# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:25:04 2022
#   Inital geometry file: a 144 line input string
#   Ligand name: (2E)-3-[(2S,3aR,7aS)-4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2,3,3a,7a-tetrahydro-1-benzofuran-2-yl]prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)CCC(C)(C)c2cc(ccc12)C3=CC=C[C@@H]4O[C@@H](C[C@H]34)\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
 L79  L79  '(2E)-3-[(2S,3aR,7aS)-4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2,3,3a,7a-tetrahydro-1-benzofuran-2-yl]prop-2-enoic acid'  ligand  57  28  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_L79
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
 L79  C     C  CH2    0  -0.466   2.0590   0.2216   0.8982
 L79  C1    C  CR15   0   0.037   3.3992   0.7325   1.4377
 L79  O     O  O      0  -0.505   3.7156   1.8920   0.6846
 L79  C2    C  C      0   0.068   2.6614   2.2315  -0.2056
 L79  C3    C  C      0  -0.442   1.4288   1.4974   0.3273
 L79  C4    C  C1     0  -0.222   4.4745  -0.3001   1.3767
 L79  C5    C  C1     0  -0.416   5.5561  -0.2702   0.6044
 L79  C6    C  C      0   0.392   6.5968  -1.3665   0.5938
 L79  O1    O  OC    -1  -0.622   7.5727  -1.1743  -0.1629
 L79  O7    O  O      0  -0.607   6.4114  -2.3601   1.3258
 L79  C8    C  CR6    0   0.133   0.3615   1.1850  -0.6858
 L79  C9    C  CR16   0  -0.348   0.6940   1.1303  -1.9861
 L79  C10   C  CR16   0  -0.213   2.0560   1.3722  -2.4377
 L79  C11   C  CR16   0  -0.284   2.9933   1.8496  -1.6158
 L79  C12   C  C      0   0.128  -0.9872   0.8415  -0.2057
 L79  C13   C  C1     0  -0.397  -1.7544  -0.1210  -0.8566
 L79  C14   C  CR6    0   0.166  -3.0475  -0.4651  -0.4631
 L79  C15   C  CR6    0  -0.170  -3.7791  -1.5420  -1.2573
 L79  C16   C  C      0  -0.426  -5.0407  -1.9973  -0.5165
 L79  C17   C  CH3    0  -0.647  -2.8909  -2.7753  -1.4630
 L79  C18   C  CH3    0  -0.636  -4.1604  -0.9722  -2.6308
 L79  C19   C  CR6    0   0.112  -3.6215   0.2042   0.6265
 L79  C20   C  CR6    0  -0.167  -5.0383  -0.0633   1.1155
 L79  C21   C  CH3    0  -0.648  -5.7807   1.2511   1.3847
 L79  C22   C  C      0  -0.424  -5.8269  -0.8340   0.0534
 L79  C23   C  CH3    0  -0.637  -4.9761  -0.8726   2.4188
 L79  C24   C  C1     0  -0.288  -2.8392   1.1432   1.3040
 L79  C25   C  C1     0  -0.338  -1.5528   1.4583   0.9125
 L79  H1A   H  HCH2   0   0.249   2.2132  -0.5129   0.1035
 L79  H2A   H  HCH2   0   0.262   1.4508  -0.2425   1.6734
 L79  H1    H  HCR5   0   0.229   3.2664   1.0270   2.4891
 L79  H2    H  H      0   0.249   2.5314   3.3200  -0.1548
 L79  H3    H  H      0   0.276   1.0198   2.0837   1.1532
 L79  H4    H  H      0   0.243   4.3218  -1.1468   2.0403
 L79  H5    H  H      0   0.220   5.7265   0.5744  -0.0555
 L79  H9    H  HCR6   0   0.244  -0.0505   0.8821  -2.7335
 L79  H10   H  HCR6   0   0.251   2.2927   1.1575  -3.4728
 L79  H11   H  HCR6   0   0.253   4.0017   2.0381  -1.9661
 L79  H13   H  H      0   0.238  -1.3132  -0.6451  -1.6954
 L79  H161  H  H      0   0.228  -4.7634  -2.6849   0.2883
 L79  H162  H  H      0   0.232  -5.6626  -2.5770  -1.2049
 L79  H171  H  HCH3   0   0.230  -3.4680  -3.5636  -1.9509
 L79  H172  H  HCH3   0   0.230  -2.0248  -2.5745  -2.0941
 L79  H173  H  HCH3   0   0.229  -2.5300  -3.1656  -0.5099
 L79  H181  H  HCH3   0   0.231  -4.8407  -0.1239  -2.5446
