# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 20 17:14:08 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: (2Z)-2-hydroxy-4-[4-(octyloxy)phenyl]-4-oxobut-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCOc1ccc(cc1)C(=O)\C=C(O)\C(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
 0YY  0YY  '(2Z)-2-hydroxy-4-[4-(octyloxy)phenyl]-4-oxobut-2-enoic acid'  ligand  46  23  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0YY
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
 0YY  OAB  O  O      0  -0.574    7.1813  -2.0002  -0.2760
 0YY  CAS  C  C      0   0.391    7.5145  -0.8051  -0.2354
 0YY  OAD  O  OC    -1  -0.577    8.6497  -0.3124  -0.2564
 0YY  CAU  C  C      0   0.221    6.3579   0.2035  -0.1447
 0YY  OAE  O  OH1    0  -0.586    6.7160   1.4651  -0.1046
 0YY  CAF  C  C1     0  -0.538    5.0531  -0.1957  -0.1086
 0YY  CAT  C  C      0   0.416    3.9932   0.7700  -0.0256
 0YY  OAC  O  O      0  -0.513    4.2470   1.9888   0.0192
 0YY  CAW  C  CR6    0  -0.016    2.5784   0.3343   0.0045
 0YY  CAJ  C  CR16   0  -0.234    1.5730   1.2983   0.0486
 0YY  CAH  C  CR16   0  -0.346    0.2331   0.9530   0.0738
 0YY  CAI  C  CR16   0  -0.266    2.1906  -1.0095  -0.0101
 0YY  CAG  C  CR16   0  -0.309    0.8611  -1.3712   0.0156
 0YY  CAV  C  CR6    0   0.400   -0.1353  -0.3921   0.0562
 0YY  OAR  O  O2     0  -0.459   -1.4001  -0.8328   0.0745
 0YY  CAQ  C  CH2    0  -0.157   -2.4641   0.1022   0.0906
 0YY  CAP  C  CH2    0  -0.447   -3.7707  -0.6620   0.0596
 0YY  CAO  C  CH2    0  -0.419   -4.9717   0.2765   0.0720
 0YY  CAN  C  CH2    0  -0.404   -6.3004  -0.4666   0.0247
 0YY  CAM  C  CH2    0  -0.404   -7.5078   0.4623   0.0348
 0YY  CAL  C  CH2    0  -0.399   -8.8351  -0.2821  -0.0272
 0YY  CAK  C  CH2    0  -0.412  -10.0476   0.6409  -0.0170
 0YY  CAA  C  CH3    0  -0.644  -11.3648  -0.1178  -0.0915
 0YY  H2   H  HOH1   0   0.469    5.8702   1.9887  -0.0446
 0YY  H3   H  H      0   0.246    4.8626  -1.2545  -0.1478
 0YY  H4   H  HCR6   0   0.250    1.8366   2.3468   0.0613
 0YY  H5   H  HCR6   0   0.255   -0.5016   1.7444   0.1059
 0YY  H6   H  HCR6   0   0.237    2.9261  -1.8005  -0.0407
 0YY  H7   H  HCR6   0   0.250    0.5803  -2.4162   0.0046
 0YY  H8   H  HCH2   0   0.207   -2.4117   0.7258   0.9917
 0YY  H9   H  HCH2   0   0.208   -2.3980   0.7711  -0.7763
 0YY  H10  H  HCH2   0   0.227   -3.8020  -1.2900  -0.8353
 0YY  H11  H  HCH2   0   0.226   -3.8201  -1.3355   0.9198
 0YY  H12  H  HCH2   0   0.209   -4.9394   0.9047   0.9689
 0YY  H13  H  HCH2   0   0.209   -4.9108   0.9626  -0.7799
