# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 08:42:59 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: (9Z,12Z)-octadeca-9,12-dienoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC/C=C\C\C=C/CCCCCCCC(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
 EIC  EIC  '(9Z,12Z)-octadeca-9,12-dienoic acid'  ligand  51  20  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EIC
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
 EIC  C1    C  C      0   0.409   0.0963  -0.3322   8.8774
 EIC  C2    C  CH2    0  -0.581  -0.0873  -0.9426   7.4768
 EIC  C3    C  CH2    0  -0.401  -0.5003   0.0164   6.3723
 EIC  C4    C  CH2    0  -0.408  -0.6532  -0.6751   5.0225
 EIC  C5    C  CH2    0  -0.410  -1.0582   0.2698   3.8978
 EIC  C6    C  CH2    0  -0.411  -1.2216  -0.4329   2.5558
 EIC  C7    C  CH2    0  -0.415  -1.6096   0.5098   1.4241
 EIC  C8    C  CH2    0  -0.488  -1.8056  -0.2128   0.0912
 EIC  C9    C  C1     0  -0.205  -2.2333   0.7168  -1.0005
 EIC  C10   C  C1     0  -0.214  -1.6692   0.8860  -2.1955
 EIC  C11   C  CH2    0  -0.577  -0.4926   0.1422  -2.7608
 EIC  C12   C  C1     0  -0.209  -0.9630  -0.8337  -3.8023
 EIC  C13   C  C1     0  -0.208  -0.7399  -0.7937  -5.1150
 EIC  C14   C  CH2    0  -0.488   0.0840   0.1914  -5.8832
 EIC  C15   C  CH2    0  -0.414   1.1844  -0.4996  -6.6901
 EIC  C16   C  CH2    0  -0.407   2.0253   0.4698  -7.5115
 EIC  C17   C  CH2    0  -0.420   3.0817  -0.2285  -8.3591
 EIC  C18   C  CH3    0  -0.662   3.9341   0.7429  -9.1645
 EIC  O1    O  O      0  -0.610  -0.0962   0.8923   9.0121
 EIC  O2    O  OC    -1  -0.635   0.4326  -1.1290   9.7800
 EIC  H21   H  HCH2   0   0.215  -0.8217  -1.7535   7.5528
 EIC  H22   H  HCH2   0   0.215   0.8498  -1.4392   7.1980
 EIC  H31   H  HCH2   0   0.200   0.2364   0.8204   6.2846
 EIC  H32   H  HCH2   0   0.199  -1.4445   0.5018   6.6375
 EIC  H41   H  HCH2   0   0.202  -1.3963  -1.4766   5.1061
 EIC  H42   H  HCH2   0   0.201   0.2895  -1.1666   4.7560
 EIC  H51   H  HCH2   0   0.205  -0.3098   1.0645   3.8035
 EIC  H52   H  HCH2   0   0.205  -1.9975   0.7673   4.1631
 EIC  H61   H  HCH2   0   0.208  -1.9791  -1.2191   2.6489
 EIC  H62   H  HCH2   0   0.207  -0.2869  -0.9423   2.2969
 EIC  H71   H  HCH2   0   0.216  -0.8416   1.2814   1.3087
 EIC  H72   H  HCH2   0   0.212  -2.5336   1.0349   1.6888
 EIC  H81   H  HCH2   0   0.230  -2.5722  -0.9852   0.2229
 EIC  H82   H  HCH2   0   0.230  -0.8872  -0.7390  -0.1792
 EIC  H91   H  H      0   0.229  -3.1073   1.3227  -0.7732
 EIC  H1O1  H  H      0   0.234  -2.1220   1.6048  -2.8725
 EIC  H111  H  HCH2   0   0.250   0.0384  -0.3977  -1.9735
 EIC  H112  H  HCH2   0   0.250   0.2178   0.8527  -3.1884
 EIC  H121  H  H      0   0.234  -1.5843  -1.6387  -3.4195
 EIC  H131  H  H      0   0.229  -1.1879  -1.5796  -5.7183
 EIC  H141  H  HCH2   0   0.230   0.5272   0.9412  -5.2239
 EIC  H142  H  HCH2   0   0.229  -0.5651   0.7386  -6.5764
 EIC  H151  H  HCH2   0   0.212   0.7287  -1.2399  -7.3565
 EIC  H152  H  HCH2   0   0.216   1.8330  -1.0605  -6.0097
 EIC  H161  H  HCH2   0   0.208   2.5118   1.1871  -6.8410
 EIC  H162  H  HCH2   0   0.208   1.3696   1.0589  -8.1623
 EIC  H171  H  HCH2   0   0.211   2.5901  -0.9338  -9.0366
 EIC  H172  H  HCH2   0   0.211   3.7267  -0.8303  -7.7115
 EIC  H181  H  HCH3   0   0.226   4.6662   0.2190  -9.7803
 EIC  H182  H  HCH3   0   0.216   3.3178   1.3508  -9.8294
 EIC  H183  H  HCH3   0   0.216   4.4804   1.4235  -8.5091

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
 EIC  C1   C2    single  1.539  0.020  1.539
