# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 22:58:10 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 1-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc2CCN(Cc2cc1OC)C(C)=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
 8RP  8RP  1-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethan-1-one  ligand  34  17  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8RP
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
 8RP  N1   N  NT    0  -0.448  -2.6973  -0.0222  -0.4612
 8RP  C4   C  CH2   0  -0.489  -1.2382   1.9140  -0.3557
 8RP  C5   C  CR6   0   0.072  -0.0897   0.9481  -0.2311
 8RP  C6   C  CR16  0  -0.437   1.1996   1.4260   0.0346
 8RP  C7   C  CR6   0   0.314   2.2785   0.5704   0.1419
 8RP  C8   C  CR6   0   0.312   2.0775  -0.8169  -0.0262
 8RP  C10  C  CR6   0   0.031  -0.2849  -0.4129  -0.3800
 8RP  C13  C  CH3   0  -0.437   3.8000   2.3209   0.6068
 8RP  C1   C  CH3   0  -0.812  -3.9532  -1.5604   0.9719
 8RP  C2   C  C     0   0.519  -3.7754  -0.2015   0.3347
 8RP  C3   C  CH2   0  -0.332  -2.4156   1.2663  -1.0651
 8RP  C9   C  CR16  0  -0.422   0.8044  -1.2861  -0.2824
 8RP  C11  C  CH2   0  -0.330  -1.6481  -0.9939  -0.6731
 8RP  O1   O  O2    0  -0.466   3.1792  -1.5838   0.0881
 8RP  C12  C  CH3   0  -0.437   3.0390  -2.9778  -0.0909
 8RP  O2   O  O2    0  -0.466   3.5462   0.9476   0.3962
 8RP  O3   O  O     0  -0.506  -4.5872   0.6940   0.5338
 8RP  H1   H  HCH2  0   0.249  -1.5538   2.2568   0.6347
 8RP  H2   H  HCH2  0   0.250  -0.9235   2.8048  -0.9046
 8RP  H3   H  HCR6  0   0.275   1.3360   2.4945   0.1488
 8RP  H4   H  HCH3  0   0.260   4.8634   2.4110   0.8146
 8RP  H5   H  HCH3  0   0.227   3.5613   2.9220  -0.2746
 8RP  H6   H  HCH3  0   0.227   3.2391   2.7122   1.4598
 8RP  H7   H  HCH3  0   0.266  -3.9479  -2.3679   0.2398
 8RP  H8   H  HCH3  0   0.267  -3.1617  -1.7669   1.6943
 8RP  H9   H  HCH3  0   0.269  -4.9041  -1.5798   1.4982
 8RP  H10  H  HCH2  0   0.250  -2.1774   1.1065  -2.1209
 8RP  H11  H  HCH2  0   0.267  -3.2991   1.8961  -1.0192
 8RP  H12  H  HCR6  0   0.275   0.6292  -2.3478  -0.4072
 8RP  H13  H  HCH2  0   0.278  -1.8091  -1.8682  -0.0472
 8RP  H14  H  HCH2  0   0.260  -1.6804  -1.3475  -1.7107
 8RP  H15  H  HCH3  0   0.227   2.3737  -3.4216   0.6547
 8RP  H16  H  HCH3  0   0.227   2.6636  -3.2261  -1.0873
 8RP  H17  H  HCH3  0   0.259   4.0312  -3.4065   0.0271

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
 8RP  C12  O1   single    1.412  0.020  1.412
 8RP  O1   C8   single    1.347  0.020  1.347
 8RP  O2   C13  single    1.412  0.020  1.412
 8RP  O2   C7   single    1.347  0.020  1.347
 8RP  C8   C7   aromatic  1.412  0.020  1.412
