# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 06:59:02 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC/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
 ACD  ACD  '(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid'  ligand  54  22  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_ACD
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
 ACD  C1    C  C     0   0.549  -0.9089   1.0940   -9.1987
 ACD  C2    C  CH2   0  -0.579  -1.2683   0.2419   -8.0137
 ACD  C3    C  CH2   0  -0.418  -0.0976  -0.0569   -7.0924
 ACD  C4    C  CH2   0  -0.492  -0.5239  -0.9396   -5.9185
 ACD  C5    C  C1    0  -0.209   0.6305  -1.2900   -5.0339
 ACD  C6    C  C1    0  -0.207   0.7928  -0.9890   -3.7466
 ACD  C7    C  CH2   0  -0.578  -0.1596  -0.2439   -2.8553
 ACD  C8    C  C1    0  -0.203  -0.7691  -1.1714   -1.8432
 ACD  C9    C  C1    0  -0.205  -0.5937  -1.1619   -0.5231
 ACD  C10   C  CH2   0  -0.576   0.2313  -0.1990    0.2812
 ACD  C11   C  C1    0  -0.203  -0.6479   0.6659    1.1388
 ACD  C12   C  C1    0  -0.207  -0.7062   0.6927    2.4692
 ACD  C13   C  CH2   0  -0.579   0.1195  -0.1101    3.4338
 ACD  C14   C  C1    0  -0.208   1.1498   0.7651    4.0889
 ACD  C15   C  C1    0  -0.209   1.1810   1.1770    5.3550
 ACD  C16   C  CH2   0  -0.488   0.2219   0.8496    6.4551
 ACD  C17   C  CH2   0  -0.414   0.8876   0.0576    7.5822
 ACD  C18   C  CH2   0  -0.408  -0.0355  -0.1695    8.7720
 ACD  C19   C  CH2   0  -0.419   0.6198  -0.9634    9.8957
 ACD  C20   C  CH3   0  -0.663  -0.3030  -1.1660   11.0896
 ACD  O1    O  O     0  -0.445   0.1975   1.4983   -9.4571
 ACD  O2    O  OH1   0  -0.598  -1.9701   1.3574   -9.9564
 ACD  H21   H  HCH2  0   0.278  -1.7083  -0.6880   -8.3890
 ACD  H22   H  HCH2  0   0.276  -2.0713   0.7429   -7.4639
 ACD  H31   H  HCH2  0   0.234   0.3244   0.8751   -6.7093
 ACD  H32   H  HCH2  0   0.231   0.6991  -0.5544   -7.6514
 ACD  H41   H  HCH2  0   0.235  -0.9579  -1.8650   -6.3135
 ACD  H42   H  HCH2  0   0.235  -1.3196  -0.4458   -5.3566
 ACD  H5    H  H     0   0.233   1.4271  -1.8469   -5.5209
 ACD  H6    H  H     0   0.237   1.6999  -1.3317   -3.2569
 ACD  H71   H  HCH2  0   0.253  -0.9582   0.2173   -3.4407
 ACD  H72   H  HCH2  0   0.252   0.3742   0.5725   -2.3640
 ACD  H8    H  H     0   0.238  -1.4070  -1.9439   -2.2636
 ACD  H9    H  H     0   0.239  -1.1126  -1.9161    0.0618
 ACD  H101  H  HCH2  0   0.253   0.8274   0.4399   -0.3740
 ACD  H102  H  HCH2  0   0.252   0.9406  -0.7589    0.8950
 ACD  H11   H  H     0   0.239  -1.3120   1.3270    0.5889
 ACD  H12   H  H     0   0.239  -1.3980   1.3904    2.9327
 ACD  H131  H  HCH2  0   0.251   0.6238  -0.9331    2.9221
 ACD  H132  H  HCH2  0   0.253  -0.5370  -0.5660    4.1782
 ACD  H14   H  H     0   0.234   1.9374   1.1110    3.4251
 ACD  H15   H  H     0   0.231   2.0089   1.8184    5.6480
