# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 07:52:54 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: (1S,3aS,5aR,8aS)-1,7,7-trimethyl-1,2,3,3a,5a,6,7,8-octahydrocyclopenta[c]pentalene-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CC[C@@H]2C(=C[C@H]3CC(C)(C)C[C@@]123)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
 1PL  1PL  '(1S,3aS,5aR,8aS)-1,7,7-trimethyl-1,2,3,3a,5a,6,7,8-octahydrocyclopenta[c]pentalene-4-carboxylic acid'  ligand  38  17  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1PL
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
 1PL  C10   C  CH3    0  -0.677   2.4431   2.5094   0.1074
 1PL  C9    C  CH1    0  -0.217   1.0452   2.0518   0.4894
 1PL  C11   C  CH2    0  -0.424  -0.0673   2.9510  -0.0602
 1PL  C12   C  CH2    0  -0.423  -1.3261   2.1063   0.0959
 1PL  C5    C  CH1    0  -0.270  -0.8583   0.7305  -0.3851
 1PL  C4    C  CR5    0  -0.029   0.6167   0.6076   0.0814
 1PL  C3    C  CH2    0  -0.434   1.4938  -0.1183  -0.9661
 1PL  C2    C  CR5    0  -0.033   2.1498  -1.3667  -0.3190
 1PL  C14   C  CH3    0  -0.657   3.6552  -1.4055  -0.5734
 1PL  C15   C  CH3    0  -0.656   1.5255  -2.6515  -0.8671
 1PL  C1    C  CH2    0  -0.417   1.8466  -1.2113   1.1794
 1PL  C8    C  CR15   0  -0.252   0.5712  -0.3808   1.2764
 1PL  C7    C  C1     0  -0.250  -0.7442  -1.0777   1.0929
 1PL  C6    C  C      0  -0.033  -1.5384  -0.4653   0.2125
 1PL  C13   C  C      0   0.351  -2.9450  -0.8668  -0.1397
 1PL  O1    O  OC    -1  -0.600  -3.5398  -0.1265  -0.9524
 1PL  O2    O  O      0  -0.607  -3.4080  -1.8934   0.4013
 1PL  H101  H  HCH3   0   0.229   2.6417   3.5005   0.5199
 1PL  H102  H  HCH3   0   0.224   3.2124   1.8369   0.4943
 1PL  H103  H  HCH3   0   0.215   2.5726   2.5770  -0.9745
 1PL  H9    H  HCH1   0   0.215   0.9834   2.1038   1.5829
 1PL  H111  H  HCH2   0   0.221  -0.1163   3.9168   0.4488
 1PL  H112  H  HCH2   0   0.204   0.1120   3.1535  -1.1228
 1PL  H121  H  HCH2   0   0.205  -1.6223   2.0645   1.1493
 1PL  H122  H  HCH2   0   0.224  -2.1825   2.4787  -0.4668
 1PL  H5    H  HCH1   0   0.214  -0.9205   0.7201  -1.4795
 1PL  H31   H  HCH2   0   0.230   0.8833  -0.4220  -1.8206
 1PL  H32   H  HCH2   0   0.232   2.2575   0.5411  -1.3812
 1PL  H141  H  HCH3   0   0.218   4.1405  -0.4955  -0.2123
 1PL  H142  H  HCH3   0   0.217   4.1205  -2.2548  -0.0669
 1PL  H143  H  HCH3   0   0.218   3.8749  -1.4965  -1.6398
 1PL  H151  H  HCH3   0   0.217   1.6924  -2.7368  -1.9439
 1PL  H152  H  HCH3   0   0.215   1.9636  -3.5327  -0.3924
 1PL  H153  H  HCH3   0   0.232   0.4482  -2.6827  -0.6978
 1PL  H11   H  HCH2   0   0.221   1.7799  -2.1717   1.6985
 1PL  H12   H  HCH2   0   0.221   2.6555  -0.6506   1.6599
 1PL  H8    H  HCR5   0   0.232   0.5519   0.1408   2.2426
 1PL  H7    H  H      0   0.222  -1.0298  -1.9483   1.6732

