# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 23:52:37 2020
#   Inital geometry file: a 63 line input string
#   Ligand name: 2,5-bis(2-hydroxyethyl)-1,3-oxazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OCCc1oc(CCO)c(n1)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
 L4A  L4A  '2,5-bis(2-hydroxyethyl)-1,3-oxazole-4-carboxylic acid'  ligand  24  14  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_L4A
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
 L4A  C1   C  CR5    0   0.453   1.4026   0.1003  -0.4124
 L4A  C2   C  CR5    0  -0.097  -0.4979   1.0097  -0.1240
 L4A  C3   C  CR5    0   0.330  -0.6139  -0.2875   0.2556
 L4A  C4   C  CH2    0  -0.555  -1.7146  -1.1505   0.7471
 L4A  C5   C  CH2    0  -0.140  -2.5029  -1.7563  -0.4080
 L4A  C6   C  C      0   0.337  -1.5521   2.0808  -0.1305
 L4A  C7   C  CH2    0  -0.567   2.8183  -0.2395  -0.7003
 L4A  O1   O  O      0  -0.425   0.6015  -0.8685   0.0657
 L4A  O2   O  OH1    0  -0.672  -3.5050  -2.5900   0.1293
 L4A  O3   O  O      0  -0.591  -2.6916   1.7264   0.2359
 L4A  O4   O  OC    -1  -0.596  -1.1955   3.2125  -0.5014
 L4A  O6   O  OH1    0  -0.669   4.9378  -0.8151   0.1901
 L4A  C8   C  CH2    0  -0.140   3.6124  -0.5278   0.5690
 L4A  N1   N  N      0  -0.428   0.8051   1.2299  -0.5400
 L4A  H1   H  HCH2   0   0.251  -1.3042  -1.9479   1.3719
 L4A  H2   H  HCH2   0   0.259  -2.3833  -0.5491   1.3604
 L4A  H3   H  HCH2   0   0.203  -2.9278  -0.9395  -1.0020
 L4A  H4   H  HCH2   0   0.194  -1.8222  -2.3150  -1.0632
 L4A  H5   H  HCH2   0   0.266   2.8646  -1.1062  -1.3656
 L4A  H6   H  HCH2   0   0.267   3.2603   0.6062  -1.2285
 L4A  H7   H  HOH1   0   0.455  -4.0472  -2.9114  -0.5964
 L4A  H9   H  HOH1   0   0.457   5.4400  -1.0157   0.9849
 L4A  H10  H  HCH2   0   0.206   3.5574   0.3448   1.2315
 L4A  H11  H  HCH2   0   0.204   3.1564  -1.3683   1.1059

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
 L4A  O3  C6   deloc     1.248  0.020  1.248
 L4A  O4  C6   deloc     1.243  0.020  1.243
 L4A  C6  C2   single    1.503  0.020  1.503
 L4A  C2  N1   aromatic  1.385  0.020  1.385
 L4A  C2  C3   aromatic  1.357  0.020  1.357
 L4A  N1  C1   aromatic  1.284  0.020  1.284
 L4A  C4  C3   single    1.483  0.020  1.483
 L4A  C4  C5   single    1.524  0.020  1.524
 L4A  C3  O1   aromatic  1.360  0.020  1.360
 L4A  C1  O1   aromatic  1.345  0.020  1.345
 L4A  C1  C7   single    1.484  0.020  1.484
 L4A  C5  O2   single    1.410  0.020  1.410
 L4A  O6  C8   single    1.408  0.020  1.408
 L4A  C7  C8   single    1.525  0.020  1.525
 L4A  C4  H1   single    0.970  0.020  1.090
 L4A  C4  H2   single    0.970  0.020  1.090
 L4A  C5  H3   single    0.970  0.020  1.090
 L4A  C5  H4   single    0.970  0.020  1.090
 L4A  C7  H5   single    0.970  0.020  1.090
 L4A  C7  H6   single    0.970  0.020  1.090
 L4A  O2  H7   single    0.850  0.020  0.980
 L4A  O6  H9   single    0.850  0.020  0.980
 L4A  C8  H10  single    0.970  0.020  1.090
 L4A  C8  H11  single    0.970  0.020  1.090