 ACD  H161  H  HCH2  0   0.230  -0.6440   0.2969    6.0840
 ACD  H162  H  HCH2  0   0.229  -0.1680   1.7858    6.8704
 ACD  H171  H  HCH2  0   0.214   1.7866   0.5877    7.9148
 ACD  H172  H  HCH2  0   0.216   1.2294  -0.9060    7.1914
 ACD  H181  H  HCH2  0   0.209  -0.9401  -0.6918    8.4408
 ACD  H182  H  HCH2  0   0.208  -0.3702   0.7992    9.1598
 ACD  H191  H  HCH2  0   0.211   1.5309  -0.4486   10.2158
 ACD  H192  H  HCH2  0   0.211   0.9414  -1.9360    9.5105
 ACD  H201  H  HCH3  0   0.226   0.1816  -1.7386   11.8811
 ACD  H202  H  HCH3  0   0.216  -0.6125  -0.2093   11.5147
 ACD  H203  H  HCH3  0   0.216  -1.2077  -1.7043   10.7999
 ACD  HO2   H  HOH1  0   0.478  -1.7093   1.8992  -10.7158

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
 ACD  C1   C2    single  1.503  0.020  1.503
 ACD  C1   O1    double  1.206  0.020  1.206
 ACD  C1   O2    single  1.330  0.020  1.330
 ACD  C2   C3    single  1.519  0.020  1.519
 ACD  C2   H21   single  0.970  0.020  1.090
 ACD  C2   H22   single  0.970  0.020  1.090
 ACD  C3   C4    single  1.529  0.020  1.529
 ACD  C3   H31   single  0.970  0.020  1.090
 ACD  C3   H32   single  0.970  0.020  1.090
 ACD  C4   C5    single  1.496  0.020  1.496
 ACD  C4   H41   single  0.970  0.020  1.090
 ACD  C4   H42   single  0.970  0.020  1.090
 ACD  C5   C6    double  1.332  0.020  1.332
 ACD  C5   H5    single  0.930  0.020  1.080
 ACD  C6   C7    single  1.502  0.020  1.502
 ACD  C6   H6    single  0.930  0.020  1.080
 ACD  C7   C8    single  1.502  0.020  1.502
 ACD  C7   H71   single  0.970  0.020  1.090
 ACD  C7   H72   single  0.970  0.020  1.090
 ACD  C8   C9    double  1.332  0.020  1.332
 ACD  C8   H8    single  0.930  0.020  1.080
 ACD  C9   C10   single  1.502  0.020  1.502
 ACD  C9   H9    single  0.930  0.020  1.080
 ACD  C10  C11   single  1.502  0.020  1.502
 ACD  C10  H101  single  0.970  0.020  1.090
 ACD  C10  H102  single  0.970  0.020  1.090
 ACD  C11  C12   double  1.332  0.020  1.332
 ACD  C11  H11   single  0.930  0.020  1.080
 ACD  C12  C13   single  1.502  0.020  1.502
 ACD  C12  H12   single  0.930  0.020  1.080
 ACD  C13  C14   single  1.502  0.020  1.502
 ACD  C13  H131  single  0.970  0.020  1.090
 ACD  C13  H132  single  0.970  0.020  1.090
 ACD  C14  C15   double  1.332  0.020  1.332
 ACD  C14  H14   single  0.930  0.020  1.080
 ACD  C15  C16   single  1.496  0.020  1.496
 ACD  C15  H15   single  0.930  0.020  1.080
 ACD  C16  C17   single  1.530  0.020  1.530
 ACD  C16  H161  single  0.970  0.020  1.090
 ACD  C16  H162  single  0.970  0.020  1.090
 ACD  C17  C18   single  1.523  0.020  1.523
 ACD  C17  H171  single  0.970  0.020  1.090
 ACD  C17  H172  single  0.970  0.020  1.090
 ACD  C18  C19   single  1.524  0.020  1.524
 ACD  C18  H181  single  0.970  0.020  1.090
 ACD  C18  H182  single  0.970  0.020  1.090
