# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 14:01:04 2022
#   Inital geometry file: a 127 line input string
#   Ligand name: (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(\C=C\C(=O)CC(=O)\C=C\c2ccc(O)c(OC)c2)ccc1O
#
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
 CC9  CC9  (1E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione  ligand  47  27  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CC9
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
 CC9  O1   O  O     0  -0.412   1.7955   0.7836   3.5238
 CC9  C1   C  C     0   0.386   1.3863   0.1417   2.5756
 CC9  C2   C  C1    0  -0.381   2.1846  -0.1167   1.3711
 CC9  C3   C  C1    0  -0.228   3.4541   0.3063   1.2588
 CC9  C4   C  CR6   0   0.149   4.3456   0.1063   0.1297
 CC9  C10  C  CR16  0  -0.445   5.6657   0.5729   0.2332
 CC9  C8   C  CR6   0   0.342   6.5705   0.4135  -0.8005
 CC9  O3   O  O2    0  -0.465   7.8506   0.8267  -0.7848
 CC9  C9   C  CH3   0  -0.440   8.3366   1.4535   0.3848
 CC9  C7   C  CR6   0   0.276   6.1553  -0.2276  -1.9829
 CC9  O2   O  OH1   0  -0.612   7.0674  -0.3547  -2.9579
 CC9  C6   C  CR16  0  -0.355   4.8500  -0.6880  -2.0886
 CC9  C5   C  CR16  0  -0.329   3.9522  -0.5256  -1.0473
 CC9  C11  C  CH2   0  -0.706  -0.0018  -0.4564   2.5696
 CC9  C12  C  C     0   0.374  -0.9400   0.3253   1.6724
 CC9  O4   O  O     0  -0.412  -0.6192   1.4132   1.2318
 CC9  C13  C  C1    0  -0.385  -2.2302  -0.3146   1.4015
 CC9  C14  C  C1    0  -0.220  -3.1559   0.2661   0.6198
 CC9  C15  C  CR6   0   0.149  -4.4565  -0.2697   0.2612
 CC9  C16  C  CR16  0  -0.439  -5.2743   0.4883  -0.5909
 CC9  C17  C  CR6   0   0.317  -6.5197   0.0302  -0.9754
 CC9  O5   O  O2    0  -0.487  -7.3794   0.6776  -1.7877
 CC9  C18  C  CH3   0  -0.435  -7.0040   1.9413  -2.3005
 CC9  C19  C  CR6   0   0.286  -6.9783  -1.2145  -0.5072
 CC9  O6   O  OH1   0  -0.617  -8.1804  -1.6927  -0.8586
 CC9  C20  C  CR16  0  -0.321  -6.1721  -1.9653   0.3375
 CC9  C21  C  CR16  0  -0.328  -4.9259  -1.5009   0.7184
 CC9  H1   H  H     0   0.267   1.7075  -0.6835   0.5798
 CC9  H2   H  H     0   0.264   3.8779   0.8539   2.0961
 CC9  H3   H  HCR6  0   0.287   5.9691   1.0621   1.1500
 CC9  H4   H  HCH3  0   0.230   7.7956   2.3761   0.6112
 CC9  H5   H  HCH3  0   0.230   8.2839   0.7925   1.2541
 CC9  H6   H  HCH3  0   0.263   9.3783   1.6981   0.1933
 CC9  H7   H  HOH1  0   0.480   6.6876  -0.8186  -3.7131
 CC9  H8   H  HCR6  0   0.280   4.5306  -1.1791  -3.0006
 CC9  H9   H  HCR6  0   0.260   2.9427  -0.8947  -1.1684
 CC9  H10  H  HCH2  0   0.296   0.0294  -1.4989   2.2381
 CC9  H11  H  HCH2  0   0.313  -0.4213  -0.4619   3.5803
 CC9  H13  H  H     0   0.269  -2.4003  -1.2851   1.8527
 CC9  H14  H  H     0   0.266  -2.9206   1.2384   0.1963
 CC9  H16  H  HCR6  0   0.290  -4.9106   1.4452  -0.9441
 CC9  H17  H  HCH3  0   0.234  -6.1041   1.8754  -2.9169
