# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 16:46:56 2020
#   Inital geometry file: a 61 line input string
#   Ligand name: (3~{a}~{S},4~{S},6~{a}~{R})-4,5,6,6~{a}-tetrahydro-3~{a}~{H}-pyrrolo[3,4-d][1,2]oxazole-3,4-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@H]1NC[C@@H]2ON=C([C@H]12)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
 8VN  8VN  '(3~{a}~{S},4~{S},6~{a}~{R})-4,5,6,6~{a}-tetrahydro-3~{a}~{H}-pyrrolo[3,4-d][1,2]oxazole-3,4-dicarboxylic acid'  ligand  22  14  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_8VN
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
 8VN  C1  C  CH2   0  -0.345  -1.9143   1.7700  -0.2224
 8VN  C2  C  CH1   0  -0.184  -1.0651  -0.3679  -0.3266
 8VN  C3  C  CR5   0   0.129   1.2009   0.6627   0.2760
 8VN  C4  C  CR15  0  -0.448  -0.1805   0.3569   0.7314
 8VN  C5  C  CR15  0   0.043  -0.7486   1.7768   0.7837
 8VN  C6  C  C     0   0.533   2.2143  -0.3777   0.0324
 8VN  C7  C  C     0   0.544  -1.3228  -1.8163   0.0254
 8VN  O1  O  O     0  -0.380   0.3411   2.6323   0.3755
 8VN  O3  O  OH1   0  -0.581   3.3831   0.0967  -0.3504
 8VN  O4  O  OH1   0  -0.577  -0.9308  -2.6529  -0.9160
 8VN  O5  O  O     0  -0.435  -1.8452  -2.1542   1.0580
 8VN  N1  N  NH1   0  -0.576  -2.3113   0.3796  -0.3673
 8VN  N2  N  N     0  -0.062   1.4246   1.8988   0.0669
 8VN  O2  O  O     0  -0.420   1.9507  -1.5452   0.1838
 8VN  H1  H  HCH2  0   0.271  -2.7594   2.3760   0.0989
 8VN  H2  H  HCH2  0   0.254  -1.5663   2.1604  -1.1828
 8VN  H3  H  HCH1  0   0.288  -0.5895  -0.3042  -1.3088
 8VN  H4  H  HCR5  0   0.320  -0.2021  -0.1611   1.6913
 8VN  H5  H  HCR5  0   0.285  -1.0584   2.0928   1.7793
 8VN  H6  H  HOH1  0   0.494   4.0069  -0.6300  -0.5013
 8VN  H7  H  HOH1  0   0.486  -1.1083  -3.5677  -0.6470
 8VN  H8  H  HNH1  0   0.361  -2.8859   0.1171   0.4266

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
 8VN  C1  N1  single  1.453  0.020  1.453
 8VN  C1  C5  single  1.540  0.020  1.540
 8VN  N1  C2  single  1.454  0.020  1.454
 8VN  C5  O1  single  1.444  0.020  1.444
 8VN  C5  C4  single  1.530  0.020  1.530
 8VN  O5  C7  double  1.206  0.020  1.206
 8VN  O1  N2  single  1.344  0.020  1.344
 8VN  C2  C7  single  1.513  0.020  1.513
 8VN  C2  C4  single  1.558  0.020  1.558
 8VN  N2  C3  double  1.273  0.020  1.273
 8VN  C7  O4  single  1.319  0.020  1.319
 8VN  C4  C3  single  1.486  0.020  1.486
 8VN  C3  C6  single  1.473  0.020  1.473
 8VN  O2  C6  double  1.206  0.020  1.206
 8VN  C6  O3  single  1.318  0.020  1.318
 8VN  C1  H1  single  0.970  0.020  1.090
 8VN  C1  H2  single  0.970  0.020  1.090
 8VN  C2  H3  single  0.970  0.020  1.090
 8VN  C4  H4  single  0.970  0.020  1.090
 8VN  C5  H5  single  0.970  0.020  1.090
 8VN  O3  H6  single  0.850  0.020  0.980
 8VN  O4  H7  single  0.850  0.020  0.980
 8VN  N1  H8  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
 8VN  H2  C1  H1  107.91  3.000
 8VN  H2  C1  N1  109.94  3.000
 8VN  H1  C1  N1  110.49  3.000
 8VN  H2  C1  C5  109.35  3.000
 8VN  H1  C1  C5  113.11  3.000
 8VN  N1  C1  C5  106.03  3.000
 8VN  H3  C2  N1  108.54  3.000
 8VN  H3  C2  C7  109.81  3.000
 8VN  N1  C2  C7  110.66  3.000
 8VN  H3  C2  C4  109.63  3.000
 8VN  C7  C2  C4  112.59  3.000
 8VN  N1  C2  C4  105.46  3.000
 8VN  N2  C3  C6  122.53  3.000
 8VN  C6  C3  C4  123.02  3.000
 8VN  N2  C3  C4  114.41  3.000
 8VN  H4  C4  C5  113.77  3.000
 8VN  H4  C4  C3  112.68  3.000
 8VN  C5  C4  C3   99.48  3.000
 8VN  H4  C4  C2  111.43  3.000
 8VN  C3  C4  C2  114.54  3.000
 8VN  C5  C4  C2  104.13  3.000
 8VN  H5  C5  O1  107.52  3.000
 8VN  H5  C5  C4  113.95  3.000
 8VN  O1  C5  C4  105.06  3.000
 8VN  H5  C5  C1  112.53  3.000
 8VN  C4  C5  C1  104.75  3.000
 8VN  O1  C5  C1  112.90  3.000
 8VN  O2  C6  O3  125.34  3.000
 8VN  O3  C6  C3  113.83  3.000
 8VN  O2  C6  C3  120.84  3.000
 8VN  O5  C7  O4  124.23  3.000
 8VN  O4  C7  C2  112.99  3.000
 8VN  O5  C7  C2  122.78  3.000
 8VN  N2  O1  C5  110.48  3.000
 8VN  H6  O3  C6  110.24  3.000
 8VN  H7  O4  C7  110.23  3.000
 8VN  H8  N1  C2  109.30  3.000
 8VN  H8  N1  C1  108.92  3.000
 8VN  C2  N1  C1  104.77  3.000
 8VN  O1  N2  C3  110.51  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
 8VN  CONST_01  H7  O4  C7  C2  180.00   0.0  0
 8VN  CONST_02  H6  O3  C6  C3  180.00   0.0  0
 8VN  Var_01    C5  C1  N1  C2  -37.70  30.0  1
 8VN  Var_02    O2  C6  C3  C4    0.79  30.0  2

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
 8VN  chir_01  C2  N1  C7  C4  positiv
 8VN  chir_02  C4  C5  C2  C3  negativ
 8VN  chir_03  C5  O1  C4  C1  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
 8VN  plan-1  C3  0.020
 8VN  plan-1  C6  0.020
 8VN  plan-1  O3  0.020
 8VN  plan-1  O2  0.020
 8VN  plan-1  H6  0.020
 8VN  plan-2  C2  0.020
 8VN  plan-2  C7  0.020
 8VN  plan-2  O4  0.020
 8VN  plan-2  O5  0.020
 8VN  plan-2  H7  0.020

