 ILL  C11  C13   single    1.506  0.020  1.506
 ILL  C13  N14   single    1.458  0.020  1.458
 ILL  C1   H1    single    0.930  0.020  1.080
 ILL  C2   H2    single    0.930  0.020  1.080
 ILL  C4   H4    single    0.930  0.020  1.080
 ILL  N8   H8    single    0.860  0.020  1.020
 ILL  C10  H10   single    0.930  0.020  1.080
 ILL  C13  H131  single    0.970  0.020  1.090
 ILL  C13  H132  single    0.970  0.020  1.090
 ILL  N14  H14   single    0.890  0.020  1.040
 ILL  N14  H5    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
 ILL  H1    C1   C7    120.01  3.000
 ILL  H1    C1   C2    119.75  3.000
 ILL  C7    C1   C2    120.24  3.000
 ILL  H2    C2   C3    120.47  3.000
 ILL  H2    C2   C1    119.99  3.000
 ILL  C3    C2   C1    119.54  3.000
 ILL  CL5   C3   C4    119.68  3.000
 ILL  CL5   C3   C2    119.29  3.000
 ILL  C4    C3   C2    121.03  3.000
 ILL  H4    C4   C6    120.29  3.000
 ILL  H4    C4   C3    119.49  3.000
 ILL  C6    C4   C3    120.22  3.000
 ILL  C11   C6   C7    118.19  3.000
 ILL  C11   C6   C4    123.14  3.000
 ILL  C7    C6   C4    118.66  3.000
 ILL  N8    C7   C6    119.46  3.000
 ILL  N8    C7   C1    120.23  3.000
 ILL  C6    C7   C1    120.31  3.000
 ILL  H8    N8   C9    116.70  3.000
 ILL  H8    N8   C7    118.00  3.000
 ILL  C9    N8   C7    125.30  3.000
 ILL  O12   C9   C10   124.20  3.000
 ILL  O12   C9   N8    121.26  3.000
 ILL  C10   C9   N8    114.54  3.000
 ILL  H10   C10  C11   120.53  3.000
 ILL  H10   C10  C9    116.29  3.000
 ILL  C11   C10  C9    123.18  3.000
 ILL  C13   C11  C10   120.51  3.000
 ILL  C13   C11  C6    120.14  3.000
 ILL  C10   C11  C6    119.32  3.000
 ILL  H132  C13  H131  106.25  3.000
 ILL  H132  C13  N14   107.94  3.000
 ILL  H131  C13  N14   114.30  3.000
 ILL  H132  C13  C11   108.39  3.000
 ILL  H131  C13  C11   109.41  3.000
 ILL  N14   C13  C11   110.31  3.000
 ILL  H5    N14  H14   105.51  3.000
 ILL  H5    N14  C13   108.58  3.000
 ILL  H14   N14  C13   110.39  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
 ILL  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 ILL  CONST_02  C4   C6   C7   C1     0.00   0.0  0
 ILL  CONST_03  C6   C7   C1   C2     0.00   0.0  0
 ILL  CONST_04  C6   C4   C3   C2     0.00   0.0  0
 ILL  CONST_05  C7   C1   C2   C3     0.00   0.0  0
 ILL  CONST_06  C7   C6   C4   C3     0.00   0.0  0
 ILL  CONST_07  C10  C9   N8   C7     0.00   0.0  0
 ILL  CONST_08  CL5  C3   C2   C1   180.00   0.0  0
 ILL  CONST_09  C6   C4   C3   CL5  180.00   0.0  0
 ILL  CONST_10  O12  C9   N8   C7   180.00   0.0  0
 ILL  CONST_11  H4   C4   C3   C2   180.00   0.0  0
 ILL  CONST_12  H1   C1   C2   C3   180.00   0.0  0
 ILL  CONST_13  H2   C2   C3   C4   180.00   0.0  0
 ILL  CONST_14  H8   N8   C9   C10  180.00   0.0  0
 ILL  Var_01    N14  C13  C11  C6   -76.20  30.0  3
 ILL  Var_02    H14  N14  C13  C11   72.57  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
 ILL  plan-1  C1   0.020
 ILL  plan-1  C2   0.020
 ILL  plan-1  C3   0.020
 ILL  plan-1  C4   0.020
 ILL  plan-1  CL5  0.020
 ILL  plan-1  C6   0.020
 ILL  plan-1  C7   0.020
 ILL  plan-1  N8   0.020
 ILL  plan-1  C9   0.020
 ILL  plan-1  C10  0.020
 ILL  plan-1  C11  0.020
 ILL  plan-1  O12  0.020
 ILL  plan-1  C13  0.020
 ILL  plan-1  H1   0.020
 ILL  plan-1  H2   0.020
 ILL  plan-1  H4   0.020
 ILL  plan-1  H8   0.020
 ILL  plan-1  H10  0.020

