# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Tue Jun 16 07:56:16 2020
#   Inital geometry file: a 156 line input string
#   Ligand name: (2S)-3-({[3-(trifluoromethyl)phenoxy]carbonyl}amino)propane-1,2-diyl bis(3,4,5-trihydroxybenzoate)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(cc(O)c1O)C(=O)OC[C@H](CNC(=O)Oc2cccc(c2)C(F)(F)F)OC(=O)c3cc(O)c(O)c(O)c3
#
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
 96P  96P  '(2S)-3-({[3-(trifluoromethyl)phenoxy]carbonyl}amino)propane-1,2-diyl bis(3,4,5-trihydroxybenzoate)'  ligand  61  41  .  2021-08-06  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_96P
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
 96P  F3   F  F     0  -0.314  -8.1125  -1.2346   0.2743
 96P  C24  C  CT    0   1.054  -7.1728  -1.5973   1.1608
 96P  F1   F  F     0  -0.311  -7.2089  -0.6892   2.1450
 96P  F2   F  F     0  -0.302  -7.5617  -2.7619   1.6855
 96P  C23  C  CR6   0  -0.195  -5.8208  -1.6746   0.5229
 96P  C22  C  CR16  0  -0.285  -5.2251  -2.8986   0.2507
 96P  C21  C  CR16  0  -0.235  -3.9905  -2.9323  -0.3819
 96P  C20  C  CR16  0  -0.288  -3.3514  -1.7574  -0.7419
 96P  C25  C  CR16  0  -0.333  -5.1876  -0.4870   0.1713
 96P  C19  C  CR6   0   0.383  -3.9583  -0.5449  -0.4567
 96P  O12  O  O2    0  -0.523  -3.3327   0.6157  -0.8504
 96P  C1   C  C     0   0.741  -2.6108   1.2737   0.0944
 96P  O1   O  O     0  -0.478  -2.5957   0.9490   1.2562
 96P  N    N  NH1   0  -0.655  -1.9674   2.3146  -0.4598
 96P  C2   C  CH2   0  -0.303  -0.9387   3.0350   0.2433
 96P  C3   C  CH1   0  -0.042   0.4498   2.4878  -0.0895
 96P  O7   O  O2    0  -0.472   0.4205   1.0824   0.1485
 96P  C12  C  C     0   0.614   0.7047   0.2272  -0.8314
 96P  C13  C  CR6   0  -0.113   0.3462  -1.1632  -0.4786
 96P  C18  C  CR16  0  -0.419   0.5361  -2.1469  -1.4468
 96P  C17  C  CR6   0   0.306   0.1572  -3.4553  -1.1943
 96P  O11  O  OH1   0  -0.624   0.3020  -4.4596  -2.0793
 96P  C16  C  CR6   0   0.221  -0.4226  -3.7880   0.0327
 96P  O10  O  OH1   0  -0.617  -0.8042  -5.0616   0.2291
 96P  C15  C  CR6   0   0.303  -0.5970  -2.7973   1.0005
 96P  O9   O  OH1   0  -0.643  -1.1640  -3.2111   2.1536
 96P  C14  C  CR16  0  -0.406  -0.2164  -1.4896   0.7524
 96P  O8   O  O     0  -0.442   1.1762   0.5513  -1.8942
 96P  C4   C  CH2   0  -0.171   1.5096   3.1114   0.7886
 96P  O2   O  O2    0  -0.464   2.7576   2.5718   0.3688
 96P  C5   C  C     0   0.615   3.8470   2.8988   1.0516
 96P  O3   O  O     0  -0.450   3.8383   3.6737   1.9784
 96P  C6   C  CR6   0  -0.099   5.0557   2.2085   0.5519
 96P  C11  C  CR16  0  -0.398   5.0036   1.3152  -0.5147
 96P  C10  C  CR6   0   0.331   6.1619   0.6816  -0.9386
 96P  O6   O  OH1   0  -0.633   6.0892  -0.1812  -1.9709
 96P  C9   C  CR6   0   0.195   7.3754   0.9406  -0.2995
 96P  O5   O  OH1   0  -0.631   8.4665   0.2969  -0.7578
 96P  C8   C  CR6   0   0.297   7.4180   1.8382   0.7692
 96P  O4   O  OH1   0  -0.641   8.6334   2.0238   1.3258
