# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 04:21:03 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  57  25  .  2021-08-06  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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  -0.772   1.2076  -0.9365   5.4359
 ARL  C9    C  C     0   0.205  -0.0360  -0.2132   5.0209
 ARL  C13   C  C1    0  -0.300  -0.2678  -0.0221   3.5991
 ARL  C8    C  C1    0  -0.223   0.5331  -0.4705   2.6117
 ARL  C44   C  C1    0  -0.293   0.2358  -0.2508   1.2199
 ARL  C42   C  C     0   0.061   0.9823  -0.6463   0.1650
 ARL  C7    C  CH3   0  -0.760   2.2969  -1.3558   0.3130
 ARL  C3    C  CR6   0   0.193   0.5344  -0.3530  -1.2119
 ARL  C4    C  CR16  0  -0.448   1.4702  -0.1985  -2.2365
 ARL  C5    C  CR6   0   0.259   1.0825   0.0957  -3.5397
 ARL  C6    C  CR16  0  -0.407  -0.2793   0.2214  -3.8004
 ARL  C1    C  CR6   0   0.254  -1.2496   0.0571  -2.8125
 ARL  C2    C  CR16  0  -0.461  -0.8228  -0.2347  -1.5235
 ARL  C10   C  CT    0  -0.174  -2.7243   0.1963  -3.1809
 ARL  C11   C  CH3   0  -0.668  -3.6501  -0.0336  -1.9855
 ARL  C15   C  CH3   0  -0.631  -2.9778   1.6141  -3.7101
 ARL  C19   C  CH3   0  -0.629  -3.0768  -0.8279  -4.2679
 ARL  C23   C  CT    0  -0.173   2.0870   0.2679  -4.6759
 ARL  C24   C  CH3   0  -0.670   3.5340   0.1400  -4.1980
 ARL  C28   C  CH3   0  -0.628   1.8335  -0.8149  -5.7338
 ARL  C32   C  CH3   0  -0.632   1.9139   1.6544  -5.3107
 ARL  C14   C  C1    0  -0.473  -0.9769   0.2776   5.8609
 ARL  C12   C  C     0   0.523  -0.9932   0.2018   7.3236
 ARL  O2    O  OH1   0  -0.608  -2.0592   0.8434   7.8105
 ARL  O3    O  O     0  -0.453  -0.1943  -0.3509   8.0485
 ARL  H161  H  HCH3  0   0.278   1.3630  -0.9242   6.5069
 ARL  H162  H  HCH3  0   0.257   1.1599  -1.9784   5.1123
 ARL  H163  H  HCH3  0   0.251   2.0811  -0.4969   4.9535
 ARL  H13   H  H     0   0.249  -1.1693   0.5194   3.3267
 ARL  H8    H  H     0   0.263   1.4337  -1.0158   2.8671
 ARL  H44   H  H     0   0.244  -0.6738   0.3094   1.0276
 ARL  H71   H  HCH3  0   0.261   2.4451  -1.7648   1.3088
 ARL  H72   H  HCH3  0   0.252   2.3816  -2.1760  -0.4001
 ARL  H73   H  HCH3  0   0.254   3.1312  -0.6772   0.1191
 ARL  H4    H  HCR6  0   0.247   2.5208  -0.2984  -2.0044
 ARL  H6    H  HCR6  0   0.238  -0.6000   0.4456  -4.8110
 ARL  H2    H  HCR6  0   0.245  -1.5520  -0.4008  -0.7432
 ARL  H111  H  HCH3  0   0.239  -4.6878   0.0920  -2.2988
 ARL  H112  H  HCH3  0   0.230  -3.5527  -1.0405  -1.5756
 ARL  H113  H  HCH3  0   0.230  -3.4635   0.6809  -1.1814
 ARL  H151  H  HCH3  0   0.228  -2.7633   2.3621  -2.9442
 ARL  H152  H  HCH3  0   0.227  -2.3660   1.8474  -4.5825
 ARL  H153  H  HCH3  0   0.227  -4.0239   1.7271  -4.0026
 ARL  H191  H  HCH3  0   0.228  -2.9014  -1.8471  -3.9186
 ARL  H192  H  HCH3  0   0.227  -4.1306  -0.7442  -4.5419
 ARL  H193  H  HCH3  0   0.226  -2.4892  -0.6817  -5.1756
 ARL  H241  H  HCH3  0   0.239   4.2110   0.2804  -5.0421
 ARL  H242  H  HCH3  0   0.231   3.7873   0.8911  -3.4478
 ARL  H243  H  HCH3  0   0.229   3.7418  -0.8450  -3.7755
 ARL  H281  H  HCH3  0   0.228   1.9600  -1.8133  -5.3110
