# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 00:28:36 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: (1S,4S,5S,9S)-9-hydroxy-8-methyl-4-(propan-2-yl)spiro[4.5]dec-7-ene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@@H]1CC[C@H](C(O)=O)[C@]12CC=C(C)[C@@H](O)C2
#
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
 7H6  7H6  '(1S,4S,5S,9S)-9-hydroxy-8-methyl-4-(propan-2-yl)spiro[4.5]dec-7-ene-1-carboxylic acid'  ligand  41  18  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_7H6
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
 7H6  C4   C  CT     0  -0.067  -0.1465   0.4885   0.2226
 7H6  C5   C  CH2    0  -0.455   1.0113   1.1786   0.9673
 7H6  C6   C  CH1    0  -0.004   2.3806   0.5819   0.6833
 7H6  C8   C  CH1    0  -0.193  -0.2755  -0.9974   0.7316
 7H6  C10  C  CH2    0  -0.434  -1.8556   0.4156   1.9355
 7H6  C15  C  C      0   0.423  -2.5782   1.2572  -0.3844
 7H6  O3   O  O      0  -0.593  -3.4671   0.3805  -0.3744
 7H6  O2   O  OC    -1  -0.623  -2.5200   2.2173  -1.1845
 7H6  C11  C  CH1    0  -0.338  -1.4629   1.1927   0.6806
 7H6  C9   C  CH2    0  -0.429  -1.5493  -1.0366   1.5958
 7H6  C12  C  CH1    0  -0.227  -0.1834  -2.1352  -0.3031
 7H6  C14  C  CH3    0  -0.678  -1.4468  -2.3841  -1.1279
 7H6  C3   C  CH2    0  -0.476   0.1483   0.6545  -1.2705
 7H6  C2   C  C1     0  -0.277   1.5730   0.3769  -1.6412
 7H6  O1   O  OH1    0  -0.676   3.3447   1.4757   1.2246
 7H6  C1   C  C      0   0.097   2.5971   0.3490  -0.7901
 7H6  H1   H  HCH2   0   0.225   1.0343   2.2327   0.6671
 7H6  H2   H  HCH2   0   0.234   0.8348   1.1632   2.0473
 7H6  H3   H  HCH1   0   0.204   2.4727  -0.3891   1.1946
 7H6  H4   H  HCH3   0   0.242   4.0361  -0.2201  -2.2847
 7H6  H5   H  HCH3   0   0.235   4.6713   0.8869  -1.0742
 7H6  H6   H  HCH3   0   0.232   4.4130  -0.7992  -0.6627
 7H6  H7   H  HCH1   0   0.212   0.5666  -1.1651   1.4109
 7H6  H8   H  HCH2   0   0.207  -1.2469   0.7454   2.7832
 7H6  H9   H  HCH2   0   0.215  -2.8974   0.5687   2.2219
 7H6  H10  H  HCH3   0   0.220   0.3158  -4.2527  -0.3400
 7H6  H11  H  HCH3   0   0.218   1.1993  -3.3369   0.8793
 7H6  H12  H  HCH3   0   0.215  -0.4980  -3.7427   1.1349
 7H6  H14  H  HCH1   0   0.207  -1.2206   2.2323   0.9266
 7H6  H15  H  HCH2   0   0.230  -2.3852  -1.4442   1.0316
 7H6  H16  H  HCH2   0   0.209  -1.4227  -1.6627   2.4820
 7H6  H17  H  HCH1   0   0.228   0.6213  -1.8821  -0.9998
 7H6  H18  H  HCH3   0   0.208  -2.1973  -2.9310  -0.5538
 7H6  H19  H  HCH3   0   0.238  -1.9200  -1.4674  -1.4749
 7H6  H20  H  HCH3   0   0.218  -1.2063  -2.9942  -2.0007
 7H6  H21  H  HCH2   0   0.236  -0.5054   0.0247  -1.8765
 7H6  H22  H  HCH2   0   0.246  -0.1010   1.6780  -1.5680
 7H6  H23  H  H      0   0.223   1.7668   0.1897  -2.6946
 7H6  H24  H  HOH1   0   0.451   4.1832   1.0110   1.2996