 96P  C7   C  CR16  0  -0.417   6.2636   2.4708   1.1946
 96P  H1   H  HCR6  0   0.276  -5.7064  -3.8283   0.5194
 96P  H2   H  HCR6  0   0.272  -3.5249  -3.8851  -0.5929
 96P  H3   H  HCR6  0   0.280  -2.3926  -1.7791  -1.2441
 96P  H4   H  HCR6  0   0.289  -5.6404   0.4757   0.3734
 96P  H5   H  HNH1  0   0.412  -2.0500   2.4581  -1.4548
 96P  H6   H  HCH2  0   0.281  -0.9797   4.0876  -0.0377
 96P  H7   H  HCH2  0   0.267  -1.1309   2.9774   1.3140
 96P  H8   H  HCH1  0   0.273   0.6778   2.6885  -1.1385
 96P  H9   H  HCR6  0   0.277   0.9697  -1.8888  -2.4053
 96P  H10  H  HOH1  0   0.478   0.7164  -4.1345  -2.8864
 96P  H11  H  HOH1  0   0.477  -1.2024  -5.1599   1.1026
 96P  H12  H  HOH1  0   0.483  -1.3341  -2.4682   2.7429
 96P  H13  H  HCR6  0   0.279  -0.3749  -0.7372   1.5125
 96P  H14  H  HCH2  0   0.256   1.4940   4.1972   0.6660
 96P  H15  H  HCH2  0   0.253   1.3272   2.8834   1.8419
 96P  H16  H  HCR6  0   0.268   4.0754   1.0973  -1.0257
 96P  H17  H  HOH1  0   0.475   6.9463  -0.5923  -2.1338
 96P  H18  H  HOH1  0   0.485   9.2428   0.5039  -0.2238
 96P  H19  H  HOH1  0   0.485   8.5834   2.6343   2.0697
 96P  H20  H  HCR6  0   0.278   6.3052   3.1644   2.0252

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
 96P  O10  C16  single    1.344  0.020  1.344
 96P  O11  C17  single    1.346  0.020  1.346
 96P  F2   C24  single    1.335  0.020  1.335
 96P  C16  C17  aromatic  1.397  0.020  1.397
 96P  C16  C15  aromatic  1.396  0.020  1.396
 96P  C17  C18  aromatic  1.385  0.020  1.385
 96P  O9   C15  single    1.350  0.020  1.350
 96P  C15  C14  aromatic  1.384  0.020  1.384
 96P  F3   C24  single    1.342  0.020  1.342
 96P  C24  F1   single    1.340  0.020  1.340
 96P  C24  C23  single    1.497  0.020  1.497
 96P  C18  C13  aromatic  1.393  0.020  1.393
 96P  C14  C13  aromatic  1.392  0.020  1.392
 96P  C23  C25  aromatic  1.391  0.020  1.391
 96P  C23  C22  aromatic  1.388  0.020  1.388
 96P  C13  C12  single    1.479  0.020  1.479
 96P  C25  C19  aromatic  1.382  0.020  1.382
 96P  C22  C21  aromatic  1.388  0.020  1.388
 96P  C19  O12  single    1.376  0.020  1.376
 96P  C19  C20  aromatic  1.386  0.020  1.386
 96P  C12  O8   double    1.207  0.020  1.207
 96P  C12  O7   single    1.331  0.020  1.331
 96P  O12  C1   single    1.359  0.020  1.359
 96P  C21  C20  aromatic  1.385  0.020  1.385
 96P  O7   C3   single    1.426  0.020  1.426
 96P  C1   N    single    1.343  0.020  1.343
 96P  C1   O1   double    1.206  0.020  1.206
 96P  N    C2   single    1.439  0.020  1.439
 96P  C3   C2   single    1.529  0.020  1.529
 96P  C3   C4   single    1.511  0.020  1.511
 96P  C4   O2   single    1.423  0.020  1.423
 96P  O2   C5   single    1.327  0.020  1.327
 96P  C5   O3   double    1.208  0.020  1.208
 96P  C5   C6   single    1.479  0.020  1.479
 96P  C11  C6   aromatic  1.392  0.020  1.392
 96P  C11  C10  aromatic  1.387  0.020  1.387
 96P  O6   C10  single    1.347  0.020  1.347
 96P  C6   C7   aromatic  1.393  0.020  1.393
