# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 21:37:00 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: 2-methoxy-5-[2-(5,6,7-trimethoxy-1,3-benzothiazol-2-yl)ethyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(CCc2sc3c(OC)c(OC)c(OC)cc3n2)cc1O
#
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
 I8R  I8R  "2-methoxy-5-[2-(5,6,7-trimethoxy-1,3-benzothiazol-2-yl)ethyl]phenol"
  ligand  47  26  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I8R
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
 I8R  C8   C  CR6   0   0.322  15.0560  -21.3958  14.7329
 I8R  C5   C  CR5   0   0.087  12.3557  -18.5783  17.1323
 I8R  C6   C  CR56  0   0.382  13.5967  -19.8637  15.8431
 I8R  C2   C  CR6   0   0.110  13.2113  -16.3281  18.9514
 I8R  C4   C  CH2   0  -0.536  11.4278  -17.4857  17.5420
 I8R  C7   C  CR16  0  -0.481  14.2265  -20.2906  14.6728
 I8R  C    C  CR6   0   0.291  15.2902  -16.1665  20.1969
 I8R  C1   C  CR16  0  -0.434  13.9806  -16.6017  20.0830
 I8R  C10  C  CR6   0   0.184  15.2566  -22.0824  15.9556
 I8R  C12  C  CR6   0   0.311  14.6223  -21.6632  17.1163
 I8R  C14  C  CR56  0  -0.374  13.7865  -20.5481  17.0461
 I8R  C15  C  CR16  0  -0.317  13.7927  -15.5984  17.9269
 I8R  C16  C  CR16  0  -0.364  15.1116  -15.1592  18.0225
 I8R  C17  C  CR6   0   0.300  15.8739  -15.4373  19.1469
 I8R  C18  C  CH3   0  -0.434  17.8111  -14.3995  18.2721
 I8R  C3   C  CH2   0  -0.517  11.7907  -16.8241  18.8740
 I8R  N    N  N     0  -0.411  12.7810  -18.7600  15.9327
 I8R  O    O  OH1   0  -0.626  16.0627  -16.4141  21.2753
 I8R  O1   O  O2    0  -0.460  15.7242  -21.9035  13.6848
 I8R  O3   O  O2    0  -0.478  14.8653  -22.3092  18.2790
 I8R  S    S  S2    0   0.216  12.9157  -19.7492  18.3074
 I8R  H3   H  HCH2  0   0.271  11.4034  -16.7558  16.7320
 I8R  H19  H  HCH2  0   0.286  10.4152  -17.8929  17.6175
 I8R  H4   H  HCR6  0   0.285  14.0610  -19.7410  13.7567
 I8R  H1   H  HCR6  0   0.262  13.5469  -17.1781  20.8945
 I8R  H9   H  HCH3  0   0.238  16.3501  -25.1240  15.7257
 I8R  H8   H  HCH3  0   0.223  14.7560  -24.6723  16.3531
 I8R  H10  H  HCH3  0   0.225  15.1484  -24.3957  14.6450
 I8R  H11  H  HCH3  0   0.249  14.1695  -23.5972  19.6778
 I8R  H13  H  HCH3  0   0.225  12.9626  -22.4121  19.1627
 I8R  H12  H  HCH3  0   0.229  13.3830  -23.7681  18.0966
 I8R  H14  H  HCR6  0   0.246  13.2327  -15.3564  17.0322
 I8R  H15  H  HCR6  0   0.276  15.5321  -14.5988  17.1981
 I8R  H16  H  HCH3  0   0.256  18.8314  -14.2184  18.6018
 I8R  H17  H  HCH3  0   0.225  17.8375  -15.0047  17.3613
 I8R  H18  H  HCH3  0   0.225  17.3428  -13.4390  18.0393
 I8R  H2   H  HCH2  0   0.271  11.0915  -15.9990  19.0323
 I8R  H20  H  HCH2  0   0.252  11.6066  -17.5241  19.6932
