# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 10:59:10 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: (2R,3S,4R,5R,6R)-5-(acetylamino)-2,3-difluoro-4-hydroxy-6-[(1S,2S)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxylic acid (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N[C@@H]1[C@@H](O)[C@H](F)[C@@](F)(O[C@H]1[C@@H](O)[C@@H](O)CO)C(O)=O
#
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
 FSR  FSR  '(2R,3S,4R,5R,6R)-5-(acetylamino)-2,3-difluoro-4-hydroxy-6-[(1S,2S)-1,2,3-trihydroxypropyl]tetrahydro-2H-pyran-2-carboxylic acid (non-preferred name)'  L-saccharide  38  22  .  2023-02-15  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FSR
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
 FSR  O1B  O  OC    -1  -0.587  -1.0368   1.7001  -2.0651
 FSR  C1   C  C      0   0.359  -0.8475   2.5245  -1.1504
 FSR  O1A  O  O      0  -0.579  -0.6248   3.7362  -1.2433
 FSR  C2   C  CT     0   0.467  -0.8648   1.9128   0.2779
 FSR  C3   C  CH1    0   0.102  -2.1184   1.1168   0.6077
 FSR  F1   F  F      0  -0.374  -3.2325   1.8336   0.1738
 FSR  C4   C  CH1    0  -0.012  -2.1384  -0.2653  -0.0123
 FSR  O4   O  OH1    0  -0.664  -3.1871  -1.0373   0.5211
 FSR  O6   O  O2     0  -0.494   0.2622   1.1398   0.5354
 FSR  C6   C  CH1    0   0.028   0.3884  -0.1255  -0.0792
 FSR  C7   C  CH1    0   0.015   1.7319  -0.7007   0.4070
 FSR  C8   C  CH1    0  -0.033   2.9242   0.2530   0.1422
 FSR  C9   C  CH2    0  -0.157   4.2455  -0.5130   0.1217
 FSR  O9   O  OH1    0  -0.672   5.2853   0.4156  -0.0890
 FSR  O8   O  OH1    0  -0.651   2.9806   1.3082   1.0696
 FSR  O7   O  OH1    0  -0.650   1.9550  -1.9705  -0.1579
 FSR  C5   C  CH1    0  -0.148  -0.8280  -0.9989   0.2867
 FSR  N5   N  NH1    0  -0.617  -0.8367  -2.2526  -0.4165
 FSR  C10  C  C      0   0.532  -0.6520  -3.4506   0.1644
 FSR  O10  O  O      0  -0.506  -0.5344  -3.6039   1.3718
 FSR  C11  C  CH3    0  -0.784  -0.5762  -4.6122  -0.7940
 FSR  H3   H  HCH1   0   0.238  -2.1966   1.0189   1.6964
 FSR  H4   H  HCH1   0   0.239  -2.2388  -0.1586  -1.0977
 FSR  H5   H  HOH1   0   0.457  -4.0045  -0.7917   0.0783
 FSR  H6   H  HCH1   0   0.229   0.4363  -0.0194  -1.1718
 FSR  H7   H  HCH1   0   0.235   1.6699  -0.8714   1.4889
 FSR  H8   H  HCH1   0   0.228   2.7927   0.7264  -0.8393
 FSR  H9   H  HCH2   0   0.187   4.3691  -1.0469   1.0771
 FSR  H10  H  HCH2   0   0.201   4.2304  -1.2704  -0.6668
 FSR  H11  H  HOH1   0   0.453   6.1050  -0.0792  -0.1709
 FSR  H12  H  HOH1   0   0.438   3.0816   0.9339   1.9515
 FSR  H13  H  HOH1   0   0.446   1.9527  -1.8946  -1.1182
 FSR  H14  H  HCH1   0   0.266  -0.7846  -1.2177   1.3570