 96P  C10  C9   aromatic  1.396  0.020  1.396
 96P  C7   C8   aromatic  1.383  0.020  1.383
 96P  C9   C8   aromatic  1.396  0.020  1.396
 96P  C9   O5   single    1.347  0.020  1.347
 96P  C8   O4   single    1.350  0.020  1.350
 96P  C22  H1   single    0.930  0.020  1.080
 96P  C21  H2   single    0.930  0.020  1.080
 96P  C20  H3   single    0.930  0.020  1.080
 96P  C25  H4   single    0.930  0.020  1.080
 96P  N    H5   single    0.860  0.020  1.020
 96P  C2   H6   single    0.970  0.020  1.090
 96P  C2   H7   single    0.970  0.020  1.090
 96P  C3   H8   single    0.970  0.020  1.090
 96P  C18  H9   single    0.930  0.020  1.080
 96P  O11  H10  single    0.850  0.020  0.980
 96P  O10  H11  single    0.850  0.020  0.980
 96P  O9   H12  single    0.850  0.020  0.980
 96P  C14  H13  single    0.930  0.020  1.080
 96P  C4   H14  single    0.970  0.020  1.090
 96P  C4   H15  single    0.970  0.020  1.090
 96P  C11  H16  single    0.930  0.020  1.080
 96P  O6   H17  single    0.850  0.020  0.980
 96P  O5   H18  single    0.850  0.020  0.980
 96P  O4   H19  single    0.850  0.020  0.980
 96P  C7   H20  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
 96P  C23  C24  F2   112.67  3.000
 96P  C23  C24  F1   111.87  3.000
 96P  F2   C24  F1   107.14  3.000
 96P  C23  C24  F3   111.40  3.000
 96P  F1   C24  F3   106.46  3.000
 96P  F2   C24  F3   106.94  3.000
 96P  C25  C23  C22  120.52  3.000
 96P  C22  C23  C24  121.11  3.000
 96P  C25  C23  C24  118.34  3.000
 96P  H1   C22  C21  119.25  3.000
 96P  H1   C22  C23  121.24  3.000
 96P  C21  C22  C23  119.51  3.000
 96P  H2   C21  C20  119.87  3.000
 96P  H2   C21  C22  119.57  3.000
 96P  C20  C21  C22  120.55  3.000
 96P  H3   C20  C19  120.06  3.000
 96P  H3   C20  C21  120.81  3.000
 96P  C19  C20  C21  119.13  3.000
 96P  H4   C25  C19  119.61  3.000
 96P  H4   C25  C23  121.43  3.000
 96P  C19  C25  C23  118.96  3.000
 96P  O12  C19  C25  119.95  3.000
 96P  O12  C19  C20  118.69  3.000
 96P  C25  C19  C20  121.33  3.000
 96P  C1   O12  C19  116.81  3.000
 96P  N    C1   O1   126.86  3.000
 96P  O1   C1   O12  123.08  3.000
 96P  N    C1   O12  110.05  3.000
 96P  H5   N    C2   117.99  3.000
 96P  H5   N    C1   118.55  3.000
 96P  C2   N    C1   121.91  3.000
 96P  H7   C2   H6   107.32  3.000
 96P  H7   C2   C3   110.80  3.000
 96P  H6   C2   C3   108.88  3.000
 96P  H7   C2   N    109.12  3.000
 96P  H6   C2   N    109.30  3.000
 96P  C3   C2   N    111.32  3.000
 96P  H8   C3   C4   109.63  3.000
 96P  H8   C3   O7   110.23  3.000
 96P  C4   C3   O7   108.92  3.000
 96P  H8   C3   C2   109.44  3.000
 96P  C4   C3   C2   111.27  3.000
 96P  O7   C3   C2   107.32  3.000
 96P  C12  O7   C3   120.39  3.000
 96P  O8   C12  C13  123.87  3.000
 96P  O8   C12  O7   123.99  3.000
 96P  C13  C12  O7   112.13  3.000
 96P  C14  C13  C18  120.27  3.000
 96P  C14  C13  C12  121.96  3.000
 96P  C18  C13  C12  117.71  3.000
 96P  H9   C18  C17  119.72  3.000
 96P  H9   C18  C13  120.09  3.000