 ACD  C19  C20   single  1.522  0.020  1.522
 ACD  C19  H191  single  0.970  0.020  1.090
 ACD  C19  H192  single  0.970  0.020  1.090
 ACD  C20  H201  single  0.970  0.020  1.090
 ACD  C20  H202  single  0.970  0.020  1.090
 ACD  C20  H203  single  0.970  0.020  1.090
 ACD  O2   HO2   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
 ACD  O2    C1   O1    122.92  3.000
 ACD  O2    C1   C2    111.75  3.000
 ACD  O1    C1   C2    125.33  3.000
 ACD  H22   C2   H21   105.43  3.000
 ACD  H22   C2   C3    110.53  3.000
 ACD  H21   C2   C3    110.51  3.000
 ACD  H22   C2   C1    108.17  3.000
 ACD  H21   C2   C1    107.89  3.000
 ACD  C3    C2   C1    113.91  3.000
 ACD  H32   C3   H31   106.62  3.000
 ACD  H32   C3   C4    109.45  3.000
 ACD  H31   C3   C4    109.33  3.000
 ACD  H32   C3   C2    109.94  3.000
 ACD  H31   C3   C2    110.03  3.000
 ACD  C4    C3   C2    111.36  3.000
 ACD  H42   C4   H41   106.18  3.000
 ACD  H42   C4   C5    111.34  3.000
 ACD  H41   C4   C5    108.72  3.000
 ACD  H42   C4   C3    109.70  3.000
 ACD  H41   C4   C3    108.74  3.000
 ACD  C5    C4   C3    111.96  3.000
 ACD  H5    C5   C6    117.35  3.000
 ACD  H5    C5   C4    114.87  3.000
 ACD  C6    C5   C4    127.78  3.000
 ACD  H6    C6   C7    114.74  3.000
 ACD  H6    C6   C5    117.78  3.000
 ACD  C7    C6   C5    127.46  3.000
 ACD  H72   C7   H71   106.43  3.000
 ACD  H72   C7   C8    110.90  3.000
 ACD  H71   C7   C8    108.97  3.000
 ACD  H72   C7   C6    109.14  3.000
 ACD  H71   C7   C6    110.79  3.000
 ACD  C8    C7   C6    110.53  3.000
 ACD  H8    C8   C9    117.77  3.000
 ACD  H8    C8   C7    114.62  3.000
 ACD  C9    C8   C7    127.59  3.000
 ACD  H9    C9   C10   114.79  3.000
 ACD  H9    C9   C8    117.76  3.000
 ACD  C10   C9   C8    127.44  3.000
 ACD  H102  C10  H101  106.41  3.000
 ACD  H102  C10  C11   110.75  3.000
 ACD  H101  C10  C11   108.98  3.000
 ACD  H102  C10  C9    109.21  3.000
 ACD  H101  C10  C9    110.71  3.000
 ACD  C11   C10  C9    110.70  3.000
 ACD  H11   C11  C12   117.81  3.000
 ACD  H11   C11  C10   114.78  3.000
 ACD  C12   C11  C10   127.41  3.000
 ACD  H12   C12  C13   114.79  3.000
 ACD  H12   C12  C11   117.84  3.000
 ACD  C13   C12  C11   127.34  3.000
 ACD  H132  C13  H131  106.39  3.000
 ACD  H132  C13  C14   110.99  3.000
 ACD  H131  C13  C14   109.06  3.000
 ACD  H132  C13  C12   109.29  3.000
 ACD  H131  C13  C12   110.83  3.000
 ACD  C14   C13  C12   110.22  3.000
 ACD  H14   C14  C15   117.73  3.000
 ACD  H14   C14  C13   114.60  3.000
 ACD  C15   C14  C13   127.65  3.000
 ACD  H15   C15  C16   114.78  3.000
 ACD  H15   C15  C14   117.15  3.000
 ACD  C16   C15  C14   128.06  3.000
 ACD  H162  C16  H161  106.20  3.000
 ACD  H162  C16  C17   108.53  3.000
 ACD  H161  C16  C17   109.47  3.000
 ACD  H162  C16  C15   108.65  3.000
 ACD  H161  C16  C15   111.67  3.000