 L79  H182  H  HCH3   0   0.229  -3.2793  -0.6302  -3.1768
 L79  H183  H  HCH3   0   0.225  -4.6525  -1.7368  -3.2362
 L79  H211  H  HCH3   0   0.229  -5.3571   1.8122   2.2183
 L79  H212  H  HCH3   0   0.229  -5.7686   1.8958   0.5043
 L79  H213  H  HCH3   0   0.230  -6.8240   1.0444   1.6334
 L79  H221  H  H      0   0.232  -6.7645  -1.1847   0.4942
 L79  H222  H  H      0   0.227  -6.1103  -0.1517  -0.7548
 L79  H231  H  HCH3   0   0.225  -5.9833  -1.0715   2.7927
 L79  H232  H  HCH3   0   0.230  -4.4772  -1.8335   2.2830
 L79  H233  H  HCH3   0   0.230  -4.4344  -0.3295   3.1949
 L79  H24   H  H      0   0.243  -3.2487   1.6564   2.1652
 L79  H25   H  H      0   0.247  -1.0067   2.2095   1.4682

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
 L79  C    C1    single    1.532  0.020  1.532
 L79  C    C3    single    1.533  0.020  1.533
 L79  C    H1A   single    0.970  0.020  1.090
 L79  C    H2A   single    0.970  0.020  1.090
 L79  C1   O     single    1.418  0.020  1.418
 L79  C1   C4    single    1.492  0.020  1.492
 L79  C1   H1    single    0.970  0.020  1.090
 L79  O    C2    single    1.421  0.020  1.421
 L79  C2   C3    single    1.530  0.020  1.530
 L79  C2   C11   single    1.498  0.020  1.498
 L79  C2   H2    single    0.970  0.020  1.090
 L79  C3   C8    single    1.504  0.020  1.504
 L79  C3   H3    single    0.970  0.020  1.090
 L79  C4   C5    double    1.329  0.020  1.329
 L79  C4   H4    single    0.930  0.020  1.080
 L79  C5   C6    single    1.512  0.020  1.512
 L79  C5   H5    single    0.930  0.020  1.080
 L79  C6   O1    deloc     1.250  0.020  1.250
 L79  C6   O7    deloc     1.248  0.020  1.248
 L79  C8   C9    double    1.343  0.020  1.343
 L79  C8   C12   single    1.472  0.020  1.472
 L79  C9   C10   single    1.455  0.020  1.455
 L79  C9   H9    single    0.930  0.020  1.080
 L79  C10  C11   double    1.335  0.020  1.335
 L79  C10  H10   single    0.930  0.020  1.080
 L79  C11  H11   single    0.930  0.020  1.080
 L79  C12  C13   aromatic  1.392  0.020  1.392
 L79  C12  C25   aromatic  1.397  0.020  1.397
 L79  C13  C14   aromatic  1.395  0.020  1.395
 L79  C13  H13   single    0.930  0.020  1.080
 L79  C14  C15   single    1.525  0.020  1.525
 L79  C14  C19   aromatic  1.402  0.020  1.402
 L79  C15  C16   single    1.532  0.020  1.532
 L79  C15  C17   single    1.534  0.020  1.534
 L79  C15  C18   single    1.535  0.020  1.535
 L79  C16  C22   single    1.515  0.020  1.515
 L79  C16  H161  single    0.970  0.020  1.090
 L79  C16  H162  single    0.970  0.020  1.090
 L79  C17  H171  single    0.970  0.020  1.090
 L79  C17  H172  single    0.970  0.020  1.090
 L79  C17  H173  single    0.970  0.020  1.090
 L79  C18  H181  single    0.970  0.020  1.090
 L79  C18  H182  single    0.970  0.020  1.090
 L79  C18  H183  single    0.970  0.020  1.090
 L79  C19  C20   single    1.522  0.020  1.522
 L79  C19  C24   aromatic  1.397  0.020  1.397
 L79  C20  C21   single    1.533  0.020  1.533
 L79  C20  C22   single    1.531  0.020  1.531
 L79  C20  C23   single    1.535  0.020  1.535
 L79  C21  H211  single    0.970  0.020  1.090
 L79  C21  H212  single    0.970  0.020  1.090
 L79  C21  H213  single    0.970  0.020  1.090
 L79  C22  H221  single    0.970  0.020  1.090
 L79  C22  H222  single    0.970  0.020  1.090
 L79  C23  H231  single    0.970  0.020  1.090
