# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 05:26:05 2022
#   Inital geometry file: a 96 line input string
#   Ligand name: 8-phenylmethoxy-4~{H}-thieno[2,3-c]isoquinolin-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1Nc2sccc2c3cc(OCc4ccccc4)ccc13
#
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
 0SI  0SI  "8-phenylmethoxy-4~{H}-thieno[2,3-c]isoquinolin-5-one"  ligand  35  22  .  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_0SI
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
 0SI  C4   C  CR15  0  -0.231  14.4456  16.8515  13.5483
 0SI  C14  C  CR16  0  -0.239   8.7967  15.6867   6.7778
 0SI  C5   C  CR56  0   0.042  15.3650  16.1582  12.7010
 0SI  C6   C  CR66  0   0.325  15.1553  15.5109  11.4328
 0SI  C11  C  CR16  0  -0.283   9.7188  13.7474   8.5339
 0SI  C7   C  CR16  0  -0.517  13.9008  15.4785  10.8116
 0SI  C8   C  CR6   0   0.435  13.7467  14.8433   9.5905
 0SI  C9   C  CH2   0  -0.279  11.4139  15.3216   9.4926
 0SI  C10  C  CR6   0   0.103  10.2849  15.0196   8.5558
 0SI  C12  C  CR16  0  -0.240   8.7012  13.4453   7.6412
 0SI  C13  C  CR16  0  -0.259   8.2391  14.4158   6.7601
 0SI  N1   N  NR16  0  -0.738  17.6890  15.5459  12.6262
 0SI  C3   C  CR15  0  -0.476  15.0259  17.3301  14.6724
 0SI  C1   C  CR6   0   0.515  17.5915  14.8990  11.4177
 0SI  C2   C  CR56  0   0.050  16.6282  16.1446  13.2376
 0SI  S1   S  S2    0   0.245  16.7144  16.9577  14.7491
 0SI  O2   O  O2    0  -0.459  12.5903  14.7562   8.9218
 0SI  C15  C  CR16  0  -0.296   9.8179  15.9851   7.6711
 0SI  C16  C  CR16  0  -0.349  14.8511  14.2311   8.9707
 0SI  C17  C  CR16  0  -0.255  16.0787  14.2620   9.5783
 0SI  C18  C  CR66  0  -0.217  16.2575  14.8972  10.8143
 0SI  H1   H  HCR5  0   0.272  13.3966  16.9871  13.3274
 0SI  H3   H  HCR6  0   0.253  10.0725  12.9897   9.2234
 0SI  H4   H  HCR6  0   0.285  13.0629  15.9559  11.3003
 0SI  H5   H  HCH2  0   0.250  11.5349  16.4018   9.6210
 0SI  H6   H  HCH2  0   0.247  11.2278  14.8825  10.4783
 0SI  H7   H  HCR6  0   0.257   8.2664  12.4542   7.6334
 0SI  H8   H  HCR6  0   0.257   7.4440  14.1818   6.0640
 0SI  H9   H  HNR6  0   0.421  18.6020  15.5639  13.0617
 0SI  H10  H  HCR5  0   0.301  14.5695  17.8848  15.4769
 0SI  H11  H  HCR6  0   0.254  10.2536  16.9772   7.6814
 0SI  H12  H  HCR6  0   0.268  14.7191  13.7378   8.0165
 0SI  H13  H  HCR6  0   0.265  16.9235  13.7884   9.0969
 0SI  O1   O  O     0  -0.463  18.5741  14.3742  10.9150
 0SI  H2   H  HCR6  0   0.257   8.4389  16.4466   6.0952

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
 0SI  C14  C13  aromatic  1.388  0.020  1.388
 0SI  C14  C15  aromatic  1.389  0.020  1.389
 0SI  C13  C12  aromatic  1.390  0.020  1.390
 0SI  C15  C10  aromatic  1.390  0.020  1.390
 0SI  C12  C11  aromatic  1.387  0.020  1.387
 0SI  C10  C11  aromatic  1.393  0.020  1.393
 0SI  C10  C9   single    1.498  0.020  1.498
