# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 22:49:06 2022
#   Inital geometry file: a 71 line input string
#   Ligand name: (1R,2S,3R,4S)-2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@]1([C@H]2CC[C@H](O2)[C@]1(C)C(O)=O)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
 NHC  NHC  '(1R,2S,3R,4S)-2,3-dimethyl-7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid'  ligand  27  15  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_NHC
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
 NHC  O2    O  O      0  -0.606  -1.0485   2.3099  -0.8424
 NHC  C8    C  C      0   0.459  -1.1304   1.4414   0.0496
 NHC  O4    O  OC    -1  -0.623  -2.1697   1.1357   0.6678
 NHC  C3    C  CT     0  -0.158   0.1706   0.7378   0.5323
 NHC  C7    C  CH3    0  -0.680   0.3493   1.1893   1.9827
 NHC  C4    C  CT     0  -0.175   0.1356  -0.8343   0.3199
 NHC  C10   C  CH3    0  -0.669   0.4904  -1.6289   1.5731
 NHC  C9    C  C      0   0.448  -1.2222  -1.3478  -0.2461
 NHC  O3    O  O      0  -0.611  -1.9299  -2.0614   0.4950
 NHC  O5    O  OC    -1  -0.616  -1.4836  -1.0601  -1.4310
 NHC  C2    C  CH1    0   0.012   1.3521   1.1075  -0.3776
 NHC  C1    C  CH2    0  -0.458   2.7085   0.5972   0.1497
 NHC  C5    C  CH2    0  -0.447   2.6423  -0.8910  -0.2502
 NHC  C6    C  CH1    0   0.001   1.2114  -0.9662  -0.7980
 NHC  O1    O  O2     0  -0.498   1.1310   0.2658  -1.4996
 NHC  H7    H  HCH3   0   0.228  -0.5074   0.8939   2.5857
 NHC  H7A   H  HCH3   0   0.215   1.2412   0.7904   2.4638
 NHC  H7B   H  HCH3   0   0.219   0.4228   2.2795   2.0330
 NHC  H10   H  HCH3   0   0.223  -0.2919  -1.5361   2.3233
 NHC  H10A  H  HCH3   0   0.213   0.5949  -2.6920   1.3452
 NHC  H10B  H  HCH3   0   0.205   1.4236  -1.3079   2.0346
 NHC  H2    H  HCH1   0   0.205   1.3571   2.1535  -0.6786
 NHC  H1    H  HCH2   0   0.229   3.5308   1.1126  -0.3499
 NHC  H1A   H  HCH2   0   0.225   2.8447   0.7493   1.2195
 NHC  H5    H  HCH2   0   0.229   3.3487  -1.1183  -1.0521
 NHC  H5A   H  HCH2   0   0.226   2.8553  -1.5817   0.5634
 NHC  H6    H  HCH1   0   0.208   1.0457  -1.8012  -1.4801

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
 NHC  O2   C8    deloc   1.248  0.020  1.248
 NHC  C8   O4    deloc   1.247  0.020  1.247
 NHC  C8   C3    single  1.556  0.020  1.556
 NHC  C3   C7    single  1.529  0.020  1.529
 NHC  C3   C4    single  1.587  0.020  1.587
 NHC  C3   C2    single  1.536  0.020  1.536
 NHC  C4   C10   single  1.526  0.020  1.526
 NHC  C4   C9    single  1.558  0.020  1.558
 NHC  C4   C6    single  1.557  0.020  1.557
 NHC  C9   O3    deloc   1.249  0.020  1.249
 NHC  C9   O5    deloc   1.247  0.020  1.247
 NHC  C2   C1    single  1.542  0.020  1.542
 NHC  C2   O1    single  1.420  0.020  1.420
 NHC  C1   C5    single  1.542  0.020  1.542
 NHC  C5   C6    single  1.534  0.020  1.534
 NHC  C6   O1    single  1.420  0.020  1.420
 NHC  C7   H7    single  0.970  0.020  1.090
 NHC  C7   H7A   single  0.970  0.020  1.090
 NHC  C7   H7B   single  0.970  0.020  1.090
