# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 10:03:49 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: methyl 4-(2,3-dihydroxy-5-methylphenoxy)-2-hydroxy-6-methylbenzoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1c(C)cc(Oc2cc(C)cc(O)c2O)cc1O
#
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
 MGI  MGI  'methyl 4-(2,3-dihydroxy-5-methylphenoxy)-2-hydroxy-6-methylbenzoate'  ligand  38  22  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MGI
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
 MGI  O2    O  O     0  -0.513   4.9778  -1.0336  -0.4985
 MGI  C1    C  C     0   0.651   4.1755  -0.3399   0.1180
 MGI  O1    O  O2    0  -0.445   4.5770   0.5440   1.0000
 MGI  C9    C  CH3   0  -0.424   5.9820   0.6831   1.2256
 MGI  C2    C  CR6   0  -0.292   2.7229  -0.4358  -0.0818
 MGI  C7    C  CR6   0   0.393   2.2777  -1.3747  -1.0512
 MGI  O3    O  OH1   0  -0.628   3.1109  -2.1445  -1.7431
 MGI  C6    C  CR16  0  -0.446   0.9242  -1.5260  -1.3306
 MGI  C3    C  CR6   0   0.138   1.7550   0.3349   0.6060
 MGI  C8    C  CH3   0  -0.729   2.0701   1.3503   1.6705
 MGI  C4    C  CR16  0  -0.419   0.4117   0.1656   0.3105
 MGI  C5    C  CR6   0   0.416   0.0039  -0.7552  -0.6520
 MGI  O4    O  O2    0  -0.518  -1.2989  -0.9658  -0.9679
 MGI  C10   C  CR6   0   0.234  -2.2522  -0.0777  -0.5212
 MGI  C15   C  CR16  0  -0.374  -2.4242   1.1484  -1.1460
 MGI  C11   C  CR6   0   0.172  -3.0449  -0.4748   0.5442
 MGI  O5    O  OH1   0  -0.633  -2.9021  -1.6470   1.2022
 MGI  C12   C  CR6   0   0.316  -4.0501   0.3940   0.9844
 MGI  O6    O  OH1   0  -0.633  -4.8552   0.0637   2.0132
 MGI  C13   C  CR16  0  -0.394  -4.2164   1.6247   0.3684
 MGI  C14   C  CR6   0   0.086  -3.4133   2.0155  -0.7015
 MGI  C16   C  CH3   0  -0.720  -3.6437   3.3348  -1.3803
 MGI  H91   H  HCH3  0   0.245   6.4204  -0.2456   1.5881
 MGI  H92   H  HCH3  0   0.245   6.4990   0.9993   0.3207
 MGI  H93   H  HCH3  0   0.256   6.0801   1.4513   1.9863
 MGI  H81   H  HCH3  0   0.253   2.6746   2.1719   1.2888
 MGI  H82   H  HCH3  0   0.249   1.1442   1.7742   2.0549
 MGI  H83   H  HCH3  0   0.252   2.6069   0.9131   2.5106
 MGI  H4    H  HCR6  0   0.280  -0.3179   0.7608   0.8421
 MGI  H6    H  HCR6  0   0.281   0.6066  -2.2414  -2.0785
 MGI  HO3   H  HOH1  0   0.480   4.0287  -1.9247  -1.4518
 MGI  H15   H  HCR6  0   0.267  -1.7830   1.4177  -1.9767
 MGI  H161  H  HCH3  0   0.248  -4.4159   3.2497  -2.1473
 MGI  H162  H  HCH3  0   0.244  -3.9739   4.0948  -0.6725
 MGI  H163  H  HCH3  0   0.244  -2.7395   3.6978  -1.8676
 MGI  H13   H  HCR6  0   0.260  -4.9944   2.2852   0.7336
 MGI  HO6   H  HOH1  0   0.474  -4.6766  -0.8367   2.3094
 MGI  HO5   H  HOH1  0   0.482  -2.3484  -2.2604   0.7050

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
 MGI  O2   C1    double    1.227  0.020  1.227
 MGI  C1   O1    single    1.312  0.020  1.312
 MGI  C1   C2    single    1.469  0.020  1.469
 MGI  O1   C9    single    1.430  0.020  1.430
 MGI  C9   H91   single    0.970  0.020  1.090
 MGI  C9   H92   single    0.970  0.020  1.090
 MGI  C9   H93   single    0.970  0.020  1.090
 MGI  C2   C3    aromatic  1.416  0.020  1.416
 MGI  C2   C7    aromatic  1.421  0.020  1.421
 MGI  C7   C6    aromatic  1.390  0.020  1.390
