# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 18:34:15 2022
#   Inital geometry file: a 119 line input string
#   Ligand name: (1~{R})-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(C[C@H]2NCCc3cc(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
 R9T  R9T  (1~{R})-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline  ligand  50  25  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_R9T
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
 R9T  O19  O  O2    0  -0.467  -4.4238   2.3284   0.3993
 R9T  O18  O  O2    0  -0.466  -5.9127   0.2261   0.2784
 R9T  O22  O  O2    0  -0.467   5.0898  -1.2968   1.0763
 R9T  O23  O  O2    0  -0.466   6.0209   0.5943  -0.4049
 R9T  N10  N  NH1   0  -0.583   0.1799  -1.6273  -0.7337
 R9T  C9   C  CH1   0  -0.110  -0.3229  -0.2780  -0.5425
 R9T  C8   C  CR6   0   0.077  -1.8262  -0.1986  -0.3183
 R9T  C3   C  CR6   0   0.044  -2.6337  -1.3209  -0.4191
 R9T  C2   C  CH2   0  -0.510  -2.0565  -2.6598  -0.7928
 R9T  C1   C  CH2   0  -0.321  -0.7174  -2.4762  -1.4919
 R9T  C11  C  CH2   0  -0.563   0.4585   0.3737   0.6090
 R9T  C7   C  CR16  0  -0.443  -2.4218   1.0443  -0.0621
 R9T  C12  C  CR6   0   0.170   1.9347   0.4641   0.3379
 R9T  C4   C  CR16  0  -0.438  -4.0140  -1.1961  -0.2149
 R9T  C6   C  CR6   0   0.317  -3.7816   1.1714   0.1391
 R9T  C5   C  CR6   0   0.307  -4.5969   0.0227   0.0702
 R9T  C13  C  CR16  0  -0.452   2.8179  -0.4824   0.8655
 R9T  C17  C  CR16  0  -0.330   2.4484   1.4758  -0.4530
 R9T  C14  C  CR6   0   0.324   4.1772  -0.4231   0.6064
 R9T  C16  C  CR16  0  -0.369   3.8140   1.5506  -0.7245
 R9T  C15  C  CR6   0   0.291   4.6873   0.6104  -0.2049
 R9T  C21  C  CH3   0  -0.437  -3.6520   3.5050   0.5139
 R9T  C20  C  CH3   0  -0.436  -6.7782  -0.8858   0.1906
 R9T  C24  C  CH3   0  -0.436   4.6400  -2.3530   1.8980
 R9T  C25  C  CH3   0  -0.435   6.5834   1.6180  -1.1979
 R9T  H1   H  HNH1  0   0.340   0.3420  -2.0556   0.1713
 R9T  H3   H  HCH1  0   0.241  -0.0971   0.2926  -1.4544
 R9T  H4   H  HCH2  0   0.239  -1.9207  -3.2827   0.0986
 R9T  H5   H  HCH2  0   0.239  -2.7566  -3.1999  -1.4360
 R9T  H6   H  HCH2  0   0.226  -0.8716  -2.0273  -2.4780
 R9T  H7   H  HCH2  0   0.239  -0.2358  -3.4417  -1.6584
 R9T  H8   H  HCH2  0   0.260   0.0686   1.3754   0.7931
 R9T  H9   H  HCH2  0   0.250   0.2732  -0.1990   1.5235
 R9T  H10  H  HCR6  0   0.269  -1.7958   1.9271  -0.0344
 R9T  H11  H  HCR6  0   0.272  -4.6266  -2.0858  -0.2976
 R9T  H12  H  HCR6  0   0.268   2.4189  -1.2713   1.4908
 R9T  H13  H  HCR6  0   0.242   1.7910   2.2292  -0.8709
 R9T  H14  H  HCR6  0   0.277   4.1791   2.3607  -1.3416
 R9T  H15  H  HCH3  0   0.225  -2.9074   3.4294   1.3113
 R9T  H16  H  HCH3  0   0.226  -3.1402   3.7530  -0.4202
 R9T  H17  H  HCH3  0   0.259  -4.3445   4.3078   0.7557
 R9T  H18  H  HCH3  0   0.226  -6.5425  -1.6492   0.9374
 R9T  H19  H  HCH3  0   0.259  -7.7822  -0.5122   0.3768
