# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 11:14:41 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: (12E)-10-oxooctadec-12-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC\C=C\CC(=O)CCCCCCCCC(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
 ASY  ASY  '(12E)-10-oxooctadec-12-enoic acid'  ligand  52  21  .  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_ASY
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
 ASY  C9    C  CH2    0  -0.555    0.6317   1.3249  -0.1185
 ASY  C8    C  CH2    0  -0.415   -0.4878   0.4060   0.3414
 ASY  C7    C  CH2    0  -0.414   -1.8472   0.8622  -0.1750
 ASY  C6    C  CH2    0  -0.411   -2.9920  -0.0287   0.2898
 ASY  C5    C  CH2    0  -0.410   -4.3541   0.4249  -0.2205
 ASY  C4    C  CH2    0  -0.409   -5.5010  -0.4524   0.2658
 ASY  C3    C  CH2    0  -0.401   -6.8672   0.0016  -0.2348
 ASY  C2    C  CH2    0  -0.580   -7.9979  -0.8827   0.2639
 ASY  C1    C  C      0   0.409   -9.4168  -0.4950  -0.1876
 ASY  O2    O  O      0  -0.610   -9.5560   0.5546  -0.8461
 ASY  O1    O  OC    -1  -0.635  -10.3307  -1.2756   0.1563
 ASY  C10   C  C      0   0.405    2.0119   0.9484   0.3563
 ASY  O10   O  O      0  -0.402    2.2282  -0.0479   1.0075
 ASY  C11   C  CH2    0  -0.628    3.1169   1.9066  -0.0369
 ASY  C12   C  C1     0  -0.198    4.4744   1.5089   0.4406
 ASY  C13   C  C1     0  -0.206    5.5024   1.2549  -0.3626
 ASY  C14   C  CH2    0  -0.480    6.8729   0.8639   0.0895
 ASY  C15   C  CH2    0  -0.414    7.2683  -0.5339  -0.3890
 ASY  C16   C  CH2    0  -0.407    8.6909  -0.9153   0.0004
 ASY  C17   C  CH2    0  -0.419    9.0914  -2.3068  -0.4752
 ASY  C18   C  CH3    0  -0.661   10.5155  -2.6808  -0.0874
 ASY  H9    H  HCH2   0   0.265    0.6642   1.3739  -1.2134
 ASY  H9A   H  HCH2   0   0.262    0.4391   2.3562   0.1985
 ASY  H8    H  HCH2   0   0.221   -0.2947  -0.6156   0.0036
 ASY  H8A   H  HCH2   0   0.220   -0.5089   0.3699   1.4342
 ASY  H7    H  HCH2   0   0.210   -2.0336   1.8913   0.1516
 ASY  H7A   H  HCH2   0   0.210   -1.8308   0.8910  -1.2700
 ASY  H6    H  HCH2   0   0.207   -2.8077  -1.0588  -0.0345
 ASY  H6A   H  HCH2   0   0.206   -3.0068  -0.0549   1.3851
 ASY  H5    H  HCH2   0   0.204   -4.5306   1.4602   0.0923
 ASY  H5A   H  HCH2   0   0.204   -4.3464   0.4379  -1.3161
 ASY  H4    H  HCH2   0   0.202   -5.3233  -1.4876  -0.0473
 ASY  H4A   H  HCH2   0   0.201   -5.5018  -0.4673   1.3618
 ASY  H3    H  HCH2   0   0.200   -7.0394   1.0356   0.0769
 ASY  H3A   H  HCH2   0   0.199   -6.8641   0.0152  -1.3290
 ASY  H2    H  HCH2   0   0.213   -7.8151  -1.9208  -0.0372
 ASY  H2A   H  HCH2   0   0.216   -7.9872  -0.9048   1.3607
 ASY  H11   H  HCH2   0   0.280    3.0991   2.0177  -1.1260
