# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 11:13:34 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 3,6-dimethylidenedecanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC(=C)CCC(=C)CC(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
 LIK  LIK  '3,6-dimethylidenedecanoic acid'  ligand  33  14  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_LIK
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
 LIK  O1    O  OC    -1  -0.624   1.9293   2.7120   0.5638
 LIK  C21   C  C      0   0.416   2.1912   1.5911   0.0831
 LIK  O2    O  O      0  -0.598   2.5146   1.3413  -1.0927
 LIK  C14   C  CH2    0  -0.672   2.1435   0.4058   1.0768
 LIK  C12   C  C      0   0.225   2.0891  -0.9482   0.4374
 LIK  CC1   C  C2     0  -0.619   3.0837  -1.8267   0.5550
 LIK  C7    C  CH2    0  -0.495   0.8361  -1.2923  -0.3205
 LIK  C1    C  CH2    0  -0.505  -0.3803  -1.4899   0.5974
 LIK  C2    C  C      0   0.180  -1.6429  -1.7194  -0.1879
 LIK  CC3   C  C2     0  -0.605  -2.1710  -2.9348  -0.3200
 LIK  C3    C  CH2    0  -0.494  -2.2786  -0.5087  -0.8152
 LIK  C4    C  CH2    0  -0.410  -3.0845   0.3179   0.1885
 LIK  C5    C  CH2    0  -0.419  -3.6303   1.6062  -0.4148
 LIK  C6    C  CH3    0  -0.662  -4.4643   2.4140   0.5690
 LIK  H141  H  HCH2   0   0.227   1.2891   0.5460   1.7464
 LIK  H142  H  HCH2   0   0.244   3.0295   0.4759   1.7170
 LIK  HC11  H  H      0   0.221   3.9826  -1.5984   1.1161
 LIK  HC12  H  H      0   0.220   3.0384  -2.8045   0.0895
 LIK  H71   H  HCH2   0   0.232   0.9869  -2.2082  -0.8974
 LIK  H72   H  HCH2   0   0.238   0.6323  -0.4954  -1.0401
 LIK  H11   H  HCH2   0   0.234  -0.5006  -0.6130   1.2416
 LIK  H12   H  HCH2   0   0.238  -0.1907  -2.3374   1.2604
 LIK  HC31  H  H      0   0.226  -1.7308  -3.8017   0.1590
 LIK  HC32  H  H      0   0.226  -3.0637  -3.1055  -0.9106
 LIK  H31   H  HCH2   0   0.232  -2.9340  -0.8137  -1.6352
 LIK  H32   H  HCH2   0   0.226  -1.5067   0.1292  -1.2593
 LIK  H41   H  HCH2   0   0.217  -2.4636   0.5646   1.0559
 LIK  H42   H  HCH2   0   0.216  -3.9114  -0.2898   0.5694
 LIK  H51   H  HCH2   0   0.212  -4.2331   1.3676  -1.2964
 LIK  H52   H  HCH2   0   0.213  -2.7950   2.2141  -0.7763
 LIK  H61   H  HCH3   0   0.226  -4.8233   3.3410   0.1205
 LIK  H62   H  HCH3   0   0.217  -5.3368   1.8499   0.9036
 LIK  H63   H  HCH3   0   0.216  -3.8851   2.6789   1.4557

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
 LIK  O1   C21   deloc   1.247  0.020  1.247
 LIK  C21  O2    deloc   1.245  0.020  1.245
 LIK  C21  C14   single  1.547  0.020  1.547
 LIK  C14  C12   single  1.498  0.020  1.498
 LIK  C14  H141  single  0.970  0.020  1.090
 LIK  C14  H142  single  0.970  0.020  1.090
 LIK  C12  CC1   double  1.332  0.020  1.332
 LIK  C12  C7    single  1.504  0.020  1.504
 LIK  CC1  HC11  single  0.930  0.020  1.080
 LIK  CC1  HC12  single  0.930  0.020  1.080
 LIK  C7   C1    single  1.537  0.020  1.537
 LIK  C7   H71   single  0.970  0.020  1.090
 LIK  C7   H72   single  0.970  0.020  1.090
 LIK  C1   C2    single  1.505  0.020  1.505
 LIK  C1   H11   single  0.970  0.020  1.090
 LIK  C1   H12   single  0.970  0.020  1.090
 LIK  C2   CC3   double  1.332  0.020  1.332
 LIK  C2   C3    single  1.504  0.020  1.504
 LIK  CC3  HC31  single  0.930  0.020  1.080
 LIK  CC3  HC32  single  0.930  0.020  1.080
 LIK  C3   C4    single  1.530  0.020  1.530
 LIK  C3   H31   single  0.970  0.020  1.090
 LIK  C3   H32   single  0.970  0.020  1.090
 LIK  C4   C5    single  1.524  0.020  1.524
 LIK  C4   H41   single  0.970  0.020  1.090
