# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 14:01:41 2021
#   Inital geometry file: a 88 line input string
#   Ligand name: 5-[2-(1,3-benzothiazol-2-yl)ethyl]-2-methoxy-phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(CCc2sc3ccccc3n2)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
 QRN  QRN  5-[2-(1,3-benzothiazol-2-yl)ethyl]-2-methoxy-phenol  ligand  35  20  .  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_QRN
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
 QRN  C7   C  CR5   0   0.074  93.3079  17.3514  25.0443
 QRN  C8   C  CR56  0   0.343  91.6963  15.9613  25.6056
 QRN  C9   C  CR56  0  -0.228  92.4553  15.0705  24.8298
 QRN  C1   C  CR6   0   0.302  89.9809  19.8756  22.2041
 QRN  C5   C  CH2   0  -0.529  94.0429  19.1700  23.4704
 QRN  C6   C  CH2   0  -0.511  94.0873  18.6119  24.9032
 QRN  C4   C  CR6   0   0.129  92.6400  19.4347  23.0015
 QRN  C3   C  CR16  0  -0.327  91.9714  20.5908  23.3682
 QRN  C2   C  CR16  0  -0.368  90.6538  20.8120  22.9742
 QRN  N    N  N     0  -0.390  92.2105  17.2341  25.7008
 QRN  C    C  CR6   0   0.289  90.6506  18.6995  21.8269
 QRN  O    O  OH1   0  -0.629  89.9578  17.8170  21.0764
 QRN  C10  C  CR16  0  -0.281  92.0644  13.7502  24.6404
 QRN  C11  C  CR16  0  -0.267  90.8918  13.3295  25.2435
 QRN  C12  C  CR16  0  -0.258  90.1252  14.2064  26.0187
 QRN  C13  C  CR16  0  -0.313  90.5176  15.5184  26.2056
 QRN  C14  C  CR16  0  -0.423  91.9604  18.4955  22.2246
 QRN  C15  C  CH3   0  -0.435  88.0042  21.1710  22.0893
 QRN  S    S  S2    0   0.199  93.8499  15.8976  24.2262
 QRN  H3   H  HCH2  0   0.253  94.5456  18.4766  22.7925
 QRN  H13  H  HCH2  0   0.267  94.6294  20.0905  23.4568
 QRN  H4   H  HCH2  0   0.276  95.1279  18.4399  25.1883
 QRN  H14  H  HCH2  0   0.269  93.6719  19.3409  25.6000
 QRN  H2   H  HCR6  0   0.246  92.4724  21.3393  23.9701
 QRN  H1   H  HCR6  0   0.277  90.1654  21.7280  23.2790
 QRN  H    H  HOH1  0   0.473  90.5092  17.0519  20.8800
 QRN  H5   H  HCR6  0   0.273  92.6541  13.0710  24.0396
 QRN  H6   H  HCR6  0   0.264  90.5653  12.3064  25.1127
 QRN  H7   H  HCR6  0   0.262  89.2125  13.8509  26.4778
 QRN  H8   H  HCR6  0   0.265  89.9285  16.1996  26.8058
 QRN  H9   H  HCR6  0   0.257  92.4647  17.5824  21.9227
 QRN  H11  H  HCH3  0   0.258  87.0196  21.0772  21.6373
 QRN  H10  H  HCH3  0   0.226  87.8844  21.2945  23.1691
 QRN  H12  H  HCH3  0   0.226  88.4928  22.0630  21.6879
 QRN  O1   O  O2    0  -0.468  88.7100  19.9917  21.7665

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
 QRN  O    C    single    1.350  0.020  1.350
 QRN  O1   C15  single    1.412  0.020  1.412
 QRN  O1   C1   single    1.349  0.020  1.349
 QRN  C    C1   aromatic  1.405  0.020  1.405
 QRN  C    C14  aromatic  1.384  0.020  1.384
 QRN  C1   C2   aromatic  1.387  0.020  1.387
 QRN  C14  C4   aromatic  1.396  0.020  1.396
 QRN  C2   C3   aromatic  1.393  0.020  1.393
 QRN  C4   C3   aromatic  1.385  0.020  1.385
 QRN  C4   C5   single    1.503  0.020  1.503
 QRN  C5   C6   single    1.538  0.020  1.538
 QRN  S    C7   aromatic  1.754  0.020  1.754
