# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 09:41:34 2022
#   Inital geometry file: a 75 line input string
#   Ligand name: (4~{S})-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
 QSZ  QSZ  '(4~{S})-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_QSZ
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
 QSZ  C11  C  CH2   0  -0.485  -63.2345  2.4362  -5.1937
 QSZ  C12  C  CH2   0  -0.486  -62.3279  1.6806  -4.2681
 QSZ  C10  C  CH1   0  -0.218  -61.7989  2.2229  -5.5588
 QSZ  C9   C  CR16  0  -0.281  -58.9993  2.4614  -4.1702
 QSZ  C8   C  CR16  0  -0.384  -57.7332  1.9435  -3.9722
 QSZ  C7   C  CR6   0   0.531  -56.8664  1.8749  -5.0488
 QSZ  C6   C  CR16  0  -0.393  -57.2296  2.3174  -6.2984
 QSZ  C5   C  CR6   0  -0.260  -58.5100  2.8400  -6.4620
 QSZ  C4   C  CR6   0   0.255  -59.4271  2.9232  -5.4174
 QSZ  C3   C  CH2   0  -0.609  -60.6200  3.6359  -8.0874
 QSZ  C2   C  CH1   0  -0.369  -60.8525  3.4094  -5.5674
 QSZ  C1   C  CH2   0  -0.473  -61.0787  4.2907  -6.7943
 QSZ  F1   F  F     0  -0.307  -55.6413  1.3661  -4.8694
 QSZ  S1   S  S     0   1.202  -58.8455  3.5032  -8.0781
 QSZ  H10  H  HCH2  0   0.247  -63.5356  3.4343  -4.8973
 QSZ  H11  H  HCH2  0   0.253  -63.9917  1.8884  -5.7393
 QSZ  H13  H  HCH2  0   0.252  -62.4569  0.6099  -4.1772
 QSZ  H12  H  HCH2  0   0.248  -62.0322  2.1702  -3.3481
 QSZ  H9   H  HCH1  0   0.266  -61.6101  1.4850  -6.3328
 QSZ  H8   H  HCR6  0   0.275  -59.6784  2.5138  -3.3294
 QSZ  H7   H  HCR6  0   0.290  -57.4222  1.5966  -2.9955
 QSZ  H6   H  HCR6  0   0.300  -56.5326  2.2499  -7.1246
 QSZ  H3   H  HCH2  0   0.328  -60.8648  4.2372  -8.9655
 QSZ  H4   H  HCH2  0   0.310  -61.0291  2.6350  -8.2313
 QSZ  H5   H  HCH1  0   0.280  -61.0801  4.0219  -4.6883
 QSZ  H2   H  HCH2  0   0.272  -60.5755  5.2521  -6.6705
 QSZ  H1   H  HCH2  0   0.284  -62.1438  4.5102  -6.8777
 QSZ  O1   O  OS    0  -0.667  -58.2819  4.8512  -8.1229
 QSZ  O2   O  OS    0  -0.660  -58.3894  2.5397  -9.0763

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
 QSZ  O2   S1   double    1.460  0.020  1.460
 QSZ  C3   S1   single    1.780  0.020  1.780
 QSZ  C3   C1   single    1.520  0.020  1.520
 QSZ  S1   O1   double    1.462  0.020  1.462
 QSZ  S1   C5   single    1.779  0.020  1.779
 QSZ  C1   C2   single    1.527  0.020  1.527
 QSZ  C5   C6   aromatic  1.393  0.020  1.393
 QSZ  C5   C4   aromatic  1.393  0.020  1.393
 QSZ  C6   C7   aromatic  1.375  0.020  1.375
 QSZ  C2   C4   single    1.514  0.020  1.514
 QSZ  C2   C10  single    1.518  0.020  1.518
 QSZ  C4   C9   aromatic  1.397  0.020  1.397
 QSZ  C10  C11  single    1.497  0.020  1.497
 QSZ  C10  C12  single    1.497  0.020  1.497
 QSZ  C7   F1   single    1.339  0.020  1.339
 QSZ  C7   C8   aromatic  1.384  0.020  1.384
 QSZ  C11  C12  single    1.500  0.020  1.500
 QSZ  C9   C8   aromatic  1.382  0.020  1.382
 QSZ  C11  H10  single    0.970  0.020  1.090
 QSZ  C11  H11  single    0.970  0.020  1.090
 QSZ  C12  H13  single    0.970  0.020  1.090
 QSZ  C12  H12  single    0.970  0.020  1.090
 QSZ  C10  H9   single    0.970  0.020  1.090
 QSZ  C9   H8   single    0.930  0.020  1.080
 QSZ  C8   H7   single    0.930  0.020  1.080
 QSZ  C6   H6   single    0.930  0.020  1.080
 QSZ  C3   H3   single    0.970  0.020  1.090
 QSZ  C3   H4   single    0.970  0.020  1.090
 QSZ  C2   H5   single    0.970  0.020  1.090
 QSZ  C1   H2   single    0.970  0.020  1.090