 MGI  C7   O3    single    1.329  0.020  1.329
 MGI  O3   HO3   single    0.850  0.020  0.980
 MGI  C6   C5    aromatic  1.379  0.020  1.379
 MGI  C6   H6    single    0.930  0.020  1.080
 MGI  C3   C8    single    1.505  0.020  1.505
 MGI  C3   C4    aromatic  1.386  0.020  1.386
 MGI  C8   H81   single    0.970  0.020  1.090
 MGI  C8   H82   single    0.970  0.020  1.090
 MGI  C8   H83   single    0.970  0.020  1.090
 MGI  C4   C5    aromatic  1.393  0.020  1.393
 MGI  C4   H4    single    0.930  0.020  1.080
 MGI  C5   O4    single    1.357  0.020  1.357
 MGI  O4   C10   single    1.377  0.020  1.377
 MGI  C10  C15   aromatic  1.387  0.020  1.387
 MGI  C10  C11   aromatic  1.386  0.020  1.386
 MGI  C15  C14   aromatic  1.388  0.020  1.388
 MGI  C15  H15   single    0.930  0.020  1.080
 MGI  C11  C12   aromatic  1.400  0.020  1.400
 MGI  C11  O5    single    1.352  0.020  1.352
 MGI  O5   HO5   single    0.850  0.020  0.980
 MGI  C12  C13   aromatic  1.386  0.020  1.386
 MGI  C12  O6    single    1.347  0.020  1.347
 MGI  O6   HO6   single    0.850  0.020  0.980
 MGI  C13  C14   aromatic  1.394  0.020  1.394
 MGI  C13  H13   single    0.930  0.020  1.080
 MGI  C14  C16   single    1.502  0.020  1.502
 MGI  C16  H161  single    0.970  0.020  1.090
 MGI  C16  H162  single    0.970  0.020  1.090
 MGI  C16  H163  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
 MGI  C2    C1   O1    115.98  3.000
 MGI  C2    C1   O2    122.77  3.000
 MGI  O1    C1   O2    121.26  3.000
 MGI  C9    O1   C1    118.19  3.000
 MGI  H93   C9   H92   109.50  3.000
 MGI  H93   C9   H91   109.50  3.000
 MGI  H92   C9   H91   109.45  3.000
 MGI  H93   C9   O1    105.56  3.000
 MGI  H92   C9   O1    111.32  3.000
 MGI  H91   C9   O1    111.42  3.000
 MGI  C3    C2   C7    118.49  3.000
 MGI  C7    C2   C1    116.46  3.000
 MGI  C3    C2   C1    125.05  3.000
 MGI  C6    C7   O3    116.28  3.000
 MGI  O3    C7   C2    122.79  3.000
 MGI  C6    C7   C2    120.93  3.000
 MGI  HO3   O3   C7    107.47  3.000
 MGI  H6    C6   C5    120.90  3.000
 MGI  H6    C6   C7    119.76  3.000
 MGI  C5    C6   C7    119.34  3.000
 MGI  C4    C3   C8    115.87  3.000
 MGI  C4    C3   C2    119.52  3.000
 MGI  C8    C3   C2    124.62  3.000
 MGI  H83   C8   H82   107.66  3.000
 MGI  H83   C8   H81   107.44  3.000
 MGI  H82   C8   H81   107.59  3.000
 MGI  H83   C8   C3    112.22  3.000
 MGI  H82   C8   C3    109.55  3.000
 MGI  H81   C8   C3    112.17  3.000
 MGI  H4    C4   C5    120.40  3.000
 MGI  H4    C4   C3    118.82  3.000
 MGI  C5    C4   C3    120.79  3.000
 MGI  O4    C5   C4    122.99  3.000
 MGI  O4    C5   C6    116.06  3.000
 MGI  C4    C5   C6    120.94  3.000
 MGI  C10   O4   C5    119.26  3.000
 MGI  C11   C10  C15   121.91  3.000
 MGI  C11   C10  O4    117.42  3.000
 MGI  C15   C10  O4    120.65  3.000
 MGI  H15   C15  C14   120.79  3.000
 MGI  H15   C15  C10   119.46  3.000
 MGI  C14   C15  C10   119.76  3.000
 MGI  C12   C11  O5    117.45  3.000
 MGI  O5    C11  C10   124.20  3.000
 MGI  C12   C11  C10   118.34  3.000
 MGI  HO5   O5   C11   111.18  3.000
 MGI  C13   C12  O6    119.02  3.000
 MGI  O6    C12  C11   121.14  3.000
 MGI  C13   C12  C11   119.83  3.000
 MGI  HO6   O6   C12   110.65  3.000
 MGI  H13   C13  C14   120.10  3.000
