# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 09:04:06 2021
#   Inital geometry file: a 74 line input string
#   Ligand name: (3R,4R)-4-(2-methylphenyl)oxolane-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccccc1[C@@H]2COC[C@@H]2C(O)=O
#
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
 W2S  W2S  '(3R,4R)-4-(2-methylphenyl)oxolane-3-carboxylic acid'  ligand  29  15  .  2022-03-29  2022-11-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_W2S
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
 W2S  C4   C  CR16  0  -0.255  21.2779  45.8006   8.9737
 W2S  C5   C  CR16  0  -0.293  21.6241  47.1329   8.8059
 W2S  C6   C  CR6   0   0.074  21.6164  48.0298   9.8754
 W2S  C7   C  CH1   0  -0.357  22.0125  49.4734   9.6709
 W2S  C8   C  CH1   0  -0.424  23.4970  49.6770   9.2599
 W2S  C10  C  CH2   0  -0.145  23.4599  49.7625   7.7287
 W2S  C9   C  C     0   0.558  24.4160  48.6195   9.8093
 W2S  O    O  OH1   0  -0.586  24.4883  48.6909  11.1330
 W2S  O2   O  O2    0  -0.492  22.0977  49.8606   7.3519
 W2S  C11  C  CH2   0  -0.157  21.3236  50.1615   8.4928
 W2S  C1   C  CR6   0   0.066  21.2463  47.5642  11.1475
 W2S  C    C  CH3   0  -0.761  21.1947  48.4687  12.3484
 W2S  C3   C  CR16  0  -0.258  20.9185  45.3393  10.2303
 W2S  C2   C  CR16  0  -0.298  20.9029  46.2217  11.2997
 W2S  H1   H  HCR6  0   0.251  21.2913  45.1286   8.1254
 W2S  H2   H  HCR6  0   0.254  21.8935  47.4759   7.8160
 W2S  H3   H  HCH1  0   0.283  21.8123  50.0389  10.5782
 W2S  H4   H  HCH1  0   0.313  23.8224  50.6348   9.6744
 W2S  H5   H  HCH2  0   0.232  23.8908  48.8807   7.2516
 W2S  H6   H  HCH2  0   0.235  24.0183  50.6382   7.3837
 W2S  H7   H  HOH1  0   0.482  25.0571  47.9839  11.4729
 W2S  H8   H  HCH2  0   0.223  21.2887  51.2443   8.6726
 W2S  H9   H  HCH2  0   0.243  20.3031  49.8123   8.3290
 W2S  H10  H  HCH3  0   0.245  20.4898  49.2904  12.2097
 W2S  H11  H  HCH3  0   0.253  20.8788  47.9180  13.2333
 W2S  H12  H  HCH3  0   0.248  22.1674  48.9109  12.5664
 W2S  H13  H  HCR6  0   0.251  20.6492  44.3015  10.3798
 W2S  H14  H  HCR6  0   0.245  20.6153  45.8616  12.2804
 W2S  O1   O  O     0  -0.431  25.0211  47.8052   9.1594

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
 W2S  O2   C10  single    1.417  0.020  1.417
 W2S  O2   C11  single    1.411  0.020  1.411
 W2S  C10  C8   single    1.534  0.020  1.534
 W2S  C11  C7   single    1.528  0.020  1.528
 W2S  C5   C4   aromatic  1.387  0.020  1.387
 W2S  C5   C6   aromatic  1.396  0.020  1.396
 W2S  C4   C3   aromatic  1.386  0.020  1.386
 W2S  O1   C9   double    1.205  0.020  1.205
 W2S  C8   C7   single    1.554  0.020  1.554
 W2S  C8   C9   single    1.505  0.020  1.505
 W2S  C7   C6   single    1.511  0.020  1.511
 W2S  C6   C1   aromatic  1.404  0.020  1.404
 W2S  C9   O    single    1.328  0.020  1.328
 W2S  C3   C2   aromatic  1.387  0.020  1.387
 W2S  C1   C2   aromatic  1.394  0.020  1.394
 W2S  C1   C    single    1.504  0.020  1.504
 W2S  C4   H1   single    0.930  0.020  1.080
 W2S  C5   H2   single    0.930  0.020  1.080
 W2S  C7   H3   single    0.970  0.020  1.090
 W2S  C8   H4   single    0.970  0.020  1.090
 W2S  C10  H5   single    0.970  0.020  1.090
 W2S  C10  H6   single    0.970  0.020  1.090
 W2S  O    H7   single    0.850  0.020  0.980
 W2S  C11  H8   single    0.970  0.020  1.090
 W2S  C11  H9   single    0.970  0.020  1.090
 W2S  C    H10  single    0.970  0.020  1.090
 W2S  C    H11  single    0.970  0.020  1.090
 W2S  C    H12  single    0.970  0.020  1.090
 W2S  C3   H13  single    0.930  0.020  1.080
