# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 05:03:22 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: (2S,4S)-6-fluoro-2',5'-dioxo-2,3-dihydrospiro[chromene-4,4'-imidazolidine]-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)[C@@H]1C[C@]2(NC(=O)NC2=O)c3cc(F)ccc3O1
#
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
 FID  FID  (2S,4S)-6-fluoro-2',5'-dioxo-2,3-dihydrospiro[chromene-4,4'-imidazolidine]-2-carboxamide  ligand  30  20  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_FID
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
 FID  C2I   C  CR5   0   0.668   2.8664   0.5848  -1.3006
 FID  N4    N  NR15  0  -0.694   2.7765  -0.7673  -0.9693
 FID  C5    C  CR5   0   0.593   1.6372  -1.0715  -0.2999
 FID  C7I   C  CR5   0  -0.079   0.8705   0.2496  -0.1339
 FID  C12   C  CR6   0   0.098  -0.5073   0.1299  -0.7411
 FID  C13   C  CR16  0  -0.461  -0.6689   0.1473  -2.1246
 FID  C14   C  CR6   0   0.527  -1.9283   0.0290  -2.6646
 FID  F17   F  F     0  -0.317  -2.0722   0.0460  -4.0007
 FID  C15   C  CR16  0  -0.403  -3.0521  -0.1014  -1.8681
 FID  C16   C  CR16  0  -0.342  -2.8946  -0.1203  -0.4958
 FID  C11   C  CR6   0   0.354  -1.6277  -0.0066   0.0755
 FID  O10   O  O2    0  -0.479  -1.5772  -0.0161   1.4243
 FID  C9    C  CH1   0  -0.061  -0.3205  -0.1848   2.0407
 FID  C19   C  C     0   0.483  -0.4743   0.3091   3.4773
 FID  N21   N  NH2   0  -0.799   0.2713  -0.3567   4.3640
 FID  O20   O  O     0  -0.468  -1.1808   1.2636   3.7463
 FID  C8I   C  CH2   0  -0.484   0.7579   0.6313   1.3454
 FID  N1I   N  NR15  0  -0.662   1.7300   1.1553  -0.8489
 FID  O6I   O  O     0  -0.409   1.2861  -2.1549   0.0961
 FID  O3I   O  O     0  -0.463   3.7907   1.1032  -1.8812
 FID  H4    H  HNR5  0   0.433   3.4867  -1.4406  -1.2219
 FID  H13   H  HCR6  0   0.286   0.1887   0.2617  -2.7763
 FID  H15   H  HCR6  0   0.287  -4.0358  -0.1898  -2.3096
 FID  H16   H  HCR6  0   0.282  -3.7587  -0.2216   0.1478
 FID  H9    H  HCH1  0   0.278  -0.0540  -1.2474   2.0312
 FID  H211  H  HNH2  0   0.411   0.2964  -0.0692   5.3292
 FID  H212  H  HNH2  0   0.415   0.7925  -1.1801   4.1154
 FID  H8I1  H  HCH2  0   0.293   0.5067   1.6937   1.4065
 FID  H8I2  H  HCH2  0   0.293   1.7162   0.4937   1.8483
 FID  H1I   H  HNR5  0   0.418   1.5652   2.1483  -0.9042

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
 FID  C2I  N4    single    1.395  0.020  1.395
 FID  C2I  N1I   single    1.350  0.020  1.350
 FID  C2I  O3I   double    1.208  0.020  1.208
 FID  N4   C5    single    1.356  0.020  1.356
 FID  N4   H4    single    0.860  0.020  1.020
 FID  C5   C7I   single    1.536  0.020  1.536
 FID  C5   O6I   double    1.206  0.020  1.206
 FID  C7I  C12   single    1.510  0.020  1.510
 FID  C7I  C8I   single    1.532  0.020  1.532
 FID  C7I  N1I   single    1.439  0.020  1.439
 FID  C12  C13   aromatic  1.393  0.020  1.393
 FID  C12  C11   aromatic  1.393  0.020  1.393
 FID  C13  C14   aromatic  1.375  0.020  1.375
 FID  C13  H13   single    0.930  0.020  1.080
 FID  C14  F17   single    1.344  0.020  1.344
 FID  C14  C15   aromatic  1.384  0.020  1.384
 FID  C15  C16   aromatic  1.381  0.020  1.381
 FID  C15  H15   single    0.930  0.020  1.080
 FID  C16  C11   aromatic  1.394  0.020  1.394
 FID  C16  H16   single    0.930  0.020  1.080
 FID  C11  O10   single    1.350  0.020  1.350
 FID  O10  C9    single    1.410  0.020  1.410
 FID  C9   C19   single    1.527  0.020  1.527
 FID  C9   C8I   single    1.521  0.020  1.521
 FID  C9   H9    single    0.970  0.020  1.090
 FID  C19  N21   single    1.336  0.020  1.336
 FID  C19  O20   double    1.218  0.020  1.218
 FID  N21  H211  single    0.860  0.020  1.020
 FID  N21  H212  single    0.860  0.020  1.020
 FID  C8I  H8I1  single    0.970  0.020  1.090
 FID  C8I  H8I2  single    0.970  0.020  1.090
 FID  N1I  H1I   single    0.860  0.020  1.020

