# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 13:15:41 2020
#   Inital geometry file: a 147 line input string
#   Ligand name: (6E,10Z,13Z,16Z,19Z)-4-oxodocosa-6,10,13,16,19-pentaenoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC\C=C/C/C=C\C\C=C/C/C=C\CC\C=C\CC(=O)CCC(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
 4R8  4R8  '(6E,10Z,13Z,16Z,19Z)-4-oxodocosa-6,10,13,16,19-pentaenoic acid'  ligand  56  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4R8
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
 4R8  C22   C  CH3    0  -0.656  -10.5674  -2.7395   0.3586
 4R8  C21   C  CH2    0  -0.490   -9.1730  -3.0635  -0.1758
 4R8  C20   C  C1     0  -0.211   -8.7215  -2.0618  -1.1929
 4R8  C19   C  C1     0  -0.203   -7.7251  -1.1847  -1.0841
 4R8  C18   C  CH2    0  -0.580   -6.7882  -1.0117   0.0776
 4R8  C17   C  C1     0  -0.204   -5.4128  -1.5008  -0.2761
 4R8  C16   C  C1     0  -0.204   -4.3237  -0.7649  -0.4902
 4R8  C15   C  CH2    0  -0.579   -4.1994   0.7291  -0.3970
 4R8  C14   C  C1     0  -0.205   -3.3719   1.1143   0.7957
 4R8  C13   C  C1     0  -0.201   -2.1397   1.6189   0.8002
 4R8  C12   C  CH2    0  -0.577   -1.2825   1.9574  -0.3854
 4R8  C11   C  C1     0  -0.204   -1.0597   3.4404  -0.4744
 4R8  C10   C  C1     0  -0.214    0.0665   4.1023  -0.2147
 4R8  C9    C  CH2    0  -0.490    1.3829   3.5225   0.1979
 4R8  C8    C  CH2    0  -0.480    2.4388   3.6427  -0.9110
 4R8  C7    C  C1     0  -0.210    3.7720   3.1333  -0.4646
 4R8  C6    C  C1     0  -0.190    4.3955   2.0827  -0.9874
 4R8  C5    C  CH2    0  -0.627    5.7178   1.5666  -0.5248
 4R8  C4    C  C      0   0.403    5.6730   0.1371  -0.0207
 4R8  O3    O  O      0  -0.406    4.6366  -0.4870   0.0176
 4R8  C3    C  CH2    0  -0.546    6.9924  -0.4363   0.4241
 4R8  C2    C  CH2    0  -0.586    6.9316  -1.8646   0.9277
 4R8  C1    C  C      0   0.418    8.2764  -2.4504   1.3885
 4R8  O1    O  O      0  -0.607    9.2896  -1.7283   1.3139
 4R8  O2    O  OC    -1  -0.631    8.2321  -3.6263   1.8052
 4R8  H221  H  HCH3   0   0.222  -10.5748  -1.7761   0.8699
 4R8  H222  H  HCH3   0   0.222  -11.2990  -2.6917  -0.4494
 4R8  H223  H  HCH3   0   0.229  -10.9038  -3.4979   1.0664
 4R8  H211  H  HCH2   0   0.231   -8.4670  -3.1314   0.6536
 4R8  H212  H  HCH2   0   0.233   -9.1930  -4.0539  -0.6407
 4R8  H20   H  H      0   0.231   -9.3011  -2.0495  -2.1128
 4R8  H19   H  H      0   0.235   -7.5333  -0.5235  -1.9246
 4R8  H181  H  HCH2   0   0.251   -6.7625   0.0423   0.3628
 4R8  H182  H  HCH2   0   0.253   -7.1489  -1.5581   0.9516
 4R8  H17   H  H      0   0.239   -5.3257  -2.5776  -0.3891
 4R8  H16   H  H      0   0.239   -3.4025  -1.2834  -0.7403
 4R8  H151  H  HCH2   0   0.254   -3.7550   1.1080  -1.3198
 4R8  H152  H  HCH2   0   0.252   -5.1833   1.1961  -0.3147
 4R8  H14   H  H      0   0.239   -3.8436   0.9259   1.7558
 4R8  H13   H  H      0   0.239   -1.6863   1.8345   1.7636
 4R8  H121  H  HCH2   0   0.250   -0.3318   1.4260  -0.2983
 4R8  H122  H  HCH2   0   0.253   -1.7433   1.6094  -1.3122