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
 L4A  N1   C1  O1   113.06  3.000
 L4A  O1   C1  C7   118.18  3.000
 L4A  N1   C1  C7   128.75  3.000
 L4A  N1   C2  C6   123.04  3.000
 L4A  N1   C2  C3   108.44  3.000
 L4A  C6   C2  C3   128.51  3.000
 L4A  O1   C3  C4   117.45  3.000
 L4A  O1   C3  C2   107.03  3.000
 L4A  C4   C3  C2   135.47  3.000
 L4A  H2   C4  H1   108.15  3.000
 L4A  H2   C4  C5   109.20  3.000
 L4A  H1   C4  C5   109.72  3.000
 L4A  H2   C4  C3   108.74  3.000
 L4A  H1   C4  C3   109.60  3.000
 L4A  C5   C4  C3   111.36  3.000
 L4A  H4   C5  H3   107.24  3.000
 L4A  H4   C5  O2   111.55  3.000
 L4A  H3   C5  O2   111.82  3.000
 L4A  H4   C5  C4   109.51  3.000
 L4A  H3   C5  C4   108.37  3.000
 L4A  O2   C5  C4   108.29  3.000
 L4A  O4   C6  O3   127.44  3.000
 L4A  O4   C6  C2   116.67  3.000
 L4A  O3   C6  C2   115.89  3.000
 L4A  H6   C7  H5   107.62  3.000
 L4A  H6   C7  C8   109.80  3.000
 L4A  H5   C7  C8   109.55  3.000
 L4A  H6   C7  C1   107.63  3.000
 L4A  H5   C7  C1   109.87  3.000
 L4A  C8   C7  C1   112.25  3.000
 L4A  C3   O1  C1   105.91  3.000
 L4A  H7   O2  C5   108.12  3.000
 L4A  H9   O6  C8   108.16  3.000
 L4A  H11  C8  H10  107.05  3.000
 L4A  H11  C8  O6   111.52  3.000
 L4A  H10  C8  O6   111.84  3.000
 L4A  H11  C8  C7   109.63  3.000
 L4A  H10  C8  C7   109.04  3.000
 L4A  O6   C8  C7   107.74  3.000
 L4A  C2   N1  C1   105.55  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
 L4A  CONST_01  C3  C2  N1  C1     0.00   0.0  0
 L4A  CONST_02  C2  C3  O1  C1     0.00   0.0  0
 L4A  CONST_03  O1  C1  N1  C2     0.00   0.0  0
 L4A  CONST_04  N1  C1  O1  C3     0.00   0.0  0
 L4A  CONST_05  N1  C2  C3  O1     0.00   0.0  0
 L4A  CONST_06  C6  C2  N1  C1   180.00   0.0  0
 L4A  CONST_07  C4  C3  O1  C1   180.00   0.0  0
 L4A  CONST_08  C7  C1  N1  C2   180.00   0.0  0
 L4A  CONST_09  C7  C1  O1  C3   180.00   0.0  0
 L4A  CONST_10  N1  C2  C3  C4   180.00   0.0  0
 L4A  CONST_11  O1  C3  C2  C6   180.00   0.0  0
 L4A  Var_01    C5  C4  C3  C2    85.84  30.0  1
 L4A  Var_02    O3  C6  C2  C3    -1.58  30.0  2
 L4A  Var_03    C8  C7  C1  O1   -68.37  30.0  2
 L4A  Var_04    O6  C8  C7  C1  -179.03  30.0  3
 L4A  Var_05    O2  C5  C4  C3   178.40  30.0  3

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
 L4A  plan-1  C1  0.020
 L4A  plan-1  C2  0.020
 L4A  plan-1  C3  0.020
 L4A  plan-1  C4  0.020
 L4A  plan-1  C6  0.020
 L4A  plan-1  C7  0.020
 L4A  plan-1  O1  0.020
 L4A  plan-1  N1  0.020
 L4A  plan-2  C2  0.020
 L4A  plan-2  C6  0.020
 L4A  plan-2  O3  0.020
 L4A  plan-2  O4  0.020