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
 FID  O3I   C2I  N1I   128.58  3.000
 FID  O3I   C2I  N4    125.40  3.000
 FID  N1I   C2I  N4    106.02  3.000
 FID  H4    N4   C5    124.35  3.000
 FID  H4    N4   C2I   122.76  3.000
 FID  C5    N4   C2I   112.89  3.000
 FID  O6I   C5   C7I   126.29  3.000
 FID  O6I   C5   N4    127.47  3.000
 FID  C7I   C5   N4    106.24  3.000
 FID  N1I   C7I  C8I   111.52  3.000
 FID  N1I   C7I  C12   113.27  3.000
 FID  C8I   C7I  C12   109.93  3.000
 FID  N1I   C7I  C5    100.93  3.000
 FID  C8I   C7I  C5    110.81  3.000
 FID  C12   C7I  C5    110.10  3.000
 FID  C11   C12  C13   119.35  3.000
 FID  C11   C12  C7I   120.38  3.000
 FID  C13   C12  C7I   120.27  3.000
 FID  H13   C13  C14   119.86  3.000
 FID  H13   C13  C12   120.47  3.000
 FID  C14   C13  C12   119.67  3.000
 FID  C15   C14  F17   119.11  3.000
 FID  C15   C14  C13   121.73  3.000
 FID  F17   C14  C13   119.16  3.000
 FID  H15   C15  C16   120.53  3.000
 FID  H15   C15  C14   120.75  3.000
 FID  C16   C15  C14   118.72  3.000
 FID  H16   C16  C11   119.30  3.000
 FID  H16   C16  C15   120.07  3.000
 FID  C11   C16  C15   120.63  3.000
 FID  O10   C11  C16   116.29  3.000
 FID  O10   C11  C12   123.81  3.000
 FID  C16   C11  C12   119.90  3.000
 FID  C9    O10  C11   118.11  3.000
 FID  H9    C9   C8I   110.12  3.000
 FID  H9    C9   C19   110.27  3.000
 FID  C8I   C9   C19   109.15  3.000
 FID  H9    C9   O10   109.21  3.000
 FID  C8I   C9   O10   111.59  3.000
 FID  C19   C9   O10   106.43  3.000
 FID  O20   C19  N21   124.60  3.000
 FID  O20   C19  C9    121.33  3.000
 FID  N21   C19  C9    114.01  3.000
 FID  H212  N21  H211  117.23  3.000
 FID  H212  N21  C19   122.22  3.000
 FID  H211  N21  C19   120.49  3.000
 FID  H8I2  C8I  H8I1  107.38  3.000
 FID  H8I2  C8I  C9    110.15  3.000
 FID  H8I1  C8I  C9    109.45  3.000
 FID  H8I2  C8I  C7I   110.43  3.000
 FID  H8I1  C8I  C7I   108.24  3.000
 FID  C9    C8I  C7I   111.10  3.000
 FID  H1I   N1I  C7I   123.35  3.000
 FID  H1I   N1I  C2I   122.39  3.000
 FID  C7I   N1I  C2I   113.78  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
 FID  CONST_01  C15   C14  C13  C12    0.00  0.0  0
 FID  CONST_02  C15   C16  C11  C12    0.00  0.0  0
 FID  CONST_03  C16   C11  C12  C13    0.00  0.0  0
 FID  CONST_04  C16   C15  C14  C13    0.00  0.0  0
 FID  CONST_05  C11   C12  C13  C14    0.00  0.0  0
 FID  CONST_06  C11   C16  C15  C14    0.00  0.0  0
 FID  CONST_07  C7I   C5   N4   C2I    0.00  0.0  0
 FID  CONST_08  C7I   N1I  C2I  N4     0.00  0.0  0
 FID  CONST_09  N1I   C2I  N4   C5     0.00  0.0  0
 FID  CONST_10  F17   C14  C13  C12  180.00  0.0  0
 FID  CONST_11  C16   C15  C14  F17  180.00  0.0  0
 FID  CONST_12  O3I   C2I  N4   C5   180.00  0.0  0
 FID  CONST_13  O3I   C2I  N1I  C7I  180.00  0.0  0
 FID  CONST_14  H13   C13  C12  C7I    0.00  0.0  0
 FID  CONST_15  H16   C16  C11  C12  180.00  0.0  0
 FID  CONST_16  H15   C15  C14  C13  180.00  0.0  0
 FID  CONST_17  H1I   N1I  C2I  N4   180.00  0.0  0
 FID  CONST_18  H4    N4   C5   C7I  180.00  0.0  0
 FID  CONST_19  H211  N21  C19  C9   180.00  0.0  0
 FID  CONST_20  H212  N21  C19  C9     0.00  0.0  0

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
 FID  chir_01  C7I  C12  C8I  N1I  positiv
 FID  chir_02  C9   O10  C8I  C19  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
 FID  plan-1  C9    0.020
 FID  plan-1  C19   0.020
 FID  plan-1  N21   0.020
 FID  plan-1  O20   0.020
 FID  plan-1  H211  0.020
 FID  plan-1  H212  0.020
 FID  plan-2  C7I   0.020
 FID  plan-2  C12   0.020
 FID  plan-2  C13   0.020
 FID  plan-2  C14   0.020
 FID  plan-2  F17   0.020
 FID  plan-2  C15   0.020
 FID  plan-2  C16   0.020
 FID  plan-2  C11   0.020
 FID  plan-2  O10   0.020
 FID  plan-2  H13   0.020
 FID  plan-2  H15   0.020
 FID  plan-2  H16   0.020
 FID  plan-3  C2I   0.020
 FID  plan-3  N4    0.020
 FID  plan-3  C5    0.020
 FID  plan-3  C7I   0.020
 FID  plan-3  N1I   0.020
 FID  plan-3  O6I   0.020
 FID  plan-3  O3I   0.020
 FID  plan-3  H4    0.020
 FID  plan-3  H1I   0.020

