# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 05:10:43 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: (3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(C[C@H]2COC(=O)[C@@H]2Cc3ccc(O)c(OC)c3)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
 MAX  MAX  (3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one  ligand  48  26  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_MAX
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
 MAX  C1    C  CR16  0  -0.430  -3.7781   0.7884   0.2022
 MAX  C2    C  CR6   0   0.312  -5.1349   0.6847   0.4570
 MAX  C3    C  CR6   0   0.265  -5.9600  -0.0397  -0.4213
 MAX  C4    C  CR16  0  -0.330  -5.3983  -0.6371  -1.5338
 MAX  C5    C  CR16  0  -0.336  -4.0322  -0.5282  -1.7812
 MAX  C6    C  CR6   0   0.131  -3.2091   0.1798  -0.9209
 MAX  C7    C  CH2   0  -0.520  -1.7244   0.2690  -1.1502
 MAX  C8    C  CH1   0  -0.291  -0.9393  -0.6106  -0.1845
 MAX  C9    C  CH2   0  -0.147  -1.2851  -2.0908  -0.2918
 MAX  O10   O  O2    0  -0.445  -0.1166  -2.7817   0.1723
 MAX  C11   C  C     0   0.600   0.9586  -1.9909   0.1183
 MAX  C12   C  CH1   0  -0.432   0.5708  -0.6296  -0.4145
 MAX  O13   O  O     0  -0.421   2.0378  -2.3841   0.4653
 MAX  C14   C  CH2   0  -0.521   1.3286   0.5325   0.2238
 MAX  C15   C  CR6   0   0.158   2.7829   0.6171  -0.1563
 MAX  C16   C  CR16  0  -0.330   3.1590   0.9636  -1.4460
 MAX  C17   C  CR16  0  -0.330   4.5012   1.0546  -1.7979
 MAX  C18   C  CR6   0   0.261   5.4901   0.8071  -0.8620
 MAX  C19   C  CR6   0   0.306   5.1210   0.4599   0.4469
 MAX  C20   C  CR16  0  -0.432   3.7804   0.3651   0.7853
 MAX  O21   O  O2    0  -0.491   6.1575   0.2373   1.2873
 MAX  C22   C  CH3   0  -0.430   5.8764  -0.1305   2.6222
 MAX  O23   O  OH1   0  -0.635   6.7875   0.9062  -1.2251
 MAX  O24   O  OH1   0  -0.634  -7.2866  -0.1594  -0.2020
 MAX  O25   O  O2    0  -0.489  -5.7770   1.2353   1.5105
 MAX  C26   C  CH3   0  -0.432  -5.0163   1.9340   2.4752
 MAX  H1    H  HCR6  0   0.276  -3.1398   1.3507   0.8734
 MAX  H4    H  HCR6  0   0.262  -6.0339  -1.1923  -2.2128
 MAX  H5    H  HCR6  0   0.246  -3.6170  -1.0013  -2.6625
 MAX  H7C1  H  HCH2  0   0.253  -1.4891  -0.0307  -2.1749
 MAX  H7C2  H  HCH2  0   0.258  -1.3913   1.3047  -1.0403
 MAX  H8    H  HCH1  0   0.269  -1.1279  -0.2763   0.8430
 MAX  H9C1  H  HCH2  0   0.259  -2.1287  -2.3943   0.3250
 MAX  H9C2  H  HCH2  0   0.238  -1.4828  -2.3855  -1.3266
 MAX  H12   H  HCH1  0   0.302   0.7698  -0.6470  -1.4955
 MAX  H141  H  HCH2  0   0.264   0.8291   1.4560  -0.0821
 MAX  H142  H  HCH2  0   0.258   1.2226   0.4759   1.3098
 MAX  H16   H  HCR6  0   0.242   2.4034   1.1719  -2.1947
 MAX  H17   H  HCR6  0   0.260   4.7863   1.3263  -2.8066
 MAX  H20   H  HCR6  0   0.270   3.4897   0.0860   1.7895
 MAX  H221  H  HCH3  0   0.229   5.3007   0.6394   3.1421
 MAX  H222  H  HCH3  0   0.229   5.3296  -1.0756   2.6743
 MAX  H223  H  HCH3  0   0.262   6.8350  -0.2508   3.1204