 CC9  H18  H  HCH3  0   0.266  -7.8302   2.2824  -2.9184
 CC9  H19  H  HCH3  0   0.234  -6.8347   2.6663  -1.5006
 CC9  H20  H  HOH1  0   0.477  -8.6264  -1.0803  -1.4571
 CC9  H21  H  HCR6  0   0.274  -6.5315  -2.9222   0.6946
 CC9  H22  H  HCR6  0   0.260  -4.3226  -2.1107   1.3773

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
 CC9  C9   O3   single    1.413  0.020  1.413
 CC9  O2   C7   single    1.341  0.020  1.341
 CC9  O3   C8   single    1.345  0.020  1.345
 CC9  C7   C8   aromatic  1.408  0.020  1.408
 CC9  C7   C6   aromatic  1.388  0.020  1.388
 CC9  C8   C10  aromatic  1.383  0.020  1.383
 CC9  C6   C5   aromatic  1.384  0.020  1.384
 CC9  C10  C4   aromatic  1.404  0.020  1.404
 CC9  C5   C4   aromatic  1.393  0.020  1.393
 CC9  C4   C3   single    1.452  0.020  1.452
 CC9  C3   C2   double    1.343  0.020  1.343
 CC9  C2   C1   single    1.468  0.020  1.468
 CC9  C1   C11  single    1.511  0.020  1.511
 CC9  C1   O1   double    1.216  0.020  1.216
 CC9  C18  O5   single    1.414  0.020  1.414
 CC9  C11  C12  single    1.515  0.020  1.515
 CC9  C12  O4   double    1.217  0.020  1.217
 CC9  C12  C13  single    1.465  0.020  1.465
 CC9  O5   C17  single    1.348  0.020  1.348
 CC9  C13  C14  double    1.344  0.020  1.344
 CC9  C16  C17  aromatic  1.382  0.020  1.382
 CC9  C16  C15  aromatic  1.403  0.020  1.403
 CC9  C17  C19  aromatic  1.407  0.020  1.407
 CC9  C14  C15  single    1.452  0.020  1.452
 CC9  C15  C21  aromatic  1.395  0.020  1.395
 CC9  C19  O6   single    1.341  0.020  1.341
 CC9  C19  C20  aromatic  1.388  0.020  1.388
 CC9  C21  C20  aromatic  1.383  0.020  1.383
 CC9  C2   H1   single    0.930  0.020  1.080
 CC9  C3   H2   single    0.930  0.020  1.080
 CC9  C10  H3   single    0.930  0.020  1.080
 CC9  C9   H4   single    0.970  0.020  1.090
 CC9  C9   H5   single    0.970  0.020  1.090
 CC9  C9   H6   single    0.970  0.020  1.090
 CC9  O2   H7   single    0.850  0.020  0.980
 CC9  C6   H8   single    0.930  0.020  1.080
 CC9  C5   H9   single    0.930  0.020  1.080
 CC9  C11  H10  single    0.970  0.020  1.090
 CC9  C11  H11  single    0.970  0.020  1.090
 CC9  C13  H13  single    0.930  0.020  1.080
 CC9  C14  H14  single    0.930  0.020  1.080
 CC9  C16  H16  single    0.930  0.020  1.080
 CC9  C18  H17  single    0.970  0.020  1.090
 CC9  C18  H18  single    0.970  0.020  1.090
 CC9  C18  H19  single    0.970  0.020  1.090
 CC9  O6   H20  single    0.850  0.020  0.980
 CC9  C20  H21  single    0.930  0.020  1.080
 CC9  C21  H22  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
 CC9  C11  C1   C2   115.25  3.000
 CC9  C11  C1   O1   121.41  3.000
 CC9  C2   C1   O1   123.35  3.000
 CC9  H1   C2   C3   121.32  3.000
 CC9  H1   C2   C1   116.85  3.000
 CC9  C3   C2   C1   121.82  3.000
 CC9  H2   C3   C4   115.40  3.000
 CC9  H2   C3   C2   117.59  3.000
 CC9  C4   C3   C2   127.00  3.000