 QRN  S    C9   aromatic  1.730  0.020  1.730
 QRN  C6   C7   single    1.489  0.020  1.489
 QRN  C7   N    aromatic  1.284  0.020  1.284
 QRN  C9   C10  aromatic  1.390  0.020  1.390
 QRN  C9   C8   aromatic  1.404  0.020  1.404
 QRN  C10  C11  aromatic  1.384  0.020  1.384
 QRN  N    C8   aromatic  1.376  0.020  1.376
 QRN  C8   C13  aromatic  1.395  0.020  1.395
 QRN  C11  C12  aromatic  1.399  0.020  1.399
 QRN  C13  C12  aromatic  1.382  0.020  1.382
 QRN  C5   H3   single    0.970  0.020  1.090
 QRN  C5   H13  single    0.970  0.020  1.090
 QRN  C6   H4   single    0.970  0.020  1.090
 QRN  C6   H14  single    0.970  0.020  1.090
 QRN  C3   H2   single    0.930  0.020  1.080
 QRN  C2   H1   single    0.930  0.020  1.080
 QRN  O    H    single    0.850  0.020  0.980
 QRN  C10  H5   single    0.930  0.020  1.080
 QRN  C11  H6   single    0.930  0.020  1.080
 QRN  C12  H7   single    0.930  0.020  1.080
 QRN  C13  H8   single    0.930  0.020  1.080
 QRN  C14  H9   single    0.930  0.020  1.080
 QRN  C15  H11  single    0.970  0.020  1.090
 QRN  C15  H10  single    0.970  0.020  1.090
 QRN  C15  H12  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
 QRN  S    C7   N    115.27  3.000
 QRN  N    C7   C6   124.97  3.000
 QRN  S    C7   C6   119.72  3.000
 QRN  C13  C8   N    125.43  3.000
 QRN  C13  C8   C9   119.54  3.000
 QRN  N    C8   C9   115.03  3.000
 QRN  S    C9   C10  129.29  3.000
 QRN  C10  C9   C8   121.73  3.000
 QRN  S    C9   C8   108.98  3.000
 QRN  C    C1   C2   118.89  3.000
 QRN  C2   C1   O1   125.39  3.000
 QRN  C    C1   O1   115.72  3.000
 QRN  H13  C5   H3   106.28  3.000
 QRN  H13  C5   C4   110.44  3.000
 QRN  H3   C5   C4   110.35  3.000
 QRN  H13  C5   C6   107.58  3.000
 QRN  H3   C5   C6   109.54  3.000
 QRN  C4   C5   C6   112.43  3.000
 QRN  H14  C6   H4   107.53  3.000
 QRN  H14  C6   C5   109.97  3.000
 QRN  H4   C6   C5   109.13  3.000
 QRN  H14  C6   C7   107.82  3.000
 QRN  H4   C6   C7   109.92  3.000
 QRN  C5   C6   C7   112.36  3.000
 QRN  C14  C4   C3   118.30  3.000
 QRN  C3   C4   C5   121.01  3.000
 QRN  C14  C4   C5   120.65  3.000
 QRN  H2   C3   C2   119.00  3.000
 QRN  H2   C3   C4   120.04  3.000
 QRN  C2   C3   C4   120.95  3.000
 QRN  H1   C2   C3   118.80  3.000
 QRN  H1   C2   C1   120.61  3.000
 QRN  C3   C2   C1   120.59  3.000
 QRN  C8   N    C7   111.62  3.000
 QRN  C14  C    O    123.31  3.000
 QRN  C14  C    C1   119.82  3.000
 QRN  O    C    C1   116.87  3.000
 QRN  H    O    C    109.81  3.000
 QRN  H5   C10  C11  120.87  3.000
 QRN  H5   C10  C9   121.26  3.000
 QRN  C11  C10  C9   117.88  3.000
 QRN  H6   C11  C12  119.63  3.000
 QRN  H6   C11  C10  119.37  3.000
 QRN  C12  C11  C10  121.00  3.000
 QRN  H7   C12  C13  119.61  3.000
 QRN  H7   C12  C11  119.44  3.000
 QRN  C13  C12  C11  120.96  3.000
 QRN  H8   C13  C12  121.19  3.000
 QRN  H8   C13  C8   119.92  3.000
 QRN  C12  C13  C8   118.89  3.000
 QRN  H9   C14  C    118.92  3.000
 QRN  H9   C14  C4   119.64  3.000
 QRN  C    C14  C4   121.44  3.000
 QRN  H12  C15  H10  108.62  3.000
 QRN  H12  C15  H11  108.81  3.000
 QRN  H10  C15  H11  108.73  3.000