 MAX  H23   H  HOH1  0   0.470   7.3571   0.7027  -0.4737
 MAX  H24   H  HOH1  0   0.471  -7.5303   0.2888   0.6166
 MAX  H261  H  HCH3  0   0.230  -4.5230   2.8095   2.0456
 MAX  H262  H  HCH3  0   0.263  -5.7132   2.2632   3.2417
 MAX  H263  H  HCH3  0   0.231  -4.2603   1.2918   2.9342

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
 MAX  C1   C2    aromatic  1.384  0.020  1.384
 MAX  C1   C6    aromatic  1.398  0.020  1.398
 MAX  C1   H1    single    0.930  0.020  1.080
 MAX  C2   C3    aromatic  1.406  0.020  1.406
 MAX  C2   O25   single    1.351  0.020  1.351
 MAX  C3   C4    aromatic  1.382  0.020  1.382
 MAX  C3   O24   single    1.350  0.020  1.350
 MAX  C4   C5    aromatic  1.393  0.020  1.393
 MAX  C4   H4    single    0.930  0.020  1.080
 MAX  C5   C6    aromatic  1.385  0.020  1.385
 MAX  C5   H5    single    0.930  0.020  1.080
 MAX  C6   C7    single    1.505  0.020  1.505
 MAX  C7   C8    single    1.524  0.020  1.524
 MAX  C7   H7C1  single    0.970  0.020  1.090
 MAX  C7   H7C2  single    0.970  0.020  1.090
 MAX  C8   C9    single    1.524  0.020  1.524
 MAX  C8   C12   single    1.528  0.020  1.528
 MAX  C8   H8    single    0.970  0.020  1.090
 MAX  C9   O10   single    1.435  0.020  1.435
 MAX  C9   H9C1  single    0.970  0.020  1.090
 MAX  C9   H9C2  single    0.970  0.020  1.090
 MAX  O10  C11   single    1.336  0.020  1.336
 MAX  C11  C12   single    1.512  0.020  1.512
 MAX  C11  O13   double    1.200  0.020  1.200
 MAX  C12  C14   single    1.527  0.020  1.527
 MAX  C12  H12   single    0.970  0.020  1.090
 MAX  C14  C15   single    1.506  0.020  1.506
 MAX  C14  H141  single    0.970  0.020  1.090
 MAX  C14  H142  single    0.970  0.020  1.090
 MAX  C15  C16   aromatic  1.387  0.020  1.387
 MAX  C15  C20   aromatic  1.395  0.020  1.395
 MAX  C16  C17   aromatic  1.391  0.020  1.391
 MAX  C16  H16   single    0.930  0.020  1.080
 MAX  C17  C18   aromatic  1.384  0.020  1.384
 MAX  C17  H17   single    0.930  0.020  1.080
 MAX  C18  C19   aromatic  1.404  0.020  1.404
 MAX  C18  O23   single    1.351  0.020  1.351
 MAX  C19  C20   aromatic  1.386  0.020  1.386
 MAX  C19  O21   single    1.353  0.020  1.353
 MAX  C20  H20   single    0.930  0.020  1.080
 MAX  O21  C22   single    1.413  0.020  1.413
 MAX  C22  H221  single    0.970  0.020  1.090
 MAX  C22  H222  single    0.970  0.020  1.090
 MAX  C22  H223  single    0.970  0.020  1.090
 MAX  O23  H23   single    0.850  0.020  0.980
 MAX  O24  H24   single    0.850  0.020  0.980
 MAX  O25  C26   single    1.413  0.020  1.413
 MAX  C26  H261  single    0.970  0.020  1.090
 MAX  C26  H262  single    0.970  0.020  1.090
 MAX  C26  H263  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
 MAX  H1    C1   C6    118.92  3.000
 MAX  H1    C1   C2    120.15  3.000
 MAX  C6    C1   C2    120.93  3.000
 MAX  O25   C2   C3    114.72  3.000
 MAX  O25   C2   C1    125.36  3.000
