# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 17:39:49 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: (7E,11Z,14Z,17Z,20Z)-5-oxotricosa-7,11,14,17,20-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)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
 5OX  5OX  '(7E,11Z,14Z,17Z,20Z)-5-oxotricosa-7,11,14,17,20-pentaenoic acid'  ligand  59  26  .  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_5OX
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
 5OX  O24  O  O      0  -0.608    7.9870   3.5138  -1.4025
 5OX  C23  C  C      0   0.412    8.9113   2.6779  -1.3774
 5OX  O25  O  OC    -1  -0.634   10.1089   2.8927  -1.6618
 5OX  C22  C  CH2    0  -0.584    8.5697   1.2367  -0.9609
 5OX  C21  C  CH2    0  -0.406    7.1194   0.9743  -0.5881
 5OX  C20  C  CH2    0  -0.554    6.9081  -0.4783  -0.1922
 5OX  C19  C  C      0   0.405    5.5050  -0.8466   0.2141
 5OX  O26  O  O      0  -0.403    4.5873  -0.0590   0.1868
 5OX  C18  C  CH2    0  -0.628    5.3176  -2.2807   0.6654
 5OX  C17  C  C1     0  -0.195    3.9249  -2.6169   1.0843
 5OX  C16  C  C1     0  -0.209    3.1785  -3.5550   0.5107
 5OX  C15  C  CH2    0  -0.480    1.7853  -3.9121   0.9179
 5OX  C14  C  CH2    0  -0.492    0.7716  -3.6442  -0.2042
 5OX  C13  C  C1     0  -0.214   -0.6023  -4.1075   0.1645
 5OX  C12  C  C1     0  -0.203   -1.6768  -3.3544   0.3931
 5OX  C11  C  CH2    0  -0.577   -1.7765  -1.8581   0.3041
 5OX  C10  C  C1     0  -0.203   -2.6171  -1.4545  -0.8728
 5OX  C9   C  C1     0  -0.204   -3.8247  -0.8937  -0.8540
 5OX  C8   C  CH2    0  -0.577   -4.6283  -0.4925   0.3495
 5OX  C7   C  C1     0  -0.204   -4.7055   1.0036   0.4568
 5OX  C6   C  C1     0  -0.203   -5.7781   1.7729   0.2807
 5OX  C5   C  CH2    0  -0.581   -7.1781   1.3284  -0.0328
 5OX  C4   C  C1     0  -0.203   -8.0711   1.5212   1.1601
 5OX  C3   C  C1     0  -0.212   -9.0333   2.4303   1.3084
 5OX  C2   C  CH2    0  -0.490   -9.4825   3.4550   0.3133
 5OX  C1   C  CH3    0  -0.656  -10.8938   3.1681  -0.1980
 5OX  H2   H  HCH2   0   0.220    8.8673   0.5677  -1.7774
 5OX  H3   H  HCH2   0   0.219    9.2210   0.9586  -0.1241
 5OX  H4   H  HCH2   0   0.214    6.8222   1.6269   0.2357
 5OX  H5   H  HCH2   0   0.214    6.4682   1.2292  -1.4267
 5OX  H6   H  HCH2   0   0.261    7.1997  -1.1489  -1.0099
 5OX  H7   H  HCH2   0   0.258    7.5743  -0.7549   0.6337
 5OX  H8   H  HCH2   0   0.281    5.6572  -2.9368  -0.1428
 5OX  H9   H  HCH2   0   0.276    6.0233  -2.4536   1.4868
 5OX  H10  H  H      0   0.237    3.5221  -2.0597   1.9259
 5OX  H11  H  H      0   0.234    3.5841  -4.1098  -0.3341
 5OX  H12  H  HCH2   0   0.234    1.7432  -4.9740   1.1826
 5OX  H13  H  HCH2   0   0.236    1.4945  -3.3552   1.8123
 5OX  H14  H  HCH2   0   0.238    0.7834  -2.5817  -0.4525
 5OX  H15  H  HCH2   0   0.238    1.0975  -4.1742  -1.1054
 5OX  H16  H  H      0   0.234   -0.7127  -5.1833   0.2747
 5OX  H17  H  H      0   0.236   -2.6039  -3.8572   0.6535
 5OX  H18  H  HCH2   0   0.252   -2.1981  -1.4721   1.2347
 5OX  H19  H  HCH2   0   0.252   -0.7857  -1.4094   0.2043
