# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 00:03:00 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 1-(3,4,5-trihydroxyphenyl)nonan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCC(=O)c1cc(O)c(O)c(O)c1
#
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
 T94  T94  1-(3,4,5-trihydroxyphenyl)nonan-1-one  ligand  41  19  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_T94
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
 T94  C1   C  CR6   0   0.363  -3.7379  -1.3957  -0.0801
 T94  C2   C  CR6   0   0.097  -4.8118  -0.5085  -0.0322
 T94  C3   C  CR6   0   0.349  -4.5823   0.8668   0.0296
 T94  C4   C  CR16  0  -0.407  -3.2829   1.3503   0.0592
 T94  C5   C  CR6   0   0.003  -2.2112   0.4612   0.0258
 T94  C6   C  CR16  0  -0.436  -2.4361  -0.9108  -0.0493
 T94  O7   O  OH1   0  -0.628  -5.6025   1.7402   0.0577
 T94  O8   O  OH1   0  -0.658  -6.0936  -0.9832  -0.1021
 T94  O9   O  OH1   0  -0.627  -3.9333  -2.7224  -0.1586
 T94  C10  C  C     0   0.380  -0.8275   1.0242   0.0610
 T94  C11  C  CH2   0  -0.586   0.3415   0.0714   0.0352
 T94  C12  C  CH2   0  -0.411   1.7007   0.7526   0.0502
 T94  C13  C  CH2   0  -0.416   2.8469  -0.2512   0.0326
 T94  C14  C  CH2   0  -0.413   4.2134   0.4225   0.0228
 T94  C15  C  CH2   0  -0.412   5.3760  -0.5622   0.0118
 T94  C16  C  CH2   0  -0.407   6.7365   0.1234  -0.0112
 T94  C17  C  CH2   0  -0.419   7.9081  -0.8510  -0.0182
 T94  C18  C  CH3   0  -0.662   9.2579  -0.1470  -0.0499
 T94  O19  O  O     0  -0.399  -0.6608   2.2248   0.1122
 T94  H1   H  HCR6  0   0.265  -3.1145   2.4178   0.1095
 T94  H2   H  HCR6  0   0.270  -1.6220  -1.6217  -0.0841
 T94  H3   H  HOH1  0   0.472  -6.4433   1.2703  -0.0139
 T94  H4   H  HOH1  0   0.487  -6.4297  -1.1758   0.7835
 T94  H5   H  HOH1  0   0.472  -4.8746  -2.9132  -0.2612
 T94  H6   H  HCH2  0   0.269   0.2484  -0.6095   0.8889
 T94  H7   H  HCH2  0   0.267   0.2500  -0.5683  -0.8495
 T94  H8   H  HCH2  0   0.222   1.7905   1.4182  -0.8125
 T94  H9   H  HCH2  0   0.222   1.7892   1.3863   0.9365
 T94  H10  H  HCH2  0   0.211   2.7703  -0.9101   0.9046
 T94  H11  H  HCH2  0   0.211   2.7546  -0.8995  -0.8459
 T94  H12  H  HCH2  0   0.208   4.2869   1.0779  -0.8523
 T94  H13  H  HCH2  0   0.208   4.3019   1.0769   0.8971
 T94  H14  H  HCH2  0   0.207   5.3099  -1.2132   0.8908
 T94  H15  H  HCH2  0   0.207   5.2862  -1.2207  -0.8595
 T94  H16  H  HCH2  0   0.206   6.8010   0.7717  -0.8927
 T94  H17  H  HCH2  0   0.206   6.8241   0.7868   0.8568
 T94  H18  H  HCH2  0   0.210   7.8486  -1.4945   0.8651
 T94  H19  H  HCH2  0   0.210   7.8201  -1.5156  -0.8832
 T94  H20  H  HCH3  0   0.215   9.3553   0.4750  -0.9422
 T94  H21  H  HCH3  0   0.215   9.3825   0.5043   0.8177
 T94  H22  H  HCH3  0   0.226  10.0850  -0.8578  -0.0506

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
 T94  O9   C1   single    1.343  0.020  1.343
 T94  O19  C10  double    1.213  0.020  1.213
 T94  C14  C13  single    1.524  0.020  1.524
 T94  C14  C15  single    1.524  0.020  1.524