 I8R  H6   H  HCH3  0   0.262  16.1916  -21.8358  11.7290
 I8R  H7   H  HCH3  0   0.230  14.5401  -21.2945  12.0811
 I8R  H5   H  HCH3  0   0.230  15.9222  -20.2378  12.4485
 I8R  H    H  HOH1  0   0.472  15.5665  -16.9213  21.9277
 I8R  O2   O  O2    0  -0.477  16.1181  -23.1281  15.9974
 I8R  O4   O  O2    0  -0.464  17.1582  -15.0671  19.3301
 I8R  C11  C  CH3   0  -0.413  15.5514  -24.3877  15.6598
 I8R  C13  C  CH3   0  -0.417  13.7793  -23.0530  18.8208
 I8R  C9   C  CH3   0  -0.438  15.5765  -21.2746  12.4278

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
 I8R  C9   O1   single    1.413  0.020  1.413
 I8R  O1   C8   single    1.343  0.020  1.343
 I8R  C8   C7   aromatic  1.383  0.020  1.383
 I8R  C8   C10  aromatic  1.417  0.020  1.417
 I8R  C7   C6   aromatic  1.396  0.020  1.396
 I8R  C11  O2   single    1.422  0.020  1.422
 I8R  O2   C10  single    1.356  0.020  1.356
 I8R  C10  C12  aromatic  1.388  0.020  1.388
 I8R  C6   N    aromatic  1.375  0.020  1.375
 I8R  C6   C14  aromatic  1.397  0.020  1.397
 I8R  N    C5   aromatic  1.286  0.020  1.286
 I8R  C12  C14  aromatic  1.395  0.020  1.395
 I8R  C12  O3   single    1.352  0.020  1.352
 I8R  C14  S    aromatic  1.728  0.020  1.728
 I8R  C5   C4   single    1.491  0.020  1.491
 I8R  C5   S    aromatic  1.751  0.020  1.751
 I8R  C4   C3   single    1.531  0.020  1.531
 I8R  O3   C13  single    1.423  0.020  1.423
 I8R  C15  C16  aromatic  1.393  0.020  1.393
 I8R  C15  C2   aromatic  1.386  0.020  1.386
 I8R  C3   C2   single    1.507  0.020  1.507
 I8R  C16  C17  aromatic  1.387  0.020  1.387
 I8R  C2   C1   aromatic  1.395  0.020  1.395
 I8R  C17  O4   single    1.349  0.020  1.349
 I8R  C17  C    aromatic  1.405  0.020  1.405
 I8R  C18  O4   single    1.411  0.020  1.411
 I8R  C1   C    aromatic  1.385  0.020  1.385
 I8R  C    O    single    1.349  0.020  1.349
 I8R  C4   H3   single    0.970  0.020  1.090
 I8R  C4   H19  single    0.970  0.020  1.090
 I8R  C7   H4   single    0.930  0.020  1.080
 I8R  C1   H1   single    0.930  0.020  1.080
 I8R  C11  H9   single    0.970  0.020  1.090
 I8R  C11  H8   single    0.970  0.020  1.090
 I8R  C11  H10  single    0.970  0.020  1.090
 I8R  C13  H11  single    0.970  0.020  1.090
 I8R  C13  H13  single    0.970  0.020  1.090
 I8R  C13  H12  single    0.970  0.020  1.090
 I8R  C15  H14  single    0.930  0.020  1.080
 I8R  C16  H15  single    0.930  0.020  1.080
 I8R  C18  H16  single    0.970  0.020  1.090
 I8R  C18  H17  single    0.970  0.020  1.090
 I8R  C18  H18  single    0.970  0.020  1.090
 I8R  C3   H2   single    0.970  0.020  1.090
 I8R  C3   H20  single    0.970  0.020  1.090
 I8R  C9   H6   single    0.970  0.020  1.090
 I8R  C9   H7   single    0.970  0.020  1.090