 MAX  C3    C2   C1    119.92  3.000
 MAX  O24   C3   C4    119.46  3.000
 MAX  O24   C3   C2    121.39  3.000
 MAX  C4    C3   C2    119.15  3.000
 MAX  H4    C4   C5    120.29  3.000
 MAX  H4    C4   C3    119.19  3.000
 MAX  C5    C4   C3    120.52  3.000
 MAX  H5    C5   C6    120.05  3.000
 MAX  H5    C5   C4    119.11  3.000
 MAX  C6    C5   C4    120.84  3.000
 MAX  C7    C6   C5    121.46  3.000
 MAX  C7    C6   C1    119.87  3.000
 MAX  C5    C6   C1    118.65  3.000
 MAX  H7C2  C7   H7C1  106.75  3.000
 MAX  H7C2  C7   C8    109.03  3.000
 MAX  H7C1  C7   C8    108.96  3.000
 MAX  H7C2  C7   C6    109.96  3.000
 MAX  H7C1  C7   C6    109.81  3.000
 MAX  C8    C7   C6    112.18  3.000
 MAX  H8    C8   C12   108.35  3.000
 MAX  H8    C8   C9    108.85  3.000
 MAX  C12   C8   C9    101.63  3.000
 MAX  H8    C8   C7    109.21  3.000
 MAX  C12   C8   C7    114.90  3.000
 MAX  C9    C8   C7    113.52  3.000
 MAX  H9C2  C9   H9C1  108.72  3.000
 MAX  H9C2  C9   O10   108.88  3.000
 MAX  H9C1  C9   O10   108.28  3.000
 MAX  H9C2  C9   C8    111.67  3.000
 MAX  H9C1  C9   C8    114.01  3.000
 MAX  O10   C9   C8    105.08  3.000
 MAX  C11   O10  C9    110.94  3.000
 MAX  O13   C11  C12   128.87  3.000
 MAX  O13   C11  O10   121.22  3.000
 MAX  C12   C11  O10   109.92  3.000
 MAX  H12   C12  C14   109.46  3.000
 MAX  H12   C12  C11   106.60  3.000
 MAX  C14   C12  C11   114.23  3.000
 MAX  H12   C12  C8    109.10  3.000
 MAX  C14   C12  C8    114.72  3.000
 MAX  C11   C12  C8    102.22  3.000
 MAX  H142  C14  H141  106.11  3.000
 MAX  H142  C14  C15   110.34  3.000
 MAX  H141  C14  C15   108.85  3.000
 MAX  H142  C14  C12   109.14  3.000
 MAX  H141  C14  C12   107.40  3.000
 MAX  C15   C14  C12   114.62  3.000
 MAX  C20   C15  C16   118.61  3.000
 MAX  C20   C15  C14   120.68  3.000
 MAX  C16   C15  C14   120.70  3.000
 MAX  H16   C16  C17   119.04  3.000
 MAX  H16   C16  C15   120.07  3.000
 MAX  C17   C16  C15   120.88  3.000
 MAX  H17   C17  C18   119.13  3.000
 MAX  H17   C17  C16   120.41  3.000
 MAX  C18   C17  C16   120.46  3.000
 MAX  O23   C18  C19   121.43  3.000
 MAX  O23   C18  C17   119.43  3.000
 MAX  C19   C18  C17   119.14  3.000
 MAX  O21   C19  C20   125.33  3.000
 MAX  O21   C19  C18   114.74  3.000
 MAX  C20   C19  C18   119.93  3.000
 MAX  H20   C20  C19   120.27  3.000
 MAX  H20   C20  C15   118.75  3.000
 MAX  C19   C20  C15   120.98  3.000
 MAX  C22   O21  C19   118.51  3.000
 MAX  H223  C22  H222  108.88  3.000
 MAX  H223  C22  H221  108.93  3.000
 MAX  H222  C22  H221  108.84  3.000
 MAX  H223  C22  O21   106.64  3.000
 MAX  H222  C22  O21   111.69  3.000
 MAX  H221  C22  O21   111.77  3.000
 MAX  H23   O23  C18   110.01  3.000
 MAX  H24   O24  C3    110.18  3.000
 MAX  C26   O25  C2    118.55  3.000
 MAX  H263  C26  H262  108.99  3.000
 MAX  H263  C26  H261  108.87  3.000
 MAX  H262  C26  H261  108.90  3.000
 MAX  H263  C26  O25   111.62  3.000
 MAX  H262  C26  O25   106.62  3.000
