# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 11:56:34 2020
#   Inital geometry file: a 63 line input string
#   Ligand name: 3,4-dihydroxy-1-methylquinolin-2(1H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)C(=C(O)c2ccccc12)O
#
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
 LI6  LI6  3,4-dihydroxy-1-methylquinolin-2(1H)-one  ligand  23  14  .  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_LI6
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
 LI6  C4    C  CR16  0  -0.327  -2.0606   1.2672  -0.0068
 LI6  C5    C  CR66  0   0.357  -0.8012   0.6546  -0.0045
 LI6  C6    C  CR66  0  -0.046  -0.7277  -0.7512  -0.0100
 LI6  C7    C  CR6   0   0.371   0.5648  -1.3751  -0.0079
 LI6  C8    C  CR6   0   0.093   1.6744  -0.6015  -0.0014
 LI6  C9    C  CR6   0   0.462   1.6052   0.8413   0.0048
 LI6  O13   O  OH1   0  -0.640   2.9020  -1.1619  -0.0004
 LI6  N10   N  NR6   0  -0.609   0.3585   1.4101   0.0029
 LI6  C11   C  CH3   0  -0.566   0.2616   2.8623   0.0087
 LI6  O14   O  OH1   0  -0.608   0.5950  -2.7132  -0.0128
 LI6  C3    C  CR16  0  -0.253  -3.2103   0.5038  -0.0143
 LI6  C2    C  CR16  0  -0.259  -3.1406  -0.8880  -0.0196
 LI6  C1    C  CR16  0  -0.302  -1.9088  -1.5047  -0.0172
 LI6  H4    H  HCR6  0   0.289  -2.1534   2.3427  -0.0024
 LI6  H13   H  HOH1  0   0.471   3.5569  -0.4486   0.0094
 LI6  H111  H  HCH3  0   0.284   1.2584   3.2853   0.0131
 LI6  H112  H  HCH3  0   0.261  -0.2634   3.2140  -0.8783
 LI6  H113  H  HCH3  0   0.261  -0.2678   3.2068   0.8960
 LI6  H14   H  HOH1  0   0.484   1.5039  -3.0387  -0.0087
 LI6  H3    H  HCR6  0   0.266  -4.1717   1.0001  -0.0163
 LI6  H2    H  HCR6  0   0.261  -4.0440  -1.4824  -0.0260
 LI6  H1    H  HCR6  0   0.265  -1.8517  -2.5842  -0.0212
 LI6  O12   O  OC    0  -0.515   2.6456   1.5003   0.0124

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
 LI6  C4   C5    aromatic  1.400  0.020  1.400
 LI6  C4   C3    aromatic  1.380  0.020  1.380
 LI6  C4   H4    single    0.930  0.020  1.080
 LI6  C5   C6    aromatic  1.408  0.020  1.408
 LI6  C5   N10   aromatic  1.384  0.020  1.384
 LI6  C6   C7    aromatic  1.435  0.020  1.435
 LI6  C6   C1    aromatic  1.401  0.020  1.401
 LI6  C7   C8    aromatic  1.353  0.020  1.353
 LI6  C7   O14   single    1.338  0.020  1.338
 LI6  C8   C9    aromatic  1.445  0.020  1.445
 LI6  C8   O13   single    1.349  0.020  1.349
 LI6  O12  C9    double    1.232  0.020  1.232
 LI6  C9   N10   aromatic  1.370  0.020  1.370
 LI6  O13  H13   single    0.850  0.020  0.980
 LI6  N10  C11   single    1.455  0.020  1.455
 LI6  C11  H111  single    0.970  0.020  1.090
 LI6  C11  H112  single    0.970  0.020  1.090
 LI6  C11  H113  single    0.970  0.020  1.090
 LI6  O14  H14   single    0.850  0.020  0.980
 LI6  C3   C2    aromatic  1.394  0.020  1.394
 LI6  C3   H3    single    0.930  0.020  1.080
 LI6  C2   C1    aromatic  1.378  0.020  1.378
 LI6  C2   H2    single    0.930  0.020  1.080
 LI6  C1   H1    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
 LI6  H4    C4   C3    118.65  3.000
 LI6  H4    C4   C5    120.87  3.000
 LI6  C3    C4   C5    120.48  3.000
 LI6  N10   C5   C6    120.09  3.000
 LI6  N10   C5   C4    120.98  3.000
 LI6  C6    C5   C4    118.93  3.000
 LI6  C1    C6   C7    121.70  3.000
 LI6  C1    C6   C5    119.55  3.000
 LI6  C7    C6   C5    118.75  3.000
 LI6  O14   C7   C8    123.59  3.000