 ARL  H282  H  HCH3  0   0.226   0.8257  -0.7532  -6.1468
 ARL  H283  H  HCH3  0   0.227   2.5370  -0.7107  -6.5625
 ARL  H321  H  HCH3  0   0.229   2.0595   2.4456  -4.5732
 ARL  H322  H  HCH3  0   0.227   2.6480   1.7988  -6.1061
 ARL  H323  H  HCH3  0   0.227   0.9251   1.7870  -5.7516
 ARL  H14   H  H     0   0.266  -1.8286   0.7839   5.4215
 ARL  HO2   H  HOH1  0   0.478  -2.0631   0.7766   8.7764

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    1.497  0.020  1.497
 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    1.453  0.020  1.453
 ARL  C9   C14   double    1.353  0.020  1.353
 ARL  C13  C8    double    1.348  0.020  1.348
 ARL  C13  H13   single    0.930  0.020  1.080
 ARL  C8   C44   single    1.440  0.020  1.440
 ARL  C8   H8    single    0.930  0.020  1.080
 ARL  C44  C42   double    1.352  0.020  1.352
 ARL  C44  H44   single    0.930  0.020  1.080
 ARL  C42  C7    single    1.501  0.020  1.501
 ARL  C42  C3    single    1.477  0.020  1.477
 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  1.391  0.020  1.391
 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    1.526  0.020  1.526
 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    1.465  0.020  1.465
 ARL  C14  H14   single    0.930  0.020  1.080
 ARL  C12  O2    single    1.336  0.020  1.336
 ARL  C12  O3    double    1.212  0.020  1.212
 ARL  O2   HO2   single    0.850  0.020  0.980

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  106.77  3.000
 ARL  H163  C16  H161  108.55  3.000
 ARL  H162  C16  H161  108.08  3.000
 ARL  H163  C16  C9    110.36  3.000
 ARL  H162  C16  C9    110.03  3.000
 ARL  H161  C16  C9    112.83  3.000
 ARL  C14   C9   C13   116.66  3.000
 ARL  C14   C9   C16   125.49  3.000
 ARL  C13   C9   C16   117.85  3.000
 ARL  H13   C13  C8    118.37  3.000
 ARL  H13   C13  C9    116.31  3.000
 ARL  C8    C13  C9    125.32  3.000
 ARL  H8    C8   C44   118.44  3.000
 ARL  H8    C8   C13   119.25  3.000
 ARL  C44   C8   C13   122.31  3.000
 ARL  H44   C44  C42   118.40  3.000
 ARL  H44   C44  C8    115.02  3.000
 ARL  C42   C44  C8    126.56  3.000
 ARL  C3    C42  C7    116.83  3.000
 ARL  C3    C42  C44   120.13  3.000
 ARL  C7    C42  C44   123.03  3.000
 ARL  H73   C7   H72   106.97  3.000
 ARL  H73   C7   H71   106.99  3.000
 ARL  H72   C7   H71   107.80  3.000
 ARL  H73   C7   C42   110.95  3.000
 ARL  H72   C7   C42   111.05  3.000
 ARL  H71   C7   C42   112.81  3.000
 ARL  C2    C3   C4    118.55  3.000
 ARL  C2    C3   C42   121.27  3.000
 ARL  C4    C3   C42   120.18  3.000
 ARL  H4    C4   C5    119.45  3.000
 ARL  H4    C4   C3    118.94  3.000
 ARL  C5    C4   C3    121.61  3.000
 ARL  C23   C5   C6    119.61  3.000
 ARL  C23   C5   C4    122.54  3.000
 ARL  C6    C5   C4    117.85  3.000
 ARL  H6    C6   C1    118.62  3.000
 ARL  H6    C6   C5    118.87  3.000
 ARL  C1    C6   C5    122.50  3.000
 ARL  C10   C1   C2    122.69  3.000
 ARL  C10   C1   C6    119.37  3.000
 ARL  C2    C1   C6    117.93  3.000
 ARL  H2    C2   C1    119.67  3.000
 ARL  H2    C2   C3    118.77  3.000
 ARL  C1    C2   C3    121.55  3.000
 ARL  C19   C10  C15   109.54  3.000