 EIC  C1   O1    deloc   1.247  0.020  1.247
 EIC  C1   O2    deloc   1.250  0.020  1.250
 EIC  C2   C3    single  1.520  0.020  1.520
 EIC  C2   H21   single  0.970  0.020  1.090
 EIC  C2   H22   single  0.970  0.020  1.090
 EIC  C3   C4    single  1.524  0.020  1.524
 EIC  C3   H31   single  0.970  0.020  1.090
 EIC  C3   H32   single  0.970  0.020  1.090
 EIC  C4   C5    single  1.524  0.020  1.524
 EIC  C4   H41   single  0.970  0.020  1.090
 EIC  C4   H42   single  0.970  0.020  1.090
 EIC  C5   C6    single  1.524  0.020  1.524
 EIC  C5   H51   single  0.970  0.020  1.090
 EIC  C5   H52   single  0.970  0.020  1.090
 EIC  C6   C7    single  1.523  0.020  1.523
 EIC  C6   H61   single  0.970  0.020  1.090
 EIC  C6   H62   single  0.970  0.020  1.090
 EIC  C7   C8    single  1.529  0.020  1.529
 EIC  C7   H71   single  0.970  0.020  1.090
 EIC  C7   H72   single  0.970  0.020  1.090
 EIC  C8   C9    single  1.496  0.020  1.496
 EIC  C8   H81   single  0.970  0.020  1.090
 EIC  C8   H82   single  0.970  0.020  1.090
 EIC  C9   C10   double  1.332  0.020  1.332
 EIC  C9   H91   single  0.930  0.020  1.080
 EIC  C10  C11   single  1.502  0.020  1.502
 EIC  C10  H1O1  single  0.930  0.020  1.080
 EIC  C11  C12   single  1.503  0.020  1.503
 EIC  C11  H111  single  0.970  0.020  1.090
 EIC  C11  H112  single  0.970  0.020  1.090
 EIC  C12  C13   double  1.332  0.020  1.332
 EIC  C12  H121  single  0.930  0.020  1.080
 EIC  C13  C14   single  1.496  0.020  1.496
 EIC  C13  H131  single  0.930  0.020  1.080
 EIC  C14  C15   single  1.530  0.020  1.530
 EIC  C14  H141  single  0.970  0.020  1.090
 EIC  C14  H142  single  0.970  0.020  1.090
 EIC  C15  C16   single  1.524  0.020  1.524
 EIC  C15  H151  single  0.970  0.020  1.090
 EIC  C15  H152  single  0.970  0.020  1.090
 EIC  C16  C17   single  1.524  0.020  1.524
 EIC  C16  H161  single  0.970  0.020  1.090
 EIC  C16  H162  single  0.970  0.020  1.090
 EIC  C17  C18   single  1.523  0.020  1.523
 EIC  C17  H171  single  0.970  0.020  1.090
 EIC  C17  H172  single  0.970  0.020  1.090
 EIC  C18  H181  single  0.970  0.020  1.090
 EIC  C18  H182  single  0.970  0.020  1.090
 EIC  C18  H183  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
 EIC  O2    C1   O1    126.12  3.000
 EIC  O2    C1   C2    115.88  3.000
 EIC  O1    C1   C2    118.00  3.000
 EIC  H22   C2   H21   104.78  3.000
 EIC  H22   C2   C3    109.46  3.000
 EIC  H21   C2   C3    109.57  3.000
 EIC  H22   C2   C1    108.00  3.000
 EIC  H21   C2   C1    108.07  3.000
 EIC  C3    C2   C1    116.33  3.000
 EIC  H32   C3   H31   105.93  3.000
 EIC  H32   C3   C4    109.22  3.000
 EIC  H31   C3   C4    109.27  3.000
 EIC  H32   C3   C2    109.77  3.000
 EIC  H31   C3   C2    109.82  3.000
 EIC  C4    C3   C2    112.61  3.000
 EIC  H42   C4   H41   105.89  3.000
 EIC  H42   C4   C5    109.10  3.000
 EIC  H41   C4   C5    109.24  3.000
 EIC  H42   C4   C3    109.42  3.000
 EIC  H41   C4   C3    109.40  3.000
 EIC  C5    C4   C3    113.51  3.000
 EIC  H52   C5   H51   106.08  3.000
 EIC  H52   C5   C6    109.32  3.000
 EIC  H51   C5   C6    109.39  3.000
 EIC  H52   C5   C4    109.31  3.000
 EIC  H51   C5   C4    109.38  3.000
 EIC  C6    C5   C4    113.12  3.000
 EIC  H62   C6   H61   106.04  3.000
 EIC  H62   C6   C7    109.24  3.000
 EIC  H61   C6   C7    109.33  3.000
 EIC  H62   C6   C5    109.33  3.000
 EIC  H61   C6   C5    109.28  3.000
 EIC  C7    C6   C5    113.35  3.000
 EIC  H72   C7   H71   106.22  3.000
 EIC  H72   C7   C8    109.22  3.000