 5OX  H20  H  H      0   0.239   -2.1779  -1.6750  -1.8415
 5OX  H21  H  H      0   0.239   -4.2919  -0.6682  -1.8084
 5OX  H22  H  HCH2   0   0.252   -5.6273  -0.9273   0.2737
 5OX  H23  H  HCH2   0   0.253   -4.1872  -0.8931   1.2648
 5OX  H24  H  H      0   0.239   -3.7629   1.4932   0.6849
 5OX  H25  H  H      0   0.238   -5.6561   2.8457   0.3996
 5OX  H26  H  HCH2   0   0.253   -7.5500   1.8922  -0.8911
 5OX  H27  H  HCH2   0   0.251   -7.1947   0.2764  -0.3257
 5OX  H28  H  H      0   0.235   -7.8748   0.8460   1.9882
 5OX  H29  H  H      0   0.231   -9.5835   2.4285   2.2462
 5OX  H30  H  HCH2   0   0.234   -9.4717   4.4394   0.7909
 5OX  H31  H  HCH2   0   0.231   -8.7910   3.5180  -0.5285
 5OX  H32  H  HCH3   0   0.229  -11.2277   3.9436  -0.8880
 5OX  H33  H  HCH3   0   0.223  -10.9314   2.2125  -0.7225
 5OX  H34  H  HCH3   0   0.222  -11.6102   3.1239   0.6237

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
 5OX  C6   C7   double  1.332  0.020  1.332
 5OX  C6   C5   single  1.502  0.020  1.502
 5OX  C7   C8   single  1.502  0.020  1.502
 5OX  C4   C5   single  1.503  0.020  1.503
 5OX  C4   C3   double  1.332  0.020  1.332
 5OX  C8   C9   single  1.502  0.020  1.502
 5OX  C11  C12  single  1.502  0.020  1.502
 5OX  C11  C10  single  1.502  0.020  1.502
 5OX  C3   C2   single  1.497  0.020  1.497
 5OX  C12  C13  double  1.332  0.020  1.332
 5OX  C9   C10  double  1.332  0.020  1.332
 5OX  C2   C1   single  1.528  0.020  1.528
 5OX  C13  C14  single  1.496  0.020  1.496
 5OX  C14  C15  single  1.536  0.020  1.536
 5OX  C15  C16  single  1.495  0.020  1.495
 5OX  C16  C17  double  1.329  0.020  1.329
 5OX  C17  C18  single  1.493  0.020  1.493
 5OX  C18  C19  single  1.515  0.020  1.515
 5OX  C19  O26  double  1.210  0.020  1.210
 5OX  C19  C20  single  1.507  0.020  1.507
 5OX  C20  C21  single  1.520  0.020  1.520
 5OX  C21  C22  single  1.520  0.020  1.520
 5OX  C22  C23  single  1.539  0.020  1.539
 5OX  C23  O24  deloc   1.246  0.020  1.246
 5OX  C23  O25  deloc   1.250  0.020  1.250
 5OX  C22  H2   single  0.970  0.020  1.090
 5OX  C22  H3   single  0.970  0.020  1.090
 5OX  C21  H4   single  0.970  0.020  1.090
 5OX  C21  H5   single  0.970  0.020  1.090
 5OX  C20  H6   single  0.970  0.020  1.090
 5OX  C20  H7   single  0.970  0.020  1.090
 5OX  C18  H8   single  0.970  0.020  1.090
 5OX  C18  H9   single  0.970  0.020  1.090
 5OX  C17  H10  single  0.930  0.020  1.080
 5OX  C16  H11  single  0.930  0.020  1.080
 5OX  C15  H12  single  0.970  0.020  1.090
 5OX  C15  H13  single  0.970  0.020  1.090
 5OX  C14  H14  single  0.970  0.020  1.090
 5OX  C14  H15  single  0.970  0.020  1.090
 5OX  C13  H16  single  0.930  0.020  1.080
 5OX  C12  H17  single  0.930  0.020  1.080
 5OX  C11  H18  single  0.970  0.020  1.090
 5OX  C11  H19  single  0.970  0.020  1.090
 5OX  C10  H20  single  0.930  0.020  1.080
 5OX  C9   H21  single  0.930  0.020  1.080
 5OX  C8   H22  single  0.970  0.020  1.090
 5OX  C8   H23  single  0.970  0.020  1.090
 5OX  C7   H24  single  0.930  0.020  1.080
 5OX  C6   H25  single  0.930  0.020  1.080