 W2S  C2   H14  single    0.930  0.020  1.080

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
 W2S  H1   C4   C3   120.47  3.000
 W2S  H1   C4   C5   119.91  3.000
 W2S  C3   C4   C5   119.62  3.000
 W2S  H2   C5   C6   119.92  3.000
 W2S  H2   C5   C4   118.53  3.000
 W2S  C6   C5   C4   121.55  3.000
 W2S  C1   C6   C7   120.56  3.000
 W2S  C1   C6   C5   118.85  3.000
 W2S  C7   C6   C5   120.58  3.000
 W2S  H3   C7   C11  109.03  3.000
 W2S  H3   C7   C8   109.17  3.000
 W2S  C11  C7   C8    99.66  3.000
 W2S  H3   C7   C6   109.61  3.000
 W2S  C8   C7   C6   114.30  3.000
 W2S  C11  C7   C6   114.60  3.000
 W2S  H4   C8   C9   107.19  3.000
 W2S  H4   C8   C10  109.68  3.000
 W2S  C9   C8   C10  114.73  3.000
 W2S  H4   C8   C7   107.39  3.000
 W2S  C9   C8   C7   113.26  3.000
 W2S  C10  C8   C7   104.37  3.000
 W2S  H6   C10  H5   107.90  3.000
 W2S  H6   C10  O2   110.57  3.000
 W2S  H5   C10  O2   108.62  3.000
 W2S  H6   C10  C8   110.30  3.000
 W2S  H5   C10  C8   112.45  3.000
 W2S  O2   C10  C8   107.01  3.000
 W2S  O    C9   O1   123.15  3.000
 W2S  O    C9   C8   111.07  3.000
 W2S  O1   C9   C8   125.79  3.000
 W2S  H7   O    C9   110.03  3.000
 W2S  C11  O2   C10  109.10  3.000
 W2S  H9   C11  H8   108.09  3.000
 W2S  H9   C11  O2   108.87  3.000
 W2S  H8   C11  O2   111.10  3.000
 W2S  H9   C11  C7   113.16  3.000
 W2S  H8   C11  C7   109.39  3.000
 W2S  O2   C11  C7   106.26  3.000
 W2S  C2   C1   C    118.91  3.000
 W2S  C    C1   C6   122.20  3.000
 W2S  C2   C1   C6   118.89  3.000
 W2S  H12  C    H11  107.54  3.000
 W2S  H12  C    H10  107.23  3.000
 W2S  H11  C    H10  107.26  3.000
 W2S  H12  C    C1   111.88  3.000
 W2S  H11  C    C1   110.76  3.000
 W2S  H10  C    C1   111.92  3.000
 W2S  H13  C3   C2   120.05  3.000
 W2S  H13  C3   C4   120.58  3.000
 W2S  C2   C3   C4   119.36  3.000
 W2S  H14  C2   C3   119.31  3.000
 W2S  H14  C2   C1   118.96  3.000
 W2S  C3   C2   C1   121.73  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
 W2S  CONST_01  C1   C6   C5  C4     0.00   0.0  0
 W2S  CONST_02  C1   C2   C3  C4     0.00   0.0  0
 W2S  CONST_03  C2   C3   C4  C5     0.00   0.0  0
 W2S  CONST_04  C2   C1   C6  C5     0.00   0.0  0
 W2S  CONST_05  C3   C4   C5  C6     0.00   0.0  0
 W2S  CONST_06  C3   C2   C1  C6     0.00   0.0  0
 W2S  CONST_07  C7   C6   C5  C4   180.00   0.0  0
 W2S  CONST_08  C2   C1   C6  C7   180.00   0.0  0
 W2S  CONST_09  C    C1   C6  C5   180.00   0.0  0
 W2S  CONST_10  C    C1   C6  C7     0.00   0.0  0
 W2S  CONST_11  C3   C2   C1  C    180.00   0.0  0
 W2S  CONST_12  H14  C2   C3  C4   180.00   0.0  0
 W2S  CONST_13  H13  C3   C4  C5   180.00   0.0  0
 W2S  CONST_14  H1   C4   C5  C6   180.00   0.0  0
 W2S  CONST_15  H2   C5   C6  C7     0.00   0.0  0
 W2S  CONST_16  H7   O    C9  C8   180.00   0.0  0
 W2S  Var_01    H8   C11  O2  C10   85.93  30.0  1
 W2S  Var_02    H5   C10  O2  C11  135.43  30.0  1
 W2S  Var_03    H10  C    C1  C6    59.91  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
 W2S  chir_01  C7  C11  C8  C6  positiv
 W2S  chir_02  C8  C10  C7  C9  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
 W2S  plan-1  C4   0.020
 W2S  plan-1  C5   0.020
 W2S  plan-1  C6   0.020
 W2S  plan-1  C7   0.020
 W2S  plan-1  C1   0.020
 W2S  plan-1  C    0.020
 W2S  plan-1  C3   0.020
 W2S  plan-1  C2   0.020
 W2S  plan-1  H1   0.020
 W2S  plan-1  H2   0.020
 W2S  plan-1  H13  0.020
 W2S  plan-1  H14  0.020
 W2S  plan-2  C8   0.020
 W2S  plan-2  C9   0.020
 W2S  plan-2  O    0.020
 W2S  plan-2  H7   0.020
 W2S  plan-2  O1   0.020

