# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 09:29:37 2022
#   Inital geometry file: a 95 line input string
#   Ligand name: 2-heptylquinolin-4-ol 1-oxide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCc1cc(O)c2ccccc2[n+]1[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
 HQO  HQO  '2-heptylquinolin-4-ol 1-oxide'  ligand  40  19  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_HQO
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
 HQO  C1    C  CR6    0   0.451  -2.6187  -1.7138   0.2393
 HQO  O1    O  OH1    0  -0.602  -3.2864  -2.8623   0.1120
 HQO  C2    C  CR16   0  -0.515  -1.3257  -1.6198   0.6770
 HQO  C3    C  CR6    0   0.324  -0.6776  -0.3819   0.7866
 HQO  N1    N  NR6    1  -0.159  -1.3050   0.7498   0.4558
 HQO  O4    O  O     -1  -0.589  -0.7137   1.8870   0.5422
 HQO  C5    C  CR66   0   0.297  -2.6215   0.7082   0.0174
 HQO  C6    C  CR16   0  -0.304  -3.2682   1.9126  -0.3074
 HQO  C7    C  CR16   0  -0.252  -4.5688   1.8878  -0.7402
 HQO  C8    C  CR16   0  -0.241  -5.2629   0.6723  -0.8647
 HQO  C9    C  CR16   0  -0.298  -4.6431  -0.5081  -0.5515
 HQO  C10   C  CR66   0  -0.037  -3.3057  -0.5182  -0.1014
 HQO  C11   C  CH2    0  -0.500   0.7384  -0.2911   1.2449
 HQO  C12   C  CH2    0  -0.417   3.1656  -0.0569   0.5937
 HQO  C13   C  CH2    0  -0.415   1.7320  -0.1494   0.0872
 HQO  C14   C  CH2    0  -0.413   4.2051  -0.0170  -0.5180
 HQO  C15   C  CH2    0  -0.406   5.6300   0.0840   0.0128
 HQO  C16   C  CH2    0  -0.419   6.6901   0.0874  -1.0806
 HQO  C17   C  CH3    0  -0.661   8.1056   0.2014  -0.5310
 HQO  HO11  H  HOH1   0   0.488  -2.7301  -3.6115   0.3573
 HQO  HC2   H  HCR6   0   0.293  -0.7690  -2.5064   0.9543
 HQO  HC6   H  HCR6   0   0.280  -2.7356   2.8460  -0.2110
 HQO  HC7   H  HCR6   0   0.270  -5.0649   2.8167  -0.9879
 HQO  HC8   H  HCR6   0   0.269  -6.2883   0.6697  -1.2087
 HQO  HC9   H  HCR6   0   0.271  -5.1811  -1.4408  -0.6495
 HQO  H111  H  HCH2   0   0.249   0.9733  -1.1973   1.8061
 HQO  H112  H  HCH2   0   0.254   0.8505   0.5514   1.9298
 HQO  H121  H  HCH2   0   0.211   3.3702  -0.9117   1.2479
 HQO  H122  H  HCH2   0   0.214   3.2681   0.8340   1.2229
 HQO  H131  H  HCH2   0   0.228   1.4862   0.7393  -0.4977
 HQO  H132  H  HCH2   0   0.223   1.6307  -1.0097  -0.5815
 HQO  H141  H  HCH2   0   0.208   4.0047   0.8311  -1.1819
 HQO  H142  H  HCH2   0   0.208   4.1097  -0.9152  -1.1381
 HQO  H151  H  HCH2   0   0.206   5.8183  -0.7504   0.6976
 HQO  H152  H  HCH2   0   0.207   5.7270   0.9939   0.6158
 HQO  H161  H  HCH2   0   0.210   6.4998   0.9159  -1.7699
 HQO  H162  H  HCH2   0   0.210   6.5998  -0.8266  -1.6760
 HQO  H171  H  HCH3   0   0.215   8.2343   1.1265   0.0344
 HQO  H172  H  HCH3   0   0.215   8.3365  -0.6276   0.1409
 HQO  H173  H  HCH3   0   0.225   8.8480   0.1960  -1.3298

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
 HQO  C1   O1    single    1.335  0.020  1.335
 HQO  C1   C2    aromatic  1.368  0.020  1.368
 HQO  C1   C10   aromatic  1.420  0.020  1.420
 HQO  O1   HO11  single    0.850  0.020  0.980
 HQO  C2   C3    aromatic  1.402  0.020  1.402
 HQO  C2   HC2   single    0.930  0.020  1.080
 HQO  C3   N1    aromatic  1.336  0.020  1.336
 HQO  C3   C11   single    1.491  0.020  1.491
 HQO  N1   O4    single    1.285  0.020  1.285
 HQO  N1   C5    aromatic  1.388  0.020  1.388