 4R8  H11   H  H      0   0.237   -1.9350   4.0165  -0.7608
 4R8  H10   H  H      0   0.234    0.0511   5.1831  -0.3297
 4R8  H9C1  H  HCH2   0   0.238    1.7422   4.0521   1.0864
 4R8  H9C2  H  HCH2   0   0.235    1.2857   2.4743   0.4855
 4R8  H8    H  HCH2   0   0.236    2.1018   3.0941  -1.7942
 4R8  H7    H  H      0   0.233    4.2320   3.6639   0.3677
 4R8  H6    H  H      0   0.236    3.9341   1.5533  -1.8172
 4R8  H5C1  H  HCH2   0   0.274    6.4545   1.6054  -1.3361
 4R8  H5C2  H  HCH2   0   0.279    6.1325   2.1952   0.2701
 4R8  H3C1  H  HCH2   0   0.257    7.6909  -0.3455  -0.4139
 4R8  H3C2  H  HCH2   0   0.257    7.4001   0.2326   1.1892
 4R8  H2C1  H  HCH2   0   0.229    6.2253  -1.9398   1.7598
 4R8  H2C2  H  HCH2   0   0.229    6.5254  -2.5183   0.1500
 4R8  HOT   H  HCH2   0   0.234    2.5236   4.6939  -1.2057

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
 4R8  C22  C21   single  1.528  0.020  1.528
 4R8  C21  C20   single  1.497  0.020  1.497
 4R8  C20  C19   double  1.332  0.020  1.332
 4R8  C19  C18   single  1.502  0.020  1.502
 4R8  C18  C17   single  1.502  0.020  1.502
 4R8  C17  C16   double  1.332  0.020  1.332
 4R8  C16  C15   single  1.502  0.020  1.502
 4R8  C15  C14   single  1.502  0.020  1.502
 4R8  C14  C13   double  1.332  0.020  1.332
 4R8  C13  C12   single  1.502  0.020  1.502
 4R8  C12  C11   single  1.502  0.020  1.502
 4R8  C11  C10   double  1.332  0.020  1.332
 4R8  C10  C9    single  1.496  0.020  1.496
 4R8  C9   C8    single  1.536  0.020  1.536
 4R8  C8   C7    single  1.495  0.020  1.495
 4R8  C7   C6    double  1.329  0.020  1.329
 4R8  C6   C5    single  1.493  0.020  1.493
 4R8  C5   C4    single  1.516  0.020  1.516
 4R8  C4   O3    double  1.210  0.020  1.210
 4R8  C4   C3    single  1.506  0.020  1.506
 4R8  C3   C2    single  1.516  0.020  1.516
 4R8  C2   C1    single  1.538  0.020  1.538
 4R8  C1   O1    deloc   1.246  0.020  1.246
 4R8  C1   O2    deloc   1.248  0.020  1.248
 4R8  C22  H221  single  0.970  0.020  1.090
 4R8  C22  H222  single  0.970  0.020  1.090
 4R8  C22  H223  single  0.970  0.020  1.090
 4R8  C21  H211  single  0.970  0.020  1.090
 4R8  C21  H212  single  0.970  0.020  1.090
 4R8  C20  H20   single  0.930  0.020  1.080
 4R8  C19  H19   single  0.930  0.020  1.080
 4R8  C18  H181  single  0.970  0.020  1.090
 4R8  C18  H182  single  0.970  0.020  1.090
 4R8  C17  H17   single  0.930  0.020  1.080
 4R8  C16  H16   single  0.930  0.020  1.080
 4R8  C15  H151  single  0.970  0.020  1.090
 4R8  C15  H152  single  0.970  0.020  1.090
 4R8  C14  H14   single  0.930  0.020  1.080
 4R8  C13  H13   single  0.930  0.020  1.080
 4R8  C12  H121  single  0.970  0.020  1.090
 4R8  C12  H122  single  0.970  0.020  1.090
 4R8  C11  H11   single  0.930  0.020  1.080
 4R8  C10  H10   single  0.930  0.020  1.080
 4R8  C9   H9C1  single  0.970  0.020  1.090
 4R8  C9   H9C2  single  0.970  0.020  1.090
 4R8  C8   H8    single  0.970  0.020  1.090
 4R8  C8   HOT   single  0.970  0.020  1.090