 L79  C23  H232  single    0.970  0.020  1.090
 L79  C23  H233  single    0.970  0.020  1.090
 L79  C24  C25   aromatic  1.381  0.020  1.381
 L79  C24  H24   single    0.930  0.020  1.080
 L79  C25  H25   single    0.930  0.020  1.080

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
 L79  H2A   C    H1A   108.06  3.000
 L79  H2A   C    C3    112.96  3.000
 L79  H1A   C    C3    110.27  3.000
 L79  H2A   C    C1    112.32  3.000
 L79  H1A   C    C1    110.89  3.000
 L79  C3    C    C1    102.31  3.000
 L79  H1    C1   C4    108.14  3.000
 L79  H1    C1   O     108.40  3.000
 L79  C4    C1   O     112.54  3.000
 L79  H1    C1   C     108.67  3.000
 L79  C4    C1   C     112.65  3.000
 L79  O     C1   C     106.30  3.000
 L79  C2    O    C1    111.25  3.000
 L79  H2    C2   C11   108.82  3.000
 L79  H2    C2   C3    111.36  3.000
 L79  C11   C2   C3    112.57  3.000
 L79  H2    C2   O     107.21  3.000
 L79  C11   C2   O     111.37  3.000
 L79  C3    C2   O     105.36  3.000
 L79  H3    C3   C8    110.80  3.000
 L79  H3    C3   C2    107.90  3.000
 L79  C8    C3   C2    115.89  3.000
 L79  H3    C3   C     108.60  3.000
 L79  C8    C3   C     111.69  3.000
 L79  C2    C3   C     101.40  3.000
 L79  H4    C4   C5    119.12  3.000
 L79  H4    C4   C1    114.40  3.000
 L79  C5    C4   C1    126.48  3.000
 L79  H5    C5   C6    116.87  3.000
 L79  H5    C5   C4    119.90  3.000
 L79  C6    C5   C4    123.23  3.000
 L79  O7    C6   O1    126.41  3.000
 L79  O7    C6   C5    118.10  3.000
 L79  O1    C6   C5    115.49  3.000
 L79  C12   C8   C9    122.20  3.000
 L79  C12   C8   C3    118.61  3.000
 L79  C9    C8   C3    119.00  3.000
 L79  H9    C9   C10   117.84  3.000
 L79  H9    C9   C8    120.45  3.000
 L79  C10   C9   C8    121.69  3.000
 L79  H10   C10  C11   120.38  3.000
 L79  H10   C10  C9    117.91  3.000
 L79  C11   C10  C9    121.71  3.000
 L79  H11   C11  C10   121.10  3.000
 L79  H11   C11  C2    117.77  3.000
 L79  C10   C11  C2    121.01  3.000
 L79  C25   C12  C13   117.15  3.000
 L79  C25   C12  C8    121.94  3.000
 L79  C13   C12  C8    120.91  3.000
 L79  H13   C13  C14   118.47  3.000
 L79  H13   C13  C12   118.18  3.000
 L79  C14   C13  C12   123.33  3.000
 L79  C19   C14  C15   123.06  3.000
 L79  C19   C14  C13   118.76  3.000
 L79  C15   C14  C13   118.17  3.000
 L79  C18   C15  C17   108.80  3.000
 L79  C18   C15  C16   109.78  3.000
 L79  C17   C15  C16   107.62  3.000
 L79  C18   C15  C14   108.85  3.000
 L79  C17   C15  C14   111.09  3.000
 L79  C16   C15  C14   110.67  3.000
 L79  H162  C16  H161  105.90  3.000
 L79  H162  C16  C22   110.40  3.000
 L79  H161  C16  C22   109.71  3.000
 L79  H162  C16  C15   108.74  3.000
 L79  H161  C16  C15   109.49  3.000
 L79  C22   C16  C15   112.39  3.000
 L79  H173  C17  H172  107.98  3.000
 L79  H173  C17  H171  107.87  3.000
 L79  H172  C17  H171  107.12  3.000
 L79  H173  C17  C15   111.22  3.000
 L79  H172  C17  C15   112.93  3.000
 L79  H171  C17  C15   109.53  3.000
 L79  H183  C18  H182  107.80  3.000
 L79  H183  C18  H181  107.89  3.000
 L79  H182  C18  H181  107.41  3.000
 L79  H183  C18  C15   110.36  3.000
 L79  H182  C18  C15   111.31  3.000
 L79  H181  C18  C15   111.89  3.000
 L79  C24   C19  C20   118.90  3.000
 L79  C24   C19  C14   117.93  3.000
 L79  C20   C19  C14   123.16  3.000