 5OX  C5   H26  single  0.970  0.020  1.090
 5OX  C5   H27  single  0.970  0.020  1.090
 5OX  C4   H28  single  0.930  0.020  1.080
 5OX  C3   H29  single  0.930  0.020  1.080
 5OX  C2   H30  single  0.970  0.020  1.090
 5OX  C2   H31  single  0.970  0.020  1.090
 5OX  C1   H32  single  0.970  0.020  1.090
 5OX  C1   H33  single  0.970  0.020  1.090
 5OX  C1   H34  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
 5OX  C22  C23  O25  115.82  3.000
 5OX  O25  C23  O24  126.22  3.000
 5OX  C22  C23  O24  117.97  3.000
 5OX  H3   C22  H2   104.61  3.000
 5OX  H3   C22  C21  109.63  3.000
 5OX  H2   C22  C21  109.64  3.000
 5OX  H3   C22  C23  108.20  3.000
 5OX  H2   C22  C23  108.03  3.000
 5OX  C21  C22  C23  116.10  3.000
 5OX  H5   C21  H4   106.11  3.000
 5OX  H5   C21  C20  109.89  3.000
 5OX  H4   C21  C20  109.68  3.000
 5OX  H5   C21  C22  109.90  3.000
 5OX  H4   C21  C22  109.96  3.000
 5OX  C20  C21  C22  111.18  3.000
 5OX  H7   C20  H6   104.23  3.000
 5OX  H7   C20  C19  107.52  3.000
 5OX  H6   C20  C19  107.41  3.000
 5OX  H7   C20  C21  110.66  3.000
 5OX  H6   C20  C21  110.68  3.000
 5OX  C19  C20  C21  115.67  3.000
 5OX  C18  C19  O26  121.95  3.000
 5OX  O26  C19  C20  122.77  3.000
 5OX  C18  C19  C20  115.28  3.000
 5OX  H9   C18  H8   105.00  3.000
 5OX  H9   C18  C17  110.78  3.000
 5OX  H8   C18  C17  111.19  3.000
 5OX  H9   C18  C19  107.02  3.000
 5OX  H8   C18  C19  108.00  3.000
 5OX  C17  C18  C19  114.34  3.000
 5OX  H10  C17  C16  119.21  3.000
 5OX  H10  C17  C18  116.59  3.000
 5OX  C16  C17  C18  124.19  3.000
 5OX  H11  C16  C15  115.90  3.000
 5OX  H11  C16  C17  119.03  3.000
 5OX  C15  C16  C17  125.06  3.000
 5OX  H13  C15  H12  106.62  3.000
 5OX  H13  C15  C14  109.48  3.000
 5OX  H12  C15  C14  108.68  3.000
 5OX  H13  C15  C16  110.44  3.000
 5OX  H12  C15  C16  109.47  3.000
 5OX  C14  C15  C16  111.99  3.000
 5OX  H15  C14  H14  106.31  3.000
 5OX  H15  C14  C13  109.03  3.000
 5OX  H14  C14  C13  111.56  3.000
 5OX  H15  C14  C15  108.69  3.000
 5OX  H14  C14  C15  109.21  3.000
 5OX  C13  C14  C15  111.84  3.000
 5OX  H16  C13  C12  117.40  3.000
 5OX  H16  C13  C14  115.13  3.000
 5OX  C12  C13  C14  127.45  3.000
 5OX  H17  C12  C11  114.75  3.000
 5OX  H17  C12  C13  117.90  3.000
 5OX  C11  C12  C13  127.34  3.000
 5OX  H19  C11  H18  106.43  3.000
 5OX  H19  C11  C10  109.01  3.000
 5OX  H18  C11  C10  110.90  3.000
 5OX  H19  C11  C12  110.76  3.000
 5OX  H18  C11  C12  109.10  3.000
 5OX  C10  C11  C12  110.57  3.000
 5OX  H20  C10  C9   117.69  3.000
 5OX  H20  C10  C11  114.72  3.000
 5OX  C9   C10  C11  127.58  3.000
 5OX  H21  C9   C8   114.74  3.000
 5OX  H21  C9   C10  117.71  3.000
 5OX  C8   C9   C10  127.53  3.000
 5OX  H23  C8   H22  106.36  3.000
 5OX  H23  C8   C7   109.04  3.000
 5OX  H22  C8   C7   110.76  3.000
 5OX  H23  C8   C9   110.95  3.000
 5OX  H22  C8   C9   109.12  3.000
 5OX  C7   C8   C9   110.54  3.000
 5OX  H24  C7   C6   117.79  3.000
 5OX  H24  C7   C8   114.79  3.000
 5OX  C6   C7   C8   127.40  3.000
 5OX  H25  C6   C5   114.82  3.000
