# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 00:45:34 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 8,9-dimethoxy-11,12-dihydro-2H-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinolin-13-ium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CC[n+]3cc4c(ccc5OCOc45)cc3c2cc1OC
#
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
 EWV  EWV  8,9-dimethoxy-11,12-dihydro-2H-[1,3]dioxolo[4,5-h]isoquinolino[2,1-b]isoquinolin-13-ium  ligand  43  25  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_EWV
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
 EWV  C13  C  CR16  0  -0.456  -0.6666  -1.0079   0.2212
 EWV  C15  C  CR6   0   0.081   1.5387   0.1354  -0.0485
 EWV  C16  C  CR6   0   0.114   2.2009   1.3354   0.1707
 EWV  C12  C  CR16  0  -0.336  -2.8524  -2.1245   0.5006
 EWV  C10  C  CR56  0   0.310  -4.8294  -0.8379   0.1996
 EWV  C5   C  CH2   0  -0.537   1.3873   2.5870   0.2905
 EWV  C6   C  CH2   0  -0.321   0.2030   2.4888  -0.6420
 EWV  C3   C  CR6   0   0.332   4.3236   0.1832   0.1311
 EWV  O2   O  O2    0  -0.453   5.6558   0.1035   0.2039
 EWV  CB   C  CH3   0  -0.443   6.3903   1.2910   0.4416
 EWV  C4   C  CR16  0  -0.454   3.5895   1.3493   0.2636
 EWV  N7   N  NR6   1  -0.501  -0.5899   1.2865  -0.3242
 EWV  C8   C  CR16  0   0.079  -1.9041   1.3675  -0.3362
 EWV  C17  C  CR66  0  -0.113  -2.7042   0.2563  -0.0790
 EWV  C9   C  CR56  0   0.279  -4.0997   0.2851  -0.0756
 EWV  O3   O  O     0  -0.465  -4.9079   1.3290  -0.3042
 EWV  CC   C  CH2   0   0.069  -6.2408   0.8064  -0.2914
 EWV  O4   O  O     0  -0.476  -6.1452  -0.5423   0.1555
 EWV  C11  C  CR16  0  -0.304  -4.2315  -2.0596   0.4944
 EWV  C18  C  CR66  0   0.280  -2.0736  -0.9900   0.2162
 EWV  C14  C  CR6   0   0.409   0.0769   0.1057  -0.0568
 EWV  C1   C  CR16  0  -0.487   2.2764  -1.0476  -0.2082
 EWV  C2   C  CR6   0   0.342   3.6522  -1.0365  -0.1234
 EWV  O1   O  O2    0  -0.461   4.4436  -2.1096  -0.2770
 EWV  CA   C  CH3   0  -0.443   3.8343  -3.3514  -0.5706
 EWV  H13  H  HCR6  0   0.294  -0.1610  -1.9278   0.4787
 EWV  H12  H  HCR6  0   0.282  -2.3605  -3.0598   0.7289
 EWV  H71  H  HCH2  0   0.282   1.0472   2.7435   1.3185
 EWV  H72  H  HCH2  0   0.290   1.9730   3.4623   0.0110
 EWV  H61  H  HCH2  0   0.301  -0.4532   3.3505  -0.5568
 EWV  H62  H  HCH2  0   0.305   0.5314   2.4002  -1.6787
 EWV  HB3  H  HCH3  0   0.235   6.1265   1.7456   1.3995
 EWV  HB2  H  HCH3  0   0.266   7.4381   1.0041   0.4632
 EWV  HB1  H  HCH3  0   0.235   6.2392   2.0258  -0.3526
 EWV  H4   H  HCR6  0   0.290   4.0866   2.2944   0.4382
 EWV  H8   H  HCR6  0   0.349  -2.3284   2.3363  -0.5580
 EWV  HC2  H  HCH2  0   0.259  -6.8528   1.3854   0.3991
 EWV  HC1  H  HCH2  0   0.252  -6.6540   0.8382  -1.3027
 EWV  H11  H  HCR6  0   0.302  -4.8306  -2.9319   0.7172
 EWV  H1   H  HCR6  0   0.287   1.7605  -1.9720  -0.4288