 I8R  C9   H5   single    0.970  0.020  1.090
 I8R  O    H    single    0.850  0.020  0.980

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
 I8R  O1   C8   C10  114.84  3.000
 I8R  C10  C8   C7   120.64  3.000
 I8R  O1   C8   C7   124.52  3.000
 I8R  S    C5   N    115.21  3.000
 I8R  S    C5   C4   120.32  3.000
 I8R  N    C5   C4   124.46  3.000
 I8R  N    C6   C14  114.69  3.000
 I8R  C14  C6   C7   120.72  3.000
 I8R  N    C6   C7   124.58  3.000
 I8R  C3   C2   C15  122.07  3.000
 I8R  C3   C2   C1   119.80  3.000
 I8R  C15  C2   C1   118.13  3.000
 I8R  H19  C4   H3   106.24  3.000
 I8R  H19  C4   C3   108.67  3.000
 I8R  H3   C4   C3   111.24  3.000
 I8R  H19  C4   C5   108.80  3.000
 I8R  H3   C4   C5   107.48  3.000
 I8R  C3   C4   C5   114.10  3.000
 I8R  H4   C7   C6   119.08  3.000
 I8R  H4   C7   C8   122.33  3.000
 I8R  C6   C7   C8   118.59  3.000
 I8R  O    C    C17  117.04  3.000
 I8R  O    C    C1   123.33  3.000
 I8R  C17  C    C1   119.63  3.000
 I8R  H1   C1   C    118.89  3.000
 I8R  H1   C1   C2   119.34  3.000
 I8R  C    C1   C2   121.77  3.000
 I8R  C12  C10  O2   119.85  3.000
 I8R  C12  C10  C8   120.72  3.000
 I8R  O2   C10  C8   119.37  3.000
 I8R  O3   C12  C14  122.19  3.000
 I8R  O3   C12  C10  119.53  3.000
 I8R  C14  C12  C10  118.24  3.000
 I8R  S    C14  C12  129.38  3.000
 I8R  S    C14  C6   109.48  3.000
 I8R  C12  C14  C6   121.08  3.000
 I8R  H14  C15  C16  118.41  3.000
 I8R  H14  C15  C2   120.77  3.000
 I8R  C16  C15  C2   120.83  3.000
 I8R  H15  C16  C17  120.54  3.000
 I8R  H15  C16  C15  118.61  3.000
 I8R  C17  C16  C15  120.85  3.000
 I8R  C16  C17  C    118.79  3.000
 I8R  C    C17  O4   115.87  3.000
 I8R  C16  C17  O4   125.34  3.000
 I8R  H18  C18  H17  108.60  3.000
 I8R  H18  C18  H16  108.66  3.000
 I8R  H17  C18  H16  108.78  3.000
 I8R  H18  C18  O4   112.15  3.000
 I8R  H17  C18  O4   111.95  3.000
 I8R  H16  C18  O4   106.59  3.000
 I8R  H20  C3   H2   105.50  3.000
 I8R  H20  C3   C4   109.60  3.000
 I8R  H2   C3   C4   107.50  3.000
 I8R  H20  C3   C2   109.33  3.000
 I8R  H2   C3   C2   110.31  3.000
 I8R  C4   C3   C2   114.23  3.000
 I8R  C6   N    C5   111.74  3.000
 I8R  H    O    C    110.05  3.000
 I8R  C9   O1   C8   118.30  3.000
 I8R  C13  O3   C12  116.10  3.000
 I8R  C14  S    C5    88.88  3.000
 I8R  C11  O2   C10  115.01  3.000
 I8R  C18  O4   C17  117.93  3.000
 I8R  H10  C11  H8   108.61  3.000
 I8R  H10  C11  H9   108.79  3.000
 I8R  H8   C11  H9   108.64  3.000
 I8R  H10  C11  O2   111.97  3.000
 I8R  H8   C11  O2   111.72  3.000
 I8R  H9   C11  O2   107.01  3.000
 I8R  H12  C13  H13  108.68  3.000
 I8R  H12  C13  H11  108.97  3.000
 I8R  H13  C13  H11  108.37  3.000
 I8R  H12  C13  O3   111.50  3.000