 FSR  H15  H  HNH1   0   0.395  -0.9195  -2.2156  -1.4201
 FSR  H16  H  HCH3   0   0.247  -0.9427  -4.3775  -1.7920
 FSR  H17  H  HCH3   0   0.266   0.4653  -4.9260  -0.8831
 FSR  H18  H  HCH3   0   0.260  -1.1399  -5.4571  -0.4025
 FSR  F2   F  F      0  -0.361  -0.7713   2.9262   1.2034

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
 FSR  O1A  C1   deloc   1.235  0.020  1.235
 FSR  O1B  C1   deloc   1.246  0.020  1.246
 FSR  C1   C2   single  1.554  0.020  1.554
 FSR  C2   O6   single  1.391  0.020  1.391
 FSR  C2   C3   single  1.521  0.020  1.521
 FSR  F1   C3   single  1.394  0.020  1.394
 FSR  O6   C6   single  1.412  0.020  1.412
 FSR  C3   C4   single  1.515  0.020  1.515
 FSR  C9   C8   single  1.527  0.020  1.527
 FSR  C9   O9   single  1.410  0.020  1.410
 FSR  O8   C8   single  1.406  0.020  1.406
 FSR  C6   C7   single  1.540  0.020  1.540
 FSR  C6   C5   single  1.542  0.020  1.542
 FSR  C7   C8   single  1.550  0.020  1.550
 FSR  C7   O7   single  1.408  0.020  1.408
 FSR  C4   C5   single  1.531  0.020  1.531
 FSR  C4   O4   single  1.407  0.020  1.407
 FSR  C5   N5   single  1.438  0.020  1.438
 FSR  N5   C10  single  1.344  0.020  1.344
 FSR  C10  O10  double  1.223  0.020  1.223
 FSR  C10  C11  single  1.508  0.020  1.508
 FSR  C3   H3   single  0.970  0.020  1.090
 FSR  C4   H4   single  0.970  0.020  1.090
 FSR  O4   H5   single  0.850  0.020  0.980
 FSR  C6   H6   single  0.970  0.020  1.090
 FSR  C7   H7   single  0.970  0.020  1.090
 FSR  C8   H8   single  0.970  0.020  1.090
 FSR  C9   H9   single  0.970  0.020  1.090
 FSR  C9   H10  single  0.970  0.020  1.090
 FSR  O9   H11  single  0.850  0.020  0.980
 FSR  O8   H12  single  0.850  0.020  0.980
 FSR  O7   H13  single  0.850  0.020  0.980
 FSR  C5   H14  single  0.970  0.020  1.090
 FSR  N5   H15  single  0.860  0.020  1.020
 FSR  C11  H16  single  0.970  0.020  1.090
 FSR  C11  H17  single  0.970  0.020  1.090
 FSR  C11  H18  single  0.970  0.020  1.090
 FSR  C2   F2   single  1.376  0.020  1.376

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
 FSR  C2   C1   O1A  117.21  3.000
 FSR  C2   C1   O1B  114.38  3.000
 FSR  O1A  C1   O1B  128.40  3.000
 FSR  F2   C2   O6   103.29  3.000
 FSR  F2   C2   C3   107.20  3.000
 FSR  O6   C2   C3   109.69  3.000
 FSR  F2   C2   C1   109.13  3.000
 FSR  C3   C2   C1   114.49  3.000
 FSR  O6   C2   C1   112.33  3.000
 FSR  H3   C3   C4   108.92  3.000
 FSR  H3   C3   F1   107.34  3.000
 FSR  C4   C3   F1   109.34  3.000
 FSR  H3   C3   C2   108.72  3.000
 FSR  C4   C3   C2   113.55  3.000
 FSR  F1   C3   C2   108.79  3.000
 FSR  H4   C4   C5   108.58  3.000
 FSR  H4   C4   O4   111.15  3.000
