# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 07:37:47 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-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\C\C=C/CCCC(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
 EPA  EPA  '(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid'  ligand  52  22  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EPA
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
 EPA  C1    C  C     0   0.549  -1.0881  -0.6926   -8.8046
 EPA  OA    O  OH1   0  -0.598  -1.0497  -1.6822   -9.6928
 EPA  OB    O  O     0  -0.446  -1.9544   0.1467   -8.7968
 EPA  C2    C  CH2   0  -0.581   0.0632  -0.7595   -7.8405
 EPA  C3    C  CH2   0  -0.417   0.0425   0.3334   -6.7854
 EPA  C4    C  CH2   0  -0.495   1.2273   0.2079   -5.8259
 EPA  C5    C  C1    0  -0.215   1.2467   1.3117   -4.8152
 EPA  C6    C  C1    0  -0.201   0.9443   1.2225   -3.5212
 EPA  C7    C  CH2   0  -0.579   0.5437  -0.0139   -2.7671
 EPA  C8    C  C1    0  -0.205   1.6384  -0.4337   -1.8285
 EPA  C9    C  C1    0  -0.204   1.6437  -0.3576   -0.4990
 EPA  C10   C  CH2   0  -0.574   0.5419   0.1361    0.3929
 EPA  C11   C  C1    0  -0.202   0.0250  -0.9704    1.2659
 EPA  C12   C  C1    0  -0.208   0.0422  -1.0315    2.5961
 EPA  C13   C  CH2   0  -0.579   0.5453   0.0095    3.5549
 EPA  C14   C  C1    0  -0.204  -0.6045   0.6347    4.2915
 EPA  C15   C  C1    0  -0.203  -0.8974   0.5250    5.5860
 EPA  C16   C  CH2   0  -0.577  -0.1260  -0.2141    6.6413
 EPA  C17   C  C1    0  -0.204   0.4563   0.7459    7.6395
 EPA  C18   C  C1    0  -0.212   0.1094   0.8886    8.9177
 EPA  C19   C  CH2   0  -0.491  -0.9149   0.1061    9.6794
 EPA  C20   C  CH3   0  -0.658  -0.2744  -0.7635   10.7606
 EPA  HOA   H  HOH1  0   0.478  -1.8032  -1.6127  -10.2979
 EPA  H21   H  HCH2  0   0.278   0.9924  -0.7187   -8.4185
 EPA  H22   H  HCH2  0   0.277   0.0584  -1.7479   -7.3697
 EPA  H31   H  HCH2  0   0.233  -0.8862   0.2841   -6.2122
 EPA  H32   H  HCH2  0   0.233   0.0609   1.3159   -7.2638
 EPA  H41   H  HCH2  0   0.237   2.1572   0.2369   -6.4033
 EPA  H42   H  HCH2  0   0.234   1.2011  -0.7712   -5.3417
 EPA  H51   H  H     0   0.235   1.5176   2.2907   -5.2011
 EPA  H61   H  H     0   0.237   1.0067   2.1242   -2.9188
 EPA  H71   H  HCH2  0   0.252   0.3301  -0.8332   -3.4573
 EPA  H72   H  HCH2  0   0.253  -0.3828   0.1835   -2.2238
 EPA  H81   H  H     0   0.239   2.5317  -0.8144   -2.3153
 EPA  H91   H  H     0   0.239   2.5335  -0.6994    0.0221
 EPA  H101  H  HCH2  0   0.253  -0.2821   0.5424   -0.1985
 EPA  H102  H  HCH2  0   0.253   0.9200   0.9633    0.9979
 EPA  H111  H  H     0   0.239  -0.3942  -1.8160    0.7280
 EPA  H121  H  H     0   0.240  -0.3792  -1.9155    3.0659
 EPA  H131  H  HCH2  0   0.254   1.0988   0.7888    3.0268