 96P  C17  C18  C13  120.19  3.000
 96P  C16  C17  O11  116.38  3.000
 96P  C16  C17  C18  119.90  3.000
 96P  O11  C17  C18  123.73  3.000
 96P  H10  O11  C17  110.19  3.000
 96P  C15  C16  O10  122.40  3.000
 96P  C15  C16  C17  119.45  3.000
 96P  O10  C16  C17  118.15  3.000
 96P  H11  O10  C16  110.24  3.000
 96P  C14  C15  O9   123.92  3.000
 96P  C14  C15  C16  120.79  3.000
 96P  O9   C15  C16  115.29  3.000
 96P  H12  O9   C15  111.12  3.000
 96P  H13  C14  C15  119.41  3.000
 96P  H13  C14  C13  121.18  3.000
 96P  C15  C14  C13  119.40  3.000
 96P  H15  C4   H14  108.24  3.000
 96P  H15  C4   O2   110.58  3.000
 96P  H14  C4   O2   110.87  3.000
 96P  H15  C4   C3   110.91  3.000
 96P  H14  C4   C3   109.56  3.000
 96P  O2   C4   C3   106.69  3.000
 96P  C5   O2   C4   118.35  3.000
 96P  C6   C5   O3   124.36  3.000
 96P  C6   C5   O2   112.47  3.000
 96P  O3   C5   O2   123.16  3.000
 96P  C7   C6   C11  120.44  3.000
 96P  C7   C6   C5   117.70  3.000
 96P  C11  C6   C5   121.85  3.000
 96P  H16  C11  C10  118.70  3.000
 96P  H16  C11  C6   121.55  3.000
 96P  C10  C11  C6   119.74  3.000
 96P  C9   C10  O6   121.10  3.000
 96P  C9   C10  C11  120.10  3.000
 96P  O6   C10  C11  118.80  3.000
 96P  H17  O6   C10  110.76  3.000
 96P  C8   C9   O5   122.87  3.000
 96P  O5   C9   C10  117.37  3.000
 96P  C8   C9   C10  119.76  3.000
 96P  H18  O5   C9   111.16  3.000
 96P  C7   C8   O4   124.18  3.000
 96P  O4   C8   C9   115.57  3.000
 96P  C7   C8   C9   120.25  3.000
 96P  H19  O4   C8   111.02  3.000
 96P  H20  C7   C8   119.78  3.000
 96P  H20  C7   C6   120.51  3.000
 96P  C8   C7   C6   119.71  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
 96P  CONST_01  C20  C19  C25  C23     0.00   0.0  0
 96P  CONST_02  C20  C21  C22  C23     0.00   0.0  0
 96P  CONST_03  C19  C25  C23  C22     0.00   0.0  0
 96P  CONST_04  C19  C20  C21  C22     0.00   0.0  0
 96P  CONST_05  C25  C23  C22  C21     0.00   0.0  0
 96P  CONST_06  C25  C19  C20  C21     0.00   0.0  0
 96P  CONST_07  C16  C17  C18  C13     0.00   0.0  0
 96P  CONST_08  C16  C15  C14  C13     0.00   0.0  0
 96P  CONST_09  C15  C16  C17  C18     0.00   0.0  0
 96P  CONST_10  C15  C14  C13  C18     0.00   0.0  0
 96P  CONST_11  C14  C15  C16  C17     0.00   0.0  0
 96P  CONST_12  C14  C13  C18  C17     0.00   0.0  0
 96P  CONST_13  C9   C10  C11  C6      0.00   0.0  0
 96P  CONST_14  C9   C8   C7   C6      0.00   0.0  0
 96P  CONST_15  C8   C7   C6   C11     0.00   0.0  0
 96P  CONST_16  C8   C9   C10  C11     0.00   0.0  0
 96P  CONST_17  C7   C6   C11  C10     0.00   0.0  0
 96P  CONST_18  C7   C8   C9   C10     0.00   0.0  0
 96P  CONST_19  C19  C25  C23  C24   180.00   0.0  0
 96P  CONST_20  C21  C22  C23  C24   180.00   0.0  0
 96P  CONST_21  O12  C19  C25  C23   180.00   0.0  0
 96P  CONST_22  O12  C19  C20  C21   180.00   0.0  0
 96P  CONST_23  C17  C18  C13  C12   180.00   0.0  0
 96P  CONST_24  C15  C14  C13  C12   180.00   0.0  0
