# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 17:11:49 2022
#   Inital geometry file: a 116 line input string
#   Ligand name: 4-carbamoyl-2-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-1-methylquinolin-1-ium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(ccc1O)\C=C\c2cc(C(N)=O)c3ccccc3[n+]2C
#
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
 WAM  WAM  4-carbamoyl-2-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-1-methylquinolin-1-ium  ligand  44  25  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_WAM
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
 WAM  C1    C  CH3   0  -0.583  24.8260  21.9909  33.1356
 WAM  C2    C  CR6   0   0.495  24.8890  19.9740  31.7780
 WAM  C3    C  CR16  0  -0.411  24.2271  18.8653  31.2097
 WAM  N1    N  NR6   1  -0.579  24.1599  20.9120  32.3992
 WAM  C8A   C  CR66  0   0.377  22.7760  20.8847  32.3994
 WAM  C4A   C  CR66  0   0.053  22.0974  19.7703  31.8583
 WAM  C4    C  CR6   0   0.123  22.8747  18.7376  31.2705
 WAM  C8    C  CR16  0  -0.312  22.0378  21.9578  32.9234
 WAM  C5    C  CR16  0  -0.315  20.6884  19.7523  31.8774
 WAM  C7    C  CR16  0  -0.236  20.6656  21.9084  32.9222
 WAM  C6    C  CR16  0  -0.233  19.9831  20.8010  32.4042
 WAM  C19   C  C     0   0.457  22.2320  17.4798  30.7466
 WAM  O19   O  O     0  -0.446  21.5737  16.7810  31.4957
 WAM  N19   N  NH2   0  -0.780  22.4768  17.2172  29.4623
 WAM  C10   C  C1    0  -0.251  27.1551  19.0660  31.5651
 WAM  C11   C  CR6   0   0.155  28.5911  19.1090  31.4154
 WAM  C12   C  CR16  0  -0.464  29.3100  20.3104  31.2807
 WAM  C16   C  CR16  0  -0.309  29.2903  17.9025  31.4061
 WAM  C13   C  CR6   0   0.345  30.6793  20.2938  31.1414
 WAM  C15   C  CR16  0  -0.332  30.6684  17.8789  31.2693
 WAM  C14   C  CR6   0   0.300  31.3749  19.0628  31.1366
 WAM  O14   O  OH1   0  -0.607  32.7041  19.0210  31.0043
 WAM  O13   O  O2    0  -0.485  31.4683  21.3743  31.0003
 WAM  CM13  C  CH3   0  -0.435  30.8701  22.6558  30.9630
 WAM  HM12  H  HCH3  0   0.296  24.3108  22.1545  34.0766
 WAM  HM11  H  HCH3  0   0.306  25.8424  21.7038  33.3731
 WAM  HM13  H  HCH3  0   0.296  24.8306  22.9097  32.5522
 WAM  H3    H  HCR6  0   0.312  24.8230  18.1191  30.7043
 WAM  H8    H  HCR6  0   0.308  22.5232  22.8401  33.3105
 WAM  H5    H  HCR6  0   0.279  20.1578  18.9048  31.4688
 WAM  H9    H  H     0   0.313  26.7127  21.1293  31.6224
 WAM  H7    H  HCR6  0   0.286  20.1099  22.7456  33.3220
 WAM  H6    H  HCR6  0   0.281  18.9023  20.7787  32.4122
 WAM  H192  H  HNH2  0   0.417  22.1009  16.3842  29.0356
 WAM  H191  H  HNH2  0   0.424  22.9697  17.8610  28.8658
 WAM  H10   H  H     0   0.284  26.7447  18.0642  31.6429
 WAM  H12   H  HCR6  0   0.291  28.7840  21.2556  31.2846
 WAM  H16   H  HCR6  0   0.267  28.7514  16.9689  31.5073
 WAM  H15   H  HCR6  0   0.276  31.2049  16.9389  31.2628
 WAM  H14   H  HOH1  0   0.478  33.0656  19.9124  30.9114
 WAM  H132  H  HCH3  0   0.267  31.6777  23.3692  30.8235
 WAM  H133  H  HCH3  0   0.235  30.1673  22.7474  30.1314
 WAM  H131  H  HCH3  0   0.235  30.3503  22.8853  31.8965
