# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 03:41:39 2022
#   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  18  12  .  2022-03-18  2022-03-18
;
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  -0.559   -8.8907  -24.6183  8.1047
 EAY  C02  C  C      0   0.110   -9.4586  -25.0269  7.0500
 EAY  C03  C  C      0  -0.161   -8.7506  -25.8121  6.0290
 EAY  C04  C  C      0   0.392   -7.4306  -25.2962  5.4524
 EAY  O05  O  OC    -1  -0.585   -7.1955  -24.0865  5.6257
 EAY  O06  O  O      0  -0.590   -6.7329  -26.1186  4.8297
 EAY  C07  C  C1     0  -0.210   -9.3124  -26.9352  5.5454
 EAY  C08  C  C1     0  -0.365  -10.5706  -27.5541  5.9127
 EAY  C09  C  C1     0   0.018  -11.5560  -27.1024  6.7057
 EAY  O10  O  O2     0  -0.448  -11.6919  -25.9008  7.2756
 EAY  C11  C  CH1    0   0.223  -10.9470  -24.7999  6.7627
 EAY  O12  O  OH1    0  -0.647  -11.3693  -23.6780  7.4223
 EAY  H1   H  H      0   0.336   -9.5355  -24.0842  8.6847
 EAY  H4   H  H      0   0.249   -8.7341  -27.4880  4.8142
 EAY  H6   H  H      0   0.258  -10.7306  -28.5568  5.5370
 EAY  H8   H  H      0   0.273  -12.3814  -27.7545  6.9665
 EAY  H10  H  HCH1   0   0.231  -11.1243  -24.7455  5.6810
 EAY  H11  H  HOH1   0   0.474  -12.2320  -23.4058  7.0891

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  deloc   1.245  0.020  1.245
 EAY  C07  C08  single  1.449  0.020  1.449
 EAY  C07  C03  double  1.346  0.020  1.346
 EAY  C08  C09  double  1.343  0.020  1.343
 EAY  C03  C04  single  1.530  0.020  1.530
 EAY  C03  C02  single  1.470  0.020  1.470
 EAY  C04  O05  deloc   1.244  0.020  1.244
 EAY  C11  C02  single  1.533  0.020  1.533
 EAY  C11  O12  single  1.368  0.020  1.368
 EAY  C11  O10  single  1.425  0.020  1.425
 EAY  C02  N01  double  1.266  0.020  1.266
 EAY  C09  O10  single  1.337  0.020  1.337
 EAY  N01  H1   single  0.890  0.020  1.040
 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  111.09  3.000
 EAY  C11  C02  C03  114.63  3.000
 EAY  C11  C02  N01  122.96  3.000
 EAY  C03  C02  N01  122.36  3.000
 EAY  C07  C03  C04  120.41  3.000
 EAY  C04  C03  C02  119.82  3.000
 EAY  C07  C03  C02  119.63  3.000
 EAY  O06  C04  O05  127.28  3.000
 EAY  O05  C04  C03  115.99  3.000
 EAY  O06  C04  C03  116.69  3.000
 EAY  H4   C07  C08  114.61  3.000
 EAY  H4   C07  C03  116.44  3.000
 EAY  C08  C07  C03  128.88  3.000
 EAY  H6   C08  C09  114.08  3.000
 EAY  H6   C08  C07  115.83  3.000
 EAY  C09  C08  C07  130.01  3.000
 EAY  H8   C09  O10  111.15  3.000
 EAY  H8   C09  C08  119.90  3.000
 EAY  O10  C09  C08  128.95  3.000
 EAY  C11  O10  C09  119.21  3.000
 EAY  H10  C11  O12  112.62  3.000
 EAY  H10  C11  O10  107.98  3.000
 EAY  O12  C11  O10  107.38  3.000
 EAY  H10  C11  C02  110.42  3.000
 EAY  O10  C11  C02  109.02  3.000
 EAY  O12  C11  C02  109.32  3.000
 EAY  H11  O12  C11  109.95  3.000

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-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

