# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 11:21:39 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: 2-dodecyl-1-oxidanidyl-quinolin-1-ium-4-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCCCCCc1cc(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
 8WF  8WF  2-dodecyl-1-oxidanidyl-quinolin-1-ium-4-ol  ligand  55  24  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8WF
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
 8WF  C1   C  CR6    0   0.450  -5.2424   1.6149   0.0355
 8WF  O1   O  OH1    0  -0.602  -5.9516   2.7138   0.3014
 8WF  C2   C  CR16   0  -0.513  -4.0238   1.6162  -0.5870
 8WF  C3   C  CR6    0   0.322  -3.3265   0.4256  -0.8351
 8WF  N1   N  NR6    1  -0.158  -3.8314  -0.7526  -0.4595
 8WF  O4   O  O     -1  -0.589  -3.1896  -1.8468  -0.6628
 8WF  C5   C  CR66   0   0.298  -5.0720  -0.8078   0.1602
 8WF  C6   C  CR16   0  -0.304  -5.5949  -2.0599   0.5243
 8WF  C7   C  CR16   0  -0.252  -6.8187  -2.1305   1.1379
 8WF  C8   C  CR16   0  -0.241  -7.5553  -0.9656   1.4121
 8WF  C9   C  CR16   0  -0.297  -7.0562   0.2607   1.0616
 8WF  C10  C  CR66   0  -0.038  -5.8019   0.3686   0.4244
 8WF  C11  C  CH2    0  -0.499  -1.9823   0.4369  -1.4809
 8WF  C12  C  CH2    0  -0.419   0.5224   0.3116  -1.1267
 8WF  C13  C  CH2    0  -0.416  -0.8447   0.3625  -0.4573
 8WF  C14  C  CH2    0  -0.413   1.6729   0.2813  -0.1284
 8WF  C15  C  CH2    0  -0.412   3.0386   0.1735  -0.7952
 8WF  C16  C  CH2    0  -0.412   4.1949   0.1504   0.1967
 8WF  C17  C  CH2    0  -0.412   5.5567   0.0184  -0.4737
 8WF  H1   H  HOH1   0   0.488  -5.4840   3.5047   0.0076
 8WF  H2   H  HCR6   0   0.293  -3.5643   2.5443  -0.9044
 8WF  H4   H  HCR6   0   0.280  -5.0298  -2.9551   0.3160
 8WF  H5   H  HCR6   0   0.270  -7.2212  -3.0963   1.4125
 8WF  H6   H  HCR6   0   0.268  -8.5178  -1.0388   1.9001
 8WF  H7   H  HCR6   0   0.270  -7.6252   1.1555   1.2720
 8WF  H8   H  HCH2   0   0.255  -1.9002  -0.3957  -2.1816
 8WF  H9   H  HCH2   0   0.250  -1.8860   1.3577  -2.0594
 8WF  H10  H  HCH2   0   0.213   0.5761  -0.5737  -1.7698
 8WF  H11  H  HCH2   0   0.212   0.6385   1.1757  -1.7901
 8WF  H12  H  HCH2   0   0.224  -0.9006   1.2313   0.2058
 8WF  H13  H  HCH2   0   0.229  -0.9764  -0.5217   0.1710
 8WF  H14  H  HCH2   0   0.209   1.6390   1.1835   0.4924
 8WF  H15  H  HCH2   0   0.208   1.5369  -0.5631   0.5565
 8WF  H16  H  HCH2   0   0.207   3.0706  -0.7332  -1.4098
 8WF  H17  H  HCH2   0   0.207   3.1718   1.0121  -1.4877
 8WF  H18  H  HCH2   0   0.206   4.1733   1.0640   0.8015
 8WF  H19  H  HCH2   0   0.206   4.0547  -0.6796   0.8982
 8WF  H20  H  HCH2   0   0.206   5.5774  -0.8973  -1.0756
 8WF  H21  H  HCH2   0   0.206   5.6955   0.8457  -1.1787
 8WF  C4   C  CH2    0  -0.411   6.7170  -0.0019   0.5137
 8WF  C18  C  CH2    0  -0.411   8.0766  -0.1403  -0.1600
 8WF  C19  C  CH2    0  -0.406   9.2387  -0.1576   0.8251
 8WF  C20  C  CH2    0  -0.419  10.5991  -0.2921   0.1514
 8WF  C21  C  CH3    0  -0.662  11.7515  -0.3056   1.1464
 8WF  H22  H  HCH2   0   0.206   6.6996   0.9154   1.1132
 8WF  H23  H  HCH2   0   0.206   6.5771  -0.8272   1.2209
 8WF  H24  H  HCH2   0   0.206   8.0941  -1.0586  -0.7579