 QSZ  C1   H1   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
 QSZ  H11  C11  H10  114.18  3.000
 QSZ  H11  C11  C10  118.43  3.000
 QSZ  H10  C11  C10  117.67  3.000
 QSZ  H11  C11  C12  118.63  3.000
 QSZ  H10  C11  C12  117.59  3.000
 QSZ  C10  C11  C12   59.93  3.000
 QSZ  H12  C12  H13  114.10  3.000
 QSZ  H12  C12  C10  118.18  3.000
 QSZ  H13  C12  C10  118.23  3.000
 QSZ  H12  C12  C11  117.48  3.000
 QSZ  H13  C12  C11  118.56  3.000
 QSZ  C10  C12  C11   59.93  3.000
 QSZ  H9   C10  C2   114.75  3.000
 QSZ  H9   C10  C12  115.46  3.000
 QSZ  C2   C10  C12  120.57  3.000
 QSZ  H9   C10  C11  115.95  3.000
 QSZ  C12  C10  C11   60.15  3.000
 QSZ  C2   C10  C11  119.22  3.000
 QSZ  H8   C9   C4   119.04  3.000
 QSZ  H8   C9   C8   118.80  3.000
 QSZ  C4   C9   C8   122.16  3.000
 QSZ  H7   C8   C7   120.42  3.000
 QSZ  H7   C8   C9   120.84  3.000
 QSZ  C7   C8   C9   118.74  3.000
 QSZ  F1   C7   C6   119.08  3.000
 QSZ  F1   C7   C8   119.20  3.000
 QSZ  C6   C7   C8   121.72  3.000
 QSZ  H6   C6   C5   121.70  3.000
 QSZ  H6   C6   C7   120.23  3.000
 QSZ  C5   C6   C7   118.07  3.000
 QSZ  S1   C5   C4   122.35  3.000
 QSZ  C4   C5   C6   122.67  3.000
 QSZ  S1   C5   C6   114.84  3.000
 QSZ  C2   C4   C5   124.41  3.000
 QSZ  C2   C4   C9   118.89  3.000
 QSZ  C5   C4   C9   116.63  3.000
 QSZ  H4   C3   H3   108.37  3.000
 QSZ  H4   C3   S1   107.83  3.000
 QSZ  H3   C3   S1   105.59  3.000
 QSZ  H4   C3   C1   113.22  3.000
 QSZ  H3   C3   C1   112.28  3.000
 QSZ  S1   C3   C1   109.18  3.000
 QSZ  H5   C2   C1   106.93  3.000
 QSZ  H5   C2   C4   107.21  3.000
 QSZ  C1   C2   C4   113.85  3.000
 QSZ  H5   C2   C10  107.64  3.000
 QSZ  C4   C2   C10  109.61  3.000
 QSZ  C1   C2   C10  111.30  3.000
 QSZ  H1   C1   H2   106.34  3.000
 QSZ  H1   C1   C2   108.79  3.000
 QSZ  H2   C1   C2   110.41  3.000
 QSZ  H1   C1   C3   108.43  3.000
 QSZ  H2   C1   C3   109.67  3.000
 QSZ  C2   C1   C3   112.95  3.000
 QSZ  O1   S1   C3   108.40  3.000
 QSZ  O1   S1   C5   107.40  3.000
 QSZ  C3   S1   C5   102.74  3.000
 QSZ  C5   S1   O2   108.43  3.000
 QSZ  O1   S1   O2   117.84  3.000
 QSZ  C3   S1   O2   110.92  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
 QSZ  CONST_01  C6  C5   C4   C9     0.00   0.0  0
 QSZ  CONST_02  C6  C7   C8   C9     0.00   0.0  0
 QSZ  CONST_03  C5  C6   C7   C8     0.00   0.0  0
 QSZ  CONST_04  C5  C4   C9   C8     0.00   0.0  0
 QSZ  CONST_05  C4  C5   C6   C7     0.00   0.0  0
 QSZ  CONST_06  C4  C9   C8   C7     0.00   0.0  0
 QSZ  CONST_07  F1  C7   C8   C9   180.00   0.0  0
 QSZ  CONST_08  F1  C7   C6   C5   180.00   0.0  0
 QSZ  CONST_09  H6  C6   C7   C8   180.00   0.0  0
 QSZ  CONST_10  H8  C9   C8   C7   180.00   0.0  0
 QSZ  CONST_11  H7  C8   C7   C6   180.00   0.0  0
 QSZ  Var_01    C2  C10  C12  C11  108.34  30.0  1
 QSZ  Var_02    C3  S1   C5   C6   164.46  30.0  1
 QSZ  Var_03    C1  C3   S1   C5    47.05  30.0  1
 QSZ  Var_04    S1  C3   C1   C2   -68.20  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
 QSZ  chir_02  C2   C1  C4   C10  positiv
 QSZ  chir_03  C10  C2  C11  C12  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
 QSZ  plan-1  C9  0.020
 QSZ  plan-1  C8  0.020
 QSZ  plan-1  C7  0.020
 QSZ  plan-1  C6  0.020
 QSZ  plan-1  C5  0.020
 QSZ  plan-1  C4  0.020
 QSZ  plan-1  C2  0.020
 QSZ  plan-1  F1  0.020
 QSZ  plan-1  S1  0.020
 QSZ  plan-1  H8  0.020
 QSZ  plan-1  H7  0.020
 QSZ  plan-1  H6  0.020