 EWV  HA2  H  HCH3  0   0.265   4.6403  -4.0730  -0.6741
 EWV  HA1  H  HCH3  0   0.231   3.1681  -3.6793   0.2319
 EWV  HA3  H  HCH3  0   0.232   3.2708  -3.3161  -1.5068

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
 EWV  CA   O1   single    1.414  0.020  1.414
 EWV  O1   C2   single    1.342  0.020  1.342
 EWV  C12  C11  aromatic  1.381  0.020  1.381
 EWV  C12  C18  aromatic  1.405  0.020  1.405
 EWV  C11  C10  aromatic  1.392  0.020  1.392
 EWV  C2   C1   aromatic  1.378  0.020  1.378
 EWV  C2   C3   aromatic  1.415  0.020  1.415
 EWV  C1   C15  aromatic  1.403  0.020  1.403
 EWV  C13  C18  aromatic  1.407  0.020  1.407
 EWV  C13  C14  aromatic  1.368  0.020  1.368
 EWV  C18  C17  aromatic  1.428  0.020  1.428
 EWV  C10  O4   single    1.349  0.020  1.349
 EWV  C10  C9   aromatic  1.367  0.020  1.367
 EWV  O4   CC   single    1.424  0.020  1.424
 EWV  O2   C3   single    1.337  0.020  1.337
 EWV  O2   CB   single    1.416  0.020  1.416
 EWV  C3   C4   aromatic  1.384  0.020  1.384
 EWV  C15  C14  aromatic  1.462  0.020  1.462
 EWV  C15  C16  aromatic  1.388  0.020  1.388
 EWV  C14  N7   aromatic  1.382  0.020  1.382
 EWV  C17  C9   aromatic  1.396  0.020  1.396
 EWV  C17  C8   aromatic  1.393  0.020  1.393
 EWV  C9   O3   single    1.340  0.020  1.340
 EWV  CC   O3   single    1.432  0.020  1.432
 EWV  C4   C16  aromatic  1.392  0.020  1.392
 EWV  C16  C5   single    1.498  0.020  1.498
 EWV  N7   C8   aromatic  1.317  0.020  1.317
 EWV  N7   C6   single    1.475  0.020  1.475
 EWV  C5   C6   single    1.511  0.020  1.511
 EWV  C13  H13  single    0.930  0.020  1.080
 EWV  C12  H12  single    0.930  0.020  1.080
 EWV  C5   H71  single    0.970  0.020  1.090
 EWV  C5   H72  single    0.970  0.020  1.090
 EWV  C6   H61  single    0.970  0.020  1.090
 EWV  C6   H62  single    0.970  0.020  1.090
 EWV  CB   HB3  single    0.970  0.020  1.090
 EWV  CB   HB2  single    0.970  0.020  1.090
 EWV  CB   HB1  single    0.970  0.020  1.090
 EWV  C4   H4   single    0.930  0.020  1.080
 EWV  C8   H8   single    0.930  0.020  1.080
 EWV  CC   HC2  single    0.970  0.020  1.090
 EWV  CC   HC1  single    0.970  0.020  1.090
 EWV  C11  H11  single    0.930  0.020  1.080
 EWV  C1   H1   single    0.930  0.020  1.080
 EWV  CA   HA2  single    0.970  0.020  1.090
 EWV  CA   HA1  single    0.970  0.020  1.090
 EWV  CA   HA3  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
 EWV  H13  C13  C14  119.15  3.000
 EWV  H13  C13  C18  118.65  3.000
 EWV  C14  C13  C18  122.18  3.000
 EWV  C1   C15  C14  120.52  3.000
 EWV  C14  C15  C16  119.70  3.000
 EWV  C1   C15  C16  119.74  3.000
 EWV  C4   C16  C5   121.89  3.000
 EWV  C5   C16  C15  118.42  3.000
 EWV  C4   C16  C15  119.68  3.000
 EWV  H12  C12  C18  119.28  3.000
 EWV  H12  C12  C11  119.74  3.000
 EWV  C18  C12  C11  120.98  3.000
 EWV  C11  C10  O4   128.18  3.000
