# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 03:03:10 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: (1R,2S,3R,4S)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@H]1[C@@H]2CC[C@@H](O2)[C@H]1C(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
 ENL  ENL  '(1R,2S,3R,4S)-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid'  ligand  23  13  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ENL
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
 ENL  O2   O  O     0  -0.435  -1.6512   0.8079   1.0759
 ENL  C8   C  C     0   0.555  -1.1883   1.2475   0.0534
 ENL  O5   O  OH1   0  -0.589  -1.6160   2.3640  -0.5219
 ENL  C4   C  CH1   0  -0.371  -0.0137   0.6595  -0.6807
 ENL  C6   C  CH1   0  -0.032   1.2790   1.1255   0.0444
 ENL  C5   C  CH2   0  -0.456   2.4984   0.7682  -0.8184
 ENL  O1   O  O2    0  -0.476   1.3497   0.2158   1.1244
 ENL  C3   C  CH1   0  -0.366   0.1454  -0.8759  -0.5325
 ENL  C7   C  C     0   0.559  -1.0582  -1.6137  -0.0021
 ENL  O4   O  O     0  -0.433  -1.0636  -2.3486   0.9516
 ENL  O3   O  OH1   0  -0.599  -2.1125  -1.4242  -0.7882
 ENL  C2   C  CH1   0  -0.024   1.4024  -0.9757   0.3508
 ENL  C1   C  CH2   0  -0.450   2.6318  -0.7443  -0.5316
 ENL  HO5  H  HOH1  0   0.483  -2.3251   2.7595   0.0078
 ENL  H4   H  HCH1  0   0.304  -0.0257   0.9749  -1.7234
 ENL  H6   H  HCH1  0   0.270   1.2549   2.1548   0.4018
 ENL  H5   H  HCH2  0   0.248   2.3377   0.9956  -1.8720
 ENL  H5A  H  HCH2  0   0.258   3.3766   1.3235  -0.4895
 ENL  H3   H  HCH1  0   0.314   0.3392  -1.3056  -1.5199
 ENL  HO3  H  HOH1  0   0.482  -2.8761  -1.9148  -0.4487
 ENL  H2   H  HCH1  0   0.256   1.4454  -1.8516   0.9946
 ENL  H1   H  HCH2  0   0.246   2.6285  -1.3604  -1.4302
 ENL  H1A  H  HCH2  0   0.254   3.5454  -0.9680   0.0193

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
 ENL  O2  C8   double  1.205  0.020  1.205
 ENL  C8  O5   single  1.327  0.020  1.327
 ENL  C8  C4   single  1.505  0.020  1.505
 ENL  C4  C6   single  1.554  0.020  1.554
 ENL  C4  C3   single  1.551  0.020  1.551
 ENL  C6  C5   single  1.536  0.020  1.536
 ENL  C6  O1   single  1.414  0.020  1.414
 ENL  C5  C1   single  1.545  0.020  1.545
 ENL  O1  C2   single  1.422  0.020  1.422
 ENL  C3  C7   single  1.508  0.020  1.508
 ENL  C3  C2   single  1.540  0.020  1.540
 ENL  C7  O4   double  1.204  0.020  1.204
 ENL  C7  O3   single  1.329  0.020  1.329
 ENL  C2  C1   single  1.531  0.020  1.531
 ENL  O5  HO5  single  0.850  0.020  0.980
 ENL  C4  H4   single  0.970  0.020  1.090
 ENL  C6  H6   single  0.970  0.020  1.090
 ENL  C5  H5   single  0.970  0.020  1.090
 ENL  C5  H5A  single  0.970  0.020  1.090
 ENL  C3  H3   single  0.970  0.020  1.090
 ENL  O3  HO3  single  0.850  0.020  0.980
 ENL  C2  H2   single  0.970  0.020  1.090
 ENL  C1  H1   single  0.970  0.020  1.090
 ENL  C1  H1A  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
 ENL  C4   C8  O5  111.65  3.000
 ENL  C4   C8  O2  124.82  3.000
 ENL  O5   C8  O2  123.43  3.000
 ENL  HO5  O5  C8  110.01  3.000
 ENL  H4   C4  C3  112.29  3.000
 ENL  H4   C4  C6  111.66  3.000
 ENL  C3   C4  C6   99.61  3.000
 ENL  H4   C4  C8  110.20  3.000
 ENL  C3   C4  C8  114.86  3.000
 ENL  C6   C4  C8  107.73  3.000
 ENL  H6   C6  O1  111.00  3.000
 ENL  H6   C6  C5  114.92  3.000
 ENL  O1   C6  C5  103.87  3.000
 ENL  H6   C6  C4  114.70  3.000
 ENL  O1   C6  C4  101.84  3.000
 ENL  C5   C6  C4  109.18  3.000
 ENL  H5A  C5  H5  107.71  3.000
 ENL  H5A  C5  C1  111.91  3.000
 ENL  H5   C5  C1  113.35  3.000
 ENL  H5A  C5  C6  110.59  3.000
 ENL  H5   C5  C6  112.18  3.000
 ENL  C1   C5  C6  101.06  3.000
 ENL  C2   O1  C6   97.20  3.000
 ENL  H3   C3  C2  110.35  3.000
 ENL  H3   C3  C7  105.46  3.000
 ENL  C2   C3  C7  114.72  3.000
 ENL  H3   C3  C4  108.71  3.000
 ENL  C2   C3  C4  101.70  3.000
 ENL  C7   C3  C4  115.85  3.000
 ENL  O3   C7  O4  123.51  3.000
 ENL  O3   C7  C3  110.82  3.000
 ENL  O4   C7  C3  125.51  3.000
 ENL  HO3  O3  C7  110.23  3.000
 ENL  H2   C2  C1  115.54  3.000
 ENL  H2   C2  C3  115.09  3.000
 ENL  C1   C2  C3  108.37  3.000
 ENL  H2   C2  O1  110.75  3.000
 ENL  C1   C2  O1  102.52  3.000
 ENL  C3   C2  O1  103.16  3.000
 ENL  H1A  C1  H1  107.66  3.000
 ENL  H1A  C1  C2  110.54  3.000
 ENL  H1   C1  C2  112.80  3.000
 ENL  H1A  C1  C5  111.53  3.000
 ENL  H1   C1  C5  113.58  3.000
 ENL  C2   C1  C5  100.70  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
 ENL  CONST_01  HO5  O5  C8  C4  180.00   0.0  0
 ENL  CONST_02  HO3  O3  C7  C3  180.00   0.0  0
 ENL  Var_01    C2   C1  C5  C6    4.13  30.0  1

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
 ENL  chir_01  C4  C8  C6  C3  negativ
 ENL  chir_02  C6  O1  C4  C5  positiv
 ENL  chir_03  C3  C4  C7  C2  positiv
 ENL  chir_04  C2  O1  C1  C3  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
 ENL  plan-1  O2   0.020
 ENL  plan-1  C8   0.020
 ENL  plan-1  O5   0.020
 ENL  plan-1  C4   0.020
 ENL  plan-1  HO5  0.020
 ENL  plan-2  C3   0.020
 ENL  plan-2  C7   0.020
 ENL  plan-2  O4   0.020
 ENL  plan-2  O3   0.020
 ENL  plan-2  HO3  0.020

