# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 17:23:07 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: (2E,4E,6E)-7-(3,5-di-tert-butylphenyl)-3-methylocta-2,4,6-trienoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(/C=C/C=C(\C)c1cc(cc(c1)C(C)(C)C)C(C)(C)C)=C\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
 ARL  ARL  '(2E,4E,6E)-7-(3,5-di-tert-butylphenyl)-3-methylocta-2,4,6-trienoic acid'  ligand  56  25  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_ARL
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
 ARL  C16   C  CH3    0  -0.771   1.0560  -0.9458   5.4870
 ARL  C9    C  C      0   0.170  -0.1797  -0.2353   5.0211
 ARL  C13   C  C1     0  -0.290  -0.3590  -0.0701   3.5842
 ARL  C8    C  C1     0  -0.247   0.4799  -0.5034   2.6231
 ARL  C44   C  C1     0  -0.288   0.2091  -0.2924   1.2213
 ARL  C42   C  C      0   0.047   0.9744  -0.6668   0.1738
 ARL  C7    C  CH3    0  -0.759   2.3030  -1.3484   0.3376
 ARL  C3    C  C      0   0.196   0.5375  -0.3761  -1.2082
 ARL  C4    C  C1     0  -0.453   1.4810  -0.2113  -2.2244
 ARL  C5    C  C      0   0.259   1.1045   0.0837  -3.5312
 ARL  C6    C  C1     0  -0.411  -0.2548   0.2026  -3.8064
 ARL  C1    C  C      0   0.254  -1.2330   0.0282  -2.8279
 ARL  C2    C  C1     0  -0.465  -0.8172  -0.2678  -1.5364
 ARL  C10   C  CT     0  -0.173  -2.7053   0.1628  -3.2090
 ARL  C11   C  CH3    0  -0.668  -3.6413  -0.0774  -2.0235
 ARL  C15   C  CH3    0  -0.631  -2.9598   1.5827  -3.7322
 ARL  C19   C  CH3    0  -0.629  -3.0443  -0.8559  -4.3053
 ARL  C23   C  CT     0  -0.172   2.1193   0.2670  -4.6566
 ARL  C24   C  CH3    0  -0.669   3.5626   0.1452  -4.1658
 ARL  C28   C  CH3    0  -0.629   1.8836  -0.8121  -5.7225
 ARL  C32   C  CH3    0  -0.632   1.9445   1.6556  -5.2862
 ARL  C14   C  C1     0  -0.481  -1.1331   0.2798   5.8246
 ARL  C12   C  C      0   0.393  -1.2356   0.3022   7.3303
 ARL  O2    O  OC    -1  -0.617  -2.1002   1.0899   7.7724
 ARL  O3    O  O      0  -0.593  -0.4952  -0.4332   8.0158
 ARL  H161  H  HCH3   0   0.271   1.1122  -0.9708   6.5686
 ARL  H162  H  HCH3   0   0.233   1.0741  -1.9736   5.1163
 ARL  H163  H  HCH3   0   0.230   1.9513  -0.4579   5.0955
 ARL  H13   H  H      0   0.236  -1.2621   0.4509   3.2745
 ARL  H8    H  H      0   0.250   1.3880  -1.0229   2.9065
 ARL  H44   H  H      0   0.236  -0.7099   0.2482   1.0154
 ARL  H71   H  HCH3   0   0.257   2.4441  -1.7532   1.3364
 ARL  H72   H  HCH3   0   0.247   2.4151  -2.1689  -0.3720
 ARL  H73   H  HCH3   0   0.248   3.1283  -0.6556   0.1546
 ARL  H4    H  H      0   0.244   2.5302  -0.3045  -1.9828
 ARL  H6    H  H      0   0.236  -0.5667   0.4300  -4.8191
 ARL  H2    H  H      0   0.242  -1.5543  -0.4429  -0.7655
 ARL  H111  H  HCH3   0   0.238  -4.6767   0.0451  -2.3458
 ARL  H112  H  HCH3   0   0.230  -3.5432  -1.0858  -1.6175
 ARL  H113  H  HCH3   0   0.229  -3.4650   0.6337  -1.2142
 ARL  H151  H  HCH3   0   0.228  -2.7527   2.3272  -2.9609
 ARL  H152  H  HCH3   0   0.227  -2.3424   1.8225  -4.5989
 ARL  H153  H  HCH3   0   0.226  -4.0042   1.6940  -4.0314
 ARL  H191  H  HCH3   0   0.227  -2.8730  -1.8769  -3.9589
 ARL  H192  H  HCH3   0   0.226  -4.0946  -0.7706  -4.5920