 R9T  H20  H  HCH3  0   0.226  -6.7539  -1.3476  -0.8005
 R9T  H21  H  HCH3  0   0.259   5.5191  -2.9372   2.1593
 R9T  H22  H  HCH3  0   0.226   4.1743  -1.9885   2.8177
 R9T  H23  H  HCH3  0   0.225   3.9281  -3.0016   1.3796
 R9T  H24  H  HCH3  0   0.257   7.6535   1.4280  -1.2360
 R9T  H25  H  HCH3  0   0.226   6.1891   1.6112  -2.2181
 R9T  H26  H  HCH3  0   0.225   6.4186   2.6091  -0.7658

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
 R9T  C24  O22  single    1.412  0.020  1.412
 R9T  O22  C14  single    1.348  0.020  1.348
 R9T  O23  C25  single    1.412  0.020  1.412
 R9T  O23  C15  single    1.349  0.020  1.349
 R9T  C14  C15  aromatic  1.409  0.020  1.409
 R9T  C14  C13  aromatic  1.385  0.020  1.385
 R9T  C15  C16  aromatic  1.384  0.020  1.384
 R9T  C13  C12  aromatic  1.398  0.020  1.398
 R9T  C16  C17  aromatic  1.394  0.020  1.394
 R9T  C12  C17  aromatic  1.383  0.020  1.383
 R9T  C12  C11  single    1.504  0.020  1.504
 R9T  C1   N10  single    1.449  0.020  1.449
 R9T  C1   C2   single    1.522  0.020  1.522
 R9T  N10  C9   single    1.453  0.020  1.453
 R9T  C9   C11  single    1.537  0.020  1.537
 R9T  C9   C8   single    1.522  0.020  1.522
 R9T  C2   C3   single    1.505  0.020  1.505
 R9T  C8   C3   aromatic  1.386  0.020  1.386
 R9T  C8   C7   aromatic  1.402  0.020  1.402
 R9T  C3   C4   aromatic  1.401  0.020  1.401
 R9T  C7   C6   aromatic  1.381  0.020  1.381
 R9T  C4   C5   aromatic  1.381  0.020  1.381
 R9T  C6   C5   aromatic  1.410  0.020  1.410
 R9T  C6   O19  single    1.349  0.020  1.349
 R9T  C21  O19  single    1.412  0.020  1.412
 R9T  C5   O18  single    1.348  0.020  1.348
 R9T  O18  C20  single    1.412  0.020  1.412
 R9T  N10  H1   single    0.890  0.020  1.040
 R9T  C9   H3   single    0.970  0.020  1.090
 R9T  C2   H4   single    0.970  0.020  1.090
 R9T  C2   H5   single    0.970  0.020  1.090
 R9T  C1   H6   single    0.970  0.020  1.090
 R9T  C1   H7   single    0.970  0.020  1.090
 R9T  C11  H8   single    0.970  0.020  1.090
 R9T  C11  H9   single    0.970  0.020  1.090
 R9T  C7   H10  single    0.930  0.020  1.080
 R9T  C4   H11  single    0.930  0.020  1.080
 R9T  C13  H12  single    0.930  0.020  1.080
 R9T  C17  H13  single    0.930  0.020  1.080
 R9T  C16  H14  single    0.930  0.020  1.080
 R9T  C21  H15  single    0.970  0.020  1.090
 R9T  C21  H16  single    0.970  0.020  1.090
 R9T  C21  H17  single    0.970  0.020  1.090
 R9T  C20  H18  single    0.970  0.020  1.090
 R9T  C20  H19  single    0.970  0.020  1.090
 R9T  C20  H20  single    0.970  0.020  1.090
 R9T  C24  H21  single    0.970  0.020  1.090
 R9T  C24  H22  single    0.970  0.020  1.090
 R9T  C24  H23  single    0.970  0.020  1.090
 R9T  C25  H24  single    0.970  0.020  1.090
 R9T  C25  H25  single    0.970  0.020  1.090
 R9T  C25  H26  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
