# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 18:53:39 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 2-[1-[[(2Z)-2-(2-azanyl-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-2-oxidanylidene-ethyl]-5-methylidene-2H-1,3-thiazine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO\N=C(/C(=O)N[C@H](C=O)[C@H]1SCC(=C)C(=N1)C(O)=O)c2csc(N)n2
#
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
 CEF  CEF  '2-[1-[[(2Z)-2-(2-azanyl-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-2-oxidanylidene-ethyl]-5-methylidene-2H-1,3-thiazine-4-carboxylic acid'  ligand  40  26  .  2021-08-07  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CEF
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
 CEF  S1   S  S2     0  -0.012  -3.5415   1.9432  -0.0696
 CEF  C1   C  CH2    0  -0.596  -4.4772   0.9512   1.1282
 CEF  C2   C  C      0   0.170  -4.2298  -0.4988   0.8628
 CEF  C3   C  C2     0  -0.520  -5.2300  -1.3714   0.7366
 CEF  C4   C  C      0  -0.025  -2.8202  -0.9211   0.7208
 CEF  C5   C  C      0   0.373  -2.4671  -2.4028   0.8597
 CEF  O1   O  O      0  -0.426  -2.5843  -2.8858   1.9909
 CEF  O2   O  OC    -1  -0.717  -2.0658  -2.9587  -0.1843
 CEF  N1   N  N      0  -0.316  -1.8304  -0.1444   0.5474
 CEF  C6   C  CH1    0  -0.260  -1.9161   1.2747   0.4260
 CEF  C7   C  CH1    0  -0.191  -0.8738   1.7480  -0.6084
 CEF  C8   C  C1     0   0.200  -0.7959   3.2669  -0.5639
 CEF  O3   O  O      0  -0.377  -0.1820   3.8727   0.2752
 CEF  N2   N  NH1    0  -0.608   0.3938   1.1486  -0.2787
 CEF  C9   C  C      0   0.514   1.4894   1.4560  -0.9871
 CEF  O4   O  O      0  -0.481   1.5181   2.3107  -1.8549
 CEF  C10  C  C      0   0.067   2.7029   0.6132  -0.6601
 CEF  N3   N  N      0  -0.068   3.7995   1.1078  -0.2420
 CEF  O5   O  O2     0  -0.378   3.7848   2.4549  -0.1335
 CEF  C11  C  CH3    0  -0.418   5.0177   2.9134   0.3977
 CEF  C12  C  CR5    0   0.299   2.6485  -0.8403  -0.8520
 CEF  C13  C  CR15   0  -0.561   3.7268  -1.6252  -1.1015
 CEF  S2   S  S2     0   0.123   3.2049  -3.2626  -1.2823
 CEF  C14  C  CR5    0   0.294   1.5705  -2.7618  -0.8880
 CEF  N4   N  NH2    0  -0.796   0.5684  -3.6421  -0.8334
 CEF  N5   N  N      0  -0.454   1.4444  -1.4756  -0.7227
 CEF  H1   H  HCH2   0   0.257  -4.1663   1.2308   2.1372
 CEF  H2   H  HCH2   0   0.317  -5.5302   1.2049   1.0163
 CEF  H3   H  H      0   0.245  -6.2616  -1.0530   0.8142
 CEF  H4   H  H      0   0.294  -5.0631  -2.4227   0.5505
 CEF  H6   H  HCH1   0   0.290  -1.6477   1.7072   1.3970
 CEF  H7   H  HCH1   0   0.332  -1.2111   1.4508  -1.6090
 CEF  H8   H  H      0   0.170  -1.3909   3.7802  -1.3372
 CEF  H9   H  HNH1   0   0.407   0.3380   0.2274   0.1489
 CEF  H10  H  HCH3   0   0.263   5.1892   2.5326   1.4062
 CEF  H11  H  HCH3   0   0.229   5.8557   2.6323  -0.2427
 CEF  H12  H  HCH3   0   0.238   4.9437   3.9978   0.4342
 CEF  H13  H  HCR5   0   0.290   4.7570  -1.3403  -1.2363
 CEF  H14  H  HNH2   0   0.425   0.7577  -4.6287  -0.8556
 CEF  H15  H  HNH2   0   0.404  -0.3684  -3.3441  -0.5300

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
 CEF  S1   C1   single    1.815  0.020  1.815