 96P  CONST_25  O11  C17  C18  C13   180.00   0.0  0
 96P  CONST_26  O9   C15  C14  C13   180.00   0.0  0
 96P  CONST_27  O10  C16  C17  C18   180.00   0.0  0
 96P  CONST_28  O9   C15  C16  C17   180.00   0.0  0
 96P  CONST_29  C15  C16  C17  O11   180.00   0.0  0
 96P  CONST_30  C14  C15  C16  O10   180.00   0.0  0
 96P  CONST_31  C10  C11  C6   C5    180.00   0.0  0
 96P  CONST_32  C8   C7   C6   C5    180.00   0.0  0
 96P  CONST_33  O6   C10  C11  C6    180.00   0.0  0
 96P  CONST_34  O4   C8   C7   C6    180.00   0.0  0
 96P  CONST_35  O5   C9   C10  C11   180.00   0.0  0
 96P  CONST_36  O4   C8   C9   C10   180.00   0.0  0
 96P  CONST_37  C8   C9   C10  O6    180.00   0.0  0
 96P  CONST_38  C7   C8   C9   O5    180.00   0.0  0
 96P  CONST_39  H2   C21  C22  C23   180.00   0.0  0
 96P  CONST_40  H4   C25  C23  C22   180.00   0.0  0
 96P  CONST_41  H3   C20  C21  C22   180.00   0.0  0
 96P  CONST_42  H1   C22  C21  C20   180.00   0.0  0
 96P  CONST_43  H13  C14  C13  C18   180.00   0.0  0
 96P  CONST_44  H9   C18  C17  C16   180.00   0.0  0
 96P  CONST_45  H20  C7   C6   C11   180.00   0.0  0
 96P  CONST_46  H16  C11  C10  C9    180.00   0.0  0
 96P  Var_01    C25  C23  C24  F3     72.08  30.0  2
 96P  Var_02    C18  C13  C12  O7    177.03  30.0  2
 96P  Var_03    C11  C6   C5   O2     -0.42  30.0  2
 96P  Var_04    N    C1   O12  C19   174.63  30.0  3
 96P  Var_05    C13  C12  O7   C3   -167.87  30.0  2
 96P  Var_06    C6   C5   O2   C4    176.80  30.0  3
 96P  Var_07    C2   N    C1   O12  -168.16  30.0  2
 96P  Var_08    C3   C2   N    C1     94.00  30.0  3
 96P  Var_09    H14  C4   O2   C5     65.23  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
 96P  chir_01  C3  O7  C2  C4  negativ

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
 96P  plan-1  C24  0.020
 96P  plan-1  C23  0.020
 96P  plan-1  C22  0.020
 96P  plan-1  C21  0.020
 96P  plan-1  C20  0.020
 96P  plan-1  C25  0.020
 96P  plan-1  C19  0.020
 96P  plan-1  O12  0.020
 96P  plan-1  H1   0.020
 96P  plan-1  H2   0.020
 96P  plan-1  H3   0.020
 96P  plan-1  H4   0.020
 96P  plan-2  C12  0.020
 96P  plan-2  C13  0.020
 96P  plan-2  C18  0.020
 96P  plan-2  C17  0.020
 96P  plan-2  O11  0.020
 96P  plan-2  C16  0.020
 96P  plan-2  O10  0.020
 96P  plan-2  C15  0.020
 96P  plan-2  O9   0.020
 96P  plan-2  C14  0.020
 96P  plan-2  H9   0.020
 96P  plan-2  H13  0.020
 96P  plan-3  C5   0.020
 96P  plan-3  C6   0.020
 96P  plan-3  C11  0.020
 96P  plan-3  C10  0.020
 96P  plan-3  O6   0.020
 96P  plan-3  C9   0.020
 96P  plan-3  O5   0.020
 96P  plan-3  C8   0.020
 96P  plan-3  O4   0.020
 96P  plan-3  C7   0.020
 96P  plan-3  H16  0.020
 96P  plan-3  H20  0.020
 96P  plan-4  O7   0.020
 96P  plan-4  C12  0.020
 96P  plan-4  C13  0.020
 96P  plan-4  O8   0.020
 96P  plan-5  O12  0.020
 96P  plan-5  C1   0.020
 96P  plan-5  O1   0.020
 96P  plan-5  N    0.020
 96P  plan-6  O2   0.020
 96P  plan-6  C5   0.020
 96P  plan-6  O3   0.020
 96P  plan-6  C6   0.020

