# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 10:21:21 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 4-[(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(CN2CCc3ccccc3C2)cc1
#
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
 O3M  O3M  4-[(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phenol  ligand  35  18  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O3M
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
 O3M  C4   C  CH2   0  -0.338   0.7993   1.6975  -0.8863
 O3M  C5   C  CH2   0  -0.297  -1.5028   2.2098  -0.3815
 O3M  C6   C  CH2   0  -0.497  -2.6293   1.8461   0.5692
 O3M  C7   C  CR6   0   0.070  -3.0156   0.3985   0.4425
 O3M  C8   C  CR16  0  -0.301  -4.2362  -0.0619   0.9358
 O3M  C10  C  CR16  0  -0.263  -3.7277  -2.2932   0.2143
 O3M  C13  C  CH2   0  -0.298  -0.8313  -0.0479  -0.7433
 O3M  C15  C  CR16  0  -0.325   3.8439  -0.5800  -1.1346
 O3M  N    N  NT    0  -0.422  -0.4240   1.2490  -0.2478
 O3M  C    C  CR6   0   0.338   4.1959  -0.7247   0.2033
 O3M  O    O  OH1   0  -0.635   5.2713  -1.4858   0.4973
 O3M  C1   C  CR16  0  -0.372   3.4356  -0.0878   1.1833
 O3M  C11  C  CR16  0  -0.290  -2.5132  -1.8437  -0.2771
 O3M  C12  C  CR6   0   0.041  -2.1458  -0.5036  -0.1675
 O3M  C14  C  CR16  0  -0.297   2.7457   0.1954  -1.4789
 O3M  C2   C  CR16  0  -0.270   2.3430   0.6825   0.8199
 O3M  C3   C  CR6   0   0.073   1.9812   0.8425  -0.5151
 O3M  C9   C  CR16  0  -0.261  -4.5955  -1.3953   0.8265
 O3M  H1   H  HCH2  0   0.211   0.7023   1.7287  -1.9849
 O3M  H2   H  HCH2  0   0.250   0.9813   2.7264  -0.5633
 O3M  H3   H  HCH2  0   0.200  -1.8814   2.2605  -1.4168
 O3M  H4   H  HCH2  0   0.242  -1.1248   3.2035  -0.1342
 O3M  H5   H  HCH2  0   0.246  -2.3099   2.0495   1.5958
 O3M  H6   H  HCH2  0   0.244  -3.4949   2.4853   0.3818
 O3M  H7   H  HCR6  0   0.245  -4.9144   0.6401   1.4084
 O3M  H8   H  HCR6  0   0.251  -3.9963  -3.3379   0.1234
 O3M  H9   H  HCH2  0   0.210  -0.9158  -0.0461  -1.8463
 O3M  H10  H  HCH2  0   0.254  -0.0590  -0.7831  -0.5036
 O3M  H11  H  HCR6  0   0.259   4.4263  -1.0758  -1.9013
 O3M  H13  H  HOH1  0   0.473   5.4313  -1.4867   1.4473
 O3M  H14  H  HCR6  0   0.267   3.6981  -0.1917   2.2303
 O3M  H15  H  HCR6  0   0.244  -1.8344  -2.5427  -0.7533
 O3M  H16  H  HCR6  0   0.248   2.4809   0.2944  -2.5254
 O3M  H17  H  HCR6  0   0.249   1.7597   1.1672   1.5936
 O3M  H18  H  HCR6  0   0.251  -5.5476  -1.7338   1.2144

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
 O3M  O    C    single    1.350  0.020  1.350
 O3M  C    C15  aromatic  1.391  0.020  1.391
 O3M  C    C1   aromatic  1.394  0.020  1.394
 O3M  C15  C14  aromatic  1.388  0.020  1.388
 O3M  C1   C2   aromatic  1.385  0.020  1.385
 O3M  C14  C3   aromatic  1.390  0.020  1.390
 O3M  C2   C3   aromatic  1.392  0.020  1.392
 O3M  C6   C5   single    1.518  0.020  1.518
 O3M  C6   C7   single    1.504  0.020  1.504