 8WF  H25  H  HCH2   0   0.206   8.2146   0.6839  -0.8688
 8WF  H26  H  HCH2   0   0.205   9.2204   0.7596   1.4249
 8WF  H27  H  HCH2   0   0.205   9.1026  -0.9833   1.5326
 8WF  H28  H  HCH2   0   0.210  10.6183  -1.2092  -0.4458
 8WF  H29  H  HCH2   0   0.210  10.7340   0.5318  -0.5565
 8WF  H30  H  HCH3   0   0.215  11.7718   0.6126   1.7366
 8WF  H31  H  HCH3   0   0.216  11.6599  -1.1417   1.8419
 8WF  H32  H  HCH3   0   0.225  12.7160  -0.3964   0.6453

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
 8WF  O1   C1   single    1.335  0.020  1.335
 8WF  C17  C16  single    1.524  0.020  1.524
 8WF  C9   C8   aromatic  1.370  0.020  1.370
 8WF  C9   C10  aromatic  1.411  0.020  1.411
 8WF  C16  C15  single    1.524  0.020  1.524
 8WF  C1   C10  aromatic  1.420  0.020  1.420
 8WF  C1   C2   aromatic  1.368  0.020  1.368
 8WF  C8   C7   aromatic  1.405  0.020  1.405
 8WF  C10  C5   aromatic  1.409  0.020  1.409
 8WF  C15  C14  single    1.524  0.020  1.524
 8WF  C2   C3   aromatic  1.402  0.020  1.402
 8WF  C14  C12  single    1.524  0.020  1.524
 8WF  C7   C6   aromatic  1.371  0.020  1.371
 8WF  C12  C13  single    1.523  0.020  1.523
 8WF  C5   C6   aromatic  1.405  0.020  1.405
 8WF  C5   N1   aromatic  1.388  0.020  1.388
 8WF  C3   N1   aromatic  1.336  0.020  1.336
 8WF  C3   C11  single    1.491  0.020  1.491
 8WF  N1   O4   single    1.285  0.020  1.285
 8WF  C13  C11  single    1.532  0.020  1.532
 8WF  O1   H1   single    0.850  0.020  0.980
 8WF  C2   H2   single    0.930  0.020  1.080
 8WF  C6   H4   single    0.930  0.020  1.080
 8WF  C7   H5   single    0.930  0.020  1.080
 8WF  C8   H6   single    0.930  0.020  1.080
 8WF  C9   H7   single    0.930  0.020  1.080
 8WF  C11  H8   single    0.970  0.020  1.090
 8WF  C11  H9   single    0.970  0.020  1.090
 8WF  C12  H10  single    0.970  0.020  1.090
 8WF  C12  H11  single    0.970  0.020  1.090
 8WF  C13  H12  single    0.970  0.020  1.090
 8WF  C13  H13  single    0.970  0.020  1.090
 8WF  C14  H14  single    0.970  0.020  1.090
 8WF  C14  H15  single    0.970  0.020  1.090
 8WF  C15  H16  single    0.970  0.020  1.090
 8WF  C15  H17  single    0.970  0.020  1.090
 8WF  C16  H18  single    0.970  0.020  1.090
 8WF  C16  H19  single    0.970  0.020  1.090
 8WF  C17  H20  single    0.970  0.020  1.090
 8WF  C17  H21  single    0.970  0.020  1.090
 8WF  C17  C4   single    1.524  0.020  1.524
 8WF  C4   C18  single    1.524  0.020  1.524
 8WF  C18  C19  single    1.524  0.020  1.524
 8WF  C19  C20  single    1.524  0.020  1.524
 8WF  C20  C21  single    1.523  0.020  1.523
 8WF  C4   H22  single    0.970  0.020  1.090
 8WF  C4   H23  single    0.970  0.020  1.090
 8WF  C18  H24  single    0.970  0.020  1.090
 8WF  C18  H25  single    0.970  0.020  1.090
 8WF  C19  H26  single    0.970  0.020  1.090
 8WF  C19  H27  single    0.970  0.020  1.090
 8WF  C20  H28  single    0.970  0.020  1.090
 8WF  C20  H29  single    0.970  0.020  1.090
 8WF  C21  H30  single    0.970  0.020  1.090
 8WF  C21  H31  single    0.970  0.020  1.090
 8WF  C21  H32  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
 8WF  C10  C1   C2   118.43  3.000
 8WF  C2   C1   O1   124.27  3.000
