# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 20:32:29 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: 1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(Cc2nccc3cc(OC)c(OC)cc23)cc1OC
#
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
 EV1  EV1  1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline  ligand  46  25  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EV1
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
 EV1  C25   C  CH3   0  -0.438   3.8781   1.9725   1.6219
 EV1  O24   O  O2    0  -0.465   3.9932   0.5863   1.3764
 EV1  C16   C  CR6   0   0.332   3.2458   0.0502   0.3934
 EV1  C15   C  CR6   0   0.295   3.4223  -1.3348   0.1845
 EV1  O22   O  O2    0  -0.464   4.3119  -1.9373   0.9970
 EV1  C23   C  CH3   0  -0.436   4.5258  -3.3236   0.8327
 EV1  C14   C  CR16  0  -0.372   2.6941  -1.9635  -0.8088
 EV1  C13   C  CR16  0  -0.349   1.7928  -1.2404  -1.5928
 EV1  C17   C  CR16  0  -0.416   2.3485   0.7520  -0.3913
 EV1  C12   C  CR6   0   0.131   1.6101   0.1137  -1.3941
 EV1  C11   C  CH2   0  -0.611   0.6454   0.9175  -2.2346
 EV1  C10   C  CR6   0   0.232  -0.3451   1.6863  -1.3984
 EV1  N9    N  N     0  -0.436  -0.1644   2.9840  -1.3183
 EV1  C8    C  CR16  0  -0.100  -0.9965   3.7187  -0.5538
 EV1  C7    C  CR16  0  -0.398  -2.0352   3.1869   0.1556
 EV1  C2    C  CR66  0   0.216  -2.2619   1.7973   0.0901
 EV1  C3    C  CR66  0   0.029  -1.3957   1.0216  -0.7090
 EV1  C4    C  CR16  0  -0.477  -1.6055  -0.3779  -0.7882
 EV1  C5    C  CR6   0   0.346  -2.6259  -0.9748  -0.1031
 EV1  O20   O  O2    0  -0.457  -2.9041  -2.2852  -0.1115
 EV1  C21   C  CH3   0  -0.443  -2.0749  -3.1344  -0.8812
 EV1  C6    C  CR6   0   0.336  -3.5049  -0.1822   0.7081
 EV1  C1    C  CR16  0  -0.463  -3.3173   1.1700   0.7943
 EV1  O18   O  O2    0  -0.453  -4.4670  -0.8731   1.3262
 EV1  C19   C  CH3   0  -0.442  -5.3882  -0.1609   2.1315
 EV1  H251  H  HCH3  0   0.228   4.1615   2.5673   0.7493
 EV1  H252  H  HCH3  0   0.226   2.8655   2.2523   1.9248
 EV1  H253  H  HCH3  0   0.261   4.5613   2.2001   2.4366
 EV1  H17   H  HCR6  0   0.272   2.2044   1.8141  -0.2364
 EV1  H14   H  HCR6  0   0.280   2.8116  -3.0225  -0.9954
 EV1  H231  H  HCH3  0   0.227   3.6136  -3.9016   1.0044
 EV1  H232  H  HCH3  0   0.227   4.9112  -3.5630  -0.1621
 EV1  H233  H  HCH3  0   0.259   5.2679  -3.6126   1.5731
 EV1  H13   H  HCR6  0   0.248   1.2370  -1.7603  -2.3642
 EV1  H111  H  HCH2  0   0.277   1.1961   1.6432  -2.8367
 EV1  H112  H  HCH2  0   0.264   0.1338   0.2553  -2.9373
 EV1  H8    H  HCR6  0   0.255  -0.7971   4.7836  -0.5253
 EV1  H7    H  HCR6  0   0.261  -2.6739   3.8193   0.7586
 EV1  H1    H  HCR6  0   0.286  -3.9670   1.7889   1.3986
 EV1  H4    H  HCR6  0   0.272  -0.9446  -0.9755  -1.3973
 EV1  H211  H  HCH3  0   0.267  -2.4691  -4.1404  -0.7644
 EV1  H212  H  HCH3  0   0.233  -2.0930  -2.8665  -1.9409
 EV1  H213  H  HCH3  0   0.229  -1.0396  -3.1175  -0.5291
 EV1  H191  H  HCH3  0   0.234  -5.9387   0.5843   1.5520