 O3M  C3   C4   single    1.505  0.020  1.505
 O3M  C5   N    single    1.451  0.020  1.451
 O3M  C8   C7   aromatic  1.395  0.020  1.395
 O3M  C8   C9   aromatic  1.385  0.020  1.385
 O3M  C7   C12  aromatic  1.394  0.020  1.394
 O3M  N    C4   single    1.451  0.020  1.451
 O3M  N    C13  single    1.447  0.020  1.447
 O3M  C9   C10  aromatic  1.391  0.020  1.391
 O3M  C12  C13  single    1.506  0.020  1.506
 O3M  C12  C11  aromatic  1.394  0.020  1.394
 O3M  C10  C11  aromatic  1.385  0.020  1.385
 O3M  C4   H1   single    0.970  0.020  1.090
 O3M  C4   H2   single    0.970  0.020  1.090
 O3M  C5   H3   single    0.970  0.020  1.090
 O3M  C5   H4   single    0.970  0.020  1.090
 O3M  C6   H5   single    0.970  0.020  1.090
 O3M  C6   H6   single    0.970  0.020  1.090
 O3M  C8   H7   single    0.930  0.020  1.080
 O3M  C10  H8   single    0.930  0.020  1.080
 O3M  C13  H9   single    0.970  0.020  1.090
 O3M  C13  H10  single    0.970  0.020  1.090
 O3M  C15  H11  single    0.930  0.020  1.080
 O3M  O    H13  single    0.850  0.020  0.980
 O3M  C1   H14  single    0.930  0.020  1.080
 O3M  C11  H15  single    0.930  0.020  1.080
 O3M  C14  H16  single    0.930  0.020  1.080
 O3M  C2   H17  single    0.930  0.020  1.080
 O3M  C9   H18  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
 O3M  H2   C4   H1   106.38  3.000
 O3M  H2   C4   C3   109.32  3.000
 O3M  H1   C4   C3   109.31  3.000
 O3M  H2   C4   N    107.53  3.000
 O3M  H1   C4   N    111.89  3.000
 O3M  C3   C4   N    112.21  3.000
 O3M  H4   C5   H3   106.83  3.000
 O3M  H4   C5   N    108.94  3.000
 O3M  H3   C5   N    111.84  3.000
 O3M  H4   C5   C6   109.46  3.000
 O3M  H3   C5   C6   110.11  3.000
 O3M  N    C5   C6   109.59  3.000
 O3M  H6   C6   H5   106.46  3.000
 O3M  H6   C6   C7   110.21  3.000
 O3M  H5   C6   C7   109.45  3.000
 O3M  H6   C6   C5   109.90  3.000
 O3M  H5   C6   C5   109.05  3.000
 O3M  C7   C6   C5   111.63  3.000
 O3M  C12  C7   C8   119.17  3.000
 O3M  C12  C7   C6   119.98  3.000
 O3M  C8   C7   C6   120.85  3.000
 O3M  H7   C8   C9   119.68  3.000
 O3M  H7   C8   C7   119.20  3.000
 O3M  C9   C8   C7   121.12  3.000
 O3M  H8   C10  C9   120.35  3.000
 O3M  H8   C10  C11  120.06  3.000
 O3M  C9   C10  C11  119.59  3.000
 O3M  H10  C13  H9   105.89  3.000
 O3M  H10  C13  C12  109.24  3.000
 O3M  H9   C13  C12  108.37  3.000
 O3M  H10  C13  N    109.20  3.000
 O3M  H9   C13  N    111.19  3.000
 O3M  C12  C13  N    112.71  3.000
 O3M  H11  C15  C14  120.38  3.000
 O3M  H11  C15  C    119.81  3.000
 O3M  C14  C15  C    119.81  3.000
 O3M  C13  N    C5   110.66  3.000
 O3M  C13  N    C4   111.33  3.000
 O3M  C5   N    C4   112.43  3.000
 O3M  C1   C    O    122.61  3.000
 O3M  C1   C    C15  119.37  3.000
 O3M  O    C    C15  118.02  3.000
 O3M  H13  O    C    110.34  3.000
 O3M  H14  C1   C2   119.83  3.000
 O3M  H14  C1   C    120.19  3.000
 O3M  C2   C1   C    119.98  3.000
 O3M  H15  C11  C12  119.29  3.000