 NHC  C10  H10   single  0.970  0.020  1.090
 NHC  C10  H10A  single  0.970  0.020  1.090
 NHC  C10  H10B  single  0.970  0.020  1.090
 NHC  C2   H2    single  0.970  0.020  1.090
 NHC  C1   H1    single  0.970  0.020  1.090
 NHC  C1   H1A   single  0.970  0.020  1.090
 NHC  C5   H5    single  0.970  0.020  1.090
 NHC  C5   H5A   single  0.970  0.020  1.090
 NHC  C6   H6    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
 NHC  C3    C8   O4    115.61  3.000
 NHC  C3    C8   O2    118.80  3.000
 NHC  O4    C8   O2    125.42  3.000
 NHC  C2    C3   C4    100.14  3.000
 NHC  C2    C3   C7    113.63  3.000
 NHC  C4    C3   C7    114.96  3.000
 NHC  C2    C3   C8    110.52  3.000
 NHC  C4    C3   C8    112.84  3.000
 NHC  C7    C3   C8    104.97  3.000
 NHC  H7B   C7   H7A   106.84  3.000
 NHC  H7B   C7   H7    107.33  3.000
 NHC  H7A   C7   H7    107.49  3.000
 NHC  H7B   C7   C3    110.22  3.000
 NHC  H7A   C7   C3    113.98  3.000
 NHC  H7    C7   C3    110.69  3.000
 NHC  C6    C4   C9    108.26  3.000
 NHC  C6    C4   C10   112.64  3.000
 NHC  C9    C4   C10   109.23  3.000
 NHC  C6    C4   C3     99.48  3.000
 NHC  C9    C4   C3    113.23  3.000
 NHC  C10   C4   C3    113.64  3.000
 NHC  H10B  C10  H10A  107.05  3.000
 NHC  H10B  C10  H10   107.38  3.000
 NHC  H10A  C10  H10   107.20  3.000
 NHC  H10B  C10  C4    113.18  3.000
 NHC  H10A  C10  C4    110.97  3.000
 NHC  H10   C10  C4    110.78  3.000
 NHC  O5    C9   O3    125.23  3.000
 NHC  O5    C9   C4    116.86  3.000
 NHC  O3    C9   C4    117.82  3.000
 NHC  H2    C2   O1    110.60  3.000
 NHC  H2    C2   C1    114.11  3.000
 NHC  O1    C2   C1    102.18  3.000
 NHC  H2    C2   C3    113.49  3.000
 NHC  O1    C2   C3    101.87  3.000
 NHC  C1    C2   C3    113.22  3.000
 NHC  H1A   C1   H1    106.82  3.000
 NHC  H1A   C1   C5    113.25  3.000
 NHC  H1    C1   C5    111.67  3.000
 NHC  H1A   C1   C2    113.56  3.000
 NHC  H1    C1   C2    110.48  3.000
 NHC  C5    C1   C2    101.12  3.000
 NHC  H5A   C5   H5    106.87  3.000
 NHC  H5A   C5   C6    114.74  3.000
 NHC  H5    C5   C6    109.32  3.000
 NHC  H5A   C5   C1    114.22  3.000
 NHC  H5    C5   C1    111.30  3.000
 NHC  C6    C5   C1    100.36  3.000
 NHC  H6    C6   O1    110.27  3.000
 NHC  H6    C6   C5    113.73  3.000
 NHC  O1    C6   C5    100.76  3.000
 NHC  H6    C6   C4    114.13  3.000
 NHC  O1    C6   C4    104.01  3.000
 NHC  C5    C6   C4    112.58  3.000
 NHC  C6    O1   C2     96.60  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
 NHC  Var_01  C6  C5  C1  C2  -5.35  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
 NHC  chir_01  C3  C7  C4  C2  positiv
 NHC  chir_02  C4  C3  C9  C6  negativ
 NHC  chir_03  C2  O1  C3  C1  negativ
 NHC  chir_04  C6  O1  C4  C5  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
 NHC  plan-1  O2  0.020
 NHC  plan-1  C8  0.020
 NHC  plan-1  O4  0.020
 NHC  plan-1  C3  0.020
 NHC  plan-2  C4  0.020
 NHC  plan-2  C9  0.020
 NHC  plan-2  O3  0.020
 NHC  plan-2  O5  0.020