 EPA  H132  H  HCH2  0   0.253   1.2488  -0.4545    4.2495
 EPA  H141  H  H     0   0.239  -1.2774   1.2171    3.6685
 EPA  H151  H  H     0   0.238  -1.7828   1.0408    5.9470
 EPA  H161  H  HCH2  0   0.251   0.6810  -0.7985    6.1935
 EPA  H162  H  HCH2  0   0.252  -0.7873  -0.9299    7.1350
 EPA  H171  H  H     0   0.235   1.2313   1.3970    7.2450
 EPA  H181  H  H     0   0.231   0.6382   1.6400    9.4987
 EPA  H191  H  HCH2  0   0.232  -1.5120  -0.5160    9.0109
 EPA  H192  H  HCH2  0   0.233  -1.6126   0.8031   10.1537
 EPA  H201  H  HCH3  0   0.230  -1.0318  -1.2889   11.3430
 EPA  H202  H  HCH3  0   0.223   0.3882  -1.5091   10.3197
 EPA  H203  H  HCH3  0   0.222   0.3173  -0.1618   11.4523

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
 EPA  C1   OA    single  1.330  0.020  1.330
 EPA  C1   OB    double  1.206  0.020  1.206
 EPA  C1   C2    single  1.503  0.020  1.503
 EPA  OA   HOA   single  0.850  0.020  0.980
 EPA  C2   C3    single  1.519  0.020  1.519
 EPA  C2   H21   single  0.970  0.020  1.090
 EPA  C2   H22   single  0.970  0.020  1.090
 EPA  C3   C4    single  1.530  0.020  1.530
 EPA  C3   H31   single  0.970  0.020  1.090
 EPA  C3   H32   single  0.970  0.020  1.090
 EPA  C4   C5    single  1.497  0.020  1.497
 EPA  C4   H41   single  0.970  0.020  1.090
 EPA  C4   H42   single  0.970  0.020  1.090
 EPA  C5   C6    double  1.332  0.020  1.332
 EPA  C5   H51   single  0.930  0.020  1.080
 EPA  C6   C7    single  1.503  0.020  1.503
 EPA  C6   H61   single  0.930  0.020  1.080
 EPA  C7   C8    single  1.502  0.020  1.502
 EPA  C7   H71   single  0.970  0.020  1.090
 EPA  C7   H72   single  0.970  0.020  1.090
 EPA  C8   C9    double  1.332  0.020  1.332
 EPA  C8   H81   single  0.930  0.020  1.080
 EPA  C9   C10   single  1.501  0.020  1.501
 EPA  C9   H91   single  0.930  0.020  1.080
 EPA  C10  C11   single  1.501  0.020  1.501
 EPA  C10  H101  single  0.970  0.020  1.090
 EPA  C10  H102  single  0.970  0.020  1.090
 EPA  C11  C12   double  1.332  0.020  1.332
 EPA  C11  H111  single  0.930  0.020  1.080
 EPA  C12  C13   single  1.502  0.020  1.502
 EPA  C12  H121  single  0.930  0.020  1.080
 EPA  C13  C14   single  1.502  0.020  1.502
 EPA  C13  H131  single  0.970  0.020  1.090
 EPA  C13  H132  single  0.970  0.020  1.090
 EPA  C14  C15   double  1.332  0.020  1.332
 EPA  C14  H141  single  0.930  0.020  1.080
 EPA  C15  C16   single  1.502  0.020  1.502
 EPA  C15  H151  single  0.930  0.020  1.080
 EPA  C16  C17   single  1.502  0.020  1.502
 EPA  C16  H161  single  0.970  0.020  1.090
 EPA  C16  H162  single  0.970  0.020  1.090
 EPA  C17  C18   double  1.332  0.020  1.332
 EPA  C17  H171  single  0.930  0.020  1.080
 EPA  C18  C19   single  1.497  0.020  1.497
 EPA  C18  H181  single  0.930  0.020  1.080
 EPA  C19  C20   single  1.528  0.020  1.528