 LI6  O14   C7   C6    117.06  3.000
 LI6  C8    C7   C6    119.35  3.000
 LI6  O13   C8   C9    117.28  3.000
 LI6  O13   C8   C7    120.58  3.000
 LI6  C9    C8   C7    122.14  3.000
 LI6  N10   C9   O12   123.13  3.000
 LI6  N10   C9   C8    117.27  3.000
 LI6  O12   C9   C8    119.61  3.000
 LI6  H13   O13  C8    108.02  3.000
 LI6  C11   N10  C9    118.34  3.000
 LI6  C11   N10  C5    119.26  3.000
 LI6  C9    N10  C5    122.40  3.000
 LI6  H113  C11  H112  109.08  3.000
 LI6  H113  C11  H111  108.69  3.000
 LI6  H112  C11  H111  108.72  3.000
 LI6  H113  C11  N10   110.57  3.000
 LI6  H112  C11  N10   110.56  3.000
 LI6  H111  C11  N10   109.18  3.000
 LI6  H14   O14  C7    111.00  3.000
 LI6  H3    C3   C2    120.17  3.000
 LI6  H3    C3   C4    119.11  3.000
 LI6  C2    C3   C4    120.72  3.000
 LI6  H2    C2   C1    120.06  3.000
 LI6  H2    C2   C3    120.47  3.000
 LI6  C1    C2   C3    119.46  3.000
 LI6  H1    C1   C2    119.62  3.000
 LI6  H1    C1   C6    119.51  3.000
 LI6  C2    C1   C6    120.87  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
 LI6  CONST_01  C7    C6   C5   C4    180.00   0.0  0
 LI6  CONST_02  C1    C6   C5   C4      0.00   0.0  0
 LI6  CONST_03  C9    N10  C5   C4    180.00   0.0  0
 LI6  CONST_04  C1    C2   C3   C4      0.00   0.0  0
 LI6  CONST_05  C2    C3   C4   C5      0.00   0.0  0
 LI6  CONST_06  C8    C7   C6   C5      0.00   0.0  0
 LI6  CONST_07  C2    C1   C6   C5      0.00   0.0  0
 LI6  CONST_08  C8    C9   N10  C5      0.00   0.0  0
 LI6  CONST_09  C3    C4   C5   C6      0.00   0.0  0
 LI6  CONST_10  C9    N10  C5   C6      0.00   0.0  0
 LI6  CONST_11  C9    C8   C7   C6      0.00   0.0  0
 LI6  CONST_12  C3    C2   C1   C6      0.00   0.0  0
 LI6  CONST_13  N10   C5   C6   C7      0.00   0.0  0
 LI6  CONST_14  C2    C1   C6   C7    180.00   0.0  0
 LI6  CONST_15  N10   C9   C8   C7      0.00   0.0  0
 LI6  CONST_16  C1    C6   C7   C8    180.00   0.0  0
 LI6  CONST_17  C3    C4   C5   N10   180.00   0.0  0
 LI6  CONST_18  C1    C6   C5   N10   180.00   0.0  0
 LI6  CONST_19  C11   N10  C5   C4      0.00   0.0  0
 LI6  CONST_20  O14   C7   C6   C5    180.00   0.0  0
 LI6  CONST_21  O12   C9   N10  C5    180.00   0.0  0
 LI6  CONST_22  C11   N10  C5   C6    180.00   0.0  0
 LI6  CONST_23  O13   C8   C7   C6    180.00   0.0  0
 LI6  CONST_24  O12   C9   C8   C7    180.00   0.0  0
 LI6  CONST_25  C11   N10  C9   C8    180.00   0.0  0
 LI6  CONST_26  O14   C7   C8   C9    180.00   0.0  0
 LI6  CONST_27  N10   C9   C8   O13   180.00   0.0  0
 LI6  CONST_28  C1    C6   C7   O14     0.00   0.0  0
 LI6  CONST_29  H2    C2   C3   C4    180.00   0.0  0
 LI6  CONST_30  H3    C3   C4   C5    180.00   0.0  0
 LI6  CONST_31  H1    C1   C6   C5    180.00   0.0  0
 LI6  CONST_32  H4    C4   C5   C6    180.00   0.0  0
 LI6  CONST_33  C11   N10  C9   O12     0.00   0.0  0
 LI6  Var_01    H111  C11  N10  C5   -179.95  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
 LI6  plan-1  C4   0.020
 LI6  plan-1  C5   0.020
 LI6  plan-1  C6   0.020
 LI6  plan-1  C7   0.020
 LI6  plan-1  C8   0.020
 LI6  plan-1  C9   0.020
 LI6  plan-1  O13  0.020
 LI6  plan-1  N10  0.020
 LI6  plan-1  C11  0.020
 LI6  plan-1  O14  0.020
 LI6  plan-1  C3   0.020
 LI6  plan-1  C2   0.020
 LI6  plan-1  C1   0.020
 LI6  plan-1  H4   0.020
 LI6  plan-1  H3   0.020
 LI6  plan-1  H2   0.020
 LI6  plan-1  H1   0.020
 LI6  plan-1  O12  0.020