 CC9  C5   C4   C10  118.60  3.000
 CC9  C5   C4   C3   123.10  3.000
 CC9  C10  C4   C3   118.30  3.000
 CC9  H3   C10  C8   120.11  3.000
 CC9  H3   C10  C4   118.43  3.000
 CC9  C8   C10  C4   121.45  3.000
 CC9  C7   C8   O3   115.49  3.000
 CC9  C7   C8   C10  119.16  3.000
 CC9  O3   C8   C10  125.34  3.000
 CC9  C9   O3   C8   118.24  3.000
 CC9  H6   C9   H5   108.81  3.000
 CC9  H6   C9   H4   108.72  3.000
 CC9  H5   C9   H4   108.76  3.000
 CC9  H6   C9   O3   106.48  3.000
 CC9  H5   C9   O3   111.92  3.000
 CC9  H4   C9   O3   112.06  3.000
 CC9  C6   C7   O2   123.55  3.000
 CC9  C6   C7   C8   119.50  3.000
 CC9  O2   C7   C8   116.95  3.000
 CC9  H7   O2   C7   110.31  3.000
 CC9  H8   C6   C5   119.66  3.000
 CC9  H8   C6   C7   119.44  3.000
 CC9  C5   C6   C7   120.90  3.000
 CC9  H9   C5   C6   118.75  3.000
 CC9  H9   C5   C4   120.87  3.000
 CC9  C6   C5   C4   120.38  3.000
 CC9  H11  C11  H10  106.61  3.000
 CC9  H11  C11  C12  108.19  3.000
 CC9  H10  C11  C12  109.25  3.000
 CC9  H11  C11  C1   110.51  3.000
 CC9  H10  C11  C1   110.61  3.000
 CC9  C12  C11  C1   111.52  3.000
 CC9  C13  C12  O4   123.75  3.000
 CC9  C13  C12  C11  115.42  3.000
 CC9  O4   C12  C11  120.83  3.000
 CC9  H13  C13  C14  121.41  3.000
 CC9  H13  C13  C12  116.89  3.000
 CC9  C14  C13  C12  121.70  3.000
 CC9  H14  C14  C15  115.35  3.000
 CC9  H14  C14  C13  117.67  3.000
 CC9  C15  C14  C13  126.98  3.000
 CC9  C21  C15  C16  118.67  3.000
 CC9  C21  C15  C14  123.12  3.000
 CC9  C16  C15  C14  118.21  3.000
 CC9  H16  C16  C17  120.33  3.000
 CC9  H16  C16  C15  118.66  3.000
 CC9  C17  C16  C15  121.01  3.000
 CC9  C19  C17  O5   114.68  3.000
 CC9  C19  C17  C16  119.65  3.000
 CC9  O5   C17  C16  125.67  3.000
 CC9  C18  O5   C17  118.56  3.000
 CC9  H19  C18  H18  109.01  3.000
 CC9  H19  C18  H17  108.99  3.000
 CC9  H18  C18  H17  108.92  3.000
 CC9  H19  C18  O5   111.63  3.000
 CC9  H18  C18  O5   106.54  3.000
 CC9  H17  C18  O5   111.67  3.000
 CC9  C20  C19  O6   119.16  3.000
 CC9  C20  C19  C17  119.46  3.000
 CC9  O6   C19  C17  121.38  3.000
 CC9  H20  O6   C19  110.51  3.000
 CC9  H21  C20  C21  120.32  3.000
 CC9  H21  C20  C19  119.07  3.000
 CC9  C21  C20  C19  120.60  3.000
 CC9  H22  C21  C20  118.75  3.000
 CC9  H22  C21  C15  120.64  3.000
 CC9  C20  C21  C15  120.62  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
 CC9  CONST_01  C7   C8   C10  C4      0.00   0.0  0
 CC9  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 CC9  CONST_03  C6   C7   C8   C10     0.00   0.0  0
 CC9  CONST_04  C6   C5   C4   C10     0.00   0.0  0
 CC9  CONST_05  C5   C6   C7   C8      0.00   0.0  0
 CC9  CONST_06  C5   C4   C10  C8      0.00   0.0  0
 CC9  CONST_07  C19  C17  C16  C15     0.00   0.0  0
 CC9  CONST_08  C19  C20  C21  C15     0.00   0.0  0
 CC9  CONST_09  C20  C19  C17  C16     0.00   0.0  0