 EPA  C19  H191  single  0.970  0.020  1.090
 EPA  C19  H192  single  0.970  0.020  1.090
 EPA  C20  H201  single  0.970  0.020  1.090
 EPA  C20  H202  single  0.970  0.020  1.090
 EPA  C20  H203  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
 EPA  C2    C1   OB    125.24  3.000
 EPA  C2    C1   OA    111.90  3.000
 EPA  OB    C1   OA    122.87  3.000
 EPA  HOA   OA   C1    109.94  3.000
 EPA  H22   C2   H21   105.33  3.000
 EPA  H22   C2   C3    110.53  3.000
 EPA  H21   C2   C3    110.57  3.000
 EPA  H22   C2   C1    108.22  3.000
 EPA  H21   C2   C1    108.05  3.000
 EPA  C3    C2   C1    113.76  3.000
 EPA  H32   C3   H31   106.53  3.000
 EPA  H32   C3   C4    109.59  3.000
 EPA  H31   C3   C4    109.00  3.000
 EPA  H32   C3   C2    110.03  3.000
 EPA  H31   C3   C2    110.10  3.000
 EPA  C4    C3   C2    111.47  3.000
 EPA  H42   C4   H41   106.13  3.000
 EPA  H42   C4   C5    111.22  3.000
 EPA  H41   C4   C5    109.00  3.000
 EPA  H42   C4   C3    109.45  3.000
 EPA  H41   C4   C3    108.95  3.000
 EPA  C5    C4   C3    111.91  3.000
 EPA  H51   C5   C6    117.52  3.000
 EPA  H51   C5   C4    115.33  3.000
 EPA  C6    C5   C4    127.14  3.000
 EPA  H61   C6   C7    114.84  3.000
 EPA  H61   C6   C5    118.05  3.000
 EPA  C7    C6   C5    127.10  3.000
 EPA  H72   C7   H71   106.50  3.000
 EPA  H72   C7   C8    110.98  3.000
 EPA  H71   C7   C8    109.13  3.000
 EPA  H72   C7   C6    109.10  3.000
 EPA  H71   C7   C6    110.62  3.000
 EPA  C8    C7   C6    110.45  3.000
 EPA  H81   C8   C9    117.66  3.000
 EPA  H81   C8   C7    114.66  3.000
 EPA  C9    C8   C7    127.65  3.000
 EPA  H91   C9   C10   114.81  3.000
 EPA  H91   C9   C8    117.66  3.000
 EPA  C10   C9   C8    127.52  3.000
 EPA  H102  C10  H101  106.21  3.000
 EPA  H102  C10  C11   110.81  3.000
 EPA  H101  C10  C11   109.22  3.000
 EPA  H102  C10  C9    108.91  3.000
 EPA  H101  C10  C9    110.75  3.000
 EPA  C11   C10  C9    110.85  3.000
 EPA  H111  C11  C12   117.64  3.000
 EPA  H111  C11  C10   114.75  3.000
 EPA  C12   C11  C10   127.61  3.000
 EPA  H121  C12  C13   114.70  3.000
 EPA  H121  C12  C11   117.67  3.000
 EPA  C13   C12  C11   127.60  3.000
 EPA  H132  C13  H131  106.52  3.000
 EPA  H132  C13  C14   110.98  3.000
 EPA  H131  C13  C14   109.16  3.000
 EPA  H132  C13  C12   109.11  3.000
 EPA  H131  C13  C12   110.84  3.000
 EPA  C14   C13  C12   110.19  3.000
 EPA  H141  C14  C15   117.73  3.000
 EPA  H141  C14  C13   114.59  3.000
 EPA  C15   C14  C13   127.65  3.000
 EPA  H151  C15  C16   114.76  3.000
 EPA  H151  C15  C14   117.59  3.000
 EPA  C16   C15  C14   127.64  3.000
 EPA  H162  C16  H161  106.38  3.000
 EPA  H162  C16  C17   110.67  3.000
 EPA  H161  C16  C17   109.14  3.000
 EPA  H162  C16  C15   109.22  3.000
 EPA  H161  C16  C15   110.77  3.000