 T94  C6   C1   aromatic  1.390  0.020  1.390
 T94  C6   C5   aromatic  1.392  0.020  1.392
 T94  C1   C2   aromatic  1.394  0.020  1.394
 T94  C12  C13  single    1.524  0.020  1.524
 T94  C12  C11  single    1.520  0.020  1.520
 T94  C10  C5   single    1.494  0.020  1.494
 T94  C10  C11  single    1.508  0.020  1.508
 T94  C5   C4   aromatic  1.393  0.020  1.393
 T94  C2   O8   single    1.369  0.020  1.369
 T94  C2   C3   aromatic  1.396  0.020  1.396
 T94  C18  C17  single    1.523  0.020  1.523
 T94  C15  C16  single    1.524  0.020  1.524
 T94  C4   C3   aromatic  1.387  0.020  1.387
 T94  C3   O7   single    1.343  0.020  1.343
 T94  C16  C17  single    1.524  0.020  1.524
 T94  C4   H1   single    0.930  0.020  1.080
 T94  C6   H2   single    0.930  0.020  1.080
 T94  O7   H3   single    0.850  0.020  0.980
 T94  O8   H4   single    0.850  0.020  0.980
 T94  O9   H5   single    0.850  0.020  0.980
 T94  C11  H6   single    0.970  0.020  1.090
 T94  C11  H7   single    0.970  0.020  1.090
 T94  C12  H8   single    0.970  0.020  1.090
 T94  C12  H9   single    0.970  0.020  1.090
 T94  C13  H10  single    0.970  0.020  1.090
 T94  C13  H11  single    0.970  0.020  1.090
 T94  C14  H12  single    0.970  0.020  1.090
 T94  C14  H13  single    0.970  0.020  1.090
 T94  C15  H14  single    0.970  0.020  1.090
 T94  C15  H15  single    0.970  0.020  1.090
 T94  C16  H16  single    0.970  0.020  1.090
 T94  C16  H17  single    0.970  0.020  1.090
 T94  C17  H18  single    0.970  0.020  1.090
 T94  C17  H19  single    0.970  0.020  1.090
 T94  C18  H20  single    0.970  0.020  1.090
 T94  C18  H21  single    0.970  0.020  1.090
 T94  C18  H22  single    0.970  0.020  1.090

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
 T94  O9   C1   C6   118.83  3.000
 T94  C6   C1   C2   119.93  3.000
 T94  O9   C1   C2   121.24  3.000
 T94  O8   C2   C3   119.87  3.000
 T94  C3   C2   C1   120.14  3.000
 T94  O8   C2   C1   119.94  3.000
 T94  O7   C3   C4   118.98  3.000
 T94  O7   C3   C2   121.11  3.000
 T94  C4   C3   C2   119.91  3.000
 T94  H1   C4   C5   120.74  3.000
 T94  H1   C4   C3   119.40  3.000
 T94  C5   C4   C3   119.86  3.000
 T94  C10  C5   C6   121.47  3.000
 T94  C10  C5   C4   118.13  3.000
 T94  C6   C5   C4   120.40  3.000
 T94  H2   C6   C5   121.87  3.000
 T94  H2   C6   C1   118.37  3.000
 T94  C5   C6   C1   119.76  3.000
 T94  H3   O7   C3   110.08  3.000
 T94  H4   O8   C2   110.36  3.000
 T94  H5   O9   C1   110.06  3.000
 T94  O19  C10  C11  121.29  3.000
 T94  C11  C10  C5   118.64  3.000
 T94  O19  C10  C5   120.07  3.000
 T94  H7   C11  H6   105.02  3.000
 T94  H7   C11  C12  110.14  3.000
 T94  H6   C11  C12  110.28  3.000
 T94  H7   C11  C10  108.54  3.000
 T94  H6   C11  C10  108.25  3.000
 T94  C12  C11  C10  114.18  3.000
 T94  H9   C12  H8   106.28  3.000
 T94  H9   C12  C13  109.29  3.000
 T94  H8   C12  C13  109.28  3.000
 T94  H9   C12  C11  109.88  3.000
 T94  H8   C12  C11  109.78  3.000
 T94  C13  C12  C11  112.16  3.000
 T94  H11  C13  H10  106.04  3.000