 ACD  C17   C16  C15   112.10  3.000
 ACD  H172  C17  H171  106.16  3.000
 ACD  H172  C17  C18   109.68  3.000
 ACD  H171  C17  C18   109.41  3.000
 ACD  H172  C17  C16   109.18  3.000
 ACD  H171  C17  C16   109.29  3.000
 ACD  C18   C17  C16   112.90  3.000
 ACD  H182  C18  H181  106.03  3.000
 ACD  H182  C18  C19   109.33  3.000
 ACD  H181  C18  C19   109.24  3.000
 ACD  H182  C18  C17   109.25  3.000
 ACD  H181  C18  C17   109.59  3.000
 ACD  C19   C18  C17   113.15  3.000
 ACD  H192  C19  H191  106.04  3.000
 ACD  H192  C19  C20   109.62  3.000
 ACD  H191  C19  C20   109.75  3.000
 ACD  H192  C19  C18   109.26  3.000
 ACD  H191  C19  C18   109.18  3.000
 ACD  C20   C19  C18   112.76  3.000
 ACD  H203  C20  H202  107.49  3.000
 ACD  H203  C20  H201  107.57  3.000
 ACD  H202  C20  H201  107.67  3.000
 ACD  H203  C20  C19   111.09  3.000
 ACD  H202  C20  C19   111.13  3.000
 ACD  H201  C20  C19   111.70  3.000
 ACD  HO2   O2   C1    110.04  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
 ACD  CONST_01  HO2   O2   C1   C2    180.00   0.0  0
 ACD  Var_01    C7    C6   C5   C4      1.33   0.0  2
 ACD  Var_02    C10   C9   C8   C7      1.63   0.0  2
 ACD  Var_03    C13   C12  C11  C10     1.75   0.0  2
 ACD  Var_04    C16   C15  C14  C13     1.64   0.0  2
 ACD  Var_05    C4    C3   C2   C1   -179.30  30.0  3
 ACD  Var_06    C5    C4   C3   C2    177.59  30.0  3
 ACD  Var_07    O1    C1   C2   C3      1.88  30.0  2
 ACD  Var_08    C6    C5   C4   C3    118.37  30.0  3
 ACD  Var_09    C8    C7   C6   C5    109.56  30.0  3
 ACD  Var_10    C9    C8   C7   C6    113.36  30.0  3
 ACD  Var_11    C11   C10  C9   C8    111.99  30.0  3
 ACD  Var_12    C12   C11  C10  C9    114.59  30.0  3
 ACD  Var_13    C14   C13  C12  C11   106.16  30.0  3
 ACD  Var_14    C15   C14  C13  C12   109.41  30.0  3
 ACD  Var_15    C17   C16  C15  C14   115.89  30.0  3
 ACD  Var_16    C18   C17  C16  C15   174.45  30.0  3
 ACD  Var_17    C19   C18  C17  C16   179.74  30.0  3
 ACD  Var_18    C20   C19  C18  C17   179.08  30.0  3
 ACD  Var_19    H201  C20  C19  C18   179.79  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
 ACD  plan-1  C1   0.020
 ACD  plan-1  C2   0.020
 ACD  plan-1  O1   0.020
 ACD  plan-1  O2   0.020
 ACD  plan-1  HO2  0.020
 ACD  plan-2  C4   0.020
 ACD  plan-2  C5   0.020
 ACD  plan-2  C6   0.020
 ACD  plan-2  C7   0.020
 ACD  plan-2  H5   0.020
 ACD  plan-2  H6   0.020
 ACD  plan-3  C7   0.020
 ACD  plan-3  C8   0.020
 ACD  plan-3  C9   0.020
 ACD  plan-3  C10  0.020
 ACD  plan-3  H8   0.020
 ACD  plan-3  H9   0.020
 ACD  plan-4  C10  0.020
 ACD  plan-4  C11  0.020
 ACD  plan-4  C12  0.020
 ACD  plan-4  C13  0.020
 ACD  plan-4  H11  0.020
 ACD  plan-4  H12  0.020
 ACD  plan-5  C13  0.020
 ACD  plan-5  C14  0.020
 ACD  plan-5  C15  0.020
 ACD  plan-5  C16  0.020
 ACD  plan-5  H14  0.020
 ACD  plan-5  H15  0.020