 0SI  C16  C17  aromatic  1.370  0.020  1.370
 0SI  C16  C8   aromatic  1.407  0.020  1.407
 0SI  O2   C9   single    1.425  0.020  1.425
 0SI  O2   C8   single    1.339  0.020  1.339
 0SI  C17  C18  aromatic  1.401  0.020  1.401
 0SI  C8   C7   aromatic  1.385  0.020  1.385
 0SI  O1   C1   double    1.222  0.020  1.222
 0SI  C18  C1   single    1.464  0.020  1.464
 0SI  C18  C6   aromatic  1.405  0.020  1.405
 0SI  C7   C6   aromatic  1.400  0.020  1.400
 0SI  C1   N1   single    1.374  0.020  1.374
 0SI  C6   C5   aromatic  1.439  0.020  1.439
 0SI  N1   C2   single    1.363  0.020  1.363
 0SI  C5   C2   aromatic  1.373  0.020  1.373
 0SI  C5   C4   aromatic  1.430  0.020  1.430
 0SI  C2   S1   aromatic  1.718  0.020  1.718
 0SI  C4   C3   aromatic  1.353  0.020  1.353
 0SI  S1   C3   aromatic  1.731  0.020  1.731
 0SI  C4   H1   single    0.930  0.020  1.080
 0SI  C14  H2   single    0.930  0.020  1.080
 0SI  C11  H3   single    0.930  0.020  1.080
 0SI  C7   H4   single    0.930  0.020  1.080
 0SI  C9   H5   single    0.970  0.020  1.090
 0SI  C9   H6   single    0.970  0.020  1.090
 0SI  C12  H7   single    0.930  0.020  1.080
 0SI  C13  H8   single    0.930  0.020  1.080
 0SI  N1   H9   single    0.860  0.020  1.020
 0SI  C3   H10  single    0.930  0.020  1.080
 0SI  C15  H11  single    0.930  0.020  1.080
 0SI  C16  H12  single    0.930  0.020  1.080
 0SI  C17  H13  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
 0SI  H1   C4   C3   122.82  3.000
 0SI  H1   C4   C5   124.34  3.000
 0SI  C3   C4   C5   112.84  3.000
 0SI  H2   C14  C15  119.85  3.000
 0SI  H2   C14  C13  120.13  3.000
 0SI  C15  C14  C13  120.02  3.000
 0SI  C2   C5   C6   118.30  3.000
 0SI  C2   C5   C4   111.41  3.000
 0SI  C6   C5   C4   130.29  3.000
 0SI  C18  C6   C7   119.83  3.000
 0SI  C7   C6   C5   122.13  3.000
 0SI  C18  C6   C5   118.04  3.000
 0SI  H3   C11  C12  119.78  3.000
 0SI  H3   C11  C10  119.73  3.000
 0SI  C12  C11  C10  120.49  3.000
 0SI  H4   C7   C8   120.98  3.000
 0SI  H4   C7   C6   118.92  3.000
 0SI  C8   C7   C6   120.10  3.000
 0SI  C16  C8   O2   115.45  3.000
 0SI  O2   C8   C7   124.50  3.000
 0SI  C16  C8   C7   120.05  3.000
 0SI  H6   C9   H5   107.99  3.000
 0SI  H6   C9   O2   109.99  3.000
 0SI  H5   C9   O2   110.33  3.000
 0SI  H6   C9   C10  110.74  3.000
 0SI  H5   C9   C10  110.84  3.000
 0SI  O2   C9   C10  106.97  3.000
 0SI  C15  C10  C9   120.74  3.000
 0SI  C9   C10  C11  120.03  3.000
 0SI  C15  C10  C11  119.19  3.000
 0SI  H7   C12  C13  120.08  3.000
 0SI  H7   C12  C11  119.93  3.000
 0SI  C13  C12  C11  119.99  3.000
 0SI  H8   C13  C12  120.07  3.000
 0SI  H8   C13  C14  120.08  3.000
 0SI  C12  C13  C14  119.85  3.000
 0SI  H9   N1   C2   120.10  3.000
 0SI  H9   N1   C1   116.81  3.000
 0SI  C2   N1   C1   123.10  3.000
 0SI  H10  C3   S1   119.37  3.000
 0SI  H10  C3   C4   128.34  3.000