 8RP  C8   C9   aromatic  1.381  0.020  1.381
 8RP  C7   C6   aromatic  1.381  0.020  1.381
 8RP  C9   C10  aromatic  1.399  0.020  1.399
 8RP  C6   C5   aromatic  1.401  0.020  1.401
 8RP  C10  C5   aromatic  1.383  0.020  1.383
 8RP  C10  C11  single    1.511  0.020  1.511
 8RP  C5   C4   single    1.506  0.020  1.506
 8RP  C11  N1   single    1.446  0.020  1.446
 8RP  C3   C4   single    1.520  0.020  1.520
 8RP  C3   N1   single    1.451  0.020  1.451
 8RP  N1   C2   single    1.352  0.020  1.352
 8RP  C2   C1   single    1.511  0.020  1.511
 8RP  C2   O3   double    1.225  0.020  1.225
 8RP  C4   H1   single    0.970  0.020  1.090
 8RP  C4   H2   single    0.970  0.020  1.090
 8RP  C6   H3   single    0.930  0.020  1.080
 8RP  C13  H4   single    0.970  0.020  1.090
 8RP  C13  H5   single    0.970  0.020  1.090
 8RP  C13  H6   single    0.970  0.020  1.090
 8RP  C1   H7   single    0.970  0.020  1.090
 8RP  C1   H8   single    0.970  0.020  1.090
 8RP  C1   H9   single    0.970  0.020  1.090
 8RP  C3   H10  single    0.970  0.020  1.090
 8RP  C3   H11  single    0.970  0.020  1.090
 8RP  C9   H12  single    0.930  0.020  1.080
 8RP  C11  H13  single    0.970  0.020  1.090
 8RP  C11  H14  single    0.970  0.020  1.090
 8RP  C12  H15  single    0.970  0.020  1.090
 8RP  C12  H16  single    0.970  0.020  1.090
 8RP  C12  H17  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
 8RP  C11  N1   C3   113.27  3.000
 8RP  C3   N1   C2   121.18  3.000
 8RP  C11  N1   C2   125.16  3.000
 8RP  H2   C4   H1   106.40  3.000
 8RP  H2   C4   C3   109.65  3.000
 8RP  H1   C4   C3   109.42  3.000
 8RP  H2   C4   C5   110.17  3.000
 8RP  H1   C4   C5   110.24  3.000
 8RP  C3   C4   C5   110.87  3.000
 8RP  C10  C5   C6   119.09  3.000
 8RP  C10  C5   C4   120.98  3.000
 8RP  C6   C5   C4   119.93  3.000
 8RP  H3   C6   C7   120.31  3.000
 8RP  H3   C6   C5   118.19  3.000
 8RP  C7   C6   C5   121.50  3.000
 8RP  O2   C7   C8   115.57  3.000
 8RP  C8   C7   C6   119.23  3.000
 8RP  O2   C7   C6   125.20  3.000
 8RP  O1   C8   C9   125.19  3.000
 8RP  C9   C8   C7   119.16  3.000
 8RP  O1   C8   C7   115.65  3.000
 8RP  C11  C10  C9   118.42  3.000
 8RP  C11  C10  C5   121.79  3.000
 8RP  C9   C10  C5   119.78  3.000
 8RP  H6   C13  H5   108.67  3.000
 8RP  H6   C13  H4   108.85  3.000
 8RP  H5   C13  H4   108.78  3.000
 8RP  H6   C13  O2   111.85  3.000
 8RP  H5   C13  O2   112.04  3.000
 8RP  H4   C13  O2   106.55  3.000
 8RP  H9   C1   H8   108.09  3.000
 8RP  H9   C1   H7   108.44  3.000
 8RP  H8   C1   H7   107.51  3.000
 8RP  H9   C1   C2   108.85  3.000
 8RP  H8   C1   C2   111.34  3.000
 8RP  H7   C1   C2   112.48  3.000
 8RP  O3   C2   C1   120.71  3.000
