# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 01:08:34 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: ~{N}-(4-ethanoyl-1,3-thiazol-2-yl)azetidin-1-ium-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)c1csc(NC(=O)C2C[NH2+]C2)n1
#
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
 5U9  5U9  ~{N}-(4-ethanoyl-1,3-thiazol-2-yl)azetidin-1-ium-3-carboxamide  ligand  27  15  .  2022-03-10  2022-03-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_5U9
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
 5U9  C10  C  C     0   0.627  -1.8817   0.0749   0.3084
 5U9  C13  C  C     0  -0.246  -4.1211   0.1499  -0.9376
 5U9  C15  C  C     0  -0.245  -4.2221   0.7642   1.0962
 5U9  C01  C  CH3   0  -0.773   4.1529   1.8746  -0.8533
 5U9  O03  O  O     0  -0.394   5.0409  -0.1181   0.1154
 5U9  C04  C  CR5   0   0.224   2.7080   0.0306   0.1298
 5U9  C05  C  CR15  0  -0.501   2.4590  -1.1807   0.6982
 5U9  S06  S  S2    0   0.275   0.7751  -1.4179   0.8788
 5U9  C07  C  CR5   0   0.294   0.5260   0.1472   0.1727
 5U9  N08  N  N     0  -0.429   1.5997   0.7762  -0.1643
 5U9  N09  N  NH1   0  -0.703  -0.7215   0.6942  -0.0133
 5U9  O11  O  O     0  -0.442  -1.9048  -1.0407   0.7921
 5U9  C12  C  C     0  -0.504  -3.1354   0.8534   0.0133
 5U9  N14  N  N     1  -0.654  -5.2128   0.2693   0.0846
 5U9  H1   H  H     0   0.325  -4.3643   0.6669  -1.8590
 5U9  H2   H  H     0   0.317  -3.9083  -0.8969  -1.1304
 5U9  H3   H  H     0   0.315  -4.0556   0.0054   1.8539
 5U9  H4   H  H     0   0.324  -4.5332   1.6992   1.5484
 5U9  H5   H  HCH3  0   0.267   3.6147   2.6369  -0.2893
 5U9  H6   H  HCH3  0   0.262   5.1911   2.1752  -0.9736
 5U9  H7   H  HCH3  0   0.269   3.6797   1.8230  -1.8356
 5U9  H8   H  HCR5  0   0.319   3.1679  -1.9316   1.0098
 5U9  H9   H  HNH1  0   0.439  -0.7373   1.6224  -0.4139
 5U9  H10  H  H     0   0.336  -2.9255   1.8783  -0.2881
 5U9  H11  H  H     0   0.477  -5.9301   0.9511  -0.1570
 5U9  H12  H  H     0   0.478  -5.6870  -0.6012   0.3207
 5U9  C02  C  C     0   0.343   4.0645   0.5409  -0.1737

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
 5U9  C01  C02  single    1.500  0.020  1.500
 5U9  C05  C04  aromatic  1.361  0.020  1.361
 5U9  C05  S06  aromatic  1.710  0.020  1.710
 5U9  C02  C04  single    1.481  0.020  1.481
 5U9  C02  O03  double    1.213  0.020  1.213
 5U9  C04  N08  aromatic  1.368  0.020  1.368
 5U9  S06  C07  aromatic  1.735  0.020  1.735
 5U9  N08  C07  aromatic  1.289  0.020  1.289
 5U9  C07  N09  single    1.375  0.020  1.375
 5U9  N14  C15  single    1.500  0.020  1.500
 5U9  N14  C13  single    1.500  0.020  1.500
 5U9  O11  C10  double    1.216  0.020  1.216
 5U9  N09  C10  single    1.354  0.020  1.354
 5U9  C10  C12  single    1.505  0.020  1.505
 5U9  C15  C12  single    1.537  0.020  1.537
 5U9  C13  C12  single    1.540  0.020  1.540
 5U9  C13  H1   single    0.970  0.020  1.090
 5U9  C13  H2   single    0.970  0.020  1.090
 5U9  C15  H3   single    0.970  0.020  1.090
 5U9  C15  H4   single    0.970  0.020  1.090
 5U9  C01  H5   single    0.970  0.020  1.090
 5U9  C01  H6   single    0.970  0.020  1.090
 5U9  C01  H7   single    0.970  0.020  1.090
 5U9  C05  H8   single    0.930  0.020  1.080
 5U9  N09  H9   single    0.860  0.020  1.020
 5U9  C12  H10  single    0.970  0.020  1.090
 5U9  N14  H11  single    0.890  0.020  1.040
 5U9  N14  H12  single    0.890  0.020  1.040