 O3M  H15  C11  C10  119.70  3.000
 O3M  C12  C11  C10  121.01  3.000
 O3M  C11  C12  C13  119.40  3.000
 O3M  C11  C12  C7   119.49  3.000
 O3M  C13  C12  C7   121.09  3.000
 O3M  H16  C14  C3   119.50  3.000
 O3M  H16  C14  C15  118.94  3.000
 O3M  C3   C14  C15  121.55  3.000
 O3M  H17  C2   C3   119.56  3.000
 O3M  H17  C2   C1   119.08  3.000
 O3M  C3   C2   C1   121.35  3.000
 O3M  C2   C3   C14  117.93  3.000
 O3M  C2   C3   C4   120.38  3.000
 O3M  C14  C3   C4   121.69  3.000
 O3M  H18  C9   C10  120.31  3.000
 O3M  H18  C9   C8   120.06  3.000
 O3M  C10  C9   C8   119.63  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
 O3M  CONST_01  C10  C9   C8   C7      0.00   0.0  0
 O3M  CONST_02  C10  C11  C12  C7      0.00   0.0  0
 O3M  CONST_03  C11  C12  C7   C8      0.00   0.0  0
 O3M  CONST_04  C11  C10  C9   C8      0.00   0.0  0
 O3M  CONST_05  C2   C1   C    C15     0.00   0.0  0
 O3M  CONST_06  C2   C3   C14  C15     0.00   0.0  0
 O3M  CONST_07  C3   C14  C15  C       0.00   0.0  0
 O3M  CONST_08  C3   C2   C1   C       0.00   0.0  0
 O3M  CONST_09  C14  C15  C    C1      0.00   0.0  0
 O3M  CONST_10  C14  C3   C2   C1      0.00   0.0  0
 O3M  CONST_11  C9   C8   C7   C12     0.00   0.0  0
 O3M  CONST_12  C9   C10  C11  C12     0.00   0.0  0
 O3M  CONST_13  C15  C14  C3   C4    180.00   0.0  0
 O3M  CONST_14  C1   C2   C3   C4    180.00   0.0  0
 O3M  CONST_15  C14  C15  C    O     180.00   0.0  0
 O3M  CONST_16  C2   C1   C    O     180.00   0.0  0
 O3M  CONST_17  H7   C8   C7   C6      0.00   0.0  0
 O3M  CONST_18  H18  C9   C8   C7    180.00   0.0  0
 O3M  CONST_19  H15  C11  C12  C7    180.00   0.0  0
 O3M  CONST_20  H8   C10  C9   C8    180.00   0.0  0
 O3M  CONST_21  H14  C1   C    C15   180.00   0.0  0
 O3M  CONST_22  H16  C14  C15  C     180.00   0.0  0
 O3M  CONST_23  H17  C2   C1   C     180.00   0.0  0
 O3M  CONST_24  H11  C15  C    C1    180.00   0.0  0
 O3M  Var_01    C8   C7   C6   C5   -162.45  30.0  1
 O3M  Var_02    C12  C13  N    C5    -50.45  30.0  1
 O3M  Var_03    C13  N    C5   C6     68.19  30.0  1
 O3M  Var_04    N    C5   C6   C7    -50.05  30.0  1
 O3M  Var_05    N    C13  C12  C7     17.43  30.0  1
 O3M  Var_06    C3   C4   N    C5    168.48  30.0  3
 O3M  Var_07    C14  C3   C4   N     122.77  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
 O3M  plan-1  C4   0.020
 O3M  plan-1  C15  0.020
 O3M  plan-1  C    0.020
 O3M  plan-1  O    0.020
 O3M  plan-1  C1   0.020
 O3M  plan-1  C14  0.020
 O3M  plan-1  C2   0.020
 O3M  plan-1  C3   0.020
 O3M  plan-1  H11  0.020
 O3M  plan-1  H14  0.020
 O3M  plan-1  H16  0.020
 O3M  plan-1  H17  0.020
 O3M  plan-2  C6   0.020
 O3M  plan-2  C7   0.020
 O3M  plan-2  C8   0.020
 O3M  plan-2  C10  0.020
 O3M  plan-2  C13  0.020
 O3M  plan-2  C11  0.020
 O3M  plan-2  C12  0.020
 O3M  plan-2  C9   0.020
 O3M  plan-2  H7   0.020
 O3M  plan-2  H8   0.020
 O3M  plan-2  H15  0.020
 O3M  plan-2  H18  0.020