 EWV  O4   C10  C9   109.51  3.000
 EWV  C11  C10  C9   122.30  3.000
 EWV  H72  C5   H71  107.05  3.000
 EWV  H72  C5   C6   108.38  3.000
 EWV  H71  C5   C6   110.22  3.000
 EWV  H72  C5   C16  111.03  3.000
 EWV  H71  C5   C16  111.33  3.000
 EWV  C6   C5   C16  108.80  3.000
 EWV  H62  C6   H61  108.71  3.000
 EWV  H62  C6   N7   107.48  3.000
 EWV  H61  C6   N7   107.75  3.000
 EWV  H62  C6   C5   110.85  3.000
 EWV  H61  C6   C5   111.94  3.000
 EWV  N7   C6   C5   109.96  3.000
 EWV  C2   C3   C4   119.44  3.000
 EWV  C4   C3   O2   125.00  3.000
 EWV  C2   C3   O2   115.55  3.000
 EWV  CB   O2   C3   118.42  3.000
 EWV  HB1  CB   HB2  108.99  3.000
 EWV  HB1  CB   HB3  108.91  3.000
 EWV  HB2  CB   HB3  108.98  3.000
 EWV  HB1  CB   O2   111.73  3.000
 EWV  HB2  CB   O2   106.38  3.000
 EWV  HB3  CB   O2   111.76  3.000
 EWV  H4   C4   C3   120.50  3.000
 EWV  H4   C4   C16  118.55  3.000
 EWV  C3   C4   C16  120.95  3.000
 EWV  C14  N7   C8   122.40  3.000
 EWV  C8   N7   C6   118.97  3.000
 EWV  C14  N7   C6   118.60  3.000
 EWV  H8   C8   C17  121.83  3.000
 EWV  H8   C8   N7   116.67  3.000
 EWV  C17  C8   N7   121.50  3.000
 EWV  C18  C17  C9   117.33  3.000
 EWV  C9   C17  C8   123.93  3.000
 EWV  C18  C17  C8   118.73  3.000
 EWV  O3   C9   C17  128.22  3.000
 EWV  O3   C9   C10  110.64  3.000
 EWV  C17  C9   C10  121.14  3.000
 EWV  CC   O3   C9   106.00  3.000
 EWV  HC1  CC   HC2  111.02  3.000
 EWV  HC1  CC   O4   110.08  3.000
 EWV  HC2  CC   O4   110.01  3.000
 EWV  HC1  CC   O3   109.45  3.000
 EWV  HC2  CC   O3   109.56  3.000
 EWV  O4   CC   O3   106.62  3.000
 EWV  CC   O4   C10  106.45  3.000
 EWV  H11  C11  C10  120.91  3.000
 EWV  H11  C11  C12  120.96  3.000
 EWV  C10  C11  C12  118.12  3.000
 EWV  C17  C18  C12  120.13  3.000
 EWV  C17  C18  C13  116.97  3.000
 EWV  C12  C18  C13  122.90  3.000
 EWV  N7   C14  C15  117.78  3.000
 EWV  N7   C14  C13  118.21  3.000
 EWV  C15  C14  C13  123.98  3.000
 EWV  H1   C1   C2   119.71  3.000
 EWV  H1   C1   C15  119.54  3.000
 EWV  C2   C1   C15  120.72  3.000
 EWV  O1   C2   C1   125.10  3.000
 EWV  C1   C2   C3   119.44  3.000
 EWV  O1   C2   C3   115.46  3.000
 EWV  CA   O1   C2   118.15  3.000
 EWV  HA3  CA   HA1  108.91  3.000
 EWV  HA3  CA   HA2  108.79  3.000
 EWV  HA1  CA   HA2  108.82  3.000
 EWV  HA3  CA   O1   111.81  3.000
 EWV  HA1  CA   O1   111.94  3.000
 EWV  HA2  CA   O1   106.46  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
 EWV  CONST_01  C11  C12  C18  C13   180.00   0.0  0
 EWV  CONST_02  C9   C17  C18  C13   180.00   0.0  0
 EWV  CONST_03  C8   C17  C18  C13     0.00   0.0  0
 EWV  CONST_06  C8   N7   C14  C13     0.00   0.0  0
 EWV  CONST_07  C3   C2   C1   C15     0.00   0.0  0
 EWV  CONST_08  C18  C13  C14  C15   180.00   0.0  0
 EWV  CONST_09  C8   N7   C14  C15   180.00   0.0  0
 EWV  CONST_10  C3   C4   C16  C15     0.00   0.0  0