 MAX  H261  C26  O25   111.76  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
 MAX  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 MAX  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 MAX  CONST_03  C5    C6   C1   C2      0.00   0.0  0
 MAX  CONST_04  C5    C4   C3   C2      0.00   0.0  0
 MAX  CONST_05  C6    C1   C2   C3      0.00   0.0  0
 MAX  CONST_06  C6    C5   C4   C3      0.00   0.0  0
 MAX  CONST_07  C18   C17  C16  C15     0.00   0.0  0
 MAX  CONST_08  C18   C19  C20  C15     0.00   0.0  0
 MAX  CONST_09  C19   C20  C15  C16     0.00   0.0  0
 MAX  CONST_10  C19   C18  C17  C16     0.00   0.0  0
 MAX  CONST_11  C20   C15  C16  C17     0.00   0.0  0
 MAX  CONST_12  C20   C19  C18  C17     0.00   0.0  0
 MAX  CONST_13  O24   C3   C2   C1    180.00   0.0  0
 MAX  CONST_14  C7    C6   C1   C2    180.00   0.0  0
 MAX  CONST_15  O25   C2   C3   C4    180.00   0.0  0
 MAX  CONST_16  C7    C6   C5   C4    180.00   0.0  0
 MAX  CONST_17  O24   C3   C4   C5    180.00   0.0  0
 MAX  CONST_18  O25   C2   C1   C6    180.00   0.0  0
 MAX  CONST_19  C17   C16  C15  C14   180.00   0.0  0
 MAX  CONST_20  C19   C20  C15  C14   180.00   0.0  0
 MAX  CONST_21  O21   C19  C20  C15   180.00   0.0  0
 MAX  CONST_22  O23   C18  C17  C16   180.00   0.0  0
 MAX  CONST_23  O21   C19  C18  C17   180.00   0.0  0
 MAX  CONST_24  O23   C18  C19  C20   180.00   0.0  0
 MAX  CONST_25  H5    C5   C6   C1    180.00   0.0  0
 MAX  CONST_26  H4    C4   C3   C2    180.00   0.0  0
 MAX  CONST_27  H1    C1   C2   C3    180.00   0.0  0
 MAX  CONST_28  H17   C17  C16  C15   180.00   0.0  0
 MAX  CONST_29  H20   C20  C15  C16   180.00   0.0  0
 MAX  CONST_30  H16   C16  C17  C18   180.00   0.0  0
 MAX  Var_01    C12   C11  O10  C9      0.12  30.0  1
 MAX  Var_02    C8    C7   C6   C1     72.90  30.0  2
 MAX  Var_03    C16   C15  C14  C12    69.27  30.0  2
 MAX  Var_04    H9C1  C9   O10  C11  -142.11  30.0  1
 MAX  Var_05    H261  C26  O25  C2     62.89  30.0  3
 MAX  Var_06    H221  C22  O21  C19   -60.57  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 MAX  chir_01  C8   C7  C9   C12  negativ
 MAX  chir_02  C12  C8  C11  C14  positiv

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
 MAX  plan-1  C1   0.020
 MAX  plan-1  C2   0.020
 MAX  plan-1  C3   0.020
 MAX  plan-1  C4   0.020
 MAX  plan-1  C5   0.020
 MAX  plan-1  C6   0.020
 MAX  plan-1  C7   0.020
 MAX  plan-1  O24  0.020
 MAX  plan-1  O25  0.020
 MAX  plan-1  H1   0.020
 MAX  plan-1  H4   0.020
 MAX  plan-1  H5   0.020
 MAX  plan-2  O10  0.020
 MAX  plan-2  C11  0.020
 MAX  plan-2  C12  0.020
 MAX  plan-2  O13  0.020
 MAX  plan-3  C14  0.020
 MAX  plan-3  C15  0.020
 MAX  plan-3  C16  0.020
 MAX  plan-3  C17  0.020
 MAX  plan-3  C18  0.020
 MAX  plan-3  C19  0.020
 MAX  plan-3  C20  0.020
 MAX  plan-3  O21  0.020
 MAX  plan-3  O23  0.020
 MAX  plan-3  H16  0.020
 MAX  plan-3  H17  0.020
 MAX  plan-3  H20  0.020