 EV1  H192  H  HCH3  0   0.266  -6.0888  -0.8946   2.5212
 EV1  H193  H  HCH3  0   0.234  -4.8926   0.3367   2.9686

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
 EV1  C25  O24   single    1.412  0.020  1.412
 EV1  O24  C16   single    1.346  0.020  1.346
 EV1  C16  C15   aromatic  1.412  0.020  1.412
 EV1  C16  C17   aromatic  1.383  0.020  1.383
 EV1  C15  O22   single    1.347  0.020  1.347
 EV1  C15  C14   aromatic  1.383  0.020  1.383
 EV1  O22  C23   single    1.412  0.020  1.412
 EV1  C14  C13   aromatic  1.396  0.020  1.396
 EV1  C13  C12   aromatic  1.381  0.020  1.381
 EV1  C17  C12   aromatic  1.399  0.020  1.399
 EV1  C12  C11   single    1.511  0.020  1.511
 EV1  C11  C10   single    1.507  0.020  1.507
 EV1  C10  N9    aromatic  1.313  0.020  1.313
 EV1  C10  C3    aromatic  1.422  0.020  1.422
 EV1  N9   C8    aromatic  1.348  0.020  1.348
 EV1  C8   C7    aromatic  1.366  0.020  1.366
 EV1  C7   C2    aromatic  1.409  0.020  1.409
 EV1  C2   C3    aromatic  1.411  0.020  1.411
 EV1  C2   C1    aromatic  1.415  0.020  1.415
 EV1  C3   C4    aromatic  1.417  0.020  1.417
 EV1  C4   C5    aromatic  1.366  0.020  1.366
 EV1  C5   O20   single    1.340  0.020  1.340
 EV1  C5   C6    aromatic  1.435  0.020  1.435
 EV1  O20  C21   single    1.415  0.020  1.415
 EV1  C6   C1    aromatic  1.368  0.020  1.368
 EV1  C6   O18   single    1.336  0.020  1.336
 EV1  O18  C19   single    1.416  0.020  1.416
 EV1  C25  H251  single    0.970  0.020  1.090
 EV1  C25  H252  single    0.970  0.020  1.090
 EV1  C25  H253  single    0.970  0.020  1.090
 EV1  C17  H17   single    0.930  0.020  1.080
 EV1  C14  H14   single    0.930  0.020  1.080
 EV1  C23  H231  single    0.970  0.020  1.090
 EV1  C23  H232  single    0.970  0.020  1.090
 EV1  C23  H233  single    0.970  0.020  1.090
 EV1  C13  H13   single    0.930  0.020  1.080
 EV1  C11  H111  single    0.970  0.020  1.090
 EV1  C11  H112  single    0.970  0.020  1.090
 EV1  C8   H8    single    0.930  0.020  1.080
 EV1  C7   H7    single    0.930  0.020  1.080
 EV1  C1   H1    single    0.930  0.020  1.080
 EV1  C4   H4    single    0.930  0.020  1.080
 EV1  C21  H211  single    0.970  0.020  1.090
 EV1  C21  H212  single    0.970  0.020  1.090
 EV1  C21  H213  single    0.970  0.020  1.090
 EV1  C19  H191  single    0.970  0.020  1.090
 EV1  C19  H192  single    0.970  0.020  1.090
 EV1  C19  H193  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
 EV1  H253  C25  H252  108.71  3.000
 EV1  H253  C25  H251  108.74  3.000
 EV1  H252  C25  H251  108.78  3.000
 EV1  H253  C25  O24   106.53  3.000
 EV1  H252  C25  O24   112.01  3.000
 EV1  H251  C25  O24   111.97  3.000
 EV1  C16   O24  C25   118.20  3.000
 EV1  C17   C16  C15   119.66  3.000
 EV1  C17   C16  O24   124.91  3.000
 EV1  C15   C16  O24   115.43  3.000
 EV1  C14   C15  O22   125.29  3.000
 EV1  C14   C15  C16   119.11  3.000
 EV1  O22   C15  C16   115.60  3.000
 EV1  C23   O22  C15   117.96  3.000
 EV1  H233  C23  H232  108.71  3.000
 EV1  H233  C23  H231  108.78  3.000