 ASY  H11A  H  HCH2   0   0.276    2.8405   2.8928   0.3553
 ASY  H12   H  H      0   0.236    4.6146   1.4467   1.5167
 ASY  H13   H  H      0   0.232    5.3551   1.3188  -1.4396
 ASY  H14   H  HCH2   0   0.226    7.6006   1.5861  -0.2974
 ASY  H14A  H  HCH2   0   0.227    6.9347   0.9138   1.1806
 ASY  H15   H  HCH2   0   0.216    6.5654  -1.2650   0.0228
 ASY  H15A  H  HCH2   0   0.213    7.1627  -0.5882  -1.4778
 ASY  H16   H  HCH2   0   0.208    9.3891  -0.1771  -0.4094
 ASY  H16A  H  HCH2   0   0.208    8.7968  -0.8602   1.0895
 ASY  H17   H  HCH2   0   0.211    8.3948  -3.0440  -0.0644
 ASY  H17A  H  HCH2   0   0.211    8.9826  -2.3621  -1.5629
 ASY  H18   H  HCH3   0   0.216   10.6475  -2.6642   0.9962
 ASY  H18A  H  HCH3   0   0.226   10.7747  -3.6811  -0.4358
 ASY  H18B  H  HCH3   0   0.216   11.2381  -1.9845  -0.5170

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
 ASY  C8   C9    single  1.520  0.020  1.520
 ASY  C10  C9    single  1.507  0.020  1.507
 ASY  C9   H9    single  0.970  0.020  1.090
 ASY  C9   H9A   single  0.970  0.020  1.090
 ASY  C8   C7    single  1.524  0.020  1.524
 ASY  C8   H8    single  0.970  0.020  1.090
 ASY  C8   H8A   single  0.970  0.020  1.090
 ASY  C6   C7    single  1.523  0.020  1.523
 ASY  C7   H7    single  0.970  0.020  1.090
 ASY  C7   H7A   single  0.970  0.020  1.090
 ASY  C6   C5    single  1.524  0.020  1.524
 ASY  C6   H6    single  0.970  0.020  1.090
 ASY  C6   H6A   single  0.970  0.020  1.090
 ASY  C4   C5    single  1.524  0.020  1.524
 ASY  C5   H5    single  0.970  0.020  1.090
 ASY  C5   H5A   single  0.970  0.020  1.090
 ASY  C4   C3    single  1.524  0.020  1.524
 ASY  C4   H4    single  0.970  0.020  1.090
 ASY  C4   H4A   single  0.970  0.020  1.090
 ASY  C2   C3    single  1.520  0.020  1.520
 ASY  C3   H3    single  0.970  0.020  1.090
 ASY  C3   H3A   single  0.970  0.020  1.090
 ASY  C2   C1    single  1.539  0.020  1.539
 ASY  C2   H2    single  0.970  0.020  1.090
 ASY  C2   H2A   single  0.970  0.020  1.090
 ASY  O2   C1    deloc   1.247  0.020  1.247
 ASY  C1   O1    deloc   1.250  0.020  1.250
 ASY  C11  C10   single  1.514  0.020  1.514
 ASY  C10  O10   double  1.210  0.020  1.210
 ASY  C12  C11   single  1.493  0.020  1.493
 ASY  C11  H11   single  0.970  0.020  1.090
 ASY  C11  H11A  single  0.970  0.020  1.090
 ASY  C13  C12   double  1.329  0.020  1.329
 ASY  C12  H12   single  0.930  0.020  1.080
 ASY  C14  C13   single  1.495  0.020  1.495
 ASY  C13  H13   single  0.930  0.020  1.080
 ASY  C15  C14   single  1.529  0.020  1.529
 ASY  C14  H14   single  0.970  0.020  1.090
 ASY  C14  H14A  single  0.970  0.020  1.090
 ASY  C16  C15   single  1.523  0.020  1.523