 0SI  S1   C3   C4   112.29  3.000
 0SI  C18  C1   O1   124.23  3.000
 0SI  C18  C1   N1   115.32  3.000
 0SI  O1   C1   N1   120.45  3.000
 0SI  S1   C2   N1   124.29  3.000
 0SI  S1   C2   C5   112.66  3.000
 0SI  N1   C2   C5   123.05  3.000
 0SI  C2   S1   C3    90.80  3.000
 0SI  C9   O2   C8   119.17  3.000
 0SI  H11  C15  C10  119.64  3.000
 0SI  H11  C15  C14  119.90  3.000
 0SI  C10  C15  C14  120.46  3.000
 0SI  H12  C16  C17  120.70  3.000
 0SI  H12  C16  C8   119.41  3.000
 0SI  C17  C16  C8   119.89  3.000
 0SI  H13  C17  C18  119.44  3.000
 0SI  H13  C17  C16  119.51  3.000
 0SI  C18  C17  C16  121.05  3.000
 0SI  C17  C18  C1   118.71  3.000
 0SI  C1   C18  C6   122.20  3.000
 0SI  C17  C18  C6   119.09  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
 0SI  CONST_01  C18  C6   C5   C4    180.00   0.0  0
 0SI  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 0SI  CONST_03  S1   C2   C5   C4      0.00   0.0  0
 0SI  CONST_04  C2   S1   C3   C4      0.00   0.0  0
 0SI  CONST_05  C11  C12  C13  C14     0.00   0.0  0
 0SI  CONST_06  C11  C10  C15  C14     0.00   0.0  0
 0SI  CONST_07  C17  C18  C6   C5    180.00   0.0  0
 0SI  CONST_08  C8   C7   C6   C5    180.00   0.0  0
 0SI  CONST_09  C3   S1   C2   C5      0.00   0.0  0
 0SI  CONST_10  S1   C3   C4   C5      0.00   0.0  0
 0SI  CONST_11  C16  C17  C18  C6      0.00   0.0  0
 0SI  CONST_12  C16  C8   C7   C6      0.00   0.0  0
 0SI  CONST_13  S1   C2   C5   C6    180.00   0.0  0
 0SI  CONST_14  C3   C4   C5   C6    180.00   0.0  0
 0SI  CONST_15  C17  C16  C8   C7      0.00   0.0  0
 0SI  CONST_16  C17  C18  C6   C7      0.00   0.0  0
 0SI  CONST_17  C2   C5   C6   C7    180.00   0.0  0
 0SI  CONST_18  C18  C17  C16  C8      0.00   0.0  0
 0SI  CONST_19  C18  C6   C7   C8      0.00   0.0  0
 0SI  CONST_20  C13  C14  C15  C10     0.00   0.0  0
 0SI  CONST_21  C13  C12  C11  C10     0.00   0.0  0
 0SI  CONST_22  C15  C14  C13  C12     0.00   0.0  0
 0SI  CONST_23  C15  C10  C11  C12     0.00   0.0  0
 0SI  CONST_24  C2   C5   C4   C3      0.00   0.0  0
 0SI  CONST_25  C18  C1   N1   C2      0.00   0.0  0
 0SI  CONST_26  C18  C6   C5   C2      0.00   0.0  0
 0SI  CONST_27  C9   C10  C15  C14   180.00   0.0  0
 0SI  CONST_28  O2   C8   C7   C6    180.00   0.0  0
 0SI  CONST_29  C12  C11  C10  C9    180.00   0.0  0
 0SI  CONST_30  C2   N1   C1   O1    180.00   0.0  0
 0SI  CONST_31  C17  C16  C8   O2    180.00   0.0  0
 0SI  CONST_32  H7   C12  C13  C14   180.00   0.0  0
 0SI  CONST_33  H4   C7   C6   C5      0.00   0.0  0
 0SI  CONST_34  H10  C3   C4   C5    180.00   0.0  0
 0SI  CONST_35  H13  C17  C18  C6    180.00   0.0  0
 0SI  CONST_36  H1   C4   C5   C6      0.00   0.0  0
 0SI  CONST_37  H8   C13  C12  C11   180.00   0.0  0
 0SI  CONST_38  H11  C15  C10  C11   180.00   0.0  0
 0SI  CONST_39  H12  C16  C8   C7    180.00   0.0  0
 0SI  CONST_40  H13  C17  C16  C8    180.00   0.0  0