 CC9  CONST_10  C20  C21  C15  C16     0.00   0.0  0
 CC9  CONST_11  C21  C15  C16  C17     0.00   0.0  0
 CC9  CONST_12  C21  C20  C19  C17     0.00   0.0  0
 CC9  CONST_13  C8   C10  C4   C3    180.00   0.0  0
 CC9  CONST_14  C6   C5   C4   C3    180.00   0.0  0
 CC9  CONST_15  O3   C8   C10  C4    180.00   0.0  0
 CC9  CONST_16  O2   C7   C8   C10   180.00   0.0  0
 CC9  CONST_17  C6   C7   C8   O3    180.00   0.0  0
 CC9  CONST_18  C5   C6   C7   O2    180.00   0.0  0
 CC9  CONST_19  C17  C16  C15  C14   180.00   0.0  0
 CC9  CONST_20  C20  C21  C15  C14   180.00   0.0  0
 CC9  CONST_21  O5   C17  C16  C15   180.00   0.0  0
 CC9  CONST_22  O6   C19  C17  C16   180.00   0.0  0
 CC9  CONST_23  C20  C19  C17  O5    180.00   0.0  0
 CC9  CONST_24  C21  C20  C19  O6    180.00   0.0  0
 CC9  CONST_25  H8   C6   C5   C4    180.00   0.0  0
 CC9  CONST_26  H9   C5   C4   C10   180.00   0.0  0
 CC9  CONST_27  H3   C10  C8   C7    180.00   0.0  0
 CC9  CONST_28  H21  C20  C21  C15   180.00   0.0  0
 CC9  CONST_29  H22  C21  C15  C16   180.00   0.0  0
 CC9  CONST_30  H16  C16  C17  C19   180.00   0.0  0
 CC9  Var_01    C10  C4   C3   C2   -176.92  30.0  2
 CC9  Var_02    C7   C8   O3   C9   -178.73  30.0  2
 CC9  Var_03    C16  C15  C14  C13  -178.98  30.0  2
 CC9  Var_04    C19  C17  O5   C18   179.66  30.0  2
 CC9  Var_05    C4   C3   C2   C1    179.52   0.0  2
 CC9  Var_06    C15  C14  C13  C12   179.06   0.0  2
 CC9  Var_07    H4   C9   O3   C8    -61.71  30.0  3
 CC9  Var_08    H17  C18  O5   C17    61.40  30.0  3
 CC9  Var_09    C3   C2   C1   O1      2.44  30.0  2
 CC9  Var_10    C12  C11  C1   O1    105.08  30.0  3
 CC9  Var_11    O4   C12  C11  C1    -11.65  30.0  3
 CC9  Var_12    C14  C13  C12  C11  -179.86  30.0  2

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
 CC9  plan-1  C3   0.020
 CC9  plan-1  C4   0.020
 CC9  plan-1  C10  0.020
 CC9  plan-1  C8   0.020
 CC9  plan-1  O3   0.020
 CC9  plan-1  C7   0.020
 CC9  plan-1  O2   0.020
 CC9  plan-1  C6   0.020
 CC9  plan-1  C5   0.020
 CC9  plan-1  H3   0.020
 CC9  plan-1  H8   0.020
 CC9  plan-1  H9   0.020
 CC9  plan-2  C14  0.020
 CC9  plan-2  C15  0.020
 CC9  plan-2  C16  0.020
 CC9  plan-2  C17  0.020
 CC9  plan-2  O5   0.020
 CC9  plan-2  C19  0.020
 CC9  plan-2  O6   0.020
 CC9  plan-2  C20  0.020
 CC9  plan-2  C21  0.020
 CC9  plan-2  H16  0.020
 CC9  plan-2  H21  0.020
 CC9  plan-2  H22  0.020
 CC9  plan-3  O1   0.020
 CC9  plan-3  C1   0.020
 CC9  plan-3  C2   0.020
 CC9  plan-3  C11  0.020
 CC9  plan-4  C11  0.020
 CC9  plan-4  C12  0.020
 CC9  plan-4  O4   0.020
 CC9  plan-4  C13  0.020
 CC9  plan-5  C1   0.020
 CC9  plan-5  C2   0.020
 CC9  plan-5  C3   0.020
 CC9  plan-5  C4   0.020
 CC9  plan-5  H1   0.020
 CC9  plan-5  H2   0.020
 CC9  plan-6  C12  0.020
 CC9  plan-6  C13  0.020
 CC9  plan-6  C14  0.020
 CC9  plan-6  C15  0.020
 CC9  plan-6  H13  0.020
 CC9  plan-6  H14  0.020