 ARL  H193  H  HCH3   0   0.226  -2.4457  -0.7048  -5.2048
 ARL  H241  H  HCH3   0   0.238   4.2471   0.2915  -5.0029
 ARL  H242  H  HCH3   0   0.230   3.8050   0.8957  -3.4114
 ARL  H243  H  HCH3   0   0.229   3.7712  -0.8398  -3.7437
 ARL  H281  H  HCH3   0   0.227   2.0155  -1.8116  -5.3036
 ARL  H282  H  HCH3   0   0.226   0.8790  -0.7576  -6.1439
 ARL  H283  H  HCH3   0   0.226   2.5933  -0.6975  -6.5446
 ARL  H321  H  HCH3   0   0.228   2.0853   2.4436  -4.5443
 ARL  H322  H  HCH3   0   0.226   2.6806   1.8064  -6.0787
 ARL  H323  H  HCH3   0   0.227   0.9566   1.7876  -5.7291
 ARL  H14   H  H      0   0.216  -1.9557   0.7865   5.3256

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
 ARL  C16  C9    single    1.500  0.020  1.500
 ARL  C16  H161  single    0.970  0.020  1.090
 ARL  C16  H162  single    0.970  0.020  1.090
 ARL  C16  H163  single    0.970  0.020  1.090
 ARL  C9   C13   single    1.457  0.020  1.457
 ARL  C9   C14   double    1.349  0.020  1.349
 ARL  C13  C8    double    1.347  0.020  1.347
 ARL  C13  H13   single    0.930  0.020  1.080
 ARL  C8   C44   single    1.443  0.020  1.443
 ARL  C8   H8    single    0.930  0.020  1.080
 ARL  C44  C42   double    1.350  0.020  1.350
 ARL  C44  H44   single    0.930  0.020  1.080
 ARL  C42  C7    single    1.502  0.020  1.502
 ARL  C42  C3    single    1.478  0.020  1.478
 ARL  C7   H71   single    0.970  0.020  1.090
 ARL  C7   H72   single    0.970  0.020  1.090
 ARL  C7   H73   single    0.970  0.020  1.090
 ARL  C3   C4    aromatic  1.396  0.020  1.396
 ARL  C3   C2    aromatic  1.398  0.020  1.398
 ARL  C4   C5    aromatic  1.392  0.020  1.392
 ARL  C4   H4    single    0.930  0.020  1.080
 ARL  C5   C6    aromatic  1.392  0.020  1.392
 ARL  C5   C23   single    1.526  0.020  1.526
 ARL  C6   C1    aromatic  1.395  0.020  1.395
 ARL  C6   H6    single    0.930  0.020  1.080
 ARL  C1   C2    aromatic  1.389  0.020  1.389
 ARL  C1   C10   single    1.527  0.020  1.527
 ARL  C2   H2    single    0.930  0.020  1.080
 ARL  C10  C11   single    1.529  0.020  1.529
 ARL  C10  C15   single    1.534  0.020  1.534
 ARL  C10  C19   single    1.535  0.020  1.535
 ARL  C11  H111  single    0.970  0.020  1.090
 ARL  C11  H112  single    0.970  0.020  1.090
 ARL  C11  H113  single    0.970  0.020  1.090
 ARL  C15  H151  single    0.970  0.020  1.090
 ARL  C15  H152  single    0.970  0.020  1.090
 ARL  C15  H153  single    0.970  0.020  1.090
 ARL  C19  H191  single    0.970  0.020  1.090
 ARL  C19  H192  single    0.970  0.020  1.090
 ARL  C19  H193  single    0.970  0.020  1.090
 ARL  C23  C24   single    1.529  0.020  1.529
 ARL  C23  C28   single    1.535  0.020  1.535
 ARL  C23  C32   single    1.535  0.020  1.535
 ARL  C24  H241  single    0.970  0.020  1.090
 ARL  C24  H242  single    0.970  0.020  1.090
 ARL  C24  H243  single    0.970  0.020  1.090
 ARL  C28  H281  single    0.970  0.020  1.090
 ARL  C28  H282  single    0.970  0.020  1.090
 ARL  C28  H283  single    0.970  0.020  1.090
 ARL  C32  H321  single    0.970  0.020  1.090
 ARL  C32  H322  single    0.970  0.020  1.090
 ARL  C32  H323  single    0.970  0.020  1.090
 ARL  C14  C12   single    1.509  0.020  1.509
 ARL  C14  H14   single    0.930  0.020  1.080