 4R8  C7   H7    single  0.930  0.020  1.080
 4R8  C6   H6    single  0.930  0.020  1.080
 4R8  C5   H5C1  single  0.970  0.020  1.090
 4R8  C5   H5C2  single  0.970  0.020  1.090
 4R8  C3   H3C1  single  0.970  0.020  1.090
 4R8  C3   H3C2  single  0.970  0.020  1.090
 4R8  C2   H2C1  single  0.970  0.020  1.090
 4R8  C2   H2C2  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
 4R8  H223  C22  H222  107.72  3.000
 4R8  H223  C22  H221  107.93  3.000
 4R8  H222  C22  H221  107.69  3.000
 4R8  H223  C22  C21   111.16  3.000
 4R8  H222  C22  C21   111.23  3.000
 4R8  H221  C22  C21   110.94  3.000
 4R8  H212  C21  H211  106.16  3.000
 4R8  H212  C21  C20   108.81  3.000
 4R8  H211  C21  C20   111.28  3.000
 4R8  H212  C21  C22   108.89  3.000
 4R8  H211  C21  C22   109.74  3.000
 4R8  C20   C21  C22   111.77  3.000
 4R8  H20   C20  C19   117.41  3.000
 4R8  H20   C20  C21   114.93  3.000
 4R8  C19   C20  C21   127.64  3.000
 4R8  H19   C19  C18   114.71  3.000
 4R8  H19   C19  C20   118.01  3.000
 4R8  C18   C19  C20   127.27  3.000
 4R8  H182  C18  H181  106.35  3.000
 4R8  H182  C18  C17   109.15  3.000
 4R8  H181  C18  C17   110.75  3.000
 4R8  H182  C18  C19   110.81  3.000
 4R8  H181  C18  C19   109.13  3.000
 4R8  C17   C18  C19   110.58  3.000
 4R8  H17   C17  C16   117.74  3.000
 4R8  H17   C17  C18   114.88  3.000
 4R8  C16   C17  C18   127.36  3.000
 4R8  H16   C16  C15   114.76  3.000
 4R8  H16   C16  C17   117.82  3.000
 4R8  C15   C16  C17   127.40  3.000
 4R8  H152  C15  H151  106.38  3.000
 4R8  H152  C15  C14   109.08  3.000
 4R8  H151  C15  C14   110.97  3.000
 4R8  H152  C15  C16   110.81  3.000
 4R8  H151  C15  C16   109.05  3.000
 4R8  C14   C15  C16   110.49  3.000
 4R8  H14   C14  C13   117.68  3.000
 4R8  H14   C14  C15   114.72  3.000
 4R8  C13   C14  C15   127.58  3.000
 4R8  H13   C13  C12   114.66  3.000
 4R8  H13   C13  C14   117.68  3.000
 4R8  C12   C13  C14   127.66  3.000
 4R8  H122  C12  H121  106.25  3.000
 4R8  H122  C12  C11   109.08  3.000
 4R8  H121  C12  C11   110.84  3.000
 4R8  H122  C12  C13   110.94  3.000
 4R8  H121  C12  C13   108.91  3.000
 4R8  C11   C12  C13   110.73  3.000
 4R8  H11   C11  C10   117.98  3.000
 4R8  H11   C11  C12   114.81  3.000
 4R8  C10   C11  C12   127.19  3.000
 4R8  H10   C10  C9    115.27  3.000
 4R8  H10   C10  C11   117.48  3.000
 4R8  C9    C10  C11   127.23  3.000
 4R8  H9C2  C9   H9C1  106.26  3.000
 4R8  H9C2  C9   C8    109.07  3.000
 4R8  H9C1  C9   C8    108.81  3.000
 4R8  H9C2  C9   C10   111.49  3.000
 4R8  H9C1  C9   C10   108.97  3.000
 4R8  C8    C9   C10   112.05  3.000
 4R8  HOT   C8   H8    106.76  3.000
 4R8  HOT   C8   C7    109.78  3.000
 4R8  H8    C8   C7    110.19  3.000
 4R8  HOT   C8   C9    108.82  3.000
 4R8  H8    C8   C9    109.40  3.000
 4R8  C7    C8   C9    111.76  3.000
 4R8  H7    C7   C6    119.20  3.000
 4R8  H7    C7   C8    116.02  3.000
 4R8  C6    C7   C8    124.76  3.000
 4R8  H6    C6   C5    116.36  3.000
 4R8  H6    C6   C7    119.10  3.000
 4R8  C5    C6   C7    124.54  3.000