 ASY  C15  H15   single  0.970  0.020  1.090
 ASY  C15  H15A  single  0.970  0.020  1.090
 ASY  C17  C16   single  1.524  0.020  1.524
 ASY  C16  H16   single  0.970  0.020  1.090
 ASY  C16  H16A  single  0.970  0.020  1.090
 ASY  C18  C17   single  1.523  0.020  1.523
 ASY  C17  H17   single  0.970  0.020  1.090
 ASY  C17  H17A  single  0.970  0.020  1.090
 ASY  C18  H18   single  0.970  0.020  1.090
 ASY  C18  H18A  single  0.970  0.020  1.090
 ASY  C18  H18B  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
 ASY  H9A   C9   H9    104.59  3.000
 ASY  H9A   C9   C10   107.75  3.000
 ASY  H9    C9   C10   107.38  3.000
 ASY  H9A   C9   C8    110.61  3.000
 ASY  H9    C9   C8    110.55  3.000
 ASY  C10   C9   C8    115.35  3.000
 ASY  H8A   C8   H8    106.35  3.000
 ASY  H8A   C8   C7    109.35  3.000
 ASY  H8    C8   C7    109.42  3.000
 ASY  H8A   C8   C9    109.67  3.000
 ASY  H8    C8   C9    109.96  3.000
 ASY  C7    C8   C9    111.93  3.000
 ASY  H7A   C7   H7    106.02  3.000
 ASY  H7A   C7   C6    109.37  3.000
 ASY  H7    C7   C6    109.30  3.000
 ASY  H7A   C7   C8    109.46  3.000
 ASY  H7    C7   C8    109.38  3.000
 ASY  C6    C7   C8    113.07  3.000
 ASY  H6A   C6   H6    106.00  3.000
 ASY  H6A   C6   C5    109.26  3.000
 ASY  H6    C6   C5    109.34  3.000
 ASY  H6A   C6   C7    109.22  3.000
 ASY  H6    C6   C7    109.46  3.000
 ASY  C5    C6   C7    113.30  3.000
 ASY  H5A   C5   H5    105.98  3.000
 ASY  H5A   C5   C4    109.34  3.000
 ASY  H5    C5   C4    109.37  3.000
 ASY  H5A   C5   C6    109.40  3.000
 ASY  H5    C5   C6    109.25  3.000
 ASY  C4    C5   C6    113.24  3.000
 ASY  H4A   C4   H4    105.84  3.000
 ASY  H4A   C4   C3    109.37  3.000
 ASY  H4    C4   C3    109.44  3.000
 ASY  H4A   C4   C5    109.12  3.000
 ASY  H4    C4   C5    109.31  3.000
 ASY  C3    C4   C5    113.47  3.000
 ASY  H3A   C3   H3    105.88  3.000
 ASY  H3A   C3   C2    109.73  3.000
 ASY  H3    C3   C2    109.85  3.000
 ASY  H3A   C3   C4    109.24  3.000
 ASY  H3    C3   C4    109.22  3.000
 ASY  C2    C3   C4    112.70  3.000
 ASY  H2A   C2   H2    104.71  3.000
 ASY  H2A   C2   C1    107.91  3.000
 ASY  H2    C2   C1    108.17  3.000
 ASY  H2A   C2   C3    109.43  3.000
 ASY  H2    C2   C3    109.68  3.000
 ASY  C1    C2   C3    116.31  3.000
 ASY  O1    C1   O2    126.11  3.000
 ASY  O1    C1   C2    115.86  3.000
 ASY  O2    C1   C2    118.03  3.000
 ASY  C11   C10  O10   122.02  3.000
 ASY  O10   C10  C9    122.62  3.000
 ASY  C11   C10  C9    115.36  3.000
 ASY  H11A  C11  H11   105.09  3.000
 ASY  H11A  C11  C12   110.75  3.000
 ASY  H11   C11  C12   111.10  3.000
 ASY  H11A  C11  C10   106.99  3.000