 WAM  C9    C  C1    0  -0.380  26.3193  20.1223  31.6542

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
 WAM  C15   C16   aromatic  1.385  0.020  1.385
 WAM  C15   C14   aromatic  1.385  0.020  1.385
 WAM  C16   C11   aromatic  1.395  0.020  1.395
 WAM  O14   C14   single    1.336  0.020  1.336
 WAM  C14   C13   aromatic  1.414  0.020  1.414
 WAM  N19   C19   single    1.333  0.020  1.333
 WAM  C11   C10   single    1.444  0.020  1.444
 WAM  C11   C12   aromatic  1.407  0.020  1.407
 WAM  C10   C9    double    1.350  0.020  1.350
 WAM  C13   C12   aromatic  1.377  0.020  1.377
 WAM  C13   O13   single    1.345  0.020  1.345
 WAM  C19   C4    single    1.506  0.020  1.506
 WAM  C19   O19   double    1.218  0.020  1.218
 WAM  O13   CM13  single    1.415  0.020  1.415
 WAM  C3    C4    aromatic  1.360  0.020  1.360
 WAM  C3    C2    aromatic  1.411  0.020  1.411
 WAM  C4    C4A   aromatic  1.420  0.020  1.420
 WAM  C9    C2    single    1.443  0.020  1.443
 WAM  C5    C4A   aromatic  1.409  0.020  1.409
 WAM  C5    C6    aromatic  1.369  0.020  1.369
 WAM  C2    N1    aromatic  1.341  0.020  1.341
 WAM  C4A   C8A   aromatic  1.413  0.020  1.413
 WAM  C6    C7    aromatic  1.400  0.020  1.400
 WAM  C7    C8    aromatic  1.373  0.020  1.373
 WAM  C8A   C8    aromatic  1.404  0.020  1.404
 WAM  C8A   N1    aromatic  1.384  0.020  1.384
 WAM  N1    C1    single    1.466  0.020  1.466
 WAM  C1    HM12  single    0.970  0.020  1.090
 WAM  C1    HM11  single    0.970  0.020  1.090
 WAM  C1    HM13  single    0.970  0.020  1.090
 WAM  C3    H3    single    0.930  0.020  1.080
 WAM  C8    H8    single    0.930  0.020  1.080
 WAM  C5    H5    single    0.930  0.020  1.080
 WAM  C9    H9    single    0.930  0.020  1.080
 WAM  C7    H7    single    0.930  0.020  1.080
 WAM  C6    H6    single    0.930  0.020  1.080
 WAM  N19   H192  single    0.860  0.020  1.020
 WAM  N19   H191  single    0.860  0.020  1.020
 WAM  C10   H10   single    0.930  0.020  1.080
 WAM  C12   H12   single    0.930  0.020  1.080
 WAM  C16   H16   single    0.930  0.020  1.080
 WAM  C15   H15   single    0.930  0.020  1.080
 WAM  O14   H14   single    0.850  0.020  0.980
 WAM  CM13  H132  single    0.970  0.020  1.090
 WAM  CM13  H133  single    0.970  0.020  1.090
 WAM  CM13  H131  single    0.970  0.020  1.090

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
 WAM  HM13  C1    HM11  109.72  3.000
 WAM  HM13  C1    HM12  109.85  3.000
 WAM  HM11  C1    HM12  107.19  3.000
 WAM  HM13  C1    N1    110.72  3.000
 WAM  HM11  C1    N1    109.97  3.000
 WAM  HM12  C1    N1    109.32  3.000
 WAM  C9    C2    N1    120.45  3.000
 WAM  N1    C2    C3    118.78  3.000
 WAM  C9    C2    C3    120.74  3.000
 WAM  H3    C3    C4    120.30  3.000
 WAM  H3    C3    C2    118.19  3.000
 WAM  C4    C3    C2    121.50  3.000
 WAM  C8A   N1    C2    122.01  3.000
 WAM  C8A   N1    C1    117.95  3.000
 WAM  C2    N1    C1    120.03  3.000
 WAM  C8    C8A   C4A   119.56  3.000
 WAM  C8    C8A   N1    120.71  3.000
 WAM  C4A   C8A   N1    119.73  3.000
 WAM  C5    C4A   C4    122.93  3.000
 WAM  C5    C4A   C8A   119.03  3.000