 R9T  C21  O19  C6   118.06  3.000
 R9T  C20  O18  C5   118.04  3.000
 R9T  C24  O22  C14  118.17  3.000
 R9T  C25  O23  C15  117.95  3.000
 R9T  H1   N10  C1   108.56  3.000
 R9T  H1   N10  C9   109.27  3.000
 R9T  C1   N10  C9   113.49  3.000
 R9T  H3   C9   C11  107.28  3.000
 R9T  H3   C9   C8   107.34  3.000
 R9T  C11  C9   C8   111.70  3.000
 R9T  H3   C9   N10  107.57  3.000
 R9T  C8   C9   N10  114.19  3.000
 R9T  C11  C9   N10  108.46  3.000
 R9T  C7   C8   C3   118.93  3.000
 R9T  C7   C8   C9   119.52  3.000
 R9T  C3   C8   C9   121.49  3.000
 R9T  C4   C3   C2   119.56  3.000
 R9T  C4   C3   C8   119.42  3.000
 R9T  C2   C3   C8   120.99  3.000
 R9T  H5   C2   H4   106.08  3.000
 R9T  H5   C2   C1   110.66  3.000
 R9T  H4   C2   C1   109.46  3.000
 R9T  H5   C2   C3   109.87  3.000
 R9T  H4   C2   C3   110.56  3.000
 R9T  C1   C2   C3   110.13  3.000
 R9T  H7   C1   H6   106.71  3.000
 R9T  H7   C1   C2   110.58  3.000
 R9T  H6   C1   C2   109.84  3.000
 R9T  H7   C1   N10  108.94  3.000
 R9T  H6   C1   N10  108.56  3.000
 R9T  C2   C1   N10  112.04  3.000
 R9T  H9   C11  H8   106.21  3.000
 R9T  H9   C11  C12  110.38  3.000
 R9T  H8   C11  C12  109.04  3.000
 R9T  H9   C11  C9   108.54  3.000
 R9T  H8   C11  C9   109.52  3.000
 R9T  C12  C11  C9   112.93  3.000
 R9T  H10  C7   C6   119.39  3.000
 R9T  H10  C7   C8   118.82  3.000
 R9T  C6   C7   C8   121.78  3.000
 R9T  C17  C12  C13  118.45  3.000
 R9T  C17  C12  C11  120.78  3.000
 R9T  C13  C12  C11  120.77  3.000
 R9T  H11  C4   C5   120.13  3.000
 R9T  H11  C4   C3   118.21  3.000
 R9T  C5   C4   C3   121.65  3.000
 R9T  C5   C6   C7   119.17  3.000
 R9T  C5   C6   O19  115.66  3.000
 R9T  C7   C6   O19  125.18  3.000
 R9T  C6   C5   C4   119.01  3.000
 R9T  C6   C5   O18  115.72  3.000
 R9T  C4   C5   O18  125.26  3.000
 R9T  H12  C13  C14  120.06  3.000
 R9T  H12  C13  C12  118.58  3.000
 R9T  C14  C13  C12  121.36  3.000
 R9T  H13  C17  C16  118.80  3.000
 R9T  H13  C17  C12  120.25  3.000
 R9T  C16  C17  C12  120.95  3.000
 R9T  C15  C14  C13  119.62  3.000
 R9T  C13  C14  O22  124.85  3.000
 R9T  C15  C14  O22  115.53  3.000
 R9T  H14  C16  C15  120.65  3.000
 R9T  H14  C16  C17  118.80  3.000
 R9T  C15  C16  C17  120.55  3.000
 R9T  C16  C15  C14  119.06  3.000
 R9T  C16  C15  O23  125.19  3.000
 R9T  C14  C15  O23  115.75  3.000
 R9T  H17  C21  H16  108.69  3.000
 R9T  H17  C21  H15  108.81  3.000
 R9T  H16  C21  H15  108.65  3.000
 R9T  H17  C21  O19  106.57  3.000
 R9T  H16  C21  O19  112.06  3.000
 R9T  H15  C21  O19  111.95  3.000
 R9T  H20  C20  H19  108.71  3.000
 R9T  H20  C20  H18  108.62  3.000
 R9T  H19  C20  H18  108.77  3.000
 R9T  H20  C20  O18  112.05  3.000
 R9T  H19  C20  O18  106.55  3.000
 R9T  H18  C20  O18  112.04  3.000
 R9T  H23  C24  H22  108.61  3.000
 R9T  H23  C24  H21  108.76  3.000
 R9T  H22  C24  H21  108.74  3.000
 R9T  H23  C24  O22  112.04  3.000