 0YY  H14  H  HCH2   0   0.207   -6.3335  -1.0944  -0.8725
 0YY  H15  H  HCH2   0   0.207   -6.3641  -1.1542   0.8750
 0YY  H16  H  HCH2   0   0.204   -7.4806   1.0853   0.9357
 0YY  H17  H  HCH2   0   0.203   -7.4395   1.1547  -0.8116
 0YY  H18  H  HCH2   0   0.202   -8.8616  -0.9035  -0.9294
 0YY  H19  H  HCH2   0   0.203   -8.9034  -0.9774   0.8169
 0YY  H20  H  HCH2   0   0.207  -10.0272   1.2557   0.8881
 0YY  H21  H  HCH2   0   0.206   -9.9774   1.3389  -0.8566
 0YY  H22  H  HCH3   0   0.210  -11.4247  -0.7134  -1.0044
 0YY  H23  H  HCH3   0   0.211  -11.4749  -0.8016   0.7522
 0YY  H24  H  HCH3   0   0.222  -12.2210   0.5569  -0.0821

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
 0YY  CAP  CAO  single    1.524  0.020  1.524
 0YY  CAP  CAQ  single    1.514  0.020  1.514
 0YY  CAO  CAN  single    1.523  0.020  1.523
 0YY  CAK  CAL  single    1.524  0.020  1.524
 0YY  CAK  CAA  single    1.522  0.020  1.522
 0YY  CAL  CAM  single    1.523  0.020  1.523
 0YY  OAR  CAQ  single    1.417  0.020  1.417
 0YY  OAR  CAV  single    1.339  0.020  1.339
 0YY  CAN  CAM  single    1.523  0.020  1.523
 0YY  CAV  CAG  aromatic  1.398  0.020  1.398
 0YY  CAV  CAH  aromatic  1.395  0.020  1.395
 0YY  CAG  CAI  aromatic  1.378  0.020  1.378
 0YY  CAH  CAJ  aromatic  1.384  0.020  1.384
 0YY  CAI  CAW  aromatic  1.399  0.020  1.399
 0YY  CAJ  CAW  aromatic  1.394  0.020  1.394
 0YY  CAW  CAT  single    1.481  0.020  1.481
 0YY  CAT  OAC  double    1.246  0.020  1.246
 0YY  CAT  CAF  single    1.436  0.020  1.436
 0YY  CAF  CAU  double    1.365  0.020  1.365
 0YY  CAU  OAE  single    1.312  0.020  1.312
 0YY  CAU  CAS  single    1.537  0.020  1.537
 0YY  OAB  CAS  deloc     1.241  0.020  1.241
 0YY  CAS  OAD  deloc     1.238  0.020  1.238
 0YY  OAE  H2   single    0.850  0.020  0.980
 0YY  CAF  H3   single    0.930  0.020  1.080
 0YY  CAJ  H4   single    0.930  0.020  1.080
 0YY  CAH  H5   single    0.930  0.020  1.080
 0YY  CAI  H6   single    0.930  0.020  1.080
 0YY  CAG  H7   single    0.930  0.020  1.080
 0YY  CAQ  H8   single    0.970  0.020  1.090
 0YY  CAQ  H9   single    0.970  0.020  1.090
 0YY  CAP  H10  single    0.970  0.020  1.090
 0YY  CAP  H11  single    0.970  0.020  1.090
 0YY  CAO  H12  single    0.970  0.020  1.090
 0YY  CAO  H13  single    0.970  0.020  1.090
 0YY  CAN  H14  single    0.970  0.020  1.090
 0YY  CAN  H15  single    0.970  0.020  1.090
 0YY  CAM  H16  single    0.970  0.020  1.090
 0YY  CAM  H17  single    0.970  0.020  1.090
 0YY  CAL  H18  single    0.970  0.020  1.090
 0YY  CAL  H19  single    0.970  0.020  1.090