 ASY  H11   C11  C10   108.10  3.000
 ASY  C12   C11  C10   114.32  3.000
 ASY  H12   C12  C13   119.18  3.000
 ASY  H12   C12  C11   116.69  3.000
 ASY  C13   C12  C11   124.12  3.000
 ASY  H13   C13  C14   116.00  3.000
 ASY  H13   C13  C12   118.81  3.000
 ASY  C14   C13  C12   125.18  3.000
 ASY  H14A  C14  H14   106.53  3.000
 ASY  H14A  C14  C15   109.82  3.000
 ASY  H14   C14  C15   108.67  3.000
 ASY  H14A  C14  C13   109.97  3.000
 ASY  H14   C14  C13   109.25  3.000
 ASY  C15   C14  C13   112.42  3.000
 ASY  H15A  C15  H15   106.20  3.000
 ASY  H15A  C15  C16   109.37  3.000
 ASY  H15   C15  C16   109.65  3.000
 ASY  H15A  C15  C14   109.35  3.000
 ASY  H15   C15  C14   109.07  3.000
 ASY  C16   C15  C14   112.97  3.000
 ASY  H16A  C16  H16   106.04  3.000
 ASY  H16A  C16  C17   109.32  3.000
 ASY  H16   C16  C17   109.33  3.000
 ASY  H16A  C16  C15   109.38  3.000
 ASY  H16   C16  C15   109.31  3.000
 ASY  C17   C16  C15   113.22  3.000
 ASY  H17A  C17  H17   106.00  3.000
 ASY  H17A  C17  C18   109.49  3.000
 ASY  H17   C17  C18   109.53  3.000
 ASY  H17A  C17  C16   109.27  3.000
 ASY  H17   C17  C16   109.31  3.000
 ASY  C18   C17  C16   112.99  3.000
 ASY  H18B  C18  H18A  107.58  3.000
 ASY  H18B  C18  H18   107.51  3.000
 ASY  H18A  C18  H18   107.60  3.000
 ASY  H18B  C18  C17   111.24  3.000
 ASY  H18A  C18  C17   111.49  3.000
 ASY  H18   C18  C17   111.24  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
 ASY  Var_01  C14  C13  C12  C11   179.58   0.0  2
 ASY  Var_02  C6   C7   C8   C9   -179.07  30.0  3
 ASY  Var_03  C12  C11  C10  C9   -179.78  30.0  1
 ASY  Var_04  C11  C10  C9   C8   -176.72  30.0  1
 ASY  Var_05  C5   C6   C7   C8    179.84  30.0  1
 ASY  Var_06  C10  C9   C8   C7    179.66  30.0  3
 ASY  Var_07  C4   C5   C6   C7   -178.96  30.0  3
 ASY  Var_08  C3   C4   C5   C6    179.65  30.0  1
 ASY  Var_09  C2   C3   C4   C5   -179.82  30.0  3
 ASY  Var_10  C1   C2   C3   C4    179.75  30.0  1
 ASY  Var_11  O2   C1   C2   C3     -4.78  30.0  3
 ASY  Var_12  C13  C12  C11  C10   119.31  30.0  2
 ASY  Var_13  C15  C14  C13  C12   117.08  30.0  2
 ASY  Var_14  C16  C15  C14  C13   176.89  30.0  1
 ASY  Var_15  C17  C16  C15  C14  -179.93  30.0  1
 ASY  Var_16  C18  C17  C16  C15   179.81  30.0  1
 ASY  Var_17  H18  C18  C17  C16    59.67  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
 ASY  plan-1  C9   0.020
 ASY  plan-1  C10  0.020
 ASY  plan-1  O10  0.020
 ASY  plan-1  C11  0.020
 ASY  plan-2  C2   0.020
 ASY  plan-2  C1   0.020
 ASY  plan-2  O2   0.020
 ASY  plan-2  O1   0.020
 ASY  plan-3  C11  0.020
 ASY  plan-3  C12  0.020
 ASY  plan-3  C13  0.020
 ASY  plan-3  C14  0.020
 ASY  plan-3  H12  0.020
 ASY  plan-3  H13  0.020