 L79  C23   C20  C22   110.15  3.000
 L79  C23   C20  C21   108.81  3.000
 L79  C22   C20  C21   107.69  3.000
 L79  C23   C20  C19   109.12  3.000
 L79  C22   C20  C19   110.18  3.000
 L79  C21   C20  C19   110.87  3.000
 L79  H213  C21  H212  107.82  3.000
 L79  H213  C21  H211  107.12  3.000
 L79  H212  C21  H211  107.97  3.000
 L79  H213  C21  C20   109.89  3.000
 L79  H212  C21  C20   111.06  3.000
 L79  H211  C21  C20   112.78  3.000
 L79  H222  C22  H221  105.99  3.000
 L79  H222  C22  C20   109.37  3.000
 L79  H221  C22  C20   108.86  3.000
 L79  H222  C22  C16   109.57  3.000
 L79  H221  C22  C16   110.50  3.000
 L79  C20   C22  C16   112.34  3.000
 L79  H233  C23  H232  107.45  3.000
 L79  H233  C23  H231  107.75  3.000
 L79  H232  C23  H231  107.68  3.000
 L79  H233  C23  C20   111.19  3.000
 L79  H232  C23  C20   112.15  3.000
 L79  H231  C23  C20   110.43  3.000
 L79  H24   C24  C25   118.01  3.000
 L79  H24   C24  C19   119.49  3.000
 L79  C25   C24  C19   122.50  3.000
 L79  H25   C25  C24   118.87  3.000
 L79  H25   C25  C12   120.88  3.000
 L79  C24   C25  C12   120.23  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
 L79  CONST_01  C19   C14  C13  C12     0.00   0.0  0
 L79  CONST_02  C19   C24  C25  C12     0.00   0.0  0
 L79  CONST_03  C24   C25  C12  C13     0.00   0.0  0
 L79  CONST_04  C24   C19  C14  C13     0.00   0.0  0
 L79  CONST_05  C25   C12  C13  C14     0.00   0.0  0
 L79  CONST_06  C25   C24  C19  C14     0.00   0.0  0
 L79  CONST_07  C14   C13  C12  C8    180.00   0.0  0
 L79  CONST_08  C24   C25  C12  C8    180.00   0.0  0
 L79  CONST_09  H13   C13  C12  C8      0.00   0.0  0
 L79  CONST_10  H25   C25  C12  C8      0.00   0.0  0
 L79  CONST_11  H24   C24  C25  C12   180.00   0.0  0
 L79  Var_01    C9    C10  C11  C2     -3.50  30.0  1
 L79  Var_02    C10   C9   C8   C3     -0.34  30.0  1
 L79  Var_03    C13   C12  C8   C3   -143.23  30.0  2
 L79  Var_04    C11   C10  C9   C8    -10.01  30.0  1
 L79  Var_05    C16   C15  C14  C13   167.89  30.0  1
 L79  Var_06    C22   C16  C15  C14    43.88  30.0  1
 L79  Var_07    C22   C20  C19  C14   -15.47  30.0  1
 L79  Var_08    C20   C22  C16  C15   -63.39  30.0  1
 L79  Var_09    C19   C20  C22  C16    46.29  30.0  1
 L79  Var_10    H171  C17  C15  C14   174.75  30.0  3
 L79  Var_11    H181  C18  C15  C14   -62.05  30.0  3
 L79  Var_12    H211  C21  C20  C19   -66.44  30.0  3
 L79  Var_13    H231  C23  C20  C19   179.64  30.0  3
 L79  Var_14    C6    C5   C4   C1   -179.48   0.0  2
 L79  Var_15    O1    C6   C5   C4   -178.24  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 L79  chir_01  C1  C  O    C4  positiv
 L79  chir_02  C2  O  C11  C3  negativ
 L79  chir_03  C3  C  C2   C8  negativ

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
 L79  plan-1  C5   0.020
 L79  plan-1  C6   0.020
 L79  plan-1  O1   0.020
 L79  plan-1  O7   0.020
 L79  plan-2  C8   0.020
 L79  plan-2  C12  0.020
 L79  plan-2  C13  0.020
 L79  plan-2  C14  0.020
 L79  plan-2  C15  0.020
 L79  plan-2  C19  0.020
 L79  plan-2  C20  0.020
 L79  plan-2  C24  0.020
 L79  plan-2  C25  0.020
 L79  plan-2  H13  0.020
 L79  plan-2  H24  0.020
 L79  plan-2  H25  0.020
 L79  plan-3  C1   0.020
 L79  plan-3  C4   0.020
 L79  plan-3  C5   0.020
 L79  plan-3  C6   0.020
 L79  plan-3  H4   0.020
 L79  plan-3  H5   0.020