 QRN  H12  C15  O1   111.97  3.000
 QRN  H10  C15  O1   112.02  3.000
 QRN  H11  C15  O1   106.60  3.000
 QRN  C9   S    C7    89.11  3.000
 QRN  C15  O1   C1   117.95  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
 QRN  CONST_01  C10  C9   S    C7   180.00   0.0  0
 QRN  CONST_02  C8   C9   S    C7     0.00   0.0  0
 QRN  CONST_03  C9   C8   N    C7     0.00   0.0  0
 QRN  CONST_04  C13  C8   N    C7   180.00   0.0  0
 QRN  CONST_05  C11  C10  C9   C8     0.00   0.0  0
 QRN  CONST_06  S    C7   N    C8     0.00   0.0  0
 QRN  CONST_07  C11  C12  C13  C8     0.00   0.0  0
 QRN  CONST_08  N    C7   S    C9     0.00   0.0  0
 QRN  CONST_09  C12  C11  C10  C9     0.00   0.0  0
 QRN  CONST_10  C12  C13  C8   C9     0.00   0.0  0
 QRN  CONST_11  C4   C14  C    C1     0.00   0.0  0
 QRN  CONST_12  C4   C3   C2   C1     0.00   0.0  0
 QRN  CONST_13  C    C1   C2   C3     0.00   0.0  0
 QRN  CONST_14  C    C14  C4   C3     0.00   0.0  0
 QRN  CONST_15  C14  C    C1   C2     0.00   0.0  0
 QRN  CONST_16  C14  C4   C3   C2     0.00   0.0  0
 QRN  CONST_17  S    C9   C8   N      0.00   0.0  0
 QRN  CONST_18  C10  C9   C8   N    180.00   0.0  0
 QRN  CONST_19  C12  C13  C8   N    180.00   0.0  0
 QRN  CONST_20  C13  C8   C9   C10    0.00   0.0  0
 QRN  CONST_21  C13  C12  C11  C10    0.00   0.0  0
 QRN  CONST_22  S    C9   C10  C11  180.00   0.0  0
 QRN  CONST_23  S    C9   C8   C13  180.00   0.0  0
 QRN  CONST_24  C6   C7   N    C8   180.00   0.0  0
 QRN  CONST_25  C6   C7   S    C9   180.00   0.0  0
 QRN  CONST_26  C14  C    C1   O1   180.00   0.0  0
 QRN  CONST_27  C3   C2   C1   O1   180.00   0.0  0
 QRN  CONST_28  C    C14  C4   C5   180.00   0.0  0
 QRN  CONST_29  C2   C3   C4   C5   180.00   0.0  0
 QRN  CONST_30  O    C    C14  C4   180.00   0.0  0
 QRN  CONST_31  O    C    C1   C2   180.00   0.0  0
 QRN  CONST_32  H5   C10  C9   C8   180.00   0.0  0
 QRN  CONST_33  H7   C12  C13  C8   180.00   0.0  0
 QRN  CONST_34  H6   C11  C10  C9   180.00   0.0  0
 QRN  CONST_35  H8   C13  C8   C9   180.00   0.0  0
 QRN  CONST_36  H9   C14  C    C1   180.00   0.0  0
 QRN  CONST_37  H2   C3   C2   C1   180.00   0.0  0
 QRN  CONST_38  H1   C2   C3   C4   180.00   0.0  0
 QRN  Var_01    C4   C5   C6   C7    57.83  30.0  1
 QRN  Var_02    S    C7   C6   C5    67.04  30.0  2
 QRN  Var_03    C14  C4   C5   C6   -96.78  30.0  3
 QRN  Var_04    H11  C15  O1   C1   179.09  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
 QRN  plan-1  C1   0.020
 QRN  plan-1  C5   0.020
 QRN  plan-1  C4   0.020
 QRN  plan-1  C3   0.020
 QRN  plan-1  C2   0.020
 QRN  plan-1  C    0.020
 QRN  plan-1  O    0.020
 QRN  plan-1  C14  0.020
 QRN  plan-1  H2   0.020
 QRN  plan-1  H1   0.020
 QRN  plan-1  H9   0.020
 QRN  plan-1  O1   0.020
 QRN  plan-2  C7   0.020
 QRN  plan-2  C8   0.020
 QRN  plan-2  C9   0.020
 QRN  plan-2  C6   0.020
 QRN  plan-2  N    0.020
 QRN  plan-2  C10  0.020
 QRN  plan-2  C11  0.020
 QRN  plan-2  C12  0.020
 QRN  plan-2  C13  0.020
 QRN  plan-2  S    0.020
 QRN  plan-2  H5   0.020
 QRN  plan-2  H6   0.020
 QRN  plan-2  H7   0.020
 QRN  plan-2  H8   0.020

