# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 22:32:27 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: 1,3,8-trihydroxy-6-methylanthracene-9,10-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(O)c2C(=O)c3c(O)cc(O)cc3C(=O)c2c1
#
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
 EMO  EMO  1,3,8-trihydroxy-6-methylanthracene-9,10-dione  ligand  30  20  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EMO
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
 EMO  C1    C  CR6   0   0.416   1.3330  -0.1680  -2.4061
 EMO  O1    O  OH1   0  -0.572   2.6649  -0.2178  -2.4101
 EMO  C2    C  CR16  0  -0.450   0.6332  -0.1496  -3.6061
 EMO  C3    C  CR6   0   0.431  -0.7515  -0.1010  -3.6176
 EMO  O3    O  OH1   0  -0.593  -1.3558  -0.0846  -4.8085
 EMO  C4    C  CR16  0  -0.431  -1.4554  -0.0730  -2.4156
 EMO  C5    C  CR66  0  -0.018  -0.7633  -0.0891  -1.2217
 EMO  C6    C  CR6   0   0.318  -1.5729  -0.0592   0.0290
 EMO  O6    O  O     0  -0.366  -2.7841  -0.0327  -0.0196
 EMO  C7    C  CR66  0   0.001  -0.8552  -0.0611   1.3223
 EMO  C8    C  CR16  0  -0.339  -1.5841  -0.0252   2.4929
 EMO  C9    C  CR6   0   0.142  -0.9347  -0.0200   3.7325
 EMO  C10   C  CH3   0  -0.697  -1.7355   0.0370   4.9961
 EMO  C16   C  CR16  0  -0.379   0.4449  -0.0515   3.7630
 EMO  C17   C  CR6   0   0.387   1.2011  -0.0964   2.5870
 EMO  O17   O  OH1   0  -0.614   2.5224  -0.1363   2.7023
 EMO  C18   C  CR66  0  -0.224   0.5473  -0.0993   1.3416
 EMO  C19   C  CR6   0   0.438   1.3417  -0.1444   0.1086
 EMO  O19   O  O     0  -0.440   2.5698  -0.1852   0.1825
 EMO  C20   C  CR66  0  -0.147   0.6412  -0.1348  -1.1772
 EMO  HO1   H  HOH1  0   0.455   2.9911  -0.2445  -3.3151
 EMO  H2    H  HCR6  0   0.259   1.1660  -0.1735  -4.5501
 EMO  HO3   H  HOH1  0   0.457  -2.3117  -0.0488  -4.7109
 EMO  H4    H  HCR6  0   0.257  -2.5374  -0.0403  -2.4088
 EMO  H8    H  HCR6  0   0.245  -2.6647   0.0010   2.4518
 EMO  H101  H  HCH3  0   0.251  -2.2816   0.9790   5.0607
 EMO  H102  H  HCH3  0   0.247  -2.4733  -0.7644   5.0294
 EMO  H103  H  HCH3  0   0.240  -1.1065  -0.0459   5.8800
 EMO  H16   H  HCR6  0   0.251   0.9682  -0.0493   4.7116
 EMO  H17   H  HOH1  0   0.477   2.8840  -0.1649   1.7812

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
 EMO  C1   O1    single    1.333  0.020  1.333
 EMO  C1   C2    aromatic  1.389  0.020  1.389
 EMO  C1   C20   aromatic  1.411  0.020  1.411
 EMO  O1   HO1   single    0.850  0.020  0.980
 EMO  C2   C3    aromatic  1.386  0.020  1.386
 EMO  C2   H2    single    0.930  0.020  1.080
 EMO  C3   O3    single    1.336  0.020  1.336
 EMO  C3   C4    aromatic  1.393  0.020  1.393
 EMO  O3   HO3   single    0.850  0.020  0.980
 EMO  C4   C5    aromatic  1.380  0.020  1.380
 EMO  C4   H4    single    0.930  0.020  1.080
 EMO  C5   C6    single    1.490  0.020  1.490
 EMO  C5   C20   aromatic  1.406  0.020  1.406
 EMO  C6   O6    double    1.212  0.020  1.212
 EMO  C6   C7    single    1.479  0.020  1.479
 EMO  C7   C8    aromatic  1.379  0.020  1.379
 EMO  C7   C18   aromatic  1.403  0.020  1.403
 EMO  C8   C9    aromatic  1.399  0.020  1.399
 EMO  C8   H8    single    0.930  0.020  1.080
 EMO  C9   C10   single    1.497  0.020  1.497
 EMO  C9   C16   aromatic  1.380  0.020  1.380
 EMO  C10  H101  single    0.970  0.020  1.090
 EMO  C10  H102  single    0.970  0.020  1.090
 EMO  C10  H103  single    0.970  0.020  1.090
 EMO  C16  C17   aromatic  1.399  0.020  1.399
 EMO  C16  H16   single    0.930  0.020  1.080
 EMO  C17  O17   single    1.327  0.020  1.327
 EMO  C17  C18   aromatic  1.407  0.020  1.407
 EMO  O17  H17   single    0.850  0.020  0.980
 EMO  C18  C19   single    1.467  0.020  1.467
 EMO  C19  O19   double    1.231  0.020  1.231
 EMO  C19  C20   single    1.464  0.020  1.464

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
 EMO  C20   C1   C2    120.34  3.000
 EMO  C20   C1   O1    119.58  3.000