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
 5U9  C12  C10  O11  122.46  3.000
 5U9  C12  C10  N09  115.51  3.000
 5U9  O11  C10  N09  122.03  3.000
 5U9  H2   C13  H1   110.66  3.000
 5U9  H2   C13  N14  109.90  3.000
 5U9  H1   C13  N14  112.20  3.000
 5U9  H2   C13  C12  115.14  3.000
 5U9  H1   C13  C12  116.79  3.000
 5U9  N14  C13  C12   90.50  3.000
 5U9  H4   C15  H3   110.84  3.000
 5U9  H4   C15  N14  112.10  3.000
 5U9  H3   C15  N14  109.97  3.000
 5U9  H4   C15  C12  116.54  3.000
 5U9  H3   C15  C12  115.09  3.000
 5U9  N14  C15  C12   90.63  3.000
 5U9  H7   C01  H6   109.11  3.000
 5U9  H7   C01  H5   106.53  3.000
 5U9  H6   C01  H5   109.59  3.000
 5U9  H7   C01  C02  109.89  3.000
 5U9  H6   C01  C02  110.62  3.000
 5U9  H5   C01  C02  111.00  3.000
 5U9  N08  C04  C05  115.26  3.000
 5U9  N08  C04  C02  120.69  3.000
 5U9  C05  C04  C02  124.04  3.000
 5U9  H8   C05  S06  121.33  3.000
 5U9  H8   C05  C04  128.32  3.000
 5U9  S06  C05  C04  110.34  3.000
 5U9  C07  S06  C05   88.47  3.000
 5U9  N09  C07  N08  121.75  3.000
 5U9  N09  C07  S06  122.98  3.000
 5U9  N08  C07  S06  115.27  3.000
 5U9  C07  N08  C04  110.65  3.000
 5U9  H9   N09  C07  115.66  3.000
 5U9  H9   N09  C10  120.05  3.000
 5U9  C07  N09  C10  124.29  3.000
 5U9  H10  C12  C15  112.71  3.000
 5U9  H10  C12  C13  112.49  3.000
 5U9  C15  C12  C13   87.48  3.000
 5U9  H10  C12  C10  112.37  3.000
 5U9  C13  C12  C10  114.71  3.000
 5U9  C15  C12  C10  114.89  3.000
 5U9  H12  N14  H11  107.40  3.000
 5U9  H12  N14  C15  115.66  3.000
 5U9  H11  N14  C15  113.84  3.000
 5U9  H12  N14  C13  115.37  3.000
 5U9  H11  N14  C13  113.83  3.000
 5U9  C15  N14  C13   90.29  3.000
 5U9  C04  C02  O03  120.09  3.000
 5U9  O03  C02  C01  122.95  3.000
 5U9  C04  C02  C01  116.96  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
 5U9  CONST_01  C07  S06  C05  C04    0.00   0.0  0
 5U9  CONST_02  S06  C07  N08  C04    0.00   0.0  0
 5U9  CONST_03  C07  N08  C04  C05    0.00   0.0  0
 5U9  CONST_04  N08  C07  S06  C05    0.00   0.0  0
 5U9  CONST_05  N08  C04  C05  S06    0.00   0.0  0
 5U9  CONST_06  S06  C05  C04  C02  180.00   0.0  0
 5U9  CONST_07  C07  N08  C04  C02  180.00   0.0  0
 5U9  CONST_08  N09  C07  N08  C04  180.00   0.0  0
 5U9  CONST_09  N09  C07  S06  C05  180.00   0.0  0
 5U9  CONST_10  H8   C05  S06  C07  180.00   0.0  0
 5U9  CONST_11  C12  C10  N09  C07  180.00   0.0  0
 5U9  CONST_12  S06  C07  N09  C10    0.00   0.0  0
 5U9  CONST_13  N08  C07  N09  C10  180.00   0.0  0
 5U9  CONST_14  H9   N09  C07  S06  180.00   0.0  0
 5U9  CONST_15  O11  C10  N09  C07    0.00   0.0  0
 5U9  Var_01    C12  C15  N14  C13    8.03  30.0  1
 5U9  Var_02    C05  C04  C02  C01  177.54  30.0  2
 5U9  Var_03    H5   C01  C02  C04   54.78  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
 5U9  chir_01  C12  C10  C15  C13  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
 5U9  plan-1  C04  0.020
 5U9  plan-1  C05  0.020
 5U9  plan-1  S06  0.020
 5U9  plan-1  C07  0.020
 5U9  plan-1  N08  0.020
 5U9  plan-1  N09  0.020
 5U9  plan-1  H8   0.020
 5U9  plan-1  C02  0.020
 5U9  plan-2  C10  0.020
 5U9  plan-2  C07  0.020
 5U9  plan-2  N09  0.020
 5U9  plan-2  O11  0.020
 5U9  plan-2  C12  0.020
 5U9  plan-2  H9   0.020
 5U9  plan-3  C01  0.020
 5U9  plan-3  O03  0.020
 5U9  plan-3  C04  0.020
 5U9  plan-3  C02  0.020