 EV1  H232  C23  H231  108.73  3.000
 EV1  H233  C23  O22   106.56  3.000
 EV1  H232  C23  O22   111.97  3.000
 EV1  H231  C23  O22   111.98  3.000
 EV1  H14   C14  C13   118.70  3.000
 EV1  H14   C14  C15   120.78  3.000
 EV1  C13   C14  C15   120.52  3.000
 EV1  H13   C13  C12   120.33  3.000
 EV1  H13   C13  C14   118.84  3.000
 EV1  C12   C13  C14   120.83  3.000
 EV1  H17   C17  C12   118.66  3.000
 EV1  H17   C17  C16   120.18  3.000
 EV1  C12   C17  C16   121.16  3.000
 EV1  C11   C12  C17   119.53  3.000
 EV1  C11   C12  C13   121.74  3.000
 EV1  C17   C12  C13   118.72  3.000
 EV1  H112  C11  H111  106.51  3.000
 EV1  H112  C11  C10   110.99  3.000
 EV1  H111  C11  C10   107.36  3.000
 EV1  H112  C11  C12   109.53  3.000
 EV1  H111  C11  C12   109.77  3.000
 EV1  C10   C11  C12   112.48  3.000
 EV1  C3    C10  N9    122.31  3.000
 EV1  C3    C10  C11   121.08  3.000
 EV1  N9    C10  C11   116.60  3.000
 EV1  C8    N9   C10   119.24  3.000
 EV1  H8    C8   C7    120.59  3.000
 EV1  H8    C8   N9    115.91  3.000
 EV1  C7    C8   N9    123.50  3.000
 EV1  H7    C7   C2    120.47  3.000
 EV1  H7    C7   C8    120.71  3.000
 EV1  C2    C7   C8    118.83  3.000
 EV1  C1    C2   C3    119.73  3.000
 EV1  C1    C2   C7    122.26  3.000
 EV1  C3    C2   C7    118.01  3.000
 EV1  C4    C3   C2    118.92  3.000
 EV1  C4    C3   C10   122.96  3.000
 EV1  C2    C3   C10   118.12  3.000
 EV1  H4    C4   C5    119.89  3.000
 EV1  H4    C4   C3    119.18  3.000
 EV1  C5    C4   C3    120.93  3.000
 EV1  C6    C5   O20   114.63  3.000
 EV1  C6    C5   C4    119.97  3.000
 EV1  O20   C5   C4    125.40  3.000
 EV1  C21   O20  C5    117.96  3.000
 EV1  H213  C21  H212  108.90  3.000
 EV1  H213  C21  H211  108.85  3.000
 EV1  H212  C21  H211  108.97  3.000
 EV1  H213  C21  O20   111.74  3.000
 EV1  H212  C21  O20   111.75  3.000
 EV1  H211  C21  O20   106.53  3.000
 EV1  O18   C6   C1    125.51  3.000
 EV1  O18   C6   C5    114.65  3.000
 EV1  C1    C6   C5    119.85  3.000
 EV1  H1    C1   C6    121.23  3.000
 EV1  H1    C1   C2    118.18  3.000
 EV1  C6    C1   C2    120.60  3.000
 EV1  C19   O18  C6    118.14  3.000
 EV1  H193  C19  H192  108.98  3.000
 EV1  H193  C19  H191  108.91  3.000
 EV1  H192  C19  H191  109.01  3.000
 EV1  H193  C19  O18   111.70  3.000
 EV1  H192  C19  O18   106.49  3.000
 EV1  H191  C19  O18   111.67  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
 EV1  CONST_01  C13   C14  C15  C16     0.00   0.0  0
 EV1  CONST_02  C13   C12  C17  C16     0.00   0.0  0
 EV1  CONST_03  C12   C17  C16  C15     0.00   0.0  0
 EV1  CONST_04  C12   C13  C14  C15     0.00   0.0  0
 EV1  CONST_05  C17   C16  C15  C14     0.00   0.0  0
 EV1  CONST_06  C17   C12  C13  C14     0.00   0.0  0
 EV1  CONST_07  C7    C8   N9   C10     0.00   0.0  0
 EV1  CONST_08  C7    C2   C3   C10     0.00   0.0  0
 EV1  CONST_09  C1    C2   C3   C10   180.00   0.0  0
 EV1  CONST_10  C5    C4   C3   C10   180.00   0.0  0
 EV1  CONST_11  C2    C3   C10  N9      0.00   0.0  0
