# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 06:51:07 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: (2R)-1-(pyrrolidin-1-yl)-3-(9H-thioxanthen-9-yl)propan-2-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@H](C[C@H]1c2ccccc2Sc3ccccc13)CN4CCCC4
#
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
 0LW  0LW  (2R)-1-(pyrrolidin-1-yl)-3-(9H-thioxanthen-9-yl)propan-2-ol  ligand  46  23  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0LW
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
 0LW  C1   C  CR66  0   0.250  -2.2233  -0.9558  -0.5608
 0LW  C2   C  CR16  0  -0.465  -0.9274  -0.2398  -0.8511
 0LW  C3   C  CR66  0  -0.196  -2.9962  -0.5990   0.5432
 0LW  C4   C  CR16  0  -0.320  -2.6492  -2.0192  -1.3495
 0LW  C5   C  CR66  0   0.264  -1.1203   1.2529  -0.7535
 0LW  C6   C  CH2   0  -0.436   0.1694  -0.7871   0.0874
 0LW  S7   S  S2    0   0.076  -2.5213   0.7662   1.5585
 0LW  C8   C  CR16  0  -0.253  -4.1492  -1.3067   0.8691
 0LW  C9   C  CR16  0  -0.246  -3.7945  -2.7346  -1.0306
 0LW  C10  C  CR66  0  -0.203  -1.7997   1.8082   0.3290
 0LW  C11  C  CR16  0  -0.298  -0.6424   2.1119  -1.7382
 0LW  C12  C  CH1   0   0.033   1.6038  -0.4624  -0.3245
 0LW  C13  C  CR16  0  -0.266  -4.5400  -2.3831   0.0873
 0LW  C14  C  CR16  0  -0.253  -1.9429   3.1877   0.4578
 0LW  C15  C  CR16  0  -0.253  -0.7831   3.4853  -1.6242
 0LW  C16  C  CH2   0  -0.273   2.5768  -1.1881   0.6037
 0LW  O17  O  OH1   0  -0.647   1.8462   0.9249  -0.4012
 0LW  C18  C  CR16  0  -0.268  -1.4197   4.0260  -0.5129
 0LW  N19  N  NT    0  -0.436   3.9562  -1.1614   0.1722
 0LW  C20  C  CH2   0  -0.275   4.7646  -2.1761   0.8309
 0LW  C21  C  CH2   0  -0.274   4.6714   0.0833   0.4172
 0LW  C22  C  CH2   0  -0.464   6.1927  -1.8166   0.4351
 0LW  C23  C  CH2   0  -0.469   6.1492  -0.2869   0.2466
 0LW  H1   H  HCR6  0   0.274  -0.6310  -0.4786  -1.8769
 0LW  H2   H  HCR6  0   0.255  -2.0640  -2.2993  -2.2177
 0LW  H3   H  HCH2  0   0.240  -0.0111  -0.4509   1.1140
 0LW  H4   H  HCH2  0   0.245   0.0690  -1.8752   0.1053
 0LW  H5   H  HCR6  0   0.267  -4.7463  -1.0101   1.7225
 0LW  H6   H  HCR6  0   0.259  -4.1048  -3.5642  -1.6522
 0LW  H7   H  HCR6  0   0.249  -0.1396   1.6922  -2.6005
 0LW  H8   H  HCH1  0   0.219   1.7694  -0.8412  -1.3388
 0LW  H9   H  HCR6  0   0.261  -5.4363  -2.9324   0.3434
 0LW  H10  H  HCR6  0   0.265  -2.4768   3.6022   1.3037
 0LW  H11  H  HCR6  0   0.256  -0.3944   4.1339  -2.3984
 0LW  H12  H  HCH2  0   0.188   2.4639  -0.7963   1.6332
 0LW  H13  H  HCH2  0   0.231   2.2656  -2.2359   0.6429
 0LW  H14  H  HOH1  0   0.440   1.6118   1.3249   0.4432
 0LW  H15  H  HCR6  0   0.260  -1.5326   5.0976  -0.4134
