# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 04:25:03 2022
#   Inital geometry file: a 64 line input string
#   Ligand name: ethyl 3,4,5-trihydroxybenzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=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
 EGR  EGR  'ethyl 3,4,5-trihydroxybenzoate'  ligand  24  14  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EGR
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
 EGR  C01  C  CH3   0  -0.684   4.7767   1.1876   0.0623
 EGR  C02  C  CH2   0  -0.199   4.0397  -0.1209  -0.0824
 EGR  O03  O  O2    0  -0.531   2.6328   0.1643  -0.0376
 EGR  C04  C  C     0   0.603   1.7848  -0.8492  -0.0697
 EGR  O05  O  O     0  -0.416   2.1219  -2.0071  -0.1081
 EGR  C06  C  CR6   0  -0.044   0.3645  -0.4127   0.0159
 EGR  C07  C  CR16  0  -0.425  -0.6045  -1.4083   0.0709
 EGR  C08  C  CR6   0   0.307  -1.9448  -1.0560   0.1463
 EGR  O09  O  OH1   0  -0.549  -2.8696  -2.0279   0.1947
 EGR  C10  C  CR6   0   0.210  -2.3071   0.2927   0.1671
 EGR  O11  O  OH1   0  -0.705  -3.6356   0.6507   0.2008
 EGR  C12  C  CR6   0   0.362  -1.3272   1.2860   0.0948
 EGR  O13  O  OH1   0  -0.637  -1.6623   2.5868   0.0939
 EGR  C14  C  CR16  0  -0.425   0.0147   0.9341   0.0225
 EGR  H1   H  HCH3  0   0.237   5.8490   0.9980   0.0271
 EGR  H2   H  HCH3  0   0.265   4.5337   1.8790  -0.7443
 EGR  H3   H  HCH3  0   0.198   4.5534   1.6698   1.0141
 EGR  H4   H  HCH2  0   0.268   4.2830  -0.6033  -1.0312
 EGR  H5   H  HCH2  0   0.248   4.3033  -0.8082   0.7224
 EGR  H6   H  HCR6  0   0.262  -0.3270  -2.4528   0.0573
 EGR  H7   H  HOH1  0   0.432  -3.7555  -1.6440   0.1787
 EGR  H8   H  HOH1  0   0.468  -3.9371   0.7288   1.1165
 EGR  H9   H  HOH1  0   0.492  -2.6234   2.6783   0.0784
 EGR  H10  H  HCR6  0   0.264   0.7593   1.7132  -0.0285

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
 EGR  O11  C10  single    1.376  0.020  1.376
 EGR  O09  C08  single    1.342  0.020  1.342
 EGR  C10  C08  aromatic  1.397  0.020  1.397
 EGR  C10  C12  aromatic  1.397  0.020  1.397
 EGR  C08  C07  aromatic  1.388  0.020  1.388
 EGR  O13  C12  single    1.343  0.020  1.343
 EGR  C12  C14  aromatic  1.389  0.020  1.389
 EGR  C07  C06  aromatic  1.390  0.020  1.390
 EGR  C14  C06  aromatic  1.392  0.020  1.392
 EGR  C06  C04  single    1.488  0.020  1.488
 EGR  C04  O05  double    1.207  0.020  1.207
 EGR  C04  O03  single    1.322  0.020  1.322
 EGR  C01  C02  single    1.509  0.020  1.509
 EGR  O03  C02  single    1.436  0.020  1.436
 EGR  C01  H1   single    0.970  0.020  1.090
 EGR  C01  H2   single    0.970  0.020  1.090
 EGR  C01  H3   single    0.970  0.020  1.090
 EGR  C02  H4   single    0.970  0.020  1.090
 EGR  C02  H5   single    0.970  0.020  1.090
 EGR  C07  H6   single    0.930  0.020  1.080
 EGR  O09  H7   single    0.850  0.020  0.980
 EGR  O11  H8   single    0.850  0.020  0.980
 EGR  O13  H9   single    0.850  0.020  0.980