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
 1PL  C10  C9    single  1.520  0.020  1.520
 1PL  C9   C11   single  1.532  0.020  1.532
 1PL  C9   C4    single  1.561  0.020  1.561
 1PL  C11  C12   single  1.524  0.020  1.524
 1PL  C12  C5    single  1.531  0.020  1.531
 1PL  C3   C4    single  1.547  0.020  1.547
 1PL  C3   C2    single  1.552  0.020  1.552
 1PL  C4   C5    single  1.552  0.020  1.552
 1PL  C4   C8    single  1.551  0.020  1.551
 1PL  C5   C6    single  1.500  0.020  1.500
 1PL  C14  C2    single  1.527  0.020  1.527
 1PL  C2   C15   single  1.530  0.020  1.530
 1PL  C2   C1    single  1.537  0.020  1.537
 1PL  C8   C1    single  1.525  0.020  1.525
 1PL  C8   C7    single  1.500  0.020  1.500
 1PL  O2   C13   deloc   1.249  0.020  1.249
 1PL  C6   C7    double  1.335  0.020  1.335
 1PL  C6   C13   single  1.505  0.020  1.505
 1PL  C13  O1    deloc   1.250  0.020  1.250
 1PL  C10  H101  single  0.970  0.020  1.090
 1PL  C10  H102  single  0.970  0.020  1.090
 1PL  C10  H103  single  0.970  0.020  1.090
 1PL  C9   H9    single  0.970  0.020  1.090
 1PL  C11  H111  single  0.970  0.020  1.090
 1PL  C11  H112  single  0.970  0.020  1.090
 1PL  C12  H121  single  0.970  0.020  1.090
 1PL  C12  H122  single  0.970  0.020  1.090
 1PL  C5   H5    single  0.970  0.020  1.090
 1PL  C3   H31   single  0.970  0.020  1.090
 1PL  C3   H32   single  0.970  0.020  1.090
 1PL  C14  H141  single  0.970  0.020  1.090
 1PL  C14  H142  single  0.970  0.020  1.090
 1PL  C14  H143  single  0.970  0.020  1.090
 1PL  C15  H151  single  0.970  0.020  1.090
 1PL  C15  H152  single  0.970  0.020  1.090
 1PL  C15  H153  single  0.970  0.020  1.090
 1PL  C1   H11   single  0.970  0.020  1.090
 1PL  C1   H12   single  0.970  0.020  1.090
 1PL  C8   H8    single  0.970  0.020  1.090
 1PL  C7   H7    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
 1PL  H103  C10  H102  107.79  3.000
 1PL  H103  C10  H101  107.26  3.000
 1PL  H102  C10  H101  107.27  3.000
 1PL  H103  C10  C9    112.14  3.000
 1PL  H102  C10  C9    111.92  3.000
 1PL  H101  C10  C9    110.22  3.000
 1PL  H9    C9   C4    106.81  3.000
 1PL  H9    C9   C11   106.80  3.000
 1PL  C4    C9   C11   104.47  3.000
 1PL  H9    C9   C10   106.75  3.000
 1PL  C4    C9   C10   117.74  3.000
 1PL  C11   C9   C10   113.63  3.000
 1PL  H112  C11  H111  107.19  3.000
 1PL  H112  C11  C12   109.68  3.000
 1PL  H111  C11  C12   113.90  3.000
 1PL  H112  C11  C9    109.71  3.000
 1PL  H111  C11  C9    112.58  3.000
 1PL  C12   C11  C9    103.75  3.000
 1PL  H122  C12  H121  107.28  3.000
 1PL  H122  C12  C5    112.63  3.000
 1PL  H121  C12  C5    110.53  3.000
 1PL  H122  C12  C11   113.99  3.000
 1PL  H121  C12  C11   110.07  3.000
 1PL  C5    C12  C11   102.33  3.000
 1PL  H5    C5   C6    111.38  3.000