 5OX  H25  C6   C7   117.75  3.000
 5OX  C5   C6   C7   127.41  3.000
 5OX  H27  C5   H26  106.33  3.000
 5OX  H27  C5   C4   109.12  3.000
 5OX  H26  C5   C4   110.82  3.000
 5OX  H27  C5   C6   110.81  3.000
 5OX  H26  C5   C6   109.19  3.000
 5OX  C4   C5   C6   110.51  3.000
 5OX  H28  C4   C3   118.03  3.000
 5OX  H28  C4   C5   114.71  3.000
 5OX  C3   C4   C5   127.25  3.000
 5OX  H29  C3   C2   114.99  3.000
 5OX  H29  C3   C4   117.41  3.000
 5OX  C2   C3   C4   127.58  3.000
 5OX  H31  C2   H30  106.16  3.000
 5OX  H31  C2   C1   109.75  3.000
 5OX  H30  C2   C1   108.91  3.000
 5OX  H31  C2   C3   111.23  3.000
 5OX  H30  C2   C3   108.83  3.000
 5OX  C1   C2   C3   111.78  3.000
 5OX  H34  C1   H33  107.70  3.000
 5OX  H34  C1   H32  107.72  3.000
 5OX  H33  C1   H32  107.95  3.000
 5OX  H34  C1   C2   111.22  3.000
 5OX  H33  C1   C2   110.93  3.000
 5OX  H32  C1   C2   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
 5OX  Var_01  C15  C16  C17  C18   179.70   0.0  2
 5OX  Var_02  C11  C12  C13  C14     1.56   0.0  2
 5OX  Var_03  C8   C9   C10  C11     1.80   0.0  2
 5OX  Var_04  C5   C6   C7   C8      1.74   0.0  2
 5OX  Var_05  C2   C3   C4   C5      1.73   0.0  2
 5OX  Var_06  C21  C22  C23  O24    -1.17  30.0  2
 5OX  Var_07  C20  C21  C22  C23  -179.83  30.0  1
 5OX  Var_08  C19  C20  C21  C22   179.27  30.0  1
 5OX  Var_09  C18  C19  C20  C21  -177.41  30.0  1
 5OX  Var_10  C17  C18  C19  C20   179.05  30.0  1
 5OX  Var_11  C16  C17  C18  C19   120.05  30.0  1
 5OX  Var_12  C14  C15  C16  C17   117.28  30.0  1
 5OX  Var_13  C13  C14  C15  C16   175.27  30.0  2
 5OX  Var_14  C12  C13  C14  C15   112.29  30.0  1
 5OX  Var_15  C10  C11  C12  C13   110.12  30.0  2
 5OX  Var_16  C9   C10  C11  C12   110.89  30.0  3
 5OX  Var_17  C7   C8   C9   C10   109.95  30.0  2
 5OX  Var_18  C6   C7   C8   C9    110.97  30.0  1
 5OX  Var_19  C4   C5   C6   C7    108.41  30.0  3
 5OX  Var_20  C3   C4   C5   C6    108.46  30.0  2
 5OX  Var_21  C1   C2   C3   C4    111.98  30.0  3
 5OX  Var_22  H32  C1   C2   C3    177.50  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
 5OX  plan-1  C20  0.020
 5OX  plan-1  C19  0.020
 5OX  plan-1  O26  0.020
 5OX  plan-1  C18  0.020
 5OX  plan-2  O24  0.020
 5OX  plan-2  C23  0.020
 5OX  plan-2  O25  0.020
 5OX  plan-2  C22  0.020
 5OX  plan-3  C8   0.020
 5OX  plan-3  C7   0.020
 5OX  plan-3  C6   0.020
 5OX  plan-3  C5   0.020
 5OX  plan-3  H24  0.020
 5OX  plan-3  H25  0.020
 5OX  plan-4  C5   0.020
 5OX  plan-4  C4   0.020
 5OX  plan-4  C3   0.020
 5OX  plan-4  C2   0.020
 5OX  plan-4  H28  0.020
 5OX  plan-4  H29  0.020
 5OX  plan-5  C14  0.020
 5OX  plan-5  C13  0.020
 5OX  plan-5  C12  0.020
 5OX  plan-5  C11  0.020
 5OX  plan-5  H16  0.020
 5OX  plan-5  H17  0.020
 5OX  plan-6  C11  0.020
 5OX  plan-6  C10  0.020
 5OX  plan-6  C9   0.020
 5OX  plan-6  C8   0.020
 5OX  plan-6  H20  0.020
 5OX  plan-6  H21  0.020
 5OX  plan-7  C18  0.020
 5OX  plan-7  C17  0.020
 5OX  plan-7  C16  0.020
 5OX  plan-7  C15  0.020
 5OX  plan-7  H10  0.020
 5OX  plan-7  H11  0.020