 CEF  S1   C6   single    1.826  0.020  1.826
 CEF  C1   C2   single    1.495  0.020  1.495
 CEF  C1   H1   single    0.970  0.020  1.090
 CEF  C1   H2   single    0.970  0.020  1.090
 CEF  C2   C3   double    1.333  0.020  1.333
 CEF  C2   C4   single    1.478  0.020  1.478
 CEF  C3   H3   single    0.930  0.020  1.080
 CEF  C3   H4   single    0.930  0.020  1.080
 CEF  C4   C5   single    1.529  0.020  1.529
 CEF  C4   N1   double    1.270  0.020  1.270
 CEF  C5   O1   deloc     1.236  0.020  1.236
 CEF  C5   O2   deloc     1.249  0.020  1.249
 CEF  N1   C6   single    1.427  0.020  1.427
 CEF  C6   C7   single    1.543  0.020  1.543
 CEF  C6   H6   single    0.970  0.020  1.090
 CEF  C7   C8   single    1.522  0.020  1.522
 CEF  C7   N2   single    1.440  0.020  1.440
 CEF  C7   H7   single    0.970  0.020  1.090
 CEF  C8   O3   double    1.203  0.020  1.203
 CEF  C8   H8   single    0.930  0.020  1.080
 CEF  N2   C9   single    1.340  0.020  1.340
 CEF  N2   H9   single    0.890  0.020  1.040
 CEF  C9   O4   double    1.218  0.020  1.218
 CEF  C9   C10  single    1.513  0.020  1.513
 CEF  C10  N3   double    1.273  0.020  1.273
 CEF  C10  C12  single    1.467  0.020  1.467
 CEF  N3   O5   single    1.352  0.020  1.352
 CEF  O5   C11  single    1.419  0.020  1.419
 CEF  C11  H10  single    0.970  0.020  1.090
 CEF  C11  H11  single    0.970  0.020  1.090
 CEF  C11  H12  single    0.970  0.020  1.090
 CEF  C12  C13  aromatic  1.357  0.020  1.357
 CEF  C12  N5   aromatic  1.368  0.020  1.368
 CEF  C13  S2   aromatic  1.728  0.020  1.728
 CEF  C13  H13  single    0.930  0.020  1.080
 CEF  S2   C14  aromatic  1.754  0.020  1.754
 CEF  C14  N4   single    1.335  0.020  1.335
 CEF  C14  N5   aromatic  1.303  0.020  1.303
 CEF  N4   H14  single    0.860  0.020  1.020
 CEF  N4   H15  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
 CEF  C6   S1   C1    94.57  3.000
 CEF  H2   C1   H1   108.09  3.000
 CEF  H2   C1   C2   111.58  3.000
 CEF  H1   C1   C2   111.42  3.000
 CEF  H2   C1   S1   107.66  3.000
 CEF  H1   C1   S1   108.85  3.000
 CEF  C2   C1   S1   109.13  3.000
 CEF  C4   C2   C3   121.29  3.000
 CEF  C4   C2   C1   116.87  3.000
 CEF  C3   C2   C1   121.83  3.000
 CEF  H4   C3   H3   116.47  3.000
 CEF  H4   C3   C2   122.48  3.000
 CEF  H3   C3   C2   121.04  3.000
 CEF  N1   C4   C5   115.15  3.000
 CEF  N1   C4   C2   125.56  3.000
 CEF  C5   C4   C2   119.22  3.000
 CEF  O2   C5   O1   128.44  3.000
 CEF  O2   C5   C4   115.43  3.000
 CEF  O1   C5   C4   116.10  3.000
 CEF  C6   N1   C4   124.96  3.000
 CEF  H6   C6   C7   107.90  3.000
 CEF  H6   C6   N1   107.60  3.000
 CEF  C7   C6   N1   108.76  3.000
 CEF  H6   C6   S1   108.29  3.000
 CEF  C7   C6   S1   107.88  3.000
 CEF  N1   C6   S1   116.15  3.000
 CEF  H7   C7   N2   111.51  3.000
 CEF  H7   C7   C8   108.23  3.000
 CEF  N2   C7   C8   111.32  3.000
 CEF  H7   C7   C6   108.70  3.000
 CEF  N2   C7   C6   108.27  3.000
 CEF  C8   C7   C6   108.74  3.000
 CEF  H8   C8   O3   122.01  3.000
 CEF  H8   C8   C7   114.62  3.000
 CEF  O3   C8   C7   123.30  3.000
 CEF  H9   N2   C9   118.34  3.000