 EMO  C2    C1   O1    120.08  3.000
 EMO  HO1   O1   C1    110.04  3.000
 EMO  H2    C2   C3    118.99  3.000
 EMO  H2    C2   C1    120.28  3.000
 EMO  C3    C2   C1    120.73  3.000
 EMO  C4    C3   O3    122.71  3.000
 EMO  C4    C3   C2    119.90  3.000
 EMO  O3    C3   C2    117.39  3.000
 EMO  HO3   O3   C3    111.09  3.000
 EMO  H4    C4   C5    119.75  3.000
 EMO  H4    C4   C3    120.73  3.000
 EMO  C5    C4   C3    119.52  3.000
 EMO  C20   C5   C6    121.12  3.000
 EMO  C20   C5   C4    121.92  3.000
 EMO  C6    C5   C4    116.96  3.000
 EMO  C7    C6   O6    121.32  3.000
 EMO  C7    C6   C5    118.05  3.000
 EMO  O6    C6   C5    120.63  3.000
 EMO  C18   C7   C8    121.14  3.000
 EMO  C18   C7   C6    119.81  3.000
 EMO  C8    C7   C6    119.05  3.000
 EMO  H8    C8   C9    119.81  3.000
 EMO  H8    C8   C7    119.75  3.000
 EMO  C9    C8   C7    120.44  3.000
 EMO  C16   C9   C10   121.12  3.000
 EMO  C16   C9   C8    118.90  3.000
 EMO  C10   C9   C8    119.98  3.000
 EMO  H103  C10  H102  108.09  3.000
 EMO  H103  C10  H101  107.89  3.000
 EMO  H102  C10  H101  107.11  3.000
 EMO  H103  C10  C9    111.94  3.000
 EMO  H102  C10  C9    111.09  3.000
 EMO  H101  C10  C9    110.53  3.000
 EMO  H16   C16  C17   118.36  3.000
 EMO  H16   C16  C9    120.14  3.000
 EMO  C17   C16  C9    121.50  3.000
 EMO  C18   C17  O17   122.67  3.000
 EMO  C18   C17  C16   119.55  3.000
 EMO  O17   C17  C16   117.79  3.000
 EMO  H17   O17  C17   106.48  3.000
 EMO  C19   C18  C17   119.50  3.000
 EMO  C19   C18  C7    122.03  3.000
 EMO  C17   C18  C7    118.47  3.000
 EMO  C20   C19  O19   122.02  3.000
 EMO  C20   C19  C18   118.60  3.000
 EMO  O19   C19  C18   119.38  3.000
 EMO  C19   C20  C5    120.39  3.000
 EMO  C19   C20  C1    122.02  3.000
 EMO  C5    C20  C1    117.59  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
 EMO  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 EMO  CONST_02  C4    C5   C20  C1     0.00   0.0  0
 EMO  CONST_03  C5    C20  C1   C2     0.00   0.0  0
 EMO  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 EMO  CONST_05  C20   C1   C2   C3     0.00   0.0  0
 EMO  CONST_06  C20   C5   C4   C3     0.00   0.0  0
 EMO  CONST_07  C16   C9   C8   C7     0.00   0.0  0
 EMO  CONST_08  C16   C17  C18  C7     0.00   0.0  0
 EMO  CONST_09  C17   C18  C7   C8     0.00   0.0  0
 EMO  CONST_10  C17   C16  C9   C8     0.00   0.0  0
 EMO  CONST_11  C18   C7   C8   C9     0.00   0.0  0
 EMO  CONST_12  C18   C17  C16  C9     0.00   0.0  0
 EMO  CONST_13  O3    C3   C2   C1   180.00   0.0  0
 EMO  CONST_14  C3    C2   C1   O1   180.00   0.0  0
 EMO  CONST_15  C5    C20  C1   O1   180.00   0.0  0
 EMO  CONST_16  C19   C20  C1   O1     0.00   0.0  0
 EMO  CONST_17  C5    C4   C3   O3   180.00   0.0  0
 EMO  CONST_18  C10   C9   C8   C7   180.00   0.0  0
 EMO  CONST_19  O17   C17  C18  C7   180.00   0.0  0
 EMO  CONST_20  O17   C17  C16  C9   180.00   0.0  0
 EMO  CONST_21  C17   C16  C9   C10  180.00   0.0  0
 EMO  CONST_22  C19   C18  C17  O17    0.00   0.0  0
 EMO  CONST_23  H4    C4   C3   C2   180.00   0.0  0
 EMO  CONST_24  H2    C2   C3   C4   180.00   0.0  0
 EMO  CONST_25  H8    C8   C7   C6     0.00   0.0  0
 EMO  CONST_26  H16   C16  C9   C8   180.00   0.0  0
 EMO  Var_01    H101  C10  C9   C8   -64.29  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
 EMO  plan-1  C1   0.020
 EMO  plan-1  O1   0.020
 EMO  plan-1  C2   0.020
 EMO  plan-1  C3   0.020
 EMO  plan-1  O3   0.020
 EMO  plan-1  C4   0.020
 EMO  plan-1  C5   0.020
 EMO  plan-1  C6   0.020
 EMO  plan-1  O6   0.020
 EMO  plan-1  C7   0.020
 EMO  plan-1  C8   0.020
 EMO  plan-1  C9   0.020
 EMO  plan-1  C10  0.020
 EMO  plan-1  C16  0.020
 EMO  plan-1  C17  0.020
 EMO  plan-1  O17  0.020
 EMO  plan-1  C18  0.020
 EMO  plan-1  C19  0.020
 EMO  plan-1  O19  0.020
 EMO  plan-1  C20  0.020
 EMO  plan-1  H2   0.020
 EMO  plan-1  H4   0.020
 EMO  plan-1  H8   0.020
 EMO  plan-1  H16  0.020