 HQO  C5   C6    aromatic  1.405  0.020  1.405
 HQO  C5   C10   aromatic  1.409  0.020  1.409
 HQO  C6   C7    aromatic  1.371  0.020  1.371
 HQO  C6   HC6   single    0.930  0.020  1.080
 HQO  C7   C8    aromatic  1.405  0.020  1.405
 HQO  C7   HC7   single    0.930  0.020  1.080
 HQO  C8   C9    aromatic  1.370  0.020  1.370
 HQO  C8   HC8   single    0.930  0.020  1.080
 HQO  C9   C10   aromatic  1.411  0.020  1.411
 HQO  C9   HC9   single    0.930  0.020  1.080
 HQO  C11  C13   single    1.532  0.020  1.532
 HQO  C11  H111  single    0.970  0.020  1.090
 HQO  C11  H112  single    0.970  0.020  1.090
 HQO  C12  C13   single    1.523  0.020  1.523
 HQO  C12  C14   single    1.523  0.020  1.523
 HQO  C12  H121  single    0.970  0.020  1.090
 HQO  C12  H122  single    0.970  0.020  1.090
 HQO  C13  H131  single    0.970  0.020  1.090
 HQO  C13  H132  single    0.970  0.020  1.090
 HQO  C14  C15   single    1.524  0.020  1.524
 HQO  C14  H141  single    0.970  0.020  1.090
 HQO  C14  H142  single    0.970  0.020  1.090
 HQO  C15  C16   single    1.523  0.020  1.523
 HQO  C15  H151  single    0.970  0.020  1.090
 HQO  C15  H152  single    0.970  0.020  1.090
 HQO  C16  C17   single    1.523  0.020  1.523
 HQO  C16  H161  single    0.970  0.020  1.090
 HQO  C16  H162  single    0.970  0.020  1.090
 HQO  C17  H171  single    0.970  0.020  1.090
 HQO  C17  H172  single    0.970  0.020  1.090
 HQO  C17  H173  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
 HQO  C10   C1   C2    118.42  3.000
 HQO  C10   C1   O1    117.36  3.000
 HQO  C2    C1   O1    124.22  3.000
 HQO  HO11  O1   C1    110.83  3.000
 HQO  HC2   C2   C3    117.73  3.000
 HQO  HC2   C2   C1    120.76  3.000
 HQO  C3    C2   C1    121.51  3.000
 HQO  C11   C3   N1    118.08  3.000
 HQO  C11   C3   C2    121.12  3.000
 HQO  N1    C3   C2    120.78  3.000
 HQO  C5    N1   O4    118.97  3.000
 HQO  C5    N1   C3    119.89  3.000
 HQO  O4    N1   C3    121.14  3.000
 HQO  C10   C5   C6    120.20  3.000
 HQO  C10   C5   N1    120.87  3.000
 HQO  C6    C5   N1    118.94  3.000
 HQO  HC6   C6   C7    120.81  3.000
 HQO  HC6   C6   C5    119.58  3.000
 HQO  C7    C6   C5    119.61  3.000
 HQO  HC7   C7   C8    119.73  3.000
 HQO  HC7   C7   C6    119.47  3.000
 HQO  C8    C7   C6    120.81  3.000
 HQO  HC8   C8   C9    119.98  3.000
 HQO  HC8   C8   C7    119.91  3.000
 HQO  C9    C8   C7    120.12  3.000
 HQO  HC9   C9   C10   119.63  3.000
 HQO  HC9   C9   C8    119.84  3.000
 HQO  C10   C9   C8    120.53  3.000
 HQO  C9    C10  C5    118.73  3.000
 HQO  C9    C10  C1    122.75  3.000
 HQO  C5    C10  C1    118.52  3.000
 HQO  H112  C11  H111  107.22  3.000
 HQO  H112  C11  C13   109.64  3.000
 HQO  H111  C11  C13   109.01  3.000
 HQO  H112  C11  C3    109.71  3.000
 HQO  H111  C11  C3    108.17  3.000
 HQO  C13   C11  C3    112.91  3.000
 HQO  H122  C12  H121  105.90  3.000
 HQO  H122  C12  C14   109.52  3.000
 HQO  H121  C12  C14   109.20  3.000
 HQO  H122  C12  C13   109.18  3.000
 HQO  H121  C12  C13   109.08  3.000
 HQO  C14   C12  C13   113.66  3.000
 HQO  H132  C13  H131  106.95  3.000
 HQO  H132  C13  C12   109.77  3.000
 HQO  H131  C13  C12   109.91  3.000
 HQO  H132  C13  C11   109.21  3.000
 HQO  H131  C13  C11   109.51  3.000
 HQO  C12   C13  C11   111.39  3.000
 HQO  H142  C14  H141  106.00  3.000
 HQO  H142  C14  C15   109.44  3.000