 7H6  C7   C  CH3    0  -0.744   3.9977   0.0407  -1.2275
 7H6  C13  C  CH3    0  -0.659   0.2323  -3.4370   0.3816

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
 7H6  C7   C1   single  1.499  0.020  1.499
 7H6  C14  C12  single  1.529  0.020  1.529
 7H6  C1   C2   double  1.332  0.020  1.332
 7H6  C1   C6   single  1.507  0.020  1.507
 7H6  C2   C3   single  1.498  0.020  1.498
 7H6  C6   C5   single  1.520  0.020  1.520
 7H6  C6   O1   single  1.422  0.020  1.422
 7H6  C12  C13  single  1.529  0.020  1.529
 7H6  C12  C8   single  1.541  0.020  1.541
 7H6  C3   C4   single  1.531  0.020  1.531
 7H6  C5   C4   single  1.540  0.020  1.540
 7H6  C8   C4   single  1.576  0.020  1.576
 7H6  C8   C9   single  1.540  0.020  1.540
 7H6  C4   C11  single  1.562  0.020  1.562
 7H6  C9   C10  single  1.523  0.020  1.523
 7H6  C11  C15  single  1.543  0.020  1.543
 7H6  C11  C10  single  1.527  0.020  1.527
 7H6  O3   C15  deloc   1.249  0.020  1.249
 7H6  C15  O2   deloc   1.251  0.020  1.251
 7H6  C5   H1   single  0.970  0.020  1.090
 7H6  C5   H2   single  0.970  0.020  1.090
 7H6  C6   H3   single  0.970  0.020  1.090
 7H6  C7   H4   single  0.970  0.020  1.090
 7H6  C7   H5   single  0.970  0.020  1.090
 7H6  C7   H6   single  0.970  0.020  1.090
 7H6  C8   H7   single  0.970  0.020  1.090
 7H6  C10  H8   single  0.970  0.020  1.090
 7H6  C10  H9   single  0.970  0.020  1.090
 7H6  C13  H10  single  0.970  0.020  1.090
 7H6  C13  H11  single  0.970  0.020  1.090
 7H6  C13  H12  single  0.970  0.020  1.090
 7H6  C11  H14  single  0.970  0.020  1.090
 7H6  C9   H15  single  0.970  0.020  1.090
 7H6  C9   H16  single  0.970  0.020  1.090
 7H6  C12  H17  single  0.970  0.020  1.090
 7H6  C14  H18  single  0.970  0.020  1.090
 7H6  C14  H19  single  0.970  0.020  1.090
 7H6  C14  H20  single  0.970  0.020  1.090
 7H6  C3   H21  single  0.970  0.020  1.090
 7H6  C3   H22  single  0.970  0.020  1.090
 7H6  C2   H23  single  0.930  0.020  1.080
 7H6  O1   H24  single  0.850  0.020  0.980

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
 7H6  C3   C4   C11  113.54  3.000
 7H6  C11  C4   C8   105.16  3.000
 7H6  C3   C4   C8   115.66  3.000
 7H6  C11  C4   C5   106.85  3.000
 7H6  C8   C4   C5   109.15  3.000
 7H6  C3   C4   C5   106.16  3.000
 7H6  H2   C5   H1   106.68  3.000
 7H6  H2   C5   C6   108.91  3.000
 7H6  H1   C5   C6   107.90  3.000
 7H6  H2   C5   C4   110.46  3.000
 7H6  H1   C5   C4   108.32  3.000
 7H6  C6   C5   C4   114.26  3.000
 7H6  H3   C6   C1   107.79  3.000
 7H6  H3   C6   O1   108.72  3.000
 7H6  C1   C6   O1   111.83  3.000
 7H6  H3   C6   C5   109.55  3.000
 7H6  O1   C6   C5   107.03  3.000
 7H6  C1   C6   C5   111.87  3.000
 7H6  H7   C8   C12  104.93  3.000
 7H6  H7   C8   C9   106.51  3.000
 7H6  C12  C8   C9   114.06  3.000
 7H6  H7   C8   C4   106.36  3.000