 EIC  H71   C7   C8    109.34  3.000
 EIC  H72   C7   C6    109.39  3.000
 EIC  H71   C7   C6    109.62  3.000
 EIC  C8    C7   C6    112.83  3.000
 EIC  H82   C8   H81   106.16  3.000
 EIC  H82   C8   C9    111.04  3.000
 EIC  H81   C8   C9    109.00  3.000
 EIC  H82   C8   C7    109.61  3.000
 EIC  H81   C8   C7    108.54  3.000
 EIC  C9    C8   C7    112.28  3.000
 EIC  H91   C9   C10   117.20  3.000
 EIC  H91   C9   C8    115.05  3.000
 EIC  C10   C9   C8    127.75  3.000
 EIC  H1O1  C10  C11   114.80  3.000
 EIC  H1O1  C10  C9    117.81  3.000
 EIC  C11   C10  C9    127.32  3.000
 EIC  H112  C11  H111  106.72  3.000
 EIC  H112  C11  C12   110.78  3.000
 EIC  H111  C11  C12   109.31  3.000
 EIC  H112  C11  C10   109.56  3.000
 EIC  H111  C11  C10   110.74  3.000
 EIC  C12   C11  C10   109.70  3.000
 EIC  H121  C12  C13   117.72  3.000
 EIC  H121  C12  C11   114.58  3.000
 EIC  C13   C12  C11   127.66  3.000
 EIC  H131  C13  C14   114.70  3.000
 EIC  H131  C13  C12   117.13  3.000
 EIC  C14   C13  C12   128.16  3.000
 EIC  H142  C14  H141  106.22  3.000
 EIC  H142  C14  C15   108.54  3.000
 EIC  H141  C14  C15   109.67  3.000
 EIC  H142  C14  C13   109.10  3.000
 EIC  H141  C14  C13   111.43  3.000
 EIC  C15   C14  C13   111.68  3.000
 EIC  H152  C15  H151  106.17  3.000
 EIC  H152  C15  C16   109.52  3.000
 EIC  H151  C15  C16   109.36  3.000
 EIC  H152  C15  C14   109.26  3.000
 EIC  H151  C15  C14   109.09  3.000
 EIC  C16   C15  C14   113.20  3.000
 EIC  H162  C16  H161  106.09  3.000
 EIC  H162  C16  C17   109.32  3.000
 EIC  H161  C16  C17   109.42  3.000
 EIC  H162  C16  C15   109.39  3.000
 EIC  H161  C16  C15   109.37  3.000
 EIC  C17   C16  C15   113.01  3.000
 EIC  H172  C17  H171  106.06  3.000
 EIC  H172  C17  C18   109.50  3.000
 EIC  H171  C17  C18   109.58  3.000
 EIC  H172  C17  C16   109.36  3.000
 EIC  H171  C17  C16   109.16  3.000
 EIC  C18   C17  C16   112.95  3.000
 EIC  H183  C18  H182  107.53  3.000
 EIC  H183  C18  H181  107.61  3.000
 EIC  H182  C18  H181  107.61  3.000
 EIC  H183  C18  C17   111.12  3.000
 EIC  H182  C18  C17   111.19  3.000
 EIC  H181  C18  C17   111.58  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
 EIC  Var_01  C11   C10  C9   C8      2.62   0.0  2
 EIC  Var_02  C14   C13  C12  C11     3.07   0.0  2
 EIC  Var_03  C4    C3   C2   C1    179.81  30.0  3
 EIC  Var_04  C5    C4   C3   C2   -179.62  30.0  3
 EIC  Var_05  O1    C1   C2   C3     -0.35  30.0  2
 EIC  Var_06  C6    C5   C4   C3   -179.44  30.0  3
 EIC  Var_07  C7    C6   C5   C4   -179.29  30.0  3
 EIC  Var_08  C8    C7   C6   C5   -178.52  30.0  3
 EIC  Var_09  C9    C8   C7   C6    177.98  30.0  3
 EIC  Var_10  C10   C9   C8   C7    126.54  30.0  3
 EIC  Var_11  C12   C11  C10  C9    105.67  30.0  3
 EIC  Var_12  C13   C12  C11  C10   112.16  30.0  3
 EIC  Var_13  C15   C14  C13  C12   123.05  30.0  3
 EIC  Var_14  C16   C15  C14  C13   178.68  30.0  3
 EIC  Var_15  C17   C16  C15  C14  -177.56  30.0  3
 EIC  Var_16  C18   C17  C16  C15  -179.19  30.0  3
 EIC  Var_17  H181  C18  C17  C16  -178.65  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
 EIC  plan-1  C1    0.020
 EIC  plan-1  C2    0.020
 EIC  plan-1  O1    0.020
 EIC  plan-1  O2    0.020
 EIC  plan-2  C8    0.020
 EIC  plan-2  C9    0.020
 EIC  plan-2  C10   0.020
 EIC  plan-2  C11   0.020
 EIC  plan-2  H91   0.020
 EIC  plan-2  H1O1  0.020
 EIC  plan-3  C11   0.020
 EIC  plan-3  C12   0.020
 EIC  plan-3  C13   0.020
 EIC  plan-3  C14   0.020
 EIC  plan-3  H121  0.020
 EIC  plan-3  H131  0.020