 0SI  CONST_41  H2   C14  C15  C10   180.00   0.0  0
 0SI  CONST_42  H7   C12  C11  C10   180.00   0.0  0
 0SI  CONST_43  H2   C14  C13  C12   180.00   0.0  0
 0SI  CONST_44  H11  C15  C14  C13   180.00   0.0  0
 0SI  CONST_45  H3   C11  C12  C13   180.00   0.0  0
 0SI  CONST_46  H13  C17  C18  C1      0.00   0.0  0
 0SI  CONST_47  H1   C4   C5   C2    180.00   0.0  0
 0SI  CONST_48  H10  C3   S1   C2    180.00   0.0  0
 0SI  CONST_49  H1   C4   C3   S1    180.00   0.0  0
 0SI  CONST_50  H8   C13  C14  C15   180.00   0.0  0
 0SI  CONST_51  H3   C11  C10  C15   180.00   0.0  0
 0SI  CONST_52  H4   C7   C8   C16   180.00   0.0  0
 0SI  CONST_53  H12  C16  C17  C18   180.00   0.0  0
 0SI  CONST_54  H9   N1   C1   C18   180.00   0.0  0
 0SI  CONST_55  H4   C7   C6   C18   180.00   0.0  0
 0SI  CONST_56  H9   N1   C1   O1      0.00   0.0  0
 0SI  Var_01    C1   N1   C2   C5     -0.10  30.0  1
 0SI  Var_02    N1   C1   C18  C6     -0.22  30.0  1
 0SI  Var_03    C17  C18  C1   N1    179.74  30.0  1
 0SI  Var_04    S1   C2   N1   C1    179.84  30.0  1
 0SI  Var_05    O1   C1   C18  C6    179.78  30.0  1
 0SI  Var_06    C17  C18  C1   O1     -0.26  30.0  1
 0SI  Var_07    H9   N1   C2   C5    179.92  30.0  1
 0SI  Var_08    H9   N1   C2   S1     -0.14  30.0  1
 0SI  Var_09    O2   C9   C10  C11    77.50  30.0  2
 0SI  Var_10    C9   O2   C8   C7     -1.38  30.0  2
 0SI  Var_11    C10  C9   O2   C8   -177.62  30.0  3
 0SI  Var_12    C16  C8   O2   C9    178.53  30.0  2
 0SI  Var_13    C15  C10  C9   O2   -100.43  30.0  2
 0SI  Var_14    H5   C9   C10  C11  -162.18  30.0  2
 0SI  Var_15    H6   C9   C10  C11   -42.34  30.0  2
 0SI  Var_16    H5   C9   C10  C15    19.88  30.0  2
 0SI  Var_17    H6   C9   C10  C15   139.72  30.0  2
 0SI  Var_18    H5   C9   O2   C8     61.74  30.0  3
 0SI  Var_19    H6   C9   O2   C8    -57.29  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
 0SI  plan-1  C14  0.020
 0SI  plan-1  C11  0.020
 0SI  plan-1  C9   0.020
 0SI  plan-1  C10  0.020
 0SI  plan-1  C12  0.020
 0SI  plan-1  C13  0.020
 0SI  plan-1  C15  0.020
 0SI  plan-1  H3   0.020
 0SI  plan-1  H7   0.020
 0SI  plan-1  H8   0.020
 0SI  plan-1  H11  0.020
 0SI  plan-1  H2   0.020
 0SI  plan-2  C4   0.020
 0SI  plan-2  C5   0.020
 0SI  plan-2  C6   0.020
 0SI  plan-2  N1   0.020
 0SI  plan-2  C3   0.020
 0SI  plan-2  C2   0.020
 0SI  plan-2  S1   0.020
 0SI  plan-2  H1   0.020
 0SI  plan-2  H10  0.020
 0SI  plan-3  C5   0.020
 0SI  plan-3  C6   0.020
 0SI  plan-3  C7   0.020
 0SI  plan-3  C8   0.020
 0SI  plan-3  C1   0.020
 0SI  plan-3  O2   0.020
 0SI  plan-3  C16  0.020
 0SI  plan-3  C17  0.020
 0SI  plan-3  C18  0.020
 0SI  plan-3  H4   0.020
 0SI  plan-3  H12  0.020
 0SI  plan-3  H13  0.020
 0SI  plan-4  N1   0.020
 0SI  plan-4  C1   0.020
 0SI  plan-4  C2   0.020
 0SI  plan-4  C18  0.020
 0SI  plan-4  H9   0.020
 0SI  plan-4  O1   0.020