 0YY  CAK  H20  single    0.970  0.020  1.090
 0YY  CAK  H21  single    0.970  0.020  1.090
 0YY  CAA  H22  single    0.970  0.020  1.090
 0YY  CAA  H23  single    0.970  0.020  1.090
 0YY  CAA  H24  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
 0YY  CAU  CAS  OAD  115.46  3.000
 0YY  OAD  CAS  OAB  128.97  3.000
 0YY  CAU  CAS  OAB  115.57  3.000
 0YY  CAF  CAU  OAE  122.77  3.000
 0YY  OAE  CAU  CAS  115.30  3.000
 0YY  CAF  CAU  CAS  121.93  3.000
 0YY  H2   OAE  CAU  105.99  3.000
 0YY  H3   CAF  CAT  122.19  3.000
 0YY  H3   CAF  CAU  117.12  3.000
 0YY  CAT  CAF  CAU  120.69  3.000
 0YY  CAW  CAT  OAC  118.81  3.000
 0YY  OAC  CAT  CAF  120.63  3.000
 0YY  CAW  CAT  CAF  120.57  3.000
 0YY  CAI  CAW  CAJ  117.70  3.000
 0YY  CAJ  CAW  CAT  119.11  3.000
 0YY  CAI  CAW  CAT  123.19  3.000
 0YY  H4   CAJ  CAH  118.54  3.000
 0YY  H4   CAJ  CAW  119.69  3.000
 0YY  CAH  CAJ  CAW  121.77  3.000
 0YY  H5   CAH  CAV  121.82  3.000
 0YY  H5   CAH  CAJ  118.44  3.000
 0YY  CAV  CAH  CAJ  119.75  3.000
 0YY  H6   CAI  CAG  117.71  3.000
 0YY  H6   CAI  CAW  120.99  3.000
 0YY  CAG  CAI  CAW  121.29  3.000
 0YY  H7   CAG  CAV  119.46  3.000
 0YY  H7   CAG  CAI  120.24  3.000
 0YY  CAV  CAG  CAI  120.30  3.000
 0YY  OAR  CAV  CAG  116.30  3.000
 0YY  CAG  CAV  CAH  119.19  3.000
 0YY  OAR  CAV  CAH  124.51  3.000
 0YY  CAQ  OAR  CAV  119.49  3.000
 0YY  H9   CAQ  H8   107.44  3.000
 0YY  H9   CAQ  CAP  110.10  3.000
 0YY  H8   CAQ  CAP  110.18  3.000
 0YY  H9   CAQ  OAR  110.38  3.000
 0YY  H8   CAQ  OAR  110.40  3.000
 0YY  CAP  CAQ  OAR  108.35  3.000
 0YY  H11  CAP  H10  106.77  3.000
 0YY  H11  CAP  CAO  109.71  3.000
 0YY  H10  CAP  CAO  109.73  3.000
 0YY  H11  CAP  CAQ  109.50  3.000
 0YY  H10  CAP  CAQ  109.35  3.000
 0YY  CAO  CAP  CAQ  111.66  3.000
 0YY  H13  CAO  H12  106.01  3.000
 0YY  H13  CAO  CAN  109.27  3.000
 0YY  H12  CAO  CAN  109.33  3.000
 0YY  H13  CAO  CAP  109.60  3.000
 0YY  H12  CAO  CAP  109.66  3.000
 0YY  CAN  CAO  CAP  112.75  3.000
 0YY  H15  CAN  H14  105.91  3.000
 0YY  H15  CAN  CAM  109.36  3.000
 0YY  H14  CAN  CAM  109.33  3.000
 0YY  H15  CAN  CAO  109.45  3.000
 0YY  H14  CAN  CAO  109.35  3.000
 0YY  CAM  CAN  CAO  113.19  3.000
 0YY  H17  CAM  H16  105.92  3.000
 0YY  H17  CAM  CAL  109.38  3.000
 0YY  H16  CAM  CAL  109.45  3.000
 0YY  H17  CAM  CAN  109.32  3.000
 0YY  H16  CAM  CAN  109.41  3.000
 0YY  CAL  CAM  CAN  113.10  3.000
 0YY  H19  CAL  H18  105.83  3.000
 0YY  H19  CAL  CAK  109.24  3.000
 0YY  H18  CAL  CAK  109.25  3.000
 0YY  H19  CAL  CAM  109.46  3.000
 0YY  H18  CAL  CAM  109.38  3.000