 WAM  C4    C4A   C8A   117.99  3.000
 WAM  C19   C4    C4A   121.17  3.000
 WAM  C4A   C4    C3    119.64  3.000
 WAM  C19   C4    C3    119.16  3.000
 WAM  H8    C8    C7    118.65  3.000
 WAM  H8    C8    C8A   121.49  3.000
 WAM  C7    C8    C8A   119.85  3.000
 WAM  H5    C5    C6    119.57  3.000
 WAM  H5    C5    C4A   119.74  3.000
 WAM  C6    C5    C4A   120.69  3.000
 WAM  H7    C7    C6    119.91  3.000
 WAM  H7    C7    C8    119.03  3.000
 WAM  C6    C7    C8    121.06  3.000
 WAM  H6    C6    C7    120.06  3.000
 WAM  H6    C6    C5    120.14  3.000
 WAM  C7    C6    C5    119.80  3.000
 WAM  N19   C19   O19   125.36  3.000
 WAM  O19   C19   C4    119.72  3.000
 WAM  N19   C19   C4    114.90  3.000
 WAM  H191  N19   H192  117.39  3.000
 WAM  H191  N19   C19   122.32  3.000
 WAM  H192  N19   C19   120.11  3.000
 WAM  H10   C10   C11   114.26  3.000
 WAM  H10   C10   C9    118.91  3.000
 WAM  C11   C10   C9    126.80  3.000
 WAM  C16   C11   C12   118.82  3.000
 WAM  C12   C11   C10   122.92  3.000
 WAM  C16   C11   C10   118.26  3.000
 WAM  H12   C12   C13   119.64  3.000
 WAM  H12   C12   C11   119.84  3.000
 WAM  C13   C12   C11   120.52  3.000
 WAM  H16   C16   C15   119.33  3.000
 WAM  H16   C16   C11   119.72  3.000
 WAM  C15   C16   C11   120.95  3.000
 WAM  O13   C13   C14   114.23  3.000
 WAM  O13   C13   C12   125.76  3.000
 WAM  C14   C13   C12   120.01  3.000
 WAM  H15   C15   C14   119.27  3.000
 WAM  H15   C15   C16   120.57  3.000
 WAM  C14   C15   C16   120.16  3.000
 WAM  O14   C14   C15   119.35  3.000
 WAM  O14   C14   C13   121.12  3.000
 WAM  C15   C14   C13   119.53  3.000
 WAM  H14   O14   C14   110.66  3.000
 WAM  CM13  O13   C13   118.84  3.000
 WAM  H131  CM13  H133  109.06  3.000
 WAM  H131  CM13  H132  108.98  3.000
 WAM  H133  CM13  H132  108.99  3.000
 WAM  H131  CM13  O13   111.64  3.000
 WAM  H133  CM13  O13   111.59  3.000
 WAM  H132  CM13  O13   106.49  3.000
 WAM  H9    C9    C10   120.10  3.000
 WAM  H9    C9    C2    117.30  3.000
 WAM  C10   C9    C2    122.60  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
 WAM  CONST_01  C4A   C4    C3   C2      0.00   0.0  0
 WAM  CONST_02  C4A   C8A   N1   C2      0.00   0.0  0
 WAM  CONST_03  C8    C8A   N1   C2    180.00   0.0  0
 WAM  CONST_04  C5    C4A   C4   C3    180.00   0.0  0
 WAM  CONST_05  C8A   C4A   C4   C3      0.00   0.0  0
 WAM  CONST_06  C8A   N1    C2   C3      0.00   0.0  0
 WAM  CONST_07  C4    C3    C2   N1      0.00   0.0  0
 WAM  CONST_08  C4    C4A   C8A  N1      0.00   0.0  0
 WAM  CONST_09  C5    C4A   C8A  N1    180.00   0.0  0
 WAM  CONST_10  C7    C8    C8A  N1    180.00   0.0  0
 WAM  CONST_11  C6    C5    C4A  C8A     0.00   0.0  0
 WAM  CONST_12  C6    C7    C8   C8A     0.00   0.0  0
 WAM  CONST_13  C7    C6    C5   C4A     0.00   0.0  0
 WAM  CONST_14  C7    C8    C8A  C4A     0.00   0.0  0
 WAM  CONST_15  C6    C5    C4A  C4    180.00   0.0  0
 WAM  CONST_16  C8    C8A   C4A  C4    180.00   0.0  0
 WAM  CONST_17  C5    C6    C7   C8      0.00   0.0  0
 WAM  CONST_18  C5    C4A   C8A  C8      0.00   0.0  0