 1PL  H5    C5   C4    110.69  3.000
 1PL  C6    C5   C4    104.36  3.000
 1PL  H5    C5   C12   107.75  3.000
 1PL  C6    C5   C12   116.93  3.000
 1PL  C4    C5   C12   105.49  3.000
 1PL  C8    C4   C3    103.84  3.000
 1PL  C8    C4   C5    104.72  3.000
 1PL  C3    C4   C5    111.86  3.000
 1PL  C8    C4   C9    113.34  3.000
 1PL  C5    C4   C9    105.44  3.000
 1PL  C3    C4   C9    117.10  3.000
 1PL  H32   C3   H31   105.15  3.000
 1PL  H32   C3   C2    110.42  3.000
 1PL  H31   C3   C2    109.79  3.000
 1PL  H32   C3   C4    111.77  3.000
 1PL  H31   C3   C4    110.06  3.000
 1PL  C2    C3   C4    109.56  3.000
 1PL  C1    C2   C15   110.72  3.000
 1PL  C1    C2   C14   111.07  3.000
 1PL  C15   C2   C14   108.74  3.000
 1PL  C1    C2   C3    103.99  3.000
 1PL  C15   C2   C3    110.71  3.000
 1PL  C14   C2   C3    111.57  3.000
 1PL  H143  C14  H142  107.57  3.000
 1PL  H143  C14  H141  107.61  3.000
 1PL  H142  C14  H141  107.76  3.000
 1PL  H143  C14  C2    111.28  3.000
 1PL  H142  C14  C2    111.24  3.000
 1PL  H141  C14  C2    111.20  3.000
 1PL  H153  C15  H152  107.78  3.000
 1PL  H153  C15  H151  107.55  3.000
 1PL  H152  C15  H151  107.69  3.000
 1PL  H153  C15  C2    111.80  3.000
 1PL  H152  C15  C2    110.97  3.000
 1PL  H151  C15  C2    110.87  3.000
 1PL  H12   C1   H11   106.64  3.000
 1PL  H12   C1   C8    108.12  3.000
 1PL  H11   C1   C8    113.38  3.000
 1PL  H12   C1   C2    109.51  3.000
 1PL  H11   C1   C2    112.71  3.000
 1PL  C8    C1   C2    106.39  3.000
 1PL  H8    C8   C7    108.23  3.000
 1PL  H8    C8   C1    109.23  3.000
 1PL  C7    C8   C1    118.21  3.000
 1PL  H8    C8   C4    112.06  3.000
 1PL  C7    C8   C4    103.15  3.000
 1PL  C1    C8   C4    105.87  3.000
 1PL  H7    C7   C6    124.38  3.000
 1PL  H7    C7   C8    122.58  3.000
 1PL  C6    C7   C8    112.92  3.000
 1PL  C13   C6   C7    126.04  3.000
 1PL  C13   C6   C5    122.92  3.000
 1PL  C7    C6   C5    111.03  3.000
 1PL  O2    C13  O1    126.29  3.000
 1PL  O1    C13  C6    116.04  3.000
 1PL  O2    C13  C6    117.67  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
 1PL  Var_01  C5    C12  C11  C9  -43.59  30.0  1
 1PL  Var_02  C8    C7   C6   C5    2.11  30.0  1
 1PL  Var_03  C1    C2   C3   C4   -9.96  30.0  1
 1PL  Var_04  C8    C1   C2   C3   26.46  30.0  1
 1PL  Var_05  O2    C13  C6   C5  178.89  30.0  2
 1PL  Var_06  H141  C14  C2   C3   56.59  30.0  3
 1PL  Var_07  H151  C15  C2   C3   62.07  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
 1PL  chir_01  C9  C10  C11  C4   negativ
 1PL  chir_02  C5  C6   C4   C12  positiv
 1PL  chir_03  C4  C3   C5   C8   negativ
 1PL  chir_04  C8  C7   C1   C4   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
 1PL  plan-1  C6   0.020
 1PL  plan-1  C13  0.020
 1PL  plan-1  O1   0.020
 1PL  plan-1  O2   0.020