 8WF  C10  C1   O1   117.30  3.000
 8WF  H1   O1   C1   110.90  3.000
 8WF  H2   C2   C3   117.70  3.000
 8WF  H2   C2   C1   120.79  3.000
 8WF  C3   C2   C1   121.51  3.000
 8WF  C11  C3   N1   117.98  3.000
 8WF  C11  C3   C2   121.23  3.000
 8WF  N1   C3   C2   120.75  3.000
 8WF  C5   N1   O4   118.91  3.000
 8WF  O4   N1   C3   121.19  3.000
 8WF  C5   N1   C3   119.90  3.000
 8WF  C10  C5   C6   120.17  3.000
 8WF  C6   C5   N1   118.94  3.000
 8WF  C10  C5   N1   120.89  3.000
 8WF  H4   C6   C7   120.75  3.000
 8WF  H4   C6   C5   119.63  3.000
 8WF  C7   C6   C5   119.62  3.000
 8WF  H5   C7   C8   119.70  3.000
 8WF  H5   C7   C6   119.46  3.000
 8WF  C8   C7   C6   120.84  3.000
 8WF  H6   C8   C9   120.03  3.000
 8WF  H6   C8   C7   119.89  3.000
 8WF  C9   C8   C7   120.08  3.000
 8WF  H7   C9   C10  119.50  3.000
 8WF  H7   C9   C8   119.97  3.000
 8WF  C10  C9   C8   120.53  3.000
 8WF  C9   C10  C5   118.76  3.000
 8WF  C5   C10  C1   118.50  3.000
 8WF  C9   C10  C1   122.74  3.000
 8WF  H9   C11  H8   107.25  3.000
 8WF  H9   C11  C13  109.24  3.000
 8WF  H8   C11  C13  109.64  3.000
 8WF  H9   C11  C3   108.38  3.000
 8WF  H8   C11  C3   109.88  3.000
 8WF  C13  C11  C3   112.31  3.000
 8WF  H11  C12  H10  106.06  3.000
 8WF  H11  C12  C14  109.42  3.000
 8WF  H10  C12  C14  109.36  3.000
 8WF  H11  C12  C13  109.56  3.000
 8WF  H10  C12  C13  109.21  3.000
 8WF  C14  C12  C13  112.99  3.000
 8WF  H13  C13  H12  106.72  3.000
 8WF  H13  C13  C12  109.50  3.000
 8WF  H12  C13  C12  109.80  3.000
 8WF  H13  C13  C11  109.51  3.000
 8WF  H12  C13  C11  109.16  3.000
 8WF  C12  C13  C11  112.00  3.000
 8WF  H15  C14  H14  106.06  3.000
 8WF  H15  C14  C15  109.29  3.000
 8WF  H14  C14  C15  109.51  3.000
 8WF  H15  C14  C12  109.34  3.000
 8WF  H14  C14  C12  109.36  3.000
 8WF  C15  C14  C12  113.05  3.000
 8WF  H17  C15  H16  105.98  3.000
 8WF  H17  C15  C16  109.32  3.000
 8WF  H16  C15  C16  109.29  3.000
 8WF  H17  C15  C14  109.36  3.000
 8WF  H16  C15  C14  109.28  3.000
 8WF  C16  C15  C14  113.35  3.000
 8WF  H19  C16  H18  106.01  3.000
 8WF  H19  C16  C17  109.30  3.000
 8WF  H18  C16  C17  109.43  3.000
 8WF  H19  C16  C15  109.34  3.000
 8WF  H18  C16  C15  109.37  3.000
 8WF  C17  C16  C15  113.15  3.000
 8WF  C4   C17  H21  109.31  3.000
 8WF  C4   C17  H20  109.29  3.000
 8WF  H21  C17  H20  105.96  3.000
 8WF  C4   C17  C16  113.37  3.000
 8WF  H21  C17  C16  109.32  3.000
 8WF  H20  C17  C16  109.32  3.000
 8WF  H23  C4   H22  105.98  3.000
 8WF  H23  C4   C18  109.32  3.000
 8WF  H22  C4   C18  109.39  3.000
 8WF  H23  C4   C17  109.34  3.000
 8WF  H22  C4   C17  109.35  3.000
 8WF  C18  C4   C17  113.21  3.000
 8WF  H25  C18  H24  105.98  3.000
 8WF  H25  C18  C19  109.31  3.000
 8WF  H24  C18  C19  109.34  3.000
 8WF  H25  C18  C4   109.27  3.000
 8WF  H24  C18  C4   109.36  3.000
 8WF  C19  C18  C4   113.31  3.000
 8WF  H27  C19  H26  105.97  3.000
 8WF  H27  C19  C20  109.26  3.000
 8WF  H26  C19  C20  109.30  3.000
 8WF  H27  C19  C18  109.35  3.000
 8WF  H26  C19  C18  109.37  3.000
 8WF  C20  C19  C18  113.33  3.000
 8WF  H29  C20  H28  106.00  3.000
 8WF  H29  C20  C21  109.64  3.000