 I8R  H13  C13  O3   112.50  3.000
 I8R  H11  C13  O3   106.72  3.000
 I8R  H5   C9   H7   108.86  3.000
 I8R  H5   C9   H6   108.83  3.000
 I8R  H7   C9   H6   108.85  3.000
 I8R  H5   C9   O1   111.85  3.000
 I8R  H7   C9   O1   111.91  3.000
 I8R  H6   C9   O1   106.44  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
 I8R  CONST_01  N    C6   C7   C8    180.00   0.0  0
 I8R  CONST_02  C14  C6   C7   C8      0.00   0.0  0
 I8R  CONST_03  C14  C12  C10  C8      0.00   0.0  0
 I8R  CONST_04  C7   C6   N    C5    180.00   0.0  0
 I8R  CONST_05  C14  C6   N    C5      0.00   0.0  0
 I8R  CONST_06  C6   C14  S    C5      0.00   0.0  0
 I8R  CONST_07  C12  C14  S    C5    180.00   0.0  0
 I8R  CONST_08  C10  C8   C7   C6      0.00   0.0  0
 I8R  CONST_09  S    C5   N    C6      0.00   0.0  0
 I8R  CONST_10  C10  C12  C14  C6      0.00   0.0  0
 I8R  CONST_11  C17  C16  C15  C2      0.00   0.0  0
 I8R  CONST_12  C17  C    C1   C2      0.00   0.0  0
 I8R  CONST_13  C12  C10  C8   C7      0.00   0.0  0
 I8R  CONST_14  C12  C14  C6   C7      0.00   0.0  0
 I8R  CONST_15  S    C14  C6   C7    180.00   0.0  0
 I8R  CONST_16  C15  C16  C17  C       0.00   0.0  0
 I8R  CONST_17  C15  C2   C1   C       0.00   0.0  0
 I8R  CONST_18  C16  C15  C2   C1      0.00   0.0  0
 I8R  CONST_19  C16  C17  C    C1      0.00   0.0  0
 I8R  CONST_20  S    C14  C12  C10   180.00   0.0  0
 I8R  CONST_21  N    C6   C14  C12   180.00   0.0  0
 I8R  CONST_22  N    C5   S    C14     0.00   0.0  0
 I8R  CONST_23  S    C14  C6   N       0.00   0.0  0
 I8R  CONST_24  O3   C12  C10  C8    180.00   0.0  0
 I8R  CONST_25  O1   C8   C7   C6    180.00   0.0  0
 I8R  CONST_26  C4   C5   N    C6    180.00   0.0  0
 I8R  CONST_27  O3   C12  C14  C6    180.00   0.0  0
 I8R  CONST_28  O    C    C1   C2    180.00   0.0  0
 I8R  CONST_29  C14  S    C5   C4    180.00   0.0  0
 I8R  CONST_30  C7   C8   C10  O2    180.00   0.0  0
 I8R  CONST_31  C14  C12  C10  O2    180.00   0.0  0
 I8R  CONST_32  C15  C16  C17  O4    180.00   0.0  0
 I8R  CONST_33  C1   C    C17  O4    180.00   0.0  0
 I8R  CONST_34  C3   C2   C1   C     180.00   0.0  0
 I8R  CONST_35  O1   C8   C10  C12   180.00   0.0  0
 I8R  CONST_36  C3   C2   C15  C16   180.00   0.0  0
 I8R  CONST_37  O    C    C17  C16   180.00   0.0  0
 I8R  CONST_38  S    C14  C12  O3      0.00   0.0  0
 I8R  CONST_39  H15  C16  C15  C2    180.00   0.0  0
 I8R  CONST_40  H15  C16  C17  C     180.00   0.0  0
 I8R  CONST_41  H14  C15  C2   C1    180.00   0.0  0
 I8R  CONST_42  H4   C7   C8   C10   180.00   0.0  0
 I8R  CONST_43  H4   C7   C6   C14   180.00   0.0  0
 I8R  CONST_44  H1   C1   C2   C15   180.00   0.0  0
 I8R  CONST_45  H14  C15  C16  C17   180.00   0.0  0
