# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 24 10:54:35 2022
#   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  28  15  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

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  -0.254  21.1468  45.8378   8.9317
 W2S  C5   C  CR16   0  -0.316  21.5103  47.1677   8.7732
 W2S  C6   C  CR6    0   0.122  21.6045  48.0398   9.8591
 W2S  C7   C  CH1    0  -0.380  21.9991  49.4848   9.6604
 W2S  C8   C  CH1    0  -0.411  23.4860  49.7076   9.2957
 W2S  C10  C  CH2    0  -0.140  23.4789  49.5905   7.7770
 W2S  C9   C  C      0   0.428  24.4998  48.8205  10.0433
 W2S  O    O  OC    -1  -0.601  24.5516  48.9809  11.2800
 W2S  O2   O  O2     0  -0.502  22.1660  49.9248   7.3376
 W2S  C11  C  CH2    0  -0.144  21.3344  50.1573   8.4600
 W2S  C1   C  CR6    0   0.056  21.3050  47.5469  11.1410
 W2S  C    C  CH3    0  -0.764  21.3511  48.4236  12.3620
 W2S  C3   C  CR16   0  -0.261  20.8622  45.3516  10.1977
 W2S  C2   C  CR16   0  -0.295  20.9407  46.2089  11.2851
 W2S  H1   H  HCR6   0   0.244  21.0832  45.1901   8.0665
 W2S  H2   H  HCR6   0   0.247  21.7073  47.5301   7.7727
 W2S  H3   H  HCH1   0   0.258  21.7540  50.0473  10.5598
 W2S  H4   H  HCH1   0   0.241  23.7113  50.7461   9.5651
 W2S  H5   H  HCH2   0   0.200  23.7218  48.5742   7.4555
 W2S  H6   H  HCH2   0   0.214  24.2055  50.2646   7.3126
 W2S  H8   H  HCH2   0   0.209  21.2415  51.2344   8.6522
 W2S  H9   H  HCH2   0   0.222  20.3334  49.7708   8.2511
 W2S  H10  H  HCH3   0   0.237  20.6095  49.2241  12.3146
 W2S  H11  H  HCH3   0   0.244  21.1472  47.8450  13.2622
 W2S  H12  H  HCH3   0   0.253  22.3281  48.8925  12.4716
 W2S  H13  H  HCR6   0   0.245  20.5761  44.3172  10.3400
 W2S  H14  H  HCR6   0   0.239  20.7096  45.8330  12.2752
 W2S  O1   O  O      0  -0.590  25.1943  48.0411   9.3639

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    1.424  0.020  1.424
 W2S  O2   C11  single    1.416  0.020  1.416
 W2S  C10  C8   single    1.523  0.020  1.523
 W2S  C11  C7   single    1.528  0.020  1.528
 W2S  C5   C4   aromatic  1.388  0.020  1.388
 W2S  C5   C6   aromatic  1.396  0.020  1.396
 W2S  C4   C3   aromatic  1.386  0.020  1.386
 W2S  O1   C9   deloc     1.246  0.020  1.246
 W2S  C8   C7   single    1.547  0.020  1.547
 W2S  C8   C9   single    1.541  0.020  1.541
 W2S  C7   C6   single    1.511  0.020  1.511
 W2S  C6   C1   aromatic  1.406  0.020  1.406
 W2S  C9   O    deloc     1.248  0.020  1.248
 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  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   120.54  3.000
 W2S  H1   C4   C5   119.83  3.000
 W2S  C3   C4   C5   119.63  3.000
 W2S  H2   C5   C6   119.85  3.000
 W2S  H2   C5   C4   118.31  3.000
 W2S  C6   C5   C4   121.84  3.000
 W2S  C1   C6   C7   120.73  3.000
 W2S  C1   C6   C5   118.42  3.000
 W2S  C7   C6   C5   120.85  3.000
 W2S  H3   C7   C11  108.88  3.000
 W2S  H3   C7   C8   109.67  3.000
 W2S  C11  C7   C8    99.76  3.000
 W2S  H3   C7   C6   109.07  3.000
 W2S  C8   C7   C6   114.82  3.000
 W2S  C11  C7   C6   114.24  3.000
 W2S  H4   C8   C9   106.92  3.000
 W2S  H4   C8   C10  108.59  3.000
 W2S  C9   C8   C10  116.27  3.000
 W2S  H4   C8   C7   106.02  3.000
 W2S  C9   C8   C7   115.79  3.000
 W2S  C10  C8   C7   102.68  3.000
 W2S  H6   C10  H5   107.47  3.000
 W2S  H6   C10  O2   109.66  3.000
 W2S  H5   C10  O2   109.41  3.000
 W2S  H6   C10  C8   111.87  3.000
 W2S  H5   C10  C8   111.33  3.000
 W2S  O2   C10  C8   107.09  3.000
 W2S  O    C9   O1   126.71  3.000
 W2S  O    C9   C8   115.73  3.000
 W2S  O1   C9   C8   117.55  3.000
 W2S  C11  O2   C10  109.59  3.000
 W2S  H9   C11  H8   107.63  3.000
 W2S  H9   C11  O2   109.16  3.000
 W2S  H8   C11  O2   110.45  3.000
 W2S  H9   C11  C7   113.13  3.000
 W2S  H8   C11  C7   109.33  3.000
 W2S  O2   C11  C7   107.16  3.000
 W2S  C2   C1   C    118.92  3.000
 W2S  C    C1   C6   121.97  3.000
 W2S  C2   C1   C6   119.11  3.000
 W2S  H12  C    H11  108.27  3.000
 W2S  H12  C    H10  107.33  3.000
 W2S  H11  C    H10  107.34  3.000
 W2S  H12  C    C1   111.11  3.000
 W2S  H11  C    C1   110.83  3.000
 W2S  H10  C    C1   111.79  3.000
 W2S  H13  C3   C2   120.17  3.000
 W2S  H13  C3   C4   120.63  3.000
 W2S  C2   C3   C4   119.20  3.000
 W2S  H14  C2   C3   119.32  3.000
 W2S  H14  C2   C1   118.87  3.000
 W2S  C3   C2   C1   121.80  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  Var_01    H8   C11  O2  C10   98.93  30.0  1
 W2S  Var_02    H5   C10  O2  C11  117.10  30.0  1
 W2S  Var_03    H10  C    C1  C6    63.75  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  O1   0.020