 0LW  H17  H  HCH2  0   0.188   4.6535  -2.1342   1.9284
 0LW  H18  H  HCH2  0   0.231   4.4685  -3.1781   0.5133
 0LW  H19  H  HCH2  0   0.234   4.3545   0.8706  -0.2634
 0LW  H20  H  HCH2  0   0.183   4.4855   0.4481   1.4424
 0LW  H21  H  HCH2  0   0.232   6.9125  -2.1306   1.1907
 0LW  H22  H  HCH2  0   0.232   6.4662  -2.3117  -0.4976
 0LW  H23  H  HCH2  0   0.232   6.5124  -0.0073  -0.7426
 0LW  H24  H  HCH2  0   0.231   6.7694   0.2382   0.9725

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
 0LW  C22  C23  single    1.542  0.020  1.542
 0LW  C22  C20  single    1.525  0.020  1.525
 0LW  C23  C21  single    1.533  0.020  1.533
 0LW  C20  N19  single    1.455  0.020  1.455
 0LW  C21  N19  single    1.456  0.020  1.456
 0LW  N19  C16  single    1.446  0.020  1.446
 0LW  C16  C12  single    1.528  0.020  1.528
 0LW  C9   C13  aromatic  1.389  0.020  1.389
 0LW  C9   C4   aromatic  1.388  0.020  1.388
 0LW  C13  C8   aromatic  1.387  0.020  1.387
 0LW  C12  O17  single    1.410  0.020  1.410
 0LW  C12  C6   single    1.527  0.020  1.527
 0LW  C4   C1   aromatic  1.391  0.020  1.391
 0LW  C8   C3   aromatic  1.392  0.020  1.392
 0LW  C1   C3   aromatic  1.394  0.020  1.394
 0LW  C1   C2   single    1.509  0.020  1.509
 0LW  C6   C2   single    1.544  0.020  1.544
 0LW  C3   S7   single    1.766  0.020  1.766
 0LW  C2   C5   single    1.508  0.020  1.508
 0LW  S7   C10  single    1.766  0.020  1.766
 0LW  C5   C10  aromatic  1.394  0.020  1.394
 0LW  C5   C11  aromatic  1.391  0.020  1.391
 0LW  C10  C14  aromatic  1.393  0.020  1.393
 0LW  C11  C15  aromatic  1.385  0.020  1.385
 0LW  C14  C18  aromatic  1.385  0.020  1.385
 0LW  C15  C18  aromatic  1.390  0.020  1.390
 0LW  C2   H1   single    0.970  0.020  1.090
 0LW  C4   H2   single    0.930  0.020  1.080
 0LW  C6   H3   single    0.970  0.020  1.090
 0LW  C6   H4   single    0.970  0.020  1.090
 0LW  C8   H5   single    0.930  0.020  1.080
 0LW  C9   H6   single    0.930  0.020  1.080
 0LW  C11  H7   single    0.930  0.020  1.080
 0LW  C12  H8   single    0.970  0.020  1.090
 0LW  C13  H9   single    0.930  0.020  1.080
 0LW  C14  H10  single    0.930  0.020  1.080
 0LW  C15  H11  single    0.930  0.020  1.080
 0LW  C16  H12  single    0.970  0.020  1.090
 0LW  C16  H13  single    0.970  0.020  1.090
 0LW  O17  H14  single    0.850  0.020  0.980
 0LW  C18  H15  single    0.930  0.020  1.080
 0LW  C20  H17  single    0.970  0.020  1.090
 0LW  C20  H18  single    0.970  0.020  1.090
 0LW  C21  H19  single    0.970  0.020  1.090
 0LW  C21  H20  single    0.970  0.020  1.090
 0LW  C22  H21  single    0.970  0.020  1.090
 0LW  C22  H22  single    0.970  0.020  1.090
 0LW  C23  H23  single    0.970  0.020  1.090