 CEF  H9   N2   C7   115.14  3.000
 CEF  C9   N2   C7   120.20  3.000
 CEF  C10  C9   O4   121.72  3.000
 CEF  C10  C9   N2   114.43  3.000
 CEF  O4   C9   N2   123.81  3.000
 CEF  C12  C10  N3   117.36  3.000
 CEF  C12  C10  C9   119.59  3.000
 CEF  N3   C10  C9   123.03  3.000
 CEF  O5   N3   C10  113.83  3.000
 CEF  C11  O5   N3   110.04  3.000
 CEF  H12  C11  H11  109.19  3.000
 CEF  H12  C11  H10  109.12  3.000
 CEF  H11  C11  H10  109.36  3.000
 CEF  H12  C11  O5   106.01  3.000
 CEF  H11  C11  O5   111.37  3.000
 CEF  H10  C11  O5   111.70  3.000
 CEF  N5   C12  C13  116.64  3.000
 CEF  N5   C12  C10  118.72  3.000
 CEF  C13  C12  C10  124.59  3.000
 CEF  H13  C13  S2   121.75  3.000
 CEF  H13  C13  C12  129.05  3.000
 CEF  S2   C13  C12  109.11  3.000
 CEF  C14  S2   C13   89.28  3.000
 CEF  N5   C14  N4   124.97  3.000
 CEF  N5   C14  S2   113.61  3.000
 CEF  N4   C14  S2   121.35  3.000
 CEF  H15  N4   H14  117.55  3.000
 CEF  H15  N4   C14  120.30  3.000
 CEF  H14  N4   C14  120.34  3.000
 CEF  C14  N5   C12  111.18  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
 CEF  CONST_01  C14  S2   C13  C12    0.00   0.0  0
 CEF  CONST_02  S2   C14  N5   C12    0.00   0.0  0
 CEF  CONST_03  C14  N5   C12  C13    0.00   0.0  0
 CEF  CONST_04  N5   C14  S2   C13    0.00   0.0  0
 CEF  CONST_05  N5   C12  C13  S2     0.00   0.0  0
 CEF  CONST_06  S2   C13  C12  C10  180.00   0.0  0
 CEF  CONST_07  C14  N5   C12  C10  180.00   0.0  0
 CEF  CONST_08  N4   C14  N5   C12  180.00   0.0  0
 CEF  CONST_09  N4   C14  S2   C13  180.00   0.0  0
 CEF  CONST_10  H13  C13  S2   C14  180.00   0.0  0
 CEF  CONST_11  H14  N4   C14  S2     0.00   0.0  0
 CEF  CONST_12  H15  N4   C14  S2   180.00   0.0  0
 CEF  CONST_13  O4   C9   N2   C7     0.00   0.0  0
 CEF  CONST_14  C10  C9   N2   C7   180.00   0.0  0
 CEF  Var_01    C4   C2   C1   S1    49.54  30.0  1
 CEF  Var_02    N1   C4   C2   C1   -14.41  30.0  1
 CEF  Var_03    O1   C5   C4   C2   -68.96  30.0  2
 CEF  Var_04    C13  C12  C10  C9   153.28  30.0  2
 CEF  Var_05    H3   C3   C2   C1     0.57  30.0  2
 CEF  Var_06    C12  C10  N3   O5   177.90   0.0  2
 CEF  Var_07    H10  C11  O5   N3   -62.58  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
 CEF  chir_01  C6  S1  N1  C7  negativ
 CEF  chir_02  C7  N2  C6  C8  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
 CEF  plan-1  C10  0.020
 CEF  plan-1  C12  0.020
 CEF  plan-1  C13  0.020
 CEF  plan-1  S2   0.020
 CEF  plan-1  C14  0.020
 CEF  plan-1  N4   0.020
 CEF  plan-1  N5   0.020
 CEF  plan-1  H13  0.020
 CEF  plan-2  C9   0.020
 CEF  plan-2  C10  0.020
 CEF  plan-2  N3   0.020
 CEF  plan-2  O5   0.020
 CEF  plan-2  C12  0.020
 CEF  plan-3  C7   0.020
 CEF  plan-3  N2   0.020
 CEF  plan-3  C9   0.020
 CEF  plan-3  O4   0.020
 CEF  plan-3  C10  0.020
 CEF  plan-3  H9   0.020
 CEF  plan-4  C14  0.020
 CEF  plan-4  N4   0.020
 CEF  plan-4  H14  0.020
 CEF  plan-4  H15  0.020
 CEF  plan-5  C4   0.020
 CEF  plan-5  C5   0.020
 CEF  plan-5  O1   0.020
 CEF  plan-5  O2   0.020
 CEF  plan-6  C7   0.020
 CEF  plan-6  C8   0.020
 CEF  plan-6  O3   0.020
 CEF  plan-6  H8   0.020