 EWV  CONST_11  C2   C1   C15  C16     0.00   0.0  0
 EWV  CONST_13  C2   C3   C4   C16     0.00   0.0  0
 EWV  CONST_14  C9   C10  C11  C12     0.00   0.0  0
 EWV  CONST_15  C14  C13  C18  C12   180.00   0.0  0
 EWV  CONST_16  C9   C17  C18  C12     0.00   0.0  0
 EWV  CONST_17  C8   C17  C18  C12   180.00   0.0  0
 EWV  CONST_18  C18  C12  C11  C10     0.00   0.0  0
 EWV  CONST_19  C18  C17  C9   C10     0.00   0.0  0
 EWV  CONST_20  C8   C17  C9   C10   180.00   0.0  0
 EWV  CONST_21  C1   C2   C3   C4      0.00   0.0  0
 EWV  CONST_22  C1   C15  C16  C4      0.00   0.0  0
 EWV  CONST_23  C14  C15  C16  C4    180.00   0.0  0
 EWV  CONST_24  C18  C13  C14  N7      0.00   0.0  0
 EWV  CONST_26  C18  C17  C8   N7      0.00   0.0  0
 EWV  CONST_27  C9   C17  C8   N7    180.00   0.0  0
 EWV  CONST_28  C11  C12  C18  C17     0.00   0.0  0
 EWV  CONST_29  C14  C13  C18  C17     0.00   0.0  0
 EWV  CONST_30  C11  C10  C9   C17     0.00   0.0  0
 EWV  CONST_31  C14  N7   C8   C17     0.00   0.0  0
 EWV  CONST_32  C2   C1   C15  C14   180.00   0.0  0
 EWV  CONST_33  O1   C2   C1   C15   180.00   0.0  0
 EWV  CONST_34  O2   C3   C4   C16   180.00   0.0  0
 EWV  CONST_35  C1   C2   C3   O2    180.00   0.0  0
 EWV  CONST_36  O1   C2   C3   C4    180.00   0.0  0
 EWV  CONST_37  H12  C12  C18  C13     0.00   0.0  0
 EWV  CONST_38  H13  C13  C14  C15     0.00   0.0  0
 EWV  CONST_39  H4   C4   C16  C15   180.00   0.0  0
 EWV  CONST_40  H1   C1   C15  C16   180.00   0.0  0
 EWV  CONST_41  H8   C8   N7   C6      0.00   0.0  0
 EWV  CONST_42  H11  C11  C10  C9    180.00   0.0  0
 EWV  Var_01    C6   C5   C16  C15   -35.11  30.0  1
 EWV  Var_02    N7   C6   C5   C16    57.20  30.0  1
 EWV  Var_03    O3   CC   O4   C10    -8.63  30.0  1
 EWV  Var_04    C14  N7   C6   C5    -42.79  30.0  1
 EWV  Var_05    O4   CC   O3   C9      8.58  30.0  1
 EWV  Var_06    C11  C10  O4   CC   -175.59  30.0  1
 EWV  Var_07    C2   C3   O2   CB    179.31  30.0  2
 EWV  Var_08    HB3  CB   O2   C3     61.15  30.0  3
 EWV  Var_09    HA2  CA   O1   C2    178.87  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
 EWV  plan-1  C13  0.020
 EWV  plan-1  C15  0.020
 EWV  plan-1  C12  0.020
 EWV  plan-1  C10  0.020
 EWV  plan-1  C6   0.020
 EWV  plan-1  N7   0.020
 EWV  plan-1  C8   0.020
 EWV  plan-1  C17  0.020
 EWV  plan-1  C9   0.020
 EWV  plan-1  O3   0.020
 EWV  plan-1  O4   0.020
 EWV  plan-1  C11  0.020
 EWV  plan-1  C18  0.020
 EWV  plan-1  C14  0.020
 EWV  plan-1  H13  0.020
 EWV  plan-1  H12  0.020
 EWV  plan-1  H8   0.020
 EWV  plan-1  H11  0.020
 EWV  plan-2  C15  0.020
 EWV  plan-2  C16  0.020
 EWV  plan-2  C5   0.020
 EWV  plan-2  C3   0.020
 EWV  plan-2  O2   0.020
 EWV  plan-2  C4   0.020
 EWV  plan-2  C14  0.020
 EWV  plan-2  C1   0.020
 EWV  plan-2  C2   0.020
 EWV  plan-2  O1   0.020
 EWV  plan-2  H4   0.020
 EWV  plan-2  H1   0.020