 0LW  C23  H24  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
 0LW  C4   C1   C3   118.36  3.000
 0LW  C3   C1   C2   120.48  3.000
 0LW  C4   C1   C2   121.12  3.000
 0LW  H1   C2   C6   107.47  3.000
 0LW  H1   C2   C5   108.14  3.000
 0LW  C6   C2   C5   113.73  3.000
 0LW  H1   C2   C1   108.03  3.000
 0LW  C5   C2   C1   110.32  3.000
 0LW  C6   C2   C1   108.97  3.000
 0LW  C8   C3   S7   118.77  3.000
 0LW  S7   C3   C1   120.26  3.000
 0LW  C8   C3   C1   120.98  3.000
 0LW  H2   C4   C9   119.77  3.000
 0LW  H2   C4   C1   119.11  3.000
 0LW  C9   C4   C1   121.11  3.000
 0LW  C11  C5   C10  118.11  3.000
 0LW  C11  C5   C2   121.41  3.000
 0LW  C10  C5   C2   120.47  3.000
 0LW  H4   C6   H3   105.97  3.000
 0LW  H4   C6   C12  107.60  3.000
 0LW  H3   C6   C12  110.02  3.000
 0LW  H4   C6   C2   107.32  3.000
 0LW  H3   C6   C2   110.12  3.000
 0LW  C12  C6   C2   115.34  3.000
 0LW  C10  S7   C3    99.54  3.000
 0LW  H5   C8   C13  120.11  3.000
 0LW  H5   C8   C3   120.13  3.000
 0LW  C13  C8   C3   119.75  3.000
 0LW  H6   C9   C13  120.16  3.000
 0LW  H6   C9   C4   120.00  3.000
 0LW  C13  C9   C4   119.84  3.000
 0LW  C14  C10  S7   118.56  3.000
 0LW  C14  C10  C5   121.11  3.000
 0LW  S7   C10  C5   120.33  3.000
 0LW  H7   C11  C15  119.80  3.000
 0LW  H7   C11  C5   118.93  3.000
 0LW  C15  C11  C5   121.26  3.000
 0LW  H8   C12  O17  105.30  3.000
 0LW  H8   C12  C16  107.58  3.000
 0LW  O17  C12  C16  113.00  3.000
 0LW  H8   C12  C6   108.55  3.000
 0LW  O17  C12  C6   112.65  3.000
 0LW  C16  C12  C6   109.46  3.000
 0LW  H9   C13  C9   120.44  3.000
 0LW  H9   C13  C8   119.61  3.000
 0LW  C9   C13  C8   119.94  3.000
 0LW  H10  C14  C18  120.14  3.000
 0LW  H10  C14  C10  120.13  3.000
 0LW  C18  C14  C10  119.72  3.000
 0LW  H11  C15  C18  120.22  3.000
 0LW  H11  C15  C11  119.92  3.000
 0LW  C18  C15  C11  119.86  3.000
 0LW  H13  C16  H12  106.06  3.000
 0LW  H13  C16  N19  107.45  3.000
 0LW  H12  C16  N19  111.61  3.000
 0LW  H13  C16  C12  107.19  3.000
 0LW  H12  C16  C12  109.38  3.000
 0LW  N19  C16  C12  114.67  3.000
 0LW  H14  O17  C12  108.60  3.000
 0LW  H15  C18  C15  120.42  3.000
 0LW  H15  C18  C14  119.70  3.000
 0LW  C15  C18  C14  119.85  3.000
 0LW  C21  N19  C20  104.30  3.000
 0LW  C21  N19  C16  115.73  3.000
 0LW  C20  N19  C16  112.46  3.000
 0LW  H18  C20  H17  107.26  3.000
 0LW  H18  C20  C22  113.25  3.000
 0LW  H17  C20  C22  110.08  3.000
 0LW  H18  C20  N19  110.95  3.000
 0LW  H17  C20  N19  111.58  3.000
 0LW  C22  C20  N19  103.79  3.000
 0LW  H20  C21  H19  107.03  3.000
 0LW  H20  C21  C23  110.21  3.000
 0LW  H19  C21  C23  112.70  3.000
 0LW  H20  C21  N19  110.86  3.000
 0LW  H19  C21  N19  111.72  3.000
