# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 28 21:47:20 2022
#   Inital geometry file: a 70 line input string
#   Ligand name: 8-methoxy-4~{H}-thieno[2,3-c]isoquinolin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2C(=O)Nc3sccc3c2c1
#
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
 1OI  1OI  "8-methoxy-4~{H}-thieno[2,3-c]isoquinolin-5-one"  ligand  25  16  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1OI
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
 1OI  C4   C  CR16  0  -0.255  16.1561  14.4745   9.1503
 1OI  C5   C  CR66  0  -0.216  16.1825  14.9963  10.4506
 1OI  C6   C  CR6   0   0.514  17.4787  15.2748  11.0726
 1OI  C11  C  CR66  0   0.316  14.9675  15.2356  11.1156
 1OI  C7   C  CR56  0   0.049  16.2511  16.0184  13.0052
 1OI  C8   C  CR15  0  -0.476  14.4162  16.5823  14.5373
 1OI  C9   C  CR15  0  -0.230  13.9642  16.1043  13.3555
 1OI  C10  C  CR56  0   0.043  15.0200  15.7703  12.4512
 1OI  C12  C  CR16  0  -0.511  13.7564  14.9504  10.4735
 1OI  N1   N  NR16  0  -0.738  17.4218  15.7839  12.3480
 1OI  C3   C  CR16  0  -0.346  14.9702  14.1952   8.5228
 1OI  C1   C  CH3   0  -0.442  11.3854  14.3402   9.1066
 1OI  C2   C  CR6   0   0.432  13.7536  14.4335   9.1881
 1OI  O2   O  O     0  -0.463  18.5574  15.0832  10.5306
 1OI  S1   S  S2    0   0.245  16.1444  16.6466  14.6013
 1OI  H1   H  HCR6  0   0.264  17.0884  14.2906   8.6335
 1OI  H2   H  HCR5  0   0.301  13.8424  16.9076  15.3906
 1OI  H3   H  HCR5  0   0.271  12.9127  15.9921  13.1332
 1OI  H4   H  HCR6  0   0.281  12.8296  15.1394  10.9970
 1OI  H5   H  HNR6  0   0.421  18.3055  15.9803  12.7997
 1OI  H6   H  HCR6  0   0.268  14.9578  13.7922   7.5184
 1OI  H7   H  HCH3  0   0.265  10.6398  14.0365   8.3767
 1OI  H8   H  HCH3  0   0.234  11.2652  13.7354  10.0085
 1OI  H9   H  HCH3  0   0.234  11.2259  15.3911   9.3597
 1OI  O1   O  O2    0  -0.460  12.6472  14.1325   8.4991

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
 1OI  C3   C4   aromatic  1.370  0.020  1.370
 1OI  C3   C2   aromatic  1.407  0.020  1.407
 1OI  O1   C1   single    1.416  0.020  1.416
 1OI  O1   C2   single    1.338  0.020  1.338
 1OI  C4   C5   aromatic  1.401  0.020  1.401
 1OI  C2   C12  aromatic  1.385  0.020  1.385
 1OI  O2   C6   double    1.222  0.020  1.222
 1OI  C5   C6   single    1.464  0.020  1.464
 1OI  C5   C11  aromatic  1.406  0.020  1.406
 1OI  C12  C11  aromatic  1.400  0.020  1.400
 1OI  C6   N1   single    1.374  0.020  1.374
 1OI  C11  C10  aromatic  1.440  0.020  1.440
 1OI  N1   C7   single    1.363  0.020  1.363
 1OI  C10  C7   aromatic  1.373  0.020  1.373
 1OI  C10  C9   aromatic  1.430  0.020  1.430
 1OI  C7   S1   aromatic  1.719  0.020  1.719
 1OI  C9   C8   aromatic  1.353  0.020  1.353