 LIK  C4   H42   single  0.970  0.020  1.090
 LIK  C5   C6    single  1.522  0.020  1.522
 LIK  C5   H51   single  0.970  0.020  1.090
 LIK  C5   H52   single  0.970  0.020  1.090
 LIK  C6   H61   single  0.970  0.020  1.090
 LIK  C6   H62   single  0.970  0.020  1.090
 LIK  C6   H63   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
 LIK  C14   C21  O2    117.44  3.000
 LIK  C14   C21  O1    115.75  3.000
 LIK  O2    C21  O1    126.79  3.000
 LIK  H142  C14  H141  105.40  3.000
 LIK  H142  C14  C12   109.67  3.000
 LIK  H141  C14  C12   110.40  3.000
 LIK  H142  C14  C21   107.54  3.000
 LIK  H141  C14  C21   108.59  3.000
 LIK  C12   C14  C21   114.79  3.000
 LIK  C7    C12  CC1   121.03  3.000
 LIK  C7    C12  C14   116.87  3.000
 LIK  CC1   C12  C14   122.08  3.000
 LIK  HC12  CC1  HC11  116.56  3.000
 LIK  HC12  CC1  C12   121.72  3.000
 LIK  HC11  CC1  C12   121.72  3.000
 LIK  H72   C7   H71   106.82  3.000
 LIK  H72   C7   C1    109.84  3.000
 LIK  H71   C7   C1    108.47  3.000
 LIK  H72   C7   C12   108.68  3.000
 LIK  H71   C7   C12   110.04  3.000
 LIK  C1    C7   C12   112.82  3.000
 LIK  H12   C1   H11   106.46  3.000
 LIK  H12   C1   C2    110.12  3.000
 LIK  H11   C1   C2    109.70  3.000
 LIK  H12   C1   C7    108.96  3.000
 LIK  H11   C1   C7    109.60  3.000
 LIK  C2    C1   C7    111.85  3.000
 LIK  C3    C2   CC3   121.70  3.000
 LIK  C3    C2   C1    116.71  3.000
 LIK  CC3   C2   C1    121.58  3.000
 LIK  HC32  CC3  HC31  116.71  3.000
 LIK  HC32  CC3  C2    121.62  3.000
 LIK  HC31  CC3  C2    121.67  3.000
 LIK  H32   C3   H31   106.31  3.000
 LIK  H32   C3   C4    108.82  3.000
 LIK  H31   C3   C4    109.09  3.000
 LIK  H32   C3   C2    109.87  3.000
 LIK  H31   C3   C2    109.97  3.000
 LIK  C4    C3   C2    112.57  3.000
 LIK  H42   C4   H41   106.13  3.000
 LIK  H42   C4   C5    109.67  3.000
 LIK  H41   C4   C5    109.04  3.000
 LIK  H42   C4   C3    109.05  3.000
 LIK  H41   C4   C3    110.05  3.000
 LIK  C5    C4   C3    112.69  3.000
 LIK  H52   C5   H51   105.98  3.000
 LIK  H52   C5   C6    109.69  3.000
 LIK  H51   C5   C6    109.55  3.000
 LIK  H52   C5   C4    109.09  3.000
 LIK  H51   C5   C4    109.38  3.000
 LIK  C6    C5   C4    112.90  3.000
 LIK  H63   C6   H62   107.49  3.000
 LIK  H63   C6   H61   107.61  3.000
 LIK  H62   C6   H61   107.59  3.000
 LIK  H63   C6   C5    111.29  3.000
 LIK  H62   C6   C5    111.21  3.000
 LIK  H61   C6   C5    111.45  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
 LIK  Var_01  C12   C14  C21  O1   164.16  30.0  3
 LIK  Var_02  CC1   C12  C14  C21  114.27  30.0  3
 LIK  Var_03  C1    C7   C12  C14  -69.70  30.0  3
 LIK  Var_04  C2    C1   C7   C12  175.24  30.0  3
 LIK  Var_05  CC3   C2   C1   C7   102.95  30.0  3
 LIK  Var_06  C4    C3   C2   C1   -79.15  30.0  3
 LIK  Var_07  C5    C4   C3   C2   175.09  30.0  3
 LIK  Var_08  C6    C5   C4   C3   178.45  30.0  3
 LIK  Var_09  HC11  CC1  C12  C14   -0.35   0.0  2
 LIK  Var_10  HC31  CC3  C2   C1     2.01   0.0  2
 LIK  Var_11  H61   C6   C5   C4   178.68  30.0  3

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
 LIK  plan-1  O1    0.020
 LIK  plan-1  C21   0.020
 LIK  plan-1  O2    0.020
 LIK  plan-1  C14   0.020
 LIK  plan-2  C14   0.020
 LIK  plan-2  C12   0.020
 LIK  plan-2  CC1   0.020
 LIK  plan-2  C7    0.020
 LIK  plan-2  HC11  0.020
 LIK  plan-2  HC12  0.020
 LIK  plan-3  C1    0.020
 LIK  plan-3  C2    0.020
 LIK  plan-3  CC3   0.020
 LIK  plan-3  C3    0.020
 LIK  plan-3  HC31  0.020
 LIK  plan-3  HC32  0.020