 WAM  CONST_19  C14   C15   C16  C11     0.00   0.0  0
 WAM  CONST_20  C14   C13   C12  C11     0.00   0.0  0
 WAM  CONST_21  C15   C16   C11  C12     0.00   0.0  0
 WAM  CONST_22  C15   C14   C13  C12     0.00   0.0  0
 WAM  CONST_23  C13   C14   C15  C16     0.00   0.0  0
 WAM  CONST_24  C13   C12   C11  C16     0.00   0.0  0
 WAM  CONST_25  C3    C2    N1   C1    180.00   0.0  0
 WAM  CONST_26  C4A   C8A   N1   C1    180.00   0.0  0
 WAM  CONST_27  C8    C8A   N1   C1      0.00   0.0  0
 WAM  CONST_28  C19   C4    C3   C2    180.00   0.0  0
 WAM  CONST_29  C19   C4    C4A  C8A   180.00   0.0  0
 WAM  CONST_30  C9    C2    N1   C8A   180.00   0.0  0
 WAM  CONST_31  C9    C2    C3   C4    180.00   0.0  0
 WAM  CONST_32  C19   C4    C4A  C5      0.00   0.0  0
 WAM  CONST_33  C15   C16   C11  C10   180.00   0.0  0
 WAM  CONST_34  C13   C12   C11  C10   180.00   0.0  0
 WAM  CONST_35  O13   C13   C12  C11   180.00   0.0  0
 WAM  CONST_36  O14   C14   C13  C12   180.00   0.0  0
 WAM  CONST_37  O14   C14   C15  C16   180.00   0.0  0
 WAM  CONST_38  O13   C13   C14  C15   180.00   0.0  0
 WAM  CONST_39  H3    C3    C2   N1    180.00   0.0  0
 WAM  CONST_40  H8    C8    C8A  N1      0.00   0.0  0
 WAM  CONST_41  H5    C5    C4A  C8A   180.00   0.0  0
 WAM  CONST_42  H7    C7    C8   C8A   180.00   0.0  0
 WAM  CONST_43  H6    C6    C5   C4A   180.00   0.0  0
 WAM  CONST_44  H15   C15   C16  C11   180.00   0.0  0
 WAM  CONST_45  H16   C16   C11  C12   180.00   0.0  0
 WAM  CONST_46  H12   C12   C11  C16   180.00   0.0  0
 WAM  CONST_47  H192  N19   C19  C4    180.00   0.0  0
 WAM  CONST_48  H191  N19   C19  C4      0.00   0.0  0
 WAM  Var_01    C11   C10   C9   C2    178.82   0.0  2
 WAM  Var_02    N19   C19   C4   C3    -58.64  30.0  2
 WAM  Var_03    C10   C9    C2   C3    -30.09  30.0  1
 WAM  Var_04    C16   C11   C10  C9    176.95  30.0  3
 WAM  Var_05    HM12  C1    N1   C2   -137.24  30.0  2
 WAM  Var_06    H132  CM13  O13  C13  -178.80  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
 WAM  plan-1  C10   0.020
 WAM  plan-1  C11   0.020
 WAM  plan-1  C12   0.020
 WAM  plan-1  C16   0.020
 WAM  plan-1  C13   0.020
 WAM  plan-1  C15   0.020
 WAM  plan-1  C14   0.020
 WAM  plan-1  O14   0.020
 WAM  plan-1  O13   0.020
 WAM  plan-1  H12   0.020
 WAM  plan-1  H16   0.020
 WAM  plan-1  H15   0.020
 WAM  plan-2  C1    0.020
 WAM  plan-2  C2    0.020
 WAM  plan-2  C3    0.020
 WAM  plan-2  N1    0.020
 WAM  plan-2  C8A   0.020
 WAM  plan-2  C4A   0.020
 WAM  plan-2  C4    0.020
 WAM  plan-2  C8    0.020
 WAM  plan-2  C5    0.020
 WAM  plan-2  C7    0.020
 WAM  plan-2  C6    0.020
 WAM  plan-2  C19   0.020
 WAM  plan-2  H3    0.020
 WAM  plan-2  H8    0.020
 WAM  plan-2  H5    0.020
 WAM  plan-2  H7    0.020
 WAM  plan-2  H6    0.020
 WAM  plan-2  C9    0.020
 WAM  plan-3  C4    0.020
 WAM  plan-3  C19   0.020
 WAM  plan-3  O19   0.020
 WAM  plan-3  N19   0.020
 WAM  plan-3  H192  0.020
 WAM  plan-3  H191  0.020
 WAM  plan-4  C2    0.020
 WAM  plan-4  C10   0.020
 WAM  plan-4  C11   0.020
 WAM  plan-4  H9    0.020
 WAM  plan-4  H10   0.020
 WAM  plan-4  C9    0.020