 FSR  C5   C4   O4   107.51  3.000
 FSR  H4   C4   C3   108.53  3.000
 FSR  O4   C4   C3   110.80  3.000
 FSR  C5   C4   C3   110.24  3.000
 FSR  H5   O4   C4   108.59  3.000
 FSR  C6   O6   C2   119.33  3.000
 FSR  H6   C6   C5   108.97  3.000
 FSR  H6   C6   C7   108.18  3.000
 FSR  C5   C6   C7   113.69  3.000
 FSR  H6   C6   O6   110.50  3.000
 FSR  C5   C6   O6   109.50  3.000
 FSR  C7   C6   O6   105.97  3.000
 FSR  H7   C7   O7   105.33  3.000
 FSR  H7   C7   C8   107.92  3.000
 FSR  O7   C7   C8   111.39  3.000
 FSR  H7   C7   C6   108.67  3.000
 FSR  O7   C7   C6   110.39  3.000
 FSR  C8   C7   C6   112.79  3.000
 FSR  H8   C8   O8   105.72  3.000
 FSR  H8   C8   C9   107.94  3.000
 FSR  O8   C8   C9   110.52  3.000
 FSR  H8   C8   C7   109.03  3.000
 FSR  O8   C8   C7   112.33  3.000
 FSR  C9   C8   C7   111.05  3.000
 FSR  H10  C9   H9   106.94  3.000
 FSR  H10  C9   O9   111.01  3.000
 FSR  H9   C9   O9   111.48  3.000
 FSR  H10  C9   C8   110.19  3.000
 FSR  H9   C9   C8   109.18  3.000
 FSR  O9   C9   C8   108.04  3.000
 FSR  H11  O9   C9   107.62  3.000
 FSR  H12  O8   C8   108.45  3.000
 FSR  H13  O7   C7   109.19  3.000
 FSR  H14  C5   N5   107.73  3.000
 FSR  H14  C5   C6   108.32  3.000
 FSR  N5   C5   C6   112.50  3.000
 FSR  H14  C5   C4   108.73  3.000
 FSR  N5   C5   C4   108.49  3.000
 FSR  C6   C5   C4   110.94  3.000
 FSR  H15  N5   C10  118.33  3.000
 FSR  H15  N5   C5   117.10  3.000
 FSR  C10  N5   C5   124.41  3.000
 FSR  C11  C10  O10  121.75  3.000
 FSR  C11  C10  N5   114.76  3.000
 FSR  O10  C10  N5   123.48  3.000
 FSR  H18  C11  H17  107.48  3.000
 FSR  H18  C11  H16  108.82  3.000
 FSR  H17  C11  H16  107.97  3.000
 FSR  H18  C11  C10  110.08  3.000
 FSR  H17  C11  C10  108.75  3.000
 FSR  H16  C11  C10  113.55  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
 FSR  CONST_01  O10  C10  N5   C5     0.00   0.0  0
 FSR  CONST_02  C11  C10  N5   C5   180.00   0.0  0
 FSR  CONST_03  H15  N5   C10  O10  180.00   0.0  0
 FSR  Var_01    H16  C11  C10  N5   -15.57  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
 FSR  chir_01  C2  O6  C3  F2  negativ
 FSR  chir_02  C3  F1  C2  C4  positiv
 FSR  chir_03  C4  O4  C3  C5  negativ
 FSR  chir_04  C6  O6  C5  C7  positiv
 FSR  chir_05  C7  O7  C8  C6  negativ
 FSR  chir_06  C8  O8  C7  C9  positiv
 FSR  chir_07  C5  N5  C6  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
 FSR  plan-1  C5   0.020
 FSR  plan-1  N5   0.020
 FSR  plan-1  C10  0.020
 FSR  plan-1  O10  0.020
 FSR  plan-1  C11  0.020
 FSR  plan-1  H15  0.020
 FSR  plan-2  O1B  0.020
 FSR  plan-2  C1   0.020
 FSR  plan-2  O1A  0.020
 FSR  plan-2  C2   0.020

