# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 10:02:20 2022
#   Inital geometry file: a 75 line input string
#   Ligand name: (4~{R})-4-cyclopropyl-7-fluoranyl-3,4-dihydro-2~{H}-thiochromene 1,1-dioxide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc2[C@H](CC[S](=O)(=O)c2c1)C3CC3
#
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
 QSW  QSW  '(4~{R})-4-cyclopropyl-7-fluoranyl-3,4-dihydro-2~{H}-thiochromene 1,1-dioxide'  ligand  29  16  .  2022-08-10  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_QSW
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
 QSW  C1   C  CH2   0  -0.471  -61.0944  4.0557  -6.6884
 QSW  C3   C  CH2   0  -0.606  -60.3773  4.0010  -8.0256
 QSW  C4   C  CR6   0   0.220  -59.3359  2.5534  -5.6137
 QSW  C5   C  CR6   0  -0.250  -58.3217  3.0618  -6.4263
 QSW  C7   C  CR6   0   0.532  -56.6429  1.9244  -5.1905
 QSW  C8   C  CR16  0  -0.384  -57.6054  1.3867  -4.3565
 QSW  C9   C  CR16  0  -0.287  -58.9327  1.7026  -4.5806
 QSW  C10  C  CH1   0  -0.239  -61.5571  2.9666  -4.5115
 QSW  C11  C  CH2   0  -0.489  -62.1974  1.7852  -3.8486
 QSW  C12  C  CH2   0  -0.491  -63.0482  2.8306  -4.5011
 QSW  C6   C  CR16  0  -0.396  -56.9770  2.7585  -6.2309
 QSW  C2   C  CH1   0  -0.310  -60.8152  2.8292  -5.8235
 QSW  F1   F  F     0  -0.307  -55.3549  1.6255  -4.9835
 QSW  S1   S  S     0   1.205  -58.6344  4.2070  -7.7531
 QSW  H1   H  HCH2  0   0.262  -60.8283  4.9721  -6.1558
 QSW  H2   H  HCH2  0   0.285  -62.1664  4.1086  -6.8795
 QSW  H3   H  HCH2  0   0.328  -60.6721  4.8110  -8.6958
 QSW  H4   H  HCH2  0   0.307  -60.5260  3.0476  -8.5361
 QSW  H5   H  HCR6  0   0.290  -57.3247  0.7287  -3.5445
 QSW  H6   H  HCR6  0   0.291  -59.6792  1.2768  -3.9251
 QSW  H7   H  HCH1  0   0.263  -61.1410  3.7198  -3.8487
 QSW  H8   H  HCH2  0   0.249  -62.1227  0.8220  -4.3393
 QSW  H9   H  HCH2  0   0.254  -62.1822  1.7326  -2.7674
 QSW  H10  H  HCH2  0   0.253  -63.6182  3.5019  -3.8721
 QSW  H11  H  HCH2  0   0.247  -63.5385  2.5734  -5.4329
 QSW  H12  H  HCR6  0   0.300  -56.2042  3.1558  -6.8774
 QSW  H13  H  HCH1  0   0.273  -61.2244  1.9599  -6.3563
 QSW  O1   O  OS    0  -0.668  -58.3942  5.5563  -7.2437
 QSW  O2   O  OS    0  -0.660  -57.8760  3.7823  -8.9272