 4R8  H5C2  C5   H5C1  105.21  3.000
 4R8  H5C2  C5   C4    108.12  3.000
 4R8  H5C1  C5   C4    107.41  3.000
 4R8  H5C2  C5   C6    111.22  3.000
 4R8  H5C1  C5   C6    110.70  3.000
 4R8  C4    C5   C6    113.75  3.000
 4R8  C3    C4   O3    122.99  3.000
 4R8  C3    C4   C5    115.55  3.000
 4R8  O3    C4   C5    121.46  3.000
 4R8  H3C2  C3   H3C1  104.28  3.000
 4R8  H3C2  C3   C2    111.01  3.000
 4R8  H3C1  C3   C2    110.98  3.000
 4R8  H3C2  C3   C4    107.46  3.000
 4R8  H3C1  C3   C4    107.54  3.000
 4R8  C2    C3   C4    114.95  3.000
 4R8  H2C2  C2   H2C1  105.06  3.000
 4R8  H2C2  C2   C1    108.06  3.000
 4R8  H2C1  C2   C1    108.10  3.000
 4R8  H2C2  C2   C3    109.98  3.000
 4R8  H2C1  C2   C3    110.08  3.000
 4R8  C1    C2   C3    115.06  3.000
 4R8  O2    C1   O1    126.48  3.000
 4R8  O2    C1   C2    115.34  3.000
 4R8  O1    C1   C2    118.18  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
 4R8  Var_01  C18   C19  C20  C21     1.65   0.0  2
 4R8  Var_02  C15   C16  C17  C18     1.63   0.0  2
 4R8  Var_03  C12   C13  C14  C15     1.50   0.0  2
 4R8  Var_04  C9    C10  C11  C12     1.45   0.0  2
 4R8  Var_05  C5    C6   C7   C8   -179.08   0.0  2
 4R8  Var_06  C19   C20  C21  C22   113.06  30.0  3
 4R8  Var_07  C17   C18  C19  C20   108.68  30.0  3
 4R8  Var_08  C16   C17  C18  C19   108.49  30.0  3
 4R8  Var_09  C14   C15  C16  C17   109.80  30.0  3
 4R8  Var_10  C13   C14  C15  C16   108.89  30.0  3
 4R8  Var_11  C11   C12  C13  C14   113.47  30.0  3
 4R8  Var_12  C10   C11  C12  C13   107.72  30.0  3
 4R8  Var_13  C8    C9   C10  C11   109.99  30.0  3
 4R8  Var_14  C7    C8   C9   C10   176.72  30.0  3
 4R8  Var_15  C6    C7   C8   C9    115.91  30.0  3
 4R8  Var_16  C4    C5   C6   C7    119.59  30.0  3
 4R8  Var_17  O3    C4   C5   C6     -1.61  30.0  3
 4R8  Var_18  C2    C3   C4   C5    179.89  30.0  3
 4R8  Var_19  C1    C2   C3   C4   -179.74  30.0  3
 4R8  Var_20  O1    C1   C2   C3     -0.11  30.0  3
 4R8  Var_21  H221  C22  C21  C20   -62.31  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
 4R8  plan-1  C5   0.020
 4R8  plan-1  C4   0.020
 4R8  plan-1  O3   0.020
 4R8  plan-1  C3   0.020
 4R8  plan-2  C2   0.020
 4R8  plan-2  C1   0.020
 4R8  plan-2  O1   0.020
 4R8  plan-2  O2   0.020
 4R8  plan-3  C21  0.020
 4R8  plan-3  C20  0.020
 4R8  plan-3  C19  0.020
 4R8  plan-3  C18  0.020
 4R8  plan-3  H20  0.020
 4R8  plan-3  H19  0.020
 4R8  plan-4  C18  0.020
 4R8  plan-4  C17  0.020
 4R8  plan-4  C16  0.020
 4R8  plan-4  C15  0.020
 4R8  plan-4  H17  0.020
 4R8  plan-4  H16  0.020
 4R8  plan-5  C15  0.020
 4R8  plan-5  C14  0.020
 4R8  plan-5  C13  0.020
 4R8  plan-5  C12  0.020
 4R8  plan-5  H14  0.020
 4R8  plan-5  H13  0.020
 4R8  plan-6  C12  0.020
 4R8  plan-6  C11  0.020
 4R8  plan-6  C10  0.020
 4R8  plan-6  C9   0.020
 4R8  plan-6  H11  0.020
 4R8  plan-6  H10  0.020
 4R8  plan-7  C8   0.020
 4R8  plan-7  C7   0.020
 4R8  plan-7  C6   0.020
 4R8  plan-7  C5   0.020
 4R8  plan-7  H7   0.020
 4R8  plan-7  H6   0.020

