# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Jun  1 11:49:13 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: (1~{S},3~{S},4~{R},5~{R})-3-methyl-1,4,5-tris(oxidanyl)cyclohexane-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1C[C@](O)(C[C@@H](O)[C@@H]1O)C(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
 WPL  WPL  '(1~{S},3~{S},4~{R},5~{R})-3-methyl-1,4,5-tris(oxidanyl)cyclohexane-1-carboxylic acid'  ligand  27  13  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_WPL
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
 WPL  CAX  C  CH1   0  -0.279   1.1663  -1.2035  -0.3394
 WPL  CAP  C  CH2   0  -0.428  -0.3043  -1.2297   0.0746
 WPL  CBA  C  CT    0   0.098  -1.0400   0.0759  -0.2465
 WPL  CAU  C  C     0   0.540  -2.4386  -0.0067   0.3716
 WPL  OAF  O  O     0  -0.445  -2.6281  -0.0875   1.5606
 WPL  OAD  O  OH1   0  -0.577  -3.4121   0.0144  -0.5225
 WPL  OAI  O  OH1   0  -0.663  -1.0880   0.1889  -1.6443
 WPL  CAO  C  CH2   0  -0.516  -0.2958   1.2579   0.3870
 WPL  CAW  C  CH1   0   0.039   1.1673   1.2898  -0.0410
 WPL  OAG  O  OH1   0  -0.680   1.8655   2.3293   0.6177
 WPL  CAY  C  CH1   0   0.091   1.8665  -0.0170   0.3153
 WPL  OAH  O  OH1   0  -0.679   3.2120  -0.0014  -0.1007
 WPL  CAJ  C  CH3   0  -0.655   1.8277  -2.5285   0.0224
 WPL  H1   H  HCH1  0   0.231   1.2241  -1.0754  -1.4261
 WPL  H2   H  HCH2  0   0.257  -0.8085  -2.0651  -0.4200
 WPL  H3   H  HCH2  0   0.243  -0.3726  -1.4175   1.1493
 WPL  H4   H  HOH1  0   0.483  -4.2692  -0.0325  -0.0715
 WPL  H5   H  HOH1  0   0.452  -1.3888   1.0720  -1.8855
 WPL  H6   H  HCH2  0   0.260  -0.7845   2.1982   0.1061
 WPL  H7   H  HCH2  0   0.250  -0.3501   1.1865   1.4754
 WPL  H8   H  HCH1  0   0.208   1.2291   1.4227  -1.1292
 WPL  H9   H  HOH1  0   0.456   1.6291   3.1664   0.2073
 WPL  H10  H  HCH1  0   0.188   1.7998  -0.1448   1.4110
 WPL  H11  H  HOH1  0   0.445   3.6246   0.7868   0.2682
 WPL  H12  H  HCH3  0   0.215   1.8130  -2.6925   1.1025
 WPL  H13  H  HCH3  0   0.229   1.2991  -3.3605  -0.4454
 WPL  H14  H  HCH3  0   0.236   2.8644  -2.5692  -0.3082

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
 WPL  OAF  CAU  double  1.207  0.020  1.207
 WPL  OAD  CAU  single  1.322  0.020  1.322
 WPL  CAU  CBA  single  1.531  0.020  1.531
 WPL  CBA  OAI  single  1.403  0.020  1.403
 WPL  CBA  CAP  single  1.533  0.020  1.533
 WPL  CBA  CAO  single  1.534  0.020  1.534
 WPL  CAP  CAX  single  1.528  0.020  1.528
 WPL  CAO  CAW  single  1.525  0.020  1.525
 WPL  CAX  CAJ  single  1.524  0.020  1.524
 WPL  CAX  CAY  single  1.525  0.020  1.525
 WPL  CAW  CAY  single  1.524  0.020  1.524
 WPL  CAW  OAG  single  1.415  0.020  1.415
 WPL  CAY  OAH  single  1.408  0.020  1.408
 WPL  CAX  H1   single  0.970  0.020  1.090