 EV1  CONST_12  C4    C3   C10  N9    180.00   0.0  0
 EV1  CONST_13  C2    C7   C8   N9      0.00   0.0  0
 EV1  CONST_14  C3    C10  N9   C8      0.00   0.0  0
 EV1  CONST_15  C3    C2   C7   C8      0.00   0.0  0
 EV1  CONST_16  C1    C2   C7   C8    180.00   0.0  0
 EV1  CONST_17  C4    C3   C2   C7    180.00   0.0  0
 EV1  CONST_18  C6    C1   C2   C7    180.00   0.0  0
 EV1  CONST_19  C5    C4   C3   C2      0.00   0.0  0
 EV1  CONST_20  C5    C6   C1   C2      0.00   0.0  0
 EV1  CONST_21  C6    C1   C2   C3      0.00   0.0  0
 EV1  CONST_22  C6    C5   C4   C3      0.00   0.0  0
 EV1  CONST_23  C1    C2   C3   C4      0.00   0.0  0
 EV1  CONST_24  C1    C6   C5   C4      0.00   0.0  0
 EV1  CONST_25  C14   C15  C16  O24   180.00   0.0  0
 EV1  CONST_26  C12   C17  C16  O24   180.00   0.0  0
 EV1  CONST_27  C11   C12  C17  C16   180.00   0.0  0
 EV1  CONST_28  C17   C16  C15  O22   180.00   0.0  0
 EV1  CONST_29  C13   C14  C15  O22   180.00   0.0  0
 EV1  CONST_30  C11   C12  C13  C14   180.00   0.0  0
 EV1  CONST_31  C8    N9   C10  C11   180.00   0.0  0
 EV1  CONST_32  C2    C3   C10  C11   180.00   0.0  0
 EV1  CONST_33  C4    C3   C10  C11     0.00   0.0  0
 EV1  CONST_34  O18   C6   C1   C2    180.00   0.0  0
 EV1  CONST_35  O20   C5   C4   C3    180.00   0.0  0
 EV1  CONST_36  O18   C6   C5   C4    180.00   0.0  0
 EV1  CONST_37  C1    C6   C5   O20   180.00   0.0  0
 EV1  CONST_38  H14   C14  C15  C16   180.00   0.0  0
 EV1  CONST_39  H17   C17  C16  C15   180.00   0.0  0
 EV1  CONST_40  H13   C13  C14  C15   180.00   0.0  0
 EV1  CONST_41  H8    C8   N9   C10   180.00   0.0  0
 EV1  CONST_42  H4    C4   C3   C10     0.00   0.0  0
 EV1  CONST_43  H7    C7   C8   N9    180.00   0.0  0
 EV1  CONST_44  H1    C1   C2   C7      0.00   0.0  0
 EV1  Var_01    C10   C11  C12  C13   126.37  30.0  2
 EV1  Var_02    N9    C10  C11  C12   106.37  30.0  2
 EV1  Var_03    C15   C16  O24  C25   179.04  30.0  2
 EV1  Var_04    C14   C15  O22  C23    -0.11  30.0  2
 EV1  Var_05    C6    C5   O20  C21  -179.54  30.0  1
 EV1  Var_06    H251  C25  O24  C16   -60.79  30.0  3
 EV1  Var_07    H231  C23  O22  C15   -61.14  30.0  3
 EV1  Var_08    H211  C21  O20  C5   -179.41  30.0  3
 EV1  Var_09    H191  C19  O18  C6     60.04  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
 EV1  plan-1  O24  0.020
 EV1  plan-1  C16  0.020
 EV1  plan-1  C15  0.020
 EV1  plan-1  O22  0.020
 EV1  plan-1  C14  0.020
 EV1  plan-1  C13  0.020
 EV1  plan-1  C17  0.020
 EV1  plan-1  C12  0.020
 EV1  plan-1  C11  0.020
 EV1  plan-1  H17  0.020
 EV1  plan-1  H14  0.020
 EV1  plan-1  H13  0.020
 EV1  plan-2  C11  0.020
 EV1  plan-2  C10  0.020
 EV1  plan-2  N9   0.020
 EV1  plan-2  C8   0.020
 EV1  plan-2  C7   0.020
 EV1  plan-2  C2   0.020
 EV1  plan-2  C3   0.020
 EV1  plan-2  C4   0.020
 EV1  plan-2  C5   0.020
 EV1  plan-2  O20  0.020
 EV1  plan-2  C6   0.020
 EV1  plan-2  C1   0.020
 EV1  plan-2  O18  0.020
 EV1  plan-2  H8   0.020
 EV1  plan-2  H7   0.020
 EV1  plan-2  H1   0.020
 EV1  plan-2  H4   0.020