 EPA  C17   C16  C15   110.58  3.000
 EPA  H171  C17  C18   118.03  3.000
 EPA  H171  C17  C16   114.72  3.000
 EPA  C18   C17  C16   127.23  3.000
 EPA  H181  C18  C19   114.97  3.000
 EPA  H181  C18  C17   117.40  3.000
 EPA  C19   C18  C17   127.61  3.000
 EPA  H192  C19  H191  106.25  3.000
 EPA  H192  C19  C20   108.84  3.000
 EPA  H191  C19  C20   109.78  3.000
 EPA  H192  C19  C18   108.89  3.000
 EPA  H191  C19  C18   111.15  3.000
 EPA  C20   C19  C18   111.75  3.000
 EPA  H203  C20  H202  107.69  3.000
 EPA  H203  C20  H201  107.69  3.000
 EPA  H202  C20  H201  107.97  3.000
 EPA  H203  C20  C19   111.23  3.000
 EPA  H202  C20  C19   110.95  3.000
 EPA  H201  C20  C19   111.16  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
 EPA  CONST_01  HOA   OA   C1   OB      0.00   0.0  0
 EPA  Var_01    C7    C6   C5   C4      1.54   0.0  2
 EPA  Var_02    C10   C9   C8   C7      1.64   0.0  2
 EPA  Var_03    C13   C12  C11  C10     2.01   0.0  2
 EPA  Var_04    C16   C15  C14  C13     2.21   0.0  2
 EPA  Var_05    C19   C18  C17  C16     1.79   0.0  2
 EPA  Var_06    C4    C3   C2   C1    179.44  30.0  3
 EPA  Var_07    C3    C2   C1   OA   -178.62  30.0  3
 EPA  Var_08    C5    C4   C3   C2    177.73  30.0  3
 EPA  Var_09    C6    C5   C4   C3    106.80  30.0  3
 EPA  Var_10    C8    C7   C6   C5    109.52  30.0  3
 EPA  Var_11    C9    C8   C7   C6    108.84  30.0  3
 EPA  Var_12    C11   C10  C9   C8    115.61  30.0  3
 EPA  Var_13    C12   C11  C10  C9    118.37  30.0  3
 EPA  Var_14    C14   C13  C12  C11   109.67  30.0  3
 EPA  Var_15    C15   C14  C13  C12   112.04  30.0  3
 EPA  Var_16    C17   C16  C15  C14   113.30  30.0  3
 EPA  Var_17    C18   C17  C16  C15   111.67  30.0  3
 EPA  Var_18    C20   C19  C18  C17   112.59  30.0  3
 EPA  Var_19    H201  C20  C19  C18   177.04  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
 EPA  plan-1  C1    0.020
 EPA  plan-1  OA    0.020
 EPA  plan-1  OB    0.020
 EPA  plan-1  C2    0.020
 EPA  plan-1  HOA   0.020
 EPA  plan-2  C4    0.020
 EPA  plan-2  C5    0.020
 EPA  plan-2  C6    0.020
 EPA  plan-2  C7    0.020
 EPA  plan-2  H51   0.020
 EPA  plan-2  H61   0.020
 EPA  plan-3  C7    0.020
 EPA  plan-3  C8    0.020
 EPA  plan-3  C9    0.020
 EPA  plan-3  C10   0.020
 EPA  plan-3  H81   0.020
 EPA  plan-3  H91   0.020
 EPA  plan-4  C10   0.020
 EPA  plan-4  C11   0.020
 EPA  plan-4  C12   0.020
 EPA  plan-4  C13   0.020
 EPA  plan-4  H111  0.020
 EPA  plan-4  H121  0.020
 EPA  plan-5  C13   0.020
 EPA  plan-5  C14   0.020
 EPA  plan-5  C15   0.020
 EPA  plan-5  C16   0.020
 EPA  plan-5  H141  0.020
 EPA  plan-5  H151  0.020
 EPA  plan-6  C16   0.020
 EPA  plan-6  C17   0.020
 EPA  plan-6  C18   0.020
 EPA  plan-6  C19   0.020
 EPA  plan-6  H171  0.020
 EPA  plan-6  H181  0.020