 WPL  CAP  H2   single  0.970  0.020  1.090
 WPL  CAP  H3   single  0.970  0.020  1.090
 WPL  OAD  H4   single  0.850  0.020  0.980
 WPL  OAI  H5   single  0.850  0.020  0.980
 WPL  CAO  H6   single  0.970  0.020  1.090
 WPL  CAO  H7   single  0.970  0.020  1.090
 WPL  CAW  H8   single  0.970  0.020  1.090
 WPL  OAG  H9   single  0.850  0.020  0.980
 WPL  CAY  H10  single  0.970  0.020  1.090
 WPL  OAH  H11  single  0.850  0.020  0.980
 WPL  CAJ  H12  single  0.970  0.020  1.090
 WPL  CAJ  H13  single  0.970  0.020  1.090
 WPL  CAJ  H14  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
 WPL  H1   CAX  CAJ  108.30  3.000
 WPL  H1   CAX  CAY  108.09  3.000
 WPL  CAJ  CAX  CAY  112.03  3.000
 WPL  H1   CAX  CAP  108.75  3.000
 WPL  CAY  CAX  CAP  109.81  3.000
 WPL  CAJ  CAX  CAP  109.78  3.000
 WPL  H3   CAP  H2   106.53  3.000
 WPL  H3   CAP  CBA  108.80  3.000
 WPL  H2   CAP  CBA  109.54  3.000
 WPL  H3   CAP  CAX  109.24  3.000
 WPL  H2   CAP  CAX  109.53  3.000
 WPL  CBA  CAP  CAX  113.00  3.000
 WPL  CAO  CBA  OAI  111.47  3.000
 WPL  CAO  CBA  CAU  108.54  3.000
 WPL  OAI  CBA  CAU  112.04  3.000
 WPL  CAO  CBA  CAP  109.69  3.000
 WPL  OAI  CBA  CAP  107.08  3.000
 WPL  CAU  CBA  CAP  107.94  3.000
 WPL  OAD  CAU  OAF  123.49  3.000
 WPL  OAD  CAU  CBA  113.50  3.000
 WPL  OAF  CAU  CBA  123.01  3.000
 WPL  H4   OAD  CAU  109.61  3.000
 WPL  H5   OAI  CBA  109.51  3.000
 WPL  H7   CAO  H6   106.81  3.000
 WPL  H7   CAO  CAW  109.20  3.000
 WPL  H6   CAO  CAW  109.75  3.000
 WPL  H7   CAO  CBA  109.71  3.000
 WPL  H6   CAO  CBA  109.81  3.000
 WPL  CAW  CAO  CBA  111.46  3.000
 WPL  H8   CAW  CAY  108.03  3.000
 WPL  H8   CAW  OAG  110.16  3.000
 WPL  CAY  CAW  OAG  107.14  3.000
 WPL  H8   CAW  CAO  109.56  3.000
 WPL  OAG  CAW  CAO  110.99  3.000
 WPL  CAY  CAW  CAO  110.89  3.000
 WPL  H9   OAG  CAW  108.63  3.000
 WPL  H10  CAY  OAH  110.59  3.000
 WPL  H10  CAY  CAW  107.65  3.000
 WPL  OAH  CAY  CAW  111.08  3.000
 WPL  H10  CAY  CAX  107.93  3.000
 WPL  OAH  CAY  CAX  108.68  3.000
 WPL  CAW  CAY  CAX  110.86  3.000
 WPL  H11  OAH  CAY  107.77  3.000
 WPL  H14  CAJ  H13  107.61  3.000
 WPL  H14  CAJ  H12  107.90  3.000
 WPL  H13  CAJ  H12  107.63  3.000
 WPL  H14  CAJ  CAX  111.93  3.000
 WPL  H13  CAJ  CAX  110.54  3.000
 WPL  H12  CAJ  CAX  111.05  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
 WPL  CONST_01  H4  OAD  CAU  CBA  180.00  0.0  0

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
 WPL  chir_01  CAX  CAP  CAJ  CAY  positiv
 WPL  chir_02  CBA  CAU  CAP  CAO  positiv
 WPL  chir_03  CAW  OAG  CAY  CAO  negativ
 WPL  chir_04  CAY  OAH  CAW  CAX  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
 WPL  plan-1  CBA  0.020
 WPL  plan-1  CAU  0.020
 WPL  plan-1  OAF  0.020
 WPL  plan-1  OAD  0.020
 WPL  plan-1  H4   0.020