 0YY  CAK  CAL  CAM  113.40  3.000
 0YY  H21  CAK  H20  105.97  3.000
 0YY  H21  CAK  CAA  109.63  3.000
 0YY  H20  CAK  CAA  109.67  3.000
 0YY  H21  CAK  CAL  109.28  3.000
 0YY  H20  CAK  CAL  109.33  3.000
 0YY  CAA  CAK  CAL  112.73  3.000
 0YY  H24  CAA  H23  107.56  3.000
 0YY  H24  CAA  H22  107.57  3.000
 0YY  H23  CAA  H22  107.40  3.000
 0YY  H24  CAA  CAK  111.77  3.000
 0YY  H23  CAA  CAK  111.21  3.000
 0YY  H22  CAA  CAK  111.13  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
 0YY  CONST_01  CAV  CAG  CAI  CAW     0.00   0.0  0
 0YY  CONST_02  CAV  CAH  CAJ  CAW     0.00   0.0  0
 0YY  CONST_03  CAG  CAV  CAH  CAJ     0.00   0.0  0
 0YY  CONST_04  CAG  CAI  CAW  CAJ     0.00   0.0  0
 0YY  CONST_05  CAI  CAG  CAV  CAH     0.00   0.0  0
 0YY  CONST_06  CAI  CAW  CAJ  CAH     0.00   0.0  0
 0YY  CONST_07  CAG  CAI  CAW  CAT   180.00   0.0  0
 0YY  CONST_08  CAH  CAJ  CAW  CAT   180.00   0.0  0
 0YY  CONST_09  OAR  CAV  CAH  CAJ   180.00   0.0  0
 0YY  CONST_10  OAR  CAV  CAG  CAI   180.00   0.0  0
 0YY  CONST_11  H7   CAG  CAI  CAW   180.00   0.0  0
 0YY  CONST_12  H5   CAH  CAJ  CAW   180.00   0.0  0
 0YY  CONST_13  H6   CAI  CAW  CAJ   180.00   0.0  0
 0YY  CONST_14  H4   CAJ  CAW  CAI   180.00   0.0  0
 0YY  Var_01    CAI  CAW  CAT  CAF     1.68  30.0  2
 0YY  Var_02    CAW  CAT  CAF  CAU   179.60  30.0  2
 0YY  Var_03    CAP  CAQ  OAR  CAV   178.02  30.0  3
 0YY  Var_04    CAT  CAF  CAU  CAS  -179.91   0.0  2
 0YY  Var_05    CAF  CAU  CAS  OAB     0.14  30.0  3
 0YY  Var_06    CAO  CAP  CAQ  OAR  -179.89  30.0  2
 0YY  Var_07    CAN  CAO  CAP  CAQ   179.33  30.0  3
 0YY  Var_08    CAM  CAN  CAO  CAP  -179.92  30.0  3
 0YY  Var_09    CAL  CAM  CAN  CAO   179.40  30.0  3
 0YY  Var_10    CAK  CAL  CAM  CAN   179.98  30.0  2
 0YY  Var_11    CAA  CAK  CAL  CAM   179.50  30.0  1
 0YY  Var_12    H22  CAA  CAK  CAL   -59.88  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
 0YY  plan-1  CAT  0.020
 0YY  plan-1  CAW  0.020
 0YY  plan-1  CAJ  0.020
 0YY  plan-1  CAH  0.020
 0YY  plan-1  CAI  0.020
 0YY  plan-1  CAG  0.020
 0YY  plan-1  CAV  0.020
 0YY  plan-1  OAR  0.020
 0YY  plan-1  H4   0.020
 0YY  plan-1  H5   0.020
 0YY  plan-1  H6   0.020
 0YY  plan-1  H7   0.020
 0YY  plan-2  CAF  0.020
 0YY  plan-2  CAT  0.020
 0YY  plan-2  OAC  0.020
 0YY  plan-2  CAW  0.020
 0YY  plan-3  OAB  0.020
 0YY  plan-3  CAS  0.020
 0YY  plan-3  OAD  0.020
 0YY  plan-3  CAU  0.020
 0YY  plan-4  CAS  0.020
 0YY  plan-4  CAU  0.020
 0YY  plan-4  OAE  0.020
 0YY  plan-4  CAF  0.020
 0YY  plan-4  CAT  0.020
 0YY  plan-4  H3   0.020