 MGI  H13   C13  C12   118.51  3.000
 MGI  C14   C13  C12   121.39  3.000
 MGI  C16   C14  C13   120.33  3.000
 MGI  C16   C14  C15   120.89  3.000
 MGI  C13   C14  C15   118.76  3.000
 MGI  H163  C16  H162  108.04  3.000
 MGI  H163  C16  H161  107.39  3.000
 MGI  H162  C16  H161  107.24  3.000
 MGI  H163  C16  C14   111.57  3.000
 MGI  H162  C16  C14   111.44  3.000
 MGI  H161  C16  C14   110.96  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
 MGI  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 MGI  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 MGI  CONST_03  C4    C3   C2   C7      0.00   0.0  0
 MGI  CONST_04  C4    C5   C6   C7      0.00   0.0  0
 MGI  CONST_05  C3    C2   C7   C6      0.00   0.0  0
 MGI  CONST_06  C3    C4   C5   C6      0.00   0.0  0
 MGI  CONST_07  C13   C14  C15  C10     0.00   0.0  0
 MGI  CONST_08  C13   C12  C11  C10     0.00   0.0  0
 MGI  CONST_09  C12   C11  C10  C15     0.00   0.0  0
 MGI  CONST_10  C12   C13  C14  C15     0.00   0.0  0
 MGI  CONST_11  C14   C15  C10  C11     0.00   0.0  0
 MGI  CONST_12  C14   C13  C12  C11     0.00   0.0  0
 MGI  CONST_13  C4    C3   C2   C1    180.00   0.0  0
 MGI  CONST_14  C6    C7   C2   C1    180.00   0.0  0
 MGI  CONST_15  C8    C3   C2   C7    180.00   0.0  0
 MGI  CONST_16  O4    C5   C6   C7    180.00   0.0  0
 MGI  CONST_17  C3    C2   C7   O3    180.00   0.0  0
 MGI  CONST_18  C5    C6   C7   O3    180.00   0.0  0
 MGI  CONST_19  O4    C5   C4   C3    180.00   0.0  0
 MGI  CONST_20  C5    C4   C3   C8    180.00   0.0  0
 MGI  CONST_21  C14   C15  C10  O4    180.00   0.0  0
 MGI  CONST_22  C12   C11  C10  O4    180.00   0.0  0
 MGI  CONST_23  C16   C14  C15  C10   180.00   0.0  0
 MGI  CONST_24  O6    C12  C11  C10   180.00   0.0  0
 MGI  CONST_25  O5    C11  C10  C15   180.00   0.0  0
 MGI  CONST_26  C13   C12  C11  O5    180.00   0.0  0
 MGI  CONST_27  C16   C14  C13  C12   180.00   0.0  0
 MGI  CONST_28  C14   C13  C12  O6    180.00   0.0  0
 MGI  CONST_29  H4    C4   C3   C2    180.00   0.0  0
 MGI  CONST_30  H6    C6   C7   C2    180.00   0.0  0
 MGI  CONST_31  H13   C13  C14  C15   180.00   0.0  0
 MGI  CONST_32  H15   C15  C10  C11   180.00   0.0  0
 MGI  Var_01    C15   C10  O4   C5     77.50  30.0  2
 MGI  Var_02    C3    C2   C1   O2    179.70  30.0  2
 MGI  Var_03    H81   C8   C3   C2     62.36  30.0  2
 MGI  Var_04    H161  C16  C14  C15    93.34  30.0  2
 MGI  Var_05    C2    C1   O1   C9   -179.60  30.0  1
 MGI  Var_06    H91   C9   O1   C1    -60.81  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
 MGI  plan-1  C1   0.020
 MGI  plan-1  C2   0.020
 MGI  plan-1  C7   0.020
 MGI  plan-1  O3   0.020
 MGI  plan-1  C6   0.020
 MGI  plan-1  C3   0.020
 MGI  plan-1  C8   0.020
 MGI  plan-1  C4   0.020
 MGI  plan-1  C5   0.020
 MGI  plan-1  O4   0.020
 MGI  plan-1  H4   0.020
 MGI  plan-1  H6   0.020
 MGI  plan-2  O4   0.020
 MGI  plan-2  C10  0.020
 MGI  plan-2  C15  0.020
 MGI  plan-2  C11  0.020
 MGI  plan-2  O5   0.020
 MGI  plan-2  C12  0.020
 MGI  plan-2  O6   0.020
 MGI  plan-2  C13  0.020
 MGI  plan-2  C14  0.020
 MGI  plan-2  C16  0.020
 MGI  plan-2  H15  0.020
 MGI  plan-2  H13  0.020
 MGI  plan-3  O2   0.020
 MGI  plan-3  C1   0.020
 MGI  plan-3  O1   0.020
 MGI  plan-3  C2   0.020