 8WF  H28  C20  C21  109.63  3.000
 8WF  H29  C20  C19  109.24  3.000
 8WF  H28  C20  C19  109.31  3.000
 8WF  C21  C20  C19  112.80  3.000
 8WF  H32  C21  H31  107.65  3.000
 8WF  H32  C21  H30  107.58  3.000
 8WF  H31  C21  H30  107.54  3.000
 8WF  H32  C21  C20  111.71  3.000
 8WF  H31  C21  C20  111.08  3.000
 8WF  H30  C21  C20  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
 8WF  CONST_01  C8   C9   C10  C1    180.00   0.0  0
 8WF  CONST_02  C6   C5   C10  C1    180.00   0.0  0
 8WF  CONST_03  N1   C5   C10  C1      0.00   0.0  0
 8WF  CONST_04  N1   C3   C2   C1      0.00   0.0  0
 8WF  CONST_05  C9   C10  C1   C2    180.00   0.0  0
 8WF  CONST_06  C5   C10  C1   C2      0.00   0.0  0
 8WF  CONST_07  C5   N1   C3   C2      0.00   0.0  0
 8WF  CONST_08  C10  C1   C2   C3      0.00   0.0  0
 8WF  CONST_09  C10  C5   N1   C3      0.00   0.0  0
 8WF  CONST_10  C6   C5   N1   C3    180.00   0.0  0
 8WF  CONST_11  C9   C10  C5   N1    180.00   0.0  0
 8WF  CONST_12  C7   C6   C5   N1    180.00   0.0  0
 8WF  CONST_13  C8   C9   C10  C5      0.00   0.0  0
 8WF  CONST_14  C8   C7   C6   C5      0.00   0.0  0
 8WF  CONST_15  C9   C8   C7   C6      0.00   0.0  0
 8WF  CONST_16  C9   C10  C5   C6      0.00   0.0  0
 8WF  CONST_17  C10  C9   C8   C7      0.00   0.0  0
 8WF  CONST_18  C10  C5   C6   C7      0.00   0.0  0
 8WF  CONST_19  C11  C3   C2   C1    180.00   0.0  0
 8WF  CONST_20  C9   C10  C1   O1      0.00   0.0  0
 8WF  CONST_21  C5   C10  C1   O1    180.00   0.0  0
 8WF  CONST_22  C3   C2   C1   O1    180.00   0.0  0
 8WF  CONST_23  O4   N1   C3   C2    180.00   0.0  0
 8WF  CONST_24  C10  C5   N1   O4    180.00   0.0  0
 8WF  CONST_25  C6   C5   N1   O4      0.00   0.0  0
 8WF  CONST_26  C11  C3   N1   C5    180.00   0.0  0
 8WF  CONST_27  H7   C9   C10  C1      0.00   0.0  0
 8WF  CONST_28  H4   C6   C5   N1      0.00   0.0  0
 8WF  CONST_29  H2   C2   C3   N1    180.00   0.0  0
 8WF  CONST_30  H5   C7   C6   C5    180.00   0.0  0
 8WF  CONST_31  H6   C8   C7   C6    180.00   0.0  0
 8WF  Var_01    C13  C11  C3   C2     96.94  30.0  2
 8WF  Var_02    C12  C13  C11  C3    177.44  30.0  1
 8WF  Var_03    C14  C12  C13  C11   178.20  30.0  1
 8WF  Var_04    C16  C15  C14  C12   179.68  30.0  1
 8WF  Var_05    C15  C14  C12  C13   177.67  30.0  1
 8WF  Var_06    C17  C16  C15  C14   179.01  30.0  1
 8WF  Var_07    C4   C17  C16  C15   179.86  30.0  1
 8WF  Var_08    C18  C4   C17  C16   179.74  30.0  3
 8WF  Var_09    C19  C18  C4   C17   179.87  30.0  3
 8WF  Var_10    C20  C19  C18  C4   -179.84  30.0  3
 8WF  Var_11    C21  C20  C19  C18   179.90  30.0  3
 8WF  Var_12    H30  C21  C20  C19   -59.53  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
 8WF  plan-1  C1   0.020
 8WF  plan-1  O1   0.020
 8WF  plan-1  C2   0.020
 8WF  plan-1  C3   0.020
 8WF  plan-1  N1   0.020
 8WF  plan-1  O4   0.020
 8WF  plan-1  C5   0.020
 8WF  plan-1  C6   0.020
 8WF  plan-1  C7   0.020
 8WF  plan-1  C8   0.020
 8WF  plan-1  C9   0.020
 8WF  plan-1  C10  0.020
 8WF  plan-1  C11  0.020
 8WF  plan-1  H2   0.020
 8WF  plan-1  H4   0.020
 8WF  plan-1  H5   0.020
 8WF  plan-1  H6   0.020
 8WF  plan-1  H7   0.020