 7H6  C9   C8   C4   105.84  3.000
 7H6  C12  C8   C4   118.33  3.000
 7H6  H9   C10  H8   106.58  3.000
 7H6  H9   C10  C9   112.61  3.000
 7H6  H8   C10  C9   110.38  3.000
 7H6  H9   C10  C11  112.93  3.000
 7H6  H8   C10  C11  109.88  3.000
 7H6  C9   C10  C11  104.50  3.000
 7H6  C11  C15  O2   116.08  3.000
 7H6  O2   C15  O3   125.25  3.000
 7H6  C11  C15  O3   118.65  3.000
 7H6  H14  C11  C15  105.97  3.000
 7H6  H14  C11  C10  110.81  3.000
 7H6  C15  C11  C10  113.73  3.000
 7H6  H14  C11  C4   107.90  3.000
 7H6  C10  C11  C4   103.19  3.000
 7H6  C15  C11  C4   115.19  3.000
 7H6  H16  C9   H15  107.17  3.000
 7H6  H16  C9   C10  112.89  3.000
 7H6  H15  C9   C10  108.57  3.000
 7H6  H16  C9   C8   111.96  3.000
 7H6  H15  C9   C8   110.74  3.000
 7H6  C10  C9   C8   105.51  3.000
 7H6  H17  C12  C14  107.57  3.000
 7H6  H17  C12  C13  106.39  3.000
 7H6  C14  C12  C13  109.13  3.000
 7H6  H17  C12  C8   107.51  3.000
 7H6  C13  C12  C8   110.14  3.000
 7H6  C14  C12  C8   115.66  3.000
 7H6  H20  C14  H19  108.15  3.000
 7H6  H20  C14  H18  106.98  3.000
 7H6  H19  C14  H18  106.90  3.000
 7H6  H20  C14  C12  109.89  3.000
 7H6  H19  C14  C12  113.20  3.000
 7H6  H18  C14  C12  111.46  3.000
 7H6  H22  C3   H21  104.61  3.000
 7H6  H22  C3   C2   108.82  3.000
 7H6  H21  C3   C2   108.98  3.000
 7H6  H22  C3   C4   108.82  3.000
 7H6  H21  C3   C4   111.32  3.000
 7H6  C2   C3   C4   113.85  3.000
 7H6  H23  C2   C1   118.58  3.000
 7H6  H23  C2   C3   116.18  3.000
 7H6  C1   C2   C3   125.24  3.000
 7H6  H24  O1   C6   108.49  3.000
 7H6  C2   C1   C7   122.42  3.000
 7H6  C2   C1   C6   120.73  3.000
 7H6  C7   C1   C6   116.81  3.000
 7H6  H6   C7   H5   106.75  3.000
 7H6  H6   C7   H4   107.69  3.000
 7H6  H5   C7   H4   107.45  3.000
 7H6  H6   C7   C1   111.22  3.000
 7H6  H5   C7   C1   112.07  3.000
 7H6  H4   C7   C1   111.42  3.000
 7H6  H12  C13  H11  107.65  3.000
 7H6  H12  C13  H10  107.31  3.000
 7H6  H11  C13  H10  107.57  3.000
 7H6  H12  C13  C12  111.42  3.000
 7H6  H11  C13  C12  111.53  3.000
 7H6  H10  C13  C12  111.15  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
 7H6  Var_01  C1   C2   C3   C4   -17.92  30.0  1
 7H6  Var_02  C3   C2   C1   C6     1.17  30.0  1
 7H6  Var_03  C11  C10  C9   C8    36.11  30.0  1
 7H6  Var_04  H4   C7   C1   C6   173.67  30.0  3
 7H6  Var_05  H18  C14  C12  C8   -77.41  30.0  3
 7H6  Var_06  H10  C13  C12  C8  -179.24  30.0  3

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
 7H6  chir_01  C4   C5   C8   C11  negativ
 7H6  chir_02  C6   O1   C1   C5   positiv
 7H6  chir_03  C8   C9   C4   C12  positiv
 7H6  chir_04  C11  C10  C15  C4   positiv

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
 7H6  plan-1  C15  0.020
 7H6  plan-1  O3   0.020
 7H6  plan-1  O2   0.020
 7H6  plan-1  C11  0.020