 ARL  C19   C10  C11   108.32  3.000
 ARL  C15   C10  C11   107.97  3.000
 ARL  C19   C10  C1    109.39  3.000
 ARL  C15   C10  C1    109.10  3.000
 ARL  C11   C10  C1    112.48  3.000
 ARL  H113  C11  H112  108.17  3.000
 ARL  H113  C11  H111  107.38  3.000
 ARL  H112  C11  H111  107.39  3.000
 ARL  H113  C11  C10   111.95  3.000
 ARL  H112  C11  C10   112.23  3.000
 ARL  H111  C11  C10   109.50  3.000
 ARL  H153  C15  H152  107.51  3.000
 ARL  H153  C15  H151  107.77  3.000
 ARL  H152  C15  H151  107.72  3.000
 ARL  H153  C15  C10   110.26  3.000
 ARL  H152  C15  C10   112.38  3.000
 ARL  H151  C15  C10   111.01  3.000
 ARL  H193  C19  H192  107.50  3.000
 ARL  H193  C19  H191  107.74  3.000
 ARL  H192  C19  H191  107.88  3.000
 ARL  H193  C19  C10   112.09  3.000
 ARL  H192  C19  C10   110.38  3.000
 ARL  H191  C19  C10   111.07  3.000
 ARL  C32   C23  C28   109.49  3.000
 ARL  C32   C23  C24   108.15  3.000
 ARL  C28   C23  C24   108.22  3.000
 ARL  C32   C23  C5    109.61  3.000
 ARL  C28   C23  C5    108.95  3.000
 ARL  C24   C23  C5    112.37  3.000
 ARL  H243  C24  H242  108.10  3.000
 ARL  H243  C24  H241  107.30  3.000
 ARL  H242  C24  H241  107.41  3.000
 ARL  H243  C24  C23   112.12  3.000
 ARL  H242  C24  C23   112.14  3.000
 ARL  H241  C24  C23   109.55  3.000
 ARL  H283  C28  H282  107.60  3.000
 ARL  H283  C28  H281  107.85  3.000
 ARL  H282  C28  H281  107.78  3.000
 ARL  H283  C28  C23   110.45  3.000
 ARL  H282  C28  C23   111.94  3.000
 ARL  H281  C28  C23   111.05  3.000
 ARL  H323  C32  H322  107.39  3.000
 ARL  H323  C32  H321  107.81  3.000
 ARL  H322  C32  H321  107.85  3.000
 ARL  H323  C32  C23   112.29  3.000
 ARL  H322  C32  C23   110.18  3.000
 ARL  H321  C32  C23   111.12  3.000
 ARL  H14   C14  C12   114.85  3.000
 ARL  H14   C14  C9    117.65  3.000
 ARL  C12   C14  C9    127.50  3.000
 ARL  O3    C12  O2    121.79  3.000
 ARL  O3    C12  C14   127.84  3.000
 ARL  O2    C12  C14   110.36  3.000
 ARL  HO2   O2   C12   109.49  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  CONST_16  HO2   O2   C12  C14   180.00   0.0  0
 ARL  Var_01    C4    C3   C42  C44   151.71  30.0  2
 ARL  Var_02    C24   C23  C5   C4     -2.45  30.0  2
 ARL  Var_03    C11   C10  C1   C6    179.19  30.0  2
 ARL  Var_04    C3    C42  C44  C8    179.50   0.0  2
 ARL  Var_05    H71   C7   C42  C3   -165.17  30.0  3
 ARL  Var_06    H241  C24  C23  C5   -179.43  30.0  3
 ARL  Var_07    H281  C28  C23  C5    -60.70  30.0  3
 ARL  Var_08    H321  C32  C23  C5     58.86  30.0  3
 ARL  Var_09    H111  C11  C10  C1    179.15  30.0  3
 ARL  Var_10    H151  C15  C10  C1    -62.01  30.0  3
 ARL  Var_11    H191  C19  C10  C1     60.22  30.0  3
 ARL  Var_12    C12   C14  C9   C16    -0.58   0.0  2
 ARL  Var_13    C44   C8   C13  C9    179.60   0.0  2
 ARL  Var_14    C8    C13  C9   C16     1.58  30.0  2
 ARL  Var_15    O2    C12  C14  C9    177.68  30.0  2
 ARL  Var_16    C42   C44  C8   C13   179.16  30.0  2
 ARL  Var_17    H161  C16  C9   C13   172.73  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-2  HO2  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