 1OI  S1   C8   aromatic  1.731  0.020  1.731
 1OI  C4   H1   single    0.930  0.020  1.080
 1OI  C8   H2   single    0.930  0.020  1.080
 1OI  C9   H3   single    0.930  0.020  1.080
 1OI  C12  H4   single    0.930  0.020  1.080
 1OI  N1   H5   single    0.860  0.020  1.020
 1OI  C3   H6   single    0.930  0.020  1.080
 1OI  C1   H7   single    0.970  0.020  1.090
 1OI  C1   H8   single    0.970  0.020  1.090
 1OI  C1   H9   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
 1OI  H1   C4   C3   119.50  3.000
 1OI  H1   C4   C5   119.36  3.000
 1OI  C3   C4   C5   121.13  3.000
 1OI  C11  C5   C6   122.13  3.000
 1OI  C11  C5   C4   119.09  3.000
 1OI  C6   C5   C4   118.78  3.000
 1OI  O2   C6   N1   120.40  3.000
 1OI  N1   C6   C5   115.33  3.000
 1OI  O2   C6   C5   124.27  3.000
 1OI  C12  C11  C10  122.18  3.000
 1OI  C10  C11  C5   118.08  3.000
 1OI  C12  C11  C5   119.74  3.000
 1OI  S1   C7   N1   124.33  3.000
 1OI  S1   C7   C10  112.66  3.000
 1OI  N1   C7   C10  123.01  3.000
 1OI  H2   C8   S1   119.40  3.000
 1OI  H2   C8   C9   128.32  3.000
 1OI  S1   C8   C9   112.28  3.000
 1OI  H3   C9   C10  124.35  3.000
 1OI  H3   C9   C8   122.80  3.000
 1OI  C10  C9   C8   112.85  3.000
 1OI  C9   C10  C7   111.40  3.000
 1OI  C9   C10  C11  130.29  3.000
 1OI  C7   C10  C11  118.31  3.000
 1OI  H4   C12  C2   120.85  3.000
 1OI  H4   C12  C11  118.94  3.000
 1OI  C2   C12  C11  120.21  3.000
 1OI  H5   N1   C7   120.11  3.000
 1OI  H5   N1   C6   116.75  3.000
 1OI  C7   N1   C6   123.14  3.000
 1OI  H6   C3   C2   119.47  3.000
 1OI  H6   C3   C4   120.71  3.000
 1OI  C2   C3   C4   119.82  3.000
 1OI  H9   C1   H8   108.97  3.000
 1OI  H9   C1   H7   108.92  3.000
 1OI  H8   C1   H7   108.92  3.000
 1OI  H9   C1   O1   111.76  3.000
 1OI  H8   C1   O1   111.78  3.000
 1OI  H7   C1   O1   106.40  3.000
 1OI  O1   C2   C3   115.69  3.000
 1OI  O1   C2   C12  124.30  3.000
 1OI  C3   C2   C12  120.01  3.000
 1OI  C8   S1   C7    90.81  3.000
 1OI  C2   O1   C1   118.89  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
 1OI  CONST_01  C12  C2   C3   C4      0.00   0.0  0
 1OI  CONST_02  C12  C11  C5   C4      0.00   0.0  0
 1OI  CONST_03  C10  C11  C5   C4    180.00   0.0  0
 1OI  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 1OI  CONST_05  C7   N1   C6   C5      0.00   0.0  0
 1OI  CONST_06  C2   C12  C11  C5      0.00   0.0  0
 1OI  CONST_07  C7   C10  C11  C5      0.00   0.0  0
 1OI  CONST_08  C9   C10  C11  C5    180.00   0.0  0
 1OI  CONST_09  C3   C4   C5   C11     0.00   0.0  0
 1OI  CONST_10  C3   C2   C12  C11     0.00   0.0  0
 1OI  CONST_11  S1   C7   C10  C11   180.00   0.0  0
 1OI  CONST_12  C8   C9   C10  C11   180.00   0.0  0
 1OI  CONST_13  C12  C11  C10  C7    180.00   0.0  0