 8RP  O3   C2   N1   121.82  3.000
 8RP  C1   C2   N1   117.47  3.000
 8RP  H11  C3   H10  107.61  3.000
 8RP  H11  C3   C4   111.31  3.000
 8RP  H10  C3   C4   110.12  3.000
 8RP  H11  C3   N1   109.85  3.000
 8RP  H10  C3   N1   108.32  3.000
 8RP  C4   C3   N1   109.56  3.000
 8RP  H12  C9   C10  118.53  3.000
 8RP  H12  C9   C8   120.23  3.000
 8RP  C10  C9   C8   121.24  3.000
 8RP  H14  C11  H13  106.33  3.000
 8RP  H14  C11  C10  109.52  3.000
 8RP  H13  C11  C10  109.34  3.000
 8RP  H14  C11  N1   109.52  3.000
 8RP  H13  C11  N1   110.40  3.000
 8RP  C10  C11  N1   111.59  3.000
 8RP  C12  O1   C8   118.03  3.000
 8RP  H17  C12  H16  108.83  3.000
 8RP  H17  C12  H15  108.73  3.000
 8RP  H16  C12  H15  108.68  3.000
 8RP  H17  C12  O1   106.55  3.000
 8RP  H16  C12  O1   111.94  3.000
 8RP  H15  C12  O1   112.00  3.000
 8RP  C13  O2   C7   118.00  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
 8RP  CONST_01  C8   C7   C6   C5     0.00   0.0  0
 8RP  CONST_02  C8   C9   C10  C5     0.00   0.0  0
 8RP  CONST_03  C9   C8   C7   C6     0.00   0.0  0
 8RP  CONST_04  C9   C10  C5   C6     0.00   0.0  0
 8RP  CONST_05  C10  C9   C8   C7     0.00   0.0  0
 8RP  CONST_06  C10  C5   C6   C7     0.00   0.0  0
 8RP  CONST_07  O2   C7   C6   C5   180.00   0.0  0
 8RP  CONST_08  O1   C8   C7   C6   180.00   0.0  0
 8RP  CONST_09  O1   C8   C9   C10  180.00   0.0  0
 8RP  CONST_10  O2   C7   C8   C9   180.00   0.0  0
 8RP  CONST_11  H3   C6   C5   C4     0.00   0.0  0
 8RP  CONST_12  H12  C9   C10  C5   180.00   0.0  0
 8RP  CONST_13  C11  N1   C2   C1     0.00   0.0  0
 8RP  CONST_14  C3   N1   C2   C1   180.00   0.0  0
 8RP  CONST_15  O3   C2   N1   C3     0.00   0.0  0
 8RP  CONST_16  O3   C2   N1   C11  180.00   0.0  0
 8RP  Var_01    C9   C10  C11  N1   167.68  30.0  1
 8RP  Var_02    C5   C4   C3   N1    49.20  30.0  1
 8RP  Var_03    C11  N1   C3   C4   -66.90  30.0  1
 8RP  Var_04    C3   C4   C5   C6   161.88  30.0  1
 8RP  Var_05    C3   N1   C11  C10   47.10  30.0  1
 8RP  Var_06    H7   C1   C2   N1   -54.39  30.0  3
 8RP  Var_07    H4   C13  O2   C7   178.80  30.0  3
 8RP  Var_08    H15  C12  O1   C8   -61.96  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
 8RP  plan-1  N1   0.020
 8RP  plan-1  C1   0.020
 8RP  plan-1  C2   0.020
 8RP  plan-1  C3   0.020
 8RP  plan-1  C11  0.020
 8RP  plan-1  O3   0.020
 8RP  plan-2  C4   0.020
 8RP  plan-2  C5   0.020
 8RP  plan-2  C6   0.020
 8RP  plan-2  C7   0.020
 8RP  plan-2  C8   0.020
 8RP  plan-2  C10  0.020
 8RP  plan-2  C9   0.020
 8RP  plan-2  C11  0.020
 8RP  plan-2  O1   0.020
 8RP  plan-2  O2   0.020
 8RP  plan-2  H3   0.020
 8RP  plan-2  H12  0.020