 T94  H11  C13  C14  109.39  3.000
 T94  H10  C13  C14  109.50  3.000
 T94  H11  C13  C12  109.61  3.000
 T94  H10  C13  C12  109.54  3.000
 T94  C14  C13  C12  112.55  3.000
 T94  H13  C14  H12  105.94  3.000
 T94  H13  C14  C15  109.28  3.000
 T94  H12  C14  C15  109.25  3.000
 T94  H13  C14  C13  109.35  3.000
 T94  H12  C14  C13  109.25  3.000
 T94  C15  C14  C13  113.49  3.000
 T94  H15  C15  H14  106.02  3.000
 T94  H15  C15  C16  109.36  3.000
 T94  H14  C15  C16  109.47  3.000
 T94  H15  C15  C14  109.37  3.000
 T94  H14  C15  C14  109.40  3.000
 T94  C16  C15  C14  112.99  3.000
 T94  H17  C16  H16  105.91  3.000
 T94  H17  C16  C17  109.22  3.000
 T94  H16  C16  C17  109.22  3.000
 T94  H17  C16  C15  109.38  3.000
 T94  H16  C16  C15  109.32  3.000
 T94  C17  C16  C15  113.51  3.000
 T94  H19  C17  H18  106.06  3.000
 T94  H19  C17  C18  109.61  3.000
 T94  H18  C17  C18  109.68  3.000
 T94  H19  C17  C16  109.27  3.000
 T94  H18  C17  C16  109.30  3.000
 T94  C18  C17  C16  112.71  3.000
 T94  H22  C18  H21  107.63  3.000
 T94  H22  C18  H20  107.64  3.000
 T94  H21  C18  H20  107.42  3.000
 T94  H22  C18  C17  111.78  3.000
 T94  H21  C18  C17  111.12  3.000
 T94  H20  C18  C17  111.06  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
 T94  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 T94  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 T94  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 T94  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 T94  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 T94  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 T94  CONST_07  C10  C5   C6   C1   180.00   0.0  0
 T94  CONST_08  O7   C3   C2   C1   180.00   0.0  0
 T94  CONST_09  O9   C1   C2   C3   180.00   0.0  0
 T94  CONST_10  C10  C5   C4   C3   180.00   0.0  0
 T94  CONST_11  O8   C2   C3   C4   180.00   0.0  0
 T94  CONST_12  O9   C1   C6   C5   180.00   0.0  0
 T94  CONST_13  O7   C3   C4   C5   180.00   0.0  0
 T94  CONST_14  O8   C2   C1   C6   180.00   0.0  0
 T94  CONST_15  H2   C6   C1   C2   180.00   0.0  0
 T94  CONST_16  H1   C4   C3   C2   180.00   0.0  0
 T94  Var_01    O19  C10  C5   C4    -0.27  30.0  2
 T94  Var_02    C12  C11  C10  C5   178.99  30.0  3
 T94  Var_03    C13  C12  C11  C10  179.61  30.0  2
 T94  Var_04    C14  C13  C12  C11  178.99  30.0  3
 T94  Var_05    C15  C14  C13  C12  179.73  30.0  1
 T94  Var_06    C16  C15  C14  C13  179.46  30.0  3
 T94  Var_07    C17  C16  C15  C14  179.83  30.0  3
 T94  Var_08    C18  C17  C16  C15  179.64  30.0  3
 T94  Var_09    H20  C18  C17  C16  -59.99  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
 T94  plan-1  C1   0.020
 T94  plan-1  C2   0.020
 T94  plan-1  C3   0.020
 T94  plan-1  C4   0.020
 T94  plan-1  C5   0.020
 T94  plan-1  C6   0.020
 T94  plan-1  O7   0.020
 T94  plan-1  O8   0.020
 T94  plan-1  O9   0.020
 T94  plan-1  C10  0.020
 T94  plan-1  H1   0.020
 T94  plan-1  H2   0.020
 T94  plan-2  C5   0.020
 T94  plan-2  C10  0.020
 T94  plan-2  C11  0.020
 T94  plan-2  O19  0.020