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
 QSW  O2   S1   double    1.461  0.020  1.461
 QSW  C3   S1   single    1.776  0.020  1.776
 QSW  C3   C1   single    1.518  0.020  1.518
 QSW  S1   O1   double    1.462  0.020  1.462
 QSW  S1   C5   single    1.780  0.020  1.780
 QSW  C1   C2   single    1.527  0.020  1.527
 QSW  C5   C6   aromatic  1.392  0.020  1.392
 QSW  C5   C4   aromatic  1.396  0.020  1.396
 QSW  C6   C7   aromatic  1.375  0.020  1.375
 QSW  C2   C4   single    1.519  0.020  1.519
 QSW  C2   C10  single    1.513  0.020  1.513
 QSW  C4   C9   aromatic  1.398  0.020  1.398
 QSW  C7   F1   single    1.338  0.020  1.338
 QSW  C7   C8   aromatic  1.382  0.020  1.382
 QSW  C10  C12  single    1.497  0.020  1.497
 QSW  C10  C11  single    1.498  0.020  1.498
 QSW  C12  C11  single    1.497  0.020  1.497
 QSW  C9   C8   aromatic  1.383  0.020  1.383
 QSW  C1   H1   single    0.970  0.020  1.090
 QSW  C1   H2   single    0.970  0.020  1.090
 QSW  C3   H3   single    0.970  0.020  1.090
 QSW  C3   H4   single    0.970  0.020  1.090
 QSW  C8   H5   single    0.930  0.020  1.080
 QSW  C9   H6   single    0.930  0.020  1.080
 QSW  C10  H7   single    0.970  0.020  1.090
 QSW  C11  H8   single    0.970  0.020  1.090
 QSW  C11  H9   single    0.970  0.020  1.090
 QSW  C12  H10  single    0.970  0.020  1.090
 QSW  C12  H11  single    0.970  0.020  1.090
 QSW  C6   H12  single    0.930  0.020  1.080
 QSW  C2   H13  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
 QSW  H2   C1   H1   106.50  3.000
 QSW  H2   C1   C2   108.55  3.000
 QSW  H1   C1   C2   110.68  3.000
 QSW  H2   C1   C3   108.17  3.000
 QSW  H1   C1   C3   110.15  3.000
 QSW  C2   C1   C3   112.56  3.000
 QSW  H4   C3   H3   108.91  3.000
 QSW  H4   C3   S1   107.86  3.000
 QSW  H3   C3   S1   105.85  3.000
 QSW  H4   C3   C1   112.27  3.000
 QSW  H3   C3   C1   112.73  3.000
 QSW  S1   C3   C1   108.91  3.000
 QSW  C2   C4   C9   119.56  3.000
 QSW  C9   C4   C5   116.26  3.000
 QSW  C2   C4   C5   124.13  3.000
 QSW  S1   C5   C6   114.48  3.000
 QSW  C6   C5   C4   122.74  3.000
 QSW  S1   C5   C4   122.73  3.000
 QSW  F1   C7   C6   119.11  3.000
 QSW  F1   C7   C8   119.33  3.000
 QSW  C6   C7   C8   121.56  3.000
 QSW  H5   C8   C9   120.63  3.000
 QSW  H5   C8   C7   120.57  3.000
 QSW  C9   C8   C7   118.80  3.000
 QSW  H6   C9   C8   118.35  3.000
 QSW  H6   C9   C4   119.26  3.000
 QSW  C8   C9   C4   122.39  3.000
 QSW  H7   C10  C2   113.83  3.000
 QSW  H7   C10  C12  116.12  3.000
 QSW  C2   C10  C12  119.08  3.000
 QSW  H7   C10  C11  116.14  3.000
 QSW  C12  C10  C11   59.99  3.000
 QSW  C2   C10  C11  121.43  3.000
 QSW  H9   C11  H8   114.08  3.000
 QSW  H9   C11  C12  118.49  3.000
 QSW  H8   C11  C12  117.54  3.000
 QSW  H9   C11  C10  118.31  3.000
 QSW  H8   C11  C10  118.10  3.000
 QSW  C12  C11  C10   59.97  3.000
 QSW  H11  C12  H10  114.12  3.000
 QSW  H11  C12  C11  117.77  3.000
 QSW  H10  C12  C11  118.62  3.000
 QSW  H11  C12  C10  117.78  3.000
 QSW  H10  C12  C10  118.18  3.000
 QSW  C11  C12  C10   60.04  3.000
 QSW  H12  C6   C7   120.06  3.000
 QSW  H12  C6   C5   121.70  3.000
 QSW  C7   C6   C5   118.24  3.000
 QSW  H13  C2   C10  108.04  3.000
 QSW  H13  C2   C4   106.62  3.000
 QSW  C10  C2   C4   111.97  3.000
 QSW  H13  C2   C1   107.03  3.000
 QSW  C10  C2   C1   109.18  3.000
 QSW  C4   C2   C1   113.71  3.000
 QSW  O2   S1   O1   117.58  3.000
 QSW  O1   S1   C5   107.77  3.000
 QSW  O2   S1   C5   108.71  3.000
 QSW  C5   S1   C3   102.25  3.000
 QSW  O1   S1   C3   108.76  3.000
 QSW  O2   S1   C3   110.64  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
 QSW  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 QSW  CONST_02  C7   C8   C9   C4      0.00   0.0  0
 QSW  CONST_03  C8   C7   C6   C5      0.00   0.0  0
 QSW  CONST_04  C8   C9   C4   C5      0.00   0.0  0
 QSW  CONST_05  C6   C5   C4   C9      0.00   0.0  0
 QSW  CONST_06  C6   C7   C8   C9      0.00   0.0  0
 QSW  CONST_07  F1   C7   C6   C5    180.00   0.0  0
 QSW  CONST_08  F1   C7   C8   C9    180.00   0.0  0
 QSW  CONST_09  H12  C6   C5   C4    180.00   0.0  0
 QSW  CONST_10  H5   C8   C9   C4    180.00   0.0  0
 QSW  CONST_11  H6   C9   C4   C5    180.00   0.0  0
 QSW  Var_01    C5   S1   C3   C1     47.97  30.0  1
 QSW  Var_02    C6   C5   S1   C3    164.29  30.0  1
 QSW  Var_03    C2   C10  C12  C11   111.58  30.0  1
 QSW  Var_04    S1   C3   C1   C2    -70.09  30.0  1
 QSW  Var_05    H8   C11  C12  C10  -108.19  30.0  1

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
 QSW  chir_02  C2   C1  C4   C10  negativ
 QSW  chir_03  C10  C2  C12  C11  both

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
 QSW  plan-1  C4   0.020
 QSW  plan-1  C5   0.020
 QSW  plan-1  C7   0.020
 QSW  plan-1  C8   0.020
 QSW  plan-1  C9   0.020
 QSW  plan-1  C6   0.020
 QSW  plan-1  C2   0.020
 QSW  plan-1  F1   0.020
 QSW  plan-1  S1   0.020
 QSW  plan-1  H5   0.020
 QSW  plan-1  H6   0.020
 QSW  plan-1  H12  0.020