 ARL  C12  O2    deloc     1.250  0.020  1.250
 ARL  C12  O3    deloc     1.249  0.020  1.249

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
 ARL  H163  C16  H162  106.55  3.000
 ARL  H163  C16  H161  109.01  3.000
 ARL  H162  C16  H161  108.43  3.000
 ARL  H163  C16  C9    110.63  3.000
 ARL  H162  C16  C9    110.72  3.000
 ARL  H161  C16  C9    111.34  3.000
 ARL  C14   C9   C13   117.19  3.000
 ARL  C14   C9   C16   125.33  3.000
 ARL  C13   C9   C16   117.48  3.000
 ARL  H13   C13  C8    117.90  3.000
 ARL  H13   C13  C9    115.92  3.000
 ARL  C8    C13  C9    126.17  3.000
 ARL  H8    C8   C44   118.77  3.000
 ARL  H8    C8   C13   119.29  3.000
 ARL  C44   C8   C13   121.94  3.000
 ARL  H44   C44  C42   118.08  3.000
 ARL  H44   C44  C8    114.57  3.000
 ARL  C42   C44  C8    127.34  3.000
 ARL  C3    C42  C7    116.90  3.000
 ARL  C3    C42  C44   120.21  3.000
 ARL  C7    C42  C44   122.86  3.000
 ARL  H73   C7   H72   106.88  3.000
 ARL  H73   C7   H71   106.96  3.000
 ARL  H72   C7   H71   107.72  3.000
 ARL  H73   C7   C42   111.22  3.000
 ARL  H72   C7   C42   111.19  3.000
 ARL  H71   C7   C42   112.58  3.000
 ARL  C2    C3   C4    118.34  3.000
 ARL  C2    C3   C42   121.40  3.000
 ARL  C4    C3   C42   120.26  3.000
 ARL  H4    C4   C5    119.40  3.000
 ARL  H4    C4   C3    118.89  3.000
 ARL  C5    C4   C3    121.71  3.000
 ARL  C23   C5   C6    119.55  3.000
 ARL  C23   C5   C4    122.55  3.000
 ARL  C6    C5   C4    117.90  3.000
 ARL  H6    C6   C1    118.68  3.000
 ARL  H6    C6   C5    118.93  3.000
 ARL  C1    C6   C5    122.38  3.000
 ARL  C10   C1   C2    122.66  3.000
 ARL  C10   C1   C6    119.36  3.000
 ARL  C2    C1   C6    117.98  3.000
 ARL  H2    C2   C1    119.58  3.000
 ARL  H2    C2   C3    118.74  3.000
 ARL  C1    C2   C3    121.66  3.000
 ARL  C19   C10  C15   109.51  3.000
 ARL  C19   C10  C11   108.32  3.000
 ARL  C15   C10  C11   107.94  3.000
 ARL  C19   C10  C1    109.44  3.000
 ARL  C15   C10  C1    109.06  3.000
 ARL  C11   C10  C1    112.51  3.000
 ARL  H113  C11  H112  108.15  3.000
 ARL  H113  C11  H111  107.40  3.000
 ARL  H112  C11  H111  107.39  3.000
 ARL  H113  C11  C10   111.94  3.000
 ARL  H112  C11  C10   112.23  3.000
 ARL  H111  C11  C10   109.52  3.000
 ARL  H153  C15  H152  107.52  3.000
 ARL  H153  C15  H151  107.78  3.000
 ARL  H152  C15  H151  107.70  3.000
 ARL  H153  C15  C10   110.27  3.000
 ARL  H152  C15  C10   112.36  3.000
 ARL  H151  C15  C10   111.02  3.000
 ARL  H193  C19  H192  107.48  3.000
 ARL  H193  C19  H191  107.76  3.000
 ARL  H192  C19  H191  107.90  3.000
 ARL  H193  C19  C10   112.08  3.000
 ARL  H192  C19  C10   110.37  3.000
 ARL  H191  C19  C10   111.07  3.000
 ARL  C32   C23  C28   109.50  3.000
 ARL  C32   C23  C24   108.13  3.000
 ARL  C28   C23  C24   108.17  3.000
 ARL  C32   C23  C5    109.60  3.000
 ARL  C28   C23  C5    109.00  3.000
 ARL  C24   C23  C5    112.41  3.000
 ARL  H243  C24  H242  108.10  3.000
 ARL  H243  C24  H241  107.32  3.000
 ARL  H242  C24  H241  107.38  3.000
 ARL  H243  C24  C23   112.10  3.000
 ARL  H242  C24  C23   112.13  3.000
 ARL  H241  C24  C23   109.58  3.000
 ARL  H283  C28  H282  107.60  3.000
 ARL  H283  C28  H281  107.84  3.000
 ARL  H282  C28  H281  107.77  3.000