 I8R  CONST_46  H1   C1   C    C17   180.00   0.0  0
 I8R  CONST_47  H4   C7   C6   N       0.00   0.0  0
 I8R  Var_01    C11  O2   C10  C8    -87.14  30.0  2
 I8R  Var_02    C2   C3   C4   C5     53.17  30.0  3
 I8R  Var_03    C15  C2   C3   C4     46.26  30.0  2
 I8R  Var_04    C1   C2   C3   C4   -133.78  30.0  2
 I8R  Var_05    C9   O1   C8   C7     -0.07  30.0  3
 I8R  Var_06    C18  O4   C17  C     176.45  30.0  2
 I8R  Var_07    C9   O1   C8   C10   179.98  30.0  3
 I8R  Var_08    C13  O3   C12  C10  -111.98  30.0  2
 I8R  Var_09    C12  C10  O2   C11    95.37  30.0  2
 I8R  Var_10    C14  C12  O3   C13    70.43  30.0  2
 I8R  Var_11    C18  O4   C17  C16    -3.33  30.0  2
 I8R  Var_12    N    C5   C4   C3   -138.48  30.0  3
 I8R  Var_13    S    C5   C4   C3     42.95  30.0  3
 I8R  Var_14    H2   C3   C2   C1    105.00  30.0  2
 I8R  Var_15    H20  C3   C2   C1    -10.57  30.0  2
 I8R  Var_16    H2   C3   C2   C15   -74.95  30.0  2
 I8R  Var_17    H20  C3   C2   C15   169.47  30.0  2
 I8R  Var_18    H3   C4   C5   N     -14.64  30.0  2
 I8R  Var_19    H19  C4   C5   N     100.00  30.0  2
 I8R  Var_20    H3   C4   C5   S     166.79  30.0  2
 I8R  Var_21    H19  C4   C5   S     -78.57  30.0  2
 I8R  Var_22    H6   C9   O1   C8   -179.95  30.0  3
 I8R  Var_23    H7   C9   O1   C8    -61.15  30.0  3
 I8R  Var_24    H5   C9   O1   C8     61.30  30.0  3
 I8R  Var_25    H2   C3   C4   C5    175.92  30.0  3
 I8R  Var_26    H20  C3   C4   C5    -69.90  30.0  3
 I8R  Var_27    H3   C4   C3   C2    -68.63  30.0  1
 I8R  Var_28    H19  C4   C3   C2    174.76  30.0  1
 I8R  Var_29    H9   C11  O2   C10   179.47  30.0  3
 I8R  Var_30    H8   C11  O2   C10   -61.74  30.0  3
 I8R  Var_31    H10  C11  O2   C10    60.35  30.0  3
 I8R  Var_32    H11  C13  O3   C12   173.50  30.0  3
 I8R  Var_33    H13  C13  O3   C12   -67.78  30.0  3
 I8R  Var_34    H12  C13  O3   C12    54.61  30.0  3
 I8R  Var_35    H16  C18  O4   C17  -178.25  30.0  3
 I8R  Var_36    H17  C18  O4   C17   -59.42  30.0  3
 I8R  Var_37    H18  C18  O4   C17    62.95  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
 I8R  plan-1  C2   0.020
 I8R  plan-1  C    0.020
 I8R  plan-1  C1   0.020
 I8R  plan-1  C15  0.020
 I8R  plan-1  C16  0.020
 I8R  plan-1  C17  0.020
 I8R  plan-1  C3   0.020
 I8R  plan-1  O    0.020
 I8R  plan-1  H1   0.020
 I8R  plan-1  H14  0.020
 I8R  plan-1  H15  0.020
 I8R  plan-1  O4   0.020
 I8R  plan-2  C8   0.020
 I8R  plan-2  C5   0.020
 I8R  plan-2  C6   0.020
 I8R  plan-2  C4   0.020
 I8R  plan-2  C7   0.020
 I8R  plan-2  C10  0.020
 I8R  plan-2  C12  0.020
 I8R  plan-2  C14  0.020
 I8R  plan-2  N    0.020
 I8R  plan-2  O1   0.020
 I8R  plan-2  O3   0.020
 I8R  plan-2  S    0.020
 I8R  plan-2  H4   0.020
 I8R  plan-2  O2   0.020