 HQO  H141  C14  C15   109.32  3.000
 HQO  H142  C14  C12   109.41  3.000
 HQO  H141  C14  C12   109.76  3.000
 HQO  C15   C14  C12   112.69  3.000
 HQO  H152  C15  H151  105.85  3.000
 HQO  H152  C15  C16   109.37  3.000
 HQO  H151  C15  C16   109.32  3.000
 HQO  H152  C15  C14   109.23  3.000
 HQO  H151  C15  C14   109.14  3.000
 HQO  C16   C15  C14   113.64  3.000
 HQO  H162  C16  H161  105.98  3.000
 HQO  H162  C16  C17   109.61  3.000
 HQO  H161  C16  C17   109.41  3.000
 HQO  H162  C16  C15   109.34  3.000
 HQO  H161  C16  C15   109.44  3.000
 HQO  C17   C16  C15   112.84  3.000
 HQO  H173  C17  H172  107.64  3.000
 HQO  H173  C17  H171  107.65  3.000
 HQO  H172  C17  H171  107.44  3.000
 HQO  H173  C17  C16   111.60  3.000
 HQO  H172  C17  C16   111.22  3.000
 HQO  H171  C17  C16   111.09  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
 HQO  CONST_01  N1    C3   C2   C1     0.00   0.0  0
 HQO  CONST_02  N1    C5   C10  C1     0.00   0.0  0
 HQO  CONST_03  C6    C5   C10  C1   180.00   0.0  0
 HQO  CONST_04  C8    C9   C10  C1   180.00   0.0  0
 HQO  CONST_05  C5    C10  C1   C2     0.00   0.0  0
 HQO  CONST_06  C9    C10  C1   C2   180.00   0.0  0
 HQO  CONST_07  C5    N1   C3   C2     0.00   0.0  0
 HQO  CONST_08  C10   C1   C2   C3     0.00   0.0  0
 HQO  CONST_09  C6    C5   N1   C3   180.00   0.0  0
 HQO  CONST_10  C10   C5   N1   C3     0.00   0.0  0
 HQO  CONST_11  C7    C6   C5   N1   180.00   0.0  0
 HQO  CONST_12  C9    C10  C5   N1   180.00   0.0  0
 HQO  CONST_13  C8    C7   C6   C5     0.00   0.0  0
 HQO  CONST_14  C8    C9   C10  C5     0.00   0.0  0
 HQO  CONST_15  C9    C10  C5   C6     0.00   0.0  0
 HQO  CONST_16  C9    C8   C7   C6     0.00   0.0  0
 HQO  CONST_17  C10   C5   C6   C7     0.00   0.0  0
 HQO  CONST_18  C10   C9   C8   C7     0.00   0.0  0
 HQO  CONST_19  C11   C3   C2   C1   180.00   0.0  0
 HQO  CONST_20  C3    C2   C1   O1   180.00   0.0  0
 HQO  CONST_21  C5    C10  C1   O1   180.00   0.0  0
 HQO  CONST_22  C9    C10  C1   O1     0.00   0.0  0
 HQO  CONST_23  O4    N1   C3   C2   180.00   0.0  0
 HQO  CONST_24  C6    C5   N1   O4     0.00   0.0  0
 HQO  CONST_25  C10   C5   N1   O4   180.00   0.0  0
 HQO  CONST_26  C11   C3   N1   C5   180.00   0.0  0
 HQO  CONST_27  HC9   C9   C10  C1     0.00   0.0  0
 HQO  CONST_28  HC2   C2   C3   N1   180.00   0.0  0
 HQO  CONST_29  HC6   C6   C5   N1     0.00   0.0  0
 HQO  CONST_30  HC7   C7   C6   C5   180.00   0.0  0
 HQO  CONST_31  HC8   C8   C7   C6   180.00   0.0  0
 HQO  Var_01    C13   C11  C3   C2    98.85  30.0  2
 HQO  Var_02    C12   C13  C11  C3   179.88  30.0  3
 HQO  Var_03    C14   C12  C13  C11  175.78  30.0  2
 HQO  Var_04    C16   C15  C14  C12  178.43  30.0  3
 HQO  Var_05    C15   C14  C12  C13  179.65  30.0  3
 HQO  Var_06    C17   C16  C15  C14  179.49  30.0  3
 HQO  Var_07    H171  C17  C16  C15  -60.18  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
 HQO  plan-1  C1   0.020
 HQO  plan-1  O1   0.020
 HQO  plan-1  C2   0.020
 HQO  plan-1  C3   0.020
 HQO  plan-1  N1   0.020
 HQO  plan-1  O4   0.020
 HQO  plan-1  C5   0.020
 HQO  plan-1  C6   0.020
 HQO  plan-1  C7   0.020
 HQO  plan-1  C8   0.020
 HQO  plan-1  C9   0.020
 HQO  plan-1  C10  0.020
 HQO  plan-1  C11  0.020
 HQO  plan-1  HC2  0.020
 HQO  plan-1  HC6  0.020
 HQO  plan-1  HC7  0.020
 HQO  plan-1  HC8  0.020
 HQO  plan-1  HC9  0.020