 ARL  H283  C28  C23   110.44  3.000
 ARL  H282  C28  C23   112.00  3.000
 ARL  H281  C28  C23   111.02  3.000
 ARL  H323  C32  H322  107.41  3.000
 ARL  H323  C32  H321  107.79  3.000
 ARL  H322  C32  H321  107.86  3.000
 ARL  H323  C32  C23   112.29  3.000
 ARL  H322  C32  C23   110.23  3.000
 ARL  H321  C32  C23   111.08  3.000
 ARL  H14   C14  C12   113.55  3.000
 ARL  H14   C14  C9    116.06  3.000
 ARL  C12   C14  C9    130.37  3.000
 ARL  O3    C12  O2    125.94  3.000
 ARL  O3    C12  C14   119.92  3.000
 ARL  O2    C12  C14   114.14  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
 ARL  CONST_01  C6    C5   C4   C3      0.00   0.0  0
 ARL  CONST_02  C6    C1   C2   C3      0.00   0.0  0
 ARL  CONST_03  C1    C2   C3   C4      0.00   0.0  0
 ARL  CONST_04  C1    C6   C5   C4      0.00   0.0  0
 ARL  CONST_05  C2    C3   C4   C5      0.00   0.0  0
 ARL  CONST_06  C2    C1   C6   C5      0.00   0.0  0
 ARL  CONST_07  C5    C4   C3   C42   180.00   0.0  0
 ARL  CONST_08  C1    C2   C3   C42   180.00   0.0  0
 ARL  CONST_09  C23   C5   C4   C3    180.00   0.0  0
 ARL  CONST_10  C10   C1   C2   C3    180.00   0.0  0
 ARL  CONST_11  C10   C1   C6   C5    180.00   0.0  0
 ARL  CONST_12  C23   C5   C6   C1    180.00   0.0  0
 ARL  CONST_13  H2    C2   C3   C4    180.00   0.0  0
 ARL  CONST_14  H6    C6   C5   C4    180.00   0.0  0
 ARL  CONST_15  H4    C4   C5   C6    180.00   0.0  0
 ARL  Var_01    C4    C3   C42  C44   152.36  30.0  2
 ARL  Var_02    C24   C23  C5   C4     -2.30  30.0  2
 ARL  Var_03    C11   C10  C1   C6    179.21  30.0  2
 ARL  Var_04    C3    C42  C44  C8    179.58   0.0  2
 ARL  Var_05    H71   C7   C42  C3   -165.44  30.0  3
 ARL  Var_06    H241  C24  C23  C5   -179.54  30.0  3
 ARL  Var_07    H281  C28  C23  C5    -60.90  30.0  3
 ARL  Var_08    H321  C32  C23  C5     59.25  30.0  3
 ARL  Var_09    H111  C11  C10  C1    179.16  30.0  3
 ARL  Var_10    H151  C15  C10  C1    -61.85  30.0  3
 ARL  Var_11    H191  C19  C10  C1     60.55  30.0  3
 ARL  Var_12    C12   C14  C9   C16     0.32   0.0  2
 ARL  Var_13    C44   C8   C13  C9    179.81   0.0  2
 ARL  Var_14    C8    C13  C9   C16     0.40  30.0  2
 ARL  Var_15    O2    C12  C14  C9    166.11  30.0  2
 ARL  Var_16    C42   C44  C8   C13   179.36  30.0  2
 ARL  Var_17    H161  C16  C9   C13   177.25  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
 ARL  plan-1  C42  0.020
 ARL  plan-1  C3   0.020
 ARL  plan-1  C4   0.020
 ARL  plan-1  C5   0.020
 ARL  plan-1  C6   0.020
 ARL  plan-1  C1   0.020
 ARL  plan-1  C2   0.020
 ARL  plan-1  C10  0.020
 ARL  plan-1  C23  0.020
 ARL  plan-1  H4   0.020
 ARL  plan-1  H6   0.020
 ARL  plan-1  H2   0.020
 ARL  plan-2  C14  0.020
 ARL  plan-2  C12  0.020
 ARL  plan-2  O2   0.020
 ARL  plan-2  O3   0.020
 ARL  plan-3  C16  0.020
 ARL  plan-3  C9   0.020
 ARL  plan-3  C13  0.020
 ARL  plan-3  C14  0.020
 ARL  plan-3  C12  0.020
 ARL  plan-3  H14  0.020
 ARL  plan-4  C9   0.020
 ARL  plan-4  C13  0.020
 ARL  plan-4  C8   0.020
 ARL  plan-4  C44  0.020
 ARL  plan-4  H13  0.020
 ARL  plan-4  H8   0.020
 ARL  plan-5  C8   0.020
 ARL  plan-5  C44  0.020
 ARL  plan-5  C42  0.020
 ARL  plan-5  C7   0.020
 ARL  plan-5  C3   0.020
 ARL  plan-5  H44  0.020