 0LW  C23  C21  N19  104.37  3.000
 0LW  H22  C22  H21  107.24  3.000
 0LW  H22  C22  C23  110.66  3.000
 0LW  H21  C22  C23  112.91  3.000
 0LW  H22  C22  C20  110.47  3.000
 0LW  H21  C22  C20  111.76  3.000
 0LW  C23  C22  C20  103.84  3.000
 0LW  H24  C23  H23  106.93  3.000
 0LW  H24  C23  C22  112.37  3.000
 0LW  H23  C23  C22  110.85  3.000
 0LW  H24  C23  C21  110.99  3.000
 0LW  H23  C23  C21  111.11  3.000
 0LW  C22  C23  C21  104.67  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
 0LW  CONST_01  C13  C9   C4   C1      0.00   0.0  0
 0LW  CONST_02  C13  C8   C3   C1      0.00   0.0  0
 0LW  CONST_03  C9   C13  C8   C3      0.00   0.0  0
 0LW  CONST_04  C9   C4   C1   C3      0.00   0.0  0
 0LW  CONST_05  C8   C13  C9   C4      0.00   0.0  0
 0LW  CONST_06  C8   C3   C1   C4      0.00   0.0  0
 0LW  CONST_07  C18  C14  C10  C5      0.00   0.0  0
 0LW  CONST_08  C18  C15  C11  C5      0.00   0.0  0
 0LW  CONST_09  C15  C11  C5   C10     0.00   0.0  0
 0LW  CONST_10  C15  C18  C14  C10     0.00   0.0  0
 0LW  CONST_11  C14  C10  C5   C11     0.00   0.0  0
 0LW  CONST_12  C14  C18  C15  C11     0.00   0.0  0
 0LW  CONST_13  H6   C9   C4   C1    180.00   0.0  0
 0LW  CONST_14  H5   C8   C3   C1    180.00   0.0  0
 0LW  CONST_15  H2   C4   C1   C2      0.00   0.0  0
 0LW  CONST_16  H7   C11  C5   C2      0.00   0.0  0
 0LW  CONST_17  H9   C13  C8   C3    180.00   0.0  0
 0LW  CONST_18  H10  C14  C10  C5    180.00   0.0  0
 0LW  CONST_19  H11  C15  C11  C5    180.00   0.0  0
 0LW  CONST_20  H15  C18  C14  C10   180.00   0.0  0
 0LW  Var_01    C5   C10  S7   C3    -33.83  30.0  1
 0LW  Var_02    C23  C22  C20  N19    29.60  30.0  1
 0LW  Var_03    C22  C23  C21  N19   -20.74  30.0  1
 0LW  Var_04    C21  C23  C22  C20    -5.31  30.0  1
 0LW  Var_05    C23  C21  N19  C20    40.39  30.0  1
 0LW  Var_06    C22  C20  N19  C21   -44.03  30.0  1
 0LW  Var_07    C20  N19  C16  C12  -162.41  30.0  2

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
 0LW  chir_01  C2   C1   C6   C5  positiv
 0LW  chir_02  C12  O17  C16  C6  negativ

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
 0LW  plan-1  C2   0.020
 0LW  plan-1  C5   0.020
 0LW  plan-1  S7   0.020
 0LW  plan-1  C10  0.020
 0LW  plan-1  C11  0.020
 0LW  plan-1  C14  0.020
 0LW  plan-1  C15  0.020
 0LW  plan-1  C18  0.020
 0LW  plan-1  H7   0.020
 0LW  plan-1  H10  0.020
 0LW  plan-1  H11  0.020
 0LW  plan-1  H15  0.020
 0LW  plan-2  C1   0.020
 0LW  plan-2  C2   0.020
 0LW  plan-2  C3   0.020
 0LW  plan-2  C4   0.020
 0LW  plan-2  S7   0.020
 0LW  plan-2  C8   0.020
 0LW  plan-2  C9   0.020
 0LW  plan-2  C13  0.020
 0LW  plan-2  H2   0.020
 0LW  plan-2  H5   0.020
 0LW  plan-2  H6   0.020
 0LW  plan-2  H9   0.020