 EGR  C14  H10  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
 EGR  H3   C01  H2   108.66  3.000
 EGR  H3   C01  H1   107.86  3.000
 EGR  H2   C01  H1   107.82  3.000
 EGR  H3   C01  C02  111.55  3.000
 EGR  H2   C01  C02  111.73  3.000
 EGR  H1   C01  C02  109.07  3.000
 EGR  H5   C02  H4   108.00  3.000
 EGR  H5   C02  O03  109.81  3.000
 EGR  H4   C02  O03  109.46  3.000
 EGR  H5   C02  C01  110.96  3.000
 EGR  H4   C02  C01  110.96  3.000
 EGR  O03  C02  C01  107.65  3.000
 EGR  C04  O03  C02  118.39  3.000
 EGR  C06  C04  O05  123.36  3.000
 EGR  O05  C04  O03  123.87  3.000
 EGR  C06  C04  O03  112.70  3.000
 EGR  C14  C06  C07  121.18  3.000
 EGR  C14  C06  C04  121.61  3.000
 EGR  C07  C06  C04  117.21  3.000
 EGR  H6   C07  C08  119.60  3.000
 EGR  H6   C07  C06  120.84  3.000
 EGR  C08  C07  C06  119.56  3.000
 EGR  C10  C08  O09  121.32  3.000
 EGR  C10  C08  C07  119.77  3.000
 EGR  O09  C08  C07  118.91  3.000
 EGR  H7   O09  C08  110.10  3.000
 EGR  C12  C10  O11  119.57  3.000
 EGR  C12  C10  C08  120.25  3.000
 EGR  O11  C10  C08  120.13  3.000
 EGR  H8   O11  C10  110.18  3.000
 EGR  C14  C12  O13  119.09  3.000
 EGR  C14  C12  C10  120.01  3.000
 EGR  O13  C12  C10  120.90  3.000
 EGR  H9   O13  C12  109.88  3.000
 EGR  H10  C14  C12  119.09  3.000
 EGR  H10  C14  C06  121.68  3.000
 EGR  C12  C14  C06  119.23  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
 EGR  CONST_01  C10  C08  C07  C06     0.00   0.0  0
 EGR  CONST_02  C10  C12  C14  C06     0.00   0.0  0
 EGR  CONST_03  C12  C10  C08  C07     0.00   0.0  0
 EGR  CONST_04  C12  C14  C06  C07     0.00   0.0  0
 EGR  CONST_05  C14  C12  C10  C08     0.00   0.0  0
 EGR  CONST_06  C14  C06  C07  C08     0.00   0.0  0
 EGR  CONST_07  C08  C07  C06  C04   180.00   0.0  0
 EGR  CONST_08  C12  C14  C06  C04   180.00   0.0  0
 EGR  CONST_09  O09  C08  C07  C06   180.00   0.0  0
 EGR  CONST_10  O13  C12  C14  C06   180.00   0.0  0
 EGR  CONST_11  O11  C10  C08  C07   180.00   0.0  0
 EGR  CONST_12  O13  C12  C10  C08   180.00   0.0  0
 EGR  CONST_13  C12  C10  C08  O09   180.00   0.0  0
 EGR  CONST_14  C14  C12  C10  O11   180.00   0.0  0
 EGR  CONST_15  H10  C14  C06  C07   180.00   0.0  0
 EGR  CONST_16  H6   C07  C08  C10   180.00   0.0  0
 EGR  Var_01    C07  C06  C04  O03  -176.25  30.0  2
 EGR  Var_02    C06  C04  O03  C02   178.63  30.0  2
 EGR  Var_03    H1   C01  C02  O03  -179.77  30.0  3
 EGR  Var_04    H4   C02  O03  C04    63.10  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
 EGR  plan-1  C04  0.020
 EGR  plan-1  C06  0.020
 EGR  plan-1  C07  0.020
 EGR  plan-1  C08  0.020
 EGR  plan-1  O09  0.020
 EGR  plan-1  C10  0.020
 EGR  plan-1  O11  0.020
 EGR  plan-1  C12  0.020
 EGR  plan-1  O13  0.020
 EGR  plan-1  C14  0.020
 EGR  plan-1  H6   0.020
 EGR  plan-1  H10  0.020
 EGR  plan-2  O03  0.020
 EGR  plan-2  C04  0.020
 EGR  plan-2  O05  0.020
 EGR  plan-2  C06  0.020