 1OI  CONST_14  C8   C9   C10  C7      0.00   0.0  0
 1OI  CONST_15  C9   C8   S1   C7      0.00   0.0  0
 1OI  CONST_16  C10  C7   S1   C8      0.00   0.0  0
 1OI  CONST_17  C12  C11  C10  C9      0.00   0.0  0
 1OI  CONST_18  S1   C7   C10  C9      0.00   0.0  0
 1OI  CONST_19  C2   C12  C11  C10   180.00   0.0  0
 1OI  CONST_20  S1   C8   C9   C10     0.00   0.0  0
 1OI  CONST_21  O1   C2   C3   C4    180.00   0.0  0
 1OI  CONST_22  O1   C2   C12  C11   180.00   0.0  0
 1OI  CONST_23  O2   C6   N1   C7    180.00   0.0  0
 1OI  CONST_24  H6   C3   C4   C5    180.00   0.0  0
 1OI  CONST_25  H5   N1   C6   C5    180.00   0.0  0
 1OI  CONST_26  H4   C12  C11  C5    180.00   0.0  0
 1OI  CONST_27  H1   C4   C5   C6      0.00   0.0  0
 1OI  CONST_28  H1   C4   C5   C11   180.00   0.0  0
 1OI  CONST_29  H3   C9   C10  C11     0.00   0.0  0
 1OI  CONST_30  H3   C9   C10  C7    180.00   0.0  0
 1OI  CONST_31  H2   C8   S1   C7    180.00   0.0  0
 1OI  CONST_32  H4   C12  C11  C10     0.00   0.0  0
 1OI  CONST_33  H2   C8   C9   C10   180.00   0.0  0
 1OI  CONST_34  H6   C3   C2   C12   180.00   0.0  0
 1OI  CONST_35  H4   C12  C2   C3    180.00   0.0  0
 1OI  CONST_36  H1   C4   C3   C2    180.00   0.0  0
 1OI  CONST_37  H3   C9   C8   S1    180.00   0.0  0
 1OI  CONST_38  H5   N1   C6   O2      0.00   0.0  0
 1OI  Var_01    N1   C6   C5   C4   -179.97  30.0  1
 1OI  Var_02    C10  C7   N1   C6     -0.18  30.0  1
 1OI  Var_03    S1   C7   N1   C6    179.70  30.0  1
 1OI  Var_04    N1   C6   C5   C11     0.04  30.0  1
 1OI  Var_05    O2   C6   C5   C4      0.07  30.0  1
 1OI  Var_06    O2   C6   C5   C11  -179.92  30.0  1
 1OI  Var_07    H5   N1   C7   C10  -179.81  30.0  1
 1OI  Var_08    H5   N1   C7   S1      0.07  30.0  1
 1OI  Var_09    C1   O1   C2   C12    -0.39  30.0  2
 1OI  Var_10    C1   O1   C2   C3    179.73  30.0  2
 1OI  Var_11    H7   C1   O1   C2    179.78  30.0  3
 1OI  Var_12    H8   C1   O1   C2    -61.43  30.0  3
 1OI  Var_13    H9   C1   O1   C2     61.01  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
 1OI  plan-1  C5   0.020
 1OI  plan-1  C6   0.020
 1OI  plan-1  C7   0.020
 1OI  plan-1  N1   0.020
 1OI  plan-1  O2   0.020
 1OI  plan-1  H5   0.020
 1OI  plan-2  C11  0.020
 1OI  plan-2  C7   0.020
 1OI  plan-2  C8   0.020
 1OI  plan-2  C9   0.020
 1OI  plan-2  C10  0.020
 1OI  plan-2  N1   0.020
 1OI  plan-2  S1   0.020
 1OI  plan-2  H2   0.020
 1OI  plan-2  H3   0.020
 1OI  plan-3  C4   0.020
 1OI  plan-3  C5   0.020
 1OI  plan-3  C6   0.020
 1OI  plan-3  C11  0.020
 1OI  plan-3  C10  0.020
 1OI  plan-3  C12  0.020
 1OI  plan-3  C3   0.020
 1OI  plan-3  C2   0.020
 1OI  plan-3  H1   0.020
 1OI  plan-3  H4   0.020
 1OI  plan-3  H6   0.020
 1OI  plan-3  O1   0.020