 R9T  H22  C24  O22  112.07  3.000
 R9T  H21  C24  O22  106.51  3.000
 R9T  H26  C25  H25  108.65  3.000
 R9T  H26  C25  H24  108.69  3.000
 R9T  H25  C25  H24  108.73  3.000
 R9T  H26  C25  O23  112.03  3.000
 R9T  H25  C25  O23  112.07  3.000
 R9T  H24  C25  O23  106.56  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
 R9T  CONST_01  C5   C4   C3   C8     0.00   0.0  0
 R9T  CONST_02  C5   C6   C7   C8     0.00   0.0  0
 R9T  CONST_03  C6   C7   C8   C3     0.00   0.0  0
 R9T  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 R9T  CONST_05  C4   C3   C8   C7     0.00   0.0  0
 R9T  CONST_06  C4   C5   C6   C7     0.00   0.0  0
 R9T  CONST_07  C15  C14  C13  C12    0.00   0.0  0
 R9T  CONST_08  C15  C16  C17  C12    0.00   0.0  0
 R9T  CONST_09  C16  C15  C14  C13    0.00   0.0  0
 R9T  CONST_10  C16  C17  C12  C13    0.00   0.0  0
 R9T  CONST_11  C14  C15  C16  C17    0.00   0.0  0
 R9T  CONST_12  C14  C13  C12  C17    0.00   0.0  0
 R9T  CONST_13  C8   C7   C6   O19  180.00   0.0  0
 R9T  CONST_14  C4   C5   C6   O19  180.00   0.0  0
 R9T  CONST_15  C3   C4   C5   O18  180.00   0.0  0
 R9T  CONST_16  C7   C6   C5   O18  180.00   0.0  0
 R9T  CONST_17  C16  C15  C14  O22  180.00   0.0  0
 R9T  CONST_18  C12  C13  C14  O22  180.00   0.0  0
 R9T  CONST_19  C13  C14  C15  O23  180.00   0.0  0
 R9T  CONST_20  C17  C16  C15  O23  180.00   0.0  0
 R9T  CONST_21  C14  C13  C12  C11  180.00   0.0  0
 R9T  CONST_22  C16  C17  C12  C11  180.00   0.0  0
 R9T  CONST_23  H10  C7   C8   C9     0.00   0.0  0
 R9T  CONST_24  H11  C4   C3   C8   180.00   0.0  0
 R9T  CONST_25  H14  C16  C17  C12  180.00   0.0  0
 R9T  CONST_26  H13  C17  C12  C13  180.00   0.0  0
 R9T  CONST_27  H12  C13  C12  C17  180.00   0.0  0
 R9T  Var_01    C3   C2   C1   N10   51.43  30.0  1
 R9T  Var_02    C2   C1   N10  C9   -61.73  30.0  1
 R9T  Var_03    C1   C2   C3   C8   -20.47  30.0  1
 R9T  Var_04    C13  C12  C11  C9   -98.55  30.0  2
 R9T  Var_05    H15  C21  O19  C6   -59.24  30.0  3
 R9T  Var_06    H18  C20  O18  C5    61.80  30.0  3
 R9T  Var_07    H21  C24  O22  C14  179.61  30.0  3
 R9T  Var_08    H24  C25  O23  C15  179.97  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 R9T  chir_01  C9  N10  C11  C8  positiv

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
 R9T  plan-1  O22  0.020
 R9T  plan-1  O23  0.020
 R9T  plan-1  C11  0.020
 R9T  plan-1  C12  0.020
 R9T  plan-1  C13  0.020
 R9T  plan-1  C17  0.020
 R9T  plan-1  C14  0.020
 R9T  plan-1  C16  0.020
 R9T  plan-1  C15  0.020
 R9T  plan-1  H12  0.020
 R9T  plan-1  H13  0.020
 R9T  plan-1  H14  0.020
 R9T  plan-2  O19  0.020
 R9T  plan-2  O18  0.020
 R9T  plan-2  C9   0.020
 R9T  plan-2  C8   0.020
 R9T  plan-2  C3   0.020
 R9T  plan-2  C2   0.020
 R9T  plan-2  C7   0.020
 R9T  plan-2  C4   0.020
 R9T  plan-2  C6   0.020
 R9T  plan-2  C5   0.020
 R9T  plan-2  H10  0.020
 R9T  plan-2  H11  0.020

