# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jul 20 21:18:24 2021
#   Inital geometry file: a 60 line input string
#   Ligand name: (2R,3E)-2-hydroxy-3-imino-2,3-dihydrooxepine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1OC=CC=C(C(O)=O)C1=N
#
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
 EAY  EAY  '(2R,3E)-2-hydroxy-3-imino-2,3-dihydrooxepine-4-carboxylic acid'  ligand  19  12  .  2022-03-18  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EAY
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
 EAY  N01  N  N     0  -0.547   -8.8708  -24.5664  8.1439
 EAY  C02  C  C     0   0.116   -9.4387  -25.0564  7.1264
 EAY  C03  C  C     0  -0.137   -8.7171  -25.9025  6.1655
 EAY  C04  C  C     0   0.526   -7.3287  -25.5873  5.7590
 EAY  O05  O  OH1   0  -0.588   -6.9493  -24.3607  6.0858
 EAY  O06  O  O     0  -0.453   -6.6110  -26.3518  5.1537
 EAY  C07  C  C1    0  -0.162   -9.2944  -26.9825  5.5880
 EAY  C08  C  C1    0  -0.382  -10.5920  -27.5537  5.8158
 EAY  C09  C  C1    0   0.059  -11.5833  -27.1176  6.6183
 EAY  O10  O  O2    0  -0.435  -11.6788  -25.9586  7.2528
 EAY  C11  C  CH1   0   0.225  -10.9165  -24.8373  6.7933
 EAY  O12  O  OH1   0  -0.645  -11.3711  -23.7414  7.4638
 EAY  H1   H  H     0   0.349   -9.5113  -23.9840  8.6791
 EAY  H3   H  HOH1  0   0.482   -6.0437  -24.2121  5.7753
 EAY  H4   H  H     0   0.284   -8.6818  -27.5457  4.8945
 EAY  H6   H  H     0   0.281  -10.7739  -28.5127  5.3507
 EAY  H8   H  H     0   0.293  -12.4370  -27.7553  6.8159
 EAY  H10  H  HCH1  0   0.249  -11.0542  -24.7644  5.7071
 EAY  H11  H  HOH1  0   0.483  -12.1901  -23.4245  7.0658

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
 EAY  O06  C04  double  1.211  0.020  1.211
 EAY  C07  C08  single  1.436  0.020  1.436
 EAY  C07  C03  double  1.354  0.020  1.354
 EAY  C08  C09  double  1.348  0.020  1.348
 EAY  C03  C04  single  1.481  0.020  1.481
 EAY  C03  C02  single  1.470  0.020  1.470
 EAY  C04  O05  single  1.325  0.020  1.325
 EAY  C11  C02  single  1.531  0.020  1.531
 EAY  C11  O12  single  1.363  0.020  1.363
 EAY  C11  O10  single  1.432  0.020  1.432
 EAY  C02  N01  double  1.264  0.020  1.264
 EAY  C09  O10  single  1.325  0.020  1.325
 EAY  N01  H1   single  0.890  0.020  1.040
 EAY  O05  H3   single  0.850  0.020  0.980
 EAY  C07  H4   single  0.930  0.020  1.080
 EAY  C08  H6   single  0.930  0.020  1.080
 EAY  C09  H8   single  0.930  0.020  1.080
 EAY  C11  H10  single  0.970  0.020  1.090
 EAY  O12  H11  single  0.850  0.020  0.980

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
 EAY  H1   N01  C02  111.25  3.000
 EAY  C11  C02  C03  114.46  3.000
 EAY  C11  C02  N01  123.60  3.000
 EAY  C03  C02  N01  121.93  3.000
 EAY  C07  C03  C04  116.91  3.000
 EAY  C04  C03  C02  121.15  3.000
 EAY  C07  C03  C02  121.92  3.000
 EAY  O06  C04  O05  122.56  3.000
 EAY  O05  C04  C03  113.45  3.000
 EAY  O06  C04  C03  123.97  3.000
 EAY  H3   O05  C04  109.31  3.000
 EAY  H4   C07  C08  113.94  3.000
 EAY  H4   C07  C03  116.53  3.000
 EAY  C08  C07  C03  129.42  3.000
 EAY  H6   C08  C09  114.79  3.000
 EAY  H6   C08  C07  115.89  3.000
 EAY  C09  C08  C07  129.07  3.000
 EAY  H8   C09  O10  111.76  3.000
 EAY  H8   C09  C08  119.84  3.000
 EAY  O10  C09  C08  128.40  3.000
 EAY  C11  O10  C09  119.54  3.000
 EAY  H10  C11  O12  113.06  3.000
 EAY  H10  C11  O10  107.64  3.000
 EAY  O12  C11  O10  107.11  3.000
 EAY  H10  C11  C02  110.25  3.000
 EAY  O10  C11  C02  109.40  3.000
 EAY  O12  C11  C02  109.27  3.000
 EAY  H11  O12  C11  110.16  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
 EAY  CONST_01  H3  O05  C04  C03  180.00  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
 EAY  chir_01  C11  C02  O12  O10  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
 EAY  plan-1  C03  0.020
 EAY  plan-1  C04  0.020
 EAY  plan-1  O05  0.020
 EAY  plan-1  O06  0.020
 EAY  plan-1  H3   0.020
 EAY  plan-2  N01  0.020
 EAY  plan-2  C02  0.020
 EAY  plan-2  C03  0.020
 EAY  plan-2  C11  0.020
 EAY  plan-2  H1   0.020

